9835. Tyramine

Nomenclature

CAS number: 51-67-2
4-(2-Aminoethyl)phenol; 4-hydroxyphenethylamine; tyrosamine; 2-p-hydroxyphenylethylamine; p-β-aminoethylphenol; α-(4-hydroxyphenyl)-β-aminoethane.
C8H11NO; mol wt 137.18.
C 70.04%, H 8.08%, N 10.21%, O 11.66%.

Description and references

Decarboxylation product of tyrosine. Found in mistletoes, putrefied animal tissue, ripe cheese, ergot. Synthesis: Barger, J. Chem. Soc. 95, 1127 (1909); Waser, Helv. Chim. Acta 8, 766 (1925); Buck, J. Am. Chem. Soc. 55, 3389 (1933). Crystal and molecular structure: A. Podder et al., Acta Crystallogr. B35, 649 (1979).

Chemical structure

Properties

Crystals from benzene or alcohol, mp 164-165°. bp25 205-207°; bp2 166°. Alkaline reaction. One gram dissolves in 95 ml water at 15°; in 10 ml boiling alcohol. Sparingly sol in benzene, xylene.

Derivative

Hydrochloride.

Nomenclature

CAS number: 60-19-5
Mydrial (Winzer).
C8H11NO.HCl; mol wt 173.64.
C 55.34%, H 6.97%, N 8.07%, O 9.21%, Cl 20.42%.

Properties

Crystals from alcohol + ether, mp 269°. Sol in water with neutral reaction.

Therapeutic Category

Adrenergic.

Keywords

α-Adrenergic Agonist