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| Other names | N-Methyl-2-aminoindane;N-Methyl-2-AI;N-Methyl-AI; AM-80; Methaminoindan; Methoaminoindane |
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| Formula | C10H13N |
| Molar mass | 147.221 g·mol−1 |
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NM-2-AI, also known asN-methyl-2-aminoindane, is adrug of the2-aminoindane group 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]
Scientists performed a study on NM2AI 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 NM2AI 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[5]
