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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 of FEVIPIPRANT

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
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.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: Q9Y5Y4
Gene ID: 11251.0
Gene Symbol: PTGDR2
Target Organism: Homo sapiens (Human)
1.1 nM [Kd]
PubMed

PubMed

TitleDatePubMed
Pharmacokinetics, Safety, and Tolerability of Fevipiprant (QAW039), a Novel CRTh2 Receptor Antagonist: Results From 2 Randomized, Phase 1, Placebo-Controlled Studies in Healthy Volunteers.
2016 Jul
Fevipiprant (QAW039), a Slowly Dissociating CRTh2 Antagonist with the Potential for Improved Clinical Efficacy.
2016 May
An evaluation of fevipiprant for the treatment of asthma: a promising new therapy?
2018 Dec
Patents

Sample Use Guides

500 mg once daily.
Route of Administration: Oral
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
INN   USAN   WHO-DD  
USAN   INN  
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
Created by admin on Sat Dec 16 08:19:31 UTC 2023 , Edited by admin on Sat Dec 16 08:19:31 UTC 2023
PRIMARY
NCI_THESAURUS
C166588
Created by admin on Sat Dec 16 08:19:31 UTC 2023 , Edited by admin on Sat Dec 16 08:19:31 UTC 2023
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USAN
BC-37
Created by admin on Sat Dec 16 08:19:31 UTC 2023 , Edited by admin on Sat Dec 16 08:19:31 UTC 2023
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CAS
872365-14-5
Created by admin on Sat Dec 16 08:19:31 UTC 2023 , Edited by admin on Sat Dec 16 08:19:31 UTC 2023
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ChEMBL
CHEMBL3137332
Created by admin on Sat Dec 16 08:19:31 UTC 2023 , Edited by admin on Sat Dec 16 08:19:31 UTC 2023
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INN
9682
Created by admin on Sat Dec 16 08:19:31 UTC 2023 , Edited by admin on Sat Dec 16 08:19:31 UTC 2023
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SMS_ID
100000174166
Created by admin on Sat Dec 16 08:19:31 UTC 2023 , Edited by admin on Sat Dec 16 08:19:31 UTC 2023
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FDA UNII
2PEX5N7DQ4
Created by admin on Sat Dec 16 08:19:31 UTC 2023 , Edited by admin on Sat Dec 16 08:19:31 UTC 2023
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WIKIPEDIA
Fevipiprant
Created by admin on Sat Dec 16 08:19:31 UTC 2023 , Edited by admin on Sat Dec 16 08:19:31 UTC 2023
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EPA CompTox
DTXSID501336031
Created by admin on Sat Dec 16 08:19:31 UTC 2023 , Edited by admin on Sat Dec 16 08:19:31 UTC 2023
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PUBCHEM
23582412
Created by admin on Sat Dec 16 08:19:31 UTC 2023 , Edited by admin on Sat Dec 16 08:19:31 UTC 2023
PRIMARY