Additional Ring Containing Patents (Class 544/206)
  • Patent number: 4778513
    Abstract: 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: Grant
    Filed: September 18, 1986
    Date of Patent: October 18, 1988
    Assignee: Ciba-Geigy Corporation
    Inventors: Willy Meyer, Werner Fory
  • Patent number: 4764203
    Abstract: 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: Grant
    Filed: May 26, 1987
    Date of Patent: August 16, 1988
    Assignee: Ciba-Geigy Corporation
    Inventors: Werner Topfl, Willy Meyer, Hans-Dieter Schneider
  • Patent number: 4759790
    Abstract: This invention relates to herbicidally active sulfonamide compounds having a heterocyclic carbonyl group ortho to the sulfonyl bridge.
    Type: Grant
    Filed: May 21, 1987
    Date of Patent: July 26, 1988
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Joel R. Christensen
  • Patent number: 4755211
    Abstract: 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: Grant
    Filed: January 29, 1987
    Date of Patent: July 5, 1988
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Mark E. Thompson
  • Patent number: 4750930
    Abstract: Novel N-hydroxy-N'-sulfonylguanidine compounds are described which possess significant herbicidal and plant growth regulant activity for control of undesired vegetation.
    Type: Grant
    Filed: June 10, 1987
    Date of Patent: June 14, 1988
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Rafael Shapiro
  • Patent number: 4746357
    Abstract: 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: Grant
    Filed: May 21, 1987
    Date of Patent: May 24, 1988
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Steven P. Artz
  • Patent number: 4746355
    Abstract: Benzylsulfonylureas and arylsulfamoylureas are useful as pre-emergent and post-emergent herbicides and as plant growth regulants.
    Type: Grant
    Filed: July 16, 1986
    Date of Patent: May 24, 1988
    Assignee: E. I. Du Pont De Nemours and Company
    Inventors: Robert J. Pasteris, Mark E. Thompson
  • Patent number: 4743295
    Abstract: 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: Grant
    Filed: March 20, 1987
    Date of Patent: May 10, 1988
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Wallace C. Petersen
  • Patent number: 4741765
    Abstract: 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: Grant
    Filed: April 3, 1987
    Date of Patent: May 3, 1988
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: Robert J. Pasteris, Ramaurthi Muthukrishnan
  • Patent number: 4740544
    Abstract: 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: Grant
    Filed: July 10, 1986
    Date of Patent: April 26, 1988
    Assignee: Adeka Argus Chemical Co., Ltd.
    Inventors: Yutaka Nakahara, Etsuo Tobita
  • Patent number: 4737185
    Abstract: 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: Grant
    Filed: April 13, 1987
    Date of Patent: April 12, 1988
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: James V. Hay, George Levitt
  • Patent number: 4734413
    Abstract: 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: Grant
    Filed: March 2, 1987
    Date of Patent: March 29, 1988
    Assignee: Riker Laboratories, Inc.
    Inventor: James J. Wade
  • Patent number: 4718938
    Abstract: 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: Grant
    Filed: December 4, 1986
    Date of Patent: January 12, 1988
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Donald J. Dumas
  • Patent number: 4718937
    Abstract: 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: Grant
    Filed: April 9, 1986
    Date of Patent: January 12, 1988
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Lothar Willms, Hilmar Mildenberger, Klaus Bauer, Helmut Burstell
  • Patent number: 4705555
    Abstract: Aryl and heteroaryl sulfonimidamides which also contain a pyrimidine or triazine heterocycle are useful as general or selective preemergent and postemergent herbicides.
    Type: Grant
    Filed: February 20, 1987
    Date of Patent: November 10, 1987
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Craig L. Hillemann
  • Patent number: 4701206
    Abstract: 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: Grant
    Filed: April 25, 1986
    Date of Patent: October 20, 1987
    Assignee: Ciba-Geigy Corporation
    Inventors: Werner Topfl, Georg Pissiotas
  • Patent number: 4695632
    Abstract: 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: Grant
    Filed: February 23, 1979
    Date of Patent: September 22, 1987
    Assignee: Bayer Aktiengesellschaft
    Inventors: Walter Kalk, Karl H. Schundehutte, Manfred Soll
  • Patent number: 4685958
    Abstract: 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: Grant
    Filed: May 6, 1986
    Date of Patent: August 11, 1987
    Assignee: The Dow Chemical Company
    Inventors: Norman R. Pearson, William A. Kleschick
  • Patent number: 4681620
    Abstract: 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: Grant
    Filed: March 21, 1986
    Date of Patent: July 21, 1987
    Assignee: Ciba-Geigy Corporation
    Inventors: Beat Bohner, Werner Fory, Rolf Schurter, Georg Pissiotas
  • Patent number: 4680053
    Abstract: Alkenylsulfonylureas have been found to be effective as herbicides and plant growth regulants.
