Exploring NMT. To explore a different substance…

Names:
NMT · N-Methyltryptamine · 3-[2-(Methylamino)ethyl]indole · Indole, 3-[2-(methylamino)ethyl] · Tryptamine, N-methyl
IUPAC name:
2-(1H-Indol-3-yl)-N-methylethan-1-amine
ID: 5050 · Formula: C11H14N2 · Molecular weight: 174.242
InChI: InChI=1S/C11H14N2/c1-12-7-6-9-8-13-11-5-3-2-4-10(9)11/h2-5,8,12-13H,6-7H2,1H3

McIlhenny, EH; Riba, J; Barbanoj, MJ; Strassman, R; Barker, SA. Methodology for and the determination of the major constituents and metabolites of the Amazonian botanical medicine ayahuasca in human urine. Biomed. Chromatogr., 1 Sep 2011, 25 (9), 970–984. 1030 kB. http://dx.doi.org/10.1002/bmc.1551

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

McKenna, DJ. Monoamine odixase inhibitors in Amazonian hallucinogenic plants: Ethnobotanical, phytochemical, and pharmacological investigations. Ph. D. Thesis, University of British Columbia, BC, Canada, 26 Apr 1984. 12211 kB.

Jensen, N. Tryptamines as ligands and modulators of the serotonin 5-HT2A receptor and the isolation of aeruginascin from the hallucinogenic mushroom Inocybe aeruginascens. Ph. D. Thesis, Georg-August-Universität zu Göttingen, Göttingen, Germany, 4 Nov 2004. 2268 kB. Referent: Prof. Dr. H. Laatsch; Korreferent: Prof. D. E. Nichols.

Meyers-Riggs, B. Grid biosynthesis of psilocybin. countyourculture, countyourculture: rational exploration of the underground, 5 Dec 2011.

Fontanilla, D; Johannessen, M; Hajipour, AR; Cozzi, NV; Jackson, MB; Ruoho, AE. The hallucinogen N,N-dimethyltryptamine (DMT) is an endogenous sigma-1 receptor regulator. Science, 13 Feb 2009, 323 (5916):,934–937. 529 kB. http://dx.doi.org/10.1126/science.1166127

Khalil, EM; De Angelis, J; Cole, PA. Indoleamine analogs as probes of the substrate selectivity and catalytic mechanism of serotonin N-acetyltransferase. J. Biol. Chem., 13 Nov 1998, 273 (46), 30321–30327. 247 kB. http://dx.doi.org/10.1074/jbc.273.46.30321

McIlhenny, EH; Pipkin, KE; Standish, LJ; Wechkin, HA; Strassman, R; Barker, SA. Direct analysis of psychoactive tryptamine and harmala alkaloids in the Amazonian botanical medicine ayahuasca by liquid chromatography–electrospray ionization-tandem mass spectrometry. J. Chromatogr. A, 18 Dec 2009, 1216 (51), 8960–8968. 450 kB. http://dx.doi.org/10.1016/j.chroma.2009.10.088

Peroutka, SJ; McCarthy, BG; Guan, X. 5-Benzyloxytryptamine: a relatively selective 5-hydroxytryptamine1D/1B agent. Life Sci., 1 Jan 1991, 49 (6), 409–418. 556 kB. http://dx.doi.org/10.1016/0024-3205(91)90582-V

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, 24 May 2014. 298 kB. http://dx.doi.org/10.1007/s00213-014-3557-7

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

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

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

Barker, SA; Borjigin, J; Lomnicka, I; Strassman, R. LCMS/MS analysis of the endogenous dimethyltryptamine hallucinogens, their precursors, and major metabolites in rat pineal gland microdialysate. Biomed. Chromatogr., 2013. 929 kB. http://dx.doi.org/10.1002/bmc.2981

Barker, SA; McIlhenny, EH; Strassman, R. A critical review of reports of endogenous psychedelic N,N-dimethyltryptamines in humans: 1955–2010. Drug Test. Analysis, 2012. 270 kB. http://dx.doi.org/10.1002/dta.422

DBT
DET
DIPT
DMT
DPT
EIPT
MBT
MIPT
NET
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
5651
5652
5653
5654
DAT
DHT
HOT-T
α,N-DMT
Abrine
2-HO-NMT
Baeocystin
4-HO-NMT
4-MeO-NMT
5-MeO-NMT
5-HO-NMT · Norbufotenine
5860
5891
5867
5866
5865
5864
5863
5862
5861
5859
7-MeO-NMT
pyr-T
pip-T
mor-T
5073
5074
Gramine
dmpyrrol-T
mepipaz-T
N-Methylhomotryptamine
Homotryptamine
AMT · α-MT
5-Me-T
7-Me-T
Homotryptamine
DBT
DET
DIPT
DMT
DPT
EIPT
MBT
MIPT
NET
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
5651
5652
5653
5654
DAT
DHT
HOT-T
α,N-DMT
Abrine
2-HO-NMT
Baeocystin
4-HO-NMT
4-MeO-NMT
5-MeO-NMT
5-HO-NMT · Norbufotenine
5860
5891
5867
5866
5865
5864
5863
5862
5861
5859
7-MeO-NMT
pyr-T
pip-T
mor-T
5073
5074
Gramine
dmpyrrol-T
mepipaz-T
N-Methylhomotryptamine
Homotryptamine
AMT · α-MT
5-Me-T
7-Me-T
Homotryptamine
2 December 2016 · Creative Commons BY-NC-SA ·