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ChemicalBook--->CAS DataBase List--->1000669-72-6

1000669-72-6

1000669-72-6 Structure

1000669-72-6 Structure
IdentificationBack Directory
[Name]

[4-[2-(1H-Indazol-3-yl)ethenyl]phenyl]-1-piperazinylmethanone
[CAS]

1000669-72-6
[Synonyms]

CS-468
KW 2449
KW-2449 100MG
KW2449;KW 2449
KW-2449;KW 2449; KW2449
[4-[2-(1H-Indazol-3-yl)ethenyl]phenyl]-1-piperazinylmethanone
{4-[(E)-2-(1H-Indazol-3-yl)vinyl]phenyl}(1-piperazinyl)methanone
Methanone, [4-[2-(1H-indazol-3-yl)ethenyl]phenyl]-1-piperazinyl-
3-[(E)-2-{4-[(PIPERAZIN-1-YL)CARBONYL]PHENYL}ETHENYL]-2H-INDAZOLE
(E)-(4-(2-(1H-indazol-3-yl)vinyl)phenyl)(piperazin-1-yl)methanone
[4-[(E)-2-(1H-indazol-3-yl)ethenyl]phenyl]-piperazin-1-ylmethanone
[4-[2-(1H-Indazol-3-yl)ethenyl]phenyl]-1-piperazinylmethanone USP/EP/BP
KW2449(E)-(4-(2-(1H-indazol-3-yl)vinyl)phenyl)(piperazin-1-yl)methanonehydrochloride
[Molecular Formula]

C20H20N4O
[MDL Number]

MFCD18385006
[MOL File]

1000669-72-6.mol
[Molecular Weight]

332.41
Chemical PropertiesBack Directory
[Boiling point ]

604.1±55.0 °C(Predicted)
[density ]

1.28
[storage temp. ]

-20°C
[solubility ]

Soluble in DMSO (>25 mg/ml)
[form ]

solid
[pka]

13.76±0.40(Predicted)
[color ]

Pale yellow
[Stability:]

Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 1 month.
Hazard InformationBack Directory
[Description]

KW-2449 is a potent multikinase inhibitor (IC50’s: FLT3 = 7 nM, FGFR1 = 36 nM, Abl = 14 nM, Abl-T315 = 4 nM) with anti-leukemic effects.1,2,3
[Uses]

KW-2449 is a multi-targeted kinase inhibitor of FLT3, ABL, ABLT315I and Aurora kinase with IC50s of 6.6, 14, 4 and 48 nM, respectively.
[Definition]

ChEBI: [4-[2-(1H-indazol-3-yl)ethenyl]phenyl]-(1-piperazinyl)methanone is a member of indazoles.
[in vivo]

Oral administration of KW-2449 shows dose-dependent and significant tumor growth inhibition in FLT3-mutated xenograft model with minimum bone marrow suppression. In FLT3 wild-type human leukemia, it induces the reduction of phosphorylated histone H3, G2/M arrest, and apoptosis. In imatinib-resistant leukemia, KW-2449 contributes to release of the resistance by the simultaneous down-regulation of BCR/ABL and Aurora kinases. Furthermore, the antiproliferative activity of KW-2449 is confirmed in primary samples from AML and imatinib-resistant patients. The inhibitory activity of KW-2449 is not affected by the presence of human plasma protein, such as α1-acid glycoprotein[1].

[target]

FLT3
[IC 50]

Abl: 4 nM (IC50); ABL-T315I: 14 nM (IC50); FGFR1: 36 nM (IC50); Aurora A: 48 nM (IC50); FLT3/D835Y: 1 nM (IC50); FLT3: 6.6 nM (IC50); JAK2: 150 nM (IC50); SRC: 400 nM (IC50); PDFGRα: 1700 nM (IC50)
[References]

Shiotsu et al. (2007) KW-2449, a Novel Multi-Kinase Inhibitor Against FLT3, Abl, FGFR1, and Aurora, Suppresses the Growth of AML Both In Vitro and In Vivo; Blood; 110 1832 Shiotsu et al. (2009) KW-2449, a Novel Multi-Kinase Inhibitor, suppresses the growth of leukemia cells with FLTY3 mutations or T315l-mutated BCR/ABL translocation; Blood; 114 1607 Pratz et al. (2009) A pharmacodynamic study of the FLT3 inhibitor KW-2449 yields insight into the basis for clinical response; Blood; 113 3938
Spectrum DetailBack Directory
[Spectrum Detail]

[4-[2-(1H-Indazol-3-yl)ethenyl]phenyl]-1-piperazinylmethanone(1000669-72-6)1HNMR
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