2-TOET

2-TOET, also known as 2-methylthio-4-ethyl-5-methoxyamphetamine or as 2-thio-DOET, is a psychoactive drug of the phenethylamine and amphetamine families related to the DOx psychedelic DOET. It is the analogue of DOET in which the methoxy group at the 2 position has been replaced with a methylthio group. The drug is one of two possible TOET positional isomers, the other being 5-TOET.
In his book PiHKAL and other publications, Alexander Shulgin lists 2-TOET's dose as greater than 65mg orally and its duration as unknown. The drug is more than 10-fold less potent than DOET, which has a listed dose range of 2 to 6mg orally.
The effects of 2-TOET have been reported to include slight lightheadedness, feeling physically a bit fragile, possible appetite loss, possible erectile dysfunction, and next-day residual fragility. It was described as inactive as a hallucinogen at assessed doses, and higher doses were not tested.
The chemical synthesis of 2-TOET has been described. The phenethylamine analogue, 2C-2-TOET, has been synthesized, but was not tested and its properties are unknown.
2-TOET was first described in the scientific literature by Alexander Shulgin and Peyton Jacob III in 1983. Subsequently, it was described in greater detail by Shulgin in PiHKAL in 1991.