JWH 018 5-hydroxyindole metabolite

Base Information

• Chemical Name: JWH 018 5-hydroxyindole metabolite
• CAS No.: 1307803-43-5
• Molecular Formula: C24H23NO2
• Molecular Weight: 357.44
• DSSTox Substance ID: DTXSID501016932
• ChEMBL ID: CHEMBL3527148
• Mol file: 1307803-43-5.mol

Synonyms:JWH 018 5-hydroxyindole metabolite;1307803-43-5;(5-hydroxy-1-pentylindol-3-yl)-naphthalen-1-ylmethanone;5-hydroxy-3-(1-naphthoyl)-N-pentyl-1H-indole;CHEMBL3527148;SCHEMBL11903692;GMOJICNPAPPCSR-UHFFFAOYSA-N;DTXSID501016932;(5-hydroxy-1-pentyl-1H-indol-3-yl)(naphthalen-1-yl)methanone

Chemical Property of JWH 018 5-hydroxyindole metabolite

Chemical Property:

• PSA: 42.23000
• LogP: 5.92130
• XLogP3: 6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 6
• Exact Mass: 357.172878976
• Heavy Atom Count: 27
• Complexity: 507

Purity/Quality:

99% ^*data from raw suppliers

JWH 018 5-hydroxyindole metabolite ≥98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCN1C=C(C2=C1C=CC(=C2)O)C(=O)C3=CC=CC4=CC=CC=C43
• Description: JWH 018 5-hydroxyindole metabolite is a major monohydroxylated urinary metabolite of JWH 018, a WIN 55,212-2 derivative that is a mildly selective agonist of the peripheral cannabinoid (CB2) receptor. In urine samples, this metabolite is almost completely glucuronidated.
• Uses: (5-Hydroxy-1-pentyl-1H-indol-3-yl)-1-naphthalenylmethanone is a metabolite in human urine.

Technology Process of JWH 018 5-hydroxyindole metabolite

There total 9 articles about JWH 018 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: 72.0%

5-methoxy-3-(1-naphthoyl)-N-pentyl-1H-indole (1337952-50-7) → (5-hydroxy-1-pentyl-1H-indol-3-yl)(naphthalen-1-yl)methanone (1307803-43-5)

Guidance literature:

With water; hydrogen bromide; for 3h; Reflux;

Reference yield:

4-hydroxynaphthalen-1-yl-(1-pentylindol-3-yl) methanone (1393345-76-0) → (5-hydroxy-1-pentyl-1H-indol-3-yl)(naphthalen-1-yl)methanone (1307803-43-5)

Guidance literature:

With hydrogen bromide; In water;

Reference yield:

5-methoxylindole (1006-94-6) → (5-hydroxy-1-pentyl-1H-indol-3-yl)(naphthalen-1-yl)methanone (1307803-43-5)

Guidance literature:

Multi-step reaction with 3 steps

1: ammonium chloride; methylmagnesium bromide / diethyl ether

2: sodium hydride / ethyl acetate; N,N-dimethyl-formamide; hexane; water; mineral oil

3: hydrogen bromide / water

With sodium hydride; methylmagnesium bromide; ammonium chloride; hydrogen bromide; In diethyl ether; hexane; water; ethyl acetate; N,N-dimethyl-formamide; mineral oil;

upstream raw materials:

5-methoxylindole

(5-methoxy-1H-indol-3-yl)(naphthalen-1-yl)methanone

5-methoxy-3-(1-naphthoyl)-N-pentyl-1H-indole

naphthalene-1-carbonic acid chloride

Refernces

• 1、 -. "Detection of Synthetic Cannabinoids". . . Retrieved 2012/08/28.