Method for synthesizing compound of cefpiramide sodium

A technology of cefpiramide sodium and its synthesis method, which is applied in the field of compound cefpiramide sodium synthesis, can solve problems affecting product stability, difficult crystallization control, uneven crystal form, etc., and achieve uniform crystal form, complete reaction, and guaranteed The effect of purity

Inactive Publication Date: 2007-09-19
武汉同源药业有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, due to the precipitation of cefpiramide sodium crystals in the process of adding organic solvents, the crystallization is difficult to control, and the crystal form is uneven, not only the purity is low, which affects the stability of the product, but also the filtration time is too long due to the uneven crystal form.

Method used

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  • Method for synthesizing compound of cefpiramide sodium

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0017] Mix 50 g of cefpiramic acid, 150 mL of methanol, 75 mL of acetonitrile, and 10.5 mL of triethylamine at 25°C, add 5 g of activated carbon, stir for 30 minutes, and filter. Add dropwise the acetone solution (wherein containing sodium thiocyanate 12.5g) of the 10wt% sodium thiocyanate at the rate of 0.7L / per second, add 0.065g sodium carbonate to adjust the pH value after dropping, stir 15 minutes, filter ( Filtration speed is fast), drying, obtains cepamide sodium, purity 99.7%, impurity sum 0.21%, stability: purity 99.5% after one month; MMT0.3. After three months, the purity was 98.6%, MMT0.35.

Embodiment 2

[0019] Mix 50 g of cefpiramic acid, 150 mL of methanol, 75 mL of acetonitrile, and 10.5 mL of triethylamine at 25°C, add 5 g of activated carbon, stir for 20 minutes, and filter. Add dropwise the acetone solution (containing sodium isooctanoate 25.5g) of 10wt% sodium isooctanoate at a rate of 0.7L / per second, add 0.065g sodium carbonate after the dropwise addition to adjust the pH value, stir for 15 minutes, filter (filter speed fast), dry to obtain cepamide sodium, purity 98.2%, impurity sum 1.07%, stability: purity 96.6% after one month; Purity 94.3% after three months.

Embodiment 3

[0021] Mix 50 g of cefpiramic acid, 150 mL of methanol, 75 mL of acetonitrile, and 10.5 mL of triethylamine at 25°C, add 5 g of activated carbon, stir for 25 minutes, and filter. Add dropwise the acetone solution of 10wt% sodium acetate (containing 12.7g of sodium acetate) at a rate of 0.7L / per second, add 0.065g of sodium carbonate after the dropwise addition to adjust the pH value, stir for 15 minutes, and filter (the filtration speed is fast) , and dried to obtain cefpiramide sodium with a purity of 96.4% and a total of 2.6% of impurities; stability: after one month, the purity was 92.2%, and MMT0.6; after three months, the purity was 90.8%. MMT0.7.

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Abstract

The invention relates to a synthesis method of cefpiramide sodium, including reacting of cefpriamide free acid with triethylamine, diethylamine or diethylamine in the organic solvent in -10-40 deg c, then getting mixture after reaction, dripping 10-15wt% sodium sulfocyanate acetone solution, adjusting pH to 6-8, filtering, drying to obtain cefpiramide sodium. The synthesis cefpiramide sodium has an even polytype, a good color, a high purity, and a good product stability and a safe conservation.

Description

technical field [0001] The present invention relates to the synthetic method of compound cefpiramide sodium. Background technique [0002] The chemical name of cefpiramide sodium is (6R, 7R)-7-[(R)-2-(4-hydroxy-6-methyl-3-pyridinecarbonylamino)-2-(p-hydroxyphenyl)acetamido ]-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-8-oxo-5-thia-1-azabicyclo[4,2,0]octane -2-ene-2-carboxylic acid sodium salt. Molecular formula: C 25 h 23 N 8 NaO 7 S 2 . Its structural formula is: [0003] [0004] Cefpiramide sodium has strong antibacterial activity against Gram-positive bacteria and broad-spectrum antibacterial activity against bacteria including Gram-negative bacteria. At the same time, it has strong antibacterial activity against non-glucose fermenting Gram-negative bacilli such as Pseudomonas aeruginosa. It acts as a bactericide and stabilizes β-lactamases produced by various bacteria. When used in experimental infection (mice), it exhibits excellent therapeutic effect. B...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D501/36
Inventor 钟建西魏青杰李庆伟黄毅曾艺熊骏宇
Owner 武汉同源药业有限公司
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