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    Phenylpyrimidines as antidotes for protecting cultivated plants against phytotoxic damage caused by herbicides
    4.
    发明授权
    Phenylpyrimidines as antidotes for protecting cultivated plants against phytotoxic damage caused by herbicides 失效

    公开(公告)号：US4493726A

    公开(公告)日：1985-01-15

    申请号：US486651

    申请日：1983-04-20

    Applicant: Kurt Burdeska ,  Guglielmo Kabas, deceased ,  Hans-Georg Brunner ,  Werner Fory

    Inventor： Kurt Burdeska ,  Guglielmo Kabas, deceased ,  Hans-Georg Brunner ,  Werner Fory

    IPC: A01N57/10 ,  A01N25/02 ,  A01N25/32 ,  A01N37/22 ,  A01N43/54 ,  A01P13/00 ,  C07D239/30 ,  C07D239/42 ,  C07D239/46 ,  C07D239/47 ,  C07D239/52 ,  C07D405/10 ,  C07F9/6512 ,  A01N43/48 ,  C07D239/02

    CPC classification number: C07D239/30 ,  A01N25/32 ,  C07D239/42 ,  C07D239/47 ,  C07D239/52 ,  C07F9/65122

    Abstract: Phenylpyrimidines of the formula I as defined below are suitable as antidotes for protecting cultivated plants from phytotoxic effects caused by herbicides. These antidotes, either together with the herbicides or also by themselves, are applied to the plants or incorporated in the soil in which the plants grow, or they are used to treat the seeds of the plants. Suitable herbicides are those belonging to the class of the haloacetanilides, haloacetamides, thiocarbamates, carbamates, nitroanilides, triazines, phenylureas, haloacetic acids, phenoxy- and pyridyloxyphenoxyalkanecarboxylic acid derivatives, benzoic acid derivatives etc. The phenylpyrimidines have the formula I ##STR1## wherein n is an integer from 1 to 5,R is hydrogen, halogen, cyano, nitro or hydroxyl, a C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 alkoxy or C.sub.1 -C.sub.6 alkylthio group, which is unsubstituted or mono- or polysubstituted by halogen, C.sub.1 -C.sub.6 alkoxy, C.sub.2 -C.sub.12 alkoxyalkyl, C.sub.1 -C.sub.6 alkylcarbonyl, C.sub.1 -C.sub.6 alkylcarbonyloxy, C.sub.1 -C.sub.6 alkoxycarbonyl, C.sub.2 -C.sub.6 alkenylcarbonyl or C.sub.2 -C.sub.6 alkynylcarbonyl, di(C.sub.1 -C.sub.6)alkylamino, C.sub.1 -C.sub.6 alkylenedioxy, phosphonyl or C.sub.1 -C.sub.6 alkylphosphonyl; or R is a C.sub.2 -C.sub.6 alkenyl or C.sub.2 -C.sub.6 alkenyloxy group or the formyl or carboxyl group; or is a carbonyl or carbonyloxy group which is substituted by C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 haloalkyl, C.sub.1 -C.sub.6 alkoxy, C.sub.2 -C.sub.6 alkenyl, C.sub.2 -C.sub.6 alkynyl, amino, di(C.sub.1 -C.sub.6)alkylamino, or by a 5- to 6-membered saturated heterocyclic ring which is bound through the nitrogen atom; or is an amino group which is unsubstituted or substituted by C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 alkoxy or C.sub.1 -C.sub.6 alkylcarbonyl; or it is an ureido radical which is unsubstituted or substituted by C.sub.1 -C.sub.6 alkyl or C.sub.1 -C.sub.6 alkoxy or it is the sulfonyl, a C.sub.1 -C.sub.6 alkylsulfonyl, the sulfamoyl, a C.sub.1 -C.sub.6 alkylsulfamoyl or a C.sub.1 -C.sub.6 alkylcarbonylsulfamoylrest,R.sub.1 and R.sub.3 each independently of the other is halogen, cyano, hydroxyl, sulfhydryl, a C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 alkoxy or C.sub.1 -C.sub.6 ethylthio radical, which is unsubstituted or substituted by halogen or C.sub.1 -C.sub.6 alkoxy; a C.sub.2 C.sub.6 alkenyl or C.sub.2 -C.sub.6 alkynyl radical, a C.sub.3 -C.sub.6 cycloalkyl radical, an amino, C.sub.1 -C.sub.6 alkylamino or di(C.sub.1 -C.sub.6 alkyl) amino, group, a 5- to 6-membered saturated heterocyclic ring, which is bound through the nitrogen atom, a phenyl or phenoxyrest andR.sub.2 is hydrogen, halogen, C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 haloalkyl or phenyl.

