Exploring DET. To explore a different substance…

Names:
DET · T-9 · 3-[2-(Diethylamino)ethyl]indole · Tryptamine, N,N-diethyl · Indole, 3-[2-(diethylamino)ethyl] · N,N-Diethyltryptamine
IUPAC name:
N,N-Diethyl-2-(1H-indol-3-yl)ethan-1-amine
ID: 5003 · Formula: C14H20N2 · Molecular weight: 216.322
InChI: InChI=1S/C14H20N2/c1-3-16(4-2)10-9-12-11-15-14-8-6-5-7-13(12)14/h5-8,11,15H,3-4,9-10H2,1-2H3

Marona-Lewicka, D; Nichols, DE. Further evidence that the delayed temporal dopaminergic effects of LSD are mediated by a mechanism different than the first temporal phase of action. Pharmacol. Biochem. Behav., 1 Jan 2007, 87 (4), 453–461. 266 kB. http://dx.doi.org/10.1016/j.pbb.2007.06.001

Brandt, SD; Freeman, S; Fleet, IA; McGagh, P; Alder, JF. Analytical chemistry of synthetic routes to psychoactive tryptamines. Part II. Characterisation of the Speeter and Anthony synthetic route to N,N-dialkylated tryptamines using GC-EI-ITMS, ESI-TQ-MS-MS and NMR. Analyst, 2005, 130 (3), 330–344. 403 kB. http://dx.doi.org/10.1039/b413014f

Gartz, J. Biotransformation of tryptamine derivatives in mycelia cultures of Psilocybe. J. Basic. Microbiol., 1989, 29 (6), 347–352. 357 kB. http://dx.doi.org/10.1002/jobm.3620290608

Kalir, A; Szara, S. Synthesis and pharmacological activity of alkylated tryptamines. J. Med. Chem., 1 May 1966, 9 (3), 341–344. 482 kB. http://dx.doi.org/10.1021/jm00321a017

Gornez-Jeria, JS; Morales-Lagos, D; Cassels, BK; Saavedra-Aguilar, JC. Electronic structure and serotonin receptor binding affinity of 7-substituted tryptamines QSAR of 7-substituted tryptamines. Quant. Struct.-Act. Relat., 1986, 5 (4), 153–157. 577 kB. http://dx.doi.org/10.1002/qsar.19860050404

Szára, S. The comparison of the psychotic effect of tryptamine derivatives with the effects of mescaline and LSD-25 in self-experiments. In Psychotropic Drugs [proceedings]; Garattini, S; Ghetti, V, Eds., Elsevier, 1957; pp 460–467. 480 kB.

McIlhenny, EH; Riba, J; Barbanoj, MJ; Strassman, R; Barker, SA. Methodology for determining major constituents of ayahuasca and their metabolites in blood. Biomed. Chromatogr., 1 Mar 2012, 26 (3), 301–313. 557 kB. http://dx.doi.org/10.1002/bmc.1657

Rodriguez-Cruz, SE. Analysis and characterization of designer tryptamines using electrospray ionization mass spectrometry (ESI-MS). Microgram J., 1 Jul 2005, 3 (3–4), 107–129. 1.6 MB.

Blough, BE; Landavazo, A; Decker, AM; Partilla, JS; Baumann, MH; Rothman, RB. Interaction of psychoactive tryptamines with biogenic amine transporters and serotonin receptor subtypes. Psychopharmacology, 1 Oct 2014, 231 (21), 4135-4144. 298 kB. http://dx.doi.org/10.1007/s00213-014-3557-7

Glennon, RA; Gessner, PK. Serotonin receptor binding affinities of tryptamine analogues. J. Med. Chem., 1 Jan 1979, 22 (4), pp 428–432. 731 kB. http://dx.doi.org/10.1021/jm00190a014

Brandt, SD; Freeman, S; Fleet, IA; Alder, JF. Analytical chemistry of synthetic routes to psychoactive tryptamines. Part III. Characterisation of the Speeter and Anthony route to N,N-dialkylated tryptamines using CI-IT-MS-MS. Analyst, 1 Jan 2005, 130 (9), 1258–1262. 250 kB. http://dx.doi.org/10.1039/b504001a

Brandt, SD; Tirunarayanapuram, SS; Freeman, S; Dempster, N; Barker, SA; Daley, PF; Cozzi, NV; Martins, CPB. Microwave-accelerated synthesis of psychoactive deuterated N,N-dialkylated-[α,α,β,β-d4]-tryptamines. J. Labelled Compd. Radiopharm., 1 Nov 2008, 51 (14), 423–429. 169 kB. http://dx.doi.org/10.1002/jlcr.1557

Szara, S; Hearst, E; Putney, F. Metabolism and behavioural action of psychotropic tryptamine homologues. Int. J. Neuropharmacol., 1 Nov 1962, 1 (1–3), 111–117. 1.1 MB. http://dx.doi.org/10.1016/0028-3908(62)90015-1

Bõszõrményi, Z; Dér, P. Observations on the psychotogenic effect of N,N diethyltryptamine, a new tryptamine derivative. Br. J. Psychiatry, 1 Jan 1959, 105 (438), 171–181. 1.4 MB. http://dx.doi.org/10.1192/bjp.105.438.171

Szara, S. DMT (N,N-dimethyltryptamine) and homologues: Clinical and pharmacological considerations. In Psychotomimetic Drugs; Efron, DH, Ed., Raven Press, New York, 1970; pp 275–286. 1.9 MB.

