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

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

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

Product Name: 1,3-benzoxazol-2-yl 3-benzyl-3H-[1,2,3]triazolo[4,5-d]pyrimidin-7-yl sulfide
CAS No.: 722456-31-7
Chemical Name: 1,3-benzoxazol-2-yl 3-benzyl-3H-[1,2,3]triazolo[4,5-d]pyrimidin-7-yl sulfide
Synonyms: VAS2870;VAS 2870;VAS-2870;VAS2870 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;3H-1,2,3-Triazolo[4,5-d]pyrimidine, 7-(2-benzoxazolylthio)-3-(phenylmethyl)-
CBNumber: CB51977298
Molecular Formula: C18H12N6OS
Formula Weight: 360.39
MOL File: 722456-31-7.mol

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

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.

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Safety

Hazard Codes: Xn
Risk Statements: 22
WGK Germany: 3

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: SML0273
Product name: VAS2870
Purity: ≥97% (HPLC)
Packaging: 5mg
Price: $93.4
Updated: 2024/03/01

Cayman Chemical

Product number: 19205
Product name: VAS2870
Purity: ≥98%
Packaging: 1mg
Price: $32
Updated: 2024/03/01

Cayman Chemical

Product number: 19205
Product name: VAS2870
Purity: ≥98%
Packaging: 5mg
Price: $78
Updated: 2024/03/01

Sigma-Aldrich

Product number: SML0273
Product name: VAS2870
Purity: ≥97% (HPLC)
Packaging: 25mg
Price: $380
Updated: 2024/03/01

Cayman Chemical

Product number: 19205
Product name: VAS2870
Purity: ≥98%
Packaging: 10mg
Price: $120
Updated: 2024/03/01

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1,3-benzoxazol-2-yl 3-benzyl-3H-[1,2,3]triazolo[4,5-d]pyrimidin-7-yl sulfide Chemical Properties,Usage,Production

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

VAS 2870, is a NADPH oxidase (NOX) inhibitor.

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

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

1,3-benzoxazol-2-yl 3-benzyl-3H-[1,2,3]triazolo[4,5-d]pyrimidin-7-yl sulfide Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 1,3-benzoxazol-2-yl 3-benzyl-3H-[1,2,3]triazolo[4,5-d]pyrimidin-7-yl sulfide manufacturers

Career Henan Chemical Co

Product: 1,3-benzoxazol-2-yl 3-benzyl-3H-[1,2,3]triazolo[4,5-d]pyrimidin-7-yl sulfide 722456-31-7
Price: US $1.00/g
Min. Order: 1g
Purity: 99%
Supply Ability: 200kg
Release date: 2019-12-25

722456-31-7, 1,3-benzoxazol-2-yl 3-benzyl-3H-[1,2,3]triazolo[4,5-d]pyrimidin-7-yl sulfideRelated Search:

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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

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VAS 2870

VAS2870

VAS-2870

NOX Inhibitor III, VAS2870

2-(3-benzyl-3H-[1,2,3]triazolo[4,5-d]pyrimidin-7-ylthio)benzo[d]oxazole

NOX Inhibitor III, VAS2870 - CAS 722456-31-7 - Calbiochem

VAS 2870;VAS-2870;VAS2870

3H-1,2,3-Triazolo[4,5-d]pyrimidine, 7-(2-benzoxazolylthio)-3-(phenylmethyl)-

VAS2870 VAS-2870

722456-31-7

722546-31-7

C18H12N6OS