6713. Norphenazone
Nomenclature
CAS number: 89-25-8
2,4-Dihydro-5-methyl-2-phenyl-3H-pyrazol-3-one; 3-methyl-1-phenyl-2-pyrazolin-5-one; 1-phenyl-3-methyl-5-pyrazolone; C.I. Developer 1; developer Z; norantipyrine; MCI-186. C10H10N2O; mol wt 174.20.
C 68.95%, H 5.79%, N 16.08%, O 9.18%.
Description and references
Free radical scavenger; metabolite of antipyrine, q.v. Prepn: L. Knorr, Ann. 238, 137 (1887). Structural determn by NMR and IR: R. Jones et al., Tetrahedron 19, 1497 (1963); F.-D. H"oppner et al., J. Prakt. Chem. 318, 555 (1976). Crystal structure: F. Bechtel et al., Cryst. Struct. Commun. 3, 469 (1973). HPLC determn in urine: M. A. Mikati et al., J. Chromatogr. 433, 305 (1988). Anti-ischemic and radical scavenging actions: T. Watanabe et al., J. Pharmacol. Exp. Ther. 268, 1597 (1994).
Properties
White crystals from benzene, mp 129-130°. Also reported as mp 127° (Knorr). bp265 287°.Therapeutic Category
In treatment of stroke.