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SML2561

ML162

Name: ML162
Brand: SIGMA

≥98% (HPLC), glutathione peroxidase inhibitor, powder

Synonym(s):

α-[(2-Chloroacetyl)(3-chloro-4-methoxyphenyl)amino]-N-(2-phenylethyl)-2-thiopheneacetamide, 2-Chloro-N-(3-chloro-4-methoxyphenyl)-N-(2-oxo-2-(phenethylamino)-1-(thiophen-2-yl)ethyl)acetamide, BRD-5421, BRD5421, CID 3689413, ML 162, ML-162, Molecular Libraries 162

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About This Item

Empirical Formula (Hill Notation):

C₂₃H₂₂Cl₂N₂O₃S

CAS Number:

1035072-16-2

Molecular Weight:

477.40

UNSPSC Code:

12352200

NACRES:

NA.77

MDL number:

MFCD03450805

Assay:

≥98% (HPLC)

Form:

powder

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Properties

Product Name

ML162, ≥98% (HPLC)

assay

≥98% (HPLC)

form

powder

color

white to very dark brown

solubility

DMSO: 2 mg/mL, clear

storage temp.

2-8°C

SMILES string

[s]1c(ccc1)C(N(c3cc(c(cc3)OC)Cl)C(=O)CCl)C(=O)NCCc2ccccc2

InChI

1S/C23H22Cl2N2O3S/c1-30-19-10-9-17(14-18(19)25)27(21(28)15-24)22(20-8-5-13-31-20)23(29)26-12-11-16-6-3-2-4-7-16/h2-10,13-14,22H,11-12,15H2,1H3,(H,26,29)

InChI key

UNVKYJSNMVDZJE-UHFFFAOYSA-N

Description

Biochem/physiol Actions

Covalent phospholipid glutathione peroxidase (GPX4; GSHPx-4; PHGPx; snGPx; snPHGPx) inhibitor that induces ferroptosis.

ML162 is a small molecule that induces ferroptosis via covalent inhibition of cellular phospholipid glutathione peroxidase (GPX-4; GPX4; GSHPx-4; PHGPx; snGPx; snPHGPx). Synthetic lethality studies in cancer cultures identify contributing factors such as HRas(G12V) expression and fumarate hydratase (FH) deletion to ML162 sensitivity (IC50 = 25 nM & 35 nM, respectively, in BJeLR-HRas(G12V) & UOK262-FH-/- cultures).

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number

0000224211

0000167977

0000119328

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Dependency of a therapy-resistant state of cancer cells on a lipid peroxidase pathway.

Vasanthi S Viswanathan et al.

Nature, 547(7664), 453-457 (2017-07-06)

Plasticity of the cell state has been proposed to drive resistance to multiple classes of cancer therapies, thereby limiting their effectiveness. A high-mesenchymal cell state observed in human tumours and cancer cell lines has been associated with resistance to multiple

Cell-Line Selectivity Improves the Predictive Power of Pharmacogenomic Analyses and Helps Identify NADPH as Biomarker for Ferroptosis Sensitivity.

Kenichi Shimada et al.

Cell chemical biology, 23(2), 225-235 (2016-02-09)

Precision medicine in oncology requires not only identification of cancer-associated mutations but also effective drugs for each cancer genotype, which is still a largely unsolved problem. One approach for the latter challenge has been large-scale testing of small molecules in

Ferroptosis Induction in Multiple Myeloma Cells Triggers DNA Methylation and Histone Modification Changes Associated with Cellular Senescence.

Emilie Logie et al.

International journal of molecular sciences, 22(22) (2021-11-28)

Disease relapse and therapy resistance remain key challenges in treating multiple myeloma. Underlying (epi-)mutational events can promote myelomagenesis and contribute to multi-drug and apoptosis resistance. Therefore, compounds inducing ferroptosis, a form of iron and lipid peroxidation-regulated cell death, are appealing

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