Chalcogen Or Nitrogen Bonded Directly To Ring Carbon Of The Diazole Ring Patents (Class 504/282)
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Patent number: 6025498Abstract: The invention relates to a novel 4-thiocarbamoyl-1-(3-pyrazolyl)-pyrazoles of the general formula (I) ##STR1## in which R.sup.1, R.sup.2, R.sup.3, R.sup.4 and R.sup.5 are each as defined in the description, to a process for their preparation and to their use as herbicides.Type: GrantFiled: February 26, 1998Date of Patent: February 15, 2000Assignee: Bayer AktiengesellschaftInventors: Karl-Heinz Linker, Kurt Findeisen, Wilhelm Haas, Markus Dollinger
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Patent number: 6025301Abstract: This invention relates to an indanone herbicidal composition comprising a compound having the general formula ##STR1## wherein Y is an oxygen atom or a hydrazono group,R is alkyl or substituted alkyl,X is a hydrogen atom or is one to three substituents independently selected from the group consisting of halo, alkyl, cycloalkyl, alkenyl, cycloalkenyl, alkynyl, haloalkyl, haloalkenyl, haloalkynyl, alkoxy, alkylthio, alkylsulfonyl, alkylsulfinyl, phenyl, phenalkyl, phenalkenyl, phenalkynyl, cyano, haloalkoxy, 1,3-dioxalan-2-yl, hydroxyimino and nitro, andan agronomically acceptable carrier.The invention also discloses a method of use of these compositions.Type: GrantFiled: March 2, 1998Date of Patent: February 15, 2000Assignee: Rohm and Haas CompanyInventors: Ernest Leroy Burdge, Manuel Victor Nunez, Lori Ann Spangler
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Patent number: 6010981Abstract: 1-Alkyl-4-benzoyl-5-hydroxypyrazole compounds in which the benzoyl moiety is substituted in the 2-position with a halo, alkyl, or alkoxy group, in the 4-position with an alkylsulfonyl group, and in the 3-position with an optionally substituted phenyl group, for example, 1-(1,1-dimethylethyl)-4-(2-methyl-4-methylsulfonyl-3-(4-methoxyphenyl)benz oyl-5-hydroxypyrazole, were prepared and found to be useful for the control of a variety of broadleaf and grassy weeds. The compounds can be applied either preemergently or postemergently and can be used to control undesirable vegetation selectively in small grain crops and turf or non-selectively.Type: GrantFiled: May 18, 1998Date of Patent: January 4, 2000Assignee: Dow AgroSciences LLCInventors: Thomas L. Siddall, Zoltan L. Benko, Gail M. Garvin, Johnny L. Jackson, Jeffrey M. McQuiston, David G. Ouse, Thomas D. Thibault, James A. Turner, John C. Van Heertum
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Patent number: 5998334Abstract: A pyrazole compound of the formula (I) or its salt: ##STR1## which is useful as a herbicide.Type: GrantFiled: October 26, 1998Date of Patent: December 7, 1999Assignee: Ishihara Sangyo Kaisha Ltd.Inventors: Shigeo Murai, Hiroshi Kikugawa, Hitoshi Nakayama, Makiko Sano, Akihiko Isogai
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Patent number: 5994274Abstract: The present invention relates to new compounds of the formula (I) ##STR1## in which X represents alkyl,Y represents halogen or alkyl andZ represents halogen or alkyl,with the proviso that one of the radicals Y and Z always represents halogen and the other alkyl,Het represents one of the groups ##STR2## in which A, B, D and G have the meanings given in the description,a plurality of processes for their preparation and their use as pesticides and herbicides.Type: GrantFiled: December 23, 1997Date of Patent: November 30, 1999Assignee: Bayer AktiengesellschaftInventors: Reiner Fischer, Thomas Bretschneider, Hermann Hagemann, Folker Lieb, Michael Ruther, Arno Widdig, Peter Dahmen, Markus Dollinger, Christoph Erdelen, Hans-Joachim Santel, Ulrike Wachendorff-Neumann, Alan Graff, Wolfram Andersch
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Patent number: 5985799Abstract: Compounds of Formula (I), and their N-oxides and agriculturally-suitable salts, are disclosed which are useful in controlling undesired vegetation, wherein J is Formula (II), Q is represented by Q-1 through Q-4 and X, Y, Z, R.sup.1-19, m, n, p, q, and r are as defined in the disclosure. Also disclosed are compositions containing the compounds of Formula (I) and a method for controlling undesired vegetation which involves contacting the vegetation or its environment with an effective amount of a compound of Formula (I).Type: GrantFiled: May 12, 1998Date of Patent: November 16, 1999Assignee: E.I. du Pont de Nemours and CompanyInventor: Chi-Ping Tseng
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Patent number: 5962694Abstract: Substituted 1-methyl-3-phenylpyrazoles I and their agriculturally useful acid addition salts ##STR1## where R.sup.1 =C.sub.1 -C.sub.4 -haloalkoxy or C.sub.1-C.sub.4 -haloalkylthio;R.sup.2 =halogen; R.sup.3 =F or Cl;R.sup.4 =CN, C.sub.1 -C.sub.4 -fluoroalkyl, C.sub.2 -C.sub.4 -fluoroalkenyl or --C(R.sup.5)(X-R.sup.6)(Y-R.sup.7);R.sup.5 =H or C.sub.1 -C.sub.4 -alkyl; X and Y=--O-- or --S--;R.sup.6, R.sup.7 =C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -haloalkyl, C.sub.3 -C.sub.4 -alkenyl, C.sub.3 -C.sub.4 -haloalkenyl or C.sub.3 -C.sub.4 -alkynyl;are used as herbicides; for the desiccation/defoliation of plants.Type: GrantFiled: May 7, 1998Date of Patent: October 5, 1999Assignee: BASF AktiengesellschaftInventors: Cyrill Zagar, Albrecht Harreus, Christoph-Sweder von dem Bussche-Hunnefeld, Gerhard Hamprecht, Elisabeth Heistracher, Peter Schafer, Olaf Menke, Karl-Otto Westphalen, Ulf Misslitz, Helmut Walter
