Encenicline hydrochloride monohydrate | 1350343-61-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻吩类
• 英文名称: Encenicline hydrochloride monohydrate
• 英文别名: N-[(3R)-1-azabicyclo[2.2.2]octan-3-yl]-7-chloro-1-benzothiophene-2-carboxamide;hydrate;hydrochloride
• CAS: 1350343-61-1
• 化学式: C16H20Cl2N2O2S
• 分子量: 375.3
• InChiKey: OYFJBYJMAHEUQV-GXKRWWSZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.98
• 重原子数：
  23
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  61.6
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  、 、 (R)-7-氯-N-(奎宁环-3-基)苯并[b]噻吩-2-甲酰胺盐酸盐 、 、 水 、 、 以 仲丁醇 为溶剂， 以and (e) isolating crystalline (R)-7-chloro-N-(quinuclidin-3-yl)benzo[b]thiophene-2-carboxamide hydrochloride monohydrate的产率得到
  参考文献：
  名称：

  Crystalline Form of (R)-7-Chloro-N-(Quinuclidin-3-YL)benzo[B]thiophene-2-Carboxamide Hydrochloride Monohydrate

  摘要：

  本文描述了(R)-7-氯-N-(喹诺啉-3-基)苯并[b]噻吩-2-羧酰胺盐酸盐一水合物的晶体形式I和II以及它们的组合物、制备方法和治疗用途。

  公开号：

  US20160137638A1

文献信息

• [EN] PROCESS FOR THE PREPARATION OF ENCENICLINE FROM 7-CHLORO-BENZO[B]THIOPHENE-2-CARBOXYLIC ACID CHLORIDE AND (R)-QUINUCLIDIN-3-AMINE IN THE PRESENCE OF IMIDAZOLE<br/>[FR] PROCÉDÉ POUR LA PRÉPARATION D'ENCENICLINE À PARTIR DE CHLORURE D'ACIDE 7-CHLORO-BENZO[B]THIOPHÈNE-2-CARBOXYLIQUE ET DE (R)-QUINUCLIDIN-3-AMINE EN PRÉSENCE D'IMIDAZOLE
  申请人：SANDOZ AG

  公开号：WO2017060287A1

  公开（公告）日：2017-04-13

  The present invention relates to a process for the preparation of an amide from a carboxylic acid chloride and an organic molecule comprising both a primary amine group and a tertiary amine group, wherein the nitrogen atom of the tertiary amine group is comprised in a non-aromatic heterocycle and wherein the amide bond forms selectively with the primary amine group, comprising the step of reacting the carboxylic acid chloride with an organic molecule comprising both the primary amine group and the tertiary amine group, in the presence of imidazole. This is particularly useful in the preparation of amides from quinuclidin-3-amine, such as for the preparation of encenicline ((R) -7-chloro-N-(quinuclidin-3-yl)benzo[b]thiophene-2-carboxamide) from 7-chloro-benzo[b]thiophene-2-carboxylic acid chloride and (R)- quinuclidin-3-amine in the presence of imidazole. Encenicline is a nicotinic acetylcholine receptor agonist useful as a neuromodulator for the treatment of e.g. cognitive impairment, schizophrenia and Alzheimer's disease.

  本发明涉及一种从羧酸氯化物和同时含有一次胺基和三次胺基的有机分子制备酰胺的方法，其中三次胺基的氮原子包含在非芳香杂环中，且酰胺键选择性地与一次胺基形成，包括以下步骤：在咪唑存在下，将羧酸氯化物与同时含有一次胺基和三次胺基的有机分子反应。这在从喹诺啡-3-胺制备酰胺方面特别有用，例如从7-氯苯并[b]噻吩-2-羧酸氯化物和(R)-喹诺啡-3-胺在咪唑存在下制备encenicline ((R)-7-氯-N-(喹诺啡-3-基)苯并[b]噻吩-2-羧胺)。Encenicline是一种尼古丁乙酰胆碱受体激动剂，可作为神经调节剂用于治疗认知障碍、精神分裂症和阿尔茨海默病等疾病。
• Crystalline Form of (R)-7-Chloro-N-(Quinuclidin-3-yl)benzo[B]thiophene-2-Carboxamide Hydrochloride Monohydrate
  申请人：Oliver-Shaffer Patricia

  公开号：US20130183380A1

  公开（公告）日：2013-07-18

  Crystalline Forms I and II of (R)-7-chloro-N-(quinuclidin-3-yl)benzo[b]thiophene-2-carboxamide hydrochloride monohydrate and compositions, methods of manufacture and therapeutic uses thereof are described.

  本文描述了(R)-7-氯-N-(喹硫啶-3-基)苯并[b]噻吩-2-羧酰胺盐酸盐一水合物的晶体形态I和II，以及其组合物、制备方法和治疗用途。
• Crystalline form of (R)-7-chloro-N-(quinuclidin-3-yl)benzo[b]thiophene-2-carboxamide hydrochloride monohydrate
  申请人：Oliver-Shaffer Patricia

  公开号：US08710227B2

  公开（公告）日：2014-04-29

  Crystalline Forms I and II of (R)-7-chloro-N-(quinuclidin-3-yl)benzo[b]thiophene-2-carboxamide hydrochloride monohydrate and compositions, methods of manufacture and therapeutic uses thereof are described.

  本文描述了(R)-7-氯-N-(喹诺啉-3-基)苯并噻吩-2-羧酰胺盐酸盐一水合物的结晶形式I和II以及它们的组成、制造方法和治疗用途。
• Crystalline form of (R)-7-chloro-N-(quinuclidin-3-yl)benzo[b]thiophene-2-carboxamide hydrochloride
  申请人：EnVivo Pharmaceuticals, Inc.

  公开号：US09108961B2

  公开（公告）日：2015-08-18

  Crystalline Forms I and II of (R)-7-chloro-N-(quinuclidin-3-yl)benzo[b]thiophene-2-carboxamide hydrochloride monohydrate and compositions, methods of manufacture and therapeutic uses thereof are described.

  本文描述了(R)-7-氯-N-(喹诺啉-3-基)苯并[b]噻吩-2-羧酰胺盐酸盐一水合物的结晶形式I和II，以及其组合物、制备方法和治疗用途。
• Crystalline Form of (R)-7-Chloro-N-(Quinuclidin-3-YL)benzo[B]thiophene-2-Carboxamide Hydrochloride Monohydrate
  申请人：ENVIVO PHARMACEUTICALS, INC.

  公开号：US20140249179A1

  公开（公告）日：2014-09-04

  Crystalline Forms I and II of (R)-7-chloro-N-(quinuclidin-3-yl)benzo[b]thiophene-2-carboxamide hydrochloride monohydrate and compositions, methods of manufacture and therapeutic uses thereof are described.

  描述了(R)-7-氯-N-(喹诺啉-3-基)苯并[b]噻吩-2-羧酰胺盐酸盐一水合物的结晶形式I和II，以及它们的组合物、制造方法和治疗用途。