2-amino-4-fluoro-5-(1,3,4-thiadiazol-2-ylsulfanyl)-N-(3-trifluoromethyl-phenyl)-benzamide | 1197347-41-3

• 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: 2-amino-4-fluoro-5-(1,3,4-thiadiazol-2-ylsulfanyl)-N-(3-trifluoromethyl-phenyl)-benzamide
• 英文别名: Benzamide derivative, 13k；2-amino-4-fluoro-5-(1,3,4-thiadiazol-2-ylsulfanyl)-N-[3-(trifluoromethyl)phenyl]benzamide
• CAS: 1197347-41-3
• 化学式: C₁₆H₁₀F₄N₄OS₂
• 分子量: 414.407
• InChiKey: IISYFRWMOBWLGT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  27
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  134
• 氢给体数：
  2
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  5-((1,3,4-thiadiazol-2-yl)thio)-4-fluoro-2-nitro-N-(3-(trifluoromethyl)phenyl)benzamide 在 水 、 铁粉 、 氯化铵 作用下， 以 异丙醇 为溶剂， 反应 0.5h， 生成 2-amino-4-fluoro-5-(1,3,4-thiadiazol-2-ylsulfanyl)-N-(3-trifluoromethyl-phenyl)-benzamide
  参考文献：
  名称：

  Benzamide derivatives as dual-action hypoglycemic agents that inhibit glycogen phosphorylase and activate glucokinase

  摘要：

  A series of benzamide derivatives which can simultaneously inhibit glycogen phosphorylase (GP) and activate glucokinase (GK) were prepared and evaluated. The structure-activity relationships (SAR) of these compounds were also presented. Among these, compounds 12, 13l, 13q, and 13v showed moderate activities towards both GK and GP. Compound 13h inhibited hLGP with an IC50 of 8.95 mu M and activated GK with an EC50 of 1.87 mu M. The possible binding modes of compounds 12, 13l, 13h, and 13q with GP and GK were also explored by molecular docking simulation. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.08.045

文献信息

• Benzamide derivatives as dual-action hypoglycemic agents that inhibit glycogen phosphorylase and activate glucokinase
  作者：Lei Zhang、Honglin Li、Qingzhang Zhu、Jun Liu、Ling Chen、Ying Leng、Hualiang Jiang、Hong Liu

  DOI：10.1016/j.bmc.2009.08.045

  日期：2009.10

  A series of benzamide derivatives which can simultaneously inhibit glycogen phosphorylase (GP) and activate glucokinase (GK) were prepared and evaluated. The structure-activity relationships (SAR) of these compounds were also presented. Among these, compounds 12, 13l, 13q, and 13v showed moderate activities towards both GK and GP. Compound 13h inhibited hLGP with an IC50 of 8.95 mu M and activated GK with an EC50 of 1.87 mu M. The possible binding modes of compounds 12, 13l, 13h, and 13q with GP and GK were also explored by molecular docking simulation. (C) 2009 Elsevier Ltd. All rights reserved.