66521-34-4

Usage

Molecular Structure

Indole ring
Benzyl ether group
Dimethylamide functional group
Ketone functional group

Potential Therapeutic Properties

Used in medicinal chemistry and pharmaceutical research
Potential inhibitor or modulator of biological processes

Applications

Medicinal chemistry
Pharmaceutical research

Ongoing Research

Further exploration of specific uses and applications
Investigation into its therapeutic potential in various medical contexts

Upstream product

• 22424-61-9 2-[5-(benzyloxy)-1H-indol-3-yl]-2-oxoacetyl chloride 
• 124-40-3 dimethyl amine 
• 506-59-2 N,N-dimethylammonium chloride 
• 79-37-8 oxalyl dichloride 
• 1215-59-4 5-benzyloxy-1H-indole 

Downstream Products

• 25390-67-4 5-Benzyloxy DMT 
• 112626-00-3 [2-(5-benzyloxy-indol-3-yl)-ethyl]-trimethyl-ammonium; iodide 
• 5787-02-0 5-hydroxy-N,N-dimethyltryptamine iodomethylate 
• 487-93-4 bufotenin 

Relevant academic research and scientific papers

Synthesis method of bufotenin and quaternary ammonium salt thereof and application in preparation of analgesic and anti-inflammatory drugs

The invention relates to a synthesis method of bufotenin and quaternary ammonium salt thereof. The method has the characteristics of simple steps, safe and convenient operation, high reaction efficiency, easy purification and separation, mild conditions a

Synthesis of a deuterium-labelled standard of bufotenine (5-HO-DMT)

The Batcho-Leimgruber strategy was employed to synthesize 3-(2-dimethylamino-[2H4]-ethyl)-1H-indol-5-ol (bufotenine, 5-HO-DMT) (8) from commercial 3-methyl-4-nitro-phenol (1), benzyl bromide and N,N-dimethylformamide-dimethylacetal. Compound 4 was synthesized from compound 3 using the Batcho-Leimgruber strategy in the presence of Raney nickel and hydrazine hydrate. Compound 4 was treated with oxalyl chloride, dimethylamine and lithium aluminum [2H4]-hydride to yield [2-(5-benzyloxy-1H-indol-3-yl)-[2H4]-ethyl] -dimethyl-amine (7). The benzyl ether in compound 7 was cleaved by hydrogenolysis to give bufotenine 8. Copyright

Indole and indoline derivatives as 5-HT6 selective ligands

Three classes of indole and indoline derivatives are disclosed as ligands selective for the 5-HT6receptors, and hence of value in the treatment or prevention of CNS disorders, including Alzheimer's disease, Parkinson's disease, schizophrenia, depression and anxiety. A particular class, 1-substituted-4-(ω-N,N-dialkyl-aminoalkyl)indoles, are claimed as novel compounds.

Mass spectra of some specifically deuterated tryptamines.

The mass spectra of the four tryptamine derivatives, N-acetyl-5-methoxytryptamine (melatonin), N-acetyl-5-hydroxytryptamine (N-acetyl-serotonin), N,N-dimethyl-5-hydroxtryptamine (bufotenine) and N,N-dimethyl-5-methoxytryptamine (O-methylbufotenine), with specifically labeled [D4] aminoethyl sidechains have been measured. Comparison of these spectra with those of the unlabeled compounds enable the major fragmentations of the compounds to be defined.