Ethyl 4-[(2,4-difluorobenzoyl)amino]-1-[3-(dimethylamino)propyl]pyrrole-2-carboxylate | 689276-06-0

• 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: Ethyl 4-[(2,4-difluorobenzoyl)amino]-1-[3-(dimethylamino)propyl]pyrrole-2-carboxylate
• 英文别名: ethyl 4-[(2,4-difluorobenzoyl)amino]-1-[3-(dimethylamino)propyl]pyrrole-2-carboxylate
• CAS: 689276-06-0
• 化学式: C₁₉H₂₃F₂N₃O₃
• 分子量: 379.407
• InChiKey: NMJVNHMWEODCPN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  27
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  Ethyl 4-[(2,4-difluorobenzoyl)amino]-1-[3-(dimethylamino)propyl]pyrrole-2-carboxylate 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 N-[5-(1H-benzimidazol-2-yl)-1-methylpyrrol-3-yl]-4-[(2,4-difluorobenzoyl)amino]-1-[3-(dimethylamino)propyl]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：

  、 2,4-二氟苯甲酸 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 Ethyl 4-[(2,4-difluorobenzoyl)amino]-1-[3-(dimethylamino)propyl]pyrrole-2-carboxylate
  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

• 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.