JP5657566B2 - 医薬品 - Google Patents
医薬品 Download PDFInfo
- Publication number
- JP5657566B2 JP5657566B2 JP2011543458A JP2011543458A JP5657566B2 JP 5657566 B2 JP5657566 B2 JP 5657566B2 JP 2011543458 A JP2011543458 A JP 2011543458A JP 2011543458 A JP2011543458 A JP 2011543458A JP 5657566 B2 JP5657566 B2 JP 5657566B2
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- Prior art keywords
- alkyl
- heterocyclyl
- aryl
- heteroaryl
- alkoxy
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- C07D401/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
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- A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
- A61K31/4164—1,3-Diazoles
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
- C07D471/04—Ortho-condensed systems
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
- C07D491/02—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains two hetero rings
- C07D491/10—Spiro-condensed systems
- C07D491/113—Spiro-condensed systems with two or more oxygen atoms as ring hetero atoms in the oxygen-containing ring
Description
または、R5はH、C1-6アルキル、アリール、ヘテロアリール、ヘテロシクリル、C3-8シクロアルキル、C1-6アルコキシ、アリールオキシ、ヘテロアリールオキシ、ヘテロシクリルオキシ、R5a, ハロゲン、OH、OR5a、SH、SR5a、OCOR5a、SCOR5a、NH2、NO2、NHR5a、NHSO2NH2、NHSO2R5a、NR5aCOR5b、NHCOR5a、NHC(NH)NH2、NR5aR5b、COR5a、CSR5a、CN、COOH、COOR5a、CONH2、CONHOH、CONHR5a、CONHOR5a、C(NOH)NH2、CONR5aR5b、SO2R5a、SO3H、SO2NH2およびSO2NR5aR5bから選択され、式中のR5aおよびR5bは独立してC1-6アルキル、置換C1-6アルキル、アリール、ヘテロアリール、C3-8シクロアルキルおよびヘテロシクリルから選択されるか、またはR5aおよびR5bが一緒にこれらを結合するヘテロ原子とともにヘテロシクリルを形成することができ、
式Iを有する化合物および、特に式Iaを有する化合物において、環Aは、好ましくは置換または非置換アリールまたはヘテロアリール部分である。より好ましくは、環Aは置換または非置換で単環式のアリールまたはヘテロアリール部分である。さらにより好ましくは、環Aは置換または非置換で6員のアリールまたはヘテロアリール部分である。より好ましくは、環Aはベンゾ部分のような置換または非置換で単環式のアリール部分である。
式IIaを有する化合物の好ましい実施形態において、R1はそれぞれ置換または非置換とし得るHおよびC1-4アルキルから選択され、R2はそれぞれ置換または非置換とし得るアリール、ヘテロアリール、ヘテロシクリル、C3-10シクロアルキル、アリールC1-6アルキル、ヘテロアリールC1-6アルキル、ヘテロシクリルC1-6アルキルおよびC3-10シクロアルキルC1-6アルキルから選択される。より好ましくは、R1はそれぞれ置換または非置換とし得るH、メチルおよびエチルから選択され、R2はそれぞれ置換または非置換とし得るアリール、ヘテロアリール、ヘテロシクリルおよびC3-10シクロアルキルから選択される。より好ましくは、R1はメチルである。より好ましくは、R2はアリール、ヘテロアリール、ヘテロシクリルおよびC5-8シクロアルキルから選択され、そのそれぞれは単環式であり、および置換または非置換とし得る。さらにより好ましくは、R2はフェニル、飽和ヘテロシクリルおよびC5-8シクロアルキルなどのアリールから選択され、そのそれぞれは単環式であり、および置換または非置換とし得る。R2が単環式のC5-8シクロアルキル(すなわち、シクロペンチル、シクロヘキシル、シクロヘプチルまたはシクロオクチル)またはアリールであるとき、それは、好ましくは置換されない。好ましくは、R2は非置換シクロヘキシルのようなシクロヘキシルである。R2が単環式の飽和ヘテロシクリルであるとき、かかるヘテロシクリルの環は、好ましくは、窒素または酸素などの単一のヘテロ原子を含有する。より好ましくは、かかるヘテロシクリルはピペリジニルまたはテトラヒドロピラニル基のような6員環である。ある実施形態において、かかるへテロ原子は置換または非置換とし得る窒素へテロ原子である。好ましくは、かかるヘテロシクリル基中のヘテロ原子は、かかるヘテロシクリル基R2の尿素窒素への結合位置に対し4位にある。ある実施形態において、かかる窒素原子は単環式のアリール(好ましくは、フェニル)C1-3アルキルで置換され;好ましくは、かかる窒素原子はベンジルまたはフェニルエチルで置換され;より好ましくは、かかる窒素原子はベンジルで置換される。
式IIbを有する化合物の好ましい実施形態において、R1はそれぞれ置換または非置換とし得るHおよびC1-4アルキルから選択され、R2はそれぞれ置換または非置換とし得るアリール、ヘテロアリール、ヘテロシクリル、C3-10シクロアルキル、アリールC1-4アルキル、ヘテロアリールC1-6アルキル、ヘテロシクリルC1-6アルキルおよびC3-10シクロアルキルC1-6アルキルから選択される。より好ましくは、R1はそれぞれ置換または非置換とし得るH、メチルおよびエチルから選択され、R2はそれぞれ置換または非置換とし得るアリール、ヘテロアリール、ヘテロシクリルおよびC3-10シクロアルキルから選択される。より好ましくは、R1はメチルである。より好ましくは、R2はアリール、ヘテロアリール、ヘテロシクリルおよびC5-8シクロアルキルから選択され、そのそれぞれは単環式であり、および置換または非置換とし得る。さらにより好ましくは、R2はフェニルのような単環式のアリールであり、置換または非置換とし得る。R2が置換されるとき、かかる置換基はアリール、C1-4アルコキシ、アリールC1-4アルコキシまたはアリールオキシであってもよい。好ましくは、R2の置換基はアリール、C1-3アルコキシ、アリールC1-3アルコキシまたはアリールオキシであり、ここでかかるアリールは単環式であり、より好ましくはフェニルである。
式IIcを有する化合物の好ましい実施形態において、R1はそれぞれ置換または非置換とし得るHおよびC1-4アルキルから選択され、R2はそれぞれ置換または非置換とし得るアリール、ヘテロアリール、ヘテロシクリル、C3-10シクロアルキル、アリールC1-6アルキル、ヘテロアリールC1-6アルキル、ヘテロシクリルC1-6アルキルおよびC3-10シクロアルキルC1-6アルキルから選択される。より好ましくは、R1はそれぞれ置換または非置換とし得るH、メチルおよびエチルから選択され、R2はそれぞれ置換または非置換とし得るアリール、ヘテロアリール、ヘテロシクリルおよびC3-10シクロアルキルから選択され。より好ましくは、R1はメチルである。より好ましくは、R2はアリール、ヘテロアリール、ヘテロシクリルおよびC5-8シクロアルキルから選択され、そのそれぞれは単環式であり、および置換または非置換とし得る。さらにより好ましくは、R2はフェニルのようなアリール、飽和ヘテロシクリルおよびC5-8シクロアルキルから選択され、そのそれぞれは単環式であり、および置換または非置換とし得る。好ましくは、R2は非置換シクロヘキシルのようなシクロヘキシルである。R2が単環式の飽和ヘテロシクリルであるとき、かかるヘテロシクリルの環は、好ましくは窒素または酸素などの単一のヘテロ原子を含有する。より好ましくは、かかるヘテロシクリルはピペリジニルまたはテトラヒドロピラニル基のような6員環である。ある実施形態において、かかるへテロ原子は置換または非置換とし得る窒素へテロ原子である。好ましくは、かかるヘテロシクリル基中のヘテロ原子はかかるヘテロシクリル基R2の尿素窒素への結合位置に対し4位にある。ある実施形態において、かかる窒素原子は単環式のアリール(好ましくは、フェニル)C1-3アルキルで置換される。
式IIdを有する化合物の好ましい実施形態において、R1はそれぞれ置換または非置換とし得るHおよびC1-4アルキルから選択され、R2はそれぞれ置換または非置換とし得るアリール、ヘテロアリール、ヘテロシクリル、C3-10シクロアルキル、アリールC1-6アルキル、ヘテロアリールC1-6アルキル、ヘテロシクリルC1-6アルキルおよびC3-10シクロアルキルC1-6アルキルから選択される。より好ましくは、R1はそれぞれ置換または非置換とし得るH、メチルおよびエチルから選択され、R2はそれぞれ置換または非置換とし得るアリール、ヘテロアリール、ヘテロシクリルおよびC3-10シクロアルキルから選択される。より好ましくは、R1はメチルである。より好ましくは、R2はアリール、ヘテロアリール、ヘテロシクリルおよびC5-8シクロアルキルから選択され、そのそれぞれは単環式であり、および置換または非置換とし得る。さらにより好ましくは、R2はフェニルのようなアリール、飽和ヘテロシクリルおよびC5-8シクロアルキルから選択され、そのそれぞれは単環式であり、および置換または非置換とし得る。なおより好ましくは、R2はフェニルなどのアリールであり、それは単環式であり、および置換または非置換とし得る。R2が置換されるとき、置換基は、好ましくは1つ以上のハロゲンである。
から選択されてもよい。
本発明の化合物の合成に用いる方法を、下記の一般的な手順およびその後の調製例によって説明する。全ての化合物および中間生成物は、核磁気共鳴(NMR)によって特性を明らかにした。これらの化合物を調製する際の出発原料および試薬は、商業供給業者から入手でき、または当業者にとって明白な方法で調製することができる。これらの一般的な手順は、ただ本発明の化合物を合成する方法を説明するためだけのものであり、これらの手順に様々な変更を加えることができ、本開示を参照した当業者は、それを提案するであろう。
5-ブロモ-1H-ベンゾ[d][1,2,3]トリアゾール(1H-ベンゾ[d][1,2,3]トリアゾール誘導体形成)
4-(4-フルオロフェニル)-1H-イミダゾール(イミダゾール合成)
2-ブロモ-1-(4-フルオロフェニル)エタノン(5.93 g, 27.31 mmol)、ホルムアミド(13.45 ml, 339 mmol)および水(1 ml)を、50 mlなし型フラスコに入れた。この反応液を140℃で4時間加熱した。その後、室温まで冷却し、150 mlの水に入れた。沈殿物をろ過で分離し、水で洗浄した。10%NaOH溶液を加え、ろ液のpHを12に調製した。得られた沈殿物をろ過で分離し、水で洗浄し、真空乾燥させた。(生成:2.02g, 45%)
3-(4-クロロフェニル)-1H-1,2,4-トリアゾール(環合成)
4-フェニル-1H-1,2,3-トリアゾール(環合成)
ピペリジン(0.286 ml, 3.51 mmol)およびDAMP(0.029 g, 0.234 mmol)を、テトラヒドロフラン(12 ml)に4-フェニル-1H-1,2,3-トリアゾール(0.340 g, 2.342 mmol)を加えた撹拌溶液に加えた。この溶液を、モルホリン-4-カルボニルクロリド(0.287 ml, 2.459 mmol)で処理した。この反応液を90℃で20時間加熱した。その後THFを真空中で除去し、残留物をDCMと水に分配した。有機相をMgSO4で乾燥させ、ろ過した。蒸発の後、粗生成物をIPAから再結晶させ、ろ過し、真空乾燥させた。(生成:193 mg, 29%)
3-フェニル-1H-ピラゾール(環合成)
ヒドラジン水和物(1.459 ml, 30.0 mmol)を、エタノール(40 ml)に(E)-3-(ジメチルアミノ)-1-フェニル-2-プロペン-オン(2.63 g, 15 mmol)を加えた撹拌溶液に加えた。この反応混合液を100℃で2時間加熱した、その後すぐに室温まで冷却し、エタノールを真空中で除去した。残留物をDCMと水に分配した。有機相をMgSO4で乾燥させ、ろ過した。蒸発の後、粗生成物を、石油エーテルと酢酸エチルの混合液とともに粉末にし、精製した。(生成:1.59 g, 73%)
N-メチル-N-フェニル-1H-ベンゾ[d]イミダゾール-1-カルボキサミド(アシル化)
a)N-シクロヘキシル-N-メチル-4-(ピリジン-3-イル)-1H-イミダゾール-1-カルボキサミド
3-クロロベンゾペルオキシ酸(149 mg, 0.475 mmol)を、クロロホルム(5 mL)にN-シクロヘキシル-N-メチル-4-(ピリジン-3-イル)-1H-イミダゾール-1-カルボキサミド(90 mg, 0.317 mmol)を加えた溶液に、一度に加えた。この反応液を室温にて20時間撹拌した。TLCによって反応が完了したことが示され、この混合液を蒸発乾固させた。残留物をエーテルとともに粉末にし、得られた白色の結晶をろ過分離し、空気中で乾燥させた。加熱イソプロパノールからの再結晶により、白色の粉末を得た(46 mg, 46%)。
N-シクロヘキシル-N-メチル-4-(3-(2-モルホリノエトキシ)フェニル)-1H-イミダゾール-1-カルボキサミド塩酸塩
a)tert-ブチル 4-(2-(4-(1-(シクロヘキシル(メチル)カルバモイル)-1H-イミダゾール-4-イル)フェノキシ)エチル)ピペラジン-1-カルボキシラート
a)1-(4,4-ジメチルオキサゾリジン-3-カルボニル)-1H-ベンゾ[d][1,2,3]トリアゾール-5-カルボン酸
N-シクロヘキシル-4-(4-メトキシ-3-(2H-テトラゾール-5-イル)フェニル)-N-メチル-1H-イミダゾール-1-カルボキサミド
4-(3-(2H-テトラゾール-5-イル)フェニル)-N-シクロヘキシル-N-メチル-1H-イミダゾール-1-カルボキサミド
4-(3-(2-ベンジル-2H-テトラゾール-5-イル)フェニル)-N-シクロヘキシル-N-メチル-1H-イミダゾール-1-カルボキサミド(256 mg, 0.58 mmol)、10%パラジウム炭素(30.9 mg, 0.029 mmol)およびシクロヘキセン(1.175 ml, 11.6 mmol)の撹拌混合液を、シールド管中で80℃に加熱した。その後、この反応液を室温まで冷却し、セライトパッドでろ過し、蒸発乾固させた。得られたオイルを、ジクロロメタン/メタノール(90:10)を用い、シリカでクロマトグラフィ精製した。均質な分画を貯め、蒸発させ、その残留物をジエチルエーテルから結晶化させ、オフホワイト色の結晶生成物を得た(45 mg, 21%)。
N-(1-ベンジルピペリジン-4-イル)-4-(3-(ヒドロキシカルバモイル)フェニル)-N-メチル-1H-イミダゾール-1-カルボキサミド
a)(Z)-N-シクロヘキシル-4-(4-(N’-ヒドロキシカルバムイミドイル)フェニル)-N-メチル-1H-イミダゾール-1-カルボキサミド
a)4-(3-アミノフェニル)-N-シクロヘキシル-N-メチル-1H-イミダゾール-1-カルボキサミド
a)N-メチル-N-(ピペリジン-4-イル)-4-(ピリジン-3-イル)-1H-イミダゾール-1-カルボキサミド ビス(2,2,2-トリフルオロ酢酸塩)
N-(1-ベンジルピペリジン-4-イル)-4-(3’-カルバモイルビフェニル-3-イル)-N-メチル-1H-イミダゾール-1-カルボキサミド
a)4-(3-アミノ-4-メトキシフェニル)-N-シクロヘキシル-N-メチル-1H-イミダゾール-1-カルボキサミド
N-シクロペンチル-N-メチル-4-(2-オキソ-2,3-ジヒドロベンゾ[d]オキサゾール-5-yl)-1H-イミダゾール-1-カルボキサミド
N-シクロヘキシル-N-メチル-4-(4-(スルファモイルアミノ)フェニル)-1H-イミダゾール-1-カルボキサミド
N-(1-(2-シアノエチル)ピペリジン-4-イル)-4-(3-フルオロ-4-メトキシフェニル)-N-メチル-1H-イミダゾール-1-カルボキサミド
a)(1H-ベンゾ[d][1,2,3]トリアゾール-5-イル)(4-シクロヘキシルピペラジン-1-イル)メタノン
a)N-(1-シアノピペリジン-4-イル)-4-(4-メトキシフェニル)-N-メチル-1H-イミダゾール-1-カルボキサミド
化合物No. 1 (融点: 89〜91). NMR 溶媒: DMSO
13C: 150.4, 137.1, 128.9, 118.6, 65.7, 46.1
1H: 8.04 (1H, s), 7.48 (1H, s), 7.03 (1H, s), 3.65 (4H, m, J = 5.0 Hz), 3.50 (4H, m, J = 5.0 Hz)
化合物No. 2 (融点: 58). NMR 溶媒: CDCl3
13C: 150.2, 142.9, 137.7, 130.3, 129, 128, 125.9, 118.4, 40.1
1H: 7.57 (1H, s), 7.39 (2H, t, J = 7.7 Hz), 7.32 (1H, t, J = 7.3 Hz), 7.13 (2H, d, J = 7.7 Hz), 6.85 (1H, s), 6.81 (1H, s), 3.50 (3H, s)
化合物No. 3 (融点: 97〜99). NMR 溶媒: CDCl3
13C: 150.8, 142.7, 136.9, 132.7, 128.7, 127.7, 125.2, 112.8, 66.5, 46.8
1H: 7.92 (1H, s), 7.79 (2H, d, J = 7.8 Hz), 7.47 (1H, s), 7.41 (2H, t, J = 7.6 Hz), 7.30 (1H, m, J = 7.6 Hz), 3.78 (4H, m), 3.68 (4H, m)
化合物No. 4 (融点: 104〜105). NMR 溶媒: CDCl3
13C: 150.1, 142.9, 141.4, 137.7, 132.8, 130.4, 128.5, 128.2, 127.4, 126, 125, 113.5, 40.2
1H: 7.60 (2H, d, J = 7.7 Hz), 7.53 (1H, s), 7.40 (2H, t, J = 7.7 Hz), 7.34 (1H, m), 7.32 (2H, t, J = 7.6 Hz), 7.25 (1H, m), 7.19 (2H, m), 7.18 (1H, s), 3.52 (3H, s)
化合物No. 5 (融点: 117). NMR 溶媒: CDCl3
13C: 154.2, 146.9, 136.6, 131.7, 129.9, 129.2, 129.1, 128.8, 126.3, 124.7, 119.8, 106.7
1H: 9.19 (1H, s), 8.36 (1H, d, J = 2.7 Hz), 7.91 (2H, d, J = 8.0 Hz), 7.67 (2H, d, J = 7.8 Hz), 7.49 (2H, m, J = 7.2 Hz), 7.43 (3H, m), 7.19 (1H, t, J = 7.4 Hz), 6.79 (1H, d, J = 2.7 Hz)
化合物No. 6 (融点: 98〜99). NMR 溶媒: CDCl3
13C: 156.7, 154.1, 147.2, 131.8, 129.9, 129.5, 129.1, 128.8, 126.2, 121.7, 114.4, 106.5, 55.5
1H: 9.05 (1H, s), 8.34 (1H, d, J = 2.8 Hz), 7.89 (2H, m, J = 8.4 Hz), 7.55 (2H, m, J = 8.8 Hz), 7.47 (2H, t, J = 7.7 Hz), 7.41 (1H, t, J = 7.3 Hz), 6.94 (2H, m, J = 8.8 Hz), 6.76 (1H, d, J = 2.8 Hz), 3.83 (3H, s)
化合物No. 7 (融点: 62). NMR 溶媒: CDCl3
13C: 151.7, 149.1, 145.7, 143.1, 129.6, 127.7, 125.8, 40.5
1H: 8.64 (1H, s), 7.73 (1H, s), 7.37 (2H, t, J = 7.7 Hz), 7.30 (1H, t, J = 7.3 Hz), 7.13 (2H, d, J = 7.8 Hz), 3.56 (3H, s)
化合物No. 8 (融点: 64〜65). NMR 溶媒: CDCl3
13C: 151.7, 144.6, 141.8, 131.1, 129.3, 126.6, 125.4, 107.3, 40.4
1H: 8.01 (1H, d br, J = 2.7 Hz), 7.40 (1H, br), 7.33 (2H, m, J = 8.1 Hz), 7.23 (1H, m, J = 7.6 Hz), 7.11 (2H, m, J = 8.3 Hz), 6.25 (1H, d d, J = 1.7, 2.7 Hz), 3.55 (3H, s)
化合物No. 9 (融点: 71〜72). NMR 溶媒: CDCl3
13C: 146.8, 142.3, 136.6, 129.2, 128.7, 124.7, 119.6, 109
1H: 9.13 (1H, s), 8.33 (1H, d d, J = 0.6, 2.7 Hz), 7.69 (1H, d d, J = 0.6, 1.6 Hz), 7.63 (2H, m, J = 8.7 Hz), 7.40 (2H, m, J = 8.0 Hz), 7.18 (1H, m, J = 7.5 Hz), 6.47 (1H, d d, J = 1.6, 2.7 Hz)
化合物No. 10 (融点: 125〜126). NMR 溶媒: CDCl3
13C: 157.4, 154.3, 154, 147.1, 132, 131.7, 130, 129.8, 129.2, 128.8, 126.3, 123.2, 121.6, 119.7, 118.6, 106.6
1H: 9.14 (1H, s), 8.36 (1H, d, J = 2.8 Hz), 7.91 (2H, d, J = 8.0 Hz), 7.62 (2H, d, J = 9.0 Hz), 7.49 (2H, t, J = 7.6 Hz), 7.43 (1H, t, J = 7.2 Hz), 7.36 (2H, t, J = 8.0 Hz), 7.12 (1H, t, J = 7.5 Hz), 7.08 (2H, d, J = 9.0 Hz), 7.04 (2H, d, J = 8.2 Hz), 6.80 (1H, d, J = 2.8 Hz)
化合物No. 11 (融点: 110). NMR 溶媒: CDCl3
13C: 155.9, 154.1, 147.1, 136.8, 131.8, 129.9, 129.8, 129.1, 128.8, 128.6, 128, 127.5, 126.2, 121.7, 115.4, 106.5, 70.3
1H: 9.06 (1H, s), 8.35 (1H, d, J = 2.7 Hz), 7.90 (2H, d, J = 8.3 Hz), 7.56 (2H, m, J = 9.0 Hz), 7.47 (2H, m), 7.45 (2H, m), 7.43 (1H, m), 7.40 (2H, m), 7.34 (1H, m), 7.03 (2H, m, J = 9.0 Hz), 6.78 (1H, d, J = 2,7 Hz), 5.09 (2H, s)
化合物No. 12 (融点: 79). NMR 溶媒: CDCl3
13C: 153, 151.3, 144.9, 132.3 (2 sig.), 129.2, 128.5 (2 sig.), 126.7, 125.9, 125.9, 104.7, 40.5
1H: 8.11 (1H, d, J = 2.5 Hz), 7.40 (2H, m), 7.36 (2H, t, J = 7.5 Hz), 7.28 (4H, m), 7.17 (2H, d, J = 7.8 Hz), 6.55 (1H, d, J = 2.5 Hz), 3.59 (3H, s)
化合物No. 13 (融点: 79〜80). NMR 溶媒: CDCl3
13C: 153.7, 151, 133.3, 132.1, 128.8, 128.7, 126, 104.9, 66.8, 47
1H: 8.19 (1H, d, J = 2.8 Hz), 7.83 (2H, d, J = 8.4 Hz), 7.44 (2H, t, J = 7.7 Hz), 7.39 (1H, m, J = 7.2 Hz), 6.70 (1H, d, J = 2.8 Hz), 4.0 (4H, s br), 3.84 (4H, m)
化合物No. 14 (融点: 132). NMR 溶媒: CDCl3
13C: 150, 142.9, 141.4, 137.9, 133.5, 132.8, 130.4, 130.1, 128.2, 128.2, 128.1, 127.6, 126.2, 126, 125.7, 123.6, 123.3, 114, 40.2
1H: 8.19 (1H, s), 7.85-7.77 (3H, m), 7.64 (1H, d d, ,1.8, 8.7 Hz), 7.56 (1H, d, J = 1.3 Hz), 7.44 (4H, m), 7.36 (1H, m, J = 7.4 Hz), 7.34 (1H, d, J = 1.3 Hz), 7.21 (2H, m, J = 8.1 Hz), 3.54 (3H, s)
化合物No. 15 (融点: 134). NMR 溶媒: Acetone
13C: 154.8, 148.1, 141.2, 138, 137.9, 133, 131.1, 129.9, 129.8, 129.7, 128.2, 128.1, 127.6, 127.1, 121.5, 107.4
1H: 10.05 (1H, s), 8.45 (1H, d, J = 3.0 Hz), 8.03 (2H, m, J = 8.7 Hz), 7.94 (2H, m, J = 8.6 Hz), 7.72 (2H, m, J = 8.6 Hz), 7.69 (2H, m, J = 8.3 Hz), 7.49 (2H, m), 7.47 (2H, m), 7.43 (1H, m), 7.36 (1H, m, J = 7.4 Hz), 7.06 (1H, d, J = 3.0 Hz)
化合物No. 16 (融点: 119〜120). NMR 溶媒: CDCl3
13C: 159.2, 150.1, 141.2, 137.9, 135.5, 133.6, 132.8, 130.2, 128.2, 128.1, 127.6, 127.3, 126.2, 125.7, 123.6, 123.3, 115.5, 114.2, 55.5, 40.5
1H: 8.21 (1H, m), 7.82-7.80 (3H, m), 7.67 (1H, d d, J = 1.7, 8.6 Hz), 7.49 (1H, d, J = 1.3 Hz), 7.45 (2H, m), 7.42 (1H, m), 7.14 (2H, m, J = 9.0 Hz), 6.93 (2H, m, J = 9.0 Hz), 3.81 (3H, s), 3.50 (3H, s)
化合物No. 17 (融点: 138). NMR 溶媒: CDCl3
13C: 159.1, 150.1, 141.2, 137.7, 135.5, 132.8, 128.6, 127.4, 127.3, 125, 115.5, 113.7, 55.5, 40.5
1H: 7.64 (2H, d, J = 8.1 Hz), 7.47 (1H, s), 7.35 (2H, t, J = 7.2 Hz), 7.30 (1H, s), 7.25 (1H, m, J = 7.4 Hz), 7.11 (2H, s, J = 8.6 Hz), 6.91 (2H, d, J = 8.6 Hz), 3.81 (3H, s), 3.49 (3H, s)
化合物No. 18 (融点: 123〜124). NMR 溶媒: CDCl3
13C: 150.9, 143.4, 142.7, 141.5, 132.4, 130.3, 127.6, 125.4, 124.8, 123.9, 120.2, 114, 39.7
1H: 7.95 (1H, d, J = 7.8 Hz), 7.69 (1H, d, J = 8.0 Hz), 7.54 (1H, s), 7.38 (1H, m), 7.33 (2H, m), 7.32 (1H, m), 7.25 (1H, m), 7.12 (2H, d, J = 7.8 Hz), 3.58 (3H, s)
化合物No. 19 (融点: 104). NMR 溶媒: CDCl3
13C: 149.4, 145.3, 133.1, 129.5, 125.4, 119.9, 113.6, 66.7, 48.2, 45.6
1H: 8.10 (1H, d, J = 8.3 Hz), 8.01 (1H, d, J = 8.4 Hz), 7.62 (1H, t, J = 7.9 Hz), 7.47 (1H, t, J = 7.6 Hz), 3.96 (4H, s br), 3.89 (4H, s br)
化合物No. 20 (融点: 181〜183). NMR 溶媒: DMSO
13C: 153, 147.4, 140.6, 139.5, 137.4, 130.8, 130.7, 129, 128.8, 127.8, 127, 126.8, 126.7, 124.4, 121, 106.8
1H: 10.36 (1H, s), 8.51 (1H, d, J = 2.6 Hz), 8.18 (2H, d, J = 8.1 Hz), 7.82 (2H, d, J = 8.2 Hz), 7.78 (2H, m), 7.76 (2H, d, J = 8.7 Hz), 7.50 (2H, t, J = 7.8 Hz), 7.41 (2H, m), 7.39 (1H, m), 7.19 (1H, d, J = 2.6 Hz), 7.19 (1H, m)
化合物No. 21 (融点: 208〜211). NMR 溶媒: DMSO
13C: 150, 147.8, 143.2, 140.7, 140, 134.5, 130.5, 126.8, 106.1, 66, 46.6
1H: 9.35 (1H, s), 8.86 (2H, m), 8.40 (1H, d, J = 2.5 Hz), 8.02 (1H, t br, J = 6.3 Hz), 7.31 (1H, d, J = 2.5 Hz), 3.77 (4H, br), 3.71 (4H, br)
化合物No. 22 (融点: 168〜170). NMR 溶媒: DMSO
13C: 159.6, 153, 147.3, 140.6, 139.5, 138.6, 130.8, 130.7, 129.6, 129, 127.8, 127, 126.9, 126.7, 113, 109.9, 106.9, 106.6, 55.2
1H: 10.32 (1H, s), 8.50 (1H, d, J = 3.0 Hz), 8.18 (2H, d, J = 8.5 Hz), 7.81 (2H, d, J = 8.5 Hz), 7.76 (2H, d, J = 8.6 Hz), 7.75 (1H, t, J = 2.3 Hz), 7.50 (2H, t, J = 7.8 Hz), 7.42 (1H, m), 7.39 (1H, m, J = 7.2 Hz), 7.31 (1H, t, J = 8.5 Hz), 7.19 (1H, d, J = 3.0 Hz), 6.76 (1H, m, J = 1.0, 2.4, 8.3 Hz), 3.76 (3H, s)
化合物No. 23 (融点: 163). NMR 溶媒: DMSO
13C: 156.2, 152.9, 147.5, 140.5, 139.5, 130.8, 130.7, 130.2, 129, 127.8, 127, 126.8, 126.7, 122.9, 113.9, 106.6, 55.3
1H: 10.25 (1H, s), 8.49 (1H, d, J = 2.6 Hz), 8.18 (2H, d, J = 8.1 Hz), 7.82 (2H, d, J = 8.1 Hz), 7.77 (2H, d, J = 7.4 Hz), 7.66 (2H, d, J = 9.0 Hz), 7.50 (2H, t, J = 7.8 Hz), 7.40 (1H, t, J = 7.3 Hz), 7.16 (1H, d, J = 2.6 Hz), 6.98 (2H, d, J = 9.0 Hz), 3.77 (3H, s)
化合物No. 24 (融点: 99). NMR 溶媒: CDCl3
13C: 150.9, 150.1, 149.4, 147.4, 144.7, 133, 132.6, 129.3, 128.1, 126.9, 125.9, 123.4, 104.6, 40.5
1H: 8.61 (1H, s), 8.50 (1H, d, J = 4.9 Hz), 8.16 (1H, d, J = 2.6 Hz), 7.65 (1H, d, J = 7.9 Hz), 7.36 (2H, t, J = 7.6 Hz), 7.29 (1H, t, J = 7.5 Hz), 7.22 (1H, d d, J = 4.9, 7.9 Hz), 7.17 (2H, d, J = 7.8 Hz), 6.59 (1H, d, J = 2.6 Hz), 3.58 (3H, s)
化合物No. 25 (融点: 137). NMR 溶媒: DMSO
13C: 151.6, 150.7, 144.5, 140.1, 139.5, 133, 131, 129.1, 129, 127.7, 126.8, 126.6, 126.5, 126.1, 125.8, 105.1, 40
1H: 8.22 (1H, d, J = 2.5 Hz), 7.69 (2H, d, J = 7.8 Hz), 7.64 (2H, d, J = 8.4 Hz), 7.59 (2H, d, J = 8.4 Hz), 7.46 (2H, t, J = 7.6 Hz), 7.37 (3H, m), 7.26 (3H, m), 6.92 (1H, d, J = 2.5 Hz), 3.48 (3H, s)
化合物No. 26 (融点: 123〜125). NMR 溶媒: CDCl3
13C: 151.9, 146.5, 141.4, 130.3, 129.3, 129, 128.9, 128.3, 127.3, 126.9, 124.1, 120, 38.9
1H: 7.43-7.24 (6H, m), 7.14-6.93 (4H, m), 6.33 (2H, br), 3.37 (3H, s br)
化合物No. 27 (融点: 121). NMR 溶媒: CDCl3
13C: 149.9, 142.8, 140.3, 137.8, 133, 131.3, 130.4, 128.7, 128.2, 126.2, 126, 113.7, 40.2
1H: 7.54 (2H, m, J = 8.6 Hz), 7.50 (1H, d, J = 1.3 Hz), 7.42 (2H, m, J = 7.7 Hz), 7.35 (1H, m, J = 7.4 Hz), 7.29 (2H, m, J = 8.6 Hz), 7.19 (1H, d, J = 1.3 Hz), 7.18 (2H, m), 3.52 (3H, s)
化合物No. 28 (融点: 127). NMR 溶媒: CDCl3
13C: 159, 150.1, 142.9, 141.2, 137.6, 130.3, 128.1, 126.3, 125.9, 125.5, 113.9, 112.4, 55.2, 40.2
1H: 7.53 (2H, m, J = 8.9 Hz), 7.51 (1H, d, J = 1.4 Hz), 7.41 (2H, m, J = 7.9 Hz), 7.34 (1H, m, J = 7.5 Hz), 7.19 (2H, m, J = 8.3 Hz), 7.09 (1H, d, J = 1.4 Hz), 6.87 (2H, m, J = 8.9 Hz), 3.80 (3H, s), 3.52 (3H, s)
化合物No. 29 (融点: 127〜129). NMR 溶媒: CDCl3
13C: 162.2 (d, J = 246.0 Hz), 150.0, 142.9, 140.5, 137.8, 130.4, 129.0 (d, J = 3.3 Hz), 128.2, 126.7 (d, J = 8.0 Hz), 126.0, 111.5 (d, J = 21.5 Hz), 113.2, 40.2
1H: 7.57 (2H, m, J = 5.4, 9.0 Hz), 7.50 (1H, d, J = 1.3 Hz), 7.43 (2H, t, J = 7.7 Hz), 7.35 (1H, m, J = 7.3 Hz), 7.18 (2H, m), 7.15 (1H, d, J = 1.3 Hz), 7.01 (2H, t, J = 8.7 Hz), 3.52 (3H, s)
化合物No. 30 (融点: 126). NMR 溶媒: CDCl3
13C: 159.5 (d, J = 249.0 Hz), 150.0, 142.8, 137.3, 135.1 (d, J = 2.6 Hz), 130.3, 128.3 (d, J = 8.6 Hz), 128.2, 127.7 (d, J = 4.0 Hz), 125.9, 124.2 (d, J = 3.2 Hz), 120.7 (d, J = 12.8 Hz), 117.7 (d, J = 16.0 Hz), 115.4 (d, J = 22.0 Hz), 40.2
1H: 8.02 (1H, d t, J = 2.0, 7.6 Hz), 7.65 (1H, d, J = 1.3 Hz), 7.41 (2H, m), 7.34 (1H, m), 7.31 (1H, d d, J = 1.3, 3.6 Hz), 7.19 (2H, m), 7.16 (1H, m), 7.15 (1H, m, J = 1.6, 7.4), 7.03 (1H, m, J = 1.5, 7.8, 11.4 Hz), 3.53 (3H, s)
化合物No. 31 (融点: 128〜129). NMR 溶媒: CDCl3
13C: 159.8, 150, 142.9, 141.2, 137.7, 134.2, 130.4, 129.6, 128.2, 126, 117.4, 113.8, 113.6, 109.9, 55.2, 40.2
1H: 7.52 (1H, d, J = 1.4 Hz), 7.41 (2H, m, J = 7.8 Hz), 7.34 (1H, m, J = 7.4 Hz), 7.23 (1H, t, J = 7.8 Hz), 7.21 (1H, m), 7.19 (3H, m), 7.16-7.13 (1H, m), 6.79 (1H, d d d, 1.0, 2.5, 8.0 Hz), 3.81 (3H, s), 3.52 (3H, s)
化合物No. 32 (融点: 144〜146). NMR 溶媒: CDCl3
13C: 149.7, 143.5, 143.4, 136, 133.4, 129.6, 127.6, 126.4, 126, 120.7, 113.3, 40.4
1H: 8.10 (1H, d, J = 1.6 Hz), 7.91 (1H, d, J = 8.8 Hz), 7.40 (1H, d d, J = 1.6, 8.8 Hz), 7.34 (2H, m, J = 7.9 Hz), 7.27 (1H, m), 7.17 (2H, d, J = 7.6 Hz), 3.67 (3H, s)
化合物No. 33 (融点: 112). NMR 溶媒: CDCl3
13C: 149.7, 145.6, 143.4, 131.5, 131, 130.1, 129.6, 127.6, 125.9, 119.3, 114.2, 40.4
1H: 8.0 (1H, d, J = 8.9 Hz), 7.98 (1H, d, J = 1.6 Hz), 7.57 (1H, d d, J = 1.6, 8.9 Hz), 7.34 (2H, t, J = 8.1 Hz), 7.27 (1H, m), 7.17 (2H, d, J = 7.8 Hz), 3.67 (3H, s)
化合物No. 34 (融点: 89〜90). NMR 溶媒: CDCl3
13C: 150.2, 145, 143.6, 132.8, 129.5, 129.3, 127.4, 125.9, 125.1, 119.9, 113.2, 40.3
1H: 8.06 (1H, d, J = 8.4 Hz), 8.0 (1H, d, J = 8.4 Hz), 7.61 (1H, m, J = 7.7 Hz), 7.43 (1H, m, J = 7.7 Hz), 7.32 (2H, t, J = 7.8 Hz), 7.25 (1H, t, J = 7.5 Hz), 7.18 (2H, d, J = 7.5 Hz), 3.68 (3H, s)
化合物No. 35 (融点: 166〜169). NMR 溶媒: DMSO
13C: 149.8, 142.9, 139.7, 139.7, 138.7, 137.9, 132.1, 129.9, 129, 127.7, 127.4, 126.9, 126.5, 126.2, 125.2, 114.5, 39.6
1H: 7.73 (2H, d, J = 8.2 Hz), 7.69-7.61 (6H, m), 7.48-7.39 (4H, m), 7.39-7.30 (4H, m), 3.44 (3H, s)
化合物No. 36 (融点: オイル). NMR 溶媒: DMSO
13C: 160.8 (d, J = 245 Hz), 158.6, 149.9, 140.2, 139.3 (d, J = 3 Hz), 137.6, 128.6 (d, J = 9 Hz), 126.0, 125.6, 116.7 (d, J = 23.5 Hz), 114.1, 113.0, 55.1, 39.5
1H: 7.69 (1H, s), 7.57 (2H, d, J = 8.7 Hz), 7.45 (1H, s), 7.41 (2H, m), 7.25 (2H, t, J = 8.7 Hz), 6.90 (2H, d, J = 8.7 Hz), 3.73 (3H, s), 3.40 (3H, s)
化合物No. 37 (融点: 162〜164). NMR 溶媒: CDCl3
13C: 149.7, 142, 137.6, 137.4, 132.8, 131.7, 128.9, 128.6, 127.5, 127.1, 125.8, 125.1, 123, 113.1, 45.8, 26.6, 23.9
1H: 7.68 (1H, s), 7.68 (2H, d, J = 7.7 Hz), 7.36 (2H, t, J = 7.7 Hz), 7.28 (1H, s), 7.26 (1H, m), 7.23 (1H, d, J = 7.5 Hz), 7.11 (1H, t, J = 7.6 Hz), 7.03 (1H, t, J = 7.7 Hz), 6.75 (1H, d, J = 8.0 Hz), 3.92 (2H, t, J = 6.6 Hz), 2.87 (2H, t, J = 6.6 Hz), 2.11 (2H, qt, J = 6.6 Hz)
化合物No. 38 (融点: 232〜233). NMR 溶媒: DMSO
13C: 158.3, 147.9, 141.9, 137.2, 135.4, 129.9, 128.2, 126.9, 126.3, 118.8, 115.8, 114, 39.9
1H: 8.79 (1H, s), 8.78 (1H, s), 7.67 (1H, s), 7.43 (2H, m, J = 8.6 Hz), 7.41 (4H, m), 7.34 (1H, m), 6.80 (2H, m, J = 8.6 Hz), 3.74 (3H, s)
化合物No. 39 (融点: 97〜98). NMR 溶媒: CDCl3
13C: 159.9, 149.6, 141.8, 137.6, 137.4, 134.2, 131.8, 129.6, 128.9, 127.1, 125.8, 123, 117.5, 113.7, 113.4, 110.1, 55.3, 45.8, 26.6, 23.9
1H: 7.68 (1H, d, J = 1.3 Hz), 7.29 (1H, m), 7.28 (1H, d, J = 1.3 Hz), 7.24 (2H, m), 7.23 (1H, m), 7.12 (1H, d t, J = 1.2, 7.5 Hz), 7.04 (1H, d t, J = 1.5, 8.0 Hz), 6.83 (1H, d d d, 1.5, 2.5, 7.5 Hz), 6.75 (1H, d br, J = 8.0 Hz), 3.93 (2H, t, J = 6.7 Hz), 3.84 (3H, s), 2.88 (2H, t, J = 6.6 Hz), 2.12 (2H, qt, J = 6.6 Hz)
化合物No. 40 (融点: 139〜141). NMR 溶媒: DMSO
13C: 157.6, 149.7, 142.8, 139.9, 137.7, 133.9, 129.9, 129.7, 127.7, 126.2, 115.5, 114.3, 114.2, 111.5, 39.6
1H: 9.43 (1H, s), 7.68 (1H, s), 7.43 (1H, s), 7.41 (2H, m), 7.35 (2H, m), 7.32 (1H, m), 7.11 (1H, t), 7.03 (1H, br), 7.02 (1H, m), 6.62 (1H, d, J = 8.0 Hz), 3.42 (3H, s)
化合物No. 41 (融点: 152). NMR 溶媒: DMSO
13C: 150.6, 148.8, 144.7, 132.5, 129.6, 129.1, 125.5, 119.6, 119.5, 115.9, 113.4, 48.3, 47.1, 44.8
1H: 8.21 (1H, d, J = 8.5 Hz), 7.97 (1H, d, J = 8.3 Hz), 7.71 (1H, m, J = 7.8 Hz), 7.55 (1H, m, J = 7.6 Hz), 7.25 (2H, t, J = 7.5 Hz), 7.0 (2H, d, J = 8.2 Hz), 6.83 (1H, t, J = 7.3 Hz), 3.92 (4H, m), 3.33 (4H, m)
化合物No. 42 (融点: 79〜80). NMR 溶媒: DMSO
13C: 148.6, 144.7, 140, 132.5, 129.4, 129.1, 128.3, 125.9, 125.4, 119.6, 113.1, 47.6, 45, 41.9, 37.1, 31.6
1H: 8.18 (1H, d, J = 8.4 Hz), 7.90 (1H, d, J = 8.4 Hz), 7.68 (1H, m, J = 8.0 Hz), 7.53 (1H, m, J = 7.6 Hz), 7.29 (2H, t, J = 7.3 Hz), 7.20 (2H, d, J = 7.3 Hz), 7.19 (1H, t, J = 7.5 Hz), 4.20 (2H, s br), 3.13 (2H, s br), 2.58 (2H, d, J = 7.2 Hz), 1.88 (1H, m), 1.70 (2H, br), 1.34 (2H, m, J = 4.0, 12.5 Hz)
化合物No. 43 (融点: 105). NMR 溶媒: CDCl3
13C: 161.7 (d, J = 250.0 Hz), 149.8, 140.5, 138.8 (d, J = 3.6 Hz), 137.7, 133.1, 131.2, 128.8, 127.8 (d, J = 8.4 Hz), 126.3, 117.4 (d, J = 23.2 Hz), 113.6, 40.4
1H: 7.56 (2H, m, J = 8.8 Hz), 7.49 (1H, d, J = 1.4 Hz), 7.31 (2H, m, J = 8.8 Hz), 7.23 (1H, d, J = 1.4 Hz), 7.17 (2H, m), 7.12 (2H, m), 3.50 (3H, s)
化合物No. 44 (融点: 145). NMR 溶媒: CDCl3
13C: 162.3 (d, J = 246.5 Hz), 149.6, 141.1, 137.6, 137.5, 131.8, 129.0 (d, J = 3.0 Hz), 129, 127.1, 126.8 (d, J = 8.0 Hz), 125.9, 123, 115.5 (d, J = 21.5 Hz), 112.8 (d, J = 1.6 Hz), 45.8, 26.6, 23.9
1H: 7.65 (2H, m), 7.65 (1H, d, J = 1.3 Hz), 7.24 (1H, m), 7.23 (1H, d, J = 1.3 Hz), 7.12 (1H, m), 7.05 (2H, m, J = 8.9 Hz), 7.05 (1H, m, J = 1.2, 7.5 Hz), 6.75 (1H, m, J = 8.1 Hz), 3.92 (2H, t, J = 6.6 Hz), 2.88 (2H, t, J = 6.6 Hz), 2.12 (2H, qt, J = 6.6 Hz)
化合物No. 45 (融点: 93〜96). NMR 溶媒: CDCl3
13C: 161.7 (d, J = 249.5 Hz), 159.6 (d, J = 249.0 Hz), 150.0, 138.9 (d, J = 3.5 Hz), 137.2, 135.3 (d, J = 2.0 Hz), 128.4 (d, J = 8.3 Hz), 127.8 (d, J = 8.3 Hz), 127.7 (d, J = 4.0 Hz), 124.3 (d, J = 3.2 Hz), 120.6 (d, J = 13.0 Hz), 117.5 (d, J = 16.0 Hz), 117.4 (d, J = 23.0 Hz), 115.5 (d, J = 22.0 Hz), 40.3
1H: 8.03 (1H, d t, J = 2.0, 7.8 Hz), 7.68 (1H, d, J = 1.4 Hz), 7.30 (1H, d d, J = 1.4, 3.5 Hz), 7.19 (2H, m), 7.16 (1H, m), 7.15 (1H, m), 7.10 (2H, m), 7.04 (1H, d d d, J = 1.4, 7.9, 11.3 Hz), 3.50 (3H, s)
化合物No. 46 (融点: 90〜91). NMR 溶媒: CDCl3
13C: 158.9 (d, J = 238.0 Hz), 154, 131.7, 130.2 (d, 10.0 Hz), 127.5, 114.2 (d, J = 9.5 Hz), 111.9 (d, J = 26.0 Hz), 106.3 (d, J = 27.5 Hz), 106.2, 66.6, 47.1
1H: 7.66 (1H, d d, J = 4.5, 9.1 Hz), 7.34 (1H, d, J = 3.5 Hz), 7.25 (1H, d d, J = 2.5, 9.0 Hz), 7.05 (1H, d t, J = 2.5, 9.1 Hz), 6.58 (1H d d, J = 0.7, 3.5 Hz), 3.80 (4H, m, J = 5.0, 6.0 Hz), 3.62 (4H, m, J = 5.0, 6.0 Hz)
化合物No. 47 (融点: 112〜113). NMR 溶媒: CDCl3
13C: 155.5, 154.4, 130.3, 130, 126.7, 114, 113.2, 106.1, 103.1, 66.7, 55.7, 47.1
1H: 7.60 (1H, d, J = 8.9 Hz), 7.30 (1H, d, J = 3.5 Hz), 7.06 (1H, d br, J = 2.5 Hz), 6.95 (1H, d d, J = 2.5, 8.9 Hz), 6.55 (1H, d d, J = 0.7, 3.5 Hz), 3.86 (3H, s), 3.79 (4H, m, J = 5.0 Hz), 3.61 (4H, m, J = 5.0 Hz)
化合物No. 48 (融点: 184). NMR 溶媒: DMSO
13C: 162.4, 148.7, 147.4, 147, 144.7, 132.5, 129.6, 128.6, 125.5, 123.3, 119.7, 113.4, 109.9, 108.1, 101.1, 60.5, 51.4, 46.5, 43.8
1H: 8.20 (1H, d, J = 8.4 Hz), 7.93 (1H, d, J = 8.4 Hz), 7.71 (1H, t, J = 8.0 Hz), 7.54 (1H, t, J = 7.5 Hz), 6.97 (1H, s br), 6.91 (1H, d, J = 8.0 Hz), 6.85 (1H, d d, J = 1.5, 8.0 Hz), 6.02 (2H, s), 3.84 (4H, m), 3.75 (2H, s), 2.80 (4H, m)
化合物No. 49 (融点: 89). NMR 溶媒: DMSO
13C: 158.6, 148.9, 147.6, 144.7, 137.8, 132.5, 129.6, 125.5, 119.6, 113.5, 113.4, 107.3, 46.9, 44.4
1H: 8.21 (1H, d, J = 8.4 Hz), 8.15 (1H, d d , J = 1.5, 4.8 Hz), 7.97 (1H, d, J = 8.3 Hz), 7.71 (1H, m), 7.58 (1H, m), 7.55 (1H, m), 6.88 (1H, d, J = 8.7 Hz), 6.69 (1H, d d, J = 4.8, 7.1 Hz), 3.88 (4H, m), 3.71 (4H, m)
化合物No. 50 (融点: 113〜114). NMR 溶媒: DMSO
13C: 149.2, 144.7, 134.4, 132.6, 129.5, 128.6, 128.6, 126.8, 126.5, 126.3, 125.5, 119.6, 113.5, 48.6, 46.7, 45.5, 42.8, 28.8, 27.2
1H: 8.21 (1H, d t, J = 0.8, 8.3 Hz), 7.95 (1H, d, J = 8.3 Hz), 7.70 (1H, t, J = 7.8 Hz), 7.54 (1H, d d d, J = 1.0, 7.1, 8.3 Hz), 7.24 (4H, br), 4.94 (2H, br), 3.96 (2H, t, J = 6.0 Hz), 3.04 (2H, t, J = 6.0 Hz)
化合物No. 51 (融点: 188). NMR 溶媒: CDCl3
13C: 158.6, 150.8, 142.6, 138.8, 138.6, 134.8, 133.7, 130.8, 130, 127.8, 127, 124.1, 117.6, 115.8, 114.9, 113, 47.1, 27.5, 24.9
1H: 7.76 (1H, d, J = 1.4 Hz), 7.36 (1H, d, J = 1.4 Hz), 7.28 (1H, d br, J = 7.7 Hz), 7.15 (1H, t, J = 7.8 Hz), 7.13 (1H, t), 7.09 (1H, m), 7.07 (1H, m), 7.04 (1H, d t, J = 1.5, 8.0 Hz), 6.79 (1H, d br, J = 8.2 Hz), 6.69 (1H, d d d, J = 1.1, 2.5, 8.0 Hz), 3.91 (2H, t, J = 6.5 Hz), 2.90 (2H, t, J = 6.5 Hz), 2.10 (2H, qt, J = 6.5 Hz)
化合物No. 52 (融点: 174). NMR 溶媒: DMSO
13C: 153.5, 152.6, 130.2, 129.1, 127.3, 113.8, 112.9, 105.1, 105, 65.9, 46.5
1H: 9.09 (1H, s), 7.47 (1H, d, J = 9.0 Hz), 7.44 (1H, d, J = 3.5 Hz), 6.91 (1H, d, J = 2.0 Hz), 6.74 (1H, d d, J = 2.0, 9.0 Hz), 6.50 (1H, d, J = 3.5 Hz), 3.67 (4H, m), 3.47 (4H, m)
化合物No. 53 (融点: オイル). NMR 溶媒: CDCl3
13C: 150.9, 145.3, 135.7, 133.2, 129.4, 128.8, 128.1 (br), 128.0, 125.2, 119.8, 113.7, 55.3, 53.8, 37.7
1H: 8.11 (1H, d, J = 8.2 Hz), 8.06 (1H, d, J = 8.2 Hz), 7.63 (1H, t, J = 7.4 Hz), 7.48 (1H, t, J = 7.8 Hz), 7.40 (5H, br), 4.94 (2H, br), 3.31 (3H, br)
化合物No. 54 (融点: 218〜220). NMR 溶媒: CDCl3
13C: 161.8 (d, J = 251.0 Hz), 159, 146.3, 136.7 (d, J = 4.0 Hz), 136, 134.3, 127.9 (d, J = 9.0 Hz), 127, 117.2 (d, J = 23.0 Hz), 115.9, 115.6, 113.6, 40.1
1H: 8.89 (1H, m), 7.18 (2H, m), 7.09 (2H, m, J = 8.7 Hz), 7.05 (1H, m), 6.95 (2H, m, J = 8.6 Hz), 6.65 (2H, m, J = 8.7 Hz), 3.35 (3H, s)
化合物No. 55 (融点: 116). NMR 溶媒: CDCl3
13C: 149.3, 145.3, 133.2, 129.3, 125.2, 119.8, 113.5, 106.6, 64.6, 46.1, 43.6, 35.3
1H: 8.09 (1H, d, J = 8.5 Hz), 7.99 (1H, d, J = 8.3 Hz), 7.61 (1H, t, J = 8.1 Hz), 7.46 (1H, t, J = 7.4 Hz), 4.03 (4H, s), 3.98 (4H, br), 1.93 (4H, t, J = 6.0 Hz)
化合物No. 56 (融点: 134). NMR 溶媒: CDCl3
13C: 157.1, 154.5, 146.6, 146.5, 131.6, 131.3, 130.3, 129.8, 125.7, 123.4, 121.9, 120.2, 119.7, 118.7, 114
1H: 9.15 (1H, s), 8.35 (1H, d, J = 8.4 Hz), 8.15 (1H, d, J = 8.3 Hz), 7.69 (1H, t, J = 7.6 Hz), 7.65 (2H, m, J = 9.2 Hz), 7.52 (1H, t, J = 7.7 Hz), 7.37 (2H, t, J = 8.1 Hz), 7.14 (1H, t, J = 7.3 Hz), 7.10 (2H, m, J = 9.2 Hz), 7.05 (2H, m, J = 8.5 Hz)
化合物No. 57 (融点: 156〜157). NMR 溶媒: CDCl3
13C: 157.2, 146.6, 146.4, 131.6, 130.2, 128.9, 125.6, 122, 120.2, 114.5, 114, 55.5
1H: 9.06 (1H, s), 8.34 (1H, d, J = 8.5 Hz), 8.14 (1H, d, J = 8.3 Hz), 7.67 (1H, m, J = 7.5 Hz), 7.59 (2H, m, J = 9.1 Hz), 7.51 (1H, m, J = 7.8 Hz), 6.97 (2H, m, J = 9.1 Hz), 3.85 (3H, s)
化合物No. 58 (融点: 101〜102). NMR 溶媒: CDCl3
13C: 150.4, 145.2, 133.2, 129.1, 125, 119.7, 113.5, 57.1, 32.4, 30.4, 29.7, 25.5, 25.3
1H: 8.09 (1H, d, J = 8.3 Hz), 7.98 (1H, d, J = 8.5 Hz), 7.60 (1H, m, J = 7.8 Hz), 7.45 (1H, m, J = 7.6 Hz), 4.26 (1H, br), 3.18 (3H, s), 2.0 (2H, d br, J = 11.0 Hz), 1.87 (2H, br), 1.67 (1H, br), 1.63 (2H, m, J = 3.0, 12.3 Hz), 1.43 (2H, m), 1.16 (1H, m)
化合物No. 59 (融点: 148〜150). NMR 溶媒: CDCl3
13C: 160.6 (d d, J = 11.5, 248.0 Hz), 153.4 (d d, J = 12.0, 249.0 Hz), 146.5, 146.4, 131.5, 130.5, 125.9, 122.7 (d d, J = 2.0, 9.3 Hz), 121.0 (d d, J = 3.7, 11.0 Hz), 120.4, 113.8, 111.6 (d d, J = 4.0, 22.5 Hz), 104.2 (d d, J = 22.5, 27.0 Hz)
1H: 9.28 (1H, s), 8.32 (1H, m, J = 8.3 Hz), 8.27 (1H, m, J = 6.0, 8.9 Hz), 8.17 (1H, m, J = 8.3 Hz), 7.70 (1H, m, J = 8.2 Hz), 7.53 (1H, m, J = 8.1 Hz), 7.0 (2H, m)
化合物No. 60 (融点: 142〜143). NMR 溶媒: CDCl3
13C: 146.5, 146.4, 136.1, 131.6, 130.3, 129.4, 125.7, 125.3, 120.2, 120, 114
1H: 9.19 (1H, s), 8.35 (1H, d, J = 8.3 Hz), 8.15 (1H, d, J = 8.4 Hz), 7.70 (2H, d, J = 8.0 Hz), 7.69 (1H, m), 7.52 (1H, t, J = 7.8 Hz), 7.45 (2H, t, J = 8.0 Hz), 7.25 (1H, t, J = 7.4 Hz)
化合物No. 61 (融点: 109). NMR 溶媒: CDCl3
13C: 149.2, 146.3, 136.9, 131.6, 130, 128.9, 128, 127.8, 125.5, 120, 113.9, 44.4
1H: 8.32 (1H, d, J = 8.4 Hz), 8.11 (1H, d, J = 8.4 Hz), 7.67 (1H, m), 7.65 (1H, t, J = 7.8 Hz), 7.49 (1H, t, J = 8.0 Hz), 7.43 (2H, m), 7.40 (2H, t, J = 7.7 Hz), 7.34 (1H, m), 4.75 (2H, d, J = 6.0 Hz)
化合物No. 62 (融点: 195〜197). NMR 溶媒: CDCl3
13C: 146.5, 146.3, 134.7, 131.5, 130.4 (2 sig.), 129.4, 125.9, 121.2, 120.3, 113.9
1H: 9.19 (1H, s), 8.34 (1H, d, J = 8.3 Hz), 8.16 (1H, d, J = 8.5 Hz), 7.70 (1H, t, J = 7.9 Hz), 7.66 (2H, d, J = 8.8 Hz), 7.53 (1H, t, J = 7.5 Hz), 7.42 (2H, d, J = 8.8 Hz)
化合物No. 63 (融点: 62). NMR 溶媒: CDCl3
13C: 150, 145, 142.2, 133.1, 132.8, 129.7, 129.5, 127.3, 125.3, 119.9, 113.3, 40.3
1H: 8.06 (1H, d, J = 8.5 Hz), 8.02 (1H, d, J = 8.3 Hz), 7.62 (1H, t, J = 7.9 Hz), 7.45 (1H, t, J = 7.7 Hz), 7.30 (2H, d, J = 8.6 Hz), 7.13 (2H, d, J = 8.6 Hz), 3.65 (3H, s)
化合物No. 64 (融点: 84〜85). NMR 溶媒: CDCl3
13C: 161.9, 160.9, 149.1, 146.3, 143.5, 129.5, 128, 127.5, 126.1, 122.4, 113.8, 55.2, 40.4
1H: 8.66 (1H, s), 7.71 (2H, d, J = 8.5 Hz), 7.39 (2H, t, J = 7.9 Hz), 7.32 (1H, t, J = 7.2 Hz), 7.19 (2H, d, J = 7.9 Hz), 6.87 (2H, d, J = 8.5 Hz), 3.82 (3H, s), 3.58 (3H, s)
化合物No. 65 (融点: 105〜106). NMR 溶媒: CDCl3
13C: 162.6, 161.2, 148.8, 147.3, 128.3, 122.3, 114.1, 66.6, 55.3, 46.9
1H: 8.81 (1H, s), 8.06 (2H, d, J = 8.9 Hz), 6.98 (2H, d, J = 8.9 Hz), 3.98 (4H, br), 3.87 (3H, s), 3.83 (4H, m br)
化合物No. 66 (融点: 116). NMR 溶媒: CDCl3
13C: 162.1, 161.5 (d, J = 248.0 Hz), 161, 149.1, 146.5, 139.5 (d, J = 3.5 Hz), 128.1 (d, J = 9.0 Hz), 128, 122.3, 116.3 (d, J = 22.5 Hz), 113.9, 55.3, 40.7
1H: 8.74 (1H, s), 7.72 (2H, d, J = 8.4 Hz), 7.20 (2H, m, J = 5.0, 9.0 Hz), 7.09 (2H, t, J = 8.8 Hz), 6.89 (2H, d, J = 8.9 Hz), 3.83 (3H, s), 3.56 (3H, s)
化合物No. 67 (融点: 91). NMR 溶媒: CDCl3
13C: 161.2, 148.8, 146.5, 143.3, 135.8, 129.5, 128.7, 128.3, 127.8, 127.7, 126.1, 40.5
1H: 8.69 (1H, s), 7.69 (2H, m, J = 8.3 Hz), 7.39 (2H, t, J = 7.8 Hz), 7.32 (1H, m), 7.31 (2H, m, J = , 8.3 Hz), 7.19 (2H, d, J = 8.0 Hz), 3.58 (3H, s)
化合物No. 68 (融点: 120〜121). NMR 溶媒: CDCl3
13C: 161.9, 148.5, 147.6, 136.2, 129, 128.2, 128.1, 66.6, 47.5, 46
1H: 8.84 (1H, s), 8.06 (2H, d,J = 8.7 Hz), 7.44 (2H, d, J = 8.7 Hz), 3.98 (4H, br), 3.84 (4H, s br)
化合物No. 69 (融点: 127〜128). NMR 溶媒: CDCl3
13C: 161.6 (d, J = 248.5 Hz), 161.4, 148.8, 146.7, 139.3 (d, J = 3.3 Hz), 135.9, 128.8, 128.2, 128.1 (d, J = 8.5 Hz), 127.8, 116.3 (d, J = 23.0 Hz), 40.7
1H: 8.76 (1H, s), 7.71 (2H, d, J = 7.0 Hz), 7.35 (2H, d, J = 8.0 Hz), 7.19 (2H, m), 7.09 (2H, t, J = 8.5 Hz), 3.56 (3H, s)
化合物No. 70 (融点: 91〜92). NMR 溶媒: CDCl3
13C: 161.8 (d d, J = 11.5, 251.0 Hz), 157.7 (d d, J = 12.5, 252.0 Hz), 150.1, 144.9, 132.7, 129.6, 129.3 (d d, J = 1.5, 10.0 Hz), 127.7 (d d, J = 5.0, 12.0 Hz), 125.4, 119.9, 113.5, 112.1 (d d, J = 4.0, 23.0 Hz), 105.1 (d d, J = 24.0, 26.5 Hz), 39.7
1H: 8.10 (1H, d, J = 8.4 Hz), 8.01 (1H, d, J = 8.1 Hz), 7.63 (1H, m, J = 7.8 Hz), 7.45 (1H, t, J = 7.7 Hz), 7.30 (1H, m), 6.88 (1H, m), 6.84 (1H, m), 3.60 (3H, s)
化合物No. 71 (融点: 65〜66). NMR 溶媒: CDCl3
13C: 146.1, 145.3, 132.8, 129.4, 125.5, 119.8, 114.4, 82.5, 79.6, 62.2, 23
1H: 8.23 (1H, d, J = 8.4 Hz), 8.10 (1H, d, J = 8.3 Hz), 7.62 (1H, t, J = 7.8 Hz), 7.48 (1H, t, J = 7.7 Hz), 5.54 (2H, s), 3.90 (2H, s), 1.69 (6H, s)
化合物No. 72 (融点: 85). NMR 溶媒: CDCl3
13C: 152, 142.2, 138.9, 130.1, 124.2, 122.8, 119.8, 115.2, 67.1, 47.2
1H: 8.09 (1H, d, J = 8.6 Hz), 7.69 (1H, d, J = 8.2 Hz), 7.58 (1H, t, J = 7.5 Hz), 7.36 (1H, t, J = 7.5 Hz), 3.87 (4H, br), 3.80 (4H, br)
化合物No. 73 (融点: 80). NMR 溶媒: CDCl3
13C: 162.8, 148.7, 147.4, 130.2, 129.6, 128.7, 126.7, 66.6, 47.3, 46.2
1H: 8.85 (1H, s), 8.12 (2H, m), 7.47 (3H, m), 4.02 (4H, br), 3.84 (4H, m)
化合物No. 74 (融点: 114). NMR 溶媒: CDCl3
13C: 162.4, 162.0 (d d, J = 15.0, 251.0 Hz), 158.0 (d d, J = 13.0, 252.0 Hz), 148.9, 146.7, 130.0, 129.6, 129.2 (d d, J = 2.0, 10.0 Hz), 128.6, 127.6 (m, J = 13.0 Hz), 126.5, 111.8 (d d, J = 4.0, 22.5 Hz), 104.8 (t, J = 25.0 Hz), 39.9
1H: 8.86 (1H, s), 7.74 (2H, br), 7.38 (3H, m br), 7.28 (1H, m), 6.95 (1H, m), 6.92 (1H, m), 3.52 (3H, s)