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Patent number: 5958838Abstract: Arylheterocycles having the general formula (I): ##STR1## and process for preparing them. The arylheterocycles having the general formula (I) display high herbicidal activity.Type: GrantFiled: November 23, 1998Date of Patent: September 28, 1999Assignee: Isagro Ricerca S.r.l.Inventors: Franco Bettarini, Piero La Porta, Giovanni Meazza, Giampaolo Zanardi, Ernesto Signorini, Domenico Portoso
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Patent number: 5928998Abstract: Substituted arylindazoles of the formula: ##STR1## wherein X is CR.sup.14 and R.sup.14 is hydrogen, halogen, haloalkyl, cyano, nitro, alkylthio, alkylsulfonyl, alkylsulfinyl or alkoxy; and substituents R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5, R.sup.6, R.sup.7 and R.sup.8 are as defined in the specification. Use of the compounds as herbicides and methods of making the compounds are also described.Type: GrantFiled: December 9, 1996Date of Patent: July 27, 1999Assignee: Zeneca LimitedInventors: Donald R. James, Don R. Baker, Steven D. Mielich, William J. Michaely, Steven Fitzjohn, Christopher G. Knudsen, Christopher Mathews, John M. Gerdes
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Patent number: 5928999Abstract: Substituted 3-phenylpyrazoles of formula (I), where R.sup.1 is H, or a substituent; R.sup.2 is CN, CF.sub.3, halogen; R.sup.3 is H, alkyl, halogenalkyl; R.sup.4 is C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 halogenalkyl; R.sup.5 is H, NO.sub.2, halogen, --COOR, optionally substituted aminocarbonyl (where R is H, a substituent); and Z is --O--, --S--, --SO--, --SO.sub.2 --; and argriculturally usable salts thereof, for use as herbicides.Type: GrantFiled: November 19, 1996Date of Patent: July 27, 1999Assignee: BASF AktiengesellschaftInventors: Christoph-Sweder von dem Bussche-Hunnefeld, Ralf Klintz, Gerhard Hamprecht, Elisabeth Heistracher, Peter Schafer, Peter Munster, Klaus Ditrich, Hartmann Konig, Karl-Otto Westphalen, Matthias Gerber, Helmut Walter
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Patent number: 5925767Abstract: Pyrazolylhetaroyl derivatives of the formula I ##STR1## where the substituents have the following meanings: L and M are hydrogen, C.sub.1 -C.sub.6 -alkyl, C.sub.2 -C.sub.6 -alkenyl, C.sub.2 -C.sub.6 -alkynyl, C.sub.1 -C.sub.4 -alkoxy, it being possible for these groups to be unsubstituted or substituted by one to five halogen atoms or C.sub.1 -C.sub.4 -alkoxy; halogen, cyano, nitro;X is oxygen or sulfur which can be substituted by one or two oxygens;n is zero, one or two; andQ, R.sup.1, R.sup.2, R.sup.3 and R.sup.4 have the meanings given in claim 1,processes for the preparation of the pyrazol-4-yl-hetaroyl derivatives, compositions comprising them, and the use of these derivatives or of the compositions comprising them for controlling weeds.Type: GrantFiled: August 24, 1998Date of Patent: July 20, 1999Assignee: BASF AktiengesellschaftInventors: Martina Otten, Wolfgang von Deyn, Stefan Engel, Regina Luise Hill, Uwe Kardorff, Marcus Vossen, Peter Plath, Norbert Gotz, Karl-Otto Westphalen, Helmut Walter, Ulf Misslitz
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Patent number: 5869686Abstract: New substituted pyrazole derivatives of general formula I are described ##STR1## in which R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5 and R.sup.6 have the meanings given in the description, processes for their preparation, as well as intermediates, and their use as herbicides.Type: GrantFiled: April 10, 1998Date of Patent: February 9, 1999Assignee: Hoechst Schering AgrEvo GmbHInventors: Gabriele Dorfmeister, Helga Franke, Jens Geisler, Uwe Hartfiel, Jurgen Bohner, Richard Rees
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Patent number: 5863866Abstract: Novel pyrazole derivatives in which a thiochroman ring bonds to a pyrazole through carbonyl group and R1 is haloalkyl group in formula (I) exhibit excellent selectivity between crops and weeds in foliar treatment and soil treatment.Type: GrantFiled: January 6, 1998Date of Patent: January 26, 1999Assignee: Idemitsu Kosan Co., Ltd.Inventors: Yoriyuki Takashima, Ichiro Nasuno, Hiroshi Yamamoto
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Patent number: 5861359Abstract: Novel herbicidal compounds, compositions containing them, and methods for their use in controling weeds are disclosed. The novel herbicidal compounds are optionally substituted phenylmethoxy or phenylmethylthio heterocycles of the formula: ##STR1## in which Q is selected from: ##STR2## R=halogen; R.sup.1 =lower alkyl, lower alkoxy, lower haloalkyl, lower haloalkoxy, lower alkylthio, lower sulfonyl, or lower alkylsulfinyl; R.sup.2 =lower alkyl, or lower haloalkyl; X=H, halogen, or lower alkyl; W=O or S; Z, Z.sup.1, Z.sup.2 are independently selected from H, halogen, straight or branched chain lower alkyl, lower alkoxy, is lower haloalkoxy, cyano, lower cyanoalkyloxy, or aryl; or Z and Z.sup.1 are adjacent to each other on the benzene ring, and taken together are --(CH.sub.2).sub.4 --; or Z.sup.2 is OA in the 2-, 3-, or 4-position of the phenyl ring; A is a derivative of an alkanoate bonded to the phenoxy oxygen at the alpha carbon; R.sup.3 is H or lower alkyl; R.sup.Type: GrantFiled: July 18, 1996Date of Patent: January 19, 1999Assignee: FMC CorporationInventor: George Theodoridis
