DEMPDHPCA-2C-D

DEMPDHPCA-2C-D is a possible serotonergic psychedelic of the phenethylamine and 2C families. It is a cyclized phenethylamine and a partial or simplified lysergamide. More specifically, the compound is a derivative of 2C-D in which the β position has been cyclized with the amine to form a tetrahydropyridine ring that is substituted such that it is identical to the D ring of LSD. Alternatively, it may be viewed as an analogue of LSD in which the B and C rings have been removed and 4-methyl and 2,5-dimethoxy substitutions have been added to the phenyl ring (i.e., the A ring of LSD).

The synthesis of DEMPDHPCA-2C-D was attempted by David E. Nichols in his PhD thesis in 1973, though it was not successful. However, several close analogues of DEMPDHPCA-2C-D, such as DEMPDHPCA and a few of its derivatives, have been reported to be potent serotonin 5-HT_2A receptor agonists or to produce hallucinogen-like behavioral effects in animals. In addition, the established putative psychedelic LPH-5 ((S)-2C-TFM-3PIP) is similar to DEMPDHPCA-2C-D in chemical structure but most notably lacks the LSD-like N,N-diethylamide and olefin moieties.