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Linifanib

CAS No.:
796967-16-3
Catalog Number:
AG0036HT
Molecular Formula:
C21H18FN5O
Molecular Weight:
375.3989
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
100mg
96%
In Stock USA
United States
$158
- +
250mg
96%
In Stock USA
United States
$315
- +
1g
96%
In Stock USA
United States
$788
- +
Product Description
Catalog Number:
AG0036HT
Chemical Name:
Linifanib
CAS Number:
796967-16-3
Molecular Formula:
C21H18FN5O
Molecular Weight:
375.3989
MDL Number:
MFCD11840918
IUPAC Name:
1-[4-(3-amino-1H-indazol-4-yl)phenyl]-3-(2-fluoro-5-methylphenyl)urea
InChI:
InChI=1S/C21H18FN5O/c1-12-5-10-16(22)18(11-12)25-21(28)24-14-8-6-13(7-9-14)15-3-2-4-17-19(15)20(23)27-26-17/h2-11H,1H3,(H3,23,26,27)(H2,24,25,28)
InChI Key:
MPVGZUGXCQEXTM-UHFFFAOYSA-N
SMILES:
O=C(Nc1cc(C)ccc1F)Nc1ccc(cc1)c1cccc2c1c(N)n[nH]2
UNII:
CO93X137CW
Properties
Complexity:
541  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
375.15g/mol
Formal Charge:
0
Heavy Atom Count:
28  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
4  
Isotope Atom Count:
0
Molecular Weight:
375.407g/mol
Monoisotopic Mass:
375.15g/mol
Rotatable Bond Count:
3  
Topological Polar Surface Area:
95.8A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
3.9  
Literature
Title Journal
A selective chemical probe for exploring the role of CDK8 and CDK19 in human disease. Nature chemical biology 20151201
Identification of potent Yes1 kinase inhibitors using a library screening approach. Bioorganic & medicinal chemistry letters 20130801
Phase 1 trial of linifanib (ABT-869) in patients with refractory or relapsed acute myeloid leukemia. Leukemia & lymphoma 20120801
3-Phenyl-1H-5-pyrazolylamine-based derivatives as potent and efficacious inhibitors of FMS-like tyrosine kinase-3 (FLT3). Bioorganic & medicinal chemistry letters 20120715
FDG-PET as a pharmacodynamic biomarker for early assessment of treatment response to linifanib (ABT-869) in a non-small cell lung cancer xenograft model. Cancer chemotherapy and pharmacology 20120601
An open-label, phase 1 study evaluating safety, tolerability, and pharmacokinetics of linifanib (ABT-869) in Japanese patients with solid tumors. Cancer chemotherapy and pharmacology 20120601
A novel multi-targeted tyrosine kinase inhibitor, linifanib (ABT-869), produces functional and structural changes in tumor vasculature in an orthotopic rat glioma model. Cancer chemotherapy and pharmacology 20120401
BPR1J-097, a novel FLT3 kinase inhibitor, exerts potent inhibitory activity against AML. British journal of cancer 20120131
Phase 2 trial of linifanib (ABT-869) in patients with advanced renal cell cancer after sunitinib failure. European journal of cancer (Oxford, England : 1990) 20111201
A comparative study of dynamic contrast-enhanced MRI parameters as biomarkers for anti-angiogenic drug therapy. NMR in biomedicine 20111101
Comprehensive analysis of kinase inhibitor selectivity. Nature biotechnology 20111030
Phase 2 trial of Linifanib (ABT-869) in patients with advanced non-small cell lung cancer. Journal of thoracic oncology : official publication of the International Association for the Study of Lung Cancer 20110801
Discovery and evaluation of 3-phenyl-1H-5-pyrazolylamine-based derivatives as potent, selective and efficacious inhibitors of FMS-like tyrosine kinase-3 (FLT3). Bioorganic & medicinal chemistry 20110715
ABT-869, a multitargeted receptor tyrosine kinase inhibitor, reduces tumor microvascularity and improves vascular wall integrity in preclinical tumor models. The Journal of pharmacology and experimental therapeutics 20110701
Discovery, synthesis, and investigation of the antitumor activity of novel piperazinylpyrimidine derivatives. European journal of medicinal chemistry 20110601
The multitargeted receptor tyrosine kinase inhibitor linifanib (ABT-869) induces apoptosis through an Akt and glycogen synthase kinase 3β-dependent pathway. Molecular cancer therapeutics 20110601
Activation state-dependent binding of small molecule kinase inhibitors: structural insights from biochemistry. Chemistry & biology 20101124
Antiangiogenic agents in advanced gastrointestinal malignancies: past, present and a novel future. Oncotarget 20101101
Linifanib. Drugs in R&D 20100701
