Diphenyl-1,7 ditriazolo<4,3-a;3,4-d>benzodiazeoine-1,5 | 133118-28-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: Diphenyl-1,7 ditriazolo<4,3-a;3,4-d>benzodiazeoine-1,5
• 英文别名: 6,12-diphenyl-9H-bis<1,2,4>triazolo<4,3-a:3',4'-d><1,5>benzodiazepine；9H-Bis(1,2,4)triazolo(4,3-a:3',4'-d)(1,5)benzodiazepine, 6,12-diphenyl-；3,11-diphenyl-2,4,5,9,10,12-hexazatetracyclo[11.4.0.02,6.08,12]heptadeca-1(17),3,5,8,10,13,15-heptaene
• CAS: 133118-28-2
• 化学式: C₂₃H₁₆N₆
• 分子量: 376.42
• InChiKey: JPLGNGRTRPBDFU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  29
• 可旋转键数：
  2
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  61.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  Diphenyl-1,7 ditriazolo<4,3-a;3,4-d>benzodiazeoine-1,5 在 N-氯代丁二酰亚胺 作用下， 以 四氯化碳 、 氯仿 、 二甲基亚砜 为溶剂， 反应 26.0h， 生成 9H-Bis[1,2,4]triazolo[3,4-d:4',3'-a][1,5]benzodiazepine, 9-(4-morpholinyl)-6,12-diphenyl-
  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 吡啶 、 tetraphosphorus decasulfide 、 sodium carbonate 作用下， 以 正丁醇 为溶剂， 反应 15.0h， 生成 Diphenyl-1,7 ditriazolo<4,3-a;3,4-d>benzodiazeoine-1,5
  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

• 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：——
• 1,5-Benzodiazepines VIII Novel 4H-[1,2,4]triazolo[4,3-a][1,5]benzodiazepine derivatives with analgesic or anti-inflammatory activity
  作者：M Di Braccio、G Roma、GC Grossi、M Ghia、E Mereto

  DOI：10.1016/0223-5234(90)90133-n

  日期：1990.10
• [EN] TRIAZOLE CATALYSTS AND METHODS OF MAKING AND USING THE SAME<br/>[FR] CATALYSEURS À BASE DE TRIAZOLES ET LEURS PROCÉDÉS DE FABRICATION ET D'UTILISATION
  申请人：UNIV TENNESSEE RES FOUNDATION

  公开号：WO2011035064A2

  公开（公告）日：2011-03-24

  Homogenous and heterogenous catalysts comprising 1,2,4-triazole ligands and transition metals are described. The catalysts can be used to catalyze the oxidation of hydrocarbons and other reactions. In particular, the catalysts can be used to catalyze the selective oxidation of methane to methanol and/or other C1 and C2 oxidation products under mild conditions. The catalysts can also be used to catalyze aziridation and the formation of aminoalcohols from alkenes and to catalyze the degradation of cellulosic substrates. Efficient methods of synthesizing the catalysts are described, as well.
• 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.
• 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：——