Additional C=o Bonded Directly To Urea Nitrogen Patents (Class 514/594)
  • Patent number: 4880838
    Abstract: Novel 1-(4-phenoxyphenyl)-3-benzoyl urea compounds are provided together with methods for their preparation and the use of said compounds as the active toxicant in pesticidal compositions.
    Type: Grant
    Filed: March 7, 1988
    Date of Patent: November 14, 1989
    Assignee: Rhone-Poulenc
    Inventors: David T. Chou, Paul A. Cain
  • Patent number: 4880837
    Abstract: N-Benzoyl-N'-(2,3-dichloro-4-phenoxy)-phenylureas of the general formula I ##STR1## where R.sup.1 is halogen, R.sup.2 is hydrogen or halogen, R.sup.3 is halogen or C.sub.1 -C.sub.4 -haloalkoxy, and R.sup.4 is hydrogen or halogen, pesticides containing compounds I as active ingredients, and methods of combating pests.
    Type: Grant
    Filed: September 19, 1988
    Date of Patent: November 14, 1989
    Assignee: BASF Aktiengesellschaft
    Inventors: Wolfgang Seppelt, Peter Hofmeister, Christoph Kuenast
  • Patent number: 4873264
    Abstract: Novel 1-(alkylphenoxyphenyl)-3-benzoyl ureas and a process for their preparation are provided. The novel ureas are useful as the active toxicant in pesticidal composition.
    Type: Grant
    Filed: March 7, 1988
    Date of Patent: October 10, 1989
    Assignee: Rhone-Poulenc Nederlands B.V.
    Inventors: David T. Chou, Paul A. Cain
  • Patent number: 4868215
    Abstract: N-aroyl N'-phenyl ureas having the formula ##STR1## wherein: Ar is a substituted phenyl, pyridyl or pyrimidinyl radical wherein the substituents are chloro, bromo, fluoro C.sub.1 -C.sub.3 alkyl or C.sub.1 -C.sub.3 alkoxy, with the proviso that at least one substituent is positioned ortho to the carbonyl group; R.sub.3 and R.sub.4 are individually H or C.sub.1 -C.sub.4 alkyl or together they form the group ##STR2## Y is O or S; X.sub.1, X.sub.2, X.sub.3 and X.sub.4 are individually H, halogen, C.sub.1 -C.sub.3 alkyl, C.sub.1 -C.sub.3 alkoxy, alkylcarbonyl, alkoxycarbonyl, C.sub.1 -C.sub.3 alkylthio, NO.sub.2, CN or NR.sub.5 R.sub.6 wherein R.sub.5 and R.sub.6 are H or C.sub.1 -C.sub.3 alkyl with the provisos that at least one of X.sub.1, X.sub.2, X.sub.3 or X.sub.4 is other than H and (a) when three of X.sub.1, X.sub.2, X.sub.3 or X.sub.4 are H, the fourth substitution cannot be halogen or alkyl, (b) when X.sub.1 and X.sub.3 are H, X.sub.2 and X.sub.4 cannot both be halogen, (c) when X.sub.2 and X.sub.
    Type: Grant
    Filed: September 24, 1984
    Date of Patent: September 19, 1989
    Assignee: The Dow Chemical Company
    Inventors: Barat Bisabri-Ershadi, Raymond H. Rigterink
  • Patent number: 4861799
    Abstract: A benzoylurea compound having the formula: ##STR1## wherein each of X.sub.1 and X.sub.2 is a hydrogen atom, a halogen atom or a methyl group, provided that X.sub.1 and X.sub.2 are not simultaneously hydrogen atoms, Y is independently a hydrogen atom, a halogen atom, an alkyl group which may be substituted by halogen, a --CO.sub.2 R.sub.1 group wherein R.sub.1 is a hydrogen atom, a cation or an alkyl group, or a --OR.sub.1 group wherein R.sub.1 is as defined above, A.sub.1 is .dbd.N--or ##STR2## wherein Y is as defined above, W is an oxygen atom, a sulfur atom or ##STR3## wherein R.sub.1 is as defined above, k is an integer of from 1 to 3, l is 0 or 1, and Ar is ##STR4## wherein Z is independently a hydrogen atom, a halogen atom, an alkyl group which may be substituted by halogen, an alkoxy group which may be substituted by halogen, a nitro group, a cyano group or a --S(O).sub.n R.sub.2 group wherein R.sub.2 is an alkyl group which may be substituted by halogen and n is 0, 1 or 2, A.sub.
