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
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)
| 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 |
Originator
Sources: https://www.ncbi.nlm.nih.gov/pubmed/8182696
Curator's Comment: # Merck Sharp and Dohme Research Laboratories
Approval Year
Targets
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Target ID: CHEMBL2094124 Sources: https://www.ncbi.nlm.nih.gov/pubmed/10353425 |
Conditions
| Condition | Modality | Targets | Highest Phase | Product |
|---|---|---|---|---|
| Primary | Unknown Approved UseUnknown |
|||
| Primary | Unknown Approved UseUnknown |
PubMed
| Title | Date | PubMed |
|---|---|---|
| Cannabinoid-induced increase in relapse-like drinking is prevented by the blockade of the glycine-binding site of N-methyl-D-aspartate receptors. | 2009-01-23 |
|
| Ionotropic and metabotropic glutamate receptor antagonism attenuates cue-induced cocaine seeking. | 2006-04 |
|
| NMDA antagonists inhibit the development of ethanol dependence in rats. | 2002-01-12 |
|
| L-701,324, a selective antagonist at the glycine site of the NMDA receptor, counteracts haloperidol-induced muscle rigidity in rats. | 1999-04 |
|
| The role of striatal glutamate receptors in models of Parkinson's disease. | 1998 |
|
| The atypical neuroleptic profile of the glycine/N-methyl-D-aspartate receptor antagonist, L-701,324, in rodents. | 1996-05 |
|
| 3'-(Arylmethyl)- and 3'-(aryloxy)-3-phenyl-4-hydroxyquinolin-2(1H)-ones: orally active antagonists of the glycine site on the NMDA receptor. | 1994-05-13 |
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
| Substance Class |
Chemical
Created
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| Record UNII |
I9WY146163
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| Record Status |
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