Having -c(=x)-, Wherein X Is Chalcogen, Bonded Directly To Ring Nitrogen Of The Piperidine Ring Patents (Class 504/249)
  • Publication number: 20150111749
    Abstract: Methods and compositions for controlling plant pests, particularly weeds and/or plant phytopathogens using sarmentine and/or analogs thereof are disclosed.
    Type: Application
    Filed: December 31, 2014
    Publication date: April 23, 2015
    Inventors: Huazhang Huang, Ratnakar Asolkar
  • Patent number: 8957000
    Abstract: Methods and compositions for controlling plant pests, particularly weeds and/or plant phytopathogens using sarmentine and/or analogs thereof are disclosed.
    Type: Grant
    Filed: June 17, 2013
    Date of Patent: February 17, 2015
    Assignee: Marrone Bio Innovations, Inc.
    Inventors: Huazhang Huang, Ratnakar Asolkar
  • Publication number: 20140323303
    Abstract: The present invention relates to a compound of formula (I): wherein: X is methyl or chlorine; R1 is methyl or chlorine; R2 is hydrogen, methyl, ethyl, n-propyl, cyclopropyl, vinyl, ethynyl, fluorine, chlorine, bromine, methoxy, ethoxy or fluoromethoxy; and G, R3, R4, R5 and R6 are as defined herein; wherein the compound of formula (I) is optionally present as an agrochemically acceptable salt thereof. These compounds are suitable for use as herbicides. The invention therefore also relates to a method of controlling weeds, especially grassy monocotyledonous weeds, in crops of useful plants, comprising applying a compound of formula (I), or a herbicidal composition comprising such a compound, to the plants or to the locus thereof.
    Type: Application
    Filed: November 30, 2012
    Publication date: October 30, 2014
    Applicants: Syngenta Participations AG, Syngenta Limited
    Inventors: Alaric James Avery, Mangala Mahadev Phadte, James Nicholas Scutt, John Benjamin Taylor, Russell Colin Viner, Jeffrey Steven Wailes
  • Patent number: 8815775
    Abstract: Bis(difluoromethyl)pyrazole derivatives of the formula (I) in which the symbols R1, X, Y and Q are each as defined in the description, and agrochemically active salts thereof, and use thereof for controlling phytopathogenic harmful fungi, and also processes for preparing compounds of the formula (I).
    Type: Grant
    Filed: May 16, 2011
    Date of Patent: August 26, 2014
    Assignee: Bayer CropScience AG
    Inventors: Pierre Cristau, Sebastian Hoffmann, Joachim Kluth, Thomas Seitz, Tomoki Tsuchiya, Pierre Wasnaire, Jürgen Benting, Ulrike Wachendorff-Neumann
  • Patent number: 8697878
    Abstract: Thiazolyl oxime ethers and hydrazones of the formula (I), in which the symbols A, L1, L2, Y, W, X, R1, R2, R3, R4, R5, R6 and R7 have the meanings given in the description, and also agrochemically active salts thereof, and their use for controlling phytopathogenic harmful fungi, and also methods for controlling phytopathogenic harmful fungi and processes for preparing compounds of the formula (I).
    Type: Grant
    Filed: December 10, 2009
    Date of Patent: April 15, 2014
    Assignee: Bayer Cropscience AG
    Inventors: Pierre Cristau, Nicola Rahn, Tomoki Tsuchiya, Ulrike Wachendorff-Neumann, Arnd Voerste, Jürgen Benting
  • Publication number: 20140087946
    Abstract: The present invention relates to the use of selective insecticidal compositions, characterized by an effective amount of an active compound combination comprising (a) (1) at least one haloalkylnicotinic acid derivative of the formula (I) in which AA and R1A are as defined in the description, or (2) at least one phthalic acid diamide of the formula (II) in which XB, R1B, R2B, R3B, L1B, L2B and L3B are as defined in the description, or (3) at least one anthranilamide of the formula (III) in which A1C, A2C, XC, R1C, R2C, R3C, R4C, R5C, R7C, R8C and R9C are as defined in the description, and (b) at least one crop plant compatibility-improving compound from the group of compounds given in the description, in particular cloquintocet-mexyl, isoxadifen-ethyl and mefenpyr-diethyl for controlling insects and/or arachnids, and a method for controlling insects and/or arachnids using the compositions.
    Type: Application
    Filed: December 3, 2013
    Publication date: March 27, 2014
    Inventors: Reiner FISCHER, Rüdiger FISCHER, Christian FUNKE, Achim HENSE, Wolfram ANDERSCH, Heike HUNGENBERG, Wolfgang THIELERT, Udo RECKMANN, Lothar WILLMS, Christian ARNOLD
  • Patent number: 8513162
    Abstract: There is provided a halogen-containing organosulfur compound having a controlling effect on arthropod pests represented by the formula (I): wherein m represents 0, 1 or 2; n represents 0, 1 or 2; A represents an optionally substituted 3- to 8-membered saturated heterocyclic group; Q represents a fluorine atom or a C1-C5 haloalkyl group having at least one fluorine atom; R1, R1a and R3 independently represent an optionally halogenated C1-C4 chain hydrocarbon group, etc.; R2, R2a and R4 independently represent an optionally halogenated C1-C4 chain hydrocarbon group, etc.
