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SML0450

Sigma-Aldrich

5-BDBD

≥98% (HPLC)

Synonym(s):

5-(3-Bromophenyl)-1,3-dihydro-2H-Benzofuro[3,2-e]-1,4-diazepin-2-one

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About This Item

Empirical Formula (Hill Notation):
C17H11BrN2O2
CAS Number:
768404-03-1
Molecular Weight:
355.19
MDL number:
MFCD18086878
UNSPSC Code:
12352200
PubChem Substance ID:
329824730
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 15 mg/mL (clear solution)

storage temp.

2-8°C

SMILES string

Brc1cccc(c1)C2=NCC(=O)Nc3c2oc4ccccc34

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

Biochem/physiol Actions

5-BDBD is a specific inhibitor of P2X4.
5-BDBD is a specific inhibitor of P2X4. The compound inhibits P2X4 currents in CHO cells with an IC50 of 500 nM.
In native tissues, 5-BDBD is considered as a beneficial antagonist to analyze the effect of P2X receptors (P2XRs) subtype P2X4R.

Features and Benefits

This compound is featured on the P2 Receptors: P2X Ion Channel Family page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000427110
0000427109
0000427110
0000427109
0000361573

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Claudio Coddou et al.
Neuroscience letters, 690, 219-224 (2018-10-27)
P2X receptors (P2XRs) are a family of ATP-gated ionic channels that are expressed in numerous excitable and non-excitable cells. Despite the great advance on the structure and function of these receptors in the last decades, there is still lack of
Ting Long et al.
Journal of neuroinflammation, 15(1), 245-245 (2018-09-01)
The mechanism underlying migraine chronification remains unclear. Central sensitization may account for this progression. The microglia P2X4 receptor (P2X4R) plays a pivotal role in the central sensitization of inflammatory and neuropathic pain, but there is no information about P2X4R in
Madiha Khalid et al.
Oncotarget, 8(23), 37278-37290 (2017-04-19)
Extracellular ATP-induced Ca2+ signalling is critical in regulating diverse physiological and disease processes. Emerging evidence suggests high concentrations of extracellular ATP in tumour tissues. In this study, we examined the P2 receptor for ATP-induced Ca2+ signalling in human hepatocellular carcinoma
Pablo Alarcón et al.
Frontiers in veterinary science, 7, 260-260 (2020-06-26)
Non-esterified fatty acids (NEFAs) such as oleic acid (OA) and linoleic acid (LA) are associated with a higher incidence of infectious diseases such as metritis and mastitis during the bovine peripartum. Fatty acids can induce an increase in the release
Julia Hesse et al.
FASEB journal : official publication of the Federation of American Societies for Experimental Biology, 31(7), 3040-3053 (2017-04-02)
Epicardium-derived cells (EPDCs) play a fundamental role in embryonic cardiac development and are reactivated in the adult heart in response to myocardial infarction (MI). In this study, EPDCs from post-MI rat hearts highly expressed the ectoenzyme CD73 and secreted the
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