7-[(4Z)-3-(aminomethyl)-4-(methoxyimino)-1-pyrrolidinyl]-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid formate | 916887-94-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 7-[(4Z)-3-(aminomethyl)-4-(methoxyimino)-1-pyrrolidinyl]-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid formate
• 英文别名: 7-[(4Z)-3-(aminomethyl)-4-methoxyiminopyrrolidin-1-yl]-1-cyclopropyl-6-fluoro-4-oxo-1,8-naphthyridine-3-carboxylic acid;formic acid
• CAS: 916887-94-0
• 化学式: CH₂O₂*C₁₈H₂₀FN₅O₄
• 分子量: 435.412
• InChiKey: USWLFELPJHWRFQ-CWUUNJJBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.67
• 重原子数：
  31
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  159
• 氢给体数：
  3
• 氢受体数：
  12

反应信息

• 作为产物：
  描述：

  甲酸 、 gemifloxacin 以 乙醇 、 水 为溶剂， 反应 0.17h， 生成 7-[(4Z)-3-(aminomethyl)-4-(methoxyimino)-1-pyrrolidinyl]-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid formate
  参考文献：
  名称：

  WO2006/134431

  摘要：

  公开号：

文献信息

• Process for the preparation of amorphous gemifloxacin
  申请人：Hetero Drugs Limited

  公开号：EP2161269A1

  公开（公告）日：2010-03-10

  A process for the preparation of amorphous gemifloxacin comprising preparing a solution of gemifloxacin in dimethylformamide or methylene chloride, and isolating amorphous gemifloxacin from the solution.

  一种制备非晶态吉米沙星的方法，包括制备二甲基甲酰胺或氯甲烷中的吉米沙星溶液，并从溶液中分离非晶态吉米沙星。
• GEMIFLOXACIN PROCESS AND POLYMORPHS
  申请人：PARTHASARADHI REDDY Bandi

  公开号：US20110136855A1

  公开（公告）日：2011-06-09

  The present invention provides a novel process for the preparation of gemifloxacin and its pharmaceutically acceptable acid addition salts in high yield. The present invention also relates to novel polymorphs of gemifloxacin free base and its hydrates to the processes for their preparation and to pharmaceutical compositions comprising them. The present invention also relates to infusion solutions of gemifloxacin and to processes for their preparation. Thus, 7-chloro-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydro-1,8-naphth-yridine-3-carboxylic acid is reacted with a mixture of acetic anhydride, acetic acid and boric acid to give borane compound, which is then treated with 4-Aminomethyl-3-methoxyimino-pyrrolidinium dimethanesulfonate in presence of triethylamine, followed by treatment with 3.5% sodium hydroxide solution to give gemifloxacin free base.

  本发明提供了一种制备吉米沙星及其药学上可接受的酸盐的新方法，其产率高。本发明还涉及吉米沙星游离碱的新多晶形态及其水合物的制备方法，以及包含它们的制药组合物。本发明还涉及吉米沙星的输注溶液及其制备方法。因此，7-氯-1-环丙基-6-氟-4-氧代-1,4-二氢-1,8-萘啉-3-羧酸与乙酸酐、乙酸和硼酸混合物反应，得到硼烷化合物，然后在三乙胺的存在下，用4-氨基甲基-3-甲氧基亚胺吡咯烷二甲磺酸盐处理，随后用3.5％的氢氧化钠溶液处理，得到吉米沙星游离碱。
• Gemifloxacin process and polymorphs
  申请人：Hetero Drugs Limited

  公开号：EP2159225A1

  公开（公告）日：2010-03-03

  Gemifloxacin lactate and gemiflxacin formate, processes for the preparation thereof and pharmaceutical compositions containing gemifloxacin lactate or gemiflxacin formate.

  Gemifloxacin乳酸盐和Gemiflxacin甲酸盐，其制备方法以及含有Gemifloxacin乳酸盐或Gemiflxacin甲酸盐的制药组合物。
• Gemifloxacin hydrates
  申请人：Hetero Drugs Limited

  公开号：EP2161270A1

  公开（公告）日：2010-03-10

  Gemifloxacin hemihydrate, monohydrate and sesquihydrate, processes for the preparation thereof and pharmaceutical compositions containing gemifloxacin hemihydrate, monohydrate and sesquihydrate.

  Gemifloxacin半水合物、单水合物和1.5倍水合物的制备方法及含有Gemifloxacin半水合物、单水合物和1.5倍水合物的药物组合物。
• Gemifloxacin Process and Polymorphs
  申请人：Parthasaradhi Reddy Bandi

  公开号：US20080293760A1

  公开（公告）日：2008-11-27

  The present invention provides a novel process for the preparation of gemifloxacin and its pharmaceutically acceptable acid addition salts in high yield. The present invention also relates to novel polymorphs of gemifloxacin free base and its hydrates to the processes for their preparation and to pharmaceutical compositions comprising them. The present invention also relates to infusion solutions of gemifloxacin and to processes for their preparation. Thus, 7-chloro-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid is reacted with a mixture of acetic anhydride, acetic acid and boric acid to give borane compound, which is then treated with 4-Aminomethyl-3-methoxyimino-pyrrolidinium dimethanesulfonate in presence of triethylamine, followed by treatment with 3.5% sodium hydroxide solution to give gemifloxacin free base.

  本发明提供了一种新的工艺，用于高产率制备吉米沙星及其药学上可接受的酸盐。本发明还涉及吉米沙星游离基和其水合物的新晶型，以及它们的制备工艺和包含它们的药物组合物。本发明还涉及吉米沙星的输注溶液及其制备工艺。因此，7-氯-1-环丙基-6-氟-4-氧代-1,4-二氢-1,8-萘啶-3-羧酸与乙酸酐、乙酸和硼酸混合物反应，得到硼烷化合物，然后在三乙胺存在下用4-氨甲基-3-甲氧基亚胺吡咯啉二甲磺酸盐处理，随后用3.5%的氢氧化钠溶液处理，得到吉米沙星游离基。