Plural Chalcogens Bonded Directly To Ring Carbons Of The Five-membered Hetero Ring (e.g., Imides, Etc.) Patents (Class 548/513)
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Patent number: 5658940Abstract: Novel succinimides and maleimides are inhibitors of tumor necrosis factor .alpha. and phosphodiesterase and can be used to combat cachexia, endotoxic shock, retrovirus replication, asthma, and inflammatory conditions. A typical embodiment is methyl 3-(3',4',5',6'-tetrahydrophthalimido)-3-(3",4"-dimethoxyphenyl)propionate.Type: GrantFiled: October 6, 1995Date of Patent: August 19, 1997Assignee: Celgene CorporationInventors: George W. Muller, Mary Shire
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Patent number: 5554766Abstract: A process for preparing a water-soluble organic oxide which comprises reacting an oil-soluble organic compound with molecular oxygen in the presence of a water-insoluble sensitizer in an organic solvent phase under irradiation of light to produce a water-soluble organic oxide, and transferring the water-soluble organic oxide to a water phase which forms a layer in contact with said organic solvent phase.Type: GrantFiled: February 15, 1995Date of Patent: September 10, 1996Assignees: Cosmo Research Institute, Cosmo Oil Co., Ltd.Inventor: Haruhiko Takeya
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Patent number: 5536434Abstract: This invention relates to imido-derivative peroxycarboxylic acids having the formula I: ##STR1## wherein R and R.sub.1, which may be the same or different, represent hydrogen atoms, alkyl groups, or, taken together with the carbon atoms to which they are linked, give rise to a cyclic aliphatic ring, all of them being optionally substituted; the . . . symbol indicates a simple or an olefinic bond; R.sub.2 represents a hydrogen atom, an alkyl group, or an OH group, and n is an integer different from 0; the process for their preparation and their use as bleaching agents.Type: GrantFiled: October 20, 1989Date of Patent: July 16, 1996Assignee: Ausimont S.p.A.Inventors: Carlo Venturello, Claudio Cavallotti, Elena Bencini, Maria A. Sasso
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Patent number: 5424277Abstract: A benzene derivative substituted with a heterocyclic ring represented by the general formula: ##STR1## wherein R represents a cycloalkyl group having 3 to 8 carbon atoms, X represents a halogen atom, and Z represents ##STR2## in which said cycloalkyl group may be substituted with an alkyl group having 1 to 6 carbon atoms, a process for preparing the same, and a herbicidal agent comprising the above compound as an active ingredient are disclosed. The compound has an excellent effect in that the compound exhibits a markedly high herbicidal effect on weeds in the field and the paddy field at a low dose and yet exhibits markedly low noxious effects on main crops.Type: GrantFiled: May 6, 1992Date of Patent: June 13, 1995Assignees: Sagami Chemical Research Center, Chisso Corporation, Kaken Pharmaceutical Co.Inventors: Kenji Hirai, Mitsuo Yamashita, Tomoko Tateno, Emiko Ejiri, Kikuko Harasawa, Yuichi Onji, Sadayuki Ugai, Shoin Nagato
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Patent number: 5399673Abstract: Compounds containing at least one alkenyl group, at least one maleimide group and at least one rodlike mesogenic moiety are prepared by reacting one or more aminophenols containing one or more rodlike mesogenic moieties with a stoichiometric quantity of a maleic anhydride per amine group of said aminophenol and then alkenylating the resulting phenolic functional maleimide.Type: GrantFiled: February 9, 1993Date of Patent: March 21, 1995Assignee: The Dow Chemical CompanyInventor: Robert E. Hefner, Jr.
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Patent number: 5350743Abstract: A bisphosphonic acid derivative of the formula (I) or a pharmaceutically acceptable salt thereof: ##STR1## wherein A is ##STR2## each of R.sup.3 and R.sup.4, which may be the same or different, is (i) a hydrogen atom, (ii) a C.sub.1-6 alkyl group, a C.sub.2-6 alkenyl group, a C.sub.2-6 alkynyl group, a C.sub.1-6 alkyl-carbonyl group, a C.sub.2-6 alkenyl-carbonyl group, a C.sub.2-6 alkynyl-carbonyl group R.sup.5 and R.sup.6, which may be the same or different, is a hydrogen atom, a hydroxyl group, a halogen atom, a cyano group, a carbamoyl group, an aralkyl group, a substituted or unsubstituted phenyl group, a substituted or unsubstituted amino group, a C.sub.1-6 alkyl group, a C.sub.2-6 alkenyl group, a C.sub.2-6 alkynyl group;each of m and n is 0 or a positive integer, provided that (m+n) is from 2 to 5; andR is a hydrogen atom, a C.sub.1-8 alkyl group or a C.sub.7-15 aralkyl group.Type: GrantFiled: February 6, 1992Date of Patent: September 27, 1994Assignee: Kaken Pharmaceutical Co., Ltd.Inventors: Yoshitaka Ohishi, Makoto Tamura, Mitsuo Hayashida, Satoru Ikegami, Yoshiyuki Hiyama, Takao Awa, Kiyonoshin Ichikawa, Kiyoshi Nomiyama, Keigo Hanada, Mitsuo Mimura