    Type: Grant
    Filed: September 30, 1987
    Date of Patent: August 29, 1989
    Assignee: Ishihara Sangyo Kaisha Ltd.
    Inventors: Takahiro Haga, Tadaaki Toki, Toru Koyanagi, Yasuhiro Fujii, Kiyomitsu Yoshida, Osamu Imai
  • Patent number: 4843100
    Abstract: This invention relates to a benzoylurea derivative of the formula: ##STR1## wherein X.sup.1 and X.sup.2 are hydrogen, halogen, alkyl or alkoxy; and one of Y.sup.1, Y.sup.2, Y.sup.3, Y.sup.4 and Y.sup.5 is halogenoalkylsulfinyl or halogenoalkylsulfonyl, and the others are hydrogen, halogen or alkyl, exhibiting excellent insecticidal and ovicidal activities (particularly, molt inhibitory activity), their production and use.
    Type: Grant
    Filed: June 19, 1987
    Date of Patent: June 27, 1989
    Assignee: Takeda Chemical Industries, Ltd.
    Inventors: Hiroshi Nagase, Yasuo Sato
  • Patent number: 4833158
    Abstract: This invention provides a method of combating termites at a locus, which comprises treating the locus e.g. soil or timber with an acyl urea of the formula ##STR1## wherein one substituent X is a halogen atom or a merthyl group and the other is a halogen atom, a hydrogen atom or a methyl group, and each of R.sup.1, R.sup.2 and R.sup.3 independently represents a hydrogen or fluorine atom; the use of acyl ureas of formula I for combating termites; and compositions for protecting timber against termite attack.
    Type: Grant
    Filed: December 17, 1987
    Date of Patent: May 23, 1989
    Assignee: Shell Internationale Research Maatschappij B.V.
    Inventors: Roland S. Twydell, Jennifer M. Radcliffe
  • Patent number: 4833151
    Abstract: Certain organic compounds derived from urea or thio-urea having insectical activity and methods of their preparation are disclosed. The compounds according to the invention have been found to interfere with the mechanism of metamorphoses which occurs in insects. Hence, the substances according to the invention are specifically active against insects. Owing to this specificity and because of the absence of phytotoxicity effects, the compounds of this invention are of prime importance.
    Type: Grant
    Filed: May 28, 1986
    Date of Patent: May 23, 1989
    Assignee: Duphar International Research B.V.
    Inventors: Kobus Wellinga, Rudolf Mulder
  • Patent number: 4798837
    Abstract: The invention relates to novel substituted N-benzoyl-N'-2,5-dichloro-4-hexafluoropropyloxyphenylureas of the formula ##STR1## wherein R.sub.1 is hydrogen, fluorine, chlorine or methoxy, and R.sub.2 is fluorine, chlorine or methoxy, and to the salts thereof; to proesses and intermediates for the preparation of these compounds and to compositions containing the novel compounds for controlling insects and representatives of the order Acarina, in particular plant-destructive insects.
    Type: Grant
    Filed: June 4, 1987
    Date of Patent: January 17, 1989
    Assignee: Ciba-Geigy Corporation
    Inventors: Jozef Drabek, Manfred Boger
  • Patent number: 4798839
    Abstract: Insecticidal compositions are provided which contain mixtures of certain benzoyl ureas and a synergist which is a methylenedioxyphenyl derivative. The invention also encompasses a method of controlling insects by subjecting them to an effective amount of the synergistic insecticidal compositions.
