4-HO-pyr-T
4-HO-pyr-T, also known as 4-hydroxy-N,''N-tetramethylenetryptamine, is a serotonin receptor modulator of the tryptamine, 4-hydroxytryptamine, and pyrrolidinylethylindole families. It is the 4-hydroxyl analogue of pyr-T and the analogue of psilocin and 4-HO-DET in which the N'',N-dialkyl moiety has been cyclized into a pyrrolidine ring.
Use and effects
In his book TiHKAL, Shulgin gives the dose as ≥20mg orally, its duration as unknown, and its onset as about 3hours. It was described as quite unlike psilocin and bordering on bizarre. There were minimal visual disturbances and no alterations in colors or objects. It was however said to heighten the intellectual process. The drug was said to be more "stimulant-like" than hallucinogenic or psychedelic. 4-HO-pyr-T was described as very unpleasant.Pharmacology
Pharmacodynamics
4-HO-pyr-T has been found to interact with serotonin receptors, including the serotonin 5-HT2A, 5-HT2B, and 5-HT2C receptors. Its affinities were 429nM for the serotonin 5-HT2A receptor, 423nM for the serotonin 5-HT2B receptor, and 275 to 1,772nM for the serotonin 5-HT2C receptor. Functional activities at these receptors were not assessed or reported.Chemistry
Synthesis
The chemical synthesis of 4-HO-pyr-T has been described.Analogues
Analogues of 4-HO-pyr-T include pyr-T, 5-MeO-pyr-T, and 4-F-5-MeO-pyr-T, among others.Derivatives and analogues of 4-HO-pyr-T, for instance analogues with an azetidine instead of pyrrolidine ring, have been synthesized and described.