139693-52-0

Basic information

• Product Name: 6-cyclopropyl-8,9-difluoro-7-methoxy-4-oxo-4,6-dihydro-2H-1l3-[1,3]dioxino[5,6-c]quinoline-2,2-diyl diacetate
• Synonyms: 6-cyclopropyl-8,9-difluoro-7-methoxy-4-oxo-4,6-dihydro-2H-1l3-[1,3]dioxino[5,6-c]quinoline-2,2-diyl diacetate;Moxifloxacin Impurity I;Moxifloxacin Boron Complex Impurity;6-cyclopropyl-8,9-difluoro-7-methoxy- 4-oxo-4,6-dihydro-2H-1l3,2l4- [1,3,2]dioxaborinino[5,6-c]quinoline- 2,2-diyl diacetate
• CAS NO: 139693-52-0
• Molecular Formula: C₁₈H₁₆BF₂NO₈
• Molecular Weight: 425.3369864
• Mol File: 139693-52-0.mol
• Article Data: 16

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 6-cyclopropyl-8,9-difluoro-7-methoxy-4-oxo-4,6-dihydro-2H-1l3-[1,3]dioxino[5,6-c]quinoline-2,2-diyl diacetate(CAS DataBase Reference)
• NIST Chemistry Reference: 6-cyclopropyl-8,9-difluoro-7-methoxy-4-oxo-4,6-dihydro-2H-1l3-[1,3]dioxino[5,6-c]quinoline-2,2-diyl diacetate(139693-52-0)
• EPA Substance Registry System: 6-cyclopropyl-8,9-difluoro-7-methoxy-4-oxo-4,6-dihydro-2H-1l3-[1,3]dioxino[5,6-c]quinoline-2,2-diyl diacetate(139693-52-0)

Safety Data

• Hazardous Substances Data: 139693-52-0(Hazardous Substances Data)

Usage

Uses

(T-4)-Bis(acetato-κO)[1-cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-(oxo-κO)-3-quinolinecarboxylato-κO3]boron is studied for in vitro antibacterial activity.

Upstream product

• 108-24-7 acetic anhydride 
• 112811-71-9 ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate 
• 11113-50-1 boric acid 
• 112811-72-0 1-cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinolinecarboxylic acid 
• 1103242-32-5 boron trioxide 
• 4887-24-5 triacetoxyborane 

Downstream Products

• 186826-86-8 moxifloxacin hydrochloride 
• 1446946-23-1 7-[3-amino-4-(4'-bromo-2'-methoxybenzyloxyimino)piperidin-1-yl]-1-cyclopropyl-6-fluoro-8-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylic acid 
• 1446946-25-3 7-[3-amino-4-(2',5'-dimethoxybenzyloxyimino)piperidin-1-yl]-1-cyclopropyl-6-fluoro-8-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylic acid 
• 1446946-26-4 7-[3-amino-4-(3',5'-dimethoxybenzyloxyimino)piperidin-1-yl]-1-cyclopropyl-6-fluoro-8-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylic acid 
• 1446946-27-5 7-[3-amino-4-(2',3'-dimethoxybenzyloxyimino)piperidin-1-yl]-1-cyclopropyl-6-fluoro-8-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylic acid 
• 1446946-28-6 7-[3-amino-4-(3',4'-dimethoxybenzyloxyimino)piperidin-1-yl]-1-cyclopropyl-6-fluoro-8-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylic acid 
• 1446946-30-0 7-[3-amino-4-(2'-methoxybenzyloxyimino)piperidin-1-yl]-1-cyclopropyl-6-fluoro-8-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylic acid 
• 1446946-31-1 7-[3-amino-4-(3'-methoxybenzyloxyimino)piperidin-1-yl]-1-cyclopropyl-6-fluoro-8-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylic acid 
• 1446946-32-2 7-[3-amino-4-(4'-methoxybenzyloxyimino)piperidin-1-yl]-1-cyclopropyl-6-fluoro-8-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylic acid 
• 1446946-33-3 7-[3-amino-4-(4'-fluorobenzyloxyimino)piperidin-1-yl]-1-cyclopropyl-6-fluoro-8-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylic acid 
• 1446946-34-4 7-[3-amino-4-(4'-chlorobenzyloxyimino)piperidin-1-yl]-1-cyclopropyl-6-fluoro-8-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylic acid 
• 1446946-35-5 7-(3-amino-4-benzyloxyiminopiperidin-1-yl)-1-cyclopropyl-6-fluoro-8-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylic acid 
• 1394029-14-1 moxifloxacin hydrochloride 
• 172426-88-9 7-amino-1-cyclopropyl-6-fluoro-1,4-dihydro-8-methoxy-4-oxoquinoline-3-carboxylic acid 

Relevant articles and documents

Synthesis method of moxifloxacin hydrochloride oxide impurity

The invention relates to a synthesis method of a moxifloxacin hydrochloride oxide impurity as shown in a formula I-1. The method comprises the following steps: step 1) reacting a compound I-5 with a compound I-4 to obtain a compound I-6; and 2) removing a protecting group from the compound I-6 prepared in the step 1) under an acidic condition to obtain a compound I-1, namely the moxifloxacin hydrochloride oxide impurity.

Preparation method of moxifloxacin hydrochloride

The invention discloses a preparation method of moxifloxacin hydrochloride, and the preparation method comprises the following steps: (1) preparing 1-cyclopropyl-6,7-difluoro-8-methoxy-1,4-dihydro-4-oxoquinoline-3-carboxylic acid-O3,O4-boron diacetate, and (2) carrying out a reaction on the 1-cyclopropyl-6,7-difluoro-8-methoxy-1,4-dihydro-4-oxoquinoline-3-carboxylic acid-O3,O4-boron diacetate; (2)adding the 1-cyclopropyl-6,7-difluoro-8-methoxy-1,4-dihydro-4-oxoquinoline-3-carboxylic acid-O3,O4-boron diacetate and (S,S)-2,8-diazabicyclo[4.3.0]nonane in a solvent in the presence of an acid-binding agent to obtain a borane condensate, removing the solvent, dissolving the borane condensate in water, and adding hydrochloric acid to form salt and crystallize to obtain moxifloxacin hydrochloride. According to the preparation method, the borane condensate is dissolved in water, and hydrochloric acid is added for salifying and crystallizing, so that genotoxic impurities such as chloromethaneand chloroethane are not generated, and an impurity C is not generated; therefore, moxifloxacin hydrochloride prepared by means of the preparation method is high in purity and low in risk.

Moxifloxacin hydrochloride new preparation method

The invention provides a method for preparing a moxifloxacin intermediate and moxifloxacin hydrochloride, which comprises the following steps: carrying out condensation reaction on main ring chelate disclosed as Formula (I) and (S,S)-2,8-diazabicyclo-[4.3.0]nonane in the presence of an acid acceptor in a solvent, acidifying for salification, crystallizing, filtering, washing and drying to obtain the moxifloxacin hydrochloride. The method is characterized in that the solvent in the condensation reaction is alcohol. The condensation reaction is carried out in the alcohol solvent at the controlled temperature of 30-80 DEG C (preferably lower temperature), so the method has the advantage of mild reaction conditions, greatly reduces the generation of impurities, saves the energy; the alcohol solvent can be directly acidified after sufficient reaction, thereby saving the complex step of removing acetonitrile by evaporation and greatly simplifying the steps; and the method is suitable for industrial production.