37637-29-9

Basic information

• Product Name: N-methyl-2-(1-methyl-1H-indol-3-yl)ethanamine
• Synonyms: 1H-Indole-3-ethanamine, N,1-dimethyl-
• CAS NO: 37637-29-9
• Molecular Formula: C₁₂H₁₆N₂
• Molecular Weight: 188.2688
• Mol File: 37637-29-9.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 328.6°C at 760 mmHg
• Flash Point: 152.5°C
• Density: 1.03g/cm³
• Vapor Pressure: 0.000187mmHg at 25°C
• Refractive Index: 1.564
• PKA: 10.53±0.10(Predicted)
• CAS DataBase Reference: N-methyl-2-(1-methyl-1H-indol-3-yl)ethanamine(CAS DataBase Reference)
• NIST Chemistry Reference: N-methyl-2-(1-methyl-1H-indol-3-yl)ethanamine(37637-29-9)
• EPA Substance Registry System: N-methyl-2-(1-methyl-1H-indol-3-yl)ethanamine(37637-29-9)

Safety Data

• Hazardous Substances Data: 37637-29-9(Hazardous Substances Data)

Upstream product

• 103549-24-2 tert-butyl [2-(1H-indol-3-yl)ethyl]carbamate 
• 919787-22-7 tert-butyl [2-(1-methyl-1H-indol-3-yl)ethyl]carbamate 
• 61-54-1 tryptamine 
• 74-88-4 methyl iodide 
• 603-76-9 1-methylindole 
• 79-37-8 oxalyl dichloride 
• 74-89-5 methylamine 
• 264619-90-1 tert-butyl N-methyl-N-2-[(1H-indol-3-yl)-ethyl]carbamate 
• 1383168-19-1 N₁,N₁₀-dimethyl-N₁₀-Boc-tryptamine 
• 5956-86-5 tryptamine-2-carboxylic acid 
• 17952-82-8 1,2,3,4-tetrahydronorharman-1-one 
• 20785-90-4 2,9-dimethyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-1-one 

Downstream Products

• 676451-22-2 Na,Nb-dimethyl-Nb-carbobenzyloxytryptamine 
• 20785-90-4 2,9-dimethyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-1-one 
• 1516902-72-9 5-(4-bromobenzyloxy)-4-oxo-4H-chromene-2-carboxylic acid [2-(1-methyl-1H-indol-3-yl)ethyl]methylamide 
• 676451-27-7 (R)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid (R)-3-[2-(benzyloxycarbonyl-methyl-amino)-ethyl]-1-methyl-2-oxo-2,3-dihydro-1H-indol-3-yl ester 
• 676451-29-9 (R)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid (S)-3-[2-(benzyloxycarbonyl-methyl-amino)-ethyl]-1-methyl-2-oxo-2,3-dihydro-1H-indol-3-yl ester 
• 676451-44-8 [2-(3-hydroxy-1-methyl-2-oxo-2,3-dihydro-1H-indol-3-yl)-ethyl]-methyl-carbamic acid benzyl ester 
• 676451-42-6 [2-(3-hydroxy-1-methyl-2-oxo-2,3-dihydro-1H-indol-3-yl)-ethyl]-methyl-carbamic acid benzyl ester 
• 676451-25-5 [2-(3-hydroxy-1-methyl-2-oxo-2,3-dihydro-1H-indol-3-yl)-ethyl]-methyl-carbamic acid benzyl ester 
• 676451-24-4 methyl-[2-(1-methyl-2-oxo-2,3-dihydro-1H-indol-3-yl)-ethyl]-carbamic acid benzyl ester 

Relevant articles and documents

N-SUBSTITUTED INDOLES AND OTHER HETEROCYCLES FOR TREATING BRAIN DISORDERS

The present invention provides N-substituted indoles and other heterocycles and methods of using the compounds for treating brain disorders.

Identification of Psychoplastogenic N, N-Dimethylaminoisotryptamine (isoDMT) Analogues through Structure-Activity Relationship Studies

Ketamine, N,N-dimethyltryptamine (DMT), and other psychoplastogens possess enormous potential as neurotherapeutics due to their ability to potently promote neuronal growth. Here, we report the first-ever structure-Activity relationship study with the explicit goal of identifying novel psychoplastogens. We have discovered several key features of the psychoplastogenic pharmacophore and used this information to develop N,N-dimethylaminoisotryptamine (isoDMT) psychoplastogens that are easier to synthesize, have improved physicochemical properties, and possess reduced hallucinogenic potential as compared to their DMT counterparts.

Synthesis and evaluation of N1-alkylindole-3-ylalkylammonium compounds as nicotinic acetylcholine receptor ligands

In this study thirty-three novel indole derivatives were designed and synthesized based on the structure of deformylflustrabromine B (1), a metabolite isolated from the marine bryozoan Flustra foliacea L. The syntheses were carried out using standard methodologies and in good yields. The molecules were tested for their affinities for the α4β2*, α3β 4*, α7* and (α1)2β1γδ nicotinic acetylcholine receptor (nAChR) subtypes. Binding assays showed that, among these ligands, compound 7c exhibited the highest affinity with K i = 136.1, 93.9 and 862.4 nM for the α4β2*, α3β4*, and α7* nAChRs subtypes, respectively. These results indicated that the indole core might be a useful scaffold for the development of new potent and selective nAChR ligands.