Ceftizoxime alapivoxil (prodrug)

Synonym(s): AS 924  |  KY 020  |  Cefizox

Class: Beta-lactam (cephalosporin)

Spectrum of activity:	Gram-positive  &  Gram-negative
Institute where first reported:	Astellas; Kyoto Pharmaceutical Industries; Asahi Kasei
Year first mentioned:	1983
Highest developmental phase:	Approved by FDA in 1983
Development status:	Discontinued
Reason Dropped:	Was in pre-registration in Japan later on but seems to have been pulled out. This may be due to side effects (1)

Chemical structure(s):
Canonical SMILES:	C[C@@H](C(=O)NC1=NC(=CS1)/C(=N/OC)/C(=O)N[C@@H]2C(=O)N3C(=CCS[C@H]23)C(=O)OCOC(=O)C(C)(C)C)N
Isomeric SMILES:	C[C@@H](C(=O)NC1=NC(=CS1)/C(=N/OC)/C(=O)N[C@H]2[C@@H]3N(C2=O)C(=CCS3)C(=O)OCOC(=O)C(C)(C)C)N
InChI:	InChI=1S/C22H28N6O8S2/c1-10(23)15(29)26-21-24-11(8-38-21)13(27-34-5)16(30)25-14-17(31)28-12(6-7-37-18(14)28)19(32)35-9-36-20(33)22(2,3)4/h6,8,10,14,18H,7,9,23H2,1-5H3,(H,25,30)(H,24,26,29)/b27-13-/t10-,14+,18+/m0/s1
InChI Key:	VOPANQNVVCPHQR-IVVGYLHBSA-N
Structure link:	https://pubchem.ncbi.nlm.nih.gov/compound/9578661

External links:
Guide to Pharmacology:	ceftizoxime alapivoxil