C=o, Sulfur Or Cyano Attached Directly To Thiourea Nitrogen By Nonionic Bonding Patents (Class 514/584)
  • Patent number: 5290814
    Abstract: The present invention is concerned with compounds of formula (I) ##STR1## wherein m is 0 or 1;W is hydrogen, a C.sub.1-16 straight, branched, or cyclic alkyl group, or a C.sub.2-16 straight, branched, or cyclic alkenyl or alkynyl group, or Ph(CH.sub.2).sub.n -- where Ph is phenyl and n is an integer of from 0 to 2, the phenyl group being optionally substituted by one or more atoms or groups independently selected from halogen, hydroxy, nitro, C.sub.1-4 alkoxy and C.sub.1-4 alkyl wherein one or more of the hydrogen atoms in said alkyl group is optionally replaced by halogen, or R.sup.1 NHCO-- where R.sup.1 is hydrogen or a C.sub.1-6 alkyl group, or R.sup.2 CONH-- where R.sup.2 is hydrogen or a C.sub.1-6 alkyl group; X is ##STR2## where A is halogen; Y is --(CH.sub.2).sub.q, where q is an integer of from 1 to 3, or --CH.dbd.CH-- (E or Z);Z is a C.sub.
    Type: Grant
    Filed: November 5, 1992
    Date of Patent: March 1, 1994
    Assignee: Burroughs Wellcome Co.
    Inventors: William P. Jackson, Clifford J. Harris, Richard J. Arrowsmith, John G. Dann, Kevin J. O'Connor, Robert F. G. Booth
  • Patent number: 5288758
    Abstract: New urea derivatives corresponding to the general formula 1 ##STR1## in which: R.sup.1 represents a C.sub.1 -C.sub.4 alkyl group;R.sup.2 represents:a C.sub.5 -C.sub.7 cycloalkyl groupa cycloalkylmethyl group in which the cycloalkyl radical contains from 5 to 7 carbon atomsa benzyl groupa benzyl group in which the aromatic ring bears a C.sub.1 -C.sub.4 alkyl group, a C.sub.1 -C.sub.4 alkoxy group, a halogen atom or a nitro group;A represents an oxygen atom or a methylene radical;n represents 1 or 2;X represents an oxygen or sulfur atom;B represents a direct bond, a methylene radical or a carbonyl radical;as well as the therapeutically acceptable salts of these molecules.The invention also relates to the application of the compounds of general formula 1 in therapy, and to the preparation processes.
    Type: Grant
    Filed: July 22, 1992
    Date of Patent: February 22, 1994
    Assignee: Pierre Fabre Medicament
    Inventors: Jean-Louis Vidaluc, Dennis Bigg
  • Patent number: 5155135
    Abstract: This invention provides benzamide compounds of general formula ##STR1## wherein each of A and B independently represents a hydrogen or halogen atom, X represents an oxygen or a sulphur atom, n is 0, 1, 2, 3 or 4, each Z moiety independently represents a halogen atom or a C.sub.1-6 alkyl group, and Y represents a C.sub.1-6 haloalkyl group, a C.sub.1-6 haloalkoxy group, a group of formula ##STR2## wherein P is 0, 1 or 2, each Z' moiety independently represents a halogen atom or a C.sub.1-6 alkyl group, Y' represents a C.sub.1-6 haloalkyl, C.sub.1-6 haloalkoxy, nitro or cyano group and Q represents N or C-H, or, when n is 2 or 3, Y may also be a halogen atom; processes for their preparation; and their use as pesticides.
    Type: Grant
    Filed: December 6, 1989
    Date of Patent: October 13, 1992
    Assignee: Shell Internationale Research Maatschappij, B.V.
