Dioxethedrin

Not to be confused with Dioxifedrine.

Dioxethedrin

Clinical data
Other names	Dioxethedrine; 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
IUPAC name 4-[2-(ethylamino)-1-hydroxypropyl]benzene-1,2-diol
CAS Number	497-75-6
PubChem CID	71632
ChemSpider	64697
UNII	82J92E653W
ChEBI	CHEBI:134881
ChEMBL	ChEMBL2110629
CompTox Dashboard (EPA)	DTXSID00862044
ECHA InfoCard	100.007.137
Chemical and physical data
Formula	C11H17NO3
Molar mass	211.261 g·mol^−1
3D model (JSmol)	Interactive image
SMILES CCNC(C)C(C1=CC(=C(C=C1)O)O)O
InChI 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

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]

References

1. 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. 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. "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.