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Patent number: 5169428Abstract: Disclosed is a tetrahydrophthalimide derivative of the formula (I): ##STR1## wherein X.sup.1 and X.sup.2, the same or different, represent halogen, hydrogen or trifluoromethyl; R represents ##STR2## (wherein R.sup.1 and R.sup.2, the same or different, represent hydrogen or methyl, R.sup.3 represents 2-tetrahydrofurfuryl or 3-methyl-1,2,4-oxadiazol-5-yl), ##STR3## (wherein R.sup.4 is hydrogen or methyl, R.sup.5 is methyl or benzyl), ##STR4## (wherein R.sup.6 represents hydrogen or methyl, R.sup.7 is halogen or C.sub.1 -C.sub.4 alkyl), ##STR5## (wherein R.sup.8 is hydrogen, acyl or arylalkyl), cyano, or --CH.sub.2 OR.sup.9 (wherein R.sup.9 is hydrogen, acetyl, halophenyl, C.sub.1 -C.sub.4 tetrahydrophthalimide derivative of the present invention is useful as a herbicide.Type: GrantFiled: July 1, 1991Date of Patent: December 8, 1992Assignee: Tosoh CorporationInventors: Kenji Tsuzuki, Sinzo Someya, Seigo Koura, Yasuaki Hanasaki, Mikio Ito, Hiroyuki Watanabe
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Patent number: 5123955Abstract: Phenylalkenylcarboxylic acid and esters thereof of the general formula I ##STR1## where X is hydrogen or fluorine, R.sup.1 is hydrogen, C.sub.1 -C.sub.6 -alkyl, C.sub.5 - or C.sub.6 -cycloalkyl, (C.sub.1 -C.sub.4 -alkoxy)-C.sub.2 -C.sub.4 -alkyl or (C.sub.1 -C.sub.4 -alkylthio)-C.sub.2 -C.sub.4 -alkyl; W is a divalent radical --CH.dbd.CR.sup.2 --; --CH.dbd.CY--; --CH.dbd.CR.sup.2 --CH.sub.2 --; --CH.dbd.CR.sup.2 --CH.dbd.CR.sup.3 -- or ##STR2## where Y is chlorine or bromine and R.sup.2 and R.sup.3 are each hydrogen or C.sub.1 -C.sub.4 -alkyl, with the proviso that X is not F when W is --CH.dbd.CR.sup.2 --, their manufacture, and their use as herbicides.Type: GrantFiled: October 23, 1989Date of Patent: June 23, 1992Inventors: Peter Plath, Karl Eicken, Norbert Goetz, Jochen Wild, Norbert Meyer, Bruno Wuerzer
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Patent number: 5118849Abstract: Intermediates of the formula ##STR1## are new, whereR stands for alkyl, alkenyl, cycloalkyl, cycloalkenyl, cycloalkylalkyl, or cycloalkenylalkyl, in each case having up to 20 carbon atoms, in each case optionally branched and in each case interrupted by 1 to 4 oxygen atoms, andX stands for hydrogen or halogen, and are useful for synthesizing herbicidal and plant growth regulating compounds.Type: GrantFiled: April 16, 1991Date of Patent: June 2, 1992Assignee: Bayer AktiengesellschaftInventors: Otto Schallner, Reiner Fischer, Albrecht Marhold, Karl-Julius Reubke, Hans-Joachim Santel, Robert R. Schmidt, Klaus Lurssen, Harry Strang
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Patent number: 5089042Abstract: N-phenyltetrahydrophthalimides of the formula I ##STR1## where R.sup.1 is hydrogen or halogen, R.sup.2 is halogen and A is a substituent of the formula ##STR2## where X is oxygen or sulfur, n is zero or one, R.sup.3 is hydrogen or C.sub.1 -C.sub.6 -alkoxycarbonyl or C.sub.1 -14 C.sub.3 -alkyl which is unsubstituted or substituted by halogen, cyano, hydroxyl, mercapto, C.sub.1 -C.sub.6 -alkoxycarbonyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -alkylthio, C.sub.3 -C.sub.6 -alkenyloxy, C.sub.3 -C.sub.6 -alkenylthio, C.sub.3 -C.sub.6 -alkynyloxy, C.sub.3 -C.sub.6 -alkynylthio or C.sub.1 -C.sub.4 -acyloxy, or is hydroxyl or carboxyl or is C.sub.1 -C.sub.4 -alkylthio-C.sub.1 - or C.sub.2 -alkyl or C.sub.1 -C.sub.4 -alkoxy-C.sub.1 - or -C.sub.2 -alkyl which is substituted in the alkyl ether or thioehter moiety by C.sub.1 -C.sub.6 -alkoxycarbonyl, R.sup.4 is hydrogen or C.sub.1 -C.sub.3 -alkyl, Z is methyleneoxymethylene, methylenethiomethylene or ethenylene (--CH.dbd.CH--) and R.sup.5 and R.sup.Type: GrantFiled: April 16, 1990Date of Patent: February 18, 1992Assignee: BASF AktiengesellschaftInventors: Lothar Rueb, Karl Eicken, Barbara Schwalge, Peter Plath, Bruno Wuerzer, Norbert Meyer
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Patent number: 5062884Abstract: N-substituted 3,4,5,6-tetrahydrophthalimides and their intermediates of the general formula I ##STR1## where A is --NO.sub.2, --NH.sub.2 or ##STR2## corresponding to the compounds Ia, Ib and Ic, B is --CH.sub.2 --, --CH.sub.2 --CHR.sup.1 --, --CH.sub.2 --CHR.sup.1 --CH.sub.2 --, --CH.dbd., --CH.dbd.CR.sup.1 -- or --CH.dbd.CR.sup.1 --CH.dbd., R.sup.1 being --H, --Cl, --Br or --CH.sub.3, D is ##STR3## depending on the terminal group B, X is --H, --Cl or --Br, Y is --H, C.sub.1 -C.sub.7 --alkyl, --Cl, --Br, --CN, --CONH.sub.2 --CO.sub.2 R.sup.2, where R.sup.2 is H, C.sub.1 -C.sub.6 -alkyl, C.sub.5 -- or C.sub.6 -cycloalkyl, C.sub.1 -C.sub.4 -alkoxy-C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkylmercapto-C.sub.2 -C.sub.4 -alkyl, propargyl, benzyl, .alpha.-phenylethyl, .alpha.-phenylpropyl, C.sub.2 -C.sub.4 -alkyl which is monosubstituted, disubstituted or trisubstituted by F or Cl, or CH.sub.3 -substituted or Cl-substituted allyl, and Z is --COOR.sup.2, --CONR.sup.3 R.sup.4, ##STR4## where R.sup.3 and R.sup.Type: GrantFiled: January 16, 1990Date of Patent: November 5, 1991Assignee: BASF AktiengesellschaftInventors: Peter Plath, Karl Eicken, Norbert Goetz, Jochen Wild, Norbert Meyer, Bruno Wuerzer
