Claims
- 1. A method systematically of controlling parasites of warm-blooded animals which comprises orally or percutaneously administering to the animal a parasiticidally effective amount of a compound having the formula: ##STR121## wherein R.sub.1 and R.sub.4 are independently a substituted or unsubstituted, carbocyclic or heterocyclic ring system selected from a monocyclic aromatic or nonaromatic ring system, a bicyclic aromatic or nonaromatic ring system, a polycyclic aromatic or nonaromatic ring system, and a bridged ring system which may be saturated or unsaturated in which the permissible substituents are the same or different and are one or more hydrogen, halogen, alkylcarbonyl, alkylcarbonylalkyl, alkoxycarbonylalkyl, alkoxycarbonylalkylthio, polyhaloalkenylthio, thiocyano, propargylthio, hydroxyimino, alkoxyimino, trialkylsilyloxy, aryldialkylsilyloxy, triarylsilyloxy, foramidino, alkysulfamido, dialkylsulfamido, alkoxysulfonyl, polyhaloalkoxysulfonyl, hydroxy, amino, aminocarbonyl, alkylaminocarbonyl, dialkylaminocarbonyl, aminothiocarbonyl, alkylaminothiocarbonyl, dialkylaminothiocarbonyl, nitro, cyano, hydroxycarbonyl and derivative salts, formamido, alkyl, alkoxy, polyhaloalkyl, polyaloalkoxy, alkoxycarbonyl, substituted amino in which the permissible substituents are the same or different and are one or two propargyl, alkoxyalkyl, alkylthioalkyl, alkyl, alkenyl, haloalkenyl or polyhaloalkenyl; alkylthio, polyhaloalkylthio, alkylsulfinyl, polyhaloalkylsulfinyl, alkylsulfonyl, polyhaloalkylsulfonyl, alkylsulfonylamino, alkylcarbonylamino, polyhaloalkylsulfonylamino, polyhaloalkylcarbonylamino, trialkylsilyl, aryldialkylsilyl, triarylsilyl, sulfonic acid and derivative salts, phosphonic acid and derivative salts, alkoxycarbonylamino, alkylaminocarbonyloxy, dialkylaminocarbonyloxy, alkenyl, polyhaloalkenyl, alkenyloxy, alkynyl, alkynyloxy, polyhaloalkenyloxy, polyhaloalkynyl, polyhaloalkynyloxy, polyfluoroalkanol, cyanoalkylamino, semicarbazonomethyl, alkoxycarbonylhydrazonomethyl, alkoxyiminomethyl, unsubstituted or substituted aryloxyiminomethyl, hydrazonomethyl, unsubstituted or substituted arylhydrazonomethyl, a hydroxy group condensed with a mono-, di- or polysaccharide, ##STR122## wherein R.sub.5 is a substituted or unsubstituted, carbocyclic or heterocyclic ring system selected from a monocyclic aromatic or nonaromatic ring system, a bicyclic aromatic or nonaromatic ring system, a polycyclic aromatic or nonaromatic ring system, and a bridged ring system which may be saturated or unsaturated in which the permissible substituents are the same or different and are one or more hydrogen, halogen, alkylcarbonyl, alkylcarbonylalkyl, alkoxycarbonylalkyl, alkoxycarbonylalkylthio, polyhaloalkenylthio, thiocyano, propargylthio, hydroxyimino, alkoxyimino, trialkylsilyloxy, aryldialkylsilyloxy, triarylsilyloxy, foramidino, alkylsulfamido, dialkylsulfamido, alkoxysulfonyl, polyhaloalkoxysulfonyl, hydroxy, amino, aminocarbonyl, alkylaminocarbonyl, dialkylaminocarbonyl, aminothiocarbonyl, alkylaminothiocarbonyl, dialkylaminothiocarbonyl, nitro, cyano, hydroxycarbonyl and derivative salts, formamido, alkyl, alkoxy, polyhaloalkyl, polyhaloalkoxy, alkoxycarbonyl, substituted amino in which are permissible substituents are the same or different and are one or two propargyl, alkoxyalkyl, alkylthioalkyl, alkyl, alkenyl, haloalkenyl or polyhaloalkenyl; alkylthio, polyhaloalkylthio, alkylsulfinyl, polyhaloalkylsulfinyl, alkylsulfonyl, polyhaloalkylsulfonyl, alkylsulfonylamino, alkylcarbonylamino, polyhaloalkylsulfonylamino, polyhaloalkylcarbonylaminoi, trialkylsilyl, aryldialkylsilyl, triarylsilyl, sulfonic acid and derivative salts, phosphonic acid and derivative salts, alkoxycarbonylamino, alkylaminocarbonyloxy, dialkylaminocarbonyloxy, alkenyl, polyhaloalkenyl, alkenyloxy, alkynyl, alkynyloxy, polyhaloalkenyloxy, polyhaloalkynyl, polyhaloalkynyloxy, polyfluorooalkanol, cyanoalkylamino, semicarbazonomethyl, alkoxycarbonylhydrazonomethyl, alkoxyiminomethyl, unsubstituted or substituted aryloxyiminomethyl, hydrazonomethyl, unsubstituted or substituted arylhydrazonomethyl, a hydroxy group condensed with a mono-, di- or polysaccharide, ##STR123## Y.sub.1 and Y.sub.4 are independently oxygen or sulfur, Y.sub.2 and Y.sub.3 are independently oxygen, sulfur, amino or a covalent bond, R.sub.6 and R.sub.7 are independently hydrogen or substituted or unsubstituted alkyl, polyhaloalkyl, phenyl or benzyl in which the permissible substituents are the same or different and are one or more hydrogen, halogen, alkylcarbonyl, alkylcarbonylalkyl, alkoxycarbonylalkyl, alkoxycarbonylalkylthio, polyhaloalkenylthio, thiocyano, progargylthio, hydroxyimino, alkoxyimino, trialkylsilyloxy, aryldialkylsilyloxy, triarylsilyloxy, foramidino, alkylsulfamido, dialkylsulfamido, alkoxysulfonyl, polyhaloalkoxysulfonyl, hydroxy, amino, aminocarbonyl, alkylaminocarbonyl, dialkylaminocarbonyl, aminothiocarbonyl, alkylaminothiocarbonyl, dialkylaminothiocarbonyl, nitro, cyano, hydroxycarbonyl and derivative salts, formamido, alkyl, alkoxy, polyhaloalkyl, polyhaloalkoxy, alkoxycarbonyl, substituted amino in which the permissible substituents are the same or different and are one or two propargyl, alkoxyalkyl, alkylthioalkyl, alkyl, akenyl, haloalkenyl or polyhaloalkenyl; alkylthio, polyhaloalkylthio, alkylsulfinyl, polyhaloalkylsulfinyl, alkylsulfonyl, polyhaloalkylsulfonyl, alkylsulfonylamino, alkylcarbonylamino, polyhaloalkylsulfonylamino, polyaloalkylcarbonylamino, trialkylsilyl, aryldialkylsilyl, triarylsilyl, sulfonic acid and derivative salts, phosphonic acid and derivative salts, alkoxycarbonylamino, alkylaminocarbonyloxy, dialkylaminocarbonyloxy, alkenyl, polyhaloalkenyl, alkenyloxy, alkynyl, alkynyloxy, polyhaloalkenyloxy, polyhaloalkynyl, polyhaloalkynyloxy, polyfluoroalkanol, cyanoalkylamino, semicarbazonomethyl, alkoxycarbonylhydrazonomethyl, alkoxyiminomethyl, unsubstituted or substituted aryloxyiminomethyl, hydrazonomethyl, unsubstituted or substituted arylhydrazonomethyl, a hydroxy group condensed with a mono-, di- or polysaccharide, ##STR124## X is a covalent single bond or double bond, a substituted or unsubstituted heteroatom or substituted carbon atom, or a substituted or unsubstituted, branched or straight chain containing two or more carbon atoms or heteroatoms in any combination in which the permissible substituents are the same or different and are one or more hydrogen, ahlogen, alkylcarbonyl, alkylcarbonylalkyl, alkoxycarbonylalkyl, alkoxycarbonylalkylthio, polyhaloalkenylthio, thiocyano, propargylthio, hydroxyimino, alkoxyimino, trialkylsilyloxy, aryldialkylsilyloxy, triarylsilyloxy, foramidino, alkylsulfamido, dialkylsulfamido, alkoxysulfonyl, polyhaloalkoxyfulfonyl, hydroxy, amino, aminocarbonyl, alkylaminocarbonyl, dialkylaminocarbonyl, aminothiocarbonyl, alkylaminothiocarbonyl, dialkylaminothiocarbonyl, nitro, cyano, hydroxycarbonly and derivative salts, formamido, alkyl, alkoxy, polyhaloalkyl, polyhaloalkoxy, alkoxycarbonyl, substituted amino in which the permissible substituents are the same or different and are one or two propargyl, alkoxyalkyl, alkylthioalkyl, alkyl, alkenyl, haloalkenyl or polyhaloalkenyl; alkylthio, polyhaloalkylthio, alkylsulfinyl, polyhaloalkylsulfinyl, alkylsulfonyl, polyhaloalkylsulfonyl, alkylsulfonylamino, alkylcarbonylamino, polyhaloalkylsulfonylamino, polyhaloalkylcarbonylamino, trialkylsilyl, aryldialkylsilyl, triarylsilyl, sulfonic acid and derivative salts, phosphonic acid and derivative salts, alkoxycarbonylamino, alkylaminocarbonyloxy, dialkylaminocarbonyloxy, alkenyl, polyhaloalkenyl, alkenyloxy, alkynyl, alkynyloxy, polyhaloalkenyloxy, polyhaloalkynyl, polyhaloalkynyloxy, polyfluoroalkanol, cyanoalkylamino, semicarbazonomethyl, alkoxycarbonylhydrazonomethyl, alkoxyiminomethyl, unsubstituted or substituted aryloxyiminomethyl, hydrazonomethyl, unsubstituted or substituted arylhydrazonomethyl, a hydroxy group condensed with a mono-, di- or polysaccharide, ##STR125## or R.sub.4 is hydrogen; Y is oxygen or sulfur; and
