Cefpiramide

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
Institute where first reported:	Wyeth Ayerst
Year first mentioned:	1982
Highest developmental phase:	Approved by FDA in 1989
Development status:	Discontinued

Chemical structure(s):
Canonical SMILES:	CC1=CC(=O)C(=CN1)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:	CC1=CC(=O)C(=CN1)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/C25H24N8O7S2/c1-11-7-16(35)15(8-26-11)20(36)27-17(12-3-5-14(34)6-4-12)21(37)28-18-22(38)33-19(24(39)40)13(9-41-23(18)33)10-42-25-29-30-31-32(25)2/h3-8,17-18,23,34H,9-10H2,1-2H3,(H,26,35)(H,27,36)(H,28,37)(H,39,40)/t17-,18-,23-/m1/s1
InChI Key:	PWAUCHMQEXVFJR-PMAPCBKXSA-N
Structure link:	https://pubchem.ncbi.nlm.nih.gov/compound/636405

External links:
Guide to Pharmacology:	cefpiramide
Main Source:	https://www.jiac-j.com/article/S1341-321X(00)71317-1/fulltext