    Type: Grant
    Filed: December 24, 2009
    Date of Patent: August 20, 2013
    Assignee: Sumitomo Chemical Company, Limited
    Inventor: Hiromasa Mitsudera
  • Publication number: 20120184438
    Abstract: This invention relates to agrochemical compositions comprising a benzamide compound of formula (I) where R1 is fluoro, methoxy or C1-4 alkyl; R2 and R3 are each independently optionally substituted C1-6 alkyl or optionally substituted C2-6 alkenyl; or R3 is hydrogen and R3 is optionally substituted C5-8 alkyl or optionally substituted C4-6 alkenyl or optionally substituted benzyl; or R2 and R3 and the nitrogen atom to which they are both attached together form an optionally substituted 5-, 6- or 7-membered ring, which ring optionally contains at least one further heteroatom selected from O, N and S; to the use of those benzamide compounds as solvents; to certain novel compounds of formula (I); and to a process for preparing those novel compounds.
    Type: Application
    Filed: July 15, 2010
    Publication date: July 19, 2012
    Applicant: SYNGENTA CROP PROTECTION, LLC
    Inventors: Gordon Alistair Bell, David Stock, Jeffrey Steven Wailes
  • Patent number: 8173576
    Abstract: A method of producing a suspended agricultural chemical composition, includes the steps of: grinding an agricultural chemical active ingredient; mixing at least water, a polyalcohol, a mineral salt, and a surfactant to produce a solution; adding to the solution the ground agricultural chemical active ingredient and a suspension stabilizer, to produce a mixture; heating the mixture to 40 to 70° C. while stirring; cooling the heated mixture to 10 to 25° C.; and wet-milling the cooled mixture at 30° C. or below. Alternatively the method includes the steps of: grinding an agricultural chemical active ingredient; mixing at least water, a polyalcohol, a mineral salt, and a surfactant to produce a solution; adding to the solution the ground agricultural chemical active ingredient and a suspension stabilizer to produce a mixture; wet-milling the mixture; heating the wet-milled mixture to 40 to 70° C. while stirring; and cooling the heated mixture.
    Type: Grant
    Filed: May 11, 2006
    Date of Patent: May 8, 2012
    Assignee: Nippon Soda Co., Ltd.
    Inventors: Yuichi Maekawa, Seizo Hashimoto, Roy C. Y. Chen
  • Publication number: 20110263428
    Abstract: Compounds of formula (I), wherein the substituents are as defined in claim 1, are suitable for use as herbicides.
    Type: Application
    Filed: July 1, 2009
    Publication date: October 27, 2011
    Applicant: SYNGENTA CROP PROTECTION, INC.
    Inventors: Stephane Andre Marie Jeanmart, Russell Colin Viner, John Benjamin Taylor, William Guy Whittingham, Jeffrey Steven Wailes, Sarah Margaret Targett, Christopher John Mathews, Mangala Govenkar, Matthew Robert Cordingley, Claire Janet Russell, Melloney Tyte
  • Publication number: 20110021358
    Abstract: Methods and compositions for controlling plant pests, particularly weeds and/or plant phytopathogens using sarmentine and/or analogs thereof are disclosed.
    Type: Application
    Filed: July 20, 2010
    Publication date: January 27, 2011
    Applicant: Marrone Bio Innovations, Inc.
    Inventors: Huazhang Huang, Ratnakar Asolkar
  • Publication number: 20090042730
    Abstract: The invention relates to novel aryl ketones of the formula (I) in which A1, A2, Q, R1, R2, X, Y and Z are as defined in the description, their use as herbicides and processes and intermediates for their preparation.
    Type: Application
    Filed: September 4, 2008
    Publication date: February 12, 2009
    Inventors: Stefan Herrmann, Dorothee Hoischen, Kristian Kather, Klaus-Helmut Muller, Otto Schallner, Hans-Georg Schwarz, Mark Wilhelm Drewes, Peter Dahmen, Dieter Feucht, Rolf Pontzen
  • Patent number: 6774086
    Abstract: There are described derivatives of benzoylcyclohexanediones of the formula (I) and their use as herbicides. In this formula (I), R1a, R1b, R1c, R2, R3, R4 and R5 are various radicals, X1 is a bridging atom, X2 a carbon chain and X3 a chalcogen atom.
    Type: Grant
    Filed: September 10, 2002
    Date of Patent: August 10, 2004
    Assignee: Bayer CropScience GmbH
    Inventors: Thomas Seitz, Lothar Willms, Andreas van Almsick, Hermann Bieringer, Thomas Auler, Hubert Menne
  • Publication number: 20040106519
    Abstract: A herbicidal composition that, in addition to comprising customary inert formulation adjuvants, comprises
    Type: Application
    Filed: July 23, 2002
    Publication date: June 3, 2004
    Inventor: Willy T. Ruegg
  • Publication number: 20040102324
    Abstract: This invention provides compounds of Formula (I), N-oxides and suitable salts thereof, wherein A and B are independently O or S; each J is independently a phenyl ring, a naphthyl ring system, a 5- or 6-membered heteroaromatic ring or an aromatic 8-, 9- or 10-membered fused heterobicyclic ring system wherein each ring or ring system is optionally substituted with 1 to 4 R5; K is, together with the two contiguous linking carbon atoms, a 5- or 6-membered heteroaromatic ring optionally substituted with 1 to 3 R4; and R1, R2, R3, R4, R5 and n are as defined in the disclosure. Also disclosed are methods for controlling an invertebrate pest comprising contacting the invertebrate pest or its environment with a biologically effective amount of a compound of Formula (I), an N-oxide thereof or a suitable salt of the compound (e.g., as a composition described herein).
    Type: Application
    Filed: August 26, 2003
    Publication date: May 27, 2004
    Inventors: Gary David Annis, Bruce Lawrence Finklestein
  • Publication number: 20040053786
    Abstract: Compounds of Formula I and Formula II, and their N-oxides and agriculturally suitable salts, are disclosed that are useful for controlling invertebrate pests, Formula (I), Formula (II) wherein A, B, J, R1, R2, R3, R4, and n are as defined in the disclosure. Also disclosed are compositions comprising the compounds of Formula I or Formula II and methods for controlling invertebrate pests that involve contacting the invertebrate pests or their environment with an effective amount of a compound of Formula (I) or Formula (II).
