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    • 1. 发明授权
    • Substituted 5-aminopyrazoles
    • US5486618A
    • 1996-01-23
    • US70386
    • 1993-06-07
    • Helmut HagenGerhard NilzHelmut WalterAndreas Landes
    • Helmut HagenGerhard NilzHelmut WalterAndreas Landes
    • A01N43/56A01N25/32C07D231/38C07D231/40C07D309/12C07D335/02C07D403/04C07D231/00
    • C07D403/04A01N25/32C07D231/40
    • Substituted 5-aminopyrazoles I ##STR1## where R.sup.1 is C.sub.1 -C.sub.8 -alkyl, C.sub.1 -C.sub.8 -hydroxyalkyl, phenyl which may carry 1-3 of the following radicals: halogen, nitro, alkyl, haloalkyl, alkoxy, haloalkoxy, alkylthio or --NR.sup.6 R.sup.7, and which may additionally carry a number of halogen atoms so that the total number of radicals is 5, R.sup.6 and R.sup.7 are each H or C.sub.1 -C.sub.4 -alkyl, R.sup.2 is H, C.sub.1 -C.sub.4 -alkyl or C.sub.1 -C.sub.4 -haloalkyl, R.sup.3 is CN, --CO--R.sup.8 or --CS--R.sup.8, R.sup.8 is OH, C.sub.1 -C.sub.4 -alkoxy, NH.sub.2, C.sub.1 -C.sub.4 -alkylamino or di-C.sub.1 -C.sub.4 -alkylamino, R.sup.4 and R.sup.5 are each H, C.sub.1 -C.sub.4 -alkyl, PX(OR.sup.9).sub.2, --SO.sub.2 --R.sup.9, --CX--R.sup.10, --CX--NH--CY--R.sup.9 or CX--NH--SO.sub.2 --R.sup.11, X and Y are each O or S, R.sup.9 is one of the substituents R.sup.1, R.sup.10 is C.sub.1 -C.sub.20 -alkyl, C.sub.1 -C.sub.4 -alkoxy, unsubstituted or substituted phenyl or unsubstituted or substituted NH.sub.2, R.sup.11 is NH.sub.2, C.sub.1 -C.sub.4 -alkylamino, di-C.sub.1 -C.sub.4 -alkylamino, pyrrolidinyl, piperidinyl or morpholinyl, R.sup.4 and R.sup.5 together form a group .dbd.CR.sup.12 R.sup.13 or --CO--W--CO--, R.sup.12 is H, NH.sub.2, C.sub.1 -C.sub.4 -alkylamino or C.sub.3 -C.sub.8 -cycloalkylamino, R.sup.13 is NH.sub.2, C.sub.1 -C.sub.4 -alkylamino, di-C.sub.1 -C.sub.4 -alkylamino, C.sub.3 -C.sub.8 -cycloalkylamino, pyrrolidin-1-yl, piperidin-1-yl, morpholin-4-yl, unsubstituted or substituted phenyl or unsubstituted or substituted pyridyl and W is an unsubstituted or substituted ethylene or ethenylene bridge, an unsubstituted or substituted 5-membered or 6-membered 1,2-C-bonded aromatic or heteroaromatic bridge, or an unsubstituted or substituted 5-membered or 6-membered 1,2-C-bonded cycloalkylene or cycloalkenylene bridge,and the basic salts of the compounds I in which R.sup.3 is hydroxycarbonyl or hydroxythiocarbonyl, and the acidic salts of the compounds I which contain a basic nitrogen atom,with the exception of 1-phenyl- and 1-methyl-4-cyano-5-acylaminopyrazole, 1-methyl-4-cyano-5-(chloromethylcarbonylamino)-pyrazole, 1-methyl-4-cyano-5-(phenylcarbonylamino)-pyrazole, 1-methyl-4-cyano-5-(p-chlorophenylcarbonylamino)-pyrazole and the compounds I in which R.sup.1 is methyl, phenyl, 4-chlorophenyl or 4-nitrophenyl, R.sup.2 is hydrogen, methyl or trifluoromethyl, R.sup.3 is cyano and R.sup.4 and R.sup.5 are simultaneously hydrogen, and herbicides which contain 2-(4-hetaryloxy)- and 2-(4-aryloxy)-phenoxyacetic acid or -propionic acid derivatives and/or cyclohexenone derivatives as herbicidal active ingredients and substituted 5-aminopyrazoles I' or, in the case of acidic terminal groups or basic nitrogen atoms, the salts of I' as antidotes.
