N-Hydroxyamphetamine

NOHA

Molecular structure via molpic based on CDK

Rotamer []

Conformer structure via 3Dmol.js

Physical properties []
Molecular mass	151.21 g/mol ^[1]
Predicted LogP	1.6 ^[1]

Structural Identifiers []
Molecular formula	C₉H₁₃NO ^[1]
IUPAC name	N-(1-phenylpropan-2-yl)hydroxylamine ^[1]
SMILES	CC(CC1=CC=CC=C1)NO ^[1]
InChI	InChI=1S/C9H13NO/c1-8(10-11)7-9-5-3-2-4-6-9/h2-6,8,10-11H,7H2,1H3 ^[1]
InChIKey	LPZRPPBVFGJUOJ-UHFFFAOYSA-N ^[1]

N-Hydroxyamphetamine (also known as N-Hydroxy-α-methylbenzeneethanamine, Benzeneethanamine, N-hydroxy-α-methyl-, Schembl125441, N-hydroxy-1-phenylpropan-2-amine, AAA06390, N-hydroxyamphetamine, Akos021002860, N-(α-methylphenethyl)hydroxylamine, N-hydroxy-α-methylbenzeneethanamine or Benzeneethanamine, n-hydroxy-α-methyl-) is a stimulant substance of the amphetamine class.

Chemistry

Stereochemistry []

N-Hydroxyamphetamine is a racemic mixture of the enantiomers.

Stereoisomerism
(R)-N-Hydroxyamphetamine (S)-N-Hydroxyamphetamine
Stereoisomer enumberation with rdkit

Subjective effects []

class / Stimulant

Physical effects
Abnormal heartbeat Appetite suppression Dehydration Dry mouth Increased blood pressure Increased heart rate Increased libido Restless legs Shakiness Stamina enhancement Stimulation Teeth grinding Vasoconstriction

Cognitive effects
Analysis enhancement Cognitive euphoria Compulsive redosing Disinhibition Ego inflation Focus enhancement Increased music appreciation Mania Motivation enhancement Suggestibility suppression Thought acceleration Wakefulness

External links []

References []

National Center for Biotechnology Information. PubChem Compound Summary for CID 65546, N-Hydroxyamphetamine. Accessed August 22, 2026. https://pubchem.ncbi.nlm.nih.gov/compound/65546
U.S. Food and Drug Administration; National Center for Advancing Translational Sciences. N-Hydroxyamphetamine. UNII: A2AXB2C6CQ. Global Substance Registration System. Accessed August 22, 2026. https://gsrs.ncats.nih.gov/ginas/app/beta/substances/A2AXB2C6CQ

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