3-Methyl-2,4-bis-methylsulfanyl-3H-benzo[b][1,4]diazepine | 868242-12-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯二氮卓类
• 英文名称: 3-Methyl-2,4-bis-methylsulfanyl-3H-benzo[b][1,4]diazepine
• 英文别名: 3-methyl-2,4-bis(methylsulfanyl)-3H-1,5-benzodiazepine
• CAS: 868242-12-0
• 化学式: C₁₂H₁₄N₂S₂
• 分子量: 250.389
• InChiKey: AGWGDPHNYVZVHT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.12
• 重原子数：
  16.0
• 可旋转键数：
  0.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  24.72
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  乙酰肼 、 3-Methyl-2,4-bis-methylsulfanyl-3H-benzo[b][1,4]diazepine 在 对甲苯磺酸 作用下， 以 various solvent(s) 为溶剂， 反应 2.0h， 以48%的产率得到9H-Bis[1,2,4]triazolo[3,4-d:4',3'-a][1,5]benzodiazepine, 6,9,12-trimethyl-
  参考文献：
  名称：

  1,5-Benzodiazepines XIV. Synthesis of new substituted 9H-bis-[1,2,4]triazolo[4,3-a:3′,4′-d] [1,5]benzodiazepines and relate compounds endowed with in vitro cytotoxic properties

  摘要：

  A series of 11 new 9H-bis-[1,2,4]triazolo[4,3-a:3',4'-d] [1,5]benzodiazepine derivatives 8e-o was synthesized. Ten of these compounds (8e-m,o), along with four analogues (8a-d) (previously synthesized by us) were tested in vitro in order to evaluate their cytotoxic and anti-HIV-1 properties. In this connection other six original compounds, i.e., five 9-substituted compounds prepared starting from the 6,12-diphenylderivative 8c (compounds 10, 11, 12, 13a,b) and the bis-triazolone derivative 14, were synthesized and tested for the same purpose. While none of the 20 compounds tested exhibited any appreciable anti-HIV-1 activity, some of them exhibited interesting cytotoxic properties, the best results being shown by compounds 8c,d,k and 11 (CC(50) range=3-12 microM). Therefore, these four compounds were further evaluated for their antiproliferative activity against a panel of human tumor cell lines; actually, compounds 8d, 8k and 11 showed antiproliferative properties against either or both leukemia- and lymphoma-derived cell lines in the low micromolar range.

  DOI：

  10.1016/j.farmac.2004.12.005
• 作为产物：
  描述：

  1,5-二氢苯并[b][1,4]二氮杂卓-2,4-二酮 在 劳森试剂 、 正丁基锂 、 potassium carbonate 作用下， 生成 3-Methyl-2,4-bis-methylsulfanyl-3H-benzo[b][1,4]diazepine
  参考文献：
  名称：

  Gompper, Rudolf, Phosphorus and Sulfur and the Related Elements, 1985, vol. 23, p. 223 - 252

  摘要：

  DOI：