L-689,560
- CAS NO.:139051-78-8
- Empirical Formula: C17H15Cl2N3O3
- Molecular Weight: 380.23
- MDL number: MFCD00672670
- SAFETY DATA SHEET (SDS)
- Update Date: 2023-06-30 15:45:59
What is L-689,560?
The Uses of L-689,560
L-689,560 is a potent antagonist at the glycine-NMDA receptor site.
What are the applications of Application
L-689,560 is a potent antagonist at the glycine-NMDA receptor site
Definition
ChEBI: 4-[[anilino(oxo)methyl]amino]-5,7-dichloro-1,2,3,4-tetrahydroquinoline-2-carboxylic acid is a member of quinolines.
Biological Activity
Very potent antagonist at the glycine-NMDA site. Also available as part of the NMDA Receptor - Glycine Site Tocriset™ .
in vitro
l-689560 is described as one of the most potent nmda antagonists and [4'-3h]-l-689560 has been thought to be a highly specific radioligand for the glycine site. in consistent with the 5,7-disubstituted kynurenates, the tetrahydroquinolines are selective antagonists of glycine site nmda, l-689560 exhibiting at least 3 orders of magnitude selectivity versus the glutamate site [1].
in vivo
mdl100748 with an ed50 of 83 mg kg-1 can prevent audiogenic seizures in susceptible mice after systemic injection. as a standard l689560, its subsequent analogues have been compared; the displacement of [3h] l689560 has often been used to displace that of [3h] glycine as an alternative assay. l701252, a quinones (the retention of a keto grouping at position 3), has been against l689560 binding (ic50 of 420 nm) and against seizures (ed50 of 4.1 mg kg-1) in dba/2 mice. a group of sulfonamide analogues of kynurenic acid are also in active among the 2-quinolone series. those of a series of 3,4-dihydroquinolones and tetrahydroquinolines with a nitrosubstituent at 3-position were selective antagonists at the nmda receptor glycine site if they bore a bulky grouping in the position 4. the compound with no substitution at position 4 was proved to be one of the most effective broad-spectrum antagonists against nmda and ampa receptors [2].
storage
Store at RT
References
[1]. leeson pd, carling rw, moore kw, moseley am, smith jd, stevenson g, chan t, baker r, foster ac, grimwood s, et al. 4-amido-2-carboxytetrahydroquinolines. structure-activity relationships for antagonism at the glycine site of the nmda receptor. j med chem. 1992 may 29;35 (11): 1954-68.
[2]. stone tw. development and therapeutic potential of kynurenic acid and kynurenine derivatives for neuroprotection. trends pharmacol sci. 2000 apr; 21(4):149-54.
Properties of L-689,560
Melting point: | 172-173°C |
Boiling point: | 549.1±50.0 °C(Predicted) |
Density | 1.51±0.1 g/cm3(Predicted) |
storage temp. | Store at RT |
solubility | <9.51mg/ml in DMSO; <38.02mg/ml in ethanol |
form | solid |
pka | 11.16±0.20(Predicted) |
color | White |
Safety information for L-689,560
Computed Descriptors for L-689,560
New Products
Tubulysin H Tubulysin D Tubulysin G 2,2-diethoxyethanethioamide 1-(1,1-Difluoroethyl)-2-fluorobenzene 2H-Pyran, 4-ethynyltetrahydro- 3-Aminocyclobutanone hydrochloride CYCLOBUTYLAMINE HYDROCHLORIDE 2,2-Difluoropropylamine hydrochloride 4-(Benzyloxy)-3-bromophenylacetic Acid (1R,2S)-2-(3,4-Difluorophenyl)cyclopropanamine 2-[2-[3(S)-3[2-(7-chloro-2-quinolinyl) ethenyl] phenyl-3- hydroxyl propyl] phenyl]-2-propanol Calcium Sodium Phosphosilicate IH Fuel shell Imeglimin Hydrochloride IH 2-(1-(Mercaptomethyl) cyclopropyl) acetonitrile Latanoprostene Bunod Lubiprostone Magnesium Trisilicate Flame Retardant Zinc Borate methyl 3-fluoro-4- thiomorpholino phenylcarbamate (R)-(3-(3-fluoro-4- thiomorpholinophenyl)-2- oxooxazolidin-4-yl) methyl methanesulfonate 7-Methoxyquinoline-4-carboxylic acid 7-Methoxyquinoline-4-carbonitrileRelated products of tetrahydrofuran
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