CAS 1431985-92-0|K 02288

Introduction:Basic information about CAS 1431985-92-0|K 02288, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameK 02288
CAS Number1431985-92-0Molecular Weight352.384
Density1.2±0.1 g/cm3Boiling Point522.2±50.0 °C at 760 mmHg
Molecular FormulaC20H20N2O4Melting Point/
MSDSChineseUSAFlash Point269.6±30.1 °C
Symbol
GHS05, GHS06
Signal WordDanger

Names

Name3-[6-Amino-5-(3,4,5-trimethoxyphenyl)-3-pyridinyl]phenol
SynonymMore Synonyms

K 02288 BiologicalActivity

DescriptionK02288 is a potent inhibitor of ALK, and inhibits ALK1/2/3/6 with IC50s of 1.8/1.1/34.4/6.3 nM; K02288 is less potent against ALK4/5, with IC50s of 302 nM and 321 nM.
Related CatalogSignaling Pathways >>Protein Tyrosine Kinase/RTK >>ALKSignaling Pathways >>TGF-beta/Smad >>TGF-β ReceptorResearch Areas >>Others
Target

IC50:1.8 nM (ALK1), 1.1 nM (ALK2), 34.4 nM (ALK3), 6.3 nM (ALK6), 302 nM (ALK4), 321 nM (ALK5)[1]

In VitroK02288 reduces a robust phosphorylation of Smad1/5/8 induced by BMP4 stimulation, with an apparent IC50 of 100 nM. K02288 causes near complete inhibition of Smad2 phosphorylation at 0.5 µM[1]. K02288 binds to ALK1 in an ATP-mimetic fashion with two hydrogen bonds to the kinase hinge. K02288 also inhibits BMP9-ALK1 signalling, and induces a hypersprouting phenotype in HUVECs[2].
In VivoK02288 (1 µM) induces dysfunctional angiogenesis in a chick embryo CAM model[2].
References

[1]. Sanvitale CE, et al. A new class of small molecule inhibitor of BMP signaling. PLoS One. 2013 Apr 30;8(4):e62721.

[2]. Kerr G, et al. A small molecule targeting ALK1 prevents Notch cooperativity and inhibits functional angiogenesis. Angiogenesis. 2015 Apr;18(2):209-17.

Chemical & Physical Properties

Density1.2±0.1 g/cm3
Boiling Point522.2±50.0 °C at 760 mmHg
Molecular FormulaC20H20N2O4
Molecular Weight352.384
Flash Point269.6±30.1 °C
Exact Mass352.142303
PSA86.83000
LogP3.13
Vapour Pressure0.0±1.4 mmHg at 25°C
Index of Refraction1.614
InChIKeyCJLMANFTWLNAKC-UHFFFAOYSA-N
SMILESCOc1cc(-c2cc(-c3cccc(O)c3)cnc2N)cc(OC)c1OC

Safety Information

Symbol
GHS05, GHS06
Signal WordDanger
Hazard StatementsH301-H318
Precautionary StatementsP280-P301 + P310 + P330-P305 + P351 + P338 + P310
RIDADRUN 2811 6.1 / PGIII

Synonyms

3-[6-Amino-5-(3,4,5-trimethoxyphenyl)-3-pyridinyl]phenol
Phenol, 3-[6-amino-5-(3,4,5-trimethoxyphenyl)-3-pyridinyl]-
K02288
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