4-Thiometaescaline

4-Thiometaescaline (4-TME), also known as 3-ethoxy-4-methylthio-5-methoxyphenethylamine, is a psychoactive drug of the phenethylamine and scaline families related to mescaline. It is the analogue of metaescaline in which the methoxy group at the 4 position has been replaced with a methylthio group. The drug is one of three possible positional isomers of thiometaescaline (TME), the others being 3-thiometaescaline (3-TME) and 5-thiometaescaline (5-TME).

In his book PiHKAL (Phenethylamines I Have Known and Loved) and other publications, Alexander Shulgin lists 4-TME's dose as 60 to 100 mg orally and its duration as 10 to 15 hours. The drug has approximately 4 times the potency of mescaline, though its effects are very different. The effects of 4-TME have been reported to include mild mental changes that were neither visual nor particularly interesting, a strange off-baseness, feeling sad and morbid, mild gastrointestinal disturbances, sleep disturbances, and subsequent-day negative effects like lethargy and emotional disconnection. It was described as being more toxic than joyous. No clear hallucinogenic or perceptual effects were described.

The chemical synthesis of 4-TME has been described. It is said to have a very small yield.

4-TME was first described in the scientific literature by Alexander Shulgin and Peyton Jacob III in 1984. Subsequently, it was described in greater detail by Shulgin in PiHKAL in 1991.

• Scaline

• 3-Thiometaescaline

• 5-Thiometaescaline

• 4-TME (4-Thiometaescaline) - Isomer Design

• 4-TME (4-Thiometaescaline) - PiHKAL - Erowid

• 4-TME (4-Thiometaescaline) - PiHKAL - Isomer Design