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Patent number: 5849926Abstract: A pyrazole compound of the formula ##STR1## wherein R.sup.11 is a C.sub.1 -C.sub.6 alkyl; each of R.sup.12, R.sup.13, R.sup.14 and R.sup.15 is hydrogen or C.sub.1 -C.sub.4 alkyl; R.sup.16 is C.sub.1 -C.sub.4 alkyl; R.sup.17 is hydrogen or C.sub.1 -C.sub.4 alkyl; X.sup.3 is C.sub.1 -C.sub.4 alkyl or hydrogen; p is 0, 1 or 2; A.sup.2 is ##STR2## or --CR.sup.18 R.sup.19 in which each of R.sup.18 and R.sup.19 is C.sub.1 -C.sub.4 alkyl; R is 0 to 3; B is C.sub.1 -C.sub.12 alkyl, cycloalkyl or the formula ##STR3## wherein Y is hydrogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 haloalkyl, nitro or halogen; and n is 1 or 2. The pyrazole compounds are used as herbicides.Type: GrantFiled: January 14, 1998Date of Patent: December 15, 1998Assignee: Idemitsu Kosan Co., Ltd.Inventors: Mitsuru Shibata, Kazuyoshi Koike, Masashi Sakamoto, Yoriyuki Takashima
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Patent number: 5827799Abstract: An object of the invention is to provide herbicides which are completely selective to crops such as paddy rice, soybeans and cotton and have an excellent herbicidal activity on weeds.The invention relates to ether compounds of the general formula (I) ##STR1## in which R.sub.1, R.sub.2, R.sub.3 and R.sub.4 have the same meanings as defined in the text and herbicides containing said compounds as active components.Type: GrantFiled: July 19, 1996Date of Patent: October 27, 1998Assignee: Mitsui Chemicals, Inc.Inventors: Kiyoshi Arai, Fumiaki Koizumi, Hiroyuki Suzuki, Takeshi Kakimoto, Sadafumi Koda
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Patent number: 5824802Abstract: 1-Alkyl-4-benzoyl-5-hydroxy-1H-pyrazole compounds in which the benzoyl moiety is substituted in the 2-position with groups such as halo or alkyl, in the 4-position with an alkylsulfonyl group, and in the 3-position with an acyclic or cyclic derivatized amino group, such as 1-ethyl-4-(2-chloro-4-methylsulfonyl-3-(morpholin-4-yl)benzoyl-5-hydroxy-1 H-pyrazole, were prepared and found to be useful for the control of a variety of broadleaf and grassy weeds. The compounds can be applied either preemergently or postemergently and can be used to control undesirable vegetation in corn, rice, and wheat crops.Type: GrantFiled: March 24, 1998Date of Patent: October 20, 1998Assignee: Dow AgroSciences LLCInventors: Zoltan L. Benko, James A. Turner, Monte R. Weimer, Gail M. Garvin, Johnny L. Jackson, Sharon L. Shinkle, Jeffery D. Webster
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Patent number: 5807806Abstract: The present invention is directed to a compound of formula (1); ##STR1## wherein R.sup.1 and R.sup.2 are each independently a halogen atom, a C.sub.1-6 alkyl, a C.sub.1-6 haloalkyl, a C.sub.1-6 alkylsulfonyl or the like, R.sup.3 is a di-C.sub.1-6 alkoxymethyl, a di-C.sub.1-6 alkylthiomethyl, and R.sup.4 and R.sup.5 are each independently hydrogen, a C.sub.1-6 alkyl, a C.sub.2-6 alkenyl or the like, and a salt thereof, and a herbicide comprising the said compound and/or the salt.Type: GrantFiled: August 25, 1997Date of Patent: September 15, 1998Assignee: Nippon Soda Co., Ltd.Inventors: Katsunori Tanaka, Hiroyuki Adachi, Masami Koguchi, Takashi Kawana
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Patent number: 5798311Abstract: This invention relates to novel N-aryl-3-aryl-4-substituted-4,5-dihydro-1H-pyrazole-1-carboxamide compounds which are useful as pesticides, compositions containing those compounds, methods of controlling pests and processes for preparing these compounds.Type: GrantFiled: June 6, 1995Date of Patent: August 25, 1998Assignee: Rohm and Haas CompanyInventor: Richard Martin Jacobson
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Patent number: 5786302Abstract: Herbicidal compositions containing substituted pyrazole compounds and derivatives thereof of the formula: ##STR1## wherein Y and O or S is Z is a carbon-carbon single bond, O, S, C.dbd.O or C.dbd.N. Methods of controlling undesirable vegetation using these compounds and derivatives are also disclosed. Herbicidal compounds wherein Z is a carbon-carbon single bond, S, C.dbd.O or C.dbd.N are also described.Type: GrantFiled: August 4, 1997Date of Patent: July 28, 1998Assignee: Zeneca LimitedInventors: Christopher John Mathews, Don Robert Baker
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Patent number: 5756759Abstract: Pyrazole compounds of the formula (I) ##STR1## and the formula (XI), ##STR2## and the pyrazole compounds of the formula (I) exhibits selectivity to paddy rice and corn, and can control a wide range of paddy field and upland field weeds at a low dosage.Type: GrantFiled: June 27, 1996Date of Patent: May 26, 1998Assignee: Idemitsu Kosan Co., Ltd.Inventors: Mitsuru Shibata, Ichiro Nasuno, Kazuyoshi Koike, Masashi Sakamoto