    Inventors: Martin Anderson, Antony G. Brinnand, Pieter A. Verbrugge
  • Patent number: 5116875
    Abstract: A novel benzxoylurea derivative represented by the formula (I) described below, its production and an insecticidal and/or acaricidal composition containing it as an active ingredient: ##STR1## wherein R.sub.1 is a chlorine or fluorine atom, each of R.sub.2 and R.sub.3, wherein may be the same or different, is a fluorine or hydrogen atom, R.sub.4 is a chlorine or hydrogen atom, R.sub.5 is a halogen atom or a methyl or trifluoromethyl group, and X is an oxygen or sulfur atom.
    Type: Grant
    Filed: July 25, 1990
    Date of Patent: May 26, 1992
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Noriyasu Sakamoto, Tatsuya Mori, Tadashi Ohsumi, Hiroaki Fujimoto, Izumi Fujimoto
  • Patent number: 5096928
    Abstract: Insecticidal substituted benzoyl(thio) ureas of the formula ##STR1## in which Q stands for oxygen or sulphur,R.sup.1 stands for hydrogen, halogen, nitro, methyl or trifluoromethyl,R.sup.2 stands for hydrogen, fluorine or chlorine,R.sup.3 stands for hydrogen, fluorine or chlorine,R.sup.4 stands for hydrogen or fluorine,R.sup.5 stands for hydrogen or halogen andn stands for the numbers 2, 3 or 4.Intermediates of the formula ##STR2## are also new.
    Type: Grant
    Filed: September 24, 1990
    Date of Patent: March 17, 1992
    Assignee: Bayer Aktiengesellschaft
    Inventors: Wilhelm Sirrenberg, Albrecht Marhold, Benedikt Becker, Wilhelm Stendel
  • Patent number: 5001157
    Abstract: New substituted N-[[2-(aminocarbonyl)phenylamino]-thioxomethyl]benzamides which are useful as congnition stimulators in mammals.
    Type: Grant
    Filed: February 2, 1989
    Date of Patent: March 19, 1991
    Assignee: American Cyanamid Company
    Inventors: William J. Fanshawe, Joseph W. Epstein
  • Patent number: 4971994
    Abstract: Novel N-phenyl-N-carbonylthioureas of the formula I ##STR1## in which R.sub.1 is C.sub.1 -C.sub.10 alkyl, phenyl-C.sub.1 -C.sub.7 alkyl; C.sub.1 -C.sub.10 alkyl or phenyl-C.sub.1 -C.sub.7 alkyl each of which is monohalogenated or polyhalogenated or interrupted once or more than once by oxygen and/or sulfur; C.sub.3 -C.sub.8 cycloalkyl; C hd 3-C.sub.8 cycloalkyl which is monosubstituted or polysubstituted by halogen or C.sub.1 -C.sub.5 alkyl; or C.sub.3 -C.sub.8 cycloalkyl-C.sub.1 -C.sub.4 alkyl,R.sub.2 is C.sub.1 -C.sub.10 alkyl, C.sub.2 -C.sub.10 alkenyl, C.sub.2 -C.sub.10 alkynyl, phenyl, phenyl-C.sub.1 -C.sub.7 alkyl, C.sub.3 -C.sub.8 cycloalkyl; C.sub.1 14 C.sub.10 alkyl, C.sub.2 -C.sub.10 alkenyl, C.sub.2 -C.sub.10 alkynyl or phenyl-C.sub.1 -C.sub.7 alkyl each of which is monohalogenated or polyhalogenated or interrupted once or more than once by oxygen and/or sulfur; C.sub.3 -C.sub.8 cycloalkyl; phenyl or C.sub.3 -C.sub.8 cycloalkyl each of which is monosubstituted or polysubstituted by halogen or C.
