Pyr-T, also known as N, N-tetramethylenetryptamine or as 3-(2-pyrrolidinoethyl)indole, is a lesser-known serotonin receptor modulator of the tryptamine and pyrrolidinylethylindole families. It is the cyclic compound derivative of diethyltryptamine (DET) in which the N, N-diethyl groups have been fused into a pyrrolidine ring.
Use and effects
In his 1997 book
TiHKAL (
Tryptamines I Have Known and Loved), Alexander Shulgin reported neither the dose range nor the duration of the drug.
However, individual experiments employed 25 to 50mg orally and 70mg smoked.
Pyr-T produced effects including
malaise, feeling sick, unpleasantness,
salivation,
muscle pain and
,
dizziness,
feeling high, and uncomfortableness.
effects, for instance visuals, were either absent or minor.
Interactions
Pharmacology
Pharmacodynamics
Pyr-T has been found to show affinity for serotonin receptors, including the
serotonin 5-HT
1A, 5-HT
2A and 5-HT
2C receptors.
Its affinities () for these receptors were 30nM for the serotonin 5-HT
1A receptor, 110nM for the 5-HT
2A receptor, and 750nM for the serotonin 5-HT
2B receptor.
The affinities of pyr-T for the serotonin 5-HT
2A and 5-HT
2B receptors were similar to but slightly lower than those of dimethyltryptamine (DMT), whereas its affinity for the serotonin 5-HT
1A receptor was 5.7-fold higher than that of DMT and was intermediate between those of DMT and 5-MeO-DMT.
The serotonin 5-HT
1A to 5-HT
2A receptor affinity ratios in the study were about 0.27 for pyr-T, 0.5 for 5-MeO-DMT, 1.4 for
bufotenin, 2.3 for DMT, and 32 for
psilocin.
Pyr-T has been found to produce behavioral changes in animal tests. It was described as being as potent as diethyltryptamine (DET) in rodents, cats, and primates, but that it also had a poor margin of activity relative to toxicity and was unlikely to be tested in humans. It has been found to produce hypolocomotion in rodents. Conversely, pyr-T (3mg/kg) failed to acutely produce the head-twitch response, a behavioral proxy of psychedelic drug effects, in rodents.
Chemistry
Pyr-T is a pyrrolidinylethylindole and a substituted tryptamine in which the
amine moiety has been replaced with a
pyrrolidine ring. It can be thought of as a
cyclic compound derivative of diethyltryptamine (DET) in which the
N,
N-
have been connected to form the pyrrolidine ring present in pyr-T.
Analogues
Derivatives of pyr-T include 4-HO-pyr-T, 5-MeO-pyr-T, and 4-F-5-MeO-pyr-T. Analogues of pyr-T include
pip-tryptamine, 10,11-secoergoline (α,
N-Pip-T), MPMI, and SN-22, among others.
History
Pyr-T was first characterized by Mitzal by 1962.
Animal
toxicity testing was later performed by Hunt and Brimblecombe by 1967.
The effects of pyr-T in humans were described by Alexander Shulgin in his book
TiHKAL in 1997.
See also
-
Pyrrolidinylethylindole
-
Cyclized tryptamine
External links