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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 Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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