4-Hydroxy-N,N diethyltryptamine

Base Information

• Chemical Name: 4-Hydroxy-N,N diethyltryptamine
• CAS No.: 22204-89-3
• Molecular Formula: C₁₄H₂₀N₂O
• Molecular Weight: 232.326
• Hs Code.: 2933990090
• UNII: 7E0BR15575
• DSSTox Substance ID: DTXSID60176755
• Nikkaji Number: J1.077.418G
• Wikipedia: 4-HO-DET
• Wikidata: Q4637139
• Pharos Ligand ID: RQHA8SP48MWC
• ChEMBL ID: CHEMBL143202
• Mol file: 22204-89-3.mol

Synonyms:22204-89-3;4-Ho-DET;3-(2-(Diethylamino)ethyl)-1H-indol-4-ol;4-Hydroxy-N,N diethyltryptamine;4-Hydroxy-N,N-diethyltryptamine;Ethocin;4-Hydroxy-diethyl-tryptamine;3-[2-(Diethylamino)ethyl]-1H-indol-4-ol;CZ-74;3-(2-Diethylaminoethyl)indol-4-ol;CHEMBL143202;UNII-7E0BR15575;7E0BR15575;4-Hydroxy-N,N-Diethyltryptamine(4-HO-DET);SCHEMBL20970904;DTXSID60176755;BDBM50094675;PDSP1_000021;PDSP2_000021;AKOS015967170;EN-0007;PD019227;3-(2-Diethylamino-ethyl)-1H-indol-4-ol;3-[(3,3-dimethylbutanoyl)amino]benzoicacid;Indol-4-ol, 3-[2-(diethylamino)ethyl]-;3-[2-(Diethylamino)ethyl]-1H-indole-4-ol;FT-0669543;1H-Indol-4-ol, 3-[2-(diethylamino)ethyl]-;Q4637139

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Chemical Property of 4-Hydroxy-N,N diethyltryptamine

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 104-106℃
• Boiling Point: 413.918°C at 760 mmHg
• PKA: 9.83±0.40(Predicted)
• Flash Point: 204.13°C
• PSA: 39.26000
• Density: 1.126g/cm³
• LogP: 2.75780
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 232.157563266
• Heavy Atom Count: 17
• Complexity: 230

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCN(CC)CCC1=CNC2=C1C(=CC=C2)O
• Description: 4-hydroxy Diethyltryptamine (4-hydroxy DET) is a substituted tryptamine which is structurally related to the natural hallucinogen psilocin (4-hydroxy dimethyltryptamine). 4-hydroxy DET is a designer drug of abuse. The physiological and toxicological properties of this compound are poorly studied. This product is intended for forensic and research purposes.
• Uses: 4-Hydroxy-N,N-diethyltryptamine (4-HO-DET) is a hallucinogenic tryptamine of moderate duration; a psychedelic compound.

Technology Process of 4-Hydroxy-N,N diethyltryptamine

There total 6 articles about 4-Hydroxy-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:

N,N-diethyl-2-(4-hydroxy-1H-indol-3-yl)-2-oxo-acetamide → 3-<2-(Diethylamino)-ethyl>-indol-4-ol (22204-89-3)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; Heating;

DOI:10.3987/com-98-s(h)87

Reference yield:

4-hydroxyindole → 3-<2-(Diethylamino)-ethyl>-indol-4-ol (22204-89-3)

Guidance literature:

Multi-step reaction with 3 steps

1: diethyl ether / 0 °C

3: LiAlH₄ / tetrahydrofuran / Heating

With lithium aluminium tetrahydride; In tetrahydrofuran; diethyl ether;

DOI:10.3987/com-98-s(h)87

Reference yield:

chloro-oxo-acetic acid 3-chlorooxalyl-1H-indol-4-yl ester → 3-<2-(Diethylamino)-ethyl>-indol-4-ol (22204-89-3)

Guidance literature:

Multi-step reaction with 2 steps

2: LiAlH₄ / tetrahydrofuran / Heating

With lithium aluminium tetrahydride; In tetrahydrofuran;

DOI:10.3987/com-98-s(h)87

upstream raw materials:

2-(4-(benzyloxy)-1H-indol-3-yl)-N,N-diethylethan-1-amine

2-(4-(benzyloxy)-1H-indol-3-yl)-N,N-diethyl-2-oxoacetamide

Refernces

• 1、 Repke,Ferguson,Bates. "Psilocin analogs. I. Synthesis of 3 [2 dialkylamino)ethyl] and 3 [2 (Cycloalkylamino)ethyl] indol 4 ols". . p. 71 - 74. Retrieved 2007/10/04.