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ChemicalBook--->CAS DataBase List--->722456-31-7

722456-31-7

722456-31-7 Structure

722456-31-7 Structure
IdentificationBack Directory
[Name]

1,3-benzoxazol-2-yl 3-benzyl-3H-[1,2,3]triazolo[4,5-d]pyrimidin-7-yl sulfide
[CAS]

722456-31-7
[Synonyms]

VAS2870
VAS-2870
VAS 2870
VAS 2870;VAS-2870;VAS2870
NOX Inhibitor III, VAS2870
NOX Inhibitor III, VAS2870 - CAS 722456-31-7 - Calbiochem
2-(3-benzyl-3H-[1,2,3]triazolo[4,5-d]pyrimidin-7-ylthio)benzo[d]oxazole
7-(2-Benzoxazolylthio)-3-(phenylmethyl)-3H-1,2,3-triazolo[4,5-d]pyrimidine
1,3-benzoxazol-2-yl 3-benzyl-3H-[1,2,3]triazolo[4,5-d]pyrimidin-7-yl sulfide
7-(1,3-Benzoxazol-2-ylsulfanyl)-3-benzyl-3H-[1,2,3]triazolo[4,5-d]pyrimidine
3H-1,2,3-Triazolo[4,5-d]pyrimidine, 7-(2-benzoxazolylthio)-3-(phenylmethyl)-
[Molecular Formula]

C18H12N6OS
[MDL Number]

MFCD03407188
[MOL File]

722456-31-7.mol
[Molecular Weight]

360.39
Chemical PropertiesBack Directory
[Boiling point ]

627.0±65.0 °C(Predicted)
[density ]

1.53±0.1 g/cm3(Predicted)
[storage temp. ]

room temp
[solubility ]

DMSO: ≥5mg/mL
[form ]

Tan solid
[pka]

0.85±0.30(Predicted)
[color ]

white to beige
[Stability:]

Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 3 months.
Safety DataBack Directory
[Hazard Codes ]

Xn
[Risk Statements ]

22
[WGK Germany ]

3
Hazard InformationBack Directory
[Description]

VAS-2870 (722456-31-7) is a NAD(P)H oxidase (Nox) inhibitor. Abolishes PDGF-mediated Nox activation and ROS production (100% at 10 μM). Inhibits PMA-induced oxidative burst in HL-60 cells (IC50=2 μM). VAS-2870 enhances TGF-β-induced apoptosis in liver tumor cells.
[Uses]

VAS2870 has been used as a nicotinamide adenine dinucleotide phosphate (NADPH) oxidase (NOX) inhibitor:
  • to study the importance of NOX-derived reactive oxygen species in cytoskeletal organization, proper localization of E-cadherin and cell motility during zebrafish epiboly
  • to study the function of Nox2 and Nox4 in lipopolysaccharide (LPS)-induced intestinal injury in high-fat diet (HFD) fed mice
  • to reduce the reactive oxygen species level and study its influence on inhibiting the induction of trained innate immunity in monocytes

[Uses]

VAS 2870, is a NADPH oxidase (NOX) inhibitor.
[General Description]

A cell-permeable thiotriazolopyrimidine compound that acts as an effective NADPH oxidase (NOX) inhibitor (IC50 = 10.6 μM against NOX activity in human neutrophil lysates) and is widely used for studying NOX-dependent cellular ROS formations in various cultures, including oxLDL-treated HUVEC (complete inhibition at 5 μM), PDGF-induced primary rat VSMC (vascular smooth muscle cells; complete inhibition at 10 μM), as well as aortic sections from spontaneously hypertensive rats (SHRs) (72% inhibition at 10 μM). Also shown to inhibit PDGF-BB-induced murine EB (embryonid body) vacularization (74% inhibition at 50 μM) and improve ACh-induced vasorelaxation of isolated rat aortic rings from both SHRs and non-hypertensive rats ex vivo (by 41.7 and 34.5%, respectively, at 10 μM).
[Biochem/physiol Actions]

VAS2870 is a cell-permeable and specific NADPH oxidase (NOX) inhibitor that effectively suppresses growth factor-mediated ROS liberation in VSMC.
[storage]

Store at +4°C
[References]

1) Freyhaus et al. (2006), Novel Nox inhibitor VAS2870 attenuates PDGF-dependent smooth muscle cell chemotaxis, but not proliferation; Cardiovasc. Res. 71 331 2) Stielow et al. (2006), Novel Nox inhibitor of oxLDL-induced reactive oxygen species formation in human endothelial cells; Biochem. Biophys. Res. Commun. 344 200 3) Sancho et al. (2011), The NADPH oxidase inhibitor VAS2870 impairs cell growth and enhances TGF-β-induced apoptosis of liver tumor cells; Biochem. Pharmacol. 81 917
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