ChemicalBook--->CAS DataBase List--->294891-81-9

294891-81-9

294891-81-9 Structure

294891-81-9 Structure
IdentificationBack Directory
[Name]

BML-286
[CAS]

294891-81-9
[Synonyms]

BML-286
2-[[3-[(phenylacetyl)aMino]benzoyl]aMino]benzoic Acid
2-[[3-[(2-phenylacetyl)aMino]benzoyl]aMino]benzoic Acid
Dvl-PDZ Domain Inhibitor II - CAS 294891-81-9 - Calbiochem
Benzoic acid, 2-[[3-[(2-phenylacetyl)amino]benzoyl]amino]-
[Molecular Formula]

C22H18N2O4
[MOL File]

294891-81-9.mol
[Molecular Weight]

374.39
Chemical PropertiesBack Directory
[storage temp. ]

+2C to +8C
[solubility ]

DMSO: 50mg/mL
[form ]

White solid
[color ]

white
[InChI]

1S/C22H18N2O4/c25-20(13-15-7-2-1-3-8-15)23-17-10-6-9-16(14-17)21(26)24-19-12-5-4-11-18(19)22(27)28/h1-12,14H,13H2,(H,23,25)(H,24,26)(H,27,28)
[InChIKey]

OBGIRQUECFHUEY-UHFFFAOYSA-N
[SMILES]

N(c2cc(ccc2)C(=O)Nc3c(cccc3)C(=O)O)C(=O)Cc1ccccc1
Safety DataBack Directory
[WGK Germany ]

WGK 2
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[Uses]

BML-286 is a small molecule inhibitor of the PDZ domain of Dishevelled (Dvl): an essential protein in the Wnt signaling pathways. This compound reduced the levels of apoptosis in the hyaloid vessels of the eye and also suppressed the growth of prostate cancer PC-3 cells. It is a useful tool for studies dissecting the Wnt signaling pathways.
[Definition]

ChEBI: 2-[[oxo-[3-[(1-oxo-2-phenylethyl)amino]phenyl]methyl]amino]benzoic acid is a member of benzamides.
[General Description]

A cell-permeable amidobenzanilide compound that disrupts Fz-Dvl (frizzled-dishevelled) interaction by targeting the PDZ domain (Kd = 10.6 μM) of Dvl, blocking Wnt3a-induced (10 ng/ml) transcription activity (~50% inhibition at 3 μM in 293 cell SuperTopflash reporter assays) and suppressing the Wnt pathway-dependent growth of prostate cancer PC-3 cells (by 16% in 72 h at ≥50 μM; IC50 = 12.5 μM). Shown to effectively prevent Wnt3A mRNA injection-induced xenopus embryo deformation (effective conc. = 25 μM) and suppress Wnt pathway-mediated apoptosis of the hyaloid vescular endothelial cells in the mouse eyes via vitreous injection (144 fmol/120 nl/eye) in vivo.
Spectrum DetailBack Directory
[Spectrum Detail]

BML-286(294891-81-9)1HNMR
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