Sulfonamide apyrase inhibitors

Abstract

Apyrase inhibitors of formula (I) are disclosed herein. Methods for using the disclosed inhibitors, including methods for protecting crops from pests, are also disclosed herein. In one aspect, apyrase inhibitors are useful for enhancing the activity of pesticides to protect crops from pathogens and support crop yield. In a further embodiment, the apyrase inhibitors described herein are used in combination with one or more pesticides to treat crops at risk of disease. TIFF2025528941000312.tif27165

Description

[Technical Field]

[0001] The present disclosure relates to inhibitors of apyrase and methods for their use, particularly in the treatment of pathogen-susceptible crops. [Background technology]

[0002] Crops are plagued by a variety of pathogens worldwide. Pathogens, such as insects, mites, nematodes, weeds, and fungi, have developed a range of mechanisms to survive pesticides, for example, by sequestering, exporting, or detoxifying them. The present inventors have discovered molecules and methods that enhance the efficacy of pesticides by blocking certain resistance mechanisms. Summary of the Invention [Means for solving the problem]

[0003] Disclosed herein are molecules and methods for their use to support crop viability and yield, for example, by protecting the crop from pests. In one embodiment, disclosed herein is a method for inhibiting the apyrase enzyme, comprising contacting the apyrase with a compound of the formula: [ka] In the formula, L 1 , L 2 , R 1 , R 2 , Z, and n are as described herein.

[0004] In further embodiments, the apyrase inhibitors described herein are used in combination with one or more pesticides to treat crops at risk of disease.

[0005] The foregoing and other objects, features, and advantages of the present invention will become more apparent from the following detailed description. DETAILED DESCRIPTION OF THE INVENTION

[0006] I. Terminology The following explanations of terms and methods are provided to facilitate a better understanding of the present disclosure and to provide guidance to those skilled in the art in practicing the disclosure. The singular forms "a," "an," and "the" refer to one or more, unless the context clearly indicates otherwise. The term "or" refers to one element or a combination of two or more elements of a listed selection, unless the context clearly indicates otherwise. As used herein, "comprises" means "includes." Thus, "comprising A or B" means "including A, B, or A and B," and does not exclude additional elements. Unless otherwise specified, all references cited herein, including patents and patent applications, are incorporated by reference in their entirety.

[0007] Unless otherwise indicated, all numerical values ​​expressing quantities of ingredients, molecular weights, percentages, temperatures, times, and the like used in the specification or claims should be understood to be modified by the term "about." Thus, unless otherwise indicated, implicitly or explicitly, the numerical parameters set forth are approximations that may depend on the desired properties sought and / or limits of detection under standard testing conditions / methods. When directly and unambiguously distinguishing the embodiments from the described prior art, the numerical values ​​of the embodiments are not approximations unless the term "about" is explicitly recited.

[0008] Unless otherwise explained, all technical and scientific terms used herein have the same meaning as commonly understood by one of ordinary skill in the art to which this disclosure belongs. Although methods and materials similar or equivalent to those described herein can be used in the practice or testing of this disclosure, suitable methods and materials are described below. The materials, methods, and examples are illustrative only and are not intended to be limiting.

[0009] "Administering" refers to any suitable mode of administration for controlling fungal pathogens, including treatment of existing crops, seeds, soil, or combinations thereof.

[0010] "Control," with respect to fungal pathogens, means blocking, inhibiting, and / or eradicating the fungal pathogen and / or preventing the fungal pathogen from damaging the crop. In one embodiment, control refers to the reduction of one or more fungi to an undetectable level, or the reduction or suppression of fungi to an acceptable level, as determined by one skilled in the art (e.g., a crop grower). Determining an acceptable level of fungal reduction is based on many factors, including the crop, the pathogen, the severity of the pathogen, use limitations, economic thresholds, and other factors known to those skilled in the art.

[0011] As used herein, the terms "enhancer" and "potentiator" refer to a compound(s) disclosed herein that enhances the effectiveness of a pesticide. Without being limited by theory, the enhancer compounds disclosed herein may function by blocking one or more pathways by which pathogens, such as fungal pathogens, avoid the toxicity of pesticides, such as by detoxifying, sequestering, or transporting them. In certain embodiments, the compounds inhibit the activity of the enzyme apyrase, which enhances, potentiates, or synergizes pesticides, such as acaricides, antimicrobials, fungicides, herbicides, insecticides, molluscicides, and / or nematicides. For example, when an enhancer or potentiator is used in combination with a fungicide, the combination of the potentiator and fungicide enhances the fungicidal effect of the fungicide and / or provides fungi that are resistant to fungi that are susceptible to the fungicide as a result of the activity of the potentiator. In most cases, these enhancers or potentiators themselves do not inhibit the growth of the fungus itself and do not have a deleterious effect on organisms that are (or may be) infected with the fungus.

[0012] As used herein, the term "inoculation" refers to a method used to administer or apply an effective amount of the disclosed compounds or formulations thereof to a target area of ​​a field and / or plant. Inoculation methods can be, but are not limited to, aerosol spray, pressurized spray, direct watering, and immersion. Target areas of a plant can include, but are not limited to, leaves, roots, stems, buds, flowers, fruits, plant seeds, and plant bulbs, including bulbs, corms, rhizomes, tubers, tuberous roots, and rhizophores. Inoculation can include methods in which a plant is treated in one area (e.g., the root zone or foliage) and another area of ​​the plant is protected (e.g., foliage is inoculated when the disclosed compounds are applied to the root zone, and shoots are inoculated when the compounds are applied to the foliage).

[0013] As used herein, the terms "wettable granules," "water-dispersible granules," and "dispersible granules" refer to solid granule formulations prepared by a granulation process, optionally containing fine particles of a polymer-associated active ingredient, or agglomerates thereof, a wetting agent and / or dispersing agent, and optionally an inert filler. The wettable granules can be stored as a formulation and provided to the market and / or end user without further processing. In some embodiments, they can be packaged in a water-soluble bag for ease of use by the end user. In actual applications, the wettable granules are prepared for application by the end user. The wettable granules are mixed with water in the end user's spray tank to a dilution appropriate for the particular application. The dilution may vary depending on, among other factors, the crop, the target pathogen, the time of year, geography, local regulations, and the intensity of infection or pathogen load. Once appropriately diluted, the solution can be applied by spraying.

[0014] As used herein, the terms "wettable powder," "water-dispersible powder," and "dispersible powder" refer to a solid powder formulation containing an active ingredient, or an aggregate thereof, optionally associated with a polymer, and optionally one or more of a dispersant, a wetting agent, and an inert filler. Wettable powders can be stored as a formulation and provided to the market and / or end user without further processing. In some embodiments, they can be packaged in a water-soluble bag for ease of use by the end user. In actual use, the wettable powder is prepared for application by the end user. The wettable powder is mixed with water in the end user's spray tank to a dilution appropriate for the particular application. The dilution may vary depending on, among other factors, the crop, fungal pathogen, time of year, geography, local regulations, and the intensity of the fungal load. Once appropriately diluted, the solution can be applied by spraying.

[0015] As used herein, the term "high-solids liquid suspension" refers to a liquid formulation containing microparticles of an active ingredient, or polymer microparticles associated with the active ingredient, or aggregates thereof, a wetting agent and / or dispersant, an antifreeze, optionally an antisettling or thickening agent, optionally a preservative, and water or oil as a carrier. The high-solids liquid suspension can be stored as a formulation and provided to the market and / or end user without further processing. In actual use, the high-solids liquid suspension is prepared for application by the end user. The high-solids liquid suspension is mixed with water in the end user's spray tank to a dilution appropriate for the particular application. The dilution may vary depending on, among other things, the crop, fungal pathogen, time of year, geography, local regulations, and the intensity of the infection. Once appropriately diluted, the solution can be applied by spraying.

[0016] As used herein, the term "phytologically acceptable" refers to a composition, diluent, excipient, and / or carrier that is generally applicable for use on any part of a plant during any part of its life cycle, including, but not limited to, a seed, seedling, plant cell, plant, or flower. The composition can be prepared according to procedures, methods, and formulas known to those skilled in the agricultural arts. Following the teachings of this disclosure, those skilled in the agricultural and / or chemical arts can easily prepare the desired composition. Most generally, the compounds disclosed herein can be formulated to be stored and / or applied as aqueous or non-aqueous suspensions or emulsions prepared purely or from concentrated formulations of the composition. Alternatively, the compounds disclosed herein can be formulated for use in an aerosol-generating device for application to produce stored in a sealed chamber, a method of application known as atomization. Water-soluble, water-suspendable, or emulsifiable formulations containing the compounds of the present disclosure can also be converted or formulated into solids (e.g., wettable powders), which can then be diluted into the final formulation. In certain formulations, the compositions of the present disclosure may also be provided in growth media such as in vitro media for the growth of plants or other types of cells, laboratory plant growth media, soil, or for spraying onto seeds, seedlings, roots, stems, stalks, leaves, flowers, or whole plants.

[0017] The compounds herein may include all stereoisomers, including E and Z isomers, enantiomers, diastereomers, mixtures, racemates, atropisomers, and tautomers thereof.

[0018] Non-limiting examples of optional substituents include hydroxyl groups, sulfhydryl groups, halogens, amino groups, nitro groups, nitroso groups, cyano groups, azide groups, sulfoxide groups, sulfone groups, sulfonamide groups, carboxyl groups, carbonaldehyde groups, imine groups, alkyl groups, halo-alkyl groups, alkenyl groups, haloalkenyl groups, alkynyl groups, halo-alkynyl groups, alkoxy groups, aryl groups, aryloxy groups, aralkyl groups, arylalkoxy groups, heterocyclylalkyl groups, heteroaryl groups, cycloalkyl groups, acyl groups, acyloxy groups, carbamate groups, amido groups, ureido groups, epoxy groups, and ester groups.

[0019] "Alkyl" refers to an optionally substituted straight chain or an optionally substituted branched chain saturated hydrocarbon. Non-limiting examples of alkyl groups include straight chain, branched chain, and cyclic alkyl and alkylene groups. Alkyl groups include, for example, C1, C2, C3, C4, C5, C6, C7, C8, C9, C10, C11, C12, C13, C14, C15, C16, C17, C18, C19, C20, C21, C22, C23, C24, C25, C26, C27, C28, C29, C30, C31, C32, C33, C34, C35, C36, C37, C38, C39, C40, C41, C42, C43, C44, C45, C46, ​​C47, C48, C49, C50, C51, C5 10 , C 11 , C 12 , C 13 , C 14 , C 15 , C 16 , C 17 , C 18 , C 19 , C 20 , C 21 , C 22 , C 23 , C 24 , C 25 , C 26 , C 27 , C 28 , C 29 , C 30 , C 31 , C 32 , C 33 , C 34 , C 35 , C 36 , C 37 , C 38 , C 39 , C 40 , C 41 , C 42 , C 43 , C 44 , C 45 , C46 , C 47 , C 48 , C 49 , or C 50 In some cases, alkyl refers to a group having 1 to about 10 carbon atoms, or 1 to 6 carbon atoms, and the sp of the alkyl residue 3 The hybridized carbon is connected to the rest of the molecule by a single bond. Whenever a numerical range such as "C alkyl" appears herein, it means that the alkyl group consists of 1 carbon atom, 2 carbon atoms, 3 carbon atoms, 4 carbon atoms, 5 carbon atoms, or 6 carbon atoms, but this definition also encompasses occurrences of the term "alkyl" without specifying a numerical range. In some embodiments, alkyl is a C alkyl group. 10 alkyl, C1-9 alkyl, C1-8 alkyl, C1-7 alkyl, C1-6 alkyl, C1-5 alkyl, C1-4 alkyl, C1-3 alkyl, C1-2 alkyl, or C1 alkyl.

[0020] Examples of alkyl groups include, but are not limited to, methyl, ethyl, n-propyl, isopropyl, 2-methyl-1-propyl, 2-methyl-2-propyl, 2-methyl-1-butyl, 3-methyl-1-butyl, 2-methyl-3-butyl, 2,2-dimethyl-1-propyl, 2-methyl-1-pentyl, 3-methyl-1-pentyl, 4-methyl-1-pentyl, 2-methyl-2-pentyl, 3-methyl-2-pentyl, 4-methyl-2-pentyl, 2,2-dimethyl-1-butyl, 3,3-dimethyl-1-butyl, 2-ethyl-1-butyl, n-butyl, isobutyl, sec-butyl, t-butyl, n-pentyl, isopentyl, neopentyl, tert-amyl, and hexyl, as well as longer alkyl groups such as heptyl, octyl, and the like.

[0021] Non-limiting examples of straight chain alkyl groups include methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, nonyl, and decyl.

[0022] Branched chain alkyl groups include any straight chain alkyl group substituted with any number of alkyl groups. Non-limiting examples of branched chain alkyl groups include isopropyl, isobutyl, sec-butyl, and t-butyl.

[0023] Unless stated otherwise in the specification, alkyl groups are optionally substituted, for example, with oxo, halogen, amino, nitrile, nitro, hydroxyl, haloalkyl, alkoxy, aryl, cycloalkyl, heterocyclylalkyl, heteroaryl, etc. In some embodiments, alkyl is optionally substituted with oxo, halogen, -CN, -CF3, -OH, -OMe, -NH2, or -NO2. In some embodiments, alkyl is optionally substituted with oxo, halogen, -CN, -CF3, -OH, or -OMe. In some embodiments, alkyl is optionally substituted with halogen. Non-limiting examples of substituted alkyl groups include hydroxymethyl, chloromethyl, trifluoromethyl, aminomethyl, 1-chloroethyl, 2-hydroxyethyl, 1,2-difluoroethyl, and 3-carboxypropyl.

[0024] "Alkenyl" refers to an optionally substituted straight chain or an optionally substituted branched chain hydrocarbon having one or more carbon-carbon double bonds. The olefin(s) of the alkenyl group can be, for example, E, Z, cis, trans, terminal, or exo-methylene. Alkenyl groups include, for example, C2, C3, C4, C5, C6, C7, C8, C9, C 10 , C 11 , C 12 , C 13 , C 14 , C 15 , C 16 , C 17 , C 18 , C 19 , C 20 , C 21 , C 22 , C 23 , C 24 , C 25 , C 26 , C27 , C 28 , C 29 , C 30 , C 31 , C 32 , C 33 , C 34 , C 35 , C 36 , C 37 , C 38 , C 39 , C 40 , C 41 , C 42 , C 43 , C 44 , C 45 , C 46 , C 47 , C 48 , C 49 , or C 50 Non-limiting examples of alkenyl and alkenylene groups include ethenyl, prop-1-en-1-yl, isopropenyl, but-1-en-4-yl, 2-chloroethenyl, 4-hydroxybuten-1-yl, 7-hydroxy-7-methyloct-4-en-2-yl, and 7-hydroxy-7-methyloct-3,5-dien-2-yl.

[0025] Whenever a numerical range appears herein, such as "C2-C6 alkenyl," means that the alkenyl group can consist of 2 carbon atoms, 3 carbon atoms, 4 carbon atoms, 5 carbon atoms, or 6 carbon atoms; however, this definition also encompasses occurrences of the term "alkenyl" where no numerical range is specified. In some embodiments, alkenyl refers to any of C2-C6 alkenyl. 10Alkenyl is C2-C9 alkenyl, C2-C8 alkenyl, C2-C7 alkenyl, C2-C6 alkenyl, C2-C5 alkenyl, C2-C4 alkenyl, C2-C3 alkenyl, or C2 alkenyl. Unless stated otherwise in the specification, alkenyl groups are optionally substituted, for example, with oxo, halogen, amino, nitrile, nitro, hydroxyl, haloalkyl, alkoxy, aryl, cycloalkyl, heterocyclylalkyl, heteroaryl, etc. In some embodiments, alkenyl is optionally substituted with oxo, halogen, -CN, -CF3, -OH, -OMe, -NH2, or -NO2. In some embodiments, alkenyl is optionally substituted with oxo, halogen, -CN, -CF3, -OH, or -OMe. In some embodiments, alkenyl is optionally substituted with halogen.

[0026] "Alkynyl" refers to an optionally substituted straight chain or an optionally substituted branched chain hydrocarbon. The triple bond of an alkynyl group can be internal or terminal. An alkynyl or alkynylene group can be, for example, C2, C3, C4, C5, C6, C7, C8, C9, C10, C11, C12, C13, C14, C15, C16, C17, C18, C19, C20, C21, C22, C23, C24, C25, C26, C27, C28, C29, C30, C31, C32, C33, C34, C35, C36, C37, C38, C39, C40, C41, C42, C43, C44, C45, C46, ​​C47, C48, C49, C50, C51, C52, C5 10 , C 11 , C 12 , C 13 , C 14 , C 15 , C 16 , C 17 , C 18 , C 19 , C 20 , C 21 , C 22 , C 23 , C 24 , C 25 , C 26 , C 27 , C 28 , C 29 , C 30 , C 31 , C 32 , C 33 , C 34 , C 35 , C 36 , C 37 , C 38 , C 39 , C40 , C 41 , C 42 , C 43 , C 44 , C 45 , C 46 , C 47 , C 48 , C 49 , or C 50 The alkynyl group may be a group, which may be substituted or unsubstituted. Non-limiting examples of alkynyl groups include ethynyl, prop-2-yn-1-yl, prop-1-yn-1-yl, 2-methyl-hex-4-yn-1-yl, 5-hydroxy-5-methylhex-3-yn-1-yl, 6-hydroxy-6-methylhept-3-yn-2-yl, and 5-hydroxy-5-ethylhept-3-yn-1-yl.

[0027] Whenever a numerical range appears herein, such as "C2-C6 alkynyl," means that the alkynyl group can consist of 2 carbon atoms, 3 carbon atoms, 4 carbon atoms, 5 carbon atoms, or 6 carbon atoms; however, this definition also encompasses occurrences of the term "alkynyl" where no numerical range is specified. In some embodiments, alkynyl refers to any of C2-C6 alkynyl groups. 10 alkynyl, C2-C9 alkynyl, C2-C8 alkynyl, C2-C7 alkynyl, C2-C6 alkynyl, C2-C5 alkynyl, C2-C4 alkynyl, C2-C3 alkynyl, or C2 alkynyl. Unless stated otherwise in the specification, alkynyl groups are optionally substituted, for example, with oxo, halogen, amino, nitrile, nitro, hydroxyl, haloalkyl, alkoxy, aryl, cycloalkyl, heterocyclylalkyl, heteroaryl, etc. In some embodiments, alkynyl is optionally substituted with oxo, halogen, -CN, -CF3, -OH, -OMe, -NH2, or -NO2. In some embodiments, alkynyl is optionally substituted with oxo, halogen, -CN, -CF3, -OH, or -OMe. In some embodiments, alkynyl is optionally substituted with halogen.

[0028] A haloalkyl group can be any alkyl group substituted with any number of halogen atoms, such as fluorine, chlorine, bromine, and iodine atoms. A halo-alkenyl group can be any alkenyl group substituted with any number of halogen atoms. A haloalkynyl group can be any alkynyl group substituted with any number of halogen atoms.

[0029] An alkoxy group can be, for example, an oxygen atom substituted with any alkyl, alkenyl, or alkynyl group. Ether or ether groups include alkoxy groups. Non-limiting examples of alkoxy groups include methoxy, ethoxy, propoxy, isopropoxy, and isobutoxy.

[0030] The term "acyl" refers to the groups HC(O)-, alkyl-C(O)-, cycloalkyl-C(O)-, cycloalkenyl-C(O)-, aryl-C(O)-, heteroaryl-C(O)-, and heterocyclyl-C(O)-, where alkyl, cycloalkyl, cycloalkenyl, aryl, heteroaryl, and heterocyclyl are as defined herein. Exemplary acyl groups include acetyl and benzoyl groups.

[0031] "Alkoxy" means a group of the formula -OR a where R a is an alkyl radical as defined above. Unless stated otherwise in the specification, an alkoxy group can be optionally substituted with, for example, oxo, halogen, amino, nitrile, nitro, hydroxyl, haloalkyl, alkoxy, aryl, cycloalkyl, heterocyclylalkyl, heteroaryl, etc. In some embodiments, an alkoxy is optionally substituted with oxo, halogen, -CN, -CF, -OH, -OMe, -NH, or -NO. In some embodiments, an alkoxy is optionally substituted with oxo, halogen, -CN, -CF, -OH, or -OMe. In some embodiments, an alkoxy is optionally substituted with halogen.

[0032] "Aminoalkyl" refers to an alkyl radical, as defined above, substituted with one or more amines. In some embodiments, the alkyl is substituted with one amine. In some embodiments, the alkyl is substituted with one, two, or three amines. Hydroxyalkyl includes, for example, aminomethyl, aminoethyl, aminopropyl, aminobutyl, or aminopentyl. In some embodiments, the hydroxyalkyl is aminomethyl.

[0033] "Aryl" refers to a radical derived from a hydrocarbon ring system containing hydrogen, 6 to 30 carbon atoms, and at least one aromatic ring. The aryl radical can be a monocyclic, bicyclic, tricyclic, or tetracyclic ring system, which can include fused (when fused to a cycloalkyl or heterocyclylalkyl ring, the aryl is attached through an aromatic ring atom) or bridged ring systems. In some embodiments, the aryl is a 6- to 10-membered aryl. In some embodiments, the aryl is a 6-membered aryl. Aryl radicals include, but are not limited to, aryl radicals derived from the hydrocarbon ring systems of anthrylene, naphthylene, phenanthrylene, anthracene, azulene, benzene, chrysene, fluoranthene, fluorene, as-indacene, s-indacene, indane, indene, naphthalene, phenalene, phenanthrene, pleiadene, pyrene, and triphenylene. In some embodiments, the aryl is phenyl. Unless stated otherwise in the specification, an aryl can be optionally substituted with, for example, halogen, amino, nitrile, nitro, hydroxyl, alkyl, alkenyl, alkynyl, haloalkyl, alkoxy, aryl, cycloalkyl, heterocyclylalkyl, heteroaryl, etc. In some embodiments, an aryl is optionally substituted with halogen, methyl, ethyl, -CN, -CF3, -OH, -OMe, -NH2, or -NO2. In some embodiments, an aryl is optionally substituted with halogen, methyl, ethyl, -CN, -CF3, -OH, or -OMe. In some embodiments, an aryl is optionally substituted with halogen.

[0034] "Cycloalkyl" refers to a stable, partially or fully saturated, monocyclic or polycyclic carbocyclic ring, which may include fused (when fused with an aryl or heteroaryl ring, the cycloalkyl is attached through a non-aromatic ring atom), bridged, or spiro ring systems. Representative cycloalkyls include those having 3 to 15 carbon atoms (C3-C4). 15 cycloalkyl), 3 to 10 carbon atoms (C3-C 10Examples of cycloalkyl groups include, but are not limited to, cycloalkyls having 3 to 8 carbon atoms (C-C cycloalkyl), 3 to 6 carbon atoms (C-C cycloalkyl), 3 to 5 carbon atoms (C-C cycloalkyl), or 3 to 4 carbon atoms (C-C cycloalkyl). In some embodiments, a cycloalkyl is a 3- to 6-membered cycloalkyl. In some embodiments, a cycloalkyl is a 5- to 6-membered cycloalkyl. Non-limiting examples of cycloalkyl groups include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, and cyclooctyl. Cycloalkyl groups also include fused, bridged, and spiro bicycles, as well as higher fused, bridged, and spiro systems. Cycloalkyl groups can be substituted with any number of straight, branched, or cyclic alkyl groups. Non-limiting examples of cyclic alkyl groups include cyclopropyl, 2-methyl-cycloprop-1-yl, cycloprop-2-en-1-yl, cyclobutyl, 2,3-dihydroxycyclobut-1-yl, cyclobut-2-en-1-yl, cyclopentyl, cyclopent-2-en-1-yl, cyclopenta-2,4-dien-1-yl, cyclohexyl, cyclohex-2-en-1-yl, cycloheptyl, cyclooctanyl, 2,5-dimethylcyclopent-1-yl, 3,5-dichlorocyclohex-1-yl, 4 ... -hydroxycyclohex-1-yl, 3,3,5-trimethylcyclohex-1-yl, octahydropentalenyl, octahydro-1H-indenyl, 3a,4,5,6,7,7a-hexahydro-3H-inden-4-yl, decahydroazenyl, bicyclo-[2.1.1]hexanyl, bicyclo[2.2.1]heptanyl, bicyclo[3.1.1]heptanyl, 1,3-dimethyl[2.2.1]heptan-2-yl, bicyclo[2.2.2]octanyl, and bicyclo[3.3.3]undecanyl. Monocyclic cycloalkyls include, for example, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, and cyclooctyl.

[0035] Polycyclic cycloalkyl or carbocycles include, for example, adamantyl, norbornyl, decalinyl, bicyclo[3.3.0]octane, bicyclo[4.3.0]nonane, cis-decalin, trans-decalin, bicyclo[2.1.1]hexane, bicyclo[2.2.1]heptane, bicyclo[2.2.2]octane, bicyclo[3.2.2]nonane, and bicyclo[3.3.2]decane, and 7,7-dimethyl-bicyclo[2.2.1]heptanyl.

[0036] Partially saturated cycloalkyls include, for example, cyclopentenyl, cyclohexenyl, cycloheptenyl, and cyclooctenyl. Unless otherwise stated herein, cycloalkyls are optionally substituted with, for example, oxo, halogen, amino, nitrile, nitro, hydroxyl, alkyl, alkenyl, alkynyl, haloalkyl, alkoxy, aryl, cycloalkyl, heterocyclylalkyl, heteroaryl, etc. In some embodiments, cycloalkyls are optionally substituted with oxo, halogen, methyl, ethyl, -CN, -CF3, -OH, -OMe, -NH2, or -NO2. In some embodiments, cycloalkyls are optionally substituted with oxo, halogen, methyl, ethyl, -CN, -CF3, -OH, or -OMe. In some embodiments, cycloalkyls are optionally substituted with halogen.

[0037] "Deuterated alkyl" refers to an alkyl radical, as defined above, that is substituted with one or more deuterium atoms. In some embodiments, the alkyl is substituted with one deuterium atom. In some embodiments, the alkyl is substituted with one, two, or three deuterium atoms. In some embodiments, the alkyl is substituted with one, two, three, four, five, or six deuterium atoms. Deuterated alkyls include, for example, CD3, CHD, CHD, CHCD, CDCD, CHDCD, CHCHD, or CHCHD. In some embodiments, the deuterated alkyl is CD3.

[0038] "Haloalkyl" refers to an alkyl radical, as defined above, substituted with one or more halogens. In some embodiments, the alkyl is substituted with one, two, or three halogens. In some embodiments, the alkyl is substituted with one, two, three, four, five, or six halogens. Haloalkyl includes, for example, trifluoromethyl, difluoromethyl, fluoromethyl, trichloromethyl, 2,2,2-trifluoroethyl, 1,2-difluoroethyl, 3-bromo-2-fluoropropyl, 1,2-dibromoethyl, and the like. In some embodiments, the haloalkyl is trifluoromethyl.

[0039] "Halo" or "halogen" refers to bromo, chloro, fluoro, or iodo. In some embodiments, halogen is fluoro or chloro. In some embodiments, halogen is fluoro.

[0040] "Heteroalkyl" refers to an alkyl group in which one or more skeletal atoms of the alkyl are selected from an atom other than carbon, e.g., oxygen, nitrogen (e.g., -NH-, -N(alkyl)-), sulfur, or a combination thereof. The heteroalkyl is attached to the remainder of the molecule at a carbon atom of the heteroalkyl. In one aspect, the heteroalkyl is a C heteroalkyl, where the heteroalkyl consists of 1 to 6 carbon atoms and one or more atoms other than carbon, e.g., oxygen, nitrogen (e.g., -NH-, -N(alkyl)-), sulfur, or a combination thereof, and the heteroalkyl is attached to the remainder of the molecule at a carbon atom of the heteroalkyl. Examples of such heteroalkyls are, for example, -CHOCH, -CHCHOCH, -CHCHOCHCHOCH, or -CH(CH)OCH. Unless stated otherwise in the specification, a heteroalkyl is optionally substituted with, for example, oxo, halogen, amino, nitrile, nitro, hydroxyl, alkyl, alkenyl, alkynyl, haloalkyl, alkoxy, aryl, cycloalkyl, heterocyclylalkyl, heteroaryl, etc. In some embodiments, a heteroalkyl is optionally substituted with oxo, halogen, methyl, ethyl, -CN, -CF, -OH, -OMe, -NH, or -NO. In some embodiments, a heteroalkyl is optionally substituted with oxo, halogen, methyl, ethyl, -CN, -CF, -OH, or -OMe. In some embodiments, a heteroalkyl is optionally substituted with halogen.

[0041] "Hydroxyalkyl" refers to an alkyl radical, as defined above, substituted with one or more hydroxyls. In some embodiments, the alkyl is substituted with one hydroxyl. In some embodiments, the alkyl is substituted with one, two, or three hydroxyls. Hydroxyalkyl includes, for example, hydroxymethyl, hydroxyethyl, hydroxypropyl, hydroxybutyl, or hydroxypentyl. In some embodiments, the hydroxyalkyl is hydroxymethyl.

[0042] A heterocycle can be any ring containing a non-carbon ring atom, such as N, O, S, P, Si, B, or any other heteroatom. A heterocycle can be substituted with any number of substituents, such as alkyl groups and halogen atoms. A heterocycle can be aromatic (heteroaryl) or non-aromatic. Non-limiting examples of heterocycles include pyrrole, pyrrolidine, pyridine, pyrimidine, pyrazine, pyridazine, piperidine, succinimide, maleimide, morpholine, imidazole, thiophene, furan, tetrahydrofuran, pyran, and tetrahydropyran.

[0043] "Heterocyclyl" refers to a stable 3- to 24-membered heterocyclic ring. Non-limiting examples of heterocyclic rings include heterocyclic units having a single ring containing one or more heteroatoms, including but not limited to diazirinyl, aziridinyl, azetidinyl, pyrazolidinyl, imidazolidinyl, oxazolidinyl, isoxazolinyl, thiazolidinyl, isothiazolinyl, oxathiazolidinonyl, oxazolidinonyl, hydantoinyl, tetrahydrofuranyl, pyrrolidinyl, morpholinyl, piperazinyl, piperidinyl, piperidinyl, dihydropyranyl, tetrahydropyranyl, piperidin-2-onyl, 2,3,4,5-tetrahydrofuranyl, and the like. ii) heterocyclic units having two or more rings, one of which is a heterocyclic ring (non-limiting examples of which include hexahydro-1H-pyrrolidinyl, 3a,4,5,6,7,7a-hexahydro-1H-benzo[d]imidazolyl, 3a,4,5,6,7,7a-hexahydro-1H-indolyl, 1,2,3,4-tetrahydroquinolinyl, and decahydro-1H-cycloocta[b]pyrrolyl).

[0044] "Heterocyclylalkyl" refers to a stable 3- to 24-membered, partially or fully saturated ring radical containing 2 to 23 carbon atoms and 1 to 8 heteroatoms selected from the group consisting of nitrogen, oxygen, phosphorus, and sulfur. Unless stated otherwise in the specification, a heterocyclylalkyl radical can be a monocyclic, bicyclic, tricyclic, or tetracyclic ring system, which can include fused (when fused to an aryl or heteroaryl ring, the heterocyclylalkyl is attached through a non-aromatic ring atom) or bridged ring systems, and the nitrogen, carbon, or sulfur atoms in the heterocyclylalkyl radical can be optionally oxidized, and the nitrogen atom can be optionally quaternized.

