JP4162840B2 - New A-50039 derivative - Google Patents

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JP4162840B2
JP4162840B2 JP2000248322A JP2000248322A JP4162840B2 JP 4162840 B2 JP4162840 B2 JP 4162840B2 JP 2000248322 A JP2000248322 A JP 2000248322A JP 2000248322 A JP2000248322 A JP 2000248322A JP 4162840 B2 JP4162840 B2 JP 4162840B2
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JP2001192394A (en
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仁 穂戸田
正勝 金子
正俊 犬飼
康範 村松
幸男 宇津井
哲 大屋
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セケラ インコーポレイテッド
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【０００１】
【発明の属する技術分野】
本発明は、優れた抗菌活性を有する化合物（Ｉ）、その薬理上許容される誘導体及び塩、及びそれらを有効成分として含有する医薬（特に、抗菌剤）に関する。
【０００２】
【従来の技術】
細菌感染症の予防剤および治療剤として、従来より各種ベータラクタム類、アミノ配糖体、キノロンカルボン酸、イソナイアジッド、リファンピシンなどが使用されているが、最近これらの抗生物質に耐性を示す感染菌が増加しており、従来の薬剤とは異なる作用機作を有する薬剤が渇望されている。
【０００３】
カプラマイシンは下記の構造式で表される天然物であり、抗抗酸菌活性を有し、従来の薬剤とは交差耐性を示さないが、その活性は抗菌剤として使用するには充分ではない（J. Antibiotics, 29, (8), 1047-1053 (1986)）。
【０００４】
【化５】
【０００５】
【発明が解決しようとする課題】
本発明者らは、微生物の生産するカプラマイシン類縁物質に化学修飾を加えた化合物を種々合成し、これら化合物の薬理活性について永年に亘り鋭意研究を行なった。その結果、一般式（Ｉ）で表される化合物、その薬理上許容される誘導体及びそれらの塩が、従来の薬剤とは交差耐性のない優れた抗菌活性を有し、細菌感染症の予防剤若しくは治療剤として有用であることを見出し本発明を完成した。
【０００６】
【課題を解決するための手段】
本発明の化合物は、
一般式（Ｉ）
【０００７】
【化６】
【０００８】
｛式中、
Ｘ1は、酸素原子、硫黄原子又は式−Ｎ（Ｒ4）−で示される基（式中、Ｒ4は、水素原子、炭素数１乃至３個のアルキル基、又はＲ1及びそれらが結合する窒素原子と一緒になって酸素原子若しくは硫黄原子を含んでいてもよい３乃至７員環状アミノ基を形成する基を示す）を示し、
Ｘ2は、酸素原子、硫黄原子又は式−Ｎ（Ｒ5）−で示される基（式中、Ｒ5は、水素原子、炭素数１乃至３個のアルキル基、又はＲ2及びそれらが結合する窒素原子と一緒になって酸素原子若しくは硫黄原子を含んでいてもよい３乃至７員環状アミノ基を形成する基を示す）を示し、
Ｒ1及びＲ2は同一又は異なって、
（１）水素原子、
（２）置換基を有していてもよい炭素数６乃至１０個のアリール基
［該置換基は、ハロゲン原子、水酸基、アミノ基（該アミノ基は炭素数１乃至１６個のアルキル基で置換されていてもよい）、ニトロ基、シアノ基、カルボキシル基、炭素数１乃至４個のアルコキシカルボニル基、カルバモイル基、炭素数１乃至１０個のアルキレンジオキシ基、炭素数７乃至１４個のアラルキルオキシ基、炭素数１乃至１６個のアルキル基（該アルキル基はハロゲン原子で置換されていてもよい）、炭素数２乃至１６個のアルケニル基、炭素数１乃至１６個のアルコキシ基（該アルコキシ基はハロゲン原子で置換されていてもよい）、炭素数１乃至１６個のアルキルチオ基（該アルキルチオ基はハロゲン原子で置換されていてもよい）、炭素数６乃至１０個のアリールアゾ基、及び、窒素原子、硫黄原子又は酸素原子を１乃至４個含む複素環基からなる置換基群Ａより選択される基を示す］、
（３）置換基を有していてもよい、窒素原子、硫黄原子又は酸素原子を１乃至４個含む複素環基
［該置換基は、オキソ基、チオキソ基、イミノ基、ハロゲン原子、水酸基、アミノ基（該アミノ基は炭素数１乃至１６個のアルキル基で置換されていてもよい）、ニトロ基、シアノ基、カルボキシル基、炭素数１乃至４個のアルコキシカルボニル基、カルバモイル基、炭素数７乃至１４のアラルキルオキシ基、炭素数１乃至１６個のアルキル基（該アルキル基はハロゲン原子で置換されていてもよい）、炭素数１乃至１６個のアルケニル基、炭素数１乃至１６個のアルコキシ基（該アルコキシ基はハロゲン原子で置換されていてもよい）、及び、炭素数１乃至１６個のアルキルチオ基（該アルキルチオ基はハロゲン原子で置換されていてもよい）からなる置換基群Ｂより選択される基を示す］、
（４）置換基を有していてもよい炭素数６乃至１０個のアリール基を同一又は異なって１乃至３個有する炭素数１乃至１４個のアルキル基
［該アリール部分の置換基は、上記の置換基群Ａから選択される基を示す］、
（５）置換基を有していてもよい、窒素原子、硫黄原子又は酸素原子を１乃至４個含む複素環基を同一又は異なって１乃至３個有する炭素数１乃至１４個のアルキル基
［該複素環部分の置換基は、上記の置換基群Ｂから選択される基を示す］、
（６）置換基を有していてもよい炭素数１乃至２２個のアルキル基
［該置換基は、ハロゲン原子、水酸基、アミノ基、ニトロ基、シアノ基、カルボキシル基、炭素数１乃至４個のアルコキシカルボニル基、カルバモイル基、炭素数１乃至１６個のアルコキシ基（該アルコキシ基はハロゲン原子で置換されていても良い）、及び、炭素数１乃至１６個のアルキルチオ基（該アルキルチオ基はハロゲン原子で置換されていても良い）からなる置換基群Ｃより選択される基を示す］、
（７）置換基を有していてもよい炭素数２乃至２２個のアルケニル基
［該置換基は、上記の（２）若しくは（３）から選択される基または置換基群Ｃより選択される基を示す］、または、
（８）式（ａ）で表される基
【０００９】
【化７】
【００１０】
［式中、ｎは１乃至２０の整数を示し、ｍは０または２を示す。］
を示し、
Ｒ3は、水素原子または水酸基を示す。
【００１１】
但し、Ｘ1及びＸ2が式−ＮＨ−で表される基であり、Ｒ1が水素原子または式（ＩＩ）、（ＩＩＩ）、（ＩＶ）または（Ｖ）
【００１２】
【化８】
【００１３】
で表される基であり、Ｒ2が水素原子であり、Ｒ3が水酸基である化合物、及び、Ｘ1が酸素原子であり、Ｘ2が式−ＮＨ−で表される基であり、Ｒ1が水素原子又はメチル基であり、Ｒ2が水素原子であり、Ｒ3が水酸基である化合物は除く。｝で表される化合物、その薬理上許容されるエステル、エーテル若しくはＮ−アルキル誘導体、又はそれらの薬理上許容される塩、
及び、
上記の化合物を有効成分として含有する医薬、抗菌剤、抗抗酸菌剤及び抗結核剤である。
【００１４】
上記の一般式（Ｉ）で表わされる化合物において、
Ｘ1及びＸ2におけるＲ4及びＲ5の「炭素数１乃至３個のアルキル基」としては、例えばメチル、エチル、プロピルまたはイソプロピル基を挙げることができ好適にはメチル基である。
【００１５】
Ｘ1及びＸ2におけるＲ4及びＲ5の「Ｒ1（若しくはＲ2）及びそれらが結合する窒素原子と一緒になって酸素原子若しくは硫黄原子を含んでいてもよい３乃至７員環状アミノ基を形成する基」としては、例えばアジリジニル、アゼチジニル、ピロリジニル、ピペリジニル、モルホリニル、チオモルホリニル基等を挙げることができ、好適にはＲ1（若しくはＲ2）及びそれらが結合する窒素原子と一緒になって５または６員環状アミノ基を形成する基であり、更に好適にはピロリジニル基である。
【００１６】
Ｘ1におけるＲ4として、好適には水素原子、炭素数１乃至３個のアルキル基またはＲ1及びそれらが結合する窒素原子と一緒になって５または６員環状アミノ基を形成する基であり、更に好適には水素原子または炭素数１乃至３個のアルキル基であり、最も好適には水素原子である。
【００１７】
Ｘ2におけるＲ5として、好適には水素原子または炭素数１乃至３個のアルキル基であり、最も好適には水素原子である。
【００１８】
Ｘ1全体として、好適には式−Ｎ（Ｒ4）−で示される基であり、更に好適には式−Ｎ（Ｒ4）−で示される基（式中、Ｒ4は、水素原子、炭素数１乃至３個のアルキル基、又はＲ1及びそれらが結合する窒素原子と一緒になって５または６員環状アミノ基を形成する基を示す）であり、より更に好適には式−Ｎ（Ｒ4）−で示される基（式中、Ｒ4は、水素原子または炭素数１乃至３個のアルキル基を示す）であり、最も好適には式−ＮＨ−で表わされる基である。
【００１９】
Ｘ2全体として、好適には式−Ｎ（Ｒ5）−で示される基であり、更に好適には式−Ｎ（Ｒ5）−で示される基（式中、Ｒ5は、水素原子または炭素数１乃至３個のアルキル基を示す）であり、最も好適には式−ＮＨ−で表わされる基である。
【００２０】
Ｒ1及びＲ2の定義において、
「炭素数６乃至１０個のアリール基」としては、例えばフェニル、１−ナフチル、２−ナフチル基等を挙げることができ、好適にはフェニル基である。
【００２１】
「窒素原子、硫黄原子又は酸素原子を１乃至４個含む複素環基」としては、例えばフリル、チエニル、ピロリル、ピラゾリル、イミダゾリル、オキサゾリル、イソキサゾリル、チアゾリル、イソチアゾリル、トリアゾリル、テトラゾリル、チアジアゾリル、ピリジニル、ピリダジニル、ピリミジニル、ピラジニルのような５又は６員芳香族複素環基及びテトラヒドロフリル、モルホリニル、チオモルホリニル、ピロリジニル、ピロリニル、イミダゾリジニル、イミダゾリニル、ピラゾリジニル、ピラゾリニル、ピペリジニル、ピペラジニル、ピラニルのような部分若しくは完全還元型の５又は６員複素環基を挙げることができる。
【００２２】
尚、上記「５又は６員芳香族複素環基」及び「部分若しくは完全還元型の５又は６員複素環基」は、ベンゼンのような他の環式基と縮環していてもよく、例えば、ベンゾフラニル、ベンゾチエニル、ベンズイミダゾリル、イソベンゾフラニル、クロメニル、キサンテニル、フェノキサチイニル、インドリジニル、イソインドリル、インドリル、インダゾリル、プリニル、キノリジニル、イソキノリニル、キノリニル、フタラジニル、ナフチリジニル、キノキサリニル、キナゾリニル、カルバゾリル、カルボリニル、アクリジニル、イソインドリニルのような基を挙げることができる。
【００２３】
これら複素環基のうち、好適には５又は６員芳香族複素環基またはベンゼン環と縮環した５又は６員芳香族複素環基であり、更に好適にはフリル、チエニル、ピリジニル、チアゾリル、チアジアゾリルまたはキノリニル基である。
【００２４】
「炭素数１乃至２２個のアルキル基」とは、炭素数１乃至２２個の直鎖状、分枝状または環状の飽和炭化水素基を示し、例えばメチル、エチル、プロピル、イソプロピル、ブチル、イソブチル、ｓ−ブチル、t−ブチル、ペンチル、イソペンチル、２−メチルブチル、ネオペンチル、１−エチルプロピル、ヘキシル、イソヘキシル、４−メチルペンチル、３−メチルペンチル、２−メチルペンチル、１−メチルペンチル、３，３−ジメチルブチル、２，２−ジメチルブチル、１，１−ジメチルブチル、１，２−ジメチルブチル、１，３−ジメチルブチル、２，３−ジメチルブチル、２−エチルブチル、ヘプチル、１−メチルヘキシル、２−メチルヘキシル、３−メチルヘキシル、４−メチルヘキシル、５−メチルヘキシル、１−プロピルブチル、４，４−ジメチルペンチル、オクチル、１−メチルヘプチル、２−メチルヘプチル、３−メチルヘプチル、４−メチルヘプチル、５−メチルヘプチル、６−メチルヘプチル、１−プロピルペンチル、２−エチルヘキシル、５，５−ジメチルヘキシル、ノニル、３−メチルオクチル、４−メチルオクチル、５−メチルオクチル、６−メチルオクチル、１−プロピルヘキシル、２−エチルヘプチル、６，６−ジメチルヘプチル、デシル、１−メチルノニル、３−メチルノニル、８−メチルノニル、３−エチルオクチル、３，７−ジメチルオクチル、７，７−ジメチルオクチル、ウンデシル、４，８−ジメチルノニル、ドデシル、トリデシル、テトラデシル、ペンタデシル、３，７，１１−トリメチルドデシル、ヘキサデシル、４，８，１２−トリメチルトリデシル、１−メチルペンタデシル、１４−メチルペンタデシル、１３，１３−ジメチルテトラデシル、ヘプタデシル、１５−メチルヘキサデシル、オクタデシル、１−メチルヘプタデシル、ノナデシル、アイコシル、３，７，１１，１５−テトラメチルヘキサデシル、ヘナイコシル、ドコシル基のような直鎖又は分枝鎖アルキル基；シクロプロピル、シクロブチル、シクロペンチル、シクロヘキシル、メチルシクロヘキシル、ジメチルシクロヘキシル、エチルシクロヘキシル、プロピルシクロヘキシル、ブチルシクロヘキシル、t-ブチルシクロヘキシル、シクロヘプチル、シクロオクチル、シクロノニル、シクロデシル、シクロドデシル、ノルボルニル、アダマンチルのような分枝若しくは縮環していてもよい３乃至１２員シクロアルキル基；シクロプロピルメチル、シクロプロピルエチル、シクロブチルエチル、シクロブチルエチル、シクロペンチルメチル、シクロペンチルエチル、シクロヘキシルメチル、シクロヘキシルエチル、シクロヘキシルプロピル、シクロヘキシルブチル、シクロヘキシルヘキシルのようなシクロアルキルアルキル基を挙げることができ、好適には炭素数１乃至１８個の直鎖若しくは分枝状アルキル基または炭素数５乃至１２個のシクロアルキル基である。
【００２５】
「炭素数６乃至１０個のアリール基を同一又は異なって１乃至３個有する炭素数１乃至１４個のアルキル基」とは、１乃至３個の上記「炭素数６乃至１０個のアリール基」で置換された「炭素数１乃至１４個のアルキル基」である。
【００２６】
「窒素原子、硫黄原子又は酸素原子を１乃至４個含む複素環基を同一又は異なって１乃至３個有する炭素数１乃至１４個のアルキル基」とは、１乃至３個の上記「窒素原子、硫黄原子又は酸素原子を１乃至４個含む複素環基」で置換された「炭素数１乃至１４個のアルキル基」である。
【００２７】
「炭素数２乃至２２個のアルケニル基」とは、炭素数２乃至２２個の１乃至３個の二重結合を有する直鎖状、分枝状または環状の炭化水素基を示し、例えばエテニル、１−プロペニル、２−プロペニル、１−メチル−２−プロペニル、１−メチル−１−プロペニル、２−メチル−１−プロペニル、２−メチル−２−プロペニル、２−エチル−２−プロペニル、１−ブテニル、２−ブテニル、１−メチル−２−ブテニル、１−メチル−１−ブテニル、３−メチル−２−ブテニル、１−エチル−２−ブテニル、３−ブテニル、１−メチル−３−ブテニル、２−メチル−３−ブテニル、１−エチル−３−ブテニル、１−ペンテニル、２−ペンテニル、１−メチル−２−ペンテニル、２−メチル−２−ペンテニル、３−ペンテニル、１−メチル−３−ペンテニル、２−メチル−３−ペンテニル、４−ペンテニル、１−メチル−４−ペンテニル、２−メチル−４−ペンテニル、１−ヘキセニル、２−ヘキセニル、３−ヘキセニル、４−ヘキセニル、５−ヘキセニル、ヘプテニル、オクテニル、デセニル、ドデセニル、テトラデセニル、ヘキサデセニル、シス−８−ヘプタデセニル、シス、シス−８、１１−ヘプタデカジエニル、シス、シス、シス−８、１１、１４−ヘプタデカトリエニル、シス−９−オクタデセニル、シス−１０−ノナデセニル、シス−１２−エイコセニルのような直鎖又は分枝状アルケニル基；シクロペンテニル、メチルシクロペンテニル、シクロヘキセニル、メチルシクロヘキセニル、ジメチルシクロヘキセニル、エチルシクロヘキセニル、ブチルシクロヘキセニル、シクロヘプテニル、シクロオクテニル、シクロデセニル、シクロドデセニル基のような分枝していてもよいシクロアルケニル基；シクロペンテニルメチル、シクロヘキセニルメチル、シクロヘキセニルエチル、シクロヘキセニルブチルのようなシクロアルケニルアルキル基を挙げることができ、好適には炭素数２乃至１８個の直鎖若しくは分枝状アルケニル基または炭素数５乃至８個のシクロアルケニルアルキル基である。
【００２８】
置換基群Ａ、Ｂ及びＣの「ハロゲン原子」としては、例えばフッ素、塩素、臭素またはヨウ素原子を挙げることができ、これらのうち好適にはフッ素または塩素原子である。
【００２９】
置換基群Ａ及びＢの「アミノ基」は炭素数１乃至１６個のアルキル基で置換されていてもよく、例えば無置換のアミノ、メチルアミノ、エチルアミノ、プロピルアミノ、ブチルアミノ、ヘキシルアミノ、オクチルアミノ、デシルアミノ、ドデシルアミノ、テトラデシルアミノ、ジメチルアミノ、ジエチルアミノ、ジプロピルアミノ、ジブチルアミノ基を挙げることができる。好適には炭素数１乃至６個のアルキル基で置換されていてもよいアミノ基であり、更に好適には炭素数１乃至３個のアルキル基で置換されていてもよいアミノ基であり、特に好適にはアミノまたはジメチルアミノ基である。
【００３０】
置換基群Ａの「炭素数１乃至１０個のアルキレンジオキシ基」としては、例えばメチレンジオキシ、１，１−エチレンジオキシ、１，２−エチレンジオキシ、１，１−プロピレンジオキシ、１，１−ブチレンジオキシ、１，１−ヘキシレンジオキシ、１，１−オクチレンジオキシ、１，１−デシレンジオキシ基を挙げることができ、好適には炭素数１乃至３個のアルキレンジオキシであり、最も好適にはメチレンジオキシ基である。
【００３１】
置換基群Ａ、Ｂ及びＣの「炭素数１乃至４個のアルコキシカルボニル基」としては、例えばメトキシカルボニル、エトキシカルボニル、プロピルオキシカルボニル、イソプロピルオキシカルボニル、ブチルオキシカルボニル、イソブチルオキシカルボニル、sec-ブチルオキシカルボニル、t-ブチルオキシカルボニル基等を挙げることができるが、好適にはメトキシ若しくはエトキシカルボニル基である。
【００３２】
置換基群Ａ及びＢの「炭素数７乃至１４のアラルキルオキシ基」としては、例えばベンジルオキシ、１−フェネチルオキシ、２−フェネチルオキシ、３−フェニルプロピルオキシ、２−フェニルプロピルオキシ、４−フェニルブチルオキシ、１−ナフチルメチルオキシ、２−（１−ナフチル）エチルオキシ、３−（１−ナフチル）プロピルオキシ、４−（１−ナフチル）ブチルオキシ、２−ナフチルメチルオキシ、２−（２−ナフチル）エチルオキシ、３−（２−ナフチル）プロピルオキシ、４−（２−ナフチル）ブチルオキシ基等を挙げることができ、好適には炭素数７乃至１０のフェニルアルキルオキシ基であり、更に好適にはベンジルオキシまたは２−フェネチルオキシ基である。
【００３３】
置換基群Ａ及びＢの「炭素数１乃至１６個のアルキル基（該アルキル基はハロゲン原子で置換されていても良い）」としては、例えばメチル、エチル、プロピル、イソプロピル、ブチル、イソブチル、ｓ−ブチル、t−ブチル、ペンチル、イソペンチル、２−メチルブチル、ネオペンチル、１−エチルプロピル、ヘキシル、イソヘキシル、４−メチルペンチル、３−メチルペンチル、２−メチルペンチル、１−メチルペンチル、３，３−ジメチルブチル、２，２−ジメチルブチル、１，１−ジメチルブチル、１，２−ジメチルブチル、１，３−ジメチルブチル、２，３−ジメチルブチル、２−エチルブチル、ヘプチル、１−メチルヘキシル、２−メチルヘキシル、３−メチルヘキシル、４−メチルヘキシル、５−メチルヘキシル、１−プロピルブチル、４，４−ジメチルペンチル、オクチル、１−メチルヘプチル、２−メチルヘプチル、３−メチルヘプチル、４−メチルヘプチル、５−メチルヘプチル、６−メチルヘプチル、１−プロピルペンチル、２−エチルヘキシル、５，５−ジメチルヘキシル、ノニル、３−メチルオクチル、４−メチルオクチル、５−メチルオクチル、６−メチルオクチル、１−プロピルヘキシル、２−エチルヘプチル、６，６−ジメチルヘプチル、デシル、１−メチルノニル、３−メチルノニル、８−メチルノニル、３−エチルオクチル、３，７−ジメチルオクチル、７，７−ジメチルオクチル、ウンデシル、４，８−ジメチルノニル、ドデシル、トリデシル、テトラデシル、ペンタデシル、３，７，１１−トリメチルドデシル、ヘキサデシル、４，８，１２−トリメチルトリデシル、１−メチルペンタデシル、１４−メチルペンタデシル、１３，１３−ジメチルテトラデシル、１５−メチルヘキサデシルのような直鎖若しくは分枝状のアルキル基；トリフルオロメチル、２−フルオロエチル、２，２，２−トリフルオロエチル、ペンタフルオロエチル、ヘプタフルオロプロピル、ノナフルオロブチル、ウンデカフルオロペンチル、トリデカフルオロヘキシル、３−フルオロプロピル、４−フルオロブチル、５−フルオロペンチル、６−フルオロヘキシル、クロロメチル、ジクロロメチル、２-クロロエチル、３-クロロプロピル、ブロモメチル、２-ブロモエチル基のようなハロゲン原子で置換された直鎖若しくは分枝状のアルキル基を挙げることができ、好適には炭素数１乃至１６個のアルキル基（該アルキル基はフッ素又は塩素原子で置換されていてもよい）であり、更に好適には炭素数１乃至１６個のアルキル基（該アルキル基はフッ素原子で置換されていてもよい）である。
【００３４】
置換基群Ａ及びＢの「炭素数１乃至１６個のアルケニル基」としては、例えばエテニル、１−プロペニル、２−プロペニル、１−メチル−２−プロペニル、１−メチル−１−プロペニル、２−メチル−１−プロペニル、２−メチル−２−プロペニル、２−エチル−２−プロペニル、１−ブテニル、２−ブテニル、１−メチル−２−ブテニル、１−メチル−１−ブテニル、３−メチル−２−ブテニル、１−エチル−２−ブテニル、３−ブテニル、１−メチル−３−ブテニル、２−メチル−３−ブテニル、１−エチル−３−ブテニル、１−ペンテニル、２−ペンテニル、１−メチル−２−ペンテニル、２−メチル−２−ペンテニル、３−ペンテニル、１−メチル−３−ペンテニル、２−メチル−３−ペンテニル、４−ペンテニル、１−メチル−４−ペンテニル、２−メチル−４−ペンテニル、１−ヘキセニル、２−ヘキセニル、３−ヘキセニル、４−ヘキセニル、５−ヘキセニル、ヘプテニル、オクテニル、デセニル、ドデセニル、テトラデセニル、ヘキサデセニルのような直鎖又は分枝状アルケニル基を挙げることができ、好適には炭素数２乃至１０個のアルケニル基である。
【００３５】
置換基群Ａ、Ｂ及びＣの「炭素数１乃至１６個のアルコキシ基（該アルコキシ基はハロゲン原子で置換されていても良い）」としては、例えばメトキシ、エトキシ、プロピルオキシ、イソプロピルオキシ、ブチルオキシ、イソブチルオキシ、ｓ−ブチルオキシ、t−ブチルオキシ、ペンチルオキシ、イソペンチルオキシ、２−メチルブチルオキシ、ネオペンチルオキシ、１−エチルプロピルオキシ、ヘキシルオキシ、イソヘキシルオキシ、４−メチルペンチルオキシ、３−メチルペンチルオキシ、２−メチルペンチルオキシ、１−メチルペンチルオキシ、３，３−ジメチルブチルオキシ、２，２−ジメチルブチルオキシ、１，１−ジメチルブチルオキシ、１，２−ジメチルブチルオキシ、１，３−ジメチルブチルオキシ、２，３−ジメチルブチルオキシ、２−エチルブチルオキシ、ヘプチルオキシ、１−メチルヘキシルオキシ、２−メチルヘキシルオキシ、３−メチルヘキシルオキシ、４−メチルヘキシルオキシ、５−メチルヘキシルオキシ、１−プロピルブチルオキシ、４，４−ジメチルペンチルオキシ、オクチルオキシ、１−メチルヘプチルオキシ、２−メチルヘプチルオキシ、３−メチルヘプチルオキシ、４−メチルヘプチルオキシ、５−メチルヘプチルオキシ、６−メチルヘプチルオキシ、１−プロピルペンチルオキシ、２−エチルヘキシルオキシ、５，５−ジメチルヘキシルオキシ、ノニルオキシ、３−メチルオクチルオキシ、４−メチルオクチルオキシ、５−メチルオクチルオキシ、６−メチルオクチルオキシ、１−プロピルヘキシルオキシ、２−エチルヘプチルオキシ、６，６−ジメチルヘプチルオキシ、デシルオキシ、１−メチルノニルオキシ、３−メチルノニルオキシ、８−メチルノニルオキシ、３−エチルオクチルオキシ、３，７−ジメチルオクチルオキシ、７，７−ジメチルオクチルオキシ、ウンデシルオキシ、４，８−ジメチルノニルオキシ、ドデシルオキシ、トリデシルオキシ、テトラデシルオキシ、ペンタデシルオキシ、３，７，１１−トリメチルドデシルオキシ、ヘキサデシルオキシ、４，８，１２−トリメチルトリデシルオキシ、１−メチルペンタデシルオキシ、１４−メチルペンタデシルオキシ、１３，１３−ジメチルテトラデシルオキシ、１５−メチルヘキサデシルオキシのような直鎖若しくは分枝状のアルコキシ基；トリフルオロメチルオキシ、２−フルオロエチルオキシ、２，２，２−トリフルオロエチルオキシ、ペンタフルオロエチルオキシ、１，１，２，２−テトラフルオロエチルオキシ、ヘプタフルオロプロピルオキシ、ノナフルオロブチルオキシ、ウンデカフルオロペンチルオキシ、トリデカフルオロヘキシルオキシ、３−フルオロプロピルオキシ、４−フルオロブチルオキシ、５−フルオロペンチルオキシ、６−フルオロヘキシルオキシ、ペンタフルオロエチルメチルオキシ、ヘプタフルオロプロピルメチルオキシ、２−（ノナフルオロブチル）エチルオキシ、２−（トリデカフルオロヘキシル）エチルオキシ、２−（ヘプタデカフルオロオクチル）エチルオキシ、クロロメチルオキシ、ジクロロメチルオキシ、２-クロロエチルオキシ、３-クロロプロピルオキシ、ブロモメチルオキシ、２-ブロモエチルオキシ基のようなハロゲン原子で置換された直鎖若しくは分枝状のアルコキシ基を挙げることができ、好適には炭素数１乃至１６個のアルコキシ基（該アルコキシ基はフッ素又は塩素原子で置換されていてもよい）であり、更に好適には炭素数１乃至１６個のアルコキシ基（該アルコキシ基はフッ素原子で置換されていてもよい）である。
【００３６】
置換基群Ａ、Ｂ及びＣの「炭素数１乃至１６個のアルキルチオ基（該アルキルチオ基はハロゲン原子で置換されていても良い）」としては、例えばメチルチオ、エチルチオ、プロピルチオ、イソプロピルチオ、ブチルチオ、イソブチルチオ、ｓ−ブチルチオ、t−ブチルチオ、ペンチルチオ、イソペンチルチオ、２−メチルブチルチオ、ネオペンチルチオ、１−エチルプロピルチオ、ヘキシルチオ、イソヘキシルチオ、４−メチルペンチルチオ、３−メチルペンチルチオ、２−メチルペンチルチオ、１−メチルペンチルチオ、３，３−ジメチルブチルチオ、２，２−ジメチルブチルチオ、１，１−ジメチルブチルチオ、１，２−ジメチルブチルチオ、１，３−ジメチルブチルチオ、２，３−ジメチルブチルチオ、２−エチルブチルチオ、ヘプチルチオ、１−メチルヘキシルチオ、２−メチルヘキシルチオ、３−メチルヘキシルチオ、４−メチルヘキシルチオ、５−メチルヘキシルチオ、１−プロピルブチルチオ、４，４−ジメチルペンチルチオ、オクチルチオ、１−メチルヘプチルチオ、２−メチルヘプチルチオ、３−メチルヘプチルチオ、４−メチルヘプチルチオ、５−メチルヘプチルチオ、６−メチルヘプチルチオ、１−プロピルペンチルチオ、２−エチルヘキシルチオ、５，５−ジメチルヘキシルチオ、ノニルチオ、３−メチルオクチルチオ、４−メチルオクチルチオ、５−メチルオクチルチオ、６−メチルオクチルチオ、１−プロピルヘキシルチオ、２−エチルヘプチルチオ、６，６−ジメチルヘプチルチオ、デシルチオ、１−メチルノニルチオ、３−メチルノニルチオ、８−メチルノニルチオ、３−エチルオクチルチオ、３，７−ジメチルオクチルチオ、７，７−ジメチルオクチルチオ、ウンデシルチオ、４，８−ジメチルノニルチオ、ドデシルチオ、トリデシルチオ、テトラデシルチオ、ペンタデシルチオ、３，７，１１−トリメチルドデシルチオ、ヘキサデシルチオ、４，８，１２−トリメチルトリデシルチオ、１−メチルペンタデシルチオ、１４−メチルペンタデシルチオ、１３，１３−ジメチルテトラデシルチオ、１５−メチルヘキサデシルチオのような直鎖若しくは分枝状のアルキルチオ基；トリフルオロメチルチオ、２−フルオロエチルチオ、２，２，２−トリフルオロエチルチオ、ペンタフルオロエチルチオ、１，１，２，２−テトラフルオロエチルチオ、ヘプタフルオロプロピルチオ、ノナフルオロブチルチオ、ウンデカフルオロペンチルチオ、トリデカフルオロヘキシルチオ、３−フルオロプロピルチオ、４−フルオロブチルチオ、５−フルオロペンチルチオ、６−フルオロヘキシルチオ、ペンタフルオロエチルメチルチオ、ヘプタフルオロプロピルメチルチオ、２−（ノナフルオロブチル）エチルチオ、２−（トリデカフルオロヘキシル）エチルチオ、２−（ヘプタデカフルオロオクチル）エチルチオ、クロロメチルチオ、ジクロロメチルチオ、２-クロロエチルチオ、３-クロロプロピルチオ、ブロモメチルチオ、２-ブロモエチルチオ基のようなハロゲン原子で置換された直鎖若しくは分枝状のアルキルチオ基を挙げることができ、好適には炭素数１乃至１６個のアルキルチオ基（該アルキルチオ基はフッ素又は塩素原子で置換されていてもよい）であり、更に好適には炭素数１乃至１６個のアルキルチオ基（該アルキルチオ基はフッ素原子で置換されていてもよい）である。
【００３７】
置換基群Ａの「炭素数６乃至１０個のアリールアゾ基」としては、例えばフェニルアゾ、１−ナフチルアゾ、２−ナフチルアゾ基等を挙げることができ、好適にはフェニルアゾ基である。
【００３８】
置換基群Ａの「窒素原子、硫黄原子又は酸素原子を１乃至４個含む複素環基」は、前述と同意義であり、好適には窒素原子、硫黄原子又は酸素原子を１乃至３個含む５又は６員複素環基である。
【００３９】
置換基群Ａは、好適にはハロゲン原子、水酸基、アミノ基（該アミノ基は炭素数１乃至６個のアルキル基で置換されていてもよい）、ニトロ基、シアノ基、カルボキシル基、炭素数１乃至４個のアルコキシカルボニル基、カルバモイル基、炭素数１乃至４個のアルキレンジオキシ基、ベンジルオキシ基、炭素数１乃至１６個のアルキル基（該アルキル基はフッ素または塩素原子で置換されていても良い）、炭素数２乃至１６個のアルケニル基、炭素数１乃至１６個のアルコキシ基（該アルコキシ基はフッ素又は塩素原子で置換されていても良い）、炭素数１乃至１６個のアルキルチオ基（該アルキルチオ基はフッ素又は塩素原子で置換されていても良い）、フェニルアゾ基、及び、窒素原子、硫黄原子又は酸素原子を１乃至３個含む５又は６員複素環基からなる置換基群Ａ１であり、
更に好適にはフッ素若しくは塩素原子、水酸基、アミノ基（該アミノ基は炭素数１乃至３個のアルキル基で置換されていてもよい）、ニトロ基、シアノ基、カルボキシル基、炭素数１乃至４個のアルコキシカルボニル基、カルバモイル基、炭素数１乃至４個のアルキレンジオキシ基、ベンジルオキシ基、炭素数１乃至１６個のアルキル基（該アルキル基はフッ素原子で置換されていても良い）、炭素数２乃至１６個のアルケニル基、炭素数１乃至１６個のアルコキシ基（該アルコキシ基はフッ素原子で置換されていても良い）、炭素数１乃至１６個のアルキルチオ基（該アルキルチオ基はフッ素原子で置換されていても良い）、フェニルアゾ基、及び、窒素原子、硫黄原子又は酸素原子を１乃至３個含む５又は６員複素環基からなる置換基群Ａ２である。
【００４０】
置換基群Ｂは、好適にはオキソ基、チオキソ基、イミノ基、ハロゲン原子、水酸基、アミノ基（該アミノ基は炭素数１乃至６個のアルキル基で置換されていてもよい）、ニトロ基、シアノ基、カルボキシル基、炭素数１乃至４個のアルコキシカルボニル基、カルバモイル基、ベンジルオキシ基、炭素数１乃至１６個のアルキル基（該アルキル基はフッ素又は塩素原子で置換されていても良い）、炭素数２乃至１６個のアルケニル基、炭素数１乃至１６個のアルコキシ基（該アルコキシ基はフッ素又は塩素原子で置換されていても良い）、及び、炭素数１乃至１６個のアルキルチオ基（該アルキルチオ基はフッ素又は塩素原子で置換されていても良い）からなる置換基群Ｂ１であり、
更に好適にはオキソ基、チオキソ基、イミノ基、ハロゲン原子、水酸基、アミノ基（該アミノ基は炭素数１乃至３個のアルキル基で置換されていてもよい）、ニトロ基、シアノ基、カルボキシル基、炭素数１乃至４個のアルコキシカルボニル基、カルバモイル基、ベンジルオキシ基、炭素数１乃至１６個のアルキル基（該アルキル基はフッ素原子で置換されていても良い）、炭素数２乃至１６個のアルケニル基、炭素数１乃至１６個のアルコキシ基（該アルコキシ基はフッ素原子で置換されていても良い）、及び、炭素数１乃至１６個のアルキルチオ基（該アルキルチオ基はフッ素原子で置換されていても良い）からなる置換基群Ｂ２である。
【００４１】
置換基群Ｃは、好適にはフッ素若しくは塩素原子、水酸基、アミノ基、ニトロ基、シアノ基、カルボキシル基、炭素数１乃至４個のアルコキシカルボニル基、カルバモイル基、炭素数１乃至１６個のアルコキシ基（該アルコキシ基はフッ素若しくは塩素原子で置換されていても良い）、及び、炭素数１乃至１６個のアルキルチオ基（該アルキルチオ基はフッ素若しくは塩素原子で置換されていても良い）からなる置換基群Ｃ１であり、
更に好適にはフッ素原子、水酸基、アミノ基、ニトロ基、シアノ基、カルボキシル基、炭素数１乃至４個のアルコキシカルボニル基、カルバモイル基、炭素数１乃至１６個のアルコキシ基（該アルコキシ基はフッ素原子で置換されていても良い）、及び、炭素数１乃至１６個のアルキルチオ基（該アルキルチオ基はフッ素原子で置換されていても良い）からなる置換基群Ｃ２である。
【００４２】
式（ａ）で表される基において、ｍは好適には０であり、ｎは好適には１乃至１２の整数であり、更に好適には４乃至８の整数である。
【００４３】
Ｒ1の「（２）置換基を有していてもよい炭素数６乃至１０個のアリール基（該置換基は置換基群Ａから選択される基を示す）」としては、例えばフェニル基、４−メチルフェニル基、４−エチルフェニル基、４−プロピルフェニル基、４−イソプロピルフェニル基、４−ブチルフェニル基、４−ｓ−ブチルフェニル基、４−ペンチルフェニル基、４−ヘキシルフェニル基、４−ヘプチルフェニル基、４−オクチルフェニル基、４−デシルフェニル基、３−メチルフェニル基、３−エチルフェニル基、３−イソプロピルフェニル基、２−エチルフェニル基、２−プロピルフェニル基、２−イソプロピルフェニル基、２−ブチルフェニル基、４−ビニルフェニル基、４−トリフルオロメチルフェニル基、2,4−ジメチルフェニル基、3,4−ジメチルフェニル基、3,5−ジメチルフェニル基、2,4,6−トリメチルフェニル基、２−メトキシフェニル基、２−エトキシフェニル基、３−エトキシフェニル基、４−メトキシフェニル基、４−エトキシフェニル基、３−イソプロピルオキシフェニル基、４−イソプロピルオキシフェニル基、４−ブトキシフェニル基、４−ペンチルオキシフェニル基、４−ヘキシルオキシフェニル基、３−ベンジルオキシフェニル基、２−メチル−４−メトキシフェニル基、３−フェノキシフェニル基、3,4−メチレンジオキシフェニル基、3,5−ジメトキシフェニル基、3,4,5−トリメトキシフェニル基、２−フルオロフェニル基、３−フルオロフェニル基、４−フルオロフェニル基、４−クロロフェニル基、４−ブロモフェニル基、４−ヨードフェニル基、３−クロロフェニル基、３−ヨードフェニル基、2,3−ジフルオロフェニル基、2,4−ジフルオロフェニル基、2,5−ジフルオロフェニル基、2,6−ジフルオロフェニル基、3,4−ジフルオロフェニル基、3,5−ジフルオロフェニル基、2,3,4−トリフルオロフェニル基、2,3,6−トリフルオロフェニル基、2,4,6−トリフルオロフェニル基、2,4,5−トリフルオロフェニル基、３−クロロ−４−フルオロフェニル基、３−トリフルオロメチル−４−フルオロフェニル基、３−トリフルオロメトキシフェニル基、４−トリフルオロメトキシフェニル基、４−メチルチオフェニル基、４−トリフルオロメチルチオフェニル基、３−メチルチオフェニル基、３−フルオロ−４−メチルフェニル基、３−クロロ−４−メチルフェニル基、３−メチル−４−ブロモフェニル基、３−ニトロ−４−フルオロフェニル基、３−ニトロ−４−クロロフェニル基、４−（ペンタフルオロエチルメチルオキシ）フェニル基、４−（ヘプタフルオロプロピルメチルオキシ）フェニル基、４−｛２−（ノナフルオロブチル）エチルオキシ｝フェニル基、４−｛２−（トリデカフルオロヘキシル）エチルオキシ｝フェニル基、４−｛２−（ヘプタデカフルオロオクチル）エチルオキシ｝フェニル基、４−（２−フルオロエチル）フェニル基、４−（３−フルオロプロピル）フェニル基、４−（４−フルオロブチル）フェニル基、４−（５−フルオロペンチル）フェニル基、２−ニトロフェニル基、３−ニトロフェニル基、４−ニトロフェニル基、２−ヒドロキシフェニル基、３−ヒドロキシフェニル基、４−ヒドロキシフェニル基、３−シアノフェニル基、４−モルホリノフェニル基、４−フェニルアゾフェニル基、ナフタレン−１−イル基、ナフタレン−２−イル基、３−アミノフェニル基、４−ジメチルアミノ基等を挙げることができ、
好適にはフェニル基、４−メチルフェニル基、４−エチルフェニル基、４−プロピルフェニル基、４−イソプロピルフェニル基、４−ブチルフェニル基、４−ｓ−ブチルフェニル基、４−ペンチルフェニル基、４−ヘキシルフェニル基、４−ヘプチルフェニル基、４−オクチルフェニル基、４−デシルフェニル基、３−メチルフェニル基、３−エチルフェニル基、３−イソプロピルフェニル基、４−ビニルフェニル基、４−トリフルオロメチルフェニル基、3,4−ジメチルフェニル基、3,5−ジメチルフェニル基、３−エトキシフェニル基、４−メトキシフェニル基、４−エトキシフェニル基、３−イソプロピルオキシフェニル基、４−イソプロピルオキシフェニル基、４−ブトキシフェニル基、４−ペンチルオキシフェニル基、４−ヘキシルオキシフェニル基、３−ベンジルオキシフェニル基、３−フェノキシフェニル基、3,4−メチレンジオキシフェニル基、3,5−ジメトキシフェニル基、3,4,5−トリメトキシフェニル基、３−フルオロフェニル基、４−フルオロフェニル基、４−クロロフェニル基、４−ブロモフェニル基、４−ヨードフェニル基、３−クロロフェニル基、３−ヨードフェニル基、3,4−ジフルオロフェニル基、3,5−ジフルオロフェニル基、３−クロロ−４−フルオロフェニル基、３−トリフルオロメチル−４−フルオロフェニル基、３−トリフルオロメトキシフェニル基、４−トリフルオロメトキシフェニル基、４−メチルチオフェニル基、４−トリフルオロメチルチオフェニル基、３−メチルチオフェニル基、３−フルオロ−４−メチルフェニル基、３−クロロ−４−メチルフェニル基、３−メチル−４−ブロモフェニル基、３−ニトロ−４−フルオロフェニル基、３−ニトロ−４−クロロフェニル基、４−（ペンタフルオロエチルメチルオキシ）フェニル基、４−（ヘプタフルオロプロピルメチルオキシ）フェニル基、４−｛２−（ノナフルオロブチル）エチルオキシ｝フェニル基、４−｛２−（トリデカフルオロヘキシル）エチルオキシ｝フェニル基、４−｛２−（ヘプタデカフルオロオクチル）エチルオキシ｝フェニル基、４−（２−フルオロエチル）フェニル基、４−（３−フルオロプロピル）フェニル基、４−（４−フルオロブチル）フェニル基、４−（５−フルオロペンチル）フェニル基、３−ニトロフェニル基、４−ニトロフェニル基、２−ヒドロキシフェニル基、３−ヒドロキシフェニル基、４−ヒドロキシフェニル基、３−シアノフェニル基、４−モルホリノフェニル基または４−フェニルアゾフェニル基であり、
更に好適にはフェニル基、４−エチルフェニル基、４−プロピルフェニル基、４−ブチルフェニル基、４−ペンチルフェニル基、４−ヘキシルフェニル基、３−メチルフェニル基、３−エチルフェニル基、３−イソプロピルフェニル基、４−トリフルオロメチルフェニル基、４−ブトキシフェニル基、４−ペンチルオキシフェニル基、４−ヘキシルオキシフェニル基、3,5−ジメトキシフェニル基、3,4,5−トリメトキシフェニル基、３−フルオロフェニル基、４−フルオロフェニル基、４−クロロフェニル基、３−クロロフェニル基、３−ヨードフェニル基、3,4−ジフルオロフェニル基、3,5−ジフルオロフェニル基、３−クロロ−４−フルオロフェニル基、３−トリフルオロメチル−４−フルオロフェニル基、３−トリフルオロメトキシフェニル基、４−トリフルオロメトキシフェニル基、４−メチルチオフェニル基、４−トリフルオロメチルチオフェニル基、３−メチルチオフェニル基、３−フルオロ−４−メチルフェニル基、３−クロロ−４−メチルフェニル基、４−（ペンタフルオロエチルメチルオキシ）フェニル基、４−（ヘプタフルオロプロピルメチルオキシ）フェニル基、４−｛２−（ノナフルオロブチル）エチルオキシ｝フェニル基、４−（２−フルオロエチル）フェニル基、４−（３−フルオロプロピル）フェニル基、４−（４−フルオロブチル）フェニル基、４−（５−フルオロペンチル）フェニル基、３−メチル−４−ブロモフェニル基、３−ニトロ−４−フルオロフェニル基である。
【００４４】
Ｒ1の「（３）置換基を有していてもよい、窒素原子、硫黄原子又は酸素原子を１乃至４個含む複素環基（該複素環基は置換基群Ｂから選択される置換基を有していてもよい）」としては、例えば２−ピリジル基、3,5−ジクロロ−２−ピリジル基、３−ベンジルオキシ−２−ピリジル基、３−メチル−２−ピリジル基、４−メチル−２−ピリジル基、５−クロロ−２−ピリジル基、３−ピリジル基、２−クロロ−３−ピリジル基、６−メトキシ−３−ピリジル基、４−ピリジル基、2,3,5,6−テトラフルオロ−４−ピリジル基、３−キノリル基、２−チオフェニル基、３−メトキシカルボニル−５−アセチル−２−チオフェニル基、３−チオフェニル基、２−メトキシカルボニル−３−チオフェニル基、２−アセチル−３−チオフェニル基、２−カルバモイル−３−チオフェニル基、２−フラニル基、５−メトキシカルボニル−２−フラニル基、２−チアゾリル基、５−ニトロ−２−チアゾリル基、４−メチル−２−チアゾリル基等を挙げることができ、
好適には２−ピリジル基、３−ベンジルオキシ−２−ピリジル基、４−メチル−２−ピリジル基、５−クロロ−２−ピリジル基、３−ピリジル基、６−メトキシ−３−ピリジル基、４−ピリジル基、2,3,5,6−テトラフルオロ−４−ピリジル基、２−チオフェニル基、３−チオフェニル基、２−フラニル基、５−メトキシカルボニル−２−フラニル基、２−チアゾリル基、５−ニトロ−２−チアゾリル基または４−メチル−２−チアゾリル基である。
【００４５】
Ｒ1の「（４）置換基を有していてもよい炭素数６乃至１０個のアリール基を同一又は異なって１乃至３個有する炭素数１乃至１４個のアルキル基（該アリール部分の置換基は置換基群Ａから選択される基である）」としては、例えばベンジル基、２−メチルベンジル基、４−メチルベンジル基、４−フルオロベンジル基、２−メトキシベンジル基、４−メトキシベンジル基、3,4,5−トリメトキシベンジル基、3,4−メチレンジオキシベンジル基、１−フェニルエチル基、２−ナフチル基、２−フェニルエチル基、２−（４−メチルフェニル）エチル基、２−（２−メトキシフェニル）エチル基、２−（３−メトキシフェニル）エチル基、２−（４−メトキシフェニル）エチル基、２−（3,4−ジメトキシフェニル）エチル基、２−（４−フルオロフェニル）エチル基、２−（２−クロロフェニル）エチル基、２−（３−クロロフェニル）エチル基、２−（４−クロロフェニル）エチル基、２−（2,4−ジクロロフェニル）エチル基、２−（４−ヒドロキシフェニル）エチル基、2,2−ジフェニルエチル基、３−フェニルプロピル基、６−フェニルヘキシル基、１０−フェニルデシル基、３−（４−ヘキシルオキシフェニル）プロピル基等を挙げることができ、
好適にはベンジル基、２−メチルベンジル基、４−メチルベンジル基、４−フルオロベンジル基、２−メトキシベンジル基、２−ナフチル基、２−フェニルエチル基、２−（４−メチルフェニル）エチル基、２−（４−メトキシフェニル）エチル基、２−（3,4−ジメトキシフェニル）エチル基、２−（４−フルオロフェニル）エチル基、２−（２−クロロフェニル）エチル基、２−（３−クロロフェニル）エチル基、２−（４−クロロフェニル）エチル基、２−（2,4−ジクロロフェニル）エチル基、３−フェニルプロピル基または６−フェニルヘキシル基である。
【００４６】
Ｒ1の「（５）置換基を有していてもよい、窒素原子、硫黄原子又は酸素原子を１乃至４個含む複素環基を同一又は異なって１乃至３個有する炭素数１乃至１４個のアルキル基（該複素環部分の置換基は、置換基群Ｂから選択される基を示す）」としては、例えば２−フリルメチル基、（３−メチル−２−フリル）メチル基、３−フリルメチル基、２−チオフェニルメチル基、２−ピリジルメチル基、４−フルオロ−２−ピリジルメチル基、２−（２−フリル）エチル基、２−（３−メチル−２−フリル）エチル基、２−モルホリノエチル基、３−（１−イミダゾリル）プロピル基、２−キノリルメチル基、3,3−（３−ピリジル）プロピル基等を挙げることができ、
好適には２−フリルメチル基、３−フリルメチル基、２−チオフェニルメチル基、２−ピリジルメチル基、４−フルオロ−２−ピリジルメチル基、３−（１−イミダゾリル）プロピル基または２−キノリルメチル基である。
【００４７】
Ｒ1の「（６）置換基を有していてもよい炭素数１乃至２２個のアルキル基（該置換基は、置換基群Ｃから選択される基を示す）」としては、例えばメチル基、エチル基、プロピル基、イソプロピル基、ブチル基、ｓ−ブチル基、t−ブチル基、ペンチル基、ヘキシル基、ヘプチル基、オクチル基、ノニル基、デシル基、ウンデシル基、ドデシル基、トリデシル基、テトラデシル基、ペンタデシル基、ヘキサデシル基、オクタデシル基、イコシル基、ドコシル基、１−メチルヘプチル基、２−エチルヘキシル基、シクロヘキシル基、４−メチルシクロヘキシル基、４−t−ブチルシクロヘキシル基、シクロヘプチル基、シクロオクチル基、シクロドデシル基、シクロヘキシルメチル基、３−エトキシプロピル基、３−メチルチオプロピル基、2,2−ジメトキシエチル基、2,2−ジエトキシエチル基、２−ヒドロキシエチル基、２−アミノエチル基、４−ヒドロキシブチル基、５−ヒドロキシペンチル基、５−フルオロペンチル基、３−ニトロプロピル基、２−シアノエチル基等を挙げることができ、
好適にはプロピル基、イソプロピル基、ブチル基、ｓ−ブチル基、tert−ブチル基、ペンチル基、ヘキシル基、ヘプチル基、オクチル基、ノニル基、デシル基、ウンデシル基、ドデシル基、トリデシル基、シクロヘキシル基、４−メチルシクロヘキシル基、シクロヘプチル基、シクロオクチル基、シクロドデシル基、３−エトキシプロピル基または３−メチルチオプロピル基である。
【００４８】
Ｒ1の「（７）置換基を有していてもよい炭素数２乃至２２個のアルケニル基（該置換基は、上記の（２）若しくは（３）から選択される基または置換基群Ｃから選択される基を示す）」としては、例えばビニル基、アリル基、トランス−２−ヘキセン−１−イル基、シス−２−ヘキセン−１−イル基、トランス−２−ペンテン−１−イル基、トランス−2,4−ヘキサジエン−１−イル基、２−（１−シクロヘキセニル）エチル基、４−メチル−トランス−２−ヘキセン−１−イル基、６−クロロ−トランス−３−ヘキセン−１−イル基、６−ニトロ−トランス−３−ヘキセン−１−イル基、６−シアノ−トランス−３−ヘキセン−１−イル基等を挙げることができ、
好適にはトランス−２−ヘキセン−１−イル基、シス−２−ヘキセン−１−イル基、トランス−２−ペンテン−１−イル基、トランス−2,4−ヘキサジエン−１−イル基、４−メチル−トランス−２−ヘキセン−１−イル基、６−クロロ−トランス−３−ヘキセン−１−イル基である。
【００４９】
Ｒ1の「（８）式（ａ）で表される基［式中、ｎは１乃至２０の整数を示し、ｍは０または２を示す。］」としては、好適にはｍが０又は２でありｎが１乃至１２の整数である基であり、更に好適にはｍが０又は２でありｎが４乃至８の整数である基であり、最も好適にはｍが０でありｎが４乃至８の整数である基である。
Ｒ1は、好適には上記の「（２）置換基を有していてもよい炭素数６乃至１０個のアリール基」、「（４）置換基を有していてもよい炭素数６乃至１０個のアリール基を同一又は異なって１乃至３個有する炭素数１乃至１４個のアルキル基」、「（５）置換基を有していてもよい、窒素原子、硫黄原子又は酸素原子を１乃至４個含む複素環基を同一又は異なって１乃至３個有する炭素数１乃至１４個のアルキル基」、「（６）置換基を有していてもよい炭素数１乃至２２個のアルキル基」、「（７）置換基を有していてもよい炭素数２乃至２２個のアルケニル基」または「（８）式（ａ）で表される基」であり、
更に好適には「（２）置換基を有していてもよい炭素数６乃至１０個のアリール基」、「（６）置換基を有していてもよい炭素数１乃至２２個のアルキル基」、「（７）置換基を有していてもよい炭素数２乃至２２個のアルケニル基」または「（８）式（ａ）で表される基」であり、
より更に好適には「（２）置換基を有していてもよい炭素数６乃至１０個のアリール基」、「（６）置換基を有していてもよい炭素数１乃至２２個のアルキル基」または「（７）置換基を有していてもよい炭素数２乃至２２個のアルケニル基（該置換基は置換基群Ｃから選択される基である）」であり、
特に好適には「（２）置換基を有していてもよい炭素数６乃至１０個のアリール基」または「（６）置換基を有していてもよい炭素数１乃至２２個のアルキル基」であり、
最も好適には「（２）置換基を有していてもよい炭素数６乃至１０個のアリール基」である。
【００５０】
Ｒ2は、好適には「（１）水素原子」、「（６）置換基を有していてもよい炭素数１乃至２２個のアルキル基」または「（７）置換基を有していてもよい炭素数２乃至２２個のアルケニル基」であり、更に好適には水素原子、無置換の炭素数１乃至２２個のアルキル基または無置換の炭素数２乃至２２個のアルケニル基であり、より更に好適には水素原子、無置換の炭素数６乃至２０個のアルキル基または無置換の炭素数１０乃至２０個のアルケニル基であり、特に好適には水素原子または無置換の炭素数６乃至２０個のアルキル基であり、最も好適には水素原子である。
【００５１】
Ｒ3は、好適には水酸基である。
【００５２】
一般式（Ｉ）で表わされる化合物として、好適には以下の化合物である。
１．Ｘ1について：
（１−１） Ｘ1が式−Ｎ（Ｒ4）−で表わされる基である化合物。
（１−２） Ｘ1が式−Ｎ（Ｒ4）−で表わされる基（式中、Ｒ4は水素原子または炭素数１乃至３のアルキル基を示す）である化合物。
（１−３） Ｘ1が式−ＮＨ−で表わされる基である化合物。
２．Ｘ2について：
（２−１） Ｘ2が式−Ｎ（Ｒ5）−で表わされる基である化合物。
（２−２） Ｘ2が式−Ｎ（Ｒ5）−で表わされる基（式中、Ｒ5は水素原子または炭素数１乃至３のアルキル基を示す）である化合物。
（２−３） Ｘ2が式−ＮＨ−で表わされる基である化合物。
３．Ｒ1について：
（３−１）Ｒ1が、水素原子である化合物。
（３−２）Ｒ1が、置換基を有していてもよい炭素数６乃至１０個のアリール基（該置換基は置換基群Ａから選択される基を示す）である化合物。
（３−２−１） （３−２）において置換基が置換基群Ａ１から選択される基である化合物。
（３−２−２） （３−２）において置換基が置換基群Ａ２から選択される基である化合物。
（３−２−３） （３−２）においてアリール部分が置換基を有していてもよいフェニル、１−ナフチルまたは２−ナフチル基（該置換基は置換基群Ａから選択される基を示す）である化合物。
（３−２−４） （３−２）においてアリール部分が置換基を有していてもよいフェニル基（該置換基は置換基群Ａから選択される基を示す）である化合物。
（３−３）Ｒ1が、置換基を有していてもよい、窒素原子、硫黄原子又は酸素原子を１乃至４個含む複素環基（該置換基は置換基群Ｂから選択される基を示す）である化合物。
（３−３−１） （３−３）において置換基が置換基群Ｂ１から選択される基である化合物。
（３−３−２） （３−３）において置換基が置換基群Ｂ２から選択される基である化合物。
（３−３−３） （３−３）において複素環部分が置換基を有していてもよい、５若しくは６員芳香族複素環基またはベンゼン環と縮環した５若しくは６員芳香族複素環基（該置換基は置換基群Ｂから選択される基を示す）である化合物。
（３−４）Ｒ1が、置換基を有していてもよい炭素数６乃至１０個のアリール基を同一又は異なって１乃至３個有する炭素数１乃至１４個のアルキル基（該置換基は置換基群Ａから選択される基を示す）である化合物。
（３−４−１） （３−４）において置換基が置換基群Ａ１から選択される基である化合物。
（３−４−２） （３−４）において置換基が置換基群Ａ２から選択される基である化合物。
（３−４−３） （３−４）においてアリール部分が置換基を有していてもよいフェニル、１−ナフチルまたは２−ナフチル基（該置換基は置換基群Ａから選択される基を示す）である化合物。
（３−４−４） （３−４）においてアリール部分が置換基を有していてもよいフェニル基である化合物。
（３−４−５） （３−４）においてアルキル部分が炭素数１乃至８個のアルキル基である化合物。
（３−４−６） （３−４）においてアルキル部分が炭素数１乃至４個のアルキル基である化合物。
（３−４−７） （３−４）においてアルキル部分が炭素数１または２個のアルキル基である化合物。
（３−４−８） （３−４）においてアルキル部分が炭素数２個のアルキル基である化合物。
（３−５）Ｒ1が、置換基を有していてもよい、窒素原子、硫黄原子又は酸素原子を１乃至４個含む複素環基を同一又は異なって１乃至３個有する炭素数１乃至１４個のアルキル基（該置換基は置換基群Ｂから選択される基を示す）である化合物。
（３−５−１） （３−５）において置換基が置換基群Ｂ１から選択される基である化合物。
（３−５−２） （３−５）において置換基が置換基群Ｂ２から選択される基である化合物。
（３−５−３） （３−５）において複素環部分が置換基を有していてもよい、５又は６員芳香族複素環基またはベンゼン環と縮環した５若しくは６員芳香族複素環基（該置換基は置換基群Ｂから選択される基を示す）である化合物。
（３−５−４） （３−５）においてアルキル部分が炭素数１乃至８個のアルキル基である化合物。
（３−５−５） （３−５）においてアルキル部分が炭素数１乃至４個のアルキル基である化合物。
（３−５−６） （３−５）においてアルキル部分が炭素数１または２個のアルキル基である化合物。
（３−５−７） （３−５）においてアルキル部分が炭素数２個のアルキル基である化合物。
（３−６）Ｒ1が、置換基を有していてもよい炭素数１乃至２２個のアルキル基（該置換基は、置換基群Ｃから選択される基を示す）である化合物。
（３−６−１） （３−６）において置換基が置換基群Ｃ１から選択される基である化合物。
（３−６−２） （３−６）において置換基が置換基群Ｃ２から選択される基である化合物。
（３−６−３） （３−６）においてＲ1が置換基を有していてもよい炭素数１乃至１８個のアルキル基（該置換基は、置換基群Ｃから選択される基を示す）である化合物。
（３−７）Ｒ1が、置換基を有していてもよい炭素数２乃至２２個のアルケニル基（該置換基は、上記の（２）若しくは（３）から選択される基または置換基群Ｃから選択される基を示す）である化合物。
（３−７−１） （３−７）においてＲ1が置換基を有していてもよい炭素数２乃至２２個のアルケニル基（該置換基は置換基群Ｃから選択される基を示す）である化合物。
（３−７−２） （３−７）においてＲ1が無置換の炭素数２乃至２２個のアルケニル基である化合物。
（３−７−３） （３−７）においてＲ1が無置換の炭素数２乃至１８個のアルケニル基である化合物。
（３−８）Ｒ1が式（ａ）で表される化合物。
（３−８−１） （３−８）においてｍが０である化合物。
（３−８−２） （３−８）においてｎが１乃至１２の整数である化合物。
（３−８−３） （３−８）においてｎが４乃至８の整数である化合物。
（３−８−４） （３−８）においてｍが０又は２であり、ｎが４乃至８の整数である化合物。
（３−８−５） （３−８）においてｍが０であり、ｎが４乃至８の整数である化合物。
４．Ｒ2について：
（４−１）Ｒ2が、水素原子、置換基を有していてもよい炭素数１乃至２２個のアルキル基（該置換基は置換基群Ｃから選択される基である）または置換基を有していてもよい炭素数２乃至２２個のアルケニル基（該置換基は置換基群Ｃから選択される基である）である化合物。
（４−２）Ｒ2が、水素原子、無置換の炭素数１乃至２２個のアルキル基または無置換の炭素数２乃至２２個のアルケニル基である化合物。
（４−３）Ｒ2が、水素原子、無置換の炭素数６乃至２０個のアルキル基または無置換の炭素数１０乃至２０個のアルケニル基である化合物。
（４−４）Ｒ2が、水素原子または無置換の炭素数６乃至２０個のアルキル基である化合物。
（４−５）Ｒ2が、無置換の炭素数６乃至２０個のアルキル基である化合物。
（４−６）Ｒ2が、水素原子である化合物。
５．Ｒ3について：
（５−１）Ｒ3が、水素原子である化合物。
（５−２）Ｒ3が、水酸基である化合物。
６．Ｘ1、Ｘ2、Ｒ1、Ｒ2及びＲ3について、上記の好適な置換基を適宜組み合わせて得られる化合物は更に好適であり、例えば次のような組み合わせを挙げることができる。なお、採り得る組み合わせは例示するものに限定されない。
（６−１） Ｘ1が式−Ｎ（Ｒ4）−で表される基であり、Ｘ2が式−Ｎ（Ｒ5）−で表わされる基であり、Ｒ1が（２）置換基を有していてもよい炭素数６乃至１０個のアリール基（該置換基は置換基群Ａから選択される基を示す）、（４）置換基を有していてもよい炭素数６乃至１０個のアリール基を同一又は異なって１乃至３個有する炭素数１乃至１４個のアルキル基（該置換基は置換基群Ａから選択される基を示す）、（５）置換基を有していてもよい、窒素原子、硫黄原子又は酸素原子を１乃至４個含む複素環基を同一又は異なって１乃至３個有する炭素数１乃至１４個のアルキル基（該置換基は置換基群Ｂから選択される基を示す）、（６）置換基を有していてもよい炭素数１乃至２２個のアルキル基（該置換基は置換基群Ｃから選択される基を示す）、（７）置換基を有していてもよい炭素数２乃至２２個のアルケニル基（該置換基は、請求項１のＲ1の定義における（２）若しくは（３）から選択される基または置換基群Ｃから選択される基を示す）、または（８）式（ａ）で表される基であり、Ｒ2が水素原子または無置換の炭素数６乃至２０個のアルキル基であり、Ｒ3が水素原子または水酸基である化合物。
（６−２） Ｘ1及びＸ2が式−ＮＨ−で表わされる基であり、Ｒ1が（２）置換基を有していてもよい炭素数６乃至１０個のアリール基（該置換基は置換基群Ａから選択される基を示す）、（４）置換基を有していてもよい炭素数６乃至１０個のアリール基を同一又は異なって１乃至３個有する炭素数１乃至１４個のアルキル基（該置換基は置換基群Ａから選択される基を示す）、（５）置換基を有していてもよい、窒素原子、硫黄原子又は酸素原子を１乃至４個含む複素環基を同一又は異なって１乃至３個有する炭素数１乃至１４個のアルキル基（該置換基は置換基群Ｂから選択される基を示す）、（６）置換基を有していてもよい炭素数１乃至２２個のアルキル基（該置換基は置換基群Ｃから選択される基を示す）、（７）置換基を有していてもよい炭素数２乃至２２個のアルケニル基（該置換基は、請求項１のＲ1の定義における（２）若しくは（３）から選択される基または置換基群Ｃから選択される基を示す）、または（８）式（ａ）で表される基であり、Ｒ2が水素原子または無置換の炭素数６乃至２０個のアルキル基であり、Ｒ3が水素原子または水酸基である化合物。
（６−３） Ｘ1及びＸ2が式−ＮＨ−で表わされる基であり、Ｒ1が（２）置換基を有していてもよい炭素数６乃至１０個のアリール基（該置換基は置換基群Ａから選択される基を示す）、（６）置換基を有していてもよい炭素数１乃至２２個のアルキル基（該置換基は置換基群Ｃから選択される基を示す）、（７）置換基を有していてもよい炭素数２乃至２２個のアルケニル基（該置換基は、請求項１のＲ1の定義における（２）若しくは（３）から選択される基または置換基群Ｃから選択される基を示す）、または（８）式（ａ）で表される基であり、Ｒ2が水素原子または無置換の炭素数６乃至２０個のアルキル基であり、Ｒ3が水素原子又は水酸基である化合物。
（６−４） Ｘ1及びＸ2が式−ＮＨ−で表わされる基であり、Ｒ1が（２）置換基を有していてもよい炭素数６乃至１０個のアリール基（該置換基は置換基群Ａから選択される基を示す）または（６）置換基を有していてもよい炭素数１乃至２２個のアルキル基（該置換基は置換基群Ｃから選択される基を示す）であり、Ｒ2が水素原子または無置換の炭素数６乃至２０個のアルキル基であり、Ｒ3が水素原子又は水酸基である化合物。
（６−５） Ｘ1及びＸ2が式−ＮＨ−で表わされる基であり、Ｒ1が（２）置換基を有していてもよい炭素数６乃至１０個のアリール基（該置換基は置換基群Ａから選択される基を示す）であり、Ｒ2が水素原子または無置換の炭素数６乃至２０個のアルキル基であり、Ｒ3が水素原子または水酸基である化合物。
（６−６） Ｘ1及びＸ2が式−ＮＨ−で表わされる基であり、Ｒ1が置換基を有していてもよいフェニル基（該置換基は置換基群Ａから選択される基を示す）であり、Ｒ2が水素原子であり、Ｒ3が水酸基である化合物。
（６−７） Ｘ1及びＸ2が式−ＮＨ−で表わされる基であり、Ｒ1が置換基を有していてもよいフェニル基（該置換基は置換基群Ａから選択される基を示す）であり、Ｒ2が無置換の炭素数６乃至２０個のアルキル基であり、Ｒ3が水酸基である化合物。
（６−８） Ｘ1及びＸ2が式−ＮＨ−で表わされる基であり、Ｒ1が置換基を有していてもよいフェニル基（該置換基は置換基群Ａから選択される基を示す）であり、Ｒ2が水素原子であり、Ｒ3が水素原子である化合物。
一般式（Ｉ）で表わされる化合物の「薬理上許容されるエステル、エーテル若しくはＮ−アルキル誘導体」とは、著しい毒性を有さず、医薬として使用され得るエステル、エーテル若しくはＮ−アルキル誘導体をいう。
【００５３】
一般式（Ｉ）で表される化合物は分子内に複数個の水酸基を有するので、任意の水酸基を医薬として許容される著しい毒性を示さない基によって化学修飾することにより、薬理上許容されるエステルまたはエーテル誘導体に変換することができる。また、一般式（Ｉ）で表される化合物は分子内にウラシル残基を有するので、その３位窒素原子を医薬として許容される著しい毒性を示さない基によって化学修飾することにより、薬理上許容されるＮ−アルキル誘導体に変換することができる。
【００５４】
これら誘導体のうち好適なものは、薬理上許容されるエステル又はエーテル誘導体であり、更に好適には薬理上許容されるエステル誘導体である。。
【００５５】
薬理上許容されるエステル誘導体のエステル残基としては、例えば、
メチル、エチル、プロピル、イソプロピル、ブチル、イソブチル、ｓ−ブチル、tert−ブチル、ペンチル、イソペンチル、２−メチルブチル、ネオペンチル、１−エチルプロピル、ヘキシル、イソヘキシル、４−メチルペンチル、３−メチルペンチル、２−メチルペンチル、１−メチルペンチル、３，３−ジメチルブチル、２，２−ジメチルブチル、１，１−ジメチルブチル、１，２−ジメチルブチル、１，３−ジメチルブチル、２，３−ジメチルブチル、２−エチルブチル、ヘプチル、１−メチルヘキシル、２−メチルヘキシル、３−メチルヘキシル、４−メチルヘキシル、５−メチルヘキシル、１−プロピルブチル、４，４−ジメチルペンチル、オクチル、１−メチルヘプチル、２−メチルヘプチル、３−メチルヘプチル、４−メチルヘプチル、５−メチルヘプチル、６−メチルヘプチル、１−プロピルペンチル、２−エチルヘキシル、５，５−ジメチルヘキシル、ノニル、３−メチルオクチル、４−メチルオクチル、５−メチルオクチル、６−メチルオクチル、１−プロピルヘキシル、２−エチルヘプチル、６，６−ジメチルヘプチル、デシル、１−メチルノニル、３−メチルノニル、８−メチルノニル、３−エチルオクチル、３，７−ジメチルオクチル、７，７−ジメチルオクチル、ウンデシル、４，８−ジメチルノニル、ドデシル、トリデシル、テトラデシル、ペンタデシル、３，７，１１−トリメチルドデシル、ヘキサデシル、４，８，１２−トリメチルトリデシル、１−メチルペンタデシル、１４−メチルペンタデシル、１３，１３−ジメチルテトラデシル、ヘプタデシル、１５−メチルヘキサデシル、オクタデシル、１−メチルヘプタデシル、ノナデシル、アイコシル、３，７，１１，１５−テトラメチルヘキサデシル、ヘナイコシルのような炭素数１乃至２１個の直鎖状又は分枝状のアルキル基と結合したカルボニル基又はオキシカルボニル基；
エテニル、１−プロペニル、２−プロペニル、１−メチル−２−プロペニル、１−メチル−１−プロペニル、２−メチル−１−プロペニル、２−メチル−２−プロペニル、２−エチル−２−プロペニル、１−ブテニル、２−ブテニル、１−メチル−２−ブテニル、１−メチル−１−ブテニル、３−メチル−２−ブテニル、１−エチル−２−ブテニル、３−ブテニル、１−メチル−３−ブテニル、２−メチル−３−ブテニル、１−エチル−３−ブテニル、１−ペンテニル、２−ペンテニル、１−メチル−２−ペンテニル、２−メチル−２−ペンテニル、３−ペンテニル、１−メチル−３−ペンテニル、２−メチル−３−ペンテニル、４−ペンテニル、１−メチル−４−ペンテニル、２−メチル−４−ペンテニル、１−ヘキセニル、２−ヘキセニル、３−ヘキセニル、４−ヘキセニル、５−ヘキセニル、シス−８−ヘプタデセニル、シス、シス−８、１１−ヘプタデカジエニル、シス、シス、シス−８、１１、１４−ヘプタデカトリエニル、シス−１０−ノナデセニル、シス−１２−エイコセニル、エチニル、２−プロピニル、１−メチル−２−プロピニル、２−メチル−２−プロピニル、２−エチル−２−プロピニル、２−ブチニル、１−メチル−２−ブチニル、２−メチル−２−ブチニル、１−エチル−２−ブチニル、３−ブチニル、１−メチル−３−ブチニル、２−メチル−３−ブチニル、１−エチル−３−ブチニル、２−ペンチニル、１−メチル−２−ペンチニル、２−メチル−２−ペンチニル、３−ペンチニル、１−メチル−３−ペンチニル、２−メチル−３−ペンチニル、４−ペンチニル、１−メチル−４−ペンチニル、２−メチル−４−ペンチニル、２−ヘキシニル、３−ヘキシニル、４−ヘキシニル、５−ヘキシニルのような炭素数２乃至２１個の直鎖状又は分枝状の不飽和アルキル基と結合したカルボニル基又はオキシカルボニル基；
メトキシメチル、エトキシメチル、メトキシエチル、エトキシエチル、トリフルオロメチル、トリクロロメチル、ジフルオロメチル、ジクロロメチル、ジブロモメチル、フルオロメチル、２，２，２−トリフルオロエチル、２，２，２−トリクロロエチル、２−ブロモエチル、２−クロロエチル、２−フルオロエチル、２−ヨードエチル、３−クロロプロピル、４−フルオロブチル、６−ヨードヘキシル、２，２−ジブロモエチル、ニトロメチル、ジニトロメチル、１−ニトロエチル、２−ニトロエチル、１，２−ジニトロエチルのような炭素数１乃至４個のアルコキシ、ハロゲン（例えば、弗素、塩素、臭素、沃素、好適には、弗素又は塩素。以下同じ。）及びニトロからなる郡から選択された置換基で置換された炭素数１乃至２１個の直鎖状又は分枝状のアルキル基と結合したカルボニル基又はオキシカルボニル基；
ベンジル、α−ナフチルメチル、β−ナフチルメチル、インデニルメチル、フェナンスレニルメチル、アントラセニルメチル、ジフェニルメチル、トリフェニルメチル、１−フェネチル、２−フェネチル、１−ナフチルエチル、２−ナフチルエチル、１−フェニルプロピル、２−フェニルプロピル、３−フェニルプロピル、１−ナフチルプロピル、２−ナフチルプロピル、３−ナフチルプロピル、１−フェニルブチル、２−フェニルブチル、３−フェニルブチル、４−フェニルブチル、１−ナフチルブチル、２−ナフチルブチル、３−ナフチルブチル、４−ナフチルブチル、１−フェニルペンチル、２−フェニルペンチル、３−フェニルペンチル、４−フェニルペンチル、５−フェニルペンチル、１−ナフチルペンチル、２−ナフチルペンチル、３−ナフチルペンチル、４−ナフチルペンチル、５−ナフチルペンチル、１−フェニルヘキシル、２−フェニルヘキシル、３−フェニルヘキシル、４−フェニルヘキシル、５−フェニルヘキシル、６−フェニルヘキシル、１−ナフチルヘキシル、２−ナフチルヘキシル、３−ナフチルヘキシル、４−ナフチルヘキシル、５−ナフチルヘキシル、６−ナフチルヘキシルのような炭素数１乃至４個のアルキル、炭素数１乃至４個のアルコキシ、ハロゲン及びニトロからなる群から選択された置換基で置換されてもよい（炭素数６乃至１０個のアリール）−（炭素数１乃至２１個のアルキル基）と結合したカルボニル基又はオキシカルボニル基；
フェニル、ナフチル、２−フルオロフェニル、３−フルオロフェニル、４−フルオロフェニル、２−クロロフェニル、３−クロロフェニル、４−クロロフェニル、２−ブロモフェニル、３−ブロモフェニル、４−ブロモフェニル、３，５−ジフルオロフェニル、２，５−ジフルオロフェニル、２，６−ジフルオロフェニル、２，４−ジフルオロフェニル、３，５−ジブロモフェニル、２，５−ジブロモフェニル、２，６−ジクロロフェニル、２，４−ジクロロフェニル、２，３，６−トリフルオロフェニル、２，３，４−トリフルオロフェニル、３，４，５−トリフルオロフェニル、２，５，６−トリフルオロフェニル、２，４，６−トリフルオロフェニル、２，３，６−トリブロモフェニル、２，３，４−トリブロモフェニル、３，４，５−トリブロモフェニル、２，５，６−トリクロロフェニル、２，４，６−トリクロロフェニル、１−フルオロ−２−ナフチル、２−フルオロ−１−ナフチル、３−フルオロ−１−ナフチル、１−クロロ−２−ナフチル、２−クロロ−１−ナフチル、３−ブロモ−１−ナフチル、３，８−ジフルオロ−１−ナフチル、２，３−ジフルオロ−１−ナフチル、４，８−ジフルオロ−１−ナフチル、５，６−ジフルオロ−１−ナフチル、３，８−ジクロロ−１−ナフチル、２，３−ジクロロ−１−ナフチル、４，８−ジブロモ−１−ナフチル、５，６−ジブロモ−１−ナフチル、２，３，６−トリフルオロ−１−ナフチル、２，３，４−トリフルオロ−１−ナフチル、３，４，５−トリフルオロ−１−ナフチル、４，５，６−トリフルオロ−１−ナフチル、２，４，８−トリフルオロ−１−ナフチル、２−メチルフェニル、３−メチルフェニル、４−メチルフェニル、２−エチルフェニル、３−プロピルフェニル、４−エチルフェニル、２−ブチルフェニル、３−ペンチルフェニル、４−ペンチルフェニル、３，５−ジメチルフェニル、２，５−ジメチルフェニル、２，６−ジメチルフェニル、２，４−ジメチルフェニル、３，５−ジブチルフェニル、２，５−ジペンチルフェニル、２，６−ジプロピルメチルフェニル、２，４−ジプロピルフェニル、２，３，６−トリメチルフェニル、２，３，４−トリメチルフェニル、３，４，５−トリメチルフェニル、２，５，６−トリメチルフェニル、２，４，６−トリメチルフェニル、２，３，６−トリブチルフェニル、２，３，４−トリペンチルフェニル、３，４，５−トリブチルフェニル、２，５，６−トリプロピルメチルフェニル、２，４，６−トリプロピルフェニル、１−メチル−２−ナフチル、２−メチル−１−ナフチル、３−メチル−１−ナフチル、１−エチル−２−ナフチル、２−プロピル−１−ナフチル、３−ブチル−１−ナフチル、３，８−ジメチル−１−ナフチル、２，３−ジメチル−１−ナフチル、４，８−ジメチル−１−ナフチル、５，６−ジメチル−１−ナフチル、３，８−ジエチル−１−ナフチル、２，３−ジプロピル−１−ナフチル、４，８−ジペンチル−１−ナフチル、５，６−ジブチル−１−ナフチル、２，３，６−トリメチル−１−ナフチル、２，３，４−トリメチル−１−ナフチル、３，４，５−トリメチル−１−ナフチル、４，５，６−トリメチル−１−ナフチル、２，４，８−トリメチル−１−ナフチル、２−メトキシフェニル、３−メトキシフェニル、４−メトキシフェニル、２−エトキシフェニル、３−プロポキシフェニル、４−エトキシフェニル、２−ブトキシフェニル、３−ペントキシフェニル、４−ペントキシフェニル、３，５−ジメトキシフェニル、２，５−ジメトキシフェニル、２，６−ジメトキシフェニル、２，４−ジメトキシフェニル、３，５−ジブトキシフェニル、２，５−ジペントキシフェニル、２，６−ジプロポキシメトキシフェニル、２，４−ジプロポキシフェニル、２，３，６−トリメトキシフェニル、２，３，４−トリメトキシフェニル、３，４，５−トリメトキシフェニル、２，５，６−トリメトキシフェニル、２，４，６−トリメトキシフェニル、２，３，６−トリブトキシフェニル、２，３，４−トリペントキシフェニル、３，４，５−トリブトキシフェニル、２，５，６−トリプロポキシフェニル、２，４，６−トリプロポキシフェニル、１−メトキシ−２−ナフチル、２−メトキシ−１−ナフチル、３−メトキシ−１−ナフチル、１−エトキシ−２−ナフチル、２−プロポキシ−１−ナフチル、３−ブトキシ−１−ナフチル、３，８−ジメトキシ−１−ナフチル、２，３−ジメトキシ−１−ナフチル、４，８−ジメトキシ−１−ナフチル、５，６−ジメトキシ−１−ナフチル、３，８−ジエトキシ−１−ナフチル、２，３−ジプロポキシ−１−ナフチル、４，８−ジペントキシ−１−ナフチル、５，６−ジブトキシ−１−ナフチル、２，３，６−トリメトキシ−１−ナフチル、２，３，４−トリメトキシ−１−ナフチル、３，４，５−トリメトキシ−１−ナフチル、４，５，６−トリメトキシ−１−ナフチル、２，４，８−トリメトキシ−１−ナフチル、２−ニトロフェニル、３−ニトロフェニル、４−ニトロフェニル、３，５−ジニトロフェニル、２，５−ジニトロフェニル、２，６−ジニトロフェニル、２，４−ジニトロフェニル、２，３，６−トリニトロフェニル、２，３，４−トリニトロフェニル、３，４，５−トリニトロフェニル、２，５，６−トリニトロフェニル、２，４，６−トリニトロフェニル、１−ニトロ−２−ナフチル、２−ニトロ−１−ナフチル、３−ニトロ−１−ナフチル、３，８−ジニトロ−１−ナフチル、２，３−ジニトロ−１−ナフチル、４，８−ジニトロ−１−ナフチル、５，６−ジニトロ−１−ナフチル、２，３，６−トリニトロ−１−ナフチル、２，３，４−トリニトロ−１−ナフチル、３，４，５−トリニトロ−１−ナフチル、４，５，６−トリニトロ−１−ナフチル、２，４，８−トリニトロ−１−ナフチルのような炭素数１乃至４個のアルキル、炭素数１乃至４個のアルコキシ、ハロゲン及びニトロからなる群から選択された置換基で置換されてもよい炭素数６乃至１０個のアリール基と結合したカルボニル基又はオキシカルボニル基；
スクシノイル、グルタロイル、アジポイルのようなカルボキシ−炭素数１乃至１０個のアルキル−カルボニル基；
前述の炭素数２乃至１６個のアルキル基を１個又は、同一若しくは異なって２個有するモノアルキル又はジアルキル燐酸エステル残基；或いは、
t-ブチルオキシカルボニル基、ベンジルオキシカルボニル基又はトリチル基などの保護基で保護されていてもよい、グリシン、アラニン、バリン、ロイシン、イソロイシン、フェニルアラニン、プロリン、トリプトファン、グルタミン、グルタミン酸のようなアミノ酸のエステル形成残基；
を挙げることができる。
【００５６】
これらのうち好適には、式ＲａＣＯ−又はＲａＯＣＯ−で表されるカルボアシル基（Ｒａは水素原子；炭素数１乃至２１個のアルキル基；１乃至３個の不飽和結合を有する炭素数２乃至２１個の不飽和アルキル基；炭素数１乃至４個のアルコキシ、ハロゲン及びニトロからなる群から選択される置換基を１乃至４個有する炭素数１乃至２１個のアルキル基；炭素数１乃至４個のアルキル、炭素数１乃至４個のアルコキシ、ハロゲン及びニトロからなる群から選択される置換基を１乃至４個有してもよい炭素数６乃至１０個のアリールを置換基として１乃至３個有する炭素数１乃至２１個のアルキル基；又は炭素数１乃至４個のアルキル、炭素数１乃至４個のアルコキシ、ハロゲン及びニトロからなる群から選択される置換基を１乃至４個有してもよい炭素数６乃至１０個のアリール基である）である。
【００５７】
更に好適には、式ＲａＣＯ−又はＲａＯＣＯ−で表されるカルボアシル基（Ｒａは炭素数６乃至２０個のアルキル基；１乃至３個の二重結合を有する炭素数１０乃至２０個のアルケニル基；１個の三重結合を有する炭素数３乃至５個のアルキニル基；炭素数１乃至４個のアルコキシを置換基として１個有する炭素数１乃至４個のアルキル基；炭素数１乃至２個のアルキル、炭素数１乃至４個のアルコキシ、弗素及び塩素からなる群から選択される置換基を１乃至２個有してもよいフェニルを置換基として１乃至２個有する炭素数１乃至４個のアルキル基である）である。
【００５８】
より更に好適には、式ＲａＣＯ−又はＲａＯＣＯ−で表されるカルボアシル基（Ｒａは炭素数６乃至２０個のアルキル基又は１乃至３個の二重結合を有する炭素数１０乃至２０個のアルケニル基である）である。
【００５９】
薬理上許容されるエーテル誘導体のエーテル残基としては、例えば、
メチル、エチル、プロピル、イソプロピル、ブチル、イソブチル、ｓ−ブチル、tert−ブチル、ペンチル、イソペンチル、２−メチルブチル、ネオペンチル、１−エチルプロピル、ヘキシル、イソヘキシル、４−メチルペンチル、３−メチルペンチル、２−メチルペンチル、１−メチルペンチル、３，３−ジメチルブチル、２，２−ジメチルブチル、１，１−ジメチルブチル、１，２−ジメチルブチル、１，３−ジメチルブチル、２，３−ジメチルブチル、２−エチルブチル、ヘプチル、１−メチルヘキシル、２−メチルヘキシル、３−メチルヘキシル、４−メチルヘキシル、５−メチルヘキシル、１−プロピルブチル、４，４−ジメチルペンチル、オクチル、１−メチルヘプチル、２−メチルヘプチル、３−メチルヘプチル、４−メチルヘプチル、５−メチルヘプチル、６−メチルヘプチル、１−プロピルペンチル、２−エチルヘキシル、５，５−ジメチルヘキシル、ノニル、３−メチルオクチル、４−メチルオクチル、５−メチルオクチル、６−メチルオクチル、１−プロピルヘキシル、２−エチルヘプチル、６，６−ジメチルヘプチル、デシル、１−メチルノニル、３−メチルノニル、８−メチルノニル、３−エチルオクチル、３，７−ジメチルオクチル、７，７−ジメチルオクチル、ウンデシル、４，８−ジメチルノニル、ドデシル、トリデシル、テトラデシル、ペンタデシル、３，７，１１−トリメチルドデシル、ヘキサデシル、４，８，１２−トリメチルトリデシル、１−メチルペンタデシル、１４−メチルペンタデシル、１３，１３−ジメチルテトラデシル、ヘプタデシル、１５−メチルヘキサデシル、オクタデシル、１−メチルヘプタデシル、ノナデシル、アイコシル、３，７，１１，１５−テトラメチルヘキサデシル、ヘナイコシルのような炭素数１乃至２１個の直鎖状又は分枝状のアルキル基；
エテニル、１−プロペニル、２−プロペニル、１−メチル−２−プロペニル、１−メチル−１−プロペニル、２−メチル−１−プロペニル、２−メチル−２−プロペニル、２−エチル−２−プロペニル、１−ブテニル、２−ブテニル、１−メチル−２−ブテニル、１−メチル−１−ブテニル、３−メチル−２−ブテニル、１−エチル−２−ブテニル、３−ブテニル、１−メチル−３−ブテニル、２−メチル−３−ブテニル、１−エチル−３−ブテニル、１−ペンテニル、２−ペンテニル、１−メチル−２−ペンテニル、２−メチル−２−ペンテニル、３−ペンテニル、１−メチル−３−ペンテニル、２−メチル−３−ペンテニル、４−ペンテニル、１−メチル−４−ペンテニル、２−メチル−４−ペンテニル、１−ヘキセニル、２−ヘキセニル、３−ヘキセニル、４−ヘキセニル、５−ヘキセニル、シス−８−ヘプタデセニル、シス、シス−８、１１−ヘプタデカジエニル、シス、シス、シス−８、１１、１４−ヘプタデカトリエニル、シス−１０−ノナデセニル、シス−１２−エイコセニル、エチニル、２−プロピニル、１−メチル−２−プロピニル、２−メチル−２−プロピニル、２−エチル−２−プロピニル、２−ブチニル、１−メチル−２−ブチニル、２−メチル−２−ブチニル、１−エチル−２−ブチニル、３−ブチニル、１−メチル−３−ブチニル、２−メチル−３−ブチニル、１−エチル−３−ブチニル、２−ペンチニル、１−メチル−２−ペンチニル、２−メチル−２−ペンチニル、３−ペンチニル、１−メチル−３−ペンチニル、２−メチル−３−ペンチニル、４−ペンチニル、１−メチル−４−ペンチニル、２−メチル−４−ペンチニル、２−ヘキシニル、３−ヘキシニル、４−ヘキシニル、５−ヘキシニルのような炭素数２乃至２１個の直鎖状又は分枝状不飽和アルキル基；
メトキシメチル、エトキシメチル、メトキシエチル、エトキシエチル、トリフルオロメチル、トリクロロメチル、ジフルオロメチル、ジクロロメチル、ジブロモメチル、フルオロメチル、２，２，２−トリフルオロエチル、２，２，２−トリクロロエチル、２−ブロモエチル、２−クロロエチル、２−フルオロエチル、２−ヨードエチル、３−クロロプロピル、４−フルオロブチル、６−ヨードヘキシル、２，２−ジブロモエチル、ニトロメチル、ジニトロメチル、１−ニトロエチル、２−ニトロエチル、１，２−ジニトロエチルのような炭素数１乃至４個のアルコキシ、ハロゲン（例えば、弗素、塩素、臭素、沃素、好適には、弗素又は塩素。以下同じ。）及びニトロからなる郡から選択された置換基で置換された炭素数１乃至２１個の直鎖状又は分枝状のアルキル基；
ベンジル、α−ナフチルメチル、β−ナフチルメチル、インデニルメチル、フェナンスレニルメチル、アントラセニルメチル、ジフェニルメチル、トリフェニルメチル、１−フェネチル、２−フェネチル、１−ナフチルエチル、２−ナフチルエチル、１−フェニルプロピル、２−フェニルプロピル、３−フェニルプロピル、１−ナフチルプロピル、２−ナフチルプロピル、３−ナフチルプロピル、１−フェニルブチル、２−フェニルブチル、３−フェニルブチル、４−フェニルブチル、１−ナフチルブチル、２−ナフチルブチル、３−ナフチルブチル、４−ナフチルブチル、１−フェニルペンチル、２−フェニルペンチル、３−フェニルペンチル、４−フェニルペンチル、５−フェニルペンチル、１−ナフチルペンチル、２−ナフチルペンチル、３−ナフチルペンチル、４−ナフチルペンチル、５−ナフチルペンチル、１−フェニルヘキシル、２−フェニルヘキシル、３−フェニルヘキシル、４−フェニルヘキシル、５−フェニルヘキシル、６−フェニルヘキシル、１−ナフチルヘキシル、２−ナフチルヘキシル、３−ナフチルヘキシル、４−ナフチルヘキシル、５−ナフチルヘキシル、６−ナフチルヘキシルのような炭素数１乃至４個のアルキル、炭素数１乃至４個のアルコキシ、ハロゲン及びニトロからなる群から選択された置換基で置換されてもよい（炭素数６乃至１０個のアリール）−（炭素数１乃至２１個のアルキル基）；
フェニル、ナフチル、２−フルオロフェニル、３−フルオロフェニル、４−フルオロフェニル、２−クロロフェニル、３−クロロフェニル、４−クロロフェニル、２−ブロモフェニル、３−ブロモフェニル、４−ブロモフェニル、３，５−ジフルオロフェニル、２，５−ジフルオロフェニル、２，６−ジフルオロフェニル、２，４−ジフルオロフェニル、３，５−ジブロモフェニル、２，５−ジブロモフェニル、２，６−ジクロロフェニル、２，４−ジクロロフェニル、２，３，６−トリフルオロフェニル、２，３，４−トリフルオロフェニル、３，４，５−トリフルオロフェニル、２，５，６−トリフルオロフェニル、２，４，６−トリフルオロフェニル、２，３，６−トリブロモフェニル、２，３，４−トリブロモフェニル、３，４，５−トリブロモフェニル、２，５，６−トリクロロフェニル、２，４，６−トリクロロフェニル、１−フルオロ−２−ナフチル、２−フルオロ−１−ナフチル、３−フルオロ−１−ナフチル、１−クロロ−２−ナフチル、２−クロロ−１−ナフチル、３−ブロモ−１−ナフチル、３，８−ジフルオロ−１−ナフチル、２，３−ジフルオロ−１−ナフチル、４，８−ジフルオロ−１−ナフチル、５，６−ジフルオロ−１−ナフチル、３，８−ジクロロ−１−ナフチル、２，３−ジクロロ−１−ナフチル、４，８−ジブロモ−１−ナフチル、５，６−ジブロモ−１−ナフチル、２，３，６−トリフルオロ−１−ナフチル、２，３，４−トリフルオロ−１−ナフチル、３，４，５−トリフルオロ−１−ナフチル、４，５，６−トリフルオロ−１−ナフチル、２，４，８−トリフルオロ−１−ナフチル、２−メチルフェニル、３−メチルフェニル、４−メチルフェニル、２−エチルフェニル、３−プロピルフェニル、４−エチルフェニル、２−ブチルフェニル、３−ペンチルフェニル、４−ペンチルフェニル、３，５−ジメチルフェニル、２，５−ジメチルフェニル、２，６−ジメチルフェニル、２，４−ジメチルフェニル、３，５−ジブチルフェニル、２，５−ジペンチルフェニル、２，６−ジプロピルメチルフェニル、２，４−ジプロピルフェニル、２，３，６−トリメチルフェニル、２，３，４−トリメチルフェニル、３，４，５−トリメチルフェニル、２，５，６−トリメチルフェニル、２，４，６−トリメチルフェニル、２，３，６−トリブチルフェニル、２，３，４−トリペンチルフェニル、３，４，５−トリブチルフェニル、２，５，６−トリプロピルメチルフェニル、２，４，６−トリプロピルフェニル、１−メチル−２−ナフチル、２−メチル−１−ナフチル、３−メチル−１−ナフチル、１−エチル−２−ナフチル、２−プロピル−１−ナフチル、３−ブチル−１−ナフチル、３，８−ジメチル−１−ナフチル、２，３−ジメチル−１−ナフチル、４，８−ジメチル−１−ナフチル、５，６−ジメチル−１−ナフチル、３，８−ジエチル−１−ナフチル、２，３−ジプロピル−１−ナフチル、４，８−ジペンチル−１−ナフチル、５，６−ジブチル−１−ナフチル、２，３，６−トリメチル−１−ナフチル、２，３，４−トリメチル−１−ナフチル、３，４，５−トリメチル−１−ナフチル、４，５，６−トリメチル−１−ナフチル、２，４，８−トリメチル−１−ナフチル、２−メトキシフェニル、３−メトキシフェニル、４−メトキシフェニル、２−エトキシフェニル、３−プロポキシフェニル、４−エトキシフェニル、２−ブトキシフェニル、３−ペントキシフェニル、４−ペントキシフェニル、３，５−ジメトキシフェニル、２，５−ジメトキシフェニル、２，６−ジメトキシフェニル、２，４−ジメトキシフェニル、３，５−ジブトキシフェニル、２，５−ジペントキシフェニル、２，６−ジプロポキシメトキシフェニル、２，４−ジプロポキシフェニル、２，３，６−トリメトキシフェニル、２，３，４−トリメトキシフェニル、３，４，５−トリメトキシフェニル、２，５，６−トリメトキシフェニル、２，４，６−トリメトキシフェニル、２，３，６−トリブトキシフェニル、２，３，４−トリペントキシフェニル、３，４，５−トリブトキシフェニル、２，５，６−トリプロポキシフェニル、２，４，６−トリプロポキシフェニル、１−メトキシ−２−ナフチル、２−メトキシ−１−ナフチル、３−メトキシ−１−ナフチル、１−エトキシ−２−ナフチル、２−プロポキシ−１−ナフチル、３−ブトキシ−１−ナフチル、３，８−ジメトキシ−１−ナフチル、２，３−ジメトキシ−１−ナフチル、４，８−ジメトキシ−１−ナフチル、５，６−ジメトキシ−１−ナフチル、３，８−ジエトキシ−１−ナフチル、２，３−ジプロポキシ−１−ナフチル、４，８−ジペントキシ−１−ナフチル、５，６−ジブトキシ−１−ナフチル、２，３，６−トリメトキシ−１−ナフチル、２，３，４−トリメトキシ−１−ナフチル、３，４，５−トリメトキシ−１−ナフチル、４，５，６−トリメトキシ−１−ナフチル、２，４，８−トリメトキシ−１−ナフチル、２−ニトロフェニル、３−ニトロフェニル、４−ニトロフェニル、３，５−ジニトロフェニル、２，５−ジニトロフェニル、２，６−ジニトロフェニル、２，４−ジニトロフェニル、２，３，６−トリニトロフェニル、２，３，４−トリニトロフェニル、３，４，５−トリニトロフェニル、２，５，６−トリニトロフェニル、２，４，６−トリニトロフェニル、１−ニトロ−２−ナフチル、２−ニトロ−１−ナフチル、３−ニトロ−１−ナフチル、３，８−ジニトロ−１−ナフチル、２，３−ジニトロ−１−ナフチル、４，８−ジニトロ−１−ナフチル、５，６−ジニトロ−１−ナフチル、２，３，６−トリニトロ−１−ナフチル、２，３，４−トリニトロ−１−ナフチル、３，４，５−トリニトロ−１−ナフチル、４，５，６−トリニトロ−１−ナフチル、２，４，８−トリニトロ−１−ナフチルのような炭素数１乃至４個のアルキル、炭素数１乃至４個のアルコキシ、ハロゲン及びニトロからなる群から選択された置換基で置換されてもよい炭素数６乃至１０個のアリール基；
を挙げることができる。
【００６０】
これらのうち好適には、炭素数１乃至２１個のアルキル基；１乃至３個の不飽和結合を有する炭素数２乃至２１個の不飽和アルキル基；炭素数１乃至４個のアルコキシ、ハロゲン及びニトロからなる群から選択される置換基を１乃至４個有する炭素数１乃至２１個のアルキル基；炭素数１乃至４個のアルキル、炭素数１乃至４個のアルコキシ、ハロゲン及びニトロからなる群から選択される置換基を１乃至４個有してもよい炭素数６乃至１０個のアリールを置換基として１乃至３個有する炭素数１乃至２１個のアルキル基；又は炭素数１乃至４個のアルキル、炭素数１乃至４個のアルコキシ、ハロゲン及びニトロからなる群から選択される置換基を１乃至４個有してもよい炭素数６乃至１０個のアリール基であり、
更に好適には、炭素数６乃至２０個のアルキル基；１乃至３個の二重結合を有する炭素数１０乃至２０個のアルケニル基；１個の三重結合を有する炭素数３乃至５個のアルキニル基；炭素数１乃至４個のアルコキシを置換基として１個有する炭素数１乃至４個のアルキル基；炭素数１乃至２個のアルキル、炭素数１乃至４個のアルコキシ、弗素及び塩素からなる群から選択される置換基を１乃至２個有してもよいフェニルを置換基として１乃至２個有する炭素数１乃至４個のアルキル基である。
【００６１】
最も好適には、炭素数６乃至２０個のアルキル基又は１乃至３個の二重結合を有する炭素数１０乃至２０個のアルケニル基である。
【００６２】
なお、一般式（Ｉ）で表わされる化合物において、エステル残基またはエーテル残基が結合し得る水酸基が複数個存在する。即ち、オキソラン環の２位水酸基（Ｒ3が水酸基である場合）、ジヒドロピラン環の３位及び４位水酸基である。一般式（Ｉ）で表わされる化合物のエステル若しくはエーテル誘導体において、エステル残基またはエーテル残基はこれらの水酸基に任意の組み合わせで複数結合してもよく、それらは同一又は異なってもよい。
【００６３】
一般式（Ｉ）で表わされる化合物の薬理上許容されるエステル誘導体において、好適には、上記の水酸基のうち１個又は２個にエステル残基を有する化合物であり、更に好適には、オキソラン環の２位水酸基及びジヒドロピラン環の３位水酸基のうち１個のみにエステル残基を有する化合物であり、最も好適には、オキソラン環の２位水酸基のみにエステル残基を有する化合物である。
【００６４】
一般式（Ｉ）で表わされる化合物の薬理上許容されるエーテル誘導体において、好適には、上記の水酸基のうち１個又は２個にエーテル残基を有する化合物であり、更に好適には、オキソラン環の２位水酸基及びジヒドロピラン環の３位水酸基のうち１個のみにエーテル残基を有する化合物であり、最も好適には、オキソラン環の２位水酸基のみにエーテル残基を有する化合物である。
【００６５】
薬理上許容されるＮ−アルキル誘導体のアルキル残基としては、例えば、
前記の炭素数１乃至２１個の直鎖状又は分枝状のアルキル基；前記の炭素数２乃至２１個の直鎖状又は分枝状の不飽和アルキル基；アセチルオキシメチル、プロピオニルオキシメチル、ブチリルオキシメチル、ペンタノイルオキシメチル、ピバロイルオキシ、ヘキサノイルオキシメチル、オクタノイルオキシメチル、デカノイルオキシメチル、ドデカノイルオキシメチル、テトラデカノイルオキシメチル、ヘキサデカノイルオキシメチル、オクタデカノイルオキシメチル、１−（アセチルオキシ）エチル、１−（プロピオニルオキシ）エチル、１−（ブチリルオキシ）エチル、１−（ペンタノイルオキシ）エチル、１−（ヘキサノイルオキシ）エチル、１−（オクタノイルオキシ）エチル、１−（デカノイルオキシ）エチル、１−（ドデカノイルオキシ）エチル、１−（テトラデカノイルオキシ）エチル、１−（ヘキサデカノイルオキシ）エチル、１−（オクタデカノイルオキシ）エチル基のような１−（炭素数２乃至２０個のアルカノイルオキシ）炭素数１乃至３個のアルキル基；メトキシカルボニルオキシメチル、エトキシカルボニルオキシメチル、プロピルオキシカルボニルオキシメチル、イソプロピルオキシカルボニルオキシメチル、ブチルオキシカルボニルオキシメチル、イソブチルオキシカルボニルオキシメチル、ｓ−ブチルオキシカルボニルオキシメチル、ｔ−ブチルオキシカルボニルオキシメチル、ペンチルオキシカルボニルオキシメチル、２−ペンチルオキシカルボニルオキシメチル、３−ペンチルオキシカルボニルオキシメチル、イソペンチルオキシカルボニルオキシメチル、ネオペンチルオキシカルボニルオキシメチル、シクロペンチルオキシカルボニルオキシメチル、ヘキシルオキシカルボニルオキシメチル、２−ヘキシルオキシカルボニルオキシメチル、３−ヘキシルオキシカルボニルオキシメチル、イソヘキシルオキシカルボニルオキシメチル、シクロヘキシルオキシカルボニルオキシメチル、ヘプチルオキシカルボニルオキシメチル、オクチルオキシカルボニルオキシメチル、デシルオキシカルボニルオキシメチル、ドデシルオキシカルボニルオキシメチル、テトラデシルオキシカルボニルオキシメチル、ヘキサデシルオキシカルボニルオキシメチル、オクタデシルオキシカルボニルオキシメチル、１−（メトキシカルボニルオキシ）エチル、１−（エトキシカルボニルオキシ）エチル、１−（プロピルオキシカルボニルオキシ）エチル、１−（イソプロピルオキシカルボニルオキシ）エチル、１−（ブチルオキシカルボニルオキシ）エチル、１−（イソブチルオキシカルボニルオキシ）エチル、１−（ｓ−ブチルオキシカルボニルオキシ）エチル、１−（ｔ−ブチルオキシカルボニルオキシ）エチル、１−（ペンチルオキシカルボニルオキシ）エチル、１−（２−ペンチルオキシカルボニルオキシ）エチル、１−（３−ペンチルオキシカルボニルオキシ）エチル、１−（イソペンチルオキシカルボニルオキシ）エチル、１−（ネオペンチルオキシカルボニルオキシ）エチル、１−（シクロペンチルオキシカルボニルオキシ）エチル、１−（ヘキシルオキシカルボニルオキシ）エチル、１−（２−ヘキシルオキシカルボニルオキシ）エチル、１−（３−ヘキシルオキシカルボニルオキシ）エチル、１−（イソヘキシルオキシカルボニルオキシ）エチル、１−（シクロヘキシルオキシカルボニルオキシ）エチル、１−（ヘプチルオキシカルボニルオキシ）エチル、１−（オクチルオキシカルボニルオキシ）エチル、１−（デシルオキシカルボニルオキシ）エチル、１−（ドデシルオキシカルボニルオキシ）エチル、１−（テトラデシルオキシカルボニルオキシ）エチル、１−（ヘキサデシルオキシカルボニルオキシ）エチル、１−（オクタデシルオキシカルボニルオキシ）エチル基のような１−（炭素数１乃至２０個のアルコキシカルボニルオキシ）炭素数１乃至３個のアルキル基；（５‐メチル−２−オキソ−１，３−ジオキソレン−４−イル）メチル、１−（５‐メチル−２−オキソ−１，３−ジオキソレン−４−イル）エチル、（５‐フェニル−２−オキソ−１，３−ジオキソレン−４−イル）メチルのような１−［５−（炭素数１乃至６個のアルキルまたはフェニル）−２−オキソ−１，３−ジオキソレン−４−イル］炭素数１乃至６個のアルキル基を挙げることができる。
【００６６】
これらのうち好適には１−（炭素数２乃至２０個のアルカノイルオキシ）炭素数１乃至３個のアルキル基または１−（炭素数１乃至２０個のアルコキシカルボニルオキシ）炭素数１乃至３個のアルキル基であって、これらの基で修飾された誘導体は、生体内に投与されたとき化学的または酵素的に加水分解されて元の化合物（Ｉ）に復帰することを特徴とする。
【００６７】
一般式（Ｉ）で表わされる化合物、その薬理上許容されるエステル、エーテルまたはＮ−アルキル誘導体の「薬理上許容される塩」とは、著しい毒性を有さず、医薬として使用され得る塩をいう。
【００６８】
一般式（Ｉ）で表わされる化合物、その薬理上許容されるエステル、エーテルまたはＮ−アルキル誘導体がアミノ基等の塩基性基を有する場合は、常法に従って酸と処理することにより、相当する薬理上許容し得る酸付加塩に変えることができる。このような酸付加塩の例としては、例えば、塩酸塩、臭化水素酸塩、硫酸塩、リン酸塩等の無機酸塩；酢酸塩、安息香酸塩、シュウ酸塩、マレイン酸塩、フマル酸塩、酒石酸塩、クエン酸塩等の有機酸塩；又はメタンスルホン酸塩、ベンゼンスルホン酸塩、p-トルエンスルホン酸塩等のスルホン酸塩による付加塩を挙げることができる。
【００６９】
一般式（Ｉ）で表わされる化合物、その薬理上許容されるエステル、エーテルまたはＮ−アルキル誘導体がカルボキシル基、リン酸基等の酸性基を有する場合は、常法に従って塩基と処理することにより、相当する薬理上許容し得る塩基付加塩に変えることができる。このような塩基付加塩の例としては、例えば、ナトリウム塩、カリウム塩、リチウム塩のようなアルカリ金属塩；カルシウム塩、マグネシウム塩のようなアルカリ土類金属塩；アルミニウム塩、鉄塩、亜鉛塩、銅塩、ニッケル塩、コバルト塩等の金属塩；又はアンモニウム塩、トリエチルアンモニウム塩のような四級アンモニウム塩を挙げることができる。
【００７０】
又、一般式（Ｉ）で表わされる化合物、その薬理上許容されるエステル、エーテル若しくはＮ−アルキル誘導体は、大気中に放置しておくことにより、水分を吸収し、吸着水が付いたり、水和物となる場合があり、そのような塩も本発明に包含される。
【００７１】
更に、一般式（Ｉ）で表わされる化合物、その薬理上許容されるエステル、エーテル若しくはＮ−アルキル誘導体は、他のある種の溶媒を吸収し、溶媒和物となる場合があるが、そのような塩も本発明に包含される。
【００７２】
一般式（Ｉ）で表わされる化合物、その薬理上許容されるエステル、エーテル若しくはＮ−アルキル誘導体は、分子内に不斉炭素を有するので、各々がＲ配置、Ｓ配置である立体異性体が存在し、その各々、或いはそれらの任意の割合の混合物のいずれも本発明に包含されるが、好適には、以下の式（Ｉ’）で示される立体配置を有する化合物である。
【００７３】
【化９】
【００７４】
本発明の一般式（Ｉ）で表わされる化合物、その薬理上許容されるエステル、エーテル若しくはＮ−アルキル誘導体を下記の表１乃至３に具体的に例示する。なお、本発明は表に例示された化合物に限定されない。
【００７５】
【表１】
【００７６】
【化１０】
【００７７】
-------------------------------------------------------------------
化合物
番号 R1 X1 R2 X2 R3 R6 R7
-------------------------------------------------------------------
1 Ph NH H NH H H H
2 Ph NH H NH OH H H
3 Ph NH H NH OA6 H H
4 Ph NH H NH OA8 H H
5 Ph NH H NH OA9 H H
6 Ph NH H NH OA10 H H
7 Ph NH H NH OA12 H H
8 Ph NH H NH OA14 H H
9 Ph NH H NH OA16 H H
10 Ph NH H NH OH H A6
11 Ph NH H NH OH H A8
12 Ph NH H NH OH H A9
13 Ph NH H NH OH H A10
14 Ph NH H NH OH H A12
15 Ph NH H NH OH H A14
16 Ph NH H NH OH H A16
17 Ph NH H NH OH A6 A6
18 Ph NH H NH OH A8 A8
19 Ph NH H NH OH A10 A10
20 Ph NH H NH OA2 A2 A2
21 Ph NH H NH OA3 A3 A3
22 Ph NH H NH OA4 A4 A4
23 Ph NH H NH OC6 H H
24 Ph NH H NH OC7 H H
25 Ph NH H NH OC8 H H
26 Ph NH H NH OC10 H H
27 Ph NH H NH OC11 H H
28 Ph NH H NH OC12 H H
29 Ph NH H NH OC14 H H
30 Ph NH H NH OC16 H H
31 Ph NH H NH C6CO3 H H
32 Ph NH H NH C7CO3 H H
33 Ph NH H NH C8CO3 H H
34 Ph NH H NH C9CO3 H H
35 Ph NH H NH C10CO3 H H
36 Ph NH H NH C12CO3 H H
37 Ph NH H NH C16CO3 H H
38 Ph NH C8 NH OH H H
39 Ph NH C9 NH OH H H
40 Ph NH C10 NH OH H H
41 Ph NH C12 NH OH H H
42 Ph NH C16 NH OH H H
43 Ph NH F1 NH OH H H
44 Ph NH F2 NH OH H H
45 Ph NH F3 NH OH H H
46 Ph NH F4 NH OH H H
47 Ph NH F5 NH OH H H
48 Ph NH F6 NH OH H H
49 Ph NH F7 NH OH H H
50 Ph NH F8 NH OH H H
51 Ph NH F9 NH OH H H
52 Ph NH F10 NH OH H H
53 Ph NH Ph NH OH H H
54 Ph NH Bn NH OH H H
55 Ph NH Pe NH OH H H
56 Ph NH C12 NMe OH H H
57 Ph NH C12 NEt OH H H
58 Ph NH C12 NPr OH H H
59 Ph NH (CH2)3 N OH H H
60 Ph NH (CH2)4 N OH H H
61 Ph NH (CH2)5 N OH H H
62 Ph NH C12 O OH H H
63 Ph NH Ph O OH H H
64 Ph NH C12 S OH H H
65 Ph NH Ph S OH H H
66 Ph NMe H NH OH H H
67 Ph NEt H NH OH H H
68 Ph NPr H NH OH H H
69 Ph O H NH OH H H
70 Ph S H NH OH H H
71 4-Me-Ph NH H NH H H H
72 4-Me-Ph NH H NH OH H H
73 4-Me-Ph NH H NH OA6 H H
74 4-Me-Ph NH H NH OA8 H H
75 4-Me-Ph NH H NH OA9 H H
76 4-Me-Ph NH H NH OA10 H H
77 4-Me-Ph NH H NH OA12 H H
78 4-Me-Ph NH H NH OA14 H H
79 4-Me-Ph NH H NH OA16 H H
80 4-Me-Ph NH H NH OH H A6
81 4-Me-Ph NH H NH OH H A8
82 4-Me-Ph NH H NH OH H A9
83 4-Me-Ph NH H NH OH H A10
84 4-Me-Ph NH H NH OH H A12
85 4-Me-Ph NH H NH OH H A14
86 4-Me-Ph NH H NH OH H A16
87 4-Me-Ph NH H NH OH A6 A6
88 4-Me-Ph NH H NH OH A8 A8
89 4-Me-Ph NH H NH OH A10 A10
90 4-Me-Ph NH H NH OA2 A2 A2
91 4-Me-Ph NH H NH OA3 A3 A3
92 4-Me-Ph NH H NH OA4 A4 A4
93 4-Me-Ph NH H NH OC6 H H
94 4-Me-Ph NH H NH OC7 H H
95 4-Me-Ph NH H NH OC8 H H
96 4-Me-Ph NH H NH OC10 H H
97 4-Me-Ph NH H NH OC11 H H
98 4-Me-Ph NH H NH OC12 H H
99 4-Me-Ph NH H NH OC14 H H
100 4-Me-Ph NH H NH OC16 H H
101 4-Me-Ph NH H NH C6CO3 H H
102 4-Me-Ph NH H NH C7CO3 H H
103 4-Me-Ph NH H NH C8CO3 H H
104 4-Me-Ph NH H NH C9CO3 H H
105 4-Me-Ph NH H NH C10CO3 H H
106 4-Me-Ph NH H NH C12CO3 H H
107 4-Me-Ph NH H NH C16CO3 H H
108 4-Me-Ph NH C8 NH OH H H
109 4-Me-Ph NH C9 NH OH H H
110 4-Me-Ph NH C10 NH OH H H
111 4-Me-Ph NH C12 NH OH H H
112 4-Me-Ph NH C16 NH OH H H
113 4-Me-Ph NH F1 NH OH H H
114 4-Me-Ph NH F2 NH OH H H
115 4-Me-Ph NH F3 NH OH H H
116 4-Me-Ph NH F4 NH OH H H
117 4-Me-Ph NH F5 NH OH H H
118 4-Me-Ph NH F6 NH OH H H
119 4-Me-Ph NH F7 NH OH H H
120 4-Me-Ph NH F8 NH OH H H
121 4-Me-Ph NH F9 NH OH H H
122 4-Me-Ph NH F10 NH OH H H
123 4-Me-Ph NH Ph NH OH H H
124 4-Me-Ph NH Bn NH OH H H
125 4-Me-Ph NH Pe NH OH H H
126 4-Me-Ph NH C12 NMe OH H H
127 4-Me-Ph NH C12 NEt OH H H
128 4-Me-Ph NH C12 NPr OH H H
129 4-Me-Ph NH (CH2)3 N OH H H
130 4-Me-Ph NH (CH2)4 N OH H H
131 4-Me-Ph NH (CH2)5 N OH H H
132 4-Me-Ph NH C12 O OH H H
133 4-Me-Ph NH Ph O OH H H
134 4-Me-Ph NH C12 S OH H H
135 4-Me-Ph NH Ph S OH H H
136 4-Me-Ph NMe H NH OH H H
137 4-Me-Ph NEt H NH OH H H
138 4-Me-Ph NPr H NH OH H H
139 4-Me-Ph O H NH OH H H
140 4-Me-Ph S H NH OH H H
141 4-Et-Ph NH H NH H H H
142 4-Et-Ph NH H NH OH H H
143 4-Et-Ph NH H NH OA6 H H
144 4-Et-Ph NH H NH OA8 H H
145 4-Et-Ph NH H NH OA9 H H
146 4-Et-Ph NH H NH OA10 H H
147 4-Et-Ph NH H NH OA12 H H
148 4-Et-Ph NH H NH OA14 H H
149 4-Et-Ph NH H NH OA16 H H
150 4-Et-Ph NH H NH OH H A6
151 4-Et-Ph NH H NH OH H A8
152 4-Et-Ph NH H NH OH H A9
153 4-Et-Ph NH H NH OH H A10
154 4-Et-Ph NH H NH OH H A12
155 4-Et-Ph NH H NH OH H A14
156 4-Et-Ph NH H NH OH H A16
157 4-Et-Ph NH H NH OH A6 A6
158 4-Et-Ph NH H NH OH A8 A8
159 4-Et-Ph NH H NH OH A10 A10
160 4-Et-Ph NH H NH OA2 A2 A2
161 4-Et-Ph NH H NH OA3 A3 A3
162 4-Et-Ph NH H NH OA4 A4 A4
163 4-Et-Ph NH H NH OC6 H H
164 4-Et-Ph NH H NH OC7 H H
165 4-Et-Ph NH H NH OC8 H H
166 4-Et-Ph NH H NH OC10 H H
167 4-Et-Ph NH H NH OC11 H H
168 4-Et-Ph NH H NH OC12 H H
169 4-Et-Ph NH H NH OC14 H H
170 4-Et-Ph NH H NH OC16 H H
171 4-Et-Ph NH H NH C6CO3 H H
172 4-Et-Ph NH H NH C7CO3 H H
173 4-Et-Ph NH H NH C8CO3 H H
174 4-Et-Ph NH H NH C9CO3 H H
175 4-Et-Ph NH H NH C10CO3 H H
176 4-Et-Ph NH H NH C12CO3 H H
177 4-Et-Ph NH H NH C16CO3 H H
178 4-Et-Ph NH C8 NH OH H H
179 4-Et-Ph NH C9 NH OH H H
180 4-Et-Ph NH C10 NH OH H H
181 4-Et-Ph NH C12 NH OH H H
182 4-Et-Ph NH C16 NH OH H H
183 4-Et-Ph NH F1 NH OH H H
184 4-Et-Ph NH F2 NH OH H H
185 4-Et-Ph NH F3 NH OH H H
186 4-Et-Ph NH F4 NH OH H H
187 4-Et-Ph NH F5 NH OH H H
188 4-Et-Ph NH F6 NH OH H H
189 4-Et-Ph NH F7 NH OH H H
190 4-Et-Ph NH F8 NH OH H H
191 4-Et-Ph NH F9 NH OH H H
192 4-Et-Ph NH F10 NH OH H H
193 4-Et-Ph NH Ph NH OH H H
194 4-Et-Ph NH Bn NH OH H H
195 4-Et-Ph NH Pe NH OH H H
196 4-Et-Ph NH C12 NMe OH H H
197 4-Et-Ph NH C12 NEt OH H H
198 4-Et-Ph NH C12 NPr OH H H
199 4-Et-Ph NH (CH2)3 N OH H H
200 4-Et-Ph NH (CH2)4 N OH H H
201 4-Et-Ph NH (CH2)5 N OH H H
202 4-Et-Ph NH C12 O OH H H
203 4-Et-Ph NH Ph O OH H H
204 4-Et-Ph NH C12 S OH H H
205 4-Et-Ph NH Ph S OH H H
206 4-Et-Ph NMe H NH OH H H
207 4-Et-Ph NEt H NH OH H H
208 4-Et-Ph NPr H NH OH H H
209 4-Et-Ph O H NH OH H H
210 4-Et-Ph S H NH OH H H
211 4-Pr-Ph NH H NH H H H
212 4-Pr-Ph NH H NH OH H H
213 4-Pr-Ph NH H NH OA6 H H
214 4-Pr-Ph NH H NH OA8 H H
215 4-Pr-Ph NH H NH OA9 H H
216 4-Pr-Ph NH H NH OA10 H H
217 4-Pr-Ph NH H NH OA12 H H
218 4-Pr-Ph NH H NH OA14 H H
219 4-Pr-Ph NH H NH OA16 H H
220 4-Pr-Ph NH H NH OH H A6
221 4-Pr-Ph NH H NH OH H A8
222 4-Pr-Ph NH H NH OH H A9
223 4-Pr-Ph NH H NH OH H A10
224 4-Pr-Ph NH H NH OH H A12
225 4-Pr-Ph NH H NH OH H A14
226 4-Pr-Ph NH H NH OH H A16
227 4-Pr-Ph NH H NH OH A6 A6
228 4-Pr-Ph NH H NH OH A8 A8
229 4-Pr-Ph NH H NH OH A10 A10
230 4-Pr-Ph NH H NH OA2 A2 A2
231 4-Pr-Ph NH H NH OA3 A3 A3
232 4-Pr-Ph NH H NH OA4 A4 A4
233 4-Pr-Ph NH H NH OC6 H H
234 4-Pr-Ph NH H NH OC7 H H
235 4-Pr-Ph NH H NH OC8 H H
236 4-Pr-Ph NH H NH OC10 H H
237 4-Pr-Ph NH H NH OC11 H H
238 4-Pr-Ph NH H NH OC12 H H
239 4-Pr-Ph NH H NH OC14 H H
240 4-Pr-Ph NH H NH OC16 H H
241 4-Pr-Ph NH H NH C6CO3 H H
242 4-Pr-Ph NH H NH C7CO3 H H
243 4-Pr-Ph NH H NH C8CO3 H H
244 4-Pr-Ph NH H NH C9CO3 H H
245 4-Pr-Ph NH H NH C10CO3 H H
246 4-Pr-Ph NH H NH C12CO3 H H
247 4-Pr-Ph NH H NH C16CO3 H H
248 4-Pr-Ph NH C8 NH OH H H
249 4-Pr-Ph NH C9 NH OH H H
250 4-Pr-Ph NH C10 NH OH H H
251 4-Pr-Ph NH C12 NH OH H H
252 4-Pr-Ph NH C16 NH OH H H
253 4-Pr-Ph NH F1 NH OH H H
254 4-Pr-Ph NH F2 NH OH H H
255 4-Pr-Ph NH F3 NH OH H H
256 4-Pr-Ph NH F4 NH OH H H
257 4-Pr-Ph NH F5 NH OH H H
258 4-Pr-Ph NH F6 NH OH H H
259 4-Pr-Ph NH F7 NH OH H H
260 4-Pr-Ph NH F8 NH OH H H
261 4-Pr-Ph NH F9 NH OH H H
262 4-Pr-Ph NH F10 NH OH H H
263 4-Pr-Ph NH Ph NH OH H H
264 4-Pr-Ph NH Bn NH OH H H
265 4-Pr-Ph NH Pe NH OH H H
266 4-Pr-Ph NH C12 NMe OH H H
267 4-Pr-Ph NH C12 NEt OH H H
268 4-Pr-Ph NH C12 NPr OH H H
269 4-Pr-Ph NH (CH2)3 N OH H H
270 4-Pr-Ph NH (CH2)4 N OH H H
271 4-Pr-Ph NH (CH2)5 N OH H H
272 4-Pr-Ph NH C12 O OH H H
273 4-Pr-Ph NH Ph O OH H H
274 4-Pr-Ph NH C12 S OH H H
275 4-Pr-Ph NH Ph S OH H H
276 4-Pr-Ph NMe H NH OH H H
277 4-Pr-Ph NEt H NH OH H H
278 4-Pr-Ph NPr H NH OH H H
279 4-Pr-Ph O H NH OH H H
280 4-Pr-Ph S H NH OH H H
281 4-iPr-Ph NH H NH H H H
282 4-iPr-Ph NH H NH OH H H
283 4-iPr-Ph NH H NH OA6 H H
284 4-iPr-Ph NH H NH OA8 H H
285 4-iPr-Ph NH H NH OA9 H H
286 4-iPr-Ph NH H NH OA10 H H
287 4-iPr-Ph NH H NH OA12 H H
288 4-iPr-Ph NH H NH OA14 H H
289 4-iPr-Ph NH H NH OA16 H H
290 4-iPr-Ph NH H NH OH H A6
291 4-iPr-Ph NH H NH OH H A8
292 4-iPr-Ph NH H NH OH H A9
293 4-iPr-Ph NH H NH OH H A10
294 4-iPr-Ph NH H NH OH H A12
295 4-iPr-Ph NH H NH OH H A14
296 4-iPr-Ph NH H NH OH H A16
297 4-iPr-Ph NH H NH OH A6 A6
298 4-iPr-Ph NH H NH OH A8 A8
299 4-iPr-Ph NH H NH OH A10 A10
300 4-iPr-Ph NH H NH OA2 A2 A2
301 4-iPr-Ph NH H NH OA3 A3 A3
302 4-iPr-Ph NH H NH OA4 A4 A4
303 4-iPr-Ph NH H NH OC6 H H
304 4-iPr-Ph NH H NH OC7 H H
305 4-iPr-Ph NH H NH OC8 H H
306 4-iPr-Ph NH H NH OC10 H H
307 4-iPr-Ph NH H NH OC11 H H
308 4-iPr-Ph NH H NH OC12 H H
309 4-iPr-Ph NH H NH OC14 H H
310 4-iPr-Ph NH H NH OC16 H H
311 4-iPr-Ph NH H NH C6CO3 H H
312 4-iPr-Ph NH H NH C7CO3 H H
313 4-iPr-Ph NH H NH C8CO3 H H
314 4-iPr-Ph NH H NH C9CO3 H H
315 4-iPr-Ph NH H NH C10CO3 H H
316 4-iPr-Ph NH H NH C12CO3 H H
317 4-iPr-Ph NH H NH C16CO3 H H
318 4-iPr-Ph NH C8 NH OH H H
319 4-iPr-Ph NH C9 NH OH H H
320 4-iPr-Ph NH C10 NH OH H H
321 4-iPr-Ph NH C12 NH OH H H
322 4-iPr-Ph NH C16 NH OH H H
323 4-iPr-Ph NH F1 NH OH H H
324 4-iPr-Ph NH F2 NH OH H H
325 4-iPr-Ph NH F3 NH OH H H
326 4-iPr-Ph NH F4 NH OH H H
327 4-iPr-Ph NH F5 NH OH H H
328 4-iPr-Ph NH F6 NH OH H H
329 4-iPr-Ph NH F7 NH OH H H
330 4-iPr-Ph NH F8 NH OH H H
331 4-iPr-Ph NH F9 NH OH H H
332 4-iPr-Ph NH F10 NH OH H H
333 4-iPr-Ph NH Ph NH OH H H
334 4-iPr-Ph NH Bn NH OH H H
335 4-iPr-Ph NH Pe NH OH H H
336 4-iPr-Ph NH C12 NMe OH H H
337 4-iPr-Ph NH C12 NEt OH H H
338 4-iPr-Ph NH C12 NPr OH H H
339 4-iPr-Ph NH (CH2)3 N OH H H
340 4-iPr-Ph NH (CH2)4 N OH H H
341 4-iPr-Ph NH (CH2)5 N OH H H
342 4-iPr-Ph NH C12 O OH H H
343 4-iPr-Ph NH Ph O OH H H
344 4-iPr-Ph NH C12 S OH H H
345 4-iPr-Ph NH Ph S OH H H
346 4-iPr-Ph NMe H NH OH H H
347 4-iPr-Ph NEt H NH OH H H
348 4-iPr-Ph NPr H NH OH H H
349 4-iPr-Ph O H NH OH H H
350 4-iPr-Ph S H NH OH H H
351 4-Bu-Ph NH H NH H H H
352 4-Bu-Ph NH H NH OH H H
353 4-Bu-Ph NH H NH OA6 H H
354 4-Bu-Ph NH H NH OA8 H H
355 4-Bu-Ph NH H NH OA9 H H
356 4-Bu-Ph NH H NH OA10 H H
357 4-Bu-Ph NH H NH OA12 H H
358 4-Bu-Ph NH H NH OA14 H H
359 4-Bu-Ph NH H NH OA16 H H
360 4-Bu-Ph NH H NH OH H A6
361 4-Bu-Ph NH H NH OH H A8
362 4-Bu-Ph NH H NH OH H A9
363 4-Bu-Ph NH H NH OH H A10
364 4-Bu-Ph NH H NH OH H A12
365 4-Bu-Ph NH H NH OH H A14
366 4-Bu-Ph NH H NH OH H A16
367 4-Bu-Ph NH H NH OH A6 A6
368 4-Bu-Ph NH H NH OH A8 A8
369 4-Bu-Ph NH H NH OH A10 A10
370 4-Bu-Ph NH H NH OA2 A2 A2
371 4-Bu-Ph NH H NH OA3 A3 A3
372 4-Bu-Ph NH H NH OA4 A4 A4
373 4-Bu-Ph NH H NH OC6 H H
374 4-Bu-Ph NH H NH OC7 H H
375 4-Bu-Ph NH H NH OC8 H H
376 4-Bu-Ph NH H NH OC10 H H
377 4-Bu-Ph NH H NH OC11 H H
378 4-Bu-Ph NH H NH OC12 H H
379 4-Bu-Ph NH H NH OC14 H H
380 4-Bu-Ph NH H NH OC16 H H
381 4-Bu-Ph NH H NH C6CO3 H H
382 4-Bu-Ph NH H NH C7CO3 H H
383 4-Bu-Ph NH H NH C8CO3 H H
384 4-Bu-Ph NH H NH C9CO3 H H
385 4-Bu-Ph NH H NH C10CO3 H H
386 4-Bu-Ph NH H NH C12CO3 H H
387 4-Bu-Ph NH H NH C16CO3 H H
388 4-Bu-Ph NH C8 NH OH H H
389 4-Bu-Ph NH C9 NH OH H H
390 4-Bu-Ph NH C10 NH OH H H
391 4-Bu-Ph NH C12 NH OH H H
392 4-Bu-Ph NH C16 NH OH H H
393 4-Bu-Ph NH F1 NH OH H H
394 4-Bu-Ph NH F2 NH OH H H
395 4-Bu-Ph NH F3 NH OH H H
396 4-Bu-Ph NH F4 NH OH H H
397 4-Bu-Ph NH F5 NH OH H H
398 4-Bu-Ph NH F6 NH OH H H
399 4-Bu-Ph NH F7 NH OH H H
400 4-Bu-Ph NH F8 NH OH H H
401 4-Bu-Ph NH F9 NH OH H H
402 4-Bu-Ph NH F10 NH OH H H
403 4-Bu-Ph NH Ph NH OH H H
404 4-Bu-Ph NH Bn NH OH H H
405 4-Bu-Ph NH Pe NH OH H H
406 4-Bu-Ph NH C12 NMe OH H H
407 4-Bu-Ph NH C12 NEt OH H H
408 4-Bu-Ph NH C12 NPr OH H H
409 4-Bu-Ph NH (CH2)3 N OH H H
410 4-Bu-Ph NH (CH2)4 N OH H H
411 4-Bu-Ph NH (CH2)5 N OH H H
412 4-Bu-Ph NH C12 O OH H H
413 4-Bu-Ph NH Ph O OH H H
414 4-Bu-Ph NH C12 S OH H H
415 4-Bu-Ph NH Ph S OH H H
416 4-Bu-Ph NMe H NH OH H H
417 4-Bu-Ph NEt H NH OH H H
418 4-Bu-Ph NPr H NH OH H H
419 4-Bu-Ph O H NH OH H H
420 4-Bu-Ph S H NH OH H H
421 4-tBu-Ph NH H NH H H H
422 4-tBu-Ph NH H NH OH H H
423 4-tBu-Ph NH H NH OA6 H H
424 4-tBu-Ph NH H NH OA8 H H
425 4-tBu-Ph NH H NH OA9 H H
426 4-tBu-Ph NH H NH OA10 H H
427 4-tBu-Ph NH H NH OA12 H H
428 4-tBu-Ph NH H NH OA14 H H
429 4-tBu-Ph NH H NH OA16 H H
430 4-tBu-Ph NH H NH OH H A6
431 4-tBu-Ph NH H NH OH H A8
432 4-tBu-Ph NH H NH OH H A9
433 4-tBu-Ph NH H NH OH H A10
434 4-tBu-Ph NH H NH OH H A12
435 4-tBu-Ph NH H NH OH H A14
436 4-tBu-Ph NH H NH OH H A16
437 4-tBu-Ph NH H NH OH A6 A6
438 4-tBu-Ph NH H NH OH A8 A8
439 4-tBu-Ph NH H NH OH A10 A10
440 4-tBu-Ph NH H NH OA2 A2 A2
441 4-tBu-Ph NH H NH OA3 A3 A3
442 4-tBu-Ph NH H NH OA4 A4 A4
443 4-tBu-Ph NH H NH OC6 H H
444 4-tBu-Ph NH H NH OC7 H H
445 4-tBu-Ph NH H NH OC8 H H
446 4-tBu-Ph NH H NH OC10 H H
447 4-tBu-Ph NH H NH OC11 H H
448 4-tBu-Ph NH H NH OC12 H H
449 4-tBu-Ph NH H NH OC14 H H
450 4-tBu-Ph NH H NH OC16 H H
451 4-tBu-Ph NH H NH C6CO3 H H
452 4-tBu-Ph NH H NH C7CO3 H H
453 4-tBu-Ph NH H NH C8CO3 H H
454 4-tBu-Ph NH H NH C9CO3 H H
455 4-tBu-Ph NH H NH C10CO3 H H
456 4-tBu-Ph NH H NH C12CO3 H H
457 4-tBu-Ph NH H NH C16CO3 H H
458 4-tBu-Ph NH C8 NH OH H H
459 4-tBu-Ph NH C9 NH OH H H
460 4-tBu-Ph NH C10 NH OH H H
461 4-tBu-Ph NH C12 NH OH H H
462 4-tBu-Ph NH C16 NH OH H H
463 4-tBu-Ph NH F1 NH OH H H
464 4-tBu-Ph NH F2 NH OH H H
465 4-tBu-Ph NH F3 NH OH H H
466 4-tBu-Ph NH F4 NH OH H H
467 4-tBu-Ph NH F5 NH OH H H
468 4-tBu-Ph NH F6 NH OH H H
469 4-tBu-Ph NH F7 NH OH H H
470 4-tBu-Ph NH F8 NH OH H H
471 4-tBu-Ph NH F9 NH OH H H
472 4-tBu-Ph NH F10 NH OH H H
473 4-tBu-Ph NH Ph NH OH H H
474 4-tBu-Ph NH Bn NH OH H H
475 4-tBu-Ph NH Pe NH OH H H
476 4-tBu-Ph NH C12 NMe OH H H
477 4-tBu-Ph NH C12 NEt OH H H
478 4-tBu-Ph NH C12 NPr OH H H
479 4-tBu-Ph NH (CH2)3 N OH H H
480 4-tBu-Ph NH (CH2)4 N OH H H
481 4-tBu-Ph NH (CH2)5 N OH H H
482 4-tBu-Ph NH C12 O OH H H
483 4-tBu-Ph NH Ph O OH H H
484 4-tBu-Ph NH C12 S OH H H
485 4-tBu-Ph NH Ph S OH H H
486 4-tBu-Ph NMe H NH OH H H
487 4-tBu-Ph NEt H NH OH H H
488 4-tBu-Ph NPr H NH OH H H
489 4-tBu-Ph O H NH OH H H
490 4-tBu-Ph S H NH OH H H
491 4-sBu-Ph NH H NH H H H
492 4-sBu-Ph NH H NH OH H H
493 4-sBu-Ph NH H NH OA6 H H
494 4-sBu-Ph NH H NH OA8 H H
495 4-sBu-Ph NH H NH OA9 H H
496 4-sBu-Ph NH H NH OA10 H H
497 4-sBu-Ph NH H NH OA12 H H
498 4-sBu-Ph NH H NH OA14 H H
499 4-sBu-Ph NH H NH OA16 H H
500 4-sBu-Ph NH H NH OH H A6
501 4-sBu-Ph NH H NH OH H A8
502 4-sBu-Ph NH H NH OH H A9
503 4-sBu-Ph NH H NH OH H A10
504 4-sBu-Ph NH H NH OH H A12
505 4-sBu-Ph NH H NH OH H A14
506 4-sBu-Ph NH H NH OH H A16
507 4-sBu-Ph NH H NH OH A6 A6
508 4-sBu-Ph NH H NH OH A8 A8
509 4-sBu-Ph NH H NH OH A10 A10
510 4-sBu-Ph NH H NH OA2 A2 A2
511 4-sBu-Ph NH H NH OA3 A3 A3
512 4-sBu-Ph NH H NH OA4 A4 A4
513 4-sBu-Ph NH H NH OC6 H H
514 4-sBu-Ph NH H NH OC7 H H
515 4-sBu-Ph NH H NH OC8 H H
516 4-sBu-Ph NH H NH OC10 H H
517 4-sBu-Ph NH H NH OC11 H H
518 4-sBu-Ph NH H NH OC12 H H
519 4-sBu-Ph NH H NH OC14 H H
520 4-sBu-Ph NH H NH OC16 H H
521 4-sBu-Ph NH H NH C6CO3 H H
522 4-sBu-Ph NH H NH C7CO3 H H
523 4-sBu-Ph NH H NH C8CO3 H H
524 4-sBu-Ph NH H NH C9CO3 H H
525 4-sBu-Ph NH H NH C10CO3 H H
526 4-sBu-Ph NH H NH C12CO3 H H
527 4-sBu-Ph NH H NH C16CO3 H H
528 4-sBu-Ph NH C8 NH OH H H
529 4-sBu-Ph NH C9 NH OH H H
530 4-sBu-Ph NH C10 NH OH H H
531 4-sBu-Ph NH C12 NH OH H H
532 4-sBu-Ph NH C16 NH OH H H
533 4-sBu-Ph NH F1 NH OH H H
534 4-sBu-Ph NH F2 NH OH H H
535 4-sBu-Ph NH F3 NH OH H H
536 4-sBu-Ph NH F4 NH OH H H
537 4-sBu-Ph NH F5 NH OH H H
538 4-sBu-Ph NH F6 NH OH H H
539 4-sBu-Ph NH F7 NH OH H H
540 4-sBu-Ph NH F8 NH OH H H
541 4-sBu-Ph NH F9 NH OH H H
542 4-sBu-Ph NH F10 NH OH H H
543 4-sBu-Ph NH Ph NH OH H H
544 4-sBu-Ph NH Bn NH OH H H
545 4-sBu-Ph NH Pe NH OH H H
546 4-sBu-Ph NH C12 NMe OH H H
547 4-sBu-Ph NH C12 NEt OH H H
548 4-sBu-Ph NH C12 NPr OH H H
549 4-sBu-Ph NH (CH2)3 N OH H H
550 4-sBu-Ph NH (CH2)4 N OH H H
551 4-sBu-Ph NH (CH2)5 N OH H H
552 4-sBu-Ph NH C12 O OH H H
553 4-sBu-Ph NH Ph O OH H H
554 4-sBu-Ph NH C12 S OH H H
555 4-sBu-Ph NH Ph S OH H H
556 4-sBu-Ph NMe H NH OH H H
557 4-sBu-Ph NEt H NH OH H H
558 4-sBu-Ph NPr H NH OH H H
559 4-sBu-Ph O H NH OH H H
560 4-sBu-Ph S H NH OH H H
561 4-Pen-Ph NH H NH H H H
562 4-Pen-Ph NH H NH OH H H
563 4-Pen-Ph NH H NH OA6 H H
564 4-Pen-Ph NH H NH OA8 H H
565 4-Pen-Ph NH H NH OA9 H H
566 4-Pen-Ph NH H NH OA10 H H
567 4-Pen-Ph NH H NH OA12 H H
568 4-Pen-Ph NH H NH OA14 H H
569 4-Pen-Ph NH H NH OA16 H H
570 4-Pen-Ph NH H NH OH H A6
571 4-Pen-Ph NH H NH OH H A8
572 4-Pen-Ph NH H NH OH H A9
573 4-Pen-Ph NH H NH OH H A10
574 4-Pen-Ph NH H NH OH H A12
575 4-Pen-Ph NH H NH OH H A14
576 4-Pen-Ph NH H NH OH H A16
577 4-Pen-Ph NH H NH OH A6 A6
578 4-Pen-Ph NH H NH OH A8 A8
579 4-Pen-Ph NH H NH OH A10 A10
580 4-Pen-Ph NH H NH OA2 A2 A2
581 4-Pen-Ph NH H NH OA3 A3 A3
582 4-Pen-Ph NH H NH OA4 A4 A4
583 4-Pen-Ph NH H NH OC6 H H
584 4-Pen-Ph NH H NH OC7 H H
585 4-Pen-Ph NH H NH OC8 H H
586 4-Pen-Ph NH H NH OC10 H H
587 4-Pen-Ph NH H NH OC11 H H
588 4-Pen-Ph NH H NH OC12 H H
589 4-Pen-Ph NH H NH OC14 H H
590 4-Pen-Ph NH H NH OC16 H H
591 4-Pen-Ph NH H NH C6CO3 H H
592 4-Pen-Ph NH H NH C7CO3 H H
593 4-Pen-Ph NH H NH C8CO3 H H
594 4-Pen-Ph NH H NH C9CO3 H H
595 4-Pen-Ph NH H NH C10CO3 H H
596 4-Pen-Ph NH H NH C12CO3 H H
597 4-Pen-Ph NH H NH C16CO3 H H
598 4-Pen-Ph NH C8 NH OH H H
599 4-Pen-Ph NH C9 NH OH H H
600 4-Pen-Ph NH C10 NH OH H H
601 4-Pen-Ph NH C12 NH OH H H
602 4-Pen-Ph NH C16 NH OH H H
603 4-Pen-Ph NH F1 NH OH H H
604 4-Pen-Ph NH F2 NH OH H H
605 4-Pen-Ph NH F3 NH OH H H
606 4-Pen-Ph NH F4 NH OH H H
607 4-Pen-Ph NH F5 NH OH H H
608 4-Pen-Ph NH F6 NH OH H H
609 4-Pen-Ph NH F7 NH OH H H
610 4-Pen-Ph NH F8 NH OH H H
611 4-Pen-Ph NH F9 NH OH H H
612 4-Pen-Ph NH F10 NH OH H H
613 4-Pen-Ph NH Ph NH OH H H
614 4-Pen-Ph NH Bn NH OH H H
615 4-Pen-Ph NH Pe NH OH H H
616 4-Pen-Ph NH C12 NMe OH H H
617 4-Pen-Ph NH C12 NEt OH H H
618 4-Pen-Ph NH C12 NPr OH H H
619 4-Pen-Ph NH (CH2)3 N OH H H
620 4-Pen-Ph NH (CH2)4 N OH H H
621 4-Pen-Ph NH (CH2)5 N OH H H
622 4-Pen-Ph NH C12 O OH H H
623 4-Pen-Ph NH Ph O OH H H
624 4-Pen-Ph NH C12 S OH H H
625 4-Pen-Ph NH Ph S OH H H
626 4-Pen-Ph NMe H NH OH H H
627 4-Pen-Ph NEt H NH OH H H
628 4-Pen-Ph NPr H NH OH H H
629 4-Pen-Ph O H NH OH H H
630 4-Pen-Ph S H NH OH H H
631 4-Hex-Ph NH H NH H H H
632 4-Hex-Ph NH H NH OH H H
633 4-Hex-Ph NH H NH OA6 H H
634 4-Hex-Ph NH H NH OA8 H H
635 4-Hex-Ph NH H NH OA9 H H
636 4-Hex-Ph NH H NH OA10 H H
637 4-Hex-Ph NH H NH OA12 H H
638 4-Hex-Ph NH H NH OA14 H H
639 4-Hex-Ph NH H NH OA16 H H
640 4-Hex-Ph NH H NH OH H A6
641 4-Hex-Ph NH H NH OH H A8
642 4-Hex-Ph NH H NH OH H A9
643 4-Hex-Ph NH H NH OH H A10
644 4-Hex-Ph NH H NH OH H A12
645 4-Hex-Ph NH H NH OH H A14
646 4-Hex-Ph NH H NH OH H A16
647 4-Hex-Ph NH H NH OH A6 A6
648 4-Hex-Ph NH H NH OH A8 A8
649 4-Hex-Ph NH H NH OH A10 A10
650 4-Hex-Ph NH H NH OA2 A2 A2
651 4-Hex-Ph NH H NH OA3 A3 A3
652 4-Hex-Ph NH H NH OA4 A4 A4
653 4-Hex-Ph NH H NH OC6 H H
654 4-Hex-Ph NH H NH OC7 H H
655 4-Hex-Ph NH H NH OC8 H H
656 4-Hex-Ph NH H NH OC10 H H
657 4-Hex-Ph NH H NH OC11 H H
658 4-Hex-Ph NH H NH OC12 H H
659 4-Hex-Ph NH H NH OC14 H H
660 4-Hex-Ph NH H NH OC16 H H
661 4-Hex-Ph NH H NH C6CO3 H H
662 4-Hex-Ph NH H NH C7CO3 H H
663 4-Hex-Ph NH H NH C8CO3 H H
664 4-Hex-Ph NH H NH C9CO3 H H
665 4-Hex-Ph NH H NH C10CO3 H H
666 4-Hex-Ph NH H NH C12CO3 H H
667 4-Hex-Ph NH H NH C16CO3 H H
668 4-Hex-Ph NH C8 NH OH H H
669 4-Hex-Ph NH C9 NH OH H H
670 4-Hex-Ph NH C10 NH OH H H
671 4-Hex-Ph NH C12 NH OH H H
672 4-Hex-Ph NH C16 NH OH H H
673 4-Hex-Ph NH F1 NH OH H H
674 4-Hex-Ph NH F2 NH OH H H
675 4-Hex-Ph NH F3 NH OH H H
676 4-Hex-Ph NH F4 NH OH H H
677 4-Hex-Ph NH F5 NH OH H H
678 4-Hex-Ph NH F6 NH OH H H
679 4-Hex-Ph NH F7 NH OH H H
680 4-Hex-Ph NH F8 NH OH H H
681 4-Hex-Ph NH F9 NH OH H H
682 4-Hex-Ph NH F10 NH OH H H
683 4-Hex-Ph NH Ph NH OH H H
684 4-Hex-Ph NH Bn NH OH H H
685 4-Hex-Ph NH Pe NH OH H H
686 4-Hex-Ph NH C12 NMe OH H H
687 4-Hex-Ph NH C12 NEt OH H H
688 4-Hex-Ph NH C12 NPr OH H H
689 4-Hex-Ph NH (CH2)3 N OH H H
690 4-Hex-Ph NH (CH2)4 N OH H H
691 4-Hex-Ph NH (CH2)5 N OH H H
692 4-Hex-Ph NH C12 O OH H H
693 4-Hex-Ph NH Ph O OH H H
694 4-Hex-Ph NH C12 S OH H H
695 4-Hex-Ph NH Ph S OH H H
696 4-Hex-Ph NMe H NH OH H H
697 4-Hex-Ph NEt H NH OH H H
698 4-Hex-Ph NPr H NH OH H H
699 4-Hex-Ph O H NH OH H H
700 4-Hex-Ph S H NH OH H H
701 4-Hep-Ph NH H NH H H H
702 4-Hep-Ph NH H NH OH H H
703 4-Hep-Ph NH H NH OA6 H H
704 4-Hep-Ph NH H NH OA8 H H
705 4-Hep-Ph NH H NH OA9 H H
706 4-Hep-Ph NH H NH OA10 H H
707 4-Hep-Ph NH H NH OA12 H H
708 4-Hep-Ph NH H NH OA14 H H
709 4-Hep-Ph NH H NH OA16 H H
710 4-Hep-Ph NH H NH OH H A6
711 4-Hep-Ph NH H NH OH H A8
712 4-Hep-Ph NH H NH OH H A9
713 4-Hep-Ph NH H NH OH H A10
714 4-Hep-Ph NH H NH OH H A12
715 4-Hep-Ph NH H NH OH H A14
716 4-Hep-Ph NH H NH OH H A16
717 4-Hep-Ph NH H NH OH A6 A6
718 4-Hep-Ph NH H NH OH A8 A8
719 4-Hep-Ph NH H NH OH A10 A10
720 4-Hep-Ph NH H NH OA2 A2 A2
721 4-Hep-Ph NH H NH OA3 A3 A3
722 4-Hep-Ph NH H NH OA4 A4 A4
723 4-Hep-Ph NH H NH OC6 H H
724 4-Hep-Ph NH H NH OC7 H H
725 4-Hep-Ph NH H NH OC8 H H
726 4-Hep-Ph NH H NH OC10 H H
727 4-Hep-Ph NH H NH OC11 H H
728 4-Hep-Ph NH H NH OC12 H H
729 4-Hep-Ph NH H NH OC14 H H
730 4-Hep-Ph NH H NH OC16 H H
731 4-Hep-Ph NH H NH C6CO3 H H
732 4-Hep-Ph NH H NH C7CO3 H H
733 4-Hep-Ph NH H NH C8CO3 H H
734 4-Hep-Ph NH H NH C9CO3 H H
735 4-Hep-Ph NH H NH C10CO3 H H
736 4-Hep-Ph NH H NH C12CO3 H H
737 4-Hep-Ph NH H NH C16CO3 H H
738 4-Hep-Ph NH C8 NH OH H H
739 4-Hep-Ph NH C9 NH OH H H
740 4-Hep-Ph NH C10 NH OH H H
741 4-Hep-Ph NH C12 NH OH H H
742 4-Hep-Ph NH C16 NH OH H H
743 4-Hep-Ph NH F1 NH OH H H
744 4-Hep-Ph NH F2 NH OH H H
745 4-Hep-Ph NH F3 NH OH H H
746 4-Hep-Ph NH F4 NH OH H H
747 4-Hep-Ph NH F5 NH OH H H
748 4-Hep-Ph NH F6 NH OH H H
749 4-Hep-Ph NH F7 NH OH H H
750 4-Hep-Ph NH F8 NH OH H H
751 4-Hep-Ph NH F9 NH OH H H
752 4-Hep-Ph NH F10 NH OH H H
753 4-Hep-Ph NH Ph NH OH H H
754 4-Hep-Ph NH Bn NH OH H H
755 4-Hep-Ph NH Pe NH OH H H
756 4-Hep-Ph NH C12 NMe OH H H
757 4-Hep-Ph NH C12 NEt OH H H
758 4-Hep-Ph NH C12 NPr OH H H
759 4-Hep-Ph NH (CH2)3 N OH H H
760 4-Hep-Ph NH (CH2)4 N OH H H
761 4-Hep-Ph NH (CH2)5 N OH H H
762 4-Hep-Ph NH C12 O OH H H
763 4-Hep-Ph NH Ph O OH H H
764 4-Hep-Ph NH C12 S OH H H
765 4-Hep-Ph NH Ph S OH H H
766 4-Hep-Ph NMe H NH OH H H
767 4-Hep-Ph NEt H NH OH H H
768 4-Hep-Ph NPr H NH OH H H
769 4-Hep-Ph O H NH OH H H
770 4-Hep-Ph S H NH OH H H
771 4-Oct-Ph NH H NH H H H
772 4-Oct-Ph NH H NH OH H H
773 4-Oct-Ph NH H NH OA6 H H
774 4-Oct-Ph NH H NH OA8 H H
775 4-Oct-Ph NH H NH OA9 H H
776 4-Oct-Ph NH H NH OA10 H H
777 4-Oct-Ph NH H NH OA12 H H
778 4-Oct-Ph NH H NH OA14 H H
779 4-Oct-Ph NH H NH OA16 H H
780 4-Oct-Ph NH H NH OH H A6
781 4-Oct-Ph NH H NH OH H A8
782 4-Oct-Ph NH H NH OH H A9
783 4-Oct-Ph NH H NH OH H A10
784 4-Oct-Ph NH H NH OH H A12
785 4-Oct-Ph NH H NH OH H A14
786 4-Oct-Ph NH H NH OH H A16
787 4-Oct-Ph NH H NH OH A6 A6
788 4-Oct-Ph NH H NH OH A8 A8
789 4-Oct-Ph NH H NH OH A10 A10
790 4-Oct-Ph NH H NH OA2 A2 A2
791 4-Oct-Ph NH H NH OA3 A3 A3
792 4-Oct-Ph NH H NH OA4 A4 A4
793 4-Oct-Ph NH H NH OC6 H H
794 4-Oct-Ph NH H NH OC7 H H
795 4-Oct-Ph NH H NH OC8 H H
796 4-Oct-Ph NH H NH OC10 H H
797 4-Oct-Ph NH H NH OC11 H H
798 4-Oct-Ph NH H NH OC12 H H
799 4-Oct-Ph NH H NH OC14 H H
800 4-Oct-Ph NH H NH OC16 H H
801 4-Oct-Ph NH H NH C6CO3 H H
802 4-Oct-Ph NH H NH C7CO3 H H
803 4-Oct-Ph NH H NH C8CO3 H H
804 4-Oct-Ph NH H NH C9CO3 H H
805 4-Oct-Ph NH H NH C10CO3 H H
806 4-Oct-Ph NH H NH C12CO3 H H
807 4-Oct-Ph NH H NH C16CO3 H H
808 4-Oct-Ph NH C8 NH OH H H
809 4-Oct-Ph NH C9 NH OH H H
810 4-Oct-Ph NH C10 NH OH H H
811 4-Oct-Ph NH C12 NH OH H H
812 4-Oct-Ph NH C16 NH OH H H
813 4-Oct-Ph NH F1 NH OH H H
814 4-Oct-Ph NH F2 NH OH H H
815 4-Oct-Ph NH F3 NH OH H H
816 4-Oct-Ph NH F4 NH OH H H
817 4-Oct-Ph NH F5 NH OH H H
818 4-Oct-Ph NH F6 NH OH H H
819 4-Oct-Ph NH F7 NH OH H H
820 4-Oct-Ph NH F8 NH OH H H
821 4-Oct-Ph NH F9 NH OH H H
822 4-Oct-Ph NH F10 NH OH H H
823 4-Oct-Ph NH Ph NH OH H H
824 4-Oct-Ph NH Bn NH OH H H
825 4-Oct-Ph NH Pe NH OH H H
826 4-Oct-Ph NH C12 NMe OH H H
827 4-Oct-Ph NH C12 NEt OH H H
828 4-Oct-Ph NH C12 NPr OH H H
829 4-Oct-Ph NH (CH2)3 N OH H H
830 4-Oct-Ph NH (CH2)4 N OH H H
831 4-Oct-Ph NH (CH2)5 N OH H H
832 4-Oct-Ph NH C12 O OH H H
833 4-Oct-Ph NH Ph O OH H H
834 4-Oct-Ph NH C12 S OH H H
835 4-Oct-Ph NH Ph S OH H H
836 4-Oct-Ph NMe H NH OH H H
837 4-Oct-Ph NEt H NH OH H H
838 4-Oct-Ph NPr H NH OH H H
839 4-Oct-Ph O H NH OH H H
840 4-Oct-Ph S H NH OH H H
841 4-Dec-Ph NH H NH H H H
842 4-Dec-Ph NH H NH OH H H
843 4-Dec-Ph NH H NH OA6 H H
844 4-Dec-Ph NH H NH OA8 H H
845 4-Dec-Ph NH H NH OA9 H H
846 4-Dec-Ph NH H NH OA10 H H
847 4-Dec-Ph NH H NH OA12 H H
848 4-Dec-Ph NH H NH OA14 H H
849 4-Dec-Ph NH H NH OA16 H H
850 4-Dec-Ph NH H NH OH H A6
851 4-Dec-Ph NH H NH OH H A8
852 4-Dec-Ph NH H NH OH H A9
853 4-Dec-Ph NH H NH OH H A10
854 4-Dec-Ph NH H NH OH H A12
855 4-Dec-Ph NH H NH OH H A14
856 4-Dec-Ph NH H NH OH H A16
857 4-Dec-Ph NH H NH OH A6 A6
858 4-Dec-Ph NH H NH OH A8 A8
859 4-Dec-Ph NH H NH OH A10 A10
860 4-Dec-Ph NH H NH OA2 A2 A2
861 4-Dec-Ph NH H NH OA3 A3 A3
862 4-Dec-Ph NH H NH OA4 A4 A4
863 4-Dec-Ph NH H NH OC6 H H
864 4-Dec-Ph NH H NH OC7 H H
865 4-Dec-Ph NH H NH OC8 H H
866 4-Dec-Ph NH H NH OC10 H H
867 4-Dec-Ph NH H NH OC11 H H
868 4-Dec-Ph NH H NH OC12 H H
869 4-Dec-Ph NH H NH OC14 H H
870 4-Dec-Ph NH H NH OC16 H H
871 4-Dec-Ph NH H NH C6CO3 H H
872 4-Dec-Ph NH H NH C7CO3 H H
873 4-Dec-Ph NH H NH C8CO3 H H
874 4-Dec-Ph NH H NH C9CO3 H H
875 4-Dec-Ph NH H NH C10CO3 H H
876 4-Dec-Ph NH H NH C12CO3 H H
877 4-Dec-Ph NH H NH C16CO3 H H
878 4-Dec-Ph NH C8 NH OH H H
879 4-Dec-Ph NH C9 NH OH H H
880 4-Dec-Ph NH C10 NH OH H H
881 4-Dec-Ph NH C12 NH OH H H
882 4-Dec-Ph NH C16 NH OH H H
883 4-Dec-Ph NH F1 NH OH H H
884 4-Dec-Ph NH F2 NH OH H H
885 4-Dec-Ph NH F3 NH OH H H
886 4-Dec-Ph NH F4 NH OH H H
887 4-Dec-Ph NH F5 NH OH H H
888 4-Dec-Ph NH F6 NH OH H H
889 4-Dec-Ph NH F7 NH OH H H
890 4-Dec-Ph NH F8 NH OH H H
891 4-Dec-Ph NH F9 NH OH H H
892 4-Dec-Ph NH F10 NH OH H H
893 4-Dec-Ph NH Ph NH OH H H
894 4-Dec-Ph NH Bn NH OH H H
895 4-Dec-Ph NH Pe NH OH H H
896 4-Dec-Ph NH C12 NMe OH H H
897 4-Dec-Ph NH C12 NEt OH H H
898 4-Dec-Ph NH C12 NPr OH H H
899 4-Dec-Ph NH (CH2)3 N OH H H
900 4-Dec-Ph NH (CH2)4 N OH H H
901 4-Dec-Ph NH (CH2)5 N OH H H
902 4-Dec-Ph NH C12 O OH H H
903 4-Dec-Ph NH Ph O OH H H
904 4-Dec-Ph NH C12 S OH H H
905 4-Dec-Ph NH Ph S OH H H
906 4-Dec-Ph NMe H NH OH H H
907 4-Dec-Ph NEt H NH OH H H
908 4-Dec-Ph NPr H NH OH H H
909 4-Dec-Ph O H NH OH H H
910 4-Dec-Ph S H NH OH H H
911 3-Me-Ph NH H NH H H H
912 3-Me-Ph NH H NH OH H H
913 3-Me-Ph NH H NH OA6 H H
914 3-Me-Ph NH H NH OA8 H H
915 3-Me-Ph NH H NH OA9 H H
916 3-Me-Ph NH H NH OA10 H H
917 3-Me-Ph NH H NH OA12 H H
918 3-Me-Ph NH H NH OA14 H H
919 3-Me-Ph NH H NH OA16 H H
920 3-Me-Ph NH H NH OH H A6
921 3-Me-Ph NH H NH OH H A8
922 3-Me-Ph NH H NH OH H A9
923 3-Me-Ph NH H NH OH H A10
924 3-Me-Ph NH H NH OH H A12
925 3-Me-Ph NH H NH OH H A14
926 3-Me-Ph NH H NH OH H A16
927 3-Me-Ph NH H NH OH A6 A6
928 3-Me-Ph NH H NH OH A8 A8
929 3-Me-Ph NH H NH OH A10 A10
930 3-Me-Ph NH H NH OA2 A2 A2
931 3-Me-Ph NH H NH OA3 A3 A3
932 3-Me-Ph NH H NH OA4 A4 A4
933 3-Me-Ph NH H NH OC6 H H
934 3-Me-Ph NH H NH OC7 H H
935 3-Me-Ph NH H NH OC8 H H
936 3-Me-Ph NH H NH OC10 H H
937 3-Me-Ph NH H NH OC11 H H
938 3-Me-Ph NH H NH OC12 H H
939 3-Me-Ph NH H NH OC14 H H
940 3-Me-Ph NH H NH OC16 H H
941 3-Me-Ph NH H NH C6CO3 H H
942 3-Me-Ph NH H NH C7CO3 H H
943 3-Me-Ph NH H NH C8CO3 H H
944 3-Me-Ph NH H NH C9CO3 H H
945 3-Me-Ph NH H NH C10CO3 H H
946 3-Me-Ph NH H NH C12CO3 H H
947 3-Me-Ph NH H NH C16CO3 H H
948 3-Me-Ph NH C8 NH OH H H
949 3-Me-Ph NH C9 NH OH H H
950 3-Me-Ph NH C10 NH OH H H
951 3-Me-Ph NH C12 NH OH H H
952 3-Me-Ph NH C16 NH OH H H
953 3-Me-Ph NH F1 NH OH H H
954 3-Me-Ph NH F2 NH OH H H
955 3-Me-Ph NH F3 NH OH H H
956 3-Me-Ph NH F4 NH OH H H
957 3-Me-Ph NH F5 NH OH H H
958 3-Me-Ph NH F6 NH OH H H
959 3-Me-Ph NH F7 NH OH H H
960 3-Me-Ph NH F8 NH OH H H
961 3-Me-Ph NH F9 NH OH H H
962 3-Me-Ph NH F10 NH OH H H
963 3-Me-Ph NH Ph NH OH H H
964 3-Me-Ph NH Bn NH OH H H
965 3-Me-Ph NH Pe NH OH H H
966 3-Me-Ph NH C12 NMe OH H H
967 3-Me-Ph NH C12 NEt OH H H
968 3-Me-Ph NH C12 NPr OH H H
969 3-Me-Ph NH (CH2)3 N OH H H
970 3-Me-Ph NH (CH2)4 N OH H H
971 3-Me-Ph NH (CH2)5 N OH H H
972 3-Me-Ph NH C12 O OH H H
973 3-Me-Ph NH Ph O OH H H
974 3-Me-Ph NH C12 S OH H H
975 3-Me-Ph NH Ph S OH H H
976 3-Me-Ph NMe H NH OH H H
977 3-Me-Ph NEt H NH OH H H
978 3-Me-Ph NPr H NH OH H H
979 3-Me-Ph O H NH OH H H
980 3-Me-Ph S H NH OH H H
981 3-Et-Ph NH H NH H H H
982 3-Et-Ph NH H NH OH H H
983 3-Et-Ph NH H NH OA6 H H
984 3-Et-Ph NH H NH OA8 H H
985 3-Et-Ph NH H NH OA9 H H
986 3-Et-Ph NH H NH OA10 H H
987 3-Et-Ph NH H NH OA12 H H
988 3-Et-Ph NH H NH OA14 H H
989 3-Et-Ph NH H NH OA16 H H
990 3-Et-Ph NH H NH OH H A6
991 3-Et-Ph NH H NH OH H A8
992 3-Et-Ph NH H NH OH H A9
993 3-Et-Ph NH H NH OH H A10
994 3-Et-Ph NH H NH OH H A12
995 3-Et-Ph NH H NH OH H A14
996 3-Et-Ph NH H NH OH H A16
997 3-Et-Ph NH H NH OH A6 A6
998 3-Et-Ph NH H NH OH A8 A8
999 3-Et-Ph NH H NH OH A10 A10
1000 3-Et-Ph NH H NH OA2 A2 A2
1001 3-Et-Ph NH H NH OA3 A3 A3
1002 3-Et-Ph NH H NH OA4 A4 A4
1003 3-Et-Ph NH H NH OC6 H H
1004 3-Et-Ph NH H NH OC7 H H
1005 3-Et-Ph NH H NH OC8 H H
1006 3-Et-Ph NH H NH OC10 H H
1007 3-Et-Ph NH H NH OC11 H H
1008 3-Et-Ph NH H NH OC12 H H
1009 3-Et-Ph NH H NH OC14 H H
1010 3-Et-Ph NH H NH OC16 H H
1011 3-Et-Ph NH H NH C6CO3 H H
1012 3-Et-Ph NH H NH C7CO3 H H
1013 3-Et-Ph NH H NH C8CO3 H H
1014 3-Et-Ph NH H NH C9CO3 H H
1015 3-Et-Ph NH H NH C10CO3 H H
1016 3-Et-Ph NH H NH C12CO3 H H
1017 3-Et-Ph NH H NH C16CO3 H H
1018 3-Et-Ph NH C8 NH OH H H
1019 3-Et-Ph NH C9 NH OH H H
1020 3-Et-Ph NH C10 NH OH H H
1021 3-Et-Ph NH C12 NH OH H H
1022 3-Et-Ph NH C16 NH OH H H
1023 3-Et-Ph NH F1 NH OH H H
1024 3-Et-Ph NH F2 NH OH H H
1025 3-Et-Ph NH F3 NH OH H H
1026 3-Et-Ph NH F4 NH OH H H
1027 3-Et-Ph NH F5 NH OH H H
1028 3-Et-Ph NH F6 NH OH H H
1029 3-Et-Ph NH F7 NH OH H H
1030 3-Et-Ph NH F8 NH OH H H
1031 3-Et-Ph NH F9 NH OH H H
1032 3-Et-Ph NH F10 NH OH H H
1033 3-Et-Ph NH Ph NH OH H H
1034 3-Et-Ph NH Bn NH OH H H
1035 3-Et-Ph NH Pe NH OH H H
1036 3-Et-Ph NH C12 NMe OH H H
1037 3-Et-Ph NH C12 NEt OH H H
1038 3-Et-Ph NH C12 NPr OH H H
1039 3-Et-Ph NH (CH2)3 N OH H H
1040 3-Et-Ph NH (CH2)4 N OH H H
1041 3-Et-Ph NH (CH2)5 N OH H H
1042 3-Et-Ph NH C12 O OH H H
1043 3-Et-Ph NH Ph O OH H H
1044 3-Et-Ph NH C12 S OH H H
1045 3-Et-Ph NH Ph S OH H H
1046 3-Et-Ph NMe H NH OH H H
1047 3-Et-Ph NEt H NH OH H H
1048 3-Et-Ph NPr H NH OH H H
1049 3-Et-Ph O H NH OH H H
1050 3-Et-Ph S H NH OH H H
1051 3-iPr-Ph NH H NH H H H
1052 3-iPr-Ph NH H NH OH H H
1053 3-iPr-Ph NH H NH OA6 H H
1054 3-iPr-Ph NH H NH OA8 H H
1055 3-iPr-Ph NH H NH OA9 H H
1056 3-iPr-Ph NH H NH OA10 H H
1057 3-iPr-Ph NH H NH OA12 H H
1058 3-iPr-Ph NH H NH OA14 H H
1059 3-iPr-Ph NH H NH OA16 H H
1060 3-iPr-Ph NH H NH OH H A6
1061 3-iPr-Ph NH H NH OH H A8
1062 3-iPr-Ph NH H NH OH H A9
1063 3-iPr-Ph NH H NH OH H A10
1064 3-iPr-Ph NH H NH OH H A12
1065 3-iPr-Ph NH H NH OH H A14
1066 3-iPr-Ph NH H NH OH H A16
1067 3-iPr-Ph NH H NH OH A6 A6
1068 3-iPr-Ph NH H NH OH A8 A8
1069 3-iPr-Ph NH H NH OH A10 A10
1070 3-iPr-Ph NH H NH OA2 A2 A2
1071 3-iPr-Ph NH H NH OA3 A3 A3
1072 3-iPr-Ph NH H NH OA4 A4 A4
1073 3-iPr-Ph NH H NH OC6 H H
1074 3-iPr-Ph NH H NH OC7 H H
1075 3-iPr-Ph NH H NH OC8 H H
1076 3-iPr-Ph NH H NH OC10 H H
1077 3-iPr-Ph NH H NH OC11 H H
1078 3-iPr-Ph NH H NH OC12 H H
1079 3-iPr-Ph NH H NH OC14 H H
1080 3-iPr-Ph NH H NH OC16 H H
1081 3-iPr-Ph NH H NH C6CO3 H H
1082 3-iPr-Ph NH H NH C7CO3 H H
1083 3-iPr-Ph NH H NH C8CO3 H H
1084 3-iPr-Ph NH H NH C9CO3 H H
1085 3-iPr-Ph NH H NH C10CO3 H H
1086 3-iPr-Ph NH H NH C12CO3 H H
1087 3-iPr-Ph NH H NH C16CO3 H H
1088 3-iPr-Ph NH C8 NH OH H H
1089 3-iPr-Ph NH C9 NH OH H H
1090 3-iPr-Ph NH C10 NH OH H H
1091 3-iPr-Ph NH C12 NH OH H H
1092 3-iPr-Ph NH C16 NH OH H H
1093 3-iPr-Ph NH F1 NH OH H H
1094 3-iPr-Ph NH F2 NH OH H H
1095 3-iPr-Ph NH F3 NH OH H H
1096 3-iPr-Ph NH F4 NH OH H H
1097 3-iPr-Ph NH F5 NH OH H H
1098 3-iPr-Ph NH F6 NH OH H H
1099 3-iPr-Ph NH F7 NH OH H H
1100 3-iPr-Ph NH F8 NH OH H H
1101 3-iPr-Ph NH F9 NH OH H H
1102 3-iPr-Ph NH F10 NH OH H H
1103 3-iPr-Ph NH Ph NH OH H H
1104 3-iPr-Ph NH Bn NH OH H H
1105 3-iPr-Ph NH Pe NH OH H H
1106 3-iPr-Ph NH C12 NMe OH H H
1107 3-iPr-Ph NH C12 NEt OH H H
1108 3-iPr-Ph NH C12 NPr OH H H
1109 3-iPr-Ph NH (CH2)3 N OH H H
1110 3-iPr-Ph NH (CH2)4 N OH H H
1111 3-iPr-Ph NH (CH2)5 N OH H H
1112 3-iPr-Ph NH C12 O OH H H
1113 3-iPr-Ph NH Ph O OH H H
1114 3-iPr-Ph NH C12 S OH H H
1115 3-iPr-Ph NH Ph S OH H H
1116 3-iPr-Ph NMe H NH OH H H
1117 3-iPr-Ph NEt H NH OH H H
1118 3-iPr-Ph NPr H NH OH H H
1119 3-iPr-Ph O H NH OH H H
1120 3-iPr-Ph S H NH OH H H
1121 2-Et-Ph NH H NH H H H
1122 2-Et-Ph NH H NH OH H H
1123 2-Et-Ph NH H NH OA6 H H
1124 2-Et-Ph NH H NH OA8 H H
1125 2-Et-Ph NH H NH OA9 H H
1126 2-Et-Ph NH H NH OA10 H H
1127 2-Et-Ph NH H NH OA12 H H
1128 2-Et-Ph NH H NH OA14 H H
1129 2-Et-Ph NH H NH OA16 H H
1130 2-Et-Ph NH H NH OH H A6
1131 2-Et-Ph NH H NH OH H A8
1132 2-Et-Ph NH H NH OH H A9
1133 2-Et-Ph NH H NH OH H A10
1134 2-Et-Ph NH H NH OH H A12
1135 2-Et-Ph NH H NH OH H A14
1136 2-Et-Ph NH H NH OH H A16
1137 2-Et-Ph NH H NH OH A6 A6
1138 2-Et-Ph NH H NH OH A8 A8
1139 2-Et-Ph NH H NH OH A10 A10
1140 2-Et-Ph NH H NH OA2 A2 A2
1141 2-Et-Ph NH H NH OA3 A3 A3
1142 2-Et-Ph NH H NH OA4 A4 A4
1143 2-Et-Ph NH H NH OC6 H H
1144 2-Et-Ph NH H NH OC7 H H
1145 2-Et-Ph NH H NH OC8 H H
1146 2-Et-Ph NH H NH OC10 H H
1147 2-Et-Ph NH H NH OC11 H H
1148 2-Et-Ph NH H NH OC12 H H
1149 2-Et-Ph NH H NH OC14 H H
1150 2-Et-Ph NH H NH OC16 H H
1151 2-Et-Ph NH H NH C6CO3 H H
1152 2-Et-Ph NH H NH C7CO3 H H
1153 2-Et-Ph NH H NH C8CO3 H H
1154 2-Et-Ph NH H NH C9CO3 H H
1155 2-Et-Ph NH H NH C10CO3 H H
1156 2-Et-Ph NH H NH C12CO3 H H
1157 2-Et-Ph NH H NH C16CO3 H H
1158 2-Et-Ph NH C8 NH OH H H
1159 2-Et-Ph NH C9 NH OH H H
1160 2-Et-Ph NH C10 NH OH H H
1161 2-Et-Ph NH C12 NH OH H H
1162 2-Et-Ph NH C16 NH OH H H
1163 2-Et-Ph NH F1 NH OH H H
1164 2-Et-Ph NH F2 NH OH H H
1165 2-Et-Ph NH F3 NH OH H H
1166 2-Et-Ph NH F4 NH OH H H
1167 2-Et-Ph NH F5 NH OH H H
1168 2-Et-Ph NH F6 NH OH H H
1169 2-Et-Ph NH F7 NH OH H H
1170 2-Et-Ph NH F8 NH OH H H
1171 2-Et-Ph NH F9 NH OH H H
1172 2-Et-Ph NH F10 NH OH H H
1173 2-Et-Ph NH Ph NH OH H H
1174 2-Et-Ph NH Bn NH OH H H
1175 2-Et-Ph NH Pe NH OH H H
1176 2-Et-Ph NH C12 NMe OH H H
1177 2-Et-Ph NH C12 NEt OH H H
1178 2-Et-Ph NH C12 NPr OH H H
1179 2-Et-Ph NH (CH2)3 N OH H H
1180 2-Et-Ph NH (CH2)4 N OH H H
1181 2-Et-Ph NH (CH2)5 N OH H H
1182 2-Et-Ph NH C12 O OH H H
1183 2-Et-Ph NH Ph O OH H H
1184 2-Et-Ph NH C12 S OH H H
1185 2-Et-Ph NH Ph S OH H H
1186 2-Et-Ph NMe H NH OH H H
1187 2-Et-Ph NEt H NH OH H H
1188 2-Et-Ph NPr H NH OH H H
1189 2-Et-Ph O H NH OH H H
1190 2-Et-Ph S H NH OH H H
1191 2-Pr-Ph NH H NH H H H
1192 2-Pr-Ph NH H NH OH H H
1193 2-Pr-Ph NH H NH OA6 H H
1194 2-Pr-Ph NH H NH OA8 H H
1195 2-Pr-Ph NH H NH OA9 H H
1196 2-Pr-Ph NH H NH OA10 H H
1197 2-Pr-Ph NH H NH OA12 H H
1198 2-Pr-Ph NH H NH OA14 H H
1199 2-Pr-Ph NH H NH OA16 H H
1200 2-Pr-Ph NH H NH OH H A6
1201 2-Pr-Ph NH H NH OH H A8
1202 2-Pr-Ph NH H NH OH H A9
1203 2-Pr-Ph NH H NH OH H A10
1204 2-Pr-Ph NH H NH OH H A12
1205 2-Pr-Ph NH H NH OH H A14
1206 2-Pr-Ph NH H NH OH H A16
1207 2-Pr-Ph NH H NH OH A6 A6
1208 2-Pr-Ph NH H NH OH A8 A8
1209 2-Pr-Ph NH H NH OH A10 A10
1210 2-Pr-Ph NH H NH OA2 A2 A2
1211 2-Pr-Ph NH H NH OA3 A3 A3
1212 2-Pr-Ph NH H NH OA4 A4 A4
1213 2-Pr-Ph NH H NH OC6 H H
1214 2-Pr-Ph NH H NH OC7 H H
1215 2-Pr-Ph NH H NH OC8 H H
1216 2-Pr-Ph NH H NH OC10 H H
1217 2-Pr-Ph NH H NH OC11 H H
1218 2-Pr-Ph NH H NH OC12 H H
1219 2-Pr-Ph NH H NH OC14 H H
1220 2-Pr-Ph NH H NH OC16 H H
1221 2-Pr-Ph NH H NH C6CO3 H H
1222 2-Pr-Ph NH H NH C7CO3 H H
1223 2-Pr-Ph NH H NH C8CO3 H H
1224 2-Pr-Ph NH H NH C9CO3 H H
1225 2-Pr-Ph NH H NH C10CO3 H H
1226 2-Pr-Ph NH H NH C12CO3 H H
1227 2-Pr-Ph NH H NH C16CO3 H H
1228 2-Pr-Ph NH C8 NH OH H H
1229 2-Pr-Ph NH C9 NH OH H H
1230 2-Pr-Ph NH C10 NH OH H H
1231 2-Pr-Ph NH C12 NH OH H H
1232 2-Pr-Ph NH C16 NH OH H H
1233 2-Pr-Ph NH F1 NH OH H H
1234 2-Pr-Ph NH F2 NH OH H H
1235 2-Pr-Ph NH F3 NH OH H H
1236 2-Pr-Ph NH F4 NH OH H H
1237 2-Pr-Ph NH F5 NH OH H H
1238 2-Pr-Ph NH F6 NH OH H H
1239 2-Pr-Ph NH F7 NH OH H H
1240 2-Pr-Ph NH F8 NH OH H H
1241 2-Pr-Ph NH F9 NH OH H H
1242 2-Pr-Ph NH F10 NH OH H H
1243 2-Pr-Ph NH Ph NH OH H H
1244 2-Pr-Ph NH Bn NH OH H H
1245 2-Pr-Ph NH Pe NH OH H H
1246 2-Pr-Ph NH C12 NMe OH H H
1247 2-Pr-Ph NH C12 NEt OH H H
1248 2-Pr-Ph NH C12 NPr OH H H
1249 2-Pr-Ph NH (CH2)3 N OH H H
1250 2-Pr-Ph NH (CH2)4 N OH H H
1251 2-Pr-Ph NH (CH2)5 N OH H H
1252 2-Pr-Ph NH C12 O OH H H
1253 2-Pr-Ph NH Ph O OH H H
1254 2-Pr-Ph NH C12 S OH H H
1255 2-Pr-Ph NH Ph S OH H H
1256 2-Pr-Ph NMe H NH OH H H
1257 2-Pr-Ph NEt H NH OH H H
1258 2-Pr-Ph NPr H NH OH H H
1259 2-Pr-Ph O H NH OH H H
1260 2-Pr-Ph S H NH OH H H
1261 2-iPr-Ph NH H NH H H H
1262 2-iPr-Ph NH H NH OH H H
1263 2-iPr-Ph NH H NH OA6 H H
1264 2-iPr-Ph NH H NH OA8 H H
1265 2-iPr-Ph NH H NH OA9 H H
1266 2-iPr-Ph NH H NH OA10 H H
1267 2-iPr-Ph NH H NH OA12 H H
1268 2-iPr-Ph NH H NH OA14 H H
1269 2-iPr-Ph NH H NH OA16 H H
1270 2-iPr-Ph NH H NH OH H A6
1271 2-iPr-Ph NH H NH OH H A8
1272 2-iPr-Ph NH H NH OH H A9
1273 2-iPr-Ph NH H NH OH H A10
1274 2-iPr-Ph NH H NH OH H A12
1275 2-iPr-Ph NH H NH OH H A14
1276 2-iPr-Ph NH H NH OH H A16
1277 2-iPr-Ph NH H NH OH A6 A6
1278 2-iPr-Ph NH H NH OH A8 A8
1279 2-iPr-Ph NH H NH OH A10 A10
1280 2-iPr-Ph NH H NH OA2 A2 A2
1281 2-iPr-Ph NH H NH OA3 A3 A3
1282 2-iPr-Ph NH H NH OA4 A4 A4
1283 2-iPr-Ph NH H NH OC6 H H
1284 2-iPr-Ph NH H NH OC7 H H
1285 2-iPr-Ph NH H NH OC8 H H
1286 2-iPr-Ph NH H NH OC10 H H
1287 2-iPr-Ph NH H NH OC11 H H
1288 2-iPr-Ph NH H NH OC12 H H
1289 2-iPr-Ph NH H NH OC14 H H
1290 2-iPr-Ph NH H NH OC16 H H
1291 2-iPr-Ph NH H NH C6CO3 H H
1292 2-iPr-Ph NH H NH C7CO3 H H
1293 2-iPr-Ph NH H NH C8CO3 H H
1294 2-iPr-Ph NH H NH C9CO3 H H
1295 2-iPr-Ph NH H NH C10CO3 H H
1296 2-iPr-Ph NH H NH C12CO3 H H
1297 2-iPr-Ph NH H NH C16CO3 H H
1298 2-iPr-Ph NH C8 NH OH H H
1299 2-iPr-Ph NH C9 NH OH H H
1300 2-iPr-Ph NH C10 NH OH H H
1301 2-iPr-Ph NH C12 NH OH H H
1302 2-iPr-Ph NH C16 NH OH H H
1303 2-iPr-Ph NH F1 NH OH H H
1304 2-iPr-Ph NH F2 NH OH H H
1305 2-iPr-Ph NH F3 NH OH H H
1306 2-iPr-Ph NH F4 NH OH H H
1307 2-iPr-Ph NH F5 NH OH H H
1308 2-iPr-Ph NH F6 NH OH H H
1309 2-iPr-Ph NH F7 NH OH H H
1310 2-iPr-Ph NH F8 NH OH H H
1311 2-iPr-Ph NH F9 NH OH H H
1312 2-iPr-Ph NH F10 NH OH H H
1313 2-iPr-Ph NH Ph NH OH H H
1314 2-iPr-Ph NH Bn NH OH H H
1315 2-iPr-Ph NH Pe NH OH H H
1316 2-iPr-Ph NH C12 NMe OH H H
1317 2-iPr-Ph NH C12 NEt OH H H
1318 2-iPr-Ph NH C12 NPr OH H H
1319 2-iPr-Ph NH (CH2)3 N OH H H
1320 2-iPr-Ph NH (CH2)4 N OH H H
1321 2-iPr-Ph NH (CH2)5 N OH H H
1322 2-iPr-Ph NH C12 O OH H H
1323 2-iPr-Ph NH Ph O OH H H
1324 2-iPr-Ph NH C12 S OH H H
1325 2-iPr-Ph NH Ph S OH H H
1326 2-iPr-Ph NMe H NH OH H H
1327 2-iPr-Ph NEt H NH OH H H
1328 2-iPr-Ph NPr H NH OH H H
1329 2-iPr-Ph O H NH OH H H
1330 2-iPr-Ph S H NH OH H H
1331 2-Bu-Ph NH H NH H H H
1332 2-Bu-Ph NH H NH OH H H
1333 2-Bu-Ph NH H NH OA6 H H
1334 2-Bu-Ph NH H NH OA8 H H
1335 2-Bu-Ph NH H NH OA9 H H
1336 2-Bu-Ph NH H NH OA10 H H
1337 2-Bu-Ph NH H NH OA12 H H
1338 2-Bu-Ph NH H NH OA14 H H
1339 2-Bu-Ph NH H NH OA16 H H
1340 2-Bu-Ph NH H NH OH H A6
1341 2-Bu-Ph NH H NH OH H A8
1342 2-Bu-Ph NH H NH OH H A9
1343 2-Bu-Ph NH H NH OH H A10
1344 2-Bu-Ph NH H NH OH H A12
1345 2-Bu-Ph NH H NH OH H A14
1346 2-Bu-Ph NH H NH OH H A16
1347 2-Bu-Ph NH H NH OH A6 A6
1348 2-Bu-Ph NH H NH OH A8 A8
1349 2-Bu-Ph NH H NH OH A10 A10
1350 2-Bu-Ph NH H NH OA2 A2 A2
1351 2-Bu-Ph NH H NH OA3 A3 A3
1352 2-Bu-Ph NH H NH OA4 A4 A4
1353 2-Bu-Ph NH H NH OC6 H H
1354 2-Bu-Ph NH H NH OC7 H H
1355 2-Bu-Ph NH H NH OC8 H H
1356 2-Bu-Ph NH H NH OC10 H H
1357 2-Bu-Ph NH H NH OC11 H H
1358 2-Bu-Ph NH H NH OC12 H H
1359 2-Bu-Ph NH H NH OC14 H H
1360 2-Bu-Ph NH H NH OC16 H H
1361 2-Bu-Ph NH H NH C6CO3 H H
1362 2-Bu-Ph NH H NH C7CO3 H H
1363 2-Bu-Ph NH H NH C8CO3 H H
1364 2-Bu-Ph NH H NH C9CO3 H H
1365 2-Bu-Ph NH H NH C10CO3 H H
1366 2-Bu-Ph NH H NH C12CO3 H H
1367 2-Bu-Ph NH H NH C16CO3 H H
1368 2-Bu-Ph NH C8 NH OH H H
1369 2-Bu-Ph NH C9 NH OH H H
1370 2-Bu-Ph NH C10 NH OH H H
1371 2-Bu-Ph NH C12 NH OH H H
1372 2-Bu-Ph NH C16 NH OH H H
1373 2-Bu-Ph NH F1 NH OH H H
1374 2-Bu-Ph NH F2 NH OH H H
1375 2-Bu-Ph NH F3 NH OH H H
1376 2-Bu-Ph NH F4 NH OH H H
1377 2-Bu-Ph NH F5 NH OH H H
1378 2-Bu-Ph NH F6 NH OH H H
1379 2-Bu-Ph NH F7 NH OH H H
1380 2-Bu-Ph NH F8 NH OH H H
1381 2-Bu-Ph NH F9 NH OH H H
1382 2-Bu-Ph NH F10 NH OH H H
1383 2-Bu-Ph NH Ph NH OH H H
1384 2-Bu-Ph NH Bn NH OH H H
1385 2-Bu-Ph NH Pe NH OH H H
1386 2-Bu-Ph NH C12 NMe OH H H
1387 2-Bu-Ph NH C12 NEt OH H H
1388 2-Bu-Ph NH C12 NPr OH H H
1389 2-Bu-Ph NH (CH2)3 N OH H H
1390 2-Bu-Ph NH (CH2)4 N OH H H
1391 2-Bu-Ph NH (CH2)5 N OH H H
1392 2-Bu-Ph NH C12 O OH H H
1393 2-Bu-Ph NH Ph O OH H H
1394 2-Bu-Ph NH C12 S OH H H
1395 2-Bu-Ph NH Ph S OH H H
1396 2-Bu-Ph NMe H NH OH H H
1397 2-Bu-Ph NEt H NH OH H H
1398 2-Bu-Ph NPr H NH OH H H
1399 2-Bu-Ph O H NH OH H H
1400 2-Bu-Ph S H NH OH H H
1401 4-Vin-Ph NH H NH H H H
1402 4-Vin-Ph NH H NH OH H H
1403 4-Vin-Ph NH H NH OA6 H H
1404 4-Vin-Ph NH H NH OA8 H H
1405 4-Vin-Ph NH H NH OA9 H H
1406 4-Vin-Ph NH H NH OA10 H H
1407 4-Vin-Ph NH H NH OA12 H H
1408 4-Vin-Ph NH H NH OA14 H H
1409 4-Vin-Ph NH H NH OA16 H H
1410 4-Vin-Ph NH H NH OH H A6
1411 4-Vin-Ph NH H NH OH H A8
1412 4-Vin-Ph NH H NH OH H A9
1413 4-Vin-Ph NH H NH OH H A10
1414 4-Vin-Ph NH H NH OH H A12
1415 4-Vin-Ph NH H NH OH H A14
1416 4-Vin-Ph NH H NH OH H A16
1417 4-Vin-Ph NH H NH OH A6 A6
1418 4-Vin-Ph NH H NH OH A8 A8
1419 4-Vin-Ph NH H NH OH A10 A10
1420 4-Vin-Ph NH H NH OA2 A2 A2
1421 4-Vin-Ph NH H NH OA3 A3 A3
1422 4-Vin-Ph NH H NH OA4 A4 A4
1423 4-Vin-Ph NH H NH OC6 H H
1424 4-Vin-Ph NH H NH OC7 H H
1425 4-Vin-Ph NH H NH OC8 H H
1426 4-Vin-Ph NH H NH OC10 H H
1427 4-Vin-Ph NH H NH OC11 H H
1428 4-Vin-Ph NH H NH OC12 H H
1429 4-Vin-Ph NH H NH OC14 H H
1430 4-Vin-Ph NH H NH OC16 H H
1431 4-Vin-Ph NH H NH C6CO3 H H
1432 4-Vin-Ph NH H NH C7CO3 H H
1433 4-Vin-Ph NH H NH C8CO3 H H
1434 4-Vin-Ph NH H NH C9CO3 H H
1435 4-Vin-Ph NH H NH C10CO3 H H
1436 4-Vin-Ph NH H NH C12CO3 H H
1437 4-Vin-Ph NH H NH C16CO3 H H
1438 4-Vin-Ph NH C8 NH OH H H
1439 4-Vin-Ph NH C9 NH OH H H
1440 4-Vin-Ph NH C10 NH OH H H
1441 4-Vin-Ph NH C12 NH OH H H
1442 4-Vin-Ph NH C16 NH OH H H
1443 4-Vin-Ph NH F1 NH OH H H
1444 4-Vin-Ph NH F2 NH OH H H
1445 4-Vin-Ph NH F3 NH OH H H
1446 4-Vin-Ph NH F4 NH OH H H
1447 4-Vin-Ph NH F5 NH OH H H
1448 4-Vin-Ph NH F6 NH OH H H
1449 4-Vin-Ph NH F7 NH OH H H
1450 4-Vin-Ph NH F8 NH OH H H
1451 4-Vin-Ph NH F9 NH OH H H
1452 4-Vin-Ph NH F10 NH OH H H
1453 4-Vin-Ph NH Ph NH OH H H
1454 4-Vin-Ph NH Bn NH OH H H
1455 4-Vin-Ph NH Pe NH OH H H
1456 4-Vin-Ph NH C12 NMe OH H H
1457 4-Vin-Ph NH C12 NEt OH H H
1458 4-Vin-Ph NH C12 NPr OH H H
1459 4-Vin-Ph NH (CH2)3 N OH H H
1460 4-Vin-Ph NH (CH2)4 N OH H H
1461 4-Vin-Ph NH (CH2)5 N OH H H
1462 4-Vin-Ph NH C12 O OH H H
1463 4-Vin-Ph NH Ph O OH H H
1464 4-Vin-Ph NH C12 S OH H H
1465 4-Vin-Ph NH Ph S OH H H
1466 4-Vin-Ph NMe H NH OH H H
1467 4-Vin-Ph NEt H NH OH H H
1468 4-Vin-Ph NPr H NH OH H H
1469 4-Vin-Ph O H NH OH H H
1470 4-Vin-Ph S H NH OH H H
1471 4-CF3-Ph NH H NH H H H
1472 4-CF3-Ph NH H NH OH H H
1473 4-CF3-Ph NH H NH OA6 H H
1474 4-CF3-Ph NH H NH OA8 H H
1475 4-CF3-Ph NH H NH OA9 H H
1476 4-CF3-Ph NH H NH OA10 H H
1477 4-CF3-Ph NH H NH OA12 H H
1478 4-CF3-Ph NH H NH OA14 H H
1479 4-CF3-Ph NH H NH OA16 H H
1480 4-CF3-Ph NH H NH OH H A6
1481 4-CF3-Ph NH H NH OH H A8
1482 4-CF3-Ph NH H NH OH H A9
1483 4-CF3-Ph NH H NH OH H A10
1484 4-CF3-Ph NH H NH OH H A12
1485 4-CF3-Ph NH H NH OH H A14
1486 4-CF3-Ph NH H NH OH H A16
1487 4-CF3-Ph NH H NH OH A6 A6
1488 4-CF3-Ph NH H NH OH A8 A8
1489 4-CF3-Ph NH H NH OH A10 A10
1490 4-CF3-Ph NH H NH OA2 A2 A2
1491 4-CF3-Ph NH H NH OA3 A3 A3
1492 4-CF3-Ph NH H NH OA4 A4 A4
1493 4-CF3-Ph NH H NH OC6 H H
1494 4-CF3-Ph NH H NH OC7 H H
1495 4-CF3-Ph NH H NH OC8 H H
1496 4-CF3-Ph NH H NH OC10 H H
1497 4-CF3-Ph NH H NH OC11 H H
1498 4-CF3-Ph NH H NH OC12 H H
1499 4-CF3-Ph NH H NH OC14 H H
1500 4-CF3-Ph NH H NH OC16 H H
1501 4-CF3-Ph NH H NH C6CO3 H H
1502 4-CF3-Ph NH H NH C7CO3 H H
1503 4-CF3-Ph NH H NH C8CO3 H H
1504 4-CF3-Ph NH H NH C9CO3 H H
1505 4-CF3-Ph NH H NH C10CO3 H H
1506 4-CF3-Ph NH H NH C12CO3 H H
1507 4-CF3-Ph NH H NH C16CO3 H H
1508 4-CF3-Ph NH C8 NH OH H H
1509 4-CF3-Ph NH C9 NH OH H H
1510 4-CF3-Ph NH C10 NH OH H H
1511 4-CF3-Ph NH C12 NH OH H H
1512 4-CF3-Ph NH C16 NH OH H H
1513 4-CF3-Ph NH F1 NH OH H H
1514 4-CF3-Ph NH F2 NH OH H H
1515 4-CF3-Ph NH F3 NH OH H H
1516 4-CF3-Ph NH F4 NH OH H H
1517 4-CF3-Ph NH F5 NH OH H H
1518 4-CF3-Ph NH F6 NH OH H H
1519 4-CF3-Ph NH F7 NH OH H H
1520 4-CF3-Ph NH F8 NH OH H H
1521 4-CF3-Ph NH F9 NH OH H H
1522 4-CF3-Ph NH F10 NH OH H H
1523 4-CF3-Ph NH Ph NH OH H H
1524 4-CF3-Ph NH Bn NH OH H H
1525 4-CF3-Ph NH Pe NH OH H H
1526 4-CF3-Ph NH C12 NMe OH H H
1527 4-CF3-Ph NH C12 NEt OH H H
1528 4-CF3-Ph NH C12 NPr OH H H
1529 4-CF3-Ph NH (CH2)3 N OH H H
1530 4-CF3-Ph NH (CH2)4 N OH H H
1531 4-CF3-Ph NH (CH2)5 N OH H H
1532 4-CF3-Ph NH C12 O OH H H
1533 4-CF3-Ph NH Ph O OH H H
1534 4-CF3-Ph NH C12 S OH H H
1535 4-CF3-Ph NH Ph S OH H H
1536 4-CF3-Ph NMe H NH OH H H
1537 4-CF3-Ph NEt H NH OH H H
1538 4-CF3-Ph NPr H NH OH H H
1539 4-CF3-Ph O H NH OH H H
1540 4-CF3-Ph S H NH OH H H
1541 2,4-Me2-Ph NH H NH H H H
1542 2,4-Me2-Ph NH H NH OH H H
1543 2,4-Me2-Ph NH H NH OA6 H H
1544 2,4-Me2-Ph NH H NH OA8 H H
1545 2,4-Me2-Ph NH H NH OA9 H H
1546 2,4-Me2-Ph NH H NH OA10 H H
1547 2,4-Me2-Ph NH H NH OA12 H H
1548 2,4-Me2-Ph NH H NH OA14 H H
1549 2,4-Me2-Ph NH H NH OA16 H H
1550 2,4-Me2-Ph NH H NH OH H A6
1551 2,4-Me2-Ph NH H NH OH H A8
1552 2,4-Me2-Ph NH H NH OH H A9
1553 2,4-Me2-Ph NH H NH OH H A10
1554 2,4-Me2-Ph NH H NH OH H A12
1555 2,4-Me2-Ph NH H NH OH H A14
1556 2,4-Me2-Ph NH H NH OH H A16
1557 2,4-Me2-Ph NH H NH OH A6 A6
1558 2,4-Me2-Ph NH H NH OH A8 A8
1559 2,4-Me2-Ph NH H NH OH A10 A10
1560 2,4-Me2-Ph NH H NH OA2 A2 A2
1561 2,4-Me2-Ph NH H NH OA3 A3 A3
1562 2,4-Me2-Ph NH H NH OA4 A4 A4
1563 2,4-Me2-Ph NH H NH OC6 H H
1564 2,4-Me2-Ph NH H NH OC7 H H
1565 2,4-Me2-Ph NH H NH OC8 H H
1566 2,4-Me2-Ph NH H NH OC10 H H
1567 2,4-Me2-Ph NH H NH OC11 H H
1568 2,4-Me2-Ph NH H NH OC12 H H
1569 2,4-Me2-Ph NH H NH OC14 H H
1570 2,4-Me2-Ph NH H NH OC16 H H
1571 2,4-Me2-Ph NH H NH C6CO3 H H
1572 2,4-Me2-Ph NH H NH C7CO3 H H
1573 2,4-Me2-Ph NH H NH C8CO3 H H
1574 2,4-Me2-Ph NH H NH C9CO3 H H
1575 2,4-Me2-Ph NH H NH C10CO3 H H
1576 2,4-Me2-Ph NH H NH C12CO3 H H
1577 2,4-Me2-Ph NH H NH C16CO3 H H
1578 2,4-Me2-Ph NH C8 NH OH H H
1579 2,4-Me2-Ph NH C9 NH OH H H
1580 2,4-Me2-Ph NH C10 NH OH H H
1581 2,4-Me2-Ph NH C12 NH OH H H
1582 2,4-Me2-Ph NH C16 NH OH H H
1583 2,4-Me2-Ph NH F1 NH OH H H
1584 2,4-Me2-Ph NH F2 NH OH H H
1585 2,4-Me2-Ph NH F3 NH OH H H
1586 2,4-Me2-Ph NH F4 NH OH H H
1587 2,4-Me2-Ph NH F5 NH OH H H
1588 2,4-Me2-Ph NH F6 NH OH H H
1589 2,4-Me2-Ph NH F7 NH OH H H
1590 2,4-Me2-Ph NH F8 NH OH H H
1591 2,4-Me2-Ph NH F9 NH OH H H
1592 2,4-Me2-Ph NH F10 NH OH H H
1593 2,4-Me2-Ph NH Ph NH OH H H
1594 2,4-Me2-Ph NH Bn NH OH H H
1595 2,4-Me2-Ph NH Pe NH OH H H
1596 2,4-Me2-Ph NH C12 NMe OH H H
1597 2,4-Me2-Ph NH C12 NEt OH H H
1598 2,4-Me2-Ph NH C12 NPr OH H H
1599 2,4-Me2-Ph NH (CH2)3 N OH H H
1600 2,4-Me2-Ph NH (CH2)4 N OH H H
1601 2,4-Me2-Ph NH (CH2)5 N OH H H
1602 2,4-Me2-Ph NH C12 O OH H H
1603 2,4-Me2-Ph NH Ph O OH H H
1604 2,4-Me2-Ph NH C12 S OH H H
1605 2,4-Me2-Ph NH Ph S OH H H
1606 2,4-Me2-Ph NMe H NH OH H H
1607 2,4-Me2-Ph NEt H NH OH H H
1608 2,4-Me2-Ph NPr H NH OH H H
1609 2,4-Me2-Ph O H NH OH H H
1610 2,4-Me2-Ph S H NH OH H H
1611 3,4-Me2-Ph NH H NH H H H
1612 3,4-Me2-Ph NH H NH OH H H
1613 3,4-Me2-Ph NH H NH OA6 H H
1614 3,4-Me2-Ph NH H NH OA8 H H
1615 3,4-Me2-Ph NH H NH OA9 H H
1616 3,4-Me2-Ph NH H NH OA10 H H
1617 3,4-Me2-Ph NH H NH OA12 H H
1618 3,4-Me2-Ph NH H NH OA14 H H
1619 3,4-Me2-Ph NH H NH OA16 H H
1620 3,4-Me2-Ph NH H NH OH H A6
1621 3,4-Me2-Ph NH H NH OH H A8
1622 3,4-Me2-Ph NH H NH OH H A9
1623 3,4-Me2-Ph NH H NH OH H A10
1624 3,4-Me2-Ph NH H NH OH H A12
1625 3,4-Me2-Ph NH H NH OH H A14
1626 3,4-Me2-Ph NH H NH OH H A16
1627 3,4-Me2-Ph NH H NH OH A6 A6
1628 3,4-Me2-Ph NH H NH OH A8 A8
1629 3,4-Me2-Ph NH H NH OH A10 A10
1630 3,4-Me2-Ph NH H NH OA2 A2 A2
1631 3,4-Me2-Ph NH H NH OA3 A3 A3
1632 3,4-Me2-Ph NH H NH OA4 A4 A4
1633 3,4-Me2-Ph NH H NH OC6 H H
1634 3,4-Me2-Ph NH H NH OC7 H H
1635 3,4-Me2-Ph NH H NH OC8 H H
1636 3,4-Me2-Ph NH H NH OC10 H H
1637 3,4-Me2-Ph NH H NH OC11 H H
1638 3,4-Me2-Ph NH H NH OC12 H H
1639 3,4-Me2-Ph NH H NH OC14 H H
1640 3,4-Me2-Ph NH H NH OC16 H H
1641 3,4-Me2-Ph NH H NH C6CO3 H H
1642 3,4-Me2-Ph NH H NH C7CO3 H H
1643 3,4-Me2-Ph NH H NH C8CO3 H H
1644 3,4-Me2-Ph NH H NH C9CO3 H H
1645 3,4-Me2-Ph NH H NH C10CO3 H H
1646 3,4-Me2-Ph NH H NH C12CO3 H H
1647 3,4-Me2-Ph NH H NH C16CO3 H H
1648 3,4-Me2-Ph NH C8 NH OH H H
1649 3,4-Me2-Ph NH C9 NH OH H H
1650 3,4-Me2-Ph NH C10 NH OH H H
1651 3,4-Me2-Ph NH C12 NH OH H H
1652 3,4-Me2-Ph NH C16 NH OH H H
1653 3,4-Me2-Ph NH F1 NH OH H H
1654 3,4-Me2-Ph NH F2 NH OH H H
1655 3,4-Me2-Ph NH F3 NH OH H H
1656 3,4-Me2-Ph NH F4 NH OH H H
1657 3,4-Me2-Ph NH F5 NH OH H H
1658 3,4-Me2-Ph NH F6 NH OH H H
1659 3,4-Me2-Ph NH F7 NH OH H H
1660 3,4-Me2-Ph NH F8 NH OH H H
1661 3,4-Me2-Ph NH F9 NH OH H H
1662 3,4-Me2-Ph NH F10 NH OH H H
1663 3,4-Me2-Ph NH Ph NH OH H H
1664 3,4-Me2-Ph NH Bn NH OH H H
1665 3,4-Me2-Ph NH Pe NH OH H H
1666 3,4-Me2-Ph NH C12 NMe OH H H
1667 3,4-Me2-Ph NH C12 NEt OH H H
1668 3,4-Me2-Ph NH C12 NPr OH H H
1669 3,4-Me2-Ph NH (CH2)3 N OH H H
1670 3,4-Me2-Ph NH (CH2)4 N OH H H
1671 3,4-Me2-Ph NH (CH2)5 N OH H H
1672 3,4-Me2-Ph NH C12 O OH H H
1673 3,4-Me2-Ph NH Ph O OH H H
1674 3,4-Me2-Ph NH C12 S OH H H
1675 3,4-Me2-Ph NH Ph S OH H H
1676 3,4-Me2-Ph NMe H NH OH H H
1677 3,4-Me2-Ph NEt H NH OH H H
1678 3,4-Me2-Ph NPr H NH OH H H
1679 3,4-Me2-Ph O H NH OH H H
1680 3,4-Me2-Ph S H NH OH H H
1681 3,5-Me2-Ph NH H NH H H H
1682 3,5-Me2-Ph NH H NH OH H H
1683 3,5-Me2-Ph NH H NH OA6 H H
1684 3,5-Me2-Ph NH H NH OA8 H H
1685 3,5-Me2-Ph NH H NH OA9 H H
1686 3,5-Me2-Ph NH H NH OA10 H H
1687 3,5-Me2-Ph NH H NH OA12 H H
1688 3,5-Me2-Ph NH H NH OA14 H H
1689 3,5-Me2-Ph NH H NH OA16 H H
1690 3,5-Me2-Ph NH H NH OH H A6
1691 3,5-Me2-Ph NH H NH OH H A8
1692 3,5-Me2-Ph NH H NH OH H A9
1693 3,5-Me2-Ph NH H NH OH H A10
1694 3,5-Me2-Ph NH H NH OH H A12
1695 3,5-Me2-Ph NH H NH OH H A14
1696 3,5-Me2-Ph NH H NH OH H A16
1697 3,5-Me2-Ph NH H NH OH A6 A6
1698 3,5-Me2-Ph NH H NH OH A8 A8
1699 3,5-Me2-Ph NH H NH OH A10 A10
1700 3,5-Me2-Ph NH H NH OA2 A2 A2
1701 3,5-Me2-Ph NH H NH OA3 A3 A3
1702 3,5-Me2-Ph NH H NH OA4 A4 A4
1703 3,5-Me2-Ph NH H NH OC6 H H
1704 3,5-Me2-Ph NH H NH OC7 H H
1705 3,5-Me2-Ph NH H NH OC8 H H
1706 3,5-Me2-Ph NH H NH OC10 H H
1707 3,5-Me2-Ph NH H NH OC11 H H
1708 3,5-Me2-Ph NH H NH OC12 H H
1709 3,5-Me2-Ph NH H NH OC14 H H
1710 3,5-Me2-Ph NH H NH OC16 H H
1711 3,5-Me2-Ph NH H NH C6CO3 H H
1712 3,5-Me2-Ph NH H NH C7CO3 H H
1713 3,5-Me2-Ph NH H NH C8CO3 H H
1714 3,5-Me2-Ph NH H NH C9CO3 H H
1715 3,5-Me2-Ph NH H NH C10CO3 H H
1716 3,5-Me2-Ph NH H NH C12CO3 H H
1717 3,5-Me2-Ph NH H NH C16CO3 H H
1718 3,5-Me2-Ph NH C8 NH OH H H
1719 3,5-Me2-Ph NH C9 NH OH H H
1720 3,5-Me2-Ph NH C10 NH OH H H
1721 3,5-Me2-Ph NH C12 NH OH H H
1722 3,5-Me2-Ph NH C16 NH OH H H
1723 3,5-Me2-Ph NH F1 NH OH H H
1724 3,5-Me2-Ph NH F2 NH OH H H
1725 3,5-Me2-Ph NH F3 NH OH H H
1726 3,5-Me2-Ph NH F4 NH OH H H
1727 3,5-Me2-Ph NH F5 NH OH H H
1728 3,5-Me2-Ph NH F6 NH OH H H
1729 3,5-Me2-Ph NH F7 NH OH H H
1730 3,5-Me2-Ph NH F8 NH OH H H
1731 3,5-Me2-Ph NH F9 NH OH H H
1732 3,5-Me2-Ph NH F10 NH OH H H
1733 3,5-Me2-Ph NH Ph NH OH H H
1734 3,5-Me2-Ph NH Bn NH OH H H
1735 3,5-Me2-Ph NH Pe NH OH H H
1736 3,5-Me2-Ph NH C12 NMe OH H H
1737 3,5-Me2-Ph NH C12 NEt OH H H
1738 3,5-Me2-Ph NH C12 NPr OH H H
1739 3,5-Me2-Ph NH (CH2)3 N OH H H
1740 3,5-Me2-Ph NH (CH2)4 N OH H H
1741 3,5-Me2-Ph NH (CH2)5 N OH H H
1742 3,5-Me2-Ph NH C12 O OH H H
1743 3,5-Me2-Ph NH Ph O OH H H
1744 3,5-Me2-Ph NH C12 S OH H H
1745 3,5-Me2-Ph NH Ph S OH H H
1746 3,5-Me2-Ph NMe H NH OH H H
1747 3,5-Me2-Ph NEt H NH OH H H
1748 3,5-Me2-Ph NPr H NH OH H H
1749 2,4,6-Me3-Ph O H NH OH H H
1750 2,4,6-Me3-Ph S H NH OH H H
1751 2,4,6-Me3-Ph NH H NH H H H
1752 2,4,6-Me3-Ph NH H NH OH H H
1753 2,4,6-Me3-Ph NH H NH OA6 H H
1754 2,4,6-Me3-Ph NH H NH OA8 H H
1755 2,4,6-Me3-Ph NH H NH OA9 H H
1756 2,4,6-Me3-Ph NH H NH OA10 H H
1757 2,4,6-Me3-Ph NH H NH OA12 H H
1758 2,4,6-Me3-Ph NH H NH OA14 H H
1759 2,4,6-Me3-Ph NH H NH OA16 H H
1760 2,4,6-Me3-Ph NH H NH OH H A6
1761 2,4,6-Me3-Ph NH H NH OH H A8
1762 2,4,6-Me3-Ph NH H NH OH H A9
1763 2,4,6-Me3-Ph NH H NH OH H A10
1764 2,4,6-Me3-Ph NH H NH OH H A12
1765 2,4,6-Me3-Ph NH H NH OH H A14
1766 2,4,6-Me3-Ph NH H NH OH H A16
1767 2,4,6-Me3-Ph NH H NH OH A6 A6
1768 2,4,6-Me3-Ph NH H NH OH A8 A8
1769 2,4,6-Me3-Ph NH H NH OH A10 A10
1770 2,4,6-Me3-Ph NH H NH OA2 A2 A2
1771 2,4,6-Me3-Ph NH H NH OA3 A3 A3
1772 2,4,6-Me3-Ph NH H NH OA4 A4 A4
1773 2,4,6-Me3-Ph NH H NH OC6 H H
1774 2,4,6-Me3-Ph NH H NH OC7 H H
1775 2,4,6-Me3-Ph NH H NH OC8 H H
1776 2,4,6-Me3-Ph NH H NH OC10 H H
1777 2,4,6-Me3-Ph NH H NH OC11 H H
1778 2,4,6-Me3-Ph NH H NH OC12 H H
1779 2,4,6-Me3-Ph NH H NH OC14 H H
1780 2,4,6-Me3-Ph NH H NH OC16 H H
1781 2,4,6-Me3-Ph NH H NH C6CO3 H H
1782 2,4,6-Me3-Ph NH H NH C7CO3 H H
1783 2,4,6-Me3-Ph NH H NH C8CO3 H H
1784 2,4,6-Me3-Ph NH H NH C9CO3 H H
1785 2,4,6-Me3-Ph NH H NH C10CO3 H H
1786 2,4,6-Me3-Ph NH H NH C12CO3 H H
1787 2,4,6-Me3-Ph NH H NH C16CO3 H H
1788 2,4,6-Me3-Ph NH C8 NH OH H H
1789 2,4,6-Me3-Ph NH C9 NH OH H H
1790 2,4,6-Me3-Ph NH C10 NH OH H H
1791 2,4,6-Me3-Ph NH C12 NH OH H H
1792 2,4,6-Me3-Ph NH C16 NH OH H H
1793 2,4,6-Me3-Ph NH F1 NH OH H H
1794 2,4,6-Me3-Ph NH F2 NH OH H H
1795 2,4,6-Me3-Ph NH F3 NH OH H H
1796 2,4,6-Me3-Ph NH F4 NH OH H H
1797 2,4,6-Me3-Ph NH F5 NH OH H H
1798 2,4,6-Me3-Ph NH F6 NH OH H H
1799 2,4,6-Me3-Ph NH F7 NH OH H H
1800 2,4,6-Me3-Ph NH F8 NH OH H H
1801 2,4,6-Me3-Ph NH F9 NH OH H H
1802 2,4,6-Me3-Ph NH F10 NH OH H H
1803 2,4,6-Me3-Ph NH Ph NH OH H H
1804 2,4,6-Me3-Ph NH Bn NH OH H H
1805 2,4,6-Me3-Ph NH Pe NH OH H H
1806 2,4,6-Me3-Ph NH C12 NMe OH H H
1807 2,4,6-Me3-Ph NH C12 NEt OH H H
1808 2,4,6-Me3-Ph NH C12 NPr OH H H
1809 2,4,6-Me3-Ph NH (CH2)3 N OH H H
1810 2,4,6-Me3-Ph NH (CH2)4 N OH H H
1811 2,4,6-Me3-Ph NH (CH2)5 N OH H H
1812 2,4,6-Me3-Ph NH C12 O OH H H
1813 2,4,6-Me3-Ph NH Ph O OH H H
1814 2,4,6-Me3-Ph NH C12 S OH H H
1815 2,4,6-Me3-Ph NH Ph S OH H H
1816 2,4,6-Me3-Ph NMe H NH OH H H
1817 2,4,6-Me3-Ph NEt H NH OH H H
1818 2,4,6-Me3-Ph NPr H NH OH H H
1819 2,4,6-Me3-Ph O H NH OH H H
1820 2,4,6-Me3-Ph S H NH OH H H
1821 2-MeO-Ph NH H NH H H H
1822 2-MeO-Ph NH H NH OH H H
1823 2-MeO-Ph NH H NH OA6 H H
1824 2-MeO-Ph NH H NH OA8 H H
1825 2-MeO-Ph NH H NH OA9 H H
1826 2-MeO-Ph NH H NH OA10 H H
1827 2-MeO-Ph NH H NH OA12 H H
1828 2-MeO-Ph NH H NH OA14 H H
1829 2-MeO-Ph NH H NH OA16 H H
1830 2-MeO-Ph NH H NH OH H A6
1831 2-MeO-Ph NH H NH OH H A8
1832 2-MeO-Ph NH H NH OH H A9
1833 2-MeO-Ph NH H NH OH H A10
1834 2-MeO-Ph NH H NH OH H A12
1835 2-MeO-Ph NH H NH OH H A14
1836 2-MeO-Ph NH H NH OH H A16
1837 2-MeO-Ph NH H NH OH A6 A6
1838 2-MeO-Ph NH H NH OH A8 A8
1839 2-MeO-Ph NH H NH OH A10 A10
1840 2-MeO-Ph NH H NH OA2 A2 A2
1841 2-MeO-Ph NH H NH OA3 A3 A3
1842 2-MeO-Ph NH H NH OA4 A4 A4
1843 2-MeO-Ph NH H NH OC6 H H
1844 2-MeO-Ph NH H NH OC7 H H
1845 2-MeO-Ph NH H NH OC8 H H
1846 2-MeO-Ph NH H NH OC10 H H
1847 2-MeO-Ph NH H NH OC11 H H
1848 2-MeO-Ph NH H NH OC12 H H
1849 2-MeO-Ph NH H NH OC14 H H
1850 2-MeO-Ph NH H NH OC16 H H
1851 2-MeO-Ph NH H NH C6CO3 H H
1852 2-MeO-Ph NH H NH C7CO3 H H
1853 2-MeO-Ph NH H NH C8CO3 H H
1854 2-MeO-Ph NH H NH C9CO3 H H
1855 2-MeO-Ph NH H NH C10CO3 H H
1856 2-MeO-Ph NH H NH C12CO3 H H
1857 2-MeO-Ph NH H NH C16CO3 H H
1858 2-MeO-Ph NH C8 NH OH H H
1859 2-MeO-Ph NH C9 NH OH H H
1860 2-MeO-Ph NH C10 NH OH H H
1861 2-MeO-Ph NH C12 NH OH H H
1862 2-MeO-Ph NH C16 NH OH H H
1863 2-MeO-Ph NH F1 NH OH H H
1864 2-MeO-Ph NH F2 NH OH H H
1865 2-MeO-Ph NH F3 NH OH H H
1866 2-MeO-Ph NH F4 NH OH H H
1867 2-MeO-Ph NH F5 NH OH H H
1868 2-MeO-Ph NH F6 NH OH H H
1869 2-MeO-Ph NH F7 NH OH H H
1870 2-MeO-Ph NH F8 NH OH H H
1871 2-MeO-Ph NH F9 NH OH H H
1872 2-MeO-Ph NH F10 NH OH H H
1873 2-MeO-Ph NH Ph NH OH H H
1874 2-MeO-Ph NH Bn NH OH H H
1875 2-MeO-Ph NH Pe NH OH H H
1876 2-MeO-Ph NH C12 NMe OH H H
1877 2-MeO-Ph NH C12 NEt OH H H
1878 2-MeO-Ph NH C12 NPr OH H H
1879 2-MeO-Ph NH (CH2)3 N OH H H
1880 2-MeO-Ph NH (CH2)4 N OH H H
1881 2-MeO-Ph NH (CH2)5 N OH H H
1882 2-MeO-Ph NH C12 O OH H H
1883 2-MeO-Ph NH Ph O OH H H
1884 2-MeO-Ph NH C12 S OH H H
1885 2-MeO-Ph NH Ph S OH H H
1886 2-MeO-Ph NMe H NH OH H H
1887 2-MeO-Ph NEt H NH OH H H
1888 2-MeO-Ph NPr H NH OH H H
1889 2-MeO-Ph O H NH OH H H
1890 2-MeO-Ph S H NH OH H H
1891 2-EtO-Ph NH H NH H H H
1892 2-EtO-Ph NH H NH OH H H
1893 2-EtO-Ph NH H NH OA6 H H
1894 2-EtO-Ph NH H NH OA8 H H
1895 2-EtO-Ph NH H NH OA9 H H
1896 2-EtO-Ph NH H NH OA10 H H
1897 2-EtO-Ph NH H NH OA12 H H
1898 2-EtO-Ph NH H NH OA14 H H
1899 2-EtO-Ph NH H NH OA16 H H
1900 2-EtO-Ph NH H NH OH H A6
1901 2-EtO-Ph NH H NH OH H A8
1902 2-EtO-Ph NH H NH OH H A9
1903 2-EtO-Ph NH H NH OH H A10
1904 2-EtO-Ph NH H NH OH H A12
1905 2-EtO-Ph NH H NH OH H A14
1906 2-EtO-Ph NH H NH OH H A16
1907 2-EtO-Ph NH H NH OH A6 A6
1908 2-EtO-Ph NH H NH OH A8 A8
1909 2-EtO-Ph NH H NH OH A10 A10
1910 2-EtO-Ph NH H NH OA2 A2 A2
1911 2-EtO-Ph NH H NH OA3 A3 A3
1912 2-EtO-Ph NH H NH OA4 A4 A4
1913 2-EtO-Ph NH H NH OC6 H H
1914 2-EtO-Ph NH H NH OC7 H H
1915 2-EtO-Ph NH H NH OC8 H H
1916 2-EtO-Ph NH H NH OC10 H H
1917 2-EtO-Ph NH H NH OC11 H H
