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SML0227

Sigma-Aldrich

JW74

≥98% (HPLC)

Synonym(s):

4-[4-(4-Methoxyphenyl)-5-[[[3-(4-methylphenyl)-1,2,4-oxadiazol-5-yl]methyl]thio]-4H-1,2,4-triazol-3-yl]-pyridine, JW-74

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About This Item

Empirical Formula (Hill Notation):
C24H20N6O2S
CAS Number:
863405-60-1
Molecular Weight:
456.52
MDL number:
MFCD07048962
UNSPSC Code:
12352200
PubChem Substance ID:
329825245
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: ≥20 mg/mL

storage temp.

2-8°C

SMILES string

COc1ccc(cc1)-n2c(SCc3nc(no3)-c4ccc(C)cc4)nnc2-c5ccncc5

InChI

1S/C24H20N6O2S/c1-16-3-5-17(6-4-16)22-26-21(32-29-22)15-33-24-28-27-23(18-11-13-25-14-12-18)30(24)19-7-9-20(31-2)10-8-19/h3-14H,15H2,1-2H3

InChI key

KRIKILRRJCIWNB-UHFFFAOYSA-N

Application

JW74 has also been used to test its efficacy in concurrent radiation and cisplatin (CDDP)-mediated cytotoxicity using HeLa and cervical carcinoma SiHa cell lines. It has been used to modulate the level of β-catenin in chicken primordial germ cells (PGCs) in vitro.
JW74 has been used to modulate the level of β-catenin in chicken primordial germ cells (PGCs) in vitro.

Biochem/physiol Actions

JW74 is a tankyrase inhibitor of β-catenin-mediated Wnt signaling activity. It degrades β-catenin by stabilizing axis inhibition protein (AXIN), a component of the β-catenin degradation complex. It reduces cell cycle progression and induces caspase-3 mediated cell apoptosis in osteosarcoma cells.
JW74 is an efficient and specific inhibitor of the canonical Wnt signaling in vitro and in vivo. It appears that JW74 affects the multiprotein complex consisting of b-catenin/GSK-3b/AXIN/APC /CK1 that controls the degradation of b-catenin. JW74 reduces growth of SW480 CRC cells in vitro by inhibiting cell-cycle progression at the G1/S phase. JW74 also inhibits tumor formation and growth in the small intestine and colon of ApcMin mice.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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The tankyrase-specific inhibitor JW 74 affects cell cycle progression and induces apoptosis and differentiation in osteosarcoma cell lines
Wessel Stratford E, et al.
Cancer medicine, 3(1), 36-46 (2014)
Yajun Luo et al.
The international journal of biochemistry & cell biology, 103, 125-134 (2018-08-25)
The dysregulation of long non-coding RNA (lncRNA) has increasingly been linked to human gastric cancer (GC). However, the LINC01606 expression level and clinical values, and its role in the molecular mechanism underlying GC remain largely unknown. In our research, we
Better Therapeutic Target to Enhance Cisplatin Sensitivity in Cervical Cancer: PARP-1 or beta-catenin
Mann M, et al.
Journal of Cancer Science & Therapy (4)
Lorenzo M Fernandes et al.
Scientific reports, 8(1), 14268-14268 (2018-09-27)
Cytosolic Malic Enzyme (ME1) provides reduced NADP for anabolism and maintenance of redox status. To examine the role of ME1 in tumor genesis of the gastrointestinal tract, we crossed mice having augmented intestinal epithelial expression of ME1 (ME1-Tg mice) with
Fei Gao et al.
Brain research bulletin, 139, 285-291 (2018-03-29)
Disturbances in intracellular iron homeostasis are associated with brain damage under various neuropathological conditions. However, exposure of neuronal cells to classical iron chelators could interfere with physiological iron functions in the brain. Thus, iron pro-chelators represent a more advanced approach
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