    Type: Grant
    Filed: March 7, 1984
    Date of Patent: January 17, 1989
    Assignee: Rhone Poulenc Nederlands B.V.
    Inventor: Hafez M. Ayad
  • Patent number: 4783485
    Abstract: The invention relates to new benzoylurea compounds having insecticidal and acaricidal activity, of the general formula ##STR1## wherein R.sub.1 is a hydrogen atom or represents 1 or 2 halogen atoms;Ar is a para-phenylene group or a para-pyridylene group, which groups may be substituted with 1 or 2 substituents selected from the group consisting of chlorine, methyl and trifluoromethyl;B is an oxygen atom or represents a group having the formula ##STR2## wherein R.sub.
    Type: Grant
    Filed: September 26, 1986
    Date of Patent: November 8, 1988
    Assignee: Duphar International Research B.V.
    Inventors: Marius S. Brouwer, Arnoldus C. Grosscurt, Roelof Van Hes
  • Patent number: 4782090
    Abstract: Arthropodicidally active novel benzoyl(thio)ureas of the formula ##STR1## in which X is oxygen or sulphur, andR.sup.1 and R.sup.2 each independently is hydrogen, halogen or C.sub.1 -C.sub.4 -alkyl.
    Type: Grant
    Filed: November 16, 1987
    Date of Patent: November 1, 1988
    Assignee: Bayer Aktiengesellschaft
    Inventors: Wilhelm Sirrenberg, Benedikt Becker, Wolfgang Behrenz, Ingomar Krehan, Wilhelm Stendel
  • Patent number: 4782091
    Abstract: Arthropodicidally active novel benzoyl(thio)ureas of the formula ##STR1## in which X is oxygen or sulphur,R.sup.1 is halogen andR.sup.2 is halogen.
    Type: Grant
    Filed: November 10, 1987
    Date of Patent: November 1, 1988
    Assignee: Bayer Aktiengesellschaft
    Inventors: Wilhelm Sirrenberg, Benedikt Becker, Wolfgang Behrenz, Ingomar Krehen, Wilhelm Stendel
  • Patent number: 4774260
    Abstract: 1-Phenyl-3-benzoyl-(thio)ureas of the formula ##STR1## in which X represents oxygen or sulphur,R.sup.1 represents hydrogen, halogen, nitro, alkyl or alkylthio,R.sup.2, R.sup.4 and R.sup.5 are identical or different and represent hydrogen or halogen,R.sup.3 represents hydrogen, halogen or nitro,R.sup.6 and R.sup.7 are identical or different and represent hydrogen, halogen or alkyl,R.sup.8 and R.sup.9 are identical or different and represent hydrogen or halogen andR.sup.10 represents halogenoalkylthio or halogenoalkoxy,with certain exclusions, which possess insecticidal and acaricidal activity.
    Type: Grant
    Filed: March 24, 1986
    Date of Patent: September 27, 1988
    Assignee: Bayer Aktiengesellschaft
    Inventors: Wilhelm Sirrenberg, Erich Klauke, Benedikt Becker, Ingomar Krehan, Wilhelm Stendel
  • Patent number: 4767773
    Abstract: Insecticidal compositions are provided which contain mixtures of certain benzoyl ureas and pesticides.The invention also encompasses a method of controlling insects by subjecting them to an effective amount of the synergistic insecticidal compositions.
    Type: Grant
    Filed: January 3, 1986
    Date of Patent: August 30, 1988
    Assignee: Rhone-Poulenc Nederland B.V.
    Inventor: Hafez M. Ayad
  • Patent number: 4764511
    Abstract: The present invention relates to novel compacted granular larvicidal feed premix compositions of N[[(4-chlorophenyl)amino]carbonyl]-2,6-difluorobenzamide, a method for their preparation and an improved method for the control of larvae utilizing these compositions.