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Patent number: 5039334Abstract: Herbicidal and plant growth-regulating substituted N-aryl nitrogen heterocycles of the formula ##STR1## in which Het stands for ##STR2## where A stands for ##STR3## where R.sup.1 and R.sup.2 in each case independently of one another stand for hydrogen, halogen, halogenoalkyl or alkyl,Y.sup.1 and Y.sup.2 in each case stand for oxygen or sulphur andZ stands for hydrogen, hydroxyl or chlorine,R stands for alkyl, alkenyl, cycloalkyl, cycloalkenyl, cycloalylalkyl, or cycloalkenylalkyl, in each case optionally branched and in each case interrupted by at least one oxygen atom, andX stands for hydrogen or halogen.Intermediates of the formula ##STR4## are also new.Type: GrantFiled: May 19, 1989Date of Patent: August 13, 1991Assignee: Bayer AktiengesellschaftInventors: Otto Schallner, Reiner Fischer, Albrecht Marhold, Karl-Julius Reubke, Hans-Joachim Santel, Robert R. Schmidt, Klaus Lurssen, Harry Strang
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Patent number: 5024694Abstract: Herbicidal and plant growth-regulating N-aryl heterocycles of the formula ##STR1## where A represents one of the groupings ##STR2## where R.sup.1 and R.sup.2 in each case independently of one another represent hydrogen, halogen, halogenoalkyl or alkyl,Y.sup.1 and Y.sup.2 in each case represent oxygen or sulphur andZ represents hydrogen, hydroxyl or chlorine, R represents in each case optionally branched alkyl, alkenyl, cycloalkyl, cycloalkenyl, cycloalkylalkyl or cycloalkenylalkyl in each case interrupted by at least one oxygen atom and in each case substituted by at least one fluorine atom,X represents hydrogen or halogen andY represents hydrogen or halogen.Type: GrantFiled: February 6, 1990Date of Patent: June 18, 1991Assignee: Bayer AktiengesellschaftInventors: Otto Schallner, Michael Negele, Hans-Joachim Santel, Klaus Lurssen, Robert R. Schmidt, Birgit Krauskopf
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Patent number: 5017708Abstract: A compound of the formula: ##STR1## wherein R.sup.1 and R.sup.2 each is hydrogen, hydroxy, oxo, halogen, azido, amino, C.sub.1 -C.sub.3 alkylamino, or aminomethyl, in which said amino, C.sub.1 -C.sub.3 alkylamino and aminomethyl each is optionally substituted by one or two members selected from the group consisting of C.sub.1 -C.sub.3 alkyl and amino-protecting group; n is an integer of 1 to 3; p and q each is an integer of 0 to 3 with proviso that p+q=1 to 4 or acid-addition salts thereof, being useful materials for preparing side chains of antibacterial quinolonecarboxylic acids, cephalosporines, or other antibiotics.Type: GrantFiled: September 8, 1989Date of Patent: May 21, 1991Assignee: Shionogi & Co., Ltd.Inventors: Masaru Ogata, Hiroshi Matsumoto, Sumio Shimizu, Shiro Kida
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Patent number: 5013354Abstract: 3-phenylpropionic acid derivatives of the general formula I ##STR1## where R.sup.1 is hydrogen or halogen, R.sup.2 is halogen, R.sup.3 is unsubstituted or halogen-, C.sub.1 -C.sub.4 -alkoxy- or C.sub.1 -C.sub.4 -alkylthio-substituted C.sub.2 -C.sub.6 -alkyl, C.sub.5 -C.sub.7 -cycloalkyl-substituted C.sub.1 -C.sub.6 -alkyl, further C.sub.5 -C.sub.7 -cycloalkyl, C.sub.3 -C.sub.6 -alkenyl or C.sub.3 -C.sub.6 -alkynyl or, together with R.sup.4, a C.sub.2 -C.sub.4 -alkylene chain, R.sup.4 is hydrogen or unsubstituted or halogen-, C.sub.1 -C.sub.4 -alkoxy-, C.sub.1 -C.sub.4 -alkylthio- or C.sub.5 -C.sub.7 -cycloalkyl-substituted C.sub.1 -C.sub.6 -alkyl; C.sub.3 -C.sub.7 -cycloalkyl; unsubstituted or halogen-substituted C.sub.3 -C.sub.6 -alkenyl or C.sub.3 -C.sub.6 -alkynyl or halogen or R.sup.4, together with R.sup.5 and the carbon atom of this substituent, is C.sub.3 -C.sub.6 -cycloalkyl which may be interrupted by an oxygen or a sulfur atom, R.sup.5 is unsubstituted C.sub.1 -C.sub.6 -alkyl or halogen-, C.sub.Type: GrantFiled: July 11, 1988Date of Patent: May 7, 1991Assignee: BASF AktiengesellschaftInventors: Barbara Schwalge, Peter Plath, Karl Eicken, Norbert Meyer, Bruno Wuerzer
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Patent number: 5009701Abstract: 5-(N-3,4,5,6-Tetrahydrophthalimido)-cinnamic acid derivatives of the formula Ib ##STR1## where the substituents have the following meanings: Y is chlorine, bromine or C.sub.1 -C.sub.4 -alkyl;R.sup.1 is hydrogen, C.sub.1 -C.sub.8 -alkyl, substituted or unsubstituted C.sub.2 -C.sub.4 alkyl, C.sub.3 -C.sub.6 -alkenyl, C.sub.3 -C.sub.6 -alkynyl, or substituted or unsubstituted phenyl or benzyl,R.sup.2 is C.sub.5 -C.sub.8 -alkyl, substituted or unsubstituted C.sub.2 -C.sub.4 -alkyl, C.sub.1 -C.sub.6 -alkoxy, C.sub.3 -C.sub.6 -alkenyl, C.sub.3 -C.sub.6 -alkenyloxy, C.sub.3 -C.sub.6 -alkynyl, C.sub.3 -C.sub.6 -alkynyloxy, or substituted or unsubstituted phenyl, phenoxy, benzyl or benzyloxy,R.sub.3 C.sub.1 -C.sub.6 -alkyl, or substituted or unsubstituted C.sub.2 -C.sub.6 -alkyl,methods of manufacturing these compounds, and their use as herbicides.Type: GrantFiled: September 6, 1989Date of Patent: April 23, 1991Assignee: BASF AktiengesellschaftInventors: Peter Plath, Karl Eicken, Lothar Rueb, Barbara Schwalge, Karl-Otto Westphalen, Bruno Wuerzer
