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MPTP
Sign in to saveAlso known as 1-Methyl-4-phenyl-1,2,3,6-tetrahydropyridine
MPTP (1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine) is an organic compound. It is classified as a tetrahydropyridine. It is of interest as a precursor to the monoaminergic neurotoxin MPP+, which causes permanent symptoms of Parkinson's disease by destroying dopaminergic neurons in the substantia nigra of the brain. It has been used to study disease models in various animals.
Chemical data
- Formula
- C12H15N
- Molecular weight
- 173.25 g/mol
- IUPAC name
- 1-methyl-4-phenyl-3,6-dihydro-2H-pyridine
- SMILES
- CN1CCC(=CC1)C2=CC=CC=C2
- InChIKey
- PLRACCBDVIHHLZ-UHFFFAOYSA-N
- XLogP
- 2.7
- Polar surface area
- 3.2 Ų
- H-bond donors
- 0
- H-bond acceptors
- 1
- Formal charge
- 0
via PubChem
Research
11,488 papers- MPTP induces neurodegeneration by modulating dopaminergic activity in catfish brain.Neurotoxicology and teratology · 2023
- Tipping Points and Endogenous Determinants of Nigrostriatal Degeneration by MPTP.Trends in pharmacological sciences · 2017
- The MPTP model: versatile contributions to the treatment of idiopathic Parkinson's disease.Journal of the neurological sciences · 1990
- The effects of 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine (MPTP) on the cognitive and motor functions in rodents: A systematic review and meta-analysis.Neuroscience and biobehavioral reviews · 2022
- Neurochemical findings in the MPTP model of Parkinson's disease.Journal of neural transmission (Vienna, Austria : 1996) · 2001
via PubMed
~8 min read
Encyclopedic overview
9 sectionsContents
- Toxicity
- Discovery in illicit drug users
- Contribution of MPTP to research into Parkinson's disease
- Synthesis and uses
- Analogues
- In popular culture
- See also
- References
- External links
MPTP (1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine) is an organic compound. It is classified as a tetrahydropyridine. It is of interest as a precursor to the monoaminergic neurotoxin MPP+, which causes permanent symptoms of Parkinson's disease by destroying dopaminergic neurons in the substantia nigra of the brain. It has been used to study disease models in various animals.
While MPTP itself has no psychoactive effects, the compound may be accidentally produced during the manufacture of MPPP, a synthetic opioid drug with effects similar to those of morphine and pethidine (meperidine). The harmful effects of MPTP were first discovered when a group of people fell ill after injecting illegally obtained MPPP.
Excerpted from Wikipedia’s “MPTP” article, available under the CC BY-SA 4.0 licence.