    Type: Grant
    Filed: April 23, 1986
    Date of Patent: August 16, 1988
    Assignee: American Cyanamid Company
    Inventor: Irving Klothen
  • Patent number: 4737509
    Abstract: Compounds of the formula ##STR1## wherein Z is ##STR2## compositions containing the compounds, and their utility as dietary and foliar insecticides are disclosed and exemplified.
    Type: Grant
    Filed: December 4, 1986
    Date of Patent: April 12, 1988
    Assignee: FMC Corporation
    Inventor: Ernest L. Plummer
  • Patent number: 4734436
    Abstract: Disclosed is a compound of the formula: ##STR1## wherein X.sub.1 and X.sub.3 represent chloro or fluoro, X.sub.2 represents hydrogen, chloro or fluoro, X.sub.4 represents hydrogen or halogen, X.sub.5 represents --CF.sub.3 or --OCF.sub.3, Y represents oxygen or sulfur and an insecticidal composition containing said compound, a method for killing insect pests and a process for producing said compound and its use as pesticide.
    Type: Grant
    Filed: December 9, 1985
    Date of Patent: March 29, 1988
    Assignee: Nippon Kayaku Kabushiki Kaisha
    Inventors: Akira Kurozumi, Satoshi Ototake, Hitoshi Sato, Satoshi Tanabe, Tatsumi Hayaoka, Akio Masui
  • Patent number: 4713396
    Abstract: A compound having the formula ##STR1## wherein R.sub.1 represents halogen or methyl;R.sub.2 represents hydrogen or halogen;each of R.sub.3 and R.sub.4 represents halogen; andeach of X and Y represents oxygen or sulfur.The compound is useful as insecticide.
    Type: Grant
    Filed: September 9, 1985
    Date of Patent: December 15, 1987
    Assignee: Nippon Soda Co., Ltd.
    Inventors: Katsuyata Ikura, Kenji Hagiwara, Fumihiko Nagasaki, Tomio Yamada, Hidemitsu Takahashi, Renpei Hatano
  • Patent number: 4711905
    Abstract: A 2,4-dihalogenobenzoyl-(thio)urea of the formula ##STR1## in which X represents sulphur or oxygen,X.sup.1 and X.sup.2 are identical or different and represent fluorine, chlorine, bromine or iodine,R.sup.1 represents hydrogen, halogen or optionally substituted radicals from the series comprising alkyl, alkoxy and alkylthio,R.sup.2 represents hydrogen, halogen, cyano, nitro, or optionally substituted radicals from the series comprising alkyl, alkylthio, alkylsulphonyl, alkoxy, aryloxy, alkylcarbonyl, alkoxycarbonyl, alkoxycarbonylalkyl and alkoxycarbonylalkylthio, orR.sup.1 and R.sup.2 together represent an optionally substituted alkylenedioxy radical or --CF.sub.2 --O--CF.sub.2 --O--,R.sup.3 represents hydrogen, halogen or an optionally substituted alkyl, alkoxy or aryloxy radical, andR.sup.4 represents hydrogen, halogen, or optionally substituted radicals from the series comprising alkyl, alkylthio and alkoxy, with the exception of those cases in which X represents oxygen, X.sup.1 andX.sup.