化合物No. 75 (融点: オイル). NMR 溶媒: CDCl3
13C: 150.5, 145.2, 133.2, 129.2, 125.1, 119.7, 113.6, 51.7, 50.4, 38.0, 35.7, 30.1, 29.0, 19.8, 13.8
1H: 8.10 (1H, d, J = 8.4 Hz), 8.0 (1H, d, J = 8.3 Hz), 7.59 (1H, t, J = 7.8 Hz), 7.45 (1H, t, J = 7.6 Hz), 3.67 (2H, br), 3.31 (3H, m br), 1.78 (2H, m), 1.45-1.30 (2H, m br), 1.0-0.9 (3H, m br)
化合物No. 76 (融点: 130). NMR 溶媒: CDCl3
13C: 150.3, 150.1, 144.9, 135.3, 132.8, 129.2, 126.8, 125, 119.8, 115.8, 113.2, 66.7, 48.7, 40.5
1H: 8.04 (1H, d, J = 8.4 Hz), 8.0 (1H, d, J = 8.2 Hz), 7.60 (1H, t, J = 7.9 Hz), 7.42 (1H, t, J = 7.6 Hz), 7.08 (2H, d, J = 7.7 Hz), 6.80 (2H, d, J = 8.7 Hz), 3.83 (4H, m), 3.63 (3H, s), 3.13 (4H, m)
化合物No. 77 (融点: 163〜138). NMR 溶媒: CDCl3
13C: 161.2, 150.1, 145.2, 145, 132.8, 129.3, 125.1, 119.8, 113.2, 104.4, 99.1, 55.4, 40.3
1H: 8.05 (1H, d, J = 8.7 Hz), 8.02 (1H, d, J = 8.9 Hz), 7.61 (1H, t, J = 7.7 Hz), 7.44 (1H, t, J = 7.7 Hz), 6.34 (1H, t, J = 2.0 Hz), 6.31 (2H, d, J = 2.0 Hz), 3.70 (6H, s), 3.65 (3H, s)
化合物No. 78 (融点: 155〜157). NMR 溶媒: CDCl3
13C: 163.8 (d d, J = 12.0, 253.0 Hz), 160.8 (d d, J = 12.0, 258.0 Hz), 158.4 (d, J = 6.0 Hz), 148.4, 146.9, 131.5 (d d, J = 4.0, 10.0 Hz), 114.3 (d d, J = 4.0, 11.5 Hz), 111.8 (d d, J = 4.0, 21.5 Hz), 105.0 (t, J = 25.0 Hz), 66.6, 47.9, 45.9
1H: 8.87 (1H, s), 8.12 (1H, m, J = 6.7, 8.5 Hz), 7.0 (1H, m), 6.95 (1H, m), 4.10 (4H, br), 3.83 (4H, s br)
化合物No. 79 (融点: 86). NMR 溶媒: CDCl3
13C: 163.8 (d d, J = 12.0, 253.0 Hz), 160.8 (d d, J = 12.5, 259.0 Hz), 158.2 (d, J = 5.5 Hz), 148.5, 146.7, 139.7, 131.5 (d d, J = 4.0, 10.0 Hz), 129, 128.3, 126.1, 114.6 (d d, J = 4.0, 11.0 Hz), 111.7 (d d, J = 4.5, 21.0 Hz), 105.0 (t, J = 26.0 Hz), 47.7, 46.2, 42.8, 38, 31.9
1H: 8.83 (1H, s), 8.13 (1H, m, J = 6.8, 8.3 Hz), 7.31 (2H, t, J = 7.5 Hz), 7.23 (1H, m, J = 7.3 Hz), 7.17 (2H, d, J = 7.8 Hz), 7.0 (1H, m), 6.96 (1H, m), 4.62 (2H, m br), 3.02 (2H, br), 2.61 (2H, d, J = 6.9 Hz), 1.87 (1H, m), 1.81 (2H, d br, J = 14.0 Hz), 1.43 (2H, m, J = 4.0, 13.0 Hz)
化合物No. 80 (融点: 91). NMR 溶媒: CDCl3
13C: 163.7 (d d, J = 12, 253.5 Hz), 162.1 (d d, J = 11.0, 250.5 Hz), 160.7 (d d, J = 12.0, 260.0 Hz), 158.2, 157.9 (d d, J = 12.5, 251.5 Hz), 148.8, 146.2, 131.2 (d d, J = 4.0, 10.0 Hz), 129.0 (d br, J = 10.5 Hz), 126.4 (d d, J = 4.5, 13.0 Hz), 114.2 (d d, J = 4.0, 12.0 Hz), 111.8 (d d, J = 3.0, 22.5 Hz), 111.6 (d d, J = 4.0, 21.5 Hz), 104.9 (t, J = 25.3 Hz, 2 Carbons), 40.0
1H: 8.89 (1H, s), 7.84 (1H, br), 7.26 (1H, m), 6.98-6.77 (4H, m), 3.51 (3H, s)
化合物No. 81 (融点: 99〜100). NMR 溶媒: CDCl3
13C: 150.4, 149.4, 144.9, 132.9, 132.2, 129, 126.7, 124.9, 119.7, 113.1, 112.5, 40.5, 40.4
1H: 8.03 (1H, d, J = 8.4 Hz), 8.0 (1H, d, J = 8.4 Hz), 7.59 (1H, m, J = 7.8 Hz), 7.41 (1H, t, 7.6 Hz), 7.03 (2H, br), 6.59 (2H, d br, J = 8.0 Hz), 3.62 (3H, s), 2.92 (6H, s)
化合物No. 82 (融点: 179〜182 (dec)). NMR 溶媒: DMSO
13C: 148.6, 144.7, 132.5, 129.6, 125.5, 119.7, 113.4, 61.7, 49, 46, 43.5, 25.8, 22.5, 21.6
1H: 10.52 (1H, s br), 8.20 (1H, d, J = 8.3 Hz), 7.93 (1H, d, J = 8.4 Hz), 7.71 (1H, t, J = 7.7 Hz), 7.55 (1H, t, J = 7.7 Hz), 4.43 (2H, d br, J = 13.5 Hz), 3.52 (1H, m), 3.41 (2H, d br, J = 11.5 Hz), 3.23 (2H, t br), 2.94 (2H, m, J = 12.0 Hz), 2.25 (2H, br), 1.88 (2H, br), 1.86 (4H, m), 1.71 (1H, m, J = 14.0 Hz), 1.40 (1H, m)
化合物No. 83 (融点: 259〜261 (dec)). NMR 溶媒: DMSO
13C: 148.8, 144.8, 132.5, 129.8, 125.7, 119.7, 113.6, 51.9, 43.3, 42
1H: 11.59 (1H, s br), 8.22 (1H, d, J = 8.3 Hz), 7.96 (1H, d, J = 8.3 Hz), 7.73 (1H, t, J = 7.8 Hz), 7.56 (1H, t, J = 7.6 Hz), 4.47 (2H, m), 3.71 (2H, m), 3.52 (2H, m), 3.29 (2H, m), 2.81 (3H, s)
化合物No. 84 (融点: 92). NMR 溶媒: CDCl3
13C: 155.9, 150.4, 148.7, 145.2, 138.4, 132.6, 129.5, 125.3, 121.8, 119.9, 119.5, 113.5, 37.8
1H: 8.32 (1H, d d, J = 1.6, 5.0 Hz), 8.12 (1H, d, J = 8.3 Hz), 8.02 (1H, d, J = 8.3 Hz), 7.69 (1H, d t, J = 1.9, 7.9 Hz), 7.63 (1H, t, J = 7.8 Hz), 7.45 (1H, t, J = 7.7 Hz), 7.18 (1H, d, J = 8.1 Hz), 7.15 (1H, d d, J = 5.0, 7.5 Hz), 3.74 (3H, s)
化合物No. 85 (融点: 66). NMR 溶媒: CDCl3
13C: 149.2, 146.2, 141.8, 131.6, 129.9, 128.4 (2 sig.), 125.9, 125.4, 120, 113.9, 40.3, 35.4, 29.1, 28.5
1H: 8.29 (1H, m, J = 8.3 Hz), 8.10 (1H, m, J = 8.4 Hz), 7.63 (1H, m, J = 1.0, 7.1 Hz), 7.47 (1H, m, J = 1.0, 7.1 Hz), 7.33 (1H, br), 7.30 (2H, m), 7.20 (2H, m), 7.19 (1H, m), 3.58 (2H, m), 2.71 (2H, m, J = 7.0 Hz), 1.77 (4H, m)
化合物No. 86 (融点: 60). NMR 溶媒: CDCl3
13C: 149.2, 146.3, 131.6, 129.9, 125.3, 119.9, 114, 40.5, 31.9, 29.6, 29.6, 29.5, 29.5, 29.3, 29.2, 26.8, 22.7, 14.1
1H: 8.29 (1H, d, J = 8.3 Hz), 8.10 (1H, d, J = 8.4 Hz), 7.63 (1H, m, J = 1.0, 7.1 Hz), 7.47 (1H, m, J = 1.0, 7.1 Hz), 7.33 (1H, t br, J = 5.0 Hz), 3.55 (2H, m), 1.71 (2H, m), 1.50-1.15 (18H, m), 0.88 (3H, t, J = 7.1 Hz)
化合物No. 87 (融点: 73). NMR 溶媒: CDCl3
13C: 148.4, 146.3, 131.7, 129.8, 125.3, 119.9, 114, 49.8, 33, 25.3, 24.7
1H: 8.28 (1H, d, J = 8.4 Hz), 8.09 (1H, d, J = 8.4 Hz), 7.63 (1H, t, J = 7.8 Hz), 7.47 (1H, t, J = 7.6 Hz), 7.21 (1H, d, J = 7.5 Hz), 3.95 (1H, m), 2.11 (2H, m), 1.83 (2H, m), 1.69 (1H, m), 1.43 (4H, m), 1.29 (1H, m)
化合物No. 88 (融点: 186〜188). NMR 溶媒: CDCl3
13C: 146.5, 146.4, 140.2, 138.2, 135.3, 131.6, 130.3, 128.8, 128, 127.4, 126.9, 125.8, 120.3, 120.2, 114
1H: 9.24 (1H, s), 8.37 (1H, d, J = 8.3 Hz), 8.16 (1H, d, J = 8.5 Hz), 7.78 (2H, d, J = 8.6 Hz), 7.69 (1H, m), 7.68 (2H, d, J = 8.6 Hz), 7.62 (2H, d, J = 7.7 Hz), 7.53 (1H, t, J = 7.8 Hz), 7.47 (2H, t, J = 7.7 Hz), 7.37 (1H, t, J = 7.6 Hz)
化合物No. 89 (融点: 167 (dec)). NMR 溶媒: CDCl3
13C: 148.1, 146.8, 129.3, 129, 128.8, 125.9, 120.9, 66.6, 48.5, 45.8
1H: 8.38 (1H, s), 7.88 (2H, d, J = 8.2 Hz), 7.47 (2H, t, J = 7.7 Hz), 7.39 (1H, m, J = 7.5 Hz), 4.04 (2H, m br), 3.84 (6H, m)
化合物No. 90 (融点: 230〜231 (dec)). NMR 溶媒: DMSO
13C: 148.6, 144.7, 132.5, 129.6, 125.6, 119.7, 113.4, 63.3, 61.9, 48.3, 45.6, 43.6, 25.8
1H: 11.53 (1H, s br), 8.20 (1H, d, J = 8.3 Hz), 7.93 (1H, d, J = 8.2 Hz), 7.71 (1H, m, J = 7.5 Hz), 7.55 (1H, m, J = 7.6 Hz), 4.44 (2H, d br, J = 12.5 Hz), 3.98 (2H, d br, J = 11.5 Hz), 3.90 (2H, t, J = 12.0 Hz), 3.54 (1H, m), 3.45 (2H, d br, J = 12.0 Hz), 3.22 (2H, br), 3.11 (2H, m), 2.28 (2H, br), 1.90 (2H, m, J = 4.0, 12.3 Hz)
化合物No. 91 (融点: 143). NMR 溶媒: DMSO
13C: 152.5, 148.7, 145.1, 144.7, 137.5, 132.6, 129.6, 128.4, 127.8, 127.6, 125.5, 119.7, 118, 115.4, 113.4, 69.4, 49.8, 47.5, 44.9
1H: 8.21 (1H, d, J = 8.4 Hz), 7.96 (1H, d, J = 8.4 Hz), 7.71 (1H, t, J = 7.6 Hz), 7.55 (1H, t, J = 7.5 Hz), 7.43 (2H, d, J = 8.0 Hz), 7.38 (2H, t, J = 7.7 Hz), 7.31 (1H, m, J = 7.1 Hz), 6.94 (4H, m), 5.03 (2H, s), 3.90 (4H, m), 3.19 (4H, br)
化合物No. 92 (融点: 218〜220 (dec)). NMR 溶媒: DMSO
13C: 148.7, 144.8, 132.5, 129.6, 125.5, 119.7, 113.4, 60.2, 50.5, 45.7, 43.2, 27.9, 22.7
1H: 11.24 (1H, s), 8.20 (1H, d, J = 8.2 Hz), 7.93 (1H, d, J = 8.3 Hz), 7.70 (1H, t, J = 7.7 Hz), 7.54 (1H, t, J = 7.4 Hz), 4.40 (2H, d br, J = 13.0 Hz), 3.49 (2H, br), 3.45 (1H, m), 3.22 (2H, m br), 3.08 (2H, br), 2.20 (2H, br), 1.96 (4H, m), 1.89 (2H, m)
化合物No. 93 (融点: 254〜256 (dec)). NMR 溶媒: DMSO
13C: 148.8, 144.8, 132.5, 131.5, 129.8, 129.6, 129.4, 128.8, 125.7, 119.7, 113.6, 58.6, 50.1, 43.6, 42.1
1H: 11.97 (1H, s br), 8.21 (1H, d, J = 8.4 Hz), 7.95 (1H, d, J = 8.3 Hz), 7.67 (2H, m), 7.56 (1H, t, J = 7.7 Hz), 7.47 (3H, m), 7.33 (1H, t, J = 7.6 Hz), 4.47 (2H, d br, J = 15.0 Hz), 4.39 (2H, s), 3.79 (2H, m), 3.43 (2H, m), 3.28 (2H, m)
化合物No. 94 (融点: 109〜111). NMR 溶媒: CDCl3
13C: 149.4, 145.4, 144.7, 133.2, 129.3, 128.6, 126.8, 126.6, 125.2, 119.8, 113.5, 48.8, 46.1, 42.6, 33.2
1H: 8.12 (1H, m, J = 8.3 Hz), 8.02 (1H, m, J = 8.4 Hz), 7.63 (1H, m, J = 1.0, 7.1 Hz), 7.47 (1H, m, J = 1.0, 7.1 Hz), 7.35 (2H, m, J = 7.7 Hz), 7.27 (2H, m), 7.25 (1H, m), 4.70 (2H, d br, J = 13.5 Hz), 3.29 (2H, br), 2.89 (1H, m), 2.01 (4H, m)
化合物No. 95 (融点: 157). NMR 溶媒: CDCl3
13C: 150.2, 145.9, 141.5, 136.4, 133.2, 131.8, 131.1, 131, 129.9, 128.7, 118.6, 118, 114.4, 113.2, 58.6, 57.2, 32.6, 30.8, 29.7, 25.5, 25.3
1H: 8.25 (1H, br), 8.09 (1H, d, J = 8.6 Hz), 7.90 (1H, d br, J = 7.9 Hz), 7.80 (1H, d d, J = 1.6, 8.7 Hz), 7.70 (1H, d, J = 7.6 Hz), 7.62 (1H, t, J = 7.7 Hz), 4.29 (1H, m br), 3.21 (3H, s), 2.02 (2H, m br), 1.90 (2H, m br), 1.73 (1H, br), 1.64 (2H, m), 1.46 (2H, m), 1.17 (1H, m)
化合物No. 96 (融点: 146〜147). NMR 溶媒: CDCl3
13C: 162.6 (d, J = 247.0 Hz), 150.3, 146, 137.9, 136.3 (d, J = 3.0 Hz), 132.7, 129.1 (d, J = 8.4 Hz), 129.0, 117.4, 115.9 (d, J = 22.0 Hz), 113.8, 58.6, 57.2, 32.7, 30.4, 29.6, 25.5, 25.3
1H: 8.21 (1H, br), 8.03 (1H, d, J = 8.5 Hz), 7.80 (1H, d d, J = 1.5, 8.5 Hz), 7.62 (2H, m d, J = 5.3, 8.7 Hz), 7.19 (2H, t, J = 8.5 Hz), 4.27 (1H, m br), 3.20 (3H, s br), 2.01 (2H, m), 1.89 (2H, m), 1.73 (1H, m), 1.64 (2H, m), 1.44 (2H, m), 1.17 (1H, m)
化合物No. 97 (融点: 158). NMR 溶媒: CDCl3
13C: 149.9, 146.3, 132.4, 132.3, 122.4, 118.3, 114.9, 58.8, 57.1, 32.6, 30.9, 29.5, 25.5, 25.3
1H: 8.25 (1H, br, J = 2.0 Hz), 7.89 (1H, d, J = 8.8 Hz), 7.68 (1H, d d, J = 2.0, 8.8 Hz), 4.27 (1H, m br), 3.18 (3H, s), 1.98 (2H, m), 1.89 (2H, m), 1.70 (1H, m), 1.61 (2H, m), 1.45 (2H, m), 1.17 (1H, m)
化合物No. 98 (融点: 93〜94). NMR 溶媒: CDCl3
13C: 148.8, 145.1, 133, 129.2, 125.2, 119.7, 114.3, 50.3, 48.5, 26.6, 24
1H: 8.18 (1H, m, J = 8.4 Hz), 8.09 (1H, m, J = 8.3 Hz), 7.60 (1H, m, J = 1.0, 7.0 Hz), 7.46 (1H, m, J = 1.0, 7.0 Hz), 4.08 (2H, m), 3.81 (2H, m), 2.04 (4H, m)
化合物No. 99 (融点: 139〜141). NMR 溶媒: CDCl3
13C: 154.7, 149.4, 145.4, 133.2, 130.7, 130.1, 129.3, 125.2, 119.8, 116.2, 113.5, 70.9, 44.4, 41.9, 30.4, 20.5
1H: 8.11 (1H, d, J = 8.3 Hz), 8.0 (1H, d, J = 8.4 Hz), 7.62 (1H, t, J = 7.8 Hz), 7.46 (1H, t, J = 7.6 Hz), 7.12 (2H, m, J = 8.5 Hz), 6.87 (2H, m, J = 8.5 Hz), 4.66 (1H, m), 4.0 (4H, m), 2.31 (3H, s), 2.10 (4H, m)
化合物No. 100 (融点: 80). NMR 溶媒: CDCl3
13C: 149.3, 145.3, 142.1, 133.2, 129.2, 128.4, 128.3, 125.8, 125.1, 119.8, 113.4, 48.4, 45.8, 38, 35.4, 32.8, 32.2
1H: 8.10 (1H, d, J = 8.2 Hz), 7.98 (1H, d, J = 8.3 Hz), 7.61 (1H, t, J = 8.0 Hz), 7.46 (1H, t, J = 7.8 Hz), 7.31 (2H, t, J = 7.1 Hz), 7.21 (1H, m), 7.20 (2H, d, J = 7.9 Hz), 4.53 (2H, d br, J = 12.0 Hz), 3.15 (2H, br), 2.69 (2H, m, J = 7.5 Hz), 1.93 (2H, br), 1.49 (2H, br), 1.67 (3H, m)
化合物No. 101 (融点: 134). NMR 溶媒: CDCl3
13C: 150.7, 150.5, 142.6, 137, 132.8, 129.3, 128.7, 127.7, 125.2, 121.1, 116.9, 112.9, 49.5, 46.5
1H: 7.91 (1H, s), 7.82 (2H, d, J = 7.9 Hz), 7.51 (1H, s), 7.42 (2H, t, J = 7.8 Hz), 7.32 (3H, m), 6.96 (3H, m), 3.83 (4H, m, J = 5.0 Hz), 3.29 (4H, m, J = 5.0 Hz)
化合物No. 102 (融点: 122). NMR 溶媒: CDCl3
13C: 150.6, 142.4, 137.1, 137, 132.8, 129.1, 128.7, 128.4, 127.6, 127.4, 125.1, 113, 62.7, 52.5, 46.5
1H: 7.91 (1H, d, J = 1.3 Hz), 7.80 (2H, d, J = 8.0 Hz), 7.47 (1H, d, J = 1.3 Hz), 7.41 (2H, t, J = 7.8 Hz), 7.34 (4H, m), 7.32 (1H, m), 7.29 (1H, m), 3.67 (4H, m, J = 5.0 Hz), 3.58 (2H, s), 2.55 (4H, m, J = 5.0 Hz)
化合物No. 103 (融点: 154). NMR 溶媒: CDCl3
13C: 151.3, 142.1, 136.9, 133, 128.7, 127.5, 125.1, 113.2, 57.5, 31.3, 30, 25.4, 25.2
1H: 7.92 (1H, d, J = 1.0 Hz), 7.81 (2H, d, J = 8.2 Hz), 7.50 (1H, d, J = 1.0 Hz), 7.41 (2H, t, J = 8.0 Hz), 7.29 (1H, t, J = 7.5 Hz), 3.96 (1H, m), 2.99 (3H, s), 1.86 (4H, m), 1.70 (1H, d br, J = 13.5 Hz), 1.58 (2H, m, J = 3.5, 13.1 Hz), 1.38 (2H, m), 1.13 (1H, t q, J = 3.5, 13.0 Hz)
化合物No. 104 (融点: 83). NMR 溶媒: CDCl3
13C: 150, 145.2, 133.3, 129, 125, 119.7, 113.5, 58.9, 40, 31.2, 25.7, 25.3, 15.1
1H: 8.10 (1H, d, J = 8.3 Hz), 7.97 (1H, d, J = 8.3 Hz), 7.59 (1H, m, J = 1.0, 7.1 Hz), 7.45 (1H, m, J = 1.0, 7.1 Hz), 4.17 (1H, m), 3.63 (2H, m, J = 6.6 Hz), 2.02 (2H, d br, J = 12.0 Hz), 1.85 (2H, d br, J = 12.0 Hz), 1.69 (3H, br), 1.31 (5H, br), 1.17 (1H, m)
化合物No. 105 (融点: 204). NMR 溶媒: CDCl3
13C: 149.2, 145.3, 133, 129.3, 125.2, 119.7, 113.4, 53.5, 53.1, 48, 45.4, 33.5, 31.7 (2 sig.), 23.3
1H: 12.38 (1H, s br), 8.07 (1H, d, J = 8.3 Hz), 7.94 (1H, d, J = 8.4 Hz), 7.59 (1H, t, J = 7.7 Hz), 7.44 (1H, t, J = 7.5 Hz), 4.52 (2H, d br, J = 12.0 Hz), 3.79 (2H, br), 3.15 (2H, br), 3.12 (2H, m), 2.79 (2H, m br), 2.24 (2H, m br), 2.08 (2H, m br), 1.90 (5H, m br), 1.50 (2H, m br)
化合物No. 106 (融点: オイル). NMR 溶媒: CDCl3
13C: 162.9 (d, J = 248 Hz), 150.5, 144.6, 141.7, 136.3 (d, J = 3 Hz), 133.9, 129.4 (d, J = 8 Hz), 125.1, 119.9, 115.8 (d, J = 21.5 Hz), 111.5, 58.9 (br), 57.0 (br), 32.6 (br), 30.6 (br), 29.7 (br), 25.5, 25.3
1H: 8.12 (2H, m), 7.66-7.62 (3H, m), 7.17 (2H, m, J = 8.7 Hz), 4.28 (1H, br), 3.19 (3H, s br), 2.0 (2H, m br), 1.88 (2H, br), 1.76-1.56 (3H, br), 1.44 (2H, br), 1.18 (1H, m br)
化合物No. 107 (融点: 232〜233). NMR 溶媒: DMSO
13C: 167.2, 149.6, 145.5, 139.7, 136.9, 132.3, 131.8, 131.7, 129.5, 128.9, 128.6, 127.9, 117.3, 113.9, 56.9, 32.5, 30.2, 29, 25.2, 24.8
1H: 13.19 (1H, s br), 8.49 (1H, s), 8.29 (1H, s), 8.06 (1H, m), 7.98 (3H, m), 7.65 (1H, t, J = 7.8 Hz), 4.09 (1H, m br), 3.08 (3H, s), 1.88 (2H, m), 1.80 (2H, m), 1.67 (2H, m), 1.60 (1H, m), 1.33 (2H, m), 1.16 (1H, br)
化合物No. 108 (融点: 183). NMR 溶媒: CDCl3
13C: 169.2, 150.3, 145.9, 140.8, 137.7, 134.1, 132.9, 131, 129.3, 129, 126.7, 126.3, 117.7, 114, 58.8, 57.1, 32.6, 30.7, 29.6, 25.5, 25.3
1H: 8.27 (1H, s br), 8.15 (1H, s br), 8.04 (1H, d, J = 8.5 Hz), 7.85 (1H, br), 7.83 (1H, m), 7.81 (1H, m), 7.56 (1H, t, J = 7.8 Hz), 6.42 (1H, s br), 6.12 (1H, s b), 4.30 (1H, br), 3.22 (3H, s), 2.03 (2H, m), 1.91 (2H, m), 1.76 (1H, m), 1.67 (2H, m), 1.47 (2H, m), 1.20 (1H, m)
化合物No. 109 (融点: 209〜210). NMR 溶媒: DMSO
13C: 167.7, 149.7, 144.2, 140.9, 139.3, 135.2, 133.4, 130.3, 129.3, 127.4, 126.5, 125.2, 120, 111, 58.3, 57.2, 32.3, 29.6, 28.8, 25.2, 24.8
1H: 8.28 (1H, d, J = 8.6 Hz), 8.26 (1H, s br), 8.22 (1H, s br), 8.17 (1H, br), 7.94 (2H, m), 7.91 (1H, m), 7.61 (1H, t, J = 7.7 Hz), 7.53 (1H, s br), 4.03 (1H, br), 3.09 (3H, s), 1.89 (2H, m), 1.80 (2H, m), 1.60 (1H, m), 1.36 (2H, m), 1.67 (2H, m), 1.16 (1H, m)
化合物No. 110 (融点: 66〜67). NMR 溶媒: CDCl3
13C: 149.3, 145.3, 142.3, 133.1, 129.2, 128.3, 128.3, 125.7, 125.1, 119.8, 113.4, 48.4, 45.8, 36, 35.9, 35.8, 32.2, 28.5
1H: 8.10 (1H, d, J = 8.4 Hz), 7.97 (1H, d, J = 8.3 Hz), 7.60 (1H, t, J = 7.5 Hz), 7.45 (1H, t, J = 7.7 Hz), 7.30 (2H, t, J = 7.8 Hz), 7.20 (1H, m), 7.19 (2H, d, J = 7.8 Hz), 4.51 (2H, m, br), 3.14 (2H, br), 2.64 (2H, t, J = 7.6 Hz), 1.86 (2H, m), 1.69 (2H, m), 1.64 (1H, m), 1.43 (2H, m), 1.38 (2H, m)
化合物No. 111 (融点: 83). NMR 溶媒: DMSO
13C: 161.4, 150.6, 148.4, 148.1, 130.2, 129.7, 129.1, 129, 126.4, 119.5, 115.9, 48.2, 45.7
1H: 9.17 (1H, s), 8.09 (2H, m, J = 1.5, 7.2 Hz), 7.53 (3H, m), 7.25 (2H, t, J = 7.6 Hz), 6.99 (2H, d, J = 8.1 Hz), 6.83 (1H, t, J = 7.2 Hz), 3.90 (4H, br), 3.30 (4H, m)
化合物No. 112 (融点: 203). NMR 溶媒: DMSO
13C: 167.6, 149.9, 140.1, 137.9, 137.7, 136, 132.6, 128.9, 128.3, 128, 127.1, 124.4, 115.6, 61.7, 52.1, 45.9
1H: 8.13 (1H, d, J = 1.2 Hz), 8.09 (1H, d, J = 1.2 Hz), 7.98 (1H, s br), 7.91 (4H, m br), 7.36 (1H, s br), 7.33 (4H, m), 7.26 (1H, m), 3.56 (4H, m, J = 5.5 Hz), 3.53 (2H, s), 2.47 (4H, m, J = 5.5 Hz)
化合物No. 113 (融点: 231〜233 (dec)). NMR 溶媒: DMSO
13C: 167.6, 149.7, 142.8, 139.3, 138, 135.7, 132.6, 129.9, 128, 127.7, 126.2, 124.2, 115.6, 39.6
1H: 7.95 (1H, s br), 7.84 (2H, d, J = 8.5 Hz), 7.74 (1H, d, J = 1.0 Hz), 7.72 (2H, d, J = 8.5 Hz), 7.60 (1H, d, J = 1.0 Hz), 7.41 (2H, t, J = 7.6 Hz), 7.35 (1H, s br), 7.35 (2H, m), 7.31 (1H, t, J = 7.1 Hz), 3.43 (3H, s)
化合物No. 114 (融点: 135〜136). NMR 溶媒: DMSO
13C: 153.8, 149.8, 148.7, 144.7, 132.6, 129.5, 125.4, 122.4, 119.6, 113.3, 47.7, 45.2, 40.5, 31.8
1H: 8.50 (2H, m, J = 5.0 Hz), 8.20 (1H, d, J = 8.5 Hz), 7.95 (1H, d, J = 8.3 Hz), 7.71 (1H, t, J = 7.9 Hz), 7.54 (1H, t, J = 7.7 Hz), 7.34 (2H, m, J = 5.0 Hz), 4.39 (2H, br), 3.32 (2H, br), 2.96 (1H, m), 1.95 (2H, br), 1.82 (2H, m, J = 4.0, 12.3 Hz)
化合物No. 115 (融点: オイル). NMR 溶媒: CDCl3
13C: 150.5, 145.2, 138.1, 133.2, 129.1, 128.7, 128.6, 126.6, 125.1, 119.7, 113.8, 53.1 (br), 38.2 (very broad), 34.3 (br)
1H: 8.08 (1H, d, J = 8.3 Hz), 7.91 (1H, br), 7.57 (1H, t, J = 7.7 Hz), 7.44 (1H, t, J = 7.7 Hz), 7.23 (5H, br), 3.96 (2H, br), 3.31 (3H, s), 3.10 (2H, m, J = 7.2 Hz)
化合物No. 116 (融点: 147). NMR 溶媒: CDCl3
13C: 181.1, 166.4, 152.1, 149.4, 148.6, 145.4, 134.7, 133.1, 129.5, 125.3, 123.7, 122.9, 119.9, 113.5, 46.9, 44.8, 34, 29.2
1H: 9.32 (1H, d, J = 1.7 Hz), 8.76 (1H, d d, J = 1.6, 4.9 Hz), 8.37 (1H, d t, J = 2.0, 8.0 Hz), 8.12 (1H, d, J = 8.4 Hz), 8.0 (1H, d, J = 8.4 Hz), 7.63 (1H, t, J = 7.9 Hz), 7.48 (1H, t, J = 7.9 Hz), 7.45 (1H, d d, J = 4.9, 8.0 Hz), 4.56 (2H, d br), 3.57 (2H, br), 3.46 (1H, m), 2.37 (2H, m), 2.27 (2H, m)
化合物No. 117 (融点: 138〜139). NMR 溶媒: CDCl3
13C: 155.4, 149.4, 145.4, 133.1, 129.6, 129.4, 126.2, 125.2, 119.9, 117.4, 113.5, 71.2, 44.4, 42, 30.4
1H: 8.11 (1H, d, J = 8.4 Hz), 7.99 (1H, d, J = 8.2 Hz), 7.62 (1H, t, J = 7.8 Hz), 7.47 (1H, t, J = 7.8 Hz), 7.27 (2H, m, J = 9.0 Hz), 6.89 (2H, m, J = 9.0 Hz), 4.67 (1H, m), 4.01 (4H, s br), 2.15 (2H, m), 2.06 (2H, m)
化合物No. 118 (融点: オイル). NMR 溶媒: CDCl3
13C: 150.5, 142.5, 141.0, 133.2, 129.2, 128.5, 128.2, 126.1, 125.1, 119.8, 113.6, 51.4, 50.4, 38.1, 35.8, 32.9, 29.6, 28.6
1H: 8.10 (1H, d, J =8.5 Hz), 8.01 (1H, d, J = 8.2 Hz), 7.61 (1H, t, J = 7.9 Hz), 7.46 (1H, t, J = 7.7 Hz), 7.24 (5H, br), 3.71 (2H, m, J = 7.2 Hz), 3.31 (3H, br), 2.71 (2H, br), 2.15 (2H, m, J = 7.5 Hz)
化合物No. 119 (融点: オイル). NMR 溶媒: CDCl3
13C: 160.1, 151.0, 145.3, 137.4, 133.3, 129.9, 129.3, 125.2, 120.3, 119.9, 113.7 (2 sig.), 113.4, 55.3, 54.2, 37.5
1H: 8.11 (1H, d, J = 8.2 Hz), 8.06 (1H, d, J = 8.3 Hz), 7.62 (1H, t, J = 7.8 Hz), 7.47 (1H, t, J = 7.5 Hz), 7.30 (1H, t, J = 7.7 Hz), 6.96 (2H, br), 6.87 (1H, d, J = 8.2), 4.89 (2H, br), 3.81 (3H, s), 3.29 (3H, br)
化合物No. 120 (融点: 70〜71). NMR 溶媒: CDCl3
13C: 156.9, 149.4, 145.4, 133.2, 129.7, 129.3, 125.2, 121.3, 119.8, 116.1, 113.5, 70.6, 44.4, 42, 30.4
1H: 8.11 (1H, d, J = 8.3 Hz), 8.0 (1H, d, J = 8.3 Hz), 7.62 (1H, t, J = 7.8 Hz), 7.47 (1H, t, J = 7.6 Hz), 7.33 (2H, m, J = 8.0 Hz), 7.0 (1H, t, J = 7.4 Hz), 6.97 (2H, d, J = 8.3 Hz), 4.72 (1H, m), 4.01 (4H, s br), 2.16 (2H, m), 2.10 (2H, m)
化合物No. 121 (融点: 115). NMR 溶媒: CDCl3
13C: 162.1 (d, J = 245.0 Hz), 149.3, 145.3, 133.1, 133.1, 130.6 (d, J = 8.0 Hz), 129.4, 125.2, 119.8, 115.2 (d, J = 21.0 Hz), 113.5, 61.9, 52.7, 48.1, 45.2
1H: 8.10 (1H, m, J = 8.3 Hz), 7.99 (1H, m, J = 8.4 Hz), 7.61 (1H, m, J = 1.0, 7.0, 8.2 Hz), 7.46 (1H, m, J = 1.0, 7.0, 8.2 Hz), 7.32 (2H, m d, J = 5.6, 8.7 Hz), 7.06 (2H, m t, J = 8.3 Hz), 3.93 (4H, s br), 3.56 (2H, s), 2.63 (4H, s br)
化合物No. 122 (融点: 188 (dec)). NMR 溶媒: DMSO
13C: 148.6, 144.7, 132.5, 129.5, 125.4, 119.6, 113.3, 59.7, 52.9, 46.5, 45.6, 44.1, 42.1, 27.9
1H: 10.72 (1H, br), 8.19 (1H, d, J = 8.4 Hz), 7.91 (1H, d, J = 8.3 Hz), 7.70 (1H, t, J = 7.9 Hz), 7.53 (1H, t, J = 7.8 Hz), 4.28 (2H, s br), 3.21 (4H, m br), 2.96 (4H, m br), 2.68 (6H, m), 1.90 (2H, m br), 1.57 (2H, m br)
化合物No. 123 (融点: オイル). NMR 溶媒: CDCl3
13C: 151.0, 145.2, 137.9, 134.7, 133.2, 130.1, 129.5, 128.2, 127.9, 126.2, 125.3, 119.9, 113.7, 54.8, 53.4, 37.8
1H: 8.11 (1H, d, J = 8.5 Hz), 8.07 (1H, d, J = 8.3 Hz), 7.63 (1H, d d d, J = 1, 7.1, 8.2 Hz), 7.48 (1H, d d d, J = 1, 7.0, 8.2 Hz), 7.42 (1H, br), 7.32 (3H, br), 4.90 (2H, br), 3.28 (3H, br)
化合物No. 124 (融点: 258〜259 (dec)). NMR 溶媒: DMSO
13C: 161.6, 148.4, 148.3, 131.5, 130.3, 129.6, 129.5, 129.1, 129, 128.8, 126.5, 58.6, 50, 42.6
1H: 12.03 (1H, s br), 9.16 (1H, s), 8.07 (2H, m), 7.67 (2H, m), 7.51 (3H, m), 7.45 (3H, m), 4.55 (2H, m), 4.38 (2H, s), 3.73 (2H, m, J = 12.0 Hz), 3.41 (2H, br, J = 11.7 Hz), 3.24 (2H, m)
化合物No. 125 (融点: 232 (dec)). NMR 溶媒: DMSO
13C: 161.4, 159.9, 148.4, 148.2, 136.8, 131.5, 129.6, 129.5, 128.8, 128.5, 128.1, 128, 127.9, 122.2, 115.2, 69.4, 58.6, 50, 42.6
1H: 11.97 (1H, s), 9.12 (1H, s), 8.0 (2H, d, J = 8.6 Hz), 7.66 (2H, m), 7.45 (5H, m), 7.40 (2H, t, J = 7.5 Hz), 7.33 (1H, t, J = 7.2 Hz), 7.15 (2H, d, J = 8.6 Hz), 5.17 (2H, s), 4.55 (2H, m), 4.37 (2H, s), 3.70 (2H, m, J = 12.0 Hz), 3.41 (2H, m), 3.24 (2H, m)
化合物No. 126 (融点: 135). NMR 溶媒: CDCl3
13C: 147.3, 146.3, 131.6, 129.7, 125.2, 119.9, 114.1, 52.8, 41.6, 36.1, 29.4
1H: 8.27 (1H, d, J = 8.4 Hz), 8.09 (1H, d, J = 8.4 Hz), 7.61 (1H, m, J = 1.0, 7.0, 8.0 Hz), 7.45 (1H, m, J = 1.0, 7.0, 8.0 Hz), 7.17 (1H, s), 2.20 (9H, s), 1.76 (6H, s)
化合物No. 127 (融点: 101). NMR 溶媒: DMSO
13C: 148.6, 144.7, 132.5, 129.5, 125.5, 119.7, 113.3, 62.6, 48.4, 45.2, 28.3, 25.9, 25.4
1H: 8.18 (1H, d, J = 8.2 Hz), 7.91 (1H, d, J = 8.5 Hz), 7.69 (1H, t, J = 7.8 Hz), 7.56 (1H, t, J = 7.6 Hz), 3.71 (4H, m), 2.63 (4H, s br), 2.30 (1H, m), 1.76 (2H, m), 1.73 (2H, m), 1.56 (1H, d, J = 12.4 Hz), 1.20 (4H, m), 1.07 (1H, m)
化合物No. 128 (融点: オイル). NMR 溶媒: CDCl3
13C: 149.4, 145.3, 138.4, 133.1, 129.3, 128.5, 127.7, 127.4, 125.1, 119.8, 113.5, 72.5, 70.1, 44.9, 42.3, 30.9
1H: 8.10 (1H, d, J = 8.4 Hz), 7.98 (1H, d, J = 8.4 Hz), 7.61 (1H, d d d, J = 1, 7.1, 8.2 Hz), 7.46 (1H, d d d, J = 1, 7.1, 8.2 Hz), 7.40-7.28 (5H, m), 4.62 (2H, s), 4.06 (2H, m), 3.81 (3H, m), 2.08 (2H, m), 1.94 (2H, br)
化合物No. 129 (融点: オイル). NMR 溶媒: CDCl3
13C: 150.5, 145.2, 142.3, 133.2, 129.2, 128.4, 128.3, 125.7, 125.1, 119.7, 113.6, 51.8, 50.6, 38.0, 35.8, 31.1, 28.0, 26.8, 26.2
1H: 8.11 (1H, d, J = 8.3 Hz), 8.0 (1H, d, J = 8.4 Hz), 7.61 (1H, d d d, J = 1.0, 7.0, 8.2 Hz), 7.46 (1H, d d d, J = 1.0, 7.0, 8.2 Hz), 7.27 (2H, t, J = 7.7 Hz), 7.17 (3H, m), 3.66 (2H, m), 3.31 (3H, br), 2.64 (2H, br), 1.82 (2H, m, J = 7.7 Hz), 1.71 (2H, br), 1.47-1.31 (2H, very broad)
化合物No. 130 (融点: オイル). NMR 溶媒: CDCl3
13C: 162.4 (d, J = 247 Hz), 150.9, 145.2, 133.2, 131.5 (d, J = 3 Hz), 129.9, 129.4, 125.3, 119.9, 115.8 (d, J = 22 Hz), 113.6, 54.5, 53.2, 37.6
1H: 8.11 (1H, d, J = 8.4 Hz), 8.05 (1H, d, J = 8.3 Hz), 7.63 (1H, d d d, J = 1.0, 7.1, 8.2 Hz), 7.48 (1H, d d d, J = 1.0, 7.1, 8.2 Hz), 7.41 (2H, br), 7.08 (2H, t, J = 8.1 Hz), 4.88 (2H, br), 3.24 (3H, br)
化合物No. 131 (融点: オイル). NMR 溶媒: CDCl3
13C: 150.9, 145.2, 133.9, 133.2, 130.9, 129.4, 128.9, 126.8, 126.1, 125.3 (2 signa Hzs), 123.1, 119.9, 113.6, 53.1, 51.7, 37.5
1H: 8.24-8.06 (3H, m), 7.98-7.82 (2H, m), 7.65 (1H, d d d, J = 1.1, 7.0, 8.0 Hz), 7.60-7.45 (4H, m, br), 7.48 (1H, d d d, J = 1.0, 7.0, 8.0 Hz), 5.38 (2H, m br), 3.28 (3H, s br)
化合物No. 132 (融点: 129〜130 (dec)). NMR 溶媒: DMSO
13C: 161.3, 154.6, 150.6, 148.5, 147.6, 130, 129.6, 127.4, 120.8, 115.9, 115.5, 71.1, 51.8, 44.7, 43, 41.9, 30.3, 20.1
1H: 11.17 (1H, s), 9.05 (1H, s), 7.92 (2H, d, J = 7.8 Hz), 7.11 (2H, d, J = 7.8 Hz), 7.08 (2H, d, J = 7.6 Hz), 6.89 (2H, d, J = 7.6 Hz), 4.64 (1H, m br), 3.95 (2H, m), 3.93 (2H, m), 3.61 (2H, m), 3.48 (2H, m), 3.17 (4H, m), 2.79 (3H, s), 2.22 (3H, s), 2.05 (2H, s br), 1.74 (2H, br)
化合物No. 133 (融点: 140). NMR 溶媒: DMSO
13C: 161.7, 152.1, 148.6, 147.7, 138, 129, 128.3, 127.4, 127.1, 119.5, 114.7, 65.9, 62, 52.4, 47.4, 46.2
1H: 9.04 (1H, s), 7.88 (2H, d, J = 8.2 Hz), 7.33 (4H, br), 7.27 (1H, br), 7.02 (2H, d, J = 8.2 Hz), 3.75 (4H, m br), 3.70 (4H, m br), 3.52 (2H, br), 3.23 (4H, br), 2.50 (4H, br)
化合物No. 134 (融点: オイル). NMR 溶媒: DMSO
13C: 163.1 (d d, J = 13.5, 251.5 Hz), 160.1 (d d, J = 13.0, 257.5 Hz), 157.1 (d, J = 6 Hz), 154.6, 148.2, 147.4, 131.6 (d d, J = 4.5, 10.5 Hz), 130.0, 129.6, 116.0, 114.6 (d d, J = 4.0, 11.5 Hz), 112.3 (d d, J = 4.0, 22.0 Hz), 105.3 (t, J = 25.5 Hz), 71.1, 43.1 (br), 30.3, 20.1
1H: 9.17 (1H, s), 8.12 (1H, d t, J = 6.7, 8.6 Hz), 7.43 (1H, d d d, J = 2.5, 9.4, 11.5 Hz), 7.26 (1H, d t, J = 2.5, 8.5 Hz), 7.08 (2H, d, J = 8.4 Hz), 6.89 (2H, d, J = 8.4 Hz), 4.64 (1H, m, J = 3.7 Hz), 3.93 (2H, m br), 3.61 (2H, m br), 2.22 (3H, s br), 2.05 (2H, m), 1.73 (2H, m)
化合物No. 135 (融点: オイル). NMR 溶媒: CDCl3
13C: 149.4, 145.3, 141.8, 133.1, 129.3, 128.4, 128.3, 125.8, 125.1, 119.8, 113.4, 73.0, 67.3, 45.0, 42.4, 32.3, 31.5, 30.9
1H: 8.11 (1H, d, J = 8.4 Hz), 7.98 (1H, d, J = 8.3 Hz), 7.61 (1H, t, J = 7.7 Hz), 7.46 (1H, t, J = 7.5 Hz), 7.30 (2H, t, J = 7.9 Hz), 7.21 (3H, m), 4.04 (2H, m), 3.77 (2H, m), 3.66 (1H, m, J = 3.4 Hz), 3.50 (2H, t, J = 6.3 Hz), 2.74 (2H, t, J = 7.9 Hz), 2.02 (2H, m), 1.94 (2H, m), 1.85 (2H, m)
化合物No. 136 (融点: 197〜198). NMR 溶媒: DMSO
13C: 151.5, 148.7, 144.7, 143.7, 132.6, 129.6, 125.5, 119.7, 118.6, 115.6, 113.4, 50.3, 47.4, 45.2
1H: 8.95 (1H, s), 8.20 (1H, d, J = 8.3 Hz), 7.95 (1H, d, J = 8.4 Hz), 7.71 (1H, t, J = 7.7 Hz), 7.55 (1H, t, J = 7.7 Hz), 6.85 (2H, m, J = 9.0 Hz), 6.68 (2H, m, J = 9.0 Hz), 3.89 (4H, m br), 3.12 (4H, m)
化合物No. 137 (融点: 100〜101). NMR 溶媒: CDCl3
13C: 154.4, 150.8, 149.4, 145.4, 133.1, 129.3, 125.2, 119.8, 117.8, 114.8, 113.5, 72, 55.7, 44.5, 41.9, 30.5
1H: 8.11 (1H, d, J = 8.5 Hz), 8.0 (1H, d, J = 8.6 Hz), 7.62 (1H, d, J = 7.6 Hz), 7.47 (1H, m, J = 7.8 Hz), 6.92 (2H, m, J = 9.2 Hz), 6.86 (2H, m, J = 9.2 Hz), 4.57 (1H, m), 3.99 (4H, m br), 3.79 (3H, s), 2.09 (4H, m)
化合物No. 138 (融点: 187〜188). NMR 溶媒: DMSO
13C: 161.5, 151.9, 150.9, 149.8, 147.4, 129, 127.4, 120, 119.3, 115.7, 115, 48.2, 47.5, 37.8
1H: 9.02 (1H, s), 7.92 (2H, m, J = 9.0 Hz), 7.25 (2H, d d, J = 7.3, 8.5 Hz), 7.11 (2H, m, J = 9.0 Hz), 7.0 (2H, d, J = 8.5 Hz), 6.81 (1H, t, J = 7.3 Hz), 3.38 (4H, m), 3.29 (4H, m), 3.16 (6H, s br)
化合物No. 139 (融点: 161〜162). NMR 溶媒: DMSO
13C: 161.7, 152, 148.6, 147.7, 127.4, 119.5, 114.7, 65.9, 54.4, 47.2, 46.3, 45.7
1H: 9.04 (1H, s), 7.89 (2H, m, J = 9.0 Hz), 7.03 (2H, m, J = 9.0 Hz), 3.75 (4H, br), 3.70 (4H, m), 3.23 (4H, m, J = 5.0 Hz), 2.47 (4H, m, J = 5.0 Hz), 2.23 (3H, s)
化合物No. 140 (融点: 167〜168). NMR 溶媒: CDCl3
13C: 161.8, 161, 156.4, 149.8, 147.2, 134.2, 128.8, 126.9, 120.3, 118.7, 118.4, 106.3, 39.3, 38.6
1H: 8.84 (1H, s), 8.19 (2H, d, J = 8.8 Hz), 7.64 (2H, d, J = 9.0 Hz), 7.15 (2H, d, J = 8.8 Hz), 7.08 (2H, d, J = 9.0 Hz), 3.41 (3H, s), 3.23 (3H, s)
化合物No. 141 (融点: 144〜145). NMR 溶媒: CDCl3
13C: 162, 160.9, 156.6, 148.6, 147.6, 134.2, 128.9, 126.5, 120.3, 118.7, 118.4, 106.4, 66.6, 46.6
1H: 8.85 (1H, s), 8.17 (2H, d, J = 8.8 Hz), 7.64 (2H, d, J = 8.9 Hz), 7.15 (2H, d, J = 8.8 Hz), 7.08 (2H, d, J = 8.9 Hz), 4.0 (8H, s br)
化合物No. 142 (融点: 202〜203). NMR 溶媒: DMSO
13C: 149, 145.5, 131.4, 130.2, 125.8, 119.9, 113.6, 49.6, 45.7, 45.4, 45, 24.7, 21.4, 17.2
1H: 10.72 (1H, s br), 9.55 (1H, d, J = 6.8 Hz), 8.23 (1H, d, J = 8.3 Hz), 8.18 (1H, d, J = 8.2 Hz), 7.74 (1H, m, J = 8.0 Hz), 7.57 (1H, m, J = 7.6 Hz), 4.41 (1H, m), 3.66 (1H, t, J = 11.5 Hz), 3.40 (1H, m), 3.20 (4H, m), 2.30 (1H, m), 2.12 (1H, m), 1.94 (1H, m), 1.74 (1H, m)
化合物No. 143 (融点: 108〜109). NMR 溶媒: CDCl3
13C: 150.6, 145.2, 133.2, 129.2, 125.1, 119.8, 113.5, 96.3, 70.3, 70, 57.9, 55.8, 32.6, 31, 30.2, 26.1, 24.8, 22.6
1H: 8.10 (1H, d, J = 8.3 Hz), 7.98 (1H, d, J = 8.4 Hz), 7.61 (1H, t, J = 7.5 Hz), 7.46 (1H, t, J = 7.6 Hz), 4.37 (1H, br), 3.53 (4H, s), 3.18 (3H, s), 2.41 (2H, br), 1.91 (4H, m), 1.53 (2H, br), 0.99 (6H, s)
化合物No. 144 (融点: 67〜68). NMR 溶媒: CDCl3
13C: 153.8, 152.9, 149.3, 145.3, 133.1, 129.2, 125.1, 119.8, 115.3, 114.6, 113.4, 65.6, 55.7, 48.4, 45.8, 35.6, 32.9, 32.1
1H: 8.11 (1H, m, J = 8.4 Hz), 7.98 (1H, d, J = 8.4 Hz), 7.61 (1H, m, J = 1.0, 7.1, 8.1 Hz), 7.46 (1H, m, J = 1.0, 7.1, 8.1 Hz), 6.85 (4H, s), 4.55 (2H, d br, J = 13.0 Hz), 4.01 (2H, t, J = 6.2 Hz), 3.78 (3H, s), 3.19 (2H, s br), 1.96 (3H, m), 1.81 (2H, q, J = 6.2 Hz), 1.52 (2H, m)
化合物No. 145 (融点: 179〜180 (dec)). NMR 溶媒: DMSO
13C: 160.8, 160.4, 156.2, 148.3, 148.2, 147.9, 134.8, 129.4, 128.6, 126.3, 122.8, 120.4, 118.7, 117.7 (2 sig.), 105.7, 50, 44.9
1H: 9.19 (1H, s), 8.15 (2H, d, J = 8.6 Hz), 7.88 (2H, d, J = 8.4 Hz), 7.35 (2H, t, J = 7.3 Hz), 7.29 (2H, br), 7.28 (2H, d, J = 8.6 Hz), 7.19 (2H, d, J = 8.4 Hz), 7.05 (1H, t, J = 7.0 Hz), 4.05 (4H, br), 3.46 (4H, m br)
化合物No. 146 (融点: 192〜193). NMR 溶媒: DMSO
13C: 167.1, 160.8, 158.8, 157.4, 149.7, 147.7, 129.9, 129.6, 128.4, 125.6, 119.5, 118.1, 37.8
1H: 9.10 (1H, s), 8.10 (2H, d, J = 8.8 Hz), 7.97 (1H, s br), 7.93 (2H, d, J = 8.9 Hz), 7.35 (1H, s br), 7.20 (2H, d, J = 8.8 Hz), 7.11 (2H, d, J = 8.9 Hz), 3.16 (6H, s br)
化合物No. 147 (融点: 220〜221). NMR 溶媒: DMSO
13C: 167.1, 160.9, 158.7, 157.5, 148.5, 148.1, 129.9, 129.6, 128.5, 125.5, 119.5, 118, 65.9, 46.2
1H: 9.13 (1H, s), 8.10 (2H, d, J = 8.8 Hz), 7.98 (1H, s br), 7.93 (2H, d, J = 8.9 Hz), 7.36 (1H, s br), 7.20 (2H, d, J = 8.8 Hz), 7.11 (2H, d, J = 8.9 Hz), 3.75-3.70 (8H, m)
化合物No. 148 (融点: 187〜188). NMR 溶媒: DMSO
13C: 167.1, 161, 158.7, 157.5, 150.6, 148.4, 148.1, 129.9, 129.6, 129.1, 128.5, 125.5, 119.5, 119.5, 118.1, 115.9, 48.2, 45.6
1H: 9.16 (1H, s), 8.12 (2H, d, J = 8.5 Hz), 7.98 (1H, s br), 7.94 (2H, d, J = 8.6 Hz), 7.36 (1H, s br), 7.25 (2H, t, J = 8.0 Hz), 7.21 (2H, d, J = 8.5 Hz), 7.11 (2H, d, J = 8.5 Hz), 6.98 (2H, d, J = 8.2 Hz), 6.82 (1H, t, J = 7.5 Hz), 3.90 (4H, m), 3.29 (4H, m)
化合物No. 149 (融点: 191〜192). NMR 溶媒: DMSO
13C: 167.1, 160.3, 158.6, 157.4, 148.7, 147.4, 143.2, 129.8, 129.6, 129.3, 128.1, 127.3, 126.1, 125.4, 119.2, 118.2, 39.9
1H: 8.95 (1H, s), 7.97 (1H, s br), 7.92 (2H, d, J = 8.6 Hz), 7.75 (2H, d, J = 8.2 Hz), 7.37 (2H, t, J = 7.5 Hz), 7.35 (1H, s br), 7.32 (2H, d, J = 8.0 Hz), 7.28 (1H, t, J = 7.0 Hz), 7.08 (2H, d, J = 8.7 Hz), 7.07 (2H, d, J = 8.7 Hz), 3.49 (3H, s)
化合物No. 150 (融点: 91〜92). NMR 溶媒: CDCl3
13C: 162.3 (d, J = 246.5 Hz), 151.8, 141.5, 137, 135.2, 129.1, 129.0 (d, J = 3.3 Hz), 128.2, 127.5, 126.8 (d, J = 8.0 Hz), 115.6 (d, J = 21.5 Hz), 112.8, 54.1, 36.5
1H: 7.96 (1H, d, J = 1.3 Hz), 7.73 (2H, d d, J = 5.3, 8.9 Hz), 7.49 (1H, d, J = 1.3 Hz), 7.43 (2H, m, J = 7.5 Hz), 7.37 (1H, m, J = 7.2 Hz), 7.32 (2H, m, J = 8.1 Hz), 7.08 (2H, m t, J = 8.9 Hz), 4.69 (2H, s), 3.09 (3H, s)
化合物No. 151 (融点: 143〜144). NMR 溶媒: DMSO
13C: 167, 160.9, 158.6, 157.3, 149.7, 147.7, 136.2, 129.6, 129.6, 128.5, 128.2, 127.5, 127.4, 125.4, 119.2, 117.9, 53.3, 36.3
1H: 9.14 (1H, s), 8.05 (2H, d br, J = 8.0 Hz), 7.93 (2H, d, J = 8.5 Hz), 7.87 (1H, s br), 7.40 (4H, m), 7.33 (1H, m), 7.21 (1H, s br), 7.17 (2H, d, J = 8.0 Hz), 7.10 (2H, d, J = 8.5 Hz), 4.82 (2H, s), 3.14 (3H, s)
化合物No. 152 (融点: 95〜96). NMR 溶媒: CDCl3
13C: 150.5, 145.2, 138.7, 133.2, 129.2, 128.4, 127.5, 127.5, 125.1, 119.8, 113.5, 76.1, 70.1, 56.3, 32.6, 31, 27.5
1H: 8.10 (1H, d, J = 8.4 Hz), 7.98 (1H, d, J = 8.3 Hz), 7.60 (1H, t, J = 7.6 Hz), 7.46 (1H, t, J = 8.0 Hz), 7.40-7.33 (4H, m), 7.30 (1H, m), 4.58 (2H, s), 4.30 (1H, m), 3.36 (1H, m), 3.16 (3H, s), 2.24 (2H, d br, J = 10.0 Hz), 2.06 (2H, d br, J = 12.0 Hz), 1.72 (2H, m, J = 1.8, 13.0 Hz), 1.51 (2H, s br)
化合物No. 153 (融点: 75). NMR 溶媒: CDCl3
13C: 160.8, 160, 149.4, 145.4, 133.2, 129.9, 129.3, 125.2, 119.8, 113.5, 106.5, 106.4, 100.9, 71.8, 55.3, 48.1, 45.4, 36.1, 29
1H: 8.11 (1H, m, J = 1.0, 8.3 Hz), 7.99 (1H, m, J = 1.0, 8.3 Hz), 7.61 (1H, m, J = 1.0, 7.1 Hz), 7.47 (1H, m, J = 1.0, 7.1 Hz), 7.20 (1H, t, J = 8.3 Hz), 6.55-6.49 (2H, m), 6.48 (1H, t, J = 2.5 Hz), 4.62 (2H, m br, J = 13.5 Hz), 3.88 (2H, d, J = 6.5 Hz), 3.81 (3H, s), 3.24 (2H, br), 2.20 (1H, m), 2.04 (2H, br), 1.66 (2H, m)
化合物No. 154 (融点: 129〜130). NMR 溶媒: DMSO
13C: 148.6, 144.7, 132.5, 129.6, 125.5, 119.7, 113.3, 66.4, 51.4, 47.7, 44.9, 29.8, 23.7
1H: 8.19 (1H, d, J = 8.4 Hz), 7.91 (1H, m, J = 8.4 Hz), 7.69 (1H, m, J = 1.0, 7.0, 8.0 Hz), 7.53 (1H, m, J = 1.0, 7.0, 8.0 Hz), 3.73 (4H, m), 2.51 (1H, m), 2.50 (4H, m), 1.79 (2H, m), 1.61 (2H, m), 1.49 (2H, m), 1.34 (2H, m)
化合物No. 155 (融点: 108). NMR 溶媒: CDCl3
13C: 158.9, 150.7, 148.4, 147.4, 132.4, 129.3, 127.9, 127.8, 127.7, 120.8, 116.7, 49.4, 46.4
1H: 8.83 (1H, s), 7.79 (1H d d, J = 1.2, 3.7 Hz), 7.44 (1H, d d, J = 1.2, 5.1 Hz), 7.33 (2H, d d, J = 7.3, 8.8 Hz), 7.15 (1H, d d, J = 3.7, 5.1 Hz), 6.98 (2H, m d, J = 8.8 Hz), 6.95 (1H, m, J = 7.3 Hz), 4.11 (4H, br), 3.34 (4H, m, J = 5.2 Hz)
化合物No. 156 (融点: 66〜67). NMR 溶媒: CDCl3
13C: 150.9, 145.2, 137.8, 133.2, 129.2, 128.4, 127.7, 127.5, 125.1, 119.7, 113.6, 73.2, 68.2, 51.5, 51, 39.7, 37.1
1H: 8.10 (1H, d, J = 8.3 Hz), 7.96 (1H, d, J = 8.0 Hz), 7.58 (1H, t, J = 8.2 Hz), 7.45 (1H, t, J = 7.9 Hz), 7.30 (5H, m), 4.53 (2H, s br), 3.93 (2H, s br), 3.85 (2H, s br), 3.41 (3H, s br)
化合物No. 157 (融点: オイル). NMR 溶媒: CDCl3
13C: 154.1, 152.3, 150.9, 150.8, 145.2, 133.2, 129.3, 125.2, 119.8, 115.3, 114.6, 113.7, 66.9, 55.7, 50.9, 40, 37.3
1H: 8.10 (1H, d, J = 8.3 Hz), 8.03 (1H, d, J = 8.4 Hz), 7.61 (1H, m, J = 1.0, 7.1, 8.3 Hz), 7.47 (1H, m, J = 1.0, 7.1, 8.3 Hz), 6.81 (4H, m br), 4.33 (2H, t br, J = 5.2 Hz), 4.10 (2H, br), 3.76 (3H, s), 3.55-3.42 (3H, m br)
化合物No. 158 (融点: 257〜259 (dec)). NMR 溶媒: DMSO
13C: 157.8, 148.2 (2 sig.), 132, 131.5, 129.6, 129.4, 128.8 (2 sig.), 128.3, 127.7, 58.6, 49.9, 42.6
1H: 11.94 (1H, s br), 9.13 (1H, s), 7.73 (2H, d, J = 4.0 Hz), 7.65 (2H, m), 7.46 (3H, m), 7.20 (1H, t, J = 4.2 Hz), 4.47 (2H, br), 4.37 (2H, s), 3.70 (2H, m, J = 12.5 Hz), 3.40 (2H, d br, J = 12.0 Hz), 3.22 (2H, m)
化合物No. 159 (融点: 143). NMR 溶媒: CDCl3
13C: 149.4, 145.3, 133.1, 129.3, 125.2, 119.8, 113.5, 66.4, 44.9, 42.4, 34
1H: 8.10 (1H, d, J = 8.3 Hz), 7.98 (1H, d, J = 8.4 Hz), 7.61 (1H, t, J = 8.0 Hz), 7.46 (1H, t, J = 7.7 Hz), 4.16 (2H, m), 4.12 (1H, m), 3.69 (2H, m), 2.10 (2H, m), 1.80 (2H, m), 1.86 (1H, d, J = 3.8 Hz)