1918 2-EtO-Ph NH H NH OC12 H H
1919 2-EtO-Ph NH H NH OC14 H H
1920 2-EtO-Ph NH H NH OC16 H H
1921 2-EtO-Ph NH H NH C6CO3 H H
1922 2-EtO-Ph NH H NH C7CO3 H H
1923 2-EtO-Ph NH H NH C8CO3 H H
1924 2-EtO-Ph NH H NH C9CO3 H H
1925 2-EtO-Ph NH H NH C10CO3 H H
1926 2-EtO-Ph NH H NH C12CO3 H H
1927 2-EtO-Ph NH H NH C16CO3 H H
1928 2-EtO-Ph NH C8 NH OH H H
1929 2-EtO-Ph NH C9 NH OH H H
1930 2-EtO-Ph NH C10 NH OH H H
1931 2-EtO-Ph NH C12 NH OH H H
1932 2-EtO-Ph NH C16 NH OH H H
1933 2-EtO-Ph NH F1 NH OH H H
1934 2-EtO-Ph NH F2 NH OH H H
1935 2-EtO-Ph NH F3 NH OH H H
1936 2-EtO-Ph NH F4 NH OH H H
1937 2-EtO-Ph NH F5 NH OH H H
1938 2-EtO-Ph NH F6 NH OH H H
1939 2-EtO-Ph NH F7 NH OH H H
1940 2-EtO-Ph NH F8 NH OH H H
1941 2-EtO-Ph NH F9 NH OH H H
1942 2-EtO-Ph NH F10 NH OH H H
1943 2-EtO-Ph NH Ph NH OH H H
1944 2-EtO-Ph NH Bn NH OH H H
1945 2-EtO-Ph NH Pe NH OH H H
1946 2-EtO-Ph NH C12 NMe OH H H
1947 2-EtO-Ph NH C12 NEt OH H H
1948 2-EtO-Ph NH C12 NPr OH H H
1949 2-EtO-Ph NH (CH2)3 N OH H H
1950 2-EtO-Ph NH (CH2)4 N OH H H
1951 2-EtO-Ph NH (CH2)5 N OH H H
1952 2-EtO-Ph NH C12 O OH H H
1953 2-EtO-Ph NH Ph O OH H H
1954 2-EtO-Ph NH C12 S OH H H
1955 2-EtO-Ph NH Ph S OH H H
1956 2-EtO-Ph NMe H NH OH H H
1957 2-EtO-Ph NEt H NH OH H H
1958 2-EtO-Ph NPr H NH OH H H
1959 2-EtO-Ph O H NH OH H H
1960 2-EtO-Ph S H NH OH H H
1961 3-EtO-Ph NH H NH H H H
1962 3-EtO-Ph NH H NH OH H H
1963 3-EtO-Ph NH H NH OA6 H H
1964 3-EtO-Ph NH H NH OA8 H H
1965 3-EtO-Ph NH H NH OA9 H H
1966 3-EtO-Ph NH H NH OA10 H H
1967 3-EtO-Ph NH H NH OA12 H H
1968 3-EtO-Ph NH H NH OA14 H H
1969 3-EtO-Ph NH H NH OA16 H H
1970 3-EtO-Ph NH H NH OH H A6
1971 3-EtO-Ph NH H NH OH H A8
1972 3-EtO-Ph NH H NH OH H A9
1973 3-EtO-Ph NH H NH OH H A10
1974 3-EtO-Ph NH H NH OH H A12
1975 3-EtO-Ph NH H NH OH H A14
1976 3-EtO-Ph NH H NH OH H A16
1977 3-EtO-Ph NH H NH OH A6 A6
1978 3-EtO-Ph NH H NH OH A8 A8
1979 3-EtO-Ph NH H NH OH A10 A10
1980 3-EtO-Ph NH H NH OA2 A2 A2
1981 3-EtO-Ph NH H NH OA3 A3 A3
1982 3-EtO-Ph NH H NH OA4 A4 A4
1983 3-EtO-Ph NH H NH OC6 H H
1984 3-EtO-Ph NH H NH OC7 H H
1985 3-EtO-Ph NH H NH OC8 H H
1986 3-EtO-Ph NH H NH OC10 H H
1987 3-EtO-Ph NH H NH OC11 H H
1988 3-EtO-Ph NH H NH OC12 H H
1989 3-EtO-Ph NH H NH OC14 H H
1990 3-EtO-Ph NH H NH OC16 H H
1991 3-EtO-Ph NH H NH C6CO3 H H
1992 3-EtO-Ph NH H NH C7CO3 H H
1993 3-EtO-Ph NH H NH C8CO3 H H
1994 3-EtO-Ph NH H NH C9CO3 H H
1995 3-EtO-Ph NH H NH C10CO3 H H
1996 3-EtO-Ph NH H NH C12CO3 H H
1997 3-EtO-Ph NH H NH C16CO3 H H
1998 3-EtO-Ph NH C8 NH OH H H
1999 3-EtO-Ph NH C9 NH OH H H
2000 3-EtO-Ph NH C10 NH OH H H
2001 3-EtO-Ph NH C12 NH OH H H
2002 3-EtO-Ph NH C16 NH OH H H
2003 3-EtO-Ph NH F1 NH OH H H
2004 3-EtO-Ph NH F2 NH OH H H
2005 3-EtO-Ph NH F3 NH OH H H
2006 3-EtO-Ph NH F4 NH OH H H
2007 3-EtO-Ph NH F5 NH OH H H
2008 3-EtO-Ph NH F6 NH OH H H
2009 3-EtO-Ph NH F7 NH OH H H
2010 3-EtO-Ph NH F8 NH OH H H
2011 3-EtO-Ph NH F9 NH OH H H
2012 3-EtO-Ph NH F10 NH OH H H
2013 3-EtO-Ph NH Ph NH OH H H
2014 3-EtO-Ph NH Bn NH OH H H
2015 3-EtO-Ph NH Pe NH OH H H
2016 3-EtO-Ph NH C12 NMe OH H H
2017 3-EtO-Ph NH C12 NEt OH H H
2018 3-EtO-Ph NH C12 NPr OH H H
2019 3-EtO-Ph NH (CH2)3 N OH H H
2020 3-EtO-Ph NH (CH2)4 N OH H H
2021 3-EtO-Ph NH (CH2)5 N OH H H
2022 3-EtO-Ph NH C12 O OH H H
2023 3-EtO-Ph NH Ph O OH H H
2024 3-EtO-Ph NH C12 S OH H H
2025 3-EtO-Ph NH Ph S OH H H
2026 3-EtO-Ph NMe H NH OH H H
2027 3-EtO-Ph NEt H NH OH H H
2028 3-EtO-Ph NPr H NH OH H H
2029 3-EtO-Ph O H NH OH H H
2030 3-EtO-Ph S H NH OH H H
2031 4-EtO-Ph NH H NH H H H
2032 4-EtO-Ph NH H NH OH H H
2033 4-EtO-Ph NH H NH OA6 H H
2034 4-EtO-Ph NH H NH OA8 H H
2035 4-EtO-Ph NH H NH OA9 H H
2036 4-EtO-Ph NH H NH OA10 H H
2037 4-EtO-Ph NH H NH OA12 H H
2038 4-EtO-Ph NH H NH OA14 H H
2039 4-EtO-Ph NH H NH OA16 H H
2040 4-EtO-Ph NH H NH OH H A6
2041 4-EtO-Ph NH H NH OH H A8
2042 4-EtO-Ph NH H NH OH H A9
2043 4-EtO-Ph NH H NH OH H A10
2044 4-EtO-Ph NH H NH OH H A12
2045 4-EtO-Ph NH H NH OH H A14
2046 4-EtO-Ph NH H NH OH H A16
2047 4-EtO-Ph NH H NH OH A6 A6
2048 4-EtO-Ph NH H NH OH A8 A8
2049 4-EtO-Ph NH H NH OH A10 A10
2050 4-EtO-Ph NH H NH OA2 A2 A2
2051 4-EtO-Ph NH H NH OA3 A3 A3
2052 4-EtO-Ph NH H NH OA4 A4 A4
2053 4-EtO-Ph NH H NH OC6 H H
2054 4-EtO-Ph NH H NH OC7 H H
2055 4-EtO-Ph NH H NH OC8 H H
2056 4-EtO-Ph NH H NH OC10 H H
2057 4-EtO-Ph NH H NH OC11 H H
2058 4-EtO-Ph NH H NH OC12 H H
2059 4-EtO-Ph NH H NH OC14 H H
2060 4-EtO-Ph NH H NH OC16 H H
2061 4-EtO-Ph NH H NH C6CO3 H H
2062 4-EtO-Ph NH H NH C7CO3 H H
2063 4-EtO-Ph NH H NH C8CO3 H H
2064 4-EtO-Ph NH H NH C9CO3 H H
2065 4-EtO-Ph NH H NH C10CO3 H H
2066 4-EtO-Ph NH H NH C12CO3 H H
2067 4-EtO-Ph NH H NH C16CO3 H H
2068 4-EtO-Ph NH C8 NH OH H H
2069 4-EtO-Ph NH C9 NH OH H H
2070 4-EtO-Ph NH C10 NH OH H H
2071 4-EtO-Ph NH C12 NH OH H H
2072 4-EtO-Ph NH C16 NH OH H H
2073 4-EtO-Ph NH F1 NH OH H H
2074 4-EtO-Ph NH F2 NH OH H H
2075 4-EtO-Ph NH F3 NH OH H H
2076 4-EtO-Ph NH F4 NH OH H H
2077 4-EtO-Ph NH F5 NH OH H H
2078 4-EtO-Ph NH F6 NH OH H H
2079 4-EtO-Ph NH F7 NH OH H H
2080 4-EtO-Ph NH F8 NH OH H H
2081 4-EtO-Ph NH F9 NH OH H H
2082 4-EtO-Ph NH F10 NH OH H H
2083 4-EtO-Ph NH Ph NH OH H H
2084 4-EtO-Ph NH Bn NH OH H H
2085 4-EtO-Ph NH Pe NH OH H H
2086 4-EtO-Ph NH C12 NMe OH H H
2087 4-EtO-Ph NH C12 NEt OH H H
2088 4-EtO-Ph NH C12 NPr OH H H
2089 4-EtO-Ph NH (CH2)3 N OH H H
2090 4-EtO-Ph NH (CH2)4 N OH H H
2091 4-EtO-Ph NH (CH2)5 N OH H H
2092 4-EtO-Ph NH C12 O OH H H
2093 4-EtO-Ph NH Ph O OH H H
2094 4-EtO-Ph NH C12 S OH H H
2095 4-EtO-Ph NH Ph S OH H H
2096 4-EtO-Ph NMe H NH OH H H
2097 4-EtO-Ph NEt H NH OH H H
2098 4-EtO-Ph NPr H NH OH H H
2099 4-EtO-Ph O H NH OH H H
2100 4-EtO-Ph S H NH OH H H
2101 3-iPrO-Ph NH H NH H H H
2102 3-iPrO-Ph NH H NH OH H H
2103 3-iPrO-Ph NH H NH OA6 H H
2104 3-iPrO-Ph NH H NH OA8 H H
2105 3-iPrO-Ph NH H NH OA9 H H
2106 3-iPrO-Ph NH H NH OA10 H H
2107 3-iPrO-Ph NH H NH OA12 H H
2108 3-iPrO-Ph NH H NH OA14 H H
2109 3-iPrO-Ph NH H NH OA16 H H
2110 3-iPrO-Ph NH H NH OH H A6
2111 3-iPrO-Ph NH H NH OH H A8
2112 3-iPrO-Ph NH H NH OH H A9
2113 3-iPrO-Ph NH H NH OH H A10
2114 3-iPrO-Ph NH H NH OH H A12
2115 3-iPrO-Ph NH H NH OH H A14
2116 3-iPrO-Ph NH H NH OH H A16
2117 3-iPrO-Ph NH H NH OH A6 A6
2118 3-iPrO-Ph NH H NH OH A8 A8
2119 3-iPrO-Ph NH H NH OH A10 A10
2120 3-iPrO-Ph NH H NH OA2 A2 A2
2121 3-iPrO-Ph NH H NH OA3 A3 A3
2122 3-iPrO-Ph NH H NH OA4 A4 A4
2123 3-iPrO-Ph NH H NH OC6 H H
2124 3-iPrO-Ph NH H NH OC7 H H
2125 3-iPrO-Ph NH H NH OC8 H H
2126 3-iPrO-Ph NH H NH OC10 H H
2127 3-iPrO-Ph NH H NH OC11 H H
2128 3-iPrO-Ph NH H NH OC12 H H
2129 3-iPrO-Ph NH H NH OC14 H H
2130 3-iPrO-Ph NH H NH OC16 H H
2131 3-iPrO-Ph NH H NH C6CO3 H H
2132 3-iPrO-Ph NH H NH C7CO3 H H
2133 3-iPrO-Ph NH H NH C8CO3 H H
2134 3-iPrO-Ph NH H NH C9CO3 H H
2135 3-iPrO-Ph NH H NH C10CO3 H H
2136 3-iPrO-Ph NH H NH C12CO3 H H
2137 3-iPrO-Ph NH H NH C16CO3 H H
2138 3-iPrO-Ph NH C8 NH OH H H
2139 3-iPrO-Ph NH C9 NH OH H H
2140 3-iPrO-Ph NH C10 NH OH H H
2141 3-iPrO-Ph NH C12 NH OH H H
2142 3-iPrO-Ph NH C16 NH OH H H
2143 3-iPrO-Ph NH F1 NH OH H H
2144 3-iPrO-Ph NH F2 NH OH H H
2145 3-iPrO-Ph NH F3 NH OH H H
2146 3-iPrO-Ph NH F4 NH OH H H
2147 3-iPrO-Ph NH F5 NH OH H H
2148 3-iPrO-Ph NH F6 NH OH H H
2149 3-iPrO-Ph NH F7 NH OH H H
2150 3-iPrO-Ph NH F8 NH OH H H
2151 3-iPrO-Ph NH F9 NH OH H H
2152 3-iPrO-Ph NH F10 NH OH H H
2153 3-iPrO-Ph NH Ph NH OH H H
2154 3-iPrO-Ph NH Bn NH OH H H
2155 3-iPrO-Ph NH Pe NH OH H H
2156 3-iPrO-Ph NH C12 NMe OH H H
2157 3-iPrO-Ph NH C12 NEt OH H H
2158 3-iPrO-Ph NH C12 NPr OH H H
2159 3-iPrO-Ph NH (CH2)3 N OH H H
2160 3-iPrO-Ph NH (CH2)4 N OH H H
2161 3-iPrO-Ph NH (CH2)5 N OH H H
2162 3-iPrO-Ph NH C12 O OH H H
2163 3-iPrO-Ph NH Ph O OH H H
2164 3-iPrO-Ph NH C12 S OH H H
2165 3-iPrO-Ph NH Ph S OH H H
2166 3-iPrO-Ph NMe H NH OH H H
2167 3-iPrO-Ph NEt H NH OH H H
2168 3-iPrO-Ph NPr H NH OH H H
2169 3-iPrO-Ph O H NH OH H H
2170 3-iPrO-Ph S H NH OH H H
2171 4-iPrO-Ph NH H NH H H H
2172 4-iPrO-Ph NH H NH OH H H
2173 4-iPrO-Ph NH H NH OA6 H H
2174 4-iPrO-Ph NH H NH OA8 H H
2175 4-iPrO-Ph NH H NH OA9 H H
2176 4-iPrO-Ph NH H NH OA10 H H
2177 4-iPrO-Ph NH H NH OA12 H H
2178 4-iPrO-Ph NH H NH OA14 H H
2179 4-iPrO-Ph NH H NH OA16 H H
2180 4-iPrO-Ph NH H NH OH H A6
2181 4-iPrO-Ph NH H NH OH H A8
2182 4-iPrO-Ph NH H NH OH H A9
2183 4-iPrO-Ph NH H NH OH H A10
2184 4-iPrO-Ph NH H NH OH H A12
2185 4-iPrO-Ph NH H NH OH H A14
2186 4-iPrO-Ph NH H NH OH H A16
2187 4-iPrO-Ph NH H NH OH A6 A6
2188 4-iPrO-Ph NH H NH OH A8 A8
2189 4-iPrO-Ph NH H NH OH A10 A10
2190 4-iPrO-Ph NH H NH OA2 A2 A2
2191 4-iPrO-Ph NH H NH OA3 A3 A3
2192 4-iPrO-Ph NH H NH OA4 A4 A4
2193 4-iPrO-Ph NH H NH OC6 H H
2194 4-iPrO-Ph NH H NH OC7 H H
2195 4-iPrO-Ph NH H NH OC8 H H
2196 4-iPrO-Ph NH H NH OC10 H H
2197 4-iPrO-Ph NH H NH OC11 H H
2198 4-iPrO-Ph NH H NH OC12 H H
2199 4-iPrO-Ph NH H NH OC14 H H
2200 4-iPrO-Ph NH H NH OC16 H H
2201 4-iPrO-Ph NH H NH C6CO3 H H
2202 4-iPrO-Ph NH H NH C7CO3 H H
2203 4-iPrO-Ph NH H NH C8CO3 H H
2204 4-iPrO-Ph NH H NH C9CO3 H H
2205 4-iPrO-Ph NH H NH C10CO3 H H
2206 4-iPrO-Ph NH H NH C12CO3 H H
2207 4-iPrO-Ph NH H NH C16CO3 H H
2208 4-iPrO-Ph NH C8 NH OH H H
2209 4-iPrO-Ph NH C9 NH OH H H
2210 4-iPrO-Ph NH C10 NH OH H H
2211 4-iPrO-Ph NH C12 NH OH H H
2212 4-iPrO-Ph NH C16 NH OH H H
2213 4-iPrO-Ph NH F1 NH OH H H
2214 4-iPrO-Ph NH F2 NH OH H H
2215 4-iPrO-Ph NH F3 NH OH H H
2216 4-iPrO-Ph NH F4 NH OH H H
2217 4-iPrO-Ph NH F5 NH OH H H
2218 4-iPrO-Ph NH F6 NH OH H H
2219 4-iPrO-Ph NH F7 NH OH H H
2220 4-iPrO-Ph NH F8 NH OH H H
2221 4-iPrO-Ph NH F9 NH OH H H
2222 4-iPrO-Ph NH F10 NH OH H H
2223 4-iPrO-Ph NH Ph NH OH H H
2224 4-iPrO-Ph NH Bn NH OH H H
2225 4-iPrO-Ph NH Pe NH OH H H
2226 4-iPrO-Ph NH C12 NMe OH H H
2227 4-iPrO-Ph NH C12 NEt OH H H
2228 4-iPrO-Ph NH C12 NPr OH H H
2229 4-iPrO-Ph NH (CH2)3 N OH H H
2230 4-iPrO-Ph NH (CH2)4 N OH H H
2231 4-iPrO-Ph NH (CH2)5 N OH H H
2232 4-iPrO-Ph NH C12 O OH H H
2233 4-iPrO-Ph NH Ph O OH H H
2234 4-iPrO-Ph NH C12 S OH H H
2235 4-iPrO-Ph NH Ph S OH H H
2236 4-iPrO-Ph NMe H NH OH H H
2237 4-iPrO-Ph NEt H NH OH H H
2238 4-iPrO-Ph NPr H NH OH H H
2239 4-iPrO-Ph O H NH OH H H
2240 4-iPrO-Ph S H NH OH H H
2241 4-BuO-Ph NH H NH H H H
2242 4-BuO-Ph NH H NH OH H H
2243 4-BuO-Ph NH H NH OA6 H H
2244 4-BuO-Ph NH H NH OA8 H H
2245 4-BuO-Ph NH H NH OA9 H H
2246 4-BuO-Ph NH H NH OA10 H H
2247 4-BuO-Ph NH H NH OA12 H H
2248 4-BuO-Ph NH H NH OA14 H H
2249 4-BuO-Ph NH H NH OA16 H H
2250 4-BuO-Ph NH H NH OH H A6
2251 4-BuO-Ph NH H NH OH H A8
2252 4-BuO-Ph NH H NH OH H A9
2253 4-BuO-Ph NH H NH OH H A10
2254 4-BuO-Ph NH H NH OH H A12
2255 4-BuO-Ph NH H NH OH H A14
2256 4-BuO-Ph NH H NH OH H A16
2257 4-BuO-Ph NH H NH OH A6 A6
2258 4-BuO-Ph NH H NH OH A8 A8
2259 4-BuO-Ph NH H NH OH A10 A10
2260 4-BuO-Ph NH H NH OA2 A2 A2
2261 4-BuO-Ph NH H NH OA3 A3 A3
2262 4-BuO-Ph NH H NH OA4 A4 A4
2263 4-BuO-Ph NH H NH OC6 H H
2264 4-BuO-Ph NH H NH OC7 H H
2265 4-BuO-Ph NH H NH OC8 H H
2266 4-BuO-Ph NH H NH OC10 H H
2267 4-BuO-Ph NH H NH OC11 H H
2268 4-BuO-Ph NH H NH OC12 H H
2269 4-BuO-Ph NH H NH OC14 H H
2270 4-BuO-Ph NH H NH OC16 H H
2271 4-BuO-Ph NH H NH C6CO3 H H
2272 4-BuO-Ph NH H NH C7CO3 H H
2273 4-BuO-Ph NH H NH C8CO3 H H
2274 4-BuO-Ph NH H NH C9CO3 H H
2275 4-BuO-Ph NH H NH C10CO3 H H
2276 4-BuO-Ph NH H NH C12CO3 H H
2277 4-BuO-Ph NH H NH C16CO3 H H
2278 4-BuO-Ph NH C8 NH OH H H
2279 4-BuO-Ph NH C9 NH OH H H
2280 4-BuO-Ph NH C10 NH OH H H
2281 4-BuO-Ph NH C12 NH OH H H
2282 4-BuO-Ph NH C16 NH OH H H
2283 4-BuO-Ph NH F1 NH OH H H
2284 4-BuO-Ph NH F2 NH OH H H
2285 4-BuO-Ph NH F3 NH OH H H
2286 4-BuO-Ph NH F4 NH OH H H
2287 4-BuO-Ph NH F5 NH OH H H
2288 4-BuO-Ph NH F6 NH OH H H
2289 4-BuO-Ph NH F7 NH OH H H
2290 4-BuO-Ph NH F8 NH OH H H
2291 4-BuO-Ph NH F9 NH OH H H
2292 4-BuO-Ph NH F10 NH OH H H
2293 4-BuO-Ph NH Ph NH OH H H
2294 4-BuO-Ph NH Bn NH OH H H
2295 4-BuO-Ph NH Pe NH OH H H
2296 4-BuO-Ph NH C12 NMe OH H H
2297 4-BuO-Ph NH C12 NEt OH H H
2298 4-BuO-Ph NH C12 NPr OH H H
2299 4-BuO-Ph NH (CH2)3 N OH H H
2300 4-BuO-Ph NH (CH2)4 N OH H H
2301 4-BuO-Ph NH (CH2)5 N OH H H
2302 4-BuO-Ph NH C12 O OH H H
2303 4-BuO-Ph NH Ph O OH H H
2304 4-BuO-Ph NH C12 S OH H H
2305 4-BuO-Ph NH Ph S OH H H
2306 4-BuO-Ph NMe H NH OH H H
2307 4-BuO-Ph NEt H NH OH H H
2308 4-BuO-Ph NPr H NH OH H H
2309 4-BuO-Ph O H NH OH H H
2310 4-BuO-Ph S H NH OH H H
2311 4-PenO-Ph NH H NH H H H
2312 4-PenO-Ph NH H NH OH H H
2313 4-PenO-Ph NH H NH OA6 H H
2314 4-PenO-Ph NH H NH OA8 H H
2315 4-PenO-Ph NH H NH OA9 H H
2316 4-PenO-Ph NH H NH OA10 H H
2317 4-PenO-Ph NH H NH OA12 H H
2318 4-PenO-Ph NH H NH OA14 H H
2319 4-PenO-Ph NH H NH OA16 H H
2320 4-PenO-Ph NH H NH OH H A6
2321 4-PenO-Ph NH H NH OH H A8
2322 4-PenO-Ph NH H NH OH H A9
2323 4-PenO-Ph NH H NH OH H A10
2324 4-PenO-Ph NH H NH OH H A12
2325 4-PenO-Ph NH H NH OH H A14
2326 4-PenO-Ph NH H NH OH H A16
2327 4-PenO-Ph NH H NH OH A6 A6
2328 4-PenO-Ph NH H NH OH A8 A8
2329 4-PenO-Ph NH H NH OH A10 A10
2330 4-PenO-Ph NH H NH OA2 A2 A2
2331 4-PenO-Ph NH H NH OA3 A3 A3
2332 4-PenO-Ph NH H NH OA4 A4 A4
2333 4-PenO-Ph NH H NH OC6 H H
2334 4-PenO-Ph NH H NH OC7 H H
2335 4-PenO-Ph NH H NH OC8 H H
2336 4-PenO-Ph NH H NH OC10 H H
2337 4-PenO-Ph NH H NH OC11 H H
2338 4-PenO-Ph NH H NH OC12 H H
2339 4-PenO-Ph NH H NH OC14 H H
2340 4-PenO-Ph NH H NH OC16 H H
2341 4-PenO-Ph NH H NH C6CO3 H H
2342 4-PenO-Ph NH H NH C7CO3 H H
2343 4-PenO-Ph NH H NH C8CO3 H H
2344 4-PenO-Ph NH H NH C9CO3 H H
2345 4-PenO-Ph NH H NH C10CO3 H H
2346 4-PenO-Ph NH H NH C12CO3 H H
2347 4-PenO-Ph NH H NH C16CO3 H H
2348 4-PenO-Ph NH C8 NH OH H H
2349 4-PenO-Ph NH C9 NH OH H H
2350 4-PenO-Ph NH C10 NH OH H H
2351 4-PenO-Ph NH C12 NH OH H H
2352 4-PenO-Ph NH C16 NH OH H H
2353 4-PenO-Ph NH F1 NH OH H H
2354 4-PenO-Ph NH F2 NH OH H H
2355 4-PenO-Ph NH F3 NH OH H H
2356 4-PenO-Ph NH F4 NH OH H H
2357 4-PenO-Ph NH F5 NH OH H H
2358 4-PenO-Ph NH F6 NH OH H H
2359 4-PenO-Ph NH F7 NH OH H H
2360 4-PenO-Ph NH F8 NH OH H H
2361 4-PenO-Ph NH F9 NH OH H H
2362 4-PenO-Ph NH F10 NH OH H H
2363 4-PenO-Ph NH Ph NH OH H H
2364 4-PenO-Ph NH Bn NH OH H H
2365 4-PenO-Ph NH Pe NH OH H H
2366 4-PenO-Ph NH C12 NMe OH H H
2367 4-PenO-Ph NH C12 NEt OH H H
2368 4-PenO-Ph NH C12 NPr OH H H
2369 4-PenO-Ph NH (CH2)3 N OH H H
2370 4-PenO-Ph NH (CH2)4 N OH H H
2371 4-PenO-Ph NH (CH2)5 N OH H H
2372 4-PenO-Ph NH C12 O OH H H
2373 4-PenO-Ph NH Ph O OH H H
2374 4-PenO-Ph NH C12 S OH H H
2375 4-PenO-Ph NH Ph S OH H H
2376 4-PenO-Ph NMe H NH OH H H
2377 4-PenO-Ph NEt H NH OH H H
2378 4-PenO-Ph NPr H NH OH H H
2379 4-PenO-Ph O H NH OH H H
2380 4-PenO-Ph S H NH OH H H
2381 4-HexO-Ph NH H NH H H H
2382 4-HexO-Ph NH H NH OH H H
2383 4-HexO-Ph NH H NH OA6 H H
2384 4-HexO-Ph NH H NH OA8 H H
2385 4-HexO-Ph NH H NH OA9 H H
2386 4-HexO-Ph NH H NH OA10 H H
2387 4-HexO-Ph NH H NH OA12 H H
2388 4-HexO-Ph NH H NH OA14 H H
2389 4-HexO-Ph NH H NH OA16 H H
2390 4-HexO-Ph NH H NH OH H A6
2391 4-HexO-Ph NH H NH OH H A8
2392 4-HexO-Ph NH H NH OH H A9
2393 4-HexO-Ph NH H NH OH H A10
2394 4-HexO-Ph NH H NH OH H A12
2395 4-HexO-Ph NH H NH OH H A14
2396 4-HexO-Ph NH H NH OH H A16
2397 4-HexO-Ph NH H NH OH A6 A6
2398 4-HexO-Ph NH H NH OH A8 A8
2399 4-HexO-Ph NH H NH OH A10 A10
2400 4-HexO-Ph NH H NH OA2 A2 A2
2401 4-HexO-Ph NH H NH OA3 A3 A3
2402 4-HexO-Ph NH H NH OA4 A4 A4
2403 4-HexO-Ph NH H NH OC6 H H
2404 4-HexO-Ph NH H NH OC7 H H
2405 4-HexO-Ph NH H NH OC8 H H
2406 4-HexO-Ph NH H NH OC10 H H
2407 4-HexO-Ph NH H NH OC11 H H
2408 4-HexO-Ph NH H NH OC12 H H
2409 4-HexO-Ph NH H NH OC14 H H
2410 4-HexO-Ph NH H NH OC16 H H
2411 4-HexO-Ph NH H NH C6CO3 H H
2412 4-HexO-Ph NH H NH C7CO3 H H
2413 4-HexO-Ph NH H NH C8CO3 H H
2414 4-HexO-Ph NH H NH C9CO3 H H
2415 4-HexO-Ph NH H NH C10CO3 H H
2416 4-HexO-Ph NH H NH C12CO3 H H
2417 4-HexO-Ph NH H NH C16CO3 H H
2418 4-HexO-Ph NH C8 NH OH H H
2419 4-HexO-Ph NH C9 NH OH H H
2420 4-HexO-Ph NH C10 NH OH H H
2421 4-HexO-Ph NH C12 NH OH H H
2422 4-HexO-Ph NH C16 NH OH H H
2423 4-HexO-Ph NH F1 NH OH H H
2424 4-HexO-Ph NH F2 NH OH H H
2425 4-HexO-Ph NH F3 NH OH H H
2426 4-HexO-Ph NH F4 NH OH H H
2427 4-HexO-Ph NH F5 NH OH H H
2428 4-HexO-Ph NH F6 NH OH H H
2429 4-HexO-Ph NH F7 NH OH H H
2430 4-HexO-Ph NH F8 NH OH H H
2431 4-HexO-Ph NH F9 NH OH H H
2432 4-HexO-Ph NH F10 NH OH H H
2433 4-HexO-Ph NH Ph NH OH H H
2434 4-HexO-Ph NH Bn NH OH H H
2435 4-HexO-Ph NH Pe NH OH H H
2436 4-HexO-Ph NH C12 NMe OH H H
2437 4-HexO-Ph NH C12 NEt OH H H
2438 4-HexO-Ph NH C12 NPr OH H H
2439 4-HexO-Ph NH (CH2)3 N OH H H
2440 4-HexO-Ph NH (CH2)4 N OH H H
2441 4-HexO-Ph NH (CH2)5 N OH H H
2442 4-HexO-Ph NH C12 O OH H H
2443 4-HexO-Ph NH Ph O OH H H
2444 4-HexO-Ph NH C12 S OH H H
2445 4-HexO-Ph NH Ph S OH H H
2446 4-HexO-Ph NMe H NH OH H H
2447 4-HexO-Ph NEt H NH OH H H
2448 4-HexO-Ph NPr H NH OH H H
2449 4-HexO-Ph O H NH OH H H
2450 4-HexO-Ph S H NH OH H H
2451 3-BnO-Ph NH H NH H H H
2452 3-BnO-Ph NH H NH OH H H
2453 3-BnO-Ph NH H NH OA6 H H
2454 3-BnO-Ph NH H NH OA8 H H
2455 3-BnO-Ph NH H NH OA9 H H
2456 3-BnO-Ph NH H NH OA10 H H
2457 3-BnO-Ph NH H NH OA12 H H
2458 3-BnO-Ph NH H NH OA14 H H
2459 3-BnO-Ph NH H NH OA16 H H
2460 3-BnO-Ph NH H NH OH H A6
2461 3-BnO-Ph NH H NH OH H A8
2462 3-BnO-Ph NH H NH OH H A9
2463 3-BnO-Ph NH H NH OH H A10
2464 3-BnO-Ph NH H NH OH H A12
2465 3-BnO-Ph NH H NH OH H A14
2466 3-BnO-Ph NH H NH OH H A16
2467 3-BnO-Ph NH H NH OH A6 A6
2468 3-BnO-Ph NH H NH OH A8 A8
2469 3-BnO-Ph NH H NH OH A10 A10
2470 3-BnO-Ph NH H NH OA2 A2 A2
2471 3-BnO-Ph NH H NH OA3 A3 A3
2472 3-BnO-Ph NH H NH OA4 A4 A4
2473 3-BnO-Ph NH H NH OC6 H H
2474 3-BnO-Ph NH H NH OC7 H H
2475 3-BnO-Ph NH H NH OC8 H H
2476 3-BnO-Ph NH H NH OC10 H H
2477 3-BnO-Ph NH H NH OC11 H H
2478 3-BnO-Ph NH H NH OC12 H H
2479 3-BnO-Ph NH H NH OC14 H H
2480 3-BnO-Ph NH H NH OC16 H H
2481 3-BnO-Ph NH H NH C6CO3 H H
2482 3-BnO-Ph NH H NH C7CO3 H H
2483 3-BnO-Ph NH H NH C8CO3 H H
2484 3-BnO-Ph NH H NH C9CO3 H H
2485 3-BnO-Ph NH H NH C10CO3 H H
2486 3-BnO-Ph NH H NH C12CO3 H H
2487 3-BnO-Ph NH H NH C16CO3 H H
2488 3-BnO-Ph NH C8 NH OH H H
2489 3-BnO-Ph NH C9 NH OH H H
2490 3-BnO-Ph NH C10 NH OH H H
2491 3-BnO-Ph NH C12 NH OH H H
2492 3-BnO-Ph NH C16 NH OH H H
2493 3-BnO-Ph NH F1 NH OH H H
2494 3-BnO-Ph NH F2 NH OH H H
2495 3-BnO-Ph NH F3 NH OH H H
2496 3-BnO-Ph NH F4 NH OH H H
2497 3-BnO-Ph NH F5 NH OH H H
2498 3-BnO-Ph NH F6 NH OH H H
2499 3-BnO-Ph NH F7 NH OH H H
2500 3-BnO-Ph NH F8 NH OH H H
2501 3-BnO-Ph NH F9 NH OH H H
2502 3-BnO-Ph NH F10 NH OH H H
2503 3-BnO-Ph NH Ph NH OH H H
2504 3-BnO-Ph NH Bn NH OH H H
2505 3-BnO-Ph NH Pe NH OH H H
2506 3-BnO-Ph NH C12 NMe OH H H
2507 3-BnO-Ph NH C12 NEt OH H H
2508 3-BnO-Ph NH C12 NPr OH H H
2509 3-BnO-Ph NH (CH2)3 N OH H H
2510 3-BnO-Ph NH (CH2)4 N OH H H
2511 3-BnO-Ph NH (CH2)5 N OH H H
2512 3-BnO-Ph NH C12 O OH H H
2513 3-BnO-Ph NH Ph O OH H H
2514 3-BnO-Ph NH C12 S OH H H
2515 3-BnO-Ph NH Ph S OH H H
2516 3-BnO-Ph NMe H NH OH H H
2517 3-BnO-Ph NEt H NH OH H H
2518 3-BnO-Ph NPr H NH OH H H
2519 3-BnO-Ph O H NH OH H H
2520 3-BnO-Ph S H NH OH H H
2521 2-Me-4-MeO-Ph NH H NH H H H
2522 2-Me-4-MeO-Ph NH H NH OH H H
2523 2-Me-4-MeO-Ph NH H NH OA6 H H
2524 2-Me-4-MeO-Ph NH H NH OA8 H H
2525 2-Me-4-MeO-Ph NH H NH OA9 H H
2526 2-Me-4-MeO-Ph NH H NH OA10 H H
2527 2-Me-4-MeO-Ph NH H NH OA12 H H
2528 2-Me-4-MeO-Ph NH H NH OA14 H H
2529 2-Me-4-MeO-Ph NH H NH OA16 H H
2530 2-Me-4-MeO-Ph NH H NH OH H A6
2531 2-Me-4-MeO-Ph NH H NH OH H A8
2532 2-Me-4-MeO-Ph NH H NH OH H A9
2533 2-Me-4-MeO-Ph NH H NH OH H A10
2534 2-Me-4-MeO-Ph NH H NH OH H A12
2535 2-Me-4-MeO-Ph NH H NH OH H A14
2536 2-Me-4-MeO-Ph NH H NH OH H A16
2537 2-Me-4-MeO-Ph NH H NH OH A6 A6
2538 2-Me-4-MeO-Ph NH H NH OH A8 A8
2539 2-Me-4-MeO-Ph NH H NH OH A10 A10
2540 2-Me-4-MeO-Ph NH H NH OA2 A2 A2
2541 2-Me-4-MeO-Ph NH H NH OA3 A3 A3
2542 2-Me-4-MeO-Ph NH H NH OA4 A4 A4
2543 2-Me-4-MeO-Ph NH H NH OC6 H H
2544 2-Me-4-MeO-Ph NH H NH OC7 H H
2545 2-Me-4-MeO-Ph NH H NH OC8 H H
2546 2-Me-4-MeO-Ph NH H NH OC10 H H
2547 2-Me-4-MeO-Ph NH H NH OC11 H H
2548 2-Me-4-MeO-Ph NH H NH OC12 H H
2549 2-Me-4-MeO-Ph NH H NH OC14 H H
2550 2-Me-4-MeO-Ph NH H NH OC16 H H
2551 2-Me-4-MeO-Ph NH H NH C6CO3 H H
2552 2-Me-4-MeO-Ph NH H NH C7CO3 H H
2553 2-Me-4-MeO-Ph NH H NH C8CO3 H H
2554 2-Me-4-MeO-Ph NH H NH C9CO3 H H
2555 2-Me-4-MeO-Ph NH H NH C10CO3 H H
2556 2-Me-4-MeO-Ph NH H NH C12CO3 H H
2557 2-Me-4-MeO-Ph NH H NH C16CO3 H H
2558 2-Me-4-MeO-Ph NH C8 NH OH H H
2559 2-Me-4-MeO-Ph NH C9 NH OH H H
2560 2-Me-4-MeO-Ph NH C10 NH OH H H
2561 2-Me-4-MeO-Ph NH C12 NH OH H H
2562 2-Me-4-MeO-Ph NH C16 NH OH H H
2563 2-Me-4-MeO-Ph NH F1 NH OH H H
2564 2-Me-4-MeO-Ph NH F2 NH OH H H
2565 2-Me-4-MeO-Ph NH F3 NH OH H H
2566 2-Me-4-MeO-Ph NH F4 NH OH H H
2567 2-Me-4-MeO-Ph NH F5 NH OH H H
2568 2-Me-4-MeO-Ph NH F6 NH OH H H
2569 2-Me-4-MeO-Ph NH F7 NH OH H H
2570 2-Me-4-MeO-Ph NH F8 NH OH H H
2571 2-Me-4-MeO-Ph NH F9 NH OH H H
2572 2-Me-4-MeO-Ph NH F10 NH OH H H
2573 2-Me-4-MeO-Ph NH Ph NH OH H H
2574 2-Me-4-MeO-Ph NH Bn NH OH H H
2575 2-Me-4-MeO-Ph NH Pe NH OH H H
2576 2-Me-4-MeO-Ph NH C12 NMe OH H H
2577 2-Me-4-MeO-Ph NH C12 NEt OH H H
2578 2-Me-4-MeO-Ph NH C12 NPr OH H H
2579 2-Me-4-MeO-Ph NH (CH2)3 N OH H H
2580 2-Me-4-MeO-Ph NH (CH2)4 N OH H H
2581 2-Me-4-MeO-Ph NH (CH2)5 N OH H H
2582 2-Me-4-MeO-Ph NH C12 O OH H H
2583 2-Me-4-MeO-Ph NH Ph O OH H H
2584 2-Me-4-MeO-Ph NH C12 S OH H H
2585 2-Me-4-MeO-Ph NH Ph S OH H H
2586 2-Me-4-MeO-Ph NMe H NH OH H H
2587 2-Me-4-MeO-Ph NEt H NH OH H H
2588 2-Me-4-MeO-Ph NPr H NH OH H H
2589 2-Me-4-MeO-Ph O H NH OH H H
2590 2-Me-4-MeO-Ph S H NH OH H H
2591 3-PhO-Ph NH H NH H H H
2592 3-PhO-Ph NH H NH OH H H
2593 3-PhO-Ph NH H NH OA6 H H
2594 3-PhO-Ph NH H NH OA8 H H
2595 3-PhO-Ph NH H NH OA9 H H
2596 3-PhO-Ph NH H NH OA10 H H
2597 3-PhO-Ph NH H NH OA12 H H
2598 3-PhO-Ph NH H NH OA14 H H
2599 3-PhO-Ph NH H NH OA16 H H
2600 3-PhO-Ph NH H NH OH H A6
2601 3-PhO-Ph NH H NH OH H A8
2602 3-PhO-Ph NH H NH OH H A9
2603 3-PhO-Ph NH H NH OH H A10
2604 3-PhO-Ph NH H NH OH H A12
2605 3-PhO-Ph NH H NH OH H A14
2606 3-PhO-Ph NH H NH OH H A16
2607 3-PhO-Ph NH H NH OH A6 A6
2608 3-PhO-Ph NH H NH OH A8 A8
2609 3-PhO-Ph NH H NH OH A10 A10
2610 3-PhO-Ph NH H NH OA2 A2 A2
2611 3-PhO-Ph NH H NH OA3 A3 A3
2612 3-PhO-Ph NH H NH OA4 A4 A4
2613 3-PhO-Ph NH H NH OC6 H H
2614 3-PhO-Ph NH H NH OC7 H H
2615 3-PhO-Ph NH H NH OC8 H H
2616 3-PhO-Ph NH H NH OC10 H H
2617 3-PhO-Ph NH H NH OC11 H H
2618 3-PhO-Ph NH H NH OC12 H H
2619 3-PhO-Ph NH H NH OC14 H H
2620 3-PhO-Ph NH H NH OC16 H H
2621 3-PhO-Ph NH H NH C6CO3 H H
2622 3-PhO-Ph NH H NH C7CO3 H H
2623 3-PhO-Ph NH H NH C8CO3 H H
2624 3-PhO-Ph NH H NH C9CO3 H H
2625 3-PhO-Ph NH H NH C10CO3 H H
2626 3-PhO-Ph NH H NH C12CO3 H H
2627 3-PhO-Ph NH H NH C16CO3 H H
2628 3-PhO-Ph NH C8 NH OH H H
2629 3-PhO-Ph NH C9 NH OH H H
2630 3-PhO-Ph NH C10 NH OH H H
2631 3-PhO-Ph NH C12 NH OH H H
2632 3-PhO-Ph NH C16 NH OH H H
2633 3-PhO-Ph NH F1 NH OH H H
2634 3-PhO-Ph NH F2 NH OH H H
2635 3-PhO-Ph NH F3 NH OH H H
2636 3-PhO-Ph NH F4 NH OH H H
2637 3-PhO-Ph NH F5 NH OH H H
2638 3-PhO-Ph NH F6 NH OH H H
2639 3-PhO-Ph NH F7 NH OH H H
2640 3-PhO-Ph NH F8 NH OH H H
2641 3-PhO-Ph NH F9 NH OH H H
2642 3-PhO-Ph NH F10 NH OH H H
2643 3-PhO-Ph NH Ph NH OH H H
2644 3-PhO-Ph NH Bn NH OH H H
2645 3-PhO-Ph NH Pe NH OH H H
2646 3-PhO-Ph NH C12 NMe OH H H
2647 3-PhO-Ph NH C12 NEt OH H H
2648 3-PhO-Ph NH C12 NPr OH H H
2649 3-PhO-Ph NH (CH2)3 N OH H H
2650 3-PhO-Ph NH (CH2)4 N OH H H
2651 3-PhO-Ph NH (CH2)5 N OH H H
2652 3-PhO-Ph NH C12 O OH H H
2653 3-PhO-Ph NH Ph O OH H H
2654 3-PhO-Ph NH C12 S OH H H
2655 3-PhO-Ph NH Ph S OH H H
2656 3-PhO-Ph NMe H NH OH H H
2657 3-PhO-Ph NEt H NH OH H H
2658 3-PhO-Ph NPr H NH OH H H
2659 3-PhO-Ph O H NH OH H H
2660 3-PhO-Ph S H NH OH H H
2661 3,4-(OCH2O)-Ph NH H NH H H H
2662 3,4-(OCH2O)-Ph NH H NH OH H H
2663 3,4-(OCH2O)-Ph NH H NH OA6 H H
2664 3,4-(OCH2O)-Ph NH H NH OA8 H H
2665 3,4-(OCH2O)-Ph NH H NH OA9 H H
2666 3,4-(OCH2O)-Ph NH H NH OA10 H H
2667 3,4-(OCH2O)-Ph NH H NH OA12 H H
2668 3,4-(OCH2O)-Ph NH H NH OA14 H H
2669 3,4-(OCH2O)-Ph NH H NH OA16 H H
2670 3,4-(OCH2O)-Ph NH H NH OH H A6
2671 3,4-(OCH2O)-Ph NH H NH OH H A8
2672 3,4-(OCH2O)-Ph NH H NH OH H A9
2673 3,4-(OCH2O)-Ph NH H NH OH H A10
2674 3,4-(OCH2O)-Ph NH H NH OH H A12
2675 3,4-(OCH2O)-Ph NH H NH OH H A14
2676 3,4-(OCH2O)-Ph NH H NH OH H A16
2677 3,4-(OCH2O)-Ph NH H NH OH A6 A6
2678 3,4-(OCH2O)-Ph NH H NH OH A8 A8
2679 3,4-(OCH2O)-Ph NH H NH OH A10 A10
2680 3,4-(OCH2O)-Ph NH H NH OA2 A2 A2
2681 3,4-(OCH2O)-Ph NH H NH OA3 A3 A3
2682 3,4-(OCH2O)-Ph NH H NH OA4 A4 A4
2683 3,4-(OCH2O)-Ph NH H NH OC6 H H
2684 3,4-(OCH2O)-Ph NH H NH OC7 H H
2685 3,4-(OCH2O)-Ph NH H NH OC8 H H
2686 3,4-(OCH2O)-Ph NH H NH OC10 H H
2687 3,4-(OCH2O)-Ph NH H NH OC11 H H
2688 3,4-(OCH2O)-Ph NH H NH OC12 H H
2689 3,4-(OCH2O)-Ph NH H NH OC14 H H
2690 3,4-(OCH2O)-Ph NH H NH OC16 H H
2691 3,4-(OCH2O)-Ph NH H NH C6CO3 H H
2692 3,4-(OCH2O)-Ph NH H NH C7CO3 H H
2693 3,4-(OCH2O)-Ph NH H NH C8CO3 H H
2694 3,4-(OCH2O)-Ph NH H NH C9CO3 H H
2695 3,4-(OCH2O)-Ph NH H NH C10CO3 H H
2696 3,4-(OCH2O)-Ph NH H NH C12CO3 H H
2697 3,4-(OCH2O)-Ph NH H NH C16CO3 H H
2698 3,4-(OCH2O)-Ph NH C8 NH OH H H
2699 3,4-(OCH2O)-Ph NH C9 NH OH H H
2700 3,4-(OCH2O)-Ph NH C10 NH OH H H
2701 3,4-(OCH2O)-Ph NH C12 NH OH H H
2702 3,4-(OCH2O)-Ph NH C16 NH OH H H
2703 3,4-(OCH2O)-Ph NH F1 NH OH H H
2704 3,4-(OCH2O)-Ph NH F2 NH OH H H
2705 3,4-(OCH2O)-Ph NH F3 NH OH H H
2706 3,4-(OCH2O)-Ph NH F4 NH OH H H
2707 3,4-(OCH2O)-Ph NH F5 NH OH H H
2708 3,4-(OCH2O)-Ph NH F6 NH OH H H
2709 3,4-(OCH2O)-Ph NH F7 NH OH H H
2710 3,4-(OCH2O)-Ph NH F8 NH OH H H
2711 3,4-(OCH2O)-Ph NH F9 NH OH H H
2712 3,4-(OCH2O)-Ph NH F10 NH OH H H
2713 3,4-(OCH2O)-Ph NH Ph NH OH H H
2714 3,4-(OCH2O)-Ph NH Bn NH OH H H
2715 3,4-(OCH2O)-Ph NH Pe NH OH H H
2716 3,4-(OCH2O)-Ph NH C12 NMe OH H H
2717 3,4-(OCH2O)-Ph NH C12 NEt OH H H
2718 3,4-(OCH2O)-Ph NH C12 NPr OH H H
2719 3,4-(OCH2O)-Ph NH (CH2)3 N OH H H
2720 3,4-(OCH2O)-Ph NH (CH2)4 N OH H H
2721 3,4-(OCH2O)-Ph NH (CH2)5 N OH H H
2722 3,4-(OCH2O)-Ph NH C12 O OH H H
2723 3,4-(OCH2O)-Ph NH Ph O OH H H
2724 3,4-(OCH2O)-Ph NH C12 S OH H H
2725 3,4-(OCH2O)-Ph NH Ph S OH H H
2726 3,4-(OCH2O)-Ph NMe H NH OH H H
2727 3,4-(OCH2O)-Ph NEt H NH OH H H
2728 3,4-(OCH2O)-Ph NPr H NH OH H H
2729 3,4-(OCH2O)-Ph O H NH OH H H
2730 3,4-(OCH2O)-Ph S H NH OH H H
2731 3,5-(MeO)2-Ph NH H NH H H H
2732 3,5-(MeO)2-Ph NH H NH OH H H
2733 3,5-(MeO)2-Ph NH H NH OA6 H H
2734 3,5-(MeO)2-Ph NH H NH OA8 H H
2735 3,5-(MeO)2-Ph NH H NH OA9 H H
2736 3,5-(MeO)2-Ph NH H NH OA10 H H
2737 3,5-(MeO)2-Ph NH H NH OA12 H H
2738 3,5-(MeO)2-Ph NH H NH OA14 H H
2739 3,5-(MeO)2-Ph NH H NH OA16 H H
2740 3,5-(MeO)2-Ph NH H NH OH H A6
2741 3,5-(MeO)2-Ph NH H NH OH H A8
2742 3,5-(MeO)2-Ph NH H NH OH H A9
2743 3,5-(MeO)2-Ph NH H NH OH H A10
2744 3,5-(MeO)2-Ph NH H NH OH H A12
2745 3,5-(MeO)2-Ph NH H NH OH H A14
2746 3,5-(MeO)2-Ph NH H NH OH H A16
2747 3,5-(MeO)2-Ph NH H NH OH A6 A6
2748 3,5-(MeO)2-Ph NH H NH OH A8 A8
2749 3,5-(MeO)2-Ph NH H NH OH A10 A10
2750 3,5-(MeO)2-Ph NH H NH OA2 A2 A2
2751 3,5-(MeO)2-Ph NH H NH OA3 A3 A3
2752 3,5-(MeO)2-Ph NH H NH OA4 A4 A4
2753 3,5-(MeO)2-Ph NH H NH OC6 H H
2754 3,5-(MeO)2-Ph NH H NH OC7 H H
2755 3,5-(MeO)2-Ph NH H NH OC8 H H
2756 3,5-(MeO)2-Ph NH H NH OC10 H H
2757 3,5-(MeO)2-Ph NH H NH OC11 H H
2758 3,5-(MeO)2-Ph NH H NH OC12 H H
2759 3,5-(MeO)2-Ph NH H NH OC14 H H
2760 3,5-(MeO)2-Ph NH H NH OC16 H H
2761 3,5-(MeO)2-Ph NH H NH C6CO3 H H
2762 3,5-(MeO)2-Ph NH H NH C7CO3 H H
2763 3,5-(MeO)2-Ph NH H NH C8CO3 H H
2764 3,5-(MeO)2-Ph NH H NH C9CO3 H H
2765 3,5-(MeO)2-Ph NH H NH C10CO3 H H
2766 3,5-(MeO)2-Ph NH H NH C12CO3 H H
2767 3,5-(MeO)2-Ph NH H NH C16CO3 H H
2768 3,5-(MeO)2-Ph NH C8 NH OH H H
2769 3,5-(MeO)2-Ph NH C9 NH OH H H
2770 3,5-(MeO)2-Ph NH C10 NH OH H H
2771 3,5-(MeO)2-Ph NH C12 NH OH H H
2772 3,5-(MeO)2-Ph NH C16 NH OH H H
2773 3,5-(MeO)2-Ph NH F1 NH OH H H
2774 3,5-(MeO)2-Ph NH F2 NH OH H H
2775 3,5-(MeO)2-Ph NH F3 NH OH H H
2776 3,5-(MeO)2-Ph NH F4 NH OH H H
2777 3,5-(MeO)2-Ph NH F5 NH OH H H
2778 3,5-(MeO)2-Ph NH F6 NH OH H H
2779 3,5-(MeO)2-Ph NH F7 NH OH H H
2780 3,5-(MeO)2-Ph NH F8 NH OH H H
2781 3,5-(MeO)2-Ph NH F9 NH OH H H
2782 3,5-(MeO)2-Ph NH F10 NH OH H H
2783 3,5-(MeO)2-Ph NH Ph NH OH H H
2784 3,5-(MeO)2-Ph NH Bn NH OH H H
2785 3,5-(MeO)2-Ph NH Pe NH OH H H
2786 3,5-(MeO)2-Ph NH C12 NMe OH H H
2787 3,5-(MeO)2-Ph NH C12 NEt OH H H
2788 3,5-(MeO)2-Ph NH C12 NPr OH H H
2789 3,5-(MeO)2-Ph NH (CH2)3 N OH H H
2790 3,5-(MeO)2-Ph NH (CH2)4 N OH H H
2791 3,5-(MeO)2-Ph NH (CH2)5 N OH H H
2792 3,5-(MeO)2-Ph NH C12 O OH H H
2793 3,5-(MeO)2-Ph NH Ph O OH H H
2794 3,5-(MeO)2-Ph NH C12 S OH H H
2795 3,5-(MeO)2-Ph NH Ph S OH H H
2796 3,5-(MeO)2-Ph NMe H NH OH H H
2797 3,5-(MeO)2-Ph NEt H NH OH H H
2798 3,5-(MeO)2-Ph NPr H NH OH H H
2799 3,5-(MeO)2-Ph O H NH OH H H
2800 3,5-(MeO)2-Ph S H NH OH H H
2801 3,4,5-(MeO)3-Ph NH H NH H H H
2802 3,4,5-(MeO)3-Ph NH H NH OH H H
2803 3,4,5-(MeO)3-Ph NH H NH OA6 H H
2804 3,4,5-(MeO)3-Ph NH H NH OA8 H H
2805 3,4,5-(MeO)3-Ph NH H NH OA9 H H
2806 3,4,5-(MeO)3-Ph NH H NH OA10 H H
2807 3,4,5-(MeO)3-Ph NH H NH OA12 H H
2808 3,4,5-(MeO)3-Ph NH H NH OA14 H H
2809 3,4,5-(MeO)3-Ph NH H NH OA16 H H
2810 3,4,5-(MeO)3-Ph NH H NH OH H A6
2811 3,4,5-(MeO)3-Ph NH H NH OH H A8
2812 3,4,5-(MeO)3-Ph NH H NH OH H A9
2813 3,4,5-(MeO)3-Ph NH H NH OH H A10
2814 3,4,5-(MeO)3-Ph NH H NH OH H A12
2815 3,4,5-(MeO)3-Ph NH H NH OH H A14
2816 3,4,5-(MeO)3-Ph NH H NH OH H A16
2817 3,4,5-(MeO)3-Ph NH H NH OH A6 A6
2818 3,4,5-(MeO)3-Ph NH H NH OH A8 A8
2819 3,4,5-(MeO)3-Ph NH H NH OH A10 A10
2820 3,4,5-(MeO)3-Ph NH H NH OA2 A2 A2
2821 3,4,5-(MeO)3-Ph NH H NH OA3 A3 A3
2822 3,4,5-(MeO)3-Ph NH H NH OA4 A4 A4
2823 3,4,5-(MeO)3-Ph NH H NH OC6 H H
2824 3,4,5-(MeO)3-Ph NH H NH OC7 H H
2825 3,4,5-(MeO)3-Ph NH H NH OC8 H H
2826 3,4,5-(MeO)3-Ph NH H NH OC10 H H
2827 3,4,5-(MeO)3-Ph NH H NH OC11 H H
2828 3,4,5-(MeO)3-Ph NH H NH OC12 H H
2829 3,4,5-(MeO)3-Ph NH H NH OC14 H H
2830 3,4,5-(MeO)3-Ph NH H NH OC16 H H
2831 3,4,5-(MeO)3-Ph NH H NH C6CO3 H H
2832 3,4,5-(MeO)3-Ph NH H NH C7CO3 H H
2833 3,4,5-(MeO)3-Ph NH H NH C8CO3 H H
2834 3,4,5-(MeO)3-Ph NH H NH C9CO3 H H
2835 3,4,5-(MeO)3-Ph NH H NH C10CO3 H H
2836 3,4,5-(MeO)3-Ph NH H NH C12CO3 H H
2837 3,4,5-(MeO)3-Ph NH H NH C16CO3 H H
2838 3,4,5-(MeO)3-Ph NH C8 NH OH H H
2839 3,4,5-(MeO)3-Ph NH C9 NH OH H H
2840 3,4,5-(MeO)3-Ph NH C10 NH OH H H
2841 3,4,5-(MeO)3-Ph NH C12 NH OH H H
2842 3,4,5-(MeO)3-Ph NH C16 NH OH H H
2843 3,4,5-(MeO)3-Ph NH F1 NH OH H H
2844 3,4,5-(MeO)3-Ph NH F2 NH OH H H
2845 3,4,5-(MeO)3-Ph NH F3 NH OH H H
2846 3,4,5-(MeO)3-Ph NH F4 NH OH H H
2847 3,4,5-(MeO)3-Ph NH F5 NH OH H H
2848 3,4,5-(MeO)3-Ph NH F6 NH OH H H
2849 3,4,5-(MeO)3-Ph NH F7 NH OH H H
2850 3,4,5-(MeO)3-Ph NH F8 NH OH H H
2851 3,4,5-(MeO)3-Ph NH F9 NH OH H H
2852 3,4,5-(MeO)3-Ph NH F10 NH OH H H
2853 3,4,5-(MeO)3-Ph NH Ph NH OH H H
2854 3,4,5-(MeO)3-Ph NH Bn NH OH H H
2855 3,4,5-(MeO)3-Ph NH Pe NH OH H H
2856 3,4,5-(MeO)3-Ph NH C12 NMe OH H H
2857 3,4,5-(MeO)3-Ph NH C12 NEt OH H H
2858 3,4,5-(MeO)3-Ph NH C12 NPr OH H H
2859 3,4,5-(MeO)3-Ph NH (CH2)3 N OH H H
2860 3,4,5-(MeO)3-Ph NH (CH2)4 N OH H H
2861 3,4,5-(MeO)3-Ph NH (CH2)5 N OH H H
2862 3,4,5-(MeO)3-Ph NH C12 O OH H H
2863 3,4,5-(MeO)3-Ph NH Ph O OH H H
2864 3,4,5-(MeO)3-Ph NH C12 S OH H H
2865 3,4,5-(MeO)3-Ph NH Ph S OH H H
2866 3,4,5-(MeO)3-Ph NMe H NH OH H H
2867 3,4,5-(MeO)3-Ph NEt H NH OH H H
2868 3,4,5-(MeO)3-Ph NPr H NH OH H H
2869 3,4,5-(MeO)3-Ph O H NH OH H H
2870 3,4,5-(MeO)3-Ph S H NH OH H H
2871 2-F-Ph NH H NH H H H
2872 2-F-Ph NH H NH OH H H
2873 2-F-Ph NH H NH OA6 H H
2874 2-F-Ph NH H NH OA8 H H
2875 2-F-Ph NH H NH OA9 H H
2876 2-F-Ph NH H NH OA10 H H
2877 2-F-Ph NH H NH OA12 H H
2878 2-F-Ph NH H NH OA14 H H
2879 2-F-Ph NH H NH OA16 H H
2880 2-F-Ph NH H NH OH H A6
2881 2-F-Ph NH H NH OH H A8
2882 2-F-Ph NH H NH OH H A9
2883 2-F-Ph NH H NH OH H A10
2884 2-F-Ph NH H NH OH H A12
2885 2-F-Ph NH H NH OH H A14
2886 2-F-Ph NH H NH OH H A16
2887 2-F-Ph NH H NH OH A6 A6
2888 2-F-Ph NH H NH OH A8 A8
2889 2-F-Ph NH H NH OH A10 A10
2890 2-F-Ph NH H NH OA2 A2 A2
2891 2-F-Ph NH H NH OA3 A3 A3
2892 2-F-Ph NH H NH OA4 A4 A4
2893 2-F-Ph NH H NH OC6 H H
2894 2-F-Ph NH H NH OC7 H H
2895 2-F-Ph NH H NH OC8 H H
2896 2-F-Ph NH H NH OC10 H H
2897 2-F-Ph NH H NH OC11 H H
2898 2-F-Ph NH H NH OC12 H H
2899 2-F-Ph NH H NH OC14 H H
2900 2-F-Ph NH H NH OC16 H H
2901 2-F-Ph NH H NH C6CO3 H H
2902 2-F-Ph NH H NH C7CO3 H H
2903 2-F-Ph NH H NH C8CO3 H H
2904 2-F-Ph NH H NH C9CO3 H H
2905 2-F-Ph NH H NH C10CO3 H H
2906 2-F-Ph NH H NH C12CO3 H H
2907 2-F-Ph NH H NH C16CO3 H H
2908 2-F-Ph NH C8 NH OH H H
2909 2-F-Ph NH C9 NH OH H H
2910 2-F-Ph NH C10 NH OH H H
2911 2-F-Ph NH C12 NH OH H H
2912 2-F-Ph NH C16 NH OH H H
2913 2-F-Ph NH F1 NH OH H H
2914 2-F-Ph NH F2 NH OH H H
2915 2-F-Ph NH F3 NH OH H H
2916 2-F-Ph NH F4 NH OH H H
2917 2-F-Ph NH F5 NH OH H H
2918 2-F-Ph NH F6 NH OH H H
2919 2-F-Ph NH F7 NH OH H H
2920 2-F-Ph NH F8 NH OH H H
2921 2-F-Ph NH F9 NH OH H H
2922 2-F-Ph NH F10 NH OH H H
2923 2-F-Ph NH Ph NH OH H H
2924 2-F-Ph NH Bn NH OH H H
2925 2-F-Ph NH Pe NH OH H H
2926 2-F-Ph NH C12 NMe OH H H
2927 2-F-Ph NH C12 NEt OH H H
2928 2-F-Ph NH C12 NPr OH H H
2929 2-F-Ph NH (CH2)3 N OH H H
2930 2-F-Ph NH (CH2)4 N OH H H
2931 2-F-Ph NH (CH2)5 N OH H H
2932 2-F-Ph NH C12 O OH H H
2933 2-F-Ph NH Ph O OH H H
2934 2-F-Ph NH C12 S OH H H
2935 2-F-Ph NH Ph S OH H H
2936 2-F-Ph NMe H NH OH H H
2937 2-F-Ph NEt H NH OH H H
2938 2-F-Ph NPr H NH OH H H
2939 2-F-Ph O H NH OH H H
2940 2-F-Ph S H NH OH H H
2941 3-F-Ph NH H NH H H H
2942 3-F-Ph NH H NH OH H H
2943 3-F-Ph NH H NH OA6 H H
2944 3-F-Ph NH H NH OA8 H H
2945 3-F-Ph NH H NH OA9 H H
2946 3-F-Ph NH H NH OA10 H H
2947 3-F-Ph NH H NH OA12 H H
2948 3-F-Ph NH H NH OA14 H H
2949 3-F-Ph NH H NH OA16 H H
2950 3-F-Ph NH H NH OH H A6
2951 3-F-Ph NH H NH OH H A8
2952 3-F-Ph NH H NH OH H A9
2953 3-F-Ph NH H NH OH H A10
2954 3-F-Ph NH H NH OH H A12
2955 3-F-Ph NH H NH OH H A14
2956 3-F-Ph NH H NH OH H A16
2957 3-F-Ph NH H NH OH A6 A6
2958 3-F-Ph NH H NH OH A8 A8
2959 3-F-Ph NH H NH OH A10 A10
2960 3-F-Ph NH H NH OA2 A2 A2
2961 3-F-Ph NH H NH OA3 A3 A3
2962 3-F-Ph NH H NH OA4 A4 A4
2963 3-F-Ph NH H NH OC6 H H
2964 3-F-Ph NH H NH OC7 H H
2965 3-F-Ph NH H NH OC8 H H
2966 3-F-Ph NH H NH OC10 H H
2967 3-F-Ph NH H NH OC11 H H
2968 3-F-Ph NH H NH OC12 H H
2969 3-F-Ph NH H NH OC14 H H
2970 3-F-Ph NH H NH OC16 H H
2971 3-F-Ph NH H NH C6CO3 H H
2972 3-F-Ph NH H NH C7CO3 H H
2973 3-F-Ph NH H NH C8CO3 H H
2974 3-F-Ph NH H NH C9CO3 H H
2975 3-F-Ph NH H NH C10CO3 H H
2976 3-F-Ph NH H NH C12CO3 H H
2977 3-F-Ph NH H NH C16CO3 H H
2978 3-F-Ph NH C8 NH OH H H
2979 3-F-Ph NH C9 NH OH H H
2980 3-F-Ph NH C10 NH OH H H
2981 3-F-Ph NH C12 NH OH H H
2982 3-F-Ph NH C16 NH OH H H
2983 3-F-Ph NH F1 NH OH H H
2984 3-F-Ph NH F2 NH OH H H
2985 3-F-Ph NH F3 NH OH H H
2986 3-F-Ph NH F4 NH OH H H
2987 3-F-Ph NH F5 NH OH H H
2988 3-F-Ph NH F6 NH OH H H
2989 3-F-Ph NH F7 NH OH H H
2990 3-F-Ph NH F8 NH OH H H
2991 3-F-Ph NH F9 NH OH H H
2992 3-F-Ph NH F10 NH OH H H
2993 3-F-Ph NH Ph NH OH H H
2994 3-F-Ph NH Bn NH OH H H
2995 3-F-Ph NH Pe NH OH H H
2996 3-F-Ph NH C12 NMe OH H H
2997 3-F-Ph NH C12 NEt OH H H
2998 3-F-Ph NH C12 NPr OH H H
2999 3-F-Ph NH (CH2)3 N OH H H
3000 3-F-Ph NH (CH2)4 N OH H H
3001 3-F-Ph NH (CH2)5 N OH H H
3002 3-F-Ph NH C12 O OH H H
3003 3-F-Ph NH Ph O OH H H
3004 3-F-Ph NH C12 S OH H H
3005 3-F-Ph NH Ph S OH H H
3006 3-F-Ph NMe H NH OH H H
3007 3-F-Ph NEt H NH OH H H
3008 3-F-Ph NPr H NH OH H H
3009 3-F-Ph O H NH OH H H
3010 3-F-Ph S H NH OH H H
3011 4-F-Ph NH H NH H H H
3012 4-F-Ph NH H NH OH H H
3013 4-F-Ph NH H NH OA6 H H
3014 4-F-Ph NH H NH OA8 H H
3015 4-F-Ph NH H NH OA9 H H
3016 4-F-Ph NH H NH OA10 H H
3017 4-F-Ph NH H NH OA12 H H
3018 4-F-Ph NH H NH OA14 H H
3019 4-F-Ph NH H NH OA16 H H
3020 4-F-Ph NH H NH OH H A6
3021 4-F-Ph NH H NH OH H A8
3022 4-F-Ph NH H NH OH H A9
3023 4-F-Ph NH H NH OH H A10
3024 4-F-Ph NH H NH OH H A12
3025 4-F-Ph NH H NH OH H A14
3026 4-F-Ph NH H NH OH H A16
3027 4-F-Ph NH H NH OH A6 A6
3028 4-F-Ph NH H NH OH A8 A8
3029 4-F-Ph NH H NH OH A10 A10
3030 4-F-Ph NH H NH OA2 A2 A2
3031 4-F-Ph NH H NH OA3 A3 A3
3032 4-F-Ph NH H NH OA4 A4 A4
3033 4-F-Ph NH H NH OC6 H H
3034 4-F-Ph NH H NH OC7 H H
3035 4-F-Ph NH H NH OC8 H H
3036 4-F-Ph NH H NH OC10 H H
3037 4-F-Ph NH H NH OC11 H H
3038 4-F-Ph NH H NH OC12 H H
3039 4-F-Ph NH H NH OC14 H H
3040 4-F-Ph NH H NH OC16 H H
3041 4-F-Ph NH H NH C6CO3 H H
3042 4-F-Ph NH H NH C7CO3 H H
3043 4-F-Ph NH H NH C8CO3 H H
3044 4-F-Ph NH H NH C9CO3 H H
3045 4-F-Ph NH H NH C10CO3 H H
3046 4-F-Ph NH H NH C12CO3 H H
3047 4-F-Ph NH H NH C16CO3 H H
3048 4-F-Ph NH C8 NH OH H H
3049 4-F-Ph NH C9 NH OH H H
3050 4-F-Ph NH C10 NH OH H H
3051 4-F-Ph NH C12 NH OH H H
3052 4-F-Ph NH C16 NH OH H H
3053 4-F-Ph NH F1 NH OH H H
3054 4-F-Ph NH F2 NH OH H H
3055 4-F-Ph NH F3 NH OH H H
3056 4-F-Ph NH F4 NH OH H H
3057 4-F-Ph NH F5 NH OH H H
3058 4-F-Ph NH F6 NH OH H H
3059 4-F-Ph NH F7 NH OH H H
3060 4-F-Ph NH F8 NH OH H H
3061 4-F-Ph NH F9 NH OH H H
3062 4-F-Ph NH F10 NH OH H H
3063 4-F-Ph NH Ph NH OH H H
3064 4-F-Ph NH Bn NH OH H H
3065 4-F-Ph NH Pe NH OH H H
3066 4-F-Ph NH C12 NMe OH H H
3067 4-F-Ph NH C12 NEt OH H H
3068 4-F-Ph NH C12 NPr OH H H
3069 4-F-Ph NH (CH2)3 N OH H H
3070 4-F-Ph NH (CH2)4 N OH H H
3071 4-F-Ph NH (CH2)5 N OH H H
3072 4-F-Ph NH C12 O OH H H
3073 4-F-Ph NH Ph O OH H H
3074 4-F-Ph NH C12 S OH H H
3075 4-F-Ph NH Ph S OH H H
3076 4-F-Ph NMe H NH OH H H
3077 4-F-Ph NEt H NH OH H H
3078 4-F-Ph NPr H NH OH H H
3079 4-F-Ph O H NH OH H H
3080 4-F-Ph S H NH OH H H
3081 4-Cl-Ph NH H NH H H H
3082 4-Cl-Ph NH H NH OH H H
3083 4-Cl-Ph NH H NH OA6 H H
3084 4-Cl-Ph NH H NH OA8 H H
3085 4-Cl-Ph NH H NH OA9 H H
3086 4-Cl-Ph NH H NH OA10 H H
3087 4-Cl-Ph NH H NH OA12 H H
3088 4-Cl-Ph NH H NH OA14 H H
3089 4-Cl-Ph NH H NH OA16 H H
3090 4-Cl-Ph NH H NH OH H A6
3091 4-Cl-Ph NH H NH OH H A8
3092 4-Cl-Ph NH H NH OH H A9
3093 4-Cl-Ph NH H NH OH H A10
3094 4-Cl-Ph NH H NH OH H A12
3095 4-Cl-Ph NH H NH OH H A14
3096 4-Cl-Ph NH H NH OH H A16
3097 4-Cl-Ph NH H NH OH A6 A6
3098 4-Cl-Ph NH H NH OH A8 A8
3099 4-Cl-Ph NH H NH OH A10 A10
3100 4-Cl-Ph NH H NH OA2 A2 A2
3101 4-Cl-Ph NH H NH OA3 A3 A3
3102 4-Cl-Ph NH H NH OA4 A4 A4
3103 4-Cl-Ph NH H NH OC6 H H
3104 4-Cl-Ph NH H NH OC7 H H
3105 4-Cl-Ph NH H NH OC8 H H
3106 4-Cl-Ph NH H NH OC10 H H
3107 4-Cl-Ph NH H NH OC11 H H
3108 4-Cl-Ph NH H NH OC12 H H
3109 4-Cl-Ph NH H NH OC14 H H
3110 4-Cl-Ph NH H NH OC16 H H
3111 4-Cl-Ph NH H NH C6CO3 H H
3112 4-Cl-Ph NH H NH C7CO3 H H
3113 4-Cl-Ph NH H NH C8CO3 H H
3114 4-Cl-Ph NH H NH C9CO3 H H
3115 4-Cl-Ph NH H NH C10CO3 H H
3116 4-Cl-Ph NH H NH C12CO3 H H
3117 4-Cl-Ph NH H NH C16CO3 H H
3118 4-Cl-Ph NH C8 NH OH H H
3119 4-Cl-Ph NH C9 NH OH H H
3120 4-Cl-Ph NH C10 NH OH H H
3121 4-Cl-Ph NH C12 NH OH H H
3122 4-Cl-Ph NH C16 NH OH H H
3123 4-Cl-Ph NH F1 NH OH H H
3124 4-Cl-Ph NH F2 NH OH H H
3125 4-Cl-Ph NH F3 NH OH H H
3126 4-Cl-Ph NH F4 NH OH H H
3127 4-Cl-Ph NH F5 NH OH H H
3128 4-Cl-Ph NH F6 NH OH H H
3129 4-Cl-Ph NH F7 NH OH H H
3130 4-Cl-Ph NH F8 NH OH H H
3131 4-Cl-Ph NH F9 NH OH H H
3132 4-Cl-Ph NH F10 NH OH H H
3133 4-Cl-Ph NH Ph NH OH H H
3134 4-Cl-Ph NH Bn NH OH H H
3135 4-Cl-Ph NH Pe NH OH H H
3136 4-Cl-Ph NH C12 NMe OH H H
3137 4-Cl-Ph NH C12 NEt OH H H
3138 4-Cl-Ph NH C12 NPr OH H H
3139 4-Cl-Ph NH (CH2)3 N OH H H
3140 4-Cl-Ph NH (CH2)4 N OH H H
3141 4-Cl-Ph NH (CH2)5 N OH H H
3142 4-Cl-Ph NH C12 O OH H H
3143 4-Cl-Ph NH Ph O OH H H
3144 4-Cl-Ph NH C12 S OH H H
3145 4-Cl-Ph NH Ph S OH H H
3146 4-Cl-Ph NMe H NH OH H H
3147 4-Cl-Ph NEt H NH OH H H
3148 4-Cl-Ph NPr H NH OH H H
3149 4-Cl-Ph O H NH OH H H
3150 4-Cl-Ph S H NH OH H H
3151 4-Br-Ph NH H NH H H H
3152 4-Br-Ph NH H NH OH H H
3153 4-Br-Ph NH H NH OA6 H H
3154 4-Br-Ph NH H NH OA8 H H
3155 4-Br-Ph NH H NH OA9 H H
3156 4-Br-Ph NH H NH OA10 H H
3157 4-Br-Ph NH H NH OA12 H H
3158 4-Br-Ph NH H NH OA14 H H
3159 4-Br-Ph NH H NH OA16 H H
3160 4-Br-Ph NH H NH OH H A6
3161 4-Br-Ph NH H NH OH H A8
3162 4-Br-Ph NH H NH OH H A9
3163 4-Br-Ph NH H NH OH H A10
3164 4-Br-Ph NH H NH OH H A12
3165 4-Br-Ph NH H NH OH H A14
3166 4-Br-Ph NH H NH OH H A16
3167 4-Br-Ph NH H NH OH A6 A6
3168 4-Br-Ph NH H NH OH A8 A8
3169 4-Br-Ph NH H NH OH A10 A10
3170 4-Br-Ph NH H NH OA2 A2 A2
3171 4-Br-Ph NH H NH OA3 A3 A3
3172 4-Br-Ph NH H NH OA4 A4 A4
3173 4-Br-Ph NH H NH OC6 H H
3174 4-Br-Ph NH H NH OC7 H H
3175 4-Br-Ph NH H NH OC8 H H
3176 4-Br-Ph NH H NH OC10 H H
3177 4-Br-Ph NH H NH OC11 H H
3178 4-Br-Ph NH H NH OC12 H H
3179 4-Br-Ph NH H NH OC14 H H
3180 4-Br-Ph NH H NH OC16 H H
3181 4-Br-Ph NH H NH C6CO3 H H
3182 4-Br-Ph NH H NH C7CO3 H H
3183 4-Br-Ph NH H NH C8CO3 H H
3184 4-Br-Ph NH H NH C9CO3 H H
3185 4-Br-Ph NH H NH C10CO3 H H
3186 4-Br-Ph NH H NH C12CO3 H H
3187 4-Br-Ph NH H NH C16CO3 H H
3188 4-Br-Ph NH C8 NH OH H H
3189 4-Br-Ph NH C9 NH OH H H
3190 4-Br-Ph NH C10 NH OH H H
3191 4-Br-Ph NH C12 NH OH H H
3192 4-Br-Ph NH C16 NH OH H H
3193 4-Br-Ph NH F1 NH OH H H
3194 4-Br-Ph NH F2 NH OH H H
3195 4-Br-Ph NH F3 NH OH H H
3196 4-Br-Ph NH F4 NH OH H H
3197 4-Br-Ph NH F5 NH OH H H
3198 4-Br-Ph NH F6 NH OH H H
3199 4-Br-Ph NH F7 NH OH H H
3200 4-Br-Ph NH F8 NH OH H H
3201 4-Br-Ph NH F9 NH OH H H
3202 4-Br-Ph NH F10 NH OH H H
3203 4-Br-Ph NH Ph NH OH H H
3204 4-Br-Ph NH Bn NH OH H H
3205 4-Br-Ph NH Pe NH OH H H
3206 4-Br-Ph NH C12 NMe OH H H
3207 4-Br-Ph NH C12 NEt OH H H
3208 4-Br-Ph NH C12 NPr OH H H
3209 4-Br-Ph NH (CH2)3 N OH H H
3210 4-Br-Ph NH (CH2)4 N OH H H
3211 4-Br-Ph NH (CH2)5 N OH H H
3212 4-Br-Ph NH C12 O OH H H
3213 4-Br-Ph NH Ph O OH H H
3214 4-Br-Ph NH C12 S OH H H
3215 4-Br-Ph NH Ph S OH H H
3216 4-Br-Ph NMe H NH OH H H
3217 4-Br-Ph NEt H NH OH H H
3218 4-Br-Ph NPr H NH OH H H
3219 4-Br-Ph O H NH OH H H
3220 4-Br-Ph S H NH OH H H
3221 4-I-Ph NH H NH H H H
3222 4-I-Ph NH H NH OH H H
3223 4-I-Ph NH H NH OA6 H H
3224 4-I-Ph NH H NH OA8 H H
3225 4-I-Ph NH H NH OA9 H H
3226 4-I-Ph NH H NH OA10 H H
3227 4-I-Ph NH H NH OA12 H H
3228 4-I-Ph NH H NH OA14 H H
3229 4-I-Ph NH H NH OA16 H H
3230 4-I-Ph NH H NH OH H A6
3231 4-I-Ph NH H NH OH H A8
3232 4-I-Ph NH H NH OH H A9
3233 4-I-Ph NH H NH OH H A10
3234 4-I-Ph NH H NH OH H A12
3235 4-I-Ph NH H NH OH H A14
3236 4-I-Ph NH H NH OH H A16
3237 4-I-Ph NH H NH OH A6 A6
3238 4-I-Ph NH H NH OH A8 A8
3239 4-I-Ph NH H NH OH A10 A10
3240 4-I-Ph NH H NH OA2 A2 A2
3241 4-I-Ph NH H NH OA3 A3 A3
3242 4-I-Ph NH H NH OA4 A4 A4
3243 4-I-Ph NH H NH OC6 H H
3244 4-I-Ph NH H NH OC7 H H
3245 4-I-Ph NH H NH OC8 H H
3246 4-I-Ph NH H NH OC10 H H
3247 4-I-Ph NH H NH OC11 H H
3248 4-I-Ph NH H NH OC12 H H
3249 4-I-Ph NH H NH OC14 H H
3250 4-I-Ph NH H NH OC16 H H
3251 4-I-Ph NH H NH C6CO3 H H
3252 4-I-Ph NH H NH C7CO3 H H
3253 4-I-Ph NH H NH C8CO3 H H
3254 4-I-Ph NH H NH C9CO3 H H
3255 4-I-Ph NH H NH C10CO3 H H
3256 4-I-Ph NH H NH C12CO3 H H
3257 4-I-Ph NH H NH C16CO3 H H
3258 4-I-Ph NH C8 NH OH H H
3259 4-I-Ph NH C9 NH OH H H
3260 4-I-Ph NH C10 NH OH H H
3261 4-I-Ph NH C12 NH OH H H
3262 4-I-Ph NH C16 NH OH H H
3263 4-I-Ph NH F1 NH OH H H
3264 4-I-Ph NH F2 NH OH H H
3265 4-I-Ph NH F3 NH OH H H
3266 4-I-Ph NH F4 NH OH H H
3267 4-I-Ph NH F5 NH OH H H
3268 4-I-Ph NH F6 NH OH H H
3269 4-I-Ph NH F7 NH OH H H
3270 4-I-Ph NH F8 NH OH H H
3271 4-I-Ph NH F9 NH OH H H
3272 4-I-Ph NH F10 NH OH H H
3273 4-I-Ph NH Ph NH OH H H
3274 4-I-Ph NH Bn NH OH H H
3275 4-I-Ph NH Pe NH OH H H
3276 4-I-Ph NH C12 NMe OH H H
3277 4-I-Ph NH C12 NEt OH H H
3278 4-I-Ph NH C12 NPr OH H H
3279 4-I-Ph NH (CH2)3 N OH H H
3280 4-I-Ph NH (CH2)4 N OH H H
3281 4-I-Ph NH (CH2)5 N OH H H
3282 4-I-Ph NH C12 O OH H H
3283 4-I-Ph NH Ph O OH H H
3284 4-I-Ph NH C12 S OH H H
3285 4-I-Ph NH Ph S OH H H
3286 4-I-Ph NMe H NH OH H H
3287 4-I-Ph NEt H NH OH H H
3288 4-I-Ph NPr H NH OH H H
3289 4-I-Ph O H NH OH H H
3290 4-I-Ph S H NH OH H H
3291 3-Cl-Ph NH H NH H H H
3292 3-Cl-Ph NH H NH OH H H
3293 3-Cl-Ph NH H NH OA6 H H
3294 3-Cl-Ph NH H NH OA8 H H
3295 3-Cl-Ph NH H NH OA9 H H
3296 3-Cl-Ph NH H NH OA10 H H
3297 3-Cl-Ph NH H NH OA12 H H
3298 3-Cl-Ph NH H NH OA14 H H
3299 3-Cl-Ph NH H NH OA16 H H
3300 3-Cl-Ph NH H NH OH H A6
3301 3-Cl-Ph NH H NH OH H A8
3302 3-Cl-Ph NH H NH OH H A9
3303 3-Cl-Ph NH H NH OH H A10
3304 3-Cl-Ph NH H NH OH H A12
3305 3-Cl-Ph NH H NH OH H A14
3306 3-Cl-Ph NH H NH OH H A16
3307 3-Cl-Ph NH H NH OH A6 A6
3308 3-Cl-Ph NH H NH OH A8 A8
3309 3-Cl-Ph NH H NH OH A10 A10
3310 3-Cl-Ph NH H NH OA2 A2 A2
3311 3-Cl-Ph NH H NH OA3 A3 A3
3312 3-Cl-Ph NH H NH OA4 A4 A4
3313 3-Cl-Ph NH H NH OC6 H H
3314 3-Cl-Ph NH H NH OC7 H H
3315 3-Cl-Ph NH H NH OC8 H H
3316 3-Cl-Ph NH H NH OC10 H H
3317 3-Cl-Ph NH H NH OC11 H H
3318 3-Cl-Ph NH H NH OC12 H H
3319 3-Cl-Ph NH H NH OC14 H H
3320 3-Cl-Ph NH H NH OC16 H H
3321 3-Cl-Ph NH H NH C6CO3 H H
3322 3-Cl-Ph NH H NH C7CO3 H H
3323 3-Cl-Ph NH H NH C8CO3 H H
3324 3-Cl-Ph NH H NH C9CO3 H H
3325 3-Cl-Ph NH H NH C10CO3 H H
3326 3-Cl-Ph NH H NH C12CO3 H H
3327 3-Cl-Ph NH H NH C16CO3 H H
3328 3-Cl-Ph NH C8 NH OH H H
3329 3-Cl-Ph NH C9 NH OH H H
3330 3-Cl-Ph NH C10 NH OH H H
3331 3-Cl-Ph NH C12 NH OH H H
3332 3-Cl-Ph NH C16 NH OH H H
3333 3-Cl-Ph NH F1 NH OH H H
3334 3-Cl-Ph NH F2 NH OH H H
3335 3-Cl-Ph NH F3 NH OH H H
3336 3-Cl-Ph NH F4 NH OH H H
3337 3-Cl-Ph NH F5 NH OH H H
3338 3-Cl-Ph NH F6 NH OH H H
3339 3-Cl-Ph NH F7 NH OH H H
3340 3-Cl-Ph NH F8 NH OH H H
3341 3-Cl-Ph NH F9 NH OH H H
3342 3-Cl-Ph NH F10 NH OH H H
3343 3-Cl-Ph NH Ph NH OH H H
3344 3-Cl-Ph NH Bn NH OH H H
3345 3-Cl-Ph NH Pe NH OH H H
3346 3-Cl-Ph NH C12 NMe OH H H
3347 3-Cl-Ph NH C12 NEt OH H H
3348 3-Cl-Ph NH C12 NPr OH H H
3349 3-Cl-Ph NH (CH2)3 N OH H H
3350 3-Cl-Ph NH (CH2)4 N OH H H
3351 3-Cl-Ph NH (CH2)5 N OH H H
3352 3-Cl-Ph NH C12 O OH H H
3353 3-Cl-Ph NH Ph O OH H H
3354 3-Cl-Ph NH C12 S OH H H
3355 3-Cl-Ph NH Ph S OH H H
3356 3-Cl-Ph NMe H NH OH H H
3357 3-Cl-Ph NEt H NH OH H H
3358 3-Cl-Ph NPr H NH OH H H
3359 3-Cl-Ph O H NH OH H H
3360 3-Cl-Ph S H NH OH H H
3361 3-I-Ph NH H NH H H H
3362 3-I-Ph NH H NH OH H H
3363 3-I-Ph NH H NH OA6 H H
3364 3-I-Ph NH H NH OA8 H H
3365 3-I-Ph NH H NH OA9 H H
3366 3-I-Ph NH H NH OA10 H H
3367 3-I-Ph NH H NH OA12 H H
3368 3-I-Ph NH H NH OA14 H H
3369 3-I-Ph NH H NH OA16 H H
3370 3-I-Ph NH H NH OH H A6
3371 3-I-Ph NH H NH OH H A8
3372 3-I-Ph NH H NH OH H A9
3373 3-I-Ph NH H NH OH H A10
3374 3-I-Ph NH H NH OH H A12
3375 3-I-Ph NH H NH OH H A14
3376 3-I-Ph NH H NH OH H A16
3377 3-I-Ph NH H NH OH A6 A6
3378 3-I-Ph NH H NH OH A8 A8
3379 3-I-Ph NH H NH OH A10 A10
3380 3-I-Ph NH H NH OA2 A2 A2
3381 3-I-Ph NH H NH OA3 A3 A3
3382 3-I-Ph NH H NH OA4 A4 A4
3383 3-I-Ph NH H NH OC6 H H
3384 3-I-Ph NH H NH OC7 H H
3385 3-I-Ph NH H NH OC8 H H
3386 3-I-Ph NH H NH OC10 H H
3387 3-I-Ph NH H NH OC11 H H
3388 3-I-Ph NH H NH OC12 H H
3389 3-I-Ph NH H NH OC14 H H
3390 3-I-Ph NH H NH OC16 H H
3391 3-I-Ph NH H NH C6CO3 H H
3392 3-I-Ph NH H NH C7CO3 H H
3393 3-I-Ph NH H NH C8CO3 H H
3394 3-I-Ph NH H NH C9CO3 H H
3395 3-I-Ph NH H NH C10CO3 H H
3396 3-I-Ph NH H NH C12CO3 H H
3397 3-I-Ph NH H NH C16CO3 H H
3398 3-I-Ph NH C8 NH OH H H
3399 3-I-Ph NH C9 NH OH H H
3400 3-I-Ph NH C10 NH OH H H
3401 3-I-Ph NH C12 NH OH H H
3402 3-I-Ph NH C16 NH OH H H
3403 3-I-Ph NH F1 NH OH H H
3404 3-I-Ph NH F2 NH OH H H
3405 3-I-Ph NH F3 NH OH H H
3406 3-I-Ph NH F4 NH OH H H
3407 3-I-Ph NH F5 NH OH H H
3408 3-I-Ph NH F6 NH OH H H
3409 3-I-Ph NH F7 NH OH H H
3410 3-I-Ph NH F8 NH OH H H
3411 3-I-Ph NH F9 NH OH H H
3412 3-I-Ph NH F10 NH OH H H
3413 3-I-Ph NH Ph NH OH H H
3414 3-I-Ph NH Bn NH OH H H
3415 3-I-Ph NH Pe NH OH H H
3416 3-I-Ph NH C12 NMe OH H H
3417 3-I-Ph NH C12 NEt OH H H
3418 3-I-Ph NH C12 NPr OH H H
3419 3-I-Ph NH (CH2)3 N OH H H
3420 3-I-Ph NH (CH2)4 N OH H H
3421 3-I-Ph NH (CH2)5 N OH H H
3422 3-I-Ph NH C12 O OH H H
3423 3-I-Ph NH Ph O OH H H
3424 3-I-Ph NH C12 S OH H H
3425 3-I-Ph NH Ph S OH H H
3426 3-I-Ph NMe H NH OH H H
3427 3-I-Ph NEt H NH OH H H
3428 3-I-Ph NPr H NH OH H H
3429 3-I-Ph O H NH OH H H
3430 3-I-Ph S H NH OH H H
3431 2,3-F2-Ph NH H NH H H H
3432 2,3-F2-Ph NH H NH OH H H
3433 2,3-F2-Ph NH H NH OA6 H H
3434 2,3-F2-Ph NH H NH OA8 H H
3435 2,3-F2-Ph NH H NH OA9 H H
3436 2,3-F2-Ph NH H NH OA10 H H
3437 2,3-F2-Ph NH H NH OA12 H H
3438 2,3-F2-Ph NH H NH OA14 H H
3439 2,3-F2-Ph NH H NH OA16 H H
3440 2,3-F2-Ph NH H NH OH H A6
3441 2,3-F2-Ph NH H NH OH H A8
3442 2,3-F2-Ph NH H NH OH H A9
3443 2,3-F2-Ph NH H NH OH H A10
3444 2,3-F2-Ph NH H NH OH H A12
3445 2,3-F2-Ph NH H NH OH H A14
3446 2,3-F2-Ph NH H NH OH H A16
3447 2,3-F2-Ph NH H NH OH A6 A6
3448 2,3-F2-Ph NH H NH OH A8 A8
3449 2,3-F2-Ph NH H NH OH A10 A10
3450 2,3-F2-Ph NH H NH OA2 A2 A2
3451 2,3-F2-Ph NH H NH OA3 A3 A3
3452 2,3-F2-Ph NH H NH OA4 A4 A4
3453 2,3-F2-Ph NH H NH OC6 H H
3454 2,3-F2-Ph NH H NH OC7 H H
3455 2,3-F2-Ph NH H NH OC8 H H
3456 2,3-F2-Ph NH H NH OC10 H H
3457 2,3-F2-Ph NH H NH OC11 H H
3458 2,3-F2-Ph NH H NH OC12 H H
3459 2,3-F2-Ph NH H NH OC14 H H
3460 2,3-F2-Ph NH H NH OC16 H H
3461 2,3-F2-Ph NH H NH C6CO3 H H
3462 2,3-F2-Ph NH H NH C7CO3 H H
3463 2,3-F2-Ph NH H NH C8CO3 H H
3464 2,3-F2-Ph NH H NH C9CO3 H H
3465 2,3-F2-Ph NH H NH C10CO3 H H
3466 2,3-F2-Ph NH H NH C12CO3 H H
3467 2,3-F2-Ph NH H NH C16CO3 H H
3468 2,3-F2-Ph NH C8 NH OH H H
3469 2,3-F2-Ph NH C9 NH OH H H
3470 2,3-F2-Ph NH C10 NH OH H H
3471 2,3-F2-Ph NH C12 NH OH H H
3472 2,3-F2-Ph NH C16 NH OH H H
3473 2,3-F2-Ph NH F1 NH OH H H
3474 2,3-F2-Ph NH F2 NH OH H H
3475 2,3-F2-Ph NH F3 NH OH H H
3476 2,3-F2-Ph NH F4 NH OH H H
3477 2,3-F2-Ph NH F5 NH OH H H
3478 2,3-F2-Ph NH F6 NH OH H H
3479 2,3-F2-Ph NH F7 NH OH H H
3480 2,3-F2-Ph NH F8 NH OH H H
3481 2,3-F2-Ph NH F9 NH OH H H
3482 2,3-F2-Ph NH F10 NH OH H H
3483 2,3-F2-Ph NH Ph NH OH H H
3484 2,3-F2-Ph NH Bn NH OH H H
3485 2,3-F2-Ph NH Pe NH OH H H
3486 2,3-F2-Ph NH C12 NMe OH H H
3487 2,3-F2-Ph NH C12 NEt OH H H
3488 2,3-F2-Ph NH C12 NPr OH H H
3489 2,3-F2-Ph NH (CH2)3 N OH H H
3490 2,3-F2-Ph NH (CH2)4 N OH H H
3491 2,3-F2-Ph NH (CH2)5 N OH H H
3492 2,3-F2-Ph NH C12 O OH H H
3493 2,3-F2-Ph NH Ph O OH H H
3494 2,3-F2-Ph NH C12 S OH H H
3495 2,3-F2-Ph NH Ph S OH H H
3496 2,3-F2-Ph NMe H NH OH H H
3497 2,3-F2-Ph NEt H NH OH H H
3498 2,3-F2-Ph NPr H NH OH H H
3499 2,3-F2-Ph O H NH OH H H
3500 2,3-F2-Ph S H NH OH H H
3501 2,4-F2-Ph NH H NH H H H
3502 2,4-F2-Ph NH H NH OH H H
3503 2,4-F2-Ph NH H NH OA6 H H
3504 2,4-F2-Ph NH H NH OA8 H H
3505 2,4-F2-Ph NH H NH OA9 H H
3506 2,4-F2-Ph NH H NH OA10 H H
3507 2,4-F2-Ph NH H NH OA12 H H
3508 2,4-F2-Ph NH H NH OA14 H H
3509 2,4-F2-Ph NH H NH OA16 H H
3510 2,4-F2-Ph NH H NH OH H A6
3511 2,4-F2-Ph NH H NH OH H A8
3512 2,4-F2-Ph NH H NH OH H A9
3513 2,4-F2-Ph NH H NH OH H A10
3514 2,4-F2-Ph NH H NH OH H A12
3515 2,4-F2-Ph NH H NH OH H A14
3516 2,4-F2-Ph NH H NH OH H A16
3517 2,4-F2-Ph NH H NH OH A6 A6
3518 2,4-F2-Ph NH H NH OH A8 A8
3519 2,4-F2-Ph NH H NH OH A10 A10
3520 2,4-F2-Ph NH H NH OA2 A2 A2
3521 2,4-F2-Ph NH H NH OA3 A3 A3
3522 2,4-F2-Ph NH H NH OA4 A4 A4
3523 2,4-F2-Ph NH H NH OC6 H H
3524 2,4-F2-Ph NH H NH OC7 H H
3525 2,4-F2-Ph NH H NH OC8 H H
3526 2,4-F2-Ph NH H NH OC10 H H
3527 2,4-F2-Ph NH H NH OC11 H H
3528 2,4-F2-Ph NH H NH OC12 H H
3529 2,4-F2-Ph NH H NH OC14 H H
3530 2,4-F2-Ph NH H NH OC16 H H
3531 2,4-F2-Ph NH H NH C6CO3 H H
3532 2,4-F2-Ph NH H NH C7CO3 H H
3533 2,4-F2-Ph NH H NH C8CO3 H H
3534 2,4-F2-Ph NH H NH C9CO3 H H
3535 2,4-F2-Ph NH H NH C10CO3 H H
3536 2,4-F2-Ph NH H NH C12CO3 H H
3537 2,4-F2-Ph NH H NH C16CO3 H H
3538 2,4-F2-Ph NH C8 NH OH H H
3539 2,4-F2-Ph NH C9 NH OH H H
3540 2,4-F2-Ph NH C10 NH OH H H
3541 2,4-F2-Ph NH C12 NH OH H H
3542 2,4-F2-Ph NH C16 NH OH H H
3543 2,4-F2-Ph NH F1 NH OH H H
3544 2,4-F2-Ph NH F2 NH OH H H
3545 2,4-F2-Ph NH F3 NH OH H H
3546 2,4-F2-Ph NH F4 NH OH H H
3547 2,4-F2-Ph NH F5 NH OH H H
3548 2,4-F2-Ph NH F6 NH OH H H
3549 2,4-F2-Ph NH F7 NH OH H H
3550 2,4-F2-Ph NH F8 NH OH H H
3551 2,4-F2-Ph NH F9 NH OH H H
3552 2,4-F2-Ph NH F10 NH OH H H
3553 2,4-F2-Ph NH Ph NH OH H H
3554 2,4-F2-Ph NH Bn NH OH H H
3555 2,4-F2-Ph NH Pe NH OH H H
3556 2,4-F2-Ph NH C12 NMe OH H H
3557 2,4-F2-Ph NH C12 NEt OH H H
3558 2,4-F2-Ph NH C12 NPr OH H H
3559 2,4-F2-Ph NH (CH2)3 N OH H H
3560 2,4-F2-Ph NH (CH2)4 N OH H H
3561 2,4-F2-Ph NH (CH2)5 N OH H H
3562 2,4-F2-Ph NH C12 O OH H H
3563 2,4-F2-Ph NH Ph O OH H H
3564 2,4-F2-Ph NH C12 S OH H H
3565 2,4-F2-Ph NH Ph S OH H H
3566 2,4-F2-Ph NMe H NH OH H H
3567 2,4-F2-Ph NEt H NH OH H H
3568 2,4-F2-Ph NPr H NH OH H H
3569 2,4-F2-Ph O H NH OH H H
3570 2,4-F2-Ph S H NH OH H H
3571 2,5-F2-Ph NH H NH H H H
3572 2,5-F2-Ph NH H NH OH H H
3573 2,5-F2-Ph NH H NH OA6 H H
3574 2,5-F2-Ph NH H NH OA8 H H
3575 2,5-F2-Ph NH H NH OA9 H H
3576 2,5-F2-Ph NH H NH OA10 H H
3577 2,5-F2-Ph NH H NH OA12 H H
3578 2,5-F2-Ph NH H NH OA14 H H
3579 2,5-F2-Ph NH H NH OA16 H H
3580 2,5-F2-Ph NH H NH OH H A6
3581 2,5-F2-Ph NH H NH OH H A8
3582 2,5-F2-Ph NH H NH OH H A9
3583 2,5-F2-Ph NH H NH OH H A10
3584 2,5-F2-Ph NH H NH OH H A12
3585 2,5-F2-Ph NH H NH OH H A14
3586 2,5-F2-Ph NH H NH OH H A16
3587 2,5-F2-Ph NH H NH OH A6 A6
3588 2,5-F2-Ph NH H NH OH A8 A8
3589 2,5-F2-Ph NH H NH OH A10 A10
3590 2,5-F2-Ph NH H NH OA2 A2 A2
3591 2,5-F2-Ph NH H NH OA3 A3 A3
3592 2,5-F2-Ph NH H NH OA4 A4 A4
3593 2,5-F2-Ph NH H NH OC6 H H
3594 2,5-F2-Ph NH H NH OC7 H H
3595 2,5-F2-Ph NH H NH OC8 H H
3596 2,5-F2-Ph NH H NH OC10 H H
3597 2,5-F2-Ph NH H NH OC11 H H
3598 2,5-F2-Ph NH H NH OC12 H H
3599 2,5-F2-Ph NH H NH OC14 H H
3600 2,5-F2-Ph NH H NH OC16 H H
3601 2,5-F2-Ph NH H NH C6CO3 H H
3602 2,5-F2-Ph NH H NH C7CO3 H H
3603 2,5-F2-Ph NH H NH C8CO3 H H
3604 2,5-F2-Ph NH H NH C9CO3 H H
3605 2,5-F2-Ph NH H NH C10CO3 H H
3606 2,5-F2-Ph NH H NH C12CO3 H H
3607 2,5-F2-Ph NH H NH C16CO3 H H
3608 2,5-F2-Ph NH C8 NH OH H H
3609 2,5-F2-Ph NH C9 NH OH H H
3610 2,5-F2-Ph NH C10 NH OH H H
3611 2,5-F2-Ph NH C12 NH OH H H
3612 2,5-F2-Ph NH C16 NH OH H H
3613 2,5-F2-Ph NH F1 NH OH H H
3614 2,5-F2-Ph NH F2 NH OH H H
3615 2,5-F2-Ph NH F3 NH OH H H
3616 2,5-F2-Ph NH F4 NH OH H H
3617 2,5-F2-Ph NH F5 NH OH H H
3618 2,5-F2-Ph NH F6 NH OH H H
3619 2,5-F2-Ph NH F7 NH OH H H
3620 2,5-F2-Ph NH F8 NH OH H H
3621 2,5-F2-Ph NH F9 NH OH H H
3622 2,5-F2-Ph NH F10 NH OH H H
3623 2,5-F2-Ph NH Ph NH OH H H
3624 2,5-F2-Ph NH Bn NH OH H H
3625 2,5-F2-Ph NH Pe NH OH H H
3626 2,5-F2-Ph NH C12 NMe OH H H
3627 2,5-F2-Ph NH C12 NEt OH H H
3628 2,5-F2-Ph NH C12 NPr OH H H
3629 2,5-F2-Ph NH (CH2)3 N OH H H
3630 2,5-F2-Ph NH (CH2)4 N OH H H
3631 2,5-F2-Ph NH (CH2)5 N OH H H
3632 2,5-F2-Ph NH C12 O OH H H
3633 2,5-F2-Ph NH Ph O OH H H
3634 2,5-F2-Ph NH C12 S OH H H
3635 2,5-F2-Ph NH Ph S OH H H
3636 2,5-F2-Ph NMe H NH OH H H
3637 2,5-F2-Ph NEt H NH OH H H
3638 2,5-F2-Ph NPr H NH OH H H
3639 2,5-F2-Ph O H NH OH H H
3640 2,5-F2-Ph S H NH OH H H
3641 2,6-F2-Ph NH H NH H H H
3642 2,6-F2-Ph NH H NH OH H H
3643 2,6-F2-Ph NH H NH OA6 H H
3644 2,6-F2-Ph NH H NH OA8 H H
3645 2,6-F2-Ph NH H NH OA9 H H
3646 2,6-F2-Ph NH H NH OA10 H H
3647 2,6-F2-Ph NH H NH OA12 H H
3648 2,6-F2-Ph NH H NH OA14 H H
3649 2,6-F2-Ph NH H NH OA16 H H
3650 2,6-F2-Ph NH H NH OH H A6
3651 2,6-F2-Ph NH H NH OH H A8
3652 2,6-F2-Ph NH H NH OH H A9
3653 2,6-F2-Ph NH H NH OH H A10
3654 2,6-F2-Ph NH H NH OH H A12
3655 2,6-F2-Ph NH H NH OH H A14
3656 2,6-F2-Ph NH H NH OH H A16
3657 2,6-F2-Ph NH H NH OH A6 A6
3658 2,6-F2-Ph NH H NH OH A8 A8
3659 2,6-F2-Ph NH H NH OH A10 A10
3660 2,6-F2-Ph NH H NH OA2 A2 A2
3661 2,6-F2-Ph NH H NH OA3 A3 A3
3662 2,6-F2-Ph NH H NH OA4 A4 A4
3663 2,6-F2-Ph NH H NH OC6 H H
3664 2,6-F2-Ph NH H NH OC7 H H
3665 2,6-F2-Ph NH H NH OC8 H H
3666 2,6-F2-Ph NH H NH OC10 H H
3667 2,6-F2-Ph NH H NH OC11 H H
3668 2,6-F2-Ph NH H NH OC12 H H
3669 2,6-F2-Ph NH H NH OC14 H H
3670 2,6-F2-Ph NH H NH OC16 H H
3671 2,6-F2-Ph NH H NH C6CO3 H H
3672 2,6-F2-Ph NH H NH C7CO3 H H
3673 2,6-F2-Ph NH H NH C8CO3 H H
3674 2,6-F2-Ph NH H NH C9CO3 H H
3675 2,6-F2-Ph NH H NH C10CO3 H H
3676 2,6-F2-Ph NH H NH C12CO3 H H
3677 2,6-F2-Ph NH H NH C16CO3 H H
3678 2,6-F2-Ph NH C8 NH OH H H
3679 2,6-F2-Ph NH C9 NH OH H H
3680 2,6-F2-Ph NH C10 NH OH H H
3681 2,6-F2-Ph NH C12 NH OH H H
3682 2,6-F2-Ph NH C16 NH OH H H
3683 2,6-F2-Ph NH F1 NH OH H H
3684 2,6-F2-Ph NH F2 NH OH H H
3685 2,6-F2-Ph NH F3 NH OH H H
3686 2,6-F2-Ph NH F4 NH OH H H
3687 2,6-F2-Ph NH F5 NH OH H H
3688 2,6-F2-Ph NH F6 NH OH H H
3689 2,6-F2-Ph NH F7 NH OH H H
3690 2,6-F2-Ph NH F8 NH OH H H
3691 2,6-F2-Ph NH F9 NH OH H H
3692 2,6-F2-Ph NH F10 NH OH H H
3693 2,6-F2-Ph NH Ph NH OH H H
3694 2,6-F2-Ph NH Bn NH OH H H
3695 2,6-F2-Ph NH Pe NH OH H H
3696 2,6-F2-Ph NH C12 NMe OH H H
3697 2,6-F2-Ph NH C12 NEt OH H H
3698 2,6-F2-Ph NH C12 NPr OH H H
3699 2,6-F2-Ph NH (CH2)3 N OH H H
3700 2,6-F2-Ph NH (CH2)4 N OH H H
3701 2,6-F2-Ph NH (CH2)5 N OH H H
3702 2,6-F2-Ph NH C12 O OH H H
3703 2,6-F2-Ph NH Ph O OH H H
3704 2,6-F2-Ph NH C12 S OH H H
3705 2,6-F2-Ph NH Ph S OH H H
3706 2,6-F2-Ph NMe H NH OH H H
3707 2,6-F2-Ph NEt H NH OH H H
3708 2,6-F2-Ph NPr H NH OH H H
3709 2,6-F2-Ph O H NH OH H H
3710 2,6-F2-Ph S H NH OH H H
3711 3,4-F2-Ph NH H NH H H H
3712 3,4-F2-Ph NH H NH OH H H
3713 3,4-F2-Ph NH H NH OA6 H H
3714 3,4-F2-Ph NH H NH OA8 H H
3715 3,4-F2-Ph NH H NH OA9 H H
3716 3,4-F2-Ph NH H NH OA10 H H
3717 3,4-F2-Ph NH H NH OA12 H H
3718 3,4-F2-Ph NH H NH OA14 H H
3719 3,4-F2-Ph NH H NH OA16 H H
3720 3,4-F2-Ph NH H NH OH H A6
3721 3,4-F2-Ph NH H NH OH H A8
3722 3,4-F2-Ph NH H NH OH H A9
3723 3,4-F2-Ph NH H NH OH H A10
3724 3,4-F2-Ph NH H NH OH H A12
3725 3,4-F2-Ph NH H NH OH H A14
3726 3,4-F2-Ph NH H NH OH H A16
3727 3,4-F2-Ph NH H NH OH A6 A6
3728 3,4-F2-Ph NH H NH OH A8 A8
3729 3,4-F2-Ph NH H NH OH A10 A10
3730 3,4-F2-Ph NH H NH OA2 A2 A2
3731 3,4-F2-Ph NH H NH OA3 A3 A3
3732 3,4-F2-Ph NH H NH OA4 A4 A4
3733 3,4-F2-Ph NH H NH OC6 H H
3734 3,4-F2-Ph NH H NH OC7 H H
3735 3,4-F2-Ph NH H NH OC8 H H
3736 3,4-F2-Ph NH H NH OC10 H H
3737 3,4-F2-Ph NH H NH OC11 H H
3738 3,4-F2-Ph NH H NH OC12 H H
3739 3,4-F2-Ph NH H NH OC14 H H
3740 3,4-F2-Ph NH H NH OC16 H H
3741 3,4-F2-Ph NH H NH C6CO3 H H
3742 3,4-F2-Ph NH H NH C7CO3 H H
3743 3,4-F2-Ph NH H NH C8CO3 H H
3744 3,4-F2-Ph NH H NH C9CO3 H H
3745 3,4-F2-Ph NH H NH C10CO3 H H
3746 3,4-F2-Ph NH H NH C12CO3 H H
3747 3,4-F2-Ph NH H NH C16CO3 H H
3748 3,4-F2-Ph NH C8 NH OH H H
3749 3,4-F2-Ph NH C9 NH OH H H
3750 3,4-F2-Ph NH C10 NH OH H H
3751 3,4-F2-Ph NH C12 NH OH H H
3752 3,4-F2-Ph NH C16 NH OH H H
3753 3,4-F2-Ph NH F1 NH OH H H
3754 3,4-F2-Ph NH F2 NH OH H H
3755 3,4-F2-Ph NH F3 NH OH H H
3756 3,4-F2-Ph NH F4 NH OH H H
3757 3,4-F2-Ph NH F5 NH OH H H
3758 3,4-F2-Ph NH F6 NH OH H H
3759 3,4-F2-Ph NH F7 NH OH H H
3760 3,4-F2-Ph NH F8 NH OH H H
3761 3,4-F2-Ph NH F9 NH OH H H
3762 3,4-F2-Ph NH F10 NH OH H H
3763 3,4-F2-Ph NH Ph NH OH H H
3764 3,4-F2-Ph NH Bn NH OH H H
3765 3,4-F2-Ph NH Pe NH OH H H
3766 3,4-F2-Ph NH C12 NMe OH H H
3767 3,4-F2-Ph NH C12 NEt OH H H
3768 3,4-F2-Ph NH C12 NPr OH H H
3769 3,4-F2-Ph NH (CH2)3 N OH H H
3770 3,4-F2-Ph NH (CH2)4 N OH H H
3771 3,4-F2-Ph NH (CH2)5 N OH H H
3772 3,4-F2-Ph NH C12 O OH H H
3773 3,4-F2-Ph NH Ph O OH H H
3774 3,4-F2-Ph NH C12 S OH H H
3775 3,4-F2-Ph NH Ph S OH H H
3776 3,4-F2-Ph NMe H NH OH H H
3777 3,4-F2-Ph NEt H NH OH H H
3778 3,4-F2-Ph NPr H NH OH H H
3779 3,4-F2-Ph O H NH OH H H
3780 3,4-F2-Ph S H NH OH H H
3781 3,5-F2-Ph NH H NH H H H
3782 3,5-F2-Ph NH H NH OH H H
3783 3,5-F2-Ph NH H NH OA6 H H
3784 3,5-F2-Ph NH H NH OA8 H H
3785 3,5-F2-Ph NH H NH OA9 H H
3786 3,5-F2-Ph NH H NH OA10 H H
3787 3,5-F2-Ph NH H NH OA12 H H
3788 3,5-F2-Ph NH H NH OA14 H H
3789 3,5-F2-Ph NH H NH OA16 H H
3790 3,5-F2-Ph NH H NH OH H A6
3791 3,5-F2-Ph NH H NH OH H A8
3792 3,5-F2-Ph NH H NH OH H A9
3793 3,5-F2-Ph NH H NH OH H A10
3794 3,5-F2-Ph NH H NH OH H A12
3795 3,5-F2-Ph NH H NH OH H A14
3796 3,5-F2-Ph NH H NH OH H A16
3797 3,5-F2-Ph NH H NH OH A6 A6
3798 3,5-F2-Ph NH H NH OH A8 A8
3799 3,5-F2-Ph NH H NH OH A10 A10
3800 3,5-F2-Ph NH H NH OA2 A2 A2
3801 3,5-F2-Ph NH H NH OA3 A3 A3
3802 3,5-F2-Ph NH H NH OA4 A4 A4
3803 3,5-F2-Ph NH H NH OC6 H H
3804 3,5-F2-Ph NH H NH OC7 H H
3805 3,5-F2-Ph NH H NH OC8 H H
3806 3,5-F2-Ph NH H NH OC10 H H
3807 3,5-F2-Ph NH H NH OC11 H H
3808 3,5-F2-Ph NH H NH OC12 H H
3809 3,5-F2-Ph NH H NH OC14 H H
3810 3,5-F2-Ph NH H NH OC16 H H
3811 3,5-F2-Ph NH H NH C6CO3 H H
3812 3,5-F2-Ph NH H NH C7CO3 H H
3813 3,5-F2-Ph NH H NH C8CO3 H H
3814 3,5-F2-Ph NH H NH C9CO3 H H
3815 3,5-F2-Ph NH H NH C10CO3 H H
3816 3,5-F2-Ph NH H NH C12CO3 H H
3817 3,5-F2-Ph NH H NH C16CO3 H H
3818 3,5-F2-Ph NH C8 NH OH H H
3819 3,5-F2-Ph NH C9 NH OH H H
3820 3,5-F2-Ph NH C10 NH OH H H
3821 3,5-F2-Ph NH C12 NH OH H H
3822 3,5-F2-Ph NH C16 NH OH H H
3823 3,5-F2-Ph NH F1 NH OH H H
3824 3,5-F2-Ph NH F2 NH OH H H
3825 3,5-F2-Ph NH F3 NH OH H H
3826 3,5-F2-Ph NH F4 NH OH H H
3827 3,5-F2-Ph NH F5 NH OH H H
3828 3,5-F2-Ph NH F6 NH OH H H
3829 3,5-F2-Ph NH F7 NH OH H H
3830 3,5-F2-Ph NH F8 NH OH H H
3831 3,5-F2-Ph NH F9 NH OH H H
3832 3,5-F2-Ph NH F10 NH OH H H
3833 3,5-F2-Ph NH Ph NH OH H H
3834 3,5-F2-Ph NH Bn NH OH H H
3835 3,5-F2-Ph NH Pe NH OH H H
3836 3,5-F2-Ph NH C12 NMe OH H H
3837 3,5-F2-Ph NH C12 NEt OH H H
3838 3,5-F2-Ph NH C12 NPr OH H H
3839 3,5-F2-Ph NH (CH2)3 N OH H H
3840 3,5-F2-Ph NH (CH2)4 N OH H H
3841 3,5-F2-Ph NH (CH2)5 N OH H H
3842 3,5-F2-Ph NH C12 O OH H H
3843 3,5-F2-Ph NH Ph O OH H H
3844 3,5-F2-Ph NH C12 S OH H H
3845 3,5-F2-Ph NH Ph S OH H H
3846 3,5-F2-Ph NMe H NH OH H H
3847 3,5-F2-Ph NEt H NH OH H H
3848 3,5-F2-Ph NPr H NH OH H H
3849 3,5-F2-Ph O H NH OH H H
3850 3,5-F2-Ph S H NH OH H H
3851 2,3,4-F3-Ph NH H NH H H H
3852 2,3,4-F3-Ph NH H NH OH H H
3853 2,3,4-F3-Ph NH H NH OA6 H H
3854 2,3,4-F3-Ph NH H NH OA8 H H
3855 2,3,4-F3-Ph NH H NH OA9 H H
3856 2,3,4-F3-Ph NH H NH OA10 H H
3857 2,3,4-F3-Ph NH H NH OA12 H H
3858 2,3,4-F3-Ph NH H NH OA14 H H
3859 2,3,4-F3-Ph NH H NH OA16 H H
3860 2,3,4-F3-Ph NH H NH OH H A6
3861 2,3,4-F3-Ph NH H NH OH H A8
3862 2,3,4-F3-Ph NH H NH OH H A9
3863 2,3,4-F3-Ph NH H NH OH H A10
3864 2,3,4-F3-Ph NH H NH OH H A12
3865 2,3,4-F3-Ph NH H NH OH H A14
3866 2,3,4-F3-Ph NH H NH OH H A16
3867 2,3,4-F3-Ph NH H NH OH A6 A6
3868 2,3,4-F3-Ph NH H NH OH A8 A8
3869 2,3,4-F3-Ph NH H NH OH A10 A10
3870 2,3,4-F3-Ph NH H NH OA2 A2 A2
3871 2,3,4-F3-Ph NH H NH OA3 A3 A3
3872 2,3,4-F3-Ph NH H NH OA4 A4 A4
3873 2,3,4-F3-Ph NH H NH OC6 H H
3874 2,3,4-F3-Ph NH H NH OC7 H H
3875 2,3,4-F3-Ph NH H NH OC8 H H
3876 2,3,4-F3-Ph NH H NH OC10 H H
3877 2,3,4-F3-Ph NH H NH OC11 H H
3878 2,3,4-F3-Ph NH H NH OC12 H H
3879 2,3,4-F3-Ph NH H NH OC14 H H
3880 2,3,4-F3-Ph NH H NH OC16 H H
3881 2,3,4-F3-Ph NH H NH C6CO3 H H
3882 2,3,4-F3-Ph NH H NH C7CO3 H H
3883 2,3,4-F3-Ph NH H NH C8CO3 H H
3884 2,3,4-F3-Ph NH H NH C9CO3 H H
3885 2,3,4-F3-Ph NH H NH C10CO3 H H
3886 2,3,4-F3-Ph NH H NH C12CO3 H H
3887 2,3,4-F3-Ph NH H NH C16CO3 H H
3888 2,3,4-F3-Ph NH C8 NH OH H H
3889 2,3,4-F3-Ph NH C9 NH OH H H
3890 2,3,4-F3-Ph NH C10 NH OH H H
3891 2,3,4-F3-Ph NH C12 NH OH H H
3892 2,3,4-F3-Ph NH C16 NH OH H H
3893 2,3,4-F3-Ph NH F1 NH OH H H
3894 2,3,4-F3-Ph NH F2 NH OH H H
3895 2,3,4-F3-Ph NH F3 NH OH H H
3896 2,3,4-F3-Ph NH F4 NH OH H H
3897 2,3,4-F3-Ph NH F5 NH OH H H
3898 2,3,4-F3-Ph NH F6 NH OH H H
3899 2,3,4-F3-Ph NH F7 NH OH H H
3900 2,3,4-F3-Ph NH F8 NH OH H H
3901 2,3,4-F3-Ph NH F9 NH OH H H
3902 2,3,4-F3-Ph NH F10 NH OH H H
3903 2,3,4-F3-Ph NH Ph NH OH H H
3904 2,3,4-F3-Ph NH Bn NH OH H H
3905 2,3,4-F3-Ph NH Pe NH OH H H
3906 2,3,4-F3-Ph NH C12 NMe OH H H
3907 2,3,4-F3-Ph NH C12 NEt OH H H
3908 2,3,4-F3-Ph NH C12 NPr OH H H
3909 2,3,4-F3-Ph NH (CH2)3 N OH H H
3910 2,3,4-F3-Ph NH (CH2)4 N OH H H
3911 2,3,4-F3-Ph NH (CH2)5 N OH H H
3912 2,3,4-F3-Ph NH C12 O OH H H
3913 2,3,4-F3-Ph NH Ph O OH H H
3914 2,3,4-F3-Ph NH C12 S OH H H
3915 2,3,4-F3-Ph NH Ph S OH H H
3916 2,3,4-F3-Ph NMe H NH OH H H
3917 2,3,4-F3-Ph NEt H NH OH H H
3918 2,3,4-F3-Ph NPr H NH OH H H
3919 2,3,4-F3-Ph O H NH OH H H
3920 2,3,4-F3-Ph S H NH OH H H
3921 2,3,6-F3-Ph NH H NH H H H
3922 2,3,6-F3-Ph NH H NH OH H H
3923 2,3,6-F3-Ph NH H NH OA6 H H
3924 2,3,6-F3-Ph NH H NH OA8 H H
3925 2,3,6-F3-Ph NH H NH OA9 H H
3926 2,3,6-F3-Ph NH H NH OA10 H H
3927 2,3,6-F3-Ph NH H NH OA12 H H
3928 2,3,6-F3-Ph NH H NH OA14 H H
3929 2,3,6-F3-Ph NH H NH OA16 H H
3930 2,3,6-F3-Ph NH H NH OH H A6
3931 2,3,6-F3-Ph NH H NH OH H A8
3932 2,3,6-F3-Ph NH H NH OH H A9
3933 2,3,6-F3-Ph NH H NH OH H A10
3934 2,3,6-F3-Ph NH H NH OH H A12
3935 2,3,6-F3-Ph NH H NH OH H A14
3936 2,3,6-F3-Ph NH H NH OH H A16
3937 2,3,6-F3-Ph NH H NH OH A6 A6
3938 2,3,6-F3-Ph NH H NH OH A8 A8
3939 2,3,6-F3-Ph NH H NH OH A10 A10
3940 2,3,6-F3-Ph NH H NH OA2 A2 A2
3941 2,3,6-F3-Ph NH H NH OA3 A3 A3
3942 2,3,6-F3-Ph NH H NH OA4 A4 A4
3943 2,3,6-F3-Ph NH H NH OC6 H H
3944 2,3,6-F3-Ph NH H NH OC7 H H
3945 2,3,6-F3-Ph NH H NH OC8 H H
3946 2,3,6-F3-Ph NH H NH OC10 H H
3947 2,3,6-F3-Ph NH H NH OC11 H H
3948 2,3,6-F3-Ph NH H NH OC12 H H
3949 2,3,6-F3-Ph NH H NH OC14 H H
3950 2,3,6-F3-Ph NH H NH OC16 H H
3951 2,3,6-F3-Ph NH H NH C6CO3 H H
3952 2,3,6-F3-Ph NH H NH C7CO3 H H
3953 2,3,6-F3-Ph NH H NH C8CO3 H H
3954 2,3,6-F3-Ph NH H NH C9CO3 H H
3955 2,3,6-F3-Ph NH H NH C10CO3 H H
3956 2,3,6-F3-Ph NH H NH C12CO3 H H
3957 2,3,6-F3-Ph NH H NH C16CO3 H H
3958 2,3,6-F3-Ph NH C8 NH OH H H
3959 2,3,6-F3-Ph NH C9 NH OH H H
3960 2,3,6-F3-Ph NH C10 NH OH H H
3961 2,3,6-F3-Ph NH C12 NH OH H H
3962 2,3,6-F3-Ph NH C16 NH OH H H
3963 2,3,6-F3-Ph NH F1 NH OH H H
3964 2,3,6-F3-Ph NH F2 NH OH H H
3965 2,3,6-F3-Ph NH F3 NH OH H H
3966 2,3,6-F3-Ph NH F4 NH OH H H
3967 2,3,6-F3-Ph NH F5 NH OH H H
3968 2,3,6-F3-Ph NH F6 NH OH H H
3969 2,3,6-F3-Ph NH F7 NH OH H H
3970 2,3,6-F3-Ph NH F8 NH OH H H
3971 2,3,6-F3-Ph NH F9 NH OH H H
3972 2,3,6-F3-Ph NH F10 NH OH H H
3973 2,3,6-F3-Ph NH Ph NH OH H H
3974 2,3,6-F3-Ph NH Bn NH OH H H
3975 2,3,6-F3-Ph NH Pe NH OH H H
3976 2,3,6-F3-Ph NH C12 NMe OH H H
3977 2,3,6-F3-Ph NH C12 NEt OH H H
3978 2,3,6-F3-Ph NH C12 NPr OH H H
3979 2,3,6-F3-Ph NH (CH2)3 N OH H H
3980 2,3,6-F3-Ph NH (CH2)4 N OH H H
3981 2,3,6-F3-Ph NH (CH2)5 N OH H H
3982 2,3,6-F3-Ph NH C12 O OH H H
3983 2,3,6-F3-Ph NH Ph O OH H H
3984 2,3,6-F3-Ph NH C12 S OH H H
3985 2,3,6-F3-Ph NH Ph S OH H H
3986 2,3,6-F3-Ph NMe H NH OH H H
3987 2,3,6-F3-Ph NEt H NH OH H H
3988 2,3,6-F3-Ph NPr H NH OH H H
3989 2,3,6-F3-Ph O H NH OH H H
3990 2,3,6-F3-Ph S H NH OH H H
3991 2,4,6-F3-Ph NH H NH H H H
3992 2,4,6-F3-Ph NH H NH OH H H
3993 2,4,6-F3-Ph NH H NH OA6 H H
3994 2,4,6-F3-Ph NH H NH OA8 H H
3995 2,4,6-F3-Ph NH H NH OA9 H H
3996 2,4,6-F3-Ph NH H NH OA10 H H
3997 2,4,6-F3-Ph NH H NH OA12 H H
3998 2,4,6-F3-Ph NH H NH OA14 H H
3999 2,4,6-F3-Ph NH H NH OA16 H H
4000 2,4,6-F3-Ph NH H NH OH H A6
4001 2,4,6-F3-Ph NH H NH OH H A8
4002 2,4,6-F3-Ph NH H NH OH H A9
4003 2,4,6-F3-Ph NH H NH OH H A10
4004 2,4,6-F3-Ph NH H NH OH H A12
4005 2,4,6-F3-Ph NH H NH OH H A14
4006 2,4,6-F3-Ph NH H NH OH H A16
4007 2,4,6-F3-Ph NH H NH OH A6 A6
4008 2,4,6-F3-Ph NH H NH OH A8 A8
4009 2,4,6-F3-Ph NH H NH OH A10 A10
4010 2,4,6-F3-Ph NH H NH OA2 A2 A2
4011 2,4,6-F3-Ph NH H NH OA3 A3 A3
4012 2,4,6-F3-Ph NH H NH OA4 A4 A4
4013 2,4,6-F3-Ph NH H NH OC6 H H
4014 2,4,6-F3-Ph NH H NH OC7 H H
4015 2,4,6-F3-Ph NH H NH OC8 H H
4016 2,4,6-F3-Ph NH H NH OC10 H H
4017 2,4,6-F3-Ph NH H NH OC11 H H
4018 2,4,6-F3-Ph NH H NH OC12 H H
4019 2,4,6-F3-Ph NH H NH OC14 H H
4020 2,4,6-F3-Ph NH H NH OC16 H H
4021 2,4,6-F3-Ph NH H NH C6CO3 H H
4022 2,4,6-F3-Ph NH H NH C7CO3 H H
4023 2,4,6-F3-Ph NH H NH C8CO3 H H
4024 2,4,6-F3-Ph NH H NH C9CO3 H H
4025 2,4,6-F3-Ph NH H NH C10CO3 H H
4026 2,4,6-F3-Ph NH H NH C12CO3 H H
4027 2,4,6-F3-Ph NH H NH C16CO3 H H
4028 2,4,6-F3-Ph NH C8 NH OH H H
4029 2,4,6-F3-Ph NH C9 NH OH H H
4030 2,4,6-F3-Ph NH C10 NH OH H H
4031 2,4,6-F3-Ph NH C12 NH OH H H
4032 2,4,6-F3-Ph NH C16 NH OH H H
4033 2,4,6-F3-Ph NH F1 NH OH H H
4034 2,4,6-F3-Ph NH F2 NH OH H H
4035 2,4,6-F3-Ph NH F3 NH OH H H
4036 2,4,6-F3-Ph NH F4 NH OH H H
4037 2,4,6-F3-Ph NH F5 NH OH H H
4038 2,4,6-F3-Ph NH F6 NH OH H H
4039 2,4,6-F3-Ph NH F7 NH OH H H
4040 2,4,6-F3-Ph NH F8 NH OH H H
4041 2,4,6-F3-Ph NH F9 NH OH H H
4042 2,4,6-F3-Ph NH F10 NH OH H H
4043 2,4,6-F3-Ph NH Ph NH OH H H
4044 2,4,6-F3-Ph NH Bn NH OH H H
4045 2,4,6-F3-Ph NH Pe NH OH H H
4046 2,4,6-F3-Ph NH C12 NMe OH H H
4047 2,4,6-F3-Ph NH C12 NEt OH H H
4048 2,4,6-F3-Ph NH C12 NPr OH H H
4049 2,4,6-F3-Ph NH (CH2)3 N OH H H
4050 2,4,6-F3-Ph NH (CH2)4 N OH H H
4051 2,4,6-F3-Ph NH (CH2)5 N OH H H
4052 2,4,6-F3-Ph NH C12 O OH H H
4053 2,4,6-F3-Ph NH Ph O OH H H
4054 2,4,6-F3-Ph NH C12 S OH H H
4055 2,4,6-F3-Ph NH Ph S OH H H
4056 2,4,6-F3-Ph NMe H NH OH H H
4057 2,4,6-F3-Ph NEt H NH OH H H
4058 2,4,6-F3-Ph NPr H NH OH H H
4059 2,4,6-F3-Ph O H NH OH H H
4060 2,4,6-F3-Ph S H NH OH H H
4061 2,4,5-F3-Ph NH H NH H H H
4062 2,4,5-F3-Ph NH H NH OH H H
4063 2,4,5-F3-Ph NH H NH OA6 H H
4064 2,4,5-F3-Ph NH H NH OA8 H H
4065 2,4,5-F3-Ph NH H NH OA9 H H
4066 2,4,5-F3-Ph NH H NH OA10 H H
4067 2,4,5-F3-Ph NH H NH OA12 H H
4068 2,4,5-F3-Ph NH H NH OA14 H H
4069 2,4,5-F3-Ph NH H NH OA16 H H
4070 2,4,5-F3-Ph NH H NH OH H A6
4071 2,4,5-F3-Ph NH H NH OH H A8
4072 2,4,5-F3-Ph NH H NH OH H A9
4073 2,4,5-F3-Ph NH H NH OH H A10
4074 2,4,5-F3-Ph NH H NH OH H A12
4075 2,4,5-F3-Ph NH H NH OH H A14
4076 2,4,5-F3-Ph NH H NH OH H A16
4077 2,4,5-F3-Ph NH H NH OH A6 A6
4078 2,4,5-F3-Ph NH H NH OH A8 A8
4079 2,4,5-F3-Ph NH H NH OH A10 A10
4080 2,4,5-F3-Ph NH H NH OA2 A2 A2
4081 2,4,5-F3-Ph NH H NH OA3 A3 A3
4082 2,4,5-F3-Ph NH H NH OA4 A4 A4
4083 2,4,5-F3-Ph NH H NH OC6 H H
4084 2,4,5-F3-Ph NH H NH OC7 H H
4085 2,4,5-F3-Ph NH H NH OC8 H H
4086 2,4,5-F3-Ph NH H NH OC10 H H
4087 2,4,5-F3-Ph NH H NH OC11 H H
4088 2,4,5-F3-Ph NH H NH OC12 H H
4089 2,4,5-F3-Ph NH H NH OC14 H H
4090 2,4,5-F3-Ph NH H NH OC16 H H
4091 2,4,5-F3-Ph NH H NH C6CO3 H H
4092 2,4,5-F3-Ph NH H NH C7CO3 H H
4093 2,4,5-F3-Ph NH H NH C8CO3 H H
4094 2,4,5-F3-Ph NH H NH C9CO3 H H
4095 2,4,5-F3-Ph NH H NH C10CO3 H H
4096 2,4,5-F3-Ph NH H NH C12CO3 H H
4097 2,4,5-F3-Ph NH H NH C16CO3 H H
4098 2,4,5-F3-Ph NH C8 NH OH H H
4099 2,4,5-F3-Ph NH C9 NH OH H H
4100 2,4,5-F3-Ph NH C10 NH OH H H
4101 2,4,5-F3-Ph NH C12 NH OH H H
4102 2,4,5-F3-Ph NH C16 NH OH H H
4103 2,4,5-F3-Ph NH F1 NH OH H H
4104 2,4,5-F3-Ph NH F2 NH OH H H
4105 2,4,5-F3-Ph NH F3 NH OH H H
4106 2,4,5-F3-Ph NH F4 NH OH H H
4107 2,4,5-F3-Ph NH F5 NH OH H H
4108 2,4,5-F3-Ph NH F6 NH OH H H
4109 2,4,5-F3-Ph NH F7 NH OH H H
4110 2,4,5-F3-Ph NH F8 NH OH H H
4111 2,4,5-F3-Ph NH F9 NH OH H H
4112 2,4,5-F3-Ph NH F10 NH OH H H
4113 2,4,5-F3-Ph NH Ph NH OH H H
4114 2,4,5-F3-Ph NH Bn NH OH H H
4115 2,4,5-F3-Ph NH Pe NH OH H H
4116 2,4,5-F3-Ph NH C12 NMe OH H H
4117 2,4,5-F3-Ph NH C12 NEt OH H H
4118 2,4,5-F3-Ph NH C12 NPr OH H H
4119 2,4,5-F3-Ph NH (CH2)3 N OH H H
4120 2,4,5-F3-Ph NH (CH2)4 N OH H H
4121 2,4,5-F3-Ph NH (CH2)5 N OH H H
4122 2,4,5-F3-Ph NH C12 O OH H H
4123 2,4,5-F3-Ph NH Ph O OH H H
4124 2,4,5-F3-Ph NH C12 S OH H H
4125 2,4,5-F3-Ph NH Ph S OH H H
4126 2,4,5-F3-Ph NMe H NH OH H H
4127 2,4,5-F3-Ph NEt H NH OH H H
4128 2,4,5-F3-Ph NPr H NH OH H H
4129 2,4,5-F3-Ph O H NH OH H H
4130 2,4,5-F3-Ph S H NH OH H H
4131 3-Cl-4-F-Ph NH H NH H H H
4132 3-Cl-4-F-Ph NH H NH OH H H
4133 3-Cl-4-F-Ph NH H NH OA6 H H
4134 3-Cl-4-F-Ph NH H NH OA8 H H
4135 3-Cl-4-F-Ph NH H NH OA9 H H
4136 3-Cl-4-F-Ph NH H NH OA10 H H
4137 3-Cl-4-F-Ph NH H NH OA12 H H
4138 3-Cl-4-F-Ph NH H NH OA14 H H
4139 3-Cl-4-F-Ph NH H NH OA16 H H
4140 3-Cl-4-F-Ph NH H NH OH H A6
4141 3-Cl-4-F-Ph NH H NH OH H A8
4142 3-Cl-4-F-Ph NH H NH OH H A9
4143 3-Cl-4-F-Ph NH H NH OH H A10
4144 3-Cl-4-F-Ph NH H NH OH H A12
4145 3-Cl-4-F-Ph NH H NH OH H A14
4146 3-Cl-4-F-Ph NH H NH OH H A16
4147 3-Cl-4-F-Ph NH H NH OH A6 A6
4148 3-Cl-4-F-Ph NH H NH OH A8 A8
4149 3-Cl-4-F-Ph NH H NH OH A10 A10
4150 3-Cl-4-F-Ph NH H NH OA2 A2 A2
4151 3-Cl-4-F-Ph NH H NH OA3 A3 A3
4152 3-Cl-4-F-Ph NH H NH OA4 A4 A4
4153 3-Cl-4-F-Ph NH H NH OC6 H H
4154 3-Cl-4-F-Ph NH H NH OC7 H H
4155 3-Cl-4-F-Ph NH H NH OC8 H H
4156 3-Cl-4-F-Ph NH H NH OC10 H H
4157 3-Cl-4-F-Ph NH H NH OC11 H H
4158 3-Cl-4-F-Ph NH H NH OC12 H H
4159 3-Cl-4-F-Ph NH H NH OC14 H H
4160 3-Cl-4-F-Ph NH H NH OC16 H H
4161 3-Cl-4-F-Ph NH H NH C6CO3 H H
4162 3-Cl-4-F-Ph NH H NH C7CO3 H H
4163 3-Cl-4-F-Ph NH H NH C8CO3 H H
4164 3-Cl-4-F-Ph NH H NH C9CO3 H H
4165 3-Cl-4-F-Ph NH H NH C10CO3 H H
4166 3-Cl-4-F-Ph NH H NH C12CO3 H H
4167 3-Cl-4-F-Ph NH H NH C16CO3 H H
4168 3-Cl-4-F-Ph NH C8 NH OH H H
4169 3-Cl-4-F-Ph NH C9 NH OH H H
4170 3-Cl-4-F-Ph NH C10 NH OH H H
4171 3-Cl-4-F-Ph NH C12 NH OH H H
4172 3-Cl-4-F-Ph NH C16 NH OH H H
4173 3-Cl-4-F-Ph NH F1 NH OH H H
4174 3-Cl-4-F-Ph NH F2 NH OH H H
4175 3-Cl-4-F-Ph NH F3 NH OH H H
4176 3-Cl-4-F-Ph NH F4 NH OH H H
4177 3-Cl-4-F-Ph NH F5 NH OH H H
4178 3-Cl-4-F-Ph NH F6 NH OH H H
4179 3-Cl-4-F-Ph NH F7 NH OH H H
4180 3-Cl-4-F-Ph NH F8 NH OH H H
4181 3-Cl-4-F-Ph NH F9 NH OH H H
4182 3-Cl-4-F-Ph NH F10 NH OH H H
4183 3-Cl-4-F-Ph NH Ph NH OH H H
4184 3-Cl-4-F-Ph NH Bn NH OH H H
4185 3-Cl-4-F-Ph NH Pe NH OH H H
4186 3-Cl-4-F-Ph NH C12 NMe OH H H
4187 3-Cl-4-F-Ph NH C12 NEt OH H H
4188 3-Cl-4-F-Ph NH C12 NPr OH H H
4189 3-Cl-4-F-Ph NH (CH2)3 N OH H H
4190 3-Cl-4-F-Ph NH (CH2)4 N OH H H
4191 3-Cl-4-F-Ph NH (CH2)5 N OH H H
4192 3-Cl-4-F-Ph NH C12 O OH H H
4193 3-Cl-4-F-Ph NH Ph O OH H H
4194 3-Cl-4-F-Ph NH C12 S OH H H
4195 3-Cl-4-F-Ph NH Ph S OH H H
4196 3-Cl-4-F-Ph NMe H NH OH H H
4197 3-Cl-4-F-Ph NEt H NH OH H H
4198 3-Cl-4-F-Ph NPr H NH OH H H
4199 3-Cl-4-F-Ph O H NH OH H H
4200 3-Cl-4-F-Ph S H NH OH H H
4201 3-CF3-4-F-Ph NH H NH H H H
4202 3-CF3-4-F-Ph NH H NH OH H H
4203 3-CF3-4-F-Ph NH H NH OA6 H H
4204 3-CF3-4-F-Ph NH H NH OA8 H H
4205 3-CF3-4-F-Ph NH H NH OA9 H H
4206 3-CF3-4-F-Ph NH H NH OA10 H H
4207 3-CF3-4-F-Ph NH H NH OA12 H H
4208 3-CF3-4-F-Ph NH H NH OA14 H H
4209 3-CF3-4-F-Ph NH H NH OA16 H H
4210 3-CF3-4-F-Ph NH H NH OH H A6
4211 3-CF3-4-F-Ph NH H NH OH H A8
4212 3-CF3-4-F-Ph NH H NH OH H A9
4213 3-CF3-4-F-Ph NH H NH OH H A10
4214 3-CF3-4-F-Ph NH H NH OH H A12
4215 3-CF3-4-F-Ph NH H NH OH H A14
4216 3-CF3-4-F-Ph NH H NH OH H A16
4217 3-CF3-4-F-Ph NH H NH OH A6 A6
4218 3-CF3-4-F-Ph NH H NH OH A8 A8
4219 3-CF3-4-F-Ph NH H NH OH A10 A10
4220 3-CF3-4-F-Ph NH H NH OA2 A2 A2
4221 3-CF3-4-F-Ph NH H NH OA3 A3 A3
4222 3-CF3-4-F-Ph NH H NH OA4 A4 A4
4223 3-CF3-4-F-Ph NH H NH OC6 H H
4224 3-CF3-4-F-Ph NH H NH OC7 H H
4225 3-CF3-4-F-Ph NH H NH OC8 H H
4226 3-CF3-4-F-Ph NH H NH OC10 H H
4227 3-CF3-4-F-Ph NH H NH OC11 H H
4228 3-CF3-4-F-Ph NH H NH OC12 H H
4229 3-CF3-4-F-Ph NH H NH OC14 H H
4230 3-CF3-4-F-Ph NH H NH OC16 H H
4231 3-CF3-4-F-Ph NH H NH C6CO3 H H
4232 3-CF3-4-F-Ph NH H NH C7CO3 H H
4233 3-CF3-4-F-Ph NH H NH C8CO3 H H
4234 3-CF3-4-F-Ph NH H NH C9CO3 H H
4235 3-CF3-4-F-Ph NH H NH C10CO3 H H
4236 3-CF3-4-F-Ph NH H NH C12CO3 H H
4237 3-CF3-4-F-Ph NH H NH C16CO3 H H
4238 3-CF3-4-F-Ph NH C8 NH OH H H
4239 3-CF3-4-F-Ph NH C9 NH OH H H
4240 3-CF3-4-F-Ph NH C10 NH OH H H
4241 3-CF3-4-F-Ph NH C12 NH OH H H
4242 3-CF3-4-F-Ph NH C16 NH OH H H
4243 3-CF3-4-F-Ph NH F1 NH OH H H
4244 3-CF3-4-F-Ph NH F2 NH OH H H
4245 3-CF3-4-F-Ph NH F3 NH OH H H
4246 3-CF3-4-F-Ph NH F4 NH OH H H
4247 3-CF3-4-F-Ph NH F5 NH OH H H
4248 3-CF3-4-F-Ph NH F6 NH OH H H
4249 3-CF3-4-F-Ph NH F7 NH OH H H
4250 3-CF3-4-F-Ph NH F8 NH OH H H
4251 3-CF3-4-F-Ph NH F9 NH OH H H
4252 3-CF3-4-F-Ph NH F10 NH OH H H
4253 3-CF3-4-F-Ph NH Ph NH OH H H
4254 3-CF3-4-F-Ph NH Bn NH OH H H
4255 3-CF3-4-F-Ph NH Pe NH OH H H
4256 3-CF3-4-F-Ph NH C12 NMe OH H H
4257 3-CF3-4-F-Ph NH C12 NEt OH H H
4258 3-CF3-4-F-Ph NH C12 NPr OH H H
4259 3-CF3-4-F-Ph NH (CH2)3 N OH H H
4260 3-CF3-4-F-Ph NH (CH2)4 N OH H H
4261 3-CF3-4-F-Ph NH (CH2)5 N OH H H
4262 3-CF3-4-F-Ph NH C12 O OH H H
4263 3-CF3-4-F-Ph NH Ph O OH H H
4264 3-CF3-4-F-Ph NH C12 S OH H H
4265 3-CF3-4-F-Ph NH Ph S OH H H
4266 3-CF3-4-F-Ph NMe H NH OH H H
4267 3-CF3-4-F-Ph NEt H NH OH H H
4268 3-CF3-4-F-Ph NPr H NH OH H H
4269 3-CF3-4-F-Ph O H NH OH H H
4270 3-CF3-4-F-Ph S H NH OH H H
4271 3-CF3O-Ph NH H NH H H H
4272 3-CF3O-Ph NH H NH OH H H
4273 3-CF3O-Ph NH H NH OA6 H H
4274 3-CF3O-Ph NH H NH OA8 H H
4275 3-CF3O-Ph NH H NH OA9 H H
4276 3-CF3O-Ph NH H NH OA10 H H
4277 3-CF3O-Ph NH H NH OA12 H H
4278 3-CF3O-Ph NH H NH OA14 H H
4279 3-CF3O-Ph NH H NH OA16 H H
4280 3-CF3O-Ph NH H NH OH H A6
4281 3-CF3O-Ph NH H NH OH H A8
4282 3-CF3O-Ph NH H NH OH H A9
4283 3-CF3O-Ph NH H NH OH H A10
4284 3-CF3O-Ph NH H NH OH H A12
4285 3-CF3O-Ph NH H NH OH H A14
4286 3-CF3O-Ph NH H NH OH H A16
4287 3-CF3O-Ph NH H NH OH A6 A6
4288 3-CF3O-Ph NH H NH OH A8 A8
4289 3-CF3O-Ph NH H NH OH A10 A10
4290 3-CF3O-Ph NH H NH OA2 A2 A2
4291 3-CF3O-Ph NH H NH OA3 A3 A3
4292 3-CF3O-Ph NH H NH OA4 A4 A4
4293 3-CF3O-Ph NH H NH OC6 H H
4294 3-CF3O-Ph NH H NH OC7 H H
4295 3-CF3O-Ph NH H NH OC8 H H
4296 3-CF3O-Ph NH H NH OC10 H H
4297 3-CF3O-Ph NH H NH OC11 H H
4298 3-CF3O-Ph NH H NH OC12 H H
4299 3-CF3O-Ph NH H NH OC14 H H
4300 3-CF3O-Ph NH H NH OC16 H H
4301 3-CF3O-Ph NH H NH C6CO3 H H
4302 3-CF3O-Ph NH H NH C7CO3 H H
4303 3-CF3O-Ph NH H NH C8CO3 H H
4304 3-CF3O-Ph NH H NH C9CO3 H H
4305 3-CF3O-Ph NH H NH C10CO3 H H
4306 3-CF3O-Ph NH H NH C12CO3 H H
4307 3-CF3O-Ph NH H NH C16CO3 H H
4308 3-CF3O-Ph NH C8 NH OH H H
4309 3-CF3O-Ph NH C9 NH OH H H
4310 3-CF3O-Ph NH C10 NH OH H H
4311 3-CF3O-Ph NH C12 NH OH H H
4312 3-CF3O-Ph NH C16 NH OH H H
4313 3-CF3O-Ph NH F1 NH OH H H
4314 3-CF3O-Ph NH F2 NH OH H H
4315 3-CF3O-Ph NH F3 NH OH H H
4316 3-CF3O-Ph NH F4 NH OH H H
4317 3-CF3O-Ph NH F5 NH OH H H
4318 3-CF3O-Ph NH F6 NH OH H H
4319 3-CF3O-Ph NH F7 NH OH H H
4320 3-CF3O-Ph NH F8 NH OH H H
4321 3-CF3O-Ph NH F9 NH OH H H
4322 3-CF3O-Ph NH F10 NH OH H H
4323 3-CF3O-Ph NH Ph NH OH H H
4324 3-CF3O-Ph NH Bn NH OH H H
4325 3-CF3O-Ph NH Pe NH OH H H
4326 3-CF3O-Ph NH C12 NMe OH H H
4327 3-CF3O-Ph NH C12 NEt OH H H
4328 3-CF3O-Ph NH C12 NPr OH H H
4329 3-CF3O-Ph NH (CH2)3 N OH H H
4330 3-CF3O-Ph NH (CH2)4 N OH H H
4331 3-CF3O-Ph NH (CH2)5 N OH H H
4332 3-CF3O-Ph NH C12 O OH H H
4333 3-CF3O-Ph NH Ph O OH H H
4334 3-CF3O-Ph NH C12 S OH H H
4335 3-CF3O-Ph NH Ph S OH H H
4336 3-CF3O-Ph NMe H NH OH H H
4337 3-CF3O-Ph NEt H NH OH H H
4338 3-CF3O-Ph NPr H NH OH H H
4339 3-CF3O-Ph O H NH OH H H
4340 3-CF3O-Ph S H NH OH H H
4341 4-CF3O-Ph NH H NH H H H
4342 4-CF3O-Ph NH H NH OH H H
4343 4-CF3O-Ph NH H NH OA6 H H
4344 4-CF3O-Ph NH H NH OA8 H H
4345 4-CF3O-Ph NH H NH OA9 H H
4346 4-CF3O-Ph NH H NH OA10 H H
4347 4-CF3O-Ph NH H NH OA12 H H
4348 4-CF3O-Ph NH H NH OA14 H H
4349 4-CF3O-Ph NH H NH OA16 H H
4350 4-CF3O-Ph NH H NH OH H A6
4351 4-CF3O-Ph NH H NH OH H A8
4352 4-CF3O-Ph NH H NH OH H A9
4353 4-CF3O-Ph NH H NH OH H A10
4354 4-CF3O-Ph NH H NH OH H A12
4355 4-CF3O-Ph NH H NH OH H A14
4356 4-CF3O-Ph NH H NH OH H A16
4357 4-CF3O-Ph NH H NH OH A6 A6
4358 4-CF3O-Ph NH H NH OH A8 A8
4359 4-CF3O-Ph NH H NH OH A10 A10
4360 4-CF3O-Ph NH H NH OA2 A2 A2
4361 4-CF3O-Ph NH H NH OA3 A3 A3
4362 4-CF3O-Ph NH H NH OA4 A4 A4
4363 4-CF3O-Ph NH H NH OC6 H H
4364 4-CF3O-Ph NH H NH OC7 H H
4365 4-CF3O-Ph NH H NH OC8 H H
4366 4-CF3O-Ph NH H NH OC10 H H
4367 4-CF3O-Ph NH H NH OC11 H H
4368 4-CF3O-Ph NH H NH OC12 H H
4369 4-CF3O-Ph NH H NH OC14 H H
4370 4-CF3O-Ph NH H NH OC16 H H
4371 4-CF3O-Ph NH H NH C6CO3 H H
4372 4-CF3O-Ph NH H NH C7CO3 H H
4373 4-CF3O-Ph NH H NH C8CO3 H H
4374 4-CF3O-Ph NH H NH C9CO3 H H
4375 4-CF3O-Ph NH H NH C10CO3 H H
4376 4-CF3O-Ph NH H NH C12CO3 H H
4377 4-CF3O-Ph NH H NH C16CO3 H H
4378 4-CF3O-Ph NH C8 NH OH H H
4379 4-CF3O-Ph NH C9 NH OH H H
4380 4-CF3O-Ph NH C10 NH OH H H
4381 4-CF3O-Ph NH C12 NH OH H H
4382 4-CF3O-Ph NH C16 NH OH H H
4383 4-CF3O-Ph NH F1 NH OH H H
4384 4-CF3O-Ph NH F2 NH OH H H
4385 4-CF3O-Ph NH F3 NH OH H H
4386 4-CF3O-Ph NH F4 NH OH H H
4387 4-CF3O-Ph NH F5 NH OH H H
4388 4-CF3O-Ph NH F6 NH OH H H
4389 4-CF3O-Ph NH F7 NH OH H H
4390 4-CF3O-Ph NH F8 NH OH H H
4391 4-CF3O-Ph NH F9 NH OH H H
4392 4-CF3O-Ph NH F10 NH OH H H
4393 4-CF3O-Ph NH Ph NH OH H H
4394 4-CF3O-Ph NH Bn NH OH H H
4395 4-CF3O-Ph NH Pe NH OH H H
4396 4-CF3O-Ph NH C12 NMe OH H H
4397 4-CF3O-Ph NH C12 NEt OH H H
4398 4-CF3O-Ph NH C12 NPr OH H H
4399 4-CF3O-Ph NH (CH2)3 N OH H H
4400 4-CF3O-Ph NH (CH2)4 N OH H H
4401 4-CF3O-Ph NH (CH2)5 N OH H H
4402 4-CF3O-Ph NH C12 O OH H H
4403 4-CF3O-Ph NH Ph O OH H H
4404 4-CF3O-Ph NH C12 S OH H H
4405 4-CF3O-Ph NH Ph S OH H H
4406 4-CF3O-Ph NMe H NH OH H H
4407 4-CF3O-Ph NEt H NH OH H H
4408 4-CF3O-Ph NPr H NH OH H H
4409 4-CF3O-Ph O H NH OH H H
4410 4-CF3O-Ph S H NH OH H H
4411 4-CH3S-Ph NH H NH H H H
4412 4-CH3S-Ph NH H NH OH H H
4413 4-CH3S-Ph NH H NH OA6 H H
4414 4-CH3S-Ph NH H NH OA8 H H
4415 4-CH3S-Ph NH H NH OA9 H H
4416 4-CH3S-Ph NH H NH OA10 H H
4417 4-CH3S-Ph NH H NH OA12 H H
4418 4-CH3S-Ph NH H NH OA14 H H
4419 4-CH3S-Ph NH H NH OA16 H H
4420 4-CH3S-Ph NH H NH OH H A6
4421 4-CH3S-Ph NH H NH OH H A8
4422 4-CH3S-Ph NH H NH OH H A9
4423 4-CH3S-Ph NH H NH OH H A10
4424 4-CH3S-Ph NH H NH OH H A12
4425 4-CH3S-Ph NH H NH OH H A14
4426 4-CH3S-Ph NH H NH OH H A16
4427 4-CH3S-Ph NH H NH OH A6 A6
4428 4-CH3S-Ph NH H NH OH A8 A8
4429 4-CH3S-Ph NH H NH OH A10 A10
4430 4-CH3S-Ph NH H NH OA2 A2 A2
4431 4-CH3S-Ph NH H NH OA3 A3 A3
4432 4-CH3S-Ph NH H NH OA4 A4 A4
4433 4-CH3S-Ph NH H NH OC6 H H
4434 4-CH3S-Ph NH H NH OC7 H H
4435 4-CH3S-Ph NH H NH OC8 H H
4436 4-CH3S-Ph NH H NH OC10 H H
4437 4-CH3S-Ph NH H NH OC11 H H
4438 4-CH3S-Ph NH H NH OC12 H H
4439 4-CH3S-Ph NH H NH OC14 H H
4440 4-CH3S-Ph NH H NH OC16 H H
4441 4-CH3S-Ph NH H NH C6CO3 H H
4442 4-CH3S-Ph NH H NH C7CO3 H H
4443 4-CH3S-Ph NH H NH C8CO3 H H
4444 4-CH3S-Ph NH H NH C9CO3 H H
4445 4-CH3S-Ph NH H NH C10CO3 H H
4446 4-CH3S-Ph NH H NH C12CO3 H H
4447 4-CH3S-Ph NH H NH C16CO3 H H
4448 4-CH3S-Ph NH C8 NH OH H H
4449 4-CH3S-Ph NH C9 NH OH H H
4450 4-CH3S-Ph NH C10 NH OH H H
4451 4-CH3S-Ph NH C12 NH OH H H
4452 4-CH3S-Ph NH C16 NH OH H H
4453 4-CH3S-Ph NH F1 NH OH H H
4454 4-CH3S-Ph NH F2 NH OH H H
4455 4-CH3S-Ph NH F3 NH OH H H
4456 4-CH3S-Ph NH F4 NH OH H H
4457 4-CH3S-Ph NH F5 NH OH H H
4458 4-CH3S-Ph NH F6 NH OH H H
4459 4-CH3S-Ph NH F7 NH OH H H
4460 4-CH3S-Ph NH F8 NH OH H H
4461 4-CH3S-Ph NH F9 NH OH H H
4462 4-CH3S-Ph NH F10 NH OH H H
4463 4-CH3S-Ph NH Ph NH OH H H
4464 4-CH3S-Ph NH Bn NH OH H H
4465 4-CH3S-Ph NH Pe NH OH H H
4466 4-CH3S-Ph NH C12 NMe OH H H
4467 4-CH3S-Ph NH C12 NEt OH H H
4468 4-CH3S-Ph NH C12 NPr OH H H
4469 4-CH3S-Ph NH (CH2)3 N OH H H
4470 4-CH3S-Ph NH (CH2)4 N OH H H
4471 4-CH3S-Ph NH (CH2)5 N OH H H
4472 4-CH3S-Ph NH C12 O OH H H
4473 4-CH3S-Ph NH Ph O OH H H
4474 4-CH3S-Ph NH C12 S OH H H
4475 4-CH3S-Ph NH Ph S OH H H
4476 4-CH3S-Ph NMe H NH OH H H
4477 4-CH3S-Ph NEt H NH OH H H
4478 4-CH3S-Ph NPr H NH OH H H
4479 4-CH3S-Ph O H NH OH H H
4480 4-CH3S-Ph S H NH OH H H
4481 4-CF3S-Ph NH H NH H H H
4482 4-CF3S-Ph NH H NH OH H H
4483 4-CF3S-Ph NH H NH OA6 H H
4484 4-CF3S-Ph NH H NH OA8 H H
4485 4-CF3S-Ph NH H NH OA9 H H
4486 4-CF3S-Ph NH H NH OA10 H H
4487 4-CF3S-Ph NH H NH OA12 H H
4488 4-CF3S-Ph NH H NH OA14 H H
4489 4-CF3S-Ph NH H NH OA16 H H
4490 4-CF3S-Ph NH H NH OH H A6
4491 4-CF3S-Ph NH H NH OH H A8
4492 4-CF3S-Ph NH H NH OH H A9
4493 4-CF3S-Ph NH H NH OH H A10
4494 4-CF3S-Ph NH H NH OH H A12
4495 4-CF3S-Ph NH H NH OH H A14
4496 4-CF3S-Ph NH H NH OH H A16
4497 4-CF3S-Ph NH H NH OH A6 A6
4498 4-CF3S-Ph NH H NH OH A8 A8
4499 4-CF3S-Ph NH H NH OH A10 A10
4500 4-CF3S-Ph NH H NH OA2 A2 A2
4501 4-CF3S-Ph NH H NH OA3 A3 A3
4502 4-CF3S-Ph NH H NH OA4 A4 A4
4503 4-CF3S-Ph NH H NH OC6 H H
4504 4-CF3S-Ph NH H NH OC7 H H
4505 4-CF3S-Ph NH H NH OC8 H H
4506 4-CF3S-Ph NH H NH OC10 H H
4507 4-CF3S-Ph NH H NH OC11 H H
4508 4-CF3S-Ph NH H NH OC12 H H
4509 4-CF3S-Ph NH H NH OC14 H H
4510 4-CF3S-Ph NH H NH OC16 H H
4511 4-CF3S-Ph NH H NH C6CO3 H H
4512 4-CF3S-Ph NH H NH C7CO3 H H
4513 4-CF3S-Ph NH H NH C8CO3 H H
4514 4-CF3S-Ph NH H NH C9CO3 H H
4515 4-CF3S-Ph NH H NH C10CO3 H H
4516 4-CF3S-Ph NH H NH C12CO3 H H
4517 4-CF3S-Ph NH H NH C16CO3 H H
4518 4-CF3S-Ph NH C8 NH OH H H
4519 4-CF3S-Ph NH C9 NH OH H H
4520 4-CF3S-Ph NH C10 NH OH H H
4521 4-CF3S-Ph NH C12 NH OH H H
4522 4-CF3S-Ph NH C16 NH OH H H
4523 4-CF3S-Ph NH F1 NH OH H H
4524 4-CF3S-Ph NH F2 NH OH H H
4525 4-CF3S-Ph NH F3 NH OH H H
4526 4-CF3S-Ph NH F4 NH OH H H
4527 4-CF3S-Ph NH F5 NH OH H H
4528 4-CF3S-Ph NH F6 NH OH H H
4529 4-CF3S-Ph NH F7 NH OH H H
4530 4-CF3S-Ph NH F8 NH OH H H
4531 4-CF3S-Ph NH F9 NH OH H H
4532 4-CF3S-Ph NH F10 NH OH H H
4533 4-CF3S-Ph NH Ph NH OH H H
4534 4-CF3S-Ph NH Bn NH OH H H
4535 4-CF3S-Ph NH Pe NH OH H H
4536 4-CF3S-Ph NH C12 NMe OH H H
4537 4-CF3S-Ph NH C12 NEt OH H H
4538 4-CF3S-Ph NH C12 NPr OH H H
4539 4-CF3S-Ph NH (CH2)3 N OH H H
4540 4-CF3S-Ph NH (CH2)4 N OH H H
4541 4-CF3S-Ph NH (CH2)5 N OH H H
4542 4-CF3S-Ph NH C12 O OH H H
4543 4-CF3S-Ph NH Ph O OH H H
4544 4-CF3S-Ph NH C12 S OH H H
4545 4-CF3S-Ph NH Ph S OH H H
4546 4-CF3S-Ph NMe H NH OH H H
4547 4-CF3S-Ph NEt H NH OH H H
4548 4-CF3S-Ph NPr H NH OH H H
4549 4-CF3S-Ph O H NH OH H H
4550 4-CF3S-Ph S H NH OH H H
4551 3-CH3S-Ph NH H NH H H H
4552 3-CH3S-Ph NH H NH OH H H
4553 3-CH3S-Ph NH H NH OA6 H H
4554 3-CH3S-Ph NH H NH OA8 H H
4555 3-CH3S-Ph NH H NH OA9 H H
4556 3-CH3S-Ph NH H NH OA10 H H
4557 3-CH3S-Ph NH H NH OA12 H H
4558 3-CH3S-Ph NH H NH OA14 H H
4559 3-CH3S-Ph NH H NH OA16 H H
4560 3-CH3S-Ph NH H NH OH H A6
4561 3-CH3S-Ph NH H NH OH H A8
4562 3-CH3S-Ph NH H NH OH H A9
4563 3-CH3S-Ph NH H NH OH H A10
4564 3-CH3S-Ph NH H NH OH H A12
4565 3-CH3S-Ph NH H NH OH H A14
4566 3-CH3S-Ph NH H NH OH H A16
4567 3-CH3S-Ph NH H NH OH A6 A6
4568 3-CH3S-Ph NH H NH OH A8 A8
4569 3-CH3S-Ph NH H NH OH A10 A10
4570 3-CH3S-Ph NH H NH OA2 A2 A2
4571 3-CH3S-Ph NH H NH OA3 A3 A3
4572 3-CH3S-Ph NH H NH OA4 A4 A4
4573 3-CH3S-Ph NH H NH OC6 H H
4574 3-CH3S-Ph NH H NH OC7 H H
4575 3-CH3S-Ph NH H NH OC8 H H
4576 3-CH3S-Ph NH H NH OC10 H H
4577 3-CH3S-Ph NH H NH OC11 H H
4578 3-CH3S-Ph NH H NH OC12 H H
4579 3-CH3S-Ph NH H NH OC14 H H
4580 3-CH3S-Ph NH H NH OC16 H H
4581 3-CH3S-Ph NH H NH C6CO3 H H
4582 3-CH3S-Ph NH H NH C7CO3 H H
4583 3-CH3S-Ph NH H NH C8CO3 H H
4584 3-CH3S-Ph NH H NH C9CO3 H H
4585 3-CH3S-Ph NH H NH C10CO3 H H
4586 3-CH3S-Ph NH H NH C12CO3 H H
4587 3-CH3S-Ph NH H NH C16CO3 H H
4588 3-CH3S-Ph NH C8 NH OH H H
4589 3-CH3S-Ph NH C9 NH OH H H
4590 3-CH3S-Ph NH C10 NH OH H H
4591 3-CH3S-Ph NH C12 NH OH H H
4592 3-CH3S-Ph NH C16 NH OH H H
4593 3-CH3S-Ph NH F1 NH OH H H
4594 3-CH3S-Ph NH F2 NH OH H H
4595 3-CH3S-Ph NH F3 NH OH H H
4596 3-CH3S-Ph NH F4 NH OH H H
4597 3-CH3S-Ph NH F5 NH OH H H
4598 3-CH3S-Ph NH F6 NH OH H H
4599 3-CH3S-Ph NH F7 NH OH H H
4600 3-CH3S-Ph NH F8 NH OH H H
4601 3-CH3S-Ph NH F9 NH OH H H
4602 3-CH3S-Ph NH F10 NH OH H H
4603 3-CH3S-Ph NH Ph NH OH H H
4604 3-CH3S-Ph NH Bn NH OH H H
4605 3-CH3S-Ph NH Pe NH OH H H
4606 3-CH3S-Ph NH C12 NMe OH H H
4607 3-CH3S-Ph NH C12 NEt OH H H
4608 3-CH3S-Ph NH C12 NPr OH H H
4609 3-CH3S-Ph NH (CH2)3 N OH H H
4610 3-CH3S-Ph NH (CH2)4 N OH H H
4611 3-CH3S-Ph NH (CH2)5 N OH H H
4612 3-CH3S-Ph NH C12 O OH H H
4613 3-CH3S-Ph NH Ph O OH H H
4614 3-CH3S-Ph NH C12 S OH H H
4615 3-CH3S-Ph NH Ph S OH H H
4616 3-CH3S-Ph NMe H NH OH H H
4617 3-CH3S-Ph NEt H NH OH H H
4618 3-CH3S-Ph NPr H NH OH H H
4619 3-CH3S-Ph O H NH OH H H
4620 3-CH3S-Ph S H NH OH H H
4621 3-F-4-Me-Ph NH H NH H H H
4622 3-F-4-Me-Ph NH H NH OH H H
4623 3-F-4-Me-Ph NH H NH OA6 H H
4624 3-F-4-Me-Ph NH H NH OA8 H H
4625 3-F-4-Me-Ph NH H NH OA9 H H
4626 3-F-4-Me-Ph NH H NH OA10 H H
4627 3-F-4-Me-Ph NH H NH OA12 H H
4628 3-F-4-Me-Ph NH H NH OA14 H H
4629 3-F-4-Me-Ph NH H NH OA16 H H
4630 3-F-4-Me-Ph NH H NH OH H A6
4631 3-F-4-Me-Ph NH H NH OH H A8
4632 3-F-4-Me-Ph NH H NH OH H A9
4633 3-F-4-Me-Ph NH H NH OH H A10
4634 3-F-4-Me-Ph NH H NH OH H A12
4635 3-F-4-Me-Ph NH H NH OH H A14
4636 3-F-4-Me-Ph NH H NH OH H A16
4637 3-F-4-Me-Ph NH H NH OH A6 A6
4638 3-F-4-Me-Ph NH H NH OH A8 A8
4639 3-F-4-Me-Ph NH H NH OH A10 A10
4640 3-F-4-Me-Ph NH H NH OA2 A2 A2
4641 3-F-4-Me-Ph NH H NH OA3 A3 A3
4642 3-F-4-Me-Ph NH H NH OA4 A4 A4
4643 3-F-4-Me-Ph NH H NH OC6 H H
4644 3-F-4-Me-Ph NH H NH OC7 H H
4645 3-F-4-Me-Ph NH H NH OC8 H H
4646 3-F-4-Me-Ph NH H NH OC10 H H
4647 3-F-4-Me-Ph NH H NH OC11 H H
4648 3-F-4-Me-Ph NH H NH OC12 H H
4649 3-F-4-Me-Ph NH H NH OC14 H H
4650 3-F-4-Me-Ph NH H NH OC16 H H
4651 3-F-4-Me-Ph NH H NH C6CO3 H H
4652 3-F-4-Me-Ph NH H NH C7CO3 H H
4653 3-F-4-Me-Ph NH H NH C8CO3 H H
4654 3-F-4-Me-Ph NH H NH C9CO3 H H
4655 3-F-4-Me-Ph NH H NH C10CO3 H H
4656 3-F-4-Me-Ph NH H NH C12CO3 H H
4657 3-F-4-Me-Ph NH H NH C16CO3 H H
4658 3-F-4-Me-Ph NH C8 NH OH H H
4659 3-F-4-Me-Ph NH C9 NH OH H H
4660 3-F-4-Me-Ph NH C10 NH OH H H
4661 3-F-4-Me-Ph NH C12 NH OH H H
4662 3-F-4-Me-Ph NH C16 NH OH H H
4663 3-F-4-Me-Ph NH F1 NH OH H H
4664 3-F-4-Me-Ph NH F2 NH OH H H
4665 3-F-4-Me-Ph NH F3 NH OH H H
4666 3-F-4-Me-Ph NH F4 NH OH H H
4667 3-F-4-Me-Ph NH F5 NH OH H H
4668 3-F-4-Me-Ph NH F6 NH OH H H
4669 3-F-4-Me-Ph NH F7 NH OH H H
4670 3-F-4-Me-Ph NH F8 NH OH H H
4671 3-F-4-Me-Ph NH F9 NH OH H H
4672 3-F-4-Me-Ph NH F10 NH OH H H
4673 3-F-4-Me-Ph NH Ph NH OH H H
4674 3-F-4-Me-Ph NH Bn NH OH H H
4675 3-F-4-Me-Ph NH Pe NH OH H H
4676 3-F-4-Me-Ph NH C12 NMe OH H H
4677 3-F-4-Me-Ph NH C12 NEt OH H H
4678 3-F-4-Me-Ph NH C12 NPr OH H H
4679 3-F-4-Me-Ph NH (CH2)3 N OH H H
4680 3-F-4-Me-Ph NH (CH2)4 N OH H H
4681 3-F-4-Me-Ph NH (CH2)5 N OH H H
4682 3-F-4-Me-Ph NH C12 O OH H H
4683 3-F-4-Me-Ph NH Ph O OH H H
4684 3-F-4-Me-Ph NH C12 S OH H H
4685 3-F-4-Me-Ph NH Ph S OH H H
4686 3-F-4-Me-Ph NMe H NH OH H H
4687 3-F-4-Me-Ph NEt H NH OH H H
4688 3-F-4-Me-Ph NPr H NH OH H H
4689 3-F-4-Me-Ph O H NH OH H H
4690 3-F-4-Me-Ph S H NH OH H H
4691 3-Cl-4-Me-Ph NH H NH H H H
4692 3-Cl-4-Me-Ph NH H NH OH H H
4693 3-Cl-4-Me-Ph NH H NH OA6 H H
4694 3-Cl-4-Me-Ph NH H NH OA8 H H
4695 3-Cl-4-Me-Ph NH H NH OA9 H H
4696 3-Cl-4-Me-Ph NH H NH OA10 H H
4697 3-Cl-4-Me-Ph NH H NH OA12 H H
4698 3-Cl-4-Me-Ph NH H NH OA14 H H
4699 3-Cl-4-Me-Ph NH H NH OA16 H H
4700 3-Cl-4-Me-Ph NH H NH OH H A6
4701 3-Cl-4-Me-Ph NH H NH OH H A8
4702 3-Cl-4-Me-Ph NH H NH OH H A9
4703 3-Cl-4-Me-Ph NH H NH OH H A10
4704 3-Cl-4-Me-Ph NH H NH OH H A12
4705 3-Cl-4-Me-Ph NH H NH OH H A14
4706 3-Cl-4-Me-Ph NH H NH OH H A16
4707 3-Cl-4-Me-Ph NH H NH OH A6 A6
4708 3-Cl-4-Me-Ph NH H NH OH A8 A8
4709 3-Cl-4-Me-Ph NH H NH OH A10 A10
4710 3-Cl-4-Me-Ph NH H NH OA2 A2 A2
4711 3-Cl-4-Me-Ph NH H NH OA3 A3 A3
4712 3-Cl-4-Me-Ph NH H NH OA4 A4 A4
4713 3-Cl-4-Me-Ph NH H NH OC6 H H
4714 3-Cl-4-Me-Ph NH H NH OC7 H H
4715 3-Cl-4-Me-Ph NH H NH OC8 H H
4716 3-Cl-4-Me-Ph NH H NH OC10 H H
4717 3-Cl-4-Me-Ph NH H NH OC11 H H
4718 3-Cl-4-Me-Ph NH H NH OC12 H H
4719 3-Cl-4-Me-Ph NH H NH OC14 H H
4720 3-Cl-4-Me-Ph NH H NH OC16 H H
4721 3-Cl-4-Me-Ph NH H NH C6CO3 H H
4722 3-Cl-4-Me-Ph NH H NH C7CO3 H H
4723 3-Cl-4-Me-Ph NH H NH C8CO3 H H
4724 3-Cl-4-Me-Ph NH H NH C9CO3 H H
4725 3-Cl-4-Me-Ph NH H NH C10CO3 H H
4726 3-Cl-4-Me-Ph NH H NH C12CO3 H H
4727 3-Cl-4-Me-Ph NH H NH C16CO3 H H
4728 3-Cl-4-Me-Ph NH C8 NH OH H H
4729 3-Cl-4-Me-Ph NH C9 NH OH H H
4730 3-Cl-4-Me-Ph NH C10 NH OH H H
4731 3-Cl-4-Me-Ph NH C12 NH OH H H
4732 3-Cl-4-Me-Ph NH C16 NH OH H H
4733 3-Cl-4-Me-Ph NH F1 NH OH H H
4734 3-Cl-4-Me-Ph NH F2 NH OH H H
4735 3-Cl-4-Me-Ph NH F3 NH OH H H
4736 3-Cl-4-Me-Ph NH F4 NH OH H H
4737 3-Cl-4-Me-Ph NH F5 NH OH H H
4738 3-Cl-4-Me-Ph NH F6 NH OH H H
4739 3-Cl-4-Me-Ph NH F7 NH OH H H
4740 3-Cl-4-Me-Ph NH F8 NH OH H H
4741 3-Cl-4-Me-Ph NH F9 NH OH H H
4742 3-Cl-4-Me-Ph NH F10 NH OH H H
4743 3-Cl-4-Me-Ph NH Ph NH OH H H
4744 3-Cl-4-Me-Ph NH Bn NH OH H H
4745 3-Cl-4-Me-Ph NH Pe NH OH H H
4746 3-Cl-4-Me-Ph NH C12 NMe OH H H
4747 3-Cl-4-Me-Ph NH C12 NEt OH H H
4748 3-Cl-4-Me-Ph NH C12 NPr OH H H
4749 3-Cl-4-Me-Ph NH (CH2)3 N OH H H
4750 3-Cl-4-Me-Ph NH (CH2)4 N OH H H
4751 3-Cl-4-Me-Ph NH (CH2)5 N OH H H
4752 3-Cl-4-Me-Ph NH C12 O OH H H
4753 3-Cl-4-Me-Ph NH Ph O OH H H
4754 3-Cl-4-Me-Ph NH C12 S OH H H
4755 3-Cl-4-Me-Ph NH Ph S OH H H
4756 3-Cl-4-Me-Ph NMe H NH OH H H
4757 3-Cl-4-Me-Ph NEt H NH OH H H
4758 3-Cl-4-Me-Ph NPr H NH OH H H
4759 3-Cl-4-Me-Ph O H NH OH H H
4760 3-Cl-4-Me-Ph S H NH OH H H
4761 3-Me-4-Br-Ph NH H NH H H H
4762 3-Me-4-Br-Ph NH H NH OH H H
4763 3-Me-4-Br-Ph NH H NH OA6 H H
4764 3-Me-4-Br-Ph NH H NH OA8 H H
4765 3-Me-4-Br-Ph NH H NH OA9 H H
4766 3-Me-4-Br-Ph NH H NH OA10 H H
4767 3-Me-4-Br-Ph NH H NH OA12 H H
4768 3-Me-4-Br-Ph NH H NH OA14 H H
4769 3-Me-4-Br-Ph NH H NH OA16 H H
4770 3-Me-4-Br-Ph NH H NH OH H A6
4771 3-Me-4-Br-Ph NH H NH OH H A8
4772 3-Me-4-Br-Ph NH H NH OH H A9
4773 3-Me-4-Br-Ph NH H NH OH H A10
4774 3-Me-4-Br-Ph NH H NH OH H A12
4775 3-Me-4-Br-Ph NH H NH OH H A14
4776 3-Me-4-Br-Ph NH H NH OH H A16
4777 3-Me-4-Br-Ph NH H NH OH A6 A6
4778 3-Me-4-Br-Ph NH H NH OH A8 A8
4779 3-Me-4-Br-Ph NH H NH OH A10 A10
4780 3-Me-4-Br-Ph NH H NH OA2 A2 A2
4781 3-Me-4-Br-Ph NH H NH OA3 A3 A3
4782 3-Me-4-Br-Ph NH H NH OA4 A4 A4
4783 3-Me-4-Br-Ph NH H NH OC6 H H
4784 3-Me-4-Br-Ph NH H NH OC7 H H
4785 3-Me-4-Br-Ph NH H NH OC8 H H
4786 3-Me-4-Br-Ph NH H NH OC10 H H
4787 3-Me-4-Br-Ph NH H NH OC11 H H
4788 3-Me-4-Br-Ph NH H NH OC12 H H
4789 3-Me-4-Br-Ph NH H NH OC14 H H
4790 3-Me-4-Br-Ph NH H NH OC16 H H
4791 3-Me-4-Br-Ph NH H NH C6CO3 H H
4792 3-Me-4-Br-Ph NH H NH C7CO3 H H
4793 3-Me-4-Br-Ph NH H NH C8CO3 H H
4794 3-Me-4-Br-Ph NH H NH C9CO3 H H
4795 3-Me-4-Br-Ph NH H NH C10CO3 H H
4796 3-Me-4-Br-Ph NH H NH C12CO3 H H
4797 3-Me-4-Br-Ph NH H NH C16CO3 H H
4798 3-Me-4-Br-Ph NH C8 NH OH H H
4799 3-Me-4-Br-Ph NH C9 NH OH H H
4800 3-Me-4-Br-Ph NH C10 NH OH H H
4801 3-Me-4-Br-Ph NH C12 NH OH H H
4802 3-Me-4-Br-Ph NH C16 NH OH H H
4803 3-Me-4-Br-Ph NH F1 NH OH H H
4804 3-Me-4-Br-Ph NH F2 NH OH H H
4805 3-Me-4-Br-Ph NH F3 NH OH H H
4806 3-Me-4-Br-Ph NH F4 NH OH H H
4807 3-Me-4-Br-Ph NH F5 NH OH H H
4808 3-Me-4-Br-Ph NH F6 NH OH H H
4809 3-Me-4-Br-Ph NH F7 NH OH H H
4810 3-Me-4-Br-Ph NH F8 NH OH H H
4811 3-Me-4-Br-Ph NH F9 NH OH H H
4812 3-Me-4-Br-Ph NH F10 NH OH H H
4813 3-Me-4-Br-Ph NH Ph NH OH H H
4814 3-Me-4-Br-Ph NH Bn NH OH H H
4815 3-Me-4-Br-Ph NH Pe NH OH H H
4816 3-Me-4-Br-Ph NH C12 NMe OH H H
4817 3-Me-4-Br-Ph NH C12 NEt OH H H
4818 3-Me-4-Br-Ph NH C12 NPr OH H H
4819 3-Me-4-Br-Ph NH (CH2)3 N OH H H
4820 3-Me-4-Br-Ph NH (CH2)4 N OH H H
4821 3-Me-4-Br-Ph NH (CH2)5 N OH H H
4822 3-Me-4-Br-Ph NH C12 O OH H H
4823 3-Me-4-Br-Ph NH Ph O OH H H
4824 3-Me-4-Br-Ph NH C12 S OH H H
4825 3-Me-4-Br-Ph NH Ph S OH H H
4826 3-Me-4-Br-Ph NMe H NH OH H H
4827 3-Me-4-Br-Ph NEt H NH OH H H
4828 3-Me-4-Br-Ph NPr H NH OH H H
4829 3-Me-4-Br-Ph O H NH OH H H
4830 3-Me-4-Br-Ph S H NH OH H H
4831 3-NO2-4-F-Ph NH H NH H H H
4832 3-NO2-4-F-Ph NH H NH OH H H
4833 3-NO2-4-F-Ph NH H NH OA6 H H
4834 3-NO2-4-F-Ph NH H NH OA8 H H
4835 3-NO2-4-F-Ph NH H NH OA9 H H
4836 3-NO2-4-F-Ph NH H NH OA10 H H
4837 3-NO2-4-F-Ph NH H NH OA12 H H
4838 3-NO2-4-F-Ph NH H NH OA14 H H
4839 3-NO2-4-F-Ph NH H NH OA16 H H
4840 3-NO2-4-F-Ph NH H NH OH H A6
4841 3-NO2-4-F-Ph NH H NH OH H A8
4842 3-NO2-4-F-Ph NH H NH OH H A9
4843 3-NO2-4-F-Ph NH H NH OH H A10
4844 3-NO2-4-F-Ph NH H NH OH H A12
4845 3-NO2-4-F-Ph NH H NH OH H A14
4846 3-NO2-4-F-Ph NH H NH OH H A16
4847 3-NO2-4-F-Ph NH H NH OH A6 A6
4848 3-NO2-4-F-Ph NH H NH OH A8 A8
4849 3-NO2-4-F-Ph NH H NH OH A10 A10
4850 3-NO2-4-F-Ph NH H NH OA2 A2 A2
4851 3-NO2-4-F-Ph NH H NH OA3 A3 A3
4852 3-NO2-4-F-Ph NH H NH OA4 A4 A4
4853 3-NO2-4-F-Ph NH H NH OC6 H H
4854 3-NO2-4-F-Ph NH H NH OC7 H H
4855 3-NO2-4-F-Ph NH H NH OC8 H H
4856 3-NO2-4-F-Ph NH H NH OC10 H H
4857 3-NO2-4-F-Ph NH H NH OC11 H H
4858 3-NO2-4-F-Ph NH H NH OC12 H H
4859 3-NO2-4-F-Ph NH H NH OC14 H H
4860 3-NO2-4-F-Ph NH H NH OC16 H H
4861 3-NO2-4-F-Ph NH H NH C6CO3 H H
4862 3-NO2-4-F-Ph NH H NH C7CO3 H H
4863 3-NO2-4-F-Ph NH H NH C8CO3 H H
4864 3-NO2-4-F-Ph NH H NH C9CO3 H H
4865 3-NO2-4-F-Ph NH H NH C10CO3 H H
4866 3-NO2-4-F-Ph NH H NH C12CO3 H H
4867 3-NO2-4-F-Ph NH H NH C16CO3 H H
4868 3-NO2-4-F-Ph NH C8 NH OH H H
4869 3-NO2-4-F-Ph NH C9 NH OH H H
4870 3-NO2-4-F-Ph NH C10 NH OH H H
4871 3-NO2-4-F-Ph NH C12 NH OH H H
4872 3-NO2-4-F-Ph NH C16 NH OH H H
4873 3-NO2-4-F-Ph NH F1 NH OH H H
4874 3-NO2-4-F-Ph NH F2 NH OH H H
4875 3-NO2-4-F-Ph NH F3 NH OH H H
4876 3-NO2-4-F-Ph NH F4 NH OH H H
4877 3-NO2-4-F-Ph NH F5 NH OH H H
4878 3-NO2-4-F-Ph NH F6 NH OH H H
4879 3-NO2-4-F-Ph NH F7 NH OH H H
4880 3-NO2-4-F-Ph NH F8 NH OH H H
4881 3-NO2-4-F-Ph NH F9 NH OH H H
4882 3-NO2-4-F-Ph NH F10 NH OH H H
4883 3-NO2-4-F-Ph NH Ph NH OH H H
4884 3-NO2-4-F-Ph NH Bn NH OH H H
4885 3-NO2-4-F-Ph NH Pe NH OH H H
4886 3-NO2-4-F-Ph NH C12 NMe OH H H
4887 3-NO2-4-F-Ph NH C12 NEt OH H H
4888 3-NO2-4-F-Ph NH C12 NPr OH H H
4889 3-NO2-4-F-Ph NH (CH2)3 N OH H H
4890 3-NO2-4-F-Ph NH (CH2)4 N OH H H
4891 3-NO2-4-F-Ph NH (CH2)5 N OH H H
4892 3-NO2-4-F-Ph NH C12 O OH H H
4893 3-NO2-4-F-Ph NH Ph O OH H H
4894 3-NO2-4-F-Ph NH C12 S OH H H
4895 3-NO2-4-F-Ph NH Ph S OH H H
4896 3-NO2-4-F-Ph NMe H NH OH H H
4897 3-NO2-4-F-Ph NEt H NH OH H H
4898 3-NO2-4-F-Ph NPr H NH OH H H
4899 3-NO2-4-F-Ph O H NH OH H H
4900 3-NO2-4-F-Ph S H NH OH H H
4901 3-NO2-4-Cl-Ph NH H NH H H H
4902 3-NO2-4-Cl-Ph NH H NH OH H H
4903 3-NO2-4-Cl-Ph NH H NH OA6 H H
4904 3-NO2-4-Cl-Ph NH H NH OA8 H H
4905 3-NO2-4-Cl-Ph NH H NH OA9 H H
4906 3-NO2-4-Cl-Ph NH H NH OA10 H H
4907 3-NO2-4-Cl-Ph NH H NH OA12 H H
4908 3-NO2-4-Cl-Ph NH H NH OA14 H H
4909 3-NO2-4-Cl-Ph NH H NH OA16 H H
4910 3-NO2-4-Cl-Ph NH H NH OH H A6
4911 3-NO2-4-Cl-Ph NH H NH OH H A8
4912 3-NO2-4-Cl-Ph NH H NH OH H A9
4913 3-NO2-4-Cl-Ph NH H NH OH H A10
4914 3-NO2-4-Cl-Ph NH H NH OH H A12
4915 3-NO2-4-Cl-Ph NH H NH OH H A14
4916 3-NO2-4-Cl-Ph NH H NH OH H A16
4917 3-NO2-4-Cl-Ph NH H NH OH A6 A6
4918 3-NO2-4-Cl-Ph NH H NH OH A8 A8
4919 3-NO2-4-Cl-Ph NH H NH OH A10 A10
4920 3-NO2-4-Cl-Ph NH H NH OA2 A2 A2
4921 3-NO2-4-Cl-Ph NH H NH OA3 A3 A3
4922 3-NO2-4-Cl-Ph NH H NH OA4 A4 A4
4923 3-NO2-4-Cl-Ph NH H NH OC6 H H
4924 3-NO2-4-Cl-Ph NH H NH OC7 H H
4925 3-NO2-4-Cl-Ph NH H NH OC8 H H
4926 3-NO2-4-Cl-Ph NH H NH OC10 H H
4927 3-NO2-4-Cl-Ph NH H NH OC11 H H
4928 3-NO2-4-Cl-Ph NH H NH OC12 H H
4929 3-NO2-4-Cl-Ph NH H NH OC14 H H
4930 3-NO2-4-Cl-Ph NH H NH OC16 H H
4931 3-NO2-4-Cl-Ph NH H NH C6CO3 H H
4932 3-NO2-4-Cl-Ph NH H NH C7CO3 H H
4933 3-NO2-4-Cl-Ph NH H NH C8CO3 H H
4934 3-NO2-4-Cl-Ph NH H NH C9CO3 H H
4935 3-NO2-4-Cl-Ph NH H NH C10CO3 H H
4936 3-NO2-4-Cl-Ph NH H NH C12CO3 H H
4937 3-NO2-4-Cl-Ph NH H NH C16CO3 H H
4938 3-NO2-4-Cl-Ph NH C8 NH OH H H
4939 3-NO2-4-Cl-Ph NH C9 NH OH H H
4940 3-NO2-4-Cl-Ph NH C10 NH OH H H
4941 3-NO2-4-Cl-Ph NH C12 NH OH H H
4942 3-NO2-4-Cl-Ph NH C16 NH OH H H
4943 3-NO2-4-Cl-Ph NH F1 NH OH H H
4944 3-NO2-4-Cl-Ph NH F2 NH OH H H
4945 3-NO2-4-Cl-Ph NH F3 NH OH H H
4946 3-NO2-4-Cl-Ph NH F4 NH OH H H
4947 3-NO2-4-Cl-Ph NH F5 NH OH H H
4948 3-NO2-4-Cl-Ph NH F6 NH OH H H
4949 3-NO2-4-Cl-Ph NH F7 NH OH H H
4950 3-NO2-4-Cl-Ph NH F8 NH OH H H
4951 3-NO2-4-Cl-Ph NH F9 NH OH H H
4952 3-NO2-4-Cl-Ph NH F10 NH OH H H
4953 3-NO2-4-Cl-Ph NH Ph NH OH H H
4954 3-NO2-4-Cl-Ph NH Bn NH OH H H
4955 3-NO2-4-Cl-Ph NH Pe NH OH H H
4956 3-NO2-4-Cl-Ph NH C12 NMe OH H H
4957 3-NO2-4-Cl-Ph NH C12 NEt OH H H
4958 3-NO2-4-Cl-Ph NH C12 NPr OH H H
4959 3-NO2-4-Cl-Ph NH (CH2)3 N OH H H
4960 3-NO2-4-Cl-Ph NH (CH2)4 N OH H H
4961 3-NO2-4-Cl-Ph NH (CH2)5 N OH H H
4962 3-NO2-4-Cl-Ph NH C12 O OH H H
4963 3-NO2-4-Cl-Ph NH Ph O OH H H
4964 3-NO2-4-Cl-Ph NH C12 S OH H H
4965 3-NO2-4-Cl-Ph NH Ph S OH H H
4966 3-NO2-4-Cl-Ph NMe H NH OH H H
4967 3-NO2-4-Cl-Ph NEt H NH OH H H
4968 3-NO2-4-Cl-Ph NPr H NH OH H H
4969 3-NO2-4-Cl-Ph O H NH OH H H
4970 3-NO2-4-Cl-Ph S H NH OH H H
4971 4-(F2-O)-Ph NH H NH H H H
4972 4-(F2-O)-Ph NH H NH OH H H
4973 4-(F2-O)-Ph NH H NH OA6 H H
4974 4-(F2-O)-Ph NH H NH OA8 H H
4975 4-(F2-O)-Ph NH H NH OA9 H H
4976 4-(F2-O)-Ph NH H NH OA10 H H
4977 4-(F2-O)-Ph NH H NH OA12 H H
4978 4-(F2-O)-Ph NH H NH OA14 H H
4979 4-(F2-O)-Ph NH H NH OA16 H H
4980 4-(F2-O)-Ph NH H NH OH H A6
4981 4-(F2-O)-Ph NH H NH OH H A8
4982 4-(F2-O)-Ph NH H NH OH H A9
4983 4-(F2-O)-Ph NH H NH OH H A10
4984 4-(F2-O)-Ph NH H NH OH H A12
4985 4-(F2-O)-Ph NH H NH OH H A14
4986 4-(F2-O)-Ph NH H NH OH H A16
4987 4-(F2-O)-Ph NH H NH OH A6 A6
4988 4-(F2-O)-Ph NH H NH OH A8 A8
4989 4-(F2-O)-Ph NH H NH OH A10 A10
4990 4-(F2-O)-Ph NH H NH OA2 A2 A2
4991 4-(F2-O)-Ph NH H NH OA3 A3 A3
4992 4-(F2-O)-Ph NH H NH OA4 A4 A4
4993 4-(F2-O)-Ph NH H NH OC6 H H
4994 4-(F2-O)-Ph NH H NH OC7 H H
4995 4-(F2-O)-Ph NH H NH OC8 H H
4996 4-(F2-O)-Ph NH H NH OC10 H H
4997 4-(F2-O)-Ph NH H NH OC11 H H
4998 4-(F2-O)-Ph NH H NH OC12 H H
4999 4-(F2-O)-Ph NH H NH OC14 H H
5000 4-(F2-O)-Ph NH H NH OC16 H H
5001 4-(F2-O)-Ph NH H NH C6CO3 H H
5002 4-(F2-O)-Ph NH H NH C7CO3 H H
5003 4-(F2-O)-Ph NH H NH C8CO3 H H
5004 4-(F2-O)-Ph NH H NH C9CO3 H H
5005 4-(F2-O)-Ph NH H NH C10CO3 H H
5006 4-(F2-O)-Ph NH H NH C12CO3 H H
5007 4-(F2-O)-Ph NH H NH C16CO3 H H
5008 4-(F2-O)-Ph NH C8 NH OH H H
5009 4-(F2-O)-Ph NH C9 NH OH H H
5010 4-(F2-O)-Ph NH C10 NH OH H H
5011 4-(F2-O)-Ph NH C12 NH OH H H
5012 4-(F2-O)-Ph NH C16 NH OH H H
5013 4-(F2-O)-Ph NH F1 NH OH H H
5014 4-(F2-O)-Ph NH F2 NH OH H H
5015 4-(F2-O)-Ph NH F3 NH OH H H
5016 4-(F2-O)-Ph NH F4 NH OH H H
5017 4-(F2-O)-Ph NH F5 NH OH H H
5018 4-(F2-O)-Ph NH F6 NH OH H H
5019 4-(F2-O)-Ph NH F7 NH OH H H
5020 4-(F2-O)-Ph NH F8 NH OH H H
5021 4-(F2-O)-Ph NH F9 NH OH H H
5022 4-(F2-O)-Ph NH F10 NH OH H H
5023 4-(F2-O)-Ph NH Ph NH OH H H
5024 4-(F2-O)-Ph NH Bn NH OH H H
5025 4-(F2-O)-Ph NH Pe NH OH H H
5026 4-(F2-O)-Ph NH C12 NMe OH H H
5027 4-(F2-O)-Ph NH C12 NEt OH H H
5028 4-(F2-O)-Ph NH C12 NPr OH H H
5029 4-(F2-O)-Ph NH (CH2)3 N OH H H
5030 4-(F2-O)-Ph NH (CH2)4 N OH H H
5031 4-(F2-O)-Ph NH (CH2)5 N OH H H
5032 4-(F2-O)-Ph NH C12 O OH H H
5033 4-(F2-O)-Ph NH Ph O OH H H
5034 4-(F2-O)-Ph NH C12 S OH H H
5035 4-(F2-O)-Ph NH Ph S OH H H
5036 4-(F2-O)-Ph NMe H NH OH H H
5037 4-(F2-O)-Ph NEt H NH OH H H
5038 4-(F2-O)-Ph NPr H NH OH H H
5039 4-(F2-O)-Ph O H NH OH H H
5040 4-(F2-O)-Ph S H NH OH H H