    Type: Grant
    Filed: June 19, 1985
    Date of Patent: December 8, 1987
    Assignee: Bayer Aktiengesellschaft
    Inventors: Wilhelm Sirrenberg, Erich Klauke, Ingeborg Hammann, Wilhelm Stendel
  • Patent number: 4710516
    Abstract: The invention relates to an insecticidal and acaricidal composition comprising a benzoylurea compound of the general formula ##STR1## wherein R.sub.1 is a halogen atom,R.sub.2 is a hydrogen atom, a methoxy group or a halogen atom,R.sub.3 is a hydrogen atom or represents 1 or 2 substituents which are selected from the group consisting of halogen, methyl and trifluoromethyl,R.sub.4 is a hydrogen atom or represents 1-3 substituents which are selected from the group consisting of halogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 haloalkyl and C.sub.1 -C.sub.4 haloalkoxy,X is an oxygen atom or a sulphur atom,n is 0 or 1, andR.sub.5 is a hydrogen atom, a C.sub.1 -C.sub.6 alkyl group, a C.sub.2 -C.sub.6 alkenyl group or a C.sub.3 -C.sub.6 cycloalkyl group,with the proviso, that, if n is 0 and R.sub.5 is a hydrogen atom, R.sub.3 is a hydrogen atom.The composition may be used for the control of insects and/or mites in a dosage of 1 to 5,000 grams of active substance per hectare.
    Type: Grant
    Filed: November 19, 1986
    Date of Patent: December 1, 1987
    Assignee: Duphar International Research B.V.
    Inventors: Marius S. Brouwer, Arnoldus C. Grosscurt
  • Patent number: 4698365
    Abstract: Compounds of the formula ##STR1## in which "halogen" represents chlorine or fluorine and n is zero, one, two or three, that have useful pesticidal activity.
    Type: Grant
    Filed: November 25, 1986
    Date of Patent: October 6, 1987
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Martin Anderson
  • Patent number: 4698362
    Abstract: The present disclosure is concerned with a technique for producing storage stable, non-caking, low viscosity pesticidal concentrates and the compositions so obtained. The technique involves milling a solid biologically active compound in a low viscosity aliphatic petroleum fraction in which it is slightly soluble until it has an average particle size of less than about 10 microns at a temperature in excess of about 40.degree. C. in the presence of a high or ultra-high surface area silica and lecithin. The milling is conducted in such a manner as to avoid melting any significant portion of the biologically active compound undergoing milling. The concentrate so obtained, typically display room temperature viscosities between about 20 and 2,000 cps and contain between about 120 and 480 grams per liter of biologically active compound.
    Type: Grant
    Filed: March 14, 1985
    Date of Patent: October 6, 1987
    Assignee: Mobay Corporation
    Inventor: Jimmie G. Shafer
  • Patent number: 4666942
    Abstract: Compounds of the general formula ##STR1## in which each of A and B independently represents a halogen atom or an alkyl group; m is 0 or 1; R represents a hydrogen atom or a group --S.CO.sub.2 R.sup.1, --S.SO.sub.2 R.sup.1 or --S.NR.sup.2 R.sup.3, in which R.sup.1 represents an optionally substituted alkyl or aryl group; R.sup.2 represents an optionally substituted alkyl or aryl group; and R.sup.3 represents an optionally substituted alkyl or aryl group, or a group of formula --CO.sub.2 R.sup.4, --SO.sub.2 R.sup.4, --COR.sup.4, --CO.CO.sub.2 R.sup.4, --CO.NR.sup.5 R.sup.6 or --SO.sub.2 NR.sup.5 R.sup.6, in which R.sup.4 represents an optionally substituted alkyl or aryl group, and each of R.sup.5 and R.sup.6 independently represents an optionally substituted alkyl or aryl group; or R.sup.2 and R.sup.3 together or R.sup.5 and R.sup.
    Type: Grant
    Filed: July 24, 1986
    Date of Patent: May 19, 1987
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Martin Anderson
  • Patent number: 4659736
    Abstract: A method of combating slugs and snails comprising applying to a plant or to an area from which it is desired to exclude such slugs and snails a repellent amount of at least one benzoyl urea of the formula ##STR1## in which R, R.sup.1 and R.sup.2 each independently is hydrogen, alkyl, alkoxy or halogen,R.sup.3 and R.sup.4 each independently is hydrogen, alkyl, aralkyl, aryl, alkoxy, aralkoxy, aryloxy, alkylthio, aralkylthio or arylthio,A is an aromatic or heteroaromatic radical, andX and X.sup.1 each independently is oxygen or sulphur.
