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    • 82. 发明申请
    • Silicon compounds with microbiocidal activity
    • US20060287328A1
    • 2006-12-21
    • US10569343
    • 2004-09-08
    • Josef EhrenfreundClemens LamberthHans ToblerHarald Walter
    • Josef EhrenfreundClemens LamberthHans ToblerHarald Walter
    • C07D417/02C07D413/02C07D409/02C07D403/02A01N43/54A01N43/80A01N43/76A01N43/64
    • C07F7/0812A01N55/00
    • Fungicidal compounds of formula (1): where X is O or S; RING is phenyl or thienyl; Het is a 5- or 6-membered heterocyclic ring containing one to three heteroatoms, each independently selected from oxygen, nitrogen and sulphur, the ring being substituted by one to four groups R4; R1 is hydrogen, optionally substituted (C1-4)alkyl, formyl, optionally substituted (C1-4)alkylC(═O), optionally substituted (C1-4)alkylC(═O)O, optionally substituted (C1-4)alkoxy(C1-4)alkyl, optionally substituted allyl, optionally substituted propargyl or optionally substituted allenyl; each R2 is, independently, halogen, optionally substituted (C1-4)alkyl, optionally substituted (C1-4)alkoxy or optionally substituted (C1-4)alkoxy(C1-4)alkyl; R3 is (CRaRb)m-Cy-(CRcRd)n—Y; each R4 is, independently, selected from halogen, C1-3 alkyl, C1-3 haloalkyl, C1-3alkoxy(C1-3)alkyl and cyano; Ra, Rb, Rc and Rd are each, independently, hydrogen or optionally substituted (C1-4)alkyl; Cy is an optionally substituted carbocyclic or heterocyclic 3-7 membered ring which may be saturated, unsaturated or aromatic and which optionally contains a silicon atom as a ring member; (CRaRb)m and (CRcRd), may be bound either to the same carbon or silicon atom of Cy or to different atoms separated by 1, 2 or 3 ring members; Y is Si(OpZ1)(OqZ2)(O5Z) and provided that Cy contains a silicon atom as a ring member then Y may also be hydrogen; Z is C1-4 alkyl or C2-4 alkenyl (each of which is optionally interrupted by one heteroatom selected from O, S and N and is optionally substituted by one to three independently selected halogen atoms); Z1 and Z2 are, independently, methyl or ethyl; in and n are each, independently, 0, 1, 2 or 3; p, q and s are each, independently, 0 or 1; and r is 0, 1 or 2; or an N-oxide thereof; novel intermediates used in the preparation of these compounds, agrochemical compositions which comprise at least one of the novel compounds as active ingredient and the use of the active ingredients or compositions in agriculture or horticulture for controlling or preventing infestation of plants by phytopathogenic microorganisms, preferably fungi.
    • 83. 发明申请
    • Cyclopropyl-thienyl-carboxamide as fungicides
    • US20060030567A1
    • 2006-02-09
    • US10532847
    • 2003-10-24
    • Josef EhrenfreundHans ToblerHarald Walter
    • Josef EhrenfreundHans ToblerHarald Walter
    • C07D409/02A01N43/64A01N43/54
    • C07D409/12C07D333/36C07D411/12C07D417/12
    • A fungicidally active compound of formula (I): where X is (X1), (X2) or (X3); Het is a 5- or 6-membered heterocyclic ring containing one to three heteroatoms, each independently selected from oxygen, nitrogen and sulphur, provided that the ring is not 1,2,3-triazole, the ring being substituted by groups R4, R5 and R6; R1 and R2 are each, independently, hydrogen, halo or methyl; R3 is optionally substituted C2-12 alkyl, optionally substituted C2-12 alkenyl, optionally substituted C2-12 alkynyl, optionally substituted C3−12 cycloalkyl, optionally substituted phenyl or optionally substituted heterocyclyl; R4, R5 and R6 are each, independently, selected from hydrogen, halo, cyano, nitro, C1-4 alkyl, C1-4 haloalkyl, C1-4 alkoxy(C1-4)alkylene and C1-4 haloalkoxy(C1-4)alkylene, provided that at least one of R4, R5 and R6 is not hydrogen; and R7 and R8 are each, independently, hydrogen, halogen, C1-4 alkyl or Clue haloalkyl; the invention also relates to the preparation of these compounds, to novel intermediates used in the preparation of these compounds, to the preparation of intermediates, to agrochemical compositions which comprise at least one of the novel compounds as active ingredient and to the use of the active ingredients or compositions in agriculture or horticulture for controlling or preventing infestation of plants by phytopathogenic microorganisms, preferably fungi.