5041 4-(F3-O)-Ph NH H NH H H H
5042 4-(F3-O)-Ph NH H NH OH H H
5043 4-(F3-O)-Ph NH H NH OA6 H H
5044 4-(F3-O)-Ph NH H NH OA8 H H
5045 4-(F3-O)-Ph NH H NH OA9 H H
5046 4-(F3-O)-Ph NH H NH OA10 H H
5047 4-(F3-O)-Ph NH H NH OA12 H H
5048 4-(F3-O)-Ph NH H NH OA14 H H
5049 4-(F3-O)-Ph NH H NH OA16 H H
5050 4-(F3-O)-Ph NH H NH OH H A6
5051 4-(F3-O)-Ph NH H NH OH H A8
5052 4-(F3-O)-Ph NH H NH OH H A9
5053 4-(F3-O)-Ph NH H NH OH H A10
5054 4-(F3-O)-Ph NH H NH OH H A12
5055 4-(F3-O)-Ph NH H NH OH H A14
5056 4-(F3-O)-Ph NH H NH OH H A16
5057 4-(F3-O)-Ph NH H NH OH A6 A6
5058 4-(F3-O)-Ph NH H NH OH A8 A8
5059 4-(F3-O)-Ph NH H NH OH A10 A10
5060 4-(F3-O)-Ph NH H NH OA2 A2 A2
5061 4-(F3-O)-Ph NH H NH OA3 A3 A3
5062 4-(F3-O)-Ph NH H NH OA4 A4 A4
5063 4-(F3-O)-Ph NH H NH OC6 H H
5064 4-(F3-O)-Ph NH H NH OC7 H H
5065 4-(F3-O)-Ph NH H NH OC8 H H
5066 4-(F3-O)-Ph NH H NH OC10 H H
5067 4-(F3-O)-Ph NH H NH OC11 H H
5068 4-(F3-O)-Ph NH H NH OC12 H H
5069 4-(F3-O)-Ph NH H NH OC14 H H
5070 4-(F3-O)-Ph NH H NH OC16 H H
5071 4-(F3-O)-Ph NH H NH C6CO3 H H
5072 4-(F3-O)-Ph NH H NH C7CO3 H H
5073 4-(F3-O)-Ph NH H NH C8CO3 H H
5074 4-(F3-O)-Ph NH H NH C9CO3 H H
5075 4-(F3-O)-Ph NH H NH C10CO3 H H
5076 4-(F3-O)-Ph NH H NH C12CO3 H H
5077 4-(F3-O)-Ph NH H NH C16CO3 H H
5078 4-(F3-O)-Ph NH C8 NH OH H H
5079 4-(F3-O)-Ph NH C9 NH OH H H
5080 4-(F3-O)-Ph NH C10 NH OH H H
5081 4-(F3-O)-Ph NH C12 NH OH H H
5082 4-(F3-O)-Ph NH C16 NH OH H H
5083 4-(F3-O)-Ph NH F1 NH OH H H
5084 4-(F3-O)-Ph NH F2 NH OH H H
5085 4-(F3-O)-Ph NH F3 NH OH H H
5086 4-(F3-O)-Ph NH F4 NH OH H H
5087 4-(F3-O)-Ph NH F5 NH OH H H
5088 4-(F3-O)-Ph NH F6 NH OH H H
5089 4-(F3-O)-Ph NH F7 NH OH H H
5090 4-(F3-O)-Ph NH F8 NH OH H H
5091 4-(F3-O)-Ph NH F9 NH OH H H
5092 4-(F3-O)-Ph NH F10 NH OH H H
5093 4-(F3-O)-Ph NH Ph NH OH H H
5094 4-(F3-O)-Ph NH Bn NH OH H H
5095 4-(F3-O)-Ph NH Pe NH OH H H
5096 4-(F3-O)-Ph NH C12 NMe OH H H
5097 4-(F3-O)-Ph NH C12 NEt OH H H
5098 4-(F3-O)-Ph NH C12 NPr OH H H
5099 4-(F3-O)-Ph NH (CH2)3 N OH H H
5100 4-(F3-O)-Ph NH (CH2)4 N OH H H
5101 4-(F3-O)-Ph NH (CH2)5 N OH H H
5102 4-(F3-O)-Ph NH C12 O OH H H
5103 4-(F3-O)-Ph NH Ph O OH H H
5104 4-(F3-O)-Ph NH C12 S OH H H
5105 4-(F3-O)-Ph NH Ph S OH H H
5106 4-(F3-O)-Ph NMe H NH OH H H
5107 4-(F3-O)-Ph NEt H NH OH H H
5108 4-(F3-O)-Ph NPr H NH OH H H
5109 4-(F3-O)-Ph O H NH OH H H
5110 4-(F3-O)-Ph S H NH OH H H
5111 4-(F7-O)-Ph NH H NH H H H
5112 4-(F7-O)-Ph NH H NH OH H H
5113 4-(F7-O)-Ph NH H NH OA6 H H
5114 4-(F7-O)-Ph NH H NH OA8 H H
5115 4-(F7-O)-Ph NH H NH OA9 H H
5116 4-(F7-O)-Ph NH H NH OA10 H H
5117 4-(F7-O)-Ph NH H NH OA12 H H
5118 4-(F7-O)-Ph NH H NH OA14 H H
5119 4-(F7-O)-Ph NH H NH OA16 H H
5120 4-(F7-O)-Ph NH H NH OH H A6
5121 4-(F7-O)-Ph NH H NH OH H A8
5122 4-(F7-O)-Ph NH H NH OH H A9
5123 4-(F7-O)-Ph NH H NH OH H A10
5124 4-(F7-O)-Ph NH H NH OH H A12
5125 4-(F7-O)-Ph NH H NH OH H A14
5126 4-(F7-O)-Ph NH H NH OH H A16
5127 4-(F7-O)-Ph NH H NH OH A6 A6
5128 4-(F7-O)-Ph NH H NH OH A8 A8
5129 4-(F7-O)-Ph NH H NH OH A10 A10
5130 4-(F7-O)-Ph NH H NH OA2 A2 A2
5131 4-(F7-O)-Ph NH H NH OA3 A3 A3
5132 4-(F7-O)-Ph NH H NH OA4 A4 A4
5133 4-(F7-O)-Ph NH H NH OC6 H H
5134 4-(F7-O)-Ph NH H NH OC7 H H
5135 4-(F7-O)-Ph NH H NH OC8 H H
5136 4-(F7-O)-Ph NH H NH OC10 H H
5137 4-(F7-O)-Ph NH H NH OC11 H H
5138 4-(F7-O)-Ph NH H NH OC12 H H
5139 4-(F7-O)-Ph NH H NH OC14 H H
5140 4-(F7-O)-Ph NH H NH OC16 H H
5141 4-(F7-O)-Ph NH H NH C6CO3 H H
5142 4-(F7-O)-Ph NH H NH C7CO3 H H
5143 4-(F7-O)-Ph NH H NH C8CO3 H H
5144 4-(F7-O)-Ph NH H NH C9CO3 H H
5145 4-(F7-O)-Ph NH H NH C10CO3 H H
5146 4-(F7-O)-Ph NH H NH C12CO3 H H
5147 4-(F7-O)-Ph NH H NH C16CO3 H H
5148 4-(F7-O)-Ph NH C8 NH OH H H
5149 4-(F7-O)-Ph NH C9 NH OH H H
5150 4-(F7-O)-Ph NH C10 NH OH H H
5151 4-(F7-O)-Ph NH C12 NH OH H H
5152 4-(F7-O)-Ph NH C16 NH OH H H
5153 4-(F7-O)-Ph NH F1 NH OH H H
5154 4-(F7-O)-Ph NH F2 NH OH H H
5155 4-(F7-O)-Ph NH F3 NH OH H H
5156 4-(F7-O)-Ph NH F4 NH OH H H
5157 4-(F7-O)-Ph NH F5 NH OH H H
5158 4-(F7-O)-Ph NH F6 NH OH H H
5159 4-(F7-O)-Ph NH F7 NH OH H H
5160 4-(F7-O)-Ph NH F8 NH OH H H
5161 4-(F7-O)-Ph NH F9 NH OH H H
5162 4-(F7-O)-Ph NH F10 NH OH H H
5163 4-(F7-O)-Ph NH Ph NH OH H H
5164 4-(F7-O)-Ph NH Bn NH OH H H
5165 4-(F7-O)-Ph NH Pe NH OH H H
5166 4-(F7-O)-Ph NH C12 NMe OH H H
5167 4-(F7-O)-Ph NH C12 NEt OH H H
5168 4-(F7-O)-Ph NH C12 NPr OH H H
5169 4-(F7-O)-Ph NH (CH2)3 N OH H H
5170 4-(F7-O)-Ph NH (CH2)4 N OH H H
5171 4-(F7-O)-Ph NH (CH2)5 N OH H H
5172 4-(F7-O)-Ph NH C12 O OH H H
5173 4-(F7-O)-Ph NH Ph O OH H H
5174 4-(F7-O)-Ph NH C12 S OH H H
5175 4-(F7-O)-Ph NH Ph S OH H H
5176 4-(F7-O)-Ph NMe H NH OH H H
5177 4-(F7-O)-Ph NEt H NH OH H H
5178 4-(F7-O)-Ph NPr H NH OH H H
5179 4-(F7-O)-Ph O H NH OH H H
5180 4-(F7-O)-Ph S H NH OH H H
5181 4-(F8-O)-Ph NH H NH H H H
5182 4-(F8-O)-Ph NH H NH OH H H
5183 4-(F8-O)-Ph NH H NH OA6 H H
5184 4-(F8-O)-Ph NH H NH OA8 H H
5185 4-(F8-O)-Ph NH H NH OA9 H H
5186 4-(F8-O)-Ph NH H NH OA10 H H
5187 4-(F8-O)-Ph NH H NH OA12 H H
5188 4-(F8-O)-Ph NH H NH OA14 H H
5189 4-(F8-O)-Ph NH H NH OA16 H H
5190 4-(F8-O)-Ph NH H NH OH H A6
5191 4-(F8-O)-Ph NH H NH OH H A8
5192 4-(F8-O)-Ph NH H NH OH H A9
5193 4-(F8-O)-Ph NH H NH OH H A10
5194 4-(F8-O)-Ph NH H NH OH H A12
5195 4-(F8-O)-Ph NH H NH OH H A14
5196 4-(F8-O)-Ph NH H NH OH H A16
5197 4-(F8-O)-Ph NH H NH OH A6 A6
5198 4-(F8-O)-Ph NH H NH OH A8 A8
5199 4-(F8-O)-Ph NH H NH OH A10 A10
5200 4-(F8-O)-Ph NH H NH OA2 A2 A2
5201 4-(F8-O)-Ph NH H NH OA3 A3 A3
5202 4-(F8-O)-Ph NH H NH OA4 A4 A4
5203 4-(F8-O)-Ph NH H NH OC6 H H
5204 4-(F8-O)-Ph NH H NH OC7 H H
5205 4-(F8-O)-Ph NH H NH OC8 H H
5206 4-(F8-O)-Ph NH H NH OC10 H H
5207 4-(F8-O)-Ph NH H NH OC11 H H
5208 4-(F8-O)-Ph NH H NH OC12 H H
5209 4-(F8-O)-Ph NH H NH OC14 H H
5210 4-(F8-O)-Ph NH H NH OC16 H H
5211 4-(F8-O)-Ph NH H NH C6CO3 H H
5212 4-(F8-O)-Ph NH H NH C7CO3 H H
5213 4-(F8-O)-Ph NH H NH C8CO3 H H
5214 4-(F8-O)-Ph NH H NH C9CO3 H H
5215 4-(F8-O)-Ph NH H NH C10CO3 H H
5216 4-(F8-O)-Ph NH H NH C12CO3 H H
5217 4-(F8-O)-Ph NH H NH C16CO3 H H
5218 4-(F8-O)-Ph NH C8 NH OH H H
5219 4-(F8-O)-Ph NH C9 NH OH H H
5220 4-(F8-O)-Ph NH C10 NH OH H H
5221 4-(F8-O)-Ph NH C12 NH OH H H
5222 4-(F8-O)-Ph NH C16 NH OH H H
5223 4-(F8-O)-Ph NH F1 NH OH H H
5224 4-(F8-O)-Ph NH F2 NH OH H H
5225 4-(F8-O)-Ph NH F3 NH OH H H
5226 4-(F8-O)-Ph NH F4 NH OH H H
5227 4-(F8-O)-Ph NH F5 NH OH H H
5228 4-(F8-O)-Ph NH F6 NH OH H H
5229 4-(F8-O)-Ph NH F7 NH OH H H
5230 4-(F8-O)-Ph NH F8 NH OH H H
5231 4-(F8-O)-Ph NH F9 NH OH H H
5232 4-(F8-O)-Ph NH F10 NH OH H H
5233 4-(F8-O)-Ph NH Ph NH OH H H
5234 4-(F8-O)-Ph NH Bn NH OH H H
5235 4-(F8-O)-Ph NH Pe NH OH H H
5236 4-(F8-O)-Ph NH C12 NMe OH H H
5237 4-(F8-O)-Ph NH C12 NEt OH H H
5238 4-(F8-O)-Ph NH C12 NPr OH H H
5239 4-(F8-O)-Ph NH (CH2)3 N OH H H
5240 4-(F8-O)-Ph NH (CH2)4 N OH H H
5241 4-(F8-O)-Ph NH (CH2)5 N OH H H
5242 4-(F8-O)-Ph NH C12 O OH H H
5243 4-(F8-O)-Ph NH Ph O OH H H
5244 4-(F8-O)-Ph NH C12 S OH H H
5245 4-(F8-O)-Ph NH Ph S OH H H
5246 4-(F8-O)-Ph NMe H NH OH H H
5247 4-(F8-O)-Ph NEt H NH OH H H
5248 4-(F8-O)-Ph NPr H NH OH H H
5249 4-(F8-O)-Ph O H NH OH H H
5250 4-(F8-O)-Ph S H NH OH H H
5251 4-(F9-O)-Ph NH H NH H H H
5252 4-(F9-O)-Ph NH H NH OH H H
5253 4-(F9-O)-Ph NH H NH OA6 H H
5254 4-(F9-O)-Ph NH H NH OA8 H H
5255 4-(F9-O)-Ph NH H NH OA9 H H
5256 4-(F9-O)-Ph NH H NH OA10 H H
5257 4-(F9-O)-Ph NH H NH OA12 H H
5258 4-(F9-O)-Ph NH H NH OA14 H H
5259 4-(F9-O)-Ph NH H NH OA16 H H
5260 4-(F9-O)-Ph NH H NH OH H A6
5261 4-(F9-O)-Ph NH H NH OH H A8
5262 4-(F9-O)-Ph NH H NH OH H A9
5263 4-(F9-O)-Ph NH H NH OH H A10
5264 4-(F9-O)-Ph NH H NH OH H A12
5265 4-(F9-O)-Ph NH H NH OH H A14
5266 4-(F9-O)-Ph NH H NH OH H A16
5267 4-(F9-O)-Ph NH H NH OH A6 A6
5268 4-(F9-O)-Ph NH H NH OH A8 A8
5269 4-(F9-O)-Ph NH H NH OH A10 A10
5270 4-(F9-O)-Ph NH H NH OA2 A2 A2
5271 4-(F9-O)-Ph NH H NH OA3 A3 A3
5272 4-(F9-O)-Ph NH H NH OA4 A4 A4
5273 4-(F9-O)-Ph NH H NH OC6 H H
5274 4-(F9-O)-Ph NH H NH OC7 H H
5275 4-(F9-O)-Ph NH H NH OC8 H H
5276 4-(F9-O)-Ph NH H NH OC10 H H
5277 4-(F9-O)-Ph NH H NH OC11 H H
5278 4-(F9-O)-Ph NH H NH OC12 H H
5279 4-(F9-O)-Ph NH H NH OC14 H H
5280 4-(F9-O)-Ph NH H NH OC16 H H
5281 4-(F9-O)-Ph NH H NH C6CO3 H H
5282 4-(F9-O)-Ph NH H NH C7CO3 H H
5283 4-(F9-O)-Ph NH H NH C8CO3 H H
5284 4-(F9-O)-Ph NH H NH C9CO3 H H
5285 4-(F9-O)-Ph NH H NH C10CO3 H H
5286 4-(F9-O)-Ph NH H NH C12CO3 H H
5287 4-(F9-O)-Ph NH H NH C16CO3 H H
5288 4-(F9-O)-Ph NH C8 NH OH H H
5289 4-(F9-O)-Ph NH C9 NH OH H H
5290 4-(F9-O)-Ph NH C10 NH OH H H
5291 4-(F9-O)-Ph NH C12 NH OH H H
5292 4-(F9-O)-Ph NH C16 NH OH H H
5293 4-(F9-O)-Ph NH F1 NH OH H H
5294 4-(F9-O)-Ph NH F2 NH OH H H
5295 4-(F9-O)-Ph NH F3 NH OH H H
5296 4-(F9-O)-Ph NH F4 NH OH H H
5297 4-(F9-O)-Ph NH F5 NH OH H H
5298 4-(F9-O)-Ph NH F6 NH OH H H
5299 4-(F9-O)-Ph NH F7 NH OH H H
5300 4-(F9-O)-Ph NH F8 NH OH H H
5301 4-(F9-O)-Ph NH F9 NH OH H H
5302 4-(F9-O)-Ph NH F10 NH OH H H
5303 4-(F9-O)-Ph NH Ph NH OH H H
5304 4-(F9-O)-Ph NH Bn NH OH H H
5305 4-(F9-O)-Ph NH Pe NH OH H H
5306 4-(F9-O)-Ph NH C12 NMe OH H H
5307 4-(F9-O)-Ph NH C12 NEt OH H H
5308 4-(F9-O)-Ph NH C12 NPr OH H H
5309 4-(F9-O)-Ph NH (CH2)3 N OH H H
5310 4-(F9-O)-Ph NH (CH2)4 N OH H H
5311 4-(F9-O)-Ph NH (CH2)5 N OH H H
5312 4-(F9-O)-Ph NH C12 O OH H H
5313 4-(F9-O)-Ph NH Ph O OH H H
5314 4-(F9-O)-Ph NH C12 S OH H H
5315 4-(F9-O)-Ph NH Ph S OH H H
5316 4-(F9-O)-Ph NMe H NH OH H H
5317 4-(F9-O)-Ph NEt H NH OH H H
5318 4-(F9-O)-Ph NPr H NH OH H H
5319 4-(F9-O)-Ph O H NH OH H H
5320 4-(F9-O)-Ph S H NH OH H H
5321 4-(F11)-Ph NH H NH H H H
5322 4-(F11)-Ph NH H NH OH H H
5323 4-(F11)-Ph NH H NH OA6 H H
5324 4-(F11)-Ph NH H NH OA8 H H
5325 4-(F11)-Ph NH H NH OA9 H H
5326 4-(F11)-Ph NH H NH OA10 H H
5327 4-(F11)-Ph NH H NH OA12 H H
5328 4-(F11)-Ph NH H NH OA14 H H
5329 4-(F11)-Ph NH H NH OA16 H H
5330 4-(F11)-Ph NH H NH OH H A6
5331 4-(F11)-Ph NH H NH OH H A8
5332 4-(F11)-Ph NH H NH OH H A9
5333 4-(F11)-Ph NH H NH OH H A10
5334 4-(F11)-Ph NH H NH OH H A12
5335 4-(F11)-Ph NH H NH OH H A14
5336 4-(F11)-Ph NH H NH OH H A16
5337 4-(F11)-Ph NH H NH OH A6 A6
5338 4-(F11)-Ph NH H NH OH A8 A8
5339 4-(F11)-Ph NH H NH OH A10 A10
5340 4-(F11)-Ph NH H NH OA2 A2 A2
5341 4-(F11)-Ph NH H NH OA3 A3 A3
5342 4-(F11)-Ph NH H NH OA4 A4 A4
5343 4-(F11)-Ph NH H NH OC6 H H
5344 4-(F11)-Ph NH H NH OC7 H H
5345 4-(F11)-Ph NH H NH OC8 H H
5346 4-(F11)-Ph NH H NH OC10 H H
5347 4-(F11)-Ph NH H NH OC11 H H
5348 4-(F11)-Ph NH H NH OC12 H H
5349 4-(F11)-Ph NH H NH OC14 H H
5350 4-(F11)-Ph NH H NH OC16 H H
5351 4-(F11)-Ph NH H NH C6CO3 H H
5352 4-(F11)-Ph NH H NH C7CO3 H H
5353 4-(F11)-Ph NH H NH C8CO3 H H
5354 4-(F11)-Ph NH H NH C9CO3 H H
5355 4-(F11)-Ph NH H NH C10CO3 H H
5356 4-(F11)-Ph NH H NH C12CO3 H H
5357 4-(F11)-Ph NH H NH C16CO3 H H
5358 4-(F11)-Ph NH C8 NH OH H H
5359 4-(F11)-Ph NH C9 NH OH H H
5360 4-(F11)-Ph NH C10 NH OH H H
5361 4-(F11)-Ph NH C12 NH OH H H
5362 4-(F11)-Ph NH C16 NH OH H H
5363 4-(F11)-Ph NH F1 NH OH H H
5364 4-(F11)-Ph NH F2 NH OH H H
5365 4-(F11)-Ph NH F3 NH OH H H
5366 4-(F11)-Ph NH F4 NH OH H H
5367 4-(F11)-Ph NH F5 NH OH H H
5368 4-(F11)-Ph NH F6 NH OH H H
5369 4-(F11)-Ph NH F7 NH OH H H
5370 4-(F11)-Ph NH F8 NH OH H H
5371 4-(F11)-Ph NH F9 NH OH H H
5372 4-(F11)-Ph NH F10 NH OH H H
5373 4-(F11)-Ph NH Ph NH OH H H
5374 4-(F11)-Ph NH Bn NH OH H H
5375 4-(F11)-Ph NH Pe NH OH H H
5376 4-(F11)-Ph NH C12 NMe OH H H
5377 4-(F11)-Ph NH C12 NEt OH H H
5378 4-(F11)-Ph NH C12 NPr OH H H
5379 4-(F11)-Ph NH (CH2)3 N OH H H
5380 4-(F11)-Ph NH (CH2)4 N OH H H
5381 4-(F11)-Ph NH (CH2)5 N OH H H
5382 4-(F11)-Ph NH C12 O OH H H
5383 4-(F11)-Ph NH Ph O OH H H
5384 4-(F11)-Ph NH C12 S OH H H
5385 4-(F11)-Ph NH Ph S OH H H
5386 4-(F11)-Ph NMe H NH OH H H
5387 4-(F11)-Ph NEt H NH OH H H
5388 4-(F11)-Ph NPr H NH OH H H
5389 4-(F11)-Ph O H NH OH H H
5390 4-(F11)-Ph S H NH OH H H
5391 4-(F12)-Ph NH H NH H H H
5392 4-(F12)-Ph NH H NH OH H H
5393 4-(F12)-Ph NH H NH OA6 H H
5394 4-(F12)-Ph NH H NH OA8 H H
5395 4-(F12)-Ph NH H NH OA9 H H
5396 4-(F12)-Ph NH H NH OA10 H H
5397 4-(F12)-Ph NH H NH OA12 H H
5398 4-(F12)-Ph NH H NH OA14 H H
5399 4-(F12)-Ph NH H NH OA16 H H
5400 4-(F12)-Ph NH H NH OH H A6
5401 4-(F12)-Ph NH H NH OH H A8
5402 4-(F12)-Ph NH H NH OH H A9
5403 4-(F12)-Ph NH H NH OH H A10
5404 4-(F12)-Ph NH H NH OH H A12
5405 4-(F12)-Ph NH H NH OH H A14
5406 4-(F12)-Ph NH H NH OH H A16
5407 4-(F12)-Ph NH H NH OH A6 A6
5408 4-(F12)-Ph NH H NH OH A8 A8
5409 4-(F12)-Ph NH H NH OH A10 A10
5410 4-(F12)-Ph NH H NH OA2 A2 A2
5411 4-(F12)-Ph NH H NH OA3 A3 A3
5412 4-(F12)-Ph NH H NH OA4 A4 A4
5413 4-(F12)-Ph NH H NH OC6 H H
5414 4-(F12)-Ph NH H NH OC7 H H
5415 4-(F12)-Ph NH H NH OC8 H H
5416 4-(F12)-Ph NH H NH OC10 H H
5417 4-(F12)-Ph NH H NH OC11 H H
5418 4-(F12)-Ph NH H NH OC12 H H
5419 4-(F12)-Ph NH H NH OC14 H H
5420 4-(F12)-Ph NH H NH OC16 H H
5421 4-(F12)-Ph NH H NH C6CO3 H H
5422 4-(F12)-Ph NH H NH C7CO3 H H
5423 4-(F12)-Ph NH H NH C8CO3 H H
5424 4-(F12)-Ph NH H NH C9CO3 H H
5425 4-(F12)-Ph NH H NH C10CO3 H H
5426 4-(F12)-Ph NH H NH C12CO3 H H
5427 4-(F12)-Ph NH H NH C16CO3 H H
5428 4-(F12)-Ph NH C8 NH OH H H
5429 4-(F12)-Ph NH C9 NH OH H H
5430 4-(F12)-Ph NH C10 NH OH H H
5431 4-(F12)-Ph NH C12 NH OH H H
5432 4-(F12)-Ph NH C16 NH OH H H
5433 4-(F12)-Ph NH F1 NH OH H H
5434 4-(F12)-Ph NH F2 NH OH H H
5435 4-(F12)-Ph NH F3 NH OH H H
5436 4-(F12)-Ph NH F4 NH OH H H
5437 4-(F12)-Ph NH F5 NH OH H H
5438 4-(F12)-Ph NH F6 NH OH H H
5439 4-(F12)-Ph NH F7 NH OH H H
5440 4-(F12)-Ph NH F8 NH OH H H
5441 4-(F12)-Ph NH F9 NH OH H H
5442 4-(F12)-Ph NH F10 NH OH H H
5443 4-(F12)-Ph NH Ph NH OH H H
5444 4-(F12)-Ph NH Bn NH OH H H
5445 4-(F12)-Ph NH Pe NH OH H H
5446 4-(F12)-Ph NH C12 NMe OH H H
5447 4-(F12)-Ph NH C12 NEt OH H H
5448 4-(F12)-Ph NH C12 NPr OH H H
5449 4-(F12)-Ph NH (CH2)3 N OH H H
5450 4-(F12)-Ph NH (CH2)4 N OH H H
5451 4-(F12)-Ph NH (CH2)5 N OH H H
5452 4-(F12)-Ph NH C12 O OH H H
5453 4-(F12)-Ph NH Ph O OH H H
5454 4-(F12)-Ph NH C12 S OH H H
5455 4-(F12)-Ph NH Ph S OH H H
5456 4-(F12)-Ph NMe H NH OH H H
5457 4-(F12)-Ph NEt H NH OH H H
5458 4-(F12)-Ph NPr H NH OH H H
5459 4-(F12)-Ph O H NH OH H H
5460 4-(F12)-Ph S H NH OH H H
5461 2-NO2-Ph NH H NH H H H
5462 2-NO2-Ph NH H NH OH H H
5463 2-NO2-Ph NH H NH OA6 H H
5464 2-NO2-Ph NH H NH OA8 H H
5465 2-NO2-Ph NH H NH OA9 H H
5466 2-NO2-Ph NH H NH OA10 H H
5467 2-NO2-Ph NH H NH OA12 H H
5468 2-NO2-Ph NH H NH OA14 H H
5469 2-NO2-Ph NH H NH OA16 H H
5470 2-NO2-Ph NH H NH OH H A6
5471 2-NO2-Ph NH H NH OH H A8
5472 2-NO2-Ph NH H NH OH H A9
5473 2-NO2-Ph NH H NH OH H A10
5474 2-NO2-Ph NH H NH OH H A12
5475 2-NO2-Ph NH H NH OH H A14
5476 2-NO2-Ph NH H NH OH H A16
5477 2-NO2-Ph NH H NH OH A6 A6
5478 2-NO2-Ph NH H NH OH A8 A8
5479 2-NO2-Ph NH H NH OH A10 A10
5480 2-NO2-Ph NH H NH OA2 A2 A2
5481 2-NO2-Ph NH H NH OA3 A3 A3
5482 2-NO2-Ph NH H NH OA4 A4 A4
5483 2-NO2-Ph NH H NH OC6 H H
5484 2-NO2-Ph NH H NH OC7 H H
5485 2-NO2-Ph NH H NH OC8 H H
5486 2-NO2-Ph NH H NH OC10 H H
5487 2-NO2-Ph NH H NH OC11 H H
5488 2-NO2-Ph NH H NH OC12 H H
5489 2-NO2-Ph NH H NH OC14 H H
5490 2-NO2-Ph NH H NH OC16 H H
5491 2-NO2-Ph NH H NH C6CO3 H H
5492 2-NO2-Ph NH H NH C7CO3 H H
5493 2-NO2-Ph NH H NH C8CO3 H H
5494 2-NO2-Ph NH H NH C9CO3 H H
5495 2-NO2-Ph NH H NH C10CO3 H H
5496 2-NO2-Ph NH H NH C12CO3 H H
5497 2-NO2-Ph NH H NH C16CO3 H H
5498 2-NO2-Ph NH C8 NH OH H H
5499 2-NO2-Ph NH C9 NH OH H H
5500 2-NO2-Ph NH C10 NH OH H H
5501 2-NO2-Ph NH C12 NH OH H H
5502 2-NO2-Ph NH C16 NH OH H H
5503 2-NO2-Ph NH F1 NH OH H H
5504 2-NO2-Ph NH F2 NH OH H H
5505 2-NO2-Ph NH F3 NH OH H H
5506 2-NO2-Ph NH F4 NH OH H H
5507 2-NO2-Ph NH F5 NH OH H H
5508 2-NO2-Ph NH F6 NH OH H H
5509 2-NO2-Ph NH F7 NH OH H H
5510 2-NO2-Ph NH F8 NH OH H H
5511 2-NO2-Ph NH F9 NH OH H H
5512 2-NO2-Ph NH F10 NH OH H H
5513 2-NO2-Ph NH Ph NH OH H H
5514 2-NO2-Ph NH Bn NH OH H H
5515 2-NO2-Ph NH Pe NH OH H H
5516 2-NO2-Ph NH C12 NMe OH H H
5517 2-NO2-Ph NH C12 NEt OH H H
5518 2-NO2-Ph NH C12 NPr OH H H
5519 2-NO2-Ph NH (CH2)3 N OH H H
5520 2-NO2-Ph NH (CH2)4 N OH H H
5521 2-NO2-Ph NH (CH2)5 N OH H H
5522 2-NO2-Ph NH C12 O OH H H
5523 2-NO2-Ph NH Ph O OH H H
5524 2-NO2-Ph NH C12 S OH H H
5525 2-NO2-Ph NH Ph S OH H H
5526 2-NO2-Ph NMe H NH OH H H
5527 2-NO2-Ph NEt H NH OH H H
5528 2-NO2-Ph NPr H NH OH H H
5529 2-NO2-Ph O H NH OH H H
5530 2-NO2-Ph S H NH OH H H
5531 3-NO2-Ph NH H NH H H H
5532 3-NO2-Ph NH H NH OH H H
5533 3-NO2-Ph NH H NH OA6 H H
5534 3-NO2-Ph NH H NH OA8 H H
5535 3-NO2-Ph NH H NH OA9 H H
5536 3-NO2-Ph NH H NH OA10 H H
5537 3-NO2-Ph NH H NH OA12 H H
5538 3-NO2-Ph NH H NH OA14 H H
5539 3-NO2-Ph NH H NH OA16 H H
5540 3-NO2-Ph NH H NH OH H A6
5541 3-NO2-Ph NH H NH OH H A8
5542 3-NO2-Ph NH H NH OH H A9
5543 3-NO2-Ph NH H NH OH H A10
5544 3-NO2-Ph NH H NH OH H A12
5545 3-NO2-Ph NH H NH OH H A14
5546 3-NO2-Ph NH H NH OH H A16
5547 3-NO2-Ph NH H NH OH A6 A6
5548 3-NO2-Ph NH H NH OH A8 A8
5549 3-NO2-Ph NH H NH OH A10 A10
5550 3-NO2-Ph NH H NH OA2 A2 A2
5551 3-NO2-Ph NH H NH OA3 A3 A3
5552 3-NO2-Ph NH H NH OA4 A4 A4
5553 3-NO2-Ph NH H NH OC6 H H
5554 3-NO2-Ph NH H NH OC7 H H
5555 3-NO2-Ph NH H NH OC8 H H
5556 3-NO2-Ph NH H NH OC10 H H
5557 3-NO2-Ph NH H NH OC11 H H
5558 3-NO2-Ph NH H NH OC12 H H
5559 3-NO2-Ph NH H NH OC14 H H
5560 3-NO2-Ph NH H NH OC16 H H
5561 3-NO2-Ph NH H NH C6CO3 H H
5562 3-NO2-Ph NH H NH C7CO3 H H
5563 3-NO2-Ph NH H NH C8CO3 H H
5564 3-NO2-Ph NH H NH C9CO3 H H
5565 3-NO2-Ph NH H NH C10CO3 H H
5566 3-NO2-Ph NH H NH C12CO3 H H
5567 3-NO2-Ph NH H NH C16CO3 H H
5568 3-NO2-Ph NH C8 NH OH H H
5569 3-NO2-Ph NH C9 NH OH H H
5570 3-NO2-Ph NH C10 NH OH H H
5571 3-NO2-Ph NH C12 NH OH H H
5572 3-NO2-Ph NH C16 NH OH H H
5573 3-NO2-Ph NH F1 NH OH H H
5574 3-NO2-Ph NH F2 NH OH H H
5575 3-NO2-Ph NH F3 NH OH H H
5576 3-NO2-Ph NH F4 NH OH H H
5577 3-NO2-Ph NH F5 NH OH H H
5578 3-NO2-Ph NH F6 NH OH H H
5579 3-NO2-Ph NH F7 NH OH H H
5580 3-NO2-Ph NH F8 NH OH H H
5581 3-NO2-Ph NH F9 NH OH H H
5582 3-NO2-Ph NH F10 NH OH H H
5583 3-NO2-Ph NH Ph NH OH H H
5584 3-NO2-Ph NH Bn NH OH H H
5585 3-NO2-Ph NH Pe NH OH H H
5586 3-NO2-Ph NH C12 NMe OH H H
5587 3-NO2-Ph NH C12 NEt OH H H
5588 3-NO2-Ph NH C12 NPr OH H H
5589 3-NO2-Ph NH (CH2)3 N OH H H
5590 3-NO2-Ph NH (CH2)4 N OH H H
5591 3-NO2-Ph NH (CH2)5 N OH H H
5592 3-NO2-Ph NH C12 O OH H H
5593 3-NO2-Ph NH Ph O OH H H
5594 3-NO2-Ph NH C12 S OH H H
5595 3-NO2-Ph NH Ph S OH H H
5596 3-NO2-Ph NMe H NH OH H H
5597 3-NO2-Ph NEt H NH OH H H
5598 3-NO2-Ph NPr H NH OH H H
5599 3-NO2-Ph O H NH OH H H
5600 3-NO2-Ph S H NH OH H H
5601 4-NO2-Ph NH H NH H H H
5602 4-NO2-Ph NH H NH OH H H
5603 4-NO2-Ph NH H NH OA6 H H
5604 4-NO2-Ph NH H NH OA8 H H
5605 4-NO2-Ph NH H NH OA9 H H
5606 4-NO2-Ph NH H NH OA10 H H
5607 4-NO2-Ph NH H NH OA12 H H
5608 4-NO2-Ph NH H NH OA14 H H
5609 4-NO2-Ph NH H NH OA16 H H
5610 4-NO2-Ph NH H NH OH H A6
5611 4-NO2-Ph NH H NH OH H A8
5612 4-NO2-Ph NH H NH OH H A9
5613 4-NO2-Ph NH H NH OH H A10
5614 4-NO2-Ph NH H NH OH H A12
5615 4-NO2-Ph NH H NH OH H A14
5616 4-NO2-Ph NH H NH OH H A16
5617 4-NO2-Ph NH H NH OH A6 A6
5618 4-NO2-Ph NH H NH OH A8 A8
5619 4-NO2-Ph NH H NH OH A10 A10
5620 4-NO2-Ph NH H NH OA2 A2 A2
5621 4-NO2-Ph NH H NH OA3 A3 A3
5622 4-NO2-Ph NH H NH OA4 A4 A4
5623 4-NO2-Ph NH H NH OC6 H H
5624 4-NO2-Ph NH H NH OC7 H H
5625 4-NO2-Ph NH H NH OC8 H H
5626 4-NO2-Ph NH H NH OC10 H H
5627 4-NO2-Ph NH H NH OC11 H H
5628 4-NO2-Ph NH H NH OC12 H H
5629 4-NO2-Ph NH H NH OC14 H H
5630 4-NO2-Ph NH H NH OC16 H H
5631 4-NO2-Ph NH H NH C6CO3 H H
5632 4-NO2-Ph NH H NH C7CO3 H H
5633 4-NO2-Ph NH H NH C8CO3 H H
5634 4-NO2-Ph NH H NH C9CO3 H H
5635 4-NO2-Ph NH H NH C10CO3 H H
5636 4-NO2-Ph NH H NH C12CO3 H H
5637 4-NO2-Ph NH H NH C16CO3 H H
5638 4-NO2-Ph NH C8 NH OH H H
5639 4-NO2-Ph NH C9 NH OH H H
5640 4-NO2-Ph NH C10 NH OH H H
5641 4-NO2-Ph NH C12 NH OH H H
5642 4-NO2-Ph NH C16 NH OH H H
5643 4-NO2-Ph NH F1 NH OH H H
5644 4-NO2-Ph NH F2 NH OH H H
5645 4-NO2-Ph NH F3 NH OH H H
5646 4-NO2-Ph NH F4 NH OH H H
5647 4-NO2-Ph NH F5 NH OH H H
5648 4-NO2-Ph NH F6 NH OH H H
5649 4-NO2-Ph NH F7 NH OH H H
5650 4-NO2-Ph NH F8 NH OH H H
5651 4-NO2-Ph NH F9 NH OH H H
5652 4-NO2-Ph NH F10 NH OH H H
5653 4-NO2-Ph NH Ph NH OH H H
5654 4-NO2-Ph NH Bn NH OH H H
5655 4-NO2-Ph NH Pe NH OH H H
5656 4-NO2-Ph NH C12 NMe OH H H
5657 4-NO2-Ph NH C12 NEt OH H H
5658 4-NO2-Ph NH C12 NPr OH H H
5659 4-NO2-Ph NH (CH2)3 N OH H H
5660 4-NO2-Ph NH (CH2)4 N OH H H
5661 4-NO2-Ph NH (CH2)5 N OH H H
5662 4-NO2-Ph NH C12 O OH H H
5663 4-NO2-Ph NH Ph O OH H H
5664 4-NO2-Ph NH C12 S OH H H
5665 4-NO2-Ph NH Ph S OH H H
5666 4-NO2-Ph NMe H NH OH H H
5667 4-NO2-Ph NEt H NH OH H H
5668 4-NO2-Ph NPr H NH OH H H
5669 4-NO2-Ph O H NH OH H H
5670 4-NO2-Ph S H NH OH H H
5671 2-OH-Ph NH H NH H H H
5672 2-OH-Ph NH H NH OH H H
5673 2-OH-Ph NH H NH OA6 H H
5674 2-OH-Ph NH H NH OA8 H H
5675 2-OH-Ph NH H NH OA9 H H
5676 2-OH-Ph NH H NH OA10 H H
5677 2-OH-Ph NH H NH OA12 H H
5678 2-OH-Ph NH H NH OA14 H H
5679 2-OH-Ph NH H NH OA16 H H
5680 2-OH-Ph NH H NH OH H A6
5681 2-OH-Ph NH H NH OH H A8
5682 2-OH-Ph NH H NH OH H A9
5683 2-OH-Ph NH H NH OH H A10
5684 2-OH-Ph NH H NH OH H A12
5685 2-OH-Ph NH H NH OH H A14
5686 2-OH-Ph NH H NH OH H A16
5687 2-OH-Ph NH H NH OH A6 A6
5688 2-OH-Ph NH H NH OH A8 A8
5689 2-OH-Ph NH H NH OH A10 A10
5690 2-OH-Ph NH H NH OA2 A2 A2
5691 2-OH-Ph NH H NH OA3 A3 A3
5692 2-OH-Ph NH H NH OA4 A4 A4
5693 2-OH-Ph NH H NH OC6 H H
5694 2-OH-Ph NH H NH OC7 H H
5695 2-OH-Ph NH H NH OC8 H H
5696 2-OH-Ph NH H NH OC10 H H
5697 2-OH-Ph NH H NH OC11 H H
5698 2-OH-Ph NH H NH OC12 H H
5699 2-OH-Ph NH H NH OC14 H H
5700 2-OH-Ph NH H NH OC16 H H
5701 2-OH-Ph NH H NH C6CO3 H H
5702 2-OH-Ph NH H NH C7CO3 H H
5703 2-OH-Ph NH H NH C8CO3 H H
5704 2-OH-Ph NH H NH C9CO3 H H
5705 2-OH-Ph NH H NH C10CO3 H H
5706 2-OH-Ph NH H NH C12CO3 H H
5707 2-OH-Ph NH H NH C16CO3 H H
5708 2-OH-Ph NH C8 NH OH H H
5709 2-OH-Ph NH C9 NH OH H H
5710 2-OH-Ph NH C10 NH OH H H
5711 2-OH-Ph NH C12 NH OH H H
5712 2-OH-Ph NH C16 NH OH H H
5713 2-OH-Ph NH F1 NH OH H H
5714 2-OH-Ph NH F2 NH OH H H
5715 2-OH-Ph NH F3 NH OH H H
5716 2-OH-Ph NH F4 NH OH H H
5717 2-OH-Ph NH F5 NH OH H H
5718 2-OH-Ph NH F6 NH OH H H
5719 2-OH-Ph NH F7 NH OH H H
5720 2-OH-Ph NH F8 NH OH H H
5721 2-OH-Ph NH F9 NH OH H H
5722 2-OH-Ph NH F10 NH OH H H
5723 2-OH-Ph NH Ph NH OH H H
5724 2-OH-Ph NH Bn NH OH H H
5725 2-OH-Ph NH Pe NH OH H H
5726 2-OH-Ph NH C12 NMe OH H H
5727 2-OH-Ph NH C12 NEt OH H H
5728 2-OH-Ph NH C12 NPr OH H H
5729 2-OH-Ph NH (CH2)3 N OH H H
5730 2-OH-Ph NH (CH2)4 N OH H H
5731 2-OH-Ph NH (CH2)5 N OH H H
5732 2-OH-Ph NH C12 O OH H H
5733 2-OH-Ph NH Ph O OH H H
5734 2-OH-Ph NH C12 S OH H H
5735 2-OH-Ph NH Ph S OH H H
5736 2-OH-Ph NMe H NH OH H H
5737 2-OH-Ph NEt H NH OH H H
5738 2-OH-Ph NPr H NH OH H H
5739 2-OH-Ph O H NH OH H H
5740 2-OH-Ph S H NH OH H H
5741 3-OH-Ph NH H NH H H H
5742 3-OH-Ph NH H NH OH H H
5743 3-OH-Ph NH H NH OA6 H H
5744 3-OH-Ph NH H NH OA8 H H
5745 3-OH-Ph NH H NH OA9 H H
5746 3-OH-Ph NH H NH OA10 H H
5747 3-OH-Ph NH H NH OA12 H H
5748 3-OH-Ph NH H NH OA14 H H
5749 3-OH-Ph NH H NH OA16 H H
5750 3-OH-Ph NH H NH OH H A6
5751 3-OH-Ph NH H NH OH H A8
5752 3-OH-Ph NH H NH OH H A9
5753 3-OH-Ph NH H NH OH H A10
5754 3-OH-Ph NH H NH OH H A12
5755 3-OH-Ph NH H NH OH H A14
5756 3-OH-Ph NH H NH OH H A16
5757 3-OH-Ph NH H NH OH A6 A6
5758 3-OH-Ph NH H NH OH A8 A8
5759 3-OH-Ph NH H NH OH A10 A10
5760 3-OH-Ph NH H NH OA2 A2 A2
5761 3-OH-Ph NH H NH OA3 A3 A3
5762 3-OH-Ph NH H NH OA4 A4 A4
5763 3-OH-Ph NH H NH OC6 H H
5764 3-OH-Ph NH H NH OC7 H H
5765 3-OH-Ph NH H NH OC8 H H
5766 3-OH-Ph NH H NH OC10 H H
5767 3-OH-Ph NH H NH OC11 H H
5768 3-OH-Ph NH H NH OC12 H H
5769 3-OH-Ph NH H NH OC14 H H
5770 3-OH-Ph NH H NH OC16 H H
5771 3-OH-Ph NH H NH C6CO3 H H
5772 3-OH-Ph NH H NH C7CO3 H H
5773 3-OH-Ph NH H NH C8CO3 H H
5774 3-OH-Ph NH H NH C9CO3 H H
5775 3-OH-Ph NH H NH C10CO3 H H
5776 3-OH-Ph NH H NH C12CO3 H H
5777 3-OH-Ph NH H NH C16CO3 H H
5778 3-OH-Ph NH C8 NH OH H H
5779 3-OH-Ph NH C9 NH OH H H
5780 3-OH-Ph NH C10 NH OH H H
5781 3-OH-Ph NH C12 NH OH H H
5782 3-OH-Ph NH C16 NH OH H H
5783 3-OH-Ph NH F1 NH OH H H
5784 3-OH-Ph NH F2 NH OH H H
5785 3-OH-Ph NH F3 NH OH H H
5786 3-OH-Ph NH F4 NH OH H H
5787 3-OH-Ph NH F5 NH OH H H
5788 3-OH-Ph NH F6 NH OH H H
5789 3-OH-Ph NH F7 NH OH H H
5790 3-OH-Ph NH F8 NH OH H H
5791 3-OH-Ph NH F9 NH OH H H
5792 3-OH-Ph NH F10 NH OH H H
5793 3-OH-Ph NH Ph NH OH H H
5794 3-OH-Ph NH Bn NH OH H H
5795 3-OH-Ph NH Pe NH OH H H
5796 3-OH-Ph NH C12 NMe OH H H
5797 3-OH-Ph NH C12 NEt OH H H
5798 3-OH-Ph NH C12 NPr OH H H
5799 3-OH-Ph NH (CH2)3 N OH H H
5800 3-OH-Ph NH (CH2)4 N OH H H
5801 3-OH-Ph NH (CH2)5 N OH H H
5802 3-OH-Ph NH C12 O OH H H
5803 3-OH-Ph NH Ph O OH H H
5804 3-OH-Ph NH C12 S OH H H
5805 3-OH-Ph NH Ph S OH H H
5806 3-OH-Ph NMe H NH OH H H
5807 3-OH-Ph NEt H NH OH H H
5808 3-OH-Ph NPr H NH OH H H
5809 3-OH-Ph O H NH OH H H
5810 3-OH-Ph S H NH OH H H
5811 4-OH-Ph NH H NH H H H
5812 4-OH-Ph NH H NH OH H H
5813 4-OH-Ph NH H NH OA6 H H
5814 4-OH-Ph NH H NH OA8 H H
5815 4-OH-Ph NH H NH OA9 H H
5816 4-OH-Ph NH H NH OA10 H H
5817 4-OH-Ph NH H NH OA12 H H
5818 4-OH-Ph NH H NH OA14 H H
5819 4-OH-Ph NH H NH OA16 H H
5820 4-OH-Ph NH H NH OH H A6
5821 4-OH-Ph NH H NH OH H A8
5822 4-OH-Ph NH H NH OH H A9
5823 4-OH-Ph NH H NH OH H A10
5824 4-OH-Ph NH H NH OH H A12
5825 4-OH-Ph NH H NH OH H A14
5826 4-OH-Ph NH H NH OH H A16
5827 4-OH-Ph NH H NH OH A6 A6
5828 4-OH-Ph NH H NH OH A8 A8
5829 4-OH-Ph NH H NH OH A10 A10
5830 4-OH-Ph NH H NH OA2 A2 A2
5831 4-OH-Ph NH H NH OA3 A3 A3
5832 4-OH-Ph NH H NH OA4 A4 A4
5833 4-OH-Ph NH H NH OC6 H H
5834 4-OH-Ph NH H NH OC7 H H
5835 4-OH-Ph NH H NH OC8 H H
5836 4-OH-Ph NH H NH OC10 H H
5837 4-OH-Ph NH H NH OC11 H H
5838 4-OH-Ph NH H NH OC12 H H
5839 4-OH-Ph NH H NH OC14 H H
5840 4-OH-Ph NH H NH OC16 H H
5841 4-OH-Ph NH H NH C6CO3 H H
5842 4-OH-Ph NH H NH C7CO3 H H
5843 4-OH-Ph NH H NH C8CO3 H H
5844 4-OH-Ph NH H NH C9CO3 H H
5845 4-OH-Ph NH H NH C10CO3 H H
5846 4-OH-Ph NH H NH C12CO3 H H
5847 4-OH-Ph NH H NH C16CO3 H H
5848 4-OH-Ph NH C8 NH OH H H
5849 4-OH-Ph NH C9 NH OH H H
5850 4-OH-Ph NH C10 NH OH H H
5851 4-OH-Ph NH C12 NH OH H H
5852 4-OH-Ph NH C16 NH OH H H
5853 4-OH-Ph NH F1 NH OH H H
5854 4-OH-Ph NH F2 NH OH H H
5855 4-OH-Ph NH F3 NH OH H H
5856 4-OH-Ph NH F4 NH OH H H
5857 4-OH-Ph NH F5 NH OH H H
5858 4-OH-Ph NH F6 NH OH H H
5859 4-OH-Ph NH F7 NH OH H H
5860 4-OH-Ph NH F8 NH OH H H
5861 4-OH-Ph NH F9 NH OH H H
5862 4-OH-Ph NH F10 NH OH H H
5863 4-OH-Ph NH Ph NH OH H H
5864 4-OH-Ph NH Bn NH OH H H
5865 4-OH-Ph NH Pe NH OH H H
5866 4-OH-Ph NH C12 NMe OH H H
5867 4-OH-Ph NH C12 NEt OH H H
5868 4-OH-Ph NH C12 NPr OH H H
5869 4-OH-Ph NH (CH2)3 N OH H H
5870 4-OH-Ph NH (CH2)4 N OH H H
5871 4-OH-Ph NH (CH2)5 N OH H H
5872 4-OH-Ph NH C12 O OH H H
5873 4-OH-Ph NH Ph O OH H H
5874 4-OH-Ph NH C12 S OH H H
5875 4-OH-Ph NH Ph S OH H H
5876 4-OH-Ph NMe H NH OH H H
5877 4-OH-Ph NEt H NH OH H H
5878 4-OH-Ph NPr H NH OH H H
5879 4-OH-Ph O H NH OH H H
5880 4-OH-Ph S H NH OH H H
5881 4-Mor-Ph NH H NH H H H
5882 4-Mor-Ph NH H NH OH H H
5883 4-Mor-Ph NH H NH OA6 H H
5884 4-Mor-Ph NH H NH OA8 H H
5885 4-Mor-Ph NH H NH OA9 H H
5886 4-Mor-Ph NH H NH OA10 H H
5887 4-Mor-Ph NH H NH OA12 H H
5888 4-Mor-Ph NH H NH OA14 H H
5889 4-Mor-Ph NH H NH OA16 H H
5890 4-Mor-Ph NH H NH OH H A6
5891 4-Mor-Ph NH H NH OH H A8
5892 4-Mor-Ph NH H NH OH H A9
5893 4-Mor-Ph NH H NH OH H A10
5894 4-Mor-Ph NH H NH OH H A12
5895 4-Mor-Ph NH H NH OH H A14
5896 4-Mor-Ph NH H NH OH H A16
5897 4-Mor-Ph NH H NH OH A6 A6
5898 4-Mor-Ph NH H NH OH A8 A8
5899 4-Mor-Ph NH H NH OH A10 A10
5900 4-Mor-Ph NH H NH OA2 A2 A2
5901 4-Mor-Ph NH H NH OA3 A3 A3
5902 4-Mor-Ph NH H NH OA4 A4 A4
5903 4-Mor-Ph NH H NH OC6 H H
5904 4-Mor-Ph NH H NH OC7 H H
5905 4-Mor-Ph NH H NH OC8 H H
5906 4-Mor-Ph NH H NH OC10 H H
5907 4-Mor-Ph NH H NH OC11 H H
5908 4-Mor-Ph NH H NH OC12 H H
5909 4-Mor-Ph NH H NH OC14 H H
5910 4-Mor-Ph NH H NH OC16 H H
5911 4-Mor-Ph NH H NH C6CO3 H H
5912 4-Mor-Ph NH H NH C7CO3 H H
5913 4-Mor-Ph NH H NH C8CO3 H H
5914 4-Mor-Ph NH H NH C9CO3 H H
5915 4-Mor-Ph NH H NH C10CO3 H H
5916 4-Mor-Ph NH H NH C12CO3 H H
5917 4-Mor-Ph NH H NH C16CO3 H H
5918 4-Mor-Ph NH C8 NH OH H H
5919 4-Mor-Ph NH C9 NH OH H H
5920 4-Mor-Ph NH C10 NH OH H H
5921 4-Mor-Ph NH C12 NH OH H H
5922 4-Mor-Ph NH C16 NH OH H H
5923 4-Mor-Ph NH F1 NH OH H H
5924 4-Mor-Ph NH F2 NH OH H H
5925 4-Mor-Ph NH F3 NH OH H H
5926 4-Mor-Ph NH F4 NH OH H H
5927 4-Mor-Ph NH F5 NH OH H H
5928 4-Mor-Ph NH F6 NH OH H H
5929 4-Mor-Ph NH F7 NH OH H H
5930 4-Mor-Ph NH F8 NH OH H H
5931 4-Mor-Ph NH F9 NH OH H H
5932 4-Mor-Ph NH F10 NH OH H H
5933 4-Mor-Ph NH Ph NH OH H H
5934 4-Mor-Ph NH Bn NH OH H H
5935 4-Mor-Ph NH Pe NH OH H H
5936 4-Mor-Ph NH C12 NMe OH H H
5937 4-Mor-Ph NH C12 NEt OH H H
5938 4-Mor-Ph NH C12 NPr OH H H
5939 4-Mor-Ph NH (CH2)3 N OH H H
5940 4-Mor-Ph NH (CH2)4 N OH H H
5941 4-Mor-Ph NH (CH2)5 N OH H H
5942 4-Mor-Ph NH C12 O OH H H
5943 4-Mor-Ph NH Ph O OH H H
5944 4-Mor-Ph NH C12 S OH H H
5945 4-Mor-Ph NH Ph S OH H H
5946 4-Mor-Ph NMe H NH OH H H
5947 4-Mor-Ph NEt H NH OH H H
5948 4-Mor-Ph NPr H NH OH H H
5949 4-Mor-Ph O H NH OH H H
5950 4-Mor-Ph S H NH OH H H
5951 4-PA-Ph NH H NH H H H
5952 4-PA-Ph NH H NH OH H H
5953 4-PA-Ph NH H NH OA6 H H
5954 4-PA-Ph NH H NH OA8 H H
5955 4-PA-Ph NH H NH OA9 H H
5956 4-PA-Ph NH H NH OA10 H H
5957 4-PA-Ph NH H NH OA12 H H
5958 4-PA-Ph NH H NH OA14 H H
5959 4-PA-Ph NH H NH OA16 H H
5960 4-PA-Ph NH H NH OH H A6
5961 4-PA-Ph NH H NH OH H A8
5962 4-PA-Ph NH H NH OH H A9
5963 4-PA-Ph NH H NH OH H A10
5964 4-PA-Ph NH H NH OH H A12
5965 4-PA-Ph NH H NH OH H A14
5966 4-PA-Ph NH H NH OH H A16
5967 4-PA-Ph NH H NH OH A6 A6
5968 4-PA-Ph NH H NH OH A8 A8
5969 4-PA-Ph NH H NH OH A10 A10
5970 4-PA-Ph NH H NH OA2 A2 A2
5971 4-PA-Ph NH H NH OA3 A3 A3
5972 4-PA-Ph NH H NH OA4 A4 A4
5973 4-PA-Ph NH H NH OC6 H H
5974 4-PA-Ph NH H NH OC7 H H
5975 4-PA-Ph NH H NH OC8 H H
5976 4-PA-Ph NH H NH OC10 H H
5977 4-PA-Ph NH H NH OC11 H H
5978 4-PA-Ph NH H NH OC12 H H
5979 4-PA-Ph NH H NH OC14 H H
5980 4-PA-Ph NH H NH OC16 H H
5981 4-PA-Ph NH H NH C6CO3 H H
5982 4-PA-Ph NH H NH C7CO3 H H
5983 4-PA-Ph NH H NH C8CO3 H H
5984 4-PA-Ph NH H NH C9CO3 H H
5985 4-PA-Ph NH H NH C10CO3 H H
5986 4-PA-Ph NH H NH C12CO3 H H
5987 4-PA-Ph NH H NH C16CO3 H H
5988 4-PA-Ph NH C8 NH OH H H
5989 4-PA-Ph NH C9 NH OH H H
5990 4-PA-Ph NH C10 NH OH H H
5991 4-PA-Ph NH C12 NH OH H H
5992 4-PA-Ph NH C16 NH OH H H
5993 4-PA-Ph NH F1 NH OH H H
5994 4-PA-Ph NH F2 NH OH H H
5995 4-PA-Ph NH F3 NH OH H H
5996 4-PA-Ph NH F4 NH OH H H
5997 4-PA-Ph NH F5 NH OH H H
5998 4-PA-Ph NH F6 NH OH H H
5999 4-PA-Ph NH F7 NH OH H H
6000 4-PA-Ph NH F8 NH OH H H
6001 4-PA-Ph NH F9 NH OH H H
6002 4-PA-Ph NH F10 NH OH H H
6003 4-PA-Ph NH Ph NH OH H H
6004 4-PA-Ph NH Bn NH OH H H
6005 4-PA-Ph NH Pe NH OH H H
6006 4-PA-Ph NH C12 NMe OH H H
6007 4-PA-Ph NH C12 NEt OH H H
6008 4-PA-Ph NH C12 NPr OH H H
6009 4-PA-Ph NH (CH2)3 N OH H H
6010 4-PA-Ph NH (CH2)4 N OH H H
6011 4-PA-Ph NH (CH2)5 N OH H H
6012 4-PA-Ph NH C12 O OH H H
6013 4-PA-Ph NH Ph O OH H H
6014 4-PA-Ph NH C12 S OH H H
6015 4-PA-Ph NH Ph S OH H H
6016 4-PA-Ph NMe H NH OH H H
6017 4-PA-Ph NEt H NH OH H H
6018 4-PA-Ph NPr H NH OH H H
6019 4-PA-Ph O H NH OH H H
6020 4-PA-Ph S H NH OH H H
6021 3-CN-Ph NH H NH H H H
6022 3-CN-Ph NH H NH OH H H
6023 3-CN-Ph NH H NH OA6 H H
6024 3-CN-Ph NH H NH OA8 H H
6025 3-CN-Ph NH H NH OA9 H H
6026 3-CN-Ph NH H NH OA10 H H
6027 3-CN-Ph NH H NH OA12 H H
6028 3-CN-Ph NH H NH OA14 H H
6029 3-CN-Ph NH H NH OA16 H H
6030 3-CN-Ph NH H NH OH H A6
6031 3-CN-Ph NH H NH OH H A8
6032 3-CN-Ph NH H NH OH H A9
6033 3-CN-Ph NH H NH OH H A10
6034 3-CN-Ph NH H NH OH H A12
6035 3-CN-Ph NH H NH OH H A14
6036 3-CN-Ph NH H NH OH H A16
6037 3-CN-Ph NH H NH OH A6 A6
6038 3-CN-Ph NH H NH OH A8 A8
6039 3-CN-Ph NH H NH OH A10 A10
6040 3-CN-Ph NH H NH OA2 A2 A2
6041 3-CN-Ph NH H NH OA3 A3 A3
6042 3-CN-Ph NH H NH OA4 A4 A4
6043 3-CN-Ph NH H NH OC6 H H
6044 3-CN-Ph NH H NH OC7 H H
6045 3-CN-Ph NH H NH OC8 H H
6046 3-CN-Ph NH H NH OC10 H H
6047 3-CN-Ph NH H NH OC11 H H
6048 3-CN-Ph NH H NH OC12 H H
6049 3-CN-Ph NH H NH OC14 H H
6050 3-CN-Ph NH H NH OC16 H H
6051 3-CN-Ph NH H NH C6CO3 H H
6052 3-CN-Ph NH H NH C7CO3 H H
6053 3-CN-Ph NH H NH C8CO3 H H
6054 3-CN-Ph NH H NH C9CO3 H H
6055 3-CN-Ph NH H NH C10CO3 H H
6056 3-CN-Ph NH H NH C12CO3 H H
6057 3-CN-Ph NH H NH C16CO3 H H
6058 3-CN-Ph NH C8 NH OH H H
6059 3-CN-Ph NH C9 NH OH H H
6060 3-CN-Ph NH C10 NH OH H H
6061 3-CN-Ph NH C12 NH OH H H
6062 3-CN-Ph NH C16 NH OH H H
6063 3-CN-Ph NH F1 NH OH H H
6064 3-CN-Ph NH F2 NH OH H H
6065 3-CN-Ph NH F3 NH OH H H
6066 3-CN-Ph NH F4 NH OH H H
6067 3-CN-Ph NH F5 NH OH H H
6068 3-CN-Ph NH F6 NH OH H H
6069 3-CN-Ph NH F7 NH OH H H
6070 3-CN-Ph NH F8 NH OH H H
6071 3-CN-Ph NH F9 NH OH H H
6072 3-CN-Ph NH F10 NH OH H H
6073 3-CN-Ph NH Ph NH OH H H
6074 3-CN-Ph NH Bn NH OH H H
6075 3-CN-Ph NH Pe NH OH H H
6076 3-CN-Ph NH C12 NMe OH H H
6077 3-CN-Ph NH C12 NEt OH H H
6078 3-CN-Ph NH C12 NPr OH H H
6079 3-CN-Ph NH (CH2)3 N OH H H
6080 3-CN-Ph NH (CH2)4 N OH H H
6081 3-CN-Ph NH (CH2)5 N OH H H
6082 3-CN-Ph NH C12 O OH H H
6083 3-CN-Ph NH Ph O OH H H
6084 3-CN-Ph NH C12 S OH H H
6085 3-CN-Ph NH Ph S OH H H
6086 3-CN-Ph NMe H NH OH H H
6087 3-CN-Ph NEt H NH OH H H
6088 3-CN-Ph NPr H NH OH H H
6089 3-CN-Ph O H NH OH H H
6090 3-CN-Ph S H NH OH H H
6091 F1 NH H NH H H H
6092 F1 NH H NH OH H H
6093 F1 NH H NH OA6 H H
6094 F1 NH H NH OA8 H H
6095 F1 NH H NH OA9 H H
6096 F1 NH H NH OA10 H H
6097 F1 NH H NH OA12 H H
6098 F1 NH H NH OA14 H H
6099 F1 NH H NH OA16 H H
6100 F1 NH H NH OH H A6
6101 F1 NH H NH OH H A8
6102 F1 NH H NH OH H A9
6103 F1 NH H NH OH H A10
6104 F1 NH H NH OH H A12
6105 F1 NH H NH OH H A14
6106 F1 NH H NH OH H A16
6107 F1 NH H NH OH A6 A6
6108 F1 NH H NH OH A8 A8
6109 F1 NH H NH OH A10 A10
6110 F1 NH H NH OA2 A2 A2
6111 F1 NH H NH OA3 A3 A3
6112 F1 NH H NH OA4 A4 A4
6113 F1 NH H NH OC6 H H
6114 F1 NH H NH OC7 H H
6115 F1 NH H NH OC8 H H
6116 F1 NH H NH OC10 H H
6117 F1 NH H NH OC11 H H
6118 F1 NH H NH OC12 H H
6119 F1 NH H NH OC14 H H
6120 F1 NH H NH OC16 H H
6121 F1 NH H NH C6CO3 H H
6122 F1 NH H NH C7CO3 H H
6123 F1 NH H NH C8CO3 H H
6124 F1 NH H NH C9CO3 H H
6125 F1 NH H NH C10CO3 H H
6126 F1 NH H NH C12CO3 H H
6127 F1 NH H NH C16CO3 H H
6128 F1 NH C8 NH OH H H
6129 F1 NH C9 NH OH H H
6130 F1 NH C10 NH OH H H
6131 F1 NH C12 NH OH H H
6132 F1 NH C16 NH OH H H
6133 F1 NH F1 NH OH H H
6134 F1 NH F2 NH OH H H
6135 F1 NH F3 NH OH H H
6136 F1 NH F4 NH OH H H
6137 F1 NH F5 NH OH H H
6138 F1 NH F6 NH OH H H
6139 F1 NH F7 NH OH H H
6140 F1 NH F8 NH OH H H
6141 F1 NH F9 NH OH H H
6142 F1 NH F10 NH OH H H
6143 F1 NH Ph NH OH H H
6144 F1 NH Bn NH OH H H
6145 F1 NH Pe NH OH H H
6146 F1 NH C12 NMe OH H H
6147 F1 NH C12 NEt OH H H
6148 F1 NH C12 NPr OH H H
6149 F1 NH (CH2)3 N OH H H
6150 F1 NH (CH2)4 N OH H H
6151 F1 NH (CH2)5 N OH H H
6152 F1 NH C12 O OH H H
6153 F1 NH Ph O OH H H
6154 F1 NH C12 S OH H H
6155 F1 NH Ph S OH H H
6156 F1 NMe H NH OH H H
6157 F1 NEt H NH OH H H
6158 F1 NPr H NH OH H H
6159 F1 O H NH OH H H
6160 F1 S H NH OH H H
6161 F7 NH H NH H H H
6162 F7 NH H NH OH H H
6163 F7 NH H NH OA6 H H
6164 F7 NH H NH OA8 H H
6165 F7 NH H NH OA9 H H
6166 F7 NH H NH OA10 H H
6167 F7 NH H NH OA12 H H
6168 F7 NH H NH OA14 H H
6169 F7 NH H NH OA16 H H
6170 F7 NH H NH OH H A6
6171 F7 NH H NH OH H A8
6172 F7 NH H NH OH H A9
6173 F7 NH H NH OH H A10
6174 F7 NH H NH OH H A12
6175 F7 NH H NH OH H A14
6176 F7 NH H NH OH H A16
6177 F7 NH H NH OH A6 A6
6178 F7 NH H NH OH A8 A8
6179 F7 NH H NH OH A10 A10
6180 F7 NH H NH OA2 A2 A2
6181 F7 NH H NH OA3 A3 A3
6182 F7 NH H NH OA4 A4 A4
6183 F7 NH H NH OC6 H H
6184 F7 NH H NH OC7 H H
6185 F7 NH H NH OC8 H H
6186 F7 NH H NH OC10 H H
6187 F7 NH H NH OC11 H H
6188 F7 NH H NH OC12 H H
6189 F7 NH H NH OC14 H H
6190 F7 NH H NH OC16 H H
6191 F7 NH H NH C6CO3 H H
6192 F7 NH H NH C7CO3 H H
6193 F7 NH H NH C8CO3 H H
6194 F7 NH H NH C9CO3 H H
6195 F7 NH H NH C10CO3 H H
6196 F7 NH H NH C12CO3 H H
6197 F7 NH H NH C16CO3 H H
6198 F7 NH C8 NH OH H H
6199 F7 NH C9 NH OH H H
6200 F7 NH C10 NH OH H H
6201 F7 NH C12 NH OH H H
6202 F7 NH C16 NH OH H H
6203 F7 NH F1 NH OH H H
6204 F7 NH F2 NH OH H H
6205 F7 NH F3 NH OH H H
6206 F7 NH F4 NH OH H H
6207 F7 NH F5 NH OH H H
6208 F7 NH F6 NH OH H H
6209 F7 NH F7 NH OH H H
6210 F7 NH F8 NH OH H H
6211 F7 NH F9 NH OH H H
6212 F7 NH F10 NH OH H H
6213 F7 NH Ph NH OH H H
6214 F7 NH Bn NH OH H H
6215 F7 NH Pe NH OH H H
6216 F7 NH C12 NMe OH H H
6217 F7 NH C12 NEt OH H H
6218 F7 NH C12 NPr OH H H
6219 F7 NH (CH2)3 N OH H H
6220 F7 NH (CH2)4 N OH H H
6221 F7 NH (CH2)5 N OH H H
6222 F7 NH C12 O OH H H
6223 F7 NH Ph O OH H H
6224 F7 NH C12 S OH H H
6225 F7 NH Ph S OH H H
6226 F7 NMe H NH OH H H
6227 F7 NEt H NH OH H H
6228 F7 NPr H NH OH H H
6229 F7 O H NH OH H H
6230 F7 S H NH OH H H
6231 F10 NH H NH H H H
6232 F10 NH H NH OH H H
6233 F10 NH H NH OA6 H H
6234 F10 NH H NH OA8 H H
6235 F10 NH H NH OA9 H H
6236 F10 NH H NH OA10 H H
6237 F10 NH H NH OA12 H H
6238 F10 NH H NH OA14 H H
6239 F10 NH H NH OA16 H H
6240 F10 NH H NH OH H A6
6241 F10 NH H NH OH H A8
6242 F10 NH H NH OH H A9
6243 F10 NH H NH OH H A10
6244 F10 NH H NH OH H A12
6245 F10 NH H NH OH H A14
6246 F10 NH H NH OH H A16
6247 F10 NH H NH OH A6 A6
6248 F10 NH H NH OH A8 A8
6249 F10 NH H NH OH A10 A10
6250 F10 NH H NH OA2 A2 A2
6251 F10 NH H NH OA3 A3 A3
6252 F10 NH H NH OA4 A4 A4
6253 F10 NH H NH OC6 H H
6254 F10 NH H NH OC7 H H
6255 F10 NH H NH OC8 H H
6256 F10 NH H NH OC10 H H
6257 F10 NH H NH OC11 H H
6258 F10 NH H NH OC12 H H
6259 F10 NH H NH OC14 H H
6260 F10 NH H NH OC16 H H
6261 F10 NH H NH C6CO3 H H
6262 F10 NH H NH C7CO3 H H
6263 F10 NH H NH C8CO3 H H
6264 F10 NH H NH C9CO3 H H
6265 F10 NH H NH C10CO3 H H
6266 F10 NH H NH C12CO3 H H
6267 F10 NH H NH C16CO3 H H
6268 F10 NH C8 NH OH H H
6269 F10 NH C9 NH OH H H
6270 F10 NH C10 NH OH H H
6271 F10 NH C12 NH OH H H
6272 F10 NH C16 NH OH H H
6273 F10 NH F1 NH OH H H
6274 F10 NH F2 NH OH H H
6275 F10 NH F3 NH OH H H
6276 F10 NH F4 NH OH H H
6277 F10 NH F5 NH OH H H
6278 F10 NH F6 NH OH H H
6279 F10 NH F7 NH OH H H
6280 F10 NH F8 NH OH H H
6281 F10 NH F9 NH OH H H
6282 F10 NH F10 NH OH H H
6283 F10 NH Ph NH OH H H
6284 F10 NH Bn NH OH H H
6285 F10 NH Pe NH OH H H
6286 F10 NH C12 NMe OH H H
6287 F10 NH C12 NEt OH H H
6288 F10 NH C12 NPr OH H H
6289 F10 NH (CH2)3 N OH H H
6290 F10 NH (CH2)4 N OH H H
6291 F10 NH (CH2)5 N OH H H
6292 F10 NH C12 O OH H H
6293 F10 NH Ph O OH H H
6294 F10 NH C12 S OH H H
6295 F10 NH Ph S OH H H
6296 F10 NMe H NH OH H H
6297 F10 NEt H NH OH H H
6298 F10 NPr H NH OH H H
6299 F10 O H NH OH H H
6300 F10 S H NH OH H H
6301 Me NH H NH OH H H
6302 Me NH H NH OA10 H H
6303 Me NH C12 NH OH H H
6304 Me NH F7 NH OH H H
6305 Me NH F9 NH OH H H
6306 Pr NH H NH OH H H
6307 Pr NH H NH OA10 H H
6308 Pr NH C12 NH OH H H
6309 Pr NH F7 NH OH H H
6310 Pr NH F9 NH OH H H
6311 Bu NH H NH OH H H
6312 Bu NH H NH OA10 H H
6313 Bu NH C12 NH OH H H
6314 Bu NH F7 NH OH H H
6315 Bu NH F9 NH OH H H
6316 Pen NH H NH OH H H
6317 Pen NH H NH OA10 H H
6318 Pen NH C12 NH OH H H
6319 Pen NH F7 NH OH H H
6320 Pen NH F9 NH OH H H
6321 Hex NH H NH OH H H
6322 Hex NH H NH OA10 H H
6323 Hex NH C12 NH OH H H
6324 Hex NH F7 NH OH H H
6325 Hex NH F9 NH OH H H
6326 Hep NH H NH OH H H
6327 Hep NH H NH OA10 H H
6328 Hep NH C12 NH OH H H
6329 Hep NH F7 NH OH H H
6330 Hep NH F9 NH OH H H
6331 C8 NH H NH OH H H
6332 C8 NH H NH OA10 H H
6333 C8 NH C12 NH OH H H
6334 C8 NH F7 NH OH H H
6335 C8 NH F9 NH OH H H
6336 C9 NH H NH OH H H
6337 C9 NH H NH OA10 H H
6338 C9 NH C12 NH OH H H
6339 C9 NH F7 NH OH H H
6340 C9 NH F9 NH OH H H
6341 C10 NH H NH OH H H
6342 C10 NH H NH OA10 H H
6343 C10 NH C12 NH OH H H
6344 C10 NH F7 NH OH H H
6345 C10 NH F9 NH OH H H
6346 C11 NH H NH OH H H
6347 C11 NH H NH OA10 H H
6348 C11 NH C12 NH OH H H
6349 C11 NH F7 NH OH H H
6350 C11 NH F9 NH OH H H
6351 C12 NH H NH OH H H
6352 C12 NH H NH OA10 H H
6353 C12 NH C12 NH OH H H
6354 C12 NH F7 NH OH H H
6355 C12 NH F9 NH OH H H
6356 C14 NH H NH OH H H
6357 C14 NH H NH OA10 H H
6358 C14 NH C12 NH OH H H
6359 C14 NH F7 NH OH H H
6360 C14 NH F9 NH OH H H
6361 C16 NH H NH OH H H
6362 C16 NH H NH OA10 H H
6363 C16 NH C12 NH OH H H
6364 C16 NH F7 NH OH H H
6365 C16 NH F9 NH OH H H
6366 C18 NH H NH OH H H
6367 C18 NH H NH OA10 H H
6368 C18 NH C12 NH OH H H
6369 C18 NH F7 NH OH H H
6370 C18 NH F9 NH OH H H
6371 2-Et-Hex NH H NH OH H H
6372 2-Et-Hex NH H NH OA10 H H
6373 2-Et-Hex NH C12 NH OH H H
6374 2-Et-Hex NH F7 NH OH H H
6375 2-Et-Hex NH F9 NH OH H H
6376 cHex NH H NH OH H H
6377 cHex NH H NH OA10 H H
6378 cHex NH C12 NH OH H H
6379 cHex NH F7 NH OH H H
6380 cHex NH F9 NH OH H H
6381 4-tBu-cHex NH H NH OH H H
6382 4-tBu-cHex NH H NH OA10 H H
6383 4-tBu-cHex NH C12 NH OH H H
6384 4-tBu-cHex NH F7 NH OH H H
6385 4-tBu-cHex NH F9 NH OH H H
6386 cycloheptyl NH H NH OH H H
6387 cycloheptyl NH H NH OA10 H H
6388 cycloheptyl NH C12 NH OH H H
6389 cycloheptyl NH F7 NH OH H H
6390 cycloheptyl NH F9 NH OH H H
6391 cyclooctyl NH H NH OH H H
6392 cyclooctyl NH H NH OA10 H H
6393 cyclooctyl NH C12 NH OH H H
6394 cyclooctyl NH F7 NH OH H H
6395 cyclooctyl NH F9 NH OH H H
6396 cyclododecyl NH H NH OH H H
6397 cyclododecyl NH H NH OA10 H H
6398 cyclododecyl NH C12 NH OH H H
6399 cyclododecyl NH F7 NH OH H H
6400 cyclododecyl NH F9 NH OH H H
6401 cHex-CH2 NH H NH OH H H
6402 cHex-CH2 NH H NH OA10 H H
6403 cHex-CH2 NH C12 NH OH H H
6404 cHex-CH2 NH F7 NH OH H H
6405 cHex-CH2 NH F9 NH OH H H
6406 CHE NH H NH OH H H
6407 CHE NH H NH OA10 H H
6408 CHE NH C12 NH OH H H
6409 CHE NH F7 NH OH H H
6410 CHE NH F9 NH OH H H
6411 COD NH H NH OH H H
6412 COD NH H NH OA10 H H
6413 COD NH C12 NH OH H H
6414 COD NH F7 NH OH H H
6415 COD NH F9 NH OH H H
6416 3-EtO-Pr NH H NH OH H H
6417 3-EtO-Pr NH H NH OA10 H H
6418 3-EtO-Pr NH C12 NH OH H H
6419 3-EtO-Pr NH F7 NH OH H H
6420 3-EtO-Pr NH F9 NH OH H H
6421 3-MeS-Pr NH H NH OH H H
6422 3-MeS-Pr NH H NH OA10 H H
6423 3-MeS-Pr NH C12 NH OH H H
6424 3-MeS-Pr NH F7 NH OH H H
6425 3-MeS-Pr NH F9 NH OH H H
6426 2,2-(MeO)2-Et NH H NH OH H H
6427 2,2-(MeO)2-Et NH H NH OA10 H H
6428 2,2-(MeO)2-Et NH C12 NH OH H H
6429 2,2-(MeO)2-Et NH F7 NH OH H H
6430 2,2-(MeO)2-Et NH F9 NH OH H H
6431 2,2-(EtO)2-Et NH H NH OH H H
6432 2,2-(EtO)2-Et NH H NH OA10 H H
6433 2,2-(EtO)2-Et NH C12 NH OH H H
6434 2,2-(EtO)2-Et NH F7 NH OH H H
6435 2,2-(EtO)2-Et NH F9 NH OH H H
6436 2-OH-Et NH H NH OH H H
6437 2-OH-Et NH H NH OA10 H H
6438 2-OH-Et NH C12 NH OH H H
6439 2-OH-Et NH F7 NH OH H H
6440 2-OH-Et NH F9 NH OH H H
6441 2-NH2-Et NH H NH OH H H
6442 2-NH2-Et NH H NH OA10 H H
6443 2-NH2-Et NH C12 NH OH H H
6444 2-NH2-Et NH F7 NH OH H H
6445 2-NH2-Et NH F9 NH OH H H
6446 4-OH-Bu NH H NH OH H H
6447 4-OH-Bu NH H NH OA10 H H
6448 4-OH-Bu NH C12 NH OH H H
6449 4-OH-Bu NH F7 NH OH H H
6450 4-OH-Bu NH F9 NH OH H H
6451 5-OH-Pen NH H NH OH H H
6452 5-OH-Pen NH H NH OA10 H H
6453 5-OH-Pen NH C12 NH OH H H
6454 5-OH-Pen NH F7 NH OH H H
6455 5-OH-Pen NH F9 NH OH H H
6456 Pe NH H NH OH H H
6457 Pe NH H NH OA10 H H
6458 Pe NH C12 NH OH H H
6459 Pe NH F7 NH OH H H
6460 Pe NH F9 NH OH H H
6461 4-Me-Pe NH H NH OH H H
6462 4-Me-Pe NH H NH OA10 H H
6463 4-Me-Pe NH C12 NH OH H H
6464 4-Me-Pe NH F7 NH OH H H
6465 4-Me-Pe NH F9 NH OH H H
6466 2-MeO-Pe NH H NH OH H H
6467 2-MeO-Pe NH H NH OA10 H H
6468 2-MeO-Pe NH C12 NH OH H H
6469 2-MeO-Pe NH F7 NH OH H H
6470 2-MeO-Pe NH F9 NH OH H H
6471 3-MeO-Pe NH H NH OH H H
6472 3-MeO-Pe NH H NH OA10 H H
6473 3-MeO-Pe NH C12 NH OH H H
6474 3-MeO-Pe NH F7 NH OH H H
6475 3-MeO-Pe NH F9 NH OH H H
6476 4-MeO-Pe NH H NH OH H H
6477 4-MeO-Pe NH H NH OA10 H H
6478 4-MeO-Pe NH C12 NH OH H H
6479 4-MeO-Pe NH F7 NH OH H H
6480 4-MeO-Pe NH F9 NH OH H H
6481 3,4-(MeO)2-Pe NH H NH OH H H
6482 3,4-(MeO)2-Pe NH H NH OA10 H H
6483 3,4-(MeO)2-Pe NH C12 NH OH H H
6484 3,4-(MeO)2-Pe NH F7 NH OH H H
6485 3,4-(MeO)2-Pe NH F9 NH OH H H
6486 4-F-Pe NH H NH OH H H
6487 4-F-Pe NH H NH OA10 H H
6488 4-F-Pe NH C12 NH OH H H
6489 4-F-Pe NH F7 NH OH H H
6490 4-F-Pe NH F9 NH OH H H
6491 2-Cl-Pe NH H NH OH H H
6492 2-Cl-Pe NH H NH OA10 H H
6493 2-Cl-Pe NH C12 NH OH H H
6494 2-Cl-Pe NH F7 NH OH H H
6495 2-Cl-Pe NH F9 NH OH H H
6496 3-Cl-Pe NH H NH OH H H
6497 3-Cl-Pe NH H NH OA10 H H
6498 3-Cl-Pe NH C12 NH OH H H
6499 3-Cl-Pe NH F7 NH OH H H
6500 3-Cl-Pe NH F9 NH OH H H
6501 4-Cl-Pe NH H NH OH H H
6502 4-Cl-Pe NH H NH OA10 H H
6503 4-Cl-Pe NH C12 NH OH H H
6504 4-Cl-Pe NH F7 NH OH H H
6505 4-Cl-Pe NH F9 NH OH H H
6506 2,4-Cl2-Pe NH H NH OH H H
6507 2,4-Cl2-Pe NH H NH OA10 H H
6508 2,4-Cl2-Pe NH C12 NH OH H H
6509 2,4-Cl2-Pe NH F7 NH OH H H
6510 2,4-Cl2-Pe NH F9 NH OH H H
6511 4-OH-Pe NH H NH OH H H
6512 4-OH-Pe NH H NH OA10 H H
6513 4-OH-Pe NH C12 NH OH H H
6514 4-OH-Pe NH F7 NH OH H H
6515 4-OH-Pe NH F9 NH OH H H
6516 2,2-Ph2-Et NH H NH OH H H
6517 2,2-Ph2-Et NH H NH OA10 H H
6518 2,2-Ph2-Et NH C12 NH OH H H
6519 2,2-Ph2-Et NH F7 NH OH H H
6520 2,2-Ph2-Et NH F9 NH OH H H
6521 2-(2-Py)-Et NH H NH OH H H
6522 2-(2-Py)-Et NH H NH OA10 H H
6523 2-(2-Py)-Et NH C12 NH OH H H
6524 2-(2-Py)-Et NH F7 NH OH H H
6525 2-(2-Py)-Et NH F9 NH OH H H
6526 2-(2-Tp)-Et NH H NH OH H H
6527 2-(2-Tp)-Et NH H NH OA10 H H
6528 2-(2-Tp)-Et NH C12 NH OH H H
6529 2-(2-Tp)-Et NH F7 NH OH H H
6530 2-(2-Tp)-Et NH F9 NH OH H H
6531 Bn NH H NH OH H H
6532 Bn NH H NH OA10 H H
6533 Bn NH C12 NH OH H H
6534 Bn NH F7 NH OH H H
6535 Bn NH F9 NH OH H H
6536 2-Me-Bn NH H NH OH H H
6537 2-Me-Bn NH H NH OA10 H H
6538 2-Me-Bn NH C12 NH OH H H
6539 2-Me-Bn NH F7 NH OH H H
6540 2-Me-Bn NH F9 NH OH H H
6541 4-Me-Bn NH H NH OH H H
6542 4-Me-Bn NH H NH OA10 H H
6543 4-Me-Bn NH C12 NH OH H H
6544 4-Me-Bn NH F7 NH OH H H
6545 4-Me-Bn NH F9 NH OH H H
6546 4-F-Bn NH H NH OH H H
6547 4-F-Bn NH H NH OA10 H H
6548 4-F-Bn NH C12 NH OH H H
6549 4-F-Bn NH F7 NH OH H H
6550 4-F-Bn NH F9 NH OH H H
6551 2-MeO-Bn NH H NH OH H H
6552 2-MeO-Bn NH H NH OA10 H H
6553 2-MeO-Bn NH C12 NH OH H H
6554 2-MeO-Bn NH F7 NH OH H H
6555 2-MeO-Bn NH F9 NH OH H H
6556 4-MeO-Bn NH H NH OH H H
6557 4-MeO-Bn NH H NH OA10 H H
6558 4-MeO-Bn NH C12 NH OH H H
6559 4-MeO-Bn NH F7 NH OH H H
6560 4-MeO-Bn NH F9 NH OH H H
6561 3,4,5-(MeO)3-Bn NH H NH OH H H
6562 3,4,5-(MeO)3-Bn NH H NH OA10 H H
6563 3,4,5-(MeO)3-Bn NH C12 NH OH H H
6564 3,4,5-(MeO)3-Bn NH F7 NH OH H H
6565 3,4,5-(MeO)3-Bn NH F9 NH OH H H
6566 3,4-OCH2O-Bn NH H NH OH H H
6567 3,4-OCH2O-Bn NH H NH OA10 H H
6568 3,4-OCH2O-Bn NH C12 NH OH H H
6569 3,4-OCH2O-Bn NH F7 NH OH H H
6570 3,4-OCH2O-Bn NH F9 NH OH H H
6571 1-Ph-Et NH H NH OH H H
6572 1-Ph-Et NH H NH OA10 H H
6573 1-Ph-Et NH C12 NH OH H H
6574 1-Ph-Et NH F7 NH OH H H
6575 1-Ph-Et NH F9 NH OH H H
6576 2-Nap-CH2 NH H NH OH H H
6577 2-Nap-CH2 NH H NH OA10 H H
6578 2-Nap-CH2 NH C12 NH OH H H
6579 2-Nap-CH2 NH F7 NH OH H H
6580 2-Nap-CH2 NH F9 NH OH H H
6581 2-Fu-CH2 NH H NH OH H H
6582 2-Fu-CH2 NH H NH OA10 H H
6583 2-Fu-CH2 NH C12 NH OH H H
6584 2-Fu-CH2 NH F7 NH OH H H
6585 2-Fu-CH2 NH F9 NH OH H H
6586 2-Tp-CH2 NH H NH OH H H
6587 2-Tp-CH2 NH H NH OA10 H H
6588 2-Tp-CH2 NH C12 NH OH H H
6589 2-Tp-CH2 NH F7 NH OH H H
6590 2-Tp-CH2 NH F9 NH OH H H
6591 2-Py-CH2 NH H NH OH H H
6592 2-Py-CH2 NH H NH OA10 H H
6593 2-Py-CH2 NH C12 NH OH H H
6594 2-Py-CH2 NH F7 NH OH H H
6595 2-Py-CH2 NH F9 NH OH H H
6596 2-Ta NH H NH OH H H
6597 2-Ta NH H NH OA10 H H
6598 2-Ta NH C12 NH OH H H
6599 2-Ta NH F7 NH OH H H
6600 2-Ta NH F9 NH OH H H
6601 2-DHT NH H NH OH H H
6602 2-DHT NH H NH OA10 H H
6603 2-DHT NH C12 NH OH H H
6604 2-DHT NH F7 NH OH H H
6605 2-DHT NH F9 NH OH H H
6606 2-CTD NH H NH OH H H
6607 2-CTD NH H NH OA10 H H
6608 2-CTD NH C12 NH OH H H
6609 2-CTD NH F7 NH OH H H
6610 2-CTD NH F9 NH OH H H
6611 2-Qin NH H NH OH H H
6612 2-Qin NH H NH OA10 H H
6613 2-Qin NH C12 NH OH H H
6614 2-Qin NH F7 NH OH H H
6615 2-Qin NH F9 NH OH H H
6616 6-DTP NH H NH OH H H
6617 6-DTP NH H NH OA10 H H
6618 6-DTP NH C12 NH OH H H
6619 6-DTP NH F7 NH OH H H
6620 6-DTP NH F9 NH OH H H
6621 (CH2)4 N H NH OH H H
6622 (CH2)4 N H NH OA10 H H
6623 (CH2)4 N C12 NH OH H H
6624 (CH2)4 N F7 NH OH H H
6625 (CH2)4 N F9 NH OH H H
6626 Bu NMe H NH OH H H
6627 3-Ph-Pr NH H NH OH H H
6628 3,3-Ph2-Pr NH H NH OH H H
6629 2-Ph-Et O H NH OH H H
6630 cHex O H NH OH H H
6631 Ph NH H NH OA7 H H
-------------------------------------------------------------------
【００７８】
【表２】
【００７９】
【化１１】
【００８０】
-----------------------------------------------------------------
化合物
番号 R1 R2 R3 R6 R7 R12
-----------------------------------------------------------------
6632 3-NH2-Ph H H H H H
6633 3-NH2-Ph H OH H H H
6634 3-NH2-Ph H OA6 H H H
6635 3-NH2-Ph H OA8 H H H
6636 3-NH2-Ph H OA9 H H H
6637 3-NH2-Ph H OA10 H H H
6638 3-NH2-Ph H OA12 H H H
6639 3-NH2-Ph H OA14 H H H
6640 3-NH2-Ph H OA16 H H H
6641 3-NH2-Ph H OH H A6 H
6642 3-NH2-Ph H OH H A8 H
6643 3-NH2-Ph H OH H A9 H
6644 3-NH2-Ph H OH H A10 H
6645 3-NH2-Ph H OH H A12 H
6646 3-NH2-Ph H OH H A14 H
6647 3-NH2-Ph H OH H A16 H
6648 3-NH2-Ph H OH A6 A6 H
6649 3-NH2-Ph H OH A8 A8 H
6650 3-NH2-Ph H OH A10 A10 H
6651 3-NH2-Ph C8 OH H H H
6652 3-NH2-Ph C9 OH H H H
6653 3-NH2-Ph C10 OH H H H
6654 3-NH2-Ph C12 OH H H H
6655 3-NH2-Ph C16 OH H H H
6656 3-NH2-Ph H OC6 H H H
6657 3-NH2-Ph H OC7 H H H
6658 3-NH2-Ph H OC8 H H H
6659 3-NH2-Ph H OC10 H H H
6660 3-NH2-Ph H OC11 H H H
6661 3-NH2-Ph H OC12 H H H
6662 3-NH2-Ph H OC14 H H H
6663 3-NH2-Ph H OC16 H H H
6664 4-Me2N-Ph H H H H H
6665 4-Me2N-Ph H OH H H H
6666 4-Me2N-Ph H OA6 H H H
6667 4-Me2N-Ph H OA8 H H H
6668 4-Me2N-Ph H OA9 H H H
6669 4-Me2N-Ph H OA10 H H H
6670 4-Me2N-Ph H OA12 H H H
6671 4-Me2N-Ph H OA14 H H H
6672 4-Me2N-Ph H OA16 H H H
6673 4-Me2N-Ph H OH H A6 H
6674 4-Me2N-Ph H OH H A8 H
6675 4-Me2N-Ph H OH H A9 H
6676 4-Me2N-Ph H OH H A10 H
6677 4-Me2N-Ph H OH H A12 H
6678 4-Me2N-Ph H OH H A14 H
6679 4-Me2N-Ph H OH H A16 H
6680 4-Me2N-Ph H OH A6 A6 H
6681 4-Me2N-Ph H OH A8 A8 H
6682 4-Me2N-Ph H OH A10 A10 H
6683 4-Me2N-Ph C8 OH H H H
6684 4-Me2N-Ph C9 OH H H H
6685 4-Me2N-Ph C10 OH H H H
6686 4-Me2N-Ph C12 OH H H H
6687 4-Me2N-Ph C16 OH H H H
6688 4-Me2N-Ph H OC6 H H H
6689 4-Me2N-Ph H OC7 H H H
6690 4-Me2N-Ph H OC8 H H H
6691 4-Me2N-Ph H OC10 H H H
6692 4-Me2N-Ph H OC11 H H H
6693 4-Me2N-Ph H OC12 H H H
6694 4-Me2N-Ph H OC14 H H H
6695 4-Me2N-Ph H OC16 H H H
6696 Ph H OH H H POM
6697 Ph H OH H H ECE
6698 Ph H OH H H HCE
6699 Ph H OH H H DCE
6700 Ph H OH H H CCE
6701 Ph H OH H H HOE
6702 3,4-F2-Ph H OH H H POM
6703 3,4-F2-Ph H OH H H ECE
6704 3,4-F2-Ph H OH H H HCE
6705 3,4-F2-Ph H OH H H DCE
6706 3,4-F2-Ph H OH H H CCE
6707 3,4-F2-Ph H OH H H HOE
6708 4-Bu-Ph H OH H H POM
6709 4-Bu-Ph H OH H H ECE
6710 4-Bu-Ph H OH H H HCE
6711 4-Bu-Ph H OH H H DCE
6712 4-Bu-Ph H OH H H CCE
6713 4-Bu-Ph H OH H H HOE
6714 4-NO2-Ph H OH H H POM
6715 4-NO2-Ph H OH H H ECE
6716 4-NO2-Ph H OH H H HCE
6717 4-NO2-Ph H OH H H DCE
6718 4-NO2-Ph H OH H H CCE
6719 4-NO2-Ph H OH H H HOE
6720 4-F-Ph H OH H H POM
6721 4-F-Ph H OH H H ECE
6722 4-F-Ph H OH H H HCE
6723 4-F-Ph H OH H H DCE
6724 4-F-Ph H OH H H CCE
6725 4-F-Ph H OH H H HOE
-----------------------------------------------------------------
【００８１】
【表３】
【００８２】
【化１２】
【００８３】
---------------------------------------------------------
化合物
番号 X1 m n
---------------------------------------------------------
6726 NH 0 1
6727 NH 0 2
6728 NH 0 3
6729 NH 0 4
6730 NH 0 5
6731 NH 0 6
6732 NH 0 7
6733 NH 0 8
6734 NH 0 9
6735 NH 0 10
6736 NH 0 11
6737 O 0 1
6738 O 0 2
6739 O 0 3
6740 O 0 4
6741 O 0 5
6742 O 0 6
6743 O 0 7
6744 O 0 8
6745 O 0 9
6746 O 0 10
6747 O 0 11
6748 NH 2 1
6749 NH 2 2
6750 NH 2 3
6751 NH 2 4
6752 NH 2 5
6753 NH 2 6
6754 NH 2 7
6755 NH 2 8
6756 NH 2 9
6757 NH 2 10
6758 NH 2 11
6759 O 2 1
6760 O 2 2
6761 O 2 3
6762 O 2 4
6763 O 2 5
6764 O 2 6
6765 O 2 7
6766 O 2 8
6767 O 2 9
6768 O 2 10
6769 O 2 11
---------------------------------------------------------
ただし、
Meは、メチル基、
Etは、エチル基、
Prは、プロピル基、
iPrは、イソプロピル基、
Buは、ブチル基、
tBuは、tert-ブチル基、
sBuは、sec-ブチル基、
Penは、ペンチル基、
Hexは、ヘキシル基、
cHexは、シクロヘキシル基、
Hepは、ヘプチル基、
Vinは、ビニル基、
Phは、フェニル基、
Bnは、ベンジル基、
Peは、フェネチル基、
Napは、ナフチル基、
C8及びOctは、オクチル基、
C9は、ノニル基、
C10及びDecは、デシル基、
C11は、ウンデシル基、
C12は、ドデシル基、
C14は、テトラデシル基、
C16は、ヘキサデシル基、
C18は、オクタデシル基、
OC6は、ヘキシルオキシ基、
OC7は、ヘプチルオキシ基、
OC8は、オクチルオキシ基、
OC10は、デシルオキシ基、
OC12は、ドデシルオキシ基、
C6CO3は、ヘキシルオキシカルボニルオキシ基、
C7CO3は、ヘプチルオキシカルボニルオキシ基、
C8CO3は、オクチルオキシカルボニルオキシ基、
C9CO3は、ノニルオキシカルボニルオキシ基、
C10CO3は、デシルオキシカルボニルオキシ基、
C12CO3は、ドデシルオキシカルボニルオキシ基、
C16CO3は、ヘキサデシルオキシカルボニルオキシ基、
A2は、アセチル基、
A3は、プロピオニル基、
A4は、ブチリル基、
A6は、ヘキサノイル基、
A8は、オクタノイル基、
A9は、ノナノイル基、
A10は、デカノイル基、
A12は、ドデカノイル基、
A14は、テトラデカノイル基、
A16は、ヘキサデカノイル基、
OA2は、アセチルオキシ基、
OA3は、プロピオニルオキシ基、
OA4は、ブチリルオキシ基、
OA6は、ヘキサノイルオキシ基、
OA8は、オクタノイルオキシ基、
OA9は、ノナノイルオキシ基、
OA10は、デカノイルオキシ基、
OA12は、ドデカノイルオキシ基、
OA14は、テトラデカノイルオキシ基、
OA16は、ヘキサデカノイルオキシ基、
F1は、H(CF2)2CH2で表される基を、
F2は、CF3CF2CH2で表される基、
F3は、CF3(CF2)2CH2で表される基、
F4は、CF3(CF2)5CH2で表される基、
F5は、CF3(CF2)6CH2で表される基、
F6は、CF3(CF2)7CH2で表される基、
F7は、CF3(CF2)3CH2CH2で表される基、
F8は、CF3(CF2)5CH2CH2で表される基、
F9は、CF3(CF2)7CH2CH2で表される基、
F10は、CF3(CF2)9CH2CH2で表される基、
F11は、FCH2CH2で表される基、
F12は、FCH2CH2CH2CH2で表される基、
Morは、モルホリノ基、
PAは、フェニルアゾ基、
CHEは、２−（１−シクロヘキセニル）エチル基、
CODは、シス−オクタデセ−９−ニル基、
Pyは、ピリジル基、
Tpは、チオフェニル基、
Fuは、フリル基、
Taは、チアゾリル基、
DHTは、4,5−ジヒドロチアゾリル基、
CTDは、5−ジクロプロピル−1,3,4−チアジアゾリル基、
Qinは、キノリル基、
DTPは、4H−1,2−ジチオ−4,3−ｂ−5−オン−ピロリル基、
POMは、ピバロイルオキシメチル基、
ECEは、１−（エトキシカルボニルオキシ）エチル基、
HCEは、１−（ヘキシルオキシカルボニルオキシ）エチル基、
DCEは、１−（デシルオキシカルボニルオキシ）エチル基、
CCEは、１−（シクロヘキシルオキシカルボニルオキシ）エチル基、
HOEは、１−（ヘキサノイルオキシ）エチル基を示す。
【００８４】
上記表１乃至３において好適な化合物は、化合物番号1乃至420、491乃至1120、1401乃至1540、1611乃至1748、1961乃至2520、2591乃至2870、2941乃至3430、3711乃至3850、4131乃至5460、5531乃至5670、5741乃至6090、及び6631の化合物である。
【００８５】
更に好適な化合物は、化合物番号2乃至55、72乃至125、142乃至195、212乃至265、282乃至335、352乃至405、492乃至545、562乃至615、632乃至685、702乃至755、772乃至825、842乃至895、912乃至965、982乃至1035、1052乃至1105、1402乃至1455、1472乃至1525、1612乃至1665、1682乃至1735、1962乃至2015、2032乃至2085、2102乃至2155、2172乃至2225、2242乃至2295、2312乃至2365、2382乃至2435、2452乃至2505、2592乃至2645、2662乃至2715、2732乃至2785、2802乃至2855、2942乃至2995、3012乃至3065、3082乃至3135、3152乃至3205、3222乃至3275、3292乃至3345、3362乃至3415、3712乃至3765、3782乃至3835、4132乃至4185、4202乃至4255、4272乃至4325、4342乃至4395、4412乃至4465、4482乃至4535、4552乃至4605、4622乃至4675、4692乃至4745、4762乃至4815、4832乃至4885、4902乃至4955、4972乃至5025、5042乃至5095、5112乃至5165、5182乃至5235、5252乃至5305、5322乃至5375、5392乃至5445、5532乃至5585、5602乃至5655、5742乃至5795、5812乃至5865、5882乃至5935、5952乃至6005、6022乃至6075、及び6631の化合物である
より更に好適な化合物は、化合物番号2乃至9、72乃至79、142乃至149、212乃至219、282乃至389、352乃至459、492乃至599、562乃至569、632乃至639、702乃至709、772乃至779、842乃至849、912乃至919、982乃至989、1052乃至1059、1402乃至1409、1472乃至1479、1612乃至1619、1682乃至1689、1962乃至1969、2032乃至2039、2102乃至2109、2172乃至2179、2242乃至2249、2312乃至2319、2382乃至2389、2452乃至2459、2592乃至2599、2662乃至2669、2732乃至2739、2802乃至2809、2942乃至2949、3012乃至3019、3082乃至3089、3152乃至3159、3222乃至3229、3292乃至3299、3362乃至3369、3712乃至3719、3782乃至3789、4132乃至4139、4202乃至4209、4272乃至4279、4342乃至4349、4412乃至4419、4482乃至4489、4552乃至4559、4622乃至4629、4692乃至4699、4762乃至4769、4832乃至4839、4902乃至4909、4972乃至4979、5042乃至5049、5112乃至5119、5182乃至5189、5252乃至5259、5322乃至5329、5392乃至5399、5532乃至5539、5602乃至5609、5742乃至5749、5812乃至5819、5882乃至5889、5952乃至5959、6022乃至6029、及び6631の化合物である。
【００８６】
特に好適な化合物は、化合物番号2乃至9、142乃至149、562乃至569、982乃至989、1472乃至1479、2242乃至2249、2312乃至2319、2382乃至2389、3012乃至3019、3712乃至3719、4132乃至4139、4202乃至4209、4762乃至4769、4832乃至4839、5532乃至5539の化合物である。
【００８７】
最適な化合物は、化合物番号2、6、142、146、562、982、1472、1476、2242、2312、2382、3012、3016、3712、3716、4132、4136、4202、4206、4762、4766、4832、4836、5532及び5536の化合物である。
【００８８】
最も好適には一般式（Ｉ’）において、
Ｒ1がフェニル基を示し、Ｒ2が水素原子を示し、Ｘ1及びＸ2が式−ＮＨ−で表され、Ｒ3が水酸基を示す化合物（化合物番号2、実施例43）、
Ｒ1がフェニル基を示し、Ｒ2が水素原子を示し、Ｘ1及びＸ2が式−ＮＨ−で表され、Ｒ3がデカノイルオキシ基を示す化合物（化合物番号6、実施例81）、
Ｒ1が4−エチルフェニル基を示し、Ｒ2が水素原子を示し、Ｘ1及びＸ2が式−ＮＨ−で表され、Ｒ3が水酸基を示す化合物（化合物番号142、実施例44）、
Ｒ1が4−エチルフェニル基を示し、Ｒ2が水素原子を示し、Ｘ1及びＸ2が式−ＮＨ−で表され、Ｒ3がデカノイルオキシ基を示す化合物（化合物番号146）、
Ｒ1が4−ペンチルフェニル基を示し、Ｒ2が水素原子を示し、Ｘ1及びＸ2が式−ＮＨ−で表され、Ｒ3が水酸基を示す化合物（化合物番号562、実施例55）、
Ｒ1が3−エチルフェニル基を示し、Ｒ2が水素原子を示し、Ｘ1及びＸ2が式−ＮＨ−で表され、Ｒ3が水酸基を示す化合物（化合物番号982、実施例58）、
Ｒ1が4−トリフルオロメチルフェニル基を示し、Ｒ2が水素原子を示し、Ｘ1及びＸ2が式−ＮＨ−で表され、Ｒ3が水酸基を示す化合物（化合物番号1472、実施例50）、
Ｒ1が4−トリフルオロメチルフェニル基を示し、Ｒ2が水素原子を示し、Ｘ1及びＸ2が式−ＮＨ−で表され、Ｒ3がデカノイルオキシ基を示す化合物（化合物番号1476）、
Ｒ1が4−ブトキシフェニル基を示し、Ｒ2が水素原子を示し、Ｘ1及びＸ2が式−ＮＨ−で表され、Ｒ3が水酸基を示す化合物（化合物番号2242、実施例62）、
Ｒ1が4−ペントキシフェニル基を示し、Ｒ2が水素原子を示し、Ｘ1及びＸ2が式−ＮＨ−で表され、Ｒ3が水酸基を示す化合物（化合物番号2312、実施例64）、
Ｒ1が4−ヘキシルオキシフェニル基を示し、Ｒ2が水素原子を示し、Ｘ1及びＸ2が式−ＮＨ−で表され、Ｒ3が水酸基を示す化合物（化合物番号2382、実施例63）、
Ｒ1が4−フルオロフェニル基を示し、Ｒ2が水素原子を示し、Ｘ1及びＸ2が式−ＮＨ−で表され、Ｒ3が水酸基を示す化合物（化合物番号3012、実施例45）、
Ｒ1が4−フルオロフェニル基を示し、Ｒ2が水素原子を示し、Ｘ1及びＸ2が式−ＮＨ−で表され、Ｒ3がデカノイルオキシ基を示す化合物（化合物番号3016）、
Ｒ1が3,4−ジフルオロフェニル基を示し、Ｒ2が水素原子を示し、Ｘ1及びＸ2が式−ＮＨ−で表され、Ｒ3が水酸基を示す化合物（化合物番号3712、実施例57）、
Ｒ1が3,4−ジフルオロフェニル基を示し、Ｒ2が水素原子を示し、Ｘ1及びＸ2が式−ＮＨ−で表され、Ｒ3がデカノイルオキシ基を示す化合物（化合物番号3716）、
Ｒ1が3−クロロ−4−フルオロフェニル基を示し、Ｒ2が水素原子を示し、Ｘ1及びＸ2が式−ＮＨ−で表され、Ｒ3が水酸基を示す化合物（化合物番号4132、実施例60）、
Ｒ1が3−クロロ−4−フルオロフェニル基を示し、Ｒ2が水素原子を示し、Ｘ1及びＸ2が式−ＮＨ−で表され、Ｒ3がデカノイルオキシ基を示す化合物（化合物番号4136）、
Ｒ1が3−トリフルオロメチル−4−フルオロフェニル基を示し、Ｒ2が水素原子を示し、Ｘ1及びＸ2が式−ＮＨ−で表され、Ｒ3が水酸基を示す化合物（化合物番号4202、実施例65）、
Ｒ1が3−トリフルオロメチル−4−フルオロフェニル基を示し、Ｒ2が水素原子を示し、Ｘ1及びＸ2が式−ＮＨ−で表され、Ｒ3がデカノイルオキシ基を示す化合物（化合物番号4206）、
Ｒ1が３−メチル−4−ブロモフェニル基を示し、Ｒ2が水素原子を示し、Ｘ1及びＸ2が式−ＮＨ−で表され、Ｒ3が水酸基を示す化合物（化合物番号4762、実施例96）、
Ｒ1が３−メチル−4−ブロモフェニル基を示し、Ｒ2が水素原子を示し、Ｘ1及びＸ2が式−ＮＨ−で表され、Ｒ3がデカノイルオキシ基を示す化合物（化合物番号4766）、
Ｒ1が３−ニトロ−4−フルオロフェニル基を示し、Ｒ2が水素原子を示し、Ｘ1及びＸ2が式−ＮＨ−で表され、Ｒ3が水酸基を示す化合物（化合物番号4832、実施例97）、
Ｒ1が３−ニトロ−4−フルオロフェニル基を示し、Ｒ2が水素原子を示し、Ｘ1及びＸ2が式−ＮＨ−で表され、Ｒ3がデカノイルオキシ基を示す化合物（化合物番号4836）、
Ｒ1が３−ニトロフェニル基を示し、Ｒ2が水素原子を示し、Ｘ1及びＸ2が式−ＮＨ−で表され、Ｒ3が水酸基を示す化合物（化合物番号5532、実施例95）、
Ｒ1が３−ニトロフェニル基を示し、Ｒ2が水素原子を示し、Ｘ1及びＸ2が式−ＮＨ−で表され、Ｒ3がデカノイルオキシ基を示す化合物（化合物番号5536）
である。
【００８９】
【発明の実施の形態】
本発明の一般式（Ｉ）を有する化合物、その薬理上許容されるエーテル、エステル及びＮ−アルキル誘導体は、以下のＡ法乃至Ｈ法により、あるいはこれらの方法のなかで用いられた工程を適宜組み合わせることにより製造することができる。
【００９０】
［Ａ法］
Ａ法は、一般式（Ｉ）において、Ｒ1−Ｘ1が式Ｒ1Ｒ4Ｎ−で表される基であり、Ｒ2−Ｘ2がアミノ基であり、Ｒ3が水酸基である化合物（Ia）を製造する方法である。
【００９１】
【化１３】
【００９２】
上記式中、Ｒ1及びＲ4は、前述したものと同意義である。
【００９３】
第Ａ１工程は、化合物（ＶＩ）から化合物（Ｉａ）を製造する工程である。本工程は、化合物（ＶＩ）を溶媒中、式Ｒ1Ｒ4ＮＨで表される化合物と反応させることにより達成される。
【００９４】
出発原料の化合物（ＶＩ）は、後述するように微生物生産物から単離することができる。
【００９５】
使用される式Ｒ1Ｒ4ＮＨで表される化合物は、所望のＲ1及びＲ4を有し、十分な求核性を有するアミノ化合物であり、好適には一級アルキルアミン類及び環状アミン類である。十分な求核性を有さないアミノ化合物は、下記のＢ法によって反応させる。
【００９６】
使用される溶媒は、反応を阻害せず、出発原料及び反応剤をある程度溶解するものであれば特に制限はなく、例えば、メタノール、エタノールなどのアルコール類；N,N-ジメチルホルムアミド、N,N-ジメチルアセトアミドのようなアミド類があげられるが、好適にはアルコール類（特にメタノール）である。
【００９７】
反応温度は、使用されるアミン及び溶媒等により異なるが、通常0℃乃至150℃であり、好適には、20℃乃至100℃である。
【００９８】
反応時間は、反応温度等により異なるが、通常30分間乃至2日間であり、好適には、5時間乃至１日間である。
【００９９】
反応終了後、本反応の目的物は、常法に従って反応混合物から採取される。例えば、反応混合物を適宜中和し、又不溶物が存在する場合にはろ過により除去した後、溶媒を減圧留去し、酢酸エチルやジクロロメタンのような水と混和しない有機溶媒を加え、希塩酸水、重曹水、食塩水などで適宜洗浄し、無水硫酸マグネシウム等で乾燥した後、溶媒を留去することにより得ることができ、必要であれば、常法、例えば、再結晶、再沈殿又はクロマトグラフィー等によって精製することができる。
【０１００】
得られた化合物（Ｉａ）は、必要に応じて、後述する方法により、Ｒ3が水素原子である化合物又はエーテル若しくはエステル誘導体に導くことができる。
【０１０１】
［Ｂ法］
Ｂ法は、一般式（Ｉ）において、Ｒ2−Ｘ2がアミノ基であり、Ｒ3が水酸基である化合物（Ｉｂ）を製造する方法である。
【０１０２】
【化１４】
【０１０３】
上記式中、Ｒ1及びＸ1は、前述したものと同意義であり、Ｒｐは同一又は異なって水素原子、炭素数１乃至３個のアルキル基、またはＲｐが結合する炭素原子と一緒になって５又は６員シクロアルキル基を形成する基を示す。
【０１０４】
第Ｂ１工程は、化合物（ＶＩ）から化合物（Ｂ１）を製造する工程である。本工程は、化合物（ＶＩ）を溶媒中、酸触媒の存在下にアセトニド化剤と反応させることにより達成される。
【０１０５】
出発原料の化合物（ＶＩ）の製造方法については後述する。
【０１０６】
使用されるアセトニド化剤は、式（Ｒｐ）2Ｃ＝Ｏで表わされる化合物またはその等価体であり、例えば、ホルムアルデヒド、アセトアルデヒド、アセトン、メチルエチルケトン、ジエチルケトン、ジプロピルケトン、メトキシイソプロペン、2,2-ジメトキシプロパン、シクロペンタノン、シクロヘキサノン、1,1-ジメトキシシクロペンタン、1,1-ジメトキシシクロヘキサン等を挙げることができ、好適には、アセトン、2,2-ジメトキシプロパン、シクロペンタノンまたは1,1-ジメトキシシクロペンタンである。
【０１０７】
使用される溶媒は、反応を阻害せず、出発原料及び反応剤をある程度溶解するものであれば特に制限はないが、使用するアセトニド化剤に対応する式（Ｒｐ）2Ｃ＝Ｏで表わされる化合物を溶剤として使用するのが好適であり、好ましくはアセトンまたはシクロペンタノンである。
【０１０８】
使用される酸触媒は、例えば、塩化水素、硝酸、硫酸のような無機酸；酢酸、トリフルオロ酢酸、メタンスルホン酸、ｐ−トルエンスルホン酸のような有機酸；三弗化ホウ素のようなルイス酸；又は、アンバーリスト１５のような酸性樹脂であり、好適には、有機酸又は酸性樹脂であり、更に好適には、ｐ−トルエンスルホン酸又はアンバーリスト１５である。
【０１０９】
反応温度は、使用されるアセトニド化剤及び酸触媒等により異なるが、通常0℃乃至100℃であり、好適には、20℃乃至50℃である。
【０１１０】
反応時間は、反応温度等により異なるが、通常１時間乃至７日間であり、好適には、１０時間乃至３日間である。
【０１１１】
反応終了後、本反応の目的物は、常法に従って反応混合物から採取される。例えば、反応混合物を適宜中和し、又不溶物が存在する場合にはろ過により除去した後、溶媒を減圧留去し、酢酸エチルやジクロロメタンのような水と混和しない有機溶媒を加え、希塩酸水、重曹水、食塩水などで適宜洗浄し、無水硫酸マグネシウム等で乾燥した後、溶媒を留去することにより得ることができ、必要であれば、常法、例えば、再結晶、再沈殿又はクロマトグラフィー等によって精製することができる。
【０１１２】
第B2工程は、化合物（Ｂ１）から化合物（Ｂ２）を製造する工程である。本工程は、化合物（Ｂ１）を溶媒中、塩基と作用させることにより達成される。
【０１１３】
使用される塩基は、例えば、水酸化ナトリウム、水酸化カリウムのようなアルカリ金属水酸化物があげられるが、好適には、水酸化ナトリウムである。
【０１１４】
使用される溶媒は、例えば、水；メタノール、エタノール、プロパノールのようなアルコール類と水の混合溶媒；ジオキサン、テトラヒドロフランのような水と混和するエーテル類と水の混合溶媒があげられるが、好適には、アルコール類（特にメタノール）と水の混合溶媒である。
【０１１５】
反応温度は、通常−20℃乃至50℃であり、好適には、0℃乃至20℃である。
【０１１６】
反応時間は、反応温度等により異なるが、通常１分間乃至1時間であり、好適には、５分間乃至20分間である。
【０１１７】
反応終了後、本反応の目的物は、常法、例えば、ダウエックス50WX8のような酸性樹脂を用いて遊離カルボン酸誘導体へと変換され、常法に従って反応混合物から採取される。例えば、反応液から不溶物を濾過して除き、濾液を減圧濃縮するか、または、酢酸エチルやジクロロメタンのような水と混和しない有機溶媒を加え、希塩酸水、食塩水などで適宜洗浄し、無水硫酸マグネシウム等で乾燥した後、溶媒を留去することにより得ることができ、必要であれば、常法、例えば、再結晶、再沈殿又はクロマトグラフィー等によって精製することができる。
【０１１８】
第B3工程は、化合物（Ｂ２）から化合物（Ｂ３）を製造する工程である。本工程は、化合物（Ｂ２）を不活性溶媒中、縮合剤の存在下、式Ｒ1−Ｘ1Ｈで表わされる化合物と反応させることにより達成される。
【０１１９】
式Ｒ1−Ｘ1Ｈで表わされる化合物は、所望のＲ1及びＸ1を有するアルコール類、チオール類またはアミン類である。
【０１２０】
使用される縮合剤は、例えば、ジシクロヘキシルカルボジイミド、ジイソプロピルカルボジイミド（ＤＩＰＣ）のようなカルボジイミド類；ベンゼンスルホン酸クロリド、ｐ−トルエンスルホン酸クロリドのようなスルホン酸クロリド類；ベンゾトリアゾ−1−リルオキシトリス（ジメチルアミノ）ホスホニウムヘキサフルオロホスフェートなどのホスホニウム塩類；O−ベンゾトリアゾ−1−リル−N,N,N',N'−テトラメチルウロニウムヘキサフルオロホスフェートなどのウロニウム塩類があげられるが、好適には、カルボジイミド類（特にＤＩＰＣ）である。
【０１２１】
縮合剤としてカルボジイミド類を使用する場合、１−ヒドロキシベンゾトリアゾール（ＨＯＢＴ）を加えることができる。
【０１２２】
使用される溶媒は、反応を阻害せず、出発原料及び反応剤をある程度溶解するものであれば特に制限はなく、例えば、N,N−ジメチルホルムアミド（ＤＭＦ）、N,N−ジメチルアセトアミドなどのアミド類；ジクロロメタン、クロロホルムなどのハロゲン化炭化水素類；ジオキサン、テトラヒドロフランのようなエーテル類があげられるが、好適にはアミド類（特にN,N−ジメチルホルムアミド（ＤＭＦ））である。
【０１２３】
反応温度は、通常−20℃乃至80℃であり、好適には、0℃乃至50℃である。
【０１２４】
反応時間は、反応温度等により異なるが、通常1時間乃至2日間であり、好適には、3時間乃至1日間である。
【０１２５】
反応終了後、本反応の目的物は、常法に従って反応混合物から採取される。例えば、反応混合物を適宜中和し、又不溶物が存在する場合にはろ過により除去した後、溶媒を減圧留去し、酢酸エチルやジクロロメタンのような水と混和しない有機溶媒を加え、希塩酸水、重曹水、食塩水などで適宜洗浄し、無水硫酸マグネシウム等で乾燥した後、溶媒を留去することにより得ることができ、必要であれば、常法、例えば、再結晶、再沈殿又はクロマトグラフィー等によって精製することができる。
【０１２６】
第B４工程は、化合物（Ｂ３）から化合物（Ib）を製造する工程である。本工程は、化合物（Ｂ３）を溶媒中、酸触媒と反応させることにより達成される。
【０１２７】
使用される酸触媒は、例えば、塩化水素、硝酸、硫酸のような無機酸；酢酸、トリフルオロ酢酸、メタンスルホン酸、ｐ−トルエンスルホン酸のような有機酸；三弗化ホウ素のようなルイス酸；又は、アンバーリスト１５のような酸性樹脂であり、好適には、有機酸又は酸性樹脂であり、更に好適には、トリフルオロ酢酸、ｐ−トルエンスルホン酸又はアンバーリスト１５である。
【０１２８】
使用される溶媒は、例えば、水；メタノール、エタノールのようなアルコール類；アルコール類と水の混合溶媒；ジオキサン、テトラヒドロフランのような水と混和するエーテル類と水の混合溶媒；塩化メチレン、クロロホルムのようなハロゲン化炭化水素類；ハロゲン化炭化水素類と水の混合溶媒等があげられるが、好適には、アルコール類（特にメタノール）又はハロゲン化炭化水素類（特に塩化メチレン）である。
【０１２９】
反応温度は、通常0℃乃至120℃であり、好適には、20℃乃至100℃である。
【０１３０】
反応時間は、反応温度等により異なるが、通常1時間乃至2日間であり、好適には、3時間乃至1日間である。
【０１３１】
反応終了後、本反応の目的物は、常法に従って反応混合物から採取される。例えば、反応混合物を適宜中和し、又不溶物が存在する場合にはろ過により除去した後、溶媒を減圧留去し、酢酸エチルやジクロロメタンのような水と混和しない有機溶媒を加え、希塩酸水、重曹水、食塩水などで適宜洗浄し、無水硫酸マグネシウム等で乾燥した後、溶媒を留去することにより得ることができ、必要であれば、常法、例えば、再結晶、再沈殿又はクロマトグラフィー等によって精製することができる。
【０１３２】
なお、第Ｂ１工程のアセトニド化反応及び第Ｂ４工程の脱アセトニド反応は必要に応じて行なう工程であって、化合物（ＶＩ）を直接に第Ｂ２工程の加水分解反応に付し、式（ＶＩＩ）
【０１３３】
【化１５】
【０１３４】
で表わされる化合物を製造し、次いで第Ｂ３工程のＲ1−Ｘ1基の導入反応に付すことによって目的化合物（Ｉｂ）を製造することもできる。化合物（ＶＩＩ）は、後述するように微生物生産物から単離することもできる。
【０１３５】
得られた化合物（Ｉｂ）は、必要に応じて、後述する方法により、Ｒ3が水素原子である化合物（Ｉｄ）又はエーテル若しくはエステル誘導体に導くことができる。
【０１３６】
［Ｃ法］
Ｃ法は、一般式（Ｉ）において、Ｒ3が水酸基である化合物（Ｉｃ）を製造する方法である。
【０１３７】
【化１６】
【０１３８】
上記式中、Ｒ1、Ｒ2、Ｘ1及びＸ2は、前述と同意義であり、Ｒｚはアシル基を示す。
【０１３９】
第Ｃ１工程は、化合物（ＶＩ）の水酸基がアシル基で保護された化合物（Ｃ１）を製造する工程である。本工程は、化合物（ＶＩ）を不活性溶媒中、塩基の存在下、アシル化剤と反応させることにより達成される。
【０１４０】
使用される溶媒は、反応を阻害せず、出発原料及び反応剤をある程度溶解するものであれば特に制限はなく、例えば、ジエチルエーテル、テトラヒドロフラン、ジオキサンのようなエーテル類；N,N−ジメチルホルムアミド、N,N−ジメチルアセトアミドなどのアミド類；ジクロロメタン、クロロホルムなどのハロゲン化炭化水素類；アセトニトリル；酢酸エチル；ピリジン、ルチジン等をあげることができるが、好適には、N,N−ジメチルホルムアミド及びピリジンである。
【０１４１】
使用される塩基は、例えば、ピリジン、ルチジン、コリジン、4−N,N−ジメチルアミノピリジン等があげられるが、好適には、ピリジン及び4−N,N−ジメチルアミノピリジンである。
【０１４２】
使用されるアシル化剤は、例えば、アセチルクロリド、プロピオニルクロリド、無水酢酸のような炭素数１乃至４個の脂肪族アシルハライド若しくは酸無水物；塩化ベンゾイル、臭化ベンゾイル及び無水安息香酸のような炭素数６乃至１０個の芳香族アシルハライド若しくは酸無水物があげられるが、好適には、塩化ベンゾイルまたは無水安息香酸である。
【０１４３】
反応温度は、使用されるアシル化剤及び塩基等により異なるが、通常−20℃乃至100℃であり、好適には、0℃乃至50℃である。
【０１４４】
反応時間は、反応温度等により異なるが、通常30分間乃至１日間であり、好適には、１時間乃至10時間である。
【０１４５】
反応終了後、本反応の目的物は、常法に従って反応混合物から採取される。例えば、反応混合物を適宜中和し、又不溶物が存在する場合にはろ過により除去した後、溶媒を減圧留去し、酢酸エチルやジクロロメタンのような水と混和しない有機溶媒を加え、希塩酸水、重曹水、食塩水などで適宜洗浄し、無水硫酸マグネシウム等で乾燥した後、溶媒を留去することにより得ることができ、必要であれば、常法、例えば、再結晶、再沈殿又はクロマトグラフィー等によって精製することができる。
【０１４６】
第Ｃ２工程は、化合物（Ｄ１）のカルバモイル基を加水分解し化合物（Ｃ２）を製造する工程である。本工程は、化合物（Ｄ１）をニトロシルスルフリックアシッドと反応させることにより達成される。
【０１４７】
使用される溶媒は、好適には、ジクロロメタンと水の混合溶媒である。
【０１４８】
反応温度は、使用される溶媒等により異なるが、通常−20℃乃至100℃であり、好適には、0℃乃至50℃である。
【０１４９】
反応時間は、反応温度等により異なるが、通常10分間乃至５時間であり、好適には、２０分間乃至２時間である。
【０１５０】
反応終了後、本反応の目的物は、常法に従って反応混合物から採取される。例えば、反応混合物を適宜中和し、又不溶物が存在する場合にはろ過により除去した後、溶媒を減圧留去し、酢酸エチルやジクロロメタンのような水と混和しない有機溶媒を加え、希塩酸水、重曹水、食塩水などで適宜洗浄し、無水硫酸マグネシウム等で乾燥した後、溶媒を留去することにより得ることができ、必要であれば、常法、例えば、再結晶、再沈殿又はクロマトグラフィー等によって精製することができる。
【０１５１】
第Ｃ３工程は、化合物（Ｃ２）にＲ2−Ｘ2基を導入して化合物（Ｃ３）を製造する工程である。本工程は、化合物（Ｃ２）を原料として用いて第Ｂ３工程に準じて行なうことができる。
【０１５２】
第Ｃ４工程は、化合物（Ｃ３）をアルカリ加水分解反応に付して化合物（Ｃ４）を製造する工程である。本工程は、化合物（Ｃ３）を原料として用いて第Ｂ２工程に準じて行なうことができる。
【０１５３】
第Ｃ５工程は、化合物（Ｃ４）にＲ1−Ｘ1基を導入して化合物（Ｉｃ）を製造する工程である。本工程は、化合物（Ｃ４）を原料として用いて第Ｂ３工程に準じて行なうことができる。
【０１５４】
得られた化合物（Ｉｃ）は、必要に応じて、後述する方法により、Ｒ3が水素原子である化合物（Ｉｄ）又はエーテル若しくはエステル誘導体に導くことができる。
【０１５５】
［Ｄ法］
Ｄ法は、一般式（Ｉ）において、Ｒ3が水素原子である化合物（Ｉｄ）を製造する方法である。
【０１５６】
【化１７】
【０１５７】
上記式中、Ｒ1、Ｒ2、Ｘ1、Ｘ2及びＲｐは、前述と同意義である。
【０１５８】
第Ｄ１工程は、化合物（Ｉｃ）の水酸基をアセトニド化剤で保護して化合物（Ｄ１）を製造する工程である。本工程は、化合物（Ｉｃ）を原料として用いて第Ｂ１工程に準じて行なうことができる。
【０１５９】
第Ｄ２工程は、化合物（Ｄ１）にフェノキシチオカルボニル基を導入して化合物（Ｄ２）を製造する工程である。本工程は、化合物（Ｄ１）を不活性溶媒中、塩基の存在下、フェノキシチオカルボニル化剤と反応させることにより達成される。
【０１６０】
使用されるフェノキシチオカルボニル化剤としては、例えばフェノキシチオカルボニルハライドまたはフェノキシチオカルボン酸無水物を挙げることができ、好適にはフェノキシチオカルボニルクロリドである。
【０１６１】
使用される溶媒は、反応を阻害せず、出発原料及び反応剤をある程度溶解するものであれば特に制限はなく、例えば、ジクロロメタン、クロロホルムなどのハロゲン化炭化水素類；ジエチルエーテル、テトラヒドロフラン、ジオキサンなどのエーテル類；ベンゼン、トルエンなどの芳香属炭化水素類；ピリジンなどがあげられるが、好適には、ハロゲン化炭化水素類である。
【０１６２】
使用される塩基は、例えば、ピリジン、ルチジン、コリジン、トリエチルアミン、４−N,N−ジメチルアミノピリジンなどがあげられるが、好適には、４−N,N−ジメチルアミノピリジンである。
【０１６３】
反応温度は、使用される溶媒及び塩基等により異なるが、通常−20℃乃至100℃であり、好適には、0℃乃至50℃である。
【０１６４】
反応時間は、反応温度等により異なるが、通常30分間乃至10時間であり、好適には、1時間乃至3時間である。
【０１６５】
反応終了後、本反応の目的物は、常法に従って反応混合物から採取される。例えば、反応混合物を適宜中和し、又不溶物が存在する場合にはろ過により除去した後、溶媒を減圧留去し、酢酸エチルやジクロロメタンのような水と混和しない有機溶媒を加え、希塩酸水、重曹水、食塩水などで適宜洗浄し、無水硫酸マグネシウム等で乾燥した後、溶媒を留去することにより得ることができ、必要であれば、常法、例えば、再結晶、再沈殿又はクロマトグラフィー等によって精製することができる。
【０１６６】
第Ｄ３工程は、化合物（Ｄ２）のフェノキシチオカルボニルオキシ基を還元的に除去して化合物（Ｄ３）を製造する工程である。本工程は、化合物（Ｄ３）を不活性溶媒中、ラジカル反応開始剤の存在下、錫ヒドリド類と反応させることにより達成される。
【０１６７】
使用される錫ヒドリド類としては、例えば、トリブチル錫ヒドリド及びトリフェニル錫ヒドリドを挙げることができ、好適にはトリブチル錫ヒドリドである。
【０１６８】
使用される溶媒は、例えば、ジクロロメタン、クロロホルムなどのハロゲン化炭化水素類；ジエチルエーテル、テトラヒドロフラン、ジオキサンなどのエーテル類；ベンゼン、トルエンなどの芳香属炭化水素類などがあげられるが、好適には、トルエンである。
【０１６９】
使用されるラジカル反応開始剤は、好適には、2,2'−アゾビスイソブチロニトリル（AIBN）である。
【０１７０】
反応温度は、使用される溶媒及び塩基等により異なるが、通常20℃乃至150℃であり、好適には、80℃乃至120℃である。
【０１７１】
反応時間は、反応温度等により異なるが、通常1時間乃至3日間であり、好適には、5時間乃至1日間である。
【０１７２】
反応終了後、本反応の目的物は、常法に従って反応混合物から採取される。例えば、反応混合物を適宜中和し、又不溶物が存在する場合にはろ過により除去した後、溶媒を減圧留去し、酢酸エチルやジクロロメタンのような水と混和しない有機溶媒を加え、希塩酸水、重曹水、食塩水などで適宜洗浄し、無水硫酸マグネシウム等で乾燥した後、溶媒を留去することにより得ることができ、必要であれば、常法、例えば、再結晶、再沈殿又はクロマトグラフィー等によって精製することができる。
【０１７３】
第Ｄ４工程は、化合物（Ｄ３）の水酸基のアセトニド保護基を除去して化合物（Ｉｄ）を製造する工程である。本工程は、化合物（Ｄ３）を原料として用いて第Ｂ４工程に準じて行なうことができる。
【０１７４】
得られた化合物（Ｉｄ）は、必要に応じて、後述する方法により、エーテル若しくはエステル誘導体に導くことができる。
【０１７５】
［Ｅ法］
Ｅ法は、一般式（Ｉ）で表わされる化合物のエーテル誘導体（Ｅ４）を製造する方法である。
【０１７６】
【化１８】
【０１７７】
上記式中、Ｒ1、Ｒ2、Ｘ1、Ｘ2及びＲｐは、前述と同意義であり、Ｒ8は前述のエーテル残基であり、Ｒｕはウラシル残基の保護基を示す。
【０１７８】
第Ｅ１工程は、化合物（Ｄ１）のウラシル残基に保護基を導入し化合物（Ｅ１）を製造する工程である。本工程は、化合物（Ｄ１）を不活性溶媒中、塩基の存在下、ウラシル残基の保護化剤と反応させることにより達成される。
【０１７９】
ウラシル残基の保護化剤としては、好適にはｐ−メトキシベンジルクロロメチルエーテルである。
【０１８０】
使用される溶媒は、反応を阻害せず、出発原料及び反応剤をある程度溶解するものであれば特に制限はなく、例えば、ジエチルエーテル、テトラヒドロフラン、ジオキサンのようなエーテル類；N,N−ジメチルホルムアミド、N,N−ジメチルアセトアミドなどのアミド類；ジクロロメタン、クロロホルムなどのハロゲン化炭化水素類；アセトニトリルをあげることができるが、好適には、N,N−ジメチルホルムアミド及びアセトニトリルである。
【０１８１】
使用される塩基は、例えば、1,8−ジアザビシクロ[5.4.0]ウンデセ−７−エン（DBU）、1,5−ジアザビシクロ[4.3.0]ノナ−5−エン（DBN）のような3級アミン類、又は、水素化ナトリウム、水素化カリウムのようなアルカリ金属水素化物であり、好適には、1,8−ジアザビシクロ[5.4.0]ウンデセ−７−エン（DBU）である。
【０１８２】
反応温度は、使用されるアセトニド化剤及び酸触媒等により異なるが、通常0℃乃至100℃であり、好適には、20℃乃至50℃である。
【０１８３】
反応時間は、反応温度等により異なるが、通常30分間乃至１日間であり、好適には、１時間乃至5時間である。
【０１８４】
反応終了後、本反応の目的物は、常法に従って反応混合物から採取される。例えば、反応混合物を適宜中和し、又不溶物が存在する場合にはろ過により除去した後、溶媒を減圧留去し、酢酸エチルやジクロロメタンのような水と混和しない有機溶媒を加え、希塩酸水、重曹水、食塩水などで適宜洗浄し、無水硫酸マグネシウム等で乾燥した後、溶媒を留去することにより得ることができ、必要であれば、常法、例えば、再結晶、再沈殿又はクロマトグラフィー等によって精製することができる。
【０１８５】
第Ｅ２工程は、化合物（Ｅ１）の水酸基にエーテル残基を導入して化合物（Ｅ２）を製造する工程である。本工程は、化合物（Ｅ１）を不活性溶媒中、塩基の存在下、一般式（C1）を有する化合物をエーテル化剤と反応させることにより達成される。
【０１８６】
使用されるエーテル化剤は、式Ｒ8Ｌで表わされる化合物（Ｒ8は前述のエーテル残基であり、Ｌは脱離基を示す）であり、例えば、Ｒ8のハロゲン化物、トリフレート化物を挙げることができ、好適にはヨウ化物である。
【０１８７】
使用される溶媒は、例えば、ジエチルエーテル、テトラヒドロフラン、ジオキサンのようなエーテル類；N,N−ジメチルホルムアミド、N,N−ジメチルアセトアミドなどのアミド類；ジクロロメタン、クロロホルムなどのハロゲン化炭化水素類；アセトニトリルをあげることができるが、好適には、N,N−ジメチルホルムアミドである。
【０１８８】
使用される塩基は、例えば、1,8−ジアザビシクロ[5.4.0]ウンデセ−７−エン（DBU）、1,5−ジアザビシクロ[4.3.0]ノナ−5−エン（DBN）のような3級アミン類、又は、水素化ナトリウム、水素化カリウムのようなアルカリ金属水素化物であり、好適には、アルカリ金属水素化物である。
【０１８９】
反応温度は、使用されるアセトニド化剤及び酸触媒等により異なるが、通常−30℃乃至100℃であり、好適には、−10℃乃至30℃である。
【０１９０】
反応時間は、反応温度等により異なるが、通常30分間乃至１日間であり、好適には、１時間乃至5時間である。
【０１９１】
反応終了後、本反応の目的物は、常法に従って反応混合物から採取される。例えば、反応混合物を適宜中和し、又不溶物が存在する場合にはろ過により除去した後、溶媒を減圧留去し、酢酸エチルやジクロロメタンのような水と混和しない有機溶媒を加え、希塩酸水、重曹水、食塩水などで適宜洗浄し、無水硫酸マグネシウム等で乾燥した後、溶媒を留去することにより得ることができ、必要であれば、常法、例えば、再結晶、再沈殿又はクロマトグラフィー等によって精製することができる。
【０１９２】
第Ｅ３工程は、化合物（Ｅ２）のウラシル残基の保護基を除去して化合物（Ｅ３）を製造する工程である。本工程は、化合物（Ｅ２）を不活性溶媒中、脱保護剤と反応させることにより達成される。
【０１９３】
使用される脱保護剤としては、例えば、2,3−ジクロロ−5,6−ジシアノ−1,4−ベンゾキノン（DDQ）又はアンモニウムセリウム（IV）ナイトレート（CAN）を挙げることができるが、好適には、2,3−ジクロロ−5,6−ジシアノ−1,4−ベンゾキノン（DDQ）である。
【０１９４】
使用される溶媒は、反応を阻害せず、出発原料及び反応剤をある程度溶解するものであれば特に制限はなく、例えば、水；メタノール、エタノールなどのアルコール類；ジエチルエーテル、テトラヒドロフラン、ジオキサンのようなエーテル類；ジクロロメタン、クロロホルムなどのハロゲン化炭化水素類及びこれらの混合溶媒をあげることができるが、好適には、ジクロロメタンと水の混合溶媒である。
【０１９５】
反応温度は、使用されるアセトニド化剤及び酸触媒等により異なるが、通常0℃乃至150℃であり、好適には、10℃乃至100℃である。
【０１９６】
反応時間は、反応温度等により異なるが、通常1時間乃至２日間であり、好適には、１時間乃至10時間である。
【０１９７】
反応終了後、本反応の目的物は、常法に従って反応混合物から採取される。例えば、反応混合物を適宜中和し、又不溶物が存在する場合にはろ過により除去した後、溶媒を減圧留去し、酢酸エチルやジクロロメタンのような水と混和しない有機溶媒を加え、希塩酸水、重曹水、食塩水などで適宜洗浄し、無水硫酸マグネシウム等で乾燥した後、溶媒を留去することにより得ることができ、必要であれば、常法、例えば、再結晶、再沈殿又はクロマトグラフィー等によって精製することができる。
【０１９８】
第Ｅ４工程は、化合物（Ｅ３）の水酸基の保護基を除去して化合物（Ｅ４）を製造する工程である。本工程は、化合物（Ｅ３）を原料として用いて第Ｂ４工程に準じて行なうことができる。
【０１９９】
本法により、化合物（Ｉ）のオキソラン環の３位水酸基のみにエーテル残基を有するエーテル誘導体（Ｅ４）を得ることができる。
【０２００】
得られた化合物（Ｅ４）は、必要に応じて、後述する方法によりエステル誘導体に導くことができる。即ち、エーテル誘導体（Ｅ４）をエステル化剤と反応させることにより、オキソラン環の３位水酸基にエーテル残基を有し、ジヒドロピラン環の水酸基にエステル残基が導入された誘導体を製造することができる。
【０２０１】
［Ｆ法］
Ｆ法は、一般式（Ｉ）で表わされる化合物のエステル誘導体（Ｆ２）を製造する方法である。
【０２０２】
【化１９】
【０２０３】
上記式中、Ｒ1、Ｒ2、Ｘ1、Ｘ2及びＲｐは、前述と同意義であり、Ｒ9は前述のエステル残基である。
【０２０４】
第Ｆ１工程は、化合物（Ｄ１）の水酸基にエステル残基を導入して化合物（Ｆ１）を製造する工程である。本工程は、化合物（Ｄ１）を不活性溶剤中、塩基の存在下、所望のエステル残基を有する酸ハライド又は酸無水物と反応させることにより達成される。
【０２０５】
使用される酸ハライド又は酸無水物は、例えば、式ＲａＣＯ−Ｙ、ＲａＣＯ2ＣＯ2Ｒ10、ＲａＣＯ−Ｏ−ＣＯＲａ又はＲａＯＣＯ−Ｙで表される化合物［式中、Ｒａは前述したものと同意義であり、Ｙはハロゲン原子（好適には、塩素又は臭素原子である）を示し、Ｒ10は炭素数１乃至４個のアルキル基（好適にはエチル又はイソプロピル基である）を示す］、ギ酸と酢酸の混合酸無水物、無水コハク酸、無水グルタル酸、無水アジピン酸のような環状酸無水物、または、リン酸エステル剤として、式（Ｒ11aＯ）（Ｒ11bＯ）ＰＯ−Ｙで表される化合物［式中、Ｙは前述したものと同意義であり、Ｒ11a及びＲ11bは同一又は異なって炭素数２乃至１６個のアルキル基を示す］、であり、好適には、式ＲａＣＯ−Ｙ、ＲａＣＯ2ＣＯ2Ｒ10、ＲａＣＯ−Ｏ−ＣＯＲａ又はＲａＯＣＯ−Ｙで表される化合物（式中、Ｒａ、Ｙ、Ｒ10は上記と同意義である）である。
【０２０６】
使用される塩基は、例えば、水酸化リチウム、水酸化ナトリウム、水酸化カリウムのようなアルカリ金属水酸化物；炭酸リチウム、炭酸ナトリウム、炭酸カリウムのようなアルカリ金属炭酸塩；重炭酸ナトリウム、重炭酸カリウムのようなアルカリ金属重炭酸塩；リチウムメトキシド、ナトリウムメトキシド、ナトリウムエトキシド、カリウムｔ−ブトキシドのようなアルカリ金属アルコキド；トリエチルアミン、トリブチルアミン、Ｎ−メチルモルホリン、ピリジン、４−ジメチルアミノピリジン、ピコリン、ルチジン、コリジン、１，５−ジアザビシクロ［４．３．０］−５−ノネン、１，８−ジアザビシクロ［５．４．０］−７−ウンデセンのような有機アミン類であり得、好適には、有機アミン類であり、特に好適には、トリエチルアミン、トリブチルアミン、ピリジン又はルチジンである。また、液体の有機アミン類を使用する場合には、溶剤を兼ねて大過剰使用することもできる。
【０２０７】
また、前述したエステル化反応のうち、リン酸エステル化については不溶性溶剤中、酸又は塩基の存在下、化合物（Ｄ１）を所望のエステル残基を有するフォスファイトと反応した後、酸化剤を用いてリン酸エステルへと酸化することによっても行える。
【０２０８】
使用されるフォスファイトは、例えば、式（Ｒ11aＯ）（Ｒ11bＯ）Ｐ−Ｚで表される化合物［式中、Ｒ11aは炭素数２乃至１６のアルキル基を示し、Ｒ11bは炭素数２乃至１６のアルキル基又は２−シアノエチル基を示し、Ｚはハロゲンまたは式−Ｎ（ｉＰｒ）2で表される基を示す］である。
【０２０９】
上記式中のＺがハロゲンである場合は、反応助剤として塩基が用いられるが、使用される塩基は前述したものと同意義である。また、上記式中のＺがハロゲンでない場合は、反応助剤として酸が用いられる。使用される酸は、酢酸程度の酸性度を示す酸であれば使用できるが、好適にはテトラゾールである。
【０２１０】
使用される酸化剤としては、例えば、メタクロロ過安息香酸、t-ブチルヒドロペルオキシド、過酢酸などが挙げられるが、好適にはメタクロロ酢酸である。
【０２１１】
使用される不活性溶剤は、反応に関与しなければ、特に制限されず、例えば、ヘキサン、ベンゼン、トルエンのような炭化水素類；ジクロルメタン、クロロホルム、四塩化炭素、１，２−ジクロルエタンのようなハロゲン化炭化水素類；エーテル、テトラヒドロフラン、ジオキサンのようなエーテル類；アセトン、メチルエチルケトンのようなケトン類；アセトニトリルのようなニトリル類；Ｎ，Ｎ−ジメチルホルムアミド、Ｎ，Ｎ−ジメチルアセトアミド、Ｎ−メチル−２−ピロリドン、ヘキサメチルホスホルアミドのようなアミド類；ジメチルスルホキシドのようなスルホキシド類又はこれらの混合溶剤であり得、好適には、炭化水素類又はアミド類である。
【０２１２】
反応温度は、原料化合物（Ｄ１）、酸ハライド等及び溶剤の種類により異なるが、通常−１０℃乃至１００℃（好適には、０℃乃至５０℃）であり、反応時間は、反応温度等により異なるが、１０分間乃至２日（好適には、３０分間乃至１０時間）である。
【０２１３】
上記において、Ｒ11bが２−シアノエチル基であるフォスファイトを使用した場合、酸化反応終了後、得られたアルキル（２−シアノエチル）燐酸エステル誘導体を例えばアンモニア水のような塩基を含有する水で処理することにより、２−シアノエチル基が加水分解され、対応するモノアルキル燐酸エステル誘導体に導くことができる。
【０２１４】
又、エステル化反応は、不活性溶剤中、縮合剤の存在下、化合物（Ｄ１）を所望のエステル残基を有するカルボン酸と反応させることによっても行われる。
【０２１５】
使用される縮合剤は、例えば、ジシクロヘキシルカルボジイミドのようなカルボジイミド、カルボニルジイミダゾール、1-(N,N- ジメチルアミノプロピル)-3-メチルカルボジイミド塩酸塩であり、好適には、ジシクロヘキシルカルボジイミドである。
【０２１６】
使用される不活性溶剤は、反応に関与しなければ、特に制限されず、例えば、ヘキサン、ベンゼン、トルエンのような炭化水素類；ジクロルメタン、クロロホルム、四塩化炭素、１，２−ジクロルエタンのようなハロゲン化炭化水素類；エーテル、テトラヒドロフラン、ジオキサンのようなエーテル類；アセトン、メチルエチルケトンのようなケトン類；アセトニトリルのようなニトリル類；Ｎ，Ｎ−ジメチルホルムアミド、Ｎ，Ｎ−ジメチルアセトアミド、Ｎ−メチル−２−ピロリドン、ヘキサメチルホスホルアミドのようなアミド類；ジメチルスルホキシドのようなスルホキシド類又はこれらの混合溶剤であり得、好適には、炭化水素類、ハロゲン化炭化水素類又はアミド類である。
【０２１７】
反応温度は、原料化合物（Ｄ１）、カルボン酸及び溶剤の種類により異なるが、通常−１０℃乃至１００℃（好適には、０℃乃至５０℃）であり、反応時間は、反応温度等により異なるが、１０分間乃至２日（好適には、３０分間乃至１０時間）である。
【０２１８】
反応終了後、各反応の目的物は、常法に従って反応混合物から採取される。例えば、反応混合物を適宜中和し、又不溶物が存在する場合にはろ過により除去した後、溶媒を減圧留去し、酢酸エチルやジクロロメタンのような水と混和しない有機溶媒を加え、希塩酸水、重曹水、食塩水などで適宜洗浄し、無水硫酸マグネシウム等で乾燥した後、溶媒を留去することにより得ることができ、必要であれば、常法、例えば、再結晶、再沈殿又はクロマトグラフィー等によって精製することができる。
【０２１９】
第Ｆ２工程は、化合物（Ｆ１）の水酸基の保護基を除去して化合物（Ｆ２）を製造する工程である。本工程は、化合物（Ｆ１）を原料として用いて第Ｂ４工程に準じて行なうことができる。
【０２２０】
本法により、化合物（Ｉ）のオキソラン環の３位水酸基のみにエステル残基を有するエステル誘導体（Ｆ２）を得ることができる。
【０２２１】
更に、エステル誘導体（Ｆ２）を１当量のエステル化剤と反応させることにより、オキソラン環の３位水酸基に加えて、ジヒドロピラン環の水酸基にエステル残基が１個導入されたエステル誘導体を製造することができる。更に、もう１当量のエステル化剤と反応させることにより、全ての水酸基にエステル残基が導入されたエステル誘導体を製造することができる。これらのエステル残基は同一又は異なっていてもよい。
【０２２２】
一方、エステル誘導体（Ｆ２）のウラシル残基に保護基を導入し、エーテル化剤を作用させ、次いでウラシル残基の保護基を除去することにより、オキソラン環の３位水酸基にエステル残基を有し、ジヒドロピラン環の水酸基にエーテル残基が導入された誘導体を製造することができる。
【０２２３】
また、１乃至３モル当量のエステル化剤を使用して式（Ｉ）で表わされる化合物をエステル化すると１乃至３個の水酸基がエステル化された化合物の混合物が得られる。これを、カラムクロマトグラフィー等で分離精製することにより、化合物（Ｉ）の１個の水酸基のみがエステル化された誘導体、２個の水酸基がエステル化された誘導体及び３個の水酸基がエステル化された誘導体を製造することができる。更に、１個の水酸基のみがエステル化された誘導体及び２個の水酸基がエステル化された誘導体については、１乃至２当量のエステル化剤と反応させることにより、２又は３個の水酸基がエステル化されたエステル誘導体を製造することができる。それらのエステル残基は同一又は異なっていてもよい。
【０２２４】
また、１個の水酸基のみがエステル化された誘導体及び２個の水酸基がエステル化された誘導体のウラシル残基に保護基を導入し、エーテル化剤を作用させ、次いでウラシル残基の保護基を除去することにより、エステル残基とエーテル残基を有する誘導体を製造することができる。
【０２２５】
［Ｇ法］
Ｇ法は、一般式（Ｉ）において、Ｘ2が−ＮＨ−で表される基であり、Ｒ3が水酸基である化合物（Ｇ３）を製造する方法である。
【０２２６】
【化２０】
【０２２７】
上記式中、Ｒ1、Ｒ2、Ｘ1及びＲｚは、前述したものと同意義を示す。
【０２２８】
第Ｇ１工程は、前述のＢ法によって得られた化合物（Ｉｂ）の水酸基に保護基Ｒｚを導入し化合物（Ｇ１）を製造する工程である。本工程は、化合物（Ｉｂ）を出発原料として、前述の第C1工程と同様に行うことができる。
【０２２９】
第Ｇ２工程は、化合物（Ｇ１）のカルバモイル基を加水分解してカルボキシル基に変換した後に、さらにメチル化して、化合物（Ｇ２）を得る工程である。本工程の加水分解は、前述の第C2工程と同様にして達成される。メチル化工程は、得られたカルボン酸化合物に溶媒中、ジアゾメタンを作用させることにより達成される。
【０２３０】
メチル化工程に使用される溶媒は、例えば、塩化メチレン、ジエチルエーテル、テトラヒドロフラン、及びそれらの混合溶媒などがあげられるが、好適には、塩化メチレンとジエチルエーテルの混合溶媒である。
【０２３１】
反応温度は、使用される溶媒等により異なるが、通常−20℃乃至100℃であり、好適には、０℃乃至50℃である。
【０２３２】
反応時間は、反応温度等により異なるが、通常5分間乃至2時間であり、好適には、10分間乃至30分間である。
【０２３３】
反応終了後、本反応の目的物は、常法に従って反応混合物から採取される。例えば、反応混合物を適宜中和し、又不溶物が存在する場合にはろ過により除去した後、溶媒を減圧留去し、酢酸エチルやジクロロメタンのような水と混和しない有機溶媒を加え、希塩酸水、重曹水、食塩水などで適宜洗浄し、無水硫酸マグネシウム等で乾燥した後、溶媒を留去することにより得ることができ、必要であれば、常法、例えば、再結晶、再沈殿又はクロマトグラフィー等によって精製することができる。
【０２３４】
第Ｇ３工程は、化合物（Ｇ２）のエステル部分をアミドに変換して化合物（Ｇ３）を製造する工程である。本工程は、化合物（Ｇ２）に溶媒中で所望の置換基Ｒ2を有するアミンを作用させることによって達成される。
【０２３５】
使用される溶媒は、例えば、メタノール、エタノールなどのアルコール類があげられるが、好適には、メタノールである。
【０２３６】
反応温度は、使用されるアミンや溶媒等により異なるが、通常０℃乃至100℃であり、好適には、20℃乃至50℃である。
【０２３７】
反応時間は、反応温度等により異なるが、通常1時間乃至5日間であり、好適には、10時間乃至2日間である。
【０２３８】
反応終了後、本反応の目的物は、常法に従って反応混合物から採取される。例えば、反応混合物を適宜中和し、又不溶物が存在する場合にはろ過により除去した後、溶媒を減圧留去し、酢酸エチルやジクロロメタンのような水と混和しない有機溶媒を加え、希塩酸水、重曹水、食塩水などで適宜洗浄し、無水硫酸マグネシウム等で乾燥した後、溶媒を留去することにより得ることができ、必要であれば、常法、例えば、再結晶、再沈殿又はクロマトグラフィー等によって精製することができる。
【０２３９】
［Ｈ法］
Ｈ法は、一般式（Ｉ）の化合物のＮ−アルキル誘導体（Ｈ４）を製造する方法である。
【０２４０】
【化２１】
【０２４１】
上記式中、Ｒ1、Ｒｐ、及びＸ1は、前述したものと同意義を示す。Ｒｓは水酸基の保護基（シリル系保護基）を示し、好適にはトリメチルシリル、トリエチルシリル、ｔ−ブチルジメチルシリル基のようなトリアルキルシリル基であり、特に好適にはｔ−ブチルジメチルシリル基である。Ｒ12は炭素数１乃至２１個の直鎖状又は分枝状のアルキル基、炭素数２乃至２１個の直鎖状又は分枝状の不飽和アルキル基、１−（炭素数２乃至２０個のアルカノイルオキシ）炭素数１乃至３個のアルキル基または１−（炭素数１乃至２０個のアルコキシカルボニルオキシ）炭素数１乃至３個のアルキル基を示す。
【０２４２】
第Ｈ１工程は、化合物（Ｂ３）の水酸基に保護基Ｒｓを導入し化合物（Ｈ２）を製造する工程である。本工程は、不活性溶媒中、化合物（Ｈ２）に不活性溶媒中、塩基の存在下に水酸基の保護化剤を作用させて、化合物（Ｈ１）を製造する工程である。
【０２４３】
使用される水酸基の保護化剤としては、例えばトリメチルシリルクロリド、ｔ−ブチルジメチルシリルクロリドのようなトリアルキルシリルハライドまたはｔ−ブチルジメチルシリルトリフラートのようなトリアルキルシリルトリフラートを挙げることができ、好適には、ｔ−ブチルジメチルシリルクロリドである。
【０２４４】
使用される溶媒は、例えば、塩化メチレン、クロロホルムなどのハロゲン化炭化水素類；ジメチルホルムアミド、ジメチルアセトアミド、ピリジンなどがあげられ、好適には、ジメチルホルムアミド又はピリジンである。
【０２４５】
使用される塩基は、例えば、イミダゾール、ピリジン又は４−ジメチルアミノピリジンなどがあげられるが、好適には、イミダゾール又はピリジンである。
【０２４６】
反応温度は、使用される溶媒等により異なるが、通常−20℃乃至100℃であり、好適には、０℃乃至50℃である。
【０２４７】
反応時間は、反応温度等により異なるが、通常30分間乃至1日間であり、好適には、1時間乃至5時間である。
【０２４８】
反応終了後、本反応の目的物は、常法に従って反応混合物から採取される。例えば、反応混合物を適宜中和し、又不溶物が存在する場合にはろ過により除去した後、溶媒を減圧留去し、酢酸エチルやジクロロメタンのような水と混和しない有機溶媒を加え、希塩酸水、重曹水、食塩水などで適宜洗浄し、無水硫酸マグネシウム等で乾燥した後、溶媒を留去することにより得ることができ、必要であれば、常法、例えば、再結晶、再沈殿又はクロマトグラフィー等によって精製することができる。
【０２４９】
第Ｈ２工程は、化合物（Ｈ１）のウラシル残基の３位窒素原子に所望のアルキル基（Ｒ12）を導入し、化合物（Ｈ３）を製造する工程である。本工程は、化合物（Ｈ１）に不活性溶媒中、塩基の存在下、Ｎ−アルキル化剤を作用させてることによって達成される。
【０２５０】
使用されるＮ−アルキル化剤としては、アルキルクロリド、アルキルブロミド、アルキルヨーダイドのようなアルキルハライドが好適である。
【０２５１】
使用される塩基は、例えば、炭酸ナトリウム、炭酸カリウムのようなアルカリ金属炭酸塩類；炭酸水素ナトリウム；水素化ナトリウム、水素化リチウムのようなアルカリ金属水素化物類；1,8-ジアザビシクロ[5.4.0]ウンデセ-7-エン（DBU）、1,5-ジアザビシクロ[4.3.0]ノナ-5-エン（DBN）のような3級アミン類があげられるが、好適には、炭酸カリウム又はDBUである。
【０２５２】
使用される溶媒は、例えば、塩化メチレン、クロロホルムなどのハロゲン化炭化水素類；ジメチルホルムアミド、ジメチルアセトアミド、ピリジンなどがあげられ、好適には、ジメチルホルムアミドである。
【０２５３】
反応温度は、使用される溶媒等により異なるが、通常−20℃乃至120℃であり、好適には、20℃乃至80℃である。
【０２５４】
反応時間は、反応温度等により異なるが、通常1時間乃至1日間であり、好適には、3時間乃至10時間である。
【０２５５】
反応終了後、本反応の目的物は、常法に従って反応混合物から採取される。例えば、反応混合物を適宜中和し、又不溶物が存在する場合にはろ過により除去した後、溶媒を減圧留去し、酢酸エチルやジクロロメタンのような水と混和しない有機溶媒を加え、希塩酸水、重曹水、食塩水などで適宜洗浄し、無水硫酸マグネシウム等で乾燥した後、溶媒を留去することにより得ることができ、必要であれば、常法、例えば、再結晶、再沈殿又はクロマトグラフィー等によって精製することができる。
【０２５６】
第Ｈ３工程は、化合物（Ｈ２）の水酸基の保護基Ｒｓを除去し化合物（Ｈ３）を製造する工程である。本工程は、化合物（Ｈ２）に、不活性溶媒中、Ｒｓの脱保護剤を作用させることによって達成される。
【０２５７】
使用されるＲｓの脱保護剤としては、例えば、フッ化テトラブチルアンモニウムやフッ化セシウムなどがあげられるが、好適には、フッ化テトラブチルアンモニウムである。
【０２５８】
使用される溶媒は、例えば、テトラヒドロフラン、ジエチルエーテル、アセトニトリルなどがあげられるが、好適には、テトラヒドロフランである。
【０２５９】
反応温度は、使用される溶媒等により異なるが、通常−20℃乃至100℃であり、好適には、0℃乃至50℃である。
【０２６０】
反応時間は、反応温度等により異なるが、通常30分間乃至10時間であり、好適には、1時間乃至3時間である。
【０２６１】
反応終了後、本反応の目的物は、常法に従って反応混合物から採取される。例えば、反応混合物を適宜中和し、又不溶物が存在する場合にはろ過により除去した後、溶媒を減圧留去し、酢酸エチルやジクロロメタンのような水と混和しない有機溶媒を加え、希塩酸水、重曹水、食塩水などで適宜洗浄し、無水硫酸マグネシウム等で乾燥した後、溶媒を留去することにより得ることができ、必要であれば、常法、例えば、再結晶、再沈殿又はクロマトグラフィー等によって精製することができる。
【０２６２】
第Ｈ４工程は、化合物（Ｈ３）の水酸基の保護基Ｒｐを除去して、化合物（H4）を製造する工程である。本工程は、化合物（H3）を原料として用いて、第B4工程に準じて行うことができる。
【０２６３】
一方、Ａ法乃至Ｃ法において出発原料として使用される化合物（ＶＩ）及び化合物（ＶＩＩ）は、ＷＯ00/02892号に記載された方法によって製造することができる。即ち、ストレプトマイセス属に属する該化合物の生産菌を適当な培地で培養し、該培養物から採取することによって得られる。化合物（ＶＩ）及び（ＶＩＩ）の好適な生産菌であるストレプトマイセス・グリセウス（Ｓｔｒｅｐｔｏｍｙｃｅｓ ｇｒｉｓｅｕｓ）ＳＡＮＫ６０１９６株（以下、「ＳＡＮＫ６０１９６株」と記す。）は、茨城県筑波山の土壌から常法に従って採集、分離されたものである。ＳＡＮＫ６０１９６株の菌学的性状は次の通りである。
【０２６４】
１）形態学的特徴
ＳＡＮＫ６０１９６株はインターナショナル・ストレプトマイセス・プロジェクト（International Streptomyces Project；以下「ISP」という）規定[ シーリング及びゴットリーブ、インターナショナルジャーナルオブシステマチックバクテリオロジー：Shirling, E. B. and Gottlieb, D. (1966) Int. J. Syst. Bacteriol. 16, 313-340参照] の培地上で２８℃、１４日間の培養により次のような形態学的特徴を示した。光学顕微鏡による観察ではＳＡＮＫ６０１９６の基生菌糸は良好に伸長、分岐し黄味灰、黄味茶ないし薄オリーブ色を示すがノカルディア（Nocardia）属菌株様の断裂やジグザグ伸長は観察されない。気菌糸は単純分岐する。胞子連鎖の形態は直ないし曲状を示し、およそ１０ないし５０個またはそれ以上の胞子の連鎖を形成する。走査型電子顕微鏡による観察では胞子は楕円形で、その表面構造は平滑状（Smooth）を示す。胞子の大きさは 0.6〜0.8 ｘ 0.7〜1.2 mmである。胞子は気菌糸上にのみ形成される。また、胞子のう、気菌糸の車軸分岐、気菌糸の断裂、菌核などの特殊器官は認められない。
【０２６５】
２）各種培養基上での培養性質
ＳＡＮＫ６０１９６株の２８℃、１４日間培養後の寒天培地上での培養性状は表４に示すとおりである。表中、ISP 番号の記されている培地の組成はそれぞれ ISPの規定の通りである。また項目G は生育、AMは気菌糸、R は裏面、SPは可溶性色素をそれぞれ表す。色調の記述は「色の標準（日本色彩研究所版）」によるものであり、カッコ内の色調の表示は、マンセル方式に準拠したカラーナンバーである。水寒天培地中に産生される薄黄色の可溶性色素は 0.05 N 塩酸により無色に変化し、0.05 N水酸化ナトリウムによりなんらの変化も示さなかった。
【０２６６】
【表４】
３）生理学的性質
２８℃で培養後、２ないし２１日間に観察した本菌株の生理学的性質は、表５に示した通りである。表中、培地１は、イーストエキス・麦芽エキス寒天 (ISP2) を表す。
【０２６７】
【表５】
また、プリドハム・ゴトリーブ寒天培地(ISP 9) を使用して、２８℃、１４日間培養後に観察したＳＡＮＫ６０１９６株の炭素源の資化性は表６に示した通りである。表中、「＋」は資化する、「−」は資化しないことを示す。
【０２６８】
【表６】
４）化学的分類学的性質
本菌株の細胞壁を長谷川らの方法 [ハセガワら、ジャーナルオブゼネラルアンドアプライドミクロバイオロジー：Hasegawa, T., et al., (1983) The Journal of General and Applied Microbiology 29, 319-322参照] に従い検討した結果、ＬＬ−ジアミノピメリン酸が検出された。また、本菌株の全細胞中の主要糖成分をエム・ピー・レシェバリエの方法 [レッヘバリアー、ジャーナルオブラボラトリーアンドクリニカルメディスン：Lechevalier, M. P., (1968) Journal of Laboratory and Clinical Medicine 71, 934-944参照] に従い検討した結果、特徴的な成分は検出されなかった。
【０２６９】
以上の菌学的性質から、本菌株は放線菌の中でもストレプトマイセス（Streptomyces）属に属することが明らかにされた。シャーリングとゴトリーブによるＩＳＰ菌株記載 [Shirling, E. B. and Gottlieb, D., International Journal of Systematic Bacteriology18, 68-189 and 279-392 (1968); 19, 391-512 (1969); 22, 265-394 (1972) 参照] 、ワックスマン著、ジ・アクチノミセーテス第２巻（Waksman, S. A. (1961) The Actinomycetes 2 参照）、ブキャナンとギボンズ編バージーズマニュアル（R. E. Buchanan and N. E. Gibbons; Bergey's Manual of Determinative Bacteriology 参照）第８版（１９７４年）、ウィリアムズ等編バージーズ・マニュアル・オブ・システマチック・バクテリオロジー [Williams, S. T. et al. (1989) Bergey's Manual of Systematic Bacteriology 4参照] 、およびストレプトマイセス（Streptomyces）属放線菌に関する最近の文献に記載されている菌種と比較したところ、ストレプトマイセス・グリセウス（Streptomyces griseus）に極めて近縁であることが判明した。しかしながら、ストレプトマイセス・グリセウス（Streptomyces griseus）とは、グリセリン・アスパラギン寒天において黄味灰色の、ペプトン・イーストエキス・鉄寒天において薄黄味茶色の可溶性色素を産生するが、ポテトエキス・人参エキス寒天および水寒天においては可溶性色素を産生しないこと、生育上限温度が４０℃であること、および食塩７％存在下で生育することにおいて差異が認められた。
【０２７０】
このような菌学的特徴を有する本菌株は、明らかにストレプトマイセス・グリセウス（Streptomyces griseus）とは異なる新菌株であると考えられるが、これらの差異のみをもって種を区別することはできない。そこで、本発明者等は本菌株をストレプトマイセス・グリセウス（Streptomyces griseus）ＳＡＮＫ６０１９６と同定した。
【０２７１】
該菌株は平成８年（１９９６年）２月２２日付で通商産業省工業技術院生命工学工業技術研究所（日本国茨城県つくば市東１丁目１番３号 郵便番号３０５）に国際寄託され、ＦＥＲＭ ＢＰ−５４２０が付与された。
【０２７２】
以上、ＳＡＮＫ６０１９６株について説明したが、放線菌の諸性質は一定したものではなく、自然的、人工的に容易に変化することは周知の通りである。本発明で使用しうる菌株は、そのようなすべての変異株を包含する。すなわち、本発明で使用しうる菌株は、ストレプトマイセス属に属し、化合物（ＶＩ）及び（ＶＩＩ）を生産する全ての菌株を包含するものである。
【０２７３】
化合物（ＶＩ）及び（ＶＩＩ）の生産菌を培養するに際し使用される培地としては炭素源、窒素源、無機イオンおよび有機栄養源等より選択されたものを適宜含有する培地であれば合成または天然培地の何れでも使用可能である。
【０２７４】
該栄養源としては、従来真菌類や放線菌類の菌株の培養に利用されている公知の、微生物が資化できる炭素源、窒素源および無機塩が使用できる。
【０２７５】
具体的には、炭素源としてはグルコース、フルクトース、マルトース、シュクロース、マンニトール、グリセロール、デキストリン、オート麦、ライ麦、トウモロコシ澱粉、ジャガイモ、トウモロコシ粉、大豆粉、綿実油、水飴、糖蜜、大豆油、クエン酸、酒石酸などを単一に、あるいは併用して使用できる。一般には、培地量の 1〜10重量％で変量するが、この範囲に限定されない。
【０２７６】
また、窒素源としては、一般に蛋白質またはその水解物を含有する物質を用いることができる。好適な窒素源としては、例えば大豆粉、フスマ、落花生粉、綿実粉、スキムミルク、カゼイン加水分解物、ファーマミン（Ｓｈｅｆｉｅｌｄ Ｃｈｅｍｉｃａｌ社製）、魚粉、コーンスティープリカー、ペプトン、肉エキス、生イースト、乾燥イースト、イーストエキス、マルトエキス、ジャガイモ、硫酸アンモニウム、硝酸アンモニウム、硝酸ナトリウム等を使用し得る。該窒素源は、単一または併用して培地量の０．２〜６重量％の範囲で用いられることが好ましい。
【０２７７】
さらに栄養無機塩としては、ナトリウム、アンモニウム、カルシウム、フォスフェート、サルフェート、クロライド、カーボネート等のイオンを得ることのできる通常の塩類を使用し得る。また、カリウム、カルシウム、コバルト、マンガン、鉄、マグネシウム等の微量の金属も使用され得る。
【０２７８】
化合物（ＶＩ）及び（ＶＩＩ）の生産にはコバルト、スキムミルクおよびイーストエキスの添加が効果的である。
【０２７９】
さらに、該生産菌を培養するに際し、抗生物質生合成阻害剤を添加し、化合物（ＶＩ）及び（ＶＩＩ）を生産させることもできる。化合物（ＶＩ）及び（ＶＩＩ）の生産は、例えば、アスパラギン酸キナーゼ阻害剤であるＳ−（２−アミノエチル）−Ｌ−システインまたはその塩を培地添加剤として単独またはコバルト、スキムミルクおよびイーストエキスと併用して用いることにより達成される。該添加剤を、特にスキムミルクと併用することにより、化合物（ＶＩ）及び（ＶＩＩ）の生産性が向上する。該添加剤は、終濃度として１〜１００ｍＭの範囲で用いることができる。好ましくは終濃度として１０ｍＭで良好な化合物（ＶＩ）及び（ＶＩＩ）の生産が可能である。
【０２８０】
なお、液体培養に際しては、消泡剤としてシリコン油、植物油、界面活性剤等を使用することができる。
【０２８１】
ＳＡＮＫ６０１９６株を培養して化合物（ＶＩ）及び（ＶＩＩ）を生産するための培地のｐＨは、好適には５．０〜８．０である。
【０２８２】
ＳＡＮＫ６０１９６株の生育温度は１２〜３６℃であるが、化合物（ＶＩ）及び（ＶＩＩ）を生産させるためには該菌株を１８〜２８℃で培養することが好ましく、より好適には、１９〜２３℃で培養するのが好ましい。
【０２８３】
化合物（ＶＩ）及び（ＶＩＩ）は、ＳＡＮＫ６０１９６株を好気的に培養することにより得られるが、そのような培養法としては、通常用いられる好気的培養法、例えば固体培養法、振とう培養法、通気攪拌培養法等を用いることができる。
【０２８４】
小規模の培養においては、１９〜２３℃で数日間振とう培養を行うのが好適である。培養は、バッフル（水流調節壁）のついた、あるいは通常の三角フラスコ中で、１〜２段階の種の発育工程により開始する。種発育段階の培地には、炭素源および窒素源を併用できる。種フラスコは定温インキュベーター中で１９〜２３℃、５日間振とうするか、または充分に成長するまで振とうする。成長した種は、第二の種培地、または、生産培地に接種するのに用いる。中間の発育工程を用いる場合には、本質的に同様の方法で成長させ、その一部を生産培地に接種する。接種したフラスコを一定の温度で数日間振とう培養し、培養終了後フラスコ内の培養物を遠心分離またはろ過する。
【０２８５】
大量培養の場合には、攪拌機、通気装置が付いたジャーファーメンターあるいはタンクで培養するのが好ましい。そのためにはまず栄養培地を１２１〜１３０℃まで加熱して滅菌し冷却しておき、ついで、該滅菌済培地に前述したような方法によって予め成長させておいた種を接種する。その後の培養は１９〜２３℃で通気攪拌して行う。この方法は、多量の化合物を得るのに適している。
【０２８６】
化合物（ＶＩ）及び（ＶＩＩ）の生産は、該滅菌済培地に予めろ過滅菌しておいたアスパラギン酸キナーゼ阻害剤であるＳ−（２−アミノエチル）−Ｌ−システインまたはその塩の水溶液を培養開始時点あるいは培養中に培地に添加することによっても達成される。
【０２８７】
培養の経過に伴って生産される化合物（ＶＩ）及び（ＶＩＩ）の量は、培養液の一部を採取してＨＰＬＣ分析を実施することにより測定することができる。化合物（ＶＩ）及び（ＶＩＩ）の生産量は、通常 ３〜１５日で最高値に達する。
【０２８８】
培養終了後、珪藻土をろ過操作助剤として用いるろ過操作又は遠心分離によって、培養液中の菌体成分を分別し、そのろ液または上清中に存在する化合物（ＶＩ）及び（ＶＩＩ）を、ＨＰＬＣ分析を指標にして、それらの物理化学的特性を利用し精製する。珪藻土としては、例えば、セライト５４５（Ｃｅｌｉｔｅ Ｃｏｒｐｏｒａｔｉｏｎ社製）が好適に用いられる。ろ液中に存在する化合物（ＶＩ）及び（ＶＩＩ）の精製は、吸着剤として、例えば活性炭または吸着用樹脂であるアンバーライトＸＡＤ−２、ＸＡＤ−４（ローム・アンド・ハース社製）等や、ダイヤイオン ＨＰ−１０、ＨＰ−２０、ＣＨＰ−２０Ｐ、ＨＰ−５０、ＳＰ２０７（三菱化学社製）等の単独使用、またはそれらの組み合わせにより達成できる。化合物（ＶＩ）及び（ＶＩＩ）を含む溶液を上記のごとき吸着剤の層を通過させて不純物を吸着させて取り除くか、または化合物（ＶＩ）及び（ＶＩＩ）を吸着させた後、メタノール水、アセトン水、ｎ−ブタノール水、アンモニア水、アンモニアを含有したメタノール水、アンモニアを含有したアセトン水などを用いて溶出させる事により、化合物（ＶＩ）及び（ＶＩＩ）を分離することができる。
【０２８９】
さらに、このようにして得られた化合物（ＶＩ）及び（ＶＩＩ）は、更にシリカゲル、フロリジル、コスモシル（ナカライテスク社製）、ダイヤイオンＣＨＰ−２０Ｐ、ＳＰ２０７（三菱化学社製）のような担体を用いた吸着カラムクロマトグラフィー；セファデックスＧ−１０（ファルマシア・バイオテク社製）、トヨパールＨＷ４０Ｆ（東ソー社製）などを用いたゲルろ過クロマトグラフィー；ダウエックス１、ＳＢＲ−Ｐ（ダウケミカル社製）、ダイヤイオンＰＡ３１６（三菱化学社製）などを用いた陰イオン交換クロマトグラフィー；および順層、逆層カラムを用いたＨＰＬＣ等により精製することが出来る。
【０２９０】
以上の分離、精製の手段を単独または適宜組み合わせ、場合によっては反復して用いることにより、本発明の化合物化合物（ＶＩ）及び（ＶＩＩ）を分離精製することができる。
【０２９１】
本発明の化合物（Ｉ）、そのエーテル、エステル及びＮ−アルキル誘導体並びにそれらを製造するための出発原料である化合物（ＶＩ）及び（ＶＩＩ）について代表的な製造方法を説明したが、製造方法はこれらに限定されず、既に当業者に知られているこれら以外の製造方法を用いることもできる。
【０２９２】
以上のごとくして得られる本発明の化合物（Ｉ）、そのエーテル、エステル及びＮ−アルキル誘導体は、文献未掲載の新規化合物であり、グラム陽性細菌及びグラム陰性細菌に対して優れた抗菌活性を示す。優れた抗菌活性が期待されるグラム陽性細菌としては、例えばMycobacterium smegmatis、Mycobacterium avium、Mycobacterium intracellulare、Mycobacterium kansasii、Mycobacterium marinum、Mycobacterium scrofulaceum、Mycobacterium chelonae、Mycobacterium fortuitum、Mycobacterium tuberculosisのような抗酸菌；Bacillus subtilis枯草菌；及びStaphylococcus aureus、Streptococcus pyogenes、Streptococcus pneumoniae、Enterococcus faecalis、Enterococcus faeciumのような球菌を挙げることができ、グラム陰性菌としては例えばMoraxella catarrhalis及びHaemophilus influenzaeを挙げることができる。これらのうち抗酸菌に対する抗菌活性に優れており、特にMycobacterium avium、Mycobacterium intracellulare、Mycobacterium kansasii、Mycobacterium tuberculosisに対して優れる。
【０２９３】
グラム陽性細菌およびグラム陰性細菌に対する生育阻止活性は普通寒天培地（栄研化学社製）やハートインフュージョンアガー培地（Ｄｉｆｃｏ社製）を用いたディスクアッセイ法で測定される。さらに、グラム陽性細菌放線菌目マイコバクテリア（Ｍｙｃｏｂａｃｔｅｒｉａ）に対する生育阻害活性は上記培地にグリセリンを添加した培地で同様に測定される。
【０２９４】
以上、化合物（Ｉ）の生物活性の代表的な評価方法を説明したが、評価方法はこれらに限定されず、既に当業者に知られているこれら以外の抗菌活性の評価方法を用いることもできる。
【０２９５】
本発明の化合物（Ｉ）、その薬理上許容されるエーテル、エステル若しくはＮ−アルキル誘導体またはそれらの薬理上許容される塩を医薬として使用する場合、それ自体あるいは適宜の薬理学的に許容される、賦形剤、希釈剤等と混合し、錠剤、カプセル剤、顆粒剤、散剤、シロップ剤、注射剤、軟膏剤、液剤、懸濁剤、エアゾール剤、トローチ剤等によって投与することができる。本発明の医薬は、経口的または非経口的に投与することができるが、有効成分である化合物（Ｉ）またはその薬理上許容される塩が肺または気道（口腔内及び鼻腔内を含む）へ送達され得る方法によって投与されることが好ましい。
【０２９６】
これらの各種製剤は、常法に従って主薬に賦形剤、結合剤、崩壊剤、滑沢剤、矯味矯臭剤、溶解補助剤、懸濁剤、コーティング剤等の医薬の製剤技術分野において通常使用し得る既知の補助剤を用いて製剤化することができる。
【０２９７】
錠剤の形態に成形するに際しては、担体としてこの分野で従来公知のものを広く使用でき、例えば乳糖、白糖、塩化ナトリウム、グルコース、尿素、澱粉、炭酸カルシウム、カオリン、結晶セルロース、ケイ酸等の賦形剤；水、エタノール、プロパノール、単シロップ、グルコース液、澱粉液、ゼラチン溶液、カルボキシメチルセルロース、セラック、メチルセルロース、リン酸カリウム、ポリビニルピロリドン等の結合剤；乾燥澱粉、アルギン酸ナトリウム、寒天末、ラミナラン末、炭酸水素ナトリウム、炭酸カルシウム、ポリオキシエチレンソルビタン脂肪酸エステル、ラウリル硫酸ナトリウム、ステアリン酸モノグリセリド、澱粉、乳糖等の崩壊剤；白糖、ステアリン、カカオバター、水素添加油等の崩壊抑制剤；第４級アンモニウム塩類、ラウリル硫酸ナトリウム等の吸収促進剤；グリセリン、澱粉等の保湿剤；澱粉、乳糖、カオリン、ベントナイト、コロイド状ケイ酸等の吸着剤；精製タルク、ステアリン酸塩、硼酸末、ポリエチレングリコール等の潤沢剤等が例示できる。さらに錠剤は必要に応じ通常の剤皮を施した錠剤、例えば糖衣錠、ゼラチン被包錠、腸溶被錠、フィルムコーティング錠あるいは二重錠、多層錠とすることができる。
【０２９８】
丸剤の形態に成形するに際しては、担体としてこの分野で従来公知のものを広く使用でき、例えばグルコース、乳糖、カカオバター、澱粉、硬化植物油、カオリン、タルク等の賦形剤；アラビアゴム末、トラガント末、ゼラチン、エタノール等の結合剤；ラミナラン寒天等の崩壊剤等が例示できる。
【０２９９】
坐剤の形態に成形するに際しては、担体としてこの分野で従来公知のものを広く使用でき、例えばポリエチレングリコール、カカオバター、高級アルコール、高級アルコールのエステル類、ゼラチン、半合成グリセリド等を挙げることができる。
【０３００】
注射剤として調製される場合には、液剤および懸濁剤は殺菌され、かつ血液と等張であるのが好ましく、これら液剤、乳剤および懸濁剤の形態に成形するに際しては、希釈剤としてこの分野で慣用されているものをすべて使用でき、例えば、水、エタノール、プロピレングリコール、エトキシ化イソステアリルアルコール、ポリオキシ化イソステアリルアルコール、ポリオキシエチレンソルビタン脂肪酸エステル類等を挙げることができる。なお、この場合、等張性の溶液を調製するのに充分な量の食塩、グルコース、あるいはグリセリンを医薬製剤中に含有せしめてもよく、また通常の溶解補助剤、緩衝剤、無痛化剤等を添加してもよい。
【０３０１】
経肺投与用に液剤及び懸濁剤として使用する場合、化合物の溶液および懸濁液は水性であり、例えば、水のみ（例えば、無菌または発熱物質非含有水）、あるいは水および生理学的に許容される補助溶媒（例えば、エタノール、プロピレングリコール、ポリエチレングリコール、例えばＰＥＧ ４００）から一般に製造される。そのような溶液または懸濁液は他の賦形剤、例えば防腐剤（例えば、塩化ベンザルコニウム）、ポリソルベートのような可溶化剤／表面活性剤（例えば、Ｔｗｅｅｎ ８０、Ｓｐａｎ ８０、塩化ベンザルコニウム）、緩衝剤、等張性調節剤（例えば、塩化ナトリウム）、吸収促進剤および増粘剤をさらに含有していてもよい。懸濁液は懸濁化剤（例えば、微結晶質セルロース、カルボキシメチルセルロースナトリウム）をさらに含有していてもよい。液剤または懸濁剤は一般的な手段、例えばスポイト、ピペットまたは噴霧器で鼻腔または口腔に直接施す。配合物は一回のみの投与量または多数回投与量の形で提供しうる。後者の場合、投与量計量手段を設けるのが望ましい。スポイトまたはピペットの場合、これは患者が適切な所定容量の液剤または懸濁剤を投与することによってなしうる。噴霧器の場合、これは、例えば、計量噴霧スプレーポンプの手段によってなしうる。気道または肺への投与は、化合物をクロロフルオロカーボン（ＣＦＣ）、例えばジクロロジフルオロメタン、トリクロロフルオロメタンまたはジクロロテトラフルオロエタン、二酸化炭素または他の適当なガスのような適当な噴射剤と共に加圧パックの形にされたエアゾール配合物によってなしうる。エアゾールはまたレシチンのような表面活性剤を含有していると好都合である。薬剤の投与量は、計量バルブを備えることによって制御しうる。
【０３０２】
経肺投与用に散剤として使用する場合、化合物は、乾燥粉末、例えば、ラクトース、デンプン、デンプン誘導体（例えばヒドロキシプロピルメチルセルロース）、およびポリビニルピロリジン（ＰＶＰ）のような適当な粉末基剤に化合物を混合した粉末混合物の形で提供してもよい。粉末担体が鼻腔内でゲルを形成すると好都合である。粉末組成物は、例えばゼラチンでできた、カプセルもしくはカートリッジ、またはブリスターパック（粉末を吸入器によってこれらから投与しうる）のような単位投与量形態で提供しうる。鼻内配合物を含めた気道または肺へ投与するための配合物では、化合物の粒子サイズは一般に小さく、例えば５ミクロン以下である。そのような粒子サイズは、超微粉化によるような当業界で公知の方法によって得られる。望ましいときには、活性成分を持続放出するようにしてある配合物を用いてもよい。
【０３０３】
これらの製剤は、さらに必要に応じて着色剤、保存剤、香料、風味剤、甘味剤等や他の医薬品を含有せしめてもよい。
【０３０４】
上記医薬製剤に含まれる有効成分化合物の量は、特に限定されず広範囲に適宜選択されるが、通常全組成物中１〜７０重量％、好ましくは１〜３０重量％含まれる量とするのが適当である。
【０３０５】
上記医薬製剤の投与方法は特に限定は無く、各種製剤形態、患者の年齢、性別その他の条件、疾患の程度等に応じて決定される。例えば錠剤、丸剤、液剤、懸濁剤、乳剤、顆粒剤およびカプセル剤の場合には経口投与される。また、注射剤の場合には単独であるいはグルコース、アミノ酸等の通常の補液と混合して静脈内投与され、さらに必要に応じて単独で筋肉内、皮内、皮下もしくは腹腔内投与される。坐剤の場合には直腸投与される。
【０３０６】
その使用量は症状、年齢、体重、投与方法および剤形等によって異なるが、通常は成人に対して１日あたり、上限として２０００ ｍｇ（好ましくは１００ ｍｇ）であり、下限として０．１ｍｇ（好ましくは１ｍｇ、さらに好ましくは １０ｍｇ）を症状に応じて１回または数回に分けて投与することができる。
【０３０７】
【実施例】
本発明を実施例、試験例及び製剤例をあげて具体的に説明する。
実施例１（化合物番号6306）
【０３０８】
【化２２】
【０３０９】
化合物（ＶＩ） 57mgをメタノール1.5mLに溶かし、ｎ−プロピルアミン99μLを加え、室温で撹拌した。2日後に、溶媒を減圧下留去し、残渣を高速液体カラムクロマトグラフィー（HPLC; Inertsil PREP-ODS, 30 x 250 mm）に付し、１２％アセトニトリル水で溶出し、凍結乾燥して目的化合物41mgを得た。
【０３１０】
1H NMR (CD3OD) δppm: 7.87 (d, J = 8.1 Hz, 1H), 5.94 (d, J = 2.5 Hz, 1H), 5.80 (d, J = 4.3 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.21 (d, J = 4.4 Hz, 1H), 4.69 (d, J = 2.1 Hz, 1H), 4.50 (dd, J = 2.0 and 5.2 Hz, 1H), 4.38 (t, J = 3.9 Hz, 1H), 4.24 (t, J = 4.6 Hz, 1H), 4.03 (m, 1H), 3.70 (t, J = 5.1 Hz, 1H), 3.37 (s, 3H), 3.24 (m, 2H), 1.57 (m, 2H), 0.93 (t, J = 7.5 Hz, 3H)。
【０３１１】
IR (KBr) νcm-1: 3360, 2963, 2935, 2878, 2835, 1685, 1535, 1463, 1387, 1267, 1139, 1116, 1094, 1058, 1023, 978。
実施例2（化合物番号6321）
【０３１２】
【化２３】
【０３１３】
化合物（ＶＩ） 47mgをメタノール1mLに溶かし、ｎ−ヘキシルアミン132μLを加え、室温で撹拌した。2日後に、溶媒を減圧下留去し、残渣を高速液体カラムクロマトグラフィー（HPLC; Inertsil PREP-ODS, 30 x 250 mm）に付し、50％アセトニトリル水で溶出し、凍結乾燥して目的化合物23mgを得た。
【０３１４】
1H NMR (CD3OD) δppm: 7.86 (d, J = 8.1 Hz, 1H), 5.94 (d, J = 2.5 Hz, 1H), 5.80 (d, J = 4.3 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.21 (d, J = 4.4 Hz, 1H), 4.69 (d, J = 2.1 Hz, 1H), 4.50 (dd, J = 1.8 and 5.4 Hz, 1H), 4.38 (t, J = 3.9 Hz, 1H), 4.23 (t, J = 4.6 Hz, 1H), 4.03 (m, 1H), 3.70 (t, J = 5.1 Hz, 1H), 3.37 (s, 3H), 3.25 (m, 2H), 1.54 (m, 2H), 1.33 (m, 6H), 0.91 (t, J = 6.7 Hz, 3H)。
【０３１５】
IR (KBr) νcm-1: 3352, 2956, 2931, 2872, 2858, 1685, 1532, 1464, 1386, 1267, 1137, 1115, 1094, 1058, 992。
実施例３（化合物番号6336）
【０３１６】
【化２４】
【０３１７】
化合物（ＶＩ） 47mgをメタノール1mLに溶かし、ｎ−ノニルアミン200μLを加え、50℃で撹拌した。4時間後に、溶媒を減圧下留去し、残渣を高速液体カラムクロマトグラフィー（HPLC; Inertsil PREP-ODS, 30 x 250 mm）に付し、50〜80％アセトニトリル水で溶出し、凍結乾燥して目的化合物31mgを得た。
【０３１８】
1H NMR (CD3OD) δppm: 7.86 (d, J = 8.1 Hz, 1H), 5.94 (d, J = 2.9 Hz, 1H), 5.81 (d, J = 4.2 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.21 (d, J = 4.6 Hz, 1H), 4.69 (d, J = 2.1 Hz, 1H), 4.50 (dd, J = 1.9 and 5.2 Hz, 1H), 4.38 (m, 1H), 4.23 (t, J = 4.6 Hz, 1H), 4.03 (m, 1H), 3.70 (t, J = 5.1 Hz, 1H), 3.38 (s, 3H), 3.25 (m, 2H), 1.54 (m, 2H), 1.33 (m, 12H), 0.90 (t, J = 6.6 Hz, 3H)。
【０３１９】
IR (KBr) νcm-1: 3339, 2960, 2926, 2855, 1686, 1533, 1464, 1383, 1262, 1203, 1095, 1058, 1025。
実施例４（化合物番号6346）
【０３２０】
【化２５】
【０３２１】
ｎ−ウンデシルアミン200μLを用いて実施例３と同様にして合成し、目的化合物10mgを得た。
【０３２２】
1H NMR (CD3OD) δppm: 7.86 (d, J = 8.1 Hz, 1H), 5.94 (d, J = 4.0 Hz, 1H), 5.80 (d, J = 4.3 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.21 (d, J = 4.5 Hz, 1H), 4.69 (d, J = 2.1 Hz, 1H), 4.50 (dd, J = 2.0 and 5.2 Hz, 1H), 4.38 (t, J = 4.0 Hz, 1H), 4.23 (t, J = 4.7 Hz, 1H), 4.03 (m, 1H), 3.70 (t, J = 5.1 Hz, 1H), 3.38 (s, 3H), 3.25 (m, 2H), 1.54 (m, 2H), 1.33 (m, 16H), 0.90 (t, J = 6.6 Hz, 3H)。
【０３２３】
IR (KBr) νcm-1: 3404, 2955, 2925, 2854, 1682, 1531, 1466, 1408, 1385, 1266, 1115, 1095, 1059。
実施例５（化合物番号6351）
【０３２４】
【化２６】
【０３２５】
ｎ−ドデシルアミン200μLを用いて実施例３と同様にして合成し、目的化合物45mgを得た。
【０３２６】
1H NMR (CD3OD) δppm: 7.86 (d, J = 8.1 Hz, 1H), 5.94 (d, J = 2.9 Hz, 1H), 5.81 (d, J = 4.4 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.21 (d, J = 4.4 Hz, 1H), 4.70 (d, J = 2.2 Hz, 1H), 4.50 (m, 1H), 4.38 (m, 1H), 4.23 (t, J = 4.4 Hz, 1H), 4.04 (t, J = 4.4 Hz, 1H), 3.70 (t, J = 5.1 Hz, 1H), 3.38 (s, 3H), 3.25 (m, 2H), 1.54 (m, 2H), 1.33 (m, 18H), 0.90 (t, J = 7.0 Hz, 3H)。
【０３２７】
IR (KBr) νcm-1: 3350, 2954, 2925, 2854, 1686, 1532, 1465, 1391, 1267, 1139, 1116, 1094, 1057。
実施例６（化合物番号6361）
【０３２８】
【化２７】
【０３２９】
ｎ−ヘキサデシルアミン200μLを用いて実施例３と同様にして合成し、目的化合物11mgを得た。
【０３３０】
1H NMR (CD3OD) δppm: 7.86 (d, J = 8.1 Hz, 1H), 5.95 (d, J = 4.0 Hz, 1H), 5.81 (d, J = 4.2 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.21 (d, J = 4.5 Hz, 1H), 4.69 (d, J = 1.9 Hz, 1H), 4.50 (dd, J = 1.9 and 5.2 Hz, 1H), 4.38 (t, J = 3.9 Hz, 1H), 4.23 (t, J = 4.7 Hz, 1H), 4.03 (t, J = 4.3 Hz, 1H), 3.70 (t, J = 5.1 Hz, 1H), 3.38 (s, 3H), 3.25 (m, 2H), 1.54 (m, 2H), 1.33 (m, 26H), 0.90 (t, J = 6.8 Hz, 3H)。
【０３３１】
IR (KBr) νcm-1: 3349, 2924, 2853, 1686, 1531, 1466, 1385, 1267, 1115, 1095, 1057。
実施例７（化合物番号6371）
【０３３２】
【化２８】
【０３３３】
２−エチルヘキシルアミン200μLを用いて実施例３と同様にして合成し、目的化合物26mgを得た。
【０３３４】
1H NMR (CD3OD) δppm: 7.88 (d, J = 8.1 Hz, 1H), 5.94 (m, 1H), 5.81 (d, J = 4.4 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.21 (d, J = 4.5 Hz, 1H), 4.69 (d, J = 2.0 Hz, 1H), 4.50 (dd, J = 2.1 and 5.1 Hz, 1H), 4.38 (t, J = 4.9 Hz, 1H), 4.24 (t, J = 4.7 Hz, 1H), 4.03 (t, J = 4.3 Hz, 1H), 3.71 (t, J = 5.0 Hz, 1H), 3.38 (s, 3H), 3.25 (m, 2H), 1.55 (m, 1H), 1.33 (m, 8H), 0.90 (m, 6H)。
【０３３５】
IR (KBr) νcm-1: 3365, 2959, 2930, 2874, 2860, 1684, 1530, 1463, 1385, 1266, 1139, 1116, 1093, 1057。
実施例８（化合物番号6376）
【０３３６】
【化２９】
【０３３７】
シクロヘキシルアミン114μLを用いて実施例３と同様にして合成し、目的化合物12mgを得た。
【０３３８】
1H NMR (CD3OD) δppm: 7.86 (d, J = 8.1 Hz, 1H), 5.94 (d, J = 4.0 Hz, 1H), 5.81 (d, J = 4.3 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.21 (d, J = 4.8 Hz, 1H), 4.72 (d, J = 1.7 Hz, 1H), 4.51 (dd, J = 1.8 and 5.1 Hz, 1H), 4.34 (t, J = 3.9 Hz, 1H), 4.23 (t, J = 4.7 Hz, 1H), 4.02 (t, J = 4.2 Hz, 1H), 3.75 (m, 1H), 3.71 (t, J = 5.1 Hz, 1H), 3.38 (s, 3H), 1.90-1.15 (m, 9H)。
【０３３９】
IR (KBr) νcm-1: 3408, 3352, 2933, 2855, 1686, 1527, 1462, 1386, 1327, 1267, 1115, 1090, 1060, 1021。
実施例９（化合物番号6381）
【０３４０】
【化３０】
【０３４１】
（９−１）
【０３４２】
【化３１】
【０３４３】
化合物（ＶＩ） 5gをアセトン500mLに溶かし、2,2-ジメトキシプロパン52mLと1.25gのアンバーリスト15を加え、室温で撹拌した。19時間後にセライトでろ過し、溶媒を減圧下留去した。残渣をシリカゲルカラム(250g)に付し、４％メタノール−塩化メチレンで溶出して、目的化合物3.82gを得た。
【０３４４】
1H NMR (CDCl3) δppm: 8.42 (br s, 1H), 7.70 (d, J = 8.1 Hz, 1H), 7.13 (br s, 1H), 6.40 (d, J = 4.4 Hz, 1H), 5.94 (d, J = 5.1 Hz, 1H), 5.80 (br s, 1H), 5.74 (dd, J = 2.2 and 8.1 Hz, 1H), 4.75 (m, 2H), 4.56 (d, J = 8.1 Hz, 1H), 4.53 (s, 1H), 4.23 (m, 1H), 4.15 (m, 1H), 4.03 (t, J = 7.0 Hz, 1H), 3.82 (s, 3H), 3.58 (s, 3H), 3.09 (d, J = 7.3 Hz, 1H), 1.51 (s, 3H), 1.46 (s, 3H)。
（９−２）
【０３４５】
【化３２】
【０３４６】
(９−１)の化合物3.82gを50％メタノール水744mLに溶かし、0.2N水酸化ナトリウム水溶液186mLを加えて室温で撹拌した。10分後に、Dowex 50Wx8 (H+型、500mL)に付し、50％メタノール水で溶出して、目的化合物3.68gを得た。
【０３４７】
1H NMR (CD3OD) δppm: 7.87 (d, J = 8.1 Hz, 1H), 6.30 (d, J = 3.7 Hz, 1H), 5.88 (d, J = 5.1 Hz, 1H), 5.73 (d, J = 8.1 Hz, 1H), 4.93 (d, J = 5.9 Hz, 1H), 4.81 (m, 1H), 4.63 (d, J = 2.2 Hz, 1H), 4.56 (m, 1H), 4.27 (m, 2H), 4.00 (t, J = 5.1 Hz, 1H), 3.50 (s, 3H), 1.47 (s, 3H), 1.45 (s, 3H)。
（９−３）
【０３４８】
【化３３】
【０３４９】
（９−２）の化合物150mgをジメチルホルムアミド（DMF）2.6mLに溶かし、4−t−ブチルシクロヘキシルアミン101μLと1−ヒドロキシベンゾトリアゾール（HOBT）61mgとジイソプロピルカルボジイミド（DIPC）102μLを加え、室温で撹拌した。6時間後に溶媒を減圧下留去し、残渣を酢酸エチル30mLに溶かし、30mLづつの0.01N塩酸水、飽和重曹水、飽和食塩水で順次洗浄し、無水硫酸ナトリウムで乾燥後、溶媒を減圧下留去した。残渣をメタノール5.5mLに溶かし、225mgのアンバーリスト15を加え、加熱還流した。2.5時間後にろ過し、溶媒を減圧下留去し、残渣をシリカゲルカラム(8g)に付し、５％メタノール−塩化メチレンで溶出して、目的化合物（約７：３のジアステレオマー混合物）78mgを得た。
【０３５０】
1H NMR (CD3OD) δppm: 7.89 (d, J = 8.1 Hz, 0.3H), 7.86 (d, J = 8.1 Hz, 0.7H), 5.95 (d, J = 2.5 Hz, 0.3H), 5.93 (d, J = 4.0 Hz, 0.7H), 5.81 (d, J = 4.4 Hz, 0.7H), 5.79 (d, J = 3.9 Hz, 0.3H), 5.75 (d, J = 8.1 Hz, 1H), 5.27 (d, J = 4.4 Hz, 0.3H), 5.20 (d, J = 4.6 Hz, 0.7H), 4.72 (d, J = 1.7 Hz, 0.7H), 4.61 (d, J = 1.7 Hz, 0.3H), 4.51 (dd, J = 1.8 and 5.2 Hz, 0.7H), 4.47 (dd, J = 1.9 and 5.5 Hz, 0.3H), 4.38 (m, 1H), 4.25 (m, 1H), 4.02 (m, 1H), 3.70 (m, 1H), 3.64 (s, 0.9H), 3.39 (s, 2.1H), 1.97-1.82 (m, 3H), 1.70-1.53 (m, 1H), 1.40-0.97 (m, 5H), 0.87 (s, 9H)。
【０３５１】
IR (KBr) νcm-1: 3408, 2944, 2864, 1686, 1524, 1463, 1385, 1366, 1329, 1266, 1190, 1116, 1090, 1060, 1022, 987。
実施例１０（化合物番号6386）
【０３５２】
【化３４】
【０３５３】
4−t−ブチルシクロヘキシルアミンの代わりにシクロヘプチルアミン200μLを用い、実施例（９−３）と同様に合成して、目的化合物47mgを得た。
【０３５４】
1H NMR (CD3OD) δppm: 7.87 (d, J = 8.1 Hz, 1H), 5.93 (d, J = 4.0 Hz, 1H), 5.81 (d, J = 4.2 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.21 (d, J = 4.7 Hz, 1H), 4.71 (d, J = 2.1 Hz, 1H), 4.51 (dd, J = 1.9 and 5.2 Hz, 1H), 4.37 (t, J = 3.9 Hz, 1H), 4.24 (t, J = 4.7 Hz, 1H), 4.02 (m, 1H), 3.92 (m, 1H), 3.70 (m, 1H), 3.39 (s, 3H), 1.89 (m, 2H), 1.75-1.45 (m, 10H)。
【０３５５】
IR (KBr) νcm-1: 3403, 2929, 2857, 1685, 1525, 1462, 1385, 1330, 1267, 1115, 1091, 1060, 1018, 994, 978。
実施例１１（化合物番号6396）
【０３５６】
【化３５】
【０３５７】
4−t−ブチルシクロヘキシルアミンの代わりにシクロドデシルアミン200μLを用い、実施例（９−３）と同様に合成して、目的化合物22mgを得た。
【０３５８】
1H NMR (CD3OD) δppm: 7.88 (d, J = 8.1 Hz, 1H), 5.92 (d, J = 2.7 Hz, 1H), 5.82 (d, J = 4.4 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.21 (d, J = 4.5 Hz, 1H), 4.71 (d, J = 2.0 Hz, 1H), 4.51 (dd, J = 2.0 and 5.0 Hz, 1H), 4.38 (t, J = 3.9 Hz, 1H), 4.24 (t, J = 4.7 Hz, 1H), 4.02 (t, J = 4.2 Hz, 1H), 3.65 (m, 1H), 3.39 (s, 3H), 1.73 (m, 2H), 1.60-1.27 (m, 22H)。
【０３５９】
IR (KBr) νcm-1: 3363, 2935, 2864, 1685, 1529, 1469, 1446, 1332, 1262, 1206, 1186, 1137, 1095, 1064, 1024。
実施例１２（化合物番号6401）
【０３６０】
【化３６】
【０３６１】
アミノメチルシクロヘキサン200μLを用い、実施例３と同様に合成して、目的化合物28mgを得た。
【０３６２】
1H NMR (CD3OD) δppm: 7.87 (d, J = 8.1 Hz, 1H), 5.94 (m, 1H), 5.81 (d, J = 4.4 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.21 (d, J = 4.4 Hz, 1H), 4.69 (d, J = 2.1 Hz, 1H), 4.50 (dd, J = 2.0 and 5.2 Hz, 1H), 4.38 (dd, J = 3.3 and 4.2 Hz, 1H), 4.23 (t, J = 4.7 Hz, 1H), 4.02 (m, 1H), 3.70 (t, J = 5.0 Hz, 1H), 3.38 (s, 3H), 3.10 (m, 2H), 2.81 (t, J = 7.3 Hz, 1H), 1.98 (m, 2H), 1.75-1.50 (m, 6H), 1.22 (m, 2H)。
【０３６３】
IR (KBr) νcm-1: 3333, 2925, 2853, 1684, 1530, 1462, 1451, 1386, 1263, 1137, 1116, 1093, 1058。
実施例１３（化合物番号6406）
【０３６４】
【化３７】
【０３６５】
2−(1−シクロヘキセニル)エチルアミン200μLを用い、実施例３と同様に合成して、目的化合物30mgを得た。
【０３６６】
1H NMR (CD3OD) δppm: 7.87 (d, J = 8.1 Hz, 1H), 5.94 (m, 1H), 5.80 (d, J = 4.2 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.48 (br s, 1H), 5.20 (d, J = 4.7 Hz, 1H), 4.65 (d, J = 2.1 Hz, 1H), 4.48 (m, 1H), 4.38 (t, J = 3.9 Hz, 1H), 4.24 (t, J = 4.7 Hz, 1H), 4.02 (t, J = 4.2 Hz, 1H), 3.70 (t, J = 5.2 Hz, 1H), 3.38 (s, 3H), 3.30 (m, 2H), 2.17 (t, J = 7.4 Hz, 1H), 1.98 (m, 4H), 1.65-1.53 (m, 4H)。
【０３６７】
IR (KBr) νcm-1: 3348, 2929, 2858, 2836, 1685, 1530, 1462, 1389, 1267, 1137, 1115, 1093, 1059。
実施例１４（化合物番号6411）
【０３６８】
【化３８】
【０３６９】
シス−オクタデセン−9−イルアミン200μLを用い、実施例３と同様に合成して、目的化合物32mgを得た。
【０３７０】
1H NMR (CD3OD) δppm: 7.87 (d, J = 8.1 Hz, 1H), 5.94 (m, 1H), 5.81 (d, J = 4.1 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.34 (t, J = 4.5 Hz, 2H), 5.21 (d, J = 4.4 Hz, 1H), 4.69 (d, J = 2.1 Hz, 1H), 4.50 (dd, J = 2.0 and 5.2 Hz, 1H), 4.38 (t, J = 4.0 Hz, 1H), 4.23 (t, J = 4.5 Hz, 1H), 4.03 (t, J = 4.2 Hz, 1H), 3.70 (t, J = 5.1 Hz, 1H), 3.38 (s, 3H), 2.79 (t, J = 7.4 Hz, 1H), 2.00 (m, 6H), 1.55 (m, 4H), 1.32 (m, 20H), 0.90 (d, J = 6.2 Hz, 3H)。
【０３７１】
IR (KBr) νcm-1: 3308, 3006, 2925, 2854, 1685, 1533, 1466, 1385, 1098。
実施例１５（化合物番号6416）
【０３７２】
【化３９】
【０３７３】
3−（エトキシ）プロピルアミン200μLを用い、実施例３と同様に合成して、目的化合物35mgを得た。
【０３７４】
1H NMR (CD3OD) δppm: 7.86 (d, J = 8.1 Hz, 1H), 5.94 (m, 1H), 5.79 (d, J = 1.9 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.21 (d, J = 4.2 Hz, 1H) , 4.65 (d, J = 1.6 Hz, 1H), 4.49 (dd, J = 2.0 and 5.6 Hz, 1H), 4.38 (dd, J = 3.2 and 4.3 Hz, 1H), 4.24 (t, J = 4.3 Hz, 1H), 4.03 (m, 1H), 3.69 (t, J = 5.2 Hz, 2H), 3.50 (m, 4H), 3.37 (s, 3H), 1.89 (m, 2H), 1.18 (t J = 7.2 Hz, 3H)。
【０３７５】
IR (KBr) νcm-1: 3351, 2972, 2933, 2874, 1685, 1532, 1462, 1386, 1267, 1221, 1136, 1115, 1058, 1023。
実施例１６（化合物番号6421）
【０３７６】
【化４０】
【０３７７】
3−（メチルチオ）プロピルアミン200μLを用い、実施例３と同様に合成して、目的化合物30mgを得た。
【０３７８】
1H NMR (CD3OD) δppm: 7.87 (d, J = 8.1 Hz, 1H), 5.95 (m, 1H), 5.79 (d, J = 4.0 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.21 (d, J = 4.4 Hz, 1H), 4.68 (d, J = 2.1 Hz, 1H), 4.50 (dd, J = 2.0 and 5.6 Hz, 1H), 4.38 (dd, J = 3.2 and 4.3 Hz, 1H), 4.24 (t, J = 4.6 Hz, 1H), 4.04 (t, J = 4.2 Hz, 1H), 3.70 (t, J = 5.2 Hz, 1H), 3.38 (m, 2H), 3.37 (s, 3H), 2.52 (t J = 7.4 Hz, 2H), 2.08 (s, 3H), 1.84 (m, 2H)。
【０３７９】
IR (KBr) νcm-1: 3351, 2925, 1685, 1532, 1462, 1390, 1267, 1137, 1115, 1094, 1057, 976。
実施例１７（化合物番号6431）
【０３８０】
【化４１】
【０３８１】
2,2-（ジエトキシ）エチルアミン200μLを用い、実施例３と同様に合成して、目的化合物21mgを得た。
【０３８２】
1H NMR (CD3OD) δppm: 7.88 (d, J = 8.1 Hz, 1H), 5.97 (m, 1H), 5.81 (d, J = 4.3 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.22 (d, J = 4.7 Hz, 1H), 4.66 (d, J = 2.1 Hz, 1H), 4.62 (t, J = 5.3 Hz, 1H), 4.50 (dd, J = 2.0 and 5.2 Hz, 1H), 4.38 (t, J = 4.0 Hz, 1H), 4.24 (t, J = 4.7 Hz, 1H), 4.02 (m, 1H), 3.70 (m, 3H), 3.55 (m, 2H), 3.47-3.33 (m, 2H), 3.37 (s, 3H), 1.20 (m, 6H)。
【０３８３】
IR (KBr) νcm-1: 3350, 2877, 2935, 1686, 1531, 1462, 1385, 1268, 1122, 1091, 1058。
実施例１８（化合物番号6436）
【０３８４】
【化４２】
【０３８５】
2−ヒドロキシエチルアミン200μLを用い、実施例３と同様に合成して、目的化合物28mgを得た。
【０３８６】
1H NMR (CD3OD) δppm: 7.87 (d, J = 8.1 Hz, 1H), 5.97 (d, J = 2.4 Hz, 1H), 5.81 (d, J = 4.4 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.21 (d, J = 4.6 Hz, 1H), 4.69 (d, J = 2.1 Hz, 1H), 4.51 (dd, J = 1.8 and 5.1 Hz, 1H), 4.38 (t, J = 4.0 Hz, 1H), 4.24 (t, J = 4.7 Hz, 1H), 4.02 (m, 1H), 3.73 (t, J = 5.1 Hz, 1H), 3.63 (m, 4H), 3.37 (s, 3H)。
【０３８７】
IR (KBr) νcm-1: 3337, 2937, 1684, 1535, 1462, 1426, 1394, 1361, 1264, 1139, 1115, 1092, 1058。
実施例１９（化合物番号6441）
【０３８８】
【化４３】
【０３８９】
1,2−ジアミノエタン200μLを用い、実施例３と同様に合成して、目的化合物26mgを得た。
【０３９０】
1H NMR (CD3OD) δppm: 7.85 (d, J = 8.1 Hz, 1H), 5.98 (m, 1H), 5.77 (d, J = 3.8 Hz, 1H), 5.74 (d, J = 8.1 Hz, 1H), 5.23 (d, J = 4.2 Hz, 1H), 4.65 (d, J = 1.8 Hz, 1H), 4.48 (dd, J = 2.0 and 5.7 Hz, 1H), 4.40 (dd, J = 3.2 and 4.3 Hz, 1H), 4.25 (t, J = 3.9 Hz, 1H), 4.06 (m, 1H), 3.70 (m, 2H), 3.37 (s, 3H), 2.95 (m, 2H)。
【０３９１】
IR (KBr) νcm-1: 3305, 2940, 1682, 1532, 1464, 1428, 1396, 1265, 1203, 1180, 1136, 1095, 1060, 1021。
実施例２０（化合物番号6451）
【０３９２】
【化４４】
【０３９３】
5−ヒドロキシペンチルアミン200μLを用い、実施例３と同様に合成して、目的化合物19mgを得た。
【０３９４】
