2-methyl-3-(2,2-dimethyl-2-nitroethyl)-1H-indole | 72742-85-9

• 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-methyl-3-(2,2-dimethyl-2-nitroethyl)-1H-indole
• 英文别名: 2-methyl-3-(2-methyl-2-nitropropyl)-1H-indole
• CAS: 72742-85-9
• 化学式: C₁₃H₁₆N₂O₂
• 分子量: 232.282
• InChiKey: IROYUMAQVBSRTL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 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：

  2-methyl-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 2.5h， 生成 2-[2-hydroxy-3-[[2-(2-methyl-1H-indol-3-yl)-1,1-dimethylethyl]amino]propoxy]benzonitrile
  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：

  2-甲基-3-N,N-二甲氨基甲基吲哚 、 2-硝基丙烷 在 sodium hydroxide 作用下， 反应 18.0h， 以78%的产率得到2-methyl-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

• Catalytic Generation of Radicals from Nitroalkanes
  作者：Kohei Kosaka、Naoki Matsushita、Yoshiaki Nakao、Myuto Kashihara、Shunta Notsu、Ayumi Osawa

  DOI：10.1055/a-1942-0683

  日期：——

  A new protocol for the catalytic denitrative generation of radicals from nitroalkanes was disclosed. 9-Fluorenol acts as a single-electron transfer catalyst that reduces nitroalkanes to promote the C-NO2 bond cleavage, followed by the formation of alkyl radicals. The obtained radicals participate in diverse transformations such as hydrogenation, Giese addition, spirocyclization, and Minisci reactions

  公开了一种从硝基烷烃催化脱硝产生自由基的新方案。9-芴醇作为一种单电子转移催化剂，可还原硝基烷烃以促进 C-NO 2键断裂，然后形成烷基自由基。获得的自由基通过使用适当的捕获试剂参与多种转化，例如氢化、吉斯加成、螺环化和 Minisci 反应。本系统在成本、毒性和实验操作方面优于使用氢化锡的传统方法。
• 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：——
• KREIGHBAUM, W. E.;COMER, W. T.
  作者：KREIGHBAUM, W. E.、COMER, W. T.

  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