2C-T-33
2C-T-33, also known as 4--2,5-dimethoxyphenethylamine, is a serotonin [receptor agonist] of the phenethylamine and 2C families.
Use and effects
2C-T-33 is not known to have ever been tested in humans and its active human doses have not been reported.Pharmacology
Pharmacodynamics
2C-T-33 shows high affinity for the serotonin 5-HT2A receptor and to a much lesser extent for the serotonin [5-HT2C receptor|5-HT2C receptor]. In terms of serotonin 5-HT2A receptor activation, its is 26nM and its is 40%. Hence, 2C-T-33 acts as a low-efficacy partial agonist of the serotonin 5-HT2A receptor. The drug shows higher affinity for the serotonin 5-HT2A receptor but much lower potency and efficacy in activating the receptor compared to 2C-T or 2C-B. In contrast to most other 2C drugs and serotonergic psychedelics, 2C-T-33 appears to be completely inactive as an agonist of the serotonin 5-HT2B receptor. The drug has also been assessed at a number of other targets.The drug did not significantly produce the head-twitch response, a behavioral proxy of psychedelic effects, in rodents, and hence may not have hallucinogenic effects in humans. Its analogue 2C-T-27 significantly and potently induces the HTR in rodents. However, the HTR induced by 2C-T-27 is far weaker in magnitude than that induced by other 2C-T-X drugs and other serotonergic psychedelics. For example, 2C-T induced about 7-fold more HTR events than 2C-T-33. In contrast to the lack of assessment of 2C-T-33 in humans, 2C-T-27 has been evaluated and found to be active as a psychedelic in humans with a dose range of 80 to 130mg.
The lack of HTR with 2C-T-33 may be due to its low-efficacy partial agonism of the serotonin 5-HT2A receptor and the receptor not being activated strongly enoughly. The potencies of psychedelics in inducing the HTR are positively correlated with their efficacies in activating the serotonin 5-HT2A receptor. The bulky 4 substitution of 2C-T-33 may be too large to accommodate the binding pocket of the serotonin 5-HT2A receptor in terms of maintaining robust receptor activation. Similar findings have been observed for other phenethylamines with bulky 4-position substitutions, such as DOHx, DOBz, and 4-PhPr-3,5-DMA.
In addition to its potential psychoactive effects, 2C-T-33 has shown anti-inflammatory effects in animal studies similarly to other serotonin 5-HT2A receptor agonists and serotonergic psychedelics. However, 2C-T-33 was the least effective assessed phenethylamine and was far less effective than other phenethylamines such as 2C-I, DOIB, 2C-B, (R)-DOI, and 2,5-DMA, among others.