Additional Ring Containing Patents (Class 544/206)
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Patent number: 4778513Abstract: Substituted N-arylsulfonyl-N'-pyrimidinylureas and N-arylsulfonyl-N'-triazinylureas of the general formula ##STR1## wherein R.sup.1 is a ##STR2## R.sup.2 is hydrogen, halogen, nitro, C.sub.1 -C.sub.3 alkyl, C.sub.1 -C.sub.3 alkoxy or --COOR.sup.9,R.sup.3 is hydrogen, C.sub.1 -C.sub.3 alkyl or C.sub.1 -C.sub.3 alkoxy,R.sup.4 and R.sup.5 are each independently of the other hydrogen, halogen, 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 alkylthio, C.sub.1 -C.sub.4 haloalkylthio, C.sub.2 -C.sub.4 alkoxyalkyl, C.sub.3 -C.sub.6 -cycloalkyl or --NR.sup.10 R.sup.11,R.sup.6 is hydrogen or C.sub.1 -C.sub.3 alkyl,R.sup.7 is hydrogen or methyl,R.sup.8 is C.sub.4 -C.sub.6 cycloalkanonyl which is unsubstituted or substituted by C.sub.1-C.sub.3 alkyl or halogen; C.sub.3 -C.sub.6 cycloalkyl which is unsubstituted or substituted by one or more identical or different members selected from the group consisting of C.sub.1 -C.sub.3 alkyl, C.sub.1 -C.Type: GrantFiled: September 18, 1986Date of Patent: October 18, 1988Assignee: Ciba-Geigy CorporationInventors: Willy Meyer, Werner Fory
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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: 4759790Abstract: This invention relates to herbicidally active sulfonamide compounds having a heterocyclic carbonyl group ortho to the sulfonyl bridge.Type: GrantFiled: May 21, 1987Date of Patent: July 26, 1988Assignee: E. I. Du Pont de Nemours and CompanyInventor: Joel R. Christensen
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Patent number: 4755211Abstract: This invention relates to herbicidally active sulfonamide compounds, agriculturally suitable compositions thereof and a method of their use as general and/or selective herbicides or plant growth regulants. More specifically the herbicidally active sulfonamides of this invention have an ortho cyclic saturated or partially saturated group which includes a carbonyl or sulfonyl radical.In the most common situation, the control of undesired vegetation is desired to permit the growth of useful crops such as cotton, rice, corn, wheat and soybeans, to name a few. Unchecked weed growth in such useful crops can cause significant losses, reducing profit to the farmer and increasing costs to the consumer. In other situations, herbicides are desired which will control all plant growth. Examples of areas in which complete control of all vegetation is desired and areas around fuel storage tanks, ammunition depots and industrial storage areas.Type: GrantFiled: January 29, 1987Date of Patent: July 5, 1988Assignee: E. I. Du Pont de Nemours and CompanyInventor: Mark E. Thompson
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Patent number: 4750930Abstract: Novel N-hydroxy-N'-sulfonylguanidine compounds are described which possess significant herbicidal and plant growth regulant activity for control of undesired vegetation.Type: GrantFiled: June 10, 1987Date of Patent: June 14, 1988Assignee: E. I. Du Pont de Nemours and CompanyInventor: Rafael Shapiro
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Patent number: 4746357Abstract: Sulfonylureas derived from acetylenic pyrimidines and triazines, useful as pre- and postemergence herbicides. Typical of this group is 2-[[(4-ethynyl-6-methylpyrimidine-2-yl)aminocarbonyl]-aminosulfonyl]-benzo ic acid, methyl ester.Type: GrantFiled: May 21, 1987Date of Patent: May 24, 1988Assignee: E. I. Du Pont de Nemours and CompanyInventor: Steven P. Artz
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Patent number: 4746355Abstract: Benzylsulfonylureas and arylsulfamoylureas are useful as pre-emergent and post-emergent herbicides and as plant growth regulants.Type: GrantFiled: July 16, 1986Date of Patent: May 24, 1988Assignee: E. I. Du Pont De Nemours and CompanyInventors: Robert J. Pasteris, Mark E. Thompson
