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SML2651

Sigma-Aldrich

Elesclomol

≥98% (HPLC)

Sinônimo(s):

1,3-bis[2-Methyl-2-(phenylthioxomethyl)hydrazide]propanedioic acid, GSK842879A, N′1,N′3-Dimethyl-N′1,N′3-di(phenylcarbonothioyl)malonohydrazide, NSC 174939, NSC174939, STA 4783, STA-4783, STA4783

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About This Item

Fórmula empírica (Notação de Hill):
C19H20N4O2S2
Número CAS:
488832-69-5
Peso molecular:
400.52
Número MDL:
MFCD12911784
Código UNSPSC:
12352200
NACRES:
NA.77

Ensaio

≥98% (HPLC)

forma

powder

cor

white to beige

solubilidade

DMSO: 2 mg/mL, clear

temperatura de armazenamento

−20°C

InChI

1S/C19H20N4O2S2/c1-22(18(26)14-9-5-3-6-10-14)20-16(24)13-17(25)21-23(2)19(27)15-11-7-4-8-12-15/h3-12H,13H2,1-2H3,(H,20,24)(H,21,25)

chave InChI

BKJIXTWSNXCKJH-UHFFFAOYSA-N

Ações bioquímicas/fisiológicas

Elesclomol (STA-4783) is a copper (II)-chelating malonohydrazide derivative that exerts its in vitro and in vivo anticancer efficacy via reactive oxygen species (ROS)/oxidative stress & apoptosis induction in a Cu(II)-dependent manner (GI50 = 12 nM without vs. 129 nM with Cu2+ removal by TRIEN in K562 culture; typical conc. range 0.1-2 μM in cultures). Elesclomol chelates extracellular Cu(II) for mitochondria delivery, where upon Cu2+ reduction (to Cu+) & ROS generation, copper-free elesclomol then exits cells for continual Cu(II) shuttling and accumulation in mitochondria. In addition to Cu2+, elesclomol can also chelate Co2+ and Ni2+, but not Fe3+ or Zn2+.

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Certificados de análise (COA)

Busque Certificados de análise (COA) digitando o Número do Lote do produto. Os números de lote e remessa podem ser encontrados no rótulo de um produto após a palavra “Lot” ou “Batch”.

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Changyu Zhang et al.
Chemical communications (Cambridge, England), 54(31), 3835-3838 (2018-03-27)
A new fluorescence probe was developed for HClO detection under physiological conditions, which displayed fast response (t1/2 < 30 s) and large off-on fluorescence increase (>1000-fold) toward HClO with high sensitivity and selectivity. The probe was successfully applied for the
Masazumi Nagai et al.
Free radical biology & medicine, 52(10), 2142-2150 (2012-05-01)
Elesclomol is an investigational drug that exerts potent anticancer activity through the elevation of reactive oxygen species (ROS) levels and is currently under clinical evaluation as a novel anticancer therapeutic. Here we report the first description of selective mitochondrial ROS
Jia Yu Wang et al.
Cancer research, 77(22), 6226-6239 (2017-09-28)
MTH1 helps prevent misincorporation of ROS-damaged dNTPs into genomic DNA; however, there is little understanding of how MTH1 itself is regulated. Here, we report that MTH1 is regulated by polyubiquitination mediated by the E3 ligase Skp2. In melanoma cells, MTH1
Yi-Jie Ren et al.
Frontiers in pharmacology, 8, 804-804 (2017-11-23)
In order to survive under conditions of low oxygen, cancer cells can undergo a metabolic switch to glycolysis and suppress mitochondrial respiration in order to reduce oxygen consumption and prevent excessive amounts of reactive oxygen species (ROS) production. Nucleus accumbens-1
Brian B Hasinoff et al.
Journal of inorganic biochemistry, 137, 22-30 (2014-05-07)
Elesclomol is an anticancer drug that is currently undergoing clinical trials. Elesclomol forms a strong 1:1 complex with Cu(II) and may exert its anticancer activity through the induction of oxidative stress and/or its ability to transport copper into the cell.
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