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Details

Stereochemistry ACHIRAL
Molecular Formula C20H16ClN5O3
Molecular Weight 409.826
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TELATINIB

SMILES

CNC(=O)C1=NC=CC(COC2=NN=C(NC3=CC=C(Cl)C=C3)C4=C2OC=C4)=C1

InChI

InChIKey=QFCXANHHBCGMAS-UHFFFAOYSA-N
InChI=1S/C20H16ClN5O3/c1-22-19(27)16-10-12(6-8-23-16)11-29-20-17-15(7-9-28-17)18(25-26-20)24-14-4-2-13(21)3-5-14/h2-10H,11H2,1H3,(H,22,27)(H,24,25)

HIDE SMILES / InChI

Molecular Formula C20H16ClN5O3
Molecular Weight 409.826
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

Telatinib (Bay-579352) developed by Bayer is an orally available and highly potent inhibitor of tyrosine kinases VEGFR2,VEGFR3, PDGFR and c-Kit. Telatinib is a potent inhibitor of angiogenesis. Telatinib caused a significant decrease in endothelium-dependent and endothelium-independent vasodilation. Telatinib demonstrates anti-tumor activity in various cancer models. Telatinib is ready for phase III clinical trials for the treatment of gastric cancer. In 2010, it has been granted orphan drug status by the FDA. Most frequent adverse events were pain, nausea, voice changes and fatigue.

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
6.0 nM [IC50]
4.0 nM [IC50]
15.0 nM [IC50]
1.0 nM [IC50]

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown
Primary
Unknown

Sourcing

Vendor/AggregatorIDURL

PubMed

TitleDatePubMed
Gateways to clinical trials.
2007 Jan-Feb
Phase I dose escalation study of telatinib (BAY 57-9352) in patients with advanced solid tumours.
2008 Nov 18

Sample Use Guides

In Vivo Use Guide
twice-daily continuously, 450-900 mg
Route of Administration: Oral
In Vitro Use Guide
Telatinib inhibits VEGF-dependent proliferation of human umbilical vein endothelial cells (HUVECs) with an IC50 of 26 nM and PDGF-stimulated growth of human aortic smooth muscle cells with an IC50 of 249 nM.
Substance Class Chemical
Record UNII
18P7197Q7J
Record Status Validated (UNII)
Record Version
Name Type Language
TELATINIB
Official Name English
4-(((4-((4-CHLOROPHENYL)AMINO)FURO(2,3-D)PYRIDAZIN-7-YL)OXY)METHYL)-N-METHYLPYRIDINE-2-CARBOXAMIDE
Systematic Name English
Telatinib [WHO-DD]
Common Name English
telatinib [INN]
Common Name English
BAY 57-9352
Code English
BAY-579352
Code English
Classification Tree Code System Code
FDA ORPHAN DRUG 307410
NCI_THESAURUS C1967
Code System Code Type Description
EVMPD
SUB32825 PRIMARY
NCI_THESAURUS
C80869 PRIMARY
SMS_ID
100000126084 PRIMARY
PUBCHEM
9808844 PRIMARY
INN
8795 PRIMARY
FDA UNII
18P7197Q7J PRIMARY
DRUG BANK
DB15393 PRIMARY
ChEMBL
CHEMBL2079588 PRIMARY
EPA CompTox
DTXSID70954809 PRIMARY
CAS
332012-40-5 PRIMARY
Related Record Type Details
TARGET -> INHIBITOR
TARGET -> INHIBITOR
TARGET -> INHIBITOR
SALT/SOLVATE -> PARENT
TARGET -> INHIBITOR
Related Record Type Details
ACTIVE MOIETY