Carbocyclic Ring Containing Patents (Class 544/321)
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Patent number: 5683964Abstract: 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: GrantFiled: July 20, 1995Date of Patent: November 4, 1997Assignee: Kureha Kagaku Kogyo K.K.Inventors: Yoichi Kanda, Hideo Arabori, Masato Arahira, Tsutomu Sato
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Patent number: 5681957Abstract: 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: GrantFiled: May 3, 1996Date of Patent: October 28, 1997Assignee: Bayer AktiengesellschaftInventors: Erich Wolters, Guido Steffan, Alexander Klausener
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Patent number: 5674868Abstract: 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: GrantFiled: June 16, 1995Date of Patent: October 7, 1997Assignee: Janssen Pharmaceutica N.V.Inventors: Georges Henri Paul Van Daele, Jean-Paul Rene Marie Andre Bosmans, Willy Joannes Carolus Van Laerhoven
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Patent number: 5658854Abstract: 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: GrantFiled: June 30, 1994Date of Patent: August 19, 1997Assignee: Hoechst Schering AgrEvo GmbHInventors: Gerhard Schnabel, Lothar Willms, Klaus Bauer, Hermann Bieringer
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Patent number: 5648315Abstract: 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: GrantFiled: October 13, 1994Date of Patent: July 15, 1997Assignee: Hoechst Schering AgrEvo GmbHInventors: Klaus Lorenz, Lothar Willms, Klaus Bauer, Hermann Bieringer
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Patent number: 5635451Abstract: 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: GrantFiled: June 8, 1992Date of Patent: June 3, 1997Assignee: Hoechst Schering AgrEvo GmbHInventors: Heinz Kehne, Lothar Willms, Oswald Ort, Klaus Bauer, Hermann Bieringer
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Patent number: 5616537Abstract: 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: GrantFiled: March 1, 1994Date of Patent: April 1, 1997Assignees: 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
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Patent number: 5612287Abstract: 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: GrantFiled: June 6, 1995Date of Patent: March 18, 1997Assignee: Kureha Kagaku Kogyo K.K.Inventors: Yoichi Kanda, Hideo Arabori, Masato Arahira, Tsutomu Sato
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Patent number: 5612483Abstract: Nitro-substituted aromatics can be directly aminated with amines in the presence of simple bases and oxygen.Type: GrantFiled: September 6, 1995Date of Patent: March 18, 1997Assignee: Bayer AktiengesellschaftInventor: Manfred Jautelat
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Patent number: 5612286Abstract: 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: GrantFiled: August 24, 1994Date of Patent: March 18, 1997Assignee: BASF AktiengesellschaftInventors: Horst Mayer, Gerhard Hamprecht, Karl-Otto Westphalen, Matthias Gerber, Uwe Kardorff, Helmut Walter
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Patent number: 5610302Abstract: 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: GrantFiled: June 5, 1995Date of Patent: March 11, 1997Assignee: L'OrealInventors: Didier Dufetel, Francoise Estradier, Quintino Gaetani, Michel Hocquaux
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Patent number: 5597779Abstract: 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: GrantFiled: April 10, 1995Date of Patent: January 28, 1997Assignee: Ciba-Geigy CorporationInventor: Willy Meyer
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Patent number: 5594141Abstract: 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: GrantFiled: November 23, 1994Date of Patent: January 14, 1997Assignee: Neurogen CorporationInventors: Jun Yuan, Andrew Thurkauf
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Patent number: 5591694Abstract: 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: GrantFiled: February 28, 1994Date of Patent: January 7, 1997Assignee: BASF AktiengesellschaftInventors: Gerhard Hamprecht, Horst Mayer, Karl-Otto Westphalen, Helmut Walter, Matthias Gerber, Uwe Kardorff
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Patent number: 5589478Abstract: 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: GrantFiled: December 16, 1994Date of Patent: December 31, 1996Assignee: Tanabe Seiyaku Co., Ltd.Inventors: Koichiro Yamada, K osuke Yasuda, Kohei Kikkawa, Rikako Kohno
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Patent number: 5585328Abstract: This invention relates to certain herbicidal pyrrolesulfonylureas, compositions thereof and a method for their use as herbicides or plant growth regulants.Type: GrantFiled: September 12, 1995Date of Patent: December 17, 1996Assignee: E. I. du Pont de Nemours and CompanyInventors: William T. Zimmerman, Bruce A. Lockett, John Cuomo
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Patent number: 5569761Abstract: 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: GrantFiled: February 7, 1995Date of Patent: October 29, 1996Assignee: Hoechst AktiengesellschaftInventors: Lothar Willms, Stephen Lacchein, Gunter Schlegel, Heinz Kehne
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Patent number: 5565464Abstract: 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: GrantFiled: March 21, 1994Date of Patent: October 15, 1996Assignee: Istituto Luso Farmaco d'Italia S.p.A.Inventors: Aldo Salimbeni, Davide Poma, Elso Manghisi, Carlo Scolastico
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Patent number: 5565459Abstract: 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: GrantFiled: May 18, 1995Date of Patent: October 15, 1996Assignee: Bayer AktiengesellschaftInventors: Klaus Wagner, Christoph Erdelen, J urgen Hartwig, Wolfgang Leicht, Wilhelm Stendel
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Patent number: 5559233Abstract: The invention relates to processes for preparing N-substituted heterocyclic compounds of formula (I) ##STR1##Type: GrantFiled: June 30, 1994Date of Patent: September 24, 1996Assignee: SanofiInventors: Claude Bernhart, Jean-Claude Breliere, Jacques Clement, Dino Nisato, Pierre Perreault, Claude Muneaux, Yvette Muneaux
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Patent number: 5559234Abstract: 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: GrantFiled: June 6, 1995Date of Patent: September 24, 1996Assignee: American Cyanamid CompanyInventor: Thomas W. Drabb, Jr.
