7498. Piritramide

Nomenclature

CAS number: 302-41-0
1′-(3-Cyano-3,3-diphenylpropyl)-[1,4′-bipiperidine]-4′-carboxamide; 1-(3,3-diphenyl-3-cyanopropyl)-4-piperidino-4-piperidinecarboxamide; 2,2-diphenyl-4-(4-piperidino-4-carbamoylpiperidino)butyronitrile; pirinitramide; A-65; R-3365; Dipidolor (Janssen-Cilag).
C27H34N4O; mol wt 430.59.
C 75.31%, H 7.96%, N 13.01%, O 3.72%.

Description and references

Opioid analgesic. Prepn: BE 606850; P. A. J. Janssen, US 3080366 (1961, 1963 both to Janssen); C. van de Westeringh et al., J. Med. Chem. 7, 619 (1964). Crystal structure: C. Humblet et al., Acta Crystallogr. B33, 1615 (1977). LC/MS/MS determn in plasma and urine: R. Kahlich et al., Rapid Commun. Mass Spectrom. 20, 275 (2006). Pharmacology: N. Kumar, D. J. Rowbotham, Br. J. Anaesth. 82, 3 (1999). Clinical pharmacokinetics: T. Bouillon et al., Anesthesiology 90, 7 (1999). Clinical comparison with morphine: U. R. D"opfmer et al., Eur. J. Anaethesiol. 18, 389 (2001).

Chemical structure

Properties

Crystals from acetone, mp 149-150°.

Note

This is a controlled substance (opiate): 21 CFR, 1308.11.

Therapeutic Category

Analgesic.

Keywords

Analgesic; Opioids; Diphenylpropylamine Derivatives