Cefteram

Cefteram
Clinical data
AHFS/Drugs.com	International Drug Names
ATC code	J01DD18 (WHO) ;
Legal status
Legal status	In general: ℞ (Prescription only);
Identifiers
	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;
CAS Number	82547-58-8;
PubChem CID	6537431;
ChemSpider	4576594;
UNII	74CQ4Q3N63;
KEGG	D07655;
ChEMBL	ChEMBL2105953;
CompTox Dashboard (EPA)	DTXSID7048821 ;
Chemical and physical data
Formula	C16H17N9O5S2
Molar mass	479.49 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES O=C2N1/C(=C(\CS[C@@H]1[C@@H]2NC(=O)C(=N\OC)\c3nc(sc3)N)Cn4nc(nn4)C)C(=O)O;

Cefteram (INN) is a third-generation cephalosporin antibiotic.^[1]

Synthesis

The reaction of 7-aminocephalosporanic acid (1) with the methyl-substituted tetrazole (2) gives the intermediate (3). Protection with diazodiphenylmethane (4) produces (5). Amide formation with the thiazole carboxylic acid (6) gives (7), which is deprotected with trifluoroacetic acid to yield cefteram.^[2]^[3]

^ Yamaguchi K, Ohno A, Takahashi S, Hayashi M, Yamanaka K, Hirakata Y, Mitsuyama J (January 1998). "[In vitro antibacterial activities of cefteram and other beta-lactam agents against recent clinical isolates]". The Japanese Journal of Antibiotics. 51 (1): 11–25. PMID 9557273.
^ "Cefteram". chemdrug.com. Retrieved 2024-07-03.
^ US patent 4489072, Hiroshi Sadaki, et al., issued 1984-12-18, assigned to Toyama Chemical Co Ltd

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