化合物No. 160 (融点: 78〜80). NMR 溶媒: CDCl3
13C: 163.6, 149.2, 146.1, 143.3, 136.8, 129.5, 128.7, 128.3, 127.4, 126.5, 125.8, 40.3, 34.4
1H: 8.52 (1H, s), 7.33 (3H, m), 7.21 (2H, m), 7.20 (1H, m), 7.11 (2H, d br, J = 8.0 Hz), 7.0 (2H, d br, J = 7.0 Hz), 3.86 (2H, s), 3.53 (3H, s)
化合物No. 161 (融点: 89). NMR 溶媒: CDCl3
13C: 146.5, 142.6, 136.2, 132.7, 128.7, 127.7, 125.2, 112, 81.1, 80.3, 61.8, 22.8
1H: 7.96 (1H, d, J = 1.3 Hz), 7.79 (2H, m, J = 8.3 Hz), 7.52 (1H, d, J = 1.3 Hz), 7.41 (2H, m, J = 7.9 Hz), 7.30 (1H, m, J = 7.3 Hz), 5.13 (2H, s), 3.88 (2H, s), 1.62 (6H, s)
化合物No. 162 (融点: 119〜121). NMR 溶媒: CDCl3
13C: 145.7, 144.1, 133.7, 129.3, 124.2, 120.8, 117.5, 82.4, 79.5, 62.4, 22.9
1H: 8.48 (1H, s br), 7.96 (1H, d, J = 8.7 Hz), 7.59 (1H, d d, J = 1.5, 8.7 Hz), 5.53 (2H, s), 3.90 (2H, s), 1.68 (6H, s)
化合物No. 163 (融点: 231〜232). NMR 溶媒: DMSO
13C: 167.6, 145.6, 144.3, 141.2, 139.3, 135.2, 133, 130.3, 129.3, 127.5, 126.5, 125.6, 120.2, 111.7, 81.8, 78.7, 61.6, 22.6
1H: 8.37 (1H, br), 8.30 (1H, d, J = 8.5 Hz), 8.26 (1H, br), 8.22 (1H, s br), 7.94 (2H, m), 7.93 (1H, d, J = 8.5 Hz), 7.62 (1H, t, J = 7.6 Hz), 7.52 (1H, s br), 5.46 (2H, s), 3.91 (2H, s), 1.60 (6H, s)
化合物No. 164 (融点: 102). NMR 溶媒: CDCl3
13C: 153.5, 150.9, 149.4, 145.3, 137.1, 133.1, 129.3, 128.6, 127.9, 127.5, 125.2, 119.8, 117.7, 115.8, 113.5, 71.8, 70.5, 44.5, 42, 30.5
1H: 8.11 (1H, d, J = 8.4 Hz), 8.0 (1H, d, J = 8.3 Hz), 7.62 (1H, m, J = 1.0, 7.2, 8.2 Hz), 7.47 (1H, m, J = 1.0, 7.1, 8.2 Hz), 7.44 (2H, d, J = 7.0 Hz), 7.40 (2H, m, J = 7.4 Hz), 7.34 (1H, m, J = 7.1 Hz), 6.93 (4H, m), 5.04 (2H, s), 4.58 (1H, m), 3.99 (4H, br), 2.10 (4H, m br)
化合物No. 165 (融点: 131). NMR 溶媒: CDCl3
13C: 153.8, 152.9, 149.4, 145.3, 133.1, 129.3, 125.1, 119.8, 115.3, 114.6, 113.4, 72.5, 55.7, 48.1, 45.5, 36.2, 29.1
1H: 8.11 (1H, d, J = 8.3 Hz), 7.99 (1H, d, J = 8.4 Hz), 7.61 (1H, t, J = 7.8 Hz), 7.46 (1H, t, J = 7.6 Hz), 6.85 (4H, s), 4.61 (2H, d br, J = 13.0 Hz), 3.85 (2H, d, J = 6.4 Hz), 3.78 (3H, s), 3.23 (2H, s br), 2.18 (1H, m), 2.03 (2H, m), 1.62 (2H, m)
化合物No. 166 (融点: 87). NMR 溶媒: CDCl3
13C: 160.9, 158.1, 149.4, 145.4, 133.1, 130.1, 129.4, 125.2, 119.8, 113.5, 108, 106.6, 102.6, 70.6, 55.3, 44.5, 41.9, 30.4
1H: 8.11 (1H, d, J = 8.4 Hz), 8.0 (1H, d, J = 8.4 Hz), 7.62 (1H, m, J = 1.0, 7.1, 8.2 Hz), 7.47 (1H, m, J = 1.0, 7.1, 8.1 Hz), 7.22 (1H, t, J = 8.2 Hz), 6.58-6.54 (2H, m), 6.52 (1H, t, J = 2.2 Hz), 4.70 (1H, m), 4.01 (4H, m), 3.81 (3H, s), 2.12 (4H, m)
化合物No. 167 (融点: 162 (dec.)). NMR 溶媒: CDCl3
13C: NO DATA
1H: 8.15 (2H, m), 7.69 (1H, m, J = 1.0, 7.1, 8.2 Hz), 7.55 (1H, m, J = 1.0, 7.1, 8.2 Hz), 5.09 (2H, s br), 4.46 (2H, s br), 3.45 (2H, t, J = 7.1 Hz)
化合物No. 168 (融点: 72). NMR 溶媒: CDCl3
13C: 153.9, 150.6, 149.4, 145.3, 133.1, 129.3, 125.2, 119.8, 117.8, 115.4, 113.5, 71.9, 68.2, 44.5, 41.8, 31.4, 30.5, 19.2, 13.9
1H: 8.11 (1H, d, J = 8.4 Hz), 8.0 (1H, d, J = 8.3 Hz), 7.62 (1H, m, J = 1.0, 7.1, 8.3 Hz), 7.47 (1H, m, J = 1.0, 7.1, 8.2 Hz), 6.90 (2H, m, J = 9.3 Hz), 6.85 (2H, m, J = 9.3 Hz), 4.57 (1H, m), 3.99 (4H, br), 3.93 (2H, t, J = 6.5 Hz), 2.11 (2H, m), 2.05 (2H, m), 1.76 (2H, m), 1.49 (2H, m), 0.98 (3H, t, J = 7.4 Hz)
化合物No. 169 (融点: 90). NMR 溶媒: CDCl3
13C: 151, 145.1, 132.9, 129.6, 125.4, 119.9, 113.5, 62.2, 36.4
1H: 8.11 (1H, d, J = 8.4 Hz), 8.05 (1H, d, J = 8.4 Hz), 7.62 (1H, m, J = 1.0, 7.1, 8.3 Hz), 7.47 (1H, m, J = 1.0, 7.1, 8.2 Hz), 3.99 (3H, s), 3.55 (3H, s)
化合物No. 170 (融点: 51). NMR 溶媒: CDCl3
13C: 148.4, 145.2, 132.9, 129.6, 125.6, 119.9, 114.1, 51.8, 51, 31.7, 29.2
1H: 8.14 (1H, d, J = 8.5 Hz), 8.11 (1H, d, J = 8.4 Hz), 7.63 (1H, t, J = 7.8 Hz), 7.49 (1H, t, J = 7.4 Hz), 5.0 (2H, s br), 4.28 (2H, s br), 3.19 (2H, t, J = 6.3 Hz)
化合物No. 171 (融点: 81). NMR 溶媒: CDCl3
13C: 150.1, 145.1, 133.1, 129.1, 125, 119.7, 113.4, 51.5, 49.8, 26.9, 26.7, 25.8, 25.2, 24.1
1H: 8.10 (1H, d, J = 8.3 Hz), 8.0 (1H, d, J = 8.3 Hz), 7.59 (1H, m, J = 1.1, 7.1, 8.1 Hz), 7.45 (1H, m, J = 1.0, 7.1, 8.2 Hz), 3.86 (2H, m, J = 5.3 Hz), 3.79 (2H, m, J = 5.3 Hz), 1.95 (2H, m), 1.79 (2H, m), 1.67 (6H, m)
化合物No. 172 (融点: 37〜38). NMR 溶媒: CDCl3
13C: 150.5, 145.1, 133.2, 129.1, 125, 119.7, 113.5, 50.4, 49, 29.1, 27.4, 27.3, 26.6
1H: 8.09 (1H, m d, J = 8.3 Hz), 8.01 (1H, m d, J = 8.5 Hz), 7.59 (1H, m, J = 1.0, 7.0, 8.2 Hz), 7.45 (1H, m, J = 1.0, 7.1, 8.2 Hz), 3.87 (2H, t, J = 6.0 Hz), 3.79 (2H, t, J = 6.0 Hz), 1.94 (2H, m), 1.90 (2H, m), 1.71 (2H, m), 1.68 (2H, m)
化合物No. 173 (融点: オイル). NMR 溶媒: CDCl3
13C: 150.2, 145.1, 133.3, 129, 124.9, 119.7, 113.1, 49, 30.1, 21.4, 13.8
1H: 8.10 (1H, d, J = 8.5 Hz), 7.92 (1H, d, J = 8.3 Hz), 7.59 (1H, m, J = 7.9 Hz), 7.45 (1H, m, J = 7.6 Hz), 4.78 (2H, m), 1.94 (1H, m), 1.87 (2H, m), 1.69 (2H, d br, J = 13.5 Hz), 1.61 (1H, m), 1.45 (6H, d, J = 7.1 Hz)
化合物No. 174 (融点: 193). NMR 溶媒: CDCl3
13C: 148.9, 145.1, 136.6, 134.4, 133.1, 129.5, 127.9, 127.9, 125.5, 122.6, 122.6, 119.8, 114.5, 56, 54.8
1H: 8.28 (1H, d, J = 8.4 Hz), 8.14 (1H, d, J = 8.3 Hz), 7.64 (1H, t, J = 7.7 Hz), 7.50 (1H, t, J = 7.6 Hz), 7.36 (4H, m), 5.53 (2H, s), 5.19 (2H, s)
化合物No. 175 (融点: オイル). NMR 溶媒: CDCl3
13C: 150.1, 149.2, 145.4, 133.3, 129.1, 125, 125, 119.8, 113.5, 113.4, 54.4, 52.6, 42.3, 39.2, 31.6, 27.4, 18.8, 18
1H: 8.10 (1H, d, J = 8.3 Hz), 7.97 (1H, d J = 8.4 Hz), 7.59 (1H, t, J = 7.6 Hz), 7.44 (1H, t, J = 7.6 Hz), 4.45 (1.4H, d, J = 12.0 Hz), 3.88 (0.6H, br), 3.50 (0.6H, br), 2.63 (1.4H, br), 2.15 (0.6H, m), 1.89 (1.4H, m), 1.0-0.96 (6H, m br), 1.93, 1.57, 0.9 (2H, m)
化合物No. 176 (融点: 48). NMR 溶媒: CDCl3
13C: 173.9, 149.4, 145.3, 133.1, 129.4, 125.2, 119.8, 113.5, 60.8, 47.4, 44.9, 40.7, 28, 14.2
1H: 8.10 (1H, d, J = 8.3 Hz), 7.98 (1H, d, J = 8.3 Hz), 7.61 (1H, m J = 7.8 Hz), 7.46 (1H, m, J = 7.8 Hz), 4.41 (2H, d t, J = 4.0, 13.5 Hz), 4.19 (2H, q, J = 7.1 Hz), 3.39 (2H, s br), 2.11 (2H, d br, J = 12.9 Hz), 1.98 (2H, m), 1.29 (3H, t, J = 7.1 Hz)
化合物No. 177 (融点: 75). NMR 溶媒: CDCl3
13C: 155.3, 149.5, 145.3, 133.1, 129.6, 125.4, 119.9, 113.6, 61.9, 47.8, 45.1, 43.5, 14.6
1H: 8.11 (1H, d, J = 8.4 Hz), 8.0 (1H, d, J = 8.4 Hz), 7.63 (1H, m, J = 8.2 Hz), 7.48 (1H, m, J = 7.6 Hz), 4.20 (2H, q, J = 7.2 Hz), 3.92 (4H, s br), 3.71 (4H, m), 1.30 (3H, t, J = 7.2 Hz)
化合物No. 178 (融点: 143). NMR 溶媒: CDCl3
13C: 169.2, 149.5, 145.3, 133.1, 129.7, 125.5, 120, 113.6, 47.8, 46.3, 46, 41.2, 21.4
1H: 8.11 (1H, d, J = 8.3 Hz), 8.0 (1H, d, J = 8.3 Hz), 7.63 (1H, m, J = 1.0, 7.1, 8.2 Hz), 7.48 (1H, m, J = 1.0, 7.1, 8.2 Hz), 3.94 (4H, s br), 3.85 (2H, m), 3.71 (2H, m), 2.18 (3H, s)
化合物No. 179 (融点: 197 (dec.)). NMR 溶媒: DMSO
13C: 175.7, 148.7, 144.7, 132.5, 129.5, 125.4, 119.6, 113.2, 47.1, 44.5, 41, 28.4
1H: 8.19 (1H, d, J = 8.4 Hz), 7.91 (1H, d, J = 8.3 Hz), 7.70 (1H, m, J = 7.8 Hz), 7.53 (1H, m, J = 7.7 Hz), 7.38 (1H, s br), 6.90 (1H, s br), 4.23 (2H, s br), 3.24 (2H, s br), 2.47 (1H, m), 1.85 (2H, s br), 1.69 (2H, m, J = 4.2, 12.0 Hz)
化合物No. 180 (融点: オイル). NMR 溶媒: CDCl3
13C: 158.2, 148.8, 146.4, 143.2, 132.5, 129.5, 127.7, 127.7, 127.5, 127.3, 126.1, 40.5
1H: 8.63 (1H, s), 7.47 (1H, d br, J = 3.6 Hz), 7.39 (2H, m, J = 8.0 Hz), 7.33 (1H, m, J = 7.3 Hz), 7.31 (1H, d d, J = 1.2, 5.0 Hz), 7.19 (2H, m, J = 8.3 Hz), 7.02 (1H, d d, J = 3.6, 5.0 Hz), 3.58 (3H, s)
化合物No. 181 (融点: 79). NMR 溶媒: CDCl3
13C: 158.8, 149.9, 147.3, 135.8, 132.5, 128.8, 128, 127.8, 127.6, 127.6, 54.4, 36.9, 36.2
1H: 8.86 (1H, s), 7.46-7.30 (6H, m), 7.73 (1H, br), 7.11 (1H, t, J = 4.0 Hz), 4.93 (2H, br), 3.24 (3H, br)
化合物No. 182 (融点: 87). NMR 溶媒: CDCl3
13C: 164.3, 150.7, 148.6, 147.3, 137, 129.3, 128.8, 128.6, 126.8, 120.7, 116.7, 49.4, 46.5, 34.7
1H: 8.73 (1H, s), 7.37-7.21 (5H, m), 7.32 (2H, m), 6.95 (2H, m), 6.93 (1H, m), 4.11 (2H, s), 4.03 (4H, br), 3.27 (4H, m)
化合物No. 183 (融点: 144). NMR 溶媒: CDCl3
13C: 163.8 (d d, J = 12.0, 253.0 Hz), 160.8 (d d, J = 14.0, 261.0 Hz), 158.5 (d, J = 6.0 Hz), 145.6, 144.7, 131.4 (d d, J = 4.2, 10.0 Hz), 114.4 (d d, J = 4.0, 11.5 Hz), 111.8 (d d, J = 4.0, 22.0 Hz), 105.0 (t, J = 25.0 Hz), 82.1, 79.2, 62.2, 22.8
1H: 8.96 (1H, s), 8.12 (1H, m, J = 7.0, 8.4 Hz), 7.0 (1H, m), 6.95 (1H, m), 5.53 (2H, s), 3.84 (2H, s), 1.62 (6H, s)
化合物No. 184 (融点: 126). NMR 溶媒: CDCl3
13C: 151, 142.5, 136.9, 133.7, 132.8, 131.7, 128.9, 128.7, 127.6, 127.3, 126.8, 126.3, 125.2, 112.9, 48.5, 44.6, 28.5
1H: 7.99 (1H, d, J = 1,3 Hz), 7.82 (2H, m, J = 8.2 Hz), 7.55 (1H, d, J = 1.3 Hz), 7.42 (2H, t, J = 7.8 Hz), 7.31 (1H, m, J = 7.4 Hz), 7.27-7.19 (3H, m), 7.12 (1H, m), 4.80 (2H, br), 3.88 (2H, t, J = 5.8 Hz), 3.05 (2H, t, J = 5.8 Hz)
化合物No. 185 (融点: 125). NMR 溶媒: DMSO
13C: 160.4, 148.6, 147.8, 134.7, 134.2, 132.4, 129, 128.6, 128.4, 128, 126.7, 126.3, 126.2, 47.3, 44.2, 28
1H: 9.14 (1H, s), 8.10 (2H, m, J = 8.6 Hz), 7.59 (2H, m, J = 8.6 Hz), 7.23 (4H, br), 4.88 (2H, br), 3.93 (2H, t, J = 5.8 Hz), 3.02 (2H, t, J = 5.8 Hz)
化合物No. 186 (融点: 136). NMR 溶媒: CDCl3
13C: 146.3, 141.6, 136.2, 133.3, 131.3, 128.9, 126.4, 112.3, 81.1, 80.4, 61.9, 22.8
1H: 7.94 (1H, d, J = 1.3 Hz), 7.72 (2H, m, J = 8.7 Hz), 7.51 (1H, d, J = 1.3 Hz), 7.37 (2H, m, J = 8.7 Hz), 5.13 (2H, s), 3.89 (2H, s), 1.62 (6H, s)
化合物No. 187 (融点: 176〜177). NMR 溶媒: DMSO
13C: 167.1, 161.1, 158.7, 157.5, 147.1, 144.6, 129.8, 129.6, 128.5, 125.5, 119.5, 118, 81.4, 78.4, 61.4, 22.4
1H: 9.21 (1H, s), 8.11 (2H, d, J = 8.8 Hz), 7.98 (1H, s br), 7.93 (2H, d, J = 8.4 Hz), 7.36 (1H, s br), 7.20 (2H, d, J = 8.8 Hz), 7.11 (2H, d, J = 8.4 Hz), 5.44 (2H, s), 3.85 (2H, s), 1.52 (6H, s)
化合物No. 188 (融点: 88). NMR 溶媒: CDCl3
13C: 162.8, 161.1, 146, 145, 128.2, 122.4, 114.1, 82, 79.3, 62.1, 55.3, 22.8
1H: 8.90 (1H, s), 8.05 (2H, m, J = 9.0 Hz), 6.98 (2H, m, J = 9.0 Hz), 5.56 (2H, s), 3.87 (3H, s), 3.84 (2H, s), 1.62 (6H, s)
化合物No. 189 (融点: 132). NMR 溶媒: CDCl3
13C: 162.1, 146.3, 144.7, 136.1, 129, 128.3, 128, 81.9, 79.3, 62.3, 22.8
1H: 8.93 (1H, s), 8.05 (2H, m, J = 8.6 Hz), 7.44 (2H, m, J = 8.6 Hz), 5.55 (2H, s), 3.85 (2H, s), 1.62 (6H, s)
化合物No. 190 (融点: 82). NMR 溶媒: CDCl3
13C: 162.7, 150.1, 147.4, 136, 134.1, 133.1, 128.8, 128.7, 128.4, 128, 127.8, 127.1, 126.9, 126.7, 126.5, 123.7, 54.5, 36.7
1H: 8.96 (1H, s), 8.64 (1H, br), 8.15 (1H, br), 7.90 (3H, m), 7.53 (2H, m), 7.47-7.31 (5H, m), 5.0 (2H, br), 3.28 (3H, br)
化合物No. 191 (融点: 107). NMR 溶媒: DMSO
13C: 161.7, 150, 147.3, 136.3, 133.6, 130.6, 128.7, 128.6, 128.5, 127.6, 127.1, 126.1, 125.8, 125.4, 53.6, 37.3, 35.8
1H: 9.34 (1H, s), 8.87 (1H, br), 8.27 (1H, d, J = 7.2 Hz), 8.06 (1H, d, J = 8.0 Hz), 8.0 (1H, br), 7.63 (1H, t, J = 7.5 Hz), 7.55 (1H, br), 7.46-7.26 (6H, m), 4.90 (2H, br), 3.16 (3H, s)
化合物No. 192 (融点: 121〜123 (dec.)). NMR 溶媒: DMSO
13C: 161, 148.7, 146.9, 143.5, 133.4, 130.5, 129.6, 129.5, 128.4, 128.3, 127.2, 127, 126 (2 sig.), 125.8, 125.2, 40.1
1H: 9.21 (1H, s), 8.10 (1H, d d, J = J = 1.2, 7.2 Hz), 7.98 (1H, d, J = 8.2 Hz), 7.93 (2H, m), 7.60-7.30 (8H, m), 3.52 (3H, s)
化合物No. 193 (融点: 142). NMR 溶媒: CDCl3
13C: 149.2, 145.3, 133.1, 129.5, 125.3, 119.9, 113.5, 71.8, 53.3, 50.2, 18.6
1H: 8.11 (1H, d, J = 8.3 Hz), 8.0 (1H, d, J = 8.4 Hz), 7.62 (1H, m, J = 1.0, 7.1, 8.1 Hz), 7.47 (1H, m, J = 1.0, 7.1, 8.1 Hz), 4.42 (2H, d br, J = 13.0 Hz), 3.83 (2H, m), 3.03-2.90 (2H, m br), 1.26 (6H, s br)
化合物No. 194 (融点: 75). NMR 溶媒: CDCl3
13C: 150, 145.3, 133.1, 129.5, 125.4, 119.9, 113.6, 66.1, 52.8, 49.7, 17.5
1H: 8.11 (1H, d, J = 8.3 Hz), 8.01 (1H, d, J = 8.3 Hz), 7.63 (1H, t, J = 7.8 Hz), 7.48 (1H, t, J = 7.8 Hz), 4.22 (2H, s br), 4.06-3.90 (2H, m br), 3.66 (2H, s br), 1.31 (6H, s br)
化合物No. 195 (融点: オイル). NMR 溶媒: CDCl3
13C: 150.9, 145.3, 139.1, 133.3, 129.3, 128.7, 127.9, 127.3, 125.2, 119.8, 113.6, 55, 32.2, 16
1H: 8.12 (1H, m, J = 8.3 Hz), 8.07 (1H, m, J = 8.4 Hz), 7.63 (1H, m, J = 1.0, 7.0, 8.0 Hz), 7.48 (1H, m, J = 1.0, 7.1, 8.3 Hz), 7.45 (2H, br), 7.41 (2H, m, J = 7.4 Hz), 7.34 (1H, m J = 8.0 Hz), 5.95 (1H, q, J = 6.8 Hz), 3.0 (3H, s), 1.78 (3H, d, J = 7.1 Hz)
化合物No. 196 (融点: 140). NMR 溶媒: CDCl3
13C: 150.7, 150.5, 142.6, 141.7, 140.9, 137.1, 133.2, 129.3, 129.2, 128.7, 127.4, 127.2, 126.5, 124.1, 124, 121.1, 116.9, 113.2, 49.5, 46.5
1H: 8.07 (1H, t, J = 1.7 Hz), 7.99 (1H, d, J = 1.2 Hz), 7.80 (1H, d t, J = 1.5, 7.6 Hz), 7.67 (2H, d, J = 8.2 Hz), 7.57 (1H, d, J = 1.2 Hz), 7.56 (1H, d t, J = 1.5, 7.7 Hz), 7.49 (1H, t, J = 7.5 Hz), 7.47 (2H, m, J = 7.7 Hz), 7.37 (1H, m, J = 7.2 Hz), 7.32 (2H, m, J = 8.2 Hz), 6.96 (3H, m), 3.85 (4H, m, J = 5.0 Hz), 3.30 (4H, m, J = 5.0 Hz)
化合物No. 197 (融点: 113). NMR 溶媒: CDCl3
13C: 150.5, 142.2, 141.3, 137, 133.1, 131.5, 128.8, 128.3 (2 sig.), 126.4, 125.8, 113.3, 47, 35.9, 35.8, 35.7, 32.1, 28.4
1H: 7.88 (1H, d, J = 1.3 Hz), 7.73 (2H, m), 7.45 (1H, d, J = 1.3 Hz), 7.37 (2H, m), 7.30 (2H, m, J = 7.5 Hz), 7.20 (1H, m, J = 7.6 Hz), 7.19 (2H, m, J = 8.0 Hz), 4.14 (2H, d br, J = 13.2 Hz), 3.04 (2H, d t, J = 2.3, 13.0 Hz), 2.63 (2H, t, J = 7.7 Hz), 1.83 (2H, d br, J = 13.5 Hz), 1.67 (2H, m), 1.58 (1H, m), 1.36 (2H, m), 1.25 (2H, d q, J = 4.2, 13.1 Hz)
化合物No. 198 (融点: 178). NMR 溶媒: CDCl3
13C: 150.3, 140.3, 137.2, 133, 132.8, 131.2, 130.6, 127, 124.3, 113.9, 106.1, 64.6, 44.8, 35
1H: 7.90 (1H, d, J = 2.0 Hz), 7.89 (1H, d, J = 1.4 Hz), 7.61 (1H, d d, J = 2.1, 8.4 Hz), 7.49 (1H, d, J = 1.4 Hz), 7.46 (1H, d, J = 8.4 Hz), 4.01 (4H, s), 3.73 (4H, m, J = 5.5 Hz), 1.82 (4H, m, J = 5.5 Hz)
化合物No. 199 (融点: 174). NMR 溶媒: CDCl3
13C: 150.2, 145.8, 143, 141.7, 137.5, 130.3, 128, 126.2, 125.9, 123.5, 115.1, 111.7, 40.1
1H: 7.49 (1H, d, J = 1.2 Hz), 7.41 (2H, m, J = 8.4 Hz), 7.40 (2H, m, J = 7.5 Hz), 7.33 (1H, m, J = 7.4 Hz), 7.17 (2H, m, J = 8.4 Hz), 7.04 (1H, d, J = 1.2 Hz), 6.65 (2H, m, J = 8.4 Hz), 3.69 (2H, s), 3.51 (3H, s)
化合物No. 200 (融点: Hygroscopic). NMR 溶媒: DMSO
13C: 157.8, 149, 142.4, 137.5, 130, 129.9, 127.9, 126.2, 118, 115.4, 114.4, 111, 62.3, 54.4, 48.4, 39.7
1H: 12.25 (1H, s br), 9.94 (2H, s), 8.04 (1H, s), 7.82 (1H, s), 7.42 (2H, t, J = 8.0 Hz), 7.39 (1H, s), 7.36 (2H, m), 7.32 (1H, m), 7.30 (2H, m), 6.92 (1H, m), 4.46 (2H, m), 3.63 (6H, m), 3.48 (4H, m), 3.45 (3H, s)
化合物No. 201 (融点: 119). NMR 溶媒: CDCl3
13C: 149.8 (d d, J = 13.0, 244.5 Hz), 149.8, 148.5 (d d, J = 12.5, 245.0 Hz), 138.9, 137.9, 131.1 (d d, J = 4.0, 7.0 Hz), 121.4 (d d, J = 3.0, 6.5 Hz), 117.8 (d, J = 17.3 Hz), 115.2, 113.5 (d, J = 18.7 Hz), 62.7, 48.1, 46.5, 28.3, 25.8, 25.3
1H: 8.12 (1H, s), 8.06 (1H, s), 7.87 (1H, d d d, J = 2.0, 7.8, 12.0 Hz), 7.70 (1H, m), 7.46 (1H, d t, J = 8.7, 10.7 Hz), 3.51 (4H, m), 2.57 (4H, m), 2.29 (1H, br), 1.74 (4H, m), 1.57 (1H, d br, J = 12.0 Hz), 1.20 (4H, m), 1.07 (1H, t br, J = 10.0 Hz)
化合物No. 202 (融点: オイル). NMR 溶媒: CDCl3
13C: 150.4, 145.1, 137.8, 133.2, 129.2, 128.4, 127.7, 127.6, 125.1, 119.7, 113.7, 73.3, 69.4, 68.3, 48.7, 45.1, 13.9, 12.6
1H: 8.09 (1H, d, J = 8.4 Hz), 7.98 (1H, d, J = 8.3 Hz), 7.58 (1H, t, J = 7.9 Hz), 7.45 (1H, m, J = 1.0, 7.2, 8.2 Hz), 7.31 (5H, m), 4.53 (2H, br), 3.95-3.75 (6H, m), 1.38 (3H, t, J = 6.9 Hz)
化合物No. 203 (融点: 132). NMR 溶媒: DMSO
13C: 157.4, 148.6, 142.2, 137.3, 136.6, 129.9, 128, 126.5, 126.3, 123.2, 115.2, 114.3, 62.4, 54.4, 48.4, 39.7 (2 sig.)
1H: 11.97 (1H, s br), 9.68 (2H, s), 7.88 (1H, s), 7.62 (2H, d, J = 8.8 Hz), 7.57 (1H, s), 7.42 (2H, t, J = 7.4 Hz), 7.36 (2H, d, J = 8.8 Hz), 7.32 (1H, t, J = 7.4 Hz), 7.0 (2H, d, J = 8.8 Hz), 4.42 (2H, m), 3.61 (6H, m), 3.47 (4H, m), 3.43 (3H, s)
化合物No. 204 (融点: 141). NMR 溶媒: CDCl3
13C: 161.7, 148.5, 147.3, 136.1, 128.9, 128.4, 128, 106.5, 64.6, 44.7, 35.1
1H: 8.80 (1H, s), 8.07 (2H, d, J = 8.8 Hz), 7.43 (2H, d, J = 8.8 Hz), 4.02 (4H, s), 3.95 (4H, br), 1.89 (4H, m)
化合物No. 205 (融点: 74〜75). NMR 溶媒: CDCl3
13C: 162.3, 161, 148.8, 147, 142.3, 128.3 (2 sig.), 128.2, 125.7, 122.6, 114, 55.3, 47, 36, 35.8 (2 sig.), 32.1, 28.5
1H: 8.75 (1H, s), 8.07 (2H, d, J = 7.7 Hz), 7.28 (2H, m), 7.19 (3H, m), 6.98 (2H, d, J = 7.7 Hz), 4.61 ( 2H, br), 3.03 (2H, br), 3.86 (3H, s), 2.62 (2H, m), 1.84 (2H, m), 1.67 (2H, m), 1.59 (1H, m), 1.30 (4H, m)
化合物No. 206 (融点: 131). NMR 溶媒: DMSO
13C: 161.8, 150.6, 148.5, 147.3, 133.6, 130.7, 130, 129.1, 128.7, 128.4, 127.3, 126.4, 126.3, 125.8, 125.4, 119.5, 115.9, 48.2, 45.8
1H: 9.29 (1H, s), 9.03 (1H, d, J = 8.4 Hz), 8.28 (1H, d d, J = 1.0, 7.3 Hz), 8.10 (1H, d, J = 8.1 Hz), 8.05 _(1H, d, J = 8.0 Hz), 7.72-7.57 (3H, m), 7.25 (2H, t, J = 7.8 Hz), 6.99 (2H, d, J = 8.3 Hz), 6.82 (1H, t, J = 7.3 Hz), 3.94 (4H, s br), 3.32 (4H, m, J = 5.0 Hz)
化合物No. 207 (融点: 181). NMR 溶媒: DMSO
13C: 167.1, 160.7, 158.8, 156.6, 148.7, 148, 134.2, 132.6, 131.7, 131.1, 129.9, 129.7, 128.6, 126.8, 126.4, 126.3, 121.8, 120.8, 118.2, 116.1, 46.9, 44.9, 28.2
1H: 9.15 (1H, s), 7.98 (1H, s br), 7.96 (2H, d, J = 8.8 Hz), 7.90 (1H, d, J = 7.7 Hz), 7.66 (1H, m br), 7.59 (1H, t, J = 8.0 Hz), 7.37 (1H, s br), 7.24 (1H, d d, J = 2.4, 8.2 Hz), 7.21 (4H, m br), 7.13 (2H, d, J = 8.8 Hz), 4.83 (2H, m br), 3.88 (2H, m br), 2.96 (2H, t, J = 5.3 Hz)
化合物No. 208 (融点: 217〜218). NMR 溶媒: DMSO
13C: 167.2, 160.7, 159, 156.4, 150.6, 148.3, 148.1, 131.7, 131.1, 129.8, 129.6, 129.1, 122, 121, 119.5, 117.9, 116.6, 115.9, 48.2, 45.8
1H: 9.15 (1H, s), 7.98 (1H, s br), 7.94 (2H, d, J = 8.8 Hz), 7.91 (1H, m), 7.69 (1H, m br), 7.59 (1H, t, J = 8.0 Hz), 7.36 (1H, s br), 7.24 (2H, t, J = 7.7 Hz), 7.23 (1H, m), 7.11 (2H, d, J = 8.8 Hz), 6.97 (2H, d, J = 8.0 Hz), 6.82 (1H, t, J = 7.0 Hz), 3.88 (4H, br), 3.27 (4H, br)
化合物No. 209 (融点: 192〜193). NMR 溶媒: DMSO
13C: 167.1, 160.8, 159, 156.3, 147.2, 144.5, 131.7, 131.1, 129.8, 129.5, 122.1, 121, 117.8, 116.8, 81.3, 78.3, 61.4, 22.3
1H: 9.20 (1H, s), 7.96 (1H, s br), 7.93 (2H, m, J = 8.8 Hz), 7.90 (1H, m), 7.69 (1H, d d, J = 1.8, 2.4 Hz), 7.57 (1H, t, J = 8.0 Hz), 7.35 (1H, s br), 7.22 (1H, d d d, J = 0.9, 2.5, 8.2 Hz), 7.09 (2H, m, J = 8.8 Hz), 5.39 (2H, s), 3.82 (2H, s), 1.50 (6H, s)
化合物No. 210 (融点: 185). NMR 溶媒: DMSO
13C: 167.1, 160.7, 158.9, 156.5, 148.3, 148.1, 131.7, 131.1, 129.8, 129.6, 122, 120.9, 118, 116.5, 65.8, 46.2
1H: 9.13 (1H, s), 7.97 (1H, s br), 7.93 (2H, d, J = 8.7 Hz), 7.88 (1H, d, J = 7.7 Hz), 7.65 (1H, m br), 7.58 (1H, t, J = 7.8 Hz), 7.35 (1H, s br), 7.22 (1H, d d, J = 1.9, 7.9 Hz), 7.10 (2H, d, J = 8.7 Hz), 3.80-3.63 (8H, m)
化合物No. 211 (融点: 116). NMR 溶媒: CDCl3
13C: 162.6, 161.2, 157.7 (d, J = 240.0 Hz), 148.7, 147.4 (d, J = 2.0 Hz), 147.3, 128.3, 122.3, 118.7 (d, J = 7.8 Hz), 115.8 (d, J = 22.0 Hz), 114.1, 55.3, 50.5, 46.4
1H: 8.83 (1H, s), 8.08 (2H, m), 7.01 (2H, t, J = 9.4 Hz), 7.0 (2H, m), 6.93 (2H, m), 4.12 (4H, br), 3.88 (3H, s), 3.25 (4H, m)
化合物No. 212 (融点: 281 (dec.)). NMR 溶媒: DMSO
13C: 160.6, 148.5, 148.1, 135, 129.2, 128.4, 128.2, 64.3, 47.3, 42.9, 26.1, 24.7, 24.5
1H: 11.29 (1H, s), 9.20 (1H, s), 8.10 (2H, m, J = 8.8 Hz), 7.60 (2H, m, J = 8.8 Hz), 4.55 (2H, m br), 3.75 (2H, t br, J = 12.0 Hz), 3.55 (2H, d br, J = 11.5 Hz), 3.23 (3H, m), 2.13 (2H, d br, J = 10.5 Hz), 1.82 (2H, d br, J = 12.8 Hz), 1.61 (1H, d br, J = 12.5 Hz), 1.43 (2H, m, J = 11.5 Hz), 1.26 (2H, m, J = 12.8 Hz), 1.10 (1H, m, J = 12.5 Hz)
化合物No. 213 (融点: 99). NMR 溶媒: CDCl3
13C: 159, 146.2, 144.7, 132.4, 127.9, 127.7, 127.6, 82, 79.2, 62.2, 22.8
1H: 8.89 (1H, s), 7.74 (1H, d, J = 3.0 Hz), 7.41 (1H, d, J = 4.9 Hz), 7.13 (1H, m), 5.51 (2H, s), 3.84 (2H, s), 1.61 (6H, s)
化合物No. 214 (融点: 121). NMR 溶媒: CDCl3
13C: 162.1, 147.0 (2 sig.), 136.2, 129, 128.2, 128.1, 51.8, 51.1, 32, 28.9
1H: 8.93 (1H, s), 8.07 (2H, m, J = 8.8 Hz), 7.44 (2H, m, J = 8.8 Hz), 4.97 (2H, m br), 4.23 (2H, m br), 3.14 (2H, br)
化合物No. 215 (融点: 129). NMR 溶媒: CDCl3
13C: 150.6 (d d, J = 13.0, 248.0 Hz), 149.9 (d d, J = 13.0, 249.0 Hz), 149.4, 140.9, 137, 129.9 (d d, J = 4.0, 7.0 Hz), 121.2 (d d, J = 4.0, 6.5 Hz), 117.6 (d, J = 17.7 Hz), 114.3 (d, J = 19.0 Hz), 113, 51.3, 50.9, 30.5
1H: 8.02 (1H, d, J = 1.4 Hz), 7.61 (1H, d d d, J = 2.0, 7.7, 11.5 Hz), 7.55 (1H, d, J = 1.4 Hz), 7.50 (1H, m), 7.19 (1H, d t, J = 8.3, 10.0 Hz), 4.71 (2H, s), 3.98 (2H, t, J = 6.3 Hz), 3.14 (2H, t, J = 6.3 Hz)
化合物No. 216 (融点: 115). NMR 溶媒: CDCl3
13C: 149.3, 149, 144.2, 136.4, 135.8, 121, 118, 114, 112, 109.1, 80.7, 79.3, 61.4, 55.8, 55.6, 22.2
1H: 9.22 (1H, s), 8.36 (1H, s), 7.55 (1H, d, J = 1.8 Hz), 7.49 (1H, d d, J = 1.8, 8.4 Hz), 7.05 (1H, d, J = 8.4 Hz), 5.22 (2H, s), 3.87 (2H, s), 3.83 (3H, s), 3.79 (3H, s), 1.52 (6H, s)
化合物No. 217 (融点: 154〜155). NMR 溶媒: CDCl3
13C: 151.3, 149.1, 148.5, 141.9, 136.7, 126.1, 117.4, 112.4, 111.2, 108.4, 57.5, 55.9 (2 sig.), 31.4, 30, 25.4, 25.2
1H: 7.90 (1H, s), 7.43 (1H, s), 7.40 (1H, s), 7.31 (1H, d br, J = 8.6 Hz), 6.91 (1H, d, J = 8.3 Hz), 3.97 (3H, s), 3.97 (1H, m), 3.91 (3H, s), 3.0 (3H, s), 1.86 (4H, m), 1.70 (1H, d br, J = 13.5 Hz), 1.58 (2H, m), 1.38 (2H, m), 1.13 (1H, m)
化合物No. 218 (融点: 140〜141). NMR 溶媒: CDCl3
13C: 149.2, 139.9, 137, 133.1, 132.8, 131.1, 130.6, 126.9, 124.3, 113.6, 48.9, 25.3
1H: 8.05 (1H, d, J = 1.3 Hz), 7.90 (1H, d, J = 2.0 Hz), 7.65 (1H, d, J = 1.3 Hz), 7.61 (1H, d d, J = 2.0, 8.5 Hz), 7.46 (1H, d, J = 8.5 Hz), 3.68 (4H, m), 2.03 (4H, m)
化合物No. 219 (融点: 106). NMR 溶媒: CDCl3
13C: 147, 143.1, 139.8, 131.8, 124.8, 124, 120.7, 113, 81, 80.6, 61.5, 23.1
1H: 8.11 (1H, s), 7.82 (1H, d, J = 7.8 Hz), 7.70 (1H, d, J = 7.7 Hz), 7.40 (1H, d t, J = 1.5, 7.4 Hz), 7.36 (1H, d t, J = 1.5, 7.4 Hz), 5.04 (2H, s), 3.92 (2H, s), 1.67 (6H, s)
化合物No. 220 (融点: 114〜115). NMR 溶媒: CDCl3
13C: 146.9, 142.2, 136.6, 132.8, 128.7, 127.6, 125.1, 112.5, 96.3, 63.5, 48.2, 24.1
1H: 8.06 (1H, d, J = 1.4 Hz), 7.80 (2H, m, J = 8.2 Hz), 7.62 (1H, d, J = 1.4 Hz), 7.41 (2H, t, J = 7.8 Hz), 7.30 (1H, m, J = 7.4 Hz), 4.10 (2H, t, J = 6.0 Hz), 3.84 (2H, t, J = 6.0 Hz), 1.73 (6H, s)
化合物No. 221 (融点: 120). NMR 溶媒: CDCl3
13C: 151.4, 142.2, 136.7, 133, 128.7, 127.4, 125.1, 113.2, 49.1, 30, 21.2, 13.6
1H: 7.87 (1H, d, J = 1.5 Hz), 7.80 (2H, m, J = 8.0 Hz), 7.46 (1H, d, J = 1.5 Hz), 7.41 (2H, t, J = 8.0 Hz), 7.29 (1H, m, J = 7.5 Hz), 4.41 (2H, m), 1.90 (1H, m), 1.77 (2H, m), 1.66 (2H, m), 1.62 (1H, m), 1.39 (6H, d, J = 7.2 Hz)
化合物No. 222 (融点: 116). NMR 溶媒: CDCl3
13C: 151.7, 143.3, 141.4, 132.1, 124.5, 123.6, 120.6, 112.6, 57.4, 31.3, 30, 25.4, 25.3
1H: 8.16 (1H, s), 7.82 (1H, m, J = 7.8 Hz), 7.55 (1H, m), 7.38 (1H, d t, J = 1.5, 7.3 Hz), 7.35 (1H, d t, J = 1.5, 7.3 Hz), 4.0 (1H, m, J = 3.4, 12.1 Hz), 2.96 (3H, s), 1.89 (4H, m), 1.70 (1H, d br, J = 13.5 Hz), 1.61 (2H, d q, J = 4.0, 12.5 Hz), 1.38 (2H, t q, J = 4.0, 13.5 Hz), 1.14 (1H, t q, J = 3.5, 13.5 Hz)
化合物No. 223 (融点: 155). NMR 溶媒: CDCl3
13C: 157.9 (d, J = 241.0 Hz), 150.5, 147.1 (d, J = 2.5 Hz), 141.6, 137, 133.3, 131.3, 128.9, 126.4, 118.9 (d, J = 7.7 Hz), 115.8 (d, J = 22.0 Hz), 113.2, 50.5, 46.5
1H: 7.94 (1H, d, J = 1.2 Hz), 7.74 (2H, m, J = 8.6 Hz), 7.50 (1H, d, J = 1.2 Hz), 7.38 (2H, m, J = 8.6 Hz), 7.01 (2H, m), 6.91 (2H, m), 3.82 (4H, m, J = 5.0 Hz), 3.19 (4H, m, J = 5.0 Hz)
化合物No. 224 (融点: 201〜202). NMR 溶媒: DMSO
13C: 156.8, 149.8, 143, 139.8, 137.7, 129.9, 127.7, 126.5, 126.3, 126, 114.9, 113.3, 62.2, 54.9, 52.8, 39.6, 22.5, 21.2
1H: 9.28 (1H, s br), 7.60 (2H, d, J = 8.9 Hz), 7.55 (1H, d, J = 1.0 Hz), 7.48 (1H, d, J = 1.0 Hz), 7.41 (2H, t, J = 7.4 Hz), 7.34 (2H, d, J = 7.3 Hz), 7.32 (1H, m, J = 7.2 Hz), 6.98 (2H, d, J = 8.9 Hz), 4.32 (2H, t, J = 5.0 Hz), 3.50 (2H, br), 3.48 (2H, m), 3.42 (3H, s), 3.0 (2H, br), 1.79 (2H, br), 1.69 (3H, br), 1.39 (1H, br)
化合物No. 225 (融点: 109). NMR 溶媒: CDCl3
13C: 149.8, 147.8, 146.5, 142.5, 137, 136, 128.5, 127.8, 127.2, 126.4, 117.4, 114.1, 111.3, 108.9, 81.1, 80.4, 71, 61.8, 56, 22.9
1H: 7.93 (1H, d, J = 1.5 Hz), 7.46 (2H, d, J = 8.0 Hz), 7.42 (1H, d, J = 1.5 Hz), 7.41 (1H, d, J = 2.0 Hz), 7.38 (2H, t, J = 7.7 Hz), 7.31 (1H, m), 7.21 (1H, d d, J = 2.0, 8.3 Hz), 6.91 (1H, d, J = 8.3 Hz), 5.20 (2H, s), 5.12 (2H, s), 3.97 (3H, s), 3.88 (2H, s), 1.61 (6H, s)
化合物No. 226 (融点: 230〜232 (dec.)). NMR 溶媒: DMSO
13C: 145.4, 140.5, 139.7, 138.3, 137.6, 134.8, 132.6, 127.5, 117.7, 80.7, 79.3, 61.1, 22.4
1H: 9.34 (1H, d, J = 1.8 Hz), 8.97 (1H, t d, J = 1.5, 8.2 Hz), 8.81 (1H, d br, J = 5.2 Hz), 8.59 (1H, d, J = 1.3 Hz), 8.41 (1H, d, J = 1.3 Hz), 8.11 (1H, d d, J = 5.2, 8.2 Hz), 5.20 (2H, s), 3.86 (2H, s), 1.50 (6H, s)
化合物No. 227 (融点: 118〜119). NMR 溶媒: CDCl3
13C: 148.7, 142.6, 136.7, 132.7, 128.7, 127.7, 125.2, 112.3, 88, 66.4, 48, 19.2
1H: 8.08 (1H, d, J = 1.2 Hz), 7.81 (2H, d, J = 8.4 Hz), 7.62 (1H, d, J = 1.2 Hz), 7.42 (2H, t, J = 7.9 Hz), 7.31 (1H, m. J = 7.4 Hz), 5.49 (1H, q, J = 5.2 Hz), 4.27 (1H, m), 3.89 (1H, m), 3.80 (2H, m), 1.57 (3H, d, J = 5.2 Hz)
化合物No. 228 (融点: 204〜205). NMR 溶媒: DMSO
13C: 147.7, 146.3, 145.9, 141.3, 136.6, 124.8, 117.5, 115.6, 111.9, 109, 80.6, 79.3, 60.8, 55.6, 22.4
1H: 9.03 (1H, s), 8.09 (1H, d, J = 1.0 Hz), 7.87 (1H, d, J = 1.0 Hz), 7.38 (1H, d, J = 1.7 Hz), 7.26 (1H, d d, J = 1.7, 8.1 Hz), 6.77 (1H, d, J = 8.1 Hz), 5.17 (2H, s), 3.84 (2H, s), 3.81 (3H, s), 1.50 (6H, s)
化合物No. 229 (融点: 152). NMR 溶媒: CDCl3
13C: 151.2, 142.1, 137.2, 133.1, 128.6, 127.4, 125.1, 113, 58.4, 38.6, 36.2, 34.1, 29.7
1H: 7.92 (1H, d, J = 1.2 Hz), 7.80 (2H, d, J = 8.6 Hz), 7.48 (1H, d, J = 1.2 Hz), 7.40 (2H, t, J = 7.8 Hz), 7.29 (1H, t, J = 7.3 Hz), 2.99 (3H, s), 2.20 (9H, s), 1.73 (6H, s)
化合物No. 230 (融点: 67〜68). NMR 溶媒: DMSO
13C: 157.4, 148.7, 142.3, 137.4, 136.8, 129.9, 127.9, 126.5, 126.3, 123.4, 115.1, 114.2, 63.1, 62.3, 54.7, 51.6, 39.7
1H: 11.54 (1H, s br), 8.28 (1H, s), 7.70 (1H, s), 7.66 (2H, d, J = 8.9 Hz), 7.43 (2H, t, J = 7.9 Hz), 7.40 (2H, d, J = 7.7 Hz), 7.34 (1H, m, J = 6.9 Hz), 7.03 (2H, d. J = 8.9 Hz), 4.46 (2H, m), 3.95 (2H, d br, J = 13.0 Hz), 3.85 (2H, t br, J = 11.70 Hz), 3.54 (2H, m), 3.48 (2H, m), 3.46 (3H, s), 3.19 (2H, m)
化合物No. 231 (融点: 46〜47). NMR 溶媒: CDCl3
13C: 146.5, 142.5, 141.7, 140.9, 136.3, 133.2, 129.1, 128.7, 127.4, 127.2, 126.5, 124.1, 124, 112.2, 81.1, 80.4, 61.8, 22.9
1H: 8.05 (1H, t, J = 1.6 Hz), 7.99 (1H, d, J = 1.3 Hz), 7.77 (1H, t d, J = 1.3, 7.6 Hz), 7.66 (2H, d, J = 8.2 Hz), 7.58 (1H, d, J = 1.3 Hz), 7.54 (1H, t d, J = 1.3, 7.7 Hz), 7.48 (1H, t, J = 7.7 Hz), 7.46 (2H, t, J = 7.8 Hz), 7.37 (1H, m, J = 7.4 Hz), 5.15 (2H, s), 3.89 (2H, s), 1.63 (6H, s)
化合物No. 232 (融点: 191〜192). NMR 溶媒: DMSO
13C: 167.9, 146.2, 140.7, 140.1, 140, 137.1, 135, 134, 129.6, 129.4, 129, 126.7, 125.8, 125.7, 124.2, 123.2, 114, 80.6, 79.3, 60.8, 22.4
1H: 8.23-8.17 (4H, m), 8.15 (1H, s br), 7.88 (3H, m), 7.63 (1H, m, J = 8.1 Hz), 7.57 (1H, t, J = 7.8 Hz), 7.52 (1H, t, J = 7.8 Hz), 7.49 (1H, s br), 5.20 (2H, s), 3.86 (2H, s), 1.51 (6H, s)
化合物No. 233 (融点: 130〜131). NMR 溶媒: CDCl3
13C: 146.5, 141.2, 136.7, 133.3, 131.4, 128.9, 126.4, 112.8, 98.6, 63.6, 48.8, 29.2, 22.3, 7.6
1H: 8.05 (1H, d, J = 1.3 Hz), 7.73 (2H, m, J = 8.6 Hz), 7.61 (1H, d, J = 1.3 Hz), 7.38 (2H, m, J = 8.6 Hz), 4.16 (1H, m), 4.06 (1H, m), 3.83 (2H, m), 2.21 (1H, m), 2.06 (1H, m), 1.70 (3H, s), 0.95 (3H, t, J = 7.4 Hz)
化合物No. 234 (融点: 135〜136 (dec.)). NMR 溶媒: CDCl3
13C: 150.1, 148.4, 143.6, 142.3, 142.2, 137.1, 137, 132.6, 132.3, 128.8, 128.7, 128, 127.7, 125.3, 125.2, 125.1, 112.8, 111.6, 65.2, 48.9, 32.8, 30.2, 22.1
1H: 8.18 (1H, d, J = 1.4 Hz), 7.98 (1H, d, J = 1.4 Hz), 7.81 (2H, m, J = 8.5 Hz), 7.77 (2H, m, J = 8.5 Hz), 7.67 (1H, d, J = 1.4 Hz), 7.57 (1H, d, J = 1.4 Hz), 7.42 (2H, t, J = 7.5 Hz), 7.40 (2H, t, J = 7.5 Hz), 7.33 (1H, m), 7.30 (1H, m), 5.61 (1H, m), 4.73 (2H, t, J = 5.3 Hz), 4.12 (2H, t, J = 5.3 Hz), 2.34 (2H, m), 2.30 (2H, m), 1.91 (2H, qt, J = 7.6 Hz)
化合物No. 235 (融点: 154〜155). NMR 溶媒: CDCl3
13C: 147.3, 141.7, 136.1, 133.3, 131.3, 128.9, 126.4, 112.3, 88.8, 78.6, 62.5, 24.8, 22, 20.7
1H: 7.92 (1H, d, J = 1.2 Hz), 7.74 (2H, d, J = 8.6 Hz), 7.50 (1H, d, J = 1.2 Hz), 7.38 (2H, d, J = 8.6 Hz), 5.48 (1H, q, J = 5.2 Hz), 3.93 (1H, d, J = 8.6 Hz), 3.72 (1H, d, J = 8.6 Hz), 1.62 (3H, s), 1.47 (3H, s), 1.20 (3H, d, J = 5.2 Hz)
化合物No. 236 (融点: 114〜115). NMR 溶媒: CDCl3
13C: 159.9, 146.5, 142.5 (2 sig.), 141.6, 136.3, 133.2, 129.7, 129.1, 126.6, 124.2, 124, 119.7, 112.8, 112.8, 112.3, 81.1, 80.4, 61.9, 55.3, 22.9
1H: 8.02 (1H, t, J = 1.8 Hz), 7.99 (1H, d, J = 1.5 Hz), 7.78 (1H, t d, J = 1.5, 7.6 Hz), 7.57 (1H, d, J = 1.5 Hz), 7.53 (1H, t d, J = 1.5, 7.7 Hz), 7.48 (1H, t, J = 7.7 Hz), 7.38 (1H, t, J = 8.1 Hz), 7.25 (1H, d d d, J = 1.0, 1.5, 7.6 Hz), 7.19 (1H, d d, J = 1.8, 2.6 Hz), 6.92 (1H, d d d, J = 1.0, 2.6, 8.2 Hz), 5.15 (2H, s), 3.89 (5H, s), 1.63 (6H, s)
化合物No. 237 (融点: 148〜149). NMR 溶媒: CDCl3
13C: 146.8, 143.2, 135.9, 132.9, 128.7, 127.6, 125.2, 110.7, 53.2, 41.5, 36.1, 29.4
1H: 8.10 (1H, s), 7.79 (2H, d, J = 8.0 Hz), 7.52 (1H, s), 7.40 (2H, t, J = 8.0 Hz), 7.30 (1H, t, J = 7.5 Hz), 5.39 (1H, s), 2.17 (3H, s), 2.11 (6H, s), 1.74 (6H, s)
化合物No. 238 (融点: 175). NMR 溶媒: CDCl3
13C: 169.3, 151.3, 141.8, 141.5, 140.6, 137, 133.8, 133.7, 130.7, 129.3, 129, 126.3, 126.3, 126.1, 124.5, 124, 113.6, 57.5, 31.4, 29.9, 25.4, 25.2
1H: 8.11 (1H, t, J = 1.8 Hz), 8.08 (1H, t, J = 1.6 Hz), 7.94 (1H, d, J = 1.2 Hz), 7.81 (2H, m), 7.78 (1H, m), 7.57 (1H, d, J = 1.2 Hz), 7.52 (1H, t, J = 7.6 Hz), 7.51 (1H, m), 7.48 (1H, t, J = 7.6 Hz), 6.43 (1H, s br), 5.93 (1H, s br), 3.97 (1H, m), 3.0 (3H, s), 1.88 (2H, m), 1.85 (2H, m), 1.70 (1H, d br, J = 13.5 Hz), 1.58 (2H, d q, J = 3.5, 12.5 Hz), 1.38 (2H, t q, J = 3.0, 13.0 Hz), 1.13 (1H, t q, J = 3.3, 13.0 Hz)
化合物No. 239 (融点: 129). NMR 溶媒: CDCl3
13C: 151.3, 142.1, 141.7, 141, 137, 133.5, 129.1, 128.7, 127.3, 127.2, 126.3, 124, 124, 113.4, 57.5, 31.3, 30, 25.4, 25.2
1H: 8.07 (1H, t, J = 1.8 Hz), 7.95 (1H,d, J = 1.3 Hz), 7.78 (1H, t d, J = 1.7, 7.7 Hz), 7.67 (2H, d, J = 8.0 Hz), 7.56 (1H, d, J = 1.3 Hz), 7.54 (1H, d t, J = 1.8, 7.9 Hz), 7.48 (1H, t, J = 7.7 Hz), 7.46 (2H, t, J = 7.9 Hz), 7.37 (1H, m), 3.97 (1H, m), 3.0 (3H, s), 1.89 (2H, m), 1.85 (2H, m), 1.71 (1H, d br, J = 13.0 Hz), 1.59 (2H, d q, J = 3.5, 12.5 Hz), 1.38 (2H, t q, J = 3.0, 13.0 Hz), 1.13 (1H, t q, J = 3.5, 13.0 Hz)
化合物No. 240 (融点: 129〜130). NMR 溶媒: CDCl3
13C: 159.9, 151.3, 142.6, 142, 141.5, 137, 133.5, 129.7, 129.1, 126.4, 124.2, 124, 119.8, 113.4, 112.8, 112.8, 57.5, 55.3, 31.3, 30, 25.4, 25.2
1H: 8.04 (1H, t, J = 1.6 Hz), 7.94 (1H, d, J = 1.3 Hz), 7.79 (1H, t t, J = 1.5, 7.5 Hz), 7.56 (1H, d, J = 1.3 Hz), 7.52 (1H, d t, J = 2.0, 7.9 Hz), 7.48 (1H, t, J = 7.8 Hz), 7.38 (1H, t, J = 7.9 Hz), 7.25 (1H, d d d, J = 1.0, 1.7, 7.7 Hz), 7.19 (1H, d d, J = 1.8, 2.5 Hz), 6.92 (1H, d d d, J = 1.0, 2.6, 8.2), 3.97 (1H, m), 3.89 (3H, s), 3.0 (3H, s), 1.88 (2H, m), 1.85 (2H, m), 1.71 (1H, d br, J = 13.0 Hz), 1.59 (2H, d q, J = 3.5, 12.3 Hz), 1.39 (2H, t q, J = 3.0, 13.0 Hz), 1.13 (1H, t q, J = 3.3, 13.0 Hz)
化合物No. 241 (融点: 173〜174). NMR 溶媒: CDCl3
13C: 149.1, 141.7, 136.7 (2 sig.), 133.4, 131.2, 129.7, 128.9, 128.8, 126.9, 126.4, 112.5, 91, 66.2, 47.9
1H: 8.01 (1H, br), 7.68 (2H, d, J = 8.3 Hz), 7.54 (1H, br), 7.51 (2H, m), 7.42 (3H, m), 7.36 (2H, d, J = 8.3 Hz), 6.39 (1H, s), 4.32 (1H, br), 4.12 (1H, m), 4.04 (1H, m), 3.94 (1H, m)
化合物No. 242 (融点: 173〜174). NMR 溶媒: CDCl3
13C: 158.9, 151.8, 140.2, 134.6, 120.8, 117, 97.4, 59.7, 57.3, 33.2, 30.9, 29.6, 25.4, 25.3
1H: 8.61 (1H, s br), 7.94 (1H, d, J = 9.0 Hz), 7.53 (1H, d, J = 2.0 Hz), 7.06 (1H, d d, J = 2.0, 9.0 Hz), 3.21 (3H, s), 2.0 (2H, m), 1.89 (2H, m), 1.70 (2H, m), 1.61 (3H, m), 1.18 (1H, m)
化合物No. 243 (融点: 165〜166). NMR 溶媒: DMSO
13C: 167.7, 145.6, 145.5, 139, 137.4, 135.1, 131.9, 130, 129.2, 129.1, 127.1, 126.1, 117.3, 114.5, 81.8, 78.7, 61.6, 22.6
1H: 8.57 (1H, d d, J = 0.7, 1.6 Hz), 8.31 (1H, t, J = 1.7 Hz), 8.21 (1H, d d, J = 0.7, 8.8 Hz), 8.18 (1H, s br), 8.11 (1H, d d, J = 1.6, 8.8 Hz), 7.98 (1H, d t, J = 1.5, 7.8 Hz), 7.91 (1H, d t, J = 1.4, 7.8 Hz), 7.60 (1H, t, J = 7.7 Hz), 7.51 (1H, s br), 5.46 (2H, s), 3.91 (2H, s), 1.60 (6H, s)
化合物No. 244 (融点: 148). NMR 溶媒: CDCl3
13C: 151.5, 141.1, 137, 133.1, 131.5, 128.8, 126.4, 113.5, 59.3, 31.2, 28.9, 24.4
1H: 7.91 (1H, d, J = 1.2 Hz), 7.73 (2H, d, J = 8.6 Hz), 7.50 (1H, d, J = 1.2 Hz), 7.37 (2H, d, J = 8.6 Hz), 4.44 (1H, qt, J = 8.2 Hz), 3.0 (3H, s), 1.95 (2H, m), 1.78 (2H, m), 1.68 (2H, m), 1.63 (2H, m)
化合物No. 245 (融点: 213〜215). NMR 溶媒: DMSO
13C: 167.6, 150.9, 142.7, 140.4, 139.6, 137.7, 134.2, 133.2, 129.4, 128.2, 126.6, 125.6, 124.4, 123.1, 115, 56.8, 31.4, 29, 25.2, 24.9
1H: 8.20 (1H, t, J = 1.8 Hz), 8.18 (1H, d, J = 1.1 Hz), 8.15 (1H, d, J = 1.1 Hz), 8.07 (1H, s br), 8.0 (2H, d, J = 8.4 Hz), 7.90 (1H, t d, J = 1.4, 7.7 Hz), 7.83 (2H, d, J = 8.4 Hz), 7.62 (1H, t d, J = 1.6, 8.0 Hz), 7.51 (1H, t, J = 7.7 Hz), 7.44 (1H, s br), 3.84 (1H, m), 2.95 (3H, s), 1.80 (4H, m), 1.60 (1H, m), 1.57 (2H, m), 1.30 (2H, m, J = 12.7 Hz), 1.11 (1H, m, J = 13 Hz)
化合物No. 246 (融点: 118〜119). NMR 溶媒: CDCl3
13C: 163.1 (d, J = 245.0 Hz), 151.3, 143.3 (d, J = 8.0 Hz), 141.8, 140.4 (d, J = 2.0 Hz), 137, 133.7, 130.1 (d, J = 8.5 Hz), 129.2, 126.2, 124.5, 123.9, 122.8 (d, J = ), 114.1 (d, J = 22.0 Hz), 114.1 (d, J = 21.0 Hz), 113.5, 57.6, 31.4, 30, 25.4, 25.2
1H: 8.05 (1H, m), 7.94 (1H, d, J = 1.3 Hz), 7.79 (1H, t d, J = 2.0, 6.7 Hz), 7.57 (1H, d, J = 1.3 Hz), 7.50 (2H, m), 7.44 (2H, m), 7.37 (1H, d d d, J = 1.7, 2.5, 10.5 Hz), 7.06 (1H, m), 3.98 (1H, m), 3.02 (3H, s), 1.89 (2H, m), 1.87 (2H, m), 1.71 (1H, d br, J = 11.5 Hz), 1.59 (2H, d q, J = 3.6, 12.5 Hz), 1.39 (2H, t q, J = 3.2, 13.2 Hz), 1.13 (1H, t q, J = 3.3, 13.0 Hz)