[0045] Representative heterocyclylalkyls include those containing 2 to 15 carbon atoms (C2-C 15 heterocyclylalkyl), 2 to 10 carbon atoms (C2-C 10Examples of heterocyclylalkyl include, but are not limited to, heterocyclylalkyls having 2 to 8 carbon atoms (C2-C8 heterocyclylalkyl), 2 to 6 carbon atoms (C2-C6 heterocyclylalkyl), 2 to 5 carbon atoms (C2-C5 heterocyclylalkyl), or 2 to 4 carbon atoms (C2-C4 heterocyclylalkyl). In some embodiments, the heterocyclylalkyl is a 3- to 6-membered heterocyclylalkyl. In some embodiments, the cycloalkyl is a 5- to 6-membered heterocyclylalkyl. Examples of such heterocyclylalkyl radicals include aziridinyl, azetidinyl, dioxolanyl, thienyl[1,3]dithianyl, decahydroisoquinolyl, imidazolinyl, imidazolidinyl, isothiazolidinyl, isoxazolidinyl, morpholinyl, octahydroindolyl, octahydroisoindolyl, 2-oxopiperazinyl, 2-oxopiperidinyl, 2-oxopyrrolidinyl, oxazolidinyl, piperidinyl, piperazinyl, 4-piperidonyl, pyrrolidinyl, Examples of heterocyclylalkyl include, but are not limited to, pyrazolidinyl, quinuclidinyl, thiazolidinyl, tetrahydrofuryl, trithianyl, tetrahydropyranyl, thiomorpholinyl, thiamorpholinyl, 1-oxo-thiomorpholinyl, 1,1-dioxo-thiomorpholinyl, 1,3-dihydroisobenzofuran-1-yl, 3-oxo-1,3-dihydroisobenzofuran-1-yl, methyl-2-oxo-1,3-dioxol-4-yl, and 2-oxo-1,3-dioxol-4-yl. The term heterocyclylalkyl also includes all ring forms of carbohydrates, including, but not limited to, monosaccharides, disaccharides, and oligosaccharides. When referring to the number of carbon atoms in a heterocyclylalkyl, it is understood that the number of carbon atoms in the heterocyclylalkyl is not the same as the total number of atoms (including heteroatoms) that make up the heterocyclylalkyl (i.e., the skeletal atoms of the heterocyclylalkyl ring).Unless stated otherwise in the specification, a heterocyclylalkyl is optionally substituted with, for example, oxo, halogen, amino, nitrile, nitro, hydroxyl, alkyl, alkenyl, alkynyl, haloalkyl, alkoxy, aryl, cycloalkyl, heterocyclylalkyl, heteroaryl, etc. In some embodiments, a heterocyclylalkyl is optionally substituted with oxo, halogen, methyl, ethyl, -CN, -CF3, -OH, -OMe, -NH2, or -NO2. In some embodiments, a heterocyclylalkyl is optionally substituted with oxo, halogen, methyl, ethyl, -CN, -CF3, -OH, or -OMe. In some embodiments, a heterocyclylalkyl is optionally substituted with halogen.

[0046] "Heteroaryl" refers to a 5- to 14-membered ring system radical containing a hydrogen atom, 1 to 13 carbon atoms, 1 to 6 heteroatoms selected from the group consisting of nitrogen, oxygen, phosphorus, and sulfur, and at least one aromatic ring. The heteroaryl radical can be a monocyclic, bicyclic, tricyclic, or tetracyclic ring system, which can include fused (when fused to a cycloalkyl or heterocyclylalkyl ring, the heteroaryl is attached through an aromatic ring atom) or bridged ring systems, and the nitrogen, carbon, or sulfur atoms in the heteroaryl radical can be optionally oxidized, and the nitrogen atom can be optionally quaternized. In some embodiments, the heteroaryl is a 5- to 10-membered heteroaryl. In some embodiments, the heteroaryl is a 5- to 6-membered heteroaryl.Examples include azepinyl, acridinyl, benzimidazolyl, benzothiazolyl, benzindolyl, benzodioxolyl, benzofuranyl, benzoxazolyl, benzothiazolyl, benzothiadiazolyl, benzo[b][1,4]dioxepinyl, 1,4-benzodioxanyl, benzonaphthofuranyl, benzoxazolyl, benzodioxolyl, benzodioxinyl, benzopyranyl, benzopyranonyl, benzofuranyl, benzofuranonyl, benzothienyl (benzothiophenyl), benzotriazolyl, benzo[4,6]imidazo[1,2-a]pyridinyl, carbazolyl, cinnolinyl, dibenzofuranyl, dibenzothiophenyl, furanyl, furanonyl, isothiazolyl, imidazolyl, indazolyl, indolyl, indazolyl, isoindolyl, indophenyl, and indophenyl. Examples include, but are not limited to, dolinyl, isoindolinyl, isoquinolyl, indolizinyl, isoxazolyl, naphthyridinyl, oxadiazolyl, 2-oxoazepinyl, oxazolyl, oxiranyl, 1-oxidopyridinyl, 1-oxidopyrimidinyl, 1-oxidopyrazinyl, 1-oxidopyridazinyl, 1-phenyl-1H-pyrrolyl, phenazinyl, phenothiazinyl, phenoxazinyl, phthalazinyl, pteridinyl, purinyl, pyrrolyl, pyrazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, quinazolinyl, quinoxalinyl, quinolinyl, quinuclidinyl, isoquinolinyl, tetrahydroquinolinyl, thiazolyl, thiadiazolyl, triazolyl, tetrazolyl, triazinyl, and thiophenyl (i.e., thienyl). Unless stated otherwise in the specification, heteroaryl is optionally substituted with, for example, halogen, amino, nitrile, nitro, hydroxyl, alkyl, alkenyl, alkynyl, haloalkyl, alkoxy, aryl, cycloalkyl, heterocyclylalkyl, heteroaryl, etc. In some embodiments, heteroaryl is optionally substituted with halogen, methyl, ethyl, -CN, -CF, -OH, -OMe, -NH, or -NO. In some embodiments, heteroaryl is optionally substituted with halogen, methyl, ethyl, -CN, -CF, -OH, or -OMe.In some embodiments, the heteroaryl is optionally substituted with halogen.

[0047] II. Compounds In one embodiment, enhancers of pesticidal action disclosed herein include those having the formula set forth below: In one embodiment, the disclosure provides a method for inhibiting apyrase, comprising contacting the apyrase with a compound of formula (I): [ka] During the ceremony, L 1 But -C(O)N(R a )- and -N(R a )C(O)—; L 2 But -S(O)2N(R a )- and -N(R a )S(O)2-; R 1 but one or more R a and R b C optionally substituted with 1-6 alkyl, one or more R 3 aryl optionally substituted with one or more R 3 aralkyl optionally substituted with one or more R d heterocyclyl optionally substituted with, and one or more R 3 heteroaryl optionally substituted with R 2 But C 1-6 alkyl, aryl, and heteroaryl, each optionally containing one or more R a and R b is replaced by R 3 But independently, R a , R b , the same or different R a Or R b -OR replaced by one or more of a , or -(CH2) m -Rb , -(CHR a ) m -R b , -O-(CH2) m -R b , -S-(CH2) m -R b , -O-CHR a R b , -O-CR a (R b )2, -O-(CHR a ) m -R b , -O-(CH2) m -CH[(CH2) m R b ]R b , -S-(CHR a ) m -R b , -C(O)NH-(CH2) m -R b , -C(O)NH-(CHR a ) m -R b , -O-(CH2) m -C(O)NH-(CH2) m -R b is selected from Each R a are independently hydrogen, C 1-6 Alkyl, C 1-6 Haloalkyl, C 3-8 Cycloalkyl, C 6-10 Aryl, C 5-10 Heteroaryl, C 6-16 arylalkyl, 2- to 6-membered heteroalkyl, and 3- to 8-membered heterocyclylalkyl, or R a However, nitrogen and its attached R 1 Or R 2 together with one or more R d or one or more R 3 forming a heteroaryl optionally substituted with Z is halogen, C 1-6 Alkyl, -OR a , and C 1-6 haloalkyl; R b But independently, =O, -OR d , halogen, C 1-3 Haloalkyloxy, -OCF3, =S, -SR d , =NR d , =NOR d , -NR c R c , -SF5, halogen, -CF3, -CN, -NO2, -S(O)R d , -S(O)2R d , -S(O)2OR d , -S(O)NR c R c , -S(O)NR c R c , -OS(O)R d , -OS(O)2R d , -OS(O)2OR d , -OS(O)2NR c R c , -C(O)R d , -C(O)OR d , -C(O)NR c R c , -C(NH)NR c R c , -C(NR a )NR c R c , -C(NOH)R a , -C(NOH)NR c R c , -OC(O)R d , -OC(O)OR d , -OC(O)NR c R c , -OC(NH)NR c R c , -OC(NR a )NR c R c , -[NHC(O)] n R d , -[NR a C(O)] n R d , -[NHC(O)] n OR d , -[NR a C(O)] n OR d, -[NHC(O)] n NR c R c , -[NR a C(O)] n NR c R c , -[NHC(NH)] n NR c R c , and -[NR a C(NR a )] n NR c R c is selected from the group consisting of Each R c But independently, R a or alternatively, two R c together with the nitrogen atom to which they are attached, may optionally contain one or more of the same or different additional heteroatoms, and optionally contain the same or different R e forming a 5-10 membered heterocyclylalkyl or heteroaryl, which may be substituted with one or more of the groups Each R d are independently hydrogen or C 1-6 is alkyl, Each R e are independently halogens, C 1-6 Alkyl, or -C(O)R d and each m is independently an integer from 1 to 3; Each n is independently an integer from 0 to 3, provided that the compound does not have the following formula: [ka]

[0048] In one embodiment, the enhancer compound of formula (I) is: [ka] During the ceremony, L 1 But -C(O)N(R a )- and -N(R a)C(O)—; L 2 But -S(O)2N(R a )- and -N(R a )S(O)2-; R 1 but one or more R a and R b C optionally substituted with 1-6 alkyl, one or more R 3 aryl optionally substituted with one or more R 3 aralkyl optionally substituted with one or more R d heterocyclyl optionally substituted with, and one or more R 3 heteroaryl optionally substituted with R 2 But C 1-6 alkyl, aryl, and heteroaryl, each optionally containing one or more R a and R b is replaced by Z is halogen, C 1-6 Alkyl, -OR a , and C 1-6 haloalkyl; R 3 But independently, R a , R b , the same or different R a Or R b -OR replaced by one or more of a , or -(CH2) m -R b , -(CHR a ) m -R b , -O-(CH2) m -R b , -S-(CH2) m -R b , -O-CHR a R b , -O-CR a (R b )2, -O-(CHR a ) m -R b , -O-(CH2) m-CH[(CH2) m R b ]R b , -S-(CHR a ) m -R b , -C(O)NH-(CH2) m -R b , -C(O)NH-(CHR a ) m -R b , -O-(CH2) m -C(O)NH-(CH2) m -R b is selected from Each R a are independently hydrogen, C 1-6 Alkyl, C 1-6 Haloalkyl, C 3-8 Cycloalkyl, C 6-10 Aryl, C 5-10 Heteroaryl, C 6-16 selected from the group consisting of arylalkyl, 2- to 6-membered heteroalkyl, and 3- to 8-membered heterocyclylalkyl; R b But independently, =O, -OR d , halogen, C 1-3 Haloalkyloxy, -OCF3, =S, -SR d , =NR d , =NOR d , -NR c R c , -SF5, halogen, -CF3, -CN, -NO2, -S(O)R d , -S(O)2R d , -S(O)2OR d , -S(O)NR c R c , -S(O)NR c R c , -OS(O)R d , -OS(O)2R d , -OS(O)2OR d , -OS(O)2NR c R c , -C(O)R d , -C(O)OR d , -C(O)NR c R c , -C(NH)NRc R c , -C(NR a )NR c R c , -C(NOH)R a , -C(NOH)NR c R c , -OC(O)R d , -OC(O)OR d , -OC(O)NR c R c , -OC(NH)NR c R c , -OC(NR a )NR c R c , -[NHC(O)] n R d , -[NR a C(O)] n R d , -[NHC(O)] n OR d , -[NR a C(O)] n OR d , -[NHC(O)] n NR c R c , -[NR a C(O)] n NR c R c , -[NHC(NH)] n NR c R c , and -[NR a C(NR a )] n NR c R c is selected from the group consisting of Each R c But independently, R a or alternatively, two R c together with the nitrogen atom to which they are attached, may optionally contain one or more of the same or different additional heteroatoms, and optionally contain the same or different R e forming a 5-10 membered heterocyclylalkyl or heteroaryl, which may be substituted with one or more of the groups Each R d are independently hydrogen or C1-6 is alkyl, Each R e are independently halogens, C 1-6 Alkyl, or -C(O)R d and each m is independently an integer from 1 to 3; Each n is independently an integer from 0 to 3, provided that the compound does not have the following formula: [ka]

[0049] In one embodiment of the compounds having formula (I), the disclosed enhancer has formula (Ia): [ka]

[0050] In one embodiment of the compounds having formula (I), the disclosed enhancer has the formula (Ib): [ka]

[0051] In one embodiment of the compounds having formula (I), the disclosed enhancer has the formula (Ic): [ka]

[0052] In certain embodiments of compounds according to Formula (I), (Ia), (Ib), and (Ic), R 1 and R 2 At least one of the groups is aryl, e.g., R 1 is aryl and R 2 is aryl, or R 1 and R 2 and R are both aryl. According to formulas (I), (Ia), (Ib), and (Ic), R 1 In embodiments of compounds where R is aryl,2 is C 1-6 According to formulas (I), (Ia), (Ib), and (Ic), R 2 In embodiments of compounds where R is aryl, 1 is one or more R a and R b C optionally substituted with 1-6 alkyl, one or more R 3 aryl optionally substituted with one or more R 3 aralkyl optionally substituted with one or more R d heterocyclyl optionally substituted with, and one or more R 3 In certain embodiments of compounds according to Formula (I), (Ia), (Ib), and (Ic), R 1 , R 2 When R , R , or both are aryl, the aryl is substituted or unsubstituted. In certain embodiments of compounds according to Formula (I), (Ia), (Ib), and (Ic), R 1 , R 2 When either or both are aryl, at least one aryl is substituted or unsubstituted.

[0053] In one embodiment of the compounds according to Formula (I), (Ia), (Ib), and (Ic), R 1 and R 2 In one embodiment of the compounds according to Formula (I), (Ia), (Ib), and (Ic), at least one of R 1 and R 2 is aryl, and R 1 and R 2 The other is heteroaryl. 1 and Ar 2 is independently selected from aryl and heteroaryl. In one embodiment, each optionally contains one or more R 3 is replaced by

[0054] In one embodiment of the compounds according to Formula (I), (Ia), (Ib), and (Ic), R 1 and R 2 At least one of R is heteroaryl, e.g., R 1 is heteroaryl and R 2 is heteroaryl, or R 1 and R 2 In certain embodiments of compounds according to Formula (I), (Ia), (Ib), and (Ic), R 1 , R 2 or both are heteroaryl, the heteroaryl may be one or more R 3 or is unsubstituted.

[0055] In one embodiment of the compounds according to Formula (I), (Ia), (Ib), and (Ic), R 1 and R 2 At least one of the 3 In one such embodiment of the compounds according to formula (I), (Ia), (Ib), and (Ic), R 1 and R 2 At least one of the 3 is replaced by

[0056] In one embodiment of the compounds disclosed herein, including compounds according to Formula (I), (Ia), (Ib), and (Ic), R 1 and R 2 At least one of the 3 Each R is replaced by 3 are independently a , R b , the same or different R a Or R b -OR replaced by one or more of a , or -(CH2) m -R b , -(CHR a ) m -R b , -O-(CH2) m -R b , -S-(CH2)m -R b , -O-CHR a R b , -O-CR a (R b )2, -O-(CHR a ) m -R b , -O-(CH2) m -CH[(CH2) m R b ]R b , -S-(CHR a ) m -R b , -C(O)NH-(CH2) m -R b , -C(O)NH-(CHR a ) m -R b , and -O-(CH2) m -C(O)NH-(CH2) m -R b In one embodiment of the compounds disclosed herein, including compounds according to Formula (I), (Ia), (Ib), and (Ic), R 1 and R 2 At least one of the 3 and at least one R 3 is a halogen.

[0057] In one embodiment of the compounds according to Formula (I), (Ia), (Ib), and (Ic), R a is the nitrogen and the R bonded to it. 1 or R 2 together with one or more R d or one or more R 3 to form an optionally substituted heteroaryl.

[0058] In one such embodiment, L 1 and R 1 Together, [ka] each optionally containing one or more R 3 is replaced by

[0059] In one embodiment, L 2 and R 2 Together, [ka] each optionally containing one or more R 3 In another embodiment, L 2 and R 2 Together, [ka] and optionally one or more R d is replaced by

[0060] In one embodiment of the compounds according to Formulas (I) and (Ib) disclosed herein, the compound has the formula (II): [ka] In the formula, X is C 1-6 Alkyl, same or different R a Or R b -OR replaced by one or more of a , -CFH, -CF, -CN, -NO, and halogen, or two X substituents together with the atoms to which they are attached form a 5- to 8-membered aryl, cycloalkyl, heterocyclylalkyl, or heteroaryl, which may optionally contain one or more of the same or different additional heteroatoms, and optionally the same or different R b It may be substituted with one or more of the groups.

[0061] In one embodiment of Formulas (I), (Ib), and (II), the compound has the formula (IIa): [ka] In the formula, R4 is, for each occurrence, independently hydrogen, halogen, C 1-6 Alkyl, or C 1-6 It is haloalkyl.

[0062] In one embodiment of Formulas (I), (Ib), (II), and (IIa), the compound has the formula (IIb): [ka]

[0063] In one embodiment of Formulas (I), (Ib), (II), and (IIa), the compound has the formula (IIc): [ka]

[0064] In one embodiment of the compounds disclosed herein according to Formula (I), (Ib), and (II), the compound has the formula (III): [ka] In the formula, Y is C 1-6 Alkyl, -OR a , -CFH, -CF, -CN, -NO, and halogen, or two Y substituents together with the atoms to which they are attached form a 5- to 8-membered aryl, cycloalkyl, heterocyclylalkyl, or heteroaryl, which may optionally contain one or more of the same or different additional heteroatoms, and optionally the same or different R b It may be substituted with one or more of the groups.

[0065] In one embodiment of Formulas (I), (Ib), (II), and (III), the compound has the formula (IIIa): [ka] In the formula, R 5 is, for each occurrence, independently hydrogen, halogen, C1-6 Alkyl, or C 1-6 It is haloalkyl.

[0066] In one embodiment of Formulas (I), (Ib), (II), (III), and (IIIa), the compound has the formula (IIIb): [ka]

[0067] In one embodiment of Formulas (I), (Ib), (II), (III), and (IIIa), the compound has the formula (IIIc): [ka]

[0068] In one embodiment of formulas (I), (Ia), (Ib), (Ic), (II), (IIa), (IIb), (IIc), (III), (IIIa), (IIIb), and (IIIc), R 1 is heteroaryl.

[0069] In one embodiment of formulas (I), (Ia), (Ib), (Ic), (II), (IIa), (IIb), (IIc), (III), (IIIa), (IIIb), and (IIIc), R 2 is heteroaryl.

[0070] In one embodiment of Formulas (I), (Ib), (II), (IIa), (IIb), (IIc), (III), (IIIa), (IIIb), and (IIIc), the compound has the formula (IV). [ka]

[0071] In one embodiment of Formulas (I), (Ib), (II), (IIa), (IIb), (IIc), (III), (IIIa), (IIIb), (IIIc), and (IV), the compound has the formula (IVa). [ka]

[0072] In one embodiment of Formulas (I), (Ib), (II), (IIa), (IIb), (IIc), (III), (IIIa), (IIIb), (IIIc), and (IV), the compound has the formula (IVb). [ka]

[0073] Specific examples of apyrase inhibitors according to the present disclosure, including compounds of formula (I), (Ia), (Ib), (Ic), (II), (IIa), (IIb), (IIc), (III), (IIIa), (IIIb), (IIIc), (IV), (IVa), and / or (IVb), for use in enhancing the activity of the agricultural or horticultural pesticides described herein, are shown in Table 1 below. [Table 1-1] [Table 1-2] [Table 1-3] [Table 1-4] [Table 1-5] [Table 1-6] [Table 1-7] [Table 1-8] [Table 1-9]

Table 1-10

Table 1-11

Table 1-12

Table 1-13

Table 1-14

Table 1-15

Table 1-16

Table 1-17

Table 1-18

Table 1-19

Table 1-20

Table 1-21

Table 1-22

Table 1-23

Table 1-24

Table 1-25

Table 1-26

Table 1-27

Table 1-28

Table 1-29

Table 1-30

Table 1-31

Table 1-32

Table 1-33

Table 1-34

Table 1-35

Table 1-36

Table 1-37

Table 1-38

Table 1-39

Table 1-40

Table 1-41

Table 1-42

Table 1-43

Table 1-44

Table 1-45

Table 1-46

Table 1-47

Table 1-48

Table 1-49

Table 1-50

Table 1-51

Table 1-52

Table 1-53

Table 1-54

Table 1-55

Table 1-56

Table 1-57

Table 1-58

Table 1-59

Table 1-60

Table 1-61

Table 1-62

Table 1-63

Table 1-64

Table 1-65

Table 1-66

Table 1-67

Table 1-68

Table 1-69

Table 1-70

Table 1-71

Table 1-72

Table 1-73

Table 1-74

Table 1-75

Table 1-76

Table 1-77

Table 1-79

Table 1-80

Table 1-81

Table 1-82

Table 1-83

Table 1-84

Table 1-85

Table 1-86

Table 1-87

Table 1-88

Table 1-89

Table 1-90

Table 1-91

Table 1-92

Table 1-93

Table 1-94

Table 1-95

Table 1-96

Table 1-97

Table 1-98

Table 1-99

Table 1-100

Table 1-101

Table 1-102

Table 1-103

Table 1-104

Table 1-105

Table 1-106

Table 1-107

Table 1-108

Table 1-109

Table 1-110

Table 1-111

Table 1-112

Table 1-113

Table 1-114

Table 1-115

Table 1-116

Table 1-117

Table 1-118

Table 1-119

Table 1-120

Table 1-121

Table 1-122

Table 1-123

Table 1-124

Table 1-125

Table 1-126

Table 1-127

Table 1-129

Table 1-131

Table 1-133

Table 1-135

Table 1-138

Table 1-139

Table 1-141

Table 1-145

Table 1-147

Table 1-149

Table 1-150

Table 1-151

Table 1-152

Table 1-153

Table 1-155

Table 1-156

Table 1-157

Table 1-158

Table 1-159

[0074] III. METHODS FOR MANUFACTURING COMPOUNDS The compounds disclosed herein, including those of Formulae (I), (Ia), (Ib), (Ic), (II), (IIa), (IIb), (IIc), (III), (IIIa), (IIIb), (IIIc), (IV), (IVa), and (IVb), can be prepared as will be understood by one of ordinary skill in the art upon review of this disclosure. For example, compounds containing carboxamide and sulfonamide groups can be prepared by the reaction between an amine and a carboxylic acid or sulfonic acid that has been activated in some manner in a suitable solvent and at a suitable temperature. For example, a carboxylic acid or sulfonic acid can be activated by converting it to the corresponding carboxylic acid halide, such as the acid bromide or chloride, or sulfonic acid halide, such as the sulfonic acid bromide or chloride. Reaction with an amine, together with an acid, such as hydrobromic acid or hydrochloric acid, respectively, then provides the required carbonamide or sulfonamide, which is typically neutralized by adding a base to the reaction mixture. An example of a method that can be used to synthesize the compounds of the present invention is provided by YL Yang et al., Tetrahedron, 2013, 69, 2640-2646, which describes the selective reaction of aniline with the carboxylic acid chloride group of 3-(chlorosulfonyl)benzoyl chloride in the presence of N,N-diisopropylethylamine in dichloromethane. Subsequent reaction with a secondary amine, such as a different aniline, in the presence of a base and in a suitable solvent then leads to certain specific compounds of the present invention. Other compounds of the present invention can be prepared by related methods.

[0075] IV. Target Crops and Their Pathogens The present disclosure provides formulations and methods for their use in treating crops for pathogens. In one embodiment, the disclosed compounds, e.g., compounds of Formula (I), (Ia), (Ib), (Ic), (II), (IIa), (IIb), (IIc), (III), (IIIa), (IIIb), (IIIc), (IV), (IVa), and / or (IVb), are administered in combination with an agricultural or horticultural pesticide, such as a miticide, antibacterial agent, fungicide, herbicide, insecticide, molluscicide, and / or nematicide. Crops that can be treated include those afflicted by various pathogens, including, but not limited to, bacterial, viral, fungal pathogens, mites, nematodes, mollusks, weeds, or other pests known to those skilled in the art of agriculture. By way of example, such agricultural and horticultural crops that can be treated in accordance with the present disclosure include plants, including their harvested products, such as grains, vegetables, root crops, potatoes, fruit trees, e.g., banana trees, tea, coffee trees, or cocoa trees; grasses; turfgrasses; or cotton, whether genetically modified or not.

[0076] Roux and colleagues found that the compound: [ka] (Molecular Plant Pathology, 2017, 18(7), 1012-1023, and WO2016 / 123191), which describes a compound referred to herein as "Roux compound 13" that enhances the ability of certain fungicides to inhibit the growth of different plant pathogenic fungi. This compound surprisingly enhances the effectiveness of various pesticides against a variety of pathogens, including fungal pathogens. Additionally, exemplary compounds of the present disclosure exhibit greater enhancer activity than Roux compound 13.

[0077] The agricultural or horticultural enhancers disclosed herein may be applied to plant parts such as leaves, stems, stems, flowers, buds, fruits, seeds, sprouts, roots, tubers, tuberous roots, shoots, or cuttings. The agricultural or horticultural enhancers according to the present disclosure may also be applied to improved varieties / cultivars, cultivars, as well as mutant, hybrid, and genetically modified embodiments of these plants.

[0078] The agricultural or horticultural treatments described herein can be used as seed treatments, foliar sprays, soil applications, or water sprays to control a variety of diseases occurring in agricultural or horticultural crops, including flowers, turf, and pasture grasses. It occurs in agricultural or horticultural crops, including flowers, turf, and pasture grasses.

[0079] The compounds of the present invention are useful for enhancing the effectiveness of antibacterial agents, for example, the compounds can be used in combination with antibacterial agents to combat bacterial and viral infections.

[0080] The compounds of the present invention are useful for enhancing the effectiveness of herbicides. For example, the compounds can be used in combination with one or more herbicides to control weeds or other undesirable vegetation.

[0081] The compounds of the present invention are useful for enhancing the effectiveness of insecticides, for example, the compounds can be used in combination with one or more insecticides to control insect infestations.

[0082] The compounds of the present invention are useful for enhancing the effectiveness of acaricides or miticides. For example, the compounds of the present invention can be used in combination with one or more acaricides to control mites.

[0083] The compounds of the present invention are useful for enhancing the effectiveness of molluscicides. For example, the compounds of the present invention can be used in combination with one or more molluscicides to prevent slugs or snails from interfering with crops.

[0084] The compounds of the present invention are useful for enhancing the effectiveness of nematicides. For example, the compounds of the present invention can be used in combination with one or more nematicides to prevent nematodes from interfering with crops.

[0085] The compounds of the present invention are particularly useful for enhancing the effectiveness of fungicides against plant fungal pathogens. Examples of pathogens that can be treated according to the present disclosure include, but are not limited to, Botrytis cinerea, Colletotrichum graminicola, Fusarium oxysporum, Sclerotiana sclerotiorum, Verticillium dahlia, Mycospharella gramincola, and Sphacelotheca reliana.

[0086] Botrytis cinerea is an airborne plant pathogen with a necrotrophic lifestyle that attacks over 200 crop hosts worldwide. Primarily attacking dicotyledonous plant species, including important protein, oil, fiber, and horticultural crops, grapes, and strawberries, Botrytis also causes secondary soft rot of fruits and vegetables during storage, transportation, and in the marketplace. Many classes of fungicides are unable to control Botrytis cinerea due to its genetic variability.

[0087] The genus Colletotrichum contains approximately 600 species that attack over 3,200 species of monocotyledonous and dicotyledonous plants. Colletotrichum graminicola primarily infects corn (Zea mays), causing annual losses of approximately $1 billion in the United States alone (Connell et al., 2012).

[0088] Fusarium wilt, caused by the soil-borne fungus Fusarium oxysporum f.sp.cubense, is a major threat to banana production worldwide. No fungicides are currently available to effectively control the disease once plants are infected (Peng J et al., 2014).

[0089] The mildew fungus Sclerotinia sclerotiorum is known to attack over 400 host species and is considered one of the most widespread plant pathogens. The majority of crop species affected by the disease are dicotyledonous plants, along with many agriculturally important monocotyledonous plants. Some important crops affected by S. sclerotiorum include pulses (soybeans), most vegetables, stone fruits, and tobacco.

[0090] The ascomycete fungus Verticillium dahliae is a soil-borne fungal plant pathogen that causes vascular wilt disease in a wide range of dicotyledonous host species. V. dahliae can cause significant yield and quality losses in important crops such as cotton and other important crops, such as vegetables, fiber, fruit, nut trees, forest trees, and ornamentals.

[0091] The ascomycete fungus Mycospharella gramincola (anamorph: Septoria tritici) is one of the most serious foliar diseases of wheat leaves, occurring throughout wheat growth. Yield losses due to this disease range from 25% to 50%, and are particularly high in Europe, the Mediterranean region, and East Africa. Infection by M. gramincola begins with airborne ascospores produced on the remains of the previous season's crop. Primary infection usually occurs after seedling emergence in spring or autumn. Adult disease is characterized by necrotic lesions on the leaves and stems of infected plants.

[0092] The basidiomycete Sphacelotheca reliana infects corn (Zea mays) systemically and causes head smut. Yield losses due to this disease vary and depend directly on the occurrence of the disease. The fungus overwinters as diploid teliospores in crop debris or soil. Floral structures are transformed into sporangia containing large numbers of powdery teliospores, resembling the mature nodules of common smut.

[0093] Examples of crops that may be treated and plant diseases (pathogens) that may be controlled using the compounds and compositions of the present disclosure include, but are not limited to:

[0094] Sugar beet: Cercospora beticola, Aphanomyces cochlioides, root rot (Thanaphorus cucumeris), leaf rot (Thanaphorus cucumeris), etc.

[0095] Peanuts: Mycosphaerella arachidis, Ascochyta sp., Puccinia arachidis, Pythium debaryanum, Alternaria alternata, Sclerotium rolfsii, Mycosphaerella berkeleyi, etc.

[0096] Cucumber: Powdery mildew (Sphaerotheca fuliginea), downy mildew (Pseudoperonospora cubensis), stem blight (Mycosphaerella melonis), wilt (Fusarium oxysporum), sclerotinia rot (Sclerotinia sclerotiorum), gray mold (Botrytis cinerea), anthracnose (Colletotrichum orbiculare), scab (Cladosporium cucumerinum), brown spot (Corynespora cassiicola), damping-off disease (Pythium debaryanum, Rhizoctonia solani Kuhn), Phomopsis root rot (Phomopsis sp.), bacterial spot (Pseudomonas syringae pv. Lechrymans), etc.

[0097] Tomato: Gray mold (Botrytis cinerea), leaf mold (Cladosporium fulvum), late blight (Phytophthora infestans), Verticillium wilt (Verticillium albo-atrum, Verticillium dahliae), powdery mildew (Oidium neolycopersici), early blight (Alternaria solani), leaf mold (Pseudocercospora fuligena), etc.

[0098] Eggplant: Gray mold (Botrytis cinerea), black rot (Corynespora melongenae), powdery mildew (Erysiphe cichoracearum), leaf mold (Mycovellosiella nattrassii), Sclerotinia rot (Sclerotinia sclerotiorum), Verticillium wilt (Verticillium dahlia), Mycosphaerella blight (Phomopsis vexans), etc.

[0099] Strawberries: Botrytis cinerea, powdery mildew (Sphaerotheca humuli), anthracnose (Colletotrichum acutatum, Colletotrichum fragariae), Phytophthora cactorum, soft rot (Rhizopus stolonifer), fusarium wilt (Fusarium) oxysporum), verticillium wilt (Verticillium dahlia), etc.

[0100] Onion: Neck rot (Botrytis allii), gray mold (Botrytis cinerea), leaf blight (Botrytis squamosa), downy mildew (Peronospora destructor), Phytophthora porn, etc.

[0101] Cabbage: Clubroot disease (Plasmodiophora brassicae), soft rot (Erwinia carotovora), black rot (Xanthomonas campestris pv. campestris), bacterial black spot (Pseudomonas syringae pv. Maculicola, Pspv. alisalensis), downy mildew (Peronospora parasitica), Sclerotinia rot (Sclerotinia sclerotiorum), black spot (Alternaria brassicicola), gray mold (Botrytis cinerea), etc.

[0102] Common legumes: Sclerotinia rot (Sclerotinia sclerotiorum), grey mould (Botrytis cinerea), anthracnose (Colletotrichum lindemuthianum), angular spot (Phaeoisariopsis griseola), etc.

[0103] Apple: Powdery mildew (Podosphaera leucotricha), red mold (Venturia inaequalis), Monilinia disease (Monilinia mali), black spot (Mycosphaerella pomi), Valla rot (Valsa mali), Alternaria blotch (Alternaria mali), rust (Gymnosporangium yamadae), ring rot (Botryosphaeria berengeriana), anthracnose (Glomerella cingulata, Colletotrichum acutatum), leaf rot (Diplocarpon mali), fly spot (Zygophiala jamaicensis), sooty spot (Gloeodes pomigena), purple root rot (Helicobasidium mompa), gray mold (Botrytis cinerea), etc.

