DIPERODON

Originator

Diothane Hydrochloride,HMR

Definition

ChEBI: N-phenylcarbamic acid [2-[anilino(oxo)methoxy]-3-(1-piperidinyl)propyl] ester is a carbamate ester.

Manufacturing Process

15.0 g phenylisocyanate in 100 ml of anhydrous ether are added to 10 g of N- (1,2-dihydroxypropyl)-piperidine (prepared from glycide and piperidine) and the solution boiled for two hours, after which it is cooled and saturated with dry hydrogen chloride gas. The ether layer is then decanted off and the remaining insoluble product is dissolved in a hot mixture of acetone and ethyl acetate which on cooling precipitates white crystals of the hydrochloride of the ester of 1,2-propanediol, 3-(1-piperidinyl)-, bis(phenylcarbamate); MP 197°- 198°C. A base form may be prepared by adding an equivalent of triethyl amine.

Therapeutic Function

1,2-Propanediol, 3-(1-piperidinyl)-, bis(phenylcarbamate) (ester), hydrochloride