At 2-position And At 4- Or 6-position Patents (Class 544/323)
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Patent number: 4927453Abstract: This invention relates to a novel class of sulfonylureas and their use as herbicides and plant growth regulants.Type: GrantFiled: August 30, 1988Date of Patent: May 22, 1990Assignee: E. I. Du Pont de Nemours and CompanyInventor: Stephen K. Gee
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Patent number: 4925480Abstract: Compounds of the formula I or their salts ##STR1## wherein R.sup.1 and R.sup.2 denote H, halogen, alkyl, alkenyl, alkynyl or alkoxy, which can be substituted, or denote --(CH.sub.2).sub.n --COOR.sup.11 ;R.sup.3 denotes H, alkyl, alkenyl or alkynyl;R.sup.4 denotes a heterocyclic radical of the formulae ##STR2## where E is CH or N; X is O or S nd a, b, c, d, e in each case denote 0, 1 or 2, with the proviso that c+d+e.gtoreq.2, possess excellent herbicidal and plant growth-regulating properties.Type: GrantFiled: October 28, 1988Date of Patent: May 15, 1990Assignee: Hoechst AktiengesellschaftInventors: Lothar Willms, Klaus Bauer, Hermann Bieringer, Helmut Burstell
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Patent number: 4908368Abstract: Novel heterocyclic compounds shown by the general formula ##STR1## or the pharmaceutically acceptable salts thereof useful as medicament in particular as antagonist of slow reacting substance of anaphylaxis(SRS-A).Type: GrantFiled: June 7, 1989Date of Patent: March 13, 1990Inventors: Kiyoshi Murase, Toshiyasu Mase, Hiromu Hara, Kenichi Tomioka
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Patent number: 4906282Abstract: Herbicidal sulfonamides having the general formula ##STR1## wherein J, W, R and A are more particularly described herein, such compounds and agricultural compositions containing them being useful as preemergent or postemergent herbicides or both, or as plant growth regulants, including the manner of their use.Type: GrantFiled: June 15, 1988Date of Patent: March 6, 1990Assignee: E. I. Du Pont de Nemours and CompanyInventor: Morris P. Rorer
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Patent number: 4906283Abstract: This invention relates to herbicidally active sulfonamide compounds having a heterocyclic carbonyl group ortho to the sulfonyl bridge.Type: GrantFiled: April 25, 1988Date of Patent: March 6, 1990Assignee: E. I. Du Pont de Nemours and CompanyInventor: Joel R. Christensen
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Patent number: 4904783Abstract: N-Arylsulfonyl-N'-(4-mercaptomethyl-pyrimidinyl)-ureas of the formula ##STR1## (symbols in this formula defined herein) and the salts of these compounds with amines, alkali metal bases or alkaline-earth metal bases or with ammonium bases, have good pre- and post-emergence-selective, herbicidal and growth-regulating properties.Type: GrantFiled: September 19, 1988Date of Patent: February 27, 1990Assignee: Ciba-Geigy CorporationInventor: Werner Topfl
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Patent number: 4904778Abstract: The invention relates to ureas having a herbicidal and plant growth-regulating action of the formula ##STR1## in which R.sup.1 and R.sup.2 each represent, independently of the other, hydrogen, halogen, C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.4 -haloalkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -haloalkoxy, C.sub.1 -C.sub.4 -alkoxycarbonyl, C.sub.1 -C.sub.4 -alkoxy-(C.sub.1 -C.sub.4)-alkyl, nitro or cyano, andR.sup.3 and R.sup.4 each represents, independently of the other, hydrogen, halogen, cyano, OH, SH, C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.4 -haloalkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -haloalkoxy, C.sub.1 -C.sub.4 -alkylthio, C.sub.1 -C.sub.4 -haloalkylthio, amino, mono-C.sub.1 -C.sub.4 -alkylamino, di-C.sub.1 -C.sub.4 -alkylamino, C.sub.1 -C.sub.4 -alkoxycarbonyl or C.sub.1 -C.sub.4 -alkoxy-(C.sub.1 -C.sub.4)-alkyl,processes and intermediates for the preparation thereof, and herbicidal and plant growth-regulating compositions containing a compound of the formula I.Type: GrantFiled: October 24, 1988Date of Patent: February 27, 1990Assignee: Ciba-Geigy Corp.Inventors: Hermann Rempfler, Erich Stamm, Rudolph C. Thummel
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Patent number: 4904299Abstract: Novel N-hydroxy-N'-sulfonylguanidine compounds are described which possess significant herbicidal and plant growth regulant activity for control of undesired vegetation.Type: GrantFiled: February 17, 1988Date of Patent: February 27, 1990Assignee: E. I. Du Pont de Nemours and Co.Inventor: Rafael Shapiro
