4-chloro-2-(4-(trifluoromethyl)phenylcarbamoyl)phenyl 2-(benzyloxycarbonylamino)acetate | 1121627-44-8

• 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: 4-chloro-2-(4-(trifluoromethyl)phenylcarbamoyl)phenyl 2-(benzyloxycarbonylamino)acetate
• 英文别名: [4-Chloro-2-[[4-(trifluoromethyl)phenyl]carbamoyl]phenyl] 2-(phenylmethoxycarbonylamino)acetate
• CAS: 1121627-44-8
• 化学式: C₂₄H₁₈ClF₃N₂O₅
• 分子量: 506.866
• InChiKey: CRJBOSBWAOVFAB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  35
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  93.7
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  5-氯代水杨酸 在 N,N'-二环己基碳二亚胺 、 三氯化磷 作用下， 以 N,N-二甲基甲酰胺 、 氯苯 为溶剂， 反应 4.0h， 生成 4-chloro-2-(4-(trifluoromethyl)phenylcarbamoyl)phenyl 2-(benzyloxycarbonylamino)acetate
  参考文献：
  名称：

  Salicylanilide esters of N-protected amino acids as novel antimicrobial agents

  摘要：

  A series of novel, highly antimicrobial salicylanilide esters of N-protected amino acids were synthesized and characterized. Their in vitro antimicrobial activity against eight fungal strains and Mycobacterium tuberculosis was determined. The compounds had the highest level of activity against Aspergillus fumigatus, Absidia corymbifera and Trichophyton mentagrophytes, and these levels were higher than that of the standard drug. fluconazole. In addition, three compounds showed interesting antituberculosis activity, with inhibition ranging from 89% to 99%. (S)-4-Chloro-2-(4-trifluoromethylphenylcarbamoyl)-phenyl 2-benzyloxy-carbonylamino-propionate had the highest level of both antifungal and antimycobacterial activity. The structure-activity relationships of the new compounds are discussed. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.11.080

文献信息

• Salicylanilide esters of N-protected amino acids as novel antimicrobial agents
  作者：Aleš Imramovský、Jarmila Vinšová、Juana Monreal Férriz、Vladimír Buchta、Josef Jampílek

  DOI：10.1016/j.bmcl.2008.11.080

  日期：2009.1

  A series of novel, highly antimicrobial salicylanilide esters of N-protected amino acids were synthesized and characterized. Their in vitro antimicrobial activity against eight fungal strains and Mycobacterium tuberculosis was determined. The compounds had the highest level of activity against Aspergillus fumigatus, Absidia corymbifera and Trichophyton mentagrophytes, and these levels were higher than that of the standard drug. fluconazole. In addition, three compounds showed interesting antituberculosis activity, with inhibition ranging from 89% to 99%. (S)-4-Chloro-2-(4-trifluoromethylphenylcarbamoyl)-phenyl 2-benzyloxy-carbonylamino-propionate had the highest level of both antifungal and antimycobacterial activity. The structure-activity relationships of the new compounds are discussed. (C) 2008 Elsevier Ltd. All rights reserved.