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Patent number: 5550238Abstract: 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: GrantFiled: August 23, 1995Date of Patent: August 27, 1996Assignee: E. I. Du Pont de Nemours and CompanyInventors: George C. Chiang, Richard F. Davis, Kwaku O. Temeng
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Patent number: 5534481Abstract: 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: GrantFiled: January 30, 1995Date of Patent: July 9, 1996Assignees: 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
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Patent number: 5532203Abstract: 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: GrantFiled: May 1, 1995Date of Patent: July 2, 1996Assignee: Ciba-Geigy CorporationInventors: Werner Fory, Elmar Kerber, Manfred Hudetz
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Patent number: 5525724Abstract: 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: GrantFiled: February 27, 1995Date of Patent: June 11, 1996Assignee: Huels AktiengesellschaftInventor: Artur Hunds
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Patent number: 5525604Abstract: 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: GrantFiled: August 24, 1994Date of Patent: June 11, 1996Assignee: Ono Pharmaceutical Co., Ltd.Inventors: Sung J. Lee, Yoshitaka Konishi, Orest T. Macina, Kigen Kondo, Dingwei T. Yu, Tamara A. Miskowski
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Patent number: 5525730Abstract: 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: GrantFiled: February 15, 1995Date of Patent: June 11, 1996Assignee: Lucky LimitedInventors: Jong K. Choi, In B. Chung, Jae C. Lee, Byoung W. Suh, Jong S. Sa, Tae H. Heo
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Patent number: 5523405Abstract: 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: GrantFiled: March 14, 1995Date of Patent: June 4, 1996Assignee: E. I. Du Pont de Nemours and CompanyInventor: Joseph J. Mrowca
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Patent number: 5518994Abstract: 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: GrantFiled: December 6, 1994Date of Patent: May 21, 1996Assignee: 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
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Patent number: 5516905Abstract: 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: GrantFiled: August 30, 1994Date of Patent: May 14, 1996Assignee: University of Massachusetts Medical CenterInventors: Neal C. Brown, George Wright
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Patent number: 5508402Abstract: 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: GrantFiled: May 26, 1995Date of Patent: April 16, 1996Assignee: Ciba-Geigy CorporationInventors: Peter Baumeister, Gottfried Seifert, Heinz Steiner
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Patent number: 5508393Abstract: 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: GrantFiled: May 11, 1995Date of Patent: April 16, 1996Assignee: Hoeschst Marion Roussel, Inc.Inventors: James R. McCarthy, Donald P. Matthews, Jeffrey S. Sabol, James R. McConnell, Richard E. Donaldson, Robert Duquid
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Patent number: 5500406Abstract: 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: GrantFiled: April 15, 1994Date of Patent: March 19, 1996Assignee: Nissan Chemical Industries Ltd.Inventors: Kenzi Makino, Shigeaki Akiyama, Hideaki Suzuki, Takeshi Nagaoka, Toshio Niki, Koichi Suzuki, Tsutomu Nawamaki, Shigeomi Watanabe, Kimihiro Ishikawa
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Patent number: 5496946Abstract: 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: GrantFiled: June 9, 1994Date of Patent: March 5, 1996Assignee: Takeda Chemical Industries, Ltd.Inventors: Hiroshi Akimoto, Takenori Hitaka, Tetsuo Miwa
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Patent number: 5494886Abstract: 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: GrantFiled: November 10, 1994Date of Patent: February 27, 1996Assignee: Hoechst AktiengesellschaftInventors: Heinz Kehne, Lothar Willms, Oswald Ort, Klaus Bauer, Hermann Bieringer
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Patent number: 5492884Abstract: 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: GrantFiled: April 29, 1994Date of Patent: February 20, 1996Assignee: American Cyanamid CompanyInventors: Michael E. Condon, Philip Mark Harrington
