80477-52-7

Basic information

• Product Name: N-Benzyl-1,2,3,6-tetrahydropyridine hydrochloride
• Synonyms: N-Benzyl-1,2,3,6-tetrahydropyridineHCL;1-Benzyl-1,2,3,6-tetrahydropyridine hydrochloride;N-Benzyl-1,2,3,6-tetrahydropyridine hydrochloride;Pyridine, 1,2,3,6-tetrahydro-1-(phenylMethyl)-, hydrochloride
• CAS NO: 80477-52-7
• Molecular Formula: C₁₂H₁₅N*ClH
• Molecular Weight: 209.72
• Mol File: 80477-52-7.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: N-Benzyl-1,2,3,6-tetrahydropyridine hydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: N-Benzyl-1,2,3,6-tetrahydropyridine hydrochloride(80477-52-7)
• EPA Substance Registry System: N-Benzyl-1,2,3,6-tetrahydropyridine hydrochloride(80477-52-7)

Safety Data

• Hazardous Substances Data: 80477-52-7(Hazardous Substances Data)

Usage

General Description

N-Benzyl-1,2,3,6-tetrahydropyridine hydrochloride is a chemical compound that belongs to the class of tetrahydropyridines. It is used in research and pharmaceutical applications as a potent inhibitor of dopamine uptake and as a neurotoxin that induces parkinsonism in animal models. It is commonly used in studies investigating the pathophysiology of Parkinson's disease and to develop potential treatments for the condition. The hydrochloride form of this chemical is a water-soluble salt that is easier to handle and administer in laboratory settings. Its ability to induce parkinsonism in animal models makes it a valuable tool for understanding the biochemical and physiological processes involved in Parkinson's disease.

InChI:InChI=1/C12H15N.ClH/c1-3-7-12(8-4-1)11-13-9-5-2-6-10-13;/h1-5,7-8H,6,9-11H2;1H

Upstream product

• 110-86-1 pyridine 
• 40240-12-8 1-benzyl-1,2,3,6-tetrahydropyridine 
• 2589-31-3 N-benzylpyridinium bromide 
• 100-39-0 benzyl bromide 

Downstream Products

• 2905-56-8 N-Benzylpiperidine 
• 80477-54-9 1-benzylpiperidine-cis-diol acetonide 
• 80477-53-8 N⁽¹⁾-benzyl-3,4-dihydroxypiperidine 

Relevant articles and documents

Time-dependent slowly-reversible inhibition of monoamine oxidase A by N-substituted 1,2,3,6-tetrahydropyridines

A novel class of N-substituted tetrahydropyridine derivatives was found to have multiple kinetic mechanisms of monoamine oxidase A inhibition. Eleven structurally similar tetrahydropyridine derivatives were synthesized and evaluated as inhibitors of MAO-A and MAO-B. The most potent MAO-A inhibitor in the series, 2,4-dichlorophenoxypropyl analog 12, displayed time-dependent mixed noncompetitive inhibition. The inhibition was reversed by dialysis, indicating reversible enzyme inhibition. Evidence that the slow-binding inhibition of MAO-A with 12 involves a covalent bond was gained from stabilizing a covalent reversible intermediate product by reduction with sodium borohydride. The reduced enzyme complex was not reversible by dialysis. The results are consistent with slowly reversible, mechanism-based inhibition. Two tetrahydropyridine analogs that selectively inhibited MAO-A were characterized by kinetic mechanisms differing from the kinetic mechanism of 12. As reversible inhibitors of MAO-A, tetrahydropyridine analogs are at low risk of having an adverse effect of tyramine-induced hypertension.