CAS 80937-31-1|Flosulide

Introduction:Basic information about CAS 80937-31-1|Flosulide, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameFlosulide
CAS Number80937-31-1Molecular Weight353.34100
Density1.506g/cm3Boiling Point446.9ºC at 760 mmHg
Molecular FormulaC16H13F2NO4SMelting Point/
MSDS/Flash Point224.1ºC

Names

NameN-[6-(2,4-difluorophenoxy)-1-oxo-2,3-dihydroinden-5-yl]methanesulfonamide
SynonymMore Synonyms

Flosulide BiologicalActivity

DescriptionFlosulide is a potent and selective COX-2 inhibitor, used for the treatment for inflammatory diseases.
Related CatalogResearch Areas >>Inflammation/Immunology
Target

COX-2

In VitroFlosulide (1 nM-100 μM) causes a concentration-dependent and finally complete inhibition of PGE2 production in the OSC-2 cell line, but with no effect on PG formation in the OSC-1 cells. Flosulide completely suppresses mitotic activity of OSC-2 cells, whereas mitotic activity of OSC-1 cells remain unchanged[2].
In VivoIn normovolemic rats, flosulide increases renal plasma flow (RPF) and and glomerular filtration rate (GFR). In hypovolemic rats, flosulide (5-25 mg/kg) reduces RPF and GFR. Flosulide at 5 mg/kg reduces 6-keto-PGF1alpha whereas at 25 mg/kg and after indomethacin at 10 mg/kg a fall in 6-keto-PGF1alpha and TXB2 appeares[1]. Flosulide (0.75 mg/day) significantly reduces proteinuria as compared to aspirin treatment. Plasma protein and albumin levels are significantly lower in the aspirin-treated group than in flosulide-treated rats[3].
Cell AssayThe proliferation of the esophageal tumor cell lines is determined using the cell proliferation kit II. Tumor cells are incubated with flosulide and NS-398 at different concentrations for 48 h in DMEM containing FCS (10%), penicillin (100 units/mL), and streptomycin (0.1 mg/mL). After this time, the XTT labeling mixture is added, followed by 4 h of incubation and measurement of absorbance at 490 nm.
References

[1]. Turull A, et al. Acute effects of the anti-inflammatory cyclooxygenase-2 selective inhibitor, flosulide, on renal plasma flow and glomerular filtration rate in rats. Inflammation. 2001 Apr;25(2):119-28.

[2]. Zimmermann KC, et al. Cyclooxygenase-2 expression in human esophageal carcinoma. Cancer Res. 1999 Jan 1;59(1):198-204.

[3]. Heise G, et al. Different actions of the cyclooxygenase 2 selective inhibitor flosulide in rats with passive Heymann nephritis. Nephron. 1998 Oct;80(2):220-6.

Chemical & Physical Properties

Density1.506g/cm3
Boiling Point446.9ºC at 760 mmHg
Molecular FormulaC16H13F2NO4S
Molecular Weight353.34100
Flash Point224.1ºC
Exact Mass353.05300
PSA80.85000
LogP4.41130
Index of Refraction1.62
InChIKeyCXJONBHNIJFARE-UHFFFAOYSA-N
SMILESCS(=O)(=O)Nc1cc2c(cc1Oc1ccc(F)cc1F)C(=O)CC2
Storage condition2-8℃

Synonyms

n-[6-(2,4-difluorophenoxy)-1-oxo-2,3-dihydro-1h-inden-5-yl]methanesulfonamide
N-[6-(2,4-difluorophenoxy)-2,3-dihydro-1-oxo-1H-inden-5-yl]methanesulfonamide
6-(2,4-difluorophenoxy)-5-methylsulfonylamino-1-indanone
5-methanesulfonamido-6-((2,4-difluorophenyl)oxy)-1-indanone
Flosulida [INN-Spanish]
Flosulidum
N-[6-(2,4-Difluoro-phenoxy)-1-oxo-indan-5-yl]-methanesulfonamide
Flosulidum [INN-Latin]
N-(6-(2,4-Difluorophenoxy)-1-oxo-5-indanyl)methanesulfonamide
Flosulide
Flosulida
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