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]

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-HT1E and 5-HT1F 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]

See also

References

  1. 1 2 3 4 5 6
  2. 1 2 3 4 Winter JC, Gessner PK, Godse DD (September 1967). "Synthesis of some 3-indenealkylamines. Comparison of the biological activity of 3-indenealkylamines and 3-benzo[b]thiophenealkylamines with their tryptamine isosteres". Journal of Medicinal Chemistry. 10 (5): 856–858. doi:10.1021/jm00317a022. PMID 6048491.
  3. ↑ Klein MT, Dukat M, Glennon RA, Teitler M (June 2011). "Toward selective drug development for the human 5-hydroxytryptamine 1E receptor: a comparison of 5-hydroxytryptamine 1E and 1F receptor structure-affinity relationships". The Journal of Pharmacology and Experimental Therapeutics. 337 (3): 860–867. doi:10.1124/jpet.111.179606. PMC 3101003. PMID 21422162.
allikas: https://en.wikipedia.org/wiki/Indenylethylamine