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Merck
CN

SML3839

Danirixin

≥98% (HPLC)

Synonym(s):

3-{4-Chloro-2-hydroxy-3-[(3S)-piperidine-3-sulfonyl]phenyl}-1-(3-fluoro-2-methylphenyl)urea, GSK 1325756, GSK 1325756B, GSK-1325756, GSK-1325756B, GSK1325756, GSK1325756B, N-[4-Chloro-2-hydroxy-3-[(3S)-3-piperidinylsulfonyl]phenyl]-N′-(3-fluoro-2-methylphenyl)urea

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About This Item

Empirical Formula (Hill Notation):
C19H21ClFN3O4S
CAS Number:
954126-98-8
Molecular Weight:
441.90
UNSPSC Code:
51111800
NACRES:
NA.21

Key Documents

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InChI key

NGYNBSHYFOFVLS-LBPRGKRZSA-N

SMILES string

O=C(NC1=CC=C(C(S([C@H]2CCCNC2)(=O)=O)=C1O)Cl)NC3=C(C(F)=CC=C3)C

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear (Warmed)

storage temp.

-10 to -25°C

Quality Level

100

Biochem/physiol Actions

Danirixin (GSK1325756) is an orally active, selective CXC chemokine receptor 2 (CXCR2) antagonist with 78-fold lower affinity toward CXCR1 (CXCR2/CXCR1 IC50 = 12.5/977 nM by competitive binding against 0.225 nM [125I] CXCL8). Danirixin blocks agonist-induced neutrophil CD11b expression in vitro (IC50 = 420/890 nM against induction by 10 nM human CXCL1/rat CXCL2 using rat/human whole blood) and prevents lung neutrophils influx in rats in vivo following aerosol lipopolysaccharide or ozone challenge (ED50 = 1.4 and 16 mg/kg, respectively).
Orally active, selective CXC chemokine receptor 2 (CXCR2) antagonist.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000258760
0000258760
0000277511
0000277512

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Gang Nie et al.
International immunopharmacology, 95, 107153-107153 (2021-03-08)
Breast cancer is the most frequent cancer among females and the second most common cause of cancer deaths worldwide. Tumor-associated macrophages (TAMs) are the most abundant immune cell population in the tumor microenvironment, including breast cancer. Breast cancer stem cells
CXCL-8-dependent and -independent neutrophil activation in COPD: experiences from a pilot study of the CXCR2 antagonist danirixin.
ERJ open research, 6(4), 00583-2020 (2020)
Danirixin: A Reversible and Selective Antagonist of the CXC Chemokine Receptor 2
Journal of Pharmacology and Experimental Therapeutics, 362(2), 338-346 (2017)

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