Carbocyclic Ring Containing Patents (Class 544/321)
  • Patent number: 5683964
    Abstract: An N-(substituted amino)imide derivative represented by the formula (I) is a novel compound which can be utilized as an effective ingredient of herbicidal compositions. ##STR1## wherein, R.sup.1 is hydrogen atom, C.sub.1 -C.sub.4 alkyl group, C.sub.7 -C.sub.9 aralkyl group, C.sub.1 -C.sub.4 haloalkyl group, (C.sub.1 -C.sub.4 alkyl)carbonyl group or (C.sub.1 -C.sub.4 alkyl)sulfonyl group;A represents a structure selected from the group consisting of the following formulas (A-1), (A-2), (A-3), (A-4) and (A-5) ##STR2## wherein R.sup.2 and R.sup.3 in the formula (A-1) are independently hydrogen atom or C.sub.1 -C.sub.4 alkyl group, but not R.sup.2 =R.sup.3 =H, R.sup.4 in the formula (A-4) is halogen atom, C.sub.1 -C.sub.4 alkyl group and/or nitro group, m is an integer of 0-4, the substituents of m not less than 2 being same or different;X.sup.1 and X.sup.2 are independently hydrogen atom, halogen atom, C.sub.1 -C.sub.4 alkyl group, C.sub.1 -C.sub.4 alkoxy group, C.sub.1 -C.sub.4 alkylthio group, C.sub.1 -C.sub.
    Type: Grant
    Filed: July 20, 1995
    Date of Patent: November 4, 1997
    Assignee: Kureha Kagaku Kogyo K.K.
    Inventors: Yoichi Kanda, Hideo Arabori, Masato Arahira, Tsutomu Sato
  • Patent number: 5681957
    Abstract: Unsubstituted or substituted 2-fluoro-pyrimidines can be prepared by reaction of the underlying 2-amino-pyrimidines with diazotization agents, mixtures of HF and H.sub.2 O containing 30-70% by weight of HF, based on the total of HF and H.sub.2 O, serving as reaction medium. The reaction medium can also contain diluents and/or inorganic salts, preferably fluorides.
    Type: Grant
    Filed: May 3, 1996
    Date of Patent: October 28, 1997
    Assignee: Bayer Aktiengesellschaft
    Inventors: Erich Wolters, Guido Steffan, Alexander Klausener
  • Patent number: 5674868
    Abstract: Method of treating 5-HT.sub.3 -mediated disorders, which comprises systemic administration of an effective amount of a compound of formula (I) ##STR1## the pharmaceutically acceptable acid addition salt forms and the stereochemically isomeric forms thereof, wherein R.sup.1 and R.sup.2 represent hydrogen, or R.sup.1 and R.sup.2 taken together form a bivalent radical of formula --CH.dbd.CH--CH.dbd.CH-- (a), --CH.dbd.C(Cl)--CH.dbd.CH-- (b) or --CH.dbd.CH--C(Cl).dbd.CH-- (c); n represents 2, 3 or 4; R.sup.3 represents hydrogen or methoxy; m represents 1 or 2; R.sup.4 represents hydrogen, amino or C.sub.1-3 -alkylcarbonylamino; and R.sup.5 represents hydrogen or halo; novel compounds; compositions; processes for preparing novel compounds and intermediates.
    Type: Grant
    Filed: June 16, 1995
    Date of Patent: October 7, 1997
    Assignee: Janssen Pharmaceutica N.V.
    Inventors: Georges Henri Paul Van Daele, Jean-Paul Rene Marie Andre Bosmans, Willy Joannes Carolus Van Laerhoven
  • Patent number: 5658854
    Abstract: Acylated aminophenylureas, preparation and use as herbicides and plant growth regulatorsThe compounds of the formula I or their salts ##STR1## in which G is a radical G1, G2 or G3 ##STR2## R.sup.1 is H or alkyl, R.sup.2 is COOH, CSOH or a derivative of the carboxyl or thiocarboxyl group, of 1 to 20 carbon atoms, or acyl of the type CO-R.degree. of 1-12 carbon atoms, or an imino, hydrazone or oxime derivative of the group CO-R.degree., and R.degree. , R.sup.3a, R.sup.4a, R.sup.3b, R.sup.4b, W, X, Y and Z are as defined in claim 1, are suitable as selective herbicides and plant growth regulators in crops.The preparation is carried out in analogy to known processes (see claim 5) by way of intermediates, some of which are new, from the group consisting of benzene-sulfonamides (II), benzenesulfonyl isocyanates (IV) and benzesulfonyl chlorides (VI) and heterocyclically substituted carbamates (III), amines (V) and/or (thio)-isocyanates (XIX).
    Type: Grant
    Filed: June 30, 1994
    Date of Patent: August 19, 1997
    Assignee: Hoechst Schering AgrEvo GmbH
    Inventors: Gerhard Schnabel, Lothar Willms, Klaus Bauer, Hermann Bieringer
  • Patent number: 5648315
    Abstract: Compounds of the formula (I) and their salts as defined below, ##STR1## in which R.sup.1 is CO--Q--R.sup.8, where R.sup.8 .dbd.H or RR.sup.2 and R.sup.3 are H or (C.sub.1 -C.sub.4)alkyl,R.sup.4 is H, R, RO, OH, RCO, RSO.sub.2, PhSO.sub.2R.sup.5 is RSO.sub.2, PhSO.sub.2, PhCO, RNHSO.sub.2, R.sub.2 NSO.sub.2, RCO, CHO, COCOR', CW--T--R.sup.9, CW--NR.sup.10 R.sup.11, CW--N(R.sup.12).sub.2 orR.sup.4 and R.sup.5 together are the chain (CH.sub.2).sub.m B or --B.sup.1 --(CH.sub.2).sub.m1 B-- where B.dbd.SO.sub.2, CO; m=3, 4; m.sup.1 =2, 3;T and W.dbd.O, S; Q.dbd.O, S, NR.sup.13 where R.sup.13 .dbd.H, R;R.sup.6 .dbd.H, R, RO, RCO, ROCO, Hal, NO.sub.2, CN;R.sup.7 .dbd.H, CH.sub.3 ; R.sup.9 .dbd.R; R.sup.10, R.sup.11 .dbd.H, R; N(R.sup.12).sub.2 =heterocycleA=pyrimidinyl and triazinyl radical or an analog thereof,where R=(substituted) aliphatic hydrocarbon radical, are suitable as selective herbicides. They are prepared by analogous processes via sulfonamides.
