1-Naphthylaminopropane

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Chemical compound


Structural formula of 1-Naphthylaminopropane

1-Naphthylaminopropane (1-NAP) is a chemical compound that belongs to the class of amphetamine derivatives. It is structurally related to amphetamine and methamphetamine, but it contains a naphthyl group instead of a phenyl group. This compound is of interest in the field of neuropharmacology due to its potential effects on the central nervous system.

Chemical Structure and Properties[edit | edit source]

1-Naphthylaminopropane is characterized by the presence of a naphthyl group attached to the amino group of the propyl chain. The chemical formula for 1-NAP is C13H15N, and it has a molecular weight of 185.27 g/mol. The naphthyl group is a bicyclic aromatic hydrocarbon, which contributes to the compound's lipophilicity and potential interaction with biological membranes.

Synthesis[edit | edit source]

The synthesis of 1-Naphthylaminopropane typically involves the reaction of 1-naphthylamine with a suitable propylating agent. This process requires careful control of reaction conditions to ensure the correct substitution pattern on the naphthyl ring. The synthesis may involve steps such as nitration, reduction, and alkylation to achieve the desired product.

Pharmacology[edit | edit source]

1-Naphthylaminopropane is believed to act as a monoamine releasing agent, similar to other amphetamine derivatives. It may increase the release of neurotransmitters such as dopamine, norepinephrine, and serotonin in the brain. These actions can lead to stimulant effects, although the specific pharmacological profile of 1-NAP is not as well-studied as that of more common amphetamines.

Potential Uses[edit | edit source]

While 1-Naphthylaminopropane is not used clinically, it may serve as a research tool in the study of neurotransmitter systems and the development of new psychoactive substances. Its unique structure compared to traditional amphetamines makes it a compound of interest for exploring structure-activity relationships in the field of psychostimulants.

Safety and Toxicology[edit | edit source]

The safety profile of 1-Naphthylaminopropane is not well-documented, and it is not approved for human use. As with other amphetamine-like compounds, there may be risks of neurotoxicity, cardiovascular effects, and potential for abuse. Research involving 1-NAP should be conducted with caution, adhering to appropriate safety guidelines.

Related Compounds[edit | edit source]

1-Naphthylaminopropane is related to other amphetamine derivatives, such as amphetamine, methamphetamine, and MDMA. These compounds share a common mechanism of action but differ in their chemical structure and pharmacological effects.

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Contributors: Prab R. Tumpati, MD