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Merck
모든 사진(1)

주요 문서

SML2651

Sigma-Aldrich

Elesclomol

≥98% (HPLC)

동의어(들):

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

실험식(Hill 표기법):
C19H20N4O2S2
CAS Number:
Molecular Weight:
400.52
MDL number:
UNSPSC 코드:
12352200
NACRES:
NA.77

분석

≥98% (HPLC)

양식

powder

색상

white to beige

solubility

DMSO: 2 mg/mL, clear

저장 온도

−20°C

SMILES string

S=C(N(NC(=O)CC(=O)NN(C)C(=S)c2ccccc2)C)c1ccccc1

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)

InChI key

BKJIXTWSNXCKJH-UHFFFAOYSA-N

생화학적/생리학적 작용

Copper (II)-chelating malonohydrazide derivative with in vitro and in vivo anticancer efficacy via reactive oxygen species (ROS) & apoptosis induction.
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+.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable


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시험 성적서(COA)

Lot/Batch Number

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문서 라이브러리 방문

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.
W Lu et al.
Oncogene, 36(33), 4719-4731 (2017-04-11)
TP53 plays essential roles in tumor initiation and progression, and is frequently mutated in cancer. However, pharmacological stabilization and reactivation of p53 have not been actively explored for targeted cancer therapies. Herein, we identify a novel Cyclophilin A (CypA) small
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
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
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

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