    Type: Grant
    Filed: October 13, 1994
    Date of Patent: July 15, 1997
    Assignee: Hoechst Schering AgrEvo GmbH
    Inventors: Klaus Lorenz, Lothar Willms, Klaus Bauer, Hermann Bieringer
  • Patent number: 5635451
    Abstract: Compounds of formula (I), where R.sup.1, R.sup.2, n, W, R.sup.3 and A are as defined in claim 1, are suitable for use as herbicides and plant growth regulators. They can be produced by a process similar to known processes. To produce them, new compounds of formula (II) are reacted with a carbamate of formula R*--O--CO--NR.sup.3 A, where R.sup.3 stands for phenyl or alkyl. The compounds of formula (II) can be obtained from the corresponding sulphochlorides.
    Type: Grant
    Filed: June 8, 1992
    Date of Patent: June 3, 1997
    Assignee: Hoechst Schering AgrEvo GmbH
    Inventors: Heinz Kehne, Lothar Willms, Oswald Ort, Klaus Bauer, Hermann Bieringer
  • Patent number: 5616537
    Abstract: A condensed heterocyclic derivative of the formula (I): ##STR1## (wherein R is a hydroxyl group, R.sup.3 or R.sup.4 is an alkoxy group, W is an oxygen atom, Yn is a hydrogen atom, Z is a methine group, and A is a 5- or 6-membered heterocyclic ring which may be substituted, and a herbicide, are presented. When used for paddy field treatment, upland soil treatment and foliage treatment, the condensed heterocyclic derivative of the present invention exhibits excellent herbicidal activities against gramineous and non-gramineous weeds without adversely affecting crop plants.
    Type: Grant
    Filed: March 1, 1994
    Date of Patent: April 1, 1997
    Assignees: Kumiai Chemical Industry Co., Ltd., Ihara Chemical Industry Co., Ltd.
    Inventors: Sumio Yokota, Masafumi Matsuzawa, Nobuyuki Ohba, Toshihiro Nagata, Shigehiko Tachikawa, Takeshige Miyazawa, Katsutada Yanagisawa
  • Patent number: 5612287
    Abstract: This invention is to provide an N-(substituted amino)pyrrole derivative represented by the formula (I): which is used as an effective ingredient of herbicidal compositions: ##STR1## wherein R.sup.2, R.sup.3, R.sup.4 and R.sup.5 is independently hydrogen atom halogen atom, C.sub.1 -C.sub.4 alkyl group, (C.sub.1 -C.sub.4 alkyl)carbonyl group, (C.sub.3 -C.sub.6 cycloalkyl)carbonyl group, (C.sub.1 -C.sub.4 haloalkyl)carbonyl group, (C.sub.3 -C.sub.5 alkenyl)carbonyl group, benzoyl group which may be substituted with 1-3 halogen atoms and/or C.sub.1 -C.sub.4 alkyl groups, N,N-[(di-C.sub.1 -C.sub.4 alkyl)amino]carbonyl group, (C.sub.1 -C.sub.4 alkoxy)carbonyl group, etc., X.sup.1 and X.sup.2 are independently hydrogen atom, halogen atom, C.sub.1 -C.sub.4 alkyl group, C.sub.1 -C.sub.4 alkoxy group, etc., and Z is nitrogen atom or CH.
    Type: Grant
    Filed: June 6, 1995
    Date of Patent: March 18, 1997
    Assignee: Kureha Kagaku Kogyo K.K.
    Inventors: Yoichi Kanda, Hideo Arabori, Masato Arahira, Tsutomu Sato
  • Patent number: 5612483
    Abstract: Nitro-substituted aromatics can be directly aminated with amines in the presence of simple bases and oxygen.
    Type: Grant
    Filed: September 6, 1995
    Date of Patent: March 18, 1997
    Assignee: Bayer Aktiengesellschaft
    Inventor: Manfred Jautelat
  • Patent number: 5612286
    Abstract: N-[(Pyrimidin-2-yl)aminocarbonyl]benzenesulfonamide of the general formula I ##STR1## where R.sup.1 is methyl or ethyl;R.sup.2 is hydrogen or methyl;R.sup.3 is unsubstituted or substituted alkyl;a group ER.sup.6, in which E is O or S, R.sup.6 being unsubstituted or fluorine-substituted alkyl, with the exception of difluoromethoxy, and, if E is O and at the same time R.sup.5 is trifluoromethyl, R.sup.6 may furthermore be methylsulfonyl, ethylsulfonyl, trifluoromethylsulfonyl, allylsulfonyl or propargylsulfonyl;NO.sub.2 or OH;dialkylaminosulfonyl if R.sup.5 is fluorine;C.sub.1 - or C.sub.2 -alkylsulfonyl which may carry 1 to 3 halogen atoms;R.sup.4 is hydrogen, methyl, ethyl, methoxy, ethoxy, fluorine, chlorine, methylthio, ethylthio or C.sub.1 or C.sub.2 -haloalkoxy; andR.sup.5 is fluorine or trifluoromethyl, and their environmentally compatible salts, processes for their preparation and their use.
