296. Allylprodine

Nomenclature

CAS number: 25384-17-2
1-Methyl-4-phenyl-3-(2-propen-1-yl)-4-piperidinol 4-propanoate; α-3-allyl-1-methyl-4-phenyl-4-propionoxypiperidine; α-3-allyl-1-methyl-4-phenyl-4-piperidinol propionate; NIH-7440; Ro-2-7113.
C18H25NO2; mol wt 287.40.
C 75.22%, H 8.77%, N 4.87%, O 11.13%.

Description and references

Narcotic analgesic. Prepn: Ziering et al., J. Org. Chem. 22, 1521 (1957); Lee, Ziering, US 2798073 (1957 to Hoffmann-La Roche).

Chemical structure

Derivative

Hydrochloride.
C18H25NO2.HCl; mol wt 323.86.
C 66.75%, H 8.09%, N 4.32%, O 9.88%, Cl 10.95%.

Properties

Crystals from acetone + methanol, mp 186-187°.

Note

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