    Type: Application
    Filed: April 4, 2003
    Publication date: March 18, 2004
    Inventors: Thomas Paul Selby, King-Mo Sun
  • Patent number: 6310246
    Abstract: Herbicidal fluorovinyloxyacetamide compounds of formula (I) are useful for protecting crops from weeds: wherein: R1 is a phenyl group optionally having one or more substituents selected from the group consisting of C1-6 alkyl, halogen-substituted C1-6 alkyl, C1-6 alkoxy and halogen; R2 is a C1-6 alkyl; or R1 and R2 together with the nitrogen atom to which they are bound form a 5-, 6- or 7-membered nitrogen heterocycle optionally having one or more ring oxygen atoms, double bonds and C1-6 alkyl substituents; R3 is a phenyl or thiophen-2-yl group optionally having one or more substituents selected from the group consisting of C1-6 alkyl, halogen-substituted C1-6 alkyl, C1-6 alkoxy, methylenedioxy and halogen; and R4is a perfluoro C1-6 alkyl group.
    Type: Grant
    Filed: August 14, 2000
    Date of Patent: October 30, 2001
    Assignee: Korea Research Institute of Chemical Technology
    Inventors: Bum-Tae Kim, No-Kyun Park, Kyung-Sik Hong, Jae-Eup Park, Yong-Woong Kwon
  • Patent number: 5922880
    Abstract: The dihalopropene compounds of the general formula ?I! have excellent insecticidal/acaricidal activity, so that they are satisfactorily effective for the control of noxious insects, mites and ticks.
    Type: Grant
    Filed: May 20, 1997
    Date of Patent: July 13, 1999
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Noriyasu Sakamoto, Sanshiro Matsuo, Masaya Suzuki, Taro Hirose, Kazunori Tsushima, Kimitoshi Umeda
  • Patent number: 5814629
    Abstract: The invention relates to novel microbicidal and plant-immunising compounds of formula I ##STR1## wherein: X is hydrogen, halogen, C.sub.1 -C.sub.4 alkyl, SR.sub.8, N(R.sub.9)R.sub.10, CH.sub.2 OH, CHO or COOR.sub.8 ;R.sub.8 to R.sub.10 are hydrogen, C.sub.1 -C.sub.4 alkyl, benzyl, C.sub.1 -C.sub.4 acyl or benzoyl;Z is hydrogen, halogen, or a methyl group that is unsubstituted or to which from 1 to 3 unsubstituted or substituted hetero atoms O, S and/or N are bonded; in free form or in the form of salts. They can be used in crop protection for controlling and preventing disease infestation.
    Type: Grant
    Filed: December 19, 1996
    Date of Patent: September 29, 1998
    Assignee: Novartis Finance Corporation
    Inventors: Peter Stanetty, Walter Kunz
  • Patent number: 5747420
    Abstract: Novel herbicidal tetrazolinone derivatives of the formula ##STR1## and intermediates therefor of the formula ##STR2## wherein R.sup.1 is alkyl substituted by halogen, andR.sup.2 and R.sup.3 each independently is alkyl, alkenyl, alkynyl, cycloalkyl, phenyl or substituted phenyl, orR.sup.2 and R.sup.3 together with the N-atom to which they are attached, which may form a 5- or 6-membered heterocyclic ring.
    Type: Grant
    Filed: November 3, 1995
    Date of Patent: May 5, 1998
    Assignee: Nihon Bayer Agrochem K.K.
    Inventors: Toshio Goto, Seishi Ito, Kazuhiro Ukawa, Yukiyoshi Watanabe, Shin-ichi Narabu, Akihiko Yanagi
  • Patent number: 5707933
    Abstract: Herbicidal picolinamide derivatives are provided having the formula I ##STR1## which Z represents an oxygen or sulphur atom, R.sup.1 and R.sup.2 each independently represents a hydrogen atom or an optionally substituted alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkylalkyl, aryl, aralkyl, alkaryl, hydroxy, alkoxy, alkenyloxy, alkynyloxy, alkylcarbonyl, amino, mono- or di-alkylamino, alkoxycarbonylamino, arylamino, arylalkylamino or dialkylcarbamoyl group, or together represent an alkylene chain which is optionally interrupted by an oxygen, or sulphur atom or by a group --NR-- in which R represents a hydrogen atom or an alkyl group, R.sup.3 independently represents a halogen atom or an alkyl or haloalkyl group, R.sup.4, R.sup.5 and R.sup.
    Type: Grant
    Filed: June 5, 1995
    Date of Patent: January 13, 1998
    Assignee: American Cyanamid Company
    Inventors: Axel Kleemann, Robert John Griffith Searle
  • Patent number: 5674811
    Abstract: 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: Grant
    Filed: October 6, 1994
    Date of Patent: October 7, 1997
    Assignee: Tokuyama Corporation
    Inventors: Toshio Kitajima, Tadashi Kobutani, Shozo Kato, Masao Yamaguchi, Masahiko Ishizaki, deceased
  • Patent number: 5668087
    Abstract: Herbicidal 1-alkenyltetrazolinones of the formula: ##STR1## wherein R.sup.1 represents the group: ##STR2## or the group: ##STR3## R.sup.2 and R.sup.3, independently of one another, represent C.sub.1-6 alkyl, C.sub.3-7 cycloalkyl which may optionally be substited by methyl, C.sub.2-4 alkenyl, C.sub.2-5 alkynyl, phenyl which may optionally be substituted or aralkyl which may optionally be substituted, orR.sup.2 and R.sup.3 may optionally form, together with the N-atom to which they are bonded, a heterocyclic ring which may optionally be substituted, and novel intermediates therefor.
