Tyramine

Esters []
Tyramine acetate

Molecular structure via molpic based on CDK

Physical properties []
Molecular mass	137.18 g/mol ^[1]
Appearance	CRYSTALS FROM BENZENE OR ALCOHOL ^[1]
Melting point	164-165 °C ^[1]
Boiling point	166 °C ^[1]
Solubility	SOL IN WATER /TYRAMINE HYDROCHLORIDE/ ^[1]
Predicted LogP	1.1 ^[1]

Structural Identifiers []
Molecular formula	C₈H₁₁NO ^[1]
IUPAC name	4-(2-aminoethyl)phenol ^[1]
SMILES	C1=CC(=CC=C1CCN)O ^[1]
InChI	InChI=1S/C8H11NO/c9-6-5-7-1-3-8(10)4-2-7/h1-4,10H,5-6,9H2 ^[1]
InChIKey	DZGWFCGJZKJUFP-UHFFFAOYSA-N ^[1]

Tyramine

Tyramine (also known as 4-Hydroxyphenethylamine, 2-(4-Hydroxyphenyl)ethylamine, Uteramine, Tyrosamine, Tocosine, Tyramin, Systogene, Phenol, 4-(2-aminoethyl)-, 4-Hydroxyphenylethylamine or p-(2-Aminoethyl)phenol) is a neurotransmitter and sympathomimetic substance of the phenethylamine class.

Chemistry

Salts and Esters []

Tyramine is typically found in the form of its hydrochloride salt

or its ester.

Stereochemistry []

Tyramine is a achiral mixture

Subjective effects []

Physical effects
Abnormal heartbeat Dehydration Dry mouth Increased blood pressure Increased heart rate Restless legs Shakiness Stamina enhancement Vasoconstriction

Cognitive effects
Thought acceleration Wakefulness

External links []

References []

National Center for Biotechnology Information. PubChem Compound Summary for CID 5610, Tyramine. Accessed June 28, 2025. https://pubchem.ncbi.nlm.nih.gov/compound/5610
U.S. Food and Drug Administration; National Center for Advancing Translational Sciences. Tyramine. UNII: X8ZC7V0OX3. Global Substance Registration System. Accessed June 28, 2025. https://gsrs.ncats.nih.gov/ginas/app/beta/substances/X8ZC7V0OX3

Anodyne