2-Aminoindane

Clinical data
Other names	2-indanylamine; 2-indanamine
Routes of administration	Oral
ATC code	none
Legal status
Legal status	DE: NpSG (Industrial and scientific use only) UK: Under Psychoactive Substances Act In general: uncontrolled
Identifiers
IUPAC name 2,3-Dihydro-1H-inden-2-amine
CAS Number	2975-41-9 N
PubChem CID	76310
ChemSpider	68787 Y
UNII	1P810SQ3EY
CompTox Dashboard (EPA)	DTXSID40183902
ECHA InfoCard	100.019.111
Chemical and physical data
Formula	C9H11N
Molar mass	133.194 g·mol−1
3D model (JSmol)	Interactive image
SMILES C1C(CC2=CC=CC=C21)N
InChI InChI=1S/C9H11N/c10-9-5-7-3-1-2-4-8(7)6-9/h1-4,9H,5-6,10H2 Y Key:LMHHFZAXSANGGM-UHFFFAOYSA-N Y
NY (what is this?)  (verify)

2-Aminoindane (2-AI) is a research chemical with applications in neurologic disorders and psychotherapy that has also been sold as a designer drug.^[1] It acts as a selective substrate for NET and DAT.^[2][3]

Therapeutic and illicit uses

Synthetic aminoindanes were originally developed in the context of anti-Parkinsonian drugs as a metabolite of rasagiline and as a tool to be used in psychotherapy. Deaths related to their toxic effects have been observed both in the laboratory in animal studies and in clinical encounters.^[4] 2-AI is a rigid analogue of amphetamine and partially substitutes for it in rat discrimination tests.^[5]

Legal status

Sweden's public health agency suggested classifying 2-AI as a hazardous substance, on June 24, 2019.^[6]

Chemical derivatives

There are a number of derivatives of 2-aminoindane and its positional isomer 1-aminoindane exist, including:

Legality

China

As of October 2015 2-AI is a controlled substance in China.^[7]

United States

2-Aminoindane is not scheduled at the federal level in the United States,^[8] but may be considered an analog of amphetamine, in which case purchase, sale, or possession could be prosecuted under the Federal Analog Act.