4-(4-Chloro-2-fluoro-benzoylamino)-1-(3-hydroxy-propyl)-1H-pyrrole-2-carboxylic acid | 682748-73-8

• 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-(4-Chloro-2-fluoro-benzoylamino)-1-(3-hydroxy-propyl)-1H-pyrrole-2-carboxylic acid
• 英文别名: 4-[(4-Chloro-2-fluorobenzoyl)amino]-1-(3-hydroxypropyl)pyrrole-2-carboxylic acid；4-[(4-chloro-2-fluorobenzoyl)amino]-1-(3-hydroxypropyl)pyrrole-2-carboxylic acid
• CAS: 682748-73-8
• 化学式: C₁₅H₁₄ClFN₂O₄
• 分子量: 340.739
• InChiKey: JWAJHVRNFUHCLR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  91.6
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-(4-Chloro-2-fluoro-benzoylamino)-1-(3-hydroxy-propyl)-1H-pyrrole-2-carboxylic acid 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 13.0h， 生成
  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：

  4-氯-2-氟苯甲酸 在 sodium hydroxide 、 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 、 N,N-二异丙基乙胺 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 28.0h， 生成 4-(4-Chloro-2-fluoro-benzoylamino)-1-(3-hydroxy-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

文献信息

• ANTI-INFECTIVE BIARYL COMPOUNDS
  申请人：Jones Peter

  公开号：US20080090816A1

  公开（公告）日：2008-04-17

  Compounds represented by the formula where R 1 , R 2 , R 3 , R 4 , R 5 , and Q are as defined herein, exhibit activity against infectious pathogens.
• US7265129B2
  申请人：——

  公开号：US7265129B2

  公开（公告）日：2007-09-04
• DNA binding ligands targeting drug-resistant Gram-positive bacteria. Part 2: C-terminal benzimidazoles and derivatives
  作者：Roland W. Bürli、Peter Jones、Dustin McMinn、Quan Le、Jian-Xin Duan、Jacob A. Kaizerman、Stacey Difuntorum、Heinz E. Moser

  DOI：10.1016/j.bmcl.2003.12.043

  日期：2004.3

  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.