Chemicals and Drugs

Hemicholinium 3

A potent inhibitor of the high affinity uptake system for CHOLINE. It has less effect on the low affinity uptake system. Since choline is one of the components of ACETYLCHOLINE, treatment with hemicholinium can deplete acetylcholine from cholinergic terminals. Hemicholinium 3 is commonly used as a research tool in animal and in vitro experiments.

National Library of MedicineMedical Subject Headings2026

Structured Summary

Abstract

A potent inhibitor of the high affinity uptake system for CHOLINE. It has less effect on the low affinity uptake system. Since choline is one of the components of ACETYLCHOLINE, treatment with hemicholinium can deplete acetylcholine from cholinergic terminals. Hemicholinium 3 is commonly used as a research tool in animal and in vitro experiments.

Chemical Identity

Chemical Information

Molecular Formula
C24H34Br2N2O4
Molecular Weight
574.3 g/mol
CAS Registry No.
312-45-8
IUPAC Name
2-[4-[4-(2-hydroxy-4,4-dimethylmorpholin-4-ium-2-yl)phenyl]phenyl]-4,4-dimethylmorpholin-4-ium-2-ol dibromide
InChIKey
OPYKHUMNFAMIBL-UHFFFAOYSA-L
SMILES
C[N+]1(CCOC(C1)(C2=CC=C(C=C2)C3=CC=C(C=C3)C4(C[N+](CCO4)(C)C)O)O)C.[Br-].[Br-]
MeSH Unique ID
D006426
Source
PubChem CID 9399

MeSH Record

Classification

Broader headings

Related Concepts

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Drug Class

Pharmacological Action

MeSH Record

Synonyms

1 entry terms
  • Hemicholinium

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

72

MeSH Record

Previous Indexing

  • Morpholines (1966-1971)

MeSH Hierarchy

Tree Numbers

  1. D02w.092w.877.435w
  2. D02w.675w.276.435w

AMA Style

References

  1. National Library of Medicine. Hemicholinium 3. Medical Subject Headings (MeSH). 2026. Unique ID D006426. http://id.nlm.nih.gov/mesh/2026/D006426
  2. Hemicholinium 3. In: Wikipedia. https://en.wikipedia.org/wiki/Hemicholinium-3
  3. Hemicholinium 3. In: Wikidata. https://www.wikidata.org/wiki/Q15409437
  4. Hemicholinium 3. In: PubChem Compound. CID 9399. https://pubchem.ncbi.nlm.nih.gov/compound/9399