(Z,E)-5-(4-ETHYLBENZYLIDINE)-2-THIOXOTHIAZOLIDIN-4-ONE

ChemicalBook > CAS DataBase List > (Z,E)-5-(4-ETHYLBENZYLIDINE)-2-THIOXOTHIAZOLIDIN-4-ONE

(Z,E)-5-(4-ETHYLBENZYLIDINE)-2-THIOXOTHIAZOLIDIN-4-ONE

Product Name: (Z,E)-5-(4-ETHYLBENZYLIDINE)-2-THIOXOTHIAZOLIDIN-4-ONE
CAS No.: 403811-55-2
Chemical Name: (Z,E)-5-(4-ETHYLBENZYLIDINE)-2-THIOXOTHIAZOLIDIN-4-ONE
Synonyms: CS-1512;10058-F4;Albb-009118;ZINC01085340;c-Myc Inhibitor;5-(4-Ethylbenzylidene)rhodanine;c-Myc Inhibitor - CAS 403811-55-2 - Calbiochem;5-(4-Ethylbenzylidene)-2-thioxothiazolidin-4-one;5-[(4-Ethylphenyl)methylene]-2-thioxo-4-thiazolidinone;(Z,E)-5-(4-ETHYLBENZYLIDINE)-2-THIOXOTHIAZOLIDIN-4-ONE
CBNumber: CB4820970
Molecular Formula: C12H11NOS2
Formula Weight: 249.35
MOL File: 403811-55-2.mol

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(Z,E)-5-(4-ETHYLBENZYLIDINE)-2-THIOXOTHIAZOLIDIN-4-ONE Property

Density: 1.33±0.1 g/cm3(Predicted)
storage temp.: 2-8°C
solubility: DMSO: >10mg/mL
pka: 7.72±0.30(Predicted)
form: Yellow solid
color: yellow
Water Solubility: Soluble in DMSO. Soluble in water at concentrations less than 2mg/ml
Stability:: Stable for 1 year from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20° for up to 1 month.

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Safety

Hazard Codes: Xi
Risk Statements: 36-43
Safety Statements: 26-36/37
WGK Germany: 3
HazardClass: IRRITANT
HS Code: 2934100090

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H317May cause an allergic skin reaction

H319Causes serious eye irritation

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: F3680
Product name: 10058-F4
Purity: ≥98% (HPLC), solid
Packaging: 5mg
Price: $86
Updated: 2024/03/01

Sigma-Aldrich

Product number: 475956
Product name: c-Myc Inhibitor
Packaging: 10mg
Price: $172
Updated: 2024/03/01

Alfa Aesar

Product number: J65650
Product name: 10058-F4
Packaging: 10mg
Price: $96.65
Updated: 2024/03/01

Cayman Chemical

Product number: 15929
Product name: 10058-F4
Purity: ≥95%
Packaging: 5mg
Price: $62
Updated: 2024/03/01

Cayman Chemical

Product number: 15929
Product name: 10058-F4
Purity: ≥95%
Packaging: 10mg
Price: $104
Updated: 2024/03/01

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(Z,E)-5-(4-ETHYLBENZYLIDINE)-2-THIOXOTHIAZOLIDIN-4-ONE Chemical Properties,Usage,Production

Description

10058-F4 (403811-55-2) effectively disables c-Myc by inhibiting the c-Myc-Max association and function.It prevents the growth of fibroblasts in a c-Myc-dependent manner. Downregulates human telomerase reverse transcriptase and enhances chemosensitivity in human hepatocellular carcinoma cells.10058-F4 induces cell cycle arrest, apoptosis and myeloid differentiation in human acute myeloid leukemia.Inhibits the MYCN/Max interaction leading to cell cycle arrest, apoptosis and neuronal differentiation in MYCN-amplified neuroblastoma cells.

