97148-38-4

Usage

Uses

Used in Pharmaceutical Industry:
Ceftazidime EP Impurity B is used as a reference material for quality control and analytical testing in the pharmaceutical industry. It helps ensure the purity and potency of Ceftazidime Pentahydrate, a widely used antibiotic for treating various bacterial infections.
Used in Research and Development:
Ceftazidime EP Impurity B is utilized as a research tool in the development of new antibiotics and understanding the mechanisms of action of existing ones. It aids in the identification and characterization of impurities, which is crucial for improving the safety and efficacy of pharmaceutical products.
Used in Regulatory Compliance:
Ceftazidime EP Impurity B is employed as a reference standard in regulatory compliance testing. It helps pharmaceutical companies meet the regulatory requirements for drug manufacturing and quality control, ensuring that the final product is safe and effective for use in patients.

Upstream product

• 957-68-6 7-Aminocephalosporanic acid 
• 31461-04-8 (6R,7R)-Trimethylsilyl 7-(Trimethylsilyl)amino-3-acetoxy methylceph-3-em-4-carboxylate 
• 106134-67-2 (6R,7R)-trimethylsilyl 7-(trimethylsilyl)amino-3-iodomethylceph-3-em-4-carboxylate 
• 110-86-1 pyridine 
• 354808-44-9 (Z)-(2-carboxyprop-2-oxyimino)-2-(2-aminothiazole-4-yl)-acetylchloride monohydrochloride 
• 102772-66-7 (Z)-7-(2-(2-aminothiazol-4-yl)-2-(((1-(tertbutoxy)-2-methyl-1-oxopropan-2-yl)oxy)amino)acetamido)-8-oxo-3-(pyridin-1-ium-1-ylmethyl)-5-thia-1-azabicyclo[4.2.0]oct-2-en-2-carboxylate 
• 60-29-7 diethyl ether 
• 168208-95-5 glyoxylic acid aldoxime 
• 563-83-7 ISOPROPYLAMIDE 
• 124-63-0 methanesulfonyl chloride 
• 140145-61-5 1-[(6R,7R)-7-{2-[(Z)-1-tert-Butoxycarbonyl-1-methyl-ethoxyimino]-2-[2-(trityl-amino)-thiazol-4-yl]-acetylamino}-2-(4-methoxy-benzyloxycarbonyl)-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-en-3-ylmethyl]-pyridinium; iodide 
• 139975-09-0 ceftazidime HI salt 

Downstream Products

• 1000980-60-8 (6R,7R)-7-[2-(2-amino-4-thiazolyl)-2-(Z)-(2,2-dimethylacetoxyimino)acetamido]-3-[(pyridinium)methyl]-2-cephem-4-carboxylate 
• 110-86-1 pyridine 
• 238093-13-5 C₂₂H₂₂N₆O₇S₂ 

Relevant academic research and scientific papers

5(1/4) water ceftazidime compound and pharmaceutical composition preparation thereof

The present invention discloses a 5(1/4) water ceftazidime compound and a pharmaceutical composition preparation thereof, wherein per mole ceftazidime contains 5(1/4) mole water. According to the present invention, the prepared 5(1/4) water ceftazidime compound has good stability and can meet the requirements of the raw material of the preparation.

One-pot method of preparing Ceftazidime

The invention relates to a method for preparing ceftazidime by a one-pot process. The method comprises the following steps: by using 7-aminocephalosporanic acid as the raw material, carrying out silanization reaction and iodination reaction, reacting with pyridine, directly adding the liquid into ceftazidime side chain acyl chloride hydrochloride to perform acylation reaction without separation to obtain ceftazidime iodate, adding the liquid into a concentrated hydrochloric acid-water mixed solution to perform deprotection, extracting to stratify, and regulating the pH value of the water phase with an alkaline solution to obtain ceftazidime (6R,7R)-7-[[(2-amino-4-thiazolyl)-[(1-carboxy-1-methylethoxy)imino]acetyl]amino]-2-carboxy-8-oxo-5-thia-1-azabicyclo[4,2,0]octyl-2-ene-3-methylpyridine pentahydrate. The method has the advantages of high yield, low cost, mild technological conditions, controllable technical process, high safety and low energy consumption, and is simple to operate.

One-pot method for preparing ceftazidime

The invention discloses a one-pot method for preparing ceftazidime. The one-pot method includes the steps that 7-aminocephalosporanic acid, ceftazidime side chain acyl chloride hydrochloride and pyridine are weighed, placed in an ultrasonic wave reactor and ultrasonically oscillated for 2-3 h at the temperature of minus 18 DEG C-minus 15 DEG C and the power of 750-1000 W, the pH value is adjusted to 4.1-4.2, acetone is added into a reaction solution, and a white solid is separated, washed with cold water at the temperature of 0 DEG C-5 DEG C and dried to obtain ceftazidime. In the method, pyridine serves as an acid-binding agent and a catalyst for an acyl chloride and amidogen reaction, a reactant and reaction solvent, other reagents are not added any more, and the workload of impurity research in the later period of new drug research is greatly reduced. By means of environment-friendly ultrasonic oscillation, after the reaction is completed, the processing process is simple, the long crystal growing process is avoided, and meanwhile the possible influence on product quality by acetone residual amount due to acetone washing after cold water washing is avoided. The yield and the purity are high, and the method is suitable for industrial production.

IMPROVED PROCESS FOR THE PREPARATION OF CEPHALOSPORIN ANTIBIOTICS

Abstract The present invention more particularly relates to a process for the preparation of cephalosporin antibiotics of the Formula (I) wherein R1 represents hydrogen, trityl, alkyl like CH3, CRaRbCOORc where Ra and Rb independently represent hydrogen or methyl and Rc represents hydrogen or (C1-C6) alkyl; R2 is carboxylate ion or COORd, where Rd represents hydrogen, ester or a counter ion which forms a salt; R3 represents hydrogen, CH3, CH2OCH3, CH2OCOCH3, CH=CH2, Formula (II).

NOVEL INTERMEDIATES FOR SYNTHESIS OF CEPHALOSPORINS AND PROCESS FOR PREPARATION OF SUCH INTERMEDIATES

A novel 4-halo-2-oxyimino-3-oxo butyric acid-N, N-dimethyl formiminium chloride chlorosulfate of formula (I) useful in the preparation of cephalosporin antibiotics, wherein X is chlorine or bromine; R is hydrogen, C1-4 alkyl group, an easily removable hydroxyl protective group, -CH2COOR5, or -C(CH3)2COOR5, wherein R5 is hydrogen or an easily hydrolysable ester group. The compound of formula (I) is prepared by reacting 4-halo-2-oxyimino-3-oxobutyric acid of formula (IV1), wherein X, R and R5 are as defined above, with N, N-dimethylformiminium chloride chlorosulphate of formula (VII), in an organic solvent at a temperature ranging from -30 °C to -15 °C. The cephalosporins that may be prepared from the intermediate include cefdinir, cefditoren pivoxil, cefepime, cefetamet pivoxil, cefixime, cefmenoxime, cefodizime, cefoselis, cefotaxime, cefpirome, cefpodoxime proxetil, cefquinome, ceftazidime, cefteram pivoxil, ceftiofur, ceftizoxime, ceftriaxone and cefuzonam.

Method for producing cephalosporins

A method for producing cephalosporins 7-substituted with an amino-thiazolylacetic group by reacting 7-ACA or its derivatives having the amino group and the carboxyl protected with reactive derivatives of amino-thiazolylacetic acid.

Acylation process for obtaining cephalosporin derivatives

7β-[2-(2-Tritylaminothiazol-4-yl )-2-(t-butyl-oxycarbonylprop-2-yl )oxyiminoacetamido]-3-pyridinium-methyl-3-cephem-4-carboxylate 1 is obtained via a process comprising N-acylation of 7β-amino-3-pyridinium-methyl-3 -cephem-4-carboxylate 1A with a mixed anhydride of 2-(2-tritylaminothiazol-4-yl)-2-(t-butyloxycarbonyl-prop-2-yl)oxyiminoacetic acid formed with a sulfonic acid halide or phosphoric acid halide, preferably carried out with silylated 1A. The process provides substantial yields of 1 of high purity.