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Method for removing impurity delta<2>-isomer from cefotetan disodium

A technology for cefotetan disodium and impurities is applied in the field of removing impurity Δ2-isomer in cefotetan disodium, which can solve the problems of short process route, affecting the product quality and drug safety of cefotetan disodium, and shortening the reaction time. time, simplified post-processing, high product purity

Inactive Publication Date: 2011-08-24
JUMPCAN PHARMA GRP
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The process route is short, does not require column chromatography separation, and is suitable for industrial production, but the impurity Δ in cefotetan disodium 2 -isomer (formula (I)) can not be removed effectively, has influenced cefotetan disodium product quality and drug safety to a certain extent

Method used

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  • Method for removing impurity delta&lt;2&gt;-isomer from cefotetan disodium

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Embodiment 1

[0018] Weigh 10.0g of crude cefotetan disodium, 0.5g of cuprous hydride, and 1.3g of tributyltin hydride into 200mL of acetonitrile, stir and mix evenly under nitrogen protection, keep the reaction at 40°C for 1 hour, and pour into 5% dilute hydrochloric acid , 1200ml of ethyl acetate extracts the aqueous phase three times, the ethyl acetate phases are combined, the ethyl acetate phase is washed with 250ml of water, dried over anhydrous sodium sulfate, filtered, the ethyl acetate is concentrated under reduced pressure, treated with sodium bicarbonate and filtered to obtain cefotetan II Sodium 9.4g, yield 94%.

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Abstract

The invention relates to a method for removing an impurity, namely delta<2>-isomer from cefotetan disodium. Specifically, the method comprises the following steps of: adding crude cefotetan disodium, copper (I) hydride and tri-n-butyl tin hydride into acetonitrile, stirring uniformly under the protection of nitrogen, reacting under thermal insulation, pouring the obtained product into 5 percent diluted hydrochloric acid, extracting an aqueous phase by using ethyl acetate, mixing ethyl acetate phases, washing the merged ethyl acetate phase by using water, drying by using anhydrous sodium sulfate, filtering, concentrating ethyl acetate under reduced pressure, treating by using sodium bicarbonate, and filtering to obtain the cefotetan disodium. The yield is up to 94 percent.

Description

technical field [0001] The invention relates to a method for removing impurity Δ in cefotetan disodium 2 -isomer's approach. Background technique [0002] Cefotetan disodium, chemical name [6R-(6α,7α)]-7-[[[4-(2-amino-1-carboxy-2-oxoethylene)-1,3-disulfide Heterocyclobutan-2-yl]carbonyl]amino]-7-methoxy-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-8-oxo -5-Thia-1-azabicyclo[4,2,0]oct-2-ene-2-carboxylic acid disodium salt is a second-generation cephalosporin antibiotic developed by Japan Yamanouchi Pharmaceutical Co., Ltd. in March 1984 Listed in Japan, whether in vitro or in vivo, cefotetan has strong antibacterial activity against Escherichia coli, Klebsiella, Proteus, Haemophilus influenzae, Escherichia coli, citric acid bacteria, Serratia All showed broad-spectrum antibacterial activity. The efficacy of cefotetan in many infections caused by Gram-positive and negative bacteria, such as urinary tract infection, lower respiratory tract infection, meningitis, bacteremia o...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D501/57C07D501/12
Inventor 曹龙祥董自波牛犇
Owner JUMPCAN PHARMA GRP
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