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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
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

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
Patents
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:56:43 GMT 2023
Edited
by admin
on Fri Dec 15 15:56:43 GMT 2023
Record UNII
YB1F0V77MK
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
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
CP-195,543
Code English
Code System Code Type Description
CAS
204981-48-6
Created by admin on Fri Dec 15 15:56:43 GMT 2023 , Edited by admin on Fri Dec 15 15:56:43 GMT 2023
PRIMARY
SMS_ID
300000041485
Created by admin on Fri Dec 15 15:56:43 GMT 2023 , Edited by admin on Fri Dec 15 15:56:43 GMT 2023
PRIMARY
DRUG BANK
DB13053
Created by admin on Fri Dec 15 15:56:43 GMT 2023 , Edited by admin on Fri Dec 15 15:56:43 GMT 2023
PRIMARY
PUBCHEM
9823886
Created by admin on Fri Dec 15 15:56:43 GMT 2023 , Edited by admin on Fri Dec 15 15:56:43 GMT 2023
PRIMARY
FDA UNII
YB1F0V77MK
Created by admin on Fri Dec 15 15:56:43 GMT 2023 , Edited by admin on Fri Dec 15 15:56:43 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY