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1639929-29-5

1639929-29-5 Structure

1639929-29-5 Structure
IdentificationBack Directory
[Name]

4H-1-Benzopyran-4-one, 2-(1H-1,2,4-triazol-1-yl)-3-[4-(trifluoromethyl)phenyl]-
[CAS]

1639929-29-5
[Synonyms]

Chromenone 1
2-(1H-1,2,4-Triazol-1-yl)-3-(4-(trifluoromethyl)phenyl)-4H-chromen-4-one
4H-1-Benzopyran-4-one, 2-(1H-1,2,4-triazol-1-yl)-3-[4-(trifluoromethyl)phenyl]-
[Molecular Formula]

C18H10F3N3O2
[MOL File]

1639929-29-5.mol
[Molecular Weight]

357.29
Chemical PropertiesBack Directory
[Boiling point ]

474.2±55.0 °C(Predicted)
[density ]

1.45±0.1 g/cm3(Predicted)
[storage temp. ]

2-8°C
[solubility ]

DMSO: 2mg/mL, clear
[form ]

Solid
[pka]

3.14±0.19(Predicted)
[color ]

Light yellow to yellow
[InChI]

1S/C18H10F3N3O2/c19-18(20,21)12-7-5-11(6-8-12)15-16(25)13-3-1-2-4-14(13)26-17(15)24-10-22-9-23-24/h1-10H
[InChIKey]

KLOOVUXILKCLLC-UHFFFAOYSA-N
[SMILES]

O=C1C(C2=CC=C(C=C2)C(F)(F)F)=C(OC3=CC=CC=C13)N4N=CN=C4
Safety DataBack Directory
[WGK Germany ]

WGK 3
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[Uses]

Chromenone 1 is a potent osteogenic bone morphogenetic protein (BMP) potentiator. Chromenone 1 exhibits a unique mode of action as it induces a pronounced, kinase-independent, negative TGFβ feedback that enhances nuclear BMP-Smad signaling outputs[1].
[Biological Activity]

Chromenone 1 is a bone morphogenetic protein (BMP) signaling potentiator th at exerts its effect via negative TGFβ feedback loopsindependent of direct kinase inhibition. Chromenone 1 prevents cardiogenesis induction by 0.5 μM BMP inhibitor DMH1 (IC50 = 200 nM; mESC-Myh6-GFP) and efficiently stimulates BMP-dependent osteogenesis from C2C12 myoblasts (ALP activity induction EC50 = 340 nM; E100% and Emax = induction by 7.5 and 50 ng/mL BMP-4respectively).
[References]

[1] Wesseler F, et al. Probing Embryonic Development Enables the Discovery of Unique Small-Molecule Bone Morphogenetic Protein Potentiators. J Med Chem. 2022;65(5):3978-3990. DOI:10.1021/acs.jmedchem.1c01800
Spectrum DetailBack Directory
[Spectrum Detail]

4H-1-Benzopyran-4-one, 2-(1H-1,2,4-triazol-1-yl)-3-[4-(trifluoromethyl)phenyl]-(1639929-29-5)1HNMR
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