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Key Documents

SML0959

Sigma-Aldrich

Bis-1,4-(4-methoxybenzenesulfonamidyl)naphthalene

≥98% (HPLC)

Synonym(s):

Compound 16, N,N′-(Naphthalene-1,4-diyl)bis(4-methoxybenzenesulfonamide)

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About This Item

Empirical Formula (Hill Notation):
C24H22N2O6S2
CAS Number:
321694-20-6
Molecular Weight:
498.57
UNSPSC Code:
12352200
NACRES:
NA.77

assay

≥98% (HPLC)

form

powder

color

, white to light yellow to light gray

solubility

DMSO: 20 mg/mL, clear

storage temp.

2-8°C

Biochem/physiol Actions

Bis-1,4-(4-methoxybenzenesulfonamidyl)naphthalene is a non-covalent inhibitor of the interaction between Kelch-like ECH-associated protein 1 (Keap1) and nuclear factor erythroid 2-related factor 2 (Nrf2). The Keap1–Nrf2 protein–protein interaction is considered a critical point of the Keap1–Nrf2–ARE (antioxidant response elements) system that protects cells from oxidative stress. Bis-1,4-(4-methoxybenzenesulfonamidyl)naphthalene prevents Keap1 repression of Nrf2 activation, allowing Nrf2 to initiate antioxidant response element (ARE) to protect the cell. Bis-1,4-(4-methoxybenzenesulfonamidyl)naphthalene has an IC50 of 2.7 micromolar and specifically binds to the Keap1 Kelch-DC domain.

Features and Benefits

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Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

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Irina N Gaisina et al.
Neurochemistry international, 149, 105148-105148 (2021-07-31)
Aspirin is a desired leaving group in prodrugs aimed at treatment of neurodegeneration and other conditions. A library of aspirin derivatives of various scaffolds potentially activating Nrf2 has been tested in Neh2-luc reporter assay which screens for direct Nrf2 protein

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