A P2X4 receptor antagonist
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5-BDBD

Item No. 42034

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5-(3-bromophenyl)-1,3-dihydro-2H-benzofuro[3,2-e]-1,4-diazepin-2-one
CAS Number
768404-03-1
Molecular Formula
C17H11BrN2O2
Formula Weight
355.2
Purity
≥98%
Formulation
A solid
Solubility(Learn about Variance in Solubility)
DMSO: Slightly soluble: 0.1-1 mg/mL
SMILES
BrC1=CC=CC(C2=NCC(NC3=C2OC4=CC=CC=C43)=O)=C1
InChi Code
InChI=1S/C17H11BrN2O2/c18-11-5-3-4-10(8-11)15-17-16(20-14(21)9-19-15)12-6-1-2-7-13(12)22-17/h1-8H,9H2,(H,20,21)
InChi Key
NKYMVQPXXTZHSF-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    Cayman Chemical
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    Product Description

    5-BDBD is an antagonist of the purinergic P2X4 receptor (IC50 = 0.75 µM).1 It is selective for P2X4 over P2X1, P2X2a, P2X2b, and P2X7 but does inhibit P2X3 by 35.9% at 10 µM. 5-BDBD (10 µM) decreases field excitatory postsynaptic potential (fEPSP) slopes in rat hippocampal slices. 5-BDBD (28 mg/kg) inhibits nitroglycerin-induced mechanical hyperalgesia in a mouse model of chronic migraine.2 It decreases plasma creatinine and blood urea nitrogen levels, renal tubular necrosis and apoptosis, and renal neutrophil infiltration in a mouse model of ischemia-reperfusion-induced acute kidney injury.3 5-BDBD (1 mg/kg) decreases infarct volume and improves neurological deficits in a mouse model of ischemic stoke induced by middle cerebral artery occlusion (MCAO).4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Coddou, C., Sandoval, R., Hevia, M.J., et al. Characterization of the antagonist actions of 5-BDBD at the rat P2X4 receptor. Neurosci. Lett. 690, 219-224 (2019).

    2. Long, T., He, W., Pan, Q., et al. Microglia P2X4 receptor contributes to central sensitization following recurrent nitroglycerin stimulation. J. Neuroinflammation 15(1), 245 (2018).

    3. Han, S.J., Lovaszi, M., Kim, M., et al. P2X4 receptor exacerbates ischemic AKI and induces renal proximal tubular NLRP3 inflammasome signaling. The FASEB Journal 34(4), 5465-5482 (2020).

    4. Srivastava, P., Cronin, C.G., Scranton, V.L., et al. Neuroprotective and neuro-rehabilitative effects of acute purinergic receptor P2X4 (P2X4R) blockade after ischemic stroke. Exp. Neurol. 329:113308, (2020).