Uses

A c-Myc inhibitor that induces apoptosis

Definition

ChEBI: 10058-F4 is a member of the class of thiazolidinones that is 2-sulfanylidene-1,3-thiazolidin-4-one which is substituted at position 5 by a (4-ethylphenyl)methylidene group. It is a cell permeable inhibitor of c-Myc-Max dimerization and exhibits antitumour effects in vivo. It downregulates c-Myc expression and upregulates CDK inhibitors, p21 and p27 resulting in the inhibition of proliferation, induction of apoptosis and cell cycle arrest in G0/G1 phase. It has a role as an apoptosis inducer and an antineoplastic agent. It is a thiazolidinone and an olefinic compound.

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).

storage

Store at +4°C

References

1) Yin?et al. (2003),?Low molecular weight inhibitors of Myc-Max interaction and function; Oncogene,?22?6151 2) Lin?et al. (2007),?Small-molecule c-Myc inhibitor, 10058-F4, inhibits proliferation, downregulates human telomerase reverse transcriptase and enhances chemosensitivity in human hepatocellular carcinoma cells; Anti-Cancer Drugs,?18161 3) Huang?et al. (2006),?A small-molecule c-Myc inhibitor, 10058-F4, induces cell-cycle arrest, apoptosis, and myeloid differentiation of human acute myeloid leukemia; Exp. Hematol.,?34?1480 4) Zirath?et al. (2013),?MYC inhibition induces metabolic changes leading to accumulation of lipid droplets in tumor cells; Proc. Natl. Acad. Sci. USA,?110?10258

(Z,E)-5-(4-ETHYLBENZYLIDINE)-2-THIOXOTHIAZOLIDIN-4-ONE Preparation Products And Raw materials

Raw materials

Preparation Products

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403811-55-2, (Z,E)-5-(4-ETHYLBENZYLIDINE)-2-THIOXOTHIAZOLIDIN-4-ONERelated Search:

Geldanamycin TYRPHOSTIN AG 1296 Adapalene (E)-3-[[[3-[2-(7-CHLORO-2-QUINOLINYL)ETHENYL]PHENYL]-[[(3-DIMETHYLAMINO)-3-OXOPROPYL]THIO]METHYL]THIO]-PROPANOIC ACID, SODIUM SALT METHYLENECYCLOHEXANE Bortezomib IWR-1-endo BKM120 (NVP-BKM120, Buparlisib) Ibrutinib PLX4032 AKOS B018344 AKOS B018339 10058-F4 AKOS B018345

(5E)-5-[(4-ethylphenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one

c-Myc Inhibitor

ZINC01085340

CS-1512

(Z,E)-5-(4-ETHYLBENZYLIDINE)-2-THIOXOTHIAZOLIDIN-4-ONE

10058-F4

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

(5E)-5-(4-ethylbenzylidene)-2-mercapto-1,3-thiazol-4(5H)-one

Albb-009118

(5E)-5-(4-ethylbenzylidene)-2-mercapto-1,3-thiazol-4(5H)-one(SALTDATA: FREE)

5-(4-Ethylbenzylidene)rhodanine

5-(4-Ethylbenzylidene)rhodanine (This product is unavailable in the U.S.)

4-Thiazolidinone, 5-[(4-ethylphenyl)methylene]-2-thioxo

(5E)-5-(4-ethylbenzylidene)-2-thioxo-thiazolidin-4-one

(5E)-5-[(4-ethylphenyl)methylene]-2-thioxo-4-thiazolidinone

(5E)-5-[(4-ethylphenyl)methylene]-2-thioxo-thiazolidin-4-one

c-Myc Inhibitor - CAS 403811-55-2 - Calbiochem

5-(4-Ethylbenzylidene)rhodanine(ThisproductisunavailableintheU.S.)&gt

(Z,E)-5-(4-ETHYLBENZYLIDINE)-2-THIOXOTHIAZOLIDIN-4-ONE USP/EP/BP

5-(4-Ethylbenzylidene)-2-thioxothiazolidin-4-one

403811-55-2

Inhibitors