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
- Molecular Weight:
- 380.23
- MDL Number:
- MFCD00672670
- MOL File:
- 139051-78-8.mol
L-689,560 price More Price(9)
Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
---|---|---|---|---|---|---|---|
Tocris | 0742 | L-689,560 ≥99%(HPLC) | 139051-78-8 | 10 | $212 | 2021-12-16 | Buy |
Tocris | 0742 | L-689,560 ≥99%(HPLC) | 139051-78-8 | 50 | $891 | 2021-12-16 | Buy |
Usbiological | 453156 | L-689,560 | 139051-78-8 | 1mg | $319 | 2021-12-16 | Buy |
TRC | L009495 | L-689,560 | 139051-78-8 | 1mg | $55 | 2021-12-16 | Buy |
TRC | L009495 | L-689,560 | 139051-78-8 | 2.5mg | $110 | 2021-12-16 | Buy |
L-689,560 Chemical Properties,Uses,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
L-689,560 Suppliers
Supplier | Tel | Country | ProdList | Advantage | |
---|---|---|---|---|---|
TargetMol Chemicals Inc. | +1-781-999-5354 +1-00000000000 | marketing@targetmol.com | United States | 19892 | 58 |
Aladdin Scientific | +1-+1(833)-552-7181 | sales@aladdinsci.com | United States | 52927 | 58 |
Meryer (Shanghai) Chemical Technology Co., Ltd. | 021-61259108 18621169109 | market03@meryer.com | China | 40240 | 62 |
3B Pharmachem (Wuhan) International Co.,Ltd. | 821-50328103-801 18930552037 | 3bsc@sina.com | China | 15848 | 69 |
EMMX Biotechnology LLC | 888-539-0666 | info@emmx.com | United States | 8449 | 60 |
Aikon International Limited | 025-66028182 18112977050 | cfzhang@aikonchem.com | China | 15820 | 58 |
Jinan Yaoyan Pharmaceutical Co., Ltd. | jnyaoyan@163.com | China | 3069 | 58 | |
Nanjing Meihao Pharmaceutical Technology Co., Ltd. | meitaochem@126.com | meitaochem@126.com | China | 19105 | 58 |
Shanghai Kaiwei Chemical Technology Co., Ltd. | 021-58461859 15821823057 | service@aiviche.com | China | 49323 | 58 |
Energy Chemical | 021-58432009 400-005-6266 | marketing1@energy-chemical.com | China | 44844 | 58 |
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