methyl 7-[(2-aminoethyl)amino]-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydro-3-quinolinecarboxylate | 528851-86-7

• 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-[(2-aminoethyl)amino]-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydro-3-quinolinecarboxylate
• 英文别名: Methyl 7-(2-aminoethylamino)-1-cyclopropyl-6-fluoro-4-oxoquinoline-3-carboxylate
• CAS: 528851-86-7
• 化学式: C₁₆H₁₈FN₃O₃
• 分子量: 319.336
• InChiKey: QXBZYMGFSUFIPO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  84.7
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  methyl 7-[(2-aminoethyl)amino]-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydro-3-quinolinecarboxylate 在 三氟乙酸 、 sodium hydroxide 作用下， 以 1,4-二氧六环 、 甲醇 、 二氯甲烷 、 水 为溶剂， 反应 85.0h， 生成 7-[(2-aminoethyl)amino]-1-cyclopropyl-6-fluoro-N-(2-hydroxyethyl)-4-oxo-1,4-dihydro-3-quinolinecarboxamide
  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：

  甲醇 、 7-(2-氨基乙基氨基)-1-环丙基-6-氟-4-氧代喹啉-3-羧酸 在 硫酸 、 sodium hydroxide 作用下， 反应 48.0h， 以72%的产率得到methyl 7-[(2-aminoethyl)amino]-1-cyclopropyl-6-fluoro-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

文献信息

• Macrolides
  申请人：Alihodzic Suleman

  公开号：US20050080025A1

  公开（公告）日：2005-04-14

  The present invention relates to 14 or 15 membered macrolides substituted at the 4 th position of formula (I) and pharmaceutically acceptable salts and solvates thereof, to processes for their preparation and their use in therapy or prophylaxis of systemic or topical bacterial infections in a human or animal body.

  本发明涉及在式(I)的第4位取代的14或15成员大环内酯及其药学上可接受的盐和溶剂化物，以及它们的制备方法和在人或动物体内治疗或预防系统性或局部细菌感染的用途。
• MACROLIDES
  申请人：GLAXO GROUP LIMITED

  公开号：EP1453846A1

  公开（公告）日：2004-09-08
• 14 OR 15 MEMBERED MACROLIDES WITH ANTIBACTERIAL ACTIVITY
  申请人：GLAXO GROUP LIMITED

  公开号：EP1453846B1

  公开（公告）日：2007-05-16
• US7202221B2
  申请人：——

  公开号：US7202221B2

  公开（公告）日：2007-04-10
• [EN] MACROLIDES<br/>[FR] MACROLIDES
  申请人：GLAXO GROUP LTD

  公开号：WO2003042228A1

  公开（公告）日：2003-05-22

  The present invention relates to 14 or 15 membered macrolides substitued at the 4' position of formula (I) and pharmaceutically acceptable salts and solvates thereof, to processes for their preparation and their use in therapy or prophylaxis of systemic or topical bacterial infections in a human or animal body.