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Patent number: 5744426Abstract: Substituted 3-phenylpyrazoles I ##STR1## are used as herbicides.Type: GrantFiled: November 26, 1996Date of Patent: April 28, 1998Assignee: BASF AktiengesellschaftInventors: Christoph-Sweder von dem Bussche-Hunnefeld, Ralf Klintz, Gerhard Hamprecht, Elisabeth Heistracher, Peter Schafer, Klaus Ditrich, Karl-Otto Westphalen, Matthias Gerber, Helmut Walter
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Patent number: 5739083Abstract: A pyrazole derivative represented by the formula (1) is low in toxicity and persistence and yet has an extremely high insecticidal efficacy ##STR1## wherein A is CH, N or C-halogen atom, R.sup.1 is hydrogen atom, lower alkyl, lower haloalkyl, benzyl or phenyl, R.sup.2 is lower alkyl, lower haloalkyl, lower alkenyl, lower alkynyl, benzyl or phenyl, R.sup.3 is hydrogen atom, a halogen atom lower alkyl, lower haloalkylthio, phenyl, cyano, nitro or amino, R.sup.4 is halogen atom, R.sup.5 is lower haloalkyl, R.sup.6 is hydrogen atom, lower alkyl, lower haloalkyl or benzyl, R.sup.1 and R.sup.6 being not hydrogen atoms at the same time, l is 0 or 1, m is 0 or 1 and n is a number of 0 to 2.Type: GrantFiled: June 10, 1997Date of Patent: April 14, 1998Assignee: Otsuka Kagaku Kabushiki KaishaInventors: Yoshinori Endo, Hiroshi Fujishima, Keizaburo Murai, Tetsuji Miyata, Shigekazu Wakisaka, Yasuhiro Sasama
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Patent number: 5731267Abstract: Compounds of the formula I ##STR1## in which R is hydrogen, fluorine or chlorine;R.sub.1 is hydrogen, halogen, trifluoromethyl, C.sub.1 -C.sub.4 haloalkoxy, cyano, nitro or amino;A-B is a group ##STR2## in which the 2 carbon atom is bonded to the oxygen atom; W is a group ##STR3## R.sub.2 is hydrogen or C.sub.1 -C.sub.6 -alkyl; R.sub.3 is C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 haloalkyl, cyano-C.sub.1 -C.sub.4 alkyl, hydroxy-C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 alkoxy-C.sub.1 -C.sub.6 alkyl, C.sub.3 -C.sub.6 alkenyloxy-C.sub.1 -C.sub.4 -alkyl, C.sub.3 -C.sub.6 alkynyloxy-C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.6 alkylcarbonyloxy-C.sub.1 -C.sub.6 alkyl, carboxyl, C.sub.1 -C.sub.6 alkoxycarbonyl, C.sub.1 -C.sub.6 haloalkoxycarbonyl, C.sub.3 -C.sub.6 alkenyloxycarbonyl, C.sub.3 -C.sub.6 alkynyloxycarbonyl, C.sub.3 -C.sub.6 cycloalkoxycarbonyl, C.sub.1 -C.sub.4 alkoxy-C.sub.1 -C.sub.4 alkoxycarbonyl, C.sub.1 -C.sub.4 alkylaminocarbonyl, di-C.sub.1 -C.sub.Type: GrantFiled: March 19, 1997Date of Patent: March 24, 1998Assignee: Novartis CorporationInventors: Georg Pissiotas, Kurt Nebel, Hans-Georg Brunner
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Patent number: 5723408Abstract: Provided by the present invention is a herbicide composition containing, as active ingredients, a pyrazole derivative of the general formula (I) ##STR1## and at least one herbicide compound selected from the group consisting of chloroacetamide-containing herbicides, imidazoline-containing herbicides, atrazine, cyanazine, metribuzin, linuron, metobenzuron, bentazone, dicamba, chlopyralid, 2,4-D, bromoxynil, pendimethalin, nicosulfuron, rimsulfuron, primisulfuron and pyridate. The herbicide composition of the present invention can control a broad rage of gramineous weeds and broad-leaved weeds at a very low dosage without damaging corn and other crops.Type: GrantFiled: March 24, 1997Date of Patent: March 3, 1998Assignee: Idemitsu Kosan Co., Ltd.Inventors: Mitsuru Shibata, Ichiro Nasuno, Kazufumi Nakamura, Kazuyoshi Koike, Misako Yoshikawa
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Patent number: 5707934Abstract: This invention relates to a new method of plant growth regulation whereby a 1-phenylpyrazole such as fipronil is applied to a crop or a seed.Type: GrantFiled: March 27, 1996Date of Patent: January 13, 1998Assignee: Rhone-Poulenc Inc.Inventors: Reed Nathan Royalty, Nguyen Dang Long, Michael Thomas Pilato, Nicholas Mark Hamon, Ngadi Yahmad, Djoko Prabowo Sastrosatomo
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Patent number: 5707936Abstract: Methyl .alpha.-phenylbutenoates of the formula I ##STR1## where -- is a single or double bond and the index and the substituents have the following meanings:n is 0, 1, 2, 3 or 4;R.sup.1 is nitro, cyano, halogen, alkyl, haloalkyl or alkoxy;R.sup.2 is hydrogen, nitro, cyano, halogen, alkyl, haloalkyl, alkoxy, alkylthio or alkoxycarbonyl;R.sup.3 is unsubst. or subst. alkyl, alkenyl or alkynyl;an unsubst. or subst. saturated or mono-or diunsaturated ring which, in addition to carbon atoms, can contain one to three of the following heteroatoms as ring members: oxygen, sulfur and nitrogen, oran unsubst. or subst. mono- or binuclear aromatic radical which, in addition to carbon atoms, can contain one to four nitrogen atoms or one or two nitrogen atoms and an oxygen or sulfur atom or an oxygen or sulfur atom as ring members,processes for their preparation and their use are described.Type: GrantFiled: October 31, 1996Date of Patent: January 13, 1998Assignee: BASF AktiengesellschaftInventors: Klaus Oberdorf, Hartmann Konig, Bernd Muller, Reinhard Kirstgen, Wassilios Grammenos, Hubert Sauter, Gisela Lorenz, Eberhard Ammermann, Volker Harries
