62500-90-7

Usage

Psychoactive substance

2-(6-methyl-1H-indol-3-yl)ethanamine is a psychoactive substance, meaning it can alter an individual's mental state.

Stimulant and hallucinogenic properties

It has both stimulant and hallucinogenic properties, which means it can increase energy and alertness while also causing hallucinations.

Substituted phenethylamine

It is classified as a substituted phenethylamine, which is a type of chemical compound that has a phenethylamine structure with one or more hydrogen atoms replaced by other groups.

Structurally related to amphetamine

It is structurally related to the psychedelic drug amphetamine, which means it has a similar chemical structure.

Serotonin and norepinephrine reuptake inhibitor

2-(6-methyl-1H-indol-3-yl)ethanamine acts as a serotonin and norepinephrine reuptake inhibitor, which means it can increase the levels of these neurotransmitters in the brain.

Recreational use

It is often used recreationally for its hallucinogenic effects, which can include visual and auditory distortions, altered perception of time, and spiritual experiences.

Adverse effects

The use of 2-(6-methyl-1H-indol-3-yl)ethanamine can lead to adverse effects such as increased heart rate, hypertension, and agitation.

Illegal and controlled substance

Due to its potential for abuse and harm, 2-(6-methyl-1H-indol-3-yl)ethanamine is illegal in many countries and is listed as a controlled substance.

Upstream product

• 500777-89-9 2-(6-methyl-1H-indol-3-yl)acetonitrile 
• 4771-49-7 6-methyl-1H-indole-3-carboxaldehyde 
• 3420-02-8 6-methylindole 
• 887576-44-5 C₁₁H₁₀N₂O₂ 

Downstream Products

• 36547-78-1 ent-17β-methoxy-12-methyl-18α-(3,4,5-trimethoxy-benzoyloxy)-15β-yohimban-16α-carboxylic acid methyl ester 

Relevant academic research and scientific papers

Asymmetric dearomatization of indoles through a Michael/Friedel-Crafts-Type cascade to construct polycyclic spiroindolines

A highly efficient asymmetric dearomatization of indoles was realized through a cascade reaction between 2-isocyanoethylindole and alkylidene malonates catalyzed by a chiral N,N-dioxide/MgII catalyst. Fused polycyclic indolines containing three stereocenters were afforded in good yields with excellent diastereo- and enantioselectivities through a Michael/Friedel-Crafts/Mannich cascade. When 2-substituted 2-isocyanoethylindoles were used, spiroindoline derivatives were obtained through a Michael/Friedel-Crafts reaction.

Alpha-ethyltryptamines as dual dopamine-serotonin releasers

The dopamine (DA), serotonin (5-HT), and norepinephrine (NE) transporter releasing activity and serotonin-2A (5-HT2A) receptor agonist activity of a series of substituted tryptamines are reported. Three compounds, 7b, (+)-7d and 7f, were found to be potent dual DA/5-HT releasers and were >10-fold less potent as NE releasers. Additionally, these compounds had different activity profiles at the 5-HT2Areceptor. The unique combination of dual DA/5-HT releasing activity and 5-HT2Areceptor activity suggests that these compounds could represent a new class of neurotransmitter releasers with therapeutic potential.

INTERMEDIATES TO TETRAHYDRO-BETA-CARBOLINES

3-Ethanamine and 3-ethanamine related compounds are provided that are useful intermediates and have beneficial central nervous system activity.

METHOD FOR TREATING 5HT2B RECEPTOR RELATED CONDITIONS

The present invention provides methods for binding a 5-HT 2B receptor in mammals using a both known and novel compounds. Further, the invention provides a method for treating or preventing 5-HT 2B related conditions. Finally, the invention provides an article of manufacture.

SEROTONERBIC TETRAHYDROPYRIDOINDOLES

This invention provides novel, optionally substituted tetrahydropyridoindoles which are useful serotonergic agents for the treatment of central nervous system disorders.

Tetrahydro-β-carbolines

The present invention provides tetrahydro-betacarboline compounds having useful central nervous system activity.

Vasodilating octahydro-1,12-methano-oxymethano[2,3-a]-indoloquinolizines

Pentacyclic derivatives of the general formula STR1 wherein R, R1, R2 and R3 are defined hereinbelow are useful as cerebral protectors and vasodilators.