    Type: Grant
    Filed: January 11, 1985
    Date of Patent: April 21, 1987
    Assignee: Bayer Aktiengesellschaft
    Inventors: Klemens Schluter, Hans-Jurgen Schnorbach
  • Patent number: 4656193
    Abstract: The invention relates to new benzoylurea compounds of the general formula ##STR1## wherein R.sub.1 is a hydrogen atom or represents 1 or 2 substituents which are selected from the group consisting of halogen and alkyl and haloalkyl having 1-4 carbon atoms,R.sub.2 is a hydrogen atom or represents 1 or 2 substituents which are selected from the group consisting of chlorine, methyl and trifluoromethyl, andR.sub.3 is a hydrogen atom or represents 1-3 alkyl and/or alkenyl groups each having 1-6 and/or 2-6 carbon atoms respectively,or wherein R.sub.3 together with the cyclohexyl ring to which it is attached forms a bi- or polycyclic hydrocarbyl group having 8-14 carbon atoms and, if desired, substituted with 1-3 alkyl groups each having 1-4 carbon atoms.The compounds have an insecticidal and acaricidal activity. After having been processed to compositions, the compounds may be used for the control of insects and/or mites in a dosage from 1 to 5000 g of active substance per hectare.
    Type: Grant
    Filed: September 20, 1985
    Date of Patent: April 7, 1987
    Assignee: Duphar International Research B.V.
    Inventors: Marius S. Brouwer, Arnoldus C. Grosscurt, Roelof van Hes
  • Patent number: 4632938
    Abstract: New insecticidal or/and ovicidal benzoylurea derivatives of the formula: ##STR1## wherein X.sup.1 is hydrogen or halogen; X.sup.2 is halogen; Y.sup.1, Y.sup.2 and Y.sup.3 are hydrogen, halogen or alkyl, whereby at least one of Y.sup.1, Y.sup.2 and Y.sup.3 is other than hydrogen; and R is hydrogen or a group represented by the formula --CF.sub.a Z.sub.b H.sub.(3-a-b) wherein a and b are 0, 1, 2 or 3, with a+b.ltoreq.3 and Z is halogen, their production and use.
    Type: Grant
    Filed: February 27, 1985
    Date of Patent: December 30, 1986
    Assignee: Takeda Chemical Industries, Ltd.
    Inventors: Hiroshi Nagase, Yasuo Sato
  • Patent number: 4622340
    Abstract: This invention relates to compounds of the formula ##STR1## Z' is chlorine or fluorine, with the proviso that Z' is chlorine when Q is the moiety of Formula III. The invention also relates to the preparation of the compounds, their use in controlling animal pests in plant protection, and pesticidal agents comprising the compounds as active ingredients.
    Type: Grant
    Filed: April 26, 1984
    Date of Patent: November 11, 1986
    Assignee: Celamerck GmbH & Co., KG
    Inventors: Heinz-Manfred Becher, Ricarda Prokic-Immel, Walter Wirtz
  • Patent number: 4609676
    Abstract: The invention relates to new benzoylurea compounds of the general formula ##STR1## wherein R.sub.1 is a halogen atom,R.sub.2 is a hydrogen atom or a halogen atom,R.sub.3 is a hydrogen atom or represents 1 or 2 substituents which are selected from the group consisting of chlorine, methyl and trifluoromethyl,R.sub.4 is a hydrogen atom, an alkyl group having 1-6 carbon atoms or a cycloalkyl group having 3-6 carbon atoms,R.sub.5 is a hydrogen atom or an alkyl group having 1-4 carbon atoms, andA is a phenyl group or a heteroaryl group having 1 or 2 nitrogen atoms, which groups may be substituted with 1-3 substituents which are selected from the group consisting of halogen, and alkyl, alkoxy, haloalkyl and haloalkoxy having 1-4 carbon atoms.The compounds have an insecticidal and acaricidal activity. After having been processed to compositions, the compounds may be used for control of insects and/or mites in a dosage from 1 to 5000 g of active substance per hectare.
