JWH 200 5-hydroxyindole metabolite

Base Information

• Chemical Name: JWH 200 5-hydroxyindole metabolite
• CAS No.: 133438-72-9
• Molecular Formula: C25H24N2O3
• Molecular Weight: 400.47000
• DSSTox Substance ID: DTXSID001017854
• Pharos Ligand ID: 3GW2ZAM2GMMD
• ChEMBL ID: CHEMBL78627

Synonyms:JWH 200 5-hydroxyindole metabolite;133438-72-9;CHEMBL78627;[5-hydroxy-1-(2-morpholin-4-ylethyl)indol-3-yl]-naphthalen-1-ylmethanone;SCHEMBL9037660;VTWRVIWPNCLGLT-UHFFFAOYSA-N;DTXSID001017854;BDBM50032568;JWH-200 5-hydroxyindole metabolite;[5-Hydroxy-1-(2-morpholin-4-yl-ethyl)-1H-indol-3-yl]-naphthalen-1-yl-methanone

Chemical Property of JWH 200 5-hydroxyindole metabolite

Chemical Property:

• PSA: 54.70000
• LogP: 4.00120
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 400.17869263
• Heavy Atom Count: 30
• Complexity: 593

Purity/Quality:

99% ^*data from raw suppliers

JWH 200 5-hydroxyindole metabolite ≥98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1COCCN1CCN2C=C(C3=C2C=CC(=C3)O)C(=O)C4=CC=CC5=CC=CC=C54

Technology Process of JWH 200 5-hydroxyindole metabolite

There total 5 articles about JWH 200 5-hydroxyindole metabolite 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: 39.0%

5-(benzyloxy)-1-[2-(morpholin-4-yl)ethyl]-3-(naphthalene-1-carbonyl)-1H-indole → 1-[2-(morpholin-4-yl)ethyl]-3-(naphthalene-1-carbonyl)-1H-indol-5-ol (133438-72-9)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; acetic acid; In methanol; ethanol; at 20 ℃; for 20h; under 760.051 Torr;

DOI:10.1016/j.ejmech.2017.11.076

Reference yield:

2-(morpholin-1-yl)ethyl methanesulfonate (46230-78-8) → 1-[2-(morpholin-4-yl)ethyl]-3-(naphthalene-1-carbonyl)-1H-indol-5-ol (133438-72-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.67 h / 0 - 20 °C / 760.05 Torr / Inert atmosphere

1.2: 2 h / 0 - 45 °C / 760.05 Torr / Inert atmosphere

2.1: diacetato(1,10-phenantroline)palladium(II); acetic acid / 1,4-dioxane; water / 140 °C / 760.05 Torr / Sealed tube

3.1: acetic acid; palladium 10% on activated carbon; hydrogen / ethanol; methanol / 20 h / 20 °C / 760.05 Torr

With palladium 10% on activated carbon; hydrogen; diacetato(1,10-phenantroline)palladium(II); sodium hydride; acetic acid; In 1,4-dioxane; methanol; ethanol; water; N,N-dimethyl-formamide; mineral oil;

DOI:10.1016/j.ejmech.2017.11.076

Reference yield:

5-(benzyloxy)-1-[2-(morpholin-4-yl)ethyl]-1H-indole → 1-[2-(morpholin-4-yl)ethyl]-3-(naphthalene-1-carbonyl)-1H-indol-5-ol (133438-72-9)

Guidance literature:

Multi-step reaction with 2 steps

1: diacetato(1,10-phenantroline)palladium(II); acetic acid / 1,4-dioxane; water / 140 °C / 760.05 Torr / Sealed tube

2: acetic acid; palladium 10% on activated carbon; hydrogen / ethanol; methanol / 20 h / 20 °C / 760.05 Torr

With palladium 10% on activated carbon; hydrogen; diacetato(1,10-phenantroline)palladium(II); acetic acid; In 1,4-dioxane; methanol; ethanol; water;

DOI:10.1016/j.ejmech.2017.11.076

upstream raw materials:

2-(morpholin-1-yl)ethyl methanesulfonate

2-(morpholin-4-yl)ethanol

1-Cyanonaphthalene

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