Profadol

Profadol (CI-572) is an opioid analgesic which was developed in the 1960s by Parke-Davis.

The analgetic potency is about the same as of pethidine (meperidine), the antagonistic effect is 1/50 of nalorphine.

Hydrolysis of both nitrile groups, saponification of the ester and decarboxylation gives the diacid, CID:164137621 (3).

Imide formation occurs upon treatment with methylamine giving 3-(3-Methoxyphenyl)-1-methyl-3-propylpyrrolidine-2,5-dione, CID:163444474 (4).

Reduction of the imide by lithium aluminium hydride gave [1505-32-4][29369-01-5] (5).

Synthesis: [ 3 ] Patents: [ 4 ] [ 5 ]