- R.sub.2 and R.sub.3 are independently hydrogen, alkyl, substituted alkyl in which the permissible substituents are the same or different and are one or more halogen, alkoxy, alkylthio, or cyano; cycloalkyl, cycloalkenyl, substituted benzyl in which the permissible substituents are the same or different and are one or more halogen, hydroxy, nitro, cyano, alkyl, polyhaloalkyl, alkoxy or polyhaloalkoxy; hydroxy, alkoxy, polyhaloalkoxy, alkylthio, polyhaloalkylthio, acyl, alkoxycarbonyl, alkoxythiocarbonyl, alkylsulfonyl, substituted phenylsulfonyl in which the permissible substituents are the same or different and are one or more halogen, nitro, cyano or polyhaloalkyl; substituted phenylthio in which the permissible substituents are the same or different and are one or more halogen, alkyl, nitro, cyano, polyhaloalkyl, or substituted or unsubstituted alkxycarbonyl, alkenoxycarbonyl, alkynoxycarbonyl, cycloalkoxycarbonyl, phenoxycarbonyl, hydroxycarbonyl or the alkali metal salt or ammonium salt thereof, alkyl, alkoxy, alkylthio, cycloalkyl, cycloalkyloxy, cycloalkylthio, alkenyl, alkenylthio, alkanoyl, alkylsulfonyl, alkynyl, phenyl, phenoxy, phenylthio or amino; N-(alkylcarbonyl)-N- alkylaminothio, alkoxycarbonylthio, trialkylsilyl, dialkylarylsilyl, thiarylsilyl, ##STR126## or R.sub.2 and R.sub.3 are independently ##STR127## or R.sub.2 and R.sub.3 may be linked together to form a substituted or unsubstituted, heterocyclic ring system which may be saturated or unsaturated and in which the permissible substitutents are the same or different and are one or more hydrogen, halogen, alkylcarbonyl, alkylcarbonylalkyl, alkoxycarbonylalkyl, alkoxycarbonylalkylthio, polyhaloalkenylthio, thiocyano, propargylthio, hydroxyimino, alkoxyimino, trialkylsilyloxy, aryldialkylsilyloxy, triarylsilyloxy, foramidino, alkylsulfamido, dialkylsulfamido, alkoxysulfonyl, polyhaloalkoxysulfonyl, hydroxy, amino, aminocarbonyl, alkylaminocarbonyl, dialkylaminocarbonyl, aminothiocarbonyl, alkylaminothiocarbonyl, dialkylaminothiocarbonyl, nitro, cyano, hydroxycarbonyl and derivative salts, formamido, alkyl, alkoxy, polyhaloalkyl, polyhaloalkoxy, alkoxycarbonyl, substituted amino in which the permissible substituents are the same or different and are one or two propargyl, alkoxyalkyl, alkylthioalkyl, alkyl, alkenyl, haloalkenyl or polyhaloalkenyl; alkylthio, polyhaloalkylthio, alkylsulfinyl, polyhaloalkylsulfinyl, alkylsulfonyl, polyhaloalkylsulfonyl, alkylsulfonylamino, alkylcarbonylamino, polyhaloalkylsulfonylamino, polyhaloalkylcarbonylamino, trialkylsilyl, aryldialkylsilyl, triarylsilyl, sulfonic acid and derivative salts, phosphonic acid and derivative salts, alkoxycarbonylamino, alkylaminocarbonyloxy, dialkylaminocarbonyloxy, alkenyl, polyhaloalkenyl, alkenyloxy, alkynyl, alkynyloxy, polyhaloalkenyloxy, polyhaloalkynyl, polyhaloalkynyloxy, polyfluorialkanol, cyanoalkylamino, semicarbazonomethyl, alkoxycarbonylhydrazonomethyl, alkoxyiminomethyl, unsubstituted or substituted aryloxyiminomethyl, hydrazonomethyl, unsubstituted or substituted arylhydrazonomethyl, a hydroxy group condensed with a mono-, di- or polysaccharide, ##STR128##
- 2. The method of claim 1 wherein R.sub.1, R.sub.4 and R.sub.5 are independently a substituted or unsubstituted, carbocyclic or heterocyclic ring system selected from a monocyclic aromatic or nonaromatic ring system having the formula ##STR129## a bicyclic aromatic or nonaromatic ring system having the formula selected from ##STR130## a polycyclic aromatic or nonaromatic ring system having the formula selected from ##STR131## and a bridged ring system which may be saturated or unsaturated having the formula selected from ##STR132## wherein: A.sub.1 represents a ring-forming chain of atoms which together with B.sub.1 forms a carbocyclic or heterocyclic ring system containing from 0 to 3 double bonds or from 0 to 2 triple bonds;
- B.sub.1 represents a saturated or unsaturated carbon atom;
- A.sub.2 and A.sub.3 independently represent a ring-forming chain of atoms which together with B.sub.2 and B.sub.3 form a carbocyclic or heterocyclic ring system;
- B.sub.2 and B.sub.3 are independently a saturated or unsaturated carbon atom or a saturated nitrogen atom:
- A.sub.4, A.sub.5, A.sub.6 and A.sub.7 independently represent a ring-forming chain of atoms which together with B.sub.4, B.sub.5, B.sub.6 and B.sub.7 form a carbocyclic or heterocyclic ring system;
- B.sub.4, B.sub.5, B.sub.6 and B.sub.7 are independently a saturated or unsaturated carbon atom or a saturated nitrogen atom:
- A.sub.8, A.sub.9 and A.sub.10 independently represent a ring-forming chain of atoms which together with B.sub.8, B.sub.9, B.sub.10 and B.sub.11 form a carbocyclic or heterocyclic ring system;
- B.sub.8, B.sub.9 and B.sub.10 are independently a saturated or unsaturated carbon atom or a saturated nitrogen atom:
- B.sub.11 represents a saturated or unsaturated carbon atom, nitrogen atom or phosphorous atom:
- A.sub.11, A.sub.12 and A.sub.13 independently represent a ring-forming chain of atoms which together with B.sub.12 and B.sub.13 form a carbocyclic or heterocyclic ring system:
- B.sub.12 and B.sub.13 are independently a saturated carbon atom or a nitrogen atom: and
- Z is the same or different and is one or more of hydrogen, halogen, alkylcarbonyl, alkylcarbonylalkyl, alkoxycarbonylalkyl, alkoxycarbonylalkylthio, polyhaloalkenylthio, thiocyano, propargylthio, hydroxyimino, alkoxyimino, trialkylsilyloxy, aryldialkylsilyloxy, triarylsilyloxy, foramidino, alkylsulfamido, dialkylsulfamido, alkoxysulfonyl, polyhaloalkoxysulfonyl, hydroxy, amino, aminocarbonyl, alkylaminocarbonyl, dialkylaminocarbonyl, aminothiocarbonyl, alkylaminothiocarbonyl, dialkylaminothiocarbonyl, nitro, cyano, hydroxycarbonyl and derivative salts, formamido, alkyl, alkoxy, polyhaloalkyl, polyhaloalkoxy, alkoxycarbonyl, substituted amino in which the permissible substituents are the same or different and are one or two propargyl, alkoxyalkyl, alkylthioalkyl, alkyl, alkenyl, haloalkenyl or polyhaloalkenyl; alkylthio, polyhaloalkylthio, alkylsulfinyl, polyhaloalkylsulfinyl, alkylsulfonyl, polyhaloalkylsulfonyl, alkylsulfonylamino, alkylcarbonylamino, polyhaloalkylsulfonylamino, polyhaloalkylcarbonylamino, trialkylsilyl, aryldialkylsilyl, triarylsilyl, sulfonic acid and derivative salts, phosphonic acid and derivative salts, alkoxycarbonylamino, alkylaminocarbonyloxy, dialkylaminocarbonyloxy, alkenyl, polyhaloalkenyl, alkenyloxy, alkynyl, alkynyloxy, polyhaloalkenyloxy, polyhaloalkynyl, polyhaloalkynyloxy, polyfluoroalkanol, cyanoalkylamino, semicarbazonomethyl, alkoxycarbonylhydrazonomethyl, alkoxyiminomethyl, unsubstituted or substituted aryloxyiminomethyl, hydrazonomethyl, unsubstituted or substituted arylhydrazonomethyl, a hydroxy group condensed with a mono-, di- or polysaccharide, ##STR133## wherein R.sub.5, R.sub.6, R.sub.7, Y.sub.1, Y.sub.2, Y.sub.3, Y.sub.4 and X are as defined in claim 1.
