Bis-TOM

Bis-TOM, or 2,5-TOM, also known as 4-methyl-2,5-dimethylthioamphetamine or as 2,5-dithio-DOM, is a chemical compound of the phenethylamine and amphetamine families related to DOM. It is the analogue of DOM in which the methoxy groups at the 2 and 5 positions have been replaced with methylthio groups.

In his book PiHKAL (Phenethylamines I Have Known and Loved) and other publications, Alexander Shulgin lists bis-TOM's dose as greater than 160mg orally and its duration as unknown. The effects of bis-TOM have been reported to include vague awareness of something and "a suggestion of darting, physically (when going to sleep)", but no mental effects. Shulgin concluded that bis-TOM was inactive, at least at tested doses of up to 160mg orally. Based on the approximate 15-fold loss of potency of 2-TOM compared to DOM and the approximate 10-fold drop in potency of 5-TOM relative to DOM, Shulgin hypothesized that bis-TOM might have a potency reduction of 150-fold and might be active at a dose of around 750mg orally. However, higher doses were not tested owing in parts to hints of neurological toxicity as the potential rewards were not considered worth the risks.