Dimetiltriptamin

Dimetiltriptamin
(IUPAC) ime
	2-(1H-indol-3-yl)-N,N-dimethylethanamine
Klinički podaci
Identifikatori
CAS broj	61-50-7
ATC kod	nije dodeljen
PubChem	6089
ChemSpider	5864
KEGG	C08302
ChEMBL	CHEMBL12420
Hemijski podaci
Formula	C12H16N2
Mol. masa	188.269 g/mol
SMILES	eMolekuli & PubHem
InChI
	InChI=1S/C12H16N2/c1-14(2)8-7-10-9-13-12-6-4-3-5-11(10)12/h3-6,9,13H,7-8H2,1-2H3 ; Key: DMULVCHRPCFFGV-UHFFFAOYSA-N
Fizički podaci
Gustina	1.099 g/ml g/cm³
Tačka topljenja	40–59 °C (104–138 °F)
Tačka ključanja	160 °C (320 °F) @ 0.6 Tor, kao i 80 - 135 °C @ 0.03 Tor
Farmakoinformacioni podaci
Trudnoća	?
Pravni status	Zabranjena supstanca (S9) (AU) Schedule III (CA) CD Lic (UK) Schedule I (SAD)
Način primene	Oralno (sa MAOI), insuflacijom, rektalno, putem dima (ili pare), IM, IV

N,N-Dimetiltriptamin (DMT) je prirodno psihodelično jedinjenje iz triptaminske familije. DMT je nađen ne samo u više biljaka,^[8] nego i u tragovima kod ljudi i drugih sisara, gde je originalno izveden iz esencijalne aminokiseline triptofana. Njega proizvodi enzim INMT tokom normalnog metabolizma.^[9] Njegova prirodna funkcija još uvek nije poznata. Strukturno, DMT je analogan sa neurotransmiterom serotoninom (5-HT), hormonom melatoninom, i drugim psihodeličnim triptaminima, kao što su 5-MeO-DMT, bufotenin, i psilocin (aktivni metabolit psilocibina).

DMT se koristi kao psihodelična droga u mnogim kulturama, urođeničkim i modernim, bilo kao ekstrakt ili u sintetičkom obliku.^[10] Kad se DMT udiše ili konzumira, u zavisnosti od doze, njegovi subjektivni efekti se kreću u opsegu od kratkotrajnih blagih psihedeličnih stanja do moćnih impresivnih iskustva, koja obuhvataju totalni gubitak veze sa realnošću, što može da bude izuzetno ekstremno.^[11] DMT je takođe primarna psihoaktivna materija u ajavaska, napitku Amazonskih indijanaca koji se koristi za proročke i medicinske svrhe. Farmakološki, ajavaska kombinuje DMT sa MAOI, enzimskim inhibitorom koji omogućava oralnu aktivnost DMT-a.^[12]

Literatura

↑ Li Q, Cheng T, Wang Y, Bryant SH (2010). „PubChem as a public resource for drug discovery.”. Drug Discov Today 15 (23-24): 1052-7. DOI:10.1016/j.drudis.2010.10.003. PMID 20970519. edit
↑ Evan E. Bolton, Yanli Wang, Paul A. Thiessen, Stephen H. Bryant (2008). „Chapter 12 PubChem: Integrated Platform of Small Molecules and Biological Activities”. Annual Reports in Computational Chemistry 4: 217-241. DOI:10.1016/S1574-1400(08)00012-1.
↑ Hettne KM, Williams AJ, van Mulligen EM, Kleinjans J, Tkachenko V, Kors JA. (2010). „Automatic vs. manual curation of a multi-source chemical dictionary: the impact on text mining”. J Cheminform 2 (1): 3. DOI:10.1186/1758-2946-2-3. PMID 20331846. edit
↑ Joanne Wixon, Douglas Kell (2000). „Website Review: The Kyoto Encyclopedia of Genes and Genomes — KEGG”. Yeast 17 (1): 48–55. DOI:10.1002/(SICI)1097-0061(200004)17:1<48::AID-YEA2>3.0.CO;2-H.
↑ Gaulton A, Bellis LJ, Bento AP, Chambers J, Davies M, Hersey A, Light Y, McGlinchey S, Michalovich D, Al-Lazikani B, Overington JP. (2012). „ChEMBL: a large-scale bioactivity database for drug discovery”. Nucleic Acids Res 40 (Database issue): D1100-7. DOI:10.1093/nar/gkr777. PMID 21948594. edit
↑ Häfelinger G., Nimtz M., Horstmann V., Benz T. (1999). „Untersuchungen zur Trifluoracetylierung der Methylderivate von Tryptamin und Serotonin mit verschiedenen Derivatisierungsreagentien: Synthesen, Spektroskopie sowie analytische Trennungen mittels Kapillar-GC” [Trifluoracetylation of methylated derivatives of tryptamine and serotonin by different reagents: synthesis, spectroscopic characterizations, and separations by capillary-gas-chromatography]. Zeitschrift für Naturforschung - Section B Journal of Chemical Sciences 54 (3): 397–414. ISBN 0932-0776.
↑ Corothie E, Nakano T, E. Corothie, T. Nakano (1969). „Constituents of the bark of Virola sebifera”. Planta Medica 17 (2): 184–188. DOI:10.1055/s-0028-1099844. PMID 5792479.
↑ Ott, Jonathan (1994). Ayahuasca Analogues: Pangæan Entheogens. Kennewick, WA: Natural Products. str. 81–83. ISBN 978-0961423452.
↑ Barker S.A., Monti J.A., Christian S.T. (1981). „N, N-dimethyltryptamine: an endogenous hallucinogen”. International Review of Neurobiology 22: 83–110. DOI:10.1016/S0074-7742(08)60291-3. PMID 6792104.
↑ Salak, Kira. „Hell and back”. National Geographic Adventure.
↑ „Erowid DMT (Dimethyltryptamine) Vault”. Pristupljeno 6. 5. 2011.
↑ McKenna D.J., Towers G.H.N., Abbott F. (April 1984). „Monoamine oxidase inhibitors in South American hallucinogenic plants: tryptamine and β-carboline constituents of ayahuasca” (PDF). Journal of Ethnopharmacology 10 (2): 195–223. DOI:10.1016/0378-8741(84)90003-5. PMID 6587171. ^{[mrtav link]}

