Use of benzoxaboroles as volatile antimicrobial agents on meats, plants, or plant parts
AssigneeDow AgroSciences LLC
InventorsDaniel Maclean, David H. Young, Richard M. Jacobson, Maurice C. Yap, Rodrigo A. Cifuentes, Donald H. DeVries, Joseph D. Eckelbarger
Life of this patent
Estimating the term…
Abstract
This invention is related to use of a volatile antimicrobial compound against pathogens affecting meats, plants, or plant parts. The volatile antimicrobial compounds provided include certain oxaborole compounds, for example benzoxaboroles. Delivery systems are provided to take advantage of the volatile nature of these antimicrobial compounds. Also combinations with a volatile plant growth regulator, for example 1-methylcyclopropene, are disclosed.
Claims25
A method of using a volatile antimicrobial compound against pathogens affecting meats, plants, or plant parts, comprising providing in gaseous form a volatile antimicrobial compound of formula (IV):
- and contacting a meat, plant, or plant part with an effective amount of the volatile antimicrobial compound in gaseous form;
- wherein A and D together with the carbon atoms to which they are attached form a 5-, 6-, or 7-membered fused ring which may be substituted by C1-C6-alkyl, C1-C6-alkoxy, hydroxy, halogen, nitro, nitrile, amino, amino substituted by one or more C1-C6-alkyl groups, carboxy, acyl, aryloxy, carbonamido, carbonamido substituted by C1-C6-sulfonamido or trifluoromethyl or the fused ring may fink two oxaborole rings;
- X is a group —CR7R8 wherein R7 and R8 are each independently hydrogen, C1-C6 nitrile, nitro, aryl, arylalkyl or R7 and R8 together with the carbon atom to which they are attached form an alicyclic ring;
- and
- R6 is hydrogen, C1-C18-alkyl, C1-C18-alkyl substituted b C1-C6-alkoxy, C1-C6-alkylthio, hydroxy, amino, amino substituted by C1-C18-alkyl, carboxy, aryl, aryloxy, carbonamido, carbonamido substituted by C1-C6-alkyl, aryl or arylalkyl, arylalkyl, aryl, heteroaryl, cycloalkyl, C1-C18-alkyleneamino, C1-C18-alkyleneamino substituted by phenyl, C1-C6-alkoxy or C1-C6-alkylthio, carbonyl alkyleneamino or a radical of
- formula (V):
- wherein A, D and X are as defined herein before except for boronophthalide;
- and agriculturally acceptable salts thereof.
A method of using a volatile antimicrobial compound against pathogens affecting meats, plants, or plant parts, comprising placing a meat, plant or plant part in a container;
- and introducing into the container and in contact with the meat, plant or plant part an effective amount of a gaseous form of a volatile antimicrobial compound of formula (IV):
- wherein A and D together with the carbon atoms to which they are attached form a 5-, 6-, or 7-membered fused ring which may be substituted by C1-C6-alkyl, C1-C6-alkoxy, hydroxy, halogen, nitro, nitrile, amino, amino substituted by one or more C1-C6-alkyl groups, carboxy, acyl, aryloxy, carbonamido, carbonamido substituted by C1-C6-alkyl, sulfonamido or trifluoromethyl or the fused ring may link two oxaborole rings;
- X is a group —CR7R8 wherein R7 and R8 are each independently hydrogen, C1-C6-nitrile, nitro, aryl, arylalkyl or R7 and R8 together with the carbon atom to which they are attached form an alicyclic ring;
- and
- R6 is hydrogen, C1-C18-alkyl, C1-C18-alkyl substituted by C1-C6-alkoxy, C1-C6-alkylthio, hydroxy, amino, amino substituted by C1-C18-alkyl, carboxy, aryl, aryloxy, carbonamido, carbonamido substituted by C1-C6-alkyl, aryl or arylalkyl, arylalkyl, aryl, heteroaryl, cycloalkyl, C1-C18-alkyleneamino, C1-C18-alkyleneamino substituted by phenyl, C1-C6-alkoxy or C1-C6-alkylthio, carbonyl alkyleneamino or a radical of
- formula (V):
- wherein A, D and X are as defined herein before except for boronophthalide;
- and agriculturally acceptable salts thereof.
A method of treating meats, plants, or plant parts, comprising contacting the meats, plants or plant parts with an atmosphere comprising an effective amount of a volatile antimicrobial compound in gaseous form, wherein the volatile antimicrobial compound is a compound of formula (IV):
- wherein A and D together with the carbon atoms to which they are attached form a 5-, 6-, or 7-membered fused ring which may be substituted by C1-C6 alkyl, C1-C6-alkoxy, hydroxy, halogen, nitro, nitrile, amino, amino substituted by one or more C1-C6-alkyl groups, carboxy, acyl, aryloxy, carbonamido, carbonamido substituted by C1-C6-alkyl, sulfonamido or trifluoromethyl or the fused ring may link two oxaborole rings;
- X is a group —CR7R8 wherein R7 and R8 are each independently hydrogen, C1-C6-alkyl, nitrile, nitro, aryl, arylalkyl or R7 and R8 together with the carbon atom to which they are attached form an alicyclic ring;
- and
- R6 is hydrogen, C1-C18-alkyl, C1-C18-alkyl substituted by C1-C6-alkoxy, C1-C6-alkylthio, hydroxy, amino, amino substituted by C1-C18-alkyl, carboxy, aryl, aryloxy, carbonamido, carbonamido substituted by C1-C6-alkyl, aryl or arylalkyl, arylalkyl, aryl, heteroaryl, cycloalkyl, C1-C18-alkyleneamino, C1-C18-alkyleneamino substituted by phenyl, C1-C6-alkoxy or C1-C6-alkylthio, carbonyl alkyleneamino or a radical of
- formula (V):
- wherein A, D and X are as defined herein before except for boronophthalide;
- and agriculturally acceptable salts thereof.
Dependencies are inferred from the claim text.