Pyridone 6

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Cat.No. 6577 - Pyridone 6 | C18H16FN3O | CAS No. 457081-03-7
Description: Potent pan-JAK inhibitor; induces intermediate mesoderm; cell-permeable
Alternative Names: JAK inhibitor I
Chemical Name: 2-(1,1-Dimethylethyl)-9-fluoro-1,6-dihydro-7H-benz[h]imidazo[4,5-f]isoquinolin-7-one
Purity: ≥98% (HPLC)
Datasheet
Citations
Reviews
Literature
Pathways

Biological Activity

Potent pan-JAK inhibitor; ATP-competitive inhibitor of JAK 1/2/3 and Tyk2 (IC50 values are 1, 5, 15 and 1 nM, respectively). Inhibits other kinases tested at 130 nM to >10 μM. Inhibits IL-2- and IL-4-dependent proliferation of CTLL cells and blocks STAT5 phosphorylation. Also inhibits Th1 and Th2 development, and promotes Th17 differentiation from naive T cells. When used in combination with Retinoic acid, LY 294002 and CCG 1423, it induces intermediate mesoderm differentiation from ESCs. Inhibits growth of primary myeloma cells grown in the presence of bone marrow stromal cells. Cell-permeable.

Technical Data

M. Wt 309.34
Formula C18H16FN3O
Storage Store at -20°C
Purity ≥98% (HPLC)
CAS Number 457081-03-7
PubChem ID 5494425
InChI Key VNDWQCSOSCCWIP-UHFFFAOYSA-N
Smiles CC(C)(C1=NC2=C3C=CNC(C3=C4C=C(C=CC4=C2N1)F)=O)C

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

Tocris products are intended for laboratory research use only, unless stated otherwise.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 30.93 100
ethanol 15.47 50

Preparing Stock Solutions

The following data is based on the product molecular weight 309.34. Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 3.23 mL 16.16 mL 32.33 mL
5 mM 0.65 mL 3.23 mL 6.47 mL
10 mM 0.32 mL 1.62 mL 3.23 mL
50 mM 0.06 mL 0.32 mL 0.65 mL

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References

References are publications that support the biological activity of the product.

Mae et al (2010) Combination of small molecules enhances differentiation of mouse embryonic stem cells into intermediate mesoderm through BMP7-positive cells. Biochem.Biophys.Res.Commun. 393 877 PMID: 20171952

Thompson et al (2002) Photochemical preparation of a pyridone containing tetracycle: a Jak protein kinase inhibitor. Bioorg.Med.Chem.Lett. 12 1219 PMID: 11934592


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Citations for Pyridone 6

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Literature in this Area

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Kinases Product Listing

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Pathways for Pyridone 6

JAK-STAT

JAK-STAT Signaling Pathway

The JAK-STAT signaling pathway has several roles, including the control of cell proliferation and hematopoiesis. It is the main signal transduction cascade from cytokine receptors.