methyl 7-chloro-1-cyclopropyl-6-{[2-({[(1,1-dimethylethyl)oxy]carbonyl}amino)ethyl]amino}-4-oxo-1,4-dihydro-3-quinolinecarboxylate | 1350922-90-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: methyl 7-chloro-1-cyclopropyl-6-{[2-({[(1,1-dimethylethyl)oxy]carbonyl}amino)ethyl]amino}-4-oxo-1,4-dihydro-3-quinolinecarboxylate
• 英文别名: Methyl 7-chloro-1-cyclopropyl-6-[2-[(2-methylpropan-2-yl)oxycarbonylamino]ethylamino]-4-oxoquinoline-3-carboxylate
• CAS: 1350922-90-5
• 化学式: C₂₁H₂₆ClN₃O₅
• 分子量: 435.908
• InChiKey: KZNICBULCSLCBY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  30
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  97
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  methyl 7-chloro-1-cyclopropyl-6-{[2-({[(1,1-dimethylethyl)oxy]carbonyl}amino)ethyl]amino}-4-oxo-1,4-dihydro-3-quinolinecarboxylate 在 甲酸 、 三乙胺 、 三氟乙酸 作用下， 以 甲醇 、 二氯甲烷 、 氯仿 、 水 、 乙腈 为溶剂， 反应 57.0h， 生成 4''-O-[3-({2-[(1-cyclopropyl-1,4-dihydro-3-{[(2-hydroxyethyl)amino]carbonyl}-7-chloro-4-oxo-6-quinolyl)amino]ethyl}-methyl-amino)propanoyl]-9-deoxo-9a-methyl-9a-aza-9a-homoerytromycin A
  参考文献：
  名称：

  Synthesis and activity of new macrolones: Conjugates between 6(7)-(2′-aminoethyl)-amino-1-cyclopropyl-3-carboxylic acid (2′-hydroxyethyl) amides and 4″-propenoyl-azithromycin

  摘要：

  A set of novel macrolones containing the flexible C8 basic linker and quinolone 3-(2 '-hydroxyethyl)carboxamido group has been prepared and structurally characterized by NMR and IR spectroscopy, mass spectrometry and molecular modeling. The new compounds were evaluated in vitro against a panel of erythromycin-susceptible and erythromycin-resistant Gram-positive and Gram-negative bacterial strains. Compared to azithromycin, most of the compounds exhibited improved in vitro potency against the key respiratory pathogens. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.07.011
• 作为产物：
  描述：

  6-[(2-氨基乙基)氨基]-7-氯-1-环丙基-1,4-二氢-4-氧代-喹啉-3-羧酸 在 盐酸 、 sodium hydroxide 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 25.0h， 生成 methyl 7-chloro-1-cyclopropyl-6-{[2-({[(1,1-dimethylethyl)oxy]carbonyl}amino)ethyl]amino}-4-oxo-1,4-dihydro-3-quinolinecarboxylate
  参考文献：
  名称：

  Synthesis and activity of new macrolones: Conjugates between 6(7)-(2′-aminoethyl)-amino-1-cyclopropyl-3-carboxylic acid (2′-hydroxyethyl) amides and 4″-propenoyl-azithromycin

  摘要：

  A set of novel macrolones containing the flexible C8 basic linker and quinolone 3-(2 '-hydroxyethyl)carboxamido group has been prepared and structurally characterized by NMR and IR spectroscopy, mass spectrometry and molecular modeling. The new compounds were evaluated in vitro against a panel of erythromycin-susceptible and erythromycin-resistant Gram-positive and Gram-negative bacterial strains. Compared to azithromycin, most of the compounds exhibited improved in vitro potency against the key respiratory pathogens. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.07.011