Sulfur Attached Indirectly To The Diazine Ring By Nonionic Bonding (e.g., Thiamines, Etc.) Patents (Class 544/327)
  • Patent number: 5110986
    Abstract: This application relates to a process for preparing a N-t-alkyl-1,2-diacylhydrazine by reacting a 1,3,4-oxadiazole with a tertiary alkyl cation precursor in the presence of a strong acid catalyst. Preferably, the 1,3,4-oxadiazole is a 2,5-disubstituted-1,3,4-oxadiazole and more preferably a 2,5-diaryl-1,3,4-oxadiazole. The strong acid catalyst is preferably a sulfur containing acid and more preferably sulfuric acid.
    Type: Grant
    Filed: April 26, 1988
    Date of Patent: May 5, 1992
    Assignee: Rohm and Haas Company
    Inventor: Martha J. Kelly
  • Patent number: 5102443
    Abstract: Heterocyclically substituted phenoxysulfonylureas, processes for the preparation thereof, and the use thereof as herbicides or plant growth regulators. Compounds of the formula I or the salts thereof ##STR1## where R.sup.1 is (C.sub.1 -C.sub.8)alkyl, (C.sub.2 -C.sub.8)alkenyl or (C.sub.2 -C.sub.8)alkynyl, these radicals being substituted by halogen, saturated or unsaturated (C.sub.1 -C.sub.6)alkoxy, (C.sub.1 -C.sub.6)alkylthio, -sulfinyl or -sulfonyl, (C.sub.1 -C.sub.6)alkoxycarbonyl, NO.sub.2, CN or phenyl; furthermore is (C.sub.2 -C.sub.8)alkenyl, (C.sub.2 -C.sub.8)alkynyl or (C.sub.3 -C.sub.8)cycloalkyl, which can be substituted by halogen or by alkoxy or alkylthio; (C.sub.5 -C.sub.8)cycloalkenyl, cyclopropylmethyl, epoxypropyl; furfuryl, tetrahydrofurfuryl or phenoxy (C.sub.1 -C.sub.4)alkyl, it being possible for the last three substituents mentioned to be substituted by halogen, alkyl or alkoxy; or phenyl which can be substituted by halogen, alkyl, alkoxy, NO.sub.2, CF.sub.3, CN or OCHF.sub.
    Type: Grant
    Filed: May 15, 1989
    Date of Patent: April 7, 1992
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Heinz Kehne, Lothar Willms, Klaus Bauer, Hermann Bieringer, Helmut Burstell
  • Patent number: 5084459
    Abstract: There is provided a pest control composition containing a compound represented by the formula, ##STR1## wherein R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are the same or different and independently mean a hydrogen atom, a hydrocarbon group which may be substituted or a heterocyclic group which may be substituted and X means an electron attracting group or a salt thereof.The compounds are of minimal toxicity to man, domestic animals and fish and selectively display remarkable control effect on pests.
    Type: Grant
    Filed: October 25, 1989
    Date of Patent: January 28, 1992
    Assignee: Takeda Chemical Industries, Ltd.
    Inventors: Hideki Uneme, Isao Minamida, Tetsuo Okauchi, Noriko Higuchi
  • Patent number: 5073558
    Abstract: Disclosed are an aminopyrimidine compound or an acid addition salt thereof represented by the formula: ##STR1## wherein R1, R2, R3, R4, R5 and Y have the same meanings defined in the specification;a process for preparing the compound and insecticide or bactericide containing the compound.
    Type: Grant
    Filed: October 26, 1989
    Date of Patent: December 17, 1991
    Assignee: Ube Industries, Ltd.
    Inventors: Tokio Obata, Katsutoshi Fujii, Isamu Narita, Shoji Shikita
  • Patent number: 5066800
    Abstract: A novel process and intermediates used therein for linking a cephalosporin compound to a quinolone are disclosed. According to the disclosed process, the 2-carboxylic acid moiety of the cephalosporin compound is treated with an organic base. The resulting salt is then reacted with a quinolone compound which has been activated using a haloformate. The reaction is run in a non-aqueous organic solvent. 4-Dimethylaminopyridine is used to promote the reaction between the cephalosporin salt and the activated quinolone.
    Type: Grant
    Filed: April 27, 1990
    Date of Patent: November 19, 1991
    Assignee: Hoffmann-La Roche Inc.