1H NMR (CD3OD) δppm: 7.86 (d, J = 8.1 Hz, 1H), 5.94 (m, 1H), 5.80 (d, J = 4.2 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.21 (d, J = 4.4 Hz, 1H), 4.69 (d, J = 2.0 Hz, 1H), 4.50 (dd, J = 1.9 and 5.4 Hz, 1H), 4.38 (dd, J = 3.3 and 4.3 Hz, 1H), 4.23 (t, J = 4.6 Hz, 1H), 4.03 (m, 1H), 3.55 (m, 2H), 3.38 (s, 3H), 2.75 (t, J = 7.0 Hz, 2H), 1.55 (m, 6H)。
【０３９５】
IR (KBr) νcm-1: 3336, 2935, 1684, 1644, 1532, 1461, 1391, 1264, 1139, 1115, 1091, 1057。
実施例２１（化合物番号6456）
【０３９６】
【化４５】
【０３９７】
2−フェニルエチルアミン200μLを用い、実施例３と同様に合成して、目的化合物35mgを得た。
【０３９８】
1H NMR (CD3OD) δppm: 7.87 (d, J = 8.1 Hz, 1H), 7.30 (m, 2H), 7.22 (m, 3H), 5.96 (m, 1H), 5.80 (d, J = 4.1 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.20 (d, J = 4.7 Hz, 1H), 4.64 (d, J = 2.0 Hz, 1H), 4.50 (dd, J = 2.0 and 5.3 Hz, 1H), 4.38 (dd, J = 3.3 and 4.2 Hz, 1H), 4.23 (t, J = 4.5 Hz, 1H), 4.02 (t, J = 4.1 Hz, 1H), 3.69 (t, J = 5.1 Hz, 1H), 3.48 (m, 2H), 3.35 (s, 3H), 2.84 (t, J = 7.6 Hz, 2H)。
【０３９９】
IR (KBr) νcm-1: 3392, 3368, 2932, 1685, 1532, 1497, 1458, 1390, 1267, 1136, 1115, 1094, 1059, 1029。
実施例２２（化合物番号6461）
【０４００】
【化４６】
【０４０１】
2−（4−メチルフェニル）エチルアミン200μLを用い、実施例３と同様に合成して、目的化合物29mgを得た。
【０４０２】
1H NMR (CD3OD) δppm: 7.86 (d, J = 8.1 Hz, 1H), 7.10 (s, 4H), 5.96 (m, 1H), 5.80 (d, J = 4.1 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.19 (d, J = 4.7 Hz, 1H), 4.64 (d, J = 2.1 Hz, 1H), 4.49 (dd, J = 2.0 and 5.5 Hz, 1H), 4.38 (t, J = 3.9 Hz, 1H), 4.23 (t, J = 4.5 Hz, 1H), 4.02 (m, 1H), 3.69 (t, J = 5.1 Hz, 1H), 3.45 (m, 2H), 3.34 (s, 3H), 2.79 (t, J = 6.6 Hz, 2H), 2.29 (s, 3H)。
【０４０３】
IR (KBr) νcm-1: 3400, 2930, 1684, 1531, 1517, 1463, 1385, 1267, 1137, 1115, 1095, 1060。
実施例２３（化合物番号6466）
【０４０４】
【化４７】
【０４０５】
2−（2−メトキシフェニル）エチルアミン200μLを用い、実施例３と同様に合成して、目的化合物28mgを得た。
【０４０６】
1H NMR (CD3OD) δppm: 7.86 (d, J = 8.1 Hz, 1H), 7.19 (t, J = 7.8 Hz, 1H), 7.14 (d, J = 7.4 Hz, 1H), 6.93 (d, J = 8.4 Hz, 1H), 6.87 (t, J = 7.4 Hz, 1H), 5.95 (m, 1H), 5.80 (d, J = 4.2 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.19 (d, J = 4.5 Hz, 1H), 4.63 (d, J = 2.0 Hz, 1H), 4.48 (dd, J = 1.9 and 5.6 Hz, 1H), 4.38 (t, J = 4.0 Hz, 1H), 4.22 (t, J = 4.5 Hz, 1H), 4.02 (m, 1H), 3.83 (s, 3H), 3.66 (t, J = 5.2 Hz, 1H), 3.46 (m, 2H), 3.34 (s, 3H), 2.86 (m, 2H)。
【０４０７】
IR (KBr) νcm-1: 3365, 2933, 1685, 1531, 1495, 1464, 1389, 1266, 1245, 1118, 1054, 1024。
実施例２４（化合物番号6476）
【０４０８】
【化４８】
【０４０９】
2−（4−メトキシフェニル）エチルアミン200μLを用い、実施例３と同様に合成して、目的化合物35mgを得た。
【０４１０】
1H NMR (CD3OD) δppm: 7.87 (d, J = 8.1 Hz, 1H), 7.14 (d, J = 8.7 Hz, 2H), 6.85 (d, J = 8.7 Hz, 2H), 5.96 (m, 1H), 5.80 (d, J = 4.0 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.20 (d, J = 4.6 Hz, 1H), 4.64 (d, J = 1.7 Hz, 1H), 4.50 (dd, J = 2.0 and 5.3 Hz, 1H), 4.38 (m, 1H), 4.23 (t, J = 4.6 Hz, 1H), 4.02 (t, J = 4.2 Hz, 1H), 3.76 (s, 3H), 3.69 (t, J = 5.2 Hz, 1H), 3.45 (m, 2H), 3.34 (s, 3H), 2.76 (m, 2H)。
【０４１１】
IR (KBr) νcm-1: 3342, 2935, 1685, 1513, 1461, 1391, 1361, 1301, 1247, 1178, 1138, 1115, 1093, 1059, 1031。
実施例２５（化合物番号6481）
【０４１２】
【化４９】
【０４１３】
2−（3,4−ジメトキシフェニル）エチルアミン200μLを用い、実施例３と同様に合成して、目的化合物39mgを得た。
【０４１４】
1H NMR (CD3OD) δppm: 7.86 (d, J = 8.1 Hz, 1H), 6.88 (d, J = 8.1 Hz, 1H), 6.84 (d, J = 1.7 Hz, 1H), 6.77 (dd, J = 1.7 and 8.1 Hz, 1H), 5.96 (m, 1H), 5.79 (d, J = 4.1 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.20 (d, J = 4.4 Hz, 1H), 4.64 (d, J = 2.1 Hz, 1H), 4.49 (dd, J = 1.9 and 5.3 Hz, 1H), 4.38 (t, J = 3.9 Hz, 1H), 4.23 (t, J = 4.5 Hz, 1H), 4.02 (t, J = 4.2 Hz, 1H), 3.82 (s, 3H), 3.80 (s, 3H), 3.68 (t, J = 5.2 Hz, 1H), 3.45 (m, 2H), 3.33 (s, 3H), 2.78 (t, J = 7.4 Hz, 2H)。
【０４１５】
IR (KBr) νcm-1: 3350, 2937, 2837, 1685, 1516, 1464, 1418, 1389, 1263, 1237, 1141, 1116, 1094, 1059, 1026。
実施例２６（化合物番号6486）
【０４１６】
【化５０】
【０４１７】
2−（4−フルオロフェニル）エチルアミン200μLを用い、実施例３と同様に合成して、目的化合物33mgを得た。
【０４１８】
1H NMR (CD3OD) δppm: 7.87 (d, J = 8.1 Hz, 1H), 7.23 (m, 2H), 7.01 (t, J = 8.8 Hz, 2H), 5.95 (m, 1H), 5.80 (d, J = 4.1 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.20 (d, J = 4.5 Hz, 1H), 4.65 (d, J = 1.7 Hz, 1H), 4.50 (dd, J = 2.0 and 5.3 Hz, 1H), 4.38 (dd, J = 3.3 and 4.2 Hz, 1H), 4.23 (t, J = 4.6 Hz, 1H), 4.03 (t, J = 4.2 Hz, 1H), 3.69 (t, J = 5.1 Hz, 1H), 3.45 (m, 2H), 3.35 (s, 3H), 2.83 (t, J = 7.5 Hz, 2H)。
【０４１９】
IR (KBr) νcm-1: 3349, 2935, 1685, 1531, 1510, 1463, 1391, 1266, 1222, 1137, 1116, 1098, 1059。
実施例２７（化合物番号6496）
【０４２０】
【化５１】
【０４２１】
2−（3−クロロフェニル）エチルアミン200μLを用い、実施例３と同様に合成して、目的化合物33mgを得た。
【０４２２】
1H NMR (CD3OD) δppm: 7.86 (d, J = 8.1 Hz, 1H), 7.30-7.15 (m, 4H), 5.96 (m, 1H), 5.80 (d, J = 4.2 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.20 (d, J = 4.4 Hz, 1H), 4.65 (d, J = 2.1 Hz, 1H), 4.50 (dd, J = 2.0 and 5.3 Hz, 1H), 4.38 (t, J = 3.9 Hz, 1H), 4.23 (t, J = 4.6 Hz, 1H), 4.02 (m, 1H), 3.69 (t, J = 5.2 Hz, 1H), 3.45 (m, 2H), 3.35 (s, 3H), 2.84 (t, J = 7.4 Hz, 2H)。
【０４２３】
IR (KBr) νcm-1: 3401, 2934, 1684, 1599, 1574, 1530, 1463, 1389, 1267, 1136, 1116, 1096, 1059。
実施例２８（化合物番号6506）
【０４２４】
【化５２】
【０４２５】
2−（2,4−ジクロロフェニル）エチルアミン200μLを用い、実施例３と同様に合成して、目的化合物33mgを得た。
【０４２６】
1H NMR (CD3OD) δppm: 7.87 (d, J = 8.1 Hz, 1H), 7.44 (d, J = 1.8 Hz, 1H), 7.29 (m, 2H), 5.94 (d, J = 2.5 Hz, 1H), 5.80 (d, J = 4.1 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.20 (d, J = 4.5 Hz, 1H), 4.66 (d, J = 2.0 Hz, 1H), 4.49 (dd, J = 1.8 and 5.4 Hz, 1H), 4.38 (t, J = 3.9 Hz, 1H), 4.23 (t, J = 4.4 Hz, 1H), 4.02 (t, J = 4.2 Hz, 1H), 3.69 (t, J = 5.2 Hz, 1H), 3.50 (m, 2H), 3.35 (s, 3H), 2.98 (m, 2H)。
【０４２７】
IR (KBr) νcm-1: 3402, 2931, 1684, 1591, 1530, 1473, 1386, 1268, 1115, 1054。
実施例２９（化合物番号6511）
【０４２８】
【化５３】
【０４２９】
2−（4−ヒドロキシフェニル）エチルアミン200μLを用い、実施例３と同様に合成して、目的化合物43mgを得た。
【０４３０】
1H NMR (CD3OD) δppm: 7.88 (d, J = 8.1 Hz, 1H), 7.42-7.25 (m, 4H), 5.98 (d, J = 3.5 Hz, 1H), 5.83 (t, J = 4.9 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.20 (t, J = 5.1 Hz, 1H), 4.75 (m, 1H), 4.67 (m, 1H), 4.52 (m, 1H), 4.48 (m, 1H), 4.26 (m, 1H), 4.00 (m, 1H), 3.75 (m, 1H), 3.55 (m, 2H), 3.40 and 3.35 (2 s, 3H), 3.33 (m, 1H)。
【０４３１】
IR (KBr) νcm-1: 3339, 2934, 1681, 1532, 1495, 1455, 1389, 1267, 1199, 1138, 1115, 1094, 1062, 1027。
実施例３０（化合物番号6516）
【０４３２】
【化５４】
【０４３３】
2,2−ジフェニルエチルアミン200μLを用い、実施例３と同様に合成して、目的化合物22mgを得た。
【０４３４】
1H NMR (CD3OD) δppm: 7.84 (d, J = 8.1 Hz, 1H), 7.28 (m, 8H), 7.20 (m, 2H), 5.91 (d, J = 2.4 Hz, 1H), 5.80 (d, J = 4.3 Hz, 1H), 5.73 (d, J = 8.1 Hz, 1H), 5.11 (d, J = 4.8 Hz, 1H), 4.53 (d, J = 2.1 Hz, 1H), 4.45 (dd, J = 2.1 and 5.2 Hz, 1H), 4.35 (m, 2H), 4.20 (t, J = 4.5 Hz, 1H), 3.95 (m, 2H), 3.85 (m, 1H), 3.63 (t, J = 5.1 Hz, 1H), 3.31 (s, 3H)。
【０４３５】
IR (KBr) νcm-1: 3416, 3062, 3028, 2934, 1685, 1527, 1495, 1454, 1385, 1268, 1115, 1092, 1059。
実施例３１（化合物番号6521）
【０４３６】
【化５５】
【０４３７】
2−（ピリジン−2−イル）エチルアミン200μLを用い、実施例３と同様に合成して、目的化合物25mgを得た。
【０４３８】
1H NMR (CD3OD) δppm: 8.48 (d, J = 5.4 Hz, 1H), 7.87 (d, J = 8.2 Hz, 1H), 7.78 (m, 1H), 7.34 (d, J = 8.0 Hz, 1H), 7.28 (m, 1H), 5.94 (m, 1H), 5.80 (d, J = 4.3 Hz, 1H), 5.75 (d, J = 8.2 Hz, 1H), 5.20 (d, J = 4.5 Hz, 1H), 4.65 (d, J = 1.7 Hz, 1H), 4.49 (dd, J = 2.0 and 5.3 Hz, 1H), 4.38 (t, J = 3.8 Hz, 1H), 4.23 (t, J = 4.7 Hz, 1H), 4.02 (m, 1H), 3.70 (t, J = 5.1 Hz, 1H), 3.64 (m, 2H), 3.34 (s, 3H), 3.02 (t, J = 7.0 Hz, 2H)。
【０４３９】
IR (KBr) νcm-1: 3367, 2935, 1684, 1596, 1570, 1531, 1462, 1438, 1387, 1265, 1139, 1116, 1094, 1058。
実施例３２（化合物番号6526）
【０４４０】
【化５６】
【０４４１】
2−（チオフェン−2−イル）エチルアミン200μLを用い、実施例３と同様に合成して、目的化合物29mgを得た。
【０４４２】
1H NMR (CD3OD) δppm: 7.87 (d, J = 8.1 Hz, 1H), 7.21 (d, J = 5.1 Hz, 1H), 6.93 (dd, J = 3.7 and 5.1 Hz, 1H), 6.88 (d, J = 3.7 Hz, 1H), 5.96 (d, J = 4.0 Hz, 1H), 5.81 (d, J = 4.3 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.20 (d, J = 4.8 Hz, 1H), 4.66 (d, J = 2.1 Hz, 1H), 4.50 (dd, J = 1.9 and 5.2 Hz, 1H), 4.39 (t, J = 4.0 Hz, 1H), 4.24 (t, J = 4.6 Hz, 1H), 4.02 (m, 1H), 3.71 (t, J = 5.1 Hz, 1H), 3.52 (m, 2H), 3.35 (s, 3H), 3.07 (t, J = 7.3 Hz, 2H)。
【０４４３】
IR (KBr) 3335, 2933, 1685, 1529, 1462, 1390, 1266, 1115, 1094, 1059。
実施例３３（化合物番号6531）
【０４４４】
【化５７】
【０４４５】
ベンジルアミン109μLを用い、実施例３と同様に合成して、目的化合物28mgを得た。
【０４４６】
1H NMR (CD3OD) δppm: 7.86 (d, J = 8.1 Hz, 1H), 7.31 (m, 4H), 7.24 (m, 1H), 5.98 (m, 1H), 5.79 (d, J = 4.3 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.21 (d, J = 4.5 Hz, 1H), 4.68 (d, J = 2.1 Hz, 1H), 4.46 (m, 2H), 4.35 (m, 1H), 4.21 (t, J = 4.5 Hz, 1H), 4.04 (t, J = 4.4 Hz, 1H), 3.67 (t, J = 5.1 Hz, 1H), 3.20 (s, 3H)。
【０４４７】
IR (KBr) νcm-1: 3350, 2929, 1685, 1529, 1457, 1391, 1267, 1115, 1093, 1059, 1022。
実施例３４（化合物番号6536）
【０４４８】
【化５８】
【０４４９】
2−メチルベンジルアミン200μLを用い、実施例３と同様に合成して、目的化合物29mgを得た。
【０４５０】
1H NMR (CD3OD) δppm: 7.87 (d, J = 8.1 Hz, 1H), 7.24 (m, 1H), 7.15 (m, 3H), 5.98 (d, J = 3.9 Hz, 1H), 5.80 (d, J = 4.3 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.22 (d, J = 4.7 Hz, 1H), 4.69 (d, J = 2.0 Hz, 1H), 4.48 (m, 3H), 4.40 (m, 1H), 4.22 (t, J = 4.6 Hz, 1H), 4.03 (m, 1H), 3.69 (t, J = 5.1 Hz, 1H), 3.21 (s, 3H), 2.33 (s, 3H)。
【０４５１】
IR (KBr) νcm-1: 3349, 2935, 1685, 1527, 1462, 1386, 1268, 1116, 1091, 1058。
実施例３５（化合物番号6546）
【０４５２】
【化５９】
【０４５３】
4−フルオロベンジルアミン200μLを用い、実施例３と同様に合成して、目的化合物13mgを得た。
【０４５４】
1H NMR (CD3OD) δppm: 7.85 (d, J = 8.1 Hz, 1H), 7.34 (m, 2H), 7.05 (m, 2H), 5.98 (m, 1H), 5.78 (d, J = 4.2 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.22 (d, J = 4.4 Hz, 1H), 4.67 (d, J = 2.0 Hz, 1H), 4.43 (d, J = 3.5 Hz, 2H), 4.39 (dd, J = 3.2 and 4.3 Hz, 1H), 4.22 (t, J = 4.5 Hz, 1H), 4.04 (t, J = 4.3 Hz, 1H), 3.66 (t, J = 5.1 Hz, 1H), 3.20 (s, 3H)
IR (KBr) νcm-1: 3351, 2935, 1684, 1526, 1510, 1462, 1416, 1387, 1359, 1266, 1222, 1137, 1115, 1095, 1059, 1020。
実施例３６（化合物番号6561）
【０４５５】
【化６０】
【０４５６】
3,4,5−トリメトキシベンジルアミン200μLを用い、実施例３と同様に合成して、目的化合物29mgを得た。
【０４５７】
1H NMR (CD3OD) δppm: 7.85 (d, J = 8.1 Hz, 1H), 6.65 (s, 2H), 5.99 (m, 1H), 5.77 (d, J = 4.0 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.22 (d, J = 4.3 Hz, 1H), 4.66 (d, J = 2.0 Hz, 1H), 4.47-4.34 (m, 4H), 4.21 (t, J = 4.3 Hz, 1H), 4.05 (t, J = 4.4 Hz, 1H), 3.82 (s, 6H), 3.73 (s, 3H), 3.64 (t, J = 5.5 Hz, 1H), 3.18 (s, 3H)。
【０４５８】
IR (KBr) νcm-1: 3349, 2939, 2838, 1686, 1594, 1527, 1507, 1462, 1423, 1387, 1357, 1330, 1265, 1237, 1125, 1058, 1020。
実施例３７（化合物番号6566）
【０４５９】
【化６１】
【０４６０】
3,4,−メチレンジオキシベンジルアミン200μLを用い、実施例３と同様に合成して、目的化合物31mgを得た。
【０４６１】
1H NMR (CD3OD) δppm: 7.85 (d, J = 8.1 Hz, 1H), 6.75 (m, 3H), 5.97 (m, 1H), 5.90 (s, 2H), 5.79 (d, J = 4.3 Hz, 1H), 5.74 (d, J = 8.1 Hz, 1H), 5.20 (d, J = 4.5 Hz, 1H), 4.67 (d, J = 2.1 Hz, 1H), 4.47 (dd, J = 1.8 and 5.4 Hz, 1H), 4.41-4.31 (m, 3H), 4.20 (t, J = 4.6 Hz, 1H), 4.02 (m, 1H), 3.66 (t, J = 5.1 Hz, 1H), 3.23 (s, 3H)。
【０４６２】
IR (KBr) νcm-1: 3350, 2935, 1685, 1528, 1503, 1491, 1462, 1444, 1386, 1253, 1115, 1096, 1056, 1039。
実施例３８（化合物番号6571）
【０４６３】
【化６２】
【０４６４】
（３８−１）
【０４６５】
【化６３】
【０４６６】
化合物（ＶＩ） 1.5gをシクロペンタノン75mLに溶かし、1,1−ジメトキシシクロペンタン16.5gと350mgのアンバーリスト15を加え、室温で撹拌した。3時間後に、不溶物をろ過して除き、溶媒を減圧下留去した。残渣をシリカゲルカラム(86g)に付し、３％メタノール−塩化メチレンで溶出して、目的化合物1.31gを得た。
【０４６７】
1H NMR (CDCl3) δppm: 8.94 (br s, 1H), 7.71 (d, J = 8.1 Hz, 1H), 8.18 (br s, 1H), 6.39 (d, J = 4.4 Hz, 1H), 6.31 (m, 1H), 5.94 (d, J = 4.9 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 4.70 (m, 1H), 4.60 (m, 2H), 4.52 (m, 1H), 4.25 (t, J = 5.3 Hz, 1H), 4.15 (m, 1H), 3.99 (m, 1H), 3.82 (s, 3H), 3.58 (s, 3H), 2.05-1.60 (m, 8H)。
（３８−２）
【０４６８】
【化６４】
【０４６９】
実施例（３８−１）の化合物1.31gをメタノール200mLと水200mLの混合溶媒に溶かし、0.2N水酸化ナトリウム水溶液100mLを加え、室温で撹拌した。4分後に、反応液をDowex 50Wx8(H+型)に付し、メタノール−水（１：１）で溶出して、目的化合物を得た。
（３８−３）
【０４７０】
【化６５】
【０４７１】
実施例（３８−２）の化合物80mgをDMF1.4ｍLに溶かし、L-(−)-α-フェネチルアミン38μLとHOBT33ｍｇとDIPC54μLを加え、室温で撹拌した。2時間後にメタノール1mLを加え、溶媒を減圧下留去した。残渣を塩化メチレン33mLに溶かし、トリフルオロ酢酸（TFA）1.76mLを加え、室温で撹拌した。5.5時間後に溶媒を減圧下留去し、残渣をシリカゲルカラム(9g)に付し、７％メタノール−塩化メチレンで溶出して、目的化合物79mgを得た。
【０４７２】
1H NMR (CD3OD) δppm: 7.85 (d, J = 8.1 Hz, 1H), 7.35(m,4H), 7.22 (m, 1H), 5.95 (m, 1H), 5.78 (d, J = 4.4 Hz, 1H), 5.74 (d, J = 8.1 Hz, 1H), 5.24 (d, J = 4.6 Hz, 1H), 5.14 (quartet, J = 6.9 Hz, 1H), 4.71 (d, J = 2.0 Hz, 1H), 4.47 (dd, J = 1.7 and 5.1 Hz, 1H), 4.38 (t, J = 3.9 Hz, 1H), 4.18 (t, J = 4.7 Hz, 1H), 4.03 (m, 1H), 3.61 (t, J = 5.0 Hz, 1H), 3.02 (s, 3H), 1.52 (d, J = 7.2 Hz, 3H)。
【０４７３】
IR (KBr) νcm-1: 03339, 2927, 2853, 1685, 1524, 1462, 1386, 1332, 1269, 1205, 1137, 1117, 1060, 1022。
実施例３９（化合物番号6576）
【０４７４】
【化６６】
【０４７５】
2−アミノメチルナフタレン200μLを用い、実施例３と同様に合成して、目的化合物28mgを得た。
【０４７６】
1H NMR (CD3OD) δppm: 7.85 (m, 3H), 7.50 (m, 4H), 6.02 (d, J = 3.9 Hz, 1H), 5.77 (d, J = 4.3 Hz, 1H), 5.73 (d, J = 8.1 Hz, 1H), 5.19 (d, J = 4.9 Hz, 1H), 5.00 (d, J = 15 Hz, 1H), 4.90 (d, J = 15.0 Hz, 1H), 4.65 (d, J = 2.1 Hz, 1H), 4.43 (dd, J = 2.0 and 5.2 Hz, 1H), 4.40 (t, J = 3.5 Hz, 1H), 4.16 (t, J = 4.6 Hz, 1H), 4.02 (t, J = 4.9 Hz, 1H), 3.62 (t, J = 5.1 Hz, 1H), 3.05 (s, 3H)。
【０４７７】
IR (KBr) νcm-1: 3349, 2935, 1685, 1527, 1462, 1397, 1266, 1116, 1094, 1060, 1023。
実施例４０（化合物番号6581）
【０４７８】
【化６７】
【０４７９】
2−アミノメチルフラン200μLを用い、実施例３と同様に合成して、目的化合物26mgを得た。
【０４８０】
1H NMR (CD3OD) δppm: 7.85 (m, 3H), 7.40 (d, J = 2.4 Hz, 1H), 6.33 (m, 1H), 6.27 (m, 1H), 5.98 (m, 1H), 5.80 (d, J = 4.4 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.20 (d, J = 4.7 Hz, 1H), 4.68 (d, J = 2.1 Hz, 1H), 4.51-4.37 (m, 4H), 4.21 (t, J = 4.7 Hz, 1H), 4.02 (m, 1H), 3.68 (t, J = 5.1 Hz, 1H), 3.27 (s, 3H)。
【０４８１】
IR (KBr) νcm-1: 3365, 2934, 1685, 1528, 1463, 1391, 1332, 1268, 1140, 1115, 1093, 1059, 1019。
実施例４１（化合物番号6586）
【０４８２】
【化６８】
【０４８３】
2−アミノメチルチオフェン200μLを用い、実施例３と同様に合成して、目的化合物22mgを得た。
【０４８４】
1H NMR (CD3OD) δppm: 7.85 (d, J = 8.1 Hz, 1H), 7.27 (d, J = 5.1 Hz, 1H), 7.02 (m, 1H), 6.92 (m, 1H), 5.98 (d, J = 2.4 Hz, 1H), 5.79 (d, J = 4.4 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.20 (d, J = 4.4 Hz, 1H), 4.67 (d, J = 2.2 Hz, 1H), 4.65 (d, J = 15.0 Hz, 1H), 4.59 (d, J = 15.0 Hz, 1H), 4.47 (dd, J = 1.7 and 5.1 Hz, 1H), 4.39 (t, J = 4.9 Hz, 1H), 4.20 (t, J = 4.6 Hz, 1H), 4.02 (m, 1H), 3.66 (t, J = 5.1 Hz, 1H), 3.21 (s, 3H)。
【０４８５】
IR (KBr) νcm-1: 3334, 2930, 1684, 1522, 1462, 1390, 1267, 1223, 1115, 1092, 1059。
実施例４２（化合物番号6591）
【０４８６】
【化６９】
【０４８７】
4−t−ブチルシクロヘキシルアミンの代わりに2−アミノメチルピリジン108μLを用い、実施例（９−３）と同様に合成して、目的化合物79mgを得た。
【０４８８】
1H NMR (CD3OD) δppm: 8.49 (d, J = 5.2 Hz, 1H), 7.88 (d, J = 8.1 Hz, 1H), 7.80 (m, 1H), 7.42 (m, 1H), 7.30 (m, 1H), 6.01 (m, 1H), 5.81 (d, J = 4.4 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.25 (d, J = 4.5 Hz, 1H), 4.70 (d, J = 2.0 Hz, 1H), 4.59 (s, 2H), 4.51 (dd, J = 2.0 and 5.2 Hz, 1H), 4.41 (t, J = 4.0 Hz, 1H), 4.26 (t, J = 4.5 Hz, 1H), 4.02 (m, 1H), 3.75 (t, J = 5.0 Hz, 1H), 3.30 (s, 3H)。
【０４８９】
IR (KBr) νcm-1: 3334, 2932, 1684, 1597, 1572, 1528, 1463, 1438, 1392, 1266, 1139, 1116, 1095, 1059, 1021。
実施例４３（化合物番号2）
【０４９０】
【化７０】
【０４９１】
実施例（３８−２）の化合物50mgと、L-(−)-α-フェネチルアミンの代わりにアニリン108μLを用い、実施例（３８−３）と同様に合成し、精製は高速液体カラムクロマトグラフィー（HPLC; Inertsil PREP-ODS, 30 x 250 mm）を用い、１５％アセトニトリル水で溶出し、凍結乾燥して目的化合物22mgを得た。
【０４９２】
1H NMR (CD3OD) δppm: 7.87 (d, J = 8.1 Hz, 1H), 7.64 (d, J = 8.8 Hz, 2H), 7.34 (t, J = 7.5 Hz, 2H), 7.15 (t, J = 7.3 Hz, 1H), 6.09 (m, 1H), 5.77 (d, J = 3.7 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.30 (d, J = 4.3 Hz, 1H), 4.85 (m, 1H), 4.52 (dd, J = 1.8 and 6.0 Hz, 1H), 4.45 (m, 1H), 4.26 (t, J = 4.2 Hz, 1H), 4.10 (m, 1H), 3.75 (t, J = 5.5 Hz, 1H), 3.28 (s, 3H)。
【０４９３】
IR (KBr) νcm-1: 3339, 2936, 1685, 1599, 1534, 1497, 1462, 1444, 1391, 1323, 1269, 1113, 1060, 1018, 977。
実施例４４（化合物番号142）
【０４９４】
【化７１】
【０４９５】
実施例（３８−２）の化合物120mgと、L-(−)-α-フェネチルアミンの代わりに4−エチルアニリン57μLを用い、実施例（３８−３）と同様に合成し、精製は高速液体カラムクロマトグラフィー（HPLC; Inertsil PREP-ODS, 30 x 250 mm）を用い、３０％アセトニトリル水で溶出し、凍結乾燥して目的化合物48mgを得た。
【０４９６】
1H NMR (CD3OD) δppm: 7.86 (d, J = 8.1 Hz, 1H), 7.53 (d, J = 8.5 Hz, 2H), 7.18 (d, J = 8.5 Hz, 2H), 6.14 (m, 1H), 5.77 (d, J = 3.7 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.29 (d, J = 4.4 Hz, 1H), 4.85 (m, 1H), 4.52 (dd, J = 1.9 and 6.1 Hz, 1H), 4.44 (m, 1H), 4.26 (t, J = 4.4 Hz, 1H), 4.08 (t, J = 4.3 Hz, 1H), 3.75 (t, J = 5.5 Hz, 1H), 3.28 (s, 3H), 2.62 (quartet, J = 7.6 Hz, 2H), 1.22 (t, J = 7.6 Hz, 3H)。
【０４９７】
IR (KBr) νcm-1: 3341, 2963, 2932, 1685, 1594, 1527, 1462, 1413, 1392, 1319, 1268, 1112, 1060, 1019, 977。
実施例４５（化合物番号3012）
【０４９８】
【化７２】
【０４９９】
実施例（３８−２）の化合物120mgと、L-(−)-α-フェネチルアミンの代わりに4−フルオロアニリン43μLを用い、実施例（３８−３）と同様に合成し、精製は高速液体カラムクロマトグラフィー（HPLC; Inertsil PREP-ODS, 30 x 250 mm）を用い、３０％アセトニトリル水で溶出し、凍結乾燥して目的化合物122mgを得た。
【０５００】
1H NMR (CD3OD) δppm: 7.86 (d, J = 8.1 Hz, 1H), 7.65 (m, 2H), 7.08 (m, 2H), 6.08 (m, 1H), 5.77 (d, J = 3.7 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.30 (d, J = 4.3 Hz, 1H), 4.85 (m, 1H), 4.51 (dd, J = 1.9 and 6.2 Hz, 1H), 4.44 (dd, J = 3.2 and 4.3 Hz, 1H), 4.25 (dd, J = 3.8 and 4.8 Hz, 1H), 4.10 (m, 1H), 3.74 (t, J = 5.5 Hz, 1H), 3.28 (s, 3H)。
【０５０１】
IR (KBr) νcm-1: 3342, 2969, 2936, 1686, 1624, 1576, 1533, 1510, 1464, 1410, 1391, 1326, 1314, 1269, 1215, 1129, 1115, 1060, 1018。
実施例４６（化合物番号3152）
【０５０２】
【化７３】
【０５０３】
実施例（３８−２）の化合物120mgと、L-(−)-α-フェネチルアミンの代わりに4−ブロモアニリン79mgを用い、実施例（３８−３）と同様に合成し、精製は高速液体カラムクロマトグラフィー（HPLC; Inertsil PREP-ODS, 30 x 250 mm）を用い、３０％アセトニトリル水で溶出し、凍結乾燥して目的化合物52mgを得た。
【０５０４】
1H NMR (CD3OD) δppm: 7.86 (d, J = 8.1 Hz, 1H), 7.61 (d, J = 8.9 Hz, 2H), 7.48 (d, J = 8.9 Hz, 2H), 6.08 (m, 1H), 5.76 (d, J = 3.7 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.30 (d, J = 4.0 Hz, 1H), 4.85 (m, 1H), 4.51 (dd, J = 2.0 and 6.0 Hz, 1H), 4.44 (dd, J = 3.2 and 4.3 Hz, 1H), 4.25 (dd, J = 3.7 and 4.8 Hz, 1H), 4.09 (m, 1H), 3.73 (m, 1H), 3.27 (s, 3H)。
【０５０５】
IR (KBr) νcm-1: 3400, 2933, 1685, 1591, 1527, 1490, 1464, 1397, 1310, 1271, 1243, 1113, 1061, 1017, 977。
実施例４７（化合物番号2452）
【０５０６】
【化７４】
【０５０７】
実施例（３８−２）の化合物120mgと、L-(−)-α-フェネチルアミンの代わりに3−ベンジルオキシアニリン90mgを用い、実施例（３８−３）と同様に合成し、精製は高速液体カラムクロマトグラフィー（HPLC; Inertsil PREP-ODS, 30 x 250 mm）を用い、３０％アセトニトリル水で溶出し、凍結乾燥して目的化合物106mgを得た。
【０５０８】
1H NMR (CD3OD) δppm: 7.86 (d, J = 8.1 Hz, 1H), 7.44 (m, 3H), 7.37 (m, 2H), 7.30 (m, 1H), 7.23 (m, 2H), 6.80 (m, 1H), 6.09 (m, 1H), 5.77 (d, J = 3.6 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.29 (d, J = 4.3 Hz, 1H), 5.08 (s, 2H), 4.85 (m, 1H), 4.52 (dd, J = 1.9 and 6.2 Hz, 1H), 4.44 (t, J = 4.3 Hz, 1H), 4.25 (t, J = 4.2 Hz, 1H), 4.08 (m, 1H), 3.74 (t, J = 5.5 Hz, 1H), 3.26 (s, 3H)。
【０５０９】
IR (KBr) νcm-1: 3342, 2929, 1685, 1605, 1537, 1493, 1456, 1444, 1426, 1386, 1269, 1206, 1183, 1157, 1138, 1115, 1060, 1022。
実施例４８（化合物番号5462）
【０５１０】
【化７５】
【０５１１】
実施例（３８−２）の化合物120mgと、L-(−)-α-フェネチルアミンの代わりに2−ニトロアニリン63mgを用い、実施例（３８−３）と同様に合成し、精製は高速液体カラムクロマトグラフィー（HPLC; Inertsil PREP-ODS, 30 x 250 mm）を用い、３０％アセトニトリル水で溶出し、凍結乾燥して目的化合物８mgを得た。
【０５１２】
1H NMR (CD3OD) δppm: 8.73 (d, J = 8.6 Hz, 1H), 8.28 (d, J = 8.6 Hz, 1H), 7.96 (d, J = 8.1 Hz, 1H), 7.76 (t, J = 7.2 Hz, 1H), 7.34 (t, J = 7.2 Hz, 1H), 6.22 (d, J = 3.8 Hz, 1H), 5.88 (d, J = 5.2 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.34 (d, J = 5.8 Hz, 1H), 4.73 (d, J = 2.1 Hz, 1H), 4.57 (m, 1H), 4.45 (t, J = 4.1 Hz, 1H), 4.32 (t, J = 5.1 Hz, 1H), 4.05 (t, J = 5.1 Hz, 1H), 3.91 (t, J = 4.5 Hz, 1H), 3.36 (s, 3H)。
【０５１３】
IR (KBr) νcm-1: 3402, 3342, 2932, 1687, 1608, 1586, 1505, 1460, 1436, 1385, 1341, 1274, 1243, 1111, 1088, 1060, 1018。
実施例４９（化合物番号1822）
【０５１４】
【化７６】
【０５１５】
実施例（３８−２）の化合物120mgと、L-(−)-α-フェネチルアミンの代わりに2−メトキシアニリン51μLを用い、実施例（３８−３）と同様に合成し、精製は高速液体カラムクロマトグラフィー（HPLC; Inertsil PREP-ODS, 30 x 250 mm）を用い、２５％アセトニトリル水で溶出し、凍結乾燥して目的化合物77mgを得た。
【０５１６】
1H NMR (CD3OD) δppm: 8.15 (d, J = 9.0 Hz, 1H), 7.89 (d, J = 8.2 Hz, 1H), 7.13 (m, 1H), 7.05 (m, 1H), 6.95 (m, 1H), 6.12 (d, J = 3.6 Hz, 1H), 5.81 (d, J = 4.0 Hz, 1H), 5.75 (d, J = 8.2 Hz, 1H), 5.33 (d, J = 5.0 Hz, 1H), 4.64 (d, J = 1.8 Hz, 1H), 4.53 (dd, J = 2.0 and 5.4 Hz, 1H), 4.44 (t, J = 4.0 Hz, 1H), 4.23 (t, J = 4.5 Hz, 1H), 4.06 (m, 1H), 3.78 (t, J = 5.3 Hz, 1H), 3.28 (s, 3H)。
【０５１７】
IR (KBr) νcm-1: 3401, 3319, 2975, 2937, 2840, 1686, 1603, 1531, 1486, 1464, 1437, 1386, 1332, 1291, 1254, 1219, 1203, 1117, 1060, 1022。
実施例５０（化合物番号1472）
【０５１８】
【化７７】
【０５１９】
実施例（３８−２）の化合物120mgと、L-(−)-α-フェネチルアミンの代わりに4−（トリフルオロメチル）アニリン57μLを用い、実施例（３８−３）と同様に合成し、精製は高速液体カラムクロマトグラフィー（HPLC; Inertsil PREP-ODS, 30 x 250 mm）を用い、32％アセトニトリル水で溶出し、凍結乾燥して目的化合物49mgを得た。
【０５２０】
1H NMR (CD3OD) δppm: 7.89 (d, J = 8.7 Hz, 2H), 7.86 (d, J = 8.1 Hz, 1H), 7.64 (d, J = 8.7 Hz, 2H), 6.12 (m, 1H), 5.76 (d, J = 3.1 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.32 (d, J = 4.2 Hz, 1H), 4.85 (m, 1H), 4.52 (dd, J = 2.0 and 6.2 Hz, 1H), 4.46 (m, 1H), 4.23 (t, J = 4.2 Hz, 1H), 4.11 (m, 1H), 3.73 (dd, J = 5.0 and 6.2 Hz, 1H), 3.26 (s, 3H)。
【０５２１】
IR (KBr) νcm-1: 3401, 3349, 2936, 1686, 1617, 1602, 1532, 1464, 1412, 1326, 1266, 1251, 1163, 1114, 1066, 1017。
実施例５１（化合物番号1542）
【０５２２】
【化７８】
【０５２３】
実施例（３８−２）の化合物120mgと、L-(−)-α-フェネチルアミンの代わりに2,4−ジメチルアニリン56μLを用い、実施例（３８−３）と同様に合成し、目的化合物118mgを得た。
【０５２４】
1H NMR (CD3OD) δppm: 7.90 (d, J = 8.1 Hz, 2H), 7.27 (d, J = 8.1 Hz, 1H), 7.08 (s, 1H), 7.01 (d, J = 8.1 Hz, 1H), 6.07 (m, 1H), 5.81 (d, J = 3.9 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.31 (d, J = 4.5 Hz, 1H), 4.74 (d, J = 2.0 Hz, 1H), 4.53 (dd, J = 1.8 and 5.7 Hz, 1H), 4.44 (t, J = 4.3 Hz, 1H), 4.28 (t, J = 4.4 Hz, 1H), 4.18 (m, 1H), 3.80 (t, J = 3.3 Hz, 1H), 3.31 (s, 3H), 2.30 (s, 3H), 2.24 (s, 3H)。
【０５２５】
IR (KBr) νcm-1: 3408, 3349, 2925, 2854, 1685, 1598, 1525, 1462, 1395, 1265, 1205, 1183, 1135, 1113, 1061, 1019。
実施例５２（化合物番号4622）
【０５２６】
【化７９】
【０５２７】
実施例（３８−２）の化合物120mgと、L-(−)-α-フェネチルアミンの代わりに3−フルオロ−4−メチルアニリン52μLを用い、実施例（３８−３）と同様に合成し、目的化合物104mgを得た。
【０５２８】
1H NMR (CD3OD) δppm: 7.85 (d, J = 8.1 Hz, 2H), 7.52 (dd, J = 2.0 and 11.8 Hz, 1H), 7.30 (dd, J = 2.0 and 8.2 Hz, 1H), 7.18 (t, J = 8.4 Hz, 1H), 6.07 (m, 1H), 5.77 (d, J = 3.6 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.29 (d, J = 4.2 Hz, 1H), 4.85 (m, 1H), 4.51 (dd, J = 1.8 and 6.1 Hz, 1H), 4.44 (m, 1H), 4.25 (m, 1H), 4.08 (m, 1H), 3.73 (t, J = 5.5 Hz, 1H), 3.27 (s, 3H), 2.23 (s, 3H)。
【０５２９】
IR (KBr) νcm-1: 3332, 2927, 2854, 1685, 1599, 1530, 1462, 1414, 1316, 1268, 1204, 1119, 1060, 1020。
実施例５３（化合物番号212）
【０５３０】
【化８０】
【０５３１】
実施例（３８−２）の化合物150mgと、L-(-)-α-フェネチルアミンの代わりに4−ｎ−プロピルアニリン81μLを用い、実施例（３８−３）と同様に合成し、目的化合物93mgを得た。
【０５３２】
1H NMR (CD3OD) δppm: 7.87 (d, J = 8.1 Hz, 2H), 7.53 (d, J = 8.5 Hz, 2H), 7.16 (d, J = 8.5 Hz, 2H), 6.07 (d, J = 2.4 Hz, 1H), 5.77 (d, J = 3.7 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.29 (d, J = 4.4 Hz, 1H), 4.85 (m, 1H), 4.52 (dd, J = 1.9 and 6.1 Hz, 1H), 4.44 (dd, J = 3.3 and 4.2 Hz, 1H), 4.25 (dd, J = 3.9 and 4.8 Hz, 1H), 4.09 (t, J = 4.3 Hz, 1H), 3.75 (t, J = 5.4 Hz, 1H), 3.28 (s, 3H), 2.57 (t, J = 7.8 Hz, 2H), 1.64 (m, 2H), 0.93 (t, J = 7.4 Hz, 3H)。
【０５３３】
IR (KBr) νcm-1： 3400, 3351, 2958, 2932, 2972, 1685, 1595, 1527, 1463, 1413, 1385, 1320, 1269, 1112, 1060, 1018。
実施例５４（化合物番号352）
【０５３４】
【化８１】
【０５３５】
実施例（３８−２）の化合物150mgと、L-(-)-α-フェネチルアミンの代わりに4−n−ブチルアニリン81μLを用い、実施例（３８−３）と同様に合成し、目的化合物38mgを得た。
【０５３６】
1H NMR (CD3OD) δppm: 7.87 (d, J = 8.1 Hz, 1H), 7.52 (d, J = 8.5 Hz, 2H), 7.16 (d, J = 8.5 Hz, 2H), 6.07 (d, J = 2.4 Hz, 1H), 5.77 (d, J = 3.7 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.29 (d, J = 4.3 Hz, 1H), 4.85 (m, 1H), 4.52 (dd, J = 1.9 and 6.1 Hz, 1H), 4.44 (m, 1H), 4.25 (t, J = 4.2 Hz, 1H), 4.09 (t, J = 4.4 Hz, 1H), 3.74 (t, J = 5.5 Hz, 1H), 3.28 (s, 3H), 2.59 (t, J = 7.6 Hz, 2H), 1.60 (m, 2H), 1.35 (m, 2H), 0.93 (t, J = 7.3 Hz, 3H)。
【０５３７】
IR (KBr) νcm-1： 3390, 2957, 2929, 2873, 2859, 1685, 1595, 1527, 1465, 1413, 1385, 1353, 1320, 1259, 1107, 1060, 1019。
実施例５５（化合物番号562）
【０５３８】
【化８２】
【０５３９】
４−t−ブチルシクロヘキシルアミンの代わりに4−n−ペンチルアニリン81μLを用い、実施例（９−３）と同様に合成して、目的化合物27mgを得た。
【０５４０】
1H NMR (CD3OD) δppm: 7.87 (d, J = 8.1 Hz, 1H), 7.52 (d, J = 8.6 Hz, 2H), 7.15 (d, J = 8.6 Hz, 2H), 6.07 (d, J = 2.5 Hz, 1H), 5.77 (d, J = 3.7 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.29 (d, J = 4.3 Hz, 1H), 4.85 (m, 1H), 4.52 (dd, J = 2.0 and 6.0 Hz, 1H), 4.44 (t, J = 3.9 Hz, 1H), 4.25 (t, J = 4.2 Hz, 1H), 4.09 (m, 1H), 3.75 (t, J = 5.4 Hz, 1H), 3.28 (s, 3H), 2.59 (t, J = 7.7 Hz, 2H), 1.60 (m, 2H), 1.33 (m, 4H), 0.90 (t, J = 6.9 Hz, 3H)。
【０５４１】
IR (KBr) νcm-1： 3323, 2957, 2930, 2857, 1687, 1595, 1526, 1464, 1413, 1386, 1320, 1262, 1111, 1060, 1018。
実施例５６（化合物番号2662）
【０５４２】
【化８３】
【０５４３】
４−t−ブチルシクロヘキシルアミンの代わりに3,4−メチレンジオキシアニリン109mgを用い、実施例（９−３）と同様に合成して、目的化合物98mgを得た。
【０５４４】
1H NMR (CD3OD) δppm: 7.86 (d, J = 8.1 Hz, 1H), 7.26 (d, J = 2.1 Hz, 1H), 7.03 (dd, J = 2.1 and 8.2 Hz, 1H), 6.78 (d, J = 8.2 Hz, 1H), 6.06 (m, 1H), 5.94 (s, 1H), 5.77 (d, J = 3.7 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.28 (d, J = 4.3 Hz, 1H), 4.83 (m, 1H), 4.52 (dd, J = 1.9 and 6.0 Hz, 1H), 4.43 (m, 1H), 4.25 (m, 1H), 4.07 (m, 1H), 3.73 (t, J = 5.5 Hz, 1H), 3.29 (s, 3H)。
【０５４５】
IR (KBr) νcm-1： 3332, 2925, 2853, 1685, 1538, 1503, 1491, 1462, 1434, 1385, 1269, 1245, 1194, 1139, 1111, 1060, 1038, 1020。
実施例５７（化合物番号3712）
【０５４６】
【化８４】
【０５４７】
実施例（３８−２）の化合物200mgと、L-(-)-α-フェネチルアミンの代わりに3,4−ジフルオロアニリン75μLを用い、実施例（３８−３）と同様に合成し、目的化合物20mgを得た。1H NMR (CD3OD) δppm: 7.85 (d, J = 8.1 Hz, 1H), 7.76 (m, 1H), 7.40 (m, 1H), 7.23 (quartet, J = 9.5 Hz, 1H), 6.09 (m, 1H), 5.75 (d, J = 3.3 Hz, 1H), 5.74 (d, J = 8.1 Hz, 1H), 5.30 (d, J = 4.2 Hz, 1H), 4.82 (m, 1H), 4.50 (dd, J = 2.0 and 6.4 Hz, 1H), 4.44 (m, 1H), 4.25 (dd, J = 3.7 and 4.7 Hz, 1H), 4.10 (m, 1H), 3.72 (m, 1H), 3.26 (s, 3H)。
【０５４８】
IR (KBr) νcm-1： 3396, 3334, 2938, 2837, 1685, 1618, 1536, 1518, 1463, 1414, 1386, 1327, 1267, 1242, 1210, 1115, 1060, 1019。
実施例５８（化合物番号982）
【０５４９】
【化８５】
【０５５０】
実施例（３８−２）の化合物200mgと、L-(-)-α-フェネチルアミンの代わりに3−エチルアニリン75μLを用い、実施例（３８−３）と同様に合成し、目的化合物111mgを得た。
【０５５１】
1H NMR (CD3OD) δppm: 7.86 (d, J = 8.1 Hz, 1H), 7.48 (s, 1H), 7.47 (d, J = 8.0 Hz, 1H), 7.24 (dd, J = 7.5 and 8.0 Hz, 1H), 7.00 (d, J = 7.5 Hz, 1H), 6.08 (m, 1H), 5.77 (d, J = 3.7 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.30 (d, J = 4.4 Hz, 1H), 4.84 (m, 1H), 4.53 (dd, J = 1.9 and 6.1 Hz, 1H), 4.44 (m, 1H), 4.26 (m, 1H), 4.08 (m, 1H), 3.76 (t, J = 5.5 Hz, 1H), 3.29 (s, 3H), 2.64 (quartet, J = 7.6 Hz, 2H), 1.23 (t, J = 7.6 Hz, 3H)。
【０５５２】
IR (KBr) νcm-1： 3410, 2964, 2930, 1685, 1611, 1595, 1542, 1490, 1462, 1448, 1422, 1385, 1330, 1307, 1266, 1113, 1059, 1020。
実施例５９（化合物番号5742）
【０５５３】
【化８６】
【０５５４】
４−t−ブチルシクロヘキシルアミンの代わりに3−アミノフェノール87μLを用い、実施例（９−３）と同様に合成して、目的化合物118mgを得た。
【０５５５】
1H NMR (CD3OD) δppm: 7.87 (d, J = 8.1 Hz, 1H), 7.23 (t, J = 2.1 Hz, 1H), 7.13 (t, J = 8.1 Hz, 1H), 7.03 (dd, J = 2.1 and 8.0 Hz, 1H), 6.58 (dd, J = 2.1 and 8.0 Hz, 1H), 6.07 (m, 1H), 5.77 (d, J = 3.7 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.29 (d, J = 4.4 Hz, 1H), 4.83 (m, 1H), 4.52 (dd, J = 1.9 and 6.0 Hz, 1H), 4.44 (m, 1H), 4.26 (m, 1H), 4.08 (m, 1H), 3.76 (t, J = 5.4 Hz, 1H), 3.30 (s, 3H)。
【０５５６】
IR (KBr) νcm-1： 3390, 2936, 2836, 1684, 1604, 1541, 1494, 1455, 1386, 1334, 1271, 1175, 1113, 1060, 1020。
実施例６０（化合物番号4132）
【０５５７】
【化８７】
【０５５８】
４−t−ブチルシクロヘキシルアミンの代わりに3−クロロ−4−フルオロアニリン116μLを用い、実施例（９−３）と同様に合成して、目的化合物27mgを得た。
【０５５９】
1H NMR (CD3OD) δppm: 7.90 (dd, J = 2.7 and 6.6 Hz, 1H), 7.85 (d, J = 8.1 Hz, 1H), 7.15 (m, 2H), 6.09 (m, 1H), 5.76 (d, J = 3.0 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.30 (d, J = 3.9 Hz, 1H), 4.83 (m, 1H), 4.51 (dd, J = 2.0 and 6.2 Hz, 1H), 4.44 (dd, J = 3.2 and 4.2 Hz, 1H), 4.26 (m, 1H), 4.11 (m, 1H), 3.73 (m, 1H), 3.26 (s, 3H)。
【０５６０】
IR (KBr) νcm-1： 3409, 2957, 2928, 2854, 1685, 1604, 1537, 1502, 1466, 1400, 1385, 1260, 1138, 1116, 1065, 1007。
実施例６１（化合物番号1192）
【０５６１】
【化８８】
【０５６２】
４−t−ブチルシクロヘキシルアミンの代わりに2−ｎ−プロピルアニリン135μLを用い、実施例（９−３）と同様に合成して、目的化合物44mgを得た。
【０５６３】
1H NMR (CD3OD) δppm: 7.91 (d, J = 8.1 Hz, 1H), 7.44 (m, 1H), 7.27 (m, 1H), 7.22 (m, 2H), 6.09 (m, 1H), 5.80 (d, J = 3.7 Hz, 1H), 5.76 (d, J = 8.1 Hz, 1H), 5.33 (d, J = 4.5 Hz, 1H), 4.72 (d, J = 2.0 Hz, 1H), 4.52 (dd, J = 2.0 and 5.7 Hz, 1H), 4.45 (m, 1H), 4.29 (t, J = 4.5 Hz, 1H), 4.10 (t, J = 4.3 Hz, 1H), 3.80 (t, J = 5.3 Hz, 1H), 3.34 (s, 3H), 2.61 (t, J = 7.2 Hz, 2H), 1.63 (m, 2H), 0.95 (t, J = 7.3 Hz, 3H)。
【０５６４】
IR (KBr) νcm-1： 3423, 2960, 2933, 2873, 1685, 1588, 1525, 1455, 1385, 1267, 1111, 1060, 1019。
実施例６２（化合物番号2242）
【０５６５】
【化８９】
【０５６６】
４−t−ブチルシクロヘキシルアミンの代わりに4−ｎ−ブトキシアニリン95μLを用い、実施例（９−３）と同様に合成して、目的化合物47mgを得た。
【０５６７】
1H NMR (CD3OD) δppm: 7.87 (d, J = 8.1 Hz, 1H), 7.51 (d, J = 8.9 Hz, 2H), 6.89 (d, J = 8.9 Hz, 2H), 6.06 (m, 1H), 5.77 (d, J = 3.7 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.29 (d, J = 4.4 Hz, 1H), 4.83 (d, J = 2.1 Hz, 1H), 4.52 (dd, J = 2.0 and 5.9 Hz, 1H), 4.44 (dd, J = 3.3 and 4.2 Hz, 1H), 4.25 (m, 1H), 4.08 (t, J = 4.4 Hz, 1H), 3.96 (t, J = 6.5 Hz, 2H), 3.74 (t, J = 5.4 Hz, 1H), 3.29 (s, 3H), 1.74 (m, 2H), 1.50 (m, 2H), 0.98 (t, J = 7.6 Hz, 3H)。
【０５６８】
IR (KBr) νcm-1： 3407, 3358, 2958, 2935, 2874, 1685, 1597, 1528, 1512, 1465, 1414, 1385, 1245, 1173, 1112, 1061。
実施例６３（化合物番号2382）
【０５６９】
【化９０】
【０５７０】
４−t−ブチルシクロヘキシルアミンの代わりに4−ｎ−ヘキシルオキシアニリン110mgを用い、実施例（９−３）と同様に合成して、目的化合物46mgを得た。
【０５７１】
1H NMR (CD3OD) δppm: 7.86 (d, J = 8.1 Hz, 1H), 7.50 (m, 2H), 6.89 (m, 2H), 6.06 (m, 1H), 5.77 (d, J = 3.7 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.28 (d, J = 4.2 Hz, 1H), 4.83 (d, J = 1.7 Hz, 1H), 4.52 (dd, J = 2.1 and 5.9 Hz, 1H), 4.44 (t, J = 4.3 Hz, 1H), 4.25 (m, 1H), 4.08 (m, 1H), 3.96 (t, J = 6.5 Hz, 2H), 3.74 (t, J = 5.4 Hz, 1H), 3.29 (s, 3H), 1.75 (m, 2H), 1.48 (m, 2H), 1.37 (m, 4H), 0.98 (t, J = 7.1 Hz, 3H)。
【０５７２】
IR (KBr) νcm-1： 3348, 2933, 2871, 1685, 1597, 1528, 1513, 1467, 1414, 1385, 1245, 1111, 1078, 1060, 1019。
実施例６４（化合物番号2312）
【０５７３】
【化９１】
【０５７４】
４−t−ブチルシクロヘキシルアミンの代わりに4−ｎ−ペントキシアニリン105μLを用い、実施例（９−３）と同様に合成して、目的化合物105mgを得た。
【０５７５】
1H NMR (CD3OD) δppm: 7.86 (d, J = 8.1 Hz, 1H), 7.51 (m, 2H), 6.89 (m, 2H), 6.07 (m, 1H), 5.77 (d, J = 3.8 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.29 (d, J = 4.3 Hz, 1H), 4.83 (d, J = 2.0 Hz, 1H), 4.52 (dd, J = 1.9 and 5.9 Hz, 1H), 4.44 (m, 1H), 4.25 (m, 1H), 4.09 (t, J = 4.3 Hz, 1H), 3.96 (t, J = 6.3 Hz, 2H), 3.74 (t, J = 5.4 Hz, 1H), 3.29 (s, 3H), 1.76 (m, 2H), 1.44 (m, 2H), 0.95 (t, J = 7.2 Hz, 3H)。
【０５７６】
IR (KBr) νcm-1： 3407, 2956, 2934, 2872, 1685, 1597, 1528, 1513, 1466, 1414, 1386, 1247, 1112, 1060, 1019。
実施例６５（化合物番号4202）
【０５７７】
【化９２】
【０５７８】
４−t−ブチルシクロヘキシルアミンの代わりに3−トリフルオロメチル−4−フルオロアニリン73μLを用い、実施例（９−３）と同様に合成して、目的化合物114mgを得た。
【０５７９】
1H NMR (CD3OD) δppm: 8.09 (dd, J = 2.6 and 6.3 Hz, 1H), 7.97 (m, 1H), 7.86 (d, J = 8.1 Hz, 1H), 7.33 (t, J = 9.6 Hz, 1H), 6.11 (m, 1H), 5.75 (m, 2H), 5.31 (d, J = 3.8 Hz, 1H), 4.82 (d, J = 2.1 Hz, 1H), 4.51 (dd, J = 2.0 and 6.3 Hz, 1H), 4.45 (dd, J = 3.2 and 4.3 Hz, 1H), 4.26 (t, J = 4.0 Hz, 1H), 4.12 (m, 1H), 3.72 (t, J = 5.5 Hz, 1H), 3.25 (s, 3H)。
【０５８０】
IR (KBr) νcm-1： 3407, 2932, 1686, 1542, 1508, 1464, 1429, 1386, 1329, 1269, 1243, 1136, 1056, 1019。
実施例６６（化合物番号6596）
【０５８１】
【化９３】
【０５８２】
実施例（３８−２）の化合物120mgと、L-(-)-α-フェネチルアミンの代わりに2−アミノチアゾール45mgを用い、実施例（３８−３）と同様に合成し、目的化合物81mgを得た。1H NMR (CD3OD) δppm: 7.84 (d, J = 8.1 Hz, 1H), 7.50 (d, J = 3.6 Hz, 1H), 7.18 (d, J = 3.6 Hz, 1H), 6.19 (m, 1H), 5.76 (d, J = 3.9 Hz, 1H), 5.74 (d, J = 8.1 Hz, 1H), 5.32 (d, J = 4.4 Hz, 1H), 4.83 (m, 1H), 4.50 (dd, J = 2.3 and 5.8 Hz, 1H), 4.45 (m, 1H), 4.27 (m, 1H), 4.08 (m, 1H), 3.75 (t, J = 5.3 Hz, 1H), 3.27 (s, 3H)。
【０５８３】
IR (KBr) νcm-1： 3334, 2937, 2834, 1685, 1541, 1463, 1393, 1322, 1269, 1224, 1138, 1113, 1059, 1019。
実施例６７（化合物番号6601）
【０５８４】
【化９４】
【０５８５】
実施例（３８−２）の化合物120mgと、L-(-)-α-フェネチルアミンの代わりに2−アミノ−4,5−ジヒドロチアゾール45mgを用い、実施例（３８−３）と同様に合成し、目的化合物54mgを得た。
【０５８６】
1H NMR (CD3OD) δppm: 7.87 (d, J = 8.1 Hz, 1H), 6.24 (d, J = 3.5 Hz, 1H), 5.84 (d, J = 4.9 Hz, 1H), 5.74 (d, J = 8.1 Hz, 1H), 5.16 (d, J = 5.1 Hz, 1H), 4.67 (d, J = 2.1 Hz, 1H), 4.51 (dd, J = 2.1 and 4.8 Hz, 1H), 4.38 (t, J = 4.1 Hz, 1H), 4.24 (t, J = 4.9 Hz, 1H), 3.97 (t, J = 4.8 Hz, 1H), 3.86 (t, J = 4.9 Hz, 1H), 3.78 (t, J = 7.9 Hz, 2H), 3.41 (s, 3H), 3.34 (m, 2H)。
【０５８７】
IR (KBr) νcm-1： 3313, 2939, 1685, 1614, 1549, 1465, 1442, 1395, 1333, 1266, 1224, 1204, 1113, 1058, 1018。
実施例６８（化合物番号6606）
【０５８８】
【化９５】
【０５８９】
実施例（３８−２）の化合物80mgと、L-(-)-α-フェネチルアミンの代わりに2−アミノ−5−シクロプロピル−1,3,4−チアジアゾール42mgを用い、実施例（３８−３）と同様に合成し、目的化合物59mgを得た。
【０５９０】
1H NMR (CD3OD) δppm: 7.84 (d, J = 8.1 Hz, 1H), 6.19 (d, J = 2.4 Hz, 1H), 5.76 (d, J = 3.9 Hz, 1H), 5.73 (d, J = 8.1 Hz, 1H), 5.32 (d, J = 4.2 Hz, 1H), 4.83 (d, J = 2.2 Hz, 1H), 4.50 (dd, J = 2.2 and 5.8 Hz, 1H), 4.45 (dd, J = 2.3 and 4.2 Hz, 1H), 4.24 (m, 1H), 4.10 (m, 1H), 3.73 (t, J = 5.4 Hz, 1H), 3.27 (s, 3H), 2.47 (m, 1H), 1.22 (m, 2H), 1.06 (m, 2H)。
【０５９１】
IR (KBr) νcm-1： 3333, 2935, 2853, 1685, 1536, 1483, 1464, 1393, 1308, 1273, 1204, 1137, 1115, 1058, 1017。
実施例６９（化合物番号6611）
【０５９２】
【化９６】
【０５９３】
実施例（３８−２）の化合物120mgと、L-(-)-α-フェネチルアミンの代わりに2−アミノキノリン42mgを用い、実施例（３８−３）と同様に合成し、目的化合物56mgを得た。
【０５９４】
1H NMR (CD3OD) δppm: 9.07 (d, J = 2.2 Hz, 1H), 8.77 (d, J = 2.5 Hz, 1H), 7.87 (d, J = 8.1 Hz, 1H), 7.67 (m, 4H), 6.18 (m, 1H), 5.76 (m, 2H), 5.36 (d, J = 3.8 Hz, 1H), 4.87 (m, 1H), 4.54 (dd, J = 2.0 and 6.1 Hz, 1H), 4.49 (dd, J = 2.1 and 4.2 Hz, 1H), 4.27 (dd, J = 3.6 and 4.9 Hz, 1H), 4.15 (m, 1H), 3.76 (dd, J = 5.1 and 6.2 Hz, 1H), 3.27 (s, 3H)。
実施例７０（化合物番号6616）
【０５９５】
【化９７】
【０５９６】
４−t−ブチルシクロヘキシルアミンの代わりにホロチン塩酸塩153mgとトリエチルアミン204μLを用い、実施例（９−３）と同様に合成して、目的化合物81mgを得た。
【０５９７】
1H NMR (CD3OD) δppm: 7.88 (d, J = 8.1 Hz, 1H), 7.19 (s, 1H), 6.08 (d, J = 3.6 Hz, 1H), 5.82 (d, J = 4.4 Hz, 1H), 5.74 (d, J = 8.1 Hz, 1H), 5.28 (d, J = 5.0 Hz, 1H), 4.79 (d, J = 2.1 Hz, 1H), 4.54 (dd, J = 2.2 and 5.1 Hz, 1H), 4.43 (t, J = 4.0 Hz, 1H), 4.28 (m, 1H), 4.05 (m, 1H), 3.79 (t, J = 5.0 Hz, 1H), 3.41 (s, 3H)。
【０５９８】
IR (KBr) νcm-1： 3379, 3071, 2936, 2834, 1683, 1520, 1462, 1385, 1316, 1268, 1190, 1110, 1060, 1018。
実施例７１（化合物番号6621）
【０５９９】
【化９８】
【０６００】
ピロリジン82μLを用いて実施例３と同様にして合成し、目的化合物12mgを得た。
【０６０１】
1H NMR (CD3OD) δppm: 7.95 (d, J = 8.1 Hz, 1H), 5.85 (d, J = 4.0 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.56 (d, J = 4.4 Hz, 1H), 5.15 (d, J = 6.6 Hz, 1H), 4.55 (m, 2H), 4.33 (t, J = 4.4 Hz, 1H), 4.28 (t, J = 4.6 Hz, 1H), 3.90 (m, 2H), 3.68 (m, 2H), 3.45 (m, 2H), 3.42 (s, 3H), 1.93 (m, 4H)。
【０６０２】
IR (KBr) νcm-1： 3389, 2935, 2883, 1687, 1614, 1515, 1455, 1389, 1338, 1268, 1196, 1136, 1114, 1091, 1060。
実施例７２（化合物番号66）
【０６０３】
【化９９】
【０６０４】
実施例（３８−２）の化合物80mgと、L-(-)-α-フェネチルアミンの代わりにN-メチルアニリン32μLを用い、実施例（３８−３）と同様に合成し、目的化合物40mgを得た。
【０６０５】
1H NMR (CD3OD) δppm: 7.88 (d, J = 8.1 Hz, 1H), 7.45-7.05 (m, 5H), 5.87 (d, J = 5.2 Hz, 1H), 5.69 (d, J = 8.1 Hz, 1H), 5.66 (d, J = 5.2 Hz, 1H), 4.85 (m, 1H), 4.40 (m, 1H), 4.23 (m, 2H), 3.18 (m, 1H), 3.13 (m, 1H), 3.55 (s, 3H), 3.36 (s, 3H)。
【０６０６】
IR (KBr) νcm-1： 3335, 2935, 2833, 1685, 1593, 1496, 1463, 1390, 1271, 1203, 1134, 1089, 1060。
実施例７３（化合物番号6626）
【０６０７】
【化１００】
【０６０８】
実施例（３８−２）の化合物160mgと、L-(-)-α-フェネチルアミンの代わりにN-メチル−ｎ−ブチルアミン300μLを用い、実施例（３８−３）と同様に合成し、目的化合物61mgを得た。
【０６０９】
1H NMR (CD3OD) δppm: 7.95 (d, J = 8.1 Hz, 1H), 5.88 (m, 1H), 5.74 (d, J = 8.1 Hz, 1H), 5.27 (dd, J = 4.3 and 18.0 Hz, 1H), 5.15 (m, 1H), 4.52 (m, 2H), 4.31 (t, J = 4.4 Hz, 1H), 4.29 (br s, 1H), 3.91 (m, 2H), 3.44 and 3.42 (2s, 3H), 3.10 and 2.92 (2s, 3H), 1.58 (m, 2H), 1.32 (m, 2H), 0.94 (t, J = 7.3 Hz, 3H)。
【０６１０】
IR (KBr) νcm-1： 3403, 2958, 2933, 2874, 1686, 1625, 1492, 1463, 1408, 1386, 1268, 1111, 1091, 1061, 1024。
実施例７４（化合物番号6627）
【０６１１】
【化１０１】
【０６１２】
３−フェニルプロピルアミン200μLを用いて実施例３と同様にして合成し、目的化合物30mgを得た。
【０６１３】
1H NMR (CD3OD) δppm: 7.87 (d, J = 8.1 Hz, 1H), 7.28-7.14 (m, 5H), 5.95 (m, 1H), 5.79 (d, J = 4.2 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.21 (d, J = 4.4 Hz, 1H), 4.68 (d, J = 2.0 Hz, 1H), 4.49 (m, 1H), 4.38 (m, 1H), 4.23 (t, J = 4.5 Hz, 1H), 4.03 (m, 1H), 3.70 (t, J = 5.2 Hz, 1H), 3.34 (s, 3H), 3.32 (m, 2H), 2.65 (t, J = 7.5 Hz, 2H)。
【０６１４】
IR (KBr) νcm-1： 3350, 2935, 1685, 1532, 1496, 1462, 1391, 1267, 1136, 1116, 1094, 1058。
実施例７５（化合物番号6628）
【０６１５】
【化１０２】
【０６１６】
3,3−ジフェニルプロピルアミン200μLを用いて実施例３と同様にして合成し、目的化合物36mgを得た。
【０６１７】
1H NMR (CD3OD) δppm: 7.86 (d, J = 8.1 Hz, 1H), 7.30-7.12 (m, 10H), 5.93 (m, 1H), 5.79 (d, J = 4.0 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.19 (d, J = 4.4 Hz, 1H), 4.67 (d, J = 2.1 Hz, 1H), 4.49 (m, 1H), 4.37 (m, 1H), 4.23 (t, J = 4.5 Hz, 1H), 4.00 (m, 2H), 3.68 (t, J = 5.2 Hz, 1H), 3.30 (s, 3H), 3.35-3.17 (m, 2H), 2.32 (quartet, J = 7.7 Hz, 2H)。
【０６１８】
IR (KBr) νcm-1： 3344, 3061, 3027, 2936, 1685, 1529, 1495, 1453, 1390, 1268, 1136, 1115, 1095, 1057, 1030。
実施例７６（化合物番号69）
【０６１９】
【化１０３】
【０６２０】
４−t−ブチルシクロヘキシルアミンの代わりにフェノール160mgを用い、実施例（９−３）と同様に合成して、目的化合物14mgを得た。
【０６２１】
1H NMR (CD3OD) δppm: 7.93 (d, J = 8.1 Hz, 1H), 7.42 (m, 2H), 7.28 (m, 1H), 7.14 (m, 2H), 6.34 (d, J = 4.0 Hz, 1H), 5.85 (d, J = 4.4 Hz, 1h), 5.75 (d, J = 8.1 Hz, 1H), 5.23 (d, J = 5.8 Hz, 1H), 4.62 (d, J = 1.6 Hz, 1H), 4.57 (m, 1H), 4.45 (t, J = 4.3 Hz, 1H), 4.27 (t, J = 4.7 Hz, 1H), 4.00 (m, 2H), 3.42 (s, 3H)。
【０６２２】
IR (KBr) νcm-1： 3404, 2925, 2852, 1684, 1591, 1487, 1460, 1386, 1301, 1248, 1195, 1162, 1111, 1064, 1019。
実施例７７（化合物番号6629）
【０６２３】
【化１０４】
【０６２４】
４−t−ブチルシクロヘキシルアミンの代わりにフェネチルアルコール191μLを用い、実施例（９−３）と同様に合成して、目的化合物38mgを得た。
【０６２５】
1H NMR (CD3OD) δppm: 7.89 (d, J = 8.1 Hz, 1H), 7.25 (m, 5H), 6.07 (d, J = 4.0 Hz, 1H), 5.83 (d, J = 4.6 Hz, 1H), 5.72 (d, J = 8.1 Hz, 1H), 5.12 (d, J = 5.8 Hz, 1H), 4.55 (m, 2H), 4.39 (t, J = 6.8 Hz, 2H), 4.35 (t, J = 4.2 Hz, 1H), 4.21 (t, J = 4.7 Hz, 1H), 3.92 (m, 1H), 3.86 (t, J = 4.9 Hz, 1H), 3.37 (s, 3H), 2.98 (t, J = 6.8 Hz, 2H)。
【０６２６】
IR (KBr) νcm-1： 3420, 2934, 1684, 1462, 1389, 1265, 1113, 1088, 1062, 1026。
実施例７８（化合物番号6630）
【０６２７】
【化１０５】
【０６２８】
４−t−ブチルシクロヘキシルアミンの代わりにシクロヘキサノール169μLを用い、実施例（９−３）と同様に合成して、目的化合物33mgを得た。
【０６２９】
1H NMR (CD3OD) δppm: 7.91 (d, J = 8.1 Hz, 1H), 6.10 (d, J = 4.0 Hz, 1H), 5.85 (d, J = 4.6 Hz, 1H), 5.73 (d, J = 8.1 Hz, 1H), 5.14 (d, J = 5.8 Hz, 1H), 4.56 (m, 2H), 4.36 (t, J = 4.3 Hz, 1H), 4.24 (t, J = 5.0 Hz, 1H), 3.92 (m, 2H), 3.46 (s, 3H), 1.88 (m, 2H), 1.75 (m, 2H), 1.60-1.30 (m, 6H)。
実施例７９（化合物番号6631）
【０６３０】
【化１０６】
【０６３１】
（７９−１）
【０６３２】
【化１０７】
【０６３３】
実施例（３８−２）の化合物2gをDMF30ｍLに溶かし、アニリン1.04mLとHOBT820ｍｇとDIPC1.37mLを加え、室温で撹拌した。１時間後にメタノール1mLを加え、溶媒を減圧下留去した。残渣をシリカゲルカラム(80g)に付し、３％メタノール−塩化メチレンで溶出して、目的化合物1.5gを得た。
【０６３４】
1H NMR (CD3OD) δppm: 7.87 (d, J = 8.1 Hz, 1H), 7.65 (m,2H), 7.35 (m, 2H), 7.16 (t, J = 7.3 Hz, 1H), 6.23 (d, J = 3.8 Hz, 1H), 5.80 (d, J = 3.7 Hz, 1H), 5.72 (d, J = 8.1 Hz, 1H), 5.20 (d, J = 5.0 Hz, 1H),4.78 (dd, J = 3.8 and 5.9 Hz, 1H), 4.56 (dd, J = 1.8 and 6.1 Hz, 1H), 4.38 (t, J = 5.6 Hz, 1H), 4.29 (m, 1H), 3.84 (t, J = 5.5 Hz, 1H), 3.30 (s, 3H), 1.88 (m, 4H), 1.72 (m, 4H)。
【０６３５】
IR (KBr) νcm-1： 3331, 3100, 3064, 2959, 2940, 1690, 1599, 1533, 1498, 1445, 1388, 1321, 1300, 1268, 1243, 1207, 1101, 1072。
（７９−２）
【０６３６】
【化１０８】
【０６３７】
実施例（７９−１）の化合物150mgをピリジン4.5ｍLに溶かし、ｎ−ヘプタン酸無水物131μLとジメチルアミノピリジン3ｍｇを加え、室温で撹拌した。４時間後にメタノール1mLを加え、溶媒を減圧下留去した。残渣を酢酸エチル150mLに溶かし、150mLづつの飽和重曹水と飽和食塩水で順次洗浄し、無水硫酸ナトリウムで乾燥させた。溶媒を減圧下留去した後に、残渣をシリカゲルカラム(8g)に付し、1.5％メタノール−塩化メチレンで溶出して、目的化合物155ｍgを得た。
【０６３８】
1H NMR (CD3OD) δppm: 7.84 (d, J = 8.1 Hz, 1H), 7.63 (d, J = 7.5 Hz, 2H), 7.34 (t, J = 8.0 Hz, 2H), 7.16 (t, J = 7.3 Hz, 1H), 6.22 (d, J = 3.8 Hz, 1H), 5.94 (d, J = 4.7 Hz, 1H), 5.74 (d, J = 8.1 Hz, 1H), 5.38 (t, J = 4.7 Hz, 1H), 5.22 (d, J = 5.0 Hz, 1H), 4.85 (m, 2H), 4.55 (m, 1H), 4.39 (t, J = 5.5 Hz, 1H), 4.09 (t, J = 5.0 Hz, 1H), 3.30 (s, 3H), 2.38 (t, J = 7.2 Hz, 2H), 1.88 (m, 4H), 1.72 (m, 4H), 1.60 (m, 2H), 1.30 (m, 6H), 0.88 (t, J = 6.8 Hz, 3H)。
（７９−３）
【０６３９】
【化１０９】
【０６４０】
実施例（７９−２）の化合物155mgを塩化メチレン73ｍLに溶かし、トリフルオロ酢酸3ｍＬを加え、室温で撹拌した。４時間後に溶媒を減圧下留去し、残渣をエタノールで数回共沸した。残渣をシリカゲルカラム(8g)に付し、6％メタノール−塩化メチレンで溶出して、目的化合物121ｍgを得た。
【０６４１】
1H NMR (CD3OD) δppm: 7.86 (d, J = 8.1 Hz, 1H), 7.64 (m, 2H), 7.35 (m, 2H), 7.15 (t, J = 7.4 Hz, 1H), 6.08 (d, J = 2.5 Hz, 1H), 5.90 (d, J = 4.4 Hz, 1H), 5.76 (d, J = 8.1 Hz, 1H), 5.37 (t, J = 4.7 Hz, 1H), 5.31 (d, J = 4.5 Hz, 1H), 4.85 (m, 1H), 4.50 (m, 2H), 4.10 (m, 1H), 4.02 (t, J = 5.2 Hz, 1H), 3.26 (s, 3H), 2.36 (t, J = 7.3 Hz, 2H), 1.60 (m, 2H), 1.30 (m, 6H), 0.87 (t, J = 6.8 Hz, 3H)。
【０６４２】
IR (KBr) νcm-1： 3342, 3100, 3065, 2958, 2931, 2957, 1689, 1599, 1534, 1498, 1462, 1444, 1384, 1322, 1263, 1238, 1206, 1158, 1109, 1060, 1021。
実施例８０（化合物番号5）
【０６４３】
【化１１０】
【０６４４】
実施例（７９−１）の化合物150mgをピリジン4.5ｍＬに溶かし、無水ペラルゴン酸180μLとジメチルアミノピリジン8 mgを加え、室温で撹拌した。1時間後に溶媒を減圧下留去し、残渣を酢酸エチル100ｍＬに溶かし、100ｍＬづつの飽和重曹水と飽和食塩水で順次洗浄し、無水硫酸ナトリウムで乾燥させた。溶媒を減圧下留去し、残渣を塩化メチレン77ｍＬに溶かし、トリフルオロ酢酸3.85ｍＬを加え、室温で撹拌した。1.5時間後に溶媒を減圧下留去し、トルエンで数回共沸後、残渣をシリカゲルカラム(25ｇ)に付し、10％メタノール−塩化メチレンで溶出して、目的化合物41ｍｇを得た。
【０６４５】
1H NMR (CD3OD) δppm: 7.86 (d, J = 8.1 Hz, 1H), 7.64 (m, 2H), 7.34 (m, 2H), 7.15 (m, 1H), 6.09 (m, 1H), 5.90 (d, J = 4.4 Hz, 1H), 5.76 (d, J = 8.1 Hz, 1H), 5.37 (t, J = 4.7 Hz, 1H), 5.31 (d, J = 4.6 Hz, 1H), 4.85 (m, 1H), 4.50 (m, 2H), 4.10 (m, 1H), 4.02 (t, J = 5.2 Hz, 1H), 3.26 (s, 3H), 2.36 (t, J = 7.3 Hz, 2H), 1.58 (m, 2H), 1.28 (m, 10H), 0.88 (t, J = 6.8 Hz, 3H)。
【０６４６】
IR (KBr) νcm-1： 3357, 3100, 3063, 2955, 2927, 2855, 1687, 1600, 1535, 1498, 1465, 1444, 1385, 1322, 1270, 1243, 1154, 1113, 1060, 1021。
実施例８１（化合物番号6）
【０６４７】
【化１１１】
【０６４８】
無水ペラルゴン酸の代わりにｎ−デカン酸無水物を用い、実施例８０と同様にして合成し、目的化合物120ｍｇを得た。
【０６４９】
1H NMR (CD3OD) δppm: 7.86 (d, J = 8.1 Hz, 1H), 7.63 (m, 2H), 7.33 (t, J = 7.8 Hz, 2H), 7.14 (t, J = 7.4 Hz, 1H), 6.08 (d, J = 4.0 Hz, 1H), 5.90 (d, J = 4.3 Hz, 1H), 5.76 (d, J = 8.1 Hz, 1H), 5.37 (t, J = 4.7 Hz, 1H), 5.31 (d, J = 4.5 Hz, 1H), 4.85 (m, 1H), 4.50 (m, 2H), 4.09 (t, J = 4.3 Hz, 1H), 4.02 (t, J = 5.2 Hz, 1H), 3.26 (s, 3H), 2.36 (t, J = 7.3 Hz, 2H), 1.60 (m, 2H), 1.27 (m, 12H), 0.89 (t, J = 6.8 Hz, 3H)。
【０６５０】
IR (KBr) νcm-1： 3343, 3-98, 3064, 2955, 2927, 2854, 1690, 1599, 1534, 1498, 1463, 1444, 1383, 1321, 1266, 1243, 1152, 1112, 1060, 1021。
実施例８２（化合物番号7）
【０６５１】
【化１１２】
【０６５２】
無水ペラルゴン酸の代わりにｎ−ドデカン酸無水物を用い、実施例８０と同様にして合成し、目的化合物79ｍｇを得た。
【０６５３】
1H NMR (CD3OD) δppm: 7.86 (d, J = 8.1 Hz, 1H), 7.64 (m, 2H), 7.33 (m, 2H), 7.14 (m, 1H), 6.08 (d, J = 4.0 Hz, 1H), 5.90 (d, J = 4.4 Hz, 1H), 5.76 (d, J = 8.1 Hz, 1H), 5.37 (t, J = 4.7 Hz, 1H), 5.31 (d, J = 4.5 Hz, 1H), 4.85 (m, 1H), 4.50 (m, 2H), 4.09 (m, 1H), 4.02 (t, J = 5.2 Hz, 1H), 3.26 (s, 3H), 2.36 (t, J = 7.3 Hz, 2H), 1.60 (m, 2H), 1.27 (m, 16H), 0.89 (t, J = 7.4 Hz, 3H)。
【０６５４】
IR (KBr) νcm-1： 3343, 3098, 3064, 2926, 2854, 1689, 1600, 1534, 1498, 1464, 1444, 1384, 1322, 1269, 1243, 1149, 1113, 1060, 1021。
実施例８３（化合物番号9）
【０６５５】
【化１１３】
【０６５６】
実施例（７９−１）の化合物270mgと、無水ペラルゴン酸の代わりに無水パルミチン酸465ｍｇを用い、実施例８０と同様にして合成し、目的化合物297ｍｇを得た。
【０６５７】
1H NMR (CD3OD) δppm: 7.86 (d, J = 8.1 Hz, 1H), 7.63 (m, 2H), 7.34 (m, 2H), 7.14 (m, 1H), 6.08 (d, J = 2.5 Hz, 1H), 5.90 (d, J = 4.4 Hz, 1H), 5.76 (d, J = 8.1 Hz, 1H), 5.37 (t, J = 4.7 Hz, 1H), 5.31 (d, J = 4.6 Hz, 1H), 4.85 (m, 1H), 4.50 (m, 2H), 4.10 (m, 1H), 4.02 (t, J = 5.2 Hz, 1H), 3.26 (s, 3H), 2.36 (t, J = 7.3 Hz, 2H), 1.60 (m, 2H), 1.27 (m, 24H), 0.89 (t, J = 6.8 Hz, 3H)。
【０６５８】
IR (KBr) νcm-1： 3346, 3099, 3064, 2925, 2853, 1691, 1599, 1534, 1498, 1464, 1444, 1412, 1382, 1320, 1268, 1242, 1148, 1113, 1086, 1060, 1021。
実施例８４（化合物番号567）
【０６５９】
【化１１４】
【０６６０】
（８４−１）
【０６６１】
【化１１５】
【０６６２】
実施例（９−２）の化合物700ｍｇをジメチルホルムアミド9ｍＬに溶かし、４−ｎ−アミルアニリン497μLとHOBT303mgとジイソプロピルカルボジイミド504μLを加え、室温で撹拌した。105分後に溶媒を減圧下留去し、残渣を酢酸エチル200mLに溶かし、200mLづつの0.01N塩酸水、飽和重曹水、飽和食塩水で順次洗浄し、無水硫酸ナトリウムで乾燥させた。溶媒を減圧下留去した後に、残渣をシリカゲルカラム(103g)に付し、4％メタノール−塩化メチレンで溶出して、目的化合物764mgを得た。
【０６６３】
1H NMR (CDCl3) δppm: 9.06 (br s, 1H), 8.40 (s, 1H), 7.70 (d, J = 8.8 Hz, 1H), 7.49 (d, J = 8.1 Hz, 2H), 7.14 (d, J = 8.1 Hz, 2H), 7.10 (br s, 1H), 6.48 (d, J = 4.4 Hz, 1H), 6.10 (br s, 1H), 5.79 (d, J = 2.9 Hz, 1H), 5.73 (d, J = 8.1 Hz, 1H), 4.80 (dd, J = 4.4 and 5.9 Hz, 1H), 4.75 (m, 2H), 4.42 (m, 1H), 4.12 (t, J = 6.6 Hz, 1H), 4.03 (m, 1H), 3.60 (br s, 1H), 3.42 (s, 3H), 2.56 (t, J = 7.3 Hz, 2H), 1.58 (m, 2H), 1.49 (s, 3H), 1.45 (s, 3H), 1.35 (m, 4H), 0.88 (t, J = 6.8 Hz, 3H)。
（８４−２）
【０６６４】
【化１１６】
【０６６５】
実施例（８４−１）の化合物760mgをピリジン25mLに溶かし、ドデカン酸無水物677mgとジメチルアミノピリジン15mgを加え、室温で撹拌した。2時間40分後に溶媒を減圧下留去し、残渣を塩化メチレン200mLに溶かし、200mLづつの0.01N塩酸水、飽和重曹水、及び飽和食塩水で順次洗浄し、無水硫酸ナトリウムで乾燥させた。溶媒を減圧下留去し、残渣をメタノール50mLに溶かし、700mgのアンバーリスト15を加え、加熱還流させた。6時間後にセライトでろ過し、溶媒を減圧下留去し、残渣をシリカゲルカラム(104g)に付し、７％メタノール−塩化メチレンで溶出して、目的化合物665mgを得た。
【０６６６】
1H NMR (CD3OD) δppm: 7.86 (d, J = 8.1 Hz, 1H), 7.51 (d, J = 8.5 Hz, 2H), 7.15 (d, J = 8.5 Hz, 2H), 6.07 (d, J = 3.8 Hz, 1H), 5.91 (d, J = 4.5 Hz, 1H), 5.76 (d, J = 8.1 Hz, 1H), 5.36 (t, J = 4.7 Hz, 1H), 5.30 (d, J = 4.6 Hz, 1H), 4.85 (m, 1H), 4.52 (dd, J = 1.6 and 5.1 Hz, 1H), 4.48 (t, J = 3.9 Hz, 1H), 4.08 (m, 1H), 4.03 (t, J = 5.1 Hz, 1H), 3.27 (s, 3H), 2.59 (t, J = 7.7 Hz, 2H), 2.36 (t, J = 7.3 Hz, 2H), 1.60 (m, 4H), 1.40-1.25 (m, 20H), 0.90 (m, 6H)。
【０６６７】
IR (KBr) νcm-1： 3344, 2956, 2926, 2854, 1690, 1595, 1527, 1464, 1413, 1381, 1319, 1269, 1242, 1150, 1112, 1060, 1021。
実施例８５（化合物番号20）
【０６６８】
【化１１７】
【０６６９】
実施例４３の化合物300mgをピリジン3mLに溶かし、無水酢酸0.15mLとジメチルアミノピリジン4mgを加え、室温で撹拌した。1時間後に溶媒を減圧下留去し、残渣を酢酸エチル50mLに溶かし、飽和重曹水50mLで2回洗浄後、無水硫酸ナトリウムで乾燥させた。減圧下溶媒を留去し、残渣をシリカゲルカラム（8g）に付し、３％メタノール−塩化メチレンで溶出して、目的化合物270ｍｇを得た。
【０６７０】
1H NMR (CD3OD) δppm: 7.71 (d, J = 8.1 Hz, 1H), 7.64 (d, J = 8.5 Hz, 2H), 7.35 (t, J = 8.0 Hz, 2H), 7.16 (t, J = 7.3 Hz, 1H), 6.09 (t, J = 1.9 Hz, 1H), 5.89 (d, J = 8.1 Hz, 1H), 5.84 (d, J = 3.6 Hz, 1H), 5.80 (m, 1H), 5.70 (m, 1H), 5.51 (d, J = 2.7 Hz, 1H), 5.34 (dd, J = 3.7 and 5.1 Hz, 1H), 4.85 (m, 1H), 4.41 (dd, J = 2.0 and 6.5 Hz, 1H), 3.91 (dd, J = 5.4 and 6.3 Hz, 1H), 3.19 (s, 3H), 2.11 (s, 3H), 2.08 (s, 6H)。
【０６７１】
IR (KBr) νcm-1： 3342, 3098, 3064, 2935, 2850, 1750, 1693, 1600, 1534, 1498, 1445, 1375, 1322, 1238, 1114, 1053。
実施例８６（化合物番号163）
【０６７２】
【化１１８】
【０６７３】
（８６−１）
【０６７４】
【化１１９】
【０６７５】
実施例（９−１）の化合物206mgと1,8-ジアザビシクロ[5.4.0]-7-ウンデセン（DBU）120μLをジメチルホルムアミド（DMF）4mLに溶かし、4−メトキシベンジルクロロメチルエーテル（T. Benneche, P. Strande, K. Undheim, シンセシス誌、9巻、７６２−７６３頁、1983年）130mgを加え、室温で撹拌した。2.5時間後に溶媒を減圧下留去し、残渣を塩化メチレン100mLに溶かし、100mLづつの0.01N 塩酸水溶液と飽和重曹水で順次洗浄し、無水硫酸マグネシウムで乾燥した。溶媒を減圧下留去した後、残渣をシリカゲルカラム(30g)に付し、1.5％メタノール−塩化メチレンで溶出して、目的化合物224mgを得た。
【０６７６】
1H NMR (CDCl3) δppm: 7.67 (d, J = 8.1 Hz, 1H), 7.31 (d, J = 8.8 Hz, 2H), 7.12 (br s, 1H), 6.85 (m, 2H), 6.40 (d, 4.4 Hz, 1H), 5.95 (d, J = 4.4 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.59 (br s, 1H), 5.44 (dd, J = 9.5 and 16.1 Hz, 2H), 4.73 (m, 2H), 4.62 (s, 2H), 4.56 (d, J = 8.1 Hz, 1H), 4.52 (d, J = 1.5 Hz, 1H), 4.25 (m, 1H), 4.13 (t, J = 5.1 Hz, 1H), 4.02 (dd, J = 5.9 and 8.1 Hz, 1H), 3.82 (s, 3H), 3.79 (s, 3H), 3.59 (s, 3H), 3.02 (d, J = 6.6 Hz, 1H), 1.50 (s, 3H), 1.45 (s, 3H)。
【０６７７】
IR (KBr) νcm-1： 3449, 3362, 3104, 2988, 2934, 2853, 1715, 1669, 1612, 1514, 1457, 1412, 1371, 1304, 1280, 1248, 1219, 1167, 1086, 1065, 1015。
（８６−２）
【０６７８】
【化１２０】
【０６７９】
実施例（８６−１）の化合物224mgをDMF2ｍLに溶かし、窒素気流下０℃で撹拌し、水素化ナトリウム(60％)20mgと1−沃化ヘキサン497μLを加えた。 5分後に室温に戻し、さらに35分後に溶媒を減圧下留去した。残渣を100mLの塩化メチレンに溶かし、100mLづつの0.01N塩酸水と飽和重曹水で洗浄し、無水硫酸マグネシウムで乾燥させた。溶媒を減圧下留去し、残渣をシリカゲルカラム(40g)に付し、1％メタノール−塩化メチレンで溶出して、目的化合物64mgを得た。
【０６８０】
1H NMR (CDCl3) δppm: 7.92 (d, J = 8.1 Hz, 1H), 7.31 (d, J = 8.8 Hz, 2H), 7.19 (br s, 1H), 6.86 (d, J = 8.8 Hz, 2H), 6.39 (d, J = 4.4 Hz, 1H), 5.88 (d, J = 1.5 Hz, 1H), 5.72 (d, J = 8.1 Hz, 1H), 5.68 (br s, 1H), 5.43 (dd, J = 10.3 and 17.5 Hz, 2H), 4.75 (m, 2H), 4.63 (s, 2H), 4.60 (d, J = 8.1 Hz, 1H), 4.55 (d, J = 1.5 Hz, 1H), 4.00 (m, 2H), 3.95 (m, 1H), 3.83 (m, 1H), 3.81 (s, 3H), 3.79 (s, 3H), 3.65 (m, 1H), 3.50 (s, 3H), 1.62 (m, 2H), 1.50 (s, 3H), 1.46 (s, 3H), 1.40-1.22 (m, 6H), 0.88 (m, 3H)。
【０６８１】
IR (KBr) νcm-1： 3450, 3342, 3103, 2932, 2858, 1713, 1699, 1670, 1612, 1514, 1456, 1411, 1371, 1304, 1278, 1248, 1220, 1167, 1092, 1067, 1017。
（８６−３）
【０６８２】
【化１２１】
【０６８３】
実施例（８６−２）の化合物64mgを塩化メチレン1mLに溶かし、水50μLと2,3−ジクロロ−5,6−ジシアノ−1,4−ベンゾキノン98mgを加えて室温で撹拌した。4時間後に不溶物をろ過して除き、塩化メチレン100mLで希釈し、100mLづつの飽和重曹水と飽和食塩水で洗浄し、無水硫酸マグネシウムで乾燥させた。溶媒を減圧下留去し、残渣をシリカゲルカラム(10g)に付し、3％メタノール−塩化メチレンで溶出して、目的化合物40mgを得た。
【０６８４】
1H NMR (CDCl3) δppm: 8.33 (br s, 1H), 7.92 (d, J = 8.1 Hz, 1H), 7.19 (br s, 1H), 6.39 (d, J = 4.4 Hz, 1H), 5.91 (d, J = 2.2 Hz, 1H), 5.77 (br s, 1H), 5.71 (d, J = 8.1 Hz, 1H), 4.75 (dd, J = 4.4 and 6.6 Hz, 2H), 4.59 (d, J = 8.1 Hz, 1H), 4.54 (d, J = 1.5 Hz, 1H), 4.00 (m, 3H), 3.81 (s, 3H), 3.75 (m, 1H), 3.60 (m, 1H), 3.51 (s, 3H), 1.60 (m, 2H), 1.50 (s, 3H), 1.46 (s, 3H), 1.40-1.22 (m, 6H), 0.88 (t, J = 6.6 Hz, 3H)。
【０６８５】
IR (KBr) νcm-1： 3454, 3199, 3098, 3063, 2988, 2934, 2859, 1696, 1458, 1383, 1307, 1265, 1248, 1220, 1166, 1122, 1092, 1066, 1016。
（８６−４）
【０６８６】
【化１２２】
【０６８７】
実施例（８６−３）の化合物40mgをメタノール6mLと水3mLの混合溶媒に溶かし、1N水酸化ナトリウム水溶液334μLを加え、室温で撹拌した。8分後にダウエックス50Wx8(H+)10mLのカラムに付し、メタノール−水（１：１）100mLで溶出した。溶媒を減圧下留去し、残渣をトルエンで共沸して乾燥させ、DMF0.6ｍLに溶かし、1−ヒドロキシベンズトリアゾール14mgとジイソプロピルカルボジイミド24μLと4−エチルアニリン0.6mLを加え、室温で撹拌した。2時間後に溶媒を減圧下留去し、残渣を塩化メチレン100mLに溶かし、100mLづつの0.01N塩酸水と飽和重曹水で洗浄後、無水硫酸マグネシウムで乾燥させた。溶媒を減圧下留去した後に、残渣をメタノール2mLに溶かし、60mgのアンバーリスト15を加え、加熱還流させた。7時間後に不溶物をろ過して除き、分取シリカゲル薄層クロマトグラフィーに付し、塩化メチレン−メタノール（１２：１）で展開して精製し、目的化合物30mgを得た。
【０６８８】
1H NMR (CD3OD) δppm: 7.88 (d, J = 8.1 Hz, 1H), 7.54 (d, J = 8.5 Hz, 2H), 7.18 (d, J = 8.5 Hz, 2H), 6.06 (d, J = 2.5 Hz, 1H), 5.84 (d, J = 3.4 Hz, 1H), 5.76 (d, J = 8.1 Hz, 1H), 5.30 (d, J = 4.2 Hz, 1H), 4.84 (m, 1H), 4.54 (m, 1H), 4.45 (m, 1H), 4.11 (t, J = 4.4 Hz, 1H), 4.00 (m, 1H), 3.77 (m, 1H), 3.68 (m, 1H), 3.55 (m, 1H), 3.24 (s, 3H), 2.62 (quartet, J = 7.6 Hz, 2H), 1.55 (m, 2H), 1.40-1.20 (m, 6H), 1.22 (t, J = 7.6 Hz, 3H), 0.87 (m, 3H)。
【０６８９】
IR (KBr) νcm-1： 3333, 2960, 2932, 2872, 2860, 1686, 1595, 1527, 1464, 1413, 1386, 1319, 1268, 1102, 1060, 1019。
実施例８７（化合物番号5042）
【０６９０】
【化１２３】
【０６９１】
（８７−１）
1H,1H-ヘプタフルオロブタノール1.2ｍＬをテトラヒドロフラン10ｍＬに溶かし、水酸化ナトリウム400mgと４−フルオロニトロベンゼン1.27ｍＬを加えて、室温で攪拌した。4時間後に、酢酸エチル100mLを加え、100mLづつの水と飽和食塩水で洗浄し、無水硫酸マグネシウムで乾燥させた。溶媒を減圧下留去し、残渣をシルカゲルカラム(150g)に付し、ヘキサン−酢酸エチル（３０：１）で溶出して、1H,1H-ヘプタフルオロブチル−４−ニトロフェニルエーテル2.0189gを得た。
【０６９２】
1H NMR (CDCl3) δppm： 8.26 (d, J = 9.1 Hz, 2H), 7.05 (d, J = 9.1 Hz, 2H), 4.56 (t, J = 12.4 Hz, 2H)。
（８７−２）
実施例（８７−１）の化合物２gをメタノール１６mLとテトラヒドロフラン４mLの混合溶媒に溶かし、得られた溶液を、ヒドラジン１水和物3.12gをメタノール20mLに溶かした溶液に加え、１０％パラジウム−炭素667mgを加えて、室温で攪拌した。８０分後に、セライトでろ過し、溶媒を減圧下留去した。残渣をシルカゲルカラム(60g)に付し、ヘキサン−酢酸エチル（15：１〜７：２）で溶出して、1H,1H-ヘプタフルオロブチル−４−アミノフェニルエーテル1.7178gを得た。
【０６９３】
1H NMR (CDCl3) δppm： 6.79 (d, J = 8.8 Hz, 2H), 6.65 (d, J = 8.8 Hz, 2H), 4.37 (t, J = 13.2 Hz, 2H), 3.52 (br s, 1H), 1.57 (br s, 1H)。
（８７−３）
４−t−ブチルシクロヘキシルアミンの代わりに、実施例（８７−２）の化合物を用い、実施例（９−３）と同様にして、標記目的化合物226mgを得た。
【０６９４】
1H NMR (CD3OD) δppm： 7.86 (d, J = 8.1 Hz, 1H), 7.61 (d, J = 8.8 Hz, 2H), 7.02 (d, J = 8.8 Hz, 2H), 6.07 (m, 1H), 5.68 (m, 2H), 5.30 (d, J = 3.0 Hz, 1H), 4.83 (m, 1H), 4.64 (t, J = 13.2 Hz, 2H), 4.52 (m, 1H), 4.45 (m, 1H), 4.25 (m, 1H), 4.09 (m, 1H), 3.74 (m, 1H), 3.28 (s, 3H)。
【０６９５】
IR (KBr) ν cm-1: 3398, 3348, 3101, 2935, 2852, 1687, 1602, 1530, 1513, 1462, 1414, 1393, 1354, 1228。
実施例８８（化合物番号2942）
【０６９６】
【化１２４】
【０６９７】
４−t−ブチルシクロヘキシルアミンの代わりに、３−フルオロアニリンを用い、実施例（９−３）と同様にして、目的化合物90mgを得た。
【０６９８】
1H NMR (CD3OD) δppm： 7.86 (d, J = 8.1 Hz, 1H), 7.61 (m, 1H), 7.42 (m, 1H), 7.34 (m, 1H), 6.88 (m, 1H), 6.09 (m, 1H), 5.76 (m, 2H), 5.30 (d, J = 4.1 Hz, 1H), 4.84 (d, J = 2.0 Hz, 1H), 4.52 (dd, J = 1.9 and 6.2 Hz, 1H), 4.45 (t, J = 3.9 Hz, 1H), 4.25 (dd, J = 3.8 and 4.9 Hz, 1H), 4.09 (m, 1H), 3.74 (t, J = 5.5 Hz, 1H), 3.26 (s, 3H)。
【０６９９】
IR (KBr) ν cm-1: 3401, 2937, 2836, 1685, 1614, 1604, 1537, 1493, 1463, 1446, 1425, 1393, 1319, 1267。
実施例８９（化合物番号3502）
【０７００】
【化１２５】
【０７０１】
４−t−ブチルシクロヘキシルアミンの代わりに、2,4−ジフルオロアニリンを用い、実施例（９−３）と同様に合成して、目的化合物131mgを得た。
【０７０２】
1H NMR (CD3OD) δppm： 7.88 (d, J = 8.1 Hz, 1H), 7.74 (m, 1H), 7.08 (m, 1H), 6.99 (m, 1H), 6.10 (d, J = 3.9, 1H), 5.81 (d, J = 4.0 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.30 (d, J = 4.6 Hz, 1H), 4.76 (d, J = 1.7 Hz, 1H), 4.53 (dd, J = 1.8 and 5.3 Hz, 1H), 4.44 (t, J = 3.9 Hz, 1H), 4.27 (t, J = 4.5 Hz, 1H), 4.08 (t, J = 4.2 Hz, 1H), 3.78 (t, J = 5.1 Hz, 1H), 3.31 (s, 3H)。
【０７０３】
IR (KBr) ν cm-1: 3417, 2936, 2836, 1686, 1611, 1534, 1498, 1463, 1432, 1386, 1330, 1263。
実施例９０（化合物番号3852）
【０７０４】
【化１２６】
【０７０５】
４−t−ブチルシクロヘキシルアミンの代わりに、2,3,4−トリフルオロアニリンを用い、実施例（９−３）と同様に合成して、目的化合物168mgを得た。
【０７０６】
1H NMR (CD3OD)δppm： 7.88 (d, J = 8.1 Hz, 1H), 7.47 (m, 1H), 7.15 (m, 1H), 6.10 (m, 1H), 5.80 (d, J = 3.9 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.31 (d, J = 4.4 Hz, 1H), 4.76 (d, J = 1.8 Hz, 1H), 4.52 (m, 1H), 4.45 (m, 1H), 4.26 (m, 1H), 4.10 (m, 1H), 3.77 (t, J = 5.3 Hz, 1H), 3.36 (s, 3H)。
【０７０７】
IR (KBr) ν cm-1: 3414, 2939, 2838, 1686, 1623, 1547, 1516, 1468, 1385, 1294, 1265。
実施例９１（化合物番号5322）
【０７０８】
【化１２７】
【０７０９】
（９１−１）
２−（４−ニトロフェニル）エタノール835mgを塩化メチレン30mLに溶かし、窒素雰囲気下−78℃で攪拌した。ここに、ジエチルアミノサルファートリフルオリド1.98mLを塩化メチレン20mLに溶かした溶液を10分間かけて滴下し、徐々に室温にもどしながら攪拌した。30分後に氷冷し、飽和重曹水50mLを加えて反応を停止した。塩化メチレン層を、再度飽和重曹水50mLで洗浄後、無水硫酸マグネシウムで乾燥させ、溶媒を減圧下留去した。残渣をシリカゲルカラム(25g)に付し、ヘキサン−酢酸エチル（７：２）で溶出して、１−フルオロ−２−（４−ニトロフェニル）エタン359mgを得た。
【０７１０】
1H NMR (CDCl3)δppm： 8.20 (s, 2H), 7.40 (s, 2H), 4.67 (m, 2H), 3.10 (m, 2H)。
（９１−２）
実施例（９１−１）の化合物353mgをメタノール4mLとテトラヒドロフラン1mLの混合溶媒に溶かし、得られた溶液を、ヒドラシン１水和物1.014mLをメタノール5mLに溶かした溶液に加え、１０％パラジウム−炭素200mgを加えて、室温で攪拌した。1日後に80℃で還流させ、1日後に１０％パラジウム−炭素200mgを追加し、さらに9時間還流させた。反応後に、セライトでろ過し、溶媒を減圧下留去した。残渣を酢酸エチル50mLに溶かし、水50mLで2回洗浄し、無水硫酸ナトリウムで乾燥後、溶媒を留去した。残渣をシルカゲルカラム(30g)に付し、ヘキサン−酢酸エチル（４：１）で溶出して、１−フルオロ−２−（４−アミノフェニル）エタン207mgを得た。
【０７１１】
1H NMR (CDCl3)δppm： 6.10 (m, 2H), 5.75 (m, 2H), 3.70 (m, 1H), 3.58 (m, 1H), 2.68 (br s, 2H), 1.99 (m, 2H)。
（９１−３）
実施例（９１−２）の化合物207mg、化合物（VII)367mg、DIPC254μL、HOBT162mgをDMF8mLに溶かし、0℃で1時間、室温で1日攪拌した。溶媒を減圧下留去し、残渣をシリカゲルカラム(30g)に付し、塩化メチレン−メタノール（９３：７）で溶出して、粗精製物を得た。これを、高速液体カラムクロマトグラフィー（HPLC; Inertsil PREP-ODS, 30 x 250 mm）に付し、３０％アセトニトリル水で溶出し、凍結乾燥して目的化合物359mgを得た。
【０７１２】
1H NMR (CD3OD)δppm： 7.86 (d, J = 8.1 Hz, 1H), 7.58 (d, J = 8.4 Hz, 2H), 7.24 (d, J = 8.4 Hz, 2H), 6.08 (m, 1H), 5.77 (d, J = 3.7 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.30 (d, J = 4.3 Hz, 1H), 4.84 (d, J = 2.1 Hz, 1H), 4.64 (t, J = 6.5 Hz, 1H), 4.53 (m, 2H), 4.44 (t, J = 3.9 Hz, 1H), 4.25 (t, J = 4.3 Hz, 1H), 4.09 (m, 1H), 3.74 (t, J = 5.5 Hz, 1H), 3.28 (s, 3H), 3.00 (t, J = 6.3 Hz, 1H), 2.94 (t, J = 6.3 Hz, 1H)。
【０７１３】
IR (KBr) ν cm-1: 3385, 2937, 2835, 1685, 1596, 1528, 1464, 1414, 1389, 1323, 1269。
実施例９２（化合物番号4412）
【０７１４】
【化１２８】
【０７１５】
４−メチルチオアニリン118μL、化合物（VII)218mg、DIPC169μL、HOBT102mgとDMF3mLを用い、実施例（９１−３）と同様にして合成し、目的化合物51mgを得た。
【０７１６】
1H NMR (CD3OD)δppm： 7.86 (d, J = 8.1 Hz, 1H), 7.59 (d, J = 8.8 Hz, 2H), 7.26 (d, J = 8.8 Hz, 2H), 6.08 (d, J = 2.9 Hz, 1H), 5.76 (m, 2H), 5.30 (d, J = 4.4 Hz, 1H), 4.83 (m, 1H), 4.52 (m, 1H), 4.44 (m, 1H), 4.25 (t, J = 4.4 Hz, 1H), 4.09 (t, J = 4.4 Hz, 1H), 3.74 (t, J = 5.5 Hz, 1H), 3.22 (s, 3H), 2.46 (s, 3H)。
【０７１７】
IR (KBr) ν cm-1: 3401, 2924, 2834, 1685, 1587, 1522, 1496, 1463, 1400, 1326, 1312, 1271, 1243。
実施例９３（化合物番号4342）
【０７１８】
【化１２９】
【０７１９】
４−トリフルオロメトキシアニリン117μL、化合物（VII)201mg、DIPC158μL、HOBT95mgとDMF2.9mLを用い、実施例（９１−３）と同様にして合成し、目的化合物201mgを得た。
【０７２０】
1H NMR (CD3OD)δppm： 7.86 (d, J = 8.2 Hz, 1H), 7.76 (d, J = 8.6 Hz, 2H), 7.26 (d, J = 8.6 Hz, 2H), 6.10 (m, 1H), 5.76 (m, 2H), 5.31 (d, J = 4.0 Hz, 1H), 4.83 (d, J = 2.0 Hz, 1H), 4.52 (dd, J = 1.9 and 6.2 Hz, 1H), 4.45 (dd, J = 3.2 and 4.3 Hz, 1H), 4.26 (dd, J = 3.8 and 4.8 Hz, 1H), 4.11 (t, J = 4.5 Hz, 1H), 3.74 (t, J = 5.5 Hz, 1H), 3.27 (s, 3H)。
【０７２１】
IR (KBr) ν cm-1: 3409, 2938, 2836, 1686, 1609, 1533, 1511, 1464, 1413, 1268, 1223, 1203。
実施例９４（化合物番号4482）
【０７２２】
【化１３０】
【０７２３】
４−トリフルオロメチルチオアニリン121μL、化合物（VII)195mg、DIPC151μL、HOBT94mgとDMF2.8mLを用い、実施例（９１−３）と同様にして合成し、目的化合物102mgを得た。
【０７２４】
1H NMR (CD3OD)δppm： 7.86 (d, J = 8.4 Hz, 1H), 7.83 (d, J = 8.7 Hz, 2H), 7.66 (d, J = 8.7 Hz, 2H), 6.12 (m, 1H), 5.75 (m, 2H), 5.31 (d, J = 4.2 Hz, 1H), 4.83 (d, J = 2.1 Hz, 1H), 4.51 (dd, J = 1.9 and 4.3 Hz, 1H), 4.45 (m, 1H), 4.26 (m, 1H), 4.10 (m, 1H), 3.73 (t, J = 5.5 Hz, 1H), 3.26 (s, 3H)。
【０７２５】
IR (KBr) ν cm-1: 3408, 3352, 3104, 2936, 2836, 1686, 1589, 1522, 1463, 1401, 1315, 1271, 1243。
実施例９５（化合物番号5532）
【０７２６】
【化１３１】
【０７２７】
３−ニトロアニリン102μL、化合物（VII)169mg、DIPC133μL、HOBT83mgとDMF2.9mLを用い、実施例（９１−３）と同様にして合成し、目的化合物103mgを得た。
【０７２８】
1H NMR (CD3OD)δppm： 8.70 (m, 1H), 8.07 (dd, J = 2.1 and 7.9 Hz, 1H), 8.01 (dd, J = 2.0 and 9.0 Hz, 1H), 7.86 (d, J = 8.1 Hz, 1H), 7.59 (t, J = 8.2 Hz, 1H), 6.13 (m, 1H), 5.75 (m, 2H), 5.33 (d, J = 3.9 Hz, 1H), 4.85 (m, 1H), 4.51 (dd, J = 2.0 and 6.4 Hz, 1H), 4.46 (dd, J = 3.2 and 4.3 Hz, 1H), 4.26 (m, 1H), 4.12 (m, 1H), 3.74 (t, J = 5.5 Hz, 1H), 3.26 (s, 3H)。
【０７２９】
IR (KBr) ν cm-1: 3351, 2937, 2835, 1685, 1595, 1533, 1463, 1430, 1391, 1355, 1328, 1300, 1268, 1248。
実施例９６（化合物番号4762）
【０７３０】
【化１３２】
【０７３１】
４−ブロモ−３−メチルアニリン164mg、化合物（VII)203mg、DIPC158μL、HOBT95mgとDMF2.9mLを用い、実施例（９１−３）と同様にして合成し、目的化合物132mgを得た。
【０７３２】
1H NMR (CD3OD)δppm： 7.86 (d, J = 8.2 Hz, 1H), 7.61 (d, J = 2.4 Hz, 1H), 7.49 (d, J = 8.7 Hz, 1H), 7.44 (dd, J = 2.4 and 8.7 Hz, 1H), 6.08 (m, 1H), 5.75 (m, 2H), 5.30 (d, J = 4.3 Hz, 1H), 4.83 (d, J = 2.0 Hz, 1H), 4.52 (dd, J = 2.0 and 6.0 Hz, 1H), 4.44 (dd, J = 3.2 and 4.2 Hz, 1H), 4.25 (dd, J = 3.8 and 4.8 Hz, 1H), 4.09 (m, 1H), 3.73 (dd, J = 5.2 and 6.0 Hz, 1H), 3.27 (s, 3H), 2.37 (s, 3H)。
【０７３３】
IR (KBr) ν cm-1: 3338, 2934, 2834, 1685, 1605, 1583, 1530, 1478, 1463, 1403, 1390, 1305, 1270。
実施例９７（化合物番号4832）
【０７３４】
【化１３３】
【０７３５】
４−フルオロ−３−ニトロアニリン156mg、化合物（VII)229mg、DIPC180μL、HOBT108mgとDMF3.3mLを用い、実施例（９１−３）と同様にして合成し、目的化合物75mgを得た。
【０７３６】
1H NMR (CD3OD)δppm： 8.55 (dd, J = 2.6 and 6.8 Hz, 1H), 8.03 (m, 1H), 7.85 (d, J = 8.1 Hz, 1H), 7.42 (dd, J = 9.0 and 10.7 Hz, 1H), 6.13 (m, 1H), 5.75 (m, 2H), 5.32 (d, J = 3.8 Hz, 1H), 4.82 (d, J = 2.1 Hz, 1H), 4.50 (dd, J = 2.0 and 6.2 Hz, 1H), 4.46 (dd, J = 3.1 and 4.3 Hz, 1H), 4.26 (dd, J = 3.5 and 4.5 Hz, 1H), 4.12 (m, 1H), 3.72 (dd, J = 5.1 and 6.2 Hz, 1H), 3.26 (s, 3H)。
【０７３７】
IR (KBr) ν cm-1: 3370, 2937, 2836, 1685, 1604, 1540, 1501, 1463, 1406, 1353, 1265, 1223。
実施例９８（化合物番号842）
【０７３８】
【化１３４】
【０７３９】
４−デシルアニリン211mg、化合物（VII)208mg、DIPC162μL、HOBT97mgとDMF3mLを用い、実施例（９１−３）と同様にして合成し、目的化合物157mgを得た。
【０７４０】
1H NMR (CD3OD)δppm： 7.86 (d, J = 8.1 Hz, 1H), 7.52 (d, J = 8.4 Hz, 2H), 7.16 (d, J = 8.4 Hz, 2H), 6.07 (m, 1H), 5.77 (d, J = 3.7 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.29 (d, J = 4.3 Hz, 1H), 4.84 (d, J = 2.0 Hz, 1H), 4.52 (dd, J = 1.8 and 6.0 Hz, 1H), 4.44 (dd, J = 3.3 and 4.3 Hz, 1H), 4.26 (m, 1H), 4.09 (t, J = 4.3 Hz, 1H), 3.75 (t, J = 5.5 Hz, 1H), 3.29 (s, 3H), 2.59 (t, J = 7.6 Hz, 2H), 1.60 (m, 2H), 1.30 (m, 14H), 0.89 (t, J = 6.7 Hz, 3H)。
【０７４１】
IR (KBr) ν cm-1: 3340, 2925, 2853, 1687, 1611, 1595, 1526, 1464, 1413, 1319, 1269。
実施例９９（化合物番号6633）
【０７４２】
【化１３５】
【０７４３】
1,3−フェニレンジアミン115mg、化合物（VII)242mg、DIPC191μL、HOBT119mgとDMF3.5mLを用い、実施例（９１−３）と同様にして合成し、目的化合物103mgを得た。
【０７４４】
1H NMR (CD3OD)δppm： 7.87 (d, J = 8.1 Hz, 1H), 7.08 (m, 1H), 7.05 (d, J = 8.0 Hz, 1H), 6.90 (dd, J = 2.0 and 8.0 Hz, 1H), 6.52 (dd, J = 2.0 and 8.0 Hz, 1H), 6.06 (d, J = 2.5 Hz, 1H), 5.78 (d, J = 3.7 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.28 (d, J = 4.5 Hz, 1H), 4.83 (d, J = 1.9 Hz, 1H), 4.53 (dd, J = 2.0 and 5.9 Hz, 1H), 4.43 (t, J = 3.9 Hz, 1H), 4.26 (t, J = 4.2 Hz, 1H), 4.07 (t, J = 4.3 Hz, 1H), 3.75 (t, J = 5.4 Hz, 1H), 3.30 (s, 3H)。
【０７４５】
IR (KBr) ν cm-1: 3351, 2936, 2833, 1685, 1610, 1540, 1497, 1459, 1391, 1325, 1269。
実施例１００（化合物番号6665）
【０７４６】
【化１３６】
【０７４７】
（１００−１）
【０７４８】
【化１３７】
【０７４９】
実施例（９−２）の化合物301mg、N,N−ジメチル−1,4−フェニレンジアミン二塩酸塩252mg、トリエチルアミン336μL、DIPC216μL、HOBT130mgをDMF4mLに溶かし、室温で攪拌した。5時間後に、溶媒を減圧下留去し、残渣をシリカゲルカラム(30g)に付し、塩化メチレン−メタノール（97.5：2.5）で溶出して、目的化合物231mgを得た。
【０７５０】
1H NMR (CD3OD)δppm： 7.86 (d, J = 8.1 Hz, 1H), 7.46 (d, J = 9.0 Hz, 2H), 6.76 (d, J = 9.0 Hz, 2H), 6.19 (d, J = 4.4 Hz, 1H), 5.80 (d, J = 3.7 Hz, 1H), 5.72 (d, J = 8.1 Hz, 1H), 5.21 (d, J = 5.1 Hz, 1H), 4.88 (m, 1H), 4.84 (m, 1H), 4.56 (dd, J = 2.2 and 5.9 Hz, 1H), 4.45 (m, 1H), 4.27 (m, 1H), 3.82 (t, J = 5.5 Hz, 1H), 3.30 (s, 3H), 2.92 (s, 6H)。
（１００−２）
【０７５１】
【化１３８】
【０７５２】
実施例（１００−１）の化合物138mgを酢酸1.4mL、水0.6mL、エチレングリコール0.3mLの混合溶媒に溶かし、加熱還流した。2時間後に、溶媒を減圧下留去し、残渣をシリカゲルカラム(3g)に付し、塩化メチレン−メタノール（９５：５）で溶出して、標記目的化合物93mgを得た。
【０７５３】
1H NMR (CD3OD)δppm： 7.87 (d, J = 8.1 Hz, 1H), 7.45 (d, J = 9.3 Hz, 2H), 6.76 (d, J = 9.3 Hz, 2H), 6.05 (m, 1H), 5.78 (d, J = 3.7 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.28 (d, J = 4.4 Hz, 1H), 4.83 (d, J = 2.0 Hz, 1H), 4.52 (dd, J = 1.9 and 5.8 Hz, 1H), 4.43 (t, J = 3.9 Hz, 1H), 4.25 (t, J = 4.4 Hz, 1H), 4.08 (t, J = 4.3 Hz, 1H), 3.75 (t, J = 5.4 Hz, 1H), 3.34 (s, 3H), 2.91 (s, 6H)。
【０７５４】
IR (KBr) ν cm-1: 3340, 2930, 2853, 2802, 1685, 1616, 1591, 1525, 1461, 1408, 1386, 1324, 1267。
実施例１０１（化合物番号6162）
【０７５５】
【化１３９】
【０７５６】
４−t−ブチルシクロヘキシルアミンの代わりに、２−（パーフルオロブチル）エチルアミン（Szonyi, F.; Guennouni, F.; Cambon, A. New methods of preparation of 2-(perfluoroalkyl)ethylamines. J. Fluorine Chem. (1991) 55(1),85-92.）を用い、実施例（９−３）と同様に合成して、目的化合物94mgを得た。
【０７５７】
1H NMR (CD3OD)δppm： 7.86 (d, J = 8.1 Hz, 1H), 5.97 (m, 1H), 5.80 (d, J = 4.2 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.22 (d, J = 4.4 Hz, 1H), 4.66 (d, J = 2.0 Hz, 1H), 4.49 (dd, J = 2.0 and 5.4 Hz, 1H), 4.39 (dd, J = 3.2 and 4.2 Hz, 1H), 4.24 (t, J = 4.6 Hz, 1H), 4.04 (t, J = 4.4 Hz, 1H), 3.70 (t, J = 5.3 Hz, 1H), 3.65 (m, 1H), 3.57 (m, 1H), 3.37 (s, 3H), 2.48 (m, 2H)。
【０７５８】
IR (KBr) ν cm-1: 3352, 3101, 2928, 2854, 1688, 1532, 1463, 1395, 1357, 1332, 1237。
実施例１０２（化合物番号561）
【０７５９】
【化１４０】
【０７６０】
（１０２−１）
【０７６１】
【化１４１】
【０７６２】
実施例（８４−１）の化合物845mgと４−ジメチルアミノピリジン480mgとフェニルクロロチオノフォルメート353μLを、アルミナで乾燥させた塩化メチレン30mLに溶かし、室温で攪拌した。2時間後に、塩化メチレン300mLで希釈し、300mLづつの0.1N塩酸、飽和重曹水、飽和食塩水で順次洗浄し、無水硫酸ナトリウムで乾燥させた。溶媒を減圧下留去し、残渣をシリカゲルカラム(110g)に付し、塩化メチレン−メタノール（９７：３）で溶出して、目的化合物950mgを得た。
【０７６３】
1H NMR (CD3OD)δppm： 7.81 (d, J = 8.1 Hz, 1H), 7.53 (d, J = 8.5 Hz, 2H), 7.41 (t, J = 7.9 Hz, 2H), 7.29 (t, J = 7.3 Hz, 1H), 7.18 (d, J = 8.5 Hz, 2H), 7.10 (d, J = 7.5 Hz, 2H), 6.19 (d, J = 3.7 Hz, 1H), 6.09 (d, J = 4.9 Hz, 1H), 5.89 (t, J = 5.1 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.29 (d, J = 4.6 Hz, 1H), 4.93 (m, 1H), 4.61 (m, 1H), 4.48 (t, J = 5.2 Hz, 1H), 4.27 (t, J = 4.8 Hz, 1H), 3.35 (s, 3H), 2.60 (t, J = 7.6 Hz, 2H), 1.62 (m, 2H), 1.45 (s, 6H), 1.33 (m, 4H), 0.90 (t, J = 7.0 Hz, 3H)。
（１０２−２）
【０７６４】
【化１４２】
【０７６５】
実施例（１０２−１）の化合物113mgをトルエン5mLに溶かし、トリブチルチンヒドリド113μLとアゾビスイソブチロニトリル6mgを加え、加熱還流した。1.5時間後に、溶媒を減圧下留去し、残渣をシリカゲルカラム(8g)に付し、塩化メチレン−メタノール（９９：１）で溶出して、目的化合物68mgを得た。
【０７６６】
1H NMR (CD3OD)δppm： 7.88 (d, J = 8.1 Hz, 1H), 7.52 (d, J = 8.6 Hz, 2H), 7.17 (d, J = 8.6 Hz, 2H), 6.22 (d, J = 3.7 Hz, 1H), 6.16 (dd, J = 6.0 and 7.8 Hz, 1H), 5.73 (d, J = 8.1 Hz, 1H), 5.20 (d, J = 4.8 Hz, 1H), 4.50 (m, 1H), 4.44 (t, J = 5.5 Hz, 1H), 4.06 (m, 1H), 3.24 (s, 3H), 2.59 (t, J = 7.7 Hz, 2H), 2.40 (m, 1H), 2.05 (m, 1H), 1.61 (m, 2H), 1.45 (s, 6H), 1.34 (m, 4H), 0.90 (t, J = 7.0 Hz, 3H)。
（１０２−３）
【０７６７】
【化１４３】
【０７６８】
実施例（１０２−２）の化合物68mgをメタノール2.5mLに溶かし、アンバーリスト15(H+)110mgを加えて加熱還流した。140分後に、不溶物をろ過して除き、溶媒を減圧下留去した。残渣を分取用薄層クロマトグラフィーに付し、塩化メチレン−メタノール（８５：１５）で展開して精製し、目的化合物39mgを得た。
【０７６９】
1H NMR (CD3OD)δppm： 7.90 (d, J = 8.1 Hz, 1H), 7.52 (d, J = 8.4 Hz, 2H), 7.17 (d, J = 8.4 Hz, 2H), 6.14 (dd, J = 6.0 and 7.8 Hz, 1H), 6.06 (d, J = 2.5 Hz, 1H), 5.76 (d, J = 8.1 Hz, 1H), 5.27 (d, J = 4.6 Hz, 1H), 4.49 (m, 1H), 4.39 (m, 1H), 4.06 (m, 1H), 4.00 (m, 1H), 3.23 (s, 3H), 2.59 (t, J = 7.7 Hz, 2H), 2.39 (m, 1H), 2.00 (m, 1H), 1.61 (m, 2H), 1.32 (m, 4H), 0.90 (t, J = 7.0 Hz, 3H)。
実施例１０３（化合物番号41）
【０７７０】
【化１４４】
【０７７１】
（１０３−１）
【０７７２】
【化１４５】
【０７７３】
実施例８５の化合物222mgを塩化メチレン6mLに溶かし、水3.5mLを加えて攪拌した。ここにニトロシルスルフリックアシッド2.99gを20分かけて徐々に加え、さらに5分間攪拌した後に、塩化メチレン100mLで希釈し、水層を除いた。水4mLで2回洗浄し、飽和食塩水5mLで洗浄後、溶媒を減圧下留去した。残渣を塩化メチレン10mLに溶かし、ジアゾメタン1.66mmolを含むエーテル溶液を加え、室温で攪拌した。15分後に、溶媒を減圧下留去し、残渣をシリカゲルカラム(7g)に付し、塩化メチレン−メタノール（９９：１）で溶出して、目的化合物123mgを得た。
【０７７４】
1H NMR (CD3OD)δppm： 7.64 (m, 3H), 7.36 (m, 2H), 7.16 (t, J = 7.3 Hz, 1H), 6.08 (m, 1H), 5.94 (d, J = 8.1 Hz, 1H), 5.90 (d, J = 3.7 Hz, 1H), 5.77 (m, 1H), 5.60 (m, 1H), 5.34 (m, 1H), 5.15 (m, 1H), 4.56 (m, 1H), 3.92 (m, 1H), 3.86 (s, 3H), 3.21 (s, 3H), 2.11 (s, 3H), 2.08 (s, 3H), 2.03 (s, 3H)。
（１０３−２）
【０７７５】
【化１４６】
【０７７６】
実施例（１０３−１）の化合物120mgをメタノール4.2mLに溶かし、n−ドデシルアミン1.19gを加えて、室温で攪拌した。1日後に、Dowex50W-X8(10g)のカラムに付し、水−メタノール（１：１）で溶出した。溶媒を減圧下留去し、残渣をシリカゲルカラム(5g)に付し、塩化メチレン−メタノール（９１：１）で溶出して、目的化合物11.9mgを得た。
1H NMR (CD3OD)δppm： 7.86 (d, J = 8.1 Hz, 1H), 7.63 (d, J = 8.5 Hz, 2H), 7.34 (t, J = 7.9 Hz, 2H), 7.15 (m, 1H), 6.09 (d, J = 3.5 Hz, 1H), 5.79 (d, J = 4.1 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.23 (d, J = 5.0 Hz, 1H), 4.53 (dd, J = 2.0 and 5.7 Hz, 1H), 4.44 (t, J = 4.1 Hz, 1H), 4.27 (t, J = 4.5 Hz, 1H), 4.07 (t, J = 4.7 Hz, 1H), 3.80 (t, J = 5.3 Hz, 1H), 3.30 (m, 5H), 1.55 (m, 2H), 1.27 (m, 18H), 0.89 (t, J = 6.8 Hz, 3H)。
【０７７７】
IR (KBr) ν cm-1: 3351, 3098, 3062, 2925, 2854, 1684, 1600, 1535, 1498, 1464, 1444, 1385, 1321, 1269。
実施例１０４（化合物番号6696）
【０７７８】
【化１４７】
【０７７９】
（１０４−１）
【０７８０】
【化１４８】
【０７８１】
実施例（９−２）の化合物807mg、アニリン265μL、ジイソプロピルカルボジイミド496μL、ヒドロキシベンゾトリアゾール393mgをジメチルホルムアミド16mLに溶かし、氷冷下1時間、室温で14時間攪拌した。反応後、溶媒を減圧下留去し、残渣を酢酸エチル200mLに溶かし、200mLづつの0.05N塩酸水と飽和重曹水で順次洗浄し、無水硫酸マグネシウムで乾燥させた。溶媒を減圧下留去し、残渣をシリカゲルカラム（80g）に付し、塩化メチレン−メタノール（９６：４）で溶出して、目的化合物596mgを得た。
【０７８２】
1H NMR (CDCl3-CD3OD; 19 : 1) δppm： 8.53 (s, 1H), 7.77 (d, J = 8.1 Hz, 1H), 7.61 (m, 2H), 7.35 (m, 2H), 7.16 (m, 1H), 6.48 (d, J = 3.7 Hz, 1H), 5.77 (d, J = 2.9 Hz, 1H), 5.74 (d, J = 8.1 Hz, 1H), 4.78 (m, 4H), 4.37 (m, 1H), 4.12 (m, 1H), 3.99 (dd, J = 5.1 and 6.6 Hz, 1H), 3.41 (s, 3H), 1.51 (s, 3H), 1.47 (s, 3H)。
【０７８３】
IR (KBr) ν cm-1: 3418, 3341, 3100, 3064, 2989, 2936, 2833, 1691, 1599, 1533, 1498, 1445, 1383, 1321, 1299, 1269, 1244, 1218。
（１０４−２）
【０７８４】
【化１４９】
【０７８５】
実施例（１０４−１）の化合物593mgをジメチルホルムアミド２ｍLに溶かし、ｔ−ブチルジメチルシリルクロリド311mgとイミダゾール140mgを加え、室温で攪拌した。5時間後に、ｔ−ブチルジメチルシリルクロリド165mgとイミダゾール70mgを追加し、さらに攪拌した。16時間後に、溶媒を減圧下留去し、残渣を酢酸エチル100mLに溶かし、水100mLで洗浄後、無水硫酸マグネシウムで乾燥させた。溶媒を減圧下留去し、残渣をシリカゲルカラム(80g)に付し、塩化メチレン−メタノール（９８：２）で溶出して、目的化合物632mgを得た。
【０７８６】
1H NMR (CDCl3) δppm： 8.47 (br s, 1H), 8.42 (br s, 1H), 7.86 (d, J = 7.8 Hz, 1H), 7.62 (d, J = 7.8 Hz, 2H), 7.36 (m, 2H), 7.17 (m, 1H), 7.07 (br s, 1H), 6.52 (d, J = 3.9 Hz, 1H), 5.87 (br s, 1H), 5.72 (m, 1H), 5.62 (s, 1H), 4.85 (m, 1H), 4.82 (m, 1H), 4.70 (d, J = 7.8 Hz, 1H), 4.65 (d, J = 2.9 Hz, 1H), 4.48 (m, 1H), 4.08 (dd, J = 5.9 and 7.8 Hz, 1H), 3.85 (dd, J = 3.9 and 4.9 Hz, 1H), 3.31 (s, 3H), 1.52 (s, 3H), 1.47 (s, 3H), 0.92 (s, 9H), 0.21 (s, 3H), 0.15 (s, 3H)。
【０７８７】
IR (KBr) ν cm-1: 3458, 3417, 3340, 3198, 3098, 3064, 2988, 2952, 2933, 2897, 2857, 1695, 1600, 1533, 1499, 1444, 1382, 1320, 1298, 1251, 1220。
（１０４−３）
【０７８８】
【化１５０】
【０７８９】
実施例（１０４−２）の化合物318mgをジメチルホルムアミド5ｍLに溶かし、1,8−ジアザビシクロ[5.4.0]−７−ウンデセン102μLとピバロイルオキシメチルクロリド100μLを加え、室温で攪拌した。23時間後に、1,8−ジアザビシクロ[5.4.0]−７−ウンデセン102μLとピバロイルオキシメチルクロリド100μLを追加し、さらに攪拌した。4時間後に、溶媒を減圧下留去し、残渣を酢酸エチル200mLに溶かし、水200mLで洗浄後、無水硫酸マグネシウムで乾燥させた。溶媒を減圧下留去し、残渣をシリカゲルカラム(40g)に付し、ヘキサン−酢酸エチル（１：１）で溶出して、目的化合物273mgを得た。
【０７９０】
1H NMR (CDCl3) δppm： 8.40 (br s, 1H), 7.90 (d, J = 8.0 Hz, 1H), 7.61 (d, J = 7.8 Hz, 2H), 7.36 (t, J = 7.8 Hz, 2H), 7.17 (m, 1H), 7.05 (br s, 1H), 6.53 (d, J = 3.9 Hz, 1H), 5.93 (s, 1H), 5.79 (d, J = 8.0 Hz, 1H), 5.74 (br s, 1H), 5.68 (s, 1H), 4.89 (m, 1H), 4.81 (m, 1H), 4.71 (d, J = 7.8 Hz, 1H), 4.62 (d, J = 2.0 Hz, 1H), 4.38 (m, 1H), 4.08 (m, 1H), 3.84 (m, 1H), 3.31 (s, 3H), 1.52 (s, 3H), 1.47 (s, 3H), 1.10 (s, 9H), 0.94 (s, 9H), 0.22 (s, 3H), 0.13 (s, 3H)。
【０７９１】
IR (KBr) ν cm-1: 3466, 3422, 3350, 3194, 3103, 3064, 2958, 2934, 2906, 2858, 1731, 1685, 1600, 1533, 1499, 1480, 1456, 1445, 1404, 1375, 1321, 1279, 1251, 1220。
（１０４−４）
【０７９２】
【化１５１】
【０７９３】
実施例（１０４−３）の化合物272mgをテトラヒドロフラン340μLに溶かし、１M濃度のテトラブチルアンモニウムフロリドを含むテトラヒドロフラン溶液340μLを加え、室温で放置した。30分後に、上記溶液100μLを追加し、さらに1時間放置した。溶媒を減圧下留去し、残渣をシリカゲルカラム(40g)に付し、塩化メチレン−メタノール（９９：１）で溶出して、目的化合物218mgを得た。
【０７９４】
1H NMR (CDCl3) δppm： 8.31 (s, 1H), 7.75 (d, J = 8.1 Hz, 1H), 7.58 (d, J = 8.1 Hz, 2H), 7.35 (m, 2H), 7.17 (t, J = 7.3 Hz, 1H), 7.07 (br s, 1H), 6.51 (d, J = 4.4 Hz, 1H), 5.92 (m, 2H), 5.86 (d, J = 2.9 Hz, 1H), 5.81 (d, J = 8.1 Hz, 1H), 5.76 (br s, 1H), 4.81 (m, 2H), 4.72 (m, 2H), 4.40 (br s, 1H), 4.10 (m, 1H), 4.05 (m, 1H), 3.44 (s, 3H), 2.17 (br s, 1H), 1.51 (s, 3H), 1.47 (s, 3H), 1.19 (s, 9H)。
【０７９５】
IR (KBr) ν cm-1: 3459, 3422, 3355, 3105, 3063, 2982, 2935, 2877, 1728, 1682, 1600, 1533, 1499, 1481, 1456, 1445, 1404, 1376, 1321, 1280, 1241, 1219。
（１０４−５）
【０７９６】
【化１５２】
【０７９７】
実施例（１０４−４）の化合物216mgをメタノール3mLに溶かし、100mgのアンバーリスト15を加え、加熱還流下攪拌した。3時間後に、不溶物をろ過して除き、溶媒を減圧下留去し、残渣をシリカゲルカラム(20g)に付し、塩化メチレン−メタノール（９６：４）で溶出して、目的化合物146mgを得た。
【０７９８】
1H NMR (CD3OD) δppm： 7.94 (d, J = 8.1 Hz, 1H), 7.64 (d, J = 8.7 Hz, 2H), 7.34 (d, J = 8.0, 2H), 7.15 (t, J = 7.3 Hz, 1H), 6.08 (m, 1H), 5.89 (m, 3H), 5.79 (d, J = 3.4 Hz, 1H), 5.31 (d, J = 4.3 Hz, 1H), 4.55 (dd, J = 1.9 and 6.2 Hz, 1H), 4.44 (t, J = 3.9 Hz, 1H), 4.27 (m, 1H), 4.10 (m, 1H), 3.73 (dd, J = 5.1 and 6.2 Hz, 1H), 3.27 (s, 3H), 1.17 (s, 9H)。
【０７９９】
IR (KBr) ν cm-1: 3411, 3368, 3108, 2973, 2935, 2877, 1726, 1671, 1599, 1534, 1497, 1481, 1458, 1445, 1405, 1376, 1324, 1280, 1240。
実施例１０５（化合物番号6707）
【０８００】
【化１５３】
【０８０１】
（１０５−１）
【０８０２】
【化１５４】
【０８０３】
アニリンの代わりに3,4−ジフルオロアニリンを用いて、実施例（１０４−１）と同様にして合成し、目的化合物1.405gを得た。
【０８０４】
1H NMR (CD3OD) δppm： 7.84 (d, J = 8.1 Hz, 1H), 7.76 (m, 1H), 7.40 (m, 1H), 7.23 (m, 1H), 6.23 (d, J = 3.7 Hz, 1H), 5.79 (d, J = 3.7 Hz, 1H), 5.72 (d, J = 8.1 Hz, 1H), 5.26 (d, J = 4.4 Hz, 1H), 4.83 (m, 1H), 4.52 (m, 1H), 4.47 (m, 1H), 4.27 (dd, J = 3.7 and 5.1 Hz, 1H), 3.80 (m, 1H), 3.27 (s, 3H), 1.45 (s, 3H), 1.44 (s, 3H)。
（１０５−２）
【０８０５】
【化１５５】
【０８０６】
実施例（１０５−１）の化合物1gを用いて、実施例（１０４−２）と同様にして合成し、目的化合物981mgを得た。
【０８０７】
1H NMR (CD3OD) δppm： 7.92 (d, J = 8.1 Hz, 1H), 7.76 (m, 1H), 7.40 (m, 1H), 7.25 (m, 1H), 6.22 (d, J = 3.7 Hz, 1H), 5.72 (d, J = 8.1 Hz, 1H), 7.72 (d, J = 3.7 Hz, 1H), 5.24 (d, J = 4.4 Hz, 1H), 4.88 (d, J = 2.2 Hz, 1H), 4.85 (m, 1H), 4.58 (m, 1H), 4.43 (m, 1H), 4.38 (m, 1H), 3.72 (m, 1H), 3.26 (s, 3H), 1.46 (s, 3H), 1.45 (s, 3H), 0.89 (s, 9H), 0.13 (s, 3H), 0.10 (s, 3H)。
【０８０８】
IR (KBr) ν cm-1: 3415, 3341, 3101, 2988, 2933, 2897, 2858, 1694, 1617, 1518, 1461, 1439, 1413, 1383, 1265。
（１０５−３）
【０８０９】
【化１５６】
【０８１０】
実施例（１０５−２）の化合物717mgと炭酸カリウム232mgをジメチルホルムアミド18ｍLに溶かし、1−クロロエチルヘキサノエート530mgを加えて、氷冷下5分間攪拌し、さらに60℃で6時間攪拌した。反応後に、溶媒を減圧下留去し、残渣をシリカゲルカラム(32g)に付し、塩化メチレン−メタノール（９８．５：１．５）で溶出して、目的化合物230mgを得た。
【０８１１】
1H NMR (CDCl3) δppm： 8.54 (s, 1H), 7.78 (m, 2H), 7.22−7.00 (m, 5H), 6.51 (m, 1H), 5.85 (m, 1H), 5.72 (d, J = 8.1 Hz, 1H), 5.67 (s, 1H), 4.85 (m, 1H), 4.80 (m, 1H), 4.65 (m, 1H), 4.60 (m, 1H), 4.37 (m, 1H), 4.07 (m, 1H), 3.81 (m, 1H), 3.30 (s, 3H), 2.33 (m, 2H), 1.79 (m, 2H), 1.48 (s, 3H), 1.25 (m, 4H), 0.95 (s, 9H), 0.85 (m, 3H), 0.23 (s, 3H), 0.18 and 0.17 (2s, 3H)。
（１０５−４）
【０８１２】
【化１５７】
【０８１３】
実施例（１０５−３）の化合物282mgを用い、実施例（１０４−４）と同様にして合成し、目的化合物177mgを得た。
【０８１４】
1H NMR (CD3OD) δppm： 7.85 (d, J = 8.1 Hz, 1H), 7.78 (m, 1H), 7.40 (m, 1H), 7.22 (m, 2H), 6.21 (m, 1H), 5.76 (m, 2H), 5.27 (m, 1H), 4.82 (m, 1H), 4.57 (m, 2H), 4.47 (m, 1H), 4.28 (m, 1H), 3.78 (m, 1H), 3.26 (s, 3H), 2.32 (t, J = 7.3 Hz, 2H), 1.76 (d, J = 6.6 Hz, 2H), 1.59 (m, 2H), 1.43 (m, 6H), 1.30 (m, 5H), 0.90 (m, 3H)。
【０８１５】
IR (KBr) ν cm-1: 3442, 3106, 2987, 2957, 2935, 2874, 1718, 1677, 1617, 1537, 1518, 1444, 1414, 1383, 1280, 1239, 1214。
（１０５−５）
【０８１６】
【化１５８】
【０８１７】
実施例（１０５−４）の化合物175mgを用いて、実施例（１０４−５）と同様にして合成し、目的化合物54mgを得た。
【０８１８】
1H NMR (CD3OD) δppm： 7.86 (d, J = 8.1 Hz, 1H), 7.77 (m, 1H), 7.41 (m, 1H), 7.22 (m, 2H), 6.08 (m, 1H), 5.75 (m, 2H), 5.30 (d, J = 4.4 Hz, 1H), 4.82 (d, J = 2.2 Hz, 1H), 4.52 (m, 1H), 4.42 (m, 1H), 4.24 (m, 1H), 4.10 (m, 1H), 3.68 (m, 1H), 3.24 (s, 3H), 2.32 (t, J = 7.3 Hz, 2H), 1.75 (d, J = 5.9 Hz, 3H), 1.59 (m, 2H), 1.29 (m, 4H), 0.89 (m, 3H)。
【０８１９】
IR (KBr) ν cm-1: 3412, 3349, 3105, 2957, 2935, 2873, 1719, 1665, 1617, 1536, 1518, 1444, 1414, 1384, 1320, 1279, 1241, 1210。
実施例１０６（化合物番号6703）
【０８２０】
【化１５９】
【０８２１】
（１０６−１）
【０８２２】
【化１６０】
【０８２３】
1−クロロエチルヘキサノエートの代わりに1−クロロエチルエチルカーボネートを用いて、実施例（１０５−３）と同様にして合成し、目的化合物152mgを得た。
【０８２４】
1H NMR (CDCl3) δppm： 8.54 (s, 1H), 7.78 (m, 2H), 7.15 (m, 3H), 7.00 (m, 1H), 6.50 (m, 1H), 5.73 (m, 2H), 5.67 (d, J = 3.7 Hz, 1H), 4.85 (m, 1H), 4.80 (m, 2H), 4.65 (m, 1H), 4.59 (d, J = 2.2 Hz, 1H), 4.39 (m, 1H), 4.18 (m, 3H), 4.08 (m, 1H), 3.82 (m, 1H), 3.31 (s, 3H), 1.85 (m, 2H), 1.51 (s, 3H), 1.46 (s, 3H), 1.30 (m, 5H), 0.95 (s, 9H), 0.24 and0.23 (2s, 3H), 0.15 (s, 3H)。
（１０６−２）
【０８２５】
【化１６１】
【０８２６】
実施例（１０６−１）の化合物194mgを用い、実施例（１０４−４）と同様にして合成し、目的化合物111mgを得た。
【０８２７】
1H NMR (CD3OD) δppm： 7.84 (m, 1H), 7.77 (m, 1H), 7.40 (m, 1H), 7.23 (m, 1H), 7.12 (m, 1H), 7.21 (m, 1H), 5.75 (m, 2H), 5.26 (m, 1H), 4.83 (m, 1H), 4.54 (m, 1H), 4.46 (m, 1H), 4.28 (m, 1H), 4.15 (m, 2H), 3.78 (m, 1H), 3.27 (s, 3H), 1.80 (d, J = 6.6 Hz, 3H), 1.45 (s, 3H), 1.44 (s, 3H), 1.26 (m, 3H)。
（１０６−３）
【０８２８】
【化１６２】
【０８２９】
実施例（１０６−２）の化合物110mgを用いて、実施例（１０４−５）と同様にして合成し、目的化合物42mgを得た。
【０８３０】
1H NMR (CD3OD) δppm： 7.86 (d, J = 8.1 Hz, 1H), 7.77 (m, 1H), 7.41 (m, 1H), 7.23 (m, 1H), 7.12 (m, 1H), 6.08 (m, 1H), 5.77 (d, J = 8.1 Hz, 1H), 5.74 (m, 1H), 5.30 (d, J = 3.7 Hz, 1H), 4.82 (d, J = 2.2 Hz, 1H), 4.52 (m, 1H), 4.43 (m, 1H), 4.24 (m, 1H), 4.15 (m, 2H), 4.10 (m, 1H), 3.68 (m, 1H), 3.24 (s, 3H), 1.79 (d, J = 5.9 Hz, 3H), 1.25 (m, 3H)。
実施例１０７（化合物番号6706）
【０８３１】
【化１６３】
【０８３２】
（１０７−１）
【０８３３】
【化１６４】
【０８３４】
1−クロロエチルヘキサノエートの代わりに1−クロロエチルシクロヘキシルカーボネートを用いて、実施例（１０５−３）と同様にして合成し、目的化合物194mgを得た。
（１０７−２）
【０８３５】
【化１６５】
【０８３６】
実施例（１０７−１）の化合物193mgを用い、実施例（１０４−４）と同様にして合成し、目的化合物122mgを得た。
（１０７−３）
【０８３７】
【化１６６】
【０８３８】
実施例（１０７−２）の化合物120mgを用いて、実施例（１０４−５）と同様にして合成し、目的化合物51mgを得た。
【０８３９】
1H NMR (CD3OD) δppm： 7.87 (d, J = 8.1 Hz, 1H), 7.78 (m, 1H), 7.42 (m, 1H), 7.23 (m, 1H), 7.12 (m, 1H), 6.08 (m, 1H), 5.79 (d, J = 8.1 Hz, 1H), 5.75 (m, 1H), 5.31 (d, J = 4.4 Hz, 1H), 4.82 (m, 1H), 4.58 (m, 1H), 4.52 (m, 1H), 4.42 (m, 1H), 4.25 (m, 1H), 4.10 (m, 1H), 3.68 (m, 1H), 3.24 (s, 3H), 1.85 (m, 2H), 1.79 (d, J = 5.9 Hz, 3H), 1.72 (m, 2H), 1.55−1.25 (m, 6H)。
実施例１０８（化合物番号6730）
【０８４０】
【化１６７】
【０８４１】
（１０８−１）
【０８４２】
【化１６８】
【０８４３】
N−ｔ−ブトキシカルボニル−６−アミノヘキサン酸106mgを塩化メチレン16mLに溶かし、トリエチルアミン77μLを加え、窒素雰囲気下−78℃で攪拌し、エチルクロロホルメート53μLを加えた。1時間後に、０℃に昇温し、さらに40分間攪拌後、ホロチン塩酸塩115mgとトリエチルアミン154μLをジメチルホルムアミド14mLに溶かした溶液を滴下して加えた。さらに30分後に、室温まで昇温し、さらに90分間攪拌した。反応後、溶媒を減圧下留去し、残渣を酢酸エチル50mLに溶かし、50mLづつの水と飽和食塩水で洗浄し、無水硫酸マグネシウムで乾燥させた。溶媒を減圧下留去した後に、残渣をシリカゲルカラム（５ｇ）に付し、塩化メチレン−メタノール（９９：１）で溶出して、目的化合物84mgを得た。
【０８４４】
1H NMR (CDCl3) δppm： 8.96 (br s, 1H), 8.21 (br s, 1H), 6.79 (s, 1H), 4.63 (br s, 1H), 3.10 (m, 2H), 2.38 (t, J = 7.6 Hz, 2H), 1.75−1.40 (m, 15H)。
（１０８−２）
【０８４５】
【化１６９】
【０８４６】
実施例（１０８−１）の化合物84mgをトリフルオロ酢酸−水（４：１）30mLに溶かし、室温で攪拌した。15分後に、溶媒を減圧下留去し、エタノールで数回共沸して黄色個体を得た。ここに、化合物（VII）107mg、HOBT48mgを加え、ジメチルホルムアミド1.5mLに溶かした。さらに、トリエチルアミン46μLとDIPC70μLを加え、室温で攪拌した。3時間後に、溶媒を減圧下留去し、残渣をシリカゲルカラム（６ｇ）に付し、塩化メチレン−メタノール（４：１）で溶出して、目的化合物75mgを得た。
【０８４７】
1H NMR (CD3OD) δppm： 7.87 (d, J = 8.2 Hz, 1H), 5.94 (m, 1H), 5.81 (d, J = 4.2 Hz, 1H), 5.75 (d, J = 8.2 Hz, 1H), 5.21 (d, J = 4.7 Hz, 1H), 4.69 (d, J = 1.8 Hz, 1H), 4.50 (dd, J = 2.0 and 5.2 Hz, 1H), 4.38 (m, 1H), 4.24 (t, J = 4.5 Hz, 1H), 4.02 (t, J = 4.3 Hz, 1H), 3.71 (t, J = 5.1 Hz, 1H), 3.38 (s, 3H), 3.30 (m, 2H), 2.40 (t, J = 7.4 Hz, 2H), 1.70 (m, 2H), 1.60 (m, 2H), 1.40 (m, 2H)。
実施例１０９（化合物番号6732）
【０８４８】
【化１７０】
【０８４９】
（１０９−１）
【０８５０】
【化１７１】
【０８５１】
N−ｔ−ブトキシカルボニル−６−アミノヘキサン酸のかわりにN−ｔ−ブトキシカルボニル−８−アミノオクタン酸を用い、実施例（１０８−１）と同様にして合成し、目的化合物162mgを得た。
【０８５２】
1H NMR (CDCl3) δppm： 8.62 (br s, 1H), 7.78 (br s, 1H), 6.76 (s, 1H), 4.53 (br s, 1H), 3.08 (m, 2H), 2.35 (t, J = 7.3 Hz, 2H), 1.75−1.30 (m, 19H)。
（１０９−２）
【０８５３】
【化１７２】
【０８５４】
実施例（１０８−１）の化合物のかわりに実施例（１０９−１）の化合物を用い、実施例（１０８−２）と同様に合成して、目的化合物43mgを得た。
【０８５５】
1H NMR (CD3OD) δppm： 7.87 (d, J = 8.8 Hz, 1H), 7.06 (s, 1H), 5.94 (d, J = 4.4 Hz, 1H), 5.81 (d, J = 4.4 Hz, 1H), 5.75 (d, J = 8.8 Hz, 1H), 5.21 (d, J = 4.4 Hz, 1H), 4.69 (d, J = 1.5 Hz, 1H), 4.50 (dd, J = 2.2 and 5.1 Hz, 1H), 4.38 (m, 1H), 4.24 (m, 1H), 4.02 (t, J = 4.4 Hz, 1H), 3.71 (t, J = 5.1 Hz, 1H), 3.38 (s, 3H), 3.25 (m, 2H), 2.39 (t, J = 7.4 Hz, 2H), 1.65 (m, 2H), 1.55 (m, 2H), 1.38 (br s, 6H)。
製造例１． ストレプトマイセス・グリセウス（Ｓｔｒｅｐｔｏｍｙｃｅｓ ｇｒｉｓｅｕｓ）ＳＡＮＫ６０１９６（ＦＥＲＭ ＢＰ−５４２０）株の培養。
【０８５６】
以下に記載する前培養培地５００ｍｌを入れた２Ｌの三角フラスコ（種フラスコ）に、ＳＡＮＫ６０１９６株を無菌的に4白金耳接種し、次いで該フラスコ４本分をロータリー振とう機中で２３℃、２１０ｒｐｍにて振とうして、３日間の前培養を行った。
【０８５７】
前培養培地：下記の成分を水道水１０００ｍｌ中に含む。
【０８５８】
マルトース ３０ｇ
肉エキス ５ｇ
ポリペプトン ５ｇ
塩化ナトリウム ５ｇ
炭酸カルシウム ３ｇ
消泡剤ＣＢ４４２ ５０ｍｇ
（日本油脂社製）
―――――――――――――――――――――――――――――――
ｐＨを７．４に調整した後１２１℃にて３０分間滅菌した。
【０８５９】
本培養は以下に記載するようにして行った。すなわち、下記本培養培地１５Ｌの入った３０Ｌ容ジャーファーメンター２基に、前培養液を３％（容量／容量：以下、「ｖ/ｖ」と記す。）植菌した。２３℃で培養開始後６時間目にフィルター除菌したＳ−（２−アミノエチル）−Ｌ−システイン塩酸塩を終濃度１０ｍＭとなるように添加した後、6日間通気攪拌培養を行った。
【０８６０】
本培養培地：下記の成分を水道水１０００ｍｌ中に含む。
【０８６１】
マルトース ３０ｇ
イーストエキス ５ｇ
（Ｄｉｆｃｏ社製）
肉エキス ５ｇ
ポリペプトン ５ｇ
塩化ナトリウム ５ｇ
炭酸カルシウム ３ｇ
消泡剤ＣＢ４４２ ５０ｍｇ
（日本油脂社製）
――――――――――――――――――――――――――――
ｐＨを７．４に調整した後１２５℃にて３０分間滅菌した。
【０８６２】
製造例２． 化合物（ＶＩ）の精製。
【０８６３】
製造例１にて得られた培養終了液（３０Ｌ）を、セライト５４５（Ｃｅｌｉｔｅ Ｃｏｒｐｏｒａｔｉｏｎ社製）をろ過助剤としてろ過した。
【０８６４】
以降の精製においては、活性画分を下記のカラム及び分析条件のＨＰＬＣでモニターした。
【０８６５】
カラム：Ｓｅｎｓｈｕ Ｐａｋ ＯＤＳ−Ｈ−２１５１
６φ×１５０ｍｍ（センシュー科学社製）
溶媒：４％アセトニトリルを含有する0.04％トリフルオロ酢酸水
流速：１．０ ｍｌ/分
検出：ＵＶ２１０ｎｍ
保持時間：２１．２分
得られたろ液３０Ｌを、ダイヤイオンＨＰ−２０（三菱化学社製）を充填したカラム（６Ｌ）に供与した。その後、カラムを１２Ｌの純水で洗浄した後、素通り画分と洗浄画分を合併した（以下、この合併した画分を「素通り・洗浄画分」と記す。）。吸着物質は１２Ｌの１０％アセトン水で溶出した。この溶出画分を濃縮、アセトンを留去した後、凍結乾燥し、３９ｇの粗粉末が得られた。
【０８６６】
この粗粉末を２００ｍｌの純水に溶解し、ダイヤイオンＣＨＰ−２０Ｐ（三菱化学社製）を充填したカラム（２Ｌ）に供与した。その後、カラムを４Ｌの純水および４Ｌの１０％メタノール水で洗浄し、吸着物質を４Ｌの１５％メタノール水、４Ｌの２０％メタノール水で溶出した。１５％メタノール水画分の２〜４Ｌ部分および２０％メタノール水画分を合併し濃縮、メタノールを留去した後、凍結乾燥し、８．９ｇの粉末が得られた。
【０８６７】
この粉末を２００ｍｌの純水に溶解し、トヨパールＨＷ４０Ｆ（東ソー社製）を充填したカラム（１Ｌ）に供与し、カラムを純水で展開した。１００ｍｌ毎に溶出液を分画したところ、上記ＨＰＬＣにて保持時間２１．２分の活性物質はフラクション５〜１０に溶出された。この画分を濃縮後、凍結乾燥し、２．７ｇの粉末が得られた。
【０８６８】
この粉末を２００ｍｌの水に溶解し４％アセトニトリルを含有する０．０４％のトリフルオロ酢酸水で平衡化したＨＰＬＣカラム（ＹＭＣ−Ｐａｃｋ ＯＤＳ−１０５０−２０−ＳＲ：１００φ×５００ｍｍ：ワイエムシィ社製）に供与し、カラムを４％アセトニトリルを含有する０．０４％のトリフルオロ酢酸水にて流速２０８ｍｌ／分 で展開した。溶出液を１Ｌ毎に分画したところ、活性物質はフラクション６および７に溶出された。
【０８６９】
この画分を合併しエバポール（大川原製作所社製）で２００ｍｌに濃縮した後、凍結乾燥することにより、９９ｍｇの粉末が得られた。この粉末を５ｍｌの蒸留水に懸濁し、不溶物をろ別した。ろ液をロタリーエバポレーターで２ｍｌに濃縮し、凍結乾燥することにより、８７ｍｇの化合物（ＶＩ）が純品として得られた。
【０８７０】
化合物（ＶＩ）は、下記の物理化学的性状を有する。
１）物質の性状：白色粉末状物質
２）溶解性：水に可溶、メタノールに難溶、ノルマルヘキサン、クロロホルムに不溶
３）分子式：C18H23N3O12
４）分子量：473（FAB マススペクトル法により測定）
５）高分解能FABマススペクトル法により測定した精密質量、[M+H]+は、次に示す通りである：
実測値：474.1349
計算値：474.1359
６）紫外部吸収スペクトル：水中で測定した紫外部吸収スペクトルは、次に示す極大吸収を示す：
251 nm (ε10,000)
７）旋光度：水中で測定した旋光度は、以下に示す値を示す：
[α]D 20：+115°(c 0.28)
８）赤外部吸収スペクトル：臭化カリウム（KBr）錠剤法で測定した赤外部吸収スペクトルは、以下に示す極大吸収を示す：
3410, 2955, 1683, 1464, 1441, 1396, 1309, 1267, 1206, 1138, 1115, 1088, 1062, 1023 cm-1
９）1H-核磁気共鳴スペクトル：重ジメチルスルホキシド中、内部基準にテトラメチルシランを用いて測定した、1H-核磁気共鳴スペクトルは、以下に示す通りである： 3.24 (3H, s), 3.52 (1H, dd, J=4.5, 6.1Hz), 3.72 (3H, s), 3.98 (1H, m), 4.10 (1H, m), 4.25 (1H, m), 4.29 (1H, d, J=2.0Hz), 4.33 (1H, dd, J=2.0, 6.1Hz), 5.05 (1H, d, J=3.9 Hz), 5.16 (1H, d, J=6.8Hz), 5.45 (1H, d, J=4.2Hz), 5.54 (1H, d, J=5.9Hz), 5.61 (1H, d, J=3.3Hz), 5.61 (1H, d, J=8.1Hz), 5.93 (1H, dd, J=1.3, 2.9 Hz), 7.56 (1H, br. s), 7.69 (1H, br. s), 7.74 (1H, d, J=8.1 Hz) ppm.
１０）13C-核磁気共鳴スペクトル：重ジメチルスルホキシド中、内部基準にテトラメチルシランを用いて測定した、13C-核磁気共鳴スペクトルは、以下に示す通りである： 52.0 (q), 57.3 (q), 61.5 (d), 64.9 (d), 72.1 (d), 75.4 (d), 78.2 (d), 81.3 (d), 89.0 (d), 99.2 (d), 101.2 (d), 114.2 (d), 139.2 (s), 139.8 (d), 150.3 (s), 161.8 (s), 163.1 (s), 170.1 (s) ppm.
１１）高速液体クロマトグラフィー（ｈｉｇｈ ｐｅｒｆｏｒｍａｎｃｅ ｌｉｑｕｉｄ ｃｈｒｏｍａｔｏｇｒａｐｈｙ：以下、「ＨＰＬＣ」と記する。）分析：
カラム： センシューパックODS-H-2151、
6φ×150 mm（センシュー科学社製）
溶媒：4%アセトニトリルを含有する0.04%トリフルオロ酢酸水
流速：1.0 ml/分
検出：UV 210 nm
保持時間：21分。
【０８７１】
製造例３． 化合物（ＶＩＩ）の精製。
【０８７２】
以降の精製においては、活性画分を下記のカラム及び分析条件のＨＰＬＣでモニターした。
【０８７３】
カラム：Ｓｅｎｓｈｕ Ｐａｋ ＯＤＳ−Ｈ−２１５１
６φ×１５０ｍｍ（センシュー科学社製）
溶媒：０．０４％トリフルオロ酢酸水
流速：１．５ｍｌ/分
検出：ＵＶ２１０ｎｍ
保持時間： １８分。
【０８７４】
製造例２で得られた素通り・洗浄画分４２ＬのｐＨを６Ｎの水酸化ナトリウムを用いて９に調整した後、ダイヤイオンＰＡ３１６（Ｃｌ-）（三菱化学社製）を充填したカラム（８．５Ｌ）に供与した。カラムを２７Ｌの純水で洗浄した後、吸着物を２７Ｌの０．１Ｎ塩酸で溶出した。
【０８７５】
溶出液のｐＨを６Ｎの水酸化ナトリウムで７に調整した後、この溶出液を活性炭カラム（２Ｌ）に供与した。カラムを８Ｌの純水で洗浄した後、活性物質を１０％アセトンを含有する０．５Ｎアンモニア水８Ｌで溶出した。この溶出液を濃縮、凍結乾燥することにより、２８ｇの粉末が得られた。
【０８７６】
この粉末を４００ｍｌの蒸留水に溶解し、ｐＨを３．０に調節した後、純水で調製したダイヤイオンＣＨＰ−２０Ｐ（三菱化学社製）を充填したカラム（２Ｌ）に供与した。通過液および水洗液を回収し、濃縮、凍結乾燥することにより１２ｇのアメ状物質が得られた。
【０８７７】
得られたアメ状物質を２００ｍｌの蒸留水に溶解し、ｐＨをトリフルオロ酢酸で３．３に調整した後、０．０４％のトリフルオロ酢酸水で平衡化したダイヤイオンＣＨＰ−２０Ｐ（三菱化学社製）を充填したカラム（１Ｌ）に再度供与した。カラムを２Ｌの０．０４％のトリフルオロ酢酸水で展開し、０．８〜１．４Ｌの間に溶出された画分（Ｈ画分）をプールした後、溶出液を２Ｌの蒸留水に切り替え溶出した。蒸留水溶出画分２Ｌ（Ｆ画分）を濃縮、凍結乾燥し、６０５ｍｇの粉末が得られた。
【０８７８】
６０５ｍｇのＦ画分凍結乾燥粉末を１５ｍｌの水に溶解し、各１ｍｌを０．０４％のトリフルオロ酢酸水で平衡化したＨＰＬＣカラム（Ｓｅｎｓｈｕ ＰａｋＯＤＳ−Ｈ−５２５１：２０φ×２５０ｍｍ：センシュー科学社製) に供与し、流速１０ｍｌ／分 で展開した。活性画分の紫外部２１０ｎｍの吸収を検出し、保持時間２９分〜３１分に溶出されるピークを１５回分取した。得られた画分をロータリーエバポレーターで濃縮後、凍結乾燥し、１３４ｍｇの化合物（ＶＩＩ）が純品として得られた。
【０８７９】
化合物（ＶＩＩ）は、下記の物理化学的性状を有する。
１）物質の性状：白色粉末状物質
２）溶解性：水に可溶、メタノールに難溶、ノルマルヘキサン、クロロホルムに不溶
３）分子式：C17H21N3O12
４）分子量：459（FAB マススペクトル法により測定）
５）高分解能FABマススペクトル法により測定した精密質量、[M+H]+は、次に示す通りである：
実測値：460.1201
計算値：460.1203
６）紫外部吸収スペクトル：水中で測定した紫外部吸収スペクトルは、次に示す極大吸収を示す：
262 nm (ε7,000)
７）旋光度：水中で測定した旋光度は、以下に示す値を示す：
[α]D 20：+111°(c 0.41)
８）赤外部吸収スペクトル：臭化カリウム（KBr）錠剤法で測定した赤外部吸収スペクトルは、以下に示す極大吸収を示す：
3391, 2941, 1684, 1466, 1400, 1333, 1269, 1205, 1137, 1115, 1062, 1020 cm-1
９）1H-核磁気共鳴スペクトル：重水中、水のシグナルを4.75 ppm として測定した、1H-核磁気共鳴スペクトルは、以下に示す通りである： 3.37 (3H, s), 3.79 (1H, dd, J=5.1, 6.4Hz), 4.17 (1H, ddd, J=1.6, 3.4, 4.6 Hz), 4.38 (1H, dd, J=3.5, 5.1 Hz), 4.48 (1H, dd, J=2.4, 6.4 Hz), 4.49 (1H, ddd, J=0.6, 2.7, 4.6 Hz), 4.69 (1H, d, J=2.4 Hz), 5.32 (1H, dd, J=0.6, 3.4 Hz), 5.77 (1H, d, J=3.5 Hz), 5.90 (1H, d, J=8.1 Hz), 6.11 (1H, dd, J=1.6, 2.7 Hz), 7.75 (1H, d, J=8.1 Hz) ppm.
１０）13C-核磁気共鳴スペクトル：重水中、内部基準に1, 4-ジオキサン (67.4 ppm) を用いて測定した、13C-核磁気共鳴スペクトルは、以下に示す通りである： 58.6 (q), 62.7 (d), 65.5 (d), 72.7 (d), 76.3 (d), 78.8 (d), 91.2 (d), 100.0 (d), 102.7 (d), 114.8 (d), 140.7 (s), 141.9 (d), 152.1 (s), 165.4 (s), 167.0 (s), 173.9 (s) ppm.
１１）ＨＰＬＣ分析：
カラム： センシューパックODS-H-2151、
6φ×150 mm（センシュー科学社製）
溶媒：0.04%トリフルオロ酢酸水
流速：1.5 ml/分
検出：UV 210 nm
保持時間18分。
【０８８０】
製造例４． 化合物（ＶＩＩ）の製造方法（化合物（ＶＩ）の加水分解）
製造例２で得られた化合物（ＶＩ）４．４ｍｇを０．５ｍｌの蒸留水に溶解した。０．５ｍｌの０．０２Ｎ水酸化ナトリウム水を滴下した後、１ｍｌの０．１Ｎ水酸化ナトリウム水を滴下し、室温にて５０分間放置した。反応液を1Ｎの塩酸で中和した後、２ｍｌの活性炭カラムに供与した。カラムを８ｍｌの蒸留水で洗浄した後、８ｍｌの１０％アセトンを含有する０．５Ｎアンモニア水で反応物質を溶出させた。
【０８８１】
この溶出液を７００μｌに濃縮した後、２３０μｌを０．０４％のトリフルオロ酢酸水で平衡化したＨＰＬＣカラム（Ｓｅｎｓｈｕ Ｐａｋ ＯＤＳ−Ｈ−４２５１：１０φ×２５０ｍｍ：センシュー科学社製）に供与し、流速４ｍｌ／分で展開した。活性物質の紫外部２１０ｎｍの吸収を検出し、保持時間２５分〜３０分に溶出されるピークを分取した。この操作を３回繰り返し、得られた画分をロータリーエバポレーターで濃縮後、凍結乾燥し、２．６ｍｇの化合物（ＶＩＩ）を得た。
【０８８２】
試験例１． 抗菌活性
本発明の化合物のMycobacterium avium NIHJ1605株に対する最小発育阻止濃度を測定した。Middleblook 7H9 broth に Tween 80 (0.1%) を添加し、高圧蒸気滅菌後、Middleblook ADC Enrichment を添加 (20%)後、小試験管に 0.8 ml づつ分注した。ここに、2倍希釈系列で調整した本発明の各化合物を0.1 ml づつ添加した（以下、薬剤含有培地と略す。）。別に、Mycobacterium avium NIHJ1605を Tween 卵培地で10〜14日間前培養したコロニーを、Tween 80とガラスビーズを入れた試験管に取り、十分混和後、Middleblook 7H9 broth を添加して均一な菌液とし、菌液を OD625nm=0.10 （菌量約1 x 108 CFU/ml）に調整し、100倍希釈した。本菌液を上記の各薬剤含有培地に0.1mlづつ接種（最終菌量約1 x 105 CFU/ml）し、37°C で6日間好気培養し、試験管の底に直径1mm以上の菌塊の形成が認められない最小薬剤量を MIC (μg/ml)として判定した。結果を表７に示す。
【０８８３】
【表７】
Mycobacterium avium NIHJ 1605 に対する抗菌力
（試験例 2）
In vitro 抗菌活性測定
Mycobacterium tuberculosis に対する被験化合物の最小発育阻止濃度 (MICs)は、液体希釈法によって測定した。被験化合物はジメチルスルホキシド (DMSO)あるいは蒸留水に溶解し、50% アセトンまたは蒸留水で希釈した。その希釈液をさらに 0.05% Tween 80、0.2% dextrose および 10% Middlebrook ADC Enrichment 添加 Middlebrook 7H9 broth で希釈した。各化合物の 2 倍段階希釈は 0.05% Tween 80、0.2% dextrose および 10% Middlebrook ADC Enrichment 添加 Middlebrook 7H9 broth で行った。DMSO およびアセトンの最終濃度はそれぞれ 0.05% および 2.5% を超えなかった。小川培地平板上に増殖した菌を 0.05% Tween 80、0.2% dextrose および 10% Middlebrook ADC Enrichment 添加 Middlebrook 7H9 broth に均一に浮遊させ、分光光度計で約 1 × 107 CFU/ml になるように調製した。この浮遊菌液を 0.05% Tween 80、0.2% dextrose および 10% Middlebrook ADC Enrichment 添加 Middlebrook 7H9 broth で希釈した。最終的な接種菌量は約 1 × 106 CFU/ml であった。各試験管中で希釈菌液と希釈化合物を混合し、35℃ で 10 乃至 21 日間培養した。MICs は化合物を含まないコントロールの試験管で明らかな増殖が認められた時点で判定した。MICs は肉眼的に増殖阻止を生じる最小化合物濃度とした。
In vitro 抗菌活性
Mycobacterium tuberculosis に対する被験化合物の最小発育阻止濃度 (MICs)を表８に示す。
【０８８４】
【表８】
M. tuberculosis に対する化合物３７１２の MICs（μg/ml）
試験に用いた菌株M. tuberculosis No. 74 は、Rifampicin耐性（MIC 128μg/ml以上）であるが、本発明の化合物３７１２（実施例５７）は良好な抗菌活性を示した。
（製剤例１）カプセル剤
実施例４３の化合物 100 mg
乳糖 100 mg
トウモロコシ澱粉 148.8 mg
ステアリン酸マグネシウム 1.2 mg
−−−−−−−−−−−−−−−−−−−−−−−−−
全量 350 mg
上記処方の粉末を混合し、６０メッシュのふるいに通した後、この粉末をゼラチンカプセルに入れ、カプセル剤とする。
（製剤例２）液剤１
実施例５７の化合物が１０％（W/W）、塩化ベンザルコニウムが０．０４％（W/W）、フェネチルアルコールが０．４０％（W/W）、精製水が８９．５６％（W/W）となるように液剤を調整する。
（製剤例３）液剤２
実施例５７の化合物が１０％（W/W）、塩化ベンザルコニウムが０．０４％（W/W）、ポリエチレングリコール４００が１０％（W/W）、プロピレングリコールが３０％（W/W）、精製水が３９．９６％（W/W）となるように液剤を調整する。
（製剤例４）散剤
実施例５７の化合物が４０％（W/W）、ラクトースが６０％（W/W）となるように散剤を調整する。
（製剤例５）エアゾール剤
実施例５７の化合物が１０％（W/W）、レシチンが０．５％（W/W）、フロン１１が３４．５％（W/W）、フロン１２が５５％（W/W）となるようにエアゾール剤を調整する。
【０８８５】
【発明の効果】
本発明の一般式（Ｉ）で表わされる化合物、その薬理上許容されるエーテル若しくはエステル誘導体及びそれらの薬理上許容される塩は、各種細菌（好適には抗酸菌、特に好適には結核菌）に対して優れた抗菌力を示すので、それらの細菌に起因する感染症の予防薬または治療薬（好適には治療薬）として有用である。[0001]
BACKGROUND OF THE INVENTION
The present invention relates to a compound (I) having excellent antibacterial activity, pharmacologically acceptable derivatives and salts thereof, and a medicament (especially an antibacterial agent) containing them as an active ingredient.
[0002]
[Prior art]
Various beta-lactams, aminoglycosides, quinolone carboxylic acids, isoniazid, rifampicin and the like have been used as preventive and therapeutic agents for bacterial infections, but recently, infectious bacteria resistant to these antibiotics have been used. There is an increasing demand for drugs that have a mechanism of action different from conventional drugs.
[0003]
Capramycin is a natural product represented by the following structural formula, has anti-mycobacterial activity and does not exhibit cross-resistance with conventional drugs, but its activity is not sufficient for use as an antibacterial agent (J. Antibiotics,29, (8), 1047-1053 (1986)).
[0004]
[Chemical formula 5]
[0005]
[Problems to be solved by the invention]
The present inventors synthesized various compounds obtained by chemically modifying capramicin-related substances produced by microorganisms, and conducted intensive studies on the pharmacological activities of these compounds for many years. As a result, the compound represented by the general formula (I), pharmacologically acceptable derivatives thereof and salts thereof have excellent antibacterial activity without cross resistance with conventional drugs, and preventive agents for bacterial infections Alternatively, the present invention was completed by finding it useful as a therapeutic agent.
[0006]
[Means for Solving the Problems]
The compounds of the present invention
Formula (I)
[0007]
[Chemical 6]
[0008]
{Where
X1Is an oxygen atom, a sulfur atom or the formula -N (RFour)-Group (wherein RFourIs a hydrogen atom, an alkyl group having 1 to 3 carbon atoms, or R1And a group that forms a 3- to 7-membered cyclic amino group that may contain an oxygen atom or a sulfur atom together with the nitrogen atom to which they are bonded)
X2Is an oxygen atom, a sulfur atom or the formula -N (RFive)-Group (wherein RFiveIs a hydrogen atom, an alkyl group having 1 to 3 carbon atoms, or R2And a group that forms a 3- to 7-membered cyclic amino group that may contain an oxygen atom or a sulfur atom together with the nitrogen atom to which they are bonded)
R1And R2Are the same or different,
(1) a hydrogen atom,
(2) an aryl group having 6 to 10 carbon atoms which may have a substituent
[The substituent is a halogen atom, a hydroxyl group, an amino group (the amino group may be substituted with an alkyl group having 1 to 16 carbon atoms), a nitro group, a cyano group, a carboxyl group, or an alkyl group having 1 to 4 carbon atoms. Alkoxycarbonyl group, carbamoyl group, alkylenedioxy group having 1 to 10 carbon atoms, aralkyloxy group having 7 to 14 carbon atoms, alkyl group having 1 to 16 carbon atoms (the alkyl group is substituted with a halogen atom) Alkenyl group having 2 to 16 carbon atoms, alkoxy group having 1 to 16 carbon atoms (the alkoxy group may be substituted with a halogen atom), alkylthio having 1 to 16 carbon atoms A group (the alkylthio group may be substituted with a halogen atom), an arylazo group having 6 to 10 carbon atoms, and one nitrogen atom, sulfur atom or oxygen atom. It represents a group selected from Substituent group A consisting of heterocyclic groups containing four,
(3) Heterocyclic group containing 1 to 4 nitrogen atoms, sulfur atoms or oxygen atoms which may have a substituent
[The substituent is an oxo group, a thioxo group, an imino group, a halogen atom, a hydroxyl group, an amino group (the amino group may be substituted with an alkyl group having 1 to 16 carbon atoms), a nitro group, or a cyano group. A carboxyl group, an alkoxycarbonyl group having 1 to 4 carbon atoms, a carbamoyl group, an aralkyloxy group having 7 to 14 carbon atoms, and an alkyl group having 1 to 16 carbon atoms (the alkyl group may be substituted with a halogen atom) Alkenyl group having 1 to 16 carbon atoms, an alkoxy group having 1 to 16 carbon atoms (the alkoxy group may be substituted with a halogen atom), and an alkylthio group having 1 to 16 carbon atoms ( The alkylthio group represents a group selected from the substituent group B consisting of an optionally substituted halogen atom],
(4) an alkyl group having 1 to 14 carbon atoms having the same or different 1 to 3 aryl groups having 6 to 10 carbon atoms which may have a substituent;
[The substituent of the aryl moiety represents a group selected from the above-mentioned substituent group A],
(5) an alkyl group having 1 to 14 carbon atoms which may have a substituent and has 1 to 3 heterocyclic groups which are the same or different and contain 1 to 4 nitrogen atoms, sulfur atoms or oxygen atoms;
[The substituent of the heterocyclic moiety represents a group selected from the above-mentioned substituent group B],
(6) C1-C22 alkyl group which may have a substituent
[The substituent is a halogen atom, a hydroxyl group, an amino group, a nitro group, a cyano group, a carboxyl group, an alkoxycarbonyl group having 1 to 4 carbon atoms, a carbamoyl group, an alkoxy group having 1 to 16 carbon atoms (the alkoxy group And a group selected from the substituent group C consisting of an alkylthio group having 1 to 16 carbon atoms (the alkylthio group may be substituted with a halogen atom). Show],
(7) C2-C22 alkenyl group which may have a substituent
[The substituent is a group selected from the above (2) or (3) or a group selected from substituent group C], or
(8) Group represented by formula (a)
[0009]
[Chemical 7]
[0010]
[Wherein, n represents an integer of 1 to 20, and m represents 0 or 2. ]
Indicate
RThreeRepresents a hydrogen atom or a hydroxyl group.
[0011]
However, X1And X2Is a group represented by the formula —NH—, and R1Is a hydrogen atom or formula (II), (III), (IV) or (V)
[0012]
[Chemical 8]
[0013]
And a group represented by R2Is a hydrogen atom and RThreeWherein X is a hydroxyl group, and X1Is an oxygen atom and X2Is a group represented by the formula —NH—, and R1Is a hydrogen atom or a methyl group, R2Is a hydrogen atom and RThreeExcluding compounds in which is a hydroxyl group. }, A pharmacologically acceptable ester, ether or N-alkyl derivative thereof, or a pharmacologically acceptable salt thereof,
as well as,
It is a medicine, antibacterial agent, anti-acid-fast bactericide and anti-tuberculosis agent containing the above compound as an active ingredient.
[0014]
In the compound represented by the above general formula (I),
X1And X2R inFourAnd RFiveExamples of the “alkyl group having 1 to 3 carbon atoms” include methyl, ethyl, propyl, and isopropyl groups, and is preferably a methyl group.
[0015]
X1And X2R inFourAnd RFive"R1(Or R2And a group that together with the nitrogen atom to which they are bonded to form a 3- to 7-membered cyclic amino group which may contain an oxygen atom or a sulfur atom ”includes, for example, aziridinyl, azetidinyl, pyrrolidinyl, piperidinyl, morpholinyl, A thiomorpholinyl group and the like, preferably R1(Or R2) And a nitrogen atom to which they are bonded to form a 5- or 6-membered cyclic amino group, more preferably a pyrrolidinyl group.
[0016]
X1R inFourPreferably a hydrogen atom, an alkyl group having 1 to 3 carbon atoms or R1And a group that forms a 5- or 6-membered cyclic amino group together with the nitrogen atom to which they are bonded, more preferably a hydrogen atom or an alkyl group having 1 to 3 carbon atoms, most preferably hydrogen. Is an atom.
[0017]
X2R inFiveAre preferably a hydrogen atom or an alkyl group having 1 to 3 carbon atoms, and most preferably a hydrogen atom.
[0018]
X1Overall, preferably the formula -N (RFour)-, More preferably the formula -N (RFour)-Group (wherein RFourIs a hydrogen atom, an alkyl group having 1 to 3 carbon atoms, or R1And a group that forms a 5- or 6-membered cyclic amino group together with the nitrogen atom to which they are attached, and even more preferably the formula -N (RFour)-Group (wherein RFourRepresents a hydrogen atom or an alkyl group having 1 to 3 carbon atoms, and is most preferably a group represented by the formula —NH—.
[0019]
X2Overall, preferably the formula -N (RFive)-, More preferably the formula -N (RFive)-Group (wherein RFiveRepresents a hydrogen atom or an alkyl group having 1 to 3 carbon atoms, and is most preferably a group represented by the formula —NH—.
[0020]
R1And R2In the definition of
Examples of the “C6-C10 aryl group” include phenyl, 1-naphthyl, 2-naphthyl and the like, and is preferably a phenyl group.
[0021]
Examples of the “heterocyclic group containing 1 to 4 nitrogen atoms, sulfur atoms or oxygen atoms” include furyl, thienyl, pyrrolyl, pyrazolyl, imidazolyl, oxazolyl, isoxazolyl, thiazolyl, isothiazolyl, triazolyl, tetrazolyl, thiadiazolyl, pyridinyl, pyridazinyl 5- or 6-membered aromatic heterocyclic groups such as pyrimidinyl, pyrazinyl and partially or fully reduced forms such as tetrahydrofuryl, morpholinyl, thiomorpholinyl, pyrrolidinyl, pyrrolinyl, imidazolidinyl, imidazolinyl, pyrazolidinyl, pyrazolinyl, piperidinyl, piperazinyl, pyranyl A 5- or 6-membered heterocyclic group can be mentioned.
[0022]
The “5- or 6-membered aromatic heterocyclic group” and “partially or completely reduced 5- or 6-membered heterocyclic group” may be condensed with another cyclic group such as benzene, For example, benzofuranyl, benzothienyl, benzimidazolyl, isobenzofuranyl, chromenyl, xanthenyl, phenoxathiinyl, indolizinyl, isoindolyl, indolyl, indazolyl, purinyl, quinolidinyl, isoquinolinyl, quinolinyl, phthalazinyl, naphthyridinyl, quinazolinyl, quinazolinyl, quinazolinyl, quinazolinyl, quinazolinyl Mention may be made of groups such as carbolinyl, acridinyl, isoindolinyl.
[0023]
Among these heterocyclic groups, a 5- or 6-membered aromatic heterocyclic group or a 5- or 6-membered aromatic heterocyclic group condensed with a benzene ring is preferable, and furyl, thienyl, pyridinyl, thiazolyl, A thiadiazolyl or quinolinyl group;
[0024]
“C1-C22 alkyl group” means a straight-chain, branched or cyclic saturated hydrocarbon group having 1 to 22 carbon atoms, such as methyl, ethyl, propyl, isopropyl, butyl, isobutyl. , S-butyl, t-butyl, pentyl, isopentyl, 2-methylbutyl, neopentyl, 1-ethylpropyl, hexyl, isohexyl, 4-methylpentyl, 3-methylpentyl, 2-methylpentyl, 1-methylpentyl, 3, 3-dimethylbutyl, 2,2-dimethylbutyl, 1,1-dimethylbutyl, 1,2-dimethylbutyl, 1,3-dimethylbutyl, 2,3-dimethylbutyl, 2-ethylbutyl, heptyl, 1-methylhexyl 2-methylhexyl, 3-methylhexyl, 4-methylhexyl, 5-methylhexyl, 1-propylbutyl 4,4-dimethylpentyl, octyl, 1-methylheptyl, 2-methylheptyl, 3-methylheptyl, 4-methylheptyl, 5-methylheptyl, 6-methylheptyl, 1-propylpentyl, 2-ethylhexyl, 5 , 5-dimethylhexyl, nonyl, 3-methyloctyl, 4-methyloctyl, 5-methyloctyl, 6-methyloctyl, 1-propylhexyl, 2-ethylheptyl, 6,6-dimethylheptyl, decyl, 1-methylnonyl , 3-methylnonyl, 8-methylnonyl, 3-ethyloctyl, 3,7-dimethyloctyl, 7,7-dimethyloctyl, undecyl, 4,8-dimethylnonyl, dodecyl, tridecyl, tetradecyl, pentadecyl, 3,7,11 -Trimethyldodecyl, hexadecyl, 4,8,12-to Methyltridecyl, 1-methylpentadecyl, 14-methylpentadecyl, 13,13-dimethyltetradecyl, heptadecyl, 15-methylhexadecyl, octadecyl, 1-methylheptadecyl, nonadecyl, eicosyl, 3,7,11, Linear or branched alkyl groups such as 15-tetramethylhexadecyl, henaicosyl, docosyl groups; cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, methylcyclohexyl, dimethylcyclohexyl, ethylcyclohexyl, propylcyclohexyl, butylcyclohexyl, t-butyl 3-12 membered cyclo, optionally branched or condensed, such as cyclohexyl, cycloheptyl, cyclooctyl, cyclononyl, cyclodecyl, cyclododecyl, norbornyl, adamantyl Alkyl groups; cycloalkylalkyl groups such as cyclopropylmethyl, cyclopropylethyl, cyclobutylethyl, cyclobutylethyl, cyclopentylmethyl, cyclopentylethyl, cyclohexylmethyl, cyclohexylethyl, cyclohexylpropyl, cyclohexylbutyl, cyclohexylhexyl Preferred is a straight-chain or branched alkyl group having 1 to 18 carbon atoms or a cycloalkyl group having 5 to 12 carbon atoms.
[0025]
“C1-C14 alkyl group having 1 to 3 identical or different aryl groups having 6 to 10 carbon atoms” means 1 to 3 “aryl groups having 6 to 10 carbon atoms”. An “alkyl group having 1 to 14 carbon atoms” substituted with
[0026]
“C1-C14 alkyl group having 1 to 3 heterocyclic groups, which are the same or different from each other, containing 1 to 4 nitrogen atoms, sulfur atoms or oxygen atoms” means 1 to 3 above-mentioned “nitrogen atoms” , A “heterocyclic group containing 1 to 4 sulfur atoms or oxygen atoms” substituted with an “alkyl group having 1 to 14 carbon atoms”.
[0027]
The “alkenyl group having 2 to 22 carbon atoms” refers to a linear, branched or cyclic hydrocarbon group having 1 to 3 carbon atoms having 1 to 3 carbon atoms, such as ethenyl, 1-propenyl, 2-propenyl, 1-methyl-2-propenyl, 1-methyl-1-propenyl, 2-methyl-1-propenyl, 2-methyl-2-propenyl, 2-ethyl-2-propenyl, 1- Butenyl, 2-butenyl, 1-methyl-2-butenyl, 1-methyl-1-butenyl, 3-methyl-2-butenyl, 1-ethyl-2-butenyl, 3-butenyl, 1-methyl-3-butenyl, 2-methyl-3-butenyl, 1-ethyl-3-butenyl, 1-pentenyl, 2-pentenyl, 1-methyl-2-pentenyl, 2-methyl-2-pentenyl, 3-pentenyl, 1-methyl-3- Nthenyl, 2-methyl-3-pentenyl, 4-pentenyl, 1-methyl-4-pentenyl, 2-methyl-4-pentenyl, 1-hexenyl, 2-hexenyl, 3-hexenyl, 4-hexenyl, 5-hexenyl, Heptenyl, octenyl, decenyl, dodecenyl, tetradecenyl, hexadecenyl, cis-8-heptadecenyl, cis, cis-8, 11-heptadecadienyl, cis, cis, cis-8, 11, 14-heptadecatrienyl, cis- Linear or branched alkenyl groups such as 9-octadecenyl, cis-10-nonadecenyl, cis-12-eicocenyl; cyclopentenyl, methylcyclopentenyl, cyclohexenyl, methylcyclohexenyl, dimethylcyclohexenyl, ethylcyclohexenyl, butyl Cyclohexenyl, Si Mention may be made of cycloalkenyl groups which may be branched such as loheptenyl, cyclooctenyl, cyclodecenyl, cyclododecenyl group; cycloalkenylalkyl groups such as cyclopentenylmethyl, cyclohexenylmethyl, cyclohexenylethyl, cyclohexenylbutyl, A straight chain or branched alkenyl group having 2 to 18 carbon atoms or a cycloalkenylalkyl group having 5 to 8 carbon atoms is preferable.
[0028]
Examples of the “halogen atom” in the substituent groups A, B and C include a fluorine, chlorine, bromine or iodine atom, and among these, a fluorine or chlorine atom is preferred.
[0029]
The “amino group” in the substituent groups A and B may be substituted with an alkyl group having 1 to 16 carbon atoms, such as unsubstituted amino, methylamino, ethylamino, propylamino, butylamino, hexylamino, Mention may be made of octylamino, decylamino, dodecylamino, tetradecylamino, dimethylamino, diethylamino, dipropylamino, dibutylamino groups. Preferred is an amino group which may be substituted with an alkyl group having 1 to 6 carbon atoms, and more preferred is an amino group which may be substituted with an alkyl group having 1 to 3 carbon atoms. An amino or dimethylamino group is preferred.
[0030]
Examples of the “C1-C10 alkylenedioxy group” in the substituent group A include, for example, methylenedioxy, 1,1-ethylenedioxy, 1,2-ethylenedioxy, 1,1-propylenedioxy, Examples include 1,1-butylene dioxy, 1,1-hexylene dioxy, 1,1-octylene dioxy, 1,1-decylenedioxy, and preferably an alkyl having 1 to 3 carbon atoms. Rangeoxy, most preferably a methylenedioxy group.
[0031]
Examples of the “alkoxycarbonyl group having 1 to 4 carbon atoms” in the substituent groups A, B and C include, for example, methoxycarbonyl, ethoxycarbonyl, propyloxycarbonyl, isopropyloxycarbonyl, butyloxycarbonyl, isobutyloxycarbonyl, sec-butyl. An oxycarbonyl group, a t-butyloxycarbonyl group and the like can be mentioned, and a methoxy or ethoxycarbonyl group is preferred.
[0032]
Examples of the “aralkyloxy group having 7 to 14 carbon atoms” of the substituent groups A and B include, for example, benzyloxy, 1-phenethyloxy, 2-phenethyloxy, 3-phenylpropyloxy, 2-phenylpropyloxy, 4-phenyl. Butyloxy, 1-naphthylmethyloxy, 2- (1-naphthyl) ethyloxy, 3- (1-naphthyl) propyloxy, 4- (1-naphthyl) butyloxy, 2-naphthylmethyloxy, 2- (2-naphthyl) Examples thereof include ethyloxy, 3- (2-naphthyl) propyloxy, 4- (2-naphthyl) butyloxy group and the like, preferably a phenylalkyloxy group having 7 to 10 carbon atoms, and more preferably benzyloxy Or a 2-phenethyloxy group.
[0033]
Examples of the “alkyl group having 1 to 16 carbon atoms (the alkyl group may be substituted with a halogen atom)” in the substituent groups A and B include, for example, methyl, ethyl, propyl, isopropyl, butyl, isobutyl, s -Butyl, t-butyl, pentyl, isopentyl, 2-methylbutyl, neopentyl, 1-ethylpropyl, hexyl, isohexyl, 4-methylpentyl, 3-methylpentyl, 2-methylpentyl, 1-methylpentyl, 3,3- Dimethylbutyl, 2,2-dimethylbutyl, 1,1-dimethylbutyl, 1,2-dimethylbutyl, 1,3-dimethylbutyl, 2,3-dimethylbutyl, 2-ethylbutyl, heptyl, 1-methylhexyl, 2 -Methylhexyl, 3-methylhexyl, 4-methylhexyl, 5-methylhexyl, 1-propyl Butyl, 4,4-dimethylpentyl, octyl, 1-methylheptyl, 2-methylheptyl, 3-methylheptyl, 4-methylheptyl, 5-methylheptyl, 6-methylheptyl, 1-propylpentyl, 2-ethylhexyl, 5,5-dimethylhexyl, nonyl, 3-methyloctyl, 4-methyloctyl, 5-methyloctyl, 6-methyloctyl, 1-propylhexyl, 2-ethylheptyl, 6,6-dimethylheptyl, decyl, 1- Methylnonyl, 3-methylnonyl, 8-methylnonyl, 3-ethyloctyl, 3,7-dimethyloctyl, 7,7-dimethyloctyl, undecyl, 4,8-dimethylnonyl, dodecyl, tridecyl, tetradecyl, pentadecyl, 3,7, 11-trimethyldodecyl, hexadecyl, 4,8,1 Linear or branched alkyl groups such as trimethyltridecyl, 1-methylpentadecyl, 14-methylpentadecyl, 13,13-dimethyltetradecyl, 15-methylhexadecyl; trifluoromethyl, 2-fluoro Ethyl, 2,2,2-trifluoroethyl, pentafluoroethyl, heptafluoropropyl, nonafluorobutyl, undecafluoropentyl, tridecafluorohexyl, 3-fluoropropyl, 4-fluorobutyl, 5-fluoropentyl, 6 -A linear or branched alkyl group substituted with a halogen atom such as fluorohexyl, chloromethyl, dichloromethyl, 2-chloroethyl, 3-chloropropyl, bromomethyl, 2-bromoethyl group can be mentioned. Is an alkyl group having 1 to 16 carbon atoms The alkyl group is also may) be substituted by a fluorine or chlorine atom is more preferably having 1 to 16 alkyl group carbon (the alkyl group may be substituted with a fluorine atom).
