915769-50-5 Usage
Description
Dovitinib, also known as 4-Amino-5-fluoro-3-(6-(4-methylpiperazin-1-yl)-1H-benzo[d]imidazol-2-yl)quinolin-2(1H)-one 2-hydroxypropanoate hydrate, is a research chemical compound with potential applications in various fields.
Uses
Used in Pharmaceutical Industry:
Dovitinib is used as a research chemical compound for the development of new drugs and therapies. Its unique chemical structure and properties make it a promising candidate for further investigation and potential use in the treatment of various diseases and conditions.
Used in Cancer Research:
Dovitinib is used as a research chemical compound in cancer research to study its potential as an anticancer agent. Its ability to target specific molecular pathways and inhibit the growth and proliferation of cancer cells makes it a valuable tool in the development of new cancer therapies.
Used in Drug Synthesis:
Dovitinib is used as a key intermediate in the synthesis of other pharmaceutical compounds. Its unique chemical structure and properties make it a useful building block for the development of new drugs and therapeutic agents.
Used in Medicinal Chemistry:
Dovitinib is used as a research chemical compound in medicinal chemistry to study its interactions with biological targets and understand its potential therapeutic effects. This information can be used to optimize its structure and develop more effective drugs and therapies.
Anticancer drugs
Dovitinib is an orally active small molecule multi-targeted tyrosine kinase inhibitor which can act directly on the tumor cells and provide nutritional support for blood vessels and stromal tumor cells, it has inhibition effect on a variety of growth factors such as VEGFR1-3, FGFR1-3, PDGFRB, e-KIT, Ret, TraA and csf-1. At present, Dovitinib is in clinical trail phase III ,clinical studies show that it has significant therapeutic effect on breast cancer, urinary tract carcinoma, prostate cancer, multiple myeloma, melanoma. With the development of clinical researches, cancer treatment is expected to expand its scope.
Dovitinib performs its anti-tumor effects by anti-angiogenic activity and anti-proliferative survival activity . The drug is used for inoperable/local treatment of advanced hepatocellular carcinoma patients,it requires the lesion diameter greater than 1cm , blood, liver function is good, physical condition is good ,patients do not receive any systemic therapy (allow surgery 4 weeks outside and radiotherapy and intervention ).
Preparation: use 5-chloro-2-nitroaniline and N-methyl piperazine as raw materials,after substitution,and reduction, form a ring with β-ethoxy-β-imino-propionate hydrochloride .Finally,after cyclization with 2-amino-6-fluorobenzonitrileto, generate Dovitinib , a total yield of 44.1%.
The above information is edited by the lookchem of Tian Ye.
Biological Activity
fibroblast growth factor receptor 1 (fgfr1) and fgfr2 amplifications are observed in approximately 10% of breast cancers and are related to poor outcomes. dovitinib (tki258) is an oral tyrosine kinase inhibitor (tki) against fgfr1–3, vegfr1–3, and platelet-derived growth factor receptor (pdgfr).
in vitro
dovitinib decreased the concentrations of pfrs2 and perk/mapk in a dose-dependent manner in fgfr1 amplified and fgfr2 amplified cell lines. the ic50 for cell growth inhibition was 190 and 180 nmol/l in mda-mb-134 and sum52, respectively. conversely, ic50 values were more than 2,000 nmol/l in the 11 breast cancer cell lines that had neither fgfr1 nor fgfr2 amplification [1].
in vivo
in vivo model (hbcx-2 breast cancer primary xenograft, with 8 fgfr1 gene copies), dovitinib prevented tumor growth at the 30 mg/kg dose and caused tumor regression at the 50 mg/kg dose. similarly, dovitinib caused tumor regression in hbcx-3 xenografts when administered at a dose of 40 mg/kg daily until day 35 [1].
IC 50
~10 nmol/l for fgfr1–3
references
[1] andré f, bachelot t, campone m, dalenc f, perez-garcia jm, hurvitz sa, turner n, rugo h, smith jw, deudon s, shi m, zhang y, kay a, porta dg, yovine a, baselga j. targeting fgfr with dovitinib (tki258): preclinical and clinical data in breast cancer. clin cancer res. 2013 jul 1;19(13):3693-702.
Check Digit Verification of cas no
The CAS Registry Mumber 915769-50-5 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 9,1,5,7,6 and 9 respectively; the second part has 2 digits, 5 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 915769-50:
(8*9)+(7*1)+(6*5)+(5*7)+(4*6)+(3*9)+(2*5)+(1*0)=205
205 % 10 = 5
So 915769-50-5 is a valid CAS Registry Number.
InChI:InChI=1/C21H21FN6O.C3H6O3.H2O/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;1-2(4)3(5)6;/h2-6,11H,7-10H2,1H3,(H,24,25)(H3,23,26,29);2,4H,1H3,(H,5,6);1H2
915769-50-5Relevant articles and documents
CRYSTALLINE AND OTHER FORMS OF 4-AMINO-5-FLUORO-3-[6-(4-METHYLPIPERAZIN-1-YL)-1H-BENZIMIDAZOL-2-YL]-1H-QUINOLIN-2-ONE LACTIC ACID SALTS
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Page/Page column 77, (2008/06/13)
The present invention relates to non-hydrate crystalline forms of 4-amino- 5-fluoro-3 -[6-(4-methylpiperazin- 1 -yl)- 1 H-benzimidazol-2-yl] - 1 H-quinolin-2-one lactic acid salts, solid pharmaceutical formulations containing the same and methods of use. The present invention also relates to crystalline hydrates of 4-arnino-5-fiuoro-3-[6-(4- methylpiperazin-l-yl)-lH-benzimidazol-2-yl]-lH-quinolin-2-one lactic acid salts, pharmaceutical formulations containing the same and methods of use related thereto. The present invention further relates to crystalline solvates of 4-amino-5-fluoro-3-[6-(4- methylpiperazin-l-yl)-lH-benzimidazol-2-yl]-lH-quinolin-2-one lactic acid salts.