Etafedrine

Etafedrine
Clinical data
Trade namesMenetyl; Nethaprin; Novedrin
Other namesEthylephedrine; N-Ethylephedrine
ATC code
  • None
Legal status
Legal status
  • AU: S2 (Pharmacy medicine)
  • BR: Class D1 (Drug precursors)
  • Withdrawn from market
Identifiers
  • (1R,2S)-2-[Ethyl(methyl)amino]-1-phenyl-1-propanol
CAS Number
PubChem CID
DrugBank
ChemSpider
UNII
ChEBI
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.051.218 Edit this at Wikidata
Chemical and physical data
FormulaC12H19NO
Molar mass193.290 g·mol−1
3D model (JSmol)
  • O[C@H](c1ccccc1)[C@@H](N(CC)C)C
  • InChI=1S/C12H19NO/c1-4-13(3)10(2)12(14)11-8-6-5-7-9-11/h5-10,12,14H,4H2,1-3H3/t10-,12-/m0/s1 X markN
  • Key:IRVLBORJKFZWMI-JQWIXIFHSA-N X markN
  (verify)

Etafedrine (INNTooltip International Nonproprietary Name, BANTooltip British Approved Name), sold under the brand name Nethaprin among others and also known as N-ethylephedrine, is a sympathomimetic agent used as a bronchodilator to treat asthma. It was previously commercially available as both the free base and as the hydrochloride salt from Sanofi-Aventis (now Sanofi) but is now no longer marketed.[citation needed]

Pharmacology

Unlike ephedrine and tyramine, etafedrine does not induce the release of epinephrine or norepinephrine and instead acts as a selective β2-adrenergic receptor agonist, thereby mediating its bronchodilator effects.

See also

References

  1. ↑ Anvisa (2023-03-31). "RDC Nº 784 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial" [Collegiate Board Resolution No. 784 - Lists of Narcotic, Psychotropic, Precursor, and Other Substances under Special Control] (in Brazilian Portuguese). Diário Oficial da União (published 2023-04-04). Archived from the original on 2023-08-03. Retrieved 2023-08-15.
  2. ↑ Elks J (2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer US. p. 503. ISBN 978-1-4757-2085-3. Retrieved 30 August 2024.
  3. ↑ Morton IK, Hall JM (2012). Concise Dictionary of Pharmacological Agents: Properties and Synonyms. Springer Netherlands. p. 114. ISBN 978-94-011-4439-1. Retrieved 30 August 2024.
  4. 1 2 "Etafedrine: Uses, Interactions, Mechanism of Action". DrugBank Online. 31 December 1983. Retrieved 30 August 2024.
  5. ↑ Lindmar R, Löffelholz K, Stieh-Koch U (1985). "On the mechanism of bronchodilatation by etafedrine". Arzneimittel-Forschung. 35 (3): 602–604. PMID 4039586.