ABT-869 inhibits the proliferation of Ewing Sarcoma cells and suppresses platelet-derived growth factor receptor beta and c-KIT signaling pathways. Molecular cancer therapeutics 20100301
Three dimensional pharmacophore modelling for c-Kit receptor tyrosine kinase inhibitors. European journal of medicinal chemistry 20100101
Pulse-modulated second harmonic imaging microscope quantitatively demonstrates marked increase of collagen in tumor after chemotherapy. Journal of biomedical optics 20100101
Phase I and biomarker study of ABT-869, a multiple receptor tyrosine kinase inhibitor, in patients with refractory solid malignancies. Journal of clinical oncology : official journal of the American Society of Clinical Oncology 20091001
Effect of the multitargeted receptor tyrosine kinase inhibitor, ABT-869 [N-(4-(3-amino-1H-indazol-4-yl)phenyl)-N'-(2-fluoro-5-methylphenyl)urea], on blood pressure in conscious rats and mice: reversal with antihypertensive agents and effect on tumor growth inhibition. The Journal of pharmacology and experimental therapeutics 20090601
Enhanced activation of STAT pathways and overexpression of survivin confer resistance to FLT3 inhibitors and could be therapeutic targets in AML. Blood 20090423
ETA receptor blockade with atrasentan prevents hypertension with the multitargeted tyrosine kinase inhibitor ABT-869 in telemetry-instrumented rats. Journal of cardiovascular pharmacology 20090201
ABT-869, a promising multi-targeted tyrosine kinase inhibitor: from bench to bedside. Journal of hematology & oncology 20090101
Simultaneous determination of a hydrophobic drug candidate and its metabolite in human plasma with salting-out assisted liquid/liquid extraction using a mass spectrometry friendly salt. Journal of pharmaceutical and biomedical analysis 20081201
ABT-869, a multi-targeted tyrosine kinase inhibitor, in combination with rapamycin is effective for subcutaneous hepatocellular carcinoma xenograft. Journal of hepatology 20081201
7-Aminopyrazolo[1,5-a]pyrimidines as potent multitargeted receptor tyrosine kinase inhibitors. Journal of medicinal chemistry 20080710
In vivo activity of ABT-869, a multi-target kinase inhibitor, against acute myeloid leukemia with wild-type FLT3 receptor. Leukemia research 20080701
3-amino-benzo[d]isoxazoles as novel multitargeted inhibitors of receptor tyrosine kinases. Journal of medicinal chemistry 20080313
Synergistic antileukemic effects between ABT-869 and chemotherapy involve downregulation of cell cycle-regulated genes and c-Mos-mediated MAPK pathway. Leukemia 20080101
Identification of aminopyrazolopyridine ureas as potent VEGFR/PDGFR multitargeted kinase inhibitors. Bioorganic & medicinal chemistry letters 20080101
A quantitative analysis of kinase inhibitor selectivity. Nature biotechnology 20080101
ABT-869, a multitargeted receptor tyrosine kinase inhibitor: inhibition of FLT3 phosphorylation and signaling in acute myeloid leukemia. Blood 20070415
Discovery of N-(4-(3-amino-1H-indazol-4-yl)phenyl)-N'-(2-fluoro-5-methylphenyl)urea (ABT-869), a 3-aminoindazole-based orally active multitargeted receptor tyrosine kinase inhibitor. Journal of medicinal chemistry 20070405
Hypoxia-inducible factor-1 inhibition in combination with temozolomide treatment exhibits robust antitumor efficacy in vivo. Clinical cancer research : an official journal of the American Association for Cancer Research 20060801
Preclinical activity of ABT-869, a multitargeted receptor tyrosine kinase inhibitor. Molecular cancer therapeutics 20060401
Inhibition of phosphorylation of the colony-stimulating factor-1 receptor (c-Fms) tyrosine kinase in transfected cells by ABT-869 and other tyrosine kinase inhibitors. Molecular cancer therapeutics 20060401
A high-throughput, fully automated liquid/liquid extraction liquid chromatography/mass spectrometry method for the quantitation of a new investigational drug ABT-869 and its metabolite A-849529 in human plasma samples. Rapid communications in mass spectrometry : RCM 20060101
A high-throughput liquid chromatography/tandem mass spectrometry method for simultaneous quantification of a hydrophobic drug candidate and its hydrophilic metabolite in human urine with a fully automated liquid/liquid extraction. Rapid communications in mass spectrometry : RCM 20060101
Properties