Methoxyphenamine
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Systematic (IUPAC) name | |
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1-(2-methoxyphenyl)-N-methylpropan-2-amine
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Clinical data | |
AHFS/Drugs.com | International Drug Names |
Legal status |
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Routes of administration |
Oral |
Identifiers | |
CAS Number | 93-30-1 |
ATC code | R03CB02 (WHO) |
PubChem | CID: 4117 |
ChemSpider | 3974 |
UNII | J3Z5SRI26Z Y |
Chemical data | |
Formula | C11H17NO |
Molecular mass | 179.26 g/mol |
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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
- ↑ Lua error in package.lua at line 80: module 'strict' not found.
- ↑ 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.
Phenethylamines |
Entactogens: Lophophine |
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Amphetamines |
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Phentermines |
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Cathinones |
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Phenylisobutylamines | |
Phenylalkylpyrrolidines | |
Catecholamines (and close relatives) |
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Miscellaneous |
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