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A kind of synthetic method of carbenicillin sodium impurity d

A technology of carbenicillin sodium and synthesis method, which is applied in the field of medicinal chemistry, can solve problems such as poor stability and difficult preparation of carbenicillin sodium impurity D, and achieve the effects of controlling deterioration, environmental friendliness, and easy and safe preparation

Active Publication Date: 2018-10-16
SHANGHAI NEW ASIA PHARMA
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0010] The present invention aims to overcome the above-mentioned defects, and provides a kind of environmentally friendly, simple and safe process for preparing carbenicillin sodium impurity D, which can solve the problem of difficult preparation of carbenicillin sodium impurity D, while overcoming Benzicillin sodium impurity D and carbenicillin sodium impurity G are in the process of preparation or after obtaining the product, resulting in poor stability due to interconversion

Method used

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  • A kind of synthetic method of carbenicillin sodium impurity d
  • A kind of synthetic method of carbenicillin sodium impurity d
  • A kind of synthetic method of carbenicillin sodium impurity d

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Embodiment 1

[0055] At room temperature, dissolve 20 g of carbenicillin sodium in 100 ml of deuterated water, and slowly add 10 M deuterated sodium hydroxide aqueous solution dropwise after dissolving to keep the pH value of the solution between 11.5-12.5, and stir for 2 hours. Concentrated hydrochloric acid (D 2 (0), adjust the pH value at about 1.8, and cool the mixture to 1-5° C., and filter to obtain 14 g of white crystals with a purity of 99.0%.

Embodiment 2

[0057] At room temperature, dissolve 8 g of carbenicillin sodium in 40 ml of deuterated water, and slowly add 10 M deuterated sodium hydroxide aqueous solution dropwise after dissolving to keep the pH value of the solution between 11.5-12.5, and stir for 2 hours. Concentrated hydrochloric acid was slowly added to the reaction solution to adjust the pH value to about 1.8, and the mixture was cooled to 1-5° C., and filtered to obtain 7.5 g of white crystals with a purity of 97.6%.

Embodiment 3

[0059] At room temperature, dissolve 8 g of carbenicillin sodium in 40 ml of deuterated water, and slowly add 10 M deuterated sodium hydroxide aqueous solution dropwise after dissolving to keep the pH value of the solution between 10-11.5, and stir for 2 hours. Concentrated hydrochloric acid was slowly added to the reaction liquid to adjust the pH value to about 1.8, and the mixture was cooled to 1-5°C, and filtered to obtain 7 g of white crystals with a purity of 97.4%.

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Abstract

The invention provides a synthetic method of carbenicillin sulphate impurity-D. The synthetic method is characterized in that carbenicillin sulphate is subjected to degradation reaction under the action of strong base at the temperature below 50 DEG C to obtain the carbenicillin sulphate impurity-D; degradation reaction is conducted in deuterated solvent. According to the carbenicillin sulphate impurity-D prepared with the method, mutual conversion between the arbenicillin sulphate impurity-D and rbenicillin sulphate impurity-G can be effectively controlled, the carbenicillin sulphate impurity-D is environment friendly, simpler and safer to prepare and high in purity, and a guarantee is provided to quality detection and research of impurities of carbenicillin sulphate products.

Description

technical field [0001] The invention relates to the field of medicinal chemistry, in particular to a method for synthesizing carbenicillin sodium impurity D. Background technique [0002] Carbenicillin is a broad-spectrum semisynthetic antipseudomonal penicillin. The product is carbenicillin sodium salt. The mechanism of action of carbenicillin is to affect the synthesis of bacterial cell wall by interfering with mucopeptide cross-linking, resulting in defect or weakness of cell wall, deformity of bacteria, followed by rapid dissolution and death, thus playing an antibacterial effect. Carbenicillin is a broad-spectrum semi-synthetic penicillin. Its antibacterial spectrum is basically similar to that of ampicillin. It is characterized by its strong effect on Pseudomonas aeruginosa and indole-positive Proteus, and its effect on other Gram-positive and negative bacteria is similar to or weaker than that of ampicillin. This product is not resistant to penicillinase and is not...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D277/06
CPCC07D277/06
Inventor 管海英蒋海平崔万胜曾垂宇商鼎
Owner SHANGHAI NEW ASIA PHARMA