Halberstadt, AL; Geyer, MA. Multiple receptors contribute to the behavioral effects of indoleamine hallucinogens. Neuropharmacology, 1 Sep 2011, 61 (3) 364–381. 817 kB. http://dx.doi.org/10.1016/j.neuropharm.2011.01.017

Meyers-Riggs, B. N-Alkylated tryptamines. countyourculture, countyourculture: rational exploration of the underground, 10 Mar 2012.

Chen, B; Liu, J; Chen, W; Chen, H; Lin, C. A general approach to the screening and confirmation of tryptamines and phenethylamines by mass spectral fragmentation. Talanta, 15 Jan 2008, 74 (4), 512–517. 486 kB. http://dx.doi.org/10.1016/j.talanta.2007.06.012

Gessner, PK; Godse, DD; Krull, AH; McMullan, JM. Structure-activity relationships among 5-methoxy-N:N-dimethyltryptamine, 4-hydroxy-N:N-dimethyltryptamine (psilocin) and other substituted tryptamines. Life Sci., 1 Mar 1968, 7 (5), 267–277. 362 kB. http://dx.doi.org/10.1016/0024-3205(68)90200-2

Faillace, LA; Vourlekis, A; Szara, S. Clinical evaluation of some hallucinogenic tryptamine derivatives. J. Nerv. Ment. Dis., 1 Jan 1967, 145 (4), 306–313. 635 kB.

DBT
DIPT
DMT
DPT
EIPT
MBT
MIPT
NET
NMT
T
NIPT
N-HO-NMT
NCPT
PIPT
BIPT
MET
MPT
NPT
NBT
NIBT
NSBT
NTBT
NAT
NHT
DALT
5558
5559
N-Benzyltryptamine
5565
5566
DIBT
EPT
MIBT
MSBT
DSBT
N-Formyltryptamine
5601
5602
5603
5604
5605
5606
5607
5608
5609
5610
5611
5612
5613
5614
5615
5616
5617
5618
5619
5620
5621
5622
5623
5624
5625
5626
5627
5628
5629
5630
5631
5632
5633
5634
5635
5636
5637
5638
5639
5640
5641
5642
5643
5645
5646
5647
5648
5649
5650
tert-Butyl N-[2-(1H-indol-3-yl)ethyl]-N-methylglycinate
N2-[2-(1H-Indol-3-yl)ethyl]-N2-methylglycinamide
5653
5654
DAT
DHT
HOT-T
EDET
2-Me-DET
4-HO-DET
4-HO-DET phosphate ester · Ethocybin
4-MeO-DET
4-AcO-DET
4-F-DET
5-MeO-DET
5-EtO-DET
5-F-DET
5-Cam-DET
5-BnO-DET
5871
5870
5-iPrO-DET
5-PrO-DET
6-HO-DET
6-F-DET
6-Me-DMT
pyr-T
pip-T
mor-T
5073
5074
Gramine
dmpyrrol-T
mepipaz-T
N-Ethylhomotryptamine
Homotryptamine
MIPT
α-MIPT
MPT
NBT
NIBT
NSBT
NTBT
1-Pr-AMT
7-Pr-AMT
5-Et-DMT
7-Et-DMT
N-Isopropylhomotryptamine
DBT
DIPT
DMT
DPT
EIPT
MBT
MIPT
NET
NMT
T
NIPT
N-HO-NMT
NCPT
PIPT
BIPT
MET
MPT
NPT
NBT
NIBT
NSBT
NTBT
NAT
NHT
DALT
5558
5559
N-Benzyltryptamine
5565
5566
DIBT
EPT
MIBT
MSBT
DSBT
N-Formyltryptamine
5601
5602
5603
5604
5605
5606
5607
5608
5609
5610
5611
5612
5613
5614
5615
5616
5617
5618
5619
5620
5621
5622
5623
5624
5625
5626
5627
5628
5629
5630
5631
5632
5633
5634
5635
5636
5637
5638
5639
5640
5641
5642
5643
5645
5646
5647
5648
5649
5650
tert-Butyl N-[2-(1H-indol-3-yl)ethyl]-N-methylglycinate
N2-[2-(1H-Indol-3-yl)ethyl]-N2-methylglycinamide
5653
5654
DAT
DHT
HOT-T
EDET
2-Me-DET
4-HO-DET
4-HO-DET phosphate ester · Ethocybin
4-MeO-DET
4-AcO-DET
4-F-DET
5-MeO-DET
5-EtO-DET
5-F-DET
5-Cam-DET
5-BnO-DET
5871
5870
5-iPrO-DET
5-PrO-DET
6-HO-DET
6-F-DET
6-Me-DMT
pyr-T
pip-T
mor-T
5073
5074
Gramine
dmpyrrol-T
mepipaz-T
N-Ethylhomotryptamine
Homotryptamine
MIPT
α-MIPT
MPT
NBT
NIBT
NSBT
NTBT
1-Pr-AMT
7-Pr-AMT
5-Et-DMT
7-Et-DMT
N-Isopropylhomotryptamine
22 June 2017 · Creative Commons BY-NC-SA ·