2-Methoxyamphetamine (2-MA), also known as ortho-methoxyamphetamine (OMA), is a drug of the amphetamine family. It is substantially weaker in inhibiting the reuptake of and inducing the release of the monoamine neurotransmitters compared to related agents such as amphetamine, MMA, and PMA,[1] and may instead act as a β-adrenergic receptor agonist similarly to its N-methylated analogue methoxyphenamine.[2] The drug also shows relatively weak affinity for serotonin receptors, including the serotonin 5-HT1 and 5-HT2 receptors (Ki = 3,500 nM and 8,130 nM, respectively).[3] 2-MA fully substitutes for dextroamphetamine in rodent drug discrimination tests.[4]
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Routes of administration | Oral |
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Formula | C10H15NO |
Molar mass | 165.236 g·mol−1 |
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See also
editReferences
edit- ^ Tseng LF, Menon MK, Loh HH (May 1976). "Comparative actions of monomethoxyamphetamines on the release and uptake of biogenic amines in brain tissue". The Journal of Pharmacology and Experimental Therapeutics. 197 (2): 263–271. PMID 1271280.
- ^ Shulgin A, Shulgin A (1991). Pihkal: A Chemical Love Story. Transform Press. ISBN 0-9630096-0-5.
- ^ Glennon RA (January 1987). "Central serotonin receptors as targets for drug research". J Med Chem. 30 (1): 1–12. doi:10.1021/jm00384a001. PMID 3543362.
Table II. Affinities of Selected Phenalkylamines for 5-HT1 and 5-HT2 Binding Sites
- ^ Glennon RA, Young R, Hauck AE (May 1985). "Structure-activity studies on methoxy-substituted phenylisopropylamines using drug discrimination methodology". Pharmacol Biochem Behav. 22 (5): 723–729. doi:10.1016/0091-3057(85)90520-9. PMID 3839309.