ChemicalBook >> CAS DataBase List >>4H-Thiopyran-4-one,tetrahydro-3,5-bis[(4-nitrophenyl)methylene]-1,1-dioxide

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

CAS No.
108477-18-5
Chemical Name:
4H-Thiopyran-4-one,tetrahydro-3,5-bis[(4-nitrophenyl)methylene]-1,1-dioxide
Synonyms
NSC-144303;Ubiquitin Isopeptidase-IN-G5;Ubiquitin Isopeptidase Inhibitor I;G5, Ubiquitin Isopeptidase Inhibitor I;Ubiquitin Isopeptidase Inhibitor I, G5;3,5-bis((4-Nitrophenyl)methylene)-1,1-dioxide;tetrahydro-3,5-bis[(4-nitrophenyl)methylene]-4H-t;Ubiquitin Isopeptidase Inhibitor I, G5 (NSC144303);3,5-Bis(4-nitrobenzylidene)tetrahydro-4H-thiopyran-4-one 1,1-dioxide;4H-Thiopyran-4-one,tetrahydro-3,5-bis[(4-nitrophenyl)methylene]-1,1-dioxide
CBNumber:
CB22489683
Molecular Formula:
C19H14N2O7S
Molecular Weight:
414.39
MDL Number:
MFCD28138111
MOL File:
108477-18-5.mol
MSDS File:
SDS
Last updated:2023-06-30 15:45:59

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

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H335
Precautionary statements  P261-P305+P351+P338

4H-Thiopyran-4-one,tetrahydro-3,5-bis[(4-nitrophenyl)methylene]-1,1-dioxide price More Price(12)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 662125 Ubiquitin Isopeptidase Inhibitor I, G5 - CAS 108477-18-5 - Calbiochem 108477-18-5 10MG $303 2024-03-01 Buy
Cayman Chemical 21006 Ubiquitin Isopeptidase Inhibitor I ≥98% 108477-18-5 5mg $97 2024-03-01 Buy
Cayman Chemical 21006 Ubiquitin Isopeptidase Inhibitor I ≥98% 108477-18-5 10mg $175 2024-03-01 Buy
Cayman Chemical 21006 Ubiquitin Isopeptidase Inhibitor I ≥98% 108477-18-5 25mg $360 2024-03-01 Buy
TRC U700503 UbiquitinIsopeptidaseInhibitorI,G5 108477-18-5 10mg $210 2021-12-16 Buy
Product number Packaging Price Buy
662125 10MG $303 Buy
21006 5mg $97 Buy
21006 10mg $175 Buy
21006 25mg $360 Buy
U700503 10mg $210 Buy

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

Description

Ubiquitin 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.

Uses

Ubiquitin Isopeptidase Inhibitor I, G5 is a cell-permeable cross-conjugated unsaturated dienone compound.

in vitro

ubiquitin 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

storage

Store 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

Raw materials

Preparation Products

Global( 43)Suppliers
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Alpha Biopharmaceuticals Co., Ltd
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View Lastest Price from 4H-Thiopyran-4-one,tetrahydro-3,5-bis[(4-nitrophenyl)methylene]-1,1-dioxide manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
4H-Thiopyran-4-one,tetrahydro-3,5-bis[(4-nitrophenyl)methylene]-1,1-dioxide pictures 2019-12-24 4H-Thiopyran-4-one,tetrahydro-3,5-bis[(4-nitrophenyl)methylene]-1,1-dioxide
108477-18-5
US $1.00 / g 1g 99.99% 200kg Career Henan Chemical Co
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 3,5-bis((4-Nitrophenyl)methylene)-1,1-dioxide 3,5-Bis[(4-nitrophenyl)methylene]-2,3,5,6-tetrahydro-4H-thiopyran-4-one-1,1-dioxide tetrahydro-3,5-bis[(4-nitrophenyl)methylene]-4H-t 3,5-Bis(4-nitrobenzylidene)tetrahydro-4H-thiopyran-4-one 1,1-dioxide 108477-18-5 C19H14N2O7S