Cefteram

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

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

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]