4-[(3-Chloro-benzo[b]thiophene-2-carbonyl)-amino]-1-(3-dimethylamino-propyl)-1H-pyrrole-2-carboxylic acid | 682749-56-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻吩类
• 英文名称: 4-[(3-Chloro-benzo[b]thiophene-2-carbonyl)-amino]-1-(3-dimethylamino-propyl)-1H-pyrrole-2-carboxylic acid
• CAS: 682749-56-0
• 化学式: C₁₉H₂₀ClN₃O₃S
• 分子量: 405.905
• InChiKey: IJYYXULUERGVPM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.26
• 重原子数：
  27.0
• 可旋转键数：
  7.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  74.57
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  4-[(3-Chloro-benzo[b]thiophene-2-carbonyl)-amino]-1-(3-dimethylamino-propyl)-1H-pyrrole-2-carboxylic acid 在 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.5h， 生成 4-[(3-chloro-1-benzothiophene-2-carbonyl)amino]-1-[3-(dimethylamino)propyl]-N-[1-methyl-5-(7H-purin-8-yl)pyrrol-3-yl]pyrrole-2-carboxamide
  参考文献：
  名称：

  DNA binding ligands targeting drug-resistant Gram-positive bacteria. Part 2: C-terminal benzimidazoles and derivatives

  摘要：

  The synthesis and in vitro potency of DNA minor-groove binding antibacterials lacking the C-terminal amide bond are described. The crescent shaped molecules bear the positively charged amino group at an internal pyrrole unit instead of the C-terminus. Three structural parameters were investigated: the N-terminal unit, the internal amino group, and the C-terminal ring system. Several compounds demonstrated good in vitro potency against various Gram-positive bacteria and some molecules were moderately active against Escherichia coli, a representative Gram-negative strain. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.12.043
• 作为产物：
  描述：

  3-氯苯并(B)噻吩-2-羧酸 在 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 、 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 生成 4-[(3-Chloro-benzo[b]thiophene-2-carbonyl)-amino]-1-(3-dimethylamino-propyl)-1H-pyrrole-2-carboxylic acid
  参考文献：
  名称：

  DNA binding ligands targeting drug-resistant Gram-positive bacteria. Part 2: C-terminal benzimidazoles and derivatives

  摘要：

  The synthesis and in vitro potency of DNA minor-groove binding antibacterials lacking the C-terminal amide bond are described. The crescent shaped molecules bear the positively charged amino group at an internal pyrrole unit instead of the C-terminus. Three structural parameters were investigated: the N-terminal unit, the internal amino group, and the C-terminal ring system. Several compounds demonstrated good in vitro potency against various Gram-positive bacteria and some molecules were moderately active against Escherichia coli, a representative Gram-negative strain. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.12.043