Cefteram

Title: Cefteram
CAS Registry Number: 82547-58-8
CAS Name: (6R,7R)-7-[[(2Z)-(2-Amino-4-thiazolyl)(methoxyimino)acetyl]amino]-3-[(5-methyl-2H-tetrazol-2-yl)methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Additional Names: (+)-(6R,7R)-7-[(Z)-2-(2-amino-4-thiazolyl)-2-(methoxyimino)acetamido]-3-[(5-methyl-2H-tetrazol-2-yl)methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid; 7-[2-(2-aminothiazol-4-yl)-2-syn-methoxyiminoacetamido]-3-[2-(5-methyl-1,2,3,4-tetrazolyl)methyl]-D3-cephem-4-carboxylic acid; (+)-(6R,7R)-7-[2-(2-amino-4-thiazolyl)glyoxylamido]-3-[(5-methyl-2H-tetrazol-2-yl)methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid 72-(Z)-(O-methyloxime); ceftetrame
Manufacturers' Codes: Ro-19-5247; T-2525
Molecular Formula: C16H17N9O5S2
Molecular Weight: 479.49
Percent Composition: C 40.08%, H 3.57%, N 26.29%, O 16.68%, S 13.37%
Literature References: Third generation, orally active cephalosporin antibiotic. Prepn: BE 890499; H. Sadaki et al., US 4489072 (1982, 1984 both to Toyama). In vitro antibacterial activity: R. Wise et al., Antimicrob. Agents Chemother. 29, 1067 (1986); in vitro activity vs Neisseria gonorrhoeae: W. R. Bowie et al., ibid. 31, 470 (1987). General pharmacology in animals: S. Hirai et al., Jpn. J. Antibiot. 39, 958 (1986), C.A. 105, 183450a (1986). Pharmacokinetics and tissue distribution in animals: I. Saikawa et al., ibid. 979, C.A. 105, 183338v (1986). Series of articles on activity, toxicology, pharmacology and clinical efficacy: Chemotherapy (Tokyo) 34, Suppl. 2, 1-984 (1986). Acute toxicity: S. Sato et al., ibid. 166.
Properties: Crystals from acetone, mp >200°.
Melting point: mp >200°
Derivative Type: Pivaloyloxymethyl ester
CAS Registry Number: 82547-81-7
Additional Names: Cefteram pivoxil
Manufacturers' Codes: T-2588
Trademarks: Tomiron (Toyama)
Molecular Formula: C22H27N9O7S2
Molecular Weight: 593.64
Percent Composition: C 44.51%, H 4.58%, N 21.24%, O 18.87%, S 10.80%
Properties: Oral prodrug of cefteram. Crystals, mp 127-128° (dec). LD50 in male, female mice, rats (g/kg): >6.00, 5.86, 5.63, 5.09 i.p.; in both species >6.00 s.c.; in male mice, rats, dogs (g/kg): >6.00, >6.00, >2.00 orally (Sato).
Melting point: mp 127-128° (dec)
Toxicity data: LD50 in male, female mice, rats (g/kg): >6.00, 5.86, 5.63, 5.09 i.p.; in both species >6.00 s.c.; in male mice, rats, dogs (g/kg): >6.00, >6.00, >2.00 orally (Sato)
Therap-Cat: Antibacterial.
Keywords: Antibacterial (Antibiotics); ?Lactams; Cephalosporins.
Ceftezole Ceftibuten Ceftizoxime Ceftobiprole Medocaril Cefuroxime

Cefteram
Cefteram.png
Systematic (IUPAC) name
(6R,7R)-7-([(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino)-3-[(5-methyltetrazol-2-yl)methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Clinical data
AHFS/Drugs.com International Drug Names
Legal status Prescription only
Identifiers
CAS number 82547-58-8
ATC code None
PubChem CID 6537431
ChemSpider 4576594
UNII 74CQ4Q3N63 YesY
KEGG D07655
Chemical data
Formula C16H17N9O5S2 
Mol. mass 479.49 g/mol

Cefteram (INN) is a third-generation cephalosporin antibiotic.