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Patent number: 4743295Abstract: Thiocarbonylsulfonylureas, useful as herbicides and plant growth regulants, herbicidal compositions employing these compounds and methods of applying them to soil or directly to plants have been discovered.Type: GrantFiled: March 20, 1987Date of Patent: May 10, 1988Assignee: E. I. Du Pont de Nemours and CompanyInventor: Wallace C. Petersen
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Patent number: 4741765Abstract: Benzenesulfonamide compounds such as N-[(4,6-dimethoxy-1,3,5-triazin-2-yl)aminocarbonyl]-1,4-dihydro-3-methyl-4 -oxo-1-phenyl-indeno[1,2-C]pyrazole-5-sulfonamide and N-[(4-methoxy-6-methyl-pyrimidin-2-yl)aminocarbonyl]-1,4-dihydro-3-methyl- 4-oxo-1-phenyl-indeno[1,2-C]pyrazole-5-sulfonamide, agricultural compositions containing them, and their herbicidal utility are disclosed.Type: GrantFiled: April 3, 1987Date of Patent: May 3, 1988Assignee: E. I. Du Pont de Nemours and CompanyInventors: Robert J. Pasteris, Ramaurthi Muthukrishnan
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Patent number: 4740544Abstract: Stabilizers for synthetic polymer compositions are provided which are hydrocarbyl(polyphenol)-poly(2,2,6,6-tetramethyl-piperidyl-1,3,5-triazines ) having the formula: ##STR1## in which: R is a hydrocarbyl group having the valence n;R.sub.1 is selected from the group consisting of hydrogen; alkyl, alkenyl, cycloalkyl, hydroxyalkyl and alkoxy having from one to about twelve carbon atoms; acyl having from about one to about twelve carbon atoms; and oxyl;Y is selected from the group consisting of ##STR2## wherein R.sub.4 is lower alkyl having from one to about six carbon atoms; R.sub.5 is selected from the group consisting of hydrogen; alkyl, hydroxy alkyl and alkoxy having from one to about twelve carbon atoms; and cycloalkyl having from three to about twelve carbon atoms; and ##STR3## X is selected from the group consisting of ##STR4## wherein: R.sub.Type: GrantFiled: July 10, 1986Date of Patent: April 26, 1988Assignee: Adeka Argus Chemical Co., Ltd.Inventors: Yutaka Nakahara, Etsuo Tobita
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Patent number: 4737185Abstract: This invention relates to novel disubstituted benzylsulfonamides and benzenesulfamates, agriculturally suitable compositions thereof and a method of their use as preemergent or postemergent herbicides or plant growth regulants.Type: GrantFiled: April 13, 1987Date of Patent: April 12, 1988Assignee: E. I. Du Pont de Nemours and CompanyInventors: James V. Hay, George Levitt
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Patent number: 4734413Abstract: Substituted 1,2,4-triazolo[1,5-a]triazines as bronchodilators are disclosed. Pharmaceutical formulations comprising such compounds and pharmacological methods of using such compounds are also described.Type: GrantFiled: March 2, 1987Date of Patent: March 29, 1988Assignee: Riker Laboratories, Inc.Inventor: James J. Wade
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Patent number: 4718938Abstract: Ortho-Hydrazinosulfonyl benzenesulfonylureas, such as 2-(2,2-dimethylhydrazinosulfonyl)-N-[(4,6-dimethoxypyrimidin-2-yl)aminocar bonyl]benzenesulfonamide, are useful as pre-emergent and post-emergent herbicides.Type: GrantFiled: December 4, 1986Date of Patent: January 12, 1988Assignee: E. I. Du Pont de Nemours and CompanyInventor: Donald J. Dumas
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Patent number: 4718937Abstract: The compounds of the general formula (I) ##STR1## in which X denotes O or --SO.sub.2 --, Y denotes CH or N, R.sub.1 denotes alkyl, alkenyl or (C.sub.2 -C.sub.6)-alkinyl which are optionally substituted, R.sub.2 denotes alkyl, alkenyl, alkinyl or cyclohexyl, R.sub.3 and R.sub.4 denote H or alkyl, and R.sub.5 and R.sub.6 denote H, (substituted) alkyl, (substituted) alkoxy, halogen, alkylthio, monoalkylamino or dialkylamino, and also salts thereof, possess advantageous herbicidal properties against monocotyledonous and dicotyledonous weeds and are suitable for selective use in large-scale crops. In addition, they possess a good plant growth-regulating action.Type: GrantFiled: April 9, 1986Date of Patent: January 12, 1988Assignee: Hoechst AktiengesellschaftInventors: Lothar Willms, Hilmar Mildenberger, Klaus Bauer, Helmut Burstell