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Patent number: 4902795Abstract: Antibacterially active new 1,8-bridged 4-quinolone-3-carboxylic acid derivatives of the formula ##STR1## in which Y is carboxyl or a derivative thereofR.sup.1, R.sup.2, R.sup.3, R.sup.4, X.sup.1, X.sup.2 and X.sup.5 are H or various radicals,Z is O, NH, substituted NH, ##STR2## or ##STR3## m and n are 0 or 1, and A, B, D and E are CH or substituted C or up to three of them are N,and physiologically acceptable salts thereof. Novel intermediates are described as well as processes for making the intermediates and end products.Type: GrantFiled: November 17, 1988Date of Patent: February 20, 1990Assignee: Bayer AktiengesellschaftInventors: Michael Schriewer, Klaus Crohe, Hans-Joachim Zeiler, Karl G. Metzger
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Patent number: 4902336Abstract: N-Arylsulfonyl-N'-(4-mercaptomethyl-pyrimidinyl-ureas of the formula ##STR1## (symbols in this formula defined herein) and the salts of these compounds with amines, alkali metal bases or alkaline-earth metal bases or with ammonium bases, have good pre- and post-emergence-selective, herbicidal and growth-regulating properties.Type: GrantFiled: September 19, 1988Date of Patent: February 20, 1990Assignee: Ciba-Geigy CorporationInventor: Werner Topfl
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Patent number: 4881968Abstract: This application relates to ortho-carboxylate ester sulfonylureas which are useful as agricultural chemicals and in particular have high herbicidal activity while showing tolerance to certain crops.Type: GrantFiled: November 5, 1987Date of Patent: November 21, 1989Assignee: E. I. Du Pont de Nemours and CompanyInventor: Mark E. Thompson
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Patent number: 4880932Abstract: A plant growth regulating compound of the formula ##STR1## in which R.sup.2 is an optionally substituted nitrogen heterocyclic radical,R.sup.3 is hydrogen, alkyl, cycloalkyl, alkenyl, alkinyl or aralkyl, andR.sup.4 is hydrogen, or if R.sup.3 is not hydrogen R.sup.4 may be hydroxyl or a variety of radicals, orR.sup.3 and R.sup.4 together may form a ring,or an acid adduct thereof.Type: GrantFiled: April 29, 1987Date of Patent: November 14, 1989Assignee: Bayer AktiengesellschaftInventors: Koichi Moriya, Theodor Pfister, Hans-Jochem Riebel, Ludwig Eue, Robert R. Schmidt, Klaus Lurrsen
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Patent number: 4878938Abstract: This invention relates to novel herbicidally active sulfonylurea compounds substituted in the positions ortho to the sulfonylurea bridge, agriculturally suitable compositions thereof and methods of their use as preemergent or postemergent herbicides or plant growth regulants.Type: GrantFiled: May 18, 1988Date of Patent: November 7, 1989Assignee: E. I. Du Pont De Nemours and CompanyInventor: Mary A. Hanagan
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Patent number: 4877443Abstract: Herbicidally active 2,4-diamino-6-haloalkylpyrimidines of the formula ##STR1## in which R.sup.1 and R.sup.3, independently of one another, represent hydrogen or alkyl,R.sup.2 and R.sup.4, independently of one another, represent hydrogen, alkyl which is optionally substituted by halogen, cyano, alkoxy, alkylthio or by cyclopropyl, represent cycloalkyl, alkenyl which is optionally substituted by halogen, or alkinyl, andR.sup.5 represents alkyl which is substituted by halogen, with the proviso that R.sup.1, R.sup.2, R.sup.3 andR.sup.4 do not simultaneously represent hydrogen whenR.sup.5 represents trichloromethyl, and with the provisio that R.sup.1 and R.sup.2 do not simultaneously represent hydrogen when R.sup.4 represents alkyl which is substituted by alkoxy or alkylthio.Type: GrantFiled: January 13, 1987Date of Patent: October 31, 1989Assignee: Bayer AktiengesellschaftInventors: Michael Schwamborn, Erich Klauke, Robert R. Schmidt, Hans-Joachim Santel, Robert H. Strang
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Patent number: 4871743Abstract: Pyrimidin-5-yl derivatives of L-glutamic acid are anti-neoplastic agents. A typical embodiment is N-(4-[4-(2,4-diamino-6-hydroxypyrimidin-5-yl)-butyl]-benzoyl)-L-glutamic acid.Type: GrantFiled: January 19, 1988Date of Patent: October 3, 1989Assignees: The Trustees of Princeton University, Eli Lilly and CompanyInventors: Edward C. Taylor, Philip M. Harrington, Chuan Shih