[0104] Apricot: Red mold (Cladosporium carpophilum), gray mold (Botrytis cinerea), brown rot (Monilinia mumecola), etc.

[0105] Persimmon: Powdery mildew (Phyllactinia kakicola), anthracnose (Gloeosporium kaki), angular leaf spot (Cercospora kaki), etc.

[0106] Peaches: Brown rot (Monilinia fructicola), red mold disease (Cladosporium carpophilum), Phomopsis rot (Phomopsis sp.), bacterial shot hole disease (Xanthomonas campestris pv.pruni), etc.

[0107] Almonds: Brown rot (Monilinia taxa), spot blotch (Stigmina carpophila), red mold (Cladosporium carpophilum), red leaf spot (Polystigma rubrum), alternaria blotch (Alternaria alternata), anthracnose (Colletotrichum gloeospoides), etc.

[0108] Yellow peach: Brown rot (Monilinia fructicola), anthracnose (Colletotrichum acutatum), black spot (Alternaria sp.), Monilinia kusanoi disease (Monilinia kusanoi), etc.

[0109] Grapes: Gray mold (Botrytis cinerea), powdery mildew (Uncinula necator), ripening rot (Glomerella cingulata, Colletotrichum acutatum), downy mildew (Plasmopara viticola), anthracnose (Elsinoe ampelina), brown spot (Pseudocercospora vitis), black rot (Guignardia bidwellii), white spot (Coniella castaneicola), rust (Phakopsora ampelopsidis), etc.

[0110] Pear: Red mold disease (Venturia nashicola), rust disease (Gymnosporangium asiaticum), black spot disease (Alternaria kikuchiana), ring rot disease (Botryosphaeria berengeriana), powdery mildew (Phyllactinia mali), Cytospora canker disease (Phomopsis fukushii), brown spot disease (Stempphylium vesicarium), anthracnose (Glomerella cingulata), etc.

[0111] Tea: Ring spot disease (Pestalotiopsis longiseta, P. theae), anthracnose disease (Colletotrichum theae-sinensis), net cake disease (Exobasidium reticulatum), etc.

[0112] Citrus fruits: Red mold (Elsinoe fawcettii), blue mold (Penicillium italicum), common green mold (Penicillium digitatum), gray mold (Botrytis cinerea), melanose disease (Diaporthe citri), canker disease (Xanthomonas campestris pv. Citri), powdery mildew (Oidium sp.), etc.

[0113] Wheat: Powdery mildew (Blumeria graminis f.sp. tritici), scab (Gibberella zeae), brown rust (Puccinia recondita), brown snow mold (Pythium iwayamai), pink snow mold (Monographella nivalis), eyespot (Pseudocercosporella herpotrichoides), leaf scorch (Septoria tritici), glume (Leptosphaeria nodorum), typhula snow mold (Typhula incarnata), sclerotinia snow mold (Myriosclerotinia borealis), damping-off (Gaeumannomyces graminis), ergot disease (Claviceps purpurea), malodorous blight (Tilletia caries), ear smut (Ustilago nuda), etc.

[0114] Barley: Leaf spot disease (Pyrenophora graminea), net spot disease (Pyrenophora teres), leaf spot disease (Rhynchosporium secalis), smut disease (Ustilago tritici, U. nuda), etc.

[0115] Rice: Blast (Pyricularia oryzae), sheath rot (Rhizoctonia solani), bacnae (Gibberella fujikuroi), brown spot (Cochliobolus miyabeanus), damping-off (Pythium graminicola), bacterial leaf blight (Xanthomonas oryzae), bacterial seedling damping-off (Burkholderia plantarii), brown stripe (Acidovorax avenae), bacterial grain rot (Burkholderia glumae), Cercospora leaf spot (Cercospora oryzae), false blast (Ustilaginoidea virens), rice brown spot (Alternaria alternata, Curvularia intermedia), rice grain discoloration (Alternaria padwickii), pink rice grain discoloration (Epicoccum purpurascens), etc.

[0116] Tobacco: Sclerotinia rot (Sclerotinia sclerotiorum), powdery mildew (Erysiphe cichoracearum), Phytophthora rot (Phytophthora nicotianae), etc.

[0117] Tulips: Gray mold (Botrytis cinerea), etc.

[0118] Sunflower: Downy mildew (Plasmopara halstedii), Sclerotinia rot (Sclerotinia sclerotiorum), etc.

[0119] Bentgrass: Sclerotinia snow mold (Sclerotinia borealis), large patch (Rhizoctonia solani), brown patch (Rhizoctonia solani), dollar spot (Sclerotinia homoeocarpa), blast (Pyricularia sp.), Pythium red spot (Pythium aphanidermatum), anthracnose (Colletotrichum graminicola), etc.

[0120] Orchard grass: Powdery mildew (Erysiphe graminis), etc.

[0121] Soybean: Purple stain disease (Cercospora kikuchii), downy mildew (Peronospora manshurica), Phytophthora rot (Phytophthora sojae), rust (Phakopsora pachyrhizi), Sclerotinia rot (Sclerotinia sclerotiorum), anthracnose (Colletotrichum truncatum), gray mold (Botrytis cinerea), Sphaceloma scab (Elsinoe glycines), melanose (Diaporthe phaseolorum var. sojae), etc.

[0122] Potatoes: phytophthora infestans, early blight (Alternaria solani), scarf disease (Thanaphorus cucumeris), Verticillium wilt (Verticillium albo-atrum, V. dahlia, V. nigrescens, etc.).

[0123] Banana: Panama disease (Fusarium oxysporum), Sigatoka disease (Mycosphaerella fijiensis, M. musicola), etc.

[0124] Rapeseed: Sclerotinia rot (Sclerotinia sclerotiorum), root rot (Phoma lingam), black spot (Alternaria brassicae), etc.

[0125] Coffee: Rust (Hemileia vastatrix), anthracnose (Colletotrichum coffeanum), leaf spot (Cercospora coffeicola), etc.

[0126] Sugarcane: Brown rust (Puccinia melanocephala), etc.

[0127] Corn: Zonate spot (Gloeocercospora sorghi), rust (Puccinia sorghi), southern rust (Puccinia polysora), Smit disease (Ustilago maydis), brown spot (Cochliobolus heterostrophus), northern leaf blight (Setosphaeria turcica), etc.

[0128] Cotton: Seedling damping-off (Pythium sp.), rust (Phakopsora gossypii), sour rot (Mycosphaerella areola), anthracnose (Glomerella gossypii), etc.

[0129] V. Pesticides The compounds disclosed herein, including those according to Formula (I), (Ia), (Ib), (Ic), (II), (IIa), (IIb), (IIc), (III), (IIIa), (IIIb), (IIIc), (IV), (IVa), and / or (IVb), are useful for enhancing the effectiveness of various agrochemicals, including fungicides, antivirals, bactericides, herbicides, insecticides / acaricides, molluscicides, nematicides, soil pesticides, plant control agents, synergists, fertilizers, and soil conditioners.

[0130] In one embodiment, the compounds of the present disclosure are useful for enhancing the fungicidal efficacy of various fungicides. Fungicides for use with the compounds of the present disclosure, such as compounds of formula (I), (Ia), (Ib), (Ic), (II), (IIa), (IIb), (IIc), (III), (IIIa), (IIIb), (IIIc), (IV), (IVa), and / or (IVb), are well known to those of skill in the art and include, but are not limited to, those listed by class in Table 2. [Table 2-1] [Table 2-2] [Table 2-3] [Table 2-4] [Table 2-5] [Table 2-6] [Table 2-7] [Table 2-8] [Table 2-9] [Table 2-10]

[0131] Fungicides are more extensively catalogued by the Fungicide Resistance Action Committee (FRAC) in the FRAC Code List 2022, reproduced in Appendix 1, which is incorporated herein by reference in its entirety.

[0132] In one embodiment, an enhancer compound of the present disclosure, e.g., a compound of Formula (I), (Ia), (Ib), (Ic), (II), (IIa), (IIb), (IIc), (III), (IIIa), (IIIb), (IIIc), (IV), (IVa), and / or (IVb), is used in combination with one or more compounds from the families or groups, or both, set forth in Table 2, Appendix 1. In certain embodiments, an enhancer of the present disclosure is used in combination with one or more fungicides listed in column 1 of Table 2.

[0133] In certain embodiments, the disclosed enhancers are benzimidazoles, dicarboximides, phenylpyrroles, anilinopyrimidines, hydroxyanilides, carboxamides, phenylamides, phosphonates, cinnamic acids, oxysterol binding protein inhibitors (OSBPIs), triazole carboxamides, cymoxanil, carbamates, benzamides, demethylation-inhibiting piperazines, demethylation-inhibiting pyrimidines, demethylation-inhibiting azoles (including imidazoles and triazoles), such as cyproconazole, difenoconazole, fenbuconazole, fluthria, in combination with one or more of the fungicides selected from chlorpheniramine, mefentrifluconazole, metconazole, ipconazole, prothioconazole, tebuconazole, tetraconazole, triadimefon, triadimenol, triticonazole, morpholine, cyflufenamid, metrafenone, pyriophenone, strobilurin, copper ammonium complex, copper hydroxide, copper oxide, copper oxychloride, copper sulfate, sulfur, lime sulfur, ethylene bisdithiocarbamate, aromatic hydrocarbons, phthalimide, guanidine, polyoxin, fluazinam, and thiazolidine.

[0134] Particular fungicides that may be enhanced by administration of an apyrase inhibitor and used in combination with an enhancer according to the methods herein are copper, e.g., copper octoate, copper hydroxide, myclobutanil, propiconazole, tebuconazole, epoxiconazole, difenoconazole, triticonazole, and prothioconazole.

[0135] In one embodiment, combined treatment with a selected fungicide and an enhancer according to the present disclosure, for example, a compound of formula (I), (Ia), (Ib), (Ic), (II), (IIa), (IIb), (IIc), (III), (IIIa), (IIIb), (IIIc), (IV), (IVa), and / or (IVb), provides synergistic fungicidal activity against plant pathogenic fungi.

[0136] In one embodiment, the present disclosure provides compositions and methods for treating plants or plant seeds infected with or at risk of infection by fungal pathogens. In one embodiment, the composition of the present disclosure comprises a formulation of a fungicide, an enhancer, and a phytologically acceptable carrier. In another embodiment, the fungicide and enhancer are administered in separate compositions. In a further embodiment, agricultural or horticultural fungicides are used in combination with other compounds in addition to the apyrase inhibitors of the present disclosure. Like the apyrase inhibitor, such other compounds may be administered in the same or separate compositions as the fungicide. Examples of other ingredients include known carriers used to carry out formulations. Additional examples include conventionally known herbicides, insecticides / acaricides, nematicides, soil pesticides, plant protection agents, synergists, fertilizers, soil conditioners, and animal feeds. In one embodiment, the inclusion of such other ingredients provides a synergistic effect on crop growth.

[0137] In one embodiment, compounds of the present disclosure, including compounds according to Formula (I), (Ia), (Ib), (Ic), (II), (IIa), (IIb), (IIc), (III), (IIIa), (IIIb), (IIIc), (IV), (IVa), and / or (IVb), are used to enhance the effectiveness of herbicides. Exemplary herbicides for use in combination with the present compounds are known to those skilled in the art and include, but are not limited to, those listed in Appendix 2. By way of example, suitable herbicides for use in combination with the compounds of the invention include inhibitors of acetyl-CoA synthase, inhibitors of acetolactate synthesis, inhibitors of microtubule assembly, inhibitors of microtubule organization, oxine mimetics, photosynthesis inhibitors, deoxy-D-xylulose phosphate synthase inhibitors, enolpyruvylshikimate phosphate synthase inhibitors, phytoene desaturase inhibitors, glutamine synthase inhibitors, dihydroprotate synthesis inhibitors, protoporphyrinogen oxidase inhibitors, cellulose synthesis inhibitors, uncouplers, hydroxyphenylpyruvate dioxygenase inhibitors, fatty acid thioesterase inhibitors, serine-threonine protein phosphatase inhibitors, solanesyl diphosphate synthase inhibitors, inhibitors of very long chain fatty acid synthesis, homogentisate solanesyltransferase inhibitors, lycopene synthase inhibitors.

[0138] In one embodiment, compounds of the present disclosure, including compounds according to Formula (I), (Ia), (Ib), (Ic), (II), (IIa), (IIb), (IIc), (III), (IIIa), (IIIb), (IIIc), (IV), (IVa), and / or (IVb), are used to enhance the effectiveness of insecticides. Exemplary insecticides for use in combination with the present compounds are known to those of skill in the art and include, but are not limited to, those listed in Appendix 3.

[0139] VI. Formulations The present disclosure provides certain apyrase inhibitors, such as compounds of formula (I), (Ia), (Ib), (Ic), (II), (IIa), (IIb), (IIc), (III), (IIIa), (IIIb), (IIIc), (IV), (IVa), and / or (IVb), for enhancing the efficacy of pesticides to effectively limit the growth of plant pathogenic species. In certain non-limiting embodiments, the apyrase inhibitor can be provided in the final composition at about 0.01 to about 80% weight / weight, or at about 25% to about 55%, e.g., about 30% to about 50%, about 35% to about 45%, e.g., about 0.01, 0.05, 0.1, 0.5, 1.0, 1.1, 1.2, 1.3, 1.4, 1.5, 1.6, 1.7, 1.8, 1.9, 2.0, 2.5, 3.0, 4.0, 5.0, 7.5, 10, 20, 30, 40, 50, 55, 60, or 80% weight / weight. In one embodiment, the apyrase inhibitor is provided in liquid form at about 0.01 to about 50%, e.g., about 15% to about 50%, about 20% to about 45%, or about 25% to about 40%, e.g., about 0.01, 0.05, 0.1, 0.5, 1.0, 1.1, 1.2, 1.3, 1.4, 1.5, 1.6, 1.7, 1.8, 1.9, 2.0, 2.5, 3.0, 4.0, 5.0, 7.5, 10, 15, 20, 30, 40, or 50% volume / volume in the final diluted composition. Those skilled in the art will recognize that formulations of pesticides, apyrase inhibitors, or combinations thereof, can be provided in concentrates that can be diluted before use, or in dilute forms that are ready for processing.

[0140] The enhancer, the pesticide, and their combinations are not particularly limited by the dosage form. Examples of dosage forms include wettable powder, emulsion, emulsifiable concentrate, oil-dispersible liquid, powder, granule, water-soluble drug, suspension, granular wettable powder, and tablet. The method for preparing the formulation is not particularly limited, and conventionally known methods can be adopted depending on the dosage form. [Example]

[0141] Some formulation examples are described below. The preparation formulations shown below are merely examples and may be modified within the scope of the present disclosure. For example, additional active and inactive ingredients may be added to the following formulations.

[0142] Unless otherwise specified, "parts" means "parts by weight".

[0143] Formulation Example 1: Wettable Powder 40 parts of an enhancer disclosed herein, 53 parts of diatomaceous earth, 4 parts of an ethoxylated higher alcohol sulfate in combination with a suitable solid carrier such as magnesium sulfate, and 3 parts of an alkyl naphthalene sulfonate are uniformly mixed and then pulverized to obtain a wettable powder containing 40 parts by weight of the enhancer.

[0144] Formulation Example 2: Emulsifiable concentrate Three parts of an enhancer disclosed herein, 60 parts mixed petroleum distillates, 27 parts dimethyl lactamide, and 10 parts tristyrylphenol ethoxylate are mixed and dissolved to provide an emulsifiable concentrate containing 3% by weight of the enhancer.

[0145] Formulation Example 3: Granules Five parts of the enhancer disclosed herein, 10 parts of talc, 38 parts of clay, 10 parts of bentonite, 30 parts of sodium lignosulfonate, and 7 parts of sodium alkyl sulfate are homogeneously mixed and then pulverized, followed by fluidized bed granulation to a median particle size of 0.2 to 2.0 mm, thus obtaining granules containing 5% by weight of the enhancer disclosed herein on a dry weight basis.

[0146] Formulation Example 4: Granules 5 parts of the enhancer disclosed herein, 73 parts of clay, 20 parts of bentonite, 1 part of dioctyl sodium sulfosuccinate, and 1 part of potassium phosphate are mixed and ground, and then water is added thereto, followed by kneading the mixture.Then, extrusion granulation is carried out, and the resultant is dried to obtain granules containing 5% by weight of the enhancer on a dry weight basis.

[0147] Formulation Example 5: Suspension 10 parts of the enhancer disclosed herein, 4 parts of polyoxyethylene alkyl ether, 2 parts of 3 kDa sodium polycarboxylate as a dispersant, 10 parts of glycerin, 0.2 parts of xanthan gum, 0.1 part of a biocide as a stabilizer, 0.1 part of an organosilicone antifoam emulsion, and 73.6 parts of water are mixed and then wet-milled until the particle size is 3 microns or less to obtain a suspension containing 10% by mass of the enhancer.

[0148] Formulation Example 6: Oil Dispersible Concentrate 40 parts of an enhancer disclosed herein, 5 parts of Atlox 4914, 5 parts of organically modified bentonite, and 50 parts of methylated rapeseed oil as a carrier are homogeneously mixed and then wet-milled to a median particle size of 3 microns or less to obtain an oil-dispersible concentrate containing 40% by weight of the enhancer.

[0149] Those skilled in the art will recognize that various compositions are commercially available in a variety of concentrations and formulations. For example, fungicides are commonly available commercially as liquids at concentrations of 10-40%. In one embodiment, the presently disclosed enhancers allow for the use of smaller amounts of a given fungicide due to the increased efficacy of the fungicide in combination with the enhancers disclosed herein.

[0150] VII. Methods for Assessing Enhancer Activity Apyrase inhibitors useful as enhancers of insecticidal activity are evaluated using an in vitro assay. The method of Windsor, BioTechniques 33:1024-1030 (November 2002) was used as follows. Screening for apyrase inhibitors A 96-well plate (Greiner bio-one: REF-655901-96 well, PS, F-bottom, clear, non-binding) was used for the following assay. Buffer: Reaction buffer: 60 mM Hepes; 3 mM MgCl, 3 mM CaCl, and 3 mM ATP (pH 6.5) Development buffer A: 2% ammonium molybdate aqueous solution Development Buffer B: 11% ascorbic acid in 37.5% TCA in water Stop buffer C: 2% trisodium citrate in 2% acetic acid solution in water Add 100 μl of reaction buffer to each well. Add 10 μl of DMSO (control) or inhibitor / compound(s) to each well, e.g., N1915 or orthovanadate (use 1 mM inhibitor concentration; use 2 mM orthovanadate and 1 mM N1915) Add 10 μl of apyrase (concentration based on optimization - dilute 1 U / μl enzyme to different concentrations such as 0.1 U, 0.05 U, 0.0025, 0.001 U, 0.0005 U, etc. to find a good range) Incubate the plate at room temperature for 1 hour. ● Mix Development Buffer A and B in a ratio of 1:1.5 (just before use). Add 50ul of A:B mixture to each well (incubate for 2 minutes) Add 50ul of C to each well. ● Measure / read the absorbance of the plate at 630nm

[0151] Inhibition data for the apyrase assay described above are provided for selected compounds in Table 3. [Table 3-1] [Table 3-2] [Table 3-3] [Table 3-4] [Table 3-5]

Table 3-6

Table 3-7

Table 3-8

Table 3-9

Table 3-10

Table 3-11

Table 3-12

Table 3-13

Table 3-14

Table 3-15

Table 3-16

Table 3-17

Table 3-18

Table 3-19

Table 3-20

Table 3-21

Table 3-22

[0152] With reference to Table 3, percent apyrase inhibition is reported as the rounded mean of two assay results. Blank cells show either less than 10% observed inhibition or significant differences between replicates. In certain examples, the observed lack of inhibition is due to a lack of compound solubility under the assay conditions, rather than a lack of apyrase inhibitory activity.

[0153] Method 2: In vitro assessment of combination activity Selected compounds were evaluated in combination with fungicides against a range of commercially important plant pathogenic fungi.

[0154] The tests were carried out as follows: the fungicide was combined with an appropriate dose of the test compound and applied to the fungal plant pathogen at a rate slightly below that which gave any control. If control of the pathogen was observed, the test compound was recorded as active.

[0155] More specifically, the test was performed as follows. For each combination of fungicide, pathogen, and test compound, the following wells were used: Well 1 contained the fungal pathogen growing on agar and fungicide at a rate slightly below that which provided any control of the pathogen. Well 2 was identical to well 1, except that the test compound was added at rate 1. Well 3 was identical to well 2, except that the test compound was added at rate 2, which was higher than rate 1. Finally, as a benchmark, well 4 was identical to well 1, except that it contained a higher rate of fungicide, which partially controlled the pathogen. Each of wells 1-4 was performed in duplicate, resulting in a total of eight wells for each combination of fungicide, pathogen, and test compound. After the appropriate incubation period, each well was visually evaluated for the percentage of pathogen control by the fungicide. Test compounds were scored as inactive, active, or highly active.

[0156] The following fungicides were used in this assay: azoxystrobin, fluxapyroxad, and desthioprothioconazole. The following fungal pathogens were used in this assay: first, a Zymoseptoria tritici strain with reduced susceptibility to strobilurin fungicides; second, a Zymoseptoria tritici strain with reduced susceptibility to SDHI fungicides (i.e., those that inhibit succinate dehydrogenase); and third, Microdochium nivale. In this assay, Roux compound 13 was active in only one combination, enhancing the activity of azoxystrobin against Microdochium nivale, but failed to enhance the activity of any fungicide against any of the Zymoseptoria tritici strains. In contrast, compound I-234 of the present invention, which inhibited 66% of apyrase activity in Method 1, was effective in the combination assay and enhanced the fungicidal activity of desthioprothioconazole against all three strains, as well as fluxapyroxad against Zymoseptoria tritici, which had reduced susceptibility to SDHI fungicides and Microdochium nivale.

[0157] Surprisingly, the exemplary compounds demonstrated significant activity in the combination assay where Roux compound 13 showed little or no activity. The examples disclosed herein demonstrated superior enhancer activity to Roux compound 13, including compounds I-2, I-16, I-18, I-178, I-186, I-191, I-198, I-201, I-209, I-213, I-217, I-219, I-221, I-222, I-226, I-229, I-233, I-234, I-236, I-239, I-317, I-318, I-319, I-342, I-351, I-385, I-387, I-388, I-391, I-392, I-701, and I-807.

[0158] As an additional example, compound I-392, which inhibited apyrase activity by 59% in Method 1, enhanced the activity of azoxystrobin against Zymoseptoria tritici with reduced susceptibility to strobilurin fungicides and Zymoseptoria tritici with reduced susceptibility to SDHI fungicides. Compound I-392 was highly active in enhancing the efficacy of desthioprothioconazole against Zymoseptoria tritici with reduced susceptibility to strobilurin fungicides, Zymoseptoria tritici with reduced susceptibility to SDHI fungicides, and Microdochium nivale.

[0159] Method 3: Greenhouse crop testing In this method, exemplary compounds were evaluated for their ability to control Zymoseptoria tritici in wheat, Botrytis cinerea in tomato, Asian soy rust (Phakopsora pachyrhizi) in soybean, and brown rust (Puccinia recondita) in wheat in a controlled greenhouse environment in combination with one of four fungicides: Amistar, Imtrex, Proline, or Balaya. These studies used soybean cultivar Siverka, tomato (Money maker), and wheat plants (JB Diego). Seeds were sown 1-2 cm deep in 9 cm diameter pots using Petersfild horticultural compost (75% medium-grade peat, 12% screened sterilized loam, 3% medium-grade vermiculite, 10% abrasive grain (5 mm screened, no lime), 1.5 kg PG mix per m³, lime to pH 5.5-6.0, and wetting agent (Vitax Ultrawet 200 ml / m³) and germinated / grown under a 16-hour day / 8-hour night light regime at 23°C. Plants were treated 2-3 weeks after sowing when they were at the BBCH 11 growth stage (first pair of true leaves opened). Plants were treated with a mixture of commercial fungicide and test compound using a track sprayer, using a water volume of 200 L / ha. Plants were inoculated with the appropriate fungus (pathogen) 24 hours after treatment. The fungal pathogen used was Botrytis The fungicides tested were Zymoseptoria cinerea (gray mold on tomato plants), Zymoseptoria tritici (Septoria leaf blight on wheat plants), Puccinia triticina (brown rust on wheat plants), and Phakopsora pachyrhyzi (Asian soybean rust on soybean plants). Four replicates were used for each combination of fungicide, pathogen, and test compound. Each plant was evaluated after disease symptoms were fully expressed for 7–20 days (depending on the pathogen) for percent disease control. Appropriate controls were used for all experiments, including an "inoculation check" in which plants were inoculated with that specific pathogen to assess disease levels.In addition, each commercially available fungicide was tested by itself as part of each treatment, and this was the benchmark against which the experimental compounds were evaluated. The exemplary compounds showed enhanced disease control in combination with a fungicide compared to the disease control observed with the fungicide alone. That is, the compounds of the present invention are not fungicidal themselves, but enhance the activity of the fungicide, so that the enhancer compound acts synergistically in combination with the fungicide to control disease.

[0160] In these studies, the fungicides were applied at the following rates: [Table 4]

[0161] In this way, the examples significantly enhanced the activity of Amistar against brown rust in wheat compared to Amistar alone. Compounds I-708, I-741, I-871, I-932, I-939, I-460, I-552, I-553, I-573, I-629, I-712, I-731, and I-832 all provided greater than 70% additional disease control in combination with Amistar compared to Amistar alone. Compounds I-424, I-595, I-627, I-628, I-652, I-826, and I-904 provided greater than 50% additional brown rust control compared to Amistar alone.

[0162] Example I-826 provided greater than 50% additional brown rust control in wheat in combination with Imtrex over Imtrex alone, and Example I-595 provided greater than 40% additional disease control over Imtrex alone. Examples I-708, I-731, I-741, I-932, I-832, and I-1003 all provided greater than 30% additional brown rust control in combination with Imtrex over Imtrex alone.

[0163] Examples I-207, I-595, I-708, and I-628 enhanced the activity of Balaya against brown rust in wheat by more than 70% compared to Balaya alone. Examples I-221, I-331, I-639, I-708, I-741, I-932, I-731, I-331, I-627, I-652, I-826, and I-1003 all provided more than 40% additional brown rust control in combination with Balaya over Balaya alone.

[0164] The exemplary enhancer compounds described herein were particularly effective in enhancing the activity of Amistar against Asian soybean rust. Compounds I-236, I-186, I-387, I-222, I-392, I-198, and I-234 provided greater than 80% additional disease control in combination with Amistar compared to Amistar alone. The exemplary enhancer compounds described herein also enhanced the activity of Imtrex against Asian soybean rust, with compounds I-236, I-186, I-387, I-234, and I-317 all providing a modest enhancement of at least 20% in combination with Imtrex compared to Imtrex alone. Compounds I-234 and I-236 enhanced the activity of proline against Asian soybean rust by at least 30%, compound I-222 by more than 60%, and compound I-198 by more than 90%.

[0165] The example enhancer compounds described herein were also effective in enhancing fungicide activity against Zymoseptoria tritici, with compound I-385 providing greater than 40% enhancement of Imtrex, and compounds I-198 and I-239 providing approximately 30% enhancement over Imtrex alone. Compound I-388 provided greater than 45% enhancement of Balaya against Zymoseptoria tritici.

[0166] Exemplary enhancer compounds described herein were also effective in enhancing fungicide activity against Botrytis cinerea, with compounds I-236, I-387, and I-213 providing approximately 30% enhancement when combined with Imtrex alone, and compounds I-186 and I-222 providing greater than 40% enhancement of Imtrex. Compound I-198 was effective in enhancing disease control by proline, providing greater than 40% efficacy over the fungicide alone. Enhancers of the present invention were particularly effective against Botrytis, with compounds I-213, I-392, I-198, and I-388, when combined with Balaya, each enhancing disease control with this fungicide by more than 40%.

[0167] VIII. METHODS FOR MAKING ENHANCER COMPOUNDS Exemplary enhancer compounds were purchased from commercial suppliers such as Enamine, located in Industriepark Hoechst, G837.65926 Frankfurt am Main, Germany. Other compounds were prepared consistent with the methods described below. [ka]

[0168] Synthesis of enhancer compounds Step 1: (From Journal of Medicinal Chemistry 2012, 55, 7746-7758) A solution of 3-(chlorosulfonyl)benzoic acid (95) (1 equivalent) in dry CHCl is treated with EtN (1.5 equivalents) and the required aniline (1.2 equivalents) and stirred at room temperature until complete. The solvent is removed under reduced pressure and the crude material is purified by flash column chromatography. (From US20130053369). A mixture of 3-(chlorosulfonyl)benzoic acid and the required aniline in pyridine is stirred at room temperature overnight, and the reaction mixture is concentrated under reduced pressure. The resulting residue is purified by silica gel column chromatography to give the product.

[0169] Step 2: (From WO2001074786) Oxalyl chloride (1.1 mL) and DMF (10 drops) are added to a mixture of acid (8.4 mmol) in DCM (40 ml) under a nitrogen atmosphere, and the reaction is stirred at room temperature for 2 hours. The solvent is removed in vacuo to give the title compound. The above steps can also use thionyl chloride or sulfuryl chloride for transformation.

[0170] Step 3: (From Current Drug Discovery Technologies 2020, 17, 338-347) A mixture of benzoyl chloride (0.01 mol) and the required aniline (0.015 mol) in chloroform is refluxed until the reaction is complete. The mixture is concentrated and purified by column chromatography or recrystallized.

[0171] Alternative step: (From WO2009016088): To a mixture of 143.8 mg (0.75 mmol) of N-(3-dimethylaminopropyl)-N'-ethylcarbodiimide hydrochloride (EDC.HCl) and 91.6 mg (0.75 mmol) of 4-dimethylaminopyridine (DMAP) in 2 ml of dichloromethane, 92.3 mg (0.75 mmol) of the required aniline was added, and the mixture was stirred at ambient temperature for 5 minutes. This solution was then added to acid (0.5 mmol), and the mixture was stirred at ambient temperature for 18 hours. The mixture was purified by column chromatography on silica gel or ion-exchange chromatography.

[0172] The above reaction can use other coupling reagents such as PyBOP and other bases such as DIPEA (see, for example, WO2010101964).

[0173] Alternative synthesis of enhancer compounds The enhancer compounds can also be synthesized in the following manner using a "two-step, one-pot" transformation from commercially available acid chlorides / sulfonyl chlorides and two commercially available anilines. [ka]

[0174] This synthesis utilizes methodology from Tetrahedron 2013, 69, 2640-2646 & Izvestiya Vysshikh Uchebnykh Zavedenii, Khimiya i Khimicheskaya Tekhnologiya 1996, 39, 82-84. The first step is the reaction of commercially available acid chlorides / sulfonyl chlorides with substituted anilines R1, detailed in the Tetrahedron paper (Table 2, entry 6). The second step may use a substituted aniline R2, a different nucleophile than the one used in the Tetrahedron paper. It should be noted that two different anilines are used in the Izvestiya Vysshikh Uchebnykh Zavedenii, Khimiya i Khimicheskaya Tekhnologiya paper. Importantly, acid chlorides are reported to be substantially more reactive than sulfonyl chlorides, resulting in high selectivity.

[0175] A representative experimental procedure for this one-pot / two-step procedure (consistent with the Tetrahedron paper) is detailed below.

[0176] Substituted aniline-R1 (0.675 mmol; 1 equivalent) is dissolved in CHCl (1 mL), followed by the addition of DIPEA (1 equivalent) at 0 °C. Then, m-(chlorosulfonyl)benzoyl chloride (1 equivalent) in a solution of CHCl (1 mL) is added dropwise to the reaction mixture via a syringe. After reacting for 30 minutes, the ice bath is removed. DIPEA (1 equivalent), DMAP (0.1 equivalent), and substituted aniline-R2 (1 equivalent) are added to the solution at 25 °C. The reaction is monitored by TLC until the starting material is completely converted to the product (1 hour). After removing CHCl under reduced pressure, the crude mixture can be purified by recrystallization or column chromatography. [Table 5-1]

Table 5-2

Table 5-3

Table 5-4

Table 5-5

Table 5-6

Table 5-7

Table 5-8

Table 5-9

Table 5-10

Table 5-11

Table 5-12

Table 5-13

Table 5-14

Table 5-15

Table 5-16

Table 5-17

Table 5-18

Table 5-19

Table 5-20

Table 5-21

Table 5-22

Table 5-23

Table 5-24

Table 5-25

Table 5-26

Table 5-27

Table 5-28

Table 5-29

Table 6-1

Table 6-2

Table 6-3

Table 6-4

Table 6-5

Table 6-6

Table 6-7

Table 6-8

Table 6-9

Table 6-10

Table 6-11

Table 6-12

Table 6-13

Table 6-14

Table 6-15

Table 6-16

Table 6-17

Table 6-18

Table 6-19

Table 6-20

Table 7-1

Table 7-2

Table 7-3

[0177] In view of the many possible embodiments to which the principles of the disclosed invention may be applied, it should be recognized that the illustrated embodiments are only preferred examples of the invention and should not be construed as limiting the scope of the invention. Rather, the scope of the invention is defined by the following claims. We therefore claim as our invention all that comes within the scope and spirit of these claims.

