ChemicalBook > CAS DataBase List > SB 415286

SB 415286

Product Name
SB 415286
CAS No.
264218-23-7
Chemical Name
SB 415286
Synonyms
CS-228;SB-41528;SB 415286;SB-415286; SB415286;SB 415286 USP/EP/BP;7-L-Alanine-cyclosporin A;3-[(3-CHLORO-4-HYDROXYPHENYL)AMINO]-4-(2-NITROPHENYL)-1H-PYRROL-2,5-DIONE;3-[(3-CHLORO-4-HYDROXYPHENYL)AMINO]-4-(2-NITROPHENYL)-1H-PYRROLE-2,5-DIONE;1H-Pyrrole-2,5-dione, 3-[(3-chloro-4-hydroxyphenyl)aMino]-4-(2-nitrophenyl)-
CBNumber
CB7325007
Molecular Formula
C16H10ClN3O5
Formula Weight
359.72
MOL File
264218-23-7.mol
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SB 415286 Property

Boiling point:
595.8±50.0 °C(Predicted)
Density 
1.647
storage temp. 
-20°C
solubility 
DMSO: 16 mg/mL
form 
Yellow Solid.
pka
6.81±0.60(Predicted)
color 
yellow to orange
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
WGK Germany 
3
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

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
S3567
Product name
SB 415286
Purity
≥98% (HPLC)
Packaging
5mg
Price
$178
Updated
2024/03/01
Sigma-Aldrich
Product number
S3567
Product name
SB 415286
Purity
≥98% (HPLC)
Packaging
25mg
Price
$708
Updated
2024/03/01
Cayman Chemical
Product number
10010247
Product name
SB 415286
Purity
≥98%
Packaging
1mg
Price
$32
Updated
2024/03/01
Cayman Chemical
Product number
10010247
Product name
SB 415286
Purity
≥98%
Packaging
500μg
Price
$21
Updated
2021/12/16
Cayman Chemical
Product number
10010247
Product name
SB 415286
Purity
≥98%
Packaging
5mg
Price
$116
Updated
2024/03/01
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SB 415286 Chemical Properties,Usage,Production

Description

Glycogen synthase kinase 3 (GSK3) is a serine/threonine protein kinase that is inhibited by an assortment of extracellular stimuli such as insulin, growth factors, cell specification factors, and cell adhesion. Its activity regulates many cell functions including the control of cell division, apoptosis, and inflammation. SB-415286 is a potent and selective cell-permeable, ATP-competitive inhibitor of GSK3α with an IC50 value of 78 nM (similar potency for GSK3β) and a Ki value of 31 nM. As a result of GSK3 inhibition, SB-415286 stimulates glycogen synthesis in the Chang human liver cell line with an EC50 value of 2.9 μM. SB-415286 also protects primary neurons from death induced by the PI3-kinase pathway.

Uses

SB 415286 was used to treat neuroblastoma cells and study the effect of GSK-3 inhibition on cell proliferation.

Definition

ChEBI: A member of the class of maleimides carrying 3-chloro-4-hydroxyphenylamino and 2-nitrophenyl substituents at positions 3 and 4 respectively.

Biological Activity

Potent and selective glycogen synthase kinase-3 (GSK-3) inhibitor (K i = 31 nM for GSK-3 α ); competes with ATP. Has minimal activity against 24 other protein kinases (IC 50 > 10 μ M). Stimulates glycogen synthesis, gene transcription and is neuroprotective.

Biochem/physiol Actions

SB 415286 is a small molecule inhibitor of GSK-3 in muscle and fat cells. SB 415286 induces activation of glycogen synthase and regulates the transport glucose. SB 415286 reduces the systemic inflammation induced by endotoxic shock in rat model of acute colitis. It increases the axonal growth and promotes the recovery of injured adult CNS neurons. SB 415289 is implicated in inducing chromosome instability when used as therapeutic agents.

storage

Store at RT

References

selective small molecule inhibitors of glycogen synthase kinase-3 modulate glycogen metabolism and gene transcription. chem biol. 2000 oct;7(10):793-803.selective small-molecule inhibitors of glycogen synthase kinase-3 activity protect primary neurones from death. j neurochem. 2001 apr;77(1):94-102.role of glycogen synthase kinase 3beta in rapamycin-mediated cell cycle regulation and chemosensitivity. cancer res. 2005 mar 1;65(5):1961-72.pharmacologic modulation of glycogen synthase kinase-3beta promotes p53-dependent apoptosis through a direct bax-mediated mitochondrial pathway in colorectal cancer cells. cancer res. 2005 oct 1;65(19):9012-20.glycogen synthase kinase 3 inhibition slows mitochondrial adenine nucleotide transport and regulates voltage-dependent anion channel phosphorylation. circ res. 2008 oct 24;103(9):983-91. doi: 10.1161/circresaha.108.178970. epub 2008 sep 18.glycogen synthase kinase 3β inhibitors protect hippocampal neurons from radiation-induced apoptosis by regulating mdm2-p53 pathway. cell death differ. 2012 mar;19(3):387-96. doi: 10.1038/cdd.2011.94. epub 2011 jul 8.a gsk-3β inhibitor protects against radiation necrosis in mouse brain. int j radiat oncol biol phys. 2014 jul 15;89(4):714-21. doi: 10.1016/j.ijrobp.2014.04.018.

SB 415286 Preparation Products And Raw materials

Raw materials

Preparation Products

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SB 415286 Suppliers

China 74 France 1 Germany 2 India 1 Switzerland 1 United Kingdom 1 United States 22 Global 102
MedChemexpress LLC
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View Lastest Price from SB 415286 manufacturers

Career Henan Chemical Co
Product
SB 415286 264218-23-7
Price
US $1.00/g
Min. Order
1g
Purity
99%
Supply Ability
200kg
Release date
2019-12-26

264218-23-7, SB 415286Related Search:

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  • 3-[(3-CHLORO-4-HYDROXYPHENYL)AMINO]-4-(2-NITROPHENYL)-1H-PYRROL-2,5-DIONE
  • 3-[(3-CHLORO-4-HYDROXYPHENYL)AMINO]-4-(2-NITROPHENYL)-1H-PYRROLE-2,5-DIONE
  • SB 415286
  • 1H-Pyrrole-2,5-dione, 3-[(3-chloro-4-hydroxyphenyl)aMino]-4-(2-nitrophenyl)-
  • SB-415286; SB415286
  • CS-228
  • SB-41528
  • SB 415286 USP/EP/BP
  • 7-L-Alanine-cyclosporin A
  • 264218-23-7
  • C16H10N3O5Cl
  • Kinase/Phosphatase Biology
  • Glycogen Synthase Kinase 3 (GSK3)
  • Serine/Threonine Kinase Inhibitors
  • BioChemical
  • Cell Biology
  • Cell Signaling and Neuroscience
  • Akt
  • mTOR
  • PI3K
  • PI3K/Akt/mTOR
  • Inhibitors
  • Protein Kinase