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Patent number: 5698495Abstract: Herbicidal compositions containing substituted pyrazole compounds and derivatives thereof of the formula: ##STR1## wherein Y is O or S and Z is a carbon-carbon single bond, O, S, C.dbd.O or C.dbd.N. Methods of controlling undesirable vegetation using these compounds and derivatives are also disclosed. Herbicidal compounds wherein Z is a carbon-carbon single bond, S, C.dbd.O or C.dbd.N are also described.Type: GrantFiled: October 31, 1996Date of Patent: December 16, 1997Assignee: Zeneca LimitedInventors: Christopher John Mathews, Don Robert Baker
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Patent number: 5674811Abstract: A cyanoketone derivatives of the following formula (1) ##STR1## which are characterized by excellent herbicidal activity and effectiveness against a variety of broad leafed weeds, including barnyard grass, green foxtail, velvet leaf, livid amaranth and hairy beggar ticks.Type: GrantFiled: October 6, 1994Date of Patent: October 7, 1997Assignee: Tokuyama CorporationInventors: Toshio Kitajima, Tadashi Kobutani, Shozo Kato, Masao Yamaguchi, Masahiko Ishizaki, deceased
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Patent number: 5631210Abstract: Compounds of Formula I and their agriculturally suitable salts are disclosed which are useful for controlling undesired vegetation ##STR1## wherein Q is ##STR2## and R.sup.1 through R.sup.7, m, n, p and q are as defined in the disclosure.Also disclosed are compositions containing the compounds of Formula I and a method for controlling undesired vegetation which involves contacting the vegetation or its environment with an effective amount of a compound of Formula I.Type: GrantFiled: June 14, 1996Date of Patent: May 20, 1997Assignee: E. I. Du Pont de Nemours and CompanyInventor: Chi-Ping Tseng
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Patent number: 5629265Abstract: Disclosed herein are cyanoketone derivatives of the following formula (1) ##STR1## such as 1-cyano-1-piperidinocarbonyl-3-[4-(2-chloro-4-trifluoromethylphenoxy)pheno xy]-2-butanone, 1-cyano-1-piperidinocarbonyl-3-[4-(3-chloro-5-trifluoromethyl-2-pyridyloxy )phenoxy]-2-butanone, 1-cyano-1-(N-methyl-N-dichlorophenyl)aminocarbonyl-3-[4-(2-quinoxalyloxy)p henoxy]-2-butanone, 1-cyano-1-(N,N-dibutyl)aminocarbonyl-3-[4-(3-chloro-5-trifluoromethyl-2-py ridyloxy)phenoxy-2-butanone, and the like, which are characterized by excellent herbicidal activity and effectiveness against a variety of gramineous weeds.Type: GrantFiled: June 22, 1994Date of Patent: May 13, 1997Assignee: Tokuyama CorporationInventors: Masahiko Ishizaki, Seiji Nagata, Junji Takenaka
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Patent number: 5622917Abstract: The invention relates to new 1H-3-aryl-pyrrolidine-2,4-dione derivatives of the formula (I) ##STR1## in which A, B, X, Y and G have the meanings given in the description, to a plurality of processes for their preparation, and to their use as pesticides.Type: GrantFiled: January 3, 1995Date of Patent: April 22, 1997Assignee: Bayer AktiengesellschaftInventors: Reiner Fischer, Thomas Bretschneider, Bernd-Wieland Kr uger, Michael Ruther, Christoph Erdelen, Ulrike Wachendorff-Neumann, Hans-Joachim Santel, Markus Dollinger
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Patent number: 5607898Abstract: The present invention relates to pyrazole derivatives of the formula (I), ##STR1## wherein R.sup.1, R.sup.2, X.sup.1, X.sup.2, X.sup.3, X.sup.4, X.sup.5, X.sup.6, X.sup.7, X.sup.8, p and n are as defined on claim 1, or a salt thereof, and herbicides containing them as active ingredients.Type: GrantFiled: February 1, 1996Date of Patent: March 4, 1997Assignee: Idemitsu Kosan Company, Ltd.Inventors: Kazufumi Nakamura, Kazuyoshi Koike, Masashi Sakamoto, Ichiro Nasuno
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Patent number: 5605876Abstract: A herbicidal composition having a reduced phytotoxicity which comprises at least one compound selected from 3-substituted phenylpyrazole derivatives such as ET-751 represented by the general formula (I): ##STR1## (wherein R is a substituent such as an alkoxy group, each of R.sup.1 and R.sup.2 is a substituent such as a lower alkyl group, Y is an oxygen atom or the like, and each of X.sup.1 and X.sup.2 is a halogen atom) and at least one specific anionic surfactant.Type: GrantFiled: August 18, 1995Date of Patent: February 25, 1997Assignee: Nihon Nohyaku Co. Ltd.Inventors: Minoru Higashimura, Atsuhiko Yuda, Masakazu Shibayama
