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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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
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
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
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
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
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