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L-701324

From Wikipedia, the free encyclopedia
NMDA receptor antagonist acting at the glycine site

L-701324
Names
IUPAC name
7-Chloro-4-hydroxy-3-(3-phenoxyphenyl)-1H-quinolin-2-one
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard100.162.301Edit this at Wikidata
EC Number
  • 634-309-2
UNII
  • 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)
    Key: FLVRDMUHUXVRET-UHFFFAOYSA-N
  • C1=CC=C(C=C1)OC2=CC=CC(=C2)C3=C(C4=C(C=C(C=C4)Cl)NC3=O)O
Properties
C21H14ClNO3
Molar mass363.80 g·mol−1
Hazards
GHS labelling:[1]
GHS07: Exclamation mark
Warning
H315,H319,H335
P261,P264,P264+P265,P271,P280,P302+P352,P304+P340,P305+P351+P338,P319,P321,P332+P317,P337+P317,P362+P364,P403+P233,P405,P501
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa).
Chemical compound

L-701324 is anantagonist of theNMDA receptor. It appears to have activity inanimal models of depression.

Pharmacology

[edit]

L-701324 appears to be an antagonist of the NMDA receptor and acts at theglycine binding site.[2] This means that it prevents the receptor from activating by blocking the binding of glycine, a required co-agonist in addition toglutamate.

Potential use as an antidepressant

[edit]

L-701324 exhibited antidepressant behavior in mice by reducing depression-like behavior caused by theforced swimming test, thetail suspension test, and the chronic unpredictable mild stress model.[3]

In another animal study, a combination of anadenosine receptor antagonist, such ascaffeine, with an NMDA receptor antagonist, such as L-701324, showed a synergistic effect that might have use as an antidepressant.[4]

References

[edit]
  1. ^"7-Chloro-4-hydroxy-3-(3-phenoxyphenyl)quinolin-2(1H)-one".PubChem. U.S. National Library of Medicine.
  2. ^Priestley T, Laughton P, Macaulay AJ, Hill RG, Kemp JA (1996). "Electrophysiological characterisation of the antagonist properties of two novel NMDA receptor glycine site antagonists, L-695,902 and L-701,324".Neuropharmacology.35 (11):1573–1581.doi:10.1016/s0028-3908(96)00141-4.PMID 9025105.
  3. ^Liu L, Ji CH, Wang Y, Zhao J, Liu Y, Tang WQ, et al. (February 2021). "Antidepressant-like activity of L-701324 in mice: A behavioral and neurobiological characterization".Behavioural Brain Research.399: 113038.doi:10.1016/j.bbr.2020.113038.PMID 33276033.
  4. ^Serefko A, Szopa A, Wlaź A, Wośko S, Wlaź P, Poleszak E (April 2016)."Synergistic antidepressant-like effect of the joint administration of caffeine and NMDA receptor ligands in the forced swim test in mice".Journal of Neural Transmission.123 (4):463–472.doi:10.1007/s00702-015-1467-4.PMC 4805709.PMID 26510772.
AMPARTooltip α-Amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid receptor
KARTooltip Kainate receptor
NMDARTooltip N-Methyl-D-aspartate receptor
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