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Details

Stereochemistry ACHIRAL
Molecular Formula C22H19ClN4O5
Molecular Weight 454.8638
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TIVOZANIB

SMILES

Cc1cc(=NC(=Nc2ccc(cc2Cl)Oc3ccnc4cc(c(cc43)OC)OC)O)[nH]o1

InChI

InChIKey=SPMVMDHWKHCIDT-UHFFFAOYSA-N
InChI=1S/C22H19ClN4O5/c1-12-8-21(27-32-12)26-22(28)25-16-5-4-13(9-15(16)23)31-18-6-7-24-17-11-20(30-3)19(29-2)10-14(17)18/h4-11H,1-3H3,(H2,25,26,27,28)

HIDE SMILES / InChI

Description
Curator's Comment:: https://www.ncbi.nlm.nih.gov/pubmed/23788831

Tivozanib (formerly AV-951, KRN-951) is a potent and selective VEGFR tyrosine kinase inhibitor and inhibits angiogenesis and vascular permeability in tumor tissues. It completed phase III a trial investigation for the treatment of renal cell carcinomas, but has not been still approved. In addition, this drug is in the phase II of clinical trial for the investigation it in patients with glioblastoma and colorectal carcinoma.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions
PubMed

PubMed

TitleDatePubMed
KRN951, a highly potent inhibitor of vascular endothelial growth factor receptor tyrosine kinases, has antitumor activities and affects functional vascular properties.
2006 Sep 15
Anti-tumor activity and tumor vessel normalization by the vascular endothelial growth factor receptor tyrosine kinase inhibitor KRN951 in a rat peritoneal disseminated tumor model.
2008 Mar
Comprehensive assay of kinase catalytic activity reveals features of kinase inhibitor selectivity.
2011 Oct 30
Vascular endothelial growth factor (VEGF) receptors: drugs and new inhibitors.
2012 Dec 27
A broad activity screen in support of a chemogenomic map for kinase signalling research and drug discovery.
2013 Apr 15
Patents

Sample Use Guides

Advanced Renal Cell Carcinoma: 1.5 mg orally once daily. Subjects will receive 1.5 mg tivozanib once daily beginning on Day 1 for 3 weeks followed by 1 week off treatment. One cycle will be defined as 4 weeks of treatment. Cycles will be repeated every 4 weeks.
Route of Administration: Oral
KRN951 (TIVOZANIB) potently inhibited VEGF-induced VEGFR-2 phosphorylation in endothelial cells at in vitro subnanomolar IC50 values (IC50 = 0.16 nmol/L). It also inhibited ligand-induced phosphorylation of platelet-derived growth factor receptor-beta (PDGFR-beta) and c-Kit (IC50 = 1.72 and 1.63 nmol/L, respectively). KRN951 blocked VEGF-dependent, but not VEGF-independent, activation of mitogen-activated protein kinases and proliferation of endothelial cells. In addition, it inhibited VEGF-mediated migration of human umbilical vein endothelial cells.
Name Type Language
TIVOZANIB
INN   USAN   WHO-DD  
USAN   INN  
Official Name English
KIL8951
Code English
KIL-8951
Code English
UREA, N-(2-CHLORO-4-((6,7-DIMETHOXY-4-QUINOLINYL)OXY)PHENYL)-N'-(5-METHYL-3-ISOXAZOLYL)-
Systematic Name English
N-(2-CHLORO-4-((6,7-DIMETHOXYQUINOLIN-4-YL)OXY)PHENYL)-N'-(5-METHYLISOXAZOL-3-YL)UREA
Systematic Name English
TIVOZANIB [WHO-DD]
Common Name English
TIVOZANIB [INN]
Common Name English
KRN-951
Code English
TIVOZANIB [USAN]
Common Name English
AV-951
Code English
Classification Tree Code System Code
WHO-ATC L01XE34
Created by admin on Fri Jun 25 21:21:56 UTC 2021 , Edited by admin on Fri Jun 25 21:21:56 UTC 2021
NCI_THESAURUS C93259
Created by admin on Fri Jun 25 21:21:56 UTC 2021 , Edited by admin on Fri Jun 25 21:21:56 UTC 2021
Code System Code Type Description
CAS
475108-18-0
Created by admin on Fri Jun 25 21:21:56 UTC 2021 , Edited by admin on Fri Jun 25 21:21:56 UTC 2021
PRIMARY
DRUG BANK
DB11800
Created by admin on Fri Jun 25 21:21:56 UTC 2021 , Edited by admin on Fri Jun 25 21:21:56 UTC 2021
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DRUG CENTRAL
5258
Created by admin on Fri Jun 25 21:21:56 UTC 2021 , Edited by admin on Fri Jun 25 21:21:56 UTC 2021
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PUBCHEM
9911830
Created by admin on Fri Jun 25 21:21:56 UTC 2021 , Edited by admin on Fri Jun 25 21:21:56 UTC 2021
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NCI_THESAURUS
C85444
Created by admin on Fri Jun 25 21:21:56 UTC 2021 , Edited by admin on Fri Jun 25 21:21:56 UTC 2021
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INN
9203
Created by admin on Fri Jun 25 21:21:56 UTC 2021 , Edited by admin on Fri Jun 25 21:21:56 UTC 2021
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ChEMBL
CHEMBL1289494
Created by admin on Fri Jun 25 21:21:56 UTC 2021 , Edited by admin on Fri Jun 25 21:21:56 UTC 2021
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EVMPD
SUB64411
Created by admin on Fri Jun 25 21:21:56 UTC 2021 , Edited by admin on Fri Jun 25 21:21:56 UTC 2021
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WIKIPEDIA
TIVOZANIB
Created by admin on Fri Jun 25 21:21:56 UTC 2021 , Edited by admin on Fri Jun 25 21:21:56 UTC 2021
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FDA UNII
172030934T
Created by admin on Fri Jun 25 21:21:56 UTC 2021 , Edited by admin on Fri Jun 25 21:21:56 UTC 2021
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