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    • 73. 发明专利
    • New spiroketal-substituted cyclic ketoenol compounds used for combating animal parasites, undesired plant growth and/or undesired microorganisms
    • DE102005008021A1
    • 2006-08-24
    • DE102005008021
    • 2005-02-22
    • BAYER CROPSCIENCE AG
    • BRETSCHNEIDER THOMASFISCHER REINERGAERTZEN OLIVERLEHR STEFANDREWES MARK WILHELMFEUCHT DIETERMALSAM OLGARECKMANN UDOARNOLD CHRISTIANAULER THOMASHEMPEL WALTRAUDHILLS MARTINKEHNE HEINZSANWALD ERICH
    • C07D491/113A01N43/90C07D319/08C07D493/10
    • Spiroketal-substituted cyclic ketoenol compounds (I) are new. Spiroketal-substituted cyclic ketoenol compounds of formula (I) are new. W 1> : H, (halo)alkyl, alkenyl, alkynyl, (halo)alkoxy, halo, alkenyloxy or CN; X : halo, (halo)alkyl, alkenyl, alkynyl, (halo)alkoxy, (halo)alkenyloxy, alkylthio, alkylsulfinyl, alkylsulfonyl, nitro or CN; Y 1>, Z : H, (halo)alkyl, alkenyl, alkynyl, (halo)alkoxy, halo, nitro, CN or optionally substituted (het)aryl (provided that at least one of W 1> or Z is H when X and Y 1> are CH 3); C+A+B 1> : (halo)alkyl, alkoxy, alkoxyalkyl or optionally substituted phenyl substituted 5-7 membered ketal or (di)thioketal, which is interrupted through a further heteroatom; D : NH or O; Q 1>, Q 2> : H, haloalkyl or alkoxy; G : H, -C(=O)-R 1>, -C(=L)-M-R 2>, -SO 2-R 3>, -P(=L)(R 4>)(R 5>), E or -C(=L)-N(R 6>)(R 7>); E : metal ion or ammonium ion; L, M : O or S; R 1> : alkyl, alkenyl, (poly)alkoxyalkyl, alkylthioalkyl (all optionally substituted with halo or CN), cycloalkyl or heterocyclyl (both optionally substituted with halo, alkyl or alkoxy) or optionally substituted (phenyl)alkyl, hetaryl, phenoxyalkyl or hetaryloxyalkyl; R 2> : alkyl, alkenyl or (poly)alkoxyalkyl (all optionally substituted with halo or CN) or optionally substituted cycloalkyl, phenyl or benzyl; R 3>-R 5> : alkyl(thio), alkoxy, (di)alkylamino, alkenylthio or cycloalkylthio (all optionally substituted with halo) or optionally substituted phenyl, benzyl, phenoxy or phenylthio; and either R 6>, R 7> : (cyclo)alkyl, alkenyl, alkoxy, alkoxyalkyl (all optionally substituted with halo or CN), phenyl, benzyl (both optionally substituted) or H; or NR 6>R 7> : optionally substituted ring optionally containing O or S. Independent claims are included for: (1) N-cyclohexyl-2-phenyl-acetamide compounds of formula (II); (2) phenyl-acetic acid cyclohexyl ester compounds of formula (III); (3) 1-phenylacetylamino-cyclohexanecarboxylic acid compounds of formula (XVIII); (4) N-(1-cyano-cyclohexyl)-2-phenyl-acetamide compounds of formula (XXI); (5) 1-amino-cyclohexanecarbonitrile compounds of formula (XX); (6) substituted cyclohexanol compounds of formula (XXII); (7) 1,4-dioxa-spiro[4.5]dec-8-ylamine compounds of formula (XVI') or (XVI''); (8) 8-amino-1,4-dioxa-spiro[4.5]decane-8-carbaldehyde compounds of formula (XIX'); (9) 9-amino-1,5-dioxa-spiro[5.5]undecane-9-carboxylic acid compounds of formula (XIX''); (10) 9,12-dioxa-1,3-diaza-dispiro[4.2.4.2]tetradecane-2,4-dione compounds of formula (XXIII'); (11) 9,13-dioxa-1,3-diaza-dispiro[4.2.5.2]pentadecane-2,4-dione compounds of formula (XXIII''); (12) the preparation of (I); (13) an agent, for combating animal parasites, undesired plant growth and/or undesired microorganisms, comprising (I); (14) a method for combating animal parasites, undesired plant growth and/or undesired microorganisms comprising applying (I) on the parasites, undesired plant and undesired microorganisms and/or their habitats; (15) a method for preparing the agent comprising mixing (I) with diluting agents and/or surface active substances; (16) an agent comprising an active combination comprising (I) and at least one culture plant compatibility improving 59 compounds e.g. 4-dichloracetyl-1-oxa-4-aza-spiro[4.5]-decane, 1-(1-methyl-1-phenyl-ethyl)-3-(4-methyl-phenyl)-urea, piperidin-1-thiocarboxylic acid-S-1-methyl-1-phenyl-ethylester, 2,2-dichloro-N,N-di-2-propenyl-acetamide and 1-(ethoxycarbonyl)-ethyl-3,6-di-chloro-2-methoxybenzoate; (17) a method for combating undesirable plant growth comprising applying the agent on the plant or its surrounding; and (18) a method for combating undesirable plant growth comprising applying (I) and the culture