4-p-tolylcarbamoyl butyric acid methyl ester | 904077-45-8

• 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-p-tolylcarbamoyl butyric acid methyl ester
• 英文别名: Methyl 5-(4-methylanilino)-5-oxopentanoate；methyl 5-(4-methylanilino)-5-oxopentanoate
• CAS: 904077-45-8
• 化学式: C₁₃H₁₇NO₃
• 分子量: 235.283
• InChiKey: WNXDBDYYJBXLIV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  17
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  55.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-p-tolylcarbamoyl butyric acid methyl ester 、 N-(trimethylsilyl)-o-toluidine 在 正丁基锂 作用下， 以 正己烷 、 四氢呋喃 为溶剂， 反应 4.0h， 以19%的产率得到4-(1H-indol-2-yl)-N-(4-methylphenyl)butanamide
  参考文献：
  名称：

  Antibacterial activity of a novel series of 3-bromo-4-(1H-3-indolyl)-2,5-dihydro-1H-2,5-pyrroledione derivatives – An extended structure–activity relationship study

  摘要：

  Compounds containing 3-bromo-2,5-dihydro-1H-2,5-pyrroledione and indole substructures were found to have antibacterial activity against resistant strains of Staphylococcus aureus and some other Gram positive bacteria. The investigated compounds exhibit minimal inhibition concentrations (MICs) lower than those of common antibiotics like vancomycin or ciprofloxacin. Activity against multiresistant strains suggests a mechanism of action different from common antibiotics. This might be important in circumventing existing resistance mechanisms. Here we report about the antibacterial activity in an extended structure-activity relationship study. (c) 2007 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2007.05.009
• 作为产物：
  描述：

  4-氯甲酰基丁酸甲酯 、 乙烷,三氯氟- 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 以82%的产率得到4-p-tolylcarbamoyl butyric acid methyl ester
  参考文献：
  名称：

  Antibacterial activity of a novel series of 3-bromo-4-(1H-3-indolyl)-2,5-dihydro-1H-2,5-pyrroledione derivatives – An extended structure–activity relationship study

  摘要：

  Compounds containing 3-bromo-2,5-dihydro-1H-2,5-pyrroledione and indole substructures were found to have antibacterial activity against resistant strains of Staphylococcus aureus and some other Gram positive bacteria. The investigated compounds exhibit minimal inhibition concentrations (MICs) lower than those of common antibiotics like vancomycin or ciprofloxacin. Activity against multiresistant strains suggests a mechanism of action different from common antibiotics. This might be important in circumventing existing resistance mechanisms. Here we report about the antibacterial activity in an extended structure-activity relationship study. (c) 2007 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2007.05.009

文献信息

• Antibacterial activity of a novel series of 3-bromo-4-(1H-3-indolyl)-2,5-dihydro-1H-2,5-pyrroledione derivatives – An extended structure–activity relationship study
  作者：Siavosh Mahboobi、Emerich Eichhorn、Matthias Winkler、Andreas Sellmer、Ute Möllmann

  DOI：10.1016/j.ejmech.2007.05.009

  日期：2008.3

  Compounds containing 3-bromo-2,5-dihydro-1H-2,5-pyrroledione and indole substructures were found to have antibacterial activity against resistant strains of Staphylococcus aureus and some other Gram positive bacteria. The investigated compounds exhibit minimal inhibition concentrations (MICs) lower than those of common antibiotics like vancomycin or ciprofloxacin. Activity against multiresistant strains suggests a mechanism of action different from common antibiotics. This might be important in circumventing existing resistance mechanisms. Here we report about the antibacterial activity in an extended structure-activity relationship study. (c) 2007 Elsevier Masson SAS. All rights reserved.