N-Ethyltryptamine

Base Information

• Chemical Name: N-Ethyltryptamine
• CAS No.: 61-53-0
• Molecular Formula: C12H16N2
• Molecular Weight: 188.272
• Hs Code.: 2933990090
• UNII: M6X6KY3BQH
• DSSTox Substance ID: DTXSID90209848
• Nikkaji Number: J407.207C
• Wikipedia: N-Ethyltryptamine
• Wikidata: Q3491205
• Pharos Ligand ID: 15FX2UMYCSD8
• ChEMBL ID: CHEMBL3330640
• Mol file: 61-53-0.mol

Synonyms:N-Ethyltryptamine;N-ethyl-2-(1H-indol-3-yl)ethanamine;61-53-0;INDOLE, 3-(2-(ETHYLAMINO)ETHYL)-;BRN 0137776;3-(2-(Ethylamino)ethyl)indole;M6X6KY3BQH;CHEMBL3330640;1H-Indole-3-ethanamine, N-ethyl-;N-ethyl-tryptamin;N-ethyl-tryptamine;UNII-M6X6KY3BQH;SCHEMBL1972829;SCHEMBL3244110;DTXSID90209848;BDBM50025214;3-[2-(Ethylamino)ethyl]-1H-indole;AKOS009065721;LS-83083;Q3491205

Chemical Property of N-Ethyltryptamine

Chemical Property:

• Vapor Pressure: 5E-05mmHg at 25°C
• Boiling Point: 348.5°C at 760 mmHg
• Flash Point: 164.6°C
• PSA: 27.82000
• Density: 1.066g/cm³
• LogP: 2.71080
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 188.131348519
• Heavy Atom Count: 14
• Complexity: 170

Purity/Quality:

98%min ^*data from raw suppliers

3-(2-(ETHYLAMINO)ETHYL)INDOLE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCNCCC1=CNC2=CC=CC=C21

Technology Process of N-Ethyltryptamine

There total 8 articles about N-Ethyltryptamine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 86.0%

N-[2-(1H-Indol-3-yl)-ethyl]-thioacetimidic acid methyl ester; hydriodide (104331-14-8) → 5-fluoro-α-methyltryptamine (61-53-0)

Guidance literature:

With sodium tetrahydroborate; In methanol; at -78 ℃; for 1h;

DOI:10.1248/cpb.33.3237

Reference yield: 10.63%

Trifluoro-acetic acid 2'-methylene-1,1'-bis-(2,2,2-trifluoro-acetyl)-1,2-dihydro-spiro[indole-3,3'-pyrrolidin]-2-yl ester (83345-86-2) → 5-fluoro-α-methyltryptamine (61-53-0)

Guidance literature:

With sodium tetrahydroborate; In ethanol; for 0.5h;

DOI:10.1007/BF00807261

Reference yield:

N-ethyl-2-(1H-indol-3-yl)-2-oxoacetamide (55654-69-8) → 5-fluoro-α-methyltryptamine (61-53-0)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; for 18h; Reflux;

DOI:10.1016/j.bmcl.2014.07.062

upstream raw materials:

N-Acetyltryptamine

N-[2-(1H-Indol-3-yl)-ethyl]-thioacetimidic acid methyl ester; hydriodide

Trifluoro-acetic acid 2'-methylene-1,1'-bis-(2,2,2-trifluoro-acetyl)-1,2-dihydro-spiro[indole-3,3'-pyrrolidin]-2-yl ester

N-(thioacetyl)tryptamine

Downstream raw materials:

N-ethyl-N-(N-benzyloxycarbonylglycyl)-tryptamine

Refernces

• 1、 Blough, Bruce E.,Landavazo, Antonio,Partilla, John S.,Decker, Ann M.,Page, Kevin M.,Baumann, Michael H.,Rothman, Richard B.. "Alpha-ethyltryptamines as dual dopamine-serotonin releasers". . p. 4754 - 4758. Retrieved 2015/01/09.