Troparil

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(–)-2β-Carbomethoxy-3β-phenyltropane (Troparil, WIN 35,065-2, β-CPT) is a stimulant drug used in scientific research. CPT is a phenyltropane based dopamine reuptake inhibitor (DRI) and is derived from methylecgonidine. Troparil is documented to be a few times more potent than cocaine as a dopamine reuptake inhibitor, but is less potent as a serotonin reuptake inhibitor, and has a duration spanning a few times longer, since the phenyl ring is directly connected to tropane through a non-hydrolyzable carbon-carbon bond. The lack of an ester linkage removes the local anesthetic action from the drug, so CPT is a pure stimulant. This change in activity also makes CPT slightly less cardiotoxic than cocaine. The most commonly used form of β-CPT is the tartrate salt, but the hydrochloride and naphthalenedisulfonate salts are also available, as well as the free base.

The first known published synthesis of WIN 35,065-2 and WIN 35,428 is by Clarke and co-workers during the 1970s. Apparently it was their intention to separate the stimulant actions of cocaine from its toxicity and dependence liability. Troparil is the only regular phenyltropane having a NET affinity that exceeds the DAT affinity.

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