化合物No. 247 (融点: 208〜209). NMR 溶媒: DMSO
13C: 157.9, 150.9, 141.6, 140.7, 140.5, 137.7, 134, 130, 129.2, 125.3, 123.8, 122.9, 117.6, 114.8, 114.5, 113.6, 56.8, 31.4, 29, 25.2, 24.9
1H: 9.56 (1H, s, br), 8.14 (2H, s), 8.08 (1H, s), 7.83 (1H, t d, J = 2.0, 6.6 Hz), 7.47 (1H, m), 7.45 (1H, t, J = 7.7 Hz), 7.27 (1H, t, J = 8.0 Hz), 7.13 (1H, d d d, J = 1.0,1.7, 7.6 Hz), 7.08 (1H, t, J = 1.9 Hz), 6.78 (1H, d d d, 1.0, 2.4, 8.0 Hz), 3.84 (1H, m), 2.94 (3H, s), 1.79 (4H, m), 1.60 (1H, m), 1.57 (2H, m), 1.30 (2H, q, J = 12.7 Hz), 1.13 (1H, m, J = 13.0 Hz)
化合物No. 248 (融点: 131〜132). NMR 溶媒: DMSO
13C: 150.9, 149 (m, J = 2.0 Hz), 142.5, 140.3, 138.8, 137.7, 134.3, 130.9, 129.5, 126.0, 125.6, 124.6, 123.1, 120.2 (q, J = 256.0 Hz), 119.9, 119.4, 115.1, 56.8, 31.4, 29, 25.2, 24.9
1H: 8.20 (1H, d, J = 1.2 Hz), 8.17 (1H, t, J = 1.6 Hz), 8.15 (1H, d, J = 1.2 Hz), 7.91 (1H, t d, J = 1.4, 7.8 Hz), 7.79 (1H, d, J = 7.9 Hz), 7.71 (1H, br), 7.62 (1H, t, J = 8.1 Hz), 7.61 (1H, m), 7.51 (1H, t, J = 7.7 Hz), 7.39 (1H, d, J = 8.2 Hz), 2.94 (3H, s), 3.84 (1H, m), 1.78 (4H, m), 1.60 (1H, m), 1.56 (2H, m), 1.30 (2H, m, J = 12.8 Hz), 1.11 (1H, m)
化合物No. 249 (融点: 162〜163). NMR 溶媒: CDCl3
13C: 151.5, 141.2, 136.9, 136.8, 133.1, 131.4, 128.9, 128.8, 127.7, 126.6, 126.3, 113.1, 51.7, 48.6, 20.4
1H: 7.91 (1H, d, J = 1.3 Hz), 7.46 (1H, d, J = 1.3 Hz), 7.64 (2H, d, J = 8.6 Hz), 7.39 (2H, t, J = 7.5 Hz), 7.34 (2H, d, J = 8.6 Hz), 7.32 (1H, m), 7.31 (2H, d, J = 8.2 Hz), 4.61 (2H, s), 4.20 (1H, m, J = 6.8 Hz), 1.37 (6H, d, J = 6.8 Hz)
化合物No. 250 (融点: 111). NMR 溶媒: CDCl3
13C: 151.7, 142.3, 137, 136.7, 132.9, 128.9, 128.6, 127.7, 127.5, 126.6, 125.1, 112.9, 51.7, 48.5, 20.4
1H: 7.93 (1H, d, J = 1.3 Hz), 7.72 (2H, d, J = 8.2 Hz), 7.48 (1H, d, J = 1.3 Hz), 7.39 (2H, m), 7.37 (2H, m), 7.31 (3H, m), 7.27 (1H, m), 4.62 (2H, s), 4.21 (1H, m, J = 6.7 Hz), 1.37 (6H, d, J = 6.7 Hz)
化合物No. 251 (融点: 132〜133). NMR 溶媒: CDCl3
13C: 152.2, 142, 138.4, 136.8, 133, 129, 128.6, 127.6, 127.3, 126.1, 125, 113, 59.4, 51.3, 28.1
1H: 7.91 (1H, d, J = 1.4 Hz), 7.65 (2H, d, J = 8.5 Hz), 7.46 (1H, d, J = 1.4 Hz), 7.38 (2H, t, J = 7.1 Hz), 7.35 (2H, t, J = 8.0 Hz), 7.31 (1H, m, J = 7.4 Hz), 7.26 (2H, m), 7.25 (1H, m), 4.69 (2H, s), 1.52 (9H, s)
化合物No. 252 (融点: 129〜130). NMR 溶媒: CDCl3
13C: 152.1, 141, 138.4, 136.9, 133, 131.5, 129, 128.8, 127.6, 126.2, 126.1, 113.2, 59.5, 51.3, 28.1
1H: 7.89 (1H, d, J = 1.3 Hz), 7.57 (2H, d, J = 8.6 Hz), 7.43 (1H, d, J = 1.3 Hz), 7.38 (2H, t, J = 7.6 Hz), 7.31 (1H, m), 7.31 (2H, d, J = 8.6 Hz), 7.24 (2H, d, J = 8.0 Hz), 4.68 (2H, s), 1.52 (9H, s)
化合物No. 253 (融点: 147〜148). NMR 溶媒: CDCl3
13C: 162.9, 147.5, 147.3, 136.8, 129.1, 128.2, 127.5, 64.6, 47.3, 44.2
1H: 8.95 (1H, s), 8.07 (2H, d, J = 8.7 Hz), 7.47 (2H, d, J = 8.7 Hz), 5.15 (2H, br), 4.36 (2H, br), 3.40 (2H, t, J = 6.8 Hz)
化合物No. 254 (融点: 141〜142). NMR 溶媒: CDCl3
13C: 151.5, 138.3, 134.2, 133.9, 128.4, 127.1, 126.8, 122.9, 57.2, 30.8, 30.1, 25.4, 25.2, 10.5
1H: 7.68 (2H, d, J = 8.1 Hz), 7.62 (1H, s), 7.43 (2H, t, J = 7.8 Hz), 7.30 (1H, t, J = 7.4 Hz), 3.91 (1H, m), 2.91 (3H, s), 2.46 (3H, s), 1.86 (2H, m), 1.81 (2H, m), 1.70 (1H, d br, J = 13.0 Hz), 1.57 (2H, m), 1.36 (2H, m), 1.12 (1H, m)
化合物No. 255 (融点: オイル). NMR 溶媒: CDCl3
13C: 159.9, 151.6, 142.1, 137, 136.7, 134.3, 129.7, 128.9, 127.7, 126.6, 117.5, 113.7, 113.2, 110, 55.3, 51.7, 48.6, 20.4
1H: 7.92 (1H, d, J = 1.0 Hz), 7.47 (1H, d, J = 1.0 Hz), 7.39 (2H, t, J = 7.2 Hz), 7.31 (4H, m), 7.28 (2H, m), 6.84 (1H, m), 4.61 (2H, s), 4.21 (1H, m, J = 6.8 Hz), 3.85 (3H, s), 1.37 (6H, d, J = 6.8 Hz)
化合物No. 256 (融点: オイル). NMR 溶媒: CDCl3
13C: 159.8, 152.2, 141.8, 138.5, 136.8, 134.4, 129.6, 129, 127.6, 126.1, 117.4, 113.8, 113.3, 109.7, 59.4, 55.2, 51.2, 28.1
1H: 7.91 (1H, d, J = 1.2 Hz), 7.45 (1H, d, J = 1.2 Hz), 7.39 (2H, t, J = 7.6 Hz), 7.30 (1H, m, J = 7.3 Hz), 7.26 (2H, m), 7.24 (2H, m), 7.19 (1H, m), 6.81 (1H, d d d, J = 1.2, 2.6, 8.0 Hz), 4.69 (2H, s), 3.82 (3H, s), 1.53 (9H, s)
化合物No. 257 (融点: 138〜139). NMR 溶媒: CDCl3
13C: 151.3, 142.8, 141.8, 140.2, 137, 134.6, 133.7, 129.9, 129.2, 127.3, 127.3, 126.2, 125.4, 124.5, 123.9, 113.6, 57.6, 31.4, 30, 25.4, 25.2
1H: 8.04 (1H, m), 7.94 (1H, d, J = 1.3 Hz), 7.78 (1H, m), 7.66 (1H, t, J = 1.7 Hz), 7.57 (1H, d, J = 1.3 Hz), 7.54 (1H, t d, J = 1.5, 7.6 Hz), 7.49 (1H, t, J = 7.7 Hz), 7.48 (1H, m), 7.39 (1H, t, J = 7.6 Hz), 7.34 (1H, d d d, J = 1.5, 2.2, 8.1 Hz), 3.98 (1H, m), 3.02 (3H, s), 1.89 (2H, m), 1.87 (2H, m), 1.71 (1H, d br, J = 13.3 Hz), 1.60 (2H, m), 1.39 (2H, t q, J = 3.0, 12.7 Hz), 1.14 (1H, t q, J = 3.3, 13.0 Hz)
化合物No. 258 (融点: 115〜118). NMR 溶媒: CDCl3
13C: 159.2, 151.3, 142.5, 142, 141.6, 137, 133.5, 129.7, 129.1, 126.4, 124.1, 124, 119.6, 113.4 (2 sig.), 113.3, 63.5, 57.5, 31.4, 30, 25.4, 25.2, 14.9
1H: 8.04 (1H, m, J = 1.7 Hz), 7.94 (1H, d, J = 1.4 Hz), 7.78 (1H, t d, J = 1.7, 7.5 Hz), 7.55 (1H, d, J = 1.4 Hz), 7.52 (1H, d t, J = 1.5, 7.9 Hz), 7.47 (1H, t, J = 7.6 Hz), 7.36 (1H, t, J = 8.0 Hz), 7.24 (1H, d d d, J = 1.0, 1.7, 7.7 Hz), 7.19 (1H, d d, J = 1.7, 2.5 Hz), 6.91 (1H, d d d, J = 1.0, 2.5, 8.2 Hz), 4.11 (2H, q, J = 7.0 Hz), 3.97 (1H, m), 3.01 (3H, s), 1.89 (2H, m), 1.86 (2H, m), 1.71 (1H, d br, J = 12.5 Hz), 1.59 (2H, qd, J = 3.5, 12.5 Hz), 1.46 (3H, t, J = 7.0 Hz), 1.39 (2H, t q, J = 3.0, 13.0 Hz), 1.13 (1H, t q, J = 3.5, 13.0 Hz)
化合物No. 259 (融点: 137〜139). NMR 溶媒: CDCl3
13C: 158.3 (d, J = 248.0 Hz), 151.3, 141.7, 137.0, 135.0 (d, J = 1.3 Hz), 133.5, 130.5 (d, J = 3.5 Hz), 130.4 (m. J = 14.0 Hz), 129.3 (d, J = 3.3 Hz), 128.9, 128.7 (d, J = 8.5 Hz), 128.0, 125.6 (d, J = 2.5 Hz), 124.9, 117.4 (d, J = 25.0 Hz), 113.6, 57.5, 31.4, 30, 25.4, 25.2
1H: 7.97 (1H, s br), 7.93 (1H, d, J = 1.1 Hz), 7.82 (1H, t d, J = 1.7, 7.2 Hz), 7.56 (1H, d, J = 1.1 Hz), 7.52-7.43 (3H, m), 7.29 (1H, m), 7.11 (1H, t, J = 9.5 Hz), 3.96 (1H, m), 3.0 (3H, s), 1.88 (2H, m), 1.85 (2H, m), 1.71 (1H, d br, J = 13.0 Hz), 1.59 (2H, d q, J = 3.5, 12.5 Hz), 1.39 (2H, t q, J = 3.0, 13.0 Hz), 1.13 (1H, t q, J = 3.5, 13.0 Hz)
化合物No. 260 (融点: 190〜191). NMR 溶媒: DMSO
13C: 156.8, 146.3, 141.3, 136.7, 126.2, 124.4, 115.4, 111.6, 80.6, 79.3, 60.8, 22.5
1H: 9.48 (1H, s), 8.09 (1H, d, J = 1.3 Hz), 7.80 (1H, d, J = 1.3 Hz), 7.64 (2H, m d, J = 8.5 Hz), 6.76 (2H, m d, J = 8.5 Hz), 5.14 (2H, s), 3.84 (2H, s), 1.49 (6H, s)
化合物No. 261 (融点: 197〜199). NMR 溶媒: DMSO
13C: 156.7, 151, 140.9, 137.3, 126.1, 124.4, 115.4, 112.5, 56.8, 31.3, 29.1, 25.2, 24.9
1H: 9.48 (1H, s), 8.05 (1H, d, J = 1.3 Hz), 7.77 (1H, d, J = 1.3 Hz), 7.64 (2H, m, J = 8.3 Hz), 6.77 (2H, m, J = 8.3 Hz), 3.80 (1H, m), 2.91 (3H, s), 1.77 (4H, m), 1.59 (1H, m), 1.55 (2H, m), 1.28 (2H, m), 1.10 (1H, m)
化合物No. 262 (融点: 170 (dec.)). NMR 溶媒: DMSO
13C: 157.9, 149, 137.3, 135.3, 130.2, 129.5, 116.3, 116, 115.9, 112.3, 58.7, 31.5, 28.2, 24
1H: 9.70 (1H, s), 9.24 (1H, s), 8.32 (1H, s), 7.29 (1H, t, J = 7.8 Hz), 7.27 (1H, m), 7.24 (1H, m), 6.83 (1H, m, J = 2.2, 6.7 Hz), 4.39 (1H, m), 2.97 (3H, s), 1.89 (2H, m), 1.70 (4H, m), 1.53 (2H, m)
化合物No. 263 (融点: 89〜91). NMR 溶媒: CDCl3
13C: 146.8, 138.7, 134, 133.1, 128.4, 127.2, 126.9, 122.8, 81.2, 80.7, 61, 23, 10.6
1H: 7.66 (2H, d, J = 8.4 Hz), 7.63 (1H, s), 7.43 (2H, t, J = 7.8 Hz), 7.31 (1H, t, J = 7.4 Hz), 4.93 (2H, s), 3.90 (2H, s), 2.49 (3H, s), 1.61 (6H, s)
化合物No. 264 (融点: 118〜119). NMR 溶媒: CDCl3
13C: 152.1, 138.7, 135.3, 134.2, 134.1, 129.1, 128.4, 128.2, 127.7, 127.2, 126.9, 123.2, 53.9, 36, 10.6
1H: 7.69 (1H, s), 7.67 (2H, d, J = 8.3 Hz), 7.43 (2H, t, J = 7.7 Hz), 7.31 (1H, t, J = 7.4 Hz), 7.40-7.27 (5H, m), 4.66 (2H, s), 3.01 (3H, s), 2.49 (3H, s)
化合物No. 265 (融点: 178〜180 (dec.)). NMR 溶媒: DMSO
13C: 157.9, 149.1, 137.3, 136.8, 135.8, 130.2, 129.5, 128.5, 127.2, 126.8, 116.3, 116.1, 115.4, 112.4, 51.4, 47.1, 20.1
1H: 9.73 (1H, s), 9.18 (1H, s), 8.29 (1H, s), 7.36-7.28 (5H, m), 7.27 (1H, t, J = 8.0 Hz), 7.21 (1H, m), 7.18 (1H, m), 6.82 (1H, m, J = 2.5, 8.1 Hz), 4.65 (2H, s), 4.16 (1H, m), 1.28 (6H, d, J = 6.7 Hz)
化合物No. 266 (融点: オイル). NMR 溶媒: CDCl3
13C: 150.7, 145.2, 133.2, 129.1, 125.1, 119.7, 113.5, 59.3, 28.8, 24.3
1H: 8.09 (1H, m d, J = 8.3 Hz), 7.98 (1H, m d, J = 8.3 Hz), 7.59 (1H, m, J = 7.7 Hz), 7.45 (1H, m, J = 7.7 Hz), 4.78 (1H, m), 3.17 (3H, s), 2.07 (2H, m), 1.75 (4H, m), 1.63 (2H, m)
化合物No. 267 (融点: 142〜143). NMR 溶媒: CDCl3
13C: 146.6, 141.2, 136.7, 133.2, 131.4, 128.9, 126.4, 112.8, 96.5, 75.9, 53.4, 25.6, 25.4, 23.7, 9.8
1H: 8.03 (1H, br), 7.73 (2H, d, J = 8.5 Hz), 7.59 (1H, br), 7.37 (2H, d, J = 8.5 Hz), 4.10 (1H, m), 3.81 (1H, d d, J = 5.3, 9.0 Hz), 3.43 (1H, t, J = 9.2 Hz), 1.74 (3H, s), 1.72 (2H, m), 1.66 (3H, s), 1.0 (3H, t, J = 7.5 Hz)
化合物No. 268 (融点: 117〜118). NMR 溶媒: CDCl3
13C: 144.9, 136.5, 133.6, 131.7, 128.5, 127.8, 126.4, 110.8, 95.7, 63.1, 47.7, 23.9
1H: 7.96 (2H, d, J = 8.8 Hz), 7.78 (1H, s), 7.45 (2H, t, J = 8.0 Hz), 7.35 (1H, t, J = 7.5 Hz), 4.07 (2H, t, J = 6.2 Hz), 3.58 (2H, t, J = 6.2 Hz), 1.74 (6H, s)
化合物No. 269 (融点: 92〜93). NMR 溶媒: CDCl3
13C: 141.6, 135.3, 133.9, 129.4, 128.8, 128.1, 127.5, 111.0, 80.6, 61.3, 29.7, 22.7, 22.5
1H: 7.85 (2H, d, J = 8.8 Hz), 7.40 (2H, d, J = 8.8 Hz), 4.81 (2H, s), 3.84 (2H, s), 1.65 (6H, s)
化合物No. 270 (融点: オイル). NMR 溶媒: CDCl3
13C: 146.7, 142.2, 136.6, 132.9, 128.7, 127.6, 125.2, 112.5, 96.4, 75.9, 53.4, 25.6, 25.4, 23.7, 9.8
1H: 8.05 (1H, d, J = 1.3 Hz), 7.80 (2H, d, J = 8.5 Hz), 7.61 (1H, d, J = 1.3 Hz), 7.41 (2H, t, J = 8.0 Hz), 7.30 (1H, t, J = 7.4 Hz), 4.11 (1H, m), 3.81 (1H, d d, J = 5.2, 9.0 Hz), 3.44 (1H, t, J = 9.5 Hz), 1.75 (3H, s), 1.73 (3H, s), 1.72 (2H, m), 1.0 (3H, t, J = 7.7 Hz)
化合物No. 271 (融点: 113〜114). NMR 溶媒: CDCl3
13C: 156, 151.7, 137.4, 136, 128, 127.6, 121.7, 120.9, 117.2, 110.6, 57.5, 55.2, 31.1, 30.1, 25.4, 25.2
1H: 8.23 (1H, d d, J = 1.8, 7.7 Hz), 7.94 (1H, d, J = 1.3 Hz), 7.82 (1H, d, J = 1.3 Hz), 7.28 (1H, d t, J = 2.0, 7.6 Hz), 7.07 (1H, J = 1.1, 7.6 Hz), 6.97 (1H, d, J = 8.3 Hz), 3.95 (3H, s), 3.95 (1H, m), 2.99 (3H, s), 1.87 (4H, m), 1.69 (1H, d br, J = 12.3 Hz), 1.59 (2H, d q, J = 3.5, 12.5 Hz), 1.37 (2H, t q, J = 3.0, 13.0 Hz), 1.13 (1H, t q, J = 3.3, 13.1 Hz)
化合物No. 272 (融点: 178〜181). NMR 溶媒: CDCl3
13C: 151.0, 150.5 (d d, J = 12.7, 247 Hz), 149.7 (d d, J = 13.0, 248.0 Hz), 140.3, 137, 130.3 (d d, J = 3.7, 6.6 Hz), 121.0 (d d, J = 3.5, 6.3 Hz), 117.5 (d, J = 17.5 Hz), 114.1 (d, J = 18.5 Hz), 113.5 (d, J = 1.0 Hz), 57.6, 31.3, 29.9, 25.4, 25.2
1H: 7.88 (1H, d, J = 1.3 Hz), 7.61 (1H, d d d, J = 2.2, 7.7, 11.6 Hz), 7.49 (1H, m), 7.45 (1H, d, J = 1.3 Hz), 7.17 (1H, d t, J = 8.4, 10.5 Hz), 3.93 (1H, m), 2.99 (3H, s), 1.86 (4H, m), 1.70 (1H, d br), 1.58 (2H, d q, J = .3.5, 12.3 Hz), 1.37 (2H, t q, 3.0, 13.0 Hz), 1.12 (1H, t q, J = 3.5, 13.0 Hz)
化合物No. 273 (融点: 142〜143). NMR 溶媒: CDCl3
13C: 162.3 (d, J = 246 Hz), 151.3, 141.3, 136.9, 129.2 (d, J = 3.2 Hz), 126.8 (d, J = 8.0 Hz), 115.6 (d, J = 22.0 Hz), 112.9, 57.5, 31.3, 30, 25.4, 25.2
1H: 7.89 (1H, d, J = 1.3 Hz), 7.76 (2H, m, J = 5.4, 8.9 Hz), 7.74 (1H, d, J = 1.3 Hz), 7.09 (2H, m, J = 8.8 Hz), 3.95 (1H, m), 2.99 (3H, s), 1.87 (4H, m), 1.70 (1H, d br, J = 13.0 Hz), 1.58 (2H, d q, J = 3.5, 12.2 Hz), 1.37 (2H, t q, J = 3.5, 13.0 Hz), 1.13 (1H, t q, J = 3.5, 13.0 Hz)
化合物No. 274 (融点: 156〜158). NMR 溶媒: CDCl3
13C: 151, 140, 137.1, 133.2, 132.8, 131.1, 130.6, 126.9, 124.3, 114, 57.6, 31.4, 29.9, 25.4, 25.2
1H: 7.91 (1H, d, J = 2.0 Hz), 7.90 (1H, d, J = 1.4 Hz), 7.61 (1H, d d, J = 2.0, 8.4 Hz), 7.51 (1H, d, J = 1.4 Hz), 7.45 (1H, d, J = 8.4 Hz), 3.94 (1H, m), 3.0 (3H, s), 1.86 (4H, m), 1.71 (1H, m), 1.58 (2H, J = 3.5, 12.5 Hz), 1.38 (2H, t q, J = 3.0, 13.0 Hz), 1.13 (1H, t q, J = 3.5, 13.0 Hz)
化合物No. 275 (融点: 160〜162). NMR 溶媒: CDCl3
13C: 150.9, 148.6, 140, 137.3, 134.9, 130.9, 129.7, 122, 119.9, 114.6, 57.6, 31.4, 29.9, 25.4, 25.2
1H: 8.61 (1H, t, J = 2 Hz), 8.14 (2H, m), 7.94 (1H, d, J = 1.3 Hz), 7.64 (1H, d, J = 1.3 Hz), 7.57 (1H, t, J = 8.0 Hz), 3.96 (1H, m, J = 12.0 Hz), 3.02 (3H, s), 1.88 (4H, m), 1.72 (1H, m), 1.60 (2H, d q, J = 3.5, 12.5 Hz), 1.39 (2H, t q, J = 3.0, 13.0 Hz), 1.14 (1H, t q, J = 3.5, 13.0 Hz)
化合物No. 276 (融点: 130〜131). NMR 溶媒: CDCl3
13C: 151.2, 150.5 (t, J = 2.7 Hz), 141.1, 137, 130.5, 126.5, 119.7, 115.9 (t, J = 259.5 Hz), 113.2, 57.6, 31.3, 30, 25.4, 25.2
1H: 7.89 (1H, d, J = 1.3 Hz), 7.79 (2H, d, J = 8.8 Hz), 7.47 (1H, d, J = 1.3 Hz), 7.15 (2H, d, J = 8.8 Hz), 6.54 (1H, t, J = 74 Hz), 3.95 (1H, m, J = 11.0 Hz), 3.0 (3H, s), 1.86 (4H, m), 1.70 (1H, dbr, J = 14.0 Hz), 1.58 (2H, d q, J = 3.6, 12.2 Hz), 1.37 (2H, J = 3.2, 13.0 Hz), 1.13 (1H, J = 3.5, 13.0 Hz)
化合物No. 277 (融点: 168〜169). NMR 溶媒: CDCl3
13C: 151.2, 141.1, 137, 133.1, 131.6, 128.8, 126.4, 113.4, 57.6, 31.3, 30, 25.4, 25.2
1H: 7.90 (1H, d, J = 1.3 Hz), 7.73 (2H, d. J = 8.7 Hz), 7.49 (1H, d, J = 1.3 Hz), 7.37 (2H, J = 8.7 Hz), 3.95 (1H, m, J = 11.8 Hz), 2.99 (3H, s), 1.86 (4H, m), 1.70 (1H, d, J = 13.5 Hz), 1.58 (2H, d q, J = 3.5, 12.3 Hz), 1.38 (2H, t q, J = 3.0, 13.0 Hz), 1.13 (1H, t q, J = 3.5, 13 Hz)
化合物No. 278 (融点: 160). NMR 溶媒: CDCl3
13C: 151.5, 142.3, 136.9, 132.8, 128.7, 127.6, 125.1, 113.1, 67, 54.4, 31.8, 29.5
1H: 7.94 (1H, s), 7.80 (2H, d, J = 7.6 Hz), 7.51 (1H, s), 7.41 (2H, t, J = 7.6 Hz), 7.30 (1H, t, J = 7.3 Hz), 4.28 (1H, m), 4.09 (2H, d d, J = 4.0, 11.5 Hz), 3.50 (2H, t, J = 11.5 Hz), 3.04 (3H, s), 1.94 (2H, d q, J = 4.5, 12.3 Hz), 1.77 (2H, d br, J = 12.0 Hz)
化合物No. 279 (融点: 157〜159). NMR 溶媒: CDCl3
13C: 152.2, 145.6, 140.7, 133.3, 128.6, 127.1, 125, 112.4, 57, 30.7, 30.1, 25.4, 25.2, 14
1H: 7.76 (2H, d, J = 8.2 Hz), 7.38 (2H, t, J = 7.9 Hz), 7.26 (1H, t, J = 7.5 Hz), 7.21 (1H, s), 3.90 (1H, m br), 2.88 (3H, s), 2.52 (3H, s), 1.81 (4H, m), 1.68 (1H, d br, J = 13.0 Hz), 1.55 (2H, d q, J = 3.3, 12.2 Hz), 1.35 (2H, q br, J = 12.5 Hz), 1.11 (1H, t q, J = 3.0, 13.0 Hz)
化合物No. 280 (融点: 137). NMR 溶媒: CDCl3
13C: 143.9, 135.7, 133.7, 133.7, 130.1, 128.7, 127.7, 111.2, 80.9, 80.6, 61.3, 22.9
1H: 7.90 (2H, d, J = 8.6 Hz), 7.73 (1H, s), 7.41 (2H, s, J = 8.6 Hz), 4.88 (2H, s), 3.91 (2H, s), 1.62 (6H, s)
化合物No. 281 (融点: 132〜134). NMR 溶媒: CDCl3
13C: 151.7, 149.1, 148.5, 142, 136.7, 126.1, 117.4, 112.4, 111.2, 108.4, 59.3, 55.9, 55.9, 31.2, 28.8, 24.3
1H: 7.91 (1H, d, J = 1.3 Hz), 7.44 (1H, d, J = 1.3 Hz), 7.40 (1H, d, J = 2.0 Hz), 7.30 (1H, d d, J = 2.0, 8.3 Hz), 6.90 (1H, d, J = 8.3 Hz), 4.44 (1H, m, J = 8.2 Hz), 3.96 (3H, s), 3.91 (3H, s), 2.99 (3H, s), 1.95 (2H, m), 1.73 (4H, m), 1.62 (2H, m)
化合物No. 282 (融点: 189〜191). NMR 溶媒: CDCl3
13C: 151.5, 142.2, 138.1, 137, 132.9, 129.1, 128.7, 128.3, 127.6, 127.2, 125.1, 113.1, 62.8, 55.8, 52.5, 31.6, 28.9
1H: 7.92 (1H, d, J = 1.3 Hz), 7.80 (2H, m, J = 8.0 Hz), 7.50 (1H, d, J = 1.3 Hz), 7.41 (2H, t, J = 7.6 Hz), 7.37-7.25 (6H, m), 4.03 (1H, m), 3.53 (2H, s), 3.03 (3H, s), 3.01 (2H, m), 2.11 (2H, t br, J = 11.2 Hz), 1.90 (2H, q br, J = 12.0 Hz), 1.79 (2H, d br, J = 12.0 Hz)
化合物No. 283 (融点: 128). NMR 溶媒: CDCl3
13C: 162.3, 149.8, 147.2, 130.1, 129.9, 128.7, 126.7, 57.6, 30.2 (2 sig.), 25.5, 25.3
1H: 8.82 (1H, s), 8.15 (2H, m), 7.48 (3H, m), 4.32 (1H, m br), 3.14 (3H, s), 1.93 (4H, m), 1.71 (1H, d br, J = 13.3 Hz), 1.59 (2H, m), 1.40 (2H, m), 1.15 (1H, t q, J = 3.5, 13.0 Hz)
化合物No. 284 (融点: 151〜153). NMR 溶媒: CDCl3
13C: 160.3, 153.3, 151, 130.3, 129.6, 128.6, 126.5, 58.7, 30.8, 29.5, 25.5, 25.2, 13.8
1H: 8.10 (2H, m, J = 7.5 Hz), 7.45 (3H, m), 4.21+3.80 (1H, m), 3.03-2.99 (3H, m), 2.69 (3H, s), 1.88 (4H, m), 1.72 (1H, m), 1.58 (2H, m), 1.54 (2H, m), 1.12 (1H, m)
化合物No. 285 (融点: 135〜138). NMR 溶媒: CDCl3
13C: 162.9, 146.2, 144.9, 130.1, 129.8, 128.7, 126.7, 82, 79.3, 62.2, 22.8
1H: 8.94 (1H, s), 8.12 (2H, m), 7.47 (3H, m), 5.57 (2H, s), 3.86 (2H, s), 1.63 (6H, s)
化合物No. 286 (融点: 125〜127). NMR 溶媒: CDCl3
13C: 160, 157.7, 146.4, 129.9, 129.9, 128.6, 126.6, 82.2, 79.6, 61.7, 22.8, 15.1
1H: 8.08 (2H, m), 7.45 (3H, m), 5.40 (2H, s), 3.85 (2H, s), 2.80 (3H, s), 1.62 (6H, s)
化合物No. 287 (融点: 222〜224). NMR 溶媒: DMSO
13C: 167.8, 150.7, 140.5, 140.2, 140, 137.8, 135, 134.2, 129.6, 129.3, 129, 126.7, 125.8, 125.6, 124.1, 123.1, 114.7, 57.5, 37.9, 35.9, 33.8, 29.2
1H: 8.21 (1H, m, J = 1.6 Hz), 8.17 (1H, m, J = 1.6 Hz), 8.15 (1H, s br), 8.14 (1H, d, J = 1.3 Hz), 8.12 (1H, d, J = 1.3 Hz), 7.88 (1H, d d, J = 1.6, 7.8 Hz), 7.88 (2H, m), 7.62 (1H, m), 7.57 (1H, t, J = 7.8 Hz), 7.51 (1H, t, J = 7.8 Hz), 7.48 (1H, s br), 2.94 (3H, s), 2.16 (6H, s), 2.11 (3H, s), 1.66 (6H, s)
化合物No. 288 (融点: 138〜139). NMR 溶媒: CDCl3
13C: 159.2, 151.2, 141.9, 137.2, 137, 134.6, 129.7, 128.5, 127.9, 127.5, 117.8, 114.3, 113.3, 111.2, 69.9, 58.4, 38.6, 36.2, 34.1, 29.7
1H: 7.93 (1H, d, J = 1.3 Hz), 7.50 (1H, m), 7.47 (2H, m), 7.46 (1H, d, J = 1.3 Hz), 7.40 (2H, m), 7.38 (1H, m), 7.34 (1H, m), 7.31 (1H, t, J = 7.9 Hz), 6.92 (1H, d d d, J = 1.0, 2.5, 8.2 Hz), 5.14 (2H, s), 2.99 (3H, s), 2.20 (9H, s), 1.74 (6H, s)
化合物No. 289 (融点: 165〜169 (dec.)). NMR 溶媒: CDCl3
13C: 150.9, 148.4, 146.7, 139.1, 137.6, 132.4, 129.1, 123.6, 113.8, 58.5, 38.5, 36.2, 34.1, 29.6
1H: 9.0 (1H, d, J = 1.5 Hz), 8.52 (1H, d d, J = 1.3, 4.7 Hz), 8.11 (1H, d t, J = 1.8, 7.8 Hz), 7.94 (1H, s), 7.55 (1H, s), 7.33 (1H, d d, J = 4.9, 7.7 Hz), 2.99 (3H, s), 2.19 (9H, s), 1.73 (6H, s)
化合物No. 290 (融点: 149). NMR 溶媒: CDCl3
13C: 151.2, 142, 141.6, 141, 137.3, 133.6, 129.1, 128.7, 127.3, 127.2, 126.3, 124, 123.9, 113.2, 58.4, 38.6, 36.2, 34.1, 29.7
1H: 8.05 (1H, t br, J = 1.8 Hz), 7.95 (1H, d, J = .13 Hz), 7.78 (1H, d t, J = 1.5, 7.5 Hz), 7.67 (2H, m, J = 8.5 Hz), 7.53 (1H, d, J = 1.3 Hz), 7.53 (1H, m), 7.48 (1H, t, J = 7.6 Hz), 7.46 (2H, t, J = 7.8 Hz), 7.37 (1H, m, J = 7.5 Hz), 3.0 (3H, s), 2.21 (9H, s), 1.74 (6H, s)
化合物No. 291 (融点: 208〜210). NMR 溶媒: CDCl3
13C: 151.1, 150.2, 148.2, 141.5, 138.6, 137.4, 134.1, 129.4, 126, 125.7, 123.8, 121.7, 113.5, 58.5, 38.6, 36.2, 34.1, 29.7
1H: 8.67 (2H, m, J = 5.0 Hz), 8.11 (1H, m, J = 2.0 Hz), 7.95 (1H, d, J = 1.3 Hz), 7.84 (1H, d t, J = 1.7, 7.5 Hz), 7.58 (2H, m), 7.55 (1H, d, J = 1.3 Hz), 7.55 (1H, m), 7.51 (1H, t, J = 7.6 Hz), 3.0 (3H, s), 2.20 (9H, s), 1.73 (6H, s)
化合物No. 292 (融点: 75〜77). NMR 溶媒: CDCl3
13C: 146.4, 141.3, 136.9, 136.3, 133.2, 131.3, 129, 128.9, 128.8, 126.4, 126.2, 112.5, 97, 76.3, 55.5, 25.4, 24
1H: 8.05 (1H, d, J = 1.0 Hz), 7.70 (2H, d, J = 8.5 Hz), 7.56 (1H, d, J = 1.0 Hz), 7.46-7.38 (5H, m), 7.35 (2H, d, J = 8.5 Hz), 5.21 (1H, d d, J = 5.5, 9.8 Hz), 4.10 (1H, d d, J = 5.5, 9.3 Hz), 3.68 (1H, t, J = 9.5 Hz), 1.88 (3H, s), 1.87 (3H, s)
化合物No. 293 (融点: 164〜165). NMR 溶媒: CDCl3
13C: 161.4, 146.5, 140.5, 134.4, 120.3, 117.9, 94.7, 82.6, 79.6, 62.1, 56, 23
1H: 7.92 (1H, d d, J = 0.5, 9.0 Hz), 7.58 (1H, d, J = 2.5 Hz), 7.08 (1H, d d, J = 2.5, 9.0 Hz), 5.53 (1H, s), 3.94 (3H, s), 3.90 (2H, s), 1.69 (6H, s)
化合物No. 294 (融点: 190〜193 (dec.)). NMR 溶媒: DMSO
13C: 156.9, 151, 140.3, 137.2, 126.2, 123.8, 115.4, 112.7, 58.4, 31.2, 28.2, 24
1H: 9.53 (1H, s), 8.18 (1H, s), 7.81 (1H, s), 7.65 (2H, d, J = 8.7 Hz), 6.79 (2H, d, J = 8.7 Hz), 4.36 (1H, m), 2.92 (3H, s), 1.86 (2H, m), 1.67 (4H, m), 1.53 (2H, m)
化合物No. 295 (融点: 91〜93). NMR 溶媒: CDCl3
13C: 144.0, 136.6, 133.6, 131.6, 128.5, 127.9, 126.5, 110.9, 81.0, 80.6, 61.3, 22.9
1H: 7.96 (2H, d, J = 8.4 Hz), 7.74 (1H, s), 7.45 (2H, m, J = 7.8 Hz), 7.35 (1H, m, J = 7.6 Hz), 4.88 (2H, s), 3.91 (2H, s), 1.62 (6H, s)
化合物No. 296 (融点: 106〜110). NMR 溶媒: CDCl3
13C: 156.9, 150.9, 141.6, 137.3, 134, 130, 117.1, 115.1, 113.5, 112.6, 58.5, 38.5, 36.2, 34.1, 29.7
1H: 7.95 (1H, s), 7.46 (1H, m), 7.42 (1H, s), 7.24 (1H, m), 7.23 (1H, m), 6.91 (1H, m), 2.96 (3H, s), 2.18 (9H, s), 1.72 (6H, s)
化合物No. 297 (融点: 119〜121). NMR 溶媒: DMSO
13C: 149.8, 144.6, 132.6, 129.3, 125.3, 119.6, 113.3, 67.9, 57.6, 56.1, 34.2, 27.2
1H: 8.18 (1H, d, J = 8.3 Hz), 7.90 (1H, d, J = 8.3 Hz), 7.68 (1H, t, J = 7.8 Hz), 7.52 (1H, t, J = 7.6 Hz), 4.64 (1H, s br), 4.03 (1H, s br), 3.40 (1H, s br), 3.03 (3H, s), 1.90 (2H, s br), 1.82 (2H, s br), 1.75 (2H, s br), 1.26 (2H, s br)
化合物No. 298 (融点: 94〜95). NMR 溶媒: CDCl3
13C: 146.6, 142.4, 136.9, 136.3, 132.8, 129, 128.9, 128.7, 127.6, 126.2, 125.2, 112.3, 96.9, 76.3, 55.5, 25.4, 24
1H: 8.06 (1H, d, J = 1.3 Hz), 7.78 (2H, m, J = 8.3 Hz), 7.58 (1H, d, J = 1.3 Hz), 7.44 (5H, m), 7.39 (2H, m, J = 7.8 Hz), 7.29 (1H, m, J = 7.4 Hz), 5.21 (1H, d d, J = 5.5, 9.8 Hz), 4.11 (1H, d d, J = 5.5, 9.3 Hz), 3.69 (1H, t, J = 9.5 Hz), 1.89 (3H, s), 1.87 (3H, s)
化合物No. 299 (融点: 140〜142). NMR 溶媒: CDCl3
13C: 146.7, 141.2, 136.7, 133.3, 131.4, 128.9, 126.4, 112.8, 96.4, 63.6, 48.3, 24.1
1H: 8.06 (1H, br), 7.73 (2H, m, J = 8.6 Hz), 7.61 (1H, br), 7.38 (2H, m, J = 8.6 Hz), 4.12 (2H, t, J = 6.0 Hz), 3.85 (2H, t, J = 6.0 Hz), 1.74 (6H, s)
化合物No. 300 (融点: 149〜150). NMR 溶媒: CDCl3
13C: 149.1, 136.3, 134.3, 131.9, 128.5, 127.7, 126.4, 111.6, 57, 30.6, 29.8, 25.3, 25.2
1H: 7.98 (2H, d, J = 8.2 Hz), 7.72 (1H, br), 7.45 (2H, m, J = 7.6 Hz), 7.34 (1H, m, J = 7.5 Hz), 4.24 (1H, m br), 2.88 (3H, br), 1.86 (4H, m), 1.70 (1H, m), 1.56 (2H, m), 1.40 (2H, m), 1.13 (1H, m)
化合物No. 301 (融点: 136〜137). NMR 溶媒: CDCl3
13C: 144.3, 138.8, 135.2, 133.8, 130.5, 128.6, 128.1, 96.1, 81.1, 80.7, 61.3, 22.9
1H: 7.91 (2H, d, J = 8.5 Hz), 7.82 (1H, s), 7.41 (2H, d, J = 8.5 Hz), 4.84 (2H, s), 3.91 (2H, s), 1.63 (6H, s)
化合物No. 302 (融点: 108). NMR 溶媒: CDCl3
13C: 149.4, 143.0, 136.4, 132.6, 128.7, 127.8, 125.2, 112.2, 80.7, 71.4, 57.8, 24.9, 9.8
1H: 7.98 (1H, br), 7.81 (2H, d, J = 8.2 Hz), 7.54 (1H, br), 7.42 (2H, t, J = 7.4 Hz), 7.31 (1H, t, J = 7.3 Hz), 5.13 (1H, d, J = 4.5 Hz), 5.0 (1H, d, J = 4.5 Hz), 4.32 (2H, m), 3.73 (1H, m), 1.91 (1H, m), 1.64 (1H, m), 0.98 (3H, t, J = 7.5 Hz)
化合物No. 303 (融点: 80〜81). NMR 溶媒: CDCl3
13C: 150.6 (d d, J = 13.0, 247.5 Hz), 149.9 (d d, J = 13.0, 249.0 Hz), 149.1, 141.1, 136.5, 129.9 (d d, J = 3.8, 7.0 Hz), 121.2 (d d, J = 3.5, 6.2 Hz), 117.6 (d, J = 17.5 Hz), 114.3 (d, J = 18.6 Hz), 112.5, 80.7, 71.5, 57.8, 24.9, 9.8
1H: 7.95 (1H, d, J = 1.3 Hz), 7.62 (1H, d d d, J = 2.0, 7.5, 11.5 Hz), 7.50 (1H, d, J = 1.3 Hz), 7.49 (1H, m), 7.19 (1H, d t, J = 8.4, 10.2 Hz), 5.12 (1H, d, J = 4.5 Hz), 4.99 (1H, d, J = 4.5 Hz), 4.33 (2H, m), 3.74 (1H, m), 1.90 (1H, m), 1.64 (1H, m), 0.98 (3H, t, J = 7.4 Hz)
化合物No. 304 (融点: 100〜101). NMR 溶媒: CDCl3
13C: 159.9, 149.3, 142.8, 136.4, 134, 129.7, 117.6, 113.9, 112.4, 110.3, 80.7, 71.4, 57.8, 55.3, 24.9, 9.8
1H: 7.98 (1H, d, J = 1.2 Hz), 7.52 (1H, d, J = 1.2 Hz), 7.39 (1H, m), 7.36 (1H, d t, J = 1.5, 7.7 Hz), 7.31 (1H, t, J = 7.7 Hz), 6.88 (1H, d d d, J = 1.4, 2.6, 8.0 Hz), 5.13 (1H, d, J = 4.5 Hz), 5.0 (1H, d, J = 4.5 Hz), 4.32 (2H, m), 3.88 (3H, s), 3.73 (1H, m), 1.90 (1H, m), 1.63 (1H, m), 0.98 (3H, t, J = 7.5 Hz)
化合物No. 305 (融点: 131〜132). NMR 溶媒: CDCl3
13C: 151.1, 148.5, 148.3, 141.6, 138.3, 137.3, 136.5, 134.5, 134, 129.4, 126.2, 124.8, 123.9, 123.5, 113.4, 58.4, 38.6, 36.2, 34.1, 29.7
1H: 8.91 (1H, d, J = 2.5 Hz), 8.61 (1H, d d, J = 1.7, 4.8 Hz), 8.05 (1H, m), 7.95 (1H, d, J = 1.3 Hz), 7.95 (1H, m), 7.82 (1H, m), 7.55 (1H, d, J = 1.3 Hz), 7.51 (1H, m), 7.50 (1H, m), 7.38 (1H, d d d, J = 0.8, 4.8, 7.9 Hz), 3.0 (3H, s), 2.10 (9H, s), 1.73 (6H, s)
化合物No. 306 (融点: 195〜196). NMR 溶媒: CDCl3
13C: 157.5, 155, 151, 141.2, 137.4, 134.7, 134.4, 134.2, 129.7, 125.9, 125.6, 123.7, 113.6, 58.5, 38.5, 36.2, 34.1, 29.6
1H: 9.22 (1H, s), 9.01 (2H, s), 8.05 (1H, s), 7.95 (1H, s), 7.85 (1H, d, J = 7.5 Hz), 7.56 (1H, s), 7.54 (1H, t, J = 7.5 Hz), 7.48 (1H, d, J = 7.5 Hz), 3.0 (3H, s), 2.19 (9H, s), 1.73 (6H, s)
化合物No. 307 (融点: 150〜151). NMR 溶媒: DMSO
13C: 157.6, 150.8, 140.7, 137.5, 134.6, 129.6, 115.7, 114.3, 114.1, 111.7, 56.8, 31.3, 29.1, 25.2, 24.9
1H: 9.43 (1H, s), 8.09 (1H, d, J = 1.0 Hz), 7.90 (1H, d, J = 1.0 Hz), 7.26 (2H, m), 7.16 (1H, t, J = 8.0 Hz), 6.65 (1H, d d d, J = 1.0, 2.2, 8.0 Hz), 3.80 (1H, m), 2.92 (3H, s), 1.77 (4H, m), 1.59 (1H, m), 1.55 (2H,m ), 1.29 (2H, m, J = 11.5 Hz), 1.10 (1H, q, J = 13.0 Hz)
化合物No. 308 (融点: 139〜140). NMR 溶媒: CDCl3
13C: 150.6 (d d, J = 13.0, 248.0 Hz), 149.9 (d d, J = 13.0, 249.0 Hz), 148.1, 141.1, 136.7, 136.1, 129.8 (d d, J = 3.9, 6.5 Hz), 129.1, 128.9, 126.1, 121.2 (d d, J = 3.5, 6.2 Hz), 117.6 (d, J = 17.8 Hz), 114.3 (d, J = 18.5 Hz), 112.4, 80.4, 80.1, 53.0
1H: 8.05 (1H, d, J = 1.3 Hz), 7.62 (1H, d d d, J = 2.0, 7.6, 11.5 Hz), 7.56 (1H, d, J = 1.3 Hz), 7.45 (1H, m), 7.42-7.37 (5H, m), 7.18 (1H, d t, J = 8.3, 10.0 Hz), 5.44 (1H, d, J = 4.5 Hz), 5.26 (1H, d, J = 4.5 Hz), 5.18 (1H, d d, J = 6.1, 8.8 Hz), 4.16 (1H, d d, J = 6.1, 10.0 Hz), 3.68 (1H, d d, J = 9.0, 10.0 Hz)
化合物No. 309 (融点: 155〜157). NMR 溶媒: CDCl3
13C: 148.4, 142.9, 136.6, 136.2, 132.5, 129.0, 128.9, 128.7, 127.8, 126.1, 125.2, 112.1, 80.4, 80.0, 53.0
1H: 8.08 (1H, br), 7.80 (2H, d, J = 8.0 Hz), 7.60 (1H, br), 7.42 (7H, m), 7.31 (1H, t, J = 7.5 Hz), 5.44 (1H, d, J = 4.8 Hz), 5.27 (1H, d, J = 4.8 Hz), 5.16 (1H, d d, J = 6.3, 8.8 Hz), 4.16 (1H, d d, J = 6.3, 10.1 Hz), 3.68 (1H, t, J = 9.6 Hz)
化合物No. 310 (融点: 126〜127). NMR 溶媒: CDCl3
13C: 148.9, 142.9, 136.4, 132.6, 128.7, 127.8, 125.2, 112.1, 80.4, 73.4, 52.9, 17
1H: 7.99 (1H, d, J = 1.3 Hz), 7.80 (2H, m d, J = 8.4 Hz), 7.54 (1H, d, J = 1.3 Hz), 7.42 (2H, m t, J = 7.8 Hz), 7.31 (1H, m t, J = 7.5 Hz), 5.14 (1H, d, J = 4.5 Hz), 5.04 (1H, d, J = 4.5 Hz), 4.39 (1H, m), 4.36 (1H, m), 3.63 (1H, d d, J = 6.9, 8.4 Hz), 1.37 (3H, d, J = 6.0 Hz)
化合物No. 311 (融点: 127). NMR 溶媒: CDCl3
13C: 150.6 (d d, J = 12.5, 247.5 Hz), 149.9 (d d, J = 13.0, 248.5 Hz), 148.6, 141.1, 136.4, 129.9 (d d, J = 3.5, 7.0 Hz), 121.2 (d d, J = 3.5, 6.3 Hz), 117.6 (d, J = 17.5 Hz), 114.3 (d, J = 18.6 Hz), 112.5, 80.4, 73.4, 53, 17.0
1H: 7.96 (1H, d, J = 1.3 Hz), 7.62 (1H, d d d, J = 2.1, 7.7, 11.5 Hz), 7.51 (1H, d, J = 1.3 Hz), 7.49 (1H, m), 7.19 (1H, d t, J = 8.3, 10.1 Hz), 5.13 (1H, d, J = 4.5 Hz), 5.04 (1H, d, J = 4.5 Hz), 4.39 (1H, m), 4.36 (1H, m), 3.65 (1H, m), 1.37 (3H, d, J = 6.0 Hz)
化合物No. 312 (融点: 118). NMR 溶媒: CDCl3
13C: 150.9, 142.2, 136.5, 133, 128.7, 127.4, 125.1, 113, 58.9, 39.4, 31.4, 25.6, 25.1, 14.9
1H: 7.89 (1H, d, J = 1.3 Hz), 7.81 (2H, m d, J = 8.3 Hz), 7.48 (1H, d, J = 1.3 Hz), 7.41 (2H, m t, J = 7.9 Hz), 7.30 (1H, m t, J = 7.5 Hz), 3.77 (1H, t t, J = 3.5, 12.0 Hz), 3.43 (2H, q, J = 7.1 Hz), 1.82 (4H, m), 1.66 (3H, m), 1.30 (2H, m), 1.25 (3H, t, J = 7.1 Hz), 1.13 (1H, m)
化合物No. 313 (融点: 121〜122). NMR 溶媒: CDCl3
13C: 150.9, 149.1, 148.5, 142, 136.2, 126.2, 117.3, 112.3, 111.2, 108.4, 58.9, 55.9, 55.9, 39.4, 31.4, 25.6, 25.1, 14.9
1H: 7.86 (1H, d, J = 1.3 Hz), 7.41 (1H, s), 7.41 (1H, d, J = 1.3 Hz), 6.91 (1H, d, J = 8.4 Hz), 7.30 (1H, d d, J = 2.0, 8.4 Hz), 3.96 (3H, s), 3.91 (3H, s), 3.77 (1H, t t, J = 3.5, 12.0 Hz), 3.43 (2H, q, J = 7.1 Hz), 1.84 (4H, m), 1.68 (3H, m), 1.29 (2H, m), 1.25 (3H, t, J = 7.1 Hz), 1.12 (1H, m)
化合物No. 314 (融点: 208). NMR 溶媒: DMSO
13C: 151.6 (d, J = 243.0 Hz), 150.6, 146.1 (d, J = 11.0 Hz), 139.5 (d, J = 2.5 Hz), 137.2, 126.8 (d, J = 7.0 Hz), 120.8 (d, J = 3.4 Hz), 114.1 (d, J = 2.0 Hz), 113.7, 112.1 (d, J = 19.5 Hz), 56.8, 56, 31, 28.9, 25, 24.6
1H: 8.04 (1H, d, J = 1.3 Hz), 7.90 (1H, d, J = 1.3 Hz), 7.64 (1H, d d, J = 2.0, 8.3 Hz ), 7.61 (1H, m), 7.18 (1H, t, J = 9.3 Hz), 3.86 (3H, s), 3.80 (1H, m), 2.92 (3H, s), 1.79 (4H, m), 1.62 (1H, m), 1.59 (2H, m), 1.30 (2H, m), 1.12 (1H, m)
化合物No. 315 (融点: 162〜163). NMR 溶媒: DMSO
13C: 151.6 (d, J = 242.5 Hz), 150.7, 146.4 (d, J = 10.5 Hz), 138.5, 137.5, 125.7 (d, J = 7.6 Hz), 121.2 (d, J = 3.0 Hz), 114.3, 114.1 (d, J = 2.0 Hz), 112.4 (d, J = 19.5 Hz), 58.5, 56.1, 31.3, 28.2, 24
1H: 8.31 (1H, s br), 8.03 (1H, d, J = 1.2 Hz), 7.69 (1H, d d, J = 2.0, 12.5 Hz), 7.65 (1H, m), 7.21 (1H, t, J = 8.8 Hz), 4.37 (1H, m), 3.86 (3H, s), 2.93 (3H, s), 1.88 (2H, m), 1.68 (4H, m), 1.53 (2H, m)
化合物No. 316 (融点: 205). NMR 溶媒: DMSO
13C: 151.6 (d, J = 243.5 Hz), 147.2 (d, J = 10.5 Hz), 144.6, 136.8, 136, 122.9, 121.8 (d, J = 3.3 Hz), 114.3, 114.3, 112.9 (d, J = 20.0 Hz), 80.7, 79.3, 61.3, 56.1, 22.3
1H: 9.05 (1H, s br), 8.31 (1H, d, J = 1.3 Hz), 7.82 (1H, d d, J = 2.2, 12.7 Hz), 7.74 (1H, d, J = 8.5 Hz), 7.28 (1H, t, J = 8.7 Hz), 5.21 (2H, s), 3.87 (3H, s), 3.86 (2H, s), 1.51 (6H, s)
化合物No. 317 (融点: 173〜174). NMR 溶媒: CDCl3
13C: 151.3, 150, 142.3, 141.5, 137.2, 133.4, 129 (2 sig.), 127.7, 125.4, 123, 122.8, 113.1, 112.7, 58.3, 40.6, 38.6, 36.2, 34.1, 29.7
1H: 8.01 (1H, s), 7.95 (1H, s), 7.69 (1H, d, J = 7.5 Hz), 7.59 (2H, m, J = 8.8 Hz), 7.51 (1H, s), 7.50 (1H, d, J = 8.0 Hz), 7.43 (1H, t, J = 7.7 Hz), 6.82 (2H, m, J = 8.8 Hz), 3.01 (6H, s), 3.0 (3H, s), 2.21 (9H, s), 1.74 (6H, s)
化合物No. 318 (融点: 181〜182). NMR 溶媒: CDCl3
13C: 168.1, 164.5, 157.6, 151.1, 141.7, 137.2, 133.7, 133.4, 128.7, 128, 125.5, 124.4, 116.1, 113.3, 58.4, 54.8, 54.2, 38.5, 36.2, 34.1, 29.6
1H: 8.31 (1H, s), 7.93 (1H, s), 7.91 (1H, s), 7.78 (1H, d, J = 7.6 Hz), 7.50 (1H, s), 7.46 (1H, t, J = 7.5 Hz), 7.40 (1H, d, J = 7.5 Hz), 4.04 (3H, s), 4.03 (3H, s), 2.99 (3H, s), 2.19 (9H, s), 1.73 (6H, s)
化合物No. 319 (融点: 109〜111). NMR 溶媒: CDCl3
13C: 151.9 (d, J = 246.0 Hz), 151.2, 147.8 (d, J = 11.0 Hz), 141.3, 136.8, 129.6 (d, J = 3.5 Hz), 117.3 (d, J = 7.0 Hz), 116.1 (d, J = 19.0 Hz), 113.1, 110.3 (d, J = 1.5 Hz), 57.6, 56.2, 31.3, 30, 25.4, 25.2
1H: 7.89 (1H, d, J = 1.2 Hz), 7.50 (1H, d d, J = 2.0, 8.2 Hz), 7.45 (1H, d, J = 1.2 Hz), 7.24 (1H, d d d, J = 2.0, 4.3, 8.3 Hz), 7.09 (1H, d d, J = 8.3, 11.0 Hz), 3.96 (3H, s), 3.95 (1H, m), 2.99 (3H, s), 1.86 (4H, m), 1.70 (1H, d br, J = 13.0 Hz), 1.58 (2H, d q, J = 4.5, 13.5 Hz), 1.37 (2H, t q, J = 3.0, 13.0 Hz), 1.13 (1H, t q, J = 3.4, 13.0 Hz)
化合物No. 320 (融点: 170〜171). NMR 溶媒: CDCl3
13C: 163.1 (d, J = 240.0 Hz), 151.1, 145.9 (d, J = 15.0 Hz), 141.5, 139.9 (d, J = 8.0 Hz), 137.4, 137.2, 134.7 (d, J = 4.5 Hz), 134.1, 129.5, 126.1, 124.8, 123.8, 113.5, 109.4 (d, J = 37.5 Hz), , 58.5, 38.6, 36.2, 34.1, 29.7
1H: 8.49 (1H, m, J = 2.5 Hz), 8.05 (1H, m, J = 2.5, 7.5 Hz), 8.02 (1H, m, J = 1.6 Hz), 7.95 (1H, d, J = 1.3 Hz), 7.81 (1H, d t, J = 1.5, 7.5 Hz), 7.55 (1H, d, J = 1.3 Hz), 7.51 (1H, t, J = 7.5 Hz), 7.46 (1H, d t, J = 1.5, 7.8 Hz), 7.03 (1H, m, J = 3.0, 8.5 Hz), 3.0 (3H, s), 2.20 (9H, s), 1.74 (6H, s)
化合物No. 321 (融点: 100〜103). NMR 溶媒: CDCl3
13C: 151.9 (d, J = 246.0 Hz), 151.5, 147.8 (d, J = 11.0 Hz), 141.3, 136.8, 129.5 (d, J = 3.5 Hz), 117.3 (d, J = 7.0 Hz), 116.2 (d, J = 19.0 Hz), 113.2, 110.3, 59.3, 56.2, 31.2, 28.9, 24.3
1H: 7.94 (1H, d, J = 1.0 Hz), 7.50 (1H, d d, J = 2.0, 7.50 Hz), 7.47 (1H, d, J = 1.0 Hz), 7.24 (1H, d d d, J = 2.0, 4.3, 8.3 Hz), 7.09 (1H, d d, J = 8.3, 11.0 Hz), 4.44 (1H, qt, J = 8.0 Hz), 3.97 (3H, s), 3.0 (3H, s), 1.96 (2H, m), 1.75 (4H, m), 1.63 (2H, m)
化合物No. 322 (融点: 216〜217). NMR 溶媒: CDCl3
13C: 156.9, 151, 142.4, 141.9, 141.4, 137.3, 132.9, 129.7, 129, 126.3, 124.2, 124.1, 118.8, 114.7, 114.5, 113.4, 58.5, 38.6, 36.2, 34.1, 29.7
1H: 8.07 (1H, br), 8.03 (1H, d, J = 1.3 Hz), 7.90 (1H, s br), 7.70 (1H, d t, J = 1.7, 7.4 Hz), 7.52 (1H, d, J = 1.3 Hz), 7.44 (1H, d t, J = 1.8, 7.8 Hz), 7.40 (1H, t, J = 7.6 Hz), 7.24 (1H, t, J = 7.9 Hz), 7.17 (1H, s br), 7.13 (1H, m), 6.85 (1H, d d d, J = 0.9, 2.5, 8.0 Hz), 3.0 (3H, s), 2.20 (9H, s), 1.74 (6H, s)
化合物No. 323 (融点: 184〜185). NMR 溶媒: CDCl3
13C: 163.6, 151.2, 145, 141.8, 138.3, 137.6, 137.3, 133.8, 130, 129.3, 125.7, 124, 123.5, 113.3, 110.7, 58.4, 53.5, 38.6, 36.2, 34.1, 29.7
1H: 8.44 (1H, d d, J = 0.6, 2.5 Hz), 7.98 (1H, m), 7.95 (1H, d, J = 1.3 Hz), 7.87 (1H, d d, J = 2.5, 8.6 Hz), 7.77 (1H, d t, J = 1.8, 7.0 Hz), 7.53 (1H, d, J = 1.3 Hz), 7.48 (1H, t, J = 7.5 Hz), 7.45 (1H, m), 6.83 (1H, d d, J = 0.6, 8.6 Hz), 3.99 (3H, s), 3.0 (3H, s), 2.20 (9H, s), 1.73 (6H, s)
化合物No. 324 (融点: 138〜140). NMR 溶媒: CDCl3
13C: 168.4, 151.2, 142, 140.9, 137.3, 137.3, 136.8, 133.5, 129.1, 127.6, 126, 123.8, 123.6, 120, 113.3, 58.4, 38.6, 36.2, 34.1, 29.7, 24.6
1H: 8.01 (1H, t, J = 1.7 Hz), 7.95 (1H, d, J = 1.2 Hz), 7.74 (1H, d t, J = 1.7, 7.3 Hz), 7.60 (4H, br), 7.52 (1H, d, J = 1.2 Hz), 7.49 (1H, d t, J = 1.9, 7.8 Hz), 7.44 (1H, t, J = 7.6 Hz), 3.0 (3H, s), 2.20 (9H, s), 2.19 (3H, s), 1.73 (6H, s)
化合物No. 325 (融点: 150〜152). NMR 溶媒: CDCl3
13C: 151.1, 143.6, 141.8, 138.7, 137.2, 133.6, 132.8, 129.1, 126.3, 124.9, 123.7, 122.5, 113.2, 108.9, 58.4, 38.5, 36.2, 34.1, 29.6
1H: 7.96 (1H, s), 7.94 (1H, s), 7.81 (1H, s), 7.66 (1H, m), 7.51 (1H, s), 7.49 (1H, m), 7.40 (2H, m), 6.78 (1H, m), 2.99 (3H, s), 2.20 (9H, s), 1.73 (6H, s)
化合物No. 326 (融点: 105〜107). NMR 溶媒: CDCl3
13C: 159.1, 151.8, 142, 136.8, 126.4, 125.8, 114, 112.1, 59.3, 55.3, 31.1, 28.8, 24.3
1H: 7.91 (1H, d, J = 1.2 Hz), 7.73 (2H, d, J = 8.8 Hz), 7.41 (1H, d, J = 1.2 Hz), 6.95 (2H, d, J = 8.8 Hz), 4.45 (1H, qt, J = 8.0 Hz), 3.85 (3H, s), 3.0 (3H, s), 1.95 (2H, m), 1.76 (2H, m), 1.67 (2H, m), 1.63 (2H, m)
化合物No. 327 (融点: 92〜94). NMR 溶媒: CDCl3
13C: 159.9, 151.6, 142, 136.9, 134.4, 129.7, 117.5, 113.6, 113.5, 110.1, 59.3, 55.3, 31.2, 28.9, 24.3
