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Details

Stereochemistry ACHIRAL
Molecular Formula C21H14ClNO3
Molecular Weight 363.794
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of L-701324

SMILES

OC1=C(C(=O)NC2=CC(Cl)=CC=C12)C3=CC=CC(OC4=CC=CC=C4)=C3

InChI

InChIKey=FLVRDMUHUXVRET-UHFFFAOYSA-N
InChI=1S/C21H14ClNO3/c22-14-9-10-17-18(12-14)23-21(25)19(20(17)24)13-5-4-8-16(11-13)26-15-6-2-1-3-7-15/h1-12H,(H2,23,24,25)

HIDE SMILES / InChI

Molecular Formula C21H14ClNO3
Molecular Weight 363.794
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

L-701,324 [7-chloro-4-hydroxy-3(3-phenoxy) phenylquinoline-2-(H)-one] is a selective and full antagonist at the glycine site of the NMDA receptor, has been studied on animals as potential antipsychotic and anticonvulsant agent. But these studies were discontinued.

Originator

Curator's Comment: # Merck Sharp and Dohme Research Laboratories

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed

Sample Use Guides

in mice: At 5 and 10 mg kg-', L-701,324 virtually abolished the propagation of SD and the drug was effective within 30 min after administration and for up to 2.5 h. These doses are around 5-10 fold the ED50 for inhibition of audiogenic seizures in the DBA/2 mouse, a model extremely sensitive to NMDA-receptor blockade. In contrast, 10 mg kg-' L-701,324 inhibited K+ elicitation by around 50% only. Pretreatment with L-701,324 dose-dependently antagonized amphetamine-induced hyperactivity in the mouse (ED50 = 1.12 +/- 0.45 mg/kg p.o.), an effect which was similar to that of the classical neuroleptic, haloperidol, and the atypical neuroleptic, clozapine. In addition, p.o. administration of L-701,324 (2.5 or 5 mg/kg) attenuated the hyperactivity response induced by amphetamine infusion into the rat nucleus accumbens. In contrast to haloperidol, however, stereotyped sniffing and licking/biting, induced by either the systemic administration of apomorphine or infusion of amphetamine into the striatum, was not altered in rats pretreated with L-701,324 (30 or 100 mg/kg p.o.).
Route of Administration: Other
In Vitro Use Guide
Unknown
Substance Class Chemical
Created
by admin
on Sat Dec 16 08:36:06 GMT 2023
Edited
by admin
on Sat Dec 16 08:36:06 GMT 2023
Record UNII
I9WY146163
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
L-701324
Common Name English
2(1H)-QUINOLINONE, 7-CHLORO-4-HYDROXY-3-(3-PHENOXYPHENYL)-
Systematic Name English
L-701,324
Common Name English
Code System Code Type Description
FDA UNII
I9WY146163
Created by admin on Sat Dec 16 08:36:06 GMT 2023 , Edited by admin on Sat Dec 16 08:36:06 GMT 2023
PRIMARY
PUBCHEM
54682505
Created by admin on Sat Dec 16 08:36:06 GMT 2023 , Edited by admin on Sat Dec 16 08:36:06 GMT 2023
PRIMARY
EPA CompTox
DTXSID00162016
Created by admin on Sat Dec 16 08:36:06 GMT 2023 , Edited by admin on Sat Dec 16 08:36:06 GMT 2023
PRIMARY
CAS
142326-59-8
Created by admin on Sat Dec 16 08:36:06 GMT 2023 , Edited by admin on Sat Dec 16 08:36:06 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY