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Merck

F3680

10058-F4

≥98% (HPLC), c-Myc inhibitor, solid

Synonym(s):

5-[(4-Ethylphenyl)methylene]-2-thioxo-4-thiazolidinone

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About This Item

Empirical Formula (Hill Notation):
C12H11NOS2
CAS Number:
403811-55-2
Molecular Weight:
249.35
UNSPSC Code:
12352200
PubChem Substance ID:
329799701
NACRES:
NA.77
MDL number:
MFCD00758517

Product Name

10058-F4, ≥98% (HPLC), solid

SMILES string

CCc1ccc(cc1)\C=C2\SC(=S)NC2=O

InChI key

SVXDHPADAXBMFB-JXMROGBWSA-N

InChI

1S/C12H11NOS2/c1-2-8-3-5-9(6-4-8)7-10-11(14)13-12(15)16-10/h3-7H,2H2,1H3,(H,13,14,15)/b10-7+

assay

≥98% (HPLC)

form

solid

color

yellow

solubility

DMSO: >10 mg/mL
H2O: <2 mg/mL

storage temp.

2-8°C

Quality Level

100

Related Categories

Application

10058-F4 has been used:
  • as c-Myc inhibitor to treat stromal cells
  • as c-Myc inhibitor to determine the effect of c-Myc inhibition on cardiac progenitor cells (CPC) growth
  • as c-Myc inhibitor to culture T cells
  • to treat C4-2 cells to examine the activity of MST1 promoter luciferase reporter construct

Biochem/physiol Actions

10058-F4 is a c-Myc inhibitor that induces cell-cycle arrest and apoptosis. 10058-F4 is a cell-permeable thiazolidinone that specificallly inhibits the c-Myc-Max interaction and prevents transactivation of c-Myc target gene expression. 10058-F4 inhibits tumor cell growth in a c-Myc-dependent manner both in vitro and in vivo (64 μM using c-Myc transfected Rat1a fibroblasts).
10058-F4 is a c-Myc inhibitor.

Features and Benefits

This compound is a featured product for Gene Regulation research. Click here to discover more featured Gene Regulation products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H317,H319

Hazard Classifications

Eye Irrit. 2 - Skin Sens. 1

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000191113
0000191112
0000155495
0000155494
0000155495

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Overexpression of MYC and EZH2 cooperates to epigenetically silence MST1 expression
Kuser-Abali G, et al.
Epigenetics, 9(4), 634-643 (2014)
Camilla U Persson et al.
Scientific reports, 7(1), 10274-10274 (2017-09-02)
Cultured cancer cells serve as important models for preclinical testing of anti-cancer compounds. However, the optimal conditions for retaining original tumor features during in vitro culturing of cancer cells have not been investigated in detail. Here we show that serum-free
cMyc-p53 feedback mechanism regulates the dynamics of T lymphocytes in the immune response
Madapura HS, et al.
Cell Cycle, 15(9), 1267-1275 (2016)
Hypoxic Stress Decreases c-Myc Protein Stability in Cardiac Progenitor Cells Inducing Quiescence and Compromising Their Proliferative and Vasculogenic Potential
Bellio MA, et al.
Scientific reports, 7(1), 9702-9702 (2017)
Natalie Gleyzer et al.
The Journal of biological chemistry, 291(49), 25529-25541 (2016-10-30)
PGC-1-related coactivator (PRC) has a dual function in growth-regulated mitochondrial biogenesis and as a sensor of metabolic stress. PRC induction by mitochondrial inhibitors, intracellular ROS, or topoisomerase I inhibition orchestrates an inflammatory program associated with the adaptation to cellular stress.
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