648450-29-7

Basic information

• Product Name: 5-(6-Quinoxalinylmethylene)-2,4-thiazolidinedione
• Synonyms: 5-(6-Quinoxalinylmethylene)-2,4-thiazolidinedione;AS605240;5-(6-Quinoxalinylmethylene)-2,4-thiazolidine-2,4-dione;(E)-5-(quinoxalin-6-ylMethylene)thiazolidine-2,4-dione;2,4-Thiazolidinedione, 5-(6-quinoxalinylMethylene)-;AS-605240(AS 605240);PI 3-Kinase Inhibitor (AS605240) B-0301;(Z)-5-(quinoxalin-6-ylmethylene)thiazolidine-2,4-dione
• CAS NO: 648450-29-7
• Molecular Formula: C12H7N3O2S
• Molecular Weight: 257.27
• Product Categories: API;Inhibitors;Akt;mTOR;PI3K
• Mol File: 648450-29-7.mol
• Article Data: 0

Chemical Properties

• Appearance: , faint red to orange to dark brown/
• Density: 1.553 g/cm³
• Refractive Index: 1.792
• Storage Temp.: 2-8°C
• Solubility: DMSO: soluble1mg/mL, clear (warmed)
• PKA: 6.02±0.20(Predicted)
• CAS DataBase Reference: 5-(6-Quinoxalinylmethylene)-2,4-thiazolidinedione(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(6-Quinoxalinylmethylene)-2,4-thiazolidinedione(648450-29-7)
• EPA Substance Registry System: 5-(6-Quinoxalinylmethylene)-2,4-thiazolidinedione(648450-29-7)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26
• WGK Germany: 3
• Hazardous Substances Data: 648450-29-7(Hazardous Substances Data)

Usage

Uses

AS605240 has been used:as a phosphatidylinositol 3-kinase (PI3K) inhibitor to study its effect on Rab5-positive early endosome (EE) vesicles.as a (PI3K) inhibitor to treat splenocytes for graft-versus-host disease (GVHD) induction.as a class 1A PI3K inhibitor?to treat CD4+?T cells.

Biological Activity

Potent and selective inhibitor of PI 3-kinase γ (PI3K γ ) (IC 50 = 8 nM). Displays 30-fold selectivity over PI3K δ and PI3K β and 7.5-fold selectivity over PI3K α . Suppresses the progression of joint inflammation and damage in both lymphocyte-independent and lymphocyte-dependent mouse models of rheumatoid arthritis. Orally active and ATP-competitive.

Biochem/physiol Actions

AS605240 inhibits human recombinant phosphatidylinositol 3-kinase (PI3K) γ, α, β, and δ by competing with adenosine triphosphate (ATP). 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). 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.

references

[1]. camps m, rückle t, ji h, et al. blockade of pi3kγ suppresses joint inflammation and damage in mouse models of rheumatoid arthritis[j]. nature medicine, 2005, 11(9): 936-943.[2]. marone r, cmiljanovic v, giese b, et al. targeting phosphoinositide 3-kinase—moving towards therapy[j]. biochimica et biophysica acta (bba)-proteins and proteomics, 2008, 1784(1): 159-185.

InChI:InChI=1/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+