    • 85. 发明授权
    • N-phenyl-N-carboxythioureas and their use in the control of pests
    • N-苯基-N-羧基硫脲及其在防治害虫中的应用
    • US4908383A
    • 1990-03-13
    • US356665
    • 1989-05-23
    • Jozef DrabekJosef Ehrenfreund
    • Jozef DrabekJosef Ehrenfreund
    • A01N47/34C07C335/28C07C335/38
    • A01N47/34C07C335/28C07C335/38C07C2101/08C07C2101/10
    • Novel N-phenyl-N-carboxythioureas of the formula I ##STR1## in which R.sub.1 and R.sub.2 each represents C.sub.1 -C.sub.10 alkyl, C.sub.3 -C.sub.7 cycloalkyl or C.sub.5 -C.sub.6 cycloalkenyl,R.sub.3 represents hydrogen, halogen, C.sub.1 -C.sub.10 alkyl, C.sub.1 -C.sub.10 alkoxy or C.sub.1 -C.sub.10 alkylthio,R.sub.4 represents C.sub.1 -C.sub.10 alkyl, C.sub.2 -C.sub.10 alkenyl, C.sub.2 -C.sub.10 alkynyl or phenyl-C.sub.1 -C.sub.7 alkyl; C.sub.1 -C.sub.10 alkyl, C.sub.2 -C.sub.10 alkenyl, C.sub.2 -C.sub.10 alkynyl or phenyl-C.sub.1 -C.sub.7 alkyl each mono- or poly-substituted by halogen or interrupted one or several times by oxygen and/or sulphur; C.sub.3 -C.sub.8 cycloalkyl; or C.sub.3 -C.sub.8 cycloalkyl mono- or poly-substituted by halogen or by C.sub.1 -C.sub.5 alkyl, andR.sub.5 represents C.sub.1 -C.sub.10 alkyl; phenyl-C.sub.1 -C.sub.7 alkyl; C.sub.1 -C.sub.10 alkyl or phenyl-C.sub.1 -C.sub.7 alkyl each mono- or poly-substituted by halogen or interrupted one or several times by oxygen and/or sulphur; C.sub.3 -C.sub.8 cycloalkyl; or C.sub.3 -C.sub.8 cycloalkyl mono- or poly-substituted by halogen or by C.sub.1 -C.sub.5 alkyl, processes and salts of corresponding isothioureas as intermediates for their preparation, their use in pest control, and pesticidal compositions that contain at least one compound of the formula I or an active intermediate, are disclosed. The preferred field of application is the control of pests on animals and plants.
    • 新的式I的N-苯基-N-羧基硫脲,其中R 1和R 2各自表示C 1 -C 10烷基,C 3 -C 7环烷基或C 5 -C 6环烯基,R 3表示氢,卤素,C 1 -C 10烷基,C 1 -C 10烷氧基 或C 1 -C 10烷硫基,R 4表示C 1 -C 10烷基,C 2 -C 10烯基,C 2 -C 10炔基或苯基-C 1 -C 7烷基; C 1 -C 10烷基,C 2 -C 10烯基,C 2 -C 10炔基或苯基-C 1 -C 7烷基,其各自被卤素单取代或多取代,或被氧和/或硫中断一次或数次; C 3 -C 8环烷基; 或被卤素或C 1 -C 5烷基单取代或多取代的C 3 -C 8环烷基,R 5表示C 1 -C 10烷基; 苯基-C 1 -C 7烷基; 每个被卤素单取代或多取代的C 1 -C 10烷基或苯基-C 1 -C 7烷基,或被氧和/或硫中断一个或几个; C 3 -C 8环烷基; 或被卤素或C 1 -C 5烷基单取代或多取代的C 3 -C 8环烷基,相应的异硫脲的方法和盐作为其制备的中间体,其在病虫害防治中的用途,以及含有至少一种式I化合物或 公开了一种活性中间体。 优选的应用领域是控制动物和植物上的害虫。
    • 87. 发明授权
    • Substituted phenylhydrazines and phenyloxadiazolinones and pesticidal
usage thereof
    • 取代苯肼和苯基恶二唑啉酮及其农药使用
    • US4725302A
    • 1988-02-16
    • US800179
    • 1985-11-20
    • Josef Ehrenfreund
    • Josef Ehrenfreund
