U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C24H19F3O4
Molecular Weight 428.4005
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CP-195543

SMILES

O[C@@H]1[C@@H](CC2=CC=CC=C2)COC3=CC(=CC=C13)C4=CC(=CC=C4C(O)=O)C(F)(F)F

InChI

InChIKey=NZQDWKCNBOELAI-KSFYIVLOSA-N
InChI=1S/C24H19F3O4/c25-24(26,27)17-7-9-18(23(29)30)20(12-17)15-6-8-19-21(11-15)31-13-16(22(19)28)10-14-4-2-1-3-5-14/h1-9,11-12,16,22,28H,10,13H2,(H,29,30)/t16-,22+/m0/s1

HIDE SMILES / InChI
CP-195543 is a selective and potent leukotriene B4 (LTB4) receptor antagonist developed by Pfizer. CP-195543 inhibited human and mouse neutrophil chemotaxis mediated by LTB4. In vivo, after oral administration, CP-195543 blocked LTB4-mediated neutrophil infiltration in guinea pig and murine skin. CP-195543 reduced the clinical symptoms and attendant weight loss in an IL-1-exacerbated murine model of collagen-induced arthritis. Combination of CP-195543 and celecoxib was investigated in phase 2 clinical trials against rheumatoid arthritis, but the drug failed to achieve superiority over placebo, and its development was discontinued.

Approval Year

PubMed

PubMed

TitleDatePubMed
Hydroxyeicosanoids bind to and activate the low affinity leukotriene B4 receptor, BLT2.
2001-04-13
The preclinical pharmacological profile of the potent and selective leukotriene B4 antagonist CP-195543.
1998-06
Patents
Name Type Language
CP-195,543
Preferred Name English
CP-195543
Common Name English
BENZOIC ACID, 2-((3S,4R)-3,4-DIHYDRO-4-HYDROXY-3-(PHENYLMETHYL)-2H-1-BENZOPYRAN-7-YL)-4-(TRIFLUOROMETHYL)-
Systematic Name English
Code System Code Type Description
CAS
204981-48-6
Created by admin on Mon Mar 31 18:14:05 GMT 2025 , Edited by admin on Mon Mar 31 18:14:05 GMT 2025
PRIMARY
SMS_ID
300000041485
Created by admin on Mon Mar 31 18:14:05 GMT 2025 , Edited by admin on Mon Mar 31 18:14:05 GMT 2025
PRIMARY
DRUG BANK
DB13053
Created by admin on Mon Mar 31 18:14:05 GMT 2025 , Edited by admin on Mon Mar 31 18:14:05 GMT 2025
PRIMARY
PUBCHEM
9823886
Created by admin on Mon Mar 31 18:14:05 GMT 2025 , Edited by admin on Mon Mar 31 18:14:05 GMT 2025
PRIMARY
FDA UNII
YB1F0V77MK
Created by admin on Mon Mar 31 18:14:05 GMT 2025 , Edited by admin on Mon Mar 31 18:14:05 GMT 2025
PRIMARY