C-DMT

C-DMT, also known as N,N-dimethyl-2-(3H-inden-1-yl)ethylamine or as 1-carba-DMT, is a serotonin receptor agonist and a 3-indenylethylamine derivative.^[1][2][3] It is an analogue and bioisostere of the tryptamine psychedelic N,N-dimethyltryptamine (DMT) in which the indole ring has been replaced with an indene ring.^[1][2][3] Put another way, the nitrogen atom in the indole ring of DMT has been replaced with a carbon atom to make an indene ring.^[1][2]

Other namesN,N-Dimethyl-3-indenylethylamine; 3-(2-Dimethylaminoethyl)indene; N,N-Dimethyl-2-(3H-inden-1-yl)ethylamine; 1-Carba-DMT

Drug classSerotonin receptor agonist

ATC code

• None

PubChem CID

• 547452

Quick facts Clinical data, Other names ...

C-DMT

Clinical data
Other names	N,N-Dimethyl-3-indenylethylamine; 3-(2-Dimethylaminoethyl)indene; N,N-Dimethyl-2-(3H-inden-1-yl)ethylamine; 1-Carba-DMT
Drug class	Serotonin receptor agonist
ATC code	None
Identifiers
IUPAC name 2-(3H-inden-1-yl)-N,N-dimethylethanamine
PubChem CID	547452
ChemSpider	476501
ChEMBL	ChEMBL161241
Chemical and physical data
Formula	C13H17N
Molar mass	187.286 g·mol−1
3D model (JSmol)	Interactive image
SMILES CN(C)CCC1=CCC2=CC=CC=C21
InChI InChI=1S/C13H17N/c1-14(2)10-9-12-8-7-11-5-3-4-6-13(11)12/h3-6,8H,7,9-10H2,1-2H3 Key:FOBWFOXXVASKOU-UHFFFAOYSA-N

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The drug shows similar affinity for and potency in activating the serotonin receptors in the rat fundus strip compared to DMT.^[1][2][3] These findings suggest that the indole-ring nitrogen atom of tryptamines is not essential for serotonergic activity.^[1][2][3] On the other hand however, C-DMT showed dramatically lower affinities for the serotonin 5-HT_1E and 5-HT_1F receptors compared to DMT (8- and 65-fold, respectively).^[4]

The effects of C-DMT in animals and humans, and whether it produces hallucinogenic effects, do not appear to be known.^[1]