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Patent number: 5589439Abstract: Herbicidal novel tetrazolinone derivatives of the formula: ##STR1## wherein R.sup.1 is alkyl, haloalkyl, cycloalkyl, alkenyl, haloalkenyl, alkynyl, alkoxy or phenyl which is optionally substituted, andR.sup.2 is alkyl, haloalkyl, cycloalkyl, alkenyl, haloalkenyl, alkynyl, alkoxy or phenyl which is optionally substituted, orR.sup.1 and R.sup.2 form, together with the nitrogen atom to which R.sup.1 and R.sup.2 are bonded, a 5- or 6-membered heterocyclic ring, optionally fused to a carbocyclic ring optionally and independently substituted by C.sub.1-4 alkyl, andR.sup.3 is a 5-membered heterocyclic radical containing at least one hereto atom selected from the group consisting of nitrogen, oxygen, and sulfur, optionally substituted by at least one substitutent selected from the group consisting of halogen, benzyl, phenyl, halogen-substituted phenyl, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, C.sub.1-4 haloalkyl, C.sub.1-4 haloalkoxy, C.sub.1-4 alkylthio, C.sub.1-4 alkyl-sulfonyl and C.sub.Type: GrantFiled: July 28, 1995Date of Patent: December 31, 1996Assignee: Nihon Bayer Agrochem K.K.Inventors: Toshio Goto, Koichi Moriya, Fritz Maurer, Seishi Ito, Katsuaki Wada, Kazuhiro Ukawa, Ryo Watanabe, Asami Ito, Natsuko Minegishi
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Patent number: 5585329Abstract: This invention relates to a new method of plant growth promotion whereby a 1-phenylpyrazole such as fipronil is applied to a crop or a seed.Type: GrantFiled: April 28, 1995Date of Patent: December 17, 1996Assignee: Rhone-Poulenc Inc.Inventors: Reed N. Royalty, Nguyen D. Long, Michael T. Pilato, Nicholas M. Hamon
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Patent number: 5545608Abstract: Pyrazole-glycolic acid amides of the following formula (1) (in which R.sup.1 to R.sup.5 each represent a hydrogen atom or a substituent having a broad definition), and herbicides containing them. The compounds have a high herbicidal effect against paddy weeds, especially Echinochloa crus-galli, while highly safe for paddy rice plants.Type: GrantFiled: April 25, 1994Date of Patent: August 13, 1996Assignee: Nissan Chemical Industries, Ltd.Inventors: Katsushi Morimoto, Masatoshi Ohnari, Tsutomu Nawamaki, Shigeomi Watanabe, Kimihiro Ishikawa
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Patent number: 5545609Abstract: A pesticidal aqueous suspension concentrate containing as an active ingredient a 3-substituted pyrazole derivative represented by the general formula (I): ##STR1## (wherein the substituents areas defined in the description of the specification)in which the 50% particle size and 90% particle size in cumulative particle size distribution of particles of the active ingredient are less than 1 .mu.m and less than 2 .mu.m, respectively, and which is harmless to useful crops and is equal to an emulsifiable concentrate in herbicidal effect; and a process for producing said pesticidal aqueous suspension concentrate.Type: GrantFiled: October 6, 1994Date of Patent: August 13, 1996Assignee: Nihon Nohyaku Co., Ltd.Inventors: Minoru Higashimura, Takashi Ootsuka, Masakazu Shibayama
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Patent number: 5538940Abstract: .beta.-Substituted cinnamic acid derivatives of the formula 1, ##STR1## where R.sup.1 is substituted or unsubstituted alkyl, alkenyl, alkynyl, cycloalkyl or cycloalkenyl, and R.sup.1 can also be chlorine or bromine,--X-- is --O--, --S--, ##STR2## m is 0 or 1, --Y is --OR.sup.4, --O--N.dbd.CR.sup.5 R.sup.6, --NR.sup.7 R.sup.8, --NR.sup.7 R.sup.8, --N(OR.sup.9)R.sup.10 or SR.sup.11, where the abovementioned substitutes R.sup.2 to R.sup.11 are substituted or unsubstituted alkyl, alkenyl, alkynyl, cycloalkyl or cycloalkenyl, and R.sup.2, R.sup.3 and R.sup.5 to R.sup.11 can be hydrogen and Z, U, V, W are defined in the specification.Type: GrantFiled: May 12, 1995Date of Patent: July 23, 1996Assignee: BASF AktiengesellschaftInventors: Hubert Sauter, Herbert Bayer, Klaus Oberdorf, Horst Wingert, Wolfgang Von Deyn, Wassilios Grammenos, Hartmann Koenig, Harald Rang, Franz Roehl, Gisela Lorenz, Eberhard Ammermann
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Patent number: 5523280Abstract: Phenylpyrazoles of the formula: ##STR1## in which: X.dbd.H, hal, NO.sub.2, CN, SCN, alkyl (C.sub.1 -C.sub.4), alkenyl (C.sub.2 -C.sub.4), alkynyl (C.sub.2 -C.sub.4), alkoxy (C.sub.1 -C.sub.4), alkylthio (C.sub.1 -C.sub.4), phenyl, phenoxy; mono- or di- alkyl- or phenyl- amino; alkylcarbonyl, carbamoyl, carboxyl, benzoyl; alkyl- sulphinyl or sulphonyl;Y, Z.dbd.H, hal, OH, NO.sub.2, NO, CN, SCN, alkyl (C.sub.1 -C.sub.4), alkenyl (C.sub.2 -C.sub.4), alkynyl (C.sub.2 -C.sub.4), alkoxy (C.sub.1 -C.sub.4), alkylthio (C.sub.1 -C.sub.4), phenyl, phenoxy; mono- or di- alkyl- or phenyl- amino; alkylcarbonyl, carbamoyl, carboxyl, benzoyl; alkyl- sulphinyl or sulphonyl, for example; andY, Z may also form a bridge of 1 to 4 atoms, of which at least one can be a hetero atom, optionally substituted. The products are useful as fungicides in agriculture.Type: GrantFiled: October 9, 1992Date of Patent: June 4, 1996Assignee: Rhone-Poulenc AgrochimieInventors: Alain Chene, Raymond Peignier, Jean-Pierre A. Vors, Jacques Mortier, Richard Cantegril, Denis Croisat
