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Method for preparing sterile cefmenoxime hydrochloride compound

A technology for cefmenoxime hydrochloride and a compound, which is applied in the field of medicine, can solve the problems of low purity of cefmenoxime hydrochloride, does not meet medical requirements, low product yield, etc., and achieves shortened crystal growth time, saved production cycle, and high purity. Effect

Inactive Publication Date: 2012-07-25
HARBIN PHARMA GRP CO LTD GENERAL PHARMA FACTORY
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  • Abstract
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  • Claims
  • Application Information

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Problems solved by technology

But the cefmenoxime hydrochloride purity that above-mentioned preparation method obtains is low, does not meet medical requirement
[0006] U.S. Patent US5336673 uses alumina chromatographic column for purification in the process of preparing cefmenoxime, and uses 80% acetonitrile for elution to obtain the product with low yield and many impurities
Other patents such as Chinese patent 200910007469.7 mostly use activated carbon for decolorization, and the product yield is low

Method used

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  • Method for preparing sterile cefmenoxime hydrochloride compound
  • Method for preparing sterile cefmenoxime hydrochloride compound

Examples

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Effect test

Embodiment 1

[0033] Embodiment 1: the synthesis of cefmenoxime sodium salt

[0034] Add 364.5L of dichloromethane, 36.45kg of 7-ACT·HCl, and 42.00kg of AE active ester into a 1000L glass-lined reaction tank in sequence. Under stirring, add an equal amount of alkalizing agent to react at room temperature for 3 hours, add water 4×100L for extraction, and combine water Phase, decolorize 20 minutes with activated carbon 2kg and aluminum oxide 16kg, generate 7-[α-(2-aminothiazol-4-yl)-Z-2-methoxyiminoacetamido]-3-(1-methyl -1H-5-tetrazolyl-thiomethyl)-3-cephem-4-carboxylic acid sodium salt solution (ie cefmenoxime sodium salt) (compound II).

Embodiment 2

[0035] Embodiment 2: the preparation of cefmenoxime hydrochloride

[0036] Aseptically filter the decolorized aqueous solution into a 1000L glass-lined crystallization tank, wash the charcoal layer with water, combine the filtrates, adjust the pH to 2.0 with 1.0mol / L hydrochloric acid, grow the crystals for 1 hour, wash the filtered crystals with water, and vacuum at 40°C After drying, 47.39kg of cefmenoxime hydrochloride was obtained, with a yield of 130% and a purity of 99.60% by HPLC.

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Abstract

The invention discloses a method for preparing sterile cefmenoxime hydrochloride compound. The method includes: using 7-ACT.HCL which can be easily purchased at market as initial raw materials to be in condensation reaction with AE (activity ester) to generate 7-[alpha-(2-aminothianole-4-thiazolyl)-Z-2-methoxy-iminoacetamido]-3-(1-methyl-1H-5-tetrazolyl-sulfur methyl)-3-cephem-4-carboxylic acid (namely cefmenoxime sodium salt) which is further in action with 10% hydrochloric acid to generate cefmenoxime hydrochloride. The method is simple in operation, high in yield, cost-saving and stable in quality.

Description

technical field [0001] The invention relates to a method for preparing and purifying sterile cefmenoxime hydrochloride compound, which belongs to the technical field of medicine. Background technique [0002] Cefmenoxime, English name: Cefmenoxime, molecular formula: C16H17N9O5S2, chemical name: (6R, 7R)-7-[2-(2-amino-4-thiazolyl)(methoxyimino)acetamido] -3-[[1-Methyl-1H-tetrazol-5-yl]]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid , belonging to the third-generation cephalosporins, is a third-generation semi-synthetic broad-spectrum cephalosporin antibiotic, which achieves bactericidal effect by inhibiting the biosynthesis of bacterial cell walls. In vitro tests have shown that this product has effects on both Gram-positive and Gram-negative bacteria. This product has a strong antibacterial effect on Gram-negative bacteria because of its good permeability to the outer membrane of the cell and its stability to β-lactamase. The results showed that femal...

Claims

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Application Information

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IPC IPC(8): C07D501/36
Inventor 杨新春王喜军张哲鸣
Owner HARBIN PHARMA GRP CO LTD GENERAL PHARMA FACTORY
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