    Type: Grant
    Filed: July 26, 1985
    Date of Patent: September 2, 1986
    Assignee: Duphar International Research B.V.
    Inventors: Marius S. Brouwer, Arnoldus C. Grosscurt
  • Patent number: 4607044
    Abstract: Certain organic compounds derived from urea or thiourea having insectical activity and methods of their preparation are disclosed. The compounds according to the invention have been found to interfere with the mechanism of metamorphoses which occurs in insects. Hence the substances according to the invention are specifically active against insects. Owing to this specificity and because of the absence of phytotoxicity effects, the compounds of this invention are of prime importance.
    Type: Grant
    Filed: October 30, 1984
    Date of Patent: August 19, 1986
    Assignee: Duphar International Research B.V.
    Inventors: Kobus Wellinga, Rudolf Mulder
  • Patent number: 4590211
    Abstract: This invention relates to a new method of therapy comprising the administration of a pro-drug to a human or animal, said pro-drug being a compound formed by a therapeutic compound chemically combined with another moiety by a photocleavable bond and irradiating the diseased area with ultraviolet radiation in an amount sufficient to cleave the bond and release the therapeutic compound in a therapeutically effective amount. Specifically disclosed are pro-drugs which are cleaved to therapeutically active medications which are anti-proliferative and anti-inflammatory compounds and the treatment of inflammatory and/or proliferative skin diseases therewith.
    Type: Grant
    Filed: May 30, 1984
    Date of Patent: May 20, 1986
    Assignees: The Upjohn Company, Regents of the University of Michigan
    Inventors: John J. Voorhees, Wendell Wierenga
  • Patent number: 4567295
    Abstract: The invention relates to a composition active against mites, whitefly and thrips, which comprises, in addition to a liquid or solid inert carrier material, a benzoylurea compound of the general formula ##STR1## wherein R.sub.1 is hydrogen atom or represents 1 or 2 substituents which are selected from the group consisting of chlorine, methyl and trifluoromethyl,R.sub.2 is an alkyl group having 2-4 carbon atoms or a cycloalkyl group having 3 or 4 carbon atoms,R.sub.3 is a hydrogen atom or represents 1-3 substituents which are selected from the group consisting of halogen, and alkyl, alkoxy, haloalkyl and haloalkoxy having 1-4 carbon atoms,R.sub.4 and R.sub.5 are both fluorine atoms, or whereinR.sub.4 is a chlorine atom and R.sub.5 is a hydrogen atom, andX is an oxygen or sulphur atom.The composition may be used in a dosage of 10 to 5000 g of active substance per hectare.The invention further relates to pharmaceutical compositions comprising the above compounds.
    Type: Grant
    Filed: January 19, 1984
    Date of Patent: January 28, 1986
    Assignee: Duphar International Research B.V.
    Inventors: Marius S. Brouwer, Arnoldus C. Grosscurt
  • Patent number: 4564639
    Abstract: A urea derivative of the general formula, ##STR1## (wherein X is a halogen), which has higher insecticidal activity than known similar compounds, with lowered toxicity to mammals and fishes. The derivative can be produced by reacting 2-fluoro-4-haloaniline with 2,6-difluorobenzoyl isocyanate or reacting 2-fluoro-4-halo-phenylisocyanate with 2,6-difluorobenzamide.
    Type: Grant
    Filed: March 1, 1983
    Date of Patent: January 14, 1986
    Assignee: Takeda Chemical Industries, Ltd.
    Inventors: Hiroshi Nagase, Yasuo Sato
  • Patent number: 4547524
    Abstract: Compounds of the formula ##STR1## wherein R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are as herein defined useful as insecticides, is described.
