NM-2-AI

NM-2-AI (N-methyl-2-aminoindane) is a psychoactive drug and research chemical that has been sold online as a designer drug. It is a rigid analogue of methamphetamine.[1][2] It is a derivative of 2-aminoindane.

NM-2-AI
Clinical data
Other namesN-Methyl-2-aminoindane; AM-80
Legal status
Legal status
Identifiers
IUPAC name
  • N-Methyl-2,3-dihydro-1H-inden-2-amine
CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC10H13N
Molar mass147.221 g·mol−1
3D model (JSmol)
SMILES
  • CNC2CC1=CC=CC=C1C2
InChI
  • InChI=1S/C10H13N/c1-11-10-6-8-4-2-3-5-9(8)7-10/h2-5,10-11H,6-7H2,1H3
  • Key:SXWZQUCTTOBHJT-UHFFFAOYSA-N

NM-2-AI acts as a non-neurotoxic and highly selective serotonin releasing agent (SSRA) in vitro and is a putative entactogen.[3]

References
  1. "N-methyl-2-AI". Cayman Chemical. Retrieved 27 June 2015.
  2. Cannon JG, Perez JA, Pease JP, Long JP, Flynn JR, Rusterholz DB, Dryer SE (July 1980). "Comparison of biological effects of N-alkylated congeners of beta-phenethylamine derived from 2-aminotetralin, 2-aminoindan, and 6-aminobenzocycloheptene". Journal of Medicinal Chemistry. 23 (7): 745–9. doi:10.1021/jm00181a009. PMID 7190613.
  3. Nichols DE, Brewster WK, Johnson MP, Oberlender R, Riggs RM (February 1990). "Nonneurotoxic tetralin and indan analogues of 3,4-(methylenedioxy)amphetamine (MDA)". Journal of Medicinal Chemistry. 33 (2): 703–10. doi:10.1021/jm00164a037. PMID 1967651.
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