(3aR,12R,12aR,12bS)-12-amino-2,3,3a,4,11,12,12a,12b-octahydro-10-hydroxyisoquino<2,1,8-lma>carbazol-5(1H)-one hydrochloride | 133775-36-7

• 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
• 英文名称: (3aR,12R,12aR,12bS)-12-amino-2,3,3a,4,11,12,12a,12b-octahydro-10-hydroxyisoquino<2,1,8-lma>carbazol-5(1H)-one hydrochloride
• 英文别名: <3aR-(3aα,12α,12aα,12bα)>-12-amino-2,3,3a,4,11,12,12a,12b-octahydro-10-hydroxyisoquino<2,1,8-lma>carbazol-2(1H)-one hydrochloride；(10R,11R,15R,19S)-10-amino-6-hydroxy-1-azapentacyclo[9.6.2.02,7.08,18.015,19]nonadeca-2(7),3,5,8(18)-tetraen-17-one;hydron;chloride
• CAS: 133775-36-7
• 化学式: C₁₈H₂₀N₂O₂*ClH
• 分子量: 332.83
• InChiKey: MTSROZWZVOQAQW-PECACPRSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  23
• 可旋转键数：
  0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  68.2
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-acetoxy-2-phenylthiocyclohexane 在 palladium on activated charcoal 盐酸 、 sodium hydroxide 、 sodium periodate 、 氯化亚砜 、 sodium azide 、 氢气 、 sodium hydride 、 三乙胺 、 硝苯酚 、 calcium carbonate 作用下， 以 甲醇 、 乙醇 、 二氯甲烷 、 丙酮 、 甲苯 、 苯 为溶剂， 反应 68.0h， 生成 (3aR,12R,12aR,12bS)-12-amino-2,3,3a,4,11,12,12a,12b-octahydro-10-hydroxyisoquino<2,1,8-lma>carbazol-5(1H)-one hydrochloride
  参考文献：
  名称：

  Synthesis of an enantiomerically pure aminoisoquinocarbazole with antiarrhythmic activity via lipase-catalyzed enantioselective transesterification

  摘要：

  Enantiomerically pure (R)-2-cydohexen-1-ol 5 was prepared via lipase-catalyzed enantioselective transesterification of 2-substituted cyclohexanol, and stereospecifically converted to (-)-(2-cyclohexenyl)acetic acid 4. Enantiomerically pure aminoisoquinocarbazole 1 (RS-2135) was synthesized stereoselectively from 4, using an intramolecular Dids-Alder reaction and Curtius rearrangement. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0957-4166(96)00199-1

文献信息

• SODIUM CHANNEL BLOCKERS REDUCE GLUCAGON SECRETION
  申请人：Gilead Sciences, Inc.

  公开号：EP2758053A1

  公开（公告）日：2014-07-30
• [EN] SODIUM CHANNEL BLOCKERS REDUCE GLUCAGON SECRETION<br/>[FR] BLOQUEURS DES CANAUX SODIQUES RÉDUISANT LA SÉCRÉTION DE GLUCAGON
  申请人：GILEAD SCIENCES INC

  公开号：WO2013043925A1

  公开（公告）日：2013-03-28

  It is discovered that sodium-channel blockers inhibit the secretion of glucagon from pancreatic alpha cells. The present disclosure, based on such discoveries, provides compositions and methods for the treatment of hyperglycemia and related diseases and conditions with Na-channel blockers.
• Synthesis of an enantiomerically pure aminoisoquinocarbazole with antiarrhythmic activity via lipase-catalyzed enantioselective transesterification
  作者：Tetuya Fukazawa、Yasuo Shimoji、Toshihiko Hashimoto

  DOI：10.1016/0957-4166(96)00199-1

  日期：1996.6

  Enantiomerically pure (R)-2-cydohexen-1-ol 5 was prepared via lipase-catalyzed enantioselective transesterification of 2-substituted cyclohexanol, and stereospecifically converted to (-)-(2-cyclohexenyl)acetic acid 4. Enantiomerically pure aminoisoquinocarbazole 1 (RS-2135) was synthesized stereoselectively from 4, using an intramolecular Dids-Alder reaction and Curtius rearrangement. Copyright (C) 1996 Elsevier Science Ltd