An agonist of GluA1 and GluA2
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(S)-(−)-5-Fluorowillardiine (hydrochloride)

Item No. 37372

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
α-amino-5-fluoro-3,4-dihydro-2,4-dioxo-1(2H)-pyrimidinepropanoic acid, monohydrochloride
CAS Number
1321546-70-6
Molecular Formula
C7H8FN3O4 • HCl
Formula Weight
253.6
Purity
≥95%
Formulation
A solid
Solubility(Learn about Variance in Solubility)
Water: Soluble
SMILES
OC([C@@H](N)CN1C(NC(C(F)=C1)=O)=O)=O.Cl
InChi Code
InChI=1S/C7H8FN3O4.ClH/c8-3-1-11(2-4(9)6(13)14)7(15)10-5(3)12;/h1,4H,2,9H2,(H,13,14)(H,10,12,15);1H/t4-;/m0./s1
InChi Key
TXWOAFHJFQTAEW-WCCKRBBISA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    10 mg

    $138

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    50 mg

    $585

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    100 mg

    $963

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    Product Description

    (S)-(−)-5-Fluorowillardiine is an agonist of the ionotropic glutamate receptors GluA1 and GluA2.1 It selectively activates GluA1 and GluA2 over GluA3 and GluA4 in voltage-clamp assays using X. laevis oocytes expressing the flip isoforms of the rat receptors (EC50s = 0.382, 0.463, 20.9, and 11.9 µM, respectively). (S)-(−)-5-Fluorowillardiine induces evoked population spikes in isolated rat CA1 hippocampal slices in an in vitro model of seizure-like activity (EC50 = 0.03-0.08 µM).2 It induces cytotoxicity in primary mouse cortical neurons in a concentration-dependent manner, an effect that can be reversed by the GluA5 antagonist LY293558 or GluK2 antagonist NS-102.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Greenwood, J.R., Mewett, K.N., Allan, R.D., et al. 3-hydroxypyridazine 1-oxides as carboxylate bioisosteres: A new series of subtype-selective AMPA receptor agonists. Neuropharmacology 51(1), 52-59 (2006).

    2. Zhai, J., Zhou, Y.-Y., and Lagrutta, A. Sensitivity, specificity and limitation of in vitro hippocampal slice and neuron-based assays for assessment of drug-induced seizure liability. Toxicol. Appl. Pharmacol. 430, 115725 (2021).

    3. Larm, J.A., Cheung, N.S., and Beart, P.M. (S)-5-fluorowillardiine-mediated neurotoxicity in cultured murine cortical neurones occurs via AMPA and kainate receptors. Eur. J. Pharmacol. 314(1-2), 249-254 (1996).