Ceftriaxone

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, longer half-live than other Cephalosporins
Year first mentioned:	1980
Development status:	Approved, off-patent

Chemical structure(s):
Canonical SMILES:	CN1C(=NC(=O)C(=O)N1)SCC2=C(C(=O)O)N3C(=O)[C@H]([C@H]3SC2)NC(=O)/C(=N\OC)/C4=CSC(=N4)N
Isomeric SMILES:	CN1C(=NC(=O)C(=O)N1)SCC2=C(N3[C@@H]([C@@H](C3=O)NC(=O)/C(=N\OC)/C4=CSC(=N4)N)SC2)C(=O)O
InChI:	InChI=1S/C18H18N8O7S3/c1-25-18(22-12(28)13(29)23-25)36-4-6-3-34-15-9(14(30)26(15)10(6)16(31)32)21-11(27)8(24-33-2)7-5-35-17(19)20-7/h5,9,15H,3-4H2,1-2H3,(H2,19,20)(H,21,27)(H,23,29)(H,31,32)/b24-8-/t9-,15-/m1/s1
InChI Key:	VAAUVRVFOQPIGI-SPQHTLEESA-N
Structure link:	https://pubchem.ncbi.nlm.nih.gov/compound/5479530

External links:
Guide to Pharmacology:	ceftriaxone
Main Source:	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC183664/
Citations:	https://pubmed.ncbi.nlm.nih.gov/31179786/ https://www.cdc.gov/mmwr/volumes/69/wr/mm6950a6.htm https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7513262/