CN1639156A - 对多巴胺d2受体和5－羟色胺重摄取位点有高亲和力的 8′4－′3－(5－氟－1h－吲哚－3－基)丙基! －1－哌嗪基!－2－甲基－2h－1，4－苯并噁嗪－3（4h）－酮甲磺酸盐 - Google Patents

对多巴胺d2受体和5－羟色胺重摄取位点有高亲和力的 8′4－′3－(5－氟－1h－吲哚－3－基)丙基! －1－哌嗪基!－2－甲基－2h－1，4－苯并噁嗪－3（4h）－酮甲磺酸盐 Download PDF

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CN1639156A
CN1639156A CNA028029682A CN02802968A CN1639156A CN 1639156 A CN1639156 A CN 1639156A CN A028029682 A CNA028029682 A CN A028029682A CN 02802968 A CN02802968 A CN 02802968A CN 1639156 A CN1639156 A CN 1639156A
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dopamine
receptor
methyl
indol
piperazinyl
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C·巴克
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Abbott Products GmbH
Abbott Healthcare Products BV
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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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    • C07—ORGANIC CHEMISTRY
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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
    • C07D413/02—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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    • A—HUMAN NECESSITIES
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    • A—HUMAN NECESSITIES
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    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
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    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
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Abstract

本发明涉及式I的苯基哌嗪衍生物的新甲磺酸盐。该盐与该化合物的游离碱形式相比具有有益的性质。

Description

对多巴胺D2受体和5-羟色胺重摄取 位点有高亲和力的8‘4-‘3-(5-氟-1H-吲哚 -3-基)丙基！-1-哌嗪基！-2-甲基 -2H-1，4-苯并噁嗪-3(4H)-酮甲磺酸盐
本发明涉及式(I)的新颖苯基哌嗪衍生物：
Figure A0280296800031
专利申请号PCT/EP00/08090(尚未公布)涉及一群新颖苯基哌嗪衍生物。这群化合物对于多巴胺D2受体及5-羟色胺重摄取位置显示高亲和力。这样的组合对于治疗精神分裂症以及其他精神性疾病十分有用，能够更完全地治疗疾病所有征状(如阳性征状与阴性征状)。
此类化合物显示出多巴胺D2受体拮抗剂的活性，因为它们潜在性地抑制阿朴吗啡在小鼠身上所引发的攀爬行为。该化合物亦显示抑制5-羟色胺重摄取的活性，因为它们加强5-HTP在小鼠身上诱导的行为。
此类化合物在-些对临床上适用的抗精神病药(如条件式的回避反应；Van Der Heyden & Bradford，Behav.Brain Res.，1988，31：61-67)与抗抑郁剂或抗焦虑剂(如抑制压力所引起的发声；van derPoel等，Psychopharmacology，1989，97：147-148)敏感的治疗模型上有活性。
与临床上适用的抗多巴胺D2受体拮抗剂相比，此类化合物有较低的倾向去诱发在齿类动物身上的强直性昏厥，且这样就可能会比现存的抗精神病药剂诱发较少锥体外的副作用。
此类化合物所具有的对5-羟色胺重摄取的抑制活性可能是其在对于抗抑郁剂或抗焦虑剂敏感的行为模式中具有疗效的原因。
此类化合物可用来治疗因多巴胺能系统或5-羟色胺能系统被打乱所引起的中枢神经系统疾病或病变，例如攻击、焦虑症、孤独症、眩晕、抑郁、认知或记忆障碍、帕金森病及特别是精神分裂症与其他精神性疾病。
现在发现上式甲磺酸盐类与其游离碱相比(如EP 99202710.2之第89号化合物)，具特别佳的性质。
此甲磺酸盐化合物比其游离碱状态更易溶于水，因此有较好的生物利用率。
此化合物具有手性中心；其外消旋混合物和单个的对映异构体皆属于此发明之范畴。
此化合物可利用例如液体或是固体载体材料等辅助物质，经由适当的方法制成适合给药的形式。
此化合物的游离碱可以按EP 99202710.2中所提方法制备。
游离碱可以根据已知的盐类形成方法转换成甲磺酸盐类。
本发明可利用下列实施例来加以举例说明。
实施例
取2.0克(4.7毫摩尔)的游离碱(可由EP 99202710.2中所提方法制备)(第89号化合物)悬浮于40毫升的甲醇中。将此悬浮液加热至60℃，在约2分钟内加入0.45克(4.7毫摩尔)甲磺酸溶于10毫升甲醇中的溶液。可得一澄清溶液。在60℃下搅拌5分钟后开始结晶。将此溶液在60分钟内慢慢冷却至20℃，并在此温度下搅拌30分钟。进一步在60分钟内冷却到摄氏0度并搅拌90分钟。所得固体物质利用过滤方式加以分离，并以5毫升的甲醇冲洗并在减压、50℃干燥一晚。可得白色甲磺酸盐，产率为2.17克(88％)。

Claims (3)

1.下式化合物：
Figure A028029680002C1
2.治疗中枢神经系统疾病的药物组合物，其特征在于其含有权利要求1的化合物作为活性成份。
3.治疗中枢神经系统疾病的方法，其特征在于使用到权利要求1的化合物。
CNB028029682A 2001-02-21 2002-02-19 对多巴胺d2受体和5－羟色胺重摄取位点有高亲和力的8－{4－[3－(5－氟－1h－吲哚－3－基)丙基]－哌嗪－1－基}－2－甲基－4h－苯并[1,4]噁嗪－3－酮甲磺酸盐 Expired - Fee Related CN1284780C (zh)

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EP01200610 2001-02-21

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CN101262868B (zh) * 2005-09-12 2011-01-12 索尔瓦药物有限公司 包含哌嗪化合物的葡萄糖醛酸盐的持续释放制剂及其用途
CN101287730B (zh) * 2005-09-12 2012-03-07 索尔瓦药物有限公司 哌嗪化合物的葡萄糖醛酸盐

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