    Type: Grant
    Filed: July 13, 1984
    Date of Patent: July 14, 1987
    Assignee: E.I. Du Pont de Nemours and Company
    Inventors: George Levitt, William T. Zimmerman
  • Patent number: 4678502
    Abstract: 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: Grant
    Filed: May 3, 1985
    Date of Patent: July 7, 1987
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: Mary A. Hanagan, Mark E. Thompson
  • Patent number: 4678498
    Abstract: Novel compounds of Formula I are useful as herbicides and plant growth regulants.
    Type: Grant
    Filed: May 12, 1986
    Date of Patent: July 7, 1987
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Steven P. Artz
  • Patent number: 4671819
    Abstract: 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: Grant
    Filed: December 17, 1985
    Date of Patent: June 9, 1987
    Assignee: Ciba-Geigy Corporation
    Inventors: Willy Meyer, Konrad Oertle
  • Patent number: 4666501
    Abstract: 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: Grant
    Filed: August 29, 1985
    Date of Patent: May 19, 1987
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: James V. Hay, Barry A. Wexler, Donna F. Zimmerman
  • Patent number: 4659369
    Abstract: 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: Grant
    Filed: July 16, 1985
    Date of Patent: April 21, 1987
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: George Levitt
  • Patent number: 4658009
    Abstract: 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: Grant
    Filed: March 13, 1986
    Date of Patent: April 14, 1987
    Assignee: Shikoku Chemicals Corporation
    Inventors: Kazuo Kamagata, Toshiaki Yamada, Natsuo Sawa
  • Patent number: 4658027
    Abstract: 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: Grant
    Filed: August 23, 1985
    Date of Patent: April 14, 1987
    Assignee: Bayer Aktiengesellschaft
    Inventors: Hans-Joachim Diehr, Christa Fest, Rolf Kirsten, Joachim Kluth, Klaus-Helmut Muller, Theodor Pfister, Uwe Priesnitz, Hans-Jochem Riebel, Wolfgang Roy
  • Patent number: 4657908
    Abstract: 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: Grant
    Filed: February 12, 1985
    Date of Patent: April 14, 1987
    Assignees: ICI Americas, Inc., Imperial Chemical Industries PLC
    Inventors: Tobias O. Yellin, David J. Gilman, Philip N. Edwards, Michael S. Large, Derrick F. Jones, Keith Oldham
  • Patent number: 4648899
    Abstract: 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: Grant
    Filed: April 23, 1986
    Date of Patent: March 10, 1987
    Assignee: Ciba-Geigy Corporation
    Inventors: Karl Gass, Werner Fory, Willy Meyer, Werner Topfl
  • Patent number: 4632695
    Abstract: 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: Grant
    Filed: December 6, 1985
    Date of Patent: December 30, 1986
    Assignee: Ciba-Geigy Corporation
    Inventors: Rolf Schurter, Rudolph C. Thummel, Werner Topfl, Willy Meyer, Dieter Durr
  • Patent number: 4627873
    Abstract: 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: Grant
    Filed: July 11, 1985
    Date of Patent: December 9, 1986
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: George Levitt
  • Patent number: 4618363
    Abstract: 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: Grant
    Filed: January 18, 1983
    Date of Patent: October 21, 1986
    Assignee: Ciba-Geigy Corporation
    Inventors: Karl Gass, Werner Fory, Willy Meyer, Werner Topfl
  • Patent number: 4604133
    Abstract: 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: Grant
    Filed: November 13, 1984
    Date of Patent: August 5, 1986
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Chi-Ping Tseng
  • Patent number: 4604131
    Abstract: 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: Grant
    Filed: July 12, 1984
    Date of Patent: August 5, 1986
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Mary A. Hanagan
  • Patent number: 4600428
    Abstract: 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: Grant
    Filed: January 22, 1985
    Date of Patent: July 15, 1986