- 3. The method of controlling parasites of warm-blooded animals of claim 1 which comprises orally or percutaneously administering to the animal a parasiticidally effective amount of a compound having the formula: ##STR134## wherein: R.sub.1 and R.sub.4 are independently a substituted or unsubstituted, carbocyclic or heterocyclic ring system selected from a monocyclic aromatic or nonaromatic ring system, a bicyclic aromatic or nonaromatic ring system, a polycyclic aromatic or nonaromatic ring system, and a bridged ring system which may be saturated or unsaturated in which the permissible substituents are the same or different and are one or more hydrogen, halogen, alkylcarbonyl, alkylcarbonylalkyl, alkoxycarbonylalkyl, alkoxycarbonylalkylthio, polyhaloalkenylthio, thiocyano, propargylthio, hydroxyimino, alkoxyimino, trialkylsilyloxy, aryldialkylsilyloxy, triarylsilyloxy, foramidino, alkylsulfamido, dialkylsulfamido, alkoxysulfonyl, polyhaloalkoxysulfonyl, hydroxy, amino, aminocarbonyl, alkylaminocarbonyl, dialkylaminocarbonyl, aminothiocarbonyl, alkylaminothiocarbonyl, dialkylaminothiocarbonyl, nitro, cyano, hydroxycarbonyl and derivative salts, formamido, alkyl, alkoxy, polyhaloalkyl, polyhaloalkoxy, alkoxycarbonyl, substituted amino in which the permissible substituents are the same or different and are one or two propargyl, alkoxyalkyl, alkylthioalkyl, alkyl, alkenyl, haloalkenyl or polyhaloalkenyl; alkylthio, polyhaloalkylthio, alkylsulfinyl, polyhaloalkylsulfinyl, alkylsulfonyl, polyhaloalkylsulfonyl, alkylsulfonylamino, alkylcarbonylamino, polyhaloalkylsulfonylamino, polyhaloalkylcarbonylamino, trialkylsilyl, aryldialkylsilyl, triarylsilyl, sulfonic acid and derivative salts, phosphonic acid and derivative salts, alkoxycarbonylamino, alkylaminocarbonyloxy, dialkylaminocarbonyloxy, alkenyl, polyhaloalkenyl, alkenyloxy, alkynyl, alkynyloxy, polyhaloalkenyloxy, polyhaloalkynyl, polyhaloalkynyloxy, polyfluoroalkanol, cyanoalkylamino, semicarbazonomethyl, alkoxycarbonylhydrazonomethyl, alkoxyiminomethyl, unsubstituted or substituted aryloxyiminomethyl, hydrazonomethyl, unsubstituted or substituted arylhydrazonomethyl, a hydroxy group condensed with a mono-, di- or polysaccharide, ##STR135## wherein Y.sub.1 and Y.sub.4 are independently oxygen or sulfur, Y.sub.2 and Y.sub.3 independently are oxygen, sulfur, amino or a convalent bond, and R.sub.6 and R.sub.7 are independently hydrogen or substituted or unsubstituted alkyl, polyhaloalkyl, phenyl or benzyl in which the permissible substituents are the same or different and are one or more hydrogen, halogen, alkylcarbonyl, alkylcarbonylalkyl, alkoxycarbonylalkyl, alkoxycarbonylalkylthio, polyhaloalkenylthio, thiocyano, propargylthio, hydroxyimino, alkoxyimino, trialkylsilyloxy, aryldialkylsilyloxy, triarylsilyloxy, foramidino, alkylsulfamido, dialkylsulfamido, alkoxysulfonyl, polyhaloalkoxysulfonyl, hydroxy, amino, aminocarbonyl, alkylaminocarbonyl, dialkylaminocarbonyl, aminothiocarbonyl, alkylaminothiocarbonyl, dialkylaminothiocarbonyl, nitro, cyano, hydroxycarbonyl and derivative salts, formamido, alkyl, alkoxy, polyhaloalkyl, polyhaloalkoxy, alkoxycarbonyl, substituted amino in which the permissible substituents are the same or different and are one or two propargyl, alkoxyalkyl, alkylthioalkyl, alkyl, alkenyl, haloalkenyl or polyhaloalkenyl; alkylthio, polyhaloalkylthio, alkylsulfinyl, polyhaloalkylsulfinyl, alkylsulfonyl, polyhaloalkylsulfonyl, alkylsulfonylamino, alkylcarbonylamino, polyhaloalkylsulfonylamino, polyhaloalkylcarbonylamino, trialkylsilyl, aryldialkylsilyl, triarylsilyl, sulfonic acid and derivative salts, phosphonic acid and derivative salts, alkoxycarbonylamino, alkylaminocarbonyloxy, dialkylaminocarbonyloxy, alkenyl, polyhaloalkenyl, alkenyloxy, alkynyl, alkynyloxy, polyhaloalkenyloxy, polyhaloalkynyl, polyhaloalkynyloxy, polyfluoroalkanol, cyanoalkylamino, semicarbazonomethy, alkoxycarbonylhydrazonomethyl, alkoxyiminomethyl, unsubstituted or substituted aryloxyiminomethyl, hydrazonomethyl, unsubstituted or substituted arylhydrazonomethyl, a hydroxy group condensed with a mono-, di- or polysaccharide, ##STR136## R.sub.5 is a substituted or unsubstituted carbocyclic or heterocyclic ring system selected from a monocyclic aromatic or nonaromatic ring system, a bicyclic aromatic or nonaromatic ring system, a polycyclic aromatic or nonaromatic ring system, and a bridged ring system which may be saturated or unsaturated in which the permissible substituents are the same or different and are one or more-hydrogen, halogen, alkylcarbonyl, alkylcarbonylalkyl, alkoxycarbonylalkyl, alkoxycarbonylalkylthio, polyhaloalkenylthio, thiocyano, propargylthio, hydroxyimino, alkoxyimino, trialkylsilyloxy, aryldialkylsilyloxy, triarylsilyloxy, foramidino, alkylsulfamido, dialkylsulfamido, alkoxysulfonyl, polyhaloalkoxysulfonyl, hydroxy, amino, aminocarbonyl, alkylaminocarbonyl, dialkylaminocarbonyl, aminothiocarbonyl, alkylaminothiocarbonyl, dialkylaminothiocarbonyl, nitro, cyano, hydroxycarbonyl and derivative salts, formamido, alkyl, alkoxy, polyhaloalkyl, polyhaloalkoxy, alkoxycarbonyl, substituted amino in which the permissible substituents are the same or different and are one or two propargyl, alkoxyalkyl, alkylthioalkyl, alkyl, alkenyl, haloalkenyl or polyhaloalkenyl; alkylthio, polyhaloalkylthio, alkylsulfinyl, polyhaloalkylsulfinyl, alkylsulfonyl, polyhaloalkylsulfonyl, alkylsulfonylamino, alkylcarbonylamino, polyhaloalkylsulfonylamino, polyhaloalkylcarbonylamino, trialkylsilyl, aryldialkylsilyl, triarylsilyl, sulfonic acid and derivative salts, phosphonic acid and derivative salts, alkoxycarbonylamino, alkylaminocarbonyloxy, dialkylaminocarbonyloxy, alkenyl, polyhaloalkenyl, alkenyloxy, alkynyl, alkynyloxy, polyhaloalkenyloxy, polyhaloalkynyl, polyhaloalkynyloxy, polyfluoroalkanol, cyanoalkylamino, semicarbazonomethyl, alkoxycarbonylhydrazonomethyl, alkoxyiminomethyl, unsubstituted or substituted aryloxyimilLomethyl, hydrazonomethyl, unsubstituted or substituted arylhydrazonomethyl, a hydroxy group condensed with a mono-, di- or polysaccharide, ##STR137## X is a covalent single bond or double bond, a substituted or unsubstituted heteroatom or substituted carbon atom, or a substituted or unsubstituted, branched or straight chain containing two or more carbon atoms or heteroatoms in any combination in which the permissible substituents are the same or different and are one or more hydrogen, halogen, alkylcarbonyl, alkylcarbonylalkyl, alkoxycarbonylalkyl, alkoxycarbonylalkylthio, polyhaloalkenylthio, thiocyano, propargylthio, hydroxyimino, alkoxyimino, trialkylsilyloxy, aryldialkylsilyloxy, triarylsilyloxy, foramidino, alkylsulfamido, dialkylsulfamido, alkoxysulfonyl, polyhaloalkoxysulfonyl, hydroxy, amino, aminocarbonyl, alkylaminocarbonyl, dialkylaminocarbonyl, aminothiocarbonyl, alkylaminothiocarbonyl, dialkylaminothiocarbonyl, nitro, cyano, hydroxycarbonyl and derivative salts, formamido, alkyl, alkoxy, polyhaloalkyl, polyhaloalkoxy, alkoxycarbonyl, substituted amino in which the permissible substituents are the same or different and are one or two propargyl, alkoxyalkyl, alkylthioalkyl, alkyl, alkenyl, haloalkenyl or polyhaloalkenyl; alkylthio, polyhaloalkylthio, alkylsulfinyl, polyhaloalkylsulfinyl, alkylsulfonyl, polyhaloalkylsulfonyl, alkylsulfonylamino, alkylcarbonylamino, polyhaloalkylsulfonylamino, polyhaloalkylcarbonylamino, trialkylsilyl, aryldialkylsilyl, triarylsilyl, sulfonic acid and derivative salts, phosphonic acid and derivative salts, alkoxycarbonylamino, alkylaminocarbonyloxy, dialkylaminocarbonyloxy, alkenyl, polyhaloalkenyl, alkenyloxy, alkynyl, aikynyloxy, polyhaloalkenyloxy, polyhaloalkynyl, polyhaloalkynyloxy, polyfluoroalkanol, cyanoalkylamino, semicarbazonomethyl, alkoxycarbonylhydrazonomethyl, alkoxyiminomethyl, unsubstituted or substituted aryloxyiminomethyl, hydrazonomethyl, unsubstituted or substituted arylhydrazonomethyl, a hydroxy group condensed with a mono-, di- or polysaccharide, ##STR138## Y is oxygen or sulfur; and R.sub.2 and R.sub.3 are independently hydrogen, alkyl, substituted alkyl in which the permissible substituents are the same or different and are one or more halogen, alkoxy, alkylthio, or cyano; cycloalkyl, cycloalkenyl, substituted benzyl in which the permissible substituents are the same or different and are one or more halogen, hydroxy, nitro, cyano, alkyl, polyhaloalkyl, alkoxy or polyhaloalkoxy; hydroxy, alkoxy, polyhaloalkoxy, alkylthio, polyhaloalkylthio, acyl, alkoxycarbonyl, alkoxythiocarbonyl, alkylsulfonyl, substituted phenylsulfonyl in which the permissible substituents are the same or different and are one or more halogen, nitro, cyano or polyhaloalkyl; substituted phenylthio in which the permissible substituents are the same or different and are one or more halogen, alkyl, nitro, cyano, polyhaloalkyl, or substituted or unsubstituted