5-Bromo-DMT

5-Bromo-DMT

Names
IUPAC name [2-(5-bromo-1H-indol-3-yl)ethyl]dimethylamine
Identifiers
CAS Number	17274-65-6 Y
3D model (JSmol)	Interactive image Interactive image
ChEMBL	ChEMBL403031 Y
ChemSpider	319812 Y
PubChem CID	360252
CompTox Dashboard (EPA)	DTXSID90326928
InChI InChI=1S/C12H15BrN2/c1-15(2)6-5-9-8-14-12-4-3-10(13)7-11(9)12/h3-4,7-8,14H,5-6H2,1-2H3 Y Key: ATEYZYQLBQUZJE-UHFFFAOYSA-N Y InChI=1/C12H15BrN2/c1-15(2)6-5-9-8-14-12-4-3-10(13)7-11(9)12/h3-4,7-8,14H,5-6H2,1-2H3 Key: ATEYZYQLBQUZJE-UHFFFAOYAL
SMILES CN(C)CCC1=CNC2=C1C=C(Br)C=C2 CN(C)CCc2cnc1ccc(Br)cc12
Properties
Chemical formula	C12H15N2Br
Melting point	98-99 °C
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Y verify (what is YN ?) Infobox references

5-Bromo-DMT (5-bromo-N,N-dimethyltryptamine) is a brominated indole alkaloid found in certain marine invertebrates. It is the 5-bromo analogue of DMT, a hallucinogen found in many plants and animals. Other naturally occurring 5-substituted analogues of DMT include bufotenin and 5-MeO-DMT, both of which, like DMT, are psychoactive and found in plants and animals. Animal studies on 5-bromo-DMT showed it to produce effects suggestive of sedative and antidepressant activity.

Anecdotal reports published by Hamilton Morris indicate that 5-Bromo-DMT freebase is psychoactive in humans when smoked at doses between 20 and 50 milligrams.

This compound is soluble in ethanol and methanol. It is found in Verongula rigida (0.00142% dry wt.) and also 5,6-diBr-DMT (0.35% dry wt.) was found as well as seven other alkaloids. 5-Br-DMT caused significant reduction of locomotor activity in the rodent FST model (suggested to indicate a potential sedative action). It did not show any antidepressant activity in either test.