Methoxyphenamine Explained

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]

It acts as an anti-inflammatory in rats.^[2]

Chemistry

Methoxyphenamine was first synthesized at the Upjohn company by Woodruff and co-workers.^[3] A later synthesis by Heinzelman, from the same company, corrects the melting point given for methoxyphenamine hydrochloride in the earlier paper, and describes an improved synthetic procedure, as well as resolution of the racemic methoxyphenamine.^[4]

See also

• 2-Methoxyamphetamine (OMA)
• 3-Methoxy-N-methylamphetamine (MMMA)
• 4-Methoxy-N-methylamphetamine (PMMA)

Notes and References

1. Book: Swiss Pharmaceutical Society . Index Nominum 2000: International Drug Directory (Book with CD-ROM) . Medpharm Scientific Publishers . Boca Raton . 2000 . 3-88763-075-0 .
2. Wang YH, Bai CX, Hong QY, Chen J . Anti-inflammatory effect of methoxyphenamine compound in rat model of chronic obstructive pulmonary disease . Acta Pharmacologica Sinica . 24 . 12 . 1324–7 . December 2003 . 14653967 .
3. Woodruff EH, Lambooy JP, Burt WE . Physiologically active amines. III. Secondary and tertiary β-phenylpropylamines and β-phenylisopropylamines. . Journal of the American Chemical Society . April 1940 . 62 . 4 . 922–4 . 10.1021/ja01861a060 .
4. Heinzelman RV . Physiologically active secondary amines. β-(o-Methoxyphenyl)-isopropyl-N-methylamine and related compounds. . Journal of the American Chemical Society . February 1953 . 75 . 4 . 921–5 . 10.1021/ja01100a043 .