ChemicalBook--->CAS DataBase List--->61270-78-8

61270-78-8

61270-78-8 Structure

61270-78-8 Structure
IdentificationMore
[Name]

Cefonicid sodium
[CAS]

61270-78-8
[Synonyms]

5-THIA-1-AZABICYCLO[4.2.0]OCT-2-ENE-2-CARBOXYLIC ACID, 7-[(HYDROXYPHENYLACETYL)AMINO]-8-OXO-3-[[[1-(SULFOMETHYL)-1H-TETRAZOL-5-YL]THIO]METHYL]-, DISODIUM SALT
CEFONICID DISODIUM
CEFONICID SODIUM
disodium (6r,7r)-7-[[(2r)-2-hydroxy-2-phenyl-acetyl]amino]-8-oxo-3-[[1-(sulfonatomethyl)tetrazol-5-yl]sulfanylmethyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
CEFONICID SODIUM[5-THIA-1-AZABICYCLO[4.2.0]OCT-2-ENE-2-CARBOXYLIC ACID, 7-[(HYDROXYPHENYLACETYL)AMINO]-8-OXO-3-[[[1-(SULFOMETHYL)-1H-TETRAZOL-5-YL]THIO]METHYL]-, DISODIUM SALT]
CEFONICID DISODIUM SALT
CefonicidDisodiumC18H16N6Na2O8S3
CefonicidSodium(Sterile)
Disodium (6R,7R)-7-[[(2R)-2-hydroxy-2-phenyl-acetyl]amino]-8-oxo-3-[[1-(sulfonatomethyl)tetrazol-5-yl]sulfanylmethyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
(6R,7R)-7α-[[(R)-Hydroxyphenylacetyl]amino]-8-oxo-3-[[[1-(sodiooxysulfonylmethyl)-1H-tetrazol-5-yl]thio]methyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid sodium salt
SKF D-75073-Z2
[EINECS(EC#)]

612-109-6
[Molecular Formula]

C18H16N6Na2O8S3
[MDL Number]

MFCD00941437
[Molecular Weight]

586.53
[MOL File]

61270-78-8.mol
Chemical PropertiesBack Directory
[Appearance]

White Powder
[Melting point ]

> 160°C
[storage temp. ]

Store at 0-5°C
[solubility ]

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

Solid
[color ]

White to Pale Yellow
[CAS DataBase Reference]

61270-78-8(CAS DataBase Reference)
Safety DataBack Directory
[HS Code ]

2941906000
Hazard InformationBack Directory
[Description]

Cefonicid sodium is the first of the second-generation cephalosporin antibiotics with a long enough serum half-life b4.5 hr.) to allow once-daily i.v. administration. Cefonicid is resistant to β-lactamases produced by S. aureus, H. influenzae, -N. gonorrhea, and related organisms. As with other drugs of this class, it is useful in the treatment of urinary tract and lower respiratory tract infections, skin and skin structure infections, and bone and joint infections, as well as in surgical prophylaxis.
[Chemical Properties]

White Powder
[Originator]

Smith Kline & French (USA)
[Uses]

A semi-synthetic cephalosporin antibiotic related to Cefamandole. Antibacterial.
[Definition]

ChEBI: Cefonicid sodium is an organic sodium salt. It contains a cefonicid(2-).
[Brand name]

MONOCID
[Clinical Use]

Cefonicid Sodium (Monocid) is a second-generationcephalosporin that is structurally similar to cefamandole,except that it contains a methane sulfonic acid groupattached to the N-1 position of the tetrazole ring. Theantimicrobial spectrum and limited β-lactamase stabilityof cefonicid are essentially identical with those ofcefamandole.
Cefonicid is unique among the second-generationcephalosporins in that it has an unusually long serum halflifeof approximately 4.5 hours. High plasma protein bindingcoupled with slow renal tubular secretion are apparentlyresponsible for the long duration of action. Despite the high fraction of drug bound in plasma, cefonicid is distributedthroughout body fluids and tissues, with the exception of thecerebrospinal fluid.
Cefonicid is supplied as a highly water-soluble disodiumsalt, in the form of a sterile powder to be reconstituted forinjection. Solutions are stable for 24 hours at 25°C and for72 hours when refrigerated.
[in vitro]

cefonicid was found to be similar to cefamandole in its superiority to first generation cephalosporins against several enterobacteriaceae and haemophilus influenzae, such as beta-lactamase-producing strains. its activity against staphylococcus aureus was similar to that of cefoxitin and inferior to cefamandole and first generation cephalosporins. cefonicid has excellent in-vitro activity against neisseria gonorrhoeae, but is inactive against pseudomonas, serratia, acinetobacter, and bacteroides fragilis [1].
[in vivo]

the purpose of a previous study was to determine whether cefonicid caused testicular toxicity when subcutaneously administered to sprague-dawley male rats at doses of 50 to 1,000 mg/kg per day. the histological findings were confirmed by marked reductions in testicular sperm production rates and cauda epididymal sperm numbers. in addition, cefonicid had no treatment-related adverse effects on the sexual maturation males [2].
[References]

[1] saltiel, e; brogden, r. n. (1986). cefonicid. a review of its antibacterial activity, pharmacological properties and therapeutic use. drugs. 32 (3): 222–59.
[2] manson jm, zolna le, kang yj, johnson cm. effects of cefonicid and other cephalosporin antibiotics on male sexual development in rats. antimicrob agents chemother. 1987 jul;31(7):991-7.
Spectrum DetailBack Directory
[Spectrum Detail]

Cefonicid sodium(61270-78-8)1HNMR
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