5,7-dimethyl-N-(4-(trifluoromethoxy)phenylsulfonyl)-[1,2,4]triazolo[1,5-a]pyrimidine-2-carboxamide | 1602577-78-5

• 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: 5,7-dimethyl-N-(4-(trifluoromethoxy)phenylsulfonyl)-[1,2,4]triazolo[1,5-a]pyrimidine-2-carboxamide
• 英文别名: 5,7-dimethyl-N-[4-(trifluoromethoxy)phenyl]sulfonyl-[1,2,4]triazolo[1,5-a]pyrimidine-2-carboxamide
• CAS: 1602577-78-5
• 化学式: C₁₅H₁₂F₃N₅O₄S
• 分子量: 415.353
• InChiKey: VXQBTQCMNQPIFB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  28
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  124
• 氢给体数：
  1
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  4-(三氟甲氧基)苯磺酰氯 在 4-二甲氨基吡啶 、 ammonium hydroxide 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 5.0h， 生成 5,7-dimethyl-N-(4-(trifluoromethoxy)phenylsulfonyl)-[1,2,4]triazolo[1,5-a]pyrimidine-2-carboxamide
  参考文献：
  名称：

  Design and synthesis of triazolopyrimidine acylsulfonamides as novel anti-mycobacterial leads acting through inhibition of acetohydroxyacid synthase

  摘要：

  Novel triazolopyrimidine acylsulfonamides class of antimycobacterial agents, which are mycobacterial acetohydroxyacid synthase (AHAS) inhibitors were designed by hybridization of known AHAS inhibitors such as sulfonyl urea and triazolopyrimidine sulfonamides. This Letter describes the synthesis and SAR studies of this class of molecules by variation of two parts of the molecule, the phenyl and triazolopyrimidine rings. SAR study describes optimisation of enzyme potency, whole cell potency and evidence of mechanism of action. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.02.054

文献信息

• Design and synthesis of triazolopyrimidine acylsulfonamides as novel anti-mycobacterial leads acting through inhibition of acetohydroxyacid synthase
  作者：Vikas Patil、Manoj Kale、Anandkumar Raichurkar、Brahatheeswaran Bhaskar、Dwarakanath Prahlad、Meenakshi Balganesh、Santosh Nandan、P. Shahul Hameed

  DOI：10.1016/j.bmcl.2014.02.054

  日期：2014.5

  Novel triazolopyrimidine acylsulfonamides class of antimycobacterial agents, which are mycobacterial acetohydroxyacid synthase (AHAS) inhibitors were designed by hybridization of known AHAS inhibitors such as sulfonyl urea and triazolopyrimidine sulfonamides. This Letter describes the synthesis and SAR studies of this class of molecules by variation of two parts of the molecule, the phenyl and triazolopyrimidine rings. SAR study describes optimisation of enzyme potency, whole cell potency and evidence of mechanism of action. (C) 2014 Elsevier Ltd. All rights reserved.