6-(2-Aminopropyl)indole

6-(2-Aminopropyl)indole
Clinical data
Routes of; administration	Oral
ATC code	None;
Legal status
Legal status	DE: Uncontrolled; Uncontrolled (but covered under the Federal Analogue Act in the United States and Australia and likely under similar bills in other countries);
Identifiers
	IUPAC name 1-(1H-Indol-6-yl)propan-2-amine;
CAS Number	22196-72-1;
PubChem CID	30999;
ChemSpider	28759;
UNII	M7C77J017A;
CompTox Dashboard (EPA)	DTXSID501030112 ;
Chemical and physical data
Formula	C11H14N2
Molar mass	174.247 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES C1=C2C(=CC=C1CC(C)N([H])[H])C=C[N]2[H];
	InChI InChI=1S/C11H14N2/c1-8(12)6-9-2-3-10-4-5-13-11(10)7-9/h2-5,7-8,13H,6,12H2,1H3 ; Key:QCFIFKAOUKPFPU-UHFFFAOYSA-N ;

6-(2-Aminopropyl)indole (6-API, 6-IT) is an indole derivative which was first identified being sold on the designer drug market by a laboratory in the Czech Republic in July 2016.

Alexander Shulgin says in his book TiHKAL "From the normal 3-position to the 2, the 4, the 5, the 6 or the 7-positions. All five alpha-methyltryptamine isomers are known, but only one is known to be active in man as a CNS active material. This is the 5-isomer, 5-(2-aminopropyl)indole or 5-IT"[1].