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Merck
CN

SML0227

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:
Molecular Weight:
456.52
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
MDL number:
Assay:
≥98% (HPLC)
Form:
powder
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Quality Segment

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
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

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Global Trade Item Number

SKUGTIN
SML0227-25MG04061832633114
SML0227-5MG04061832633121