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Merck
CN

S3567

SB 415286

≥98% (HPLC)

别名:

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

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关于此项目

经验公式(希尔记法):
C16H10N3O5Cl
化学文摘社编号:
分子量:
359.72
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
MDL number:
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InChI key

PQCXVIPXISBFPN-UHFFFAOYSA-N

SMILES string

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)

assay

≥98% (HPLC)

color

yellow to orange

solubility

DMSO: 5 mg/mL, clear, H2O: insoluble

originator

GlaxoSmithKline

storage temp.

−20°C

Quality Level

Gene Information

Application

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

Biochem/physiol Actions

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.

Features and Benefits

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.

Legal Information

Sold for research purposes under agreement from GlaxoSmithKline.

wgk

WGK 3

存储类别

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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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
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
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
Anthony Tighe et al.
BMC cell biology, 8, 34-34 (2007-08-19)
Several mechanisms operate during mitosis to ensure accurate chromosome segregation. However, during tumour evolution these mechanisms go awry resulting in chromosome instability. While several lines of evidence suggest that mutations in adenomatous polyposis coli (APC) may promote chromosome instability, at
Priyanka Sharma et al.
PloS one, 7(11), e49930-e49930 (2012-11-21)
Although significant epidemiological evidence indicates that cigarette smoke exposure increases the incidence and severity of viral infection, the molecular mechanisms behind the increased susceptibility of the respiratory tract to viral pathogens are unclear. Adenoviruses are non-enveloped DNA viruses and important

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