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Methoxyphenamine
| File:Methoxyphenamine.svg | |
| Systematic (IUPAC) name | |
|---|---|
| 1-(2-methoxyphenyl)-N-methylpropan-2-amine | |
| Clinical data | |
| AHFS/Drugs.com | International Drug Names |
| |
| Oral | |
| Identifiers | |
| 93-30-1 | |
| R03CB02 | |
| PubChem | CID 4117 |
| ChemSpider | 3974 |
| UNII | J3Z5SRI26Z 7px |
| Chemical data | |
| Formula | C11H17NO |
| 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
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
- 2-Methoxyamphetamine (OMA)
- 3-Methoxy-N-methylamphetamine (MMMA)
- 4-Methoxy-N-methylamphetamine (PMMA)
References
- ^ Swiss Pharmaceutical Society (2000). Index Nominum 2000: International Drug Directory (Book with CD-ROM). Boca Raton: Medpharm Scientific Publishers. ISBN 3-88763-075-0.
- ^ 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.
- ^ 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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