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.^[1]^[2]^[3]^[4] It is the 5-bromo derivative of DMT, a psychedelic found in many plants and animals.

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

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.^[6]

5-Bromo-DMT was reported to be psychoactive at 20–50 mg via vaporization with mild psychedelic-like effects.^[7]

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