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)

pka

2.65±0.50(Predicted)

form 

Solid

color 

White

Water Solubility 

Soluble in water

CAS DataBase Reference

56796-20-4(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

• Language:English Provider:SigmaAldrich

Cefmetazole Usage And Synthesis

Description

Cefmetazole 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.

General Description

Cefmetazole was synthesized by Sankyo Co. in 1976starting with a biosynthetic cephamycin. It shows excellent activity against Serratia and Proteus, against which cefazolin is not active, and it has stronger activity than cefoxitin, another derivative of cephamycin. Cefmetazole is active against anaerobes and resistant to β-lactamase, but it is not active against Pseudomonas aeruginosa.

Chemical Properties

White Solid

Uses

Semi-synthetic antibiotic derived from Cephamycin. Antibacterial.

Uses

A broad spectrum second generation cephalosporin antibiotic

Definition

ChEBI: A cephalosporin antibiotic containg an N1-methyltetrazol-5-ylthiomethyl side-chain at C-3 of the parent cephem bicyclic structure.

Antimicrobial activity

It 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(56796-20-4)Related Product Information

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