Dioxifedrine

Dioxifedrine
Clinical data
Other namesDioxifedrin; 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
PubChem CID
ChemSpider
UNII
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.030.639
Chemical and physical data
FormulaC10H15NO3
Molar mass197.234 g·mol−1
3D model (JSmol)
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

  1. 1 2 3 4 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.
  2. 1 2 "Dioxifedrine". PubChem. U.S. National Library of Medicine. Retrieved 2 September 2024.
  3. ↑ "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.
  4. ↑ "Dioxifedrine". CAS Common Chemistry. American Chemical Society. 2 September 2024. CAS Registration Number 10329-60-9. Retrieved 2 September 2024.
  5. ↑ "DIOXIFEDRINE". Inxight Drugs. National Center for Advancing Translational Sciences (NCATS). Retrieved 2 September 2024.
  6. ↑ "Dioxifedrine". NCI Thesaurus. U.S. National Cancer Institute. Code C65417.


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