Peroxisome proliferator activated receptor alpha agonists

US7304062B2 · kind B2 · utility

Assignee

• ELI LILLY AND COMPANY · US

Inventors

• Samuel James Dominianni · Indianapolis, US
• Garret Jay Etgen · Carmel, US
• Richard Duane Johnston · Greenfield, US
• Nathan B. Mantlo · Westfield, US
• Daniel Ray Mayhugh · Carmel, US
• Ashraf Saeed · Carmel, US
• Richard Thompson · Frankfort, US
• Xiaodong Wang · Zhejiang, CN
• Christopher Randall Schmid · Indianapolis, US
• Yanping Xu · Noblesville, US

Key dates

• Filing date: Nov 9, 2001
• Grant date: Dec 4, 2007
• Expiry date: Aug 5, 2022

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07D417/12
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

The present invention is directed to compounds represented by the following structural formula, and pharmaceutically acceptable salts, solvates and hydrates thereof, R1 is a substituted or unsubstituted group selected from C1-C8 alkyl, aryl-C0-2-alkyl, heteroaryl-C0-2-alkyl, C3-C6 cycloalkylaryl-C0-2-alkyl or phenyl. W is O or S. R2 is H or a substituted or unsubstituted group selected from C1-C6 alkyl, C3-C6 cycloalkyl and heteroaryl. X is a C2-C5 alkylene linker wherein one carbon atom of the linker may be replaced with O, NH or S. Y is C, O, S, NH or a single bond. Furthermore, E is (CH2)nCOOH, wherein n is 0, 1, 2 or 3, or C(R3)(R4)A, wherein A is an acidic functional group such as carboxyl, carboxamide substituted or unsubstituted sulfonamide, or substituted or unsubstituted tetrazole. R3 is H, saturated or unsaturated C1-C5 alkyl, C1-C5 alkoxy. Additionally, R4 is H, halo, a substituted or unsubstituted group selected from C1-C5 alkyl, C1-C5 alkoxy, C3-C6 cycloalkyl, arylC0-C4alkyl and phenyl, or R3 and R4 are combined to form a C3-C4 cycloalkyl.