plant compatibility increasing compounds in a temporary nearer sequence on the plants or their surroundings. In formula (XVI'): Q 3> : 1-4C alkyl, 1-3C haloalkyl, 1-4C alkoxy or 1-4C alkoxy-1-4C alkyl; and q : 1-3. In formulae (XVI''), (XIX''), (XXIII''):q = 0-3. In formulae (XIX'), (XXIII'): q : 1-3. [Image] [Image] [Image] [Image] [Image] [Image] ACTIVITY : Antiparasitic; Herbicide; Antibacterial; Antimicrobial. The antiparasitic activity of (I) was tested against Aphis gossypii in cotton wool leaves using Aphis gossypii test. The results showed that the percentage of the parasites killed was greater than or equal to 80% after treating with 12-hydroxy-11-(2,4,6-trimethyl-phenyl)-1,4-dioxa-dispiro[4.2.4.2]tetradec-11-en-10-one (200 ppm). MECHANISM OF ACTION : None given.
    • 74. 发明专利
    • 2-ALKOXY-6-ALKYL-PHENYL-SUBSTITUTED SPIROCYCLIC TETRAMIC ACID DERIVATIVES
    • CA2586096A1
    • 2006-06-01
    • CA2586096
    • 2005-10-21
    • BAYER CROPSCIENCE AG
    • ROSINGER CHRISKEHNE HEINZHILLS MARTIN JEFFREYAULER THOMASMALSAM OLGABOJACK GUIDOARNOLD CHRISTIANDREWES MARK WILHELMFEUCHT DIETERLEHR STEFANFISCHER REINER
    • C07D491/10A01N43/38A01N43/74C07C53/134C07C53/44C07C69/614C07C233/81C07C255/17C07D207/36C07D207/40C07D495/10
    • 2-Alkoxy-2,6-dialkylphenyl-substituted tetramic acid derivatives (I) are new. Also new are phenylacetamide and phenylacetic acid derivative intermediates (II) and (XIX). Tetramic acid derivatives of formula (I) are new. X : alkoxy; Y : alkyl; Z' : 2-6C alkyl; A : H, 2-8C alkyl, haloalkyl or cycloalkyl if G = H; A : H; alkyl, alkenyl, alkoxyalkyl or alkylthioalkyl (all optionally substituted (os) by halo); os, optionally unsaturated cycloalkyl (optionally having ring atom(s) replaced by heteroatom(s)); or aryl, aralkyl or heteroaryl (all os by halo, alkyl, haloalkyl, alkoxy, haloalkoxy, CN or NO 2); B : H, alkyl or alkoxyalkyl; or A + B = group completing a 4-8C ring (optionally containing heteroatom(s) and os by alkyl, alkoxy or haloalkyl); D : H; or alkyl, alkenyl, alkynyl, alkoxyalkyl, alkylthioalkyl, cycloalkyl (optionally containing heteroatom(s) and optionally unsaturated), aralkyl, aryl, heteroaralkyl or heteroaryl (all os); or A + D : group completing an os, saturated or unsaturated ring, optionally containing heteroatom(s); G : H, COR 1>, C(L)MR 2>, SO 2R 3>, P(L)R 4>R 5>, E or C(L)NR 6>R 7>; E : an equivalent of a metal or ammonium ion; L, M : O or S; R 1>alkyl, alkenyl, alkynyl, alkoxyalkyl, alkylthioalkyl or polyalkoxyalkyl (all os); cycloalkyl or heterocyclyl (both os by halo, alkyl or alkoxy); or phenyl, phenylalkyl, phenylalkenyl or heteroaryl (all os); R 2>alkyl, alkenyl, alkoxyalkyl or polyalkoxyalkyl (all os by halo); or cycloalkyl, phenyl or benzyl (all os); R 3> - R 5>alkyl, alkoxy, mono- or dialkylamino, alkylthio, alkenylthio or cycloalkylthio (all os by halo); or phenyl, benzyl, phenoxy or phenylthio (all os); R 6>, R 7>H; alkyl, cycloalkyl, alkenyl, alkoxy or alkoxyalkyl (all os by halo); or phenyl or benzyl (both os); or NR 6>R 7>os ring (optionally containing O or S). Independent claims are included for: (A) the preparation of (I); (B) new phenylacetamide and phenylacetic acid derivative intermediates of formulae (II) and (XIX); and (C) compositions containing an active agent combination of (I) with at least one safener selected from about 60 specific compounds (e.g. benoxacor, cloquintocet-mexyl, cumyluron, dymron, dicamba, fenclorim, fenchlorazole ethyl, furilazole, isoxadifen-ethyl, lactidichlor, mefenpyr-diethyl, oxabetrinil, 4-(4-chlorophenoxy)-butyric acid, diallyl 5-chloroquinoxaline-8-oxyacetate or N-(2-methoxy-5-methylbenzoyl)-4-(cyclopropyl-aminocarbonyl)-benzenesulfonamide), related compounds from 13 patent references and four general classes of azole, quinoline, alkanamide or N-(phenylsulfonyl)-benzamide compounds. R 8>H or alkyl. [Image] [Image] [Image] ACTIVITY : Herbicide; Insecticide, Acaricide; Nematocide; Antiparasitic; Antifouling; Fungicide; Antibacterial. In post-emergence herbicidal tests, 4-hydroxy-3-(2-methoxy-4-methyl-6-ethylphenyl)-1,5-(trimethylene)-2-oxo-2,5-dihydropyrrole (Ia) at an application rate of 320 g/ha had 100% herbicidal activity against Echinochloa, Lolium and Setaria. MECHANISM OF ACTION : None given.
