| Identification | Back Directory | [Name]
Skepinone-L | [CAS]
1221485-83-1 | [Synonyms]
CBS3830
CS-1010
SKEPINONE
Skepinone-L
Skepinone-L, >=98%
Skepinone-L USP/EP/BP
Skepinone-L (CBS3830)
3-(2,4-difluoroanilino)-9-[(2R)-2,3-dihydroxypropoxy]-5,6-dihydrodibenzo[3,1-[7]annulen-11-one
(R)-2-((2,4-Difluorophenyl)amino)-7-(2,3-dihydroxypropoxy)-10,11-dihydro-5H-dibenzo[a,d][7]ann
(R)-2-((2,4-Difluorophenyl)amino)-7-(2,3-dihydroxypropoxy)-10,11-dihydro-5H-dibenzo[a,d][7]annulen-5-one
2-[(2,4-Difluorophenyl)amino]-7-[(2R)-2,3-dihydroxypropoxy]-10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-one
5H-Dibenzo[a,d]cyclohepten-5-one, 2-[(2,4-difluorophenyl)amino]-7-[(2R)-2,3-dihydroxypropoxy]-10,11-dihydro- | [Molecular Formula]
C24H21F2NO4 | [MDL Number]
MFCD22572738 | [MOL File]
1221485-83-1.mol | [Molecular Weight]
425.425 |
| Chemical Properties | Back Directory | [Melting point ]
130-134°C | [Boiling point ]
629.0±55.0 °C(Predicted) | [density ]
1.384±0.06 g/cm3(Predicted) | [storage temp. ]
2-8°C(protect from light) | [solubility ]
DMSO (Slightly), Methanol (Slightly) | [form ]
Solid | [pka]
13.49±0.20(Predicted) | [color ]
Light Yellow to Yellow |
| Hazard Information | Back Directory | [Description]
Skepinone-L is an ATP-competitive inhibitor of p38 MAPK isoform p38α (IC50s = 5 nM) and p38β (97% inhibition at 1 μM). It has little effect on a range of other kinases, including p38γ and p38δ. Skepinone-L dose-dependently blocks the phosphorylation of heat shock protein 27 (HSP27), a p38 MAPK substrate, in response to stimulation with anisomycin in HeLa cells (IC50 = 25 nM) or TNF-α in THP-1 cells. At 1 μM, it prevents phosphorylation of cytosolic phospholipase A2 in platelets in response to collagen-related peptide or thrombin , blunting platelet secretion and aggregation. | [Uses]
Skepinone-L is a potent and highly selective inhibitor of p38 MAP kinase which impairs platelet activation and thrombus formation. | [target]
p38-MAPK | [References]
[1]. koeberle, s c et al., skepinone-l is a selective p38 mitogen-activated protein kinase inhibitor. nature chemical biology, 2012, 8(2), 141-143. |
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