    Type: Grant
    Filed: February 14, 1983
    Date of Patent: October 15, 1985
    Assignee: Hokko Chemical Industry Co., Ltd.
    Inventors: Kimiyoshi Kaneko, Hiromichi Ishikawa, Satoru Moriyama, Tsugio Uchiyama
  • Patent number: 4533676
    Abstract: A 2,5-dihalogenobenzoyl-(thio)urea of the formula ##STR1## in which X represents sulphur or oxygen,X.sup.1 and X.sup.2 are identical or different and represent fluorine, chlorine, bromine or iodine,R.sup.1 represents hydrogen, halogen, or optionally substituted radicals from the series comprising alkyl, alkoxy and alkylthio,R.sup.2 represents hydrogen, halogen, cyano, nitro or optionally substituted radicals from the series comprising alkyl, alkylthio, alkylsulphonyl, alkoxy, aryloxy, alkylcarbonyl, alkoxycarbonyl, alkoxycarbonylalkyl and alkoxycarbonylalkylthio,R.sup.1 and R.sup.2 together represent an optionally substituted alkylenedioxy radical or represent --CF.sub.2 --O--CF.sub.2 --O--,R.sup.3 represents hydrogen, halogen, or an optionally substituted alkyl, alkoxy or aryloxy radical, andR.sup.4 represents hydrogen, halogen, or optionally substituted radicals from the series comprising alkyl, alkylthio and alkoxy, with the exception of those cases in which X represents oxygen, X.sup.1 and X.sup.
    Type: Grant
    Filed: April 22, 1983
    Date of Patent: August 6, 1985
    Assignee: Bayer Aktiengesellschaft
    Inventors: Wilhelm Sirrenberg, Erich Klauke, Ingeborg Hammann
  • Patent number: 4508734
    Abstract: N-benzoyl-N'-phenoxyphenylureas of the formula ##STR1## where X, Y and R have the meanings given in the disclosure. The compounds are suitable as adulticides and ovicides for combating insects.
    Type: Grant
    Filed: June 29, 1981
    Date of Patent: April 2, 1985
    Assignee: BASF Aktiengesellschaft
    Inventors: Arno Lange, Karl Kiehs, Heinrich Adolphi
  • Patent number: 4505931
    Abstract: Novel N-(4-alkenylthio)-phenyl-N'-benzoylureas of the formula ##STR1## wherein R.sub.1 is a C.sub.3 -alkenyl group, or a C.sub.3 -alkenyl group which is mono- or disubstituted with chlorine or bromine, R.sub.2 and R.sub.3 independently of one another are each hydrogen or chlorine, R.sub.4 is hydrogen, fluorine or chlorine, and R.sub.5 is fluorine or chlorine; processes for producing these compounds, and also compositions containing the compounds, for use in combating pests, particularly in combating insect pests in the field of plant protection, and combating ectoparasites. The compounds have high ovicidal activity.
    Type: Grant
    Filed: January 24, 1980
    Date of Patent: March 19, 1985
    Assignee: Ciba-Geigy Corporation
    Inventor: Josef Ehrenfreund
  • Patent number: H303
    Abstract: This invention describes a composition of matter and a method of treating agricultural substrates in which an active ingredient selected from the group consisting of fungicides, bactericides, insecticides, insect repellents, herbicides and plant growth regulators and mixtures thereof is utilized in conjunction with an amount of a glycoside dispersing agent selected from the group consisting of fructoside, glucoside, mannoside, galactoside, taloside, guloside, alloside, altroside, idoside, arabinsode, xyloside, lyxoside and riboside and mixtures thereof which is sufficient to form an emulsion or dispersion of the active ingredient.
    Type: Grant
    Filed: October 22, 1986
    Date of Patent: July 7, 1987
    Assignee: A. E. Staley Manufacturing Company
    Inventors: Arshad H. Malik, Arno Cahn