Cefuroxime

Class: Beta-lactam (cephalosporin, second 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 Cephalosporin, derived from Cephalosporin C. Oral and iv application
Year first mentioned:	1971
Development status:	Approved, off-patent

Chemical structure(s):
Canonical SMILES:	CO/N=C(\C1=CC=CO1)/C(=O)N[C@@H]2C(=O)N3C(=C(COC(=O)N)CS[C@H]23)C(=O)O
Isomeric SMILES:	CO/N=C(\C1=CC=CO1)/C(=O)N[C@H]2[C@@H]3N(C2=O)C(=C(CS3)COC(=O)N)C(=O)O
InChI:	InChI=1S/C16H16N4O8S/c1-26-19-9(8-3-2-4-27-8)12(21)18-10-13(22)20-11(15(23)24)7(5-28-16(17)25)6-29-14(10)20/h2-4,10,14H,5-6H2,1H3,(H2,17,25)(H,18,21)(H,23,24)/b19-9+/t10-,14-/m1/s1
InChI Key:	JFPVXVDWJQMJEE-SWWZKJRFSA-N
Structure link:	https://pubchem.ncbi.nlm.nih.gov/compound/5361202

External links:
Guide to Pharmacology:	cefuroxime
Main Source:	https://pubmed.ncbi.nlm.nih.gov/32959896/