Fungicidal compounds and compositions
View Patent ↗This invention is related to compounds and/or compositions useful against pathogens affecting meats, plants, or plant parts. In one embodiment, the provided compounds are products of certain oxaborole moieties. In a further embodiment, the compound comprises certain halogen substitutions on the boron atom. Delivery systems are also provided to take advantage of their fungicidal activity and/or volatile nature of these compounds and/or compositions. In another embodiment, the compounds disclosed have herbicidal activity.
1. A compound having a structure of formula (A):
wherein
A and D together with the carbon atoms to which they are attached form a 5-, or 6 membered fused ring which may be substituted by C 1 -C 6 -alkyl, C 1 -C 6 -alkoxy, hydroxy, halogen, nitro, nitrile, amino, amino substituted by one or more C 1 -C 6 -alkyl groups, carboxy, acyl, aryloxy, carbonamido, carbonamido substituted by C 1 -C 6 -alkyl, sulfonamido or trifluoromethyl or the fused ring may link two oxaborole rings;
R 1 and R 2 are each independently halogen or nitrile;
X 1 is a group —(CR 3 R 4 ) p wherein R 3 and R 4 are each independently hydrogen, C 1 -C 6 -alkyl, nitrile, nitro, aryl, arylalkyl or R 3 and R 4 together with the carbon atom to which they are attached form an alicyclic ring;
p is 1 or 2;
M + is a salt counterion;
and agriculturally acceptable salts thereof.
2. The compound of claim 1 , wherein the compound of formula (A) is
3. The compound of claim 1 , wherein the compound of formula (A) is selected from the group consisting of
and combinations thereof.
4. A compound having a structure of formula (B):
wherein
R 5 and R 6 are each independently halogen or nitrile;
each R 7 is independently hydrogen, alkyl, alkene, alkyne, haloalkyl, haloalkene, haloalkyne, alkoxy, alkeneoxy, haloalkoxy, aryl, heteroaryl, arylalkyl, arylalkene, arylalkyne, heteroarylalkyl, heteroarylalkene, heteroarylalkyne, halogen, hydroxyl, nitrile, amine, ester, carboxylic acid, ketone, alcohol, sulfide, sulfoxide, sulfone, sulfoximine, sulfilimine, sulfonamide, sulfate, sulfonate, nitroalkyl, amide, oxime, imine, hydroxylamine, hydrazine, hydrazone, carbamate, thiocarbamate, urea, thiourea, carbonate, aryloxy, or heteroaryloxy;
n=1, 2, 3, or 4;
B is boron;
X 2 ═(CR 7 2 ) m where m=1 or 2; and R 7 is defined herein;
M + is a salt counterion;
and agriculturally acceptable salts thereof.
5. The compound of claim 4 , wherein the compound of formula (B) is
and agriculturally acceptable salts thereof.
6. The compound of claim 3 , wherein the compound of formula (A) is
and agriculturally acceptable salts thereof.
7. The compound of claim 3 , wherein the compound of formula (A) is
and agriculturally acceptable salts thereof.