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A8981

Sigma-Aldrich

AS-252424

≥98% (HPLC), solid

Synonym(s):

5-[[5-(4-Fluoro-2-hydroxyphenyl)-2-furanyl]methylene]-2,4-thiazolidinedione

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About This Item

Empirical Formula (Hill Notation):
C14H8FNO4S
CAS Number:
900515-16-4
Molecular Weight:
305.28
MDL number:
MFCD11045281
UNSPSC Code:
12352200
PubChem Substance ID:
329771025

assay

≥98% (HPLC)

form

solid

color

yellow

solubility

DMSO: >20 mg/mL

storage temp.

2-8°C

SMILES string

Oc1cc(F)ccc1-c2ccc(\C=C3\SC(=O)NC3=O)o2

InChI

1S/C14H8FNO4S/c15-7-1-3-9(10(17)5-7)11-4-2-8(20-11)6-12-13(18)16-14(19)21-12/h1-6,17H,(H,16,18,19)/b12-6+

InChI key

OYYVWNDMOQPMGE-WUXMJOGZSA-N

Biochem/physiol Actions

AS-252424 is a potent and selective phosphoinositide 3-kinase PI3Kγ inhibitor with IC50 = 30 nM in a mouse model.

Features and Benefits

This compound is a featured product for Kinase Phosphatase Biology research. Click here to discover more featured Kinase Phosphatase Biology products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
This compound is featured on the Phosphoinositide Kinases page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Storage Class

13 - Non Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Rabea Müller et al.
Frontiers in cellular neuroscience, 7, 24-24 (2013-03-19)
In cells cultured from neocortex of newborn rats, phosphoinositide-3-kinases of class I regulate the DNA synthesis in a subgroup of astroglial cells. We have studied the location of these cells as well as the kinase isoforms which facilitate the S
Enrico Conte et al.
PloS one, 6(10), e24663-e24663 (2011-10-11)
Idiopathic pulmonary fibrosis (IPF) is a progressive fibroproliferative disease characterized by an accumulation of fibroblasts and myofibroblasts in the alveolar wall. Even though the pathogenesis of this fatal disorder remains unclear, transforming growth factor-β (TGF-β)-induced differentiation and proliferation of myofibroblasts
Vincent Pomel et al.
Journal of medicinal chemistry, 49(13), 3857-3871 (2006-06-23)
Class I phosphoinositide 3-kinases (PI3Ks), in particular PI3Kgamma, have become attractive drug targets for inflammatory and autoimmune diseases. Here, we disclose a novel series of furan-2-ylmethylene thiazolidinediones as selective, ATP-competitive PI3Kgamma inhibitors. Structure-based design and X-ray crystallography of complexes formed
Olga Ksionda et al.
PloS one, 13(5), e0193849-e0193849 (2018-05-26)
T cell acute lymphoblastic leukemia (T-ALL) is an aggressive hematologic cancer. Poly-chemotherapy with cytotoxic and genotoxic drugs causes substantial toxicity and more specific therapies targeting the underlying molecular lesions are highly desired. Perturbed Ras signaling is prevalent in T-ALL and
Kaoru Hazeki et al.
PloS one, 6(10), e26836-e26836 (2011-11-05)
Synthetic oligodeoxynucleotides containing unmethylated CpG motifs (CpG) stimulate innate immune responses. Phosphoinositide 3-kinase (PI3K) has been implicated in CpG-induced immune activation; however, its precise role has not yet been clarified. CpG-induced production of IL-10 was dramatically increased in macrophages deficient
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