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Benzoxepin
Benzoxepin (BOX) is an oxygen-containing bicyclic molecule consisting of an oxepin ring and a benzene ring. There are three isomers, varying in where the oxygen is positioned in the oxepin heterocycle relative where the benzene is fused to it. Natural occurrence 1-Benzoxepin, with the oxygen closest to the benzene, is found in the skeleton of several fungal metabolites. 2-Benzoxepin skeletons are likewise found in fungal metabolites. 3-Benzoxepin, with the oxygen furthest from the benzene, is the core of natural products such as perilloxin from ''Perilla frutescens'' (variant Acuta) and tenual and tenucarb from '' Asphodeline tenuior''. : Derivatives Certain substituted benzoxepins, like TFMBOX, are serotonergic psychedelic Psychedelics are a subclass of hallucinogenic drugs whose primary effect is to trigger non-ordinary mental states (known as psychedelic experiences or "trips") and a perceived "expansion of consciousness". Also referred to as classic halluc ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
TFMBOX
TFMBOX is a putative serotonergic psychedelic of the phenethylamine and benzoxepin ("BOX") 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. 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 ( = 9,900nM), but did not affect dopamine or norepinephrine reuptake ( = >50,000–100,000nM). The drug fully substituted for LSD in rodent drug discrimination tests, albeit with about one-third of the potency of DOB and 2C-B. TFMBOX was first described in the scientific literature by N ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |