N-(2-bromo-4-methylphenyl)-2-(1-(4-chlorophenyl)-1H-imidazol-2-ylthio)acetamide | 1126472-47-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: N-(2-bromo-4-methylphenyl)-2-(1-(4-chlorophenyl)-1H-imidazol-2-ylthio)acetamide
• 英文别名: N-(2-bromo-4-methyl-phenyl)-2-[1-(4-chlorophenyl)imidazol-2-yl]sulfanyl-acetamide；N-(2-bromo-4-methylphenyl)-2-[1-(4-chlorophenyl)imidazol-2-yl]sulfanylacetamide
• CAS: 1126472-47-6
• 化学式: C₁₈H₁₅BrClN₃OS
• 分子量: 436.76
• InChiKey: LMOSBIQOHCWKBG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  72.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  N-(2-溴-4-甲基苯基)-2-氯乙酰胺 、 1-(4-氯苯基)咪唑啉-2-硫酮 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 以37.6%的产率得到N-(2-bromo-4-methylphenyl)-2-(1-(4-chlorophenyl)-1H-imidazol-2-ylthio)acetamide
  参考文献：
  名称：

  Synthesis and biological evaluation of imidazole thioacetanilides as novel non-nucleoside HIV-1 reverse transcriptase inhibitors

  摘要：

  A series of 2-(1-aryl-1H-imidazol-2-ylthio)acetamide [imidazole thioacetanilide (ITA)] derivatives were synthesized and evaluated as potent inhibitors of human immunodeficiency virus type-1 (HIV-1). Among them, the most potent HIV-1 inhibitors were 4a5 (EC50 = 0.18 mu M), and 4a2 (EC50 = 0.20 mu M), which were more effective than the lead compound L1 (EC50 = 2.053 mu M) and the reference drugs nevirapine and delavirdine. The preliminary structure-activity relationship (SAR) of the newly synthesized congeners is discussed. Crown Copyright (C) 2009 Published by Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.07.028