Claims

1. 1. A method for inhibiting apyrase, comprising contacting said apyrase with a compound of the formula: 【Chemical 26】 During the ceremony, L １ is -C(O)N(R ａ )- and -N(R ａ )C(O)—; L ２ But -S(O) ２ N (R ａ )- and -N(R ａ ) S (O) ２ - is selected from, R １ However, one or more R ａ and R ｂ C optionally substituted with １－６ alkyl, one or more R ３ aryl optionally substituted with one or more R ３ aralkyl optionally substituted with one or more R ｄ heterocyclyl optionally substituted with, and one or more R ３ heteroaryl optionally substituted with R ２ But C １－６ alkyl, aryl, and heteroaryl, each optionally being selected from one or more R ａ and R ｂ is replaced by R ３ But independently, R ａ , R ｂ , the same or different R ａ Or R ｂ -OR substituted with one or more of ａ , or -(CH ２ ) ｍ -R ｂ , -(CHR ａ ) ｍ -R ｂ , —O—(CH ２ ) ｍ -R ｂ , -S-(CH ２ ) ｍ -R ｂ , —O—CHR ａ R ｂ , -O-CR ａ (R ｂ ) ２ , —O—(CHR ａ ) ｍ -R ｂ , —O—(CH ２ ) ｍ -CH[(CH ２ ) ｍ R ｂ ]R ｂ , -S-(CHR ａ ) ｍ -R ｂ , -C(O)NH-(CH ２ ) ｍ -R ｂ , -C(O)NH-(CHR ａ ) ｍ -R ｂ , —O—(CH ２ ) ｍ -C(O)NH-(CH ２ ) ｍ -R ｂ is selected from Each R ａ are independently hydrogen, C １－６ Alkyl, C １－６ Haloalkyl, C ３－８ Cycloalkyl, C ６－１０ Aryl, C ５－１０ Heteroaryl, C ６－１６ arylalkyl, 2- to 6-membered heteroalkyl, and 3- to 8-membered heterocyclylalkyl, or R ａ is nitrogen and the R bonded thereto. １ Or the above R ２ together with one or more R ｄ or one or more R ３ forming a heteroaryl optionally substituted with Z is halogen, C １－６ Alkyl, -OR ａ , and C １－６ haloalkyl; R ｂ are independently =O, -OR ｄ , halogen, C １－３ Haloalkyloxy, -OCF ３ , =S, -SR ｄ , =NR ｄ , = NOR ｄ , -NR ｃ R ｃ , -SF5, halogen, -CF ３ , -CN, -NO ２ , -S(O)R ｄ , -S(O) ２ R ｄ , -S(O) ２ OR ｄ , -S(O)NR ｃ R ｃ , -S(O) ２ NR ｃ R ｃ , -OS(O)R ｄ , -OS(O) ２ R ｄ , -OS(O) ２ OR ｄ , -OS(O) ２ NR ｃ R ｃ , -C(O)R ｄ , -C(O)OR ｄ , —C(O)NR ｃ R ｃ , —C(NH)NR ｃ R ｃ , -C(NR ａ ) NR ｃ R ｃ , —C(NOH)R ａ , -C(NOH)NR ｃ R ｃ , -OC(O)R ｄ , -OC(O)OR ｄ , —OC(O)NR ｃ R ｃ , -OC(NH)NR ｃ R ｃ , -OC(NR ａ ) NR ｃ R ｃ , -[NHC(O)] ｎ R ｄ , -[NR ａ C(O)] ｎ R ｄ , -[NHC(O)] ｎ OR ｄ , -[NR ａ C(O)] ｎ OR ｄ , -[NHC(O)] ｎ NR ｃ R ｃ , -[NR ａ C(O)] ｎ NR ｃ R ｃ , -[NHC(NH)] ｎ NR ｃ R ｃ , and −[NR ａ C (NR ａ )] ｎ NR ｃ R ｃ is selected from the group consisting of Each R ｃ But independently, R ａ or alternatively, two R ｃ together with the nitrogen atom to which they are attached, may optionally contain one or more of the same or different additional heteroatoms, and optionally may contain the same or different R ｅ forming a 5-10 membered heterocyclylalkyl or heteroaryl, which may be substituted with one or more of the groups Each R ｄ are independently hydrogen or C １－６ is alkyl, Each R ｅ are independently halogen, C １－６ alkyl, or —C(O)R ｄ and each m is independently an integer from 1 to 3; The foregoing process wherein each n is independently an integer from 0 to 3, with the proviso that the compound does not have the formula: 【Chemical 27】

2. 10. The method of claim 1, wherein the compound has the formula: 【Chemical 28】

3. 10. The method of claim 1, wherein the compound has the formula: 【Chemical 29】

4. 10. The method of claim 1, wherein the compound has the formula: 【Chemistry 30】

5. The compound may have R as the aryl. １ and R ２ The method of claim 1 , comprising at least one of:

6. The compound has the formula: 【Chemical 31】 In the formula, Ar １ and Ar ２ are independently selected from aryl and heteroaryl, each optionally containing one or more R ３ 2. The method of claim 1 , wherein

7. The compound has the formula: 【Chemical 32】 In the formula, X is C １－６ alkyl, the same or different R ａ Or R ｂ -OR substituted with one or more of ａ , -CF ２ H, -CF ３ , -CN, -NO ２ and halogen, or two X substituents together with the atoms to which they are attached form a 5- to 8-membered aryl, cycloalkyl, heterocyclylalkyl, or heteroaryl, which may optionally contain one or more of the same or different additional heteroatoms, and optionally the same or different R ｂ The method of claim 1 , wherein the aryl group is substituted with one or more of the following groups:

8. The compound has the formula: 【Chemical 33】 In the formula, R ４ is, for each occurrence, independently hydrogen, halogen, C １－６ Alkyl, or C １－６ The method of claim 4, wherein the alkyl group is haloalkyl.

9. 9. The method of claim 8, wherein the compound has the formula: 【Chemical 34】

10. 9. The method of claim 8, wherein the compound has the formula: 【Chemical 35】

11. The compound has the formula: 【Chemical 36】 In the formula, Y is C １－６ Alkyl, -OR ａ , -CF ２ H, -CF ３ , -CN, -NO ２ and halogen, or two Y substituents together with the atoms to which they are attached form a 5- to 8-membered aryl, cycloalkyl, heterocyclylalkyl, or heteroaryl, which may optionally contain one or more of the same or different additional heteroatoms, and optionally the same or different R ｂ The method of claim 1 , wherein the aryl group is substituted with one or more of the following groups:

12. The compound has the following formula 【Chemical 37】 wherein R ５ is, for each occurrence, independently hydrogen, halogen, C １－６ Alkyl, or C １－６ The method of claim 6, wherein the alkyl is haloalkyl.

13. 13. The method of claim 12, wherein the compound has the formula: 【Chemical 38】

14. 13. The method of claim 12, wherein the compound has the formula: 【Chemical 39】

15. R １ The method of claim 1 , wherein is heteroaryl.

16. R ２ The method of claim 1 , wherein is heteroaryl.

17. R １ The method of claim 1 , wherein is phenyl.

18. R ２ The method of claim 1 , wherein is phenyl.

19. 8. The method of claim 7, wherein the compound has the formula: 【Chemistry 40】

20. 10. The method of claim 1, wherein the compound has the formula: 【Chemistry 41】

21. 10. The method of claim 1, wherein the compound has the formula: 【Chemistry 42】