    Type: Grant
    Filed: August 24, 1994
    Date of Patent: March 18, 1997
    Assignee: BASF Aktiengesellschaft
    Inventors: Horst Mayer, Gerhard Hamprecht, Karl-Otto Westphalen, Matthias Gerber, Uwe Kardorff, Helmut Walter
  • Patent number: 5610302
    Abstract: Composition for retarding hair loss and for inducing and stimulating its growth, containing at least one compound of formula: ##STR1## where R denotes H, alkyl or a ring of formula: ##STR2## X denotes ##STR3## --OR.sub.3, --SR.sub.4 with: the remaining variables defined below in the body of the specification.
    Type: Grant
    Filed: June 5, 1995
    Date of Patent: March 11, 1997
    Assignee: L'Oreal
    Inventors: Didier Dufetel, Francoise Estradier, Quintino Gaetani, Michel Hocquaux
  • Patent number: 5597779
    Abstract: N-Phenylsulfonyl-N'-pyrimidinylureas and -thioureas of formula I ##STR1## in which X is oxygen, sulfur, SO or SO.sub.2 ; W is oxygen or sulfur; R.sub.1 is hydrogen or methyl; R.sub.2 is hydrogen, fluorine, chlorine, bromine, iodine, (X).sub.n R.sub.3, NO.sub.2, NR.sub.4 R.sub.5, ##STR2## or cyano; n is the number 0 or 1; R.sub.3 is C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 alkyl which is substituted by 1-4 halogen atoms, C.sub.1 -C.sub.3 alkoxy or C.sub.1 -C.sub.3 alkylthio; or C.sub.2 -C.sub.4 alkenyl or C.sub.2 -C.sub.4 alkenyl which is substituted by 1-4 halogen atoms; R.sub.4 is hydrogen, CH.sub.3 O, CH.sub.3 CH.sub.2 O or C.sub.1 -C.sub.3 alkyl; R.sub.5 is hydrogen or C.sub.1 -C.sub.3 alkyl; R.sub.6 is hydrogen, methyl or ethyl; R.sub.7 is hydrogen or methyl; Z is ##STR3## E is methine; R.sub.8 is C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 haloalkoxy, C.sub.1 -C.sub.4 haloalkyl, C.sub.1 -C.sub.4 haloalkylthio, C.sub.1 -C.sub.4 alkylthio, halogen, C.sub.2 -C.sub.5 alkoxyalkyl, C.
    Type: Grant
    Filed: April 10, 1995
    Date of Patent: January 28, 1997
    Assignee: Ciba-Geigy Corporation
    Inventor: Willy Meyer
  • Patent number: 5594141
    Abstract: Disclosed are compounds of the formula: ##STR1## where S and V are various organic or inorganic substituents;G and K are the same or different and represent N or CR' where R' is an organic or inorganic substituent;R is hydrogen or an alkyl group;R.sub.1, X, Y, Z and T are organic or inorganic substituents; andR.sub.2 and R.sub.3 represent hydrogen or organic substituents; orNR.sub.2 R.sub.3 together represents a heterocyclic ring system;and the pharmaceutically acceptable salts thereof; which are highly selective partial agonists or antagonists at brain dopamine receptor subtypes and, thus, are useful in the diagnosis and treatment of affective disorders such as schizophrenia and depression as well as certain movement disorders such as Parkinsonism.
    Type: Grant
    Filed: November 23, 1994
    Date of Patent: January 14, 1997
    Assignee: Neurogen Corporation
    Inventors: Jun Yuan, Andrew Thurkauf
  • Patent number: 5591694
    Abstract: Substituted sulfonylureas of the formula I ##STR1## wherein, inter alia, n and m are each 0 or 1;X is O, S or N--R.sup.4, where R.sup.4 is hydrogen or alkyl;A is NO.sub.2, NH.sub.2, OH, CN, SCN, S(O).sub.o R.sup.5, SO.sub.2 NR.sup.6 R.sup.7 or ER.sup.7 ;and environmentally compatible salts of the compounds. The disclosure is also directed to a process for preparing the compounds, to intermediates for the preparation of the compounds and to the use of the compounds as herbicides.
    Type: Grant
    Filed: February 28, 1994
    Date of Patent: January 7, 1997
    Assignee: BASF Aktiengesellschaft
    Inventors: Gerhard Hamprecht, Horst Mayer, Karl-Otto Westphalen, Helmut Walter, Matthias Gerber, Uwe Kardorff
  • Patent number: 5589478
    Abstract: A benzenesulfonamide derivative of the formula [I]: ##STR1## wherein Ring A and Ring B are the same or different and each substituted or unsubstituted benzene ring, Q is a single bond or a group of the formula: --O--, --S--, --SO--, --SO.sub.2 -- or --CH2--, Y is a group of the formula: --O--, --S-- or --NH--, Alk is lower alkylene group or lower alkenylene group, Z is a single bond or a group of the formula: --O-- or --NH--, R is a substituted or unsubstituted aromatic heterocyclic or aryl group, R.sup.
    Type: Grant
    Filed: December 16, 1994
    Date of Patent: December 31, 1996
    Assignee: Tanabe Seiyaku Co., Ltd.
    Inventors: Koichiro Yamada, K osuke Yasuda, Kohei Kikkawa, Rikako Kohno
  • Patent number: 5585328
    Abstract: This invention relates to certain herbicidal pyrrolesulfonylureas, compositions thereof and a method for their use as herbicides or plant growth regulants.
    Type: Grant
    Filed: September 12, 1995
    Date of Patent: December 17, 1996
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: William T. Zimmerman, Bruce A. Lockett, John Cuomo
  • Patent number: 5569761
    Abstract: Process for the preparation of sulfonylureasHerbicidal sulfonylureas of the formula I, ##STR1## in which X is --O--, --0--NR.sup.2 -- or --SO.sub.2 --NR.sup.2 --, Y is --N-- or CH,R.sup.1 is (substituted) alkyl, (substituted) alkenyl or (substituted) alkynyl, or else, where X.dbd.O, (substituted) phenyl,R.sup.2 is H, alkyl, alkenyl, alkynyl or cycloalkyl,R.sup.3, R.sup.4 are H, (substituted) alkyl or (substituted) alkoxy, halogen, alkylthio, alkylamino or dialkylamino andR.sup.5, R.sup.
