ChemicalBook--->CAS DataBase List--->113906-27-7

113906-27-7

113906-27-7 Structure

113906-27-7 Structure
IdentificationBack Directory
[Name]

2-Phenoxybenzoicacid-[(5-methyl-2-furanyl)methylene]hydrazide
[CAS]

113906-27-7
[Synonyms]

CS-2563
PNU 74654
PNU74654; PNU 74654
2-Phenoxybenzoicacid-[(5-methyl-2-furanyl)methylene]hydrazide
Benzoic acid, 2-phenoxy-, 2-[(5-methyl-2-furanyl)methylene]hydrazide
PNU 74654,2-Phenoxybenzoicacid-[(5-methyl-2-furanyl)methylene]hydrazide
[Molecular Formula]

C19H16N2O3
[MDL Number]

MFCD12912438
[MOL File]

113906-27-7.mol
[Molecular Weight]

320.34
Chemical PropertiesBack Directory
[density ]

1.17±0.1 g/cm3(Predicted)
[storage temp. ]

2-8°C
[solubility ]

DMSO: >10mg/mL
[form ]

solid
[pka]

12.12±0.46(Predicted)
[color ]

white to off-white
[Stability:]

Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20° for up to 3 months.
[InChI]

1S/C19H16N2O3/c1-14-11-12-16(23-14)13-20-21-19(22)17-9-5-6-10-18(17)24-15-7-3-2-4-8-15/h2-13H,1H3,(H,21,22)/b20-13+
[InChIKey]

JJEDWBQZCRESJL-DEDYPNTBSA-N
[SMILES]

Cc1ccc(\C=N\NC(=O)c2ccccc2Oc3ccccc3)o1
Safety DataBack Directory
[Hazard Codes ]

Xn
[Risk Statements ]

22
[WGK Germany ]

3
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Acute Tox. 4 Oral
Hazard InformationBack Directory
[Description]

PNU 75654 (113906-27-7) disrupts the Wnt signaling pathway via inhibition of the interaction (KD50?= 450 nM) between β-catenin and T cell factor 4 (Tcf4).
[Uses]

PNU 74654 is a β-catenin inhibitor which inhibits interactions between β-catenin and transcription factor T-cell factor 4 (Tcf4) thus disrupting the Wnt signal transduction pathway.
[Uses]

PNU-74654 has been used:
  • as a β-catenin signaling inhibitor to study its effects on the funnel cartilage differentiation in Sepia sp. embryos
  • as a Wnt signaling inhibitor to study its effects on glycogen synthase kinase 3β (GSK-3β) inhibition in prostate cancer cell lines
  • as a Wnt signaling inhibitor to study its effects on leptin-induced cell proliferation in breast cancer cells

[Biochem/physiol Actions]

PNU-74654 inhibits the Wnt-β catenin pathway by blocking the interaction between β-catenin and TCF (T cell factor). PNU-74654 is also an anti-tumor agent. Aberrant activation of the Wnt/β-catenin pathway (canonical pathway) is implicated in driving development/progression of different tumors, such as colon cancer, through interaction between β-catenin and T cell factor (TCF), which regulates the expression of target genes in cell proliferation and differentiation. Inhibition of this pathway activity in cancer cell lines efficiently blocks their growth. PNU-74654 inhibits this pathway by blocking the interaction between β-catenin and TCF.
[storage]

+4°C
[References]

1) Trosset?et al. (2006)?Inhibition of protein-protein interactions: the discovery of druglike beta-catenin inhibitors by combining virtual and biophysical screening; Proteins,?64?60
Spectrum DetailBack Directory
[Spectrum Detail]

2-Phenoxybenzoicacid-[(5-methyl-2-furanyl)methylene]hydrazide(113906-27-7)1HNMR
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