13-01120. Benzpiperylon [Archived]

Nomenclature

CAS number: 53-89-4
1,2-Dihydro-2-(1-methyl-4-piperidinyl)-5-phenyl-4-(phenylmethyl)-3H-pyrazol-3-one; 4-benzyl-1-(1-methyl-4-piperidyl)-3-phenyl-3-pyrazolin-5-one; 1-(N-methyl-4-piperidyl)-3-phenyl-4-benzyl-5-pyrazolone; benzpiperilone; KB-95; Humedil (Cheminova); Telon (Novartis).
C22H25N3O; mol wt 347.45.
C 76.05%, H 7.25%, N 12.09%, O 4.60%.

Description and references

Prepd from (N-methylpiperidyl)hydrazine and ethyl 2-benzyl-3-oxo-3-phenylpropionate: A. Ebnther et al., Helv. Chim. Acta 42, 1201 (1959); E. Jucker et al., CH 346885, CH 346886 (1960 both to Sandoz), C.A. 58, 5696a,b (1963). See also: eidem, US 2903460 (1959 to Sandoz). Pharmacological properties, toxicity: A. Cerletti et al., Boll. Chim. Farm. 102, 602 (1963).

Chemical structure

Properties

Crystals from ethanol, dec 181-183°. pK1 6.73, pK2 9.13. LD50 in mice, rats, rabbits (mg/kg): 160, 160, 83 i.v.; 1880, 2700, 1700 orally (Cerletti).

Therapeutic Category

Analgesic; anti-inflammatory.

Keywords

Analgesic (Non-Narcotic); Anti-inflammatory (Nonsteroidal); Pyrazolones

Status

This monograph has been retired and is no longer subject to revision or update.