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Patent number: 4705555Abstract: Aryl and heteroaryl sulfonimidamides which also contain a pyrimidine or triazine heterocycle are useful as general or selective preemergent and postemergent herbicides.Type: GrantFiled: February 20, 1987Date of Patent: November 10, 1987Assignee: E. I. Du Pont de Nemours and CompanyInventor: Craig L. Hillemann
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Patent number: 4701206Abstract: Substituted N-phenylsulfonyl-N'-pyrimidinylureas and N-phenylsulfonyl-N'-triazinylureas of the general formula ##STR1## and the salts thereof with amines, alkali metal bases or alkaline earth metal bases, or with quaternary ammonium bases, have good pre- and postemergence selective herbicidal and growth regulating properties.In the above formula the symbols have the following meanings: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 alkylsulfonyl, C.sub.1 -C.sub.4 alkylsulfinyl, --CO--R.sup.8, --NR.sup.9 R.sup.10, --CO--NR.sup.11 R.sup.12 or --SO.sub.2 --NR.sup.13 R.sup.14,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 is hydrogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 haloalkyl or cyano,R.sup.4 is hydrogen or C.sub.1 -C.sub.4 alkyl,R.sup.5 is hydrogen, C.sub.Type: GrantFiled: April 25, 1986Date of Patent: October 20, 1987Assignee: Ciba-Geigy CorporationInventors: Werner Topfl, Georg Pissiotas
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Patent number: 4695632Abstract: Quaternary compounds of the formula ##STR1## wherein K.sym. denotes a cationic organic radical,X denotes a linking member,R denotes the radical of a heterocyclic reactive group,m denotes the numbers 1 or 2,n denotes the numbers 1 or 2 andAn.crclbar. denotes an anion,can be used for increasing the affinity of anionic dyestuffs for natural or synthetic fiber materials containing nitrogen or hydroxyl groups.Type: GrantFiled: February 23, 1979Date of Patent: September 22, 1987Assignee: Bayer AktiengesellschaftInventors: Walter Kalk, Karl H. Schundehutte, Manfred Soll
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Patent number: 4685958Abstract: Novel compounds, e.g., N-(5,7-dimethyl-1,2,4-triazolo[1,5-a]-1,3,5-triazin-2-yl)-(2-chlorobenzene sulfonamide) and their compositions and use in the control of weeds.Type: GrantFiled: May 6, 1986Date of Patent: August 11, 1987Assignee: The Dow Chemical CompanyInventors: Norman R. Pearson, William A. Kleschick
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Patent number: 4681620Abstract: The invention relates to novel sulfonylureas of the formula I ##STR1## wherein R.sub.1 is hydrogen or C.sub.1 -C.sub.5 alkyl,R.sub.2 and R.sub.3, each independently of the other, are hydrogen, C.sub.1 -C.sub.5 alkyl, C.sub.1 -C.sub.5 alkoxy, C.sub.1 -C.sub.5 alkylthio, C.sub.1 -C.sub.5 haloalkyl, halogen, C.sub.1 -C.sub.5 haloalkylthio, C.sub.1 -C.sub.4 alkylamino, C.sub.1 -C.sub.4 dialkylamino, an alkoxyalkyl group or alkoxyalkoxy group, each containing not more than 6 carbon atoms,Z is oxygen or sulfur,E is --CH.dbd. or --N.dbd., andQ is an unsubstituted or substituted 6-membered heterocyclic radical containing 2 to 3 nitrogen atoms and bound through a carbon atom,and the salts thereof.A process for the preparation of the novel compounds and the use thereof are also described. The compounds of formula I can be used in the form of agriculturally useful compositions for controlling weeds and/or for selectively influencing plant growth.Type: GrantFiled: March 21, 1986Date of Patent: July 21, 1987Assignee: Ciba-Geigy CorporationInventors: Beat Bohner, Werner Fory, Rolf Schurter, Georg Pissiotas
