PHENYLIMINO-THIADIAZABICYCLOALKANE DERIVATIVES, PROCESSES AND INTERMEDIATES FOR THEIR PREPARATION AND THEIR USE AS HERBICIDES
    3.
    发明申请
    PHENYLIMINO-THIADIAZABICYCLOALKANE DERIVATIVES, PROCESSES AND INTERMEDIATES FOR THEIR PREPARATION AND THEIR USE AS HERBICIDES 审中-公开
    苯乙烯 - 三亚氮杂环戊烷衍生物,其制备方法和中间体及其作为除草剂的用途

    公开(公告)号:WO1995021174A1

    公开(公告)日:1995-08-10

    申请号:PCT/EP1995000253

    申请日:1995-01-25

    Inventor: CIBA-GEIGY AG

    Abstract: Compounds of formula (I): wherein R is C1-C6alkyl, C1-C6haloalkyl, C3-C6alkenyl, C3-C6alkynyl, C1-C4alkoxy or C3-C6cycloalkyl; R1 is halogen; R2 and R3 are each independently of the other C1-C4alkyl; R4 is halogen or a group of the formula -X-R5, -X-A-R6 or (a); R5 is hydrogen, C1-C6alkyl, C1-C8haloalkyl, C1-C4alkoxy-C1-C4alkyl, C1-C10alkylthio-C1-C4alkyl, C1-C4alkylamino-C1-C4alkyl, di-C1-C4alkylamino-C1-C4alkyl, cyano-C1-C8-alkyl, C3-C8alkenyl, C3-C8haloalkenyl, C3-C8alkynyl, C3-C6cycloalkyl, oxetanyl, C3-C7-halocycloalkyl, C3-C7cycloalkyl-C1-C4alkyl, phenyl-C1-C3alkyl that is unsubstituted or substituted in the phenyl ring by 1, 2 or 3 identical or different substituents selected from halogen, C1-C4alkyl, C1-C4haloalkyl, C1-C4alkoxy and C1-C4haloalkoxy, or R5 is an alkali metal, alkaline earth metal or ammonium ion, or is the group -N=C(CH3)2, -CH2-O-N=C(CH3)2 or -CH2CH2-O-N=C(CH3)2; X is oxygen or sulfur; A is C1-C4 alkylene; R6 is a 5- or 6-membered heterocyclic ring that contains from 1 to 3 hetero atoms selected from the group oxygen, nitrogen and sulfur and that is bonded via the carbon or nitrogen atom to the alkylene chain A, it being possible for the heterocyclic ring in turn also to be benzene-fused and mono- or di-substituted by halogen, C1-C4alkyl, C1-C3haloalkyl, C1-C3alkoxy, C1-C3haloalkoxy, di-C1-C3alkylamino, hydroxy or by an oxy function; R7 is hydrogen, C1-C6alkyl, C1-C4haloalkyl, C1-C4alkoxy, C1-C4alkoxy-C1-C4alkyl, C3-C6alkenyl, C3-C6alkynyl, C3-C8cycloalkyl, hydroxy-C1-C4alkyl or cyano-C1-C4alkyl; R8 is hydrogen, C1-C6alkyl, C1-C4haloalkyl, C1-C4alkoxy-C1-C4-alkyl, hydroxy-C1-C4-alkyl, C3-C6alkenyl, phenyl or phenyl-C1-C3alkyl, the phenyl ring being unsubstituted or mono-, di- or tri-substituted by halogen, C1-C4alkyl, C1-C4haloalkyl, C1-C4alkoxy or by C1-C4haloalkoxy; or R7 and R8, together with the nitrogen atom to which they are bonded, form a pyrrolidino, piperidino, morpholino, thiomorpholino or piperazino ring that is unsubstituted or mono- or di-substituted by C1-C3alkyl; Z is oxygen or sulfur; n is 3, 4 or 5; and n1 is 0, 1, 2 or 3, and salts of those compounds, are suitable as herbicides for controlling weeds in crops of useful plants.

