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Cefadroxil compound and preparation method thereof

A cefadroxil compound and a technology for cefadroxil are applied in the field of purifying cefadroxil compounds and preparation methods thereof, and can solve the problems of low purity and low yield of cefadroxil

Inactive Publication Date: 2013-07-10
HAINAN MEIDA PHARMA
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The cefadroxil purity that above-mentioned method makes is lower, and yield is also not high

Method used

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  • Cefadroxil compound and preparation method thereof
  • Cefadroxil compound and preparation method thereof
  • Cefadroxil compound and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0049] Get 10g cefadroxil crude product, the content of cefadroxil recorded by high performance liquid chromatography is 94%, and the polymer content measured by gel chromatography system is 3%. Add ethanol to the raw material cefadroxil, control the temperature not to exceed 28°C, stir vigorously, and then filter, wash the filter cake with ethanol at a temperature of 12-14°C, and air dry.

[0050] The filter cake is put into 18% ammonia water, and the treatment time is 2 hours, until the aqueous solution reaches weak alkalinity, preferably with a pH value not exceeding 8.5. Stirring is carried out during the treatment, and the separated precipitate is filtered off. Then the aqueous solution was heated to 40°C to remove the remaining ammonia gas components in the aqueous solution.

[0051] Slowly add hydrochloric acid with a concentration of 2 mol / L to the obtained ammonia solution of cefadroxil, control the temperature at 40° C., and finally control the pH at 5.0, keep it fo...

Embodiment 2

[0054] Get 10g cefadroxil crude drug (Suzhou Zhonglian Chemical Pharmaceutical Co., Ltd., batch number: 20100906), the purity of cefadroxil recorded by high performance liquid chromatography is 96%, and the polymer impurity content measured by gel chromatography is 2.2%. Add diethyl ether to the raw material cefadroxil, control the temperature not to exceed 25°C, stir vigorously, then filter, wash the filter cake with diethyl ether at a temperature of 10-13°C, and dry in vacuum.

[0055] The filter cake is put into 15% ammonia water, and the treatment time is 3 hours, until the aqueous solution reaches weak alkalinity, preferably the pH value is not more than 9. Stirring is carried out during the treatment, and the separated precipitate is filtered off. Then the aqueous solution was heated to 45°C to remove the remaining ammonia gas components in the aqueous solution.

[0056] Slowly add hydrochloric acid with a concentration of 1.8 mol / L to the ammonia solution of cefadroxil...

Embodiment 3

[0059] Get the longer cefadroxil bulk drug (Shanxi Weiqida Pharmaceutical Co., Ltd., batch number: 20080215) of 10g production date, the purity of cefadroxil recorded by high performance liquid chromatography is 92%, and the gel chromatography is determined polymer Impurity content 5%. Adding ethanol to the raw material cefadroxil, controlling the temperature not to exceed 20°C, vigorously stirring, and then filtering, washing the filter cake with ethanol at a temperature not exceeding 12-15°C, and vacuum drying.

[0060] Put the filter cake into ammonia water with a concentration of 20%, and the treatment time is 4 hours, until the aqueous solution reaches weak alkalinity, preferably the pH value is not more than 8. Stirring is carried out during the treatment, and the separated precipitate is filtered off. Then the aqueous solution was heated to 50°C to remove the remaining ammonia gas components in the aqueous solution.

[0061] Slowly add hydrochloric acid with a concent...

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PUM

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Abstract

The invention relates to a cefadroxil compound and a preparation method thereof. The preparation method comprises the following steps: 1) adding ethanol or ethyl ether into cefadroxil serving as a raw material, keeping the temperature below 30 DEG C, fiercely stirring, filtering, washing filter cake with ethanol or ethyl ether at a temperature of below 15 DEG C, drying under vacuum or in the air;2) placing the filter cake in ammonia water, mildly stirring, keeping pH value below 9, obtaining ammonia water solution of cefadroxil, and filtering out precipitate; 3) slowly adding hydrochloric acid at concentration of 1 to 3 mol / L into the ammonia water solution of cefadroxil, keeping the temperature between 30 and 60 DEG C, keeping the final pH between 4.0 and 6.0, keeping the pH value for 30 minutes to 5 hours till crystals precipitate slowly, lowering the temperature to a minimum value of 10 DEG C, standing, crystallizing, filtering under vacuum, drying and thus obtaining refined cefadroxil; and 4) returning crystallization mother solution in which crystals precipitate to the step 3). When the method disclosed by the invention is used, the purity of the cefadroxil is increased, thecontent of related matters is lowered obviously, the quality of preparation product is improved, and the toxic and side effects are reduced.

Description

technical field [0001] The invention relates to a purified cefadroxil compound and a preparation method thereof, belonging to the technical field of medicine. Background technique [0002] Cefadroxil (Cefadroxil, CFD), chemical name: (6R, 7R)-3-methyl-7-[(R)-2-amino-2-(4-hydroxyphenyl) acetamido]-8- Oxy-5-thia-1-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid monohydrate, molecular formula: C 16 h 17 N 3 o 5 S·H 2 O, molecular weight: 381.41, structural formula: [0003] [0004] Cefadroxil belongs to the first generation of semi-synthetic cephalosporins, which is the first generation of semi-synthetic cephalosporins of American Bristo-Meyer Company. It is mainly used to treat various infections of the respiratory tract and urinary tract. The synthesis of bacterial cell walls produces a bactericidal effect. It has good antibacterial effect on most strains such as penicillinase-producing and non-penicillinase-producing Staphylococcus aureus, coagulase-negative staphylococ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D501/22C07D501/12
Inventor 廖爱国
Owner HAINAN MEIDA PHARMA
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