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Reference standard for characterizing cefroxadine and its preparation method and use

A standard and characterization technique, used in measurement devices, instruments, scientific instruments, etc., to solve problems such as peak maximum drift and inability to reproduce retention times.

Inactive Publication Date: 2011-12-07
NANJING FROCHEM TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Theoretically, Cefroxadine itself can be used as a reference marker, but in practice Cefroxadine occupies an overwhelming proportion in the mixture, which tends to saturate the column, resulting in non-reproducible retention times, i.e. tends to drift relative to the peak maximum of Cefroxadine

Method used

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  • Reference standard for characterizing cefroxadine and its preparation method and use
  • Reference standard for characterizing cefroxadine and its preparation method and use
  • Reference standard for characterizing cefroxadine and its preparation method and use

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0078] Example 1 Preparation of compound V

[0079] Put 2.3g of compound III, 23g of DMF and 1g of triethylamine into the reaction bottle, and after stirring at 60°C for 6 hours, pour the reaction solution into water, filter it with suction, and dry it in vacuum. The reagent is methanol-DCM 1:4) to obtain compound V 1.3g.

Embodiment 2

[0080] Example 2 Preparation of compound V

[0081] 2.3g compound III, 46g DMF and 3.66g DMAP were dropped into the reaction bottle, and after stirring at 80°C for 4 hours, the reaction solution was poured into water, suction filtered, and vacuum-dried, and the obtained product was subjected to silica gel column chromatography (eluent was methanol-DCM 1:4) to obtain compound V 1.0g.

Embodiment 3

[0082] Example 3 Preparation of compound V

[0083] Put 2.3g of compound III, 11.5g of DMF and 0.6g of N,N-dimethylaniline into the reaction bottle, and after stirring for 30 hours at 20°C, pour the reaction solution into water, filter it with suction, and dry it in vacuum. Silica gel column chromatography (eluent: methanol-DCM 1:4) separated to obtain 0.9 g of compound V.

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Abstract

The invention belongs to the technical field of pharmaceutical chemistry, in particular to a reference standard product for representing Cefroxadine and a preparation method and application thereof. The chemical structural formula of the reference standard product for representing Cefroxadine is shown as a chemical structural formula I described in the specification, wherein when double bonds of cephalosporin mother nucleus form carbon-carbon double bonds between a bit 2 and a bit 3, R is shown in the specification; and when the double bonds of the cephalosporin mother nucleus form carbon-carbon double bonds between a bit 3 and a bit 4, R is H or I.

Description

technical field [0001] The invention belongs to the technical field of medicinal chemistry, and in particular relates to a reference standard for characterizing Cefroxadine, a preparation method and application thereof. Background technique [0002] β-lactam antibiotics refer to antibiotics with a β-lactam ring in their chemical structural formula. It can bind to penicillin-binding proteins (PBPs) related to cell wall synthesis through covalent bonds, inhibit cell wall mucopeptide synthase, thereby hindering the synthesis of cell wall peptidoglycan, causing cell wall defects, and bacterial cell rupture and death. Because of its strong antibacterial activity, low toxicity, and satisfactory curative effect on sensitive bacterial infections, the research and clinical application of this class of antibiotics has developed rapidly in the past half a century. So far, β-lactam antibiotics have been developed from pure biological sources to semi-synthetic and fully synthetic prepar...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D501/59C07D501/06G01N30/02G01N30/90
Inventor 陈阳马坚陆静云
Owner NANJING FROCHEM TECH