alkoxycarbonyl, alkenoxycarbonyl, alkynoxycarbonyl, cycloalkoxycarbonyl, phenoxycarbonyl, hydroxycarbonyl or the alkali metal salt or ammonium salt thereof, alkyl, alkoxy, alkylthso, cycloalkyl, cycloalkyloxy, cycloalkylthio, alkenyl, alkenylthio, alkanoyl, alkylsulfonyl, alkynyl, phenyl, phenoxy, phenylthio or amino; N-(alkylcarbonyl)-N- alkylaminothio, alkoxycarbonylthio, trialkylsilyl, dialkylarylsilyl, thiarylsilyl, ##STR139## or R.sub.2 and R.sub.3 may be linked together to form a substituted or unsubstituted, heterocyclic ring system which may be saturated or unsaturated and in which the permissible substitutents are the same or different and are one or more hydrogen, halogen, alkylcarbonyl, alkylcarbonylalkyl, alkoxycarbonylalkyl, alkoxycarbonylalkylthio, polyhaloalkenylthio, thiocyano, propargylthio, hydroxyimino, alkoxyimino, trialkylsilyloxy, aryldialkylsilyloxy, triarylsilyloxy, foramidino, alkylsulfamido, dialkylsulfamido, alkoxysulfonyl, polyhaloalkoxysulfonyl, hydroxy, amino, aminocarbonyl, alkylaminocarbonyl, dialkylaminocarbonyl, aminothiocarbonyl, alkylaminothiocarbonyl, dialkylaminothiocarbonyl, nitro, cyano, hydroxycarbonyl and derivative salts, formamido, alkyl, alkoxy, polyhaloalkyl, polyhaloalkoxy, alkoxycarbonyl, substituted amino in which the permissible substituents are the same or different and are one or two propargyl, alkoxyalkyl, alkylthioalkyl, alkyl, alkenyl, haloalkenyl or polyhaloalkenyl; alkylthio, polyhaloalkylthio, alkylsulfinyl, polyhaloalkylsulfinyl, alkylsulfonyl, polyhaloalkylsulfonyl, alkylsulfonylamino, alkylcarbonylamino, polyhaloalkylsulfonylamino, polyhaloalkylcarbonylamino, trialkylsilyl, aryldialkylsilyl, triarylsilyl, sulfonic acid and derivative salts, phosphonic acid and derivative salts, alkoxycarbonylamino, alkylaminocarbonyloxy, dialkylaminocarbonyloxy, alkenyl, polyhaloalkenyl, alkenyloxy, alkynyl, alkynyloxy, polyhaloalkenyloxy, polyhaloalkynyl, polyhaloalkynyloxy, polyfluoroalkanol, cyanoalkylamino, semicarbazonomethyl, alkoxycarbonylhydrazonomethyl, alkoxyiminomethyl, unsubstituted or substituted aryloxyiminomethyl, hydrazonomethyl, unsubstituted or substituted arylhydrazonomethyl, a hydroxy group condensed with a mono-, di- or polysaccharide, ##STR140##
- 4. The method of claim 3 wherein R.sub.1, R.sub.4 and R.sub.5 are independently a substituted or unsubstituted, carbocyclic or heterocyclic ring system selected from a monocyclic aromatic or nonaromatic ring system having the formula ##STR141## a bicyclic aromatic or nonaromatic ring system having the formula selected from ##STR142## a polycyclic aromatic or nonaromatic ring system having the formula selected from ##STR143## and a bridged ring system which may be saturated or unsaturated having the formula selected from
- wherein:
- A.sub.1 represents a ring-forming chain of atoms which together with B.sub.1 forms a carbocyclic or heterocyclic ring system containing from 0 to 3 double bonds or from 0 to 2 triple bonds;
- B.sub.1 represents a saturated or unsaturated carbon atom;
- A.sub.2 and A.sub.3 independently represent a ring-forming chain of atoms which together with B.sub.2 and B.sub.3 form a carbocyclic or heterocyclic ring system;
- B.sub.2 and B.sub.3 are independently a saturated or unsaturated carbon atom or a saturated nitrogen atom;
- A.sub.4, A.sub.5, A.sub.6 and A.sub.7 independently represent a ring-forming chain of atoms which together with B.sub.4, B.sub.5, B.sub.6 and B.sub.7 form a carbocyclic or heterocyclic ring system;
- B.sub.4, B.sub.5, B.sub.6 and B7 are independently a saturated or unsaturated carbon atom or a saturated nitrogen atom;
- A.sub.8, A.sub.9 and A.sub.10 independently represent a ring-forming chain of atoms which together with B.sub.8, B.sub.9, B.sub.10 and B.sub.11 form a carbocyclic or heterocyclic ring system:
- B.sub.8, B.sub.9 and B.sub.10 are independently a saturated or unsaturated carbon atom or a saturated nitrogen atom;
- B.sub.11 represents a saturated or unsaturated carbon atom, nitrogen atom or phosphorous atom;
- A.sub.11, A.sub.12 and A.sub.13 independently represent a ring-forming chain of atoms which together with B.sub.12 and B.sub.13 form a carbocyclic or heterocyclic ring system;
- B.sub.12 and B.sub.13 are independently a saturated carbon atom or a nitrogen atom; and
- Z is the same or different and is one or more of hydrogen, halogen, alkylcarbonyl, alkylcarbonylalkyl, alkoxycarbonylalkyl, alkoxycarbonylalkylthio, polyhaloalkenylthio, thiocyano, propargylthio, hydroxyimino, alkoxyimino, trialkylsilyloxy, aryldialkylsilyloxy, triarylsilyloxy, foramidino, alkylsulfamido, dialkylsulfamido, alkoxysulfonyl, polyhaloalkoxysulfonyl, hydroxy, amino, aminocarbonyl, alkylaminocarbonyl, dialkylaminocarbonyl, aminothiocarbonyl, alkylaminothiocarbonyl, dialkylaminothiocarbonyl, nitro, cyano, hydroxycarbonyl and derivative salts, formamido, alkyl, alkoxy, polyhaloalkyl, polyhaloalkoxy, alkoxycarbonyl, substituted amino in which the permissible substituents are the same or different and are one or two propargyl, alkoxyalkyl, alkylthioalkyl, alkyl, alkenyl, haloalkenyl or polyhaloalkenyl; alkylthio, polyhaloalkylthio, alkylsulfinyl, polyhaloalkylsulfinyl, alkylsulfonyl, polyhaloalkylsulfonyl, alkylsulfonylamino, alkylcarbonylamino, polyhaloalkylsulfonylamino, polyhaloalkylcarbonylamino, trialkylsilyl, aryldialkylsilyl, triarylsilyl, sulfonic acid and derivative salts, phosphonic acid and derivative salts, alkoxycarbonylamino, alkylaminocarbonyloxy, dialkylaminocarbonyloxy, alkenyl, polyhaloalkenyl, alkenyloxy, alkynyl, alkynyloxy, polyhaloalkenyloxy, polyhaloalkynyl, polyhaloalkynyloxy, polyfluoroalkanol, cyanoalkylamino, semicarbazonomethyl, alkoxycarbonylhydrazonomethyl, alkoxyiminomethyl, unsubstituted or substituted aryloxyiminomethyl, hydrazonomethyl, unsubstituted or substituted arylhydrazonomethyl, a hydroxy group condensed with a mono-, di- or polysaccharide, ##STR144## wherein R.sub.5, R.sub.6, R.sub.7, Y.sub.1, Y.sub.2, Y;.sub.3, Y.sub.4 and X are as defined in claim 3.
- 5. The metho d of controlling parasites of warm-blooded animals of claim 1 which comprises orally or percutaneously administering to the animal a parasiticidally effective amount of a compound having the formula: ##STR145## wherein: M represents a monocyclic aromatic ring system or a monocyclic heterocyclic ring system containing up to 2 nitrogen atoms, and wherein the rings can contain up to 2 nitrogen atoms, and wherein the ring can contain up to four X.sub.1 substituents wherein each X.sub.1 individually can be halogen, nitro, cyano, or alkyl, polyhaloalkyl, alkoxy or polyhaloalkoxy of from 1 to 3 carbon atoms;
- Z.sub.1 and Z.sub.2 individually are hydrogen or alkyl of from 1 to 8 carbon atoms, or alkyl of from 1 to 8 carbon atoms which is substituted with at least one of halogen, hydroxyl or alkoxy;
- Y.sub.5 is oxygen or sulfur;
- Y.sub.6 individually represents halogen, or alkyl, polyhaloalkyl, alkoxy or polyhaloalkoxy of from 1 to 3 carbon atoms, and n' has a value of from 0 to 4; and
- B.sub.14 is a bicyclic fused ring system which is attached to the oxygen through a carbocyclic ring and wherein (a) at least one ring is a six-membered, unsaturated carbocyclic ring which can contain up to two R.sub.16 and R.sub.17 substituents wherein R.sub.16 and R.sub.17 can be halogen, nitro, cyano, amino, formamido, formamidino, phenylsulfenyl, phenylsulfinyl, phenylsulfonyl, phenylsulfamido wherein the phenyl ring optionally may be substituted with one or more halogen, nitro, or alkyl, polyhaloalkyl, alkoxy or polyhaloalkoxy of from 1 to 3 carbon atoms, or R.sub.16 and R.sub.17 individually are alkyl, alkoxy, polyhaloalkyl, polyhaloalkoxy, alkenyloxy, polyhaloalkenyloxy, alkynyloxy, polyhaloalkynyloxy, alkylsulfenyl, polyhaloalkylsulfenyl, alkylsulfinyl, polyhaloalkylsulfinyl, alkylsulfonyl, polyhaloalkylsulfonyl, mono- or di-alkylsulfamido, mono or di-alkylamino, alkylcarbonylamino, alkoxycarbonylamino, mono- or di-alkylamino- carbonyloxy of up to 6 carbon atoms, and (b) the second ring, hereinafter also referred to as A.sub.14, when it is not a five or six-membered carbocyclic can be a five or six-membered saturated or unsaturated heterocyclic ring which can contain in any combination carbonyl or one or two oxygen or sulfur, and up to two R.sub.18 and R.sub.19 substituents attached to unsaturated ring carbon atoms wherein R.sub.18 and R.sub.19 individually can be halogen, nitro, cyano, or alkyl, polyhaloalkyl, alkoxy, polyhaloalkoxy, alkylthio, arylthio, alkylsulfinyl, arylsulfinyl, alkyl- sulfonyl, arylsulfonyl, alkylsulfamido, arylsulfamido, alkoxycarbonylamino, or alkylcarbonylamino of from 1 to 6 carbon atoms, or can contain up to two R.sub.20 and R.sub.21 substituents attached to saturated carbon atoms of the chain wherein R.sub.20 and R.sub.21 individually can be alkyl or polyhaloalkyl of from 1 to 6 carbon atoms.
