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Details

Stereochemistry ACHIRAL
Molecular Formula C19H21F2N7O2
Molecular Weight 417.4125
Optical Activity UNSPECIFIED
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ZSTK-474

SMILES

FC(F)C1=NC2=C(C=CC=C2)N1C3=NC(=NC(=N3)N4CCOCC4)N5CCOCC5

InChI

InChIKey=HGVNLRPZOWWDKD-UHFFFAOYSA-N
InChI=1S/C19H21F2N7O2/c20-15(21)16-22-13-3-1-2-4-14(13)28(16)19-24-17(26-5-9-29-10-6-26)23-18(25-19)27-7-11-30-12-8-27/h1-4,15H,5-12H2

HIDE SMILES / InChI

Molecular Formula C19H21F2N7O2
Molecular Weight 417.4125
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

ZSTK474 is a new PI3K inhibitor with strong antitumor activity against human cancer xenografts without toxic effects in critical organs. Specifically, ZSTK474 is an ATP-competitive inhibitor of class I phosphatidylinositol 3 kinase isoforms. ZSTK474 blocks VEGF-induced cell migration and the tube formation in human umbilical vein endothelial cells (HUVECs), and inhibits the expression of HIF-1α and secretion of VEGF in RXF-631L cells, exhibiting potent in vitro antiangiogenic activity. ZSTK474 demonstrated prophylactic efficacy in a rat model of rheumatoid arthritis (RA) through inhibition of T cell and FLS functions.

CNS Activity

Originator

Approval Year

TargetsConditions

Conditions

PubMed

PubMed

TitleDatePubMed
Effectiveness of combined treatment using X-rays and a phosphoinositide 3-kinase inhibitor, ZSTK474, on proliferation of HeLa cells in vitro and in vivo.
2011 Jun
Patents

Sample Use Guides

In Vivo Use Guide
ZSTK474 at 100, 200, or 400 mg/kg of mice body weight was orally administered daily from days 0 to 13.
Route of Administration: Oral
In Vitro Use Guide
Human prostate cancer PC3 cells growth inhibition was determined using the WST-8 assay kit. One hundred uL of cells (6 × 104 cells/mL) was seeded in 96-well plate and incubated at 37 °C. Twenty four hours later, 0.5 uL of various stock solutions of ZSTK474 was added. After further incubation for 48 h, 10 uL of WST-8 was added to each well and the cells were further incubated at 37 °C. Three hours later, the absorbances at 450 nm were measured with a microplate spectrophotometer.
Substance Class Chemical
Created
by admin
on Tue Oct 22 14:18:58 UTC 2019
Edited
by admin
on Tue Oct 22 14:18:58 UTC 2019
Record UNII
K0068GK39A
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ZSTK-474
Common Name English
ZSTK474
Common Name English
2-(2-DIFLUOROMETHYLBENZIMIDAZOL-1-YL)-4,6-BIS(MORPHOLINO)-1,3,5-TRIAZINE
Systematic Name English
GNF-PF-5468
Code English
Code System Code Type Description
NCI_THESAURUS
C95723
Created by admin on Tue Oct 22 14:18:58 UTC 2019 , Edited by admin on Tue Oct 22 14:18:58 UTC 2019
PRIMARY
CAS
475110-96-4
Created by admin on Tue Oct 22 14:18:58 UTC 2019 , Edited by admin on Tue Oct 22 14:18:58 UTC 2019
PRIMARY
PUBCHEM
11647372
Created by admin on Tue Oct 22 14:18:58 UTC 2019 , Edited by admin on Tue Oct 22 14:18:58 UTC 2019
PRIMARY
EPA CompTox
475110-96-4
Created by admin on Tue Oct 22 14:18:58 UTC 2019 , Edited by admin on Tue Oct 22 14:18:58 UTC 2019
PRIMARY
ChEMBL
CHEMBL586701
Created by admin on Tue Oct 22 14:18:58 UTC 2019 , Edited by admin on Tue Oct 22 14:18:58 UTC 2019
PRIMARY