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W105

S(−)-Willardiine

solid

Synonym(s):

S(−)-α-Amino--3,4-dihydro-2,4-dioxo-1(2H)-pyrimidinepropanoic acid

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About This Item

Empirical Formula (Hill Notation):
C7H9N3O4
CAS Number:
21416-43-3
Molecular Weight:
199.16
UNSPSC Code:
12352200
PubChem Substance ID:
24278009
MDL number:
MFCD00153879
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form

solid

color

white

solubility

0.1 M NaOH: 7.2 mg/mL, DMSO: insoluble, H2O: insoluble, ethanol: insoluble

SMILES string

[H]C1=CN(C[C@H](N)C(O)=O)C(=O)NC1=O

Gene Information

human ... GRIA1(2890), GRIA2(2891), GRIA3(2892), GRIA4(2893), GRIK1(2897), GRIK2(2898), GRIK3(2899), GRIK4(2900), GRIK5(2901)

Biochem/physiol Actions

AMPA/kainate glutamate receptor agonist.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
100K4605

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N K Thomas et al.
Neuropharmacology, 37(10-11), 1223-1237 (1998-12-16)
The objectives of this study, conducted on neonatal rat spinal cord and dorsal roots in vitro, were to characterise the actions of a range of willardiine analogues on GluR5-containing kainate receptors present in dorsal roots, to determine whether GluR5-containing receptors
Nigel P Dolman et al.
Journal of medicinal chemistry, 50(7), 1558-1570 (2007-03-14)
Some N3-substituted analogues of willardiine such as 11 and 13 are selective kainate receptor antagonists. In an attempt to improve the potency and selectivity for kainate receptors, a range of analogues of 11 and 13 were synthesized with 5-substituents on
Kimberly A Mankiewicz et al.
Biochemistry, 47(1), 398-404 (2007-12-18)
Alpha-amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid (AMPA) receptors, one subtype in the family of ionotropic glutamate receptors, are the main receptors responsible for excitatory signaling in the mammalian central nervous system. Previous studies utilitizing the isolated ligand binding domain of these receptors have provided
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