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| Other names | NM2AI;N-Methyl-2-aminoindane;N-Methyl-2-AI;N-Methyl-AI; AM-80; Methaminoindan; Methoaminoindane |
| Drug class | Norepinephrine releasing agent;Stimulant |
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| Formula | C10H13N |
| Molar mass | 147.221 g·mol−1 |
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NM-2-AI, orNM2AI, also known asN-methyl-2-aminoindane, is astimulant of the2-aminoindane family that has been sold online as adesigner drug. It is a rigidanalogue ofmethamphetamine.[1][2] NM-2-AI acts as aselectivenorepinephrine releasing agent, but also hasaffinity for severalmonoamine receptors.[3][4]
NM-2-AI acts as a highlyselectivenorepinephrine reuptake inhibitor andreleasing agentin vitro and does not releaseserotonin ordopamine even at very high concentrations (100 μM).[3]
NM-2AI has high affinity (2.4 μMIC50) as anorepinephrine reuptake inhibitor but also has affinity as aTAAR1 receptoragonist (3.3 μMEC50), anAlpha-2A adrenergic receptor agonist (0.49 μMKi) and as abinding agent at the5-HT1A (3.6 μM Ki) and5-HT2A (5.4 μM Ki)receptors.[4][3][5]
Scientists performed a study on NM-2-AI metabolismin silico andin vivo, in order to identify the main metabolites to be screened in the different biological samples. They performed the in silico metabolism prediction of NM-2-AI using MetaSiteTM software and subsequently verified the presence of metabolites in the blood, urine and hair of mice after NM-2-AI administration. LC-HRMS analysis identified seven main metabolites in the urine. They were identified, by their accurate masses and fragmentation patterns, as2-aminoindane (2AI), two hydroxy-2-AI and four hydroxy-NM-2-AI; one of the hydroxy-NM-2-AI and one of the hydroxy-2-AI underwent also to conjugation. NM-2-AI and2-AI were also detected by LC-HRMS in the hair and blood[6]
