N-Methyltyramine

N-Methyltyramine
Clinical data
Other namesMethyl-4-tyramine; 4-Hydroxy-N-methylphenethylamine; p-(2-Methylaminoethyl)phenol
Identifiers
  • 4-[2-(methylamino)ethyl]phenol
CAS Number
PubChem CID
ChemSpider
UNII
ChEBI
CompTox Dashboard (EPA)
ECHA InfoCard100.006.120
Chemical and physical data
FormulaC9H13NO
Molar mass151.209 g·mol−1
3D model (JSmol)
Density1.03 g/cm3
Melting point130 to 131 °C (266 to 268 °F)
Boiling point271 °C (520 °F) (183-185 °C at 9mm; 135 °C at 0.05 mm)
Solubility in waterModerate mg/mL (20 °C)
  • Oc1ccc(cc1)CCNC
  • InChI=1S/C9H13NO/c1-10-7-6-8-2-4-9(11)5-3-8/h2-5,10-11H,6-7H2,1H3 Y
  • Key:AXVZFRBSCNEKPQ-UHFFFAOYSA-N Y
 NY (what is this?)  (verify)

N-Methyltyramine (NMT), also known as 4-hydroxy-N-methylphenethylamine, is a human trace amine and natural phenethylamine alkaloid found in a variety of plants. As the name implies, it is the N-methyl analog of tyramine, which is a well-known biogenic trace amine with which NMT shares many pharmacological properties. Biosynthetically, NMT is produced by the N-methylation of tyramine via the action of the enzyme phenylethanolamine N-methyltransferase in humans and tyramine N-methyltransferase in plants.