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Cefmetazole sodium

Basic information Safety Supplier Related

Cefmetazole sodium Basic information

Product Name:
Cefmetazole sodium
Synonyms:
  • Cefmetazone
  • 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[[[(cyanomethyl)thio]acetyl]amino]-7-methoxy-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-8-oxo-, monosodium salt, (6R,7S)-
  • 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[[[(cyanomethyl)thio]acetyl]amino]-7-methoxy-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-8-oxo-, monosodium salt, (6R-cis)-
  • Cefmetazole-Na
  • CS-1170 sodium salt
  • Metafar
  • Sodium cefmetazole
  • (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 Sodium Salt
CAS:
56796-39-5
MF:
C15H18N7NaO5S3
MW:
495.52
EINECS:
627-393-7
Product Categories:
  • Sulfur & Selenium Compounds
  • A - KAntibiotics
  • Antibacterial
  • Antibiotics A to
  • Antibiotics A-FAntibiotics
  • Chemical Structure Class
  • Chiral Reagents
  • Heterocycles
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
  • Interferes with Cell Wall SynthesisAntibiotics
  • Mechanism of Action
  • Penicillins and Cephalosporins (beta-Lactams)
  • Spectrum of Activity
Mol File:
56796-39-5.mol
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Cefmetazole sodium Chemical Properties

Melting point:
>130°C (dec.)
storage temp. 
Inert atmosphere,2-8°C
solubility 
H2O: soluble50mg/mL
form 
powder
color 
White to Off-White
Water Solubility 
Soluble in water
Sensitive 
Hygroscopic
Merck 
14,1926
Stability:
Hygroscopic
InChIKey
BITQGIOJQWZUPL-PBCQUBLHSA-M
CAS DataBase Reference
56796-39-5(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xn,Xi
Risk Statements 
36/37/38-42/43
Safety Statements 
26-36
WGK Germany 
2
RTECS 
XI0372200
HS Code 
2941.90.3000
Toxicity
LD50 i.v. in rats: >5000 mg/kg (Masuda)
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Cefmetazole sodium Usage And Synthesis

Chemical Properties

White Solid

Uses

Semi-synthetic antibiotic derived from Cephamycin. Antibacterial

Uses

Cefmetazole sodium is used clinically in combination with Tanreqing for the treatment of Pulmonary infections like Senile Emphysema and other acute bacterial infections.

Definition

ChEBI: An organic sodium salt that is the sodium salt of cefmetazole.

brand name

Zefazone (Pharmacia & Upjohn).

Clinical Use

Cefmetazole (Zefazone) is a semisynthetic, third-generation,parenteral cephalosporin of the cephamycin group. Likeother cephamycins, the presence of the 7α-methoxyl groupconfers resistance to many β-lactamases. Cefmetazoleexhibits significantly higher potency against members ofthe Enterobacteriaceae family but lower activity againstBacteroides spp. than cefoxitin. It is highly active againstN. gonorrhoeae, including -lactamase–producing strains. Incommon with other cephamycins, cefmetazole is ineffectiveagainst indole-positive Proteus, Enterobacter, Providencia,Serratia, and Pseudomonas spp. Cefmetazole has the MTTmoiety associated with increased bleeding in certain highriskpatients. It has a plasma half-life of 1.1 hours.

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