    Type: Grant
    Filed: February 7, 1995
    Date of Patent: October 29, 1996
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Lothar Willms, Stephen Lacchein, Gunter Schlegel, Heinz Kehne
  • Patent number: 5565464
    Abstract: Compounds having a angiotensine II antagonistic activity ##STR1## Compounds of formula (I), wherein R, R.sub.1, R.sub.2, R.sub.3, X and Z groups have the meanings given in the specification and are endowed with AII antagonistic properties.
    Type: Grant
    Filed: March 21, 1994
    Date of Patent: October 15, 1996
    Assignee: Istituto Luso Farmaco d'Italia S.p.A.
    Inventors: Aldo Salimbeni, Davide Poma, Elso Manghisi, Carlo Scolastico
  • Patent number: 5565459
    Abstract: Insecticidal substituted diazacyclohexanes of the formula ##STR1## in which R.sup.1 is a heterocyclic radical,R.sup.4 is a hydrogen or an organic radical.
    Type: Grant
    Filed: May 18, 1995
    Date of Patent: October 15, 1996
    Assignee: Bayer Aktiengesellschaft
    Inventors: Klaus Wagner, Christoph Erdelen, J urgen Hartwig, Wolfgang Leicht, Wilhelm Stendel
  • Patent number: 5559233
    Abstract: The invention relates to processes for preparing N-substituted heterocyclic compounds of formula (I) ##STR1##
    Type: Grant
    Filed: June 30, 1994
    Date of Patent: September 24, 1996
    Assignee: Sanofi
    Inventors: Claude Bernhart, Jean-Claude Breliere, Jacques Clement, Dino Nisato, Pierre Perreault, Claude Muneaux, Yvette Muneaux
  • Patent number: 5559234
    Abstract: There is provided an effective and efficient, three step process for the manufacture of crop-selective, herbicidal 1-{[2-(cyclopropylcarbonyl)phenyl]sulfamoyl}-3-(4,6-dialkoxy-2-pyrimidinyl )urea compounds, and an intermediate for use therein.
    Type: Grant
    Filed: June 6, 1995
    Date of Patent: September 24, 1996
    Assignee: American Cyanamid Company
    Inventor: Thomas W. Drabb, Jr.
  • Patent number: 5550238
    Abstract: This invention relates to a process for preparing sulfonylureas comprising reacting a sulfonyl chloride with a cyanate salt and an amine base in the presence of an inert aprotic solvent to give an isocyanate complex which is then reacted with an amino heterocycle to form the sulfonylurea product and a process for converting the crystal form of the prepared sulfonylurea product to a more stable crystal product form.
    Type: Grant
    Filed: August 23, 1995
    Date of Patent: August 27, 1996
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: George C. Chiang, Richard F. Davis, Kwaku O. Temeng
  • Patent number: 5534481
    Abstract: The present invention provides an indazolesulfonylurea derivative represented by the general formula: ##STR1## [wherein R.sup.1 is a hydrogen atom or an alkyl group, etc., R.sup.2 and R.sup.3 are the same or different and represent a hydrogen atom, a halogen atom, an alkyl group, the formula --COR.sup.4 (wherein R.sup.4 represents an alkoxy group, etc.), an alkoxy group, a haloalkoxy group or a cyano group, etc., X is an oxygen atom or a sulfur atom, Y is a hydrogen atom or an alkyl group, etc., A and B are the same or different and represent a halogen atom, an alkoxy group or an alkyl group, etc., and Z represents a nitrogen atom or a methine group], as well as a herbicide containing it as an active ingredient and an intermediate for its production.The compound of the present invention exhibits excellent herbicidal effects over a wide range from the preemergence stage to the growing stage of various weeds which are problematic in agricultural fields.
    Type: Grant
    Filed: January 30, 1995
    Date of Patent: July 9, 1996
    Assignees: Kumiai Chemical Industry Co., Ltd., Ihara Chemical Industry Co., Ltd.
    Inventors: Chiharu Suzuki, Katsumi Masuda, Masatoshi Tamaru, Masahito Inamori, Nobuo Takefuji, Katsutada Yanagisawa, Yasunori Ogawa
  • Patent number: 5532203
    Abstract: Mixtures of a herbicidally effective amount of a pyridylsulfonylurea of formula I, ##STR1## wherein R, R.sub.1, R.sub.2 and A are as defined in claim 1, and of a herbicide-antagonistically effective amount of a sulfamoylphenylurea of formula II, ##STR2## wherein R.sub.7 to R.sub.11 and A.sub.2 are as defined in claim 1, are very suitable for controlling weeds in crops of useful plants, especially maize and sugar cane.
    Type: Grant
    Filed: May 1, 1995
    Date of Patent: July 2, 1996
    Assignee: Ciba-Geigy Corporation
    Inventors: Werner Fory, Elmar Kerber, Manfred Hudetz
  • Patent number: 5525724
    Abstract: A process for the preparation of chloropyrimidines of the formula ##STR1## in which the substituents may be alkyl, cycloalkyl, aryl or radicals containing heteroatoms, but in which at least one of the substituents R.sup.1 to R.sup.4 must be Cl, which involves:reacting a hydroxy-pyrimidine or its tautomeric keto form with phosphoryl chloride in the presence of an amine or amine hydrochloride;recovering phosphoryl chloride after the reaction by adding phosphorus pentachloride and distilling the phosphoryl chloride; andseparating the chloropyrimidine from the amine hydrochloride by addition of a solvent which will dissolve the chloropyrimidine but not the amine hydrochloride and removing the amine hydrochloride.