    Organo-phosphoric esters and their production and use
    6.
    发明授权
    Organo-phosphoric esters and their production and use 失效
    有机磷酸酯及其生产和使用

    公开(公告)号：US4326058A

    公开(公告)日：1982-04-20

    申请号：US116214

    申请日：1980-01-28

    Applicant: Takayuki Okabe ,  Masachika Hirano ,  Kunio Mukai

    Inventor： Takayuki Okabe ,  Masachika Hirano ,  Kunio Mukai

    IPC: A01N57/16 ,  A01N57/32 ,  C07D239/26 ,  C07D239/30 ,  C07D239/34 ,  C07D239/36 ,  C07F9/6512 ,  C07F9/65

    CPC classification number: C07D239/26 ,  A01N57/16 ,  A01N57/32 ,  C07D239/34 ,  C07D239/36 ,  C07F9/65122

    Abstract: Phosphoro-thioates or dithioates of the formula (I), ##STR1## wherein R is a C.sub.1 -C.sub.3 alkyl group, R.sub.1 is a C.sub.1 -C.sub.3 alkoxy, C.sub.1 -C.sub.4 alkylamino or allylamino group, R.sub.2 is a halogen atom, a C.sub.1 -C.sub.4 alkoxy or C.sub.1 -C.sub.3 alkyl group, R.sub.3 is a hydrogen or halogen atom or a C.sub.1 -C.sub.3 alkyl group, R.sub.4 is a C.sub.1 -C.sub.3 alkyl group, and X is an oxygen or sulfur atom, provided that when R.sub.1 is a C.sub.1 -C.sub.4 alkylamino or allylamino group, X is an oxygen atom, a process for producing phosphoro-thioates or dithioates of the formula (I) characterized by condensing a pyrimidine of the formula (II), ##STR2## wherein Y is a halogen atom, and R.sub.2, R.sub.3 and R.sub.4 are as defined above, with a thio- or dithio-phosphate of the formula, ##STR3## wherein M is an alkali metal atom or an ammonium group, and R, R.sub.1 and X are as defined above, an insecticide, acaricide and nematocide characterized by containing phosphoro-thioates or dithioates of the formula (I) as an active ingredient, and pyrimidines, novel intermediate compounds, of the formula (II) wherein R.sub.2 is a C.sub.1 -C.sub.4 alkoxy group or a halogen atom, R.sub.3 is a hydrogen or halogen atom or a C.sub.1 -C.sub.3 alkyl group, and R.sub.4 is a C.sub.2 -C.sub.3 alkyl group.

    Abstract translation: 式（I）的硫代磷酸酯或二硫代磷酸酯，其中R是C1-C3烷基，R1是C1-C3烷氧基，C1-C4烷基氨基或烯丙基氨基，R2是卤素原子， C1-C4烷氧基或C1-C3烷基，R3是氢或卤素原子或C1-C3烷基，R4是C1-C3烷基，X是氧或硫原子，条件是当R1是 C 1 -C 4烷基氨基或烯丙基氨基，X是氧原子，产生式（I）的硫代磷酸酯或二硫代酸酯的方法，其特征在于将式（II）的嘧啶，其中Y 是卤素原子，R2，R3和R4如上定义，具有下式的硫代或二硫代磷酸酯，其中M是碱金属原子或铵基，R，R 1和X是 如上所述，杀虫剂，杀螨剂和杀线虫剂的特征在于含有式（I）的硫代磷酸酯或二硫代磷酸酯作为活性成分，嘧啶，新型中间体化合物， a（II）其中R2是C1-C4烷氧基或卤素原子，R3是氢或卤素原子或C1-C3烷基，R4是C2-C3烷基。

    Heterocyclic phosphorothioates
    7.
    发明授权
    Heterocyclic phosphorothioates 失效
    杂环硫代磷酸酯

    公开(公告)号：US3185699A

    公开(公告)日：1965-05-25

    申请号：US2113360

    申请日：1960-04-11

    Applicant: ICI LTD

    Inventor： EDWARD SHERLOCK

    IPC: A01N57/16 ,  A01N57/24 ,  C07F9/6503 ,  C07F9/6506 ,  C07F9/6512 ,  C07F9/6521 ,  C07F9/6524 ,  C07F9/6539 ,  C07F9/6558

    CPC classification number: C07F9/6539 ,  A01N57/16 ,  A01N57/24 ,  C07F9/65033 ,  C07F9/65062 ,  C07F9/65122 ,  C07F9/65212 ,  C07F9/6524 ,  C07F9/65583

