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Preparation method of high-purity cefmetazole lactone

A technology for cefmetazole lactone and cefmetazole sodium, which is applied in the field of preparation of high-purity cefmetazole lactone, can solve the problems of high cost, inconvenience for users and the like, and achieves the effect of a simple preparation method

Pending Publication Date: 2022-03-29
SUZHOU DAWNRAYS PHARM CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0003] In the production and storage of cefmetazole sodium, it will inevitably degrade like other cephalosporins. It is reported in relevant domestic literature that it will degrade under the conditions of heat, light, acid and alkali to produce the impurity cefmetazole lactone, In order to effectively carry out the quality control and research of cefmetazole sodium products, it is necessary to use high-purity cefmetazolactone as the impurity reference substance for detection. There is a certain cycle until the arrival of the goods, which is extremely inconvenient for users

Method used

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  • Preparation method of high-purity cefmetazole lactone
  • Preparation method of high-purity cefmetazole lactone
  • Preparation method of high-purity cefmetazole lactone

Examples

Experimental program
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Effect test

Embodiment 1

[0082] Preparation of cefmetazolactone crude product:

[0083] 30.0 g of cefmetazole sodium was placed in a drying oven, heated to 50° C., kept for 30 hours, and sampled for HPLC detection (lactone content: 6.4%). Cool to room temperature, add 200mL ethyl acetate and 200mL purified water into a 1000mL four-neck flask, stir until completely dissolved, add acetic acid dropwise until the pH value is 4-5, stir and separate, and use 50mL ethyl acetate for the water phase Extract, combine the ethyl acetate phase, add 200mL 5% sodium chloride aqueous solution, dropwise add 20% ammonia water until the pH value is 6-7, stir and separate; add 100mL 5% sodium chloride aqueous solution to the ethyl acetate phase, dropwise add Acetic acid until the pH value is 4-5, stir and separate layers, add 30.0g anhydrous sodium sulfate and 1.0g activated carbon to the ethyl acetate phase, stir, decolorize and dry for 30 minutes, filter, and rotate the filtrate to dryness to obtain cefmetazolactone C...

Embodiment 2

[0087] Preparation of cefmetazolactone crude product:

[0088] 30.0 g of cefmetazole sodium was placed in a drying oven, heated to 90° C., kept for 60 hours, and sampled for HPLC detection (lactone content: 19.5%). Cool to room temperature, add 200mL ethyl acetate and 200mL purified water into a 1000mL four-neck flask, stir until completely dissolved, add acetic acid dropwise until the pH value is 4-5, stir and separate, and use 50mL ethyl acetate for the water phase Extract, combine the ethyl acetate phase, add 200mL 5% sodium chloride aqueous solution, dropwise add 20% ammonia water until the pH value is 6-7, stir and separate; add 100mL 5% sodium chloride aqueous solution to the ethyl acetate phase, dropwise add Acetic acid until the pH value is 4-5, stir and separate layers, add 30.0g anhydrous sodium sulfate and 1.0g activated carbon to the ethyl acetate phase, stir, decolorize and dry for 30 minutes, filter, and rotate the filtrate to dryness to obtain cefmetazolactone ...

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Abstract

The invention provides a preparation method of high-purity cefmetazole lactone. The method is characterized in that a mixture obtained by heating and degrading cefmetazole sodium is separated to prepare the cefmetazole lactone with the purity of more than 98%, the heating temperature is 40-100 DEG C, and the heating time is 1-80 hours. According to the method, the high-purity cefmetazole lactone (the purity is greater than 98%) is prepared by heating and degrading the cefmetazole sodium for the first time and then effectively separating, the preparation method is simple, and the obtained cefmetazole lactone can be used as an impurity reference substance and is applied to quality research of the cefmetazole sodium.

Description

technical field [0001] The invention belongs to the field of medicinal chemistry, and in particular relates to a preparation method of high-purity cefmetazolactone. Background technique [0002] The chemical name of Cefmetazole sodium is (6R,7S)-7-[[2-(cyanomethylthio)acetyl]amino]-7-methoxy-3-[(1-methyltetrazole -5-yl)thiomethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid sodium salt, is the second generation cephalosporin semi Synthetic antibiotics have a broad antibacterial spectrum and have good antibacterial efficacy against Gram-positive and Gram-negative bacteria, especially against methicillin-resistant Staphylococcus aureus (MRSA), Bacteroides fragilis and anaerobic bacteria. It has strong antibacterial activity and strong tolerance and stability to various β-lactamases. It is widely used clinically in the treatment of respiratory tract, digestive tract, genitourinary system, skin and soft tissue infections. [0003] In the production and storage ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D501/57C07D501/12C07D501/04C07D501/08
CPCC07D501/57C07D501/12C07D501/04C07D501/08
Inventor 邹晓明万军仲海进沈春
Owner SUZHOU DAWNRAYS PHARM CO LTD
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