Methoxyphenamine

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Methoxyphenamine
Methoxyphenamine.png
Clinical data
AHFS/Drugs.comInternational Drug Names
Routes of
administration
Oral
ATC code
Legal status
Legal status
  • In general: ℞ (Prescription only)
Identifiers
CAS Number
PubChem CID
ChemSpider
UNII
E number{{#property:P628}}
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Chemical and physical data
FormulaC11H17NO
Molar mass179.26 g/mol
3D model (JSmol)

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Editor-In-Chief: C. Michael Gibson, M.S., M.D. [1]

Overview

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

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]

References

  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.

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