    • A01N43/82A01N43/824A01N47/24C07D271/06C07D271/07C07D307/12C07D307/20C07D309/12C07D413/12A61K31/42C07D271/10C07D307/04C07D309/04
    • C07D271/07A01N43/82A01N47/24C07D307/12C07D307/20C07D309/12C07D413/12
    • Phenylhydrazines of the formula I ##STR1## wherein R.sub.1 is --A--R--Z,A is oxygen, sulfur, ##STR2## R is C.sub.1 -C.sub.6 -alkylene, C.sub.1 -C.sub.6 -haloalkyl-C.sub.1 -C.sub.6 -alkylene, C.sub.1 -C.sub.6 -alkoxy-C.sub.1 -C.sub.6 -alkylene or C.sub.1 -C.sub.6 -alkylthio-C.sub.1 -C.sub.6 -alkylene,Z is halogen, C.sub.1 -C.sub.6 -haloalkyl, C.sub.1 -C.sub.6 -alkoxy, C.sub.1 -C.sub.6 -alkylthio, C.sub.1 -C.sub.6 -alkylsulfinyl or C.sub.1 -C.sub.6 -alkylsulfonyl, orR and Z together are ##STR3## R.sub.2 is hydrogen, halogen, C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -alkoxy, C.sub.1 -C.sub.6 -alkylthio or (C.sub.1 -C.sub.6 -alkyl).sub.2 amino,n is a number from 1-4, and R.sub.2 can be different when n is one of the numbers 2-4,R.sub.3 is halogen,R.sub.4 is hydrogen,R.sub.5 is --COOR.sub.6, orR.sub.3, R.sub.4 and R.sub.5 together form a bridge member of the formula ##STR4## and R.sub.6 is C.sub.1 -C.sub.6 -alkyl, C.sub.2 -C.sub.6 -alkenyl or C.sub.2 -C.sub.6 -alkynyl.A process for producing these phenylhydrazines and their use for controlling pests are described.
    • 式I的苯肼(I)其中R 1是-ARZ,A是氧,硫,R 2是C 1 -C 6亚烷基,C 1 -C 6卤代烷基-C 1 -C 6亚烷基,C 1 -C 6 - 烷氧基-C 1 -C 6亚烷基或C 1 -C 6烷硫基-C 1 -C 6亚烷基,Z为卤素,C 1 -C 6卤代烷基,C 1 -C 6烷氧基,C 1 -C 6烷硫基,C 1 -C 6烷基亚磺酰基或C 1 -C 6 - C6-烷基磺酰基或R和Z一起是R 2是氢,卤素,C 1 -C 6烷基,C 1 -C 6 - 烷氧基,C 1 -C 6 - 烷硫基或(C 1 -C 6烷基)2氨基 ,n为1-4的数,当n为2-4时,R2为可以不同,R3为卤素,R4为氢,R5为-COOR6或R3,R4和R5一起形成桥构件 式为“IMAGE”,R6为C1-C6-烷基,C2-C6-烯基或C2-C6-炔基。 描述了制备这些苯肼的方法及其用于防治害虫的用途。
    • 88. 发明授权
    • Fused N-phenylsulfonyl-N'-pyrimidinylureas
    • 熔融的N-苯基磺酰基-N'-嘧啶基脲
    • US4675046A
    • 1987-06-23
    • US825283
    • 1986-02-03
    • Josef EhrenfreundWerner Fory
    • Josef EhrenfreundWerner Fory
    • A01N47/36C07D217/24C07D279/02C07D311/18C07D311/76C07D327/06C07D335/06C07D339/08C07D401/12C07D411/12C07D521/00C07D239/69A01N43/54
    • C07D521/00A01N47/36C07D217/24C07D327/06
    • N-phenylsulfonyl-N'-pyrimidinylureas of the formula ##STR1## wherein Z is oxygen or sulfur,R.sup.1 is hydrogen, halogen, nitro, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 haloalkyl, cyano, or a --X--R.sup.5, --CO--X--R.sup.6, --CO--NR.sup.7 R.sup.8, --SO--R.sup.9 or --SO.sub.2 --R.sup.10 group,R.sup.2 is hydrogen, C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 alkoxy,R.sup.3 is C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 haloalkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 