4-Thiometaescaline
Pharmaceutical compound
From Wikipedia, the free encyclopedia
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.[1][2][3] It is the analogue of metaescaline in which the methoxy group at the 4 position has been replaced with a methylthio group.[1][2][3] The drug is one of three possible positional isomers of thiometaescaline (TME), the others being 3-thiometaescaline (3-TME) and 5-thiometaescaline (5-TME).[1][2][3]
- None
 | |
| Clinical data | |
|---|---|
| Other names | 4-TME; 3-Ethoxy-4-methylthio-5-methoxyphenethylamine; 3-Ethoxy-5-methoxy-4-methylthiophenethylamine |
| Routes of administration | Oral[1] |
| Drug class | Psychoactive drug |
| ATC code |
|
| Pharmacokinetic data | |
| Duration of action | 10–15 hours[1] |
| Identifiers | |
| |
| CAS Number | |
| PubChem CID | |
| ChemSpider | |
| UNII | |
| ChEMBL | |
| CompTox Dashboard (EPA) | |
| Chemical and physical data | |
| Formula | C12H19NO2S |
| Molar mass | 241.35 g·mol−1 |
| 3D model (JSmol) | |
| |
| |
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.[1][2] The drug has approximately 4 times the potency of mescaline, though its effects are very different.[2][1][3] 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.[1] It was described as being more toxic than joyous.[1] No clear hallucinogenic or perceptual effects were described.[1]
The chemical synthesis of 4-TME has been described.[1][3] It is said to have a very small yield.[1]
4-TME was first described in the scientific literature by Alexander Shulgin and Peyton Jacob III in 1984.[3] Subsequently, it was described in greater detail by Shulgin in PiHKAL in 1991.[1]