Chemicals and Drugs

Octopamine

An alpha-adrenergic sympathomimetic amine, biosynthesized from tyramine in the CNS and platelets and also in invertebrate nervous systems. It is used to treat hypotension and as a cardiotonic. The natural D(-) form is more potent than the L(+) form in producing cardiovascular adrenergic responses. It is also a neurotransmitter in some invertebrates.

National Library of MedicineMedical Subject Headings2026

Structured Summary

Abstract

An alpha-adrenergic sympathomimetic amine, biosynthesized from tyramine in the CNS and platelets and also in invertebrate nervous systems. It is used to treat hypotension and as a cardiotonic. The natural D(-) form is more potent than the L(+) form in producing cardiovascular adrenergic responses. It is also a neurotransmitter in some invertebrates.

Chemical Identity

Chemical Information

Molecular Formula
C8H11NO2
Molecular Weight
153.18 g/mol
CAS Registry No.
104-14-3
IUPAC Name
4-(2-amino-1-hydroxyethyl)phenol
InChIKey
QHGUCRYDKWKLMG-UHFFFAOYSA-N
SMILES
C1=CC(=CC=C1C(CN)O)O
MeSH Unique ID
D009655
Source
PubChem CID 4581

MeSH Record

Classification

Related Concepts

Knowledge Graph

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Drug Class

Pharmacological Action

MeSH Record

Synonyms

6 entry terms
  • 4-Octopamine
  • Norsympatol
  • Norsynephrine
  • alpha-(Aminoethyl)-4-hydroxybenzenemethanol
  • p-Octopamine
  • para-Octopamine

MeSH Record

Aspects Covered

29 allowable subheadings

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

MeSH Record

History Note

91; NORSYNEPHRINE was heading 1963-90

MeSH Hierarchy

Tree Numbers

AMA Style

References

  1. National Library of Medicine. Octopamine. Medical Subject Headings (MeSH). 2026. Unique ID D009655. http://id.nlm.nih.gov/mesh/2026/D009655
  2. Octopamine. In: Wikipedia. https://en.wikipedia.org/wiki/Octopamine
  3. Octopamine. In: Wikidata. https://www.wikidata.org/wiki/Q424979
  4. Octopamine. In: PubChem Compound. CID 4581. https://pubchem.ncbi.nlm.nih.gov/compound/4581