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L0258

L-701,324

Name: L-701,324
Brand: SIGMA

≥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

NACRES:

NA.77

PubChem Substance ID:

24278508

UNSPSC Code:

12352200

MDL number:

MFCD00910917

Assay:

≥98% (HPLC)

Form:

solid

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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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Neurochemical and behavioral profiling of the selective GlyT1 inhibitors ALX5407 and LY2365109 indicate a preferential action in caudal vs. cortical brain areas.

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

An examination of NMDA receptor contribution to conditioned responding evoked by the conditional stimulus effects of nicotine.

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

Lowered brain stimulation reward thresholds in rats treated with a combination of caffeine and N-methyl-D-aspartate but not alpha-amino-3-hydroxy-5-methyl-4-isoxazole propionate or metabotropic glutamate receptor-5 receptor antagonists.

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

The pharmacological stimulation of NMDA receptors via co-agonist site: an fMRI study in the rat brain.

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

Antiallodynic effects of NMDA glycine(B) antagonists in neuropathic pain: possible peripheral mechanisms.

Thomas Christoph et al.

Brain research, 1048(1-2), 218-227 (2005-06-01)

NMDA receptors are implicated in central sensitisation underlying chronic pain, and NMDA antagonists have a potential for the treatment of neuropathic pain. Functional NMDA receptors are also present on primary afferents, where they may play a role in pro-nociceptive plasticity.

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Global Trade Item Number

SKU	GTIN
L0258-50MG	04061832091648
L0258-10MG	04061832091631

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