Gyrase inhibitors

US10047105B2 · kind B2 · utility

Assignee

• Merck Sharp & Dohme LLC · US

Inventors

• Christopher J. Creighton · San Diego, US
• Leslie W. TARI · San Diego, US
• Zhiyong Chen · San Diego, US
• Mark Hilgers · San Diego, US
• Thanh To Lam · San Diego, US
• Xiaoming Li · Irvine, US
• Michael Trzoss · San Diego, US
• Junhu Zhang · San Diego, US
• John Finn · Mercerville, US
• Daniel Bensen · Carlsbad, US

Key dates

• Filing date: Sep 16, 2016
• Grant date: Aug 14, 2018
• Expiry date: Sep 16, 2036

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07D513/04
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

Novel gyrase inhibitors and related compositions and methods are useful for impeding bacterial growth. Compounds of Formula (I), are disclosed: Formula (I), wherein Y is N or CH; Z is N or CR5; R5 is H, a substituted or unsubstituted hydrocarbyl residue (1-3C) containing 0-2 heteroatoms selected from O, S and N, or is an inorganic residue; L is O, S, NR7, or CR8R9; R7 is H or C1-3 alkyl; R8 and R9 are each independently H or C1-3 alkyl; R2 is H, a hydrocarbyl residue (1-40C) containing 0-10 heteroatoms selected from O, S and N optionally substituted with an inorganic residue; R4 is H, an inorganic residue, or a hydrocarbyl residue (1-30C) containing 0-12 heteroatoms selected from O, S and N and containing 0-10 inorganic residues, wherein R5 and R4 together may join to form a fused ring; and R6 is selected from the group consisting of H, C1-5 alkyl, C2-5 alkenyl, C2-5 alkynyl, halo C1-5 alkyl, halo C2-5 alkenyl, halo C2-5 alkynyl, C1-5 hydroxyalkyl, C1-5 alkyl chloride, C2-5 alkenyl chloride, and C2-5 alkynyl chloride; or a pharmaceutically-acceptable salt, ester, or prodrug thereof.