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Patent number: 4680053Abstract: Alkenylsulfonylureas have been found to be effective as herbicides and plant growth regulants.Type: GrantFiled: July 13, 1984Date of Patent: July 14, 1987Assignee: E.I. Du Pont de Nemours and CompanyInventors: George Levitt, William T. Zimmerman
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Patent number: 4678502Abstract: 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: May 3, 1985Date of Patent: July 7, 1987Assignee: E. I. Du Pont de Nemours and CompanyInventors: Mary A. Hanagan, Mark E. Thompson
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Patent number: 4678498Abstract: Novel compounds of Formula I are useful as herbicides and plant growth regulants.Type: GrantFiled: May 12, 1986Date of Patent: July 7, 1987Assignee: E. I. Du Pont de Nemours and CompanyInventor: Steven P. Artz
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Patent number: 4671819Abstract: 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: December 17, 1985Date of Patent: June 9, 1987Assignee: Ciba-Geigy CorporationInventors: Willy Meyer, Konrad Oertle
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Patent number: 4666501Abstract: 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: August 29, 1985Date of Patent: May 19, 1987Assignee: E. I. Du Pont de Nemours and CompanyInventors: James V. Hay, Barry A. Wexler, Donna F. Zimmerman
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Patent number: 4659369Abstract: Novel furan- and thiophenesulfonamides such as 3-(1,3-dioxolan-2-yl)-N-[(4-methoxy-6-methyl-1,3-5-triazin-2-yl)aminocarbo nyl]-2-thiophenesulfonamide and N-[(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]-3-(1,3-dioxolan-2-yl)-2-thi ophenesulfonamide are highly active pre-emergent and/or post-emergent herbicides.Type: GrantFiled: July 16, 1985Date of Patent: April 21, 1987Assignee: E. I. Du Pont de Nemours and CompanyInventor: George Levitt
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Patent number: 4658009Abstract: Disclosed is a 2-substituted-4,6-diamino-s-triazine/isocyanuric acid adduct represented by the following formula: ##STR1## wherein R stands for an alkyl group having 2 to 20 carbon atoms, an unsubstituted or cyano group-substituted aryl group, or a group of the formula R.sup.1 --CH.sub.2 CH.sub.2 -- in which R.sup.1 stands for an alkoxy group having up to 20 carbon atoms, an acyloxy group, an amino group, an N-substituted amino group, a benzotriazolyl group or a 2-alkylimidazolyl-(4)-dithiocarbonyl group, or by the following formula: ##STR2## wherein R.sup.2 stands for an alkylene group which may have an intervening imino or phenylene group.When this adduct is used for curing a polyepoxy resin, a cured product having good heat resistance, insulating property and adhesion and an excellent migration-preventing effect is formed.Type: GrantFiled: March 13, 1986Date of Patent: April 14, 1987Assignee: Shikoku Chemicals CorporationInventors: Kazuo Kamagata, Toshiaki Yamada, Natsuo Sawa
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Patent number: 4658027Abstract: A process for the preparation of a 1-(2-oxyaminosulphonyl-phenylsulphonyl)-urea of the formula ##STR1## in which R.sup.1 is an optionally substituted radical from the series comprising alkyl, alkenyl, alkinyl, cycloalkyl, cycloalkylalkyl, aralkyl and aryl,R.sup.2 is hydrogen or an optionally substituted radical from the series comprising alkyl, alkenyl, alkinyl and aralkyl, andR.sup.3 is an optionally substituted and/or optionally fused six-membered aromatic heterocyclic radical containing at least one nitrogen atom,comprising reacting water with a benzodisultam of the formula ##STR2## at a temperature between 0.degree. C. and 100.degree. C. The products are herbicidally active.Type: GrantFiled: August 23, 1985Date of Patent: April 14, 1987Assignee: Bayer AktiengesellschaftInventors: Hans-Joachim Diehr, Christa Fest, Rolf Kirsten, Joachim Kluth, Klaus-Helmut Muller, Theodor Pfister, Uwe Priesnitz, Hans-Jochem Riebel, Wolfgang Roy