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Patent number: 4866174Abstract: A method for the preparation of 2,4-diamino-3-oxy-6-piperidyl-pyrimidine or minoxidil wherein a compound of the formula ##STR1## wherein R is a C.sub.1-4 alkyl or a phenyl group optionally having up to three C.sub.1-4 alkyl substituents, is oxidized to a compound of the formula ##STR2## which according to known methods is reacted with piperidine to minoxidil. In the inventive method magnesium monoperoxyphthalate, which has the formula ##STR3## is used as the oxidizing agent.Type: GrantFiled: July 13, 1987Date of Patent: September 12, 1989Assignee: Farmos-Yhtyma OyInventor: Jyrki Lamsa
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Patent number: 4854962Abstract: This invention relates to novel sulfonylurea herbicidal compounds, agriculturally suitable compositions thereof and a method-of-use of said compounds and compositions as general preemergence and/or postemergence herbicides or their use as plant growth regulants.Type: GrantFiled: February 16, 1988Date of Patent: August 8, 1989Assignee: E. I. Du Pont de Nemours and CompanyInventors: David L. Douglass, Marcus P. Moon
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Patent number: 4853025Abstract: Benzylsulfonylureas and arylsulfamoylureas are useful as pre-emergent and post-emergent herbicides and as plant growth regulants.Type: GrantFiled: February 16, 1988Date of Patent: August 1, 1989Assignee: E. I. Du Pont de Nemour and CompanyInventors: Robert J. Pasteris, Mark E. Thompson
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Patent number: 4853389Abstract: This invention relates to substituted 5-pyrimidinesulfonamides, pharmaceutically acceptable salts thereof and to processes for synthesis thereof. Other aspects of the invention concern pharmaceutical compositions containing an instant compound as active ingredient and methods of treatment where there is an indicated need for an antihypertensive and/or diuretic agent.Type: GrantFiled: April 26, 1988Date of Patent: August 1, 1989Assignee: American Home Products CorporationInventors: Terence M. Dolak, Sung J. Lee, James L. Bullington
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Patent number: 4851030Abstract: Novel benzenesulfonamide compounds containing an ortho-heterocyclicmethylene substituent such as N-[(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]-2-(5-methylthio-1,3,4-thiad iazol-2-ylmethyl)benzenesulfonamide are useful as preemergent and/or postemergent herbicides and/or plant growth regulants.Type: GrantFiled: December 8, 1986Date of Patent: July 25, 1989Assignee: E. I. Du Pont de Nemours and CompanyInventor: Morris P. Rorer
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Patent number: 4849010Abstract: This invention relates to certain sulfonylurea herbicidal compounds, agriculturally suitable compositions thereof and a method of their use.Type: GrantFiled: November 10, 1986Date of Patent: July 18, 1989Assignee: E. I. DuPont de Nemours and CompanyInventor: Craig L. Hillemann
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Patent number: 4844727Abstract: Sulfonylureas with uniquely substituted heterocycles demonstrate activity as agricultural chemicals.Type: GrantFiled: November 16, 1987Date of Patent: July 4, 1989Assignee: E. I. Du Pont de Nemours and CompanyInventor: Thomas R. Dean
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Patent number: 4840661Abstract: The invention relates relates to new sulphonyliso(thio)-urea derivatives of the general formula (I) ##STR1## in which R.sup.1 represent an optionally substituted radical from the series comprising alkyl, aralkyl, aryl and heteroarylR.sup.2 represents an optionally substituted and/or optionally fused 6-membered aromatic heterocyclic radial containing at least one nitrogen atom,R.sup.3 represents an optically substituted aromatic or heteroaromatic radical,X represents oxygen or sulphur andM represents hydrogen or an equivalent of a metal, and adducts of compounds of the formula (I) with strong acids, processes for their prepartion, and their use as herbicides.Type: GrantFiled: August 23, 1985Date of Patent: June 20, 1989Assignee: Bayer AktiengesellschaftInventors: Hans-Joachim Diehr, Christa Fest, Rolf Kristen, Joachim Kluth, Klaus-Helmut Muller, Theodor Pfister, Uwe Priesnitz, Hans-Jochem Riebel, Wolfgang Roy, Hans-Joachim Santel, Robert R. Schmidt, Ludwig Eue
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Patent number: 4840662Abstract: The invention discloses novel N-(2-nitrophenyl)-5-aminopyrimidine derivatives of the general formula ##STR1## wherein R.sub.1 and R.sub.2 are each independently NO.sub.2 or CF.sub.3, or one of R.sub.1 and R.sub.2 is hydrogen,R.sub.3 is hydrogen or halogen,R.sub.4 is hydrogen or the --C(O)R' group, in which R' is C.sub.1 -C.sub.4 alkyl which is unsubstituted or substituted by halogen, C.sub.1 -C.sub.3 alkoxy or C.sub.1 -C.sub.3 alkylthio,R.sub.5, R.sub.6 and R.sub.7 are each independently hydrogen, halogen, nitro, cyano, thiocyano, mercapto, C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 haloalkyl, C.sub.1 -C.sub.6 alkoxy, C.sub.1 -C.sub.6 alkoxy which is substituted by halogen, nitro, cyano, C.sub.1 -C.sub.3 alkoxy, C.sub.1 -C.sub.3 alkylthio and/or N(C.sub.1 -C.sub.4 alkyl).sub.2 ; or are C.sub.3 -C.sub.6 cycloalkoxy, C.sub.3 -C.sub.6 alkenyloxy, C.sub.3 -C.sub.6 alkynyloxy, C.sub.1 -C.sub.6 alkylthio, C.sub.3 -C.sub.6 alkenylthio, C.sub.1 -C.sub.6 alkylsulfonyl, C.sub.1 -C.sub.6 alkylsulfoxyl, C.sub.3 -C.sub.Type: GrantFiled: July 16, 1984Date of Patent: June 20, 1989Assignee: Ciba-Geigy CorporationInventors: Helmut Zondler, Adolf Hubele, Robert Nyfeler
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Patent number: 4833249Abstract: There are disclosed compounds of the formula ##STR1## wherein R.sup.1 and R.sup.2 are each, independently, hydrogen, lower alkyl, aryl or halo, or R.sup.1 and R.sup.2 taken together represent ##STR2## where the dotted lines represent optional double bonds; R.sup.3, R.sup.4 and R.sup.5 are each, independently, hydrogen, lower alkyl, aryl or halo;R.sup.6 is 2-pyridinyl, 2-pyrazinyl, 2-quinolyl, 2-quinoxalinyl or any of the foregoing R.sup.6 moieties substituted by lower alkyl, lower alkoxy, trifluoromethyl, cyano, nitro or halo; orR.sup.6 is ##STR3## wherein R.sup.7 is phenyl, 2-pyridinyl, 2-pyrimidinyl, 3-pyridazinyl or 2-pyrazinyl or any of the foregoing R.sup.7 moieties substituted by lower alkyl, lower alkoxy, halo, cyano, trifluoromethyl or nitro;Z is --(CH.sub.2).sub.Type: GrantFiled: March 5, 1987Date of Patent: May 23, 1989Assignee: American Home Products CorporationInventors: Magid A. Abou-Gharbia, Guy A. Schiehser, Usha R. Patel
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Patent number: 4831139Abstract: Process for the preparation of 2-substituted 5-nitroso-4,6-diaminopyrimidines. Malonic dinitrile and amidine are nitrosated in the presence of a nitrite salt, to form the corresponding amidine salt of isonitrosomalononitrile. The latter is converted to the end product in the presence of an aprotic polar solvent by heat treatment in a basic medium.Type: GrantFiled: September 13, 1988Date of Patent: May 16, 1989Assignee: Lonza Ltd.Inventor: Colm O'Murchu
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Patent number: 4830662Abstract: N-(heterocyclicaminocarbonyl)arylsulfonamides in which the aryl radical is substituted in the 2-position by a carboxy radical, ester, thioester, or amide thereof; e.g. N-[(4,6-dimethylpyrimidin-2-yl)aminocarbonyl]-2-methoxycarbonylbenzenesulf onamide or N-[(4,6-dimethoxy-1,3,5-triazin-2-yl)aminocarbonyl]-2-methoxycarbonylbenze nesulfonamide; are useful for the regulation of plant growth and as pre-emergence and post-emergence herbicides.Type: GrantFiled: March 27, 1986Date of Patent: May 16, 1989Assignee: E. I. Du Pont de Nemours and CompanyInventor: George Levitt
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Patent number: 4822403Abstract: The invention relates to certain sulfonamide compounds having substituents ortho to the sulfonylurea linkage, said substituents including alkenyl, substituted alkenyl, cycloalkenyl, substituted cycloalkenyl, alkynyl and substituted alkynyl.Type: GrantFiled: October 10, 1986Date of Patent: April 18, 1989Assignee: E. I. Du Pont De Nemours and CompanyInventors: James V. Hay, Barry A. Wexler, Donna F. Zimmerman
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Patent number: 4808590Abstract: This invention relates to novel compositions which are useful as antitumor, antiviral and antifungal compositions, a process of producing the compositions and a method for inhibiting tumors, viruses and fungi utilizing the composition. More particularly, the novel compositions are derived from marine sponge Theonella sp.Type: GrantFiled: July 15, 1988Date of Patent: February 28, 1989Assignee: Harbor Branch Oceanographic Institution, Inc.Inventors: Tatsuo Higa, Shinichi Sakemi, Sue S. Cross
