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Sodium cefamandole

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Sodium cefamandole Basic information

Product Name:
Sodium cefamandole
Synonyms:
  • (6R,7R)-7-[[(2R)-2-Hydroxy-2-phenylacetyl]amino]-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
  • CEFAMANDOLE SODIUM
  • CEFAMANDOLE SODIUM SALT
  • 5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylicacid,7-mandelamido-3-(((1-met
  • monosodiumsalt,d-hyl-1h-tetrazol-5-yl)thio)methyl)-8-oxo
  • (6R,7R)-7-[(R)-2-Hydroxy-2-phenylacetylamino]-3-(1-methyl-1H-tetrazol-5-ylthiomethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid sodium salt
  • Cephamandole sodium
  • Cefamandole Sodium (250 mg)
CAS:
30034-03-8
MF:
C18H17N6NaO5S2
MW:
484.48
EINECS:
250-009-0
Product Categories:
  • A - KAntibiotics
  • Antibacterial
  • Antibiotics A to
  • Antibiotics A-FAntibiotics
  • Chemical Structure Class
  • Interferes with Cell Wall SynthesisAntibiotics
  • Nucleotides and Nucleosides
  • Bases & Related Reagents
  • Intermediates & Fine Chemicals
  • Nucleotides
  • Pharmaceuticals
  • Mechanism of Action
  • Penicillins and Cephalosporins (beta-Lactams)
  • Spectrum of Activity
  • Sulfur & Selenium Compounds
Mol File:
30034-03-8.mol
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Sodium cefamandole Chemical Properties

Melting point:
>175°C (dec.)
storage temp. 
Store at RT.
solubility 
DMSO (Slightly), Methanol (Slightly), Water (Slightly)
form 
Solid
color 
White to Pale Yellow
Stability:
Moisture Sensitive
CAS DataBase Reference
30034-03-8(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xn
Risk Statements 
36/37/38-42/43
Safety Statements 
26-36
WGK Germany 
2
RTECS 
XI0389000
Toxicity
mouse,LD50,intravenous,4460mg/kg (4460mg/kg),Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 26, Pg. 115, 1984.
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Sodium cefamandole Usage And Synthesis

Description

Cefamandole is a cephalosporin antibiotic that is effective against E. coli (MIC values range from 0.25-2 mg/L depending on strain) as well as H. influenza, S. pneumoniae, and S. aureus. It has been used to study the expression and inhibition of penicillin-binding proteins on bacterial cell walls and to study antibiotic resistance.

Chemical Properties

White Solid

Uses

Antibacterial;Bacterial transpeptidase inhibitor

Uses

Broad-spectrum semi-synthetic cephalosporin antibiotic.

Definition

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

in vitro

the in-vitro effect of cefamandole was tested against 645 strains of bacteria isolated from clinical sources. against gram-positive organisms cefamandole showed great potency, being three- to four-fold more active than cephalexin or cefoxitin. none of the pseudomonas aeruginosa strains were susceptible to 100 μg of cefamandole per ml [1].

in vivo

the testicular toxicity of cefamandole was evaluated in neonatal rats. results showed that cefamandole caused delayed maturity of the germinal epithelium of neonatal rats. in rats given daily subcutaneous injections during this period, the most mature germinal cells were acrosome phase spermatids [2].

References

[1] eickhoff tc, ehret jm. in vitro comparison of cefoxitin, cefamandole, cephalexin, and cephalothin. antimicrob agents chemother. 1976 jun;9(6):994-9.
[2] hoover dm, buening mk, tamura rn, steinberger e. effects of cefamandole on spermatogenic development of young cd rats. fundam appl toxicol. 1989 nov;13(4):737-46.
[3] delgado dg, brau cj, cobbs cg, dismukes we. clinical and laboratory evaluation of cefamandole in the therapy of haemophilus spp. bronchopulmonary infections. antimicrob agents chemother. 1979 jun;15(6):807-12.

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