Chemicals and Drugs

Arecoline

An alkaloid obtained from the betel nut (Areca catechu), fruit of a palm tree. It is an agonist at both muscarinic and nicotinic acetylcholine receptors. It is used in the form of various salts as a ganglionic stimulant, a parasympathomimetic, and a vermifuge, especially in veterinary practice. It has been used as a euphoriant in the Pacific Islands.

National Library of MedicineMedical Subject Headings2026

Structured Summary

Abstract

An alkaloid obtained from the betel nut (Areca catechu), fruit of a palm tree. It is an agonist at both muscarinic and nicotinic acetylcholine receptors. It is used in the form of various salts as a ganglionic stimulant, a parasympathomimetic, and a vermifuge, especially in veterinary practice. It has been used as a euphoriant in the Pacific Islands.

Chemical Identity

Chemical Information

Molecular Formula
C8H13NO2
Molecular Weight
155.19 g/mol
CAS Registry No.
63-75-2
IUPAC Name
methyl 1-methyl-3,6-dihydro-2H-pyridine-5-carboxylate
InChIKey
HJJPJSXJAXAIPN-UHFFFAOYSA-N
SMILES
CN1CCC=C(C1)C(=O)OC
MeSH Unique ID
D001115
Source
PubChem CID 2230

MeSH Record

Classification

Broader headings

Related Concepts

Knowledge Graph

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Drug Class

Pharmacological Action

MeSH Record

Synonyms

5 entry terms
  • Arecaline
  • Arecholin
  • Arecholine
  • Arecolin
  • Methylarecaidin

MeSH Record

Aspects Covered

27 allowable subheadings

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

MeSH Record

History Note

73(72); was see under NICOTINIC ACID 1969-72, was see under PARASYMPATHOMIMETICS 1963-68; ARECHOLIN was see ARECOLINE 1981-95

MeSH Record

Previous Indexing

  • Nicotinic Acids (1969-1972)
  • Parasympatholytics (1966-1968)

MeSH Hierarchy

Tree Numbers

  1. D03w.066.515w.292w
  2. D03w.132w.080w
  3. D03w.383.725w.547w.292w

AMA Style

References

  1. National Library of Medicine. Arecoline. Medical Subject Headings (MeSH). 2026. Unique ID D001115. http://id.nlm.nih.gov/mesh/2026/D001115
  2. Arecoline. In: Wikipedia. https://en.wikipedia.org/wiki/Arecoline
  3. Arecoline. In: Wikidata. https://www.wikidata.org/wiki/Q423515
  4. Arecoline. In: PubChem Compound. CID 2230. https://pubchem.ncbi.nlm.nih.gov/compound/2230