头孢孟多酯

Also known as Cefamandolum, Cephadole, Cefadole, Cephamandole, Cefamandole nafate, L-Cefamandole, Cefamandol, (6R,7R)-7-(R)-Mandelamido-3-(((1-methyl-1H-tetrazol-5-yl)thio)methyl)-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-carboxylic acid

Cefamandole (INN, also known as cephamandole) is a second-generation broad-spectrum cephalosporin antibiotic. The clinically used form of cefamandole is the formate ester cefamandole nafate, a prodrug which is administered parenterally. Cefamandole is no longer available in the United States.

Chemical data

Formula: C18H18N6O5S2
Molecular weight: 462.5 g/mol
IUPAC name: (6R,7R)-7-[[(2R)-2-hydroxy-2-phenylacetyl]amino]-3-[(1-methyltetrazol-5-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
SMILES: CN1C(=NN=N1)SCC2=C(N3[C@@H]([C@@H](C3=O)NC(=O)[C@@H](C4=CC=CC=C4)O)SC2)C(=O)O
InChIKey: OLVCFLKTBJRLHI-AXAPSJFSSA-N
XLogP: -0.9
Polar surface area: 201 Å²
H-bond donors: 3
H-bond acceptors: 10
Formal charge: 0