A0233

AS605240

Name: AS605240
Brand: SIGMA
Price: 153 USD
Availability: InStock

≥98% (HPLC)

Synonym(s):

5-(6-Quinoxalinylmethylene)-2,4-thiazolidinedione

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About This Item

Empirical Formula (Hill Notation):

C₁₂H₇N₃O₂S

CAS Number:

648450-29-7

Molecular Weight:

257.27

MDL number:

MFCD11100415

UNSPSC Code:

12352200

PubChem Substance ID:

329770591

NACRES:

NA.77

Key Documents

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Quality Level

100

assay

≥98% (HPLC)

form

powder

color

, faint red to orange to dark brown

solubility

DMSO: 1 mg/mL, clear (warmed)

storage temp.

2-8°C

SMILES string

O=C1NC(=O)C(\S1)=C\c2ccc3nccnc3c2

InChI

1S/C12H7N3O2S/c16-11-10(18-12(17)15-11)6-7-1-2-8-9(5-7)14-4-3-13-8/h1-6H,(H,15,16,17)/b10-6-

InChI key

SQWZFLMPDUSYGV-POHAHGRESA-N

Related Categories

Bioactive Small Molecule Inhibitors

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Show Differences

1 of 4

This Item	SML0569	SML1268	SML1884
Sigma-Aldrich A0233 AS605240	Sigma-Aldrich SML0569 RO-3306	Sigma-Aldrich SML1268 BQU57	Sigma-Aldrich SML1884 Mitoglitazone
assay ≥98% (HPLC)	assay ≥98% (HPLC)	assay ≥98% (HPLC)	assay ≥98% (HPLC)
form powder	form powder	form powder	form powder
Quality Level 100	Quality Level 100	Quality Level 100	Quality Level 100
storage temp. 2-8°C	storage temp. 2-8°C	storage temp. 2-8°C	storage temp. −20°C
solubility DMSO: 1 mg/mL, clear (warmed)	solubility DMSO: 5 mg/mL, clear	solubility DMSO: 25 mg/mL, clear	solubility DMSO: 20 mg/mL, clear
color , faint red to orange to dark brown	color off-white to brown	color white to beige	color white to beige

Application

AS605240 has been used:

as a phosphatidylinositol 3-kinase (PI3K) inhibitor to study its effect on Rab5-positive early endosome (EE) vesicles.[1]
as a (PI3K) inhibitor to treat splenocytes for graft-versus-host disease (GVHD) induction.[2]
as a class 1A PI3K inhibitor to treat CD4⁺ T cells.[3]

Biochem/physiol Actions

AS605240 inhibits human recombinant phosphatidylinositol 3-kinase (PI3K) γ, α, β, and δ by competing with adenosine triphosphate (ATP).[4] It plays a role in protecting injury following ischemic stroke. AS605240 also inhibits the activation of astrocytes under the influence of Interleukin-6 (IL-6) and its soluble receptor (sIL-6R).[5] It reduces collagen deposition and prevents lung inflammation. AS605240 also inhibits the increase of tumor necrosis factor-α (TNF-α) and interleukin-1β (IL-1β) expression instigated by bleomycin. It is effective in preventing pulmonary fibrosis by inhibiting the transforming growth factor β1 (TGF-β1) and T lymphocytes infiltration into lungs.[4]

AS605240 is a potent and selective PI3Kγ inhibitor.

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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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A blockade of PI3Kγ signaling effectively mitigates angiotensin II-induced renal injury and fibrosis in a mouse model.

Xinyi Yu et al.

Scientific reports, 8(1), 10988-10988 (2018-07-22)

Chronic kidney disease (CKD) poses a formidable challenge for public healthcare worldwide as vast majority of patients with CKD are also at risk of accelerated cardiovascular disease and death. Renal fibrosis is the common manifestation of CKD that usually leads

Inhibition of PI3Kγ by AS605240 Protects tMCAO Mice by Attenuating Pro-Inflammatory Signaling and Cytokine Release in Reactive Astrocytes.

Sen Shang et al.

Neuroscience, 415, 107-120 (2019-06-14)

The intense and prolonged inflammatory response after ischemic stroke significantly contributes to the secondary neural injury. PI3Kγ, which is involved in the regulation of vascular permeability, chemotactic leukocyte migration and microglia activation, is a key target for intervention in the

Small Molecules for Early Endosome-Specific Patch Clamping.

Cheng-Chang Chen et al.

Cell chemical biology, 24(7), 907-916 (2017-07-22)

To resolve the subcellular distribution of endolysosomal ion channels, we have established a novel experimental approach to selectively patch clamp Rab5 positive early endosomes (EE) versus Rab7/LAMP1-positive late endosomes/lysosomes (LE/LY). To functionally characterize ion channels in endolysosomal membranes with the patch-clamp

A phosphoinositide 3-kinase-gamma inhibitor, AS605240 prevents bleomycin-induced pulmonary fibrosis in rats.

Xin Wei et al.

Biochemical and biophysical research communications, 397(2), 311-317 (2010-06-01)

Phosphoinositide 3-kinase-gamma (PI3Kgamma) has been identified to play the critical roles in inflammatory cells activation and recruitment in multiply inflammatory diseases and it promised to be a prospective target for relevant inflammatory diseases therapy. AS605240, a selective PI3Kgamma inhibitor, has

PI3Kγ controls leukocyte recruitment, tissue injury, and lethality in a model of graft-versus-host disease in mice.

Marina G M Castor et al.

Journal of leukocyte biology, 89(6), 955-964 (2011-03-16)

PI(3)Kγ is thought to mediate leukocyte migration to injured tissues and may be important in the pathogenesis of various T-lymphocyte-dependent pathologies, including autoimmune and inflammatory diseases. The present study evaluated the relevance of PI(3)Kγ in donor cells for the pathogenesis

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AS605240