Methoxyphenamine

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Methoxyphenamine
Methoxyphenamine.svg
Systematic (IUPAC) name
1-(2-methoxyphenyl)-N-methylpropan-2-amine
Clinical data
AHFS/Drugs.com International Drug Names
Legal status
  • Prescription only
Routes Oral
Identifiers
CAS number 93-30-1
ATC code R03CB02
PubChem CID 4117
ChemSpider 3974
UNII J3Z5SRI26Z YesY
Chemical data
Formula C11H17NO 
Mol. mass 179.26 g/mol

Methoxyphenamine (trade names ASMI, Euspirol, Orthoxine, Ortodrinex, Proasma), also known as 2-methoxy-N-methylamphetamine (OMMA), is a β-adrenergic receptor agonist of the amphetamine class used as a bronchodilator.[1]

Chemistry[edit]

Methoxyphenamine was first synthesized at the Upjohn company by Woodruff and co-workers.[2] A later synthesis by Heinzelman, from the same company, corrects the m.p. given for methoxyphenamine hydrochloride in the earlier paper, and describes an improved synthetic procedure, as well as resolution of the racemic methoxyphenamine.[3]

See also[edit]

References[edit]

  1. ^ Swiss Pharmaceutical Society (2000). Index Nominum 2000: International Drug Directory (Book with CD-ROM). Boca Raton: Medpharm Scientific Publishers. ISBN 3-88763-075-0. 
  2. ^ E. H. Woodruff, J. P. Lambooy and W. E. Burt (1940). "Physiologically active amines. III. Secondary and tertiary β-phenylpropylamines and β-phenylisopropylamines." J. Am. Chem. Soc. 62 922-924.
  3. ^ R. V. Heinzelman (1953). "Physiologically active secondary amines. β-(o-Methoxyphenyl)-isopropyl-N-methylamine and related compounds." J. Am. Chem. Soc. 75 921-925.