4335-93-7

Usage

Uses

Used in Spiritual and Recreational Applications:
1H-Indole-3-ethanamine,1-methoxy-N,Ndimethylis used as a psychedelic substance for spiritual exploration and recreational purposes. Its potent hallucinogenic effects are sought after by individuals seeking profound experiences or altered states of consciousness.
Used in Research:
In the scientific community, 1H-Indole-3-ethanamine,1-methoxy-N,Ndimethylis utilized in research settings to study the effects of psychedelic compounds on the human brain and their potential therapeutic applications.

Upstream product

• 186581-53-3 diazomethane 
• 161202-91-1 1-hydroxy-N,N-dimethyltryptamine 
• 67-56-1 methanol 
• 38662-17-8 2-(dihydroindol-3-yl)-N,N-dimethylethylamine 
• 87853-48-3 3-(2-N,N-dimethylaminoethyl)-1-methoxy-2-oxindole 
• 29095-44-1 2-(1H-indol-3-yl)-N,N-dimethyl-2-oxoacetamide 
• 120-72-9 indole 
• 61-50-7 N,N-dimethyltryptamine 

Relevant academic research and scientific papers

Lithiation of 1-alkoxyindole derivatives

Lithiation of 1-alkoxyindoles, 3-dimethylaminomethyl- and 3-dimethylaminoethyl-1-methoxyindole occurred regioselectively at the 2-position. The introduction of a sterically bulky group into the 2-position of 3-dimethylaminomethyl-1-methoxyindoles directed the lithiation to the 4-position.

The chemistry of indoles. CIII. Simple syntheses of serotonin, N-methylserotonin, bufotenine, 5-methoxy-N-methyltryptamine, bufobutanoic acid, N-(indol-3-yl)methyl-5-methoxy-N-methyltryptamine, and lespedamine based on 1-hydroxyindole chemistry

Application of regioselective nucleophilic substitution reactions of 1-hydroxytryptamines to novel and simple syntheses of serotonin (1a), N-methylserotonin (1b), bufotenine (1c), 5-methoxy-N-methyltryptamine (2a), bufobutanoic acid (3a), N-(indol-3-yl)methyl-5-methoxy-N-methyltryptamine (4), and lespedamine (5) are described. Effective syntheses of 5-benzyloxytryptamine and 1-methoxy-2-oxindoles are also reported.

SIMPLE SYNTHESES OF LESPEDAMINE AND 5-BROMO-N,N-DIMETHYLTRYPTAMINE BASED ON 1-HYDROXYINDOLE CHEMISTRY

Various types of 1-hydroxyindoles were prepared for the first time.Through methylation or acid catalyzed nucleophilic bromination of N,N-dimethyl-1-hydroxytryptamine, simple syntheses of lespedamine and 5-bromo-N,N-dimethyltryptamine were achieved, respectively.

A SHORT STEP SYNTHESIS OF LESPEDAMINE

A convenient synthetic method for 1-hydroxy-, 1-methoxy-, and 1-acetoxy-2-oxindole was disclosed starting from methyl 2-nitrophenylacetate.A five-step synthesis of lespedamine was achieved utilizing this method.