Fluoro- and trifluoroalkyl-containing heterocyclic sulfonamide inhibitors of beta amyloid production and derivatives thereof

US7858658B2 · kind B2 · utility

Assignee

• Wyeth, LLC · US

Inventors

• Anthony Kreft · Langhorne, US
• Lynn Resnick · Sayreville, US
• Scott Mayer · Lawrence, US
• George Diamantidis · Dover, US
• Derek Cecil Cole · New City, US
• Boyd L. Harrison · Cincinnati, US
• Minsheng Zhang · Hackettstown, US
• Molly Hoke · Hightstown, US
• Tingzhong Wang · Pomona, US
• Rocco Galante · Oakland, US

Key dates

• Filing date: May 5, 2009
• Grant date: Dec 28, 2010
• Expiry date: May 5, 2029

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07D333/34
• WIPO field: Pharmaceuticals
• WIPO sector: Chemistry

Abstract

Compounds of Formula (I),are provided where T is CHO, COR8, or C(OH)R1R2; R1 and R2 are hydrogen, optionally substituted lower alkyl, CF3, optionally substituted alkenyl, or optionally substituted alkynyl; R3 is hydrogen or optionally substituted lower alkyl; R4 is (CF3)nalkyl, (CF3)n(substitutedalkyl), (CF3)nalkylphenyl, (CF3)nalkyl(substitutedphenyl), or (F)ncycloalkyl; n=1-3; R5 is hydrogen, halogen, CF3, diene fused to Y when Y=C, or substituted diene fused to Y when Y=C; W, Y and Z are C, CR6 or N where at least one of W, Y or Z are C; R6 is hydrogen, halogen, or optionally substituted lower alkyl; X is O, S, SO2, or NR7; R7 is hydrogen, optionally substituted lower alkyl, optionally substituted benzyl, or optionally substituted phenyl; and R8 is lower alkyl, CF3, or optionally substituted phenyl. Methods of preparing and using these compounds for inhibiting beta amyloid production and for treatment of Alzheimer's Disease and Down's syndrome are also described.