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Merck

SML0409

STF-083010

≥98% (HPLC)

Synonym(s):

N-[(2-Hydroxy-1-naphthalenyl)methylene]-2-thiophenesulfonamide

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About This Item

Empirical Formula (Hill Notation):
C15H11NO3S2
CAS Number:
307543-71-1
Molecular Weight:
317.38
NACRES:
NA.77
PubChem Substance ID:
329825404
UNSPSC Code:
12352200
MDL number:
MFCD02332975
Assay:
≥98% (HPLC)
Form:
powder
Quality level:
100

Key Documents

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Product Name

STF-083010, ≥98% (HPLC)

InChI

1S/C15H11NO3S2/c17-14-8-7-11-4-1-2-5-12(11)13(14)10-16-21(18,19)15-6-3-9-20-15/h1-10,17H/b16-10+

SMILES string

OC1=C(/C=N/S(C2=CC=CS2)(=O)=O)C3=C(C=CC=C3)C=C1

InChI key

TVIVJHZHPKNDAQ-MHWRWJLKSA-N

assay

≥98% (HPLC)

form

powder

color

light yellow to yellow-green

solubility

DMSO: 5 mg/mL (clear solution)

storage temp.

−20°C

Quality Level

100

Related Categories

Application

STF-083010 has been used:
  • in a study to investigate the potential anti-lipotoxic effect of nicotinamide and to elucidate underlying mechanism(s)
  • as IRE1a inhibitor to study its effect on NOS 2 expression and investigate the underlying mechanisms in proinflammatory gene expression in astrocytes
  • to block endogenous XBP1 cleavage for one hour prior to palmitate exposure in order to examine whether inositol?requiring enzyme 1α (IRE1α ) activation is implicated in palmitate cytotoxicity

Biochem/physiol Actions

STF-083010 is a potent inhibitor of IRE-1 mRNA splicing activity.
STF-083010 is a potent inhibitor of the ER transmembrane protein IRE1, which mediates the unfolded protein response. STF-083010 inhibits IRE1 endonuclease and mRNA splicing activity in response to endopasmic reticulum (ER) stress, but has no affect on the kinase activity of IRE1.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

SML0409-25MG: + SML0409-VAR: + SML0409-5MG: + SML0409-BULK:

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Certificates of Analysis (COA)

Lot/Batch Number
0000144941
0000133235
0000114360
0000114361

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Environmental Control of Astrocyte Pathogenic Activities in CNS Inflammation
Wheeler MA, et al.
Cell, 176(3), 581-596 (2019)
The TLR 4-IRE 1alpha pathway activation contributes to palmitate-elicited lipotoxicity in hepatocytes
Shen C, et al.
Journal of Cellular and Molecular Medicine, 22(7), 3572-3581 (2018)
Nicotinamide protects hepatocytes against palmitate-induced lipotoxicity via SIRT1-dependent autophagy induction
Shen C, et al.
Nutrition Research (New York, N.Y.), 40, 40-47 (2017)
Margaud Iovino et al.
Frontiers in immunology, 14, 1204126-1204126 (2023-09-15)
In obesity, adipose tissue infiltrating macrophages acquire a unique pro-inflammatory polarization, thereby playing a key role in the development of chronic inflammation and Type 2 diabetes. Increased saturated fatty acids (SFAs) levels have been proposed to drive this specific polarization.
Carley J S Heck et al.
Molecular pharmacology, 95(2), 183-195 (2018-11-18)
Efavirenz (EFV), a widely used antiretroviral drug, is associated with idiosyncratic hepatotoxicity and dyslipidemia. Here we demonstrate that EFV stimulates the activation in primary hepatocytes of key cell stress regulators: inositol-requiring 1α (IRE1α) and X-box binding protein 1 (XBP1). Following
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