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S3567

Sigma-Aldrich

SB 415286

≥98% (HPLC)

Sinónimos:

3-[(3-Chloro-4-hydroxyphenyl)­amino]-4-(2-nitrophenyl)-1H-pyrrol-2,5-dione

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About This Item

Fórmula empírica (notación de Hill):
C16H10N3O5Cl
Número de CAS:
264218-23-7
Peso molecular:
359.72
Número MDL:
MFCD04039789
Código UNSPSC:
12352200
ID de la sustancia en PubChem:
24278412
NACRES:
NA.77

Nivel de calidad

100

Ensayo

≥98% (HPLC)

color

yellow to orange

solubilidad

DMSO: 5 mg/mL, clear
H2O: insoluble

emisor

GlaxoSmithKline

temp. de almacenamiento

−20°C

cadena SMILES

Oc1ccc(NC2=C(C(=O)NC2=O)c3ccccc3[N+]([O-])=O)cc1Cl

InChI

1S/C16H10ClN3O5/c17-10-7-8(5-6-12(10)21)18-14-13(15(22)19-16(14)23)9-3-1-2-4-11(9)20(24)25/h1-7,21H,(H2,18,19,22,23)

Clave InChI

PQCXVIPXISBFPN-UHFFFAOYSA-N

Información sobre el gen

human ... GSK3A(2931) , GSK3B(2932)

Aplicación

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

Acciones bioquímicas o fisiológicas

Glycogen synthase kinase-3 (GSK-3) inhibitor.
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.

Características y beneficios

This compound is featured on the GSK-3 and PKB/Akt pages of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.
This compound was developed by GlaxoSmithKline. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Información legal

Sold for research purposes under agreement from GlaxoSmithKline.

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

dust mask type N95 (US), Eyeshields, Gloves

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Certificados de análisis (COA)

Lot/Batch Number
0000188038
0000188038
0000142015
0000098528
0000102140

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Daniela Hulcová et al.
Molecules (Basel, Switzerland), 23(4) (2018-03-22)
Glycogen synthase kinase-3β (GSK-3β) is a multifunctional serine/threonine protein kinase that was originally identified as an enzyme involved in the control of glycogen metabolism. It plays a key role in diverse physiological processes including metabolism, the cell cycle, and gene
Katrina MacAulay et al.
European journal of biochemistry, 270(18), 3829-3838 (2003-09-03)
Glycogen synthase kinase 3 (GSK3) is inactivated by insulin and lithium and, like insulin, Li also activates glycogen synthase (GS) via inhibition of GSK3. Li also mimics insulin's ability to stimulate glucose transport (GT), an observation that has led to
Hye Ree Yoon et al.
International journal of molecular sciences, 21(18) (2020-09-23)
Dual-specificity tyrosine phosphorylation-regulated kinase 1A (DYRK1A) is a protein kinase with diverse functions in cell regulation. Abnormal expression and activity of DYRK1A contribute to numerous human malignancies, Down syndrome, and Alzheimer's disease. Notably, DYRK1A has been proposed as a potential
Brendan J R Whittle et al.
British journal of pharmacology, 147(5), 575-582 (2005-11-30)
The effects of the inhibitors of glycogen synthase kinase-3beta (GSK-3beta), TDZD-8 and SB 415286, which can substantially reduce the systemic inflammation associated with endotoxic shock in vivo, have now been investigated on the acute colitis provoked by trinitrobenzene sulphonic acid
Jorge-Tonatiuh Ayala-Sumuano et al.
Scientific reports, 1, 178-178 (2012-02-23)
Adipogenesis is regulated by a complex cascade of transcriptional factors, but little is known about the early events that regulate the adipogenic program. Here, we report the role of the srebf1a gene in the differentiation of fibroblastic 3T3-F442A cells. We
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