1H: 7.93 (1H, d, J = 1.3 Hz), 7.51 (1H, d, J = 1.3 Hz), 7.40 (1H, d d, J = 1.4, 2.4 Hz), 7.36 (1H, td, J = 1.2, 7.6 Hz), 7.32 (1H, t, J = 7.7 Hz), 6.86 (1H, d d d, J = 1.3, 2.7, 8.0 Hz), 4.45 (1H, m), 3.88 (3H, s), 3.0 (3H, s), 1.96 (2H, m), 1.78 (2H, m), 1.68 (2H, m), 1.60 (2H, m)
化合物No. 328 (融点: 153〜154). NMR 溶媒: CDCl3
13C: 159.2, 146.6, 142.5, 136.1, 126.4, 125.5, 114.1, 110.9, 81.1, 80.3, 61.8, 55.3, 22.9
1H: 7.93 (1H, d, J = 1.5 Hz), 7.71 (2H, d, J = 8.9 Hz), 7.41 (1H, d, J = 1.5 Hz), 6.94 (2H, d, J = 8.9 Hz), 5.13 (2H, s), 3.88 (2H, s), 3.84 (3H, s), 1.61 (6H, s)
化合物No. 329 (融点: 100〜101). NMR 溶媒: CDCl3
13C: 159.9, 146.4, 142.4, 136.1, 134.1, 129.7, 117.5, 113.8, 112.3, 110.2, 81, 80.3, 61.8, 55.3, 22.8
1H: 7.95 (1H, d, J = 1.3 Hz), 7.51 (1H, d, J = 1.3 Hz), 7.40 (1H, d d, J = 1.5, 2.5 Hz), 7.34 (1H, t d, J = 1.5, 7.6 Hz), 7.30 (1H, t, J = 7.8 Hz), 6.85 (1H, d d d, J = 1.5, 2.7, 7.9 Hz), 5.12 (2H, s), 3.87 (2H, s), 3.86 (3H, s), 1.61 (6H, s)
化合物No. 330 (融点: 164〜166). NMR 溶媒: DMSO
13C: 151.2 (d, J = 240.0 Hz), 150.8, 144.0 (d, J = 12.3 Hz), 139.9 (d, J = 2.0 Hz), 137.4, 125.4 (d, J = 7.0 Hz), 121.0 (d, J = 3.0 Hz), 117.9 (d, J = 3.2 Hz), 113.5, 112.5 (d, J = 19.5 Hz), 56.8, 31.3, 29, 25.1, 24.8
1H: 9.89 (1H, s), 8.06 (1H, d, J = 1.3 Hz), 7.88 (1H, d, J = 1.3 Hz), 7.58 (1H, d d, J = 2.0, 12.7 Hz), 7.48 (1H, m, J = 2.0, 8.4 Hz), 6.95 (1H, d d, J = 8.4, 9.0 Hz), 3.80 (1H, m), 2.91 (3H, s), 1.76 (4H, m), 1.60 (1H, m), 1.55 (2H, m), 1.29 (2H, m), 1.10 (1H, m)
化合物No. 331 (融点: 170〜171). NMR 溶媒: DMSO
13C: 151.2 (d, J = 240.0 Hz), 151.2, 144.0 (d, J = 12.5 Hz), 139.9 (d, J = 2.6 Hz), 137.4, 125.4 (d, J = 6.9 Hz), 121.0 (d, J = 3.0 Hz), 117.9 (d, J = 3.3 Hz), 113.5, 112.5 (d, J = 19.5 Hz), 58.4, 31.2, 28.2, 24
1H: 9.89 (1H, s), 8.06 (1H, d, J = 1.3 Hz), 7.88 (1H, d, J = 1.3 Hz), 7.58 (1H, d d, J = 2.0, 12.7 Hz), 7.48 (1H, d d d, J = 1.0, 2.0, 8.4 Hz), 6.95 (1H, d d, J = 8.4, 9.1 Hz), 4.35 (1H, m), 2.92 (3H, s), 1.87 (2H, m), 1.67 (4H, m), 1.53 (2H, m)
化合物No. 332 (融点: 194〜196). NMR 溶媒: DMSO
13C: 151.2 (d, J = 240.0 Hz), 146.2, 144.1 (d, J = 12.0 Hz), 140.2 (d, J = 2.3 Hz), 136.9, 125.3 (d, J = 6.8 Hz), 121.1 (d, J = 3.0 Hz), 117.9 (d, J = 3.7 Hz), 112.5 (d, J = 20.0 Hz), 112.5, 80.6, 79.3, 60.8, 22.4
1H: 9.91 (1H, s), 8.11 (1H, d, J = 1.3 Hz), 7.91 (1H, d, J = 1.3 Hz), 7.59 (1H, d d, J = 2.1, 12.5 Hz), 7.48 (1H, m, J = 2.1, 8.6 Hz), 6.95 (1H, d d, J = 8.6, 9.1 Hz), 5.16 (2H, s), 3.84 (2H, s), 1.49 (6H, s)
化合物No. 333 (融点: 173〜176). NMR 溶媒: DMSO
13C: 150.4 (d, J = 240.0 Hz), 146.1, 145.0 (d, J = 12.5 Hz), 140.2, 136.9, 130.1 (d, J = 3.0 Hz), 116.2 (d, J = 18.5 Hz), 115.9 (d, J = 6.3 Hz), 114.3 (d, J = 2.7 Hz), 113.1, 80.6, 79.3, 60.8, 22.4
1H: 9.93 (1H, s), 8.13 (1H, d, J = 1.3 Hz), 7.92 (1H, d, J = 1.3 Hz), 7.46 (1H, d d, J = 2.1, 8.8 Hz), 7.24 (1H, d d d, J = 2.1, 4.4, 8.5 Hz), 7.13 (1H, d d, J = 8.5, 11.2 Hz), 5.16 (2H, s), 3.84 (2H, s), 1.49 (6H, s)
化合物No. 334 (融点: 154〜155). NMR 溶媒: CDCl3
13C: 154.6, 150.9, 150.7, 137.8, 134.3, 128.9, 124.2, 122.9, 121, 114.6, 110.9, 101.9, 57.6, 31.4, 29.9, 25.4, 25.2
1H: 7.97 (1H, d, J = 1.3 Hz), 7.61 (1H, d, J = 1.3 Hz), 7.60 (1H, m), 7.49 (1H, d, J = 8.0 Hz), 7.28 (1H, d t, J = .15, 7.5 Hz), 7.24 (1H, d t, J = 1.1, 7.3 Hz), 7.10 (1H, s), 3.97 (1H, m), 3.01 (3H, s), 1.87 (4H, m), 1.71 (1H, d br, J = 13.0 Hz), 1.59 (2H, d q, J = 3.5, 12.5 Hz), 1.39 (2H, q, J = 13.0 Hz), 1.14 (1H, t q, J = 3.5, 13.0 Hz)
化合物No. 335 (融点: 161〜163). NMR 溶媒: CDCl3
13C: 151, 148.5, 146.7, 139.2, 137.3, 132.4, 129, 123.6, 114, 57.6, 31.4, 30, 25.4, 25.2
1H: 9.01 (1H, d d, J = 0.8, 2.3 Hz), 8.53 (1H, d d, J = 1.7, 4.8 Hz), 8.12 (1H, d d d, J = 1.8, 2.2, 8.0 Hz), 7.94 (1H, d, J = 1.3 Hz), 7.58 (1H, d, J = 1.3 Hz), 7.34 (1H, d d d, J = 0.8, 4.9, 8.0 Hz), 3.95 (1H, m), 3.01 (3H, s), 1.87 (4H, m), 1.71 (1H, d br, J = 13.5 Hz), 1.59 (2H, d q, J = 3.5, 12.5 Hz), 1.38 (2H, t q, J = 3.5, 13.0 Hz), 1.13 (1H, t q, J = 3.5, 13.5 Hz)
化合物No. 336 (融点: 211〜213). NMR 溶媒: CDCl3
13C: 151, 150.4, 148, 141.4, 137.4, 137.3, 137, 135.5, 134.2, 129.5, 126, 125.1, 124.2, 123.8, 113.6, 58.5, 38.6, 36.2, 34.1, 29.7
1H: 8.66 (1H, d, J = 2.0 Hz), 8.02 (1H, s), 7.95 (1H, s), 7.92 (1H, d d, J = 2.5, 8.3 Hz), 7.81 (1H, d, J = 7.3 Hz), 7.55 (1H, s), 7.51 (1H, t, J = 7.51 Hz), 7.46 (1H, d, J = 8.0 Hz), 7.41 (1H, d, J = 8.3 Hz), 3.0 (3H, s), 2.20 (9H, s), 1.73 (6H, s)
化合物No. 337 (融点: オイル). NMR 溶媒: CDCl3
13C: 147.5, 145.8, 140.9, 133, 128.6, 127.3, 125, 111.1, 81, 80.6, 61, 22.9, 14.3
1H: 7.74 (2H, d, J = 8.3 Hz), 7.38 (2H, t, J = 7.9 Hz), 7.27 (1H, t, J = 7.6 Hz), 7.20 (1H, s), 4.90 (2H, s), 3.88 (2H, s), 2.56 (3H, s), 1.61 (6H, s)
化合物No. 338 (融点: 129〜130). NMR 溶媒: CDCl3
13C: 154.6, 150.4, 146.1, 137.3, 134.9, 128.8, 124.3, 123, 121.1, 113.2, 110.9, 102.3, 81.1, 80.3, 62, 22.8
1H: 8.04 (1H, d, J = 1.3 Hz), 7.61 (1H, d, 1.3 Hz), 7.60 (1H, m), 7.48 (1H, m, J = 7.8 Hz), 7.30 (1H, d t, J = 1.5, 7.3 Hz), 7.24 (1H, d t, J = 1.2, 7.4 Hz), 7.10 (1H, s), 5.16 (2H, s), 3.89 (2H, s), 1.62 (6H, s)
化合物No. 339 (融点: 154〜155). NMR 溶媒: CDCl3
13C: 148.6, 142.8, 136.5, 132.6, 128.7, 127.8, 125.2, 112.2, 80.3, 67.1, 46.0
1H: 8.05 (1H, d, J = 1.3 Hz), 7.80 (2H, m d, J = 8.4 Hz), 7.60 (1H, d, J = 1.3 Hz), 7.41 (2H, m t, J = 7.5 Hz), 7.31 (1H, m t, J = 7.3 Hz), 5.12 (2H, s), 4.15 (2H, t, J = 6.5 Hz), 3.80 (2H, t, J = 6.5 Hz)
化合物No. 340 (融点: 122〜123). NMR 溶媒: CDCl3
13C: 159.9, 148.4, 142.8, 136.6, 136.2, 133.9, 129.7, 129, 128.9, 126.1, 117.6, 113.9, 112.3, 110.3, 80.4, 80, 55.3, 53
1H: 8.97 (1H, d, J = 1.3 Hz), 7.59 (1H, d, J = 1.3 Hz), 7.47-7.37 (5H, m), 7.40 (1H, m), 7.36 (1H, m), 7.31 (1H, t, J = 7.7 Hz), 6.87 (1H, d d d, J = 1.3, 2.6, 7.9 Hz), 5.43 (1H, d, J = 4.5 Hz), 5.26 (1H, d, J = 4.5 Hz), 5.16 (1H, d d, J = 6.1, 8.8 Hz), 4.16 (1H, d d, J = 6.2, 10.0 Hz), 3.87 (3H, s), 3.68 (1H, t, J = 9.5 Hz)
化合物No. 341 (融点: 164〜165). NMR 溶媒: CDCl3
13C: 159.1, 151.4, 142, 136.8, 126.4, 125.8, 114, 112.1, 57.5, 55.3, 31.3, 30, 25.4, 25.2
1H: 7.89 (1H, d, J = 1.3 Hz), 7.40 (1H, d, J = 1.3 Hz), 7.33 (2H, m d, J = 9.0 Hz), 6.95 (2H, m d, J = 9.0 Hz), 3.95 (1H, m), 3.84 (3H, s), 2.99 (3H, s), 1.86 (4H, m), 1.70 (1H, d br, J = 13.0 Hz), 1.58 (2H, d q, J = 3.5, 12.5 Hz), 1.37 (2H, t q, J = 3.2, 13.0 Hz), 1.12 (1H, t q, J = 3.5, 13.0 Hz)
化合物No. 342 (融点: 122〜123). NMR 溶媒: CDCl3
13C: 159.9, 151.3, 141.9, 136.8, 134.4, 129.7, 117.5, 113.6, 113.5, 110.1, 57.5, 55.3, 31.3, 30, 25.4, 25.2
1H: 7.92 (1H, d, J = 1.3 Hz), 7.49 (1H, d, J = 1.3 Hz), 7.40 (1H, d d, J = 1.4, 2.5 Hz), 7.36 (1H, t d, J = 1.4, 7.7 Hz), 7.31 (1H, 1H, t, J = 8.0 Hz), 6.85 (1H, d d d, J = 1.2, 2.5, 7.9 Hz), 3.95 (1H, m), 3.88 (3H, s), 3.0 (3H, s), 1.86 (2H, m), 1.84 (2H, m), 1.70 (1H, d br, J = 13.0 Hz), 1.58 (2H, d q, J = 4.5, 13.3 Hz), 1.38 (2H, t q, J = 3.2, 13.0 Hz), 1.13 (1H, t q, J = 3.5, 13.0 Hz)
化合物No. 343 (融点: 150〜152). NMR 溶媒: DMSO
13C: 150.3 (d, J = 240.0 Hz), 150.8, 144.9 (d, J = 12.5 Hz), 139.9, 137.5, 130.2 (d, J = 3.5 Hz), 116.2 (d, J = 18.7 Hz), 115.9 (d, J = 6.3 Hz), 114.2 (d, J = 3.0 Hz), 114.1, 56.8, 31.3, 29, 25.1, 24.8
1H: 9.89 (1H, s br), 8.08 (1H, s), 7.89 (1H, s), 7.45 (1H, d, J = 8.3 Hz), 7.24 (1H, s br), 7.13 (1H, m, J = 9.0, 11.0 Hz), 3.79 (1H, s br), 2.91 (3H, s), 1.76 (4H, m), 1.58 (3H, m), 1.29 (2H, m), 1.10 (1H, m)
化合物No. 344 (融点: 144〜145). NMR 溶媒: DMSO
13C: 151.1, 150.3 (d, J = 241.0 Hz), 144.9 (d, J = 12.5 Hz), 140.0, 137.5, 130.2 (d, J = 3.2 Hz), 116.3 (d, J = 18.5 Hz), 115.9 (d, J = 6.5 Hz), 114.2 (d, J = 3.0 Hz), 114.1, 58.4, 31.2, 28.2, 24.0
1H: 9.91 (1H, s), 8.08 (1H, s), 7.88 (1H, d, J = 1.3 Hz), 7.45 (1H, d d, J = 2.0, 8.7 Hz), 7.24 (1H, m), 7.13 (1H, d d, J = 8.6, 11.2 Hz), 4.35 (1H, m), 2.92 (3H, s), 1.87 (2H, m), 1.68 (4H, m), 1.53 (2H, m)
化合物No. 345 (融点: 113〜114). NMR 溶媒: CDCl3
13C: 150.8, 150.5 (t, J = 3.0 Hz), 141.2, 136.6, 130.5, 126.5, 119.7, 115.9 (t, J = 259.5 Hz), 113.1, 58.9, 39.4, 31.4, 25.6, 25.1, 14.9
1H: 7.87 (1H, d, J = 1.3 Hz), 7.80 (2H, m d, J = 8.8 Hz), 7.45 (1H, d, J = 1.3 Hz), 7.16 (2H, m d, J = 8.8 Hz), 6.54 (1H, t, J = 74 Hz), 3.75 (1H, t t, J = 3.5, 12.0 Hz), 3.43 (2H, q, J = 7.1 Hz), 1.85 (4H, m), 1.68 (2H, m), 1.64 (1H, m), 1.29 (2H, m), 1.25 (3H, t, J = 7.1 Hz), 1.12 (1H, m)
化合物No. 346 (融点: 129〜131). NMR 溶媒: CDCl3
13C: 150.6 (d d, J = 13.0, 247.5 Hz), 150.6, 149.7 (d d, J = 12.5, 248.0 Hz), 140.4 (d, J = 2.0 Hz), 136.6, 130.3 (d d, J = 3.5, 7.0 Hz), 121.0 (d d, J = 3.6, 6.1 Hz), 117.5 (d, J = 17.5 Hz), 114.1 (d, J = 18.5 Hz), 113.4, 59, 39.5, 31.4, 25.6, 25.1, 14.9
1H: 7.85 (1H, d, J = 1.3 Hz), 7.61 (1H, d d d, J = 2.2, 7.6, 11.6 Hz), 7.49 (1H, m), 7.44 (1H, d, J = 1.3 Hz), 7.18 (1H, d t, J = 8.4, 10.2 Hz), 3.74 (1H, t t, J = 3.5, 12.0 Hz), 3.43 (2H, q, J = 7.1 Hz), 1.85 (4H, m), 1.67 (2H, m), 1.64 (1H, m), 1.30 (2H, m), 1.25 (3H, t, J = 7.1 Hz), 1.13 (1H, m)
化合物No. 347 (融点: 144〜145). NMR 溶媒: DMSO
13C: 157.6, 146.2, 141, 136.9, 134.6, 129.6, 115.7, 114.2, 113.4, 111.7, 80.6, 79.3, 60.8, 22.4
1H: 9.43 (1H, s), 8.13 (1H, d, J = 1.3 Hz), 7.93 (1H, d, J = 1.3 Hz), 7.26 (2H, m), 7.16 (1H, t, J = 7.8 Hz), 6.66 (1H, d d d, J = 1.5, 2.0, 8.0 Hz), 5.17 (2H, s), 3.83 (2H, s), 1.50 (6H, s)
化合物No. 348 (融点: 129〜130). NMR 溶媒: CDCl3
13C: 146.4, 141.8, 136.4, 132.9, 130.6, 128.7, 128.5, 125, 123.1, 112.4, 94, 81.9, 81.1, 80.3, 65.5, 61.9, 31.5, 22.8
1H: 7.97 (1H, d, J = 1.3 Hz), 7.85 (1H, br), 7.74 (1H, m), 7.51 (1H, d, J = 1.3 Hz), 7.34 (2H, m), 5.12 (2H, s), 3.88 (2H, s), 1.63 (6H, s), 1.61 (6H, s)
化合物No. 349 (融点: 129〜131). NMR 溶媒: DMSO
13C: 150.3, 138.4, 137.5, 134.2, 131.5, 130.9, 129.1, 126.3, 124.8, 115.7, 58.3, 39.1, 30.2, 25.3, 24.7, 14.7
1H: 8.15 (1H, d, J = 1.3 Hz), 8.11 (1H, d, J = 1.3 Hz), 8.09 (1H, d, J = 2.0 Hz), 7.84 (1H, d d, J = 2.0, 8.4 Hz), 7.65 (1H, d, J = 8.4 Hz), 3.57 (1H, t br, J = 10.5 Hz), 3.38 (2H, q, J = 7.1 Hz), 1.79 (2H, m), 1.75 (2H, m), 1.64 (2H, m), 1.55 (1H, m), 1.17 (2H, m), 1.1 (3H, t, J = 7.1 Hz), 1.10 (1H, m)
化合物No. 350 (融点: 92〜93). NMR 溶媒: CDCl3
13C: 159.1, 151, 142, 136.4, 126.4, 125.8, 114.1, 111.9, 58.9, 55.3, 39.3, 31.4, 25.6, 25.1, 14.9
1H: 7.87 (1H, d, J = 1.3 Hz), 7.73 (2H, m d, J = 8.8 Hz), 7.38 (1H, d, J = 1.3 Hz), 6.85 (2H, m d, J = 8.8 Hz), 3.84 (3H, s), 3.77 (1H, t t, J = 3.5, 12.0 Hz), 3.43 (2H, t, J = 7.1 Hz), 1.85 (4H, m), 1.68 (2H, m), 1.64 (1H, m), 1.30 (2H, m), 1.25 (3H, t, J = 7.1 Hz), 1.12 (1H, m)
化合物No. 351 (融点: 100〜101). NMR 溶媒: CDCl3
13C: 152.0 (d, J = 246.5 Hz), 147.8 (d, J = 11.0 Hz), 146.4, 141.8, 136.1, 129.4 (d, J = 3.5 Hz), 117.4 (d, J = 7.0 Hz), 116.2 (d, J = 18.5 Hz), 112, 110.4 (d, J = 1.5 Hz), 81.1, 80.3, 61.9, 56.2, 22.8
1H: 7.94 (1H, d, J = 1.3 Hz), 7.48 (1H, d d, J = 2.0, 8.2 Hz), 7.47 (1H, d, J = 1.3 Hz), 7.23 (1H, d d d, J = 2.0, 4.3, 8.3 Hz), 7.09 (1H, d d, J = 8.3, 11.0 Hz), 5.13 (2H, s), 3.96 (3H, s), 3.89 (2H, s), 1.61 (6H, s)
化合物No. 352 (融点: 113〜114). NMR 溶媒: CDCl3
13C: 146.5, 143.1, 142.6, 136.2, 132.8, 128.8, 127.8, 125.2, 122.6, 112, 81.1, 80.4, 70.9, 61.8, 45.7, 30.7, 29.3, 22.9
1H: 7.97 (1H, d, J = , 1.3 Hz), 7.68 (1H, t br, J = 2.0 Hz), 7.58 (1H, m d, J = 7.7 Hz), 7.50 (1H, d, J = 1.3 Hz), 7.32 (1H, t, J = 7.6 Hz), 7.15 (1H, m d, J = 7.7 Hz), 5.13 (2H, s), 3.89 (2H, s), 2.75 (2H, m), 1.84 (2H, m), 1.62 (6H, s), 1.30 (6H, s)
化合物No. 353 (融点: 192 (dec.)). NMR 溶媒: CDCl3
13C: 150.4, 137.9, 137.5, 136.7, 136, 132.9, 125.9, 122.7, 115.2, 58.7, 38.5, 36.1, 34.1, 29.6
1H: 8.68 (1H, s), 8.13 (1H, d, J = 6.3 Hz), 7.92 (1H, d, J = 0.9 Hz), 7.70 (1H, d, J = 8.1 Hz), 7.56 (1H, d, J = 0.9 Hz), 7.30 (1H, d d, J = 6.3, 8.1 Hz), 2.98 (3H, s), 2.18 (9H, m), 1.72 (6H, m)
化合物No. 354 (融点: 217 (dec.)). NMR 溶媒: CDCl3
13C: 151, 141.1, 140.2, 137.6, 137.6, 137.5, 135.5, 134.4, 129.7, 125.9, 125.8, 125.7, 124.8, 123.7, 113.6, 58.5, 38.6, 36.2, 34.1, 29.6
1H: 8.54 (1H, t, J = 1.5 Hz), 8.21 (1H, d d d, J = 1.0, 1.6, 6.4 Hz), 8.0 (1H, t, J = 1.8 Hz), 7.95 (1H, d, J = 1.3 Hz), 7.86 (1H, td, J = 1.5, 7.8 Hz), 7.56 (1H, d d d, J = 1.0, 1.5, 8.0 Hz), 7.55 (1H, d, J = 1.3 Hz), 7.52 (1H, t, J = 7.8 Hz), 7.44 (1H, d d d, J = 1.5, 1.8, 7.8 Hz), 7.36 (1H, d d, J = 6.5, 8.0 Hz), 3.0 (3H, s), 2.20 (9H, s), 1.73 (6H, s)
化合物No. 355 (融点: 144〜147). NMR 溶媒: CDCl3
13C: 160, 149.9, 140.6, 135.9, 132.5, 129.9, 117.6, 114.5, 113.5, 110.3, 59.2, 55.5, 39.7, 31.3, 25.5, 25, 14.9
1H: 8.13 (1H, br), 7.50 (1H, m), 7.50 (1H, d, J = 1.3 Hz), 7.38 (1H, m, J = 7.7 Hz), 7.34 (1H, t, J = 7.8 Hz), 6.90 (1H, d d d, J = 1.3, 2.6, 8.0 Hz), 3.90 (3H, s), 3.72 (1H, t t, J = 3.5, 12 Hz), 3.44 (2H, q, J = 7.1 Hz), 1.86 (4H, m), 1.69 (2H, m), 1.65 (1H, m), 1.30 (2H, m), 1.27 (3H, t, J = 7.1 Hz), 1.13 (1H, m)
化合物No. 356 (融点: 120〜121). NMR 溶媒: DMSO
13C: 146.3, 145.9, 141.7, 137.5, 136.5, 126.1, 113.2, 111.7, 110.7, 110.6, 80.6, 79.3, 60.8, 55.3, 22.5
1H: 8.07 (1H, d, 1.3 Hz), 7.71 (1H, d, J = 1.3 Hz), 7.14 (1H, d, J = 2.0 Hz), 7.0 (1H, d d, J = 2.0, 8.5 Hz), 6.79 (1H, d, J = 8.5 Hz), 5.16 (2H, s), 4.72 (2H, s), 3.83 (2H, s), 3.77 (3H, s), 1.49 (6H, s)
化合物No. 357 (融点: 176 (dec.)). NMR 溶媒: DMSO
13C: 150.8, 149.5, 137.3, 136.7, 126.1, 122, 121, 119.7, 116.6, 114.3, 57, 31.4, 28.9, 25, 24.8
1H: 11.13 (1H, s), 10.0 (3H, br), 8.75 (1H, s br), 8.05 (1H, s br), 7.81 (1H, s br), 7.70 (1H, d, J = 7.7 Hz), 7.13 (1H, d, J = 7.7 Hz), 3.85 (1H, m), 2.93 (3H, s), 1.78 (4H, m), 1.55 (3H, m), 1.30 (2H, m), 1.16 (1H, m)
化合物No. 358 (融点: 209 (dec.)). NMR 溶媒: DMSO
13C: 150.7, 145.2, 137.8, 136.9, 126.1, 122.8, 121, 119.6, 116.6, 113.3, 80.6, 79.3, 61.1, 22.4
1H: 11.08 (1H, s), 9.98 (3H, s br), 8.62 (1H, s br), 8.04 (1H, s br), 7.81 (1H, d, J = 2.0 Hz), 7.70 (1H, d d, J = 2.0, 8.5 Hz), 7.11 (1H, d, J = 8.5 Hz), 5.18 (2H, s), 3.85 (2H, s), 1.50 (6H, s)
化合物No. 359 (融点: 97〜98). NMR 溶媒: CDCl3
13C: 145.9, 145.6, 131.5, 131.3, 130.3, 119.2, 115.4, 82.4, 79.5, 62.4, 22.9
1H: 8.18 (1H, d, J = 8.8 Hz), 8.08 (1H, d, J = 1.4 Hz), 7.58 (1H, d d, J = 1.4, 8.8 Hz), 5.53 (2H, s), 3.90 (2H, s), 1.68 (6H, s)
化合物No. 360 (融点: 138〜140). NMR 溶媒: CDCl3
13C: 163.3 (d d, J = 10.0, 252.0 Hz), 152.9 (d d, J = 15.0, 262.5 Hz), 145.3, 135.1 (d d, J = 7.2, 16.8 Hz), 132.7 (d, J = 19.0 Hz), 101.7 (d d, J = 20.0, 30.0 Hz), 97.2 (d d, J = 5.5, 29.5 Hz), 82.4, 79.5, 62.5, 22.9
1H: 7.75 (1H, d d d, J = 0.9, 2.1, 8.0 Hz), 6.97 (1H, d t, J = 2.1, 9.4 Hz), 5.52 (2H, s), 3.90 (2H, s), 1.67 (6H, s)
化合物No. 361 (融点: 146〜147). NMR 溶媒: CDCl3
13C: 146.2, 144.7, 143.1, 140.2, 133.5, 128.9, 128.1, 127.9, 125.7, 119.9, 112.4, 82.5, 79.6, 62.2, 23
1H: 8.44 (1H, d d, J = 1.7, 1.6 Hz), 8.14 (1H, d d, J = 0.7, 8.7 Hz), 7.74 (1H, d d, J = 1.6, 8.7 Hz), 7.71 (2H, m, J = 8.2 Hz), 7.50 (2H, m, J = 7.9 Hz), 7.42 (1H, m, J = 7.5 Hz), 5.57 (2H, s), 3.92 (2H, s), 1.70 (6H, s)
化合物No. 362 (融点: 225 (dec.)). NMR 溶媒: DMSO
13C: 150.4, 138.3, 137.1, 135.7, 134.7, 132.8, 126.7, 121.2, 117, 56.8, 31.4, 29, 25.1, 24.8
1H: 8.70 (1H, t, J = 1.5 Hz), 8.28 (1H, s), 8.20 (1H, s), 8.11 (1H, d, J = 6.5 Hz), 7.78 (1H, d, J = 8.1 Hz), 7.45 (1H, d d, J = 6.5, 8.1 Hz), 3.80 (1H, m), 2.92 (3H, s), 1.77 (4H, m), 1.56 (3H, m), 1.30 (2H, m), 1.11 (1H, m)
化合物No. 363 (融点: 171). NMR 溶媒: CDCl3
13C: 161.6, 155.2, 151.1, 141, 137, 135.5, 134.1, 130.5, 121.8, 119.3, 118.9, 117.9, 117, 113.9, 105.7, 57.6, 31.3, 29.9, 25.4, 25.2
1H: 7.89 (1H, d, J = 1.3 Hz), 7.64 (1H, t d, J = 1.2, 7.9 Hz), 7.60 (2H, m d, J = 8.9 Hz), 7.53 (1H, t br, J = 2.0 Hz), 7.51 (1H, d, J = 1.3 Hz), 7.43 (1H, t, J = 7.9 Hz), 7.05 (2H, m d, J = 8.9 Hz), 7.0 (1H, d d d, J = 1.0, 2.5, 7.9 Hz), 3.94 (1H, m), 2.99 (3H, s), 1.87 (2H, m), 1.84 (2H, m), 1.70 (1H, d br, J = 13.5 Hz), 1.58 (2H, d q, J = 3.4, 12.3 Hz), 1.37 (2H, t q, J = 3.0, 12.7 Hz), 1.12 (1H, t q, J = 3.2, 13.2 Hz)
化合物No. 364 (融点: 173). NMR 溶媒: CDCl3
13C: 161.6, 155.3, 146.2, 141.5, 136.2, 135.2, 134.1, 130.5, 121.8, 119.5, 118.9, 118, 117.1, 112.8, 105.8, 81, 80.3, 61.9, 22.8
1H: 7.93 (1H, d, J = 1.3 Hz), 7.64 (1H, m), 7.61 (2H, m d, J = 9.0 Hz), 7.53 (1H, d, J = 1.3 Hz), 7.52 (1H, t br, J = 2.0 Hz), 7.44 (1H, t, J = 8.0 Hz), 7.05 (2H, m d, J = 9.0 Hz), 7.0 (1H, d d d, J = 1.0, 2.5, 8.0 Hz), 5.11 (2H, s), 3.88 (2H, s), 1.61 (6H, s)
化合物No. 365 (融点: 154 (dec.)). NMR 溶媒: DMSO
13C: 150.6, 148.4, 139.9, 137.4, 130, 125.9, 118.8, 114.9, 113.4, 111.6, 56.8, 55.8, 31.3, 29, 25.2, 24.8
1H: 8.19 (1H, s br), 7.84 (1H, s br), 7.44 (1H, d, J = 2.0 Hz), 7.38 (1H, dd, J = 2.0, 8.6 Hz), 7.01 (1H, d, J = 8.6 Hz), 3.84 (3H, s), 3.80 (1H, br), 2.92 (3H, s), 1.77 (4H, m), 1.57 (3H, m br), 1.29 (2H, q br, J = 13.0 Hz), 1.11 (1H, q bbr, J = 13.0 Hz)
化合物No. 366 (融点: 135〜136). NMR 溶媒: CDCl3
13C: 156.8, 149.5, 145.4, 125.7, 124, 123.6, 82.4, 79.4, 62.5, 22.9
1H: 8.82 (1H, d d,J = 1.6, 4.5 Hz), 8.60 (1H, d d, J = 1.6, 8.4 Hz), 7.57 (1H, d d, J = 4.5, 8.4 Hz), 5.58 (2H, s), 3.90 (2H, s), 1.68 (6H, s)
化合物No. 367 (融点: 67〜68). NMR 溶媒: CDCl3
13C: 146.1, 144, 140.4, 133.3, 127.6, 119.1, 113.7, 82.5, 79.6, 62.1, 23, 22
1H: 8.02 (1H, br), 7.95 (1H, d, J = 8.5 Hz), 7.29 (1H, d d, J = 1.0, 8.5 Hz), 5.53 (2H, s), 3.89 (2H, s), 2.55 (3H, s), 1.68 (6H, s)
化合物No. 368 (融点: 111〜112). NMR 溶媒: CDCl3
13C: 152.2, 145.9, 144.3, 136.8, 129, 121, 81.9, 80, 62.1, 22.9
1H: 8.88 (1H, d d, J = 1.0, 4.4 Hz), 8.46 (1H, d d, J = 1.0, 8.3 Hz), 7.48 (1H, d d, J = 4.4, 8.3 Hz), 5.37 (2H, s), 3.93 (2H, s), 1.72 (6H, s)
化合物No. 369 (融点: 84〜85). NMR 溶媒: CDCl3
13C: 147.4, 145.4, 132.6, 129.7, 125.6, 119.8, 114.3, 81.3, 80.5, 68.5, 65.8, 47.7, 45.7
1H: 8.24 (1H, d, J = 8.3 Hz), 8.11 (1H, m, J = 1.0, 8.3 Hz), 7.63 (1H, m, J = 1.0, 7.2, 8.3 Hz), 7.49 (1H, m, J = 1.2, 7.2, 8.3 Hz), 5.50-5.30 (2H, 2 s), 4.20-3.91 (4H, 2 s)
化合物No. 370 (融点: 121〜123). NMR 溶媒: CDCl3
13C: 156.4, 146.2, 144.4, 140.7, 133, 131.2, 129.6, 129.5, 128.1, 120.9, 118.7, 114.6, 111.1, 82.5, 79.6, 62.1, 55.6, 23
1H: 8.33 (1H, m), 8.09 (1H, d d, J = 0.7, 8.5 Hz), 7.67 (1H, d d, J = 1.5, 8.5 Hz), 7.39 (1H, d, J = 7.6 Hz), 7.38 (1H, m), 7.06 (1H, d t, J = 1.0, 7.5 Hz), 7.02 (1H, d, J = 8.4 Hz), 5.54 (2H, s), 3.90 (2H, s), 3.83 (3H, s), 1.68 (6H, s)
化合物No. 371 (融点: 134〜136). NMR 溶媒: CDCl3
13C: 145.5, 144.6, 134.4, 128.2 (q, J = 33.0 Hz), 126.0 (q, J = 3.3 Hz), 123.7 (q, J = 273.0 Hz), 117.9 (q, J = 5.0 Hz), 115.5, 82.5, 79.6, 62.5, 22.9
1H: 8.42 (1H, m), 8.38 (1H, d, J = 8.8 Hz), 7.85 (1H, d d, J = 1.5, 8.8 Hz), 5.55 (2H, s), 3.92 (2H, s), 1.69 (6H, s)
化合物No. 372 (融点: 157〜159). NMR 溶媒: CDCl3
13C: 162.9, 151.6, 146.5, 135.7, 133, 97.8, 87.1, 82.6, 79.6, 62.1, 56.2, 56.1, 23
1H: 7.14 (1H, s), 6.42 (1H, s), 5.50 (2H, s), 4.05 (3H, s), 3.91 (3H, s), 3.88 (2H, s), 1.67 (6H, s)
化合物No. 373 (融点: 118〜119). NMR 溶媒: CDCl3
13C: 146.5, 145.1, 133.1, 129.4, 125.4, 119.8, 114.3, 96.5, 64, 49, 24.2
1H: 8.18 (1H, m. J = 8.3 Hz), 8.11 (1H, m, J = 8.3 Hz), 7.62 (1H, m, J = 7.7 Hz), 7.48 (1H, m, J = 7.7 Hz), 4.29 (2H, m, J = 6.2 Hz), 4.15 (2H, m, J = 6.2 Hz), 1.81 (6H, s)
化合物No. 374 (融点: 143〜144). NMR 溶媒: CDCl3
13C: 149.8, 144.5, 134.9, 127.8 (q, J = 33.0 Hz), 125.7 (q, J = 3.3 Hz), 123.8 (q, J = 272.5 Hz), 117.9 (q, J = 4.5 Hz), 114.7, 58.9, 57.2, 32.5, 30.7, 30.2, 29.5, 25.5, 25.3
1H: 8.41 (1H, m), 8.12 (1H, d, J = 8.8 Hz), 7.83 (1H, d d, J = 1.5, 8.8 Hz), 4.28 (1H, m), 3.19 (3H, s), 2.0 (2H, d, br), 1.90 (2H, br), 1.73 (1H, br), 1.64 (2H, m), 1.46 (2H, br), 1.18 (1H, br)
化合物No. 375 (融点: 102〜104). NMR 溶媒: CDCl3
13C: 150.7, 144.4, 139.6, 134.8, 132.2, 118.8, 113, 57.6, 32.4, 29.9, 25.5, 25.3, 20.9, 20.4
1H: 7.81 (1H, s), 7.75 (1H, s), 4.24 (1H, m), 3.15 (3H, s), 2.43 (3H, s), 2.41 (3H, s), 1.98 (2H, d br, J = 11.5 Hz), 1.87 (2H, br), 1.70 (1H, m), 1.61 (2H, d q, J = 3.7, 12.5 Hz), 1.40 (2H, br), 1.16 (1H, m)
化合物No. 376 (融点: 220〜221 (dec)). NMR 溶媒: DMSO
13C: 150.6, 142.3, 139.3, 138.1, 136.7, 126.2, 124.9, 116.2, 56.9, 31.4, 29, 25.2, 24.9
1H: 8.19 (2H, s), 8.04 (2H, d, J = 8.5 Hz), 7.83 (2H, d, J = 8.5 Hz), 7.37 (2H, s), 3.83 (1H, m br), 2.95 (3H, s), 1.80 (4H, m), 1.60 (3H, m), 1.31 (2H, m), 1.14 (1H, m)
化合物No. 377 (融点: 93〜95). NMR 溶媒: CDCl3
13C: 162.6, 151.6, 150.9, 136.1, 132.9, 97.3, 86.2, 58.9, 56.8, 56.2, 56, 32.7, 30.8, 29.5, 25.5, 25.3
1H: 6.89 (1H, d, J = 2.0 Hz), 6.39 (1H, d, J = 2.0 Hz), 4.25 (1H, m), 4.05 (3H, s), 3.88 (3H, s), 3.15 (3H, s), 1.98 (2H, d br, J = 12.0 Hz), 1.87 (2H, br), 1.69 (1H, br), 1.60 (2H, d q, J = 3.4, 12.2 Hz), 1.43 (2H, br), 1.15 (1H, m)
化合物No. 378 (融点: 118〜119). NMR 溶媒: CDCl3
13C: 145.4, 143.8, 139.8, 117.1, 82.4, 79.6, 62.3, 22.6, 21.1
1H: 7.61 (2H, s), 5.41 (2H, s), 3.88 (2H, s), 2.40 (6H, s), 1.67 (6H, s)
化合物No. 379 (融点: 175). NMR 溶媒: DMSO
13C: 150.9, 140.6, 139.2, 137.7, 133.4, 128.6, 128.3, 127.4, 127.3, 127.1, 124.7, 114.4, 75.6, 69.1, 56.1, 31.5, 30.8, 26.6
1H: 8.12 (1H, d, J = 1.3 Hz), 8.0 (1H, d, J = 1.3 Hz), 7.85 (2H, m d, J = 8.5 Hz), 7.39 (2H, t, J = 7.6 Hz), 7.35-7.29 (4H, m), 7.27 (1H, m), 7.25 (1H, m t, J = 7.3 Hz), 4.51 (2H, s), 3.86 (1H, m), 3.33 (1H, m), 2.91 (3H, s), 2.13 (2H, d br, J = 11.5 Hz), 1.81 (2H, d br, J = 12.5 Hz), 1.68 (2H, d q, J = 2.5, 12.5 Hz), 1.30 (2H, q br, J = 12.5 Hz)
化合物No. 380 (融点: 207). NMR 溶媒: DMSO
13C: 155.1, 150.7, 139.6, 138, 136.2, 127.4, 125.5, 122.4, 115.9, 56.9, 31.4, 29, 25.2, 24.8
1H: 16.76 (1H, br), 8.18 (2H, m), 8.07 (4H, m), 3.83 (1H, m), 2.94 (3H, s), 1.78 (4H, m), 1.60 (1H, m), 1.58 (2H, m), 1.30 (2H, q br, J = 13.0 Hz), 1.11 (1H, m, J = 12.9 Hz)
化合物No. 381 (融点: 102〜103). NMR 溶媒: CDCl3
13C: 146.4, 144.5, 140.1, 135.3, 131.7, 118.9, 113.8, 82.5, 79.6, 62.1, 23, 20.9, 20.4
1H: 7.99 (1H, s ), 7.82 (1H, s), 5.53 (2H, s), 3.89 (2H, s), 2.44 (3H, s), 2.42 (3H, s), 1.68 (6H, s)
化合物No. 382 (融点: 112〜114). NMR 溶媒: CDCl3
13C: 152.5, 149.2, 146.4, 139.7, 128.4, 98.6, 94.7, 82.6, 79.5, 62.1, 56.6, 56.2, 23
1H: 7.63 (1H, s), 7.39 (1H, s,), 5.55 (2H, s), 4.04 (3H, s), 4.0 (3H, s), 3.89 (2H, s), 1.68 (6H, s)
化合物No. 383 (融点: 139). NMR 溶媒: CDCl3
13C: 151.4, 142.2, 137, 132.8, 128.7, 127.6, 125.1, 113.1, 69.6, 56.4, 34.1, 31.7, 27.4
1H: 7.92 (1H, d, J = 1.3 Hz), 7.80 (2H, m d, J = 8.0 Hz), 7.49 (1H, d, J = 1.3 Hz), 7.41 (2H, m t, J = 7.9 Hz), 7.30 (1H, m t, J = 7.5 Hz), 4.01 (1H, m), 3.62 (1H, m), 2.99 (3H, s), 2.11 (2H, d br, J = 12.5 Hz), 1.90 (2H, d br, J = 12.5 Hz), 1.71 (2H, d q, J = 3.0, 12.5 Hz), 1.46 (2H, d q, J = 3.5, 13.0 Hz)
化合物No. 384 (融点: 158〜160). NMR 溶媒: CDCl3
13C: 163.3, 151.7, 149.2, 134.4, 133.9, 97.6, 86.7, 69.5, 56.3, 56.2, 56.1, 24.3
1H: 7.43 (1H, s), 7.13 (1H, d, J = 2.0 Hz), 6.40 (1H, d, J = 2.0 Hz), 4.05 (3H, s), 3.90 (3H, s), 3.82 (2H, d, J = 5.5 Hz), 3.34 (1H, t, J = 5.5 Hz), 1.51 (6H, s)
化合物No. 385 (融点: 224〜226). NMR 溶媒: DMSO
13C: 167.6, 146.1, 140.1, 137.3, 136, 132.6, 128, 124.4, 114.7, 80.6, 79.3, 60.9, 22.4
1H: 8.20 (1H, d, J = 1.3 Hz), 8.15 (1H, d, J = 1.3 Hz), 7.98 (1H, s br), 7.91 (4H, m), 7.36 (1H, s br), 5.19 (2H, s), 3.85 (2H, s), 1.50 (6H, s)
化合物No. 386 (融点: 183〜185). NMR 溶媒: DMSO
13C: 157.8, 144.5, 136.6, 136.3, 126.9, 122.5, 115.2, 113.8, 80.7, 79.3, 62.5, 61.3, 54.6, 52.6, 22.3, 22.3, 21.3
1H: 10.83 (1H, s), 9.05 (1H, s br), 8.27 (1H, s), 7.89 (2H, d, J = 8.6 Hz), 7.10 (2H, d, J = 8.6 Hz), 5.21 (2H, s), 4.48 (2H, t, J = 5.0 Hz), 3.87 (2H, s), 3.49 (2H, m), 3.45 (2H, m), 2.99 (2H, m), 1.80 (4H, m), 1.69 (1H, d, J = 15.0 Hz), 1.51 (6H, s), 1.38 (1H, m)
化合物No. 387 (融点: 172〜175). NMR 溶媒: DMSO
13C: 157.9, 144.2, 136.6, 135.7, 127, 122, 115.2, 114, 80.7, 79.3, 63.2, 62.4, 61.3, 54.7, 51.7, 22.3
1H: 11.69 (1H, s), 9.18 (1H, s), 8.31 (1H, s), 7.91 (2H, d, J = 8.6 Hz), 7.12 (2H, d, J = 8.6 Hz), 5.22 (2H, s), 4.51 (2H, t, J = 5.0 Hz), 3.96 (2H, d br, J = 12.6 Hz), 3.87 (2H, m), 3.87 (2H, s), 3.56 (2H, m), 3.49 (2H, d br, J = 12.4 Hz), 3.20 (2H, m), 1.51 (6H, s)
化合物No. 388 (融点: 218〜220). NMR 溶媒: DMSO
13C: 157.6, 144.6, 136.6, 136.6, 126.8, 122.9, 115.3, 113.7, 80.7, 79.3, 62.4, 61.3, 54.5, 48.5, 39.5, 22.3
1H: 12.18 (1H, br), 9.89 (2H, s), 8.98 (1H, s), 8.24 (1H, s), 7.88 (2H, d, J = 8.9 Hz), 7.11 (2H, d, J = 8.9 Hz), 5.20 (2H, s), 4.48 (2H, t, J = 5.0 Hz), 3.86 (2H, s), 3.64 (2H, t, J = 5.0 Hz), 3.75 (4H, m), 2.50 (4H, br), 1.50 (6H, s)
化合物No. 389 (融点: 216〜218). NMR 溶媒: DMSO
13C: 166.9, 145.4, 144.6, 133.7, 131.9, 129.1, 119, 113.9, 81.7, 78.7, 61.7, 22.5
1H: 8.71 (1H, d d, J = 0.8, 1.3 Hz), 8.26 (1H, s br), 8.21 (1H, d, J = 1.3, 8.6 Hz), 8.16 (1H, d d, J = 0.8, 8.6 Hz), 7.63 (1H, s br), 5.43 (2H, s), 3.90 (2H, s), 1.58 (6H, s)
化合物No. 390 (融点: 245〜247). NMR 溶媒: DMSO
13C: 167.6, 150.7, 139.8, 137.9, 136.1, 132.5, 128, 124.3, 115.6, 56.8, 31.3, 29, 25.1, 24.8
1H: 8.15 (1H, d, J = 1.3 Hz), 8.13 (1H, d, J = 1.3 Hz), 7.97 (1H, s), 7.92 (2H, m), 7.89 (2H, m), 7.35 (1H, s), 3.82 (1H, m), 2.93 (3H, s), 1.78 (4H, m), 1.59 (3H, m), 1.30 (2H, q br, J = 12.7 Hz), 1.11 (1H, q br, J = 13.0 Hz)
化合物No. 391 (融点: 165 (dec)). NMR 溶媒: CDCl3
13C: 155.9, 154.1, 144.5, 137.7, 137.1, 136.9, 129.4, 128.9, 127.7, 124.7, 82.5, 79.6, 62.8, 22.6
1H: 9.21 (1H, d, J = 2.2 Hz), 8.40 (1H, d, J = 2.2 Hz), 7.68 (2H, d, J = 8.2 Hz), 7.56 (2H, t, J = 7.8 Hz), 7.50 (1H, t, J = 7.3 Hz), 5.50 (2H, s), 3.93 (2H, s), 1.71 (6H, s)
化合物No. 392 (融点: 120). NMR 溶媒: CDCl3
13C: 156.2, 149.4, 145.6, 137.8, 136.8, 129.3, 128.9, 127.9, 126.1, 121, 82.5, 79.4, 62.6, 22.9
1H: 9.07 (1H, d, J = 2.2 Hz), 8.75 (1H, d, J = 2.2 Hz), 7.71 (2H, d, J = 8.2 Hz), 7.54 (2H, t, J = 7.6 Hz), 7.49 (1H, t, J = 7.4 Hz), 5.61 (2H, s), 3.92 (2H, s), 1.70 (6H, s)
化合物No. 393 (融点: 179〜180). NMR 溶媒: DMSO
13C: 158.9, 144.2, 136.5, 135.9, 127, 121.3, 115, 113.7, 80.7, 79.3, 71.4, 61.3, 42.6, 33.1, 25.1, 22.2
1H: 9.25 (1H, d, J = 11.0 Hz), 9.17 (1H, s), 8.93 (1H, q, J = 9.5 Hz), 8.29 (1H, s), 7.88 (2H, d, J = 8.6 Hz), 7.06 (2H, d, J = 8.6 Hz), 5.22 (2H, s), 3.91 (2H, d, J = 6.2 Hz), 3.88 (2H, s), 3.28 (2H, d, J = 12.0 Hz), 2.89 (2H, q, J = 11.5 Hz), 2.08 (1H, m), 1.92 (2H, d, J = 13.0 Hz), 1.54 (2H, q, J = 12.5 Hz), 1.52 (6H, s)
化合物No. 394 (融点: 189〜190). NMR 溶媒: DMSO
13C: 157.9, 148.9, 137, 135.5, 127, 122, 115.2, 114.7, 62.5, 57.2, 54.6, 52.6, 31.5, 28.8, 25, 24.8, 22.3, 21.2
1H: 10.86 (1H, br), 9.14 (1H, s), 8.28 (1H, s), 7.91 (2H, d, J = 9.0 Hz), 7.11 (2H, d, J = 9.0 Hz), 4.49 (2H, t, J = 5.2 Hz), 3.84 (1H, m), 3.48 (2H, m), 3.46 (2H, m), 2.99 (2H, m), 2.96 (3H, s), 1.80 (8H, m), 1.69 (1H, m), 1.58 (3H, m), 1.39 (1H, m), 1.30 (2H, m), 1.12 (1H, m)
化合物No. 395 (融点: 74〜76). NMR 溶媒: DMSO
13C: 158, 148.7, 136.9, 134.8, 127.1, 121.3, 115.3, 115, 63.2, 62.5, 57.2, 54.7, 51.7, 31.5, 28.8, 25, 24.8
1H: 11.72 (1H, br), 9.32 (1H, s), 8.35 (1H, s), 7.94 (2H, d, J = 8.6 Hz), 7.15 (2H, d, J = 8.6 Hz), 4.53 (2H, t, J = 5.0 Hz), 3.97 (2H, d br, J = 13.0 Hz), 3.90 (1H, m), 3.88 (2H, t br, J = 11.8 Hz), 3.57 (2H, m), 3.50 (2H, d br, J = 12.4 Hz), 3.21 (2H, m), 2.98 (3H, s), 1.80 (4H, m), 1.61 (3H, m), 1.33 (2H, m, J = 12.5 Hz), 1.14 (1H, m)
化合物No. 396 (融点: 180〜181). NMR 溶媒: DMSO
13C: 159, 144.3, 136.5, 136, 127, 121.3, 115, 113.6, 80.7, 79.4, 65.3, 61.4, 43, 34.7, 30.4, 28.3, 22.3
1H: 9.13 (1H, d, J = 1.3 Hz), 9.04 (1H, m), 8.82 (1H, m), 8.25 (1H, d, J = 1.3 Hz), 7.85 (2H, d, J = 9.0 Hz), 7.03 (2H, d, J = 9.0 Hz), 5.21 (2H, s), 4.06 (2H, t, J = 6.1 Hz), 3.87 (2H, s), 3.22 (2H, d br, J = 12.5 Hz), 2.83 (2H, q br, J = 11.5 Hz), 1.85 (2H, d br, J = 14.0 Hz), 1.76 (1H, m), 1.68 (2H, m), 1.51 (6H, s), 1.41 (2H, d q, J = 4.0, 13.8 Hz)
化合物No. 397 (融点: 205〜207). NMR 溶媒: DMSO
13C: 157.8, 148.8, 137, 135.3, 127, 121.9, 115.3, 114.8, 62.4, 57.2, 54.4, 48.4, 39.7, 31.5, 28.8, 25, 24.8
1H: 12.35 (1H, s br), 10.02 (2H, s), 9.21 (1H, s), 8.31 (1H, s), 7.92 (2H, d, J = 8.6 Hz), 7.14 (2H, d, J = 8.6 Hz), 4.50 (2H, t, J = 4.8 Hz), 3.81 (1H, m), 3.65 (2H, t, J = 4.8 Hz), 3.50 (8H, s br), 2.96 (3H, s), 1.79 (4H, m), 1.59 (3H, m), 1.31 (2H, q, J = 12.5 Hz), 1.12 (1H, q, J = 13.0 Hz)
化合物No. 398 (融点: 201 (dec.)). NMR 溶媒: DMSO
13C: 156.7, 151.2, 141, 137.3, 126.1, 124.5, 115.3, 112.5, 66.3, 54.1, 31.5, 29.1
1H: 9.46 (1H, s), 8.06 (1H, d, J = 1.3 Hz), 7.79 (1H, d, J = 1.3 Hz), 7.64 (2H, m d, J = 8.8 Hz), 6.77 (2H, m d, J = 8.8 Hz), 4.09 (1H, m), 3.93 (2H, d d, J = 4.3, 11.1 Hz), 3.73 (2H, t br, J = 12.0 Hz), 2.94 (3H, s), 1.85 (2H, d q, J = 4.5, 12.2 Hz), 1.69 (2H, m d, J = 12.3 Hz)
化合物No. 399 (融点: 176〜178). NMR 溶媒: DMSO
13C: 157.9, 144.9, 137.4, 136.9, 131.9, 130.2, 118.2, 114.9, 114.8, 111.1, 80.7, 79.3, 62.5, 61.2, 54.6, 52.6, 22.3, 22.3, 21.2
1H: 10.80 (1H, s), 8.83 (1H, s), 8.35 (1H, s), 7.59 (1H, br), 7.54 (1H, d br, J = 7.5 Hz), 7.39 (1H, t, J = 7.9 Hz), 6.96 (1H, d d, J = 2.0, 8.2 Hz), 5.21 (2H, s), 4.50 (2H, t, J = 5.2 Hz), 3.87 (2H, s), 3.46 (4H, m), 3.0 (2H, m), 1.80 (4H, m), 1.69 (1H, m), 1.51 (6H, s), 1.38 (1H, m)
化合物No. 400 (融点: 200〜202). NMR 溶媒: DMSO
13C: 159, 148.8, 136.9, 135.3, 127, 121, 115, 114.6, 71.4, 57.2, 42.6, 33.1, 31.5, 28.8, 25.1, 25, 24.8
1H: 9.24 (1H, m), 9.22 (1H, s), 8.93 (1H, m), 8.29 (1H, s), 7.88 (2H, d, J = 8.9 Hz), 7.06 (2H, d, J = 8.9 Hz), 3.91 (2H, d, J = 6.3 Hz), 3.85 (1H, m), 3.27 (2H, d br, J = 12.4 Hz), 2.96 (3H, s), 2.88 (2H, q, J = 11.0 Hz), 2.07 (1H, m), 1.91 (2H, d br, J = 13.0 Hz), 1.79 (4H, m), 1.58 (3H, m), 1.55 (2H, m), 1.31 (2H, m, J = 13.0 Hz), 1.12 (1H, m, J = 13.0 Hz)
化合物No. 401 (融点: 160〜162). NMR 溶媒: DMSO
13C: 157.8, 145.1, 138.1, 136.9, 132.5, 130.1, 118.2, 114.7, 114.6, 111.1, 80.6, 79.3, 62.4, 61.1, 54.4, 48.5, 25.5, 22.3
1H: 12.23 (1H, s br), 9.84 (2H, s), 8.69 (1H, br), 8.29 (1H, s), 7.58 (1H, br), 7.53 (1H, d, J = 7.6 Hz), 7.38 (1H, t, J = 7.9 Hz), 6.97 (1H, d d, J = 1.8, 8.0 Hz), 5.20 (2H, s), 4.50 (2H, m), 3.86 (2H, s), 3.66 (2H, m), 3.50 (8H, br), 1.51 (6H, s)
化合物No. 402 (融点: 137〜140). NMR 溶媒: DMSO
13C: 157.9, 144.6, 136.8, 136.6, 131.1, 130.2, 118.3, 115.2, 115.1, 111.2, 80.7, 79.3, 63.2, 62.5, 61.3, 54.7, 51.7, 22.3
1H: 11.70 (1H, s), 9.0 (1H, s), 8.41 (1H, s), 7.62 (1H, br), 7.56 (1H, d, J = 7.8 Hz), 7.40 (1H, t, J = 8.0 Hz), 7.0 (1H, d d, J = 2.0, 8.2 Hz), 5.22 (2H, s), 4.54 (2H, t, J = 4.7 Hz), 3.96 (2H, d br, J = 13.0 Hz), 3.87 (2H, s), 3.87 (2H, m), 3.57 (2H, m), 3.51 (2H, d br, J = 13.0 Hz), 3.22 (2H, m), 1.51 (6H, s)
化合物No. 403 (融点: 204〜206). NMR 溶媒: DMSO
13C: 167.9, 150.8, 140.1, 137.7, 134.7, 133.5, 128.6, 127.3, 126.1, 123.9, 114.9, 56.8, 31.4, 29, 25.2, 24.8
1H: 8.35 (1H, t, J = 1.5 Hz), 8.15 (1H, d, J = 1.2 Hz), 8.06 (1H, d, J = 1.2 Hz), 8.03 (1H, s br), 7.98 (1H, d t, J = 1.5, 7.9 Hz), 7.75 (1H, d t, J = 1.5, 7.9 Hz), 7.47 (1H, t, J = 7.7 Hz), 7.42 (1H, s br), 3.83 (1H, m), 2.94 (3H, s), 1.78 (4H, m), 1.58 (3H, m), 1.29 (2H, m), 1.11 (1H, m)
化合物No. 404 (融点: 198〜200). NMR 溶媒: CDCl3
13C: 150.9, 140.3, 137.9, 137.3, 133.3, 128.4, 125.5, 115.2, 66.1, 57.7, 46, 31.4, 30, 25.4, 25.2
1H: 7.97 (2H, d, J = 8.5 Hz), 7.93 (1H, d, J = 1.3 Hz), 7.78 (2H, d, J = 8.5 Hz), 7.64 (1H, d, J = 1.3 Hz), 3.95 (1H, m, J = 11.5 Hz), 3.75 (4H, m, J = 5.0 Hz), 3.02 (4H, m, J = 5.0 Hz), 3.01 (3H, s), 1.87 (4H, m), 1.72 (1H, m), 1.59 (2H, d q, J = 3.5, 12.3 Hz), 1.38 (2H, t q, J = 3.3, 13.0 Hz), 1.14 (1H, t q, J = 3.5, 13.2 Hz)
化合物No. 405 (融点: 152〜154). NMR 溶媒: DMSO
13C: 159, 144.7, 137.2, 136.8, 131.5, 130.1, 117.6, 114.9, 114.9, 110.9, 80.7, 79.3, 71.4, 61.2, 42.6, 33.2, 25.2, 22.3
1H: 9.14 (1H, m), 8.89 (1H, s), 8.85 (1H, m), 8.34 (1H, s), 7.52 (1H, br), 7.49 (1H, m), 7.35 (1H, t, J = 7.8 Hz), 6.91 (1H, d d, J = 2.0, 8.3 Hz), 5.20 (2H, s), 3.92 (2H, d, J = 6.5 Hz), 3.86 (2H, s), 3.28 (2H, d br, J = 12.2 Hz), 2.89 (2H, q br, J = 11.5 Hz), 2.08 (1H, m), 1.93 (2H, d br, J = 13.0 Hz), 1.52 (2H, m), 1.51 (6H, s)
化合物No. 406 (融点: 190〜191). NMR 溶媒: DMSO
13C: 150.8, 150.6, 140.2, 137.7, 133.9, 131.8, 125.6, 124.4, 114.8, 56.8, 31.3, 29, 25.2, 24.8
1H: 9.64 (1H, s), 8.12 (1H, d, J = 1.3 Hz), 8.04 (1H, d, J = 1.3 Hz), 7.84 (2H, m d, J = 8.5 Hz), 7.69 (2H, m d, J = 8.5 Hz), 5.82 (2H, s), 3.81 (1H, m), 2.93 (3H, s), 1.78 (4H, m), 1.59 (2H, m), 1.57 (1H, m), 1.29 (2H, q br, J = 12.8 Hz), 1.11 (1H, q br, J = 12.9 Hz)
化合物No. 407 (融点: hygroscopic). NMR 溶媒: DMSO
13C: 157.9, 149.3, 137.4, 136.4, 131.1, 130.3, 118.4, 116, 115.2, 111.4, 62.6, 57.2, 54.5, 48.5, 39.7, 31.6, 28.9, 25.1, 24.8
1H: 12.09 (1H, br), 9.87 (2H, s), 8.97 (1H, s), 8.37 (1H, s), 7.62 (1H, br), 7.55 (1H, d, J = 8.0 Hz), 7.41 (1H, t, J = 8.0 Hz), 7.01 (1H, d d, J = 2.0, 8.2 Hz), 4.50 (2H, m), 3.90 (1H, m), 3.70 (4H, br), 3.67 (2H, m), 3.50 (4H, m), 2.96 (3H, s), 1.79 (4H, m), 1.58 (3H, m), 1.31 (2H, m), 1.14 (1H, m)
化合物No. 408 (融点: 124〜127). NMR 溶媒: DMSO
13C: 158, 148.8, 137.3, 135.4, 130.3, 130.2, 118.4, 116.3, 115.5, 111.4, 63.2, 62.6, 57.2, 54.7, 51.7, 31.6, 28.8, 25, 24.8
1H: 11.80 (1H, s), 9.21 (1H, s br), 8.48 (1H, s), 7.67 (1H, br), 7.58 (1H, d, J = 7.5 Hz), 7.42 (1H, t, J = 8.0 Hz), 7.02 (1H, d d, J = 1.5, 8.1 Hz), 4.55 (2H, m), 3.96 (2H, d br, J = 12.5 Hz), 3.90 (1H, m), 3.87 (2H, t br, J = 12.0 Hz), 3.58 (2H, m), 3.51 (2H, d br, J = 12.1 Hz), 3.22 (2H, m), 2.97 (3H, s), 1.79 (4H, m), 1.59 (3H, m), 1.32 (2H, m), 1.12 (1H, m)
化合物No. 409 (融点: 183). NMR 溶媒: DMSO
13C: 164, 151.1, 140.7, 137.8, 133.3, 132.4, 130.6, 128.8, 128.7, 128.7, 127.1, 124.8, 114.4, 59.5, 53.1, 50.8, 31.6, 25.8