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Patent number: 4806147Abstract: Herbicidally active novel substituted 1-benzylsulphonyl-3-heteroaryl(thio)-ureas of the formula ##STR1## in which Q represents oxygen or sulphur,R.sup.1 represents hydrogen, or represents optionally substituted radicals from the series comprising alkyl, alkenyl, alkynyl and aralkyl,R.sup.2 represents hydrogen, halogen, hydroxyl, alkyl, halogenoalkyl, alkoxy, halogenoalkoxy, alkylthio, halogenoalkylthio, amino, alkylamino or dialkylamino,R.sup.3 represents hydrogen or alkyl,R.sup.4 represents halogenoalkyl,X represents nitrogen or a --CH grouping,Y represents nitrogen or a --CR.sup.5 grouping,R.sup.5 represents hydrogen, halogen, cyano, alkyl, formyl, alkyl-carbonyl or alkoxy-carbonyl,Z represents nitrogen or a --CR.sup.6 grouping, andR.sup.6 represents hydrogen, halogen, hydroxyl, alkyl, halogenoalkyl, alkoxy, halogenoalkoxy, alkylthio, alkylamino or dialkylamino,and salts thereof with metals and basic organic nitrogen compounds. The benzylsulphonyl moieties are also new.Type: GrantFiled: December 9, 1987Date of Patent: February 21, 1989Assignee: Bayer AktiengesellschaftInventors: Christa Fest, Klaus-Helmut Muller, Theodor Pfister, Hans-Jochem Riebel, Ernst Kysela, Hans-Joachim Santel, Robert R. Schmidt, Robert H. Strang
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Patent number: 4802906Abstract: Ortho-Sulfonamide benzenesulfonylureas, such as N-cyclopropyl-N'-[(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]-1,2-benzened isulfonamide, are useful as pre-emergent and post-emergent herbicides.Type: GrantFiled: December 23, 1985Date of Patent: February 7, 1989Assignee: E. I. Du Pont de Nemours and CompanyInventor: Donald J. Dumas
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Patent number: 4802909Abstract: The invention relates to ureas having a herbicidal and plant growth-regulating action of the formula ##STR1## in which R.sup.1 and R.sup.2 each represents, independently of the other, hydrogen, halogen, C.sub.1 -C.sub.6 -alkyl C.sub.1 -C.sub.4 -haloalkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -haloalkoxy, C.sub.1 -C.sub.4 -alkoxycarbonyl, C.sub.1 -C.sub.4 -alkoxy-(C.sub.1 -C.sub.4)-alkyl, nitro or cyano, andR.sup.3 and R.sup.4 each represents, independently of the other, hydrogen, halogen, cyano, OH, SH, C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.4 -haloalkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -haloalkoxy, C.sub.1 -C.sub.4 -alkylthio, C.sub.1 -C.sub.4 -haloalkylthio, amino, mono-C.sub.1 -C.sub.4 -alkylamino, di-C.sub.1 -C.sub.4 -alkylamino, C.sub.1 -C.sub.4 -alkoxycarbonyl or C.sub.1 -C.sub.4 -alkoxy-(C.sub.1 -C.sub.4)-alkyl,processes and intermediates for the preparation thereof, and herbicidal and plant growth-regulating compositions containing a compound of the formula I.Type: GrantFiled: October 9, 1987Date of Patent: February 7, 1989Assignee: Ciba-Geigy CorporationInventors: Hermann Rempfler, Erich Stamm, Rudolph C. Thummel
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Patent number: 4801327Abstract: The invention relates to certain sulfonylurea compounds having a carbocyclic or heterocyclic ring ortho to the sulfonylurea linkage, compositions thereof and a method of their use as herbicides or plant growth regulants.Type: GrantFiled: March 26, 1986Date of Patent: January 31, 1989Assignee: E. I. Du Pont de Nemours and CompanyInventors: Joel R. Christensen, Morris P. Rorer
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Patent number: 4798893Abstract: A method for the synthesis of the 2-propanone (I) is described starting from alkoxide (II) through the lactone (IV). ##STR1## Excellent control of the location of the substitution on the phenyl ring is achieved and the reaction proceeds in high yield.Type: GrantFiled: September 21, 1987Date of Patent: January 17, 1989Assignee: McNeilab, Inc.Inventors: David A. Cherry, Cynthia A. Maryanoff, John E. Mills, Roy A. Olofson, James D. Rodgers
