Cefoperazone

Synonym(s): Sulperazon (sulbactam sodium/cefoperazone sodium)

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 some Enterobacteriaceae and Pseudomonas aeruginosa but high resistance rates
Description:	Semisynthetic Cephalosporine, derived from Cephalosporin C. Fixed combination with sulbactam available in some countries
Institute where first reported:	Pfizer
Year first mentioned:	1974
Highest developmental phase:	Approved by FDA in 1982
Development status:	Approved (only in combination with sulbactam)
Reason Dropped:	Discontinued in US

Chemical structure(s):
Canonical SMILES:	CCN1CCN(C(=O)C1=O)C(=O)N[C@H](C2=CC=C(C=C2)O)C(=O)N[C@@H]3C(=O)N4C(=C(CS[C@H]34)CSC5=NN=NN5C)C(=O)O
Isomeric SMILES:	CCN1CCN(C(=O)C1=O)C(=O)N[C@H](C2=CC=C(C=C2)O)C(=O)N[C@H]3[C@@H]4N(C3=O)C(=C(CS4)CSC5=NN=NN5C)C(=O)O
InChI:	InChI=1S/C25H27N9O8S2/c1-3-32-8-9-33(21(39)20(32)38)24(42)27-15(12-4-6-14(35)7-5-12)18(36)26-16-19(37)34-17(23(40)41)13(10-43-22(16)34)11-44-25-28-29-30-31(25)2/h4-7,15-16,22,35H,3,8-11H2,1-2H3,(H,26,36)(H,27,42)(H,40,41)/t15-,16-,22-/m1/s1
InChI Key:	GCFBRXLSHGKWDP-XCGNWRKASA-N
Structure link:	https://pubchem.ncbi.nlm.nih.gov/compound/44187

External links:
Guide to Pharmacology:	cefoperazone
Main Source:	https://pubmed.ncbi.nlm.nih.gov/32129861/
Citations:	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4990596/ https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6304247/