4-methyl-1-phenyl-1H-1,2,3-triazole-5-carboxylic acid ethyl ester | 1362020-53-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-methyl-1-phenyl-1H-1,2,3-triazole-5-carboxylic acid ethyl ester
• 英文别名: ethyl 5-methyl-3-phenyl-3 H-1,2,3-triazole-4-carboxylate；Ethyl 4-methyl-1-phenyl-1H-1,2,3-triazole-5-carboxylate；ethyl 5-methyl-3-phenyltriazole-4-carboxylate
• CAS: 1362020-53-8
• 化学式: C₁₂H₁₃N₃O₂
• 分子量: 231.254
• InChiKey: NTVKSKLIRGRKNM-UHFFFAOYSA-N

物化性质

• 沸点：
  372.7±34.0 °C(Predicted)
• 密度：
  1.21±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  57
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-methyl-1-phenyl-1H-1,2,3-triazole-5-carboxylic acid ethyl ester 在 水 、 lithium hydroxide 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 以6.71 g的产率得到4-methyl-1-phenyl-1H-1,2,3-triazole-5-carboxylic acid
  参考文献：
  名称：

  Design, Synthesis, and in Vitro Biological Evaluation of 1H-1,2,3-Triazole-4-carboxamide Derivatives as New Anti-influenza A Agents Targeting Virus Nucleoprotein

  摘要：

  The influenza virus nucleoprotein (NP) is an emerging target for anti-influenza drug development. Nucleozin (1) and its closely related derivatives had been identified as NP inhibitors displaying anti-influenza activity. Utilizing 1 as a lead molecule, we successfully designed and synthesized a series of 1H-1,2,3-triazole-4-carboxamide derivatives as new anti-influenza A agents. One of the most potent compounds, 3b, inhibited the replication of various H3N2 and H1N1 influenza A virus strains with IC50 values ranging from 0.5 to 4.6 mu M. Compound 3b also strongly inhibited the replication of H5N1 (RG14), amantidine-resistant A/WSN/33 (H1N1), and oseltamivir-resistant A/WSN/1933 (H1N1, 274Y) virus strains with IC50 values in sub-mu M ranges. Further computational studies and mechanism investigation suggested that 3b might directly target influenza virus A nucleoprotein to inhibit its nuclear accumulation.

  DOI：

  10.1021/jm2013503
• 作为产物：
  描述：

  苯胺 在 亚硝酸特丁酯 、 叠氮基三甲基硅烷 作用下， 以 甲苯 、 乙腈 为溶剂， 反应 6.0h， 生成 4-methyl-1-phenyl-1H-1,2,3-triazole-5-carboxylic acid ethyl ester
  参考文献：
  名称：

  [EN] CALPAIN MODULATORS AND THERAPEUTIC USES THEREOF
  [FR] MODULATEURS DE CALPAIN ET LEURS UTILISATIONS THÉRAPEUTIQUES

  摘要：

  公开号：

  WO2018064119A8

文献信息

• Calpain modulators and therapeutic uses thereof
  申请人：Blade Therapeutics, Inc.

  公开号：US10934261B2

  公开（公告）日：2021-03-02

  Disclosed herein are small molecule calpain modulator compositions, pharmaceutical compositions, the use and preparation thereof.

  本文公开了小分子钙蛋白酶调节剂组合物、药物组合物及其用途和制备方法。