[0034]
Examples of the “alkenyl group having 1 to 16 carbon atoms” of the substituent groups A and B include, for example, ethenyl, 1-propenyl, 2-propenyl, 1-methyl-2-propenyl, 1-methyl-1-propenyl, 2- Methyl-1-propenyl, 2-methyl-2-propenyl, 2-ethyl-2-propenyl, 1-butenyl, 2-butenyl, 1-methyl-2-butenyl, 1-methyl-1-butenyl, 3-methyl- 2-butenyl, 1-ethyl-2-butenyl, 3-butenyl, 1-methyl-3-butenyl, 2-methyl-3-butenyl, 1-ethyl-3-butenyl, 1-pentenyl, 2-pentenyl, 1- Methyl-2-pentenyl, 2-methyl-2-pentenyl, 3-pentenyl, 1-methyl-3-pentenyl, 2-methyl-3-pentenyl, 4-pentenyl, 1-methyl-4 Linear or branched such as pentenyl, 2-methyl-4-pentenyl, 1-hexenyl, 2-hexenyl, 3-hexenyl, 4-hexenyl, 5-hexenyl, heptenyl, octenyl, decenyl, dodecenyl, tetradecenyl, hexadecenyl Examples of the alkenyl group include alkenyl groups having 2 to 10 carbon atoms.
[0035]
Examples of the “C1-C16 alkoxy group (the alkoxy group may be substituted with a halogen atom)” in the substituent groups A, B and C include, for example, methoxy, ethoxy, propyloxy, isopropyloxy, butyloxy , Isobutyloxy, s-butyloxy, t-butyloxy, pentyloxy, isopentyloxy, 2-methylbutyloxy, neopentyloxy, 1-ethylpropyloxy, hexyloxy, isohexyloxy, 4-methylpentyloxy, 3- Methylpentyloxy, 2-methylpentyloxy, 1-methylpentyloxy, 3,3-dimethylbutyloxy, 2,2-dimethylbutyloxy, 1,1-dimethylbutyloxy, 1,2-dimethylbutyloxy, 1, 3-dimethylbutyloxy, 2,3-dimethylbuty Ruoxy, 2-ethylbutyloxy, heptyloxy, 1-methylhexyloxy, 2-methylhexyloxy, 3-methylhexyloxy, 4-methylhexyloxy, 5-methylhexyloxy, 1-propylbutyloxy, 4,4 -Dimethylpentyloxy, octyloxy, 1-methylheptyloxy, 2-methylheptyloxy, 3-methylheptyloxy, 4-methylheptyloxy, 5-methylheptyloxy, 6-methylheptyloxy, 1-propylpentyloxy, 2-ethylhexyloxy, 5,5-dimethylhexyloxy, nonyloxy, 3-methyloctyloxy, 4-methyloctyloxy, 5-methyloctyloxy, 6-methyloctyloxy, 1-propylhexyloxy, 2-ethylheptyloxy 6,6-dimethylheptyloxy, decyloxy, 1-methylnonyloxy, 3-methylnonyloxy, 8-methylnonyloxy, 3-ethyloctyloxy, 3,7-dimethyloctyloxy, 7,7-dimethyloctyloxy, Undecyloxy, 4,8-dimethylnonyloxy, dodecyloxy, tridecyloxy, tetradecyloxy, pentadecyloxy, 3,7,11-trimethyldodecyloxy, hexadecyloxy, 4,8,12-trimethyltridecyl Linear or branched alkoxy groups such as oxy, 1-methylpentadecyloxy, 14-methylpentadecyloxy, 13,13-dimethyltetradecyloxy, 15-methylhexadecyloxy; trifluoromethyloxy, 2 -Fluoroethyloxy, 2,2 2-trifluoroethyloxy, pentafluoroethyloxy, 1,1,2,2-tetrafluoroethyloxy, heptafluoropropyloxy, nonafluorobutyloxy, undecafluoropentyloxy, tridecafluorohexyloxy, 3-fluoro Propyloxy, 4-fluorobutyloxy, 5-fluoropentyloxy, 6-fluorohexyloxy, pentafluoroethylmethyloxy, heptafluoropropylmethyloxy, 2- (nonafluorobutyl) ethyloxy, 2- (tridecafluorohexyl) Ethyloxy, 2- (heptadecafluorooctyl) ethyloxy, chloromethyloxy, dichloromethyloxy, 2-chloroethyloxy, 3-chloropropyloxy, bromomethyloxy, 2-bromoethyloxy And a linear or branched alkoxy group substituted with a halogen atom such as a group, preferably an alkoxy group having 1 to 16 carbon atoms (the alkoxy group is substituted with a fluorine or chlorine atom). And more preferably an alkoxy group having 1 to 16 carbon atoms (the alkoxy group may be substituted with a fluorine atom).
[0036]
Examples of the “alkylthio group having 1 to 16 carbon atoms (the alkylthio group may be substituted with a halogen atom)” in the substituent groups A, B and C include, for example, methylthio, ethylthio, propylthio, isopropylthio, butylthio, Isobutylthio, s-butylthio, t-butylthio, pentylthio, isopentylthio, 2-methylbutylthio, neopentylthio, 1-ethylpropylthio, hexylthio, isohexylthio, 4-methylpentylthio, 3-methylpentylthio 2-methylpentylthio, 1-methylpentylthio, 3,3-dimethylbutylthio, 2,2-dimethylbutylthio, 1,1-dimethylbutylthio, 1,2-dimethylbutylthio, 1,3-dimethyl Butylthio, 2,3-dimethylbutylthio, 2-ethylbutylthio, heptyl Ruthio, 1-methylhexylthio, 2-methylhexylthio, 3-methylhexylthio, 4-methylhexylthio, 5-methylhexylthio, 1-propylbutylthio, 4,4-dimethylpentylthio, octylthio, 1- Methylheptylthio, 2-methylheptylthio, 3-methylheptylthio, 4-methylheptylthio, 5-methylheptylthio, 6-methylheptylthio, 1-propylpentylthio, 2-ethylhexylthio, 5,5-dimethyl Hexylthio, nonylthio, 3-methyloctylthio, 4-methyloctylthio, 5-methyloctylthio, 6-methyloctylthio, 1-propylhexylthio, 2-ethylheptylthio, 6,6-dimethylheptylthio, decylthio 1-methylnonylthio, 3-methylnonylthio, 8 Methylnonylthio, 3-ethyloctylthio, 3,7-dimethyloctylthio, 7,7-dimethyloctylthio, undecylthio, 4,8-dimethylnonylthio, dodecylthio, tridecylthio, tetradecylthio, pentadecylthio, 3, 7,11-trimethyldodecylthio, hexadecylthio, 4,8,12-trimethyltridecylthio, 1-methylpentadecylthio, 14-methylpentadecylthio, 13,13-dimethyltetradecylthio, 15-methylhexadecylthio A linear or branched alkylthio group such as: trifluoromethylthio, 2-fluoroethylthio, 2,2,2-trifluoroethylthio, pentafluoroethylthio, 1,1,2,2-tetrafluoroethyl Thio, heptafluoropropylthio, nonaflu Robutylthio, undecafluoropentylthio, tridecafluorohexylthio, 3-fluoropropylthio, 4-fluorobutylthio, 5-fluoropentylthio, 6-fluorohexylthio, pentafluoroethylmethylthio, heptafluoropropylmethylthio, 2- (Nonafluorobutyl) ethylthio, 2- (tridecafluorohexyl) ethylthio, 2- (heptadecafluorooctyl) ethylthio, chloromethylthio, dichloromethylthio, 2-chloroethylthio, 3-chloropropylthio, bromomethylthio, 2- A straight-chain or branched alkylthio group substituted with a halogen atom such as a bromoethylthio group can be mentioned, and preferably an alkylthio group having 1 to 16 carbon atoms (the alkylthio group is a fluorine or chlorine atom). Replaced And more preferably an alkylthio group having 1 to 16 carbon atoms (the alkylthio group may be substituted with a fluorine atom).
[0037]
Examples of the “arylazo group having 6 to 10 carbon atoms” in Substituent Group A include phenylazo, 1-naphthylazo, 2-naphthylazo and the like, and is preferably a phenylazo group.
[0038]
The “heterocyclic group containing 1 to 4 nitrogen atoms, sulfur atoms or oxygen atoms” in Substituent Group A has the same meaning as described above, and preferably contains 1 to 3 nitrogen atoms, sulfur atoms or oxygen atoms. 5- or 6-membered heterocyclic group.
[0039]
The substituent group A is preferably a halogen atom, a hydroxyl group, an amino group (the amino group may be substituted with an alkyl group having 1 to 6 carbon atoms), a nitro group, a cyano group, a carboxyl group, or a carbon number. 1 to 4 alkoxycarbonyl groups, carbamoyl groups, C 1 to C 4 alkylenedioxy groups, benzyloxy groups, and C 1 to C 16 alkyl groups (the alkyl groups are substituted with fluorine or chlorine atoms) Alkenyl group having 2 to 16 carbon atoms, alkoxy group having 1 to 16 carbon atoms (the alkoxy group may be substituted with fluorine or chlorine atom), alkylthio having 1 to 16 carbon atoms. 5 or 6 containing a group (the alkylthio group may be substituted with a fluorine or chlorine atom), a phenylazo group, and 1 to 3 nitrogen, sulfur or oxygen atoms A substituent group A1 consisting of a heterocyclic group,
More preferably, a fluorine or chlorine atom, a hydroxyl group, an amino group (the amino group may be substituted with an alkyl group having 1 to 3 carbon atoms), a nitro group, a cyano group, a carboxyl group, or a carbon number of 1 to 4 Alkoxycarbonyl groups, carbamoyl groups, alkylenedioxy groups having 1 to 4 carbon atoms, benzyloxy groups, alkyl groups having 1 to 16 carbon atoms (the alkyl groups may be substituted with fluorine atoms), An alkenyl group having 2 to 16 carbon atoms, an alkoxy group having 1 to 16 carbon atoms (the alkoxy group may be substituted with a fluorine atom), an alkylthio group having 1 to 16 carbon atoms (the alkylthio group is a fluorine atom) A group of substituents consisting of a phenylazo group and a 5- or 6-membered heterocyclic group containing 1 to 3 nitrogen, sulfur or oxygen atoms. 2.
[0040]
Substituent group B is preferably an oxo group, a thioxo group, an imino group, a halogen atom, a hydroxyl group, an amino group (the amino group may be substituted with an alkyl group having 1 to 6 carbon atoms), a nitro group , A cyano group, a carboxyl group, an alkoxycarbonyl group having 1 to 4 carbon atoms, a carbamoyl group, a benzyloxy group, an alkyl group having 1 to 16 carbon atoms (the alkyl group may be substituted with a fluorine atom or a chlorine atom) ), An alkenyl group having 2 to 16 carbon atoms, an alkoxy group having 1 to 16 carbon atoms (the alkoxy group may be substituted with a fluorine or chlorine atom), and an alkylthio group having 1 to 16 carbon atoms A substituent group B1 consisting of (the alkylthio group may be substituted with a fluorine or chlorine atom);
More preferably, an oxo group, a thioxo group, an imino group, a halogen atom, a hydroxyl group, an amino group (the amino group may be substituted with an alkyl group having 1 to 3 carbon atoms), a nitro group, a cyano group, a carboxyl group Group, an alkoxycarbonyl group having 1 to 4 carbon atoms, a carbamoyl group, a benzyloxy group, an alkyl group having 1 to 16 carbon atoms (the alkyl group may be substituted with a fluorine atom), and 2 to 16 carbon atoms. An alkenyl group, an alkoxy group having 1 to 16 carbon atoms (the alkoxy group may be substituted with a fluorine atom), and an alkylthio group having 1 to 16 carbon atoms (the alkylthio group is substituted with a fluorine atom) It is a substituent group B2 consisting of
[0041]
Substituent group C is preferably a fluorine or chlorine atom, a hydroxyl group, an amino group, a nitro group, a cyano group, a carboxyl group, an alkoxycarbonyl group having 1 to 4 carbon atoms, a carbamoyl group, an alkoxy having 1 to 16 carbon atoms. A substituent consisting of a group (the alkoxy group may be substituted with a fluorine or chlorine atom) and an alkylthio group having 1 to 16 carbon atoms (the alkylthio group may be substituted with a fluorine or chlorine atom) Group C1,
More preferably, a fluorine atom, a hydroxyl group, an amino group, a nitro group, a cyano group, a carboxyl group, an alkoxycarbonyl group having 1 to 4 carbon atoms, a carbamoyl group, an alkoxy group having 1 to 16 carbon atoms (the alkoxy group is a fluorine atom) And a substituent group C2 consisting of an alkylthio group having 1 to 16 carbon atoms (the alkylthio group may be substituted with a fluorine atom).
[0042]
In the group represented by the formula (a), m is preferably 0, n is preferably an integer of 1 to 12, and more preferably an integer of 4 to 8.
[0043]
R1“(2) an aryl group having 6 to 10 carbon atoms which may have a substituent (the substituent is a group selected from substituent group A)” includes, for example, a phenyl group, 4- Methylphenyl group, 4-ethylphenyl group, 4-propylphenyl group, 4-isopropylphenyl group, 4-butylphenyl group, 4-s-butylphenyl group, 4-pentylphenyl group, 4-hexylphenyl group, 4- Heptylphenyl group, 4-octylphenyl group, 4-decylphenyl group, 3-methylphenyl group, 3-ethylphenyl group, 3-isopropylphenyl group, 2-ethylphenyl group, 2-propylphenyl group, 2-isopropylphenyl Group, 2-butylphenyl group, 4-vinylphenyl group, 4-trifluoromethylphenyl group, 2,4-dimethylphenyl group, 3,4-dimethylphenyl group Group, 3,5-dimethylphenyl group, 2,4,6-trimethylphenyl group, 2-methoxyphenyl group, 2-ethoxyphenyl group, 3-ethoxyphenyl group, 4-methoxyphenyl group, 4-ethoxyphenyl group 3-isopropyloxyphenyl group, 4-isopropyloxyphenyl group, 4-butoxyphenyl group, 4-pentyloxyphenyl group, 4-hexyloxyphenyl group, 3-benzyloxyphenyl group, 2-methyl-4-methoxyphenyl Group, 3-phenoxyphenyl group, 3,4-methylenedioxyphenyl group, 3,5-dimethoxyphenyl group, 3,4,5-trimethoxyphenyl group, 2-fluorophenyl group, 3-fluorophenyl group, 4 -Fluorophenyl group, 4-chlorophenyl group, 4-bromophenyl group, 4-iodophenyl group, 3-chlorophenyl 3-iodophenyl group, 2,3-difluorophenyl group, 2,4-difluorophenyl group, 2,5-difluorophenyl group, 2,6-difluorophenyl group, 3,4-difluorophenyl group, 3,5 -Difluorophenyl group, 2,3,4-trifluorophenyl group, 2,3,6-trifluorophenyl group, 2,4,6-trifluorophenyl group, 2,4,5-trifluorophenyl group, 3 -Chloro-4-fluorophenyl group, 3-trifluoromethyl-4-fluorophenyl group, 3-trifluoromethoxyphenyl group, 4-trifluoromethoxyphenyl group, 4-methylthiophenyl group, 4-trifluoromethylthiophenyl group 3-methylthiophenyl group, 3-fluoro-4-methylphenyl group, 3-chloro-4-methylphenyl group, 3-methyl-4-bromophenyl group, 3-nitro-4-phenyl Fluorophenyl group, 3-nitro-4-chlorophenyl group, 4- (pentafluoroethylmethyloxy) phenyl group, 4- (heptafluoropropylmethyloxy) phenyl group, 4- {2- (nonafluorobutyl) ethyloxy} phenyl group 4- {2- (tridecafluorohexyl) ethyloxy} phenyl group, 4- {2- (heptadecafluorooctyl) ethyloxy} phenyl group, 4- (2-fluoroethyl) phenyl group, 4- (3-fluoro Propyl) phenyl group, 4- (4-fluorobutyl) phenyl group, 4- (5-fluoropentyl) phenyl group, 2-nitrophenyl group, 3-nitrophenyl group, 4-nitrophenyl group, 2-hydroxyphenyl group 3-hydroxyphenyl group, 4-hydroxyphenyl group, 3-cyanophenyl group 4-morpholinophenyl group, 4-phenylazo-phenyl group, a naphthalene-1-yl group, naphthalen-2-yl group, 3-aminophenyl group, can be exemplified 4-dimethylamino group,
Preferably a phenyl group, 4-methylphenyl group, 4-ethylphenyl group, 4-propylphenyl group, 4-isopropylphenyl group, 4-butylphenyl group, 4-s-butylphenyl group, 4-pentylphenyl group, 4-hexylphenyl group, 4-heptylphenyl group, 4-octylphenyl group, 4-decylphenyl group, 3-methylphenyl group, 3-ethylphenyl group, 3-isopropylphenyl group, 4-vinylphenyl group, 4- Trifluoromethylphenyl group, 3,4-dimethylphenyl group, 3,5-dimethylphenyl group, 3-ethoxyphenyl group, 4-methoxyphenyl group, 4-ethoxyphenyl group, 3-isopropyloxyphenyl group, 4-isopropyl Oxyphenyl group, 4-butoxyphenyl group, 4-pentyloxyphenyl group, 4-hexylo Siphenyl group, 3-benzyloxyphenyl group, 3-phenoxyphenyl group, 3,4-methylenedioxyphenyl group, 3,5-dimethoxyphenyl group, 3,4,5-trimethoxyphenyl group, 3-fluorophenyl group 4-fluorophenyl group, 4-chlorophenyl group, 4-bromophenyl group, 4-iodophenyl group, 3-chlorophenyl group, 3-iodophenyl group, 3,4-difluorophenyl group, 3,5-difluorophenyl group 3-chloro-4-fluorophenyl group, 3-trifluoromethyl-4-fluorophenyl group, 3-trifluoromethoxyphenyl group, 4-trifluoromethoxyphenyl group, 4-methylthiophenyl group, 4-trifluoromethylthio Phenyl group, 3-methylthiophenyl group, 3-fluoro-4-methylphenyl group, 3-chloro-4- Methylphenyl group, 3-methyl-4-bromophenyl group, 3-nitro-4-fluorophenyl group, 3-nitro-4-chlorophenyl group, 4- (pentafluoroethylmethyloxy) phenyl group, 4- (heptafluoro) Propylmethyloxy) phenyl group, 4- {2- (nonafluorobutyl) ethyloxy} phenyl group, 4- {2- (tridecafluorohexyl) ethyloxy} phenyl group, 4- {2- (heptadecafluorooctyl) ethyloxy } Phenyl group, 4- (2-fluoroethyl) phenyl group, 4- (3-fluoropropyl) phenyl group, 4- (4-fluorobutyl) phenyl group, 4- (5-fluoropentyl) phenyl group, 3- Nitrophenyl group, 4-nitrophenyl group, 2-hydroxyphenyl group, 3-hydroxyphenyl group 4-hydroxyphenyl group, 3-cyanophenyl group, a 4-morpholinophenyl group or 4-phenyl azo phenyl group,
More preferably, phenyl group, 4-ethylphenyl group, 4-propylphenyl group, 4-butylphenyl group, 4-pentylphenyl group, 4-hexylphenyl group, 3-methylphenyl group, 3-ethylphenyl group, 3 -Isopropylphenyl group, 4-trifluoromethylphenyl group, 4-butoxyphenyl group, 4-pentyloxyphenyl group, 4-hexyloxyphenyl group, 3,5-dimethoxyphenyl group, 3,4,5-trimethoxyphenyl Group, 3-fluorophenyl group, 4-fluorophenyl group, 4-chlorophenyl group, 3-chlorophenyl group, 3-iodophenyl group, 3,4-difluorophenyl group, 3,5-difluorophenyl group, 3-chloro- 4-fluorophenyl group, 3-trifluoromethyl-4-fluorophenyl group, 3-trifluoromethoxypheny Group, 4-trifluoromethoxyphenyl group, 4-methylthiophenyl group, 4-trifluoromethylthiophenyl group, 3-methylthiophenyl group, 3-fluoro-4-methylphenyl group, 3-chloro-4-methylphenyl group, 4- (pentafluoroethylmethyloxy) phenyl group, 4- (heptafluoropropylmethyloxy) phenyl group, 4- {2- (nonafluorobutyl) ethyloxy} phenyl group, 4- (2-fluoroethyl) phenyl group, 4- (3-fluoropropyl) phenyl group, 4- (4-fluorobutyl) phenyl group, 4- (5-fluoropentyl) phenyl group, 3-methyl-4-bromophenyl group, 3-nitro-4-fluoro It is a phenyl group.
[0044]
R1“(3) a heterocyclic group optionally having 1 to 4 nitrogen atoms, sulfur atoms or oxygen atoms (the heterocyclic group has a substituent selected from substituent group B). Can be, for example, 2-pyridyl group, 3,5-dichloro-2-pyridyl group, 3-benzyloxy-2-pyridyl group, 3-methyl-2-pyridyl group, 4-methyl- 2-pyridyl group, 5-chloro-2-pyridyl group, 3-pyridyl group, 2-chloro-3-pyridyl group, 6-methoxy-3-pyridyl group, 4-pyridyl group, 2,3,5,6- Tetrafluoro-4-pyridyl group, 3-quinolyl group, 2-thiophenyl group, 3-methoxycarbonyl-5-acetyl-2-thiophenyl group, 3-thiophenyl group, 2-methoxycarbonyl-3-thiophenyl group, 2-acetyl -3-thiophenyl group, 2-cal Examples include vamoyl-3-thiophenyl group, 2-furanyl group, 5-methoxycarbonyl-2-furanyl group, 2-thiazolyl group, 5-nitro-2-thiazolyl group, 4-methyl-2-thiazolyl group, etc. ,
Preferably 2-pyridyl group, 3-benzyloxy-2-pyridyl group, 4-methyl-2-pyridyl group, 5-chloro-2-pyridyl group, 3-pyridyl group, 6-methoxy-3-pyridyl group, 4-pyridyl group, 2,3,5,6-tetrafluoro-4-pyridyl group, 2-thiophenyl group, 3-thiophenyl group, 2-furanyl group, 5-methoxycarbonyl-2-furanyl group, 2-thiazolyl group , 5-nitro-2-thiazolyl group or 4-methyl-2-thiazolyl group.
[0045]
R1"(4) an alkyl group having 1 to 14 carbon atoms having the same or different 1 to 3 aryl groups having 6 to 10 carbon atoms which may have a substituent (the substituent of the aryl moiety is As a group selected from the substituent group A), for example, a benzyl group, a 2-methylbenzyl group, a 4-methylbenzyl group, a 4-fluorobenzyl group, a 2-methoxybenzyl group, a 4-methoxybenzyl group, 3,4,5-trimethoxybenzyl group, 3,4-methylenedioxybenzyl group, 1-phenylethyl group, 2-naphthyl group, 2-phenylethyl group, 2- (4-methylphenyl) ethyl group, 2 -(2-methoxyphenyl) ethyl group, 2- (3-methoxyphenyl) ethyl group, 2- (4-methoxyphenyl) ethyl group, 2- (3,4-dimethoxyphenyl) ethyl group, 2- (4- Fluoroph Nyl) ethyl group, 2- (2-chlorophenyl) ethyl group, 2- (3-chlorophenyl) ethyl group, 2- (4-chlorophenyl) ethyl group, 2- (2,4-dichlorophenyl) ethyl group, 2- ( 4-hydroxyphenyl) ethyl group, 2,2-diphenylethyl group, 3-phenylpropyl group, 6-phenylhexyl group, 10-phenyldecyl group, 3- (4-hexyloxyphenyl) propyl group and the like. Can
Preferably benzyl group, 2-methylbenzyl group, 4-methylbenzyl group, 4-fluorobenzyl group, 2-methoxybenzyl group, 2-naphthyl group, 2-phenylethyl group, 2- (4-methylphenyl) ethyl Group, 2- (4-methoxyphenyl) ethyl group, 2- (3,4-dimethoxyphenyl) ethyl group, 2- (4-fluorophenyl) ethyl group, 2- (2-chlorophenyl) ethyl group, 2- ( 3-chlorophenyl) ethyl group, 2- (4-chlorophenyl) ethyl group, 2- (2,4-dichlorophenyl) ethyl group, 3-phenylpropyl group or 6-phenylhexyl group.
[0046]
R1"(5) an alkyl having 1 to 14 carbon atoms which may have a substituent and which has the same or different 1 to 3 heterocyclic groups containing 1 to 4 nitrogen, sulfur or oxygen atoms Examples of the group (the substituent of the heterocyclic moiety is a group selected from the substituent group B) include, for example, 2-furylmethyl group, (3-methyl-2-furyl) methyl group, 3-furylmethyl. Group, 2-thiophenylmethyl group, 2-pyridylmethyl group, 4-fluoro-2-pyridylmethyl group, 2- (2-furyl) ethyl group, 2- (3-methyl-2-furyl) ethyl group, 2 -Morpholinoethyl group, 3- (1-imidazolyl) propyl group, 2-quinolylmethyl group, 3,3- (3-pyridyl) propyl group and the like can be mentioned,
Preferably 2-furylmethyl group, 3-furylmethyl group, 2-thiophenylmethyl group, 2-pyridylmethyl group, 4-fluoro-2-pyridylmethyl group, 3- (1-imidazolyl) propyl group or 2- It is a quinolylmethyl group.
[0047]
R1“(6) an alkyl group having 1 to 22 carbon atoms which may have a substituent (the substituent is a group selected from substituent group C)” includes, for example, methyl group, ethyl Group, propyl group, isopropyl group, butyl group, s-butyl group, t-butyl group, pentyl group, hexyl group, heptyl group, octyl group, nonyl group, decyl group, undecyl group, dodecyl group, tridecyl group, tetradecyl group , Pentadecyl group, hexadecyl group, octadecyl group, icosyl group, docosyl group, 1-methylheptyl group, 2-ethylhexyl group, cyclohexyl group, 4-methylcyclohexyl group, 4-t-butylcyclohexyl group, cycloheptyl group, cyclooctyl Group, cyclododecyl group, cyclohexylmethyl group, 3-ethoxypropyl group, 3-methylthiopropyl group, 2,2-di- Toxiethyl group, 2,2-diethoxyethyl group, 2-hydroxyethyl group, 2-aminoethyl group, 4-hydroxybutyl group, 5-hydroxypentyl group, 5-fluoropentyl group, 3-nitropropyl group, 2- A cyanoethyl group, etc.
Preferably propyl, isopropyl, butyl, s-butyl, tert-butyl, pentyl, hexyl, heptyl, octyl, nonyl, decyl, undecyl, dodecyl, tridecyl, cyclohexyl A 4-methylcyclohexyl group, a cycloheptyl group, a cyclooctyl group, a cyclododecyl group, a 3-ethoxypropyl group or a 3-methylthiopropyl group.
[0048]
R1“(7) an alkenyl group having 2 to 22 carbon atoms which may have a substituent (the substituent is selected from the group selected from the above (2) or (3) or the substituent group C) As a group represented by, for example, a vinyl group, an allyl group, a trans-2-hexen-1-yl group, a cis-2-hexen-1-yl group, a trans-2-penten-1-yl group, Trans-2,4-hexadien-1-yl group, 2- (1-cyclohexenyl) ethyl group, 4-methyl-trans-2-hexen-1-yl group, 6-chloro-trans-3-hexene-1 -Yl group, 6-nitro-trans-3-hexen-1-yl group, 6-cyano-trans-3-hexen-1-yl group, etc.
Preferably trans-2-hexen-1-yl group, cis-2-hexen-1-yl group, trans-2-penten-1-yl group, trans-2,4-hexadien-1-yl group, 4 -Methyl-trans-2-hexen-1-yl group, 6-chloro-trans-3-hexen-1-yl group.
[0049]
R1“(8) group represented by formula (a) [wherein n represents an integer of 1 to 20, m represents 0 or 2]” is preferably m is 0 or 2. A group wherein n is an integer from 1 to 12, more preferably m is 0 or 2, and n is an integer from 4 to 8, most preferably m is 0 and n is 4. A group that is an integer from 1 to 8.
R1Is preferably “(2) an aryl group having 6 to 10 carbon atoms which may have a substituent” or “(4) an optionally substituted carbon group having 6 to 10 carbon atoms”. Or an alkyl group having 1 to 14 carbon atoms having the same or different aryl groups of 1 to 3, and “(5) 1 to 4 nitrogen atoms, sulfur atoms or oxygen atoms which may have a substituent. An alkyl group having 1 to 14 carbon atoms having the same or different 1 to 3 heterocyclic groups, "(6) an alkyl group having 1 to 22 carbon atoms which may have a substituent", “(7) an alkenyl group having 2 to 22 carbon atoms which may have a substituent” or “(8) a group represented by the formula (a)”,
More preferably, “(2) an aryl group having 6 to 10 carbon atoms which may have a substituent”, “(6) an alkyl group having 1 to 22 carbon atoms which may have a substituent. "," (7) an alkenyl group having 2 to 22 carbon atoms which may have a substituent "or" (8) a group represented by the formula (a) ",
More preferably, “(2) an aryl group having 6 to 10 carbon atoms which may have a substituent”, “(6) an alkyl having 1 to 22 carbon atoms which may have a substituent,” Group "or" (7) an alkenyl group having 2 to 22 carbon atoms which may have a substituent (the substituent is a group selected from substituent group C) ",
Particularly preferably, “(2) an aryl group having 6 to 10 carbon atoms which may have a substituent” or “(6) an alkyl group having 1 to 22 carbon atoms which may have a substituent”. And
Most preferred is “(2) an aryl group having 6 to 10 carbon atoms which may have a substituent”.
[0050]
R2Is preferably “(1) a hydrogen atom”, “(6) an optionally substituted alkyl group having 1 to 22 carbon atoms” or “(7) optionally having a substituent. An alkenyl group having 2 to 22 carbon atoms ”, more preferably a hydrogen atom, an unsubstituted alkyl group having 1 to 22 carbon atoms, or an unsubstituted alkenyl group having 2 to 22 carbon atoms, and more A hydrogen atom, an unsubstituted alkyl group having 6 to 20 carbon atoms, or an unsubstituted alkenyl group having 10 to 20 carbon atoms is preferable, and a hydrogen atom or an unsubstituted alkyl group having 6 to 20 carbon atoms is particularly preferable. And most preferably a hydrogen atom.
[0051]
RThreeIs preferably a hydroxyl group.
[0052]
As the compound represented by the general formula (I), the following compounds are preferable.
1. X1about:
(1-1) X1Is of the formula -N (RFour)-Is a compound represented by-.
(1-2) X1Is of the formula -N (RFour)-Group (wherein RFourIs a hydrogen atom or an alkyl group having 1 to 3 carbon atoms).
(1-3) X1Wherein is a group represented by the formula —NH—.
2. X2about:
(2-1) X2Is of the formula -N (RFive)-Is a compound represented by-.
(2-2) X2Is of the formula -N (RFive)-Group (wherein RFiveIs a hydrogen atom or an alkyl group having 1 to 3 carbon atoms).
(2-3) X2Wherein is a group represented by the formula —NH—.
3. R1about:
(3-1) R1Is a hydrogen atom.
(3-2) R1Is an aryl group having 6 to 10 carbon atoms which may have a substituent (the substituent is a group selected from substituent group A).
(3-2-1) The compound whose substituent in (3-2) is a group selected from substituent group A1.
(3-2-2) The compound wherein the substituent in (3-2) is a group selected from the substituent group A2.
(3-2-3) A phenyl, 1-naphthyl or 2-naphthyl group in which the aryl moiety in (3-2) may have a substituent (the substituent is a group selected from substituent group A) Compound).
(3-2-4) A compound in which the aryl moiety in (3-2) is a phenyl group which may have a substituent (the substituent is a group selected from substituent group A).
(3-3) R1Is a heterocyclic group having 1 to 4 nitrogen atoms, sulfur atoms or oxygen atoms which may have a substituent (the substituent is a group selected from Substituent Group B).
(3-3-1) A compound in which the substituent in (3-3) is a group selected from the substituent group B1.
(3-3-2) The compound wherein the substituent in (3-3) is a group selected from the substituent group B2.
(3-3-3) The 5- or 6-membered aromatic heterocyclic group condensed with the 5- or 6-membered aromatic heterocyclic group or benzene ring, in which the heterocyclic moiety may have a substituent in (3-3) A compound which is a cyclic group (the substituent is a group selected from substituent group B).
(3-4) R1The alkyl group having 1 to 14 carbon atoms having the same or different 1 to 3 aryl groups having 6 to 10 carbon atoms which may have a substituent (the substituent is selected from the substituent group A) A compound which represents a group to be
(3-4-1) The compound whose substituent in (3-4) is a group selected from substituent group A1.
(3-4-2) The compound whose substituent in (3-4) is a group selected from substituent group A2.
(3-4-3) The phenyl, 1-naphthyl or 2-naphthyl group in which the aryl moiety in (3-4) may have a substituent (the substituent is a group selected from substituent group A) Compound).
(3-4-4) The compound in which the aryl moiety in (3-4) is a phenyl group which may have a substituent.
(3-4-5) The compound wherein the alkyl moiety in (3-4) is an alkyl group having 1 to 8 carbon atoms.
(3-4-6) The compound wherein the alkyl moiety in (3-4) is an alkyl group having 1 to 4 carbon atoms.
(3-4-7) The compound wherein the alkyl moiety in (3-4) is an alkyl group having 1 or 2 carbon atoms.
(3-4-8) The compound wherein the alkyl moiety in (3-4) is an alkyl group having 2 carbon atoms.
(3-5) R1Are optionally substituted alkyl groups having 1 to 14 carbon atoms having the same or different 1 to 3 heterocyclic groups containing 1 to 4 nitrogen atoms, sulfur atoms or oxygen atoms ( The substituent is a compound selected from the substituent group B).
(3-5-1) The compound whose substituent in (3-5) is a group selected from substituent group B1.
(3-5-2) The compound whose substituent in (3-5) is a group selected from substituent group B2.
(3-5-3) The 5- or 6-membered aromatic heterocyclic group condensed with the 5- or 6-membered aromatic heterocyclic group or benzene ring, in which the heterocyclic moiety may have a substituent in (3-5) A compound which is a cyclic group (the substituent is a group selected from substituent group B).
(3-5-4) The compound wherein the alkyl moiety in (3-5) is an alkyl group having 1 to 8 carbon atoms.
(3-5-5) The compound wherein the alkyl moiety in (3-5) is an alkyl group having 1 to 4 carbon atoms.
(3-5-6) The compound wherein the alkyl moiety in (3-5) is an alkyl group having 1 or 2 carbon atoms.
(3-5-7) The compound wherein the alkyl moiety in (3-5) is an alkyl group having 2 carbon atoms.
(3-6) R1Is an alkyl group having 1 to 22 carbon atoms which may have a substituent (the substituent is a group selected from substituent group C).
(3-6-1) The compound whose substituent in (3-6) is a group selected from substituent group C1.
(3-6-2) The compound whose substituent in (3-6) is a group selected from substituent group C2.
(3-6-3) R in (3-6)1Is a compound having 1 to 18 carbon atoms which may have a substituent (the substituent is a group selected from substituent group C).
(3-7) R1Is an alkenyl group having 2 to 22 carbon atoms which may have a substituent (the substituent is a group selected from the above (2) or (3) or a group selected from the substituent group C). Is a compound).
(3-7-1) R in (3-7)1Is a C2-C22 alkenyl group which may have a substituent (the substituent is a group selected from Substituent Group C).
(3-7-2) R in (3-7)1Is an unsubstituted alkenyl group having 2 to 22 carbon atoms.
(3-7-3) R in (3-7)1Is an unsubstituted alkenyl group having 2 to 18 carbon atoms.
(3-8) R1Is a compound represented by formula (a).
(3-8-1) The compound wherein m is 0 in (3-8).
(3-8-2) The compound wherein n is an integer of 1 to 12 in (3-8).
(3-8-3) The compound wherein n is an integer of 4 to 8 in (3-8).
(3-8-4) The compound in which m is 0 or 2 and n is an integer of 4 to 8 in (3-8).
(3-8-5) The compound wherein m is 0 and n is an integer of 4 to 8 in (3-8).
4). R2about:
(4-1) R2May have a hydrogen atom, an alkyl group having 1 to 22 carbon atoms which may have a substituent (the substituent is a group selected from substituent group C), or a substituent. A compound which is an alkenyl group having 2 to 22 carbon atoms (the substituent is a group selected from Substituent Group C).
(4-2) R2Is a hydrogen atom, an unsubstituted alkyl group having 1 to 22 carbon atoms, or an unsubstituted alkenyl group having 2 to 22 carbon atoms.
(4-3) R2Is a hydrogen atom, an unsubstituted alkyl group having 6 to 20 carbon atoms, or an unsubstituted alkenyl group having 10 to 20 carbon atoms.
(4-4) R2Is a hydrogen atom or an unsubstituted alkyl group having 6 to 20 carbon atoms.
(4-5) R2Is an unsubstituted alkyl group having 6 to 20 carbon atoms.
(4-6) R2Is a hydrogen atom.
5. RThreeabout:
(5-1) RThreeIs a hydrogen atom.
(5-2) RThreeIs a hydroxyl group.
6). X1, X2, R1, R2And RThreeThe compound obtained by appropriately combining the above-mentioned preferred substituents is further preferred, and examples thereof include the following combinations. In addition, the combination which can be taken is not limited to what is illustrated.
(6-1) X1Is of the formula -N (RFour)-And X2Is of the formula -N (RFive)-, R1(2) an aryl group having 6 to 10 carbon atoms which may have a substituent (the substituent is a group selected from substituent group A), and (4) a substituent. An alkyl group having 1 to 14 carbon atoms having the same or different 1 to 3 aryl groups having 6 to 10 carbon atoms (the substituent is a group selected from the substituent group A), (5 ) An optionally substituted alkyl group having 1 to 14 carbon atoms having the same or different 1 to 3 heterocyclic groups containing 1 to 4 nitrogen, sulfur or oxygen atoms (the substitution) Group represents a group selected from substituent group B), (6) an optionally substituted alkyl group having 1 to 22 carbon atoms (the substituent is a group selected from substituent group C) (7) an alkenyl group having 2 to 22 carbon atoms which may have a substituent (the substituent is Claim 1 of R1A group selected from (2) or (3) or a group selected from substituent group C) in the definition of (8), or (8) a group represented by the formula (a), R2Is a hydrogen atom or an unsubstituted alkyl group having 6 to 20 carbon atoms, RThreeIn which is a hydrogen atom or a hydroxyl group.
(6-2) X1And X2Is a group represented by the formula —NH—, and R1(2) an aryl group having 6 to 10 carbon atoms which may have a substituent (the substituent is a group selected from substituent group A), and (4) a substituent. An alkyl group having 1 to 14 carbon atoms having the same or different 1 to 3 aryl groups having 6 to 10 carbon atoms (the substituent is a group selected from the substituent group A), (5 ) An optionally substituted alkyl group having 1 to 14 carbon atoms having the same or different 1 to 3 heterocyclic groups containing 1 to 4 nitrogen, sulfur or oxygen atoms (the substitution) Group represents a group selected from substituent group B), (6) an optionally substituted alkyl group having 1 to 22 carbon atoms (the substituent is a group selected from substituent group C) (7) an alkenyl group having 2 to 22 carbon atoms which may have a substituent (the substituent is Claim 1 of R1A group selected from (2) or (3) or a group selected from substituent group C) in the definition of (8), or (8) a group represented by the formula (a), R2Is a hydrogen atom or an unsubstituted alkyl group having 6 to 20 carbon atoms, RThreeIn which is a hydrogen atom or a hydroxyl group.
(6-3) X1And X2Is a group represented by the formula —NH—, and R1(2) an aryl group having 6 to 10 carbon atoms which may have a substituent (the substituent is a group selected from substituent group A), and (6) a substituent. Or an alkyl group having 1 to 22 carbon atoms (the substituent is a group selected from substituent group C), and (7) an alkenyl group having 2 to 22 carbon atoms which may have a substituent. (The substituent is R in claim 1.1A group selected from (2) or (3) or a group selected from substituent group C) in the definition of (8), or (8) a group represented by the formula (a), R2Is a hydrogen atom or an unsubstituted alkyl group having 6 to 20 carbon atoms, RThreeIn which is a hydrogen atom or a hydroxyl group.
(6-4) X1And X2Is a group represented by the formula —NH—, and R1(2) an aryl group having 6 to 10 carbon atoms which may have a substituent (the substituent is a group selected from substituent group A) or (6) a substituent. An alkyl group having 1 to 22 carbon atoms (the substituent is a group selected from substituent group C), and R2Is a hydrogen atom or an unsubstituted alkyl group having 6 to 20 carbon atoms, RThreeIn which is a hydrogen atom or a hydroxyl group.
(6-5) X1And X2Is a group represented by the formula —NH—, and R1(2) an aryl group having 6 to 10 carbon atoms which may have a substituent (the substituent is a group selected from substituent group A), and R2Is a hydrogen atom or an unsubstituted alkyl group having 6 to 20 carbon atoms, RThreeIn which is a hydrogen atom or a hydroxyl group.
(6-6) X1And X2Is a group represented by the formula —NH—, and R1Is a phenyl group which may have a substituent (the substituent is a group selected from substituent group A), and R2Is a hydrogen atom and RThreeWherein is a hydroxyl group.
(6-7) X1And X2Is a group represented by the formula —NH—, and R1Is a phenyl group which may have a substituent (the substituent is a group selected from substituent group A), and R2Is an unsubstituted alkyl group having 6 to 20 carbon atoms, and RThreeWherein is a hydroxyl group.
(6-8) X1And X2Is a group represented by the formula —NH—, and R1Is a phenyl group which may have a substituent (the substituent is a group selected from substituent group A), and R2Is a hydrogen atom and RThreeIn which is a hydrogen atom.
The “pharmacologically acceptable ester, ether or N-alkyl derivative” of the compound represented by the general formula (I) refers to an ester, ether or N-alkyl derivative which has no significant toxicity and can be used as a medicine. .
[0053]
Since the compound represented by the general formula (I) has a plurality of hydroxyl groups in the molecule, a pharmacologically acceptable ester can be obtained by chemically modifying any hydroxyl group with a group that does not exhibit significant pharmaceutically acceptable toxicity. Alternatively, it can be converted to an ether derivative. In addition, since the compound represented by the general formula (I) has a uracil residue in the molecule, it can be pharmacologically acceptable by chemically modifying the 3-position nitrogen atom with a group that does not exhibit a significant pharmaceutically acceptable toxicity. To the N-alkyl derivative.
[0054]
Among these derivatives, preferred are pharmacologically acceptable ester or ether derivatives, and more preferred are pharmacologically acceptable ester derivatives. .
[0055]
As an ester residue of a pharmacologically acceptable ester derivative, for example,
Methyl, ethyl, propyl, isopropyl, butyl, isobutyl, s-butyl, tert-butyl, pentyl, isopentyl, 2-methylbutyl, neopentyl, 1-ethylpropyl, hexyl, isohexyl, 4-methylpentyl, 3-methylpentyl, 2 -Methylpentyl, 1-methylpentyl, 3,3-dimethylbutyl, 2,2-dimethylbutyl, 1,1-dimethylbutyl, 1,2-dimethylbutyl, 1,3-dimethylbutyl, 2,3-dimethylbutyl 2-ethylbutyl, heptyl, 1-methylhexyl, 2-methylhexyl, 3-methylhexyl, 4-methylhexyl, 5-methylhexyl, 1-propylbutyl, 4,4-dimethylpentyl, octyl, 1-methylheptyl 2-methylheptyl, 3-methylheptyl, 4-methylhept Til, 5-methylheptyl, 6-methylheptyl, 1-propylpentyl, 2-ethylhexyl, 5,5-dimethylhexyl, nonyl, 3-methyloctyl, 4-methyloctyl, 5-methyloctyl, 6-methyloctyl, 1-propylhexyl, 2-ethylheptyl, 6,6-dimethylheptyl, decyl, 1-methylnonyl, 3-methylnonyl, 8-methylnonyl, 3-ethyloctyl, 3,7-dimethyloctyl, 7,7-dimethyloctyl, Undecyl, 4,8-dimethylnonyl, dodecyl, tridecyl, tetradecyl, pentadecyl, 3,7,11-trimethyldodecyl, hexadecyl, 4,8,12-trimethyltridecyl, 1-methylpentadecyl, 14-methylpentadecyl, 13,13-dimethyltetradecyl, heptade Linear, branched or branched having 1 to 21 carbon atoms such as 1, 15-methylhexadecyl, octadecyl, 1-methylheptadecyl, nonadecyl, eicosyl, 3,7,11,15-tetramethylhexadecyl, henaicosyl A carbonyl group or an oxycarbonyl group bound to an alkyl group having a shape;
Ethenyl, 1-propenyl, 2-propenyl, 1-methyl-2-propenyl, 1-methyl-1-propenyl, 2-methyl-1-propenyl, 2-methyl-2-propenyl, 2-ethyl-2-propenyl, 1-butenyl, 2-butenyl, 1-methyl-2-butenyl, 1-methyl-1-butenyl, 3-methyl-2-butenyl, 1-ethyl-2-butenyl, 3-butenyl, 1-methyl-3- Butenyl, 2-methyl-3-butenyl, 1-ethyl-3-butenyl, 1-pentenyl, 2-pentenyl, 1-methyl-2-pentenyl, 2-methyl-2-pentenyl, 3-pentenyl, 1-methyl- 3-pentenyl, 2-methyl-3-pentenyl, 4-pentenyl, 1-methyl-4-pentenyl, 2-methyl-4-pentenyl, 1-hexenyl, 2-hexenyl , 3-hexenyl, 4-hexenyl, 5-hexenyl, cis-8-heptadecenyl, cis, cis-8, 11-heptadecadienyl, cis, cis, cis-8, 11, 14-heptadecenyl, cis -10-nonadecenyl, cis-12-eicosenyl, ethynyl, 2-propynyl, 1-methyl-2-propynyl, 2-methyl-2-propynyl, 2-ethyl-2-propynyl, 2-butynyl, 1-methyl-2 -Butynyl, 2-methyl-2-butynyl, 1-ethyl-2-butynyl, 3-butynyl, 1-methyl-3-butynyl, 2-methyl-3-butynyl, 1-ethyl-3-butynyl, 2-pentynyl 1-methyl-2-pentynyl, 2-methyl-2-pentynyl, 3-pentynyl, 1-methyl-3-pentynyl, 2-methyl-3-pentynyl, Linear or branched having 2 to 21 carbon atoms, such as -pentynyl, 1-methyl-4-pentynyl, 2-methyl-4-pentynyl, 2-hexynyl, 3-hexynyl, 4-hexynyl, 5-hexynyl A carbonyl group or an oxycarbonyl group bonded to an unsaturated alkyl group having a shape;
Methoxymethyl, ethoxymethyl, methoxyethyl, ethoxyethyl, trifluoromethyl, trichloromethyl, difluoromethyl, dichloromethyl, dibromomethyl, fluoromethyl, 2,2,2-trifluoroethyl, 2,2,2-trichloroethyl, 2-bromoethyl, 2-chloroethyl, 2-fluoroethyl, 2-iodoethyl, 3-chloropropyl, 4-fluorobutyl, 6-iodohexyl, 2,2-dibromoethyl, nitromethyl, dinitromethyl, 1-nitroethyl, 2- From a group consisting of nitroethyl, alkoxy having 1 to 4 carbon atoms such as 1,2-dinitroethyl, halogen (eg, fluorine, chlorine, bromine, iodine, preferably fluorine or chlorine; the same shall apply hereinafter) and nitro A straight chain of 1 to 21 carbon atoms substituted with the selected substituent Carbonyl group or an oxycarbonyl group bound to Jo or branched alkyl group;
Benzyl, α-naphthylmethyl, β-naphthylmethyl, indenylmethyl, phenanthrenylmethyl, anthracenylmethyl, diphenylmethyl, triphenylmethyl, 1-phenethyl, 2-phenethyl, 1-naphthylethyl, 2-naphthyl Ethyl, 1-phenylpropyl, 2-phenylpropyl, 3-phenylpropyl, 1-naphthylpropyl, 2-naphthylpropyl, 3-naphthylpropyl, 1-phenylbutyl, 2-phenylbutyl, 3-phenylbutyl, 4-phenyl Butyl, 1-naphthylbutyl, 2-naphthylbutyl, 3-naphthylbutyl, 4-naphthylbutyl, 1-phenylpentyl, 2-phenylpentyl, 3-phenylpentyl, 4-phenylpentyl, 5-phenylpentyl, 1-naphthyl Pentyl, 2-naphthylpentyl , 3-naphthylpentyl, 4-naphthylpentyl, 5-naphthylpentyl, 1-phenylhexyl, 2-phenylhexyl, 3-phenylhexyl, 4-phenylhexyl, 5-phenylhexyl, 6-phenylhexyl, 1-naphthylhexyl 1- to 4-carbon alkyl such as 2-naphthylhexyl, 3-naphthylhexyl, 4-naphthylhexyl, 5-naphthylhexyl, 6-naphthylhexyl, alkoxy of 1 to 4 carbon atoms, halogen and nitro A carbonyl group or an oxycarbonyl group bonded to (aryl group having 6 to 10 carbon atoms)-(alkyl group having 1 to 21 carbon atoms) which may be substituted with a substituent selected from the group consisting of:
Phenyl, naphthyl, 2-fluorophenyl, 3-fluorophenyl, 4-fluorophenyl, 2-chlorophenyl, 3-chlorophenyl, 4-chlorophenyl, 2-bromophenyl, 3-bromophenyl, 4-bromophenyl, 3,5- Difluorophenyl, 2,5-difluorophenyl, 2,6-difluorophenyl, 2,4-difluorophenyl, 3,5-dibromophenyl, 2,5-dibromophenyl, 2,6-dichlorophenyl, 2,4-dichlorophenyl, 2,3,4-trifluorophenyl, 2,3,4-trifluorophenyl, 3,4,5-trifluorophenyl, 2,5,6-trifluorophenyl, 2,4,6-trifluorophenyl, 2,3,4-tribromophenyl, 2,3,4-tribromophenyl, 3,4,5 Tribromophenyl, 2,5,6-trichlorophenyl, 2,4,6-trichlorophenyl, 1-fluoro-2-naphthyl, 2-fluoro-1-naphthyl, 3-fluoro-1-naphthyl, 1-chloro- 2-naphthyl, 2-chloro-1-naphthyl, 3-bromo-1-naphthyl, 3,8-difluoro-1-naphthyl, 2,3-difluoro-1-naphthyl, 4,8-difluoro-1-naphthyl, 5,6-difluoro-1-naphthyl, 3,8-dichloro-1-naphthyl, 2,3-dichloro-1-naphthyl, 4,8-dibromo-1-naphthyl, 5,6-dibromo-1-naphthyl, 2,3,6-trifluoro-1-naphthyl, 2,3,4-trifluoro-1-naphthyl, 3,4,5-trifluoro-1-naphthyl, 4,5,6-trifluoro-1- Naf 2,4,8-trifluoro-1-naphthyl, 2-methylphenyl, 3-methylphenyl, 4-methylphenyl, 2-ethylphenyl, 3-propylphenyl, 4-ethylphenyl, 2-butylphenyl, 3-pentylphenyl, 4-pentylphenyl, 3,5-dimethylphenyl, 2,5-dimethylphenyl, 2,6-dimethylphenyl, 2,4-dimethylphenyl, 3,5-dibutylphenyl, 2,5-dipentyl Phenyl, 2,6-dipropylmethylphenyl, 2,4-dipropylphenyl, 2,3,6-trimethylphenyl, 2,3,4-trimethylphenyl, 3,4,5-trimethylphenyl, 2,5, 6-trimethylphenyl, 2,4,6-trimethylphenyl, 2,3,6-tributylphenyl, 2,3,4-tripentyl Phenyl, 3,4,5-tributylphenyl, 2,5,6-tripropylmethylphenyl, 2,4,6-tripropylphenyl, 1-methyl-2-naphthyl, 2-methyl-1-naphthyl, 3- Methyl-1-naphthyl, 1-ethyl-2-naphthyl, 2-propyl-1-naphthyl, 3-butyl-1-naphthyl, 3,8-dimethyl-1-naphthyl, 2,3-dimethyl-1-naphthyl, 4,8-dimethyl-1-naphthyl, 5,6-dimethyl-1-naphthyl, 3,8-diethyl-1-naphthyl, 2,3-dipropyl-1-naphthyl, 4,8-dipentyl-1-naphthyl, 5,6-dibutyl-1-naphthyl, 2,3,6-trimethyl-1-naphthyl, 2,3,4-trimethyl-1-naphthyl, 3,4,5-trimethyl-1-naphthyl, 4,5, 6-trimmer 1-naphthyl, 2,4,8-trimethyl-1-naphthyl, 2-methoxyphenyl, 3-methoxyphenyl, 4-methoxyphenyl, 2-ethoxyphenyl, 3-propoxyphenyl, 4-ethoxyphenyl, 2- Butoxyphenyl, 3-pentoxyphenyl, 4-pentoxyphenyl, 3,5-dimethoxyphenyl, 2,5-dimethoxyphenyl, 2,6-dimethoxyphenyl, 2,4-dimethoxyphenyl, 3,5-dibutoxyphenyl 2,5-dipentoxyphenyl, 2,6-dipropoxymethoxyphenyl, 2,4-dipropoxyphenyl, 2,3,6-trimethoxyphenyl, 2,3,4-trimethoxyphenyl, 3,4 , 5-trimethoxyphenyl, 2,5,6-trimethoxyphenyl, 2,4,6-trimethoxypheny 2,3,6-tributoxyphenyl, 2,3,4-tripentoxyphenyl, 3,4,5-tributoxyphenyl, 2,5,6-tripropoxyphenyl, 2,4,6-tripropoxy Phenyl, 1-methoxy-2-naphthyl, 2-methoxy-1-naphthyl, 3-methoxy-1-naphthyl, 1-ethoxy-2-naphthyl, 2-propoxy-1-naphthyl, 3-butoxy-1-naphthyl, 3,8-dimethoxy-1-naphthyl, 2,3-dimethoxy-1-naphthyl, 4,8-dimethoxy-1-naphthyl, 5,6-dimethoxy-1-naphthyl, 3,8-diethoxy-1-naphthyl, 2,3-dipropoxy-1-naphthyl, 4,8-dipentoxy-1-naphthyl, 5,6-dibutoxy-1-naphthyl, 2,3,6-trimethoxy-1-naphthyl, 2 , 3,4-trimethoxy-1-naphthyl, 3,4,5-trimethoxy-1-naphthyl, 4,5,6-trimethoxy-1-naphthyl, 2,4,8-trimethoxy-1-naphthyl, 2-nitro Phenyl, 3-nitrophenyl, 4-nitrophenyl, 3,5-dinitrophenyl, 2,5-dinitrophenyl, 2,6-dinitrophenyl, 2,4-dinitrophenyl, 2,3,6-trinitrophenyl, 2,3,4-trinitrophenyl, 3,4,5-trinitrophenyl, 2,5,6-trinitrophenyl, 2,4,6-trinitrophenyl, 1-nitro-2-naphthyl, 2- Nitro-1-naphthyl, 3-nitro-1-naphthyl, 3,8-dinitro-1-naphthyl, 2,3-dinitro-1-naphthyl, 4,8-dinitro-1-naphthyl, 5,6-di Toro-1-naphthyl, 2,3,6-trinitro-1-naphthyl, 2,3,4-trinitro-1-naphthyl, 3,4,5-trinitro-1-naphthyl, 4,5,6-trinitro- Substitution with a substituent selected from the group consisting of alkyl having 1 to 4 carbon atoms, alkoxy having 1 to 4 carbon atoms, halogen, and nitro, such as 1-naphthyl, 2,4,8-trinitro-1-naphthyl A carbonyl group or an oxycarbonyl group bonded to an aryl group having 6 to 10 carbon atoms, which may be substituted;
A carboxy-C1-C10 alkyl-carbonyl group such as succinoyl, glutaroyl, adipoyl;
A monoalkyl or dialkyl phosphate residue having one or the same or different two alkyl groups having 2 to 16 carbon atoms; or
of amino acids such as glycine, alanine, valine, leucine, isoleucine, phenylalanine, proline, tryptophan, glutamine, glutamic acid, which may be protected with a protecting group such as t-butyloxycarbonyl group, benzyloxycarbonyl group or trityl group. Ester-forming residues;
Can be mentioned.
[0056]
Of these, a carboacyl group represented by the formula RaCO- or RaOCO- (Ra is a hydrogen atom; an alkyl group having 1 to 21 carbon atoms; 2 to 21 carbon atoms having 1 to 3 unsaturated bonds). 1 to 4 carbon atoms having 1 to 4 substituents selected from the group consisting of alkoxy, halogen and nitro having 1 to 4 carbon atoms; 1 to 4 carbon atoms 1 to 3 aryls having 6 to 10 carbon atoms which may have 1 to 4 substituents selected from the group consisting of alkyl, alkoxy having 1 to 4 carbons, halogen and nitro An alkyl group having 1 to 21 carbon atoms; or 1 to 4 substituents selected from the group consisting of alkyl having 1 to 4 carbon atoms, alkoxy having 1 to 4 carbon atoms, halogen, and nitro It is also a good number 6 to 10 aryl group carbons).
[0057]
More preferably, a carboacyl group represented by the formula RaCO- or RaOCO- (wherein Ra is an alkyl group having 6 to 20 carbon atoms; an alkenyl group having 10 to 20 carbon atoms having 1 to 3 double bonds; An alkynyl group having 3 to 5 carbon atoms having one triple bond; an alkyl group having 1 to 4 carbon atoms having 1 to 4 alkoxy as a substituent; an alkyl having 1 to 2 carbon atoms 1 to 4 carbon atoms having 1 to 2 substituents selected from the group consisting of alkoxy, fluorine and chlorine having 1 to 4 carbon atoms, and 1 to 2 carbon atoms having 1 to 2 carbon atoms as substituents Group).
[0058]
Even more preferably, a carboacyl group represented by the formula RaCO- or RaOCO- (wherein Ra is an alkyl group having 6 to 20 carbon atoms or an alkenyl group having 10 to 20 carbon atoms having 1 to 3 double bonds). Is).
[0059]
As an ether residue of a pharmacologically acceptable ether derivative, for example,
Methyl, ethyl, propyl, isopropyl, butyl, isobutyl, s-butyl, tert-butyl, pentyl, isopentyl, 2-methylbutyl, neopentyl, 1-ethylpropyl, hexyl, isohexyl, 4-methylpentyl, 3-methylpentyl, 2 -Methylpentyl, 1-methylpentyl, 3,3-dimethylbutyl, 2,2-dimethylbutyl, 1,1-dimethylbutyl, 1,2-dimethylbutyl, 1,3-dimethylbutyl, 2,3-dimethylbutyl 2-ethylbutyl, heptyl, 1-methylhexyl, 2-methylhexyl, 3-methylhexyl, 4-methylhexyl, 5-methylhexyl, 1-propylbutyl, 4,4-dimethylpentyl, octyl, 1-methylheptyl 2-methylheptyl, 3-methylheptyl, 4-methylhept Til, 5-methylheptyl, 6-methylheptyl, 1-propylpentyl, 2-ethylhexyl, 5,5-dimethylhexyl, nonyl, 3-methyloctyl, 4-methyloctyl, 5-methyloctyl, 6-methyloctyl, 1-propylhexyl, 2-ethylheptyl, 6,6-dimethylheptyl, decyl, 1-methylnonyl, 3-methylnonyl, 8-methylnonyl, 3-ethyloctyl, 3,7-dimethyloctyl, 7,7-dimethyloctyl, Undecyl, 4,8-dimethylnonyl, dodecyl, tridecyl, tetradecyl, pentadecyl, 3,7,11-trimethyldodecyl, hexadecyl, 4,8,12-trimethyltridecyl, 1-methylpentadecyl, 14-methylpentadecyl, 13,13-dimethyltetradecyl, heptade Linear, branched or branched having 1 to 21 carbon atoms such as 1, 15-methylhexadecyl, octadecyl, 1-methylheptadecyl, nonadecyl, eicosyl, 3,7,11,15-tetramethylhexadecyl, henaicosyl In the form of an alkyl group;
Ethenyl, 1-propenyl, 2-propenyl, 1-methyl-2-propenyl, 1-methyl-1-propenyl, 2-methyl-1-propenyl, 2-methyl-2-propenyl, 2-ethyl-2-propenyl, 1-butenyl, 2-butenyl, 1-methyl-2-butenyl, 1-methyl-1-butenyl, 3-methyl-2-butenyl, 1-ethyl-2-butenyl, 3-butenyl, 1-methyl-3- Butenyl, 2-methyl-3-butenyl, 1-ethyl-3-butenyl, 1-pentenyl, 2-pentenyl, 1-methyl-2-pentenyl, 2-methyl-2-pentenyl, 3-pentenyl, 1-methyl- 3-pentenyl, 2-methyl-3-pentenyl, 4-pentenyl, 1-methyl-4-pentenyl, 2-methyl-4-pentenyl, 1-hexenyl, 2-hexenyl , 3-hexenyl, 4-hexenyl, 5-hexenyl, cis-8-heptadecenyl, cis, cis-8, 11-heptadecadienyl, cis, cis, cis-8, 11, 14-heptadecenyl, cis -10-nonadecenyl, cis-12-eicosenyl, ethynyl, 2-propynyl, 1-methyl-2-propynyl, 2-methyl-2-propynyl, 2-ethyl-2-propynyl, 2-butynyl, 1-methyl-2 -Butynyl, 2-methyl-2-butynyl, 1-ethyl-2-butynyl, 3-butynyl, 1-methyl-3-butynyl, 2-methyl-3-butynyl, 1-ethyl-3-butynyl, 2-pentynyl 1-methyl-2-pentynyl, 2-methyl-2-pentynyl, 3-pentynyl, 1-methyl-3-pentynyl, 2-methyl-3-pentynyl, Linear or branched having 2 to 21 carbon atoms, such as -pentynyl, 1-methyl-4-pentynyl, 2-methyl-4-pentynyl, 2-hexynyl, 3-hexynyl, 4-hexynyl, 5-hexynyl An unsaturated alkyl group;
Methoxymethyl, ethoxymethyl, methoxyethyl, ethoxyethyl, trifluoromethyl, trichloromethyl, difluoromethyl, dichloromethyl, dibromomethyl, fluoromethyl, 2,2,2-trifluoroethyl, 2,2,2-trichloroethyl, 2-bromoethyl, 2-chloroethyl, 2-fluoroethyl, 2-iodoethyl, 3-chloropropyl, 4-fluorobutyl, 6-iodohexyl, 2,2-dibromoethyl, nitromethyl, dinitromethyl, 1-nitroethyl, 2- From a group consisting of nitroethyl, alkoxy having 1 to 4 carbon atoms such as 1,2-dinitroethyl, halogen (eg, fluorine, chlorine, bromine, iodine, preferably fluorine or chlorine; the same shall apply hereinafter) and nitro A straight chain of 1 to 21 carbon atoms substituted with the selected substituent Jo or branched alkyl group;
Benzyl, α-naphthylmethyl, β-naphthylmethyl, indenylmethyl, phenanthrenylmethyl, anthracenylmethyl, diphenylmethyl, triphenylmethyl, 1-phenethyl, 2-phenethyl, 1-naphthylethyl, 2-naphthyl Ethyl, 1-phenylpropyl, 2-phenylpropyl, 3-phenylpropyl, 1-naphthylpropyl, 2-naphthylpropyl, 3-naphthylpropyl, 1-phenylbutyl, 2-phenylbutyl, 3-phenylbutyl, 4-phenyl Butyl, 1-naphthylbutyl, 2-naphthylbutyl, 3-naphthylbutyl, 4-naphthylbutyl, 1-phenylpentyl, 2-phenylpentyl, 3-phenylpentyl, 4-phenylpentyl, 5-phenylpentyl, 1-naphthyl Pentyl, 2-naphthylpentyl , 3-naphthylpentyl, 4-naphthylpentyl, 5-naphthylpentyl, 1-phenylhexyl, 2-phenylhexyl, 3-phenylhexyl, 4-phenylhexyl, 5-phenylhexyl, 6-phenylhexyl, 1-naphthylhexyl 1- to 4-carbon alkyl such as 2-naphthylhexyl, 3-naphthylhexyl, 4-naphthylhexyl, 5-naphthylhexyl, 6-naphthylhexyl, alkoxy of 1 to 4 carbon atoms, halogen and nitro May be substituted with a substituent selected from the group consisting of (aryl having 6 to 10 carbons)-(alkyl group having 1 to 21 carbons);
Phenyl, naphthyl, 2-fluorophenyl, 3-fluorophenyl, 4-fluorophenyl, 2-chlorophenyl, 3-chlorophenyl, 4-chlorophenyl, 2-bromophenyl, 3-bromophenyl, 4-bromophenyl, 3,5- Difluorophenyl, 2,5-difluorophenyl, 2,6-difluorophenyl, 2,4-difluorophenyl, 3,5-dibromophenyl, 2,5-dibromophenyl, 2,6-dichlorophenyl, 2,4-dichlorophenyl, 2,3,4-trifluorophenyl, 2,3,4-trifluorophenyl, 3,4,5-trifluorophenyl, 2,5,6-trifluorophenyl, 2,4,6-trifluorophenyl, 2,3,4-tribromophenyl, 2,3,4-tribromophenyl, 3,4,5 Tribromophenyl, 2,5,6-trichlorophenyl, 2,4,6-trichlorophenyl, 1-fluoro-2-naphthyl, 2-fluoro-1-naphthyl, 3-fluoro-1-naphthyl, 1-chloro- 2-naphthyl, 2-chloro-1-naphthyl, 3-bromo-1-naphthyl, 3,8-difluoro-1-naphthyl, 2,3-difluoro-1-naphthyl, 4,8-difluoro-1-naphthyl, 5,6-difluoro-1-naphthyl, 3,8-dichloro-1-naphthyl, 2,3-dichloro-1-naphthyl, 4,8-dibromo-1-naphthyl, 5,6-dibromo-1-naphthyl, 2,3,6-trifluoro-1-naphthyl, 2,3,4-trifluoro-1-naphthyl, 3,4,5-trifluoro-1-naphthyl, 4,5,6-trifluoro-1- Naf 2,4,8-trifluoro-1-naphthyl, 2-methylphenyl, 3-methylphenyl, 4-methylphenyl, 2-ethylphenyl, 3-propylphenyl, 4-ethylphenyl, 2-butylphenyl, 3-pentylphenyl, 4-pentylphenyl, 3,5-dimethylphenyl, 2,5-dimethylphenyl, 2,6-dimethylphenyl, 2,4-dimethylphenyl, 3,5-dibutylphenyl, 2,5-dipentyl Phenyl, 2,6-dipropylmethylphenyl, 2,4-dipropylphenyl, 2,3,6-trimethylphenyl, 2,3,4-trimethylphenyl, 3,4,5-trimethylphenyl, 2,5, 6-trimethylphenyl, 2,4,6-trimethylphenyl, 2,3,6-tributylphenyl, 2,3,4-tripentyl Phenyl, 3,4,5-tributylphenyl, 2,5,6-tripropylmethylphenyl, 2,4,6-tripropylphenyl, 1-methyl-2-naphthyl, 2-methyl-1-naphthyl, 3- Methyl-1-naphthyl, 1-ethyl-2-naphthyl, 2-propyl-1-naphthyl, 3-butyl-1-naphthyl, 3,8-dimethyl-1-naphthyl, 2,3-dimethyl-1-naphthyl, 4,8-dimethyl-1-naphthyl, 5,6-dimethyl-1-naphthyl, 3,8-diethyl-1-naphthyl, 2,3-dipropyl-1-naphthyl, 4,8-dipentyl-1-naphthyl, 5,6-dibutyl-1-naphthyl, 2,3,6-trimethyl-1-naphthyl, 2,3,4-trimethyl-1-naphthyl, 3,4,5-trimethyl-1-naphthyl, 4,5, 6-trimmer 1-naphthyl, 2,4,8-trimethyl-1-naphthyl, 2-methoxyphenyl, 3-methoxyphenyl, 4-methoxyphenyl, 2-ethoxyphenyl, 3-propoxyphenyl, 4-ethoxyphenyl, 2- Butoxyphenyl, 3-pentoxyphenyl, 4-pentoxyphenyl, 3,5-dimethoxyphenyl, 2,5-dimethoxyphenyl, 2,6-dimethoxyphenyl, 2,4-dimethoxyphenyl, 3,5-dibutoxyphenyl 2,5-dipentoxyphenyl, 2,6-dipropoxymethoxyphenyl, 2,4-dipropoxyphenyl, 2,3,6-trimethoxyphenyl, 2,3,4-trimethoxyphenyl, 3,4 , 5-trimethoxyphenyl, 2,5,6-trimethoxyphenyl, 2,4,6-trimethoxypheny 2,3,6-tributoxyphenyl, 2,3,4-tripentoxyphenyl, 3,4,5-tributoxyphenyl, 2,5,6-tripropoxyphenyl, 2,4,6-tripropoxy Phenyl, 1-methoxy-2-naphthyl, 2-methoxy-1-naphthyl, 3-methoxy-1-naphthyl, 1-ethoxy-2-naphthyl, 2-propoxy-1-naphthyl, 3-butoxy-1-naphthyl, 3,8-dimethoxy-1-naphthyl, 2,3-dimethoxy-1-naphthyl, 4,8-dimethoxy-1-naphthyl, 5,6-dimethoxy-1-naphthyl, 3,8-diethoxy-1-naphthyl, 2,3-dipropoxy-1-naphthyl, 4,8-dipentoxy-1-naphthyl, 5,6-dibutoxy-1-naphthyl, 2,3,6-trimethoxy-1-naphthyl, 2 , 3,4-trimethoxy-1-naphthyl, 3,4,5-trimethoxy-1-naphthyl, 4,5,6-trimethoxy-1-naphthyl, 2,4,8-trimethoxy-1-naphthyl, 2-nitro Phenyl, 3-nitrophenyl, 4-nitrophenyl, 3,5-dinitrophenyl, 2,5-dinitrophenyl, 2,6-dinitrophenyl, 2,4-dinitrophenyl, 2,3,6-trinitrophenyl, 2,3,4-trinitrophenyl, 3,4,5-trinitrophenyl, 2,5,6-trinitrophenyl, 2,4,6-trinitrophenyl, 1-nitro-2-naphthyl, 2- Nitro-1-naphthyl, 3-nitro-1-naphthyl, 3,8-dinitro-1-naphthyl, 2,3-dinitro-1-naphthyl, 4,8-dinitro-1-naphthyl, 5,6-di Toro-1-naphthyl, 2,3,6-trinitro-1-naphthyl, 2,3,4-trinitro-1-naphthyl, 3,4,5-trinitro-1-naphthyl, 4,5,6-trinitro- Substitution with a substituent selected from the group consisting of alkyl having 1 to 4 carbon atoms, alkoxy having 1 to 4 carbon atoms, halogen, and nitro, such as 1-naphthyl, 2,4,8-trinitro-1-naphthyl An aryl group having 6 to 10 carbon atoms, which may be
Can be mentioned.
[0060]
Of these, preferred are alkyl groups having 1 to 21 carbon atoms; unsaturated alkyl groups having 2 to 21 carbon atoms having 1 to 3 unsaturated bonds; alkoxy having 1 to 4 carbon atoms, halogen, and An alkyl group having 1 to 21 carbon atoms having 1 to 4 substituents selected from the group consisting of nitro; a group consisting of alkyl having 1 to 4 carbon atoms, alkoxy having 1 to 4 carbon atoms, halogen, and nitro An alkyl group having 1 to 21 carbon atoms having 1 to 3 carbon atoms as a substituent, which may have 1 to 4 substituents selected from: or 1 to 4 carbon atoms An aryl group having 6 to 10 carbon atoms which may have 1 to 4 substituents selected from the group consisting of alkyl, alkoxy having 1 to 4 carbon atoms, halogen and nitro,
More preferably, the alkyl group having 6 to 20 carbon atoms; the alkenyl group having 10 to 20 carbon atoms having 1 to 3 double bonds; and the alkynyl having 3 to 5 carbon atoms having one triple bond. Group: an alkyl group having 1 to 4 carbon atoms having one alkoxy having 1 to 4 carbon atoms as a substituent; consisting of alkyl having 1 to 2 carbon atoms, alkoxy having 1 to 4 carbon atoms, fluorine and chlorine An alkyl group having 1 to 4 carbon atoms having 1 or 2 phenyl as a substituent which may have 1 or 2 substituents selected from the group;
[0061]
Most preferably, it is an alkyl group having 6 to 20 carbon atoms or an alkenyl group having 10 to 20 carbon atoms having 1 to 3 double bonds.
[0062]
In the compound represented by the general formula (I), there are a plurality of hydroxyl groups to which an ester residue or an ether residue can be bonded. That is, the 2-position hydroxyl group (RThreeIs a hydroxyl group), the 3- and 4-position hydroxyl groups of the dihydropyran ring. In the ester or ether derivative of the compound represented by the general formula (I), a plurality of ester residues or ether residues may be bonded to these hydroxyl groups in any combination, and they may be the same or different.
[0063]
The pharmacologically acceptable ester derivative of the compound represented by the general formula (I) is preferably a compound having an ester residue at one or two of the above hydroxyl groups, and more preferably an oxolane ring. The compound having an ester residue at only one of the 2-position hydroxyl group and the 3-position hydroxyl group of the dihydropyran ring, and most preferably a compound having an ester residue only at the 2-position hydroxyl group of the oxolane ring.
[0064]
The pharmacologically acceptable ether derivative of the compound represented by the general formula (I) is preferably a compound having an ether residue at one or two of the above hydroxyl groups, and more preferably an oxolane ring. Of these, a compound having an ether residue at only one of the 2-position hydroxyl group and the 3-position hydroxyl group of the dihydropyran ring, most preferably a compound having an ether residue only at the 2-position hydroxyl group of the oxolane ring.
[0065]
Examples of the alkyl residue of the pharmacologically acceptable N-alkyl derivative include:
The linear or branched alkyl group having 1 to 21 carbon atoms; the linear or branched unsaturated alkyl group having 2 to 21 carbon atoms; acetyloxymethyl, propionyloxymethyl, Butyryloxymethyl, pentanoyloxymethyl, pivaloyloxy, hexanoyloxymethyl, octanoyloxymethyl, decanoyloxymethyl, dodecanoyloxymethyl, tetradecanoyloxymethyl, hexadecanoyloxymethyl, octadecanoyloxymethyl, 1- (acetyloxy) ethyl, 1- (propionyloxy) ethyl, 1- (butyryloxy) ethyl, 1- (pentanoyloxy) ethyl, 1- (hexanoyloxy) ethyl, 1- (octanoyloxy) ethyl, 1- (decanoyloxy) ethyl, 1- (dodecano 1- (alkanoyloxy having 2 to 20 carbon atoms) such as 1- (tetradecanoyloxy) ethyl, 1- (hexadecanoyloxy) ethyl, 1- (octadecanoyloxy) ethyl group) An alkyl group having 1 to 3 carbon atoms; methoxycarbonyloxymethyl, ethoxycarbonyloxymethyl, propyloxycarbonyloxymethyl, isopropyloxycarbonyloxymethyl, butyloxycarbonyloxymethyl, isobutyloxycarbonyloxymethyl, s-butyloxycarbonyloxy Methyl, t-butyloxycarbonyloxymethyl, pentyloxycarbonyloxymethyl, 2-pentyloxycarbonyloxymethyl, 3-pentyloxycarbonyloxymethyl, isopentyloxycarboni Oxymethyl, neopentyloxycarbonyloxymethyl, cyclopentyloxycarbonyloxymethyl, hexyloxycarbonyloxymethyl, 2-hexyloxycarbonyloxymethyl, 3-hexyloxycarbonyloxymethyl, isohexyloxycarbonyloxymethyl, cyclohexyloxycarbonyloxymethyl , Heptyloxycarbonyloxymethyl, octyloxycarbonyloxymethyl, decyloxycarbonyloxymethyl, dodecyloxycarbonyloxymethyl, tetradecyloxycarbonyloxymethyl, hexadecyloxycarbonyloxymethyl, octadecyloxycarbonyloxymethyl, 1- (methoxycarbonyl Oxy) ethyl, 1- (ethoxycarbonyloxy) ethyl, 1 -(Propyloxycarbonyloxy) ethyl, 1- (isopropyloxycarbonyloxy) ethyl, 1- (butyloxycarbonyloxy) ethyl, 1- (isobutyloxycarbonyloxy) ethyl, 1- (s-butyloxycarbonyloxy) ethyl 1- (t-butyloxycarbonyloxy) ethyl, 1- (pentyloxycarbonyloxy) ethyl, 1- (2-pentyloxycarbonyloxy) ethyl, 1- (3-pentyloxycarbonyloxy) ethyl, 1- ( Isopentyloxycarbonyloxy) ethyl, 1- (neopentyloxycarbonyloxy) ethyl, 1- (cyclopentyloxycarbonyloxy) ethyl, 1- (hexyloxycarbonyloxy) ethyl, 1- (2-hexyloxycarbonyloxy) Ethyl, 1- (3-hexyloxycarbonyloxy) ethyl, 1- (isohexyloxycarbonyloxy) ethyl, 1- (cyclohexyloxycarbonyloxy) ethyl, 1- (heptyloxycarbonyloxy) ethyl, 1- (octyloxy) Carbonyloxy) ethyl, 1- (decyloxycarbonyloxy) ethyl, 1- (dodecyloxycarbonyloxy) ethyl, 1- (tetradecyloxycarbonyloxy) ethyl, 1- (hexadecyloxycarbonyloxy) ethyl, 1- ( 1- (Alkoxycarbonyloxy having 1 to 20 carbons) alkyl group having 1 to 3 carbons such as an octadecyloxycarbonyloxy) ethyl group; (5-methyl-2-oxo-1,3-dioxolen-4 -Yl) methyl, 1- (5-methyl) 1- [5- (C 1 -C 1 -C) such as 2-oxo-1,3-dioxolen-4-yl) ethyl and (5-phenyl-2-oxo-1,3-dioxolen-4-yl) methyl 6 alkyl or phenyl) -2-oxo-1,3-dioxolen-4-yl] alkyl groups having 1 to 6 carbon atoms.
[0066]
Among these, 1- (C2-C20 alkanoyloxy) 1-C3 alkyl group or 1- (C1-C20 alkoxycarbonyloxy) C1-C3 Derivatives modified with these groups, which are alkyl groups, are characterized by being hydrolyzed chemically or enzymatically to return to the original compound (I) when administered in vivo.
[0067]
The “pharmacologically acceptable salt” of the compound represented by the general formula (I), its pharmacologically acceptable ester, ether or N-alkyl derivative means a salt which has no significant toxicity and can be used as a medicine. Say.
[0068]
When the compound represented by the general formula (I), its pharmacologically acceptable ester, ether or N-alkyl derivative has a basic group such as an amino group, the corresponding pharmacology can be obtained by treating with an acid according to a conventional method The acid addition salt can be changed to a top acceptable salt. Examples of such acid addition salts include, for example, inorganic acid salts such as hydrochloride, hydrobromide, sulfate and phosphate; acetate, benzoate, oxalate, maleate, fumarate Examples thereof include organic acid salts such as acid salts, tartrate salts, and citrate salts; or addition salts with sulfonate salts such as methanesulfonate, benzenesulfonate, and p-toluenesulfonate.
[0069]
When the compound represented by the general formula (I), its pharmacologically acceptable ester, ether or N-alkyl derivative has an acidic group such as a carboxyl group or a phosphate group, it is treated with a base according to a conventional method, It can be converted into the corresponding pharmacologically acceptable base addition salt. Examples of such base addition salts include, for example, alkali metal salts such as sodium salt, potassium salt and lithium salt; alkaline earth metal salts such as calcium salt and magnesium salt; aluminum salt, iron salt and zinc salt And metal salts such as copper salts, nickel salts and cobalt salts; or quaternary ammonium salts such as ammonium salts and triethylammonium salts.
[0070]
In addition, the compound represented by the general formula (I), its pharmacologically acceptable ester, ether or N-alkyl derivative absorbs moisture by leaving it in the air, and adsorbs water, Such salts are also included in the present invention.
[0071]
Furthermore, the compound represented by the general formula (I), its pharmacologically acceptable ester, ether or N-alkyl derivative may absorb a certain other solvent and become a solvate. Such salts are also encompassed by the present invention.
[0072]
Since the compound represented by the general formula (I), its pharmacologically acceptable ester, ether or N-alkyl derivative has an asymmetric carbon in the molecule, there are stereoisomers each having R configuration and S configuration. Each of these or a mixture of any ratio thereof is included in the present invention, and preferably a compound having a configuration represented by the following formula (I ′).
[0073]
[Chemical 9]
[0074]
The compounds represented by the general formula (I) of the present invention, pharmacologically acceptable esters, ethers or N-alkyl derivatives thereof are specifically exemplified in the following Tables 1 to 3. In addition, this invention is not limited to the compound illustrated by the table | surface.
[0075]
[Table 1]
[0076]
[Chemical Formula 10]
[0077]
-------------------------------------------------- -----------------
Compound
Number R1                X1    R2      X2    RThree       R6    R7
-------------------------------------------------- -----------------
1 Ph NH H NH H H H
2 Ph NH H NH OH H H
3 Ph NH H NH OA6 H H
4 Ph NH H NH OA8 H H
5 Ph NH H NH OA9 H H
6 Ph NH H NH OA10 H H
7 Ph NH H NH OA12 H H
8 Ph NH H NH OA14 H H
9 Ph NH H NH OA16 H H
10 Ph NH H NH OH H A6
11 Ph NH H NH OH H A8
12 Ph NH H NH OH H A9
13 Ph NH H NH OH H A10
14 Ph NH H NH OH H A12
15 Ph NH H NH OH H A14
16 Ph NH H NH OH H A16
17 Ph NH H NH OH A6 A6
18 Ph NH H NH OH A8 A8
19 Ph NH H NH OH A10 A10
20 Ph NH H NH OA2 A2 A2
21 Ph NH H NH OA3 A3 A3
22 Ph NH H NH OA4 A4 A4
23 Ph NH H NH OC6 H H
24 Ph NH H NH OC7 H H
25 Ph NH H NH OC8 H H
26 Ph NH H NH OC10 H H
27 Ph NH H NH OC11 H H
28 Ph NH H NH OC12 H H
29 Ph NH H NH OC14 H H
30 Ph NH H NH OC16 H H
31 Ph NH H NH C6COThree    H H
32 Ph NH H NH C7COThree    H H
33 Ph NH H NH C8COThree    H H
34 Ph NH H NH C9COThree    H H
35 Ph NH H NH C10COThree   H H
36 Ph NH H NH C12COThree   H H
37 Ph NH H NH C16COThree   H H
38 Ph NH C8 NH OH H H
39 Ph NH C9 NH OH H H
40 Ph NH C10 NH OH H H
41 Ph NH C12 NH OH H H
42 Ph NH C16 NH OH H H
43 Ph NH F1 NH OH H H
44 Ph NH F2 NH OH H H
45 Ph NH F3 NH OH H H
46 Ph NH F4 NH OH H H
47 Ph NH F5 NH OH H H
48 Ph NH F6 NH OH H H
49 Ph NH F7 NH OH H H
50 Ph NH F8 NH OH H H
51 Ph NH F9 NH OH H H
52 Ph NH F10 NH OH H H
53 Ph NH Ph NH OH H H
54 Ph NH Bn NH OH H H
55 Ph NH Pe NH OH H H
56 Ph NH C12 NMe OH H H
57 Ph NH C12 NEt OH H H
58 Ph NH C12 NPr OH H H
59 Ph NH (CH2)Three  N OH H H
60 Ph NH (CH2)Four  N OH H H
61 Ph NH (CH2)Five  N OH H H
62 Ph NH C12 O OH H H
63 Ph NH Ph O OH H H
64 Ph NH C12 S OH H H
65 Ph NH Ph S OH H H
66 Ph NMe H NH OH H H
67 Ph NEt H NH OH H H
68 Ph NPr H NH OH H H
69 Ph O H NH OH H H
70 Ph S H NH OH H H
71 4-Me-Ph NH H NH H H H
72 4-Me-Ph NH H NH OH H H
73 4-Me-Ph NH H NH OA6 H H
74 4-Me-Ph NH H NH OA8 H H
75 4-Me-Ph NH H NH OA9 H H
76 4-Me-Ph NH H NH OA10 H H
77 4-Me-Ph NH H NH OA12 H H
78 4-Me-Ph NH H NH OA14 H H
79 4-Me-Ph NH H NH OA16 H H
80 4-Me-Ph NH H NH OH H A6
81 4-Me-Ph NH H NH OH H A8
82 4-Me-Ph NH H NH OH H A9
83 4-Me-Ph NH H NH OH H A10
84 4-Me-Ph NH H NH OH H A12
85 4-Me-Ph NH H NH OH H A14
86 4-Me-Ph NH H NH OH H A16
87 4-Me-Ph NH H NH OH A6 A6
88 4-Me-Ph NH H NH OH A8 A8
89 4-Me-Ph NH H NH OH A10 A10
90 4-Me-Ph NH H NH OA2 A2 A2
91 4-Me-Ph NH H NH OA3 A3 A3
92 4-Me-Ph NH H NH OA4 A4 A4
93 4-Me-Ph NH H NH OC6 H H
94 4-Me-Ph NH H NH OC7 H H
95 4-Me-Ph NH H NH OC8 H H
96 4-Me-Ph NH H NH OC10 H H
97 4-Me-Ph NH H NH OC11 H H
98 4-Me-Ph NH H NH OC12 H H
99 4-Me-Ph NH H NH OC14 H H
100 4-Me-Ph NH H NH OC16 H H
101 4-Me-Ph NH H NH C6COThree    H H
102 4-Me-Ph NH H NH C7COThree    H H
103 4-Me-Ph NH H NH C8COThree    H H
104 4-Me-Ph NH H NH C9COThree    H H
105 4-Me-Ph NH H NH C10COThree   H H
106 4-Me-Ph NH H NH C12COThree   H H
107 4-Me-Ph NH H NH C16COThree   H H
108 4-Me-Ph NH C8 NH OH H H
109 4-Me-Ph NH C9 NH OH H H
110 4-Me-Ph NH C10 NH OH H H
111 4-Me-Ph NH C12 NH OH H H
112 4-Me-Ph NH C16 NH OH H H
113 4-Me-Ph NH F1 NH OH H H
114 4-Me-Ph NH F2 NH OH H H
115 4-Me-Ph NH F3 NH OH H H
116 4-Me-Ph NH F4 NH OH H H
117 4-Me-Ph NH F5 NH OH H H
118 4-Me-Ph NH F6 NH OH H H
119 4-Me-Ph NH F7 NH OH H H
120 4-Me-Ph NH F8 NH OH H H
121 4-Me-Ph NH F9 NH OH H H
122 4-Me-Ph NH F10 NH OH H H
123 4-Me-Ph NH Ph NH OH H H
124 4-Me-Ph NH Bn NH OH H H
125 4-Me-Ph NH Pe NH OH H H
126 4-Me-Ph NH C12 NMe OH H H
127 4-Me-Ph NH C12 NEt OH H H
128 4-Me-Ph NH C12 NPr OH H H
129 4-Me-Ph NH (CH2)Three  N OH H H
130 4-Me-Ph NH (CH2)Four  N OH H H
131 4-Me-Ph NH (CH2)Five  N OH H H
132 4-Me-Ph NH C12 O OH H H
133 4-Me-Ph NH Ph O OH H H
134 4-Me-Ph NH C12 S OH H H
135 4-Me-Ph NH Ph S OH H H
136 4-Me-Ph NMe H NH OH H H
137 4-Me-Ph NEt H NH OH H H
138 4-Me-Ph NPr H NH OH H H
139 4-Me-Ph O H NH OH H H
140 4-Me-Ph S H NH OH H H
141 4-Et-Ph NH H NH H H H
142 4-Et-Ph NH H NH OH H H
143 4-Et-Ph NH H NH OA6 H H
144 4-Et-Ph NH H NH OA8 H H
145 4-Et-Ph NH H NH OA9 H H
146 4-Et-Ph NH H NH OA10 H H
147 4-Et-Ph NH H NH OA12 H H
148 4-Et-Ph NH H NH OA14 H H
149 4-Et-Ph NH H NH OA16 H H
150 4-Et-Ph NH H NH OH H A6
151 4-Et-Ph NH H NH OH H A8
152 4-Et-Ph NH H NH OH H A9
153 4-Et-Ph NH H NH OH H A10
154 4-Et-Ph NH H NH OH H A12
155 4-Et-Ph NH H NH OH H A14
156 4-Et-Ph NH H NH OH H A16
157 4-Et-Ph NH H NH OH A6 A6
158 4-Et-Ph NH H NH OH A8 A8
159 4-Et-Ph NH H NH OH A10 A10
160 4-Et-Ph NH H NH OA2 A2 A2
161 4-Et-Ph NH H NH OA3 A3 A3
162 4-Et-Ph NH H NH OA4 A4 A4
163 4-Et-Ph NH H NH OC6 H H
164 4-Et-Ph NH H NH OC7 H H
165 4-Et-Ph NH H NH OC8 H H
166 4-Et-Ph NH H NH OC10 H H
167 4-Et-Ph NH H NH OC11 H H
168 4-Et-Ph NH H NH OC12 H H
169 4-Et-Ph NH H NH OC14 H H
170 4-Et-Ph NH H NH OC16 H H
171 4-Et-Ph NH H NH C6COThree    H H
172 4-Et-Ph NH H NH C7COThree    H H
173 4-Et-Ph NH H NH C8COThree    H H
174 4-Et-Ph NH H NH C9COThree    H H
175 4-Et-Ph NH H NH C10COThree   H H
176 4-Et-Ph NH H NH C12COThree   H H
177 4-Et-Ph NH H NH C16COThree   H H
178 4-Et-Ph NH C8 NH OH H H
179 4-Et-Ph NH C9 NH OH H H
180 4-Et-Ph NH C10 NH OH H H
181 4-Et-Ph NH C12 NH OH H H
182 4-Et-Ph NH C16 NH OH H H
183 4-Et-Ph NH F1 NH OH H H
184 4-Et-Ph NH F2 NH OH H H
185 4-Et-Ph NH F3 NH OH H H
186 4-Et-Ph NH F4 NH OH H H
187 4-Et-Ph NH F5 NH OH H H
188 4-Et-Ph NH F6 NH OH H H
189 4-Et-Ph NH F7 NH OH H H
190 4-Et-Ph NH F8 NH OH H H
191 4-Et-Ph NH F9 NH OH H H
192 4-Et-Ph NH F10 NH OH H H
193 4-Et-Ph NH Ph NH OH H H
194 4-Et-Ph NH Bn NH OH H H
195 4-Et-Ph NH Pe NH OH H H
196 4-Et-Ph NH C12 NMe OH H H
197 4-Et-Ph NH C12 NEt OH H H
198 4-Et-Ph NH C12 NPr OH H H
199 4-Et-Ph NH (CH2)Three  N OH H H
200 4-Et-Ph NH (CH2)Four  N OH H H
201 4-Et-Ph NH (CH2)Five  N OH H H
202 4-Et-Ph NH C12 O OH H H
203 4-Et-Ph NH Ph O OH H H
204 4-Et-Ph NH C12 S OH H H
205 4-Et-Ph NH Ph S OH H H
206 4-Et-Ph NMe H NH OH H H
207 4-Et-Ph NEt H NH OH H H
208 4-Et-Ph NPr H NH OH H H
209 4-Et-Ph O H NH OH H H
210 4-Et-Ph S H NH OH H H
211 4-Pr-Ph NH H NH H H H
212 4-Pr-Ph NH H NH OH H H
213 4-Pr-Ph NH H NH OA6 H H
214 4-Pr-Ph NH H NH OA8 H H
215 4-Pr-Ph NH H NH OA9 H H
216 4-Pr-Ph NH H NH OA10 H H
217 4-Pr-Ph NH H NH OA12 H H
218 4-Pr-Ph NH H NH OA14 H H
219 4-Pr-Ph NH H NH OA16 H H
220 4-Pr-Ph NH H NH OH H A6
221 4-Pr-Ph NH H NH OH H A8
222 4-Pr-Ph NH H NH OH H A9
223 4-Pr-Ph NH H NH OH H A10
224 4-Pr-Ph NH H NH OH H A12
225 4-Pr-Ph NH H NH OH H A14
226 4-Pr-Ph NH H NH OH H A16
227 4-Pr-Ph NH H NH OH A6 A6
228 4-Pr-Ph NH H NH OH A8 A8
229 4-Pr-Ph NH H NH OH A10 A10
230 4-Pr-Ph NH H NH OA2 A2 A2
231 4-Pr-Ph NH H NH OA3 A3 A3
232 4-Pr-Ph NH H NH OA4 A4 A4
233 4-Pr-Ph NH H NH OC6 H H
234 4-Pr-Ph NH H NH OC7 H H
235 4-Pr-Ph NH H NH OC8 H H
236 4-Pr-Ph NH H NH OC10 H H
237 4-Pr-Ph NH H NH OC11 H H
238 4-Pr-Ph NH H NH OC12 H H
239 4-Pr-Ph NH H NH OC14 H H
240 4-Pr-Ph NH H NH OC16 H H
241 4-Pr-Ph NH H NH C6COThree    H H
242 4-Pr-Ph NH H NH C7COThree    H H
243 4-Pr-Ph NH H NH C8COThree    H H
244 4-Pr-Ph NH H NH C9COThree    H H
245 4-Pr-Ph NH H NH C10COThree   H H
246 4-Pr-Ph NH H NH C12COThree   H H
247 4-Pr-Ph NH H NH C16COThree   H H
248 4-Pr-Ph NH C8 NH OH H H
249 4-Pr-Ph NH C9 NH OH H H
250 4-Pr-Ph NH C10 NH OH H H
251 4-Pr-Ph NH C12 NH OH H H
252 4-Pr-Ph NH C16 NH OH H H
253 4-Pr-Ph NH F1 NH OH H H
254 4-Pr-Ph NH F2 NH OH H H
255 4-Pr-Ph NH F3 NH OH H H
256 4-Pr-Ph NH F4 NH OH H H
257 4-Pr-Ph NH F5 NH OH H H
258 4-Pr-Ph NH F6 NH OH H H
259 4-Pr-Ph NH F7 NH OH H H
260 4-Pr-Ph NH F8 NH OH H H
261 4-Pr-Ph NH F9 NH OH H H
262 4-Pr-Ph NH F10 NH OH H H
263 4-Pr-Ph NH Ph NH OH H H
264 4-Pr-Ph NH Bn NH OH H H
265 4-Pr-Ph NH Pe NH OH H H
266 4-Pr-Ph NH C12 NMe OH H H
267 4-Pr-Ph NH C12 NEt OH H H
268 4-Pr-Ph NH C12 NPr OH H H
269 4-Pr-Ph NH (CH2)Three  N OH H H
270 4-Pr-Ph NH (CH2)Four  N OH H H
271 4-Pr-Ph NH (CH2)Five  N OH H H
272 4-Pr-Ph NH C12 O OH H H
273 4-Pr-Ph NH Ph O OH H H
274 4-Pr-Ph NH C12 S OH H H
275 4-Pr-Ph NH Ph S OH H H
276 4-Pr-Ph NMe H NH OH H H
277 4-Pr-Ph NEt H NH OH H H
278 4-Pr-Ph NPr H NH OH H H
279 4-Pr-Ph O H NH OH H H
280 4-Pr-Ph S H NH OH H H
281 4-iPr-Ph NH H NH H H H
282 4-iPr-Ph NH H NH OH H H
283 4-iPr-Ph NH H NH OA6 H H
284 4-iPr-Ph NH H NH OA8 H H
285 4-iPr-Ph NH H NH OA9 H H
286 4-iPr-Ph NH H NH OA10 H H
287 4-iPr-Ph NH H NH OA12 H H
288 4-iPr-Ph NH H NH OA14 H H
289 4-iPr-Ph NH H NH OA16 H H
290 4-iPr-Ph NH H NH OH H A6
291 4-iPr-Ph NH H NH OH H A8
292 4-iPr-Ph NH H NH OH H A9
293 4-iPr-Ph NH H NH OH H A10
294 4-iPr-Ph NH H NH OH H A12
295 4-iPr-Ph NH H NH OH H A14
296 4-iPr-Ph NH H NH OH H A16
297 4-iPr-Ph NH H NH OH A6 A6
298 4-iPr-Ph NH H NH OH A8 A8
299 4-iPr-Ph NH H NH OH A10 A10
300 4-iPr-Ph NH H NH OA2 A2 A2
301 4-iPr-Ph NH H NH OA3 A3 A3
302 4-iPr-Ph NH H NH OA4 A4 A4
303 4-iPr-Ph NH H NH OC6 H H
304 4-iPr-Ph NH H NH OC7 H H
305 4-iPr-Ph NH H NH OC8 H H
306 4-iPr-Ph NH H NH OC10 H H
307 4-iPr-Ph NH H NH OC11 H H
308 4-iPr-Ph NH H NH OC12 H H
309 4-iPr-Ph NH H NH OC14 H H
310 4-iPr-Ph NH H NH OC16 H H
311 4-iPr-Ph NH H NH C6COThree    H H
312 4-iPr-Ph NH H NH C7COThree    H H
313 4-iPr-Ph NH H NH C8COThree    H H
314 4-iPr-Ph NH H NH C9COThree    H H
315 4-iPr-Ph NH H NH C10COThree   H H
316 4-iPr-Ph NH H NH C12COThree   H H
317 4-iPr-Ph NH H NH C16COThree   H H
318 4-iPr-Ph NH C8 NH OH H H
319 4-iPr-Ph NH C9 NH OH H H
320 4-iPr-Ph NH C10 NH OH H H
321 4-iPr-Ph NH C12 NH OH H H
322 4-iPr-Ph NH C16 NH OH H H
323 4-iPr-Ph NH F1 NH OH H H
324 4-iPr-Ph NH F2 NH OH H H
325 4-iPr-Ph NH F3 NH OH H H
326 4-iPr-Ph NH F4 NH OH H H
327 4-iPr-Ph NH F5 NH OH H H
328 4-iPr-Ph NH F6 NH OH H H
329 4-iPr-Ph NH F7 NH OH H H
330 4-iPr-Ph NH F8 NH OH H H
331 4-iPr-Ph NH F9 NH OH H H
332 4-iPr-Ph NH F10 NH OH H H
333 4-iPr-Ph NH Ph NH OH H H
334 4-iPr-Ph NH Bn NH OH H H
335 4-iPr-Ph NH Pe NH OH H H
336 4-iPr-Ph NH C12 NMe OH H H
337 4-iPr-Ph NH C12 NEt OH H H
338 4-iPr-Ph NH C12 NPr OH H H
339 4-iPr-Ph NH (CH2)Three  N OH H H
340 4-iPr-Ph NH (CH2)Four  N OH H H
341 4-iPr-Ph NH (CH2)Five  N OH H H
342 4-iPr-Ph NH C12 O OH H H
343 4-iPr-Ph NH Ph O OH H H
344 4-iPr-Ph NH C12 S OH H H
345 4-iPr-Ph NH Ph S OH H H
346 4-iPr-Ph NMe H NH OH H H
347 4-iPr-Ph NEt H NH OH H H
348 4-iPr-Ph NPr H NH OH H H
349 4-iPr-Ph O H NH OH H H
350 4-iPr-Ph S H NH OH H H
351 4-Bu-Ph NH H NH H H H
352 4-Bu-Ph NH H NH OH H H
353 4-Bu-Ph NH H NH OA6 H H
354 4-Bu-Ph NH H NH OA8 H H
355 4-Bu-Ph NH H NH OA9 H H
356 4-Bu-Ph NH H NH OA10 H H
357 4-Bu-Ph NH H NH OA12 H H
358 4-Bu-Ph NH H NH OA14 H H
359 4-Bu-Ph NH H NH OA16 H H
360 4-Bu-Ph NH H NH OH H A6
361 4-Bu-Ph NH H NH OH H A8
362 4-Bu-Ph NH H NH OH H A9
363 4-Bu-Ph NH H NH OH H A10
364 4-Bu-Ph NH H NH OH H A12
365 4-Bu-Ph NH H NH OH H A14
366 4-Bu-Ph NH H NH OH H A16
367 4-Bu-Ph NH H NH OH A6 A6
368 4-Bu-Ph NH H NH OH A8 A8
369 4-Bu-Ph NH H NH OH A10 A10
370 4-Bu-Ph NH H NH OA2 A2 A2
371 4-Bu-Ph NH H NH OA3 A3 A3
372 4-Bu-Ph NH H NH OA4 A4 A4
373 4-Bu-Ph NH H NH OC6 H H
374 4-Bu-Ph NH H NH OC7 H H
375 4-Bu-Ph NH H NH OC8 H H
376 4-Bu-Ph NH H NH OC10 H H
377 4-Bu-Ph NH H NH OC11 H H
378 4-Bu-Ph NH H NH OC12 H H
379 4-Bu-Ph NH H NH OC14 H H
380 4-Bu-Ph NH H NH OC16 H H
381 4-Bu-Ph NH H NH C6COThree    H H
382 4-Bu-Ph NH H NH C7COThree    H H
383 4-Bu-Ph NH H NH C8COThree    H H
384 4-Bu-Ph NH H NH C9COThree    H H
385 4-Bu-Ph NH H NH C10COThree   H H
386 4-Bu-Ph NH H NH C12COThree   H H
387 4-Bu-Ph NH H NH C16COThree   H H
388 4-Bu-Ph NH C8 NH OH H H
389 4-Bu-Ph NH C9 NH OH H H
390 4-Bu-Ph NH C10 NH OH H H
391 4-Bu-Ph NH C12 NH OH H H
392 4-Bu-Ph NH C16 NH OH H H
393 4-Bu-Ph NH F1 NH OH H H
394 4-Bu-Ph NH F2 NH OH H H
395 4-Bu-Ph NH F3 NH OH H H
396 4-Bu-Ph NH F4 NH OH H H
397 4-Bu-Ph NH F5 NH OH H H
398 4-Bu-Ph NH F6 NH OH H H
399 4-Bu-Ph NH F7 NH OH H H
400 4-Bu-Ph NH F8 NH OH H H
401 4-Bu-Ph NH F9 NH OH H H
402 4-Bu-Ph NH F10 NH OH H H
403 4-Bu-Ph NH Ph NH OH H H
404 4-Bu-Ph NH Bn NH OH H H
405 4-Bu-Ph NH Pe NH OH H H
406 4-Bu-Ph NH C12 NMe OH H H
407 4-Bu-Ph NH C12 NEt OH H H
408 4-Bu-Ph NH C12 NPr OH H H
409 4-Bu-Ph NH (CH2)Three  N OH H H
410 4-Bu-Ph NH (CH2)Four  N OH H H
411 4-Bu-Ph NH (CH2)Five  N OH H H
412 4-Bu-Ph NH C12 O OH H H
413 4-Bu-Ph NH Ph O OH H H
414 4-Bu-Ph NH C12 S OH H H
415 4-Bu-Ph NH Ph S OH H H
416 4-Bu-Ph NMe H NH OH H H
417 4-Bu-Ph NEt H NH OH H H
418 4-Bu-Ph NPr H NH OH H H
419 4-Bu-Ph O H NH OH H H
420 4-Bu-Ph S H NH OH H H
421 4-tBu-Ph NH H NH H H H
422 4-tBu-Ph NH H NH OH H H
423 4-tBu-Ph NH H NH OA6 H H
424 4-tBu-Ph NH H NH OA8 H H
425 4-tBu-Ph NH H NH OA9 H H
426 4-tBu-Ph NH H NH OA10 H H
427 4-tBu-Ph NH H NH OA12 H H
428 4-tBu-Ph NH H NH OA14 H H
429 4-tBu-Ph NH H NH OA16 H H
430 4-tBu-Ph NH H NH OH H A6
431 4-tBu-Ph NH H NH OH H A8
432 4-tBu-Ph NH H NH OH H A9
433 4-tBu-Ph NH H NH OH H A10
434 4-tBu-Ph NH H NH OH H A12
435 4-tBu-Ph NH H NH OH H A14
436 4-tBu-Ph NH H NH OH H A16
437 4-tBu-Ph NH H NH OH A6 A6
438 4-tBu-Ph NH H NH OH A8 A8
439 4-tBu-Ph NH H NH OH A10 A10
440 4-tBu-Ph NH H NH OA2 A2 A2
441 4-tBu-Ph NH H NH OA3 A3 A3
442 4-tBu-Ph NH H NH OA4 A4 A4
443 4-tBu-Ph NH H NH OC6 H H
444 4-tBu-Ph NH H NH OC7 H H
445 4-tBu-Ph NH H NH OC8 H H
446 4-tBu-Ph NH H NH OC10 H H
447 4-tBu-Ph NH H NH OC11 H H
448 4-tBu-Ph NH H NH OC12 H H
449 4-tBu-Ph NH H NH OC14 H H
450 4-tBu-Ph NH H NH OC16 H H
451 4-tBu-Ph NH H NH C6COThree    H H
452 4-tBu-Ph NH H NH C7COThree    H H
453 4-tBu-Ph NH H NH C8COThree    H H
454 4-tBu-Ph NH H NH C9COThree    H H
455 4-tBu-Ph NH H NH C10COThree   H H
456 4-tBu-Ph NH H NH C12COThree   H H
457 4-tBu-Ph NH H NH C16COThree   H H
458 4-tBu-Ph NH C8 NH OH H H
459 4-tBu-Ph NH C9 NH OH H H
460 4-tBu-Ph NH C10 NH OH H H
461 4-tBu-Ph NH C12 NH OH H H
462 4-tBu-Ph NH C16 NH OH H H
463 4-tBu-Ph NH F1 NH OH H H
464 4-tBu-Ph NH F2 NH OH H H
465 4-tBu-Ph NH F3 NH OH H H
466 4-tBu-Ph NH F4 NH OH H H
467 4-tBu-Ph NH F5 NH OH H H
468 4-tBu-Ph NH F6 NH OH H H
469 4-tBu-Ph NH F7 NH OH H H
470 4-tBu-Ph NH F8 NH OH H H
471 4-tBu-Ph NH F9 NH OH H H
472 4-tBu-Ph NH F10 NH OH H H
473 4-tBu-Ph NH Ph NH OH H H
474 4-tBu-Ph NH Bn NH OH H H
475 4-tBu-Ph NH Pe NH OH H H
476 4-tBu-Ph NH C12 NMe OH H H
477 4-tBu-Ph NH C12 NEt OH H H
478 4-tBu-Ph NH C12 NPr OH H H
479 4-tBu-Ph NH (CH2)Three  N OH H H
480 4-tBu-Ph NH (CH2)Four  N OH H H
481 4-tBu-Ph NH (CH2)Five  N OH H H
482 4-tBu-Ph NH C12 O OH H H
483 4-tBu-Ph NH Ph O OH H H
484 4-tBu-Ph NH C12 S OH H H
485 4-tBu-Ph NH Ph S OH H H
486 4-tBu-Ph NMe H NH OH H H
487 4-tBu-Ph NEt H NH OH H H
488 4-tBu-Ph NPr H NH OH H H
489 4-tBu-Ph O H NH OH H H
490 4-tBu-Ph S H NH OH H H
491 4-sBu-Ph NH H NH H H H
492 4-sBu-Ph NH H NH OH H H
493 4-sBu-Ph NH H NH OA6 H H
494 4-sBu-Ph NH H NH OA8 H H
495 4-sBu-Ph NH H NH OA9 H H
496 4-sBu-Ph NH H NH OA10 H H
497 4-sBu-Ph NH H NH OA12 H H
498 4-sBu-Ph NH H NH OA14 H H
499 4-sBu-Ph NH H NH OA16 H H
500 4-sBu-Ph NH H NH OH H A6
501 4-sBu-Ph NH H NH OH H A8
502 4-sBu-Ph NH H NH OH H A9
503 4-sBu-Ph NH H NH OH H A10
504 4-sBu-Ph NH H NH OH H A12
505 4-sBu-Ph NH H NH OH H A14
506 4-sBu-Ph NH H NH OH H A16
507 4-sBu-Ph NH H NH OH A6 A6
508 4-sBu-Ph NH H NH OH A8 A8
509 4-sBu-Ph NH H NH OH A10 A10
510 4-sBu-Ph NH H NH OA2 A2 A2
511 4-sBu-Ph NH H NH OA3 A3 A3
512 4-sBu-Ph NH H NH OA4 A4 A4
513 4-sBu-Ph NH H NH OC6 H H
514 4-sBu-Ph NH H NH OC7 H H
515 4-sBu-Ph NH H NH OC8 H H
516 4-sBu-Ph NH H NH OC10 H H
517 4-sBu-Ph NH H NH OC11 H H
518 4-sBu-Ph NH H NH OC12 H H
519 4-sBu-Ph NH H NH OC14 H H
520 4-sBu-Ph NH H NH OC16 H H
521 4-sBu-Ph NH H NH C6COThree    H H
522 4-sBu-Ph NH H NH C7COThree    H H
523 4-sBu-Ph NH H NH C8COThree    H H
524 4-sBu-Ph NH H NH C9COThree    H H
525 4-sBu-Ph NH H NH C10COThree   H H
526 4-sBu-Ph NH H NH C12COThree   H H
527 4-sBu-Ph NH H NH C16COThree   H H
528 4-sBu-Ph NH C8 NH OH H H
529 4-sBu-Ph NH C9 NH OH H H
530 4-sBu-Ph NH C10 NH OH H H
531 4-sBu-Ph NH C12 NH OH H H
532 4-sBu-Ph NH C16 NH OH H H
533 4-sBu-Ph NH F1 NH OH H H
534 4-sBu-Ph NH F2 NH OH H H
535 4-sBu-Ph NH F3 NH OH H H
536 4-sBu-Ph NH F4 NH OH H H
537 4-sBu-Ph NH F5 NH OH H H
538 4-sBu-Ph NH F6 NH OH H H
539 4-sBu-Ph NH F7 NH OH H H
540 4-sBu-Ph NH F8 NH OH H H
541 4-sBu-Ph NH F9 NH OH H H
542 4-sBu-Ph NH F10 NH OH H H
543 4-sBu-Ph NH Ph NH OH H H
544 4-sBu-Ph NH Bn NH OH H H
545 4-sBu-Ph NH Pe NH OH H H
546 4-sBu-Ph NH C12 NMe OH H H
547 4-sBu-Ph NH C12 NEt OH H H
548 4-sBu-Ph NH C12 NPr OH H H
549 4-sBu-Ph NH (CH2)Three  N OH H H
550 4-sBu-Ph NH (CH2)Four  N OH H H
551 4-sBu-Ph NH (CH2)Five  N OH H H
552 4-sBu-Ph NH C12 O OH H H
553 4-sBu-Ph NH Ph O OH H H
554 4-sBu-Ph NH C12 S OH H H
555 4-sBu-Ph NH Ph S OH H H
556 4-sBu-Ph NMe H NH OH H H
557 4-sBu-Ph NEt H NH OH H H
558 4-sBu-Ph NPr H NH OH H H
559 4-sBu-Ph O H NH OH H H
560 4-sBu-Ph S H NH OH H H
561 4-Pen-Ph NH H NH H H H
562 4-Pen-Ph NH H NH OH H H
563 4-Pen-Ph NH H NH OA6 H H
564 4-Pen-Ph NH H NH OA8 H H
565 4-Pen-Ph NH H NH OA9 H H
566 4-Pen-Ph NH H NH OA10 H H
567 4-Pen-Ph NH H NH OA12 H H
568 4-Pen-Ph NH H NH OA14 H H
569 4-Pen-Ph NH H NH OA16 H H
570 4-Pen-Ph NH H NH OH H A6
571 4-Pen-Ph NH H NH OH H A8
572 4-Pen-Ph NH H NH OH H A9
573 4-Pen-Ph NH H NH OH H A10
574 4-Pen-Ph NH H NH OH H A12
575 4-Pen-Ph NH H NH OH H A14
576 4-Pen-Ph NH H NH OH H A16
577 4-Pen-Ph NH H NH OH A6 A6
578 4-Pen-Ph NH H NH OH A8 A8
579 4-Pen-Ph NH H NH OH A10 A10
580 4-Pen-Ph NH H NH OA2 A2 A2
581 4-Pen-Ph NH H NH OA3 A3 A3
582 4-Pen-Ph NH H NH OA4 A4 A4
583 4-Pen-Ph NH H NH OC6 H H
584 4-Pen-Ph NH H NH OC7 H H
585 4-Pen-Ph NH H NH OC8 H H
586 4-Pen-Ph NH H NH OC10 H H
587 4-Pen-Ph NH H NH OC11 H H
588 4-Pen-Ph NH H NH OC12 H H
589 4-Pen-Ph NH H NH OC14 H H
590 4-Pen-Ph NH H NH OC16 H H
591 4-Pen-Ph NH H NH C6COThree    H H
592 4-Pen-Ph NH H NH C7COThree    H H
593 4-Pen-Ph NH H NH C8COThree    H H
594 4-Pen-Ph NH H NH C9COThree    H H
595 4-Pen-Ph NH H NH C10COThree   H H
596 4-Pen-Ph NH H NH C12COThree   H H
597 4-Pen-Ph NH H NH C16COThree   H H
598 4-Pen-Ph NH C8 NH OH H H
599 4-Pen-Ph NH C9 NH OH H H
600 4-Pen-Ph NH C10 NH OH H H
601 4-Pen-Ph NH C12 NH OH H H
602 4-Pen-Ph NH C16 NH OH H H
603 4-Pen-Ph NH F1 NH OH H H
604 4-Pen-Ph NH F2 NH OH H H
605 4-Pen-Ph NH F3 NH OH H H
606 4-Pen-Ph NH F4 NH OH H H
607 4-Pen-Ph NH F5 NH OH H H
608 4-Pen-Ph NH F6 NH OH H H
609 4-Pen-Ph NH F7 NH OH H H
610 4-Pen-Ph NH F8 NH OH H H
611 4-Pen-Ph NH F9 NH OH H H
612 4-Pen-Ph NH F10 NH OH H H
613 4-Pen-Ph NH Ph NH OH H H
614 4-Pen-Ph NH Bn NH OH H H
615 4-Pen-Ph NH Pe NH OH H H
616 4-Pen-Ph NH C12 NMe OH H H
617 4-Pen-Ph NH C12 NEt OH H H
618 4-Pen-Ph NH C12 NPr OH H H
619 4-Pen-Ph NH (CH2)Three  N OH H H
620 4-Pen-Ph NH (CH2)Four  N OH H H
621 4-Pen-Ph NH (CH2)Five  N OH H H
622 4-Pen-Ph NH C12 O OH H H
623 4-Pen-Ph NH Ph O OH H H
624 4-Pen-Ph NH C12 S OH H H
625 4-Pen-Ph NH Ph S OH H H
626 4-Pen-Ph NMe H NH OH H H
627 4-Pen-Ph NEt H NH OH H H
628 4-Pen-Ph NPr H NH OH H H
629 4-Pen-Ph O H NH OH H H
630 4-Pen-Ph S H NH OH H H
631 4-Hex-Ph NH H NH H H H
632 4-Hex-Ph NH H NH OH H H
633 4-Hex-Ph NH H NH OA6 H H
634 4-Hex-Ph NH H NH OA8 H H
635 4-Hex-Ph NH H NH OA9 H H
636 4-Hex-Ph NH H NH OA10 H H
637 4-Hex-Ph NH H NH OA12 H H
638 4-Hex-Ph NH H NH OA14 H H
639 4-Hex-Ph NH H NH OA16 H H
640 4-Hex-Ph NH H NH OH H A6
641 4-Hex-Ph NH H NH OH H A8
642 4-Hex-Ph NH H NH OH H A9
643 4-Hex-Ph NH H NH OH H A10
644 4-Hex-Ph NH H NH OH H A12
645 4-Hex-Ph NH H NH OH H A14
646 4-Hex-Ph NH H NH OH H A16
647 4-Hex-Ph NH H NH OH A6 A6
648 4-Hex-Ph NH H NH OH A8 A8
649 4-Hex-Ph NH H NH OH A10 A10
650 4-Hex-Ph NH H NH OA2 A2 A2
651 4-Hex-Ph NH H NH OA3 A3 A3
652 4-Hex-Ph NH H NH OA4 A4 A4
653 4-Hex-Ph NH H NH OC6 H H
654 4-Hex-Ph NH H NH OC7 H H
655 4-Hex-Ph NH H NH OC8 H H
656 4-Hex-Ph NH H NH OC10 H H
657 4-Hex-Ph NH H NH OC11 H H
658 4-Hex-Ph NH H NH OC12 H H
659 4-Hex-Ph NH H NH OC14 H H
660 4-Hex-Ph NH H NH OC16 H H
661 4-Hex-Ph NH H NH C6COThree    H H
662 4-Hex-Ph NH H NH C7COThree    H H
663 4-Hex-Ph NH H NH C8COThree    H H
664 4-Hex-Ph NH H NH C9COThree    H H
665 4-Hex-Ph NH H NH C10COThree   H H
666 4-Hex-Ph NH H NH C12COThree   H H
667 4-Hex-Ph NH H NH C16COThree   H H
668 4-Hex-Ph NH C8 NH OH H H
669 4-Hex-Ph NH C9 NH OH H H
670 4-Hex-Ph NH C10 NH OH H H
671 4-Hex-Ph NH C12 NH OH H H
672 4-Hex-Ph NH C16 NH OH H H
673 4-Hex-Ph NH F1 NH OH H H
674 4-Hex-Ph NH F2 NH OH H H
675 4-Hex-Ph NH F3 NH OH H H
676 4-Hex-Ph NH F4 NH OH H H
677 4-Hex-Ph NH F5 NH OH H H
678 4-Hex-Ph NH F6 NH OH H H
679 4-Hex-Ph NH F7 NH OH H H
680 4-Hex-Ph NH F8 NH OH H H
681 4-Hex-Ph NH F9 NH OH H H
682 4-Hex-Ph NH F10 NH OH H H
683 4-Hex-Ph NH Ph NH OH H H
684 4-Hex-Ph NH Bn NH OH H H
685 4-Hex-Ph NH Pe NH OH H H
686 4-Hex-Ph NH C12 NMe OH H H
687 4-Hex-Ph NH C12 NEt OH H H
688 4-Hex-Ph NH C12 NPr OH H H
689 4-Hex-Ph NH (CH2)Three  N OH H H
690 4-Hex-Ph NH (CH2)Four  N OH H H
691 4-Hex-Ph NH (CH2)Five  N OH H H
692 4-Hex-Ph NH C12 O OH H H
693 4-Hex-Ph NH Ph O OH H H
694 4-Hex-Ph NH C12 S OH H H
695 4-Hex-Ph NH Ph S OH H H
696 4-Hex-Ph NMe H NH OH H H
697 4-Hex-Ph NEt H NH OH H H
698 4-Hex-Ph NPr H NH OH H H
699 4-Hex-Ph O H NH OH H H
700 4-Hex-Ph S H NH OH H H
701 4-Hep-Ph NH H NH H H H
702 4-Hep-Ph NH H NH OH H H
703 4-Hep-Ph NH H NH OA6 H H
704 4-Hep-Ph NH H NH OA8 H H
705 4-Hep-Ph NH H NH OA9 H H
706 4-Hep-Ph NH H NH OA10 H H
707 4-Hep-Ph NH H NH OA12 H H
708 4-Hep-Ph NH H NH OA14 H H
709 4-Hep-Ph NH H NH OA16 H H
710 4-Hep-Ph NH H NH OH H A6
711 4-Hep-Ph NH H NH OH H A8
712 4-Hep-Ph NH H NH OH H A9
713 4-Hep-Ph NH H NH OH H A10
714 4-Hep-Ph NH H NH OH H A12
715 4-Hep-Ph NH H NH OH H A14
716 4-Hep-Ph NH H NH OH H A16
717 4-Hep-Ph NH H NH OH A6 A6
718 4-Hep-Ph NH H NH OH A8 A8
719 4-Hep-Ph NH H NH OH A10 A10
720 4-Hep-Ph NH H NH OA2 A2 A2
721 4-Hep-Ph NH H NH OA3 A3 A3
722 4-Hep-Ph NH H NH OA4 A4 A4
723 4-Hep-Ph NH H NH OC6 H H
724 4-Hep-Ph NH H NH OC7 H H
725 4-Hep-Ph NH H NH OC8 H H
726 4-Hep-Ph NH H NH OC10 H H
727 4-Hep-Ph NH H NH OC11 H H
728 4-Hep-Ph NH H NH OC12 H H
729 4-Hep-Ph NH H NH OC14 H H
730 4-Hep-Ph NH H NH OC16 H H
731 4-Hep-Ph NH H NH C6COThree    H H
732 4-Hep-Ph NH H NH C7COThree    H H
733 4-Hep-Ph NH H NH C8COThree    H H
734 4-Hep-Ph NH H NH C9COThree    H H
735 4-Hep-Ph NH H NH C10COThree   H H
736 4-Hep-Ph NH H NH C12COThree   H H
737 4-Hep-Ph NH H NH C16COThree   H H
738 4-Hep-Ph NH C8 NH OH H H
739 4-Hep-Ph NH C9 NH OH H H
740 4-Hep-Ph NH C10 NH OH H H
741 4-Hep-Ph NH C12 NH OH H H
742 4-Hep-Ph NH C16 NH OH H H
743 4-Hep-Ph NH F1 NH OH H H
744 4-Hep-Ph NH F2 NH OH H H
745 4-Hep-Ph NH F3 NH OH H H
746 4-Hep-Ph NH F4 NH OH H H
747 4-Hep-Ph NH F5 NH OH H H
748 4-Hep-Ph NH F6 NH OH H H
749 4-Hep-Ph NH F7 NH OH H H
750 4-Hep-Ph NH F8 NH OH H H
751 4-Hep-Ph NH F9 NH OH H H
752 4-Hep-Ph NH F10 NH OH H H
753 4-Hep-Ph NH Ph NH OH H H
754 4-Hep-Ph NH Bn NH OH H H
755 4-Hep-Ph NH Pe NH OH H H
756 4-Hep-Ph NH C12 NMe OH H H
757 4-Hep-Ph NH C12 NEt OH H H
758 4-Hep-Ph NH C12 NPr OH H H
759 4-Hep-Ph NH (CH2)Three  N OH H H
760 4-Hep-Ph NH (CH2)Four  N OH H H
761 4-Hep-Ph NH (CH2)Five  N OH H H
762 4-Hep-Ph NH C12 O OH H H
763 4-Hep-Ph NH Ph O OH H H
764 4-Hep-Ph NH C12 S OH H H
765 4-Hep-Ph NH Ph S OH H H
766 4-Hep-Ph NMe H NH OH H H
767 4-Hep-Ph NEt H NH OH H H
768 4-Hep-Ph NPr H NH OH H H
769 4-Hep-Ph O H NH OH H H
770 4-Hep-Ph S H NH OH H H
771 4-Oct-Ph NH H NH H H H
772 4-Oct-Ph NH H NH OH H H
773 4-Oct-Ph NH H NH OA6 H H
774 4-Oct-Ph NH H NH OA8 H H
775 4-Oct-Ph NH H NH OA9 H H
776 4-Oct-Ph NH H NH OA10 H H
777 4-Oct-Ph NH H NH OA12 H H
778 4-Oct-Ph NH H NH OA14 H H
779 4-Oct-Ph NH H NH OA16 H H
780 4-Oct-Ph NH H NH OH H A6
781 4-Oct-Ph NH H NH OH H A8
782 4-Oct-Ph NH H NH OH H A9
783 4-Oct-Ph NH H NH OH H A10
784 4-Oct-Ph NH H NH OH H A12
785 4-Oct-Ph NH H NH OH H A14
786 4-Oct-Ph NH H NH OH H A16
787 4-Oct-Ph NH H NH OH A6 A6
788 4-Oct-Ph NH H NH OH A8 A8
789 4-Oct-Ph NH H NH OH A10 A10
790 4-Oct-Ph NH H NH OA2 A2 A2
791 4-Oct-Ph NH H NH OA3 A3 A3
792 4-Oct-Ph NH H NH OA4 A4 A4
793 4-Oct-Ph NH H NH OC6 H H
794 4-Oct-Ph NH H NH OC7 H H
795 4-Oct-Ph NH H NH OC8 H H
796 4-Oct-Ph NH H NH OC10 H H
797 4-Oct-Ph NH H NH OC11 H H
798 4-Oct-Ph NH H NH OC12 H H
799 4-Oct-Ph NH H NH OC14 H H
800 4-Oct-Ph NH H NH OC16 H H
801 4-Oct-Ph NH H NH C6COThree    H H
802 4-Oct-Ph NH H NH C7COThree    H H
803 4-Oct-Ph NH H NH C8COThree    H H
804 4-Oct-Ph NH H NH C9COThree    H H
805 4-Oct-Ph NH H NH C10COThree   H H
806 4-Oct-Ph NH H NH C12COThree   H H
807 4-Oct-Ph NH H NH C16COThree   H H
808 4-Oct-Ph NH C8 NH OH H H
809 4-Oct-Ph NH C9 NH OH H H
810 4-Oct-Ph NH C10 NH OH H H
811 4-Oct-Ph NH C12 NH OH H H
812 4-Oct-Ph NH C16 NH OH H H
813 4-Oct-Ph NH F1 NH OH H H
814 4-Oct-Ph NH F2 NH OH H H
815 4-Oct-Ph NH F3 NH OH H H
816 4-Oct-Ph NH F4 NH OH H H
817 4-Oct-Ph NH F5 NH OH H H
818 4-Oct-Ph NH F6 NH OH H H
819 4-Oct-Ph NH F7 NH OH H H
820 4-Oct-Ph NH F8 NH OH H H
821 4-Oct-Ph NH F9 NH OH H H
822 4-Oct-Ph NH F10 NH OH H H
823 4-Oct-Ph NH Ph NH OH H H
824 4-Oct-Ph NH Bn NH OH H H
825 4-Oct-Ph NH Pe NH OH H H
826 4-Oct-Ph NH C12 NMe OH H H
827 4-Oct-Ph NH C12 NEt OH H H
828 4-Oct-Ph NH C12 NPr OH H H
829 4-Oct-Ph NH (CH2)Three  N OH H H
830 4-Oct-Ph NH (CH2)Four  N OH H H
831 4-Oct-Ph NH (CH2)Five  N OH H H
832 4-Oct-Ph NH C12 O OH H H
833 4-Oct-Ph NH Ph O OH H H
834 4-Oct-Ph NH C12 S OH H H
835 4-Oct-Ph NH Ph S OH H H
836 4-Oct-Ph NMe H NH OH H H
837 4-Oct-Ph NEt H NH OH H H
838 4-Oct-Ph NPr H NH OH H H
839 4-Oct-Ph O H NH OH H H
840 4-Oct-Ph S H NH OH H H
841 4-Dec-Ph NH H NH H H H
842 4-Dec-Ph NH H NH OH H H
843 4-Dec-Ph NH H NH OA6 H H
844 4-Dec-Ph NH H NH OA8 H H
845 4-Dec-Ph NH H NH OA9 H H
846 4-Dec-Ph NH H NH OA10 H H
847 4-Dec-Ph NH H NH OA12 H H
848 4-Dec-Ph NH H NH OA14 H H
849 4-Dec-Ph NH H NH OA16 H H
850 4-Dec-Ph NH H NH OH H A6
851 4-Dec-Ph NH H NH OH H A8
852 4-Dec-Ph NH H NH OH H A9
853 4-Dec-Ph NH H NH OH H A10
854 4-Dec-Ph NH H NH OH H A12
855 4-Dec-Ph NH H NH OH H A14
856 4-Dec-Ph NH H NH OH H A16
857 4-Dec-Ph NH H NH OH A6 A6
858 4-Dec-Ph NH H NH OH A8 A8
859 4-Dec-Ph NH H NH OH A10 A10
860 4-Dec-Ph NH H NH OA2 A2 A2
861 4-Dec-Ph NH H NH OA3 A3 A3
862 4-Dec-Ph NH H NH OA4 A4 A4
863 4-Dec-Ph NH H NH OC6 H H
864 4-Dec-Ph NH H NH OC7 H H
865 4-Dec-Ph NH H NH OC8 H H
866 4-Dec-Ph NH H NH OC10 H H
867 4-Dec-Ph NH H NH OC11 H H
868 4-Dec-Ph NH H NH OC12 H H
869 4-Dec-Ph NH H NH OC14 H H
870 4-Dec-Ph NH H NH OC16 H H
871 4-Dec-Ph NH H NH C6COThree    H H
872 4-Dec-Ph NH H NH C7COThree    H H
873 4-Dec-Ph NH H NH C8COThree    H H
874 4-Dec-Ph NH H NH C9COThree    H H
875 4-Dec-Ph NH H NH C10COThree   H H
876 4-Dec-Ph NH H NH C12COThree   H H
877 4-Dec-Ph NH H NH C16COThree   H H
878 4-Dec-Ph NH C8 NH OH H H
879 4-Dec-Ph NH C9 NH OH H H
880 4-Dec-Ph NH C10 NH OH H H
881 4-Dec-Ph NH C12 NH OH H H
882 4-Dec-Ph NH C16 NH OH H H
883 4-Dec-Ph NH F1 NH OH H H
884 4-Dec-Ph NH F2 NH OH H H
885 4-Dec-Ph NH F3 NH OH H H
886 4-Dec-Ph NH F4 NH OH H H
887 4-Dec-Ph NH F5 NH OH H H
888 4-Dec-Ph NH F6 NH OH H H
889 4-Dec-Ph NH F7 NH OH H H
890 4-Dec-Ph NH F8 NH OH H H
891 4-Dec-Ph NH F9 NH OH H H
892 4-Dec-Ph NH F10 NH OH H H
893 4-Dec-Ph NH Ph NH OH H H
894 4-Dec-Ph NH Bn NH OH H H
895 4-Dec-Ph NH Pe NH OH H H
896 4-Dec-Ph NH C12 NMe OH H H
897 4-Dec-Ph NH C12 NEt OH H H
898 4-Dec-Ph NH C12 NPr OH H H
899 4-Dec-Ph NH (CH2)Three  N OH H H
900 4-Dec-Ph NH (CH2)Four  N OH H H
901 4-Dec-Ph NH (CH2)Five  N OH H H
902 4-Dec-Ph NH C12 O OH H H
903 4-Dec-Ph NH Ph O OH H H
904 4-Dec-Ph NH C12 S OH H H
905 4-Dec-Ph NH Ph S OH H H
906 4-Dec-Ph NMe H NH OH H H
907 4-Dec-Ph NEt H NH OH H H
908 4-Dec-Ph NPr H NH OH H H
909 4-Dec-Ph O H NH OH H H
910 4-Dec-Ph S H NH OH H H
911 3-Me-Ph NH H NH H H H
912 3-Me-Ph NH H NH OH H H
913 3-Me-Ph NH H NH OA6 H H
914 3-Me-Ph NH H NH OA8 H H
915 3-Me-Ph NH H NH OA9 H H
916 3-Me-Ph NH H NH OA10 H H
917 3-Me-Ph NH H NH OA12 H H
918 3-Me-Ph NH H NH OA14 H H
919 3-Me-Ph NH H NH OA16 H H
920 3-Me-Ph NH H NH OH H A6
921 3-Me-Ph NH H NH OH H A8
922 3-Me-Ph NH H NH OH H A9
923 3-Me-Ph NH H NH OH H A10
924 3-Me-Ph NH H NH OH H A12
925 3-Me-Ph NH H NH OH H A14
926 3-Me-Ph NH H NH OH H A16
927 3-Me-Ph NH H NH OH A6 A6
928 3-Me-Ph NH H NH OH A8 A8
929 3-Me-Ph NH H NH OH A10 A10
930 3-Me-Ph NH H NH OA2 A2 A2
931 3-Me-Ph NH H NH OA3 A3 A3
932 3-Me-Ph NH H NH OA4 A4 A4
933 3-Me-Ph NH H NH OC6 H H
934 3-Me-Ph NH H NH OC7 H H
935 3-Me-Ph NH H NH OC8 H H
936 3-Me-Ph NH H NH OC10 H H
937 3-Me-Ph NH H NH OC11 H H
938 3-Me-Ph NH H NH OC12 H H
939 3-Me-Ph NH H NH OC14 H H
940 3-Me-Ph NH H NH OC16 H H
941 3-Me-Ph NH H NH C6COThree    H H
942 3-Me-Ph NH H NH C7COThree    H H
943 3-Me-Ph NH H NH C8COThree    H H
944 3-Me-Ph NH H NH C9COThree    H H
945 3-Me-Ph NH H NH C10COThree   H H
946 3-Me-Ph NH H NH C12COThree   H H
947 3-Me-Ph NH H NH C16COThree   H H
948 3-Me-Ph NH C8 NH OH H H
949 3-Me-Ph NH C9 NH OH H H
950 3-Me-Ph NH C10 NH OH H H
951 3-Me-Ph NH C12 NH OH H H
952 3-Me-Ph NH C16 NH OH H H
953 3-Me-Ph NH F1 NH OH H H
954 3-Me-Ph NH F2 NH OH H H
955 3-Me-Ph NH F3 NH OH H H
956 3-Me-Ph NH F4 NH OH H H
957 3-Me-Ph NH F5 NH OH H H
958 3-Me-Ph NH F6 NH OH H H
959 3-Me-Ph NH F7 NH OH H H
960 3-Me-Ph NH F8 NH OH H H
961 3-Me-Ph NH F9 NH OH H H
962 3-Me-Ph NH F10 NH OH H H
963 3-Me-Ph NH Ph NH OH H H
964 3-Me-Ph NH Bn NH OH H H
965 3-Me-Ph NH Pe NH OH H H
966 3-Me-Ph NH C12 NMe OH H H
967 3-Me-Ph NH C12 NEt OH H H
968 3-Me-Ph NH C12 NPr OH H H
969 3-Me-Ph NH (CH2)Three  N OH H H
970 3-Me-Ph NH (CH2)Four  N OH H H
971 3-Me-Ph NH (CH2)Five  N OH H H
972 3-Me-Ph NH C12 O OH H H
973 3-Me-Ph NH Ph O OH H H
974 3-Me-Ph NH C12 S OH H H
975 3-Me-Ph NH Ph S OH H H
976 3-Me-Ph NMe H NH OH H H
977 3-Me-Ph NEt H NH OH H H
978 3-Me-Ph NPr H NH OH H H
979 3-Me-Ph O H NH OH H H
980 3-Me-Ph S H NH OH H H
981 3-Et-Ph NH H NH H H H
982 3-Et-Ph NH H NH OH H H
983 3-Et-Ph NH H NH OA6 H H
984 3-Et-Ph NH H NH OA8 H H
985 3-Et-Ph NH H NH OA9 H H
986 3-Et-Ph NH H NH OA10 H H
987 3-Et-Ph NH H NH OA12 H H
988 3-Et-Ph NH H NH OA14 H H
989 3-Et-Ph NH H NH OA16 H H
990 3-Et-Ph NH H NH OH H A6
991 3-Et-Ph NH H NH OH H A8
992 3-Et-Ph NH H NH OH H A9
993 3-Et-Ph NH H NH OH H A10
994 3-Et-Ph NH H NH OH H A12
995 3-Et-Ph NH H NH OH H A14
996 3-Et-Ph NH H NH OH H A16
997 3-Et-Ph NH H NH OH A6 A6
998 3-Et-Ph NH H NH OH A8 A8
999 3-Et-Ph NH H NH OH A10 A10
1000 3-Et-Ph NH H NH OA2 A2 A2
1001 3-Et-Ph NH H NH OA3 A3 A3
1002 3-Et-Ph NH H NH OA4 A4 A4
1003 3-Et-Ph NH H NH OC6 H H
1004 3-Et-Ph NH H NH OC7 H H
1005 3-Et-Ph NH H NH OC8 H H
1006 3-Et-Ph NH H NH OC10 H H
1007 3-Et-Ph NH H NH OC11 H H
1008 3-Et-Ph NH H NH OC12 H H
1009 3-Et-Ph NH H NH OC14 H H
1010 3-Et-Ph NH H NH OC16 H H
1011 3-Et-Ph NH H NH C6COThree    H H
1012 3-Et-Ph NH H NH C7COThree    H H
1013 3-Et-Ph NH H NH C8COThree    H H
1014 3-Et-Ph NH H NH C9COThree    H H
1015 3-Et-Ph NH H NH C10COThree   H H
1016 3-Et-Ph NH H NH C12COThree   H H
1017 3-Et-Ph NH H NH C16COThree   H H
1018 3-Et-Ph NH C8 NH OH H H
1019 3-Et-Ph NH C9 NH OH H H
1020 3-Et-Ph NH C10 NH OH H H
1021 3-Et-Ph NH C12 NH OH H H
1022 3-Et-Ph NH C16 NH OH H H
1023 3-Et-Ph NH F1 NH OH H H
1024 3-Et-Ph NH F2 NH OH H H
1025 3-Et-Ph NH F3 NH OH H H
1026 3-Et-Ph NH F4 NH OH H H
1027 3-Et-Ph NH F5 NH OH H H
1028 3-Et-Ph NH F6 NH OH H H
1029 3-Et-Ph NH F7 NH OH H H
1030 3-Et-Ph NH F8 NH OH H H
1031 3-Et-Ph NH F9 NH OH H H
1032 3-Et-Ph NH F10 NH OH H H
1033 3-Et-Ph NH Ph NH OH H H
1034 3-Et-Ph NH Bn NH OH H H
1035 3-Et-Ph NH Pe NH OH H H
1036 3-Et-Ph NH C12 NMe OH H H
1037 3-Et-Ph NH C12 NEt OH H H
1038 3-Et-Ph NH C12 NPr OH H H
1039 3-Et-Ph NH (CH2)Three  N OH H H
1040 3-Et-Ph NH (CH2)Four  N OH H H
1041 3-Et-Ph NH (CH2)Five  N OH H H
1042 3-Et-Ph NH C12 O OH H H
1043 3-Et-Ph NH Ph O OH H H
1044 3-Et-Ph NH C12 S OH H H
1045 3-Et-Ph NH Ph S OH H H
1046 3-Et-Ph NMe H NH OH H H
1047 3-Et-Ph NEt H NH OH H H
1048 3-Et-Ph NPr H NH OH H H
1049 3-Et-Ph O H NH OH H H
1050 3-Et-Ph S H NH OH H H
1051 3-iPr-Ph NH H NH H H H
1052 3-iPr-Ph NH H NH OH H H
1053 3-iPr-Ph NH H NH OA6 H H
1054 3-iPr-Ph NH H NH OA8 H H
1055 3-iPr-Ph NH H NH OA9 H H
1056 3-iPr-Ph NH H NH OA10 H H
1057 3-iPr-Ph NH H NH OA12 H H
1058 3-iPr-Ph NH H NH OA14 H H
1059 3-iPr-Ph NH H NH OA16 H H
1060 3-iPr-Ph NH H NH OH H A6
1061 3-iPr-Ph NH H NH OH H A8
1062 3-iPr-Ph NH H NH OH H A9
1063 3-iPr-Ph NH H NH OH H A10
1064 3-iPr-Ph NH H NH OH H A12
1065 3-iPr-Ph NH H NH OH H A14
1066 3-iPr-Ph NH H NH OH H A16
1067 3-iPr-Ph NH H NH OH A6 A6
1068 3-iPr-Ph NH H NH OH A8 A8
1069 3-iPr-Ph NH H NH OH A10 A10
1070 3-iPr-Ph NH H NH OA2 A2 A2
1071 3-iPr-Ph NH H NH OA3 A3 A3
1072 3-iPr-Ph NH H NH OA4 A4 A4
1073 3-iPr-Ph NH H NH OC6 H H
1074 3-iPr-Ph NH H NH OC7 H H
1075 3-iPr-Ph NH H NH OC8 H H
1076 3-iPr-Ph NH H NH OC10 H H
1077 3-iPr-Ph NH H NH OC11 H H
1078 3-iPr-Ph NH H NH OC12 H H
1079 3-iPr-Ph NH H NH OC14 H H
1080 3-iPr-Ph NH H NH OC16 H H
1081 3-iPr-Ph NH H NH C6COThree    H H
1082 3-iPr-Ph NH H NH C7COThree    H H
1083 3-iPr-Ph NH H NH C8COThree    H H
1084 3-iPr-Ph NH H NH C9COThree    H H
1085 3-iPr-Ph NH H NH C10COThree   H H
1086 3-iPr-Ph NH H NH C12COThree   H H
1087 3-iPr-Ph NH H NH C16COThree   H H
1088 3-iPr-Ph NH C8 NH OH H H
1089 3-iPr-Ph NH C9 NH OH H H
1090 3-iPr-Ph NH C10 NH OH H H
1091 3-iPr-Ph NH C12 NH OH H H
1092 3-iPr-Ph NH C16 NH OH H H
1093 3-iPr-Ph NH F1 NH OH H H
1094 3-iPr-Ph NH F2 NH OH H H
1095 3-iPr-Ph NH F3 NH OH H H
1096 3-iPr-Ph NH F4 NH OH H H
1097 3-iPr-Ph NH F5 NH OH H H
1098 3-iPr-Ph NH F6 NH OH H H
1099 3-iPr-Ph NH F7 NH OH H H
1100 3-iPr-Ph NH F8 NH OH H H
1101 3-iPr-Ph NH F9 NH OH H H
1102 3-iPr-Ph NH F10 NH OH H H
1103 3-iPr-Ph NH Ph NH OH H H
1104 3-iPr-Ph NH Bn NH OH H H
1105 3-iPr-Ph NH Pe NH OH H H
1106 3-iPr-Ph NH C12 NMe OH H H
1107 3-iPr-Ph NH C12 NEt OH H H
1108 3-iPr-Ph NH C12 NPr OH H H
1109 3-iPr-Ph NH (CH2)Three  N OH H H
1110 3-iPr-Ph NH (CH2)Four  N OH H H
1111 3-iPr-Ph NH (CH2)Five  N OH H H
1112 3-iPr-Ph NH C12 O OH H H
1113 3-iPr-Ph NH Ph O OH H H
1114 3-iPr-Ph NH C12 S OH H H
1115 3-iPr-Ph NH Ph S OH H H
1116 3-iPr-Ph NMe H NH OH H H
1117 3-iPr-Ph NEt H NH OH H H
1118 3-iPr-Ph NPr H NH OH H H
1119 3-iPr-Ph O H NH OH H H
1120 3-iPr-Ph S H NH OH H H
1121 2-Et-Ph NH H NH H H H
1122 2-Et-Ph NH H NH OH H H
1123 2-Et-Ph NH H NH OA6 H H
1124 2-Et-Ph NH H NH OA8 H H
1125 2-Et-Ph NH H NH OA9 H H
1126 2-Et-Ph NH H NH OA10 H H
1127 2-Et-Ph NH H NH OA12 H H
1128 2-Et-Ph NH H NH OA14 H H
1129 2-Et-Ph NH H NH OA16 H H
1130 2-Et-Ph NH H NH OH H A6
1131 2-Et-Ph NH H NH OH H A8
1132 2-Et-Ph NH H NH OH H A9
1133 2-Et-Ph NH H NH OH H A10
1134 2-Et-Ph NH H NH OH H A12
1135 2-Et-Ph NH H NH OH H A14
1136 2-Et-Ph NH H NH OH H A16
1137 2-Et-Ph NH H NH OH A6 A6
1138 2-Et-Ph NH H NH OH A8 A8
1139 2-Et-Ph NH H NH OH A10 A10
1140 2-Et-Ph NH H NH OA2 A2 A2
1141 2-Et-Ph NH H NH OA3 A3 A3
1142 2-Et-Ph NH H NH OA4 A4 A4
1143 2-Et-Ph NH H NH OC6 H H
1144 2-Et-Ph NH H NH OC7 H H
1145 2-Et-Ph NH H NH OC8 H H
1146 2-Et-Ph NH H NH OC10 H H
1147 2-Et-Ph NH H NH OC11 H H
1148 2-Et-Ph NH H NH OC12 H H
1149 2-Et-Ph NH H NH OC14 H H
1150 2-Et-Ph NH H NH OC16 H H
1151 2-Et-Ph NH H NH C6COThree    H H
1152 2-Et-Ph NH H NH C7COThree    H H
1153 2-Et-Ph NH H NH C8COThree    H H
1154 2-Et-Ph NH H NH C9COThree    H H
1155 2-Et-Ph NH H NH C10COThree   H H
1156 2-Et-Ph NH H NH C12COThree   H H
1157 2-Et-Ph NH H NH C16COThree   H H
1158 2-Et-Ph NH C8 NH OH H H
1159 2-Et-Ph NH C9 NH OH H H
1160 2-Et-Ph NH C10 NH OH H H
1161 2-Et-Ph NH C12 NH OH H H
1162 2-Et-Ph NH C16 NH OH H H
1163 2-Et-Ph NH F1 NH OH H H
1164 2-Et-Ph NH F2 NH OH H H
1165 2-Et-Ph NH F3 NH OH H H
1166 2-Et-Ph NH F4 NH OH H H
1167 2-Et-Ph NH F5 NH OH H H
1168 2-Et-Ph NH F6 NH OH H H
1169 2-Et-Ph NH F7 NH OH H H
1170 2-Et-Ph NH F8 NH OH H H
1171 2-Et-Ph NH F9 NH OH H H
1172 2-Et-Ph NH F10 NH OH H H
1173 2-Et-Ph NH Ph NH OH H H
1174 2-Et-Ph NH Bn NH OH H H
1175 2-Et-Ph NH Pe NH OH H H
1176 2-Et-Ph NH C12 NMe OH H H
1177 2-Et-Ph NH C12 NEt OH H H
1178 2-Et-Ph NH C12 NPr OH H H
1179 2-Et-Ph NH (CH2)Three  N OH H H
1180 2-Et-Ph NH (CH2)Four  N OH H H
1181 2-Et-Ph NH (CH2)Five  N OH H H
1182 2-Et-Ph NH C12 O OH H H
1183 2-Et-Ph NH Ph O OH H H
1184 2-Et-Ph NH C12 S OH H H
1185 2-Et-Ph NH Ph S OH H H
1186 2-Et-Ph NMe H NH OH H H
1187 2-Et-Ph NEt H NH OH H H
1188 2-Et-Ph NPr H NH OH H H
1189 2-Et-Ph O H NH OH H H
1190 2-Et-Ph S H NH OH H H
1191 2-Pr-Ph NH H NH H H H
1192 2-Pr-Ph NH H NH OH H H
1193 2-Pr-Ph NH H NH OA6 H H
1194 2-Pr-Ph NH H NH OA8 H H
1195 2-Pr-Ph NH H NH OA9 H H
1196 2-Pr-Ph NH H NH OA10 H H
1197 2-Pr-Ph NH H NH OA12 H H
1198 2-Pr-Ph NH H NH OA14 H H
1199 2-Pr-Ph NH H NH OA16 H H
1200 2-Pr-Ph NH H NH OH H A6
1201 2-Pr-Ph NH H NH OH H A8
1202 2-Pr-Ph NH H NH OH H A9
1203 2-Pr-Ph NH H NH OH H A10
1204 2-Pr-Ph NH H NH OH H A12
1205 2-Pr-Ph NH H NH OH H A14
1206 2-Pr-Ph NH H NH OH H A16
1207 2-Pr-Ph NH H NH OH A6 A6
1208 2-Pr-Ph NH H NH OH A8 A8
1209 2-Pr-Ph NH H NH OH A10 A10
1210 2-Pr-Ph NH H NH OA2 A2 A2
1211 2-Pr-Ph NH H NH OA3 A3 A3
1212 2-Pr-Ph NH H NH OA4 A4 A4
1213 2-Pr-Ph NH H NH OC6 H H
1214 2-Pr-Ph NH H NH OC7 H H
1215 2-Pr-Ph NH H NH OC8 H H
1216 2-Pr-Ph NH H NH OC10 H H
1217 2-Pr-Ph NH H NH OC11 H H
1218 2-Pr-Ph NH H NH OC12 H H
1219 2-Pr-Ph NH H NH OC14 H H
1220 2-Pr-Ph NH H NH OC16 H H
1221 2-Pr-Ph NH H NH C6COThree    H H
1222 2-Pr-Ph NH H NH C7COThree    H H
1223 2-Pr-Ph NH H NH C8COThree    H H
1224 2-Pr-Ph NH H NH C9COThree    H H
1225 2-Pr-Ph NH H NH C10COThree   H H
1226 2-Pr-Ph NH H NH C12COThree   H H
1227 2-Pr-Ph NH H NH C16COThree   H H
1228 2-Pr-Ph NH C8 NH OH H H
1229 2-Pr-Ph NH C9 NH OH H H
1230 2-Pr-Ph NH C10 NH OH H H
1231 2-Pr-Ph NH C12 NH OH H H
1232 2-Pr-Ph NH C16 NH OH H H
1233 2-Pr-Ph NH F1 NH OH H H
1234 2-Pr-Ph NH F2 NH OH H H
1235 2-Pr-Ph NH F3 NH OH H H
1236 2-Pr-Ph NH F4 NH OH H H
1237 2-Pr-Ph NH F5 NH OH H H
1238 2-Pr-Ph NH F6 NH OH H H
1239 2-Pr-Ph NH F7 NH OH H H
1240 2-Pr-Ph NH F8 NH OH H H
1241 2-Pr-Ph NH F9 NH OH H H
1242 2-Pr-Ph NH F10 NH OH H H
1243 2-Pr-Ph NH Ph NH OH H H
1244 2-Pr-Ph NH Bn NH OH H H
1245 2-Pr-Ph NH Pe NH OH H H
1246 2-Pr-Ph NH C12 NMe OH H H
1247 2-Pr-Ph NH C12 NEt OH H H
1248 2-Pr-Ph NH C12 NPr OH H H
1249 2-Pr-Ph NH (CH2)Three  N OH H H
1250 2-Pr-Ph NH (CH2)Four  N OH H H
1251 2-Pr-Ph NH (CH2)Five  N OH H H
1252 2-Pr-Ph NH C12 O OH H H
1253 2-Pr-Ph NH Ph O OH H H
1254 2-Pr-Ph NH C12 S OH H H
1255 2-Pr-Ph NH Ph S OH H H
1256 2-Pr-Ph NMe H NH OH H H
1257 2-Pr-Ph NEt H NH OH H H
1258 2-Pr-Ph NPr H NH OH H H
1259 2-Pr-Ph O H NH OH H H
1260 2-Pr-Ph S H NH OH H H
1261 2-iPr-Ph NH H NH H H H
1262 2-iPr-Ph NH H NH OH H H
1263 2-iPr-Ph NH H NH OA6 H H
1264 2-iPr-Ph NH H NH OA8 H H
1265 2-iPr-Ph NH H NH OA9 H H
1266 2-iPr-Ph NH H NH OA10 H H
1267 2-iPr-Ph NH H NH OA12 H H
1268 2-iPr-Ph NH H NH OA14 H H
1269 2-iPr-Ph NH H NH OA16 H H
1270 2-iPr-Ph NH H NH OH H A6
1271 2-iPr-Ph NH H NH OH H A8
1272 2-iPr-Ph NH H NH OH H A9
1273 2-iPr-Ph NH H NH OH H A10
1274 2-iPr-Ph NH H NH OH H A12
1275 2-iPr-Ph NH H NH OH H A14
1276 2-iPr-Ph NH H NH OH H A16
1277 2-iPr-Ph NH H NH OH A6 A6
1278 2-iPr-Ph NH H NH OH A8 A8
1279 2-iPr-Ph NH H NH OH A10 A10
1280 2-iPr-Ph NH H NH OA2 A2 A2
1281 2-iPr-Ph NH H NH OA3 A3 A3
1282 2-iPr-Ph NH H NH OA4 A4 A4
1283 2-iPr-Ph NH H NH OC6 H H
1284 2-iPr-Ph NH H NH OC7 H H
1285 2-iPr-Ph NH H NH OC8 H H
1286 2-iPr-Ph NH H NH OC10 H H
1287 2-iPr-Ph NH H NH OC11 H H
1288 2-iPr-Ph NH H NH OC12 H H
1289 2-iPr-Ph NH H NH OC14 H H
1290 2-iPr-Ph NH H NH OC16 H H
1291 2-iPr-Ph NH H NH C6COThree    H H
1292 2-iPr-Ph NH H NH C7COThree    H H
1293 2-iPr-Ph NH H NH C8COThree    H H
1294 2-iPr-Ph NH H NH C9COThree    H H
1295 2-iPr-Ph NH H NH C10COThree   H H
1296 2-iPr-Ph NH H NH C12COThree   H H
1297 2-iPr-Ph NH H NH C16COThree   H H
1298 2-iPr-Ph NH C8 NH OH H H
1299 2-iPr-Ph NH C9 NH OH H H
1300 2-iPr-Ph NH C10 NH OH H H
1301 2-iPr-Ph NH C12 NH OH H H
1302 2-iPr-Ph NH C16 NH OH H H
1303 2-iPr-Ph NH F1 NH OH H H
1304 2-iPr-Ph NH F2 NH OH H H
1305 2-iPr-Ph NH F3 NH OH H H
1306 2-iPr-Ph NH F4 NH OH H H
1307 2-iPr-Ph NH F5 NH OH H H
1308 2-iPr-Ph NH F6 NH OH H H
1309 2-iPr-Ph NH F7 NH OH H H
1310 2-iPr-Ph NH F8 NH OH H H
1311 2-iPr-Ph NH F9 NH OH H H
1312 2-iPr-Ph NH F10 NH OH H H
1313 2-iPr-Ph NH Ph NH OH H H
1314 2-iPr-Ph NH Bn NH OH H H
1315 2-iPr-Ph NH Pe NH OH H H
1316 2-iPr-Ph NH C12 NMe OH H H
1317 2-iPr-Ph NH C12 NEt OH H H
1318 2-iPr-Ph NH C12 NPr OH H H
1319 2-iPr-Ph NH (CH2)Three  N OH H H
1320 2-iPr-Ph NH (CH2)Four  N OH H H
1321 2-iPr-Ph NH (CH2)Five  N OH H H
1322 2-iPr-Ph NH C12 O OH H H
1323 2-iPr-Ph NH Ph O OH H H
1324 2-iPr-Ph NH C12 S OH H H
1325 2-iPr-Ph NH Ph S OH H H
1326 2-iPr-Ph NMe H NH OH H H
1327 2-iPr-Ph NEt H NH OH H H
1328 2-iPr-Ph NPr H NH OH H H
1329 2-iPr-Ph O H NH OH H H
1330 2-iPr-Ph S H NH OH H H
1331 2-Bu-Ph NH H NH H H H
1332 2-Bu-Ph NH H NH OH H H
1333 2-Bu-Ph NH H NH OA6 H H
1334 2-Bu-Ph NH H NH OA8 H H
1335 2-Bu-Ph NH H NH OA9 H H
1336 2-Bu-Ph NH H NH OA10 H H
1337 2-Bu-Ph NH H NH OA12 H H
1338 2-Bu-Ph NH H NH OA14 H H
1339 2-Bu-Ph NH H NH OA16 H H
1340 2-Bu-Ph NH H NH OH H A6
1341 2-Bu-Ph NH H NH OH H A8
1342 2-Bu-Ph NH H NH OH H A9
1343 2-Bu-Ph NH H NH OH H A10
1344 2-Bu-Ph NH H NH OH H A12
1345 2-Bu-Ph NH H NH OH H A14
1346 2-Bu-Ph NH H NH OH H A16
1347 2-Bu-Ph NH H NH OH A6 A6
1348 2-Bu-Ph NH H NH OH A8 A8
1349 2-Bu-Ph NH H NH OH A10 A10
1350 2-Bu-Ph NH H NH OA2 A2 A2
1351 2-Bu-Ph NH H NH OA3 A3 A3
1352 2-Bu-Ph NH H NH OA4 A4 A4
1353 2-Bu-Ph NH H NH OC6 H H
1354 2-Bu-Ph NH H NH OC7 H H
1355 2-Bu-Ph NH H NH OC8 H H
1356 2-Bu-Ph NH H NH OC10 H H
1357 2-Bu-Ph NH H NH OC11 H H
1358 2-Bu-Ph NH H NH OC12 H H
1359 2-Bu-Ph NH H NH OC14 H H
1360 2-Bu-Ph NH H NH OC16 H H
1361 2-Bu-Ph NH H NH C6COThree    H H
1362 2-Bu-Ph NH H NH C7COThree    H H
1363 2-Bu-Ph NH H NH C8COThree    H H
1364 2-Bu-Ph NH H NH C9COThree    H H
1365 2-Bu-Ph NH H NH C10COThree   H H
1366 2-Bu-Ph NH H NH C12COThree   H H
1367 2-Bu-Ph NH H NH C16COThree   H H
1368 2-Bu-Ph NH C8 NH OH H H
1369 2-Bu-Ph NH C9 NH OH H H
1370 2-Bu-Ph NH C10 NH OH H H
1371 2-Bu-Ph NH C12 NH OH H H
1372 2-Bu-Ph NH C16 NH OH H H
1373 2-Bu-Ph NH F1 NH OH H H
1374 2-Bu-Ph NH F2 NH OH H H
1375 2-Bu-Ph NH F3 NH OH H H
1376 2-Bu-Ph NH F4 NH OH H H
1377 2-Bu-Ph NH F5 NH OH H H
1378 2-Bu-Ph NH F6 NH OH H H
1379 2-Bu-Ph NH F7 NH OH H H
1380 2-Bu-Ph NH F8 NH OH H H
1381 2-Bu-Ph NH F9 NH OH H H
1382 2-Bu-Ph NH F10 NH OH H H
1383 2-Bu-Ph NH Ph NH OH H H
1384 2-Bu-Ph NH Bn NH OH H H
1385 2-Bu-Ph NH Pe NH OH H H
1386 2-Bu-Ph NH C12 NMe OH H H
1387 2-Bu-Ph NH C12 NEt OH H H
1388 2-Bu-Ph NH C12 NPr OH H H
1389 2-Bu-Ph NH (CH2)Three  N OH H H
1390 2-Bu-Ph NH (CH2)Four  N OH H H
1391 2-Bu-Ph NH (CH2)Five  N OH H H
1392 2-Bu-Ph NH C12 O OH H H
1393 2-Bu-Ph NH Ph O OH H H
1394 2-Bu-Ph NH C12 S OH H H
1395 2-Bu-Ph NH Ph S OH H H
1396 2-Bu-Ph NMe H NH OH H H
1397 2-Bu-Ph NEt H NH OH H H
1398 2-Bu-Ph NPr H NH OH H H
1399 2-Bu-Ph O H NH OH H H
1400 2-Bu-Ph S H NH OH H H
1401 4-Vin-Ph NH H NH H H H
1402 4-Vin-Ph NH H NH OH H H
1403 4-Vin-Ph NH H NH OA6 H H
1404 4-Vin-Ph NH H NH OA8 H H
1405 4-Vin-Ph NH H NH OA9 H H
1406 4-Vin-Ph NH H NH OA10 H H
1407 4-Vin-Ph NH H NH OA12 H H
1408 4-Vin-Ph NH H NH OA14 H H
1409 4-Vin-Ph NH H NH OA16 H H
1410 4-Vin-Ph NH H NH OH H A6
1411 4-Vin-Ph NH H NH OH H A8
1412 4-Vin-Ph NH H NH OH H A9
1413 4-Vin-Ph NH H NH OH H A10
1414 4-Vin-Ph NH H NH OH H A12
1415 4-Vin-Ph NH H NH OH H A14
1416 4-Vin-Ph NH H NH OH H A16
1417 4-Vin-Ph NH H NH OH A6 A6
1418 4-Vin-Ph NH H NH OH A8 A8
1419 4-Vin-Ph NH H NH OH A10 A10
1420 4-Vin-Ph NH H NH OA2 A2 A2
1421 4-Vin-Ph NH H NH OA3 A3 A3
1422 4-Vin-Ph NH H NH OA4 A4 A4
1423 4-Vin-Ph NH H NH OC6 H H
1424 4-Vin-Ph NH H NH OC7 H H
1425 4-Vin-Ph NH H NH OC8 H H
1426 4-Vin-Ph NH H NH OC10 H H
1427 4-Vin-Ph NH H NH OC11 H H
1428 4-Vin-Ph NH H NH OC12 H H
1429 4-Vin-Ph NH H NH OC14 H H
1430 4-Vin-Ph NH H NH OC16 H H
1431 4-Vin-Ph NH H NH C6COThree    H H
1432 4-Vin-Ph NH H NH C7COThree    H H
1433 4-Vin-Ph NH H NH C8COThree    H H
1434 4-Vin-Ph NH H NH C9COThree    H H
1435 4-Vin-Ph NH H NH C10COThree   H H
1436 4-Vin-Ph NH H NH C12COThree   H H
1437 4-Vin-Ph NH H NH C16COThree   H H
1438 4-Vin-Ph NH C8 NH OH H H
1439 4-Vin-Ph NH C9 NH OH H H
1440 4-Vin-Ph NH C10 NH OH H H
1441 4-Vin-Ph NH C12 NH OH H H
1442 4-Vin-Ph NH C16 NH OH H H
1443 4-Vin-Ph NH F1 NH OH H H
1444 4-Vin-Ph NH F2 NH OH H H
1445 4-Vin-Ph NH F3 NH OH H H
1446 4-Vin-Ph NH F4 NH OH H H
1447 4-Vin-Ph NH F5 NH OH H H
1448 4-Vin-Ph NH F6 NH OH H H
1449 4-Vin-Ph NH F7 NH OH H H
1450 4-Vin-Ph NH F8 NH OH H H
1451 4-Vin-Ph NH F9 NH OH H H
1452 4-Vin-Ph NH F10 NH OH H H
1453 4-Vin-Ph NH Ph NH OH H H
1454 4-Vin-Ph NH Bn NH OH H H
1455 4-Vin-Ph NH Pe NH OH H H
1456 4-Vin-Ph NH C12 NMe OH H H
1457 4-Vin-Ph NH C12 NEt OH H H
1458 4-Vin-Ph NH C12 NPr OH H H
1459 4-Vin-Ph NH (CH2)Three  N OH H H
1460 4-Vin-Ph NH (CH2)Four  N OH H H
1461 4-Vin-Ph NH (CH2)Five  N OH H H
1462 4-Vin-Ph NH C12 O OH H H
1463 4-Vin-Ph NH Ph O OH H H
1464 4-Vin-Ph NH C12 S OH H H
1465 4-Vin-Ph NH Ph S OH H H
1466 4-Vin-Ph NMe H NH OH H H
1467 4-Vin-Ph NEt H NH OH H H
1468 4-Vin-Ph NPr H NH OH H H
1469 4-Vin-Ph O H NH OH H H
1470 4-Vin-Ph S H NH OH H H
1471 4-CFThree-Ph NH H NH H H H
1472 4-CFThree-Ph NH H NH OH H H
1473 4-CFThree-Ph NH H NH OA6 H H
1474 4-CFThree-Ph NH H NH OA8 H H
1475 4-CFThree-Ph NH H NH OA9 H H
1476 4-CFThree-Ph NH H NH OA10 H H
1477 4-CFThree-Ph NH H NH OA12 H H
1478 4-CFThree-Ph NH H NH OA14 H H
1479 4-CFThree-Ph NH H NH OA16 H H
1480 4-CFThree-Ph NH H NH OH H A6
1481 4-CFThree-Ph NH H NH OH H A8
1482 4-CFThree-Ph NH H NH OH H A9
1483 4-CFThree-Ph NH H NH OH H A10
1484 4-CFThree-Ph NH H NH OH H A12
1485 4-CFThree-Ph NH H NH OH H A14
1486 4-CFThree-Ph NH H NH OH H A16
1487 4-CFThree-Ph NH H NH OH A6 A6
1488 4-CFThree-Ph NH H NH OH A8 A8
1489 4-CFThree-Ph NH H NH OH A10 A10
1490 4-CFThree-Ph NH H NH OA2 A2 A2
1491 4-CFThree-Ph NH H NH OA3 A3 A3
1492 4-CFThree-Ph NH H NH OA4 A4 A4
1493 4-CFThree-Ph NH H NH OC6 H H
1494 4-CFThree-Ph NH H NH OC7 H H
1495 4-CFThree-Ph NH H NH OC8 H H
1496 4-CFThree-Ph NH H NH OC10 H H
1497 4-CFThree-Ph NH H NH OC11 H H
1498 4-CFThree-Ph NH H NH OC12 H H
1499 4-CFThree-Ph NH H NH OC14 H H
1500 4-CFThree-Ph NH H NH OC16 H H
1501 4-CFThree-Ph NH H NH C6COThree    H H
1502 4-CFThree-Ph NH H NH C7COThree    H H
1503 4-CFThree-Ph NH H NH C8COThree    H H
1504 4-CFThree-Ph NH H NH C9COThree    H H
1505 4-CFThree-Ph NH H NH C10COThree   H H
1506 4-CFThree-Ph NH H NH C12COThree   H H
1507 4-CFThree-Ph NH H NH C16COThree   H H
1508 4-CFThree-Ph NH C8 NH OH H H
1509 4-CFThree-Ph NH C9 NH OH H H
1510 4-CFThree-Ph NH C10 NH OH H H
1511 4-CFThree-Ph NH C12 NH OH H H
1512 4-CFThree-Ph NH C16 NH OH H H
1513 4-CFThree-Ph NH F1 NH OH H H
1514 4-CFThree-Ph NH F2 NH OH H H
1515 4-CFThree-Ph NH F3 NH OH H H
1516 4-CFThree-Ph NH F4 NH OH H H
1517 4-CFThree-Ph NH F5 NH OH H H
1518 4-CFThree-Ph NH F6 NH OH H H
1519 4-CFThree-Ph NH F7 NH OH H H
1520 4-CFThree-Ph NH F8 NH OH H H
1521 4-CFThree-Ph NH F9 NH OH H H
1522 4-CFThree-Ph NH F10 NH OH H H
1523 4-CFThree-Ph NH Ph NH OH H H
1524 4-CFThree-Ph NH Bn NH OH H H
1525 4-CFThree-Ph NH Pe NH OH H H
1526 4-CFThree-Ph NH C12 NMe OH H H
1527 4-CFThree-Ph NH C12 NEt OH H H
1528 4-CFThree-Ph NH C12 NPr OH H H
1529 4-CFThree-Ph NH (CH2)Three  N OH H H
1530 4-CFThree-Ph NH (CH2)Four  N OH H H
1531 4-CFThree-Ph NH (CH2)Five  N OH H H
1532 4-CFThree-Ph NH C12 O OH H H
1533 4-CFThree-Ph NH Ph O OH H H
1534 4-CFThree-Ph NH C12 S OH H H
1535 4-CFThree-Ph NH Ph S OH H H
1536 4-CFThree-Ph NMe H NH OH H H
1537 4-CFThree-Ph NEt H NH OH H H
1538 4-CFThree-Ph NPr H NH OH H H
1539 4-CFThree-Ph O H NH OH H H
1540 4-CFThree-Ph S H NH OH H H
1541 2,4-Me2-Ph NH H NH H H H
1542 2,4-Me2-Ph NH H NH OH H H
1543 2,4-Me2-Ph NH H NH OA6 H H
1544 2,4-Me2-Ph NH H NH OA8 H H
1545 2,4-Me2-Ph NH H NH OA9 H H
1546 2,4-Me2-Ph NH H NH OA10 H H
1547 2,4-Me2-Ph NH H NH OA12 H H
1548 2,4-Me2-Ph NH H NH OA14 H H
1549 2,4-Me2-Ph NH H NH OA16 H H
1550 2,4-Me2-Ph NH H NH OH H A6
1551 2,4-Me2-Ph NH H NH OH H A8
1552 2,4-Me2-Ph NH H NH OH H A9
1553 2,4-Me2-Ph NH H NH OH H A10
1554 2,4-Me2-Ph NH H NH OH H A12
1555 2,4-Me2-Ph NH H NH OH H A14
1556 2,4-Me2-Ph NH H NH OH H A16
1557 2,4-Me2-Ph NH H NH OH A6 A6
1558 2,4-Me2-Ph NH H NH OH A8 A8
1559 2,4-Me2-Ph NH H NH OH A10 A10
1560 2,4-Me2-Ph NH H NH OA2 A2 A2
1561 2,4-Me2-Ph NH H NH OA3 A3 A3
1562 2,4-Me2-Ph NH H NH OA4 A4 A4
1563 2,4-Me2-Ph NH H NH OC6 H H
1564 2,4-Me2-Ph NH H NH OC7 H H
1565 2,4-Me2-Ph NH H NH OC8 H H
1566 2,4-Me2-Ph NH H NH OC10 H H
1567 2,4-Me2-Ph NH H NH OC11 H H
1568 2,4-Me2-Ph NH H NH OC12 H H
1569 2,4-Me2-Ph NH H NH OC14 H H
1570 2,4-Me2-Ph NH H NH OC16 H H
1571 2,4-Me2-Ph NH H NH C6COThree    H H
1572 2,4-Me2-Ph NH H NH C7COThree    H H
1573 2,4-Me2-Ph NH H NH C8COThree    H H
1574 2,4-Me2-Ph NH H NH C9COThree    H H
1575 2,4-Me2-Ph NH H NH C10COThree   H H
1576 2,4-Me2-Ph NH H NH C12COThree   H H
1577 2,4-Me2-Ph NH H NH C16COThree   H H
1578 2,4-Me2-Ph NH C8 NH OH H H
1579 2,4-Me2-Ph NH C9 NH OH H H
1580 2,4-Me2-Ph NH C10 NH OH H H
1581 2,4-Me2-Ph NH C12 NH OH H H
1582 2,4-Me2-Ph NH C16 NH OH H H
1583 2,4-Me2-Ph NH F1 NH OH H H
1584 2,4-Me2-Ph NH F2 NH OH H H
1585 2,4-Me2-Ph NH F3 NH OH H H
1586 2,4-Me2-Ph NH F4 NH OH H H
1587 2,4-Me2-Ph NH F5 NH OH H H
1588 2,4-Me2-Ph NH F6 NH OH H H
1589 2,4-Me2-Ph NH F7 NH OH H H
1590 2,4-Me2-Ph NH F8 NH OH H H
1591 2,4-Me2-Ph NH F9 NH OH H H
1592 2,4-Me2-Ph NH F10 NH OH H H
1593 2,4-Me2-Ph NH Ph NH OH H H
1594 2,4-Me2-Ph NH Bn NH OH H H
1595 2,4-Me2-Ph NH Pe NH OH H H
1596 2,4-Me2-Ph NH C12 NMe OH H H
1597 2,4-Me2-Ph NH C12 NEt OH H H
1598 2,4-Me2-Ph NH C12 NPr OH H H
1599 2,4-Me2-Ph NH (CH2)Three  N OH H H
1600 2,4-Me2-Ph NH (CH2)Four  N OH H H
1601 2,4-Me2-Ph NH (CH2)Five  N OH H H
1602 2,4-Me2-Ph NH C12 O OH H H
1603 2,4-Me2-Ph NH Ph O OH H H
1604 2,4-Me2-Ph NH C12 S OH H H
1605 2,4-Me2-Ph NH Ph S OH H H
1606 2,4-Me2-Ph NMe H NH OH H H
1607 2,4-Me2-Ph NEt H NH OH H H
1608 2,4-Me2-Ph NPr H NH OH H H
1609 2,4-Me2-Ph O H NH OH H H
1610 2,4-Me2-Ph S H NH OH H H
1611 3,4-Me2-Ph NH H NH H H H
1612 3,4-Me2-Ph NH H NH OH H H
1613 3,4-Me2-Ph NH H NH OA6 H H
1614 3,4-Me2-Ph NH H NH OA8 H H
1615 3,4-Me2-Ph NH H NH OA9 H H
1616 3,4-Me2-Ph NH H NH OA10 H H
1617 3,4-Me2-Ph NH H NH OA12 H H
1618 3,4-Me2-Ph NH H NH OA14 H H
1619 3,4-Me2-Ph NH H NH OA16 H H
1620 3,4-Me2-Ph NH H NH OH H A6
1621 3,4-Me2-Ph NH H NH OH H A8
1622 3,4-Me2-Ph NH H NH OH H A9
1623 3,4-Me2-Ph NH H NH OH H A10
1624 3,4-Me2-Ph NH H NH OH H A12
1625 3,4-Me2-Ph NH H NH OH H A14
1626 3,4-Me2-Ph NH H NH OH H A16
1627 3,4-Me2-Ph NH H NH OH A6 A6
1628 3,4-Me2-Ph NH H NH OH A8 A8
1629 3,4-Me2-Ph NH H NH OH A10 A10
1630 3,4-Me2-Ph NH H NH OA2 A2 A2
1631 3,4-Me2-Ph NH H NH OA3 A3 A3
1632 3,4-Me2-Ph NH H NH OA4 A4 A4
1633 3,4-Me2-Ph NH H NH OC6 H H
1634 3,4-Me2-Ph NH H NH OC7 H H
1635 3,4-Me2-Ph NH H NH OC8 H H
1636 3,4-Me2-Ph NH H NH OC10 H H
1637 3,4-Me2-Ph NH H NH OC11 H H
1638 3,4-Me2-Ph NH H NH OC12 H H
1639 3,4-Me2-Ph NH H NH OC14 H H
1640 3,4-Me2-Ph NH H NH OC16 H H
1641 3,4-Me2-Ph NH H NH C6COThree    H H
1642 3,4-Me2-Ph NH H NH C7COThree    H H
1643 3,4-Me2-Ph NH H NH C8COThree    H H
1644 3,4-Me2-Ph NH H NH C9COThree    H H
1645 3,4-Me2-Ph NH H NH C10COThree   H H
1646 3,4-Me2-Ph NH H NH C12COThree   H H
1647 3,4-Me2-Ph NH H NH C16COThree   H H
1648 3,4-Me2-Ph NH C8 NH OH H H
1649 3,4-Me2-Ph NH C9 NH OH H H
1650 3,4-Me2-Ph NH C10 NH OH H H
1651 3,4-Me2-Ph NH C12 NH OH H H
1652 3,4-Me2-Ph NH C16 NH OH H H
1653 3,4-Me2-Ph NH F1 NH OH H H
1654 3,4-Me2-Ph NH F2 NH OH H H
1655 3,4-Me2-Ph NH F3 NH OH H H
1656 3,4-Me2-Ph NH F4 NH OH H H
1657 3,4-Me2-Ph NH F5 NH OH H H
1658 3,4-Me2-Ph NH F6 NH OH H H
1659 3,4-Me2-Ph NH F7 NH OH H H
1660 3,4-Me2-Ph NH F8 NH OH H H
1661 3,4-Me2-Ph NH F9 NH OH H H
1662 3,4-Me2-Ph NH F10 NH OH H H
1663 3,4-Me2-Ph NH Ph NH OH H H
1664 3,4-Me2-Ph NH Bn NH OH H H
1665 3,4-Me2-Ph NH Pe NH OH H H
1666 3,4-Me2-Ph NH C12 NMe OH H H
1667 3,4-Me2-Ph NH C12 NEt OH H H
1668 3,4-Me2-Ph NH C12 NPr OH H H
1669 3,4-Me2-Ph NH (CH2)Three  N OH H H
1670 3,4-Me2-Ph NH (CH2)Four  N OH H H
1671 3,4-Me2-Ph NH (CH2)Five  N OH H H
1672 3,4-Me2-Ph NH C12 O OH H H
1673 3,4-Me2-Ph NH Ph O OH H H
1674 3,4-Me2-Ph NH C12 S OH H H
1675 3,4-Me2-Ph NH Ph S OH H H
1676 3,4-Me2-Ph NMe H NH OH H H
1677 3,4-Me2-Ph NEt H NH OH H H
1678 3,4-Me2-Ph NPr H NH OH H H
1679 3,4-Me2-Ph O H NH OH H H
1680 3,4-Me2-Ph S H NH OH H H
1681 3,5-Me2-Ph NH H NH H H H
1682 3,5-Me2-Ph NH H NH OH H H
1683 3,5-Me2-Ph NH H NH OA6 H H
1684 3,5-Me2-Ph NH H NH OA8 H H
1685 3,5-Me2-Ph NH H NH OA9 H H
1686 3,5-Me2-Ph NH H NH OA10 H H
1687 3,5-Me2-Ph NH H NH OA12 H H
1688 3,5-Me2-Ph NH H NH OA14 H H
1689 3,5-Me2-Ph NH H NH OA16 H H
1690 3,5-Me2-Ph NH H NH OH H A6
1691 3,5-Me2-Ph NH H NH OH H A8
1692 3,5-Me2-Ph NH H NH OH H A9
1693 3,5-Me2-Ph NH H NH OH H A10
1694 3,5-Me2-Ph NH H NH OH H A12
1695 3,5-Me2-Ph NH H NH OH H A14
1696 3,5-Me2-Ph NH H NH OH H A16
1697 3,5-Me2-Ph NH H NH OH A6 A6
1698 3,5-Me2-Ph NH H NH OH A8 A8
1699 3,5-Me2-Ph NH H NH OH A10 A10
1700 3,5-Me2-Ph NH H NH OA2 A2 A2
1701 3,5-Me2-Ph NH H NH OA3 A3 A3
1702 3,5-Me2-Ph NH H NH OA4 A4 A4
1703 3,5-Me2-Ph NH H NH OC6 H H
1704 3,5-Me2-Ph NH H NH OC7 H H
1705 3,5-Me2-Ph NH H NH OC8 H H
1706 3,5-Me2-Ph NH H NH OC10 H H
1707 3,5-Me2-Ph NH H NH OC11 H H
1708 3,5-Me2-Ph NH H NH OC12 H H
1709 3,5-Me2-Ph NH H NH OC14 H H
1710 3,5-Me2-Ph NH H NH OC16 H H
1711 3,5-Me2-Ph NH H NH C6COThree    H H
1712 3,5-Me2-Ph NH H NH C7COThree    H H
1713 3,5-Me2-Ph NH H NH C8COThree    H H
1714 3,5-Me2-Ph NH H NH C9COThree    H H
1715 3,5-Me2-Ph NH H NH C10COThree   H H
1716 3,5-Me2-Ph NH H NH C12COThree   H H
1717 3,5-Me2-Ph NH H NH C16COThree   H H
1718 3,5-Me2-Ph NH C8 NH OH H H
1719 3,5-Me2-Ph NH C9 NH OH H H
1720 3,5-Me2-Ph NH C10 NH OH H H
1721 3,5-Me2-Ph NH C12 NH OH H H
1722 3,5-Me2-Ph NH C16 NH OH H H
1723 3,5-Me2-Ph NH F1 NH OH H H
1724 3,5-Me2-Ph NH F2 NH OH H H
1725 3,5-Me2-Ph NH F3 NH OH H H
1726 3,5-Me2-Ph NH F4 NH OH H H
1727 3,5-Me2-Ph NH F5 NH OH H H
1728 3,5-Me2-Ph NH F6 NH OH H H
1729 3,5-Me2-Ph NH F7 NH OH H H
1730 3,5-Me2-Ph NH F8 NH OH H H
1731 3,5-Me2-Ph NH F9 NH OH H H
1732 3,5-Me2-Ph NH F10 NH OH H H
1733 3,5-Me2-Ph NH Ph NH OH H H
1734 3,5-Me2-Ph NH Bn NH OH H H
1735 3,5-Me2-Ph NH Pe NH OH H H
1736 3,5-Me2-Ph NH C12 NMe OH H H
1737 3,5-Me2-Ph NH C12 NEt OH H H
1738 3,5-Me2-Ph NH C12 NPr OH H H
1739 3,5-Me2-Ph NH (CH2)Three  N OH H H
1740 3,5-Me2-Ph NH (CH2)Four  N OH H H
1741 3,5-Me2-Ph NH (CH2)Five  N OH H H
1742 3,5-Me2-Ph NH C12 O OH H H
1743 3,5-Me2-Ph NH Ph O OH H H
1744 3,5-Me2-Ph NH C12 S OH H H
1745 3,5-Me2-Ph NH Ph S OH H H
1746 3,5-Me2-Ph NMe H NH OH H H
1747 3,5-Me2-Ph NEt H NH OH H H
1748 3,5-Me2-Ph NPr H NH OH H H
1749 2,4,6-MeThree-Ph O H NH OH H H
1750 2,4,6-MeThree-Ph S H NH OH H H
1751 2,4,6-MeThree-Ph NH H NH H H H
1752 2,4,6-MeThree-Ph NH H NH OH H H
1753 2,4,6-MeThree-Ph NH H NH OA6 H H
1754 2,4,6-MeThree-Ph NH H NH OA8 H H
1755 2,4,6-MeThree-Ph NH H NH OA9 H H
1756 2,4,6-MeThree-Ph NH H NH OA10 H H
1757 2,4,6-MeThree-Ph NH H NH OA12 H H
1758 2,4,6-MeThree-Ph NH H NH OA14 H H
1759 2,4,6-MeThree-Ph NH H NH OA16 H H
1760 2,4,6-MeThree-Ph NH H NH OH H A6
1761 2,4,6-MeThree-Ph NH H NH OH H A8
1762 2,4,6-MeThree-Ph NH H NH OH H A9
1763 2,4,6-MeThree-Ph NH H NH OH H A10
1764 2,4,6-MeThree-Ph NH H NH OH H A12
1765 2,4,6-MeThree-Ph NH H NH OH H A14
1766 2,4,6-MeThree-Ph NH H NH OH H A16
1767 2,4,6-MeThree-Ph NH H NH OH A6 A6
1768 2,4,6-MeThree-Ph NH H NH OH A8 A8
1769 2,4,6-MeThree-Ph NH H NH OH A10 A10
1770 2,4,6-MeThree-Ph NH H NH OA2 A2 A2
1771 2,4,6-MeThree-Ph NH H NH OA3 A3 A3
1772 2,4,6-MeThree-Ph NH H NH OA4 A4 A4
1773 2,4,6-MeThree-Ph NH H NH OC6 H H
1774 2,4,6-MeThree-Ph NH H NH OC7 H H
1775 2,4,6-MeThree-Ph NH H NH OC8 H H
1776 2,4,6-MeThree-Ph NH H NH OC10 H H
1777 2,4,6-MeThree-Ph NH H NH OC11 H H
1778 2,4,6-MeThree-Ph NH H NH OC12 H H
1779 2,4,6-MeThree-Ph NH H NH OC14 H H
1780 2,4,6-MeThree-Ph NH H NH OC16 H H
1781 2,4,6-MeThree-Ph NH H NH C6COThree    H H
1782 2,4,6-MeThree-Ph NH H NH C7COThree    H H
1783 2,4,6-MeThree-Ph NH H NH C8COThree    H H
1784 2,4,6-MeThree-Ph NH H NH C9COThree    H H
1785 2,4,6-MeThree-Ph NH H NH C10COThree   H H
1786 2,4,6-MeThree-Ph NH H NH C12COThree   H H
1787 2,4,6-MeThree-Ph NH H NH C16COThree   H H
1788 2,4,6-MeThree-Ph NH C8 NH OH H H
1789 2,4,6-MeThree-Ph NH C9 NH OH H H
1790 2,4,6-MeThree-Ph NH C10 NH OH H H
1791 2,4,6-MeThree-Ph NH C12 NH OH H H
1792 2,4,6-MeThree-Ph NH C16 NH OH H H
1793 2,4,6-MeThree-Ph NH F1 NH OH H H
1794 2,4,6-MeThree-Ph NH F2 NH OH H H
1795 2,4,6-MeThree-Ph NH F3 NH OH H H
1796 2,4,6-MeThree-Ph NH F4 NH OH H H
1797 2,4,6-MeThree-Ph NH F5 NH OH H H
1798 2,4,6-MeThree-Ph NH F6 NH OH H H
1799 2,4,6-MeThree-Ph NH F7 NH OH H H
1800 2,4,6-MeThree-Ph NH F8 NH OH H H
1801 2,4,6-MeThree-Ph NH F9 NH OH H H
1802 2,4,6-MeThree-Ph NH F10 NH OH H H
1803 2,4,6-MeThree-Ph NH Ph NH OH H H
1804 2,4,6-MeThree-Ph NH Bn NH OH H H
1805 2,4,6-MeThree-Ph NH Pe NH OH H H
1806 2,4,6-MeThree-Ph NH C12 NMe OH H H
1807 2,4,6-MeThree-Ph NH C12 NEt OH H H
1808 2,4,6-MeThree-Ph NH C12 NPr OH H H
1809 2,4,6-MeThree-Ph NH (CH2)Three  N OH H H
1810 2,4,6-MeThree-Ph NH (CH2)Four  N OH H H
1811 2,4,6-MeThree-Ph NH (CH2)Five  N OH H H
1812 2,4,6-MeThree-Ph NH C12 O OH H H
1813 2,4,6-MeThree-Ph NH Ph O OH H H
1814 2,4,6-MeThree-Ph NH C12 S OH H H
1815 2,4,6-MeThree-Ph NH Ph S OH H H
1816 2,4,6-MeThree-Ph NMe H NH OH H H
1817 2,4,6-MeThree-Ph NEt H NH OH H H
1818 2,4,6-MeThree-Ph NPr H NH OH H H
1819 2,4,6-MeThree-Ph O H NH OH H H
1820 2,4,6-MeThree-Ph S H NH OH H H
1821 2-MeO-Ph NH H NH H H H
1822 2-MeO-Ph NH H NH OH H H
1823 2-MeO-Ph NH H NH OA6 H H
1824 2-MeO-Ph NH H NH OA8 H H
1825 2-MeO-Ph NH H NH OA9 H H
1826 2-MeO-Ph NH H NH OA10 H H
1827 2-MeO-Ph NH H NH OA12 H H
1828 2-MeO-Ph NH H NH OA14 H H
1829 2-MeO-Ph NH H NH OA16 H H
1830 2-MeO-Ph NH H NH OH H A6
1831 2-MeO-Ph NH H NH OH H A8
1832 2-MeO-Ph NH H NH OH H A9
1833 2-MeO-Ph NH H NH OH H A10
1834 2-MeO-Ph NH H NH OH H A12
1835 2-MeO-Ph NH H NH OH H A14
1836 2-MeO-Ph NH H NH OH H A16
1837 2-MeO-Ph NH H NH OH A6 A6
1838 2-MeO-Ph NH H NH OH A8 A8
1839 2-MeO-Ph NH H NH OH A10 A10
1840 2-MeO-Ph NH H NH OA2 A2 A2
1841 2-MeO-Ph NH H NH OA3 A3 A3
1842 2-MeO-Ph NH H NH OA4 A4 A4
1843 2-MeO-Ph NH H NH OC6 H H
1844 2-MeO-Ph NH H NH OC7 H H
1845 2-MeO-Ph NH H NH OC8 H H
1846 2-MeO-Ph NH H NH OC10 H H
1847 2-MeO-Ph NH H NH OC11 H H
1848 2-MeO-Ph NH H NH OC12 H H
1849 2-MeO-Ph NH H NH OC14 H H
1850 2-MeO-Ph NH H NH OC16 H H
1851 2-MeO-Ph NH H NH C6COThree    H H
1852 2-MeO-Ph NH H NH C7COThree    H H
1853 2-MeO-Ph NH H NH C8COThree    H H
1854 2-MeO-Ph NH H NH C9COThree    H H
1855 2-MeO-Ph NH H NH C10COThree   H H
1856 2-MeO-Ph NH H NH C12COThree   H H
1857 2-MeO-Ph NH H NH C16COThree   H H
1858 2-MeO-Ph NH C8 NH OH H H
1859 2-MeO-Ph NH C9 NH OH H H
1860 2-MeO-Ph NH C10 NH OH H H
1861 2-MeO-Ph NH C12 NH OH H H
1862 2-MeO-Ph NH C16 NH OH H H
1863 2-MeO-Ph NH F1 NH OH H H
1864 2-MeO-Ph NH F2 NH OH H H
1865 2-MeO-Ph NH F3 NH OH H H
1866 2-MeO-Ph NH F4 NH OH H H
1867 2-MeO-Ph NH F5 NH OH H H
1868 2-MeO-Ph NH F6 NH OH H H
1869 2-MeO-Ph NH F7 NH OH H H
1870 2-MeO-Ph NH F8 NH OH H H
1871 2-MeO-Ph NH F9 NH OH H H
1872 2-MeO-Ph NH F10 NH OH H H
1873 2-MeO-Ph NH Ph NH OH H H
1874 2-MeO-Ph NH Bn NH OH H H
1875 2-MeO-Ph NH Pe NH OH H H
1876 2-MeO-Ph NH C12 NMe OH H H
1877 2-MeO-Ph NH C12 NEt OH H H
1878 2-MeO-Ph NH C12 NPr OH H H
1879 2-MeO-Ph NH (CH2)Three  N OH H H
1880 2-MeO-Ph NH (CH2)Four  N OH H H
1881 2-MeO-Ph NH (CH2)Five  N OH H H
1882 2-MeO-Ph NH C12 O OH H H
1883 2-MeO-Ph NH Ph O OH H H
1884 2-MeO-Ph NH C12 S OH H H
1885 2-MeO-Ph NH Ph S OH H H
1886 2-MeO-Ph NMe H NH OH H H
1887 2-MeO-Ph NEt H NH OH H H
1888 2-MeO-Ph NPr H NH OH H H
1889 2-MeO-Ph O H NH OH H H
1890 2-MeO-Ph S H NH OH H H
1891 2-EtO-Ph NH H NH H H H
1892 2-EtO-Ph NH H NH OH H H
1893 2-EtO-Ph NH H NH OA6 H H
1894 2-EtO-Ph NH H NH OA8 H H
1895 2-EtO-Ph NH H NH OA9 H H
1896 2-EtO-Ph NH H NH OA10 H H
1897 2-EtO-Ph NH H NH OA12 H H
1898 2-EtO-Ph NH H NH OA14 H H
1899 2-EtO-Ph NH H NH OA16 H H
1900 2-EtO-Ph NH H NH OH H A6
1901 2-EtO-Ph NH H NH OH H A8
1902 2-EtO-Ph NH H NH OH H A9
1903 2-EtO-Ph NH H NH OH H A10
1904 2-EtO-Ph NH H NH OH H A12
1905 2-EtO-Ph NH H NH OH H A14
1906 2-EtO-Ph NH H NH OH H A16
1907 2-EtO-Ph NH H NH OH A6 A6
1908 2-EtO-Ph NH H NH OH A8 A8
1909 2-EtO-Ph NH H NH OH A10 A10
1910 2-EtO-Ph NH H NH OA2 A2 A2
1911 2-EtO-Ph NH H NH OA3 A3 A3
1912 2-EtO-Ph NH H NH OA4 A4 A4
1913 2-EtO-Ph NH H NH OC6 H H
1914 2-EtO-Ph NH H NH OC7 H H
1915 2-EtO-Ph NH H NH OC8 H H
1916 2-EtO-Ph NH H NH OC10 H H
1917 2-EtO-Ph NH H NH OC11 H H
1918 2-EtO-Ph NH H NH OC12 H H
1919 2-EtO-Ph NH H NH OC14 H H
1920 2-EtO-Ph NH H NH OC16 H H
1921 2-EtO-Ph NH H NH C6COThree    H H
1922 2-EtO-Ph NH H NH C7COThree    H H
1923 2-EtO-Ph NH H NH C8COThree    H H
1924 2-EtO-Ph NH H NH C9COThree    H H
1925 2-EtO-Ph NH H NH C10COThree   H H
1926 2-EtO-Ph NH H NH C12COThree   H H
1927 2-EtO-Ph NH H NH C16COThree   H H
1928 2-EtO-Ph NH C8 NH OH H H
1929 2-EtO-Ph NH C9 NH OH H H
1930 2-EtO-Ph NH C10 NH OH H H
1931 2-EtO-Ph NH C12 NH OH H H
1932 2-EtO-Ph NH C16 NH OH H H
1933 2-EtO-Ph NH F1 NH OH H H
1934 2-EtO-Ph NH F2 NH OH H H
1935 2-EtO-Ph NH F3 NH OH H H
1936 2-EtO-Ph NH F4 NH OH H H
1937 2-EtO-Ph NH F5 NH OH H H
1938 2-EtO-Ph NH F6 NH OH H H
1939 2-EtO-Ph NH F7 NH OH H H
1940 2-EtO-Ph NH F8 NH OH H H
1941 2-EtO-Ph NH F9 NH OH H H
1942 2-EtO-Ph NH F10 NH OH H H
1943 2-EtO-Ph NH Ph NH OH H H
1944 2-EtO-Ph NH Bn NH OH H H
1945 2-EtO-Ph NH Pe NH OH H H
1946 2-EtO-Ph NH C12 NMe OH H H
1947 2-EtO-Ph NH C12 NEt OH H H
1948 2-EtO-Ph NH C12 NPr OH H H
1949 2-EtO-Ph NH (CH2)Three  N OH H H
1950 2-EtO-Ph NH (CH2)Four  N OH H H
1951 2-EtO-Ph NH (CH2)Five  N OH H H
1952 2-EtO-Ph NH C12 O OH H H
1953 2-EtO-Ph NH Ph O OH H H
1954 2-EtO-Ph NH C12 S OH H H
1955 2-EtO-Ph NH Ph S OH H H
1956 2-EtO-Ph NMe H NH OH H H
1957 2-EtO-Ph NEt H NH OH H H
1958 2-EtO-Ph NPr H NH OH H H
1959 2-EtO-Ph O H NH OH H H
1960 2-EtO-Ph S H NH OH H H
1961 3-EtO-Ph NH H NH H H H
1962 3-EtO-Ph NH H NH OH H H
1963 3-EtO-Ph NH H NH OA6 H H
1964 3-EtO-Ph NH H NH OA8 H H
1965 3-EtO-Ph NH H NH OA9 H H
1966 3-EtO-Ph NH H NH OA10 H H
1967 3-EtO-Ph NH H NH OA12 H H
1968 3-EtO-Ph NH H NH OA14 H H
1969 3-EtO-Ph NH H NH OA16 H H
1970 3-EtO-Ph NH H NH OH H A6
1971 3-EtO-Ph NH H NH OH H A8
1972 3-EtO-Ph NH H NH OH H A9
1973 3-EtO-Ph NH H NH OH H A10
1974 3-EtO-Ph NH H NH OH H A12
1975 3-EtO-Ph NH H NH OH H A14
1976 3-EtO-Ph NH H NH OH H A16
1977 3-EtO-Ph NH H NH OH A6 A6
1978 3-EtO-Ph NH H NH OH A8 A8
1979 3-EtO-Ph NH H NH OH A10 A10
1980 3-EtO-Ph NH H NH OA2 A2 A2
1981 3-EtO-Ph NH H NH OA3 A3 A3
1982 3-EtO-Ph NH H NH OA4 A4 A4
1983 3-EtO-Ph NH H NH OC6 H H
1984 3-EtO-Ph NH H NH OC7 H H
1985 3-EtO-Ph NH H NH OC8 H H
1986 3-EtO-Ph NH H NH OC10 H H
1987 3-EtO-Ph NH H NH OC11 H H
1988 3-EtO-Ph NH H NH OC12 H H
1989 3-EtO-Ph NH H NH OC14 H H
1990 3-EtO-Ph NH H NH OC16 H H
1991 3-EtO-Ph NH H NH C6COThree    H H
1992 3-EtO-Ph NH H NH C7COThree    H H
1993 3-EtO-Ph NH H NH C8COThree    H H
1994 3-EtO-Ph NH H NH C9COThree    H H
1995 3-EtO-Ph NH H NH C10COThree   H H
1996 3-EtO-Ph NH H NH C12COThree   H H
1997 3-EtO-Ph NH H NH C16COThree   H H
1998 3-EtO-Ph NH C8 NH OH H H
1999 3-EtO-Ph NH C9 NH OH H H
2000 3-EtO-Ph NH C10 NH OH H H
2001 3-EtO-Ph NH C12 NH OH H H
2002 3-EtO-Ph NH C16 NH OH H H
2003 3-EtO-Ph NH F1 NH OH H H
2004 3-EtO-Ph NH F2 NH OH H H
2005 3-EtO-Ph NH F3 NH OH H H
2006 3-EtO-Ph NH F4 NH OH H H
2007 3-EtO-Ph NH F5 NH OH H H
2008 3-EtO-Ph NH F6 NH OH H H
2009 3-EtO-Ph NH F7 NH OH H H
2010 3-EtO-Ph NH F8 NH OH H H
2011 3-EtO-Ph NH F9 NH OH H H
2012 3-EtO-Ph NH F10 NH OH H H
2013 3-EtO-Ph NH Ph NH OH H H
2014 3-EtO-Ph NH Bn NH OH H H
2015 3-EtO-Ph NH Pe NH OH H H
2016 3-EtO-Ph NH C12 NMe OH H H
2017 3-EtO-Ph NH C12 NEt OH H H
2018 3-EtO-Ph NH C12 NPr OH H H
2019 3-EtO-Ph NH (CH2)Three  N OH H H
2020 3-EtO-Ph NH (CH2)Four  N OH H H
2021 3-EtO-Ph NH (CH2)Five  N OH H H
2022 3-EtO-Ph NH C12 O OH H H
2023 3-EtO-Ph NH Ph O OH H H
2024 3-EtO-Ph NH C12 S OH H H
2025 3-EtO-Ph NH Ph S OH H H
2026 3-EtO-Ph NMe H NH OH H H
2027 3-EtO-Ph NEt H NH OH H H
2028 3-EtO-Ph NPr H NH OH H H
2029 3-EtO-Ph O H NH OH H H
2030 3-EtO-Ph S H NH OH H H
2031 4-EtO-Ph NH H NH H H H
2032 4-EtO-Ph NH H NH OH H H
2033 4-EtO-Ph NH H NH OA6 H H
2034 4-EtO-Ph NH H NH OA8 H H
2035 4-EtO-Ph NH H NH OA9 H H
2036 4-EtO-Ph NH H NH OA10 H H
2037 4-EtO-Ph NH H NH OA12 H H
2038 4-EtO-Ph NH H NH OA14 H H
2039 4-EtO-Ph NH H NH OA16 H H
2040 4-EtO-Ph NH H NH OH H A6
2041 4-EtO-Ph NH H NH OH H A8
2042 4-EtO-Ph NH H NH OH H A9
2043 4-EtO-Ph NH H NH OH H A10
2044 4-EtO-Ph NH H NH OH H A12
2045 4-EtO-Ph NH H NH OH H A14
2046 4-EtO-Ph NH H NH OH H A16
2047 4-EtO-Ph NH H NH OH A6 A6
2048 4-EtO-Ph NH H NH OH A8 A8
2049 4-EtO-Ph NH H NH OH A10 A10
2050 4-EtO-Ph NH H NH OA2 A2 A2
2051 4-EtO-Ph NH H NH OA3 A3 A3
2052 4-EtO-Ph NH H NH OA4 A4 A4
2053 4-EtO-Ph NH H NH OC6 H H
2054 4-EtO-Ph NH H NH OC7 H H
2055 4-EtO-Ph NH H NH OC8 H H
2056 4-EtO-Ph NH H NH OC10 H H
2057 4-EtO-Ph NH H NH OC11 H H
2058 4-EtO-Ph NH H NH OC12 H H
2059 4-EtO-Ph NH H NH OC14 H H
2060 4-EtO-Ph NH H NH OC16 H H
2061 4-EtO-Ph NH H NH C6COThree    H H
2062 4-EtO-Ph NH H NH C7COThree    H H
2063 4-EtO-Ph NH H NH C8COThree    H H
2064 4-EtO-Ph NH H NH C9COThree    H H
2065 4-EtO-Ph NH H NH C10COThree   H H
2066 4-EtO-Ph NH H NH C12COThree   H H
2067 4-EtO-Ph NH H NH C16COThree   H H
2068 4-EtO-Ph NH C8 NH OH H H
2069 4-EtO-Ph NH C9 NH OH H H
2070 4-EtO-Ph NH C10 NH OH H H
2071 4-EtO-Ph NH C12 NH OH H H
2072 4-EtO-Ph NH C16 NH OH H H
2073 4-EtO-Ph NH F1 NH OH H H
2074 4-EtO-Ph NH F2 NH OH H H
2075 4-EtO-Ph NH F3 NH OH H H
2076 4-EtO-Ph NH F4 NH OH H H
2077 4-EtO-Ph NH F5 NH OH H H
2078 4-EtO-Ph NH F6 NH OH H H
2079 4-EtO-Ph NH F7 NH OH H H
2080 4-EtO-Ph NH F8 NH OH H H
2081 4-EtO-Ph NH F9 NH OH H H
2082 4-EtO-Ph NH F10 NH OH H H
2083 4-EtO-Ph NH Ph NH OH H H
2084 4-EtO-Ph NH Bn NH OH H H
2085 4-EtO-Ph NH Pe NH OH H H
2086 4-EtO-Ph NH C12 NMe OH H H
2087 4-EtO-Ph NH C12 NEt OH H H
2088 4-EtO-Ph NH C12 NPr OH H H
2089 4-EtO-Ph NH (CH2)Three  N OH H H
2090 4-EtO-Ph NH (CH2)Four  N OH H H
2091 4-EtO-Ph NH (CH2)Five  N OH H H
2092 4-EtO-Ph NH C12 O OH H H
2093 4-EtO-Ph NH Ph O OH H H
2094 4-EtO-Ph NH C12 S OH H H
2095 4-EtO-Ph NH Ph S OH H H
2096 4-EtO-Ph NMe H NH OH H H
2097 4-EtO-Ph NEt H NH OH H H
2098 4-EtO-Ph NPr H NH OH H H
2099 4-EtO-Ph O H NH OH H H
2100 4-EtO-Ph S H NH OH H H
2101 3-iPrO-Ph NH H NH H H H
2102 3-iPrO-Ph NH H NH OH H H
2103 3-iPrO-Ph NH H NH OA6 H H
2104 3-iPrO-Ph NH H NH OA8 H H
2105 3-iPrO-Ph NH H NH OA9 H H
2106 3-iPrO-Ph NH H NH OA10 H H
2107 3-iPrO-Ph NH H NH OA12 H H
2108 3-iPrO-Ph NH H NH OA14 H H
2109 3-iPrO-Ph NH H NH OA16 H H
2110 3-iPrO-Ph NH H NH OH H A6
2111 3-iPrO-Ph NH H NH OH H A8
2112 3-iPrO-Ph NH H NH OH H A9
2113 3-iPrO-Ph NH H NH OH H A10
2114 3-iPrO-Ph NH H NH OH H A12
2115 3-iPrO-Ph NH H NH OH H A14
2116 3-iPrO-Ph NH H NH OH H A16
2117 3-iPrO-Ph NH H NH OH A6 A6
2118 3-iPrO-Ph NH H NH OH A8 A8
2119 3-iPrO-Ph NH H NH OH A10 A10
2120 3-iPrO-Ph NH H NH OA2 A2 A2
2121 3-iPrO-Ph NH H NH OA3 A3 A3
2122 3-iPrO-Ph NH H NH OA4 A4 A4
2123 3-iPrO-Ph NH H NH OC6 H H
2124 3-iPrO-Ph NH H NH OC7 H H
2125 3-iPrO-Ph NH H NH OC8 H H
2126 3-iPrO-Ph NH H NH OC10 H H
2127 3-iPrO-Ph NH H NH OC11 H H
2128 3-iPrO-Ph NH H NH OC12 H H
2129 3-iPrO-Ph NH H NH OC14 H H
2130 3-iPrO-Ph NH H NH OC16 H H
2131 3-iPrO-Ph NH H NH C6COThree    H H
2132 3-iPrO-Ph NH H NH C7COThree    H H
2133 3-iPrO-Ph NH H NH C8COThree    H H
2134 3-iPrO-Ph NH H NH C9COThree    H H
2135 3-iPrO-Ph NH H NH C10COThree   H H
2136 3-iPrO-Ph NH H NH C12COThree   H H
2137 3-iPrO-Ph NH H NH C16COThree   H H
2138 3-iPrO-Ph NH C8 NH OH H H
2139 3-iPrO-Ph NH C9 NH OH H H
2140 3-iPrO-Ph NH C10 NH OH H H
2141 3-iPrO-Ph NH C12 NH OH H H
2142 3-iPrO-Ph NH C16 NH OH H H
2143 3-iPrO-Ph NH F1 NH OH H H
2144 3-iPrO-Ph NH F2 NH OH H H
2145 3-iPrO-Ph NH F3 NH OH H H
2146 3-iPrO-Ph NH F4 NH OH H H
2147 3-iPrO-Ph NH F5 NH OH H H
2148 3-iPrO-Ph NH F6 NH OH H H
2149 3-iPrO-Ph NH F7 NH OH H H
2150 3-iPrO-Ph NH F8 NH OH H H
2151 3-iPrO-Ph NH F9 NH OH H H
2152 3-iPrO-Ph NH F10 NH OH H H
2153 3-iPrO-Ph NH Ph NH OH H H
2154 3-iPrO-Ph NH Bn NH OH H H
2155 3-iPrO-Ph NH Pe NH OH H H
2156 3-iPrO-Ph NH C12 NMe OH H H
2157 3-iPrO-Ph NH C12 NEt OH H H
2158 3-iPrO-Ph NH C12 NPr OH H H
2159 3-iPrO-Ph NH (CH2)Three  N OH H H
2160 3-iPrO-Ph NH (CH2)Four  N OH H H
2161 3-iPrO-Ph NH (CH2)Five  N OH H H
2162 3-iPrO-Ph NH C12 O OH H H
2163 3-iPrO-Ph NH Ph O OH H H
2164 3-iPrO-Ph NH C12 S OH H H
2165 3-iPrO-Ph NH Ph S OH H H
2166 3-iPrO-Ph NMe H NH OH H H
2167 3-iPrO-Ph NEt H NH OH H H
2168 3-iPrO-Ph NPr H NH OH H H
2169 3-iPrO-Ph O H NH OH H H
2170 3-iPrO-Ph S H NH OH H H
2171 4-iPrO-Ph NH H NH H H H
2172 4-iPrO-Ph NH H NH OH H H
2173 4-iPrO-Ph NH H NH OA6 H H
2174 4-iPrO-Ph NH H NH OA8 H H
2175 4-iPrO-Ph NH H NH OA9 H H
2176 4-iPrO-Ph NH H NH OA10 H H
2177 4-iPrO-Ph NH H NH OA12 H H
2178 4-iPrO-Ph NH H NH OA14 H H
2179 4-iPrO-Ph NH H NH OA16 H H
2180 4-iPrO-Ph NH H NH OH H A6
2181 4-iPrO-Ph NH H NH OH H A8
2182 4-iPrO-Ph NH H NH OH H A9
2183 4-iPrO-Ph NH H NH OH H A10
2184 4-iPrO-Ph NH H NH OH H A12
2185 4-iPrO-Ph NH H NH OH H A14
2186 4-iPrO-Ph NH H NH OH H A16
2187 4-iPrO-Ph NH H NH OH A6 A6
2188 4-iPrO-Ph NH H NH OH A8 A8
2189 4-iPrO-Ph NH H NH OH A10 A10
