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Details

Stereochemistry ACHIRAL
Molecular Formula C24H21BrFN5O2
Molecular Weight 510.358
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of RIPRETINIB

SMILES

CCN1C(=O)C(=CC2=C1C=C(NC)N=C2)C3=C(Br)C=C(F)C(NC(=O)NC4=CC=CC=C4)=C3

InChI

InChIKey=CEFJVGZHQAGLHS-UHFFFAOYSA-N
InChI=1S/C24H21BrFN5O2/c1-3-31-21-12-22(27-2)28-13-14(21)9-17(23(31)32)16-10-20(19(26)11-18(16)25)30-24(33)29-15-7-5-4-6-8-15/h4-13H,3H2,1-2H3,(H,27,28)(H2,29,30,33)

HIDE SMILES / InChI

Description

Ripretinib (DCC-2618) is an investigational, orally available switch control kinase inhibitor being developed for the treatment of gastrointestinal stromal tumors (GIST), advanced systemic mastocytosis (ASM), gliomas, and other solid tumors driven by tyrosine-protein kinase KIT (KIT) or platelet-derived growth factor alpha (PDGFRα) kinase. Ripretinib acts by forcing the activation loop (or activation "switch") of kinases into an inactive conformation and is a type II kinase inhibitor demonstrated to broadly inhibit activation loop mutations in KIT and PDGFRA, previously thought only achievable with type I inhibitor. Ripretinib is developed by the company Deciphera and is being investigated in phase 3 clinical trials for the treatment of GIST, ASM and other tumors.

Originator

Approval Year

PubMed

PubMed

TitleDatePubMed
The KIT and PDGFRA switch-control inhibitor DCC-2618 blocks growth and survival of multiple neoplastic cell types in advanced mastocytosis.
2018 May
Ripretinib (DCC-2618) Is a Switch Control Kinase Inhibitor of a Broad Spectrum of Oncogenic and Drug-Resistant KIT and PDGFRA Variants.
2019 May 13
Name Type Language
RIPRETINIB
INN   USAN  
Official Name English
RIPRETINIB [USAN]
Common Name English
N-(4-BROMO-5-(1-ETHYL-7-(METHYLAMINO)-2-OXO-1,2-DIHYDRO-1,6-NAPHTHYRIDIN-3-YL)-2-FLUOROPHENYL)-N'-PHENYLUREA
Systematic Name English
UREA, N-(4-BROMO-5-(1-ETHYL-1,2-DIHYDRO-7-(METHYLAMINO)-2-OXO-1,6-NAPHTHYRIDIN-3-YL)-2-FLUOROPHENYL)-N'-PHENYL-
Systematic Name English
RIPRETINIB [INN]
Common Name English
DCC-2618
Code English
Classification Tree Code System Code
EU-Orphan Drug EU/3/17/1936
Created by admin on Mon Oct 21 20:51:36 UTC 2019 , Edited by admin on Mon Oct 21 20:51:36 UTC 2019
FDA ORPHAN DRUG 597617
Created by admin on Mon Oct 21 20:51:36 UTC 2019 , Edited by admin on Mon Oct 21 20:51:36 UTC 2019
FDA ORPHAN DRUG 447414
Created by admin on Mon Oct 21 20:51:36 UTC 2019 , Edited by admin on Mon Oct 21 20:51:36 UTC 2019
Code System Code Type Description
INN
10808
Created by admin on Mon Oct 21 20:51:36 UTC 2019 , Edited by admin on Mon Oct 21 20:51:36 UTC 2019
PRIMARY
PUBCHEM
71584930
Created by admin on Mon Oct 21 20:51:36 UTC 2019 , Edited by admin on Mon Oct 21 20:51:36 UTC 2019
PRIMARY
CAS
1442472-39-0
Created by admin on Mon Oct 21 20:51:36 UTC 2019 , Edited by admin on Mon Oct 21 20:51:36 UTC 2019
PRIMARY