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Most simple alkyl derivatives were considerably less potent than 2C-B, with N-ethyl-2CB for instance having a 40 times lower affinity for the 5-HT 2A receptor. The N- benzyl derivative however was found to have higher binding affinity than 2C-B itself, with N-(4-bromobenzyl)-2CB binding even more tightly. [ 49 ]
2,5-Dimethoxy-4-sec-butylamphetamine (DOSB or DOSBu), also known as 1-(2,5-dimethoxy-4-(2-butyl)phenyl)-2-aminopropane (1-DBPAP), is a serotonin receptor modulator of the phenethylamine, amphetamine, and DOx families.
DOTB binds with high affinity to the serotonin 5-HT 2 receptors, including to the serotonin 5-HT 2A and 5-HT 2C receptors and, to about a 10-fold lesser extent, to the serotonin 5-HT 2B receptor. [5] [7] [8] [9] It has been assessed and found to act as a partial agonist of the serotonin 5-HT 2B receptor (E max Tooltip maximal efficacy = 69%). [7]
Substituted phenethylamines (or simply phenethylamines) are a chemical class of organic compounds that are based upon the phenethylamine structure; [note 1] the class is composed of all the derivative compounds of phenethylamine which can be formed by replacing, or substituting, one or more hydrogen atoms in the phenethylamine core structure with substituents.
DOHx has shown the highest affinity for the serotonin 5-HT 2A and 5-HT 2C receptors of any other assessed DOx drug in multiple studies. [2] [3] [6] [5] In one study, its affinities for the human serotonin 5-HT 2 receptors were 0.1 nM for the 5-HT 2A receptor, 30 nM for the 5-HT 2B receptor, and 0.7 nM for 5-HT 2C receptor.
2CB-Ind is a conformationally-restricted derivative of the phenethylamine hallucinogen 2C-B, discovered in 1974 by Alexander Shulgin.It acts as a moderately potent and selective agonist for the 5-HT 2A and 5-HT 2C receptors, but unlike the corresponding benzocyclobutene derivative TCB-2 which is considerably more potent than the parent compound 2C-B, 2CB-Ind is several times weaker, with ...
The derivatives may be produced by substitutions at four locations of the cathinone molecule: R 1 = hydrogen, or any combination of one or more alkyl, alkoxy, alkylenedioxy, haloalkyl or halide substituents; R 2 = hydrogen or any alkyl group; R 3 = hydrogen, any alkyl group, or incorporation in a cyclic structure
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