2190 4-iPrO-Ph NH H NH OA2 A2 A2
2191 4-iPrO-Ph NH H NH OA3 A3 A3
2192 4-iPrO-Ph NH H NH OA4 A4 A4
2193 4-iPrO-Ph NH H NH OC6 H H
2194 4-iPrO-Ph NH H NH OC7 H H
2195 4-iPrO-Ph NH H NH OC8 H H
2196 4-iPrO-Ph NH H NH OC10 H H
2197 4-iPrO-Ph NH H NH OC11 H H
2198 4-iPrO-Ph NH H NH OC12 H H
2199 4-iPrO-Ph NH H NH OC14 H H
2200 4-iPrO-Ph NH H NH OC16 H H
2201 4-iPrO-Ph NH H NH C6COThree    H H
2202 4-iPrO-Ph NH H NH C7COThree    H H
2203 4-iPrO-Ph NH H NH C8COThree    H H
2204 4-iPrO-Ph NH H NH C9COThree    H H
2205 4-iPrO-Ph NH H NH C10COThree   H H
2206 4-iPrO-Ph NH H NH C12COThree   H H
2207 4-iPrO-Ph NH H NH C16COThree   H H
2208 4-iPrO-Ph NH C8 NH OH H H
2209 4-iPrO-Ph NH C9 NH OH H H
2210 4-iPrO-Ph NH C10 NH OH H H
2211 4-iPrO-Ph NH C12 NH OH H H
2212 4-iPrO-Ph NH C16 NH OH H H
2213 4-iPrO-Ph NH F1 NH OH H H
2214 4-iPrO-Ph NH F2 NH OH H H
2215 4-iPrO-Ph NH F3 NH OH H H
2216 4-iPrO-Ph NH F4 NH OH H H
2217 4-iPrO-Ph NH F5 NH OH H H
2218 4-iPrO-Ph NH F6 NH OH H H
2219 4-iPrO-Ph NH F7 NH OH H H
2220 4-iPrO-Ph NH F8 NH OH H H
2221 4-iPrO-Ph NH F9 NH OH H H
2222 4-iPrO-Ph NH F10 NH OH H H
2223 4-iPrO-Ph NH Ph NH OH H H
2224 4-iPrO-Ph NH Bn NH OH H H
2225 4-iPrO-Ph NH Pe NH OH H H
2226 4-iPrO-Ph NH C12 NMe OH H H
2227 4-iPrO-Ph NH C12 NEt OH H H
2228 4-iPrO-Ph NH C12 NPr OH H H
2229 4-iPrO-Ph NH (CH2)Three  N OH H H
2230 4-iPrO-Ph NH (CH2)Four  N OH H H
2231 4-iPrO-Ph NH (CH2)Five  N OH H H
2232 4-iPrO-Ph NH C12 O OH H H
2233 4-iPrO-Ph NH Ph O OH H H
2234 4-iPrO-Ph NH C12 S OH H H
2235 4-iPrO-Ph NH Ph S OH H H
2236 4-iPrO-Ph NMe H NH OH H H
2237 4-iPrO-Ph NEt H NH OH H H
2238 4-iPrO-Ph NPr H NH OH H H
2239 4-iPrO-Ph O H NH OH H H
2240 4-iPrO-Ph S H NH OH H H
2241 4-BuO-Ph NH H NH H H H
2242 4-BuO-Ph NH H NH OH H H
2243 4-BuO-Ph NH H NH OA6 H H
2244 4-BuO-Ph NH H NH OA8 H H
2245 4-BuO-Ph NH H NH OA9 H H
2246 4-BuO-Ph NH H NH OA10 H H
2247 4-BuO-Ph NH H NH OA12 H H
2248 4-BuO-Ph NH H NH OA14 H H
2249 4-BuO-Ph NH H NH OA16 H H
2250 4-BuO-Ph NH H NH OH H A6
2251 4-BuO-Ph NH H NH OH H A8
2252 4-BuO-Ph NH H NH OH H A9
2253 4-BuO-Ph NH H NH OH H A10
2254 4-BuO-Ph NH H NH OH H A12
2255 4-BuO-Ph NH H NH OH H A14
2256 4-BuO-Ph NH H NH OH H A16
2257 4-BuO-Ph NH H NH OH A6 A6
2258 4-BuO-Ph NH H NH OH A8 A8
2259 4-BuO-Ph NH H NH OH A10 A10
2260 4-BuO-Ph NH H NH OA2 A2 A2
2261 4-BuO-Ph NH H NH OA3 A3 A3
2262 4-BuO-Ph NH H NH OA4 A4 A4
2263 4-BuO-Ph NH H NH OC6 H H
2264 4-BuO-Ph NH H NH OC7 H H
2265 4-BuO-Ph NH H NH OC8 H H
2266 4-BuO-Ph NH H NH OC10 H H
2267 4-BuO-Ph NH H NH OC11 H H
2268 4-BuO-Ph NH H NH OC12 H H
2269 4-BuO-Ph NH H NH OC14 H H
2270 4-BuO-Ph NH H NH OC16 H H
2271 4-BuO-Ph NH H NH C6COThree    H H
2272 4-BuO-Ph NH H NH C7COThree    H H
2273 4-BuO-Ph NH H NH C8COThree    H H
2274 4-BuO-Ph NH H NH C9COThree    H H
2275 4-BuO-Ph NH H NH C10COThree   H H
2276 4-BuO-Ph NH H NH C12COThree   H H
2277 4-BuO-Ph NH H NH C16COThree   H H
2278 4-BuO-Ph NH C8 NH OH H H
2279 4-BuO-Ph NH C9 NH OH H H
2280 4-BuO-Ph NH C10 NH OH H H
2281 4-BuO-Ph NH C12 NH OH H H
2282 4-BuO-Ph NH C16 NH OH H H
2283 4-BuO-Ph NH F1 NH OH H H
2284 4-BuO-Ph NH F2 NH OH H H
2285 4-BuO-Ph NH F3 NH OH H H
2286 4-BuO-Ph NH F4 NH OH H H
2287 4-BuO-Ph NH F5 NH OH H H
2288 4-BuO-Ph NH F6 NH OH H H
2289 4-BuO-Ph NH F7 NH OH H H
2290 4-BuO-Ph NH F8 NH OH H H
2291 4-BuO-Ph NH F9 NH OH H H
2292 4-BuO-Ph NH F10 NH OH H H
2293 4-BuO-Ph NH Ph NH OH H H
2294 4-BuO-Ph NH Bn NH OH H H
2295 4-BuO-Ph NH Pe NH OH H H
2296 4-BuO-Ph NH C12 NMe OH H H
2297 4-BuO-Ph NH C12 NEt OH H H
2298 4-BuO-Ph NH C12 NPr OH H H
2299 4-BuO-Ph NH (CH2)Three  N OH H H
2300 4-BuO-Ph NH (CH2)Four  N OH H H
2301 4-BuO-Ph NH (CH2)Five  N OH H H
2302 4-BuO-Ph NH C12 O OH H H
2303 4-BuO-Ph NH Ph O OH H H
2304 4-BuO-Ph NH C12 S OH H H
2305 4-BuO-Ph NH Ph S OH H H
2306 4-BuO-Ph NMe H NH OH H H
2307 4-BuO-Ph NEt H NH OH H H
2308 4-BuO-Ph NPr H NH OH H H
2309 4-BuO-Ph O H NH OH H H
2310 4-BuO-Ph S H NH OH H H
2311 4-PenO-Ph NH H NH H H H
2312 4-PenO-Ph NH H NH OH H H
2313 4-PenO-Ph NH H NH OA6 H H
2314 4-PenO-Ph NH H NH OA8 H H
2315 4-PenO-Ph NH H NH OA9 H H
2316 4-PenO-Ph NH H NH OA10 H H
2317 4-PenO-Ph NH H NH OA12 H H
2318 4-PenO-Ph NH H NH OA14 H H
2319 4-PenO-Ph NH H NH OA16 H H
2320 4-PenO-Ph NH H NH OH H A6
2321 4-PenO-Ph NH H NH OH H A8
2322 4-PenO-Ph NH H NH OH H A9
2323 4-PenO-Ph NH H NH OH H A10
2324 4-PenO-Ph NH H NH OH H A12
2325 4-PenO-Ph NH H NH OH H A14
2326 4-PenO-Ph NH H NH OH H A16
2327 4-PenO-Ph NH H NH OH A6 A6
2328 4-PenO-Ph NH H NH OH A8 A8
2329 4-PenO-Ph NH H NH OH A10 A10
2330 4-PenO-Ph NH H NH OA2 A2 A2
2331 4-PenO-Ph NH H NH OA3 A3 A3
2332 4-PenO-Ph NH H NH OA4 A4 A4
2333 4-PenO-Ph NH H NH OC6 H H
2334 4-PenO-Ph NH H NH OC7 H H
2335 4-PenO-Ph NH H NH OC8 H H
2336 4-PenO-Ph NH H NH OC10 H H
2337 4-PenO-Ph NH H NH OC11 H H
2338 4-PenO-Ph NH H NH OC12 H H
2339 4-PenO-Ph NH H NH OC14 H H
2340 4-PenO-Ph NH H NH OC16 H H
2341 4-PenO-Ph NH H NH C6COThree    H H
2342 4-PenO-Ph NH H NH C7COThree    H H
2343 4-PenO-Ph NH H NH C8COThree    H H
2344 4-PenO-Ph NH H NH C9COThree    H H
2345 4-PenO-Ph NH H NH C10COThree   H H
2346 4-PenO-Ph NH H NH C12COThree   H H
2347 4-PenO-Ph NH H NH C16COThree   H H
2348 4-PenO-Ph NH C8 NH OH H H
2349 4-PenO-Ph NH C9 NH OH H H
2350 4-PenO-Ph NH C10 NH OH H H
2351 4-PenO-Ph NH C12 NH OH H H
2352 4-PenO-Ph NH C16 NH OH H H
2353 4-PenO-Ph NH F1 NH OH H H
2354 4-PenO-Ph NH F2 NH OH H H
2355 4-PenO-Ph NH F3 NH OH H H
2356 4-PenO-Ph NH F4 NH OH H H
2357 4-PenO-Ph NH F5 NH OH H H
2358 4-PenO-Ph NH F6 NH OH H H
2359 4-PenO-Ph NH F7 NH OH H H
2360 4-PenO-Ph NH F8 NH OH H H
2361 4-PenO-Ph NH F9 NH OH H H
2362 4-PenO-Ph NH F10 NH OH H H
2363 4-PenO-Ph NH Ph NH OH H H
2364 4-PenO-Ph NH Bn NH OH H H
2365 4-PenO-Ph NH Pe NH OH H H
2366 4-PenO-Ph NH C12 NMe OH H H
2367 4-PenO-Ph NH C12 NEt OH H H
2368 4-PenO-Ph NH C12 NPr OH H H
2369 4-PenO-Ph NH (CH2)Three  N OH H H
2370 4-PenO-Ph NH (CH2)Four  N OH H H
2371 4-PenO-Ph NH (CH2)Five  N OH H H
2372 4-PenO-Ph NH C12 O OH H H
2373 4-PenO-Ph NH Ph O OH H H
2374 4-PenO-Ph NH C12 S OH H H
2375 4-PenO-Ph NH Ph S OH H H
2376 4-PenO-Ph NMe H NH OH H H
2377 4-PenO-Ph NEt H NH OH H H
2378 4-PenO-Ph NPr H NH OH H H
2379 4-PenO-Ph O H NH OH H H
2380 4-PenO-Ph S H NH OH H H
2381 4-HexO-Ph NH H NH H H H
2382 4-HexO-Ph NH H NH OH H H
2383 4-HexO-Ph NH H NH OA6 H H
2384 4-HexO-Ph NH H NH OA8 H H
2385 4-HexO-Ph NH H NH OA9 H H
2386 4-HexO-Ph NH H NH OA10 H H
2387 4-HexO-Ph NH H NH OA12 H H
2388 4-HexO-Ph NH H NH OA14 H H
2389 4-HexO-Ph NH H NH OA16 H H
2390 4-HexO-Ph NH H NH OH H A6
2391 4-HexO-Ph NH H NH OH H A8
2392 4-HexO-Ph NH H NH OH H A9
2393 4-HexO-Ph NH H NH OH H A10
2394 4-HexO-Ph NH H NH OH H A12
2395 4-HexO-Ph NH H NH OH H A14
2396 4-HexO-Ph NH H NH OH H A16
2397 4-HexO-Ph NH H NH OH A6 A6
2398 4-HexO-Ph NH H NH OH A8 A8
2399 4-HexO-Ph NH H NH OH A10 A10
2400 4-HexO-Ph NH H NH OA2 A2 A2
2401 4-HexO-Ph NH H NH OA3 A3 A3
2402 4-HexO-Ph NH H NH OA4 A4 A4
2403 4-HexO-Ph NH H NH OC6 H H
2404 4-HexO-Ph NH H NH OC7 H H
2405 4-HexO-Ph NH H NH OC8 H H
2406 4-HexO-Ph NH H NH OC10 H H
2407 4-HexO-Ph NH H NH OC11 H H
2408 4-HexO-Ph NH H NH OC12 H H
2409 4-HexO-Ph NH H NH OC14 H H
2410 4-HexO-Ph NH H NH OC16 H H
2411 4-HexO-Ph NH H NH C6COThree    H H
2412 4-HexO-Ph NH H NH C7COThree    H H
2413 4-HexO-Ph NH H NH C8COThree    H H
2414 4-HexO-Ph NH H NH C9COThree    H H
2415 4-HexO-Ph NH H NH C10COThree   H H
2416 4-HexO-Ph NH H NH C12COThree   H H
2417 4-HexO-Ph NH H NH C16COThree   H H
2418 4-HexO-Ph NH C8 NH OH H H
2419 4-HexO-Ph NH C9 NH OH H H
2420 4-HexO-Ph NH C10 NH OH H H
2421 4-HexO-Ph NH C12 NH OH H H
2422 4-HexO-Ph NH C16 NH OH H H
2423 4-HexO-Ph NH F1 NH OH H H
2424 4-HexO-Ph NH F2 NH OH H H
2425 4-HexO-Ph NH F3 NH OH H H
2426 4-HexO-Ph NH F4 NH OH H H
2427 4-HexO-Ph NH F5 NH OH H H
2428 4-HexO-Ph NH F6 NH OH H H
2429 4-HexO-Ph NH F7 NH OH H H
2430 4-HexO-Ph NH F8 NH OH H H
2431 4-HexO-Ph NH F9 NH OH H H
2432 4-HexO-Ph NH F10 NH OH H H
2433 4-HexO-Ph NH Ph NH OH H H
2434 4-HexO-Ph NH Bn NH OH H H
2435 4-HexO-Ph NH Pe NH OH H H
2436 4-HexO-Ph NH C12 NMe OH H H
2437 4-HexO-Ph NH C12 NEt OH H H
2438 4-HexO-Ph NH C12 NPr OH H H
2439 4-HexO-Ph NH (CH2)Three  N OH H H
2440 4-HexO-Ph NH (CH2)Four  N OH H H
2441 4-HexO-Ph NH (CH2)Five  N OH H H
2442 4-HexO-Ph NH C12 O OH H H
2443 4-HexO-Ph NH Ph O OH H H
2444 4-HexO-Ph NH C12 S OH H H
2445 4-HexO-Ph NH Ph S OH H H
2446 4-HexO-Ph NMe H NH OH H H
2447 4-HexO-Ph NEt H NH OH H H
2448 4-HexO-Ph NPr H NH OH H H
2449 4-HexO-Ph O H NH OH H H
2450 4-HexO-Ph S H NH OH H H
2451 3-BnO-Ph NH H NH H H H
2452 3-BnO-Ph NH H NH OH H H
2453 3-BnO-Ph NH H NH OA6 H H
2454 3-BnO-Ph NH H NH OA8 H H
2455 3-BnO-Ph NH H NH OA9 H H
2456 3-BnO-Ph NH H NH OA10 H H
2457 3-BnO-Ph NH H NH OA12 H H
2458 3-BnO-Ph NH H NH OA14 H H
2459 3-BnO-Ph NH H NH OA16 H H
2460 3-BnO-Ph NH H NH OH H A6
2461 3-BnO-Ph NH H NH OH H A8
2462 3-BnO-Ph NH H NH OH H A9
2463 3-BnO-Ph NH H NH OH H A10
2464 3-BnO-Ph NH H NH OH H A12
2465 3-BnO-Ph NH H NH OH H A14
2466 3-BnO-Ph NH H NH OH H A16
2467 3-BnO-Ph NH H NH OH A6 A6
2468 3-BnO-Ph NH H NH OH A8 A8
2469 3-BnO-Ph NH H NH OH A10 A10
2470 3-BnO-Ph NH H NH OA2 A2 A2
2471 3-BnO-Ph NH H NH OA3 A3 A3
2472 3-BnO-Ph NH H NH OA4 A4 A4
2473 3-BnO-Ph NH H NH OC6 H H
2474 3-BnO-Ph NH H NH OC7 H H
2475 3-BnO-Ph NH H NH OC8 H H
2476 3-BnO-Ph NH H NH OC10 H H
2477 3-BnO-Ph NH H NH OC11 H H
2478 3-BnO-Ph NH H NH OC12 H H
2479 3-BnO-Ph NH H NH OC14 H H
2480 3-BnO-Ph NH H NH OC16 H H
2481 3-BnO-Ph NH H NH C6COThree    H H
2482 3-BnO-Ph NH H NH C7COThree    H H
2483 3-BnO-Ph NH H NH C8COThree    H H
2484 3-BnO-Ph NH H NH C9COThree    H H
2485 3-BnO-Ph NH H NH C10COThree   H H
2486 3-BnO-Ph NH H NH C12COThree   H H
2487 3-BnO-Ph NH H NH C16COThree   H H
2488 3-BnO-Ph NH C8 NH OH H H
2489 3-BnO-Ph NH C9 NH OH H H
2490 3-BnO-Ph NH C10 NH OH H H
2491 3-BnO-Ph NH C12 NH OH H H
2492 3-BnO-Ph NH C16 NH OH H H
2493 3-BnO-Ph NH F1 NH OH H H
2494 3-BnO-Ph NH F2 NH OH H H
2495 3-BnO-Ph NH F3 NH OH H H
2496 3-BnO-Ph NH F4 NH OH H H
2497 3-BnO-Ph NH F5 NH OH H H
2498 3-BnO-Ph NH F6 NH OH H H
2499 3-BnO-Ph NH F7 NH OH H H
2500 3-BnO-Ph NH F8 NH OH H H
2501 3-BnO-Ph NH F9 NH OH H H
2502 3-BnO-Ph NH F10 NH OH H H
2503 3-BnO-Ph NH Ph NH OH H H
2504 3-BnO-Ph NH Bn NH OH H H
2505 3-BnO-Ph NH Pe NH OH H H
2506 3-BnO-Ph NH C12 NMe OH H H
2507 3-BnO-Ph NH C12 NEt OH H H
2508 3-BnO-Ph NH C12 NPr OH H H
2509 3-BnO-Ph NH (CH2)Three  N OH H H
2510 3-BnO-Ph NH (CH2)Four  N OH H H
2511 3-BnO-Ph NH (CH2)Five  N OH H H
2512 3-BnO-Ph NH C12 O OH H H
2513 3-BnO-Ph NH Ph O OH H H
2514 3-BnO-Ph NH C12 S OH H H
2515 3-BnO-Ph NH Ph S OH H H
2516 3-BnO-Ph NMe H NH OH H H
2517 3-BnO-Ph NEt H NH OH H H
2518 3-BnO-Ph NPr H NH OH H H
2519 3-BnO-Ph O H NH OH H H
2520 3-BnO-Ph S H NH OH H H
2521 2-Me-4-MeO-Ph NH H NH H H H
2522 2-Me-4-MeO-Ph NH H NH OH H H
2523 2-Me-4-MeO-Ph NH H NH OA6 H H
2524 2-Me-4-MeO-Ph NH H NH OA8 H H
2525 2-Me-4-MeO-Ph NH H NH OA9 H H
2526 2-Me-4-MeO-Ph NH H NH OA10 H H
2527 2-Me-4-MeO-Ph NH H NH OA12 H H
2528 2-Me-4-MeO-Ph NH H NH OA14 H H
2529 2-Me-4-MeO-Ph NH H NH OA16 H H
2530 2-Me-4-MeO-Ph NH H NH OH H A6
2531 2-Me-4-MeO-Ph NH H NH OH H A8
2532 2-Me-4-MeO-Ph NH H NH OH H A9
2533 2-Me-4-MeO-Ph NH H NH OH H A10
2534 2-Me-4-MeO-Ph NH H NH OH H A12
2535 2-Me-4-MeO-Ph NH H NH OH H A14
2536 2-Me-4-MeO-Ph NH H NH OH H A16
2537 2-Me-4-MeO-Ph NH H NH OH A6 A6
2538 2-Me-4-MeO-Ph NH H NH OH A8 A8
2539 2-Me-4-MeO-Ph NH H NH OH A10 A10
2540 2-Me-4-MeO-Ph NH H NH OA2 A2 A2
2541 2-Me-4-MeO-Ph NH H NH OA3 A3 A3
2542 2-Me-4-MeO-Ph NH H NH OA4 A4 A4
2543 2-Me-4-MeO-Ph NH H NH OC6 H H
2544 2-Me-4-MeO-Ph NH H NH OC7 H H
2545 2-Me-4-MeO-Ph NH H NH OC8 H H
2546 2-Me-4-MeO-Ph NH H NH OC10 H H
2547 2-Me-4-MeO-Ph NH H NH OC11 H H
2548 2-Me-4-MeO-Ph NH H NH OC12 H H
2549 2-Me-4-MeO-Ph NH H NH OC14 H H
2550 2-Me-4-MeO-Ph NH H NH OC16 H H
2551 2-Me-4-MeO-Ph NH H NH C6COThree    H H
2552 2-Me-4-MeO-Ph NH H NH C7COThree    H H
2553 2-Me-4-MeO-Ph NH H NH C8COThree    H H
2554 2-Me-4-MeO-Ph NH H NH C9COThree    H H
2555 2-Me-4-MeO-Ph NH H NH C10COThree   H H
2556 2-Me-4-MeO-Ph NH H NH C12COThree   H H
2557 2-Me-4-MeO-Ph NH H NH C16COThree   H H
2558 2-Me-4-MeO-Ph NH C8 NH OH H H
2559 2-Me-4-MeO-Ph NH C9 NH OH H H
2560 2-Me-4-MeO-Ph NH C10 NH OH H H
2561 2-Me-4-MeO-Ph NH C12 NH OH H H
2562 2-Me-4-MeO-Ph NH C16 NH OH H H
2563 2-Me-4-MeO-Ph NH F1 NH OH H H
2564 2-Me-4-MeO-Ph NH F2 NH OH H H
2565 2-Me-4-MeO-Ph NH F3 NH OH H H
2566 2-Me-4-MeO-Ph NH F4 NH OH H H
2567 2-Me-4-MeO-Ph NH F5 NH OH H H
2568 2-Me-4-MeO-Ph NH F6 NH OH H H
2569 2-Me-4-MeO-Ph NH F7 NH OH H H
2570 2-Me-4-MeO-Ph NH F8 NH OH H H
2571 2-Me-4-MeO-Ph NH F9 NH OH H H
2572 2-Me-4-MeO-Ph NH F10 NH OH H H
2573 2-Me-4-MeO-Ph NH Ph NH OH H H
2574 2-Me-4-MeO-Ph NH Bn NH OH H H
2575 2-Me-4-MeO-Ph NH Pe NH OH H H
2576 2-Me-4-MeO-Ph NH C12 NMe OH H H
2577 2-Me-4-MeO-Ph NH C12 NEt OH H H
2578 2-Me-4-MeO-Ph NH C12 NPr OH H H
2579 2-Me-4-MeO-Ph NH (CH2)Three  N OH H H
2580 2-Me-4-MeO-Ph NH (CH2)Four  N OH H H
2581 2-Me-4-MeO-Ph NH (CH2)Five  N OH H H
2582 2-Me-4-MeO-Ph NH C12 O OH H H
2583 2-Me-4-MeO-Ph NH Ph O OH H H
2584 2-Me-4-MeO-Ph NH C12 S OH H H
2585 2-Me-4-MeO-Ph NH Ph S OH H H
2586 2-Me-4-MeO-Ph NMe H NH OH H H
2587 2-Me-4-MeO-Ph NEt H NH OH H H
2588 2-Me-4-MeO-Ph NPr H NH OH H H
2589 2-Me-4-MeO-Ph O H NH OH H H
2590 2-Me-4-MeO-Ph S H NH OH H H
2591 3-PhO-Ph NH H NH H H H
2592 3-PhO-Ph NH H NH OH H H
2593 3-PhO-Ph NH H NH OA6 H H
2594 3-PhO-Ph NH H NH OA8 H H
2595 3-PhO-Ph NH H NH OA9 H H
2596 3-PhO-Ph NH H NH OA10 H H
2597 3-PhO-Ph NH H NH OA12 H H
2598 3-PhO-Ph NH H NH OA14 H H
2599 3-PhO-Ph NH H NH OA16 H H
2600 3-PhO-Ph NH H NH OH H A6
2601 3-PhO-Ph NH H NH OH H A8
2602 3-PhO-Ph NH H NH OH H A9
2603 3-PhO-Ph NH H NH OH H A10
2604 3-PhO-Ph NH H NH OH H A12
2605 3-PhO-Ph NH H NH OH H A14
2606 3-PhO-Ph NH H NH OH H A16
2607 3-PhO-Ph NH H NH OH A6 A6
2608 3-PhO-Ph NH H NH OH A8 A8
2609 3-PhO-Ph NH H NH OH A10 A10
2610 3-PhO-Ph NH H NH OA2 A2 A2
2611 3-PhO-Ph NH H NH OA3 A3 A3
2612 3-PhO-Ph NH H NH OA4 A4 A4
2613 3-PhO-Ph NH H NH OC6 H H
2614 3-PhO-Ph NH H NH OC7 H H
2615 3-PhO-Ph NH H NH OC8 H H
2616 3-PhO-Ph NH H NH OC10 H H
2617 3-PhO-Ph NH H NH OC11 H H
2618 3-PhO-Ph NH H NH OC12 H H
2619 3-PhO-Ph NH H NH OC14 H H
2620 3-PhO-Ph NH H NH OC16 H H
2621 3-PhO-Ph NH H NH C6COThree    H H
2622 3-PhO-Ph NH H NH C7COThree    H H
2623 3-PhO-Ph NH H NH C8COThree    H H
2624 3-PhO-Ph NH H NH C9COThree    H H
2625 3-PhO-Ph NH H NH C10COThree   H H
2626 3-PhO-Ph NH H NH C12COThree   H H
2627 3-PhO-Ph NH H NH C16COThree   H H
2628 3-PhO-Ph NH C8 NH OH H H
2629 3-PhO-Ph NH C9 NH OH H H
2630 3-PhO-Ph NH C10 NH OH H H
2631 3-PhO-Ph NH C12 NH OH H H
2632 3-PhO-Ph NH C16 NH OH H H
2633 3-PhO-Ph NH F1 NH OH H H
2634 3-PhO-Ph NH F2 NH OH H H
2635 3-PhO-Ph NH F3 NH OH H H
2636 3-PhO-Ph NH F4 NH OH H H
2637 3-PhO-Ph NH F5 NH OH H H
2638 3-PhO-Ph NH F6 NH OH H H
2639 3-PhO-Ph NH F7 NH OH H H
2640 3-PhO-Ph NH F8 NH OH H H
2641 3-PhO-Ph NH F9 NH OH H H
2642 3-PhO-Ph NH F10 NH OH H H
2643 3-PhO-Ph NH Ph NH OH H H
2644 3-PhO-Ph NH Bn NH OH H H
2645 3-PhO-Ph NH Pe NH OH H H
2646 3-PhO-Ph NH C12 NMe OH H H
2647 3-PhO-Ph NH C12 NEt OH H H
2648 3-PhO-Ph NH C12 NPr OH H H
2649 3-PhO-Ph NH (CH2)Three  N OH H H
2650 3-PhO-Ph NH (CH2)Four  N OH H H
2651 3-PhO-Ph NH (CH2)Five  N OH H H
2652 3-PhO-Ph NH C12 O OH H H
2653 3-PhO-Ph NH Ph O OH H H
2654 3-PhO-Ph NH C12 S OH H H
2655 3-PhO-Ph NH Ph S OH H H
2656 3-PhO-Ph NMe H NH OH H H
2657 3-PhO-Ph NEt H NH OH H H
2658 3-PhO-Ph NPr H NH OH H H
2659 3-PhO-Ph O H NH OH H H
2660 3-PhO-Ph S H NH OH H H
2661 3,4- (OCH2O) -Ph NH H NH H H H
2662 3,4- (OCH2O) -Ph NH H NH OH H H
2663 3,4- (OCH2O) -Ph NH H NH OA6 H H
2664 3,4- (OCH2O) -Ph NH H NH OA8 H H
2665 3,4- (OCH2O) -Ph NH H NH OA9 H H
2666 3,4- (OCH2O) -Ph NH H NH OA10 H H
2667 3,4- (OCH2O) -Ph NH H NH OA12 H H
2668 3,4- (OCH2O) -Ph NH H NH OA14 H H
2669 3,4- (OCH2O) -Ph NH H NH OA16 H H
2670 3,4- (OCH2O) -Ph NH H NH OH H A6
2671 3,4- (OCH2O) -Ph NH H NH OH H A8
2672 3,4- (OCH2O) -Ph NH H NH OH H A9
2673 3,4- (OCH2O) -Ph NH H NH OH H A10
2674 3,4- (OCH2O) -Ph NH H NH OH H A12
2675 3,4- (OCH2O) -Ph NH H NH OH H A14
2676 3,4- (OCH2O) -Ph NH H NH OH H A16
2677 3,4- (OCH2O) -Ph NH H NH OH A6 A6
2678 3,4- (OCH2O) -Ph NH H NH OH A8 A8
2679 3,4- (OCH2O) -Ph NH H NH OH A10 A10
2680 3,4- (OCH2O) -Ph NH H NH OA2 A2 A2
2681 3,4- (OCH2O) -Ph NH H NH OA3 A3 A3
2682 3,4- (OCH2O) -Ph NH H NH OA4 A4 A4
2683 3,4- (OCH2O) -Ph NH H NH OC6 H H
2684 3,4- (OCH2O) -Ph NH H NH OC7 H H
2685 3,4- (OCH2O) -Ph NH H NH OC8 H H
2686 3,4- (OCH2O) -Ph NH H NH OC10 H H
2687 3,4- (OCH2O) -Ph NH H NH OC11 H H
2688 3,4- (OCH2O) -Ph NH H NH OC12 H H
2689 3,4- (OCH2O) -Ph NH H NH OC14 H H
2690 3,4- (OCH2O) -Ph NH H NH OC16 H H
2691 3,4- (OCH2O) -Ph NH H NH C6COThree    H H
2692 3,4- (OCH2O) -Ph NH H NH C7COThree    H H
2693 3,4- (OCH2O) -Ph NH H NH C8COThree    H H
2694 3,4- (OCH2O) -Ph NH H NH C9COThree    H H
2695 3,4- (OCH2O) -Ph NH H NH C10COThree   H H
2696 3,4- (OCH2O) -Ph NH H NH C12COThree   H H
2697 3,4- (OCH2O) -Ph NH H NH C16COThree   H H
2698 3,4- (OCH2O) -Ph NH C8 NH OH H H
2699 3,4- (OCH2O) -Ph NH C9 NH OH H H
2700 3,4- (OCH2O) -Ph NH C10 NH OH H H
2701 3,4- (OCH2O) -Ph NH C12 NH OH H H
2702 3,4- (OCH2O) -Ph NH C16 NH OH H H
2703 3,4- (OCH2O) -Ph NH F1 NH OH H H
2704 3,4- (OCH2O) -Ph NH F2 NH OH H H
2705 3,4- (OCH2O) -Ph NH F3 NH OH H H
2706 3,4- (OCH2O) -Ph NH F4 NH OH H H
2707 3,4- (OCH2O) -Ph NH F5 NH OH H H
2708 3,4- (OCH2O) -Ph NH F6 NH OH H H
2709 3,4- (OCH2O) -Ph NH F7 NH OH H H
2710 3,4- (OCH2O) -Ph NH F8 NH OH H H
2711 3,4- (OCH2O) -Ph NH F9 NH OH H H
2712 3,4- (OCH2O) -Ph NH F10 NH OH H H
2713 3,4- (OCH2O) -Ph NH Ph NH OH H H
2714 3,4- (OCH2O) -Ph NH Bn NH OH H H
2715 3,4- (OCH2O) -Ph NH Pe NH OH H H
2716 3,4- (OCH2O) -Ph NH C12 NMe OH H H
2717 3,4- (OCH2O) -Ph NH C12 NEt OH H H
2718 3,4- (OCH2O) -Ph NH C12 NPr OH H H
2719 3,4- (OCH2O) -Ph NH (CH2)Three  N OH H H
2720 3,4- (OCH2O) -Ph NH (CH2)Four  N OH H H
2721 3,4- (OCH2O) -Ph NH (CH2)Five  N OH H H
2722 3,4- (OCH2O) -Ph NH C12 O OH H H
2723 3,4- (OCH2O) -Ph NH Ph O OH H H
2724 3,4- (OCH2O) -Ph NH C12 S OH H H
2725 3,4- (OCH2O) -Ph NH Ph S OH H H
2726 3,4- (OCH2O) -Ph NMe H NH OH H H
2727 3,4- (OCH2O) -Ph NEt H NH OH H H
2728 3,4- (OCH2O) -Ph NPr H NH OH H H
2729 3,4- (OCH2O) -Ph O H NH OH H H
2730 3,4- (OCH2O) -Ph S H NH OH H H
2731 3,5- (MeO)2-Ph NH H NH H H H
2732 3,5- (MeO)2-Ph NH H NH OH H H
2733 3,5- (MeO)2-Ph NH H NH OA6 H H
2734 3,5- (MeO)2-Ph NH H NH OA8 H H
2735 3,5- (MeO)2-Ph NH H NH OA9 H H
2736 3,5- (MeO)2-Ph NH H NH OA10 H H
2737 3,5- (MeO)2-Ph NH H NH OA12 H H
2738 3,5- (MeO)2-Ph NH H NH OA14 H H
2739 3,5- (MeO)2-Ph NH H NH OA16 H H
2740 3,5- (MeO)2-Ph NH H NH OH H A6
2741 3,5- (MeO)2-Ph NH H NH OH H A8
2742 3,5- (MeO)2-Ph NH H NH OH H A9
2743 3,5- (MeO)2-Ph NH H NH OH H A10
2744 3,5- (MeO)2-Ph NH H NH OH H A12
2745 3,5- (MeO)2-Ph NH H NH OH H A14
2746 3,5- (MeO)2-Ph NH H NH OH H A16
2747 3,5- (MeO)2-Ph NH H NH OH A6 A6
2748 3,5- (MeO)2-Ph NH H NH OH A8 A8
2749 3,5- (MeO)2-Ph NH H NH OH A10 A10
2750 3,5- (MeO)2-Ph NH H NH OA2 A2 A2
2751 3,5- (MeO)2-Ph NH H NH OA3 A3 A3
2752 3,5- (MeO)2-Ph NH H NH OA4 A4 A4
2753 3,5- (MeO)2-Ph NH H NH OC6 H H
2754 3,5- (MeO)2-Ph NH H NH OC7 H H
2755 3,5- (MeO)2-Ph NH H NH OC8 H H
2756 3,5- (MeO)2-Ph NH H NH OC10 H H
2757 3,5- (MeO)2-Ph NH H NH OC11 H H
2758 3,5- (MeO)2-Ph NH H NH OC12 H H
2759 3,5- (MeO)2-Ph NH H NH OC14 H H
2760 3,5- (MeO)2-Ph NH H NH OC16 H H
2761 3,5- (MeO)2-Ph NH H NH C6COThree    H H
2762 3,5- (MeO)2-Ph NH H NH C7COThree    H H
2763 3,5- (MeO)2-Ph NH H NH C8COThree    H H
2764 3,5- (MeO)2-Ph NH H NH C9COThree    H H
2765 3,5- (MeO)2-Ph NH H NH C10COThree   H H
2766 3,5- (MeO)2-Ph NH H NH C12COThree   H H
2767 3,5- (MeO)2-Ph NH H NH C16COThree   H H
2768 3,5- (MeO)2-Ph NH C8 NH OH H H
2769 3,5- (MeO)2-Ph NH C9 NH OH H H
2770 3,5- (MeO)2-Ph NH C10 NH OH H H
2771 3,5- (MeO)2-Ph NH C12 NH OH H H
2772 3,5- (MeO)2-Ph NH C16 NH OH H H
2773 3,5- (MeO)2-Ph NH F1 NH OH H H
2774 3,5- (MeO)2-Ph NH F2 NH OH H H
2775 3,5- (MeO)2-Ph NH F3 NH OH H H
2776 3,5- (MeO)2-Ph NH F4 NH OH H H
2777 3,5- (MeO)2-Ph NH F5 NH OH H H
2778 3,5- (MeO)2-Ph NH F6 NH OH H H
2779 3,5- (MeO)2-Ph NH F7 NH OH H H
2780 3,5- (MeO)2-Ph NH F8 NH OH H H
2781 3,5- (MeO)2-Ph NH F9 NH OH H H
2782 3,5- (MeO)2-Ph NH F10 NH OH H H
2783 3,5- (MeO)2-Ph NH Ph NH OH H H
2784 3,5- (MeO)2-Ph NH Bn NH OH H H
2785 3,5- (MeO)2-Ph NH Pe NH OH H H
2786 3,5- (MeO)2-Ph NH C12 NMe OH H H
2787 3,5- (MeO)2-Ph NH C12 NEt OH H H
2788 3,5- (MeO)2-Ph NH C12 NPr OH H H
2789 3,5- (MeO)2-Ph NH (CH2)Three  N OH H H
2790 3,5- (MeO)2-Ph NH (CH2)Four  N OH H H
2791 3,5- (MeO)2-Ph NH (CH2)Five  N OH H H
2792 3,5- (MeO)2-Ph NH C12 O OH H H
2793 3,5- (MeO)2-Ph NH Ph O OH H H
2794 3,5- (MeO)2-Ph NH C12 S OH H H
2795 3,5- (MeO)2-Ph NH Ph S OH H H
2796 3,5- (MeO)2-Ph NMe H NH OH H H
2797 3,5- (MeO)2-Ph NEt H NH OH H H
2798 3,5- (MeO)2-Ph NPr H NH OH H H
2799 3,5- (MeO)2-Ph O H NH OH H H
2800 3,5- (MeO)2-Ph S H NH OH H H
2801 3,4,5- (MeO)Three-Ph NH H NH H H H
2802 3,4,5- (MeO)Three-Ph NH H NH OH H H
2803 3,4,5- (MeO)Three-Ph NH H NH OA6 H H
2804 3,4,5- (MeO)Three-Ph NH H NH OA8 H H
2805 3,4,5- (MeO)Three-Ph NH H NH OA9 H H
2806 3,4,5- (MeO)Three-Ph NH H NH OA10 H H
2807 3,4,5- (MeO)Three-Ph NH H NH OA12 H H
2808 3,4,5- (MeO)Three-Ph NH H NH OA14 H H
2809 3,4,5- (MeO)Three-Ph NH H NH OA16 H H
2810 3,4,5- (MeO)Three-Ph NH H NH OH H A6
2811 3,4,5- (MeO)Three-Ph NH H NH OH H A8
2812 3,4,5- (MeO)Three-Ph NH H NH OH H A9
2813 3,4,5- (MeO)Three-Ph NH H NH OH H A10
2814 3,4,5- (MeO)Three-Ph NH H NH OH H A12
2815 3,4,5- (MeO)Three-Ph NH H NH OH H A14
2816 3,4,5- (MeO)Three-Ph NH H NH OH H A16
2817 3,4,5- (MeO)Three-Ph NH H NH OH A6 A6
2818 3,4,5- (MeO)Three-Ph NH H NH OH A8 A8
2819 3,4,5- (MeO)Three-Ph NH H NH OH A10 A10
2820 3,4,5- (MeO)Three-Ph NH H NH OA2 A2 A2
2821 3,4,5- (MeO)Three-Ph NH H NH OA3 A3 A3
2822 3,4,5- (MeO)Three-Ph NH H NH OA4 A4 A4
2823 3,4,5- (MeO)Three-Ph NH H NH OC6 H H
2824 3,4,5- (MeO)Three-Ph NH H NH OC7 H H
2825 3,4,5- (MeO)Three-Ph NH H NH OC8 H H
2826 3,4,5- (MeO)Three-Ph NH H NH OC10 H H
2827 3,4,5- (MeO)Three-Ph NH H NH OC11 H H
2828 3,4,5- (MeO)Three-Ph NH H NH OC12 H H
2829 3,4,5- (MeO)Three-Ph NH H NH OC14 H H
2830 3,4,5- (MeO)Three-Ph NH H NH OC16 H H
2831 3,4,5- (MeO)Three-Ph NH H NH C6COThree    H H
2832 3,4,5- (MeO)Three-Ph NH H NH C7COThree    H H
2833 3,4,5- (MeO)Three-Ph NH H NH C8COThree    H H
2834 3,4,5- (MeO)Three-Ph NH H NH C9COThree    H H
2835 3,4,5- (MeO)Three-Ph NH H NH C10COThree   H H
2836 3,4,5- (MeO)Three-Ph NH H NH C12COThree   H H
2837 3,4,5- (MeO)Three-Ph NH H NH C16COThree   H H
2838 3,4,5- (MeO)Three-Ph NH C8 NH OH H H
2839 3,4,5- (MeO)Three-Ph NH C9 NH OH H H
2840 3,4,5- (MeO)Three-Ph NH C10 NH OH H H
2841 3,4,5- (MeO)Three-Ph NH C12 NH OH H H
2842 3,4,5- (MeO)Three-Ph NH C16 NH OH H H
2843 3,4,5- (MeO)Three-Ph NH F1 NH OH H H
2844 3,4,5- (MeO)Three-Ph NH F2 NH OH H H
2845 3,4,5- (MeO)Three-Ph NH F3 NH OH H H
2846 3,4,5- (MeO)Three-Ph NH F4 NH OH H H
2847 3,4,5- (MeO)Three-Ph NH F5 NH OH H H
2848 3,4,5- (MeO)Three-Ph NH F6 NH OH H H
2849 3,4,5- (MeO)Three-Ph NH F7 NH OH H H
2850 3,4,5- (MeO)Three-Ph NH F8 NH OH H H
2851 3,4,5- (MeO)Three-Ph NH F9 NH OH H H
2852 3,4,5- (MeO)Three-Ph NH F10 NH OH H H
2853 3,4,5- (MeO)Three-Ph NH Ph NH OH H H
2854 3,4,5- (MeO)Three-Ph NH Bn NH OH H H
2855 3,4,5- (MeO)Three-Ph NH Pe NH OH H H
2856 3,4,5- (MeO)Three-Ph NH C12 NMe OH H H
2857 3,4,5- (MeO)Three-Ph NH C12 NEt OH H H
2858 3,4,5- (MeO)Three-Ph NH C12 NPr OH H H
2859 3,4,5- (MeO)Three-Ph NH (CH2)Three  N OH H H
2860 3,4,5- (MeO)Three-Ph NH (CH2)Four  N OH H H
2861 3,4,5- (MeO)Three-Ph NH (CH2)Five  N OH H H
2862 3,4,5- (MeO)Three-Ph NH C12 O OH H H
2863 3,4,5- (MeO)Three-Ph NH Ph O OH H H
2864 3,4,5- (MeO)Three-Ph NH C12 S OH H H
2865 3,4,5- (MeO)Three-Ph NH Ph S OH H H
2866 3,4,5- (MeO)Three-Ph NMe H NH OH H H
2867 3,4,5- (MeO)Three-Ph NEt H NH OH H H
2868 3,4,5- (MeO)Three-Ph NPr H NH OH H H
2869 3,4,5- (MeO)Three-Ph O H NH OH H H
2870 3,4,5- (MeO)Three-Ph S H NH OH H H
2871 2-F-Ph NH H NH H H H
2872 2-F-Ph NH H NH OH H H
2873 2-F-Ph NH H NH OA6 H H
2874 2-F-Ph NH H NH OA8 H H
2875 2-F-Ph NH H NH OA9 H H
2876 2-F-Ph NH H NH OA10 H H
2877 2-F-Ph NH H NH OA12 H H
2878 2-F-Ph NH H NH OA14 H H
2879 2-F-Ph NH H NH OA16 H H
2880 2-F-Ph NH H NH OH H A6
2881 2-F-Ph NH H NH OH H A8
2882 2-F-Ph NH H NH OH H A9
2883 2-F-Ph NH H NH OH H A10
2884 2-F-Ph NH H NH OH H A12
2885 2-F-Ph NH H NH OH H A14
2886 2-F-Ph NH H NH OH H A16
2887 2-F-Ph NH H NH OH A6 A6
2888 2-F-Ph NH H NH OH A8 A8
2889 2-F-Ph NH H NH OH A10 A10
2890 2-F-Ph NH H NH OA2 A2 A2
2891 2-F-Ph NH H NH OA3 A3 A3
2892 2-F-Ph NH H NH OA4 A4 A4
2893 2-F-Ph NH H NH OC6 H H
2894 2-F-Ph NH H NH OC7 H H
2895 2-F-Ph NH H NH OC8 H H
2896 2-F-Ph NH H NH OC10 H H
2897 2-F-Ph NH H NH OC11 H H
2898 2-F-Ph NH H NH OC12 H H
2899 2-F-Ph NH H NH OC14 H H
2900 2-F-Ph NH H NH OC16 H H
2901 2-F-Ph NH H NH C6COThree    H H
2902 2-F-Ph NH H NH C7COThree    H H
2903 2-F-Ph NH H NH C8COThree    H H
2904 2-F-Ph NH H NH C9COThree    H H
2905 2-F-Ph NH H NH C10COThree   H H
2906 2-F-Ph NH H NH C12COThree   H H
2907 2-F-Ph NH H NH C16COThree   H H
2908 2-F-Ph NH C8 NH OH H H
2909 2-F-Ph NH C9 NH OH H H
2910 2-F-Ph NH C10 NH OH H H
2911 2-F-Ph NH C12 NH OH H H
2912 2-F-Ph NH C16 NH OH H H
2913 2-F-Ph NH F1 NH OH H H
2914 2-F-Ph NH F2 NH OH H H
2915 2-F-Ph NH F3 NH OH H H
2916 2-F-Ph NH F4 NH OH H H
2917 2-F-Ph NH F5 NH OH H H
2918 2-F-Ph NH F6 NH OH H H
2919 2-F-Ph NH F7 NH OH H H
2920 2-F-Ph NH F8 NH OH H H
2921 2-F-Ph NH F9 NH OH H H
2922 2-F-Ph NH F10 NH OH H H
2923 2-F-Ph NH Ph NH OH H H
2924 2-F-Ph NH Bn NH OH H H
2925 2-F-Ph NH Pe NH OH H H
2926 2-F-Ph NH C12 NMe OH H H
2927 2-F-Ph NH C12 NEt OH H H
2928 2-F-Ph NH C12 NPr OH H H
2929 2-F-Ph NH (CH2)Three  N OH H H
2930 2-F-Ph NH (CH2)Four  N OH H H
2931 2-F-Ph NH (CH2)Five  N OH H H
2932 2-F-Ph NH C12 O OH H H
2933 2-F-Ph NH Ph O OH H H
2934 2-F-Ph NH C12 S OH H H
2935 2-F-Ph NH Ph S OH H H
2936 2-F-Ph NMe H NH OH H H
2937 2-F-Ph NEt H NH OH H H
2938 2-F-Ph NPr H NH OH H H
2939 2-F-Ph O H NH OH H H
2940 2-F-Ph S H NH OH H H
2941 3-F-Ph NH H NH H H H
2942 3-F-Ph NH H NH OH H H
2943 3-F-Ph NH H NH OA6 H H
2944 3-F-Ph NH H NH OA8 H H
2945 3-F-Ph NH H NH OA9 H H
2946 3-F-Ph NH H NH OA10 H H
2947 3-F-Ph NH H NH OA12 H H
2948 3-F-Ph NH H NH OA14 H H
2949 3-F-Ph NH H NH OA16 H H
2950 3-F-Ph NH H NH OH H A6
2951 3-F-Ph NH H NH OH H A8
2952 3-F-Ph NH H NH OH H A9
2953 3-F-Ph NH H NH OH H A10
2954 3-F-Ph NH H NH OH H A12
2955 3-F-Ph NH H NH OH H A14
2956 3-F-Ph NH H NH OH H A16
2957 3-F-Ph NH H NH OH A6 A6
2958 3-F-Ph NH H NH OH A8 A8
2959 3-F-Ph NH H NH OH A10 A10
2960 3-F-Ph NH H NH OA2 A2 A2
2961 3-F-Ph NH H NH OA3 A3 A3
2962 3-F-Ph NH H NH OA4 A4 A4
2963 3-F-Ph NH H NH OC6 H H
2964 3-F-Ph NH H NH OC7 H H
2965 3-F-Ph NH H NH OC8 H H
2966 3-F-Ph NH H NH OC10 H H
2967 3-F-Ph NH H NH OC11 H H
2968 3-F-Ph NH H NH OC12 H H
2969 3-F-Ph NH H NH OC14 H H
2970 3-F-Ph NH H NH OC16 H H
2971 3-F-Ph NH H NH C6COThree    H H
2972 3-F-Ph NH H NH C7COThree    H H
2973 3-F-Ph NH H NH C8COThree    H H
2974 3-F-Ph NH H NH C9COThree    H H
2975 3-F-Ph NH H NH C10COThree   H H
2976 3-F-Ph NH H NH C12COThree   H H
2977 3-F-Ph NH H NH C16COThree   H H
2978 3-F-Ph NH C8 NH OH H H
2979 3-F-Ph NH C9 NH OH H H
2980 3-F-Ph NH C10 NH OH H H
2981 3-F-Ph NH C12 NH OH H H
2982 3-F-Ph NH C16 NH OH H H
2983 3-F-Ph NH F1 NH OH H H
2984 3-F-Ph NH F2 NH OH H H
2985 3-F-Ph NH F3 NH OH H H
2986 3-F-Ph NH F4 NH OH H H
2987 3-F-Ph NH F5 NH OH H H
2988 3-F-Ph NH F6 NH OH H H
2989 3-F-Ph NH F7 NH OH H H
2990 3-F-Ph NH F8 NH OH H H
2991 3-F-Ph NH F9 NH OH H H
2992 3-F-Ph NH F10 NH OH H H
2993 3-F-Ph NH Ph NH OH H H
2994 3-F-Ph NH Bn NH OH H H
2995 3-F-Ph NH Pe NH OH H H
2996 3-F-Ph NH C12 NMe OH H H
2997 3-F-Ph NH C12 NEt OH H H
2998 3-F-Ph NH C12 NPr OH H H
2999 3-F-Ph NH (CH2)Three  N OH H H
3000 3-F-Ph NH (CH2)Four  N OH H H
3001 3-F-Ph NH (CH2)Five  N OH H H
3002 3-F-Ph NH C12 O OH H H
3003 3-F-Ph NH Ph O OH H H
3004 3-F-Ph NH C12 S OH H H
3005 3-F-Ph NH Ph S OH H H
3006 3-F-Ph NMe H NH OH H H
3007 3-F-Ph NEt H NH OH H H
3008 3-F-Ph NPr H NH OH H H
3009 3-F-Ph O H NH OH H H
3010 3-F-Ph S H NH OH H H
3011 4-F-Ph NH H NH H H H
3012 4-F-Ph NH H NH OH H H
3013 4-F-Ph NH H NH OA6 H H
3014 4-F-Ph NH H NH OA8 H H
3015 4-F-Ph NH H NH OA9 H H
3016 4-F-Ph NH H NH OA10 H H
3017 4-F-Ph NH H NH OA12 H H
3018 4-F-Ph NH H NH OA14 H H
3019 4-F-Ph NH H NH OA16 H H
3020 4-F-Ph NH H NH OH H A6
3021 4-F-Ph NH H NH OH H A8
3022 4-F-Ph NH H NH OH H A9
3023 4-F-Ph NH H NH OH H A10
3024 4-F-Ph NH H NH OH H A12
3025 4-F-Ph NH H NH OH H A14
3026 4-F-Ph NH H NH OH H A16
3027 4-F-Ph NH H NH OH A6 A6
3028 4-F-Ph NH H NH OH A8 A8
3029 4-F-Ph NH H NH OH A10 A10
3030 4-F-Ph NH H NH OA2 A2 A2
3031 4-F-Ph NH H NH OA3 A3 A3
3032 4-F-Ph NH H NH OA4 A4 A4
3033 4-F-Ph NH H NH OC6 H H
3034 4-F-Ph NH H NH OC7 H H
3035 4-F-Ph NH H NH OC8 H H
3036 4-F-Ph NH H NH OC10 H H
3037 4-F-Ph NH H NH OC11 H H
3038 4-F-Ph NH H NH OC12 H H
3039 4-F-Ph NH H NH OC14 H H
3040 4-F-Ph NH H NH OC16 H H
3041 4-F-Ph NH H NH C6COThree    H H
3042 4-F-Ph NH H NH C7COThree    H H
3043 4-F-Ph NH H NH C8COThree    H H
3044 4-F-Ph NH H NH C9COThree    H H
3045 4-F-Ph NH H NH C10COThree   H H
3046 4-F-Ph NH H NH C12COThree   H H
3047 4-F-Ph NH H NH C16COThree   H H
3048 4-F-Ph NH C8 NH OH H H
3049 4-F-Ph NH C9 NH OH H H
3050 4-F-Ph NH C10 NH OH H H
3051 4-F-Ph NH C12 NH OH H H
3052 4-F-Ph NH C16 NH OH H H
3053 4-F-Ph NH F1 NH OH H H
3054 4-F-Ph NH F2 NH OH H H
3055 4-F-Ph NH F3 NH OH H H
3056 4-F-Ph NH F4 NH OH H H
3057 4-F-Ph NH F5 NH OH H H
3058 4-F-Ph NH F6 NH OH H H
3059 4-F-Ph NH F7 NH OH H H
3060 4-F-Ph NH F8 NH OH H H
3061 4-F-Ph NH F9 NH OH H H
3062 4-F-Ph NH F10 NH OH H H
3063 4-F-Ph NH Ph NH OH H H
3064 4-F-Ph NH Bn NH OH H H
3065 4-F-Ph NH Pe NH OH H H
3066 4-F-Ph NH C12 NMe OH H H
3067 4-F-Ph NH C12 NEt OH H H
3068 4-F-Ph NH C12 NPr OH H H
3069 4-F-Ph NH (CH2)Three  N OH H H
3070 4-F-Ph NH (CH2)Four  N OH H H
3071 4-F-Ph NH (CH2)Five  N OH H H
3072 4-F-Ph NH C12 O OH H H
3073 4-F-Ph NH Ph O OH H H
3074 4-F-Ph NH C12 S OH H H
3075 4-F-Ph NH Ph S OH H H
3076 4-F-Ph NMe H NH OH H H
3077 4-F-Ph NEt H NH OH H H
3078 4-F-Ph NPr H NH OH H H
3079 4-F-Ph O H NH OH H H
3080 4-F-Ph S H NH OH H H
3081 4-Cl-Ph NH H NH H H H
3082 4-Cl-Ph NH H NH OH H H
3083 4-Cl-Ph NH H NH OA6 H H
3084 4-Cl-Ph NH H NH OA8 H H
3085 4-Cl-Ph NH H NH OA9 H H
3086 4-Cl-Ph NH H NH OA10 H H
3087 4-Cl-Ph NH H NH OA12 H H
3088 4-Cl-Ph NH H NH OA14 H H
3089 4-Cl-Ph NH H NH OA16 H H
3090 4-Cl-Ph NH H NH OH H A6
3091 4-Cl-Ph NH H NH OH H A8
3092 4-Cl-Ph NH H NH OH H A9
3093 4-Cl-Ph NH H NH OH H A10
3094 4-Cl-Ph NH H NH OH H A12
3095 4-Cl-Ph NH H NH OH H A14
3096 4-Cl-Ph NH H NH OH H A16
3097 4-Cl-Ph NH H NH OH A6 A6
3098 4-Cl-Ph NH H NH OH A8 A8
3099 4-Cl-Ph NH H NH OH A10 A10
3100 4-Cl-Ph NH H NH OA2 A2 A2
3101 4-Cl-Ph NH H NH OA3 A3 A3
3102 4-Cl-Ph NH H NH OA4 A4 A4
3103 4-Cl-Ph NH H NH OC6 H H
3104 4-Cl-Ph NH H NH OC7 H H
3105 4-Cl-Ph NH H NH OC8 H H
3106 4-Cl-Ph NH H NH OC10 H H
3107 4-Cl-Ph NH H NH OC11 H H
3108 4-Cl-Ph NH H NH OC12 H H
3109 4-Cl-Ph NH H NH OC14 H H
3110 4-Cl-Ph NH H NH OC16 H H
3111 4-Cl-Ph NH H NH C6COThree    H H
3112 4-Cl-Ph NH H NH C7COThree    H H
3113 4-Cl-Ph NH H NH C8COThree    H H
3114 4-Cl-Ph NH H NH C9COThree    H H
3115 4-Cl-Ph NH H NH C10COThree   H H
3116 4-Cl-Ph NH H NH C12COThree   H H
3117 4-Cl-Ph NH H NH C16COThree   H H
3118 4-Cl-Ph NH C8 NH OH H H
3119 4-Cl-Ph NH C9 NH OH H H
3120 4-Cl-Ph NH C10 NH OH H H
3121 4-Cl-Ph NH C12 NH OH H H
3122 4-Cl-Ph NH C16 NH OH H H
3123 4-Cl-Ph NH F1 NH OH H H
3124 4-Cl-Ph NH F2 NH OH H H
3125 4-Cl-Ph NH F3 NH OH H H
3126 4-Cl-Ph NH F4 NH OH H H
3127 4-Cl-Ph NH F5 NH OH H H
3128 4-Cl-Ph NH F6 NH OH H H
3129 4-Cl-Ph NH F7 NH OH H H
3130 4-Cl-Ph NH F8 NH OH H H
3131 4-Cl-Ph NH F9 NH OH H H
3132 4-Cl-Ph NH F10 NH OH H H
3133 4-Cl-Ph NH Ph NH OH H H
3134 4-Cl-Ph NH Bn NH OH H H
3135 4-Cl-Ph NH Pe NH OH H H
3136 4-Cl-Ph NH C12 NMe OH H H
3137 4-Cl-Ph NH C12 NEt OH H H
3138 4-Cl-Ph NH C12 NPr OH H H
3139 4-Cl-Ph NH (CH2)Three  N OH H H
3140 4-Cl-Ph NH (CH2)Four  N OH H H
3141 4-Cl-Ph NH (CH2)Five  N OH H H
3142 4-Cl-Ph NH C12 O OH H H
3143 4-Cl-Ph NH Ph O OH H H
3144 4-Cl-Ph NH C12 S OH H H
3145 4-Cl-Ph NH Ph S OH H H
3146 4-Cl-Ph NMe H NH OH H H
3147 4-Cl-Ph NEt H NH OH H H
3148 4-Cl-Ph NPr H NH OH H H
3149 4-Cl-Ph O H NH OH H H
3150 4-Cl-Ph S H NH OH H H
3151 4-Br-Ph NH H NH H H H
3152 4-Br-Ph NH H NH OH H H
3153 4-Br-Ph NH H NH OA6 H H
3154 4-Br-Ph NH H NH OA8 H H
3155 4-Br-Ph NH H NH OA9 H H
3156 4-Br-Ph NH H NH OA10 H H
3157 4-Br-Ph NH H NH OA12 H H
3158 4-Br-Ph NH H NH OA14 H H
3159 4-Br-Ph NH H NH OA16 H H
3160 4-Br-Ph NH H NH OH H A6
3161 4-Br-Ph NH H NH OH H A8
3162 4-Br-Ph NH H NH OH H A9
3163 4-Br-Ph NH H NH OH H A10
3164 4-Br-Ph NH H NH OH H A12
3165 4-Br-Ph NH H NH OH H A14
3166 4-Br-Ph NH H NH OH H A16
3167 4-Br-Ph NH H NH OH A6 A6
3168 4-Br-Ph NH H NH OH A8 A8
3169 4-Br-Ph NH H NH OH A10 A10
3170 4-Br-Ph NH H NH OA2 A2 A2
3171 4-Br-Ph NH H NH OA3 A3 A3
3172 4-Br-Ph NH H NH OA4 A4 A4
3173 4-Br-Ph NH H NH OC6 H H
3174 4-Br-Ph NH H NH OC7 H H
3175 4-Br-Ph NH H NH OC8 H H
3176 4-Br-Ph NH H NH OC10 H H
3177 4-Br-Ph NH H NH OC11 H H
3178 4-Br-Ph NH H NH OC12 H H
3179 4-Br-Ph NH H NH OC14 H H
3180 4-Br-Ph NH H NH OC16 H H
3181 4-Br-Ph NH H NH C6COThree    H H
3182 4-Br-Ph NH H NH C7COThree    H H
3183 4-Br-Ph NH H NH C8COThree    H H
3184 4-Br-Ph NH H NH C9COThree    H H
3185 4-Br-Ph NH H NH C10COThree   H H
3186 4-Br-Ph NH H NH C12COThree   H H
3187 4-Br-Ph NH H NH C16COThree   H H
3188 4-Br-Ph NH C8 NH OH H H
3189 4-Br-Ph NH C9 NH OH H H
3190 4-Br-Ph NH C10 NH OH H H
3191 4-Br-Ph NH C12 NH OH H H
3192 4-Br-Ph NH C16 NH OH H H
3193 4-Br-Ph NH F1 NH OH H H
3194 4-Br-Ph NH F2 NH OH H H
3195 4-Br-Ph NH F3 NH OH H H
3196 4-Br-Ph NH F4 NH OH H H
3197 4-Br-Ph NH F5 NH OH H H
3198 4-Br-Ph NH F6 NH OH H H
3199 4-Br-Ph NH F7 NH OH H H
3200 4-Br-Ph NH F8 NH OH H H
3201 4-Br-Ph NH F9 NH OH H H
3202 4-Br-Ph NH F10 NH OH H H
3203 4-Br-Ph NH Ph NH OH H H
3204 4-Br-Ph NH Bn NH OH H H
3205 4-Br-Ph NH Pe NH OH H H
3206 4-Br-Ph NH C12 NMe OH H H
3207 4-Br-Ph NH C12 NEt OH H H
3208 4-Br-Ph NH C12 NPr OH H H
3209 4-Br-Ph NH (CH2)Three  N OH H H
3210 4-Br-Ph NH (CH2)Four  N OH H H
3211 4-Br-Ph NH (CH2)Five  N OH H H
3212 4-Br-Ph NH C12 O OH H H
3213 4-Br-Ph NH Ph O OH H H
3214 4-Br-Ph NH C12 S OH H H
3215 4-Br-Ph NH Ph S OH H H
3216 4-Br-Ph NMe H NH OH H H
3217 4-Br-Ph NEt H NH OH H H
3218 4-Br-Ph NPr H NH OH H H
3219 4-Br-Ph O H NH OH H H
3220 4-Br-Ph S H NH OH H H
3221 4-I-Ph NH H NH H H H
3222 4-I-Ph NH H NH OH H H
3223 4-I-Ph NH H NH OA6 H H
3224 4-I-Ph NH H NH OA8 H H
3225 4-I-Ph NH H NH OA9 H H
3226 4-I-Ph NH H NH OA10 H H
3227 4-I-Ph NH H NH OA12 H H
3228 4-I-Ph NH H NH OA14 H H
3229 4-I-Ph NH H NH OA16 H H
3230 4-I-Ph NH H NH OH H A6
3231 4-I-Ph NH H NH OH H A8
3232 4-I-Ph NH H NH OH H A9
3233 4-I-Ph NH H NH OH H A10
3234 4-I-Ph NH H NH OH H A12
3235 4-I-Ph NH H NH OH H A14
3236 4-I-Ph NH H NH OH H A16
3237 4-I-Ph NH H NH OH A6 A6
3238 4-I-Ph NH H NH OH A8 A8
3239 4-I-Ph NH H NH OH A10 A10
3240 4-I-Ph NH H NH OA2 A2 A2
3241 4-I-Ph NH H NH OA3 A3 A3
3242 4-I-Ph NH H NH OA4 A4 A4
3243 4-I-Ph NH H NH OC6 H H
3244 4-I-Ph NH H NH OC7 H H
3245 4-I-Ph NH H NH OC8 H H
3246 4-I-Ph NH H NH OC10 H H
3247 4-I-Ph NH H NH OC11 H H
3248 4-I-Ph NH H NH OC12 H H
3249 4-I-Ph NH H NH OC14 H H
3250 4-I-Ph NH H NH OC16 H H
3251 4-I-Ph NH H NH C6COThree    H H
3252 4-I-Ph NH H NH C7COThree    H H
3253 4-I-Ph NH H NH C8COThree    H H
3254 4-I-Ph NH H NH C9COThree    H H
3255 4-I-Ph NH H NH C10COThree   H H
3256 4-I-Ph NH H NH C12COThree   H H
3257 4-I-Ph NH H NH C16COThree   H H
3258 4-I-Ph NH C8 NH OH H H
3259 4-I-Ph NH C9 NH OH H H
3260 4-I-Ph NH C10 NH OH H H
3261 4-I-Ph NH C12 NH OH H H
3262 4-I-Ph NH C16 NH OH H H
3263 4-I-Ph NH F1 NH OH H H
3264 4-I-Ph NH F2 NH OH H H
3265 4-I-Ph NH F3 NH OH H H
3266 4-I-Ph NH F4 NH OH H H
3267 4-I-Ph NH F5 NH OH H H
3268 4-I-Ph NH F6 NH OH H H
3269 4-I-Ph NH F7 NH OH H H
3270 4-I-Ph NH F8 NH OH H H
3271 4-I-Ph NH F9 NH OH H H
3272 4-I-Ph NH F10 NH OH H H
3273 4-I-Ph NH Ph NH OH H H
3274 4-I-Ph NH Bn NH OH H H
3275 4-I-Ph NH Pe NH OH H H
3276 4-I-Ph NH C12 NMe OH H H
3277 4-I-Ph NH C12 NEt OH H H
3278 4-I-Ph NH C12 NPr OH H H
3279 4-I-Ph NH (CH2)Three  N OH H H
3280 4-I-Ph NH (CH2)Four  N OH H H
3281 4-I-Ph NH (CH2)Five  N OH H H
3282 4-I-Ph NH C12 O OH H H
3283 4-I-Ph NH Ph O OH H H
3284 4-I-Ph NH C12 S OH H H
3285 4-I-Ph NH Ph S OH H H
3286 4-I-Ph NMe H NH OH H H
3287 4-I-Ph NEt H NH OH H H
3288 4-I-Ph NPr H NH OH H H
3289 4-I-Ph O H NH OH H H
3290 4-I-Ph S H NH OH H H
3291 3-Cl-Ph NH H NH H H H
3292 3-Cl-Ph NH H NH OH H H
3293 3-Cl-Ph NH H NH OA6 H H
3294 3-Cl-Ph NH H NH OA8 H H
3295 3-Cl-Ph NH H NH OA9 H H
3296 3-Cl-Ph NH H NH OA10 H H
3297 3-Cl-Ph NH H NH OA12 H H
3298 3-Cl-Ph NH H NH OA14 H H
3299 3-Cl-Ph NH H NH OA16 H H
3300 3-Cl-Ph NH H NH OH H A6
3301 3-Cl-Ph NH H NH OH H A8
3302 3-Cl-Ph NH H NH OH H A9
3303 3-Cl-Ph NH H NH OH H A10
3304 3-Cl-Ph NH H NH OH H A12
3305 3-Cl-Ph NH H NH OH H A14
3306 3-Cl-Ph NH H NH OH H A16
3307 3-Cl-Ph NH H NH OH A6 A6
3308 3-Cl-Ph NH H NH OH A8 A8
3309 3-Cl-Ph NH H NH OH A10 A10
3310 3-Cl-Ph NH H NH OA2 A2 A2
3311 3-Cl-Ph NH H NH OA3 A3 A3
3312 3-Cl-Ph NH H NH OA4 A4 A4
3313 3-Cl-Ph NH H NH OC6 H H
3314 3-Cl-Ph NH H NH OC7 H H
3315 3-Cl-Ph NH H NH OC8 H H
3316 3-Cl-Ph NH H NH OC10 H H
3317 3-Cl-Ph NH H NH OC11 H H
3318 3-Cl-Ph NH H NH OC12 H H
3319 3-Cl-Ph NH H NH OC14 H H
3320 3-Cl-Ph NH H NH OC16 H H
3321 3-Cl-Ph NH H NH C6COThree    H H
3322 3-Cl-Ph NH H NH C7COThree    H H
3323 3-Cl-Ph NH H NH C8COThree    H H
3324 3-Cl-Ph NH H NH C9COThree    H H
3325 3-Cl-Ph NH H NH C10COThree   H H
3326 3-Cl-Ph NH H NH C12COThree   H H
3327 3-Cl-Ph NH H NH C16COThree   H H
3328 3-Cl-Ph NH C8 NH OH H H
3329 3-Cl-Ph NH C9 NH OH H H
3330 3-Cl-Ph NH C10 NH OH H H
3331 3-Cl-Ph NH C12 NH OH H H
3332 3-Cl-Ph NH C16 NH OH H H
3333 3-Cl-Ph NH F1 NH OH H H
3334 3-Cl-Ph NH F2 NH OH H H
3335 3-Cl-Ph NH F3 NH OH H H
3336 3-Cl-Ph NH F4 NH OH H H
3337 3-Cl-Ph NH F5 NH OH H H
3338 3-Cl-Ph NH F6 NH OH H H
3339 3-Cl-Ph NH F7 NH OH H H
3340 3-Cl-Ph NH F8 NH OH H H
3341 3-Cl-Ph NH F9 NH OH H H
3342 3-Cl-Ph NH F10 NH OH H H
3343 3-Cl-Ph NH Ph NH OH H H
3344 3-Cl-Ph NH Bn NH OH H H
3345 3-Cl-Ph NH Pe NH OH H H
3346 3-Cl-Ph NH C12 NMe OH H H
3347 3-Cl-Ph NH C12 NEt OH H H
3348 3-Cl-Ph NH C12 NPr OH H H
3349 3-Cl-Ph NH (CH2)Three  N OH H H
3350 3-Cl-Ph NH (CH2)Four  N OH H H
3351 3-Cl-Ph NH (CH2)Five  N OH H H
3352 3-Cl-Ph NH C12 O OH H H
3353 3-Cl-Ph NH Ph O OH H H
3354 3-Cl-Ph NH C12 S OH H H
3355 3-Cl-Ph NH Ph S OH H H
3356 3-Cl-Ph NMe H NH OH H H
3357 3-Cl-Ph NEt H NH OH H H
3358 3-Cl-Ph NPr H NH OH H H
3359 3-Cl-Ph O H NH OH H H
3360 3-Cl-Ph S H NH OH H H
3361 3-I-Ph NH H NH H H H
3362 3-I-Ph NH H NH OH H H
3363 3-I-Ph NH H NH OA6 H H
3364 3-I-Ph NH H NH OA8 H H
3365 3-I-Ph NH H NH OA9 H H
3366 3-I-Ph NH H NH OA10 H H
3367 3-I-Ph NH H NH OA12 H H
3368 3-I-Ph NH H NH OA14 H H
3369 3-I-Ph NH H NH OA16 H H
3370 3-I-Ph NH H NH OH H A6
3371 3-I-Ph NH H NH OH H A8
3372 3-I-Ph NH H NH OH H A9
3373 3-I-Ph NH H NH OH H A10
3374 3-I-Ph NH H NH OH H A12
3375 3-I-Ph NH H NH OH H A14
3376 3-I-Ph NH H NH OH H A16
3377 3-I-Ph NH H NH OH A6 A6
3378 3-I-Ph NH H NH OH A8 A8
3379 3-I-Ph NH H NH OH A10 A10
3380 3-I-Ph NH H NH OA2 A2 A2
3381 3-I-Ph NH H NH OA3 A3 A3
3382 3-I-Ph NH H NH OA4 A4 A4
3383 3-I-Ph NH H NH OC6 H H
3384 3-I-Ph NH H NH OC7 H H
3385 3-I-Ph NH H NH OC8 H H
3386 3-I-Ph NH H NH OC10 H H
3387 3-I-Ph NH H NH OC11 H H
3388 3-I-Ph NH H NH OC12 H H
3389 3-I-Ph NH H NH OC14 H H
3390 3-I-Ph NH H NH OC16 H H
3391 3-I-Ph NH H NH C6COThree    H H
3392 3-I-Ph NH H NH C7COThree    H H
3393 3-I-Ph NH H NH C8COThree    H H
3394 3-I-Ph NH H NH C9COThree    H H
3395 3-I-Ph NH H NH C10COThree   H H
3396 3-I-Ph NH H NH C12COThree   H H
3397 3-I-Ph NH H NH C16COThree   H H
3398 3-I-Ph NH C8 NH OH H H
3399 3-I-Ph NH C9 NH OH H H
3400 3-I-Ph NH C10 NH OH H H
3401 3-I-Ph NH C12 NH OH H H
3402 3-I-Ph NH C16 NH OH H H
3403 3-I-Ph NH F1 NH OH H H
3404 3-I-Ph NH F2 NH OH H H
3405 3-I-Ph NH F3 NH OH H H
3406 3-I-Ph NH F4 NH OH H H
3407 3-I-Ph NH F5 NH OH H H
3408 3-I-Ph NH F6 NH OH H H
3409 3-I-Ph NH F7 NH OH H H
3410 3-I-Ph NH F8 NH OH H H
3411 3-I-Ph NH F9 NH OH H H
3412 3-I-Ph NH F10 NH OH H H
3413 3-I-Ph NH Ph NH OH H H
3414 3-I-Ph NH Bn NH OH H H
3415 3-I-Ph NH Pe NH OH H H
3416 3-I-Ph NH C12 NMe OH H H
3417 3-I-Ph NH C12 NEt OH H H
3418 3-I-Ph NH C12 NPr OH H H
3419 3-I-Ph NH (CH2)Three  N OH H H
3420 3-I-Ph NH (CH2)Four  N OH H H
3421 3-I-Ph NH (CH2)Five  N OH H H
3422 3-I-Ph NH C12 O OH H H
3423 3-I-Ph NH Ph O OH H H
3424 3-I-Ph NH C12 S OH H H
3425 3-I-Ph NH Ph S OH H H
3426 3-I-Ph NMe H NH OH H H
3427 3-I-Ph NEt H NH OH H H
3428 3-I-Ph NPr H NH OH H H
3429 3-I-Ph O H NH OH H H
3430 3-I-Ph S H NH OH H H
3431 2,3-F2-Ph NH H NH H H H
3432 2,3-F2-Ph NH H NH OH H H
3433 2,3-F2-Ph NH H NH OA6 H H
3434 2,3-F2-Ph NH H NH OA8 H H
3435 2,3-F2-Ph NH H NH OA9 H H
3436 2,3-F2-Ph NH H NH OA10 H H
3437 2,3-F2-Ph NH H NH OA12 H H
3438 2,3-F2-Ph NH H NH OA14 H H
3439 2,3-F2-Ph NH H NH OA16 H H
3440 2,3-F2-Ph NH H NH OH H A6
3441 2,3-F2-Ph NH H NH OH H A8
3442 2,3-F2-Ph NH H NH OH H A9
3443 2,3-F2-Ph NH H NH OH H A10
3444 2,3-F2-Ph NH H NH OH H A12
3445 2,3-F2-Ph NH H NH OH H A14
3446 2,3-F2-Ph NH H NH OH H A16
3447 2,3-F2-Ph NH H NH OH A6 A6
3448 2,3-F2-Ph NH H NH OH A8 A8
3449 2,3-F2-Ph NH H NH OH A10 A10
3450 2,3-F2-Ph NH H NH OA2 A2 A2
3451 2,3-F2-Ph NH H NH OA3 A3 A3
3452 2,3-F2-Ph NH H NH OA4 A4 A4
3453 2,3-F2-Ph NH H NH OC6 H H
3454 2,3-F2-Ph NH H NH OC7 H H
3455 2,3-F2-Ph NH H NH OC8 H H
3456 2,3-F2-Ph NH H NH OC10 H H
3457 2,3-F2-Ph NH H NH OC11 H H
3458 2,3-F2-Ph NH H NH OC12 H H
3459 2,3-F2-Ph NH H NH OC14 H H
3460 2,3-F2-Ph NH H NH OC16 H H
3461 2,3-F2-Ph NH H NH C6COThree    H H
3462 2,3-F2-Ph NH H NH C7COThree    H H
3463 2,3-F2-Ph NH H NH C8COThree    H H
3464 2,3-F2-Ph NH H NH C9COThree    H H
3465 2,3-F2-Ph NH H NH C10COThree   H H
3466 2,3-F2-Ph NH H NH C12COThree   H H
3467 2,3-F2-Ph NH H NH C16COThree   H H
3468 2,3-F2-Ph NH C8 NH OH H H
3469 2,3-F2-Ph NH C9 NH OH H H
3470 2,3-F2-Ph NH C10 NH OH H H
3471 2,3-F2-Ph NH C12 NH OH H H
3472 2,3-F2-Ph NH C16 NH OH H H
3473 2,3-F2-Ph NH F1 NH OH H H
3474 2,3-F2-Ph NH F2 NH OH H H
3475 2,3-F2-Ph NH F3 NH OH H H
3476 2,3-F2-Ph NH F4 NH OH H H
3477 2,3-F2-Ph NH F5 NH OH H H
3478 2,3-F2-Ph NH F6 NH OH H H
3479 2,3-F2-Ph NH F7 NH OH H H
3480 2,3-F2-Ph NH F8 NH OH H H
3481 2,3-F2-Ph NH F9 NH OH H H
3482 2,3-F2-Ph NH F10 NH OH H H
3483 2,3-F2-Ph NH Ph NH OH H H
3484 2,3-F2-Ph NH Bn NH OH H H
3485 2,3-F2-Ph NH Pe NH OH H H
3486 2,3-F2-Ph NH C12 NMe OH H H
3487 2,3-F2-Ph NH C12 NEt OH H H
3488 2,3-F2-Ph NH C12 NPr OH H H
3489 2,3-F2-Ph NH (CH2)Three  N OH H H
3490 2,3-F2-Ph NH (CH2)Four  N OH H H
3491 2,3-F2-Ph NH (CH2)Five  N OH H H
3492 2,3-F2-Ph NH C12 O OH H H
3493 2,3-F2-Ph NH Ph O OH H H
3494 2,3-F2-Ph NH C12 S OH H H
3495 2,3-F2-Ph NH Ph S OH H H
3496 2,3-F2-Ph NMe H NH OH H H
3497 2,3-F2-Ph NEt H NH OH H H
3498 2,3-F2-Ph NPr H NH OH H H
3499 2,3-F2-Ph O H NH OH H H
3500 2,3-F2-Ph S H NH OH H H
3501 2,4-F2-Ph NH H NH H H H
3502 2,4-F2-Ph NH H NH OH H H
3503 2,4-F2-Ph NH H NH OA6 H H
3504 2,4-F2-Ph NH H NH OA8 H H
3505 2,4-F2-Ph NH H NH OA9 H H
3506 2,4-F2-Ph NH H NH OA10 H H
3507 2,4-F2-Ph NH H NH OA12 H H
3508 2,4-F2-Ph NH H NH OA14 H H
3509 2,4-F2-Ph NH H NH OA16 H H
3510 2,4-F2-Ph NH H NH OH H A6
3511 2,4-F2-Ph NH H NH OH H A8
3512 2,4-F2-Ph NH H NH OH H A9
3513 2,4-F2-Ph NH H NH OH H A10
3514 2,4-F2-Ph NH H NH OH H A12
3515 2,4-F2-Ph NH H NH OH H A14
3516 2,4-F2-Ph NH H NH OH H A16
3517 2,4-F2-Ph NH H NH OH A6 A6
3518 2,4-F2-Ph NH H NH OH A8 A8
3519 2,4-F2-Ph NH H NH OH A10 A10
3520 2,4-F2-Ph NH H NH OA2 A2 A2
3521 2,4-F2-Ph NH H NH OA3 A3 A3
3522 2,4-F2-Ph NH H NH OA4 A4 A4
3523 2,4-F2-Ph NH H NH OC6 H H
3524 2,4-F2-Ph NH H NH OC7 H H
3525 2,4-F2-Ph NH H NH OC8 H H
3526 2,4-F2-Ph NH H NH OC10 H H
3527 2,4-F2-Ph NH H NH OC11 H H
3528 2,4-F2-Ph NH H NH OC12 H H
3529 2,4-F2-Ph NH H NH OC14 H H
3530 2,4-F2-Ph NH H NH OC16 H H
3531 2,4-F2-Ph NH H NH C6COThree    H H
3532 2,4-F2-Ph NH H NH C7COThree    H H
3533 2,4-F2-Ph NH H NH C8COThree    H H
3534 2,4-F2-Ph NH H NH C9COThree    H H
3535 2,4-F2-Ph NH H NH C10COThree   H H
3536 2,4-F2-Ph NH H NH C12COThree   H H
3537 2,4-F2-Ph NH H NH C16COThree   H H
3538 2,4-F2-Ph NH C8 NH OH H H
3539 2,4-F2-Ph NH C9 NH OH H H
3540 2,4-F2-Ph NH C10 NH OH H H
3541 2,4-F2-Ph NH C12 NH OH H H
3542 2,4-F2-Ph NH C16 NH OH H H
3543 2,4-F2-Ph NH F1 NH OH H H
3544 2,4-F2-Ph NH F2 NH OH H H
3545 2,4-F2-Ph NH F3 NH OH H H
3546 2,4-F2-Ph NH F4 NH OH H H
3547 2,4-F2-Ph NH F5 NH OH H H
3548 2,4-F2-Ph NH F6 NH OH H H
3549 2,4-F2-Ph NH F7 NH OH H H
3550 2,4-F2-Ph NH F8 NH OH H H
3551 2,4-F2-Ph NH F9 NH OH H H
3552 2,4-F2-Ph NH F10 NH OH H H
3553 2,4-F2-Ph NH Ph NH OH H H
3554 2,4-F2-Ph NH Bn NH OH H H
3555 2,4-F2-Ph NH Pe NH OH H H
3556 2,4-F2-Ph NH C12 NMe OH H H
3557 2,4-F2-Ph NH C12 NEt OH H H
3558 2,4-F2-Ph NH C12 NPr OH H H
3559 2,4-F2-Ph NH (CH2)Three  N OH H H
3560 2,4-F2-Ph NH (CH2)Four  N OH H H
3561 2,4-F2-Ph NH (CH2)Five  N OH H H
3562 2,4-F2-Ph NH C12 O OH H H
3563 2,4-F2-Ph NH Ph O OH H H
3564 2,4-F2-Ph NH C12 S OH H H
3565 2,4-F2-Ph NH Ph S OH H H
3566 2,4-F2-Ph NMe H NH OH H H
3567 2,4-F2-Ph NEt H NH OH H H
3568 2,4-F2-Ph NPr H NH OH H H
3569 2,4-F2-Ph O H NH OH H H
3570 2,4-F2-Ph S H NH OH H H
3571 2,5-F2-Ph NH H NH H H H
3572 2,5-F2-Ph NH H NH OH H H
3573 2,5-F2-Ph NH H NH OA6 H H
3574 2,5-F2-Ph NH H NH OA8 H H
3575 2,5-F2-Ph NH H NH OA9 H H
3576 2,5-F2-Ph NH H NH OA10 H H
3577 2,5-F2-Ph NH H NH OA12 H H
3578 2,5-F2-Ph NH H NH OA14 H H
3579 2,5-F2-Ph NH H NH OA16 H H
3580 2,5-F2-Ph NH H NH OH H A6
3581 2,5-F2-Ph NH H NH OH H A8
3582 2,5-F2-Ph NH H NH OH H A9
3583 2,5-F2-Ph NH H NH OH H A10
3584 2,5-F2-Ph NH H NH OH H A12
3585 2,5-F2-Ph NH H NH OH H A14
3586 2,5-F2-Ph NH H NH OH H A16
3587 2,5-F2-Ph NH H NH OH A6 A6
3588 2,5-F2-Ph NH H NH OH A8 A8
3589 2,5-F2-Ph NH H NH OH A10 A10
3590 2,5-F2-Ph NH H NH OA2 A2 A2
3591 2,5-F2-Ph NH H NH OA3 A3 A3
3592 2,5-F2-Ph NH H NH OA4 A4 A4
3593 2,5-F2-Ph NH H NH OC6 H H
3594 2,5-F2-Ph NH H NH OC7 H H
3595 2,5-F2-Ph NH H NH OC8 H H
3596 2,5-F2-Ph NH H NH OC10 H H
3597 2,5-F2-Ph NH H NH OC11 H H
3598 2,5-F2-Ph NH H NH OC12 H H
3599 2,5-F2-Ph NH H NH OC14 H H
3600 2,5-F2-Ph NH H NH OC16 H H
3601 2,5-F2-Ph NH H NH C6COThree    H H
3602 2,5-F2-Ph NH H NH C7COThree    H H
3603 2,5-F2-Ph NH H NH C8COThree    H H
3604 2,5-F2-Ph NH H NH C9COThree    H H
3605 2,5-F2-Ph NH H NH C10COThree   H H
3606 2,5-F2-Ph NH H NH C12COThree   H H
3607 2,5-F2-Ph NH H NH C16COThree   H H
3608 2,5-F2-Ph NH C8 NH OH H H
3609 2,5-F2-Ph NH C9 NH OH H H
3610 2,5-F2-Ph NH C10 NH OH H H
3611 2,5-F2-Ph NH C12 NH OH H H
3612 2,5-F2-Ph NH C16 NH OH H H
3613 2,5-F2-Ph NH F1 NH OH H H
3614 2,5-F2-Ph NH F2 NH OH H H
3615 2,5-F2-Ph NH F3 NH OH H H
3616 2,5-F2-Ph NH F4 NH OH H H
3617 2,5-F2-Ph NH F5 NH OH H H
3618 2,5-F2-Ph NH F6 NH OH H H
3619 2,5-F2-Ph NH F7 NH OH H H
3620 2,5-F2-Ph NH F8 NH OH H H
3621 2,5-F2-Ph NH F9 NH OH H H
3622 2,5-F2-Ph NH F10 NH OH H H
3623 2,5-F2-Ph NH Ph NH OH H H
3624 2,5-F2-Ph NH Bn NH OH H H
3625 2,5-F2-Ph NH Pe NH OH H H
3626 2,5-F2-Ph NH C12 NMe OH H H
3627 2,5-F2-Ph NH C12 NEt OH H H
3628 2,5-F2-Ph NH C12 NPr OH H H
3629 2,5-F2-Ph NH (CH2)Three  N OH H H
3630 2,5-F2-Ph NH (CH2)Four  N OH H H
3631 2,5-F2-Ph NH (CH2)Five  N OH H H
3632 2,5-F2-Ph NH C12 O OH H H
3633 2,5-F2-Ph NH Ph O OH H H
3634 2,5-F2-Ph NH C12 S OH H H
3635 2,5-F2-Ph NH Ph S OH H H
3636 2,5-F2-Ph NMe H NH OH H H
3637 2,5-F2-Ph NEt H NH OH H H
3638 2,5-F2-Ph NPr H NH OH H H
3639 2,5-F2-Ph O H NH OH H H
3640 2,5-F2-Ph S H NH OH H H
3641 2,6-F2-Ph NH H NH H H H
3642 2,6-F2-Ph NH H NH OH H H
3643 2,6-F2-Ph NH H NH OA6 H H
3644 2,6-F2-Ph NH H NH OA8 H H
3645 2,6-F2-Ph NH H NH OA9 H H
3646 2,6-F2-Ph NH H NH OA10 H H
3647 2,6-F2-Ph NH H NH OA12 H H
3648 2,6-F2-Ph NH H NH OA14 H H
3649 2,6-F2-Ph NH H NH OA16 H H
3650 2,6-F2-Ph NH H NH OH H A6
3651 2,6-F2-Ph NH H NH OH H A8
3652 2,6-F2-Ph NH H NH OH H A9
3653 2,6-F2-Ph NH H NH OH H A10
3654 2,6-F2-Ph NH H NH OH H A12
3655 2,6-F2-Ph NH H NH OH H A14
3656 2,6-F2-Ph NH H NH OH H A16
3657 2,6-F2-Ph NH H NH OH A6 A6
3658 2,6-F2-Ph NH H NH OH A8 A8
3659 2,6-F2-Ph NH H NH OH A10 A10
3660 2,6-F2-Ph NH H NH OA2 A2 A2
3661 2,6-F2-Ph NH H NH OA3 A3 A3
3662 2,6-F2-Ph NH H NH OA4 A4 A4
3663 2,6-F2-Ph NH H NH OC6 H H
3664 2,6-F2-Ph NH H NH OC7 H H
3665 2,6-F2-Ph NH H NH OC8 H H
3666 2,6-F2-Ph NH H NH OC10 H H
3667 2,6-F2-Ph NH H NH OC11 H H
3668 2,6-F2-Ph NH H NH OC12 H H
3669 2,6-F2-Ph NH H NH OC14 H H
3670 2,6-F2-Ph NH H NH OC16 H H
3671 2,6-F2-Ph NH H NH C6COThree    H H
3672 2,6-F2-Ph NH H NH C7COThree    H H
3673 2,6-F2-Ph NH H NH C8COThree    H H
3674 2,6-F2-Ph NH H NH C9COThree    H H
3675 2,6-F2-Ph NH H NH C10COThree   H H
3676 2,6-F2-Ph NH H NH C12COThree   H H
3677 2,6-F2-Ph NH H NH C16COThree   H H
3678 2,6-F2-Ph NH C8 NH OH H H
3679 2,6-F2-Ph NH C9 NH OH H H
3680 2,6-F2-Ph NH C10 NH OH H H
3681 2,6-F2-Ph NH C12 NH OH H H
3682 2,6-F2-Ph NH C16 NH OH H H
3683 2,6-F2-Ph NH F1 NH OH H H
3684 2,6-F2-Ph NH F2 NH OH H H
3685 2,6-F2-Ph NH F3 NH OH H H
3686 2,6-F2-Ph NH F4 NH OH H H
3687 2,6-F2-Ph NH F5 NH OH H H
3688 2,6-F2-Ph NH F6 NH OH H H
3689 2,6-F2-Ph NH F7 NH OH H H
3690 2,6-F2-Ph NH F8 NH OH H H
3691 2,6-F2-Ph NH F9 NH OH H H
3692 2,6-F2-Ph NH F10 NH OH H H
3693 2,6-F2-Ph NH Ph NH OH H H
3694 2,6-F2-Ph NH Bn NH OH H H
3695 2,6-F2-Ph NH Pe NH OH H H
3696 2,6-F2-Ph NH C12 NMe OH H H
3697 2,6-F2-Ph NH C12 NEt OH H H
3698 2,6-F2-Ph NH C12 NPr OH H H
3699 2,6-F2-Ph NH (CH2)Three  N OH H H
3700 2,6-F2-Ph NH (CH2)Four  N OH H H
3701 2,6-F2-Ph NH (CH2)Five  N OH H H
3702 2,6-F2-Ph NH C12 O OH H H
3703 2,6-F2-Ph NH Ph O OH H H
3704 2,6-F2-Ph NH C12 S OH H H
3705 2,6-F2-Ph NH Ph S OH H H
3706 2,6-F2-Ph NMe H NH OH H H
3707 2,6-F2-Ph NEt H NH OH H H
3708 2,6-F2-Ph NPr H NH OH H H
3709 2,6-F2-Ph O H NH OH H H
3710 2,6-F2-Ph S H NH OH H H
3711 3,4-F2-Ph NH H NH H H H
3712 3,4-F2-Ph NH H NH OH H H
3713 3,4-F2-Ph NH H NH OA6 H H
3714 3,4-F2-Ph NH H NH OA8 H H
3715 3,4-F2-Ph NH H NH OA9 H H
3716 3,4-F2-Ph NH H NH OA10 H H
3717 3,4-F2-Ph NH H NH OA12 H H
3718 3,4-F2-Ph NH H NH OA14 H H
3719 3,4-F2-Ph NH H NH OA16 H H
3720 3,4-F2-Ph NH H NH OH H A6
3721 3,4-F2-Ph NH H NH OH H A8
3722 3,4-F2-Ph NH H NH OH H A9
3723 3,4-F2-Ph NH H NH OH H A10
3724 3,4-F2-Ph NH H NH OH H A12
3725 3,4-F2-Ph NH H NH OH H A14
3726 3,4-F2-Ph NH H NH OH H A16
3727 3,4-F2-Ph NH H NH OH A6 A6
3728 3,4-F2-Ph NH H NH OH A8 A8
3729 3,4-F2-Ph NH H NH OH A10 A10
3730 3,4-F2-Ph NH H NH OA2 A2 A2
3731 3,4-F2-Ph NH H NH OA3 A3 A3
3732 3,4-F2-Ph NH H NH OA4 A4 A4
3733 3,4-F2-Ph NH H NH OC6 H H
3734 3,4-F2-Ph NH H NH OC7 H H
3735 3,4-F2-Ph NH H NH OC8 H H
3736 3,4-F2-Ph NH H NH OC10 H H
3737 3,4-F2-Ph NH H NH OC11 H H
3738 3,4-F2-Ph NH H NH OC12 H H
3739 3,4-F2-Ph NH H NH OC14 H H
3740 3,4-F2-Ph NH H NH OC16 H H
3741 3,4-F2-Ph NH H NH C6COThree    H H
3742 3,4-F2-Ph NH H NH C7COThree    H H
3743 3,4-F2-Ph NH H NH C8COThree    H H
3744 3,4-F2-Ph NH H NH C9COThree    H H
3745 3,4-F2-Ph NH H NH C10COThree   H H
3746 3,4-F2-Ph NH H NH C12COThree   H H
3747 3,4-F2-Ph NH H NH C16COThree   H H
3748 3,4-F2-Ph NH C8 NH OH H H
3749 3,4-F2-Ph NH C9 NH OH H H
3750 3,4-F2-Ph NH C10 NH OH H H
3751 3,4-F2-Ph NH C12 NH OH H H
3752 3,4-F2-Ph NH C16 NH OH H H
3753 3,4-F2-Ph NH F1 NH OH H H
3754 3,4-F2-Ph NH F2 NH OH H H
3755 3,4-F2-Ph NH F3 NH OH H H
3756 3,4-F2-Ph NH F4 NH OH H H
3757 3,4-F2-Ph NH F5 NH OH H H
3758 3,4-F2-Ph NH F6 NH OH H H
3759 3,4-F2-Ph NH F7 NH OH H H
3760 3,4-F2-Ph NH F8 NH OH H H
3761 3,4-F2-Ph NH F9 NH OH H H
3762 3,4-F2-Ph NH F10 NH OH H H
3763 3,4-F2-Ph NH Ph NH OH H H
3764 3,4-F2-Ph NH Bn NH OH H H
3765 3,4-F2-Ph NH Pe NH OH H H
3766 3,4-F2-Ph NH C12 NMe OH H H
3767 3,4-F2-Ph NH C12 NEt OH H H
3768 3,4-F2-Ph NH C12 NPr OH H H
3769 3,4-F2-Ph NH (CH2)Three  N OH H H
3770 3,4-F2-Ph NH (CH2)Four  N OH H H
3771 3,4-F2-Ph NH (CH2)Five  N OH H H
3772 3,4-F2-Ph NH C12 O OH H H
3773 3,4-F2-Ph NH Ph O OH H H
3774 3,4-F2-Ph NH C12 S OH H H
3775 3,4-F2-Ph NH Ph S OH H H
3776 3,4-F2-Ph NMe H NH OH H H
3777 3,4-F2-Ph NEt H NH OH H H
3778 3,4-F2-Ph NPr H NH OH H H
3779 3,4-F2-Ph O H NH OH H H
3780 3,4-F2-Ph S H NH OH H H
3781 3,5-F2-Ph NH H NH H H H
3782 3,5-F2-Ph NH H NH OH H H
3783 3,5-F2-Ph NH H NH OA6 H H
3784 3,5-F2-Ph NH H NH OA8 H H
3785 3,5-F2-Ph NH H NH OA9 H H
3786 3,5-F2-Ph NH H NH OA10 H H
3787 3,5-F2-Ph NH H NH OA12 H H
3788 3,5-F2-Ph NH H NH OA14 H H
3789 3,5-F2-Ph NH H NH OA16 H H
3790 3,5-F2-Ph NH H NH OH H A6
3791 3,5-F2-Ph NH H NH OH H A8
3792 3,5-F2-Ph NH H NH OH H A9
3793 3,5-F2-Ph NH H NH OH H A10
3794 3,5-F2-Ph NH H NH OH H A12
3795 3,5-F2-Ph NH H NH OH H A14
3796 3,5-F2-Ph NH H NH OH H A16
3797 3,5-F2-Ph NH H NH OH A6 A6
3798 3,5-F2-Ph NH H NH OH A8 A8
3799 3,5-F2-Ph NH H NH OH A10 A10
3800 3,5-F2-Ph NH H NH OA2 A2 A2
3801 3,5-F2-Ph NH H NH OA3 A3 A3
3802 3,5-F2-Ph NH H NH OA4 A4 A4
3803 3,5-F2-Ph NH H NH OC6 H H
3804 3,5-F2-Ph NH H NH OC7 H H
3805 3,5-F2-Ph NH H NH OC8 H H
3806 3,5-F2-Ph NH H NH OC10 H H
3807 3,5-F2-Ph NH H NH OC11 H H
3808 3,5-F2-Ph NH H NH OC12 H H
3809 3,5-F2-Ph NH H NH OC14 H H
3810 3,5-F2-Ph NH H NH OC16 H H
3811 3,5-F2-Ph NH H NH C6COThree    H H
3812 3,5-F2-Ph NH H NH C7COThree    H H
3813 3,5-F2-Ph NH H NH C8COThree    H H
3814 3,5-F2-Ph NH H NH C9COThree    H H
3815 3,5-F2-Ph NH H NH C10COThree   H H
3816 3,5-F2-Ph NH H NH C12COThree   H H
3817 3,5-F2-Ph NH H NH C16COThree   H H
3818 3,5-F2-Ph NH C8 NH OH H H
3819 3,5-F2-Ph NH C9 NH OH H H
3820 3,5-F2-Ph NH C10 NH OH H H
3821 3,5-F2-Ph NH C12 NH OH H H
3822 3,5-F2-Ph NH C16 NH OH H H
3823 3,5-F2-Ph NH F1 NH OH H H
3824 3,5-F2-Ph NH F2 NH OH H H
3825 3,5-F2-Ph NH F3 NH OH H H
3826 3,5-F2-Ph NH F4 NH OH H H
3827 3,5-F2-Ph NH F5 NH OH H H
3828 3,5-F2-Ph NH F6 NH OH H H
3829 3,5-F2-Ph NH F7 NH OH H H
3830 3,5-F2-Ph NH F8 NH OH H H
3831 3,5-F2-Ph NH F9 NH OH H H
3832 3,5-F2-Ph NH F10 NH OH H H
3833 3,5-F2-Ph NH Ph NH OH H H
3834 3,5-F2-Ph NH Bn NH OH H H
3835 3,5-F2-Ph NH Pe NH OH H H
3836 3,5-F2-Ph NH C12 NMe OH H H
3837 3,5-F2-Ph NH C12 NEt OH H H
3838 3,5-F2-Ph NH C12 NPr OH H H
3839 3,5-F2-Ph NH (CH2)Three  N OH H H
3840 3,5-F2-Ph NH (CH2)Four  N OH H H
3841 3,5-F2-Ph NH (CH2)Five  N OH H H
3842 3,5-F2-Ph NH C12 O OH H H
3843 3,5-F2-Ph NH Ph O OH H H
3844 3,5-F2-Ph NH C12 S OH H H
3845 3,5-F2-Ph NH Ph S OH H H
3846 3,5-F2-Ph NMe H NH OH H H
3847 3,5-F2-Ph NEt H NH OH H H
3848 3,5-F2-Ph NPr H NH OH H H
3849 3,5-F2-Ph O H NH OH H H
3850 3,5-F2-Ph S H NH OH H H
3851 2,3,4-FThree-Ph NH H NH H H H
3852 2,3,4-FThree-Ph NH H NH OH H H
3853 2,3,4-FThree-Ph NH H NH OA6 H H
3854 2,3,4-FThree-Ph NH H NH OA8 H H
3855 2,3,4-FThree-Ph NH H NH OA9 H H
3856 2,3,4-FThree-Ph NH H NH OA10 H H
3857 2,3,4-FThree-Ph NH H NH OA12 H H
3858 2,3,4-FThree-Ph NH H NH OA14 H H
3859 2,3,4-FThree-Ph NH H NH OA16 H H
3860 2,3,4-FThree-Ph NH H NH OH H A6
3861 2,3,4-FThree-Ph NH H NH OH H A8
3862 2,3,4-FThree-Ph NH H NH OH H A9
3863 2,3,4-FThree-Ph NH H NH OH H A10
3864 2,3,4-FThree-Ph NH H NH OH H A12
3865 2,3,4-FThree-Ph NH H NH OH H A14
3866 2,3,4-FThree-Ph NH H NH OH H A16
3867 2,3,4-FThree-Ph NH H NH OH A6 A6
3868 2,3,4-FThree-Ph NH H NH OH A8 A8
3869 2,3,4-FThree-Ph NH H NH OH A10 A10
3870 2,3,4-FThree-Ph NH H NH OA2 A2 A2
3871 2,3,4-FThree-Ph NH H NH OA3 A3 A3
3872 2,3,4-FThree-Ph NH H NH OA4 A4 A4
3873 2,3,4-FThree-Ph NH H NH OC6 H H
3874 2,3,4-FThree-Ph NH H NH OC7 H H
3875 2,3,4-FThree-Ph NH H NH OC8 H H
3876 2,3,4-FThree-Ph NH H NH OC10 H H
3877 2,3,4-FThree-Ph NH H NH OC11 H H
3878 2,3,4-FThree-Ph NH H NH OC12 H H
3879 2,3,4-FThree-Ph NH H NH OC14 H H
3880 2,3,4-FThree-Ph NH H NH OC16 H H
3881 2,3,4-FThree-Ph NH H NH C6COThree    H H
3882 2,3,4-FThree-Ph NH H NH C7COThree    H H
3883 2,3,4-FThree-Ph NH H NH C8COThree    H H
3884 2,3,4-FThree-Ph NH H NH C9COThree    H H
3885 2,3,4-FThree-Ph NH H NH C10COThree   H H
3886 2,3,4-FThree-Ph NH H NH C12COThree   H H
3887 2,3,4-FThree-Ph NH H NH C16COThree   H H
3888 2,3,4-FThree-Ph NH C8 NH OH H H
3889 2,3,4-FThree-Ph NH C9 NH OH H H
3890 2,3,4-FThree-Ph NH C10 NH OH H H
3891 2,3,4-FThree-Ph NH C12 NH OH H H
3892 2,3,4-FThree-Ph NH C16 NH OH H H
3893 2,3,4-FThree-Ph NH F1 NH OH H H
3894 2,3,4-FThree-Ph NH F2 NH OH H H
3895 2,3,4-FThree-Ph NH F3 NH OH H H
3896 2,3,4-FThree-Ph NH F4 NH OH H H
3897 2,3,4-FThree-Ph NH F5 NH OH H H
3898 2,3,4-FThree-Ph NH F6 NH OH H H
3899 2,3,4-FThree-Ph NH F7 NH OH H H
3900 2,3,4-FThree-Ph NH F8 NH OH H H
3901 2,3,4-FThree-Ph NH F9 NH OH H H
3902 2,3,4-FThree-Ph NH F10 NH OH H H
3903 2,3,4-FThree-Ph NH Ph NH OH H H
3904 2,3,4-FThree-Ph NH Bn NH OH H H
3905 2,3,4-FThree-Ph NH Pe NH OH H H
3906 2,3,4-FThree-Ph NH C12 NMe OH H H
3907 2,3,4-FThree-Ph NH C12 NEt OH H H
3908 2,3,4-FThree-Ph NH C12 NPr OH H H
3909 2,3,4-FThree-Ph NH (CH2)Three  N OH H H
3910 2,3,4-FThree-Ph NH (CH2)Four  N OH H H
3911 2,3,4-FThree-Ph NH (CH2)Five  N OH H H
3912 2,3,4-FThree-Ph NH C12 O OH H H
3913 2,3,4-FThree-Ph NH Ph O OH H H
3914 2,3,4-FThree-Ph NH C12 S OH H H
3915 2,3,4-FThree-Ph NH Ph S OH H H
3916 2,3,4-FThree-Ph NMe H NH OH H H
3917 2,3,4-FThree-Ph NEt H NH OH H H
3918 2,3,4-FThree-Ph NPr H NH OH H H
3919 2,3,4-FThree-Ph O H NH OH H H
3920 2,3,4-FThree-Ph S H NH OH H H
3921 2,3,6-FThree-Ph NH H NH H H H
3922 2,3,6-FThree-Ph NH H NH OH H H
3923 2,3,6-FThree-Ph NH H NH OA6 H H
3924 2,3,6-FThree-Ph NH H NH OA8 H H
3925 2,3,6-FThree-Ph NH H NH OA9 H H
3926 2,3,6-FThree-Ph NH H NH OA10 H H
3927 2,3,6-FThree-Ph NH H NH OA12 H H
3928 2,3,6-FThree-Ph NH H NH OA14 H H
3929 2,3,6-FThree-Ph NH H NH OA16 H H
3930 2,3,6-FThree-Ph NH H NH OH H A6
3931 2,3,6-FThree-Ph NH H NH OH H A8
3932 2,3,6-FThree-Ph NH H NH OH H A9
3933 2,3,6-FThree-Ph NH H NH OH H A10
3934 2,3,6-FThree-Ph NH H NH OH H A12
3935 2,3,6-FThree-Ph NH H NH OH H A14
3936 2,3,6-FThree-Ph NH H NH OH H A16
3937 2,3,6-FThree-Ph NH H NH OH A6 A6
3938 2,3,6-FThree-Ph NH H NH OH A8 A8
3939 2,3,6-FThree-Ph NH H NH OH A10 A10
3940 2,3,6-FThree-Ph NH H NH OA2 A2 A2
3941 2,3,6-FThree-Ph NH H NH OA3 A3 A3
3942 2,3,6-FThree-Ph NH H NH OA4 A4 A4
3943 2,3,6-FThree-Ph NH H NH OC6 H H
3944 2,3,6-FThree-Ph NH H NH OC7 H H
3945 2,3,6-FThree-Ph NH H NH OC8 H H
3946 2,3,6-FThree-Ph NH H NH OC10 H H
3947 2,3,6-FThree-Ph NH H NH OC11 H H
3948 2,3,6-FThree-Ph NH H NH OC12 H H
3949 2,3,6-FThree-Ph NH H NH OC14 H H
3950 2,3,6-FThree-Ph NH H NH OC16 H H
3951 2,3,6-FThree-Ph NH H NH C6COThree    H H
3952 2,3,6-FThree-Ph NH H NH C7COThree    H H
3953 2,3,6-FThree-Ph NH H NH C8COThree    H H
3954 2,3,6-FThree-Ph NH H NH C9COThree    H H
3955 2,3,6-FThree-Ph NH H NH C10COThree   H H
3956 2,3,6-FThree-Ph NH H NH C12COThree   H H
3957 2,3,6-FThree-Ph NH H NH C16COThree   H H
3958 2,3,6-FThree-Ph NH C8 NH OH H H
3959 2,3,6-FThree-Ph NH C9 NH OH H H
3960 2,3,6-FThree-Ph NH C10 NH OH H H
3961 2,3,6-FThree-Ph NH C12 NH OH H H
3962 2,3,6-FThree-Ph NH C16 NH OH H H
3963 2,3,6-FThree-Ph NH F1 NH OH H H
3964 2,3,6-FThree-Ph NH F2 NH OH H H
3965 2,3,6-FThree-Ph NH F3 NH OH H H
3966 2,3,6-FThree-Ph NH F4 NH OH H H
3967 2,3,6-FThree-Ph NH F5 NH OH H H
3968 2,3,6-FThree-Ph NH F6 NH OH H H
3969 2,3,6-FThree-Ph NH F7 NH OH H H
3970 2,3,6-FThree-Ph NH F8 NH OH H H
3971 2,3,6-FThree-Ph NH F9 NH OH H H
3972 2,3,6-FThree-Ph NH F10 NH OH H H
3973 2,3,6-FThree-Ph NH Ph NH OH H H
3974 2,3,6-FThree-Ph NH Bn NH OH H H
3975 2,3,6-FThree-Ph NH Pe NH OH H H
3976 2,3,6-FThree-Ph NH C12 NMe OH H H
3977 2,3,6-FThree-Ph NH C12 NEt OH H H
3978 2,3,6-FThree-Ph NH C12 NPr OH H H
3979 2,3,6-FThree-Ph NH (CH2)Three  N OH H H
3980 2,3,6-FThree-Ph NH (CH2)Four  N OH H H
3981 2,3,6-FThree-Ph NH (CH2)Five  N OH H H
3982 2,3,6-FThree-Ph NH C12 O OH H H
3983 2,3,6-FThree-Ph NH Ph O OH H H
3984 2,3,6-FThree-Ph NH C12 S OH H H
3985 2,3,6-FThree-Ph NH Ph S OH H H
3986 2,3,6-FThree-Ph NMe H NH OH H H
3987 2,3,6-FThree-Ph NEt H NH OH H H
3988 2,3,6-FThree-Ph NPr H NH OH H H
3989 2,3,6-FThree-Ph O H NH OH H H
3990 2,3,6-FThree-Ph S H NH OH H H
3991 2,4,6-FThree-Ph NH H NH H H H
3992 2,4,6-FThree-Ph NH H NH OH H H
3993 2,4,6-FThree-Ph NH H NH OA6 H H
3994 2,4,6-FThree-Ph NH H NH OA8 H H
3995 2,4,6-FThree-Ph NH H NH OA9 H H
3996 2,4,6-FThree-Ph NH H NH OA10 H H
3997 2,4,6-FThree-Ph NH H NH OA12 H H
3998 2,4,6-FThree-Ph NH H NH OA14 H H
3999 2,4,6-FThree-Ph NH H NH OA16 H H
4000 2,4,6-FThree-Ph NH H NH OH H A6
4001 2,4,6-FThree-Ph NH H NH OH H A8
4002 2,4,6-FThree-Ph NH H NH OH H A9
4003 2,4,6-FThree-Ph NH H NH OH H A10
4004 2,4,6-FThree-Ph NH H NH OH H A12
4005 2,4,6-FThree-Ph NH H NH OH H A14
4006 2,4,6-FThree-Ph NH H NH OH H A16
4007 2,4,6-FThree-Ph NH H NH OH A6 A6
4008 2,4,6-FThree-Ph NH H NH OH A8 A8
4009 2,4,6-FThree-Ph NH H NH OH A10 A10
4010 2,4,6-FThree-Ph NH H NH OA2 A2 A2
4011 2,4,6-FThree-Ph NH H NH OA3 A3 A3
4012 2,4,6-FThree-Ph NH H NH OA4 A4 A4
4013 2,4,6-FThree-Ph NH H NH OC6 H H
4014 2,4,6-FThree-Ph NH H NH OC7 H H
4015 2,4,6-FThree-Ph NH H NH OC8 H H
4016 2,4,6-FThree-Ph NH H NH OC10 H H
4017 2,4,6-FThree-Ph NH H NH OC11 H H
4018 2,4,6-FThree-Ph NH H NH OC12 H H
4019 2,4,6-FThree-Ph NH H NH OC14 H H
4020 2,4,6-FThree-Ph NH H NH OC16 H H
4021 2,4,6-FThree-Ph NH H NH C6COThree    H H
4022 2,4,6-FThree-Ph NH H NH C7COThree    H H
4023 2,4,6-FThree-Ph NH H NH C8COThree    H H
4024 2,4,6-FThree-Ph NH H NH C9COThree    H H
4025 2,4,6-FThree-Ph NH H NH C10COThree   H H
4026 2,4,6-FThree-Ph NH H NH C12COThree   H H
4027 2,4,6-FThree-Ph NH H NH C16COThree   H H
4028 2,4,6-FThree-Ph NH C8 NH OH H H
4029 2,4,6-FThree-Ph NH C9 NH OH H H
4030 2,4,6-FThree-Ph NH C10 NH OH H H
4031 2,4,6-FThree-Ph NH C12 NH OH H H
4032 2,4,6-FThree-Ph NH C16 NH OH H H
4033 2,4,6-FThree-Ph NH F1 NH OH H H
4034 2,4,6-FThree-Ph NH F2 NH OH H H
4035 2,4,6-FThree-Ph NH F3 NH OH H H
4036 2,4,6-FThree-Ph NH F4 NH OH H H
4037 2,4,6-FThree-Ph NH F5 NH OH H H
4038 2,4,6-FThree-Ph NH F6 NH OH H H
4039 2,4,6-FThree-Ph NH F7 NH OH H H
4040 2,4,6-FThree-Ph NH F8 NH OH H H
4041 2,4,6-FThree-Ph NH F9 NH OH H H
4042 2,4,6-FThree-Ph NH F10 NH OH H H
4043 2,4,6-FThree-Ph NH Ph NH OH H H
4044 2,4,6-FThree-Ph NH Bn NH OH H H
4045 2,4,6-FThree-Ph NH Pe NH OH H H
4046 2,4,6-FThree-Ph NH C12 NMe OH H H
4047 2,4,6-FThree-Ph NH C12 NEt OH H H
4048 2,4,6-FThree-Ph NH C12 NPr OH H H
4049 2,4,6-FThree-Ph NH (CH2)Three  N OH H H
4050 2,4,6-FThree-Ph NH (CH2)Four  N OH H H
4051 2,4,6-FThree-Ph NH (CH2)Five  N OH H H
4052 2,4,6-FThree-Ph NH C12 O OH H H
4053 2,4,6-FThree-Ph NH Ph O OH H H
4054 2,4,6-FThree-Ph NH C12 S OH H H
4055 2,4,6-FThree-Ph NH Ph S OH H H
4056 2,4,6-FThree-Ph NMe H NH OH H H
4057 2,4,6-FThree-Ph NEt H NH OH H H
4058 2,4,6-FThree-Ph NPr H NH OH H H
4059 2,4,6-FThree-Ph O H NH OH H H
4060 2,4,6-FThree-Ph S H NH OH H H
4061 2,4,5-FThree-Ph NH H NH H H H
4062 2,4,5-FThree-Ph NH H NH OH H H
4063 2,4,5-FThree-Ph NH H NH OA6 H H
4064 2,4,5-FThree-Ph NH H NH OA8 H H
4065 2,4,5-FThree-Ph NH H NH OA9 H H
4066 2,4,5-FThree-Ph NH H NH OA10 H H
4067 2,4,5-FThree-Ph NH H NH OA12 H H
4068 2,4,5-FThree-Ph NH H NH OA14 H H
4069 2,4,5-FThree-Ph NH H NH OA16 H H
4070 2,4,5-FThree-Ph NH H NH OH H A6
4071 2,4,5-FThree-Ph NH H NH OH H A8
4072 2,4,5-FThree-Ph NH H NH OH H A9
4073 2,4,5-FThree-Ph NH H NH OH H A10
4074 2,4,5-FThree-Ph NH H NH OH H A12
4075 2,4,5-FThree-Ph NH H NH OH H A14
4076 2,4,5-FThree-Ph NH H NH OH H A16
4077 2,4,5-FThree-Ph NH H NH OH A6 A6
4078 2,4,5-FThree-Ph NH H NH OH A8 A8
4079 2,4,5-FThree-Ph NH H NH OH A10 A10
4080 2,4,5-FThree-Ph NH H NH OA2 A2 A2
4081 2,4,5-FThree-Ph NH H NH OA3 A3 A3
4082 2,4,5-FThree-Ph NH H NH OA4 A4 A4
4083 2,4,5-FThree-Ph NH H NH OC6 H H
4084 2,4,5-FThree-Ph NH H NH OC7 H H
4085 2,4,5-FThree-Ph NH H NH OC8 H H
4086 2,4,5-FThree-Ph NH H NH OC10 H H
4087 2,4,5-FThree-Ph NH H NH OC11 H H
4088 2,4,5-FThree-Ph NH H NH OC12 H H
4089 2,4,5-FThree-Ph NH H NH OC14 H H
4090 2,4,5-FThree-Ph NH H NH OC16 H H
4091 2,4,5-FThree-Ph NH H NH C6COThree    H H
4092 2,4,5-FThree-Ph NH H NH C7COThree    H H
4093 2,4,5-FThree-Ph NH H NH C8COThree    H H
4094 2,4,5-FThree-Ph NH H NH C9COThree    H H
4095 2,4,5-FThree-Ph NH H NH C10COThree   H H
4096 2,4,5-FThree-Ph NH H NH C12COThree   H H
4097 2,4,5-FThree-Ph NH H NH C16COThree   H H
4098 2,4,5-FThree-Ph NH C8 NH OH H H
4099 2,4,5-FThree-Ph NH C9 NH OH H H
4100 2,4,5-FThree-Ph NH C10 NH OH H H
4101 2,4,5-FThree-Ph NH C12 NH OH H H
4102 2,4,5-FThree-Ph NH C16 NH OH H H
4103 2,4,5-FThree-Ph NH F1 NH OH H H
4104 2,4,5-FThree-Ph NH F2 NH OH H H
4105 2,4,5-FThree-Ph NH F3 NH OH H H
4106 2,4,5-FThree-Ph NH F4 NH OH H H
4107 2,4,5-FThree-Ph NH F5 NH OH H H
4108 2,4,5-FThree-Ph NH F6 NH OH H H
4109 2,4,5-FThree-Ph NH F7 NH OH H H
4110 2,4,5-FThree-Ph NH F8 NH OH H H
4111 2,4,5-FThree-Ph NH F9 NH OH H H
4112 2,4,5-FThree-Ph NH F10 NH OH H H
4113 2,4,5-FThree-Ph NH Ph NH OH H H
4114 2,4,5-FThree-Ph NH Bn NH OH H H
4115 2,4,5-FThree-Ph NH Pe NH OH H H
4116 2,4,5-FThree-Ph NH C12 NMe OH H H
4117 2,4,5-FThree-Ph NH C12 NEt OH H H
4118 2,4,5-FThree-Ph NH C12 NPr OH H H
4119 2,4,5-FThree-Ph NH (CH2)Three  N OH H H
4120 2,4,5-FThree-Ph NH (CH2)Four  N OH H H
4121 2,4,5-FThree-Ph NH (CH2)Five  N OH H H
4122 2,4,5-FThree-Ph NH C12 O OH H H
4123 2,4,5-FThree-Ph NH Ph O OH H H
4124 2,4,5-FThree-Ph NH C12 S OH H H
4125 2,4,5-FThree-Ph NH Ph S OH H H
4126 2,4,5-FThree-Ph NMe H NH OH H H
4127 2,4,5-FThree-Ph NEt H NH OH H H
4128 2,4,5-FThree-Ph NPr H NH OH H H
4129 2,4,5-FThree-Ph O H NH OH H H
4130 2,4,5-FThree-Ph S H NH OH H H
4131 3-Cl-4-F-Ph NH H NH H H H
4132 3-Cl-4-F-Ph NH H NH OH H H
4133 3-Cl-4-F-Ph NH H NH OA6 H H
4134 3-Cl-4-F-Ph NH H NH OA8 H H
4135 3-Cl-4-F-Ph NH H NH OA9 H H
4136 3-Cl-4-F-Ph NH H NH OA10 H H
4137 3-Cl-4-F-Ph NH H NH OA12 H H
4138 3-Cl-4-F-Ph NH H NH OA14 H H
4139 3-Cl-4-F-Ph NH H NH OA16 H H
4140 3-Cl-4-F-Ph NH H NH OH H A6
4141 3-Cl-4-F-Ph NH H NH OH H A8
4142 3-Cl-4-F-Ph NH H NH OH H A9
4143 3-Cl-4-F-Ph NH H NH OH H A10
4144 3-Cl-4-F-Ph NH H NH OH H A12
4145 3-Cl-4-F-Ph NH H NH OH H A14
4146 3-Cl-4-F-Ph NH H NH OH H A16
4147 3-Cl-4-F-Ph NH H NH OH A6 A6
4148 3-Cl-4-F-Ph NH H NH OH A8 A8
4149 3-Cl-4-F-Ph NH H NH OH A10 A10
4150 3-Cl-4-F-Ph NH H NH OA2 A2 A2
4151 3-Cl-4-F-Ph NH H NH OA3 A3 A3
4152 3-Cl-4-F-Ph NH H NH OA4 A4 A4
4153 3-Cl-4-F-Ph NH H NH OC6 H H
4154 3-Cl-4-F-Ph NH H NH OC7 H H
4155 3-Cl-4-F-Ph NH H NH OC8 H H
4156 3-Cl-4-F-Ph NH H NH OC10 H H
4157 3-Cl-4-F-Ph NH H NH OC11 H H
4158 3-Cl-4-F-Ph NH H NH OC12 H H
4159 3-Cl-4-F-Ph NH H NH OC14 H H
4160 3-Cl-4-F-Ph NH H NH OC16 H H
4161 3-Cl-4-F-Ph NH H NH C6COThree    H H
4162 3-Cl-4-F-Ph NH H NH C7COThree    H H
4163 3-Cl-4-F-Ph NH H NH C8COThree    H H
4164 3-Cl-4-F-Ph NH H NH C9COThree    H H
4165 3-Cl-4-F-Ph NH H NH C10COThree   H H
4166 3-Cl-4-F-Ph NH H NH C12COThree   H H
4167 3-Cl-4-F-Ph NH H NH C16COThree   H H
4168 3-Cl-4-F-Ph NH C8 NH OH H H
4169 3-Cl-4-F-Ph NH C9 NH OH H H
4170 3-Cl-4-F-Ph NH C10 NH OH H H
4171 3-Cl-4-F-Ph NH C12 NH OH H H
4172 3-Cl-4-F-Ph NH C16 NH OH H H
4173 3-Cl-4-F-Ph NH F1 NH OH H H
4174 3-Cl-4-F-Ph NH F2 NH OH H H
4175 3-Cl-4-F-Ph NH F3 NH OH H H
4176 3-Cl-4-F-Ph NH F4 NH OH H H
4177 3-Cl-4-F-Ph NH F5 NH OH H H
4178 3-Cl-4-F-Ph NH F6 NH OH H H
4179 3-Cl-4-F-Ph NH F7 NH OH H H
4180 3-Cl-4-F-Ph NH F8 NH OH H H
4181 3-Cl-4-F-Ph NH F9 NH OH H H
4182 3-Cl-4-F-Ph NH F10 NH OH H H
4183 3-Cl-4-F-Ph NH Ph NH OH H H
4184 3-Cl-4-F-Ph NH Bn NH OH H H
4185 3-Cl-4-F-Ph NH Pe NH OH H H
4186 3-Cl-4-F-Ph NH C12 NMe OH H H
4187 3-Cl-4-F-Ph NH C12 NEt OH H H
4188 3-Cl-4-F-Ph NH C12 NPr OH H H
4189 3-Cl-4-F-Ph NH (CH2)Three  N OH H H
4190 3-Cl-4-F-Ph NH (CH2)Four  N OH H H
4191 3-Cl-4-F-Ph NH (CH2)Five  N OH H H
4192 3-Cl-4-F-Ph NH C12 O OH H H
4193 3-Cl-4-F-Ph NH Ph O OH H H
4194 3-Cl-4-F-Ph NH C12 S OH H H
4195 3-Cl-4-F-Ph NH Ph S OH H H
4196 3-Cl-4-F-Ph NMe H NH OH H H
4197 3-Cl-4-F-Ph NEt H NH OH H H
4198 3-Cl-4-F-Ph NPr H NH OH H H
4199 3-Cl-4-F-Ph O H NH OH H H
4200 3-Cl-4-F-Ph S H NH OH H H
4201 3-CFThree-4-F-Ph NH H NH H H H
4202 3-CFThree-4-F-Ph NH H NH OH H H
4203 3-CFThree-4-F-Ph NH H NH OA6 H H
4204 3-CFThree-4-F-Ph NH H NH OA8 H H
4205 3-CFThree-4-F-Ph NH H NH OA9 H H
4206 3-CFThree-4-F-Ph NH H NH OA10 H H
4207 3-CFThree-4-F-Ph NH H NH OA12 H H
4208 3-CFThree-4-F-Ph NH H NH OA14 H H
4209 3-CFThree-4-F-Ph NH H NH OA16 H H
4210 3-CFThree-4-F-Ph NH H NH OH H A6
4211 3-CFThree-4-F-Ph NH H NH OH H A8
4212 3-CFThree-4-F-Ph NH H NH OH H A9
4213 3-CFThree-4-F-Ph NH H NH OH H A10
4214 3-CFThree-4-F-Ph NH H NH OH H A12
4215 3-CFThree-4-F-Ph NH H NH OH H A14
4216 3-CFThree-4-F-Ph NH H NH OH H A16
4217 3-CFThree-4-F-Ph NH H NH OH A6 A6
4218 3-CFThree-4-F-Ph NH H NH OH A8 A8
4219 3-CFThree-4-F-Ph NH H NH OH A10 A10
4220 3-CFThree-4-F-Ph NH H NH OA2 A2 A2
4221 3-CFThree-4-F-Ph NH H NH OA3 A3 A3
4222 3-CFThree-4-F-Ph NH H NH OA4 A4 A4
4223 3-CFThree-4-F-Ph NH H NH OC6 H H
4224 3-CFThree-4-F-Ph NH H NH OC7 H H
4225 3-CFThree-4-F-Ph NH H NH OC8 H H
4226 3-CFThree-4-F-Ph NH H NH OC10 H H
4227 3-CFThree-4-F-Ph NH H NH OC11 H H
4228 3-CFThree-4-F-Ph NH H NH OC12 H H
4229 3-CFThree-4-F-Ph NH H NH OC14 H H
4230 3-CFThree-4-F-Ph NH H NH OC16 H H
4231 3-CFThree-4-F-Ph NH H NH C6COThree    H H
4232 3-CFThree-4-F-Ph NH H NH C7COThree    H H
4233 3-CFThree-4-F-Ph NH H NH C8COThree    H H
4234 3-CFThree-4-F-Ph NH H NH C9COThree    H H
4235 3-CFThree-4-F-Ph NH H NH C10COThree   H H
4236 3-CFThree-4-F-Ph NH H NH C12COThree   H H
4237 3-CFThree-4-F-Ph NH H NH C16COThree   H H
4238 3-CFThree-4-F-Ph NH C8 NH OH H H
4239 3-CFThree-4-F-Ph NH C9 NH OH H H
4240 3-CFThree-4-F-Ph NH C10 NH OH H H
4241 3-CFThree-4-F-Ph NH C12 NH OH H H
4242 3-CFThree-4-F-Ph NH C16 NH OH H H
4243 3-CFThree-4-F-Ph NH F1 NH OH H H
4244 3-CFThree-4-F-Ph NH F2 NH OH H H
4245 3-CFThree-4-F-Ph NH F3 NH OH H H
4246 3-CFThree-4-F-Ph NH F4 NH OH H H
4247 3-CFThree-4-F-Ph NH F5 NH OH H H
4248 3-CFThree-4-F-Ph NH F6 NH OH H H
4249 3-CFThree-4-F-Ph NH F7 NH OH H H
4250 3-CFThree-4-F-Ph NH F8 NH OH H H
4251 3-CFThree-4-F-Ph NH F9 NH OH H H
4252 3-CFThree-4-F-Ph NH F10 NH OH H H
4253 3-CFThree-4-F-Ph NH Ph NH OH H H
4254 3-CFThree-4-F-Ph NH Bn NH OH H H
4255 3-CFThree-4-F-Ph NH Pe NH OH H H
4256 3-CFThree-4-F-Ph NH C12 NMe OH H H
4257 3-CFThree-4-F-Ph NH C12 NEt OH H H
4258 3-CFThree-4-F-Ph NH C12 NPr OH H H
4259 3-CFThree-4-F-Ph NH (CH2)Three  N OH H H
4260 3-CFThree-4-F-Ph NH (CH2)Four  N OH H H
4261 3-CFThree-4-F-Ph NH (CH2)Five  N OH H H
4262 3-CFThree-4-F-Ph NH C12 O OH H H
4263 3-CFThree-4-F-Ph NH Ph O OH H H
4264 3-CFThree-4-F-Ph NH C12 S OH H H
4265 3-CFThree-4-F-Ph NH Ph S OH H H
4266 3-CFThree-4-F-Ph NMe H NH OH H H
4267 3-CFThree-4-F-Ph NEt H NH OH H H
4268 3-CFThree-4-F-Ph NPr H NH OH H H
4269 3-CFThree-4-F-Ph O H NH OH H H
4270 3-CFThree-4-F-Ph S H NH OH H H
4271 3-CFThreeO-Ph NH H NH H H H
4272 3-CFThreeO-Ph NH H NH OH H H
4273 3-CFThreeO-Ph NH H NH OA6 H H
4274 3-CFThreeO-Ph NH H NH OA8 H H
4275 3-CFThreeO-Ph NH H NH OA9 H H
4276 3-CFThreeO-Ph NH H NH OA10 H H
4277 3-CFThreeO-Ph NH H NH OA12 H H
4278 3-CFThreeO-Ph NH H NH OA14 H H
4279 3-CFThreeO-Ph NH H NH OA16 H H
4280 3-CFThreeO-Ph NH H NH OH H A6
4281 3-CFThreeO-Ph NH H NH OH H A8
4282 3-CFThreeO-Ph NH H NH OH H A9
4283 3-CFThreeO-Ph NH H NH OH H A10
4284 3-CFThreeO-Ph NH H NH OH H A12
4285 3-CFThreeO-Ph NH H NH OH H A14
4286 3-CFThreeO-Ph NH H NH OH H A16
4287 3-CFThreeO-Ph NH H NH OH A6 A6
4288 3-CFThreeO-Ph NH H NH OH A8 A8
4289 3-CFThreeO-Ph NH H NH OH A10 A10
4290 3-CFThreeO-Ph NH H NH OA2 A2 A2
4291 3-CFThreeO-Ph NH H NH OA3 A3 A3
4292 3-CFThreeO-Ph NH H NH OA4 A4 A4
4293 3-CFThreeO-Ph NH H NH OC6 H H
4294 3-CFThreeO-Ph NH H NH OC7 H H
4295 3-CFThreeO-Ph NH H NH OC8 H H
4296 3-CFThreeO-Ph NH H NH OC10 H H
4297 3-CFThreeO-Ph NH H NH OC11 H H
4298 3-CFThreeO-Ph NH H NH OC12 H H
4299 3-CFThreeO-Ph NH H NH OC14 H H
4300 3-CFThreeO-Ph NH H NH OC16 H H
4301 3-CFThreeO-Ph NH H NH C6COThree    H H
4302 3-CFThreeO-Ph NH H NH C7COThree    H H
4303 3-CFThreeO-Ph NH H NH C8COThree    H H
4304 3-CFThreeO-Ph NH H NH C9COThree    H H
4305 3-CFThreeO-Ph NH H NH C10COThree   H H
4306 3-CFThreeO-Ph NH H NH C12COThree   H H
4307 3-CFThreeO-Ph NH H NH C16COThree   H H
4308 3-CFThreeO-Ph NH C8 NH OH H H
4309 3-CFThreeO-Ph NH C9 NH OH H H
4310 3-CFThreeO-Ph NH C10 NH OH H H
4311 3-CFThreeO-Ph NH C12 NH OH H H
4312 3-CFThreeO-Ph NH C16 NH OH H H
4313 3-CFThreeO-Ph NH F1 NH OH H H
4314 3-CFThreeO-Ph NH F2 NH OH H H
4315 3-CFThreeO-Ph NH F3 NH OH H H
4316 3-CFThreeO-Ph NH F4 NH OH H H
4317 3-CFThreeO-Ph NH F5 NH OH H H
4318 3-CFThreeO-Ph NH F6 NH OH H H
4319 3-CFThreeO-Ph NH F7 NH OH H H
4320 3-CFThreeO-Ph NH F8 NH OH H H
4321 3-CFThreeO-Ph NH F9 NH OH H H
4322 3-CFThreeO-Ph NH F10 NH OH H H
4323 3-CFThreeO-Ph NH Ph NH OH H H
4324 3-CFThreeO-Ph NH Bn NH OH H H
4325 3-CFThreeO-Ph NH Pe NH OH H H
4326 3-CFThreeO-Ph NH C12 NMe OH H H
4327 3-CFThreeO-Ph NH C12 NEt OH H H
4328 3-CFThreeO-Ph NH C12 NPr OH H H
4329 3-CFThreeO-Ph NH (CH2)Three  N OH H H
4330 3-CFThreeO-Ph NH (CH2)Four  N OH H H
4331 3-CFThreeO-Ph NH (CH2)Five  N OH H H
4332 3-CFThreeO-Ph NH C12 O OH H H
4333 3-CFThreeO-Ph NH Ph O OH H H
4334 3-CFThreeO-Ph NH C12 S OH H H
4335 3-CFThreeO-Ph NH Ph S OH H H
4336 3-CFThreeO-Ph NMe H NH OH H H
4337 3-CFThreeO-Ph NEt H NH OH H H
4338 3-CFThreeO-Ph NPr H NH OH H H
4339 3-CFThreeO-Ph O H NH OH H H
4340 3-CFThreeO-Ph S H NH OH H H
4341 4-CFThreeO-Ph NH H NH H H H
4342 4-CFThreeO-Ph NH H NH OH H H
4343 4-CFThreeO-Ph NH H NH OA6 H H
4344 4-CFThreeO-Ph NH H NH OA8 H H
4345 4-CFThreeO-Ph NH H NH OA9 H H
4346 4-CFThreeO-Ph NH H NH OA10 H H
4347 4-CFThreeO-Ph NH H NH OA12 H H
4348 4-CFThreeO-Ph NH H NH OA14 H H
4349 4-CFThreeO-Ph NH H NH OA16 H H
4350 4-CFThreeO-Ph NH H NH OH H A6
4351 4-CFThreeO-Ph NH H NH OH H A8
4352 4-CFThreeO-Ph NH H NH OH H A9
4353 4-CFThreeO-Ph NH H NH OH H A10
4354 4-CFThreeO-Ph NH H NH OH H A12
4355 4-CFThreeO-Ph NH H NH OH H A14
4356 4-CFThreeO-Ph NH H NH OH H A16
4357 4-CFThreeO-Ph NH H NH OH A6 A6
4358 4-CFThreeO-Ph NH H NH OH A8 A8
4359 4-CFThreeO-Ph NH H NH OH A10 A10
4360 4-CFThreeO-Ph NH H NH OA2 A2 A2
4361 4-CFThreeO-Ph NH H NH OA3 A3 A3
4362 4-CFThreeO-Ph NH H NH OA4 A4 A4
4363 4-CFThreeO-Ph NH H NH OC6 H H
4364 4-CFThreeO-Ph NH H NH OC7 H H
4365 4-CFThreeO-Ph NH H NH OC8 H H
4366 4-CFThreeO-Ph NH H NH OC10 H H
4367 4-CFThreeO-Ph NH H NH OC11 H H
4368 4-CFThreeO-Ph NH H NH OC12 H H
4369 4-CFThreeO-Ph NH H NH OC14 H H
4370 4-CFThreeO-Ph NH H NH OC16 H H
4371 4-CFThreeO-Ph NH H NH C6COThree    H H
4372 4-CFThreeO-Ph NH H NH C7COThree    H H
4373 4-CFThreeO-Ph NH H NH C8COThree    H H
4374 4-CFThreeO-Ph NH H NH C9COThree    H H
4375 4-CFThreeO-Ph NH H NH C10COThree   H H
4376 4-CFThreeO-Ph NH H NH C12COThree   H H
4377 4-CFThreeO-Ph NH H NH C16COThree   H H
4378 4-CFThreeO-Ph NH C8 NH OH H H
4379 4-CFThreeO-Ph NH C9 NH OH H H
4380 4-CFThreeO-Ph NH C10 NH OH H H
4381 4-CFThreeO-Ph NH C12 NH OH H H
4382 4-CFThreeO-Ph NH C16 NH OH H H
4383 4-CFThreeO-Ph NH F1 NH OH H H
4384 4-CFThreeO-Ph NH F2 NH OH H H
4385 4-CFThreeO-Ph NH F3 NH OH H H
4386 4-CFThreeO-Ph NH F4 NH OH H H
4387 4-CFThreeO-Ph NH F5 NH OH H H
4388 4-CFThreeO-Ph NH F6 NH OH H H
4389 4-CFThreeO-Ph NH F7 NH OH H H
4390 4-CFThreeO-Ph NH F8 NH OH H H
4391 4-CFThreeO-Ph NH F9 NH OH H H
4392 4-CFThreeO-Ph NH F10 NH OH H H
4393 4-CFThreeO-Ph NH Ph NH OH H H
4394 4-CFThreeO-Ph NH Bn NH OH H H
4395 4-CFThreeO-Ph NH Pe NH OH H H
4396 4-CFThreeO-Ph NH C12 NMe OH H H
4397 4-CFThreeO-Ph NH C12 NEt OH H H
4398 4-CFThreeO-Ph NH C12 NPr OH H H
4399 4-CFThreeO-Ph NH (CH2)Three  N OH H H
4400 4-CFThreeO-Ph NH (CH2)Four  N OH H H
4401 4-CFThreeO-Ph NH (CH2)Five  N OH H H
4402 4-CFThreeO-Ph NH C12 O OH H H
4403 4-CFThreeO-Ph NH Ph O OH H H
4404 4-CFThreeO-Ph NH C12 S OH H H
4405 4-CFThreeO-Ph NH Ph S OH H H
4406 4-CFThreeO-Ph NMe H NH OH H H
4407 4-CFThreeO-Ph NEt H NH OH H H
4408 4-CFThreeO-Ph NPr H NH OH H H
4409 4-CFThreeO-Ph O H NH OH H H
4410 4-CFThreeO-Ph S H NH OH H H
4411 4-CHThreeS-Ph NH H NH H H H
4412 4-CHThreeS-Ph NH H NH OH H H
4413 4-CHThreeS-Ph NH H NH OA6 H H
4414 4-CHThreeS-Ph NH H NH OA8 H H
4415 4-CHThreeS-Ph NH H NH OA9 H H
4416 4-CHThreeS-Ph NH H NH OA10 H H
4417 4-CHThreeS-Ph NH H NH OA12 H H
4418 4-CHThreeS-Ph NH H NH OA14 H H
4419 4-CHThreeS-Ph NH H NH OA16 H H
4420 4-CHThreeS-Ph NH H NH OH H A6
4421 4-CHThreeS-Ph NH H NH OH H A8
4422 4-CHThreeS-Ph NH H NH OH H A9
4423 4-CHThreeS-Ph NH H NH OH H A10
4424 4-CHThreeS-Ph NH H NH OH H A12
4425 4-CHThreeS-Ph NH H NH OH H A14
4426 4-CHThreeS-Ph NH H NH OH H A16
4427 4-CHThreeS-Ph NH H NH OH A6 A6
4428 4-CHThreeS-Ph NH H NH OH A8 A8
4429 4-CHThreeS-Ph NH H NH OH A10 A10
4430 4-CHThreeS-Ph NH H NH OA2 A2 A2
4431 4-CHThreeS-Ph NH H NH OA3 A3 A3
4432 4-CHThreeS-Ph NH H NH OA4 A4 A4
4433 4-CHThreeS-Ph NH H NH OC6 H H
4434 4-CHThreeS-Ph NH H NH OC7 H H
4435 4-CHThreeS-Ph NH H NH OC8 H H
4436 4-CHThreeS-Ph NH H NH OC10 H H
4437 4-CHThreeS-Ph NH H NH OC11 H H
4438 4-CHThreeS-Ph NH H NH OC12 H H
4439 4-CHThreeS-Ph NH H NH OC14 H H
4440 4-CHThreeS-Ph NH H NH OC16 H H
4441 4-CHThreeS-Ph NH H NH C6COThree    H H
4442 4-CHThreeS-Ph NH H NH C7COThree    H H
4443 4-CHThreeS-Ph NH H NH C8COThree    H H
4444 4-CHThreeS-Ph NH H NH C9COThree    H H
4445 4-CHThreeS-Ph NH H NH C10COThree   H H
4446 4-CHThreeS-Ph NH H NH C12COThree   H H
4447 4-CHThreeS-Ph NH H NH C16COThree   H H
4448 4-CHThreeS-Ph NH C8 NH OH H H
4449 4-CHThreeS-Ph NH C9 NH OH H H
4450 4-CHThreeS-Ph NH C10 NH OH H H
4451 4-CHThreeS-Ph NH C12 NH OH H H
4452 4-CHThreeS-Ph NH C16 NH OH H H
4453 4-CHThreeS-Ph NH F1 NH OH H H
4454 4-CHThreeS-Ph NH F2 NH OH H H
4455 4-CHThreeS-Ph NH F3 NH OH H H
4456 4-CHThreeS-Ph NH F4 NH OH H H
4457 4-CHThreeS-Ph NH F5 NH OH H H
4458 4-CHThreeS-Ph NH F6 NH OH H H
4459 4-CHThreeS-Ph NH F7 NH OH H H
4460 4-CHThreeS-Ph NH F8 NH OH H H
4461 4-CHThreeS-Ph NH F9 NH OH H H
4462 4-CHThreeS-Ph NH F10 NH OH H H
4463 4-CHThreeS-Ph NH Ph NH OH H H
4464 4-CHThreeS-Ph NH Bn NH OH H H
4465 4-CHThreeS-Ph NH Pe NH OH H H
4466 4-CHThreeS-Ph NH C12 NMe OH H H
4467 4-CHThreeS-Ph NH C12 NEt OH H H
4468 4-CHThreeS-Ph NH C12 NPr OH H H
4469 4-CHThreeS-Ph NH (CH2)Three  N OH H H
4470 4-CHThreeS-Ph NH (CH2)Four  N OH H H
4471 4-CHThreeS-Ph NH (CH2)Five  N OH H H
4472 4-CHThreeS-Ph NH C12 O OH H H
4473 4-CHThreeS-Ph NH Ph O OH H H
4474 4-CHThreeS-Ph NH C12 S OH H H
4475 4-CHThreeS-Ph NH Ph S OH H H
4476 4-CHThreeS-Ph NMe H NH OH H H
4477 4-CHThreeS-Ph NEt H NH OH H H
4478 4-CHThreeS-Ph NPr H NH OH H H
4479 4-CHThreeS-Ph O H NH OH H H
4480 4-CHThreeS-Ph S H NH OH H H
4481 4-CFThreeS-Ph NH H NH H H H
4482 4-CFThreeS-Ph NH H NH OH H H
4483 4-CFThreeS-Ph NH H NH OA6 H H
4484 4-CFThreeS-Ph NH H NH OA8 H H
4485 4-CFThreeS-Ph NH H NH OA9 H H
4486 4-CFThreeS-Ph NH H NH OA10 H H
4487 4-CFThreeS-Ph NH H NH OA12 H H
4488 4-CFThreeS-Ph NH H NH OA14 H H
4489 4-CFThreeS-Ph NH H NH OA16 H H
4490 4-CFThreeS-Ph NH H NH OH H A6
4491 4-CFThreeS-Ph NH H NH OH H A8
4492 4-CFThreeS-Ph NH H NH OH H A9
4493 4-CFThreeS-Ph NH H NH OH H A10
4494 4-CFThreeS-Ph NH H NH OH H A12
4495 4-CFThreeS-Ph NH H NH OH H A14
4496 4-CFThreeS-Ph NH H NH OH H A16
4497 4-CFThreeS-Ph NH H NH OH A6 A6
4498 4-CFThreeS-Ph NH H NH OH A8 A8
4499 4-CFThreeS-Ph NH H NH OH A10 A10
4500 4-CFThreeS-Ph NH H NH OA2 A2 A2
4501 4-CFThreeS-Ph NH H NH OA3 A3 A3
4502 4-CFThreeS-Ph NH H NH OA4 A4 A4
4503 4-CFThreeS-Ph NH H NH OC6 H H
4504 4-CFThreeS-Ph NH H NH OC7 H H
4505 4-CFThreeS-Ph NH H NH OC8 H H
4506 4-CFThreeS-Ph NH H NH OC10 H H
4507 4-CFThreeS-Ph NH H NH OC11 H H
4508 4-CFThreeS-Ph NH H NH OC12 H H
4509 4-CFThreeS-Ph NH H NH OC14 H H
4510 4-CFThreeS-Ph NH H NH OC16 H H
4511 4-CFThreeS-Ph NH H NH C6COThree    H H
4512 4-CFThreeS-Ph NH H NH C7COThree    H H
4513 4-CFThreeS-Ph NH H NH C8COThree    H H
4514 4-CFThreeS-Ph NH H NH C9COThree    H H
4515 4-CFThreeS-Ph NH H NH C10COThree   H H
4516 4-CFThreeS-Ph NH H NH C12COThree   H H
4517 4-CFThreeS-Ph NH H NH C16COThree   H H
4518 4-CFThreeS-Ph NH C8 NH OH H H
4519 4-CFThreeS-Ph NH C9 NH OH H H
4520 4-CFThreeS-Ph NH C10 NH OH H H
4521 4-CFThreeS-Ph NH C12 NH OH H H
4522 4-CFThreeS-Ph NH C16 NH OH H H
4523 4-CFThreeS-Ph NH F1 NH OH H H
4524 4-CFThreeS-Ph NH F2 NH OH H H
4525 4-CFThreeS-Ph NH F3 NH OH H H
4526 4-CFThreeS-Ph NH F4 NH OH H H
4527 4-CFThreeS-Ph NH F5 NH OH H H
4528 4-CFThreeS-Ph NH F6 NH OH H H
4529 4-CFThreeS-Ph NH F7 NH OH H H
4530 4-CFThreeS-Ph NH F8 NH OH H H
4531 4-CFThreeS-Ph NH F9 NH OH H H
4532 4-CFThreeS-Ph NH F10 NH OH H H
4533 4-CFThreeS-Ph NH Ph NH OH H H
4534 4-CFThreeS-Ph NH Bn NH OH H H
4535 4-CFThreeS-Ph NH Pe NH OH H H
4536 4-CFThreeS-Ph NH C12 NMe OH H H
4537 4-CFThreeS-Ph NH C12 NEt OH H H
4538 4-CFThreeS-Ph NH C12 NPr OH H H
4539 4-CFThreeS-Ph NH (CH2)Three  N OH H H
4540 4-CFThreeS-Ph NH (CH2)Four  N OH H H
4541 4-CFThreeS-Ph NH (CH2)Five  N OH H H
4542 4-CFThreeS-Ph NH C12 O OH H H
4543 4-CFThreeS-Ph NH Ph O OH H H
4544 4-CFThreeS-Ph NH C12 S OH H H
4545 4-CFThreeS-Ph NH Ph S OH H H
4546 4-CFThreeS-Ph NMe H NH OH H H
4547 4-CFThreeS-Ph NEt H NH OH H H
4548 4-CFThreeS-Ph NPr H NH OH H H
4549 4-CFThreeS-Ph O H NH OH H H
4550 4-CFThreeS-Ph S H NH OH H H
4551 3-CHThreeS-Ph NH H NH H H H
4552 3-CHThreeS-Ph NH H NH OH H H
4553 3-CHThreeS-Ph NH H NH OA6 H H
4554 3-CHThreeS-Ph NH H NH OA8 H H
4555 3-CHThreeS-Ph NH H NH OA9 H H
4556 3-CHThreeS-Ph NH H NH OA10 H H
4557 3-CHThreeS-Ph NH H NH OA12 H H
4558 3-CHThreeS-Ph NH H NH OA14 H H
4559 3-CHThreeS-Ph NH H NH OA16 H H
4560 3-CHThreeS-Ph NH H NH OH H A6
4561 3-CHThreeS-Ph NH H NH OH H A8
4562 3-CHThreeS-Ph NH H NH OH H A9
4563 3-CHThreeS-Ph NH H NH OH H A10
4564 3-CHThreeS-Ph NH H NH OH H A12
4565 3-CHThreeS-Ph NH H NH OH H A14
4566 3-CHThreeS-Ph NH H NH OH H A16
4567 3-CHThreeS-Ph NH H NH OH A6 A6
4568 3-CHThreeS-Ph NH H NH OH A8 A8
4569 3-CHThreeS-Ph NH H NH OH A10 A10
4570 3-CHThreeS-Ph NH H NH OA2 A2 A2
4571 3-CHThreeS-Ph NH H NH OA3 A3 A3
4572 3-CHThreeS-Ph NH H NH OA4 A4 A4
4573 3-CHThreeS-Ph NH H NH OC6 H H
4574 3-CHThreeS-Ph NH H NH OC7 H H
4575 3-CHThreeS-Ph NH H NH OC8 H H
4576 3-CHThreeS-Ph NH H NH OC10 H H
4577 3-CHThreeS-Ph NH H NH OC11 H H
4578 3-CHThreeS-Ph NH H NH OC12 H H
4579 3-CHThreeS-Ph NH H NH OC14 H H
4580 3-CHThreeS-Ph NH H NH OC16 H H
4581 3-CHThreeS-Ph NH H NH C6COThree    H H
4582 3-CHThreeS-Ph NH H NH C7COThree    H H
4583 3-CHThreeS-Ph NH H NH C8COThree    H H
4584 3-CHThreeS-Ph NH H NH C9COThree    H H
4585 3-CHThreeS-Ph NH H NH C10COThree   H H
4586 3-CHThreeS-Ph NH H NH C12COThree   H H
4587 3-CHThreeS-Ph NH H NH C16COThree   H H
4588 3-CHThreeS-Ph NH C8 NH OH H H
4589 3-CHThreeS-Ph NH C9 NH OH H H
4590 3-CHThreeS-Ph NH C10 NH OH H H
4591 3-CHThreeS-Ph NH C12 NH OH H H
4592 3-CHThreeS-Ph NH C16 NH OH H H
4593 3-CHThreeS-Ph NH F1 NH OH H H
4594 3-CHThreeS-Ph NH F2 NH OH H H
4595 3-CHThreeS-Ph NH F3 NH OH H H
4596 3-CHThreeS-Ph NH F4 NH OH H H
4597 3-CHThreeS-Ph NH F5 NH OH H H
4598 3-CHThreeS-Ph NH F6 NH OH H H
4599 3-CHThreeS-Ph NH F7 NH OH H H
4600 3-CHThreeS-Ph NH F8 NH OH H H
4601 3-CHThreeS-Ph NH F9 NH OH H H
4602 3-CHThreeS-Ph NH F10 NH OH H H
4603 3-CHThreeS-Ph NH Ph NH OH H H
4604 3-CHThreeS-Ph NH Bn NH OH H H
4605 3-CHThreeS-Ph NH Pe NH OH H H
4606 3-CHThreeS-Ph NH C12 NMe OH H H
4607 3-CHThreeS-Ph NH C12 NEt OH H H
4608 3-CHThreeS-Ph NH C12 NPr OH H H
4609 3-CHThreeS-Ph NH (CH2)Three  N OH H H
4610 3-CHThreeS-Ph NH (CH2)Four  N OH H H
4611 3-CHThreeS-Ph NH (CH2)Five  N OH H H
4612 3-CHThreeS-Ph NH C12 O OH H H
4613 3-CHThreeS-Ph NH Ph O OH H H
4614 3-CHThreeS-Ph NH C12 S OH H H
4615 3-CHThreeS-Ph NH Ph S OH H H
4616 3-CHThreeS-Ph NMe H NH OH H H
4617 3-CHThreeS-Ph NEt H NH OH H H
4618 3-CHThreeS-Ph NPr H NH OH H H
4619 3-CHThreeS-Ph O H NH OH H H
4620 3-CHThreeS-Ph S H NH OH H H
4621 3-F-4-Me-Ph NH H NH H H H
4622 3-F-4-Me-Ph NH H NH OH H H
4623 3-F-4-Me-Ph NH H NH OA6 H H
4624 3-F-4-Me-Ph NH H NH OA8 H H
4625 3-F-4-Me-Ph NH H NH OA9 H H
4626 3-F-4-Me-Ph NH H NH OA10 H H
4627 3-F-4-Me-Ph NH H NH OA12 H H
4628 3-F-4-Me-Ph NH H NH OA14 H H
4629 3-F-4-Me-Ph NH H NH OA16 H H
4630 3-F-4-Me-Ph NH H NH OH H A6
4631 3-F-4-Me-Ph NH H NH OH H A8
4632 3-F-4-Me-Ph NH H NH OH H A9
4633 3-F-4-Me-Ph NH H NH OH H A10
4634 3-F-4-Me-Ph NH H NH OH H A12
4635 3-F-4-Me-Ph NH H NH OH H A14
4636 3-F-4-Me-Ph NH H NH OH H A16
4637 3-F-4-Me-Ph NH H NH OH A6 A6
4638 3-F-4-Me-Ph NH H NH OH A8 A8
4639 3-F-4-Me-Ph NH H NH OH A10 A10
4640 3-F-4-Me-Ph NH H NH OA2 A2 A2
4641 3-F-4-Me-Ph NH H NH OA3 A3 A3
4642 3-F-4-Me-Ph NH H NH OA4 A4 A4
4643 3-F-4-Me-Ph NH H NH OC6 H H
4644 3-F-4-Me-Ph NH H NH OC7 H H
4645 3-F-4-Me-Ph NH H NH OC8 H H
4646 3-F-4-Me-Ph NH H NH OC10 H H
4647 3-F-4-Me-Ph NH H NH OC11 H H
4648 3-F-4-Me-Ph NH H NH OC12 H H
4649 3-F-4-Me-Ph NH H NH OC14 H H
4650 3-F-4-Me-Ph NH H NH OC16 H H
4651 3-F-4-Me-Ph NH H NH C6COThree    H H
4652 3-F-4-Me-Ph NH H NH C7COThree    H H
4653 3-F-4-Me-Ph NH H NH C8COThree    H H
4654 3-F-4-Me-Ph NH H NH C9COThree    H H
4655 3-F-4-Me-Ph NH H NH C10COThree   H H
4656 3-F-4-Me-Ph NH H NH C12COThree   H H
4657 3-F-4-Me-Ph NH H NH C16COThree   H H
4658 3-F-4-Me-Ph NH C8 NH OH H H
4659 3-F-4-Me-Ph NH C9 NH OH H H
4660 3-F-4-Me-Ph NH C10 NH OH H H
4661 3-F-4-Me-Ph NH C12 NH OH H H
4662 3-F-4-Me-Ph NH C16 NH OH H H
4663 3-F-4-Me-Ph NH F1 NH OH H H
4664 3-F-4-Me-Ph NH F2 NH OH H H
4665 3-F-4-Me-Ph NH F3 NH OH H H
4666 3-F-4-Me-Ph NH F4 NH OH H H
4667 3-F-4-Me-Ph NH F5 NH OH H H
4668 3-F-4-Me-Ph NH F6 NH OH H H
4669 3-F-4-Me-Ph NH F7 NH OH H H
4670 3-F-4-Me-Ph NH F8 NH OH H H
4671 3-F-4-Me-Ph NH F9 NH OH H H
4672 3-F-4-Me-Ph NH F10 NH OH H H
4673 3-F-4-Me-Ph NH Ph NH OH H H
4674 3-F-4-Me-Ph NH Bn NH OH H H
4675 3-F-4-Me-Ph NH Pe NH OH H H
4676 3-F-4-Me-Ph NH C12 NMe OH H H
4677 3-F-4-Me-Ph NH C12 NEt OH H H
4678 3-F-4-Me-Ph NH C12 NPr OH H H
4679 3-F-4-Me-Ph NH (CH2)Three  N OH H H
4680 3-F-4-Me-Ph NH (CH2)Four  N OH H H
4681 3-F-4-Me-Ph NH (CH2)Five  N OH H H
4682 3-F-4-Me-Ph NH C12 O OH H H
4683 3-F-4-Me-Ph NH Ph O OH H H
4684 3-F-4-Me-Ph NH C12 S OH H H
4685 3-F-4-Me-Ph NH Ph S OH H H
4686 3-F-4-Me-Ph NMe H NH OH H H
4687 3-F-4-Me-Ph NEt H NH OH H H
4688 3-F-4-Me-Ph NPr H NH OH H H
4689 3-F-4-Me-Ph O H NH OH H H
4690 3-F-4-Me-Ph S H NH OH H H
4691 3-Cl-4-Me-Ph NH H NH H H H
4692 3-Cl-4-Me-Ph NH H NH OH H H
4693 3-Cl-4-Me-Ph NH H NH OA6 H H
4694 3-Cl-4-Me-Ph NH H NH OA8 H H
4695 3-Cl-4-Me-Ph NH H NH OA9 H H
4696 3-Cl-4-Me-Ph NH H NH OA10 H H
4697 3-Cl-4-Me-Ph NH H NH OA12 H H
4698 3-Cl-4-Me-Ph NH H NH OA14 H H
4699 3-Cl-4-Me-Ph NH H NH OA16 H H
4700 3-Cl-4-Me-Ph NH H NH OH H A6
4701 3-Cl-4-Me-Ph NH H NH OH H A8
4702 3-Cl-4-Me-Ph NH H NH OH H A9
4703 3-Cl-4-Me-Ph NH H NH OH H A10
4704 3-Cl-4-Me-Ph NH H NH OH H A12
4705 3-Cl-4-Me-Ph NH H NH OH H A14
4706 3-Cl-4-Me-Ph NH H NH OH H A16
4707 3-Cl-4-Me-Ph NH H NH OH A6 A6
4708 3-Cl-4-Me-Ph NH H NH OH A8 A8
4709 3-Cl-4-Me-Ph NH H NH OH A10 A10
4710 3-Cl-4-Me-Ph NH H NH OA2 A2 A2
4711 3-Cl-4-Me-Ph NH H NH OA3 A3 A3
4712 3-Cl-4-Me-Ph NH H NH OA4 A4 A4
4713 3-Cl-4-Me-Ph NH H NH OC6 H H
4714 3-Cl-4-Me-Ph NH H NH OC7 H H
4715 3-Cl-4-Me-Ph NH H NH OC8 H H
4716 3-Cl-4-Me-Ph NH H NH OC10 H H
4717 3-Cl-4-Me-Ph NH H NH OC11 H H
4718 3-Cl-4-Me-Ph NH H NH OC12 H H
4719 3-Cl-4-Me-Ph NH H NH OC14 H H
4720 3-Cl-4-Me-Ph NH H NH OC16 H H
4721 3-Cl-4-Me-Ph NH H NH C6COThree    H H
4722 3-Cl-4-Me-Ph NH H NH C7COThree    H H
4723 3-Cl-4-Me-Ph NH H NH C8COThree    H H
4724 3-Cl-4-Me-Ph NH H NH C9COThree    H H
4725 3-Cl-4-Me-Ph NH H NH C10COThree   H H
4726 3-Cl-4-Me-Ph NH H NH C12COThree   H H
4727 3-Cl-4-Me-Ph NH H NH C16COThree   H H
4728 3-Cl-4-Me-Ph NH C8 NH OH H H
4729 3-Cl-4-Me-Ph NH C9 NH OH H H
4730 3-Cl-4-Me-Ph NH C10 NH OH H H
4731 3-Cl-4-Me-Ph NH C12 NH OH H H
4732 3-Cl-4-Me-Ph NH C16 NH OH H H
4733 3-Cl-4-Me-Ph NH F1 NH OH H H
4734 3-Cl-4-Me-Ph NH F2 NH OH H H
4735 3-Cl-4-Me-Ph NH F3 NH OH H H
4736 3-Cl-4-Me-Ph NH F4 NH OH H H
4737 3-Cl-4-Me-Ph NH F5 NH OH H H
4738 3-Cl-4-Me-Ph NH F6 NH OH H H
4739 3-Cl-4-Me-Ph NH F7 NH OH H H
4740 3-Cl-4-Me-Ph NH F8 NH OH H H
4741 3-Cl-4-Me-Ph NH F9 NH OH H H
4742 3-Cl-4-Me-Ph NH F10 NH OH H H
4743 3-Cl-4-Me-Ph NH Ph NH OH H H
4744 3-Cl-4-Me-Ph NH Bn NH OH H H
4745 3-Cl-4-Me-Ph NH Pe NH OH H H
4746 3-Cl-4-Me-Ph NH C12 NMe OH H H
4747 3-Cl-4-Me-Ph NH C12 NEt OH H H
4748 3-Cl-4-Me-Ph NH C12 NPr OH H H
4749 3-Cl-4-Me-Ph NH (CH2)Three  N OH H H
4750 3-Cl-4-Me-Ph NH (CH2)Four  N OH H H
4751 3-Cl-4-Me-Ph NH (CH2)Five  N OH H H
4752 3-Cl-4-Me-Ph NH C12 O OH H H
4753 3-Cl-4-Me-Ph NH Ph O OH H H
4754 3-Cl-4-Me-Ph NH C12 S OH H H
4755 3-Cl-4-Me-Ph NH Ph S OH H H
4756 3-Cl-4-Me-Ph NMe H NH OH H H
4757 3-Cl-4-Me-Ph NEt H NH OH H H
4758 3-Cl-4-Me-Ph NPr H NH OH H H
4759 3-Cl-4-Me-Ph O H NH OH H H
4760 3-Cl-4-Me-Ph S H NH OH H H
4761 3-Me-4-Br-Ph NH H NH H H H
4762 3-Me-4-Br-Ph NH H NH OH H H
4763 3-Me-4-Br-Ph NH H NH OA6 H H
4764 3-Me-4-Br-Ph NH H NH OA8 H H
4765 3-Me-4-Br-Ph NH H NH OA9 H H
4766 3-Me-4-Br-Ph NH H NH OA10 H H
4767 3-Me-4-Br-Ph NH H NH OA12 H H
4768 3-Me-4-Br-Ph NH H NH OA14 H H
4769 3-Me-4-Br-Ph NH H NH OA16 H H
4770 3-Me-4-Br-Ph NH H NH OH H A6
4771 3-Me-4-Br-Ph NH H NH OH H A8
4772 3-Me-4-Br-Ph NH H NH OH H A9
4773 3-Me-4-Br-Ph NH H NH OH H A10
4774 3-Me-4-Br-Ph NH H NH OH H A12
4775 3-Me-4-Br-Ph NH H NH OH H A14
4776 3-Me-4-Br-Ph NH H NH OH H A16
4777 3-Me-4-Br-Ph NH H NH OH A6 A6
4778 3-Me-4-Br-Ph NH H NH OH A8 A8
4779 3-Me-4-Br-Ph NH H NH OH A10 A10
4780 3-Me-4-Br-Ph NH H NH OA2 A2 A2
4781 3-Me-4-Br-Ph NH H NH OA3 A3 A3
4782 3-Me-4-Br-Ph NH H NH OA4 A4 A4
4783 3-Me-4-Br-Ph NH H NH OC6 H H
4784 3-Me-4-Br-Ph NH H NH OC7 H H
4785 3-Me-4-Br-Ph NH H NH OC8 H H
4786 3-Me-4-Br-Ph NH H NH OC10 H H
4787 3-Me-4-Br-Ph NH H NH OC11 H H
4788 3-Me-4-Br-Ph NH H NH OC12 H H
4789 3-Me-4-Br-Ph NH H NH OC14 H H
4790 3-Me-4-Br-Ph NH H NH OC16 H H
4791 3-Me-4-Br-Ph NH H NH C6COThree    H H
4792 3-Me-4-Br-Ph NH H NH C7COThree    H H
4793 3-Me-4-Br-Ph NH H NH C8COThree    H H
4794 3-Me-4-Br-Ph NH H NH C9COThree    H H
4795 3-Me-4-Br-Ph NH H NH C10COThree   H H
4796 3-Me-4-Br-Ph NH H NH C12COThree   H H
4797 3-Me-4-Br-Ph NH H NH C16COThree   H H
4798 3-Me-4-Br-Ph NH C8 NH OH H H
4799 3-Me-4-Br-Ph NH C9 NH OH H H
4800 3-Me-4-Br-Ph NH C10 NH OH H H
4801 3-Me-4-Br-Ph NH C12 NH OH H H
4802 3-Me-4-Br-Ph NH C16 NH OH H H
4803 3-Me-4-Br-Ph NH F1 NH OH H H
4804 3-Me-4-Br-Ph NH F2 NH OH H H
4805 3-Me-4-Br-Ph NH F3 NH OH H H
4806 3-Me-4-Br-Ph NH F4 NH OH H H
4807 3-Me-4-Br-Ph NH F5 NH OH H H
4808 3-Me-4-Br-Ph NH F6 NH OH H H
4809 3-Me-4-Br-Ph NH F7 NH OH H H
4810 3-Me-4-Br-Ph NH F8 NH OH H H
4811 3-Me-4-Br-Ph NH F9 NH OH H H
4812 3-Me-4-Br-Ph NH F10 NH OH H H
4813 3-Me-4-Br-Ph NH Ph NH OH H H
4814 3-Me-4-Br-Ph NH Bn NH OH H H
4815 3-Me-4-Br-Ph NH Pe NH OH H H
4816 3-Me-4-Br-Ph NH C12 NMe OH H H
4817 3-Me-4-Br-Ph NH C12 NEt OH H H
4818 3-Me-4-Br-Ph NH C12 NPr OH H H
4819 3-Me-4-Br-Ph NH (CH2)Three  N OH H H
4820 3-Me-4-Br-Ph NH (CH2)Four  N OH H H
4821 3-Me-4-Br-Ph NH (CH2)Five  N OH H H
4822 3-Me-4-Br-Ph NH C12 O OH H H
4823 3-Me-4-Br-Ph NH Ph O OH H H
4824 3-Me-4-Br-Ph NH C12 S OH H H
4825 3-Me-4-Br-Ph NH Ph S OH H H
4826 3-Me-4-Br-Ph NMe H NH OH H H
4827 3-Me-4-Br-Ph NEt H NH OH H H
4828 3-Me-4-Br-Ph NPr H NH OH H H
4829 3-Me-4-Br-Ph O H NH OH H H
4830 3-Me-4-Br-Ph S H NH OH H H
4831 3-NO2-4-F-Ph NH H NH H H H
4832 3-NO2-4-F-Ph NH H NH OH H H
4833 3-NO2-4-F-Ph NH H NH OA6 H H
4834 3-NO2-4-F-Ph NH H NH OA8 H H
4835 3-NO2-4-F-Ph NH H NH OA9 H H
4836 3-NO2-4-F-Ph NH H NH OA10 H H
4837 3-NO2-4-F-Ph NH H NH OA12 H H
4838 3-NO2-4-F-Ph NH H NH OA14 H H
4839 3-NO2-4-F-Ph NH H NH OA16 H H
4840 3-NO2-4-F-Ph NH H NH OH H A6
4841 3-NO2-4-F-Ph NH H NH OH H A8
4842 3-NO2-4-F-Ph NH H NH OH H A9
4843 3-NO2-4-F-Ph NH H NH OH H A10
4844 3-NO2-4-F-Ph NH H NH OH H A12
4845 3-NO2-4-F-Ph NH H NH OH H A14
4846 3-NO2-4-F-Ph NH H NH OH H A16
4847 3-NO2-4-F-Ph NH H NH OH A6 A6
4848 3-NO2-4-F-Ph NH H NH OH A8 A8
4849 3-NO2-4-F-Ph NH H NH OH A10 A10
4850 3-NO2-4-F-Ph NH H NH OA2 A2 A2
4851 3-NO2-4-F-Ph NH H NH OA3 A3 A3
4852 3-NO2-4-F-Ph NH H NH OA4 A4 A4
4853 3-NO2-4-F-Ph NH H NH OC6 H H
4854 3-NO2-4-F-Ph NH H NH OC7 H H
4855 3-NO2-4-F-Ph NH H NH OC8 H H
4856 3-NO2-4-F-Ph NH H NH OC10 H H
4857 3-NO2-4-F-Ph NH H NH OC11 H H
4858 3-NO2-4-F-Ph NH H NH OC12 H H
4859 3-NO2-4-F-Ph NH H NH OC14 H H
4860 3-NO2-4-F-Ph NH H NH OC16 H H
4861 3-NO2-4-F-Ph NH H NH C6COThree    H H
4862 3-NO2-4-F-Ph NH H NH C7COThree    H H
4863 3-NO2-4-F-Ph NH H NH C8COThree    H H
4864 3-NO2-4-F-Ph NH H NH C9COThree    H H
4865 3-NO2-4-F-Ph NH H NH C10COThree   H H
4866 3-NO2-4-F-Ph NH H NH C12COThree   H H
4867 3-NO2-4-F-Ph NH H NH C16COThree   H H
4868 3-NO2-4-F-Ph NH C8 NH OH H H
4869 3-NO2-4-F-Ph NH C9 NH OH H H
4870 3-NO2-4-F-Ph NH C10 NH OH H H
4871 3-NO2-4-F-Ph NH C12 NH OH H H
4872 3-NO2-4-F-Ph NH C16 NH OH H H
4873 3-NO2-4-F-Ph NH F1 NH OH H H
4874 3-NO2-4-F-Ph NH F2 NH OH H H
4875 3-NO2-4-F-Ph NH F3 NH OH H H
4876 3-NO2-4-F-Ph NH F4 NH OH H H
4877 3-NO2-4-F-Ph NH F5 NH OH H H
4878 3-NO2-4-F-Ph NH F6 NH OH H H
4879 3-NO2-4-F-Ph NH F7 NH OH H H
4880 3-NO2-4-F-Ph NH F8 NH OH H H
4881 3-NO2-4-F-Ph NH F9 NH OH H H
4882 3-NO2-4-F-Ph NH F10 NH OH H H
4883 3-NO2-4-F-Ph NH Ph NH OH H H
4884 3-NO2-4-F-Ph NH Bn NH OH H H
4885 3-NO2-4-F-Ph NH Pe NH OH H H
4886 3-NO2-4-F-Ph NH C12 NMe OH H H
4887 3-NO2-4-F-Ph NH C12 NEt OH H H
4888 3-NO2-4-F-Ph NH C12 NPr OH H H
4889 3-NO2-4-F-Ph NH (CH2)Three  N OH H H
4890 3-NO2-4-F-Ph NH (CH2)Four  N OH H H
4891 3-NO2-4-F-Ph NH (CH2)Five  N OH H H
4892 3-NO2-4-F-Ph NH C12 O OH H H
4893 3-NO2-4-F-Ph NH Ph O OH H H
4894 3-NO2-4-F-Ph NH C12 S OH H H
4895 3-NO2-4-F-Ph NH Ph S OH H H
4896 3-NO2-4-F-Ph NMe H NH OH H H
4897 3-NO2-4-F-Ph NEt H NH OH H H
4898 3-NO2-4-F-Ph NPr H NH OH H H
4899 3-NO2-4-F-Ph O H NH OH H H
4900 3-NO2-4-F-Ph S H NH OH H H
4901 3-NO2-4-Cl-Ph NH H NH H H H
4902 3-NO2-4-Cl-Ph NH H NH OH H H
4903 3-NO2-4-Cl-Ph NH H NH OA6 H H
4904 3-NO2-4-Cl-Ph NH H NH OA8 H H
4905 3-NO2-4-Cl-Ph NH H NH OA9 H H
4906 3-NO2-4-Cl-Ph NH H NH OA10 H H
4907 3-NO2-4-Cl-Ph NH H NH OA12 H H
4908 3-NO2-4-Cl-Ph NH H NH OA14 H H
4909 3-NO2-4-Cl-Ph NH H NH OA16 H H
4910 3-NO2-4-Cl-Ph NH H NH OH H A6
4911 3-NO2-4-Cl-Ph NH H NH OH H A8
4912 3-NO2-4-Cl-Ph NH H NH OH H A9
4913 3-NO2-4-Cl-Ph NH H NH OH H A10
4914 3-NO2-4-Cl-Ph NH H NH OH H A12
4915 3-NO2-4-Cl-Ph NH H NH OH H A14
4916 3-NO2-4-Cl-Ph NH H NH OH H A16
4917 3-NO2-4-Cl-Ph NH H NH OH A6 A6
4918 3-NO2-4-Cl-Ph NH H NH OH A8 A8
4919 3-NO2-4-Cl-Ph NH H NH OH A10 A10
4920 3-NO2-4-Cl-Ph NH H NH OA2 A2 A2
4921 3-NO2-4-Cl-Ph NH H NH OA3 A3 A3
4922 3-NO2-4-Cl-Ph NH H NH OA4 A4 A4
4923 3-NO2-4-Cl-Ph NH H NH OC6 H H
4924 3-NO2-4-Cl-Ph NH H NH OC7 H H
4925 3-NO2-4-Cl-Ph NH H NH OC8 H H
4926 3-NO2-4-Cl-Ph NH H NH OC10 H H
4927 3-NO2-4-Cl-Ph NH H NH OC11 H H
4928 3-NO2-4-Cl-Ph NH H NH OC12 H H
4929 3-NO2-4-Cl-Ph NH H NH OC14 H H
4930 3-NO2-4-Cl-Ph NH H NH OC16 H H
4931 3-NO2-4-Cl-Ph NH H NH C6COThree    H H
4932 3-NO2-4-Cl-Ph NH H NH C7COThree    H H
4933 3-NO2-4-Cl-Ph NH H NH C8COThree    H H
4934 3-NO2-4-Cl-Ph NH H NH C9COThree    H H
4935 3-NO2-4-Cl-Ph NH H NH C10COThree   H H
4936 3-NO2-4-Cl-Ph NH H NH C12COThree   H H
4937 3-NO2-4-Cl-Ph NH H NH C16COThree   H H
4938 3-NO2-4-Cl-Ph NH C8 NH OH H H
4939 3-NO2-4-Cl-Ph NH C9 NH OH H H
4940 3-NO2-4-Cl-Ph NH C10 NH OH H H
4941 3-NO2-4-Cl-Ph NH C12 NH OH H H
4942 3-NO2-4-Cl-Ph NH C16 NH OH H H
4943 3-NO2-4-Cl-Ph NH F1 NH OH H H
4944 3-NO2-4-Cl-Ph NH F2 NH OH H H
4945 3-NO2-4-Cl-Ph NH F3 NH OH H H
4946 3-NO2-4-Cl-Ph NH F4 NH OH H H
4947 3-NO2-4-Cl-Ph NH F5 NH OH H H
4948 3-NO2-4-Cl-Ph NH F6 NH OH H H
4949 3-NO2-4-Cl-Ph NH F7 NH OH H H
4950 3-NO2-4-Cl-Ph NH F8 NH OH H H
4951 3-NO2-4-Cl-Ph NH F9 NH OH H H
4952 3-NO2-4-Cl-Ph NH F10 NH OH H H
4953 3-NO2-4-Cl-Ph NH Ph NH OH H H
4954 3-NO2-4-Cl-Ph NH Bn NH OH H H
4955 3-NO2-4-Cl-Ph NH Pe NH OH H H
4956 3-NO2-4-Cl-Ph NH C12 NMe OH H H
4957 3-NO2-4-Cl-Ph NH C12 NEt OH H H
4958 3-NO2-4-Cl-Ph NH C12 NPr OH H H
4959 3-NO2-4-Cl-Ph NH (CH2)Three  N OH H H
4960 3-NO2-4-Cl-Ph NH (CH2)Four  N OH H H
4961 3-NO2-4-Cl-Ph NH (CH2)Five  N OH H H
4962 3-NO2-4-Cl-Ph NH C12 O OH H H
4963 3-NO2-4-Cl-Ph NH Ph O OH H H
4964 3-NO2-4-Cl-Ph NH C12 S OH H H
4965 3-NO2-4-Cl-Ph NH Ph S OH H H
4966 3-NO2-4-Cl-Ph NMe H NH OH H H
4967 3-NO2-4-Cl-Ph NEt H NH OH H H
4968 3-NO2-4-Cl-Ph NPr H NH OH H H
4969 3-NO2-4-Cl-Ph O H NH OH H H
4970 3-NO2-4-Cl-Ph S H NH OH H H
4971 4- (F2-O) -Ph NH H NH H H H
4972 4- (F2-O) -Ph NH H NH OH H H
4973 4- (F2-O) -Ph NH H NH OA6 H H
4974 4- (F2-O) -Ph NH H NH OA8 H H
4975 4- (F2-O) -Ph NH H NH OA9 H H
4976 4- (F2-O) -Ph NH H NH OA10 H H
4977 4- (F2-O) -Ph NH H NH OA12 H H
4978 4- (F2-O) -Ph NH H NH OA14 H H
4979 4- (F2-O) -Ph NH H NH OA16 H H
4980 4- (F2-O) -Ph NH H NH OH H A6
4981 4- (F2-O) -Ph NH H NH OH H A8
4982 4- (F2-O) -Ph NH H NH OH H A9
4983 4- (F2-O) -Ph NH H NH OH H A10
4984 4- (F2-O) -Ph NH H NH OH H A12
4985 4- (F2-O) -Ph NH H NH OH H A14
4986 4- (F2-O) -Ph NH H NH OH H A16
4987 4- (F2-O) -Ph NH H NH OH A6 A6
4988 4- (F2-O) -Ph NH H NH OH A8 A8
4989 4- (F2-O) -Ph NH H NH OH A10 A10
4990 4- (F2-O) -Ph NH H NH OA2 A2 A2
4991 4- (F2-O) -Ph NH H NH OA3 A3 A3
4992 4- (F2-O) -Ph NH H NH OA4 A4 A4
4993 4- (F2-O) -Ph NH H NH OC6 H H
4994 4- (F2-O) -Ph NH H NH OC7 H H
4995 4- (F2-O) -Ph NH H NH OC8 H H
4996 4- (F2-O) -Ph NH H NH OC10 H H
4997 4- (F2-O) -Ph NH H NH OC11 H H
4998 4- (F2-O) -Ph NH H NH OC12 H H
4999 4- (F2-O) -Ph NH H NH OC14 H H
5000 4- (F2-O) -Ph NH H NH OC16 H H
5001 4- (F2-O) -Ph NH H NH C6COThree    H H
5002 4- (F2-O) -Ph NH H NH C7COThree    H H
5003 4- (F2-O) -Ph NH H NH C8COThree    H H
5004 4- (F2-O) -Ph NH H NH C9COThree    H H
5005 4- (F2-O) -Ph NH H NH C10COThree   H H
5006 4- (F2-O) -Ph NH H NH C12COThree   H H
5007 4- (F2-O) -Ph NH H NH C16COThree   H H
5008 4- (F2-O) -Ph NH C8 NH OH H H
5009 4- (F2-O) -Ph NH C9 NH OH H H
5010 4- (F2-O) -Ph NH C10 NH OH H H
5011 4- (F2-O) -Ph NH C12 NH OH H H
5012 4- (F2-O) -Ph NH C16 NH OH H H
5013 4- (F2-O) -Ph NH F1 NH OH H H
5014 4- (F2-O) -Ph NH F2 NH OH H H
5015 4- (F2-O) -Ph NH F3 NH OH H H
5016 4- (F2-O) -Ph NH F4 NH OH H H
5017 4- (F2-O) -Ph NH F5 NH OH H H
5018 4- (F2-O) -Ph NH F6 NH OH H H
5019 4- (F2-O) -Ph NH F7 NH OH H H
5020 4- (F2-O) -Ph NH F8 NH OH H H
5021 4- (F2-O) -Ph NH F9 NH OH H H
5022 4- (F2-O) -Ph NH F10 NH OH H H
5023 4- (F2-O) -Ph NH Ph NH OH H H
5024 4- (F2-O) -Ph NH Bn NH OH H H
5025 4- (F2-O) -Ph NH Pe NH OH H H
5026 4- (F2-O) -Ph NH C12 NMe OH H H
5027 4- (F2-O) -Ph NH C12 NEt OH H H
5028 4- (F2-O) -Ph NH C12 NPr OH H H
5029 4- (F2-O) -Ph NH (CH2)Three  N OH H H
5030 4- (F2-O) -Ph NH (CH2)Four  N OH H H
5031 4- (F2-O) -Ph NH (CH2)Five  N OH H H
5032 4- (F2-O) -Ph NH C12 O OH H H
5033 4- (F2-O) -Ph NH Ph O OH H H
5034 4- (F2-O) -Ph NH C12 S OH H H
5035 4- (F2-O) -Ph NH Ph S OH H H
5036 4- (F2-O) -Ph NMe H NH OH H H
5037 4- (F2-O) -Ph NEt H NH OH H H
5038 4- (F2-O) -Ph NPr H NH OH H H
5039 4- (F2-O) -Ph O H NH OH H H
5040 4- (F2-O) -Ph S H NH OH H H
5041 4- (F3-O) -Ph NH H NH H H H
5042 4- (F3-O) -Ph NH H NH OH H H
5043 4- (F3-O) -Ph NH H NH OA6 H H
5044 4- (F3-O) -Ph NH H NH OA8 H H
5045 4- (F3-O) -Ph NH H NH OA9 H H
5046 4- (F3-O) -Ph NH H NH OA10 H H
5047 4- (F3-O) -Ph NH H NH OA12 H H
5048 4- (F3-O) -Ph NH H NH OA14 H H
5049 4- (F3-O) -Ph NH H NH OA16 H H
5050 4- (F3-O) -Ph NH H NH OH H A6
5051 4- (F3-O) -Ph NH H NH OH H A8
5052 4- (F3-O) -Ph NH H NH OH H A9
5053 4- (F3-O) -Ph NH H NH OH H A10
5054 4- (F3-O) -Ph NH H NH OH H A12
5055 4- (F3-O) -Ph NH H NH OH H A14
5056 4- (F3-O) -Ph NH H NH OH H A16
5057 4- (F3-O) -Ph NH H NH OH A6 A6
5058 4- (F3-O) -Ph NH H NH OH A8 A8
5059 4- (F3-O) -Ph NH H NH OH A10 A10
5060 4- (F3-O) -Ph NH H NH OA2 A2 A2
5061 4- (F3-O) -Ph NH H NH OA3 A3 A3
5062 4- (F3-O) -Ph NH H NH OA4 A4 A4
5063 4- (F3-O) -Ph NH H NH OC6 H H
5064 4- (F3-O) -Ph NH H NH OC7 H H
5065 4- (F3-O) -Ph NH H NH OC8 H H
5066 4- (F3-O) -Ph NH H NH OC10 H H
5067 4- (F3-O) -Ph NH H NH OC11 H H
5068 4- (F3-O) -Ph NH H NH OC12 H H
5069 4- (F3-O) -Ph NH H NH OC14 H H
5070 4- (F3-O) -Ph NH H NH OC16 H H
5071 4- (F3-O) -Ph NH H NH C6COThree    H H
5072 4- (F3-O) -Ph NH H NH C7COThree    H H
5073 4- (F3-O) -Ph NH H NH C8COThree    H H
5074 4- (F3-O) -Ph NH H NH C9COThree    H H
5075 4- (F3-O) -Ph NH H NH C10COThree   H H
5076 4- (F3-O) -Ph NH H NH C12COThree   H H
5077 4- (F3-O) -Ph NH H NH C16COThree   H H
5078 4- (F3-O) -Ph NH C8 NH OH H H
5079 4- (F3-O) -Ph NH C9 NH OH H H
5080 4- (F3-O) -Ph NH C10 NH OH H H
5081 4- (F3-O) -Ph NH C12 NH OH H H
5082 4- (F3-O) -Ph NH C16 NH OH H H
5083 4- (F3-O) -Ph NH F1 NH OH H H
5084 4- (F3-O) -Ph NH F2 NH OH H H
5085 4- (F3-O) -Ph NH F3 NH OH H H
5086 4- (F3-O) -Ph NH F4 NH OH H H
5087 4- (F3-O) -Ph NH F5 NH OH H H
5088 4- (F3-O) -Ph NH F6 NH OH H H
5089 4- (F3-O) -Ph NH F7 NH OH H H
5090 4- (F3-O) -Ph NH F8 NH OH H H
5091 4- (F3-O) -Ph NH F9 NH OH H H
5092 4- (F3-O) -Ph NH F10 NH OH H H
5093 4- (F3-O) -Ph NH Ph NH OH H H
5094 4- (F3-O) -Ph NH Bn NH OH H H
5095 4- (F3-O) -Ph NH Pe NH OH H H
5096 4- (F3-O) -Ph NH C12 NMe OH H H
5097 4- (F3-O) -Ph NH C12 NEt OH H H
5098 4- (F3-O) -Ph NH C12 NPr OH H H
5099 4- (F3-O) -Ph NH (CH2)Three  N OH H H
5100 4- (F3-O) -Ph NH (CH2)Four  N OH H H
5101 4- (F3-O) -Ph NH (CH2)Five  N OH H H
5102 4- (F3-O) -Ph NH C12 O OH H H
5103 4- (F3-O) -Ph NH Ph O OH H H
5104 4- (F3-O) -Ph NH C12 S OH H H
5105 4- (F3-O) -Ph NH Ph S OH H H
5106 4- (F3-O) -Ph NMe H NH OH H H
5107 4- (F3-O) -Ph NEt H NH OH H H
5108 4- (F3-O) -Ph NPr H NH OH H H
5109 4- (F3-O) -Ph O H NH OH H H
5110 4- (F3-O) -Ph S H NH OH H H
5111 4- (F7-O) -Ph NH H NH H H H
5112 4- (F7-O) -Ph NH H NH OH H H
5113 4- (F7-O) -Ph NH H NH OA6 H H
5114 4- (F7-O) -Ph NH H NH OA8 H H
5115 4- (F7-O) -Ph NH H NH OA9 H H
5116 4- (F7-O) -Ph NH H NH OA10 H H
5117 4- (F7-O) -Ph NH H NH OA12 H H
5118 4- (F7-O) -Ph NH H NH OA14 H H
5119 4- (F7-O) -Ph NH H NH OA16 H H
5120 4- (F7-O) -Ph NH H NH OH H A6
5121 4- (F7-O) -Ph NH H NH OH H A8
5122 4- (F7-O) -Ph NH H NH OH H A9
5123 4- (F7-O) -Ph NH H NH OH H A10
5124 4- (F7-O) -Ph NH H NH OH H A12
5125 4- (F7-O) -Ph NH H NH OH H A14
5126 4- (F7-O) -Ph NH H NH OH H A16
5127 4- (F7-O) -Ph NH H NH OH A6 A6
5128 4- (F7-O) -Ph NH H NH OH A8 A8
5129 4- (F7-O) -Ph NH H NH OH A10 A10
5130 4- (F7-O) -Ph NH H NH OA2 A2 A2
5131 4- (F7-O) -Ph NH H NH OA3 A3 A3
5132 4- (F7-O) -Ph NH H NH OA4 A4 A4
5133 4- (F7-O) -Ph NH H NH OC6 H H
5134 4- (F7-O) -Ph NH H NH OC7 H H
5135 4- (F7-O) -Ph NH H NH OC8 H H
5136 4- (F7-O) -Ph NH H NH OC10 H H
5137 4- (F7-O) -Ph NH H NH OC11 H H
5138 4- (F7-O) -Ph NH H NH OC12 H H
5139 4- (F7-O) -Ph NH H NH OC14 H H
5140 4- (F7-O) -Ph NH H NH OC16 H H
5141 4- (F7-O) -Ph NH H NH C6COThree    H H
5142 4- (F7-O) -Ph NH H NH C7COThree    H H
5143 4- (F7-O) -Ph NH H NH C8COThree    H H
5144 4- (F7-O) -Ph NH H NH C9COThree    H H
5145 4- (F7-O) -Ph NH H NH C10COThree   H H
5146 4- (F7-O) -Ph NH H NH C12COThree   H H
5147 4- (F7-O) -Ph NH H NH C16COThree   H H
5148 4- (F7-O) -Ph NH C8 NH OH H H
5149 4- (F7-O) -Ph NH C9 NH OH H H
5150 4- (F7-O) -Ph NH C10 NH OH H H
5151 4- (F7-O) -Ph NH C12 NH OH H H
5152 4- (F7-O) -Ph NH C16 NH OH H H
5153 4- (F7-O) -Ph NH F1 NH OH H H
5154 4- (F7-O) -Ph NH F2 NH OH H H
5155 4- (F7-O) -Ph NH F3 NH OH H H
5156 4- (F7-O) -Ph NH F4 NH OH H H
5157 4- (F7-O) -Ph NH F5 NH OH H H
5158 4- (F7-O) -Ph NH F6 NH OH H H
5159 4- (F7-O) -Ph NH F7 NH OH H H
5160 4- (F7-O) -Ph NH F8 NH OH H H
5161 4- (F7-O) -Ph NH F9 NH OH H H
5162 4- (F7-O) -Ph NH F10 NH OH H H
5163 4- (F7-O) -Ph NH Ph NH OH H H
5164 4- (F7-O) -Ph NH Bn NH OH H H
5165 4- (F7-O) -Ph NH Pe NH OH H H
5166 4- (F7-O) -Ph NH C12 NMe OH H H
5167 4- (F7-O) -Ph NH C12 NEt OH H H
5168 4- (F7-O) -Ph NH C12 NPr OH H H
5169 4- (F7-O) -Ph NH (CH2)Three  N OH H H
5170 4- (F7-O) -Ph NH (CH2)Four  N OH H H
5171 4- (F7-O) -Ph NH (CH2)Five  N OH H H
5172 4- (F7-O) -Ph NH C12 O OH H H
5173 4- (F7-O) -Ph NH Ph O OH H H
5174 4- (F7-O) -Ph NH C12 S OH H H
5175 4- (F7-O) -Ph NH Ph S OH H H
5176 4- (F7-O) -Ph NMe H NH OH H H
5177 4- (F7-O) -Ph NEt H NH OH H H
5178 4- (F7-O) -Ph NPr H NH OH H H
5179 4- (F7-O) -Ph O H NH OH H H
5180 4- (F7-O) -Ph S H NH OH H H
5181 4- (F8-O) -Ph NH H NH H H H
5182 4- (F8-O) -Ph NH H NH OH H H
5183 4- (F8-O) -Ph NH H NH OA6 H H
5184 4- (F8-O) -Ph NH H NH OA8 H H
5185 4- (F8-O) -Ph NH H NH OA9 H H
5186 4- (F8-O) -Ph NH H NH OA10 H H
5187 4- (F8-O) -Ph NH H NH OA12 H H
5188 4- (F8-O) -Ph NH H NH OA14 H H
5189 4- (F8-O) -Ph NH H NH OA16 H H
5190 4- (F8-O) -Ph NH H NH OH H A6
5191 4- (F8-O) -Ph NH H NH OH H A8
5192 4- (F8-O) -Ph NH H NH OH H A9
5193 4- (F8-O) -Ph NH H NH OH H A10
5194 4- (F8-O) -Ph NH H NH OH H A12
5195 4- (F8-O) -Ph NH H NH OH H A14
5196 4- (F8-O) -Ph NH H NH OH H A16
5197 4- (F8-O) -Ph NH H NH OH A6 A6
5198 4- (F8-O) -Ph NH H NH OH A8 A8
5199 4- (F8-O) -Ph NH H NH OH A10 A10
5200 4- (F8-O) -Ph NH H NH OA2 A2 A2
5201 4- (F8-O) -Ph NH H NH OA3 A3 A3
5202 4- (F8-O) -Ph NH H NH OA4 A4 A4
5203 4- (F8-O) -Ph NH H NH OC6 H H
5204 4- (F8-O) -Ph NH H NH OC7 H H
5205 4- (F8-O) -Ph NH H NH OC8 H H
5206 4- (F8-O) -Ph NH H NH OC10 H H
5207 4- (F8-O) -Ph NH H NH OC11 H H
5208 4- (F8-O) -Ph NH H NH OC12 H H
5209 4- (F8-O) -Ph NH H NH OC14 H H
5210 4- (F8-O) -Ph NH H NH OC16 H H
5211 4- (F8-O) -Ph NH H NH C6COThree    H H
5212 4- (F8-O) -Ph NH H NH C7COThree    H H
5213 4- (F8-O) -Ph NH H NH C8COThree    H H
5214 4- (F8-O) -Ph NH H NH C9COThree    H H
5215 4- (F8-O) -Ph NH H NH C10COThree   H H
5216 4- (F8-O) -Ph NH H NH C12COThree   H H
5217 4- (F8-O) -Ph NH H NH C16COThree   H H
5218 4- (F8-O) -Ph NH C8 NH OH H H
5219 4- (F8-O) -Ph NH C9 NH OH H H
5220 4- (F8-O) -Ph NH C10 NH OH H H
5221 4- (F8-O) -Ph NH C12 NH OH H H
5222 4- (F8-O) -Ph NH C16 NH OH H H
5223 4- (F8-O) -Ph NH F1 NH OH H H
5224 4- (F8-O) -Ph NH F2 NH OH H H
5225 4- (F8-O) -Ph NH F3 NH OH H H
5226 4- (F8-O) -Ph NH F4 NH OH H H
5227 4- (F8-O) -Ph NH F5 NH OH H H
5228 4- (F8-O) -Ph NH F6 NH OH H H
5229 4- (F8-O) -Ph NH F7 NH OH H H
5230 4- (F8-O) -Ph NH F8 NH OH H H
5231 4- (F8-O) -Ph NH F9 NH OH H H
5232 4- (F8-O) -Ph NH F10 NH OH H H
5233 4- (F8-O) -Ph NH Ph NH OH H H
5234 4- (F8-O) -Ph NH Bn NH OH H H
5235 4- (F8-O) -Ph NH Pe NH OH H H
5236 4- (F8-O) -Ph NH C12 NMe OH H H
5237 4- (F8-O) -Ph NH C12 NEt OH H H
5238 4- (F8-O) -Ph NH C12 NPr OH H H
5239 4- (F8-O) -Ph NH (CH2)Three  N OH H H
5240 4- (F8-O) -Ph NH (CH2)Four  N OH H H
5241 4- (F8-O) -Ph NH (CH2)Five  N OH H H
5242 4- (F8-O) -Ph NH C12 O OH H H
5243 4- (F8-O) -Ph NH Ph O OH H H
5244 4- (F8-O) -Ph NH C12 S OH H H
5245 4- (F8-O) -Ph NH Ph S OH H H
5246 4- (F8-O) -Ph NMe H NH OH H H
5247 4- (F8-O) -Ph NEt H NH OH H H
5248 4- (F8-O) -Ph NPr H NH OH H H
5249 4- (F8-O) -Ph O H NH OH H H
5250 4- (F8-O) -Ph S H NH OH H H
5251 4- (F9-O) -Ph NH H NH H H H
5252 4- (F9-O) -Ph NH H NH OH H H
5253 4- (F9-O) -Ph NH H NH OA6 H H
5254 4- (F9-O) -Ph NH H NH OA8 H H
5255 4- (F9-O) -Ph NH H NH OA9 H H
5256 4- (F9-O) -Ph NH H NH OA10 H H
5257 4- (F9-O) -Ph NH H NH OA12 H H
5258 4- (F9-O) -Ph NH H NH OA14 H H
5259 4- (F9-O) -Ph NH H NH OA16 H H
5260 4- (F9-O) -Ph NH H NH OH H A6
5261 4- (F9-O) -Ph NH H NH OH H A8
5262 4- (F9-O) -Ph NH H NH OH H A9
5263 4- (F9-O) -Ph NH H NH OH H A10
5264 4- (F9-O) -Ph NH H NH OH H A12
5265 4- (F9-O) -Ph NH H NH OH H A14
5266 4- (F9-O) -Ph NH H NH OH H A16
5267 4- (F9-O) -Ph NH H NH OH A6 A6
5268 4- (F9-O) -Ph NH H NH OH A8 A8
5269 4- (F9-O) -Ph NH H NH OH A10 A10
5270 4- (F9-O) -Ph NH H NH OA2 A2 A2
5271 4- (F9-O) -Ph NH H NH OA3 A3 A3
5272 4- (F9-O) -Ph NH H NH OA4 A4 A4
5273 4- (F9-O) -Ph NH H NH OC6 H H
5274 4- (F9-O) -Ph NH H NH OC7 H H
5275 4- (F9-O) -Ph NH H NH OC8 H H
5276 4- (F9-O) -Ph NH H NH OC10 H H
5277 4- (F9-O) -Ph NH H NH OC11 H H
5278 4- (F9-O) -Ph NH H NH OC12 H H
5279 4- (F9-O) -Ph NH H NH OC14 H H
5280 4- (F9-O) -Ph NH H NH OC16 H H
5281 4- (F9-O) -Ph NH H NH C6COThree    H H
5282 4- (F9-O) -Ph NH H NH C7COThree    H H
5283 4- (F9-O) -Ph NH H NH C8COThree    H H
5284 4- (F9-O) -Ph NH H NH C9COThree    H H
5285 4- (F9-O) -Ph NH H NH C10COThree   H H
5286 4- (F9-O) -Ph NH H NH C12COThree   H H
5287 4- (F9-O) -Ph NH H NH C16COThree   H H
5288 4- (F9-O) -Ph NH C8 NH OH H H
5289 4- (F9-O) -Ph NH C9 NH OH H H
5290 4- (F9-O) -Ph NH C10 NH OH H H
5291 4- (F9-O) -Ph NH C12 NH OH H H
5292 4- (F9-O) -Ph NH C16 NH OH H H
5293 4- (F9-O) -Ph NH F1 NH OH H H
5294 4- (F9-O) -Ph NH F2 NH OH H H
5295 4- (F9-O) -Ph NH F3 NH OH H H
5296 4- (F9-O) -Ph NH F4 NH OH H H
5297 4- (F9-O) -Ph NH F5 NH OH H H
5298 4- (F9-O) -Ph NH F6 NH OH H H
5299 4- (F9-O) -Ph NH F7 NH OH H H
5300 4- (F9-O) -Ph NH F8 NH OH H H
5301 4- (F9-O) -Ph NH F9 NH OH H H
5302 4- (F9-O) -Ph NH F10 NH OH H H
5303 4- (F9-O) -Ph NH Ph NH OH H H
5304 4- (F9-O) -Ph NH Bn NH OH H H
5305 4- (F9-O) -Ph NH Pe NH OH H H
5306 4- (F9-O) -Ph NH C12 NMe OH H H
5307 4- (F9-O) -Ph NH C12 NEt OH H H
5308 4- (F9-O) -Ph NH C12 NPr OH H H
5309 4- (F9-O) -Ph NH (CH2)Three  N OH H H
5310 4- (F9-O) -Ph NH (CH2)Four  N OH H H
5311 4- (F9-O) -Ph NH (CH2)Five  N OH H H
5312 4- (F9-O) -Ph NH C12 O OH H H
5313 4- (F9-O) -Ph NH Ph O OH H H
5314 4- (F9-O) -Ph NH C12 S OH H H
5315 4- (F9-O) -Ph NH Ph S OH H H
5316 4- (F9-O) -Ph NMe H NH OH H H
5317 4- (F9-O) -Ph NEt H NH OH H H
5318 4- (F9-O) -Ph NPr H NH OH H H
5319 4- (F9-O) -Ph O H NH OH H H
5320 4- (F9-O) -Ph S H NH OH H H
5321 4- (F11) -Ph NH H NH H H H
5322 4- (F11) -Ph NH H NH OH H H
5323 4- (F11) -Ph NH H NH OA6 H H
5324 4- (F11) -Ph NH H NH OA8 H H
5325 4- (F11) -Ph NH H NH OA9 H H
5326 4- (F11) -Ph NH H NH OA10 H H
5327 4- (F11) -Ph NH H NH OA12 H H
5328 4- (F11) -Ph NH H NH OA14 H H
5329 4- (F11) -Ph NH H NH OA16 H H
5330 4- (F11) -Ph NH H NH OH H A6
5331 4- (F11) -Ph NH H NH OH H A8
5332 4- (F11) -Ph NH H NH OH H A9
5333 4- (F11) -Ph NH H NH OH H A10
5334 4- (F11) -Ph NH H NH OH H A12
5335 4- (F11) -Ph NH H NH OH H A14
5336 4- (F11) -Ph NH H NH OH H A16
5337 4- (F11) -Ph NH H NH OH A6 A6
5338 4- (F11) -Ph NH H NH OH A8 A8
5339 4- (F11) -Ph NH H NH OH A10 A10
5340 4- (F11) -Ph NH H NH OA2 A2 A2
5341 4- (F11) -Ph NH H NH OA3 A3 A3
5342 4- (F11) -Ph NH H NH OA4 A4 A4
5343 4- (F11) -Ph NH H NH OC6 H H
5344 4- (F11) -Ph NH H NH OC7 H H
5345 4- (F11) -Ph NH H NH OC8 H H
5346 4- (F11) -Ph NH H NH OC10 H H
5347 4- (F11) -Ph NH H NH OC11 H H
5348 4- (F11) -Ph NH H NH OC12 H H
5349 4- (F11) -Ph NH H NH OC14 H H
5350 4- (F11) -Ph NH H NH OC16 H H
5351 4- (F11) -Ph NH H NH C6COThree    H H
5352 4- (F11) -Ph NH H NH C7COThree    H H
5353 4- (F11) -Ph NH H NH C8COThree    H H
5354 4- (F11) -Ph NH H NH C9COThree    H H
5355 4- (F11) -Ph NH H NH C10COThree   H H
5356 4- (F11) -Ph NH H NH C12COThree   H H
5357 4- (F11) -Ph NH H NH C16COThree   H H
5358 4- (F11) -Ph NH C8 NH OH H H
5359 4- (F11) -Ph NH C9 NH OH H H
5360 4- (F11) -Ph NH C10 NH OH H H
5361 4- (F11) -Ph NH C12 NH OH H H
5362 4- (F11) -Ph NH C16 NH OH H H
5363 4- (F11) -Ph NH F1 NH OH H H
5364 4- (F11) -Ph NH F2 NH OH H H
5365 4- (F11) -Ph NH F3 NH OH H H
5366 4- (F11) -Ph NH F4 NH OH H H
5367 4- (F11) -Ph NH F5 NH OH H H
5368 4- (F11) -Ph NH F6 NH OH H H
5369 4- (F11) -Ph NH F7 NH OH H H
5370 4- (F11) -Ph NH F8 NH OH H H
5371 4- (F11) -Ph NH F9 NH OH H H
5372 4- (F11) -Ph NH F10 NH OH H H
5373 4- (F11) -Ph NH Ph NH OH H H
5374 4- (F11) -Ph NH Bn NH OH H H
5375 4- (F11) -Ph NH Pe NH OH H H
5376 4- (F11) -Ph NH C12 NMe OH H H
5377 4- (F11) -Ph NH C12 NEt OH H H
5378 4- (F11) -Ph NH C12 NPr OH H H
5379 4- (F11) -Ph NH (CH2)Three  N OH H H
5380 4- (F11) -Ph NH (CH2)Four  N OH H H
5381 4- (F11) -Ph NH (CH2)Five  N OH H H
5382 4- (F11) -Ph NH C12 O OH H H
5383 4- (F11) -Ph NH Ph O OH H H
5384 4- (F11) -Ph NH C12 S OH H H
5385 4- (F11) -Ph NH Ph S OH H H
5386 4- (F11) -Ph NMe H NH OH H H
5387 4- (F11) -Ph NEt H NH OH H H
5388 4- (F11) -Ph NPr H NH OH H H
5389 4- (F11) -Ph O H NH OH H H
5390 4- (F11) -Ph S H NH OH H H
5391 4- (F12) -Ph NH H NH H H H
5392 4- (F12) -Ph NH H NH OH H H
5393 4- (F12) -Ph NH H NH OA6 H H
5394 4- (F12) -Ph NH H NH OA8 H H
5395 4- (F12) -Ph NH H NH OA9 H H
5396 4- (F12) -Ph NH H NH OA10 H H
5397 4- (F12) -Ph NH H NH OA12 H H
5398 4- (F12) -Ph NH H NH OA14 H H
5399 4- (F12) -Ph NH H NH OA16 H H
5400 4- (F12) -Ph NH H NH OH H A6
5401 4- (F12) -Ph NH H NH OH H A8
5402 4- (F12) -Ph NH H NH OH H A9
5403 4- (F12) -Ph NH H NH OH H A10
5404 4- (F12) -Ph NH H NH OH H A12
5405 4- (F12) -Ph NH H NH OH H A14
5406 4- (F12) -Ph NH H NH OH H A16
5407 4- (F12) -Ph NH H NH OH A6 A6
5408 4- (F12) -Ph NH H NH OH A8 A8
5409 4- (F12) -Ph NH H NH OH A10 A10
5410 4- (F12) -Ph NH H NH OA2 A2 A2
5411 4- (F12) -Ph NH H NH OA3 A3 A3
5412 4- (F12) -Ph NH H NH OA4 A4 A4
5413 4- (F12) -Ph NH H NH OC6 H H
5414 4- (F12) -Ph NH H NH OC7 H H
5415 4- (F12) -Ph NH H NH OC8 H H
5416 4- (F12) -Ph NH H NH OC10 H H
5417 4- (F12) -Ph NH H NH OC11 H H
5418 4- (F12) -Ph NH H NH OC12 H H
5419 4- (F12) -Ph NH H NH OC14 H H
5420 4- (F12) -Ph NH H NH OC16 H H
5421 4- (F12) -Ph NH H NH C6COThree    H H
5422 4- (F12) -Ph NH H NH C7COThree    H H
5423 4- (F12) -Ph NH H NH C8COThree    H H
5424 4- (F12) -Ph NH H NH C9COThree    H H
5425 4- (F12) -Ph NH H NH C10COThree   H H
5426 4- (F12) -Ph NH H NH C12COThree   H H
5427 4- (F12) -Ph NH H NH C16COThree   H H
5428 4- (F12) -Ph NH C8 NH OH H H
5429 4- (F12) -Ph NH C9 NH OH H H
5430 4- (F12) -Ph NH C10 NH OH H H
5431 4- (F12) -Ph NH C12 NH OH H H
5432 4- (F12) -Ph NH C16 NH OH H H
5433 4- (F12) -Ph NH F1 NH OH H H
5434 4- (F12) -Ph NH F2 NH OH H H
5435 4- (F12) -Ph NH F3 NH OH H H
5436 4- (F12) -Ph NH F4 NH OH H H
5437 4- (F12) -Ph NH F5 NH OH H H
5438 4- (F12) -Ph NH F6 NH OH H H
5439 4- (F12) -Ph NH F7 NH OH H H
5440 4- (F12) -Ph NH F8 NH OH H H
5441 4- (F12) -Ph NH F9 NH OH H H
5442 4- (F12) -Ph NH F10 NH OH H H
5443 4- (F12) -Ph NH Ph NH OH H H
5444 4- (F12) -Ph NH Bn NH OH H H
5445 4- (F12) -Ph NH Pe NH OH H H
5446 4- (F12) -Ph NH C12 NMe OH H H
5447 4- (F12) -Ph NH C12 NEt OH H H
5448 4- (F12) -Ph NH C12 NPr OH H H
5449 4- (F12) -Ph NH (CH2)Three  N OH H H
5450 4- (F12) -Ph NH (CH2)Four  N OH H H
5451 4- (F12) -Ph NH (CH2)Five  N OH H H
5452 4- (F12) -Ph NH C12 O OH H H
5453 4- (F12) -Ph NH Ph O OH H H
5454 4- (F12) -Ph NH C12 S OH H H
5455 4- (F12) -Ph NH Ph S OH H H
5456 4- (F12) -Ph NMe H NH OH H H
5457 4- (F12) -Ph NEt H NH OH H H
5458 4- (F12) -Ph NPr H NH OH H H
5459 4- (F12) -Ph O H NH OH H H
5460 4- (F12) -Ph S H NH OH H H
5461 2-NO2-Ph NH H NH H H H
5462 2-NO2-Ph NH H NH OH H H
5463 2-NO2-Ph NH H NH OA6 H H
5464 2-NO2-Ph NH H NH OA8 H H
5465 2-NO2-Ph NH H NH OA9 H H
5466 2-NO2-Ph NH H NH OA10 H H
5467 2-NO2-Ph NH H NH OA12 H H
5468 2-NO2-Ph NH H NH OA14 H H
5469 2-NO2-Ph NH H NH OA16 H H
5470 2-NO2-Ph NH H NH OH H A6
5471 2-NO2-Ph NH H NH OH H A8
5472 2-NO2-Ph NH H NH OH H A9
5473 2-NO2-Ph NH H NH OH H A10
5474 2-NO2-Ph NH H NH OH H A12
5475 2-NO2-Ph NH H NH OH H A14
5476 2-NO2-Ph NH H NH OH H A16
5477 2-NO2-Ph NH H NH OH A6 A6
5478 2-NO2-Ph NH H NH OH A8 A8
5479 2-NO2-Ph NH H NH OH A10 A10
5480 2-NO2-Ph NH H NH OA2 A2 A2
5481 2-NO2-Ph NH H NH OA3 A3 A3
5482 2-NO2-Ph NH H NH OA4 A4 A4
5483 2-NO2-Ph NH H NH OC6 H H
5484 2-NO2-Ph NH H NH OC7 H H
5485 2-NO2-Ph NH H NH OC8 H H
5486 2-NO2-Ph NH H NH OC10 H H
5487 2-NO2-Ph NH H NH OC11 H H
5488 2-NO2-Ph NH H NH OC12 H H
5489 2-NO2-Ph NH H NH OC14 H H
5490 2-NO2-Ph NH H NH OC16 H H
5491 2-NO2-Ph NH H NH C6COThree    H H
5492 2-NO2-Ph NH H NH C7COThree    H H
5493 2-NO2-Ph NH H NH C8COThree    H H
5494 2-NO2-Ph NH H NH C9COThree    H H
5495 2-NO2-Ph NH H NH C10COThree   H H
5496 2-NO2-Ph NH H NH C12COThree   H H
5497 2-NO2-Ph NH H NH C16COThree   H H
5498 2-NO2-Ph NH C8 NH OH H H
5499 2-NO2-Ph NH C9 NH OH H H
5500 2-NO2-Ph NH C10 NH OH H H
5501 2-NO2-Ph NH C12 NH OH H H
5502 2-NO2-Ph NH C16 NH OH H H
5503 2-NO2-Ph NH F1 NH OH H H
5504 2-NO2-Ph NH F2 NH OH H H
5505 2-NO2-Ph NH F3 NH OH H H
5506 2-NO2-Ph NH F4 NH OH H H
5507 2-NO2-Ph NH F5 NH OH H H
5508 2-NO2-Ph NH F6 NH OH H H
5509 2-NO2-Ph NH F7 NH OH H H
5510 2-NO2-Ph NH F8 NH OH H H
5511 2-NO2-Ph NH F9 NH OH H H
5512 2-NO2-Ph NH F10 NH OH H H
5513 2-NO2-Ph NH Ph NH OH H H
5514 2-NO2-Ph NH Bn NH OH H H
5515 2-NO2-Ph NH Pe NH OH H H
5516 2-NO2-Ph NH C12 NMe OH H H
5517 2-NO2-Ph NH C12 NEt OH H H
5518 2-NO2-Ph NH C12 NPr OH H H
5519 2-NO2-Ph NH (CH2)Three  N OH H H
5520 2-NO2-Ph NH (CH2)Four  N OH H H
5521 2-NO2-Ph NH (CH2)Five  N OH H H
5522 2-NO2-Ph NH C12 O OH H H
5523 2-NO2-Ph NH Ph O OH H H
5524 2-NO2-Ph NH C12 S OH H H
5525 2-NO2-Ph NH Ph S OH H H
5526 2-NO2-Ph NMe H NH OH H H
5527 2-NO2-Ph NEt H NH OH H H
5528 2-NO2-Ph NPr H NH OH H H
5529 2-NO2-Ph O H NH OH H H
5530 2-NO2-Ph S H NH OH H H
5531 3-NO2-Ph NH H NH H H H
5532 3-NO2-Ph NH H NH OH H H
5533 3-NO2-Ph NH H NH OA6 H H
5534 3-NO2-Ph NH H NH OA8 H H
5535 3-NO2-Ph NH H NH OA9 H H
5536 3-NO2-Ph NH H NH OA10 H H
5537 3-NO2-Ph NH H NH OA12 H H
5538 3-NO2-Ph NH H NH OA14 H H
5539 3-NO2-Ph NH H NH OA16 H H
5540 3-NO2-Ph NH H NH OH H A6
5541 3-NO2-Ph NH H NH OH H A8
5542 3-NO2-Ph NH H NH OH H A9
5543 3-NO2-Ph NH H NH OH H A10
5544 3-NO2-Ph NH H NH OH H A12
5545 3-NO2-Ph NH H NH OH H A14
5546 3-NO2-Ph NH H NH OH H A16
5547 3-NO2-Ph NH H NH OH A6 A6
5548 3-NO2-Ph NH H NH OH A8 A8
5549 3-NO2-Ph NH H NH OH A10 A10
5550 3-NO2-Ph NH H NH OA2 A2 A2
5551 3-NO2-Ph NH H NH OA3 A3 A3
5552 3-NO2-Ph NH H NH OA4 A4 A4
5553 3-NO2-Ph NH H NH OC6 H H
5554 3-NO2-Ph NH H NH OC7 H H
5555 3-NO2-Ph NH H NH OC8 H H
5556 3-NO2-Ph NH H NH OC10 H H
5557 3-NO2-Ph NH H NH OC11 H H
5558 3-NO2-Ph NH H NH OC12 H H
5559 3-NO2-Ph NH H NH OC14 H H
5560 3-NO2-Ph NH H NH OC16 H H
5561 3-NO2-Ph NH H NH C6COThree    H H
5562 3-NO2-Ph NH H NH C7COThree    H H
5563 3-NO2-Ph NH H NH C8COThree    H H
5564 3-NO2-Ph NH H NH C9COThree    H H
5565 3-NO2-Ph NH H NH C10COThree   H H
5566 3-NO2-Ph NH H NH C12COThree   H H
5567 3-NO2-Ph NH H NH C16COThree   H H
5568 3-NO2-Ph NH C8 NH OH H H
5569 3-NO2-Ph NH C9 NH OH H H
5570 3-NO2-Ph NH C10 NH OH H H
5571 3-NO2-Ph NH C12 NH OH H H
5572 3-NO2-Ph NH C16 NH OH H H
5573 3-NO2-Ph NH F1 NH OH H H
5574 3-NO2-Ph NH F2 NH OH H H
5575 3-NO2-Ph NH F3 NH OH H H
5576 3-NO2-Ph NH F4 NH OH H H
5577 3-NO2-Ph NH F5 NH OH H H
5578 3-NO2-Ph NH F6 NH OH H H
5579 3-NO2-Ph NH F7 NH OH H H
5580 3-NO2-Ph NH F8 NH OH H H
5581 3-NO2-Ph NH F9 NH OH H H
5582 3-NO2-Ph NH F10 NH OH H H
5583 3-NO2-Ph NH Ph NH OH H H
5584 3-NO2-Ph NH Bn NH OH H H
5585 3-NO2-Ph NH Pe NH OH H H
5586 3-NO2-Ph NH C12 NMe OH H H
5587 3-NO2-Ph NH C12 NEt OH H H
5588 3-NO2-Ph NH C12 NPr OH H H
5589 3-NO2-Ph NH (CH2)Three  N OH H H
5590 3-NO2-Ph NH (CH2)Four  N OH H H
5591 3-NO2-Ph NH (CH2)Five  N OH H H
5592 3-NO2-Ph NH C12 O OH H H
5593 3-NO2-Ph NH Ph O OH H H
5594 3-NO2-Ph NH C12 S OH H H
5595 3-NO2-Ph NH Ph S OH H H
5596 3-NO2-Ph NMe H NH OH H H
5597 3-NO2-Ph NEt H NH OH H H
5598 3-NO2-Ph NPr H NH OH H H
5599 3-NO2-Ph O H NH OH H H
5600 3-NO2-Ph S H NH OH H H
5601 4-NO2-Ph NH H NH H H H
5602 4-NO2-Ph NH H NH OH H H
5603 4-NO2-Ph NH H NH OA6 H H
5604 4-NO2-Ph NH H NH OA8 H H
5605 4-NO2-Ph NH H NH OA9 H H
5606 4-NO2-Ph NH H NH OA10 H H
5607 4-NO2-Ph NH H NH OA12 H H
5608 4-NO2-Ph NH H NH OA14 H H
5609 4-NO2-Ph NH H NH OA16 H H
5610 4-NO2-Ph NH H NH OH H A6
5611 4-NO2-Ph NH H NH OH H A8
5612 4-NO2-Ph NH H NH OH H A9
5613 4-NO2-Ph NH H NH OH H A10
5614 4-NO2-Ph NH H NH OH H A12
5615 4-NO2-Ph NH H NH OH H A14
5616 4-NO2-Ph NH H NH OH H A16
5617 4-NO2-Ph NH H NH OH A6 A6
5618 4-NO2-Ph NH H NH OH A8 A8
5619 4-NO2-Ph NH H NH OH A10 A10
5620 4-NO2-Ph NH H NH OA2 A2 A2
5621 4-NO2-Ph NH H NH OA3 A3 A3
5622 4-NO2-Ph NH H NH OA4 A4 A4
5623 4-NO2-Ph NH H NH OC6 H H
5624 4-NO2-Ph NH H NH OC7 H H
5625 4-NO2-Ph NH H NH OC8 H H
5626 4-NO2-Ph NH H NH OC10 H H
5627 4-NO2-Ph NH H NH OC11 H H
5628 4-NO2-Ph NH H NH OC12 H H
5629 4-NO2-Ph NH H NH OC14 H H
5630 4-NO2-Ph NH H NH OC16 H H
5631 4-NO2-Ph NH H NH C6COThree    H H
5632 4-NO2-Ph NH H NH C7COThree    H H
5633 4-NO2-Ph NH H NH C8COThree    H H
5634 4-NO2-Ph NH H NH C9COThree    H H
5635 4-NO2-Ph NH H NH C10COThree   H H
5636 4-NO2-Ph NH H NH C12COThree   H H
5637 4-NO2-Ph NH H NH C16COThree   H H
5638 4-NO2-Ph NH C8 NH OH H H
5639 4-NO2-Ph NH C9 NH OH H H
5640 4-NO2-Ph NH C10 NH OH H H
5641 4-NO2-Ph NH C12 NH OH H H
5642 4-NO2-Ph NH C16 NH OH H H
5643 4-NO2-Ph NH F1 NH OH H H
5644 4-NO2-Ph NH F2 NH OH H H
5645 4-NO2-Ph NH F3 NH OH H H
5646 4-NO2-Ph NH F4 NH OH H H
5647 4-NO2-Ph NH F5 NH OH H H
5648 4-NO2-Ph NH F6 NH OH H H
5649 4-NO2-Ph NH F7 NH OH H H
5650 4-NO2-Ph NH F8 NH OH H H
5651 4-NO2-Ph NH F9 NH OH H H
5652 4-NO2-Ph NH F10 NH OH H H
5653 4-NO2-Ph NH Ph NH OH H H
5654 4-NO2-Ph NH Bn NH OH H H
5655 4-NO2-Ph NH Pe NH OH H H
5656 4-NO2-Ph NH C12 NMe OH H H
5657 4-NO2-Ph NH C12 NEt OH H H
5658 4-NO2-Ph NH C12 NPr OH H H
5659 4-NO2-Ph NH (CH2)Three  N OH H H
5660 4-NO2-Ph NH (CH2)Four  N OH H H
5661 4-NO2-Ph NH (CH2)Five  N OH H H
5662 4-NO2-Ph NH C12 O OH H H
5663 4-NO2-Ph NH Ph O OH H H
5664 4-NO2-Ph NH C12 S OH H H
5665 4-NO2-Ph NH Ph S OH H H
5666 4-NO2-Ph NMe H NH OH H H
5667 4-NO2-Ph NEt H NH OH H H
5668 4-NO2-Ph NPr H NH OH H H
5669 4-NO2-Ph O H NH OH H H
5670 4-NO2-Ph S H NH OH H H
5671 2-OH-Ph NH H NH H H H
5672 2-OH-Ph NH H NH OH H H
5673 2-OH-Ph NH H NH OA6 H H
5674 2-OH-Ph NH H NH OA8 H H
5675 2-OH-Ph NH H NH OA9 H H
5676 2-OH-Ph NH H NH OA10 H H
5677 2-OH-Ph NH H NH OA12 H H
5678 2-OH-Ph NH H NH OA14 H H
5679 2-OH-Ph NH H NH OA16 H H
5680 2-OH-Ph NH H NH OH H A6
5681 2-OH-Ph NH H NH OH H A8
5682 2-OH-Ph NH H NH OH H A9
5683 2-OH-Ph NH H NH OH H A10
5684 2-OH-Ph NH H NH OH H A12
5685 2-OH-Ph NH H NH OH H A14
5686 2-OH-Ph NH H NH OH H A16
5687 2-OH-Ph NH H NH OH A6 A6
5688 2-OH-Ph NH H NH OH A8 A8
5689 2-OH-Ph NH H NH OH A10 A10
5690 2-OH-Ph NH H NH OA2 A2 A2
5691 2-OH-Ph NH H NH OA3 A3 A3
5692 2-OH-Ph NH H NH OA4 A4 A4
5693 2-OH-Ph NH H NH OC6 H H
5694 2-OH-Ph NH H NH OC7 H H
5695 2-OH-Ph NH H NH OC8 H H
5696 2-OH-Ph NH H NH OC10 H H
5697 2-OH-Ph NH H NH OC11 H H
5698 2-OH-Ph NH H NH OC12 H H
5699 2-OH-Ph NH H NH OC14 H H
5700 2-OH-Ph NH H NH OC16 H H
5701 2-OH-Ph NH H NH C6COThree    H H
5702 2-OH-Ph NH H NH C7COThree    H H
5703 2-OH-Ph NH H NH C8COThree    H H
5704 2-OH-Ph NH H NH C9COThree    H H
5705 2-OH-Ph NH H NH C10COThree   H H
5706 2-OH-Ph NH H NH C12COThree   H H
5707 2-OH-Ph NH H NH C16COThree   H H
5708 2-OH-Ph NH C8 NH OH H H
5709 2-OH-Ph NH C9 NH OH H H
5710 2-OH-Ph NH C10 NH OH H H
5711 2-OH-Ph NH C12 NH OH H H
5712 2-OH-Ph NH C16 NH OH H H
5713 2-OH-Ph NH F1 NH OH H H
5714 2-OH-Ph NH F2 NH OH H H
5715 2-OH-Ph NH F3 NH OH H H
5716 2-OH-Ph NH F4 NH OH H H
5717 2-OH-Ph NH F5 NH OH H H
5718 2-OH-Ph NH F6 NH OH H H
5719 2-OH-Ph NH F7 NH OH H H
5720 2-OH-Ph NH F8 NH OH H H
5721 2-OH-Ph NH F9 NH OH H H
5722 2-OH-Ph NH F10 NH OH H H
5723 2-OH-Ph NH Ph NH OH H H
5724 2-OH-Ph NH Bn NH OH H H
5725 2-OH-Ph NH Pe NH OH H H
5726 2-OH-Ph NH C12 NMe OH H H
5727 2-OH-Ph NH C12 NEt OH H H
5728 2-OH-Ph NH C12 NPr OH H H
5729 2-OH-Ph NH (CH2)Three  N OH H H
5730 2-OH-Ph NH (CH2)Four  N OH H H
5731 2-OH-Ph NH (CH2)Five  N OH H H
5732 2-OH-Ph NH C12 O OH H H
5733 2-OH-Ph NH Ph O OH H H
5734 2-OH-Ph NH C12 S OH H H
5735 2-OH-Ph NH Ph S OH H H
5736 2-OH-Ph NMe H NH OH H H
5737 2-OH-Ph NEt H NH OH H H
5738 2-OH-Ph NPr H NH OH H H
5739 2-OH-Ph O H NH OH H H
5740 2-OH-Ph S H NH OH H H
5741 3-OH-Ph NH H NH H H H
5742 3-OH-Ph NH H NH OH H H
5743 3-OH-Ph NH H NH OA6 H H
5744 3-OH-Ph NH H NH OA8 H H
5745 3-OH-Ph NH H NH OA9 H H
5746 3-OH-Ph NH H NH OA10 H H
5747 3-OH-Ph NH H NH OA12 H H
5748 3-OH-Ph NH H NH OA14 H H
5749 3-OH-Ph NH H NH OA16 H H
5750 3-OH-Ph NH H NH OH H A6
5751 3-OH-Ph NH H NH OH H A8
5752 3-OH-Ph NH H NH OH H A9
5753 3-OH-Ph NH H NH OH H A10
5754 3-OH-Ph NH H NH OH H A12
5755 3-OH-Ph NH H NH OH H A14
5756 3-OH-Ph NH H NH OH H A16
5757 3-OH-Ph NH H NH OH A6 A6
5758 3-OH-Ph NH H NH OH A8 A8
5759 3-OH-Ph NH H NH OH A10 A10
5760 3-OH-Ph NH H NH OA2 A2 A2
5761 3-OH-Ph NH H NH OA3 A3 A3
5762 3-OH-Ph NH H NH OA4 A4 A4
5763 3-OH-Ph NH H NH OC6 H H
5764 3-OH-Ph NH H NH OC7 H H
5765 3-OH-Ph NH H NH OC8 H H
5766 3-OH-Ph NH H NH OC10 H H
5767 3-OH-Ph NH H NH OC11 H H
5768 3-OH-Ph NH H NH OC12 H H
5769 3-OH-Ph NH H NH OC14 H H
5770 3-OH-Ph NH H NH OC16 H H
5771 3-OH-Ph NH H NH C6COThree    H H
5772 3-OH-Ph NH H NH C7COThree    H H
5773 3-OH-Ph NH H NH C8COThree    H H
5774 3-OH-Ph NH H NH C9COThree    H H
5775 3-OH-Ph NH H NH C10COThree   H H
5776 3-OH-Ph NH H NH C12COThree   H H
5777 3-OH-Ph NH H NH C16COThree   H H
5778 3-OH-Ph NH C8 NH OH H H
5779 3-OH-Ph NH C9 NH OH H H
5780 3-OH-Ph NH C10 NH OH H H
5781 3-OH-Ph NH C12 NH OH H H
5782 3-OH-Ph NH C16 NH OH H H
5783 3-OH-Ph NH F1 NH OH H H
5784 3-OH-Ph NH F2 NH OH H H
5785 3-OH-Ph NH F3 NH OH H H
5786 3-OH-Ph NH F4 NH OH H H
5787 3-OH-Ph NH F5 NH OH H H
5788 3-OH-Ph NH F6 NH OH H H
5789 3-OH-Ph NH F7 NH OH H H
5790 3-OH-Ph NH F8 NH OH H H
5791 3-OH-Ph NH F9 NH OH H H
5792 3-OH-Ph NH F10 NH OH H H
5793 3-OH-Ph NH Ph NH OH H H
5794 3-OH-Ph NH Bn NH OH H H
5795 3-OH-Ph NH Pe NH OH H H
5796 3-OH-Ph NH C12 NMe OH H H
5797 3-OH-Ph NH C12 NEt OH H H
5798 3-OH-Ph NH C12 NPr OH H H
5799 3-OH-Ph NH (CH2)Three  N OH H H
5800 3-OH-Ph NH (CH2)Four  N OH H H
5801 3-OH-Ph NH (CH2)Five  N OH H H
5802 3-OH-Ph NH C12 O OH H H
5803 3-OH-Ph NH Ph O OH H H
5804 3-OH-Ph NH C12 S OH H H
5805 3-OH-Ph NH Ph S OH H H
5806 3-OH-Ph NMe H NH OH H H
5807 3-OH-Ph NEt H NH OH H H
5808 3-OH-Ph NPr H NH OH H H
5809 3-OH-Ph O H NH OH H H
5810 3-OH-Ph S H NH OH H H
5811 4-OH-Ph NH H NH H H H
5812 4-OH-Ph NH H NH OH H H
5813 4-OH-Ph NH H NH OA6 H H
5814 4-OH-Ph NH H NH OA8 H H
5815 4-OH-Ph NH H NH OA9 H H
5816 4-OH-Ph NH H NH OA10 H H
5817 4-OH-Ph NH H NH OA12 H H
5818 4-OH-Ph NH H NH OA14 H H
5819 4-OH-Ph NH H NH OA16 H H
5820 4-OH-Ph NH H NH OH H A6
5821 4-OH-Ph NH H NH OH H A8
5822 4-OH-Ph NH H NH OH H A9
5823 4-OH-Ph NH H NH OH H A10
5824 4-OH-Ph NH H NH OH H A12
5825 4-OH-Ph NH H NH OH H A14
5826 4-OH-Ph NH H NH OH H A16
5827 4-OH-Ph NH H NH OH A6 A6
5828 4-OH-Ph NH H NH OH A8 A8
5829 4-OH-Ph NH H NH OH A10 A10
5830 4-OH-Ph NH H NH OA2 A2 A2
5831 4-OH-Ph NH H NH OA3 A3 A3
5832 4-OH-Ph NH H NH OA4 A4 A4
5833 4-OH-Ph NH H NH OC6 H H
5834 4-OH-Ph NH H NH OC7 H H
5835 4-OH-Ph NH H NH OC8 H H
5836 4-OH-Ph NH H NH OC10 H H
5837 4-OH-Ph NH H NH OC11 H H
5838 4-OH-Ph NH H NH OC12 H H
5839 4-OH-Ph NH H NH OC14 H H
5840 4-OH-Ph NH H NH OC16 H H
5841 4-OH-Ph NH H NH C6COThree    H H
5842 4-OH-Ph NH H NH C7COThree    H H
5843 4-OH-Ph NH H NH C8COThree    H H
5844 4-OH-Ph NH H NH C9COThree    H H
5845 4-OH-Ph NH H NH C10COThree   H H
5846 4-OH-Ph NH H NH C12COThree   H H
5847 4-OH-Ph NH H NH C16COThree   H H
5848 4-OH-Ph NH C8 NH OH H H
5849 4-OH-Ph NH C9 NH OH H H
5850 4-OH-Ph NH C10 NH OH H H
5851 4-OH-Ph NH C12 NH OH H H
5852 4-OH-Ph NH C16 NH OH H H
5853 4-OH-Ph NH F1 NH OH H H
5854 4-OH-Ph NH F2 NH OH H H
5855 4-OH-Ph NH F3 NH OH H H
5856 4-OH-Ph NH F4 NH OH H H
5857 4-OH-Ph NH F5 NH OH H H
5858 4-OH-Ph NH F6 NH OH H H
5859 4-OH-Ph NH F7 NH OH H H
5860 4-OH-Ph NH F8 NH OH H H
5861 4-OH-Ph NH F9 NH OH H H
5862 4-OH-Ph NH F10 NH OH H H
5863 4-OH-Ph NH Ph NH OH H H
5864 4-OH-Ph NH Bn NH OH H H
5865 4-OH-Ph NH Pe NH OH H H
5866 4-OH-Ph NH C12 NMe OH H H
5867 4-OH-Ph NH C12 NEt OH H H
5868 4-OH-Ph NH C12 NPr OH H H
5869 4-OH-Ph NH (CH2)Three  N OH H H
5870 4-OH-Ph NH (CH2)Four  N OH H H
5871 4-OH-Ph NH (CH2)Five  N OH H H
5872 4-OH-Ph NH C12 O OH H H
5873 4-OH-Ph NH Ph O OH H H
5874 4-OH-Ph NH C12 S OH H H
5875 4-OH-Ph NH Ph S OH H H
5876 4-OH-Ph NMe H NH OH H H
5877 4-OH-Ph NEt H NH OH H H
5878 4-OH-Ph NPr H NH OH H H
5879 4-OH-Ph O H NH OH H H
5880 4-OH-Ph S H NH OH H H
5881 4-Mor-Ph NH H NH H H H
5882 4-Mor-Ph NH H NH OH H H
5883 4-Mor-Ph NH H NH OA6 H H
5884 4-Mor-Ph NH H NH OA8 H H
5885 4-Mor-Ph NH H NH OA9 H H
5886 4-Mor-Ph NH H NH OA10 H H
5887 4-Mor-Ph NH H NH OA12 H H
5888 4-Mor-Ph NH H NH OA14 H H
5889 4-Mor-Ph NH H NH OA16 H H
5890 4-Mor-Ph NH H NH OH H A6
5891 4-Mor-Ph NH H NH OH H A8
5892 4-Mor-Ph NH H NH OH H A9
5893 4-Mor-Ph NH H NH OH H A10
5894 4-Mor-Ph NH H NH OH H A12
5895 4-Mor-Ph NH H NH OH H A14
5896 4-Mor-Ph NH H NH OH H A16
5897 4-Mor-Ph NH H NH OH A6 A6
5898 4-Mor-Ph NH H NH OH A8 A8
5899 4-Mor-Ph NH H NH OH A10 A10
5900 4-Mor-Ph NH H NH OA2 A2 A2
5901 4-Mor-Ph NH H NH OA3 A3 A3
5902 4-Mor-Ph NH H NH OA4 A4 A4
5903 4-Mor-Ph NH H NH OC6 H H
5904 4-Mor-Ph NH H NH OC7 H H
5905 4-Mor-Ph NH H NH OC8 H H
5906 4-Mor-Ph NH H NH OC10 H H
5907 4-Mor-Ph NH H NH OC11 H H
5908 4-Mor-Ph NH H NH OC12 H H
5909 4-Mor-Ph NH H NH OC14 H H
5910 4-Mor-Ph NH H NH OC16 H H
5911 4-Mor-Ph NH H NH C6COThree    H H
5912 4-Mor-Ph NH H NH C7COThree    H H
5913 4-Mor-Ph NH H NH C8COThree    H H
5914 4-Mor-Ph NH H NH C9COThree    H H
5915 4-Mor-Ph NH H NH C10COThree   H H
5916 4-Mor-Ph NH H NH C12COThree   H H
5917 4-Mor-Ph NH H NH C16COThree   H H
5918 4-Mor-Ph NH C8 NH OH H H
5919 4-Mor-Ph NH C9 NH OH H H
5920 4-Mor-Ph NH C10 NH OH H H
5921 4-Mor-Ph NH C12 NH OH H H
5922 4-Mor-Ph NH C16 NH OH H H
5923 4-Mor-Ph NH F1 NH OH H H
5924 4-Mor-Ph NH F2 NH OH H H
5925 4-Mor-Ph NH F3 NH OH H H
5926 4-Mor-Ph NH F4 NH OH H H
5927 4-Mor-Ph NH F5 NH OH H H
5928 4-Mor-Ph NH F6 NH OH H H
5929 4-Mor-Ph NH F7 NH OH H H
5930 4-Mor-Ph NH F8 NH OH H H
5931 4-Mor-Ph NH F9 NH OH H H
5932 4-Mor-Ph NH F10 NH OH H H
5933 4-Mor-Ph NH Ph NH OH H H
5934 4-Mor-Ph NH Bn NH OH H H
5935 4-Mor-Ph NH Pe NH OH H H
5936 4-Mor-Ph NH C12 NMe OH H H
5937 4-Mor-Ph NH C12 NEt OH H H
5938 4-Mor-Ph NH C12 NPr OH H H
5939 4-Mor-Ph NH (CH2)Three  N OH H H
5940 4-Mor-Ph NH (CH2)Four  N OH H H
5941 4-Mor-Ph NH (CH2)Five  N OH H H
5942 4-Mor-Ph NH C12 O OH H H
5943 4-Mor-Ph NH Ph O OH H H
5944 4-Mor-Ph NH C12 S OH H H
5945 4-Mor-Ph NH Ph S OH H H
5946 4-Mor-Ph NMe H NH OH H H
5947 4-Mor-Ph NEt H NH OH H H
5948 4-Mor-Ph NPr H NH OH H H
5949 4-Mor-Ph O H NH OH H H
5950 4-Mor-Ph S H NH OH H H
5951 4-PA-Ph NH H NH H H H
5952 4-PA-Ph NH H NH OH H H
5953 4-PA-Ph NH H NH OA6 H H
5954 4-PA-Ph NH H NH OA8 H H
5955 4-PA-Ph NH H NH OA9 H H
5956 4-PA-Ph NH H NH OA10 H H
5957 4-PA-Ph NH H NH OA12 H H
5958 4-PA-Ph NH H NH OA14 H H
5959 4-PA-Ph NH H NH OA16 H H
5960 4-PA-Ph NH H NH OH H A6
5961 4-PA-Ph NH H NH OH H A8
5962 4-PA-Ph NH H NH OH H A9
5963 4-PA-Ph NH H NH OH H A10
5964 4-PA-Ph NH H NH OH H A12
5965 4-PA-Ph NH H NH OH H A14
5966 4-PA-Ph NH H NH OH H A16
5967 4-PA-Ph NH H NH OH A6 A6
5968 4-PA-Ph NH H NH OH A8 A8
5969 4-PA-Ph NH H NH OH A10 A10
5970 4-PA-Ph NH H NH OA2 A2 A2
5971 4-PA-Ph NH H NH OA3 A3 A3
5972 4-PA-Ph NH H NH OA4 A4 A4
5973 4-PA-Ph NH H NH OC6 H H
5974 4-PA-Ph NH H NH OC7 H H
5975 4-PA-Ph NH H NH OC8 H H
5976 4-PA-Ph NH H NH OC10 H H
5977 4-PA-Ph NH H NH OC11 H H
5978 4-PA-Ph NH H NH OC12 H H
5979 4-PA-Ph NH H NH OC14 H H
5980 4-PA-Ph NH H NH OC16 H H
5981 4-PA-Ph NH H NH C6COThree    H H
5982 4-PA-Ph NH H NH C7COThree    H H
5983 4-PA-Ph NH H NH C8COThree    H H
5984 4-PA-Ph NH H NH C9COThree    H H
5985 4-PA-Ph NH H NH C10COThree   H H
5986 4-PA-Ph NH H NH C12COThree   H H
5987 4-PA-Ph NH H NH C16COThree   H H
5988 4-PA-Ph NH C8 NH OH H H
5989 4-PA-Ph NH C9 NH OH H H
5990 4-PA-Ph NH C10 NH OH H H
5991 4-PA-Ph NH C12 NH OH H H
5992 4-PA-Ph NH C16 NH OH H H
5993 4-PA-Ph NH F1 NH OH H H
5994 4-PA-Ph NH F2 NH OH H H
5995 4-PA-Ph NH F3 NH OH H H
5996 4-PA-Ph NH F4 NH OH H H
5997 4-PA-Ph NH F5 NH OH H H
5998 4-PA-Ph NH F6 NH OH H H
5999 4-PA-Ph NH F7 NH OH H H
6000 4-PA-Ph NH F8 NH OH H H
6001 4-PA-Ph NH F9 NH OH H H
6002 4-PA-Ph NH F10 NH OH H H
6003 4-PA-Ph NH Ph NH OH H H
6004 4-PA-Ph NH Bn NH OH H H
6005 4-PA-Ph NH Pe NH OH H H
6006 4-PA-Ph NH C12 NMe OH H H
6007 4-PA-Ph NH C12 NEt OH H H
6008 4-PA-Ph NH C12 NPr OH H H
6009 4-PA-Ph NH (CH2)Three  N OH H H
6010 4-PA-Ph NH (CH2)Four  N OH H H
6011 4-PA-Ph NH (CH2)Five  N OH H H
6012 4-PA-Ph NH C12 O OH H H
6013 4-PA-Ph NH Ph O OH H H
6014 4-PA-Ph NH C12 S OH H H
6015 4-PA-Ph NH Ph S OH H H
6016 4-PA-Ph NMe H NH OH H H
6017 4-PA-Ph NEt H NH OH H H
6018 4-PA-Ph NPr H NH OH H H
6019 4-PA-Ph O H NH OH H H
6020 4-PA-Ph S H NH OH H H
6021 3-CN-Ph NH H NH H H H
6022 3-CN-Ph NH H NH OH H H
6023 3-CN-Ph NH H NH OA6 H H
6024 3-CN-Ph NH H NH OA8 H H
6025 3-CN-Ph NH H NH OA9 H H
6026 3-CN-Ph NH H NH OA10 H H
6027 3-CN-Ph NH H NH OA12 H H
6028 3-CN-Ph NH H NH OA14 H H
6029 3-CN-Ph NH H NH OA16 H H
6030 3-CN-Ph NH H NH OH H A6
6031 3-CN-Ph NH H NH OH H A8
6032 3-CN-Ph NH H NH OH H A9
6033 3-CN-Ph NH H NH OH H A10
6034 3-CN-Ph NH H NH OH H A12
6035 3-CN-Ph NH H NH OH H A14
6036 3-CN-Ph NH H NH OH H A16
6037 3-CN-Ph NH H NH OH A6 A6
6038 3-CN-Ph NH H NH OH A8 A8
6039 3-CN-Ph NH H NH OH A10 A10
6040 3-CN-Ph NH H NH OA2 A2 A2
6041 3-CN-Ph NH H NH OA3 A3 A3
6042 3-CN-Ph NH H NH OA4 A4 A4
6043 3-CN-Ph NH H NH OC6 H H
6044 3-CN-Ph NH H NH OC7 H H
6045 3-CN-Ph NH H NH OC8 H H
6046 3-CN-Ph NH H NH OC10 H H
6047 3-CN-Ph NH H NH OC11 H H
6048 3-CN-Ph NH H NH OC12 H H
6049 3-CN-Ph NH H NH OC14 H H
6050 3-CN-Ph NH H NH OC16 H H
6051 3-CN-Ph NH H NH C6COThree    H H
6052 3-CN-Ph NH H NH C7COThree    H H
6053 3-CN-Ph NH H NH C8COThree    H H
6054 3-CN-Ph NH H NH C9COThree    H H
6055 3-CN-Ph NH H NH C10COThree   H H
6056 3-CN-Ph NH H NH C12COThree   H H
6057 3-CN-Ph NH H NH C16COThree   H H
6058 3-CN-Ph NH C8 NH OH H H
6059 3-CN-Ph NH C9 NH OH H H
6060 3-CN-Ph NH C10 NH OH H H
6061 3-CN-Ph NH C12 NH OH H H
6062 3-CN-Ph NH C16 NH OH H H
6063 3-CN-Ph NH F1 NH OH H H
6064 3-CN-Ph NH F2 NH OH H H
6065 3-CN-Ph NH F3 NH OH H H
6066 3-CN-Ph NH F4 NH OH H H
6067 3-CN-Ph NH F5 NH OH H H
6068 3-CN-Ph NH F6 NH OH H H
6069 3-CN-Ph NH F7 NH OH H H
6070 3-CN-Ph NH F8 NH OH H H
6071 3-CN-Ph NH F9 NH OH H H
6072 3-CN-Ph NH F10 NH OH H H
6073 3-CN-Ph NH Ph NH OH H H
6074 3-CN-Ph NH Bn NH OH H H
6075 3-CN-Ph NH Pe NH OH H H
6076 3-CN-Ph NH C12 NMe OH H H
6077 3-CN-Ph NH C12 NEt OH H H
6078 3-CN-Ph NH C12 NPr OH H H
6079 3-CN-Ph NH (CH2)Three  N OH H H
6080 3-CN-Ph NH (CH2)Four  N OH H H
6081 3-CN-Ph NH (CH2)Five  N OH H H
6082 3-CN-Ph NH C12 O OH H H
6083 3-CN-Ph NH Ph O OH H H
6084 3-CN-Ph NH C12 S OH H H
6085 3-CN-Ph NH Ph S OH H H
6086 3-CN-Ph NMe H NH OH H H
6087 3-CN-Ph NEt H NH OH H H
6088 3-CN-Ph NPr H NH OH H H
6089 3-CN-Ph O H NH OH H H
6090 3-CN-Ph S H NH OH H H
6091 F1 NH H NH H H H
6092 F1 NH H NH OH H H
6093 F1 NH H NH OA6 H H
6094 F1 NH H NH OA8 H H
6095 F1 NH H NH OA9 H H
6096 F1 NH H NH OA10 H H
6097 F1 NH H NH OA12 H H
6098 F1 NH H NH OA14 H H
6099 F1 NH H NH OA16 H H
6100 F1 NH H NH OH H A6
6101 F1 NH H NH OH H A8
6102 F1 NH H NH OH H A9
6103 F1 NH H NH OH H A10
6104 F1 NH H NH OH H A12
6105 F1 NH H NH OH H A14
6106 F1 NH H NH OH H A16
6107 F1 NH H NH OH A6 A6
6108 F1 NH H NH OH A8 A8
6109 F1 NH H NH OH A10 A10
6110 F1 NH H NH OA2 A2 A2
6111 F1 NH H NH OA3 A3 A3
6112 F1 NH H NH OA4 A4 A4
