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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=C1C=CC(Cl)=C2)C3=CC(OC4=CC=CC=C4)=CC=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
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

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

Approval Year

Targets

Primary TargetPharmacologyConditionPotency

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown
Primary
Unknown

PubMed

Sample Use Guides

In Vivo Use Guide
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
Record UNII
I9WY146163
Record Status Validated (UNII)
Record Version