Cefmetazole

Cefmetazole Basic information
Product Name:Cefmetazole
Synonyms:(6R,7S)-7-[[2-[(CyanoMethyl)thio]acetyl]aMino]-7-Methoxy-3-[[(1-Methyl -1H-tetrazol-5-yl)thio]Methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene -2-carboxylic Acid;(6r;5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylicacid,7-((((cyanomethyl)thio)a;cs1170;Cefmetazole, 97-103%;CEFMETAZOLE SODIUM SALT;Cefmetazole;Cefatrixine
CAS:56796-20-4
MF:C15H17N7O5S3
MW:471.53
EINECS:260-384-2
Product Categories:Pharmaceuticals;Sulfur & Selenium Compounds;Chiral Reagents;Heterocycles;Pharmaceutical intermediate;Medicine intermediate;Intermediates & Fine Chemicals
Mol File:56796-20-4.mol
Cefmetazole Structure
Cefmetazole Chemical Properties
Melting point 163-165?C
density 1.4380 (rough estimate)
refractive index 1.7400 (estimate)
storage temp. 2-8°C
solubility Methanol (Slightly, Heated)
pka2.65±0.50(Predicted)
form Solid
color White
Water Solubility Soluble in water
CAS DataBase Reference56796-20-4(CAS DataBase Reference)
Safety Information
Hazard Codes Xn
Risk Statements 36/37/38-42/43
Safety Statements 26-36
WGK Germany 2
RTECS XI0372200
HS Code 2941906000
MSDS Information
ProviderLanguage
SigmaAldrich English
Cefmetazole Usage And Synthesis
DescriptionCefmetazole is a cephamycin with a nonaromatic side chain at C-7. In addition to a fairly characteristic second-generation cephalosporin antimicrobial spectrum, it possess fairly significant anti-antiaerobic activity. The ejection of its C-3 side chain leads to alcohol intolerance of the disulfuram type and prolonged clotting times.
Chemical PropertiesWhite Solid
UsesSemi-synthetic antibiotic derived from Cephamycin. Antibacterial.
UsesA broad spectrum second generation cephalosporin antibiotic
DefinitionChEBI: A cephalosporin antibiotic containg an N1-methyltetrazol-5-ylthiomethyl side-chain at C-3 of the parent cephem bicyclic structure.
Antimicrobial activityIt is active against Pr. mirabilis, Pr. vulgaris, Morganella morganii, Yersinia spp.and most anaerobes. S. marcescens is moderately susceptible, but Ps. aeruginosa and E. faecalis are resistant. It is active against Mycobacterium fortuitum and some strains of M. chelonei. It is resistant to a wide range of β-lactamases.
The serum concentration at the end of a 1 g intravenous infusion is around 77 mg/L. Plasma protein binding is 68%. It is principally excreted in the urine with a plasma half-life of c. 1.3 h; 70% is recovered over the first 6 h. In patients whose creatinine clearance is less than 10 mL/min, plasma levels are elevated and the plasma half-life is increased to around 15 h.
Side effects associated with the methylthiotetrazole group at position C-3 have been reported. Uses are similar to those of cefoxitin, but it is not widely available.

Cefmetazole Preparation Products And Raw materials
Methylparaben 7-TMCA Methyl 1H-Tetrazole, 5-((3-(ethylthio)propyl)thio)-1-methyl- Acetaminophen ACETAMINOPHENOL BP/USP Cefmetazole-Na,Sodium cefmetazole,Cefmetazole sodium 3-AZETIDINOL Bensulfuron methyl 3-METHOXY-AZETIDINE Methoxy Acetyl coenzyme A sodium salt Kresoxim-methyl 1-METHYL-3-AZETIDINOL Methyl acrylate CEFMETAZOLE ACID Methyl bromide Cefmetazole

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