6-chloro-1,1,3-trimethyl-3H-thiazolo[3,4-a][1,3]benzimidazole | 633313-58-3

• 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: 6-chloro-1,1,3-trimethyl-3H-thiazolo[3,4-a][1,3]benzimidazole
• 英文别名: 6-chloro-1,1,3-trimethyl-3H-[1,3]thiazolo[3,4-a]benzimidazole
• CAS: 633313-58-3
• 化学式: C₁₂H₁₃ClN₂S
• 分子量: 252.768
• InChiKey: QJQZAWSVTJZKQL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  16
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  43.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  硫代乳酸 、 4-氯-1,2-苯二胺 、 丙酮 以 甲苯 为溶剂， 反应 6.0h， 以13%的产率得到(4E)-4-(7'-chloro-4',4'-dimethyl-1',3',4',5'-tetrahydro-2H-1',5'-benzodiazepin-2'-ylidene)-2,5,5-trimethyldihydrothiophen-3(2H)-one
  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.