22. The compound is N-(4-(difluoromethoxy)phenyl)-2-(N-(3-(trifluoromethyl)phenyl)sulfamoyl)benzamide, 4-chloro-N-(3-nitrophenyl)-3-(N-(o-tolyl)sulfamoyl)benzamide, 3-(N-(2-chloro-5-(trifluoromethyl)phenyl)sulfamoyl)-N-(3-nitrophenyl)benzamide, 4-(N-(4-chlorophenyl)sulfamoyl)-N-(4-fluoro-3-nitrophenyl)benzamide, 3-(N-(3,4-dimethylphenyl)sulfamoyl)-4-methyl-N-(3-nitrophenyl)benzamide, 3-(N-(4-bromophenyl)sulfamoyl)-4-methyl-N-(4-nitrophenyl)benzamide, 3-((4-chlorophenyl)sulfonamido)-N-(m-tolyl)benzamide, 2-chloro-5-(N-(4-chlorophenyl)sulfamoyl)-N-(3-nitrophenyl)benzamide, 3-(N-(4-bromophenyl)sulfamoyl)-N-(3-cyano-6-methyl-4,5,6,7-tetrahydrobenzo[b]thiophen-2-yl)benzamide, 3-(N-(benzo[d][1,3]dioxol-5-yl)sulfamoyl)-N-(2-methyl-3-nitrophenyl)benzamide, 2-chloro-5-(N-(3-fluorophenyl)sulfamoyl)-N-(3-nitrophenyl)benzamide, 3-(N-(4-bromophenyl)sulfamoyl)-N-(4-hydroxy-1-methyl-1H-imidazol-2-yl)benzamide, N-(4-bromophenyl)-3-(indoline-1-carbonyl)benzenesulfonamide, 3-((4-methylphenyl)sulfonamido)-N-(m-tolyl)benzamide, 3-(N-(4-bromophenyl)sulfamoyl)-N-(3-chlorophenyl)-4-methoxybenzamide, 3-(N-(4-bromophenyl)sulfamoyl)-N-(3-cyanophenyl)benzamide, 2-(3-(N-(4-bromophenyl)sulfamoyl)benzamido)ethylcarbamate 3-(N-(4-bromophenyl)sulfamoyl)-N-(4-methoxyphenyl)benzamide, 4-bromo-3-(N-(4-fluorophenyl)sulfamoyl)-N-(3-nitrophenyl)benzamide, N-(4-bromophenyl)-3-(N-(4-bromophenyl)sulfamoyl)benzamide, 3-(N-(4-chlorophenyl)sulfamoyl)-N-(3-nitrophenyl)benzamide, 4-bromo-3-(N-(4-bromophenyl)sulfamoyl)-N-(3-nitrophenyl)benzamide, 4-bromo-3-(N-(3-fluorophenyl)sulfamoyl)-N-(3-nitrophenyl)benzamide, N-(4-bromophenyl)-3-(N-(3-nitrophenyl)sulfamoyl)benzamide, 4-chloro-3-(N-(2,3-dimethylphenyl)sulfamoyl)-N-(2-methyl-5-nitrophenyl)benzamide, 3-(N-(4-bromophenyl)sulfamoyl)-N-(3,4-difluorophenyl)-4-methoxybenzamide, N-(3-(N-(4-methoxyphenyl)sulfamoyl)phenyl)-3-(1H-pyrrol-1-yl)benzamide, N-(2-methoxy-5-nitrophenyl)-4-methyl-3-(N-phenylsulfamoyl)benzamide, 3-(N-(3-acetylphenyl)sulfamoyl)-4-methyl-N-(3-nitrophenyl)benzamide, N-(pyridin-3-yl)-3-(N-(3-(trifluoromethyl)phenyl)sulfamoyl)benzamide, 3-(N-(4-fluorophenyl)sulfamoyl)-N-(3-nitrophenyl)benzamide, N-(3-nitrophenyl)-3-(N-(3-nitrophenyl)sulfamoyl)benzamide, 3-(N-(4-bromophenyl)sulfamoyl)-N-(4-chlorophenyl)-4-methoxybenzamide, 4-bromo-N-(3-nitrophenyl)-3-(N-phenylsulfamoyl)benzamide, 3-(3-(N-(4-bromophenyl)sulfamoyl)-4-methylbenzamido)benzoic acid, 5-(N-(4-bromophenyl)sulfamoyl)-2-chloro-N-(o-tolyl)benzamide, 3-(indolin-1-ylsulfonyl)-N-(3-nitrophenyl)benzamide, 4-chloro-N-(2-methyl-3-nitrophenyl)-3-(N-phenylsulfamoyl)benzamide, N-(3-nitrophenyl)-3-(N-(o-tolyl)sulfamoyl)benzamide, 3-(N-(4-chlorophenyl)sulfamoyl)-N-(2-methoxy-5-nitrophenyl)benzamide, 3-(N-(4-bromophenyl)sulfamoyl)-N-(2-(tetrahydrofuran-2-yl)ethyl)benzamide, 3-(N-(4-bromophenyl)sulfamoyl)-4-chloro-N-phenylbenzamide, 5-(N-(4-bromophenyl)sulfamoyl)-2-chloro-N-(2-nitrophenyl)benzamide, 4-((2-methyl-5-((3-nitrophenyl)carbamoyl)phenyl)sulfonamido)benzoic acid, 3-(N-(4-bromophenyl)sulfamoyl)-N-(3-(2-oxopyrrolidin-1-yl)propyl)benzamide, N-(4-acetamidophenyl)-3-(N-(4-bromophenyl)sulfamoyl)benzamide, 3-(N-(4-bromophenyl)sulfamoyl)-N-(furan-2-ylmethyl)benzamide, 5-(N-(4-bromophenyl)sulfamoyl)-2,4-dichloro-N-(2-methyl-5-nitrophenyl)benzamide, 3-(N-benzylsulfamoyl)-N-(3-nitrophenyl)benzamide, 3-(N-(3-fluorophenyl)sulfamoyl)-N-(3-nitrophenyl)benzamide, 2-chloro-5-(N-(4-fluorophenyl)sulfamoyl)-N-(3-nitrophenyl)benzamide, Ethyl 5-(((3-((3-nitrophenyl)carbamoyl)phenyl)sulfonamido)methyl)furan-2-carboxylate 3-(N-(4-bromophenyl)sulfamoyl)-N-(2-nitrophenyl)benzamide, 3-(N-(adamantan-1-ylmethyl)sulfamoyl)-N-(3-nitrophenyl)benzamide, 4-chloro-N-(pyridin-3-yl)-3-(N-(p-tolyl)sulfamoyl)benzamide, 3-(N-(5-bromoquinolin-8-yl)sulfamoyl)-N-phenylbenzamide, 3-(N-(2-(2-methyl-1H-indol-3-yl)ethyl)sulfamoyl)-N-(3-nitrophenyl)benzamide, 3-(N-methyl-N-phenylsulfamoyl)-N-(pyridin-3-yl)benzamide, 3-(N-(2-(1H-indol-3-yl)ethyl)sulfamoyl)-N-(3-nitrophenyl)benzamide, 3-(N-(5-bromoquinolin-8-yl)sulfamoyl)-N-(3-nitrophenyl)benzamide, 4-methyl-N-(2-methyl-5-nitrophenyl)-3-(N-(o-tolyl)sulfamoyl)benzamide, N1,N3-bis(4-bromophenyl)isophthalamide, 4-bromo-3-(N-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)sulfamoyl)-N-(3-nitrophenyl)benzamide, 3-(N-methyl-N-(p-tolyl)sulfamoyl)-N-(5-methylpyridin-2-yl)benzamide, (3,4-dihydro-1,5-naphthyridin-1(2H)-yl)(3-(indolin-1-ylsulfonyl)phenyl)methanone, N-(pyridin-4-yl)-3-(N-(p-tolyl)sulfamoyl)benzamide, 3-((4-bromophenyl)sulfonamido)-N-methyl-N-phenylbenzamide, ethyl (3-((3-(N-(4-chlorophenyl)sulfamoyl)phenyl)carbamoyl)phenyl)carbamate, 5-(N-(2-fluorophenyl)sulfamoyl)-2,3-dimethoxy-N-(6-oxo-1,6-dihydropyridin-3-yl)benzamide, 2-chloro-5-(N-(4-fluorophenyl)sulfamoyl)-N-(pyridin-3-yl)benzamide, 3-(N-(2,5-dichlorophenyl)sulfamoyl)-N-(pyridin-3-yl)benzamide, 3-(N-(4-ethoxyphenyl)sulfamoyl)-N-(pyridin-2-yl)benzamide, N-(3-(N-(4-chlorophenyl)sulfamoyl)phenyl)isophthalamide, 3-(N-(4-bromophenyl)sulfamoyl)-N-(4-fluorophenyl)-4-methoxybenzamide, 3-((4-ethoxyphenyl)sulfonamido)-N-(3-fluorophenyl)benzamide, 5-(N-(4-fluorophenyl)sulfamoyl)-2-methyl-N-(pyridin-3-yl)benzamide, 3-(cyclopropanecarboxamido)-N-(3-(N-methyl-N-phenylsulfamoyl)phenyl)benzamide, 4-(3-(N-(p-tolyl)sulfamoyl)benzamido)picolinamide, 2-methyl-N-(pyridin-3-yl)-5-(N-(p-tolyl)sulfamoyl)benzamide, 3-(N-(4-bromophenyl)sulfamoyl)-N-(2-oxo-2-((2,2,2-trifluoroethyl)amino)ethyl)benzamide, N-ethyl-3-(N-methyl-N-phenylsulfamoyl)-N-(pyridin-3-yl)benzamide, 3-(N-(2-fluorophenyl)sulfamoyl)-N-(pyridin-3-yl)benzamide, 3-(N-(4-bromophenyl)sulfamoyl)-N-(2-methylbenzo[d]oxazol-5-yl)benzamide, 3-(N-(4-bromophenyl)sulfamoyl)-N-(2-oxo-2-(piperidin-1-yl)ethyl)benzamide, 3-(N-methyl-N-(p-tolyl)sulfamoyl)-N-(4-(trifluoromethyl)pyridin-2-yl)benzamide, N-phenyl-3-(phenylsulfonamido)benzamide, 3-(N-methyl-N-(p-tolyl)sulfamoyl)-N-(pyridin-4-yl)benzamide, 3-(indolin-1-ylsulfonyl)-N-(6-methoxypyridin-3-yl)benzamide, N-methyl-3-(N-methyl-N-phenylsulfamoyl)-N-phenylbenzamide, N-cyclopropyl-3-(3-((4-methylphenyl)sulfonamido)benzamido)benzamide, 3-(N-(4-bromophenyl)sulfamoyl)-N-(2-methyl-2-morpholinopropyl)benzamide, 3-(N-(3-chlorophenyl)sulfamoyl)-N-(pyridin-3-yl)benzamide, 3-(N-(benzo[d][1,3]dioxol-5-yl)sulfamoyl)-N-(pyridin-3-yl)benzamide, N-(4-(2-amino-2-oxoethyl)phenyl)-3-(N-(4-bromophenyl)sulfamoyl)benzamide, N-(3-(N-(4-methoxyphenyl)sulfamoyl)phenyl)benzamide, 3-(N-ethyl-N-phenylsulfamoyl)-N-(quinolin-2-yl)benzamide, 3-(N-(4-chlorophenyl)sulfamoyl)-N-(6-methoxypyridin-3-yl)benzamide, N-(2-methoxy-5-nitrophenyl)-3-(N-(4-methoxyphenyl)sulfamoyl)benzamide, 2-chloro-N-(3-nitrophenyl)-5-(N-phenylsulfamoyl)benzamide, N-(pyridin-3-yl)-3-(N-(p-tolyl)sulfamoyl)benzamide, hydrochloride 3-(N-(4-bromophenyl)sulfamoyl)-N-(2,4-difluorophenyl)benzamide, 3-(N-(4-bromophenyl)sulfamoyl)-N-(1,2,3,4-tetrahydronaphthalen-1-yl)benzamide, N-(3-(N,N-dimethylsulfamoyl)phenyl)-3-(phenylsulfonamido)benzamide, N-(3-chlorophenyl)-3-((4-ethoxyphenyl)sulfonamido)benzamide, 3-(N-(4-bromophenyl)sulfamoyl)-N-(2-fluorobenzyl)benzamide, N １ , N ３ -diphenylbenzene-1,3-disulfonamide, 3-acetamido-N-(3-(N-(4-chlorophenyl)sulfamoyl)phenyl)benzamide, N-(2-methoxy-5-nitrophenyl)-3-((2-methylindolin-1-yl)sulfonyl)benzamide, N-cyclopropyl-3-(3-(phenylsulfonamido)benzamido)benzamide, 3-(N-ethyl-N-phenylsulfamoyl)-N-(5-fluoropyridin-2-yl)benzamide, 3-(phenylsulfonamido)-N-(3-(piperidin-1-ylsulfonyl)phenyl)benzamide, 3-(N-(4-bromophenyl)sulfamoyl)-N-(1-methoxypropan-2-yl)benzamide, N-(4-fluoro-3-nitrophenyl)-3-((2-methylindolin-1-yl)sulfonyl)benzamide, 3-(N-(2,4-dimethylphenyl)sulfamoyl)-N-(pyridin-3-yl)benzamide, N-cyclopropyl-3-(3-((4-ethoxyphenyl)sulfonamido)benzamido)benzamide, 3-(N-(4-bromophenyl)sulfamoyl)-N-(6-methoxypyridin-3-yl)benzamide, N-(3-(N-(4-chlorophenyl)sulfamoyl)phenyl)-3-(1H-tetrazol-1-yl)benzamide, 3-(indolin-1-ylsulfonyl)-N-(1-isopropyl-1H-pyrazolo[3,4-b]pyridin-5-yl)benzamide, N-(4-(N-(3-chlorophenyl)sulfamoyl)phenyl)picolinamide, 2-chloro-5-(N-(4-chlorophenyl)sulfamoyl)-N-(pyridin-3-yl)benzamide, N-(3-(N-(4-chlorophenyl)sulfamoyl)phenyl)-3-methoxybenzamide, 2-chloro-N-(4-chloro-3-nitrophenyl)-5-(N-ethyl-N-phenylsulfamoyl)benzamide, 3-(N-(4-bromophenyl)sulfamoyl)-N-(4-morpholinophenyl)benzamide, 4-((3-((3-nitrophenyl)carbamoyl)phenyl)sulfonamido)benzoic acid N-(3-acetylphenyl)-3-(N-(4-bromophenyl)sulfamoyl)benzamide, 3-(difluoromethoxy)-N-(3-(N-methyl-N-phenylsulfamoyl)phenyl)benzamide, N-(6-methoxypyridin-3-yl)-3-(N-methyl-N-phenylsulfamoyl)benzamide, 3-cyano-N-(3-(N-methyl-N-phenylsulfamoyl)phenyl)benzamide, 3-(N-(4-bromophenyl)sulfamoyl)-N-(p-tolyl)benzamide, 3-(indolin-1-ylsulfonyl)-N-(pyridin-3-yl)benzamide, N-(3-(1H-pyrazol-5-yl)phenyl)-3-(N-(4-bromophenyl)sulfamoyl)benzamide, 3-(N-methyl-N-phenylsulfamoyl)-N-(6-methylpyridin-2-yl)benzamide, N-(3-(N-methyl-N-phenylsulfamoyl)phenyl)-3-(1H-tetrazol-1-yl)benzamide, 3-(N-(4-bromophenyl)sulfamoyl)-N-ethylbenzamide, 3-(N-(4-bromophenyl)sulfamoyl)-N-(m-tolyl)benzamide, 3-((2-methylindolin-1-yl)sulfonyl)-N-(pyridin-3-yl)benzamide, 3-(N-(4-bromophenyl)sulfamoyl)-N-(3-methylpyridin-2-yl)benzamide, 3-(N-methyl-N-phenylsulfamoyl)-N-phenylbenzamide, 3-methoxy-N-(3-(N-(4-methoxyphenyl)sulfamoyl)phenyl)benzamide, N-(3-(N-methyl-N-phenylsulfamoyl)phenyl)-3-(trifluoromethyl)benzamide, N-benzyl-3-(N-(4-bromophenyl)sulfamoyl)benzamide, 3-(N-(4-bromophenyl)sulfamoyl)-N-(4-chlorophenyl)benzamide, 4-methyl-N-(3-nitrophenyl)-3-(N-(p-tolyl)sulfamoyl)benzamide, 5-(N-(4-bromophenyl)sulfamoyl)-2,4-dichloro-N-phenylbenzamide, 2-chloro-N-(3-nitrophenyl)-5-(N-(o-tolyl)sulfamoyl)benzamide, 4-methyl-N-(3-nitrophenyl)-3-(N-(o-tolyl)sulfamoyl)benzamide, 3-(N-(4-bromophenyl)sulfamoyl)-N-(4-nitrophenyl)benzamide, 2-chloro-5-(N-(4-methoxyphenyl)sulfamoyl)-N-(3-nitrophenyl)benzamide, 4-methyl-N-(2-methyl-5-nitrophenyl)-3-(N-(p-tolyl)sulfamoyl)benzamide, 3-(N-(4-bromophenyl)sulfamoyl)-N-(o-tolyl)benzamide, 3-(N-(2-methoxyphenyl)sulfamoyl)-4-methyl-N-(3-nitrophenyl)benzamide, 4-methyl-N-(pyridin-3-yl)-3-(N-(p-tolyl)sulfamoyl)benzamide, 3-(N-(4-chlorophenyl)sulfamoyl)-4-methyl-N-(3-nitrophenyl)benzamide, 4-methyl-N-(3-nitrophenyl)-3-(N-phenylsulfamoyl)benzamide, 3-(N-(4-bromophenyl)sulfamoyl)-4-methoxy-N-phenylbenzamide, N-(6-methylpyridin-2-yl)-3-(N-phenylsulfamoyl)benzamide, 3-(N-(4-bromophenyl)sulfamoyl)-4-methyl-N-(3-nitrophenyl)benzamide, 3-(N-(4-ethoxyphenyl)sulfamoyl)-4-methyl-N-(3-nitrophenyl)benzamide, 3-(N-phenylsulfamoyl)-N-(pyridin-4-yl)benzamide, N-(3-nitrophenyl)-3-(N-(p-tolyl)sulfamoyl)benzamide, 3-(N-(3-fluorophenyl)sulfamoyl)-4-methyl-N-(3-nitrophenyl)benzamide, 2,4-dichloro-5-(N-(4-ethoxyphenyl)sulfamoyl)-N-(2-methyl-5-nitrophenyl)benzamide, 3-nitro-N-(3-(N-phenylsulfamoyl)phenyl)benzamide, 3-(N-phenylsulfamoyl)-N-(pyridin-3-yl)benzamide, 5-(N-(4-bromophenyl)sulfamoyl)-2-chloro-N-(4-chlorophenyl)benzamide, 4-bromo-N-(3-nitrophenyl)-3-(N-(p-tolyl)sulfamoyl)benzamide, 2,4-dichloro-N-(2-methyl-5-nitrophenyl)-5-(N-phenylsulfamoyl)benzamide, 3-(N-phenylsulfamoyl)-N-(pyridin-2-yl)benzamide, 3-(N-(4-methoxyphenyl)sulfamoyl)-4-methyl-N-(3-nitrophenyl)benzamide, 3-(N-(4-bromophenyl)sulfamoyl)-N-phenylbenzamide, 5-(N-(4-bromophenyl)sulfamoyl)-2-chloro-N-(3-nitrophenyl)benzamide, 4-bromo-3-(N-(4-chlorophenyl)sulfamoyl)-N-(3-nitrophenyl)benzamide, 2-chloro-5-(N-(2-methoxyphenyl)sulfamoyl)-N-(3-nitrophenyl)benzamide, and 3-((4-Methoxyphenyl)sulfonamido)-N-(m-tolyl)benzamide. N-(4-(difluoromethoxy)phenyl)-2-(N-(3-(trifluoromethyl)phenyl)sulfamoyl)benzamide 4-chloro-N-(3-nitrophenyl)-3-(N-(o-tolyl)sulfamoyl)benzamide 3-(N-(2-chloro-5-(trifluoromethyl)phenyl)sulfamoyl)-N-(3-nitrophenyl)benzamide 4-(N-(4-chlorophenyl)sulfamoyl)-N-(4-fluoro-3-nitrophenyl)benzamide 3-(N-(3,4-dimethylphenyl)sulfamoyl)-4-methyl-N-(3-nitrophenyl)benzamide 3-(N-(4-bromophenyl)sulfamoyl)-4-methyl-N-(4-nitrophenyl)benzamide 3-((4-chlorophenyl)sulfonamido)-N-(m-tolyl)benzamide 2-chloro-5-(N-(4-chlorophenyl)sulfamoyl)-N-(3-nitrophenyl)benzamide 3-(N-(4-bromophenyl)sulfamoyl)-N-(3-cyano-6-methyl-4,5,6,7-tetrahydrobenzo[b]thiophen-2-yl)benzamide 3-(N-(benzo[d][1,3]dioxol-5-yl)sulfamoyl)-N-(2-methyl-3-nitrophenyl)benzamide 2-chloro-5-(N-(3-fluorophenyl)sulfamoyl)-N-(3-nitrophenyl)benzamide 3-(N-(4-bromophenyl)sulfamoyl)-N-(4-hydroxy-1-methyl-1H-imidazol-2-yl)benzamide N-(4-bromophenyl)-3-(indoline-1-carbonyl)benzenesulfonamide 3-((4-methylphenyl)sulfonamido)-N-(m-tolyl)benzamide 3-(N-(4-bromophenyl)sulfamoyl)-N-(3-chlorophenyl)-4-methoxybenzamide 3-(N-(4-bromophenyl)sulfamoyl)-N-(3-cyanophenyl)benzamide 2-(3-(N-(4-bromophenyl)sulfamoyl)benzamido)ethylcarbamate 3-(N-(4-bromophenyl)sulfamoyl)-N-(4-methoxyphenyl)benzamide 4-Bromo-3-(N-(4-fluorophenyl)sulfamoyl)-N-(3-nitrophenyl)benzamide N-(4-bromophenyl)-3-(N-(4-bromophenyl)sulfamoyl)benzamide 3-(N-(4-chlorophenyl)sulfamoyl)-N-(3-nitrophenyl)benzamide 4-Bromo-3-(N-(4-bromophenyl)sulfamoyl)-N-(3-nitrophenyl)benzamide 4-Bromo-3-(N-(3-fluorophenyl)sulfamoyl)-N-(3-nitrophenyl)benzamide N-(4-bromophenyl)-3-(N-(3-nitrophenyl)sulfamoyl)benzamide 4-chloro-3-(N-(2,3-dimethylphenyl)sulfamoyl)-N-(2-methyl-5-nitrophenyl)benzamide 3-(N-(4-bromophenyl)sulfamoyl)-N-(3,4-difluorophenyl)-4-methoxybenzamide N-(3-(N-(4-methoxyphenyl)sulfamoyl)phenyl)-3-(1H-pyrrol-1-yl)benzamide N-(2-methoxy-5-nitrophenyl)-4-methyl-3-(N-phenylsulfamoyl)benzamide 3-(N-(3-acetylphenyl)sulfamoyl)-4-methyl-N-(3-nitrophenyl)benzamide N-(pyridin-3-yl)-3-(N-(3-(trifluoromethyl)phenyl)sulfamoyl)benzamide 3-(N-(4-fluorophenyl)sulfamoyl)-N-(3-nitrophenyl)benzamide N-(3-nitrophenyl)-3-(N-(3-nitrophenyl)sulfamoyl)benzamide 3-(N-(4-bromophenyl)sulfamoyl)-N-(4-chlorophenyl)-4-methoxybenzamide 4-Bromo-N-(3-nitrophenyl)-3-(N-phenylsulfamoyl)benzamide 3-(3-(N-(4-bromophenyl)sulfamoyl)-4-methylbenzamido)benzoic acid 5-(N-(4-bromophenyl)sulfamoyl)-2-chloro-N-(o-tolyl)benzamide 3-(indolin-1-ylsulfonyl)-N-(3-nitrophenyl)benzamide 4-chloro-N-(2-methyl-3-nitrophenyl)-3-(N-phenylsulfamoyl)benzamide N-(3-nitrophenyl)-3-(N-(o-tolyl)sulfamoyl)benzamide 3-(N-(4-chlorophenyl)sulfamoyl)-N-(2-methoxy-5-nitrophenyl)benzamide 3-(N-(4-bromophenyl)sulfamoyl)-N-(2-(tetrahydrofuran-2-yl)ethyl)benzamide 3-(N-(4-bromophenyl)sulfamoyl)-4-chloro-N-phenylbenzamide 5-(N-(4-bromophenyl)sulfamoyl)-2-chloro-N-(2-nitrophenyl)benzamide 4-((2-methyl-5-((3-nitrophenyl)carbamoyl)phenyl)sulfonamido)benzoic acid 3-(N-(4-bromophenyl)sulfamoyl)-N-(3-(2-oxopyrrolidin-1-yl)propyl)benzamide N-(4-acetamidophenyl)-3-(N-(4-bromophenyl)sulfamoyl)benzamide 3-(N-(4-bromophenyl)sulfamoyl)-N-(furan-2-ylmethyl)benzamide 5-(N-(4-bromophenyl)sulfamoyl)-2,4-dichloro-N-(2-methyl-5-nitrophenyl)benzamide 3-(N-benzylsulfamoyl)-N-(3-nitrophenyl)benzamide 3-(N-(3-fluorophenyl)sulfamoyl)-N-(3-nitrophenyl)benzamide 2-chloro-5-(N-(4-fluorophenyl)sulfamoyl)-N-(3-nitrophenyl)benzamide Ethyl 5-(((3-((3-nitrophenyl)carbamoyl)phenyl)sulfonamido)methyl)furan-2-carboxylate 3-(N-(4-bromophenyl)sulfamoyl)-N-(2-nitrophenyl)benzamide 3-(N-(adamantan-1-ylmethyl)sulfamoyl)-N-(3-nitrophenyl)benzamide 4-chloro-N-(pyridin-3-yl)-3-(N-(p-tolyl)sulfamoyl)benzamide 3-(N-(5-bromoquinolin-8-yl)sulfamoyl)-N-phenylbenzamide 3-(N-(2-(2-methyl-1H-indol-3-yl)ethyl)sulfamoyl)-N-(3-nitrophenyl)benzamide 3-(N-methyl-N-phenylsulfamoyl)-N-(pyridin-3-yl)benzamide 3-(N-(2-(1H-indol-3-yl)ethyl)sulfamoyl)-N-(3-nitrophenyl)benzamide 3-(N-(5-bromoquinolin-8-yl)sulfamoyl)-N-(3-nitrophenyl)benzamide 4-methyl-N-(2-methyl-5-nitrophenyl)-3-(N-(o-tolyl)sulfamoyl)benzamide N1,N3-bis(4-bromophenyl)isophthalamide 4-Bromo-3-(N-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)sulfamoyl)-N-(3-nitrophenyl)benzamide 3-(N-methyl-N-(p-tolyl)sulfamoyl)-N-(5-methylpyridin-2-yl)benzamide (3,4-dihydro-1,5-naphthyridin-1(2H)-yl)(3-(indolin-1-ylsulfonyl)phenyl)methanone, N-(pyridin-4-yl)-3-(N-(p-tolyl)sulfamoyl)benzamide 3-((4-bromophenyl)sulfonamido)-N-methyl-N-phenylbenzamide Ethyl (3-((3-(N-(4-chlorophenyl)sulfamoyl)phenyl)carbamoyl)phenyl)carbamate 5-(N-(2-fluorophenyl)sulfamoyl)-2,3-dimethoxy-N-(6-oxo-1,6-dihydropyridin-3-yl)benzamide 2-chloro-5-(N-(4-fluorophenyl)sulfamoyl)-N-(pyridin-3-yl)benzamide 3-(N-(2,5-dichlorophenyl)sulfamoyl)-N-(pyridin-3-yl)benzamide 3-(N-(4-ethoxyphenyl)sulfamoyl)-N-(pyridin-2-yl)benzamide N-(3-(N-(4-chlorophenyl)sulfamoyl)phenyl)isophthalamide 3-(N-(4-bromophenyl)sulfamoyl)-N-(4-fluorophenyl)-4-methoxybenzamide 3-((4-ethoxyphenyl)sulfonamido)-N-(3-fluorophenyl)benzamide 5-(N-(4-fluorophenyl)sulfamoyl)-2-methyl-N-(pyridin-3-yl)benzamide 3-(cyclopropanecarboxamido)-N-(3-(N-methyl-N-phenylsulfamoyl)phenyl)benzamide 4-(3-(N-(p-tolyl)sulfamoyl)benzamido)picolinamide 2-methyl-N-(pyridin-3-yl)-5-(N-(p-tolyl)sulfamoyl)benzamide 3-(N-(4-bromophenyl)sulfamoyl)-N-(2-oxo-2-((2,2,2-trifluoroethyl)amino)ethyl)benzamide N-ethyl-3-(N-methyl-N-phenylsulfamoyl)-N-(pyridin-3-yl)benzamide 3-(N-(2-fluorophenyl)sulfamoyl)-N-(pyridin-3-yl)benzamide 3-(N-(4-bromophenyl)sulfamoyl)-N-(2-methylbenzo[d]oxazol-5-yl)benzamide 3-(N-(4-bromophenyl)sulfamoyl)-N-(2-oxo-2-(piperidin-1-yl)ethyl)benzamide 3-(N-methyl-N-(p-tolyl)sulfamoyl)-N-(4-(trifluoromethyl)pyridin-2-yl)benzamide N-phenyl-3-(phenylsulfonamido)benzamide 3-(N-methyl-N-(p-tolyl)sulfamoyl)-N-(pyridin-4-yl)benzamide 3-(indolin-1-ylsulfonyl)-N-(6-methoxypyridin-3-yl)benzamide N-methyl-3-(N-methyl-N-phenylsulfamoyl)-N-phenylbenzamide N-cyclopropyl-3-(3-((4-methylphenyl)sulfonamido)benzamido)benzamide 3-(N-(4-bromophenyl)sulfamoyl)-N-(2-methyl-2-morpholinopropyl)benzamide 3-(N-(3-chlorophenyl)sulfamoyl)-N-(pyridin-3-yl)benzamide 3-(N-(benzo[d][1,3]dioxol-5-yl)sulfamoyl)-N-(pyridin-3-yl)benzamide N-(4-(2-amino-2-oxoethyl)phenyl)-3-(N-(4-bromophenyl)sulfamoyl)benzamide N-(3-(N-(4-methoxyphenyl)sulfamoyl)phenyl)benzamide 3-(N-ethyl-N-phenylsulfamoyl)-N-(quinolin-2-yl)benzamide 3-(N-(4-chlorophenyl)sulfamoyl)-N-(6-methoxypyridin-3-yl)benzamide N-(2-methoxy-5-nitrophenyl)-3-(N-(4-methoxyphenyl)sulfamoyl)benzamide 2-chloro-N-(3-nitrophenyl)-5-(N-phenylsulfamoyl)benzamide N-(pyridin-3-yl)-3-(N-(p-tolyl)sulfamoyl)benzamide hydrochloride 3-(N-(4-bromophenyl)sulfamoyl)-N-(2,4-difluorophenyl)benzamide 3-(N-(4-bromophenyl)sulfamoyl)-N-(1,2,3,4-tetrahydronaphthalen-1-yl)benzamide N-(3-(N,N-dimethylsulfamoyl)phenyl)-3-(phenylsulfonamido)benzamide N-(3-chlorophenyl)-3-((4-ethoxyphenyl)sulfonamido)benzamide 3-(N-(4-bromophenyl)sulfamoyl)-N-(2-fluorobenzyl)benzamide N １ , N ３ -diphenylbenzene-1,3-disulfonamide 3-acetamido-N-(3-(N-(4-chlorophenyl)sulfamoyl)phenyl)benzamide N-(2-methoxy-5-nitrophenyl)-3-((2-methylindolin-1-yl)sulfonyl)benzamide N-cyclopropyl-3-(3-(phenylsulfonamido)benzamido)benzamide 3-(N-ethyl-N-phenylsulfamoyl)-N-(5-fluoropyridin-2-yl)benzamide 3-(phenylsulfonamido)-N-(3-(piperidin-1-ylsulfonyl)phenyl)benzamide 3-(N-(4-bromophenyl)sulfamoyl)-N-(1-methoxypropan-2-yl)benzamide N-(4-fluoro-3-nitrophenyl)-3-((2-methylindolin-1-yl)sulfonyl)benzamide 3-(N-(2,4-dimethylphenyl)sulfamoyl)-N-(pyridin-3-yl)benzamide N-cyclopropyl-3-(3-((4-ethoxyphenyl)sulfonamido)benzamido)benzamide 3-(N-(4-bromophenyl)sulfamoyl)-N-(6-methoxypyridin-3-yl)benzamide N-(3-(N-(4-chlorophenyl)sulfamoyl)phenyl)-3-(1H-tetrazol-1-yl)benzamide 3-(indolin-1-ylsulfonyl)-N-(1-isopropyl-1H-pyrazolo[3,4-b]pyridin-5-yl)benzamide N-(4-(N-(3-chlorophenyl)sulfamoyl)phenyl)picolinamide 2-chloro-5-(N-(4-chlorophenyl)sulfamoyl)-N-(pyridin-3-yl)benzamide N-(3-(N-(4-chlorophenyl)sulfamoyl)phenyl)-3-methoxybenzamide 2-chloro-N-(4-chloro-3-nitrophenyl)-5-(N-ethyl-N-phenylsulfamoyl)benzamide 3-(N-(4-bromophenyl)sulfamoyl)-N-(4-morpholinophenyl)benzamide 4-((3-((3-nitrophenyl)carbamoyl)phenyl)sulfonamido)benzoic acid N-(3-acetylphenyl)-3-(N-(4-bromophenyl)sulfamoyl)benzamide 3-(difluoromethoxy)-N-(3-(N-methyl-N-phenylsulfamoyl)phenyl)benzamide N-(6-methoxypyridin-3-yl)-3-(N-methyl-N-phenylsulfamoyl)benzamide 3-cyano-N-(3-(N-methyl-N-phenylsulfamoyl)phenyl)benzamide 3-(N-(4-bromophenyl)sulfamoyl)-N-(p-tolyl)benzamide 3-(indolin-1-ylsulfonyl)-N-(pyridin-3-yl)benzamide N-(3-(1H-pyrazol-5-yl)phenyl)-3-(N-(4-bromophenyl)sulfamoyl)benzamide 3-(N-methyl-N-phenylsulfamoyl)-N-(6-methylpyridin-2-yl)benzamide N-(3-(N-methyl-N-phenylsulfamoyl)phenyl)-3-(1H-tetrazol-1-yl)benzamide 3-(N-(4-bromophenyl)sulfamoyl)-N-ethylbenzamide 3-(N-(4-bromophenyl)sulfamoyl)-N-(m-tolyl)benzamide 3-((2-methylindolin-1-yl)sulfonyl)-N-(pyridin-3-yl)benzamide 3-(N-(4-bromophenyl)sulfamoyl)-N-(3-methylpyridin-2-yl)benzamide 3-(N-methyl-N-phenylsulfamoyl)-N-phenylbenzamide 3-Methoxy-N-(3-(N-(4-methoxyphenyl)sulfamoyl)phenyl)benzamide N-(3-(N-methyl-N-phenylsulfamoyl)phenyl)-3-(trifluoromethyl)benzamide N-benzyl-3-(N-(4-bromophenyl)sulfamoyl)benzamide 3-(N-(4-bromophenyl)sulfamoyl)-N-(4-chlorophenyl)benzamide 4-methyl-N-(3-nitrophenyl)-3-(N-(p-tolyl)sulfamoyl)benzamide 5-(N-(4-bromophenyl)sulfamoyl)-2,4-dichloro-N-phenylbenzamide 2-chloro-N-(3-nitrophenyl)-5-(N-(o-tolyl)sulfamoyl)benzamide 4-methyl-N-(3-nitrophenyl)-3-(N-(o-tolyl)sulfamoyl)benzamide 3-(N-(4-bromophenyl)sulfamoyl)-N-(4-nitrophenyl)benzamide 2-chloro-5-(N-(4-methoxyphenyl)sulfamoyl)-N-(3-nitrophenyl)benzamide 4-methyl-N-(2-methyl-5-nitrophenyl)-3-(N-(p-tolyl)sulfamoyl)benzamide 3-(N-(4-bromophenyl)sulfamoyl)-N-(o-tolyl)benzamide 3-(N-(2-methoxyphenyl)sulfamoyl)-4-methyl-N-(3-nitrophenyl)benzamide 4-methyl-N-(pyridin-3-yl)-3-(N-(p-tolyl)sulfamoyl)benzamide 3-(N-(4-chlorophenyl)sulfamoyl)-4-methyl-N-(3-nitrophenyl)benzamide 4-methyl-N-(3-nitrophenyl)-3-(N-phenylsulfamoyl)benzamide 3-(N-(4-bromophenyl)sulfamoyl)-4-methoxy-N-phenylbenzamide N-(6-methylpyridin-2-yl)-3-(N-phenylsulfamoyl)benzamide 3-(N-(4-bromophenyl)sulfamoyl)-4-methyl-N-(3-nitrophenyl)benzamide 3-(N-(4-ethoxyphenyl)sulfamoyl)-4-methyl-N-(3-nitrophenyl)benzamide 3-(N-phenylsulfamoyl)-N-(pyridin-4-yl)benzamide N-(3-nitrophenyl)-3-(N-(p-tolyl)sulfamoyl)benzamide 3-(N-(3-fluorophenyl)sulfamoyl)-4-methyl-N-(3-nitrophenyl)benzamide 2,4-dichloro-5-(N-(4-ethoxyphenyl)sulfamoyl)-N-(2-methyl-5-nitrophenyl)benzamide 3-nitro-N-(3-(N-phenylsulfamoyl)phenyl)benzamide 3-(N-phenylsulfamoyl)-N-(pyridin-3-yl)benzamide 5-(N-(4-bromophenyl)sulfamoyl)-2-chloro-N-(4-chlorophenyl)benzamide 4-Bromo-N-(3-nitrophenyl)-3-(N-(p-tolyl)sulfamoyl)benzamide 2,4-dichloro-N-(2-methyl-5-nitrophenyl)-5-(N-phenylsulfamoyl)benzamide 3-(N-phenylsulfamoyl)-N-(pyridin-2-yl)benzamide 3-(N-(4-methoxyphenyl)sulfamoyl)-4-methyl-N-(3-nitrophenyl)benzamide 3-(N-(4-bromophenyl)sulfamoyl)-N-phenylbenzamide 5-(N-(4-bromophenyl)sulfamoyl)-2-chloro-N-(3-nitrophenyl)benzamide 4-Bromo-3-(N-(4-chlorophenyl)sulfamoyl)-N-(3-nitrophenyl)benzamide 2-chloro-5-(N-(2-methoxyphenyl)sulfamoyl)-N-(3-nitrophenyl)benzamide, 3-((4-methoxyphenyl)sulfonamido)-N-(m-tolyl)benzamide, N-(2-chlorophenyl)-3-(N-(4-chlorophenyl)sulfamoyl)benzamide, N-(4-bromophenyl)-3-(N-(2-chloro-5-(trifluoromethyl)phenyl)sulfamoyl)benzamide, 3-(N-(benzo[d][1,3]dioxol-5-yl)sulfamoyl)-N-(3,5-dimethylphenyl)benzamide, N-(3-(pyrrolidin-1-ylsulfonyl)phenyl)-2-((3-(trifluoromethyl)phenyl)sulfonamido)benzamide, 3-(N-(benzo[d][1,3]dioxol-5-yl)sulfamoyl)-N-(3-chloro-4-(difluoromethoxy)phenyl)benzamide, N-(3-(N-(4-bromophenyl)sulfamoyl)phenyl)-3-methyl-4-nitrobenzamide N-(4-fluoro-2-methylphenyl)-4-(N-(3-(trifluoromethyl)phenyl)sulfamoyl)benzamide, 3,4-dimethyl-N-(3-(phenylsulfonamido)phenyl)benzamide, 4-(N-(4-chlorophenyl)sulfamoyl)-N-(3-cyanophenyl)benzamide, 3-(N-(benzo[d][1,3]dioxol-5-yl)sulfamoyl)-N-(3-bromophenyl)benzamide, 3-(N-(benzo[d][1,3]dioxol-5-yl)sulfamoyl)-N-(4-cyanophenyl)benzamide N-(benzo[d][1,3]dioxol-5-yl)-3-(indoline-1-carbonyl)benzenesulfonamide, N-(4-bromophenyl)-3-(indolin-1-ylsulfonyl)benzamide, 3-(N-(benzo[d][1,3]dioxol-5-yl)sulfamoyl)-N-(3-chloro-4-fluorophenyl)benzamide, N-(4-bromo-3-methylphenyl)-3-((3,4-difluorophenyl)sulfonamido)benzamide, 3-(N-(benzo[d][1,3]dioxol-5-yl)sulfamoyl)-N-(4-(trifluoromethyl)phenyl)benzamide, N-(4-fluorophenyl)-4-(N-(3-(trifluoromethyl)phenyl)sulfamoyl)benzamide, N-(3-(N-(4-bromophenyl)sulfamoyl)phenyl)-4-methylbenzamide, 4-bromo-N-(2-((3-(N-(4-bromophenyl)sulfamoyl)phenyl)amino)-2-oxoethyl)benzamide, 3-((3-cyanophenyl)sulfonamido)-N-(3-(trifluoromethyl)phenyl)benzamide, 3-(N-(benzo[d][1,3]dioxol-5-yl)sulfamoyl)-N-(3-chlorophenyl)benzamide N-(3-(N-(4-bromophenyl)sulfamoyl)phenyl)-3-oxo-3,4-dihydro-2H-benzo[b][1,4]thiazine-6-carboxamide, N-(3-(N-(4-bromophenyl)sulfamoyl)phenyl)benzo[d]thiazole-6-carboxamide, 3-(N-(benzo[d][1,3]dioxol-5-yl)sulfamoyl)-N-(4-(trifluoromethoxy)phenyl)benzamide, 3-(N-(benzo[d][1,3]dioxol-5-yl)sulfamoyl)-N-(4-bromophenyl)benzamide, 4-(N-(2-chlorophenyl)sulfamoyl)-N-(3-cyanophenyl)benzamide, 4-(N-(4-chlorophenyl)sulfamoyl)-N-(4-fluoro-3-nitrophenyl)benzamide, N-(3-(pyrrolidin-1-ylsulfonyl)phenyl)-4-(N-(p-tolyl)sulfamoyl)benzamide, N-(2-((3-(N-(4-bromophenyl)sulfamoyl)phenyl)amino)-2-oxoethyl)-2-fluorobenzamide, N-(3-cyanophenyl)-4-(N-(2,3-dimethylphenyl)sulfamoyl)benzamide, N-(3-(N-(4-bromophenyl)sulfamoyl)phenyl)thiophene-3-carboxamide, N-(4-chlorophenyl)-4-(indoline-1-carbonyl)benzenesulfonamide, 3-fluoro-4-methyl-N-(3-(phenylsulfonamido)phenyl)benzamide, 4-chloro-3-cyano-N-(3-(phenylsulfonamido)phenyl)benzamide, N-(3-cyanophenyl)-4-(N-(4-ethoxyphenyl)sulfamoyl)benzamide, N-(3-((4-chlorophenyl)sulfonamido)phenyl)-2,5-difluorobenzamide, N-(benzo[d][1,3]dioxol-5-yl)-2-((3-(trifluoromethyl)phenyl)sulfonamido)benzamide, 3-(indolin-1-ylsulfonyl)-N-(m-tolyl)benzamide, 2-(N-methyl-N-phenylsulfamoyl)-N-(4-(pyrrolidin-1-ylsulfonyl)phenyl)benzamide, 3-(N-(benzo[d][1,3]dioxol-5-yl)sulfamoyl)-N-(4-fluorophenyl)benzamide, N-(3-(trifluoromethyl)phenyl)-3-((3-(trifluoromethyl)phenyl)sulfonamido)benzamide, 3-((2-oxo-1,2,3,4-tetrahydroquinoline)-6-sulfonamido)-N-(3-(trifluoromethyl)phenyl)benzamide, N-(3-(N-(4-bromophenyl)sulfamoyl)phenyl)cyclohexanecarboxamide, 3-(N-(benzo[d][1,3]dioxol-5-yl)sulfamoyl)-N-(3,4-difluorophenyl)benzamide, N-(3-(N-(4-bromophenyl)sulfamoyl)phenyl)-6-chloronicotinamide, N-(4-bromophenyl)-3-(N-(4-fluorophenyl)sulfamoyl)benzamide, 4-(N-(4-chlorophenyl)sulfamoyl)-N-(3-fluorophenyl)benzamide, N-(4-(difluoromethoxy)phenyl)-2-(N-(3-(trifluoromethyl)phenyl)sulfamoyl)benzamide, N-(2,4-dimethylphenyl)-4-(N-(3-(trifluoromethyl)phenyl)sulfamoyl)benzamide, (E)-N-(3-(N-(4-bromophenyl)sulfamoyl)phenyl)-3-(furan-2-yl)acrylamide, N-(3-((3,4-dimethylphenyl)sulfonamido)phenyl)-2,3-dihydrobenzo[b][1,4]dioxine-6-carboxamide, N-(3,4-dimethoxyphenyl)-2-((3-(trifluoromethyl)phenyl)sulfonamido)benzamide, 3-((2-cyanophenyl)sulfonamido)-N-(3-(trifluoromethyl)phenyl)benzamide, 3-(N-(benzo[d][1,3]dioxol-5-yl)sulfamoyl)-N-(3,4-dimethylphenyl)benzamide, N-(p-tolyl)-2-((3-(trifluoromethyl)phenyl)sulfonamido)benzamide, N-(3-(N-(4-bromophenyl)sulfamoyl)phenyl)benzo[d][1,3]dioxole-5-carboxamide, methyl 4-(2-(N-methyl-N-phenylsulfamoyl)benzamido)benzoate, N-(3-((4-bromo-2-chlorophenyl)sulfonamido)phenyl)furan-2-carboxamide, N-(4-cyanophenyl)-2-(N-methyl-N-phenylsulfamoyl)benzamide, 3-fluoro-4-methyl-N-(2-(N-phenylsulfamoyl)phenyl)benzamide, 3-(N-(4-chlorophenyl)sulfamoyl)-N-(3-ethynylphenyl)benzamide, 3-(N-(benzo[d][1,3]dioxol-5-yl)sulfamoyl)-N-(o-tolyl)benzamide, N-(3-(1H-pyrazol-5-yl)phenyl)-3-(N-(4-bromophenyl)sulfamoyl)benzamide, N-(adamantan-1-yl)-3-(N-(4-bromophenyl)sulfamoyl)benzamide, N-(4-chloro-3-nitrophenyl)-3-(N-(2-chloro-5-(trifluoromethyl)phenyl)sulfamoyl)benzamide, N-(4-fluoro-3-nitrophenyl)-3-((2-methylindolin-1-yl)sulfonyl)benzamide, 3-(N-(benzo[d][1,3]dioxol-5-yl)sulfamoyl)-N-(4-(difluoromethoxy)phenyl)benzamide, 3-(N-(4-bromophenyl)sulfamoyl)-N-(1,2,3,4-tetrahydronaphthalen-1-yl)benzamide, 3-(N-(benzo[d][1,3]dioxol-5-yl)sulfamoyl)-N-(p-tolyl)benzamide, 