Dioxifedrine

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;

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]

References

^ ^a ^b ^c ^d Elks J (2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer US. p. 447. ISBN 978-1-4757-2085-3. Retrieved 2 September 2024.
^ ^a ^b "Dioxifedrine". PubChem. U.S. National Library of Medicine. Retrieved 2 September 2024.
^ "The use of common stems in the selection of International Nonproprietary Names (INN) for pharmaceutical substances" (PDF). Programme on International Nonproprietary Names (INN). World Health Organization (WHO). 2002.
^ "Dioxifedrine". CAS Common Chemistry. American Chemical Society. 2 September 2024. CAS Registration Number 10329-60-9. Retrieved 2 September 2024.
^ "DIOXIFEDRINE". Inxight Drugs. National Center for Advancing Translational Sciences (NCATS). Retrieved 2 September 2024.
^ "Dioxifedrine". NCI Thesaurus. U.S. National Cancer Institute. Code C65417.

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