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3-Thioisomescaline

3-Thioisomescaline (3-TIM), also known as 2,4-dimethoxy-3-methylthiophenethylamine, is a chemical compound of the phenethylamine and scaline families related to mescaline. It is the analogue of isomescaline in which the methoxy group at the 3 position has been replaced with a methylthio group. The compound is one of two possible thioisomescaline (TIM) positional isomers, the others being 3-thioisomescaline (3-TIM) and 4-thioisomescaline (4-TIM).

In his book PiHKAL (Phenethylamines I Have Known and Loved) and other publications, Alexander Shulgin lists 3-TIM's dose as greater than 240mg orally and its duration as unknown. The effects of 3-TIM have been reported to include possible brief alert and mild stomach upset, with no other effects observed. However, it is unclear that the preceding effects were actually caused by 3-TIM. Shulgin concluded that 3-TIM is inactive.

The chemical synthesis of 3-TIM has been described.

3-TIM was first described in the scientific literature by Shulgin and Peyton Jacob III in 1981. Subsequently, it was described in greater detail by Shulgin in PiHKAL in 1991.

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