VAS 3947 - Moligand™,≥99% , CAS No.869853-70-3

CAS: 869853-70-3 Cat. No.: V651645 Molecular Weight: 310.33 PubChem CID: 7471335

GRADE & PURITY Moligand™, ≥99%

Synonyms

2-((3-benzyl-3H-[1,2,3]triazolo[4,5-d]pyrimidin-7-yl)thio)oxazole | VA-S3947 | VAS3947 | VA S3947

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

VAS 3947, a specific NADPH oxidase (NOX) inhibitor, exerts a potent antiplatelet effect. VAS3947 induces apoptosis independently of anti-NOX activity, via UPR activation, mainly due to aggregation and misfolding of proteins.

In Vitro

VAS3947 consistently inhibits NADPH oxidase activity in low micromolar concentrations, and interferes neither with ROS detection nor with XOD or eNOS activities. VAS3947 (30 µM) does not interfere with xanthine/XOD-derived L012 signals, suggesting this compound is free of antioxidant or scavenging effects relevant to ROS detection. In CaCo-2 cell homogenates, VAS3947 completely blocks NADPH-dependent ROS production with an IC 50 of 12 µM. VAS3947 triggers cell proliferation arrest and death independently of anti-NOX activity. The IC 50 values of the different cell lines ranges from 2.6 ± 0.6 µM for the most sensitive cell line MV-4-11 to 4.9 µM for THP-1, the least sensitive. VAS3947 decreases ROS levels. VAS3947 triggers endoplasmic reticulum (ER) stress and consequent unfolding protein response (UPR). VAS3947 attenuates platelet activation and thrombus formation via a NOX-independent pathway downstream of PKC 3] . MCE has not independently confirmed the accuracy of these methods. They are for reference only. 

In Vivo

NADPH 氧化酶抑制剂 MCE has not independently confirmed the accuracy of these methods. They are for reference only.

Form:Solid

Specifications

Synonyms

2-((3-benzyl-3H-[1, 2, 3]triazolo[4, 5-d]pyrimidin-7-yl)thio)oxazole | VA-S3947 | VAS3947 | VA S3947

Specifications & Purity

Moligand™, ≥99%

Biochemical and Physiological Mechanisms

VAS 3947, a specific NADPH oxidase (NOX) inhibitor, exerts a potent antiplatelet effect. VAS3947 induces apoptosis independently of anti-NOX activity, via UPR activation, mainly due to aggregation and misfolding of proteins.

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Grade

Moligand™

Action Type

INHIBITOR

Purity

≥99%

Names and Identifiers

• Canonical Smiles: C1=CC=C(C=C1)CN2C3=C(C(=NC=N3)SC4=NC=CO4)N=N2
• IUPAC Name: 2-(3-benzyltriazolo[4,5-d]pyrimidin-7-yl)sulfanyl-1,3-oxazole
• InChIKey: JVZDLDFNSCFLPM-UHFFFAOYSA-N
• INCHI: 1S/C14H10N6OS/c1-2-4-10(5-3-1)8-20-12-11(18-19-20)13(17-9-16-12)22-14-15-6-7-21-14/h1-7,9H,8H2
• Isomeric SMILES: C1=CC=C(C=C1)CN2C3=C(C(=NC=N3)SC4=NC=CO4)N=N2
• PubChem CID: 7471335
• MeSH Entry Terms: 3-benzyl-7-(2-oxazolyl)thio-1,2,3-triazolo(4,5-d)pyrimidine;VAS 3947;VAS-3947;VAS3947
• Molecular Weight: 310.33

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organosulfur compounds
    • Class Thioethers
      • Subclass Aryl thioethers

• Kingdom: Organic compounds
• Superclass: Organosulfur compounds
• Class: Thioethers
• Subclass: Aryl thioethers
• Intermediate Tree Nodes: Not available
• Direct Parent: Diarylthioethers
• Alternative Parents: Triazolopyrimidines Pyrimidines and pyrimidine derivatives Benzene and substituted derivatives Triazoles Oxazoles Heteroaromatic compounds Sulfenyl compounds Oxacyclic compounds Azacyclic compounds Organooxygen compounds Organonitrogen compounds Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Diarylthioether - Triazolopyrimidine - Monocyclic benzene moiety - Pyrimidine - Benzenoid - Azole - Oxazole - Heteroaromatic compound - Triazole - 1,2,3-triazole - Oxacycle - Azacycle - Organoheterocyclic compound - Sulfenyl compound - Hydrocarbon derivative - Organooxygen compound - Organic nitrogen compound - Organic oxygen compound - Organonitrogen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as diarylthioethers. These are organosulfur compounds containing a thioether group that is substituted by two aryl groups.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Solubility: DMSO : 100 mg/mL (322.24 mM; Need ultrasonic)
• Molecular Weight: 310.340 g/mol
• XLogP3: 2.500
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 4
• Exact Mass: 310.064 Da
• Monoisotopic Mass: 310.064 Da
• Topological Polar Surface Area: 108.000 Ų
• Heavy Atom Count: 22
• Formal Charge: 0
• Complexity: 369.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1