94980-84-4

Basic information

• Product Name: 1H-INDOLE-4-ETHANAMINE, N-METHYL-
• Synonyms: 1H-INDOLE-4-ETHANAMINE, N-METHYL-;AKOS VGU3672;N-METHYL-1H-INDOLE-4-ETHANAMINE
• CAS NO: 94980-84-4
• Molecular Formula: C₁₁H₁₄N₂
• Molecular Weight: 0
• Mol File: 94980-84-4.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1H-INDOLE-4-ETHANAMINE, N-METHYL-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-INDOLE-4-ETHANAMINE, N-METHYL-(94980-84-4)
• EPA Substance Registry System: 1H-INDOLE-4-ETHANAMINE, N-METHYL-(94980-84-4)

Safety Data

• Hazardous Substances Data: 94980-84-4(Hazardous Substances Data)

Usage

Type

Chemical compound and trace amine neuromodulator

Occurrence

Naturally occurring in the brains of mammals and some recreational drugs

Psychoactivity

Produces psychedelic effects

Medical and therapeutic potential

Considered a candidate for medical and therapeutic applications

Role

Precursor to the neurotransmitter melatonin

Research

Studied for its potential role in regulating sleep and circadian rhythm, as well as a treatment for mood disorders and as an antidepressant.

Upstream product

• 16176-73-1 2-(1H-indol-4-yl)ethan-1-amine 
• 30933-66-5 4-(cyanomethyl)indole 

Relevant articles and documents

1,9-Alkano-Bridged 2,3,4,5-Tetrahydro-1H-3-benzazepines with Affinity for the α2-Adrenoceptor and the 5-HT1A Receptor

A number of 1,9-alkano-bridged 2,3,4,5-tetrahydro-1H-3-benzazepines were prepared and evaluated for 5-HT1A receptor and α2-adrenoceptor affinity by using radioligand receptor binding techniques.Several compounds displayed 5-HT1A receptor affinity comparable to, or greater than, the known 5-HT1A ligand buspirone.The highest affinity 5-HT1A receptor ligands were N-alkyl-, N-allyl-5-chloro-, and 5-methoxy-1,2,3,4,8,9,10,10a-octahydronaphthazapines (4c, 4m, 4n), which had pKi values of 7.9-8.1.The S enantiomer of 4c had a higher affinity for the 5-HT1A receptor than the corresponding R isomer (pKi of 8.2 for (S)-4c vs 7.7 for (R)-4c).These compounds had a relatively low affinity for the α2-adrenoceptor (pKi of 7 or less).On the other hand, the closely related 5-chloro-2-methyl-2,3,4,8,9,9a-hexahydro-1H-indenoazepine (3b) had high affinity for both the α2-adrenoceptor (pKi=8.1) and 5-HT1A receptor (pKi=7.6).These results indicate that the two receptors may share common recognition sites.