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Merck

5.00526

NOX Inhibitor VII, Thr101

Synonym(s):

NOX Inhibitor VII, Thr101, NADPH Oxidase Inhibitor VII, 6-Fluoro-2- o-tolylbenzo[d]isothiazol-3(2H)-one, 6-Fluoro-2-(2-methylphenyl)-1,2-benzothiazol-3(2H)-one

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About This Item

Empirical Formula (Hill Notation):
C14H10FNOS
CAS Number:
Molecular Weight:
259.30
MDL number:
UNSPSC Code:
12352200
NACRES:
NA.77
Assay:
≥98% (HPLC)
Form:
powder
Storage condition:
OK to freeze, protect from light
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assay

≥98% (HPLC)

Quality Segment

form

powder

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze, protect from light

color

light brown

solubility

DMSO: 50 mg/mL

storage temp.

2-8°C

SMILES string

Fc1cc2c(cc1)C(=O)N(S2)c3c(cccc3)C

InChI key

BUIZTXXZBDUOCR-UHFFFAOYSA-N

General description

A cell-permeable, selenium-to-sulfur substituted Ebselen derivative that exhibits similar NOX2 inhibitory activity as Ebselen by blocking p22phox c-terminal PRD (proline-rich domain) and p47phoxbis-SH3 interaction. Although less potent than Ebselen in cell-free p22phox PRD-p47phoxbis-SH3 binding (IC50 = 4 vs. 0.3 µM) and NOX2 activity (IC50 = 4 vs. 0.6 µM) assays, Thr101 is more potent and NOX2-selective than Ebselen in cell-based assays (Thr101 IC50 /Ebselen IC50 = 0.3/0.5, 3/0.15, 8/no inhibition, 8/0.7 µM, respectively, against NOX2, NOX1, NOX4, and NOX5) and exhibits no glutathione peroxidase activity.Please note that the molecular weight for this compound is batch-specific due to variable water content. Please refer to the vial label or the certificate of analysis for the batch-specific molecular weight. The molecular weight provided represents the baseline molecular weight without water.

Biochem/physiol Actions

Cell permeable: yes
Primary Target
blocks p22phox c-terminal PRD (proline-rich domain) and p47phoxbis-SH3 interaction

Packaging

Packaged under inert gas

Preparation Note

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

Other Notes

Smith, S.M.E., et al. 2012. Chem. Biol.19, 752.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Toxicity: Standard Handling (A)


Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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