Plural Chalcogens Bonded Directly To Ring Carbons Of The Five-membered Hetero Ring (e.g., Imides, Etc.) Patents (Class 548/513)
  • Patent number: 5658940
    Abstract: 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: Grant
    Filed: October 6, 1995
    Date of Patent: August 19, 1997
    Assignee: Celgene Corporation
    Inventors: George W. Muller, Mary Shire
  • Patent number: 5554766
    Abstract: 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: Grant
    Filed: February 15, 1995
    Date of Patent: September 10, 1996
    Assignees: Cosmo Research Institute, Cosmo Oil Co., Ltd.
    Inventor: Haruhiko Takeya
  • Patent number: 5536434
    Abstract: 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: Grant
    Filed: October 20, 1989
    Date of Patent: July 16, 1996
    Assignee: Ausimont S.p.A.
    Inventors: Carlo Venturello, Claudio Cavallotti, Elena Bencini, Maria A. Sasso
  • Patent number: 5424277
    Abstract: 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: Grant
    Filed: May 6, 1992
    Date of Patent: June 13, 1995
    Assignees: 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
  • Patent number: 5399673
    Abstract: 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: Grant
    Filed: February 9, 1993
    Date of Patent: March 21, 1995
    Assignee: The Dow Chemical Company
    Inventor: Robert E. Hefner, Jr.
  • Patent number: 5350743
    Abstract: 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: Grant
    Filed: February 6, 1992
    Date of Patent: September 27, 1994
    Assignee: 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
  • Patent number: 5169428
    Abstract: 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: Grant
    Filed: July 1, 1991
    Date of Patent: December 8, 1992
    Assignee: Tosoh Corporation
    Inventors: Kenji Tsuzuki, Sinzo Someya, Seigo Koura, Yasuaki Hanasaki, Mikio Ito, Hiroyuki Watanabe
  • Patent number: 5123955
    Abstract: 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: Grant
    Filed: October 23, 1989
    Date of Patent: June 23, 1992
    Inventors: Peter Plath, Karl Eicken, Norbert Goetz, Jochen Wild, Norbert Meyer, Bruno Wuerzer
  • Patent number: 5118849
    Abstract: 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: Grant
    Filed: April 16, 1991
    Date of Patent: June 2, 1992
    Assignee: Bayer Aktiengesellschaft
    Inventors: Otto Schallner, Reiner Fischer, Albrecht Marhold, Karl-Julius Reubke, Hans-Joachim Santel, Robert R. Schmidt, Klaus Lurssen, Harry Strang
  • Patent number: 5089042
    Abstract: 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: Grant
    Filed: April 16, 1990
    Date of Patent: February 18, 1992
    Assignee: BASF Aktiengesellschaft
    Inventors: Lothar Rueb, Karl Eicken, Barbara Schwalge, Peter Plath, Bruno Wuerzer, Norbert Meyer
  • Patent number: 5062884
    Abstract: 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: Grant
    Filed: January 16, 1990
    Date of Patent: November 5, 1991
    Assignee: BASF Aktiengesellschaft
    Inventors: Peter Plath, Karl Eicken, Norbert Goetz, Jochen Wild, Norbert Meyer, Bruno Wuerzer
  • Patent number: 5039334
    Abstract: 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: Grant
    Filed: May 19, 1989
    Date of Patent: August 13, 1991
    Assignee: Bayer Aktiengesellschaft
    Inventors: Otto Schallner, Reiner Fischer, Albrecht Marhold, Karl-Julius Reubke, Hans-Joachim Santel, Robert R. Schmidt, Klaus Lurssen, Harry Strang
  • Patent number: 5024694
    Abstract: 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: Grant
    Filed: February 6, 1990
    Date of Patent: June 18, 1991
    Assignee: Bayer Aktiengesellschaft
    Inventors: Otto Schallner, Michael Negele, Hans-Joachim Santel, Klaus Lurssen, Robert R. Schmidt, Birgit Krauskopf
  • Patent number: 5017708
    Abstract: 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: Grant
    Filed: September 8, 1989
    Date of Patent: May 21, 1991
    Assignee: Shionogi & Co., Ltd.
    Inventors: Masaru Ogata, Hiroshi Matsumoto, Sumio Shimizu, Shiro Kida
  • Patent number: 5013354
    Abstract: 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: Grant
    Filed: July 11, 1988
    Date of Patent: May 7, 1991
    Assignee: BASF Aktiengesellschaft
    Inventors: Barbara Schwalge, Peter Plath, Karl Eicken, Norbert Meyer, Bruno Wuerzer
  • Patent number: 5009701
    Abstract: 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: Grant
    Filed: September 6, 1989
    Date of Patent: April 23, 1991
    Assignee: BASF Aktiengesellschaft
    Inventors: Peter Plath, Karl Eicken, Lothar Rueb, Barbara Schwalge, Karl-Otto Westphalen, Bruno Wuerzer
  • Patent number: 4990176
    Abstract: 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: Grant
    Filed: October 28, 1988
    Date of Patent: February 5, 1991
    Assignee: Ciba-Geigy Corporation
    Inventors: Beat Bohner, Hans Moser, Georg Pissiotas
  • Patent number: 4985570
    Abstract: 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: Grant
    Filed: September 1, 1988
    Date of Patent: January 15, 1991
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Yuji Funaki, Masayuki Fukushima
  • Patent number: 4975380
    Abstract: 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: Grant
    Filed: November 30, 1989
    Date of Patent: December 4, 1990
    Assignee: Rijksuniversiteit Te Groningen
    Inventors: Jan C. Hummelen, Hans Wynberg
  • Patent number: 4954159
    Abstract: 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: Grant
    Filed: March 17, 1989
    Date of Patent: September 4, 1990
    Assignee: FMC Corporation
    Inventor: George Theodoridis
  • Patent number: 4940485
    Abstract: 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: Grant
    Filed: November 28, 1988
    Date of Patent: July 10, 1990
    Assignee: Ciba-Geigy Corporation
    Inventors: Beat Bohner, Hans Moser, Georg Pissiotas
  • Patent number: 4938795
    Abstract: 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: Grant
    Filed: December 17, 1986
    Date of Patent: July 3, 1990
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Eiki Nagano, Shunichi Hashimoto, Ryo Yoshida, Hiroshi Matsumoto, Katsuzo Kamoshita
  • Patent number: 4937354
    Abstract: 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: Grant
    Filed: April 14, 1989
    Date of Patent: June 26, 1990
    Assignee: BASF Aktiengesellschaft
    Inventors: Klaus Fischer, Lothar Rueb, Peter Plath
  • Patent number: 4933001
    Abstract: 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: Grant
    Filed: July 11, 1988
    Date of Patent: June 12, 1990
    Assignee: BASF Aktiengesellschaft
    Inventors: Peter Plath, Karl Eicken, Norbert Goetz, Jochen Wild, Norbert Meyer, Bruno Wuerzer
  • Patent number: 4925484
    Abstract: 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: Grant
    Filed: December 5, 1988
    Date of Patent: May 15, 1990
    Assignee: BASF Aktiengesellschaft
    Inventors: Lothar Rueb, Karl Eicken, Hans J. Pander, Peter Plath, Barbara Schwalge, Bruno Wuerzer, Norbert Meyer
  • Patent number: 4919704
    Abstract: 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: Grant
    Filed: August 1, 1988
    Date of Patent: April 24, 1990
    Assignee: Ciba-Geigy Corporation
    Inventors: Hans Moser, Georg Pissiotas, Hans-Georg Brunner
  • Patent number: 4917721
    Abstract: 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: Grant
    Filed: February 5, 1987
    Date of Patent: April 17, 1990
    Assignee: Ciba-Geigy Corporation
    Inventors: Georg Pissiotas, Hans Moser, Beat Bohner
  • Patent number: 4904800
    Abstract: 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: Grant
    Filed: April 14, 1988
    Date of Patent: February 27, 1990
    Assignee: Sumitomo Chemical Company Limited
    Inventors: Toru Haga, Eiki Nagano, Ryo Sato, Kouichi Morita
  • Patent number: 4881970
    Abstract: 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: Grant
    Filed: September 30, 1987
    Date of Patent: November 21, 1989
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Eiki Nagano, Shunichi Hashimoto, Ryo Yoshida, Hiroshi Matsumoto, Katsuzo Kamoshita
  • Patent number: 4873338
    Abstract: 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: Grant
    Filed: November 23, 1987
    Date of Patent: October 10, 1989
    Assignee: Agfa-Gevaert Aktiengesellschaft
    Inventors: Heinz Wiesen, Erich Wolff
  • Patent number: 4859230
    Abstract: 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: Grant
    Filed: October 14, 1987
    Date of Patent: August 22, 1989
    Assignee: Schering Aktiengesellschaft
    Inventors: Friedhelm Blume, Wilfried Franke, Friedrich Arndt, Richard Rees
  • Patent number: 4853149
    Abstract: 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: Grant
    Filed: October 26, 1987
    Date of Patent: August 1, 1989
    Assignee: Merck Patent Gesellschaft Mit Beschrankter Haftung