1H: 8.13 (1H, d, J = 1.3 Hz), 8.0 (1H, d, J = 1.3 Hz), 7.85 (2H, m d, J = 8.5 Hz), 7.49-7.40 (5H, m), 7.39 (2H, t, J = 7.7 Hz), 7.26 (1H, m t, J = 7.5 Hz), 4.05 (2H, s), 4.05 (1H, m), 3.26 (2H, d br, J = 12.0 Hz), 2.94 (3H, s), 2.81 (2H, t br, J = 12.0 Hz), 2.08 (2H, d q, J = 3.3, 12.7 Hz), 1.90 (2H, d br, J = 12.0 Hz)
化合物No. 410 (融点: 177〜178). NMR 溶媒: DMSO
13C: 149.6, 137.6, 136.6, 131.4, 129.9, 129.6, 129.5, 129, 128.8, 128.5, 125.3, 115.6, 58.7, 52.3, 50.2, 31.6, 24.6
1H: 11.36 (1H, s br), 9.0 (1H, s), 8.31 (1H, s), 7.92 (2H, m d, J = 8.5 Hz), 7.64 (2H, m), 7.50-7.43 (5H, m), 7.37 (1H, m t, J = 7.7 Hz), 4.26 (2H, d, J = 5.0 Hz), 4.20 (1H, m), 3.39 (2H, d br, J = 12.0 Hz), 3.09 (2H, q br, J = 12.0 Hz), 2.97 (3H, s), 2.43 (2H, d q, J = 3.3, 13.0 Hz), 1.95 (2H, d br, J = 13.0 Hz)
化合物No. 411 (融点: 191〜192). NMR 溶媒: DMSO
13C: 151.2, 140.7, 137.8, 133.3, 131.3, 129.7, 129, 128.7, 127.2, 124.8, 114.4, 59.2, 52.2, 50.7, 39.8, 31.8, 25.2
1H: 9.42 (1H, s br), 8.14 (1H, d, J = 1.3 Hz), 8.0 (1H, d. J = 1.3 Hz), 7.85 (2H, m d, J = 8.3 Hz), 7.50 (5H, m), 7.39 (2H, t, J = 8.0 Hz), 7.26 (1H, m t, J = 7.3 Hz), 4.29 (1H, m), 4.29 (2H, s br), 3.44 (2H, m, J = 12.3 Hz), 3.13 (2H, m), 2.93 (3H, s), 2.35 (3H, s), 2.12 (2H, q br, J = 13.5 Hz), 2.0 (2H, d br, J = 12.5 Hz)
化合物No. 412 (融点: 178). NMR 溶媒: DMSO
13C: 175.7, 171.4, 151.1, 140.7, 137.7, 135.7, 133.4, 129.7, 128.7, 128.5, 127.9, 127.2, 124.8, 114.4, 72, 60.8, 54.5, 51.7, 43.4, 31.6, 27.2
1H: 8.13 (1H, s br), 8.00 (1H, s, br), 7.84 (2H, d, J = 7.9 Hz), 7.43-7.30 (7H, m), 7.26 (1H, t, J = 7.5 Hz), 3.93 (1H, m), 3.73 (2H, s), 3.07 (2H, d br, J = 11.0 Hz), 2.93 (3H, s), 2.68 (2H, d br, J = 15.3 Hz), 2.58 (2H, d, J = 15.3 Hz), 2.37 (2H, t br, J = 12.5 Hz), 1.92 (2H, q br, J = 12.5 Hz), 1.80 (2H, d br, J = 12.0 Hz)
化合物No. 413 (融点: 195). NMR 溶媒: DMSO
13C: 173.4, 151, 140.6, 137.7, 137.3, 133.4, 129.2, 128.6, 128.3, 127.3, 127.1, 124.7, 114.4, 72.1, 61.4, 55, 52, 31.5, 27.8
1H: 8.12 (1H, s), 8.0 (1H, s), 7.84 (2H, d br, J = 7.7 Hz), 7.38 (2H, t, J = 7.6 Hz), 7.35-7.28 (5H, m), 7.25 (1H, m t, J = 7.5 Hz), 4.24 (2H, s), 3.87 (1H, m), 3.58 (2H, s), 2.96 (2H, m), 2.94 (3H, s), 2.15 (2H, t br, J = 11.0 Hz), 1.87 (2H, q br, J = 12.3 Hz), 1.76 (2H, d br, J = 11.0 Hz)
化合物No. 414 (融点: 192). NMR 溶媒: DMSO
13C: 151, 140.6, 137.7, 136.8, 133.4, 129.3, 128.6, 128.4, 127.5, 127.1, 124.8, 114.4, 61.2, 54.9, 51.8, 31.5, 27.6
1H: 8.12 (1H, d, J = 1.3 Hz), 8.0 (1H, d, J = 1.3 Hz), 7.85 (2H, m d, J = 8.3 Hz), 7.39 (2H, t, J = 7.5 Hz), 7.36-7.27 (5H, m), 7.23 (1H, m t, J = 7.4 Hz), 3.89 (1H, m), 3.62 (2H, s), 2.99 (2H, d br, J = 12.0 Hz), 2.94 (3H, s), 2.21 (2H, t br, J = 12.0 Hz), 1.91 (2H, d q, J = 3.3, 12.2 Hz), 1.77 (2H, d br, J = 11.8 Hz)
化合物No. 415 (融点: 175). NMR 溶媒: CDCl3
13C: 151, 140.5, 138.3, 137.4, 137.3, 134.5, 128.4, 128.2, 127.6, 127.4, 125.4, 115, 71.9, 69.8, 57.7, 43.3, 31.4, 30.2, 30, 25.4, 25.2
1H: 7.95 (2H, m, J = 8.0 Hz), 7.93 (1H, d, J = 1.3 Hz), 7.78 (2H, m, J = 8.0 Hz), 7.62 (1H, d, J = 1.3 Hz), 7.34-7.21 (5H, m), 4.46 (2H, s), 3.95 (1H, m), 3.46 (1H, m), 3.29 (2H, m), 3.0 (3H, s), 2.96 (2H, m), 1.90 (2H, m), 1.87 (4H, m), 1.80 (2H, m), 1.71 (1H, d br, J = 13.3 Hz), 1.60 (2H, d q, J = 3.5, 13.5 Hz), 1.38 (2H, t q, J = 3.5, 13.3 Hz), 1.14 (1H, t q, J = 3.5, 13.2 Hz)
化合物No. 416 (融点: 176〜177). NMR 溶媒: CDCl3
13C: 151.2, 148.6, 146.7, 139.3, 138, 137.3, 132.4, 129.1, 129, 128.3, 127.2, 123.6, 113.9, 62.8, 55.9, 52.5, 31.7, 28.9
1H: 9.0 (1H, d d, J = 0.7, 2.2 Hz), 8.53 (1H, d d, J = 1.7, 4.9 Hz), 8.12 (1H, d t, J = 1.7, 7.9 Hz), 7.94 (1H, d, J = 1.3 Hz), 7.58 (1H, d, J = 1.3 Hz), 7.35 (1H, m), 7.34-7.24 (5H, m), 4.02 (1H, m), 3.52 (2H, s), 3.03 (3H, s), 3.0 (2H, m), 2.11 (2H, t br, J = 12.0 Hz), 1.94 (2H, d q, J = 3.5, 12.0 Hz), 1.79 (2H, d br, J = 12.0 Hz)
化合物No. 417 (融点: 112〜113). NMR 溶媒: CDCl3
13C: 151.4, 148.5, 146.6, 139.2, 137.3, 132.4, 129, 123.6, 114, 59.4, 31.2, 28.9, 24.3
1H: 9.01 (1H, d, J = 1.7 Hz), 8.53 (1H, d d, J = 1.5, 4.8 Hz), 8.12 (1H, t d, J = 2.0, 7.9 Hz), 7.96 (1H, d, J = 1.3 Hz), 7.59 (1H, d, J = 1.3 Hz), 7.34 (1H, d d, J = 4.8, 7.9 Hz), 4.44 (1H, qt, J = 8.2 Hz), 3.0 (3H, s), 1.96 (2H, m), 1.77 (2H, m), 1.70 (2H, m), 1.63 (2H, m)
化合物No. 418 (融点: 138〜140). NMR 溶媒: CDCl3
13C: 159.9, 151.5, 142.1, 138, 136.9, 134.3, 129.7, 129.1, 128.3, 127.2, 117.5, 113.7, 113.4, 110.1, 62.8, 55.8, 55.3, 52.5, 31.6, 28.9
1H: 7.92 (1H, d, J = 1.3 Hz), 7.49 (1H, d, J = 1.3 Hz), 7.40 (1H, d d, J = 1.4, 2.4 Hz), 7.38-7.24 (6H, m), 7.31 (1H, t, J = 7.6 Hz), 6.86 (1H, d d d, J = 1.2, 2.5, 7.9 Hz), 4.02 (1H, m), 3.88 (3H, s), 3.52 (2H, s), 3.02 (3H, s), 3.0 (2H, m), 2.10 (2H, t br, J = 11.5 Hz), 1.94 (2H, d q, J = 3.3, 12.0 Hz), 1.79 (2H, d br, J = 12.0 Hz)
化合物No. 419 (融点: 190〜191). NMR 溶媒: CDCl3
13C: 159.2, 151.6, 142.1, 138, 136.8, 129.1, 128.3, 127.2, 126.4, 125.8, 114.1, 112, 62.8, 55.8, 55.3, 52.5, 31.6, 28.9
1H: 7.90 (1H, d, J = 1.3 Hz), 7.73 (2H, m d, J = 9.0 Hz), 7.39 (1H, d, J = 1.3 Hz), 7.37-7.23 (5H, m), 6.85 (2H, m d, J = 9.0 Hz), 4.03 (1H, m), 3.84 (3H, s), 3.52 (2H, s), 3.02 (3H, s), 3.0 (2H, m), 2.10 (2H, t br, J = 12.0 Hz), 1.93 (2H, d q, J = 3.6, 12.0 Hz), 1.78 (2H, d br, J = 13.0 Hz)
化合物No. 420 (融点: 190〜191). NMR 溶媒: CDCl3
13C: 158.4, 151.6, 142.1, 138, 136.9, 136.8, 129.1, 128.6, 128.3, 128, 127.5, 127.2, 126.4, 126, 115, 112.1, 70, 62.8, 55.8, 52.5, 31.6, 28.9
1H: 7.89 (1H, s), 7.72 (2H, m d, J = 8.6 Hz), 7.45 (2H, d, J = 7.5 Hz), 7.40 (2H, m), 7.38 (1H, s), 7.37-7.23 (6H, m), 7.02 (2H, m d, J = 8.6 Hz), 5.10 (2H, s), 4.01 (1H, m), 3.52 (2H, s), 3.01 (3H, s), 2.99 (2H, m), 2.09 (2H, t br, J = 10.7 Hz), 1.93 (2H, q br, J = 12.5 Hz), 1.78 (2H, d br, J = 12.5 Hz)
化合物No. 421 (融点: 165〜166). NMR 溶媒: CDCl3
13C: 150.9, 137.6, 137.6, 136.9, 136, 132.8, 125.9, 122.6, 115.3, 59.4, 31.2, 28.9, 24.3
1H: 8.67 (1H, t br, J = 1.5 Hz), 8.13 (1H, d d d, J = 1.7, 6.5 Hz), 7.98 (1H, d, J = 1.3 Hz), 7.71 (1H, t d, J = 1.2, 8.0 Hz), 7.59 (1H, d, J = 1.3 Hz), 7.31 (1H, d d, J = 6.5, 8.0 Hz), 4.40 (1H, qt, J = 8.0 Hz), 3.0 (3H, s), 1.95 (2H, m), 1.77 (2H, m), 1.69 (2H, m), 1.63 (2H, m)
化合物No. 422 (融点: 197). NMR 溶媒: DMSO
13C: 150.6, 139.0, 138.8, 138.4, 138.2, 127.5, 125.2, 116.8, 56.8, 43.6, 31.3, 29.0, 25.1, 24.8
1H: 8.26 (1H, s), 8.20 (1H, s), 8.11 (2H, d, J = 8.5 Hz), 7.93 (2H, d, J = 8.5 Hz), 3.81 (1H, m), 3.22 (3H, s), 2.93 (3H, s), 1.78 (4H, m), 1.58 (3H, m), 1.30 (2H, q br, J = 12.7 Hz), 1.12 (1H, m)
化合物No. 423 (融点: 179). NMR 溶媒: DMSO
13C: 164.1, 150.9, 140.1, 138.5, 137.8, 133.6, 133.5, 128.8, 128.7, 128.2, 127, 127, 125.4, 123.2, 114.9, 61.9, 55.5, 52.2, 31.5, 28.2
1H: 11.20 (1H, br), 9.15 (1H, br), 8.23 (1H, br), 8.15 (1H, d, J = 1.3 Hz), 8.05 (1H, d, J = 1.3 Hz), 7.95 (1H, m d, J = 7.8 Hz), 7.62 (1H, d, J = 7.8 Hz), 7.45 (1H, t, J = 7.7 Hz), 7.36-7.21 (5H, m), 3.83 (1H, m), 3.47 (2H, s), 2.95 (3H, s), 2.90 (2H, d br, J = 11.2 Hz), 2.0 (2H, t br, J = 11.0 Hz), 1.83 (2H, d q, J = 3.3, 11.9 Hz), 1.73 (2H, d br, J = 12.3 Hz)
化合物No. 424 (融点: 176). NMR 溶媒: DMSO
13C: 163.8, 149.2, 137.8, 136.1, 133.6, 130, 129.2, 127.8, 126.6, 124, 116.1, 57.1, 31.5, 28.8, 25.1, 24.8
1H: 11.31 (1H, br), 9.0 (1H, s), 8.37 (1H, s), 8.27 (1H, t br, J = 1.5 Hz), 8.0 (1H, t d, J = 1.5, 7.7 Hz), 7.73 (1H, t d, J = 1.4, 7.8 Hz), 7.56 (1H, t, J = 7.7 Hz), 3.86 (1H, m), 2.98 (3H, s), 1.81 (4H, m), 1.60 (3H, m), 1.32 (2H, q br, J = 12.8 Hz), 1.13 (1H, q br, J = 13.0 Hz)
化合物No. 425 (融点: 140〜142). NMR 溶媒: CDCl3
13C: 151.1, 144.6, 140.2, 137.2, 137, 133.6, 132.1, 129, 127.8, 127.1, 122.9, 121.2, 114.7, 112.5, 57.6, 47.2, 31.5, 30, 25.4, 25.2
1H: 8.61 (1H, d, J = 2.2 Hz), 8.50 (1H, t, J = 5.7 Hz), 7.90 (1H, d, J = 1.3 Hz), 7.89 (1H, d d, J = 2.2, 9.0 Hz), 7.43 (1H, d, J = 1.3 Hz), 7.42-7.29 (5H, m), 6.89 (1H, d, J = 9.0 Hz), 4.61 (2H, d, J = 5.7 Hz), 3.96 (1H, m), 3.0 (3H, s), 1.87 (4H, m), 1.71 (1H, d br, J = 13.0 Hz), 1.60 (2H, m), 1.39 (2H, q br, J = 13.0 Hz), 1.13 (1H, m, J = 3.5, 13.2 Hz)
化合物No. 426 (融点: 261). NMR 溶媒: CDCl3
13C: 155.4, 151.1, 141.6, 137.1, 136.2, 130, 128.8, 128.4, 127.7, 127.3, 126.8, 118.5, 112.6, 108.6, 106.4, 57.6, 44.5, 31.5, 29.9, 25.4, 25.2
1H: 9.87 (1H, s), 8.17 (1H, d, J = 1.3 Hz), 7.74 (1H, d, J = 1.4 Hz), 7.45 (1H, d, J = 1.3 Hz), 7.39 (1H, d d, J = 1.4, 8.2 Hz), 7.36-7.25 (5H, m), 6.87 (1H, d, J = 8.2 Hz), 5.10 (2H, s), 3.97 (1H, m), 3.02 (3H, s), 1.87 (4H, m), 1.70 (1H, m), 1.58 (2H, q br, J = 13.0 Hz), 1.38 (2H, q br, J = 13.0 Hz), 1.13 (1H, q br, J = 12.8 Hz)
化合物No. 427 (融点: 204〜205). NMR 溶媒: CDCl3
13C: 150.6 (d d, J = 13.0, 247.5 Hz), 151.2, 149.8 (d d, J = 12.0, 248.0 Hz), 140.4, 138, 137, 130.2 (d d, J = 4.0, 6.5 Hz), 129.1, 128.3, 127.2, 121.0 (d d, J = 3.5, 6.2 Hz), 117.5 (d, J = 17.5 Hz), 114.2 (d, J = 19.0 Hz), 113.5, 62.8, 55.9, 52.5, 31.7, 28.9
1H: 7.89 (1H, d, J = 1.3 Hz), 7.61 (1H, d d d, J = 2.2, 7.2, 11.5 Hz), 7.50 (1H, m), 7.46 (1H, d, J = 1.3 Hz), 7.37-7.25 (5H, m), 7.18 (1H , d t, J = 8.4, 10.2 Hz), 4.02 (1H, m), 3.53 (2H, s), 3.03 (3H, s), 3.01 (2H, m), 2.11 (2H, t br, J = 12.0 Hz), 1.93 (2H, d q, J = 3.5, 12.0 Hz), 1.78 (2H, d br, J = 12.0 Hz)
化合物No. 428 (融点: 222〜223). NMR 溶媒: CDCl3
13C: 151.3, 141.2, 138, 137, 133.1, 131.5, 129.1, 128.8, 128.3, 127.2, 126.4, 113.4, 62.8, 55.8, 52.5, 31.6, 28.9
1H: 7.91 (1H, d, J = 1.3 Hz), 7.49 (1H, d, J = 1.3 Hz), 7.73 (2H, m d, J = 8.5 Hz), 7.37 (2H, m d, J = 8.5 Hz), 7.35-7.25 (5H, m), 4.02 (1H, m), 3.52 (2H, s), 3.02 (3H, s), 3.0 (2H, m), 2.10 (2H, t br, J = 11.5 Hz), 1.93 (2H, J = 3.5, 12.0 Hz), 1.78 (2H, d br, J = 12.0 Hz)
化合物No. 429 (融点: 203〜204). NMR 溶媒: CDCl3
13C: 151.4, 150.5, 141.2, 138, 137, 130.4, 129.1, 128.3, 127.2, 126.6, 119.7, 115.9, 113.2, 62.8, 55.9, 52.5, 31.6, 28.9
1H: 7.91 (1H, d, J = 1.3 Hz), 7.79 (2H, m d, J = 8.8 Hz), 7.47 (1H, d, J = 1.3 Hz), 7.37-7.25 (5H, m), 7.16 (2H, m d, J = 8.8 Hz), 6.54 (1H, t, J = 74.0 Hz), 4.03 (1H, m), 3.53 (2H, s), 3.03 (3H, s), 3.01 (2H, m), 2.11 (2H, t br, J = 12.0 Hz), 1.93 (2H, d q, J = 3.5, 12.0 Hz), 1.79 (2H, d br, J = 12.5 Hz)
化合物No. 430 (融点: 211〜212). NMR 溶媒: CDCl3
13C: 162.3 (d, J = 247.0 Hz), 151.4, 141.4, 138, 136.9, 129.2 (d, J = 3.5 Hz), 129.1, 128.3, 127.2, 126.8 (d, J = 8.0 Hz), 115.6 (d, J = 21.5 Hz), 112.9, 62.8, 55.8, 52.5, 31.6, 28.9
1H: 7.90 (1H, d, J = 1.3 Hz), 7.76 (2H, m, J = 5.3, 8.8 Hz), 7.45 (1H, d, J = 1.3 Hz), 7.37-7.25 (5H, m), 7.10 (2H, m t, J = 8.9 Hz), 4.03 (1H, m), 3.52 (2H, s), 3.02 (3H, s), 3.0 (2H, m), 2.10 (2H, t br, J = 12.0 Hz), 1.93 (2H, d q, J = 3.5, 12.0 Hz), 1.78 (2H, d br, J = 10.5 Hz)
化合物No. 431 (融点: 190〜191). NMR 溶媒: CDCl3
13C: 159.3, 151.2, 148.5, 146.7, 139.2, 137.2, 132.4, 129, 128.7, 123.6, 114, 113.7, 103.8, 56.2, 55.8, 52.1, 48.9, 31.5, 29.1
1H: 9.0 (1H, d, J = 1.8 Hz), 8.53 (1H, d d, J = 1.5, 4.8 Hz), 8.11 (1H, t d, J = 1.8, 7.9 Hz), 7.92 (1H, d, J = 1.0 Hz), 7.57 (1H, d, J = 1.0 Hz), 7.34 (1H, d d, J = 4.8, 7.9 Hz), 7.22 (1H, t, J = 8.3 Hz), 6.57 (2H, d, J = 8.3 Hz), 3.91 (1H, m), 3.81 (6H, s), 3.71 (2H, s), 3.09 (2H, d br, J = 12.0 Hz), 3.0 (3H, s), 2.20 (2H, t br, J = 11.6 Hz), 1.94 (2H, d q, J = 3.2, 12.0 Hz), 1.72 (2H, d br, J = 12.0 Hz)
化合物No. 432 (融点: 190 (dec)). NMR 溶媒: DMSO
13C: 150.4, 139.1, 137.9, 137.7, 133.4, 127.8, 125, 116.3, 63.8, 56.7, 43.1, 32.8, 31.2, 29, 25.1, 24.8
1H: 8.24 (1H, d, J = 1.3 Hz), 8.19 (1H, d, J = 1.3 Hz), 8.09 (2H, m d, J = 8.5 Hz), 7.73 (2H, m d, J = 8.5 Hz), 4.68 (1H, d, J = 4.0 Hz), 3.81 (1H, m br), 3.51 (1H, m), 3.16 (2H, m), 2.93 (3H, s), 2.71 (2H, m), 1.78 (4H, m), 1.73 (2H, m), 1.58 (3H, m), 1.42 (2H, m), 1.30 (2H, q br, J = 12.8 Hz), 1.12 (1H, q br, J = 12.5 Hz)
化合物No. 433 (融点: 161〜162). NMR 溶媒: CDCl3
13C: 151.6, 149.1, 148.6, 142.1, 138, 136.7, 129.1, 128.3, 127.2, 126.1, 117.4, 112.3, 111.3, 108.4, 62.8, 55.9, 55.9, 55.8, 52.5, 31.6, 28.9
1H: 7.90 (1H, d, J = 1.3 Hz), 7.42 (1H, d, J = 1.3 Hz), 7.40 (1H, d, J = 1.9 Hz), 7.37-7.24 (5H, m), 7.30 (1H, d d, J = 1.9, 8.3 Hz), 6.91 (1H, d, J = 8.3 Hz), 4.03 (1H, m), 3.97 (3H, s), 3.92 (3H, s), 3.53 (2H, s), 3.03 (3H, s), 3.01 (2H, m), 2.11 (2H, t br, J = 11.5 Hz), 1.94 (2H, d q, J = 3.2, 11.8 Hz), 1.79 (2H, d br, J = 11.8 Hz)
化合物No. 434 (融点: 126〜128). NMR 溶媒: CDCl3
13C: 150.7, 142.2, 136.8, 133, 128.7, 127.5, 125.1, 113.1, 56.2, 42.2, 35.3, 31, 25.9, 25.4, 24.4, 23.7, 19.9
1H: 7.88 (1H, s), 7.81 (2H, d, J = 7.8 Hz), 7.46 (1H, s), 7.41 (2H, t, J = 7.7 Hz), 7.30 (1H, t, J = 7.4 Hz), 4.19 (1H, s br), 3.91 (1H, s br), 3.14 (1H, t, J = 12.7 Hz), 2.10-1.20 (13H, m)
化合物No. 435 (融点: 127〜128). NMR 溶媒: CDCl3
13C: 151.2, 145.3, 140.4, 139.1, 137, 130, 123.4, 123.2, 118.3, 112.6, 57.5, 42.5, 31.4, 29.9, 25.4, 25.2
1H: 8.18 (1H, d, J = 2.2 Hz), 7.89 (1H, d, J = 1.3 Hz), 7.85 (1H, d d, J = 2.2, 8.8 Hz), 7.43 (1H, d, J = 1.3 Hz), 7.06 (1H, d, J = 8.8 Hz), 3.95 (1H, m), 3.0 (3H, s), 2.93 (6H, s), 1.88 (2H, m), 1.85 (2H, m), 1.70 (1H, d br, J = 13.0 Hz), 1.58 (2H, d q, J = 3.4, 12.2 Hz), 1.38 (2H, t q, J = 3.0, 13.0 Hz), 1.13 (1H, t q, J = 3.5, 13.2 Hz)
化合物No. 436 (融点: 215〜217). NMR 溶媒: DMSO
13C: 166.6, 145.3, 144.6, 134.6, 130, 128.6, 121.5, 114.3, 81.7, 78.7, 61.7, 22.5
1H: 13.38 (1H, br), 8.70 (1H, s), 8.24 (1H, d, J = 9.0 Hz), 8.19 (1H, d, J = 9.0 Hz), 5.43 (2H, s), 3.90 (2H, s), 1.58 (6H, s)
化合物No. 437 (融点: 181). NMR 溶媒: DMSO
13C: 163.6, 144.4, 144.3, 142.8, 135.9, 132.7, 129.1, 128.4, 128.4, 127.3, 119.5, 118.7, 81.6, 78.7, 77.1, 61.8, 22.2
1H: 12.06 (1H, br), 8.39 (1H, s), 8.11 (1H, d, J = 9.0 Hz), 7.87 (1H, d, J = 9.0 Hz), 7.49 (2H, d, J = 7.0 Hz), 7.41 (3H, m), 5.29 (2H, s), 4.98 (2H, s), 3.92 (2H, s), 1.57 (6H, s)
化合物No. 438 (融点: 194). NMR 溶媒: DMSO
13C: 155.6, 151.2, 150.8, 139.6, 137.7, 129.3, 126.7, 125.6, 114, 112.5, 112.4, 56.8, 56, 31.4, 29, 25.2, 24.9
1H: 16.04 (1H, br), 8.58 (1H, d, J = 2.2 Hz), 8.13 (1H, d, J = 1.3 Hz), 8.05 (1H, d, J = 1.3 Hz), 8.04 (1H, d d, J = 2.2, 8.9 Hz), 7.31 (1H, d, J = 8.9 Hz), 3.99 (3H, s), 3.82 (1H, m), 2.94 (3H, s), 1.78 (4H, m), 1.58 (3H, m), 1.30 (2H, q, J = 12.5 Hz), 1.11 (1H, q, J = 13.0 Hz)
化合物No. 439 (融点: 226〜228 (DEC.)). NMR 溶媒: DMSO
13C: 154.5, 151.9, 150.9, 139.9, 137.6, 129.1, 125.4, 125.2, 116.7, 113.4, 110.8, 56.8, 31.3, 29, 25.2, 24.9
1H: 16.0 (1H, br), 11.14 (1H, br), 8.48 (1H, d, J = 2.2 Hz), 8.12 (1H, d, J = 1.3 Hz), 7.95 (1H, s br), 7.87 (1H, d d, J = 2.2, 8.5 Hz), 7.09 (1H, d, J = 8.5 Hz), 3.82 (1H, m), 2.94 (3H, s), 1.78 (4H, m), 1.57 (3H, m), 1.30 (2H, q, J = 12.5 Hz), 1.11 (1H, q, J = 13.0 Hz)
化合物No. 440 (融点: 104〜105). NMR 溶媒: DMSO
13C: 163.3, 144.4, 144.2, 142.9, 133.2, 127.4, 119.3, 118.1, 81.6, 78.7, 61.8, 22.2
1H: 11.56 (1H, br), 9.27 (1H, s br), 8.39 (1H, s), 8.10 (1H, d, J = 9.1 Hz), 7.89 (1H, d, J = 9.1 Hz), 5.29 (2H, s), 3.92 (2H, s), 1.57 (6H, s)
化合物No. 441 (融点: 169〜170). NMR 溶媒: CDCl3
13C: 152.2, 151.2, 139.9, 139.6, 138, 137.2, 130.7, 129.1, 128.3, 127.2, 126, 122.3, 113.8, 113.3, 62.8, 56.6, 55.9, 52.5, 31.7, 28.8
1H: 8.24 (1H, d, J = 2.2 Hz), 8.0 (1H, d d, J = 2.2, 8.8 Hz), 7.91 (1H, d, J = 1.3 Hz), 7.49 (1H, d, J = 1.3 Hz), 7.37-7.25 (5H, m), 7.13 (1H, d, J = 8.8 Hz), 4.03 (1H, m), 4.0 (3H, s), 3.53 (2H, s), 3.03 (3H, s), 3.01 (2H, m), 2.11 (2H, t br, J = 11.5 Hz), 1.93 (2H, d q, J = 3.5, 12.0 Hz), 1.79 (2H, d br, J = 12.0 Hz)
化合物No. 442 (融点: 162). NMR 溶媒: CDCl3
13C: 151.9 (d, J = 246.0 Hz), 151.4, 147.8 (d, J = 11.2 Hz), 141.5, 138, 136.8, 129.6 (d, J = 4.0 Hz), 129.1, 128.3, 127.2, 117.3 (d, J = 7.0 Hz), 116.2 (d, J = 18.5 Hz), 113.1, 110.4 (d, J = 1.7 Hz), 62.8, 56.2, 55.9, 52.5, 31.7, 28.9
1H: 7.90 (1H, d, J = 1.3 Hz), 7.50 (1H, d d, J = 1.8, 8.3 Hz), 7.46 (1H, d, J = 1.3 Hz), 7.37-7.27 (5H, m), 7.24 (1H, m), 7.09 (1H, d d, J = 8.5, 11.0 Hz), 4.03 (1H, m), 3.97 (3H, s), 3.53 (2H, s), 3.03 (3H, s), 3.01 (2H, m), 2.10 (2H, t br, J = 11.8 Hz), 1.94 (2H, d q, J = 3.0, 12.0 Hz), 1.79 (2H, d br, J = 11.5 Hz)
化合物No. 443 (融点: 188〜189). NMR 溶媒: CDCl3
13C: 152.5 (d, J = 245.0 Hz), 151.4, 147.1 (d, J = 11.0 Hz), 141.1 (d, J = 2.5 Hz), 138, 136.9, 129.1, 128.3, 127.2, 126.5 (d, J = 7.2 Hz), 120.9 (d, J = 3.5 Hz), 113.5 (d, J = 2.5 Hz), 113.1 (d, J = 19.7 Hz), 112.6, 62.8, 56.3, 55.8, 52.5, 31.6, 28.9
1H: 7.89 (1H, d, J = 1.3 Hz), 7.53 (1H, m), 7.50 (1H, d d, J = 2.5, 8.5 Hz), 7.40 (1H, d, J = 1.3 Hz), 7.37-7.23 (5H, m), 6.99 (1H, t, J = 8.4 Hz), 4.02 (1H, m), 3.92 (3H, s), 3.52 (2H, s), 3.02 (3H, s), 3.0 (2H, m), 2.10 (2H, t br, J = 11.8 Hz), 1.93 (2H, d q, J = 3.5, 12.0 Hz), 1.78 (2H, m)
化合物No. 444 (融点: 168). NMR 溶媒: DMSO
13C: 157.6, 153.8, 151.1, 140.6, 137.5, 137.1, 128.5, 127.9, 127.8, 126.3, 126.1, 114.9, 113.2, 78.8, 69.2, 55.1, 43, 42.2, 31.7, 28.1(2 sig.)
1H: 8.09 (1H, d, J = 1.3 Hz), 7.88 (1H, d, J = 1.3 Hz), 7.77 (2H, m d, J = 8.7 Hz), 7.46 (2H, d, J = 8.4 Hz), 7.40 (2H, t, J = 7.4 Hz), 7.33 (1H, t, J = 7.3 Hz), 7.03 (2H, m d, J = 8.7 Hz), 5.12 (2H, s), 4.03 (3H, m), 2.92 (3H, s), 2.79 (2H, br), 1.76 (2H, d br, J = 11.5 Hz), 1.66 (2H, d q, J = 4.3, 12.1 Hz), 1.41 (9H, s)
化合物No. 445 (融点: 170〜171). NMR 溶媒: CDCl3
13C: 160.4, 151.1, 140, 137.1, 131.1, 130.3, 126.5, 116.3, 113, 111.6, 102, 57.6, 56.2, 31.4, 30, 25.4, 25.2
1H: 7.98 (1H, d d, J = 2.2, 8.5 Hz), 7.97 (1H, d, J = 2.2 Hz), 7.89 (1H, d, J = 1.3 Hz), 7.44 (1H, d, J = 1.3 Hz), 7.02 (1H, d, J = 8.5 Hz), 3.96 (3H, s), 3.95 (1H, m), 3.0 (3H, s), 1.87 (4H, m), 1.71 (1H, m), 1.58 (2H, d q, J = 3.5, 12.5 Hz), 1.38 (2H, t q, J = 3.0, 13.0 Hz), 1.13 (1H, t q, J = 3.5, 13 Hz)
化合物No. 446 (融点: 176〜177). NMR 溶媒: CDCl3
13C: 160.5, 151.2, 140.1, 138, 137.1, 131.1, 130.3, 129.1, 128.3, 127.2, 126.4, 116.3, 112.9, 111.6, 102, 62.8, 56.2, 55.9, 52.5, 31.7, 28.9
1H: 7.98 (1H, d d, J = 2.2, 8.5 Hz), 7.97 (1H, d, J = 2.2 Hz), 7.90 (1H, d, J = 1.3 Hz), 7.44 (1H, d, J = 1.3 Hz), 7.37-7.23 (5H, m), 7.01 (1H, d, J = 8.5 Hz), 4.01 (1H, m), 3.96 (3H, s), 3.53 (2H, s), 3.03 (3H, s), 3.01 (2H, m), 2.10 (2H, t br, J = 12.0 Hz), 1.94 (2H, d q, J = 3.5, 12.0 Hz), 1.79 (2H, d br, J = 12.0 Hz)
化合物No. 447 (融点: 103〜105). NMR 溶媒: CDCl3
13C: 151.5, 142.3, 141.4, 140.3, 136.8, 128.9, 119.4, 115.4, 112.4, 112, 57.5, 43.6, 31.3, 30, 25.4, 25.2
1H: 7.89 (1H, d, J = 1.3 Hz), 7.38 (1H, d, J = 1.3 Hz), 7.22 (1H, d, J = 2.2 Hz), 7.15 (1H, d d, J = 2.2, 8.1 Hz), 7.03 (1H, d, J = 8.1 Hz), 4.03 (2H, br), 3.94 (1H, m), 2.99 (3H, s), 2.69 (6H, s), 1.85 (4H, m), 1.70 (1H, d br, J = 14.0 Hz), 1.58 (2H, d q, J = 3.5, 12.5 Hz), 1.37 (2H, m q, J = 13.0 Hz), 1.13 (1H, m q, J = 13.0 Hz)
化合物No. 448 (融点: 180〜182). NMR 溶媒: CDCl3
13C: 155.1, 150.2, 137.9, 137.6, 137.5, 136.2, 132.5, 126, 122.7, 115, 62.1, 46.4, 43.3, 14.6
1H: 8.68 (1H, s br), 8.15 (1H, d, J = 6.3 Hz), 7.94 (1H, d, J = 1.3 Hz), 7.71 (1H, d, J = 8.0 Hz), 7.57 (1H, d, J = 1.3 Hz), 7.33 (1H, d d, J = 6.3, 8.0 Hz), 4.20 (2H, q. J = 7.2 Hz), 3.64 (8H, m), 1.30 (3H, t, J = 7.2 Hz)
化合物No. 449 (融点: 110〜112). NMR 溶媒: CDCl3
13C: 150.8, 137.6, 137.6, 136.9, 136, 132.7, 125.9, 122.7, 115.3, 50.6, 36.4, 29.3, 19.8, 13.7
1H: 8.67 (1H, t, J = 1.5 Hz), 8.14 (1H,d d d, J = 1.0, 1.6, 6.4 Hz), 7.94 (1H, d, J = 1.3 Hz), 7.71 (1H, t d, J = 1.3, 8.1 Hz), 7.58 (1H, d, J = 1.3 Hz), 7.32 (1H, d d, J = 6.4, 8.1 Hz), 3.46 (2H, t, J = 7.6 Hz), 3.13 (3H, s), 1.68 (2H, m), 1.37 (2H, m), 0.97 (3H, t, J = 7.4 Hz)
化合物No. 450 (融点: 122〜123). NMR 溶媒: DMSO
13C: 151.1, 145.9, 141.4, 137.6, 137.2, 126.2, 113.2, 112.6, 110.7, 110.6, 55.7, 55.4, 45.4, 31.4, 29.5
1H: 8.03 (1H, s), 7.68 (1H, s), 7.14 (1H, d, J = 1.8 Hz), 7.0 (1H, d d, J = 1.8, 8.2 Hz), 6.79 (1H, d, J = 8.2 Hz), 4.73 (2H, s br), 3.88 (1H, m), 3.76 (3H, s), 3.01 (2H, d br, J = 12.0 Hz), 2.93 (3H, s), 2.47 (2H, m), 1.67 (4H, m)
化合物No. 451 (融点: 170〜172). NMR 溶媒: DMSO
13C: 157.6, 150.2, 138.3, 137.3, 131.4, 129.7, 129.7, 129, 126.7, 121.6, 115.7, 113.3, 59.1, 52.3, 50.6, 31.9, 25
1H: 9.62 (2H, m br), 8.67 (1H, s), 8.0 (1H, s), 7.65 (2H, d, J = 8.2 Hz), 7.55 (2H, m), 7.49 (3H, m), 6.82 (2H, d, J = 8.2 Hz), 4.32 (2H, m), 4.18 (1H, m), 3.45 (2H, m), 3.16 (2H, m), 2.94 (3H, s), 2.19 (2H, q br, J = 12.0 Hz), 2.0 (2H, d br, J = 12.0 Hz)
化合物No. 452 (融点: 74〜76). NMR 溶媒: CDCl3
13C: 150.3, 137.6, 137.3, 136.9, 136, 132.7, 125.9, 122.8, 115.1, 42.8, 13.2
1H: 8.67 (1H, t br, J = 1.3 Hz), 8.14 (1H, d, J = 6.4 Hz), 7.93 (1H, d, J = 1.3 Hz), 7.72 (1H, d, J = 8.0 Hz), 7.57 (1H, d, J = 1.3 Hz), 7.32 (1H, d d, J = 6.4, 8.0 Hz), 3.49 (4H, q, J = 7.2 Hz), 1.31 (6H, t, J = 7.2 Hz)
化合物No. 453 (融点: 130〜132). NMR 溶媒: DMSO
13C: 149.6, 147.8, 145.7, 142.8, 138.2, 137.1, 132.2, 129.9, 129, 127.7, 126.3, 124, 115.6, 39.6
1H: 8.87 (1H, d d, J = 0.8, 2.2 Hz), 8.43 (1H, d d, J = 1.7, 4.9 Hz), 8.04 (1H, t d, J = 1.9, 8.0 Hz), 7.81 (1H, d, J = 1.3 Hz), 7.61 (1H, d, J = 1.3 Hz), 7.45-7.28 (6H, m), 3.43 (3H, s)
化合物No. 454 (融点: 170〜172). NMR 溶媒: DMSO
13C: 151.2 (d, J = 240.0 Hz), 151.1, 144.0 (d, J = 12.2 Hz), 140.0 (d, J = 2.5 Hz), 137.6, 131.4, 129.7 (2 sig.), 128.9, 125.2 (d, J = 7.0 Hz), 121.1 (d, J = 2.5 Hz), 117.9 (d, J = 3.0 Hz), 113.5, 112.5 (d, J = 20.0 Hz), 59.0, 52.1, 50.6, 31.7, 25.1
1H: 9.91 (1H, s), 9.57 (1H, m), 8.10 (1H, s), 7.90 (1H, s), 7.58 (1H, m), 7.55 (2H, m), 7.48 (4H, m), 6.96 (1H, t, J = 8.8 Hz), 4.31 (2H, s br), 4.16 (1H, m), 3.45 (2H, m), 3.15 (2H, m), 2.92 (3H, s), 2.17 (2H, q, J = 12.5 Hz), 1.98 (2H, d br, J = 12.5 Hz)
化合物No. 455 (融点: 171〜173). NMR 溶媒: CDCl3
13C: 145.8, 137.7, 137.2, 136.8, 136.1, 132.6, 126, 122.7, 114.3, 81, 80.3, 62.1, 22.8
1H: 8.69 (1H, t br, J = 1.5 Hz), 8.14 (1H, d d d, J = 1.0, 1.5, 6.4 Hz), 7.96 (1H, d, J = 1.3 Hz), 7.70 (1H, t d, J = 1.2, 8.2 Hz), 7.63 (1H, d, J = 1.3 Hz), 7.31 (1H, d d, J = 6.4, 8.2 Hz), 5.12 (2H, s), 3.90 (2H, d), 1.62 (6H, s)
化合物No. 456 (融点: 181〜182). NMR 溶媒: DMSO
13C: 149.4, 142.6, 138.3, 137.1, 135.2, 134.6, 132.4, 129.9, 127.7, 126.6, 126.2, 121.1, 117.1, 39.6
1H: 8.50 (1H, t br, J = 1.5 Hz), 8.08 (1H, d d d, J = 1.0, 1.8, 6.4 Hz), 7.96 (1H, d, J = 1.3 Hz), 7.61 (1H, d, J = 1.3 Hz), 7.60 (1H, m), 7.38 (1H, m), 7.50-7.29 (5H, m), 3.43 (3H, s)
化合物No. 457 (融点: 179 (dec.)). NMR 溶媒: DMSO
13C: 151.4, 150.6, 137.9, 137.7, 137, 131.7, 131.4, 129.7, 129.1, 128.9, 123.9, 121, 119.6, 114.7, 59, 52.2, 50.5, 31.9, 25
1H: 11.13 (1H, s br), 9.59 (1H, s), 8.39 (1H, s), 8.33 (1H, d, J = 2.0 Hz), 8.14 (1H, s), 8.02 (1H, d d, J = 2.0, 8.6 Hz), 7.55 (2H, m), 7.49 (3H, m), 7.19 (1H, d, J = 8.6 Hz), 4.32 (2H, d, J = 4.9 Hz), 4.18 (1H, m), 3.46 (2H, d br, J = 11.5 Hz), 3.16 (2H, m), 2.93 (3H, s), 2.18 (2H, q br, J = 12.5 Hz), 1.99 (2H, d br, J = 12.3 Hz)
化合物No. 458 (融点: 163〜164). NMR 溶媒: DMSO
13C: 148.1, 147.7, 146.1, 138.3, 136.8, 131.9, 129.1, 123.9, 113.6, 50, 32.2, 25.1, 24.8
1H: 9.02 (1H, d d, J = 0.8, 2.2 Hz), 8.46 (1H, d d, J = 1.7, 4.7 Hz), 8.38 (1H, d, J = 1.3 Hz), 8.33 (1H, d br, J = 7.3 Hz), 8.30 (1H, d, J = 1.3 Hz), 8.15 (1H, t d, J = 1.9, 7.9 Hz), 7.42 (1H, d d d, J = 0.8, 4.7, 7.9 Hz), 3.63 (1H, m), 1.90 (2H, m), 1.75 (2H, m), 1.61 (1H, d br, J = 12.7 Hz), 1.32 (4H, m), 1.14 (1H, m)
化合物No. 459 (融点: 199〜201). NMR 溶媒: CDCl3
13C: 150.8, 137.9, 137.6, 137.6, 136.9, 136, 132.7, 129.1, 128.3, 127.2, 125.9, 122.6, 115.3, 62.8, 56, 52.4, 31.7, 28.9
1H: 8.66 (1H, s br), 8.13 (1H, d, J = 6.3 Hz), 7.93 (1H, s br), 7.70 (1H, d, J = 8.1 Hz), 7.58 (1H, s br), 7.30 (6H,m), 3.99 (1H, m), 3.52 (2H, s), 3.02 (3H, s), 3.01 (2H, m), 2.10 (2H, t br, J = 10.9 Hz), 1.93 (2H, m), 1.78 (2H, d br, J = 10.9 Hz)
化合物No. 460 (融点: 148). NMR 溶媒: CDCl3
13C: 165.8, 147.2, 145.6, 132.6, 131.5, 126.5, 119.6, 116.6, 82.4, 79.6, 62.4, 61.7, 23, 14.3
1H: 8.91 (1H, d d, J = 0.8, 1.4 Hz), 8.17 (1H, d d, J = 1.4, 8.7 Hz), 8.12 (1H, d d, J = 0.8, 8.7 Hz), 5.53 (2H, s), 4.45 (2H, q, J = 7.2 Hz), 3.91 (2H, s), 1.70 (6H, s), 1.44 (3H, t, J = 7.2 Hz)
化合物No. 461 (融点: 186). NMR 溶媒: MeOD
13C: 149.5, 138.8, 138.8, 137.7, 136.9, 135, 128.4, 127.1, 116.7, 52.2, 33.8, 26.7, 26.5
1H: 8.75 (1H, br), 8.36 (1H, d, J = 1.2 Hz), 8.25 (1H, m), 8.24 (1H, m), 7.98 (1H, d, J = 8.2 Hz), 7.58 (1H, d d, J = 6.6, 8.2 Hz), 3.73 (1H, m), 2.02 (2H, m), 1.87 (2H, m), 1.70 (1H, d br, J = 13.5 Hz), 1.45 (2H, m), 1.38 (2H, m), 1.24 (1H, m)
化合物No. 462 (融点: 125 (dec.)). NMR 溶媒: DMSO
13C: 167.1, 145.8, 145.4, 135.3, 132.2, 124.9, 119.4, 113.9, 81.7, 78.7, 61.6, 22.5
1H: 8.63 (1H, s), 8.34 (1H, s br), 8.25 (1H, d, J = 8.5 Hz), 8.01 (1H, d d, J = 1.5, 8.7 Hz), 7.65 (1H, s br), 5.43 (2H, s), 3.91 (2H, s), 1.60 (6H, s)
化合物No. 463 (融点: 181〜183). NMR 溶媒: CDCl3
13C: 151.2, 148.6, 146.7, 139.4, 137.3, 132.5, 128.9, 123.6, 113.9, 66.9, 54.5, 31.8, 29.5
1H: 9.00 (1H, d d, J = 1.0, 2.2 Hz), 8.53 (1H, d d, J = 1.7, 4.8 Hz), 8.11 (1H, d d d, J = 1.8, 2.3, 7.9 Hz), 7.96 (1H, d, J = 1.3 Hz), 7.59 (1H, d, J = 1.3 Hz), 7.34 (1H, d d d, J = 1.0, 4.8, 7.9 Hz), 4.29 (1H, m), 4.09 (2H, d d, J = 4.6, 11.5 Hz), 3.50 (2H, d t, J = 2.2, 12.0 Hz), 3.04 (3H, s), 1.95 (2H, m), 1.78 (2H, m)
化合物No. 464 (融点: 143〜144). NMR 溶媒: CDCl3
13C: 150.6, 148.5, 146.7, 139.3, 136.9, 132.4, 129.1, 123.6, 113.8, 59, 39.5, 31.4, 25.6, 25.1, 14.9
1H: 9.01 (1H, d, J = 2.3 Hz), 8.53 (1H, d d, J = 1.7, 4.8 Hz), 8.12 (1H, t d, J = 2.0, 8.0 Hz), 7.91 (1H, d, J = 1.3 Hz), 7.56 (1H, d, J = 1.3 Hz), 7.34 (1H, d d d, J = 0.8, 4.8, 8.0 Hz), 3.75 (1H, m), 3.44 (2H, q, J = 7.0 Hz), 1.84 (4H, m), 1.66 (3H, m), 1.30 (2H, m, J = 13.0 Hz), 1.26 (3H, t, J = 7.0 Hz), 1.13 (1H, m, J = 13.0 Hz)
化合物No. 465 (融点: 184〜185). NMR 溶媒: MeOD
13C: 151.9, 147.7, 147.1, 140.6, 138.4, 132.6, 131.6, 130.6, 130.4, 123, 118.8, 116.9, 114.7, 114.1, 61.8, 54.7, 52.8, 33.5, 26.8
1H: 8.64 (1H, s br), 7.82 (1H, s br), 7.58 (2H, m), 7.52 (3H, m), 7.18 (1H, d, J = 2.0 Hz), 7.11 (1H, d d, J = 2.0, 8.3 Hz), 6.83 (1H, d, J = 8.3 Hz), 4.36 (2H, s), 4.28 (1H, m), 3.63 (2H, d br, J = 12.5 Hz), 3.24 (2H, m, J = 12.5 Hz), 3.06 (3H, s), 2.30 (2H, m, J = 13.0 Hz), 2.17 (2H, d br, J = 13.0 Hz)
化合物No. 466 (融点: 221〜222). NMR 溶媒: DMSO
13C: 151.7 (d, J = 242.5 Hz), 151.0, 146.2 (d, J = 10.8 Hz), 139.6 (d, J = 2.5 Hz), 137.7, 126.7 (d, J = 7.5 Hz), 120.9 (d, J = 3.5 Hz), 114.1 (2 sig.), 112.3 (d, J = 19.7 Hz), 66.3, 56.0, 54.2, 31.6, 29.1
1H: 8.11 (1H, d, J = 1.3 Hz), 7.98 (1H, d, J = 1.3 Hz), 7.66 (1H, m), 7.63 (1H, m), 7.19 (1H, t, J = 8.7 Hz), 4.09 (1H, m), 3.93 (2H, d d, J = 4.5, 12.3 Hz), 3.85 (3H, s), 3.38 (2H, m), 2.94 (3H, s), 1.85 (2H, d q, J = 4.5, 12.3 Hz), 1.69 (2H, d br, J = 12.3 Hz)
化合物No. 467 (融点: 177). NMR 溶媒: CDCl3
13C: 151.5, 142.3, 140, 137, 132.9, 128.7, 128.6, 128.4, 127.6, 126.1, 125.1, 113.1, 60.2, 55.7, 52.6, 33.8, 31.6, 28.9
1H: 7.93 (1H, d, J = 1.3 Hz), 7.81 (2H, m d, J = 8.2 Hz), 7.51 (1H, d, J = 1.3 Hz), 7.41 (2H, t, J = 7.9 Hz), 7.30 (3H, t, J = 7.4 Hz), 7.22 (1H, m), 7.21 (2H, d, J = 7.4 Hz), 4.06 (1H, m), 3.13 (2H, d br, J = 11.8 Hz), 3.04 (3H, s), 2.82 (2H, m), 2.63 (2H, m), 2.17 (2H, d t, J = 2.4, 12.0 Hz), 1.96 (2H, d q, J = 3.6, 12.1 Hz), 1.85 (2H, d br, J = 12.0 Hz)
化合物No. 468 (融点: 186〜187). NMR 溶媒: DMSO
13C: 151.2, 145.9, 141.4, 137.5, 137.2, 126.2, 113.2, 112.6, 110.7, 110.6, 66.3, 55.3, 54.1, 31.6, 29.1
1H: 8.05 (1H, d, J = 1.3 Hz), 7.69 (1H, d, J = 1.3 Hz), 7.15 (1H, d, J = 2.2 Hz), 7.0 (1H, d d, J = 2.2, 8.4 Hz), 6.79 (1H, d, J = 8.4 Hz), 4.73 (2H, s), 4.09 (1H, m), 3.93 (2H, d d, J = 4.3, 11.3 Hz), 3.77 (3H, s), 3.38 (2H, d t, J = 1.5, 12.0 Hz), 2.94 (3H, s), 1.84 (2H, d q, J = 4.5, 12.3 Hz), 1.69 (2H, d d, J = 2.8, 12.3 Hz)
化合物No. 469 (融点: 111 (dec.)). NMR 溶媒: DMSO
13C: 156.7, 153.8, 151.1, 141, 137.3, 126.1, 124.4, 115.3, 112.5, 78.8, 55, 43, 42.2, 31.7, 28.1, 28.1
1H: 9.46 (1H, s), 8.06 (1H, s), 7.78 (1H, s), 7.64 (2H, d, J = 8.7 Hz), 6.77 (2H, d, J = 8.7 Hz), 4.03 (3H, m), 2.91 (3H, s), 2.79 (2H, s br), 1.75 (2H, d br, J = 12.0 Hz), 1.66 (2H, d q, J = 4.1, 12.2 Hz), 1.41 (9H, s)
化合物No. 470 (融点: 217 (dec.)). NMR 溶媒: CDCl3
13C: 150.8, 137.7, 137.6, 137, 136.1, 132.7, 126, 122.8, 115.3, 66.9, 54.6, 31.9, 29.5
1H: 8.68 (1H, t, J = 1.3 Hz), 8.15 (1H, d d d, J = 1.0, 1.6, 6.4 Hz), 7.95 (1H, d, J = 1.3 Hz), 7.73 (1H, t d, J = 1.2, 8.1 Hz), 7.60 (1H, d, J = 1.3 Hz), 7.33 (1H, d d, J = 6.4, 8.1 Hz), 4.28 (1H, m), 4.10 (2H, d d, J = 4.5, 11.6 Hz), 3.51 (2H, d t, J = 1.8, 12.0 Hz), 3.04 (3H, s), 1.96 (2H, d q, J = 4.4, 12.2 Hz), 1.79 (2H, m)
化合物No. 471 (融点: 205〜207). NMR 溶媒: CDCl3
13C: 150.1, 137.6, 137.2, 136.9, 136, 132.8, 125.9, 122.8, 115.1, 59.1, 39.6, 31.3, 25.5, 25, 14.9
1H: 8.67 (1H, t, J = 1.6 Hz), 8.14 (1H, d d d, J = 1.0, 1.6, 6.4 Hz), 7.89 (1H, d, J = 1.3 Hz), 7.72 (1H, t d, J = 1.3, 8.1 Hz), 7.55 (1H, d, J = 1.3 Hz), 7.31 (1H, d d, J = 6.4, 8.1 Hz), 3.69 (1H, m), 3.42 (2H, q, J = 7.0 Hz), 1.84 (4H, m), 1.68 (3H, m), 1.27 (2H, m, J = 13.0 Hz), 1.25 (3H, t, J = 7.0 Hz), 1.12 (1H, m, J = 12.8 Hz)
化合物No. 472 (融点: 153〜154). NMR 溶媒: CDCl3
13C: 162.3 (d, J = 246.7 Hz), 151.4, 141.5, 136.9, 129.1 (d, J = 3.6 Hz), 126.8 (d, J = 8.5 Hz), 115.6 (d, J = 21.7 Hz), 112.8, 67, 54.4, 31.8, 29.5
1H: 7.91 (1H, d, J = 1.3 Hz), 7.76 (2H, m, J = 5.5, 8.9 Hz), 7.46 (1H, d, J = 1.3 Hz), 7.10 (2H, m t, J = 8.8 Hz), 4.28 (1H, m), 4.09 (2H, d d, J = 4.6, 11.6 Hz), 3.50 (2H, d t, J = 1.7, 11.9 Hz), 3.04 (3H, s), 1.95 (2H, d q, J = 4.6, 12.3 Hz), 1.77 (2H, d br, J = 11.0 Hz)
化合物No. 473 (融点: 146〜147). NMR 溶媒: CDCl3
13C: 151.2, 150.6 (d d, J = 13.1, 247.3 Hz), 149.8 (d d, J = 12.8, 248.2 Hz), 140.5, 137.0, 130.1 (d d, J = 4.0, 6.5 Hz), 121.1 (d d, J = 3.8, 6.3 Hz), 117.5 (d, J = 17.6 Hz), 114.2 (d, J = 18.8 Hz), 113.4, 67.0, 54.5, 31.8, 29.5
1H: 7.91 (1H, d, J = 1.1 Hz), 7.61 (1H, d d d, J = 2.1, 7.8, 11.6 Hz), 7.50 (1H, m), 7.46 (1H, s), 7.18 (1H, d t, J = 8.5, 10.0 Hz), 4.28 (1H, m), 4.09 (2H, d d, J = 4.5, 11.5 Hz), 3.50 (2H, d t, J = 1.3, 12.0 Hz), 3.04 (3H, s), 1.95 (2H, d q, J = 4.4, 12.2 Hz), 1.77 (2H, d br, J = 13.5 Hz)
化合物No. 474 (融点: 148〜149). NMR 溶媒: CDCl3
13C: 151.4, 150.6 (t, J = 2.7 Hz), 141.3, 137, 130.3, 126.6, 119.7, 115.9 (t, J = 260.0 Hz), 113.1, 67, 54.4, 31.8, 29.5
1H: 7.92 (1H, d, J = 1.3 Hz), 7.79 (2H, m d, J = 8.8 Hz), 7.48 (1H, d, J = 1.3 Hz), 7.16 (2H, m d, J = 8.8 Hz), 6.54 (1H, t, J = 74.0 Hz), 4.29 (1H, m), 4.09 (2H, d d, J = 4.5, 11.5 Hz), 3.50 (2H, d t, J = 2.0, 12.0 Hz), 3.04 (3H, s), 1.95 (2H, d q, J = 4.5, 12.3 Hz), 1.78 (2H, m)
化合物No. 475 (融点: 183〜184). NMR 溶媒: CDCl3
13C: 159.2, 151.6, 142.2, 136.8, 126.4, 125.6, 114.1, 112, 67, 55.3, 54.3, 31.8, 29.5
1H: 7.91 (1H, d, J = 1.3 Hz), 7.72 (2H, m d, J = 8.9 Hz), 7.40 (1H, d, J = 1.3 Hz), 6.94 (2H, m d, J = 8.9 Hz), 4.28 (1H, m), 4.08 (2H, d d, J = 4.4, 11.5 Hz), 3.84 (3H, s), 3.50 (2H, d t, J = 1.9, 11.8 Hz), 3.03 (3H, s), 1.94 (2H, d q, J = 4.5, 12.2 Hz), 1.76 (2H, m d, J = 12.3 Hz)
化合物No. 476 (融点: 130). NMR 溶媒: CDCl3
13C: 151.5, 149.1, 148.6, 142.2, 136.7, 125.9, 117.4, 112.3, 111.2, 108.4, 67, 55.9, 55.9, 54.4, 31.8, 29.5
1H: 7.91 (1H, d, J = 1.3 Hz), 7.43 (1H, d, J = 1.3 Hz), 7.39 (1H, d, J = 2.0 Hz), 7.30 (1H, d d, J = 2.0, 8.3 Hz), 6.90 (1H, d, J = 8.3 Hz), 4.29 (1H, m), 4.09 (2H, d d, J = 4.3, 11.6 Hz), 3.96 (3H, s), 3.92 (3H, s), 3.50 (2H, d t, J = 1.7, 12.0 Hz), 3.04 (3H, s), 1.95 (2H, d q, J = 4.5, 12.4 Hz), 1.77 (2H, d br, J = 12.3 Hz)
化合物No. 477 (融点: 174〜176). NMR 溶媒: CDCl3
13C: 151.3, 141.3, 137, 133.2, 131.4, 128.9, 126.4, 113.3, 67, 54.4, 31.8, 29.5
1H: 7.92 (1H, s), 7.73 (2H, d, J = 8.5 Hz), 7.50 (1H, s), 7.37 (2H, d, J = 8.5 Hz), 4.28 (1H, m), 4.09 (2H, d d, J = 4.5, 11.5 Hz), 3.50 (2H, t. J = 11.5 Hz), 3.03 (3H, s), 1.95 (2H, d q, J = 4.5, 12.2 Hz), 1.77 (2H, d br, J = 12.5 Hz)
化合物No. 478 (融点: 222〜225). NMR 溶媒: CDCl3
13C: 166.1, 146.3, 145.9, 137.5, 132.5, 125.2, 120, 112.4, 82.5, 79.5, 62.4, 52.1, 28.8, 23
1H: 8.46 (1H, d d, J = 0.8, 1.5 Hz), 8.10 (1H, d d, J = 0.8, 8.7 Hz), 7.91 (1H, d d, J = 1.5, 8.7 Hz), 6.12 (1H, s), 5.53 (2H, s), 3.91 (2H, s), 1.69 (6H, s), 1.51 (9H, s)
化合物No. 479 (融点: 193〜195). NMR 溶媒: CDCl3
13C: 170.3, 145.7, 145.3, 137.7, 132.4, 124.7, 120.2, 113.2, 82.4, 79.6, 62.3, 39.6, 35.4, 22.9
1H: 8.30 (1H, s br), 8.14 (1H, d, J = 8.6 Hz), 7.53 (1H, d d, J = 1.4, 8.6 Hz), 5.53 (2H, s), 3.91 (2H, s), 3.16 (3H, s), 3.0 (3H, s), 1.68 (6H, s)
化合物No. 480 (融点: 233〜234). NMR 溶媒: DMSO
13C: 167, 149.8, 144.5, 134, 131.6, 128.8, 119, 113.1, 59, 31.9, 28.4, 24
1H: 8.71 (1H, s), 8.25 (1H, s br), 8.18 (1H, d d, J = 1.4, 8.3 Hz), 7.94 (1H, d, J = 8.3 Hz), 7.61 (1H, s br), 4.57 (1H, br), 3.07 (3H, s), 1.93 (2H, m), 1.78 (2H, m), 1.72 (2H, m), 1.54 (2H, m)
化合物No. 481 (融点: 171〜172). NMR 溶媒: CDCl3
13C: 165, 145, 144.6, 143.5, 137.6, 135.9, 129.1, 127.5, 124.9, 120.4, 119.9, 118.7, 82.4, 79.6, 62.7, 22.6
1H: 8.39 (1H, s), 8.21 (1H, s br), 7.95 (2H, m), 7.69 (2H, d, J = 7.9 Hz), 7.39 (2H, t, J = 7.9 Hz), 7.19 (1H, t, J = 7.3 Hz), 5.40 (2H, s), 3.92 (2H, s), 1.69 (6H, s)
化合物No. 482 (融点: 185〜186). NMR 溶媒: DMSO
13C: 166.4, 156.3, 150.9, 140, 137.6, 128.6, 127.1, 126, 123, 113.6, 112.3, 56.7, 56, 31.3, 29, 25.2, 24.9
1H: 8.25 (1H, d, J = 2.3 Hz), 8.09 (1H, s br), 7.95 (1H, s br), 7.92 (1H, d d, J = 2.3, 8.7 Hz), 7.67 (1H, s br), 7.56 (1H, s br), 7.16 (1H, d, J = 8.7 Hz), 3.90 (3H, s), 3.81 (1H, m), 2.93 (3H, s), 1.78 (4H, m), 1.60 (1H, m), 1.56 (2H, m), 1.30 (2H, m, J = 13.0 Hz), 1.11 (1H, m)
化合物No. 483 (融点: 117). NMR 溶媒: CDCl3
13C: 150.6, 145.3, 133.2, 129.3, 125.2, 119.8, 113.6, 67.1, 54.6, 29.9 (2 sig.)
