ethyl 1-(4-bromobenzoyl)-5-amino-1H-1,2,4-triazole-3-acetate | 1119566-67-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: ethyl 1-(4-bromobenzoyl)-5-amino-1H-1,2,4-triazole-3-acetate
• 英文别名: Ethyl 2-[5-amino-1-(4-bromobenzoyl)-1,2,4-triazol-3-yl]acetate
• CAS: 1119566-67-4
• 化学式: C₁₃H₁₃BrN₄O₃
• 分子量: 353.175
• InChiKey: SUIQFDJZDHJMJC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  100
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  ethyl 1-(4-bromobenzoyl)-5-amino-1H-1,2,4-triazole-3-acetate 反应 0.17h， 以96%的产率得到ethyl 5-(4-bromobenzamido)-1H-1,2,4-triazole-3-acetate
  参考文献：
  名称：

  Design, synthesis and molecular modeling study of acylated 1,2,4-triazole-3-acetates with potential anti-inflammatory activity

  摘要：

  The present investigation is concerned with the synthesis of different acylated 1,2,4-triazole-3-acetates with the objective of discovering novel and potent anti-inflammatory agents. Structures of the synthesized compounds were elucidated by spectral and elemental analyses. The obtained compounds were evaluated for their anti-inflammatory activites as well as gastric ulcerogenic effects and acute toxicity. Results showed that 1-acylated-5-amino-1,2,4-triazole-3-acetates 3a-e showed higher anti-inflammatory activity than the corresponding 5-acylamino derivatives 4a-e in carageenan-induced rat paw edema test with low gastric ulcerogenicity compared with indomethacin. Furthermore, molecular modeling studies were performed in order to rationalize the obtained biological results. (C) 2008 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2008.03.017
• 作为产物：
  描述：

  4-溴苯甲酰氯 、 2-(3-氨基-1H-1,2,4-三唑-5-基)乙酸乙酯 在 吡啶 作用下， 以 1,4-二氧六环 为溶剂， 反应 4.5h， 以71%的产率得到ethyl 1-(4-bromobenzoyl)-5-amino-1H-1,2,4-triazole-3-acetate
  参考文献：
  名称：

  Design, synthesis and molecular modeling study of acylated 1,2,4-triazole-3-acetates with potential anti-inflammatory activity

  摘要：

  The present investigation is concerned with the synthesis of different acylated 1,2,4-triazole-3-acetates with the objective of discovering novel and potent anti-inflammatory agents. Structures of the synthesized compounds were elucidated by spectral and elemental analyses. The obtained compounds were evaluated for their anti-inflammatory activites as well as gastric ulcerogenic effects and acute toxicity. Results showed that 1-acylated-5-amino-1,2,4-triazole-3-acetates 3a-e showed higher anti-inflammatory activity than the corresponding 5-acylamino derivatives 4a-e in carageenan-induced rat paw edema test with low gastric ulcerogenicity compared with indomethacin. Furthermore, molecular modeling studies were performed in order to rationalize the obtained biological results. (C) 2008 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2008.03.017

文献信息

• Design, synthesis and molecular modeling study of acylated 1,2,4-triazole-3-acetates with potential anti-inflammatory activity
  作者：Ashraf M. Abdel-Megeed、Hamdy M. Abdel-Rahman、Gamal-Eldien S. Alkaramany、Mahmoud A. El-Gendy

  DOI：10.1016/j.ejmech.2008.03.017

  日期：2009.1

  The present investigation is concerned with the synthesis of different acylated 1,2,4-triazole-3-acetates with the objective of discovering novel and potent anti-inflammatory agents. Structures of the synthesized compounds were elucidated by spectral and elemental analyses. The obtained compounds were evaluated for their anti-inflammatory activites as well as gastric ulcerogenic effects and acute toxicity. Results showed that 1-acylated-5-amino-1,2,4-triazole-3-acetates 3a-e showed higher anti-inflammatory activity than the corresponding 5-acylamino derivatives 4a-e in carageenan-induced rat paw edema test with low gastric ulcerogenicity compared with indomethacin. Furthermore, molecular modeling studies were performed in order to rationalize the obtained biological results. (C) 2008 Elsevier Masson SAS. All rights reserved.