4-(2,4-Dichloro-phenyl)-1H-pyrrole-3-carboxylic acid amide

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 4-(2,4-Dichloro-phenyl)-1H-pyrrole-3-carboxylic acid amide
• 英文别名: 4-(2,4-dichlorophenyl)-1H-pyrrole-3-carboxamide
• 化学式: C₁₁H₈Cl₂N₂O
• 分子量: 255.103
• InChiKey: UWRAARMDOOZEIS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  58.9
• 氢给体数：
  2
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  4-(2,4-Dichloro-phenyl)-1H-pyrrole-3-carboxylic acid ethyl ester 在 ammonium hydroxide 、 sodium hydroxide 、 N,N'-羰基二咪唑 作用下， 生成 4-(2,4-Dichloro-phenyl)-1H-pyrrole-3-carboxylic acid amide
  参考文献：
  名称：

  Pyrrolnitrin and related pyrroles endowed with antibacterial activities against Mycobacterium tuberculosis

  摘要：

  During development of nitroheterocycles with potential antimycobacterial activities we have tested against Mycobacterium tuberculosis a number of pyrroles strictly related to pyrrolnitrin, an antifungal antibiotic isolated from Streptomyces pyrrocinia. Some of the tested arylpyrrole derivatives and pyrrolnitrin have shown appreciable inhibiting activity against M. tuberculosis and M. avium. SAR studies well correlate antimycobacterial potency with the presence of halogens in the phenyl ring and a nitro group at position 3 of pyrrole.

  DOI：

  10.1016/s0960-894x(98)00526-5

文献信息

• Pyrrolnitrin and related pyrroles endowed with antibacterial activities against Mycobacterium tuberculosis
  作者：Roberto Di Santo、Roberta Costi、Marino Artico、Silvio Massa、Giorgio Lampis、Delia Deidda、Raffaello Pompei

  DOI：10.1016/s0960-894x(98)00526-5

  日期：1998.10

  During development of nitroheterocycles with potential antimycobacterial activities we have tested against Mycobacterium tuberculosis a number of pyrroles strictly related to pyrrolnitrin, an antifungal antibiotic isolated from Streptomyces pyrrocinia. Some of the tested arylpyrrole derivatives and pyrrolnitrin have shown appreciable inhibiting activity against M. tuberculosis and M. avium. SAR studies well correlate antimycobacterial potency with the presence of halogens in the phenyl ring and a nitro group at position 3 of pyrrole.