3009-16-3

Usage

Common Use

Creation of animal models for Parkinson's disease research

Type

Neurotoxin

Target

Selectively destroys dopamine-producing neurons in the brain

Effects

Leads to motor deficits and other symptoms characteristic of Parkinson's disease in humans

Structural Similarity

Similar to the illicit drug MPTP (1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine)

Research Applications

Studying the mechanisms of Parkinson's disease and potential treatments for the disorder

Safety Precaution

Handle with caution as it is hazardous and potentially toxic when not properly handled

Upstream product

• 102082-58-6 2,5-dimethyl-4-phenyl-1,2,3,6-tetrahydro-pyridine 
• 562-11-8 1,2,5-trimethyl-4-phenyl-piperidin-4-ol 
• 7647-01-0 hydrogenchloride 
• 7732-18-5 water 
• 562-11-8 (+/-)-1,2t,5c-trimethyl-4-phenyl-piperidin-4r-ol 
• 7664-93-9 sulfuric acid 
• 7758-99-8 copper(II) sulfate 
• 562-11-8 (+/-)-1,2c,5t-trimethyl-4-phenyl-piperidin-4r-ol 
• 75-05-8 acetonitrile 

Relevant academic research and scientific papers

Synthesis of substituted 4-acetylamino-4-phenylpiperidines from the corresponding 4-piperidols under ritter reaction conditions

The reaction of substituted 4-phenyl-4-piperidols with acetonitrile under Ritter reaction conditions leads to formation of mixtures of the corresponding 4-acetylamino-4-phenylpiperidines and 1,2,5,6-tetrahydropyridines, from which we isolated the target amides by fractional crystallization. 1997 Plenum Publishing Corporation.

Synthesis and toxicity toward nigrostriatal dopamine neurons of 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine (MPTP) analogues

Six compounds having structural features in common with 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine (MPTP) were synthesized and tested in mice for the ability to produce a prolonged decrease in nigrostriatal dopamine (DA) and DA metabolites. The compounds that were prepared and tested include the ester elimination products of the analgetic drugs α-prodine and trimeperidine. None of the compounds in this study, except for MPTP, produced significant neurotoxic effects in the mouse model. The study shows that minor changes in the tetrahydropyridine ring of MPTP result in a marked decrease in neurotoxicity.