    Type: Grant
    Filed: April 11, 1989
    Date of Patent: November 20, 1990
    Assignee: Ciba-Geigy Corporation
    Inventors: Jozef Drabek, Manfred Boger, Josef Ehrenfreund
  • Patent number: 4954529
    Abstract: Compounds of the general formula I ##STR1## in which A denotes a radical of the formula A.sup.1, A.sup.2 or A.sup.3 ##STR2## R.sup.1 to R.sup.3 in each case independently of one another denote hydrogen or halogen,the radicals R.sup.4 in each case independently of one another denote halogen, (C.sub.1 -C.sub.3)halogenoalkyl or nitro,R.sup.5 denotes (C.sub.1 -C.sub.5)alkyl, which can be halogenated,X denotes oxygen or sulfur,n denotes a number from 0 to 2 andm denotes a number from 1 to 4 with the proviso that (R.sup.4).sub.m does not by itself denote halogen or by itself denote nitro, and where A=A.sup.1, salts thereof which can be used in agriculture, have advantageous acaricidal and insecticidal properties.Processes for the preparation of the compounds of the formula I are furthermore described.
    Type: Grant
    Filed: December 2, 1988
    Date of Patent: September 4, 1990
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Volker Koch, Stefan Schnatterer, Werner Bonin, Manfred Kern, Werner Knauf, Anna Waltersdorfer
  • Patent number: 4920135
    Abstract: Certain organic compounds derived from urea or thiourea having insecticidal 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: February 7, 1989
    Date of Patent: April 24, 1990
    Assignee: Duphar International Research B.V.
    Inventors: Kobus Wellinga, Rudolf Wulder
  • 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: 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: 4789686
    Abstract: A concentrated aqueous solution of the sodium salt of methionine, which is practically free from inorganic salts, is produced from the medium resulting from the hydrolysis of 5-(.beta.-mercaptoethyl)hydantoin.
    Type: Grant
    Filed: July 14, 1987
    Date of Patent: December 6, 1988
    Assignee: AEC-Sociate de Chimie Organique et Biologique
    Inventor: Jean Giraud
  • 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: 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: 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: 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: 4708868
    Abstract: This invention is directed to novel galenic preparation forms for providing an oral anti-diabetic agent having an improved release of active substance and to processes for producing these preparation forms. The pharmaceutical compositions are characterized in that the onset of the activity and the duration of activity are adapted to the particular needs of diabetics with regard to proper control of metabolism and the associated proper release of insulin. A basic or acidic excipient in a solvent is added to the anti-diabetically active substance in a quantity such that the active substance is made soluble, and then a solubilizing agent is added. The solution is applied to a water-insoluble carrier, the solvent is evaporated, and the residue is further processed to yield the various preparation forms.
    Type: Grant
    Filed: May 31, 1984
    Date of Patent: November 24, 1987
    Assignee: Dr. Karl Thomae GmbH
    Inventors: Rolf Brickl, Gottfried Schepky, Eckhard Rupprecht, Andreas Greischel
  • Patent number: 4701457
    Abstract: Amidinoureas are disclosed as useful for the treatment of irritable bowel syndrome.
    Type: Grant
    Filed: January 13, 1984
    Date of Patent: October 20, 1987
    Assignee: Rorer Pharmaceutical Corporation
    Inventors: John Yelnosky, Ghulam N. Mir
  • Patent number: 4665097
    Abstract: Novel bicyclooxyaryl thioureas are provided together with methods for their preparation and use as the active toxicant in pesticidal compositions.
    Type: Grant
    Filed: March 31, 1983
    Date of Patent: May 12, 1987
    Assignee: Union Carbide Corporation
    Inventor: Paul A. Cain
  • 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: 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: 4543352
    Abstract: A class of naphthalene aminoalkylene ether and thioether compounds exhibiting pharmacological activity including anti-secretory and anti-ulcerogenic activity, pharmaceutical compositions comprising these compounds, and methods for the treatment of gastrointestinal hyperacidity and ulcerogenic disorders in mammals using said compositions are disclosed.
    Type: Grant
    Filed: April 29, 1983
    Date of Patent: September 24, 1985
    Assignee: William H. Rorer, Inc.
    Inventors: Donald E. Kuhla, Henry F. Campbell, William L. Studt
  • 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