JP2004518747A - ドーパミンｄ２受容体及びセロトニン再取り込み部位に対する高い親和性を有する８−｛４−［３−（５−フルオロー１ｈ−インドール−３−イル）−プロピル］−ピペラジン−１−イル｝−２−メチル−４ｈ−ベンゾ［１，４］オキサジン−３−オンメシラート - Google Patents

ドーパミンｄ２受容体及びセロトニン再取り込み部位に対する高い親和性を有する８−｛４−［３−（５−フルオロー１ｈ−インドール−３−イル）−プロピル］−ピペラジン−１−イル｝−２−メチル−４ｈ−ベンゾ［１，４］オキサジン−３−オンメシラート Download PDF

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JP2004518747A
JP2004518747A JP2002565987A JP2002565987A JP2004518747A JP 2004518747 A JP2004518747 A JP 2004518747A JP 2002565987 A JP2002565987 A JP 2002565987A JP 2002565987 A JP2002565987 A JP 2002565987A JP 2004518747 A JP2004518747 A JP 2004518747A
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mesylate
dopamine
serotonin reuptake
receptor
oxazin
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バツカー，コルネリス
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    • C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
    • C07D413/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing three or more hetero rings
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    • C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
    • C07D413/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
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    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
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Abstract

本発明は、式（Ｉ）のフェニルピペラジン誘導体の新規なメシラートに関する。この塩は、この化合物の遊離塩基と比較した場合に好ましい性質を有する。

Description

【技術分野】
【０００１】
本発明は式（Ｉ）：
【０００２】
【化１】
Figure 2004518747
【０００３】
の新規なフェニルピペラジン誘導体に関する。
【背景技術】
【０００４】
まだ公開されていない特許出願明細書（特許文献１参照。）は、一群の新規なフェニルピペラジンに関する。この群の化合物は、ドーパミンＤ２受容体及びセロトニン再取り込み部位の両方に対する高い親和性を示す。この組み合わせは、全ての病徴（例えば、陽性症状及び陰性症状）のいっそう完全な処置を可能する統合失調症（ｓｃｈｉｚｏｐｈｒｅｎｉａ）及び他の精神病性障害の処置に有用である。
【０００５】
これらの化合物は、マウスにおいてアポモルフィンで誘発されるクライミング行動を潜在的に中和するので、ドーパミンＤ２受容体でのアンタゴニストとしての活性を示す。これらの化合物はまた、マウスにおいて５−ＨＴＰで誘発される行動を増強するので、セロトニン再取り込みのインヒビターとしての活性も示す。
【０００６】
これらの化合物は、臨床的に関連する抗精神病薬（ａｎｔｉｐｓｙｃｈｏｔｉｃｓ）（例えば、条件回避反応（ｃｏｎｄｉｔｉｏｎｅｄ ａｖｏｉｄａｎｃｅ ｒｅｓｐｏｎｓｅ）；（非特許文献１参照。）及び抗うつ薬もしくは抗不安薬（例えば、ストレスで誘発される発声の抑制（ｓｔｒｅｓｓ−ｉｎｄｕｃｅｄ ｖｏｃａｌｉｚａｔｉｏｎ）；（非特許文献２参照。）に感受性の治療モデルにおいて有効である。
【０００７】
臨床的に関連するドーパミンＤ２受容体アンタゴニストと異なり、記述する化合物は、げっ歯類においてカタレプシー（ｃａｔａｌｅｐｓｙ）を誘発する傾向が低く、そしてそのようなものとして従来の抗精神病薬より少ない錐体外路副作用を誘発すると思われる。
【０００８】
これらの化合物に固有のセロトニン再取り込みの阻害活性は、抗うつ薬もしくは抗不安薬のいずれかに感受性の行動モデルにおいて認められる治療効果を引き起こすことができる。
【０００９】
これらの化合物は、ドーパミン作動性（ｄｏｐａｍｉｎｅｒｇｉｃ）もしくはセロトニン作動性（ｓｅｒｏｔｏｎｅｒｇｉｃ）の系のいずれかにおける障害により引き起こされる中枢神経系の障害もしくは疾患、例えば：攻撃、不安障害、自閉症、めまい、うつ病、認知もしくは記憶の障害、パーキンソン病、並びに特に統合失調症及び他の精神病性障害の処置に用いることができる。
【発明の開示】
【００１０】
今回、上記の式のメシラートが、遊離塩基（すなわち、ＥＰ ９９２０２７１０．２の化合物番号８９）と比較して特に好ましい性質を有することが見出された。
【００１１】
このメシラート化合物は、遊離塩基よりはるかによく水に可溶性であり、優れた生物学的利用能をもたらす。
【００１２】
該化合物はキラリティーの中心を有し；ラセミ混合物及び個々の鏡像異性体の両方とも本発明に帰属する。
【００１３】
該化合物は、液体及び固体担体物質のような補助物質を用いて適当な方法によって投与に適当な形態にすることができる。
【００１４】
化合物の遊離塩基は、ＥＰ ９９２０２７１０．２に記述されているように製造することができる。
【００１５】
遊離塩基は、塩形成のためのそれ自体既知である方法に従ってメシラートに転化することができる。
【００１６】
本発明を以下の実施例によって例示する。
【実施例】
【００１７】
ＥＰ ９９２０２７１０．２（化合物番号８９）に記述されているようにして得ることができる２．０ｇ（４．７ｍｍｏｌ）の遊離塩基を４０ｍｌのメタノールに懸濁する。懸濁液を６０℃に温め、そして１０ｍｌのメタノール中０．４５ｇ（４．７ｍｍｏｌ）のメタンスルホン酸の溶液を約２分の間に加える。清澄な溶液が得られる。６０℃で５分間攪拌した後、結晶化が始まる。溶液を６０分の間に２０℃にゆっくりと冷却し、そしてその温度で３０分間攪拌する。６０分の間に０℃にさらに冷却し、そして９０分間攪拌を実施する。濾過によって固体物質を単離し、５ｍｌのメタノールで洗浄し、そして減圧下で５０℃で一晩の間乾燥させる。収量２．１７ｇ（８８％）の白色に着色したメシラート。

Claims (3)

  1. 式
    Figure 2004518747
    の化合物。
  2. 有効成分として請求項１の化合物を含有することを特徴とする、ＣＮＳ疾患を処置するための製薬学的組成物。
  3. 請求項１において請求したとおりの化合物を用いることを特徴とする、ＣＮＳ疾患を処置する方法。
JP2002565987A 2001-02-21 2002-02-19 ドーパミンｄ２受容体及びセロトニン再取り込み部位に対する高い親和性を有する８−｛４−［３−（５−フルオロー１ｈ−インドール−３−イル）−プロピル］−ピペラジン−１−イル｝−２−メチル−４ｈ−ベンゾ［１，４］オキサジン−３−オンメシラート Expired - Fee Related JP4216072B2 (ja)

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PCT/EP2002/001795 WO2002066473A1 (en) 2001-02-21 2002-02-19 8’4-’3-(5-fluoro-1h-indol-3yl) propyl!-1-piperazynyl!-2-methyl-2h-1,4-benzoxazin -3 (4h)- one methanesulfonate with high affinity for the dopamine d 2 receptor and the serotonin reuptake site

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