haloalkoxy or C.sub.3 -C.sub.6 cycloalkyl,R.sup.4 is hydrogen, halogen, C.sub.1 -C.sub.4 haloalkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 haloalkoxy, C.sub.2 -C.sub.4 alkoxyalkoxy, C.sub.3 -C.sub.6 cycloalkyl or --NR.sup.11 R.sup.12,R.sup.5 is C.sub.3 -C.sub.5 alkynyl or C.sub.1 -C.sub.4 alkyl which is unsubstituted or substituted by halogen or C.sub.1 -C.sub.4 -alkoxy, or is C.sub.3 -C.sub.5 alkenyl, which is unsubstituted or is substituted by halogen or C.sub.1 -C.sub.4 -alkoxy,R.sup.6 and R.sup.9 are each independently C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 haloalkyl, C.sub.2 -C.sub.4 alkoxyalkyl, C.sub.3 -C.sub.5 alkenyl, C.sub.3 -C.sub.5 alkynyl, phenyl or benzyl,R.sup.7 and R.sup.8 are each independently hydrogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 haloalkyl, C.sub.2 -C.sub.4 alkoxyalkyl, C.sub.3 -C.sub.5 alkenyl, C.sub.3 -C.sub.5 alkynyl, phenyl or benzyl,R.sup.10 is C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 haloalkoxy or --NR.sup.13 R.sup.14,R.sup.11 and R.sup.12 are each independently hydrogen or C.sub.1 -C.sub.4 alkyl,R.sup.13 and R.sup.14 are each independently hydrogen C.sub.1 -C.sub.4 alkyl C.sub.1 -C.sub.4 haloalkyl, C.sub.2 -C.sub.4 alkoxyalkyl, C.sub.3 -C.sub.5 alkenyl, C.sub.3 -C.sub.5 alkynyl, phenyl or benzyl, andX is oxygen or sulfur,or a salt thereof have good pre and post-emergence selective herbicidal and growth regulating properties.
    • N-苯基磺酰基-N'-嘧啶基脲,其中Z是氧或硫,R 1是氢,卤素,硝基,C 1 -C 4烷基,C 1 -C 4卤代烷基,氰基或-X-R 5,-CO-X -R6,-CO-NR7R8,-SO-R9或-SO2-R10基团,R2是氢,C1-C4烷基或C1-C4烷氧基,R3是C1-C4烷基,C1-C4卤代烷基,C1-C4烷氧基,C1-C4卤代烷氧基或C3 -C 6环烷基,R 4是氢,卤素,C 1 -C 4卤代烷基,C 1 -C 4烷氧基,C 1 -C 4卤代烷氧基,C 2 -C 4烷氧基烷氧基,C 3 -C 6环烷基或-NR 11 R 12,R 5是未被取代或被卤素或C1取代的C 3 -C 5炔基或C 1 -C 4烷基 C 4 - 烷氧基,或者是未被取代或被卤素或C 1 -C 4烷氧基取代的C 3 -C 5烯基,R 6和R 9各自独立地为C 1 -C 4烷基,C 1 -C 4卤代烷基,C 2 -C 4烷氧基烷基,C 3 -C 5烯基, C 3 -C 5炔基,苯基或苄基,R 7和R 8各自独立地为氢,C 1 -C 4烷基,C 1 -C 4卤代烷基,C 2 -C 4烷氧基烷基,C 3 -C 5烯基,C 3 -C 5炔基,苯基或苄基,R 10为C 1 -C 4烷基,C 1 -C 4烷氧基, C1-C4卤代烷氧基或-NR13R14,R11和R12各自独立地表示 R 13和R 14各自独立地为C 1 -C 4烷基C 1 -C 4卤代烷基,C 2 -C 4烷氧基烷基,C 3 -C 5烯基,C 3 -C 5炔基,苯基或苄基,X为氧或硫或其盐具有良好的 前期和后期选择性除草和生长调节性质。
    • 89. 发明授权
    • Fused N-phenylsulfonyl-N-triazinylureas
    • 熔融的N-苯基磺酰基-N-三嗪基脲
    • US4589911A
    • 1986-05-20
    • US606076
    • 1984-05-01
    • Josef EhrenfreundWerner Fory
    • Josef EhrenfreundWerner Fory
    • A01N47/36C07D217/24C07D279/02C07D311/18C07D311/76C07D327/06C07D335/06C07D339/08C07D401/12C07D411/12C07D521/00A01N43/68A01N43/70
    • C07D521/00A01N47/36C07D217/24C07D327/06