3-(N-(4-chlorophenyl)sulfamoyl)-N-(4-methoxyphenyl)benzamide, N-(4-bromophenyl)-3-(4-(3-chlorophenyl)piperazine-1-carbonyl)benzenesulfonamide, 3-(N-(benzo[d][1,3]dioxol-5-yl)sulfamoyl)-N-(3-(methylthio)phenyl)benzamide, 3-(N-(benzo[d][1,3]dioxol-5-yl)sulfamoyl)-N-(2-fluorophenyl)benzamide, N-(4-bromophenyl)-3-(N-(3-(trifluoromethyl)phenyl)sulfamoyl)benzamide, 3-(N-(2-chloro-5-(trifluoromethyl)phenyl)sulfamoyl)-N-(2-methoxy-5-nitrophenyl)benzamide, 3-(N-(benzo[d][1,3]dioxol-5-yl)sulfamoyl)-N-(2-fluoro-5-methylphenyl)benzamide, 3-(N-(benzo[d][1,3]dioxol-5-yl)sulfamoyl)-N-(3-methoxyphenyl)benzamide, 3-(N-(4-chlorophenyl)sulfamoyl)-N-(2-methoxy-5-nitrophenyl)benzamide, 3-(N-(4-bromophenyl)sulfamoyl)-N-(4-morpholinophenyl)benzamide, 3-(N-(4-bromophenyl)sulfamoyl)-N-(2-methylbenzo[d]oxazol-5-yl)benzamide, 3-(N-(benzo[d][1,3]dioxol-5-yl)sulfamoyl)-N-(3,5-dimethoxyphenyl)benzamide, 3-(N-(benzo[d][1,3]dioxol-5-yl)sulfamoyl)-N-(3,4-dihydro-2H-benzo[b][1,4]dioxepin-7-yl)benzamide, 3-(N-(benzo[d][1,3]dioxol-5-yl)sulfamoyl)-N-(4-(2,2,2-trifluoroethoxy)phenyl)benzamide, 3-(N-(4-bromophenyl)sulfamoyl)-N-((4-(4-bromophenyl)tetrahydro-2H-pyran-4-yl)methyl)benzamide, 3-(N-(benzo[d][1,3]dioxol-5-yl)sulfamoyl)-N-(2-methylbenzo[d]thiazol-6-yl)benzamide, N-(4-bromophenyl)-3-(4,5,6,7-tetrahydrothieno[3,2-c]pyridine-5-carbonyl)benzenesulfonamide, 3-(indolin-1-ylsulfonyl)-N-(2-methoxy-5-nitrophenyl)benzamide, 3-(N-(benzo[d][1,3]dioxol-5-yl)sulfamoyl)-N-phenylbenzamide, 3-(N-(benzo[d][1,3]dioxol-5-yl)sulfamoyl)-N-(3-fluorophenyl)benzamide, 3-(N-(2-methoxyphenyl)sulfamoyl)-N-(3-(trifluoromethyl)phenyl)benzamide, N-(4-bromophenyl)-3-(N-(4-methoxyphenyl)-N-methylsulfamoyl)benzamide, 3-(N-(2-methoxyphenyl)sulfamoyl)-N-(3-nitrophenyl)benzamide, methyl 3-(4-bromophenyl)-1-(3-(N-(4-bromophenyl)sulfamoyl)benzoyl)pyrrolidine-3-carboxylate, 3-(N-(benzo[d][1,3]dioxol-5-yl)sulfamoyl)-N-(m-tolyl)benzamide, N-(2-methoxy-5-nitrophenyl)-3-((2-methylindolin-1-yl)sulfonyl)benzamide, 3-(N-(4-bromophenyl)sulfamoyl)-N-(4-hydroxy-1-methyl-1H-imidazol-2-yl)benzamide, 3-(N-(4-bromophenyl)sulfamoyl)-N-(4-methyl-3-(morpholinosulfonyl)phenyl)benzamide, 3-(N-(benzo[d][1,3]dioxol-5-yl)sulfamoyl)-N-(4-(cyanomethyl)phenyl)benzamide, N-(4-fluoro-3-nitrophenyl)-3-(N-(2-methoxy-5-nitrophenyl)sulfamoyl)benzamide, 3-(N-(benzo[d][1,3]dioxol-5-yl)sulfamoyl)-N-(4-methoxyphenyl)benzamide, 3-(N-(benzo[d][1,3]dioxol-5-yl)sulfamoyl)-N-(3,4-dimethoxyphenyl)benzamide, N-(4-bromophenyl)-3-(N-(4-methoxyphenyl)sulfamoyl)benzamide, 3-(N-(4-bromophenyl)sulfamoyl)-N-(2-(dimethylamino)-2-(4-methoxyphenyl)ethyl)benzamide, 3-(N-(4-bromophenyl)sulfamoyl)-N-(6-methoxypyridin-3-yl)benzamide, 3-(N-(4-bromophenyl)sulfamoyl)-N-(2-oxo-2-(piperidin-1-yl)ethyl)benzamide, 1-(3-(N-(4-bromophenyl)sulfamoyl)benzoyl)piperidine-3-carboxamide, 3-(N-(benzo[d][1,3]dioxol-5-yl)sulfamoyl)-N-(4-morpholinophenyl)benzamide, 3-(N-(4-bromophenyl)sulfamoyl)-N-(3-morpholinopropyl)benzamide, 3-(N-(2-fluorophenyl)sulfamoyl)-N-(3-(trifluoromethyl)phenyl)benzamide, 3-(N-(4-bromophenyl)sulfamoyl)-N-(4-hydroxybutyl)benzamide, 3-(N-(4-bromophenyl)sulfamoyl)-N-(2-oxo-2-(propylamino)ethyl)-N-propylbenzamide, 3-(N-(4-bromophenyl)sulfamoyl)-N-ethylbenzamide, 3-(N-(4-bromophenyl)sulfamoyl)-N,N-diethylbenzamide, 3-(N-(4-bromophenyl)sulfamoyl)-N,N-dimethylbenzamide, 3-(N-(4-bromophenyl)sulfamoyl)-N-(furan-2-ylmethyl)benzamide, N-(4-(2-amino-2-oxoethyl)phenyl)-3-(N-(4-bromophenyl)sulfamoyl)benzamide, 3-(N-(4-bromophenyl)sulfamoyl)-N-(2-(tetrahydrofuran-2-yl)ethyl)benzamide, N-(3-(1H-imidazol-1-yl)propyl)-3-(N-(4-bromophenyl)sulfamoyl)benzamide, 3-(N-(4-bromophenyl)sulfamoyl)-N-(3-(2-oxopyrrolidin-1-yl)propyl)benzamide, 3-(N-(4-bromophenyl)sulfamoyl)-N-(2-methyl-2-morpholinopropyl)benzamide, 3-(N-(4-bromophenyl)sulfamoyl)-N-(2-(furan-2-yl)-2-(pyrrolidin-1-yl)ethyl)benzamide, 3-(N-(4-bromophenyl)sulfamoyl)-N-(2-oxo-2-((2,2,2-trifluoroethyl)amino)ethyl)benzamide, 2-(3-(N-(4-bromophenyl)sulfamoyl)benzamido)ethyl carbamate, 3-(4-acetylpiperazine-1-carbonyl)-N-(4-bromophenyl)benzenesulfonamide, 3-(N-(4-bromophenyl)sulfamoyl)-N-(1-methoxypropan-2-yl)benzamide, 3-(N-(4-bromophenyl)sulfamoyl)-N-(2-morpholinoethyl)benzamide, N-(4-bromophenyl)-3-(2-methyl-3-oxopiperazine-1-carbonyl)benzenesulfonamide, N,N-diallyl-3-(N-(4-bromophenyl)sulfamoyl)-4-chlorobenzamide, 3-(N-(4-bromophenyl)sulfamoyl)-N-(2-(dimethylamino)-2-(furan-2-yl)ethyl)benzamide, 3-(N-(4-bromophenyl)sulfamoyl)-N-methoxy-N-methylbenzamide, 3-(N-(4-bromophenyl)sulfamoyl)-N-(2-(dimethylamino)-3-methylbutyl)benzamide, 3-(N-(4-bromophenyl)sulfamoyl)-N-(1-isopropylpiperidin-4-yl)benzamide, ethyl 4-(3-(N-(4-bromophenyl)sulfamoyl)benzoyl)piperazine-1-carboxylate, N-(1-benzylpiperidin-4-yl)-3-(N-(4-bromophenyl)sulfamoyl)benzamide, N-(4-bromophenyl)-3-(pyrrolidine-1-carbonyl)benzenesulfonamide, 3-(N-(4-bromophenyl)sulfamoyl)-N-cyclopropyl-N-(pyridin-3-ylmethyl)benzamide, 3-(N-(4-bromophenyl)sulfamoyl)-N-(2-(2,6-dimethylmorpholino)ethyl)benzamide, 3-(N-(4-bromophenyl)sulfamoyl)-N-methyl-N-((5-methylfuran-2-yl)methyl)benzamide, 3-(N-(4-bromophenyl)sulfamoyl)-N-((1-(dimethylamino)cyclohexyl)methyl)benzamide, N-(3-cyanophenyl)-3-((3,4-dichlorophenyl)sulfonamido)benzamide, 3-((3-chlorophenyl)sulfonamido)-N-(3-(trifluoromethyl)phenyl)benzamide, N-(3-cyanophenyl)-3-((5-fluoro-2-methylphenyl)sulfonamido)benzamide, 3-((3-acetylphenyl)sulfonamido)-N-(3-(trifluoromethyl)phenyl)benzamide, 3-((2,3-dihydrobenzo[b][1,4]dioxine)-6-sulfonamido)-N-(2,3-dimethylphenyl)benzamide, 2-chloro-5-(N-(3-((3-(trifluoromethyl)phenyl)carbamoyl)phenyl)sulfamoyl)benzoic acid, 2-bromo-5-(N-(3-((3-(trifluoromethyl)phenyl)carbamoyl)phenyl)sulfamoyl)benzoic acid, 3-((2,5-dimethoxyphenyl)sulfonamido)-N-(3-(trifluoromethyl)phenyl)benzamide, 3-(4-(N-(3-((3-(trifluoromethyl)phenyl)carbamoyl)phenyl)sulfamoyl)phenyl)propanoic acid, N-(3-carbamoyl-4-chlorophenyl)-3-((2,3-dihydrobenzo[b][1,4]dioxine)-6-sulfonamido)benzamide, 3-((2-fluorophenyl)sulfonamido)-N-(3-(trifluoromethyl)phenyl)benzamide, N-(3-cyanophenyl)-3-((3,4-difluorophenyl)sulfonamido)benzamide, 3-((2-methoxy-5-methylphenyl)sulfonamido)-N-(3-(trifluoromethyl)phenyl)benzamide, (E)-N-(3-(N-(4-bromophenyl)sulfamoyl)phenyl)-3-(3-chlorophenyl)acrylamide, N-(3-(N-(4-bromophenyl)sulfamoyl)phenyl)-2-(3-fluoro-4-methoxyphenyl)acetamide, N-(3-(N-(4-bromophenyl)sulfamoyl)phenyl)-2-methoxybenzamide, N-(3-(N-(4-bromophenyl)sulfamoyl)phenyl)-4-cyanobenzamide, N-(3-(N-(4-bromophenyl)sulfamoyl)phenyl)-3,4-dimethoxybenzamide, N-(3-(N-(4-bromophenyl)sulfamoyl)phenyl)-4-(methylsulfinyl)benzamide, N-(3-(N-(4-bromophenyl)sulfamoyl)phenyl)-1-methyl-1H-pyrazole-4-carboxamide, N-(3-(N-(4-bromophenyl)sulfamoyl)phenyl)-1,5-dimethyl-1H-pyrazole-4-carboxamide, 4-bromo-N-(3-((5-bromo-7-chloro-2-oxo-2,3-dihydrobenzo[d]oxazole)-6-sulfonamido)phenyl)benzamide, 2-bromo-N-(3-((3,4-dimethylphenyl)sulfonamido)phenyl)-5-methoxybenzamide, N-(3-((3,4-dimethylphenyl)sulfonamido)phenyl)-8-methoxy-2,3-dihydrobenzo[b][1,4]dioxine-6-carboxamide, N-(3-((4-chlorophenyl)sulfonamido)phenyl)-1H-benzo[d][1,2,3]triazole-5-carboxamide, N-(3-((3,4-dimethylphenyl)sulfonamido)phenyl)-2-methoxybenzamide, N-(3-((4-chlorophenyl)sulfonamido)phenyl)-1H-benzo[d]imidazole-5-carboxamide, N-(3-((4-chlorophenyl)sulfonamido)phenyl)-2,4-difluorobenzamide, N-(3-((4-chlorophenyl)sulfonamido)phenyl)benzamide, 3-methyl-2-nitro-N-(3-(phenylsulfonamido)phenyl)benzamide, N-(3-((4-chlorophenyl)sulfonamido)phenyl)-2-methyl-5-(methylsulfonyl)benzamide, 4-methyl-3-nitro-N-(3-(phenylsulfonamido)phenyl)benzamide, N-(3-((3,4-dimethylphenyl)sulfonamido)phenyl)-3-methoxy-4-propoxybenzamide, N-(3-((4-chlorophenyl)sulfonamido)phenyl)-2-(trifluoromethyl)benzamide, N-(4-chloro-2-methoxy-5-methylphenyl)-2-(N-methyl-N-phenylsulfamoyl)benzamide, N-(benzo[d][1,3]dioxol-5-yl)-2-(N-methyl-N-phenylsulfamoyl)benzamide, N-(3-ethynylphenyl)-2-(N-methyl-N-phenylsulfamoyl)benzamide, N-(4-((difluoromethyl)thio)phenyl)-2-(piperidin-1-ylsulfonyl)benzamide, N-(3-chloro-4-(difluoromethoxy)phenyl)-2-(piperidin-1-ylsulfonyl)benzamide, N-(4-chloro-2-fluorophenyl)-2-(N-methyl-N-phenylsulfamoyl)benzamide, 2-(piperidin-1-ylsulfonyl)-N-(3-(trifluoromethyl)phenyl)benzamide, N-(2,2-difluorobenzo[d][1,3]dioxol-5-yl)-2-(piperidin-1-ylsulfonyl)benzamide, N-(4-acetamidophenyl)-2-(N-methyl-N-phenylsulfamoyl)benzamide, 2-(N-methyl-N-phenylsulfamoyl)-N-(4-morpholinophenyl)benzamide, N-methyl-N-phenyl-2-(1,2,3,4-tetrahydroquinoline-1-carbonyl)benzenesulfonamide, N-(4-(1-methyl-1H-1,2,4-triazol-3-yl)phenyl)-2-(morpholine-4-carbonyl)benzenesulfonamide, N-(4-methoxyphenyl)-2-(piperidin-1-ylsulfonyl)benzamide, N-(4-(difluoromethoxy)phenyl)-2-(piperidin-1-ylsulfonyl)benzamide, 2-(piperidin-1-ylsulfonyl)-N-(4-(trifluoromethyl)phenyl)benzamide, N-(2-methoxy-5-methylphenyl)-2-(N-methyl-N-phenylsulfamoyl)benzamide, N-(3-bromophenyl)-2-(piperidin-1-ylsulfonyl)benzamide, N-(4-carbamoylphenyl)-2-(N-methyl-N-phenylsulfamoyl)benzamide, N-(4-(1H-tetrazol-1-yl)phenyl)-2-(N-methyl-N-phenylsulfamoyl)benzamide, N-methyl-2-(N-methyl-N-phenylsulfamoyl)-N-phenylbenzamide, N-(4-fluorophenyl)-2-(piperidin-1-ylsulfonyl)benzamide, 2-(piperidin-1-ylsulfonyl)-N-(4-(trifluoromethoxy)phenyl)benzamide, 2-(N-methyl-N-phenylsulfamoyl)-N-(2-morpholinophenyl)benzamide, N-(4-(pyrrolidin-1-ylsulfonyl)phenyl)-2-((3-(trifluoromethyl)phenyl)sulfonamido)benzamide, N-(4-fluorophenyl)-2-((3-(trifluoromethyl)phenyl)sulfonamido)benzamide, N-(2-(indoline-1-carbonyl)phenyl)-3-(trifluoromethyl)benzenesulfonamide N-(4-(difluoromethoxy)phenyl)-2-((4-fluorophenyl)sulfonamido)benzamide N-phenyl-2-((3-(trifluoromethyl)phenyl)sulfonamido)benzamide, N-(4-(difluoromethoxy)phenyl)-2-((4-methylphenyl)sulfonamido)benzamide, N-(4-methoxyphenyl)-2-((N-methyl-3-(trifluoromethyl)phenyl)sulfonamido)benzamide, N-(2-chloro-4-fluorophenyl)-4-(N-(4-((difluoromethyl)thio)phenyl)sulfamoyl)benzamide, 4-(2-methylindoline-1-carbonyl)-N-phenylbenzenesulfonamide, N-(4-chlorophenyl)-4-(N-(2-methoxy-5-nitrophenyl)sulfamoyl)benzamide, N-(2-(difluoromethoxy)phenyl)-4-(N-(2-fluorophenyl)sulfamoyl)benzamide, N-(3-cyanophenyl)-4-(N-(3,4-dimethylphenyl)sulfamoyl)benzamide, 4-(indoline-1-carbonyl)-N-(p-tolyl)benzenesulfonamide, N-(4-chloro-3-(morpholinosulfonyl)phenyl)-4-(N-(3-(trifluoromethyl)phenyl)sulfamoyl)benzamide, 4-(N-(4-chlorophenyl)sulfamoyl)-N-(3-sulfamoylphenyl)benzamide, N-(benzo[d][1,3]dioxol-5-yl)-4-(N-(2-chlorophenyl)sulfamoyl)benzamide, N-(1H-benzo[d][1,2,3]triazol-5-yl)-4-(N-(4-chlorophenyl)sulfamoyl)benzamide, 4-(N-(4-chlorophenyl)sulfamoyl)-N-(3-(N,N-dimethylsulfamoyl)-4-methylphenyl)benzamide, 4-(2-methylindoline-1-carbonyl)-N-(p-tolyl)benzenesulfonamide, N-phenyl-4-(N-phenylsulfamoyl)benzamide, 4-(N-(4-chlorophenyl)sulfamoyl)-N-(3-(morpholinosulfonyl)phenyl)benzamide, N-(o-tolyl)-4-(N-(p-tolyl)sulfamoyl)benzamide, 4-(N-(4-chlorophenyl)sulfamoyl)-N-(3-ethylphenyl)benzamide, N-(4-chloro-2-methylphenyl)-4-(N-(p-tolyl)sulfamoyl)benzamide, N-phenyl-4-(1,2,3,4-tetrahydroquinoline-1-carbonyl)benzenesulfonamide, N-(3-acetylphenyl)-4-(N-(p-tolyl)sulfamoyl)benzamide, N-(2,4-dimethoxyphenyl)-4-(N-(3-(trifluoromethyl)phenyl)sulfamoyl)benzamide, 4-(N-(2-chlorophenyl)sulfamoyl)-N-(4-fluorophenyl)benzamide, N-(benzo[d][1,3]dioxol-5-yl)-4-(N-(2-fluorophenyl)sulfamoyl)benzamide, N-(4-methoxyphenyl)-4-(N-phenylsulfamoyl)benzamide, N-(3,4-dimethoxyphenyl)-4-(N-(3-(trifluoromethyl)phenyl)sulfamoyl)benzamide, N-(2-methyl-3-nitrophenyl)-4-(N-(o-tolyl)sulfamoyl)benzamide, N-(2-(difluoromethoxy)phenyl)-4-(N-phenylsulfamoyl)benzamide, N-(3-cyanophenyl)-4-(N-(2-fluorophenyl)sulfamoyl)benzamide 4-(N-(2-fluorophenyl)sulfamoyl)-N-(3-(trifluoromethyl)phenyl)benzamide, 4-(N-(4-fluorophenyl)sulfamoyl)-N-(4-methoxyphenyl)benzamide, N-(benzo[d][1,3]dioxol-5-yl)-4-(N-(2-methoxyphenyl)sulfamoyl)benzamide, 4-(N-(2-methoxyphenyl)sulfamoyl)-N-(3-(trifluoromethyl)phenyl)benzamide, N-(4-chlorophenyl)-4-(N-(o-tolyl)sulfamoyl)benzamide, N-(2,4-difluorophenyl)-4-(N-(2-methoxy-5-nitrophenyl)sulfamoyl)benzamide, N-(3-acetylphenyl)-4-(N-(4-methoxyphenyl)sulfamoyl)benzamide, N-(4-fluoro-3-nitrophenyl)-4-(N-(2-methoxyphenyl)sulfamoyl)benzamide, N-(3,4-dihydro-2H-benzo[b][1,4]dioxepin-7-yl)-4-(N-(4-fluorophenyl)sulfamoyl)benzamide, N-(4-fluoro-2-methylphenyl)-4-(N-(4-methoxyphenyl)sulfamoyl)benzamide, N-(p-tolyl)-4-(N-(p-tolyl)sulfamoyl)benzamide, N-(3-chloro-2-methylphenyl)-4-(N-(2-fluorophenyl)sulfamoyl)benzamide, N-(4-(1H-tetrazol-5-yl)phenyl)-4-(N-(3-(trifluoromethyl)phenyl)sulfamoyl)benzamide, N-(3-acetylphenyl)-4-(N-(2-fluorophenyl)sulfamoyl)benzamide, N-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-4-(N-(4-methoxyphenyl)sulfamoyl)benzamide, 4-(N-phenylsulfamoyl)-N-(2-(trifluoromethoxy)phenyl)benzamide, 4-(N-(2-fluorophenyl)sulfamoyl)-N-(m-tolyl)benzamide, 4-(indoline-1-carbonyl)-N-phenylbenzenesulfonamide, 4-(N-(2-fluorophenyl)sulfamoyl)-N-(4-(trifluoromethoxy)phenyl)benzamide, N-(4-fluorophenyl)-4-(6-methoxy-1,2,3,4-tetrahydroquinoline-1-carbonyl)benzenesulfonamide, 1-(4-(N-(p-tolyl)sulfamoyl)benzoyl)indoline-5-sulfonamide, 5-bromo-2-(N-(3-(trifluoromethyl)phenyl)sulfamoyl)benzoic acid, N-(2,5-dimethoxyphenyl)-3-((2-methylindolin-1-yl)sulfonyl)benzamide, N-(4-fluoro-3-nitrophenyl)-3-(N-(2-methoxy-5-nitrophenyl)sulfamoyl)benzamide, ethyl 5-(3-(N-(4-fluorophenyl)sulfamoyl)benzamido)-3-methylthiophene-2-carboxylate, ethyl 5-(3-(N-(2-fluorophenyl)sulfamoyl)benzamido)-3-methylthiophene-2-carboxylate, 4-chloro-N-(4-chloro-2-methylphenyl)-3-(N-(4-chloro-2-methylphenyl)sulfamoyl)benzamide, 4-chloro-N-(2-ethoxyphenyl)-3-(indolin-1-ylsulfonyl)benzamide, N-(4-methoxyphenyl)-3-(2-methylindoline-1-carbonyl)benzenesulfonamide, 5-(indolin-1-ylsulfonyl)-2-methoxy-N-(o-tolyl)benzamide, 3-(N-(2-chlorophenyl)sulfamoyl)-N-(3-cyano-6-methyl-4,5,6,7-tetrahydrobenzo[b]thiophen-2-yl)benzamide, 2-methyl-5-(1,2,3,4-tetrahydroquinoline-1-carbonyl)-N-(m-tolyl)benzenesulfonamide, N-(4-amino-3,5-dichlorophenyl)-3-(indolin-1-ylsulfonyl)benzamide, N-(3-chloro-4-(difluoromethoxy)phenyl)-5-(indolin-1-ylsulfonyl)-2-methoxybenzamide, 3-(1,2,3,4-tetrahydroquinoline-1-carbonyl)-N-(3-(trifluoromethyl)phenyl)benzenesulfonamide, N-(3-cyanophenyl)-5-(indolin-1-ylsulfonyl)-2-methoxybenzamide, N-(3-fluorophenyl)-3-(indolin-1-ylsulfonyl)benzamide, 3-(indolin-1-ylsulfonyl)-N-(quinolin-8-yl)benzamide, N-(2-ethylphenyl)-3-((2-methylindolin-1-yl)sulfonyl)benzamide, 3-(indolin-1-ylsulfonyl)-N-(3-(piperidin-1-ylsulfonyl)phenyl)benzamide, N-(3,5-bis(trifluoromethyl)phenyl)-5-(indolin-1-ylsulfonyl)-2-methoxybenzamide, (4-chloro-3-(indolin-1-ylsulfonyl)phenyl)(indolin-1-yl)methanone, N-(3,4-dimethoxyphenyl)-3-((2-methylindolin-1-yl)sulfonyl)benzamide, N-(3-chloro-4-fluorophenyl)-3-(N-(4-fluorophenyl)sulfamoyl)benzamide, N-(benzo[d][1,3]dioxol-5-yl)-3-(indolin-1-ylsulfonyl)benzamide, N-(3,4-dimethylphenyl)-3-(indolin-1-ylsulfonyl)benzamide, 4-chloro-3-(indolin-1-ylsulfonyl)-N-(p-tolyl)benzamide, 3-(indolin-1-ylsulfonyl)-N-(4-methoxyphenyl)benzamide, N-(3-chloro-2-methylphenyl)-3-(indolin-1-ylsulfonyl)benzamide, N-(3-carbamoylphenyl)-3-(indolin-1-ylsulfonyl)benzamide, N-benzyl-3-(indoline-1-carbonyl)-N-(3-(trifluoromethyl)phenyl)benzenesulfonamide, 3-((2-methylindolin-1-yl)sulfonyl)-N-(3-sulfamoylphenyl)benzamide, 4-chloro-N-(3,4-dimethylphenyl)-3-(indoline-1-carbonyl)benzenesulfonamide, N-(4-(difluoromethoxy)phenyl)-3-(N-(4-methoxyphenyl)sulfamoyl)benzamide, N-(2,4-dihydroxy-6-methylpyrimidin-5-yl)-3-(N-(2-methoxyphenyl)sulfamoyl)benzamide, 4-chloro-N-(3-cyanophenyl)-3-(indolin-1-ylsulfonyl)benzamide, 4-chloro-N-(2-(difluoromethoxy)phenyl)-3-(indolin-1-ylsulfonyl)benzamide, N-(3-chlorophenyl)-N-methyl-3-(2-methylindoline-1-carbonyl)benzenesulfonamide, (3,4-dihydroquinolin-1(2H)-yl)(3-((2-methylindolin-1-yl)sulfonyl)phenyl)methanone, 3-((2-methylindolin-1-yl)sulfonyl)-N-(o-tolyl)benzamide, 3-(indolin-1-ylsulfonyl)-N-(2-methoxyphenyl)benzamide, 3-((2-methylindolin-1-yl)sulfonyl)-N-(3-(methylthio)phenyl)benzamide, N-(2,5-difluorophenyl)-3-((2-methylindolin-1-yl)sulfonyl)benzamide, N-(4-bromo-2-fluorophenyl)-3-(indolin-1-ylsulfonyl)benzamide, N-(4-bromo-3-methylphenyl)-5-(indolin-1-ylsulfonyl)-2-methoxybenzamide, N-(3,4-difluorophenyl)-3-(indolin-1-ylsulfonyl)benzamide, 3-(indolin-1-ylsulfonyl)-N-(2-methoxy-5-methylphenyl)benzamide, 4-chloro-3-(1,2,3,4-tetrahydroquinoline-1-carbonyl)-N-(3-(trifluoromethyl)phenyl)benzenesulfonamide, 3-(indoline-1-carbonyl)-N-(3-(trifluoromethyl)phenyl)benzenesulfonamide, 3-((2-methylindolin-1-yl)sulfonyl)-N-(2-(trifluoromethoxy)phenyl)benzamide, 2-chloro-N-methyl-5-(5-nitroindoline-1-carbonyl)-N-phenylbenzenesulfonamide, N-(4-(N-cyclopropylsulfamoyl)phenyl)-3-(indolin-1-ylsulfonyl)benzamide, N-(benzo[d][1,3]dioxol-5-yl)-3-(N-(4-methoxyphenyl)-N-methylsulfamoyl)benzamide, N-(4-acetamidophenyl)-3-(indolin-1-ylsulfonyl)benzamide, N-methyl-3-(2-methylindoline-1-carbonyl)-N-(p-tolyl)benzenesulfonamide, N-methyl-N-phenyl-3-(1,2,3,4-tetrahydroquinoline-1-carbonyl)benzenesulfonamide, 3-((2-methylindolin-1-yl)sulfonyl)-N-(4-phenoxyphenyl)benzamide, 3-((2-methylindolin-1-yl)sulfonyl)-N-(quinolin-8-yl)benzamide, (3-((3,4-dihydroquinolin-1(2H)-yl)sulfonyl)phenyl)(indolin-1-yl)methanone, N-allyl-4-chloro-N-(4-chlorophenyl)-3-(indoline-1-carbonyl)benzenesulfonamide, 3-((2-methylindolin-1-yl)sulfonyl)-N-(3-phenoxyphenyl)benzamide, N-(2,5-difluorophenyl)-3-(indolin-1-ylsulfonyl)benzamide, 4-methyl-3-(1,2,3,4-tetrahydroquinoline-1-carbonyl)-N-(m-tolyl)benzenesulfonamide, 4-chloro-N-(4-chlorophenyl)-3-(indoline-1-carbonyl)benzenesulfonamide, N-(4-bromo-3-methylphenyl)-3-(N-(m-tolyl)sulfamoyl)benzamide, 3-(indolin-1-ylsulfonyl)-N-(2-(pyrrolidin-1-yl)phenyl)benzamide, (8-fluoro-6-methyl-3,4-dihydroquinolin-1(2H)-yl)(3-(indolin-1-ylsulfonyl)phenyl)methanone, (7-fluoroindolin-1-yl)(3-((2-methylindolin-1-yl)sulfonyl)phenyl)methanone, (4-chloro-3-(indolin-1-ylsulfonyl)phenyl)(5-nitroindolin-1-yl)methanone, 4-chloro-N-(6-chlorobenzo[d][1,3]dioxol-5-yl)-3-(indolin-1-ylsulfonyl)benzamide, N-(2-fluoro-5-methylphenyl)-3-((2-methylindolin-1-yl)sulfonyl)benzamide, (3,4-dihydroquinolin-1(2H)-yl)(3-(indolin-1-ylsulfonyl)phenyl)methanone, 5-(indolin-1-ylsulfonyl)-2-methoxy-N-(m-tolyl)benzamide, 4-chloro-3-(indolin-1-ylsulfonyl)-N-(3-methoxyphenyl)benzamide, 3-(indolin-1-ylsulfonyl)-N-(p-tolyl)benzamide, 3-(N-methyl-N-(p-tolyl)sulfamoyl)-N-(p-tolyl)benzamide, N-(4-chlorophenyl)-3-(indolin-1-ylsulfonyl)benzamide, N-(2,3-dihydro-1H-inden-5-yl)-3-(N-methyl-N-(p-tolyl)sulfamoyl)benzamide, 5-(indolin-1-ylsulfonyl)-2-methoxy-N-(4-(trifluoromethyl)phenyl)benzamide, ethyl 2-(3-(N-(4-chlorophenyl)sulfamoyl)benzamido)-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate, ethyl 2-(3-(N-(3-chlorophenyl)sulfamoyl)benzamido)-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate, 3-(N-(2,4-dimethylphenyl)sulfamoyl)-N-mesitylbenzamide, (3-(indolin-1-ylsulfonyl)phenyl)(6-methoxy-3,4-dihydroquinolin-1(2H)-yl)methanone, (3-(indolin-1-ylsulfonyl)phenyl)(8-methyl-3,4-dihydroquinolin-1(2H)-yl)methanone, N-(benzo[d][1,3]dioxol-5-yl)-5-(indolin-1-ylsulfonyl)-2-methoxybenzamide, N-(4-fluorophenyl)-3-(indolin-1-ylsulfonyl)benzamide, 4-chloro-N-(4-fluorophenyl)-3-(indolin-1-ylsulfonyl)benzamide, N-(4-methoxyphenyl)-3-(N-(4-methoxyphenyl)-N-methylsulfamoyl)benzamide, N-(3-chlorophenyl)-3-(indolin-1-ylsulfonyl)benzamide, N-allyl-2-chloro-N-(2-chlorophenyl)-5-(indoline-1-carbonyl)benzenesulfonamide, N-(5-fluoro-2-methylphenyl)-3-(indolin-1-ylsulfonyl)benzamide, 2-chloro-N-(m-tolyl)-5-(N-(m-tolyl)sulfamoyl)benzamide, 3-(N-(4-chlorophenyl)sulfamoyl)-N-(2,4-dichlorophenyl)benzamide, N-(5-chloro-2-methoxyphenyl)-3-(indoline-1-carbonyl)benzenesulfonamide, N-(4-(benzyloxy)phenyl)-3-(indoline-1-carbonyl)benzenesulfonamide, N-(benzo[d][1,3]dioxol-5-yl)-3-((2-methylindolin-1-yl)sulfonyl)benzamide, N-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-3-(indolin-1-ylsulfonyl)benzamide, 4-chloro-N-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-3-(indolin-1-ylsulfonyl)benzamide, N-(3-bromophenyl)-5-(indolin-1-ylsulfonyl)-2-methoxybenzamide, N-(4-(N,N-dimethylsulfamoyl)phenyl)-3-((2-methylindolin-1-yl)sulfonyl)benzamide, 3-(indolin-1-ylsulfonyl)-N-(3-(morpholinosulfonyl)phenyl)benzamide, 2-chloro-N-(3-chloro-4-fluorophenyl)-5-(N-(4-fluorophenyl)-N-methylsulfamoyl)benzamide, 3-(indolin-1-ylsulfonyl)-N-(3-sulfamoylphenyl)benzamide, 3-(N-(5-chloro-2,4-dimethoxyphenyl)sulfamoyl)-4-methyl-N-(4-(trifluoromethoxy)phenyl)benzamide, 3-(N-(benzo[d][1,3]dioxol-5-yl)sulfamoyl)-N-(spiro[benzo[d][1,3]dioxole-2,1′-cyclopentan]-5-yl)benzamide, 3-(N-(2-chloro-5-(trifluoromethyl)phenyl)sulfamoyl)-N-(3-cyanophenyl)benzamide, N-(2-fluorophenyl)-3-(2-methylindoline-1-carbonyl)benzenesulfonamide N-(2-(tert-butyl)phenyl)-3-((2-methylindolin-1-yl)sulfonyl)benzamide, N-(4-(1H-tetrazol-1-yl)phenyl)-3-(indolin-1-ylsulfonyl)benzamide, N-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-3-((2-methylindolin-1-yl)sulfonyl)benzamide, 4-chloro-N-(3-fluorophenyl)-3-(indolin-1-ylsulfonyl)benzamide, N-(2-fluorophenyl)-5-(indolin-1-ylsulfonyl)-2-methoxybenzamide, N-(2,3-dihydro-1H-inden-5-yl)-3-(indolin-1-ylsulfonyl)benzamide, 3-(indoline-1-carbonyl)-N-(4-methoxyphenyl)-N-methylbenzenesulfonamide, N-(4-ethoxyphenyl)-3-(N-(4-ethoxyphenyl)sulfamoyl)benzamide, N-(3-chlorophenyl)-3-(indoline-1-carbonyl)benzenesulfonamide, N-(4-fluorophenyl)-3-(indoline-1-carbonyl)-4-methylbenzenesulfonamide, N-(4-fluorophenyl)-4-methyl-3-(2-methylindoline-1-carbonyl)benzenesulfonamide, 2-methoxy-5-(2-methylindoline-1-carbonyl)-N-(p-tolyl)benzenesulfonamide, N-(3-chloro-4-methoxyphenyl)-3-(N-(4-methoxyphenyl)-N-methylsulfamoyl)benzamide, N-(2,4-dimethylphenyl)-3-((2-methylindolin-1-yl)sulfonyl)benzamide, N-(5-chloro-2-methoxyphenyl)-3-(indolin-1-ylsulfonyl)benzamide, N-(5-chloro-2-morpholinophenyl)-3-(indolin-1-ylsulfonyl)benzamide, N-(3-(N,N-dimethylsulfamoyl)phenyl)-3-(indolin-1-ylsulfonyl)benzamide, 2,4-dichloro-N-(3-chlorophenyl)-5-(1,2,3,4-tetrahydroquinoline-1-carbonyl)benzenesulfonamide, 3-(indolin-1-ylsulfonyl)-N-(4-methyl-2-((tetrahydrofuran-2-yl)methoxy)phenyl)benzamide, 3-(N-(benzo[d][1,3]dioxol-5-yl)sulfamoyl)-N-(1-isopropyl-1H-pyrazolo[3,4-b]pyridin-5-yl)benzamide, 3-(indolin-1-ylsulfonyl)-N-(4-(N-(pyrimidin-2-yl)sulfamoyl)phenyl)benzamide, 4-chloro-3-(indolin-1-ylsulfonyl)-N-(m-tolyl)benzamide, N-(3-(N,N-dimethylsulfamoyl)phenyl)-3-((2-methylindolin-1-yl)sulfonyl)benzamide, 4-chloro-N-(4-cyanophenyl)-3-(indolin-1-ylsulfonyl)benzamide, 3-(indoline-1-carbonyl)-N-methyl-N-(p-tolyl)benzenesulfonamide, 4-chloro-N-(4-chlorophenyl)-3-(1,2,3,4-tetrahydroquinoline-1-carbonyl)benzenesulfonamide, 2,4-dichloro-N-(3-cyanophenyl)-5-(N-(m-tolyl)sulfamoyl)benzamide, N-(2-fluorophenyl)-3-(6-methoxy-1,2,3,4-tetrahydroquinoline-1-carbonyl)benzenesulfonamide, N-(benzo[d][1,3]dioxol-5-yl)-4-chloro-3-(indolin-1-ylsulfonyl)benzamide, N-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-3-(N-(4-methoxyphenyl)-N-methylsulfamoyl)benzamide, N-(4-ethoxyphenyl)-N,4-dimethyl-3-(2-methylindoline-1-carbonyl)benzenesulfonamide, 4-chloro-N-(3,4-dihydro-2H-benzo[b][1,4]dioxepin-7-yl)-3-(indolin-1-ylsulfonyl)benzamide, N-(2-ethylphenyl)-3-(indolin-1-ylsulfonyl)benzamide, Indolin-1-yl(3-(indolin-1-ylsulfonyl)phenyl)methanone, N-(4-ethoxyphenyl)-3-(1,2,3,4-tetrahydroquinoline-1-carbonyl)benzenesulfonamide, N-(4-fluorophenyl)-5-(indoline-1-carbonyl)-2-methylbenzenesulfonamide, N-(5-chloro-2,4-dimethoxyphenyl)-3-(indoline-1-carbonyl)-4-methylbenzenesulfonamide, (6,7-difluoro-3,4-dihydroquinolin-1(2H)-yl)(3-((2-methylindolin-1-yl)sulfonyl)phenyl)methanone, 3-(indolin-1-ylsulfonyl)-N-(2-(piperidine-1-carbonyl)phenyl)benzamide, N-(3,4-dihydro-2H-benzo[b][1,4]dioxepin-7-yl)-3-(N-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)sulfamoyl)benzamide, N-(2-fluorophenyl)-3-(6-methyl-1,2,3,4-tetrahydroquinoline-1-carbonyl)benzenesulfonamide, N-(2,4-dimethoxyphenyl)-3-(indolin-1-ylsulfonyl)benzamide, N-(4-fluorophenyl)-3-(indoline-1-carbonyl)benzenesulfonamide, N-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-5-(indolin-1-ylsulfonyl)-2-methoxybenzamide, N-(2-methoxy-5-(piperidin-1-ylsulfonyl)phenyl)-3-(N-(2-methoxyphenyl)sulfamoyl)benzamide, N-(2-chloro-5-(trifluoromethyl)phenyl)-3-(2-methylindoline-1-carbonyl)benzenesulfonamide, methyl 1-(3-(N-methyl-N-phenylsulfamoyl)benzoyl)-1,2,3,4-tetrahydroquinoline-5-carboxylate, N-(4-ethoxyphenyl)-5-(indolin-1-ylsulfonyl)-2-methoxybenzamide, N-(3,4-dihydro-2H-benzo[b][1,4]dioxepin-7-yl)-3-((2-methylindolin-1-yl)sulfonyl)benzamide, N-(2-methylbenzo[d]oxazol-5-yl)-3-((2-methylindolin-1-yl)sulfonyl)benzamide, N-(6-acetylbenzo[d][1,3]dioxol-5-yl)-3-(indolin-1-ylsulfonyl)benzamide, 3-(indolin-1-ylsulfonyl)-N-(2-morpholinophenyl)benzamide, 3-(N-(benzo[d][1,3]dioxol-5-yl)sulfamoyl)-N-(4-ethoxy-3-methoxyphenyl)benzamide, 3-(indolin-1-ylsulfonyl)-N-(2-methylbenzo[d]oxazol-5-yl)benzamide, 4-chloro-N-(3,4-dimethoxyphenyl)-3-(indolin-1-ylsulfonyl)benzamide, N-(3-acetamidophenyl)-3-((2-methylindolin-1-yl)sulfonyl)benzamide, 3-(N-(benzo[d][1,3]dioxol-5-yl)sulfamoyl)-N-(2,4-dimethoxyphenyl)benzamide, N-(2,4-dimethylphenyl)-3-(N-methyl-N-(p-tolyl)sulfamoyl)benzamide, 3-(indolin-1-ylsulfonyl)-N-(2-methylbenzo[d]thiazol-6-yl)benzamide, N-(3,4-dimethylphenyl)-5-(indolin-1-ylsulfonyl)-2-methoxybenzamide, N-ethyl-3-(3-(N-(3-(trifluoromethyl)phenyl)sulfamoyl)benzamido)benzamide, 3-(N-(3-chlorophenyl)sulfamoyl)-N-(5-methylpyridin-2-yl)benzamide, 3-(indolin-1-ylsulfonyl)-N-(quinolin-5-yl)benzamide, 5-(indolin-1-ylsulfonyl)-2-methoxy-N-(4-(trifluoromethoxy)phenyl)benzamide, 3-(indolin-1-ylsulfonyl)-N-(2-oxo-2,3-dihydro-1H-benzo[d]imidazol-5-yl)benzamide, 3-(N-(5-chloro-2-methoxyphenyl)sulfamoyl)-N-(6-(dimethylamino)pyridin-3-yl)benzamide, 3-(indolin-1-ylsulfonyl)-N-(2-(2-oxopyrrolidin-1-yl)phenyl)benzamide, 3-(indolin-1-ylsulfonyl)-N-(4-morpholinophenyl)benzamide, 3-((2-methylindolin-1-yl)sulfonyl)-N-(quinolin-5-yl)benzamide, (3-(indolin-1-ylsulfonyl)phenyl)(7-(methylsulfonyl)-3,4-dihydroquinolin-1(2H)-yl)methanone, N-(2-chlorophenyl)-3-(indolin-1-ylsulfonyl)benzamide, N-(4,5-dimethoxy-2-methylphenyl)-3-(indolin-1-ylsulfonyl)benzamide, 3-(N-(4-methoxyphenyl)sulfamoyl)-N-(3-methyl-1H-pyrazolo[3,4-b]pyridin-5-yl)benzamide, N-(4-carbamoylphenyl)-3-(indolin-1-ylsulfonyl)benzamide, N-(4-(N-acetylsulfamoyl)phenyl)-3-(indolin-1-ylsulfonyl)benzamide, N-(3,4-dihydro-2H-benzo[b][1,4]dioxepin-7-yl)-3-(indolin-1-ylsulfonyl)benzamide, N-(2-acetylphenyl)-3-((2-methylindolin-1-yl)sulfonyl)benzamide, N-(2,4-difluorophenyl)-5-(N-(2-fluorophenyl)sulfamoyl)-2-methylbenzamide, 3-(N-(3-chlorophenyl)sulfamoyl)-N-(6-methoxypyridin-3-yl)benzamide, N-(2-fluoro-4-methylphenyl)-3-(N-(2-fluorophenyl)sulfamoyl)benzamide, 3-(N-(4-ethoxyphenyl)sulfamoyl)-N-(4-methoxyphenyl)benzamide, 3-(N-(3-chlorophenyl)sulfamoyl)-N-(pyridin-2-yl)benzamide, N-(5-acetamido-2-methoxyphenyl)-3-(indolin-1-ylsulfonyl)benzamide, 3-(N-(4-methoxyphenyl)sulfamoyl)-N-(6-methoxypyridin-3-yl)benzamide, 3-(N-(2-chloro-5-(trifluoromethyl)phenyl)sulfamoyl)-N-(6-methoxypyridin-3-yl)benzamide, 3-(N-(2-fluorophenyl)sulfamoyl)-N-(6-methylpyridin-2-yl)benzamide, N-(4-(tert-butyl)phenyl)-3-(indolin-1-ylsulfonyl)benzamide, N-(3,4-dihydro-2H-benzo[b][1,4]dioxepin-7-yl)-3-(N-(1,1-dioxidetetrahydrothiophen-3-yl)sulfamoyl)benzamide, 3-(N-(2-fluorophenyl)sulfamoyl)-N-(pyridin-2-yl)benzamide, 1-(3-((3,4-dihydroquinolin-1(2H)-yl)sulfonyl)benzoyl)-1,2,3,4-tetrahydroquinoline-5-carboxamide, 3-(N-(2-fluorophenyl)sulfamoyl)-N-(pyridin-4-yl)benzamide, 3-(N-(2-fluorophenyl)sulfamoyl)-N-(5-methylpyridin-2-yl)benzamide, N-(1,1-dioxidetetrahydrothiophen-3-yl)-3-(N-(m-tolyl)sulfamoyl)benzamide, 