Dioxethedrin (INNTooltip International Nonproprietary Name), or dioxethedrine, also known as 3,4-dihydroxy-N-ethylnorephedrine, is a sympathomimetic medication.[1][2][3] It was a component of the antitussive syrup Bexol (a combination of dioxethedrin, codeine, and promethazine).[4][5] It is an ephedrine derivative (and hence is a phenethylamine and amphetamine) and is described as a bronchodilator and β-adrenergic receptor agonist.[2][4] Analogues of dioxethedrin include dioxifedrine (α-methylepinephrine; 3,4-dihydroxyephedrine), corbadrine (levonordefrin; α-methylnorepinephrine), and α-methyldopamine.[1]

Dioxethedrin
Clinical data
Other namesDioxethedrine; 3,4-Dihydroxy-N-ethylnorephedrine; 3,4,β-Trihydroxy-N-ethyl-α-methyl-β-phenethylamine; 3,4,β-Trihydroxy-N-ethylamphetamine; α-Methyl-N-ethylnorepinephrine
Identifiers
  • 4-[2-(ethylamino)-1-hydroxypropyl]benzene-1,2-diol
CAS Number
PubChem CID
ChemSpider
UNII
ChEBI
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.007.137 Edit this at Wikidata
Chemical and physical data
FormulaC11H17NO3
Molar mass211.261 g·mol−1
3D model (JSmol)
  • CCNC(C)C(C1=CC(=C(C=C1)O)O)O
  • InChI=1S/C11H17NO3/c1-3-12-7(2)11(15)8-4-5-9(13)10(14)6-8/h4-7,11-15H,3H2,1-2H3
  • Key:OHDICGSRVLBVLC-UHFFFAOYSA-N

References

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  1. ^ a b Elks J (2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer US. p. 444. ISBN 978-1-4757-2085-3. Retrieved 1 September 2024.
  2. ^ a b Milne GW (2018). Drugs: Synonyms and Properties. Routledge Revivals. Taylor & Francis. p. 494. ISBN 978-1-351-78990-5. Retrieved 1 September 2024.
  3. ^ Pschyrembel W, Dornblüth O, Zink C (2012). "Dioxethedrin". Pschyrembel klinisches Wörterbuch: Mit klinischen Syndromen und Nomina Anatomica (in German). De Gruyter. p. 358. ISBN 978-3-11-150689-0. Retrieved 1 September 2024.
  4. ^ a b "Dioxethedrin Hydrochloride". Inxight Drugs. Retrieved 1 September 2024.
  5. ^ Portmann M, Delage R (1964). "[The Antitussive Combination Dioxethedrine-Codeine-Promethazine]". Revue de Laryngologie - Otologie - Rhinologie (in French). 85: 1073–1081. PMID 14266725.