Latamoxef

Synonym(s): Moxalactam  |  Moxam

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 (oxacephem), derived from Cephalosporin C
Institute where first reported:	Lilly
Year first mentioned:	1982
Highest developmental phase:	Approved
Development status:	Discontinued
Reason Dropped:	Prolongued bleeding time

Chemical structure(s):
Canonical SMILES:	CN1C(=NN=N1)SCC2=C(C(=O)O)N3C(=O)[C@]([C@H]3OC2)(NC(=O)C(C4=CC=C(C=C4)O)C(=O)O)OC
Isomeric SMILES:	CN1C(=NN=N1)SCC2=C(N3[C@@H]([C@@](C3=O)(NC(=O)C(C4=CC=C(C=C4)O)C(=O)O)OC)OC2)C(=O)O
InChI:	InChI=1S/C20H20N6O9S/c1-25-19(22-23-24-25)36-8-10-7-35-18-20(34-2,17(33)26(18)13(10)16(31)32)21-14(28)12(15(29)30)9-3-5-11(27)6-4-9/h3-6,12,18,27H,7-8H2,1-2H3,(H,21,28)(H,29,30)(H,31,32)/t12?,18-,20+/m1/s1
InChI Key:	JWCSIUVGFCSJCK-CAVRMKNVSA-N
Structure link:	https://pubchem.ncbi.nlm.nih.gov/compound/47499

External links:
Guide to Pharmacology:	latamoxef
Main Source:	https://pubmed.ncbi.nlm.nih.gov/6354685/
Citation:	https://pubmed.ncbi.nlm.nih.gov/3778044/