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4-HO-pyr-T

Pharmaceutical compound From Wikipedia, the free encyclopedia

4-HO-pyr-T
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4-HO-pyr-T, also known as 4-hydroxy-N,N-tetramethylenetryptamine, is a serotonin receptor modulator of the tryptamine and pyrrolidinylethylindole families.[1][2] It is the 4-hydroxyl analogue of pyr-T and the analogue of psilocin (4-HO-DMT) and 4-HO-DET in which the N,N-dialkyl moiety has been cyclized into a pyrrolidine ring.[2][1]

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Use and effects

In his book TiHKAL, Shulgin gives the dose as ≥20 mg orally, its duration as unknown, and its onset as about 3 hours.[1] It was described as quite unlike psilocin and bordering on bizarre.[1] There were minimal visual disturbances and no alterations in colors or objects.[1] It was however said to heighten the intellectual process.[1] The drug was said to be more "stimulant-like" than hallucinogenic or psychedelic.[1] 4-HO-pyr-T was described as very unpleasant.[1]

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Pharmacology

The drug has been found to interact with serotonin receptors, including the serotonin 5-HT2A, 5-HT2B, and 5-HT2C receptors.[3] Its affinities (Ki) were 429 nM for the serotonin 5-HT2A receptor, 423 nM for the serotonin 5-HT2B receptor, and 275 to 1,772 nM for the serotonin 5-HT2C receptor.[3] Functional activities at these receptors were not assessed or reported.[3]

Chemistry

Derivatives and analogues of 4-HO-pyr-T, for instance analogues with an azetidine instead of pyrrolidine ring, have been synthesized and described.[4]

History

4-HO-pyr-T was first described in the scientific literature by David Repke and colleagues by 1977.[5] Its effects in humans were subsequently described by Alexander Shulgin in his book TiHKAL (Tryptamines I Have Known and Loved) in 1997.[1]

See also

References

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