    Inventor: Masami Okabe
  • Patent number: 5053072
    Abstract: Compounds of the formula I or salts thereof ##STR1## where R.sup.1 is H or an aliphatic radical; R.sup.2 and R.sup.3 are H, alkyl or phenyl; W is O, S, NR.sup.4 or NOR.sup.4 ; X is CHR.sup.2, O or NR.sup.4 ; L is a (substituted) phenyl, naphthyl or monocyclic heteroaryl radical, A is a (substituted) pyrimidyl, triazinyl, triazolyl or bicyclic heteroaryl radical, and m and n are 0 or 1, have advantageously herbicidal or plant growth-regulating properties.
    Type: Grant
    Filed: July 31, 1989
    Date of Patent: October 1, 1991
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Oswald Ort, Lothar Willms, Klaus Bauer, Hermann Bieringer, Arno Schulz
  • Patent number: 5047223
    Abstract: Phosphoric acid is separated from aqueous solutions of thiamine phosphates which are obtained in the phosphorylation of thiamine, with or without subsequent partial hydrolysis, by a process in which the phosphoric acid is converted with a virtually water-insoluble or only slightly water-soluble tertiary amine into the corresponding salt and the latter is extracted with a virtually water-immiscible or only slightly water-miscible solvent of moderate polarity. In a particularly advantageous procedure, the phosphoric acid is extracted with a mixture of a virtually water-insoluble or only slightly water-soluble tertiary amine and a virtually water-immiscible or only slightly water-miscible solvent of moderate polarity.
    Type: Grant
    Filed: February 9, 1990
    Date of Patent: September 10, 1991
    Assignee: BASF Aktiengesellschaft
    Inventors: Wolfgang Schul, Joachim Paust
  • Patent number: 5043443
    Abstract: Novel aminomethyloxooxazolidinyl arylbenzene derivatives, wherein the aryl includes the phenyl, substituted phenyl, pyridyl, and substituted pyridyl groups, such as (l)-N-{3-[4- (4'-pyridyl)phenyl]-2-oxooxazolidin-5-ylmethyl}acetamide, possess useful antibacterial activity.
    Type: Grant
    Filed: July 24, 1990
    Date of Patent: August 27, 1991
    Assignee: Du Pont Merck Pharmaceutical Company
    Inventors: Randall K. Carlson, Chung-Ho Park, Walter A. Gregory
  • Patent number: 5030270
    Abstract: Sulfonylureas with heterocyclic substituents, a process for the preparation thereof, and the use thereof as herbicides or plant-growth regulators.Sulfonylureas with heterocyclic substituents, of the formula ##STR1## in which the variables are defined in the specification, as well as the salts thereof have herbicidal and plant-growth regulatory properties on mon- and dicotyledonous plants.
    Type: Grant
    Filed: August 3, 1989
    Date of Patent: July 9, 1991
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Heinz-Josef Loher, Lothar Willms, Michael Frey, Klaus Bauer, Hermann Bieringer
  • Patent number: 5023259
    Abstract: The invention relates to novel nitroenamines of formula I ##STR1## wherein R.sub.1 is dialkylamino, alkoxy, alkenyloxy, alkoxyalkyl, alkylthioalkyl, alkoxycarbonylamino, aralkoxy, 2-thiazolyl, or an unsubstituted or substituted radical from the series alkyl, alkenyl, alkynyl, cycloalkyl, aralkyl and heteroarylalkyl, R.sub.2 is nitro, cyano, hydroxy, or an unsubstituted or substituted radical from the series alkyl, cycloalkyl, alkenyl, alkynyl, aralkyl, alkoxycarbonyl, amino, dialkylamino, alkylcarbonyl, alkoxycarbonyl, alkylcarbonylamino, alkoxycarbonylamino, alkylcarbonyloxy and pyridinylmethyl, R.sub.3 is alkyl, cycloalkyl, or an unsubstituted or substituted pyridinylmethyl radical, and R.sub.4 is alkyl or cycloalkyl, including the salts of compounds of formula I, to a process for the preparation of these compounds, and to compositions containing these active ingredients and their use in pest control, especially for the control of insects.
    Type: Grant
    Filed: December 14, 1989
    Date of Patent: June 11, 1991
    Assignee: Ciba-Geigy Corporation
    Inventor: Laurenz Gsell
  • Patent number: 5015284
    Abstract: Compounds of the formula I, their stereoisomers or their salts ##STR1## wherein A denotes >C(R.sup.4).sub.2 or >C.dbd.C(R.sup.5).sub.2 ; R.sup.1 denotes H, an optionally substituted aliphatic or cycloaliphatic radical, forfuryl, tetrahydrofurfuryl or (substituted) phenyl; R.sup.2 denotes H, alkyl, alkenyl, alkynyl or alkoxy; R.sup.3 denotes a radical of the formulae ##STR2## X denotes O, S or NR.sup.12 and Y denotes O or S, possess excellent herbicidal and plant-growth regulating properties.
