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Cefazolin sodium alkali degraded impurity compounds as well as preparation method and application thereof

A technology of cefazolin sodium base and azolin sodium base, which is applied in organic chemistry and other fields, and can solve problems such as affecting the efficacy of drugs, reducing drug safety, and not analyzing impurities in detail

Inactive Publication Date: 2019-01-18
PI & PI BIOTECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The presence of impurities often affects the curative effect of the drug, causes allergic reactions, and reduces the safety of the drug. Some literatures have publicly reported the research results on the impurities of cefazolin sodium. Liu Zhongying et al. 11 impurities were detected, but the structure of the impurities was not analyzed in detail

Method used

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  • Cefazolin sodium alkali degraded impurity compounds as well as preparation method and application thereof
  • Cefazolin sodium alkali degraded impurity compounds as well as preparation method and application thereof
  • Cefazolin sodium alkali degraded impurity compounds as well as preparation method and application thereof

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Embodiment 1

[0040] The embodiment of cefazolin sodium alkali degrading impurity compound represented by formula I in the present invention, the preparation method of the compound represented by formula I described in this embodiment comprises the following steps: adding cefazolin sodium alkali destruction solution into C18 column, Carry out gradient elution with 0.025mol / L potassium dihydrogen phosphate aqueous solution and the acetonitrile solution of 5% volume concentration, obtain the enrichment fraction of the compound shown in formula I, obtain the compound shown in formula I after 3 separations (note For impurity L).

[0041] The compound shown in formula I was washed several times with pure water, and then washed with acetonitrile solution with a volume concentration of 80%, to obtain the compound shown in formula I without salt, and the purity of the compound shown in formula I was 96.8%.

Embodiment 2

[0043] The embodiment of cefazolin sodium alkali degrading impurity compound represented by formula I in the present invention, the preparation method of the compound represented by formula I described in this embodiment comprises the following steps: adding cefazolin sodium alkali destruction solution into C18 column, Carry out gradient elution with the potassium dihydrogen phosphate aqueous solution of 0.05mol / L and the acetonitrile solution of 10% volume concentration, obtain the enrichment fraction of the compound shown in formula I, obtain the compound shown in formula I after 1 separation (note For impurity L).

[0044] The compound shown in formula I was washed several times with pure water, and then washed with acetonitrile solution with a volume concentration of 100%, to obtain the compound shown in formula I without salt, and the purity of the compound shown in formula I was 95.1%.

Embodiment 3

[0046]The embodiment of the preparation method of the cefazolin sodium alkali degraded impurity compound shown in the formula II of the present invention, the preparation method of the compound shown in the formula II described in this embodiment comprises the following steps: adding the cefazolin sodium alkali destruction solution to C18 In the column, gradient elution is carried out with an aqueous formic acid solution with a mass concentration of 0.05% and an acetonitrile solution with a volume concentration of 20%, to obtain an enriched fraction of the compound shown in the formula II, and the compound shown in the formula II is obtained after three separations ( Denoted as impurity L2), the purity of the compound shown in the obtained formula II was 96.2%.

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Abstract

The invention discloses three cefazolin sodium alkali degraded impurity compounds and confirms structures of the impurity compounds thereof. The invention also discloses a preparation method of the three impurity compounds. The preparation method can be used for preparing the impurity compounds, the purities of which are greater than 95%. The invention also discloses an application of the impuritycompounds as a cefazolin sodium raw material, an intermediate or a reference substance of a compound preparation, so that the impurity compounds have important meaning in controlling quality of the cefazolin sodium raw material, the intermediate or the compound preparation.

Description

technical field [0001] The invention relates to impurities degraded by cefazolin sodium alkali, in particular to confirmation of the structure of an impurity compound degraded by cefazolin sodium alkali and its preparation method and application. Background technique [0002] Cefazolin sodium is the first-generation semi-synthetic cephalosporin, which has a strong bactericidal effect on Gram-positive bacteria such as Staphylococcus diphtheriae, Bacillus anthracis, Streptococcus pneumoniae, and Streptococcus hemolyticus, and has a strong bactericidal effect on Escherichia coli, Shigella , Haemophilus influenzae, typhoid bacillus and other Gram-negative bacteria also have different degrees of inhibition. The antibacterial effect of cefazolin sodium on positive cocci exceeds that of the second and third generations, and its antibacterial effect on negative bacilli ranks first among the first-generation cephalosporins. In clinical application, cefazolin sodium is often used to ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D417/14C07D501/14C07D501/12
CPCC07D417/14C07D501/12C07D501/14
Inventor 袁晓蒲含林林顺权李金菊
Owner PI & PI BIOTECH
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