ChemicalBook > CAS DataBase List > Dovitinib

Dovitinib

Product Name: Dovitinib
CAS No.: 405169-16-6
Chemical Name: Dovitinib
Synonyms: CS-226;TKI-258;CHIR-258;dovitinib;PDovitinib;NCGC00249685;CHIR258 7.7G;Dovitinib base;Unii-I35H55G906;TKI258; CHIR-258
CBNumber: CB11512534
Molecular Formula: C21H21FN6O
Formula Weight: 392.43
MOL File: 405169-16-6.mol

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Dovitinib Property

Density: 1.386
storage temp.: -20°
solubility: Soluble in DMSO (up to 30 mg/ml).
pka: 9.44±0.70(Predicted)
form: solid
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.
InChI: InChI=1S/C21H21FN6O/c1-27-7-9-28(10-8-27)12-5-6-14-16(11-12)25-20(24-14)18-19(23)17-13(22)3-2-4-15(17)26-21(18)29/h2-6,11H,7-10H2,1H3,(H,24,25)(H3,23,26,29)
InChIKey: PIQCTGMSNWUMAF-UHFFFAOYSA-N
SMILES: N1C2=C(C(F)=CC=C2)C(N)=C(C2NC3=CC(N4CCN(C)CC4)=CC=C3N=2)C1=O
CAS DataBase Reference: 405169-16-6

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: SML3012
Product name: Dovitinib
Purity: ≥98% (HPLC)
Packaging: 10 mg
Price: $82.3
Updated: 2025/07/31

Sigma-Aldrich

Product number: SML3012
Product name: Dovitinib
Purity: ≥98% (HPLC)
Packaging: 50 mg
Price: $269
Updated: 2025/07/31

Cayman Chemical

Product number: 15220
Product name: Dovitinib
Purity: ≥98%
Packaging: 5mg
Price: $121
Updated: 2024/03/01

Cayman Chemical

Product number: 15220
Product name: Dovitinib
Purity: ≥98%
Packaging: 10mg
Price: $193
Updated: 2024/03/01

Cayman Chemical

Product number: 15220
Product name: Dovitinib
Purity: ≥98%
Packaging: 25mg
Price: $313
Updated: 2024/03/01

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Dovitinib Chemical Properties,Usage,Production

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.

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). 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.

Definition

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

Synthesis

402948-37-2

77326-36-4

405169-16-6

Ethyl 2-[5-(4-methylpiperazin-1-yl)-1H-benzimidazol-2-yl]acetate (compound of formula 1, 68 g) and 2-amino-6-fluorobenzonitrile (compound of formula 2, 151 g) were added to 20 times the volume of toluene, and evaporated under reduced pressure at 60°C until the volume of the solution was halved. Subsequently, nitrogen was passed through and 10 times the volume of toluene was added, the internal temperature was controlled to be below 65°C, and the toluene was removed by continued distillation under reduced pressure. To the residue, 10 times the volume of toluene was added again and nitrogen was introduced, and the moisture content was tested to be less than 300 ppm. After reaching the standard, it was cooled down to 20 ℃, and potassium tert-butanolate solid (169 g) was added directly, and the reaction was carried out at 50 ℃ for 2 h. The reaction was completed with 5 times the volume of toluene and nitrogen was added. Upon completion of the reaction, the reaction was quenched with 5 times the volume of water at room temperature to 40 °C. Subsequently, 5 times the volume of tetrahydrofuran was added to the viscous reaction solution until the solution was clarified and then washed with water to separate the organic and aqueous phases. After the organic phase was washed with saturated sodium chloride solution, the tetrahydrofuran was evaporated and heated to precipitate a solid, which was cooled and filtered to give the final product 4-amino-5-fluoro-3-[5-(4-methylpiperazin-1-yl)-1H-benzimidazol-2-yl]quinolin-2(1H)-one (Dovimatinib, 173 g) in 88.4% yield.

