rel-Methyl (1R,2S,3S,5S)-8-methyl-3-phenyl-8-azabicyclo[3.2.1]octane-2-carboxylate

BeschreibungTroparil is a phenyltropane-based dopamine reuptake inhibitor that is derived from methylecgonidine. It is a stimulant drug used in scientific research. The most commonly used form of troparil is the tartrate salt, but the hydrochloride and naphthalenedisulfonate salts are also available, as well as the free base.

HistoryTroparil (another name: WIN 35,065-2) is a synthetic derivative of cocaine and was synthesized during the 1970s to separate the stimulant and depressant actions of cocaine from its toxicity and dependence liability. This compound was also used as a starting material or intermediate in synthesising several 3β-phenyltropane derivatives. With a phenyl group directly attached to the tropane ring, troparil is a 3-phenyltropane.

VerwendenTroparil is used in scientific research into the dopamine reuptake transporter. 3H-radiolabelled forms of troparil have been used in humans and animals to map the distribution of dopamine transporters in the brain. It is also used for animal research into stimulant drugs as an alternative to cocaine which produces similar effects, but avoids the stringent licensing requirements for the use of cocaine itself.