1H: 8.10 (1H, m d, J = 8.4 Hz), 7.99 (1H, m d, J = 8.4 Hz), 7.61 (1H, m, J = 1.0, 7.0, 8.2 Hz), 7.47 (1H, m, J = 1.0, 7.1, 8.2 Hz), 4.54 (1H, m), 4.10 (2H, d br, J = 11.5 Hz), 3.51 (2H, s br), 3.21 (3H, s), 2.03 (2H, d q, J = 4.6, 12.3 Hz), 1.91 (2H, d br, J = 11.5 Hz)
化合物No. 484 (融点: 119〜120). NMR 溶媒: CDCl3
13C: 151.9 (d, J = 246.5 Hz), 151.4, 147.8 (d, J = 11.2 Hz), 141.5, 136.8, 129.5 (d, J = 3.8 Hz), 117.3 (d, J = 6.9 Hz), 116.2 (d, J = 18.7 Hz), 113, 110.3 (d, J = 2.0 Hz), 67, 56.2, 54.4, 31.8, 29.5
1H: 7.92 (1H, d, J = 1.3 Hz), 7.50 (1H, d d, J = 2.0, 8.3 Hz), 7.47 (1H, d, J = 1.3 Hz), 7.24 (1H, m), 7.09 (1H, d d, J = 8.3, 11.0 Hz), 4.29 (1H, m), 4.10 (2H, d d, J = 4.5, 11.5 Hz), 3.96 (3H, s), 3.50 (2H, d t, J = 1.8, 12.0 Hz), 3.04 (3H, s), 1.95 (2H, d q, J = 4.6, 12.4 Hz), 1.78 (2H, d br, J = 12.5 Hz)
化合物No. 485 (融点: 181). NMR 溶媒: DMSO
13C: 153.2, 148.8, 137.1, 135, 126.4, 124.2, 123.2, 121.1, 115, 112.4, 57.2, 56.1, 40.7, 31.5, 28.8, 25, 24.8
1H: 9.20 (1H, s br), 9.10 (1H, s), 8.31 (1H, s), 7.77 (1H, d d, J = 2.3, 8.2 Hz), 7.76 (1H, s), 7.20 (1H, d, J = 8.2 Hz), 3.87 (3H, s), 3.84 (1H, br), 3.03 (3H, s), 2.96 (3H, s), 1.79 (4H, m), 1.61 (1H,m), 1.57 (2H, m), 1.32 (2H, m), 1.12 (1H, m)
化合物No. 486 (融点: 200〜203 (dec.)). NMR 溶媒: CDCl3
13C: 164.7, 145.6, 145, 137.7, 134.5, 132.8, 129.2, 128.6, 124.9, 120.4, 118.8, 115, 82.4, 79.5, 62.5, 23
1H: 8.61 (1H, s), 8.30 (1H, d, J = 8.6 Hz), 8.19 (1H, s br), 8.15 (1H, d d, J = 1.3, 8.6 Hz), 7.70 (2H, d, J = 8.0 Hz), 7.41 (2H, t, J = 8.3 Hz), 7.20 (1H, t, J = 7.5 Hz), 5.53 (2H, s), 3.92 (2H, s), 1.70 (6H, s)
化合物No. 487 (融点: 175〜177). NMR 溶媒: CDCl3
13C: 165.7, 145.7, 145.1, 134.2, 133.8, 128.4, 118.3, 114.6, 82.5, 79.5, 62.4, 52, 28.8, 23
1H: 8.42 (1H, d d, J = 0.5, 1.6 Hz), 8.25 (1H, d d, J = 0.5, 8.7 Hz), 8.03 (1H, d d, J = 1.6, 8.7 Hz), 6.09 (1H, s br), 5.54 (2H, s), 3.91 (2H, s), 1.69 (6H, s), 1.53 (9H, s)
化合物No. 488 (融点: 175). NMR 溶媒: CDCl3
13C: 151.2, 148.6, 146.7, 140, 139.3, 137.3, 132.4, 128.9, 128.6, 128.4, 126.1, 123.6, 113.9, 60.2, 55.8, 52.6, 33.8, 31.7, 28.8
1H: 9.01 (1H, d d, J = 0.7, 2.2 Hz), 8.53 (1H, d d, J = 1.6, 4.8 Hz), 8.12 (1H, d d d, J = 1.7, 2.6, 8.0 Hz), 7.96 (1H, d, J = 1.3 Hz), 7.59 (1H, d, J = 1.3 Hz), 7.34 (1H, d d d, J = 1.0, 4.8, 8.0 Hz), 7.30 (2H, m, J = 7.5 Hz), 7.21 (1H, m), 7.20 (2H, m, J = 7.1 Hz), 4.05 (1H, m), 3.14 (2H, d br, J = 12.0 Hz), 3.05 (3H, s), 2.81 (2H, m), 2.63 (2H, m), 2.17 (2H, d t, J = 2.0, 11.6 Hz), 1.97 (2H, d q, J = 3.7, 12.0 Hz), 1.85 (2H, d br, J = 12.0 Hz)
化合物No. 489 (融点: 197). NMR 溶媒: DMSO
13C: 164.3, 145.4, 144.5, 133.6, 132.4, 129, 118.7, 113.9, 81.7, 78.7, 61.7, 48.7, 32.5, 25.3, 25, 22.5
1H: 8.68 (1H, s), 8.49 (1H, d, J = 8.0 Hz), 8.18 (1H, d d, J = 1.4, 8.7 Hz), 8.15 (1H, d, J = 8.7 Hz), 5.44 (2H, s), 3.90 (2H, s), 3.80 (1H, m), 1.86 (2H, m), 1.75 (2H, m), 1.61 (1H, m), 1.58 (6H, s), 1.35 (2H, m), 1.30 (2H, m), 1.15 (1H, m)
化合物No. 490 (融点: 194〜196). NMR 溶媒: DMSO
13C: 164.6, 144.4, 144.2, 143, 135.2, 128, 118.9, 118.4, 81.7, 78.7, 61.8, 48.7, 32.4, 25.3, 25, 22.2
1H: 8.52 (1H, s), 8.50 (1H, m), 8.07 (1H, d, J = 8.0 Hz), 7.97 (1H, d d, J = 1.4, 9.0 Hz), 5.31 (2H, s), 3.92 (2H, s), 3.79 (1H, m), 1.85 (2H, m), 1.75 (2H, m), 1.62 (1H, m), 1.58 (6H, s), 1.34 (2H, m), 1.31 (2H, m), 1.15 (1H, m)
化合物No. 491 (融点: 254〜256). NMR 溶媒: DMSO
13C: 167, 149.5, 144.5, 134.1, 131.6, 128.8, 119, 113.1, 58.4, 56.8, 32.3, 30.1, 28.9, 25.1, 24.8
1H: 8.71 (1H, s), 8.24 (1H, s), 8.18 (1H, d, J = 8.8 Hz), 7.93 (1H, d, J = 8.8 Hz), 7.60 (1H, s), 4.0 (1H, m br), 3.06 (3H, s), 1.97-1.00 (10H, m)
化合物No. 492 (融点: 223〜224). NMR 溶媒: DMSO
13C: 150, 144.7, 132.6, 131.4, 129.9, 129.5, 129.5, 128.8, 125.5, 119.6, 113.5, 58.7, 52.8, 50.3, 32.5, 25.4
1H: 11.21(1H, s br), 8.19 (1H, m, J = 8.3 Hz), 7.91 (1H, m d, J = 8.3 Hz), 7.70 (1H, m, J = 1.0, 7.0 Hz), 7.63 (2H, m), 7.54 (1H, m, J = 1.0, 7.0 Hz), 7.45 (3H, m), 4.39 (1H, m br), 4.26 (2H, m br), 3.40 (2H, m), 3.06 (3H, s), 3.05 (2H, m br), 2.47 (2H, m), 2.05 (2H, d br, J = 12.0 Hz)
化合物No. 493 (融点: 140). NMR 溶媒: CDCl3
13C: 150.8, 150.2, 140.4, 139.6, 137.3, 119.4, 115.7, 57.7, 31.4, 30, 25.4, 25.2
1H: 8.62 (2H, m), 7.93 (1H, d, J = 1.3 Hz), 7.68 (1H, d, J = 1.3 Hz), 7.67 (2H, m), 3.94 (1H, m), 3.0 (3H, s), 1.86 (4H, m), 1.71 (1H, d br, J = 13.0 Hz), 1.59 (2H, d q, J = 3.4, 12.3 Hz), 1.38 (2H, m q, J = 13.0 Hz), 1.13 (1H, t q, J = 3.4, 13.0 Hz)
化合物No. 494 (融点: 193〜194). NMR 溶媒: CDCl3
13C: 154.4, 151.2, 139.9, 137.2, 134.5, 133.7, 126, 121, 120.3, 113.4, 67, 54.5, 31.9, 29.5
1H: 10.61 (1H, s), 8.51 (1H, d, J = 2.2 Hz), 8.02 (1H, d d, J = 2.2, 8.7 Hz), 7.93 (1H, d, J = 1.3 Hz), 7.52 (1H, d, J = 1.3 Hz), 7.21 (1H, d, J = 8.7 Hz), 4.29 (1H, m), 4.10 (2H, d d, J = 4.5, 11.5 Hz), 3.51 (2H, d t, J = 1.8, 12.0 Hz), 3.05 (3H, s), 1.95 (2H, d q, J = 4.6, 12.4 Hz), 1.78 (2H, d br, J = 12.5 Hz)
化合物No. 495 (融点: 185〜187). NMR 溶媒: DMSO
13C: 151.1 (d, J = 241.0 Hz), 149.2, 145.5 (d, J = 12.2 Hz), 137.2, 135.3, 122.0 (d, J = 3.0 Hz), 120.5, 118.2 (d, J = 3.5 Hz), 114.8, 113.4 (d, J = 20.5 Hz), 66.2, 54.5, 31.7, 28.9
1H: 10.36 (1H, s br), 9.08 (1H, s), 8.23 (1H, s), 7.74 (1H, d d, J = 2.0, 12.4 Hz), 7.56 (1H, d d, J = 1.5, 8.3 Hz), 7.07 (1H, t, J = 8.7 Hz), 4.11 (1H, m), 3.94 (2H, d d, J = 4.0, 11.5 Hz), 3.39 (2H, t, J = 11.5 Hz), 2.97 (3H, s), 1.86 (2H, d q, J = 4.2, 12.2 Hz), 1.70 (2H, d br, J = 12.0 Hz)
化合物No. 496 (融点: 116〜118). NMR 溶媒: CDCl3
13C: 166.2, 145.6, 145.1, 137.8, 134.4, 132.2, 128.9, 128.4, 128, 127.8, 118.8, 114.8, 82.5, 79.5, 62.4, 44.5, 23
1H: 8.52 (1H, s), 8.28 (1H, d, J = 8.8 Hz), 8.09 (1H, d d, J = 1.5, 8.7 Hz), 7.40-7.30 (5H, m), 6.56 (1H, t, J = 5.3 Hz), 5.54 (2H, s), 4.72 (2H, d, J = 5.3 Hz), 3.91 (2H, s), 1.69 (6H, s)
化合物No. 497 (融点: 173 (dec.)). NMR 溶媒: CDCl3
13C: 150.6, 139.3, 138.2, 137.5, 131.5, 121.8, 115.4, 57.7, 31.4, 29.9, 25.4, 25.1
1H: 8.22 (2H, d, J = 7.0 Hz), 7.90 (1H, s), 7.68 (2H, d , J = 7.0 Hz), 7.61 (1H, s), 3.93 (1H, m), 3.0 (3H, s), 1.86 (4H, m), 1.71 (1H, d, J = 13.0 Hz), 1.59 (2H, d q, J = 2.8, 12.2 Hz), 1.38 (2H, q, J = 13.0 Hz), 1.13 (1H, q, J = 13.0 Hz)
化合物No. 498 (融点: 109〜110). NMR 溶媒: CDCl3
13C: 159.6, 151.1, 141.7, 136.5, 133.9, 129.4, 117.2, 113.3, 113, 109.8, 60, 55.4, 54.9, 52.3, 31.2, 28.4, 19.8, 11.6
1H: 7.92 (1H, d, J = 1.3 Hz), 7.49 (1H, d, J = 1.3 Hz), 7.39 (1H, d d, J = 1.4, 2.6 Hz), 7.35 (1H, d t, J = 1.4, 7.7 Hz), 7.31 (1H, t, J = 7.7 Hz), 6.85 (1H, d d d, J = 1.4, 2.6, 8.0 Hz), 4.02 (1H, m), 3.87 (3H, s), 3.06 (2H, d br, J = 11.7 Hz), 3.02 (3H, s), 2.32 (2H, m), 2.06 (2H, t br, J = 11.5 Hz), 1.95 (2H, d q, J = 3.4, 12.2 Hz), 1.80 (2H, d br, J = 12.0 Hz), 1.52 (2H, m), 0.91 (3H, t, J = 7.4 Hz)
化合物No. 499 (融点: 170〜171). NMR 溶媒: DMSO
13C: 171.2, 160.9, 149, 137.2, 135.4, 130.8, 125.9, 119.6, 118, 115.2, 114.7, 57.2, 31.6, 28.8, 25, 24.8
1H: 12.99 (1H, s br), 9.11 (1H, s), 8.42 (1H, s), 8.40 (1H, d, J = 2.2 Hz), 8.19 (1H, s), 8.06 (1H, s), 7.87 (1H, d d, J = 2.0, 8.6 Hz), 7.02 (1H, d, J = 8.5 Hz), 3.86 (1H, m), 2.98 (3H, s), 1.79 (4H, m), 1.60 (3H, m), 1.33 (2H, q, J = 12.8 Hz), 1.12 (1H, q, J = 13.0 Hz)
化合物No. 500 (融点: 191〜193 (dec.)). NMR 溶媒: DMSO
13C: 151.0, 150.3 (d, J = 240.0 Hz), 144.9 (d, J = 12.5 Hz), 140.0, 137.6, 130.1, 116.2 (d, J = 18.0 Hz), 115.9 (d, J = 6.3 Hz), 114.2 (d, J = 1.5 Hz), 114.1, 66.3, 54.2, 31.6, 29.1
1H: 9.89 (1H, s), 8.10 (1H, s), 7.90 (1H, s), 7.46 (1H, d, J = 8.5 Hz), 7.24 (1H, m), 7.13 (1H, m, J = 9.2 Hz), 4.08 (1H, m), 3.93 (2H, d br, J = 10.0 Hz), 3.36 (2H, m), 2.94 (3H, s), 1.84 (2H, d q, J = 12.0 Hz), 1.69 (2H, d br, J = 11.0 Hz)
化合物No. 501 (融点: 138〜140). NMR 溶媒: DMSO
13C: 158.5, 151, 140.6, 137.4, 126.1, 126, 114, 113.1, 55.1, 55.1, 44.9, 31.5, 28.7
1H: 8.08 (1H, s), 7.87 (1H, s), 7.77 (2H, d, J = 8.3 Hz), 6.96 (2H, d, J = 8.3 Hz), 3.95 (1H, m), 3.77 (3H, s), 3.07 (2H, d, J = 12.0 Hz), 2.93 (3H, s), 2.56 (2H, m), 1.73 (4H, m)
化合物No. 502 (融点: 120〜121). NMR 溶媒: CDCl3
13C: 159.9, 151.5, 142.1, 136.9, 134.3, 129.7, 117.5, 113.7, 113.4, 110.2, 55.7, 55.3, 52.2, 52.1, 31.6, 28.8, 12.1
1H: 7.92 (1H, s), 7.49 (1H, s), 7.39 (1H, t br), 7.36 (1H, d, J = 7.6 Hz), 7.30 (1H, t, J = 7.9 Hz), 6.85 (1H, d br, J = 8.1 Hz), 4.03 (1H, m), 3.87 (3H, s), 3.08 (2H, d br, J = 11.0 Hz), 3.02 (3H, s), 2.45 (2H, q, J = 7.3 Hz), 2.05 (2H, t br, J = 11.4 Hz), 1.96 (2H, d q, J = 2.5, 11.8 Hz), 1.85 (2H, d br, J = 11.0 Hz), 1.11 (3H, t, J = 7.3 Hz)
化合物No. 503 (融点: 158〜159). NMR 溶媒: CDCl3
13C: 152.5 (d, J = 245.0 Hz), 151.4, 147.1 (d, J = 11.0 Hz), 141.1 (d, J = 2.5 Hz), 136.9, 126.4 (d, J = 7.0 Hz), 120.9 (d, J = 3.6 Hz), 113.5 (d, J = 2.5 Hz), 113.0 (d, J = 20.0 Hz), 112.6, 56.3, 55.7, 52.2, 52.1, 31.6, 28.7, 12.1
1H: 7.88 (1H, d, J = 1.3 Hz), 7.50 (2H, m), 7.40 (1H, d, J = 1.3 Hz), 6.99 (1H, t, J = 8.3 Hz), 4.03 (1H, m), 3.91 (3H, s), 3.09 (2H, d br, J = 11.5 Hz), 3.02 (3H, s), 2.45 (2H, q, J = 7.3 Hz), 2.06 (2H, t, J = 12.0 Hz), 1.96 (2H, d q, J = 3.5, 12.0 Hz), 1.83 (2H, d br, J = 12.0 Hz), 1.11 (3H, t, J = 7.3 Hz)
化合物No. 504 (融点: 183〜184). NMR 溶媒: DMSO
13C: 149.3, 137.5, 136.1, 129.1, 129, 128.7, 125.4, 115.8, 52.6, 42.3, 31.8, 24.6
1H: 9.33 (1H, q br, J = 10.0 Hz), 9.20 (1H, d br, J = 10.0 Hz), 9.13 (1H, s), 8.37 (1H, s), 7.94 (2H, d, J = 8.2 Hz), 7.48 (2H, t, J = 7.8 Hz), 7.39 (1H, t, J = 7.3 Hz), 4.23 (1H, m), 3.34 (2H, d br, J = 12.0 Hz), 3.0 (2H, m), 2.98 (3H, s), 2.19 (2H, d q, J = 3.5, 12.8 Hz), 1.92 (2H, d br, J = 12.4 Hz)
化合物No. 505 (融点: 143〜144). NMR 溶媒: DMSO
13C: 167.9, 163.8, 144.4, 143.5, 142.8, 135.5, 128, 119.7, 118, 81.6, 78.7, 63.9, 61.8, 47.7, 45.2, 26.8, 25.1, 24.8, 22.2
1H: 8.16 (1H, s br), 8.11 (1H, d, J = 9.0 Hz), 7.59 (1H, d d, J = 1.2, 8.9 Hz), 5.29 (2H, s), 3.92 (2H, m), 3.84 (2H, br), 3.59 (2H, br), 3.08 (4H, br), 2.93 (1H, m), 1.96 (2H, d br, J = 10.8 Hz), 1.80 (2H, d, J = 12.4 Hz), 1.58 (1H, m), 1.57 (6H, s), 1.29 (4H, m), 1.09 (1H, m)
化合物No. 506 (融点: 133〜135). NMR 溶媒: DMSO
13C: 168, 162.4, 147.4, 147, 144.4, 143.4, 142.8, 135.9, 128.5, 127.9, 123.3, 119.7, 117.7, 109.8, 108.1, 101.1, 81.6, 78.7, 61.8, 60.6, 51.6, 46.1, 40.7, 22.2
1H: 8.10 (1H, d, J = 9.3 Hz), 8.09 (1H, s), 7.54 (1H, d, J = 9.3 Hz), 6.94 (1H, s), 6.90 (1H, d, J = 8.0 Hz), 6.83 (1H, d, J = 8.0 Hz), 6.01 (2H, s), 5.29 (2H, s), 3.92 (2H, s), 3.75 (2H, m), 3.72 (2H, s), 3.47 (2H, m), 2.69 (4H, m), 1.57 (6H, s)
化合物No. 507 (融点: 213〜214). NMR 溶媒: DMSO
13C: 156.3, 150.9, 150.7, 140.2, 137.5, 126.5, 126.3, 125.7, 122.9, 113.3, 111.9, 56.7, 55.7, 31.3, 29, 25.2, 24.8
1H: 9.38 (1H, s), 8.07 (1H, d, J = 1.3 Hz), 7.91 (1H, d, J = 1.3 Hz), 7.84 (1H, d, J = 2.2 Hz), 7.82 (1H, d d, J = 2.2, 8.6 Hz), 7.08 (1H, d, J = 8.6 Hz), 5.63 (2H, s), 3.81 (1H, m), 3.81 (3H, s), 2.92 (3H, s), 1.78 (4H, m), 1.58 (3H, m), 1.29 (2H, q, J = 12.7 Hz), 1.11 (1H, q, J = 13.0 Hz)
化合物No. 508 (融点: 172〜173). NMR 溶媒: DMSO
13C: 150.7, 147.4, 145.5, 138.1, 137.5, 132.5, 129.4, 124.1, 115.7, 67.9, 56.3, 34.2, 31.4, 26.8
1H: 9.08 (1H, s), 8.49 (1H, d, J = 4.8 Hz), 8.24 (1H, t d, J = 1.7, 8.0 Hz), 8.19 (1H, s), 8.18 (1H, s), 7.47 (1H, d d, J = 5.0, 8.0 Hz), 4.62 (1H, br), 3.79 (1H, m), 3.38 (1H, m), 2.92 (3H, s), 1.89 (2H, d br, J = 12.0 Hz), 1.80-1.60 (4H, m), 1.23 (2H, q, J = 11.3 Hz)
化合物No. 509 (融点: 137〜139 (dec.)). NMR 溶媒: DMSO
13C: 150.7, 148.4, 138.5, 138.2, 135.2, 131, 130.3, 121.6, 118.9, 116.3, 55.6, 51.9, 51.4, 31.5, 28.1, 12.2
1H: 8.66 (1H, t, J = 1.8 Hz), 8.31 (1H, s), 8.29 (1H, d t, J = 1.8, 8.0 Hz), 8.20 (1H, d, J = 1.3 Hz), 8.10 (1H, d br, J = 8.0 Hz), 7.69 (1H, t, J = 8.0 Hz), 3.83 (1H, m), 2.96 (2H, m), 2.95 (3H, s), 2.32 (2H, q, J = 7.1 Hz), 1.93 (2H, t br, J = 10.5 Hz), 1.82 (2H, d q, J = 3.0, 12.0 Hz), 1.73 (2H, d br, J = 12.0 Hz), 0.99 (3H, t, J = 10.5 Hz)
化合物No. 510 (融点: 133〜134). NMR 溶媒: CDCl3
13C: 151.5, 149.1, 148.6, 142.1, 136.7, 126, 117.4, 112.3, 111.2, 108.4, 55.9, 55.9, 55.6, 52.2, 52.1, 31.6, 28.7, 12.1
1H: 7.89 (1H, d, J = 1.3 Hz), 7.42 (1H, d, J = 1.3 Hz), 7.39 (1H, d, J = 2.0 Hz), 7.30 (1H, d d, J = 2.0, 8.4 Hz), 6.90 (1H, d, J = 8.4 Hz), 4.04 (1H, m), 3.96 (3H, s), 3.91 (3H, s), 3.08 (2H, d br, J = 11.5 Hz), 3.02 (3H, s), 2.44 (2H, q, J = 7.4 Hz), 2.05 (2H, t br, J = 11.5 Hz), 1.96 (2H, d q, J = 3.0, 11.8 Hz), 1.82 (2H, d br, J = 11.8 Hz), 1.10 (3H, t, J = 7.4 Hz)
化合物No. 511 (融点: 142〜144). NMR 溶媒: DMSO
13C: 151.6, 146.7, 142.3, 136.8, 133.9, 129.6, 115.5, 114.4, 113.1, 111.9, 55.7, 52.2, 52.1, 31.6, 28.7, 12.1
1H: 7.90 (1H, s), 7.45 (1H, s), 7.20 (1H, s), 7.16 (1H, t, J = 7.8 Hz), 7.13 (1H, d, J = 7.8 Hz), 6.63 (1H, d, J = 7.0 Hz), 4.03 (1H, m), 3.73 (2H, s br), 3.08 (2H, d br, J = 11.0 Hz), 3.01 (3H, s), 2.45 (2H, t, J = 7.1 Hz), 2.05 (2H, t br, J = 11.5 Hz), 1.96 (2H, q, J = 12.0 Hz), 1.82 (2H, d br, J = 12.0 Hz), 1.11 (3H, t, J = 7.1 Hz)
化合物No. 512 (融点: 153〜154). NMR 溶媒: CDCl3
13C: 151.5, 149.1, 148.6, 142.1, 136.7, 126.1, 117.4, 112.3, 111.3, 108.4, 60.4, 55.9, 55.9, 55.8, 52.6, 31.6, 28.9, 20.3, 11.9
1H: 7.89 (1H, d, J = 1.3 Hz), 7.42 (1H, d, J = 1.3 Hz), 7.40 (1H, d, J = 2.0 Hz), 7.30 (1H, d d, J = 2.0, 8.3 Hz), 6.90 (1H, d, J = 8.3 Hz), 4.02 (1H, m), 3.96 (3H, s), 3.91 (3H, s), 3.04 (2H, d, J = 11.0 Hz), 3.02 (3H, s), 2.31 (2H, m), 2.05 (2H, d t, J = 1.8, 11.8 Hz), 1.93 (2H, d q, J = 3.7, 12.0 Hz), 1.80 (2H, d br, J = 12.0 Hz), 1.51 (2H, m), 0.9 (3H, t, J = 7.3 Hz)
化合物No. 513 (融点: 215〜216 (dec.)). NMR 溶媒: DMSO
13C: 172.1, 160.3, 151, 140.2, 137.5, 130.5, 124.4, 124.2, 117.7, 114.4, 113.3, 66.3, 54.2, 31.7, 29.1
1H: 13.02 (1H, s), 8.48 (1H, s), 8.32 (1H, d, J = 2.0 Hz), 8.14 (1H, s), 7.96 (1H, s), 7.89 (1H, d d, J = 2.2, 8.5 Hz), 7.86 (1H, s), 6.92 (1H, d, J = 8.5 Hz), 4.11 (1H, m), 3.94 (2H, d d, J = 3.5, 11.0 Hz), 3.38 (2H, m), 2.96 (3H, s), 1.96 (2H, d q, J = 4.6, 12.4 Hz), 1.70 (2H, d br, J = 12.3 Hz)
化合物No. 514 (融点: 185〜186). NMR 溶媒: CDCl3
13C: 152.5 (d, J = 245.0 Hz), 151.4, 147.0 (d, J = 11.0 Hz), 141.1 (d, J = 2.6 Hz), 136.9, 126.4 (d, J = 7.3 Hz), 120.9 (d, J = 3.5 Hz), 113.4 (d, J = 2.0 Hz), 113.0 (d, J = 20.0 Hz), 112.6, 60.4, 56.2, 55.8, 52.6, 31.6, 28.9, 20.3, 11.9
1H: 7.88 (1H, d, J = 1.3 Hz), 7.50 (2H, m), 7.40 (1H, d, J = 1.3 Hz), 6.99 (1H, t, J = 8.4 Hz), 4.0 (1H, m), 3.91 (3H, s), 3.04 (2H, d br, J = 11.7 Hz), 3.01 (3H, s), 2.31 (2H, m), 2.05 (2H, d t, J = 2.0, 12.0 Hz), 1.93 (2H, d q, J = 3.5, 12.0 Hz), 1.80 (2H, d br, J = 12.0 Hz), 1.51 (2H, m), 0.9 (3H, t, J = 7.5 Hz)
化合物No. 515 (融点: 171〜172). NMR 溶媒: CDCl3
13C: 154.5, 151.2, 148.6, 146.7, 139.4, 137.4, 132.5, 128.9, 123.6, 113.9, 80, 55.7, 42.9, 31.9, 28.7, 28.4
1H: 9.01 (1H, d, J = 2.2 Hz), 8.54 (1H, d d , J = 1.7, 4.8 Hz), 8.12 (1H, d d d, J = 1.7, 2.2, 8.0 Hz), 7.96 (1H, d, J = 1.3 Hz), 7.59 (1H, d, J = 1.3 Hz), 7.35 (1H, d d d, J = 0.9, 4.8, 8.0 Hz), 4.28 (2H, br), 4.20 (1H, m), 3.02 (3H, s), 2.81 (2H, br), 1.88-1.69 (4H, m), 1.48 (9H, s)
化合物No. 516 (融点: hygroscopic). NMR 溶媒: DMSO
13C: 150.1, 138.7, 137.4, 135.1, 134.4, 133, 127.6, 127.4, 118.1, 67.9, 56.4, 34.2, 31.5, 26.8
1H: 9.0 (1H, t, J = 1.5 Hz), 8.47 (1H, m d, J = 6.3 Hz), 8.42 (1H, s), 8.40 (1H, s), 8.19 (1H, m d, J = 8.1 Hz), 7.74 (1H, d d, J = 6.3, 8.1 Hz), 3.79 (1H, m br), 3.40 (1H, m), 2.91 (3H, s), 1.88 (2H, d br, J = 12.0 Hz), 1.70 (4H, m), 1.23 (2H, q br, J = 12.0 Hz)
化合物No. 517 (融点: 130〜132). NMR 溶媒: DMSO
13C: 168, 162.4, 145.4, 144.2, 135.1, 133, 132.7, 129.7, 128.8, 128.5, 128, 118.4, 114.5, 81.7, 78.7, 61.6, 61, 51.8, 46.3, 40.8, 22.5
1H: 8.21 (1H, s), 8.16 (1H, d, J = 8.5 Hz), 7.71 (1H, d d, J = 1.5, 8.5 Hz), 7.40-7.25 (5H, m), 5.42 (2H, s), 3.91 (2H, s), 3.65 (2H, s br), 3.43 (4H, m), 2.55 (4H, m), 1.60 (6H, s)
化合物No. 518 (融点: 122). NMR 溶媒: CDCl3
13C: 152.2, 151.2, 149.3, 142.3, 137.5, 136.8, 122.2, 119.7, 115.9, 57.4, 31.4, 29.8, 25.4, 25.2
1H: 8.56 (1H, d d d, J = 1.0, 1.8, 4.8 Hz), 8.0 (1H, t d, J = 1.1, 8.0 Hz), 7.97 (1H, d, J = 1.5 Hz), 7.88 (1H, d, J = 1.5 Hz), 7.75 (1H, d t, J = 1.9, 7.7 Hz), 7.19 (1H, d d d, J = 1.2, 4.8, 7.6 Hz), 3.98 (1H, m), 3.0 (3H, s), 1.88 (2H, m), 1.85 (2H, m), 1.69 (1H, d, J = 13.0 Hz), 1.56 (2H, d q, J = 3.7, 12.2 Hz), 1.38 (2H, t q, J = 3.0, 13.0 Hz), 1.12 (1H, t q, J = 3.5, 13.0 Hz)
化合物No. 519 (融点: 158〜159). NMR 溶媒: CDCl3
13C: 150.8, 137.6, 137.6, 136.9, 136, 132.7, 125.9, 122.8, 115.3, 60.4, 56, 52.6, 31.7, 28.8, 20.2, 11.9
1H: 8.66 (1H, t, J = 1.6 Hz), 8.13 (1H, d d d, J = 1.0, 1.7, 6.4 Hz), 7.93 (1H, d, J = 1.3 Hz), 7.71 (1H, t d, J = 1.2, 7.9 Hz), 7.59 (1H, d, J = 1.3 Hz), 7.31 (1H, d d, J = 6.4, 7.9 Hz), 3.98 (1H, m), 3.04 (2H, m d, J = 12.0 Hz), 3.01 (3H, s), 2.30 (2H, m), 2.04 (2H, d t, J = 2.0, 12.0 Hz), 1.93 (2H, d q, J = 3.5, 12.0 Hz), 1.80 (2H, d br, J = 11.5 Hz), 1.50 (2H, m), 0.9 (3H, t, J = 7.4 Hz)
化合物No. 520 (融点: 170). NMR 溶媒: CDCl3
13C: 159.2, 151.6, 142.1, 136.8, 126.4, 125.7, 114.1, 112, 60.4, 55.8, 55.3, 52.6, 31.5, 28.9, 20.2, 11.9
1H: 7.90 (1H, d, J = 1.3 Hz), 7.72 (2H, m d, J = 8.9 Hz), 7.40 (1H, d, J = 1.3 Hz), 6.94 (2H, m d, J = 8.9 Hz), 4.01 (1H, m), 3.84 (3H, s), 3.04 (2H, m), 3.01 (3H, s), 2.30 (2H, m), 2.04 (2H, d t, J = 2.0, 12.0 Hz), 1.94 (2H, d q, J = 3.7, 12.0 Hz), 1.80 (2H, d br, J = 12.0 Hz), 1.50 (2H, m), 0.9 (3H, t, J = 7.4 Hz)
化合物No. 521 (融点: 163〜164). NMR 溶媒: CDCl3
13C: 159.1, 151.6, 142.1, 136.8, 126.4, 125.7, 114.1, 112, 55.7, 55.3, 52.2, 52.1, 31.5, 28.8, 12.2
1H: 7.89 (1H, d, J = 1.3 Hz), 7.72 (2H, m d, J = 8.9 Hz), 7.39 (1H, d, J = 1.3 Hz), 6.94 (2H, m d, J = 8.9 Hz), 4.02 (1H, m), 3.84 (3H, s), 3.07 (2H, m d, J = 11.7 Hz), 3.01 (3H, s), 2.43 (2H, q, J = 7.3 Hz), 2.03 (2H, d t, J = 2.0, 12.0 Hz), 1.93 (2H, d q, J = 3.5, 12.0 Hz), 1.82 (2H, d br, J = 12.0 Hz), 1.09 (3H, t, J = 7.2 Hz)
化合物No. 522 (融点: 127). NMR 溶媒: DMSO
13C: 150.7, 148.4, 138.5, 138.2, 135.2, 131, 130.3, 121.6, 118.9, 116.4, 59.6, 55.6, 52.4, 31.6, 28.2, 19.8, 11.9
1H: 8.66 (1H, t, J = 1.8 Hz), 8.32 (1H, s), 8.30 (1H, d br, J = 7.9 Hz), 8.20 (1H, s), 8.11 (1H, d d, J =2.2, 8.1 Hz), 7.69 (1H, t, J = 8.1 Hz), 3.82 (1H, m), 2.95 (3H, s), 2.93 (2H, m), 2.21 (2H, t br, J = 7.5 Hz), 1.91 (2H, t br, J = 11.2 Hz), 1.81 (2H, d q, J = 3.0, 11.7 Hz), 1.72 (2H, d br, J = 12.0 Hz), 1.41 (2H, m), 0.84 (3H, t, J = 7.5 Hz)
化合物No. 523 (融点: 163〜164 (dec.)). NMR 溶媒: DMSO
13C: 151, 150.4 (d, J = 240.5 Hz), 144.9 (d, J = 12.5 Hz), 140, 138.5, 137.6, 130.2 (d, J = 3.2 Hz), 128.9, 128.3, 127, 116.3 (d, J = 19.0 Hz), 115.9 (d, J = 6.5 Hz), 114.2 (d, J = 2.5 Hz), 114.1, 61.8, 55.4, 52.2, 31.5, 28.2
1H: 9.20 (1H, s), 8.08 (1H, s), 7.89 (1H, s), 7.45 (1H, d d, J = 1.7, 8.7 Hz), 7.39-7.19 (6H, m), 7.13 (1H, d d, J = 8.7, 11.2 Hz), 3.82 (1H, m br), 3.47 (2H, s), 2.93 (3H, s), 2.90 (2H, m br), 2.0 (2H, m br), 1.83 (2H, m br), 1.72 (2H, m br)
化合物No. 524 (融点: 124〜125). NMR 溶媒: DMSO
13C: 151.1, 148.8, 141.4, 137.3, 133.8, 129.1, 113.7, 113, 112.8, 110.4, 59.6, 55.6, 52.4, 31.4, 28.2, 19.8, 11.9
1H: 8.06 (1H, d, J = 1.3 Hz), 7.79 (1H, d, J = 1.3 Hz), 7.08 (1H, t, J = 2.0 Hz), 7.0 (1H, t, J = 7.6 Hz), 6.95 (1H, t d, J = 1.2, 7.5 Hz), 6.45 (1H, d d d, J = 1.4, 2.4, 7.8 Hz), 5.08 (2H, s), 3.79 (1H, m), 2.95 (2H, m), 2.92 (3H, s), 2.23 (2H, t, br, J = 7.5 Hz), 1.92 (2H, t br, J = 11.0 Hz), 1.81 (2H, d q, J = 3.0, 11.7 Hz), 1.71 (2H, d br, J = 12.0 Hz), 1.42 (2H, m), 0.84 (3H, t, J = 7.3 Hz)
化合物No. 525 (融点: 167〜168). NMR 溶媒: CDCl3
13C: 151.2, 148.6, 146.7, 139.3, 137.3, 132.4, 128.9, 123.6, 113.9, 55.9, 52.2, 52.1, 31.6, 28.8, 12.2
1H: 9.0 (1H, d d, J = 1.0, 2.3 Hz), 8.52 (1H, d d, J = 1.7, 4.9 Hz), 8.11 (1H, d d d, J = 1.7, 2.2, 7.9 Hz), 7.94 (1H, d, J = 1.3 Hz), 7.58 (1H, d, J = 1.3 Hz), 7.34 (1H, d d d, J = 1.0, 4.9, 8.0 Hz), 4.03 (1H, m), 3.07 (2H, m d, J = 11.5 Hz), 3.03 (3H, s), 2.43 (2H, q, J = 7.3 Hz), 2.03 (2H, d t, J = 2.0, 11.7 Hz), 1.94 (2H, d q, J = 3.5, 12.0 Hz), 1.83 (2H, d br, J = 12.0 Hz), 1.09 (3H, t, J = 7.3 Hz)
化合物No. 526 (融点: 117). NMR 溶媒: DMSO
13C: 167.9, 151, 140.5, 140.2, 140, 137.7, 135, 134.1, 129.6, 129.4, 129, 126.8, 125.8, 125.7, 124.2, 123.1, 115, 59.3, 55.2, 52.2, 31.6, 27.9, 19.5, 11.8
1H: 8.21 (1H, t, J = 1.7 Hz), 8.19 (1H, t, J = 1.7 Hz), 8.16 (3H, m), 7.88 (3H, m), 7.63 (1H, d d d, J = 1.2, 2.0, 7.8 Hz), 7.57 (1H, t, J = 7.7 Hz), 7.52 (1H, t, J = 7.8 Hz), 7.49 (1H, s br), 3.87 (1H, m br), 3.0 (2H, m br), 2.96 (3H, s), 2.31 (2H, m br), 2.05 (2H, m br), 1.86 (2H, q br, J = 12.0 Hz), 1.46 (2H, d br, J = 10.5 Hz), 1.45 (2H, m), 0.85 (3H, t, J = 7.4 Hz)
化合物No. 527 (融点: 85〜87). NMR 溶媒: CDCl3
13C: 154.4, 150.3, 148.9, 132.3, 129, 126.2, 123, 58.8, 56.6, 31.1, 30.6, 29.4, 25.4, 25.3
1H: 7.90 (2H, m d, J = 8.4 Hz), 7.56 (1H, m t, J = 7.3 Hz), 7.49 (2H, m t, J = 7.8 Hz), 4.13, 3.70 (1H, 2 s br), 3.0 (3H, s), 1.87 (4H, m), 1.68 (1H, d, J = 12.0 Hz), 1.52 (2H, q, J = 12.0 Hz), 1.40 (2H, s br), 1.12 (1H, t q, J = , 3.2, 13.0 Hz)
化合物No. 528 (融点: 138〜140). NMR 溶媒: CDCl3
13C: 153.3, 149.8, 144.2, 132.5, 129.1, 126.2, 122.7, 81, 79.8, 61.8, 22.8
1H: 7.87 (2H, m d, J = 8.7 Hz), 7.57 (1H, m t, J = 7.3 Hz), 7.50 (2H, m t, J = 7.2 Hz), 5.23 (2H, s), 3.83 (2H, s), 1.59 (6H, s)
化合物No. 529 (融点: 154〜155). NMR 溶媒: CDCl3
13C: 151.2, 148.6, 146.7, 139.3, 137.3, 132.4, 128.9, 123.6, 113.9, 60.4, 55.9, 52.6, 31.6, 28.9, 20.3, 11.9
1H: 9.0 (1H, d, J = 2.0 Hz), 8.52 (1H, d d, J = 1.6, 4.8 Hz), 8.11 (1H, t d, J = 2.0, 8.1 Hz), 7.94 (1H, d, J = 1.3 Hz), 7.57 (1H, d, J = 1.3 Hz), 7.33 (1H, d d, J = 4.8, 8.1 Hz), 4.01 (1H, m), 3.05 (2H, m), 3.02 (3H, s), 2.30 (2H, m), 2.04 (2H, t br, J = 11.5 Hz), 1.93 (2H, d q, J = 3.1, 12.0 Hz), 1.81 (2H, d br, J = 11.2 Hz), 1.50 (2H, m), 0.9 (3H, t, J = 7.4 Hz)
化合物No. 530 (融点: 185〜186 (dec.)). NMR 溶媒: DMSO
13C: 151, 143.1, 140, 137.5, 132.9, 125.7, 124.2, 122.8, 121.8, 57.4, 31.4, 29.9, 25.4, 25.2
1H: 8.87 (1H, d, J = 1.3 Hz), 3.37 (1H, d d, J = 2.0, 8.3 Hz), 8.31 (1H, d, J = 6.0 Hz), 8.06 (1H, d, J = 1.3 Hz), 7.37 (1H, d t, J = 1.2, 8.4 Hz), 7.17 (1H, d t, J = 2.2, 7.1 Hz), 4.0 (1H, m), 3.0 (3H, s), 1.87 (4H, m), 1.69 (1H, d, J = 13.0 Hz), 1.57 (2H, d q, J = 3.5, 13.0 Hz), 1.39 (2H, m q, J = 13.0 Hz), 1.12 (1H, m q, J = 13.0 Hz)
化合物No. 531 (融点: slow dec. >160). NMR 溶媒: DMSO
13C: 150.4, 140.2, 139.9, 139, 137.9, 134.8, 132.6, 127.4, 118.6, 52.4, 42.4, 31.8, 24.7
1H: 9.33 (1H, s), 9.25 (1H, q, J = 10.0 Hz), 9.10 (1H, d, J = 10.0 Hz), 8.94 (1H, d, J = 8.2 Hz), 8.80 (1H, d, J = 5.3 Hz), 8.55 (1H, s), 8.38 (1H, s), 8.08 (1H, d d, J = 5.3, 8.2 Hz), 4.22 (1H, m), 3.34 (2H, d, J = 12.0 Hz), 3.01 (2H, q, J = 13.0 Hz), 2.96 (3H, s), 2.17 (2H, q, J = 13.2 Hz), 1.92 (2H, d, J = 12.0 Hz)
化合物No. 532 (融点: 245〜246 (dec.)). NMR 溶媒: DMSO
13C: 158.5, 151.2, 140.6, 137.5, 126.1, 126, 114, 113.1, 55.1, 54.5, 44.9, 34.3, 31.6, 27.7
1H: 8.10 (1H, d, J = 1.3 Hz), 7.88 (1H, d, J = 1.3 Hz), 7.77 (2H, m d, J = 8.9 Hz), 6.96 (2H, m d, J = 8.9 Hz), 3.98 (1H, m), 3.77 (3H, s), 3.66 (2H, d br, J = 12.0 Hz), 2.95 (3H, s), 2.88 (3H, s), 2.84 (2H, m), 1.87 (4H, m)
化合物No. 533 (融点: 259〜260). NMR 溶媒: DMSO
13C: 150.9, 148.1, 146.2, 138.2, 137.8, 131.9, 129.1, 123.8, 115.5, 54.5, 44.9, 34.4, 31.7, 27.7
1H: 9.07 (1H, s), 8.46 (1H, s), 8.19 (3H, m), 7.42 (1H, s br), 3.98 (1H, m br), 3.66 (2H, m d, J = 10.0 Hz), 2.96 (3H, s), 2.88 (3H, s), 2.85 (2H, m br), 1.88 (4H, m br)
化合物No. 534 (融点: 162). NMR 溶媒: DMSO
13C: 151.5 (d, J = 243.0 Hz), 149.4, 147.3 (d, J = 10.6 Hz), 137.4, 135.4, 122.4 (m), 121.9 (d, J = 2.8 Hz), 115.2, 114.3 (d, J = 1.5 Hz), 113.0 (d, J = 20.2 Hz), 56.2, 52.5, 42.3, 31.7, 24.6
1H: 8.91 (2H, m), 8.49 (1H, s), 8.11 (1H, s), 7.71 (1H, d d, J = 2.0, 12.7 Hz), 7.67 (1H, m d, J = 8.8 Hz), 7.23 (1H, t, J = 8.8 Hz), 4.21 (1H, m), 3.86 (3H, s), 3.36 (2H, d br, J = 12.5 Hz), 3.02 (2H, m br), 2.95 (3H, s), 2.11 (2H, d q, J = 4.0, 12.8 Hz), 1.92 (2H, d br, J = 12.8 Hz)
化合物No. 535 (融点: 141〜142). NMR 溶媒: CDCl3
13C: 149.6, 144.4, 137.9, 135.2, 131.4, 129.1, 128.3, 127.2, 125.6, 118.1, 115.3, 109.1, 62.8, 57.6, 55.6, 52.5, 32.8, 29.8, 28.5
1H: 8.49 (1H, d d, J = 1.0, 1.4 Hz), 8.12 (1H, d d, J = 1.0, 8.7 Hz), 7.82 (1H, d d, J = 1.4, 8.7 Hz), 7.43-7.20 (5H, m), 4.32 -4.20 (1H, 2s br), 3.54 (2H, s), 3.21 (3H, s), 3.03 (2H, s br), 2.18 (2H, s br), 2.01 (2H, m br), 1.94 (2H, m br)
化合物No. 536 (融点: 173〜174). NMR 溶媒: DMSO
13C: 151.2 (d, J = 240.0 Hz), 151, 144 (d, J = 12.5 Hz), 139.9 (d, J = 2.4 Hz), 137.5, 125.4 (d, J = 7.0 Hz), 121 (d, J = 3.0 Hz), 117.9 (d, J = 3.5 Hz), 113.4, 112.5 (d, J = 19.4 Hz), 55.2, 51.7, 51.3, 31.5, 27.8, 12
1H: 9.88 (1H, s), 8.08 (1H, d, J = 1.3 Hz), 7.89 (1H, d, J = 1.3 Hz), 7.59 (1H, d d, J = 2.0, 12.5 Hz), 7.48 (1H, d d d, J = 1.0, 2.0, 8.5 Hz), 6.95 (1H, d d, J = 8.5, 9.2 Hz), 3.85 (1H, m br), 3.02 (2H, m br), 2.93 (3H, s), 2.40 (2H, m br), 1.98 (2H, m br), 1.85 (2H, m br), 1.77 (2H, m br), 1.02 (3H, m br)
化合物No. 537 (融点: 144〜146). NMR 溶媒: CDCl3
13C: 151.9 (d, J = 246.2 Hz), 151.4, 147.8 (d, J = 11.0 Hz), 141.5, 136.8, 129.6 (d, J = 3.8 Hz), 117.3 (d, J = 6.8 Hz), 116.1 (d, J = 19.0 Hz), 113.1, 110.3 (d, J = 1.5 Hz), 56.2, 55.8, 52.2, 52.1, 31.6, 28.8, 12.2
1H: 7.90 (1H, s), 7.49 (1H, d d, J = 1.7, 8.5 Hz), 7.45 (1H, s), 7.24 (1H, m), 7.08 (1H, d d, J = 8.6, 11.1 Hz), 4.03 (1H, m), 3.96 (3H, s), 3.08 (2H, d br, J = 11.2 Hz), 3.02 (3H, s), 2.44 (2H, q, J = 7.4 Hz), 2.05 (2H, t br, J = 11.0 Hz), 1.95 (2H, d q, J = 2.6, 11.9 Hz), 1.83 (2H, d br, J = 10.5 Hz), 1.10 (3H, t, J = 7.4 Hz)
化合物No. 538 (融点: 44〜46). NMR 溶媒: CDCl3
13C: 150.7, 145.2, 133.1, 129.3, 125.2, 119.8, 113.6, 40, 38
1H: 8.11 (1H, d, J = 8.4 Hz), 8.0 (1H, d, J = 8.4 Hz), 7.60 (1H, m t, J = 7.6 Hz), 7.46 (1H, m t, J = 7.7 Hz), 3.34 (6H, 2 s br)
化合物No. 539 (融点: 90〜91). NMR 溶媒: CDCl3
13C: 156.8, 149.9, 149.2, 126, 123.9, 123, 40, 38.3
1H: 8.82 (1H, d d, J = 1.6, 4.4 Hz), 8.42 (1H, d d, J = 1.6, 8.5 Hz), 7.57 (1H, d d, J = 4.4, 8.5 Hz), 3.49, 3.31 (6H, 2s)
化合物No. 540 (融点: 164). NMR 溶媒: DMSO
13C: 151.7 (d, J = 242.5 Hz), 151, 146.2 (d, J = 10.5 Hz), 139.5 (d, J = 2.5 Hz), 137.6, 126.7 (d, J = 7.3 Hz), 120.9 (d, J = 3.0 Hz), 114 (2 C), 112.2 (d, J = 9.4 Hz), 60, 58.8, 56, 55.5, 52.8, 31.5, 28.2
1H: 8.09 (1H, d, J = 1.3 Hz), 7.96 (1H, d, J = 1.3 Hz), 7.66 (1H, d d, J = 2.0, 13.5 Hz), 7.63 (1H, m), 7.19 (1H, t, J = 8.7 Hz), 4.41 (1H, t, J = 5.3 Hz), 3.85 (3H, s), 3.80 (1H, m), 3.48 (2H, m), 2.95 (2H, d br, J = 11.5 Hz), 2.93 (3H, s), 2.38 (2H, t, J = 6.4 Hz), 2.01 (2H, t br, J = 11.5 Hz), 1.81 (2H, d q, J = 3.6, 12.1 Hz), 1.69 (2H, d br, 12.0 Hz)
化合物No. 541 (融点: 220〜221). NMR 溶媒: CDCl3
13C: 152.5 (d, J = 245.0 Hz), 151.5, 147.1 (d, J = 10.0 Hz), 141.2 (d, J = 3.0 Hz), 136.9, 126.4 (d, J = 7.0 Hz), 120.9 (d, J = 3.5 Hz), 118.7, 113.5 (d, J = 2.0 Hz), 113.1 (d, J = 19.0 Hz), 112.6, 56.3, 55.3, 53, 52.2, 31.7, 28.7, 16.3
1H: 7.90 (1H, d, J = 1.3 Hz), 7.50 (2H, m), 7.40 (1H, d, J = 1.3 Hz), 7.0 (1H, t, J = 8.5 Hz), 4.04 (1H, m), 3.93 (3H, s), 3.03 (3H, s), 3.02 (2H, m), 2.71 (2H, t, J = 7.0 Hz), 2.52 (2H, t, J = 7.0 Hz), 2.22 (2H, d t, J = 2.0, 11.5 Hz), 1.94 (2H, d q, J = 3.5, 12.2 Hz), 1.83 (2H, d br, J = 12.2 Hz)
化合物No. 542 (融点: 175). NMR 溶媒: CDCl3
13C: 151, 150.3, 140.2, 139.8, 137.3, 119.4, 115.6, 66.9, 54.5, 31.9, 29.5
1H: 8.63 (2H, m d, J = 4.6 Hz), 7.95 (1H, d, J = 1.3 Hz), 7.69 (1H, d, J = 1.3 Hz), 7.67 (2H, m d, J = 4.6 Hz), 4.28 (1H, m), 4.09 (2H, d d, J = 4.7, 11.5 Hz), 3.50 (2H, d t, J = 2.1, 12.0 Hz), 3.04 (3H, s), 1.95 (2H, d q, J = 4.9, 12.5 Hz), 1.78 (2H, m d, J = 12.3 Hz)
化合物No. 543 (融点: 173〜174 (dec.)). NMR 溶媒: CDCl3
13C: 150.8, 139.3, 138.5, 137.5, 131.3, 121.8, 115.3, 66.9, 54.6, 31.9, 29.5
1H: 8.22 (2H, d, J = 6.8 Hz), 7.93 (1H, s), 7.68 (2H, d, J = 6.8 Hz), 7.62 (1H, s), 4.28 (1H, m), 4.10 (2H, d d, J = 4.0, 11.7 Hz), 3.51 (2H, t, J = 11.7 Hz), 3.04 (3H, s), 1.95 (2H, d q, J = 4.5, 12.2 Hz), 1.78 (2H, d br, J = 12.0 Hz)
化合物No. 544 (融点: 163〜164). NMR 溶媒: CDCl3
13C: 159.1, 158.2, 151.6, 149.4, 142.1, 136.8, 136.4, 126.4, 125.7, 123.2, 122.1, 114.1, 112, 64.3, 55.6, 55.3, 52.8, 31.6, 28.8
1H: 8.59 (1H, m d, J = 4.9 Hz), 7.89 (1H, d, J = 1.3 Hz), 7.72 (2H, m d, J = 8.9 Hz), 7.66 (1H, d t, J = 1.8, 7.7 Hz), 7.39 (1H, d, J = 1.3 Hz), 7.36 (1H, d, J = 8.0 Hz), 7.18 (1H, d d d, J = 1.0, 4.9, 7.4 Hz), 6.94 (2H, m d, J = 8.9 Hz), 4.04 (1H, m), 3.84 (3H, s), 3.66 (2H, s), 3.02 (2H, m), 3.01 (3H, s), 2.20 (2H, d t, J = 1.8, 12.0 Hz), 1.97 (2H, d q, J = 3.8, 12.2 Hz), 1.78 (2H, d br, J = 12.0 Hz)
化合物No. 545 (融点: 127〜128). NMR 溶媒: CDCl3
13C: 151.9 (d, J = 246.5 Hz), 151.4, 147.8 (d, J = 11.0 Hz), 141.4, 136.8, 129.6 (d, J = 4.0 Hz), 117.3 (d, J = 7.0 Hz), 116.1 (d, J = 18.8 Hz), 113.1, 110.3 (d, J = 2.0 Hz), 60.4, 56.2, 55.8, 52.6, 31.6, 28.8, 20.2, 11.9
1H: 7.89 (1H, d, J = 1.3 Hz), 7.49 (1H, d d, J = 2.0, 8.2 Hz), 7.45 (1H, d, J = 1.3 Hz), 7.24 (1H, m), 7.09 (1H, d d, J = 8.3, 11.0 Hz), 4.02 (1H, m), 3.96 (3H, s), 3.05 (2H, d br, J = 12.0 Hz), 3.02 (3H, s), 2.31 (2H, m), 2.05 (2H, d t, J = 2.0, 12.0 Hz), 1.94 (2H, d q, J = 3.5, 12.0 Hz), 1.80 (2H, d br, J = 12.0 Hz), 1.51 (2H, m), 0.91 (3H, t, J = 7.5 Hz)
化合物No. 546 (融点: 240〜241). NMR 溶媒: DMSO
13C: 163.6, 161.9, 158.5, 151.3, 151.1, 151, 147.1, 140.6, 137.5, 133.9, 128.6, 126.1, 126, 125, 124.4, 114, 113.1, 55.1, 55, 45.9, 41.3, 31.8, 28.9, 28.1
1H: 9.18 (1H, d, J = 2.0 Hz), 8.71 (1H, d d, J = 1.6, 4.9 Hz), 8.35 (1H, t d, J = 1.8, 7.9 Hz), 8.27 (1H, s), 8.11 (1H, d, J = 1.0 Hz), 7.90 (1H, d, J = 1.0 Hz), 7.77 (2H, m d, J = 8.8 Hz), 7.58 (1H, d d, J = 4.9, 7.9 Hz), 6.96 (2H, m d, J = 8.8 Hz), 4.64 (1H, d br, J = 12.0 Hz), 4.37 (1H, d br, J = 12.0 Hz), 4.22 (1H, m), 3.77 (3H, s), 3.25 (1H, m), 2.97 (3H, s), 2.92 (1H, m), 1.88 (4H, m)
化合物No. 547 (融点: 204〜205). NMR 溶媒: CDCl3
13C: 168.8, 159.2, 151.6, 142.3, 136.9, 126.4, 125.6, 114.1, 111.9, 55.3 (2 sig.), 45.5, 40.7, 31.9, 29.1, 28.4, 21.4
1H: 7.91 (1H, d, J = 1.3 Hz), 7.72 (2H, m d, J = 8.8 Hz), 7.40 (1H, d, J = 1.3 Hz), 6.94 (2H, m d, J = 8.8 Hz), 4.82 (1H, m d, J = 13.5 Hz), 4.27 (1H, m), 3.95 (1H, m d, J = 14.0 Hz), 3.84 (3H, s), 3.18 (1H, d t, J = 2.5, 13.5 Hz), 3.0 (3H, s), 2.61 (1H, d t, J = 2.5, 13.0 Hz), 2.13 (3H, s), 1.93 (1H, m), 1.88 (1H, m), 1.74 (2H, m)
化合物No. 548 (融点: 196〜197). NMR 溶媒: CDCl3
13C: 168.8, 151.2, 148.6, 146.7, 139.4, 137.4, 132.5, 128.8, 123.6, 113.8, 55.4, 45.4, 40.6, 32, 29.1, 28.3, 21.4
1H: 9.0 (1H, d, J = 2.0 Hz), 8.53 (1H, d d, J = 1.6, 4.9 Hz), 8.11 (1H, d d d, J = 1.8, 2.2, 7.9 Hz), 7.96 (1H, d, J = 1.3 Hz), 7.59 (1H, d, J = 1.3 Hz), 7.34 (1H, d d d, J = 0.9, 4.9, 8.0 Hz), 4.83 (1H, m d, J = 13.5 Hz), 4.28 (1H, m), 3.96 (1H, m d, J = 14.0 Hz), 3.19 (1H, m t, J = 2.7, 13.5 Hz), 3.01 (3H, s), 2.61 (1H, d t, J = 2.8, 13.2 Hz), 2.13 (3H, s), 1.94 (1H, m), 1.89 (1H, m), 1.75 (2H, m)
化合物No. 549 (融点: 206〜207). NMR 溶媒: CDCl3
13C: 159.2, 151.6, 142.3, 137.3, 136.8, 132.0 (q, J = 34.0 Hz), 130.7, 130.1, 129.7 (q, J = 3.8 Hz), 126.4, 125.5, 124.5 (q, J = 3.8 Hz), 123.1 (q, J = 273.0 Hz), 114.1, 111.9, 55.3, 54.2, 45.6, 31.9, 28.0
1H: 8.03 (1H, t br), 7.97 (1H, d, J = 7.9 Hz), 7.90 (1H, d, J = 8.0 Hz), 7.87 (1H, d, J = 1.3 Hz), 7.73 (1H, t, J = 7.9 Hz), 7.70 (2H, m d, J = 8.9 Hz), 7.36 (1H, d, J = 1.3 Hz), 6.93 (2H, m d, J = 8.9 Hz), 4.01 (3H, m), 3.84 (3H, s), 3.02 (3H, s), 2.42 (2H, d t, J = 2.8, 11.8 Hz), 2.0 (2H, d q, J = 4.0, 12.3 Hz), 1.93 (2H, d br)
化合物No. 550 (融点: 89〜101 (dec)). NMR 溶媒: DMSO
13C: 167.9, 151, 140.5, 140.1, 140, 138.5, 137.7, 135, 134.1, 129.6, 129.4, 129, 128.8, 128.2, 127, 126.7, 125.8, 125.6, 124.2, 123.1, 114.9, 61.9, 55.5, 52.2, 31.6, 28.2
1H: 8.20 (1H, t, J = 1.6 Hz), 8.18 (1H, t, J = 1.7 Hz), 8.15 (2H, s), 8.14 (1H, s br), 7.88 (3H, m), 7.62 (1H, d d d, J = 1.2, 1.8, 7.8 Hz), 7.57 (1H, t, J = 7.8 Hz), 7.51 (1H, t, J = 7.8 Hz), 7.47 (1H, s br), 7.37-7.20 (5H, m), 3.85 (1H, m), 3.47 (2H, s), 2.96 (3H, s), 2.90 (2H, d br, J = 12.0 Hz), 2.01 (2H, t br, J = 12.0 Hz), 1.84 (2H, d q, J = 3.5, 12.0 Hz), 1.73 (2H, d br, J = 12.0 Hz)
化合物No. 551 (融点: 258〜260 (dec)). NMR 溶媒: DMSO
13C: 160.1, 157.3, 150.6, 139.4, 138.1, 137.1, 126.5, 125.3, 121.5, 116.2, 56.9, 31.4, 29, 25.2, 24.8
