(RS)-4-hydroxyamphetamine

Also known as para-hydroxyamphetamine, 4-(2-aminopropyl)phenol, dl-4-hydroxyamphetamine, p-hydroxyamphetamine, dl-p-hydroxyamphetamine, Hydroxyamphetamine, hydroxyamfetamine, norpholedrine

Hydroxyamphetamine, also known as 4-hydroxyamphetamine or norpholedrine and sold under the brand names Paredrine and Paremyd among others, is a sympathomimetic medication used in eye drops to dilate the pupil for eye examinations.

Chemical data

Formula: C9H13NO
Molecular weight: 151.21 g/mol
IUPAC name: 4-(2-aminopropyl)phenol
SMILES: CC(CC1=CC=C(C=C1)O)N
InChIKey: GIKNHHRFLCDOEU-UHFFFAOYSA-N
XLogP: 1.4
Polar surface area: 46.3 Å²
H-bond donors: 2
H-bond acceptors: 2
Formal charge: 0

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Drug data · ChEMBL

Max clinical phase: Approved
Molecule type: Small molecule
First approval: 1969
Admin. routes: topical

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Research

1 papers

Enantioselective Quantification of Amphetamine and Metabolites in Serum Samples: Forensic Evaluation and Estimation of Consumption Time.Metabolites · 2021

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Wikidata facts

Mass: 151.1

Show 4 more facts

chemical formula: C₉H₁₃NO
canonical SMILES: CC(CC1=CC=C(C=C1)O)N
found in taxon: Senegalia berlandieri
Commons category: 4-Hydroxyamphetamine

Sources (2)

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Encyclopedic overview

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Contents

Medical uses
Available forms
Pharmacology
Pharmacodynamics
Pharmacokinetics
Chemistry
History
Society and culture
Names
Other drugs
Notes
Reference notes
References
External links

Hydroxyamfetamine acts as a norepinephrine releasing agent and hence is an indirectly acting sympathomimetic. It is a substituted phenethylamine and amphetamine.

Excerpted from Wikipedia’s “(RS)-4-hydroxyamphetamine” article, available under the CC BY-SA 4.0 licence.

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