5-IAI

5-IAI
Clinical data

Pregnancy category	?
Routes of administration	Oral, Insufflated, Rectal
ATC code	none
Legal status
Legal status	In general: uncontrolled
Identifiers
IUPAC name 5-iodo-2,3-dihydro-1H-inden-2-amine
CAS Number	132367-76-1^N
PubChem CID	131506
ChemSpider	116224^Y
UNII	7X16E45Y1X
Chemical and physical data
Formula	C₉H₁₀IN
Molar mass	259.087 g/mol
3D model (JSmol)	Interactive image
SMILES c2c1CC(N)Cc1ccc2I
InChI InChI=1S/C9H10IN/c10-8-2-1-6-4-9(11)5-7(6)3-8/h1-3,9H,4-5,11H2^Y Key:BIHPYCDDPGNWQO-UHFFFAOYSA-N^Y
^NY (what is this?)

5-Iodo-2-aminoindane (5-IAI) is a drug which acts as a releasing agent of serotonin, norepinephrine, and dopamine. It was developed in the 1990s by a team led by David E. Nichols at Purdue University. 5-IAI fully substitutes for MDMA in rodents and is a putative entactogen in humans. Unlike related aminoindane derivatives like MDAI and MMAI, 5-IAI causes some serotonergic neurotoxicity in rats, but is substantially less toxic than its corresponding amphetamine homologue pIA, with the damage observed barely reaching statistical significance.