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Patent number: 4657908Abstract: The invention relates to carbonyl derivatives which are histamine H-2 antagonists and which inhibit gastric acid secretion. According to the invention where is provided a guanidine derivative of the formula I: ##STR1## in which R.sup.1 and R.sup.2, same or different, are hydrogen or 1-10C alkyl, 3-8C cycloalkyl or 4-14C cycloalkylalkyl, each alkyl, cycloalkyl or cycloalkylalkyl optionally carrying one or more F, Cl or Br atoms, provided that one of R.sup.1 and R.sup.2 is halogen substituted, or R.sup.2 is hydrogen and R.sup.1 is R.sup.5 -E-W in which W is 2-6C alkylene optionally substituted by 1 or 2 1-4C alkyls, E is O, S, SO, SO.sub.2 or NR.sup.6 in which R.sup.6 is H or 1-6C alkyl, R.sup.5 is H or 1-6C alkyl optionally substituted by 1 or 2 1-4C alkyls, or R.sup.5 and R.sup.6 are joined to form a pyrrolidine, piperidine, morpholine, piperazine or N-methylpiperazine ring, or R.sup.2 is H and R.sup.Type: GrantFiled: February 12, 1985Date of Patent: April 14, 1987Assignees: ICI Americas, Inc., Imperial Chemical Industries PLCInventors: Tobias O. Yellin, David J. Gilman, Philip N. Edwards, Michael S. Large, Derrick F. Jones, Keith Oldham
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Patent number: 4648899Abstract: 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.3 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: April 23, 1986Date of Patent: March 10, 1987Assignee: Ciba-Geigy CorporationInventors: Karl Gass, Werner Fory, Willy Meyer, Werner Topfl
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Patent number: 4632695Abstract: N-Phenylsulfonyl-N'-triazinylureas of the general formula I ##STR1## and the salts of these compounds with amines, alkali metal bases or alkaline earth metal bases or with quaternary ammonium bases, have good selective herbicidal and growth regulating properties when applied pre- and postemergence. The symbols in formula I have the following meanings:R.sub.1 is hydrogen, halogen, nitro, cyano, or an alkyl, alkoxy, alkylthio, alkylsulfonyl, alkylcarbonyl, alkylcarbamoyl or alkoxycarbonyl group, each unsubstituted or substituted by halogen or alkoxy,R.sub.2 is hydrogen, halogen, alkyl, or an alkyl, alkoxy or alkylthio group, each unsubstituted or substituted by halogen or alkoxy,R.sub.3 is alkyl, haloalkyl, alkoxy or haloalkoxy,R.sub.4 is hydrogen, halogen, R.sub.3, alkylamino or dialkylamino,R.sub.Type: GrantFiled: December 6, 1985Date of Patent: December 30, 1986Assignee: Ciba-Geigy CorporationInventors: Rolf Schurter, Rudolph C. Thummel, Werner Topfl, Willy Meyer, Dieter Durr
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Patent number: 4627873Abstract: 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-methoxycarbonylbenzenesul fonamide 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: July 11, 1985Date of Patent: December 9, 1986Assignee: E. I. Du Pont de Nemours and CompanyInventor: George Levitt
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Patent number: 4618363Abstract: 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.3 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: January 18, 1983Date of Patent: October 21, 1986Assignee: Ciba-Geigy CorporationInventors: Karl Gass, Werner Fory, Willy Meyer, Werner Topfl
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Patent number: 4604133Abstract: Certain sulfonamide inner salts, such as 2-[N-[(4,6-dimethylpyrimidin-2-yl)aminocarbonyl]aminosulfonyl]benzoic acid methyl ester, dimethylsulfonium inner salt, possess utility as herbicides.Type: GrantFiled: November 13, 1984Date of Patent: August 5, 1986Assignee: E. I. Du Pont de Nemours and CompanyInventor: Chi-Ping Tseng
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Patent number: 4604131Abstract: 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: July 12, 1984Date of Patent: August 5, 1986Assignee: E. I. Du Pont de Nemours and CompanyInventor: Mary A. Hanagan
