| Identification | Back Directory | [Name]
SB 225002 | [CAS]
182498-32-4 | [Synonyms]
SB 225002
SB-225002;SB 225002
SB 225002 USP/EP/BP
SB 225002 - CAS 182498-32-4 - Calbiochem
1-(2-bromophenyl)-3-(2-hydroxy-4-nitrophenyl)urea
N-(2-HYDROXY-4-NITROPHENYL)-N'-(2-BROMOPHENYL)UREA
N-(2-BROMOPHENYL)-N'-(2-HYDROXY-4-NITROPHENYL)UREA
Urea, N-(2-bromophenyl)-N'-(2-hydroxy-4-nitrophenyl)- | [Molecular Formula]
C13H10BrN3O4 | [MDL Number]
MFCD00954637 | [MOL File]
182498-32-4.mol | [Molecular Weight]
352.14 |
| Chemical Properties | Back Directory | [storage temp. ]
-20°C | [solubility ]
Soluble to 100mM in DMSO and to 50mM in ethanol | [form ]
Yellow solid | [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 |
| Hazard Information | Back Directory | [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.1 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).1 Similarly, SB 225002 reduces neutrophil influx, the production of inflammatory mediators, and tissue damage in TNBS-induced colitis in mice.2 | [Uses]
Potent and selective antagonist of CXCR2 chemokine receptor (IC50=22nM). >150-fold more selective over CXCR1 receptor. Inhibits IL-8- (IC50=8nM) and GROα-mediated (IC50=10nM) calcium mobilisation. Prevents IL-8-induced neutrophil migration. Inhibits HIV replication in lymphocytes and macrophages. | [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 -20°C | [References]
1) White et al. (1998), Identification of a potent, selective non-peptide CXCR2 antagonist that inhibits interleukin-8-induced neutrophil migration; J. Biol. Chem. 273 10095
2) Du et al. (2013) SB225002 Promotes Mitotic Catastrophe in Chemo-Sensitive and -Resistant Ovarian Cancer Cells Independent of p53 Status In Vitro; PLoS One. 8 e54572
3) Shen et al. (2013), Interleukin-8 prevents oxidative stress-induced human endothelial cell senescence via telomerase activation; Int. Immunopharmacol. 16 261
4) Lane et al. (2001), Interleukin-8 Stimulates Human Immunodeficiency Virus Type 1 Replication and Is a Potential New target for Antiretroviral Therapy; J. Virol. 75 8195
5) Wu et al. (2015), CXCR2 is essential for cerebral endothelial activation and leukocyte recruitment during neuroinflammation; J. Neuroinflammation 12 98 |
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