1-(4-Chloro-2-nitro-phenyl)-1H-[1,2,3]triazole-4-carboxylic acid ethyl ester | 206976-36-5

• 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-(4-Chloro-2-nitro-phenyl)-1H-[1,2,3]triazole-4-carboxylic acid ethyl ester
• 英文别名: Ethyl 1-(4-chloro-2-nitrophenyl)triazole-4-carboxylate
• CAS: 206976-36-5
• 化学式: C₁₁H₉ClN₄O₄
• 分子量: 296.67
• InChiKey: ZRBUDCWJFXJSPF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  103
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1-(4-Chloro-2-nitro-phenyl)-1H-[1,2,3]triazole-4-carboxylic acid ethyl ester 在 三氯化铁 、 铁粉 作用下， 以 乙醇 、 水 为溶剂， 反应 3.0h， 以90%的产率得到1-(2-Amino-4-chloro-phenyl)-1H-[1,2,3]triazole-4-carboxylic acid ethyl ester
  参考文献：
  名称：

  1,2,3-Triazolo[1,5-a]quinoxalines: synthesis and binding to benzodiazepine and adenosine receptors

  摘要：

  This paper reports the synthesis and binding assays toward benzodiazepine and adenosine A(1) and A(2A) receptors of new 1,2,3-triazolo[1,5-a]quinoxalin-4-one derivatives. The prepared compounds show good affinity toward the benzodiazepine receptor (K-i 53-314 nM); the GABA ratio values suggest an inverse agonist activity for the N(5) unsubstituted compounds 6b-d and an agonist activity for the N(5) methylated compounds 7a-c. Some derivatives of both series show good affinity (Ki < 100 nM) and selectivity toward the adenosine A(1) receptorial subtype. (C) Elsevier, Paris.

  DOI：

  10.1016/s0223-5234(98)80036-6
• 作为产物：
  描述：

  4-chloro-2-nitrophenyl azide 、 丙炔酸乙酯 以 N,N-二甲基甲酰胺 为溶剂， 反应 48.0h， 以44%的产率得到1-(4-Chloro-2-nitro-phenyl)-1H-[1,2,3]triazole-4-carboxylic acid ethyl ester
  参考文献：
  名称：

  1,2,3-Triazolo[1,5-a]quinoxalines: synthesis and binding to benzodiazepine and adenosine receptors

  摘要：

  This paper reports the synthesis and binding assays toward benzodiazepine and adenosine A(1) and A(2A) receptors of new 1,2,3-triazolo[1,5-a]quinoxalin-4-one derivatives. The prepared compounds show good affinity toward the benzodiazepine receptor (K-i 53-314 nM); the GABA ratio values suggest an inverse agonist activity for the N(5) unsubstituted compounds 6b-d and an agonist activity for the N(5) methylated compounds 7a-c. Some derivatives of both series show good affinity (Ki < 100 nM) and selectivity toward the adenosine A(1) receptorial subtype. (C) Elsevier, Paris.

  DOI：

  10.1016/s0223-5234(98)80036-6

文献信息

• 1,2,3-Triazolo[1,5-a]quinoxalines: synthesis and binding to benzodiazepine and adenosine receptors
  作者：Lucia Bertelli、Giuliana Biagi、Irene Giorgi、Clementina Manera、Oreste Livi、Valerio Scartoni、Laura Betti、Gino Giannaccini、Letizia Trincavelli、Pier Luigi Barili

  DOI：10.1016/s0223-5234(98)80036-6

  日期：1998.2

  This paper reports the synthesis and binding assays toward benzodiazepine and adenosine A(1) and A(2A) receptors of new 1,2,3-triazolo[1,5-a]quinoxalin-4-one derivatives. The prepared compounds show good affinity toward the benzodiazepine receptor (K-i 53-314 nM); the GABA ratio values suggest an inverse agonist activity for the N(5) unsubstituted compounds 6b-d and an agonist activity for the N(5) methylated compounds 7a-c. Some derivatives of both series show good affinity (Ki < 100 nM) and selectivity toward the adenosine A(1) receptorial subtype. (C) Elsevier, Paris.