SB 225002 Chemical Properties

Boiling point:

401.6±45.0 °C(Predicted)

Density 

1.793±0.06 g/cm3(Predicted)

storage temp. 

room temp

solubility 

Soluble to 100mM in DMSO and to 50mM in ethanol

form 

Yellow solid

pka

5.29±0.10(Predicted)

color 

white to beige

Sensitive 

Moisture Sensitive

Stability:

Stable for 1 year from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 3 months.

InChIKey

MQBZVUNNWUIPMK-UHFFFAOYSA-N

CAS DataBase Reference

182498-32-4

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26

WGK Germany 

3

HS Code 

2921490090

SB 225002 Usage And Synthesis

Description

CXCR2 (IL-8RB) is a seven-transmembrane G protein-coupled receptor whose physiological ligands include IL-8 (CXCL8) and growth related oncogene α (Gro-α; CXCL1). IL-8 and Gro-α are pro-inflammatory CXC chemokines that act as chemoattractants, especially for neutrophils, and promote angiogenesis. SB 225002 is a selective non-peptide inhibitor of CXCR2, inhibiting IL-8 binding to CXCR2 with an IC₅₀ value of 22 nM. SB225002 inhibits neutrophil chemotaxis in response to IL-8 in vitro (IC₅₀ = 20 nM) and blocks neutrophil margination induced by IL-8 in vivo (IC₅₀ = 30 nM). Similarly, SB 225002 reduces neutrophil influx, the production of inflammatory mediators, and tissue damage in TNBS-induced colitis in mice.

Uses

SB 225002 is a potent and selective CXCR2 antagonist with the ability to inhibit interleukin IL-8 binding to CXCR2.

Definition

ChEBI: 1-(2-bromophenyl)-3-(2-hydroxy-4-nitrophenyl)urea is a nitrophenol.

Biological Activity

Potent and selective CXCR2 chemokine receptor antagonist (IC 50 = 22 nM) that displays > 150-fold selectivity over CXCR1 receptors. Causes inhibition of IL-8 and GRO α -mediated calcium mobilization in HL60 cells (IC 50 values are 8 and 10 nM respectively). Prevents IL-8-induced neutrophil chemotaxis in vitro and sequestration in vivo . Inhibits HIV replication in lymphocytes and macrophages.

Biochem/physiol Actions

SB-225002 is a potent nonpeptide inhibitor of chemokine receptor CXCR2 with an IC50 of 22 nM for inhibiting interleukin IL-8 binding to CXCR2 and > 150-fold selectivity over CXCR1 receptors. CXCR2 binds many different immune cell chemoattractants. SB-225002 is crucial for cancer progression and is involved in inflammatory diseases like COPD, rheumatoid arthritis, and ulcerative colitis.

storage

Store at RT

References

[1] J R WHITE. Identification of a potent, selective non-peptide CXCR2 antagonist that inhibits interleukin-8-induced neutrophil migration.[J]. The Journal of Biological Chemistry, 1998, 273 17: 10095-10098. DOI:10.1074/jbc.273.17.10095
[2] MEIRONG DU. SB225002 promotes mitotic catastrophe in chemo-sensitive and -resistant ovarian cancer cells independent of p53 status in vitro.[J]. PLoS ONE, 2013: e54572. DOI:10.1371/journal.pone.0054572
[3] XIAO-HUA SHEN . Interleukin-8 prevents oxidative stress-induced human endothelial cell senescence via telomerase activation[J]. International immunopharmacology, 2013, 16 2: Pages 261-267. DOI:10.1016/j.intimp.2013.04.003
[4] B. LANE. Interleukin-8 Stimulates Human Immunodeficiency Virus Type 1 Replication and Is a Potential New Target for Antiretroviral Therapy[J]. Journal of Virology, 2001, 75 1: 8195-8202. DOI:10.1128/jvi.75.17.8195-8202.2001
[5] FENGJIAO WU. CXCR2 is essential for cerebral endothelial activation and leukocyte recruitment during neuroinflammation.[J]. Journal of Neuroinflammation, 2015: 98. DOI:10.1186/s12974-015-0316-6

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