5-bromo-3-(2,2-dimethyl-2-nitroethyl)-1H-indole | 837-87-6

• 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: 5-bromo-3-(2,2-dimethyl-2-nitroethyl)-1H-indole
• 英文别名: 5-Bromo-3-(2-methyl-2-nitropropyl)indole；5-bromo-3-(2-methyl-2-nitropropyl)-1H-indole
• CAS: 837-87-6
• 化学式: C₁₂H₁₃BrN₂O₂
• 分子量: 297.151
• InChiKey: NCJYHNBIFXMTLE-UHFFFAOYSA-N

物化性质

• 熔点：
  109.0-109.5 °C
• 沸点：
  452.9±35.0 °C(Predicted)
• 密度：
  1.510±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  61.6
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-bromo-3-(2,2-dimethyl-2-nitroethyl)-1H-indole 在 镍 、 一水合肼 作用下， 以 乙醇 为溶剂， 反应 2.0h， 以99%的产率得到1-(5-溴-1H-吲哚-3-基)-2-甲基丙烷-2-胺
  参考文献：
  名称：

  Antihypertensive indole derivatives of phenoxypropanolamines with .beta.-adrenergic receptor antagonist and vasodilating activity

  摘要：

  A series of 25 aryloxypropanolamines containing the 3-indolyl-tert-butyl [i.e., 1,1-dimethyl-2-(1H-indol-3-yl)ethyl] or substituted 3-indolyl-tert-butyl moiety as the N substituent is reported. These compounds have been tested for antihypertensive activity in spontaneously hypertensive rats (SHR), beta-adrenergic receptor antagonist action in conscious normotensive rats, vasodilating activity in ganglion-blocked rats with blood pressure maintained by angiotensin II infusion, and for intrinsic sympathomimetic action (ISA) in reserpinized rats. Some of the compounds exhibit antihypertensive activity in combination with beta adrenergic receptor antagonist and vasodilating action. The structure--activity relationships in these tests are discussed.

  DOI：

  10.1021/jm00177a015
• 作为产物：
  描述：

  5-溴芦竹碱 、 2-硝基丙烷 在 sodium hydroxide 作用下， 反应 18.0h， 以68%的产率得到5-bromo-3-(2,2-dimethyl-2-nitroethyl)-1H-indole
  参考文献：
  名称：

  Antihypertensive indole derivatives of phenoxypropanolamines with .beta.-adrenergic receptor antagonist and vasodilating activity

  摘要：

  A series of 25 aryloxypropanolamines containing the 3-indolyl-tert-butyl [i.e., 1,1-dimethyl-2-(1H-indol-3-yl)ethyl] or substituted 3-indolyl-tert-butyl moiety as the N substituent is reported. These compounds have been tested for antihypertensive activity in spontaneously hypertensive rats (SHR), beta-adrenergic receptor antagonist action in conscious normotensive rats, vasodilating activity in ganglion-blocked rats with blood pressure maintained by angiotensin II infusion, and for intrinsic sympathomimetic action (ISA) in reserpinized rats. Some of the compounds exhibit antihypertensive activity in combination with beta adrenergic receptor antagonist and vasodilating action. The structure--activity relationships in these tests are discussed.

  DOI：

  10.1021/jm00177a015

文献信息

• 3-Indolyl-tertiary butylaminopropanols
  申请人：Mead Johnson & Company

  公开号：US04234595A1

  公开（公告）日：1980-11-18

  1-Phenoxy-3-[(3-indolyl)-tert.-butyl]amino-2-propanols and related 1-aryloxy compounds are antihypertensive agents having vasodilator and adrenergic .beta.-receptor blocking action. Preferred compounds bear an ortho-substituent in the phenoxy group, and most preferably the cyano group.

  1-苯氧基-3-[(3-吲哚基)-叔丁基]氨基-2-丙醇及其相关的1-芳氧基化合物是一种抗高血压药物，具有血管扩张和肾上腺素β受体阻滞作用。首选化合物在苯氧基团上带有一个邻位取代基，最好是氰基。
• Heterocyclic substituted aryloxy 3-indolyl-tertiary butylaminopropanols
  申请人：Mead Johnson & Company

  公开号：US04495352A1

  公开（公告）日：1985-01-22

  1-Aryloxy-3-[(3-indolyl)-tert.-butyl]amino-2-propanols having a heterocyclic aryl-attached substituent or aryl-fused heterocyclic ring are antihypertensive agents having vasodilator and adrenergic .beta.-receptor blocking action.

  具有杂环芳基取代基或芳基融合杂环环的1-Aryloxy-3-[(3-indolyl)-tert.-butyl]amino-2-propanols是抗高血压药物，具有扩血管和肾上腺素能β-受体阻滞作用。
• KREIGHBAUM W. E.; MATIER W. L.; DENNIS R. D.; MINIELLI J. L.; DEITCHMAN D+, J. MED. CHEM., 1980, 23, NO 3, 285-289
  作者：KREIGHBAUM W. E.、 MATIER W. L.、 DENNIS R. D.、 MINIELLI J. L.、 DEITCHMAN D+

  DOI：——

  日期：——
• US4234595A
  申请人：——

  公开号：US4234595A

  公开（公告）日：1980-11-18
• US4314943A
  申请人：——

  公开号：US4314943A

  公开（公告）日：1982-02-09