Chemicals and Drugs

p-Hydroxyamphetamine

Amphetamine metabolite with sympathomimetic effects. It is sometimes called alpha-methyltyramine, which may also refer to the meta isomer, gepefrine.

National Library of MedicineMedical Subject Headings2026

Structured Summary

Abstract

Amphetamine metabolite with sympathomimetic effects. It is sometimes called alpha-methyltyramine, which may also refer to the meta isomer, gepefrine.

Chemical Identity

Chemical Information

Molecular Formula
C9H13NO
Molecular Weight
151.21 g/mol
CAS Registry No.
103-86-6
IUPAC Name
4-(2-aminopropyl)phenol
InChIKey
GIKNHHRFLCDOEU-UHFFFAOYSA-N
SMILES
CC(CC1=CC=C(C=C1)O)N
MeSH Unique ID
D010136
Source
PubChem CID 3651

MeSH Record

Classification

Broader headings

Related Concepts

Knowledge Graph

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Drug Class

Pharmacological Action

MeSH Record

Synonyms

13 entry terms
  • Hydroxyamfetamine
  • Hydroxyamphetamin
  • Hydroxyamphetamine
  • Hydroxyphenylisopropylamine
  • Norpholedrin
  • Oxyamphetamine
  • para-Hydroxyamphetamine
  • p Hydroxyamphetamine
  • para Hydroxyamphetamine
  • Hydroxyamphetamine Hydrobromide
  • Methyltyramine
  • Paredrine
  • Hydrobromide, Hydroxyamphetamine

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

91(75); was see under AMPHETAMINES 1975-90

MeSH Record

Previous Indexing

  • Amphetamine (1973-1974)
  • Phenols (1968-1974)

MeSH Hierarchy

Tree Number

AMA Style

References

  1. National Library of Medicine. p-Hydroxyamphetamine. Medical Subject Headings (MeSH). 2026. Unique ID D010136. http://id.nlm.nih.gov/mesh/2026/D010136
  2. p-Hydroxyamphetamine. In: Wikipedia. https://en.wikipedia.org/wiki/4-Hydroxyamphetamine
  3. p-Hydroxyamphetamine. In: Wikidata. https://www.wikidata.org/wiki/Q5955531
  4. p-Hydroxyamphetamine. In: PubChem Compound. CID 3651. https://pubchem.ncbi.nlm.nih.gov/compound/3651