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Merck

SML1948

S1QEL1.1

≥98% (HPLC), Mitochondrial complex I inhibitor, powder

Synonym(s):

N1-(3-acetamidophenyl)-N2-(2-(4-methyl-2-(p-tolyl)thiazol-5-yl)ethyl)oxalamide, S1QEL

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About This Item

Empirical Formula (Hill Notation):
C23H24N4O3S
CAS Number:
Molecular Weight:
436.53
UNSPSC Code:
12352200
NACRES:
NA.77
Assay:
≥98% (HPLC)
Form:
powder
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Product Name

S1QEL1.1, ≥98% (HPLC)

Quality Segment

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

shipped in

wet ice

storage temp.

−20°C

SMILES string

CC1=C(CCNC(C(NC2=CC=CC(NC(C)=O)=C2)=O)=O)SC(C3=CC=C(C)C=C3)=N1

InChI

1S/C23H24N4O3S/c1-14-7-9-17(10-8-14)23-25-15(2)20(31-23)11-12-24-21(29)22(30)27-19-6-4-5-18(13-19)26-16(3)28/h4-10,13H,11-12H2,1-3H3,(H,24,29)(H,26,28)(H,27,30)

InChI key

BFNBJUBXXJKBFN-UHFFFAOYSA-N

Application

S1QEL1.1 has been used as a reverse electron transport (RET)-induced mitochondrial (mito) reactive oxygen species (ROS) suppressor:
  • to investigate the role of mitochondrial-derived superoxide in triggering ferroptosis
  • to study the mechanism involved in the regulation of anti-fungal responses of macrophages against Aspergillus infection
  • in combination with mito-antioxidant to study their influence on mitochondria-derived H2O2 in cancer cells
  • to determine the effect of oxidative stress depletion on myoblast differentiation

Biochem/physiol Actions

S1QEL1.1 is a suppressor of mitochondrial respiratory complex I site IQ electron leak, suppressing superoxide and/or H2O2 production without altering oxidative phosphorylation. S1QEL1.1 had an IC50 values of 70 nM against superoxide-H2O2 production from site IQ. It decreased caspase activation in a in a cardiomyocyte cell model of ER stress and decreased ischemia-reperfusion injury in the Langendorff-perfused mouse heart model.
Suppressor of mitochondrial respiratory complex I site IQ electron leak, suppressing superoxide and/or H2O2 production without altering oxidative phosphorylation
Suppressors of the site IQ electron leak (S1QEL)1.1 reduces cytokine secretion and fungicidal activity of macrophages infected with swollen A. fumigatus conidia by suppressing reverse electron transport (RET)-induced mitochondrial reactive oxygen species (ROS).


Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



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