    Assignee: Ciba-Geigy Corporation
    Inventor: Henry Szczepanski
  • Patent number: 4594097
    Abstract: 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: Grant
    Filed: June 17, 1985
    Date of Patent: June 10, 1986
    Assignee: Ciba-Geigy Corporation
    Inventors: Rolf Schurter, Werner Fory, Willy Meyer
  • Patent number: 4591378
    Abstract: 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: Grant
    Filed: February 21, 1984
    Date of Patent: May 27, 1986
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: George Levitt
  • Patent number: 4589912
    Abstract: 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: Grant
    Filed: August 7, 1985
    Date of Patent: May 20, 1986
    Assignee: Ciba-Geigy Corporation
    Inventors: Rudolph C. Thummel, Werner Fory
  • Patent number: 4579584
    Abstract: 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: Grant
    Filed: September 30, 1982
    Date of Patent: April 1, 1986
    Assignee: Ciba-Geigy Corporation
    Inventors: Willy Meyer, Werner Fory, Karl Gass
  • Patent number: 4576633
    Abstract: Certain sulfonylurea compounds with oxysulfonyl-, thiosulfonyl- or aminosulfonyl-containing groups are useful as pre- and/or post-emergence herbicides.
    Type: Grant
    Filed: February 1, 1985
    Date of Patent: March 18, 1986
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: James J. Reap
  • Patent number: 4565815
    Abstract: 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: Grant
    Filed: May 25, 1984
    Date of Patent: January 21, 1986
    Assignee: Biomeasure, Inc.
    Inventors: Sun H. Kim, Jacques-Pierre Moreau
  • Patent number: 4554275
    Abstract: 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: Grant
    Filed: December 12, 1983
    Date of Patent: November 19, 1985
    Assignee: Nippon Shinyaku Co., Ltd.
    Inventors: Kenji Sempuku, Yoshihisa Shibata, Tadaaki Ohgi
  • Patent number: 4546179
    Abstract: 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: Grant
    Filed: September 6, 1984
    Date of Patent: October 8, 1985
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Robert A. Kunz
  • Patent number: 4543120
    Abstract: This invention relates to alkyl sulfonyl sulfonamides which are useful as herbicides and plant growth regulants.
    Type: Grant
    Filed: July 8, 1983
    Date of Patent: September 24, 1985
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: George Levitt, Anthony D. Wolf
  • Patent number: 4534789
    Abstract: 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: Grant
    Filed: October 21, 1983
    Date of Patent: August 13, 1985
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: James J. Reap
  • Patent number: 4532238
    Abstract: 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: Grant
    Filed: July 30, 1982
    Date of Patent: July 30, 1985
    Assignee: Nippon Shinyaku Co., Ltd.
    Inventors: Hiroshi Enomoto, Masanobu Kawamata, Akira Nomura, Yoshiaki Aoyagi, Fusao Ueda
  • Patent number: 4528027
    Abstract: Certain tri-substituted s-triazines, in which one substituent is an acylthioamino moiety, and their use for controlling growth of plants.
    Type: Grant
    Filed: May 24, 1984
    Date of Patent: July 9, 1985
    Assignee: Shell Oil Company
    Inventors: William W. John, Kurt H. Pilgram, Mae E. F. Martin
  • Patent number: 4521597
    Abstract: 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: Grant
    Filed: October 14, 1983
    Date of Patent: June 4, 1985
    Assignee: Ciba Geigy Corporation
    Inventors: Haukur Kristinsson, Werner Topfl
  • Patent number: 4518776
    Abstract: 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: Grant
    Filed: July 8, 1983
    Date of Patent: May 21, 1985
    Assignee: Ciba Geigy Corporation
    Inventors: Willy Meyer, Werner Fory, Werner Topfl
  • Patent number: 4515626
    Abstract: 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: Grant
    Filed: September 26, 1983
    Date of Patent: May 7, 1985
    Assignee: Ciba Geigy Corporation
    Inventor: Henry Szczepanski