- 6. The method of controlling parasites of warm-blooded animals of claim 1 which comprises orally or percutaneously administering to the animal a parasiticidally effective amount of a compound having the formula: ##STR146## wherein: X.sub.2 and X.sub.3 are independently hydrogen, halogen, alkyl, haloalkyl, polyhaloalkyl, alkoxy or polyhaloalkoxy;
- Z.sub.22 represents oxygen, azo, sulfur or sulfone;
- Y.sub.7 represents oxygen or sulfur;
- m' and n' are independently 0-4;
- R.sub.22 independently represents hydrogen, halogen, alkyl, haloalkyl, polyhaloalkyl, alkoxy, nitro, hydroxycarbonyl, alkoxycarbonyl, alkenyl or alkynyl; and
- R.sub.23 independently represents hydrogen, halogen, alkyl, polyhaloalkyl, polyhaloalkoxy, alkylsulfonyl, alkoxy, alkylthio, dialkylamino, cyano, nitro, haloalkylthio, trifluoromethylsulphonyl, alkenyl, alkynyl, thiocyano, alkylsulfinyl, arylthio, CO.sub.2 R.sub.24, CONHR.sub.24, arylsulfinyl or arylsulfonyl, wherein R.sub.24 represents alkyl.
- 7. The method of controlling parasites of warm-blooded animals of claim 1 which comprises orally or percutaneously administering to the animal a parasiticidally effective amount of a compound having the formula: ##STR147## wherein: x.sub.4 represents halogen;
- x.sub.5 represents hydrogen or halogen;
- x.sub.6 represents halogen or hydrogen:
- Y.sub.8 is oxygen or sulfur;
- R.sub.25, R.sub.26 and R.sub.27 are independently alkyl, halogen, polyhaloalkyl, alkoxy, nitro, cyano, alkylthio, polyhaloalkylthio or arylthio; and
- R.sub.28, R.sub.29, R.sub.30 and R.sub.31 are independently hydrogen, alkyl, halogen, nitro, alkoxy, polyhaloalkyl, polyhaloalkoxy, dialkylamino, or aryl.
- 8. The method of controlling parasites of warm-blooded animals of claim 1 which comprises orally or percutaneously administering to the animal a parasiticidally effective amount of a compound having the formula: ##STR148## wherein: X.sub.7 and X.sub.8 are independently hydrogen, halogen, alkyl, haloalkyl, polyhaloalkyl, alkoxy, haloalkoxy or polyhaloalkoxy:
- R.sub.32 is independently hydrogen, halogen, alkyl, haloalkyl, polyhaloalkyl, alkoxy, haloalkoxy, polyhaloalkoxy, carboxylic acid, carboxylic acid salt or carboxylic acid ester:
- R.sub.33 is hydrogen, alkyl, polyhaloalkyl, hydroxy, amino or dialkylamino:
- R.sub.34 is independently hydrogen, halogen, alkyl, haloalkyl, polyhaloalkyl, alkoxy, haloalkoxy, polyhaloalkoxy, carboxylic acid, carboxylic acid salt, carboxylic acid ester, cyano or nitro;
- m' and n' independently have a value of from 0 to 4, and q" has a value from 1 to 4: and
- Y.sub.9 is oxygen or sulfur.
- 9. The method of controlling parasites of warm-blooded animals of claim 1 which comprises orally or percutaneously administering to the animal a parasiticidally effective amount of a compound having the formula: ##STR149## wherein: Y.sub.10 represents oxygen or sulfur;
- z.sub.3 represents oxygen, sulfur, sulfinyl, sulfonyl, unsubstituted or substituted amino in which the permissible substituents are one or more hydrogen, alkyl, acyl or alkenyl;
- X.sub.9 and X.sub.10 are independently hydrogen, halogen, trifluoromethyl, alkyl or polyhaloalkyl:
- R.sub.35 independently represents hydrogen, halogen, trifluoromethyl, alkyl, alkoxy, nitro, alkenyl, hydroxycarbonyl, alkoxycarbonyl or alkylcarbonyl;
- R.sub.36 independently represents hydrogen, halogen, alkyl, cyano, nitro, trifluoromethyl, alkoxy, polyhaloalkyl, polyhaloalkoxy, dialkylamino, alkylthio, polyhaloalkylthio, arylthio, or alkenyl optionally substituted with halogen: and
- m' and n' independently have a value of from 0 to 4, and q" has a value of from 1 to 4.
- 10. The method of controlling parasites of warm-blooded animals of claim 1 which comprise orally or percutaneously administering to the animal a parasiticidally effective amount of a compound having the formula: ##STR150## wherein: Y.sub.11 is oxygen or sulfur;
- Y.sub.12 is CR.sub.37 or nitrogen;
- B.sub.15 is oxygen, sulfur, sulfinyl, sulfonyl, oxysulfonyl, sulfonyloxy or carbonyl;
- X.sub.11 and X.sub.12 are independently hydrogen, halogen, alkoxy, alkyl, trifluoromethyl or polyhaloalkyl:
- R.sub.37 and R.sub.38 are independently alkoxy, hydrogen, halogen, alkyl, trifluoromethyl, polyhaloalkyl or polyhaloalkoxy:
- R.sub.39 is independently hydrogen, halogen, alkyl, trifluoromethyl, polyhaloalkyl, polyhaloalkoxy, alkoxy, alkylthio, alkylsulfinyl, alkylsulfonyl, or R.sub.39 can optionally be a substituted arylthio, a substituted arylsulfonyl, or a substituted arylsulfinyl, wherein said optional substituents are alkyl or halogen, and m', n' and q independently have a value of from 0 to 4, and q" has a value of from 1 to 4.
- 11. The method of controlling parasites of warm-blooded animals of claim 1 which comprises orally or percutaneously administering to the animal a parasiticidally effective amount of a compound having the formula: ##STR151## X.sub.13 is halogen, alkyl, alkoxy, polyhaloalkyl, polyhaloalkoxy or nitro;
- X.sub.14 is hydrogen, halogen, alkyl, alkoxy, polyhaloalkyl, polyhaloalkoxy or nitro;
- R.sub.40 is hydrogen, halogen, alkyl, alkoxy, polyhaloalkyl, polyhaloalkoxy, nitro, cyano, carboxylic acid, carboxylic acid salt or carboxylic acid ester:
- m' has a value of from 0 to 4;
- Y.sub.13 is oxygen or sulfur;
- Y.sub.14 is alkylene or a covalent bond;
- Z.sub.4 is substituted or unsubstituted ##STR152## wherein the permissible substituents are one or more halo, alkyl, alkoxy, polyhaloalkyl, polyhaloalkoxy, nitro, cyano, carboxylic acid, carboxylic acid salt or carboxylic acid ester substituents which may be the same or different: and q" has a value of from 1 to 4.
- 12. The method of controlling parasites of warm-blooded animals of claim 1 which comprises orally or percutaneously administering to the animal a parasiticidally effective amount of a compound having the formula: ##STR153## wherein: M.sub.1 represents a monocyclic aromatic ring system or a monocyclic heterocyclic ring system containing up to two nitrogen atoms and M.sub.1 can contain up to four X.sub.15 substituents, each of which individually can be halogen, nitro, cyano or alkyl, polyhaloalkyl, alkoxy, or polyhaloalkoxy of from one to three carbon atoms:
- Z.sub.5 and Z.sub.6 individually are hydrogen, alkyl or alkyl which may be substituted by at least one halogen, hydroxy or alkoxy;
- E is a six membered carbocyclic aromatic ring or a five or six membered heterocyclic ring containing up to two oxygen, sulfur or nitrogen atoms or a combination thereof, and wherein this ring may contain up to four Y.sub.15 substituents wherein each Y.sub.15 individually can be halogen, cyano or alkyl, polyhaloalkyl, alkoxy, polyhaloalkyoxy, alkylsulfenyl, or polyhaloalkylsulfenyl of from one to six carbon atoms;
- B.sub.16 is a bicyclic fused ring system which is attached to the oxygen through a carbocyclic ring and wherein (a) at least one ring is six-membered, unsaturated and carbocyclic and which contains the substituents R.sub.41 and R.sub.42 (b) the second ring; hereinafter also referred to as a A.sub.15, when it is not a five or six-membered saturated or unsaturated carbocyclic can be a five or six-membered saturated or unsaturated heterocyclic which can contain in any combination a carbonyl group or one or two oxygen or sulfur atoms and the substituents R.sub.43 and R.sub.44 attached to unsaturated ring carbons or the substituents R.sub.45 and R.sub.46 attached to saturated ring carbons:
- R.sub.41 and R42 individually may be hydrogen, halogen, nitro, cyano, amino, formamido, formamidino, phenylsulfenyl, phenylsulfinyl, phenylsulfonyl, phenylsulfamido or phenyloxysulfonyl, wherein the phenyl ring optionally may contain one or more substituents, selected from halogen, nitro, or alkyl, polyhaloalkyl, alkoxy, or polyhaloalkoxy of from one to three carbon atoms, or R.sub.41 and R.sub.42 individually may be alkyl, alkoxy, polyhaloalkyl, polyhaloalkoxy, alkenyloxy, polyhaloalkenyloxy, alkynyloxy, polyhaloalkynyloxy, alkylsulfenyl, alkylsulfonyl, polyhaloalkylsulfenyl, alkylsulfinyl, mono- or di-alkylsulfamido, mono- or di-alkylamino, alkylcarbonylamino, alkoxycarbonylamino, mono- or di-alkylaminocarbonyloxy, alkoxysulfonyl, polyhaloalkyloxysulfonyl of up to six carbons in each alkyl chain, morphilinosulfonyl or the group SO.sub.3 Na;
- R.sub.43 and R.sub.44 can individually be hydrogen, halogen, nitro, cyano, or alkyl, polyhaloalkyl, alkoxy, polyhaloalkoxy, alkylsulfinyl, alkylsulfenyl, alkylsulfonyl, alkoxycarbonylamino or alkylcarbonylamino of from one to eight carbons: and
- R.sub.45 and R.sub.46 individually can be hydrogen, alkyl or polyhaloalkyl from one to six carbon atoms or phenyl which may be optionally substituted with up to three halogen, cyano, nitro or alkyl, polyhaloalkyl, alkoxy or polyhaloalkoxy of up to three carbon atoms.