    Type: Grant
    Filed: February 27, 1995
    Date of Patent: June 11, 1996
    Assignee: Huels Aktiengesellschaft
    Inventor: Artur Hunds
  • Patent number: 5525604
    Abstract: A 4-aminopyrimidine of the formula (I): ##STR1## wherein A is a bond, C1-4 alkylene or C1-4 oxyalkylene;Y is a bond, C1-4 alkylene, C1-4 alkyleneoxy, C1-4 alkoxyphenylene or phenyl(C1-4)alkylene;Z is a bond or vinylene;R1 is 4-15 membered heterocyclic ring containing one or two nitrogen atom;R2 is (i) 4-15 membered heterocyclic ring containing one or two nitrogen, one or two of oxygen or one sulfur atom,(ii) C4-15 carbocyclic ring,(iii) C1-4 alkoxy,(iv) hydroxy(C1-4 alkoxy) or(v) hydroxy;R3 is (i) 4-15 membered heterocyclic ring containing one or two nitrogen, one oxygen, one sulfur, or one nitrogen and one sulfur atom,(ii) C4-15 carbocyclic ring,(iii) formula:CH2.dbd.CH(X)--whereinX is halogen.(iv) hydrogen.l is 1 or 2.and some compounds are excluded.and acid addition salts thereof, salts thereof; have inhibitory effect on cGMP-PDE, or additionally on TXA2 synthetase.
    Type: Grant
    Filed: August 24, 1994
    Date of Patent: June 11, 1996
    Assignee: Ono Pharmaceutical Co., Ltd.
    Inventors: Sung J. Lee, Yoshitaka Konishi, Orest T. Macina, Kigen Kondo, Dingwei T. Yu, Tamara A. Miskowski
  • Patent number: 5525730
    Abstract: The present invention relates to a novel process for preparing sulfonylurea derivatives of formula (I) in a high purity and a high yield characterized in that a sulfonylchloride of formula (V) is reacted with 2-amino-4,6-dimethoxypyrimidine of formula (VII) in the presence of a metal cyanate and an organic base catalyst or a compound of formula (VIII) is reacted with 2-amino-4,6-dimethoxypyrimidine of formula (VII): ##STR1## wherein R.sup.1 represents hydrogen, C.sub.1 -C.sub.4 alkyl or phenyl, R.sup.2 represents hydrogen, C.sub.1 -C.sub.4 alkyl, allyl or propargyl and R.sup.3 represents hydrogen, methyl, ethyl or phenyl, and to a process for preparing the sulfonylchloride compound of formula (V) above and the compound of formula (VIII) above, both of which are useful as an intermediate compound for preparing the sulfonylurea derivative of formula (I) and to a novel intermediate compound of formula (VIII) as defined above.
    Type: Grant
    Filed: February 15, 1995
    Date of Patent: June 11, 1996
    Assignee: Lucky Limited
    Inventors: Jong K. Choi, In B. Chung, Jae C. Lee, Byoung W. Suh, Jong S. Sa, Tae H. Heo
  • Patent number: 5523405
    Abstract: Process for preparing 4,6-dimethoxy-2-((phenoxycarbonyl)amino-pyrimidine comprising reacting 2-amino-4,6-dimethoxy pyrimidine and phenyl chloroformate in an inert solvent in the presence of an acid receptor.
    Type: Grant
    Filed: March 14, 1995
    Date of Patent: June 4, 1996
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Joseph J. Mrowca
  • Patent number: 5518994
    Abstract: Disclosed are a herbicide and a plant growth regulator comprising a 2-arylaminopyrimidinone derivative represented by the formula (1): ##STR1## (wherein Q represents various kinds of aromatic ring or heterocyclic ring).This compound can be used safely to main crops and shows high herbicidal effect to many weeds with a low dosage, and also shows plant growth regulating effect.
    Type: Grant
    Filed: December 6, 1994
    Date of Patent: May 21, 1996
    Assignee: Nissan Chemical Industries, Ltd.
    Inventors: Yasuo Kawamura, Jun Satow, Kenzo Fukuda, Eiichi Oya, Kaoru Itoh, Hiroshi Kita, Hisashi Nakata, Tsutomu Nawamaki, Seiichi Fujii, Shigeomi Watanabe, Kimihiro Ishikawa, Yoichi Ito
  • Patent number: 5516905
    Abstract: A method of inhibiting replication of mycoplasmal and Gram-positive bacteria is described. Useful new compounds for in vivo and in vitro inhibition and therapy for infections utilize HPUra-like compounds are also provided. These include a number of novel 3-substituted uracil and isocytosine compounds, and 10-substituted guanine and adenine compounds.
    Type: Grant
    Filed: August 30, 1994
    Date of Patent: May 14, 1996
    Assignee: University of Massachusetts Medical Center
    Inventors: Neal C. Brown, George Wright
  • Patent number: 5508402
    Abstract: A process for the preparation of substituted benzenes or benzenesulfonic acid and its derivatives comprising diazotisation of an aminobenzene or ortho-amino-benzenesulfonic acid derivative followed by homogeneous palladium-catalysed coupling with an olefine and heterogeneous palladium-catalysed hydrogenation of the olefinic substituent, wherein the homogeneous catalyst is reduced and precipitated as metal after the coupling in the reaction mixture and used as a heterogeneous palladium catalyst for the hydrogenation step. The process is particular suitable for the preparation N-benzenesulfon-N'-triazinyl-urea herbicides.