    Type: Grant
    Filed: March 15, 1996
    Date of Patent: September 16, 1997
    Assignee: Nihon Bayer Agrochem K.K.
    Inventors: Toshio Goto, Yoshinori Kitagawa, Seishi Ito, Katsuhiko Shibuya, Kazuhiro Ukawa, Yoshiko Kyo, Natsuko Minegishi
  • Patent number: 5654257
    Abstract: 1-cycloalkenyltetrazolinone derivatives of the following herbicidal formula ##STR1## R.sup.1 is cycloalkenyl which may optionally be substituted by halogen C.sub.1-4 alkyl, or bicycloalkenyl which may optionally be substituted by halogen or C.sub.1-4 alkyl, andR.sup.2 and R.sup.3 each independently is alkyl, cycloalkyl, phenyl (optionally substituted by a member selected from the group consisting of nitro, cyano, halogen, alkyl, haloalkyl, alkoxy, haloalkoxy and alkylthio), alkenyl and alkynyl,orR.sup.2 and R.sup.3 together with the N-atom to which they are bonded form, a 5- or 6-membered heterocyclic ring which may optionally contain a further hetero atom, said heterocyclic ring optionally being benzo-condensed, or a C-.sub.
    Type: Grant
    Filed: February 15, 1996
    Date of Patent: August 5, 1997
    Assignee: Nihon Bayer Agrochem K.K.
    Inventors: Toshio Goto, Yoshinori Kitagawa, Seishi Ito, Katsuhiko Shibuya, Tatsuya Yamaoka, Chieko Ueno, Yoshiko Kyo
  • Patent number: 5643855
    Abstract: Compounds such as Formula I having herbicidal utility are disclosed: ##STR1## wherein Q is ##STR2## R.sub.1 is H; alkyl, haloalkyl or halogen R.sup.2 is C.sub.1 -C.sub.2 alkyl optionally substituted with one or more halogens, OR.sup.8, CN, COR.sup.9, CO.sub.2 R.sup.31 or CONR.sup.32 R.sup.33 ; CN; CO.sub.2 R.sup.34 ; CONR.sup.35 R.sup.36 ; S(O).sub.n R.sup.8 ; S(O).sub.n NR.sup.19 R.sup.8 or COR.sup.37 ; orR.sup.1 and R.sup.2 can be taken together along with the carbon to which they are attached to form C.dbd.CHCO.sub.2 R.sup.31 ; C.dbd.(CH.sub.3)CO.sub.2 R.sup.31 ; C.dbd.(C.sub.2 H.sub.5)CO.sub.2 R.sup.31 ; C.dbd.CHCONR.sup.32 R.sup.33 ; C.dbd.C(CH.sub.3)CONR.sup.32 R.sup.33 or C.dbd.C(C.sub.2 H.sub.5)CONR.sup.32 R.sup.33.
    Type: Grant
    Filed: June 15, 1995
    Date of Patent: July 1, 1997
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: John Jolly Kilama
  • Patent number: 5641727
    Abstract: Herbicidal tetrazolinone derivatives of the formula: ##STR1## in which R.sup.1 is alkyl, haloalkyl, cycloalkyl, alkenyl, haloalkenyl, alkynyl or phenyl, andR.sup.2 is alkyl, haloalkyl, cycloalkyl, alkenyl, haloalkenyl, alkynyl or phenyl, orR.sup.1 and R.sup.2 together with the nitrogen atom to which they are bonded form an optionally benzofused heterocyclic ring, which is optionally substituted by C.sub.1-4 alkyl,n is 0, 1, 2 or 3, andR.sup.3 each independently is nitro, halogen, alkyl, haloalkyl, alkylthio or phenoxy.
    Type: Grant
    Filed: July 6, 1995
    Date of Patent: June 24, 1997
    Assignee: Nihon Bayer Agrochem K.K.
    Inventors: Toshio Goto, Koichi Moriya, Fritz Maurer, Seishi Ito, Katsuaki Wada, Kazuhiro Ukawa, Ryo Watanabe, Asami Ito
  • Patent number: 5629265
    Abstract: 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: Grant
    Filed: June 22, 1994
    Date of Patent: May 13, 1997
    Assignee: Tokuyama Corporation
    Inventors: Masahiko Ishizaki, Seiji Nagata, Junji Takenaka
  • Patent number: 5554581
    Abstract: The present invention relates to 3,4,5,6-tetrahydrophthalamide derivatives and 3,4,5,6-tetrahydroisophthalimide derivatives having excellent effects as effective active ingredients of herbicides, and processes for preparing the same, and provides the compounds having a more efficient herbicidal activity, and efficient and industrial processes for the preparation thereof.More specifically, the tetrahydrophthalimide derivative obtained by reacting a halogen-substituted 5-cycloalkyloxyaniline derivative with a 3,4,5,6-tetrahydrophthalic anhydride, or the tetrahydroisophthalimide derivative of the present invention is reacted with various types of amines to prepare a tetrahydrophthalamide derivative represented by the general formula (I): ##STR1## These tetrahydrophthalamide derivatives and the tetrahydroisophthalimide derivatives exhibit excellent herbicidal activities in the soil treatment in the paddy field and field and the stem-foliar treatment.
    Type: Grant
    Filed: May 25, 1995
    Date of Patent: September 10, 1996
    Assignees: Sagami Chemical Research Center, Kaken Pharmaceutical Co., Ltd.
