3,5,5-trimethyl-2-(1-methyl-1H-benzimidazol-2-yl)tetrahydrothiophen-3-ol | 1190133-00-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: 3,5,5-trimethyl-2-(1-methyl-1H-benzimidazol-2-yl)tetrahydrothiophen-3-ol
• CAS: 1190133-00-6
• 化学式: C₁₅H₂₀N₂OS
• 分子量: 276.403
• InChiKey: CZGAFIUULASQLT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.28
• 重原子数：
  19.0
• 可旋转键数：
  1.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  38.05
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  巯基乙酸 、 丙酮 、 N-甲基-1,2-苯二胺 以 甲苯 为溶剂， 反应 6.0h， 以6%的产率得到1,2,2-trimethyl-4-(2-methylprop-1-en-1-yl)-2,3-dihydro-1H-1,5-benzodiazepine
  参考文献：
  名称：

  A combinatorial access to 1,5-benzodiazepine derivatives and their evaluation for aldose reductase inhibition

  摘要：

  Aryldiazepinothiophenones 4 were prepared from the reaction of o-phenylenediamines with acetone in the presence of 2-mercaptocarboxylic acids along with thiazolobenzodiazepines 6, thiazolobenzimidazoles 7 and 1,5-benzodiazepines 5, which were obtained as by-products. The benzodiazepinothiophenones 4a-d and the benzodiazepines 5a-d were also isolated from the reaction of o-phenylenediamines 1a-c with phorone. Structural assignments of the new compounds as well as complete assignment of H-1 and C-13 NMR signals were based on the analysis of their H-1 and C-13 NMR (1 D and 2D), IR, MS and elemental analysis data. Compounds 4 were evaluated for aldose reductase inhibition and also as antioxidants. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.06.080

文献信息

• A combinatorial access to 1,5-benzodiazepine derivatives and their evaluation for aldose reductase inhibition
  作者：Minodora Pozarentzi、Julia Stephanidou-Stephanatou、Constantinos A. Tsoleridis、Chariklia Zika、Vassilis Demopoulos

  DOI：10.1016/j.tet.2009.06.080

  日期：2009.9

  Aryldiazepinothiophenones 4 were prepared from the reaction of o-phenylenediamines with acetone in the presence of 2-mercaptocarboxylic acids along with thiazolobenzodiazepines 6, thiazolobenzimidazoles 7 and 1,5-benzodiazepines 5, which were obtained as by-products. The benzodiazepinothiophenones 4a-d and the benzodiazepines 5a-d were also isolated from the reaction of o-phenylenediamines 1a-c with phorone. Structural assignments of the new compounds as well as complete assignment of H-1 and C-13 NMR signals were based on the analysis of their H-1 and C-13 NMR (1 D and 2D), IR, MS and elemental analysis data. Compounds 4 were evaluated for aldose reductase inhibition and also as antioxidants. (C) 2009 Elsevier Ltd. All rights reserved.