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Patent number: 5482916Abstract: 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: GrantFiled: March 5, 1993Date of Patent: January 9, 1996Assignee: Tosoh CorporationInventors: Yasuaki Hanasaki, Kazuaki Tsukuda, Hiroyuki Watanabe, Kenji Tsuzuki, Mitsuyuki Murakami, Noritoshi Niimi
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Patent number: 5480993Abstract: 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: GrantFiled: March 3, 1994Date of Patent: January 2, 1996Assignee: Lucky Ltd.Inventors: Jong K. Choi, In B. Chung, Jae C. Lee, Byoung W. Suh, Jong S. Sa, Tae H. Heo
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Patent number: 5470975Abstract: 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: GrantFiled: January 11, 1994Date of Patent: November 28, 1995Assignee: E.R. Squibb & Sons, Inc.Inventor: Karnail Atwal
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Patent number: 5470819Abstract: 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: GrantFiled: May 9, 1994Date of Patent: November 28, 1995Assignee: Zeneca LimitedInventors: Vivienne M. Anthony, John M. Clough, Paul deFraine, Christopher R. A. Godfrey, Ian Ferguson, Patrick J. Crowley, Michael G. Hutchings
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Patent number: 5464808Abstract: 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: GrantFiled: December 28, 1993Date of Patent: November 7, 1995Assignee: American Cyanamid CompanyInventors: Michael E. Condon, Philip M. Harrington
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Patent number: 5461026Abstract: 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: GrantFiled: November 29, 1993Date of Patent: October 24, 1995Assignee: Korea Research Institute of Chemical TechnologyInventors: Dae-Whang Kim, Hae Sung Chang, Jae Wook Ryu, In Ho Jo
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Patent number: 5461025Abstract: 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: GrantFiled: December 9, 1993Date of Patent: October 24, 1995Assignee: Korea Research Institute of Chemical TechnologyInventors: Dae-Whang Kim, Young Kwan Ko, Jin-Seog Kim, Dong Whan Ku
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Patent number: 5457084Abstract: 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: GrantFiled: May 11, 1994Date of Patent: October 10, 1995Assignee: Ishihara Sangyo Kaisha Ltd.Inventors: Nobuyuki Sakashita, Toshio Nakajima, Shigeo Murai, Kazuyuki Maeda, Yuji Nakamura, Tsunezo Yoshida, Shooichi Honzawa, Fumio Kanamori
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Patent number: 5453427Abstract: 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: GrantFiled: July 8, 1994Date of Patent: September 26, 1995Assignee: Sandoz Ltd.Inventors: Martin Eberle, Fritz Schaub, Gerald W. Craig
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Patent number: 5439908Abstract: 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: GrantFiled: October 30, 1992Date of Patent: August 8, 1995Assignee: Ciba-Geigy CorporationInventors: Peter Maienfisch, Manfred Boger, Thomas Pitterna
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Patent number: 5439874Abstract: 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: GrantFiled: July 21, 1993Date of Patent: August 8, 1995Assignee: Bayer AktiengesellschaftInventors: Mark W. Drewes, Rolf Kirsten, Hans-Joachim Santel, Klaus Lurssen, Robert R. Schmidt
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Patent number: 5434124Abstract: 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: GrantFiled: August 6, 1993Date of Patent: July 18, 1995Assignee: BASF AktiengesellschaftInventors: Horst Mayer, Gerhard Hamprecht, Karl-Otto Westphalen, Matthias Gerber, Helmut Walter
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Patent number: 5434157Abstract: 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: GrantFiled: January 21, 1993Date of Patent: July 18, 1995Assignee: The Upjohn CompanyInventors: Wendell Wierenga, Harvey I. Skulnick, Dale A. Stringfellow
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Patent number: 5426110Abstract: 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: GrantFiled: October 6, 1993Date of Patent: June 20, 1995Assignee: Eli Lilly and CompanyInventors: Lynn S. Gossett, Chuan Shih