4H-Thiopyran-4-one,tetrahydro-3,5-bis[(4-nitrophenyl)methylene]-1,1-dioxide

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4H-Thiopyran-4-one,tetrahydro-3,5-bis[(4-nitrophenyl)methylene]-1,1-dioxide manufacturers

4H-Thiopyran-4-one,tetrahydro-3,5-bis[(4-nitrophenyl)methylene]-1,1-dioxide Basic information
Product Name:4H-Thiopyran-4-one,tetrahydro-3,5-bis[(4-nitrophenyl)methylene]-1,1-dioxide
Synonyms:4H-Thiopyran-4-one,tetrahydro-3,5-bis[(4-nitrophenyl)methylene]-1,1-dioxide;NSC-144303;Ubiquitin Isopeptidase Inhibitor I;Ubiquitin Isopeptidase Inhibitor I, G5;G5, Ubiquitin Isopeptidase Inhibitor I;Ubiquitin Isopeptidase-IN-G5;Ubiquitin Isopeptidase Inhibitor I, G5 (NSC144303);Ubiquitin Isopeptidase Inhibitor I, G5,Ubiquitin Isopeptidase Inhibitor I, G-5
CAS:108477-18-5
MF:C19H14N2O7S
MW:414.39
EINECS:
Product Categories:
Mol File:108477-18-5.mol
4H-Thiopyran-4-one,tetrahydro-3,5-bis[(4-nitrophenyl)methylene]-1,1-dioxide Structure
4H-Thiopyran-4-one,tetrahydro-3,5-bis[(4-nitrophenyl)methylene]-1,1-dioxide Chemical Properties
Melting point 233.5-234.5 °C
Boiling point 693.0±55.0 °C(Predicted)
density 1.541±0.06 g/cm3(Predicted)
storage temp. Store at -20°C,unstable in solution, ready to use.
solubility ≤15mg/ml in DMSO;1mg/ml in dimethyl formamide
form crystalline solid
color Light yellow to yellow
Safety Information
WGK Germany WGK 2
Storage Class11 - Combustible Solids
MSDS Information
4H-Thiopyran-4-one,tetrahydro-3,5-bis[(4-nitrophenyl)methylene]-1,1-dioxide Usage And Synthesis
DescriptionUbiquitin isopeptidase inhibitor I induces caspase activation and apoptosis (IC50 = ~1.7 μM) through a Bcl-2-dependent and apoptosome-independent mitochondrial pathway that selectively inhibits ubiquitin isopeptidase activity (IC50 = ~30 μM). It has also been shown to induce necrosis in apoptosis-resistant DKO cells.
UsesUbiquitin Isopeptidase Inhibitor I, G5 is a cell-permeable cross-conjugated unsaturated dienone compound.
in vitroubiquitin isopeptidase inhibitor i targeted the ubiquitinproteasome system via inhibiting the ubiquitin isopeptidases. ubiquitin isopeptidase inhibitor i could induce a rather unique apoptotic pathway, including a bcl-2-dependent but apoptosome-independent mitochondrial pathway with upregulation of the bh3-only protein noxa, stabilization of the inhibitor of apoptosis antagonist smac, but also the involvement of the death receptor pathway. moreover, the treatment of ubiquitin isopeptidase inhibitor i to cell extracts obtained from e1a cells did not inhibit the proteolytic activity of the proteasome, whereas mg-132 potently inhibited the cleavage of the llvy-amc substrate. in addition, noxa induction by ubiquitin isopeptidase inhibitor i could be inhibited by the specific rnai oligos efficiently. when apoptosis was scored, it was found that down-regulation of noxa was able to inhibit but did not suppress apoptosis and caspase activation in response to ubiquitin isopeptidase inhibitor i treatment [1].
IC 50~30 μm
storageStore at -20°C
references[1] e. aleo, c. j. henderson, a. fontanini, et al. identification of new compounds that trigger apoptosome-independent caspase activation and apoptosis. cancer research 66(18), 9235-9244 (2006).
4H-Thiopyran-4-one,tetrahydro-3,5-bis[(4-nitrophenyl)methylene]-1,1-dioxide Preparation Products And Raw materials
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