    • 2. 发明授权
    • Herbicides containing substituted 2-aminothiophenes
    • US5422335A
    • 1995-06-06
    • US70389
    • 1993-06-07
    • Helmut HagenGerhard NilzHelmut WalterAndreas Landes
    • Helmut HagenGerhard NilzHelmut WalterAndreas Landes
    • A01N25/32A01N35/06A01N39/02A01N43/10C07D333/38C07D333/68C07D333/70C07D409/04C07D409/12C07D417/12A01N43/12A01N47/24C07D333/54
    • C07D409/04A01N25/32C07D333/38C07D333/68C07D409/12C07D417/12
    • A herbicidal composition containing one or more substituted 2-aminothiophenes of the formula I ##STR1## where R.sup.1 and R.sup.2 together from a C.sub.4 -alkylene chain to which a benzene ring may be fused,R.sup.3 is --CN or CX--R.sup.6, where R.sup.6 is hydroxyl, C.sub.1 -C.sub.4 -alkoxy or amino,R.sup.4 is hydrogen or a phenyl group which may carry one or two nitro radicals,--PO(OR.sup.8).sub.2, --CX--R.sup.9, --SO.sub.2 R.sup.10, --CX--N(H) --CO--R.sup.8 or --CX--N(R.sup.7)--SO.sub.2 --R.sup.11,whereR.sup.8 is hydrogen, C.sub.1 -C.sub.4 -alkyl or phenyl groupR.sup.9 is C.sub.1 -C.sub.20 -alkyl, partially or completely halogenated C.sub.1 -C.sub.6 -alkyl, C.sub.2 -C.sub.6 -alkenyl, C.sub.6 -cycloalkyl, or amino, C.sub.1 -C.sub.4 -alkylamino, C.sub.3 -C.sub.8 -cycloalkylamino, phenyl or phenylamino, where the aromatic moiety may carry at least one of nitro and halogen;R.sup.10 is C.sub.1 -C.sub.4 -alkyl or phenyl, which may carry one C.sub.1 -C.sub.4 -alkyl radical;R.sup.11 is pyrrolidin-1-yl, piperidin-1-yl, morpholin-4-yl or piperazin-1-yl, where the heterocyclic structures may carry one C.sub.1 -C.sub.4 -group;R.sup.5 is hydrogen;orR.sup.4 and R.sup.5 together form a group .dbd.CR.sup.12 R.sup.13 or --CO--W--CO--, where R.sup.12 is hydrogen, amino, C.sub.1 -C.sub.4 -alkylamino or C.sub.3 -C.sub.8 -cycloalkylamino;R.sup.13 is amino, C.sub.3 -C.sub.8 -cycloalkylamino, phenyl or pyridyl, where the two last mentioned substituents may carry at least one halogen or nitro radicals;W is an ethylene or ethenylene bridge, or a 6-membered 1,2-C-bonded aromatic bridge where these bridge members may carry, on each substitutable carbon atom, at least one halogena 5-membered or 6-membered 1,2-C-bonded cycloalkylene or cycloalkenylene bridge,and the basic salts of the compounds I in which R.sup.3 is hydroxycarbonyl or hydroxythiocarbonyl, and the acidic salts of the compounds I which contain a basic nitrogen atom, as antagonistic compoundsand one or more herbicidal active ingredients from the group consisting ofthe cyclohexenone derivatives of the formula III ##STR2##