    Inventors: Kenji Hirai, Tomoko Matsukawa, Tomoyuki Yano, Emiko Ejiri, Kiyomi Aizawa, Koichi Shikakura, Tomoko Yoshii, Sadayuki Ugai, Osamu Yamada, Shigeki Kishi
  • Patent number: 5545608
    Abstract: 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: Grant
    Filed: April 25, 1994
    Date of Patent: August 13, 1996
    Assignee: Nissan Chemical Industries, Ltd.
    Inventors: Katsushi Morimoto, Masatoshi Ohnari, Tsutomu Nawamaki, Shigeomi Watanabe, Kimihiro Ishikawa
  • Patent number: 5506190
    Abstract: The present invention relates to 3,4,5,6-tetrahydrophthalamide derivatives and 3,4,5,6-tetrahydroisophthalimide derivatives having excellent effects as effective active ingredients of herbicides, and processes for preparing the same, and provides the compounds having a more efficient herbicidal activity, and efficient and industrial processes for the preparation thereof.More specifically, the tetrahydrophthalimide derivative obtained by reacting a halogen-substituted 5-cycloalkyloxyaniline derivative with a 3,4,5,6-tetrahydrophthalic anhydride, or the tetrahydroisophthalimide derivative of the present invention is reacted with various types of amines to prepare a tetrahydrophthalamide derivative represented by the general formula (I): ##STR1## These tetrahydrophthalamide derivatives and the tetrahydroisophthalimide derivatives exhibit excellent herbicidal activities in the soil treatment in the paddy field and field and the stem-foliar treatment.
    Type: Grant
    Filed: September 19, 1994
    Date of Patent: April 9, 1996
    Assignees: Sagami Chemical Research Center, Kaken Pharmaceutical Co. Ltd.
    Inventors: Kenji Hirai, Tomoko Matsukawa, Tomoyuki Yano, Emiko Ejiri, Kiyomi Aizawa, Koichi Shikakura, Tomoko Yoshii, Sadayuki Ugai, Osamu Yamada, Shigeki Kishi
  • Patent number: 5438033
    Abstract: This invention relates to certain herbicidal pyridine compounds, agriculturally suitable compositions and a method of use of herbicidal pyridine compounds.
    Type: Grant
    Filed: December 9, 1993
    Date of Patent: August 1, 1995
    Assignee: E. I. duPont de Nemours and Company
    Inventors: Joseph E. Drumm, Renee M. Lett, Dennis R. Rayner, Morris P. Rorer, Chi-Ping Tseng
  • Patent number: 5369085
    Abstract: Indane-1, 3-dione derivatives of the following general formula [I]: ##STR1## and herbicidal compositions containing them as an active ingredient are provided. The derivatives are highly valuable in exhibiting excellent herbicidal activity while causing markedly low damage on crops.
    Type: Grant
    Filed: March 9, 1993
    Date of Patent: November 29, 1994
    Assignee: Mitsubishi Kasei Corporation
    Inventors: Akemi Hosokawa, Osamu Ikeda, Noriko Minami, Nobuo Kyomura
  • Patent number: 5312799
    Abstract: This invention described in this patent application relates to novel amides of the formula (I) ##STR1## wherein the substituents are as defined in the disclosure, intermediates for such amides, synthesis thereof and their use for the control of weeds.
    Type: Grant
    Filed: May 8, 1992
    Date of Patent: May 17, 1994
    Assignee: Sandoz Ltd.
    Inventors: Karl Seckinger, Karlheinz Milzner, Fred Kuhnen, Sasank S. Mohanty
  • Patent number: 5258361
    Abstract: This invention relates to 1-(disubstituted carbamoyl)-3-(N-arylsulfonamido)-1,2,4-triazoles of the formula ##STR1## wherein R.sup.1 and R.sup.2 are each independently selected from the group consisting of alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkylalkyl, cycloalkenyl, cycloalkenylalkyl, haloalkyl, alkoxyalkyl and haloalkoxyalkyl, R.sup.3 is hydrogen, alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkylalkyl, cycloalkenyl, cycloalkenylalkyl, haloalkyl, alkoxyalkyl or haloalkoxyalkyl, Ar is an optionally substituted aryl group, and the agronomically acceptable acid addition salts and metal complexes thereof, compositions containing these compounds and their uses as herbicides.
    Type: Grant
    Filed: September 27, 1991
    Date of Patent: November 2, 1993
    Assignee: Rohm and Haas Company
    Inventor: Raul C. G. Lopez
  • Patent number: 5244893
    Abstract: New compounds of the formula (I) ##STR1## in which R.sup.1 -R.sup.6 have the meanings given in the description, their preparation and use in plant protection, the protection of materials and in the field of human and veterinary medicine.Formula (I) gives a definition of the compounds which can be prepared by analogous processes, for example from suitable benzothiophene derivatives by oxidation.
    Type: Grant
    Filed: April 29, 1992
    Date of Patent: September 14, 1993
    Assignee: Bayer Aktiengesellschaft
    Inventors: Hans-Ludwig Elbe, Dieter Berg, Heinz-Wilhelm Dehne, Stefan Dutzmann, Georg-Wilhelm Ludwig, Manfred Plempel
  • Patent number: 5223018
    Abstract: The invention relates to new 1-phenyl-piperidine-2,6-diones of the formula I ##STR1## wherein R is C.sub.3 -C.sub.7 -cycloalkyl,R.sub.1 is hydrogen or halogen;R.sub.2 is hydrogen, cyano, nitro or halogen; andA is hydrogen, cyano, nitro or is an ether or carboxylic acid radical as defined in the description. The salts, complexes as well as the stereoisomeric forms of these compounds, their preparations, use and agrochemical compositions which contains them form also part of this invention.
