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About This Item

Empirical Formula (Hill Notation):
C15H9ClN4O6
CAS Number:
141266-44-6
Molecular Weight:
376.71
MDL number:
MFCD00624842
UNSPSC Code:
12352200
PubChem Substance ID:
329825212
NACRES:
NA.77
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Assay

≥98% (HPLC)

form

powder

color

light yellow to yellow

solubility

DMSO: ≥5 mg/mL at ~60 °C

storage temp.

2-8°C

SMILES string

Clc1ccc2OC3=C(C(C4C(=O)NC(=O)NC4=O)c2c1)C(=O)NC(=O)N3

InChI

1S/C15H9ClN4O6/c16-4-1-2-6-5(3-4)7(8-10(21)17-14(24)18-11(8)22)9-12(23)19-15(25)20-13(9)26-6/h1-3,7-8H,(H2,19,20,23,25)(H2,17,18,21,22,24)

InChI key

GGEVZGGAQHNWQN-UHFFFAOYSA-N

Application

EM20-25 was screened among other anti-cancer drugs to evaluate the effect on mitochondrial membrane potential in human prostate cancer cells and healthy mouse liver tissue.

Biochem/physiol Actions

BCL-2 ligand, apoptosis inducer
EM20-25 disrupts the BCL-2/BAX interactions and activates caspase-9 in cells overexpressing BCL-2. It sensitizes the BCL-2 expressing leukemic cells to the effects of chemotherapy involving staurosporine and chlorambucil.
EM20-25 is an analog of HA14-1 that antagonizes the effects of the anti-apoptotic protein BCL-2, and causes opening of the mitochondrial permeability transition pore. Unlike HA14-1, EM20-25 does not effect mitochondrial respiration.

Storage Class Code

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
101M4607V
0000040326

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