L-689,560
- Product Name
- L-689,560
- CAS No.
- 139051-78-8
- Chemical Name
- L-689,560
- Synonyms
- L-689,560;TRANS-2-CARBOXY-5,7-DICHLORO-4-PHENYLAMINOCARBONYLAMINO-1,2,3,4-TETRAHYDROQUINOLINE;4-trans-2-carboxy-5,7-dichloro-4-phenylaminocarbonylamino-1,2,3,4-tetrahydroquinoline;2-Quinolinecarboxylic acid, 5,7-dichloro-1,2,3,4-tetrahydro-4-[[(phenylamino)carbonyl]amino]-, (2R,4S)-rel-
- CBNumber
- CB9236350
- Molecular Formula
- C17H15Cl2N3O3
- Formula Weight
- 380.23
- MOL File
- 139051-78-8.mol
L-689,560 Property
- 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
N-Bromosuccinimide Price
- Product number
- 0742
- Product name
- L-689,560
- Purity
- ≥99%(HPLC)
- Packaging
- 10
- Price
- $212
- Updated
- 2021/12/16
- Product number
- 0742
- Product name
- L-689,560
- Purity
- ≥99%(HPLC)
- Packaging
- 50
- Price
- $891
- Updated
- 2021/12/16
- Product number
- 453156
- Product name
- L-689,560
- Packaging
- 1mg
- Price
- $319
- Updated
- 2021/12/16
- Product number
- L009495
- Product name
- L-689,560
- Packaging
- 1mg
- Price
- $55
- Updated
- 2021/12/16
- Product number
- L009495
- Product name
- L-689,560
- Packaging
- 2.5mg
- Price
- $110
- Updated
- 2021/12/16
L-689,560 Chemical Properties,Usage,Production
Uses
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.
L-689,560 Preparation Products And Raw materials
Raw materials
Preparation Products
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