5-dimethoxy-4-iodoamphetamine, commonly known as DOI, was first synthesized in the 1970s by two independent laboratories as one of a series of phenethylamine-based analogues of mescaline. In an attempt to elucidate the structure activity relationship of phenethylamine psychedelics, the 2,5-dimethoxy-4X-amphetamine pattern was identified as being the most active and used as a blueprint to develop…


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