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405169-16-6

405169-16-6 Structure

405169-16-6 Structure
IdentificationBack Directory
[Name]

4-Amino-5-fluoro-3-[5-(4-methylpiperazin-1-yl)-1H-benzimidazol-2-yl]quinolin-2(1H)-one
[CAS]

405169-16-6
[Synonyms]

TKI-258
CHIR-258
PDovitinib
NCGC00249685
CHIR258 7.7G
Unii-I35H55G906
CHIR-258(Dovitinib)
Dovitinib (TKI-258)
Dovitinib (CHIR-258)
Dovitinib(CHIR-258,TKI258)
CHIR-258(Dovitinib,TKI258)
Dovitinib (TKI-258, CHIR-258)
4-amino-5-fluoro-3-[6-(4-methylpiperazin-1-yl)-1H-benzimidazol-2-yl]quinolin-2(1H)-one
4-Amino-5-fluoro-3-[5-(4-methylpiperazin-1-yl)-1H-benzimidazol-2-yl]quinolin-2(1H)-one
2(1H)-Quinolinone,4-amino-5-fluoro-3-[6-(4-methyl-1-piperazinyl)-1H-benzimidazol-2-yl]-
4-amino-5-fluoro-3-(5-(4-methylpiperazin-1-yl)-1H-benzo[d]imidazol-2-yl)quinolin-2(1H)-one
1-aMino-5-fluoro-3-(6-(4-Methylpiperazin-1-yl)-1H-benzo[d]iMidazol-2-yl)quinolin-2(1H)-one
2(1H)-Quinolinone,4-aMino-5-fluoro-3-[5-(4-Methyl-1-piperazinyl)-1H-benziMidazol-2-yl]- (9CI)
Dovitinib 4-Amino-5-fluoro-3-[5-(4-methylpiperazin-1-yl)-1H-benzimidazol-2-yl]quinolin-2(1H)-one
4-Amino-5-fluoro-3-[5-(4-methylpiperazin-1-yl)-1H-benzimidazol-2-yl]quinolin-2(1H)-one Dovitinib (TKI-258, CHIR-258)
[EINECS(EC#)]

1308068-626-2
[Molecular Formula]

C21H21FN6O
[MDL Number]

MFCD11870802
[MOL File]

405169-16-6.mol
[Molecular Weight]

392.44
Chemical PropertiesBack Directory
[density ]

1.386
[storage temp. ]

-20°
[solubility ]

Soluble in DMSO (up to 30 mg/ml).
[form ]

solid
[pka]

9.44±0.70(Predicted)
[color ]

Yellow-green
[Stability:]

Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20° for up to 3 months.
[CAS DataBase Reference]

405169-16-6
Hazard InformationBack Directory
[Uses]

Compound used in treating melanoma
[Uses]

Dovitinib (TKI258, CHIR-258) is a multitargeted tyrosine kinase inhibitor of FLT3 and c-KIT with IC50 of 1 nM and 2 nM, respectively.
[Uses]

Dovitinib (TKI258, CHIR258) is a novel multi-target inhibitor for Flt3, c-Kit, FGFR1/3, VEGFR1/2/3, PDGFRα/β with IC50 of 1 nM, 2 nM, 8 nM/9 nM and 10 nM/13 nM/8 nM, 210 nM/27 nM respectively.
[Uses]

Dovitinib is a receptor tyrosine kinase inhibitor that targets vascular endothelial growth factor-2, basic fibroblast growth factor-1, and platelet-derived growth factor β receptors (IC50s = 65, 11, and 5 nM, respectively). By impairing these kinase signals, 1 μM dovitinib has been shown to prevent the growth and motility of pancreatic cancer cell lines (HPAF-II, BxPC-3, MiaPaCa2, and L3.6pl). At 0.04 μM, dovitinib can inhibit endothelial cell proliferation and motility. These antiangiogenic effects have been proposed to be the mechanism by which dovitinib inhibits hepatocellular carcinoma growth and metastasis. Dovitinib has been evaluated in clinical trials for the treatment of advanced solid tumors.
[Description]

Dovitinib (405169-16-6) is a potent kinase inhibitor. Inhibits FLT3 (IC50 = 1 nM), c-KIT (IC50 = 2 nM), FGFR (IC50 = 8 nM), VEGFR1/2/3 (IC50 = 10 nM), PDGFRβ (IC50 = 27 nM), and CSF-1R (IC50 = 36 nM).1 Active in cell culture and in whole animals. Dovitinib selectively blocks the growth B9 cells transformed by wild type, or activated mutant FGFR3. Induces apoptosis, or sensitizes cells to induction of apoptosis by other means in a variety of cancer cell lines.
[Definition]

ChEBI: 4-amino-5-fluoro-3-[5-(4-methyl-1-piperazinyl)-1,3-dihydrobenzimidazol-2-ylidene]-2-quinolinone is a N-arylpiperazine.
[in vivo]

the combination of tigatuzumab and tki258 inhibited huh-7 xenograft tumor growth [3]. tki258 reduced wm tumor progression [4].
[target]

FLT3
[storage]

Store at -20°C
[References]

1) Lee et al. (2005), In vivo target modulation and biological activity of CHIR-258, a multitargeted growth factor receptor kinase inhibitor, in colon cancer models; Clin. Cancer Res., 11 3633 2) Xin et al. (2006), CHIR-258 is efficacious in a newly developed fibroblast growth factor receptor 3-expressing orthotopic multiple myeloma model in mice; Clin. Cancer Res., 12 4908
Spectrum DetailBack Directory
[Spectrum Detail]

Dovitinib(405169-16-6)1HNMR
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