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Pyr-T
Names
Preferred IUPAC name
3-[2-(Pyrrolidin-1-yl)ethyl]-1H -indole
Other names
N ,N -Tetramethylenetryptamine
Identifiers
ChemSpider
UNII
InChI=1S/C14H18N2/c1-2-6-14-13(5-1)12(11-15-14)7-10-16-8-3-4-9-16/h1-2,5-6,11,15H,3-4,7-10H2
Y Key: CVTZCBLFHNGYDQ-UHFFFAOYSA-N
Y InChI=1/C14H18N2/c1-2-6-14-13(5-1)12(11-15-14)7-10-16-8-3-4-9-16/h1-2,5-6,11,15H,3-4,7-10H2
Key: CVTZCBLFHNGYDQ-UHFFFAOYAE
c2c(c1ccccc1[nH]2)CCN3CCCC3
Properties
C 14 H 18 N 2
Molar mass
214.312 g·mol−1
Melting point
193 to 194 °C (379 to 381 °F; 466 to 467 K) (HCl salt.)
Boiling point
170 to 180 °C (338 to 356 °F; 443 to 453 K) (Freebase at 0.05mm/Hg.)
logP
2.74410
Vapor pressure
1.02x10−5 mmHg
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
Chemical compound
Pyr-T (N ,N -tetramethylenetryptamine ) is a lesser-known, possiblepsychedelic drug .Pyr-T was first characterized by S. Mitzal.[ 1] Toxicity testing was later performed by Hunt and Brimblecombe, and although a lethal dosage was found in rats, a value is not given.[ 2] In the bookTiHKAL (Tryptamines I Have Known and Loved ), neither the dosage nor the duration are reported.[ 3] [ 4]
Pyr-T produces few to no effects in humans, but some behavioral changes were observed in animal tests.[ 2] Very little data exists about the pharmacological properties, metabolism, and toxicity of pyr-T.
^ Mitzal, S. (1962). "N/A".Dissertationes Pharm .14 :305.
^a b Hunt, R. R.; Brimblecombe, R. W. (July 1967). "Synthesis and Biological Activity of Some Ring-Substituted Tryptamines".Journal of Medicinal Chemistry .10 (4): 646–648.doi :10.1021/jm00316a027 .PMID 4962512 .
^ Shulgin, Alexander; Shulgin, Ann (1997).TiHKAL, The Continuation (1st ed.). Berkeley, CA, USA: Transform Press. pp. 577–578.ISBN 0-9630096-9-9 .Retrieved7 April 2018 .
^ Krasowski MD, Ekins S. Using cheminformatics to predict cross reactivity of “designer drugs” to their currently available immunoassays.J Cheminform 6, 22 (2014).doi :10.1186/1758-2946-6-22
Tryptamines
1-Methylpsilocin
2-HO-NMT
2-Me-DET
2-Methyl-5-HT
2,N ,N -TMT
4,5-DHP-DMT
4-AcO-DALT
4-AcO-DET
4-AcO-DiPT
4-AcO-EPT
4-AcO-NMT
4-AcO-MALT
4-AcO-MET
4-AcO-DPT
4-AcO-MiPT
4-F-5-MeO-DMT
4-HO-5-MeO-DMT
4-HO-DALT
4-HO-DBT
4-HO-DET
4-HO-DiPT
4-HO-DPT
4-HO-DSBT
4-HO-EPT
4-HO-MALT
4-HO-MET
4-HO-McPT
4-HO-McPeT
4-HO-MiPT
4-HO-MPT
4-HO-MsBT
4-HO-NALT
4-HO-NMT
4-HO-PiPT
4-HO-pyr-T
4-MeO-DiPT
4-MeO-DMT
4-MeO-MiPT
4-PrO-DMT
4,5-MDO-DMT
4,5-MDO-DiPT
5-BT
5-Bromo-DMT
5-CT
5-Chloro-DMT
5-Ethoxy-DMT
5-Ethyl-DMT
5-Fluoro-DET
5-Fluoro-DMT
5-Fluoro-EPT
5-Fluoro-MET
5-HO-DiPT
5-HTP (oxitriptan)
5-MeO-2-TMT
5-MeO-34MPEMT
5-MeO-7,N ,N -TMT
5-MeO-DALT
5-MeO-DBT
5-MeO-DET
5-MeO-DiPT
5-MeO-DMT
5-MeO-DPT
5-MeO-EiPT
5-MeO-EPT
5-MeO-MALT
5-MeO-MET
5-MeO-MiPT
5-MeO-NMT
5-MeO-pyr-T
5-MeO-NBpBrT
5-MeO-T-NBOMe
5-MeS-DMT
5-Methoxytryptamine (5-MT; mexamine)
5-Methyl-DMT
5-Methyltryptamine
5-MT-NB3OMe
5-(Nonyloxy)tryptamine
5,6-MeO-MiPT
5,6-MDO-DiPT
5,6-MDO-DMT
5,6-MDO-MiPT
5,6-DHT
5,7-DHT
6-Fluoro-DMT
7-Methyl-DMT
Acetryptine (5-AT)
Aeruginascin (4-PO-TMT)
AGH-107
AGH-192
AH-494
ALiPT
Baeocystin (4-PO-NMT)
Benzotript (4-chlorobenzoyl-L -tryptophan)
Bufotenidine (5-HTQ)
Bufotenin (5-HO-DMT)
Convolutindole A
CP-132,484
DALT
DBT
Desformylflustrabromine
DET
DiPT
DMT
DPT
E-6801
E-6837
EiPT
EMDT
EPT
Ethocybin (4-PO-DET)
FGIN-127
FGIN-143
FT-104
HIOC
Idalopirdine
Indolylethylfentanyl
Indorenate
Iprocin (4-HO-DiPT)
Lespedamine
MET
Methylbutyltryptamine
Miprocin (4-HO-MiPT)
MiPT
MPT
Milipertine
MS-245
MSBT
N -Feruloylserotonin (moschamine)
NET
NMT
Norbaeocystin (4-PO-T)
NTBT
O-4310
Oxypertine
PiPT
Psilacetin (O -acetylpsilocin; 4-AcO-DMT)
Psilocin (4-HO-DMT)
Psilocybin (4-PO-DMT)
Pyr-T
RS134-49
Serotonin (5-HT)
Solypertine
ST-1936
Tryptamine
Tryptophan
Yuremamine
Z2876442907
N -Acetyltryptaminesα-Alkyltryptamines Triptans Cyclized tryptamines
Bay R 1531
Ciclindole
Cyclic 3-OHM
Ergolines andlysergamides (e.g.,LSD )
Flucindole
Harmala alkaloids andβ-carbolines (e.g.,6-MeO-THH ,9-Me-BC ,β-carboline (norharman) ,harmaline ,harmalol ,harmane ,harmine ,pinoline ,tetrahydroharmine ,tryptoline )
Iboga alkaloids and related (e.g.,DM-506 (ibogaminalog) ,ibogaine ,ibogamine ,noribogaine ,tabernanthalog ,tabernanthine )
Metralindole
NDTDI
PHA-57378
PNU-22394
PNU-181731
RU-28306
Yohimbans (e.g.,yohimbine ,rauwolscine ,spegatrine ,corynanthine ,ajmalicine ,reserpine ,deserpidine ,rescinnamine )
Related compounds