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Novel method for preparing clavulanate

A technology of clavulanate and clavulanic acid, which is applied in the field of biomedicine, can solve the problems of increasing the difficulty of solvent recovery, and achieve the effects of avoiding solvent recovery problems, reducing dosage, and high yield

Active Publication Date: 2008-10-08
LUNAN PHARMA GROUP CORPORATION
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

But this method uses the ketone or alcohol solution of alkyl acid alkali metal salt to directly add in ethyl acetate, can cause two or more organic solvents to mix, has increased the difficulty of solvent recovery

Method used

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  • Novel method for preparing clavulanate

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0019] Ethyl acetate extract of clavulanic acid, dehydrated and decolorized. K 2 CO 3 (1.0 equivalent) dissolved in pure water to prepare a 60% solution (m / v), slowly added to the above extract, the mixture was stirred at 5°C for 45 minutes, and allowed to stand for layers. The aqueous phase containing clavulanic acid was collected, 30 times the volume of isopropanol was slowly added, and the mixture was stirred at 5° C. for 120 minutes. The crystalline product was filtered and the crystals were washed with acetone. The crystals were dried in a vacuum dryer (30° C.) for about 2 hours to obtain 240 g of potassium clavulanate (yield 78%).

Embodiment 2

[0021] Methyl acetate extract of clavulanic acid, dehydrated and decolorized. KHCO3 (1.1 equivalent) was dissolved in pure water to make a 30% solution (m / v), and the above extract was slowly added, the mixture was stirred at 5° C. for 45 minutes, and allowed to stand to separate into layers. The aqueous phase was collected, and the aqueous solution containing clavulanic acid was slowly added with 30 times the volume of isopropanol, and the mixture was stirred at 5°C for 120 minutes. The crystalline product was filtered and the crystals were washed with acetone. The crystals were dried in a vacuum dryer (30° C.) for about 2 hours to obtain 218 g of potassium clavulanate (yield 71%).

Embodiment 3

[0023] Methyl ethyl ketone extract of clavulanic acid, dehydrated and decolorized. K 2 CO3 (1.2 equivalents) was dissolved in pure water to make a 50% solution (m / v), and the above extract was added slowly, the mixture was stirred at 5°C for 45 minutes, and the layers were separated. The aqueous phase was collected, and the aqueous solution containing clavulanic acid was slowly added with 35 times the volume of isopropanol, and the mixture was stirred at 5° C. for 120 minutes. The crystalline product was filtered and the crystals were washed with acetone. The crystals were dried in a vacuum dryer (30° C.) for about 2 hours to obtain 250 g of potassium clavulanate (yield 82%).

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Abstract

The invention relates to biological medicine field and in particular relates to a new method to prepare pharmaceutically acceptable salt from fermentation broth of streptomyces sp. The method directly uses alkali carbonate and bicarbonate to prepare clavulanate potassium or other pharmaceutically acceptable salt without producing intermediate compound clavulanic acid. The invention is simple in process and is suitable for industrial production.

Description

technical field [0001] The invention belongs to the field of biomedicine, in particular to a new method for preparing pharmaceutically acceptable salts from Streptomyces sp. fermentation broth. Background technique [0002] Clavulanic acid is of the formula (2R,5R,Z)-3-(2-hydroxyethylidene)-7-oxo-4-oxa-1-azabicyclo[3.2.0]heptane-2 -The common name of carboxylic acid, the structural formula is as follows: [0003] [0004] Its alkali metal salt is a relatively stable and active β-lactamase inhibitor, and only its potassium salt is currently on the market. In addition to inhibiting the action of β-lactamase, potassium clavulanate has a synergistic effect when used in combination with penicillins and cephalosporins β-lactam antibiotics, which can prevent the problem of drug resistance of β-lactam antibiotics. [0005] Since potassium clavulanate is unstable to heat, the conventional extraction process will inactivate potassium clavulanate. The known manufacture method of ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D503/18C07D503/02A61P31/04
Inventor 赵志全
Owner LUNAN PHARMA GROUP CORPORATION
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