6708. Normetanephrine

Nomenclature

CAS number: 97-31-4
α-(Aminomethyl)-4-hydroxy-3-methoxybenzenemethanol; α-(aminomethyl)vanillyl alcohol; 4-hydroxy-3-methoxy-α-(aminomethyl)benzyl alcohol; 1-(4-hydroxy-3-methoxyphenyl)-2-aminoethanol; 3-O-methylarterenol; 3-O-methylnoradrenaline; 3-O-methylnorepinephrine.
C9H13NO3; mol wt 183.20.
C 59.00%, H 7.15%, N 7.65%, O 26.20%.

Description and references

A naturally occurring derivative of epinephrine, found together with metanephrine in urine and in certain tissues. Prepn: Fodor et al., Acta Chim. Acad. Sci. Hung. 1, 395 (1951), C.A. 49, 897 (1955); Axelrod et al., J. Biol. Chem. 233, 697 (1958); Heacock, Hutzinger, Chem. Ind. (London) 1961, 595.

Chemical structure

Derivative

dl-Form hydrochloride.
C9H13NO3.HCl; mol wt 219.67.
C 49.21%, H 6.42%, N 6.38%, O 21.85%, Cl 16.14%.

Properties

Prisms from abs ethanol, dec 206-207°. uv max (abs ethanol): 232, 282 nm (ε 7100, 2970).