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Patent number: 5506194Abstract: Pyrazole derivatives of the formula, ##STR1## (wherein R.sup.1 is a C.sub.1 -C.sub.6 alkyl group, each of R.sup.2, X.sup.1 and X.sup.2 is independently a C1-C4 alkyl group, R.sup.3 is hydrogen or a C.sub.1 -C.sub.4 alkyl group, m is an integer of 0 or 1, and n is an integer of 0, 1 or 2.) or salts thereof have high selectivity to corn, wheat and barley and can control grasses and broad-leaved weeds by any treatment of foliar treatment and soil treatment at a low dosage.Type: GrantFiled: December 27, 1994Date of Patent: April 9, 1996Assignee: Idemitsu Kosan Co., Ltd.Inventors: Ichiro Nasuno, Mitsuru Shibata, Masashi Sakamoto, Kazuyoshi Koike
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Patent number: 5506193Abstract: The present invention relates to herbicidally, acaricidally and insecticidally active pyrazolidine-3,5-diones of the formula I ##STR1## in which R.sub.1 is ##STR2## R.sub.2 and R.sub.3 independently of one another are C.sub.1 -C.sub.6 alkyl; C.sub.3 -C.sub.6 alkenyl; or C.sub.3 -C.sub.6 alkynyl; orR.sub.2 and R.sub.3 together are a --(CH.sub.2).sub.3 --, --(CH.sub.2).sub.4 --, --CH.sub.2 --CH.dbd.CH--CH.sub.2 --, --CH.sub.2 --CH.dbd.CH-- or --(CH.sub.2).sub.2 --CH.dbd.CH-- bridge which is unsubstituted or up to trisubstituted by C.sub.1 -C.sub.4 alkyl;n is 0; 1; 2; 3; or 4;m is 0; or 1; the total of m and n being less than, or equal to, 4; theR.sub.4 radicals independently of one another are halogen; nitro; cyano, C.sub.1 -C.sub.4 alkyl; C.sub.1 -C.sub.4 haloalkyl; C.sub.1 -C.sub.10 alkoxy; C.sub.1 -C.sub.4 haloalkoxy; C.sub.3 -C.sub.6 alkenyloxy; C.sub.1 -C.sub.4 alkoxy-C.sub.2 -.sub.4 alkoxy; C.sub.3 -C.sub.6 alkynyloxy; C.sub.1 -C.sub.4 alkylcarbonyl; C.sub.1 -C.sub.4 alkoxycarbonyl; C.sub.1 -C.sub.Type: GrantFiled: September 17, 1993Date of Patent: April 9, 1996Assignee: Ciba-Geigy CorporationInventors: Frederik Cederbaum, Hans-Georg Brunner, Manfred Boger
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Patent number: 5474974Abstract: There are provided new 3-hydroxy-4-aryl-5-oxo-pyrazoline derivatives of the formula (I) ##STR1## The new 3-hydroxy-4-aryl-5-oxo-pyrazoline derivatives of the formula (I) have a particularly pronounced activity against animal pests, in particular against insects and arachnids, and against weeds.Type: GrantFiled: April 28, 1994Date of Patent: December 12, 1995Assignee: Bayer AktiengesellschaftInventors: Bernd-Wieland Kruger, Reiner Fischer, Heinz-Jurgen Bertram, Thomas Bretschneider, Stefan Bohm, Andreas Krebs, Thomas Schenke, Hans-Joachim Santel, Klaus Lurssen, Robert R. Schmidt, Christoph Erdelen, Ulrike Wachendorff-Neumann, Wilhelm Stendel
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Patent number: 5468722Abstract: The object of the present invention is to provide a novel pyrazole derivative which shows high selectivity to corn, wheat and barley and which is capable of controlling gramineous weeds and broad-leaved weeds together at a low dosage.The pyrazole derivative of the present invention to achieve the above object is the compound of the general formula (I), ##STR1## wherein R.sup.1 is a C.sub.1 -C.sub.6 alkyl group,each of R.sup.2, R.sup.3, R.sup.4 and R.sup.5 is independently hydrogen or a C.sub.1 -C.sub.4 alkyl group,R.sup.6 is a C.sub.1 -C.sub.4 alkyl group,R.sup.7 is hydrogen or a C.sub.1 -C.sub.4 alkyl group,X.sup.1 is a C.sub.1 -C.sub.4 alkyl group or a halogen atom,n is an integer of 1 to 3,p.sup.1 is an integer of 0 to 2, andQ.sup.1 is hydrogen, --SO.sub.2 --R.sup.8 or ##STR2## in which R.sup.8 is a C.sub.1 -C.sub.6 alkyl group,Y is hydrogen, a C.sub.1 -C.sub.4 alkyl group or a halogen atom, andm.sup.1 is an integer of 1 to 3.Type: GrantFiled: August 23, 1994Date of Patent: November 21, 1995Assignee: Idemitsu Kosan Co., Ltd.Inventors: Mitsuru Shibata, Masashi Sakamoto, Kazuyoshi Koike, Ichiro Nasuno
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Patent number: 5424279Abstract: Compounds of formula (I): ##STR1## (in which: R.sup.1 and R.sup.2 are each hydrogen, optionally substituted alkyl, optionally substituted alkenyl, alkynyl, alkoxy, aryl or pyridyl, or R.sup.1 and R.sup.2 together represent alkylene; A and B are each hydrogen, halogen, optionally substituted alkyl, optionally substituted alkenyl, optionally substituted alkoxy, alkylthio, alkylsulfonyl, dialkylsulfamoyl, aliphatic carboxylic acyl, carboxy, --CONR.sup.a R.sup.b where R.sup.a and R.sup.b are each hydrogen or alkyl, formyl or cyano groups; D represents optionally substituted phenyl, benzyl, pyridyl or pyrimidinyl; and n is 0, 1 or 2; and salts and esters thereof) have valuable herbicidal properties, and, since they are totally innocuous to rice plants, are especially useful for the treatment of paddy fields.Type: GrantFiled: July 5, 1994Date of Patent: June 13, 1995Assignee: Sankyo Company, LimitedInventors: Soji Sugai, Shigeru Mio, Toyokuni Honma, Takashi Sakamoto
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Patent number: 5424280Abstract: There are provided aryloxybenzene compounds of formula I ##STR1## Further provided are compositions and methods comprising those compounds for the control of undesirable plant species.Type: GrantFiled: October 7, 1993Date of Patent: June 13, 1995Assignee: American Cyanamid CompanyInventors: Michael E. Condon, Alvin D. Crews, Jr.
