(E)-1-Methyl-4-(1-naphthylvinyl)-1,2,3,6-tetrahydropyridine
(E)-1-Methyl-4-(1-naphthylvinyl)-1,2,3,6-tetrahydropyridine is a chemical compound that has been studied for its potential effects on the nervous system. It is structurally related to compounds that have been used in research to model neurodegenerative diseases, such as Parkinson's disease.
Chemical Structure and Properties[edit | edit source]
(E)-1-Methyl-4-(1-naphthylvinyl)-1,2,3,6-tetrahydropyridine is a derivative of tetrahydropyridine, a class of compounds known for their ability to interact with the central nervous system. The compound features a naphthylvinyl group, which is a vinyl group attached to a naphthalene ring, and a methyl group at the nitrogen atom of the tetrahydropyridine ring.
Molecular Formula[edit | edit source]
The molecular formula of (E)-1-Methyl-4-(1-naphthylvinyl)-1,2,3,6-tetrahydropyridine is C18H19N.
Stereochemistry[edit | edit source]
The compound exists in the E-configuration, indicating the trans arrangement of substituents around the double bond in the naphthylvinyl group.
Biological Activity[edit | edit source]
(E)-1-Methyl-4-(1-naphthylvinyl)-1,2,3,6-tetrahydropyridine has been investigated for its potential neurotoxic effects. Compounds similar to this one, such as MPTP, are known to induce symptoms similar to Parkinson's disease by selectively destroying dopaminergic neurons in the substantia nigra of the brain.
Mechanism of Action[edit | edit source]
The neurotoxic effects of related compounds are often mediated through their conversion to toxic metabolites by monoamine oxidase B (MAO-B) in the brain. These metabolites can interfere with mitochondrial function, leading to neuronal cell death.
Research Applications[edit | edit source]
This compound and its analogs are used in research to study the pathophysiology of neurodegenerative diseases and to develop potential therapeutic interventions. They serve as tools to create animal models that mimic the dopaminergic neuron loss seen in Parkinson's disease.
Safety and Handling[edit | edit source]
Due to its potential neurotoxic effects, (E)-1-Methyl-4-(1-naphthylvinyl)-1,2,3,6-tetrahydropyridine should be handled with caution in a laboratory setting. Appropriate safety measures, including the use of personal protective equipment and proper ventilation, should be employed.
Also see[edit | edit source]
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