in vivo

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

target

FLT3

IC 50

FLT3: 1 nM (IC₅₀); c-Kit: 2 nM (IC₅₀); FGFR1: 8 nM (IC₅₀); FGFR3: 9 nM (IC₅₀); VEGFR3: 8 nM (IC₅₀); VEGFR1: 10 nM (IC₅₀); VEGFR2: 13 nM (IC₅₀); PDGFRβ: 27 nM (IC₅₀); PDGFRα: 210 nM (IC₅₀); CSF-1R: 36 nM (IC₅₀)

References

[1] SANG HOON LEE. In vivo target modulation and biological activity of CHIR-258, a multitargeted growth factor receptor kinase inhibitor, in colon cancer models.[J]. Clinical Cancer Research, 2005, 11 10: 3633-3641. DOI:10.1158/1078-0432.ccr-04-2129
[2] XIAOHUA XIN. CHIR-258 is efficacious in a newly developed fibroblast growth factor receptor 3-expressing orthotopic multiple myeloma model in mice.[J]. Clinical Cancer Research, 2006, 12 16: 4908-4915. DOI:10.1158/1078-0432.ccr-06-0957

Dovitinib Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Dovitinib manufacturers

Nanjing Fred Technology Co., Ltd

Product: Dovitinib 405169-16-6
Price: US $0.00-0.00/kg
Min. Order: 1kg
Purity: 99%, Single impurity＜0.1
Supply Ability: 1 ton
Release date: 2023-12-28

Career Henan Chemical Co

Product: 4-Amino-5-fluoro-3-[5-(4-methylpiperazin-1-yl)-1H-benzimidazol-2-yl]quinolin-2(1H)-one 405169-16-6
Price: US $2.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 100kg
Release date: 2018-12-24

405169-16-6, DovitinibRelated Search:

ARRY-334543 AZD-4547 Gefitinib Nintedanib Dasatinib BI 2536 Ponatinib Decernotinib Selumetinib Sulfate Savolitinib Masitinib Lestaurtinib CAL-101 PLX3397 (Pexidartinib) CO-1686 Momelotinib 790299-79-5 Dovitinib

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

dovitinib

4-amino-5-fluoro-3-[6-(4-methylpiperazin-1-yl)-1H-benzimidazol-2-yl]-1H-quinolin-2-one

CS-226

CHIR-258;CHIR 258

Unii-I35H55G906

CHIR258 7.7G

TKI-258

4-amino-5-fluoro-3-[6-(4-methylpiperazin-1-yl)-1H-benzimidazol-2-yl]quinolin-2(1H)-one

CHIR-258(Dovitinib,TKI258)

CHIR-258(Dovitinib)

TKI258; CHIR-258

Dovitinib (TKI-258)

NCGC00249685

Dovitinib (TKI-258, CHIR-258)

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(CHIR-258,TKI258)

4-Amino-5-fluoro-3-[5-(4-methylpiperazin-1-yl)-1H-benzimidazol-2-yl]quinolin-2(1H)-one Dovitinib (TKI-258, CHIR-258)

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-benzo[d]imidazol-2-yl)quinolin-2(1H)-one

CHIR-258

PDovitinib

2(1H)-Quinolinone,4-amino-5-fluoro-3-[6-(4-methyl-1-piperazinyl)-1H-benzimidazol-2-yl]-

Dovitinib (CHIR-258)

Dovitinib base

CHIR-258;CHIR258;CHIR 258;TKI258;TKI-258;TKI 258

4-Amino-5-fluoro-3-(6-(4-methylpiperazin-1-yl)-1H-benzo[d]imidazol-2-yl)quinolin-2(1H)-one

Dovitinib, class III-V receptor tyrosine kinase inhibitor

Dovitinib, 10 mM in DMSO

Dovitinib (TKI-258) ，S1018

405169-16-6

C21H21FN6O

Inhibitors

Intermediates & Fine Chemicals

Pharmaceuticals

API intermediates