A GABAA receptor antagonist
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Bicuculline

Item No. 11727

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
6-[(5S)-5,6,7,8-tetrahydro-6-methyl-1,3-dioxolo[4,5-g]isoquinolin-5-yl]-(6R)-furo[3,4-e]-1,3-benzodioxol-8(6H)-one
CAS Number
485-49-4
Synonyms
  • NSC 32192
Molecular Formula
C20H17NO6
Formula Weight
367.4
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 20 mg/mlDMSO: 10 mg/ml
λmax
221, 296, 323 nm
SMILES
CN1[C@@]([C@@]2([H])C(C=CC3=C4OCO3)=C4C(O2)=O)([H])C5=CC6=C(OCO6)C=C5CC1
InChi Code
InChI=1S/C20H17NO6/c1-21-5-4-10-6-14-15(25-8-24-14)7-12(10)17(21)18-11-2-3-13-19(26-9-23-13)16(11)20(22)27-18/h2-3,6-7,17-18H,4-5,8-9H2,1H3/t17-,18+/m0/s1
InChi Key
IYGYMKDQCDOMRE-ZWKOTPCHSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    50 mg

    $49

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    100 mg

    $93

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    500 mg

    $376

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    Product Description

    Bicuculline is a competitive GABAA receptor antagonist that can act as an allosteric inhibitor at GABAA receptors.1,2 At 100 μM, it blocks spontaneously opening chloride channels in the outside-out patches from the cultured cortical neurons.2 Bicuculline also reversibly blocks GABAA receptors on horizontal cells in the mouse retina with an IC50 value of 1.7 μM.3 By blocking the inhibitory action of GABA, bicuculline mimics the action of epilepsy and is widely used in experimental studies as a convulsant, inducing seizure in hippocampal or cortical neurons in prepared brain slices.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Ueno, S., Bracamontes, J., Zorumski, C., et al. Bicuculline and gabazine are allosteric inhibitors of channel opening of the GABAA receptor. J. Neurosci. 17(2), 625-634 (1997).

    2. Birnir, B., Eghbali, M., Everitt, A.B., et al. Bicuculline, pentobarbital and diazepam modulate spontaneous GABAA channels in rat hippocampal neurons. Br. J. Pharmacol. 131(4), 695-704 (2000).

    3. Feigenspan, A., and Weiler, R. Electrophysiological properties of mouse horizontal cell GABAA receptors. J. Neurophysiol. 92(5), 2789-2801 (2004).

    4. Baram, T.Z., and Snead, O.C., III Bicuculline induced seizures in infant rats: Ontogeny of behavioral and electrocortical phenomena. Brain Res. Dev. Brain Res. 57(2), 291-295 (1990).