5-MeO-DMT

Structural formula
General
Surname	5-MeO-DMT
other names	3- (2-dimethylaminoethyl) -5-methoxyindole; 3- [2- (dimethylamino) ethyl] -5-methoxyindole; 5-MeO-DMT; 5-methoxy DMT; 5-OMe-DMT; O-methylbufotenine;
Molecular formula	C 13 H 18 N 2 O
Brief description	whitish solid
External identifiers / databases
EC number	213-813-2
ECHA InfoCard	100.012.558
PubChem	1832
ChemSpider	1766
DrugBank	DB14010
Wikidata	Q570757
properties
Molar mass	218.29 g mol −1
Physical state	firmly
Melting point	69-70 ° C
safety instructions
GHS labeling of hazardous substances Caution
H and P phrases	H: 332
	P: no P-phrases
Toxicological data	115 mg kg −1 ( LD 50 , mouse , ip )
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

5-Methoxy- N , N -dimethyltryptamine (5-MeO-DMT) is a chemical compound from the tryptamine group . It acts as a non-selective serotonin receptor agonist ( 5-HT ₂ receptors ) and as a psychedelic hallucinogen .

Occurrence

Bufo alvarius

5-MeO-DMT occurs naturally in the seeds and bark of Anadenanthera peregrina (Yopo). The real toad Bufo alvarius also secretes 5-MeO-DMT in large quantities. Several studies found 5-MeO-DMT in human blood, urine and cerebrospinal fluid . Whether this was of endogenous origin or z. B. was ingested through food, could not be conclusively clarified.

Legal status

In the Federal Republic of Germany, 5-MeO-DMT is a non-marketable narcotic due to its listing in Appendix I of the BtMG .

literature

HW Shen, XL Jiang, JC Winter, AM Yu: Psychedelic 5-methoxy-N, N-dimethyltryptamine: metabolism, pharmacokinetics, drug interactions, and pharmacological actions. In: Current drug metabolism. Volume 11, Number 8, October 2010, pp. 659-666, PMID 20942780 , PMC 3028383 (free full text) (review).

Web links

isomerdesign.com: 5-MeO-DMT (English)

Individual evidence

↑ ^a ^b ^c ^d ^e ^f data sheet 5-methoxy-N, N-dimethyltryptamine from Sigma-Aldrich , accessed on May 25, 2017 ( PDF ).
↑ Constantino M. Torres, David B. Repke: Anadenanthera Visionary Plant of Ancient South America . Routledge, 2014, ISBN 978-1-317-95517-7 , pp. 108 ( limited preview in Google Book search).
↑ Andrew T. Weil, Wade Davis: Bufo alvarius: a potent hallucinogen of animal origin. In: Journal of Ethnopharmacology. 41, 1994, p. 1, doi : 10.1016 / 0378-8741 (94) 90051-5 .
^ ^A ^b Steven A. Barker, Ethan H. McIlhenny, Rick Strassman: A critical review of reports of endogenous psychedelic N, N-dimethyltryptamines in humans: 1955-2010. In: Drug Testing and Analysis. 4, 2012, p. 617, doi : 10.1002 / dta.422 .
↑ JR Smythies, RD Morin, GB Brown: Identification of dimethyltryptamine and O-methylbufotenin in human cerebrospinal fluid by combined gas chromatography / mass spectrometry. In: Biological psychiatry. Volume 14, Number 3, June 1979, pp. 549-556, PMID 289421 .

[Sigma-1] ↑ ^a ^b ^c ^d ^e ^f data sheet 5-methoxy-N, N-dimethyltryptamine from Sigma-Aldrich , accessed on May 25, 2017 ( PDF ).

[Constantino_M._Torres,_David_B._Repke-2] Constantino M. Torres, David B. Repke: Anadenanthera Visionary Plant of Ancient South America . Routledge, 2014, ISBN 978-1-317-95517-7 , pp. 108 ( limited preview in Google Book search).

[DOI10.1016/0378-8741(94)90051-5-3] Andrew T. Weil, Wade Davis: Bufo alvarius: a potent hallucinogen of animal origin. In: Journal of Ethnopharmacology. 41, 1994, p. 1, doi : 10.1016 / 0378-8741 (94) 90051-5 .

[DOI10.1002/dta.422-4] A ^b Steven A. Barker, Ethan H. McIlhenny, Rick Strassman: A critical review of reports of endogenous psychedelic N, N-dimethyltryptamines in humans: 1955-2010. In: Drug Testing and Analysis. 4, 2012, p. 617, doi : 10.1002 / dta.422 .

[PMID289421-5] JR Smythies, RD Morin, GB Brown: Identification of dimethyltryptamine and O-methylbufotenin in human cerebrospinal fluid by combined gas chromatography / mass spectrometry. In: Biological psychiatry. Volume 14, Number 3, June 1979, pp. 549-556, PMID 289421 .