    Abstract translation: 式(I)化合物:其中R是C 1 -C 6烷基,C 1 -C 6卤代烷基,C 3 -C 6烯基,C 3 -C 6炔基,C 1 -C 4烷氧基或C 3 -C 6环烷基; R1是卤素; R2和R3各自独立地为C 1 -C 4烷基; R4是卤素或式-X-R5,-X-A-R6或(a)的基团; R 5是氢,C 1 -C 6烷基,C 1 -C 8卤代烷基,C 1 -C 4烷氧基-C 1 -C 4烷基,C 1 -C 10烷硫基-C 1 -C 4烷基,C 1 -C 4烷基氨基-C 1 -C 4烷基,二-C 1 -C 4烷基氨基-C 1 -C 4烷基,氰基-C1- C 3 -C 8烷基,C 3 -C 8烯基,C 3 -C 8卤代烯基,C 3 -C 8炔基,C 3 -C 6环烷基,氧杂环丁烷基,C 3 -C 7 - 卤代环烷基,C 3 -C 7环烷基-C 1 -C 4烷基,未被取代或在苯环中取代的苯基-C 1 -C 3烷基 1,2或3个相同或不同的选自卤素,C 1 -C 4烷基,C 1 -C 4卤代烷基,C 1 -C 4烷氧基和C 1 -C 4卤代烷氧基的取代基,或R 5为碱金属,碱土金属或铵离子,或为-N = C(CH3)2,-CH2-ON = C(CH3)2或-CH2CH2-ON = C(CH3)2; X是氧或硫; A是C 1 -C 4亚烷基; R6是含有1至3个选自氧,氮和硫的杂原子并通过碳或氮原子与亚烷基链A键合的5或6元杂环,杂环可能是可能的 环也被苯稠合并被卤素,C 1 -C 4烷基,C 1 -C 3卤代烷基,C 1 -C 3烷氧基,C 1 -C 3卤代烷氧基,二-C 1 -C 3烷基氨基,羟基或氧官能团单取代或二取代; R 7是氢,C 1 -C 6烷基,C 1 -C 4卤代烷基,C 1 -C 4烷氧基,C 1 -C 4烷氧基-C 1 -C 4烷基,C 3 -C 6烯基,C 3 -C 6炔基,C 3 -C 8环烷基,羟基-C 1 -C 4烷基或氰基-C 1 -C 4烷基; R 8是氢,C 1 -C 6烷基,C 1 -C 4卤代烷基,C 1 -C 4烷氧基-C 1 -C 4 - 烷基,羟基-C 1 -C 4烷基,C 3 -C 6烯基,苯基或苯基-C 1 -C 3烷基, ,被卤素,C 1 -C 4烷基,C 1 -C 4卤代烷基,C 1 -C 4烷氧基或被C 1 -C 4卤代烷氧基二取代或三取代; 或R 7和R 8与它们所键合的氮原子一起形成未被取代或被C 1 -C 3烷基单取代或二取代的吡咯烷子基,哌啶子基,吗啉代,硫代吗啉代或哌嗪子基环; Z是氧或硫; n为3,4或5; 并且n1为0,1,2或3,并且这些化合物的盐适合作为用于控制有用植物作物中杂草的除草剂。

    CHEMOPROTECTIVE ISOTHIOCYANATES
    10.
    发明申请
    CHEMOPROTECTIVE ISOTHIOCYANATES 审中-公开
    化学保护异硫氰酸酯

    公开(公告)号:WO1994019948A1

    公开(公告)日:1994-09-15

    申请号:PCT/US1994002453

    申请日:1994-03-11

    Abstract: Sulforaphane has been isolated and identified as a major and very potent phase II enzyme inducer in broccoli (Brassica oleracea italica). Sulforaphane is a monofunctional inducer, inducing phase II enzymes selectively without the induction of aryl hydrocarbon receptor-dependent cytochromes P-450 (phase I enzymes). Analogues differing in the oxidation state of sulfur and the number of methylene groups were synthesized, and their inducer potencies were measured. Sulforaphane is the most potent of these analogues. Other analogues having different substituent groups in place of the methylsulfinyl group of sulforaphane were also synthesized and assessed. Of these, the most potent are 6-isothiocyanato-2-hexanone and exo-2-acethyl-6-isothiocyanatonorbornane.

    Abstract translation: 已经分离出了萝卜硫烷,并将其鉴定为西兰花中的主要且非常有效的II期酶诱导剂(Brassica oleracea italica)。 Sulforaphane是单功能诱导剂,不依赖诱导芳基受体依赖的细胞色素P-450(I期酶)选择性地诱导II期酶。 合成了硫的氧化态和亚甲基数的不同的类似物,测定了它们的诱导效力。 磺吡烟是这些类似物中最有效的。 还合成了具有不同取代基的其他类似物代替萝卜硫代甲基亚磺酰基,并进行了评估。 其中最有效的是6-异硫氰酸根合-2-己酮和外-2-乙酰基-6-异硫氰基降冰片烷。

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