Page last updated: 2024-12-07

1-methyl-4-(methylpyrrol-2-yl)-1,2,3,6-tetrahydropyridine

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

1-methyl-4-(methylpyrrol-2-yl)-1,2,3,6-tetrahydropyridine, more commonly known as **MPTP**, is a neurotoxin that has played a crucial role in research, particularly in understanding the mechanisms of **Parkinson's disease**.

**Here's why it's important:**

* **Mimicking Parkinson's:** MPTP causes a condition in humans and animals that closely resembles Parkinson's disease. It selectively destroys dopaminergic neurons in the substantia nigra, a brain region critical for movement control. This makes it a valuable tool for studying the disease's progression and testing potential therapies.

* **Understanding the disease mechanism:** MPTP's toxic effect is due to its conversion to MPP+ (1-methyl-4-phenylpyridinium ion) by monoamine oxidase B (MAO-B) in the brain. MPP+ then enters dopaminergic neurons and disrupts mitochondrial function, leading to cell death. This has helped researchers understand the role of mitochondrial dysfunction in Parkinson's.

* **Developing new therapies:** The research on MPTP has led to the development of drugs that inhibit MAO-B, like selegiline and rasagiline. These drugs can help slow the progression of Parkinson's by preventing the formation of MPP+.

* **Uncovering other potential neurotoxins:** Research with MPTP has also led to the identification of other environmental toxins that may contribute to Parkinson's disease, like rotenone, which also inhibits mitochondrial function.

**It's important to note:**

* MPTP is highly toxic and should never be handled without proper safety precautions.
* While MPTP is a valuable tool for research, it's not a direct cause of Parkinson's disease in most cases. The disease is likely caused by a combination of genetic and environmental factors.

In summary, MPTP has been instrumental in advancing our understanding of Parkinson's disease. It's a powerful tool for research that has helped us learn about the disease's mechanisms, develop potential therapies, and identify other possible environmental risk factors.

1-methyl-4-(methylpyrrol-2-yl)-1,2,3,6-tetrahydropyridine: structure given in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID130609
CHEMBL ID51737
SCHEMBL ID1521832
MeSH IDM0151718

Synonyms (14)

Synonym
NCI60_029911
1-methyl-4-(1-methylpyrrol-2-yl)-3,6-dihydro-2h-pyridine
1-methyl-4-(1-methyl-1h-pyrrol-2-yl)-1,2,3,6-tetrahydropyridine oxalate
CHEMBL51737
1-methyl-4-(methylpyrrol-2-yl)-1,2,3,6-tetrahydropyridine
1,2,3,6-tetrahydro-1-methyl-4-(methylpyrrol-2-yl)pyridine
109835-15-6
pyridine, 1,2,3,6-tetrahydro-1-methyl-4-(1-methyl-1h-pyrrol-2-yl)-
1,2,3,6-tmmp
bdbm11019
1-methyl-4-(1-methyl-1h-pyrrol-2-yl)-1,2,3,6-tetrahydropyridine
1-methyl-4-(1-methylpyrrol-2-yl)-1,2,3,6-tetrahydropyridine
SCHEMBL1521832
DTXSID50911374
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (1)

Other Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Molecular Functions (3)

Processvia Protein(s)Taxonomy
primary amine oxidase activityAmine oxidase [flavin-containing] BBos taurus (cattle)
aliphatic amine oxidase activityAmine oxidase [flavin-containing] BBos taurus (cattle)
monoamine oxidase activityAmine oxidase [flavin-containing] BBos taurus (cattle)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (2)

Processvia Protein(s)Taxonomy
mitochondrionAmine oxidase [flavin-containing] BBos taurus (cattle)
mitochondrial outer membraneAmine oxidase [flavin-containing] BBos taurus (cattle)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (9)

Assay IDTitleYearJournalArticle
AID229784Ratio of Kcat versus Km was determined1999Journal of medicinal chemistry, May-20, Volume: 42, Issue:10
Studies on the monoamine oxidase-B-catalyzed biotransformation of 4-azaaryl-1-methyl-1,2,3,6-tetrahydropyridine derivatives.
AID488084Activity at baboon liver mitochondrial MAO-B assessed as H2O2 production at 250 uM after 6 to 15 mins pretreated with (R)-deprenyl2010Bioorganic & medicinal chemistry, Jun-01, Volume: 18, Issue:11
Interactions of 1-methyl-3-phenylpyrrolidine and 3-methyl-1-phenyl-3-azabicyclo[3.1.0]hexane with monoamine oxidase B.
AID127348Binding affinity towards monoaminooxidase Relative to MPTP1993Journal of medicinal chemistry, Oct-01, Volume: 36, Issue:20
QSAR's from similarity matrices. Technique validation and application in the comparison of different similarity evaluation methods.
AID126503Kcat against bovine liver Monoamine oxidase B1999Journal of medicinal chemistry, May-20, Volume: 42, Issue:10
Studies on the monoamine oxidase-B-catalyzed biotransformation of 4-azaaryl-1-methyl-1,2,3,6-tetrahydropyridine derivatives.
AID126515Km against bovine liver Monoamine oxidase B1999Journal of medicinal chemistry, May-20, Volume: 42, Issue:10
Studies on the monoamine oxidase-B-catalyzed biotransformation of 4-azaaryl-1-methyl-1,2,3,6-tetrahydropyridine derivatives.
AID488095Activity at baboon liver mitochondrial MAO-B assessed as initial rate of H2O2 production after 10 mins2010Bioorganic & medicinal chemistry, Jun-01, Volume: 18, Issue:11
Interactions of 1-methyl-3-phenylpyrrolidine and 3-methyl-1-phenyl-3-azabicyclo[3.1.0]hexane with monoamine oxidase B.
AID19439Partition coefficient (logP)1999Journal of medicinal chemistry, May-20, Volume: 42, Issue:10
Studies on the monoamine oxidase-B-catalyzed biotransformation of 4-azaaryl-1-methyl-1,2,3,6-tetrahydropyridine derivatives.
AID488096Ratio of Vmax to Km for baboon liver mitochondrial MAO-B assessed per mg of protein after 10 mins2010Bioorganic & medicinal chemistry, Jun-01, Volume: 18, Issue:11
Interactions of 1-methyl-3-phenylpyrrolidine and 3-methyl-1-phenyl-3-azabicyclo[3.1.0]hexane with monoamine oxidase B.
AID488094Activity at baboon liver mitochondrial MAO-B assessed as initial rate of H2O2 production after 10 mins assessed per mg of mitochondrial protein2010Bioorganic & medicinal chemistry, Jun-01, Volume: 18, Issue:11
Interactions of 1-methyl-3-phenylpyrrolidine and 3-methyl-1-phenyl-3-azabicyclo[3.1.0]hexane with monoamine oxidase B.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (8)

TimeframeStudies, This Drug (%)All Drugs %
pre-19903 (37.50)18.7374
1990's4 (50.00)18.2507
2000's0 (0.00)29.6817
2010's1 (12.50)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 12.07

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be weak demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index12.07 (24.57)
Research Supply Index2.20 (2.92)
Research Growth Index4.27 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.07)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other8 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]