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Patent number: 4990176Abstract: The invention relates to novel 4-methyltetrahydrophthalimides of the formula I ##STR1## in which the substituents R.sub.1, R.sub.2, R.sub.3 and X have the meanings explained in the text, to processes for their preparation, and to novel selective herbicidal compositions containing compounds of the formula I.Type: GrantFiled: October 28, 1988Date of Patent: February 5, 1991Assignee: Ciba-Geigy CorporationInventors: Beat Bohner, Hans Moser, Georg Pissiotas
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Patent number: 4985570Abstract: A process for preparing a compound of the formula: ##STR1## in an excellent yield with high purity, which comprises reacting a compound of the formula: ##STR2## with 3,4,5,6-tetrahydrophthalic anhydride in the presence of a catalyst system consisting of a nitrogen-containing base and a lower fatty acid.Type: GrantFiled: September 1, 1988Date of Patent: January 15, 1991Assignee: Sumitomo Chemical Company, LimitedInventors: Yuji Funaki, Masayuki Fukushima
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Patent number: 4975380Abstract: Thermochemically induced luminescence is generated in a fluorescent labeled organic compound containing a covalently bonded fluorescent label which is a polycyclic aromatic radical having at least three linearly fused benzene rings and capable of being excited to a fluorescent electronic excited state by energy transfer from an energy donor molecule or radical having an electronic excited state, by a process comprising generating an energy donor radical or molecule by a thermochemical reaction in the presence of the fluorescent label. The energy donor radical may be generated by a chemical reaction in the presence of the fluorescent labeled organic compound or the fluorescent labeled compound itself may be additionally labeled with a radical capable of being excited to an electronic excited state by a thermochemical reaction, i.e., by a process initiated by adsorption of thermal energy.Type: GrantFiled: November 30, 1989Date of Patent: December 4, 1990Assignee: Rijksuniversiteit Te GroningenInventors: Jan C. Hummelen, Hans Wynberg
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Patent number: 4954159Abstract: The present application discloses herbicidal phosphorylaminophenyltetrahydrophthalimides, compositions of them, methods of preparing them, and methods for controlling undesired plant growth by preemergence or postemergence application of the herbicidal compositions to the locus where control is desired. The herbicidal compounds are compounds of the formula ##STR1## in which X and Y are independently F, Cl, or Br; R.sup.1 is selected from lower alkyl, lower haloalkyl, cycloalkyl of 3 to 7 ring carbon atoms, lower alkenyl, lower haloalkenyl, lower alkynyl, lower haloalkynyl, and benzyl which is unsubstituted or substituted on the phenyl ring with one or more substituents selected from halogen, lower alkyl, lower alkoxy, lower alkoxycarbonyl, cyano, and nitro; and R.sup.2 is independently selected from among --OR.sup.1 or is hydroxy, amino, lower alkylamino, or lower dialkylamino; R.sup.3 is H, lower alkyl, or lower alkenyl; or a base addition salt of the compound as defined above in which R.sup.2 is hydroxy.Type: GrantFiled: March 17, 1989Date of Patent: September 4, 1990Assignee: FMC CorporationInventor: George Theodoridis
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Patent number: 4940485Abstract: The invention relates to novel 3-methyltetrahydrophthalimides of the formula I in which the substituents R.sub.1 is hydrogen or fluorine, R.sub.2 is halogen, X is O or S and R.sub.3 is C.sub.3 -C.sub.10 -alkenyl, C.sub.5 -C.sub.6 -cycloakly, C.sub.5 -C.sub.6 -cycloalkenyl, C.sub.3 -C.sub.10 -alkynyl, or C.sub.1 -C.sub.10 -alkyl which if desired, is mono- or poly-substituted by halogen, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -alkoxycarbonyl, cyano, C.sub.1 -C.sub.4 -alkylthio or by C.sub.1 -C.sub.4 -alkylthiocarbonyl, to processes for their preparation, and to novel selective herbicidal compositions containing compounds of the formula I.Type: GrantFiled: November 28, 1988Date of Patent: July 10, 1990Assignee: Ciba-Geigy CorporationInventors: Beat Bohner, Hans Moser, Georg Pissiotas
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Patent number: 4938795Abstract: A tetrahydrophthalimide compound of the formula: ##STR1## wherein R is methyl or n-pentyl, which is useful as a post emergent herbicide for soybean field.Type: GrantFiled: December 17, 1986Date of Patent: July 3, 1990Assignee: Sumitomo Chemical Company, LimitedInventors: Eiki Nagano, Shunichi Hashimoto, Ryo Yoshida, Hiroshi Matsumoto, Katsuzo Kamoshita
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Patent number: 4937354Abstract: 3-(3,4,5,6-Tetrahydrophthalimido)-benzaldehydes of the type I ##STR1## or corresponding derivatives substituted in the phenyl ring are prepared by(a) acetalization of a 3-nitrobenzaldehyde III or of a corresponding derivative with an alcohol IV in the presence of an acidic catalyst to give the corresponding cyclic acetal V ##STR2## (b) reduction of the cyclic acetal V with hydrogen to give the corresponding amino compound II and(c) subsequent condensation of this aminophenyl acetal II with 3,4,5,6-tetrahydrophthalic anhydride in an acidic reaction medium.Type: GrantFiled: April 14, 1989Date of Patent: June 26, 1990Assignee: BASF AktiengesellschaftInventors: Klaus Fischer, Lothar Rueb, Peter Plath
