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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

Molecular Formula C24H19F3O4
Molecular Weight 428.4005
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

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

Substance Class Chemical
Record UNII
YB1F0V77MK
Record Status Validated (UNII)
Record Version