N-Methylepinephrine, also known as metaraminol, is a synthetic sympathomimetic amine that acts primarily as a vasopressor agent. It is characterized by its structural similarity to epinephrine, featuring a methyl group attached to the nitrogen atom. This modification enhances its selectivity for alpha-adrenergic receptors, making it effective in increasing vascular resistance and blood pressure. N-Methylepinephrine is typically administered in clinical settings to manage hypotension, particularly during anesthesia or in cases of shock. The substance is soluble in water and exhibits a relatively stable profile under physiological conditions. Its pharmacological effects include vasoconstriction and increased cardiac output, although it may also lead to side effects such as hypertension and reflex bradycardia. Due to its potent effects on the cardiovascular system, careful monitoring is essential during its use. Overall, N-Methylepinephrine serves as a critical tool in emergency medicine and critical care for the management of acute hypotensive episodes.

N-Methylepinephrine

554-99-4: 1,2-Benzenediol, 4-(2-(dimethylamino)-1-hydroxyethyl)- (9CI), 1,2-Benzenediol, 4-[2-(dimethylamino)-1-hydroxyethyl]-, 3,4-Dihydroxy-alpha-(dimethylaminomethyl) benzyl alcohol, 3,4-Dihydroxy-α-(dimethylaminomethyl)benzyl alcohol, 4-[2-(Dimethylamino)-1-Hydroxyethyl]Benzene-1,2-Diol, 4-[2-(Dimethylamino)-1-hydroxyethyl]-1,2-benzenediol, <span class="text-smallcaps">DL</span>-1-(3,4-Dihydroxyphenyl)-2-dimethylaminoethanol, Benzyl alcohol, alpha-((dimethylamino)methyl)-3,4-dihydroxy-, Benzyl alcohol, α-[(dimethylamino)methyl]-3,4-dihydroxy-, Methadren, N-Methyladrenaline, N-Methylepinephrine, Nsc 169812, Protocatechuyl alcohol, alpha-((dimethylamino)methyl)-, Protocatechuyl alcohol, α-(dimethylaminomethyl)-, alpha-(3,4-Dihydroxyphenyl)-alpha-hydroxy-beta-dimethylaminoethane, alpha-(3,4-Dihydroxyphenyl)-beta-dimethylaminoethanol, alpha-(Dimethylaminomethyl)protocatechuyl alcohol, dl-N-Methylepinephrine, α-(3,4-Dihydroxyphenyl)-α-hydroxy-β-dimethylaminoethane, α-(3,4-Dihydroxyphenyl)-β-dimethylaminoethanol, α-(Dimethylaminomethyl)protocatechuyl alcohol,  4-(2-(Dimethylamino)-1-hydroxyethyl)pyrocatechol

Applications Labelled N-Methylepinephrine, the N-methylated analogue of the sympathomimetic hormone Epinephrine (E588585). Recent studies suggest that N-Methylepinephrine may be synthesized from Epinephrine by phenylethanolamine N-methyltransferase present in the brain.
References Kajita, M. et al.: Nip. Iyo Masu Sup. Gak. Kon., 19, 107 (1994); Plummer, C.J. et al.: Eur. J. Med. Chem., 148, 481 (1988);


CAS 554-99-4: N-Methylepinephrine

rac N-Methyl Epinephrine-d6 Hydrochloride (>90%)

Ref: TR-M304302