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Patent number: 4933001Abstract: Phenylalkenylcarboxylic acid and esters thereof of the general formula I ##STR1## where X is hydrogen or fluorine, R.sup.1 is hydrogen, C.sub.1 C.sub.6 -alkyl, C.sub.5 - or C.sub.6 -cycloalkyl, (C.sub.1 -C.sub.4 -alkoxy)-C.sub.2 -C.sub.4 -alkyl or (C.sub.1 -C.sub.4 -alkylthio)-C.sub.2 -C.sub.4 -alkyl; W is a divalent radical --CH.dbd.CR.sup.2 --; --CH.dbd.CY--; --CH.dbd.CR.sup.2 --CH.sub.2 --; --CH.dbd.CR.sup.2 --CH.dbd.CR.sup.3 -- or ##STR2## where Y is chlorine or bromine and R.sup.2 and R.sup.3 are each hydrogen or C.sub.1 -C.sub.4 -alkyl, with the proviso that X is not F when W is --CH.dbd.CR.sup.2 --, their manufacture, and their use as herbicides.Type: GrantFiled: July 11, 1988Date of Patent: June 12, 1990Assignee: BASF AktiengesellschaftInventors: Peter Plath, Karl Eicken, Norbert Goetz, Jochen Wild, Norbert Meyer, Bruno Wuerzer
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Patent number: 4925484Abstract: N-Phenyltetrahydrophtalimides of the general formula I ##STR1## where R.sup.1 is hydrogen or halogen, R.sup.2 is halogen, R.sup.3 is hydrogen or C.sub.1 -C.sub.4 -alkyl, R.sup.4 is unsubstituted or C.sub.1 -C.sub.3 -alkoxy-substituted C.sub.1 -C.sub.8 -alkyl, C.sub.3 -C.sub.4 -alkenyl or C.sub.3 -C.sub.4 -alkynyl, and R.sup.5 is hydrogen or C.sub.1 -C.sub.4 - alkyl, methods for their manufacture, and their use as herbicides.Type: GrantFiled: December 5, 1988Date of Patent: May 15, 1990Assignee: BASF AktiengesellschaftInventors: Lothar Rueb, Karl Eicken, Hans J. Pander, Peter Plath, Barbara Schwalge, Bruno Wuerzer, Norbert Meyer
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Patent number: 4919704Abstract: There are disclosed novel herbicidally active pyrrolidine-2,5-diones and 4,5,6,7-tetrahydroisoindolel,3-diones of formula ##STR1## wherein R.sup.1 is hydrogen; or C.sub.1 -C.sub.4 alkyl;R.sup.2 is C.sub.1 -C.sub.4 alkyl; orR.sup.1 and R.sup.2, when taken together, are a (CH.sub.2).sub.4 group which may be substituted by one or two C.sub.1 -C.sub.4 alkyl groups;X is hydrogen; or halogen;A is ##STR2## or O--R.sup.4 ; R.sup.3 is hydroxy; (C.sub.1 -C.sub.8)-alkoxy; (C.sub.1 -C.sub.4)-alkoxy-(C.sub.1 -C.sub.4)-alkoxy-(C.sub.1 -C.sub.4)-akoxy; (C.sub.1 -C.sub.4)-alkylthio-(C.sub.1 -C.sub.4)-alkoxy; mono- or di(C.sub.1 -C.sub.4)-alkylamino-(C.sub.1 -C.sub.4)-alkoxy; (C.sub.1 -C.sub.8)-cyanoalkoxy; (C.sub.3 -C.sub.8)-alkenyloxy; (C.sub.3 -C.sub.8)-haloalkenyloxy; (C.sub.3 -C.sub.8)-alkynyloxy; (C.sub.3 -C.sub.7)-cycloalkoxy; (C.sub.3 -C.sub.7)-cycloalkyl-(C.sub.1 -C.sub.4)-alkoxy; halo(C.sub.3 -C.sub.Type: GrantFiled: August 1, 1988Date of Patent: April 24, 1990Assignee: Ciba-Geigy CorporationInventors: Hans Moser, Georg Pissiotas, Hans-Georg Brunner
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Patent number: 4917721Abstract: Novel 5-(N-3,4,5,6-tetrahydrophthalimido)benzoic acid esters of formula I below have good selective herbicidal properties pre- and postemergence and also influence or inhibit plant growth.The novel compounds are of formula I ##STR1## wherein n is 0, 1 or 2,R is C.sub.1 -C.sub.3 alkyl,R.sub.1 is hydrogen or halogen,R.sub.2 is halogen,X is oxygen or sulfur,A is a straight chain or branched C.sub.1 -C.sub.4 alkylene bridge,Q is a 5- or 6-membered heterocycle which is bound through carbon or nitrogen and contains 1 to 3 hetero atoms and may further contain one or two carbonyl groups, which heterocycle may be fused to benzene rings and substituted by halogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.3 haloalkyl, C.sub.1 -C.sub.3 alkoxy, C.sub.1 -C.sub.3 haloalkoxy, nitro, cyano, C.sub.1 -C.sub.3 alkylamino or di(C.sub.1 -C.sub.3)alkylamino, or Q is C.sub.1 -C.sub.4 alkylthio, C.sub.1 -C.sub.4 alkylsulfonyl, C.sub.2 -C.sub.8 alkoxyalkyl, nitro or di(C.sub.1 -C.sub.Type: GrantFiled: February 5, 1987Date of Patent: April 17, 1990Assignee: Ciba-Geigy CorporationInventors: Georg Pissiotas, Hans Moser, Beat Bohner
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Patent number: 4904800Abstract: A compound of the formula: ##STR1## wherein R is a C.sub.1 -C.sub.5 alkyl group, a C.sub.3 -C.sub.5 alkenyl group, a C.sub.3 -C.sub.5 alkynyl group or a C.sub.3 -C.sub.7 cycloalkyl group, which is useful as a herbicide.Type: GrantFiled: April 14, 1988Date of Patent: February 27, 1990Assignee: Sumitomo Chemical Company LimitedInventors: Toru Haga, Eiki Nagano, Ryo Sato, Kouichi Morita
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Patent number: 4881970Abstract: A tetrahydrophthalimide compound of the formula: ##STR1## wherein R.sub.1 is hydrogen, alkyl, lower cycloalkyl, lower alkyl (lower)cycloalkyl, lower cycloalkyl(lower)alkyl, lower alkoxy(lower)alkyl, lower alkenyl, lower cycloalkenyl, lower cycloalkenyl (lower)alkyl, phenyl, cyano(lower)alkyl, lower alkynyl, lower alkylideneamino, lower alkylthio(lower)alkyl, benzyl, halo(lower)alkyl or lower cycloalkylideneamino, R.sub.2 is hydrogen, lower alkyl or lower alkoxy, X is chlorine or bromine, Y is oxygen or imino and Z is oxygen or sulfur, which is useful as a herbicide.Type: GrantFiled: September 30, 1987Date of Patent: November 21, 1989Assignee: Sumitomo Chemical Company, LimitedInventors: Eiki Nagano, Shunichi Hashimoto, Ryo Yoshida, Hiroshi Matsumoto, Katsuzo Kamoshita
