Cefazedone

Class: Beta-lactam (cephalosporin, first 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 moderately against Enterobacteriaceae but high resistance rates in Enterobacteriaceae
Description:	Semisynthetic Cephalosporin, derived from Cephalosporin C
Year first mentioned:	1979
Development status:	Experimental

Chemical structure(s):
Canonical SMILES:	CC1=NN=C(SCC2=C(C(=O)O)N3C(=O)[C@H]([C@H]3SC2)NC(=O)CN4C=C(C(=O)C(=C4)Cl)Cl)S1
Isomeric SMILES:	CC1=NN=C(S1)SCC2=C(N3[C@@H]([C@@H](C3=O)NC(=O)CN4C=C(C(=O)C(=C4)Cl)Cl)SC2)C(=O)O
InChI:	InChI=1S/C18H15Cl2N5O5S3/c1-7-22-23-18(33-7)32-6-8-5-31-16-12(15(28)25(16)13(8)17(29)30)21-11(26)4-24-2-9(19)14(27)10(20)3-24/h2-3,12,16H,4-6H2,1H3,(H,21,26)(H,29,30)/t12-,16-/m1/s1
InChI Key:	VTLCNEGVSVJLDN-MLGOLLRUSA-N
Structure link:	https://pubchem.ncbi.nlm.nih.gov/compound/71736

External links:
Guide to Pharmacology:	cefazedone
Main Source:	https://pubmed.ncbi.nlm.nih.gov/582712/