    Type: Grant
    Filed: May 26, 1995
    Date of Patent: April 16, 1996
    Assignee: Ciba-Geigy Corporation
    Inventors: Peter Baumeister, Gottfried Seifert, Heinz Steiner
  • Patent number: 5508393
    Abstract: The present invention is directed toward a novel process of preparing 2'-exocyclic vinylfluoride derivatives of cytidine analogues for use as ribonucleotide reductase inhibitors. The novel process of the present invention utilizes a cytidine derivative as the required starting material and provides the ribonucleotide reductase inhibitor in a more efficient five step reaction sequence. The present invention further provides the ribonucleotide reductase inhibitor in a four step reaction sequence and results in an overall yield of greater than 35%.
    Type: Grant
    Filed: May 11, 1995
    Date of Patent: April 16, 1996
    Assignee: Hoeschst Marion Roussel, Inc.
    Inventors: James R. McCarthy, Donald P. Matthews, Jeffrey S. Sabol, James R. McConnell, Richard E. Donaldson, Robert Duquid
  • Patent number: 5500406
    Abstract: The present invention provides novel iminosulfonylurea derivatives which are useful as herbicides with excellent activity and selectivity. These derivatives can be used to protect rice, wheat, corn, soybean, cotton and sugar beet from weeds.
    Type: Grant
    Filed: April 15, 1994
    Date of Patent: March 19, 1996
    Assignee: Nissan Chemical Industries Ltd.
    Inventors: Kenzi Makino, Shigeaki Akiyama, Hideaki Suzuki, Takeshi Nagaoka, Toshio Niki, Koichi Suzuki, Tsutomu Nawamaki, Shigeomi Watanabe, Kimihiro Ishikawa
  • Patent number: 5496946
    Abstract: There is provided an improved process for producing novel compounds represented by the general formula: ##STR1## wherein the ring A/ represents a pyrrole ring which may be hydrogenated; X represents an amino, hydroxyl or mercapto group; R.sup.1, R.sup.2 and R.sup.3 each, being the same as or different from the other, represents hydrogen or an alkyl, alkenyl or alkynyl group which may be substituted; R.sup.4 represents OR.sup.5 wherein R.sup.5 represents hydrogen or a hydrocarbon group which may be substituted or NHCH(COOR.sup.6)CH.sub.2 CH.sub.2 COOR.sup.7 wherein R.sup.6 and R.sup.7 each represents hydrogen or a hydrocarbon group which may be substituted; and n represents an integer of 1 to 4, or a salt thereof from compounds represented by the general formula: ##STR2## wherein X, R.sup.1, R.sup.2, R.sup.3, R.sup.4 and n are the same as defined above; Y.sup.1 and Y.sup.2 each represents oxygen or sulfur atom; R.sup.8 and R.sup.
    Type: Grant
    Filed: June 9, 1994
    Date of Patent: March 5, 1996
    Assignee: Takeda Chemical Industries, Ltd.
    Inventors: Hiroshi Akimoto, Takenori Hitaka, Tetsuo Miwa
  • Patent number: 5494886
    Abstract: R*--O--CO--NR.sup.3 A,where R.sup.3 stands for phenyl or alkyl.The compounds of formula (II) can be obtained from the corresponding sulphochlorides.
    Type: Grant
    Filed: November 10, 1994
    Date of Patent: February 27, 1996
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Heinz Kehne, Lothar Willms, Oswald Ort, Klaus Bauer, Hermann Bieringer
  • Patent number: 5492884
    Abstract: The present invention provides 1-{[2-(cyclopropylcarbonyl)-4-fluorophenyl]sulfamoyl}-3-(4,6-dimethoxy-2-p yrimidinyl) urea which has the structural formula I ##STR1## Further provided-are compositions and methods comprising that compound for the control of undesirable plant species.
    Type: Grant
    Filed: April 29, 1994
    Date of Patent: February 20, 1996
    Assignee: American Cyanamid Company
    Inventors: Michael E. Condon, Philip Mark Harrington
  • Patent number: 5482916
    Abstract: Thiadiazole derivatives with excellent herbicidal effectiveness, wide herbicidal spectrum and excellent selectivity are disclosed. The thiadiazole derivatives are represented by one of the formula [I]-[IV].
    Type: Grant
    Filed: March 5, 1993
    Date of Patent: January 9, 1996
    Assignee: Tosoh Corporation
    Inventors: Yasuaki Hanasaki, Kazuaki Tsukuda, Hiroyuki Watanabe, Kenji Tsuzuki, Mitsuyuki Murakami, Noritoshi Niimi
  • Patent number: 5480993
    Abstract: The present invention relates to a novel process for preparing sulfonylurea derivatives of formula (I) in a high purity and a high yield characterized in that a sulfonylchloride of formula (V) is reacted with 2-amino-4,6-dimethoxypyrimidine of formula (VII) in the presence of a metal cyanate and an organic base catalyst or a compound of formula (VIII) is reacted with 2-amino-4,6-dimethoxypyrimidine of formula (VII): ##STR1## wherein R.sup.1 represents hydrogen, C.sub.1 -C.sub.4 alkyl or phenyl, R.sup.2 represents hydrogen, C.sub.1 -C.sub.4 alkyl, allyl or propargyl and R.sup.3 represents hydrogen, methyl, ethyl or phenyl, and to a process for preparing the sulfonylchloride compound of formula (V) above and the compound of formula (VIII) above, both of which are useful as an intermediate compound for preparing the sulfonylurea derivative of formula (I) and to a novel intermediate compound of formula (VIII) as defined above.
    Type: Grant
    Filed: March 3, 1994
    Date of Patent: January 2, 1996
    Assignee: Lucky Ltd.
    Inventors: Jong K. Choi, In B. Chung, Jae C. Lee, Byoung W. Suh, Jong S. Sa, Tae H. Heo
  • Patent number: 5470975
    Abstract: Novel A-II receptor antagonists have the formula ##STR1## and its isomer ##STR2## wherein R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.6, R.sub.7 and R.sub.8 are as defined herein.
    Type: Grant
    Filed: January 11, 1994
    Date of Patent: November 28, 1995
    Assignee: E.R. Squibb & Sons, Inc.