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Patent number: 4873338Abstract: Compounds corresponding to Formula I ##STR1## wherein R.sup.1 denotes an acyl group andX denotes hydrogen, halogen, alkoxy, aroxy, SO.sub.3 H or a heterocyclic group attached through --O-- or --N<are prepared form a compound corresponding to Formula II ##STR2## wherein X has the meaning already indicated and Q denotes the group required for completing a dicarbonimide ringby reduction of the said compound to the amino compound and acylation into a compound corresponding to Formula III ##STR3## wherein X, Q and R.sup.1 have the meanings indicatedfollowed by conversion of the compound corresponding to Formula III into a compound corresponding to Formula I by hydrazinolytic or hydrolytic decomposition of the dicarbonimide ring.Type: GrantFiled: November 23, 1987Date of Patent: October 10, 1989Assignee: Agfa-Gevaert AktiengesellschaftInventors: Heinz Wiesen, Erich Wolff
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Patent number: 4859230Abstract: There are described new halocyclopropyl compounds of the general formula I ##STR1## in which R.sub.1, R.sub.2 and R.sub.3, independently of each other, are hydrogen or C.sub.1-4 -alkyl,X is hydrogen or halogen,Y is halogen,n is 0, 1, 2 or 3,U and V are hydrogen or halogen, andW is a heterocyclic group of formula ##STR2## in which T is halogen, C.sub.1-4 -alkyl, C.sub.1-4 -haloalkyl, CN or OR.sub.9Q is CH or N,Z is O or S,R.sub.4, R.sub.5, R.sub.6, R.sub.7 and R.sub.8 are each a straight, branched or cyclic C.sub.1-7 -alkyl group optionally substituted by up to six halogen atoms, orR.sub.4 and R.sub.5, can also together form a 4 to 7 membered ring that is saturated or unsaturated and can contain further hetero atoms, such as O, S or N, and can optionally be substituted by one to three methyl groups or one to six halogen atoms, andR.sub.9 is hydrogen, C.sub.1-4 -alkyl or C.sub.1-4 -haloalkyl,processes for their preparation and their use as herbicide with high selectivity.Type: GrantFiled: October 14, 1987Date of Patent: August 22, 1989Assignee: Schering AktiengesellschaftInventors: Friedhelm Blume, Wilfried Franke, Friedrich Arndt, Richard Rees
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Patent number: 4853149Abstract: Heterocyclic liquid crystal compounds containing the structural element ##STR1## wherein M is H, CN,, NCS, halogen or an alkyl group with 1-5 C atoms,X is CR.sup.4 or N,Y is CHR.sup.4, O, S or NR.sup.5,R.sup.4 is H, alkyl with 1-15 C atoms, halogen or cyano andR.sup.5 is H or alkyl with 1-15 C atoms,with the proviso that in the case where Y=CHR.sup.4, X is N, are suitable as components of liquid crystal phases.Type: GrantFiled: October 26, 1987Date of Patent: August 1, 1989Assignee: Merck Patent Gesellschaft Mit Beschrankter HaftungInventors: Joachim Krause, Andreas Wachtler, Bernhard Scheuble, Georg Weber
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Patent number: 4846882Abstract: A herbicidal compound of the formula ##STR1## where X is F, Cl or Br, Y is Cl, Br, CHF.sub.2 O or CF.sub.3, R is alkyl of 1 to 6 carbon atoms or lower halo alkyl and R' is H or lower alkyl. Related compounds, including those which have --SR or --NR.sup.2 R in place of --OR are also disclosed.Type: GrantFiled: July 6, 1987Date of Patent: July 11, 1989Assignee: FMC CorporationInventor: Jun H. Chang
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Patent number: 4844733Abstract: N-aryltetrahydrophthalimide derivatives and intermediates therefor of the general formula I ##STR1## where A is O.sub.2 N--, H.sub.2 N-- or ##STR2## corresponding to compounds Ia, Ib and Ic, R.sup.1 is hydrogen, fluorine or chlorine,R.sup.2 is hydrogen or cyano,R.sup.3 is C.sub.1 -C.sub.6 -alkyl, C.sub.2 -C.sub.6 -alkenyl or C.sub.2 -C.sub.6 -alkynyl, which each may be substituted by halogen or C.sub.1 -C.sub.4 -alkoxy, or is C.sub.1 -C.sub.3 -alkyl, which may be substituted by C.sub.3 -C.sub.8 -alkenyl, C.sub.3 -C.sub.8 -alkynyloxycarbonyl or C.sub.2 -C.sub.10 -alkoxycarbonyl which may be substituted in the alkoxy moiety by C.sub.1 -C.sub.4 -alkoxy, halogen or phenyl,and herbicides which contain compounds of the formula Ic.Type: GrantFiled: March 5, 1987Date of Patent: July 4, 1989Assignee: BASF AktiengesellschaftInventors: Karl Eicken, Peter Plath, Bruno Wuerzer, Norbert Meyer
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Patent number: 4826533Abstract: A tetrahydrophthalimide compound of the formula: ##STR1## wherein R.sub.1 is hydrogen, alkyl, lower cycloalkyl, lower alkyl(lower)cycloalkyl, lower cycloalkyl(lower)alkyl, lower alkoxy(lower)alkyl, lower alkenyl, lower cycloalkenyl, lower cycloalkenyl(lower)alkyl, phenyl, cyano(lower)alkyl, lower alkynyl, lower alkylideneamino, lower alkylthio(lower)alkyl, benzyl, halo(lower)alkyl or lower cycloalkylideneamino, R.sub.2 is hydrogen, lower alkyl or lower alkoxy, X is chlorine or bromine, Y is oxygen or imino and Z is oxygen or sulfur. The tetrahydrophthalimide compound is useful as a herbicide.Type: GrantFiled: September 30, 1987Date of Patent: May 2, 1989Assignee: Sumitomo Chemical Company, LimitedInventors: Eiki Nagano, Shunichi Hashimoto, Ryo Yoshida, Hiroshi Matsumoto, Katsuzo Kamoshita