    Type: Grant
    Filed: March 26, 1992
    Date of Patent: June 29, 1993
    Assignee: Ciba-Geigy Corporation
    Inventors: Hans Moser, Georg Pissiotas, Hans-Georg Brunner
  • Patent number: 5217523
    Abstract: Pyrazole-3-carboxamides of the general formula I ##STR1## where the substituents have the following meaning: R.sup.1 hydrogen;substituted or unsubstituted C.sub.3 -C.sub.8 -cycloalkyl or C.sub.1 C.sub.6 -alkyl;R.sup.2 hydroxy; amino; C.sub.1 -C.sub.4 -alkylamino; di-C.sub.1 -C.sub.4 -alkylamino, aminocarbonyl-C.sub.1 -C.sub.6 -alkyl; substituted or unsubstituted C.sub.1 -C.sub.4 -alkoxy, C.sub.3 -C.sub.6 -alkenyl, C.sub.3 -C.sub.6 -alkynyl, phenyl or naphthyl,a substituted or unsubstituted 5- to 6-membered heterocyclic ring;one of the groups mentioned for R.sup.1 orR.sup.1 and R.sup.2 together denote a 4- to 7-membered chain which may contain, in addition to methylene groups one of the following groups as ring member: oxygen, sulfur N-methyl or carbonyl;R.sup.3 a substituted or unsubstituted 5- to 6-membered heterocyclic ring.substituted or unsubstituted C.sub.3 -C.sub.6 -alkenyl, C.sub.3 -C.sub.6 alkynyl, 5,6,7,8-tetrahydronaphthyl or phenyl orone of the groups mentioned for R.sup.1 ;R.sup.
    Type: Grant
    Filed: May 4, 1992
    Date of Patent: June 8, 1993
    Assignee: BASF Aktiengesellschaft
    Inventors: Klaus Ditrich, Gerhard Hamprecht, Peter Plath, Bruno Wuerzer, Karl-Otto Westphalen
  • Patent number: 5216171
    Abstract: 2-Amino-4-trichloromethylpyridines of the general formula I ##STR1## where R.sup.1 is hydrogen or C.sub.1 -C.sub.8 -alkyl,R.sup.2 is C.sub.1 -C.sub.8 -alkyl, C.sub.5 -C.sub.8 -cycloalkyl, C.sub.2 -C.sub.4 -alkenyl or phenyl, benzyl or phenylsulfonyl,--CX--R.sup.3, --SO.sub.2 R.sup.3 or --PX(OR.sup.4).sub.2 orR.sup.1 and R.sup.2 together form .dbd.CR.sup.5 R.sup.6 or --CO--Z--CO--,X is oxygen or sulfur,R.sup.3 is C.sub.1 -C.sub.20 -alkyl, C.sub.2 -C.sub.6 -alkenyl, amino, C.sub.1 -C.sub.6 -alkylamino, di-C.sub.1 -C.sub.6 -alkylamino, morpholino, piperidino, pyrazolidino or C.sub.1 -C.sub.8 -alkylcarbonylamino, substituted or unsubstituted phenylamino or benzylamino,R.sup.4 is C.sub.1 -C.sub.8 -alkyl, C.sub.1 -C.sub.8 -haloalkyl or substituted or unsubstituted phenyl,R.sup.5 is hydrogen, C.sub.1 -C.sub.4 -alkyl, or substituted or unsubstituted phenyl,R.sup.
    Type: Grant
    Filed: April 8, 1991
    Date of Patent: June 1, 1993
    Assignee: BASF Aktiengesellschaft
    Inventors: Helmut Hagen, Hans Ziegler, Juergen Pfister, Gerhard Nilz, Gisela Lorenz, Juergen Dressel
  • Patent number: 5211739
    Abstract: This invention relates to 1-(disubstituted carbamoyl or thiocarbamoyl)-1,2,4-triazol-3-yl sulfonates and thiosulfonates of the formula ##STR1## wherein R.sup.1 and R.sup.2 are each independently selected from the group consisting of optionally substituted alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl and cycloalkynyl, or they may together with the nitrogen to which they are attached form an optionally substituted heterocyclic ring, R.sup.3 is an optionally substituted alkyl, cycloalkyl, alkenyl, cycloalkenyl, aryl, aralkyl or aromatic heterocyclic group, X and Y are each independently oxygen or sulfur, and the agronomically acceptable acid addition salts and metal complexes thereof, compositions containing these compounds and their uses as herbicides.
    Type: Grant
    Filed: September 27, 1991
    Date of Patent: May 18, 1993
    Assignee: Rohm and Haas Company
    Inventor: Raul C. G. Lopez
  • Patent number: 5205854
    Abstract: Isoxazole(isothiazole)-5-carboxamides, having herbicidal activity, of the formula ##STR1## where X is oxygen or sulfur,R.sup.1 is hydrogen, substituted or unsubstituted alkyl, alkoxy, substituted or unsubstituted cycloalkyl, a 5- or 6-membered heterocyclic radical having one or two heteroatoms selected from the group consisting of oxygen, sulfur and nitrogen, and which may be substituted, or substituted or unsubstituted phenyl, orR.sup.2 is formyl, 4,5-dihydrooxazol-2-yl or a radical of the formula COYR.sup.5 or CONR.sup.6 R.sup.7.
