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MDMAI
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| Other names | 5,6-Methylenedioxy-N-methyl-2-aminoindane; MDMAI |
| Drug class | Serotonin releasing agent; Entactogen |
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| Formula | C11H13NO2 |
| Molar mass | 191.230 g·mol−1 |
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MDMAI, also known as 5,6-methylenedioxy-N-methyl-2-aminoindane, is a drug of the 2-aminoindane family developed in the 1990s by a team led by David E. Nichols at Purdue University.[1][2] It acts as a non-neurotoxic serotonin releasing agent (SRA) in animals and is a putative entactogen in humans.[1][2]
Interactions
[edit]History
[edit]MDMAI was first described in the scientific literature by David E. Nichols and colleagues in 1990.[1][2]
Chemistry
[edit]MDMAI can be thought of as a cyclized analogue of MDMA where the α-methyl group of the alkylamino side chain has been joined back round to the 6-position of the aromatic ring to form an indane ring system. This changes the core structure of the molecule from phenethylamine to 2-aminoindane, and causes the pharmacological properties of the two compounds to be substantially different.[2]
See also
[edit]References
[edit]- ^ a b c Sainsbury PD, Kicman AT, Archer RP, King LA, Braithwaite RA (2011). "Aminoindanes--the next wave of 'legal highs'?". Drug Test Anal. 3 (7–8): 479–482. doi:10.1002/dta.318. PMID 21748859.
- ^ a b c d Oberlender R, Nichols DE (1990). "(+)-N-methyl-1-(1,3-benzodioxol-5-yl)-2-butanamine as a discriminative stimulus in studies of 3,4-methylenedioxy-methamphetamine-like behavioral activity". J Pharmacol Exp Ther. 255 (3): 1098–1106. doi:10.1016/S0022-3565(25)22947-0. PMID 1979813.