    Inventor: Karnail Atwal
  • Patent number: 5470819
    Abstract: This invention relates to derivatives of acrylic acid useful in agriculture (especially as fungicides but also as plant growth regulators, insecticides and nematocides), to processes for preparing them, to agricultural (especially fungicidal) compositions containing them, and to methods of using them to combat fungi, especially fungal infections in plants, to regulate plant growth and to kill or control insect or nematode pests.The invention provides a compound having the formula (I): ##STR1## and stereoisomers thereof, wherein W is a substituted pyridinyl or substituted pyrimidinyl group linked to A by any of its ring carbon atoms; A is either an oxygen atom or S(O).sub.n wherein n is 0, 1 or 2; X, Y and Z, which are the same or different, are hydrogen or halogen atoms, or hydroxy, optionally substituted alkyl (including haloalkyl), optionally substituted alkenyl, optionally substituted alkynyl, optionally substituted alkoxy.
    Type: Grant
    Filed: May 9, 1994
    Date of Patent: November 28, 1995
    Assignee: Zeneca Limited
    Inventors: Vivienne M. Anthony, John M. Clough, Paul deFraine, Christopher R. A. Godfrey, Ian Ferguson, Patrick J. Crowley, Michael G. Hutchings
  • Patent number: 5464808
    Abstract: There are provided 1-{[.alpha.-cyclopropyl-.alpha.-(substituted oxy)-o-tolyl]sulfamoyl}-3-(4,6-dimethoxy-2-pyrimidinyl)urea compounds of formula I ##STR1## Further provided are compositions and methods comprising those compounds for the control of undesirable plant species.
    Type: Grant
    Filed: December 28, 1993
    Date of Patent: November 7, 1995
    Assignee: American Cyanamid Company
    Inventors: Michael E. Condon, Philip M. Harrington
  • Patent number: 5461026
    Abstract: The present invention relates to novel pyridinesulfonylurea derivatives, having a herbicidal activity, which is described in the following structure of general formula (I) ##STR1## wherein, Q is Q-1, Q-2, Q-3 or Q-4 as follows; ##STR2## E is single bond or CH.sub.2 R.sup.2 is C.sub.1 -C.sub.6 alkyl substituted with 1 to 3 halogens;R.sup.1, R.sup.3, W and A are defined in the claims; and these may be an agriculturally suitable salt.
    Type: Grant
    Filed: November 29, 1993
    Date of Patent: October 24, 1995
    Assignee: Korea Research Institute of Chemical Technology
    Inventors: Dae-Whang Kim, Hae Sung Chang, Jae Wook Ryu, In Ho Jo
  • Patent number: 5461025
    Abstract: The present invention relates to novel benzenesulfonylurea derivatives, having a herbicidal activity, which is described in the following structure of general formula (I) ##STR1## wherein R.sup.1 is H,C.sub.1 -C.sub.3 alkyl, C.sub.1 -C.sub.3 haloalkyl, halogen, CN, NO.sub.2, C.sub.1 -C.sub.3 alkoxy, C.sub.1 -C.sub.3 haloalkoxy, SO.sub.2 NR.sup.I R.sup.II, C.sub.1 -C.sub.3 alkylthio, C.sub.1 -C.sub.3 alkylsulfinyl, C.sub.1 -C.sub.3 alkylsulfonyl, SCH.sub.2 F, NH.sub.2, NHCH.sub.3, N(Me).sub.2, C.sub.1 -C.sub.2 alkyl substituted with C.sub.1 -C.sub.2 alkoxy, C.sub.1 -C.sub.2 haloalkoxy, SH, SCH.sub.3, CN or OH, or CO.sub.2 R.sup.III ; and then R.sup.1 is H, C.sub.1 -C.sub.4 alkyl, C.sub.2 -C.sub.3 cyanoalkyl, methoxy or ethoxy; R.sup.II is H, C.sub.1 -C.sub.4 alkyl, C.sub.3 -C.sub.4 alkenyl, or when taken together connecting R.sup.I and R.sup.II, --(CH.sub.2).sub.3 --, --(CH.sub.2).sub.4 --, --(CH.sub.2).sub.5 -- or --CH.sub.2 CH.sub.2 OCH.sub.2 CH.sub.2 -- , may be formed;R.sup.III is C.sub.1 -C.sub.
    Type: Grant
    Filed: December 9, 1993
    Date of Patent: October 24, 1995
    Assignee: Korea Research Institute of Chemical Technology
    Inventors: Dae-Whang Kim, Young Kwan Ko, Jin-Seog Kim, Dong Whan Ku
  • Patent number: 5457084
    Abstract: A substituted pyridinesulfonamide compound or its salt represented by the following formula (I): ##STR1## wherein A is CH; R.sub.1 and R.sub. 2 are each independently a member selected from the group consisting of unsubstituted or substituted alkyl groups, unsubstituted or substituted alkenyl groups, unsubstituted or substituted cycloalkyl groups, and unsubstituted or substituted phenyl groups; and X and Y are each independently a member selected from the group consisting of alkyl groups and alkoxy groups. This compound is an effective ingredient in a herbicide showing a wide weed-control spectrum even when used in a small amount.
    Type: Grant
    Filed: May 11, 1994
    Date of Patent: October 10, 1995
    Assignee: Ishihara Sangyo Kaisha Ltd.