- 13. The method of controlling parasites of warm-blooded animals of claim 1 which comprises orally or percutaneously administering to the animal a parasiticidally effective amount of a compound having the formula: ##STR154## wherein M.sub.2 represents a monocyclic aromatic ring system or a monocyclic heterocyclic ring system containing up to four X.sub.16 substituents, each X.sub.16 substituent is selected from the group of halogen, nitro, cyano or alkyl, polyhaloalkyl, alkoxy, polyhaloalkoxy, alkylsulfenyl or polyhaloalkylsulfenyl of from one to three carbon atoms;
- Z.sub.7 and Z.sub.8 individually are hydrogen, alkyl, or alkoxy, either or which may be substituted by at least one halogen, hydroxy or alkoxy;
- Y.sub.17 is oxygen or sulfur;
- E.sub.2 is a five or six member heterocyclic ring containing up to two oxygen, sulfur or nitrogen atoms or a combination thereof, and wherein said ring may contain up to three Y.sub.16 substitutents, each Y.sub.16 is selected from the group of halogen, cyano, or alkyl, polyhaloalkyl, alkoxy, polyhaloalkoxy, alkylsulfenyl or polyhaloalkylsulfenyl of from one to three carbon atoms;
- B.sub.17 is a bicyclic fused ring system which is attached to the oxygen through a carbocyclic ring and wherein (a) at least one ring is six-membered, unsaturated and carbocyclic and which contains the substituents R.sub.47 and R.sub.48, (b) the second ring, A.sub.16, when it is not a five or six-membered saturated or unsaturated carbocyclic can be a five or six-membered saturated or unsaturated heterocyclic ring which can contain in any combination carbonyl or one or two oxygen or sulfur atoms and the substituents R.sub.49 and R.sub.50 attached to unsaturated ring carbons or the substituents R.sub.51 and R.sub.52 attached to the saturated ring carbon atoms, wherein R.sub.47 and R.sub.48 are selected from the group of hydrogen, halogen, nitro, cyano, amino, formamido, phenylsulfenyl, phenylsulfinyl, phenylsulfonyl, pheylsulfonate, phenylsulfamido, wherein the phenyl ring optionally may be substituted with one or more halogen, nitro, or alkyl, polyhaloalkyl, alkoxy, or polyhaloalkoxy of from one to three carbon atoms, or R.sub.47 and R.sub.48 individually may be alkyl, alkoxy, polyhaloalkyl, polyhaloalkoxy, alkenyloxy, polyhaloalkenyloxy, alkynyloxy, polyhaloalkynyoxy, alkylsulfenyl, polyhaloalkylsulfenyl, alkylsulfinyl, polyhalo- alkysulfinyl, alkylsulfonyl, polyhaloalkylsulfonyl, mono- or dialkylsulfamido, mono- or di-alkylaminocarbonyloxy, alkylsulfonate, or polyhaloalkylsulfate of up to six carbon atoms:
- R.sub.49 and R.sub.50 are selected from the group of hydrogen, halogen, nitro, cyano, or alkyl, polyhaloalkyl, alkoxy, polyhaloalkoxy, alkylthio, arylthio, alkylsulfinyl, arylsulfinyl, alkylsulfonyl, arylsulfonyl, alkylsulfamido, arylsulfamido, alkoxycarbonylamino or alkylcarbonylamino of from one to eight carbon atoms; and
- R.sub.51 and R52 are selected from the group of alkyl or polyhaloalkyl of from one to six carbon atoms.
- 14. The method of controlling parasites of warm-blooded animals of claim 1 which comprises orally or percutaneously administering to the animal a parasiticidally effective amount of a compound having the formula: ##STR155## wherein: q" is a value of from 1 to 4;
- X.sub.17 and X.sub.18 are independently hydrogen, halogen, trifluoromethyl, alkyl, alkoxy, polyhaloalkyl or polyhaloalkoxy:
- Y.sub.18 is oxygen or sulfur;
- R.sub.55 is a substituted or unsubstituted heterocyclic system selected from ##STR156## wherein Y.sub.19 is the same or different and is one or more hydrogen, halogen, cyano, nitro, alkyl, branched alkyl, polyhaloalkyl, polyhaloalkoxy, alkoxycarbonyl, or an optionally substituted cycloalkyl, phenyle biphenyl, benzylt phenoxy, phenyl thio, phenoxybenzyl, phenoxyphenyl, phenyithiobenzyl, phenylthiophenyl, phenylsulfinylbenzyla phenylsulfinylphenyl, phenylsulfonylbenzyl, phenylsulfonylphenyl, naphthoxy, tetrahydronaphthoxy or naphthyl in which the permissible substituents are the same or different and are one or more halogen, alkoxy, polyhaloalkyl, polyhal oalkoxy, alkyl, nitro or cyano; and
- R.sub.53 and R.sub.54 are independently hydrogen, alkyl, acyl, alkoxycarbonyl or , when Y.sub.18 is oxygen, R.sub.53 and R.sub.54 may be linked together to form a ring selected from ##STR157##
- 15. The method of controlling parasites of warm-blooded animals of claim 1 which comprises orally or percutaneously administering to the animal a parasiticidally effective amount of a compound having the formula: ##STR158## wherein: x.sub.19, X.sub.20, X.sub.21, X.sub.22 and X.sub.23 are independently halogen, hydrogen, alkyl, alkoxy, nitro, cyano or polyhaloalkyl;
- Y.sub.20 is oxygen or sulfur;
- Y.sub.21, Y.sub.22, Y.sub.23 and Y.sub.24 are independently hydrogen,halogen, trialkylsilyl, nitro, cyano, alkyl, alkoxy, polyhaloalkyl, polyhaloalkoxy, alkoxycarbonyl, alkylthio, substituted or unsubstituted cycloalkylalkoxy wherein the permissible substituents are the same or different and are one or more hydrogen, alkyl, aryl, haloaryl, alkylaryl or halogen; alkynyl, alkylcarbonyl, alkoxycarbonylalkyl, alkoxycarbonylalkylthio, polyhaloalkenylthio; a group selected from alkoxy, alkylthio, alkylsulfonyl, alkenyloxy or alkylsulfinyl, each of which may be substituted with one or more halogen atoms which may be the same or different; substituted or unsubstituted cycloalkoxy wherein the permissible substituents are the same or different and are one or more halogen, hydrogen, alkyl or aryl; polyfluoroalkanol, optionally substituted phenyl or --X--R.sub.5 wherein X and R.sub.5 are as defined in claim 1, or Y.sub.21, Y.sub.22, Y.sub.23 and Y.sub.24 may form, together with an adjacent group selected from Y.sub.21, Y.sub.22, Y.sub.23 and Y.sub.24, an alkylenedioxy group which may be substituted with one or more halogen atoms; when Y.sub.20 is oxygen, R.sub.56 and R.sub.57 are independently hydrogen, alkyl, substituted alkyl in which the permissible substituents are the same or different and are one or more halogen, alkoxy, alkylthio or cyano; substituted benzyl in which the permissible substituents are the same or different and are one or more halogen, hydroxy, nitro, cyano, alkyl, polyhaloalkyl, alkoxy or polyhaloalkoxy; hydroxy, alkoxy, polyhaloalkoxy, alkylthio, polyhaloalkylthio, acyl, alkoxycarbonyl, alkylsulfonyl, substituted phenylsulfonyl in which the permissible substituents are the same or different and are one or more halogen, nitro, cyano or alkyl; N-alkylcarbonyl-N-alkylaminothio, ##STR159## wherein Y.sub.1, Y.sub.2, Y.sub.3, R.sub.6 and R.sub.7 are as defined in claim 1; or R.sub.56 and R.sub.57 may be linked together to form a heterocycle selected from ##STR160## wherein R.sub.58 and R.sub.59 are independently hydrogen, halogen, substituted or unsubstituted alkyl, polyhaloalkyl, phenyl or benzyl; and when Y.sub.20 is sulfur, R.sub.56 is hydrogen and R.sub.57 is hydrogen or alkyl.
- 16. The method of controlling parasites of warm-blooded animals of claim 1 which comprises orally or percutaneously administering to the animal a parasiticidally effective amount of a compound having the formula: ##STR161## wherein: X.sub.24 is halogen, hydrogen, alkyl or alkoxy:
- m" is a value of 1 to 5;
- Y.sub.25 is halogen, alkyl or trifluoromethyl;
- n' is a value of from 0 to 4;
- Z.sub.9 is halogen, ##STR162## wherein A.sub.17 and B.sub.18 are independently hydrogen, halogen, trifluoromethyl, cyano or nitro.
