FEVIPIPRANT

Details

Stereochemistry	ACHIRAL
Molecular Formula	C19H17F3N2O4S
Molecular Weight	426.409
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC1=C(CC(O)=O)C2=CC=CN=C2N1CC3=CC=C(C=C3C(F)(F)F)S(C)(=O)=O

InChI

InChIKey=GFPPXZDRVCSVNR-UHFFFAOYSA-N

InChI=1S/C19H17F3N2O4S/c1-11-15(9-17(25)26)14-4-3-7-23-18(14)24(11)10-12-5-6-13(29(2,27)28)8-16(12)19(20,21)22/h3-8H,9-10H2,1-2H3,(H,25,26)

HIDE SMILES / InChI

Description
Sources: https://www.ncbi.nlm.nih.gov/mesh/2011556 | https://www.ncbi.nlm.nih.gov/pubmed/26916831 | https://www.ncbi.nlm.nih.gov/pubmed/27354118

Fevipiprant is a selective reversible antagonist of the prostaglandin D2 receptor (also known as CRTH2). It is currently in development for the treatment of allergic diseases.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Prostaglandin D2 receptor 2 3 Target ID: Q9Y5Y4 Gene ID: 11251.0 Gene Symbol: PTGDR2 Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/27310331	Antagonist 2778		1.1 nM [Kd]

PubMed

Title	Date	PubMed
Fevipiprant (QAW039), a Slowly Dissociating CRTh2 Antagonist with the Potential for Improved Clinical Efficacy.	2016 May	26916831
An evaluation of fevipiprant for the treatment of asthma: a promising new therapy?	2018 Dec	30394155
Fevipiprant, a selective prostaglandin D(2) receptor 2 antagonist, inhibits human group 2 innate lymphoid cell aggregation and function.	2019 Jun	30825466

Patents

Sample Use Guides

In Vivo Use Guide

500 mg once daily.

Route of Administration: Oral

In Vitro Use Guide

Fevipiprant (QAW039) is currently in development for the treatment of allergic diseases. [3H]-QAW039 displayed high affinity for the human CRTh2 receptor (1.14 +/- 0.44 nM) expressed in Chinese hamster ovary cells, the binding being reversible and competitive with the native agonist prostaglandin D2.

Name

Type

Language

FEVIPIPRANT

Official Name

English

FEVIPIPRANT [USAN]

Common Name

English

2-(1-((4-METHANESULFONYL-2-(TRIFLUOROMETHYL)PHENYL)METHYL(-2-METHYL-1H-PYRROLO(2,3-B)PYRIDIN-3-YL)ACETIC ACID

Common Name

English

QAW039

Code

English

FEVIPIPRANT [JAN]

Common Name

English

NVP-QAW039

Code

English

QAW-039

Code

English

(1-(4-((METHANE)SULFONYL)-2-TRIFLUOROMETHYLBENZYL)-2-METHYL-1H-PYRROLO(2,3-B)PYRIDIN-3-YL)ACETIC ACID

Common Name

English

Fevipiprant [WHO-DD]

Common Name

English

fevipiprant [INN]

Common Name

English

Code System Code Type Description

DRUG BANK

DB12011