S-(-)-9-fluoro-6,7-dihydro-8-(4-hydroxypiperidin-1-yl)-5-methyl-1-oxo-1H,5H-benzo[i,j]quinolizine-2-carboxylic acid L-arginine salt tetrahydrate

• 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: S-(-)-9-fluoro-6,7-dihydro-8-(4-hydroxypiperidin-1-yl)-5-methyl-1-oxo-1H,5H-benzo[i,j]quinolizine-2-carboxylic acid L-arginine salt tetrahydrate
• 英文别名: S-(-)-9-fluoro-6,7-dihydro-8-(4-hydroxypiperidin-1-yl)-5-methyl-1-oxo-1H,5H-benzo[i,j]quinolizine-2-carboxylic acid L-arginine salt；S-(-)-nadifloxacin arginine salt；levonadifloxacin；WCK 771；S-(-)-9-fluoro-6,7-dihydro-8-(4-hydroxypiperidin-1-yl)-5-methyl-1-oxo-1H,5H-benzo[i,j]quinolizine-2-carboxylic acid, L-arginine salt；S-(-)-9-fluoro-6,7-dihydro-8-(4-hydroxypiperidin-1-yl)-5-methyl-1-oxo-1H,5H-benzo[i,j]quinolizine-2-carboxylic acid arginine salt；[(1S)-1-carboxy-4-(diaminomethylideneamino)butyl]azanium;(12S)-7-fluoro-8-(4-hydroxypiperidin-1-yl)-12-methyl-4-oxo-1-azatricyclo[7.3.1.05,13]trideca-2,5,7,9(13)-tetraene-3-carboxylate
• 化学式: C₆H₁₄N₄O₂*C₁₉H₂₁FN₂O₄
• 分子量: 534.588
• InChiKey: WIFOPRFVQIVWTB-YBVIJTQESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.76
• 重原子数：
  38
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  209
• 氢给体数：
  6
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  S-(-)-9-fluoro-6,7-dihydro-8-(4-hydroxypiperidin-1-yl)-5-methyl-1-oxo-1H,5H-benzo[i,j]quinolizine-2-carboxylic acid L-arginine salt tetrahydrate 在 水 作用下， 以 丙酮 为溶剂， 反应 0.25h， 以80%的产率得到L-arginine salt of levonadifloxacin
  参考文献：
  名称：

  US2005/54666

  摘要：

  公开号：
• 作为产物：
  描述：

  L-精氨酸 、 左氧那地沙星 以 水 、 丙酮 为溶剂， 反应 3.0h， 以81%的产率得到S-(-)-9-fluoro-6,7-dihydro-8-(4-hydroxypiperidin-1-yl)-5-methyl-1-oxo-1H,5H-benzo[i,j]quinolizine-2-carboxylic acid L-arginine salt tetrahydrate
  参考文献：
  名称：

  [EN] CRYSTALLINE FLUOROQUINOLONE ARGININE SALT FORM
  [FR] FORME CRISTALLINE DE SEL D'ARGININE DE FLUOROQUINOLONE

  摘要：

  本发明涉及RS-(±)-9-氟-6,7-二氢-8-(4-羟基哌啶-1-基)-5-甲基-1-氧-1H,5H-苯并[i,j]喹啉-2-羧酸，S-(-)-9-氟-6,7-二氢-8-(4-羟基哌啶-1-基)-5-甲基-1-氧-1H,5H-苯并[i,j]喹啉-2-羧酸，R-(+)-9-氟-6,7-二氢-8-(4-羟基哌啶-1-基)-5-甲基-1-氧-1H,5H-苯并[i,j]喹啉-2-羧酸的新精氨酸盐形式，其制备方法和药物制剂，其中该精氨酸盐形式作为活性成分用于治疗微生物感染。

  公开号：

  WO2003099815A1

文献信息

• CRYSTALLINE FLUOROQUINOLONE ARGININE SALT FORM
  申请人：WOCKHARDT LIMITED

  公开号：US20030225119A1

  公开（公告）日：2003-12-04

  The invention relates to the new arginine salt forms of RS-(±)-9-fluoro-6,7-dihydro-8-(4-hydroxypiperidin-1-yl)-5-methyl-1-oxo-1H,5H-benzo[i,j]quinolizine-2-carboxylic acid, S-(−)-9-fluoro-6,7-dihydro-8-(4-hydroxypiperidin-1-yl)-5-methyl-1-oxo-1H,5H-benzo[i,j]quinolizine-2-carboxylic acid, R-(+)-9-fluoro-6,7-dihydro-8-(4-hydroxypiperidin-1-yl)-5-methyl-1-oxo-1H,5H-benzo[i,j]quinolizine-2-carboxylic acid, a process for their preparation and pharmaceutical formulations which comprise those arginine salt forms as the active ingredient for its use in treating microbial infections.

