trimethyl-2,3,5 dihydro-2,5 benzo-b (1H) azepine | 31486-06-3

• 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: trimethyl-2,3,5 dihydro-2,5 benzo-b (1H) azepine
• 英文别名: 2,3,5-trimethyl-2,5-dihydro-1H-1-benzazepine；2,3,5-trimethyl-2,5-dihydro-1H-benzo[b]azepine
• CAS: 31486-06-3
• 化学式: C₁₃H₁₇N
• 分子量: 187.285
• InChiKey: GZUUENFLSBBSNK-UHFFFAOYSA-N

物化性质

• 沸点：
  274.5±30.0 °C(Predicted)
• 密度：
  0.930±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  12
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  trimethyl-2,3,5 dihydro-2,5 benzo-b (1H) azepine 在 lithium aluminium tetrahydride 、 三氯化铝 、 溶剂黄146 作用下， 以 乙醚 、 苯 为溶剂， 反应 3.08h， 生成 1-<2-(N-phenylaminocarbonylamino)ethyl>-2,3,5-trimethyl-2,5-dihydro-<1H>-1-benzazepine
  参考文献：
  名称：

  1-Benzazepine derivatives acting as ATP-dependent potassium-channels antagonists

  摘要：

  In order to select between various pharmacological activities related to the 1-benzazepine nucleus, a set of 1-benzazepine derivatives bearing different N-1 or C-2 substituents were synthesized and tested in vitro as ATP-dependent Kf-channel antagonists on isolated guinea-pig trachea. Cumulative concentration curves to cromakalim were constructed in the absence or presence of the various compounds tested in comparison with glibenclamide. Products bearing N-1 substituents, especially (2-imidazolinyl)methyl showed a non-competitive antagonism towards ATP-dependent K+ channels.

  DOI：

  10.1016/0223-5234(96)88204-3

文献信息

• Oxidation of 2,3- and 2,5-dihydro-1H-1-benzazepines by hydride transfer to an iminium ion: Synthesis of 3H-1-benzazepines
  作者：B. Kharraz、P. Uriac、S. Sinbandhit、L. Toupet

  DOI：10.1016/0040-4020(96)00091-9

  日期：1996.3

  5-dihydro-1H-1-benzazepines the initial formation of 5H-1-benzazepines was observed, whose treatment in the presence of BF3 led to 3H-1-benzazepines. The same rearrangement could be performed with t-BuOK. The hydride transfer was demonstrated using a deuterium labelled substrate. Tertiary dihydro-1-benzazepines were also oxidized but underwent rearrangement to naphthylamine derivatives.

  通过将包括氢化物2转移到由杂环烯胺和BF 3生成的亚胺离子的氢化物2-2,3,5-二氢-1 H -1-苯并ze庚因的脱氢反应制备了一些3 H -1-苯并ze庚因。与2,5-二氢ħ -1-苯并吖庚因的5初步形成ħ观察-1-苯并吖庚因，在BF的存在下，其处理3导致3 ħ -1-苯并吖庚因。可以使用t-BuOK执行相同的重排。使用氘标记的底物证明了氢化物转移。叔二氢-1-苯并ze庚因也被氧化，但经过重排后变成萘胺衍生物。
• Uriac, Philippe; Bonnic, Jean; Huet, Jean, Journal of Chemical Research, Miniprint, 1984, # 5, p. 1441 - 1465
  作者：Uriac, Philippe、Bonnic, Jean、Huet, Jean

  DOI：——

  日期：——
• Electrochemical oxidation of 2,5-dihydro-1h-1-benzazepines : Synthesis of 5H-1-benzazepines
  作者：B. Kharraz、P. Uriac、L. Toupet、J.P. Hurvois、C. Moinet、A. Tallec

  DOI：10.1016/0040-4020(95)00536-h

  日期：1995.8

  Formation of 5H-1-benzazepines was observed after electrochemical oxidation of the title compounds in a flow cell at a graphite felt anode and in acetic buffer. In basic medium, coupling reaction also occurs leading to [2,5-dihydro-1H-1-benzazepin-1-yl]-5H-1-benzazepines. Oxidation mechanisms are discussed.
• Obtention de derives aryl butadieniques, ortho amines ou non, par coupure carbone-azote, en milieu basique fort
  作者：P. Uriac、J. Bonnic、J. Huet

  DOI：10.1016/s0040-4020(01)96752-3

  日期：1985.1
• URIAC, P.;BONNIC, J.;HUET, J., TETRAHEDRON, 1985, 41, N 21, 5051-5060
  作者：URIAC, P.、BONNIC, J.、HUET, J.

  DOI：——

  日期：——