2,4-bis(methylthio)-3H-1,5-benzodiazepine | 134801-05-1

• 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: 2,4-bis(methylthio)-3H-1,5-benzodiazepine
• 英文别名: 2,4-bis(methylsulfanyl)-3H-1,5-benzodiazepine
• CAS: 134801-05-1
• 化学式: C₁₁H₁₂N₂S₂
• 分子量: 236.362
• InChiKey: OSVUNIJSPXLKNP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  75.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2,4-bis(methylthio)-3H-1,5-benzodiazepine 在 silver tetrafluoroborate 、 正丁基锂 、 碘 作用下， 生成 2,4,2',4'-Tetrakis-methylsulfanyl-[3,3']bi[benzo[b][1,4]diazepinylidene]
  参考文献：
  名称：

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

  摘要：

  DOI：
• 作为产物：
  描述：

  1,5-二氢苯并[b][1,4]二氮杂卓-2,4-二酮 在 吡啶 、 tetraphosphorus decasulfide 、 sodium carbonate 作用下， 反应 8.0h， 生成 2,4-bis(methylthio)-3H-1,5-benzodiazepine
  参考文献：
  名称：

  Essassi, E. M.; Lamkadem, A.; Zniber, R., Bulletin des Societes Chimiques Belges, 1991, vol. 100, # 3, p. 277 - 286

  摘要：

  DOI：

文献信息

• 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
  作者：Mario Di Braccio、Giancarlo Grossi、Maurizio Ceruti、Flavio Rocco、Roberta Loddo、Giuseppina Sanna、Bernardetta Busonera、Marta Murreddu、Maria Elena Marongiu

  DOI：10.1016/j.farmac.2004.12.005

  日期：2005.2

  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.
• Zellou; Cherrah; Essassi, Annales Pharmaceutiques Francaises, 1998, vol. 56, # 4, p. 175 - 180
  作者：Zellou、Cherrah、Essassi、Hassar

  DOI：——

  日期：——
• ESSASSI, E. M.;LAMKADEM, A.;ZRIBER, R., BULL. SOC. CHIM. BELG., 100,(1991) N, C. 277-286
  作者：ESSASSI, E. M.、LAMKADEM, A.、ZRIBER, R.

  DOI：——

  日期：——
• Gompper, Rudolf, Phosphorus and Sulfur and the Related Elements, 1985, vol. 23, p. 223 - 252
  作者：Gompper, Rudolf

  DOI：——

  日期：——
• Essassi, E. M.; Lamkadem, A.; Zniber, R., Bulletin des Societes Chimiques Belges, 1991, vol. 100, # 3, p. 277 - 286
  作者：Essassi, E. M.、Lamkadem, A.、Zniber, R.

  DOI：——

  日期：——