Cefotiam

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
Institute where first reported:	Takeda Pharmaceuticals
Year first mentioned:	1979
Highest developmental phase:	Approved by FDA in 1988
Development status:	Discontinued

Chemical structure(s):
Canonical SMILES:	CN(C)CCN1C(=NN=N1)SCC2=C(C(=O)O)N3C(=O)[C@H]([C@H]3SC2)NC(=O)CC4=CSC(=N4)N
Isomeric SMILES:	CN(C)CCN1C(=NN=N1)SCC2=C(N3[C@@H]([C@@H](C3=O)NC(=O)CC4=CSC(=N4)N)SC2)C(=O)O
InChI:	InChI=1S/C18H23N9O4S3/c1-25(2)3-4-26-18(22-23-24-26)34-7-9-6-32-15-12(14(29)27(15)13(9)16(30)31)21-11(28)5-10-8-33-17(19)20-10/h8,12,15H,3-7H2,1-2H3,(H2,19,20)(H,21,28)(H,30,31)/t12-,15-/m1/s1
InChI Key:	QYQDKDWGWDOFFU-IUODEOHRSA-N
Structure link:	https://pubchem.ncbi.nlm.nih.gov/compound/43708

External links:
Guide to Pharmacology:	cefotiam
Main Source:	https://pubmed.ncbi.nlm.nih.gov/2680212/
Citation:	https://pubmed.ncbi.nlm.nih.gov/33309628/