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1467093-03-3

1467093-03-3 Structure

1467093-03-3 Structure
IdentificationBack Directory
[Name]

N-(5-(3-(7-(3-fluorophenyl)-3H-imidazo[4,5-c]pyridin-2-yl)-1H-indazol-5-yl)pyridin-3-yl)-3-methylbutanamide
[CAS]

1467093-03-3
[Synonyms]

CPD1633
SM04690
SM-04690;SM 04690;SM04690
N-(5-(3-(7-(3-fluorophenyl)-3H-imidazo[4,5-c]pyridin-2-yl)-1H-indazol-5-yl)pyridin-3-yl)-3-methylbutanamide
Butanamide, N-[5-[3-[7-(3-fluorophenyl)-3H-imidazo[4,5-c]pyridin-2-yl]-1H-indazol-5-yl]-3-pyridinyl]-3-methyl-
[Molecular Formula]

C29H24FN7O
[MDL Number]

MFCD30489411
[MOL File]

1467093-03-3.mol
[Molecular Weight]

505.55
Chemical PropertiesBack Directory
[density ]

1.365±0.06 g/cm3(Predicted)
[storage temp. ]

Sealed in dry,2-8°C
[solubility ]

DMSO:27.5(Max Conc. mg/mL);54.4(Max Conc. mM)
[form ]

Solid
[pka]

7.75±0.40(Predicted)
[color ]

Light yellow to gray
[InChIKey]

AQDWDWAYVBQMAM-UHFFFAOYSA-N
[SMILES]

C(NC1=CC(C2C=CC3=C(C=2)C(C2=NC4C(C5=CC=CC(F)=C5)=CN=CC=4N2)=NN3)=CN=C1)(=O)CC(C)C
Hazard InformationBack Directory
[Uses]

Adavivint is an intra-articular potential disease-modifying osteoarthritis drug.
[Biological Activity]

Adavivint (SM04690) is a potent canonical Wnt signaling pathway inhibitor with EC50 of 19.5 nM for TCF/LEF reporter gene. It was more potent than other known Wnt inhibitors in multiple cellular experiments.
[in vitro]

Treatment of bone marrow-derived human mesenchymal stem cells (CD29+, CD44+ CD166+ CD105+ CD45-) with SM04690 induced a concentration-dependent decrease in Wnt pathway gene expression (ASCL1, LEF1, TCF7L2, TCF7 , C-262 MYC and AXIN2). Selective activation of Wnt signaling pathway with Wnt3a or GSK3β inhibitor CHIR-99021, in IEC6 (intestinal stem cells sensitive to Wnt activation), M04690 can inhibit the expression of AXIN2 and LGR5; in hMSCs, inhibit the expression of AXIN2, TCF7 and LEF1 Express. It has minimal effects on non-canonical Wnt signaling and BMP signaling. In vitro, SM04690 protects chondrocytes from metabolic breakdown.

[in vivo]

Intra-articular injection of Adavivint promotes cartilage growth and improves joint health in a rat model of knee osteoarthritis. In vivo, it reduces cartilage breakdown.

[target]

TargetValue
Wnt
()
[storage]

Store at -20°C
Spectrum DetailBack Directory
[Spectrum Detail]

Adavivint(1467093-03-3)1HNMR
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