Bufotenine
Bufotenine structure
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Common Name | Bufotenine | ||
|---|---|---|---|---|
| CAS Number | 487-93-4 | Molecular Weight | 204.26800 | |
| Density | 1.178g/cm3 | Boiling Point | 392.8ºC at 760 mmHg | |
| Molecular Formula | C12H16N2O | Melting Point | 62-64ºC | |
| MSDS | N/A | Flash Point | 191.3ºC | |
| Symbol |
GHS02, GHS07 |
Signal Word | Danger | |
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Psychedelic 5-methoxy-N,N-dimethyltryptamine: metabolism, pharmacokinetics, drug interactions, and pharmacological actions.
Curr. Drug Metab. 11(8) , 659-66, (2010) 5-methoxy-N,N-dimethyltryptamine (5-MeO-DMT) belongs to a group of naturally-occurring psychoactive indolealkylamine drugs. It acts as a nonselective serotonin (5-HT) agonist and causes many physiological and behavioral changes. 5-MeO-DMT is O-demethylated by... |
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Isolation of N,N-dimethyl and N-methylserotonin 5-O-β-glucosides from immature Zanthoxylum piperitum seeds.
Biosci. Biotechnol. Biochem. 74(9) , 1951-2, (2010) Two serotonin derivatives, N,N-dimethylserotonin 5-O-β-glucoside (1a) and N-methylserotonin 5-O-β-glucoside (1b) were isolated from immature seeds of Zanthoxylum piperitum. Their structures were determined by multi-step conversion reactions and spectroscopic ... |
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A critical review of reports of endogenous psychedelic N, N-dimethyltryptamines in humans: 1955-2010.
Drug Test. Anal. 4(7-8) , 617-35, (2012) Three indole alkaloids that possess differing degrees of psychotropic/psychedelic activity have been reported as endogenous substances in humans; N,N-dimethyltryptamine (DMT), 5-hydroxy-DMT (bufotenine, HDMT), and 5-methoxy-DMT (MDMT). We have undertaken a cr... |
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Treatment of toad venom poisoning with digoxin-specific Fab fragments.
Chest 110(5) , 1282-8, (1996) Toxicity from toad venom poisoning is similar to digoxin toxicity and carries a high mortality rate. We report on six previously healthy men who developed vomiting and bradycardia after ingesting a purported topical aphrodisiac. Each patient had positive appa... |
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Sudden death associated with intravenous injection of toad extract.
Forensic Sci. Int. 188(1-3) , e1-5, (2009) A 24-year-old male died suddenly following the intravenous injection of what was believed to be the ring-derivate amphetamine 'ecstasy' (MDMA). Toxicological analyses of the victim's blood and the injected material, however, failed to reveal MDMA, but showed ... |
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Aromatization of 1,6,7,7a-tetrahydro-2H-indol-2-ones by a novel process. Preparation of key-intermediate methyl 1-benzyl-5-methoxy-1H-indole-3-acetate and the syntheses of serotonin, melatonin, and bufotenin.
J. Org. Chem. 67 , 2252, (2002) Imine 7 of 1,4-cyclohexanedione mono-ethylene ketal 6 was reacted with maleic anhydride, affording the cyclized adduct 8. Methyl esterification of 8, accompanied by transacetalization, led to the dihydrooxindole derivative 10. Aromatization of 10 was then acc... |
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Identification of 5-hydroxy-tryptamine (bufotenine) in takini (Brosimumacutifolium Huber subsp. acutifolium C.C. Berg, Moraceae), a shamanic potion used in the Guiana Plateau.
J. Ethnopharmacol. 106(2) , 198-202, (2006) This paper is the first thorough analysis of takini, a hallucinogen used by the shamans of several peoples in Suriname, French Guiana, and the region east of the Para in Brazil. The drug is contained in the latex of the Brosimum acutifolium tree, and until no... |
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Pharmañopo-psychonautics: human intranasal, sublingual, intrarectal, pulmonary and oral pharmacology of bufotenine.
J. Psychoactive Drugs 33(3) , 273-81, (2001) Summarized are psychonautic bioassays (human self-experiments) of pharmañopo--crystalline bufotenine (5-HO-DMT; 5-hydroxy-N,N-dimethyltryptamine; dimethylserotonine), at times combined with harmaline or harmine-via intranasal, sublingual, intrarectal, pulmona... |
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Behavioral effects of α,α,β,β-tetradeutero-5-MeO-DMT in rats: comparison with 5-MeO-DMT administered in combination with a monoamine oxidase inhibitor.
Psychopharmacology 221(4) , 709-18, (2012) Ayahuasca is a psychoactive tea prepared from a combination of plants that contain a hallucinogenic tryptamine and monoamine oxidase inhibitors (MAOIs). Behavioral pattern monitor (BPM) experiments demonstrated that the combination of 5-methoxy-N,N-dimethyltr... |
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GC/MS comparison of the West Indian aphrodisiac "Love Stone" to the Chinese medication "chan su": bufotenine and related bufadienolides.
J. Forensic Sci. 41(6) , 1068-73, (1996) The death of a 23-year-old man resulting from digoxin-like toxicity and heart failure was attributed to ingestion of a West Indian aphrodisiac known as "Love Stone." GC/MS analyses identified bufotenine, a controlled substance under both US and New York State... |