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SML0227 Sigma-Aldrich

JW74

≥98% (HPLC)

Synonym: 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

  • CAS Number 863405-60-1

  • Empirical Formula (Hill Notation) C24H20N6O2S

  • Molecular Weight 456.52

  •  MDL number MFCD07048962

  •  PubChem Substance ID 329825245

  •  NACRES NA.77

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Properties

Related Categories Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules, Cell Biology, Cell Signaling and Neuroscience, DNA-RNA Transcription Regulators,
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

Description

Application

JW74 has been used to modulate the level of β-catenin in chicken primordial germ cells (PGCs) in vitro.

Packaging

5, 25 mg in glass bottle

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.

Features and Benefits

This compound is also offered as part of Sigma′s Library of Pharmacologically Active Compounds (LOPAC®1280), a biologically annotated collection of high-quality, ready-to-screen compounds. Click here to learn more.

Legal Information

LOPAC is a registered trademark of Sigma-Aldrich Co. LLC

Safety & Documentation

Safety Information

RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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