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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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Yucui Jiang et al.
Journal of inflammation research, 14, 2913-2931 (2021-07-10)
Mast cells are well known for their role in inflammatory pain. P2X7 receptor (P2X7R) has attracted much attention due to its prominent role in inflammatory diseases. Salicylates are commonly used anti-inflammatory and analgesic drugs. Until now, little has been known
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
Janice A Layhadi et al.
International journal of molecular sciences, 20(20) (2019-10-18)
Tissues differentially secrete multiple colony stimulating factors under conditions of homeostasis and inflammation, orientating recruited circulating monocytes to differentiate to macrophage with differing functional phenotypes. Here, we investigated ATP-evoked intracellular Ca2+ responses in human macrophage differentiated with macrophage colony-stimulating factor
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
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
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