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Patent number: 4795812Abstract: This invention describes the synthesis and anti-neoplastic use of 4-aziridyl-5-substituted/unsubstituted 6-aryl-pyrimidine compounds of Formula IA ##STR1## as well as N'-[2-(1-aziridyl)ethyl]-6-aryl-2,4-pyrimidinediamines of Formula IB ##STR2## and 4-chloro or bromo-5-substituted/unstubstituted-6-aryl-pyrimidines.Type: GrantFiled: September 22, 1986Date of Patent: January 3, 1989Assignee: The Upjohn CompanyInventors: Wendell Wierenga, Harvey I. Skulnick
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Patent number: 4792606Abstract: A process for the preparation of a dimeric aromatic acyl cyanide of the formula ##STR1## in which Ar is optionally substituted phenyl, naphthyl or hetaryl,comprising reaction an acyl halide of the formulaAr--CO--Halin whichHal is fluorine, chlorine or bromine, with an alkali metal cyanide in a two-phase system comprising water and a water-immiscible or only sparingly water-miscible aliphatic ketone, and in the presence of a phase-transfer catalyst. The products are known intermediates for pesticides.Type: GrantFiled: July 16, 1987Date of Patent: December 20, 1988Assignee: Bayer AktiengesellschaftInventors: Reinhard Lantzsch, Hermann-Dieter Krall
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Patent number: 4783468Abstract: The invention relates to novel substituted 2,4-diamino-5-cyano-pyrimidines of formula ##STR1## wherein R.sub.1 is hydrogen, C.sub.1 -C.sub.6 alkyl, C.sub.2 -C.sub.6 alkenyl or C.sub.2 -C.sub.6 alkynyl,R.sub.2 is hydrogen, C.sub.1 -C.sub.10 alkyl or C.sub.3 -C.sub.6 cycloalkyl, orR.sub.1 and R.sub.2, when taken together, are a radical selected from the group consisting of--(CH.sub.2).sub.3 --,--(CH.sub.2).sub.4 and--(CH.sub.2).sub.5,R.sub.5 is hydrogen or a radical--CO--R.sub.5 or--SO.sub.2 --R.sub.6,R.sub.4 is a radical selected from the group consisting of --NH.sub.2,--NH--CO--R.sub.5,--NH--SO.sub.2 --R.sub.6, ##STR2## or --NH--CH.dbd.N--R.sub.10 ; R.sub.5 is hydrogen, C.sub.1 -C.sub.12 alkyl, C.sub.3 -C.sub.6 cycloalkyl, C.sub.1 -C.sub.6 alkoxy, perhalogenated C.sub.1 -C.sub.3 alkyl or the radical ##STR3## R.sub.6 is C.sub.1 -C.sub.6 alkyl, R.sub.7 is hydrogen or C.sub.1 -C.sub.6 alkyl,R.sub.8 and R.sub.9 are each independently of the other hydrogen or C.sub.1 -C.sub.Type: GrantFiled: April 22, 1987Date of Patent: November 8, 1988Assignee: Ciba-Geigy CorporationInventors: Haukur Kristinsson, Odd Kristiansen
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Patent number: 4780537Abstract: A pyrimidine derivative of the formulae (Ia), (Ib) and (Ic), ##STR1## wherein R stands for an alkyl group group with 1 to 6 carbon atoms or an aryl group optionally substituted by halogen atom; andX stands for chlorine or bromine atom or an arylsulfonyloxy group optionally substituted by 1 to 3 lower alkyl groups.The subject pyrimidine derivatives are intermediates for preparing 6-amino-1,2-dihydro-1-hydroxy-2-imino-4-piperidinopyrimidine.Type: GrantFiled: July 10, 1987Date of Patent: October 25, 1988Assignee: Richter Gedeon Vegyeszeti Gyar R. T.Inventors: Andras Vedres, Csaba Szantay, Bela Stefko, Janos Kreidl, Andras Nemes, Gabor Blasko, Erik Bogsch, Denes Mathe, Istvan Hegedus, Adrien Szuchovszky nee Gergely, Tamas Mester
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Patent number: 4772609Abstract: This invention relates to antiviral organic guanidine derivatives compositions; a process of producing the antiviral compositions; and a method for inhibiting viruses utilizing the compositions. More particularly, the compositions are tubastrines derived from marine coral tubastrea aurea.Type: GrantFiled: June 26, 1986Date of Patent: September 20, 1988Assignee: Harbor Branch Oceanographic Institution, Inc.Inventors: Tatsuo Higa, Ryuichi Sakai
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Patent number: 4770690Abstract: A class of ortho-alkyl- and ortho-alkenyl-substituted benzenesulfonamides are useful as general or selective pre-emergent or post-emergent herbicides and as plant growth regulants.Type: GrantFiled: April 8, 1987Date of Patent: September 13, 1988Assignee: E. I. Du Pont de Nemours and CompanyInventors: Mary A. Hanagan, Mark E. Thompson