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Patent number: 4600428Abstract: N-(Cyclopropyl-pyrimidinyl)-N'-aryl-sulfonyl ureas of the formula ##STR1## wherein Ar is a phenyl group ##STR2## or a naphthyl group andQ is a group X-A or R.sub.3,A is alkynyl, alkyl which is unsubstituted or substituted by halogen, alkoxy, alkylthio, alkylsulfinyl, alkylsulfonyl, haloalkoxy, haloalkylthio, haloalkylsulfinyl or haloalkylsulfonyl, or alkenyl which is unsubstituted or substituted by the substituents given above for alkyl, or A is a phenyl or benzyl group,E is methine,X is oxygen, sulfur, or a sulfinyl or sulfonyl bridge,Z is oxygen or sulfur,R.sub.1 is hydrogen, alkyl or alkoxy,R.sub.2 is halogen, alkyl, haloalkyl, alkoxy, haloalkoxy, amino, alkylamino, di-alkylamino, cycloalkyl or alkoxyalkyl, R.sub.3 is hydrogen, halogen, alkyl, alkenyl, haloalkyl, --CO--NR.sub.8 R.sub.9, --CN, --COR.sub.10, --NR.sub.1 R.sub.7 or --NR.sub.1 --COR.sub.12,R.sub.4 is hydrogen, alkyl, alkoxy, alkylthio, haloalkyl, haloalkoxy, halogen, or alkoxyalkyl,R.sub.5 is independently selected from the same groups as R.Type: GrantFiled: January 22, 1985Date of Patent: July 15, 1986Assignee: Ciba-Geigy CorporationInventor: Henry Szczepanski
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Patent number: 4594097Abstract: N-Phenylsulfonyl-N'-pyrimidinylureas and N-phenylsulfonyl-N'-triazinylureas of the general formula I ##STR1## wherein A is a radical of the formula --C.tbd.C--R,m is 1 or 2,Z is oxygen or sulfur,R is hydrogen; unsubstituted or substituted, branched or unbranched C.sub.1 -C.sub.9 alkyl; unsubstituted or substituted C.sub.3 -C.sub.9 cycloalkyl; unsubstituted or substituted phenyl; or an unsubstituted or substituted 5- or 6-membered aromatic heterocyclic ring,R.sub.1 is hydrogen, halogen, C.sub.1 -C.sub.5 alkyl, C.sub.2 -C.sub.5 alkenyl or a radical --Y--R.sub.5,R.sub.2 is hydrogen, halogen, C.sub.1 -C.sub.5 alkyl, C.sub.2 -C.sub.5 alkenyl, C.sub.1 -C.sub.4 haloalkyl, or a radical --Y--R.sub.5, --COOR.sub.6, --NO.sub.2 or --CO--NR.sub.7 --R.sub.8,R.sub.3 and R.sub.4, each independently of the other, are hydrogen, 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 haloalkyl, C.sub.1 -C.sub.4 haloalkoxy, C.sub.1 -C.sub.4 haloalkylthio, halogen, C.sub.2 -C.sub.Type: GrantFiled: June 17, 1985Date of Patent: June 10, 1986Assignee: Ciba-Geigy CorporationInventors: Rolf Schurter, Werner Fory, Willy Meyer
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Patent number: 4591378Abstract: 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-methoxycarbonylbenzenesul fonamide 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: February 21, 1984Date of Patent: May 27, 1986Assignee: E. I. Du Pont de Nemours and CompanyInventor: George Levitt
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Patent number: 4589912Abstract: The invention relates to N-azidophenylsulfonyl-N'-pyrimidinyl- and -N'-triazinylureas of the general formula ##STR1## wherein E is nitrogen or the methine bridge,R.sub.1 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,R.sub.2 is C.sub.1 -C.sub.3 alkyl, C.sub.1 -C.sub.3 alkoxy or C.sub.1 -C.sub.3 haloalkoxy,R.sub.3 is hydrogen, halogen, C.sub.1 -C.sub.3 alkyl, C.sub.1 -C.sub.3 haloalkyl, C.sub.1 -C.sub.3 alkoxy, C.sub.1 -C.sub.3 haloalkoxy, C.sub.2 -C.sub.5 alkoxyalkoxy or --NR.sub.4 R.sub.5, whereinR.sub.4 is hydrogen or methyl andR.sub.5 is hydrogen, methyl, ethyl or methoxyand to the salts thereof with amines, alkali metal hydroxides and alkaline earth metal hydroxides or with quaternary ammonium bases.Type: GrantFiled: August 7, 1985Date of Patent: May 20, 1986Assignee: Ciba-Geigy CorporationInventors: Rudolph C. Thummel, Werner Fory
