(4E)-4-(7'-benzoyl-4',4'-dimethyl-1',3',4',5'-tetrahydro-2H-1',5'-benzodiazepin-2'-ylidene)-2,5,5-trimethyldihydrothiophen-3(2H)-one

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (4E)-4-(7'-benzoyl-4',4'-dimethyl-1',3',4',5'-tetrahydro-2H-1',5'-benzodiazepin-2'-ylidene)-2,5,5-trimethyldihydrothiophen-3(2H)-one
• 英文别名: (4E)-4-(7-benzoyl-4,4-dimethyl-3,5-dihydro-1H-1,5-benzodiazepin-2-ylidene)-2,5,5-trimethylthiolan-3-one
• 化学式: C₂₅H₂₈N₂O₂S
• 分子量: 420.576
• InChiKey: YQHHAEYDXGOJJO-QZQOTICOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  30
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  83.5
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2,6-二甲基-2,5-庚二烯-4-酮 、 3,4-二氨基二苯甲酮 、 硫代乳酸 以 甲苯 为溶剂， 反应 7.0h， 以28%的产率得到(4E)-4-(7'-benzoyl-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

• One Pot Synthesis of Aryldiazepinothiophenones
  作者：Minothora Pozarentzi、Julia Stephanidou-Stephanatou、Constantinos A. Tsoleridis

  DOI：10.1081/scc-120023426

  日期：2003.9

  Aryldiazepinothiophenones 2 were prepared from the reaction of o-phenylenediamines with acetone in the presence of 2-mercaptopropionic acid. Fused thiazolobenzodiazepines 3 along with fused thiazolobenzimidazoles 4 and 1,5-benzodiazepines 5 were obtained as by-products. The benzodiazepinothiophenone 2a and the benzodiazepine 5a were also isolated from the reaction of o-phenylenediamine with phorone.
• 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.