CP-195543

Investigational

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 Search

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

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/9618393 | https://clinicaltrials.gov/ct2/show/NCT00424294 | https://adisinsight.springer.com/drugs/800010441

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

Title	Date	PubMed
The preclinical pharmacological profile of the potent and selective leukotriene B4 antagonist CP-195543.	1998 Jun	9618393
Hydroxyeicosanoids bind to and activate the low affinity leukotriene B4 receptor, BLT2.	2001 Apr 13	11278893

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

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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