    Inventors: Joachim Krause, Andreas Wachtler, Bernhard Scheuble, Georg Weber
  • Patent number: 4846882
    Abstract: 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: Grant
    Filed: July 6, 1987
    Date of Patent: July 11, 1989
    Assignee: FMC Corporation
    Inventor: Jun H. Chang
  • Patent number: 4844733
    Abstract: 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: Grant
    Filed: March 5, 1987
    Date of Patent: July 4, 1989
    Assignee: BASF Aktiengesellschaft
    Inventors: Karl Eicken, Peter Plath, Bruno Wuerzer, Norbert Meyer
  • Patent number: 4826533
    Abstract: 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: Grant
    Filed: September 30, 1987
    Date of Patent: May 2, 1989
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Eiki Nagano, Shunichi Hashimoto, Ryo Yoshida, Hiroshi Matsumoto, Katsuzo Kamoshita
  • Patent number: 4824476
    Abstract: 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: Grant
    Filed: June 16, 1986
    Date of Patent: April 25, 1989
    Assignee: Ciba-Geigy Corporation
    Inventors: Georg Pissiotas, Beat Bohner
  • Patent number: 4816065
    Abstract: 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: Grant
    Filed: December 23, 1986
    Date of Patent: March 28, 1989
    Assignee: FMC Corporation
    Inventor: George Theodoridis
  • Patent number: 4770695
    Abstract: 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: Grant
    Filed: July 21, 1986
    Date of Patent: September 13, 1988
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Eiki Nagano, Shunichi Hashimoto, Ryo Yoshida, Hiroshi Matsumoto, Katsuzo Kamoshita
  • Patent number: 4745222
    Abstract: This invention relates to aryloxycycloalkanolaminoalkylene aryl ketones to the processes for their preparation and to their use as antihypertensive agents.
    Type: Grant
    Filed: April 17, 1984
    Date of Patent: May 17, 1988
    Assignee: Merrell Dow Pharmaceuticals Inc.
    Inventors: Michael E. LeTourneau, James R. McCarthy, Donald L. Trepanier
  • Patent number: 4737512
    Abstract: 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: Grant
    Filed: October 27, 1986
    Date of Patent: April 12, 1988
    Assignee: Warner-Lambert Company
    Inventor: Milton L. Hoefle
  • Patent number: 4711964
    Abstract: 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: Grant
    Filed: May 8, 1986
    Date of Patent: December 8, 1987
    Assignee: University of Dayton
    Inventors: Loon-Seng Tan, Fred E. Arnold
  • Patent number: 4709049
    Abstract: 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: Grant
    Filed: June 17, 1985
    Date of Patent: November 24, 1987
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Eiki Nagano, Ryo Yoshida, Hiroshi Matsumoto, Shunichi Hashimoto, Katsuzo Kamoshita
  • Patent number: 4692532
    Abstract: 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: Grant
    Filed: November 23, 1984
    Date of Patent: September 8, 1987
    Assignee: Ciba-Geigy Corporation
    Inventors: John D. Spivack, Ramanathan Ravichandran, Stephen D. Pastor
  • Patent number: 4692533
    Abstract: Prepare N-(amidoalkyl)imides by contacting an imide with a 2-oxazoline under reaction conditions, optionally in the presence of a solvent.
    Type: Grant
    Filed: September 9, 1985
    Date of Patent: September 8, 1987
    Assignee: The Dow Chemical Company
    Inventors: Pen-Chung Wang, Steven P. Crain
  • Patent number: 4684397
    Abstract: 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: Grant
    Filed: June 17, 1985
    Date of Patent: August 4, 1987
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Eiki Nagano, Ryo Yoshida, Hiroshi Matsumoto, Shunichi Hashimoto, Katsuzo Kamoshita
  • Patent number: 4670046
    Abstract: 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: Grant
    Filed: March 9, 1983
    Date of Patent: June 2, 1987
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Eiki Nagano, Shunichi Hashimoto, Ryo Yoshida, Hiroshi Matsumoto, Katsuzo Kamoshita
  • Patent number: 4661630
    Abstract: 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: Grant
    Filed: December 2, 1985
    Date of Patent: April 28, 1987
    Assignee: Eisai Co., Ltd.
    Inventors: Yasuji Harigaya, Hiroo Ogura, Mitsuo Mihara, Motosuke Yamanaka, Kiyomi Yamatsu
  • Patent number: 4658036
    Abstract: 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: Grant
    Filed: October 3, 1985
    Date of Patent: April 14, 1987
    Assignee: Westvaco Corporation
    Inventor: Peter Schilling
  • Patent number: 4642353
    Abstract: 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: Grant
    Filed: February 20, 1986
    Date of Patent: February 10, 1987
    Assignee: Ciba-Geigy Corporation
    Inventor: Joseph Berger
  • Patent number: H531
    Abstract: 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: Grant
    Filed: June 3, 1986
    Date of Patent: October 4, 1988
    Inventors: John A. Ray, Thomas N. Wheeler