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JWH-198

Structure via PubChem · Public domain (PubChem)

EntityQ6109212· pop 5· linked from 449 articles

JWH-198 is a drug from the aminoalkylindole and naphthoylindole families which acts as a cannabinoid receptor agonist. It was invented by the pharmaceutical company Sanofi-Winthrop in the early 1990s. JWH-198 has a binding affinity at the CB1 receptor of 10 nM, binding around four times more tightly than the parent compound JWH-200, which has no substitution on the naphthoyl ring. It has been used mainly in molecular modelling of the cannabinoid receptors.

In the Vinony graph

Vinony's link graph records 449 inbound references to JWH-198, and connects out to JWH-210, synhexyl and digital object identifier.

It is catalogued under topics including 4-Morpholinyl compounds, Aminoalkylindoles and CB1 receptor agonists.

Vinony links it to 4 Wikipedia language editions.

Chemical data

Formula
C26H26N2O3
Molecular weight
414.5 g/mol
IUPAC name
(4-methoxynaphthalen-1-yl)-[1-(2-morpholin-4-ylethyl)indol-3-yl]methanone
SMILES
COC1=CC=C(C2=CC=CC=C21)C(=O)C3=CN(C4=CC=CC=C43)CCN5CCOCC5
InChIKey
QWHSUXWDDKWTOG-UHFFFAOYSA-N
XLogP
4.2
Polar surface area
43.7 Ų
H-bond donors
0
H-bond acceptors
4
Formal charge
0

via PubChem

Drug data · ChEMBL

Molecule type
Small molecule

via ChEMBL · EBI

Wikidata facts

Mass
414.194
Show 2 more facts
chemical formula
C₂₆H₂₆N₂O₃
canonical SMILES
COC1=CC=C(C2=CC=CC=C21)C(=O)C3=CN(C4=CC=CC=C43)CCN5CCOCC5
Sources (2)

via Wikidata · CC0

~1 min read

Encyclopedic overview

2 sections
Contents
  • See also
  • References

JWH-198 is a drug from the aminoalkylindole and naphthoylindole families which acts as a cannabinoid receptor agonist. It was invented by the pharmaceutical company Sanofi-Winthrop in the early 1990s. JWH-198 has a binding affinity at the CB1 receptor of 10 nM, binding around four times more tightly than the parent compound JWH-200, which has no substitution on the naphthoyl ring. It has been used mainly in molecular modelling of the cannabinoid receptors.

In the United States, all CB1 receptor agonists of the 3-(1-naphthoyl)indole class such as JWH-198 are Schedule I Controlled Substances.

Excerpted from Wikipedia’s “JWH-198” article, available under the CC BY-SA 4.0 licence.

Available in 4 languages

via Wikidata sitelinks · CC0

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