61-50-7

Basic information

• Product Name: N,N-Dimethyltryptamine
• Synonyms: N,N-DIMETHYLTRYPTAMINE METHANOL*SOLUTION;1H-Indole-3-ethanamine, N,N-dimethyl-;2-(1H-Indol-3-yl)-N,N-dimethylethanamine;2-(3-Indolyl)ethyldimethylamine;2-(indol-3-yl)ethyldimethylamine;3-(2-(dimethylamino)ethyl)-indol;3-(2-Dimethylaminoethyl)indole;Dimethyltryptamine
• CAS NO: 61-50-7
• Molecular Formula: C₁₂H₁₆N₂
• Molecular Weight: 188.27
• EINECS: 200-508-4
• Product Categories: Pharmaceutical Intermediates;Amines;Heterocycles;Intermediates & Fine Chemicals;Neurochemicals;Pharmaceuticals;Isotope Labelled Compounds
• Mol File: 61-50-7.mol
• Article Data: 36

Chemical Properties

• Melting Point: 42-44°C
• Boiling Point: bp 60-80°
• Flash Point: 9℃
• Appearance: white to beige/
• Density: 1.0580 (rough estimate)
• Vapor Pressure: 0.000149mmHg at 25°C
• Refractive Index: 1.5430 (estimate)
• Storage Temp.: Store at -20°C
• Solubility: DMSO: soluble15mg/mL, clear
• PKA: 8.68 (ethanol-water)
• CAS DataBase Reference: N,N-Dimethyltryptamine(CAS DataBase Reference)
• NIST Chemistry Reference: N,N-Dimethyltryptamine(61-50-7)
• EPA Substance Registry System: N,N-Dimethyltryptamine(61-50-7)

Safety Data

• RIDADR: 1544
• WGK Germany: 3
• HazardClass: 6.1(b)
• PackingGroup: III
• Hazardous Substances Data: 61-50-7(Hazardous Substances Data)

Usage

Chemical Properties

Tan Solid

Uses

Different sources of media describe the Uses of 61-50-7 differently. You can refer to the following data:
1. It is an endogenous Sigma-1 receptor regulator.
2. A labelled endogenous Sigma-1 receptor regulator.

Definition

ChEBI: A tryptamine derivative having two N-methyl substituents on the side-chain.

General Description

Dimethyltryptamine is a very weak hallucinogen, activeonly by inhalation or injection, with a short duration of action.It possesses pronounced sympathomimetic (NE) sideeffects.

Biological Activity

Endogenous σ 1 receptor ligand and psychoactive plant compound (K i = 14.8 μ M). Binding to σ 1 inhibits voltage-gated Na + channels and is responsible for the behavioral effects of DMT. Also a 5-HT 2A receptor agonist and inhibitor of 5-HT uptake at plasma membrane serotonin transporters (SERT) (K i = 4.0 μ M).

InChI:InChI=1/C12H16N2/c1-14(2)8-7-10-9-13-12-6-4-3-5-11(10)12/h3-6,9,13H,7-8H2,1-2H3

Upstream product

• 91566-04-0 2-(1H-indol-3-yl)-N,N-dimethylacetamide 
• 29095-44-1 2-(1H-indol-3-yl)-N,N-dimethyl-2-oxoacetamide 
• 19718-92-4 4-(N,N-dimethylamino)butyraldehyde dimethyl acetal 
• 59-88-1 phenylhydrazine hydrochloride 
• 199658-93-0 2-(5-bromo-1H-indol-3-yl)-N,N-dimethyl-2-oxoacetamide 
• 2155-94-4 N,N-dimethyl-2-propen-1-amine 
• 201230-82-2 carbon monoxide 
• 100-63-0 phenylhydrazine 
• 38662-17-8 2-(dihydroindol-3-yl)-N,N-dimethylethylamine 
• 526-55-6 2-(3-indole)-ethanol 
• 120-72-9 indole 
• 108-01-0 2-(N,N-dimethylamino)ethanol 
• 67-56-1 methanol 
• 61-54-1 tryptamine 