- 17. The method of controlling parasites of warm-blooded animals of claim 1 which comprises orally or percutaneously administering to the animal a parasiticidally effective amount of a compound having the formula: ##STR163## wherein: X.sub.25 and X.sub.26 are independently hydrogen, halogen, alkyl, alkoxy, polyhaloalkyl, nitro or cyano:
- q" is a value of from 1 to 4:
- R.sub.61 is substituted or unsubstituted alkyl, alkenyl, alkynyl, cycloalkyl or phenyl; a hydrogen atom or 1 equivalent of an alkali metal or optionally substituted ammonium cation; each X.sub.27 is independently halogen, cyano, nitro, hydroxycarbonyl or optionally substituted alkyl, alkoxy, alkylthio, cycloalkyl, cycloalkyloxy, cycloalkylthio, alkenyl, alkenylthio, alkanoyl, alkoxycarbonyl, alkylsulphonyl, alkynyl, phenyl, phenoxy, phenylthio or amino;
- q is a value of from 0 to 4;
- R.sub.60 is halogen, alkyl, polyhaloalkyl, alkoxy, polyhaloalkoxy, alkenyloxy, polyhaloalkenyloxy, nitro, cyano or --X--R.sub.5 wherein X and R.sub.5 are as defined in claim 1; each Y.sub.26 is independently halogen, nitro, cyano, alkyl, or polyhaloalkyl: and
- n' is a value of from 0 to 4.
- 18. The method of controlling parasites of warm-blooded animals of claim 1 which comprises orally or percutaneously administering to the animal a parasiticidally effective amount of a compound having the formula: ##STR164## and the acid addition salt thereof, wherein:
- X.sub.28 is independently halogen, hydrogen, alkoxy, alkyl, polyhaloalkoxy, polyhaloalkyl, nitro or cyano:
- n" is a value of from 0 to 3, and n' is a value of from 0 to 4; and
- Y.sub.27 and Y.sub.28 are independently hydrogen, halogen, alkoxy, alkyl, polyhaloalkoxy, polyhaloalkyl, nitro, cyano, alkenyl, alkenyloxy, polyhaloalkenyl, or polyhaloalkenyloxy.
- 19. The method of controlling parasites of warm-blooded animals of claim 1 which comprises orally or percutaneously administering to the animal a parasiticidally effective amount of a compound having the formula: ##STR165## wherein: X.sub.29 and X.sub.30 are independently hydrogen, halogen, alkyl, alkoxy, polyhaloalkyl, nitro, or polyhaloalkoxy:
- X.sub.47 is halogen, hydrogen, hydroxy, alkoxy, or polyhaloalkoxy:
- Y.sub.30 is halogen, alkyl, polyhaloalkyl, alkoxy, polyhaloalkoxy, alkenyloxy, polyhaloalkenyloxy, nitro, cyano, or --X--R.sub.5 wherein X and R.sub.5 are as defined in claim 1;
- Y.sub.29 is independently halogen, nitro, cyano, alkyl, or polyhaloalkyl; and
- q" is a value of from 1 to 4 and n' is a value of from 0 to 4.
- 20. The method of controlling parasites of warm-blooded animals of claim 1 which comprises orally or percutaneously administering to the animal a parasiticidally effective amount of a compound having the formula: ##STR166## wherein: X.sub.31 and X.sub.32 are independently hydrogen, halogen, alkyl, alkoxy, polyhaloalkyl, nitro or polyhaloalkoxy;
- Y.sub.31 is independently halogen, alkyl, alkoxy, polyhaloalkyl or polyhaloalkoxy:
- n is a value of from 0 to 2, and q" is a value of from 1 to 4:
- Z.sub.11 is hydrogen, halogen or alkyl: and
- Z.sub.10 is halogen, alkyl optionally substituted with fluorine or chlorine: nitro or cyano: and wherein the pyridyloxy group is linked to the phenyl ring in the 3- or 4- position.
- 21. The method of controlling parasites of warm-blooded animals of claim 1 which comprises orally or percutaneously administering to the animal a parasiticidally effective amount of a compound having the formula: ##STR167## wherein: q" is a value of from 1 to 4;
- X.sub.33 and X.sub.34 are independently hydrogen, halogen, alkyl, alkoxy, polyhaloalkyl, nitro or polyhaloalkoxy;
- Y.sub.32 and Y.sub.33 are independently hydrogen, halogen, alkyl or polyhaloalkyl;
- Z.sub.12 is hydrogen, alkyl, propargyl, alkenyl optionally substituted with chlorine, bromine, cycloalkyl or alkoxyalkyl; phenyl, naphthyl or tetrahydronaphthyl, all of which may be optionally substituted with halogen, alkyl, alkoxy, cyano, nitro, polyhaloalkyl or polyhaloalkoxy;
- z.sub.13 is alkyl, propargyl, alkenyl optionally substituted with halogen, cycloalkyl or alkoxyalkyl; and
- wherein Z.sub.12 and Z.sub.13 can be combined to form a heterocyclic ring selected from pyrrol, piperidine or pyridone.
- 22. The method of controlling parasites of warm-blooded animals of claim 1 which comprises orally or percutaneously administering to the animal a parasiticidally effective amount of a compound having the formula: ##STR168## wherein: X.sub.36 is CH or nitrogen or oxide derivatives thereof;
- X.sub.35 is independently hydrogen, halogen, alkyl, alkoxy, polyhaloalkyl, nitro or polyhaloalkoxy:
- Y.sub.34 is oxygen or sulfur;
- R.sub.62 is hydrogen, hydroxy or alkyl;
- Y.sub.35 and Y.sub.36 are independently halogen, alkyl, alkoxy, polyhaloalkyl or polyhaloalkoxy;
- A.sub.18, A.sub.19, A.sub.20 and A.sub.21 are independently hydrogen, alkyl, alkenyl, polyhaloalkyl or halogen;
- m"" is a value of from 0 to 3,n''' is a value of from 1 to 3, and n''is a value of from 0 to 3 provided that either of m"" and n" has a value of at least 1;
- B.sub.19 is CH or nitrogen or oxide derivatives thereof;
- Z.sub.15 is hydrogen, halogen, alkyl, haloalkyl, nitro, cyano, trifluoromethyl, polyhaloalkyl or polyhaloalkoxy: and
- Z.sub.14 is oxygen, sulfur, sulfoxide, sulfone, substituted or unsubstituted amino or a covalent bond.
- 23. The method of controlling parasites of warm-blooded animals of claim 1 which comprises orally or percutaneously administering to the animal a parasiticidally effective amount of a compound having the formula: ##STR169## wherein: X.sub.37 represents independently hydrogen, halogen, alkyl, polyhaloalkyl, polyhaloalkoxy, alkoxy, nitro or alkylthio:
- Q' is a value of from 1 to 5;
- Y.sub.37 is oxygen or sulfur;
- Y.sub.38 and Y.sub.39 are independently hydrogen, halogen, alkyl, alkoxy, polyhaloalkoxy or polyhaloalkyl; and
- Z.sub.16 is a heterocycle-containing moiety having the formula ##STR170## wherein A.sub.22 is CH or nitrogen, and Z.sub.17 and Z.sub.18 are independently hydrogen, halogen, trifluoromethyl, nitro, alkyl, cycloalkyl, alkoxy, polyhaloalkoxy or phenyl optionally substituted with cyano, nitro, halogen, alkyl, alkoxy, polyhaloalkyl or polyhaloalkoxy; provided that Z.sub.16 is attached at the 3- or 4- position.
- 24. The method of controlling parasites of warm-blooded animals of claim 1 which comprises orally or percutaneously administering to the animal a parasitically effective amount of a compound having the formula: ##STR171## wherein X.sub.38 and X.sub.39 are independently hydrogen, halogen, alkyl, alkoxy, polyhaloalkyl, polyhaloalkoxy or nitro:
- Y.sub.40 is oxygen or sulfur;
- Y.sub.41 is halogen, alkyl, cyano, polyhaloalkyl, alkoxy or polyhaloalkoxy;
- m'" is a value of from 0 to 2;
- n'" is a value of 0 or 1;
- A.sub.23 is a covalent bond, oxygen, sulfoxide, sulfone, oxyalkyl, thioalkylene, sulfinylalkylene, sulfonylakylene, or sulfur:
- Z.sub.19 is halogen, trifluoromethyl, polyhaloalkyl, polyhaloalkoxy, polyhaloalkylthio, alkyl, nitro, cyano, alkoxy or alkylthio: and
- q is a value of from 0 to 4, and q" is a value of from 1 to 4.
- 25. The method of controlling parasites of warm-blooded animals of claim 1 which comprises orally or percutaneously administering to the animal a parasiticidally effective amount of a compound having the formula: ##STR172## wherein: q' is a value of from 1 to 5;
- R.sub.63 is an unsubstituted or substituted heterocyclic aromatic ring system selected from ##STR173## in which the permissible substituents are the same or different and are one or more halogen, hydrogen, polyhaloalkyl, alkoxy, polyhaloalkoxy or alkyl groups;
- Y.sub.42 is oxygen or sulfur;
- Y.sub.43 is independently selected from hydrogen, halogen, alkyl, polyhaloalkyl, phenyl optionally substituted with one or more hydrogen, halogen, alkyl, cyano, nitro or polyhaloalkyl; phenoxy, naphthoxy, pyridyloxy or tetrahydronaphthoxy, all optionally substituted by one or more halogen, alkyl, cyano, nitro, polyhaloalkyl, polyfluoroalkanol, alkoxy or polyhaloalkoxy; polyfluoroalkanol, alkoxy, polyhaloalkoxy, alkylcarbonyl, alkoxycarbonyl, alkylthio or dialkylamino.