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Patent number: 4579584Abstract: N-phenylsulfonyl-N'-pyrimidinyl- and -triazinylureas of the general formula ##STR1## and the salts of these compounds with amines, alkali metal or alkaline-earth metal bases or with quaternary ammonium bases have good selective, pre- and post-emergence, herbicidal and growth-regulating properties.The symbols in this formula have the following meanings:A is a C.sub.3 -C.sub.6 -alkynyl group, a C.sub.1 -C.sub.6 -alkyl group which is substituted by halogen, 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, C.sub.1 -C.sub.4 -haloalkoxy, C.sub.1 -C.sub.4 -haloalkylthio, C.sub.1 -C.sub.4 -haloalkylsulfinyl or C.sub.1 -C.sub.4 -haloalkylsulfonyl, or it is a C.sub.2 -C.sub.6 -alkenyl group substituted by one of the above substituents,E is the methine group or nitrogen,X is oxygen, sulfur, or a sulfinyl or sulfonyl bridge,Z is oxygen or sulfur,m is the number one or two,R.sub.1 is hydrogen, halogen, C.sub.1 -C.sub.5 -alkyl, C.sub.2 -C.sub.Type: GrantFiled: September 30, 1982Date of Patent: April 1, 1986Assignee: Ciba-Geigy CorporationInventors: Willy Meyer, Werner Fory, Karl Gass
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Patent number: 4576633Abstract: Certain sulfonylurea compounds with oxysulfonyl-, thiosulfonyl- or aminosulfonyl-containing groups are useful as pre- and/or post-emergence herbicides.Type: GrantFiled: February 1, 1985Date of Patent: March 18, 1986Assignee: E. I. Du Pont de Nemours and CompanyInventor: James J. Reap
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Patent number: 4565815Abstract: A compound having anti-ulcer activity and having the formula ##STR1## wherein D is H, SH, NH.sub.2, OH, R.sup.4 S where R.sup.4 is a lower alkyl group; E is OH or NH.sub.2 ; J is H or aryl; X is CH or N; Y is CH, N, or CT, wherein T is a halogen; Z is CH or N; A is ##STR2## and replaces a hydrogen of D, X, or E; R.sup.1 is H or CH.sub.3 ; L is CH.sub.2 S; Q is O or CH.sub.2 S; n is 0 or 1; 2 m 4; each R.sup.2 and R.sup.3, independently, is H, lower alkyl, cycloalkyl, or arylalkyl; or R.sup.2 and R.sup.3, together with the nitrogen atom to which they are attached, form a 4, 5, or 6 membered heterocyclic ring containing 0, 1, or 2 oxygen atoms and 1, 2, or 3 nitrogen atoms and being unsubstituted or lower alkyl substituted; or a pharmaceutically acceptable salt thereof.Type: GrantFiled: May 25, 1984Date of Patent: January 21, 1986Assignee: Biomeasure, Inc.Inventors: Sun H. Kim, Jacques-Pierre Moreau
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Patent number: 4554275Abstract: Compounds of the formula (I): ##STR1## and pharmaceutically acceptable salts thereof wherein R.sup.1 and R.sup.2 are the same or different and each is hydrogen, hydroxy, halo, alkoxy of 1 to 4 carbon atoms or aralkyloxy of 1 to 4 carbon atoms and X and Y are each hydrogen or nicotinoyl are useful as anti-edema agents, anti-inflammatories, analgesics, anti-pyretics, anti-allergenics and anti-thrombosis agents.Type: GrantFiled: December 12, 1983Date of Patent: November 19, 1985Assignee: Nippon Shinyaku Co., Ltd.Inventors: Kenji Sempuku, Yoshihisa Shibata, Tadaaki Ohgi
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Patent number: 4546179Abstract: Sulfonylureas are prepared by contacting a sulfonyl halide with an ammonium, phosphonium, sulfonium, or an alkali metal cyanate salt in the presence of an amine.Type: GrantFiled: September 6, 1984Date of Patent: October 8, 1985Assignee: E. I. Du Pont de Nemours and CompanyInventor: Robert A. Kunz
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Patent number: 4543120Abstract: This invention relates to alkyl sulfonyl sulfonamides which are useful as herbicides and plant growth regulants.Type: GrantFiled: July 8, 1983Date of Patent: September 24, 1985Assignee: E. I. Du Pont de Nemours and CompanyInventors: George Levitt, Anthony D. Wolf
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Patent number: 4534789Abstract: N-(Heterocycliccarbamoyl)arylsulfonamides, such as N-[(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]-2-hydroxybenzenesulfonamide , methanesulfonate are useful for plant growth retardation, brush control and weed control in crops.Type: GrantFiled: October 21, 1983Date of Patent: August 13, 1985Assignee: E. I. Du Pont de Nemours and CompanyInventor: James J. Reap
