SB 225002

ChemicalBook > CAS DataBase List > SB 225002

Product Name: SB 225002
CAS No.: 182498-32-4
Chemical Name: SB 225002
Synonyms: SB 225002;SB-225002;SB 225002;SB 225002 USP/EP/BP;SB225002 182498-32-4;SB225002, 10 mM in DMSO;SB 225002, non-peptide CXCR2 antagonist;SB 225002 - CAS 182498-32-4 - Calbiochem;1-(2-bromophenyl)-3-(2-hydroxy-4-nitrophenyl)urea;N-(2-BROMOPHENYL)-N'-(2-HYDROXY-4-NITROPHENYL)UREA;N-(2-HYDROXY-4-NITROPHENYL)-N'-(2-BROMOPHENYL)UREA
CBNumber: CB1455331
Molecular Formula: C13H10BrN3O4
Formula Weight: 352.14
MOL File: 182498-32-4.mol

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SB 225002 Property

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

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Safety

Hazard Codes: Xi
Risk Statements: 36/37/38
Safety Statements: 26
WGK Germany: 3
HS Code: 2921490090

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P405Store locked up.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: SML0716
Product name: SB 225002
Purity: ≥98% (HPLC)
Packaging: 5mg
Price: $119
Updated: 2024/03/01

Sigma-Aldrich

Product number: 559405
Product name: SB 225002
Packaging: 1mg
Price: $113
Updated: 2024/03/01

TCI Chemical

Product number: B6055
Product name: SB 225002
Packaging: 10MG
Price: $163
Updated: 2024/03/01

TCI Chemical

Product number: B6055
Product name: SB 225002
Packaging: 50MG
Price: $541
Updated: 2024/03/01

Alfa Aesar

Product number: J65387
Product name: SB 225002
Packaging: 10mg
Price: $274
Updated: 2023/06/20

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SB 225002 Chemical Properties,Usage,Production

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) 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

SB 225002 Preparation Products And Raw materials

Raw materials

Preparation Products

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SB 225002 Suppliers

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SB 225002

N-(2-HYDROXY-4-NITROPHENYL)-N'-(2-BROMOPHENYL)UREA

N-(2-BROMOPHENYL)-N'-(2-HYDROXY-4-NITROPHENYL)UREA

1-(2-bromophenyl)-3-(2-hydroxy-4-nitrophenyl)urea

SB 225002 - CAS 182498-32-4 - Calbiochem

SB-225002;SB 225002

Urea, N-(2-bromophenyl)-N'-(2-hydroxy-4-nitrophenyl)-

SB 225002 USP/EP/BP

SB225002 182498-32-4

SB 225002, non-peptide CXCR2 antagonist

SB225002, 10 mM in DMSO

182498-32-4

18298-32-4

Inhibitors

A potent, selective, and competitive antagonist of the G-protein coupled receptor CXCR2.

Antineoplastic