    • 80. 发明专利
    • 2-ETHYL-4,6-DIMETHYL-PHENYL-SUBSTITUTED TETRAMIC ACID DERIVATIVES AS PEST CONTROL AGENTS AND/OR HERBICIDES
    • CA2546817A1
    • 2005-06-02
    • CA2546817
    • 2004-11-09
    • BAYER CROPSCIENCE AG
    • LEHR STEFANKEHNE HEINZAULER THOMASHILLS MARTIN JEFFREYROSINGER CHRISTOPHER HUGHMALSAM OLGALOESEL PETERFEUCHT DIETERFISCHER REINERBOJACK GUIDO
    • A01N43/36A01N43/90A01N47/06C07C233/47C07D207/38C07D471/04C07D487/04C07D495/04
    • Pyrrolin-2-one derivatives (I) are new. Pyrrolin-2-one derivatives of formula (I) are new. [Image] G : H, COR 1>, C(L)MR 2>, SO 2R 3>, P(L)R 4>R 5>, E or C(L)NR 6>R 7>; E : metal or ammonium; L, M : O or S; R 1>alkyl, alkenyl, alkoxyalkyl, alkylthioalkyl or polyalkoxyalkyl, all optionally substituted; cycloalkyl or heterocyclyl, both optionally substituted with halo, alkyl or alkoxy; or phenyl, phenylalkyl, phenylalkenyl or heteroaryl, each optionally substituted; R 2>alkyl, alkenyl, alkoxyalkyl or polyalkoxyalkyl, all optionally substituted with halo; or cycloalkyl, phenyl or benzyl, all optionally substituted; R 3>-R 5>alkyl, alkoxy, alkylamino, dialkylamino, alkylthio, alkenylthio or cycloalkylthio, all optionally substituted with halo; or phenyl, benzyl, phenoxy or phenylthio, all optionally substituted; R 6>, R 7>H; alkyl, cycloalkyl, alenyl, alkoxy or alkoxyalkyl, all optionally substituted with halo; or phenyl or benzyl, both optionally substituted; or NR 6>R 7> = an optionally substituted ring optionally containing O or S; A : H; alkyl, alkenyl, alkoxyalkyl or alkylthioalkyl, all optionally substituted with halo; or optionally substituted cycloalkyl; or forms a ring R with D B : H, alkyl or alkoxyalkyl; D : H; or alkyl, alkenyl, alkynyl, alkoxyalkyl, alkylthioalkyl or cycloalkyl, all optionally substituted; or forms a ring R with A; R : an optionally substituted carbo- or heterocyclic ring; provided that when G : H, then A and B are H or alkyl and D is not H. Independent claims are also included for: (1) eight processes for preparing (I); (2) composition comprising a compound of formula (I) and a safener; (3) phenylacetamide derivatives of formula (II) and (XVI); (4) producing 2-ethyl-4,6-dimethylphenylacetic acid by reacting 2-ethyl-4,6-dimethylbromobenzene with t-butyl acetate, optionally in the presence of a base, a phosphine ligand, a palladium compound and a diluent, and reacting the product with an acid. [Image] [Image] D : a group as defined above other than H; R 8>alkyl. ACTIVITY : Herbicide; Insecticide; Acaricide; Nematocide. In a post-emergence test, application of ethyl 2,5-dihydro-2,2-dimethyl-4-(2-ethyl-4,6-dimethylphenyl)-5-oxo-1H-pyrrol-3-yl carbonate at a rate of 320 g/ha gave 100% control of Lolium and 90% control of Avena sativa and Setaria. MECHANISM OF ACTION : None given.