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Patent number: 4824476Abstract: Novel derivatives of N-phenyl-3,4,5,6-tetrahydrophthalimide of the formula I given below have good pre- and post-emergence, selective-herbicidal properties, and they furthermore regulate and inhibit plant growth. The compounds correspond to the formula I ##STR1## wherein R is C.sub.1 -C.sub.3 -alkyl,n is zero, one or two,R.sub.1 and R.sub.2 independently of one another are each hydrogen or halogen,R.sub.3 l is hydrogen, cyano, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -haloalkyl or a radical --CH.sub.2 YR.sub.4,R.sub.4 is C.sub.1 -C.sub.4 -alkyl, C.sub.3 -C.sub.4 -alkenyl, C.sub.3 -C.sub.4 -alkynyl, C.sub.3 -C.sub.7 -cycloalkyl, benzyl or phenyl,Z is oxygen, or an oxime radical .dbd.N--O--Q, and the grouping --C(R.sub.3).dbd.Z can also be a ketal radical, andQ is hydrogen, a C.sub.1 -C.sub.10 -alkyl radical, a C.sub.3 -C.sub.8 -alkenyl radical or a C.sub.3 -C.sub.8 -alkynyl radical, a C.sub.3 -C.sub.7 -cycloalkyl or C.sub.3 -C.sub.7 -cycloalkenyl radical, a phenyl-C.sub.1 -C.sub.Type: GrantFiled: June 16, 1986Date of Patent: April 25, 1989Assignee: Ciba-Geigy CorporationInventors: Georg Pissiotas, Beat Bohner
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Patent number: 4816065Abstract: Herbicidal compounds, compositions containing them, and a method for controlling weeds by application of the compositions are disclosed. The herbicidal compounds are N-aryl tetrahydrophthalimides of the formula ##STR1## in which Z is O, S, NH or alkylamino; Q is --[O--CH(R.sup.4a)CO].sub.m --OCH(R.sup.4)Q.sup.2 ; Q.sup.2 is --C(O)R.sup.3 or --CN; M is CH or N; R.sup.4 and R.sup.4a are independently H, C.sub.2 H.sub.5 or CH.sub.3 ; R.sup.3 is OH, alkoxy, alkylthio, alkenyloxy or alkynyloxy, amino, phenylamino, alkylamino, alkenylamino, alkynylamino, alkoxyamino or alkyl-, haloalkyl- or arylsulfonylamino of the formula --NHSO.sub.2 R.sup.5 or --N(SO.sub.2 R.sup.5)SO.sub.2 R.sup.6, or an --O--N.dbd.R.sup.7 radical where R.sup.7 is alkylidene; R.sup.5 and R.sup.6 are indendently alkyl, haloalkyl or phenyl which is unsubsituted or substituted with alkoxy or halogen; m is zero or 1; R.sup.1 is H, alkyl, halogen, haloalkyl, nitro, NH.sub.Type: GrantFiled: December 23, 1986Date of Patent: March 28, 1989Assignee: FMC CorporationInventor: George Theodoridis
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Patent number: 4770695Abstract: A tetrahydrophthalimide compound of the formula: ##STR1## wherein R.sub.1 is hydrogen, alkyl, lower cycloalkyl, lower alkyl(lower)cycloalkyl, lower cycloalkyl(lower)alkyl, lower alkoxy(lower)alkyl, lower alkenyl, lower cycloalkenyl, lower cycloalkenyl(lower)alkyl, phenyl, cyano(lower)alkyl, lower alkynyl, lower alkylideneamino, lower alkylthio(lower)alkyl, benzyl, halo(lower)alkyl or lower cycloalkylideneamino, R.sub.2 is hydrogen, lower alkyl or lower alkoxy, X is chlorine or bromine, Y is oxygen or imino and Z is oxygen or sulfur, which is useful as a herbicide.Type: GrantFiled: July 21, 1986Date of Patent: September 13, 1988Assignee: Sumitomo Chemical Company, LimitedInventors: Eiki Nagano, Shunichi Hashimoto, Ryo Yoshida, Hiroshi Matsumoto, Katsuzo Kamoshita
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Patent number: 4745222Abstract: This invention relates to aryloxycycloalkanolaminoalkylene aryl ketones to the processes for their preparation and to their use as antihypertensive agents.Type: GrantFiled: April 17, 1984Date of Patent: May 17, 1988Assignee: Merrell Dow Pharmaceuticals Inc.Inventors: Michael E. LeTourneau, James R. McCarthy, Donald L. Trepanier
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Patent number: 4737512Abstract: Novel 4-(substituted-isoindol-2-yl)phenoxy-pentanoic and -heptanoic acids and derivatives which are useful as anti-arteriosclerotic agents are disclosed. The compounds elevate the high density lipoprotein fraction of cholesterol and also lower the low density lipoprotein fraction of cholesterol. Methods for preparing and using the compounds are included.Type: GrantFiled: October 27, 1986Date of Patent: April 12, 1988Assignee: Warner-Lambert CompanyInventor: Milton L. Hoefle
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Patent number: 4711964Abstract: Resins are prepared by polymerization of compounds of the formula ##STR1## where R is a divalent linking group. Blends of a compound of the formula (I) as defined above and a bis-maleimide of the formula ##STR2## where Ar' is an aromatic linking group.Type: GrantFiled: May 8, 1986Date of Patent: December 8, 1987Assignee: University of DaytonInventors: Loon-Seng Tan, Fred E. Arnold