    Inventors: Nobuyuki Sakashita, Toshio Nakajima, Shigeo Murai, Kazuyuki Maeda, Yuji Nakamura, Tsunezo Yoshida, Shooichi Honzawa, Fumio Kanamori
  • Patent number: 5453427
    Abstract: The invention discloses compounds of formula I It has now been found that compounds of formula I ##STR1## wherein R.sub.1 is hydrogen, methyl, ethyl or trifluoromethyl, andR.sub.2 is hydrogen, methyl, ethyl, C.sub.1-4 alkylthio, C.sub.1-4 alkoxy, or di-C.sub.1-4 alkylamino, andR.sub.3 is C.sub.1-10 alkyl, C.sub.1-10 haloalkyl, aryl, heteroaryl, aryl-C.sub.1-4 alkyl, heteroaryl-C.sub.1-4 alkyl, aryloxy-C.sub.1-4 alkyl, aryloxyaryl, arylaryl, heteroaryl, aryl-C.sub.1-4 alkoxyaryl, aryl-C.sub.1-4 alkoxy-C.sub.1-4 alkyl, heteroaryloxyaryl, aryloxy-C.sub.1-4 alkylaryl or aryl substituted by a group selected from --C(CH.sub.3).dbd.N--O--CH.sub.2 --aryl, --C(CH.sub.3).dbd.N--O--CH(CH.sub.3)--aryl, --C(CH.sub.3).dbd.N--C.sub.1-4 alkoxy, --C(CH.sub.3).dbd.N--C.sub.3-4 alkenyloxy,--C(CH.sub.3).dbd.N--C.sub.3-4 alkynyloxy, or --CH.sub.2 --O--N.dbd.C(CH.sub.
    Type: Grant
    Filed: July 8, 1994
    Date of Patent: September 26, 1995
    Assignee: Sandoz Ltd.
    Inventors: Martin Eberle, Fritz Schaub, Gerald W. Craig
  • Patent number: 5439908
    Abstract: Compounds of the formula ##STR1## wherein A is a substituted or unsubstituted, aromatic or non-aromatic, monocyclic or bicyclic, heterocyclic radical that is bonded by way of a carbon atom to X; each of R.sub.1 and R.sub.2, independently of the other, is hydrogen or C.sub.1 -C.sub.6 alkyl; X is NR.sub.3, O or S; and R.sub.3 is hydrogen or C.sub.1 -C.sub.4 alkyl, in free form or in salt form, can be used as agrochemical active ingredients and can be prepared in a manner known per se.
    Type: Grant
    Filed: October 30, 1992
    Date of Patent: August 8, 1995
    Assignee: Ciba-Geigy Corporation
    Inventors: Peter Maienfisch, Manfred Boger, Thomas Pitterna
  • Patent number: 5439874
    Abstract: The invention relates to novel substituted bicyclo[3.1.0]hexanes of the formula ##STR1## in which R.sup.1 represents, e. g., hydroxyl or alkoxy,R.sup.2 to R.sup.8 represent, e. g., hydrogen or alkyl,R.sup.9 and R.sup.10 represent, e.g., methyl or methoxy,X represents, e.g., oxygen,Y represents, e.g., oxygen or sulphur andZ represents, e.g., CH or N,as well as salts of the free acid (R.sup.1 =OH) and their further functional derivatives, and furthermore to processes and novel intermediates for their preparation, and to their use as herbicides.In addition, a novel process is described for preparing certain 2-keto-bicyclo[3.1.0]hexanes, which are required as intermediates, starting from correspondingly substituted .alpha.,.beta.-unsaturated carbonyl compounds (of the methacrolein type) and .beta.-keto acid esters (of the acetoacetic acid ester type).
    Type: Grant
    Filed: July 21, 1993
    Date of Patent: August 8, 1995
    Assignee: Bayer Aktiengesellschaft
    Inventors: Mark W. Drewes, Rolf Kirsten, Hans-Joachim Santel, Klaus Lurssen, Robert R. Schmidt
  • Patent number: 5434124
    Abstract: Sulfonylurea derivatives of the formula I ##STR1## where R.sup.1 is unsubstituted or substituted alkyl or phenyl; alkenyl or propargyl, alkylamino or dialkylamino; R.sup.2 is hydrogen, halogen, unsubstituted or substituted methyl, methoxy or ethoxy, alkylsulfonyl, nitro or cyano;R.sup.3 is difluoromethoxy, trifluoromethoxy, bromodifluoromethoxy, chlorodifluoromethoxy or fluorine;R.sup.4 is halogen, unsubstituted or halogen-substituted methyl, ethyl, methoxy or ethoxy or is methylamino or dimethylamino;R.sup.5 is hydrogen, alkyl or alkenyl or alkynyl, andZ is CH or N,with the proviso thata) when R.sup.3 is difluoromethoxy, R.sup.1 is not dialkylamino, R.sup.2 is not alkylsulfonyl and R.sup.4 is not methyl or methoxy andb) when R.sup.3 is fluorine and Z is N, R.sup.4 is not alkylamino, and salts thereof are suitable as herbicides.
    Type: Grant
    Filed: August 6, 1993
    Date of Patent: July 18, 1995
    Assignee: BASF Aktiengesellschaft
    Inventors: Horst Mayer, Gerhard Hamprecht, Karl-Otto Westphalen, Matthias Gerber, Helmut Walter
  • Patent number: 5434157
    Abstract: 6-Aryl pyrimidinol compounds, also can be named 6-aryl pyrimidinone or 6-aryl-isocytosine novel compounds, also novel and old compounds useful for treating viral infections and inducing interferon production. Dosage forms and method of treatment are disclosed.
    Type: Grant
    Filed: January 21, 1993
    Date of Patent: July 18, 1995
    Assignee: The Upjohn Company
    Inventors: Wendell Wierenga, Harvey I. Skulnick, Dale A. Stringfellow
  • Patent number: 5426110
    Abstract: The present invention provides novel pyrimidinyl-glutamic acid derivatives and intermediates thereto. Further provided are methods for inhibiting dihydrofolate reductase in mammals and for treating susceptible neoplasms in mammals, particularly humans.
    Type: Grant
    Filed: October 6, 1993
    Date of Patent: June 20, 1995
    Assignee: Eli Lilly and Company
    Inventors: Lynn S. Gossett, Chuan Shih