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P0052

Sigma-Aldrich

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:
113906-27-7
Molecular Weight:
320.34
MDL number:
MFCD12912438
UNSPSC Code:
12352203
PubChem Substance ID:
329820000
NACRES:
NA.77
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Quality Level

100

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

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This Item
SML1970SML1965SML0002
PNU-74654 ≥98% (HPLC), solid

P0052

PNU-74654

PKUMDL-WQ-2101 ≥98% (HPLC)

SML1970

PKUMDL-WQ-2101

PKUMDL-WQ-2201 ≥98% (HPLC)

SML1965

PKUMDL-WQ-2201

C646 ≥98% (HPLC)

SML0002

C646

assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥98% (HPLC)

form

solid

form

powder

form

powder

form

powder

Quality Level

100

Quality Level

100

Quality Level

-

Quality Level

100

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

solubility

DMSO: >10 mg/mL

solubility

DMSO: 2 mg/mL, clear

solubility

DMSO: 15 mg/mL, clear

solubility

DMSO: >25 mg/mL

color

white to off-white

color

light yellow to dark orange

color

white to brown

color

red to brown

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[1]
  • as a Wnt signaling inhibitor to study its effects on glycogen synthase kinase 3β (GSK-3β) inhibition in prostate cancer cell lines[2]
  • as a Wnt signaling inhibitor to study its effects on leptin-induced cell proliferation in breast cancer cells[3]

Biochem/physiol Actions

PNU-74654 inhibits the Wnt-β catenin pathway by blocking the interaction between β-catenin and TCF (T cell factor). It is also an anti-tumor agent.
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.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

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
  • Specification Sheet

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    Certificates of Analysis (COA)

    Lot/Batch Number
    103M4616V
    051M4616V
    128K46092
    128K46091
    128K4609

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    Kathleen Dittmann et al.
    Antimicrobial resistance and infection control, 8, 122-122 (2019-08-02)
    Recent publications have raised concerns of reduced susceptibilities of clinical bacterial isolates towards biocides. This study presents a comparative investigation of the susceptibility of livestock-associated Methicillin-resistant Staphylococcus aureus (LA-MRSA), hospital-acquired MRSA (HA-MRSA) and community-aquired MRSA (CA-MRSA) to the commonly used
    Cale T Anger et al.
    Environmental science & technology, 47(4), 1833-1843 (2013-01-17)
    When discharged into surface waters via wastewater effluents, triclosan, the antimicrobial agent in handsoaps, and chlorinated triclosan derivatives (CTDs, formed during disinfection with chlorine) react photochemically to form polychlorinated dibenzo-p-dioxins. To evaluate the historical exposure of waters to these compounds
    Joseph V Rodricks et al.
    Critical reviews in toxicology, 40(5), 422-484 (2010-04-10)
    Triclosan (2,4,4'-trichloro-2'-hydroxy-diphenyl ether) is an antibacterial compound that has been used in consumer products for about 40 years. The tolerability and safety of triclosan has been evaluated in human volunteers with little indication of toxicity or sensitization. Although information in
    Z X Wang et al.
    The British journal of surgery, 100(4), 465-473 (2013-01-23)
    Surgical-site infections (SSIs) increase morbidity and mortality in surgical patients and represent an economic burden to healthcare systems. Experiments have shown that triclosan-coated sutures (TCS) are beneficial in the prevention of SSI, although the results from individual randomized controlled trials
    R M Davies et al.
    Journal of clinical periodontology, 31(12), 1029-1033 (2004-11-25)
    To compare the effectiveness of triclosan/copolymer and fluoride dentifrices in improving plaque control and gingival health. We searched the Cochrane Controlled Trials Register, MEDLINE (1986 to March 2003) and EMBASE (1986 to March 2003). Personal files and the reference lists
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    Fatty Acid Synthesis and Metabolism in Cancer Cells

    Information on fatty acid synthesis and metabolism in cancer cells. Learn how proliferatively active cells require fatty acids for functions such as membrane generation, protein modification, and bioenergetic requirements. These fatty acids are derived either from dietary sources or are synthesized by the cell.

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