2-Propanoyl-3-(4-isopropylphenyl)-tropane

Chemical compound

Chemical structure of WF-31

2-Propanoyl-3-(4-isopropylphenyl)-tropane, also known as WF-31, is a synthetic compound that belongs to the class of tropane derivatives. It is structurally related to cocaine and is of interest in scientific research due to its potential effects on the central nervous system.

Chemical Structure and Properties

2-Propanoyl-3-(4-isopropylphenyl)-tropane is characterized by the presence of a tropane ring, which is a bicyclic structure common to many alkaloids. The compound has a propanoyl group attached to the nitrogen atom of the tropane ring, and a 4-isopropylphenyl group attached to the third carbon of the tropane ring. This specific arrangement of functional groups contributes to its unique pharmacological properties.

Pharmacology

The pharmacological profile of 2-Propanoyl-3-(4-isopropylphenyl)-tropane is primarily defined by its interaction with the dopamine transporter (DAT). Like cocaine, it acts as a dopamine reuptake inhibitor, preventing the reabsorption of dopamine into neurons and thereby increasing its concentration in the synaptic cleft. This action is associated with stimulant effects and potential for abuse.

Mechanism of Action

The compound binds to the dopamine transporter on the presynaptic neuron, inhibiting the reuptake of dopamine. This leads to an accumulation of dopamine in the synaptic cleft, enhancing dopaminergic neurotransmission. The increased dopaminergic activity is responsible for the stimulant and euphoric effects observed with compounds of this class.

Potential Applications

Research into 2-Propanoyl-3-(4-isopropylphenyl)-tropane and related compounds is ongoing, with interest in their potential therapeutic applications. These include the treatment of attention deficit hyperactivity disorder (ADHD), narcolepsy, and as potential aids in cocaine addiction therapy. However, the potential for abuse and addiction remains a significant concern.

Safety and Toxicity

As with many tropane derivatives, the safety profile of 2-Propanoyl-3-(4-isopropylphenyl)-tropane is not fully understood. The compound's similarity to cocaine suggests a potential for abuse and adverse effects, including cardiovascular and neurological risks. Further research is necessary to fully elucidate its safety and toxicity profile.

Related Compounds

2-Propanoyl-3-(4-isopropylphenyl)-tropane is part of a broader class of tropane derivatives, many of which have been studied for their effects on the central nervous system. Related compounds include:

• Cocaine
• Methylphenidate
• Bupropion

Related Pages

• Tropane alkaloid
• Dopamine transporter
• Stimulant