Bufotenine Chemical Properties

Melting point:

62-64°C

Boiling point:

bp0.1 320°

Density 

1.0565 (rough estimate)

refractive index 

1.6000 (estimate)

Flash point:

2℃

storage temp. 

Refrigerator, Under Inert Atmosphere

solubility 

Bufotenine is soluble in dilute acids and alkalis.

pka

10.11±0.40(Predicted)

EPA Substance Registry System

1H-Indol-5-ol, 3-[2-(dimethylamino)ethyl]- (487-93-4)

Safety Information

Hazard Codes 

F,Xn

Risk Statements 

11-20/21/22-36

Safety Statements 

16-36/37

RIDADR 

1544

WGK Germany 

2

HazardClass 

6.1(b)

PackingGroup 

III

DEA Controlled Substances

CSCN: 7433
CSA SCH: Schedule I
NARC: No

Bufotenine Usage And Synthesis

Chemical Properties

Bufotenine is an indole alkaloid obtained from the seeds and leaves of Piptadenia peregrine and P. macrocarpa. It has also been isolated from the skin glands of toads (Bufo species). The base is typically seen as white crystalline powder and the oxalate hydrate as a lavender to brown powder. The oxalate hydrate is slightly soluble in chloroform and can be separated from chloroform insoluble material for analysis.

History

Bufotenin was isolated from toad skin, and named by the Austrian chemist Handovsky at the University of Prague during World War I.The structure of bufotenine was confirmed in 1934 by Heinrich Wieland's laboratory in Munich, and the first reported synthesis of bufotenine was by Toshio Hoshino and Kenya Shimodaira in 1935.

Uses

Controlled substance (hallucinogen).
Bufotenine is a hallucinogenic serotonin analog found in frog and toad skins, mushrooms, plants and some mammals (especially in the brains, plasma, and urine of schizophrenics). It is a potent hallucinogen used in its natural state by several shaman sects and in some drug abuse situations in the United States and Australia. It causes schizophrenia and other psychotic symptoms.

Definition

ChEBI: Bufotenine is a tertiary amine that consists of N,N-dimethyltryptamine bearing an additional hydroxy substituent at position 5. It has a role as a hallucinogen and a coral metabolite. It is a tryptamine alkaloid and a tertiary amine. It derives from a N,N-dimethyltryptamine.

Bufotenine(487-93-4)Related Product Information

• IBOGAINE HYDROCHLORIDE--DEA*SCHEDULE I I TEM
• Alpertine
• Bufotenine
• oxypertine
• Bufotenine, O-methyl-
• Solypertine
• Cinobufagin
• Tryptamine
• 5-METHOXY-N,N-DIETHYLTRYPTAMINE(5-MEO-DET)
• BML-190
• BUFOTENINE MONOOXALATE*METHANOL SOLUTION
• spegatrine
• VOACANGINE
• SARPAGINE
• 5-METHOXY DMT OXALATE
• Milipertine
• BUFOTENINE, OXALATE SALT MONOHYDRATE
• 5-HTQ IODIDE