3-((4-bromophenyl)sulfonamido)-N-(pyridin-2-yl)benzamide, 3-((2,3-dihydrobenzo[b][1,4]dioxine)-6-sulfonamido)-N-(5-methylisoxazol-3-yl)benzamide, 3-((3,4-dihydro-2H-benzo[b][1,4]dioxepin)-7-sulfonamido)-N-(pyridin-3-yl)benzamide, N-(quinolin-8-yl)-3-(thiophene-2-sulfonamido)benzamide, N-(3-chlorophenyl)-3-(thiophene-2-sulfonamido)benzamide, N-(2,3-dihydro-1H-inden-5-yl)-3-(thiophene-2-sulfonamido)benzamide, 3-((3,4-dichlorophenyl)sulfonamido)-N-(5-methyl-1H-imidazol-2-yl)benzamide, 3-((5-chlorothiophene)-2-sulfonamido)-N-(3-(trifluoromethyl)phenyl)benzamide, N-(1H-benzo[d]imidazol-2-yl)-3-((3,4-dihydro-2H-benzo[b][1,4]dioxepin)-7-sulfonamido)benzamide, N-(3,4-dimethylphenyl)-3-(thiophene-2-sulfonamido)benzamide, N-(5,6-dihydro-4H-cyclopenta[d]thiazol-2-yl)-3-((2,3-dihydrobenzo[b][1,4]dioxine)-6-sulfonamido)benzamide, N-(quinolin-5-yl)-3-(thiophene-2-sulfonamido)benzamide, 3-((2,5-dichlorophenyl)sulfonamido)-N-(thiazol-2-yl)benzamide, 3-((4-ethoxyphenyl)sulfonamido)-N-(5-methylpyridin-2-yl)benzamide, 3-((2,5-dimethylphenyl)sulfonamido)-N-(5-fluoropyridin-2-yl)benzamide, 3-(thiophene-2-sulfonamido)-N-(3-(trifluoromethyl)phenyl)benzamide, 3-((6-chloropyridine)-3-sulfonamido)-N-(3-(trifluoromethyl)phenyl)benzamide, 3-((3,4-dihydro-2H-benzo[b][1,4]dioxepin)-7-sulfonamido)-N-(thiazol-2-yl)benzamide, 3-((4-bromophenyl)sulfonamido)-N-(6-methoxypyridin-3-yl)benzamide, 3-((4-bromophenyl)sulfonamido)-N-(5-methylpyridin-2-yl)benzamide, N-(5-butyl-1,3,4-thiadiazol-2-yl)-3-((3-fluoro-4-methylphenyl)sulfonamido)benzamide, 3-((4-bromophenyl)sulfonamido)-N-(pyridin-3-yl)benzamide, N-(1H-benzo[d]imidazol-2-yl)-3-((3-fluoro-4-methylphenyl)sulfonamido)benzamide, 3-((3,4-dihydro-2H-benzo[b][1,4]dioxepin)-7-sulfonamido)-N-(4-methylthiazol-2-yl)benzamide, 3-((3-fluoro-4-methylphenyl)sulfonamido)-N-(4-methylpyridin-2-yl)benzamide, N-(5-cyclopropyl-1,3,4-thiadiazol-2-yl)-3-(phenylsulfonamido)benzamide, 3-((4-bromophenyl)sulfonamido)-N-(2-methyl-2,4,5,6-tetrahydrocyclopenta[c]pyrazol-3-yl)benzamide, 3-((2,5-dichlorophenyl)sulfonamido)-N-(6-methoxypyridin-3-yl)benzamide, 3-((3-fluoro-4-methylphenyl)sulfonamido)-N-(5-methylpyridin-2-yl)benzamide, N-(1H-benzo[d]imidazol-2-yl)-3-((2,3-dihydrobenzo[b][1,4]dioxine)-6-sulfonamido)benzamide, 3-((3,4-difluorophenyl)sulfonamido)-N-(4-phenyl-1H-pyrazol-5-yl)benzamide, N-phenyl-3-(thiophene-2-sulfonamido)benzamide, 3-((2,6-difluorophenyl)sulfonamido)-N-(pyrazin-2-yl)benzamide, 3-((2,3-dihydrobenzo[b][1,4]dioxine)-6-sulfonamido)-N-(thiazol-2-yl)benzamide, 3-((4-bromophenyl)sulfonamido)-N-(thiazol-2-yl)benzamide, N-(2,4-dimethylphenyl)-3-(thiophene-2-sulfonamido)benzamide, 3-((3,4-dihydro-2H-benzo[b][1,4]dioxepin)-7-sulfonamido)-N-(4-methylpyridin-2-yl)benzamide, N-(2-methylbenzo[d]oxazol-5-yl)-3-(thiophene-2-sulfonamido)benzamide, N-(2-chlorophenyl)-3-(thiophene-2-sulfonamido)benzamide, N-(5-bromopyridin-2-yl)-3-((3-chloro-4-fluorophenyl)sulfonamido)benzamide N-(4-methylthiazol-2-yl)-3-(phenylsulfonamido)benzamide, 3-((3,4-dichlorophenyl)sulfonamido)-N-(4-hydroxypyridin-3-yl)benzamide, 3-((2,5-dimethylphenyl)sulfonamido)-N-(pyrazin-2-yl)benzamide, 3-(phenylsulfonamido)-N-(pyrazin-2-yl)benzamide, 3-((4-ethoxyphenyl)sulfonamido)-N-(4H-1,2,4-triazol-3-yl)benzamide, 3-((4-bromophenyl)sulfonamido)-N-(4H-1,2,4-triazol-3-yl)benzamide, N-(3-ethyl-1H-1,2,4-triazol-5-yl)-3-(phenylsulfonamido)benzamide, N-(1-methyl-1H-pyrazol-3-yl)-3-(phenylsulfonamido)benzamide, 3-((4-bromophenyl)sulfonamido)-N-(pyridin-4-yl)benzamide, 3-((4-(N-cyclopropylsulfamoyl)phenyl)sulfonamido)-N-(pyrazin-2-yl)benzamide, 3-((3,4-dichlorophenyl)sulfonamido)-N-(1,1-dioxidetetrahydrothiophen-3-yl)-N-methylbenzamide, 3-((2,3-dihydrobenzo[b][1,4]dioxine)-6-sulfonamido)-N-(1,1-dioxidetetrahydrothiophen-3-yl)-N-methylbenzamide, 3-((3,4-dichlorophenyl)sulfonamido)-N-(1,3,5-trimethyl-1H-pyrazol-4-yl)benzamide 3-((3,4-dihydro-2H-benzo[b][1,4]dioxepin)-7-sulfonamido)-N-(1-methyl-1H-pyrazol-4-yl)benzamide, 3-(thiophene-2-sulfonamido)-N-(o-tolyl)benzamide, 3-((2,3-dihydrobenzo[b][1,4]dioxine)-6-sulfonamido)-N-(pyridin-2-yl)benzamide, 3-(phenylsulfonamido)-N-(pyridin-4-yl)benzamide, 3-((3-fluoro-4-methylphenyl)sulfonamido)-N-(5-methylthiazol-2-yl)benzamide, 3-((2,3-dihydrobenzo[b][1,4]dioxine)-6-sulfonamido)-N-(3-methyl-1,2,4-oxadiazol-5-yl)benzamide, 3-(phenylsulfonamido)-N-(pyridin-3-yl)benzamide, 3-((3,4-difluorophenyl)sulfonamido)-N-(3-ethyl-1H-1,2,4-triazol-5-yl)benzamide, N-(2-methylpyridin-4-yl)-3-(phenylsulfonamido)benzamide, N-(6-methoxypyridin-3-yl)-3-((4-methylphenyl)sulfonamido)benzamide, 3-(phenylsulfonamido)-N-(1H-pyrazol-4-yl)benzamide, 3-((4-ethoxyphenyl)sulfonamido)-N-(1-methyl-1H-pyrazol-3-yl)benzamide, 3-((2,3-dihydrobenzofuran)-5-sulfonamido)-N-(pyridin-4-yl)benzamide, 3-((3-fluoro-4-methylphenyl)sulfonamido)-N-(pyridin-3-yl)benzamide, 3-((4-ethoxyphenyl)sulfonamido)-N-(pyridin-4-yl)benzamide, 3-((3,4-dichlorophenyl)sulfonamido)-N-(1-methyl-1H-pyrazol-3-yl)benzamide, 3-((3-fluoro-4-methylphenyl)sulfonamido)-N-(1-isopropyl-1H-pyrazol-5-yl)benzamide, 3-((4-methylphenyl)sulfonamido)-N-(1,3,5-trimethyl-1H-pyrazol-4-yl)benzamide, N-(3-methylpyridin-2-yl)-3-(phenylsulfonamido)benzamide, 3-((4-ethoxyphenyl)sulfonamido)-N-(1-methyl-1H-pyrazol-4-yl)benzamide, 3-((4-(2-methoxyethoxy)phenyl)sulfonamido)-N-(pyridin-2-yl)benzamide, N-(3-(N-(4-bromophenyl)sulfamoyl)phenyl)thiophene-3-carboxamide, N-(3-(N-(4-bromophenyl)sulfamoyl)phenyl)-5-nitrothiophene-2-carboxamide, N-(3-(N-(4-bromophenyl)sulfamoyl)phenyl)-6-chloronicotinamide, 5-fluoro-N-(3-(N-methyl-N-phenylsulfamoyl)phenyl)-1H-indole-2-carboxamide, 1-cyclopropyl-N-(3-(N-(2-fluorophenyl)sulfamoyl)phenyl)-2,5-dimethyl-1H-pyrrole-3-carboxamide, 5-bromo-N-(3-(N-methyl-N-phenylsulfamoyl)phenyl)thiophene-2-carboxamide, N-(3-(N-(2-methoxyphenyl)sulfamoyl)phenyl)-1H-indole-3-carboxamide, 6-methyl-N-(3-(N-(3-(trifluoromethyl)phenyl)sulfamoyl)phenyl)picolinamide, N-(3-(N-(4-chlorophenyl)sulfamoyl)phenyl)-4,5,6,7-tetrahydrobenzo[b]thiophene-2-carboxamide, N-(3-(N-methyl-N-phenylsulfamoyl)phenyl)thiophene-2-carboxamide, 2-ethoxy-N-(3-(N-methyl-N-phenylsulfamoyl)phenyl)nicotinamide, N-(3-(N-(4-chlorophenyl)sulfamoyl)phenyl)furan-3-carboxamide, N-(3-(N-(2-chlorophenyl)sulfamoyl)phenyl)-4,5-dimethylthiophene-2-carboxamide, 6-chloro-N-(3-(N-(4-methoxyphenyl)sulfamoyl)phenyl)nicotinamide, N-(3-(N-(3-(trifluoromethyl)phenyl)sulfamoyl)phenyl)benzofuran-2-carboxamide, N-(3-(N-methyl-N-phenylsulfamoyl)phenyl)thiophene-3-carboxamide, N-(3-(N-(4-chlorophenyl)sulfamoyl)phenyl)thiophene-3-carboxamide, N-(3-(N-(3-(trifluoromethyl)phenyl)sulfamoyl)phenyl)thiophene-3-carboxamide, 5-bromo-N-(3-(N-methyl-N-phenylsulfamoyl)phenyl)nicotinamide, methyl 2,4-dimethyl-5-((3-(N-(3-(trifluoromethyl)phenyl)sulfamoyl)phenyl)carbamoyl)-1H-pyrrole-3-carboxylate, 5-bromo-N-(3-(N-methyl-N-phenylsulfamoyl)phenyl)furan-2-carboxamide, N-(3-(N-(4-iodophenyl)sulfamoyl)phenyl)picolinamide, N-(3-(N-(3-(trifluoromethyl)phenyl)sulfamoyl)phenyl)-4,5,6,7-tetrahydrobenzo[b]thiophene-2-carboxamide, 6-chloro-N-(3-(N-(3-(trifluoromethyl)phenyl)sulfamoyl)phenyl)nicotinamide, 5-bromo-N-(3-(N-(3-chlorophenyl)sulfamoyl)phenyl)thiophene-2-carboxamide, 4-acetyl-N-(3-(N-(4-methoxyphenyl)sulfamoyl)phenyl)-3,5-dimethyl-1H-pyrrole-2-carboxamide, N-(3-(N-(4-((difluoromethyl)thio)phenyl)sulfamoyl)phenyl)thiophene-3-carboxamide, 6-chloro-N-(3-(N-phenylsulfamoyl)phenyl)picolinamide, N-(3-(N-(2-chlorophenyl)sulfamoyl)phenyl)-5-nitrothiophene-2-carboxamide, N-(3-(N-(2-fluorophenyl)sulfamoyl)phenyl)-5-methylisoxazole-3-carboxamide, N-(3-(N-methyl-N-phenylsulfamoyl)phenyl)-5-oxo-2,3-dihydro-5H-thiazolo[3,2-a]pyrimidine-6-carboxamide, N-(3-(N-(4-chlorophenyl)sulfamoyl)phenyl)-2-methoxynicotinamide, N-(3-(N-(2-chlorophenyl)sulfamoyl)phenyl)quinoline-2-carboxamide, 1-benzyl-N-(3-(N-(2-methoxyphenyl)sulfamoyl)phenyl)-6-oxo-1,6-dihydropyridazine-3-carboxamide, N-(3-(N-(4-methoxyphenyl)sulfamoyl)phenyl)-4-oxo-3,4-dihydrophthalazine-1-carboxamide, 1-benzyl-N-(3-(N-(4-chlorophenyl)sulfamoyl)phenyl)-6-oxo-1,6-dihydropyridazine-3-carboxamide, N-(3-(N-(2-bromo-5-methylphenyl)sulfamoyl)phenyl)-6-methylnicotinamide, 2-chloro-N-(3-(N-methyl-N-phenylsulfamoyl)phenyl)quinoline-4-carboxamide, 6-methyl-N-(3-(N-(3-(trifluoromethyl)phenyl)sulfamoyl)phenyl)nicotinamide, N-(3-(N-(3-chlorophenyl)sulfamoyl)phenyl)picolinamide, N-(3-(N-(4-methoxyphenyl)sulfamoyl)phenyl)-5,6-dihydro-4H-cyclopenta[b]thiophene-2-carboxamide, N-(3-(N-methyl-N-phenylsulfamoyl)phenyl)-2-(methylthio)nicotinamide, N-(3-(N-(3-chlorophenyl)sulfamoyl)phenyl)-5-methylpyrazine-2-carboxamide, N-(3-(N-(2-chlorophenyl)sulfamoyl)phenyl)picolinamide, 6-chloro-N-(3-(N-(2-chlorophenyl)sulfamoyl)phenyl)nicotinamide, 2-methyl-N-(3-(N-(3-(trifluoromethyl)phenyl)sulfamoyl)phenyl)furan-3-carboxamide, 3-methyl-N-(3-(N-methyl-N-phenylsulfamoyl)phenyl)isoxazole-5-carboxamide, 5-chloro-N-(3-(N-(4-methoxyphenyl)sulfamoyl)phenyl)thiophene-2-carboxamide, 3-methyl-4-oxo-N-(3-(N-(3-(trifluoromethyl)phenyl)sulfamoyl)phenyl)-3,4-dihydrophthalazine-1-carboxamide, N-(3-(N-(3-bromo-4-ethoxyphenyl)sulfamoyl)phenyl)nicotinamide, N-(3-(N-(2-chlorophenyl)sulfamoyl)phenyl)pyrazine-2-carboxamide, 6-methoxy-N-(3-(N-methyl-N-phenylsulfamoyl)phenyl)pyrimidine-4-carboxamide, N-(3-(N-methyl-N-phenylsulfamoyl)phenyl)quinoline-2-carboxamide, N-(3-(N-methyl-N-phenylsulfamoyl)phenyl)-6-oxo-1,6-dihydropyridazine-3-carboxamide, 5,6-dichloro-N-(3-(N-(2-chlorophenyl)sulfamoyl)phenyl)nicotinamide, 2-ethoxy-N-(3-(N-(2-methoxyphenyl)sulfamoyl)phenyl)nicotinamide, N-(3-(N-(3-(trifluoromethyl)phenyl)sulfamoyl)phenyl)nicotinamide, N-(3-(N-(3-(trifluoromethyl)phenyl)sulfamoyl)phenyl)furan-2-carboxamide, 4-methoxy-3-nitro-N-(3-(N-(thiazol-2-yl)sulfamoyl)phenyl)benzamide, N-(3-(N-(2-methoxyphenyl)sulfamoyl)phenyl)-5-methylthiophene-2-carboxamide, N-(3-(N-(3-(trifluoromethyl)phenyl)sulfamoyl)phenyl)furan-3-carboxamide, 3-methyl-N-(3-(N-methyl-N-phenylsulfamoyl)phenyl)-4-oxo-3,4-dihydrophthalazine-1-carboxamide, 6-chloro-N-(3-(N-(4-chlorophenyl)sulfamoyl)phenyl)nicotinamide, N-(3-(N-(3-bromo-4-ethoxyphenyl)sulfamoyl)phenyl)isonicotinamide, 5-bromo-N-(3-(N-(2-methoxyphenyl)sulfamoyl)phenyl)nicotinamide, 5-methyl-N-(3-(N-methyl-N-phenylsulfamoyl)phenyl)pyrazine-2-carboxamide, N-(3-(N-methyl-N-phenylsulfamoyl)phenyl)isonicotinamide, 5-methyl-N-(3-(N-(3-(trifluoromethyl)phenyl)sulfamoyl)phenyl)pyrazine-2-carboxamide, 2-methoxy-N-(3-(N-(2-methoxyphenyl)sulfamoyl)phenyl)nicotinamide, N-(3-(N-(4-methoxyphenyl)sulfamoyl)phenyl)thiophene-2-carboxamide, N-(3-(N-(4-((difluoromethyl)thio)phenyl)sulfamoyl)phenyl)furan-2-carboxamide, 5-cyclopropyl-N-(3-(N-methyl-N-phenylsulfamoyl)phenyl)isoxazole-3-carboxamide, N-(3-(N-(2-methoxyphenyl)sulfamoyl)phenyl)-1-methyl-6-oxo-1,6-dihydropyridazine-3-carboxamide, N-(3-(N-(4-chlorophenyl)sulfamoyl)phenyl)pyrazine-2-carboxamide, N-(3-(N-(2-fluorophenyl)sulfamoyl)phenyl)thiophene-2-carboxamide, N-(3-(N-(2-chlorophenyl)sulfamoyl)phenyl)-2-methoxynicotinamide, 5-chloro-N-(3-(N-methyl-N-phenylsulfamoyl)phenyl)thiophene-2-carboxamide, 3-ethyl-N-(3-(N-(4-methoxyphenyl)sulfamoyl)phenyl)-5-methylisoxazole-4-carboxamide, N-(3-(N-(2-chlorophenyl)sulfamoyl)phenyl)-5-methylpyrazine-2-carboxamide, N-(3-(N-(4-methoxyphenyl)sulfamoyl)phenyl)-5-methylisoxazole-3-carboxamide, 3-((3-(N-(4-chlorophenyl)sulfamoyl)phenyl)carbamoyl)pyridine 1-oxide, 3-ethyl-N-(3-(N-(2-fluorophenyl)sulfamoyl)phenyl)-5-methylisoxazole-4-carboxamide, methyl 3-((3-(N-(thiazol-2-yl)sulfamoyl)phenyl)carbamoyl)benzoate, N-(3-(N-(2-chlorophenyl)sulfamoyl)phenyl)isonicotinamide, N-(3-(N-methyl-N-phenylsulfamoyl)phenyl)-6-oxo-1,6-dihydropyridine-3-carboxamide, N-(3-(N-(4-methoxyphenyl)sulfamoyl)phenyl)picolinamide, N-(3-(N-(2-chlorophenyl)sulfamoyl)phenyl)-5-nitrofuran-2-carboxamide, 3-((4-bromophenyl)sulfonamido)-N-(3-methyl-1,2,4-oxadiazol-5-yl)benzamide, N-(3-(N-(2-fluorophenyl)sulfamoyl)phenyl)thiophene-3-carboxamide, N-(3-(N-(2-methoxyphenyl)sulfamoyl)phenyl)-5-methylpyrazine-2-carboxamide, N-(3-(N-(2-methoxyphenyl)sulfamoyl)phenyl)-2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-carboxamide, N-(3-(N-(4-methoxyphenyl)sulfamoyl)phenyl)-5-methylpyrazine-2-carboxamide, 3-ethyl-5-methyl-N-(3-(N-methyl-N-phenylsulfamoyl)phenyl)isoxazole-4-carboxamide, 1-methyl-N-(3-(N-methyl-N-phenylsulfamoyl)phenyl)-6-oxo-1,6-dihydropyridazine-3-carboxamide, 4,5-dimethyl-N-(3-(N-methyl-N-phenylsulfamoyl)phenyl)thiophene-2-carboxamide, N-(3-(N-(4-methoxyphenyl)sulfamoyl)phenyl)pyrazine-2-carboxamide, N-(3-(N-methyl-N-phenylsulfamoyl)phenyl)pyrazine-2-carboxamide, N-(3-(N-(2-fluorophenyl)sulfamoyl)phenyl)-6-oxo-1-propyl-1,6-dihydropyridazine-3-carboxamide, 3,5-dimethyl-N-(3-(N-methyl-N-phenylsulfamoyl)phenyl)isoxazole-4-carboxamide, N-(3-(N-(2-fluorophenyl)sulfamoyl)phenyl)furan-2-carboxamide, 2,4-dimethyl-N-(3-(N-methyl-N-phenylsulfamoyl)phenyl)thiazole-5-carboxamide, methyl 4-((3-(N-methyl-N-phenylsulfamoyl)phenyl)carbamoyl)picolinate, 3-((3-(N-(2-methoxyphenyl)sulfamoyl)phenyl)carbamoyl)pyridine 1-oxide, N-(3-(N-(1H-pyrazol-4-yl)sulfamoyl)phenyl)-4-(allyloxy)-3-methoxybenzamide, 4-((3-(N-(4-chlorophenyl)sulfamoyl)phenyl)carbamoyl)picolinic acid, N-(4-chloro-2-methoxy-5-methylphenyl)-2-(N-methyl-N-phenylsulfamoyl)benzamide, N-(4-chloro-2-fluorophenyl)-2-(N-methyl-N-phenylsulfamoyl)benzamide, N-(benzo[d][1,3]dioxol-5-yl)-2-(N-methyl-N-phenylsulfamoyl)benzamide, N-methyl-N-phenyl-2-(1,2,3,4-tetrahydroquinoline-1-carbonyl)benzenesulfonamide, N-(4-cyanophenyl)-2-(N-methyl-N-phenylsulfamoyl)benzamide, 4-bromo-N-(2-oxoindolin-7-yl)benzenesulfonamide, N-(5-chloro-2-((2-fluorophenyl)sulfonamido)phenyl)benzo[d][1,3]dioxole-5-carboxamide, N-(3-carbamoylphenyl)-2-(N-methyl-N-phenylsulfamoyl)benzamide, N-methyl-2-(N-methyl-N-phenylsulfamoyl)-N-phenylbenzamide, N-(4-carbamoylphenyl)-2-(N-methyl-N-phenylsulfamoyl)benzamide, 3-fluoro-4-methyl-N-(2-(N-phenylsulfamoyl)phenyl)benzamide, N-(2-(N-(4-methoxyphenyl)sulfamoyl)-4-methylphenyl)-2,5-dimethylfuran-3-carboxamide, N-(2-(N-(4-bromophenyl)sulfamoyl)-4-methylphenyl)-2-phenoxybenzamide N-(2-(N-(4-ethoxyphenyl)sulfamoyl)-3-methylphenyl)-2-methoxybenzamide 4-chloro-N-(2-(N-(4-ethoxyphenyl)sulfamoyl)-3-methylphenyl)benzamide N-(2-(N-(2-chlorophenyl)sulfamoyl)-4-methoxyphenyl)-3-((3,5-dimethylpiperidin-1-yl)sulfonyl)benzamide, N-(2-(N-(4-iodophenyl)sulfamoyl)-4-methylphenyl)-3-methylthiophene-2-carboxamide, N-(2-(N-cyclohexyl-N-methylsulfamoyl)phenyl)-2,6-difluorobenzamide, N-(2-(N-(4-ethoxyphenyl)sulfamoyl)-3-methylphenyl)-4-phenoxybenzamide, N-(2-(pyrrolidin-1-ylsulfonyl)phenyl)-3-(trifluoromethyl)benzamide, 2,6-dimethoxy-N-(4-methoxy-2-(N-(4-methoxyphenyl)sulfamoyl)phenyl)benzamide, 3-chloro-N-(2-(thiophene-2-sulfonamido)phenyl)benzamide, 4-((4-chlorophenyl)sulfonyl)-3,4-dihydroquinoxalin-2(1H)-one, 4-bromo-N-(2-(thiophene-2-sulfonamido)phenyl)benzamide, 4-(tert-butyl)-N-(2-((2-methoxy-5-nitrophenyl)sulfonamido)phenyl)benzamide, 4-chloro-N-(2-(thiophene-2-sulfonamido)phenyl)benzamide, N-(2-((4-fluorophenyl)sulfonamido)phenyl)-3-((trifluoromethyl)sulfonyl)benzamide, N-(5-chloro-2-((2-fluorophenyl)sulfonamido)phenyl)-4-(cyclopropanecarboxamido)benzamide, 5-bromo-2-fluoro-N-(2-(thiophene-2-sulfonamido)phenyl)benzamide, N-(2-(thiophene-2-sulfonamido)phenyl)-4-(trifluoromethyl)benzamide, 4-chloro-2-fluoro-N-(2-(thiophene-2-sulfonamido)phenyl)benzamide, 4-(tert-butyl)-N-(2-((3-sulfamoylphenyl)sulfonamido)phenyl)benzamide, 4-chloro-N-(2-((4-fluorophenyl)sulfonamido)phenyl)benzamide, 5-chloro-2-fluoro-N-(2-(thiophene-2-sulfonamido)phenyl)benzamide, 4-chloro-N-(2-((2-oxo-2H-chromene)-6-sulfonamido)phenyl)benzamide, 4-bromo-N-(2-(2-oxopyrrolidin-1-yl)phenyl)benzenesulfonamide, 4-chloro-N-(2-((2-oxoindoline)-5-sulfonamido)phenyl)benzamide, 4-chloro-N-(2-oxoindolin-7-yl)benzenesulfonamide, N-(5-chloro-2-((2-fluorophenyl)sulfonamido)phenyl)benzamide, 4-chloro-N-(2-(phenylsulfonamido)phenyl)benzamide, 2-chloro-4,5-difluoro-N-(2-((4-fluorophenyl)sulfonamido)phenyl)benzamide, 4-chloro-N-(2-((4-methoxyphenyl)sulfonamido)phenyl)benzamide, 4-((4-bromophenyl)sulfonyl)-3,4-dihydroquinoxalin-2(1H)-one, 2-fluoro-N-(2-((4-fluorophenyl)sulfonamido)phenyl)benzamide, 3-bromo-N-(2-(methylsulfonamido)phenyl)benzamide, N-(2-((4-chloro-2-fluorophenyl)sulfonamido)-4-methoxyphenyl)acetamide, 4-bromo-2-fluoro-N-(2-(methylsulfonamido)phenyl)benzamide, 3,4-dichloro-N-(2-(2-oxopyrrolidin-1-yl)phenyl)benzenesulfonamide, N-(3-cyanophenyl)-4-(N-(2,3-dimethylphenyl)sulfamoyl)benzamide, N-(3-cyanophenyl)-4-(N-(3,4-dimethylphenyl)sulfamoyl)benzamide, 4-(2-methylindoline-1-carbonyl)-N-phenylbenzenesulfonamide, N-(4-fluorophenyl)-4-(6-methoxy-1,2,3,4-tetrahydroquinoline-1-carbonyl)benzenesulfonamide, N1,N4-di-p-tolyl terephthalamide, 4-(indoline-1-carbonyl)-N-phenylbenzenesulfonamide, N1,N4-bis(3-(methylthio)phenyl)terephthalamide, N-(2-bromo-4-methylphenyl)-4-(N-(p-tolyl)sulfamoyl)benzamide, N-(5-chloro-2-methylphenyl)-4-((3,4-dihydroquinolin-1(2H)-yl)sulfonyl)benzamide, 4-((3,4-dihydroquinolin-1(2H)-yl)sulfonyl)-N-(4-isopropylphenyl)benzamide, 4-(indoline-1-carbonyl)-N-methyl-N-phenylbenzenesulfonamide, (4-((3,4-dihydroquinolin-1(2H)-yl)sulfonyl)phenyl)(6-methoxy-3,4-dihydroquinolin-1(2H)-yl)methanone, 4-(3,4-dihydro-2H-benzo[b][1,4]thiazine-4-carbonyl)-N-(2-methoxyphenyl)-N-methylbenzenesulfonamide, N-(3-(N,N-diethylsulfamoyl)phenyl)-4-((3,4-dihydroquinolin-1(2H)-yl)sulfonyl)benzamide, N-(2-methoxyphenyl)-N-methyl-4-(6-nitroindoline-1-carbonyl)benzenesulfonamide, 4-(indoline-1-carbonyl)-N-(2-methoxyphenyl)-N-methylbenzenesulfonamide, 4-(6-methoxy-1,2,3,4-tetrahydroquinoline-1-carbonyl)-N-phenylbenzenesulfonamide, 4-(6-methoxy-1,2,3,4-tetrahydroquinoline-1-carbonyl)-N-(o-tolyl)benzenesulfonamide, N-(5-(tert-butyl)-2-methoxyphenyl)-4-(N-(2-methoxyphenyl)-N-methylsulfamoyl)benzamide, N-methyl-4-(4-(N-(p-tolyl)sulfamoyl)benzamido)benzamide, N1,N4-bis(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)terephthalamide, N1,N4-bis(benzo[d][1,3]dioxol-5-yl)terephthalamide, N-(2-methoxyphenyl)-N-methyl-4-(1,2,3,4-tetrahydroquinoline-1-carbonyl)benzenesulfonamide, N-(2-methoxyphenyl)-N-methyl-4-(2,3,4,5-tetrahydrobenzo[b][1,4]thiazepine-5-carbonyl)benzenesulfonamide, 4-(2-methylindoline-1-carbonyl)-N-(o-tolyl)benzenesulfonamide, N-(2-methoxyphenyl)-4-(N-(2-methoxyphenyl)-N-methylsulfamoyl)benzamide, N-(6-acetylbenzo[d][1,3]dioxol-5-yl)-4-((3,4-dihydroquinolin-1(2H)-yl)sulfonyl)benzamide, 3-(N-(benzo[d][1,3]dioxol-5-yl)sulfamoyl)-N-(3-chloro-4-methoxyphenyl)benzamide, N-(2-fluorophenyl)-4-(6-methoxy-1,2,3,4-tetrahydroquinoline-1-carbonyl)benzenesulfonamide, 1-(4-(N-(p-tolyl)sulfamoyl)benzoyl)indoline-5-sulfonamide, 4-((3,4-dihydroquinolin-1(2H)-yl)sulfonyl)-N-ethyl-N-phenylbenzamide, N-(4-((2,3-dihydrobenzo[b][1,4]dioxine)-6-sulfonamido)phenyl)-3-(2-oxopyrrolidin-1-yl)benzamide, N-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-4-(N-(4-methoxyphenyl)sulfamoyl)benzamide, N-(3,4-dimethylphenyl)-4-(N-(p-tolyl)sulfamoyl)benzamide, 4-((3,4-dihydroquinolin-1(2H)-yl)sulfonyl)-N-(2-methylbenzo[d]thiazol-6-yl)benzamide, N-methyl-4-(3-oxo-1,2,3,4-tetrahydroquinoxaline-1-carbonyl)-N-phenylbenzenesulfonamide, 4-(2,3,5,10,11,11a-hexahydro-1H-benzo[e]pyrrolo[1,2-a][1,4]diazepine-10-carbonyl)-N-(p-tolyl)benzenesulfonamide, 4-(indoline-1-carbonyl)-N-(2-methoxy-5-nitrophenyl)benzenesulfonamide N-cyclopropyl-2-(4-(N-(o-tolyl)sulfamoyl)benzamido)benzamide, 3-(4-(N-(2,3-dimethylphenyl)sulfamoyl)benzamido)-N,N-dimethylbenzamide, 4-((3,4-dihydroquinolin-1(2H)-yl)sulfonyl)-N-(4-morpholinophenyl)benzamide, N-(4-fluoro-3-nitrophenyl)-4-(N-(2-methoxy-5-nitrophenyl)sulfamoyl)benzamide, N-methyl-4-(N-methyl-N-phenylsulfamoyl)-N-phenylbenzamide, 4-((2,3-dihydrobenzo[b][1,4]dioxine)-6-sulfonamido)-N-(2-methoxyphenyl)benzamide, 4-((3,4-difluorophenyl)sulfonamido)-N-(p-tolyl)benzamide, N-(4-ethoxyphenyl)-4-((3-(trifluoromethyl)phenyl)sulfonamido)benzamide, N-(4-((difluoromethyl)thio)phenyl)-4-((3-nitrophenyl)sulfonamido)benzamide, 4-((4-chloro-3-nitrophenyl)sulfonamido)-N-(4-fluorophenyl)benzamide, N-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-4-((3-methoxyphenyl)sulfonamido)benzamide, N-(3-fluorophenyl)-4-(phenylsulfonamido)benzamide, 4-((3-chloro-4-fluorophenyl)sulfonamido)-N-(m-tolyl)benzamide, N-(3-chlorophenyl)-4-((3,4-difluorophenyl)sulfonamido)benzamide, 4-((2,5-dimethylphenyl)sulfonamido)-N-(2-fluorophenyl)benzamide, 4-(phenylsulfonamido)-N-(spiro[benzo[d][1,3]dioxole-2,1′-cyclopentan]-5-yl)benzamide, 4-fluoro-3-methyl-N-(4-(2-methylindoline-1-carbonyl)phenyl)benzenesulfonamide, N-(2,3-dihydro-1H-inden-5-yl)-4-((2,3-dihydrobenzo[b][1,4]dioxine)-6-sulfonamido)benzamide, N-(4-(2-methylindoline-1-carbonyl)phenyl)benzenesulfonamide, N-(4-(1,2,3,4-tetrahydroquinoline-1-carbonyl)phenyl)-2,3-dihydrobenzo[b][1,4]dioxine-6-sulfonamide, 4-((4-bromophenyl)sulfonamido)-N-(2,3-dimethylphenyl)benzamide, N-(4-ethoxyphenyl)-4-(phenylsulfonamido)benzamide, 4-((4-chloro-3-(trifluoromethyl)phenyl)sulfonamido)-N-(2-methoxyphenyl)benzamide, 4-((3-methoxyphenyl)sulfonamido)-N-(3-(trifluoromethyl)phenyl)benzamide, N-(3,4-dimethylphenyl)-4-(phenylsulfonamido)benzamide, N-(3,4-dimethylphenyl)-4-((4-fluorophenyl)sulfonamido)benzamide, N-(2-methoxyphenyl)-4-((3-(trifluoromethyl)phenyl)sulfonamido)benzamide, N-(benzo[d][1,3]dioxol-5-yl)-4-((4-fluoro-3-methylphenyl)sulfonamido)benzamide, N-(benzo[d][1,3]dioxol-5-yl)-4-((2,3-dihydrobenzo[b][1,4]dioxine)-6-sulfonamido)benzamide, 4-((2,5-dimethylphenyl)sulfonamido)-N-(3-(trifluoromethyl)phenyl)benzamide, N-(4-(indoline-1-carbonyl)phenyl)-3,4-dihydro-2H-benzo[b][1,4]dioxepin-7-sulfonamide, 4-((3,4-difluorophenyl)sulfonamido)-N-(3-fluoro-4-methylphenyl)benzamide, 4-((N,4-dimethylphenyl)sulfonamido)-N-(2-methyl-5-nitrophenyl)benzamide, N-(3,4-dichlorophenyl)-4-((3,4-difluorophenyl)sulfonamido)benzamide, 4-((3,4-dimethylphenyl)sulfonamido)-N-(4-fluorophenyl)benzamide, 4-((4-bromophenyl)sulfonamido)-N-(3-cyanophenyl)benzamide, N-(benzo[d][1,3]dioxol-5-yl)-4-((2,5-dimethylphenyl)sulfonamido)benzamide, 4-chloro-3-nitro-N-(4-(1,2,3,4-tetrahydroquinoline-1-carbonyl)phenyl)benzenesulfonamide, 4-((3-chloro-4-fluorophenyl)sulfonamido)-N-(3,5-dimethylphenyl)benzamide, N-(3-cyanophenyl)-4-((3,4-difluorophenyl)sulfonamido)benzamide, N-(4-bromo-2-methylphenyl)-4-((4-fluorophenyl)sulfonamido)benzamide, N-(2-methoxyphenyl)-4-((4-(trifluoromethyl)phenyl)sulfonamido)benzamide, N-(benzo[d][1,3]dioxol-5-yl)-4-((4-bromophenyl)sulfonamido)benzamide, 4-((4-bromophenyl)sulfonamido)-N-(m-tolyl)benzamide, N-(2,3-dimethylphenyl)-4-((4-fluorophenyl)sulfonamido)benzamide, N-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-4-((N,4-dimethylphenyl)sulfonamido)benzamide, N-(benzo[d][1,3]dioxol-5-yl)-4-((4-fluorophenyl)sulfonamido)benzamide, N-(3-bromophenyl)-4-((3-nitrophenyl)sulfonamido)benzamide, 4-((2,3-dihydrobenzo[b][1,4]dioxine)-6-sulfonamido)-N-(4-methoxyphenyl)benzamide, 4-((4-cyanophenyl)sulfonamido)-N-(2-methoxyphenyl)benzamide, 4-((2,3-dichlorophenyl)sulfonamido)-N-(2-methoxyphenyl)benzamide, 4-((3-cyanophenyl)sulfonamido)-N-(2-methoxyphenyl)benzamide, 4-((4-bromophenyl)sulfonamido)-N-(3-(N,N-dimethylsulfamoyl)-4-methylphenyl)benzamide, 4-((N,4-dimethylphenyl)sulfonamido)-N-(3-(2-oxopyrrolidin-1-yl)phenyl)benzamide, N-(2-(difluoromethoxy)phenyl)-4-((N,4-dimethylphenyl)sulfonamido)benzamide, N-(4-bromophenyl)-4-((3,4-difluorophenyl)sulfonamido)benzamide, 4-((2,3-dihydrobenzo[b][1,4]dioxine)-6-sulfonamido)-N-(m-tolyl)benzamide, N-(3-(2-oxopyrrolidin-1-yl)phenyl)-4-(phenylsulfonamido)benzamide, N-(2,4-dimethylphenyl)-4-((4-fluorophenyl)sulfonamido)benzamide, N-(4-(difluoromethoxy)phenyl)-4-(phenylsulfonamido)benzamide, N-(benzo[d][1,3]dioxol-5-yl)-4-((3-fluorophenyl)sulfonamido)benzamide, N-(3-cyanophenyl)-4-((2,5-dimethylphenyl)sulfonamido)benzamide, N-(2-fluoro-5-methylphenyl)-4-(phenylsulfonamido)benzamide, 4-((4-chloro-2-fluorophenyl)sulfonamido)-N-(4-methoxyphenyl)benzamide, N-(3-cyanophenyl)-4-((4-fluorophenyl)sulfonamido)benzamide, N-(3,4-dimethoxyphenyl)-4-((4-fluorophenyl)sulfonamido)benzamide, N-(3-cyanophenyl)-4-((4-fluoro-2-methylphenyl)sulfonamido)benzamide, N-(2-(difluoromethoxy)phenyl)-4-(phenylsulfonamido)benzamide, 4-((3-chloro-4-fluorophenyl)sulfonamido)-N-(4-sulfamoylphenyl)benzamide, N-(3-cyanophenyl)-4-((2,3-dihydrobenzo[b][1,4]dioxine)-6-sulfonamido)benzamide, N-(4-acetamidophenyl)-4-((4-bromophenyl)sulfonamido)benzamide, 2,5-dichloro-N-(4-(indoline-1-carbonyl)phenyl)benzenesulfonamide, 4-fluoro-N-(4-(indoline-1-carbonyl)phenyl)benzenesulfonamide, N-(benzo[d][1,3]dioxol-5-yl)-4-(phenylsulfonamido)benzamide, 4-((3,4-difluorophenyl)sulfonamido)-N-(4-fluorophenyl)benzamide, N-(3-(2-(1H-1,2,4-triazol-1-yl)ethoxy)phenyl)-4-((4-fluorophenyl)sulfonamido)benzamide, 4-((3,4-difluorophenyl)sulfonamido)-N-methyl-N-phenylbenzamide, N-(2-(2-oxopyrrolidin-1-yl)phenyl)-4-(phenylsulfonamido)benzamide, N-(4-(N-(2-chlorophenyl)sulfamoyl)phenyl)-4-(trifluoromethyl)benzamide, N-(4-(N-(3-chloro-4-fluorophenyl)sulfamoyl)phenyl)-3-nitrobenzamide, 3-methoxy-N-(4-(N-(2-methoxyphenyl)sulfamoyl)phenyl)benzamide, 3-bromo-N-(4-(N-(4-fluorophenyl)sulfamoyl)phenyl)-4-methylbenzamide, 3,5-dinitro-N-(4-(N-(3-(trifluoromethyl)phenyl)sulfamoyl)phenyl)benzamide, N-(4-(N-(4-chlorophenyl)sulfamoyl)phenyl)-3-(trifluoromethyl)benzamide, 2-chloro-4-fluoro-N-(4-(N-(3-(trifluoromethyl)phenyl)sulfamoyl)phenyl)benzamide, N-(4-(N-(4-chlorophenyl)sulfamoyl)phenyl)-2-methoxybenzamide, 4-chloro-3-nitro-N-(4-(N-(3-(trifluoromethyl)phenyl)sulfamoyl)phenyl)benzamide, N-(4-(indolin-1-ylsulfonyl)phenyl)-3-nitrobenzamide, N-(4-(N-(2-methoxyphenyl)sulfamoyl)phenyl)-2,3-dihydrobenzo[b][1,4]dioxine-6-carboxamide, 3,4-dichloro-N-(4-(N-(2-chlorophenyl)sulfamoyl)phenyl)benzamide, N-(4-(N-(2-methoxyphenyl)sulfamoyl)phenyl)-2-(((tetrahydrofuran-2-yl)methyl)thio)benzamide, 3-(difluoromethoxy)-N-(4-(N-(4-ethoxyphenyl)sulfamoyl)phenyl)benzamide, 4-chloro-N-(4-(N-(4-chlorophenyl)sulfamoyl)phenyl)-3-sulfamoylbenzamide, N-(4-(N-(4-chlorophenyl)sulfamoyl)phenyl)-4-methoxybenzamide, N-(4-(N-(3,4-dimethylphenyl)sulfamoyl)phenyl)-3-(methylsulfonyl)benzamide, N-(4-(N-(3-chlorophenyl)sulfamoyl)phenyl)-4-fluorobenzamide, 3-(N,N-dimethylsulfamoyl)-N-(4-(N-(4-methoxyphenyl)sulfamoyl)phenyl)benzamide, 3,5-dichloro-N-(4-(N-(4-methoxyphenyl)sulfamoyl)phenyl)benzamide, N-(4-(N-(2-methoxyphenyl)sulfamoyl)phenyl)-3-nitrobenzamide N-(4-(N-(2-chlorophenyl)sulfamoyl)phenyl)-2,3-dihydrobenzo[b][1,4]dioxine-6-carboxamide, N-(4-(N-(3-chlorophenyl)sulfamoyl)phenyl)-2-methoxybenzamide, 2-(difluoromethoxy)-N-(4-(N-(3,4-dimethoxyphenyl)sulfamoyl)phenyl)benzamide, 3-cyano-N-(4-(N-(2-methoxyphenyl)sulfamoyl)phenyl)benzamide, 3-fluoro-N-(4-(N-(3-(trifluoromethyl)phenyl)sulfamoyl)phenyl)benzamide, 4-cyano-N-(4-(N-(2-methoxyphenyl)sulfamoyl)phenyl)benzamide, N-(4-(N-(3-(trifluoromethyl)phenyl)sulfamoyl)phenyl)benzamide, 4-chloro-N-(4-(N-(4-methoxyphenyl)sulfamoyl)phenyl)benzamide, 4-fluoro-N-(4-(N-(4-methoxyphenyl)sulfamoyl)phenyl)benzamide, N-(4-((2,3-dihydrobenzo[b][1,4]dioxine)-6-sulfonamido)phenyl)-4-(5-methyl-1H-pyrazol-1-yl)benzamide, N-(4-((5-bromo-2-ethoxyphenyl)sulfonamido)phenyl)-2-fluorobenzamide, N-(4-((2,3-dihydrobenzo[b][1,4]dioxine)-6-sulfonamido)phenyl)-4-(1H-pyrazol-1-yl)benzamide, N-(4-cyanophenyl)-3-(N-(4-methoxyphenyl)sulfamoyl)benzamide, N-(3-(difluoromethoxy)phenyl)-3-(N-(3-(trifluoromethyl)phenyl)sulfamoyl)benzamide, N-(3-sulfamoylphenyl)-3-(N-(p-tolyl)sulfamoyl)benzamide, and 3-(N-(4-bromophenyl)sulfamoyl)-N-(3-(3-(3,5-dimethyl-1H-pyrazol-4-yl)propanamido)phenyl)benzamide.