Downstream Products

• 4560-13-8 dimethyl-[2-(2-phenyl-indol-3-yl)-ethyl]-amine 
• 145202-66-0 rizatriptan benzoate 
• 1012860-57-9 1-phenylthio-N,N-dimethyltryptamine 
• 481661-82-9 N,N-dimethyl-1-(2'-bromobenzoyl)tryptamine 
• 22120-32-7 2-(5-chloro-1H-indol-3-yl)-N, N-dimethylethanamine 
• 17274-65-6 5-bromo-3-[2-(N,N-dimethylamino)ethyl]-1H-indole 
• 4335-93-7 3-(dimethylaminoethyl)-1-methoxyindole 
• 1019-45-0 N,N-dimethyl-5-methoxytryptamine 
• 487-93-4 bufotenin 
• 639795-10-1 1-(2-bromophenylsulphonyl)-N,N-dimethyltryptamine 

Relevant articles and documents

ALKALOIDS FROM THE HALLUCINOGENIC PLANT VIROLA SEBIFERA

Key Word Index - Virola sebifera; Myristicaceae; hallucinogenic plant; alkaloids; N-methyl-N-acetyltryptamine; N-methyl-N-formyltryptamine; 2-methyl-1,2,3,4-tetrahydro-β-carboline; N,N-dimethyltryptamine; N,N-dimethyltryptamine-N-oxide; N-monomethyltryptamine. - Bark of Virola sebifera used in the preparation of hallucinogenic snuffs and drinks in Venezuela has yielded N-methyl-N-formyltryptamine and N-methyl-N-acetyltryptamine, which exist in two rotameric forms reflecting hindered rotation around the carbon-nitrogen bond of the amide function.They were detected by HPLC as well as NMR. 2-Methyl-1,2,3,4-tetrahydro-β-carboline, N,N-dimethyltryptamine, its oxide and N-monomethyltryptamine were also identified.

Successful bridging from a peptide to a non peptide antagonist at the human tachykinin NK-2 receptor

Non peptide products have been found to show nanomolar binding and functional affinities at the human tachykinin NK-2 receptor. The new antagonists do not possess stereogenic centers and their thermal behaviour in solution is featured by a peculiar set of conformational stereoisomers. A macroscopic viewpoint is preferentially adopted to rationalize the obtained results.

Ruthenium Pincer Complex Catalyzed Selective Synthesis of C-3 Alkylated Indoles and Bisindolylmethanes Directly from Indoles and Alcohols

Herein, we presented Ru-SNS complex that serves as a useful catalyst for C-3 alkylation of 1H-indoles with various aliphatic primary and secondary alcohols including cyclic alcohols as well as benzylic alcohols. The selective synthesis of bisindolylmethane derivatives is also achieved from the same set of indole and alcohol just by altering the reaction parameters. Furthermore, the sustainable synthesis of C-3 alkylated indoles directly from 2-(2-nitrophenyl)ethan-1-ol and alcohols catalysed by a Ru-complex via “borrowing hydrogen” strategy is reported. This protocol provides an atom-economical sustainable route to access structurally important compounds like arundine, vibrindole A and tryptamine based derivatives. (Figure presented.).

Indole derivatives and its application on the medicament

The invention provides indole derivatives or stereisomers, tautomers, nitrogen oxides, solvate, metabolic products, pharmaceutically acceptable salts or prodrugs thereof for treating the alzheimer disease. The invention further discloses a pharmaceutical composition containing the compounds and a method of using the compounds or the pharmaceutical composition thereof to treat the alzheimer disease.

Well-Defined Phosphine-Free Iron-Catalyzed N-Ethylation and N-Methylation of Amines with Ethanol and Methanol

An iron(0) complex bearing a cyclopentadienone ligand catalyzed N-methylation and N-ethylation of aryl and aliphatic amines with methanol or ethanol in mild and basic conditions through a hydrogen autotransfer borrowing process is reported. A broad range of aromatic and aliphatic amines underwent mono- or dimethylation in high yields. DFT calculations suggest molecular hydrogen acts not only as a reducing agent but also as an additive to displace thermodynamic equilibria.