2-[4-(2-甲基咪唑-1-基)-丁基]-异吲哚-1,3-二酮 | 101225-82-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 中文名称: 2-[4-(2-甲基咪唑-1-基)-丁基]-异吲哚-1,3-二酮
• 英文名称: 2-[4-(2-Methylimidazol-1-yl)butyl]isoindole-1,3-dione
• CAS: 101225-82-5
• 化学式: C₁₆H₁₇N₃O₂
• 分子量: 283.33
• InChiKey: HBOLCZCYTUXOSC-UHFFFAOYSA-N

物化性质

• 熔点：
  120-122 °C(Solv: ethyl acetate (141-78-6))
• 沸点：
  486.1±28.0 °C(Predicted)
• 密度：
  1.26±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  55.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-甲基咪唑 、 N-(4-溴丁基)邻苯二甲酰亚胺 在 sodium hydride 作用下， 生成 2-[4-(2-甲基咪唑-1-基)-丁基]-异吲哚-1,3-二酮
  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

• PRESS J. B.; WRIGHT W. B., JR.; CHAN P. S.; MARSICO J. W.; HAUG M. F.; TA+, J. MED. CHEM., 29,(1986) N 5, 816-819
  作者：PRESS J. B.、 WRIGHT W. B., JR.、 CHAN P. S.、 MARSICO J. W.、 HAUG M. F.、 TA+

  DOI：——

  日期：——
• 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
  作者：Jeffery B. Press、William B. Wright、Peter S. Chan、Joseph W. Marsico、Margie F. Haug、Jess Tauber、Andrew S. Tomcufcik

  DOI：10.1021/jm00155a036

  日期：1986.5

  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.