2-{1-methyl-4-[4-(1-methyl-4-(isoquinoline-3-carboxamido)-2-pyrrolecarboxamido)-1-benzamido]-2-imidazolecarboxamido}-1,1-dimethoxyethane | 711022-18-3

• 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: 2-{1-methyl-4-[4-(1-methyl-4-(isoquinoline-3-carboxamido)-2-pyrrolecarboxamido)-1-benzamido]-2-imidazolecarboxamido}-1,1-dimethoxyethane
• 英文别名: N-[5-[[4-[[2-(2,2-dimethoxyethylcarbamoyl)-1-methylimidazol-4-yl]carbamoyl]phenyl]carbamoyl]-1-methylpyrrol-3-yl]isoquinoline-3-carboxamide
• CAS: 711022-18-3
• 化学式: C₃₂H₃₂N₈O₆
• 分子量: 624.656
• InChiKey: ZYKDNIJYILXSPR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  46
• 可旋转键数：
  11
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  171
• 氢给体数：
  4
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  双(2-甲氧基乙基)胺 、 2-{1-methyl-4-[4-(1-methyl-4-(isoquinoline-3-carboxamido)-2-pyrrolecarboxamido)-1-benzamido]-2-imidazolecarboxamido}-1,1-dimethoxyethane 在 二氯乙酸 、 MP-NEt₃⁽¹⁺⁾*BCNH₃^(1-) 作用下， 以 四氢呋喃 为溶剂， 反应 0.17h， 生成 Isoquinoline-3-carboxylic acid {5-[4-(2-{2-[bis-(2-methoxy-ethyl)-amino]-ethylcarbamoyl}-1-methyl-1H-imidazol-4-ylcarbamoyl)-phenylcarbamoyl]-1-methyl-1H-pyrrol-3-yl}-amide
  参考文献：
  名称：

  DNA Binding Ligands with Improved in Vitro and in Vivo Potency against Drug-Resistant Staphylococcus aureus

  摘要：

  Potent in vivo activity against methicillin-resistant Staphylococcus aureus (MRSA) has been difficult to achieve with previously reported DNA binding antibacterials. Herein, we describe an efficient access to a focused library of new analogues yielding compounds with improved activity in a mouse peritonitis model. The most potent molecules (14 and 19) exhibit efficacy against MRSA at ED50 values of similar to1 and similar to5 mg/kg, respectively, and display excellent in vitro activity against vancomycin-resistant S. aureus.

  DOI：

  10.1021/jm049712g
• 作为产物：
  描述：

  1-甲基-4-硝基咪唑-2-羧酸乙酯 在 钯 4-二甲氨基吡啶 、 氢气 、 双(2-氧代-3-恶唑烷基)次磷酰氯 、 N,N-二异丙基乙胺 作用下， 以 N-甲基吡咯烷酮 、 甲醇 、 二氯甲烷 为溶剂， 25.0~110.0 ℃ 、506.62 kPa 条件下， 反应 3.33h， 生成 2-{1-methyl-4-[4-(1-methyl-4-(isoquinoline-3-carboxamido)-2-pyrrolecarboxamido)-1-benzamido]-2-imidazolecarboxamido}-1,1-dimethoxyethane
  参考文献：
  名称：

  DNA Binding Ligands with Improved in Vitro and in Vivo Potency against Drug-Resistant Staphylococcus aureus

  摘要：

  Potent in vivo activity against methicillin-resistant Staphylococcus aureus (MRSA) has been difficult to achieve with previously reported DNA binding antibacterials. Herein, we describe an efficient access to a focused library of new analogues yielding compounds with improved activity in a mouse peritonitis model. The most potent molecules (14 and 19) exhibit efficacy against MRSA at ED50 values of similar to1 and similar to5 mg/kg, respectively, and display excellent in vitro activity against vancomycin-resistant S. aureus.

  DOI：

  10.1021/jm049712g

文献信息

• DNA Binding Ligands with Improved in Vitro and in Vivo Potency against Drug-Resistant <i>Staphylococcus aureus</i>
  作者：Wenhao Hu、Roland W. Bürli、Jacob A. Kaizerman、Kirk W. Johnson、Matthew I. Gross、Mari Iwamoto、Peter Jones、Denene Lofland、Stacey Difuntorum、Hsiu Chen、Bülent Bozdogan、Peter C. Appelbaum、Heinz E. Moser

  DOI：10.1021/jm049712g

  日期：2004.8.1

  Potent in vivo activity against methicillin-resistant Staphylococcus aureus (MRSA) has been difficult to achieve with previously reported DNA binding antibacterials. Herein, we describe an efficient access to a focused library of new analogues yielding compounds with improved activity in a mouse peritonitis model. The most potent molecules (14 and 19) exhibit efficacy against MRSA at ED50 values of similar to1 and similar to5 mg/kg, respectively, and display excellent in vitro activity against vancomycin-resistant S. aureus.