Cefmenoxime

Synonym(s): Cefmax  |  Bestron

Class: Beta-lactam (cephalosporin, third generation)

Spectrum of activity:	Gram-positive  &  Gram-negative
Details of activity:	Binds to bacterial penicillin-binding proteins (PBP) and interferes with bacterial cell wall integrity and synthesis. Active against Gram-positive bacteria and against many Enterobacteriaceae but vulnerable to extended-spectum beta-lactamases (ESBL)
Description:	Semisynthetic Cephalosporine, derived from Cephalosporin C. Available for ocular application in some countries.
Institute where first reported:	Tap Pharmaceuticals
Year first mentioned:	1980
Highest developmental phase:	Approved by FDA in 1987
Development status:	Approved
Reason Dropped:	Discontinued in the US

Chemical structure(s):
Canonical SMILES:	CN1C(=NN=N1)SCC2=C(C(=O)O)N3C(=O)[C@H]([C@H]3SC2)NC(=O)/C(=N\OC)/C4=CSC(=N4)N
Isomeric SMILES:	CN1C(=NN=N1)SCC2=C(N3[C@@H]([C@@H](C3=O)NC(=O)/C(=N\OC)/C4=CSC(=N4)N)SC2)C(=O)O
InChI:	InChI=1S/C16H17N9O5S3/c1-24-16(20-22-23-24)33-4-6-3-31-13-9(12(27)25(13)10(6)14(28)29)19-11(26)8(21-30-2)7-5-32-15(17)18-7/h5,9,13H,3-4H2,1-2H3,(H2,17,18)(H,19,26)(H,28,29)/b21-8-/t9-,13-/m1/s1
InChI Key:	HJJDBAOLQAWBMH-YCRCPZNHSA-N
Structure link:	https://pubchem.ncbi.nlm.nih.gov/compound/9570757

External links:
Guide to Pharmacology:	cefmenoxime
Main Source:	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC181357/
Citation:	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8779982/