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Patent number: 4764203Abstract: Novel substituted N-sulfonyl-N'-pyrimidinylureas or N-sulfonyl-N'-triazinylureas of the formula I ##STR1## have good pre- and postemergence selective herbicidal and growth regulating properties.In this formulaE is nitrogen or --CH.dbd.,the group ##STR2## is a phenyl, naphthyl, furyl, thiophenyl, pyrrole or pyridinyl radical which is substituted in accordance with the definitions of R.sup.1 and R.sup.2,R.sup.3 and R.sup.4 are hydrogen, lower alkyl or lower alkoxy, or one of R.sup.3 and R.sup.4 may also be halogen, lower alkenyl, lower haloalkenyl, lower haloalkoxy, amino, lower alkylamino, --CH(OCH.sub.3).sub.2, a cyclized ketal group or a saturated 5- to 7-membered heterocycle which is bound through the nitrogen atom,R.sup.5 is hydrogen, lower alkyl, lower haloalkyl, or an unsubstituted or substituted phenyl, benzyl or naphthyl radical, andR.sup.Type: GrantFiled: May 26, 1987Date of Patent: August 16, 1988Assignee: Ciba-Geigy CorporationInventors: Werner Topfl, Willy Meyer, Hans-Dieter Schneider
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Patent number: 4759792Abstract: R.sup.1 and R.sup.2, independently of each other, are hydrogen or C.sub.1 -C.sub.2 alkyl,R.sup.3 is hydrogen, halogen, nitro, C.sub.1 C.sub.4 alkyl, C.sub.1 -C.sub.4 Haloalkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 haloalkoxy, C.sub.1 -C.sub.4 alkoxycarbonyl, C.sub.1 -C.sub.4 alkylthio, C.sub.1 -C.sub.4 alkylsulfinyl, C.sub.1 -C.sub.4 alkylsulfonyl or C.sub.2 -C.sub.5 alkoxyalkoxy or --SO.sub.2 NR.sup.4 R.sup.5,R.sup.4 is hydrogen, C.sub.1 -C.sub.2 alkoxy or C.sub.1 -C.sub.4 alkyl,R.sup.5 is hydrogen, methyl or ethyl,R.sup.6 and R.sup.7 are each hydrogen, methyl or ethyl,W is oxygen, sulfur, a sulfinyl and sulfonyl bridgeA is a radical selected from ##STR2## in which the substituents E.sup.1, E.sup.2, X.sup.1, X.sup.2, X.sup.3, X.sup.4, X.sup.5, X.sup.6, X.sup.7, X.sup.8, Y.sup.1, Y.sup.2, Y.sup.3, Y.sup.4, Y.sup.6, Y.sup.61, Y.sup.8, Y.sup.81, Z.sup.3 and Z.sup.5 are customary organic radicals.Type: GrantFiled: May 26, 1987Date of Patent: July 26, 1988Assignee: Ciba-Geigy CorporationInventor: Willy Meyer
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Patent number: 4759793Abstract: N-Phenylsulfonyl-N'-pyrimidinyl- and -triazinylureas of the formula I ##STR1## wherein A is 3,3,3-trifluoropropyl or 3,3-difluorobutyl,R.sup.1 is hydrogen, halogen, nitro, cyano, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -haloalkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -alkylthio, C.sub.1 -C.sub.4 -alkylsulfinyl, C.sub.1 -C.sub.4 -alkylsulfonyl, --CO-R.sup.6, --NR.sup.7 R.sup.8, --CO--NR.sup.9 R.sup.10 or --SO.sub.2 --NR.sup.11 R.sup.12,R.sup.2 is hydrogen, halogen, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -alkylthio, C.sub.1 -C.sub.4 -alkylsulfinyl or C.sub.1 -C.sub.4 -alkylsulfonyl,R.sup.3 and R.sup.4 independently of one another are each hydrogen, halogen, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -haloalkyl, C.sub.2 -C.sub.4 -haloalkoxy, C.sub.1 -C.sub.4 -alkylthio, C.sub.1 -C.sub.4 -haloalkylthio, C.sub.2 -C.sub.4 -alkoxyalkyl, C.sub.1 -C.sub.4 -alkoxy or --NR.sup.12 R.sup.13,R.sup.5 is hydrogen, C.sub.1 -C.sub.4 -alkyl or C.sub.1 -C.sub.4 -alkoxy,R.sup.6 is C.sub.1 -C.Type: GrantFiled: March 27, 1987Date of Patent: July 26, 1988Assignee: Ciba-Geigy CorportionInventors: Willy Meyer, Konrad Oertle
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Patent number: 4752322Abstract: This invention relates to herbicidally active sulfonylurea compounds, agriculturally suitable compositions thereof and their method of use as herbicides or plant growth regulants.Type: GrantFiled: November 4, 1986Date of Patent: June 21, 1988Inventors: Donald J. Dumas, Marcus P. Moon
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Patent number: 4741760Abstract: N-Pyrimidin-4-yl-N'-sulfonylureas of the formula I and the basic addition salts thereof have herbicidal properties and properties for regulating, especially inhibiting, plant growth: ##STR1## the symbols in this formula having the following meanings: Q is halogen, lower alkyl, lower haloalkyl, lower alkoxy, lower haloalkoxy, nitro, amino, lower alkyl or dialkylamino, lower alkoxycarbonyl, formyl, lower alkoxyalkyl, lower alkoxyalkoxy, lower alkylthio, lower alkylsulfinyl or alkylsulfonyl, C.sub.1 -C.sub.4 -alkenyl or C.sub.1 -C.sub.4 -alkynyl,R.sub.1 is hydrogen, halogen, nitro, a ketal radical, a carbonyl radical substituted by allyl, haloalkyl, alkoxy or cycloalkyl, or is an oxime radical, a lower alkoxy, lower alkylthio, lower alkyl, lower alkylsulfinyl or sulfonyl group,R.sub.2 and R.sub.Type: GrantFiled: December 5, 1986Date of Patent: May 3, 1988Assignee: Ciba-Geigy CorporationInventors: Willy Meyer, Karl Hoegerle, Rudolph C. Thummel, Hans Tobler, Beat Bohner