    Type: Grant
    Filed: September 23, 1991
    Date of Patent: April 27, 1993
    Assignee: BASF Aktiengesellschaft
    Inventors: Wolfgang Freund, Thomas Kuekenhoehner, Gerhard Hamprecht, Bruno Wuerzer, Karl-Otto Westphalen, Norbert Meyer, Hans Theobald
  • Patent number: 5201932
    Abstract: Carboxamides Ia, Ib, Ic and Id ##STR1## (X=O, S; R.sup.1 =H, halogen, substituted or unsubstituted alkyl, substituted or unsubstituted benzyl, alkoxy, alkylthio, haloalkoxy, haloalkylthio, substituted or unsubstituted phenyl, substituted or unsubstituted phenoxy or phenylthio, a substituted or unsubstituted 5- or 6-membered heterocyclic radical containing one or two heteroatoms, cycloalkyl-substituted alkyl, substituted or unsubstituted alkenyl which may be epoxidized, substituted or unsubstituted alkynyl, substituted or unsubstituted cycloalkyl or cycloalkenyl; R.sup.1 '=cycloalkyl-substituted alkyl, substituted or unsubstituted alkenyl which may be epoxidized, substituted or unsubstituted cycloalkenyl; R.sup.2 =CHO, 4,5-dihydrooxazol-2-yl, COYR.sup.5, CONR.sup.6 R.sup.7 ; Y=O, S; R.sup.
    Type: Grant
    Filed: May 4, 1992
    Date of Patent: April 13, 1993
    Assignee: BASF Aktiengesellschaft
    Inventors: Volker Maywald, Wolfgang Freund, Gerhard Hamprecht, Thomas Kuekenhoehner, Peter Plath, Bruno Wuerzer, Karl-Otto Westphalen
  • Patent number: 5199970
    Abstract: The invention relates to novel, herbicidally active 2-[4-(5-trifluoromethyl-2-pyridyloxy)phenoxy]-propionic acid derivatives of the general formula (I), ##STR1## The invention also relates to herbicide compositions containing the compounds of the general formula (I) as active ingredients as well as to a process for the preparation of these compounds and compositions.
    Type: Grant
    Filed: October 30, 1990
    Date of Patent: April 6, 1993
    Assignee: Alkaloida Vegyeszeti Gyar
    Inventors: Jozsef Tompa, Ferenc Bartha, Tibor Timar, Agota Repasi nee Veres, Vilmos Galamb, Eva Fuzi nee Porkolab, Dezso Miklos
  • Patent number: 5194084
    Abstract: Herbicidal substituted triazolones of the formula ##STR1## in which R.sup.1 represents hydrogen, alkyl, alkenyl, alkinyl, halogenoalkyl, halogenoalkenyl, halogenoalkinyl, alkoxyalkyl, alkoxy, cycloalkylalkyl or cycloalkyl, or represents in each case optionally substituted aralkyl or aryl,R.sup.2 represents alkyl, alkenyl, alkinyl, halogenoalkyl, halogenoalkenyl, halogenoalkinyl, alkoxyalkyl, alkoxy, cycloalkyl or cycloalkylalkyl, or represents in each case optionally substituted aryl, aralkyl or heteroaryl,R.sup.3 and R.sup.4 independently of one another each represent hydrogen or an organic radical, or together with the nitrogen atom to which they are bonded represent an optionally substituted heterocycle,X represents oxygen or sulphur andY represents oxygen or sulphur.
    Type: Grant
    Filed: July 15, 1992
    Date of Patent: March 16, 1993
    Assignee: Bayer Aktiengesellschaft
    Inventors: Kurt Findeisen, Markus Lindig, Hans-Joachim Santel, Robert R. Schmidt, Klaus Lurssen
  • Patent number: 5192498
    Abstract: It has now been discovered that the undesirable odor in thiocarbamate compounds can be suppressed or mostly eliminated by the process of this invention. Generally, the process of this invention involves mixing an aqueous solution of sodium hypochlorite, calcium hypochlorite or chloramine-B with the odorous thiocarbamate compound for a sufficient period of time, followed by a second step of mixing citric acid, maleic acid or oxalic acid with the treated thiocarbamate compound to eliminate chlorodialkylamine compounds produced in the first step.
    Type: Grant
    Filed: October 11, 1991
    Date of Patent: March 9, 1993
    Assignee: Imperial Chemical Industries plc
    Inventors: Chia-Chung Chen, Ray J. Lo
  • Patent number: 5190574
    Abstract: A herbicidal compound of formula (I): ##STR1## in which the dotted line indicates the presence of two double bonds arranged so as to form a fused hetero-aromatic ring system;Py is an optionally substituted pyrazole ring;W is O or NR.sup.1 ; where R.sup.1 is hydrogen or lower alkyl;X is (CH.sub.2).sub.n, CH.dbd.CH, CH(OR.sup.5)CH.sub.2, COCH.sub.2 ;where n is 0, 1 or 2;R.sup.2 and R.sup.3 are independently selected from H, optionally substituted alkyl, alkenyl or alkynyl, halogen, NR.sup.6 R.sup.7, or R.sup.2 and R.sup.3 together with the carbon to which they are attached form an optionally substituted alkenyl or cycloalkyl group;R.sup.4 is CO.sub.2 R.sup.8, CN, COR.sup.8, CH.sub.2 OR.sup.8, CH(OH)R.sup.8, CH(OR.sup.8)R.sup.9, CSNH.sub.2, COSR.sup.8, CSOR.sup.8, CONHSO.sub.2 R.sup.8, CONR.sup.10 R.sup.11, CONHNR.sup.10 R.sup.11, CONHN.sup.+ R.sup.10 R.sup.11 R.sup.12 R.sup.14-, CO.sub.2.sup.- R.sup.15+ or COON.dbd.CR.sup.10 R.sup.11 ;R.sup.15+ is an agriculturally acceptable cation and R.sup.
    Type: Grant
    Filed: February 7, 1991
    Date of Patent: March 2, 1993
    Assignee: Imperial Chemical Industries plc
    Inventors: David P. J. Pearson, John E. D. Barton, Christopher J. Mathews, David Cartwright, Susan P. Barnett
  • Patent number: 5185025
    Abstract: The present invention relates to certain novel substituted 3-phenoxypyrazoles and their use as herbicides.
