P0052
PNU-74654
≥98% (HPLC), solid
Synonym(s):
Benzoic acid, 2-phenoxy-, 2-[(5-methyl-2-furanyl)methylene]hydrazide
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About This Item
Empirical Formula (Hill Notation):
C19H16N2O3
CAS Number:
Molecular Weight:
320.34
MDL number:
UNSPSC Code:
12352203
PubChem Substance ID:
NACRES:
NA.77
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Quality Level
Assay
≥98% (HPLC)
form
solid
color
white to off-white
solubility
DMSO: >10 mg/mL
storage temp.
2-8°C
SMILES string
Cc1ccc(\C=N\NC(=O)c2ccccc2Oc3ccccc3)o1
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+
InChI key
JJEDWBQZCRESJL-DEDYPNTBSA-N
Application
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.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 4 Oral
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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Oscar A Tarazona et al.
Nature, 533(7601), 86-89 (2016-04-26)
The evolution of novel cell types led to the emergence of new tissues and organs during the diversification of animals. The origin of the chondrocyte, the cell type that synthesizes cartilage matrix, was central to the evolution of the vertebrate
Jan Kroon et al.
Oncotarget, 5(19), 8986-8994 (2014-10-27)
Cancer cells with stem or progenitor properties play a pivotal role in the initiation, recurrence and metastatic potential of solid tumors, including those of the human prostate. Cancer stem cells are generally more resistant to conventional therapies thus requiring the
Jieun Lee et al.
Biochemical and biophysical research communications, 525(3), 563-569 (2020-03-03)
Supercentenarians (≥110-year-old, SC) are a uniquely informative population not only because they surpass centenarians in age, but because they appear to age more slowly with fewer incidences of chronic age-related disease than centenarians. We reprogramed donor B-lymphoblastoid cell lines (LCL)
Rudolf Käfer et al.
International immunopharmacology, 32, 118-124 (2016-01-30)
Many tumors are characterized by mutation-induced constitutive activation of β-catenin which promotes tumor growth and survival. Consequently, the development of specific β-catenin inhibitors for tumor therapy has come into the focus of drug development. β-Catenin was also shown to contribute
Aftab Taiyab et al.
Investigative ophthalmology & visual science, 57(13), 5736-5747 (2016-10-28)
Transforming growth factor-β-induced epithelial-mesenchymal transition (EMT) is one of the main causes of posterior capsular opacification (PCO) or secondary cataract; however, the signaling events involved in TGF-β-induced PCO have not been fully characterized. Here, we focus on examining the role
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