N,N-Diethyltryptamine

Base Information

• Chemical Name: N,N-Diethyltryptamine
• CAS No.: 61-51-8
• Molecular Formula: C14H20 N2
• Molecular Weight: 216.326
• UNII: 916E8V4S2V
• DSSTox Substance ID: DTXSID9052763
• Nikkaji Number: J40.083A
• Wikipedia: Diethyltryptamine
• Wikidata: Q2617768
• Pharos Ligand ID: H96MCJ4U4QJF
• Metabolomics Workbench ID: 146115
• ChEMBL ID: CHEMBL142936
• Mol file: 61-51-8.mol

Synonyms:N,N-diethyltryptamine;N,N-diethyltryptamine monohydrochloride;N,N-diethyltryptamine oxalate (1:1)

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Chemical Property of N,N-Diethyltryptamine

Chemical Property:

• Vapor Pressure: 2.31E-05mmHg at 25°C
• Melting Point: 85-88 °C
• Boiling Point: 359.8°C at 760 mmHg
• PKA: 17.23±0.30(Predicted)
• Flash Point: 171.4°C
• PSA: 19.03000
• Density: 1.04g/cm³
• LogP: 3.05220
• Storage Temp.: 2-8°C
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 5
• Exact Mass: 216.162648646
• Heavy Atom Count: 16
• Complexity: 201

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCN(CC)CCC1=CNC2=CC=CC=C21

Technology Process of N,N-Diethyltryptamine

There total 10 articles about N,N-Diethyltryptamine 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: 97.0%

tryptamine (61-54-1) + acetaldehyde (75-07-0,9002-91-9) → N,N-diethyltryptamine (61-51-8)

Guidance literature:

With sodium cyanoborohydride; acetic acid; In methanol; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1016/j.bmc.2011.04.004

Reference yield: 91.0%

tryptamine (61-54-1) + ethanol (64-17-5) → N,N-diethyltryptamine (61-51-8)

Guidance literature:

With cesiumhydroxide monohydrate; (1,4-dimethyl-5,7-diphenyl-1,2,3,4-tetrahydro-6H-cyclopenta[b]pyrazin-6-one) irontricarbonyl complex3; at 110 ℃; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.orglett.8b02080

Reference yield:

4,9-Dihydropyrano<3,4-b>indol-1(3H)-on (6250-88-0) + diethylamine (109-89-7) → N,N-diethyltryptamine (61-51-8)

Guidance literature:

at 180 ℃; for 9h;

DOI:10.1016/j.tet.2004.03.073

upstream raw materials:

3-(2-bromoethyl)-1H-indole

diethylamine

2-diethylamino-1-indol-3-yl-ethanone

indol-3-yl-glyoxylic acid diethylamide

Refernces

1,4-Benzodiazepine peripheral cholecystokinin (CCK-A) receptor agonists

10.1016/S0960-894X(01)00164-0

The research focuses on the development of 1,4-benzodiazepine derivatives as Cholecystokinin (CCK-A) receptor agonists for the treatment of obesity. The purpose of the study was to synthesize and screen a series of 1,4-benzodiazepines, specifically N-1-substituted with an N-isopropyl-N-phenylacetamide moiety, for their ability to activate CCK-A receptors, which regulate satiety and could potentially be used as a pharmacotherapeutic intervention for obesity. The researchers demonstrated in vitro agonist activity on isolated guinea pig gallbladder and in vivo induction of satiety in a rat feeding assay following intraperitoneal administration. The study concluded that a novel series of potent and efficacious 1,4-benzodiazepine and 1,4-benzodiazepine-4-N-oxide CCK-A agonists were successfully developed, which showed promising results in both in vitro and in vivo assays. Key chemicals used in the process included 3-amino-1,4-benzodiazepine core, N-isopropyl-N-phenylacetamide (agonist trigger), bromoacetamides, and various substituents at the C-3 position such as phenyl ureas, anilino acetamides, and indolylmethyl groups.