2,3-dihydro-N-(tetrahydro-1H-pyrrolizin-7a(5H)-ylmethyl)-1H-indole-1-carboxamide

• 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-dihydro-N-(tetrahydro-1H-pyrrolizin-7a(5H)-ylmethyl)-1H-indole-1-carboxamide
• 英文别名: N-(1,2,3,5,6,7-hexahydropyrrolizin-8-ylmethyl)-2,3-dihydroindole-1-carboxamide
• 化学式: C₁₇H₂₃N₃O
• 分子量: 285.389
• InChiKey: QTPKLIIECRAAOX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  35.6
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  (六氢-1H-吡咯里嗪-7A-基)甲胺 、 indoline N-trichloromethylcarbamate 以 甲苯 为溶剂， 生成 2,3-dihydro-N-(tetrahydro-1H-pyrrolizin-7a(5H)-ylmethyl)-1H-indole-1-carboxamide
  参考文献：
  名称：

  Meso-azacyclic aromatic acid amides and esters as novel serotonergic

  摘要：

  本发明中的中环氮杂芳酸酰胺和酯在治疗中枢神经系统和胃肠动力障碍（如胃食管反流、非溃疡性消化不良、胃排空延迟、肠梗阻、肠易激综合征等）方面有用。此外，本发明中的化合物可用作血清素5-HT.sub.3受体拮抗剂。因此，它们在拮抗5-HT.sub.3受体有益的人类和动物的治疗中有用。治疗适用于但不限于焦虑、精神病、抑郁症（尤其是伴有焦虑的抑郁症）、认知障碍、物质滥用依赖和/或戒断、肠易激综合征、化疗药物引起的呕吐和内脏疼痛。此外，本发明中的化合物可能作为生物活性化合物鼻吸收的增强剂有用。

  公开号：

  US05612366A1

文献信息

• New meso-azacyclic aromatic acid amides and esters as novel serotonergic
  申请人：G. D. Searle & Co.

  公开号：US05318977A1

  公开（公告）日：1994-06-07

  The meso-azacyclic aromatic acid amides and esters of the present invention are useful in the treatment of the central nervous system and gastrointestinal motility disorders such as gastroesophageal reflux, non-ulcer dyspepsia, delayed gastric emptying, ileus, irritable bowel syndrome, and the like. Additionally, the compounds of the present invention find utility as antagonists of serotonin 5-HT.sub.3 receptors. As such they are useful for the treatment of humans and animals wherein antagonism of 5-HT.sub.3 receptors is beneficial. Therapy is indicated for, but not limited to, the treatment of anxiety, psychoses, depression (especially depression accompanied by anxiety), cognitive disorders, substance abuse dependence and/or withdrawal, irritable bowel syndrome, emesis caused by chemotherapeutic agents, and visceral pain. Additionally, the compounds of the present invention may find utility as enhancers of nasal absorption of bioactive compounds.

  本发明的中间-氮杂环芳香酸酰胺和酯在治疗中枢神经系统和胃肠动力障碍方面非常有用，例如胃食管反流、非溃疡性消化不良、胃排空延迟、肠梗阻、肠易激综合征等。此外，本发明的化合物也可用作5-HT.sub.3受体拮抗剂，因此它们可用于治疗对5-HT.sub.3受体拮抗有益的人类和动物。治疗适用于但不限于焦虑、精神病、抑郁症（尤其是伴有焦虑的抑郁症）、认知障碍、物质滥用依赖和/或戒断、肠易激综合征、化疗药物引起的呕吐和内脏疼痛。此外，本发明的化合物还可以作为生物活性化合物鼻吸收增强剂。
• New meso-azacyclic aromatic acid amides and esters as novel serotonergic agents
  申请人：G.D. Searle & Co.

  公开号：EP0504680A1

  公开（公告）日：1992-09-23

  The meso-azacyclic aromatic acid amides and esters of formula where Ar represents a radical of the formula: X is NH od O; and Z represents a radical of the formula: are useful in the treatment of the central nervous system and gastrointestinal motility disorders such as gastroesophageal reflux, non-ulcer dyspepsia, delayed gastric emptying, ileus, irritable bowel syndrom, and the like. Additionally, the compounds of the present invention find utility as antagonists of serotonin 5-HT₃ receptors. As such they are useful for the treatment of humans and animals wherein antagonism of 5-HT₃ reseptors is beneficial. Therapy is indicated for, but not limited to, the treatment of anxiety, psychoses, depression (especially depression accompanied by anxiety), cognitive disorders, substance abuse dependence and/or withdrawal, irritable bowel syndrome, emesis caused by chemotherapeutic agents, and visceral pain. Additionally, the compounds of the present invention may find utility as enhancers of nasal absorption of bioactive compounds.

  式中的中氮杂环芳香族酸酰胺和酯 其中 Ar 代表式中的一个基团： X 是 NH od O；以及 Z 代表式中的一个基团： 本发明化合物可用于治疗中枢神经系统和胃肠道运动障碍，如胃食管反流、非溃疡性消化不良、胃排空延迟、回肠炎、肠易激综合征等。此外，本发明的化合物还可用作血清素 5-HT₃ 受体的拮抗剂。因此，它们可用于治疗5-HT₃受体拮抗剂有益的人类和动物。治疗适用于但不限于焦虑症、精神病、抑郁症（尤其是伴有焦虑的抑郁症）、认知障碍、药物滥用依赖和/或戒断、肠易激综合征、化疗药物引起的呕吐以及内脏疼痛的治疗。此外，本发明的化合物还可用作生物活性化合物的鼻腔吸收促进剂。
• NEW MESO-AZACYCLIC AROMATIC ACID AMIDES AND ESTERS AS NOVEL SEROTONERGIC AGENTS
  申请人：G.D. SEARLE & CO.

  公开号：EP0528026A1

  公开（公告）日：1993-02-24
• US5318977A
  申请人：——

  公开号：US5318977A

  公开（公告）日：1994-06-07
• US5516782A
  申请人：——

  公开号：US5516782A

  公开（公告）日：1996-05-14