6069. N-Methylepinephrine

Nomenclature

CAS number: 554-99-4
4-[2-(Dimethylamino)-1-hydroxyethyl]-1,2-benzenediol; α-[(dimethylamino)methyl]-3,4-dihydroxybenzyl alcohol; α-(3,4-dihydroxyphenyl)-2-dimethylaminoethanol; α-(3,4-dihydroxyphenyl)-α-hydroxy-β-dimethylaminoethane; dimethylaminomethyl-(3,4-dihydroxyphenyl) carbinol; α-(dimethylaminomethyl)protocatechuyl alcohol; N-methyladrenaline.
C10H15NO3; mol wt 197.23.
C 60.90%, H 7.67%, N 7.10%, O 24.34%.

Description and references

Prepn and resolution of racemic mixture: Manna, Campiglio, Farmaco Ed. Sci. 14, 317 (1959). Configuration: Manna, Ghislandi, ibid. 19, 377 (1964).

Chemical structure

Derivative

dl-Form.

Nomenclature

CAS number: 6032-14-0
Methadren(e).

Properties

Crystals from alcohol + ethyl acetate, mp 142-143°.

Derivative

d()-Form.

Properties

Crystals from ethyl acetate, mp 149-150°. [α]D18 65.1° (c = 1.41 in 0.5N HCl).

Derivative

l(+)-Form.

Properties

Crystals, mp 149-150°. [α]D18 +62.3° (c = 1.4).

Therapeutic Category

Adrenergic.