2-[[[2-(4-ethylphenyl)-5-methyl-4-oxazolyl]methyl]thio]-N-(2-phenylethyl)acetamide

Product Name: 2-[[[2-(4-ethylphenyl)-5-methyl-4-oxazolyl]methyl]thio]-N-(2-phenylethyl)acetamide
CAS No.: 901751-47-1
Chemical Name: 2-[[[2-(4-ethylphenyl)-5-methyl-4-oxazolyl]methyl]thio]-N-(2-phenylethyl)acetamide
Synonyms: iCRT3;CS-2716;ICRT3;ICRT-3;ICRT 3;iCRT3, 10 mM in DMSO;Inhibitor,Wnt,Apoptosis,inhibit,iCRT-3,iCRT3,iCRT 3;2-(((2-(4-ethylphenyl)-5-methyloxazol-4-yl)methyl)thio)-N-phenethylacetamide;2-[[[2-(4-ethylphenyl)-5-methyl-4-oxazolyl]methyl]thio]-N-(2-phenylethyl)acetamide;Acetamide, 2-[[[2-(4-ethylphenyl)-5-methyl-4-oxazolyl]methyl]thio]-N-(2-phenylethyl)-
CBNumber: CB62750484
Molecular Formula: C23H26N2O2S
Formula Weight: 394.53
MOL File: 901751-47-1.mol

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2-[[[2-(4-ethylphenyl)-5-methyl-4-oxazolyl]methyl]thio]-N-(2-phenylethyl)acetamide Property

Density: 1.150±0.06 g/cm3(Predicted)
storage temp.: 2-8°C
solubility: DMSO: ≥5mg/mL
form: powder
pka: 14.62±0.46(Predicted)
color: white to tan
InChI: InChI=1S/C23H26N2O2S/c1-3-18-9-11-20(12-10-18)23-25-21(17(2)27-23)15-28-16-22(26)24-14-13-19-7-5-4-6-8-19/h4-12H,3,13-16H2,1-2H3,(H,24,26)
InChIKey: QTDYVSIBWGVBKU-UHFFFAOYSA-N
SMILES: C(NCCC1=CC=CC=C1)(=O)CSCC1=C(C)OC(C2=CC=C(CC)C=C2)=N1

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Safety

Hazard Codes: Xn
Risk Statements: 22-37/38-41
Safety Statements: 26-39
WGK Germany: 3
Storage Class: 11 - Combustible Solids

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H318Causes serious eye damage

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

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

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: SML0211
Product name: iCRT3
Packaging: 5mg
Price: $126.35
Updated: 2025/07/31

Sigma-Aldrich

Product number: SML0211
Product name: iCRT3
Packaging: 25mg
Price: $529
Updated: 2025/07/31

TRC

Product number: I163905
Product name: iCRT3
Packaging: 10mg
Price: $330
Updated: 2021/12/16

ChemScene

Product number: CS-0033387
Product name: iCRT3
Purity: 99.42%
Packaging: 50mg
Price: $480
Updated: 2021/12/16

ChemScene

Product number: CS-0033387
Product name: iCRT3
Purity: 99.42%
Packaging: 10mg
Price: $130
Updated: 2021/12/16

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2-[[[2-(4-ethylphenyl)-5-methyl-4-oxazolyl]methyl]thio]-N-(2-phenylethyl)acetamide Chemical Properties,Usage,Production

Uses

iCRT3, is an inhibitor of both Wnt and β-catenin-responsive transcription (CRT).

Uses

iCRT3 has been used:

for β- catenin inhibition in dual luciferase assay
to inhibit β-catenin /TCF interactions and their transcriptional activity
as wingless/tailess (wnt) antagonist, to determine Wnt/β-catenin signaling is essential for PROX1-mediated regulation of forkhead box protein C2 (FOXC2)(3)catenin inhibition in dual luciferase assay
to inhibit β- catenin /TCF interactions and their transcriptional activity
as wingless/tailess (wnt) antagonist, to determine Wnt/β-catenin signaling is essential for PROX1-mediated regulation of forkhead box protein C2 (FOXC2)

General Description

iCRT3 is a small cell-permeable oxazole compound. It blocks cytokine secretion in lipopolysaccharide (LPS)-stimulated macrophages.

Biochem/physiol Actions

The key mediator of Wnt signaling is the transcriptional co-activator b-catenin. In the cytoplasm, b-catenin is tightly bound to a complex that includes Axin and GSK-3b. Stimulation causes b-catenin stabilization, translocation to the nucleus and association with TCF4 to initiate transcription of responsive genes, referred to as Catenin Responsive Transcription (CRT). Virtually all Wnt-associated cancers are the result of misregulated CRT. Three inhibitors of CRT (iCRT) were identified in a screen that employed RNAi based knockdown of Axin, which stimulates CRT without affecting upstream mechanisms such as GSK activity, transduction by disheveled / frizzled, etc. These compounds are potent inhibitors of CRT reporter genes, as well as endogenous gene targets. The compounds also disrupt b-catenin-TCF4 interaction in a dose dependent manner, and cause G0/G1 arrest in colon tumor lines.

in vivo

The tumor growth rates are markedly retarded by iCRT3 treatment. Consistently, the tumor-suppressive role of iCRT3 is accompanied with a reduction in Ki67 index, a proliferation marker^[1]. The IL-6 levels in the 10 mg/kg iCRT3 treatment group are 82.9% lower than those in the vehicle group. IL-1β levels are undetectable in the sham but reach 371 pg/mL in septic mice and are down by 30.2% and 53.2%, respectively, with 5 and 10 mg/kg iCRT3. With iCRT3 treatment at doses of 5 and 10 mg/kg, AST levels in these septic mice are 15.4% and 44.2% lower, respectively, than those in the vehicle-treated mice. After treatment with 10 mg/kg iCRT3, lung morphology is improved with much reduced microscopic deterioration, compare to the vehicle group. The number of apoptotic cells in the lung tissues of the iCRT3-treated mice is significantly reduced by 92.7% in comparison with the vehicle group^[3].

2-[[[2-(4-ethylphenyl)-5-methyl-4-oxazolyl]methyl]thio]-N-(2-phenylethyl)acetamide Preparation Products And Raw materials

Raw materials

Preparation Products

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2-[[[2-(4-ethylphenyl)-5-methyl-4-oxazolyl]methyl]thio]-N-(2-phenylethyl)acetamide Suppliers

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901751-47-1, 2-[[[2-(4-ethylphenyl)-5-methyl-4-oxazolyl]methyl]thio]-N-(2-phenylethyl)acetamideRelated Search:

2-[[[2-(4-ethylphenyl)-5-methyl-4-oxazolyl]methyl]thio]-N-(2-phenylethyl)acetamide

iCRT3

CS-2716

ICRT3;ICRT-3;ICRT 3

Acetamide, 2-[[[2-(4-ethylphenyl)-5-methyl-4-oxazolyl]methyl]thio]-N-(2-phenylethyl)-

Inhibitor,Wnt,Apoptosis,inhibit,iCRT-3,iCRT3,iCRT 3

2-(((2-(4-ethylphenyl)-5-methyloxazol-4-yl)methyl)thio)-N-phenethylacetamide

iCRT3, 10 mM in DMSO

901751-47-1