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Patent number: 4532238Abstract: 2,4-Diamino-6-(2,5-dichlorophenyl)-1,3,5-triazine and pharmaceutically acceptable acid addition salts thereof in finely pulverized form so that the average particle diameter is 20 microns or less have been found to be particularly useful for the treatment of peptic ulcers.Type: GrantFiled: July 30, 1982Date of Patent: July 30, 1985Assignee: Nippon Shinyaku Co., Ltd.Inventors: Hiroshi Enomoto, Masanobu Kawamata, Akira Nomura, Yoshiaki Aoyagi, Fusao Ueda
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Patent number: 4528027Abstract: Certain tri-substituted s-triazines, in which one substituent is an acylthioamino moiety, and their use for controlling growth of plants.Type: GrantFiled: May 24, 1984Date of Patent: July 9, 1985Assignee: Shell Oil CompanyInventors: William W. John, Kurt H. Pilgram, Mae E. F. Martin
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Patent number: 4521597Abstract: A novel process for producing sulfonylureas of the formula I having a herbicidal action and an action regulating plant growth ##STR1## wherein A is an unsubstituted or substituted phenyl, naphthyl, furan, thiophene or pyridine group, E is a nitrogen atom or the methine group, R.sub.a is hydrogen, halogen, C.sub.1 -C.sub.5 -alkyl, C.sub.1 -C.sub.5 -haloalkyl, C.sub.1 -C.sub.5 -alkoxy, C.sub.1 -C.sub.5 -haloalkoxy, C.sub.1 -C.sub.5 -alkylthio or C.sub.2 -C.sub.10 -alkoxyalkoxy, and R.sub.b is the same as R.sub.Type: GrantFiled: October 14, 1983Date of Patent: June 4, 1985Assignee: Ciba Geigy CorporationInventors: Haukur Kristinsson, Werner Topfl
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Patent number: 4518776Abstract: There is described a process for producing sulfonylureas of the formula ##STR1## wherein G is an unsubstituted or substituted furanyl, thienyl, pyrrolyl, pyridinyl or phenyl radical,X is alkyl, haloalkyl, alkoxy, alkylthio, halogen, haloalkoxy, alkylamino or dialkylamino,Y is alkyl, alkoxy or haloalkoxy,Z is a nitrogen atom or the methyne group --CH.dbd..This novel process comprises reacting a sulfonamide of the formulaG--SO.sub.2 --NH.sub.2,in the presence of a base, with a chloroformic acid ester of the formulaCl--CO--Q--T,or a sulfonyl chloride of the formulaG--SO.sub.2 Cl,in the presence of a base, with a urethane of the formulaH.sub.2 N--CO--Q--T;and converting the formed carbamate of the formulaG--SO.sub.2 --NH--CO--Q--Tby reaction with an amine of the formula ##STR2## into the sulfonylurea of the above formula. There is also described novel sulfonylcarbamates of the above formula as intermediates.Type: GrantFiled: July 8, 1983Date of Patent: May 21, 1985Assignee: Ciba Geigy CorporationInventors: Willy Meyer, Werner Fory, Werner Topfl
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Patent number: 4515626Abstract: N-(Cyclopropyl-triazinyl- and -pyrimidinyl)-N'-arylsulfonyl ureas of the formula ##STR1## wherein Ar is a phenyl group ##STR2## or a naphthyl group ##STR3## and Q is a group X-A or R.sub.3,A is a C.sub.3 -C.sub.6 -alkynyl group, a C.sub.1 -C.sub.6 -alkyl group which is unsubstituted or substituted by halogen, 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, C.sub.1 -C.sub.4 -haloalkoxy, C.sub.1 -C.sub.4 -haloalkylthio, C.sub.1 -C.sub.4 -haloalkylsulfinyl or C.sub.1 -C.sub.4 -haloalkylsulfonyl, or a C.sub.2 -C.sub.6 -alkenyl group which is unsubstituted or substituted by the groups given in the foregoing for C.sub.1 -C.sub.6 -alkyl, or A is a phenyl or benzyl group,E is the methine group or nitrogen,X is oxygen, sulfur, or a sulfinyl or sulfonyl bridge,Z is oxygen or sulfur,R.sub.1 is hydrogen, C.sub.1 -C.sub.4 -alkyl or C.sub.1 -C.sub.4 -alkoxy,R.sub.2 is halogen, C.sub.1 -C.sub.3 -alkyl, C.sub.1 -C.sub.3 -haloalkyl, C.sub.1 -C.sub.Type: GrantFiled: September 26, 1983Date of Patent: May 7, 1985Assignee: Ciba Geigy CorporationInventor: Henry Szczepanski