Dioxifedrine

Not to be confused with Dioxethedrin.

Dioxifedrine (INNTooltip International Nonproprietary Name), or dioxifedrin, also known as α-methylepinephrine or as 3,4-dihydroxyephedrine, is a sympathomimetic medication that was never marketed.^[1][2][3][4] It is described as a β-adrenergic receptor agonist and bronchodilator.^[1][5][6] The drug is a substituted phenethylamine and amphetamine and is the catecholamine (3,4-dihydroxylated) derivative of ephedrine and the amphetamine (α-methylated) analogue of epinephrine (adrenaline).^[1][2] Analogues of dioxifedrine include dioxethedrin (α-methyl-N-ethylnorepinephrine), corbadrine (levonordefrin; α-methylnorepinephrine), and α-methyldopamine.^[1]

Dioxifedrine

Clinical data
Other names	Dioxifedrin; α-Methylepinephrine; α-Methyladrenaline; 3,4-Dihydroxyephedrine; Dioxyephedrine; Sor-N 49; Diphedran; LD-1205; 3,4,β-Trihydroxy-α,N-dimethylphenethylamine; 3,4,β-Trihydroxy-N-methylamphetamine
Identifiers
IUPAC name 4-[1-hydroxy-2-(methylamino)propyl]benzene-1,2-diol
CAS Number	10329-60-9
PubChem CID	13683
ChemSpider	13093
UNII	CF48QOH154
ChEMBL	ChEMBL416557
CompTox Dashboard (EPA)	DTXSID40864249
ECHA InfoCard	100.030.639
Chemical and physical data
Formula	C10H15NO3
Molar mass	197.234 g·mol−1
3D model (JSmol)	Interactive image
SMILES CC(C(C1=CC(=C(C=C1)O)O)O)NC
InChI InChI=1S/C10H15NO3/c1-6(11-2)10(14)7-3-4-8(12)9(13)5-7/h3-6,10-14H,1-2H3 Key:DDBFLXGTCAVAFD-UHFFFAOYSA-N