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Cefodizime sodium compound and method for synthesizing the same

A technique of cefodizime sodium and a synthetic method, which is applied in the field of medicine, can solve the problems of low purity of the final product, high cost, and many operating steps, and achieve the effects of high yield, low cost, and simple operation

Inactive Publication Date: 2009-07-22
HAINAN LINGKANG PHARMA CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

A large amount of organic solvents are used in this method, and the recovery rate is low, the cost is high, the operation steps are many and complicated, and the purity of the final product is low

Method used

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  • Cefodizime sodium compound and method for synthesizing the same

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Embodiment 1

[0025] The synthesis of embodiment 1 cefodizime

[0026] 189 grams (1mol) of 2-mercapto-4-methyl-5-thiazoleacetic acid was added to 2L of an aqueous solution containing hexahydropyridine (2mol), then 455 grams (1mol) of cefotaxime was added, and stirring was continued to make the solution become Clear, heat the reaction mixture to 50-55°C, react for 4 hours, cool to room temperature, then wash twice with 500ml of ethyl acetate, separate the water phase, adjust pH=2 with 2mol / L hydrochloric acid solution, and continue stirring Solids were precipitated, filtered by suction, washed with 500 ml of water, and dried in vacuo at 45° C. to obtain 537.8 g of cefodizime with a yield of 92%.

Embodiment 2

[0027] The synthesis of embodiment 2 cefodizime sodium

[0028] Mix and stir 100 grams (0.18mol) of cefodizime acid, 200ml distilled water, and 30 grams (0.36mol) of sodium acetate. After the solution becomes clear, add 3 grams of activated carbon and continue to stir for 30 minutes, then filter to remove the activated carbon, and continue to stir the solution , while slowly adding 2L of ethanol, the solid was precipitated, filtered, washed with 300ml of ethanol, and vacuum-dried at 45°C to obtain 103.7 grams of cefodizime sodium, with a yield of 91.7% and a purity of 99.7%.

[0029] Elemental analysis theoretical value C: 38.2%, H: 2.8%, N: 13.4%, 0: 17.8%, S: 20.4%; experimental value C: 38.0%, H: 2.9%, N: 13.4%, 0: 17.9% , S: 20.3%.

[0030] MS (m / z): 627 (M-1), 606, 583, 561, 397, 378.

[0031] 1 H-NMR (DMSO-d6) δ: 9.59 (1H, d), 7.29 (2H, s) 6.75 (1H, s), 5.62 (1H, m), 5.02 (1H, d) 4.09, 4.64 (2H, m ), 3.85 (3H, s), 3.36 (4H, m), 2.18 (3H, s).

[0032] 13 C-NMR (DMSO...

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Abstract

The invention relates to a cefodizime sodium compound and a synthetic method thereof; the synthetic method comprises the step that cefodizime acid reacts with sodium acetate to obtain the cefodizime sodium; the synthetic method also comprises the step that cefotaxime acid reacts with 2-sulfydryl-4-methyl-5-thiazole acetic acid in a hexahydropyridine aqueous solution to produce the cefodizime acid; and the synthetic method of the cefodizime sodium compound has the advantages of simple operation, high yield up to 80 percent and high product purity more than 99.6 percent, thus obtaining surprising technical effects.

Description

technical field [0001] The invention relates to a synthesis method of cefodizime sodium compound, which belongs to the technical field of medicine. Background technique [0002] Cefodizime sodium, its chemical name is: (6R, 7R)-7-[(2-amino-4-thiazolyl)-(methoxyimino)acetamido]-3-[[(5-carboxymethyl yl-4-methyl-2-thiazolyl)thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid disodium salt , molecular formula: C 20 h 18 N 6 Na 2 o 7 S 4 , molecular weight: 628.64, structural formula: [0003] [0004] Cefodizime sodium is a semi-synthetic third-generation cephalosporin, which has antibacterial activity against Gram-positive and negative bacteria, is stable against β-lactamase, and is extremely stable against cephalosporinase and penicillinase. Clinically, it is mainly used for pneumonia, bronchitis, pharyngitis, tonsillitis, pyelonephritis, urinary tract infection, gonococcal urethritis, cholecystitis, cholangitis, gynecological infection, sepsis ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D501/36C07D501/04A61P31/04A61P37/02
Inventor 邓菊娟
Owner HAINAN LINGKANG PHARMA CO LTD
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