    • 6. 发明授权
    • Thiochromenone derivatives as antidotes, and herbicides containing them
    • 硫代苯并醌衍生物作为解毒剂,以及含有它们的除草剂
    • US5378677A
    • 1995-01-03
    • US5797
    • 1993-01-19
    • Helmut HagenPeter RaatzHelmut WalterAndreas Landes
    • Helmut HagenPeter RaatzHelmut WalterAndreas Landes
    • A01N25/32A01N43/18C07D335/06
    • C07D335/06A01N25/32A01N43/18
    • Herbicidal agents containing at least one thiochromenone of the formula I ##STR1## where n is 1, 2, 3 or 4, and the radicals R.sup.3 may have different meanings when n is>1;R.sup.1 is hydrogen; cyano; halogen; substituted or unsubstituted alkyl, aryl or hetaryl;a group --XR.sup.4 or a group --COYR.sup.4, whereX is oxygen, sulfur and NR.sup.5,Y is oxygen and NR.sup.5,R.sup.4 is one of the following groups:hydrogen; formyl; alkyl; cycloalkyl; alkylcarbonyl; cycloalkylcarbonyl; alkylsulfonyl; cycloalkylsulfonyl;substituted or unsubstituted aryl, hetaryl, arylcarbonyl, hetarylcarbonyl, arylsulfonyl or hetarylsulfonyl;andR.sup.5 is hydrogen or substituted or unsubstituted alkyl, aryl or hetaryl;R.sup.2 is hydrogen; cyano; nitroso; nitro; halogen; substituted or unsubstituted alkyl, alkoxy, alkylthio, aryl or hetaryl;a group --NR.sup.4 R.sup.5 or a group --COYR.sup.4, whereY, R.sup.4 and R.sup.5 have the above meanings;R.sup.3 is hydrogen; cyano; halogen; substituted or unsubstituted alkyl, aryl or hetaryl;a group --YR.sup.4, a group --COYR.sup.4, a group --COR.sup.6 or a group --SO.sub.2 R.sup.7, whereY and R.sup.4 have the above meanings;R.sup.6 is one of the following groups:hydrogen; alkyl; cycloalkyl; substituted or unsubstituted aryl or hetaryl;andR.sup.7 is hydrogen; alkyl; cycloalkyl; substituted or unsubstituted aryl or hetaryl;or a group --NR.sup.4 R.sup.5, where R.sup.4 and R.sup.5 have the above meanings,and the plant-tolerated salts of those compounds I in which one or several of the substituents denote an acidic or basic group,and at least one herbicidal active ingredient.
    • 含有至少一种式I的图象的除草剂,其中n是1,2,3或4,当n大于1时,基团R 3可以具有不同的含义; R1是氢; 氰基; 卤素; 取代或未取代的烷基,芳基或杂芳基; 基团-XR4或基团-COYR4,其中X是氧,硫和NR5,Y是氧和NR5,R4是以下基团之一:氢; 甲酰基 烷基; 环烷基 烷基羰基; 环烷基羰基; 烷基磺酰基; 环烷基磺酰基; 取代或未取代的芳基,杂芳基,芳基羰基,杂芳基羰基,芳基磺酰基或杂芳基磺酰基; 和R 5是氢或取代或未取代的烷基,芳基或杂芳基; R2是氢; 氰基; 亚硝基 硝基 卤素; 取代或未取代的烷基,烷氧基,烷硫基,芳基或杂芳基; 基团-NR4R5或-COYR4基团,其中Y,R4和R5具有上述含义; R3是氢; 氰基; 卤素; 取代或未取代的烷基,芳基或杂芳基; 基团-YR4,-COYR4基团,基团-COR6或基团-SO2R7,其中Y和R4具有上述含义; R6是以下组之一:氢; 烷基; 环烷基 取代或未取代的芳基或杂芳基; 和R7是氢; 烷基; 环烷基 取代或未取代的芳基或杂芳基; 或-NR4R5基团,其中R4和R5具有上述含义,以及其中一个或几个取代基表示酸性或碱性基团的那些化合物I的植物耐受性盐和至少一种除草活性成分。