L-689,560 - ≥99%(HPLC), high purity , CAS No.139051-78-8, Antagonist of GluN1;Antagonist of GluN2A;Antagonist of GluN2B;Antagonist of GluN2C;Antagonist of GluN2D

Item Number
L287337
Grouped product items
SKUSizeAvailabilityPrice Qty
L287337-1mg
1mg
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Production requires sourcing of materials. We appreciate your patience and understanding.
$44.90
L287337-5mg
5mg
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$157.90
L287337-10mg
10mg
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$201.90
L287337-25mg
25mg
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$588.90
L287337-50mg
50mg
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$846.90
L287337-100mg
100mg
Available within 8-12 weeks(?)
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$1,485.90

Highly potent NMDA antagonist

Basic Description

SynonymsAKOS030228809 | BRD-A28422058-001-01-0 | HMS3266P09 | SCHEMBL1993880 | L-689,560 | 4-[[anilino(oxo)methyl]amino]-5,7-dichloro-1,2,3,4-tetrahydroquinoline-2-carboxylic acid | 5,7-dichloro-4-(phenylcarbamoylamino)-1,2,3,4-tetrahydroquinoline-2-carboxylic ac
Specifications & PurityMoligand™, ≥99%(HPLC)
Biochemical and Physiological MechanismsVery potent antagonist at the glycine-NMDA site.
Storage TempRoom temperature
Shipped InNormal
GradeMoligand™
Action TypeANTAGONIST
Mechanism of actionAntagonist of GluN1;Antagonist of GluN2A;Antagonist of GluN2B;Antagonist of GluN2C;Antagonist of GluN2D
Product Description

L-689560 is a potent N-methyl-D-aspartate (NMDA) receptor antagonist that inhibits GluN1 glycine binding sites. L-689560 is widely used as a radiolabeling ligand in binding studies, as well as to study the role of NMDA receptors in normal nervous system processes and diseases

Associated Targets(Human)

GRIN1 Tclin Glutamate receptor ionotropic, NMDA 1 (1 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
GRIN2A Tclin Glutamate receptor ionotropic, NMDA 2A (0 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
GRIN2B Tclin Glutamate receptor ionotropic, NMDA 2B (0 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
GRIN2C Tclin Glutamate receptor ionotropic, NMDA 2C (0 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
GRIN2D Tclin Glutamate receptor ionotropic, NMDA 2D (0 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Names and Identifiers

IUPAC Name 5,7-dichloro-4-(phenylcarbamoylamino)-1,2,3,4-tetrahydroquinoline-2-carboxylic acid
INCHI InChI=1S/C17H15Cl2N3O3/c18-9-6-11(19)15-12(7-9)21-14(16(23)24)8-13(15)22-17(25)20-10-4-2-1-3-5-10/h1-7,13-14,21H,8H2,(H,23,24)(H2,20,22,25)
InChi Key UCKHICKHGAOGAP-UHFFFAOYSA-N
Canonical SMILES C1C(C2=C(C=C(C=C2Cl)Cl)NC1C(=O)O)NC(=O)NC3=CC=CC=C3
Isomeric SMILES C1C(C2=C(C=C(C=C2Cl)Cl)NC1C(=O)O)NC(=O)NC3=CC=CC=C3
PubChem CID 4267713
Molecular Weight 380.23

Certificates

Certificate of Analysis(COA)

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Chemical and Physical Properties

SolubilitySolvent:DMSO, Max Conc. mg/mL: 9.51, Max Conc. mM: 25; Solvent:ethanol, Max Conc. mg/mL: 38.02, Max Conc. mM: 100

Related Documents

References

1. Leeson PD, Carling RW, Moore KW, Moseley AM, Smith JD, Stevenson G, Chan T, Baker R, Foster AC, Grimwood S et al..  (1992)  4-Amido-2-carboxytetrahydroquinolines. Structure-activity relationships for antagonism at the glycine site of the NMDA receptor..  J Med Chem,  35  (11): (1954-68).  [PMID:1534584] [10.1021/op500134e]

Solution Calculators