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Patent number: 4709049Abstract: 3-Amino-4-fluoro-6-halophenylthioacetic acids of the formula: ##STR1## and 5-substituted acetanilides of the formula: ##STR2## , which are intermediary compounds for the synthesis of herbicidally effective 2-substituted phenyl-4,5,6,7-tetrahydro-2H-isoindole-1,3-diones of the formula: ##STR3## through the corresponding acid of the formula: ##STR4## (wherein X is a chlorine atom or a bromine atom, R is a C.sub.1 -C.sub.6 alkyl group, a C.sub.3 -C.sub.7 cycloalkyl group, a C.sub.3 -C.sub.6 alkenyl group, a C.sub.3 -C.sub.6 alkynyl group, a C.sub.2 -C.sub.6 haloalkyl group, a C.sub.1 -C.sub.4 alkoxy(C.sub.1 -C.sub.4)alkyl group, a C.sub.1 -C.sub.6 alkoxycarbonyl(C.sub.1 -C.sub.3)alkyl group or a phenyl group and Z is --NO.sub.2, --NH.sub.2, --SCH.sub.2 COOH, --SO.sub.2 Cl, --SO.sub.3 H or --SH).Type: GrantFiled: June 17, 1985Date of Patent: November 24, 1987Assignee: Sumitomo Chemical Company, LimitedInventors: Eiki Nagano, Ryo Yoshida, Hiroshi Matsumoto, Shunichi Hashimoto, Katsuzo Kamoshita
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Patent number: 4692532Abstract: Substituted (4-hydroxyphenylthioalkyl) derivatives of the formula ##STR1## are prepared by the reaction of the appropriate ring and hydroxybenzene thiol compounds and are useful stabilizers of organic materials.Type: GrantFiled: November 23, 1984Date of Patent: September 8, 1987Assignee: Ciba-Geigy CorporationInventors: John D. Spivack, Ramanathan Ravichandran, Stephen D. Pastor
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Patent number: 4692533Abstract: Prepare N-(amidoalkyl)imides by contacting an imide with a 2-oxazoline under reaction conditions, optionally in the presence of a solvent.Type: GrantFiled: September 9, 1985Date of Patent: September 8, 1987Assignee: The Dow Chemical CompanyInventors: Pen-Chung Wang, Steven P. Crain
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Patent number: 4684397Abstract: A 2-substituted phenyl-4,5,6,7-tetrahydro-2H-isoindole-1,3-dione of the formula: ##STR1## wherein X is a chlorine atom or a bromine atom and R is a C.sub.1 -C.sub.6 alkyl group, a C.sub.3 -C.sub.7 cycloalkyl group, a C.sub.3 -C.sub.6 alkenyl group, a C.sub.3 -C.sub.6 alkynyl group, a C.sub.2 -C.sub.6 haloalkyl group, a C.sub.1 -C.sub.4 alkoxy(C.sub.1 -C.sub.4)alkyl group, a C.sub.1 -C.sub.6 alkoxycarbonyl(C.sub.1 -C.sub.3)alkyl group or a phenyl group, which is useful as a herbicide.Type: GrantFiled: June 17, 1985Date of Patent: August 4, 1987Assignee: Sumitomo Chemical Company, LimitedInventors: Eiki Nagano, Ryo Yoshida, Hiroshi Matsumoto, Shunichi Hashimoto, Katsuzo Kamoshita
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Patent number: 4670046Abstract: A tetrahydrophthalimide compound of the formula: ##STR1## wherein R is methyl or n-pentyl, which is useful as a post emergent herbicide for a soybean field.Type: GrantFiled: March 9, 1983Date of Patent: June 2, 1987Assignee: Sumitomo Chemical Company, LimitedInventors: Eiki Nagano, Shunichi Hashimoto, Ryo Yoshida, Hiroshi Matsumoto, Katsuzo Kamoshita
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Patent number: 4661630Abstract: Described herein are novel carboxylic acid amide compounds or carboximide compounds represented by the general formula: ##STR1## wherein Z represents either the monoamido radical of an aromatic or cycloaliphatic ortho dicarboxylic acid or the amide of the corresponding anhydride, and their pharmaceutically acceptable salts; processes for the production thereof; and medicines containing the same. The novel compounds are useful as treating, preventing and improving agents for diseases attended with cerebral dysfunction as well as various symptoms caused by the said diseases.Type: GrantFiled: December 2, 1985Date of Patent: April 28, 1987Assignee: Eisai Co., Ltd.Inventors: Yasuji Harigaya, Hiroo Ogura, Mitsuo Mihara, Motosuke Yamanaka, Kiyomi Yamatsu
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Patent number: 4658036Abstract: A process is disclosed for preparation of invert emulsifiers useful for oil-base drilling muds. The emulsifiers are prepared by reacting at least one tall oil fatty acid with acrylic acid, maleic anhydride or fumaric acid. The product of this reaction is substantially reacted with diethylene triamine, and at least one tall oil fatty acid to give the invert emulsifier.Type: GrantFiled: October 3, 1985Date of Patent: April 14, 1987Assignee: Westvaco CorporationInventor: Peter Schilling
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Patent number: 4642353Abstract: Photocrosslinkable polymers having an average molecular weight of at least 1,000 and side groups of the formula Ia and/or Ib ##STR1## in which R, R', R.sub.1, R.sub.2, A, E, Y and n are as defined in claim 1, are suitable, for example, for preparing solvent-resistant coatings on metals and, in particular, for preparing printing plates or printed circuits. The group of the formula Ia and/or Ib content is at least 0.5%, preferably 5-100%, based on the number of the polymer's recurring structural elements.Type: GrantFiled: February 20, 1986Date of Patent: February 10, 1987Assignee: Ciba-Geigy CorporationInventor: Joseph Berger
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Patent number: H531Abstract: Novel anilide derivatives of the formulaZ--ArwhereinZ is a heterocyclic ring system attached to Ar through a ring nitrogen atom in Z, andAr is a substituted phenyl ring, exhibit good control of broadleaf weeds and safety to important crops at low application rates.Type: GrantFiled: June 3, 1986Date of Patent: October 4, 1988Inventors: John A. Ray, Thomas N. Wheeler