4-(1H-imidazol-1-yl)-2-butanamine | 101225-98-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-(1H-imidazol-1-yl)-2-butanamine
• 英文别名: 4-imidazol-1-ylbutan-2-amine
• CAS: 101225-98-3
• 化学式: C₇H₁₃N₃
• 分子量: 139.2
• InChiKey: VYPUWSXXSGOTFW-UHFFFAOYSA-N

物化性质

• 沸点：
  289.3±23.0 °C(Predicted)
• 密度：
  1.08±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  10
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  43.8
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-溴代苯酐 、 4-(1H-imidazol-1-yl)-2-butanamine 反应 1.0h， 以38%的产率得到4-Bromo-2-(4-imidazol-1-ylbutan-2-yl)isoindole-1,3-dione
  参考文献：
  名称：

  Thromboxane synthetase inhibitors and antihypertensive agents. 2. N-[(1H-Imidazol-1-yl)alkyl]-1H-isoindole-1,3(2H)-diones and N-[(1H-1,2,4-triazol-1-yl)alkyl]-1H-isoindole-1,3(2H)-diones as unique antihypertensive agents

  摘要：

  A series of N-[(1H-heteroaryl)alkyl]-1H-isoindole-1,3(2H)-diones were prepared as part of a continuing investigation into the biological properties of compounds that were both thromboxane synthetase inhibitors and potential antihypertensive agents. The most active thromboxane synthetase inhibition was found for the title imidazole derivatives wherein a hexyl or octyl chain separated the heterocyclic ends of the molecule (5,6) or with substitution on the isoindole portion of the molecule (18, 19, 21, 22, 25, 26). Compounds with shorter alkyl chain separations had good antihypertensive effects (1-5, 8-10, 19-22, 27-30). Butyl derivative 3 was chosen for further evaluation as a potential antihypertensive agent with thromboxane synthetase inhibitory properties.

  DOI：

  10.1021/jm00155a036

文献信息

• N-[(1H-imidazol-1-yl)alkyl]benz[cd]-indol-2-amines and use in inhibiting
  申请人：American Cyanamid Company

  公开号：US04728663A1

  公开（公告）日：1988-03-01

  N-[(1H-imidazol-1-yl)alkyl]benz[cd]-indol-2 amines useful as inhibitors of thromboxane synthetase enzyme, hypotensive agents and cardioprotective agents are described.

  描述了作为血栓素合酶酶抑制剂、降压剂和心脏保护剂的N-[(1H-咪唑-1-基)烷基]苯[cd]-吲哚-2胺。
• Omega-((hetero)alkyl)benz(cd)-indol-2-amines
  申请人：American Cyanamid Company

  公开号：US05081131A1

  公开（公告）日：1992-01-14

  Omega-((hetero)alkyl)benz(cd)indol-2-amines useful in inhibition of thromboxane synthetase and in treatment of hypertension in warm-blooded animals are disclosed.

  本发明揭示了Omega-((hetero)烷基)苯并(cd)吲哚-2-胺，其在抑制血栓素合成酶和治疗温血动物的高血压方面具有用途。
• Substituted N-(omega-(1H-imidazol-1-yl)alkyl)) amides
  申请人：AMERICAN CYANAMID COMPANY

  公开号：EP0127727A2

  公开（公告）日：1984-12-12

  This disclosure describes novel N-[ω-(1H- imidazol-I-yl)alkyl]amides which possess the property of inhibiting the enzyme thromboxane synthetase.

  本公开介绍了具有抑制血栓素合成酶特性的新型 N-[ω-(1H-咪唑-I-基)烷基]酰胺。
• Omega-[(hetero)alkyl]benz[cd]indol-2-amines
  申请人：AMERICAN CYANAMID COMPANY

  公开号：EP0230035A2

  公开（公告）日：1987-07-29

  Omega-[(hetero)alkyl]benz[cd]indol-2-amines useful in inhibition of thromboxane synthetase and in treatment of hypertension in warm-blooded animals are disclosed.

  公开了可用于抑制血栓素合成酶和治疗温血动物高血压的ω-[（杂）烷基]苯并[cd]吲哚-2-胺。
• N1-Substituted benz(CD) indol-2-imine derivatives as cardiovascular agents
  申请人：AMERICAN CYANAMID COMPANY

  公开号：EP0446603A2

  公开（公告）日：1991-09-18

  N¹ substituted benz [cd] indol -2(1H)-imines useful as inhibitors of Thromboxane synthetase enzyme, hypertension and arrhythmia are described.

  描述了作为血栓素合成酶、高血压和心律失常抑制剂的 N¹ 取代苯 [cd] 吲哚-2(1H)-亚胺。