Cefaparole

Cefaparole (cephaparole) is a cephem antibiotic of the cephalosporin subclass[1] that was never marketed.

Cefaparole

Identifiers
IUPAC name (6R,7R)-7-{[(2R)-2-Amino-2-(4-hydroxyphenyl)acetyl]amino}-3-{[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
CAS Number	51627-20-4
PubChem CID	17397561
DrugBank	111
ChemSpider	8588813
UNII	HW64W823GC
KEGG	D03421
ChEMBL	ChEMBL2104067
ECHA InfoCard	100.052.097
Chemical and physical data
Formula	C19H19N5O5S3
Molar mass	493.57 g·mol^−1
3D model (JSmol)	Interactive image
SMILES Cc1nnc(s1)SCC2=C(N3[C@@H]([C@@H](C3=O)NC(=O)[C@@H](c4ccc(cc4)O)N)SC2)C(=O)O
InChI InChI=1S/C19H19N5O5S3/c1-8-22-23-19(32-8)31-7-10-6-30-17-13(16(27)24(17)14(10)18(28)29)21-15(26)12(20)9-2-4-11(25)5-3-9/h2-5,12-13,17,25H,6-7,20H2,1H3,(H,21,26)(H,28,29)/t12-,13-,17-/m1/s1 Key:SBUCDZYLTRYMFG-PBFPGSCMSA-N

References

1. Yamada H, Jimpo K, Tobiki H, Komatsu T, Noguchi H, Irie K, Nakagome T (May 1983). "New broad-spectrum cephalosporins with anti-pseudomonal activity. I. Synthesis and antibacterial activity of 7 beta-[D-2-[(4-hydroxy-1,5-naphthyridine-3-carbonylamino)- and (4-hydroxypyridine-3-carbonylamino)]-2-(4-hydoxyphenyl)acetamido] cephalosporins". The Journal of Antibiotics. 36 (5): 522–31. doi:10.7164/antibiotics.36.522. PMID 6409868.