1H: 12.94 (1H, s br), 8.19 (1H, s), 8.18 (1H, s), 8.04 (2H, m d, J = 8.4 Hz), 7.83 (2H, m d, J = 8.4 Hz), 3.82 (1H, m br), 2.93 (3H, s), 1.78 (4H, m), 1.58 (3H, m), 1.30 (2H, q, J = 13.0 Hz), 1.11 (1H, q, J = 13.0 Hz)
化合物No. 552 (融点: 126 (dec.)). NMR 溶媒: DMSO
13C: 164.2, 150.9, 140, 137.8, 133.6, 133.3, 128.7, 127.3, 125.4, 123.3, 115, 59.6, 55.6, 52.4, 31.5, 28.2, 19.8, 11.9
1H: 11.25 (1H, s br), 9.09 (1H, s br), 8.23 (1H, t, J = 1.7 Hz), 8.15 (1H, d, J = 1.3 Hz), 8.05 (1H, d, J = 1.3 Hz), 7.97 (1H, m d, J = 7.9 Hz), 7.62 (1H, m d, J = 7.8 Hz), 7.46 (1H, t, J = 7.7 Hz), 3.81 (1H, m), 2.94 (3H, s), 2.93 (2H, m), 2.22 (2H, m), 1.91 (2H, t br, J = 11.0 Hz), 1.81 (2H, d q, J = 3.2, 11.7 Hz), 1.72 (2H, d br, J = 11.7 Hz), 1.42 (2H, m), 0.84 (3H, t, J = 7.5 Hz)
化合物No. 553 (融点: 271〜272). NMR 溶媒: DMSO
13C: 156.2, 150.7, 139.7, 137.8, 135.7, 134.9, 130, 123.1, 122.8, 120.7, 115.2, 56.8, 31.4, 29, 25.2, 24.8
1H: 10.12 (1H, s), 8.16 (1H, s), 8.10 (1H, s), 7.77 (1H, d, J = 8.0 Hz), 7.71 (1H, t br), 7.60 (4H, s br), 7.45 (1H, t, J = 7.8 Hz), 7.11 (1H, d d, J = 1.3, 7.9 Hz), 3.81 (1H, m br), 2.93 (3H, s), 1.78 (4H, m), 1.58 (3H, m), 1.29 (2H, q, J = 12.5 Hz), 1.11 (1H, q, J = 13.0 Hz)
化合物No. 554 (融点: 187〜188). NMR 溶媒: DMSO
13C: 172.1, 160.3, 151, 140.2, 137.4, 130.5, 124.4, 124.2, 117.7, 114.4, 113.3, 59.5, 55.4, 52.3, 31.6, 28, 19.7, 11.9
1H: 13.03 (1H, s), 8.50 (1H, s br), 8.32 (1H, d, J = 2.0 Hz), 8.12 (1H, d, J = 1.3 Hz), 7.97 (1H, s br), 7.88 (1H, d d, J = 2.0, 8.5 Hz), 7.86 (1H, d, J = 1.3 Hz), 6.91 (1H, d, J = 8.5 Hz), 3.84 (1H, m), 2.98 (2H, m), 2.95 (3H, s), 2.26 (2H, m), 1.97 (2H, br), 1.84 (2H, q, J = 12.5 Hz), 1.73 (2H, d, J = 11.5 Hz), 1.44 (2H, m), 0.84 (3H, t, J = 7.3 Hz)
化合物No. 555 (融点: 219〜222). NMR 溶媒: DMSO
13C: 158.4, 149, 137, 135.4, 127.2, 118.7, 115.9, 114.2, 52.7, 42.5, 32, 24.8
1H: 9.89 (1H, br), 9.3 (1H, s), 8.7 (1H, d, J = 10.5 Hz), 8.42 (1H, q, J = 10.5 Hz), 8.24 (1H, s), 7.68 (2H, m d, J = 8.7 Hz), 6.88 (2H, m d, J = 8.7 Hz), 4.22 (1H, m), 3.40 (2H, d br, J = 12.0 Hz), 3.06 (2H, q br, J = 11.5 Hz), 2.97 (3H, s), 2.09 (2H, d q, J = 3.5, 12.5 Hz), 1.96 (2H, d br, J = 12.5 Hz)
化合物No. 556 (融点: 141). NMR 溶媒: CDCl3
13C: 151.7, 142.4, 141.4, 140.3, 138.1, 136.8, 129.1, 128.8, 128.3, 127.1, 119.4, 115.4, 112.3, 111.9, 62.8, 55.8, 52.5, 43.5, 31.6, 28.9
1H: 7.89 (1H, d, J = 1.3 Hz), 7.38 (1H, d, J = 1.3 Hz), 7.36-7.23 (5H, m), 7.21 (1H, d, J = 2.0 Hz), 7.15 (1H, d d, J = 2.0, 8.2 Hz), 7.03 (1H, d, J = 8.2 Hz), 4.01 (3H, m), 3.52 (2H, s), 3.0 (3H, s), 2.99 (2H, m), 2.69 (6H, s), 2.09 (2H, t br, J = 12.0 Hz), 1.92 (2H, d q, J = 3.5, 12.0 Hz), 1.77 (2H, d br, J = 12.0 Hz)
化合物No. 557 (融点: 183〜184). NMR 溶媒: CDCl3
13C: 170.5, 163.9, 159.3, 151.7, 142.4, 136.9, 126.5, 125.5, 114.1, 111.9, 55.3, 54.9, 43.4, 32.1, 28.3
1H: 7.93 (1H, d, J = 1.3 Hz), 7.72 (2H, m d, J = 8.9 Hz), 7.41 (1H, d, J = 1.3 Hz), 6.95 (2H, m d, J = 8.9 Hz), 4.97 (2H, m d, J = 13.5 Hz), 4.38 (1H, m), 3.84 (3H, s), 3.05 (2H, d t, J = 2.7, 13.5 Hz), 3.02 (3H, s), 2.02 (2H, d br, J = 13.0 Hz), 1.82 (2H, d q, J = 4.5, 12.5 Hz)
化合物No. 558 (融点: 179 (dec.)). NMR 溶媒: DMSO
13C: 169.4, 150.9, 148.1, 146.2, 138.2, 137.8, 131.9, 129.1, 123.8, 115.5, 58.1, 54.1, 51.5, 31.5, 26.9
1H: 9.07 (1H, s), 8.46 (1H, m), 8.18 (3H, m), 7.43 (1H, m), 3.95 (1H, m), 3.31 (2H, s), 3.18 (2H, m), 2.96 (3H, s), 2.58 (2H, m), 2.0 (2H, q br, J = 12.0 Hz), 1.81 (2H, d br, J = 11.0 Hz)
化合物No. 559 (融点: 194〜195). NMR 溶媒: CDCl3
13C: 159.1, 156.1, 151.2, 148.6, 146.7, 144, 139.3, 137.3, 132.4, 128.9, 123.6, 118.8, 113.9, 110.9, 55.4, 54.5, 52.2, 51.9, 31.7, 28.6
1H: 9.0 (1H, d, J = 1.8 Hz), 8.52 (1H, d d, J = 1.5, 4.7 Hz), 8.10 (1H, t d, J = 1.8, 7.9 Hz), 7.93 (1H, d, J = 1.3 Hz), 7.57 (1H, d, J = 1.3 Hz), 7.33 (1H, d d, J = 4.9, 7.9 Hz), 7.14 (1H, d, J = 3.5 Hz), 6.35 (1H, d, J = 3.5 Hz), 4.0 (1H, m), 3.88 (3H, s), 3.64 (2H, s), 3.04 (2H, m), 3.02 (3H, s), 2.21 (2H, t br, J = 12.0 Hz), 1.96 (2H, d q, J = 3.6, 12.0 Hz), 1.81 (2H, d br, J = 12.0 Hz)
化合物No. 560 (融点: 165). NMR 溶媒: CDCl3
13C: 152.1, 151.5, 149.3, 142.6, 137.6, 136.9, 122.4, 119.8, 115.8, 67, 54.4, 31.8, 29.5
1H: 8.57 (1H, d d d, J = 1.0, 2.0, 4.8 Hz), 8.01 (1H, t d, J = 1.1, 8.1 Hz), 8.0 (1H, d, J = 1.5 Hz), 7.89 (1H, d, J = 1.5 Hz), 7.76 (1H, t d, J = 1.8, 7.7 Hz), 7.20 (1H, d d d, J = 1.1, 4.8, 7.4 Hz), 4.31 (1H, m), 4.09 (2H, d d, J = 4.7, 11.6 Hz), 3.51 (2H, d t, J = 2.1, 12.0 Hz), 3.05 (3H, s), 1.94 (2H, d q, J = 4.5, 12.0 Hz), 1.78 (2H, m d, J = 12.3 Hz)
化合物No. 561 (融点: 201〜202). NMR 溶媒: DMSO
13C: 151.1, 150.4 (d, J = 240.5 Hz), 144.9 (d, J = 12.5 Hz), 140, 137.7, 130.1 (d, J = 3.5 Hz), 116.3 (d, J = 18.5 Hz), 116.0 (d, J = 6.5 Hz), 114.3 (d, J = 2.5 Hz), 114.1, 52.1, 50.9, 50.2, 31.8, 25.3, 9.2
1H: 9.90 (1H, s), 9.36 (1H, s br), 8.13 (1H, s), 7.92 (1H, s), 7.46 (1H, d d, J = 2.0, 8.7 Hz), 7.25 (1H, m), 7.14 (1H, d d, J = 8.5, 11.3 Hz), 4.19 (1H, m), 3.58 (2H, m d, J = 11.5 Hz), 3.10 (4H, m), 2.94 (3H, s), 2.18 (2H, m q, J = 12.5 Hz), 2.0 (2H, d br, J = 12.5 Hz), 1.24 (3H, t, J = 7.2 Hz)
化合物No. 562 (融点: 190〜192 (dec.)). NMR 溶媒: DMSO
13C: 151.3, 149.5, 137.2, 135.8, 126.5, 121.4, 121, 119.7, 116.7, 114.6, 58.7, 31.4, 28.2, 24.1
1H: 11.26 (1H, s br), 10.14 (3H, br), 8.96 (1H, s), 8.10 (1H, s), 7.84 (1H, d, J = 2.2 Hz), 7.74 (1H, d d, J = 2.2, 8.5 Hz), 7.19 (1H, d, J = 8.6 Hz), 4.36 (1H, m), 2.95 (3H, s), 1.88 (2H, m), 1.69 (4H, m), 1.53 (2H, m)
化合物No. 563 (融点: 250〜252). NMR 溶媒: DMSO
13C: 155.3, 150.8, 140.1, 138.9, 137.7, 134.8, 129.8, 122.9, 121.7, 120.5, 114.9, 56.8, 31.3, 29, 25.2, 24.8
1H: 8.12 (1H, s), 8.03 (1H, s), 7.63 (1H, d, J = 7.8 Hz), 7.57 (1H, t br), 7.37 (1H, t, J = 7.8 Hz), 7.0 (3H, br), 6.98 (1H, d, J = 8.2 Hz), 3.8 (1H, m), 2.93 (3H, s), 1.78 (4H, m), 1.58 (3H, m), 1.29 (2H, m q, J = 12.5 Hz), 1.11 (1H, m q, J = 12.5 Hz)
化合物No. 564 (融点: 250). NMR 溶媒: DMSO
13C: 154.7, 151.1, 142.6, 140.3, 137.6, 130.8, 129.6, 118.6, 114.2, 109.6, 106, 58.4, 31.3, 28.2, 24
1H: 11.71 (1H, br), 8.10 (1H, d, J = 1.2 Hz), 8.0 (1H, d, J = 1.2 Hz), 7.59 (1H, d d, J = 1.7, 8.3 Hz), 7.53 (1H, d, J = 1.7 Hz), 7.29 (1H, d, J = 8.3 Hz), 4.36 (1H, m), 2.93 (3H, s), 1.87 (2H, m), 1.68 (4H, m), 1.53 (2H, m)
化合物No. 565 (融点: 188〜189). NMR 溶媒: CDCl3
13C: 151.5, 146.7, 142.2, 138, 136.8, 133.9, 129.6, 129.1, 128.3, 127.2, 115.5, 114.4, 113.1, 111.9, 62.8, 55.8, 52.5, 31.6, 28.9
1H: 7.90 (1H, s), 7.45 (1H, s), 7.38-7.24 (5H, m), 7.21 (1H, t br), 7.17 (1H, m), 7.16 (1H, m), 6.63 (1H, m d, J = 7.5 Hz), 4.02 (1H, m), 3.74 (2H, s), 3.52 (2H, s), 3.01 (3H, s), 3.0 (2H, m), 2.10 (2H, t br, J = 11.5 Hz), 1.93 (2H, d q, J = 3.3, 12.0 Hz), 1.78 (2H, d br, J = 11.0 Hz)
化合物No. 566 (融点: 196). NMR 溶媒: DMSO
13C: 163.9, 149.6, 137.8, 136.9, 133.5, 130.7, 129.1, 127.7, 126.4, 123.9, 115.9, 67.9, 56.5, 34.1, 31.5, 26.7
1H: 11.30 (1H, br), 8.81 (1H, s), 8.29 (1H, s), 8.25 (1H, s), 7.98 (1H, t d, J = 1.4, 7.9 Hz), 7.70 (1H, t d, J = 1.2, 7.9 Hz), 7.54 (1H, t, J = 7.8 Hz), 3.85 (1H, m), 3.41 (1H, m), 2.94 (3H, s), 1.90 (2H, d br, J = 12.0 Hz), 7.71 (4H, m), 1.25 (2H, q br, J = 12.3 Hz)
化合物No. 567 (融点: 219〜220). NMR 溶媒: DMSO
13C: 150.7, 139, 138.8, 138.5, 138.4, 138.3, 128.8, 128.2, 127.6, 127, 125.2, 116.8, 61.9, 55.6, 52.2, 43.7, 31.6, 28.2
1H: 8.25 (1H, d, J = 1.1 Hz), 8.20 (1H, d, J = 1.1 Hz), 8.10 (2H, m d, J = 8.7 Hz), 7.93 (2H, m d, J = 8.7 Hz), 7.36-7.20 (5H, m), 3.83 (1H, m), 3.46 (2H, s), 3.22 (3H, s), 2.95 (3H, s), 2.90 (2H, m d, J = 11.0 Hz), 2.0 (2H, t br, J = 11.0 Hz), 1.83 (2H, d q, J = 3.5, 12.0 Hz), 1.72 (2H, d br, J = 12.0 Hz)
化合物No. 568 (融点: 193〜194). NMR 溶媒: DMSO
13C: 158.3, 148.9, 137.0, 136.9, 135.3, 131.6, 131.3, 130.1 (q, J = 33.0 Hz), 130.0 (q, J = 3.5 Hz), 127.1, 123.8 (q, J = 4.2 Hz), 123.4 (q, J = 273.0 Hz), 118.8, 115.9, 114.2, 54.3, 45.2, 31.9, 27.3
1H: 9.88 (1H, br), 9.21 (1H, s), 8.17 (1H, s), 8.14 (1H, d br, J = 7.8 Hz), 8.10 (1H, d br, J = 8.0 Hz), 7.99 (1H, t br), 7.92 (1H, t, J = 7.9 Hz), 7.64 (2H, m d, J = 8.7 Hz), 6.86 (2H, m d, J = 8.7 Hz), 3.91 (1H, m), 3.84 (2H, m), 2.94 (3H, s), 2.48 (2H, m), 1.86 (4H, m)
化合物No. 569 (融点: 157〜158). NMR 溶媒: CDCl3
13C: 157.9, 151.2, 149.5, 148.5, 146.7, 139.3, 137.3, 136.4, 132.4, 128.9, 123.6, 123.3, 122.2, 113.9, 64.2, 55.7, 52.7, 31.7, 28.7
1H: 9.0 (1H, d, J = 2.2 Hz), 8.59 (1H, d d d, J = 1.0, 1.8, 4.9 Hz), 8.53 (1H, d d, J = 1.6, 4.8 Hz), 8.11 (1H, d d d, J = 1.8, 2.2, 7.9 Hz), 7.94 (1H, d, J = 1.3 Hz), 7.67 (1H, d t, J = 1.9, 7.7 Hz), 7.57 (1H, d, J = 1.3 Hz), 7.37 (1H, d, J = 7.7 Hz), 7.34 (1H, d d d, J = 0.8, 4.8, 7.9 Hz), 7.19 (1H, d d d, J = 1.0, 4.9, 7.7 Hz), 4.05 (1H, m), 3.68 (2H, s), 3.04 (2H, m d, J = 12.0 Hz), 3.03 (3H, s), 2.23 (2H, t br, J = 11.5 Hz), 2.01 (2H, d q, J = 3.5, 12.0 Hz), 1.79 (2H, d br, J = 12.0 Hz)
化合物No. 570 (融点: 206〜207). NMR 溶媒: MeOD
13C: 153.2, 152.8 (d, J = 241.0 Hz), 146.6 (d, J = 13.5 Hz), 142.5, 139.2, 131.0 (d, J = 3.5 Hz), 118.0 (d, J = 6.5 Hz), 117.3 (d, J = 19.3 Hz), 116.0 (d, J = 3.0 Hz), 115.1, 60.0, 55.2, 53.3, 33.3, 27.4, 19.5, 11.6
1H: 8.12 (1H, d, J = 1.4 Hz), 7.75 (1H, d, J = 1.4 Hz), 7.36 (1H, d d, J = 2.3, 8.5 Hz), 7.22 (1H, m), 7.06 (1H, d d, J = 8.4, 11.0 Hz), 4.22 (1H, m), 3.60 (2H, d br, J = 12.0 Hz), 3.07 (3H, s), 2.98 (4H, m), 2.25 (2H, d q, J = 3.0, 13.0 Hz), 2.12 (2H, d br, J = 13.0 Hz), 1.76 (2H, m), 1.02 (3H, t, J = 7.5 Hz)
化合物No. 571 (融点: 182). NMR 溶媒: DMSO
13C: 163.7, 150.3, 138.1, 138, 134.1, 131.7, 131.4, 129.7, 129.7, 129, 127.5, 124.8, 116.1, 59, 52.3, 50.5, 31.9, 25
1H: 11.29 (1H, br), 9.65 (1H, s br), 8.59 (1H, s), 8.27 (1H, s), 7.93 (2H, m d, J = 8.5 Hz), 7.81 (2H, m d, J = 8.6 Hz), 7.56 (2H, m), 7.48 (3H, m), 4.32 (2H, d, J = 5.0 Hz), 4.19 (1H, m), 3.46 (2H, d br, J = 12.0 Hz), 3.17 (2H, m), 3.95 (3H, s), 2.21 (2H, q br, J = 13.0 Hz), 2.0 (2H, d br, J = 12.5 Hz)
化合物No. 572 (融点: 223). NMR 溶媒: DMSO
13C: 171.3, 160.9, 149.5, 137.4, 136, 131.5, 130.8, 129.7, 129.7, 128.9, 125.9, 120, 118, 115.1, 114.7, 59, 52.4, 50.5, 32, 24.9
1H: 13.0 (1H, br), 9.77 (1H, s), 9.06 (1H, s), 8.47 (1H, s), 8.44 (1H, s), 8.23 (1H, s), 8.08 (1H, s), 7.89 (1H, d, J = 8.5 Hz), 7.59 (2H, m), 7.49 (3H, m), 7.02 (1H, d, J = 8.5 Hz), 4.35 (2H, d, J = 4.0 Hz), 4.26 (1H, m), 3.48 (2H, d br, J = 11.0 Hz), 3.18 (2H, m), 3.0 (3H, s), 2.26 (2H, q br, J = 12.0 Hz), 2.02 (2H, d br, J = 12.5 Hz)
化合物No. 573 (融点: 173〜174). NMR 溶媒: CDCl3
13C: 165.1, 164.9, 159.2, 151.7, 151.6, 150.4, 150.2, 147.1, 146.8, 142.3, 142.3, 136.9, 136.9, 136.8, 132, 131.8, 126.4, 125.5, 125.5, 122.8, 122.8, 114.1, 111.9, 111.8, 55.3, 55.2, 54.9, 46.4, 45.6, 41, 40.9, 32.3, 32, 28.9, 28.9, 28.3, 28.2
1H: 8.48 (1H, d d, J = 1.8, 4.8 Hz), 7.91 (1H, m), 7.71 (2H, m d, J = 8.8 Hz), 7.71 and 7.64 (1H, 2 m), 7.40 (1H, m), 7.35 (1H, d d, J = 4.9, 7.5 Hz), 6.94 (2H, m d , J = 8.8 Hz), 4.98 (1H, m), 4.32 (1H, m), 3.84 (3H, s), 3.54 (1H, m), 3.34 and 3.15 (1H, 2 m), 3.04 and 3.03 (3H, 2 s), 2.89 (1H, m), 2.11-1.58 (4H, m)
化合物No. 574 (融点: 242〜243). NMR 溶媒: DMSO
13C: 168.1, 156.7, 151.2, 141, 137.4, 126.1, 124.5, 115.4, 112.5, 55.1, 44.9, 40, 31.6, 28.6, 28, 21.4
1H: 9.46 (1H, s), 8.07 (1H, s), 7.79 (1H, s), 7.64 (2H, d, J = 8.0 Hz), 6.77 (2H, d, J = 8.0 Hz), 4.50 (1H, d, J = 12.5 Hz), 4.09 (1H, m br), 3.90 (1H, d, J = 12.5 Hz), 3.10 (1H, m), 2.91 (3H, s), 2.50 (1H, m), 2.01 (3H, s), 1.78 (3H, m), 1.61 (1H, m)
化合物No. 575 (融点: 233〜234). NMR 溶媒: DMSO
13C: 156.2, 153.3, 150.9, 139.8, 137.6, 126.6, 125.2, 124.2, 123.1, 113.8, 112.8, 56.8, 55.9, 31.3, 29, 25.2, 24.8
1H: 9.13 (1H,s), 8.10 (1H, d, J = 1.3 Hz), 7.97 (1H, d, J = 1.3 Hz), 7.83 (1H, d d, J = 2.3, 8.6 Hz), 7.69 (1H, d, J = 2.3 Hz), 7.21 (3H, s br), 7.19 (1H, d, J = 8.6 Hz), 3.85 (3H, s), 3.80 (1H, m), 2.92 (3H, s), 1.77 (4H, m), 1.59 (3H, m), 1.29 (2H, q br, J = 12.5 Hz), 1.11 (1H, q br, J = 12.5 Hz)
化合物No. 576 (融点: 137〜138). NMR 溶媒: DMSO
13C: 155.8, 150.7, 139.7, 137.9, 134.5, 129.7, 127.1, 125.4, 125.2, 123.1, 115.3, 56.8, 31.4, 29, 25.2, 24.9
1H: 8.56 (1H, s br), 8.19 (1H, s), 8.13 (1H, s), 8.02 (1H, m d, J = 7.9 Hz), 7.91 (1H, m d, J = 7.8 Hz), 7.61 (1H, t, J = 7.9 Hz), 3.83 (1H, m), 2.95 (3H, s), 1.79 (4H, m), 1.58 (3H, m), 1.30 (2H, q br, J = 13.0 Hz), 1.12 (1H, q br, J = 13.0 Hz)
化合物No.577 (融点: 146〜147). NMR 溶媒: DMSO
13C: 151.3, 148, 141.7, 138.5, 137.1, 128.8, 128.2, 127, 125.8, 121.2, 113.9, 111.4, 61.9, 55.5, 52.3, 31.4, 28.3
1H: 8.0 (1H, s), 7.65 (1H, s), 7.49 (2H, m d, J = 8.5 Hz), 7.36-7.21 (5H, m), 6.56 (2H, m d, J = 8.5 Hz), 5.13 (2H, s), 3.80 (1H, m), 3.46 (2H, s), 2.92 (3H, s), 2.88 (2H, d br, J = 13.0 Hz), 1.99 (2H, t br, J = 11.0 Hz), 1.81 (2H, d q, J = 3.0, 12.0 Hz), 1.70 (2H, d br, J = 11.5 Hz)
化合物No. 578 (融点: 167〜168). NMR 溶媒: DMSO
13C: 150.8, 142.3, 139.3, 138.1, 136.6, 129, 128.7, 128.3, 127.1, 126.2, 124.9, 116.2, 61.8, 55.4, 52.1, 31.6, 28
1H: 8.18 (2H, 2 s), 8.03 (2H, m d, J = 8.6 Hz), 7.83 (2H, m d, J = 8.6 Hz), 7.40-7.20 (5H, m), 7.28 (2H, s br), 3.86 (1H, m br), 3.49 (2H, br), 2.95 (5H, m), 2.02 (2H, br), 1.87 (2H, br), 1.76 (2H, br)
化合物No. 579 (融点: 168). NMR 溶媒: DMSO
13C: 151.1, 148, 141.7, 137, 125.8, 121.3, 113.9, 111.4, 56.8, 31.3, 29.1, 25.2, 24.9
1H: 8.0 (1H, d, J = 1.3 Hz), 7.64 (1H, d, J = 1.3 Hz), 7.48 (2H, m d, J = 8.5 Hz), 6.56 (2H, m d, J = 8.5 Hz), 5.13 (2H, s), 3.80 (1H, m), 2.91 (3H, s), 1.77 (4H, m), 1.58 (3H, m), 1.29 (2H, m, J = 12.6 Hz), 1.11 (1H, m, J = 12.6 Hz)
化合物No. 580 (融点: 183〜184). NMR 溶媒: DMSO
13C: 150.9, 140.6, 138.5, 137.4, 127.3, 125.3, 118, 113.4, 56.8, 31.3, 29, 25.2, 24.9
1H: 9.55 (1H, s br), 8.07 (1H, d, J = 1.3 Hz), 7.88 (1H, d, J = 1.3 Hz), 7.73 (2H, m d, J = 8.7 Hz), 7.16 (2H, m d, J = 8.7 Hz), 7.13 (2H, s br), 3.81 (1H, m), 2.92 (3H, s), 1.78 (4H, m), 1.57 (3H, m), 1.29 (2H, q br, J = 12.7 Hz), 1.11 (1H, m q, J = 12.5 Hz)
化合物No. 581 (融点: 182 (dec.)). NMR 溶媒: DMSO
13C: 155.7, 153, 151, 140.1, 138.5, 137.5, 128.8, 128.2, 127, 126.5, 123.6 (2 sig.), 113.5, 112.6, 61.9, 55.7, 55.5, 52.2, 31.5, 28.2
1H: 8.09 (1H, d, J = 1.3 Hz), 7.93 (1H, d, J = 1.3 Hz), 7.72 (1H, d d, J = 1.7, 8.6 Hz), 7.59 (1H, s br), 7.36-7.21 (5H, m), 7.12 (1H, d, J = 8.6 Hz), 7.01 (4H, br), 3.81 (1H, m), 3.81 (3H, s), 3.47 (2H, s), 2.93 (3H, s), 2.90 (2H, d br, J = 11.5 Hz), 1.99 (2H, t br, J = 11.2 Hz), 1.83 (2H, d q, J = 3.5, 12.1 Hz), 1.71 (2H, d br, J = 12.5 Hz)
化合物No. 582 (融点: 199〜200). NMR 溶媒: CDCl3
13C: 159.3, 151.7, 142.4, 136.9, 126.5, 125.5, 117.4, 114.1, 111.8, 55.3, 53.8, 49, 32.2, 27.7
1H: 7.91 (1H, d, J = 1.3 Hz), 7.72 (2H, m d, J = 8.8 Hz), 7.39 (1H, d, J = 1.3 Hz), 6.95 (2H, m d, J = 8.8 Hz), 4.19 (1H, m), 3.85 (3H, s), 3.59 (2H, m d, J = 13.5 Hz), 3.19 (2H, d t, J = 2.9, 12.9 Hz), 3.06 (3H, s), 2.0 (2H, d q, J = 4.4, 12.3 Hz), 1.91 (2H, d br, J = 12.0 Hz)
化合物No. 583 (融点: 166〜167). NMR 溶媒: CDCl3
13C: 159.2, 151.6, 142.2, 136.8, 126.5, 125.6, 114.5, 114.1, 112, 55.3, 54.5, 51.5, 46, 31.9, 28.3
1H: 7.90 (1H, d, J = 1.3 Hz), 7.72 (2H, m d, J = 9.0 Hz), 7.40 (1H, d, J = 1.3 Hz), 6.94 (2H, m d, J = 9.0 Hz), 4.07 (1H, m), 3.84 (3H, s), 3.54 (2H, s), 3.03 (3H, s), 2.94 (2H, m d, J = 11.5 Hz), 2.51 (2H, d t, J = 3.0, 11.5 Hz), 1.97 (2H, d q, J = 4.0, 12.0 Hz), 1.90 (2H, m)
化合物No. 584 (融点: 189〜191). NMR 溶媒: CDCl3
13C: 151.2, 148.6, 146.7, 139.4, 137.3, 132.5, 128.9, 123.6, 114.5, 113.8, 54.7, 51.4, 45.9, 32, 28.3
1H: 9.02 (1H, d, J = 2.0 Hz), 8.55 (1H, d d, J = 1.7, 4.9 Hz), 8.13 (1H, t d, J = 1.9, 8.0 Hz), 7.96 (1H, d, J = 1.3 Hz), 7.59 (1H, d, J = 1.3 Hz), 7.35 (1H, d d, J = 4.9, 8.0 Hz), 4.08 (1H, m), 3.55 (2H, s), 3.05 (3H, s), 2.96 (2H, d br, J = 11.4 Hz), 2.53 (2H, d t, J = 3.0, 11.5 Hz), 1.98 (2H, d q, J = 3.9, 12.0 Hz), 1.92 (2H, m)
化合物No. 585 (融点: 197〜198 (dec)). NMR 溶媒: DMSO
13C: 157.8, 149.8, 137.6, 137.1, 131.1, 130, 116.1, 115.4, 115.3, 112.1, 57.3, 52.3, 50.7, 31.9, 25.1, 17, 11
1H: 9.39 (1H, s), 8.90 (1H, s), 8.21 (1H, s), 7.26 (3H, m), 6.78 (1H, m), 4.22 (1H, m), 3.59 (2H, d br, J = 11.5 Hz), 3.12 (2H, q br, J = 11.5 Hz), 3.0 (2H, m), 2.97 (3H, s), 2.23 (2H, d q, J = 3.0, 13.0 Hz), 2.0 (2H, d br, J = 12.5 Hz), 1.70 (2H, m), 0.91 (3H, t, J = 7.5 Hz)
化合物No. 586 (融点: 183 (dec.)). NMR 溶媒: MeOD
13C: 150.1, 149.1, 147.6, 137.9, 136.6, 119.3, 118.8, 117.1, 116, 114.4, 59.8, 55.1, 53, 33.7, 26.9, 18.9, 11.4
1H: 9.31 (1H, d, J = 1.3 Hz), 8.09 (1H, d, J = 1.3 Hz), 7.17 (1H, d, J = 2.2 Hz), 7.10 (1H, d d, J = 2.2, 8.2 Hz), 6.90 (1H, d, J = 8.2 Hz), 4.33 (1H, m), 3.74 (2H, d br, J = 12.5 Hz), 3.19 (2H, d t, J = 2.8, 13.0 Hz), 3.11 (3H, s), 3.11 (2H, m), 2.36 (2H, d q, J = 3.2, 12.8 Hz), 2.23 (2H, d br, J = 13.5 Hz), 1.82 (2H, m), 1.04 (3H, t, J = 7.5 Hz)
化合物No. 587 (融点: 153〜156 (dec.)). NMR 溶媒: MeOD
13C: 158.7, 153.4, 152.4, 151.1, 143.5, 139.3, 139, 127.9, 125.6, 125.6, 125.5, 116.6, 113.8, 61.5, 54.8, 53.6, 33.3, 26.9
1H: 8.69 (1H, d, J = 5.0 Hz), 8.11 (1H, d, J = 1.3 Hz), 7.92 (1H, d t, J = 1.7, 7.6 Hz), 7.67 (1H, d, J = 1.3 Hz), 7.61 (2H, m d, J = 8.7 Hz), 7.52 (1H, d, J = 7.9 Hz), 7.47 (1H, d d, J = 5.0, 7.6 Hz), 6.81 (2H, m d, J = 8.7 Hz), 4.45 (2H, s), 4.28 (1H, m), 3.65 (2H, d br, J = 11.5 Hz), 3.25 (2H, m), 3.09 (3H, s), 2.31 (2H, q br, J = 13.0 Hz), 2.14 (2H, d br, J = 12.5 Hz),
化合物No. 588 (融点: 184). NMR 溶媒: DMSO
13C: 151.1, 140.6, 138.5, 138.5, 137.4, 128.8, 128.2, 127.3, 127, 125.3, 118, 113.3, 61.9, 55.5, 52.2, 31.5, 28.2
1H: 9.55 (1H, s br), 8.08 (1H, d, J = 1.3 Hz), 7.88 (1H, d, J = 1.3 Hz), 7.73 (2H, m d, J = 8.7 Hz), 7.36-7.20 (5H, m), 7.16 (2H, m d, J = 8.7 Hz), 7.13 (2H, s br), 3.81 (1H, m), 3.46 (2H, s), 2.94 (3H, s), 2.89 (2H, m d, J = 11.0 Hz), 2.0 (2H, t br, J = 11.0 Hz), 1.83 (2H, d q, J = 3.0, 12.0 Hz), 1.71 (2H, d br, J = 12.0 Hz)
化合物No. 589 (融点: 126〜129 (dec.)). NMR 溶媒: DMSO
13C: 152.8, 151.1, 148.9, 141.1, 138.5, 137.5, 134, 129.1, 128.8, 128.2, 127, 122, 119.6, 117.8, 114.1, 61.9, 55.5, 52.2, 31.5, 28.3
1H: 8.08 (1H, d, J = 1.3 Hz), 7.91 (1H, d, J = 1.3 Hz), 7.37 (1H, t d, J = 1.3, 7.8 Hz), 7.33-7.23 (6H, m), 7.21 (1H, t, J = 7.7 Hz), 6.72 (1H, d, J = 7.9 Hz), 5.58 (4H, s br), 3.81 (1H, m), 3.46 (2H, s), 2.93 (3H, s), 2.89 (2H, m d, J = 11.5 Hz), 2.0 (2H, t br, J = 11.5 Hz), 1.82 (2H, d q, J = 3.3, 12.0 Hz), 1.71 (2H, d br, J = 12.0 Hz)
化合物No. 590 (融点: 179〜180). NMR 溶媒: DMSO
13C: 155.6, 150.9, 139.7, 138, 134.5, 129.8, 127.2, 125.5, 125, 123.1, 115.3, 66.3, 54.2, 31.7, 29.1
1H: 8.57 (1H, s), 8.22 (1H, s), 8.16 (1H, s), 8.04 (1H, d, J = 7.7 Hz), 7.92 (1H, d, J = 7.8 Hz), 7.62 (1H, t, J = 7.6 Hz), 4.12 (1H, m), 3.94 (2H, d d, J = 3.7, 11.2 Hz), 3.39 (2H, t, J = 11.5 Hz), 2.98 (3H, s), 1.87 (2H, d q, J = 4.3, 12.2 Hz), 1.71 (2H, d br, J = 12.0 Hz)
化合物No. 591 (融点: 187〜188). NMR 溶媒: DMSO
13C: 160.1, 157.5, 150.7, 139.4, 138, 134.5, 129.7, 128.2, 124.5, 123.8, 122.2, 115.5, 56.8, 31.4, 29, 25.1, 24.8
1H: 13.0 (1H, s br), 8.32 (1H, t, J = 1.5 Hz), 8.19 (1H, d, J = 1.3 Hz), 8.11 (1H, d, J = 1.3 Hz), 8.06 (1H, t d, J = 1.5, 7.8 Hz), 7.68 (1H, t d, J = 1.5, 7.8 Hz), 7.59 (1H, t, J = 7.8 Hz), 3.83 (1H, m), 2.94 (3H, s), 1.79 (4H, m), 1.58 (3H, m), 1.30 (2H, q br, J = 13.5 Hz), 1.58 (1H, m)
化合物No. 592 (融点: 148〜149). NMR 溶媒: DMSO
13C: 158.5, 155.6, 151, 140.6, 137.5, 126.1, 126, 114, 113.1, 55.5, 55.1, 45.7, 31.6, 27.6
1H: 8.31 (1H, s), 8.09 (1H, s), 7.88 (1H, s), 7.77 (2H, m d, J = 8.5 Hz), 6.95 (2H, m d, J = 8.5 Hz), 5.20 (2H, s), 3.95 (1H, m br), 3.78 (3H, s), 3.69 (2H, d br, J = 12.0 Hz), 2.92 (3H, s), 2.53 (2H, m), 1.78 (2H, q br, J = 12.5 Hz), 1.70 (2H, m)
化合物No. 593 (融点: 100〜103 (dec.)). NMR 溶媒: DMSO
13C: 150.9, 140.2, 138.8, 138.4, 137.7, 134.5, 129.6, 128.9, 128.2, 127, 120.5, 118.6, 116.2, 114.8, 61.8, 55.5, 52.2, 39.2, 31.5, 28.1
1H: 9.78 (1H, s), 8.12 (1H, d, J = 1.3 Hz), 7.96 (1H, d, J = 1.3 Hz), 7.73 (1H, t br, J = 1.8 Hz), 7.56 (1H, m d, J = 8.0 Hz), 7.33 (1H, t, J = 8.0 Hz), 7.38-7.20 (5H, m), 7.11 (1H, m d, J = 8.0 Hz), 3.83 (1H, m br), 3.48 (2H, br), 3.0 (3H, s), 2.94 (3H, s), 2.90 (2H, m br), 2.01 (2H, m br), 1.84 (2H, q br, J = 11.0 Hz), 1.73 (2H, d br, J = 11.0 Hz)
化合物No. 594 (融点: 138〜140). NMR 溶媒: DMSO
13C: 160.1, 157.6, 151, 139.4, 138, 134.4, 129.7, 128.2, 124.5, 123.9, 122.2, 115.4, 58.4, 31.3, 28.2, 24
1H: 13.02 (1H, s br), 8.32 (1H, t br, J = 1.6 Hz), 8.19 (1H, d, J = 1.3 Hz), 8.10 (1H, d, J = 1.3 Hz), 8.08 (1H, m d, J = 8.0 Hz), 7.69 (1H, m d, J = 8.0 Hz), 7.60 (1H, t, J = 8.0 Hz), 4.38 (1H, m), 2.94 (3H, s), 1.88 (2H, m), 1.69 (4H, m), 1.54 (2H, m)
化合物No. 595 (融点: 228〜229). NMR 溶媒: DMSO
13C: 159.1, 158.5, 151.1, 140.6, 137.5, 126.1, 126.0, 114.0, 113.1, 55.1, 54.6, 46.4, 31.7, 27.2
1H: 14.96 (1H, br), 8.10 (1H, d, J = 1.3 Hz), 7.89 (1H, d, J = 1.3 Hz), 7.77 (2H, m d, J = 9.0 Hz), 6.96 (2H, m d, J = 9.0 Hz), 4.12 (1H, m br), 3.95 (2H, m d, J = 13.0 Hz), 3.77 (3H, s), 3.13 (2H, d t, J = 3.5, 12.5 Hz), 2.93 (3H, s), 1.90 (2H, m), 1.86 (2H, m)
化合物No. 596 (融点: 178〜180 (dec.)). NMR 溶媒: DMSO
13C: データなし
1H: 8.09 (1H, d, J = 1.3 Hz), 7.88 (1H, d, J = 1.3 Hz), 7.77 (2H, m d, J = 9.0 Hz), 6.95 (2H, m d, J = 9.0 Hz), 5.99 (2H, s), 4.06 (2H, d br, J = 13.5 Hz), 4.02 (1H, m), 3.77 (3H, s), 2.91 (3H, s), 2.71 (2H, t br, J = 12.0 Hz), 1.71 (2H, m), 1.64 (2H, d q, J = 4.0, 12.0 Hz)
化合物No. 597 (融点: 162〜163). NMR 溶媒: DMSO
13C: データなし
1H: 8.08 (1H, d, J = 1.3 Hz), 7.87 (1H, d, J = 1.3 Hz), 7.76 (2H, m d, J = 9.0 Hz), 6.95 (2H, m d, J = 9.0 Hz), 4.51 (1H, s br), 3.85 (1H, m br), 3.77 (3H, s), 3.51 (2H, s br), 3.05 (2H, br), 2.93 (3H, s), 2.48 (2H, m), 2.10 (2H, br), 1.88 (2H, s br), 1.75 (2H, s br)
以下に記載されているプロトコールに従って、生体外試験を行った。生体外および生体内の両試験におけるコントロールは、かかる反応混合物から試験化合物を除いたものとした。従って、試験化合物に関する下記の表2において、低い値は、強い阻害剤であることを示す。値が100の場合には、測定可能な阻害が起きていないことを示す。
次の方法に従って、生体外におけるFAAHの薬学的活性を測定した。
(動物の処置)
試験では、インターファウナイベリカ(スペイン)から得られたNMRIマウス(重さ 27〜44 g)を用いた。管理された環境条件下(12時間の明るい/暗いのサイクル、室温は22±1℃)で、1つのケージに5匹のマウスをまとめた。常時、食物および水道水を摂取できる状態とし、日中の間に全ての試験を実施した。
アナンダミド[エタノールアミン -1-3H-](40-60 Ci/mmol)は、American Radiochemicalsから入手した。その他の全ての試薬は、Sigma-Aldrichから入手した。Optiphase Supermixは、Perkin Elmerから入手し、活性炭は、Sigma-Aldrichから入手した。
組織を氷上で解凍し、10倍容量の膜緩衝剤(3 mM MgCl2、1 mM EDTA、pH7.4の50 mM トリスHCl)中で、Potter Elvejhem(脳、8ストローク、500 rpm)またはHeidolph Diax(肝臓、ポジション5で20秒間2ストロークおよび30秒間停止)で均質化した。
反応混合液(総容量200 μl)は、2 μM AEA(2 μM AEA + 5 nM 3H-AEA)、0.1%の遊離脂肪酸BSA、および15 μg(脳)、5 μg(肝臓)または50 μg(肺)のタンパク質を含み、1 mM EDTAおよび10 mM pH7.6のトリスを含有する。37℃での15分間の前培養期間の後、基質溶液(冷却AEA + 放射標識されたAEA + BSA)を加えて反応を開始した。10分間(脳および肺)または7分間(肝臓)の反応を実施した後、400 μlの活性炭懸濁液(32 mlの0.5 M HCl に8 gの炭を加え、連続撹拌したもの)を加えて停止した。室温および撹拌下での30分間の培養時間の後、微量遠心管での遠心分離により、炭を堆積させた(13000 rpmで10分間)。上澄みのうちの200 μlを、あらかじめ24ウェルプレートに分配した800 μlのOptiphase Supermix シンチレーションカクテルに加えた。Microbeta TriLux シンチレーションカウンターで、カウント毎分(cpm)を測定した。
前述のように、FAAHの阻害性を測定した。以下に記述されているプロトコールに従って、モノアシルグリセロールリパーゼ(MAGL)およびカルボキシルエステラーゼ(CE)の阻害を実施した。生体外および生体内の両試験におけるコントロールは、かかる反応混合液から試験化合物を除いたものである。従って、試験化合物に関する下記の表3において、低い値は、強い阻害剤であることを示す。
MAGL活性の測定は、基質としての[3H] 2-OG (標識されたグリセロール)の加水分解速度を基盤とした。簡潔に言えば、あらかじめ成人のウィスター系ラットから得られた小脳のサイトゾル(CRBcyt)の画分を、トリス-HCl緩衝剤(10 mM、pH7.2)に1 mM EDTAを加えたもので希釈して適切な試験タンパク質濃度にし、試験化合物を含む試験管に加えた。コントロールとして、サイトゾル試料の代わりに試験用緩衝剤を含むブランクを用いた。その後、基質(最終濃度 2 μM OG)を加え、試料を37℃で10分間培養した。最終的な試験では、0.125% w v-1の遊離脂肪酸BSAを含んでいた。培養段階の後、400 μLのクロロホルム:メタノール(1/1 v v-1)を加え、渦撹拌を2回行い、氷上に置いて反応を停止した。遠心分離によって相を分離し、メタノール/緩衝剤の相のアリコートを200 μL取り、クエンチ補正を用いた液体シンチレーション分光法でトリチウム含有量を分析した。
CE活性の測定は、p-ニトロフェニル酢酸からのp-ニトロフェノールの形成を基盤としている。簡潔に言えば、8 μg/mlのラットまたはマウスの肝臓ミクロソーム(LVms)を、96ウェルプレートで10 μM FAAH阻害剤とともに15分間培養し、その後、基質であるp-ニトロフェニル酢酸を、最終濃度が1 mMとなるように加えた。基質を加えて10分後、分光光度計を用い、405 nmで、プレートのp-ニトロフェノールの存在を読み取った。阻害剤を加えていないミクロソーム抽出液でのカルボキシルエステラーゼ活性をコントロールとして100%と定め、阻害剤とともに培養した後の残りのCE活性を、コントロールと比較して算出した。
Claims (23)
- 下式:
ここでR2がC1-20アルキル、アルコキシ、アリール、ヘテロアリール、ヘテロシクリル、C3-10シクロアルキル、アリールC1-6アルキル、ヘテロアリールC1-6アルキル、ヘテロシクリルC1-6アルキル、C3-10シクロアルキルC1-6アルキル、C1-6アルキル、C3-8シクロアルキル、またはこれら部分の1つ以上を含有する基である場合、これら部分のそれぞれをR1c、ハロゲン、アリール、ヘテロアリール、ヘテロシクリル、C1-6アルコキシ、アリールオキシ、ヘテロアリールオキシ、ヘテロシクリルオキシ、アリールC1-6アルキル、ヘテロアリールC1-6アルキル、ヘテロシクリルC1-6アルキル、アリールC1-6アルコキシ、ヘテロアリールC1-6アルコキシ、ヘテロシクリルC1-6アルコキシ、C1-6アルキルアミノ、C1-6ジアルキルアミノ、C1-10アルキル、OH、OR1c、OCOR1c、SH、SR1c、SCOR1c、NH2、NO2、NHR1c、NHSO2NH2、NHSO2R1c、NR1cCOR1d、NHC(NH)NH2、NHCOR1c、NR1cR1d、COR1c、CSR1c、CN、COOH、COOR1c、CONH2、CONHOH、CONHR1c、CONHOR1c、C(NOH)NH2、CONR1cR1d、SO2R1c、SO3H、SO2NH2およびSO2NR1cR1dから選択した1つ以上の基で任意に置換してもよく、式中のR1cおよびR1dは独立してC1-6アルキル、置換C1-6アルキル、アリール、ヘテロアリール、C3-8シクロアルキルおよびヘテロシクリルから選択されるか、またはR1cおよびR1dが一緒にこれらを結合するヘテロ原子とともにヘテロシクリルを形成することができ、
ここでR2の置換基がC1-10アルキル、アリール、ヘテロアリール、ヘテロシクリル、C1-6アルコキシ、アリールオキシ、ヘテロアリールオキシ、ヘテロシクリルオキシ、アリールC1-6アルキル、ヘテロアリールC1-6アルキル、ヘテロシクリルC1-6アルキル、アリールC1-6アルコキシ、ヘテロアリールC1-6アルコキシ、ヘテロシクリルC1-6アルコキシ、C1-6アルキルアミノ、C1-6ジアルキルアミノ、C1-6アルキル、C3-8 シクロアルキル、またはこれら部分の1つ以上を含有する基である場合、これら部分のそれぞれをR1e、ハロゲン、C1-10アルキル、OH、OR1e、OCOR1e、SH、SR1e、SCOR1e、NH2、NO2、NHR1e、NHSO2NH2、NHSO2R1e、NR1eCOR1f、NHC(NH)NH2、NHCOR1e、NR1eR1f、COR1e、CSR1e、CN、COOH、COOR1e、CONH2、CONHOH、CONHR1e、CONHOR1e、C(NOH)NH2、CONR1eR1f、SO2R1e、SO3H、SO2NH2およびSO2NR1eR1fから選択した1つ以上の基で任意に置換してもよく、式中のR1eおよびR1fは独立してC1-6アルキル、置換C1-6アルキル、アリール、ヘテロアリール、C3-8シクロアルキルおよびヘテロシクリルから選択されるか、若しくはR1eおよびR1fが一緒にこれらを結合するヘテロ原子とともにヘテロシクリルを形成することができ、
ただしR1およびR2がメチルであることはなく、
または、
R1およびR2が一緒にこれらを結合するNとともにヘテロアリール若しくはヘテロシクリル基を形成することができ、そのそれぞれが1つ以上の酸素原子、若しくはアリール、ヘテロアリール、一部若しくは完全飽和ヘテロシクリル、C3-8シクロアルキル、C1-6アルキル、アリールC1-6アルキル、ヘテロアリールC1-6アルキル、ヘテロシクリルC1-6アルキル、C3-8 シクロアルキルC1-6アルキル、C1-6アルコキシ、アリールオキシ、ヘテロアリールオキシ、ヘテロシクリルオキシ、R2a、ハロゲン、OH、OR2a、OCOR2a、SH、SR2a、SCOR2a、NH2、NO2、NHR2a、NHSO2NH2、NHSO2R2a、NR2aCOR2b、NHC(NH)NH2、NHCOR2a、NR2aR2b、COR2a、CSR2a、CN、COOH、COOR2a、CONH2、CONHOH、CONHR2a、CONHOR2a、C(NOH)NH2、CONR2aR2b、SO2R2a、SO3H、SO2NH2およびSO2NR2aR2bから選択した1つ以上の基で任意に置換されてもよく、式中のR2aおよびR2bは独立してC1-6アルキル、置換C1-6アルキル、アリール、ヘテロアリール、C3-8シクロアルキルおよびヘテロシクリルから選択されるか、若しくはR2aおよびR2bが一緒にこれらを結合するヘテロ原子とともにヘテロシクリルを形成することができ、
ここでR1およびR2が一緒に形成するヘテロアリール若しくはヘテロシクリルの置換基がアリール、ヘテロアリール、ヘテロシクリル、C3-8シクロアルキル、C1-6アルキル、アリールC1-6アルキル、ヘテロアリールC1-6アルキル、ヘテロシクリルC1-6アルキル、C3-8 シクロアルキルC1-6アルキル、C1-6アルコキシ、アリールオキシ、ヘテロアリールオキシ、ヘテロシクリルオキシ、またはこれら部分の1つ以上を含有する基であるとき、これら部分のそれぞれをハロゲン、ヒドロキシル、C1-6アルキル、アリール、ヘテロアリール、ヘテロシクリル、C3-8シクロアルキル、C1-4アルコキシ、アリールオキシ、ヘテロアリールオキシ、ヘテロシクリルオキシ、C3-8シクロアルキルオキシ、アリールC1-4アルコキシ、ヘテロアリールC1-6アルコキシ、ヘテロシクリルC1-4アルコキシ、C3-8シクロアルキルC1-4アルコキシ、R2c、OR2c、OCOR2c、SH、SR2c、SCOR2c、NH2、NO2、NHR2c、NHSO2NH2、NHSO2R2c、NR2cCOR2d、NHC(NH)NH2、NHCOR2c、NR2cR2d、COR2c、CSR2c、CN、COOH、COOR2c、CONH2、CONHOH、CONHR2c、CONHOR2c、C(NOH)NH2、CONR2cR2d、SO2R2c、SO3H、SO2NH2およびSO2NR2cR2dから選択した1つ以上の基で任意に置換してもよく、式中のR2cおよびR2dは独立してC1-6アルキル、置換C1-6アルキル、アリール、ヘテロアリール、C3-8シクロアルキルおよびヘテロシクリルから選択されるか、若しくはR2cおよびR2dが一緒にこれらを結合するヘテロ原子とともにヘテロシクリルを形成することができ、
ここでR1およびR2が一緒に形成するヘテロアリール若しくはヘテロシクリルの置換基の置換基がC1-6アルキル、アリール、ヘテロアリール、ヘテロシクリル、C3-8シクロアルキル、C1-6アルコキシ、アリールオキシ、ヘテロアリールオキシ、ヘテロシクリルオキシ、C3-8シクロアルキルオキシ、アリールC1-4アルコキシ、ヘテロアリールC1-4アルコキシ、ヘテロシクリルC1-4アルコキシ、C3-8 シクロアルキルC1-4 アルコキシ、またはこれら部分の1つ以上を含有する基であるとき、これら部分のそれぞれをC1-4アルコキシ、R2e、ハロゲン、OH、OR2e、OCOR2e、SH、SR2e、SCOR2e、NH2、NO2、NHR2e、NHSO2NH2、NHSO2R2e、NR2eCOR2f、NHC(NH)NH2、NR2eR2f、NHCOR2e、COR2e、CSR2e、CN、COOH、COOR2e、CONH2、CONHOH、CONHR2e、CONHOR2e、C(NOH)NH2、CONR2eR2f、SO2R2e、SO3H、SO2NH2およびSO2NR2eR2fから選択した1つ以上の基で任意に置換してもよく、式中のR2eおよびR2fは独立してC1-6アルキル、置換C1-6アルキル、アリール、ヘテロアリール、C3-8シクロアルキルおよびヘテロシクリルから選択されるか、若しくはR2eおよびR2fが一緒にこれらを結合するヘテロ原子とともにヘテロシクリルを形成することができ、
R5はH、C1-2アルキル、およびハロゲンから選択され、
R6はアリールおよびヘテロアリールから選択され、
ここでR6がヘテロアリールであるとき、この部分を1つ以上の酸素原子で任意に置換してもよく、またR6がアリールまたはヘテロアリールであるとき、これら部分のそれぞれをハロゲン、R6c、C1-6アルキル、C1-6 アルキニル、アリール、ヘテロアリール、ヘテロシクリル、C1-6アルコキシ、アリールオキシ、ヘテロアリールオキシ、ヘテロシクリルオキシ、アリールC1-6アルキル、ヘテロアリールC1-6アルキル、ヘテロシクリルC1-6アルキル、アリールC1-6アルコキシ、ヘテロアリールC1-6アルコキシ、ヘテロシクリルC1-6アルコキシ、OH、OR6c、OCOR6c、SH、SR6c、SCOR6c、NH2、NO2、NHR6c、NHC(NH)NH2、NHSO2NH2、NHSO2R6c、NR6cCOR6d、NHCOR6c、NR6cR6d、COR6c、CSR6c、CN、COOH、COOR6c、CONH2、CONHR6c、CONHOR6c、CONHOH、C(NOH)NH2、CONR6cR6d、SO2R6c、SO3H、SO2NH2およびSO2NR6cR6dから選択した1つ以上の基で任意に置換してもよく、式中のR6cおよびR6dは独立してC1-6アルキル、置換C1-6アルキル、アリール、ヘテロアリール、C3-8シクロアルキルおよびヘテロシクリルから選択されるか、またはR6cおよびR6dが一緒にこれらを結合するヘテロ原子とともにヘテロシクリルを形成することができ、
ここでR6の置換基がヘテロアリールまたはヘテロシクリルであるとき、これら部分のそれぞれを1つ以上の酸素原子で任意に置換してもよく、若しくはR6の置換基がC1-6アルキル、C1-6アルキニル、アリール、ヘテロアリール、ヘテロシクリル、C1-6アルコキシ、アリールオキシ、ヘテロアリールオキシ、ヘテロシクリルオキシ、アリールC1-6アルキル、ヘテロアリールC1-6アルキル、ヘテロシクリルC1-6アルキル、アリールC1-6アルコキシ、ヘテロアリールC1-6アルコキシ、ヘテロシクリルC1-6アルコキシ、C3-8シクロアルキル、またはこれら部分の1つ以上を含有する基であるとき、これら部分のそれぞれをハロゲン、R6e、C1-6アルキル、C1-4アルコキシ、OH、OR6e、OCOR6e、SH、SR6e、SCOR6e、NH2、NO2、NHR6e、NHC(NH)NH2、NHSO2NH2、NHSO2R6e、NR6eCOR6f、NHCOR6e、NR6eR6f、COR6e、CSR6e、CN、COOH、COOR6e、CONH2、CONHOH、CONHR6e、CONHOR6e、C(NOH)NH2、CONR6eR6f、SO2R6e、SO3H、SO2NH2およびSO2NR6eR6fから選択した1つ以上の基で任意に置換してもよく、式中のR6eおよびR6fは独立してC1-6アルキル、置換C1-6アルキル、アリール、ヘテロアリール、C3-8シクロアルキルおよびヘテロシクリルから選択されるか、またはR6eおよびR6fが一緒にこれらを結合するヘテロ原子とともにヘテロシクリルを形成することができ、
R8はHであり、
ただし、R1がメチルであるとき、R2は4-クロロブチル、4-アジドブチルまたは4-イソチオシアナトブチルでなく、また
ただし、本化合物が(4-フェニル-1H-イミダゾール-1-イル)(4-(キノリン-2-イルメチル)ピペラジン-1-イル)メタノンではない]を有する化合物、またはその薬学的に許容し得る塩若しくはエステル。 - 前記R1およびR2が、一緒にこれらを結合するNとともに、任意に置換されてもよいヘテロシクリル基を形成する請求項1に記載の化合物。
- 前記R5が、Hである請求項1または請求項2に記載の化合物。
- 前記R1が、メチルであり;
前記R2が、単環式のC5-8シクロアルキルか、または単一の窒素若しくは酸素のヘテロ原子を含有する単環式6員環の飽和ヘテロシクリルから選択され、ここで該へテロ原子はヘテロシクリル基R2の尿素窒素への結合位置に対し4位にあり、ここで該へテロ原子が窒素原子であるとき、該窒素原子は任意にベンジルで置換され;
前記R5が、Hであり;
前記R6が、フェニルまたはピリジルから選択され、ここで該ピリジル基の窒素原子は酸素原子で置換されてもよく、ここで該フェニルは任意にハロゲン、メトキシ、OH、CONH2、NH2およびフェニルから選択した1つ以上の基で置換されてもよく;
前記R8が、Hである
請求項1または3に記載の化合物。 - 前記R1が、メチルであり;
前記R2が、単環式のC5-8シクロアルキル、テトラヒドロピラニル及びピペリジニルから選択され、ここで該テトラヒドロピラニル基及びピペリジニル基におけるヘテロ原子は、ヘテロシクリル基R2の尿素窒素への結合位置に対し4位にあり、ここで該ピペリジニル基の窒素原子はベンジルで置換され;
前記R5が、Hであり;
前記R6が、フェニルまたはピリジルから選択され、ここで該ピリジル基の窒素原子は酸素原子で置換され、ここで該フェニルは任意にハロゲン、メトキシ、CONH2、NH2及びフェニルから選択した1つ以上の基で置換されてもよく;
前記R8が、Hである
請求項1または3に記載の化合物。 - 前記R1がメチルであり、前記R2が単一の窒素のヘテロ原子を含有する単環式の飽和ヘテロシクリルであり、ここで該窒素のヘテロ原子はCONR1cR1dの基で置換される請求項1または3に記載の化合物。
- 前記R6が、OHおよびC1-6アルキルから選択した1つ以上の基で置換したフェニルである請求項1または3に記載の化合物。
- 前記R6が、NHSO2NH2で置換したフェニルである請求項1または3に記載の化合物。
- 前記R1がメチルであり、前記R2が単一の窒素のヘテロ原子を含有する単環式の飽和ヘテロシクリルであり、ここで該窒素のヘテロ原子はアリールおよびSO2R1cから選択した基で置換される請求項1または3に記載の化合物。
- 前記R6が、NHR6c、NR6cR6d、NHSO2NH2、NHCOR6cおよびNHSO2R6cから選択した基で置換したピリジルである請求項1または3に記載の化合物。
- 前記R6が、ピラジニルまたはピリミジルである請求項1または3に記載の化合物。
- 前記R1cが、C1-6アルキルである請求項1、3及び5のいずれか一項に記載の化合物。
- 前記R1cが、C3-8シクロアルキルである請求項1、3及び5のいずれか一項に記載の化合物。
- 前記R1がメチルであり、前記R2が置換または非置換とし得るアリールC1-4アルキルで置換した単一の窒素のヘテロ原子を含有する単環式6員環の飽和ヘテロシクリルである、請求項1または3に記載の化合物。
- 以下の化合物群:
- 前記R1が、メチルおよびエチルから選択される請求項1に記載の化合物。
- 前記R2が、それぞれ置換または非置換とし得るアリール、ヘテロアリール、ヘテロシクリルおよびC3-10シクロアルキルから選択される請求項16に記載の化合物。
- 請求項1〜17のいずれか一項に記載の化合物を、1つ以上の薬学的に許容し得る賦形剤とともに備える医薬組成物。
- 1つ以上の追加の薬学的に活性な成分をさらに含む請求項18に記載の医薬組成物。
- 治療に用いるための請求項1〜17のいずれか一項に記載の化合物。
- 発症若しくは兆候がFAAH酵素の基質に関連付けられる疾患の治療若しくは予防のための薬剤の調製における、請求項1〜17のいずれか一項に記載の化合物の使用であって、i)前記R1がメチルであるとき、R2は4-クロロブチル、4-アジドブチルまたは4-イソチオシアナトブチルでなく、およびii)該化合物が(4-フェニル-1H-イミダゾール-1-イル)(4-(キノリン-2-イルメチル)ピペラジン-1-イル)メタノンではない、使用。
- 前記疾患が内因性カンナビノイドシステムに関連する疾患である、請求項21に記載の使用。
- 前記疾患が、食欲調節、肥満、代謝異常、悪液質、拒食症、痛み、炎症、神経毒性、神経外傷、発作、多発性硬化症、脊髄損傷、パーキンソン病、レボドパ誘導運動障害、ハンチントン病、ジル・ドゥ・ラ・トゥレット症候、遅発性ジスキネジー、筋失調症、筋萎縮性側索硬化症、アルツハイマー病、てんかん、統合失調症、不安神経症、うつ病、不眠症、吐き気、嘔吐、アルコール障害、薬物中毒、高血圧、循環性ショック、心筋再かん流傷害、アテローム性動脈硬化症、ぜんそく、緑内障、網膜症、がん、炎症性大腸炎、急性慢性肝疾患、関節炎、並びに骨粗しょう症から選択される、請求項22に記載の使用。
Applications Claiming Priority (11)
Application Number | Priority Date | Filing Date | Title |
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US14064008P | 2008-12-24 | 2008-12-24 | |
US61/140,640 | 2008-12-24 | ||
US15928109P | 2009-03-11 | 2009-03-11 | |
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MX2011006643A (es) | 2011-07-29 |
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SG172301A1 (en) | 2011-07-28 |
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JP2015071622A (ja) | 2015-04-16 |
CN102333568B (zh) | 2016-01-20 |
RU2553451C2 (ru) | 2015-06-20 |
US20120065191A1 (en) | 2012-03-15 |
WO2010074588A2 (en) | 2010-07-01 |
KR20110130388A (ko) | 2011-12-05 |
JP2012513990A (ja) | 2012-06-21 |
CN105399731A (zh) | 2016-03-16 |
US9353082B2 (en) | 2016-05-31 |
TWI469979B (zh) | 2015-01-21 |
BRPI0923819A2 (pt) | 2019-11-19 |
AR075111A1 (es) | 2011-03-09 |
CA2747784C (en) | 2018-07-31 |
WO2010074588A3 (en) | 2011-05-19 |
ZA201104336B (en) | 2016-10-26 |
BR122013027950A2 (pt) | 2019-12-10 |
NZ593418A (en) | 2013-10-25 |
KR101715190B1 (ko) | 2017-03-10 |
CN102333568A (zh) | 2012-01-25 |
WO2010074588A8 (en) | 2011-10-06 |
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