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Patent number: 4740229Abstract: Cyanoheterocyclic sulfonylureas and agricultural compositions containing them are useful as general preemergence or postemergence herbicides or plant growth regulants.Type: GrantFiled: May 1, 1986Date of Patent: April 26, 1988Assignee: E. I. Du Pont de Nemours and CompanyInventor: Thomas P. Selby
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Patent number: 4732604Abstract: This invention relates to certain sulfonylurea compounds having substituents ortho to the sulfonylurea linkage that includes a 3- or 4- membered carbocyclic ring, a saturated 5- or 6- membered carbocyclic ring or a heterocyclic ring which contains 1 heteroatom selected from O, S and NR.sub.3, agriculturally suitable compositions thereof and a method of their use as herbicides or plant growth regulants.Type: GrantFiled: February 24, 1987Date of Patent: March 22, 1988Assignee: E. I. Du Pont de Nemours and CompanyInventors: James V. Hay, Barry A. Wexler, Donna F. Zimmerman
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Patent number: 4729995Abstract: Novel pyrimidine compounds of the formula: ##STR1## wherein R.sub.1 and R.sub.1 ' are each hydrogen atom, a lower alkyl, benzyl, an alkali metal, or ammonium; R.sub.2 is hydrogen atom, a halogen atom, a lower alkyl, a lower alkoxy, an aryl, a group of the formula: ##STR2## (wherein R.sub.3 and R.sub.4 are each hydrogen atom, a lower alkyl, or an aryl), or a group of the formula: ##STR3## [wherein R.sub.5 and R.sub.6 are each an alkylene having 1 to 3 carbon atoms, and X is oxygen atom, methylene, or a group of the formula: >N-Y (wherein Y is hydrogen atom, a lower alkyl, benzyl, or an aryl)], which have excellent antiallergic activities and are useful for the prophylaxis and treatment of various allergic diseases, and a pharmaceutical composition containing said pyrimidine compound as an active ingredient.Type: GrantFiled: April 3, 1987Date of Patent: March 8, 1988Assignee: Toyo Boseki Kabushiki KaishaInventors: Hiroaki Taguchi, Takeo Katsushima, Masakazu Ban, Shoichi Aoki, Akihiko Watanabe
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Patent number: 4730044Abstract: Sparsomycin derivatives of the formula ##STR1## wherein X and y are each independently an oxo or an imino group; n is O or the integer 1 or 2; R.sub.1 is a hydrogen or 1 to 4 carbon alkyl group; R.sub.2 is a hydrogen, a 1 to 4 carbon alkyl, a 2 to 5 carbon acyl or a benzoyl group; and R is a 1 to 6 carbon alkyl, 3 to 8 carbon alkenyl, cyanomethyl carboxymethyl, carbalkoxymethyl wherein the alkoxy moiety is a 1 to 4 carbon alkoxy group, nitromethyl, alkylcarbonylmethyl wherein the alkyl moiety is a 1 to 4 carbon alkyl group, pyridyl, furanyl, or furfuryl group or a phenyl or benzyl group optionally substituted by a methylenedioxy or one to two halogen, 1 to 4 carbon alkyl, 1 to 4 carbon alkoxy, 1 to 4 carbon alkylthio, hydroxy, nitro or cyano groups or a pharmaceutically acceptable acid addition salt thereof. Also described are their use as antiprotozoals and antibacterials.Type: GrantFiled: February 24, 1987Date of Patent: March 8, 1988Assignee: Merrell Dow Pharmaceuticals Inc.Inventors: Douglas W. Beight, Gary A. Flynn
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Patent number: 4726836Abstract: N-Phenylsulfonyl-N'-pyrimidinylureas and -N'-triazinylureas of the general formula ##STR1## and the salts of these compounds with amines, alkali metal bases and alkaline earth metal bases or with quaternary ammonium bases, have good selective herbicidal and plant growth regulating properties when applied pre- and postemergence.In the formulaR.sub.1 is hydrogen, halogen, nitro, C.sub.1 -C.sub.4 haloalkyl, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.2 -C.sub.5 alkenyl or C.sub.1 -C.sub.4 alkoxycarbonyl,R.sub.2 is C.sub.1 -C.sub.2 alkyl or C.sub.1 -C.sub.3 alkoxy, each unsubstituted or substituted by 1 to 3 halogen atoms,R.sub.3 is halogen, hydrogen, --NR.sub.4 R.sub.5, C.sub.1 -C.sub.3 alkyl, unsubstituted or substituted by 1 to 3 halogen atoms or C.sub.1 -C.sub.4 alkoxy, or is C.sub.1 -C.sub.3 alkoxy, unsubstituted or substituted by methoxy, ethoxy, or 1 to 3 halogen atoms,R.sub.4 is hydrogen or methyl,R.sub.5 is hydrogen, C.sub.1 -C.sub.2 alkyl or methoxy,A is C.sub.1 -C.sub.4 alkylene or C.sub.Type: GrantFiled: July 21, 1986Date of Patent: February 23, 1988Assignee: Ciba-Geigy CorporationInventors: Karl Gass, Werner Fory, Willy Meyer, Werner Topfl