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L0258

Sigma-Aldrich

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:
142326-59-8
Molecular Weight:
363.79
MDL number:
MFCD00910917
UNSPSC Code:
12352200
PubChem Substance ID:
24278508
NACRES:
NA.77

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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Kenneth W Perry et al.
Neuropharmacology, 55(5), 743-754 (2008-07-08)
Selective inhibitors of the glycine transporter 1 (GlyT1) have been implicated in central nervous system disorders related to hypoglutamatergic function such as schizophrenia. The selective GlyT1 inhibitors ALX5407 (NFPS) and LY2365109 {[2-(4-benzo[1,3]dioxol-5-yl-2-tert-butylphenoxy)ethyl]-methylamino}-acetic acid increased cerebrospinal fluid levels of glycine and
Jennifer E Murray et al.
Psychopharmacology, 213(1), 131-141 (2010-09-23)
Research using a drug discriminated goal-tracking (DGT) task showed that the N-methyl-D: -aspartate (NMDA) channel blocker MK-801 (dizocilpine) reduced the nicotine-evoked conditioned response (CR). Given the unknown mechanism of the effect, Experiment 1 replicated the MK-801 results and included tests
Anton Bespalov et al.
Behavioural pharmacology, 17(4), 295-302 (2006-08-18)
Previous studies suggested that adenosine A1 and A2A receptor agonists counteract behavioral effects of N-methyl-D-aspartate (NMDA) receptor antagonists while adenosine receptor antagonists may produce opposite effects enhancing the actions of NMDA receptor antagonists. To further evaluate the effects of combined
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
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
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