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MIND4-17

SIGMA/SML2021 - ≥98% (HPLC)

Synonym: 5-Nitro-2-{[5-(phenoxymethyl)-4-phenyl-4H-1,2,4-triazol-3-yl]thio}pyridine

CAS Number: 345989-24-4
Empirical Formula (Hill Notation): C20H15N5O3S
Molecular Weight: 405.43
MDL Number: MFCD01899657
Linear Formula: C20H15N5O3S
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-SML2021-5MG 5 mg
$157.00
1/EA
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45-SML2021-25MG 25 mg
$316.00
1/EA
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assay ≥98% (HPLC)
color white to brown
form powder
InChI 1S/C20H15N5O3S/c26-25(27)16-11-12-19(21-13-16)29-20-23-22-18(14-28-17-9-5-2-6-10-17)24(20)15-7-3-1-4-8-15/h1-13H,14H2
InChI key OZUBDKIROJPQGE-UHFFFAOYSA-N
SMILES string O=[N+]([O-])C(C=C1)=CN=C1SC2=NN=C(COC3=CC=CC=C3)N2C4=CC=CC=C4
solubility DMSO: 2 mg/mL, clear (warmed)
storage temp. 2-8°C
Biochem/physiol Actions: KEAP1 covalent modifier with therapeutic potential for Huntington′s disease by promoting NRF2 activation.
Biochem/physiol Actions: MIND4-17 is a potent NRF2 (nuclear factor erythroid 2-related factor 2) activator that covalently modifies a critical stress-sensor cysteine (C151) in the BTB domain of the E3 ligase substrate adaptor protein Kelch-like ECH-associated protein 1 (KEAP1), the primary negative regulator of NRF2. MIND4-17 induces NRF2 activation responses in neuronal and non-neuronal cultures (effective conc. 0.1-10 μM) of human, mouse, and rat origins. In addition, MIND4-17 effectively reduces endotoxin-induced IL-6 release from WT as well as YAC128 HD mutant mice-derived primary microglia and astrocytes, however, NRF2 induction by MIND4-17 is shown to be compromised in human Huntington′s diseased (HD) relative to non-disesed neural stem cells due to suppressive influence of the expanded CAG repeat mutation on pathway activation.
Purity ≥98% (HPLC)
Storage Temp. 2-8°C
UNSPSC 12352200

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