Spoljašnje veze

	Portal Medicina
	Portal Hemija

[1] Li Q, Cheng T, Wang Y, Bryant SH (2010). „PubChem as a public resource for drug discovery.”. Drug Discov Today 15 (23-24): 1052-7. DOI:10.1016/j.drudis.2010.10.003. PMID 20970519. edit

[2] Evan E. Bolton, Yanli Wang, Paul A. Thiessen, Stephen H. Bryant (2008). „Chapter 12 PubChem: Integrated Platform of Small Molecules and Biological Activities”. Annual Reports in Computational Chemistry 4: 217-241. DOI:10.1016/S1574-1400(08)00012-1.

[3] Hettne KM, Williams AJ, van Mulligen EM, Kleinjans J, Tkachenko V, Kors JA. (2010). „Automatic vs. manual curation of a multi-source chemical dictionary: the impact on text mining”. J Cheminform 2 (1): 3. DOI:10.1186/1758-2946-2-3. PMID 20331846. edit

[4] Joanne Wixon, Douglas Kell (2000). „Website Review: The Kyoto Encyclopedia of Genes and Genomes — KEGG”. Yeast 17 (1): 48–55. DOI:10.1002/(SICI)1097-0061(200004)17:1<48::AID-YEA2>3.0.CO;2-H.

[5] Gaulton A, Bellis LJ, Bento AP, Chambers J, Davies M, Hersey A, Light Y, McGlinchey S, Michalovich D, Al-Lazikani B, Overington JP. (2012). „ChEMBL: a large-scale bioactivity database for drug discovery”. Nucleic Acids Res 40 (Database issue): D1100-7. DOI:10.1093/nar/gkr777. PMID 21948594. edit

[6] Häfelinger G., Nimtz M., Horstmann V., Benz T. (1999). „Untersuchungen zur Trifluoracetylierung der Methylderivate von Tryptamin und Serotonin mit verschiedenen Derivatisierungsreagentien: Synthesen, Spektroskopie sowie analytische Trennungen mittels Kapillar-GC” [Trifluoracetylation of methylated derivatives of tryptamine and serotonin by different reagents: synthesis, spectroscopic characterizations, and separations by capillary-gas-chromatography]. Zeitschrift für Naturforschung - Section B Journal of Chemical Sciences 54 (3): 397–414. ISBN 0932-0776.

[7] Corothie E, Nakano T, E. Corothie, T. Nakano (1969). „Constituents of the bark of Virola sebifera”. Planta Medica 17 (2): 184–188. DOI:10.1055/s-0028-1099844. PMID 5792479.

[ott1994-8] Ott, Jonathan (1994). Ayahuasca Analogues: Pangæan Entheogens. Kennewick, WA: Natural Products. str. 81–83. ISBN 978-0961423452.

[pmid6792104-9] Barker S.A., Monti J.A., Christian S.T. (1981). „N, N-dimethyltryptamine: an endogenous hallucinogen”. International Review of Neurobiology 22: 83–110. DOI:10.1016/S0074-7742(08)60291-3. PMID 6792104.

[Peru-10] Salak, Kira. „Hell and back”. National Geographic Adventure.

[DMT_Erowid-11] „Erowid DMT (Dimethyltryptamine) Vault”. Pristupljeno 6. 5. 2011.

[pmid6587171-12] McKenna D.J., Towers G.H.N., Abbott F. (April 1984). „Monoamine oxidase inhibitors in South American hallucinogenic plants: tryptamine and β-carboline constituents of ayahuasca” (PDF). Journal of Ethnopharmacology 10 (2): 195–223. DOI:10.1016/0378-8741(84)90003-5. PMID 6587171. ^{[mrtav link]}

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p r u Neurotransmiteri
Aminokiseline	Alanin • Aspartat • Cikloserin • DMG • GABA • Glutamat • Glicin • Hipotaurin • Kinurenska kiselina (Transtorin) • NAAG (Spaglumska kiselina) • NMG (Sarkozin) • Serin • Taurin • TMG (Betain)
Endokanabinoidi	2-AG • 2-AGE (Noladin etar) • AEA (Anandamid) • NADA • OAE (Virodhamin) • Oleamid
Gasotransmiteri	Ugljen-monoksid • Vodonik-sulfid • Azot-monoksid • Azotsuboksid
Monoamini	Dopamin • Epinefrin (Adrenalin) • Melatonin • NAS (Normelatonin) • Norepinefrin (Noradrenalin) • Serotonin (5-HT)
Purini	Adenozin • ADP • AMP • ATP
Trag amini	3-ITA • 5-MeO-DMT • Bufotenin • DMT • NMT • Oktopamin • Fenetilamin • Sinefrin • Tironamin • Triptamin • Tiramin
Drugi	1,4-BD • Acetilholin • GBL • GHB • Histamin
Vidi isto Neuropeptidi