Cefroxadine

Title: Cefroxadine
CAS Registry Number: 51762-05-1
CAS Name: (6R,7R)-7-[[(2R)-Amino-1,4-cyclohexadien-1-ylacetyl]amino]-3-methoxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Additional Names: 7-[D-2-amino-2-(1,4-cyclohexadienyl)acetamide]-3-methoxy-3-cephem-4-carboxylic acid
Manufacturers' Codes: CGP-9000
Trademarks: Oraspor (Novartis)
Molecular Formula: C16H19N3O5S
Molecular Weight: 365.40
Percent Composition: C 52.59%, H 5.24%, N 11.50%, O 21.89%, S 8.78%
Literature References: Orally active cephalosporin deriv. Prepn: R. Scartazzini, H. Bickel, DE 2331133; eidem, US 4073902 (1974, 1978 both to Ciba-Geigy). Antibiotic activity: O. Zak et al., J. Antibiot. 29, 653 (1976). In vivo and in vitro microbiological evaluation: K. Yasuda et al., Antimicrob. Agents Chemother. 18, 105 (1980). Pharmacokinetics: T. Bergan, Chemotherapy 26, 225 (1980). Series of articles on activity, toxicity, reproduction studies: Chemotherapy (Tokyo) 28, Suppl 3, 1-335 (1980).
Properties: Internal salt, mp 170° (dec). [a]D20 +87° (c = 1.093 in 0.1N HCl). uv max (0.1N HCl): 267 nm (e 6100). LD50 in mice (mg/kg): >6000 orally; 7090 i.p. (Scartazzini, Bickel, 1978).
Melting point: mp 170° (dec)
Optical Rotation: [a]D20 +87° (c = 1.093 in 0.1N HCl)
Absorption maximum: uv max (0.1N HCl): 267 nm (e 6100)
Toxicity data: LD50 in mice (mg/kg): >6000 orally; 7090 i.p. (Scartazzini, Bickel, 1978)
Therap-Cat: Antibacterial.
Keywords: Antibacterial (Antibiotics); ?Lactams; Cephalosporins.
Cefsulodin Cefteram Ceftezole Ceftibuten Ceftizoxime

Cefroxadine
Cefroxadine.svg
Systematic (IUPAC) name
(6R,7R)-7-{[(2R)-2-amino-2-cyclohexa-1,4-dien-1-ylacetyl]amino}-3-methoxy-8-oxo-5-thia-1-azabicyclo[4.2.0]octane-2-carboxylic acid
Clinical data
AHFS/Drugs.com International Drug Names
Legal status Prescription only
Routes Oral
Pharmacokinetic data
Half-life ~1 hour
Excretion Renal
Identifiers
CAS number 51762-05-1
ATC code J01DB11
PubChem CID 443991
ChemSpider 4447587
UNII B908C4MV2R YesY
KEGG D01528
Chemical data
Formula C16H19N3O5S 
Mol. mass 365.405 g/mol

Cefroxadine (INN, trade names Oraspor and Cefthan-DS) is a cephalosporin antibiotic. It is structurally related to cefalexin, and both drugs share a similar spectrum of activity.[1]

It is available in Italy.[2]