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Cefixime acid type double salt compound and preparation method thereof

A technology of cefixime and cefixime, which is applied in the directions of organic chemistry, pharmaceutical formulations, medical preparations containing active ingredients, etc., can solve the problems that restrict the improvement of the quality level of raw materials and preparations, and the products are not further improved, and the like, Achieve the effect of not easy to produce polymer, reasonable design and simple process

Inactive Publication Date: 2009-12-02
漆又毛
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0009] The existing products have not been further improved, which restricts the improvement of the quality level of raw materials and preparations

Method used

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  • Cefixime acid type double salt compound and preparation method thereof
  • Cefixime acid type double salt compound and preparation method thereof
  • Cefixime acid type double salt compound and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0059] In a 100ml reaction bottle, add 453mg of cefixime, dissolve with 50ml of absolute ethanol, stir, add 98mg of sulfuric acid, after the reaction is completed, recover and concentrate to obtain 549mg of cefixime sulfate, and then mix the cefixime acid salt in acetone , add 54mg of sodium methoxide to react for 2 hours, concentrate under reduced pressure, add an appropriate amount of diethyl ether, precipitate a solid, filter, wash with diethyl ether, and dry to obtain 554 mg of white solid cefixime sodium bisulfate double salt.

[0060] 500 g of cefixime sodium bisulfate double salt (calculated as cefixime) is aseptically divided into 1000 or 500 tubes to obtain 0.1 g and 500 mg of cefixime sodium hydrogen sulfate double salt powder injection.

Embodiment 2

[0062] In a 100ml reaction bottle, add 453mg of cefixime, dissolve with 50ml of anhydrous methanol, stir, add 98mg of phosphoric acid, after the reaction is completed, recover and concentrate to obtain 531mg of cefixime phosphate, and then mix the cefixime phosphate in acetone, Add 70 mg of potassium methoxide to react for 2.5 hours, concentrate under reduced pressure, add an appropriate amount of petroleum ether, precipitate a solid, filter, wash with petroleum ether, and dry to obtain 523 mg of white solid cefixime potassium dihydrogen phosphate double salt.

[0063] 500 g of cefixime sodium bisulfate double salt (calculated as cefixime) was aseptically divided into 500 tubes to obtain 0.1 g of cefixime sodium hydrogen sulfate double salt powder injection.

Embodiment 3

[0065] In a 100ml reaction bottle, add 453mg of cefixime, dissolve with 50ml of anhydrous DMF, stir, add 98mg of sulfuric acid, after the reaction is completed, recycle and concentrate to obtain 545mg of cefixime sulfate, and then mix the cefixime sulfate in acetone, Add 77 mg of ammonium acetate to react for 1 hour, concentrate under reduced pressure, add an appropriate amount of DMSO, precipitate a solid, filter, wash with n-hexane, and dry to obtain 484 mg of white solid cefixime ammonium bisulfate double salt.

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Abstract

The invention provides an acid type double salt with a chemical name of (6R,7R)-7-[(Z)-2-(2-amino-4-thiazolyl)-2-(carboxymethoxyimino)acetamido]-3-ethylene-8-oxo-5-thia-1-azabicyclo[4,2,0]-octo-2-ene-2-carboxylic acid. A preparation method comprises the following steps: reacting cefixime with sulfuric acid or phosphoric acid to prepare a cefixime acid salt; reacting the cefixime acid salt with MOR in a polar solvent, and concentrating the reaction product; crystallizing the reaction product with a weak polar solvent; and filtering the reaction product, and drying the solid to obtain the cefixime acid type double salt. The preparation method has the advantages of reasonable design, simple process and low cost. The cefixime acid type double salt prepared by the method has the characteristics of high purity and content, good stability, difficult generation of polymers and the like. Medicaments prepared from the cefixime acid type double salt can overcome the defects that cephalosporins are easy to generate the polymers, can cause strong anaphylactic reactions and the like.

Description

technical field [0001] The invention belongs to the technical field of chemical industry and pharmacy, and relates to a cefixime acid double salt compound and a preparation method thereof. technical background [0002] The chemical name of Cefixime (Cefspan) is (6R, 7R)-7-[(Z)-2-(2-amino-4-thiazolyl)-2-(carboxymethoxyimine)acetamide Base]-3-ethylene-8-oxo-5-thia-1-azabicyclo[4,2,0]oct-2-ene-2-carboxylic acid trihydrate, structural formula: [0003] [0004] Pharmacology and Toxicology: Cefixime is a third-generation oral cephalosporin. Cefixime has a wide range of antibacterial effects on Gram-positive bacteria and Gram-negative bacteria, especially Streptococcus in Gram-positive bacteria, pneumococcus, and Neisseria gonorrhoeae in Gram-negative bacteria. Borehamella, Escherichia coli, Serratia, Klebsiella, Proteus, and Influenza have stronger antibacterial ability than other oral cephalosporins, and their mode of action is bactericidal. Because cefixime is extremely s...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D501/22C07D501/02A61K31/546A61P31/04
Inventor 漆又毛揭清张冯敏叶磊
Owner 漆又毛
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