C=o, Sulfur Or Cyano Attached Directly To Thiourea Nitrogen By Nonionic Bonding Patents (Class 514/584)
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Patent number: 5290814Abstract: 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: GrantFiled: November 5, 1992Date of Patent: March 1, 1994Assignee: Burroughs Wellcome Co.Inventors: William P. Jackson, Clifford J. Harris, Richard J. Arrowsmith, John G. Dann, Kevin J. O'Connor, Robert F. G. Booth
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Patent number: 5288758Abstract: 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: GrantFiled: July 22, 1992Date of Patent: February 22, 1994Assignee: Pierre Fabre MedicamentInventors: Jean-Louis Vidaluc, Dennis Bigg
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Patent number: 5155135Abstract: 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: GrantFiled: December 6, 1989Date of Patent: October 13, 1992Assignee: Shell Internationale Research Maatschappij, B.V.Inventors: Martin Anderson, Antony G. Brinnand, Pieter A. Verbrugge
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Patent number: 5116875Abstract: 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: GrantFiled: July 25, 1990Date of Patent: May 26, 1992Assignee: Sumitomo Chemical Company, LimitedInventors: Noriyasu Sakamoto, Tatsuya Mori, Tadashi Ohsumi, Hiroaki Fujimoto, Izumi Fujimoto
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Patent number: 5096928Abstract: 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: GrantFiled: September 24, 1990Date of Patent: March 17, 1992Assignee: Bayer AktiengesellschaftInventors: Wilhelm Sirrenberg, Albrecht Marhold, Benedikt Becker, Wilhelm Stendel
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Patent number: 5001157Abstract: New substituted N-[[2-(aminocarbonyl)phenylamino]-thioxomethyl]benzamides which are useful as congnition stimulators in mammals.Type: GrantFiled: February 2, 1989Date of Patent: March 19, 1991Assignee: American Cyanamid CompanyInventors: William J. Fanshawe, Joseph W. Epstein
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Patent number: 4971994Abstract: 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: GrantFiled: April 11, 1989Date of Patent: November 20, 1990Assignee: Ciba-Geigy CorporationInventors: Jozef Drabek, Manfred Boger, Josef Ehrenfreund
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Patent number: 4954529Abstract: 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: GrantFiled: December 2, 1988Date of Patent: September 4, 1990Assignee: Hoechst AktiengesellschaftInventors: Volker Koch, Stefan Schnatterer, Werner Bonin, Manfred Kern, Werner Knauf, Anna Waltersdorfer
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Patent number: 4920135Abstract: 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: GrantFiled: February 7, 1989Date of Patent: April 24, 1990Assignee: Duphar International Research B.V.Inventors: Kobus Wellinga, Rudolf Wulder
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Patent number: 4873264Abstract: 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: GrantFiled: March 7, 1988Date of Patent: October 10, 1989Assignee: Rhone-Poulenc Nederlands B.V.Inventors: David T. Chou, Paul A. Cain
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Patent number: 4833151Abstract: 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: GrantFiled: May 28, 1986Date of Patent: May 23, 1989Assignee: Duphar International Research B.V.Inventors: Kobus Wellinga, Rudolf Mulder
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Patent number: 4789686Abstract: 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: GrantFiled: July 14, 1987Date of Patent: December 6, 1988Assignee: AEC-Sociate de Chimie Organique et BiologiqueInventor: Jean Giraud
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Patent number: 4782091Abstract: 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: GrantFiled: November 10, 1987Date of Patent: November 1, 1988Assignee: Bayer AktiengesellschaftInventors: Wilhelm Sirrenberg, Benedikt Becker, Wolfgang Behrenz, Ingomar Krehen, Wilhelm Stendel
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Patent number: 4782090Abstract: 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: GrantFiled: November 16, 1987Date of Patent: November 1, 1988Assignee: Bayer AktiengesellschaftInventors: Wilhelm Sirrenberg, Benedikt Becker, Wolfgang Behrenz, Ingomar Krehan, Wilhelm Stendel
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Patent number: 4774260Abstract: 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: GrantFiled: March 24, 1986Date of Patent: September 27, 1988Assignee: Bayer AktiengesellschaftInventors: Wilhelm Sirrenberg, Erich Klauke, Benedikt Becker, Ingomar Krehan, Wilhelm Stendel
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Patent number: 4734436Abstract: 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: GrantFiled: December 9, 1985Date of Patent: March 29, 1988Assignee: Nippon Kayaku Kabushiki KaishaInventors: Akira Kurozumi, Satoshi Ototake, Hitoshi Sato, Satoshi Tanabe, Tatsumi Hayaoka, Akio Masui
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Patent number: 4713396Abstract: 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: GrantFiled: September 9, 1985Date of Patent: December 15, 1987Assignee: Nippon Soda Co., Ltd.Inventors: Katsuyata Ikura, Kenji Hagiwara, Fumihiko Nagasaki, Tomio Yamada, Hidemitsu Takahashi, Renpei Hatano
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Patent number: 4708868Abstract: 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: GrantFiled: May 31, 1984Date of Patent: November 24, 1987Assignee: Dr. Karl Thomae GmbHInventors: Rolf Brickl, Gottfried Schepky, Eckhard Rupprecht, Andreas Greischel
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Patent number: 4701457Abstract: Amidinoureas are disclosed as useful for the treatment of irritable bowel syndrome.Type: GrantFiled: January 13, 1984Date of Patent: October 20, 1987Assignee: Rorer Pharmaceutical CorporationInventors: John Yelnosky, Ghulam N. Mir
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Patent number: 4665097Abstract: Novel bicyclooxyaryl thioureas are provided together with methods for their preparation and use as the active toxicant in pesticidal compositions.Type: GrantFiled: March 31, 1983Date of Patent: May 12, 1987Assignee: Union Carbide CorporationInventor: Paul A. Cain
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Patent number: 4659736Abstract: 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: GrantFiled: January 11, 1985Date of Patent: April 21, 1987Assignee: Bayer AktiengesellschaftInventors: Klemens Schluter, Hans-Jurgen Schnorbach
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Patent number: 4609676Abstract: 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: GrantFiled: July 26, 1985Date of Patent: September 2, 1986Assignee: Duphar International Research B.V.Inventors: Marius S. Brouwer, Arnoldus C. Grosscurt
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Patent number: 4607044Abstract: 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: GrantFiled: October 30, 1984Date of Patent: August 19, 1986Assignee: Duphar International Research B.V.Inventors: Kobus Wellinga, Rudolf Mulder
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Patent number: 4543352Abstract: 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: GrantFiled: April 29, 1983Date of Patent: September 24, 1985Assignee: William H. Rorer, Inc.Inventors: Donald E. Kuhla, Henry F. Campbell, William L. Studt
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Patent number: 4533676Abstract: 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: GrantFiled: April 22, 1983Date of Patent: August 6, 1985Assignee: Bayer AktiengesellschaftInventors: Wilhelm Sirrenberg, Erich Klauke, Ingeborg Hammann