Title: Norphenazone
CAS Registry Number: 89-25-8
CAS Name: 2,4-Dihydro-5-methyl-2-phenyl-3
H-pyrazol-3-one
Synonyms: 3-methyl-1-phenyl-2-pyrazolin-5-one; 1-phenyl-3-methyl-5-pyrazolone; C.I. Developer 1; developer Z; norantipyrine
Manufacturers' Codes: MCI-186
Molecular Formula: C10H10N2O
Molecular Weight: 174.20
Percent Composition: C 68.95%, H 5.79%, N 16.08%, O 9.18%
Literature 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?ppner
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°.
Melting point: mp 129-130°; mp 127° (Knorr)
Boiling point: bp265 287°
Therap-Cat: In treatment of stroke.