5-Bromo-DMT

5-Bromo-DMT

Legal status
Legal status	UK: Class A Illegal in Singapore
Identifiers
IUPAC name [2-(5-Bromo-1H-indol-3-yl)ethyl]dimethylamine
CAS Number	17274-65-6
PubChem CID	360252
ChemSpider	319812
UNII	2F81I6UW8C
CompTox Dashboard (EPA)	DTXSID90326928
Chemical and physical data
Formula	C12H15BrN2
Molar mass	267.170 g·mol−1
3D model (JSmol)	Interactive image
SMILES BrC2=CC=C1[NH]C=C(C1=C2)CCN(C)C
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 Key:ATEYZYQLBQUZJE-UHFFFAOYSA-N

5-Bromo-DMT (5-bromo-N,N-dimethyltryptamine) is a psychedelic brominated indole alkaloid found in the sponges Smenospongia aurea and Smenospongia echina, as well as in Verongula rigida (0.00142% dry weight) alongside 5,6-Dibromo-DMT (0.35% dry weight) and seven other alkaloids. It is the 5-bromo derivative of DMT, a psychedelic found in many plants and animals.

5-Bromo-DMT has a pEC50 value of 5.51 for the 5-HT_2A receptor.

Animal studies on 5-Bromo-DMT showed that it produces effects suggestive of sedative and antidepressant activity and caused significant reduction of locomotor activity in the rodent FST model.

5-Bromo-DMT was reported to be psychoactive at 20–50 mg via vaporization with mild psychedelic-like activity.

Legality

5-Bromo-DMT is specifically listed as a controlled drug in Singapore.

Related compounds

• 5-Chloro-αMT
• 5-Fluoro-AMT
• 5-Fluoro-DMT
• Convolutindole A
• Desformylflustrabromine
• Plakohypaphorine