    Type: Grant
    Filed: October 13, 1989
    Date of Patent: February 9, 1993
    Assignee: Monsanto Company
    Inventors: Kurt Moedritzer, Michael D. Rogers
  • Patent number: 5180418
    Abstract: Cycloalkanecarboxylic acid derivatives of formula I ##STR1## wherein W is ##STR2## and A is CO--R.sub.3 or CN; R.sub.1 is hydrogen or fluorine; R.sub.2 is halogen or cyano; R.sub.3 is chlorine, X--R.sub.5, amino, C.sub.1 -C.sub.4 alkylamino, d-C.sub.1 -C.sub.4 alkylamino, C.sub.2 -C.sub.4 haloalkylamino, di-C.sub.2 -C.sub.4 haloalkylamino, C.sub.1 -C.sub.4 hydroxyalkylamino, di-C.sub.1 -C.sub.4 hydroxyalkylamino, C.sub.3 -C.sub.4 alkenylamino, diallylamino, --N-pyrrolidino, --N-piperidino, --N-morpholino, --N-thiomorpholino, --N-piperidazino, the group --O--N.dbd.C--(R.sub.9)R.sub.10 or the group --N--R.sub.6 (OR.sub.6); each of R.sub.4 and R.sub.14, independently of the other, is hydrogen, fluorine, chlorine, bromine, C.sub.1 -C.sub.4 alkyl or trifluoromethyl; R.sub.5 is hydrogen, C.sub.1 -C.sub.10 alkyl, C.sub.1 -C.sub.4 alkoxy-C.sub.1 -C.sub.4 alkyl, halo-C.sub.1 -C.sub.8 alkyl, C.sub.1 -C.sub.10 alkylthio-C.sub.1 -C.sub.4 alkyl, di-C.sub.1 -C.sub.4 alkylamino-C.sub.1 -C.sub.4 alkyl, cyano-C.sub.1 -C.sub.
    Type: Grant
    Filed: July 19, 1991
    Date of Patent: January 19, 1993
    Assignee: Ciba-Geigy Corporation
    Inventors: Georg Pissiotas, Hans Moser, Hans-Georg Brunner, Eginhard Steiner
  • Patent number: 5176737
    Abstract: A herbicidal compound of formula (I): ##STR1## in which Ar is an optionally substituted aryl or heterocyclic ring system:R.sup.1 and R.sup.2 are independently selected from H, optionally substituted alkyl, alkenyl or akynyl, halogen, NR.sup.a R.sup.b, or R.sup.1 and R.sup.2 together with the carbon to which they are attached form an optionally substituted alkenyl or cycloalkyl group;R.sup.3 is CO.sub.2 R.sup.4, CN, COR.sup.4, CH.sub.2 OR.sup.4, CH.sub.4 (OH)R.sup.4, CH(OR.sup.4)R.sup.5, CH.sub.2 OSO.sub.6 R.sup.4, CH.sub.2 OSO.sub.6 R.sub.4, CH.sub.2 ONR.sup.6 R.sup.7, CSNH.sub.2, COSR.sup.4, SCOR.sup.4, COHNSO.sub.2 R.sup.4, CONR.sup.6 R.sup.7, CONHNR.sup.6 R.sup.7, CONHN.sup.+ R.sup.6 R.sup.7 R.sup.8 Y.sup.-2, CO.sub.2.sup.- M.sup.+ or COON.dbd.CR.sup.6 R.sup.7 ;M.sup.+ is an agriculturally acceptable cation;Y.sup.- is an agriculturally acceptable anion;R.sup.4, and R.sup.5 are independently selected from H or an optionally substituted alkyl, aryl, alkenyl or alkynyl group;R.sup.6, R.sup.7, R.sup.8, R.sup.
    Type: Grant
    Filed: February 7, 1991
    Date of Patent: January 5, 1993
    Assignee: Imperial Chemical Industries PLC
    Inventors: Ewan J. T. Chrystal, John E. D. Barton, David Cartwright, Christopher J. Mathews
  • Patent number: 5176738
    Abstract: A method of controlling plant growth is provided comprising applying to the plants or to a habitat thereof a herbicidally effective amount of a compound having the structure: ##STR1## wherein R.sup.1 is selected from the group consisting of carboxy, cyano, ester ##STR2## wherein R.sup.2 is selected from the group consisting of a straight-chained alkyl group or a branched-chained alkyl group, of about 1 to 8 carbon atoms.R.sup.3 and R.sup.4 are selected from the group consisting of hydrogen, alkyl of about 1 to 8 carbon atoms, cycloalkyl of about 5 to 6 carbon atoms, and heterocyclyl of about 5 to 6 carbon and hetero atoms, or,R.sup.3 and R.sup.4 taken together with the nitrogen atoms to which they are attached form a heterocyclyl group having 5 to 6 carbon and hetero atoms. Also, novel compounds having the above structure are provided.
    Type: Grant
    Filed: October 1, 1991
    Date of Patent: January 5, 1993
    Assignee: Eastman Kodak Company
    Inventor: Thomas R. Welter
  • Patent number: RE39263
    Abstract: There is disclosed substituted thiocarboxamides of the general formula (I) useful as herbicides.
    Type: Grant
    Filed: December 12, 2003
    Date of Patent: September 5, 2006
    Assignee: Bayer Aktiengesellschaft
    Inventors: Karl-Heinz Linker, Kurt Findeisen, Roland Andree, Mark-Wilhelm Drewes, Andreas Lender, Otto Schallner, Wilhelm Haas, Hans-Joachim Santel, Markus Dollinger