5926. Metanephrine

Nomenclature

CAS number: 5001-33-2
4-Hydroxy-3-methoxy-α-(methylaminomethyl)benzenemethanol; α-(methylaminomethyl)vanillyl alcohol; 3-O-methylepinephrine; 3-O-methyladrenaline; 1-(4-hydroxy-3-methoxyphenyl)-2-methylaminoethanol.
C10H15NO3; mol wt 197.23.
C 60.90%, H 7.67%, N 7.10%, O 24.34%.

Description and references

A naturally occurring derivative of epinephrine, found in the urine and in certain tissues. Various methods of prepn: Külz, Hornung, DE 682394 (1939); Chem. Zentralbl. 1940, I, 1078, C.A. 36, 3011 (1942); Axelrod et al., J. Biol. Chem. 233, 697 (1958); Heacock, Hutzinger, Chem. Ind. (London) 1961, 595.

Chemical structure

Derivative

dl-Form hydrochloride.
C10H15NO3.HCl; mol wt 233.69.
C 51.40%, H 6.90%, N 5.99%, O 20.54%, Cl 15.17%.

Properties

Prisms from ethanol + ether (also reported as crystals from dil acetone). Dec 175°. uv max (ethanol): 231, 280 nm (ε 7600, 3100).