    • Fused N-phenylsulfonyl-N'-triazinylurea of formula I ##STR1## wherein Z is oxygen or sulfur,R.sup.1 is hydrogen, halogen, nitro, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 haloalkyl, cyano, or a --X--R.sup.5, --CO--X--R.sup.6, --CO--NR.sup.7 R.sup.8, --SO--R.sup.9 or --SO.sub.2 --R.sup.10 group,R.sup.2 is hydrogen, C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 alkoxy,R.sup.3 is C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 haloalkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 haloalkoxy or C.sub.3 -C.sub.6 cycloalkyl,R.sup.4 is hydrogen, halogen, C.sub.1 -C.sub.4 haloalkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 haloalkoxy, C.sub.2 -C.sub.4 alkoxyalkoxy, C.sub.3 -C.sub.6 cycloalkyl or --NR.sup.11 R.sup.12,R.sup.5 is C.sub.3 -C.sub.5 alkynyl or C.sub.1 -C.sub.4 alkyl which is unsubstituted or substituted by halogen or C.sub.1 -C.sub.4 -alkoxy, or is C.sub.3 -C.sub.5 alkenyl, which is unsubstituted or is substituted by halogen or C.sub.1 -C.sub.4 -alkoxy,R.sup.6 and R.sup.9 are each independently C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 haloalkyl, C.sub.2 -C.sub.4 alkoxyalkyl, C.sub.3 -C.sub.5 alkenyl, C.sub.3 -C.sub.5 alkynyl, phenyl or benzyl,R.sup.7 and R.sup.8 are each independently hydrogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 haloalkyl, C.sub.2 -C.sub.4 alkoxyalkyl, C.sub.3 -C.sub.5 alkenyl, C.sub.3 -C.sub.5 alkynyl, phenyl or benzyl,R.sup.10 is C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 haloalkoxy or --NR.sup.13 R.sup.14,R.sup.11 and R.sup.12 are each independently hydrogen or C.sub.1 -C.sub.4 alkyl,R.sup.13 and R.sup.14 are each independently hydrogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 haloalkyl, C.sub.2 -C.sub.4 alkoxyalkyl, C.sub.3 -C.sub.5 alkenyl, C.sub.3 -C.sub.5 alkynyl, phenyl or benzyl, andX is oxygen or sulfur,or a salt thereof have good pre and post-emergence selective herbicidal and growth regulating properties.
    • 熔融的式I的N-苯基磺酰基-N'-三嗪基脲其中Z是氧或硫,R 1是氢,卤素,硝基,C 1 -C 4烷基,C 1 -C 4卤代烷基,氰基或-X-R 5, -CO-X-R6,-CO-NR7R8,-SO-R9或-SO2-R10基,R2是氢,C1-C4烷基或C1-C4烷氧基,R3是C1-C4烷基,C1-C4卤代烷基,C1-C4烷氧基,C1 C 4卤代烷氧基或C 3 -C 6环烷基,R 4是氢,卤素,C 1 -C 4卤代烷基,C 1 -C 4烷氧基,C 1 -C 4卤代烷氧基,C 2 -C 4烷氧基烷氧基,C 3 -C 6环烷基或-NR 11 R 12,R 5是未被取代或取代的C 3 -C 5炔基或C 1 -C 4烷基 或未被取代或被卤素或C 1 -C 4 - 烷氧基取代的C 3 -C 5烯基,R 6和R 9各自独立地为C 1 -C 4烷基,C 1 -C 4卤代烷基,C 2 -C 4烷氧基烷基,C 3 -C 4烷氧基, C5链烯基,C3-C5炔基,苯基或苄基,R7和R8各自独立地为氢,C1-C4烷基,C1-C4卤代烷基,C2-C4烷氧基烷基,C3-C5烯基,C3-C5炔基,苯基或苄基,R10为C1-C4烷基,C1- C4烷氧基,C1-C4卤代烷氧基或-NR13R14,R11和R12各自为吲哚基 R 1和R 4各自独立地为氢,C 1 -C 4烷基,C 1 -C 4卤代烷基,C 2 -C 4烷氧基烷基,C 3 -C 5烯基,C 3 -C 5炔基,苯基或苄基,X为氧或硫或其盐 具有良好的芽前和出苗后选择性除草和生长调节性质。