Chemicals and Drugs

Quinidine

An optical isomer of quinine, extracted from the bark of the CHINCHONA tree and similar plant species. This alkaloid dampens the excitability of cardiac and skeletal muscles by blocking sodium and potassium currents across cellular membranes. It prolongs cellular ACTION POTENTIALS, and decreases automaticity. Quinidine also blocks muscarinic and alpha-adrenergic neurotransmission.

National Library of MedicineMedical Subject Headings2026

Structured Summary

Abstract

An optical isomer of quinine, extracted from the bark of the CHINCHONA tree and similar plant species. This alkaloid dampens the excitability of cardiac and skeletal muscles by blocking sodium and potassium currents across cellular membranes. It prolongs cellular ACTION POTENTIALS, and decreases automaticity. Quinidine also blocks muscarinic and alpha-adrenergic neurotransmission.

Chemical Identity

Chemical Information

Molecular Formula
C20H24N2O2
Molecular Weight
324.4 g/mol
CAS Registry No.
56-54-2
IUPAC Name
(S)-[(2R,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-(6-methoxyquinolin-4-yl)methanol
InChIKey
LOUPRKONTZGTKE-LHHVKLHASA-N
SMILES
COC1=CC2=C(C=CN=C2C=C1)[C@@H]([C@H]3C[C@@H]4CCN3C[C@@H]4C=C)O
MeSH Unique ID
D011802
Source
PubChem CID 441074

MeSH Record

Classification

Broader headings

Related Concepts

Knowledge Graph

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Drug Class

Pharmacological Action

MeSH Record

Synonyms

9 entry terms
  • Chinidin
  • Adaquin
  • Apo-Quinidine
  • Quincardine
  • Quinidex
  • Quinidine Sulfate
  • Quinora
  • Apo Quinidine
  • Sulfate, Quinidine

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 Hierarchy

Tree Numbers

  1. D03w.132w.206.636w
  2. D03w.605.687.637w
  3. D03w.633.100.810.699w

MeSH Record

NLM Classification

QV 155

AMA Style

References

  1. National Library of Medicine. Quinidine. Medical Subject Headings (MeSH). 2026. Unique ID D011802. http://id.nlm.nih.gov/mesh/2026/D011802
  2. Quinidine. In: Wikipedia. https://en.wikipedia.org/wiki/Quinidine
  3. Quinidine. In: Wikidata. https://www.wikidata.org/wiki/Q412496
  4. Quinidine. In: PubChem Compound. CID 441074. https://pubchem.ncbi.nlm.nih.gov/compound/441074