Bufotenine

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Names

[ CAS No. ]:
487-93-4

[ Name ]:
Bufotenine

[Synonym ]:
Bufotenin
Cohoba
Mapine
Mappine
Mappin
Bufotenine
N,N-Dimethylserotonin
EINECS 207-667-9
3-[2-(dimethylamino)ethyl]-1H-indol-5-ol
Dimethylserotonin
5-hydroxy-N,N-dimethyltryptamine
N,N-Dimethyl-5-hydroxytryptamine

Chemical & Physical Properties

[ Density]:
1.178g/cm3

[ Boiling Point ]:
392.8ºC at 760 mmHg

[ Melting Point ]:
62-64ºC

[ Molecular Formula ]:
C₁₂H₁₆N₂O

[ Molecular Weight ]:
204.26800

[ Flash Point ]:
191.3ºC

[ Exact Mass ]:
204.12600

[ PSA ]:
39.26000

[ LogP ]:
1.97760

[ Vapour Pressure ]:
9.89E-07mmHg at 25°C

[ Index of Refraction ]:
1.646

[ Storage condition ]:
Refrigerator, Under Inert Atmosphere

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: NM2800000

CHEMICAL NAME :: Indol-5-ol, 3-(2-(dimethylamino)ethyl)-

CAS REGISTRY NUMBER :: 487-93-4

BEILSTEIN REFERENCE NO. :: 0160628

LAST UPDATED :: 199612

DATA ITEMS CITED :: 4

MOLECULAR FORMULA :: C12-H16-N2-O

MOLECULAR WEIGHT :: 204.30

WISWESSER LINE NOTATION :: T56 BMJ D2N1&1 GQ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Human

DOSE/DURATION :: 57 ug/kg

TOXIC EFFECTS :: Peripheral Nerve and Sensation - sensory change involving peripheral nerve Lungs, Thorax, or Respiration - other changes Gastrointestinal - other changes

REFERENCE :: SCIEAS Science. (American Assoc. for the Advancement of Science, 1333 H St., NW, Washington, DC 20005) V.1- 1895- Volume(issue)/page/year: 123,886,1956

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 290 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: PSYPAG Psychopharmacologia (Berlin). (Berlin, Ger.) V.1-46, 1959-76. For publisher information, see PSCHDL. Volume(issue)/page/year: 16,385,1970

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 25 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: NYKZAU Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. (Nippon Yakuri Gakkai, c/o Kyoto Daigaku Igakubu Yakurigaku Kyoshitsu, Konoe-cho, Yoshida, Sakyo-ku, Kyoto 606, Japan) V.40- 1944- Volume(issue)/page/year: 64,144,1968

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Parenteral

SPECIES OBSERVED :: Amphibian - frog

DOSE/DURATION :: 2500 mg/kg

TOXIC EFFECTS :: Cardiac - other changes

REFERENCE :: AEXPBL Archiv fuer Experimentelle Pathologie und Pharmakologie. (Leipzig, Ger. Dem. Rep.) V.1-109, 1873-1925. For publisher information, see NSAPCC. Volume(issue)/page/year: 86,138,1920

Safety Information

[ Symbol ]:

GHS02, GHS07

[ Signal Word ]:
Danger

[ Hazard Statements ]:
H225-H302 + H312 + H332-H319

[ Precautionary Statements ]:
P210-P280-P305 + P351 + P338

[ Hazard Codes ]:
F,Xn

[ Risk Phrases ]:
11-20/21/22-36

[ Safety Phrases ]:
16-36/37

[ RIDADR ]:
UN 1544

[ Packaging Group ]:
III

[ Hazard Class ]:
6.1(b)

[ HS Code ]:
2933990090

Precursor & DownStream

Precursor

5-Methoxydimethyltryptamine
Di-tert-butyl dicarbonate
N-tert-Butyloxycarbonyl Serotonin
N,N-Dimethyl-5-(benzyloxy)-1H-indole-3-ethanamine
1-hydroxy-N,N-dimethyltryptamine
(2S,3R,4S,5S,6R)-2-((3-(2-(dimethylamino)ethyl)-1H-indol-5-yl)oxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol
N,N-dimethyl-2-oxo-2-(5-phenylmethoxy-1H-indol-3-yl)acetamide
Dimethyltryptamine
2-(indolin-3-yl)-N,N-dimethylethanamine

DownStream

Customs

[ HS Code ]: 2933990090

[ Summary ]:
2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Articles

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 physiolog...

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 deter...

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 (bufotenin...