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Details

Stereochemistry ACHIRAL
Molecular Formula C24H17NO4
Molecular Weight 383.3961
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of LY-320135

SMILES

COC1=CC=C(C=C1)C2=C(C(=O)C3=CC=C(C=C3)C#N)C4=CC=C(OC)C=C4O2

InChI

InChIKey=RYNSGDFWBJWWSZ-UHFFFAOYSA-N
InChI=1S/C24H17NO4/c1-27-18-9-7-17(8-10-18)24-22(20-12-11-19(28-2)13-21(20)29-24)23(26)16-5-3-15(14-25)4-6-16/h3-13H,1-2H3

HIDE SMILES / InChI

Molecular Formula C24H17NO4
Molecular Weight 383.3961
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

LY-320135 is a substituted benzofuran which is structurally distinct from the aminoalkylindole and pyrazole type cannabinoid antagonists, AM630 and SR141716A, respectively. LY-320135 is a potent and selective canniboid CB1 receptor antagonist/inverse agonist. LY-320135 is selective (~70 fold) over canniboid CB2 receptors. LY-320135 is widely used in research, particularly for elucidating the mechanisms by which many CB1 antagonists act as inverse agonists at higher doses. LY-320135 shows weak binding to both 5-HT2 (Ki = 6.4 uM) and muscarinic receptors (Ki = 2.1 uM).

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
141.0 nM [Ki]
6.4 µM [Ki]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
LY320135, a novel cannabinoid CB1 receptor antagonist, unmasks coupling of the CB1 receptor to stimulation of cAMP accumulation.
1998 Jan
Dual role of the second extracellular loop of the cannabinoid receptor 1: ligand binding and receptor localization.
2009 Oct
Patents

Patents

Sample Use Guides

Rats: pretreatment of rats with 6 mg/kg, i.v., LY-320135 resulted in reduction in infarct volume compared with vehicle treated rats.
Route of Administration: Intravenous
In Vitro Use Guide
Curator's Comment: LY-320135 was neuroprotective with maximal activity at 1 uM in rat organotypic hippocampal slices exposed to 20 min oxygen-glucose deprivation (OGD) https://www.ncbi.nlm.nih.gov/pubmed/21130785
LY-320135 blocked the anandamide + forskolin-mediated stimulation of cAMP accumulation with IC50 value of 734 nM in pertussis toxin-treated CHO-CB1 cells..
Substance Class Chemical
Created
by admin
on Sat Dec 16 08:30:55 UTC 2023
Edited
by admin
on Sat Dec 16 08:30:55 UTC 2023
Record UNII
CJY03984CT
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
LY-320135
Common Name English
(6-METHOXY-2-(4-METHOXYPHENYL)BENZO(B)FURAN-3-YL)(4-CYANOPHENYL)METHANONE
Systematic Name English
BENZONITRILE, 4-((6-METHOXY-2-(4-METHOXYPHENYL)-3-BENZOFURANYL)CARBONYL)-
Systematic Name English
Code System Code Type Description
CAS
176977-56-3
Created by admin on Sat Dec 16 08:30:55 UTC 2023 , Edited by admin on Sat Dec 16 08:30:55 UTC 2023
PRIMARY
PUBCHEM
5311257
Created by admin on Sat Dec 16 08:30:55 UTC 2023 , Edited by admin on Sat Dec 16 08:30:55 UTC 2023
PRIMARY
FDA UNII
CJY03984CT
Created by admin on Sat Dec 16 08:30:55 UTC 2023 , Edited by admin on Sat Dec 16 08:30:55 UTC 2023
PRIMARY
EPA CompTox
DTXSID901027464
Created by admin on Sat Dec 16 08:30:55 UTC 2023 , Edited by admin on Sat Dec 16 08:30:55 UTC 2023
PRIMARY
WIKIPEDIA
LY-320,135
Created by admin on Sat Dec 16 08:30:55 UTC 2023 , Edited by admin on Sat Dec 16 08:30:55 UTC 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY