1-(2-Cyano-phenyl)-1H-[1,2,3]triazole-4,5-dicarboxylic acid diethyl ester | 210989-40-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-(2-Cyano-phenyl)-1H-[1,2,3]triazole-4,5-dicarboxylic acid diethyl ester
• CAS: 210989-40-5
• 化学式: C₁₅H₁₄N₄O₄
• 分子量: 314.301
• InChiKey: DQUURLCQONZXOK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.49
• 重原子数：
  23.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  107.1
• 氢给体数：
  0.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  1-(2-Cyano-phenyl)-1H-[1,2,3]triazole-4,5-dicarboxylic acid diethyl ester 在 氢气 、 镍 作用下， 以 ammonium hydroxide 为溶剂， 以95%的产率得到ethyl 4-oxo-5,6-dihydro-4H-[1,2,3]triazolo[1,5-a][1,4]benzodiazepine-3-carboxylate
  参考文献：
  名称：

  1,2,3-Triazolo[1,5-a][1,4]- and 1,2,3-triazolo[1,5-a][1,5]benzodiazepine derivatives: synthesis and benzodiazepine receptor binding

  摘要：

  This paper reports the synthesis of new 1,2,3-triazolo[1,4]benzodiazepine and 1,2,3-triazolo[1,5]benzodiazepine derivatives and their evaluation toward benzodiazepine receptors, Receptor affinity gradually and remarkably increases by moving the nitrogen atom of the central ring from position 3 through 4 to position 5, to give the most effective compound 6a (K-i = 150 nM). N-methylation of the diazepine ring (7a) lowers receptorial binding. Introduction of a chlorine atom on the benzene ring doubles the K-i value (6b) which remains unaltered by the N-methylation (7b). (C) 1998 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0014-827x(98)00025-1
• 作为产物：
  描述：

  2-azidobenzonitrile 、 丁炔二酸二乙酯 以 苯 为溶剂， 反应 20.0h， 以90%的产率得到1-(2-Cyano-phenyl)-1H-[1,2,3]triazole-4,5-dicarboxylic acid diethyl ester
  参考文献：
  名称：

  1,2,3-Triazolo[1,5-a][1,4]- and 1,2,3-triazolo[1,5-a][1,5]benzodiazepine derivatives: synthesis and benzodiazepine receptor binding

  摘要：

  This paper reports the synthesis of new 1,2,3-triazolo[1,4]benzodiazepine and 1,2,3-triazolo[1,5]benzodiazepine derivatives and their evaluation toward benzodiazepine receptors, Receptor affinity gradually and remarkably increases by moving the nitrogen atom of the central ring from position 3 through 4 to position 5, to give the most effective compound 6a (K-i = 150 nM). N-methylation of the diazepine ring (7a) lowers receptorial binding. Introduction of a chlorine atom on the benzene ring doubles the K-i value (6b) which remains unaltered by the N-methylation (7b). (C) 1998 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0014-827x(98)00025-1