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F3680

Sigma-Aldrich

10058-F4

≥98% (HPLC), solid

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Synonym(s):
5-[(4-Ethylphenyl)methylene]-2-thioxo-4-thiazolidinone
Empirical Formula (Hill Notation):
C12H11NOS2
CAS Number:
Molecular Weight:
249.35
MDL number:
PubChem Substance ID:
NACRES:
NA.77

Quality Level

assay

≥98% (HPLC)

form

solid

color

yellow

solubility

DMSO: >10 mg/mL
H2O: <2 mg/mL

storage temp.

2-8°C

SMILES string

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

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+

InChI key

SVXDHPADAXBMFB-JXMROGBWSA-N

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This Item
A0231SML1735SML1733
10058-F4 &#8805;98% (HPLC), solid

F3680

10058-F4

AS 604850 &#8805;98% (HPLC), solid

A0231

AS 604850

PFM01 &#8805;98% (HPLC)

SML1735

PFM01

FINDY &#8805;98% (HPLC)

SML1733

FINDY

form

solid

form

solid

form

powder

form

powder

Quality Level

100

Quality Level

-

Quality Level

100

Quality Level

100

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

solubility

DMSO: >10 mg/mL, H2O: <2 mg/mL

solubility

DMSO: >10 mg/mL, H2O: <2 mg/mL

solubility

DMSO: 20 mg/mL, clear

solubility

DMSO: 25 mg/mL, clear

color

yellow

color

off-white

color

white to beige

color

light yellow to dark yellow

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).

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

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Sens. 1

Storage Class

11 - Combustible Solids

wgk_germany

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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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
Overexpression of MYC and EZH2 cooperates to epigenetically silence MST1 expression
Kuser-Abali G, et al.
Epigenetics, 9(4), 634-643 (2014)
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
Hypoxic Stress Decreases c-Myc Protein Stability in Cardiac Progenitor Cells Inducing Quiescence and Compromising Their Proliferative and Vasculogenic Potential
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Scientific reports, 7(1), 9702-9702 (2017)
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)

Articles

We offer a variety of small molecule research tools, such as transcription factor modulators, inhibitors of chromatin modifying enzymes, and agonists/antagonists for target identification and validation in gene regulation research; a selection of these research tools is shown below.

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