5301. Ketobemidone
Nomenclature
CAS number: 469-79-4
1-[4-(3-Hydroxyphenyl)-1-methyl-4-piperidinyl]-1-propanone; 4-(m-hydroxyphenyl)-1-methyl-4-piperidyl ethyl ketone. C15H21NO2; mol wt 247.33.
C 72.84%, H 8.56%, N 5.66%, O 12.94%.
Description and references
Opioid analgesic. Prepn: GB 591992 (1947 to Ciba); O. Eisleb, DE 752755 (1952 to I. G. Farben); H. Kgi, K. Miescher, Helv. Chim. Acta 32, 2489 (1949). LC/MS/MS determn in plasma: M. Lampinen et al., J. Chromatogr. B 789, 347 (2003). Pharmacokinetics in critically ill patients: A. Al-Shurbaji, L. Tokics, Br. J. Clin. Pharmacol. 54, 583 (2002). Pediatric trial for postoperative pain: L. Jylli et al., Acta Anaesthesiol. Scand. 48, 1256 (2004).
Properties
Fine needles from ethyl acetate, mp 156-157°.Derivative
Hydrochloride.Nomenclature
CAS number: 5965-49-1
Hoechst 10720; Win-1539; Cliradon; Ketodur (Pfizer); Ketogan Novum (Pfizer); Ketorax (Pfizer). C15H21NO2.HCl; mol wt 283.79.
C 63.48%, H 7.81%, N 4.94%, O 11.28%, Cl 12.49%.
Properties
Crystals, mp 201-202°. Sol in water; slightly sol in alcohol. Aq solns may be sterilized by boiling for short periods.Note
This is a controlled substance (opiate): 21 CFR, 1308.11.Therapeutic Category
Analgesic.
Keywords
Analgesic; Opioids; Phenylpiperidines