2-[3-[2-[benzyloxycarbonyl-[4-(pyridin-3-yl)butyl]amino]ethyl]-2-(3,5-dimethylphenyl)-1H-indol-5-yl]-2-methylpropionic acid | 192643-88-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 2-[3-[2-[benzyloxycarbonyl-[4-(pyridin-3-yl)butyl]amino]ethyl]-2-(3,5-dimethylphenyl)-1H-indol-5-yl]-2-methylpropionic acid
• 英文别名: 2-[2-(3,5-dimethylphenyl)-3-[2-[phenylmethoxycarbonyl(4-pyridin-3-ylbutyl)amino]ethyl]-1H-indol-5-yl]-2-methylpropanoic acid
• CAS: 192643-88-2
• 化学式: C₃₉H₄₃N₃O₄
• 分子量: 617.788
• InChiKey: PXNMJMHWTBEELL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.1
• 重原子数：
  46
• 可旋转键数：
  14
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  95.5
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-[3-[2-[benzyloxycarbonyl-[4-(pyridin-3-yl)butyl]amino]ethyl]-2-(3,5-dimethylphenyl)-1H-indol-5-yl]-2-methylpropionic acid 在 palladium dihydroxide benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate 、 氢气 、 三乙胺 作用下， 以 二氯甲烷 、 乙二醇甲醚 为溶剂， 生成 2-{2-(3,5-Dimethyl-phenyl)-3-[2-(4-pyridin-3-yl-butylamino)-ethyl]-1H-indol-5-yl}-N,N-dimethyl-isobutyramide
  参考文献：
  名称：

  Potent nonpeptide GnRH receptor antagonists derived from substituted indole-5-carboxamides and -acetamides bearing a pyridine side-chain terminus

  摘要：

  A pyridine side-chain terminus has been incorporated into the indole-5-carboxamide and indole-5-acetamide series of GnRH antagonists. Potent activity was observed in binding and functional assays. Certain branched or cyclic tertiary amides were identified as preferred in each series. Alkylation of the side-chain secondary amine had generally unfavorable effects. Variations of the gem-dialkyl substituents in the indole-5-acetamide series were also investigated. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00275-x
• 作为产物：
  描述：

  2-[3-[2-[benzyloxycarbonyl-[4-(pyridin-3-yl)butyl]amino]ethyl]-2-(3,5-dimethylphenyl)-1H-indol-5-yl]-2-methylpropionic acid ethyl ester 在 氢氧化钾 作用下， 以 甲醇 为溶剂， 生成 2-[3-[2-[benzyloxycarbonyl-[4-(pyridin-3-yl)butyl]amino]ethyl]-2-(3,5-dimethylphenyl)-1H-indol-5-yl]-2-methylpropionic acid
  参考文献：
  名称：

  Potent nonpeptide GnRH receptor antagonists derived from substituted indole-5-carboxamides and -acetamides bearing a pyridine side-chain terminus

  摘要：

  A pyridine side-chain terminus has been incorporated into the indole-5-carboxamide and indole-5-acetamide series of GnRH antagonists. Potent activity was observed in binding and functional assays. Certain branched or cyclic tertiary amides were identified as preferred in each series. Alkylation of the side-chain secondary amine had generally unfavorable effects. Variations of the gem-dialkyl substituents in the indole-5-acetamide series were also investigated. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00275-x

文献信息

• Antagonists of gonadotropin releasing hormone
  申请人：Merck & Co., Inc.

  公开号：US06200957B1

  公开（公告）日：2001-03-13

  There are disclosed compounds of formula (I) and pharmaceutically acceptable salts thereof which are useful as antagonists of GnRH and as such may be useful for the treatment of a variety of sex-hormone related and other conditions in both men and women.

  公开了式（I）的化合物及其药用盐，这些化合物可作为GnRH拮抗剂，因此可能对男性和女性的各种性激素相关和其他疾病的治疗有用。
• [EN] ANTAGONISTS OF GONADOTROPIN RELEASING HORMONE<br/>[FR] ANTAGONISTES DE LA GONADOLIBERINE
  申请人：MERCK & CO INC

  公开号：WO2000004013A1

  公开（公告）日：2000-01-27

  The present invention relates to compounds of formula (I) which are non-peptide antagonists of GnRH which can be used to treat a variety of sex-hormone related conditions in men and women, to methods for their preparation, and to methods and pharmaceutical compositions containing said compounds for use in mammals.

  本发明涉及式(I)的化合物，它们是GnRH的非肽拮抗剂，可用于治疗男性和女性的各种与性激素相关的疾病，以及它们的制备方法和包含所述化合物的方法和制药组合物，用于哺乳动物。
• ANTAGONISTS OF GONADOTROPIN RELEASING HORMONE
  申请人：Merck & Co., Inc. (a New Jersey corp.)

  公开号：EP0873336A1

  公开（公告）日：1998-10-28
• US6200957B1
  申请人：——

  公开号：US6200957B1

  公开（公告）日：2001-03-13
• [EN] ANTAGONISTS OF GONADOTROPIN RELEASING HORMONE<br/>[FR] ANTAGONISTES DE L'HORMONE DE LIBERATION DE LA GONADOTROPINE
  申请人：MERCK & CO., INC.

  公开号：WO1997021704A1

  公开（公告）日：1997-06-19

  (EN) There are disclosed compounds of formula (I) and pharmaceutically acceptable salts thereof which are useful as antagonists of GnRH and as such may be useful for the treatment of a variety of sex-hormone related and other conditions in both men and women.(FR) L'invention concerne les composés présentant la formule (I) et des sels pharmaceutiquement acceptables de ces derniers qui peuvent être utilisés comme antagonistes de l'hormone de libération de la gonadotropine. De ce fait, ils permettent de traiter divers troubles associés aux hormones sexuelles tant chez l'homme que chez la femme.