Chemicals and Drugs

1-Methyl-4-phenylpyridinium

An active neurotoxic metabolite of 1-METHYL-4-PHENYL-1,2,3,6-TETRAHYDROPYRIDINE. The compound reduces dopamine levels, inhibits the biosynthesis of catecholamines, depletes cardiac norepinephrine and inactivates tyrosine hydroxylase. These and other toxic effects lead to cessation of oxidative phosphorylation, ATP depletion, and cell death. The compound, which is related to PARAQUAT, has also been used as an herbicide.

National Library of MedicineMedical Subject Headings2026

Structured Summary

Abstract

An active neurotoxic metabolite of 1-METHYL-4-PHENYL-1,2,3,6-TETRAHYDROPYRIDINE. The compound reduces dopamine levels, inhibits the biosynthesis of catecholamines, depletes cardiac norepinephrine and inactivates tyrosine hydroxylase. These and other toxic effects lead to cessation of oxidative phosphorylation, ATP depletion, and cell death. The compound, which is related to PARAQUAT, has also been used as an herbicide.

Chemical Identity

Chemical Information

Molecular Formula
C12H12N+
Molecular Weight
170.23 g/mol
CAS Registry No.
48134-75-4
IUPAC Name
1-methyl-4-phenylpyridin-1-ium
InChIKey
FMGYKKMPNATWHP-UHFFFAOYSA-N
SMILES
C[N+]1=CC=C(C=C1)C2=CC=CC=C2
MeSH Unique ID
D015655
Source
PubChem CID 39484

MeSH Record

Classification

Broader headings

Related Concepts

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Drug Class

Pharmacological Action

MeSH Record

See Also

MeSH Record

Synonyms

11 entry terms
  • 1-Methyl-4-phenylpyridine
  • 1-Methyl-4-phenylpyridinium Ion
  • Cyperquat
  • N-Methyl-4-phenylpyridine
  • N-Methyl-4-phenylpyridinium
  • 1 Methyl 4 phenylpyridine
  • 1 Methyl 4 phenylpyridinium
  • 1 Methyl 4 phenylpyridinium Ion
  • N Methyl 4 phenylpyridine
  • 1-Methyl-4-phenylpyridinium Chloride
  • 1 Methyl 4 phenylpyridinium Chloride

MeSH Record

Aspects Covered

25 allowable subheadings

Indexed with the subheadings administration & dosage, adverse effects, agonists, analogs & derivatives, analysis, antagonists & inhibitors, blood, cerebrospinal fluid, chemical synthesis, chemistry, classification, economics, history, immunology, isolation & purification, metabolism, pharmacokinetics, pharmacology, poisoning, radiation effects, standards, supply & distribution, therapeutic use, toxicity, urine.

MeSH Record

History Note

90

MeSH Record

Previous Indexing

  • Pyridinium Compounds (1968-1989)

MeSH Hierarchy

Tree Number

  1. D03w.383.725w.762.550w

AMA Style

References

  1. National Library of Medicine. 1-Methyl-4-phenylpyridinium. Medical Subject Headings (MeSH). 2026. Unique ID D015655. http://id.nlm.nih.gov/mesh/2026/D015655
  2. 1-Methyl-4-phenylpyridinium. In: Wikipedia. https://en.wikipedia.org/wiki/MPP%2B
  3. 1-Methyl-4-phenylpyridinium. In: Wikidata. https://www.wikidata.org/wiki/Q161645
  4. 1-Methyl-4-phenylpyridinium. In: PubChem Compound. CID 39484. https://pubchem.ncbi.nlm.nih.gov/compound/39484