| Identification | Back Directory | [Name]
JAK INHIBITOR I | [CAS]
457081-03-7 | [Synonyms]
CMP 6
MERk-5
CS-665
Merck-5
Pyridone 6
JAK Inhibitor
MERCK 5;MERCK5
JAK INHIBITOR I
Pyridone 6, >=98%
Pyridone 6(CMP 6)
Merck-5 ,JAK INHIBITOR I
JAK Inhibitor I(Merck 5)
InSolution JAK Inhibitor I
Pyridone 6（JAK INHIBITOR I）
InSolution(TM) JAK Inhibitor I
Janus-Associated Kinase Inhibitor I
JAK Inhibitor I(Merck 5, Pyridone 6)
JAK Inhibitor I - CAS 457081-03-7 - Calbiochem
9-Fluoro-2-(2-methyl-2-propanyl)-1,6-dihydro-7H-benzo[h]imid...
2-(tert-butyl)-9-fluoro-3H-benzo[h]iMidazo[4,5-f]isoquinolin-7(6H)-one
2-(tert-butyl)-9-fluoro-1,6-dihydro-7H-benzo[h]imidazo[4,5-f]isoquinolin-7-one
2-(1,1-Dimethylethyl)-9-fluoro-1,6-dihydro-7H-benz[h]imidazo[4,5-f]isoquinolin-7-one
2-(1,1-DIMETHYLETHYL)-9-FLUORO-3,6-DIHYDRO-7H-BENZ[H]-IMIDAZ[4,5-F] ISOQUINOLIN-7-ONE
7H-Benz[h]imidazo[4,5-f]isoquinolin-7-one, 2-(1,1-dimethylethyl)-9-fluoro-1,6-dihydro-
CMP 6
2-(1,1-Dimethylethyl)-9-fluoro-1,6-dihydro-7H-benz[h]imidazo[4,5-f]isoquinolin-7-one
4-tert-butyl-15-fluoro-3,5,10-triazatetracyclo[11.4.0.02,?.0?,12]heptadeca-1(13),2(6),4,7(12),8,14,16-heptaen-11-one | [Molecular Formula]
C18H16FN3O | [MDL Number]
MFCD17019334 | [MOL File]
457081-03-7.mol | [Molecular Weight]
309.34 |
| Chemical Properties | Back Directory | [Melting point ]
>178°C (dec.) | [Boiling point ]
646.5±55.0 °C(Predicted) | [density ]
1.328 | [storage temp. ]
-20C | [solubility ]
Soluble in DMSO (30 mg/ml) | [form ]
Off-white solid | [pka]
11.35±0.20(Predicted) | [color ]
Off-white | [Stability:]
Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 3 months. |
| Hazard Information | Back Directory | [Description]
Pyridone 6 (457081-03-7) is a potent, ATP-competitive pan-JAK inhibitor. Inhibits 1, 2 and 3 (IC50=1, 5 and 15 nM respectively) as well as JAK family member Tyk2 (IC50=1 nM).1 Also tested against 21 other kinases with inhibition ranging from 130 nm to >10 mM. Inhibits IL2 and IL4-dependent proliferation of CTLL cells.1 Induces intermediate mesoderm differentiation from embryonic stem cells in a cocktail with LY-294002, CCG-1423 and retinoic acid.2 Potently inhibits STAT1, STAT5 and STAT6 phosphorylation and ameliorates allergic skin inflammation in a mouse model.3 Suppresses asthmatic responses in a mouse allergic asthma model.4 | [Uses]
Pyridone 6 is a ATP-competitive JAK inhibitor in clinical development for the treatment of myeloproliferative neoplasms and B cell acute lymphoblastic leukemia. | [Definition]
ChEBI: 2-tert-butyl-9-fluoro-1,6-dihydrobenzo[h]imidazo[4,5-f]isoquinolin-7-one is an organic heterotetracyclic compound that is 1,6-dihydrobenzo[h]imidazo[4,5-f]isoquinolin-7-one bearing additional tert-butyl and fluoro substituents at positions 2 and 9 respectively. It has a role as an EC 2.7.10.2 (non-specific protein-tyrosine kinase) inhibitor. It is an organic heterotetracyclic compound and an organofluorine compound. | [in vivo]
Pyridone 6 (P6) delays the onset and reduced the magnitude of skin disease in an AD-like skin-disease model of NC/Nga mice. P6-nano strongly ameliorates atopic dermatitis (AD) in NC/Nga mice, exerting an effect comparable to that of betamethasone ointment, a commonly used drug, which also tested as a positive control. In contrast, empty polylactic acid with glycolic acid (PLGA)? nanoparticles (C-nano) seemed to have no effect[2]. | [IC 50]
JAK2: 1 nM (IC50); Tyk2: 1 nM (IC50); JAK3: 5 nM (IC50); Murine JAK1: 15 nM (IC50); CDK2: 3.3 μM (IC50); cAMP-dependent kinase: 7.1 μM (IC50); Csk: 2.1 μM (IC50); Hck: 7.7 μM (IC50); Fyn T: 0.5 μM (IC50); p38: 11 μM (IC50); MAPK: 1.78 μM (IC50); Mek: 0.16 μM (IC50); IκB Kinase 2: 0.3 μM (IC50); KDR: 1.4 μM (IC50); Flt-1: 1.52 μM (IC50); Flt-4: 0.69 μM (IC50); FGFR: 1.48 μM (IC50); FGFR2: 0.94 μM (IC50); Tek: 24 μM (IC50); PDGFR: 1.49 μM (IC50); PKC(α): 1.2 μM (IC50) | [storage]
Store at -20°C | [References]
Thompson et al. (2002) Photochemical preparation of a pyridine containing tetracycle: a JAK protein kinase inhibitor Med. Chem. Lett. 12 1219
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
Nakagawa et al. (2011) Pyridone 6, a pan-JAK inhibitor, ameliorates allergic skin inflammation of NC/Nga mice via suppression of Th2 and enhancement of Th17; Immunol. 187 4611
Moriwaki et al. (2011) IL-13 suppresses double-stranded RNA-induced IFN-l production in lung cells; Biochem. Biophys. Res. Commun. 404 922 |
|
|