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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. 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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Hyuck Joon Kwon et al.
Scientific reports, 6, 39302-39302 (2016-12-23)
Electrical stimulation (ES) is known to guide the development and regeneration of many tissues. However, although preclinical and clinical studies have demonstrated superior effects of ES on cartilage repair, the effects of ES on chondrogenesis remain elusive. Since mesenchyme stem
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
Yun-Ming Tu et al.
Food & function, 8(12), 4336-4346 (2017-09-25)
Circulating levels of free fatty acids (FFAs) are often found to be increased in patients with type 2 diabetes mellitus (T2DM) and metabolic syndrome (MS). High plasma FFA levels may give rise to maladaptive macrophage activation and promote inflammatory responses
Andreas Zech et al.
Oncotarget, 7(49), 80288-80297 (2016-11-20)
Compelling evidences point out a crucial role for extracellular nucleotides such as adenosine triphosphate (ATP) during inflammatory conditions. Once released into the extracellular space, ATP modulates migration, maturation and function of various inflammatory cells via activating of purinergic receptors of
Bing Hu et al.
Iranian journal of basic medical sciences, 21(4), 364-369 (2018-05-26)
P2X4R is expressed in immunocyte and lung tissues. It has been a focus in inflammatory responses recently. This study investigated whether blockage of P2X4R attenuates allergic inflammation by modulating T cell response in ovalbumin-sensitized mice. Ovalbumin was used to sensitize
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