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30034-03-8

30034-03-8 Structure

30034-03-8 Structure
IdentificationMore
[Name]

Sodium cefamandole
[CAS]

30034-03-8
[Synonyms]

CEFAMANDOLE SODIUM
CEFAMANDOLE SODIUM SALT
cemandil sodium salt
sodium [6r-[6alpha,7beta(r*)]]-7-[[(formyloxy)phenylacetyl]amino]-3-[[(1-methyl-1h-tetrazol-5-yl)thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
sodium (6r-(6alpha,7beta(r*)))-7-((hydroxyphenylacetyl)amino)-3-(((1-methyl-1h-tetrazol-5-yl)thio)methyl)-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylate
sodium cefamandole
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
5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[(hydroxyphenylacetyl)amino]-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-8-oxo-, monosodium salt, [6R-[6α,7β(R*)]]-
5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[[(2R)-hydroxyphenylacetyl]amino]-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-8-oxo-, monosodium salt, (6R,7R)-
5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-mandelamido-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-8-oxo-, monosodium salt, D-(8CI)
Sodium 7-D-mandelamido-3-(1-methyl-1H-tetrazol-5-ylthiomethyl)-3-cephem-4-carboxylate
Sodium (6R-(6alpha,7beta(R*)))-7-((hydroxyphenylacetyl)amino)-3-(((1-methyl-1H-tetrazol-5-yl)thio)methyl)-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylate
(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
(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
[EINECS(EC#)]

250-009-0
[Molecular Formula]

C18H17N6NaO5S2
[MDL Number]

MFCD07793339
[Molecular Weight]

484.48
[MOL File]

30034-03-8.mol
Chemical PropertiesBack Directory
[Appearance]

White Solid
[Melting point ]

>175°C (dec.)
[storage temp. ]

Store at RT.
[solubility ]

DMSO (Slightly), Methanol (Slightly), Water (Slightly)
[form ]

Solid
[color ]

White to Pale Yellow
[Usage]

Broad-spectrum semi-synthetic cephalosporin antibiotic.
[Stability:]

Moisture Sensitive
[CAS DataBase Reference]

30034-03-8(CAS DataBase Reference)
Safety DataBack Directory
[Hazard Codes ]

Xn
[Risk Statements ]

R36/37/38:Irritating to eyes, respiratory system and skin .
R42/43:May cause sensitization by inhalation and skin contact .
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
[WGK Germany ]

2
[RTECS ]

XI0389000
[Toxicity]

mouse,LD50,intravenous,4460mg/kg (4460mg/kg),Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 26, Pg. 115, 1984.
Hazard InformationBack Directory
[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].
[storage]

Store at -20°C
[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.
Spectrum DetailBack Directory
[Spectrum Detail]

Sodium cefamandole(30034-03-8)1HNMR
Sodium cefamandole(30034-03-8)13CNMR
Sodium cefamandole(30034-03-8)IR1
Sodium cefamandole(30034-03-8)IR2
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

30034-03-8(sigmaaldrich)
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