L0258
L-701,324
≥98% (HPLC), solid
Synonym(s):
7-Chloro-4-hydroxy-3-(3-phenoxy)phenylquinolin-2[1H]-one
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About This Item
Empirical Formula (Hill Notation):
C21H14ClNO3
CAS Number:
Molecular Weight:
363.79
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
Recommended Products
Assay
≥98% (HPLC)
form
solid
solubility
DMSO: 36.4 mg/mL
SMILES string
OC1=C(C(=O)Nc2cc(Cl)ccc12)c3cccc(Oc4ccccc4)c3
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)
InChI key
FLVRDMUHUXVRET-UHFFFAOYSA-N
Gene Information
human ... GRIN1(2902)
rat ... Grin1(24408) , Grin2a(24409)
Biochem/physiol Actions
L-701,324 is a high affinity, selective antagonist at the glycine site of the NMDA glutamate receptor. L-701,324 is a potent, active anticonvulsant with a reduced propensity to activate mesolimbic dopaminergic systems in rodents.
Features and Benefits
This compound is a featured product for Neuroscience research. Click here to discover more featured Neuroscience products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
This compound is featured on the Glutamate Receptors (Ion Channel Family) page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.
Legal Information
Manufactured and sold under license from Merck & Co., Inc., Kenilworth, NJ, U.S. U.S. Patent No. 5,348,962.
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Rogério Panizzutti et al.
Neuroscience letters, 380(1-2), 111-115 (2005-04-28)
d-Serine has been proposed as an endogenous modulator at the co-agonist glycine-binding site of N-methyl-d-aspartate (NMDA) receptors. There is still some debate as to whether this site is saturated in vivo, but it seems likely that this depends on regional
L J Bristow et al.
The Journal of pharmacology and experimental therapeutics, 279(2), 492-501 (1996-11-01)
The anticonvulsant and behavioral profile of the glycine/N-methyl-D-aspartate receptor antagonist L-701,324 [7-chloro-4-hydroxy-3-(3-phenoxy)phenyl-2(H)quinolone] has been examined in rodents. In mice, L-701,324 protected against seizures induced by N-methyl-DL-aspartate (ED50 = 3,4 mg/kg i.v.), pentylenetetrazol (ED50 = 2.8 mg/kg i.v.) and electroshock (ED50
Piotr Wlaź et al.
Pharmacological reports : PR, 63(5), 1231-1234 (2011-12-20)
The anticonvulsant effects of D-cycloserine, which is a partial agonist of the glycine/N-methyl-D-aspartate (NMDA) receptor, and L-701,324, which is a selective and potent antagonist that acts at the glycine site, were studied in electroshock-induced seizures in mice. Glycine, which is
Nobuhisa Kanahara et al.
Psychopharmacology, 198(3), 363-374 (2008-04-26)
Several agents that stimulate the glycine site of N-methyl-D: -aspartate (NMDA) receptors have been reported to moderately improve both negative symptoms and cognitive dysfunctions in patients with schizophrenia. However, differences in efficacy have also been reported, and further comparative pharmacological
F Alén et al.
Neuroscience, 158(2), 465-473 (2008-11-04)
The endocannabinoid system is a neuromodulatory system which controls the release of multiple neurotransmitters, including glutamate and both, the endocannabinoid and glutamatergic systems, have been implicated in alcohol relapse. Cannabinoid agonists induce an increase in relapse-like drinking whereas glutamate receptor
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