Oxadiazole and phenol derivatives as antibacterial and/or herbicidal agents
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 C 1 -C 6 alkylene, C 2 -C 6 alkenylene, C 6 -C 10 arylene, or C 3 -C 6 cycloalkylene, or Z is absent. In formula I, R is hydrogen, halogen, —OH, —NO 2 , C 1 -C 6 alkyl, C 2 -C 6 alkenyl, C 6 -C 10 aryl, —O(C 1 -C 6 alkyl), or —O(C 6 -C 10 aryl), wherein each hydrogen atom in C 1 -C 6 alkyl, C 2 -C 6 alkenyl, C 6 -C 10 aryl, —O(C 1 -C 6 alkyl), and —O(C 6 -C 10 aryl) is independently optionally substituted by halogen, —OH, or —NO 2 . In formula II, R 1 , R 2 , R 3 , and R 4 are each independently hydrogen, halogen, —OH, —NO 2 , C 1 -C 6 alkyl, C 2 -C 6 alkenyl, or C 6 -C 10 aryl, wherein each hydrogen atom in C 1 -C 6 alkyl, C 2 -C 6 alkenyl, and C 6 -C 10 aryl is independently optionally substituted by halogen, —OH, or —NO 2 . Methods of inhibiting bacteria are also described.
1. A method to inhibit bacteria, the method comprising contacting the bacteria with a compound of the formula I
wherein
X is NH or S;
Y is CH or N;
Z is selected from the group consisting of C 1 -C 6 alkylene, C 2 -C 6 alkenylene, and C 3 -C 6 cycloalkylene, or Z is absent; and
R is selected from the group consisting of halogen, —OH, —NO 2 , C 2 -C 6 alkenyl, —O(C 1 -C 6 alkyl), and —O(C 6 -C 10 aryl), wherein each hydrogen atom in C 2 -C 6 alkenyl, and —O(C 1 -C 6 alkyl) is independently optionally substituted by halogen, —OH, or —NO 2 , and wherein each hydrogen atom in —O(C 6 -C 10 aryl) is optionally substituted by —OH.