- 26. The method of controlling parasites of warm-blooded animals of claim 1 which comprises orally or percutaneously administering to the animal a parasiticidally effective amount of a compound having the formula: ##STR174## and the acid addition salt thereof, wherein:
- q" is a value of from 1 to 4, and q is a value of from 0 to 4;
- X.sub.40 and X.sub.41 are independently hydrogen, halogen, alkyl, alkoxy, polyhaloalkyl, polyhaloalkoxy or nitro;
- Y.sub.44 is oxygen or sulfur;
- Y.sub.45 is the same or different and is one or more substituents selected from hydrogen, alkynyl, halogen, polyhaloalkyl, polyhaloalkoxy, trifluoromethyl, cyano, nitro, alkyl or alkoxy; and
- n"" is a value of 0 or 1.
- 27. The method of controlling parasites of warm-blooded animals of claim 1 which comprises orally or percutaneously administering to the animal a parasiticidally effective amount of a compound having the formula: ##STR175## wherein: R.sub.64 and R.sub.65 are independently halogen, hydrogen, alkyl, alkoxy, polyhaloalkyl, polyhaloalkoxy, or nitro;
- Y.sub.46 is oxygen or sulfur;
- R.sub.66 is halogen, alkyl, trifluoromethyl, polyhaloalkyl, polyhaloalkoxy or alkoxy;
- m""is a value of from 0 to 3 and q" is a value of from 1 to 4;
- R.sub.68 is alkyl, cycloalkyl, hydrogen, alkylthio, cyano or alkoxy;
- R.sub.67 is hydrogen or alkyl; and
- A.sub.24 is alkyl, alkylthio or substituted alkyl with alkoxy, alkylthio, alkylsulfinyl or alkylsulfonyl or a ring system selected from ##STR176## wherein Z.sub.20 is hydrogen, halogen, alkyl, alkoxy, haloalkyl or haloalkoxy, and n' is a value from 0 to 4; A.sub.24 and R.sub.68 can optionally be joined to form a ring system of from 5 to 7 atoms which may contain up to two oxygen, sulfur or nitrogen atoms and which may be optionally substituted with alkyl or halogen.
- 28. The method of controlling parasites of warm-blooded animals of claim 1 which comprises orally or percutaneously administering to the animal a parasiticidally effective amount of a compound having the formula: ##STR177## wherein: X.sub.43 is CH or nitrogen;
- X.sub.42 is independently halogen, alkyl or nitro;
- m"" is a value of from 0 to 3;
- Y.sub.47 and Y.sub.48 are independently oxygen or sulfur;
- Y.sub.49 is hydrogen, hydroxy or optionally substituted alkyl;
- R.sub.70 is unsubstituted or substituted phenylene or heteroarylene with one or two nitrogen atoms in which the permissible substituents are one or more halogen, optionally halogenated alkyl or alkoxy;
- R.sub.71 is alkylene, alkenylene, alkylidene, cycloalkylene or cycloalkylidene optionally substituted with one or more halogen, alkyl which may be optionally substituted by halogen or hydroxy, phenyl, cyano, alkoxycarbonyl, hydroxyimino, alkoxyimino, alkenyl or alkynyl;
- R.sub.72 is unsubstituted or substituted phenyl or heteroaryl having from 1 to 3 nitrogen, oxygen or sulfur atoms in any combination which may be the same or different in which the permissible substituents are one or more halogen, nitro, cyano, optionally halogen-substituted alkyl, alkenyl, alkoxy, alkenyloxy, alkylthio, or alkylsulfonyl; and
- Z.sub.21 is oxygen, sulfur, sulfoxide, sulfone, amino or alkylimino, or
- Z.sub.21 and R.sub.71 are together alkylideneamino.
- 29. The method of controlling parasites of warm-blooded animals of claim 1 which comprises orally or percutaneously administering to the animal a parasiticidally effective amount of a compound having the formula: ##STR178## wherein: X.sub.44 is halogen;
- X.sub.45 and X.sub.46 are independently hydrogen or halogen provided that when X.sub.45 is halogen then X.sub.46 is hydrogen, and when X.sub.46 is halogen then X45 is hydrogen;
- Y.sub.49 is oxygen or sulfur;
- Y.sub.50 and Y.sub.53 are independently hydrogen, halogen, optionally substituted alkyl, alkoxy, or alkylthio;
- Y.sub.51 is hydrogen, halogen, cyano, nitro or optionally substituted alkyl, alkylthio, alkylsulfonyl, alkoxy, naphthoxy, phenoxy, alkylcarbonyl, alkoxycarbonyl, alkoxycarbonylalkyl or alkoxycarbonylalkylthio, or Y.sub.50 and Y.sub.51 are together optionally substituted alkylenedioxy; and Y.sub.52 is hydrogen, halogen or optionally substituted alkyl, alkoxy or aryloxy.
- 30. The method of claim 1 in which the compound is 1-�4-(2-bromo-4-chlorophenoxy)-2,5- dimethyl-3-chlorophenyl!-3-(2-fluorobenzoyl)urea.
- 31. The method of claim 1 in which the compound is 1-�4-(2,4-dimethylphenoxy)-2,5-dimethyl-3-chlorophenyl!-3-(2,6-difluorobenzoyl)urea.
- 32. The method of claim 1 in which the compound is 1-�4-(2,4-dichlorophenoxy)-2,5-dimethyl-3-chlorophenyl!-3-(2,6-difluorobenzoyl)urea.
- 33. The method of claim 1 in which the compound is 1-�4-(2-methyl-4-t-butylphenoxy)-2,5-dimethyl-3-chlorophenyl!-3-(2,6-difluorobenzoyl)urea.
- 34. The method of claim 1 in which the compound is 1-�2,5-dichloro-4-(alpha-cyano-4-fluoro-benzyl)phenyl!-3-(2,6-difluorobenzoyl)urea.
- 35. The method of claim 1 in which the compound is 1-�3-chloro-4-(4-chloro-1-naphthoxy)-2,5-dimethylphenyl!-3-(2-chlorobenzoyl)urea.
- 36. The method of claim 1 in which the compound is 1-�4-(4-chloro-1-naphthoxy)-2,3,5-tri-chlorophenyl!-3-(2,6-diflubrobenzoyl)urea.
- 37. The method of claim 1 in which the compound is 1-�4-(4-chloro-l-naphthoxy)-3,5-dimethyl-phenyl!-3-(2,6-difluorobenzoyl)urea.
- 38. The method of claim 1 in which the compound is l-�3-chloro-4-(4-chloro-5,6,7,8-tetra-hydro-1-naphthoxy)-2,5-dimethylphenyl!-3- (2,6-difluorobenzoyl)urea.
- 39. The method of claim 1 in which the compound is 1-�3-chloro-4-(4-chloro-2,5-dimethyl-phenoxy)-2,5-dimethylphenyl!-3-(2,6-difluorobenzoyl) urea.
- 40. The method of claim 1 in which the compound is 1-(4-(4-nitrophenoxy)-3,5-dichloro-phenyl!-3-(2,6-difluorobenzoyl)urea.
- 41. The method of claim 1 in which the compound is 1-�4-(4-chlorophenoxy)-3,5-dichloro-phenyl!-3-(2,6-difluorobenzoyl)urea.
- 42. The method of claim 1 in which the compound is l-�4-(5-trifluoromethyl-3-chloro-2-pyridyloxy)-3,5-dichlorophenyl!-3-(2,6-difluoro- benzoyl)urea.
- 43. The method of claim 1 in which the compound is 1-�3-chloro-4-(2,3-diimethyl-4-bromo-phenoxy)-2,5-dimethylphenyl!-3-(2,6-difluorobenzoyl) urea.
- 44. The method of claim 1 in which the compound is 1-�4-(3,5-dichloro-2-pyridyloxy)-3,5-dichlorophenyl!-3-(2,6-difluorobenzoyl)urea.
- 45. The method of claim 1 in which from about 0,01 mg/kg body wt, to about 1000 mg/kg body wt, of the compound is administeredto the host animal.
- 46. The method of claim 1 in which from about 1 mg/kg body wt, to about 100 mg/kg body wt, of the compound is administered to the host animal.
- 47. The method of claim 1 in which the administration is oral.
- 48. The method of claim 3 in which the administration is as a feed additive.
- 49. The method of claim 1 in which the administration is percutaneous.
- 50. The method of claim 49 in which the administration is by injection.
- 51. The method of claim 49 in which the administration is by pour-on application.
- 52. The method of claim 49 in which the administration is by implant.
- 53. The method of claim 49 in which the administration is by-spraying.
- 54. The method of claim 49 in which the, administration is by dipping or drenching.
- 55. The method of claim 1 in which the compound is used in combination with one or more biologically active materials.
- 56. The method of claim 1 in which the compound is used in combination with one or more medicinal drugs.
- 57. The method of claim 1, wherein the parasite is not directly affected while development of parasite offspring is inhibited.
Parent Case Info
This is a divisional of application Ser. No. 07/924,089 filed Aug. 3, 1992 now U.S. Pat. No. 5,420,168, which is a divisional of 06/804,638 filed Dec. 6, 1985, now U.S. Pat. No. 5,135,953 which is a CIP of 06/723,588 filed on Apr. 15, 1985, now abandoned which is a CIP of 06/687,249 filed on Dec. 28, 1984 now abandoned.
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Date |
Kind |
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Sirrenberg et al. |
Apr 1978 |
|
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|
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| Entry |
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Divisions (2)
|
Number |
Date |
Country |
| Parent |
924089 |
Aug 1992 |
|
| Parent |
804638 |
Dec 1985 |
|
Continuation in Parts (2)
|
Number |
Date |
Country |
| Parent |
723588 |
Apr 1985 |
|
| Parent |
687249 |
Dec 1984 |
|
Patent Grant
5776982