6113 F1 NH H NH OC6 H H
6114 F1 NH H NH OC7 H H
6115 F1 NH H NH OC8 H H
6116 F1 NH H NH OC10 H H
6117 F1 NH H NH OC11 H H
6118 F1 NH H NH OC12 H H
6119 F1 NH H NH OC14 H H
6120 F1 NH H NH OC16 H H
6121 F1 NH H NH C6COThree    H H
6122 F1 NH H NH C7COThree    H H
6123 F1 NH H NH C8COThree    H H
6124 F1 NH H NH C9COThree    H H
6125 F1 NH H NH C10COThree   H H
6126 F1 NH H NH C12COThree   H H
6127 F1 NH H NH C16COThree   H H
6128 F1 NH C8 NH OH H H
6129 F1 NH C9 NH OH H H
6130 F1 NH C10 NH OH H H
6131 F1 NH C12 NH OH H H
6132 F1 NH C16 NH OH H H
6133 F1 NH F1 NH OH H H
6134 F1 NH F2 NH OH H H
6135 F1 NH F3 NH OH H H
6136 F1 NH F4 NH OH H H
6137 F1 NH F5 NH OH H H
6138 F1 NH F6 NH OH H H
6139 F1 NH F7 NH OH H H
6140 F1 NH F8 NH OH H H
6141 F1 NH F9 NH OH H H
6142 F1 NH F10 NH OH H H
6143 F1 NH Ph NH OH H H
6144 F1 NH Bn NH OH H H
6145 F1 NH Pe NH OH H H
6146 F1 NH C12 NMe OH H H
6147 F1 NH C12 NEt OH H H
6148 F1 NH C12 NPr OH H H
6149 F1 NH (CH2)Three  N OH H H
6150 F1 NH (CH2)Four  N OH H H
6151 F1 NH (CH2)Five  N OH H H
6152 F1 NH C12 O OH H H
6153 F1 NH Ph O OH H H
6154 F1 NH C12 S OH H H
6155 F1 NH Ph S OH H H
6156 F1 NMe H NH OH H H
6157 F1 NEt H NH OH H H
6158 F1 NPr H NH OH H H
6159 F1 O H NH OH H H
6160 F1 S H NH OH H H
6161 F7 NH H NH H H H
6162 F7 NH H NH OH H H
6163 F7 NH H NH OA6 H H
6164 F7 NH H NH OA8 H H
6165 F7 NH H NH OA9 H H
6166 F7 NH H NH OA10 H H
6167 F7 NH H NH OA12 H H
6168 F7 NH H NH OA14 H H
6169 F7 NH H NH OA16 H H
6170 F7 NH H NH OH H A6
6171 F7 NH H NH OH H A8
6172 F7 NH H NH OH H A9
6173 F7 NH H NH OH H A10
6174 F7 NH H NH OH H A12
6175 F7 NH H NH OH H A14
6176 F7 NH H NH OH H A16
6177 F7 NH H NH OH A6 A6
6178 F7 NH H NH OH A8 A8
6179 F7 NH H NH OH A10 A10
6180 F7 NH H NH OA2 A2 A2
6181 F7 NH H NH OA3 A3 A3
6182 F7 NH H NH OA4 A4 A4
6183 F7 NH H NH OC6 H H
6184 F7 NH H NH OC7 H H
6185 F7 NH H NH OC8 H H
6186 F7 NH H NH OC10 H H
6187 F7 NH H NH OC11 H H
6188 F7 NH H NH OC12 H H
6189 F7 NH H NH OC14 H H
6190 F7 NH H NH OC16 H H
6191 F7 NH H NH C6COThree    H H
6192 F7 NH H NH C7COThree    H H
6193 F7 NH H NH C8COThree    H H
6194 F7 NH H NH C9COThree    H H
6195 F7 NH H NH C10COThree   H H
6196 F7 NH H NH C12COThree   H H
6197 F7 NH H NH C16COThree   H H
6198 F7 NH C8 NH OH H H
6199 F7 NH C9 NH OH H H
6200 F7 NH C10 NH OH H H
6201 F7 NH C12 NH OH H H
6202 F7 NH C16 NH OH H H
6203 F7 NH F1 NH OH H H
6204 F7 NH F2 NH OH H H
6205 F7 NH F3 NH OH H H
6206 F7 NH F4 NH OH H H
6207 F7 NH F5 NH OH H H
6208 F7 NH F6 NH OH H H
6209 F7 NH F7 NH OH H H
6210 F7 NH F8 NH OH H H
6211 F7 NH F9 NH OH H H
6212 F7 NH F10 NH OH H H
6213 F7 NH Ph NH OH H H
6214 F7 NH Bn NH OH H H
6215 F7 NH Pe NH OH H H
6216 F7 NH C12 NMe OH H H
6217 F7 NH C12 NEt OH H H
6218 F7 NH C12 NPr OH H H
6219 F7 NH (CH2)Three  N OH H H
6220 F7 NH (CH2)Four  N OH H H
6221 F7 NH (CH2)Five  N OH H H
6222 F7 NH C12 O OH H H
6223 F7 NH Ph O OH H H
6224 F7 NH C12 S OH H H
6225 F7 NH Ph S OH H H
6226 F7 NMe H NH OH H H
6227 F7 NEt H NH OH H H
6228 F7 NPr H NH OH H H
6229 F7 O H NH OH H H
6230 F7 S H NH OH H H
6231 F10 NH H NH H H H
6232 F10 NH H NH OH H H
6233 F10 NH H NH OA6 H H
6234 F10 NH H NH OA8 H H
6235 F10 NH H NH OA9 H H
6236 F10 NH H NH OA10 H H
6237 F10 NH H NH OA12 H H
6238 F10 NH H NH OA14 H H
6239 F10 NH H NH OA16 H H
6240 F10 NH H NH OH H A6
6241 F10 NH H NH OH H A8
6242 F10 NH H NH OH H A9
6243 F10 NH H NH OH H A10
6244 F10 NH H NH OH H A12
6245 F10 NH H NH OH H A14
6246 F10 NH H NH OH H A16
6247 F10 NH H NH OH A6 A6
6248 F10 NH H NH OH A8 A8
6249 F10 NH H NH OH A10 A10
6250 F10 NH H NH OA2 A2 A2
6251 F10 NH H NH OA3 A3 A3
6252 F10 NH H NH OA4 A4 A4
6253 F10 NH H NH OC6 H H
6254 F10 NH H NH OC7 H H
6255 F10 NH H NH OC8 H H
6256 F10 NH H NH OC10 H H
6257 F10 NH H NH OC11 H H
6258 F10 NH H NH OC12 H H
6259 F10 NH H NH OC14 H H
6260 F10 NH H NH OC16 H H
6261 F10 NH H NH C6COThree    H H
6262 F10 NH H NH C7COThree    H H
6263 F10 NH H NH C8COThree    H H
6264 F10 NH H NH C9COThree    H H
6265 F10 NH H NH C10COThree   H H
6266 F10 NH H NH C12COThree   H H
6267 F10 NH H NH C16COThree   H H
6268 F10 NH C8 NH OH H H
6269 F10 NH C9 NH OH H H
6270 F10 NH C10 NH OH H H
6271 F10 NH C12 NH OH H H
6272 F10 NH C16 NH OH H H
6273 F10 NH F1 NH OH H H
6274 F10 NH F2 NH OH H H
6275 F10 NH F3 NH OH H H
6276 F10 NH F4 NH OH H H
6277 F10 NH F5 NH OH H H
6278 F10 NH F6 NH OH H H
6279 F10 NH F7 NH OH H H
6280 F10 NH F8 NH OH H H
6281 F10 NH F9 NH OH H H
6282 F10 NH F10 NH OH H H
6283 F10 NH Ph NH OH H H
6284 F10 NH Bn NH OH H H
6285 F10 NH Pe NH OH H H
6286 F10 NH C12 NMe OH H H
6287 F10 NH C12 NEt OH H H
6288 F10 NH C12 NPr OH H H
6289 F10 NH (CH2)Three  N OH H H
6290 F10 NH (CH2)Four  N OH H H
6291 F10 NH (CH2)Five  N OH H H
6292 F10 NH C12 O OH H H
6293 F10 NH Ph O OH H H
6294 F10 NH C12 S OH H H
6295 F10 NH Ph S OH H H
6296 F10 NMe H NH OH H H
6297 F10 NEt H NH OH H H
6298 F10 NPr H NH OH H H
6299 F10 O H NH OH H H
6300 F10 S H NH OH H H
6301 Me NH H NH OH H H
6302 Me NH H NH OA10 H H
6303 Me NH C12 NH OH H H
6304 Me NH F7 NH OH H H
6305 Me NH F9 NH OH H H
6306 Pr NH H NH OH H H
6307 Pr NH H NH OA10 H H
6308 Pr NH C12 NH OH H H
6309 Pr NH F7 NH OH H H
6310 Pr NH F9 NH OH H H
6311 Bu NH H NH OH H H
6312 Bu NH H NH OA10 H H
6313 Bu NH C12 NH OH H H
6314 Bu NH F7 NH OH H H
6315 Bu NH F9 NH OH H H
6316 Pen NH H NH OH H H
6317 Pen NH H NH OA10 H H
6318 Pen NH C12 NH OH H H
6319 Pen NH F7 NH OH H H
6320 Pen NH F9 NH OH H H
6321 Hex NH H NH OH H H
6322 Hex NH H NH OA10 H H
6323 Hex NH C12 NH OH H H
6324 Hex NH F7 NH OH H H
6325 Hex NH F9 NH OH H H
6326 Hep NH H NH OH H H
6327 Hep NH H NH OA10 H H
6328 Hep NH C12 NH OH H H
6329 Hep NH F7 NH OH H H
6330 Hep NH F9 NH OH H H
6331 C8 NH H NH OH H H
6332 C8 NH H NH OA10 H H
6333 C8 NH C12 NH OH H H
6334 C8 NH F7 NH OH H H
6335 C8 NH F9 NH OH H H
6336 C9 NH H NH OH H H
6337 C9 NH H NH OA10 H H
6338 C9 NH C12 NH OH H H
6339 C9 NH F7 NH OH H H
6340 C9 NH F9 NH OH H H
6341 C10 NH H NH OH H H
6342 C10 NH H NH OA10 H H
6343 C10 NH C12 NH OH H H
6344 C10 NH F7 NH OH H H
6345 C10 NH F9 NH OH H H
6346 C11 NH H NH OH H H
6347 C11 NH H NH OA10 H H
6348 C11 NH C12 NH OH H H
6349 C11 NH F7 NH OH H H
6350 C11 NH F9 NH OH H H
6351 C12 NH H NH OH H H
6352 C12 NH H NH OA10 H H
6353 C12 NH C12 NH OH H H
6354 C12 NH F7 NH OH H H
6355 C12 NH F9 NH OH H H
6356 C14 NH H NH OH H H
6357 C14 NH H NH OA10 H H
6358 C14 NH C12 NH OH H H
6359 C14 NH F7 NH OH H H
6360 C14 NH F9 NH OH H H
6361 C16 NH H NH OH H H
6362 C16 NH H NH OA10 H H
6363 C16 NH C12 NH OH H H
6364 C16 NH F7 NH OH H H
6365 C16 NH F9 NH OH H H
6366 C18 NH H NH OH H H
6367 C18 NH H NH OA10 H H
6368 C18 NH C12 NH OH H H
6369 C18 NH F7 NH OH H H
6370 C18 NH F9 NH OH H H
6371 2-Et-Hex NH H NH OH H H
6372 2-Et-Hex NH H NH OA10 H H
6373 2-Et-Hex NH C12 NH OH H H
6374 2-Et-Hex NH F7 NH OH H H
6375 2-Et-Hex NH F9 NH OH H H
6376 cHex NH H NH OH H H
6377 cHex NH H NH OA10 H H
6378 cHex NH C12 NH OH H H
6379 cHex NH F7 NH OH H H
6380 cHex NH F9 NH OH H H
6381 4-tBu-cHex NH H NH OH H H
6382 4-tBu-cHex NH H NH OA10 H H
6383 4-tBu-cHex NH C12 NH OH H H
6384 4-tBu-cHex NH F7 NH OH H H
6385 4-tBu-cHex NH F9 NH OH H H
6386 cycloheptyl NH H NH OH H H
6387 cycloheptyl NH H NH OA10 H H
6388 cycloheptyl NH C12 NH OH H H
6389 cycloheptyl NH F7 NH OH H H
6390 cycloheptyl NH F9 NH OH H H
6391 cyclooctyl NH H NH OH H H
6392 cyclooctyl NH H NH OA10 H H
6393 cyclooctyl NH C12 NH OH H H
6394 cyclooctyl NH F7 NH OH H H
6395 cyclooctyl NH F9 NH OH H H
6396 cyclododecyl NH H NH OH H H
6397 cyclododecyl NH H NH OA10 H H
6398 cyclododecyl NH C12 NH OH H H
6399 cyclododecyl NH F7 NH OH H H
6400 cyclododecyl NH F9 NH OH H H
6401 cHex-CH2          NH H NH OH H H
6402 cHex-CH2          NH H NH OA10 H H
6403 cHex-CH2          NH C12 NH OH H H
6404 cHex-CH2          NH F7 NH OH H H
6405 cHex-CH2          NH F9 NH OH H H
6406 CHE NH H NH OH H H
6407 CHE NH H NH OA10 H H
6408 CHE NH C12 NH OH H H
6409 CHE NH F7 NH OH H H
6410 CHE NH F9 NH OH H H
6411 COD NH H NH OH H H
6412 COD NH H NH OA10 H H
6413 COD NH C12 NH OH H H
6414 COD NH F7 NH OH H H
6415 COD NH F9 NH OH H H
6416 3-EtO-Pr NH H NH OH H H
6417 3-EtO-Pr NH H NH OA10 H H
6418 3-EtO-Pr NH C12 NH OH H H
6419 3-EtO-Pr NH F7 NH OH H H
6420 3-EtO-Pr NH F9 NH OH H H
6421 3-MeS-Pr NH H NH OH H H
6422 3-MeS-Pr NH H NH OA10 H H
6423 3-MeS-Pr NH C12 NH OH H H
6424 3-MeS-Pr NH F7 NH OH H H
6425 3-MeS-Pr NH F9 NH OH H H
6426 2,2- (MeO)2-Et NH H NH OH H H
6427 2,2- (MeO)2-Et NH H NH OA10 H H
6428 2,2- (MeO)2-Et NH C12 NH OH H H
6429 2,2- (MeO)2-Et NH F7 NH OH H H
6430 2,2- (MeO)2-Et NH F9 NH OH H H
6431 2,2- (EtO)2-Et NH H NH OH H H
6432 2,2- (EtO)2-Et NH H NH OA10 H H
6433 2,2- (EtO)2-Et NH C12 NH OH H H
6434 2,2- (EtO)2-Et NH F7 NH OH H H
6435 2,2- (EtO)2-Et NH F9 NH OH H H
6436 2-OH-Et NH H NH OH H H
6437 2-OH-Et NH H NH OA10 H H
6438 2-OH-Et NH C12 NH OH H H
6439 2-OH-Et NH F7 NH OH H H
6440 2-OH-Et NH F9 NH OH H H
6441 2-NH2-Et NH H NH OH H H
6442 2-NH2-Et NH H NH OA10 H H
6443 2-NH2-Et NH C12 NH OH H H
6444 2-NH2-Et NH F7 NH OH H H
6445 2-NH2-Et NH F9 NH OH H H
6446 4-OH-Bu NH H NH OH H H
6447 4-OH-Bu NH H NH OA10 H H
6448 4-OH-Bu NH C12 NH OH H H
6449 4-OH-Bu NH F7 NH OH H H
6450 4-OH-Bu NH F9 NH OH H H
6451 5-OH-Pen NH H NH OH H H
6452 5-OH-Pen NH H NH OA10 H H
6453 5-OH-Pen NH C12 NH OH H H
6454 5-OH-Pen NH F7 NH OH H H
6455 5-OH-Pen NH F9 NH OH H H
6456 Pe NH H NH OH H H
6457 Pe NH H NH OA10 H H
6458 Pe NH C12 NH OH H H
6459 Pe NH F7 NH OH H H
6460 Pe NH F9 NH OH H H
6461 4-Me-Pe NH H NH OH H H
6462 4-Me-Pe NH H NH OA10 H H
6463 4-Me-Pe NH C12 NH OH H H
6464 4-Me-Pe NH F7 NH OH H H
6465 4-Me-Pe NH F9 NH OH H H
6466 2-MeO-Pe NH H NH OH H H
6467 2-MeO-Pe NH H NH OA10 H H
6468 2-MeO-Pe NH C12 NH OH H H
6469 2-MeO-Pe NH F7 NH OH H H
6470 2-MeO-Pe NH F9 NH OH H H
6471 3-MeO-Pe NH H NH OH H H
6472 3-MeO-Pe NH H NH OA10 H H
6473 3-MeO-Pe NH C12 NH OH H H
6474 3-MeO-Pe NH F7 NH OH H H
6475 3-MeO-Pe NH F9 NH OH H H
6476 4-MeO-Pe NH H NH OH H H
6477 4-MeO-Pe NH H NH OA10 H H
6478 4-MeO-Pe NH C12 NH OH H H
6479 4-MeO-Pe NH F7 NH OH H H
6480 4-MeO-Pe NH F9 NH OH H H
6481 3,4- (MeO)2-Pe NH H NH OH H H
6482 3,4- (MeO)2-Pe NH H NH OA10 H H
6483 3,4- (MeO)2-Pe NH C12 NH OH H H
6484 3,4- (MeO)2-Pe NH F7 NH OH H H
6485 3,4- (MeO)2-Pe NH F9 NH OH H H
6486 4-F-Pe NH H NH OH H H
6487 4-F-Pe NH H NH OA10 H H
6488 4-F-Pe NH C12 NH OH H H
6489 4-F-Pe NH F7 NH OH H H
6490 4-F-Pe NH F9 NH OH H H
6491 2-Cl-Pe NH H NH OH H H
6492 2-Cl-Pe NH H NH OA10 H H
6493 2-Cl-Pe NH C12 NH OH H H
6494 2-Cl-Pe NH F7 NH OH H H
6495 2-Cl-Pe NH F9 NH OH H H
6496 3-Cl-Pe NH H NH OH H H
6497 3-Cl-Pe NH H NH OA10 H H
6498 3-Cl-Pe NH C12 NH OH H H
6499 3-Cl-Pe NH F7 NH OH H H
6500 3-Cl-Pe NH F9 NH OH H H
6501 4-Cl-Pe NH H NH OH H H
6502 4-Cl-Pe NH H NH OA10 H H
6503 4-Cl-Pe NH C12 NH OH H H
6504 4-Cl-Pe NH F7 NH OH H H
6505 4-Cl-Pe NH F9 NH OH H H
6506 2,4-Cl2-Pe NH H NH OH H H
6507 2,4-Cl2-Pe NH H NH OA10 H H
6508 2,4-Cl2-Pe NH C12 NH OH H H
6509 2,4-Cl2-Pe NH F7 NH OH H H
6510 2,4-Cl2-Pe NH F9 NH OH H H
6511 4-OH-Pe NH H NH OH H H
6512 4-OH-Pe NH H NH OA10 H H
6513 4-OH-Pe NH C12 NH OH H H
6514 4-OH-Pe NH F7 NH OH H H
6515 4-OH-Pe NH F9 NH OH H H
6516 2,2-Ph2-Et NH H NH OH H H
6517 2,2-Ph2-Et NH H NH OA10 H H
6518 2,2-Ph2-Et NH C12 NH OH H H
6519 2,2-Ph2-Et NH F7 NH OH H H
6520 2,2-Ph2-Et NH F9 NH OH H H
6521 2- (2-Py) -Et NH H NH OH H H
6522 2- (2-Py) -Et NH H NH OA10 H H
6523 2- (2-Py) -Et NH C12 NH OH H H
6524 2- (2-Py) -Et NH F7 NH OH H H
6525 2- (2-Py) -Et NH F9 NH OH H H
6526 2- (2-Tp) -Et NH H NH OH H H
6527 2- (2-Tp) -Et NH H NH OA10 H H
6528 2- (2-Tp) -Et NH C12 NH OH H H
6529 2- (2-Tp) -Et NH F7 NH OH H H
6530 2- (2-Tp) -Et NH F9 NH OH H H
6531 Bn NH H NH OH H H
6532 Bn NH H NH OA10 H H
6533 Bn NH C12 NH OH H H
6534 Bn NH F7 NH OH H H
6535 Bn NH F9 NH OH H H
6536 2-Me-Bn NH H NH OH H H
6537 2-Me-Bn NH H NH OA10 H H
6538 2-Me-Bn NH C12 NH OH H H
6539 2-Me-Bn NH F7 NH OH H H
6540 2-Me-Bn NH F9 NH OH H H
6541 4-Me-Bn NH H NH OH H H
6542 4-Me-Bn NH H NH OA10 H H
6543 4-Me-Bn NH C12 NH OH H H
6544 4-Me-Bn NH F7 NH OH H H
6545 4-Me-Bn NH F9 NH OH H H
6546 4-F-Bn NH H NH OH H H
6547 4-F-Bn NH H NH OA10 H H
6548 4-F-Bn NH C12 NH OH H H
6549 4-F-Bn NH F7 NH OH H H
6550 4-F-Bn NH F9 NH OH H H
6551 2-MeO-Bn NH H NH OH H H
6552 2-MeO-Bn NH H NH OA10 H H
6553 2-MeO-Bn NH C12 NH OH H H
6554 2-MeO-Bn NH F7 NH OH H H
6555 2-MeO-Bn NH F9 NH OH H H
6556 4-MeO-Bn NH H NH OH H H
6557 4-MeO-Bn NH H NH OA10 H H
6558 4-MeO-Bn NH C12 NH OH H H
6559 4-MeO-Bn NH F7 NH OH H H
6560 4-MeO-Bn NH F9 NH OH H H
6561 3,4,5- (MeO)Three-Bn NH H NH OH H H
6562 3,4,5- (MeO)Three-Bn NH H NH OA10 H H
6563 3,4,5- (MeO)Three-Bn NH C12 NH OH H H
6564 3,4,5- (MeO)Three-Bn NH F7 NH OH H H
6565 3,4,5- (MeO)Three-Bn NH F9 NH OH H H
6566 3,4-OCH2O-Bn NH H NH OH H H
6567 3,4-OCH2O-Bn NH H NH OA10 H H
6568 3,4-OCH2O-Bn NH C12 NH OH H H
6569 3,4-OCH2O-Bn NH F7 NH OH H H
6570 3,4-OCH2O-Bn NH F9 NH OH H H
6571 1-Ph-Et NH H NH OH H H
6572 1-Ph-Et NH H NH OA10 H H
6573 1-Ph-Et NH C12 NH OH H H
6574 1-Ph-Et NH F7 NH OH H H
6575 1-Ph-Et NH F9 NH OH H H
6576 2-Nap-CH2         NH H NH OH H H
6577 2-Nap-CH2         NH H NH OA10 H H
6578 2-Nap-CH2         NH C12 NH OH H H
6579 2-Nap-CH2         NH F7 NH OH H H
6580 2-Nap-CH2         NH F9 NH OH H H
6581 2-Fu-CH2          NH H NH OH H H
6582 2-Fu-CH2          NH H NH OA10 H H
6583 2-Fu-CH2          NH C12 NH OH H H
6584 2-Fu-CH2          NH F7 NH OH H H
6585 2-Fu-CH2          NH F9 NH OH H H
6586 2-Tp-CH2          NH H NH OH H H
6587 2-Tp-CH2          NH H NH OA10 H H
6588 2-Tp-CH2          NH C12 NH OH H H
6589 2-Tp-CH2          NH F7 NH OH H H
6590 2-Tp-CH2          NH F9 NH OH H H
6591 2-Py-CH2          NH H NH OH H H
6592 2-Py-CH2          NH H NH OA10 H H
6593 2-Py-CH2          NH C12 NH OH H H
6594 2-Py-CH2          NH F7 NH OH H H
6595 2-Py-CH2          NH F9 NH OH H H
6596 2-Ta NH H NH OH H H
6597 2-Ta NH H NH OA10 H H
6598 2-Ta NH C12 NH OH H H
6599 2-Ta NH F7 NH OH H H
6600 2-Ta NH F9 NH OH H H
6601 2-DHT NH H NH OH H H
6602 2-DHT NH H NH OA10 H H
6603 2-DHT NH C12 NH OH H H
6604 2-DHT NH F7 NH OH H H
6605 2-DHT NH F9 NH OH H H
6606 2-CTD NH H NH OH H H
6607 2-CTD NH H NH OA10 H H
6608 2-CTD NH C12 NH OH H H
6609 2-CTD NH F7 NH OH H H
6610 2-CTD NH F9 NH OH H H
6611 2-Qin NH H NH OH H H
6612 2-Qin NH H NH OA10 H H
6613 2-Qin NH C12 NH OH H H
6614 2-Qin NH F7 NH OH H H
6615 2-Qin NH F9 NH OH H H
6616 6-DTP NH H NH OH H H
6617 6-DTP NH H NH OA10 H H
6618 6-DTP NH C12 NH OH H H
6619 6-DTP NH F7 NH OH H H
6620 6-DTP NH F9 NH OH H H
6621 (CH2)Four            N H NH OH H H
6622 (CH2)Four            N H NH OA10 H H
6623 (CH2)Four            N C12 NH OH H H
6624 (CH2)Four            N F7 NH OH H H
6625 (CH2)Four            N F9 NH OH H H
6626 Bu NMe H NH OH H H
6627 3-Ph-Pr NH H NH OH H H
6628 3,3-Ph2-Pr NH H NH OH H H
6629 2-Ph-Et O H NH OH H H
6630 cHex O H NH OH H H
6631 Ph NH H NH OA7 H H
-------------------------------------------------- -----------------
[0078]
[Table 2]
[0079]
Embedded image
[0080]
-------------------------------------------------- ---------------
Compound
Number R1            R2      RThree   R6     R7     R12
-------------------------------------------------- ---------------
6632 3-NH2-Ph H H H H H
6633 3-NH2-Ph H OH H H H
6634 3-NH2-Ph H OA6 H H H
6635 3-NH2-Ph H OA8 H H H
6636 3-NH2-Ph H OA9 H H H
6637 3-NH2-Ph H OA10 H H H
6638 3-NH2-Ph H OA12 H H H
6639 3-NH2-Ph H OA14 H H H
6640 3-NH2-Ph H OA16 H H H
6641 3-NH2-Ph H OH H A6 H
6642 3-NH2-Ph H OH H A8 H
6643 3-NH2-Ph H OH H A9 H
6644 3-NH2-Ph H OH H A10 H
6645 3-NH2-Ph H OH H A12 H
6646 3-NH2-Ph H OH H A14 H
6647 3-NH2-Ph H OH H A16 H
6648 3-NH2-Ph H OH A6 A6 H
6649 3-NH2-Ph H OH A8 A8 H
6650 3-NH2-Ph H OH A10 A10 H
6651 3-NH2-Ph C8 OH H H H
6652 3-NH2-Ph C9 OH H H H
6653 3-NH2-Ph C10 OH H H H
6654 3-NH2-Ph C12 OH H H H
6655 3-NH2-Ph C16 OH H H H
6656 3-NH2-Ph H OC6 H H H
6657 3-NH2-Ph H OC7 H H H
6658 3-NH2-Ph H OC8 H H H
6659 3-NH2-Ph H OC10 H H H
6660 3-NH2-Ph H OC11 H H H
6661 3-NH2-Ph H OC12 H H H
6662 3-NH2-Ph H OC14 H H H
6663 3-NH2-Ph H OC16 H H H
6664 4-Me2N-Ph H H H H H
6665 4-Me2N-Ph H OH H H H
6666 4-Me2N-Ph H OA6 H H H
6667 4-Me2N-Ph H OA8 H H H
6668 4-Me2N-Ph H OA9 H H H
6669 4-Me2N-Ph H OA10 H H H
6670 4-Me2N-Ph H OA12 H H H
6671 4-Me2N-Ph H OA14 H H H
6672 4-Me2N-Ph H OA16 H H H
6673 4-Me2N-Ph H OH H A6 H
6674 4-Me2N-Ph H OH H A8 H
6675 4-Me2N-Ph H OH H A9 H
6676 4-Me2N-Ph H OH H A10 H
6677 4-Me2N-Ph H OH H A12 H
6678 4-Me2N-Ph H OH H A14 H
6679 4-Me2N-Ph H OH H A16 H
6680 4-Me2N-Ph H OH A6 A6 H
6681 4-Me2N-Ph H OH A8 A8 H
6682 4-Me2N-Ph H OH A10 A10 H
6683 4-Me2N-Ph C8 OH H H H
6684 4-Me2N-Ph C9 OH H H H
6685 4-Me2N-Ph C10 OH H H H
6686 4-Me2N-Ph C12 OH H H H
6687 4-Me2N-Ph C16 OH H H H
6688 4-Me2N-Ph H OC6 H H H
6689 4-Me2N-Ph H OC7 H H H
6690 4-Me2N-Ph H OC8 H H H
6691 4-Me2N-Ph H OC10 H H H
6692 4-Me2N-Ph H OC11 H H H
6693 4-Me2N-Ph H OC12 H H H
6694 4-Me2N-Ph H OC14 H H H
6695 4-Me2N-Ph H OC16 H H H
6696 Ph H OH H H POM
6697 Ph H OH H H ECE
6698 Ph H OH H H HCE
6699 Ph H OH H H DCE
6700 Ph H OH H H CCE
6701 Ph H OH H H HOE
6702 3,4-F2-Ph H OH H H POM
6703 3,4-F2-Ph H OH H H ECE
6704 3,4-F2-Ph H OH H H HCE
6705 3,4-F2-Ph H OH H H DCE
6706 3,4-F2-Ph H OH H H CCE
6707 3,4-F2-Ph H OH H H HOE
6708 4-Bu-Ph H OH H H POM
6709 4-Bu-Ph H OH H H ECE
6710 4-Bu-Ph H OH H H HCE
6711 4-Bu-Ph H OH H H DCE
6712 4-Bu-Ph H OH H H CCE
6713 4-Bu-Ph H OH H H HOE
6714 4-NO2-Ph H OH H H POM
6715 4-NO2-Ph H OH H H ECE
6716 4-NO2-Ph H OH H H HCE
6717 4-NO2-Ph H OH H H DCE
6718 4-NO2-Ph H OH H H CCE
6719 4-NO2-Ph H OH H H HOE
6720 4-F-Ph H OH H H POM
6721 4-F-Ph H OH H H ECE
6722 4-F-Ph H OH H H HCE
6723 4-F-Ph H OH H H DCE
6724 4-F-Ph H OH H H CCE
6725 4-F-Ph H OH H H HOE
-------------------------------------------------- ---------------
[0081]
[Table 3]
[0082]
Embedded image
[0083]
-------------------------------------------------- -------
Compound
Number X1     m n
-------------------------------------------------- -------
6726 NH 0 1
6727 NH 0 2
6728 NH 0 3
6729 NH 0 4
6730 NH 0 5
6731 NH 0 6
6732 NH 0 7
6733 NH 0 8
6734 NH 0 9
6735 NH 0 10
6736 NH 0 11
6737 O 0 1
6738 O 0 2
6739 O 0 3
6740 O 0 4
6741 O 0 5
6742 O 0 6
6743 O 0 7
6744 O 0 8
6745 O 0 9
6746 O 0 10
6747 O 0 11
6748 NH 2 1
6749 NH 2 2
6750 NH 2 3
6751 NH 2 4
6752 NH 2 5
6753 NH 2 6
6754 NH 2 7
6755 NH 2 8
6756 NH 2 9
6757 NH 2 10
6758 NH 2 11
6759 O 2 1
6760 O 2 2
6761 O 2 3
6762 O 2 4
6763 O 2 5
6764 O 2 6
6765 O 2 7
6766 O 2 8
6767 O 2 9
6768 O 2 10
6769 O 2 11
-------------------------------------------------- -------
However,
Me is a methyl group,
Et is an ethyl group,
Pr is a propyl group,
iPr is an isopropyl group,
Bu is a butyl group,
tBu is a tert-butyl group,
sBu is a sec-butyl group,
Pen is a pentyl group,
Hex is a hexyl group,
cHex is a cyclohexyl group,
Hep is a heptyl group,
Vin is a vinyl group,
Ph is a phenyl group,
Bn is a benzyl group,
Pe is a phenethyl group,
Nap is a naphthyl group,
C8 and Oct are octyl groups,
C9 is a nonyl group,
C10 and Dec are decyl groups,
C11 is an undecyl group,
C12 is a dodecyl group,
C14 is a tetradecyl group,
C16 is a hexadecyl group,
C18 is an octadecyl group,
OC6 is a hexyloxy group,
OC7 is a heptyloxy group,
OC8 is an octyloxy group,
OC10 is a decyloxy group,
OC12 is a dodecyloxy group,
C6COThreeIs a hexyloxycarbonyloxy group,
C7COThreeIs a heptyloxycarbonyloxy group,
C8COThreeIs an octyloxycarbonyloxy group,
C9COThreeIs a nonyloxycarbonyloxy group,
C10COThreeIs a decyloxycarbonyloxy group,
C12COThreeIs a dodecyloxycarbonyloxy group,
C16COThreeIs a hexadecyloxycarbonyloxy group,
A2 is an acetyl group,
A3 is a propionyl group,
A4 is a butyryl group,
A6 is a hexanoyl group,
A8 is an octanoyl group,
A9 is a nonanoyl group,
A10 is a decanoyl group,
A12 is a dodecanoyl group,
A14 is a tetradecanoyl group,
A16 is a hexadecanoyl group,
OA2 is an acetyloxy group,
OA3 is a propionyloxy group,
OA4 is a butyryloxy group,
OA6 is a hexanoyloxy group,
OA8 is an octanoyloxy group,
OA9 is a nonanoyloxy group,
OA10 is a decanoyloxy group,
OA12 is a dodecanoyloxy group,
OA14 is a tetradecanoyloxy group,
OA16 is a hexadecanoyloxy group,
F1 is H (CF2)2CH2A group represented by
F2 is CFThreeCF2CH2A group represented by
F3 is CFThree(CF2)2CH2A group represented by
F4 is CFThree(CF2)FiveCH2A group represented by
F5 is CFThree(CF2)6CH2A group represented by
F6 is CFThree(CF2)7CH2A group represented by
F7 is CFThree(CF2)ThreeCH2CH2A group represented by
F8 is CFThree(CF2)FiveCH2CH2A group represented by
F9 is CFThree(CF2)7CH2CH2A group represented by
F10 is CFThree(CF2)9CH2CH2A group represented by
F11 is FCH2CH2A group represented by
F12 is FCH2CH2CH2CH2A group represented by
Mor is a morpholino group,
PA is a phenylazo group,
CHE is a 2- (1-cyclohexenyl) ethyl group,
COD is a cis-octade-9-nyl group,
Py is a pyridyl group,
Tp is a thiophenyl group,
Fu is a furyl group,
Ta is a thiazolyl group,
DHT is a 4,5-dihydrothiazolyl group,
CTD is 5-dichloropropyl-1,3,4-thiadiazolyl group,
Qin is a quinolyl group,
DTP is 4H-1,2-dithio-4,3-b-5-one-pyrrolyl group,
POM is a pivaloyloxymethyl group,
ECE is a 1- (ethoxycarbonyloxy) ethyl group,
HCE is a 1- (hexyloxycarbonyloxy) ethyl group,
DCE is a 1- (decyloxycarbonyloxy) ethyl group,
CCE is a 1- (cyclohexyloxycarbonyloxy) ethyl group,
HOE represents a 1- (hexanoyloxy) ethyl group.
[0084]
Preferred compounds in Tables 1 to 3 are compound numbers 1 to 420, 491 to 1120, 1401 to 1540, 1611 to 1748, 1961 to 2520, 2591 to 2870, 2941 to 3430, 3711 to 3850, 4131 to 5460, 5531. To 5670, 5741 to 6090, and 6631 compounds.
[0085]
Further suitable compounds are compound numbers 2 to 55, 72 to 125, 142 to 195, 212 to 265, 282 to 335, 352 to 405, 492 to 545, 562 to 615, 632 to 685, 702 to 755, 772 to 825, 842 to 895, 912 to 965, 982 to 1035, 1052 to 1105, 1402 to 1455, 1472 to 1525, 1612 to 1665, 1682 to 1735, 1962 to 2015, 2032 to 2085, 2102 to 2155, 2172 to 2225, 2242 to 2295, 2312 to 2365, 2382 to 2435, 2452 to 2505, 2592 to 2645, 2672 to 2715, 2732 to 2785, 2802 to 2855, 2942 to 2995, 3012 to 3065, 3082 to 3135, 3152 to 3205, 3222 to 3275, 3292-3345, 3362-3415, 3712-3765, 3782-3835, 4132-4185, 4202-4255, 4272-4325, 4342-4395, 4412-4465, 4482-4535, 4552-4605, 4622-4675, 4692 to 4745, 4762 to 4815, 4832 to 4885, 4902 to 4955, 4972 to 5025, 5042 to 5095, 5112 to 5165, 5182 to 5235, 5252 to 5305, 5322 to 5375, 5392 to 5445, 5532 to 5585, 5602 to 5655, 5742 to 5795, 5812 to 5865, 5882 to 5935, 5952 to 6005, 6022 to 6075, and 6631
Even more preferred compounds are compound numbers 2-9, 72-79, 142-149, 212-219, 282-389, 352-459, 492-599, 562-569, 632-639, 702-709, 772 To 779, 842 to 849, 912 to 919, 982 to 989, 1052 to 1059, 1402 to 1409, 1472 to 1479, 1612 to 1619, 1682 to 1689, 1962 to 1969, 2032 to 2039, 2102 to 2109, 2172 to 2179 , 2242 to 2249, 2312 to 2319, 2382 to 2389, 2452 to 2459, 2592 to 2599, 2672 to 2669, 2732 to 2739, 2802 to 2809, 2942 to 2949, 3012 to 3019, 3082 to 3089, 3152 to 3159, 3222 To 3229, 3292 to 3299, 3362 to 3369, 3712 to 3719, 3782 to 3789, 4132 to 4139, 4202 to 4209, 4272 to 4279, 4342 to 4349, 4412 to 4419, 4482 to 4489, 4552 to 4559, 4622 to 4629 4692 to 4699, 4762 to 4769, 4832 to 4839, 4902 to 4909, 4972 to 4979, 5042 to 5049, 5112 to 5119, 5182 to 5189, 5252 to 5259, 5322 to 5329 , 5392 to 5399, 5532 to 5539, 5602 to 5609, 5742 to 5749, 5812 to 5819, 5882 to 5889, 5952 to 5959, 6022 to 6029, and 6631.
[0086]
Particularly preferred compounds are compound numbers 2 to 9, 142 to 149, 562 to 569, 982 to 989, 1472 to 1479, 2242 to 2249, 2312 to 2319, 2382 to 2389, 3012 to 3019, 3712 to 3719, 4132 to 4139, 4202 to 4209, 4762 to 4769, 4832 to 4839, and 5532 to 5539.
[0087]
Optimal compounds are compound numbers 2, 6, 142, 146, 562, 982, 1472, 1476, 2242, 2312, 2382, 3012, 3016, 3712, 3716, 4132, 4136, 4202, 4206, 4762, 4766, 4832 4836, 5532 and 5536.
[0088]
Most preferably, in general formula (I ′):
R1Represents a phenyl group, R2Represents a hydrogen atom, X1And X2Is represented by the formula -NH- and RThreeIs a compound in which hydroxyl group is shown (Compound No. 2, Example 43),
R1Represents a phenyl group, R2Represents a hydrogen atom, X1And X2Is represented by the formula -NH- and RThreeIs a compound wherein decanoyloxy group (Compound No. 6, Example 81),
R1Represents 4-ethylphenyl group, R2Represents a hydrogen atom, X1And X2Is represented by the formula -NH- and RThreeWherein the compound represents a hydroxyl group (Compound No. 142, Example 44),
R1Represents 4-ethylphenyl group, R2Represents a hydrogen atom, X1And X2Is represented by the formula -NH- and RThreeIs a compound wherein decanoyloxy group is represented (Compound No. 146),
R1Represents a 4-pentylphenyl group, R2Represents a hydrogen atom, X1And X2Is represented by the formula -NH- and RThreeIs a compound having a hydroxyl group (Compound No. 562, Example 55),
R1Represents a 3-ethylphenyl group, R2Represents a hydrogen atom, X1And X2Is represented by the formula -NH- and RThreeWherein the compound represents a hydroxyl group (Compound No. 982, Example 58),
R1Represents a 4-trifluoromethylphenyl group, R2Represents a hydrogen atom, X1And X2Is represented by the formula -NH- and RThreeWherein the compound represents a hydroxyl group (Compound No. 1472, Example 50),
R1Represents a 4-trifluoromethylphenyl group, R2Represents a hydrogen atom, X1And X2Is represented by the formula -NH- and RThreeIs a compound wherein decanoyloxy group is represented (Compound No. 1476),
R1Represents 4-butoxyphenyl group, R2Represents a hydrogen atom, X1And X2Is represented by the formula -NH- and RThreeIn which R represents a hydroxyl group (Compound No. 2242, Example 62),
R1Represents a 4-pentoxyphenyl group, R2Represents a hydrogen atom, X1And X2Is represented by the formula -NH- and RThreeWherein the compound represents a hydroxyl group (Compound No. 2312, Example 64),
R1Represents 4-hexyloxyphenyl group, R2Represents a hydrogen atom, X1And X2Is represented by the formula -NH- and RThreeWherein the compound represents a hydroxyl group (Compound No. 2382, Example 63),
R1Represents a 4-fluorophenyl group, R2Represents a hydrogen atom, X1And X2Is represented by the formula -NH- and RThreeWherein the compound represents a hydroxyl group (Compound No. 3012, Example 45),
R1Represents a 4-fluorophenyl group, R2Represents a hydrogen atom, X1And X2Is represented by the formula -NH- and RThreeIs a compound wherein decanoyloxy group is represented (Compound No. 3016),
R1Represents a 3,4-difluorophenyl group, R2Represents a hydrogen atom, X1And X2Is represented by the formula -NH- and RThreeIn which R represents a hydroxyl group (Compound No. 3712, Example 57),
R1Represents a 3,4-difluorophenyl group, R2Represents a hydrogen atom, X1And X2Is represented by the formula -NH- and RThreeIs a compound wherein decanoyloxy group is represented (Compound No. 3716),
R1Represents a 3-chloro-4-fluorophenyl group, R2Represents a hydrogen atom, X1And X2Is represented by the formula -NH- and RThreeA compound in which is a hydroxyl group (Compound No. 4132, Example 60),
R1Represents a 3-chloro-4-fluorophenyl group, R2Represents a hydrogen atom, X1And X2Is represented by the formula -NH- and RThreeIs a compound wherein decanoyloxy group is represented (Compound No. 4136),
R1Represents 3-trifluoromethyl-4-fluorophenyl group, R2Represents a hydrogen atom, X1And X2Is represented by the formula -NH- and RThreeWherein the compound represents a hydroxyl group (Compound No. 4202, Example 65),
R1Represents 3-trifluoromethyl-4-fluorophenyl group, R2Represents a hydrogen atom, X1And X2Is represented by the formula -NH- and RThreeIs a compound wherein decanoyloxy group is represented (Compound No. 4206),
R1Represents a 3-methyl-4-bromophenyl group, R2Represents a hydrogen atom, X1And X2Is represented by the formula -NH- and RThreeIs a compound wherein Compound 1 is a hydroxyl group (Compound No. 4762, Example 96),
R1Represents a 3-methyl-4-bromophenyl group, R2Represents a hydrogen atom, X1And X2Is represented by the formula -NH- and RThreeIs a compound wherein decanoyloxy group is represented (Compound No. 4766),
R1Represents a 3-nitro-4-fluorophenyl group, R2Represents a hydrogen atom, X1And X2Is represented by the formula -NH- and RThreeIs a compound wherein the hydroxyl group represents a hydroxyl group (Compound No. 4832, Example 97),
R1Represents a 3-nitro-4-fluorophenyl group, R2Represents a hydrogen atom, X1And X2Is represented by the formula -NH- and RThreeIs a compound wherein decanoyloxy group is represented (Compound No. 4836),
R1Represents a 3-nitrophenyl group, R2Represents a hydrogen atom, X1And X2Is represented by the formula -NH- and RThreeIs a compound wherein Compound 1 is a hydroxyl group (Compound No. 5532, Example 95),
R1Represents a 3-nitrophenyl group, R2Represents a hydrogen atom, X1And X2Is represented by the formula -NH- and RThreeCompound in which is a decanoyloxy group (Compound No. 5536)
It is.
[0089]
DETAILED DESCRIPTION OF THE INVENTION
The compound having the general formula (I) of the present invention, its pharmacologically acceptable ether, ester and N-alkyl derivative are appropriately subjected to the steps used in the following methods A to H or in these methods. It can manufacture by combining.
[0090]
[Method A]
In the general formula (I), the method A is R1-X1Is the formula R1RFourA group represented by N— and R2-X2Is an amino group and RThreeIs a method for producing a compound (Ia) in which is a hydroxyl group.
[0091]
Embedded image
[0092]
In the above formula, R1And RFourIs as defined above.
[0093]
Step A1 is a step for producing compound (Ia) from compound (VI). This step comprises reacting compound (VI) in a solvent with formula R1RFourThis is achieved by reacting with a compound represented by NH.
[0094]
The starting compound (VI) can be isolated from the microbial product as described below.
[0095]
Formula R used1RFourThe compound represented by NH is the desired R1And RFourAn amino compound having sufficient nucleophilicity, preferably primary alkylamines and cyclic amines. Amino compounds that do not have sufficient nucleophilicity are reacted by the following method B.
[0096]
The solvent used is not particularly limited as long as it does not inhibit the reaction and dissolves the starting materials and the reactants to some extent. For example, alcohols such as methanol and ethanol; N, N-dimethylformamide, N, N Examples include amides such as dimethylacetamide, and alcohols (particularly methanol) are preferred.
[0097]
While the reaction temperature varies depending on the amine and solvent to be used, it is generally 0 ° C. to 150 ° C., preferably 20 ° C. to 100 ° C.
[0098]
The reaction time varies depending on the reaction temperature and the like, but is usually 30 minutes to 2 days, and preferably 5 hours to 1 day.
[0099]
After completion of the reaction, the target product of this reaction is collected from the reaction mixture according to a conventional method. For example, the reaction mixture is appropriately neutralized, and if insolubles are present, they are removed by filtration, and then the solvent is distilled off under reduced pressure, and an organic solvent immiscible with water, such as ethyl acetate or dichloromethane, is added to dilute aqueous hydrochloric acid. , Washed with sodium bicarbonate water, brine, etc., dried over anhydrous magnesium sulfate and the like, and then distilled off to remove the solvent. If necessary, conventional methods such as recrystallization, reprecipitation or chromatography It can be purified by chromatography or the like.
[0100]
The obtained compound (Ia) can be prepared according to the method described below, if necessary.ThreeCan be led to compounds in which is a hydrogen atom or ether or ester derivatives.
[0101]
[Method B]
In the general formula (I), the method B is R2-X2Is an amino group and RThreeIs a method for producing a compound (Ib) in which is a hydroxyl group.
[0102]
Embedded image
[0103]
In the above formula, R1And X1Are the same as those described above, and Rp is the same or different and is a hydrogen atom, an alkyl group having 1 to 3 carbon atoms, or a 5- or 6-membered cycloalkyl group together with the carbon atom to which Rp is bonded. The group to be formed is shown.
[0104]
Step B1 is a step of producing compound (B1) from compound (VI). This step is achieved by reacting compound (VI) with an acetonide agent in the presence of an acid catalyst in a solvent.
[0105]
A method for producing the starting material compound (VI) will be described later.
[0106]
The acetonide agent used is of the formula (Rp)2A compound represented by C═O or an equivalent thereof, for example, formaldehyde, acetaldehyde, acetone, methyl ethyl ketone, diethyl ketone, dipropyl ketone, methoxyisopropene, 2,2-dimethoxypropane, cyclopentanone, cyclohexanone, 1, Examples include 1-dimethoxycyclopentane, 1,1-dimethoxycyclohexane, and the like is preferably acetone, 2,2-dimethoxypropane, cyclopentanone, or 1,1-dimethoxycyclopentane.
[0107]
The solvent used is not particularly limited as long as it does not inhibit the reaction and dissolves the starting materials and the reactants to some extent, but the formula (Rp) corresponding to the acetonide agent to be used.2It is preferable to use a compound represented by C═O as a solvent, preferably acetone or cyclopentanone.
[0108]
Examples of the acid catalyst used include inorganic acids such as hydrogen chloride, nitric acid and sulfuric acid; organic acids such as acetic acid, trifluoroacetic acid, methanesulfonic acid and p-toluenesulfonic acid; Lewis such as boron trifluoride. An acid; or an acidic resin such as Amberlyst 15, preferably an organic acid or an acidic resin, and more preferably p-toluenesulfonic acid or Amberlyst 15.
[0109]
The reaction temperature varies depending on the acetonide agent and acid catalyst used, but is usually 0 ° C. to 100 ° C., preferably 20 ° C. to 50 ° C.
[0110]
The reaction time varies depending on the reaction temperature and the like, but is usually 1 hour to 7 days, preferably 10 hours to 3 days.
[0111]
After completion of the reaction, the target product of this reaction is collected from the reaction mixture according to a conventional method. For example, the reaction mixture is appropriately neutralized, and if insolubles are present, they are removed by filtration, and then the solvent is distilled off under reduced pressure, and an organic solvent immiscible with water, such as ethyl acetate or dichloromethane, is added to dilute aqueous hydrochloric acid. , Washed with sodium bicarbonate water, brine, etc., dried over anhydrous magnesium sulfate and the like, and then distilled off to remove the solvent. If necessary, conventional methods such as recrystallization, reprecipitation or chromatography It can be purified by chromatography or the like.
[0112]
Step B2 is a step of producing compound (B2) from compound (B1). This step is achieved by reacting compound (B1) with a base in a solvent.
[0113]
Examples of the base used include alkali metal hydroxides such as sodium hydroxide and potassium hydroxide, and sodium hydroxide is preferred.
[0114]
Examples of the solvent to be used include water; a mixed solvent of alcohols such as methanol, ethanol and propanol and water; and a mixed solvent of water and ethers miscible with water such as dioxane and tetrahydrofuran. Is a mixed solvent of alcohols (particularly methanol) and water.
[0115]
The reaction temperature is usually −20 ° C. to 50 ° C., preferably 0 ° C. to 20 ° C.
[0116]
The reaction time varies depending on the reaction temperature and the like, but is usually 1 minute to 1 hour, preferably 5 minutes to 20 minutes.
[0117]
After completion of the reaction, the target product of this reaction is converted into a free carboxylic acid derivative using an acidic resin such as Dowex 50WX8, and collected from the reaction mixture according to a conventional method. For example, insoluble matters are filtered off from the reaction solution, and the filtrate is concentrated under reduced pressure, or an organic solvent that is not miscible with water such as ethyl acetate or dichloromethane is added, and the mixture is washed appropriately with dilute hydrochloric acid, brine, etc. After drying with magnesium sulfate or the like, it can be obtained by distilling off the solvent. If necessary, it can be purified by a conventional method such as recrystallization, reprecipitation or chromatography.
[0118]
Step B3 is a step of producing compound (B3) from compound (B2). This step is performed by reacting compound (B2) in the presence of a condensing agent in an inert solvent.1-X1This is achieved by reacting with a compound represented by H.
[0119]
Formula R1-X1The compound represented by H is the desired R1And X1Alcohols, thiols or amines having
[0120]
Examples of the condensing agent used include carbodiimides such as dicyclohexylcarbodiimide and diisopropylcarbodiimide (DIPC); sulfonic acid chlorides such as benzenesulfonic acid chloride and p-toluenesulfonic acid chloride; benzotriazo-1-lyloxytris ( Phosphonium salts such as (dimethylamino) phosphonium hexafluorophosphate; uronium salts such as O-benzotriazo-1-yl-N, N, N ′, N′-tetramethyluronium hexafluorophosphate, and preferably Carbodiimides (particularly DIPC).
[0121]
When carbodiimides are used as the condensing agent, 1-hydroxybenzotriazole (HOBT) can be added.
[0122]
The solvent used is not particularly limited as long as it does not inhibit the reaction and dissolves the starting materials and the reactants to some extent. For example, N, N-dimethylformamide (DMF), N, N-dimethylacetamide, etc. Amides; Halogenated hydrocarbons such as dichloromethane and chloroform; and ethers such as dioxane and tetrahydrofuran, but amides (particularly N, N-dimethylformamide (DMF)) are preferred.
[0123]
The reaction temperature is usually −20 ° C. to 80 ° C., preferably 0 ° C. to 50 ° C.
[0124]
The reaction time varies depending on the reaction temperature and the like, but is usually 1 hour to 2 days, and preferably 3 hours to 1 day.
[0125]
After completion of the reaction, the target product of this reaction is collected from the reaction mixture according to a conventional method. For example, the reaction mixture is appropriately neutralized, and if insolubles are present, they are removed by filtration, and then the solvent is distilled off under reduced pressure, and an organic solvent immiscible with water, such as ethyl acetate or dichloromethane, is added to dilute aqueous hydrochloric acid. , Washed with sodium bicarbonate water, brine, etc., dried over anhydrous magnesium sulfate and the like, and then distilled off to remove the solvent. If necessary, conventional methods such as recrystallization, reprecipitation or chromatography It can be purified by chromatography or the like.
[0126]
Step B4 is a step of producing compound (Ib) from compound (B3). This step is achieved by reacting compound (B3) with an acid catalyst in a solvent.
[0127]
Examples of the acid catalyst used include inorganic acids such as hydrogen chloride, nitric acid and sulfuric acid; organic acids such as acetic acid, trifluoroacetic acid, methanesulfonic acid and p-toluenesulfonic acid; Lewis such as boron trifluoride. Acid; or an acidic resin such as Amberlyst 15, preferably an organic acid or an acidic resin, and more preferably trifluoroacetic acid, p-toluenesulfonic acid or Amberlyst 15.
[0128]
Solvents used include, for example, water; alcohols such as methanol and ethanol; mixed solvents of alcohols and water; mixed solvents of water and ethers such as dioxane and tetrahydrofuran; mixed solvents of methylene chloride and chloroform Examples of such halogenated hydrocarbons include mixed solvents of halogenated hydrocarbons and water, and alcohols (particularly methanol) or halogenated hydrocarbons (particularly methylene chloride) are preferred.
[0129]
The reaction temperature is usually 0 ° C. to 120 ° C., preferably 20 ° C. to 100 ° C.
[0130]
The reaction time varies depending on the reaction temperature and the like, but is usually 1 hour to 2 days, and preferably 3 hours to 1 day.
[0131]
After completion of the reaction, the target product of this reaction is collected from the reaction mixture according to a conventional method. For example, the reaction mixture is appropriately neutralized, and if insolubles are present, they are removed by filtration, and then the solvent is distilled off under reduced pressure, and an organic solvent immiscible with water, such as ethyl acetate or dichloromethane, is added to dilute aqueous hydrochloric acid. , Washed with sodium bicarbonate water, brine, etc., dried over anhydrous magnesium sulfate and the like, and then distilled off to remove the solvent. If necessary, conventional methods such as recrystallization, reprecipitation or chromatography It can be purified by chromatography or the like.
[0132]
The acetonide reaction in step B1 and the deacetonide reaction in step B4 are steps as necessary, and the compound (VI) is directly subjected to the hydrolysis reaction in step B2 to give a compound of formula (VII)
[0133]
Embedded image
[0134]
And then the R of step B31-X1The target compound (Ib) can also be produced by subjecting it to a group introduction reaction. Compound (VII) can also be isolated from the microbial product as described below.
[0135]
The obtained compound (Ib) can be prepared according to the method described below, if necessary.ThreeTo a compound (Id) or an ether or ester derivative in which is a hydrogen atom.
[0136]
[Method C]
In the general formula (I), the method C is RThreeIs a method for producing a compound (Ic) in which is a hydroxyl group.
[0137]
Embedded image
[0138]
In the above formula, R1, R2, X1And X2Is as defined above, and Rz represents an acyl group.
[0139]
Step C1 is a step of producing compound (C1) in which the hydroxyl group of compound (VI) is protected with an acyl group. This step is achieved by reacting compound (VI) with an acylating agent in an inert solvent in the presence of a base.
[0140]
The solvent used is not particularly limited as long as it does not inhibit the reaction and dissolves the starting materials and the reactants to some extent. For example, ethers such as diethyl ether, tetrahydrofuran, dioxane; N, N-dimethylformamide Amides such as N, N-dimethylacetamide; halogenated hydrocarbons such as dichloromethane and chloroform; acetonitrile; ethyl acetate; pyridine, lutidine and the like, preferably N, N-dimethylformamide and Pyridine.
[0141]
Examples of the base to be used include pyridine, lutidine, collidine, 4-N, N-dimethylaminopyridine and the like, and preferably pyridine and 4-N, N-dimethylaminopyridine.
[0142]
The acylating agents used are, for example, acetyl chloride, propionyl chloride, aliphatic acyl halides or acid anhydrides having 1 to 4 carbon atoms such as acetic anhydride; benzoyl chloride, benzoyl bromide and benzoic anhydride. Examples thereof include aromatic acyl halides or acid anhydrides having 6 to 10 carbon atoms, and benzoyl chloride or benzoic anhydride is preferred.
[0143]
While the reaction temperature varies depending on the acylating agent and base to be used, it is generally -20 ° C to 100 ° C, preferably 0 ° C to 50 ° C.
[0144]
The reaction time varies depending on the reaction temperature and the like, but is usually from 30 minutes to 1 day, preferably from 1 hour to 10 hours.
[0145]
After completion of the reaction, the target product of this reaction is collected from the reaction mixture according to a conventional method. For example, the reaction mixture is appropriately neutralized, and if insolubles are present, they are removed by filtration, and then the solvent is distilled off under reduced pressure, and an organic solvent immiscible with water, such as ethyl acetate or dichloromethane, is added to dilute aqueous hydrochloric acid. , Washed with sodium bicarbonate water, brine, etc., dried over anhydrous magnesium sulfate and the like, and then distilled off to remove the solvent. If necessary, conventional methods such as recrystallization, reprecipitation or chromatography It can be purified by chromatography or the like.
[0146]
Step C2 is a step of producing compound (C2) by hydrolyzing the carbamoyl group of compound (D1). This step is achieved by reacting compound (D1) with nitrosylsulfuric acid.
[0147]
The solvent used is preferably a mixed solvent of dichloromethane and water.
[0148]
The reaction temperature varies depending on the solvent used and the like, but is usually −20 ° C. to 100 ° C., and preferably 0 ° C. to 50 ° C.
[0149]
The reaction time varies depending on the reaction temperature and the like, but is usually 10 minutes to 5 hours, and preferably 20 minutes to 2 hours.
[0150]
After completion of the reaction, the target product of this reaction is collected from the reaction mixture according to a conventional method. For example, the reaction mixture is appropriately neutralized, and if insolubles are present, they are removed by filtration, and then the solvent is distilled off under reduced pressure, and an organic solvent immiscible with water, such as ethyl acetate or dichloromethane, is added to dilute aqueous hydrochloric acid. , Washed with sodium bicarbonate water, brine, etc., dried over anhydrous magnesium sulfate and the like, and then distilled off to remove the solvent. If necessary, conventional methods such as recrystallization, reprecipitation or chromatography It can be purified by chromatography or the like.
[0151]
In step C3, compound (C2) is converted to R.2-X2In this step, a compound (C3) is produced by introducing a group. This step can be performed according to Step B3 using compound (C2) as a raw material.
[0152]
Step C4 is a step for producing compound (C4) by subjecting compound (C3) to an alkaline hydrolysis reaction. This step can be performed according to Step B2 using compound (C3) as a raw material.
[0153]
In step C5, compound (C4) is converted to R.1-X1In this step, compound (Ic) is produced by introducing a group. This step can be performed according to Step B3 using compound (C4) as a raw material.
[0154]
The obtained compound (Ic) can be prepared according to the method described below, if necessary.ThreeTo a compound (Id) or an ether or ester derivative in which is a hydrogen atom.
[0155]
[Method D]
In the general formula (I), the method D is RThreeIs a method for producing a compound (Id) in which is a hydrogen atom.
[0156]
Embedded image
[0157]
In the above formula, R1, R2, X1, X2And Rp are as defined above.
[0158]
Step D1 is a step for producing compound (D1) by protecting the hydroxyl group of compound (Ic) with an acetonide agent. This step can be performed according to Step B1 using compound (Ic) as a raw material.
[0159]
Step D2 is a step for producing compound (D2) by introducing a phenoxythiocarbonyl group into compound (D1). This step is achieved by reacting compound (D1) with a phenoxythiocarbonylating agent in the presence of a base in an inert solvent.
[0160]
Examples of the phenoxythiocarbonylating agent to be used include phenoxythiocarbonyl halide or phenoxythiocarboxylic anhydride, and phenoxythiocarbonyl chloride is preferable.
[0161]
The solvent used is not particularly limited as long as it does not inhibit the reaction and dissolves the starting materials and the reactants to some extent. For example, halogenated hydrocarbons such as dichloromethane and chloroform; diethyl ether, tetrahydrofuran, dioxane and the like Ethers; aromatic hydrocarbons such as benzene and toluene; pyridine and the like, and halogenated hydrocarbons are preferable.
[0162]
Examples of the base to be used include pyridine, lutidine, collidine, triethylamine, 4-N, N-dimethylaminopyridine and the like, and 4-N, N-dimethylaminopyridine is preferable.
[0163]
While the reaction temperature varies depending on the solvent and base to be used, it is generally -20 ° C to 100 ° C, preferably 0 ° C to 50 ° C.
[0164]
The reaction time varies depending on the reaction temperature and the like, but is usually from 30 minutes to 10 hours, and preferably from 1 hour to 3 hours.
[0165]
After completion of the reaction, the target product of this reaction is collected from the reaction mixture according to a conventional method. For example, the reaction mixture is appropriately neutralized, and if insolubles are present, they are removed by filtration, and then the solvent is distilled off under reduced pressure, and an organic solvent immiscible with water, such as ethyl acetate or dichloromethane, is added to dilute aqueous hydrochloric acid. , Washed with sodium bicarbonate water, brine, etc., dried over anhydrous magnesium sulfate and the like, and then distilled off to remove the solvent. If necessary, conventional methods such as recrystallization, reprecipitation or chromatography It can be purified by chromatography or the like.
[0166]
Step D3 is a step for producing compound (D3) by reductively removing the phenoxythiocarbonyloxy group of compound (D2). This step is achieved by reacting compound (D3) with tin hydrides in the presence of a radical reaction initiator in an inert solvent.
[0167]
Examples of tin hydrides to be used include tributyltin hydride and triphenyltin hydride, and tributyltin hydride is preferable.
[0168]
Examples of the solvent to be used include halogenated hydrocarbons such as dichloromethane and chloroform; ethers such as diethyl ether, tetrahydrofuran and dioxane; aromatic hydrocarbons such as benzene and toluene. Toluene.
[0169]
The radical initiator used is preferably 2,2′-azobisisobutyronitrile (AIBN).
[0170]
While the reaction temperature varies depending on the solvent and base to be used, it is generally 20 ° C. to 150 ° C., preferably 80 ° C. to 120 ° C.
[0171]
The reaction time varies depending on the reaction temperature and the like, but is usually 1 hour to 3 days, and preferably 5 hours to 1 day.
[0172]
After completion of the reaction, the target product of this reaction is collected from the reaction mixture according to a conventional method. For example, the reaction mixture is appropriately neutralized, and if insolubles are present, they are removed by filtration, and then the solvent is distilled off under reduced pressure, and an organic solvent immiscible with water, such as ethyl acetate or dichloromethane, is added to dilute aqueous hydrochloric acid. , Washed with sodium bicarbonate water, brine, etc., dried over anhydrous magnesium sulfate and the like, and then distilled off to remove the solvent. If necessary, conventional methods such as recrystallization, reprecipitation or chromatography It can be purified by chromatography or the like.
[0173]
Step D4 is a step for producing compound (Id) by removing the acetonide protecting group of the hydroxyl group of compound (D3). This step can be performed according to Step B4 using compound (D3) as a raw material.
[0174]
The obtained compound (Id) can be led to an ether or ester derivative by a method described later, if necessary.
[0175]
[E method]
Method E is a method for producing an ether derivative (E4) of a compound represented by the general formula (I).
[0176]
Embedded image
[0177]
In the above formula, R1, R2, X1, X2And Rp are as defined above, and Rp8Is the aforementioned ether residue, and Ru represents a protecting group for the uracil residue.
[0178]
Step E1 is a step for producing compound (E1) by introducing a protecting group into the uracil residue of compound (D1). This step is achieved by reacting compound (D1) with a protecting agent for uracil residues in the presence of a base in an inert solvent.
[0179]
A preferred protecting agent for uracil residues is p-methoxybenzyl chloromethyl ether.
[0180]
The solvent used is not particularly limited as long as it does not inhibit the reaction and dissolves the starting materials and the reactants to some extent. For example, ethers such as diethyl ether, tetrahydrofuran, dioxane; N, N-dimethylformamide Amides such as N, N-dimethylacetamide; halogenated hydrocarbons such as dichloromethane and chloroform; acetonitrile can be mentioned, and N, N-dimethylformamide and acetonitrile are preferred.
[0181]
The base used is tertiary, such as 1,8-diazabicyclo [5.4.0] undec-7-ene (DBU), 1,5-diazabicyclo [4.3.0] non-5-ene (DBN). Amines or alkali metal hydrides such as sodium hydride and potassium hydride, and preferably 1,8-diazabicyclo [5.4.0] undec-7-ene (DBU).
[0182]
The reaction temperature varies depending on the acetonide agent and acid catalyst used, but is usually 0 ° C. to 100 ° C., preferably 20 ° C. to 50 ° C.
[0183]
The reaction time varies depending on the reaction temperature and the like, but is usually 30 minutes to 1 day, preferably 1 hour to 5 hours.
[0184]
After completion of the reaction, the target product of this reaction is collected from the reaction mixture according to a conventional method. For example, the reaction mixture is appropriately neutralized, and if insolubles are present, they are removed by filtration, and then the solvent is distilled off under reduced pressure, and an organic solvent immiscible with water, such as ethyl acetate or dichloromethane, is added to dilute aqueous hydrochloric acid. , Washed with sodium bicarbonate water, brine, etc., dried over anhydrous magnesium sulfate and the like, and then distilled off to remove the solvent. If necessary, conventional methods such as recrystallization, reprecipitation or chromatography It can be purified by chromatography or the like.
[0185]
Step E2 is a step for producing compound (E2) by introducing an ether residue into the hydroxyl group of compound (E1). This step is achieved by reacting compound (E1) with an etherifying agent in an inert solvent in the presence of a base.
[0186]
The etherifying agent used is of the formula R8A compound represented by L (R8Is the aforementioned ether residue, L represents a leaving group), for example, R8The halides and triflates can be mentioned, and iodide is preferred.
[0187]
Examples of the solvent used include ethers such as diethyl ether, tetrahydrofuran and dioxane; amides such as N, N-dimethylformamide and N, N-dimethylacetamide; halogenated hydrocarbons such as dichloromethane and chloroform; acetonitrile N, N-dimethylformamide is preferred.
[0188]
The base used is tertiary, such as 1,8-diazabicyclo [5.4.0] undec-7-ene (DBU), 1,5-diazabicyclo [4.3.0] non-5-ene (DBN). An amine or an alkali metal hydride such as sodium hydride or potassium hydride is preferable, and an alkali metal hydride is preferable.
[0189]
While the reaction temperature varies depending on the acetonide agent and acid catalyst used, it is generally −30 ° C. to 100 ° C., preferably −10 ° C. to 30 ° C.
[0190]
The reaction time varies depending on the reaction temperature and the like, but is usually 30 minutes to 1 day, preferably 1 hour to 5 hours.
[0191]
After completion of the reaction, the target product of this reaction is collected from the reaction mixture according to a conventional method. For example, the reaction mixture is appropriately neutralized, and if insolubles are present, they are removed by filtration, and then the solvent is distilled off under reduced pressure, and an organic solvent immiscible with water, such as ethyl acetate or dichloromethane, is added to dilute aqueous hydrochloric acid. , Washed with sodium bicarbonate water, brine, etc., dried over anhydrous magnesium sulfate and the like, and then distilled off to remove the solvent. If necessary, conventional methods such as recrystallization, reprecipitation or chromatography It can be purified by chromatography or the like.
[0192]
Step E3 is a step for producing compound (E3) by removing the protecting group of the uracil residue of compound (E2). This step is achieved by reacting compound (E2) with a deprotecting agent in an inert solvent.
[0193]
Examples of the deprotecting agent to be used include 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) or ammonium cerium (IV) nitrate (CAN). Is 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ).
[0194]
The solvent used is not particularly limited as long as it does not inhibit the reaction and dissolves the starting materials and the reactants to some extent. For example, water; alcohols such as methanol and ethanol; diethyl ether, tetrahydrofuran, dioxane and the like. Ethers; halogenated hydrocarbons such as dichloromethane and chloroform, and mixed solvents thereof can be mentioned, and a mixed solvent of dichloromethane and water is preferable.
[0195]
The reaction temperature varies depending on the acetonide agent and acid catalyst used, but is usually 0 ° C. to 150 ° C., and preferably 10 ° C. to 100 ° C.
[0196]
The reaction time varies depending on the reaction temperature and the like, but is usually 1 hour to 2 days, preferably 1 hour to 10 hours.
[0197]
After completion of the reaction, the target product of this reaction is collected from the reaction mixture according to a conventional method. For example, the reaction mixture is appropriately neutralized, and if insolubles are present, they are removed by filtration, and then the solvent is distilled off under reduced pressure, and an organic solvent immiscible with water, such as ethyl acetate or dichloromethane, is added to dilute aqueous hydrochloric acid. , Washed with sodium bicarbonate water, brine, etc., dried over anhydrous magnesium sulfate and the like, and then distilled off to remove the solvent. If necessary, conventional methods such as recrystallization, reprecipitation or chromatography It can be purified by chromatography or the like.
[0198]
Step E4 is a step for producing compound (E4) by removing the protecting group for the hydroxyl group of compound (E3). This step can be performed according to Step B4 using compound (E3) as a raw material.
[0199]
By this method, an ether derivative (E4) having an ether residue only at the 3-position hydroxyl group of the oxolane ring of compound (I) can be obtained.
[0200]
The obtained compound (E4) can be led to an ester derivative by a method described later, if necessary. That is, by reacting the ether derivative (E4) with an esterifying agent, a derivative having an ether residue at the hydroxyl group at the 3-position of the oxolane ring and an ester residue introduced at the hydroxyl group of the dihydropyran ring can be produced. it can.
[0201]
[F method]
Method F is a method for producing an ester derivative (F2) of a compound represented by the general formula (I).
[0202]
Embedded image
[0203]
In the above formula, R1, R2, X1, X2And Rp are as defined above, and Rp9Is the aforementioned ester residue.
[0204]
Step F1 is a step for producing compound (F1) by introducing an ester residue into the hydroxyl group of compound (D1). This step is achieved by reacting compound (D1) with an acid halide or acid anhydride having a desired ester residue in an inert solvent in the presence of a base.
[0205]
The acid halide or acid anhydride used is, for example, the formula RaCO-Y, RaCO2CO2RTen, RaCO-O-CORa or RaOCO-Y [wherein Ra is as defined above, Y represents a halogen atom (preferably a chlorine or bromine atom), RTenRepresents an alkyl group having 1 to 4 carbon atoms (preferably an ethyl or isopropyl group)], mixed acid anhydride of formic acid and acetic acid, succinic anhydride, glutaric anhydride, cyclic acid such as adipic anhydride As an anhydride or phosphate ester agent, the formula (R11aO) (R11bO) Compound represented by PO-Y [wherein Y is as defined above, R11aAnd R11bAre the same or different and each represents an alkyl group having 2 to 16 carbon atoms], preferably, the formula RaCO-Y, RaCO2CO2RTen, RaCO-O-CORa or RaOCO-Y (in the formula, Ra, Y, RTenIs the same as above.
[0206]
Examples of the base used include alkali metal hydroxides such as lithium hydroxide, sodium hydroxide, and potassium hydroxide; alkali metal carbonates such as lithium carbonate, sodium carbonate, and potassium carbonate; sodium bicarbonate, bicarbonate. Alkali metal bicarbonates such as potassium; alkali metal alkoxides such as lithium methoxide, sodium methoxide, sodium ethoxide, potassium t-butoxide; triethylamine, tributylamine, N-methylmorpholine, pyridine, 4-dimethylaminopyridine And organic amines such as picoline, lutidine, collidine, 1,5-diazabicyclo [4.3.0] -5-nonene, 1,8-diazabicyclo [5.4.0] -7-undecene, Preferred are organic amines, and particularly preferred is triethyl. Min, tributylamine, pyridine or lutidine. Moreover, when using liquid organic amines, it can also be used in large excess as a solvent.
[0207]
Of the esterification reactions described above, for the phosphoric acid esterification, the compound (D1) is reacted with a phosphite having a desired ester residue in an insoluble solvent in the presence of an acid or a base, and then an oxidizing agent is used. This can also be achieved by oxidation to a phosphate ester.
[0208]
The phosphite used is, for example, the formula (R11aO) (R11bO) Compound represented by PZ [wherein R11aRepresents an alkyl group having 2 to 16 carbon atoms, R11bRepresents an alkyl group having 2 to 16 carbon atoms or a 2-cyanoethyl group, and Z represents a halogen atom or the formula —N (iPr)2Is a group represented by
[0209]
When Z in the above formula is halogen, a base is used as a reaction aid, and the base used has the same meaning as described above. When Z in the above formula is not halogen, an acid is used as a reaction aid. The acid used can be any acid that exhibits acidity as high as acetic acid, but is preferably tetrazole.
[0210]
Examples of the oxidizing agent to be used include metachloroperbenzoic acid, t-butyl hydroperoxide, peracetic acid and the like, and preferably metachloroacetic acid.
[0211]
The inert solvent used is not particularly limited as long as it does not participate in the reaction. For example, hydrocarbons such as hexane, benzene, and toluene; dichloromethane, chloroform, carbon tetrachloride, 1,2-dichloroethane, and the like. Halogenated hydrocarbons; ethers such as ether, tetrahydrofuran and dioxane; ketones such as acetone and methyl ethyl ketone; nitriles such as acetonitrile; N, N-dimethylformamide, N, N-dimethylacetamide and N-methyl Amides such as -2-pyrrolidone and hexamethylphosphoramide; Sulfoxides such as dimethyl sulfoxide or a mixed solvent thereof, preferably hydrocarbons or amides.
[0212]
The reaction temperature varies depending on the raw material compound (D1), acid halide and the like and the type of solvent, but is usually −10 ° C. to 100 ° C. (preferably 0 ° C. to 50 ° C.), and the reaction time depends on the reaction temperature and the like. Although it is different, it is 10 minutes to 2 days (preferably 30 minutes to 10 hours).
[0213]
In the above, R11bWhen phosphite having a 2-cyanoethyl group is used, after completion of the oxidation reaction, the resulting alkyl (2-cyanoethyl) phosphate ester derivative is treated with water containing a base such as ammonia water to give 2 -The cyanoethyl group can be hydrolyzed leading to the corresponding monoalkyl phosphate ester derivative.
[0214]
The esterification reaction can also be performed by reacting compound (D1) with a carboxylic acid having a desired ester residue in an inert solvent in the presence of a condensing agent.
[0215]
The condensing agent used is, for example, carbodiimide such as dicyclohexylcarbodiimide, carbonyldiimidazole, 1- (N, N-dimethylaminopropyl) -3-methylcarbodiimide hydrochloride, and preferably dicyclohexylcarbodiimide.
[0216]
The inert solvent used is not particularly limited as long as it does not participate in the reaction. For example, hydrocarbons such as hexane, benzene, and toluene; dichloromethane, chloroform, carbon tetrachloride, 1,2-dichloroethane, and the like. Halogenated hydrocarbons; ethers such as ether, tetrahydrofuran and dioxane; ketones such as acetone and methyl ethyl ketone; nitriles such as acetonitrile; N, N-dimethylformamide, N, N-dimethylacetamide and N-methyl Amides such as -2-pyrrolidone and hexamethylphosphoramide; sulfoxides such as dimethyl sulfoxide or a mixed solvent thereof, preferably hydrocarbons, halogenated hydrocarbons or amides .
[0217]
The reaction temperature varies depending on the types of the raw material compound (D1), carboxylic acid and solvent, but is usually −10 ° C. to 100 ° C. (preferably 0 ° C. to 50 ° C.), and the reaction time varies depending on the reaction temperature and the like. Is 10 minutes to 2 days (preferably 30 minutes to 10 hours).
[0218]
After completion of the reaction, the target product of each reaction is collected from the reaction mixture according to a conventional method. For example, the reaction mixture is appropriately neutralized, and if insolubles are present, they are removed by filtration, and then the solvent is distilled off under reduced pressure, and an organic solvent immiscible with water, such as ethyl acetate or dichloromethane, is added to dilute aqueous hydrochloric acid. , Washed with sodium bicarbonate water, brine, etc., dried over anhydrous magnesium sulfate and the like, and then distilled off to remove the solvent. If necessary, conventional methods such as recrystallization, reprecipitation or chromatography It can be purified by chromatography or the like.
[0219]
Step F2 is a step for producing compound (F2) by removing the protecting group for the hydroxyl group of compound (F1). This step can be performed according to Step B4 using compound (F1) as a raw material.
[0220]
By this method, an ester derivative (F2) having an ester residue only at the 3-position hydroxyl group of the oxolane ring of compound (I) can be obtained.
[0221]
Furthermore, by reacting the ester derivative (F2) with 1 equivalent of an esterifying agent, an ester derivative in which one ester residue is introduced into the hydroxyl group of the dihydropyran ring in addition to the hydroxyl group at the 3-position of the oxolane ring is produced. be able to. Furthermore, by reacting with another equivalent of an esterifying agent, an ester derivative having ester residues introduced into all hydroxyl groups can be produced. These ester residues may be the same or different.
[0222]
On the other hand, by introducing a protecting group into the uracil residue of the ester derivative (F2), allowing the etherifying agent to act, and then removing the protecting group of the uracil residue, an ester residue is present at the 3-position hydroxyl group of the oxolane ring. Thus, a derivative in which an ether residue is introduced into the hydroxyl group of the dihydropyran ring can be produced.
[0223]
Further, when the compound represented by the formula (I) is esterified using 1 to 3 molar equivalents of an esterifying agent, a mixture of compounds in which 1 to 3 hydroxyl groups are esterified is obtained. By separating and purifying this by column chromatography or the like, a derivative in which only one hydroxyl group of compound (I) is esterified, a derivative in which two hydroxyl groups are esterified, and three hydroxyl groups are esterified. Derivatives can be prepared. Furthermore, for derivatives in which only one hydroxyl group is esterified and derivatives in which two hydroxyl groups are esterified, 2 or 3 hydroxyl groups are esterified by reacting with 1 to 2 equivalents of an esterifying agent. Ester derivatives can be prepared. These ester residues may be the same or different.
[0224]
In addition, a protecting group is introduced into a uracil residue of a derivative in which only one hydroxyl group is esterified and a derivative in which two hydroxyl groups are esterified, and an etherifying agent is allowed to act. By removing, a derivative having an ester residue and an ether residue can be produced.
[0225]
[G method]
In the general formula (I), the G method2Is a group represented by —NH—, and RThreeIs a method for producing a compound (G3) in which is a hydroxyl group.
[0226]
Embedded image
[0227]
In the above formula, R1, R2, X1And Rz have the same meaning as described above.
[0228]
Step G1 is a step for producing compound (G1) by introducing a protecting group Rz into the hydroxyl group of compound (Ib) obtained by the aforementioned Method B. This step can be carried out in the same manner as in the above-mentioned Step C1 using compound (Ib) as a starting material.
[0229]
Step G2 is a step of obtaining compound (G2) by hydrolyzing the carbamoyl group of compound (G1) to convert it to a carboxyl group and further methylating it. The hydrolysis in this step is achieved in the same manner as in the aforementioned step C2. The methylation step is achieved by allowing diazomethane to act on the obtained carboxylic acid compound in a solvent.
[0230]
Examples of the solvent used in the methylation step include methylene chloride, diethyl ether, tetrahydrofuran, and a mixed solvent thereof, and a mixed solvent of methylene chloride and diethyl ether is preferable.
[0231]
The reaction temperature varies depending on the solvent used and the like, but is usually −20 ° C. to 100 ° C., and preferably 0 ° C. to 50 ° C.
[0232]
The reaction time varies depending on the reaction temperature and the like, but is usually 5 minutes to 2 hours, and preferably 10 minutes to 30 minutes.
[0233]
After completion of the reaction, the target product of this reaction is collected from the reaction mixture according to a conventional method. For example, the reaction mixture is appropriately neutralized, and if insolubles are present, they are removed by filtration, and then the solvent is distilled off under reduced pressure, and an organic solvent immiscible with water, such as ethyl acetate or dichloromethane, is added to dilute aqueous hydrochloric acid. , Washed with sodium bicarbonate water, brine, etc., dried over anhydrous magnesium sulfate and the like, and then distilled off to remove the solvent. If necessary, conventional methods such as recrystallization, reprecipitation or chromatography It can be purified by chromatography or the like.
[0234]
Step G3 is a step of producing compound (G3) by converting the ester moiety of compound (G2) to amide. In this step, compound (G2) has a desired substituent R in a solvent.2It is achieved by acting an amine having
[0235]
Examples of the solvent to be used include alcohols such as methanol and ethanol, and methanol is preferable.
[0236]
The reaction temperature varies depending on the amine and solvent used, but is usually 0 ° C. to 100 ° C., preferably 20 ° C. to 50 ° C.
[0237]
The reaction time varies depending on the reaction temperature and the like, but is usually 1 hour to 5 days, preferably 10 hours to 2 days.
[0238]
After completion of the reaction, the target product of this reaction is collected from the reaction mixture according to a conventional method. For example, the reaction mixture is appropriately neutralized, and if insolubles are present, they are removed by filtration, and then the solvent is distilled off under reduced pressure, and an organic solvent immiscible with water, such as ethyl acetate or dichloromethane, is added to dilute aqueous hydrochloric acid. , Washed with sodium bicarbonate water, brine, etc., dried over anhydrous magnesium sulfate and the like, and then distilled off to remove the solvent. If necessary, conventional methods such as recrystallization, reprecipitation or chromatography It can be purified by chromatography or the like.
[0239]
[Method H]
Method H is a method for producing an N-alkyl derivative (H4) of a compound of general formula (I).
[0240]
Embedded image
[0241]
In the above formula, R1, Rp, and X1Indicates the same significance as described above. Rs represents a hydroxyl-protecting group (silyl-based protecting group), preferably a trialkylsilyl group such as trimethylsilyl, triethylsilyl, or t-butyldimethylsilyl group, and particularly preferably a t-butyldimethylsilyl group. is there. R12Is a linear or branched alkyl group having 1 to 21 carbon atoms, a linear or branched unsaturated alkyl group having 2 to 21 carbon atoms, 1- (alkanoyl having 2 to 20 carbon atoms) Oxy) an alkyl group having 1 to 3 carbon atoms or 1- (alkoxycarbonyloxy having 1 to 20 carbon atoms) an alkyl group having 1 to 3 carbon atoms.
[0242]
Step H1 is a step of producing compound (H2) by introducing protective group Rs into the hydroxyl group of compound (B3). This step is a step for producing a compound (H1) by reacting a compound (H2) with a hydroxyl protecting agent in an inert solvent in the presence of a base in an inert solvent.
[0243]
Examples of the hydroxyl group protecting agent used include trialkylsilyl halides such as trimethylsilyl chloride, t-butyldimethylsilyl chloride, and trialkylsilyl triflates such as t-butyldimethylsilyl triflate. Is t-butyldimethylsilyl chloride.
[0244]
Examples of the solvent to be used include halogenated hydrocarbons such as methylene chloride and chloroform; dimethylformamide, dimethylacetamide, pyridine, and the like, and preferably dimethylformamide or pyridine.
[0245]
Examples of the base to be used include imidazole, pyridine and 4-dimethylaminopyridine, and preferably imidazole or pyridine.
[0246]
The reaction temperature varies depending on the solvent used and the like, but is usually −20 ° C. to 100 ° C., and preferably 0 ° C. to 50 ° C.
[0247]
The reaction time varies depending on the reaction temperature and the like, but is usually 30 minutes to 1 day, preferably 1 hour to 5 hours.
[0248]
After completion of the reaction, the target product of this reaction is collected from the reaction mixture according to a conventional method. For example, the reaction mixture is appropriately neutralized, and if insolubles are present, they are removed by filtration, and then the solvent is distilled off under reduced pressure, and an organic solvent immiscible with water, such as ethyl acetate or dichloromethane, is added to dilute aqueous hydrochloric acid. , Washed with sodium bicarbonate water, brine, etc., dried over anhydrous magnesium sulfate and the like, and then distilled off to remove the solvent. If necessary, conventional methods such as recrystallization, reprecipitation or chromatography It can be purified by chromatography or the like.
[0249]
In step H2, the desired alkyl group (R) is bonded to the 3-position nitrogen atom of the uracil residue of compound (H1).12) Is introduced to produce the compound (H3). This step is achieved by reacting compound (H1) with an N-alkylating agent in the presence of a base in an inert solvent.
[0250]
As the N-alkylating agent to be used, alkyl halides such as alkyl chloride, alkyl bromide and alkyl iodide are suitable.
[0251]
Examples of the base used include alkali metal carbonates such as sodium carbonate and potassium carbonate; sodium hydrogen carbonate; alkali metal hydrides such as sodium hydride and lithium hydride; 1,8-diazabicyclo [5.4.0 ] Tertiary amines such as undec-7-ene (DBU) and 1,5-diazabicyclo [4.3.0] non-5-ene (DBN) are preferable, and potassium carbonate or DBU is preferable. .
[0252]
Examples of the solvent used include halogenated hydrocarbons such as methylene chloride and chloroform; dimethylformamide, dimethylacetamide, pyridine and the like, and dimethylformamide is preferable.
[0253]
The reaction temperature varies depending on the solvent used and the like, but is usually −20 ° C. to 120 ° C., preferably 20 ° C. to 80 ° C.
[0254]
The reaction time varies depending on the reaction temperature and the like, but is usually 1 hour to 1 day, and preferably 3 hours to 10 hours.
[0255]
After completion of the reaction, the target product of this reaction is collected from the reaction mixture according to a conventional method. For example, the reaction mixture is appropriately neutralized, and if insolubles are present, they are removed by filtration, and then the solvent is distilled off under reduced pressure, and an organic solvent immiscible with water, such as ethyl acetate or dichloromethane, is added to dilute aqueous hydrochloric acid. , Washed with sodium bicarbonate water, brine, etc., dried over anhydrous magnesium sulfate and the like, and then distilled off to remove the solvent. If necessary, conventional methods such as recrystallization, reprecipitation or chromatography It can be purified by chromatography or the like.
[0256]
Step H3 is a step for producing compound (H3) by removing hydroxyl-protecting group Rs of compound (H2). This step is achieved by allowing Rs deprotecting agent to act on compound (H2) in an inert solvent.
[0257]
Examples of the deprotecting agent for Rs used include tetrabutylammonium fluoride and cesium fluoride. Preferred is tetrabutylammonium fluoride.
[0258]
Examples of the solvent to be used include tetrahydrofuran, diethyl ether, acetonitrile and the like, and tetrahydrofuran is preferable.
[0259]
The reaction temperature varies depending on the solvent used and the like, but is usually −20 ° C. to 100 ° C., and preferably 0 ° C. to 50 ° C.
[0260]
The reaction time varies depending on the reaction temperature and the like, but is usually from 30 minutes to 10 hours, and preferably from 1 hour to 3 hours.
[0261]
After completion of the reaction, the target product of this reaction is collected from the reaction mixture according to a conventional method. For example, the reaction mixture is appropriately neutralized, and if insolubles are present, they are removed by filtration, and then the solvent is distilled off under reduced pressure, and an organic solvent immiscible with water, such as ethyl acetate or dichloromethane, is added to dilute aqueous hydrochloric acid. , Washed with sodium bicarbonate water, brine, etc., dried over anhydrous magnesium sulfate and the like, and then distilled off to remove the solvent. If necessary, conventional methods such as recrystallization, reprecipitation or chromatography It can be purified by chromatography or the like.
[0262]
Step H4 is a step for producing compound (H4) by removing hydroxyl-protecting group Rp of compound (H3). This step can be performed according to Step B4 using compound (H3) as a raw material.
[0263]
On the other hand, compound (VI) and compound (VII) used as starting materials in methods A to C can be produced by the method described in WO00 / 02892. That is, it can be obtained by culturing a bacterium producing the compound belonging to the genus Streptomyces in an appropriate medium and collecting it from the culture. Streptomyces griseus SANK60196 strain (hereinafter referred to as “SANK60196 strain”), which is a suitable producer of compounds (VI) and (VII), is collected from soil in Mt. Tsukuba, Ibaraki Prefecture according to a conventional method. , Separated. The mycological properties of SANK60196 strain are as follows.
[0264]
1) Morphological features
The SANK60196 strain is regulated by the International Streptomyces Project (hereinafter referred to as “ISP”) [Ceiling and Gottlieb, International Journal of Systematic Bacteriology: Shirling, EB and Gottlieb, D. (1966) Int. The following morphological characteristics were shown by culturing on the medium of Syst. Bacteriol. 16, 313-340] at 28 ° C. for 14 days. Observation with an optical microscope reveals that the basic mycelium of SANK60196 is elongated and branched and shows yellowish ash, yellowish brown or light olive color, but no Nocardia strain-like breakage or zigzag elongation is observed. The aerial hyphae are simply branched. The form of spore linkage is straight or curved and forms a linkage of approximately 10 to 50 or more spores. Observation with a scanning electron microscope shows that the spores are elliptical and the surface structure is smooth. The size of the spore is 0.6-0.8 × 0.7-1.2 mm. Spores are formed only on the aerial hyphae. In addition, special organs such as spore, aerial mycelium branch, aerial mycelium rupture, and mycorrhiza are not recognized.
[0265]
2) Culture characteristics on various culture media
Table 4 shows the culture properties of the SANK60196 strain on an agar medium after culturing at 28 ° C. for 14 days. In the table, the composition of the medium with the ISP number is as specified by the ISP. Item G represents growth, AM represents aerial hyphae, R represents the back surface, and SP represents soluble pigment. The description of the color tone is based on “Color Standard (Japan Color Research Institute version)”, and the color tone display in parentheses is a color number based on the Munsell system. The pale yellow soluble pigment produced in the water agar medium turned colorless with 0.05 N hydrochloric acid and did not show any change with 0.05 N sodium hydroxide.
[0266]
[Table 4]
3) Physiological properties
Physiological properties of this strain observed for 2 to 21 days after culturing at 28 ° C. are as shown in Table 5. In the table, medium 1 represents yeast extract / malt extract agar (ISP2).
[0267]
[Table 5]
Table 6 shows the assimilation of the carbon source of the SANK60196 strain observed after culturing at 28 ° C. for 14 days using the Prideham Gotley agar medium (ISP 9). In the table, “+” indicates assimilation, and “−” indicates not assimilation.
[0268]
[Table 6]
4) Chemical taxonomic properties
The cell wall of this strain was examined according to the method of Hasegawa et al. [See Hasegawa et al., Journal of General and Applied Microbiology: Hasegawa, T., et al., (1983) The Journal of General and Applied Microbiology 29, 319-322]. As a result, LL-diaminopimelic acid was detected. In addition, the major sugar component in the whole cell of this strain can be determined by the method of MP Lechevalier [Lechevalier, Journal of Laboratory and Clinical Medicine: Lechevalier, MP, (1968) Journal of Laboratory and Clinical Medicine 71, 934-944] As a result of examination according to the above, no characteristic components were detected.
[0269]
From the above bacteriological properties, it was revealed that this strain belongs to the genus Streptomyces among actinomycetes. Description of ISP strain by Shirring and Gotrib [Shirling, EB and Gottlieb, D., International Journal of Systematic Bacteriology 18, 68-189 and 279-392 (1968); 19, 391-512 (1969); 22, 265-394 (1972 ) See], Waxman, The Actinomycetes Vol. 2 (see Waksman, SA (1961) The Actinomycetes 2), Buchanan and Gibbons edited by REBuchan and NE Gibbons; See Bergey's Manual of Determinative Bacteriology ) Eighth Edition (1974), Williams et al., Burseys Manual of Systematic Bacteriology [Williams, ST et al. (1989) Bergey's Manual of Systematic Bacteriology 4], and Streptomyces genus Compared to the species described in recent literature on actinomycetes, it is very closely related to Streptomyces griseus There was found. However, Streptomyces griseus is a yellowish gray soluble pigment in glycerin and asparagine agar, and a light yellowish brown soluble pigment in peptone yeast extract and iron agar. Potato extract and carrot extract agar In water agar, differences were observed in that no soluble pigment was produced, that the upper limit temperature of growth was 40 ° C., and that it grew in the presence of 7% salt.
[0270]
Although this strain having such mycological characteristics is clearly considered to be a new strain different from Streptomyces griseus, it is not possible to distinguish the species only by these differences. Therefore, the present inventors identified this strain as Streptomyces griseus SANK60196.
[0271]
The strain was deposited internationally at the Institute of Biotechnology, Institute of Industrial Science and Technology, Ministry of International Trade and Industry (Postal code 305, 1-3, Higashi 1-3, Tsukuba, Ibaraki, Japan) on February 22, 1996. BP-5420 was given.
[0272]
As mentioned above, although the SANK60196 strain has been described, it is well known that various properties of actinomycetes are not constant and easily change naturally and artificially. Strains that can be used in the present invention include all such mutants. That is, the strains that can be used in the present invention include all strains that belong to the genus Streptomyces and produce compounds (VI) and (VII).
[0273]
The medium used for culturing the compound (VI) and (VII) producing bacteria is a synthetic or natural medium as long as it appropriately contains a medium selected from carbon sources, nitrogen sources, inorganic ions, organic nutrient sources, and the like. Any medium can be used.
[0274]
As the nutrient source, known carbon sources, nitrogen sources, and inorganic salts that can be assimilated by microorganisms, which are conventionally used for culturing fungal and actinomycetes strains, can be used.
[0275]
Specifically, the carbon sources include glucose, fructose, maltose, sucrose, mannitol, glycerol, dextrin, oats, rye, corn starch, potato, corn flour, soybean flour, cottonseed oil, starch syrup, molasses, soybean oil, citrus Acid, tartaric acid, etc. can be used singly or in combination. In general, the amount is varied at 1 to 10% by weight of the medium amount, but is not limited to this range.
[0276]
Moreover, as a nitrogen source, generally, a substance containing a protein or a hydrolyzate thereof can be used. Suitable nitrogen sources include, for example, soy flour, bran, peanut flour, cottonseed flour, skim milk, casein hydrolyzate, Pharmamin (manufactured by Shefield Chemical), fish meal, corn steep liquor, peptone, meat extract, fresh yeast, Dry yeast, yeast extract, malto extract, potato, ammonium sulfate, ammonium nitrate, sodium nitrate and the like can be used. The nitrogen source is preferably used alone or in combination in a range of 0.2 to 6% by weight of the medium amount.
[0277]
Further, as the nutrient inorganic salt, ordinary salts capable of obtaining ions such as sodium, ammonium, calcium, phosphate, sulfate, chloride, carbonate and the like can be used. Trace amounts of metals such as potassium, calcium, cobalt, manganese, iron and magnesium can also be used.
[0278]
Addition of cobalt, skim milk and yeast extract is effective for the production of compounds (VI) and (VII).
[0279]
Furthermore, when the producing bacteria are cultured, an antibiotic biosynthesis inhibitor can be added to produce compounds (VI) and (VII). The production of the compounds (VI) and (VII) can be carried out, for example, using aspartate kinase inhibitor S- (2-aminoethyl) -L-cysteine or a salt thereof alone or as a medium additive with cobalt, skim milk and yeast extract. This is achieved by using in combination. The productivity of the compounds (VI) and (VII) is improved by using the additive in combination with skim milk. The additive can be used in a range of 1 to 100 mM as a final concentration. Good compounds (VI) and (VII) can be produced preferably at a final concentration of 10 mM.
[0280]
In liquid culture, silicone oil, vegetable oil, surfactant, etc. can be used as an antifoaming agent.
[0281]
The pH of the medium for culturing the SANK60196 strain to produce compounds (VI) and (VII) is preferably 5.0 to 8.0.
[0282]
The growth temperature of the SANK60196 strain is 12 to 36 ° C. In order to produce the compounds (VI) and (VII), the strain is preferably cultured at 18 to 28 ° C, and more preferably 19 to 23 ° C. It is preferable to culture at 0 ° C.
[0283]
Compounds (VI) and (VII) can be obtained by aerobically cultivating SANK60196 strain. Examples of such a culture method include commonly used aerobic culture methods such as solid culture method and shaking culture. Method, aeration stirring culture method and the like can be used.
[0284]
In small-scale culture, it is preferable to perform shaking culture at 19 to 23 ° C. for several days. Cultivation is initiated by a 1-2 stage seed development process in a baffle (water flow control wall) or in a regular Erlenmeyer flask. A carbon source and a nitrogen source can be used in combination in the medium at the seed development stage. The seed flask is shaken in a constant temperature incubator at 19-23 ° C. for 5 days or until it is fully grown. The grown seed is used to inoculate a second seed medium or production medium. If an intermediate growth process is used, it is grown in essentially the same manner and a portion thereof is inoculated into the production medium. The inoculated flask is cultured with shaking at a constant temperature for several days, and after completion of the culture, the culture in the flask is centrifuged or filtered.
[0285]
In the case of mass culture, the culture is preferably carried out in a jar fermenter or a tank equipped with a stirrer and an aeration device. To do so, the nutrient medium is first heated to 121-130 ° C., sterilized and cooled, and then the sterilized medium is inoculated with seeds that have been previously grown by the method described above. Subsequent culture is performed with aeration and agitation at 19 to 23 ° C. This method is suitable for obtaining large amounts of compounds.
[0286]
In the production of compounds (VI) and (VII), an aqueous solution of S- (2-aminoethyl) -L-cysteine or a salt thereof, which is an aspartate kinase inhibitor, previously sterilized by filtration in the sterilized medium is cultured. It can also be achieved by adding to the medium at the start or during culture.
[0287]
The amount of the compounds (VI) and (VII) produced as the culture progresses can be measured by collecting a part of the culture solution and conducting HPLC analysis. The production of compounds (VI) and (VII) usually reaches its maximum in 3-15 days.
[0288]
After completion of the culture, the bacterial cell components in the culture solution are separated by filtration operation or centrifugation using diatomaceous earth as a filtration operation aid, and the compounds (VI) and (VII) present in the filtrate or supernatant are obtained. Using HPLC analysis as an index, purification is performed using their physicochemical properties. As diatomaceous earth, for example, Celite 545 (manufactured by Celite Corporation) is preferably used. Purification of the compounds (VI) and (VII) present in the filtrate can be carried out by using, for example, activated carbon or an adsorbing resin such as Amberlite XAD-2, XAD-4 (Rohm and Haas), etc. , Diaion HP-10, HP-20, CHP-20P, HP-50, SP207 (manufactured by Mitsubishi Chemical Corporation) or the like, or a combination thereof. The solution containing the compounds (VI) and (VII) is passed through the adsorbent layer as described above to adsorb and remove impurities, or after the compounds (VI) and (VII) are adsorbed, methanol water, acetone The compounds (VI) and (VII) can be separated by elution with water, n-butanol water, ammonia water, methanol water containing ammonia, acetone water containing ammonia or the like.
[0289]
Further, the compounds (VI) and (VII) thus obtained are further supported with a carrier such as silica gel, florisil, cosmosyl (manufactured by Nacalai Tesque), Diaion CHP-20P, SP207 (manufactured by Mitsubishi Chemical). Adsorption column chromatography used: Gel filtration chromatography using Sephadex G-10 (manufactured by Pharmacia Biotech), Toyopearl HW40F (manufactured by Tosoh Corporation), etc .; Dowex 1, SBR-P (manufactured by Dow Chemical Company), It can be purified by anion exchange chromatography using Diaion PA316 (manufactured by Mitsubishi Chemical Co., Ltd.) and the like; and HPLC using normal layer and reverse layer columns.
[0290]
The compounds (VI) and (VII) of the present invention can be separated and purified by using the above separation and purification means alone or in combination as appropriate, and repeatedly in some cases.
[0291]
The representative production methods of the compound (I) of the present invention, its ether, ester and N-alkyl derivatives and the compounds (VI) and (VII) which are starting materials for producing them have been described. However, the present invention is not limited thereto, and other production methods already known to those skilled in the art can also be used.
[0292]
The compound (I) of the present invention, its ether, ester and N-alkyl derivative obtained as described above are novel compounds not yet published in the literature, and have excellent antibacterial activity against gram positive bacteria and gram negative bacteria. Show. Examples of Gram-positive bacteria that are expected to have excellent antibacterial activity include Mycobacterium smegmatis, Mycobacterium avium, Mycobacterium intracellulare, Mycobacterium kansasii, Mycobacterium marinum, Mycobacterium scrofulaceum, Mycobacterium chelonae, Mycobacterium fortuitum, Mycobacterium tuberculosis, and acid-fast bacteria such as Bacillus subtilis Bacillus subtilis; and cocci such as Staphylococcus aureus, Streptococcus pyogenes, Streptococcus pneumoniae, Enterococcus faecalis, Enterococcus faecium, and Gram-negative bacteria include, for example, Moraxella catarrhalis and Haemophilus influenzae. Among these, it is excellent in antibacterial activity against acid-fast bacteria, and particularly excellent in Mycobacterium avium, Mycobacterium intracellulare, Mycobacterium kansasii, and Mycobacterium tuberculosis.
[0293]
The growth inhibitory activity against Gram-positive bacteria and Gram-negative bacteria is measured by a disc assay method using a normal agar medium (manufactured by Eiken Chemical Co., Ltd.) or a heart infusion agar medium (manufactured by Difco). Furthermore, the growth inhibitory activity against Gram-positive bacteria Actinomycete Mycobacteria is measured in the same manner in a medium in which glycerol is added to the above medium.
[0294]
The representative evaluation methods for the biological activity of the compound (I) have been described above, but the evaluation method is not limited to these, and other antibacterial activity evaluation methods already known to those skilled in the art can also be used. .
[0295]
When the compound (I) of the present invention, a pharmacologically acceptable ether, ester or N-alkyl derivative thereof or a pharmacologically acceptable salt thereof is used as a medicine, it is per se or an appropriate pharmacologically acceptable. , Mixed with excipients, diluents and the like, and can be administered by tablets, capsules, granules, powders, syrups, injections, ointments, solutions, suspensions, aerosols, lozenges and the like. The medicament of the present invention can be administered orally or parenterally, but the active ingredient Compound (I) or a pharmacologically acceptable salt thereof is into the lungs or respiratory tract (including in the oral cavity and nasal cavity). It is preferably administered by a method that can be delivered.
[0296]
These various preparations are usually used in the pharmaceutical preparation technical field such as excipients, binders, disintegrants, lubricants, flavoring agents, solubilizers, suspension agents, coating agents, etc. as main ingredients in accordance with conventional methods. It can be formulated with the known adjuvants obtained.
[0297]
In molding into tablets, conventionally known carriers can be widely used as carriers, such as lactose, sucrose, sodium chloride, glucose, urea, starch, calcium carbonate, kaolin, crystalline cellulose, silicic acid and the like. Forming agent: water, ethanol, propanol, simple syrup, glucose solution, starch solution, gelatin solution, carboxymethylcellulose, shellac, methylcellulose, potassium phosphate, polyvinylpyrrolidone, etc .; dry starch, sodium alginate, agar powder, laminaran powder , Sodium bicarbonate, calcium carbonate, polyoxyethylene sorbitan fatty acid ester, sodium lauryl sulfate, stearic acid monoglyceride, starch, lactose, etc .; disintegrators such as sucrose, stearin, cocoa butter, hydrogenated oil; quaternary Ammonium Absorption promoters such as sodium lauryl sulfate; humectants such as glycerin and starch; adsorbents such as starch, lactose, kaolin, bentonite and colloidal silicic acid; purified talc, stearate, boric acid powder, polyethylene glycol, etc. An example of a lubricant is an example. Further, the tablets can be made into tablets with ordinary coatings as necessary, for example, sugar-coated tablets, gelatin-encapsulated tablets, enteric-coated tablets, film-coated tablets, double tablets, and multilayer tablets.
[0298]
In molding into the form of pills, those conventionally known in the field can be widely used as a carrier. For example, excipients such as glucose, lactose, cocoa butter, starch, hydrogenated vegetable oil, kaolin, talc; Examples include binders such as tragacanth powder, gelatin and ethanol; and disintegrants such as laminaran agar.
[0299]
In the case of forming into a suppository, conventionally known carriers can be widely used as carriers, such as polyethylene glycol, cocoa butter, higher alcohols, esters of higher alcohols, gelatin, semisynthetic glycerides and the like. it can.
[0300]
When prepared as injections, the solutions and suspensions are preferably sterilized and isotonic with blood, and when formed into these solutions, emulsions and suspensions, this is used as a diluent. Any of those commonly used in the field can be used, and examples thereof include water, ethanol, propylene glycol, ethoxylated isostearyl alcohol, polyoxylated isostearyl alcohol, and polyoxyethylene sorbitan fatty acid esters. In this case, a sufficient amount of sodium chloride, glucose, or glycerin to prepare an isotonic solution may be contained in the pharmaceutical preparation, and a normal solubilizer, buffer, soothing agent, etc. May be added.
[0301]
When used as solutions and suspensions for pulmonary administration, compound solutions and suspensions are aqueous, eg, water alone (eg, sterile or pyrogen-free water), or water and physiologically acceptable Commonly produced from co-solvents such as ethanol, propylene glycol, polyethylene glycol, eg PEG 400. Such solutions or suspensions may contain other excipients such as preservatives (eg benzalkonium chloride), solubilizers / surfactants such as polysorbates (eg Tween 80, Span 80, benzalkco chloride). Nium), a buffer, an isotonicity adjusting agent (for example, sodium chloride), an absorption enhancer, and a thickener. The suspension may further contain a suspending agent (for example, microcrystalline cellulose, sodium carboxymethyl cellulose). Solutions or suspensions are applied directly to the nasal cavity or oral cavity by conventional means, for example with a dropper, pipette or spray. The formulation may be provided in a single dose or multiple dose form. In the latter case, it is desirable to provide a dose metering means. In the case of a dropper or pipette, this can be done by the patient administering an appropriate predetermined volume of solution or suspension. In the case of a nebulizer, this can be done, for example, by means of a metered atomizing spray pump. For administration to the respiratory tract or lungs, the compound is contained in a pressurized pack with a suitable propellant such as a chlorofluorocarbon (CFC) such as dichlorodifluoromethane, trichlorofluoromethane or dichlorotetrafluoroethane, carbon dioxide or other suitable gas. This can be done with a shaped aerosol formulation. The aerosol may also conveniently contain a surfactant such as lecithin. The dose of the drug can be controlled by providing a metering valve.
[0302]
When used as a powder for pulmonary administration, the compound is mixed with a suitable powder base such as dry powder, eg, lactose, starch, starch derivatives (eg hydroxypropylmethylcellulose), and polyvinylpyrrolidine (PVP). May be provided in the form of a powder mixture. Conveniently the powder carrier will form a gel in the nasal cavity. The powder composition may be provided in unit dosage forms such as capsules or cartridges made of gelatin, or blister packs from which powders may be administered by inhaler. In formulations for administration to the respiratory tract or lung, including intranasal formulations, the particle size of the compound is generally small, for example, 5 microns or less. Such a particle size is obtained by methods known in the art such as by micronization. When desired, formulations may be used that provide a sustained release of the active ingredient.
[0303]
These preparations may further contain a coloring agent, a preservative, a fragrance, a flavoring agent, a sweetening agent, and other pharmaceuticals as necessary.
[0304]
The amount of the active ingredient compound contained in the pharmaceutical preparation is not particularly limited and is appropriately selected within a wide range, but is usually 1 to 70% by weight, preferably 1 to 30% by weight in the total composition. Is appropriate.
[0305]
The administration method of the pharmaceutical preparation is not particularly limited, and is determined according to various preparation forms, patient age, sex and other conditions, the degree of disease, and the like. For example, in the case of tablets, pills, solutions, suspensions, emulsions, granules and capsules, they are administered orally. In the case of an injection, it is administered alone or mixed with a normal replacement fluid such as glucose or amino acid, and administered intravenously, and if necessary, administered alone intramuscularly, intradermally, subcutaneously or intraperitoneally. In the case of a suppository, it is administered rectally.
[0306]
The amount used varies depending on symptoms, age, body weight, administration method, dosage form, etc., but is usually 2000 mg (preferably 100 mg) as an upper limit per day for adults, and 0.1 mg (preferably as the lower limit). 1 mg, more preferably 10 mg) can be administered once or several times depending on the symptoms.
[0307]
【Example】
The present invention will be specifically described with reference to Examples, Test Examples and Preparation Examples.
Example 1 (Compound No. 6306)
[0308]
Embedded image
[0309]
Compound (VI) 57mg was dissolved in methanol 1.5mL, n-propylamine 99microliter was added, and it stirred at room temperature. Two days later, the solvent was distilled off under reduced pressure, and the residue was subjected to high performance liquid column chromatography (HPLC; Inertsil PREP-ODS, 30 x 250 mm), eluted with 12% aqueous acetonitrile, and lyophilized to give the target compound. 41 mg was obtained.
[0310]
1H NMR (CDThreeOD) δppm: 7.87 (d, J = 8.1 Hz, 1H), 5.94 (d, J = 2.5 Hz, 1H), 5.80 (d, J = 4.3 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H ), 5.21 (d, J = 4.4 Hz, 1H), 4.69 (d, J = 2.1 Hz, 1H), 4.50 (dd, J = 2.0 and 5.2 Hz, 1H), 4.38 (t, J = 3.9 Hz, 1H ), 4.24 (t, J = 4.6 Hz, 1H), 4.03 (m, 1H), 3.70 (t, J = 5.1 Hz, 1H), 3.37 (s, 3H), 3.24 (m, 2H), 1.57 (m , 2H), 0.93 (t, J = 7.5 Hz, 3H).
[0311]
IR (KBr) νcm-1: 3360, 2963, 2935, 2878, 2835, 1685, 1535, 1463, 1387, 1267, 1139, 1116, 1094, 1058, 1023, 978.
Example 2 (Compound No. 6321)
[0312]
Embedded image
[0313]
47 mg of compound (VI) was dissolved in 1 mL of methanol, 132 μL of n-hexylamine was added, and the mixture was stirred at room temperature. Two days later, the solvent was distilled off under reduced pressure, and the residue was subjected to high performance liquid column chromatography (HPLC; Inertsil PREP-ODS, 30 x 250 mm), eluted with 50% aqueous acetonitrile, and lyophilized to give the target compound. 23 mg was obtained.
[0314]
1H NMR (CDThreeOD) δppm: 7.86 (d, J = 8.1 Hz, 1H), 5.94 (d, J = 2.5 Hz, 1H), 5.80 (d, J = 4.3 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H ), 5.21 (d, J = 4.4 Hz, 1H), 4.69 (d, J = 2.1 Hz, 1H), 4.50 (dd, J = 1.8 and 5.4 Hz, 1H), 4.38 (t, J = 3.9 Hz, 1H ), 4.23 (t, J = 4.6 Hz, 1H), 4.03 (m, 1H), 3.70 (t, J = 5.1 Hz, 1H), 3.37 (s, 3H), 3.25 (m, 2H), 1.54 (m , 2H), 1.33 (m, 6H), 0.91 (t, J = 6.7 Hz, 3H).
[0315]
IR (KBr) νcm-1: 3352, 2956, 2931, 2872, 2858, 1685, 1532, 1464, 1386, 1267, 1137, 1115, 1094, 1058, 992.
Example 3 (Compound No. 6336)
[0316]
Embedded image
[0317]
47 mg of compound (VI) was dissolved in 1 mL of methanol, 200 μL of n-nonylamine was added, and the mixture was stirred at 50 ° C. After 4 hours, the solvent was distilled off under reduced pressure, and the residue was subjected to high performance liquid column chromatography (HPLC; Inertsil PREP-ODS, 30 x 250 mm), eluted with 50-80% acetonitrile water and lyophilized. 31 mg of the target compound was obtained.
[0318]
1H NMR (CDThreeOD) δppm: 7.86 (d, J = 8.1 Hz, 1H), 5.94 (d, J = 2.9 Hz, 1H), 5.81 (d, J = 4.2 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H ), 5.21 (d, J = 4.6 Hz, 1H), 4.69 (d, J = 2.1 Hz, 1H), 4.50 (dd, J = 1.9 and 5.2 Hz, 1H), 4.38 (m, 1H), 4.23 (t , J = 4.6 Hz, 1H), 4.03 (m, 1H), 3.70 (t, J = 5.1 Hz, 1H), 3.38 (s, 3H), 3.25 (m, 2H), 1.54 (m, 2H), 1.33 (m, 12H), 0.90 (t, J = 6.6 Hz, 3H).
[0319]
IR (KBr) νcm-1: 3339, 2960, 2926, 2855, 1686, 1533, 1464, 1383, 1262, 1203, 1095, 1058, 1025.
Example 4 (Compound No. 6346)
[0320]
Embedded image
[0321]
Synthesis was performed in the same manner as in Example 3 using 200 μL of n-undecylamine to obtain 10 mg of the target compound.
[0322]
1H NMR (CDThreeOD) δppm: 7.86 (d, J = 8.1 Hz, 1H), 5.94 (d, J = 4.0 Hz, 1H), 5.80 (d, J = 4.3 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H ), 5.21 (d, J = 4.5 Hz, 1H), 4.69 (d, J = 2.1 Hz, 1H), 4.50 (dd, J = 2.0 and 5.2 Hz, 1H), 4.38 (t, J = 4.0 Hz, 1H ), 4.23 (t, J = 4.7 Hz, 1H), 4.03 (m, 1H), 3.70 (t, J = 5.1 Hz, 1H), 3.38 (s, 3H), 3.25 (m, 2H), 1.54 (m , 2H), 1.33 (m, 16H), 0.90 (t, J = 6.6 Hz, 3H).
[0323]
IR (KBr) νcm-1: 3404, 2955, 2925, 2854, 1682, 1531, 1466, 1408, 1385, 1266, 1115, 1095, 1059.
Example 5 (Compound No. 6351)
[0324]
Embedded image
[0325]
Synthesis was performed in the same manner as in Example 3 using 200 μL of n-dodecylamine to obtain 45 mg of the target compound.
[0326]
1H NMR (CDThreeOD) δppm: 7.86 (d, J = 8.1 Hz, 1H), 5.94 (d, J = 2.9 Hz, 1H), 5.81 (d, J = 4.4 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H ), 5.21 (d, J = 4.4 Hz, 1H), 4.70 (d, J = 2.2 Hz, 1H), 4.50 (m, 1H), 4.38 (m, 1H), 4.23 (t, J = 4.4 Hz, 1H ), 4.04 (t, J = 4.4 Hz, 1H), 3.70 (t, J = 5.1 Hz, 1H), 3.38 (s, 3H), 3.25 (m, 2H), 1.54 (m, 2H), 1.33 (m , 18H), 0.90 (t, J = 7.0 Hz, 3H).
[0327]
IR (KBr) νcm-1: 3350, 2954, 2925, 2854, 1686, 1532, 1465, 1391, 1267, 1139, 1116, 1094, 1057.
Example 6 (Compound No. 6361)
[0328]
Embedded image
[0329]
Synthesis was performed in the same manner as in Example 3 using 200 μL of n-hexadecylamine to obtain 11 mg of the objective compound.
[0330]
1H NMR (CDThreeOD) δppm: 7.86 (d, J = 8.1 Hz, 1H), 5.95 (d, J = 4.0 Hz, 1H), 5.81 (d, J = 4.2 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H ), 5.21 (d, J = 4.5 Hz, 1H), 4.69 (d, J = 1.9 Hz, 1H), 4.50 (dd, J = 1.9 and 5.2 Hz, 1H), 4.38 (t, J = 3.9 Hz, 1H ), 4.23 (t, J = 4.7 Hz, 1H), 4.03 (t, J = 4.3 Hz, 1H), 3.70 (t, J = 5.1 Hz, 1H), 3.38 (s, 3H), 3.25 (m, 2H ), 1.54 (m, 2H), 1.33 (m, 26H), 0.90 (t, J = 6.8 Hz, 3H).
[0331]
IR (KBr) νcm-1: 3349, 2924, 2853, 1686, 1531, 1466, 1385, 1267, 1115, 1095, 1057.
Example 7 (Compound No. 6371)
[0332]
Embedded image
[0333]
Synthesis was performed in the same manner as in Example 3 using 200 μL of 2-ethylhexylamine to obtain 26 mg of the target compound.
[0334]
1H NMR (CDThreeOD) δppm: 7.88 (d, J = 8.1 Hz, 1H), 5.94 (m, 1H), 5.81 (d, J = 4.4 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.21 (d , J = 4.5 Hz, 1H), 4.69 (d, J = 2.0 Hz, 1H), 4.50 (dd, J = 2.1 and 5.1 Hz, 1H), 4.38 (t, J = 4.9 Hz, 1H), 4.24 (t , J = 4.7 Hz, 1H), 4.03 (t, J = 4.3 Hz, 1H), 3.71 (t, J = 5.0 Hz, 1H), 3.38 (s, 3H), 3.25 (m, 2H), 1.55 (m , 1H), 1.33 (m, 8H), 0.90 (m, 6H).
[0335]
IR (KBr) νcm-1: 3365, 2959, 2930, 2874, 2860, 1684, 1530, 1463, 1385, 1266, 1139, 1116, 1093, 1057.
Example 8 (Compound No. 6376)
[0336]
Embedded image
[0337]
Synthesis was carried out in the same manner as in Example 3 using 114 μL of cyclohexylamine to obtain 12 mg of the objective compound.
[0338]
1H NMR (CDThreeOD) δppm: 7.86 (d, J = 8.1 Hz, 1H), 5.94 (d, J = 4.0 Hz, 1H), 5.81 (d, J = 4.3 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H ), 5.21 (d, J = 4.8 Hz, 1H), 4.72 (d, J = 1.7 Hz, 1H), 4.51 (dd, J = 1.8 and 5.1 Hz, 1H), 4.34 (t, J = 3.9 Hz, 1H) ), 4.23 (t, J = 4.7 Hz, 1H), 4.02 (t, J = 4.2 Hz, 1H), 3.75 (m, 1H), 3.71 (t, J = 5.1 Hz, 1H), 3.38 (s, 3H ), 1.90-1.15 (m, 9H).
[0339]
IR (KBr) νcm-1: 3408, 3352, 2933, 2855, 1686, 1527, 1462, 1386, 1327, 1267, 1115, 1090, 1060, 1021.
Example 9 (Compound No. 6381)
[0340]
Embedded image
[0341]
(9-1)
[0342]
Embedded image
[0343]
5 g of compound (VI) was dissolved in 500 mL of acetone, 52 mL of 2,2-dimethoxypropane and 1.25 g of Amberlyst 15 were added, and the mixture was stirred at room temperature. After 19 hours, the mixture was filtered through celite, and the solvent was distilled off under reduced pressure. The residue was applied to a silica gel column (250 g) and eluted with 4% methanol-methylene chloride to obtain 3.82 g of the target compound.
[0344]
1H NMR (CDClThree) δppm: 8.42 (br s, 1H), 7.70 (d, J = 8.1 Hz, 1H), 7.13 (br s, 1H), 6.40 (d, J = 4.4 Hz, 1H), 5.94 (d, J = 5.1 Hz, 1H), 5.80 (br s, 1H), 5.74 (dd, J = 2.2 and 8.1 Hz, 1H), 4.75 (m, 2H), 4.56 (d, J = 8.1 Hz, 1H), 4.53 (s, 1H), 4.23 (m, 1H), 4.15 (m, 1H), 4.03 (t, J = 7.0 Hz, 1H), 3.82 (s, 3H), 3.58 (s, 3H), 3.09 (d, J = 7.3 Hz, 1H), 1.51 (s, 3H), 1.46 (s, 3H).
(9-2)
[0345]
Embedded image
[0346]
The compound (9-1) (3.82 g) was dissolved in 50% aqueous methanol (744 mL), 0.2N aqueous sodium hydroxide solution (186 mL) was added, and the mixture was stirred at room temperature. After 10 minutes, Dowex 50Wx8 (H+And eluted with 50% aqueous methanol to give 3.68 g of the desired compound.
[0347]
1H NMR (CDThreeOD) δppm: 7.87 (d, J = 8.1 Hz, 1H), 6.30 (d, J = 3.7 Hz, 1H), 5.88 (d, J = 5.1 Hz, 1H), 5.73 (d, J = 8.1 Hz, 1H ), 4.93 (d, J = 5.9 Hz, 1H), 4.81 (m, 1H), 4.63 (d, J = 2.2 Hz, 1H), 4.56 (m, 1H), 4.27 (m, 2H), 4.00 (t , J = 5.1 Hz, 1H), 3.50 (s, 3H), 1.47 (s, 3H), 1.45 (s, 3H).
(9-3)
[0348]
Embedded image
[0349]
Dissolve 150 mg of the compound (9-2) in 2.6 mL of dimethylformamide (DMF), add 101 μL of 4-t-butylcyclohexylamine, 61 mg of 1-hydroxybenzotriazole (HOBT) and 102 μL of diisopropylcarbodiimide (DIPC), and stir at room temperature. did. After 6 hours, the solvent was distilled off under reduced pressure, the residue was dissolved in 30 mL of ethyl acetate, washed with 30 mL each of 0.01N hydrochloric acid, saturated aqueous sodium bicarbonate, and saturated brine, dried over anhydrous sodium sulfate, and then the solvent was removed under reduced pressure. Distilled off. The residue was dissolved in 5.5 mL of methanol, 225 mg of Amberlyst 15 was added, and the mixture was heated to reflux. After 2.5 hours of filtration, the solvent was distilled off under reduced pressure. The residue was applied to a silica gel column (8 g) and eluted with 5% methanol-methylene chloride to give 78 mg of the target compound (about 7: 3 diastereomeric mixture). Got.
[0350]
1H NMR (CDThreeOD) δppm: 7.89 (d, J = 8.1 Hz, 0.3H), 7.86 (d, J = 8.1 Hz, 0.7H), 5.95 (d, J = 2.5 Hz, 0.3H), 5.93 (d, J = 4.0 Hz, 0.7H), 5.81 (d, J = 4.4 Hz, 0.7H), 5.79 (d, J = 3.9 Hz, 0.3H), 5.75 (d, J = 8.1 Hz, 1H), 5.27 (d, J = 4.4 Hz, 0.3H), 5.20 (d, J = 4.6 Hz, 0.7H), 4.72 (d, J = 1.7 Hz, 0.7H), 4.61 (d, J = 1.7 Hz, 0.3H), 4.51 (dd, J = 1.8 and 5.2 Hz, 0.7H), 4.47 (dd, J = 1.9 and 5.5 Hz, 0.3H), 4.38 (m, 1H), 4.25 (m, 1H), 4.02 (m, 1H), 3.70 (m , 1H), 3.64 (s, 0.9H), 3.39 (s, 2.1H), 1.97-1.82 (m, 3H), 1.70-1.53 (m, 1H), 1.40-0.97 (m, 5H), 0.87 (s , 9H).
[0351]
IR (KBr) νcm-1: 3408, 2944, 2864, 1686, 1524, 1463, 1385, 1366, 1329, 1266, 1190, 1116, 1090, 1060, 1022, 987.
Example 10 (Compound No. 6386)
[0352]
Embedded image
[0353]
Synthesis was conducted in the same manner as in Example (9-3) using 200 μL of cycloheptylamine instead of 4-t-butylcyclohexylamine to obtain 47 mg of the objective compound.
[0354]
1H NMR (CDThreeOD) δppm: 7.87 (d, J = 8.1 Hz, 1H), 5.93 (d, J = 4.0 Hz, 1H), 5.81 (d, J = 4.2 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H ), 5.21 (d, J = 4.7 Hz, 1H), 4.71 (d, J = 2.1 Hz, 1H), 4.51 (dd, J = 1.9 and 5.2 Hz, 1H), 4.37 (t, J = 3.9 Hz, 1H) ), 4.24 (t, J = 4.7 Hz, 1H), 4.02 (m, 1H), 3.92 (m, 1H), 3.70 (m, 1H), 3.39 (s, 3H), 1.89 (m, 2H), 1.75 -1.45 (m, 10H).
[0355]
IR (KBr) νcm-1: 3403, 2929, 2857, 1685, 1525, 1462, 1385, 1330, 1267, 1115, 1091, 1060, 1018, 994, 978.
Example 11 (Compound No. 6396)
[0356]
Embedded image
[0357]
Synthesis in the same manner as in Example (9-3) using 200 μL of cyclododecylamine instead of 4-t-butylcyclohexylamine to obtain 22 mg of the target compound.
[0358]
1H NMR (CDThreeOD) δppm: 7.88 (d, J = 8.1 Hz, 1H), 5.92 (d, J = 2.7 Hz, 1H), 5.82 (d, J = 4.4 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H ), 5.21 (d, J = 4.5 Hz, 1H), 4.71 (d, J = 2.0 Hz, 1H), 4.51 (dd, J = 2.0 and 5.0 Hz, 1H), 4.38 (t, J = 3.9 Hz, 1H) ), 4.24 (t, J = 4.7 Hz, 1H), 4.02 (t, J = 4.2 Hz, 1H), 3.65 (m, 1H), 3.39 (s, 3H), 1.73 (m, 2H), 1.60-1.27 (m, 22H).
[0359]
IR (KBr) νcm-1: 3363, 2935, 2864, 1685, 1529, 1469, 1446, 1332, 1262, 1206, 1186, 1137, 1095, 1064, 1024.
Example 12 (Compound No. 6401)
[0360]
Embedded image
[0361]
Synthesis was carried out in the same manner as in Example 3 using 200 μL of aminomethylcyclohexane to obtain 28 mg of the target compound.
[0362]
1H NMR (CDThreeOD) δppm: 7.87 (d, J = 8.1 Hz, 1H), 5.94 (m, 1H), 5.81 (d, J = 4.4 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.21 (d , J = 4.4 Hz, 1H), 4.69 (d, J = 2.1 Hz, 1H), 4.50 (dd, J = 2.0 and 5.2 Hz, 1H), 4.38 (dd, J = 3.3 and 4.2 Hz, 1H), 4.23 (t, J = 4.7 Hz, 1H), 4.02 (m, 1H), 3.70 (t, J = 5.0 Hz, 1H), 3.38 (s, 3H), 3.10 (m, 2H), 2.81 (t, J = 7.3 Hz, 1H), 1.98 (m, 2H), 1.75-1.50 (m, 6H), 1.22 (m, 2H).
[0363]
IR (KBr) νcm-1: 3333, 2925, 2853, 1684, 1530, 1462, 1451, 1386, 1263, 1137, 1116, 1093, 1058.
Example 13 (Compound No. 6406)
[0364]
Embedded image
[0365]
Synthesis was performed in the same manner as in Example 3 using 200 μL of 2- (1-cyclohexenyl) ethylamine to obtain 30 mg of the target compound.
[0366]
1H NMR (CDThreeOD) δppm: 7.87 (d, J = 8.1 Hz, 1H), 5.94 (m, 1H), 5.80 (d, J = 4.2 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.48 (br s, 1H), 5.20 (d, J = 4.7 Hz, 1H), 4.65 (d, J = 2.1 Hz, 1H), 4.48 (m, 1H), 4.38 (t, J = 3.9 Hz, 1H), 4.24 ( t, J = 4.7 Hz, 1H), 4.02 (t, J = 4.2 Hz, 1H), 3.70 (t, J = 5.2 Hz, 1H), 3.38 (s, 3H), 3.30 (m, 2H), 2.17 ( t, J = 7.4 Hz, 1H), 1.98 (m, 4H), 1.65-1.53 (m, 4H).
[0367]
IR (KBr) νcm-1: 3348, 2929, 2858, 2836, 1685, 1530, 1462, 1389, 1267, 1137, 1115, 1093, 1059.
Example 14 (Compound No. 6411)
[0368]
Embedded image
[0369]
Synthesis was performed in the same manner as in Example 3 using 200 μL of cis-octadecene-9-ylamine to obtain 32 mg of the target compound.
[0370]
1H NMR (CDThreeOD) δppm: 7.87 (d, J = 8.1 Hz, 1H), 5.94 (m, 1H), 5.81 (d, J = 4.1 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.34 (t , J = 4.5 Hz, 2H), 5.21 (d, J = 4.4 Hz, 1H), 4.69 (d, J = 2.1 Hz, 1H), 4.50 (dd, J = 2.0 and 5.2 Hz, 1H), 4.38 (t , J = 4.0 Hz, 1H), 4.23 (t, J = 4.5 Hz, 1H), 4.03 (t, J = 4.2 Hz, 1H), 3.70 (t, J = 5.1 Hz, 1H), 3.38 (s, 3H ), 2.79 (t, J = 7.4 Hz, 1H), 2.00 (m, 6H), 1.55 (m, 4H), 1.32 (m, 20H), 0.90 (d, J = 6.2 Hz, 3H).
[0371]
IR (KBr) νcm-1: 3308, 3006, 2925, 2854, 1685, 1533, 1466, 1385, 1098.
Example 15 (Compound No. 6416)
[0372]
Embedded image
[0373]
Synthesis was performed in the same manner as in Example 3 using 200 μL of 3- (ethoxy) propylamine to obtain 35 mg of the target compound.
[0374]
1H NMR (CDThreeOD) δppm: 7.86 (d, J = 8.1 Hz, 1H), 5.94 (m, 1H), 5.79 (d, J = 1.9 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.21 (d , J = 4.2 Hz, 1H), 4.65 (d, J = 1.6 Hz, 1H), 4.49 (dd, J = 2.0 and 5.6 Hz, 1H), 4.38 (dd, J = 3.2 and 4.3 Hz, 1H), 4.24 (t, J = 4.3 Hz, 1H), 4.03 (m, 1H), 3.69 (t, J = 5.2 Hz, 2H), 3.50 (m, 4H), 3.37 (s, 3H), 1.89 (m, 2H) , 1.18 (t J = 7.2 Hz, 3H).
[0375]
IR (KBr) νcm-1: 3351, 2972, 2933, 2874, 1685, 1532, 1462, 1386, 1267, 1221, 1136, 1115, 1058, 1023.
Example 16 (Compound No. 6421)
[0376]
Embedded image
[0377]
Synthesis was performed in the same manner as in Example 3 using 200 μL of 3- (methylthio) propylamine to obtain 30 mg of the target compound.
[0378]
1H NMR (CDThreeOD) δppm: 7.87 (d, J = 8.1 Hz, 1H), 5.95 (m, 1H), 5.79 (d, J = 4.0 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.21 (d , J = 4.4 Hz, 1H), 4.68 (d, J = 2.1 Hz, 1H), 4.50 (dd, J = 2.0 and 5.6 Hz, 1H), 4.38 (dd, J = 3.2 and 4.3 Hz, 1H), 4.24 (t, J = 4.6 Hz, 1H), 4.04 (t, J = 4.2 Hz, 1H), 3.70 (t, J = 5.2 Hz, 1H), 3.38 (m, 2H), 3.37 (s, 3H), 2.52 (t J = 7.4 Hz, 2H), 2.08 (s, 3H), 1.84 (m, 2H).
[0379]
IR (KBr) νcm-1: 3351, 2925, 1685, 1532, 1462, 1390, 1267, 1137, 1115, 1094, 1057, 976.
Example 17 (Compound No. 6431)
[0380]
Embedded image
[0381]
Synthesis was carried out in the same manner as in Example 3 using 2,2- (diethoxy) ethylamine (200 μL) to obtain 21 mg of the objective compound.
[0382]
1H NMR (CDThreeOD) δppm: 7.88 (d, J = 8.1 Hz, 1H), 5.97 (m, 1H), 5.81 (d, J = 4.3 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.22 (d , J = 4.7 Hz, 1H), 4.66 (d, J = 2.1 Hz, 1H), 4.62 (t, J = 5.3 Hz, 1H), 4.50 (dd, J = 2.0 and 5.2 Hz, 1H), 4.38 (t , J = 4.0 Hz, 1H), 4.24 (t, J = 4.7 Hz, 1H), 4.02 (m, 1H), 3.70 (m, 3H), 3.55 (m, 2H), 3.47-3.33 (m, 2H) , 3.37 (s, 3H), 1.20 (m, 6H).
[0383]
IR (KBr) νcm-1: 3350, 2877, 2935, 1686, 1531, 1462, 1385, 1268, 1122, 1091, 1058.
Example 18 (Compound No. 6436)
[0384]
Embedded image
[0385]
Synthesis was carried out in the same manner as in Example 3 using 200 μL of 2-hydroxyethylamine to obtain 28 mg of the target compound.
[0386]
1H NMR (CDThreeOD) δppm: 7.87 (d, J = 8.1 Hz, 1H), 5.97 (d, J = 2.4 Hz, 1H), 5.81 (d, J = 4.4 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H ), 5.21 (d, J = 4.6 Hz, 1H), 4.69 (d, J = 2.1 Hz, 1H), 4.51 (dd, J = 1.8 and 5.1 Hz, 1H), 4.38 (t, J = 4.0 Hz, 1H ), 4.24 (t, J = 4.7 Hz, 1H), 4.02 (m, 1H), 3.73 (t, J = 5.1 Hz, 1H), 3.63 (m, 4H), 3.37 (s, 3H).
[0387]
IR (KBr) νcm-1: 3337, 2937, 1684, 1535, 1462, 1426, 1394, 1361, 1264, 1139, 1115, 1092, 1058.
Example 19 (Compound No. 6441)
[0388]
Embedded image
[0389]
Synthesis was performed in the same manner as in Example 3 using 200 μL of 1,2-diaminoethane to obtain 26 mg of the target compound.
[0390]
1H NMR (CDThreeOD) δppm: 7.85 (d, J = 8.1 Hz, 1H), 5.98 (m, 1H), 5.77 (d, J = 3.8 Hz, 1H), 5.74 (d, J = 8.1 Hz, 1H), 5.23 (d , J = 4.2 Hz, 1H), 4.65 (d, J = 1.8 Hz, 1H), 4.48 (dd, J = 2.0 and 5.7 Hz, 1H), 4.40 (dd, J = 3.2 and 4.3 Hz, 1H), 4.25 (t, J = 3.9 Hz, 1H), 4.06 (m, 1H), 3.70 (m, 2H), 3.37 (s, 3H), 2.95 (m, 2H).
[0390]
IR (KBr) νcm-1: 3305, 2940, 1682, 1532, 1464, 1428, 1396, 1265, 1203, 1180, 1136, 1095, 1060, 1021.
Example 20 (Compound No. 6451)
[0392]
Embedded image
[0393]
Synthesis was performed in the same manner as in Example 3 using 200 μL of 5-hydroxypentylamine to obtain 19 mg of the target compound.
[0394]
1H NMR (CDThreeOD) δppm: 7.86 (d, J = 8.1 Hz, 1H), 5.94 (m, 1H), 5.80 (d, J = 4.2 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.21 (d , J = 4.4 Hz, 1H), 4.69 (d, J = 2.0 Hz, 1H), 4.50 (dd, J = 1.9 and 5.4 Hz, 1H), 4.38 (dd, J = 3.3 and 4.3 Hz, 1H), 4.23 (t, J = 4.6 Hz, 1H), 4.03 (m, 1H), 3.55 (m, 2H), 3.38 (s, 3H), 2.75 (t, J = 7.0 Hz, 2H), 1.55 (m, 6H) .
[0395]
IR (KBr) νcm-1: 3336, 2935, 1684, 1644, 1532, 1461, 1391, 1264, 1139, 1115, 1091, 1057.
Example 21 (Compound No. 6456)
[0396]
Embedded image
[0397]
Synthesis was performed in the same manner as in Example 3 using 200 μL of 2-phenylethylamine to obtain 35 mg of the target compound.
[0398]
1H NMR (CDThreeOD) δppm: 7.87 (d, J = 8.1 Hz, 1H), 7.30 (m, 2H), 7.22 (m, 3H), 5.96 (m, 1H), 5.80 (d, J = 4.1 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.20 (d, J = 4.7 Hz, 1H), 4.64 (d, J = 2.0 Hz, 1H), 4.50 (dd, J = 2.0 and 5.3 Hz, 1H), 4.38 (dd, J = 3.3 and 4.2 Hz, 1H), 4.23 (t, J = 4.5 Hz, 1H), 4.02 (t, J = 4.1 Hz, 1H), 3.69 (t, J = 5.1 Hz, 1H), 3.48 (m, 2H), 3.35 (s, 3H), 2.84 (t, J = 7.6 Hz, 2H).
[0399]
IR (KBr) νcm-1: 3392, 3368, 2932, 1685, 1532, 1497, 1458, 1390, 1267, 1136, 1115, 1094, 1059, 1029.
Example 22 (Compound No. 6461)
[0400]
Embedded image
[0401]
Synthesis was performed in the same manner as in Example 3 using 200 μL of 2- (4-methylphenyl) ethylamine to obtain 29 mg of the target compound.
[0402]
1H NMR (CDThreeOD) δppm: 7.86 (d, J = 8.1 Hz, 1H), 7.10 (s, 4H), 5.96 (m, 1H), 5.80 (d, J = 4.1 Hz, 1H), 5.75 (d, J = 8.1 Hz , 1H), 5.19 (d, J = 4.7 Hz, 1H), 4.64 (d, J = 2.1 Hz, 1H), 4.49 (dd, J = 2.0 and 5.5 Hz, 1H), 4.38 (t, J = 3.9 Hz , 1H), 4.23 (t, J = 4.5 Hz, 1H), 4.02 (m, 1H), 3.69 (t, J = 5.1 Hz, 1H), 3.45 (m, 2H), 3.34 (s, 3H), 2.79 (t, J = 6.6 Hz, 2H), 2.29 (s, 3H).
[0403]
IR (KBr) νcm-1: 3400, 2930, 1684, 1531, 1517, 1463, 1385, 1267, 1137, 1115, 1095, 1060.
Example 23 (Compound No. 6466)
[0404]
Embedded image
[0405]
Synthesis was performed in the same manner as in Example 3 using 200 μL of 2- (2-methoxyphenyl) ethylamine to obtain 28 mg of the target compound.
[0406]
1H NMR (CDThreeOD) δppm: 7.86 (d, J = 8.1 Hz, 1H), 7.19 (t, J = 7.8 Hz, 1H), 7.14 (d, J = 7.4 Hz, 1H), 6.93 (d, J = 8.4 Hz, 1H ), 6.87 (t, J = 7.4 Hz, 1H), 5.95 (m, 1H), 5.80 (d, J = 4.2 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.19 (d, J = 4.5 Hz, 1H), 4.63 (d, J = 2.0 Hz, 1H), 4.48 (dd, J = 1.9 and 5.6 Hz, 1H), 4.38 (t, J = 4.0 Hz, 1H), 4.22 (t, J = 4.5 Hz, 1H), 4.02 (m, 1H), 3.83 (s, 3H), 3.66 (t, J = 5.2 Hz, 1H), 3.46 (m, 2H), 3.34 (s, 3H), 2.86 (m , 2H).
[0407]
IR (KBr) νcm-1: 3365, 2933, 1685, 1531, 1495, 1464, 1389, 1266, 1245, 1118, 1054, 1024.
Example 24 (Compound No. 6476)
[0408]
Embedded image
[0409]
Synthesis was performed in the same manner as in Example 3 using 200 μL of 2- (4-methoxyphenyl) ethylamine to obtain 35 mg of the target compound.
[0410]
1H NMR (CDThreeOD) δppm: 7.87 (d, J = 8.1 Hz, 1H), 7.14 (d, J = 8.7 Hz, 2H), 6.85 (d, J = 8.7 Hz, 2H), 5.96 (m, 1H), 5.80 (d , J = 4.0 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.20 (d, J = 4.6 Hz, 1H), 4.64 (d, J = 1.7 Hz, 1H), 4.50 (dd, J = 2.0 and 5.3 Hz, 1H), 4.38 (m, 1H), 4.23 (t, J = 4.6 Hz, 1H), 4.02 (t, J = 4.2 Hz, 1H), 3.76 (s, 3H), 3.69 (t , J = 5.2 Hz, 1H), 3.45 (m, 2H), 3.34 (s, 3H), 2.76 (m, 2H).
[0411]
IR (KBr) νcm-1: 3342, 2935, 1685, 1513, 1461, 1391, 1361, 1301, 1247, 1178, 1138, 1115, 1093, 1059, 1031.
Example 25 (Compound No. 6481)
[0412]
Embedded image
[0413]
Synthesis was performed in the same manner as in Example 3 using 200 μL of 2- (3,4-dimethoxyphenyl) ethylamine to obtain 39 mg of the target compound.
[0414]
1H NMR (CDThreeOD) δppm: 7.86 (d, J = 8.1 Hz, 1H), 6.88 (d, J = 8.1 Hz, 1H), 6.84 (d, J = 1.7 Hz, 1H), 6.77 (dd, J = 1.7 and 8.1 Hz , 1H), 5.96 (m, 1H), 5.79 (d, J = 4.1 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.20 (d, J = 4.4 Hz, 1H), 4.64 (d , J = 2.1 Hz, 1H), 4.49 (dd, J = 1.9 and 5.3 Hz, 1H), 4.38 (t, J = 3.9 Hz, 1H), 4.23 (t, J = 4.5 Hz, 1H), 4.02 (t , J = 4.2 Hz, 1H), 3.82 (s, 3H), 3.80 (s, 3H), 3.68 (t, J = 5.2 Hz, 1H), 3.45 (m, 2H), 3.33 (s, 3H), 2.78 (t, J = 7.4 Hz, 2H).
[0415]
IR (KBr) νcm-1: 3350, 2937, 2837, 1685, 1516, 1464, 1418, 1389, 1263, 1237, 1141, 1116, 1094, 1059, 1026.
Example 26 (Compound No. 6486)
[0416]
Embedded image
[0417]
Synthesis was performed in the same manner as in Example 3 using 200 μL of 2- (4-fluorophenyl) ethylamine to obtain 33 mg of the target compound.
[0418]
1H NMR (CDThreeOD) δppm: 7.87 (d, J = 8.1 Hz, 1H), 7.23 (m, 2H), 7.01 (t, J = 8.8 Hz, 2H), 5.95 (m, 1H), 5.80 (d, J = 4.1 Hz , 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.20 (d, J = 4.5 Hz, 1H), 4.65 (d, J = 1.7 Hz, 1H), 4.50 (dd, J = 2.0 and 5.3 Hz , 1H), 4.38 (dd, J = 3.3 and 4.2 Hz, 1H), 4.23 (t, J = 4.6 Hz, 1H), 4.03 (t, J = 4.2 Hz, 1H), 3.69 (t, J = 5.1 Hz , 1H), 3.45 (m, 2H), 3.35 (s, 3H), 2.83 (t, J = 7.5 Hz, 2H).
[0419]
IR (KBr) νcm-1: 3349, 2935, 1685, 1531, 1510, 1463, 1391, 1266, 1222, 1137, 1116, 1098, 1059.
Example 27 (Compound No. 6496)
[0420]
Embedded image
[0421]
Synthesis was performed in the same manner as in Example 3 using 200 μL of 2- (3-chlorophenyl) ethylamine to obtain 33 mg of the target compound.
[0422]
1H NMR (CDThreeOD) δppm: 7.86 (d, J = 8.1 Hz, 1H), 7.30-7.15 (m, 4H), 5.96 (m, 1H), 5.80 (d, J = 4.2 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.20 (d, J = 4.4 Hz, 1H), 4.65 (d, J = 2.1 Hz, 1H), 4.50 (dd, J = 2.0 and 5.3 Hz, 1H), 4.38 (t, J = 3.9 Hz, 1H), 4.23 (t, J = 4.6 Hz, 1H), 4.02 (m, 1H), 3.69 (t, J = 5.2 Hz, 1H), 3.45 (m, 2H), 3.35 (s, 3H) , 2.84 (t, J = 7.4 Hz, 2H).
[0423]
IR (KBr) νcm-1: 3401, 2934, 1684, 1599, 1574, 1530, 1463, 1389, 1267, 1136, 1116, 1096, 1059.
Example 28 (Compound No. 6506)
[0424]
Embedded image
[0425]
Synthesis was performed in the same manner as in Example 3 using 200 μL of 2- (2,4-dichlorophenyl) ethylamine to obtain 33 mg of the target compound.
[0426]
1H NMR (CDThreeOD) δppm: 7.87 (d, J = 8.1 Hz, 1H), 7.44 (d, J = 1.8 Hz, 1H), 7.29 (m, 2H), 5.94 (d, J = 2.5 Hz, 1H), 5.80 (d , J = 4.1 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.20 (d, J = 4.5 Hz, 1H), 4.66 (d, J = 2.0 Hz, 1H), 4.49 (dd, J = 1.8 and 5.4 Hz, 1H), 4.38 (t, J = 3.9 Hz, 1H), 4.23 (t, J = 4.4 Hz, 1H), 4.02 (t, J = 4.2 Hz, 1H), 3.69 (t, J = 5.2 Hz, 1H), 3.50 (m, 2H), 3.35 (s, 3H), 2.98 (m, 2H).
[0427]
IR (KBr) νcm-1: 3402, 2931, 1684, 1591, 1530, 1473, 1386, 1268, 1115, 1054.
Example 29 (Compound No. 6511)
[0428]
Embedded image
[0429]
Synthesis was performed in the same manner as in Example 3 using 200 μL of 2- (4-hydroxyphenyl) ethylamine to obtain 43 mg of the target compound.
[0430]
1H NMR (CDThreeOD) δppm: 7.88 (d, J = 8.1 Hz, 1H), 7.42-7.25 (m, 4H), 5.98 (d, J = 3.5 Hz, 1H), 5.83 (t, J = 4.9 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.20 (t, J = 5.1 Hz, 1H), 4.75 (m, 1H), 4.67 (m, 1H), 4.52 (m, 1H), 4.48 (m, 1H) , 4.26 (m, 1H), 4.00 (m, 1H), 3.75 (m, 1H), 3.55 (m, 2H), 3.40 and 3.35 (2 s, 3H), 3.33 (m, 1H).
[0431]
IR (KBr) νcm-1: 3339, 2934, 1681, 1532, 1495, 1455, 1389, 1267, 1199, 1138, 1115, 1094, 1062, 1027.
Example 30 (Compound No. 6516)
[0432]
Embedded image
[0433]
Synthesis was performed in the same manner as in Example 3 using 200 μL of 2,2-diphenylethylamine to obtain 22 mg of the target compound.
[0434]
1H NMR (CDThreeOD) δppm: 7.84 (d, J = 8.1 Hz, 1H), 7.28 (m, 8H), 7.20 (m, 2H), 5.91 (d, J = 2.4 Hz, 1H), 5.80 (d, J = 4.3 Hz , 1H), 5.73 (d, J = 8.1 Hz, 1H), 5.11 (d, J = 4.8 Hz, 1H), 4.53 (d, J = 2.1 Hz, 1H), 4.45 (dd, J = 2.1 and 5.2 Hz , 1H), 4.35 (m, 2H), 4.20 (t, J = 4.5 Hz, 1H), 3.95 (m, 2H), 3.85 (m, 1H), 3.63 (t, J = 5.1 Hz, 1H), 3.31 (s, 3H).
[0435]
IR (KBr) νcm-1: 3416, 3062, 3028, 2934, 1685, 1527, 1495, 1454, 1385, 1268, 1115, 1092, 1059.
Example 31 (Compound No. 6521)
[0436]
Embedded image
[0437]
Synthesis was performed in the same manner as in Example 3 using 200 μL of 2- (pyridin-2-yl) ethylamine to obtain 25 mg of the target compound.
[0438]
1H NMR (CDThreeOD) δppm: 8.48 (d, J = 5.4 Hz, 1H), 7.87 (d, J = 8.2 Hz, 1H), 7.78 (m, 1H), 7.34 (d, J = 8.0 Hz, 1H), 7.28 (m , 1H), 5.94 (m, 1H), 5.80 (d, J = 4.3 Hz, 1H), 5.75 (d, J = 8.2 Hz, 1H), 5.20 (d, J = 4.5 Hz, 1H), 4.65 (d , J = 1.7 Hz, 1H), 4.49 (dd, J = 2.0 and 5.3 Hz, 1H), 4.38 (t, J = 3.8 Hz, 1H), 4.23 (t, J = 4.7 Hz, 1H), 4.02 (m , 1H), 3.70 (t, J = 5.1 Hz, 1H), 3.64 (m, 2H), 3.34 (s, 3H), 3.02 (t, J = 7.0 Hz, 2H).
[0439]
IR (KBr) νcm-1: 3367, 2935, 1684, 1596, 1570, 1531, 1462, 1438, 1387, 1265, 1139, 1116, 1094, 1058.
Example 32 (Compound No. 6526)
[0440]
Embedded image
[0441]
Synthesis was performed in the same manner as in Example 3 using 200 μL of 2- (thiophen-2-yl) ethylamine to obtain 29 mg of the target compound.
[0442]
1H NMR (CDThreeOD) δppm: 7.87 (d, J = 8.1 Hz, 1H), 7.21 (d, J = 5.1 Hz, 1H), 6.93 (dd, J = 3.7 and 5.1 Hz, 1H), 6.88 (d, J = 3.7 Hz , 1H), 5.96 (d, J = 4.0 Hz, 1H), 5.81 (d, J = 4.3 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.20 (d, J = 4.8 Hz, 1H ), 4.66 (d, J = 2.1 Hz, 1H), 4.50 (dd, J = 1.9 and 5.2 Hz, 1H), 4.39 (t, J = 4.0 Hz, 1H), 4.24 (t, J = 4.6 Hz, 1H) ), 4.02 (m, 1H), 3.71 (t, J = 5.1 Hz, 1H), 3.52 (m, 2H), 3.35 (s, 3H), 3.07 (t, J = 7.3 Hz, 2H).
[0443]
IR (KBr) 3335, 2933, 1685, 1529, 1462, 1390, 1266, 1115, 1094, 1059.
Example 33 (Compound No. 6531)
[0444]
Embedded image
[0445]
Synthesis was performed in the same manner as in Example 3 using 109 μL of benzylamine to obtain 28 mg of the target compound.
[0446]
1H NMR (CDThreeOD) δppm: 7.86 (d, J = 8.1 Hz, 1H), 7.31 (m, 4H), 7.24 (m, 1H), 5.98 (m, 1H), 5.79 (d, J = 4.3 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.21 (d, J = 4.5 Hz, 1H), 4.68 (d, J = 2.1 Hz, 1H), 4.46 (m, 2H), 4.35 (m, 1H), 4.21 (t, J = 4.5 Hz, 1H), 4.04 (t, J = 4.4 Hz, 1H), 3.67 (t, J = 5.1 Hz, 1H), 3.20 (s, 3H).
[0447]
IR (KBr) νcm-1: 3350, 2929, 1685, 1529, 1457, 1391, 1267, 1115, 1093, 1059, 1022.
Example 34 (Compound No. 6536)
[0448]
Embedded image
[0449]
Synthesis was performed in the same manner as in Example 3 using 200 μL of 2-methylbenzylamine to obtain 29 mg of the target compound.
[0450]
1H NMR (CDThreeOD) δppm: 7.87 (d, J = 8.1 Hz, 1H), 7.24 (m, 1H), 7.15 (m, 3H), 5.98 (d, J = 3.9 Hz, 1H), 5.80 (d, J = 4.3 Hz , 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.22 (d, J = 4.7 Hz, 1H), 4.69 (d, J = 2.0 Hz, 1H), 4.48 (m, 3H), 4.40 (m , 1H), 4.22 (t, J = 4.6 Hz, 1H), 4.03 (m, 1H), 3.69 (t, J = 5.1 Hz, 1H), 3.21 (s, 3H), 2.33 (s, 3H).
[0451]
IR (KBr) νcm-1: 3349, 2935, 1685, 1527, 1462, 1386, 1268, 1116, 1091, 1058.
Example 35 (Compound No. 6546)
[0452]
Embedded image
[0453]
Synthesis was performed in the same manner as in Example 3 using 200 μL of 4-fluorobenzylamine to obtain 13 mg of the target compound.
[0454]
1H NMR (CDThreeOD) δppm: 7.85 (d, J = 8.1 Hz, 1H), 7.34 (m, 2H), 7.05 (m, 2H), 5.98 (m, 1H), 5.78 (d, J = 4.2 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.22 (d, J = 4.4 Hz, 1H), 4.67 (d, J = 2.0 Hz, 1H), 4.43 (d, J = 3.5 Hz, 2H), 4.39 (dd , J = 3.2 and 4.3 Hz, 1H), 4.22 (t, J = 4.5 Hz, 1H), 4.04 (t, J = 4.3 Hz, 1H), 3.66 (t, J = 5.1 Hz, 1H), 3.20 (s , 3H)
IR (KBr) νcm-1: 3351, 2935, 1684, 1526, 1510, 1462, 1416, 1387, 1359, 1266, 1222, 1137, 1115, 1095, 1059, 1020.
Example 36 (Compound No. 6561)
[0455]
Embedded image
[0456]
Synthesis was performed in the same manner as in Example 3 using 200 μL of 3,4,5-trimethoxybenzylamine to obtain 29 mg of the target compound.
[0457]
1H NMR (CDThreeOD) δppm: 7.85 (d, J = 8.1 Hz, 1H), 6.65 (s, 2H), 5.99 (m, 1H), 5.77 (d, J = 4.0 Hz, 1H), 5.75 (d, J = 8.1 Hz , 1H), 5.22 (d, J = 4.3 Hz, 1H), 4.66 (d, J = 2.0 Hz, 1H), 4.47-4.34 (m, 4H), 4.21 (t, J = 4.3 Hz, 1H), 4.05 (t, J = 4.4 Hz, 1H), 3.82 (s, 6H), 3.73 (s, 3H), 3.64 (t, J = 5.5 Hz, 1H), 3.18 (s, 3H).
[0458]
IR (KBr) νcm-1: 3349, 2939, 2838, 1686, 1594, 1527, 1507, 1462, 1423, 1387, 1357, 1330, 1265, 1237, 1125, 1058, 1020.
Example 37 (Compound No. 6656)
[0459]
Embedded image
[0460]
Synthesis was performed in the same manner as in Example 3 using 200 μL of 3,4, -methylenedioxybenzylamine to obtain 31 mg of the target compound.
[0461]
1H NMR (CDThreeOD) δppm: 7.85 (d, J = 8.1 Hz, 1H), 6.75 (m, 3H), 5.97 (m, 1H), 5.90 (s, 2H), 5.79 (d, J = 4.3 Hz, 1H), 5.74 (d, J = 8.1 Hz, 1H), 5.20 (d, J = 4.5 Hz, 1H), 4.67 (d, J = 2.1 Hz, 1H), 4.47 (dd, J = 1.8 and 5.4 Hz, 1H), 4.41 -4.31 (m, 3H), 4.20 (t, J = 4.6 Hz, 1H), 4.02 (m, 1H), 3.66 (t, J = 5.1 Hz, 1H), 3.23 (s, 3H).
[0462]
IR (KBr) νcm-1: 3350, 2935, 1685, 1528, 1503, 1491, 1462, 1444, 1386, 1253, 1115, 1096, 1056, 1039.
Example 38 (Compound No. 6571)
[0463]
Embedded image
[0464]
(38-1)
[0465]
Embedded image
[0466]
Compound (VI) (1.5 g) was dissolved in cyclopentanone (75 mL), 1,1-dimethoxycyclopentane (16.5 g) and 350 mg of Amberlyst 15 were added, and the mixture was stirred at room temperature. After 3 hours, insolubles were removed by filtration, and the solvent was distilled off under reduced pressure. The residue was applied to a silica gel column (86 g) and eluted with 3% methanol-methylene chloride to obtain 1.31 g of the target compound.
[0467]
1H NMR (CDClThree) δppm: 8.94 (br s, 1H), 7.71 (d, J = 8.1 Hz, 1H), 8.18 (br s, 1H), 6.39 (d, J = 4.4 Hz, 1H), 6.31 (m, 1H), 5.94 (d, J = 4.9 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 4.70 (m, 1H), 4.60 (m, 2H), 4.52 (m, 1H), 4.25 (t, J = 5.3 Hz, 1H), 4.15 (m, 1H), 3.99 (m, 1H), 3.82 (s, 3H), 3.58 (s, 3H), 2.05-1.60 (m, 8H).
(38-2)
[0468]
Embedded image
[0469]
1.31 g of the compound of Example (38-1) was dissolved in a mixed solvent of 200 mL of methanol and 200 mL of water, 100 mL of 0.2N aqueous sodium hydroxide solution was added, and the mixture was stirred at room temperature. After 4 minutes, the reaction solution was added to Dowex 50Wx8 (H+And eluting with methanol-water (1: 1) to obtain the target compound.
(38-3)
[0470]
Embedded image
[0471]
80 mg of the compound of Example (38-2) was dissolved in 1.4 mL of DMF, 38 μL of L-(−)-α-phenethylamine, 33 mg of HOBT, and 54 μL of DIPC were added, and the mixture was stirred at room temperature. Two hours later, 1 mL of methanol was added, and the solvent was distilled off under reduced pressure. The residue was dissolved in 33 mL of methylene chloride, 1.76 mL of trifluoroacetic acid (TFA) was added, and the mixture was stirred at room temperature. After 5.5 hours, the solvent was distilled off under reduced pressure, and the residue was applied to a silica gel column (9 g) and eluted with 7% methanol-methylene chloride to obtain 79 mg of the target compound.