23. 23. The method of any one of claims 1 to 22, wherein contacting the apyrase comprises treating a crop with the compound.

24. 24. The method of claim 23, further comprising treating the crop with a pesticide.

25. 25. The method of claim 24, wherein the pesticide is selected from an acaricide, a fungicide, a herbicide, an insecticide, a molluscicide, a nematicide, or a combination thereof.

26. 25. The method of claim 24, wherein the pesticide comprises a fungicide.

27. The crop may be treated with a benzimidazole, dicarboximide, phenylpyrrole, anilinopyrimidine, hydroxyanilide, carboxamide, phenylamide, phosphonate, cinnamic acid, oxysterol binding protein inhibitor (OSBPI), triazole carboxamide, cymoxanil, carbamate, benzamide, demethylation inhibiting piperazine, demethylation inhibiting pyrimidine, demethylation inhibiting azole (including imidazole and triazole), such as cyproconazole, difenoconazole, fenbuconazole, flutriafol, mefentrifluconazole, 24. The method of claim 23, further comprising treating the plant with a fungicide selected from benzophenone, metconazole, ipconazole, prothioconazole, tebuconazole, tetraconazole, triadimefon, triadimenol, triticonazole, morpholine, cyflufenamid, metrafenone, pyriophenone, strobilurin, copper ammonium complex, copper hydroxide, copper oxide, copper oxychloride, copper sulfate, sulfur, lime sulfur, ethylene bisdithiocarbamate, aromatic hydrocarbons, phthalimide, guanidine, polyoxin, fluazinam, thiazolidine, or combinations thereof.

28. 1. A composition comprising: A fungicide, A compound of the formula: 【Chemistry 43】 During the ceremony, L １ is -C(O)N(R ａ )- and -N(R ａ )C(O)—; L ２ But -S(O) ２ N (R ａ )- and -N(R ａ ) S (O) ２ - is selected from, R １ However, one or more R ａ and R ｂ C optionally substituted with １－６ alkyl, one or more R ３ aryl optionally substituted with one or more R ３ aralkyl optionally substituted with one or more R ｄ heterocyclyl optionally substituted with, and one or more R ３ heteroaryl optionally substituted with R ２ But C １－６ alkyl, aryl, and heteroaryl, each optionally being selected from one or more R ａ and R ｂ is replaced by R ３ But independently, R ａ , R ｂ , the same or different R ａ Or R ｂ -OR substituted with one or more of ａ , or -(CH ２ ) ｍ -R ｂ , -(CHR ａ ) ｍ -R ｂ , —O—(CH ２ ) ｍ -R ｂ , -S-(CH ２ ) ｍ -R ｂ , —O—CHR ａ R ｂ , -O-CR ａ (R ｂ ) ２ , —O—(CHR ａ ) ｍ -R ｂ , —O—(CH ２ ) ｍ -CH[(CH ２ ) ｍ R ｂ ]R ｂ , -S-(CHR ａ ) ｍ -R ｂ , -C(O)NH-(CH ２ ) ｍ -R ｂ , -C(O)NH-(CHR ａ ) ｍ -R ｂ , —O—(CH ２ ) ｍ -C(O)NH-(CH ２ ) ｍ -R ｂ is selected from Each R ａ are independently hydrogen, C １－６ Alkyl, C １－６ Haloalkyl, C ３－８ Cycloalkyl, C ６－１０ Aryl, C ５－１０ Heteroaryl, C ６－１６ arylalkyl, 2- to 6-membered heteroalkyl, and 3- to 8-membered heterocyclylalkyl, or R ａ is nitrogen and the R bonded thereto. １ Or the above R ２ together with one or more R ｄ or one or more R ３ forming a heteroaryl optionally substituted with Z is halogen, C １－６ Alkyl, -OR ａ , and C １－６ haloalkyl; R ｂ are independently =O, -OR ｄ , halogen, C １－３ Haloalkyloxy, -OCF ３ , =S, -SR ｄ , =NR ｄ , = NOR ｄ , -NR ｃ R ｃ , -SF5, halogen, -CF ３ , -CN, -NO ２ , -S(O)R ｄ , -S(O) ２ R ｄ , -S(O) ２ OR ｄ , -S(O)NR ｃ R ｃ , -S(O) ２ NR ｃ R ｃ , -OS(O)R ｄ , -OS(O) ２ R ｄ , -OS(O) ２ OR ｄ , -OS(O) ２ NR ｃ R ｃ , -C(O)R ｄ , -C(O)OR ｄ , —C(O)NR ｃ R ｃ , —C(NH)NR ｃ R ｃ , -C(NR ａ ) NR ｃ R ｃ , —C(NOH)R ａ , -C(NOH)NR ｃ R ｃ , -OC(O)R ｄ , -OC(O)OR ｄ , —OC(O)NR ｃ R ｃ , -OC(NH)NR ｃ R ｃ , -OC(NR ａ ) NR ｃ R ｃ , -[NHC(O)] ｎ R ｄ , -[NR ａ C(O)] ｎ R ｄ , -[NHC(O)] ｎ OR ｄ , -[NR ａ C(O)] ｎ OR ｄ , -[NHC(O)] ｎ NR ｃ R ｃ , -[NR ａ C(O)] ｎ NR ｃ R ｃ , -[NHC(NH)] ｎ NR ｃ R ｃ , and −[NR ａ C (NR ａ )] ｎ NR ｃ R ｃ is selected from the group consisting of Each R ｃ But independently, R ａ or alternatively, two R ｃ together with the nitrogen atom to which they are attached, may optionally contain one or more of the same or different additional heteroatoms, and optionally may contain the same or different R ｅ forming a 5-10 membered heterocyclylalkyl or heteroaryl, which may be substituted with one or more of the groups Each R ｄ are independently hydrogen or C １－６ is alkyl, Each R ｅ are independently halogen, C １－６ alkyl, or —C(O)R ｄ and each m is independently an integer from 1 to 3; wherein each n is independently an integer from 0 to 3, with the proviso that the compound does not have the formula: 【Chemical 44】 and a botanically acceptable carrier.

29. 29. The composition of claim 28, wherein the composition comprises from about 1 to about 80% by weight of the compound.

30. 29. The composition of claim 28, wherein the composition is a suspension formulation.

31. The composition of claim 30, wherein the composition comprises from about 1 to about 50% by weight of the compound.

32. 32. The composition of claim 31 further comprising a sodium polycarboxylate.

33. 33. The composition of claim 32, further comprising a biocide.

34. 33. The composition of claim 32, further comprising an organosilicone antifoam emulsion.

35. 30. The composition of claim 28, wherein the composition is a wettable powder.

36. 29. The composition of claim 28, wherein the composition is an emulsifiable concentrate.

37. 37. The composition of claim 36, further comprising a tristyrylphenol ethoxylate.

38. 30. The composition of claim 28, wherein the composition is an oil-dispersible concentrate.

39. 1. A pesticide composition comprising: Pesticides and A compound of the formula: 【Chemistry 45】 During the ceremony, L １ is -C(O)N(R ａ )- and -N(R ａ )C(O)—; L ２ But -S(O) ２ N (R ａ )- and -N(R ａ ) S (O) ２ - is selected from, R １ However, one or more R ａ and R ｂ C optionally substituted with １－６ alkyl, one or more R ３ aryl optionally substituted with one or more R ３ aralkyl optionally substituted with one or more R ｄ heterocyclyl optionally substituted with, and one or more R ３ heteroaryl optionally substituted with R ２ But C １－６ alkyl, aryl, and heteroaryl, each optionally being selected from one or more R ａ and R ｂ is replaced by R ３ But independently, R ａ , R ｂ , the same or different R ａ Or R ｂ -OR substituted with one or more of ａ , or -(CH ２ ) ｍ -R ｂ , -(CHR ａ ) ｍ -R ｂ , —O—(CH ２ ) ｍ -R ｂ , -S-(CH ２ ) ｍ -R ｂ , —O—CHR ａ R ｂ , -O-CR ａ (R ｂ ) ２ , —O—(CHR ａ ) ｍ -R ｂ , —O—(CH ２ ) ｍ -CH[(CH ２ ) ｍ R ｂ ]R ｂ , -S-(CHR ａ ) ｍ -R ｂ , -C(O)NH-(CH ２ ) ｍ -R ｂ , -C(O)NH-(CHR ａ ) ｍ -R ｂ , —O—(CH ２ ) ｍ -C(O)NH-(CH ２ ) ｍ -R ｂ is selected from Each R ａ are independently hydrogen, C １－６ Alkyl, C １－６ Haloalkyl, C ３－８ Cycloalkyl, C ６－１０ Aryl, C ５－１０ Heteroaryl, C ６－１６ arylalkyl, 2- to 6-membered heteroalkyl, and 3- to 8-membered heterocyclylalkyl, or R ａ is nitrogen and the R bonded thereto. １ Or the above R ２ together with one or more R ｄ or one or more R ３ forming a heteroaryl optionally substituted with Z is halogen, C １－６ Alkyl, -OR ａ , and C １－６ haloalkyl; R ｂ are independently =O, -OR ｄ , halogen, C １－３ Haloalkyloxy, -OCF ３ , =S, -SR ｄ , =NR ｄ , = NOR ｄ , -NR ｃ R ｃ , -SF5, halogen, -CF ３ , -CN, -NO ２ , -S(O)R ｄ , -S(O) ２ R ｄ , -S(O) ２ OR ｄ , -S(O)NR ｃ R ｃ , -S(O) ２ NR ｃ R ｃ , -OS(O)R ｄ , -OS(O) ２ R ｄ , -OS(O) ２ OR ｄ , -OS(O) ２ NR ｃ R ｃ , -C(O)R ｄ , -C(O)OR ｄ , —C(O)NR ｃ R ｃ , —C(NH)NR ｃ R ｃ , -C(NR ａ ) NR ｃ R ｃ , —C(NOH)R ａ , -C(NOH)NR ｃ R ｃ , -OC(O)R ｄ , -OC(O)OR ｄ , —OC(O)NR ｃ R ｃ , -OC(NH)NR ｃ R ｃ , -OC(NR ａ ) NR ｃ R ｃ , -[NHC(O)] ｎ R ｄ , -[NR ａ C(O)] ｎ R ｄ , -[NHC(O)] ｎ OR ｄ , -[NR ａ C(O)] ｎ OR ｄ , -[NHC(O)] ｎ NR ｃ R ｃ , -[NR ａ C(O)] ｎ NR ｃ R ｃ , -[NHC(NH)] ｎ NR ｃ R ｃ , and −[NR ａ C (NR ａ )] ｎ NR ｃ R ｃ is selected from the group consisting of Each R ｃ But independently, R ａ or alternatively, two R ｃ together with the nitrogen atom to which they are attached, may optionally contain one or more of the same or different additional heteroatoms, and optionally may contain the same or different R ｅ forming a 5-10 membered heterocyclylalkyl or heteroaryl, which may be substituted with one or more of the groups Each R ｄ are independently hydrogen or C １－６ is alkyl, Each R ｅ are independently halogen, C １－６ alkyl, or —C(O)R ｄ and each m is independently an integer from 1 to 3; wherein each n is independently an integer from 0 to 3, with the proviso that the compound does not have the formula: 【Chemistry 46】 and a botanically acceptable carrier.

40. 40. The pesticide composition of claim 39, wherein the pesticide comprises an acaricide, a fungicide, a herbicide, an insecticide, a molluscicide, a nematicide, or a combination thereof.

41. 1. A fungicidal composition comprising: A fungicide, A compound of the formula: 【Chemistry 47】 During the ceremony, L １ is -C(O)N(R ａ )- and -N(R ａ )C(O)—; L ２ But -S(O) ２ N (R ａ )- and -N(R ａ ) S (O) ２ - is selected from, R １ However, one or more R ａ and R ｂ C optionally substituted with １－６ alkyl, one or more R ３ aryl optionally substituted with one or more R ３ aralkyl optionally substituted with one or more R ｄ heterocyclyl optionally substituted with, and one or more R ３ heteroaryl optionally substituted with R ２ But C １－６ alkyl, aryl, and heteroaryl, each optionally being selected from one or more R ａ and R ｂ is replaced by R ３ But independently, R ａ , R ｂ , the same or different R ａ Or R ｂ -OR substituted with one or more of ａ , or -(CH ２ ) ｍ -R ｂ , -(CHR ａ ) ｍ -R ｂ , —O—(CH ２ ) ｍ -R ｂ , -S-(CH ２ ) ｍ -R ｂ , —O—CHR ａ R ｂ , -O-CR ａ (R ｂ ) ２ , —O—(CHR ａ ) ｍ -R ｂ , —O—(CH ２ ) ｍ -CH[(CH ２ ) ｍ R ｂ ]R ｂ , -S-(CHR ａ ) ｍ -R ｂ , -C(O)NH-(CH ２ ) ｍ -R ｂ , -C(O)NH-(CHR ａ ) ｍ -R ｂ , —O—(CH ２ ) ｍ -C(O)NH-(CH ２ ) ｍ -R ｂ is selected from Each R ａ are independently hydrogen, C １－６ Alkyl, C １－６ Haloalkyl, C ３－８ Cycloalkyl, C ６－１０ Aryl, C ５－１０ Heteroaryl, C ６－１６ arylalkyl, 2- to 6-membered heteroalkyl, and 3- to 8-membered heterocyclylalkyl, or R ａ is nitrogen and the R bonded thereto. １ Or the above R ２ together with one or more R ｄ or one or more R ３ forming a heteroaryl optionally substituted with Z is halogen, C １－６ Alkyl, -OR ａ , and C １－６ haloalkyl; R ｂ are independently =O, -OR ｄ , halogen, C １－３ Haloalkyloxy, -OCF ３ , =S, -SR ｄ , =NR ｄ , = NOR ｄ , -NR ｃ R ｃ , -SF5, halogen, -CF ３ , -CN, -NO ２ , -S(O)R ｄ , -S(O) ２ R ｄ , -S(O) ２ OR ｄ , -S(O)NR ｃ R ｃ , -S(O) ２ NR ｃ R ｃ , -OS(O)R ｄ , -OS(O) ２ R ｄ , -OS(O) ２ OR ｄ , -OS(O) ２ NR ｃ R ｃ , -C(O)R ｄ , -C(O)OR ｄ , —C(O)NR ｃ R ｃ , —C(NH)NR ｃ R ｃ , -C(NR ａ ) NR ｃ R ｃ , —C(NOH)R ａ , -C(NOH)NR ｃ R ｃ , -OC(O)R ｄ , -OC(O)OR ｄ , —OC(O)NR ｃ R ｃ , -OC(NH)NR ｃ R ｃ , -OC(NR ａ ) NR ｃ R ｃ , -[NHC(O)] ｎ R ｄ , -[NR ａ C(O)] ｎ R ｄ , -[NHC(O)] ｎ OR ｄ , -[NR ａ C(O)] ｎ OR ｄ , -[NHC(O)] ｎ NR ｃ R ｃ , -[NR ａ C(O)] ｎ NR ｃ R ｃ , -[NHC(NH)] ｎ NR ｃ R ｃ , and −[NR ａ C (NR ａ )] ｎ NR ｃ R ｃ is selected from the group consisting of Each R ｃ But independently, R ａ or alternatively, two R ｃ together with the nitrogen atom to which they are attached, may optionally contain one or more of the same or different additional heteroatoms, and optionally may contain the same or different R ｅ forming a 5-10 membered heterocyclylalkyl or heteroaryl, which may be substituted with one or more of the groups Each R ｄ are independently hydrogen or C １－６ is alkyl, Each R ｅ are independently halogen, C １－６ alkyl, or —C(O)R ｄ and each m is independently an integer from 1 to 3; wherein each n is independently an integer from 0 to 3, with the proviso that the compound does not have the formula: 【Chemistry 48】 and a botanically acceptable carrier.

42. The fungicide is selected from the group consisting of benzimidazoles, dicarboximides, phenylpyrroles, anilinopyrimidines, hydroxyanilides, carboxamides, phenylamides, phosphonates, cinnamic acids, oxysterol binding protein inhibitors, triazole carboxamides, cymoxanil, carbamates, benzamides, demethylation-inhibiting piperazines, demethylation-inhibiting pyrimidines, demethylation-inhibiting azoles (including imidazoles and triazoles), cyproconazole, difenoconazole, fenbuconazole, flutriafol, mefentrifluconazo 42. The composition of claim 41, wherein the compound is selected from the group consisting of benzophenone, metconazole, ipconazole, prothioconazole, tebuconazole, tetraconazole, triadimefon, triadimenol, triticonazole, morpholine, cyflufenamid, metrafenone, pyriophenone, strobilurin, copper ammonium complex, copper hydroxide, copper oxide, copper oxychloride, copper sulfate, sulfur, lime sulfur, ethylene bisdithiocarbamate, aromatic hydrocarbons, phthalimide, guanidine, polyoxin, fluazinam, thiazolidine, or combinations thereof.

Images