TFMBOX
TFMBOX is a putative serotonergic psychedelic of the phenethylamine and benzoxepin families. It is the cyclized phenethylamine analogue of DOTFM and 2C-TFM in which the α carbon has been connected to the 2-methoxy group via an ethyl chain to form a benzoxepin ring system.Interactions
Pharmacology
Pharmacodynamics
The drug was assessed at and showed affinity for the serotonin 5-HT2A and 5-HT1A receptors, with Ki values of 340nM and 1,300nM, respectively. Its affinity for the serotonin 5-HT2A receptor was about 15-fold lower than that of DOB and DOI, whereas its affinity for the serotonin 5-HT1A receptor was the same as that of DOI and was about half that of DOB. TFMBOX also very weakly inhibited the reuptake of serotonin, but did not affect dopamine or norepinephrine reuptake. The drug fully substituted for LSD in rodent drug discrimination tests, albeit with about one-third of the potency of DOB and 2C-B.Chemistry
Analogues
Other "BOX" drugs that have been assessed include BOX, BBOX, and IBOX. However, BBOX and IBOX only partially substituted for LSD in drug discrimination tests.History
TFMBOX was first described in the scientific literature by Nick Cozzi, a student of David E. Nichols, by 1994.