3C (3C-x), also known as 4-substituted 3,5-dimethoxyamphetamines, substituted 3,4,5-trimethoxyamphetamine (3,4,5-TMA or TMA-1) analogues, or 3C-scalines, is a general name for the family of psychedelic amphetamines containing methoxy groups at the 3 and 5 positions of the benzene ring. [1] [2] These compounds are analogues of 3,4,5-trimethoxyamphetamine (3,4,5-TMA or TMA-1). [1] [2]
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The 3C drugs are not the amphetamine counterparts of the 2C drugs, which are 4-substituted 2,5-dimethoxyphenethylamines. [1] [2] Instead, the DOx drugs, which are 4-substituted 2,5-dimethoxyamphetamines, are the amphetamine counterparts of the 2C drugs. [1] [2] The 3C drugs are the amphetamine counterparts of substituted mescaline analogues (4-substituted 3,5-dimethoxyphenethylamines). [1] [2] Moreover, in terms of naming with the "3C" prefix, the 3C drugs are generally actually derivatives of TMA-1 with the 4-position methoxy group extended rather than having any 4-position substituent. [1] [2] In this regard, they would be the 3,5-dimethoxyamphetamine counterparts of the 2C-O (2,4,5-trimethoxyphenethylamine) drugs (e.g., 2C-O-4) and the 2,4,5-trimethoxyamphetamine (2,4,5-TMA; TMA-2) derivatives (e.g., MEM). [3] [4]
3C drugs have been developed and/or studied by Alexander Shulgin [1] [2] and Daniel Trachsel, [5] [6] [4] [7] among others. [8] [9] The pharmacology of 3C drugs has been studied and described. [7] [8]