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Cefuroxime lysine and preparation thereof

A technology for cefuroxime lysine and cefuroxime acid, which is applied in the preparation of cyanide reaction, the preparation of organic compounds, and medical preparations containing active ingredients, etc., can solve the problems of many impurities and low purity, and achieve high purity , The effect of less impurities and stable clinical application effect

Active Publication Date: 2013-06-19
SHANDONG LUOXIN PARMACEUTICAL GROUP STOCK CO LTD +2
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  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Benefits of technology

This patented chemicals called cefoxileoximes have been used widely throughout medicine during pregnancy treatment but they were found to be highly pure with minimal amounts of other substances like amino acids. They also had good properties such as being easy to dissolve even at room temperature without losing their activity over time. These technical results make them ideal candidates for use in medical treatments where there may occur problems involving blood clotting caused due to factors outside your body's natural defense mechanisms (immune system) affecting how well these drugs work when taken into patients.

Problems solved by technology

This patented technical issue addressed in this patents relates to improperly analyzable or nonreactive ingredients commonly added into pharmaceutical products like injectables due to instabilities associated with them. Existing solutions involve adding different agents to improve the quality and reduce potential side effects of these components.

Method used

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  • Cefuroxime lysine and preparation thereof
  • Cefuroxime lysine and preparation thereof
  • Cefuroxime lysine and preparation thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 13

[0075] The preparation of embodiment 13-decarbamoyl-acetyl-cefuroxim sodium:

[0076]

[0077] (1) Preparation of 7-aminocephalosporanic acid crystals:

[0078] a-1. Weigh 7-aminocephalosporanic acid and add it to 30 times the weight of water to form a suspension, add 4mol / l ammonia water, stir until the 7-aminocephalosporanic acid is completely dissolved, and the pH of the solution is 6.8;

[0079] a-2. Add 4mol / l hydrochloric acid and an organic solvent, the organic solvent is a mixed solvent with a volume ratio of ethanol and ethyl acetate of 2:1, and the volume of the added organic solvent is 7-aminocephalosporanic acid suspension 2 times of the liquid volume; when the pH value is 3.5, stop adding hydrochloric acid dropwise, and continue to add organic solvent;

[0080] a-3. After adding the organic solvent, grow the crystals for 2 hours, filter, wash, and dry in vacuum to obtain 7-aminocephalosporanic acid crystals. Its X-ray diffraction curve is as Figure 16 shown;...

Embodiment 2

[0098] Example 2. Preparation of 3-decarbamyl cefuroxime acid

[0099]

[0100] a. Measure 32ml of methanol and 18ml of NaOH solution (15%), stir and cool down to -16~-20°C, maintain at this temperature, add the condensation solution and 6ml of water at 2°C dropwise; after adding, keep the temperature of the solution Stir for 15 to 20 minutes at -16 to -20°C;

[0101]b. Add 5.4ml of glacial acetic acid dropwise, and heat up the water bath. When the temperature of the solution reaches 5-10°C, add 0.10g each of hydrosulfite and ethylenediaminetetraacetic acid (EDTA), continue stirring, and then add 75ml of dichloromethane. At this time, The temperature will rise, and the pH value of the solution will be between 5 and 6;

[0102] c. Add 26ml of HCl solution (16%) dropwise, adjust the pH value of the solution to 2.0, then continue to stir for 30 minutes, cool down to 1°C, and keep stirring for 30 minutes;

[0103] d. Filtrate, wash 3 times with 2°C water, 2 times with dichlor...

Embodiment 3

[0104] Embodiment 3. The preparation of cefuroxime sodium

[0105]

[0106] a. Add 85ml of anhydrous tetrahydrofuran into the reaction flask, cool down to 10°C, add decarbamoylcefuroxine under nitrogen filling, and stir until completely dissolved;

[0107] b. Cool down the solution to -70°C, and add 5.2ml of chlorosulfonyl isocyanate (CSI) dropwise while continuing to cool down; after the addition, the solution temperature should not exceed -40°C;

[0108] c. Stir rapidly at -40~-50°C for 30 minutes, add dropwise 18ml of 2°C water, keep the solution temperature at 0~5°C, and continue stirring for 10 minutes;

[0109] d. Add NaHCO to the reaction flask 3 solution (NaHCO 3 18.00g + pure water 140ml, warm up to 35-40°C and stir to dissolve), adjust the pH value of the solution between 6.5-7.0;

[0110] e. After stirring for 10 minutes, add 72ml of ethyl acetate, stir well, and the pH of the aqueous phase is 6;

[0111] f. The temperature of the water bath is raised to 20°C...

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PUM

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Abstract

The invention relates to a cefuroxime lysine compound. The cefuroxime lysine compound contains 98-99.99 wt% of cefuroxime lysine, 0.01-2 wt% of descarbamoyloxy cefuroxime, wherein the molecular formula of the descarbamoyloxy cefuroxime is disclosed as Formula I. The cefuroxime lysine provided by the invention has higher stability than the cefuroxime lysine in the prior art, and lower impurity content and polymer content than the cefuroxime lysine in the prior art, and is very suitable for clinical application.

Description

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Claims

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Application Information

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Owner SHANDONG LUOXIN PARMACEUTICAL GROUP STOCK CO LTD
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