Isotryptamine

Isotryptamine, also known as 2-(1-indolyl)ethylamine, is a chemical compound and positional isomer of tryptamine (2-(3-indolyl)ethylamine).^[1]

Isotryptamine

Names
IUPAC name 2-indol-1-ylethanamine
Other names 2-Indolylethylamine; 2-(1-Indolyl)ethylamine; 2-(1H-Indol-1-yl)ethanamine
Identifiers
CAS Number	13708-58-2
3D model (JSmol)	Interactive image
ChemSpider	227015
PubChem CID	258690
CompTox Dashboard (EPA)	DTXSID10293224
InChI InChI=1S/C10H12N2/c11-6-8-12-7-5-9-3-1-2-4-10(9)12/h1-5,7H,6,8,11H2 Key: BXEFQUSYBZYTAE-UHFFFAOYSA-N
SMILES C1=CC=C2C(=C1)C=CN2CCN
Properties
Chemical formula	C10H12N2
Molar mass	160.220 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

A variety of isotryptamine derivatives, or substituted isotryptamines, have been developed, including serotonergic psychedelics and psychoplastogens like 6-MeO-isoDMT;^[2][3] non-hallucinogenic psychoplastogens like isoDMT, 5-MeO-isoDMT, and zalsupindole (DLX-001; AAZ-A-154);^[4][5][6][7] serotonin 5-HT_2C receptor agonists like (S)-5,6-difluoro-isoAMT, Ro60-0175 ((S)-5-fluoro-6-chloro-isoAMT), and PNU-181731;^{[8][9][10][11][12]} serotonin 5-HT₆ receptor modulators;^[13][14][15] and dual monoamine releasing agents and serotonin receptor agonists like isoAMT (PAL-569).^[16][17][18]

JRT is the isotryptamine analogue of LSD and may be considered a cyclized isotryptamine.^[19][20]