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Merck

SML0421

Sigma-Aldrich

SB265610

≥98% (HPLC)

Sinónimos:

1-(2-Bromophenyl)-3-(4-cyano-1H-benzo[d] [1,2,3]triazol-7-yl)urea, N-(2-Bromophenyl)-N′-(7-cyano-1H-benzotriazol-4-yl)urea, SB 265610

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About This Item

Fórmula empírica (notación de Hill):
C14H9BrN6O
Número de CAS:
Peso molecular:
357.16
MDL number:
UNSPSC Code:
51111800
PubChem Substance ID:
NACRES:
NA.77

Quality Level

assay

≥98% (HPLC)

form

powder

color

white to light brown

solubility

DMSO: 15 mg/mL, clear

storage temp.

2-8°C

SMILES string

Brc1ccccc1NC(=O)Nc2ccc(C#N)c3nn[nH]c23

InChI

1S/C14H9BrN6O/c15-9-3-1-2-4-10(9)17-14(22)18-11-6-5-8(7-16)12-13(11)20-21-19-12/h1-6H,(H2,17,18,22)(H,19,20,21)

InChI key

SEDUMQWZEOMXSO-UHFFFAOYSA-N

Application

SB265610 has been used:
  • as a cysteine-amino acid-cysteine (CXC)-chemokine receptor type 2 (CXCR2) antagonist to study its effects on the binding of chemokine with G-protein coupled receptors (GPCR)
  • as a CX-chemokine receptor type 1 (CXCR1) inhibitor to study its effect on the chemotactic activity of chemokines on inflammatory cells
  • as a CXCR2 antagonist to study its effect on migration of neutrophils to the rat brain

Biochem/physiol Actions

SB265610 is a potent and selective CXCR2 chemokine receptor antagonist. It has a Kd = 2.5 nM.

Features and Benefits

This compound is featured on the Chemokine Receptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


Certificados de análisis (COA)

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Jing Zhao et al.
Scientific reports, 7(1), 16128-16128 (2017-11-25)
The pulsatile nature of blood flow exposes vascular smooth muscle cells (VSMCs) in the vessel wall to cyclic mechanical stretch (CMS), which evokes VSMC proliferation, cell death, phenotypic switching, and migration, leading to vascular remodeling. These responses have been observed
Meirong Du et al.
PloS one, 8(1), e54572-e54572 (2013-01-30)
Recent evidence indicates that CXCR2 signaling is crucial for cancer progression, and its antagonist SB225002 induces apoptosis in Wilms' tumor cells. Here, we investigated the effect of SB225002 on cell cycle progression and apoptosis induction in vitro, using CDDP-sensitive and
Tao Zhang et al.
European journal of immunology, 48(6), 1059-1073 (2018-02-21)
Endometriosis affects women of reproductive age via unclear immunological mechanism(s). Myeloid-derived suppressor cells (MDSCs) are a heterogeneous group of myeloid cells with potent immunosuppressive and angiogenic properties. Here, we found MDSCs significantly increased in the peripheral blood of patients with
Beatriz Martínez-Burgo et al.
Immunology, 157(2), 173-184 (2019-04-24)
Leucocyte recruitment is critical during many acute and chronic inflammatory diseases. Chemokines are key mediators of leucocyte recruitment during the inflammatory response, by signalling through specific chemokine G-protein-coupled receptors (GPCRs). In addition, chemokines interact with cell-surface glycosaminoglycans (GAGs) to generate
Julia Esser-von Bieren et al.
PLoS pathogens, 11(3), e1004778-e1004778 (2015-03-26)
Helminth parasites can cause considerable damage when migrating through host tissues, thus making rapid tissue repair imperative to prevent bleeding and bacterial dissemination particularly during enteric infection. However, how protective type 2 responses targeted against these tissue-disruptive multicellular parasites might

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