F3680

10058-F4

Name: 10058-F4
Brand: SIGMA

≥98% (HPLC), c-Myc inhibitor, solid

Synonym(s):

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

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All Photos(1)

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

Bioactive Small Molecule Inhibitors

Bioactive Small Molecules

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

GHS07

signalword

Warning

hcodes

H317,H319

pcodes

P280 - P302 + P352 - P305 + P351 + P338

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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Overexpression of MYC and EZH2 cooperates to epigenetically silence MST1 expression

Kuser-Abali G, et al.

Epigenetics, 9(4), 634-643 (2014)

Neuroblastoma patient-derived xenograft cells cultured in stem-cell promoting medium retain tumorigenic and metastatic capacities but differentiate in serum.

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)

Arginine Starvation and Docetaxel Induce c-Myc-Driven hENT1 Surface Expression to Overcome Gemcitabine Resistance in ASS1-Negative Tumors.

Bethany C Prudner et al.

Clinical cancer research : an official journal of the American Association for Cancer Research, 25(16), 5122-5134 (2019-05-23)

The response to acute and long-term arginine starvation results in a conditional adaptive metabolic reprogramming that can be harnessed for therapeutic opportunities in ASS1-negative tumors. Here, we investigate the underlying biology of priming ASS1- tumors with arginine deiminase (ADI-PEG20) before

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