[0472]
1H NMR (CDThreeOD) δppm: 7.85 (d, J = 8.1 Hz, 1H), 7.35 (m, 4H), 7.22 (m, 1H), 5.95 (m, 1H), 5.78 (d, J = 4.4 Hz, 1H), 5.74 (d, J = 8.1 Hz, 1H), 5.24 (d, J = 4.6 Hz, 1H), 5.14 (quartet, J = 6.9 Hz, 1H), 4.71 (d, J = 2.0 Hz, 1H), 4.47 (dd , J = 1.7 and 5.1 Hz, 1H), 4.38 (t, J = 3.9 Hz, 1H), 4.18 (t, J = 4.7 Hz, 1H), 4.03 (m, 1H), 3.61 (t, J = 5.0 Hz , 1H), 3.02 (s, 3H), 1.52 (d, J = 7.2 Hz, 3H).
[0473]
IR (KBr) νcm-1: 03339, 2927, 2853, 1685, 1524, 1462, 1386, 1332, 1269, 1205, 1137, 1117, 1060, 1022.
Example 39 (Compound No. 6576)
[0474]
Embedded image
[0475]
Synthesis was performed in the same manner as in Example 3 using 200 μL of 2-aminomethylnaphthalene to obtain 28 mg of the target compound.
[0476]
1H NMR (CDThreeOD) δppm: 7.85 (m, 3H), 7.50 (m, 4H), 6.02 (d, J = 3.9 Hz, 1H), 5.77 (d, J = 4.3 Hz, 1H), 5.73 (d, J = 8.1 Hz , 1H), 5.19 (d, J = 4.9 Hz, 1H), 5.00 (d, J = 15 Hz, 1H), 4.90 (d, J = 15.0 Hz, 1H), 4.65 (d, J = 2.1 Hz, 1H ), 4.43 (dd, J = 2.0 and 5.2 Hz, 1H), 4.40 (t, J = 3.5 Hz, 1H), 4.16 (t, J = 4.6 Hz, 1H), 4.02 (t, J = 4.9 Hz, 1H) ), 3.62 (t, J = 5.1 Hz, 1H), 3.05 (s, 3H).
[0477]
IR (KBr) νcm-1: 3349, 2935, 1685, 1527, 1462, 1397, 1266, 1116, 1094, 1060, 1023.
Example 40 (Compound No. 6581)
[0478]
Embedded image
[0479]
Synthesis was performed in the same manner as in Example 3 using 200 μL of 2-aminomethylfuran to obtain 26 mg of the target compound.
[0480]
1H NMR (CDThreeOD) δppm: 7.85 (m, 3H), 7.40 (d, J = 2.4 Hz, 1H), 6.33 (m, 1H), 6.27 (m, 1H), 5.98 (m, 1H), 5.80 (d, J = 4.4 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.20 (d, J = 4.7 Hz, 1H), 4.68 (d, J = 2.1 Hz, 1H), 4.51-4.37 (m, 4H) , 4.21 (t, J = 4.7 Hz, 1H), 4.02 (m, 1H), 3.68 (t, J = 5.1 Hz, 1H), 3.27 (s, 3H).
[0481]
IR (KBr) νcm-1: 3365, 2934, 1685, 1528, 1463, 1391, 1332, 1268, 1140, 1115, 1093, 1059, 1019.
Example 41 (Compound No. 6586)
[0482]
Embedded image
[0483]
Synthesis was performed in the same manner as in Example 3 using 200 μL of 2-aminomethylthiophene to obtain 22 mg of the objective compound.
[0484]
1H NMR (CDThreeOD) δppm: 7.85 (d, J = 8.1 Hz, 1H), 7.27 (d, J = 5.1 Hz, 1H), 7.02 (m, 1H), 6.92 (m, 1H), 5.98 (d, J = 2.4 Hz , 1H), 5.79 (d, J = 4.4 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.20 (d, J = 4.4 Hz, 1H), 4.67 (d, J = 2.2 Hz, 1H ), 4.65 (d, J = 15.0 Hz, 1H), 4.59 (d, J = 15.0 Hz, 1H), 4.47 (dd, J = 1.7 and 5.1 Hz, 1H), 4.39 (t, J = 4.9 Hz, 1H) ), 4.20 (t, J = 4.6 Hz, 1H), 4.02 (m, 1H), 3.66 (t, J = 5.1 Hz, 1H), 3.21 (s, 3H).
[0485]
IR (KBr) νcm-1: 3334, 2930, 1684, 1522, 1462, 1390, 1267, 1223, 1115, 1092, 1059.
Example 42 (Compound No. 6591)
[0486]
Embedded image
[0487]
Synthesis was carried out in the same manner as in Example (9-3) using 108 μL of 2-aminomethylpyridine instead of 4-t-butylcyclohexylamine to obtain 79 mg of the target compound.
[0488]
1H NMR (CDThreeOD) δppm: 8.49 (d, J = 5.2 Hz, 1H), 7.88 (d, J = 8.1 Hz, 1H), 7.80 (m, 1H), 7.42 (m, 1H), 7.30 (m, 1H), 6.01 (m, 1H), 5.81 (d, J = 4.4 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.25 (d, J = 4.5 Hz, 1H), 4.70 (d, J = 2.0 Hz , 1H), 4.59 (s, 2H), 4.51 (dd, J = 2.0 and 5.2 Hz, 1H), 4.41 (t, J = 4.0 Hz, 1H), 4.26 (t, J = 4.5 Hz, 1H), 4.02 (m, 1H), 3.75 (t, J = 5.0 Hz, 1H), 3.30 (s, 3H).
[0489]
IR (KBr) νcm-1: 3334, 2932, 1684, 1597, 1572, 1528, 1463, 1438, 1392, 1266, 1139, 1116, 1095, 1059, 1021.
Example 43 (Compound No. 2)
[0490]
Embedded image
[0491]
The compound of Example (38-2) was synthesized in the same manner as in Example (38-3) using 50 mg of the compound of Example (38-2) and 108 μL of aniline instead of L-(−)-α-phenethylamine, and purified by high performance liquid column chromatography ( HPLC; Inertsil PREP-ODS, 30 × 250 mm), eluted with 15% aqueous acetonitrile, and lyophilized to obtain 22 mg of the target compound.
[0492]
1H NMR (CDThreeOD) δppm: 7.87 (d, J = 8.1 Hz, 1H), 7.64 (d, J = 8.8 Hz, 2H), 7.34 (t, J = 7.5 Hz, 2H), 7.15 (t, J = 7.3 Hz, 1H ), 6.09 (m, 1H), 5.77 (d, J = 3.7 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.30 (d, J = 4.3 Hz, 1H), 4.85 (m, 1H ), 4.52 (dd, J = 1.8 and 6.0 Hz, 1H), 4.45 (m, 1H), 4.26 (t, J = 4.2 Hz, 1H), 4.10 (m, 1H), 3.75 (t, J = 5.5 Hz , 1H), 3.28 (s, 3H).
[0493]
IR (KBr) νcm-1: 3339, 2936, 1685, 1599, 1534, 1497, 1462, 1444, 1391, 1323, 1269, 1113, 1060, 1018, 977.
Example 44 (Compound No. 142)
[0494]
Embedded image
[0495]
The compound was synthesized in the same manner as in Example (38-3) using 120 mg of the compound of Example (38-2) and 57 μL of 4-ethylaniline instead of L-(−)-α-phenethylamine. Chromatography (HPLC; Inertsil PREP-ODS, 30 × 250 mm) was eluted with 30% acetonitrile water and lyophilized to obtain 48 mg of the target compound.
[0496]
1H NMR (CDThreeOD) δppm: 7.86 (d, J = 8.1 Hz, 1H), 7.53 (d, J = 8.5 Hz, 2H), 7.18 (d, J = 8.5 Hz, 2H), 6.14 (m, 1H), 5.77 (d , J = 3.7 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.29 (d, J = 4.4 Hz, 1H), 4.85 (m, 1H), 4.52 (dd, J = 1.9 and 6.1 Hz , 1H), 4.44 (m, 1H), 4.26 (t, J = 4.4 Hz, 1H), 4.08 (t, J = 4.3 Hz, 1H), 3.75 (t, J = 5.5 Hz, 1H), 3.28 (s , 3H), 2.62 (quartet, J = 7.6 Hz, 2H), 1.22 (t, J = 7.6 Hz, 3H).
[0497]
IR (KBr) νcm-1: 3341, 2963, 2932, 1685, 1594, 1527, 1462, 1413, 1392, 1319, 1268, 1112, 1060, 1019, 977.
Example 45 (Compound No. 3012)
[0498]
Embedded image
[0499]
Synthesis was performed in the same manner as in Example (38-3) using 120 mg of the compound of Example (38-2) and 43 μL of 4-fluoroaniline instead of L-(−)-α-phenethylamine. Chromatography (HPLC; Inertsil PREP-ODS, 30 × 250 mm) was used to elute with 30% acetonitrile water and freeze-dried to obtain 122 mg of the target compound.
[0500]
1H NMR (CDThreeOD) δppm: 7.86 (d, J = 8.1 Hz, 1H), 7.65 (m, 2H), 7.08 (m, 2H), 6.08 (m, 1H), 5.77 (d, J = 3.7 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.30 (d, J = 4.3 Hz, 1H), 4.85 (m, 1H), 4.51 (dd, J = 1.9 and 6.2 Hz, 1H), 4.44 (dd, J = 3.2 and 4.3 Hz, 1H), 4.25 (dd, J = 3.8 and 4.8 Hz, 1H), 4.10 (m, 1H), 3.74 (t, J = 5.5 Hz, 1H), 3.28 (s, 3H).
[0501]
IR (KBr) νcm-1: 3342, 2969, 2936, 1686, 1624, 1576, 1533, 1510, 1464, 1410, 1391, 1326, 1314, 1269, 1215, 1129, 1115, 1060, 1018.
Example 46 (Compound No. 3152)
[0502]
Embedded image
[0503]
Synthesis was carried out in the same manner as in Example (38-3) using 120 mg of the compound of Example (38-2) and 79 mg of 4-bromoaniline instead of L-(−)-α-phenethylamine. Using chromatography (HPLC; Inertsil PREP-ODS, 30 × 250 mm), eluting with 30% acetonitrile water and lyophilized to obtain 52 mg of the target compound.
[0504]
1H NMR (CDThreeOD) δppm: 7.86 (d, J = 8.1 Hz, 1H), 7.61 (d, J = 8.9 Hz, 2H), 7.48 (d, J = 8.9 Hz, 2H), 6.08 (m, 1H), 5.76 (d , J = 3.7 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.30 (d, J = 4.0 Hz, 1H), 4.85 (m, 1H), 4.51 (dd, J = 2.0 and 6.0 Hz , 1H), 4.44 (dd, J = 3.2 and 4.3 Hz, 1H), 4.25 (dd, J = 3.7 and 4.8 Hz, 1H), 4.09 (m, 1H), 3.73 (m, 1H), 3.27 (s, 3H).
[0505]
IR (KBr) νcm-1: 3400, 2933, 1685, 1591, 1527, 1490, 1464, 1397, 1310, 1271, 1243, 1113, 1061, 1017, 977.
Example 47 (Compound No. 2452)
[0506]
Embedded image
[0507]
The compound was synthesized in the same manner as in Example (38-3) using 120 mg of the compound of Example (38-2) and 90 mg of 3-benzyloxyaniline instead of L-(−)-α-phenethylamine. Using column chromatography (HPLC; Inertsil PREP-ODS, 30 × 250 mm), elution was carried out with 30% aqueous acetonitrile and lyophilized to obtain 106 mg of the desired compound.
[0508]
1H NMR (CDThreeOD) δppm: 7.86 (d, J = 8.1 Hz, 1H), 7.44 (m, 3H), 7.37 (m, 2H), 7.30 (m, 1H), 7.23 (m, 2H), 6.80 (m, 1H) , 6.09 (m, 1H), 5.77 (d, J = 3.6 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.29 (d, J = 4.3 Hz, 1H), 5.08 (s, 2H) , 4.85 (m, 1H), 4.52 (dd, J = 1.9 and 6.2 Hz, 1H), 4.44 (t, J = 4.3 Hz, 1H), 4.25 (t, J = 4.2 Hz, 1H), 4.08 (m, 1H), 3.74 (t, J = 5.5 Hz, 1H), 3.26 (s, 3H).
[0509]
IR (KBr) νcm-1: 3342, 2929, 1685, 1605, 1537, 1493, 1456, 1444, 1426, 1386, 1269, 1206, 1183, 1157, 1138, 1115, 1060, 1022.
Example 48 (Compound No. 5462)
[0510]
Embedded image
[0511]
Synthesis was carried out in the same manner as in Example (38-3) using 120 mg of the compound of Example (38-2) and 63 mg of 2-nitroaniline instead of L-(−)-α-phenethylamine. Chromatography (HPLC; Inertsil PREP-ODS, 30 × 250 mm) was used to elute with 30% aqueous acetonitrile and freeze-dried to obtain 8 mg of the target compound.
[0512]
1H NMR (CDThreeOD) δppm: 8.73 (d, J = 8.6 Hz, 1H), 8.28 (d, J = 8.6 Hz, 1H), 7.96 (d, J = 8.1 Hz, 1H), 7.76 (t, J = 7.2 Hz, 1H ), 7.34 (t, J = 7.2 Hz, 1H), 6.22 (d, J = 3.8 Hz, 1H), 5.88 (d, J = 5.2 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.34 (d, J = 5.8 Hz, 1H), 4.73 (d, J = 2.1 Hz, 1H), 4.57 (m, 1H), 4.45 (t, J = 4.1 Hz, 1H), 4.32 (t, J = 5.1 Hz, 1H), 4.05 (t, J = 5.1 Hz, 1H), 3.91 (t, J = 4.5 Hz, 1H), 3.36 (s, 3H).
[0513]
IR (KBr) νcm-1: 3402, 3342, 2932, 1687, 1608, 1586, 1505, 1460, 1436, 1385, 1341, 1274, 1243, 1111, 1088, 1060, 1018.
Example 49 (Compound No. 1822)
[0514]
Embedded image
[0515]
Synthesis was performed in the same manner as in Example (38-3) using 120 mg of the compound of Example (38-2) and 51 μL of 2-methoxyaniline instead of L-(−)-α-phenethylamine. Chromatography (HPLC; Inertsil PREP-ODS, 30 × 250 mm) was used to elute with 25% aqueous acetonitrile and freeze-dried to obtain 77 mg of the target compound.
[0516]
1H NMR (CDThreeOD) δppm: 8.15 (d, J = 9.0 Hz, 1H), 7.89 (d, J = 8.2 Hz, 1H), 7.13 (m, 1H), 7.05 (m, 1H), 6.95 (m, 1H), 6.12 (d, J = 3.6 Hz, 1H), 5.81 (d, J = 4.0 Hz, 1H), 5.75 (d, J = 8.2 Hz, 1H), 5.33 (d, J = 5.0 Hz, 1H), 4.64 (d , J = 1.8 Hz, 1H), 4.53 (dd, J = 2.0 and 5.4 Hz, 1H), 4.44 (t, J = 4.0 Hz, 1H), 4.23 (t, J = 4.5 Hz, 1H), 4.06 (m , 1H), 3.78 (t, J = 5.3 Hz, 1H), 3.28 (s, 3H).
[0517]
IR (KBr) νcm-1: 3401, 3319, 2975, 2937, 2840, 1686, 1603, 1531, 1486, 1464, 1437, 1386, 1332, 1291, 1254, 1219, 1203, 1117, 1060, 1022.
Example 50 (Compound No. 1472)
[0518]
Embedded image
[0519]
Synthesis and purification in the same manner as in Example (38-3) using 120 mg of the compound of Example (38-2) and 57 μL of 4- (trifluoromethyl) aniline instead of L-(−)-α-phenethylamine Was eluted with 32% acetonitrile in water using high performance liquid column chromatography (HPLC; Inertsil PREP-ODS, 30 × 250 mm), and lyophilized to obtain 49 mg of the target compound.
[0520]
1H NMR (CDThreeOD) δppm: 7.89 (d, J = 8.7 Hz, 2H), 7.86 (d, J = 8.1 Hz, 1H), 7.64 (d, J = 8.7 Hz, 2H), 6.12 (m, 1H), 5.76 (d , J = 3.1 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.32 (d, J = 4.2 Hz, 1H), 4.85 (m, 1H), 4.52 (dd, J = 2.0 and 6.2 Hz , 1H), 4.46 (m, 1H), 4.23 (t, J = 4.2 Hz, 1H), 4.11 (m, 1H), 3.73 (dd, J = 5.0 and 6.2 Hz, 1H), 3.26 (s, 3H) .
[0521]
IR (KBr) νcm-1: 3401, 3349, 2936, 1686, 1617, 1602, 1532, 1464, 1412, 1326, 1266, 1251, 1163, 1114, 1066, 1017.
Example 51 (Compound No. 1542)
[0522]
Embedded image
[0523]
120 mg of the compound of Example (38-2) and 56 μL of 2,4-dimethylaniline instead of L-(−)-α-phenethylamine were synthesized in the same manner as in Example (38-3) to obtain 118 mg of the target compound. Got.
[0524]
1H NMR (CDThreeOD) δppm: 7.90 (d, J = 8.1 Hz, 2H), 7.27 (d, J = 8.1 Hz, 1H), 7.08 (s, 1H), 7.01 (d, J = 8.1 Hz, 1H), 6.07 (m , 1H), 5.81 (d, J = 3.9 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.31 (d, J = 4.5 Hz, 1H), 4.74 (d, J = 2.0 Hz, 1H ), 4.53 (dd, J = 1.8 and 5.7 Hz, 1H), 4.44 (t, J = 4.3 Hz, 1H), 4.28 (t, J = 4.4 Hz, 1H), 4.18 (m, 1H), 3.80 (t , J = 3.3 Hz, 1H), 3.31 (s, 3H), 2.30 (s, 3H), 2.24 (s, 3H).
[0525]
IR (KBr) νcm-1: 3408, 3349, 2925, 2854, 1685, 1598, 1525, 1462, 1395, 1265, 1205, 1183, 1135, 1113, 1061, 1019.
Example 52 (Compound No. 4622)
[0526]
Embedded image
[0527]
Synthesis was performed in the same manner as in Example (38-3) using 120 mg of the compound of Example (38-2) and 52 μL of 3-fluoro-4-methylaniline instead of L-(−)-α-phenethylamine. 104 mg of compound was obtained.
[0528]
1H NMR (CDThreeOD) δppm: 7.85 (d, J = 8.1 Hz, 2H), 7.52 (dd, J = 2.0 and 11.8 Hz, 1H), 7.30 (dd, J = 2.0 and 8.2 Hz, 1H), 7.18 (t, J = 8.4 Hz, 1H), 6.07 (m, 1H), 5.77 (d, J = 3.6 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.29 (d, J = 4.2 Hz, 1H), 4.85 (m, 1H), 4.51 (dd, J = 1.8 and 6.1 Hz, 1H), 4.44 (m, 1H), 4.25 (m, 1H), 4.08 (m, 1H), 3.73 (t, J = 5.5 Hz, 1H), 3.27 (s, 3H), 2.23 (s, 3H).
[0529]
IR (KBr) νcm-1: 3332, 2927, 2854, 1685, 1599, 1530, 1462, 1414, 1316, 1268, 1204, 1119, 1060, 1020.
Example 53 (Compound No. 212)
[0530]
Embedded image
[0531]
The compound of Example (38-2) was synthesized in the same manner as in Example (38-3) by using 150 mg of Compound (38-2) and 81 μL of 4-n-propylaniline instead of L-(-)-α-phenethylamine, and 93 mg Got.
[0532]
1H NMR (CDThreeOD) δppm: 7.87 (d, J = 8.1 Hz, 2H), 7.53 (d, J = 8.5 Hz, 2H), 7.16 (d, J = 8.5 Hz, 2H), 6.07 (d, J = 2.4 Hz, 1H ), 5.77 (d, J = 3.7 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.29 (d, J = 4.4 Hz, 1H), 4.85 (m, 1H), 4.52 (dd, J = 1.9 and 6.1 Hz, 1H), 4.44 (dd, J = 3.3 and 4.2 Hz, 1H), 4.25 (dd, J = 3.9 and 4.8 Hz, 1H), 4.09 (t, J = 4.3 Hz, 1H), 3.75 (t, J = 5.4 Hz, 1H), 3.28 (s, 3H), 2.57 (t, J = 7.8 Hz, 2H), 1.64 (m, 2H), 0.93 (t, J = 7.4 Hz, 3H).
[0533]
IR (KBr) νcm-1: 3400, 3351, 2958, 2932, 2972, 1685, 1595, 1527, 1463, 1413, 1385, 1320, 1269, 1112, 1060, 1018.
Example 54 (Compound No. 352)
[0534]
Embedded image
[0535]
Synthesis was performed in the same manner as in Example (38-3) using 150 mg of the compound of Example (38-2) and 81 μL of 4-n-butylaniline instead of L-(−)-α-phenethylamine, and 38 mg of the target compound. Got.
[0536]
1H NMR (CDThreeOD) δppm: 7.87 (d, J = 8.1 Hz, 1H), 7.52 (d, J = 8.5 Hz, 2H), 7.16 (d, J = 8.5 Hz, 2H), 6.07 (d, J = 2.4 Hz, 1H ), 5.77 (d, J = 3.7 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.29 (d, J = 4.3 Hz, 1H), 4.85 (m, 1H), 4.52 (dd, J = 1.9 and 6.1 Hz, 1H), 4.44 (m, 1H), 4.25 (t, J = 4.2 Hz, 1H), 4.09 (t, J = 4.4 Hz, 1H), 3.74 (t, J = 5.5 Hz, 1H ), 3.28 (s, 3H), 2.59 (t, J = 7.6 Hz, 2H), 1.60 (m, 2H), 1.35 (m, 2H), 0.93 (t, J = 7.3 Hz, 3H).
[0537]
IR (KBr) νcm-1: 3390, 2957, 2929, 2873, 2859, 1685, 1595, 1527, 1465, 1413, 1385, 1353, 1320, 1259, 1107, 1060, 1019.
Example 55 (Compound No. 562)
[0538]
Embedded image
[0539]
Synthesis was performed in the same manner as in Example (9-3) using 81 μL of 4-n-pentylaniline instead of 4-t-butylcyclohexylamine to obtain 27 mg of the target compound.
[0540]
1H NMR (CDThreeOD) δppm: 7.87 (d, J = 8.1 Hz, 1H), 7.52 (d, J = 8.6 Hz, 2H), 7.15 (d, J = 8.6 Hz, 2H), 6.07 (d, J = 2.5 Hz, 1H ), 5.77 (d, J = 3.7 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.29 (d, J = 4.3 Hz, 1H), 4.85 (m, 1H), 4.52 (dd, J = 2.0 and 6.0 Hz, 1H), 4.44 (t, J = 3.9 Hz, 1H), 4.25 (t, J = 4.2 Hz, 1H), 4.09 (m, 1H), 3.75 (t, J = 5.4 Hz, 1H ), 3.28 (s, 3H), 2.59 (t, J = 7.7 Hz, 2H), 1.60 (m, 2H), 1.33 (m, 4H), 0.90 (t, J = 6.9 Hz, 3H).
[0541]
IR (KBr) νcm-1: 3323, 2957, 2930, 2857, 1687, 1595, 1526, 1464, 1413, 1386, 1320, 1262, 1111, 1060, 1018.
Example 56 (Compound No. 2661)
[0542]
Embedded image
[0543]
Synthesis was carried out in the same manner as in Example (9-3) using 109 mg of 3,4-methylenedioxyaniline instead of 4-t-butylcyclohexylamine to obtain 98 mg of the objective compound.
[0544]
1H NMR (CDThreeOD) δppm: 7.86 (d, J = 8.1 Hz, 1H), 7.26 (d, J = 2.1 Hz, 1H), 7.03 (dd, J = 2.1 and 8.2 Hz, 1H), 6.78 (d, J = 8.2 Hz , 1H), 6.06 (m, 1H), 5.94 (s, 1H), 5.77 (d, J = 3.7 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.28 (d, J = 4.3 Hz , 1H), 4.83 (m, 1H), 4.52 (dd, J = 1.9 and 6.0 Hz, 1H), 4.43 (m, 1H), 4.25 (m, 1H), 4.07 (m, 1H), 3.73 (t, J = 5.5 Hz, 1H), 3.29 (s, 3H).
[0545]
IR (KBr) νcm-1: 3332, 2925, 2853, 1685, 1538, 1503, 1491, 1462, 1434, 1385, 1269, 1245, 1194, 1139, 1111, 1060, 1038, 1020.
Example 57 (Compound No. 3712)
[0546]
Embedded image
[0547]
Synthesis was performed in the same manner as in Example (38-3) using 200 mg of the compound of Example (38-2) and 75 μL of 3,4-difluoroaniline instead of L-(−)-α-phenethylamine, and 20 mg of the target compound. Got.1H NMR (CDThreeOD) δppm: 7.85 (d, J = 8.1 Hz, 1H), 7.76 (m, 1H), 7.40 (m, 1H), 7.23 (quartet, J = 9.5 Hz, 1H), 6.09 (m, 1H), 5.75 (d, J = 3.3 Hz, 1H), 5.74 (d, J = 8.1 Hz, 1H), 5.30 (d, J = 4.2 Hz, 1H), 4.82 (m, 1H), 4.50 (dd, J = 2.0 and 6.4 Hz, 1H), 4.44 (m, 1H), 4.25 (dd, J = 3.7 and 4.7 Hz, 1H), 4.10 (m, 1H), 3.72 (m, 1H), 3.26 (s, 3H).
[0548]
IR (KBr) νcm-1: 3396, 3334, 2938, 2837, 1685, 1618, 1536, 1518, 1463, 1414, 1386, 1327, 1267, 1242, 1210, 1115, 1060, 1019.
Example 58 (Compound No. 982)
[0549]
Embedded image
[0550]
Synthesis was performed in the same manner as in Example (38-3) using 200 mg of the compound of Example (38-2) and 75 μL of 3-ethylaniline instead of L-(−)-α-phenethylamine to obtain 111 mg of the target compound. It was.
[0551]
1H NMR (CDThreeOD) δppm: 7.86 (d, J = 8.1 Hz, 1H), 7.48 (s, 1H), 7.47 (d, J = 8.0 Hz, 1H), 7.24 (dd, J = 7.5 and 8.0 Hz, 1H), 7.00 (d, J = 7.5 Hz, 1H), 6.08 (m, 1H), 5.77 (d, J = 3.7 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.30 (d, J = 4.4 Hz , 1H), 4.84 (m, 1H), 4.53 (dd, J = 1.9 and 6.1 Hz, 1H), 4.44 (m, 1H), 4.26 (m, 1H), 4.08 (m, 1H), 3.76 (t, J = 5.5 Hz, 1H), 3.29 (s, 3H), 2.64 (quartet, J = 7.6 Hz, 2H), 1.23 (t, J = 7.6 Hz, 3H).
[0552]
IR (KBr) νcm-13410, 2964, 2930, 1685, 1611, 1595, 1542, 1490, 1462, 1448, 1422, 1385, 1330, 1307, 1266, 1113, 1059, 1020.
Example 59 (Compound No. 5742)
[0553]
[Chemical Formula 86]
[0554]
Synthesis in the same manner as in Example (9-3) using 87 μL of 3-aminophenol instead of 4-t-butylcyclohexylamine to obtain 118 mg of the objective compound.
[0555]
1H NMR (CDThreeOD) δppm: 7.87 (d, J = 8.1 Hz, 1H), 7.23 (t, J = 2.1 Hz, 1H), 7.13 (t, J = 8.1 Hz, 1H), 7.03 (dd, J = 2.1 and 8.0 Hz , 1H), 6.58 (dd, J = 2.1 and 8.0 Hz, 1H), 6.07 (m, 1H), 5.77 (d, J = 3.7 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.29 (d, J = 4.4 Hz, 1H), 4.83 (m, 1H), 4.52 (dd, J = 1.9 and 6.0 Hz, 1H), 4.44 (m, 1H), 4.26 (m, 1H), 4.08 (m, 1H), 3.76 (t, J = 5.4 Hz, 1H), 3.30 (s, 3H).
[0556]
IR (KBr) νcm-1: 3390, 2936, 2836, 1684, 1604, 1541, 1494, 1455, 1386, 1334, 1271, 1175, 1113, 1060, 1020.
Example 60 (Compound No. 4132)
[0557]
Embedded image
[0558]
Synthesis was performed in the same manner as in Example (9-3) using 116 μL of 3-chloro-4-fluoroaniline instead of 4-t-butylcyclohexylamine to obtain 27 mg of the target compound.
[0559]
1H NMR (CDThreeOD) δppm: 7.90 (dd, J = 2.7 and 6.6 Hz, 1H), 7.85 (d, J = 8.1 Hz, 1H), 7.15 (m, 2H), 6.09 (m, 1H), 5.76 (d, J = 3.0 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.30 (d, J = 3.9 Hz, 1H), 4.83 (m, 1H), 4.51 (dd, J = 2.0 and 6.2 Hz, 1H) , 4.44 (dd, J = 3.2 and 4.2 Hz, 1H), 4.26 (m, 1H), 4.11 (m, 1H), 3.73 (m, 1H), 3.26 (s, 3H).
[0560]
IR (KBr) νcm-1: 3409, 2957, 2928, 2854, 1685, 1604, 1537, 1502, 1466, 1400, 1385, 1260, 1138, 1116, 1065, 1007.
Example 61 (Compound No. 1192)
[0561]
Embedded image
[0562]
Synthesis was performed in the same manner as in Example (9-3) using 135 μL of 2-n-propylaniline instead of 4-t-butylcyclohexylamine to obtain 44 mg of the target compound.
[0563]
1H NMR (CDThreeOD) δppm: 7.91 (d, J = 8.1 Hz, 1H), 7.44 (m, 1H), 7.27 (m, 1H), 7.22 (m, 2H), 6.09 (m, 1H), 5.80 (d, J = 3.7 Hz, 1H), 5.76 (d, J = 8.1 Hz, 1H), 5.33 (d, J = 4.5 Hz, 1H), 4.72 (d, J = 2.0 Hz, 1H), 4.52 (dd, J = 2.0 and 5.7 Hz, 1H), 4.45 (m, 1H), 4.29 (t, J = 4.5 Hz, 1H), 4.10 (t, J = 4.3 Hz, 1H), 3.80 (t, J = 5.3 Hz, 1H), 3.34 (s, 3H), 2.61 (t, J = 7.2 Hz, 2H), 1.63 (m, 2H), 0.95 (t, J = 7.3 Hz, 3H).
[0564]
IR (KBr) νcm-1: 3423, 2960, 2933, 2873, 1685, 1588, 1525, 1455, 1385, 1267, 1111, 1060, 1019.
Example 62 (Compound No. 2242)
[0565]
Embedded image
[0566]
Synthesis was performed in the same manner as in Example (9-3) using 95 μL of 4-n-butoxyaniline instead of 4-t-butylcyclohexylamine to obtain 47 mg of the objective compound.
[0567]
1H NMR (CDThreeOD) δppm: 7.87 (d, J = 8.1 Hz, 1H), 7.51 (d, J = 8.9 Hz, 2H), 6.89 (d, J = 8.9 Hz, 2H), 6.06 (m, 1H), 5.77 (d , J = 3.7 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.29 (d, J = 4.4 Hz, 1H), 4.83 (d, J = 2.1 Hz, 1H), 4.52 (dd, J = 2.0 and 5.9 Hz, 1H), 4.44 (dd, J = 3.3 and 4.2 Hz, 1H), 4.25 (m, 1H), 4.08 (t, J = 4.4 Hz, 1H), 3.96 (t, J = 6.5 Hz , 2H), 3.74 (t, J = 5.4 Hz, 1H), 3.29 (s, 3H), 1.74 (m, 2H), 1.50 (m, 2H), 0.98 (t, J = 7.6 Hz, 3H).
[0568]
IR (KBr) νcm-1: 3407, 3358, 2958, 2935, 2874, 1685, 1597, 1528, 1512, 1465, 1414, 1385, 1245, 1173, 1112, 1061.
Example 63 (Compound No. 2382)
[0569]
Embedded image
[0570]
Synthesis in the same manner as in Example (9-3) using 110 mg of 4-n-hexyloxyaniline instead of 4-t-butylcyclohexylamine to obtain 46 mg of the target compound.
[0571]
1H NMR (CDThreeOD) δppm: 7.86 (d, J = 8.1 Hz, 1H), 7.50 (m, 2H), 6.89 (m, 2H), 6.06 (m, 1H), 5.77 (d, J = 3.7 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.28 (d, J = 4.2 Hz, 1H), 4.83 (d, J = 1.7 Hz, 1H), 4.52 (dd, J = 2.1 and 5.9 Hz, 1H), 4.44 (t, J = 4.3 Hz, 1H), 4.25 (m, 1H), 4.08 (m, 1H), 3.96 (t, J = 6.5 Hz, 2H), 3.74 (t, J = 5.4 Hz, 1H), 3.29 (s, 3H), 1.75 (m, 2H), 1.48 (m, 2H), 1.37 (m, 4H), 0.98 (t, J = 7.1 Hz, 3H).
[0572]
IR (KBr) νcm-1: 3348, 2933, 2871, 1685, 1597, 1528, 1513, 1467, 1414, 1385, 1245, 1111, 1078, 1060, 1019.
Example 64 (Compound No. 2312)
[0573]
Embedded image
[0574]
Synthesis was performed in the same manner as in Example (9-3) using 105 μL of 4-n-pentoxyaniline instead of 4-t-butylcyclohexylamine to obtain 105 mg of the target compound.
[0575]
1H NMR (CDThreeOD) δppm: 7.86 (d, J = 8.1 Hz, 1H), 7.51 (m, 2H), 6.89 (m, 2H), 6.07 (m, 1H), 5.77 (d, J = 3.8 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.29 (d, J = 4.3 Hz, 1H), 4.83 (d, J = 2.0 Hz, 1H), 4.52 (dd, J = 1.9 and 5.9 Hz, 1H), 4.44 (m, 1H), 4.25 (m, 1H), 4.09 (t, J = 4.3 Hz, 1H), 3.96 (t, J = 6.3 Hz, 2H), 3.74 (t, J = 5.4 Hz, 1H), 3.29 (s, 3H), 1.76 (m, 2H), 1.44 (m, 2H), 0.95 (t, J = 7.2 Hz, 3H).
[0576]
IR (KBr) νcm-13407, 2956, 2934, 2872, 1685, 1597, 1528, 1513, 1466, 1414, 1386, 1247, 1112, 1060, 1019.
Example 65 (Compound No. 4202)
[0577]
Embedded image
[0578]
Synthesis was performed in the same manner as in Example (9-3) using 73 μL of 3-trifluoromethyl-4-fluoroaniline instead of 4-t-butylcyclohexylamine to obtain 114 mg of the objective compound.
[0579]
1H NMR (CDThreeOD) δppm: 8.09 (dd, J = 2.6 and 6.3 Hz, 1H), 7.97 (m, 1H), 7.86 (d, J = 8.1 Hz, 1H), 7.33 (t, J = 9.6 Hz, 1H), 6.11 (m, 1H), 5.75 (m, 2H), 5.31 (d, J = 3.8 Hz, 1H), 4.82 (d, J = 2.1 Hz, 1H), 4.51 (dd, J = 2.0 and 6.3 Hz, 1H) , 4.45 (dd, J = 3.2 and 4.3 Hz, 1H), 4.26 (t, J = 4.0 Hz, 1H), 4.12 (m, 1H), 3.72 (t, J = 5.5 Hz, 1H), 3.25 (s, 3H).
[0580]
IR (KBr) νcm-1: 3407, 2932, 1686, 1542, 1508, 1464, 1429, 1386, 1329, 1269, 1243, 1136, 1056, 1019.
Example 66 (Compound No. 6596)
[0581]
Embedded image
[0582]
Synthesis was performed in the same manner as in Example (38-3) using 120 mg of the compound of Example (38-2) and 45 mg of 2-aminothiazole instead of L-(−)-α-phenethylamine to obtain 81 mg of the target compound. It was.1H NMR (CDThreeOD) δppm: 7.84 (d, J = 8.1 Hz, 1H), 7.50 (d, J = 3.6 Hz, 1H), 7.18 (d, J = 3.6 Hz, 1H), 6.19 (m, 1H), 5.76 (d , J = 3.9 Hz, 1H), 5.74 (d, J = 8.1 Hz, 1H), 5.32 (d, J = 4.4 Hz, 1H), 4.83 (m, 1H), 4.50 (dd, J = 2.3 and 5.8 Hz , 1H), 4.45 (m, 1H), 4.27 (m, 1H), 4.08 (m, 1H), 3.75 (t, J = 5.3 Hz, 1H), 3.27 (s, 3H).
[0583]
IR (KBr) νcm-1: 3334, 2937, 2834, 1685, 1541, 1463, 1393, 1322, 1269, 1224, 1138, 1113, 1059, 1019.
Example 67 (Compound No. 6601)
[0584]
Embedded image
[0585]
Synthesis was performed in the same manner as in Example (38-3) using 120 mg of the compound of Example (38-2) and 45 mg of 2-amino-4,5-dihydrothiazole instead of L-(-)-α-phenethylamine. To give 54 mg of the target compound.
[0586]
1H NMR (CDThreeOD) δppm: 7.87 (d, J = 8.1 Hz, 1H), 6.24 (d, J = 3.5 Hz, 1H), 5.84 (d, J = 4.9 Hz, 1H), 5.74 (d, J = 8.1 Hz, 1H ), 5.16 (d, J = 5.1 Hz, 1H), 4.67 (d, J = 2.1 Hz, 1H), 4.51 (dd, J = 2.1 and 4.8 Hz, 1H), 4.38 (t, J = 4.1 Hz, 1H) ), 4.24 (t, J = 4.9 Hz, 1H), 3.97 (t, J = 4.8 Hz, 1H), 3.86 (t, J = 4.9 Hz, 1H), 3.78 (t, J = 7.9 Hz, 2H), 3.41 (s, 3H), 3.34 (m, 2H).
[0587]
IR (KBr) νcm-1: 3313, 2939, 1685, 1614, 1549, 1465, 1442, 1395, 1333, 1266, 1224, 1204, 1113, 1058, 1018.
Example 68 (Compound No. 6606)
[0588]
Embedded image
[0589]
Using 80 mg of the compound of Example (38-2) and 42 mg of 2-amino-5-cyclopropyl-1,3,4-thiadiazole instead of L-(−)-α-phenethylamine, Example (38-3) ) To obtain 59 mg of the target compound.
[0590]
1H NMR (CDThreeOD) δppm: 7.84 (d, J = 8.1 Hz, 1H), 6.19 (d, J = 2.4 Hz, 1H), 5.76 (d, J = 3.9 Hz, 1H), 5.73 (d, J = 8.1 Hz, 1H ), 5.32 (d, J = 4.2 Hz, 1H), 4.83 (d, J = 2.2 Hz, 1H), 4.50 (dd, J = 2.2 and 5.8 Hz, 1H), 4.45 (dd, J = 2.3 and 4.2 Hz , 1H), 4.24 (m, 1H), 4.10 (m, 1H), 3.73 (t, J = 5.4 Hz, 1H), 3.27 (s, 3H), 2.47 (m, 1H), 1.22 (m, 2H) , 1.06 (m, 2H).
[0591]
IR (KBr) νcm-1: 3333, 2935, 2853, 1685, 1536, 1483, 1464, 1393, 1308, 1273, 1204, 1137, 1115, 1058, 1017.
Example 69 (Compound No. 6611)
[0592]
Embedded image
[0593]
Synthesis was performed in the same manner as in Example (38-3) using 120 mg of the compound of Example (38-2) and 42 mg of 2-aminoquinoline instead of L-(−)-α-phenethylamine, to obtain 56 mg of the target compound. It was.
[0594]
1H NMR (CDThreeOD) δppm: 9.07 (d, J = 2.2 Hz, 1H), 8.77 (d, J = 2.5 Hz, 1H), 7.87 (d, J = 8.1 Hz, 1H), 7.67 (m, 4H), 6.18 (m , 1H), 5.76 (m, 2H), 5.36 (d, J = 3.8 Hz, 1H), 4.87 (m, 1H), 4.54 (dd, J = 2.0 and 6.1 Hz, 1H), 4.49 (dd, J = 2.1 and 4.2 Hz, 1H), 4.27 (dd, J = 3.6 and 4.9 Hz, 1H), 4.15 (m, 1H), 3.76 (dd, J = 5.1 and 6.2 Hz, 1H), 3.27 (s, 3H).
Example 70 (Compound No. 6616)
[0595]
Embedded image
[0596]
Synthesis was performed in the same manner as in Example (9-3) using 153 mg of holotine hydrochloride and 204 μL of triethylamine instead of 4-t-butylcyclohexylamine to obtain 81 mg of the target compound.
[0597]
1H NMR (CDThreeOD) δppm: 7.88 (d, J = 8.1 Hz, 1H), 7.19 (s, 1H), 6.08 (d, J = 3.6 Hz, 1H), 5.82 (d, J = 4.4 Hz, 1H), 5.74 (d , J = 8.1 Hz, 1H), 5.28 (d, J = 5.0 Hz, 1H), 4.79 (d, J = 2.1 Hz, 1H), 4.54 (dd, J = 2.2 and 5.1 Hz, 1H), 4.43 (t , J = 4.0 Hz, 1H), 4.28 (m, 1H), 4.05 (m, 1H), 3.79 (t, J = 5.0 Hz, 1H), 3.41 (s, 3H).
[0598]
IR (KBr) νcm-1: 3379, 3071, 2936, 2834, 1683, 1520, 1462, 1385, 1316, 1268, 1190, 1110, 1060, 1018.
Example 71 (Compound No. 6621)
[0599]
Embedded image
[0600]
Synthesis was performed in the same manner as in Example 3 using 82 μL of pyrrolidine to obtain 12 mg of the target compound.
[0601]
1H NMR (CDThreeOD) δppm: 7.95 (d, J = 8.1 Hz, 1H), 5.85 (d, J = 4.0 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.56 (d, J = 4.4 Hz, 1H ), 5.15 (d, J = 6.6 Hz, 1H), 4.55 (m, 2H), 4.33 (t, J = 4.4 Hz, 1H), 4.28 (t, J = 4.6 Hz, 1H), 3.90 (m, 2H ), 3.68 (m, 2H), 3.45 (m, 2H), 3.42 (s, 3H), 1.93 (m, 4H).
[0602]
IR (KBr) νcm-1: 3389, 2935, 2883, 1687, 1614, 1515, 1455, 1389, 1338, 1268, 1196, 1136, 1114, 1091, 1060.
Example 72 (Compound No. 66)
[0603]
Embedded image
[0604]
Synthesis was performed in the same manner as in Example (38-3) using 80 mg of the compound of Example (38-2) and 32 μL of N-methylaniline instead of L-(−)-α-phenethylamine to obtain 40 mg of the target compound. It was.
[0605]
1H NMR (CDThreeOD) δppm: 7.88 (d, J = 8.1 Hz, 1H), 7.45-7.05 (m, 5H), 5.87 (d, J = 5.2 Hz, 1H), 5.69 (d, J = 8.1 Hz, 1H), 5.66 (d, J = 5.2 Hz, 1H), 4.85 (m, 1H), 4.40 (m, 1H), 4.23 (m, 2H), 3.18 (m, 1H), 3.13 (m, 1H), 3.55 (s, 3H), 3.36 (s, 3H).
[0606]
IR (KBr) νcm-1: 3335, 2935, 2833, 1685, 1593, 1496, 1463, 1390, 1271, 1203, 1134, 1089, 1060.
Example 73 (Compound No. 6626)
[0607]
Embedded image
[0608]
The target compound was synthesized in the same manner as in Example (38-3) using 160 mg of Example (38-2) and 300 μL of N-methyl-n-butylamine instead of L-(−)-α-phenethylamine. 61 mg was obtained.
[0609]
1H NMR (CDThreeOD) δppm: 7.95 (d, J = 8.1 Hz, 1H), 5.88 (m, 1H), 5.74 (d, J = 8.1 Hz, 1H), 5.27 (dd, J = 4.3 and 18.0 Hz, 1H), 5.15 (m, 1H), 4.52 (m, 2H), 4.31 (t, J = 4.4 Hz, 1H), 4.29 (br s, 1H), 3.91 (m, 2H), 3.44 and 3.42 (2s, 3H), 3.10 and 2.92 (2s, 3H), 1.58 (m, 2H), 1.32 (m, 2H), 0.94 (t, J = 7.3 Hz, 3H).
[0610]
IR (KBr) νcm-1: 3403, 2958, 2933, 2874, 1686, 1625, 1492, 1463, 1408, 1386, 1268, 1111, 1091, 1061, 1024.
Example 74 (Compound No. 6627)
[0611]
Embedded image
[0612]
Synthesis was performed in the same manner as in Example 3 using 200 μL of 3-phenylpropylamine to obtain 30 mg of the target compound.
[0613]
1H NMR (CDThreeOD) δppm: 7.87 (d, J = 8.1 Hz, 1H), 7.28-7.14 (m, 5H), 5.95 (m, 1H), 5.79 (d, J = 4.2 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.21 (d, J = 4.4 Hz, 1H), 4.68 (d, J = 2.0 Hz, 1H), 4.49 (m, 1H), 4.38 (m, 1H), 4.23 (t, J = 4.5 Hz, 1H), 4.03 (m, 1H), 3.70 (t, J = 5.2 Hz, 1H), 3.34 (s, 3H), 3.32 (m, 2H), 2.65 (t, J = 7.5 Hz, 2H) .
[0614]
IR (KBr) νcm-1: 3350, 2935, 1685, 1532, 1496, 1462, 1391, 1267, 1136, 1116, 1094, 1058.
Example 75 (Compound No. 6628)
[0615]
Embedded image
[0616]
Synthesis was performed in the same manner as in Example 3 using 200 μL of 3,3-diphenylpropylamine to obtain 36 mg of the objective compound.
[0617]
1H NMR (CDThreeOD) δppm: 7.86 (d, J = 8.1 Hz, 1H), 7.30-7.12 (m, 10H), 5.93 (m, 1H), 5.79 (d, J = 4.0 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.19 (d, J = 4.4 Hz, 1H), 4.67 (d, J = 2.1 Hz, 1H), 4.49 (m, 1H), 4.37 (m, 1H), 4.23 (t, J = 4.5 Hz, 1H), 4.00 (m, 2H), 3.68 (t, J = 5.2 Hz, 1H), 3.30 (s, 3H), 3.35-3.17 (m, 2H), 2.32 (quartet, J = 7.7 Hz, 2H).
[0618]
IR (KBr) νcm-1: 3344, 3061, 3027, 2936, 1685, 1529, 1495, 1453, 1390, 1268, 1136, 1115, 1095, 1057, 1030.
Example 76 (Compound No. 69)
[0619]
Embedded image
[0620]
Synthesis was performed in the same manner as in Example (9-3) using 160 mg of phenol in place of 4-t-butylcyclohexylamine to obtain 14 mg of the target compound.
[0621]
1H NMR (CDThreeOD) δppm: 7.93 (d, J = 8.1 Hz, 1H), 7.42 (m, 2H), 7.28 (m, 1H), 7.14 (m, 2H), 6.34 (d, J = 4.0 Hz, 1H), 5.85 (d, J = 4.4 Hz, 1h), 5.75 (d, J = 8.1 Hz, 1H), 5.23 (d, J = 5.8 Hz, 1H), 4.62 (d, J = 1.6 Hz, 1H), 4.57 (m , 1H), 4.45 (t, J = 4.3 Hz, 1H), 4.27 (t, J = 4.7 Hz, 1H), 4.00 (m, 2H), 3.42 (s, 3H).
[0622]
IR (KBr) νcm-1: 3404, 2925, 2852, 1684, 1591, 1487, 1460, 1386, 1301, 1248, 1195, 1162, 1111, 1064, 1019.
Example 77 (Compound No. 6629)
[0623]
Embedded image
[0624]
Synthesis was performed in the same manner as in Example (9-3) using 191 μL of phenethyl alcohol instead of 4-t-butylcyclohexylamine to obtain 38 mg of the objective compound.
[0625]
1H NMR (CDThreeOD) δppm: 7.89 (d, J = 8.1 Hz, 1H), 7.25 (m, 5H), 6.07 (d, J = 4.0 Hz, 1H), 5.83 (d, J = 4.6 Hz, 1H), 5.72 (d , J = 8.1 Hz, 1H), 5.12 (d, J = 5.8 Hz, 1H), 4.55 (m, 2H), 4.39 (t, J = 6.8 Hz, 2H), 4.35 (t, J = 4.2 Hz, 1H ), 4.21 (t, J = 4.7 Hz, 1H), 3.92 (m, 1H), 3.86 (t, J = 4.9 Hz, 1H), 3.37 (s, 3H), 2.98 (t, J = 6.8 Hz, 2H ).
[0626]
IR (KBr) νcm-1: 3420, 2934, 1684, 1462, 1389, 1265, 1113, 1088, 1062, 1026.
Example 78 (Compound No. 6630)
[0627]
Embedded image
[0628]
Synthesis was performed in the same manner as in Example (9-3) using 169 μL of cyclohexanol instead of 4-t-butylcyclohexylamine to obtain 33 mg of the target compound.
[0629]
1H NMR (CDThreeOD) δppm: 7.91 (d, J = 8.1 Hz, 1H), 6.10 (d, J = 4.0 Hz, 1H), 5.85 (d, J = 4.6 Hz, 1H), 5.73 (d, J = 8.1 Hz, 1H ), 5.14 (d, J = 5.8 Hz, 1H), 4.56 (m, 2H), 4.36 (t, J = 4.3 Hz, 1H), 4.24 (t, J = 5.0 Hz, 1H), 3.92 (m, 2H ), 3.46 (s, 3H), 1.88 (m, 2H), 1.75 (m, 2H), 1.60-1.30 (m, 6H).
Example 79 (Compound No. 6631)
[0630]
Embedded image
[0631]
(79-1)
[0632]
Embedded image
[0633]
2 g of the compound of Example (38-2) was dissolved in 30 mL of DMF, 1.04 mL of aniline, 820 mg of HOBT and 1.37 mL of DIPC were added, and the mixture was stirred at room temperature. After 1 hour, 1 mL of methanol was added, and the solvent was distilled off under reduced pressure. The residue was applied to a silica gel column (80 g) and eluted with 3% methanol-methylene chloride to obtain 1.5 g of the target compound.
[0634]
1H NMR (CDThreeOD) δppm: 7.87 (d, J = 8.1 Hz, 1H), 7.65 (m, 2H), 7.35 (m, 2H), 7.16 (t, J = 7.3 Hz, 1H), 6.23 (d, J = 3.8 Hz , 1H), 5.80 (d, J = 3.7 Hz, 1H), 5.72 (d, J = 8.1 Hz, 1H), 5.20 (d, J = 5.0 Hz, 1H), 4.78 (dd, J = 3.8 and 5.9 Hz , 1H), 4.56 (dd, J = 1.8 and 6.1 Hz, 1H), 4.38 (t, J = 5.6 Hz, 1H), 4.29 (m, 1H), 3.84 (t, J = 5.5 Hz, 1H), 3.30 (s, 3H), 1.88 (m, 4H), 1.72 (m, 4H).
[0635]
IR (KBr) νcm-1: 3331, 3100, 3064, 2959, 2940, 1690, 1599, 1533, 1498, 1445, 1388, 1321, 1300, 1268, 1243, 1207, 1101, 1072.
(79-2)
[0636]
Embedded image
[0637]
150 mg of the compound of Example (79-1) was dissolved in 4.5 mL of pyridine, 131 μL of n-heptanoic acid anhydride and 3 mg of dimethylaminopyridine were added, and the mixture was stirred at room temperature. After 4 hours, 1 mL of methanol was added, and the solvent was distilled off under reduced pressure. The residue was dissolved in 150 mL of ethyl acetate, washed successively with 150 mL each of saturated aqueous sodium hydrogen carbonate and saturated brine, and dried over anhydrous sodium sulfate. After the solvent was distilled off under reduced pressure, the residue was applied to a silica gel column (8 g) and eluted with 1.5% methanol-methylene chloride to obtain 155 mg of the target compound.
[0638]
1H NMR (CDThreeOD) δppm: 7.84 (d, J = 8.1 Hz, 1H), 7.63 (d, J = 7.5 Hz, 2H), 7.34 (t, J = 8.0 Hz, 2H), 7.16 (t, J = 7.3 Hz, 1H ), 6.22 (d, J = 3.8 Hz, 1H), 5.94 (d, J = 4.7 Hz, 1H), 5.74 (d, J = 8.1 Hz, 1H), 5.38 (t, J = 4.7 Hz, 1H), 5.22 (d, J = 5.0 Hz, 1H), 4.85 (m, 2H), 4.55 (m, 1H), 4.39 (t, J = 5.5 Hz, 1H), 4.09 (t, J = 5.0 Hz, 1H), 3.30 (s, 3H), 2.38 (t, J = 7.2 Hz, 2H), 1.88 (m, 4H), 1.72 (m, 4H), 1.60 (m, 2H), 1.30 (m, 6H), 0.88 (t , J = 6.8 Hz, 3H).
(79-3)
[0639]
Embedded image
[0640]
155 mg of the compound of Example (79-2) was dissolved in 73 mL of methylene chloride, 3 mL of trifluoroacetic acid was added, and the mixture was stirred at room temperature. After 4 hours, the solvent was distilled off under reduced pressure, and the residue was azeotroped several times with ethanol. The residue was applied to a silica gel column (8 g) and eluted with 6% methanol-methylene chloride to obtain 121 mg of the target compound.
[0641]
1H NMR (CDThreeOD) δppm: 7.86 (d, J = 8.1 Hz, 1H), 7.64 (m, 2H), 7.35 (m, 2H), 7.15 (t, J = 7.4 Hz, 1H), 6.08 (d, J = 2.5 Hz , 1H), 5.90 (d, J = 4.4 Hz, 1H), 5.76 (d, J = 8.1 Hz, 1H), 5.37 (t, J = 4.7 Hz, 1H), 5.31 (d, J = 4.5 Hz, 1H ), 4.85 (m, 1H), 4.50 (m, 2H), 4.10 (m, 1H), 4.02 (t, J = 5.2 Hz, 1H), 3.26 (s, 3H), 2.36 (t, J = 7.3 Hz , 2H), 1.60 (m, 2H), 1.30 (m, 6H), 0.87 (t, J = 6.8 Hz, 3H).
[0642]
IR (KBr) νcm-1: 3342, 3100, 3065, 2958, 2931, 2957, 1689, 1599, 1534, 1498, 1462, 1444, 1384, 1322, 1263, 1238, 1206, 1158, 1109, 1060, 1021.
Example 80 (Compound No. 5)
[0643]
Embedded image
[0644]
150 mg of the compound of Example (79-1) was dissolved in 4.5 mL of pyridine, 180 μL of pelargonic anhydride and 8 mg of dimethylaminopyridine were added, and the mixture was stirred at room temperature. After 1 hour, the solvent was distilled off under reduced pressure, the residue was dissolved in 100 mL of ethyl acetate, washed successively with 100 mL each of saturated aqueous sodium hydrogen carbonate and saturated brine, and dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure, the residue was dissolved in 77 mL of methylene chloride, 3.85 mL of trifluoroacetic acid was added, and the mixture was stirred at room temperature. After 1.5 hours, the solvent was distilled off under reduced pressure. After azeotropic distillation with toluene several times, the residue was applied to a silica gel column (25 g) and eluted with 10% methanol-methylene chloride to obtain 41 mg of the target compound.
[0645]
1H NMR (CDThreeOD) δppm: 7.86 (d, J = 8.1 Hz, 1H), 7.64 (m, 2H), 7.34 (m, 2H), 7.15 (m, 1H), 6.09 (m, 1H), 5.90 (d, J = 4.4 Hz, 1H), 5.76 (d, J = 8.1 Hz, 1H), 5.37 (t, J = 4.7 Hz, 1H), 5.31 (d, J = 4.6 Hz, 1H), 4.85 (m, 1H), 4.50 (m, 2H), 4.10 (m, 1H), 4.02 (t, J = 5.2 Hz, 1H), 3.26 (s, 3H), 2.36 (t, J = 7.3 Hz, 2H), 1.58 (m, 2H) , 1.28 (m, 10H), 0.88 (t, J = 6.8 Hz, 3H).
[0646]
IR (KBr) νcm-1: 3357, 3100, 3063, 2955, 2927, 2855, 1687, 1600, 1535, 1498, 1465, 1444, 1385, 1322, 1270, 1243, 1154, 1113, 1060, 1021.
Example 81 (Compound No. 6)
[0647]
Embedded image
[0648]
Using n-decanoic anhydride instead of pelargonic anhydride, synthesis was carried out in the same manner as in Example 80 to obtain 120 mg of the target compound.
[0649]
1H NMR (CDThreeOD) δppm: 7.86 (d, J = 8.1 Hz, 1H), 7.63 (m, 2H), 7.33 (t, J = 7.8 Hz, 2H), 7.14 (t, J = 7.4 Hz, 1H), 6.08 (d , J = 4.0 Hz, 1H), 5.90 (d, J = 4.3 Hz, 1H), 5.76 (d, J = 8.1 Hz, 1H), 5.37 (t, J = 4.7 Hz, 1H), 5.31 (d, J = 4.5 Hz, 1H), 4.85 (m, 1H), 4.50 (m, 2H), 4.09 (t, J = 4.3 Hz, 1H), 4.02 (t, J = 5.2 Hz, 1H), 3.26 (s, 3H ), 2.36 (t, J = 7.3 Hz, 2H), 1.60 (m, 2H), 1.27 (m, 12H), 0.89 (t, J = 6.8 Hz, 3H).
[0650]
IR (KBr) νcm-1: 3343, 3-98, 3064, 2955, 2927, 2854, 1690, 1599, 1534, 1498, 1463, 1444, 1383, 1321, 1266, 1243, 1152, 1112, 1060, 1021.
Example 82 (Compound No. 7)
[0651]
Embedded image
[0652]
Synthesis was performed in the same manner as in Example 80 using n-dodecanoic anhydride instead of pelargonic anhydride to obtain 79 mg of the objective compound.
[0653]
1H NMR (CDThreeOD) δppm: 7.86 (d, J = 8.1 Hz, 1H), 7.64 (m, 2H), 7.33 (m, 2H), 7.14 (m, 1H), 6.08 (d, J = 4.0 Hz, 1H), 5.90 (d, J = 4.4 Hz, 1H), 5.76 (d, J = 8.1 Hz, 1H), 5.37 (t, J = 4.7 Hz, 1H), 5.31 (d, J = 4.5 Hz, 1H), 4.85 (m , 1H), 4.50 (m, 2H), 4.09 (m, 1H), 4.02 (t, J = 5.2 Hz, 1H), 3.26 (s, 3H), 2.36 (t, J = 7.3 Hz, 2H), 1.60 (m, 2H), 1.27 (m, 16H), 0.89 (t, J = 7.4 Hz, 3H).
[0654]
IR (KBr) νcm-1: 3343, 3098, 3064, 2926, 2854, 1689, 1600, 1534, 1498, 1464, 1444, 1384, 1322, 1269, 1243, 1149, 1113, 1060, 1021.
Example 83 (Compound No. 9)
[0655]
Embedded image
[0656]
Synthesis was carried out in the same manner as in Example 80 using 270 mg of the compound of Example (79-1) and 465 mg of palmitic anhydride instead of pelargonic anhydride to obtain 297 mg of the objective compound.
[0657]
1H NMR (CDThreeOD) δppm: 7.86 (d, J = 8.1 Hz, 1H), 7.63 (m, 2H), 7.34 (m, 2H), 7.14 (m, 1H), 6.08 (d, J = 2.5 Hz, 1H), 5.90 (d, J = 4.4 Hz, 1H), 5.76 (d, J = 8.1 Hz, 1H), 5.37 (t, J = 4.7 Hz, 1H), 5.31 (d, J = 4.6 Hz, 1H), 4.85 (m , 1H), 4.50 (m, 2H), 4.10 (m, 1H), 4.02 (t, J = 5.2 Hz, 1H), 3.26 (s, 3H), 2.36 (t, J = 7.3 Hz, 2H), 1.60 (m, 2H), 1.27 (m, 24H), 0.89 (t, J = 6.8 Hz, 3H).
[0658]
IR (KBr) νcm-1: 3346, 3099, 3064, 2925, 2853, 1691, 1599, 1534, 1498, 1464, 1444, 1412, 1382, 1320, 1268, 1242, 1148, 1113, 1086, 1060, 1021.
Example 84 (Compound No. 567)
[0659]
Embedded image
[0660]
(84-1)
[0661]
Embedded image
[0662]
700 mg of the compound of Example (9-2) was dissolved in 9 mL of dimethylformamide, 497 μL of 4-n-amylaniline, 303 mg of HOBT, and 504 μL of diisopropylcarbodiimide were added and stirred at room temperature. After 105 minutes, the solvent was distilled off under reduced pressure, and the residue was dissolved in 200 mL of ethyl acetate, washed successively with 200 mL of 0.01N hydrochloric acid, saturated aqueous sodium bicarbonate, and saturated brine, and dried over anhydrous sodium sulfate. After the solvent was distilled off under reduced pressure, the residue was applied to a silica gel column (103 g) and eluted with 4% methanol-methylene chloride to obtain 764 mg of the target compound.
[0663]
1H NMR (CDClThree) δppm: 9.06 (br s, 1H), 8.40 (s, 1H), 7.70 (d, J = 8.8 Hz, 1H), 7.49 (d, J = 8.1 Hz, 2H), 7.14 (d, J = 8.1 Hz , 2H), 7.10 (br s, 1H), 6.48 (d, J = 4.4 Hz, 1H), 6.10 (br s, 1H), 5.79 (d, J = 2.9 Hz, 1H), 5.73 (d, J = 8.1 Hz, 1H), 4.80 (dd, J = 4.4 and 5.9 Hz, 1H), 4.75 (m, 2H), 4.42 (m, 1H), 4.12 (t, J = 6.6 Hz, 1H), 4.03 (m, 1H), 3.60 (br s, 1H), 3.42 (s, 3H), 2.56 (t, J = 7.3 Hz, 2H), 1.58 (m, 2H), 1.49 (s, 3H), 1.45 (s, 3H) , 1.35 (m, 4H), 0.88 (t, J = 6.8 Hz, 3H).
(84-2)
[0664]
Embedded image
[0665]
760 mg of the compound of Example (84-1) was dissolved in 25 mL of pyridine, 677 mg of dodecanoic anhydride and 15 mg of dimethylaminopyridine were added, and the mixture was stirred at room temperature. After 2 hours and 40 minutes, the solvent was distilled off under reduced pressure. The residue was dissolved in 200 mL of methylene chloride, washed successively with 200 mL of 0.01N hydrochloric acid, saturated aqueous sodium bicarbonate, and saturated brine, and dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure, the residue was dissolved in 50 mL of methanol, 700 mg of Amberlyst 15 was added, and the mixture was heated to reflux. After 6 hours, the mixture was filtered through Celite, the solvent was distilled off under reduced pressure, and the residue was applied to a silica gel column (104 g) and eluted with 7% methanol-methylene chloride to obtain 665 mg of the target compound.
[0666]
1H NMR (CDThreeOD) δppm: 7.86 (d, J = 8.1 Hz, 1H), 7.51 (d, J = 8.5 Hz, 2H), 7.15 (d, J = 8.5 Hz, 2H), 6.07 (d, J = 3.8 Hz, 1H ), 5.91 (d, J = 4.5 Hz, 1H), 5.76 (d, J = 8.1 Hz, 1H), 5.36 (t, J = 4.7 Hz, 1H), 5.30 (d, J = 4.6 Hz, 1H), 4.85 (m, 1H), 4.52 (dd, J = 1.6 and 5.1 Hz, 1H), 4.48 (t, J = 3.9 Hz, 1H), 4.08 (m, 1H), 4.03 (t, J = 5.1 Hz, 1H ), 3.27 (s, 3H), 2.59 (t, J = 7.7 Hz, 2H), 2.36 (t, J = 7.3 Hz, 2H), 1.60 (m, 4H), 1.40-1.25 (m, 20H), 0.90 (m, 6H).
[0667]
IR (KBr) νcm-1: 3344, 2956, 2926, 2854, 1690, 1595, 1527, 1464, 1413, 1381, 1319, 1269, 1242, 1150, 1112, 1060, 1021.
Example 85 (Compound No. 20)
[0668]
Embedded image
[0669]
300 mg of the compound of Example 43 was dissolved in 3 mL of pyridine, 0.15 mL of acetic anhydride and 4 mg of dimethylaminopyridine were added, and the mixture was stirred at room temperature. After 1 hour, the solvent was distilled off under reduced pressure. The residue was dissolved in 50 mL of ethyl acetate, washed twice with 50 mL of saturated aqueous sodium hydrogen carbonate, and dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure, and the residue was applied to a silica gel column (8 g) and eluted with 3% methanol-methylene chloride to obtain 270 mg of the target compound.
[0670]
1H NMR (CDThreeOD) δppm: 7.71 (d, J = 8.1 Hz, 1H), 7.64 (d, J = 8.5 Hz, 2H), 7.35 (t, J = 8.0 Hz, 2H), 7.16 (t, J = 7.3 Hz, 1H ), 6.09 (t, J = 1.9 Hz, 1H), 5.89 (d, J = 8.1 Hz, 1H), 5.84 (d, J = 3.6 Hz, 1H), 5.80 (m, 1H), 5.70 (m, 1H ), 5.51 (d, J = 2.7 Hz, 1H), 5.34 (dd, J = 3.7 and 5.1 Hz, 1H), 4.85 (m, 1H), 4.41 (dd, J = 2.0 and 6.5 Hz, 1H), 3.91 (dd, J = 5.4 and 6.3 Hz, 1H), 3.19 (s, 3H), 2.11 (s, 3H), 2.08 (s, 6H).
[0671]
IR (KBr) νcm-1: 3342, 3098, 3064, 2935, 2850, 1750, 1693, 1600, 1534, 1498, 1445, 1375, 1322, 1238, 1114, 1053.
Example 86 (Compound No. 163)
[0672]
Embedded image
[0673]
(86-1)
[0674]
Embedded image
[0675]
206 mg of the compound of Example (9-1) and 120 μL of 1,8-diazabicyclo [5.4.0] -7-undecene (DBU) were dissolved in 4 mL of dimethylformamide (DMF), and 4-methoxybenzylchloromethyl ether (T. Benneche , P. Strande, K. Undheim, Synthesis, Vol. 9, 762-763, 1983), 130 mg was added and stirred at room temperature. After 2.5 hours, the solvent was distilled off under reduced pressure, the residue was dissolved in 100 mL of methylene chloride, washed successively with 100 mL of 0.01N aqueous hydrochloric acid and saturated aqueous sodium bicarbonate, and dried over anhydrous magnesium sulfate. After evaporating the solvent under reduced pressure, the residue was applied to a silica gel column (30 g) and eluted with 1.5% methanol-methylene chloride to obtain 224 mg of the target compound.
[0676]
1H NMR (CDClThree) δppm: 7.67 (d, J = 8.1 Hz, 1H), 7.31 (d, J = 8.8 Hz, 2H), 7.12 (br s, 1H), 6.85 (m, 2H), 6.40 (d, 4.4 Hz, 1H ), 5.95 (d, J = 4.4 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.59 (br s, 1H), 5.44 (dd, J = 9.5 and 16.1 Hz, 2H), 4.73 ( m, 2H), 4.62 (s, 2H), 4.56 (d, J = 8.1 Hz, 1H), 4.52 (d, J = 1.5 Hz, 1H), 4.25 (m, 1H), 4.13 (t, J = 5.1 Hz, 1H), 4.02 (dd, J = 5.9 and 8.1 Hz, 1H), 3.82 (s, 3H), 3.79 (s, 3H), 3.59 (s, 3H), 3.02 (d, J = 6.6 Hz, 1H ), 1.50 (s, 3H), 1.45 (s, 3H).
[0677]
IR (KBr) νcm-1: 3449, 3362, 3104, 2988, 2934, 2853, 1715, 1669, 1612, 1514, 1457, 1412, 1371, 1304, 1280, 1248, 1219, 1167, 1086, 1065, 1015.
(86-2)
[0678]
Embedded image
[0679]
224 mg of the compound of Example (86-1) was dissolved in 2 mL of DMF, stirred at 0 ° C. under a nitrogen stream, and 20 mg of sodium hydride (60%) and 497 μL of 1-iodohexane were added. After 5 minutes, the temperature was returned to room temperature, and after another 35 minutes, the solvent was distilled off under reduced pressure. The residue was dissolved in 100 mL of methylene chloride, washed with 100 mL of 0.01N hydrochloric acid and saturated aqueous sodium bicarbonate, and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the residue was applied to a silica gel column (40 g) and eluted with 1% methanol-methylene chloride to obtain 64 mg of the target compound.
[0680]
1H NMR (CDClThree) δppm: 7.92 (d, J = 8.1 Hz, 1H), 7.31 (d, J = 8.8 Hz, 2H), 7.19 (br s, 1H), 6.86 (d, J = 8.8 Hz, 2H), 6.39 (d , J = 4.4 Hz, 1H), 5.88 (d, J = 1.5 Hz, 1H), 5.72 (d, J = 8.1 Hz, 1H), 5.68 (br s, 1H), 5.43 (dd, J = 10.3 and 17.5 Hz, 2H), 4.75 (m, 2H), 4.63 (s, 2H), 4.60 (d, J = 8.1 Hz, 1H), 4.55 (d, J = 1.5 Hz, 1H), 4.00 (m, 2H), 3.95 (m, 1H), 3.83 (m, 1H), 3.81 (s, 3H), 3.79 (s, 3H), 3.65 (m, 1H), 3.50 (s, 3H), 1.62 (m, 2H), 1.50 (s, 3H), 1.46 (s, 3H), 1.40-1.22 (m, 6H), 0.88 (m, 3H).
[0681]
IR (KBr) νcm-13450, 3342, 3103, 2932, 2858, 1713, 1699, 1670, 1612, 1514, 1456, 1411, 1371, 1304, 1278, 1248, 1220, 1167, 1092, 1067, 1017.
(86-3)
[0682]
Embedded image
[0683]
64 mg of the compound of Example (86-2) was dissolved in 1 mL of methylene chloride, 50 μL of water and 98 mg of 2,3-dichloro-5,6-dicyano-1,4-benzoquinone were added, and the mixture was stirred at room temperature. After 4 hours, insolubles were removed by filtration, diluted with 100 mL of methylene chloride, washed with 100 mL of saturated aqueous sodium bicarbonate and brine, and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the residue was applied to a silica gel column (10 g) and eluted with 3% methanol-methylene chloride to obtain 40 mg of the target compound.
[0684]
1H NMR (CDClThree) δppm: 8.33 (br s, 1H), 7.92 (d, J = 8.1 Hz, 1H), 7.19 (br s, 1H), 6.39 (d, J = 4.4 Hz, 1H), 5.91 (d, J = 2.2 Hz, 1H), 5.77 (br s, 1H), 5.71 (d, J = 8.1 Hz, 1H), 4.75 (dd, J = 4.4 and 6.6 Hz, 2H), 4.59 (d, J = 8.1 Hz, 1H) , 4.54 (d, J = 1.5 Hz, 1H), 4.00 (m, 3H), 3.81 (s, 3H), 3.75 (m, 1H), 3.60 (m, 1H), 3.51 (s, 3H), 1.60 ( m, 2H), 1.50 (s, 3H), 1.46 (s, 3H), 1.40-1.22 (m, 6H), 0.88 (t, J = 6.6 Hz, 3H).
[0685]
IR (KBr) νcm-1: 3454, 3199, 3098, 3063, 2988, 2934, 2859, 1696, 1458, 1383, 1307, 1265, 1248, 1220, 1166, 1122, 1092, 1066, 1016.
(86-4)
[0686]
Embedded image
[0687]
40 mg of the compound of Example (86-3) was dissolved in a mixed solvent of 6 mL of methanol and 3 mL of water, 334 μL of 1N aqueous sodium hydroxide solution was added, and the mixture was stirred at room temperature. 8 minutes later Dowex 50Wx8 (H+) Applied to a 10 mL column and eluted with 100 mL of methanol-water (1: 1). The solvent was distilled off under reduced pressure, the residue was azeotroped with toluene, dried, dissolved in 0.6 mL of DMF, 14 mg of 1-hydroxybenztriazole, 24 μL of diisopropylcarbodiimide, and 0.6 mL of 4-ethylaniline were added and stirred at room temperature. After 2 hours, the solvent was distilled off under reduced pressure, the residue was dissolved in 100 mL of methylene chloride, washed with 100 mL of 0.01N hydrochloric acid and saturated aqueous sodium bicarbonate, and then dried over anhydrous magnesium sulfate. After the solvent was distilled off under reduced pressure, the residue was dissolved in 2 mL of methanol, 60 mg of Amberlyst 15 was added, and the mixture was heated to reflux. After 7 hours, the insoluble material was removed by filtration, subjected to preparative silica gel thin layer chromatography, developed with methylene chloride-methanol (12: 1) and purified to obtain 30 mg of the target compound.
[0688]
1H NMR (CDThreeOD) δppm: 7.88 (d, J = 8.1 Hz, 1H), 7.54 (d, J = 8.5 Hz, 2H), 7.18 (d, J = 8.5 Hz, 2H), 6.06 (d, J = 2.5 Hz, 1H ), 5.84 (d, J = 3.4 Hz, 1H), 5.76 (d, J = 8.1 Hz, 1H), 5.30 (d, J = 4.2 Hz, 1H), 4.84 (m, 1H), 4.54 (m, 1H ), 4.45 (m, 1H), 4.11 (t, J = 4.4 Hz, 1H), 4.00 (m, 1H), 3.77 (m, 1H), 3.68 (m, 1H), 3.55 (m, 1H), 3.24 (s, 3H), 2.62 (quartet, J = 7.6 Hz, 2H), 1.55 (m, 2H), 1.40-1.20 (m, 6H), 1.22 (t, J = 7.6 Hz, 3H), 0.87 (m, 3H).
[0689]
IR (KBr) νcm-1: 3333, 2960, 2932, 2872, 2860, 1686, 1595, 1527, 1464, 1413, 1386, 1319, 1268, 1102, 1060, 1019.
Example 87 (Compound No. 5042)
[0690]
Embedded image
[0691]
(87-1)
1.2 mL of 1H, 1H-heptafluorobutanol was dissolved in 10 mL of tetrahydrofuran, 400 mg of sodium hydroxide and 1.27 mL of 4-fluoronitrobenzene were added, and the mixture was stirred at room temperature. After 4 hours, 100 mL of ethyl acetate was added, washed with 100 mL of water and saturated brine, and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, the residue was applied to a silica gel column (150 g) and eluted with hexane-ethyl acetate (30: 1) to give 2.0189 g of 1H, 1H-heptafluorobutyl-4-nitrophenyl ether. Obtained.
[0692]
1H NMR (CDClThree) δppm: 8.26 (d, J = 9.1 Hz, 2H), 7.05 (d, J = 9.1 Hz, 2H), 4.56 (t, J = 12.4 Hz, 2H).
(87-2)
2 g of the compound of Example (87-1) was dissolved in a mixed solvent of 16 mL of methanol and 4 mL of tetrahydrofuran, and the resulting solution was added to a solution of 3.12 g of hydrazine monohydrate in 20 mL of methanol and 10% palladium-carbon. 667 mg was added and stirred at room temperature. After 80 minutes, the mixture was filtered through celite, and the solvent was distilled off under reduced pressure. The residue was applied to a silica gel column (60 g) and eluted with hexane-ethyl acetate (15: 1-7: 2) to obtain 1.7178 g of 1H, 1H-heptafluorobutyl-4-aminophenyl ether.
[0693]
1H NMR (CDClThree) δppm: 6.79 (d, J = 8.8 Hz, 2H), 6.65 (d, J = 8.8 Hz, 2H), 4.37 (t, J = 13.2 Hz, 2H), 3.52 (br s, 1H), 1.57 (br s, 1H).
(87-3)
The title object compound (226 mg) was obtained in the same manner as in Example (9-3) using the compound of Example (87-2) instead of 4-t-butylcyclohexylamine.
[0694]
1H NMR (CDThreeOD) δppm: 7.86 (d, J = 8.1 Hz, 1H), 7.61 (d, J = 8.8 Hz, 2H), 7.02 (d, J = 8.8 Hz, 2H), 6.07 (m, 1H), 5.68 (m , 2H), 5.30 (d, J = 3.0 Hz, 1H), 4.83 (m, 1H), 4.64 (t, J = 13.2 Hz, 2H), 4.52 (m, 1H), 4.45 (m, 1H), 4.25 (m, 1H), 4.09 (m, 1H), 3.74 (m, 1H), 3.28 (s, 3H).
[0695]
IR (KBr) ν cm-1: 3398, 3348, 3101, 2935, 2852, 1687, 1602, 1530, 1513, 1462, 1414, 1393, 1354, 1228.
Example 88 (Compound No. 2942)
[0696]
Embedded image
[0697]
90 mg of the target compound was obtained in the same manner as in Example (9-3) using 3-fluoroaniline instead of 4-t-butylcyclohexylamine.
[0698]
1H NMR (CDThreeOD) δppm: 7.86 (d, J = 8.1 Hz, 1H), 7.61 (m, 1H), 7.42 (m, 1H), 7.34 (m, 1H), 6.88 (m, 1H), 6.09 (m, 1H) , 5.76 (m, 2H), 5.30 (d, J = 4.1 Hz, 1H), 4.84 (d, J = 2.0 Hz, 1H), 4.52 (dd, J = 1.9 and 6.2 Hz, 1H), 4.45 (t, J = 3.9 Hz, 1H), 4.25 (dd, J = 3.8 and 4.9 Hz, 1H), 4.09 (m, 1H), 3.74 (t, J = 5.5 Hz, 1H), 3.26 (s, 3H).
[0699]
IR (KBr) ν cm-1: 3401, 2937, 2836, 1685, 1614, 1604, 1537, 1493, 1463, 1446, 1425, 1393, 1319, 1267.
Example 89 (Compound No. 3502)
[0700]
Embedded image
[0701]
Synthesis in the same manner as in Example (9-3) using 2,4-difluoroaniline instead of 4-t-butylcyclohexylamine to obtain 131 mg of the objective compound.
[0702]
1H NMR (CDThreeOD) δppm: 7.88 (d, J = 8.1 Hz, 1H), 7.74 (m, 1H), 7.08 (m, 1H), 6.99 (m, 1H), 6.10 (d, J = 3.9, 1H), 5.81 ( d, J = 4.0 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.30 (d, J = 4.6 Hz, 1H), 4.76 (d, J = 1.7 Hz, 1H), 4.53 (dd, J = 1.8 and 5.3 Hz, 1H), 4.44 (t, J = 3.9 Hz, 1H), 4.27 (t, J = 4.5 Hz, 1H), 4.08 (t, J = 4.2 Hz, 1H), 3.78 (t, J = 5.1 Hz, 1H), 3.31 (s, 3H).
[0703]
IR (KBr) ν cm-1: 3417, 2936, 2836, 1686, 1611, 1534, 1498, 1463, 1432, 1386, 1330, 1263.
Example 90 (Compound No. 3852)
[0704]
Embedded image
[0705]
Synthesis was performed in the same manner as in Example (9-3) using 2,3,4-trifluoroaniline instead of 4-t-butylcyclohexylamine to obtain 168 mg of the objective compound.
[0706]
1H NMR (CDThreeOD) δppm: 7.88 (d, J = 8.1 Hz, 1H), 7.47 (m, 1H), 7.15 (m, 1H), 6.10 (m, 1H), 5.80 (d, J = 3.9 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.31 (d, J = 4.4 Hz, 1H), 4.76 (d, J = 1.8 Hz, 1H), 4.52 (m, 1H), 4.45 (m, 1H), 4.26 (m, 1H), 4.10 (m, 1H), 3.77 (t, J = 5.3 Hz, 1H), 3.36 (s, 3H).
[0707]
IR (KBr) ν cm-1: 3414, 2939, 2838, 1686, 1623, 1547, 1516, 1468, 1385, 1294, 1265.
Example 91 (Compound No. 5322)
[0708]
Embedded image
[0709]
(91-1)
835 mg of 2- (4-nitrophenyl) ethanol was dissolved in 30 mL of methylene chloride and stirred at −78 ° C. in a nitrogen atmosphere. A solution prepared by dissolving 1.98 mL of diethylaminosulfur trifluoride in 20 mL of methylene chloride was added dropwise thereto over 10 minutes, and the mixture was stirred while gradually returning to room temperature. After 30 minutes, the mixture was ice-cooled, and 50 mL of saturated aqueous sodium hydrogen carbonate was added to stop the reaction. The methylene chloride layer was washed again with 50 mL of saturated aqueous sodium hydrogen carbonate and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was applied to a silica gel column (25 g) and eluted with hexane-ethyl acetate (7: 2) to obtain 359 mg of 1-fluoro-2- (4-nitrophenyl) ethane.
[0710]
1H NMR (CDClThree) δppm: 8.20 (s, 2H), 7.40 (s, 2H), 4.67 (m, 2H), 3.10 (m, 2H).
(91-2)
353 mg of the compound of Example (91-1) was dissolved in a mixed solvent of 4 mL of methanol and 1 mL of tetrahydrofuran, and the resulting solution was added to a solution of 1.014 mL of hydracin monohydrate in 5 mL of methanol, and 10% palladium-carbon. 200 mg was added and stirred at room temperature. After 1 day, the mixture was refluxed at 80 ° C. After 1 day, 10% palladium-carbon (200 mg) was added, and the mixture was further refluxed for 9 hours. After the reaction, the mixture was filtered through celite, and the solvent was distilled off under reduced pressure. The residue was dissolved in 50 mL of ethyl acetate, washed twice with 50 mL of water, dried over anhydrous sodium sulfate, and the solvent was distilled off. The residue was applied to a silica gel column (30 g) and eluted with hexane-ethyl acetate (4: 1) to obtain 207 mg of 1-fluoro-2- (4-aminophenyl) ethane.
[0711]
1H NMR (CDClThree) δppm: 6.10 (m, 2H), 5.75 (m, 2H), 3.70 (m, 1H), 3.58 (m, 1H), 2.68 (br s, 2H), 1.99 (m, 2H).
(91-3)
207 mg of the compound of Example (91-2), 367 mg of Compound (VII), 254 μL of DIPC, and 162 mg of HOBT were dissolved in 8 mL of DMF, and stirred at 0 ° C. for 1 hour and at room temperature for 1 day. The solvent was distilled off under reduced pressure, and the residue was applied to a silica gel column (30 g) and eluted with methylene chloride-methanol (93: 7) to obtain a crude product. This was subjected to high performance liquid column chromatography (HPLC; Inertsil PREP-ODS, 30 × 250 mm), eluted with 30% aqueous acetonitrile, and lyophilized to obtain 359 mg of the target compound.
[0712]
1H NMR (CDThreeOD) δppm: 7.86 (d, J = 8.1 Hz, 1H), 7.58 (d, J = 8.4 Hz, 2H), 7.24 (d, J = 8.4 Hz, 2H), 6.08 (m, 1H), 5.77 (d , J = 3.7 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.30 (d, J = 4.3 Hz, 1H), 4.84 (d, J = 2.1 Hz, 1H), 4.64 (t, J = 6.5 Hz, 1H), 4.53 (m, 2H), 4.44 (t, J = 3.9 Hz, 1H), 4.25 (t, J = 4.3 Hz, 1H), 4.09 (m, 1H), 3.74 (t, J = 5.5 Hz, 1H), 3.28 (s, 3H), 3.00 (t, J = 6.3 Hz, 1H), 2.94 (t, J = 6.3 Hz, 1H).
[0713]
IR (KBr) ν cm-1: 3385, 2937, 2835, 1685, 1596, 1528, 1464, 1414, 1389, 1323, 1269.
Example 92 (Compound No. 4412)
[0714]
Embedded image
[0715]
Synthesis was performed in the same manner as in Example (91-3) using 118 μL of 4-methylthioaniline, 218 mg of compound (VII), 169 μL of DIPC, 102 mg of HOBT and 3 mL of DMF to obtain 51 mg of the target compound.
[0716]
1H NMR (CDThreeOD) δppm: 7.86 (d, J = 8.1 Hz, 1H), 7.59 (d, J = 8.8 Hz, 2H), 7.26 (d, J = 8.8 Hz, 2H), 6.08 (d, J = 2.9 Hz, 1H ), 5.76 (m, 2H), 5.30 (d, J = 4.4 Hz, 1H), 4.83 (m, 1H), 4.52 (m, 1H), 4.44 (m, 1H), 4.25 (t, J = 4.4 Hz , 1H), 4.09 (t, J = 4.4 Hz, 1H), 3.74 (t, J = 5.5 Hz, 1H), 3.22 (s, 3H), 2.46 (s, 3H).
[0717]
IR (KBr) ν cm-1: 3401, 2924, 2834, 1685, 1587, 1522, 1496, 1463, 1400, 1326, 1312, 1271, 1243.
Example 93 (Compound No. 4342)
[0718]
Embedded image
[0719]
Synthesis was performed in the same manner as in Example (91-3) using 117 μL of 4-trifluoromethoxyaniline, 201 mg of compound (VII), 158 μL of DIPC, 95 mg of HOBT and 2.9 mL of DMF to obtain 201 mg of the target compound.
[0720]
1H NMR (CDThreeOD) δppm: 7.86 (d, J = 8.2 Hz, 1H), 7.76 (d, J = 8.6 Hz, 2H), 7.26 (d, J = 8.6 Hz, 2H), 6.10 (m, 1H), 5.76 (m , 2H), 5.31 (d, J = 4.0 Hz, 1H), 4.83 (d, J = 2.0 Hz, 1H), 4.52 (dd, J = 1.9 and 6.2 Hz, 1H), 4.45 (dd, J = 3.2 and 4.3 Hz, 1H), 4.26 (dd, J = 3.8 and 4.8 Hz, 1H), 4.11 (t, J = 4.5 Hz, 1H), 3.74 (t, J = 5.5 Hz, 1H), 3.27 (s, 3H) .
[0721]
IR (KBr) ν cm-1: 3409, 2938, 2836, 1686, 1609, 1533, 1511, 1464, 1413, 1268, 1223, 1203.
Example 94 (Compound No. 4482)
[0722]
Embedded image
[0723]
Synthesis was performed in the same manner as in Example (91-3) using 121 μL of 4-trifluoromethylthioaniline, 195 mg of compound (VII), 151 μL of DIPC, 94 mg of HOBT, and 2.8 mL of DMF to obtain 102 mg of the target compound.
[0724]
1H NMR (CDThreeOD) δppm: 7.86 (d, J = 8.4 Hz, 1H), 7.83 (d, J = 8.7 Hz, 2H), 7.66 (d, J = 8.7 Hz, 2H), 6.12 (m, 1H), 5.75 (m , 2H), 5.31 (d, J = 4.2 Hz, 1H), 4.83 (d, J = 2.1 Hz, 1H), 4.51 (dd, J = 1.9 and 4.3 Hz, 1H), 4.45 (m, 1H), 4.26 (m, 1H), 4.10 (m, 1H), 3.73 (t, J = 5.5 Hz, 1H), 3.26 (s, 3H).
[0725]
IR (KBr) ν cm-1: 3408, 3352, 3104, 2936, 2836, 1686, 1589, 1522, 1463, 1401, 1315, 1271, 1243.
Example 95 (Compound No. 5532)
[0726]
Embedded image
[0727]
Synthesis was performed in the same manner as in Example (91-3) using 102 μL of 3-nitroaniline, 169 mg of compound (VII), 133 μL of DIPC, 83 mg of HOBT, and 2.9 mL of DMF to obtain 103 mg of the target compound.
[0728]
1H NMR (CDThreeOD) δppm: 8.70 (m, 1H), 8.07 (dd, J = 2.1 and 7.9 Hz, 1H), 8.01 (dd, J = 2.0 and 9.0 Hz, 1H), 7.86 (d, J = 8.1 Hz, 1H) , 7.59 (t, J = 8.2 Hz, 1H), 6.13 (m, 1H), 5.75 (m, 2H), 5.33 (d, J = 3.9 Hz, 1H), 4.85 (m, 1H), 4.51 (dd, J = 2.0 and 6.4 Hz, 1H), 4.46 (dd, J = 3.2 and 4.3 Hz, 1H), 4.26 (m, 1H), 4.12 (m, 1H), 3.74 (t, J = 5.5 Hz, 1H), 3.26 (s, 3H).
[0729]
IR (KBr) ν cm-1: 3351, 2937, 2835, 1685, 1595, 1533, 1463, 1430, 1391, 1355, 1328, 1300, 1268, 1248.
Example 96 (Compound No. 4762)
[0730]
Embedded image
[0731]
Synthesis was performed in the same manner as in Example (91-3) using 164 mg of 4-bromo-3-methylaniline, 203 mg of compound (VII), 158 μL of DIPC, 95 mg of HOBT and 2.9 mL of DMF to obtain 132 mg of the target compound.
[0732]
1H NMR (CDThreeOD) δppm: 7.86 (d, J = 8.2 Hz, 1H), 7.61 (d, J = 2.4 Hz, 1H), 7.49 (d, J = 8.7 Hz, 1H), 7.44 (dd, J = 2.4 and 8.7 Hz , 1H), 6.08 (m, 1H), 5.75 (m, 2H), 5.30 (d, J = 4.3 Hz, 1H), 4.83 (d, J = 2.0 Hz, 1H), 4.52 (dd, J = 2.0 and 6.0 Hz, 1H), 4.44 (dd, J = 3.2 and 4.2 Hz, 1H), 4.25 (dd, J = 3.8 and 4.8 Hz, 1H), 4.09 (m, 1H), 3.73 (dd, J = 5.2 and 6.0 Hz, 1H), 3.27 (s, 3H), 2.37 (s, 3H).
[0733]
IR (KBr) ν cm-1: 3338, 2934, 2834, 1685, 1605, 1583, 1530, 1478, 1463, 1403, 1390, 1305, 1270.
Example 97 (Compound No. 4832)
[0734]
Embedded image
[0735]
Synthesis was performed in the same manner as in Example (91-3) using 156 mg of 4-fluoro-3-nitroaniline, 229 mg of compound (VII), 180 μL of DIPC, 108 mg of HOBT, and 3.3 mL of DMF, and 75 mg of the target compound was obtained.
[0736]
1H NMR (CDThreeOD) δppm: 8.55 (dd, J = 2.6 and 6.8 Hz, 1H), 8.03 (m, 1H), 7.85 (d, J = 8.1 Hz, 1H), 7.42 (dd, J = 9.0 and 10.7 Hz, 1H) , 6.13 (m, 1H), 5.75 (m, 2H), 5.32 (d, J = 3.8 Hz, 1H), 4.82 (d, J = 2.1 Hz, 1H), 4.50 (dd, J = 2.0 and 6.2 Hz, 1H), 4.46 (dd, J = 3.1 and 4.3 Hz, 1H), 4.26 (dd, J = 3.5 and 4.5 Hz, 1H), 4.12 (m, 1H), 3.72 (dd, J = 5.1 and 6.2 Hz, 1H ), 3.26 (s, 3H).
[0737]
IR (KBr) ν cm-1: 3370, 2937, 2836, 1685, 1604, 1540, 1501, 1463, 1406, 1353, 1265, 1223.
Example 98 (Compound No. 842)
[0738]
Embedded image
[0739]
Synthesis was performed in the same manner as in Example (91-3) using 211 mg of 4-decylaniline, 208 mg of compound (VII), 162 μL of DIPC, 97 mg of HOBT and 3 mL of DMF to obtain 157 mg of the target compound.
[0740]
1H NMR (CDThreeOD) δppm: 7.86 (d, J = 8.1 Hz, 1H), 7.52 (d, J = 8.4 Hz, 2H), 7.16 (d, J = 8.4 Hz, 2H), 6.07 (m, 1H), 5.77 (d , J = 3.7 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.29 (d, J = 4.3 Hz, 1H), 4.84 (d, J = 2.0 Hz, 1H), 4.52 (dd, J = 1.8 and 6.0 Hz, 1H), 4.44 (dd, J = 3.3 and 4.3 Hz, 1H), 4.26 (m, 1H), 4.09 (t, J = 4.3 Hz, 1H), 3.75 (t, J = 5.5 Hz , 1H), 3.29 (s, 3H), 2.59 (t, J = 7.6 Hz, 2H), 1.60 (m, 2H), 1.30 (m, 14H), 0.89 (t, J = 6.7 Hz, 3H).
[0741]
IR (KBr) ν cm-1: 3340, 2925, 2853, 1687, 1611, 1595, 1526, 1464, 1413, 1319, 1269.
Example 99 (Compound No. 6633)
[0741]
Embedded image
[0743]
Synthesis was carried out in the same manner as in Example (91-3) using 115 mg of 1,3-phenylenediamine, 242 mg of compound (VII), 191 μL of DIPC, 119 mg of HOBT and 3.5 mL of DMF to obtain 103 mg of the target compound.
[0744]
1H NMR (CDThreeOD) δppm: 7.87 (d, J = 8.1 Hz, 1H), 7.08 (m, 1H), 7.05 (d, J = 8.0 Hz, 1H), 6.90 (dd, J = 2.0 and 8.0 Hz, 1H), 6.52 (dd, J = 2.0 and 8.0 Hz, 1H), 6.06 (d, J = 2.5 Hz, 1H), 5.78 (d, J = 3.7 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.28 (d, J = 4.5 Hz, 1H), 4.83 (d, J = 1.9 Hz, 1H), 4.53 (dd, J = 2.0 and 5.9 Hz, 1H), 4.43 (t, J = 3.9 Hz, 1H), 4.26 (t, J = 4.2 Hz, 1H), 4.07 (t, J = 4.3 Hz, 1H), 3.75 (t, J = 5.4 Hz, 1H), 3.30 (s, 3H).
[0745]
IR (KBr) ν cm-1: 3351, 2936, 2833, 1685, 1610, 1540, 1497, 1459, 1391, 1325, 1269.
Example 100 (Compound No. 6665)
[0746]
Embedded image
[0747]
(100-1)
[0748]
Embedded image
[0749]
301 mg of the compound of Example (9-2), 252 mg of N, N-dimethyl-1,4-phenylenediamine dihydrochloride, 336 μL of triethylamine, 216 μL of DIPC, and 130 mg of HOBT were dissolved in 4 mL of DMF and stirred at room temperature. After 5 hours, the solvent was distilled off under reduced pressure, and the residue was applied to a silica gel column (30 g) and eluted with methylene chloride-methanol (97.5: 2.5) to obtain 231 mg of the target compound.
[0750]
1H NMR (CDThreeOD) δppm: 7.86 (d, J = 8.1 Hz, 1H), 7.46 (d, J = 9.0 Hz, 2H), 6.76 (d, J = 9.0 Hz, 2H), 6.19 (d, J = 4.4 Hz, 1H ), 5.80 (d, J = 3.7 Hz, 1H), 5.72 (d, J = 8.1 Hz, 1H), 5.21 (d, J = 5.1 Hz, 1H), 4.88 (m, 1H), 4.84 (m, 1H ), 4.56 (dd, J = 2.2 and 5.9 Hz, 1H), 4.45 (m, 1H), 4.27 (m, 1H), 3.82 (t, J = 5.5 Hz, 1H), 3.30 (s, 3H), 2.92 (s, 6H).
(100-2)
[0751]
Embedded image
[0752]
138 mg of the compound of Example (100-1) was dissolved in a mixed solvent of 1.4 mL of acetic acid, 0.6 mL of water and 0.3 mL of ethylene glycol and heated to reflux. After 2 hours, the solvent was distilled off under reduced pressure, and the residue was applied to a silica gel column (3 g) and eluted with methylene chloride-methanol (95: 5) to obtain 93 mg of the title object compound.
[0753]
1H NMR (CDThreeOD) δppm: 7.87 (d, J = 8.1 Hz, 1H), 7.45 (d, J = 9.3 Hz, 2H), 6.76 (d, J = 9.3 Hz, 2H), 6.05 (m, 1H), 5.78 (d , J = 3.7 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.28 (d, J = 4.4 Hz, 1H), 4.83 (d, J = 2.0 Hz, 1H), 4.52 (dd, J = 1.9 and 5.8 Hz, 1H), 4.43 (t, J = 3.9 Hz, 1H), 4.25 (t, J = 4.4 Hz, 1H), 4.08 (t, J = 4.3 Hz, 1H), 3.75 (t, J = 5.4 Hz, 1H), 3.34 (s, 3H), 2.91 (s, 6H).
[0754]
IR (KBr) ν cm-1: 3340, 2930, 2853, 2802, 1685, 1616, 1591, 1525, 1461, 1408, 1386, 1324, 1267.
Example 101 (Compound No. 6162)
[0755]
Embedded image
[0756]
Instead of 4-t-butylcyclohexylamine, 2- (perfluorobutyl) ethylamine (Szonyi, F .; Guennouni, F .; Cambon, A. New methods of preparation of 2- (perfluoroalkyl) ethylamines. J. Fluorine Chem (1991) 55 (1), 85-92.) Was synthesized in the same manner as in Example (9-3) to obtain 94 mg of the objective compound.
[0757]
1H NMR (CDThreeOD) δppm: 7.86 (d, J = 8.1 Hz, 1H), 5.97 (m, 1H), 5.80 (d, J = 4.2 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.22 (d , J = 4.4 Hz, 1H), 4.66 (d, J = 2.0 Hz, 1H), 4.49 (dd, J = 2.0 and 5.4 Hz, 1H), 4.39 (dd, J = 3.2 and 4.2 Hz, 1H), 4.24 (t, J = 4.6 Hz, 1H), 4.04 (t, J = 4.4 Hz, 1H), 3.70 (t, J = 5.3 Hz, 1H), 3.65 (m, 1H), 3.57 (m, 1H), 3.37 (s, 3H), 2.48 (m, 2H).
[0758]
IR (KBr) ν cm-1: 3352, 3101, 2928, 2854, 1688, 1532, 1463, 1395, 1357, 1332, 1237.
Example 102 (Compound No. 561)
[0759]
Embedded image
[0760]
(102-1)
[0761]
Embedded image
[0762]
845 mg of the compound of Example (84-1), 480 mg of 4-dimethylaminopyridine and 353 μL of phenylchlorothionoformate were dissolved in 30 mL of methylene chloride dried with alumina and stirred at room temperature. After 2 hours, the mixture was diluted with 300 mL of methylene chloride, washed successively with 300 mL of 0.1N hydrochloric acid, saturated aqueous sodium hydrogen carbonate, and saturated brine, and dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure, and the residue was applied to a silica gel column (110 g) and eluted with methylene chloride-methanol (97: 3) to obtain 950 mg of the target compound.
[0763]
1H NMR (CDThreeOD) δppm: 7.81 (d, J = 8.1 Hz, 1H), 7.53 (d, J = 8.5 Hz, 2H), 7.41 (t, J = 7.9 Hz, 2H), 7.29 (t, J = 7.3 Hz, 1H ), 7.18 (d, J = 8.5 Hz, 2H), 7.10 (d, J = 7.5 Hz, 2H), 6.19 (d, J = 3.7 Hz, 1H), 6.09 (d, J = 4.9 Hz, 1H), 5.89 (t, J = 5.1 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.29 (d, J = 4.6 Hz, 1H), 4.93 (m, 1H), 4.61 (m, 1H), 4.48 (t, J = 5.2 Hz, 1H), 4.27 (t, J = 4.8 Hz, 1H), 3.35 (s, 3H), 2.60 (t, J = 7.6 Hz, 2H), 1.62 (m, 2H), 1.45 (s, 6H), 1.33 (m, 4H), 0.90 (t, J = 7.0 Hz, 3H).
(102-2)
[0764]
Embedded image
[0765]
113 mg of the compound of Example (102-1) was dissolved in 5 mL of toluene, 113 μL of tributyltin hydride and 6 mg of azobisisobutyronitrile were added, and the mixture was heated to reflux. After 1.5 hours, the solvent was distilled off under reduced pressure, and the residue was applied to a silica gel column (8 g) and eluted with methylene chloride-methanol (99: 1) to obtain 68 mg of the target compound.
[0766]
1H NMR (CDThreeOD) δppm: 7.88 (d, J = 8.1 Hz, 1H), 7.52 (d, J = 8.6 Hz, 2H), 7.17 (d, J = 8.6 Hz, 2H), 6.22 (d, J = 3.7 Hz, 1H ), 6.16 (dd, J = 6.0 and 7.8 Hz, 1H), 5.73 (d, J = 8.1 Hz, 1H), 5.20 (d, J = 4.8 Hz, 1H), 4.50 (m, 1H), 4.44 (t , J = 5.5 Hz, 1H), 4.06 (m, 1H), 3.24 (s, 3H), 2.59 (t, J = 7.7 Hz, 2H), 2.40 (m, 1H), 2.05 (m, 1H), 1.61 (m, 2H), 1.45 (s, 6H), 1.34 (m, 4H), 0.90 (t, J = 7.0 Hz, 3H).
(102-3)
[0767]
Embedded image
[0768]
68 mg of the compound of Example (102-2) was dissolved in 2.5 mL of methanol, and Amberlyst 15 (H+) 110 mg was added and heated to reflux. After 140 minutes, insolubles were removed by filtration, and the solvent was distilled off under reduced pressure. The residue was subjected to preparative thin layer chromatography and purified by developing with methylene chloride-methanol (85:15) to obtain 39 mg of the target compound.
[0769]
1H NMR (CDThreeOD) δppm: 7.90 (d, J = 8.1 Hz, 1H), 7.52 (d, J = 8.4 Hz, 2H), 7.17 (d, J = 8.4 Hz, 2H), 6.14 (dd, J = 6.0 and 7.8 Hz , 1H), 6.06 (d, J = 2.5 Hz, 1H), 5.76 (d, J = 8.1 Hz, 1H), 5.27 (d, J = 4.6 Hz, 1H), 4.49 (m, 1H), 4.39 (m , 1H), 4.06 (m, 1H), 4.00 (m, 1H), 3.23 (s, 3H), 2.59 (t, J = 7.7 Hz, 2H), 2.39 (m, 1H), 2.00 (m, 1H) , 1.61 (m, 2H), 1.32 (m, 4H), 0.90 (t, J = 7.0 Hz, 3H).
Example 103 (Compound No. 41)
[0770]
Embedded image
[0771]
(103-1)
[0772]
Embedded image
[0773]
222 mg of the compound of Example 85 was dissolved in 6 mL of methylene chloride, and 3.5 mL of water was added and stirred. Nitrosylsulfuric acid (2.99 g) was gradually added thereto over 20 minutes, and the mixture was further stirred for 5 minutes, diluted with 100 mL of methylene chloride, and the aqueous layer was removed. After washing twice with 4 mL of water and 5 mL of saturated saline, the solvent was distilled off under reduced pressure. The residue was dissolved in 10 mL of methylene chloride, an ether solution containing 1.66 mmol of diazomethane was added, and the mixture was stirred at room temperature. After 15 minutes, the solvent was evaporated under reduced pressure, and the residue was applied to a silica gel column (7 g) and eluted with methylene chloride-methanol (99: 1) to obtain 123 mg of the target compound.
[0774]
1H NMR (CDThreeOD) δppm: 7.64 (m, 3H), 7.36 (m, 2H), 7.16 (t, J = 7.3 Hz, 1H), 6.08 (m, 1H), 5.94 (d, J = 8.1 Hz, 1H), 5.90 (d, J = 3.7 Hz, 1H), 5.77 (m, 1H), 5.60 (m, 1H), 5.34 (m, 1H), 5.15 (m, 1H), 4.56 (m, 1H), 3.92 (m, 1H), 3.86 (s, 3H), 3.21 (s, 3H), 2.11 (s, 3H), 2.08 (s, 3H), 2.03 (s, 3H).
(103-2)
[0775]
Embedded image
[0776]
120 mg of the compound of Example (103-1) was dissolved in 4.2 mL of methanol, 1.19 g of n-dodecylamine was added, and the mixture was stirred at room temperature. One day later, it was applied to a column of Dowex50W-X8 (10 g) and eluted with water-methanol (1: 1). The solvent was distilled off under reduced pressure, and the residue was applied to a silica gel column (5 g) and eluted with methylene chloride-methanol (91: 1) to obtain 11.9 mg of the target compound.
1H NMR (CDThreeOD) δppm: 7.86 (d, J = 8.1 Hz, 1H), 7.63 (d, J = 8.5 Hz, 2H), 7.34 (t, J = 7.9 Hz, 2H), 7.15 (m, 1H), 6.09 (d , J = 3.5 Hz, 1H), 5.79 (d, J = 4.1 Hz, 1H), 5.75 (d, J = 8.1 Hz, 1H), 5.23 (d, J = 5.0 Hz, 1H), 4.53 (dd, J = 2.0 and 5.7 Hz, 1H), 4.44 (t, J = 4.1 Hz, 1H), 4.27 (t, J = 4.5 Hz, 1H), 4.07 (t, J = 4.7 Hz, 1H), 3.80 (t, J = 5.3 Hz, 1H), 3.30 (m, 5H), 1.55 (m, 2H), 1.27 (m, 18H), 0.89 (t, J = 6.8 Hz, 3H).
[0777]
IR (KBr) ν cm-1: 3351, 3098, 3062, 2925, 2854, 1684, 1600, 1535, 1498, 1464, 1444, 1385, 1321, 1269.
Example 104 (Compound No. 6696)
[0778]
Embedded image
[0779]
(104-1)
[0780]
Embedded image
[0781]
807 mg of the compound of Example (9-2), 265 μL of aniline, 496 μL of diisopropylcarbodiimide, and 393 mg of hydroxybenzotriazole were dissolved in 16 mL of dimethylformamide, and the mixture was stirred for 1 hour at ice cooling and 14 hours at room temperature. After the reaction, the solvent was distilled off under reduced pressure, and the residue was dissolved in 200 mL of ethyl acetate, washed successively with 200 mL of 0.05N hydrochloric acid and saturated aqueous sodium bicarbonate, and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the residue was applied to a silica gel column (80 g) and eluted with methylene chloride-methanol (96: 4) to obtain 596 mg of the target compound.
[0782]
1H NMR (CDClThree-CDThreeOD; 19: 1) δppm: 8.53 (s, 1H), 7.77 (d, J = 8.1 Hz, 1H), 7.61 (m, 2H), 7.35 (m, 2H), 7.16 (m, 1H), 6.48 ( d, J = 3.7 Hz, 1H), 5.77 (d, J = 2.9 Hz, 1H), 5.74 (d, J = 8.1 Hz, 1H), 4.78 (m, 4H), 4.37 (m, 1H), 4.12 ( m, 1H), 3.99 (dd, J = 5.1 and 6.6 Hz, 1H), 3.41 (s, 3H), 1.51 (s, 3H), 1.47 (s, 3H).
[0783]
IR (KBr) ν cm-1: 3418, 3341, 3100, 3064, 2989, 2936, 2833, 1691, 1599, 1533, 1498, 1445, 1383, 1321, 1299, 1269, 1244, 1218.
(104-2)
[0784]
Embedded image
[0785]
593 mg of the compound of Example (104-1) was dissolved in 2 mL of dimethylformamide, 311 mg of t-butyldimethylsilyl chloride and 140 mg of imidazole were added, and the mixture was stirred at room temperature. After 5 hours, 165 mg of t-butyldimethylsilyl chloride and 70 mg of imidazole were added and further stirred. After 16 hours, the solvent was distilled off under reduced pressure, and the residue was dissolved in 100 mL of ethyl acetate, washed with 100 mL of water, and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the residue was applied to a silica gel column (80 g) and eluted with methylene chloride-methanol (98: 2) to obtain 632 mg of the target compound.
[0786]
1H NMR (CDClThree) δppm: 8.47 (br s, 1H), 8.42 (br s, 1H), 7.86 (d, J = 7.8 Hz, 1H), 7.62 (d, J = 7.8 Hz, 2H), 7.36 (m, 2H), 7.17 (m, 1H), 7.07 (br s, 1H), 6.52 (d, J = 3.9 Hz, 1H), 5.87 (br s, 1H), 5.72 (m, 1H), 5.62 (s, 1H), 4.85 (m, 1H), 4.82 (m, 1H), 4.70 (d, J = 7.8 Hz, 1H), 4.65 (d, J = 2.9 Hz, 1H), 4.48 (m, 1H), 4.08 (dd, J = 5.9 and 7.8 Hz, 1H), 3.85 (dd, J = 3.9 and 4.9 Hz, 1H), 3.31 (s, 3H), 1.52 (s, 3H), 1.47 (s, 3H), 0.92 (s, 9H), 0.21 (s, 3H), 0.15 (s, 3H).
[0787]
IR (KBr) ν cm-1: 3458, 3417, 3340, 3198, 3098, 3064, 2988, 2952, 2933, 2897, 2857, 1695, 1600, 1533, 1499, 1444, 1382, 1320, 1298, 1251, 1220.
(104-3)
[0788]
Embedded image
[0789]
318 mg of the compound of Example (104-2) was dissolved in 5 mL of dimethylformamide, 102 μL of 1,8-diazabicyclo [5.4.0] -7-undecene and 100 μL of pivaloyloxymethyl chloride were added and stirred at room temperature. After 23 hours, 102 μL of 1,8-diazabicyclo [5.4.0] -7-undecene and 100 μL of pivaloyloxymethyl chloride were added and further stirred. After 4 hours, the solvent was distilled off under reduced pressure, and the residue was dissolved in 200 mL of ethyl acetate, washed with 200 mL of water, and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the residue was applied to a silica gel column (40 g) and eluted with hexane-ethyl acetate (1: 1) to obtain 273 mg of the target compound.
[0790]
1H NMR (CDClThree) δppm: 8.40 (br s, 1H), 7.90 (d, J = 8.0 Hz, 1H), 7.61 (d, J = 7.8 Hz, 2H), 7.36 (t, J = 7.8 Hz, 2H), 7.17 (m , 1H), 7.05 (br s, 1H), 6.53 (d, J = 3.9 Hz, 1H), 5.93 (s, 1H), 5.79 (d, J = 8.0 Hz, 1H), 5.74 (br s, 1H) , 5.68 (s, 1H), 4.89 (m, 1H), 4.81 (m, 1H), 4.71 (d, J = 7.8 Hz, 1H), 4.62 (d, J = 2.0 Hz, 1H), 4.38 (m, 1H), 4.08 (m, 1H), 3.84 (m, 1H), 3.31 (s, 3H), 1.52 (s, 3H), 1.47 (s, 3H), 1.10 (s, 9H), 0.94 (s, 9H ), 0.22 (s, 3H), 0.13 (s, 3H).
[0791]
IR (KBr) ν cm-1: 3466, 3422, 3350, 3194, 3103, 3064, 2958, 2934, 2906, 2858, 1731, 1685, 1600, 1533, 1499, 1480, 1456, 1445, 1404, 1375, 1321, 1279, 1251, 1220.
(104-4)
[0792]
Embedded image
[0793]
272 mg of the compound of Example (104-3) was dissolved in 340 μL of tetrahydrofuran, 340 μL of a tetrahydrofuran solution containing 1 M concentration of tetrabutylammonium fluoride was added, and the mixture was allowed to stand at room temperature. After 30 minutes, 100 μL of the above solution was added and left for another 1 hour. The solvent was distilled off under reduced pressure, and the residue was applied to a silica gel column (40 g) and eluted with methylene chloride-methanol (99: 1) to obtain 218 mg of the target compound.
[0794]
1H NMR (CDClThree) δppm: 8.31 (s, 1H), 7.75 (d, J = 8.1 Hz, 1H), 7.58 (d, J = 8.1 Hz, 2H), 7.35 (m, 2H), 7.17 (t, J = 7.3 Hz, 1H), 7.07 (br s, 1H), 6.51 (d, J = 4.4 Hz, 1H), 5.92 (m, 2H), 5.86 (d, J = 2.9 Hz, 1H), 5.81 (d, J = 8.1 Hz , 1H), 5.76 (br s, 1H), 4.81 (m, 2H), 4.72 (m, 2H), 4.40 (br s, 1H), 4.10 (m, 1H), 4.05 (m, 1H), 3.44 ( s, 3H), 2.17 (br s, 1H), 1.51 (s, 3H), 1.47 (s, 3H), 1.19 (s, 9H).
[0795]
IR (KBr) ν cm-1: 3459, 3422, 3355, 3105, 3063, 2982, 2935, 2877, 1728, 1682, 1600, 1533, 1499, 1481, 1456, 1445, 1404, 1376, 1321, 1280, 1241, 1219.
(104-5)
[0796]
Embedded image
[0797]
216 mg of the compound of Example (104-4) was dissolved in 3 mL of methanol, 100 mg of Amberlyst 15 was added, and the mixture was stirred with heating under reflux. After 3 hours, the insoluble material was removed by filtration, the solvent was distilled off under reduced pressure, and the residue was applied to a silica gel column (20 g) and eluted with methylene chloride-methanol (96: 4) to obtain 146 mg of the target compound. It was.
[0798]
1H NMR (CDThreeOD) δppm: 7.94 (d, J = 8.1 Hz, 1H), 7.64 (d, J = 8.7 Hz, 2H), 7.34 (d, J = 8.0, 2H), 7.15 (t, J = 7.3 Hz, 1H) , 6.08 (m, 1H), 5.89 (m, 3H), 5.79 (d, J = 3.4 Hz, 1H), 5.31 (d, J = 4.3 Hz, 1H), 4.55 (dd, J = 1.9 and 6.2 Hz, 1H), 4.44 (t, J = 3.9 Hz, 1H), 4.27 (m, 1H), 4.10 (m, 1H), 3.73 (dd, J = 5.1 and 6.2 Hz, 1H), 3.27 (s, 3H), 1.17 (s, 9H).
[0799]
IR (KBr) ν cm-1: 3411, 3368, 3108, 2973, 2935, 2877, 1726, 1671, 1599, 1534, 1497, 1481, 1458, 1445, 1405, 1376, 1324, 1280, 1240.
Example 105 (Compound No. 6707)
[0800]
Embedded image
[0801]
(105-1)
[0802]
Embedded image
[0803]
Synthesis was performed in the same manner as in Example (104-1) using 3,4-difluoroaniline instead of aniline to obtain 1.405 g of the objective compound.
[0804]
1H NMR (CDThreeOD) δppm: 7.84 (d, J = 8.1 Hz, 1H), 7.76 (m, 1H), 7.40 (m, 1H), 7.23 (m, 1H), 6.23 (d, J = 3.7 Hz, 1H), 5.79 (d, J = 3.7 Hz, 1H), 5.72 (d, J = 8.1 Hz, 1H), 5.26 (d, J = 4.4 Hz, 1H), 4.83 (m, 1H), 4.52 (m, 1H), 4.47 (m, 1H), 4.27 (dd, J = 3.7 and 5.1 Hz, 1H), 3.80 (m, 1H), 3.27 (s, 3H), 1.45 (s, 3H), 1.44 (s, 3H).
(105-2)
[0805]
Embedded image
[0806]
Using 1 g of the compound of Example (105-1), synthesis was carried out in the same manner as in Example (104-2) to obtain 981 mg of the target compound.
[0807]
1H NMR (CDThreeOD) δppm: 7.92 (d, J = 8.1 Hz, 1H), 7.76 (m, 1H), 7.40 (m, 1H), 7.25 (m, 1H), 6.22 (d, J = 3.7 Hz, 1H), 5.72 (d, J = 8.1 Hz, 1H), 7.72 (d, J = 3.7 Hz, 1H), 5.24 (d, J = 4.4 Hz, 1H), 4.88 (d, J = 2.2 Hz, 1H), 4.85 (m , 1H), 4.58 (m, 1H), 4.43 (m, 1H), 4.38 (m, 1H), 3.72 (m, 1H), 3.26 (s, 3H), 1.46 (s, 3H), 1.45 (s, 3H), 0.89 (s, 9H), 0.13 (s, 3H), 0.10 (s, 3H).
[0808]
IR (KBr) ν cm-1: 3415, 3341, 3101, 2988, 2933, 2897, 2858, 1694, 1617, 1518, 1461, 1439, 1413, 1383, 1265.
(105-3)
[0809]
Embedded image
[0810]
717 mg of the compound of Example (105-2) and 232 mg of potassium carbonate were dissolved in 18 mL of dimethylformamide, 530 mg of 1-chloroethylhexanoate was added, and the mixture was stirred for 5 minutes under ice cooling, and further stirred at 60 ° C. for 6 hours. After the reaction, the solvent was distilled off under reduced pressure, and the residue was applied to a silica gel column (32 g) and eluted with methylene chloride-methanol (98.5: 1.5) to obtain 230 mg of the target compound.
[0811]
1H NMR (CDClThree) δppm: 8.54 (s, 1H), 7.78 (m, 2H), 7.22−7.00 (m, 5H), 6.51 (m, 1H), 5.85 (m, 1H), 5.72 (d, J = 8.1 Hz, 1H ), 5.67 (s, 1H), 4.85 (m, 1H), 4.80 (m, 1H), 4.65 (m, 1H), 4.60 (m, 1H), 4.37 (m, 1H), 4.07 (m, 1H) , 3.81 (m, 1H), 3.30 (s, 3H), 2.33 (m, 2H), 1.79 (m, 2H), 1.48 (s, 3H), 1.25 (m, 4H), 0.95 (s, 9H), 0.85 (m, 3H), 0.23 (s, 3H), 0.18 and 0.17 (2s, 3H).
(105-4)
[0812]
Embedded image
[0813]
Using 282 mg of the compound of Example (105-3), synthesis was carried out in the same manner as in Example (104-4) to obtain 177 mg of the target compound.
[0814]
1H NMR (CDThreeOD) δppm: 7.85 (d, J = 8.1 Hz, 1H), 7.78 (m, 1H), 7.40 (m, 1H), 7.22 (m, 2H), 6.21 (m, 1H), 5.76 (m, 2H) , 5.27 (m, 1H), 4.82 (m, 1H), 4.57 (m, 2H), 4.47 (m, 1H), 4.28 (m, 1H), 3.78 (m, 1H), 3.26 (s, 3H), 2.32 (t, J = 7.3 Hz, 2H), 1.76 (d, J = 6.6 Hz, 2H), 1.59 (m, 2H), 1.43 (m, 6H), 1.30 (m, 5H), 0.90 (m, 3H ).
[0815]
IR (KBr) ν cm-1: 3442, 3106, 2987, 2957, 2935, 2874, 1718, 1677, 1617, 1537, 1518, 1444, 1414, 1383, 1280, 1239, 1214.
(105-5)
[0816]
Embedded image
[0817]
Using 175 mg of the compound of Example (105-4), synthesis was performed in the same manner as in Example (104-5) to obtain 54 mg of the target compound.
[0818]
1H NMR (CDThreeOD) δppm: 7.86 (d, J = 8.1 Hz, 1H), 7.77 (m, 1H), 7.41 (m, 1H), 7.22 (m, 2H), 6.08 (m, 1H), 5.75 (m, 2H) , 5.30 (d, J = 4.4 Hz, 1H), 4.82 (d, J = 2.2 Hz, 1H), 4.52 (m, 1H), 4.42 (m, 1H), 4.24 (m, 1H), 4.10 (m, 1H), 3.68 (m, 1H), 3.24 (s, 3H), 2.32 (t, J = 7.3 Hz, 2H), 1.75 (d, J = 5.9 Hz, 3H), 1.59 (m, 2H), 1.29 ( m, 4H), 0.89 (m, 3H).
[0819]
IR (KBr) ν cm-1: 3412, 3349, 3105, 2957, 2935, 2873, 1719, 1665, 1617, 1536, 1518, 1444, 1414, 1384, 1320, 1279, 1241, 1210.
Example 106 (Compound No. 6703)
[0820]
Embedded image
[0821]
(106-1)
[0822]
Embedded image
[0823]
Synthesis was performed in the same manner as in Example (105-3) using 1-chloroethyl ethyl carbonate instead of 1-chloroethyl hexanoate, and 152 mg of the target compound was obtained.
[0824]
1H NMR (CDClThree) δppm: 8.54 (s, 1H), 7.78 (m, 2H), 7.15 (m, 3H), 7.00 (m, 1H), 6.50 (m, 1H), 5.73 (m, 2H), 5.67 (d, J = 3.7 Hz, 1H), 4.85 (m, 1H), 4.80 (m, 2H), 4.65 (m, 1H), 4.59 (d, J = 2.2 Hz, 1H), 4.39 (m, 1H), 4.18 (m , 3H), 4.08 (m, 1H), 3.82 (m, 1H), 3.31 (s, 3H), 1.85 (m, 2H), 1.51 (s, 3H), 1.46 (s, 3H), 1.30 (m, 5H), 0.95 (s, 9H), 0.24 and 0.23 (2s, 3H), 0.15 (s, 3H).
(106-2)
[0825]
Embedded image
[0826]
Using 194 mg of the compound of Example (106-1), the compound was synthesized in the same manner as in Example (104-4) to obtain 111 mg of the target compound.
[0827]
1H NMR (CDThreeOD) δppm: 7.84 (m, 1H), 7.77 (m, 1H), 7.40 (m, 1H), 7.23 (m, 1H), 7.12 (m, 1H), 7.21 (m, 1H), 5.75 (m, 2H), 5.26 (m, 1H), 4.83 (m, 1H), 4.54 (m, 1H), 4.46 (m, 1H), 4.28 (m, 1H), 4.15 (m, 2H), 3.78 (m, 1H ), 3.27 (s, 3H), 1.80 (d, J = 6.6 Hz, 3H), 1.45 (s, 3H), 1.44 (s, 3H), 1.26 (m, 3H).
(106-3)
[0828]
Embedded image
[0829]
Synthesis was performed in the same manner as in Example (104-5) using 110 mg of the compound of Example (106-2), and 42 mg of the target compound was obtained.
[0830]
1H NMR (CDThreeOD) δppm: 7.86 (d, J = 8.1 Hz, 1H), 7.77 (m, 1H), 7.41 (m, 1H), 7.23 (m, 1H), 7.12 (m, 1H), 6.08 (m, 1H) , 5.77 (d, J = 8.1 Hz, 1H), 5.74 (m, 1H), 5.30 (d, J = 3.7 Hz, 1H), 4.82 (d, J = 2.2 Hz, 1H), 4.52 (m, 1H) , 4.43 (m, 1H), 4.24 (m, 1H), 4.15 (m, 2H), 4.10 (m, 1H), 3.68 (m, 1H), 3.24 (s, 3H), 1.79 (d, J = 5.9 Hz, 3H), 1.25 (m, 3H).
Example 107 (Compound No. 6706)
[0831]
Embedded image
[0832]
(107-1)
[0833]
Embedded image
[0834]
Synthesis was performed in the same manner as in Example (105-3) using 1-chloroethyl cyclohexyl carbonate instead of 1-chloroethyl hexanoate to obtain 194 mg of the objective compound.
(107-2)
[0835]
Embedded image
[0836]
Synthesis was performed in the same manner as in Example (104-4) using 193 mg of the compound of Example (107-1), and 122 mg of the target compound was obtained.
(107-3)
[0837]
Embedded image
[0838]
Synthesis was performed in the same manner as in Example (104-5) using 120 mg of the compound of Example (107-2), and 51 mg of the target compound was obtained.
[0839]
1H NMR (CDThreeOD) δppm: 7.87 (d, J = 8.1 Hz, 1H), 7.78 (m, 1H), 7.42 (m, 1H), 7.23 (m, 1H), 7.12 (m, 1H), 6.08 (m, 1H) , 5.79 (d, J = 8.1 Hz, 1H), 5.75 (m, 1H), 5.31 (d, J = 4.4 Hz, 1H), 4.82 (m, 1H), 4.58 (m, 1H), 4.52 (m, 1H), 4.42 (m, 1H), 4.25 (m, 1H), 4.10 (m, 1H), 3.68 (m, 1H), 3.24 (s, 3H), 1.85 (m, 2H), 1.79 (d, J = 5.9 Hz, 3H), 1.72 (m, 2H), 1.55−1.25 (m, 6H).
Example 108 (Compound No. 6730)
[0840]
Embedded image
[0841]
(108-1)
[0841]
Embedded image
[0843]
106 mg of Nt-butoxycarbonyl-6-aminohexanoic acid was dissolved in 16 mL of methylene chloride, 77 μL of triethylamine was added, and the mixture was stirred at −78 ° C. in a nitrogen atmosphere, and 53 μL of ethyl chloroformate was added. After 1 hour, the temperature was raised to 0 ° C., and the mixture was further stirred for 40 minutes. Then, a solution of 115 mg holotine hydrochloride and 154 μL triethylamine in 14 mL dimethylformamide was added dropwise. After another 30 minutes, the temperature was raised to room temperature and stirred for another 90 minutes. After the reaction, the solvent was distilled off under reduced pressure, and the residue was dissolved in 50 mL of ethyl acetate, washed with 50 mL each of water and saturated brine, and dried over anhydrous magnesium sulfate. After the solvent was distilled off under reduced pressure, the residue was applied to a silica gel column (5 g) and eluted with methylene chloride-methanol (99: 1) to obtain 84 mg of the target compound.
[0844]
1H NMR (CDClThree) δppm: 8.96 (br s, 1H), 8.21 (br s, 1H), 6.79 (s, 1H), 4.63 (br s, 1H), 3.10 (m, 2H), 2.38 (t, J = 7.6 Hz, 2H), 1.75-1.40 (m, 15H).
(108-2)
[0845]
Embedded image
[0846]
84 mg of the compound of Example (108-1) was dissolved in 30 mL of trifluoroacetic acid-water (4: 1) and stirred at room temperature. After 15 minutes, the solvent was distilled off under reduced pressure and azeotroped several times with ethanol to obtain a yellow solid. To this, 107 mg of compound (VII) and 48 mg of HOBT were added and dissolved in 1.5 mL of dimethylformamide. Further, 46 μL of triethylamine and 70 μL of DIPC were added and stirred at room temperature. After 3 hours, the solvent was distilled off under reduced pressure, and the residue was applied to a silica gel column (6 g) and eluted with methylene chloride-methanol (4: 1) to obtain 75 mg of the target compound.
[0847]
1H NMR (CDThreeOD) δppm: 7.87 (d, J = 8.2 Hz, 1H), 5.94 (m, 1H), 5.81 (d, J = 4.2 Hz, 1H), 5.75 (d, J = 8.2 Hz, 1H), 5.21 (d , J = 4.7 Hz, 1H), 4.69 (d, J = 1.8 Hz, 1H), 4.50 (dd, J = 2.0 and 5.2 Hz, 1H), 4.38 (m, 1H), 4.24 (t, J = 4.5 Hz , 1H), 4.02 (t, J = 4.3 Hz, 1H), 3.71 (t, J = 5.1 Hz, 1H), 3.38 (s, 3H), 3.30 (m, 2H), 2.40 (t, J = 7.4 Hz , 2H), 1.70 (m, 2H), 1.60 (m, 2H), 1.40 (m, 2H).
Example 109 (Compound No. 6732)
[0848]
Embedded image
[0849]
(109-1)
[0850]
Embedded image
[0851]
Synthesis was carried out in the same manner as in Example (108-1) using Nt-butoxycarbonyl-8-aminooctanoic acid instead of Nt-butoxycarbonyl-6-aminohexanoic acid, and 162 mg of the target compound was obtained. .
[0852]
1H NMR (CDClThree) δppm: 8.62 (br s, 1H), 7.78 (br s, 1H), 6.76 (s, 1H), 4.53 (br s, 1H), 3.08 (m, 2H), 2.35 (t, J = 7.3 Hz, 2H), 1.75-1.30 (m, 19H).
(109-2)
[0853]
Embedded image
[0854]
The compound of Example (109-1) was used instead of the compound of Example (108-1) and was synthesized in the same manner as Example (108-2) to obtain 43 mg of the target compound.
[0855]
1H NMR (CDThreeOD) δppm: 7.87 (d, J = 8.8 Hz, 1H), 7.06 (s, 1H), 5.94 (d, J = 4.4 Hz, 1H), 5.81 (d, J = 4.4 Hz, 1H), 5.75 (d , J = 8.8 Hz, 1H), 5.21 (d, J = 4.4 Hz, 1H), 4.69 (d, J = 1.5 Hz, 1H), 4.50 (dd, J = 2.2 and 5.1 Hz, 1H), 4.38 (m , 1H), 4.24 (m, 1H), 4.02 (t, J = 4.4 Hz, 1H), 3.71 (t, J = 5.1 Hz, 1H), 3.38 (s, 3H), 3.25 (m, 2H), 2.39 (t, J = 7.4 Hz, 2H), 1.65 (m, 2H), 1.55 (m, 2H), 1.38 (br s, 6H).
Production Example 1 Cultivation of the Streptomyces griseus SANK60196 (FERM BP-5420) strain.
[0856]
Aseptically inoculate 4 platinum ears of the SANK60196 strain into a 2 L Erlenmeyer flask (seed flask) containing 500 ml of the preculture medium described below. Then, the four flasks are placed at 23 ° C., 210 rpm in a rotary shaker. And pre-cultured for 3 days.
[0857]
Preculture medium: The following components are contained in 1000 ml of tap water.
[0858]
Maltose 30g
5g meat extract
Polypeptone 5g
Sodium chloride 5g
Calcium carbonate 3g
Antifoam CB442 50mg
(Nippon Yushi Co., Ltd.)
―――――――――――――――――――――――――――――――
After adjusting the pH to 7.4, the mixture was sterilized at 121 ° C. for 30 minutes.
[0859]
The main culture was performed as described below. That is, 3% (volume / volume: hereinafter referred to as “v / v”) of the preculture was inoculated into two 30 L jar fermenters containing 15 L of the main culture medium described below. S- (2-aminoethyl) -L-cysteine hydrochloride sterilized by filter 6 hours after the start of culture at 23 ° C. was added to a final concentration of 10 mM, and then aerated and stirred for 6 days.
[0860]
Main culture medium: The following components are contained in 1000 ml of tap water.
[0861]
Maltose 30g
Yeast extract 5g
(Difco)
5g meat extract
Polypeptone 5g
Sodium chloride 5g
Calcium carbonate 3g
Antifoam CB442 50mg
(Nippon Yushi Co., Ltd.)
――――――――――――――――――――――――――――
The pH was adjusted to 7.4 and then sterilized at 125 ° C. for 30 minutes.
[0862]
Production Example 2 Purification of compound (VI).
[0863]
The culture completion liquid (30 L) obtained in Production Example 1 was filtered using Celite 545 (manufactured by Celite Corporation) as a filter aid.
[0864]
In the subsequent purification, the active fraction was monitored by HPLC under the following column and analytical conditions.
[0865]
Column: Senshu Pak ODS-H-2151
6φ × 150mm (made by Senshu Science Co., Ltd.)
Solvent: 0.04% aqueous trifluoroacetic acid containing 4% acetonitrile
Flow rate: 1.0 ml / min
Detection: UV210nm
Retention time: 21.2 minutes
30 L of the obtained filtrate was donated to a column (6 L) packed with Diaion HP-20 (Mitsubishi Chemical Corporation). Thereafter, the column was washed with 12 L of pure water, and the flow-through fraction and the wash fraction were merged (hereinafter, the merged fraction is referred to as “flow-through / washed fraction”). The adsorbed material was eluted with 12 L of 10% acetone water. This elution fraction was concentrated, acetone was distilled off, and freeze-dried to obtain 39 g of crude powder.
[0866]
This crude powder was dissolved in 200 ml of pure water and applied to a column (2 L) packed with Diaion CHP-20P (Mitsubishi Chemical Corporation). Thereafter, the column was washed with 4 L of pure water and 4 L of 10% methanol water, and the adsorbed material was eluted with 4 L of 15% methanol water and 4 L of 20% methanol water. The 2% to 4L portions of the 15% methanol water fraction and the 20% methanol water fraction were combined and concentrated, and the methanol was distilled off, followed by lyophilization to obtain 8.9 g of powder.
[0867]
This powder was dissolved in 200 ml of pure water and supplied to a column (1 L) packed with Toyopearl HW40F (manufactured by Tosoh Corporation), and the column was developed with pure water. When the eluate was fractionated every 100 ml, the active substance having a retention time of 21.2 minutes was eluted in fractions 5 to 10 by the HPLC. This fraction was concentrated and then lyophilized to obtain 2.7 g of powder.
[0868]
An HPLC column (YMC-Pack ODS-1050-20-SR: 100φ × 500 mm: manufactured by YMC Co.) dissolved in 200 ml of water and equilibrated with 0.04% trifluoroacetic acid water containing 4% acetonitrile. The column was developed with 0.04% aqueous trifluoroacetic acid containing 4% acetonitrile at a flow rate of 208 ml / min. When the eluate was fractionated every 1 L, the active substance was eluted in fractions 6 and 7.
[0869]
These fractions were combined, concentrated to 200 ml with Evapol (manufactured by Okawara Seisakusho), and freeze-dried to obtain 99 mg of powder. This powder was suspended in 5 ml of distilled water, and insoluble matters were filtered off. The filtrate was concentrated to 2 ml with a rotary evaporator and freeze-dried to obtain 87 mg of compound (VI) as a pure product.
[0870]
Compound (VI) has the following physicochemical properties.
1) Substance properties: White powdery substance
2) Solubility: Soluble in water, hardly soluble in methanol, insoluble in normal hexane and chloroform
3) Molecular formula: C18Htwenty threeNThreeO12
4) Molecular weight: 473 (measured by FAB mass spectrum method)
5) Accurate mass measured by high resolution FAB mass spectrometry, [M + H]+Is as follows:
Actual value: 474.1349
Calculated value: 474.1359
6) Ultraviolet absorption spectrum: The ultraviolet absorption spectrum measured in water shows the following maximum absorption:
251 nm (ε10,000)
7) Optical rotation: The optical rotation measured in water shows the following values:
[α]D 20: + 115 ° (c 0.28)
8) Infrared absorption spectrum: The infrared absorption spectrum measured by the potassium bromide (KBr) tablet method shows the following maximum absorption:
3410, 2955, 1683, 1464, 1441, 1396, 1309, 1267, 1206, 1138, 1115, 1088, 1062, 1023 cm-1
9)1H-nuclear magnetic resonance spectrum: measured using tetramethylsilane as an internal standard in deuterated dimethyl sulfoxide,1The H-nuclear magnetic resonance spectra are as follows: 3.24 (3H, s), 3.52 (1H, dd, J = 4.5, 6.1Hz), 3.72 (3H, s), 3.98 (1H, m), 4.10 (1H, m), 4.25 (1H, m), 4.29 (1H, d, J = 2.0Hz), 4.33 (1H, dd, J = 2.0, 6.1Hz), 5.05 (1H, d, J = 3.9 Hz) ), 5.16 (1H, d, J = 6.8Hz), 5.45 (1H, d, J = 4.2Hz), 5.54 (1H, d, J = 5.9Hz), 5.61 (1H, d, J = 3.3Hz), 5.61 (1H, d, J = 8.1Hz), 5.93 (1H, dd, J = 1.3, 2.9 Hz), 7.56 (1H, br.s), 7.69 (1H, br.s), 7.74 (1H, d, J = 8.1 Hz) ppm.
10)13C-nuclear magnetic resonance spectrum: Measured using tetramethylsilane as an internal standard in deuterated dimethyl sulfoxide.13The C-nuclear magnetic resonance spectra are as follows: 52.0 (q), 57.3 (q), 61.5 (d), 64.9 (d), 72.1 (d), 75.4 (d), 78.2 (d), 81.3 (d), 89.0 (d), 99.2 (d), 101.2 (d), 114.2 (d), 139.2 (s), 139.8 (d), 150.3 (s), 161.8 (s), 163.1 (s), 170.1 (s) ppm.
11) High performance liquid chromatography (hereinafter referred to as “HPLC”) analysis:
Column: Senshu Pack ODS-H-2151,
6φ × 150 mm (Senshu Scientific Co., Ltd.)
Solvent: 0.04% aqueous trifluoroacetic acid containing 4% acetonitrile
Flow rate: 1.0 ml / min
Detection: UV 210 nm
Retention time: 21 minutes.
[0871]
Production Example 3 Purification of compound (VII).
[0872]
In the subsequent purification, the active fraction was monitored by HPLC under the following column and analytical conditions.
[0873]
Column: Senshu Pak ODS-H-2151
6φ × 150mm (made by Senshu Science Co., Ltd.)
Solvent: 0.04% aqueous trifluoroacetic acid
Flow rate: 1.5 ml / min
Detection: UV210nm
Retention time: 18 minutes.
[0874]
After adjusting the pH of 42 L of the flow-through and washing fraction obtained in Production Example 2 to 9 using 6N sodium hydroxide, Diaion PA316 (Cl-) (Mitsubishi Chemical Co., Ltd.) packed column (8.5 L). After the column was washed with 27 L of pure water, the adsorbate was eluted with 27 L of 0.1N hydrochloric acid.
[0875]
After adjusting the pH of the eluate to 7 with 6N sodium hydroxide, the eluate was applied to an activated carbon column (2 L). After the column was washed with 8 L of pure water, the active substance was eluted with 8 L of 0.5 N aqueous ammonia containing 10% acetone. The eluate was concentrated and freeze-dried to obtain 28 g of powder.
[0876]
This powder was dissolved in 400 ml of distilled water, the pH was adjusted to 3.0, and then applied to a column (2 L) packed with Diaion CHP-20P (manufactured by Mitsubishi Chemical Corporation) prepared with pure water. The passage liquid and the water washing liquid were collected, concentrated and freeze-dried to obtain 12 g of a candy-like substance.
[0877]
The obtained candy-like substance was dissolved in 200 ml of distilled water, the pH was adjusted to 3.3 with trifluoroacetic acid, and then the diamond ion CHP-20P (Mitsubishi Chemical Corporation) equilibrated with 0.04% trifluoroacetic acid water was used. The product was again applied to a column (1 L) packed with the same product. The column was developed with 2 L of 0.04% aqueous trifluoroacetic acid, the fraction eluted between 0.8 and 1.4 L (H fraction) was pooled, and the eluate was then added to 2 L of distilled water. Switching elution was performed. Distilled water elution fraction 2L (F fraction) was concentrated and freeze-dried to obtain 605 mg of powder.
[0878]
605 mg of F fraction freeze-dried powder was dissolved in 15 ml of water, and 1 ml of each was equilibrated with 0.04% trifluoroacetic acid water (Senshu PakODS-H-5251: 20φ × 250 mm: manufactured by Senshu Scientific Co., Ltd.) ) And developed at a flow rate of 10 ml / min. Absorption in the ultraviolet part of 210 nm of the active fraction was detected, and the peak eluted at a retention time of 29 minutes to 31 minutes was collected 15 times. The obtained fraction was concentrated by a rotary evaporator and then freeze-dried to obtain 134 mg of compound (VII) as a pure product.
[0879]
Compound (VII) has the following physicochemical properties.
1) Substance properties: White powdery substance
2) Solubility: Soluble in water, hardly soluble in methanol, insoluble in normal hexane and chloroform
3) Molecular formula: C17Htwenty oneNThreeO12
4) Molecular weight: 459 (measured by FAB mass spectrum method)
5) Accurate mass measured by high resolution FAB mass spectrometry, [M + H]+Is as follows:
Actual value: 460.1201
Calculated value: 460.1203
6) Ultraviolet absorption spectrum: The ultraviolet absorption spectrum measured in water shows the following maximum absorption:
262 nm (ε7,000)
7) Optical rotation: The optical rotation measured in water shows the following values:
[α]D 20: + 111 ° (c 0.41)
8) Infrared absorption spectrum: The infrared absorption spectrum measured by the potassium bromide (KBr) tablet method shows the following maximum absorption:
3391, 2941, 1684, 1466, 1400, 1333, 1269, 1205, 1137, 1115, 1062, 1020 cm-1
9)1H-nuclear magnetic resonance spectrum: measured in water with a water signal of 4.75 ppm.1The H-nuclear magnetic resonance spectra are as follows: 3.37 (3H, s), 3.79 (1H, dd, J = 5.1, 6.4Hz), 4.17 (1H, ddd, J = 1.6, 3.4, 4.6 Hz) ), 4.38 (1H, dd, J = 3.5, 5.1 Hz), 4.48 (1H, dd, J = 2.4, 6.4 Hz), 4.49 (1H, ddd, J = 0.6, 2.7, 4.6 Hz), 4.69 (1H, d, J = 2.4 Hz), 5.32 (1H, dd, J = 0.6, 3.4 Hz), 5.77 (1H, d, J = 3.5 Hz), 5.90 (1H, d, J = 8.1 Hz), 6.11 (1H, dd, J = 1.6, 2.7 Hz), 7.75 (1H, d, J = 8.1 Hz) ppm.
10)13C-nuclear magnetic resonance spectrum: measured in heavy water using 1,4-dioxane (67.4 ppm) as an internal standard.13The C-nuclear magnetic resonance spectra are as follows: 58.6 (q), 62.7 (d), 65.5 (d), 72.7 (d), 76.3 (d), 78.8 (d), 91.2 (d), 100.0 (d), 102.7 (d), 114.8 (d), 140.7 (s), 141.9 (d), 152.1 (s), 165.4 (s), 167.0 (s), 173.9 (s) ppm.
11) HPLC analysis:
Column: Senshu Pack ODS-H-2151,
6φ × 150 mm (Senshu Scientific Co., Ltd.)
Solvent: 0.04% aqueous trifluoroacetic acid
Flow rate: 1.5 ml / min
Detection: UV 210 nm
Retention time 18 minutes.
[0880]
Production Example 4 Method for producing compound (VII) (hydrolysis of compound (VI))
4.4 mg of the compound (VI) obtained in Production Example 2 was dissolved in 0.5 ml of distilled water. 0.5 ml of 0.02N aqueous sodium hydroxide was added dropwise, 1 ml of 0.1N aqueous sodium hydroxide was added dropwise, and the mixture was allowed to stand at room temperature for 50 minutes. The reaction solution was neutralized with 1N hydrochloric acid and then applied to a 2 ml activated carbon column. After the column was washed with 8 ml of distilled water, the reactant was eluted with 0.5 N aqueous ammonia containing 8 ml of 10% acetone.
[0881]
The eluate was concentrated to 700 μl, and then 230 μl was applied to an HPLC column (Senshu Pak ODS-H-4251: 10φ × 250 mm: manufactured by Senshu Kagaku) equilibrated with 0.04% aqueous trifluoroacetic acid. Developed at 4 ml / min. Absorption in the ultraviolet region of 210 nm of the active substance was detected, and a peak eluted at a retention time of 25 to 30 minutes was collected. This operation was repeated three times, and the obtained fraction was concentrated by a rotary evaporator and then freeze-dried to obtain 2.6 mg of compound (VII).
[0882]
Test Example 1 Antibacterial activity
The minimum inhibitory concentration of the compound of the present invention against Mycobacterium avium NIHJ1605 strain was measured. Tween 80 (0.1%) was added to Middleblook 7H9 broth, and after high-pressure steam sterilization, Middleblook ADC Enrichment was added (20%), and then 0.8 ml was dispensed into small test tubes. To this, 0.1 ml of each compound of the present invention prepared in a 2-fold dilution series was added (hereinafter abbreviated as drug-containing medium). Separately, a colony obtained by pre-culturing Mycobacterium avium NIHJ1605 in Tween egg medium for 10 to 14 days was taken into a test tube containing Tween 80 and glass beads, mixed well, and then Middleblook 7H9 broth was added to obtain a uniform bacterial solution. OD of bacterial solution625nm= 0.10 (approx. 1 x 108 CFU / ml) and diluted 100 times. Inoculate 0.1 ml of this bacterial solution into each of the above-mentioned drug-containing media (final bacterial amount approx. 1 x 10Five CFU / ml), and aerobically cultured at 37 ° C for 6 days. The minimum drug amount at which the formation of bacterial clumps with a diameter of 1 mm or more was not observed at the bottom of the test tube was determined as MIC (μg / ml). The results are shown in Table 7.
[0883]
[Table 7]
Antibacterial activity against Mycobacterium avium NIHJ 1605
(Test Example 2)
In vitro Antibacterial activity measurement
The minimum inhibitory concentration (MICs) of the test compound against Mycobacterium tuberculosis was measured by the liquid dilution method. The test compound was dissolved in dimethyl sulfoxide (DMSO) or distilled water and diluted with 50% acetone or distilled water. The diluted solution was further diluted with Middlebrook 7H9 broth supplemented with 0.05% Tween 80, 0.2% dextrose and 10% Middlebrook ADC Enrichment. Two-fold serial dilutions of each compound were performed in Middlebrook 7H9 broth supplemented with 0.05% Tween 80, 0.2% dextrose and 10% Middlebrook ADC Enrichment. The final concentrations of DMSO and acetone did not exceed 0.05% and 2.5%, respectively. Bacteria grown on the Ogawa medium plate were suspended in 0.05% Tween 80, 0.2% dextrose and 10% Middlebrook ADC Enrichment-added Middlebrook 7H9 broth, and approximately 1 × 10 using a spectrophotometer.7Prepared to be CFU / ml. The suspension was diluted with Middlebrook 7H9 broth supplemented with 0.05% Tween 80, 0.2% dextrose and 10% Middlebrook ADC Enrichment. Final inoculum is about 1 x 106CFU / ml. The diluted bacterial solution and the diluted compound were mixed in each test tube and cultured at 35 ° C. for 10 to 21 days. MICs were determined when clear growth was observed in control tubes containing no compound. MICs were defined as the minimum compound concentration that produced growth inhibition macroscopically.
In vitro Antibacterial activity
Table 8 shows the minimum inhibitory concentrations (MICs) of the test compounds against Mycobacterium tuberculosis.
[0884]
[Table 8]
Compound 3712 MICs against M. tuberculosis (μg / ml)
The strain M. tuberculosis No. 74 used in the test is resistant to Rifampicin (MIC of 128 μg / ml or more), but the compound 3712 of the present invention (Example 57) showed good antibacterial activity.
(Formulation example 1)Capsule
Compound of Example 43 100 mg
Lactose 100 mg
Corn starch 148.8 mg
Magnesium stearate 1.2 mg
------------------------
Total amount 350 mg
After mixing the powder of the said formulation and letting it pass through a 60-mesh sieve, this powder is put into a gelatin capsule to make a capsule.
(Formulation example 2)Liquid 1
The compound of Example 57 was 10% (W / W), benzalkonium chloride was 0.04% (W / W), phenethyl alcohol was 0.40% (W / W), and purified water was 89.56% ( Adjust the solution so that (W / W).
(Formulation example 3)Liquid 2
The compound of Example 57 was 10% (W / W), benzalkonium chloride was 0.04% (W / W), polyethylene glycol 400 was 10% (W / W), and propylene glycol was 30% (W / W). ), Adjust the liquid so that the purified water is 39.96% (W / W).
(Formulation example 4)Powder
The powder is adjusted so that the compound of Example 57 is 40% (W / W) and lactose is 60% (W / W).
(Formulation example 5)Aerosol
The compound of Example 57 was 10% (W / W), lecithin was 0.5% (W / W), Freon 11 was 34.5% (W / W), and Freon 12 was 55% (W / W). Adjust the aerosol so that.
[0885]
【The invention's effect】
The compounds represented by the general formula (I) of the present invention, pharmacologically acceptable ether or ester derivatives thereof, and pharmacologically acceptable salts thereof are various bacteria (preferably acid-fast bacteria, particularly preferably tuberculosis bacteria. ), It is useful as a prophylactic or therapeutic agent (preferably a therapeutic agent) for infectious diseases caused by those bacteria.

Claims (49)

一般式（Ｉ）
｛式中、
Ｘ1は、酸素原子、硫黄原子又は式−Ｎ（Ｒ4）−で示される基（式中、Ｒ4は、水素原子、炭素数１乃至３個のアルキル基、又はＲ1及びそれらが結合する窒素原子と一緒になって酸素原子若しくは硫黄原子を含んでいてもよい３乃至７員環状アミノ基を形成する基を示す）を示し、
Ｘ2は、酸素原子、硫黄原子又は式−Ｎ（Ｒ5）−で示される基（式中、Ｒ5は、水素原子、炭素数１乃至３個のアルキル基、又はＲ2及びそれらが結合する窒素原子と一緒になって酸素原子若しくは硫黄原子を含んでいてもよい３乃至７員環状アミノ基を形成する基を示す）を示し、
Ｒ1及びＲ2は同一又は異なって、
（１）水素原子、
（２）置換基を有していてもよい炭素数６乃至１０個のアリール基［該置換基は、ハロゲン原子、水酸基、アミノ基（該アミノ基は炭素数１乃至１６個のアルキル基で置換されていてもよい）、ニトロ基、シアノ基、カルボキシル基、炭素数１乃至４個のアルコキシカルボニル基、カルバモイル基、炭素数１乃至１０個のアルキレンジオキシ基、炭素数７乃至１４個のアラルキルオキシ基、炭素数１乃至１６個のアルキル基（該アルキル基はハロゲン原子で置換されていてもよい）、炭素数２乃至１６個のアルケニル基、炭素数１乃至１６個のアルコキシ基（該アルコキシ基はハロゲン原子で置換されていてもよい）、炭素数１乃至１６個のアルキルチオ基（該アルキルチオ基はハロゲン原子で置換されていてもよい）、炭素数６乃至１０個のアリールアゾ基、及び、窒素原子、硫黄原子又は酸素原子を１乃至４個含む複素環基からなる置換基群Ａより選択される基を示す］、
（３）置換基を有していてもよい、窒素原子、硫黄原子又は酸素原子を１乃至４個含む複素環基［該置換基は、オキソ基、チオキソ基、イミノ基、ハロゲン原子、水酸基、アミノ基（該アミノ基は炭素数１乃至１６個のアルキル基で置換されていてもよい）、ニトロ基、シアノ基、カルボキシル基、炭素数１乃至４個のアルコキシカルボニル基、カルバモイル基、炭素数７乃至１４のアラルキルオキシ基、炭素数１乃至１６個のアルキル基（該アルキル基はハロゲン原子で置換されていてもよい）、炭素数１乃至１６個のアルケニル基、炭素数１乃至１６個のアルコキシ基（該アルコキシ基はハロゲン原子で置換されていてもよい）、及び、炭素数１乃至１６個のアルキルチオ基（該アルキルチオ基はハロゲン原子で置換されていてもよい）からなる置換基群Ｂより選択される基を示す］、
（４）置換基を有していてもよい炭素数６乃至１０個のアリール基を同一又は異なって１乃至３個有する炭素数１乃至１４個のアルキル基［該アリール部分の置換基は、上記の置換基群Ａから選択される基を示す］、
（５）置換基を有していてもよい、窒素原子、硫黄原子又は酸素原子を１乃至４個含む複素環基を同一又は異なって１乃至３個有する炭素数１乃至１４個のアルキル基［該複素環部分の置換基は、上記の置換基群Ｂから選択される基を示す］、
（６）置換基を有していてもよい炭素数１乃至２２個のアルキル基［該置換基は、ハロゲン原子、水酸基、アミノ基、ニトロ基、シアノ基、カルボキシル基、炭素数１乃至４個のアルコキシカルボニル基、カルバモイル基、炭素数１乃至１６個のアルコキシ基（該アルコキシ基はハロゲン原子で置換されていても良い）、及び、炭素数１乃至１６個のアルキルチオ基（該アルキルチオ基はハロゲン原子で置換されていても良い）からなる置換基群Ｃより選択される基を示す］、
（７）置換基を有していてもよい炭素数２乃至２２個のアルケニル基［該置換基は、上記の（２）若しくは（３）から選択される基または置換基群Ｃより選択される基を示す］、または、
（８）式（ａ）で表される基
［式中、ｎは１乃至２０の整数を示し、ｍは０または２を示す。］を示し、
Ｒ3は、水素原子または水酸基を示す。
但し、Ｘ1及びＸ2が式−ＮＨ−で表される基であり、Ｒ1が水素原子または式（ＩＩ）、（ＩＩＩ）、（ＩＶ）または（Ｖ）
で表される基であり、Ｒ2が水素原子であり、Ｒ3が水酸基である化合物、Ｘ1が酸素原子であり、Ｘ2が式−ＮＨ−で表される基であり、Ｒ1が水素原子又はメチル基であり、Ｒ2が水素原子であり、Ｒ3が水酸基である化合物、Ｘ １ 及びＸ ２ が式−ＮＨ−で表される基であり、Ｒ １ が式（ＩＩ）で表される基であり、Ｒ ２ 及びＲ ３ が水素原子である化合物、及び、Ｘ 1 及びＸ 2 が式−ＮＨ−で表される基であり、Ｒ 1 が式（ＩＩ）、（ＩＩＩ）または（ＩＶ）で表される基であり、Ｒ 2 がアルキル基であり、Ｒ 3 が水酸基である化合物は除く。｝で表される化合物、その薬理上許容されるエステル、エーテル若しくはＮ−アルキル誘導体、又はそれらの薬理上許容される塩。
当該エステルは、オキソラン環の水酸基に、式ＲａＣＯ−又はＲａＯＣＯ−で表されるカルボアシル基（Ｒａは炭素数６乃至２０個のアルキル基又は１乃至３個の二重結合を有する炭素数１０乃至２０個のアルケニル基である）を有するエステルであり、当該エーテルは、オキソラン環の水酸基に、炭素数６乃至２０個のアルキル基又は１乃至３個の二重結合を有する炭素数１０乃至２０個のアルケニル基を有するエーテルであり、当該Ｎ−アルキル誘導体は、ウラシル基の窒素原子に、１−（炭素数２乃至２０個のアルカノイルオキシ）炭素数１乃至３個のアルキル基または１−（炭素数１乃至２０個のアルコキシカルボニルオキシ）炭素数１乃至３個のアルキル基を有するＮ−アルキル誘導体である。 Formula (I)
{Where,
X 1 is an oxygen atom, a sulfur atom or a group represented by the formula —N (R 4 ) — (wherein R 4 is a hydrogen atom, an alkyl group having 1 to 3 carbon atoms, or R 1 and a bond thereof) A group that forms a 3- to 7-membered cyclic amino group which may contain an oxygen atom or a sulfur atom together with the nitrogen atom
X 2 is an oxygen atom, a sulfur atom or a group represented by the formula —N (R 5 ) — (wherein R 5 is a hydrogen atom, an alkyl group having 1 to 3 carbon atoms, or R 2 and a bond thereof) A group that forms a 3- to 7-membered cyclic amino group which may contain an oxygen atom or a sulfur atom together with the nitrogen atom
R 1 and R 2 are the same or different,
(1) a hydrogen atom,
(2) an aryl group having 6 to 10 carbon atoms which may have a substituent [the substituent is a halogen atom, a hydroxyl group or an amino group (the amino group is substituted with an alkyl group having 1 to 16 carbon atoms) Nitro group, cyano group, carboxyl group, alkoxycarbonyl group having 1 to 4 carbon atoms, carbamoyl group, alkylenedioxy group having 1 to 10 carbon atoms, aralkyl having 7 to 14 carbon atoms An oxy group, an alkyl group having 1 to 16 carbon atoms (the alkyl group may be substituted with a halogen atom), an alkenyl group having 2 to 16 carbon atoms, an alkoxy group having 1 to 16 carbon atoms (the alkoxy group Group may be substituted with a halogen atom), an alkylthio group having 1 to 16 carbon atoms (the alkylthio group may be substituted with a halogen atom), or 6 to 10 carbon atoms. Arylazo group, and a nitrogen atom, a sulfur atom or an oxygen atom 1 to 4 containing groups selected from Substituent group A consisting of heterocyclic group,
(3) An optionally substituted heterocyclic group containing 1 to 4 nitrogen, sulfur or oxygen atoms [the substituent is an oxo group, a thioxo group, an imino group, a halogen atom, a hydroxyl group, An amino group (the amino group may be substituted with an alkyl group having 1 to 16 carbon atoms), a nitro group, a cyano group, a carboxyl group, an alkoxycarbonyl group having 1 to 4 carbon atoms, a carbamoyl group, a carbon number; An aralkyloxy group having 7 to 14 carbon atoms, an alkyl group having 1 to 16 carbon atoms (the alkyl group may be substituted with a halogen atom), an alkenyl group having 1 to 16 carbon atoms, and an alkyl group having 1 to 16 carbon atoms An alkoxy group (the alkoxy group may be substituted with a halogen atom) and an alkylthio group having 1 to 16 carbon atoms (the alkylthio group may be substituted with a halogen atom); It represents a group selected from Ranaru Substituent Group B],
(4) an alkyl group having 1 to 14 carbon atoms having the same or different aryl group having 6 to 10 carbon atoms which may have a substituent, and the substituent for the aryl moiety is the above A group selected from substituent group A of
(5) an optionally substituted alkyl group having 1 to 14 carbon atoms having the same or different 1 to 3 heterocyclic groups containing 1 to 4 nitrogen atoms, sulfur atoms or oxygen atoms [ The substituent of the heterocyclic moiety represents a group selected from the above-mentioned substituent group B],
(6) an alkyl group having 1 to 22 carbon atoms which may have a substituent [the substituent is a halogen atom, a hydroxyl group, an amino group, a nitro group, a cyano group, a carboxyl group, or a carbon number of 1 to 4 An alkoxycarbonyl group, a carbamoyl group, an alkoxy group having 1 to 16 carbon atoms (the alkoxy group may be substituted with a halogen atom), and an alkylthio group having 1 to 16 carbon atoms (the alkylthio group is a halogen atom) A group selected from the substituent group C consisting of an optionally substituted atom)],
(7) an alkenyl group having 2 to 22 carbon atoms which may have a substituent [the substituent is selected from the group selected from the above (2) or (3) or the substituent group C Indicate group], or
(8) Group represented by formula (a)
[Wherein, n represents an integer of 1 to 20, and m represents 0 or 2. ]
R 3 represents a hydrogen atom or a hydroxyl group.
However, a group X 1 and X 2 are represented by the formula -NH-, R 1 is a hydrogen atom or formula (II), (III), (IV) or (V)
Wherein R 2 is a hydrogen atom and R 3 is a hydroxyl group , X 1 is an oxygen atom, X 2 is a group represented by the formula —NH—, and R 1 is A compound that is a hydrogen atom or a methyl group, R 2 is a hydrogen atom, R 3 is a hydroxyl group , X 1 and X 2 are groups represented by the formula —NH—, and R 1 is represented by the formula (II) A group represented by the formula: R 2 and R 3 are hydrogen atoms; and X 1 and X 2 are groups represented by the formula —NH—, and R 1 is a group represented by the formula (II) or (III): Alternatively, a compound represented by (IV), wherein R 2 is an alkyl group and R 3 is a hydroxyl group, is excluded. }, A pharmacologically acceptable ester, ether or N-alkyl derivative thereof, or a pharmacologically acceptable salt thereof.
The ester has a carboacyl group represented by the formula RaCO- or RaOCO- (Ra is an alkyl group having 6 to 20 carbon atoms or 10 to 20 carbon atoms having 1 to 3 double bonds) on the hydroxyl group of the oxolane ring. The ether has an alkyl group of 6 to 20 carbon atoms or a carbon number of 10 to 20 having 1 to 3 double bonds at the hydroxyl group of the oxolane ring. An ether having an alkenyl group, and the N-alkyl derivative includes a 1- (C 2-20 alkanoyloxy) 1-C 3 alkyl group or 1- (C number 1 to 20 alkoxycarbonyloxy) N-alkyl derivatives having an alkyl group having 1 to 3 carbon atoms. 請求項１において、Ｘ1が式−Ｎ（Ｒ4）−で表わされる基である化合物、その薬理上許容されるエステル、エーテル若しくはＮ−アルキル誘導体、又はそれらの薬理上許容される塩。The compound according to claim 1, wherein X 1 is a group represented by the formula -N (R 4 )-, a pharmacologically acceptable ester, ether or N-alkyl derivative thereof, or a pharmacologically acceptable salt thereof. 請求項１において、Ｘ1が式−Ｎ（Ｒ4）−で表わされる基（式中、Ｒ4は水素原子または炭素数１乃至３のアルキル基を示す）である化合物、その薬理上許容されるエステル、エーテル若しくはＮ−アルキル誘導体、又はそれらの薬理上許容される塩。According to claim 1, X 1 is the formula -N (R 4) - group (wherein, R 4 represents a hydrogen atom or an alkyl group having a carbon number of 1 to 3) represented by the compound is is a pharmacologically acceptable Esters, ethers or N-alkyl derivatives, or pharmacologically acceptable salts thereof. 請求項１において、Ｘ1が式−ＮＨ−で表わされる基である化合物、その薬理上許容されるエステル、エーテル若しくはＮ−アルキル誘導体、又はそれらの薬理上許容される塩。The compound according to claim 1, wherein X 1 is a group represented by the formula -NH-, a pharmacologically acceptable ester, an ether or an N-alkyl derivative thereof, or a pharmacologically acceptable salt thereof. 請求項１乃至４のいずれか１項において、Ｘ2が式−Ｎ（Ｒ5）−で表わされる基である化合物、その薬理上許容されるエステル、エーテル若しくはＮ−アルキル誘導体、又はそれらの薬理上許容される塩。The compound according to any one of claims 1 to 4, wherein X 2 is a group represented by the formula -N (R 5 )-, a pharmacologically acceptable ester, an ether or an N-alkyl derivative thereof, or a pharmacology thereof. Top acceptable salt. 請求項１乃至４のいずれか１項において、Ｘ2が式−Ｎ（Ｒ5）−で表わされる基（式中、Ｒ5は水素原子または炭素数１乃至３のアルキル基を示す）である化合物、その薬理上許容されるエステル、エーテル若しくはＮ−アルキル誘導体、又はそれらの薬理上許容される塩。In any one of claims 1 to 4, X 2 is the formula -N (R 5) - is a group represented by (wherein, R 5 represents a hydrogen atom or an alkyl group having a carbon number of 1 to 3) Compound, pharmacologically acceptable ester, ether or N-alkyl derivative thereof, or pharmacologically acceptable salt thereof. 請求項１乃至４のいずれか１項において、Ｘ2が式−ＮＨ−で表わされる基である化合物、その薬理上許容されるエステル、エーテル若しくはＮ−アルキル誘導体、又はそれらの薬理上許容される塩。5. The compound according to claim 1, wherein X 2 is a group represented by the formula —NH—, a pharmacologically acceptable ester, an ether or an N-alkyl derivative thereof, or a pharmacologically acceptable salt thereof. salt. 請求項１乃至７のいずれか１項において、Ｒ1が水素原子である化合物、その薬理上許容されるエステル、エーテル若しくはＮ−アルキル誘導体、又はそれらの薬理上許容される塩。The compound according to any one of claims 1 to 7, wherein R 1 is a hydrogen atom, a pharmacologically acceptable ester, an ether or an N-alkyl derivative thereof, or a pharmacologically acceptable salt thereof. 請求項１乃至７のいずれか１項において、Ｒ1が置換基を有していてもよい炭素数６乃至１０個のアリール基（該置換基は置換基群Ａから選択される基を示す）である化合物、その薬理上許容されるエステル、エーテル若しくはＮ−アルキル誘導体、又はそれらの薬理上許容される塩。8. The aryl group having 6 to 10 carbon atoms in which R 1 may have a substituent according to claim 1 (the substituent is a group selected from substituent group A). Or a pharmacologically acceptable ester, ether or N-alkyl derivative thereof, or a pharmacologically acceptable salt thereof. 請求項９において、Ｒ1が置換基を有していてもよいフェニル、１−ナフチルまたは２−ナフチル基（該置換基は置換基群Ａから選択される基を示す）である化合物、その薬理上許容されるエステル、エーテル若しくはＮ−アルキル誘導体、又はそれらの薬理上許容される塩。10. The compound according to claim 9, wherein R 1 is an optionally substituted phenyl, 1-naphthyl or 2-naphthyl group (the substituent is a group selected from substituent group A), its pharmacology Top-acceptable esters, ethers or N-alkyl derivatives, or pharmacologically acceptable salts thereof. 請求項９において、Ｒ1が置換基を有していてもよいフェニル基（該置換基は置換基群Ａから選択される基を示す）である化合物、その薬理上許容されるエステル、エーテル若しくはＮ−アルキル誘導体、又はそれらの薬理上許容される塩。In Claim 9, the compound whose R < 1 > is a phenyl group which may have a substituent (this substituent shows group selected from the substituent group A), its pharmacologically acceptable ester, ether, or N-alkyl derivatives or pharmacologically acceptable salts thereof. 請求項１乃至７のいずれか１項において、Ｒ1が置換基を有していてもよい、窒素原子、硫黄原子又は酸素原子を１乃至４個含む複素環基（該置換基は置換基群Ｂから選択される基を示す）である化合物、その薬理上許容されるエステル、エーテル若しくはＮ−アルキル誘導体、又はそれらの薬理上許容される塩。The heterocyclic group according to any one of claims 1 to 7, wherein R 1 may have a substituent, which includes 1 to 4 nitrogen atoms, sulfur atoms, or oxygen atoms (the substituent is a substituent group). Or a pharmacologically acceptable ester, ether or N-alkyl derivative thereof, or a pharmacologically acceptable salt thereof. 請求項１２において、Ｒ1が置換基を有していてもよい、５若しくは６員芳香族複素環基またはベンゼン環と縮環した５若しくは６員芳香族複素環基（該置換基は置換基群Ｂから選択される基を示す）である化合物、その薬理上許容されるエステル、エーテル若しくはＮ−アルキル誘導体、又はそれらの薬理上許容される塩。13. The 5- or 6-membered aromatic heterocyclic group or a 5- or 6-membered aromatic heterocyclic group fused with a benzene ring, wherein R 1 may have a substituent (the substituent is a substituent) A compound selected from group B), a pharmacologically acceptable ester, an ether or an N-alkyl derivative thereof, or a pharmacologically acceptable salt thereof. 請求項１乃至７のいずれか１項において、Ｒ1が置換基を有していてもよい炭素数６乃至１０個のアリール基を同一又は異なって１乃至３個有する炭素数１乃至１４個のアルキル基（該置換基は置換基群Ａから選択される基を示す）である化合物、その薬理上許容されるエステル、エーテル若しくはＮ−アルキル誘導体、又はそれらの薬理上許容される塩。In any one of claims 1 to 7, R 1 is good having 6 to 10 carbon atoms which may have a substituent, an aryl group the same or different C 1 to 14 carbons having 1 to 3 A compound which is an alkyl group (the substituent is a group selected from substituent group A), a pharmacologically acceptable ester, an ether or an N-alkyl derivative thereof, or a pharmacologically acceptable salt thereof. 請求項１４において、Ｒ1のアリール部分が置換基を有していてもよいフェニル、１−ナフチルまたは２−ナフチル基（該置換基は置換基群Ａから選択される基を示す）である化合物、その薬理上許容されるエステル、エーテル若しくはＮ−アルキル誘導体、又はそれらの薬理上許容される塩。15. The compound according to claim 14, wherein the aryl moiety of R 1 is an optionally substituted phenyl, 1-naphthyl, or 2-naphthyl group (the substituent is a group selected from substituent group A). , Pharmacologically acceptable esters, ethers or N-alkyl derivatives thereof, or pharmacologically acceptable salts thereof. 請求項１４において、Ｒ1のアリール部分が置換基を有していてもよいフェニル基（該置換基は置換基群Ａから選択される基を示す）である化合物、その薬理上許容されるエステル、エーテル若しくはＮ−アルキル誘導体、又はそれらの薬理上許容される塩。15. The compound according to claim 14, wherein the aryl moiety of R 1 is an optionally substituted phenyl group (the substituent is a group selected from substituent group A), and a pharmacologically acceptable ester thereof , Ethers or N-alkyl derivatives, or pharmacologically acceptable salts thereof. 請求項１４乃至１６のいずれか１項において、Ｒ1のアルキル部分が炭素数１乃至８個のアルキル基である化合物、その薬理上許容されるエステル、エーテル若しくはＮ−アルキル誘導体、又はそれらの薬理上許容される塩。The compound according to any one of claims 14 to 16, wherein the alkyl part of R 1 is an alkyl group having 1 to 8 carbon atoms, a pharmacologically acceptable ester, an ether or an N-alkyl derivative thereof, or a pharmacology thereof. Top acceptable salt. 請求項１４乃至１６のいずれか１項において、Ｒ1のアルキル部分が炭素数１乃至４個のアルキル基である化合物、その薬理上許容されるエステル、エーテル若しくはＮ−アルキル誘導体、又はそれらの薬理上許容される塩。The compound according to any one of claims 14 to 16, wherein the alkyl portion of R 1 is an alkyl group having 1 to 4 carbon atoms, a pharmacologically acceptable ester, an ether or an N-alkyl derivative thereof, or a pharmacology thereof. Top acceptable salt. 請求項１４乃至１６のいずれか１項において、Ｒ1のアルキル部分が炭素数２個のアルキル基である化合物、その薬理上許容されるエステル、エーテル若しくはＮ−アルキル誘導体、又はそれらの薬理上許容される塩。The compound according to any one of claims 14 to 16, wherein the alkyl part of R 1 is an alkyl group having 2 carbon atoms, a pharmacologically acceptable ester, an ether or an N-alkyl derivative thereof, or a pharmacologically acceptable salt thereof. Salt. 請求項１乃至７のいずれか１項において、Ｒ1が置換基を有していてもよい、窒素原子、硫黄原子又は酸素原子を１乃至４個含む複素環基を同一又は異なって１乃至３個有する炭素数１乃至１４個のアルキル基（該置換基は置換基群Ｂから選択される基を示す）である化合物、その薬理上許容されるエステル、エーテル若しくはＮ−アルキル誘導体、又はそれらの薬理上許容される塩。The heterocyclic group according to any one of claims 1 to 7, wherein R 1 may have a substituent, and the heterocyclic groups containing 1 to 4 nitrogen atoms, sulfur atoms, or oxygen atoms are the same or different. A compound which is an alkyl group having 1 to 14 carbon atoms (the substituent is a group selected from Substituent Group B), a pharmacologically acceptable ester, ether or N-alkyl derivative thereof, or their Pharmacologically acceptable salt. 請求項２０において、Ｒ1の複素環部分が置換基を有していてもよい、５又は６員芳香族複素環基またはベンゼン環と縮環した５若しくは６員芳香族複素環基（該置換基は置換基群Ｂから選択される基を示す）である化合物、その薬理上許容されるエステル、エーテル若しくはＮ−アルキル誘導体、又はそれらの薬理上許容される塩。21. The 5- or 6-membered aromatic heterocyclic group or a 5- or 6-membered aromatic heterocyclic group condensed with a benzene ring, in which the heterocyclic portion of R 1 may have a substituent (the substituent) Wherein the group represents a group selected from Substituent Group B), pharmacologically acceptable esters, ethers or N-alkyl derivatives thereof, or pharmacologically acceptable salts thereof. 請求項２０又は２１のいずれか１項において、Ｒ1のアルキル部分が炭素数１乃至８個のアルキル基である化合物、その薬理上許容されるエステル、エーテル若しくはＮ−アルキル誘導体、又はそれらの薬理上許容される塩。The compound according to any one of claims 20 and 21, wherein the alkyl part of R 1 is an alkyl group having 1 to 8 carbon atoms, a pharmacologically acceptable ester, an ether or an N-alkyl derivative thereof, or a pharmacological thereof. Top acceptable salt. 請求項２０又は２１のいずれか１項において、Ｒ1のアルキル部分が炭素数１乃至４個のアルキル基である化合物、その薬理上許容されるエステル、エーテル若しくはＮ−アルキル誘導体、又はそれらの薬理上許容される塩。The compound according to any one of claims 20 and 21, wherein the alkyl part of R 1 is an alkyl group having 1 to 4 carbon atoms, a pharmacologically acceptable ester, an ether or an N-alkyl derivative thereof, or a pharmacological thereof. Top acceptable salt. 請求項２０又は２１のいずれか１項において、Ｒ1のアルキル部分が炭素数２個のアルキル基である化合物、その薬理上許容されるエステル、エーテル若しくはＮ−アルキル誘導体、又はそれらの薬理上許容される塩。The compound according to any one of claims 20 and 21, wherein the alkyl part of R 1 is an alkyl group having 2 carbon atoms, a pharmacologically acceptable ester, an ether or an N-alkyl derivative thereof, or a pharmacologically acceptable salt thereof. Salt. 請求項１乃至７のいずれか１項において、Ｒ1が置換基を有していてもよい炭素数１乃至２２個のアルキル基（該置換基は置換基群Ｃから選択される基を示す）である化合物、その薬理上許容されるエステル、エーテル若しくはＮ−アルキル誘導体、又はそれらの薬理上許容される塩。8. The alkyl group having 1 to 22 carbon atoms in which R 1 may have a substituent according to claim 1 (the substituent is a group selected from substituent group C). Or a pharmacologically acceptable ester, ether or N-alkyl derivative thereof, or a pharmacologically acceptable salt thereof. 請求項２５において、Ｒ1が置換基を有していてもよい炭素数１乃至１８個のアルキル基（該置換基は置換基群Ｃから選択される基を示す）である化合物、その薬理上許容されるエステル、エーテル若しくはＮ−アルキル誘導体、又はそれらの薬理上許容される塩。26. The compound according to claim 25, wherein R 1 is an optionally substituted alkyl group having 1 to 18 carbon atoms (the substituent is a group selected from substituent group C), and its pharmacological properties Acceptable esters, ethers or N-alkyl derivatives, or pharmacologically acceptable salts thereof. 請求項１乃至７のいずれか１項において、Ｒ1が置換基を有していてもよい炭素数２乃至２２個のアルケニル基（該置換基は、請求項１のＲ1の定義における（２）若しくは（３）から選択される基または置換基群Ｃから選択される基を示す）である化合物、その薬理上許容されるエステル、エーテル若しくはＮ−アルキル誘導体、又はそれらの薬理上許容される塩。The alkenyl group having 2 to 22 carbon atoms in which R 1 may have a substituent in any one of claims 1 to 7 (the substituent is (2 in the definition of R 1 in claim 1). ) Or a group selected from (3) or a group selected from substituent group C), pharmacologically acceptable esters, ethers or N-alkyl derivatives thereof, or pharmacologically acceptable salt. 請求項２７において、Ｒ1が無置換の炭素数２乃至２２個のアルケニル基である化合物、その薬理上許容されるエステル、エーテル若しくはＮ−アルキル誘導体、又はそれらの薬理上許容される塩。28. The compound according to claim 27, wherein R 1 is an unsubstituted alkenyl group having 2 to 22 carbon atoms, a pharmaceutically acceptable ester, ether or N-alkyl derivative thereof, or a pharmacologically acceptable salt thereof. 請求項２７において、Ｒ1が無置換の炭素数２乃至１８個のアルケニル基である化合物、その薬理上許容されるエステル、エーテル若しくはＮ−アルキル誘導体、又はそれらの薬理上許容される塩。28. The compound according to claim 27, wherein R 1 is an unsubstituted alkenyl group having 2 to 18 carbon atoms, a pharmaceutically acceptable ester, ether or N-alkyl derivative thereof, or a pharmacologically acceptable salt thereof. 請求項１において、Ｒ1が式（ａ）（式中、ｎは１乃至２０の整数を示し、ｍは０または２を示す）で表される化合物、その薬理上許容されるエステル、エーテル若しくはＮ−アルキル誘導体、又はそれらの薬理上許容される塩。According to claim 1, R 1 is formula (a) (wherein, n 1 represents an integer of 20, m is 0 or 2 show a) a compound represented by, its pharmacologically acceptable esters, ethers or N-alkyl derivatives or pharmacologically acceptable salts thereof. 請求項３０において、ｎが４乃至８の整数である化合物、その薬理上許容されるエステル、エーテル若しくはＮ−アルキル誘導体、又はそれらの薬理上許容される塩。31. The compound according to claim 30, wherein n is an integer of 4 to 8, a pharmacologically acceptable ester, ether or N-alkyl derivative thereof, or a pharmacologically acceptable salt thereof. 請求項３０において、ｍが０であり、ｎが４乃至８の整数である化合物、その薬理上許容されるエステル、エーテル若しくはＮ−アルキル誘導体、又はそれらの薬理上許容される塩。31. The compound according to claim 30, wherein m is 0 and n is an integer of 4 to 8, a pharmacologically acceptable ester, ether or N-alkyl derivative thereof, or a pharmacologically acceptable salt thereof. 請求項１乃至３２のいずれか１項において、Ｒ2が水素原子、置換基を有していてもよい炭素数１乃至２２個のアルキル基（該置換基は置換基群Ｃから選択される基である）または置換基を有していてもよい炭素数２乃至２２個のアルケニル基（該置換基は置換基群Ｃから選択される基である）である化合物、その薬理上許容されるエステル、エーテル若しくはＮ−アルキル誘導体、又はそれらの薬理上許容される塩。33. The alkyl group according to any one of claims 1 to 32, wherein R 2 is a hydrogen atom or an optionally substituted alkyl group having 1 to 22 carbon atoms (the substituent is a group selected from substituent group C). A compound having 2 to 22 carbon atoms which may have a substituent (the substituent is a group selected from substituent group C), and a pharmacologically acceptable ester thereof , Ethers or N-alkyl derivatives, or pharmacologically acceptable salts thereof. 請求項１乃至３２のいずれか１項において、Ｒ2が水素原子、無置換の炭素数１乃至２２個のアルキル基または無置換の炭素数２乃至２２個のアルケニル基である化合物、その薬理上許容されるエステル、エーテル若しくはＮ−アルキル誘導体、又はそれらの薬理上許容される塩。33. The compound according to any one of claims 1 to 32, wherein R 2 is a hydrogen atom, an unsubstituted alkyl group having 1 to 22 carbon atoms or an unsubstituted alkenyl group having 2 to 22 carbon atoms, Acceptable esters, ethers or N-alkyl derivatives, or pharmacologically acceptable salts thereof. 請求項１乃至３２のいずれか１項において、Ｒ2が水素原子、無置換の炭素数６乃至２０個のアルキル基または無置換の炭素数１０乃至２０個のアルケニル基である化合物、その薬理上許容されるエステル、エーテル若しくはＮ−アルキル誘導体、又はそれらの薬理上許容される塩。33. The compound according to any one of claims 1 to 32, wherein R 2 is a hydrogen atom, an unsubstituted alkyl group having 6 to 20 carbon atoms, or an unsubstituted alkenyl group having 10 to 20 carbon atoms, and its pharmacological properties Acceptable esters, ethers or N-alkyl derivatives, or pharmacologically acceptable salts thereof. 請求項１乃至３２のいずれか１項において、Ｒ2が水素原子または無置換の炭素数６乃至２０個のアルキル基である化合物、その薬理上許容されるエステル、エーテル若しくはＮ−アルキル誘導体、又はそれらの薬理上許容される塩。33. The compound according to any one of claims 1 to 32, wherein R 2 is a hydrogen atom or an unsubstituted alkyl group having 6 to 20 carbon atoms, a pharmacologically acceptable ester, ether or N-alkyl derivative thereof, or Their pharmacologically acceptable salts. 請求項１乃至３２のいずれか１項において、Ｒ2が水素原子である化合物、その薬理上許容されるエステル、エーテル若しくはＮ−アルキル誘導体、又はそれらの薬理上許容される塩。In any one of claims 1 to 32, a compound wherein R 2 is a hydrogen atom, esters its pharmacologically acceptable, ether or N- alkyl derivatives or a pharmaceutically acceptable salt thereof pharmacological. 請求項１乃至３７のいずれか１項において、Ｒ3が水酸基である化合物、その薬理上許容されるエステル、エーテル若しくはＮ−アルキル誘導体、又はそれらの薬理上許容される塩。In any one of claims 1 to 37, and R 3 is a hydroxyl group, esters its pharmacologically acceptable, ether or N- alkyl derivatives or a pharmaceutically acceptable salt thereof pharmacological. 請求項１において、Ｘ1が式−Ｎ（Ｒ4）−で表される基であり、Ｘ2が式−Ｎ（Ｒ5）−で表わされる基であり、Ｒ1が（２）置換基を有していてもよい炭素数６乃至１０個のアリール基（該置換基は置換基群Ａから選択される基を示す）、（４）置換基を有していてもよい炭素数６乃至１０個のアリール基を同一又は異なって１乃至３個有する炭素数１乃至１４個のアルキル基（該置換基は置換基群Ａから選択される基を示す）、（５）置換基を有していてもよい、窒素原子、硫黄原子又は酸素原子を１乃至４個含む複素環基を同一又は異なって１乃至３個有する炭素数１乃至１４個のアルキル基（該置換基は置換基群Ｂから選択される基を示す）、（６）置換基を有していてもよい炭素数１乃至２２個のアルキル基（該置換基は置換基群Ｃから選択される基を示す）、（７）置換基を有していてもよい炭素数２乃至２２個のアルケニル基（該置換基は、請求項１のＲ1の定義における（２）若しくは（３）から選択される基または置換基群Ｃから選択される基を示す）、または（８）式（ａ）で表される基であり、Ｒ2が水素原子または無置換の炭素数６乃至２０個のアルキル基であり、Ｒ3が水素原子または水酸基である化合物、その薬理上許容されるエステル、エーテル若しくはＮ−アルキル誘導体、又はそれらの薬理上許容される塩。In Claim 1, X < 1 > is group represented by the formula -N (R < 4 >)-, X < 2 > is group represented by the formula -N (R < 5 >)-, and R < 1 > is (2) substituent. An aryl group having 6 to 10 carbon atoms which may have (the substituent is a group selected from substituent group A), and (4) an optionally substituted aryl group having 6 to 10 carbon atoms. An alkyl group having 1 to 14 carbon atoms having the same or different 10 aryl groups and having 1 to 3 carbon atoms (the substituent is a group selected from substituent group A), (5) having a substituent An alkyl group having 1 to 14 carbon atoms having the same or different 1 to 3 heterocyclic groups containing 1 to 4 nitrogen atoms, sulfur atoms or oxygen atoms (the substituent is the substituent group B). (6) an alkyl group having 1 to 22 carbon atoms which may have a substituent (the substituent is a substituent group) Represents a group selected from), (7) substituted alkenyl group (the substituent which may number from 2 to 22 carbon have the in the definition of R 1 in claim 1 (2) or ( 3) or a group selected from substituent group C), or (8) a group represented by formula (a), wherein R 2 is a hydrogen atom or an unsubstituted 6 to 6 carbon atoms. The compound which is 20 alkyl groups and R < 3 > is a hydrogen atom or a hydroxyl group, its pharmacologically acceptable ester, ether, or N-alkyl derivative, or those pharmacologically acceptable salts. 請求項１において、Ｘ1及びＸ2が式−ＮＨ−で表わされる基であり、Ｒ1が（２）置換基を有していてもよい炭素数６乃至１０個のアリール基（該置換基は置換基群Ａから選択される基を示す）、（４）置換基を有していてもよい炭素数６乃至１０個のアリール基を同一又は異なって１乃至３個有する炭素数１乃至１４個のアルキル基（該置換基は置換基群Ａから選択される基を示す）、（５）置換基を有していてもよい、窒素原子、硫黄原子又は酸素原子を１乃至４個含む複素環基を同一又は異なって１乃至３個有する炭素数１乃至１４個のアルキル基（該置換基は置換基群Ｂから選択される基を示す）、（６）置換基を有していてもよい炭素数１乃至２２個のアルキル基（該置換基は置換基群Ｃから選択される基を示す）、（７）置換基を有していてもよい炭素数２乃至２２個のアルケニル基（該置換基は、請求項１のＲ1の定義における（２）若しくは（３）から選択される基または置換基群Ｃから選択される基を示す）、または（８）式（ａ）で表される基であり、Ｒ2が水素原子または無置換の炭素数６乃至２０個のアルキル基であり、Ｒ3が水素原子または水酸基である化合物、その薬理上許容されるエステル、エーテル若しくはＮ−アルキル誘導体、又はそれらの薬理上許容される塩。In claim 1, a group X 1 and X 2 are represented by the formula -NH-, R 1 is (2) carbon atoms which may have a substituent 6 to 10 aryl group (said substituent Represents a group selected from Substituent Group A), (4) 1 to 14 carbon atoms having the same or different 1 to 3 aryl groups having 6 to 10 carbon atoms which may have a substituent. Alkyl groups (the substituent is a group selected from Substituent Group A), (5) a heterocyclic group having 1 to 4 nitrogen atoms, sulfur atoms or oxygen atoms which may have a substituent. An alkyl group having 1 to 14 carbon atoms having the same or different ring groups and having 1 to 3 carbon atoms (the substituent is a group selected from the substituent group B), (6) having a substituent A good alkyl group having 1 to 22 carbon atoms (the substituent is a group selected from substituent group C), (7) a substituent Alkenyl group (the substituent may having 2 to 22 carbon which may have is selected from the group or substituent group C is selected from the definition of R 1 in claim 1 (2) or (3) Or (8) a group represented by the formula (a), wherein R 2 is a hydrogen atom or an unsubstituted alkyl group having 6 to 20 carbon atoms, and R 3 is a hydrogen atom or a hydroxyl group Or a pharmacologically acceptable ester, ether or N-alkyl derivative thereof, or a pharmacologically acceptable salt thereof. 請求項１において、Ｘ1及びＸ2が式−ＮＨ−で表わされる基であり、Ｒ1が（２）置換基を有していてもよい炭素数６乃至１０個のアリール基（該置換基は置換基群Ａから選択される基を示す）、（６）置換基を有していてもよい炭素数１乃至２２個のアルキル基（該置換基は置換基群Ｃから選択される基を示す）、または（７）置換基を有していてもよい炭素数２乃至２２個のアルケニル基（該置換基は置換基群Ｃから選択される基を示す）であり、Ｒ2が水素原子または無置換の炭素数６乃至２０個のアルキル基であり、Ｒ3が水素原子又は水酸基である化合物、その薬理上許容されるエステル、エーテル若しくはＮ−アルキル誘導体、又はそれらの薬理上許容される塩。In claim 1, a group X 1 and X 2 are represented by the formula -NH-, R 1 is (2) carbon atoms which may have a substituent 6 to 10 aryl group (said substituent Represents a group selected from Substituent Group A), and (6) an optionally substituted alkyl group having 1 to 22 carbon atoms (the substituent is a group selected from Substituent Group C). Or (7) an alkenyl group having 2 to 22 carbon atoms which may have a substituent (the substituent is a group selected from substituent group C), and R 2 is a hydrogen atom Or an unsubstituted alkyl group having 6 to 20 carbon atoms, wherein R 3 is a hydrogen atom or a hydroxyl group, a pharmaceutically acceptable ester, ether or N-alkyl derivative thereof, or a pharmacologically acceptable salt thereof. salt. 請求項１において、Ｘ1及びＸ2が式−ＮＨ−で表わされる基であり、Ｒ1が（２）置換基を有していてもよい炭素数６乃至１０個のアリール基（該置換基は置換基群Ａから選択される基を示す）または（６）置換基を有していてもよい炭素数１乃至２２個のアルキル基（該置換基は置換基群Ｃから選択される基を示す）であり、Ｒ2が水素原子または無置換の炭素数６乃至２０個のアルキル基であり、Ｒ3が水素原子又は水酸基である化合物、その薬理上許容されるエステル、エーテル若しくはＮ−アルキル誘導体、又はそれらの薬理上許容される塩。In claim 1, a group X 1 and X 2 are represented by the formula -NH-, R 1 is (2) carbon atoms which may have a substituent 6 to 10 aryl group (said substituent Represents a group selected from substituent group A) or (6) an optionally substituted alkyl group having 1 to 22 carbon atoms (the substituent is a group selected from substituent group C) R 2 is a hydrogen atom or an unsubstituted alkyl group having 6 to 20 carbon atoms, and R 3 is a hydrogen atom or a hydroxyl group, its pharmacologically acceptable ester, ether or N-alkyl Derivatives or pharmacologically acceptable salts thereof. 請求項１において、Ｘ1及びＸ2が式−ＮＨ−で表わされる基であり、Ｒ1が（２）置換基を有していてもよい炭素数６乃至１０個のアリール基（該置換基は置換基群Ａから選択される基を示す）であり、Ｒ2が水素原子または無置換の炭素数６乃至２０個のアルキル基であり、Ｒ3が水素原子または水酸基である化合物、その薬理上許容されるエステル、エーテル若しくはＮ−アルキル誘導体、又はそれらの薬理上許容される塩。In claim 1, a group X 1 and X 2 are represented by the formula -NH-, R 1 is (2) carbon atoms which may have a substituent 6 to 10 aryl group (said substituent Represents a group selected from substituent group A), R 2 is a hydrogen atom or an unsubstituted alkyl group having 6 to 20 carbon atoms, and R 3 is a hydrogen atom or a hydroxyl group, and its pharmacology Top-acceptable esters, ethers or N-alkyl derivatives, or pharmacologically acceptable salts thereof. 請求項１において、Ｘ1及びＸ2が式−ＮＨ−で表わされる基であり、Ｒ1が置換基を有していてもよいフェニル基（該置換基は置換基群Ａから選択される基を示す）であり、Ｒ2が水素原子であり、Ｒ3が水酸基である化合物、その薬理上許容されるエステル、エーテル若しくはＮ−アルキル誘導体、又はそれらの薬理上許容される塩。In claim 1, a group X 1 and X 2 are represented by the formula -NH-, even R 1 is an optionally substituted phenyl group (the substituents are selected from substituent group A group Wherein R 2 is a hydrogen atom and R 3 is a hydroxyl group, pharmacologically acceptable esters, ethers or N-alkyl derivatives thereof, or pharmacologically acceptable salts thereof. 請求項１において、Ｘ1及びＸ2が式−ＮＨ−で表わされる基であり、Ｒ1が置換基を有していてもよいフェニル基（該置換基は置換基群Ａから選択される基を示す）であり、Ｒ2が無置換の炭素数６乃至２０個のアルキル基であり、Ｒ3が水酸基である化合物、その薬理上許容されるエステル、エーテル若しくはＮ−アルキル誘導体、又はそれらの薬理上許容される塩。In claim 1, a group X 1 and X 2 are represented by the formula -NH-, even R 1 is an optionally substituted phenyl group (the substituents are selected from substituent group A group R 2 is an unsubstituted alkyl group having 6 to 20 carbon atoms and R 3 is a hydroxyl group, a pharmacologically acceptable ester, ether or N-alkyl derivative thereof, or their Pharmacologically acceptable salt. 請求項１において、Ｘ1及びＸ2が式−ＮＨ−で表わされる基であり、Ｒ1が置換基を有していてもよいフェニル基（該置換基は置換基群Ａから選択される基を示す）であり、Ｒ2が水素原子であり、Ｒ3が水素原子である化合物、その薬理上許容されるエステル、エーテル若しくはＮ−アルキル誘導体、又はそれらの薬理上許容される塩。In claim 1, a group X 1 and X 2 are represented by the formula -NH-, even R 1 is an optionally substituted phenyl group (the substituents are selected from substituent group A group Wherein R 2 is a hydrogen atom and R 3 is a hydrogen atom, a pharmacologically acceptable ester, ether or N-alkyl derivative thereof, or a pharmacologically acceptable salt thereof. 請求項１乃至４６のいずれか１項において、一般式（Ｉ）が一般式（Ｉ’）
（式中、Ｒ1、Ｒ2、Ｒ3、Ｘ1及びＸ2は選択した請求項と同意義である）である化合物、その薬理上許容されるエステル、エーテル若しくはＮ−アルキル誘導体、又はそれらの薬理上許容される塩。47. The general formula (I) is the general formula (I ') according to any one of claims 1 to 46.
Wherein R 1 , R 2 , R 3 , X 1 and X 2 are as defined in the selected claim, a pharmacologically acceptable ester, ether or N-alkyl derivative thereof, or The pharmacologically acceptable salt of 請求項４７において、一般式（Ｉ’）で表される化合物、その薬理上許容されるエステル、エーテル若しくはＮ−アルキル誘導体のうち、
Ｒ1がフェニル基を示し、Ｒ2が水素原子を示し、Ｘ1及びＸ2が式−ＮＨ−で表され、Ｒ3が水酸基を示す化合物、
Ｒ1がフェニル基を示し、Ｒ2が水素原子を示し、Ｘ1及びＸ2が式−ＮＨ−で表され、Ｒ3がデカノイルオキシ基を示す化合物、
Ｒ1が4−エチルフェニル基を示し、Ｒ2が水素原子を示し、Ｘ1及びＸ2が式−ＮＨ−で表され、Ｒ3が水酸基を示す化合物、
Ｒ1が4−エチルフェニル基を示し、Ｒ2が水素原子を示し、Ｘ1及びＸ2が式−ＮＨ−で表され、Ｒ3がデカノイルオキシ基を示す化合物、
Ｒ1が4−ペンチルフェニル基を示し、Ｒ2が水素原子を示し、Ｘ1及びＸ2が式−ＮＨ−で表され、Ｒ3が水酸基を示す化合物、
Ｒ1が3−エチルフェニル基を示し、Ｒ2が水素原子を示し、Ｘ1及びＸ2が式−ＮＨ−で表され、Ｒ3が水酸基を示す化合物、
Ｒ1が4−トリフルオロメチルフェニル基を示し、Ｒ2が水素原子を示し、Ｘ1及びＸ2が式−ＮＨ−で表され、Ｒ3が水酸基を示す化合物、
Ｒ1が4−トリフルオロメチルフェニル基を示し、Ｒ2が水素原子を示し、Ｘ1及びＸ2が式−ＮＨ−で表され、Ｒ3がデカノイルオキシ基を示す化合物、
Ｒ1が4−ブトキシフェニル基を示し、Ｒ2が水素原子を示し、Ｘ1及びＸ2が式−ＮＨ−で表され、Ｒ3が水酸基を示す化合物、
Ｒ1が4−ペントキシフェニル基を示し、Ｒ2が水素原子を示し、Ｘ1及びＸ2が式−ＮＨ−で表され、Ｒ3が水酸基を示す化合物、
Ｒ1が4−ヘキシルオキシフェニル基を示し、Ｒ2が水素原子を示し、Ｘ1及びＸ2が式−ＮＨ−で表され、Ｒ3が水酸基を示す化合物、
Ｒ1が4−フルオロフェニル基を示し、Ｒ2が水素原子を示し、Ｘ1及びＸ2が式−ＮＨ−で表され、Ｒ3が水酸基を示す化合物、
Ｒ1が4−フルオロフェニル基を示し、Ｒ2が水素原子を示し、Ｘ1及びＸ2が式−ＮＨ−で表され、Ｒ3がデカノイルオキシ基を示す化合物、
Ｒ1が3,4−ジフルオロフェニル基を示し、Ｒ2が水素原子を示し、Ｘ1及びＸ2が式−ＮＨ−で表され、Ｒ3が水酸基を示す化合物、
Ｒ1が3,4−ジフルオロフェニル基を示し、Ｒ2が水素原子を示し、Ｘ1及びＸ2が式−ＮＨ−で表され、Ｒ3がデカノイルオキシ基を示す化合物、
Ｒ1が3−クロロ−4−フルオロフェニル基を示し、Ｒ2が水素原子を示し、Ｘ1及びＸ2が式−ＮＨ−で表され、Ｒ3が水酸基を示す化合物、
Ｒ1が3−クロロ−4−フルオロフェニル基を示し、Ｒ2が水素原子を示し、Ｘ1及びＸ2が式−ＮＨ−で表され、Ｒ3がデカノイルオキシ基を示す化合物、
Ｒ1が3−トリフルオロメチル−4−フルオロフェニル基を示し、Ｒ2が水素原子を示し、Ｘ1及びＸ2が式−ＮＨ−で表され、Ｒ3が水酸基を示す化合物、
Ｒ1が3−トリフルオロメチル−4−フルオロフェニル基を示し、Ｒ2が水素原子を示し、Ｘ1及びＸ2が式−ＮＨ−で表され、Ｒ3がデカノイルオキシ基を示す化合物、
Ｒ1が３−メチル−4−ブロモフェニル基を示し、Ｒ2が水素原子を示し、Ｘ1及びＸ2が式−ＮＨ−で表され、Ｒ3が水酸基を示す化合物、
Ｒ1が３−メチル−4−ブロモフェニル基を示し、Ｒ2が水素原子を示し、Ｘ1及びＸ2が式−ＮＨ−で表され、Ｒ3がデカノイルオキシ基を示す化合物、
Ｒ1が３−ニトロ−4−フルオロフェニル基を示し、Ｒ2が水素原子を示し、Ｘ1及びＸ2が式−ＮＨ−で表され、Ｒ3が水酸基を示す化合物、
Ｒ1が３−ニトロ−4−フルオロフェニル基を示し、Ｒ2が水素原子を示し、Ｘ1及びＸ2が式−ＮＨ−で表され、Ｒ3がデカノイルオキシ基を示す化合物、
Ｒ1が３−ニトロフェニル基を示し、Ｒ2が水素原子を示し、Ｘ1及びＸ2が式−ＮＨ−で表され、Ｒ3が水酸基を示す化合物、及び
Ｒ1が３−ニトロフェニル基を示し、Ｒ2が水素原子を示し、Ｘ1及びＸ2が式−ＮＨ−で表され、Ｒ3がデカノイルオキシ基を示す化合物から選択される化合物又はそれらの薬理上許容される塩。48. In the compound represented by general formula (I ′) according to claim 47, a pharmacologically acceptable ester, ether or N-alkyl derivative thereof,
A compound in which R 1 represents a phenyl group, R 2 represents a hydrogen atom, X 1 and X 2 are represented by the formula —NH—, and R 3 represents a hydroxyl group;
A compound in which R 1 represents a phenyl group, R 2 represents a hydrogen atom, X 1 and X 2 are represented by the formula —NH—, and R 3 represents a decanoyloxy group;
A compound in which R 1 represents a 4-ethylphenyl group, R 2 represents a hydrogen atom, X 1 and X 2 are represented by the formula —NH—, and R 3 represents a hydroxyl group;
A compound in which R 1 represents a 4-ethylphenyl group, R 2 represents a hydrogen atom, X 1 and X 2 are represented by the formula —NH—, and R 3 represents a decanoyloxy group;
A compound in which R 1 represents a 4-pentylphenyl group, R 2 represents a hydrogen atom, X 1 and X 2 are represented by the formula —NH—, and R 3 represents a hydroxyl group;
A compound in which R 1 represents a 3-ethylphenyl group, R 2 represents a hydrogen atom, X 1 and X 2 are represented by the formula —NH—, and R 3 represents a hydroxyl group;
A compound in which R 1 represents a 4-trifluoromethylphenyl group, R 2 represents a hydrogen atom, X 1 and X 2 are represented by the formula —NH—, and R 3 represents a hydroxyl group;
A compound in which R 1 represents a 4-trifluoromethylphenyl group, R 2 represents a hydrogen atom, X 1 and X 2 are represented by the formula —NH—, and R 3 represents a decanoyloxy group;
A compound in which R 1 represents a 4-butoxyphenyl group, R 2 represents a hydrogen atom, X 1 and X 2 are represented by the formula —NH—, and R 3 represents a hydroxyl group;
A compound in which R 1 represents a 4-pentoxyphenyl group, R 2 represents a hydrogen atom, X 1 and X 2 are represented by the formula —NH—, and R 3 represents a hydroxyl group;
A compound in which R 1 represents a 4-hexyloxyphenyl group, R 2 represents a hydrogen atom, X 1 and X 2 are represented by the formula —NH—, and R 3 represents a hydroxyl group;
A compound in which R 1 represents a 4-fluorophenyl group, R 2 represents a hydrogen atom, X 1 and X 2 are represented by the formula —NH—, and R 3 represents a hydroxyl group;
A compound wherein R 1 represents a 4-fluorophenyl group, R 2 represents a hydrogen atom, X 1 and X 2 are represented by the formula —NH—, and R 3 represents a decanoyloxy group,
A compound in which R 1 represents a 3,4-difluorophenyl group, R 2 represents a hydrogen atom, X 1 and X 2 are represented by the formula —NH—, and R 3 represents a hydroxyl group;
A compound wherein R 1 represents a 3,4-difluorophenyl group, R 2 represents a hydrogen atom, X 1 and X 2 are represented by the formula —NH—, and R 3 represents a decanoyloxy group;
A compound in which R 1 represents a 3-chloro-4-fluorophenyl group, R 2 represents a hydrogen atom, X 1 and X 2 are represented by the formula —NH—, and R 3 represents a hydroxyl group;
A compound wherein R 1 represents a 3-chloro-4-fluorophenyl group, R 2 represents a hydrogen atom, X 1 and X 2 are represented by the formula —NH—, and R 3 represents a decanoyloxy group;
A compound wherein R 1 represents a 3-trifluoromethyl-4-fluorophenyl group, R 2 represents a hydrogen atom, X 1 and X 2 are represented by the formula —NH—, and R 3 represents a hydroxyl group;
A compound wherein R 1 represents a 3-trifluoromethyl-4-fluorophenyl group, R 2 represents a hydrogen atom, X 1 and X 2 are represented by the formula —NH—, and R 3 represents a decanoyloxy group;
A compound in which R 1 represents a 3-methyl-4-bromophenyl group, R 2 represents a hydrogen atom, X 1 and X 2 are represented by the formula —NH—, and R 3 represents a hydroxyl group;
A compound wherein R 1 represents a 3-methyl-4-bromophenyl group, R 2 represents a hydrogen atom, X 1 and X 2 are represented by the formula —NH—, and R 3 represents a decanoyloxy group;
A compound in which R 1 represents a 3-nitro-4-fluorophenyl group, R 2 represents a hydrogen atom, X 1 and X 2 are represented by the formula —NH—, and R 3 represents a hydroxyl group;
A compound in which R 1 represents a 3-nitro-4-fluorophenyl group, R 2 represents a hydrogen atom, X 1 and X 2 are represented by the formula —NH—, and R 3 represents a decanoyloxy group;
R 1 represents a 3-nitrophenyl group, R 2 represents a hydrogen atom, X 1 and X 2 are represented by the formula —NH—, R 3 represents a hydroxyl group, and R 1 represents a 3-nitrophenyl group Wherein R 2 represents a hydrogen atom, X 1 and X 2 are represented by the formula —NH—, and R 3 represents a decanoyloxy group, or a pharmacologically acceptable salt thereof. 請求項１乃至４８のいずれか１項に記載の化合物（Ｉ）若しくは（Ｉ’）、その薬理上許容されるエステル、エーテル若しくはＮ−アルキル誘導体、又はそれらの薬理上許容される塩を有効成分として含有する医薬。49. The compound (I) or (I ′) according to any one of claims 1 to 48, a pharmacologically acceptable ester, an ether or an N-alkyl derivative thereof, or a pharmacologically acceptable salt thereof as an active ingredient As a medicinal product.
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US8744030B2 (en) 2010-06-25 2014-06-03 Fujitsu Limited Data transmission system, data transmission method, and transmission device

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JP4658438B2 (en) * 2001-02-19 2011-03-23 セケラ インコーポレイテッド Antibacterial agent containing novel A-50039 derivative
BRPI0813319A2 (en) * 2007-06-26 2014-12-23 Baxter Int METHOD FOR PREPARING A COMPOUND, AND COMPOUND
AU2012234259A1 (en) * 2011-03-31 2013-10-03 Libera-Korner, Jeanette Perfluorinated compounds for the non-viral transfer of nucleic acids

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US8744030B2 (en) 2010-06-25 2014-06-03 Fujitsu Limited Data transmission system, data transmission method, and transmission device

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