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Patent number: 5405829Type: GrantFiled: June 13, 1994Date of Patent: April 11, 1995Assignee: Schering AktiengesellschaftInventors: Uwe Hartfiel, Gabriele Dorfmeister, Helga Franke, Jens Geisler, Gerhard Johann, Richard Rees
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Patent number: 5258357Abstract: Carboxamides of the formulae Ia to Ic ##STR1## where X is oxygen or sulfur;R.sup.1 is hydrogen or substituted or unsubstituted cycloalkyl or alkyl;R.sup.2 is hydroxy, alkoxy, cyanoalkyl, substituted or unsubstituted alkenyl, alkynyl, phenyl or naphthyl, a substituted or unsubstituted 5- to 6-membered heterocyclic structure or one of the groups stated for R.sup.1, orR.sup.1 and R.sup.2 together are a 4- to 7-membered chain which contains, in addition to methylene groups, one of the following groups as ring member: oxygen, sulfur, N-methyl or carbonyl;R.sup.3 and R.sup.4 are each nitro, cyano, halogen, substituted or unsubstituted amino, alkoxy, alkylthio, a substituted or unsubstituted 5- to 6 -membered heterocyclic structure, substituted or unsubstituted alkenyl, alkynyl, phenyl, phenoxy or phenylthio, or one of the groups stated for R.sup.1 ;R.sup.5 is formyl, 4,5-dihydrooxazol-2-yl or COYR.sup.6 (Y=O,S);R.sup.Type: GrantFiled: September 21, 1992Date of Patent: November 2, 1993Assignee: BASF AktiengesellschaftInventors: Peter Muenster, Gerd Steiner, Wolfgang Freund, Bruno Wuerzer, Karl-Otto Westphalen
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Patent number: 5256634Abstract: Herbicidally active 5-amino-1-phenyl-pyrazoles, most of which are new, of the formula ##STR1##Type: GrantFiled: August 12, 1991Date of Patent: October 26, 1993Assignee: Bayer AktiengesellschaftInventors: Otto Schallnor, Reinhold Gehring, Klauke Erich, Jorg Stetter, Heinz-Jurgen Wroblowsky, Robert R. Schmidt, Hans-Joachim Santel
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Patent number: RE34779Abstract: A pyrazole derivative of the formula I ##STR1## wherein A is C.sub.1 -C.sub.4 alkyl, C.sub.2 -C.sub.4 alkenyl or C.sub.2 -C.sub.4 alkynyl; B is hydrogen, C.sub.1 -C.sub.3 alkyl, halogen, C.sub.1 -C.sub.3 haloalkyl, C.sub.1 -C.sub.3 alkoxy, C.sub.1 -C.sub.3 alkylthio, C.sub.2 -C.sub.4 alkoxyalkyl, C.sub.2 -C.sub.4 alkylthioalkyl or C.sub.2 -C.sub.4 alkoxycarbonyl; X is C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 alkoxy, halogen, nitro, cyano, etc.; Y is --OR.sup.1 (wherein R.sup.1 is C.sub.3 -C.sub.8 cycloalkyl, etc), --O--L--O--R.sup.1 (wherein L is C.sub.1 -C.sub.6 alkylene which may be substituted by C.sub.1 -C.sub.3 alkyl), --O--L--OH, --O--L--O--L--O--R.sup.2 (wherein R.sup.2 is hydrogen, C.sub.1 -C.sub.6 alkyl group, etc.), --O--L--R.sup.3 (wherein R.sup.3 is phenyl which may be substituted by C.sub.1 -C.sub.3 alkyl, etc.), --O--M (wherein M is a 3- to 6-membered alicyclic group), --O--L--M, --O--L--NR.sup.4 R.sup.5 (wherein each of R.sup.4 and R.sup.5 is hydrogen or C.sub.1 -C.sub.6 alkyl, or R.sup.Type: GrantFiled: September 18, 1992Date of Patent: November 8, 1994Assignee: Nissan Chemical Industries Ltd.Inventors: Eiichi Oya, Junichi Watanabe, Yasuo Kondo, Takuya Kakuta, Koichi Suzuki, Tsutomu Nawamaki, Shigeomi Watanabe