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

Product Name
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
Formula Weight
414.39
MOL File
108477-18-5.mol
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4H-Thiopyran-4-one,tetrahydro-3,5-bis[(4-nitrophenyl)methylene]-1,1-dioxide Property

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
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
662125
Product name
Ubiquitin Isopeptidase Inhibitor I, G5 - CAS 108477-18-5 - Calbiochem
Packaging
10MG
Price
$303
Updated
2024/03/01
Cayman Chemical
Product number
21006
Product name
Ubiquitin Isopeptidase Inhibitor I
Purity
≥98%
Packaging
5mg
Price
$97
Updated
2024/03/01
Cayman Chemical
Product number
21006
Product name
Ubiquitin Isopeptidase Inhibitor I
Purity
≥98%
Packaging
10mg
Price
$175
Updated
2024/03/01
Cayman Chemical
Product number
21006
Product name
Ubiquitin Isopeptidase Inhibitor I
Purity
≥98%
Packaging
25mg
Price
$360
Updated
2024/03/01
TRC
Product number
U700503
Product name
UbiquitinIsopeptidaseInhibitorI,G5
Packaging
10mg
Price
$210
Updated
2021/12/16
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4H-Thiopyran-4-one,tetrahydro-3,5-bis[(4-nitrophenyl)methylene]-1,1-dioxide Chemical Properties,Usage,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

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

Career Henan Chemical Co
Product
4H-Thiopyran-4-one,tetrahydro-3,5-bis[(4-nitrophenyl)methylene]-1,1-dioxide 108477-18-5
Price
US $1.00/g
Min. Order
1g
Purity
99.99%
Supply Ability
200kg
Release date
2019-12-23

108477-18-5, 4H-Thiopyran-4-one,tetrahydro-3,5-bis[(4-nitrophenyl)methylene]-1,1-dioxideRelated Search:


  • 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