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Etafedrine

Chemical compound From Wikipedia, the free encyclopedia

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.[2][3][4] 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]

Trade namesMenetyl; Nethaprin; Novedrin
Other namesEthylephedrine; N-Ethylephedrine
ATC code
  • None
Legal status
  • AU: S2 (Pharmacy medicine)
  • BR: Class D1 (Drug precursors)[1]
  • Withdrawn from market
Quick facts Clinical data, Trade names ...
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)[1]
  • Withdrawn from market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
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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.[4][5]

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