9H-吡啶并[2,3-b]吲哚-3-羧酸,4-(丁基氨基)-2,9-二甲基-,甲基酯 | 113771-82-7

• 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
• 中文名称: 9H-吡啶并[2,3-b]吲哚-3-羧酸,4-(丁基氨基)-2,9-二甲基-,甲基酯
• 英文名称: methyl 4-butylamino-2,9-dimethyl-9H-pyrido<2,3-b>indole-3-carboxylate
• 英文别名: 4-n-butylamino-2,9-dimethyl-9H-pyrido[2,3-b]indole-3-carboxylic acid, methyl ester；4-n-butylamino-2,9-dimethyl-9H-pyrido[2,3-b]indole-3-carboxylic acid,methyl ester；Methyl 4-(butylamino)-2,9-dimethylpyrido[2,3-b]indole-3-carboxylate
• CAS: 113771-82-7
• 化学式: C₁₉H₂₃N₃O₂
• 分子量: 325.411
• InChiKey: YEYJJCIJSYRRFS-UHFFFAOYSA-N

物化性质

• 沸点：
  423.1±45.0 °C(Predicted)
• 密度：
  1.19±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  56.2
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-氨基吲哚-3-羧酸甲酯 在 sodium methylate 、 sodium hydride 、 对甲苯磺酸 、 三氯氧磷 作用下， 反应 14.5h， 生成 9H-吡啶并[2,3-b]吲哚-3-羧酸,4-(丁基氨基)-2,9-二甲基-,甲基酯
  参考文献：
  名称：

  Forbes, Ian T.; Johnson, Christopher N.; Thompson, Mervyn, Journal of the Chemical Society. Perkin transactions I, 1992, # 2, p. 275 - 282

  摘要：

  DOI：

文献信息

• 9H-pyrido[2,B-8]indole-3-carboxylic acid ester compounds having useful
  申请人：Beecham Group p.l.c.

  公开号：US04952584A1

  公开（公告）日：1990-08-28

  A compound of formula (I) or a pharmaceutically acceptable salt thereof: ##STR1## wherein: R.sub.1 is hydrogen, C.sub.1-6 alkyl, phenyl or phenyl C.sub.1-4 alkyl wherein the phenyl moiety is optionally substituted by one or more C.sub.1-6 alkyl, C.sub.1-6 alkoxy, C.sub.1-6 alkylthio, hydroxy, C.sub.2-7 alkanoyl, halo, trifluoromethyl, nitro, amino optionally substituted by one or two C.sub.1-6 alkyl groups or by C.sub.2-7 alkanoyl, cyano, carbamoyl or carboxy groups; R.sub.2, R.sub.3 and R.sub.4 are independently selected from hydrogen, C.sub.1-6 alkyl, C.sub.1-6 alkoxy, C.sub.1-6 alkoxycarbonyl, C.sub.1-6 alkylthio, hydroxy, C.sub.2-7 alkanoyl, chloro, fluoro, trifluoromethyl, nitro, amino optionally substituted by one or two C.sub.1-6 alkyl groups or by C.sub.2-7 alkanoyl, cyano, carbamoyl and carboxy, and phenyl, phenyl C.sub.1-4 alkyl or phenyl C.sub.1-4 alkoxy in which any phenyl moiety is optionally substituted by any of these groups; R.sub.5 and R.sub.6 are independently selected from hydrogen, C.sub.1-6 alkyl, C.sub.3-7 cycloalkyl, C.sub.3-7 cycloalkyl-C.sub.1-4 alkyl, C.sub.2-6 alkenyl, C.sub.1-7 alkanoyl, C.sub.1-6 alkylsulphonyl, di-(C.sub.1-6 alkyl)amino C.sub.1-6 alkyl, 3-oxobutyl, 3-hydroxybutyl, phenyl, phenyl C.sub.1-4 alkyl, benzoyl, phenyl C.sub.2-7 alkanoyl or benzenesulphonyl any of which phenyl moieties are optionally substituted by one or two halogen, C.sub.1-6 alkyl, C.sub.1-6 alkoxy, CF.sub.3, amino or carboxy, or R.sub.5 and R.sub.6 together are C.sub.2-6 polymethylene optionally interrupted by oxygen or NR.sub.9 wherein R.sub.9 is hydrogen or C.sub.1-6 alkyl optionally substituted by hydroxy; R.sub.7 is hydrogen, C.sub.1-6 alkyl, C.sub.3-6 cycloalkyl, C.sub.3-6 cycloalkyl-C.sub.1-4 alkyl, C.sub.2-6 alkenyl or C.sub.2-6 alkynyl; and --CO.sub.2 R.sub.8 is a pharmaceutically acceptable ester group, processes for its preparation and its use for the treatment or prophylaxis of anxiety or depression.

  化合物的结构式（I）或其药学上可接受的盐：##STR1##其中：R.sub.1为氢，C.sub.1-6烷基，苯基或苯基C.sub.1-4烷基，其中苯基可以选择性地由一个或多个C.sub.1-6烷基，C.sub.1-6烷氧基，C.sub.1-6烷基硫基，羟基，C.sub.2-7烷酰基，卤素，三氟甲基，硝基，氨基（可以选择性地由一个或两个C.sub.1-6烷基或C.sub.2-7烷酰基取代），氰基，氨基甲酰基或羧基基团取代；R.sub.2，R.sub.3和R.sub.4分别选择自氢，C.sub.1-6烷基，C.sub.1-6烷氧基，C.sub.1-6烷氧羰基，C.sub.1-6烷基硫基，羟基，C.sub.2-7烷酰基，氯，氟，三氟甲基，硝基，氨基（可以选择性地由一个或两个C.sub.1-6烷基或C.sub.2-7烷酰基取代），氰基，氨基甲酰基和羧基，以及苯基，苯基C.sub.1-4烷基或苯基C.sub.1-4烷氧基，其中任何苯基可以选择性地由这些基团之一取代；R.sub.5和R.sub.6分别选择自氢，C.sub.1-6烷基，C.sub.3-7环烷基，C.sub.3-7环烷基-C.sub.1-4烷基，C.sub.2-6烯基，C.sub.1-7烷酰基，C.sub.1-6烷基磺基，二（C.sub.1-6烷基）氨基C.sub.1-6烷基，3-氧代丁基，3-羟基丁基，苯基，苯基C.sub.1-4烷基，苯甲酰基，苯基C.sub.2-7烷酰基或苯磺酰基，其中任何苯基可以选择性地由一个或两个卤素，C.sub.1-6烷基，C.sub.1-6烷氧基，CF.sub.3，氨基或羧基取代，或R.sub.5和R.sub.6一起为C.sub.2-6聚亚甲基，可以选择性地由氧或NR.sub.9中断，其中R.sub.9为氢或C.sub.1-6烷基，可以选择性地由羟基取代；R.sub.7为氢，C.sub.1-6烷基，C.sub.3-6环烷基，C.sub.3-6环烷基-C.sub.1-4烷基，C.sub.2-6烯基或C.sub.2-6炔基；和--CO.sub.2R.sub.8为药学上可接受的酯基，其制备方法及其用于治疗或预防焦虑或抑郁症。
• Forbes, Ian T.; Johnson, Christopher N.; Thompson, Mervyn, Journal of the Chemical Society. Perkin transactions I, 1992, # 2, p. 275 - 282
  作者：Forbes, Ian T.、Johnson, Christopher N.、Thompson, Mervyn

  DOI：——

  日期：——