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L-701324

From Wikipedia, the free encyclopedia

L-701324
Names
IUPAC name
7-chloro-4-hydroxy-3-(3-phenoxyphenyl)-1H-quinolin-2-one
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.162.301 Edit 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 mass 363.80 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 their standard state (at 25 °C [77 °F], 100 kPa).

L-701324 is an antagonist of the N-methyl-D-aspartic acid receptor, it appears to have antidepressant activity.

Pharmacology

[edit]

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

Potential use as an antidepressant

[edit]

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

Another study was also performed, it combined an adenosine antagonist (in this case, caffeine), L-701324 and other ligands, the study shows that combining NMDA antagonists and adenosine antagonists might be a future option for antidepressants.[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.