    Abstract: The invention comprises s-triazine derivatives of the formula:- in which D1 and D2 are methyl or ethyl radicals; D3 is a hydrogen atom; D4, D5 and D6 which can be the same or different are each a hydrogen atom or a methyl, ethyl, propyl or butyl radical, or D5 and D6 together with their adjacent nitrogen atom constitute a piperidino ring; D7 is a methyl, ethyl, propyl, or butyl radical, and X is an oxygen or sulphur atom; and acid addition salts thereof, e.g. hydrochlorides, oxalates, p-toluene sulphonates, methane sulphonates and isethionates. They may be obtained by reacting a compound of the formula: with a haloalkyl-s-triazine of the formula:- wherein D1 to D7 and X are as defined above, M is an atom of an alkali metal, e.g. sodium, or is an ammonium radical, and Y is a halogen atom e.g. bromine. The process is preferably effected at between 20 DEG and 150 DEG C. and the reactants may be used in solution or dispersion in a suitable solvent or diluent e.g. water, methanol, or ethanol. The products have pesticidal properties (see Group VI). Haloalkyl-s-triazines of the above formula may be obtained by reacting a compound Y.CH(D7).COOD8 with a triguanide of the formula:- wherein D3 to D7 and Y are as defined above and D8 is a lower alkyl radical, e.g. methyl or ethyl.ALSO:A pesticidal composition comprises a suitable diluent or carrier and as active ingredient a compound of the formula wherein D1 and D2 are methyl or ethyl radicals; D3 is a hydrogen atom; D4, D5 and D6 which can be the same or different are cach a hydrogen atom or a methyl, ethyl, propyl or butyl radical, or D5 and D6 together with their adjacent nitrogen atom constitute a piperidino ring; D7 X is an oxygen or sulphur atom or an acid addition salt thereof, e.g. a hydrochloride, oxalate, p-toluene sulphonate, methane sulphonate, or isethionate (see Group IV (b)). Specified diluents or carriers are water, organic solvents e.g. methanol, tetrahydrofurfuryl alcohol, diacetone alcohol, and beta-ethoxyethanol; fuller's earth, tale, kaolin, kieselguhr and bentonite. Wetting or dispersing agents may also be present. The active ingredient or the compositions containing it may be used for the treatment of seed before sowing to provide subsequent protection against aphids for the plants grown from the seed.

    Heterocycle-substituted diphosphonate compounds, pharmaceutical compositions, and methods of treating abnormal calcium and phosphate metabolism
    10.
    发明授权
    Heterocycle-substituted diphosphonate compounds, pharmaceutical compositions, and methods of treating abnormal calcium and phosphate metabolism 失效
    杂环取代的二膦酸盐化合物，药物组合物和治疗异常钙和磷酸盐代谢的方法

    公开(公告)号：US5519013A

    公开(公告)日：1996-05-21

    申请号：US224615

    申请日：1994-04-07

    Applicant: Frank H. Ebetino ,  James J. Benedict

    Inventor： Frank H. Ebetino ,  James J. Benedict

    IPC: C07F9/59 ,  C07F9/6509 ,  C07F9/6512 ,  C07F9/6521 ,  A61K31/675

    CPC classification number: C07F9/65122 ,  C07F9/592 ,  C07F9/598 ,  C07F9/650917 ,  C07F9/650941 ,  C07F9/650964 ,  C07F9/650988 ,  C07F9/65127 ,  C07F9/65212 ,  C07F9/65217

    Abstract: The present invention relates to novel heterocycle-substituted diphosphonic acids, and the pharmaceutically-acceptable salts and esters thereof, in which the diphosphonate-substituted carbon atom moiety is attached to a carbon atom in a nitrogen-containing six membered ring heterocycle, preferably a piperidine ring. The heterocycle-substituted diphosphonic acid compounds have the general structure: ##STR1## wherein Z is a nitrogen-containing six membered ring heterocycle moiety selected from piperidinyl, diazinyl and triazinyl; m, n and m+n are from 0 to 10; Q is a covalent bond or a moiety selected from oxygen, sulfur or nitrogen; and R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are substituent groups.The present invention further relates to pharmaceutical compositions containing these novel compounds. Finally this invention relates to methods for treating or preventing diseases characterized by abnormal calcium and phosphate metabolism by utilizing a compound or pharmaceutical composition of the present invention.

    Abstract translation: 本发明涉及新颖的杂环取代二膦酸及其药学上可接受的盐和酯，其中二膦酸酯取代的碳原子部分连接到含氮六元环杂环中的碳原子上，优选哌啶 环。 杂环取代的二膦酸化合物具有以下一般结构：其中Z是选自哌啶基，二嗪基和三嗪基的含氮六元环杂环部分。 m，n和m + n为0〜10; Q是共价键或选自氧，硫或氮的部分; 并且R1，R2，R3和R4是取代基。 本发明还涉及含有这些新化合物的药物组合物。 最后本发明涉及利用本发明的化合物或药物组合物治疗或预防以异常钙和磷酸盐代谢为特征的疾病的方法。

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