1019-45-0

Basic information

• Product Name: N,N-Dimethyl-5-methoxytryptamine
• Synonyms: 3-(2-DIMETHYLAMINOETHYL)-5-METHOXYINDOLE;5-MEO-DMT;5-OME-DMT;5-METHOXY-DMT;5-METHOXY-N,N-DIMETHYLTRYPTAMINE;TIMTEC-BB SBB003367;N-[2-(5-METHOXY-1H-INDOL-3-YL)ETHYL]-N,N-DIMETHYLAMINE;N,N-DIMETHYL-5-METHOXYTRYPTAMINE
• CAS NO: 1019-45-0
• Molecular Formula: C₁₃H₁₈N₂O
• Molecular Weight: 218.29
• EINECS: 213-813-2
• Product Categories: Tryptamines;Research Chemical
• Mol File: 1019-45-0.mol
• Article Data: 18

Chemical Properties

• Melting Point: 69 °C
• Boiling Point: 358.99°C (rough estimate)
• Flash Point: 177.9 °C
• Appearance: off-white to slightly yellow crystalline powder
• Density: 1.0346 (rough estimate)
• Vapor Pressure: 1.1E-05mmHg at 25°C
• Refractive Index: 1.6450 (estimate)
• Storage Temp.: 0-6°C
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• PKA: 16.94±0.30(Predicted)
• Water Solubility: PRACTICALLY INSOLUBLE
• CAS DataBase Reference: N,N-Dimethyl-5-methoxytryptamine(CAS DataBase Reference)
• NIST Chemistry Reference: N,N-Dimethyl-5-methoxytryptamine(1019-45-0)
• EPA Substance Registry System: N,N-Dimethyl-5-methoxytryptamine(1019-45-0)

Safety Data

• Hazard Codes: C,Xn
• Statements: 20-34-43-21/22
• Safety Statements: 22-26-28A-36/37/39-45-36-24/25
• RIDADR: UN1230 - class 3 - PG 2 - Methanol, solution
• RTECS: NL7380000
• Hazardous Substances Data: 1019-45-0(Hazardous Substances Data)

Usage

Description

Obtained from Desmodium pulchellum Benth ex Baker, and also from Phalaris tuberosa L., this indole alkaloid is best crystallized from Et20-light petroleum when it yields colourless rectangular plates. It is optically inactive and the ultraviolet spectrum has absorption maxima at 224, 277 and 296 mil. It forms a crystalline picrate as orange-yellow needles, m.p. 176-7°C and the methiodide, m.p. 181-2°C.

Chemical Properties

off-white to slightly yellow crystalline powder

Uses

Different sources of media describe the Uses of 1019-45-0 differently. You can refer to the following data:
1. Hallucinogen; non-selective serotonin receptor agonist
2. 5-Methoxy-N,N-dimethyltryptamine is a tryptamine derivative and a full potent agonist used in the study of mammalian hormones to stimukate cAMP formation by colliculi neurons and mediate serotoninergic receptors. It is a natural hallucinogen component of Ayahuasca, an Amazonian beverage and is currently being made as a designer drug.

Definition

ChEBI: A tryptamine alkaloid that is N,N-dimethyltryptamine substituted by a methoxy group at position 5.

References

Culvenor, Brown, Smith., Austral. J. Chern., 17, 1301 (1964) Ghosal, Mukherjee., Chern. Ind., 793 (1965) Ghosal, Mukherjee., J. Org. Chern., 31, 2284 (1966)

InChI:InChI=1/C13H18N2O/c1-15(2)7-6-10-9-14-13-5-4-11(16-3)8-12(10)13/h4-5,8-9,14H,6-7H2,1-3H3/p+1

Upstream product

• 712-09-4 5-methoxytryptophol 
• 19718-92-4 4-(N,N-dimethylamino)butyraldehyde dimethyl acetal 
• 19501-58-7 4-methoxyphenylhydrazine hydrochloride 
• 67-56-1 methanol 
• 161202-91-1 1-hydroxy-N,N-dimethyltryptamine 
• 330851-38-2 MES 9191 
• 1006-94-6 5-methoxylindole 
• 108-01-0 2-(N,N-dimethylamino)ethanol 
• 50-00-0 formaldehyd 
• 608-07-1 2-(5-methoxyindol-3-yl)ethylamine 
• 66-83-1 5-methoxytryptamine hydrochloride 
• 57000-49-4 (5-methoxy-1H-indol-3-yl)acetic acid ethyl ester 
• 2436-17-1 5-methoxyindole-3-acetonitrile 
• 1215-59-4 5-benzyloxy-1H-indole 

Downstream Products

• 275363-58-1 1-benzenesulfonyl-5-methoxy-N,N-dimethyltryptamine oxalate 
• 263384-66-3 1-benzenesulfonyl-3-(dimethylaminoethyl)-2-n-propyl-5-methoxyindole 

Relevant articles and documents

Design, synthesis and biological evaluation of novel chiral oxazino-indoles as potential and selective neuroprotective agents against Aβ25–35-induced neuronal damage

A series of chiral oxazino-indoles have been synthesized via a key intermolecular oxa-Pictet–Spengler reaction. These compounds exhibited significant and selective neuroprotective effects against Aβ25–35-induced neuronal damage. This is the first report of evaluating the influence of chiral diversity of oxazino-indoles on their neuroprotective activities, with the structure–activity relationship been analyzed. The highly active compounds 3f, 3g, 4g, 4h, and 6b all performed over 90% cell protection, providing a new direction for the development of neuroprotective agents against Alzheimer's disease.

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Improved Fischer indole reaction for the preparation of N,N-dimethyltryptamines: Synthesis of L-695-894, a potent 5-HT(1D) receptor agonist

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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.

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.