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Cephalosporin antibiotic acidic complex salt and preparation method thereof

A cephalosporin and antibiotic technology, applied in antibacterial drugs, organic chemistry and other directions, can solve problems such as adverse reactions, and achieve the effect of improving drug efficacy, increasing the scope of clinical application and good stability

Inactive Publication Date: 2010-01-27
HANGZHOU ADAMERCK PHARMLABS INC
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] Cephalosporin antibiotics produce polymers, which can cause strong allergic reactions in animal experiments, and often cause serious adverse reactions in clinical applications

Method used

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  • Cephalosporin antibiotic acidic complex salt and preparation method thereof
  • Cephalosporin antibiotic acidic complex salt and preparation method thereof
  • Cephalosporin antibiotic acidic complex salt and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0064]

[0065] In the 100ml reaction flask, add 511.57 mg of ceftamet pivoxil, dissolve with 50 ml of absolute ethanol, stir, add 98 mg of sulfuric acid, after the reaction is completed, recycle and concentrate to obtain 549 mg of ceftamet pivoxil sulfate, and ceftamet pivoxil acid salt Mix in acetone, add 54 mg 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 514 mg of white solid ceftazidime pivoxil sodium bisulfate double salt.

Embodiment 2

[0067]

[0068]In the 100ml reaction bottle, add 593.64mg of cefditoren axetil, dissolve with 50ml of absolute methanol, stir, add phosphoric acid 98mg, after the reaction is completed, reclaim and concentrate to obtain 622mg of cefditoren axetil phosphate, and cefditoren axetil phosphate in Mix with acetone, add 70 mg of potassium methylate 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 594 mg of white solid cefditoren axetil potassium dihydrogen phosphate double salt.

Embodiment 3

[0070]

[0071] In the 100ml reaction bottle, add cefpodoxime axetil 427.46mg, dissolve with 50ml anhydrous DMF, stir, add sulfuric acid 98mg, after the reaction is completed, reclaim and concentrate, obtain cefpodoxime axetil sulfate 473mg, cefpodoxime axetil sulfate again in Mix with acetone, add 77 mg of ammonium acetate to react for 1 hour, concentrate under reduced pressure, add appropriate amount of DMSO, precipitate solid, filter, wash with n-hexane, and dry to obtain 490 mg of white solid cefpodoxime axetil ammonium hydrogen sulfate double salt.

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Abstract

The invention provides a cephalosporin antibiotic acidic complex salt and a preparation method thereof. The method comprises the following steps: mixing cephalosporin antibiotic and acid in polar solvent and then preparing cephalosporin antibiotic acidic salt; adding salt to react; concentrating and then adding weak polar solvent to crystallize, filter and dry to obtain the cephalosporin antibiotic acidic complex salt. The cephalosporin antibiotic acidic complex salt prepared by the method has the advantages of high purity, favorable stability difficult generation of polymer and has the characteristics of high solubility and bioavailability, absorption increase, medicine effect improvement, and the like. The invention has reasonable preparation method, simple technology and favorable aqueous solution, can be made into injection, widens the clinic application range and provides the structural formula (I) of the cephalosporin antibiotic acidic complex salt.

Description

technical field [0001] The invention belongs to the technical field of chemical industry and pharmacy, and relates to acid double salts of cephalosporin antibiotics and a preparation method thereof. technical background [0002] Fetametexil, Cefditoren Proxetil, Cefpodoxime Proxetil, Cefcapene Proxetil, Ceftibuten, Cefbutorol, Cefadroxil, Cefradine, Cefaclor, Cefalexin, Cefprozil, Ceftamethasulbactam Ester, cefuroxime sulbactam mexetil, cephradine sulbactam mexetil, cefalexin sulbactam mexetil, cefadroxil sulbactam mexetil, and cefaclor sulbactam mexetil are all cephalosporin antibiotics with different clinical needs and indications. [0003] Published literature reports the structures and preparation methods of these antibiotics, and some also disclose various acid salts such as cephalosporin antibiotics and sulfuric acid to generate sulfated cephalosporin antibiotics, basic salts such as cephalosporin antibiotics and sodium hydroxide to generate cephalosporin antibiotic s...

Claims

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Application Information

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IPC IPC(8): C07D501/22C07D501/46C07D501/34C07D501/24C07D501/59C07D519/06C07D501/02A61P31/04
Inventor 漆又毛揭清张冯敏
Owner HANGZHOU ADAMERCK PHARMLABS INC
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