Oxadiazole and phenol derivatives as antibacterial and/or herbicidal agents

US11026426B2 · kind B2 · utility

Assignee

• NORTHERN ILLINOIS RESEARCH FOUNDATION · US

Inventors

• Timothy J. Hagen · Gurnee, US
• Michael D. Thompson · San Diego, US
• Jeremy R. Troxell · DeKalb, US
• Brian E. Hartnett · DeKalb, US

Key dates

• Filing date: Mar 23, 2018
• Grant date: Jun 8, 2021
• Expiry date: Mar 23, 2038

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07D417/04
• WIPO field: Pharmaceuticals
• WIPO sector: Chemistry

Abstract

Compounds of formula I and II are described. In formulae I and II, X is —NH— or —S— and Y is —CH═ or —N═. In formula I, Z is C1-C6 alkylene, C2-C6 alkenylene, C6-C10 arylene, or C3-C6 cycloalkylene, or Z is absent. In formula I, R is hydrogen, halogen, —OH, —NO2, C1-C6 alkyl, C2-C6 alkenyl, C6-C10aryl, —O(C1-C6 alkyl), or —O(C6-C10 aryl), wherein each hydrogen atom in C1-C6 alkyl, C2-C6 alkenyl, C6-C10 aryl, —O(C1-C6 alkyl), and —O(C6-C10 aryl) is independently optionally substituted by halogen, —OH, or —NO2. In formula II, R1, R2, R3, and R4 are each independently hydrogen, halogen, —OH, —NO2, C1-C6 alkyl, C2-C6 alkenyl, or C6-C10 aryl, wherein each hydrogen atom in C1-C6 alkyl, C2-C6 alkenyl, and C6-C10 aryl is independently optionally substituted by halogen, —OH, or —NO2. Methods of inhibiting bacteria are also described.