A substituted mescaline analogue, also known as a scaline and typically but not always a 4-substituted 3,5-dimethoxyphenethylamine, is an analogue of the phenethylamine serotonergic psychedelic mescaline (3,4,5-trimethoxyphenethylamine). [1] [2] [3] [4] [5] [6] [7]
Other related compounds include the 2C (4-substituted 2,5-dimethoxyphenethylamine) and DOx (4-substituted 2,5-dimethoxyamphetamine) compounds as well as 3,4,5-trimethoxyamphetamine (TMA) and other 4-substituted 3,5-dimethoxyamphetamines (3C drugs). [1] [2] [3] [4] They are also mescaline analogues, but the 2C and DOx drugs have a third methoxy group in the 2 position instead of the 3 position while TMA is an amphetamine rather than a phenethylamine. [1] [2] [3] [4]
The pharmacology of mescaline analogues has been studied. [8] [9] [10] Mescaline analogues, or 4-substituted 3,5-dimethoxyphenethylamines specifically, tend to be much less potent than the 2C and DOx drugs. [1] [3] [2] This relates to the fact that the 2,4,5-substitution pattern tends to be optimal in terms of receptor affinity and potency. [1] [11] However, mescaline analogues are frequently much more potent than mescaline. [1] [3]
Substituted mescaline analogues have been extensively characterized by Alexander Shulgin and described in his books such as PiHKAL (Phenethylamines I Have Known and Loved) [6] and The Shulgin Index, Volume One: Psychedelic Phenethylamines and Related Compounds [7] as well as in his literature reviews. [1] [3] [4] [5] They have also been studied by David E. Nichols [12] [13] [14] and Daniel Trachsel, [15] [8] [10] among other researchers.