1,1-dimethylethyl {2-[(7-chloro-1-cyclopropyl-3-{[(2-hydroxyethyl)amino]carbonyl}-4-oxo-1,4-dihydro-6-quinolinyl)amino]ethyl}carbamate | 1350922-91-6

• 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: 1,1-dimethylethyl {2-[(7-chloro-1-cyclopropyl-3-{[(2-hydroxyethyl)amino]carbonyl}-4-oxo-1,4-dihydro-6-quinolinyl)amino]ethyl}carbamate
• 英文别名: tert-butyl N-[2-[[7-chloro-1-cyclopropyl-3-(2-hydroxyethylcarbamoyl)-4-oxoquinolin-6-yl]amino]ethyl]carbamate
• CAS: 1350922-91-6
• 化学式: C₂₂H₂₉ClN₄O₅
• 分子量: 464.949
• InChiKey: KSRLLSQTZNDCOK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  32
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  120
• 氢给体数：
  4
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  1,1-dimethylethyl {2-[(7-chloro-1-cyclopropyl-3-{[(2-hydroxyethyl)amino]carbonyl}-4-oxo-1,4-dihydro-6-quinolinyl)amino]ethyl}carbamate 在 甲酸 、 三乙胺 、 三氟乙酸 作用下， 以 二氯甲烷 、 氯仿 、 水 、 乙腈 为溶剂， 反应 45.0h， 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 、 甲醇 、 水 为溶剂， 反应 37.0h， 生成 1,1-dimethylethyl {2-[(7-chloro-1-cyclopropyl-3-{[(2-hydroxyethyl)amino]carbonyl}-4-oxo-1,4-dihydro-6-quinolinyl)amino]ethyl}carbamate
  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

文献信息

• 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
  作者：Samra Kapić、Andrea Fajdetić、Sanja Koštrun、Ana Čikoš、Hana Čipčić Paljetak、Roberto Antolović、David J. Holmes、Sulejman Alihodžić

  DOI：10.1016/j.bmc.2011.07.011

  日期：2011.12

  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.