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F3680

Sigma-Aldrich

10058-F4

≥98% (HPLC), solid

Synonyme(s) :

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

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About This Item

Formule empirique (notation de Hill):
C12H11NOS2
Numéro CAS:
403811-55-2
Poids moléculaire :
249.35
Numéro MDL:
MFCD00758517
Code UNSPSC :
12352200
ID de substance PubChem :
329799701
Nomenclature NACRES :
NA.77

Niveau de qualité

100

Pureté

≥98% (HPLC)

Forme

solid

Couleur

yellow

Solubilité

DMSO: >10 mg/mL
H2O: <2 mg/mL

Température de stockage

2-8°C

Chaîne SMILES 

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+

Clé InChI

SVXDHPADAXBMFB-JXMROGBWSA-N

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

Actions biochimiques/physiologiques

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).

Caractéristiques et avantages

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.

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H317,H319

Classification des risques

Eye Irrit. 2 - Skin Sens. 1

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

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

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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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)
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)
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
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
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Articles

Oncogenes and Tumor Suppressors Reprogram Metabolism

Sigma-Aldrich presents an article about how proliferating cells require the biosynthesis of structural components for biomass production and for genomic replication.

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