  本发明涉及RS-(±)-9-氟-6,7-二氢-8-(4-羟基哌啶-1-基)-5-甲基-1-氧代-1H,5H-苯并[i,j]喹啉-2-羧酸、S-(−)-9-氟-6,7-二氢-8-(4-羟基哌啶-1-基)-5-甲基-1-氧代-1H,5H-苯并[i,j]喹啉-2-羧酸、R-(+)-9-氟-6,7-二氢-8-(4-羟基哌啶-1-基)-5-甲基-1-氧代-1H,5H-苯并[i,j]喹啉-2-羧酸的新精氨酸盐形式，以及其制备方法和药物配方，其中该精氨酸盐形式作为活性成分用于治疗微生物感染。
• [EN] PURES-(-)-9-FLUORO-6,7-DIHYDRO-8-(4-HYDROXYPIPERIDIN-1-YL)-5-METHYL-1-OXO-1H,-5H-BENZO[I,J]QUINOLIZINE-2- CARBOXYLIC ACID L-ARGININE SALT TETRAHYDRATE AND A PROCESS FOR ITS PREPARATION<br/>[FR] SEL PUR TÉTRAHYDRATÉ DE L-ARGININE D'ACIDE S-(-)-9-FLUORO-6,7-DIHYDRO- 8-(4-HYDROXYPIPÉRIDIN-1-YL)-5-MÉTHYL-1-OXO-1H,-5H-BENZO[I,J]QUINOLIZINE- 2-CARBOXYLIQUE
  申请人：WOCKHARDT LTD

  公开号：WO2013046061A1

  公开（公告）日：2013-04-04

  Pure S-(-)-9-fluoro-6,7-dihydro-8-(4-hydroxypiperidin-1-yl)-5-methyl-1-oxo-1H,- 5H-benzo[i,j]quinolizine-2-carboxylic acid L-arginine salt tetrahydrate and a process for its preparation is disclosed.

  本发明公开了纯S-(-)-9-氟-6,7-二氢-8-(4-羟基哌啶-1-基)-5-甲基-1-氧代-1H,-5H-苯并[i,j]喹啉-2-羧酸L-精氨酸盐四水合物及其制备方法。
• PURES-(-)-9-FLUORO-6,7-DIHYDRO-8-(4-HYDROXYPIPERIDIN-1-YL)-5-METHYL-1-OXO-1H,-5H-BENZO[I,J]QUINOLIZINE-2- CARBOXYLIC ACID L-ARGININE SALT TETRAHYDRATE AND A PROCESS FOR ITS PREPARATION
  申请人：Gangakhedkar Kiran Kumar

  公开号：US20140296280A1

  公开（公告）日：2014-10-02

  Pure S-(−)-9-fluoro-6,7-dihydro-8-(4-hydroxypiperidin-1-yl)-5-methyl-1-oxo-1H,-5H-benzo[i,j]quinolizine-2-carboxylic acid L-arginine salt tetrahydrate and a process for its preparation is disclosed.

  本发明公开了纯的S-(−)-9-氟-6,7-二氢-8-(4-羟基哌啶-1-基)-5-甲基-1-氧代-1H,-5H-苯并[i,j]喹啉-2-羧酸L-精氨酸盐四水合物及其制备方法。
• BENZOQUINOLIZINE-2-CARBOXYLIC ACID ARGININE SALT TETRAHYDRATE
  申请人：Wockhardt Limited

  公开号：EP1660495A1

  公开（公告）日：2006-05-31
• PRODRUGS OF BENZOQUINOLIZINE-2-CARBOXYLIC ACID
  申请人：Wockhardt Limited

  公开号：EP1993547B1

  公开（公告）日：2012-08-22