    Type: Grant
    Filed: April 6, 1989
    Date of Patent: May 14, 1991
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Lothar Willms, Klaus Bauer, Hermann Bieringer, Helmut Burstell
  • Patent number: 4987135
    Abstract: A substituted benzene derivative represented by a formula: ##STR1## where A represents: ##STR2## wherein X is a hydrogen atom, a halogen atom or a nitro group, R.sup.1 is --X.sup.1 Z.sup.1 (X.sup.1 is an oxygen atom or a sulfur atom and Z.sup.1 is a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkenyl group, a substituted or unsubstituted alkynyl group, a substituted or unsubstituted aryl group or a substituted or unsubstituted heteroaryl group), --COZ.sup.1 group (Z.sup.1 is as defined above), ##STR3## group (Z.sup.1 is as defined above, Z.sup.2 is --CO.sub.2 Z.sup.3 wherein Z.sup.3 is the same as Z.sup.1, or --SO.sub.2 Z.sup.3 wherein Z.sup.3 is as defined above and n is 0 or 1), ##STR4## (Z.sup.1 and Z.sup.3 are as defined above) or ##STR5## (X.sup.2, X.sup.3 and X.sup.4 are, respectively, an oxygen atom or a sulfur atom and Z.sup.4 and Z.sup.5 are the same as Z.sup.1), and R.sup.3 is a nitro group or ##STR6## (R.sup.4 and R.sup.
    Type: Grant
    Filed: March 16, 1989
    Date of Patent: January 22, 1991
    Assignee: Ishihara Sangyo Kaisha Ltd.
    Inventors: Takahiro Haga, Nobutoshi Yamada, Hideo Sugi, Toru Koyanagi, Hiroshi Okada
  • Patent number: 4985426
    Abstract: There is disclosed a compound represented by the formula: ##STR1## wherein R.sub.1 represents a hydrogen atom or a lower alkyl group; R.sub.2 and R.sub.3 each independently represent a halogen atom or a lower alkyl group; R.sub.
    Type: Grant
    Filed: November 13, 1989
    Date of Patent: January 15, 1991
    Assignees: UBE Industries, Ltd., The Institute of Physical and Chemical Research
    Inventors: Hirosuke Yoshioka, Tokio Obata, Katsutoshi Fujii, Kiyoshi Tsutsumiuchi, Haruo Yoshiya
  • Patent number: 4980355
    Abstract: Novel substituted isonicotinic acid amides of the general formula ##STR1## in which X in ortho/ortho'-position are equal and represent fluorine, chlorine, bromine or iodine;Q.sub.1 is unsubstituted pyridimin-4-yl, or pyrimidin-4-yl substituted by R.sub.1, R.sub.2 and R.sub.3 ;Q.sub.2 is unsubstituted pyrimidin-2-yl, or pyrimidin-2-yl substituted by R.sub.1, R.sub.2 and R.sub.3 ;Q.sub.3 is unsubstituted pyrimidin-5-yl, or pyrimidin-5-yl substituted by R.sub.1, R.sub.2 and R.sub.3 ;Q.sub.4 is pyridin-2-yl, pyridin-3-yl or pyridin-4-yl each of which is unsubstituted or substituted by R.sub.1, R.sub.2 and R.sub.3 ;Q.sub.5 is pyridazin-3-yl or pyridazin-4-yl each of which is unsubstituted or substituted by R.sub.1, R.sub.2 and R.sub.3 ;Q.sub.6 is unsubstituted pyrazin-2-yl, or pyrazin-2-yl substituted by R.sub.1, R.sub.2 and R.sub.3 ;R.sub.1, R.sub.2, R.sub.3 are hydrogen, halogen, C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 haloalkyl having from 1 to 3 halogen atoms, C.sub.1 -C.sub.6 alkoxy, C.sub.2 -C.sub.
    Type: Grant
    Filed: March 3, 1989
    Date of Patent: December 25, 1990
    Assignee: Ciba-Geigy Corporation
    Inventors: Helmut Zondler, Alfred Meyer, Wolfgang Eckhardt, Walter Kunz
  • Patent number: 4977263
    Abstract: Antibacterially active new 1,8-bridged 4-quinolone-3-carboxylic acid derivatives of the formula ##STR1## in which Y is carboxyl or a derivative thereofR.sup.1, R.sup.2, R.sup.3, X.sup.1, X.sup.2 and X.sup.5 are H or various radicals,Z is Om NH, substituted NH, ##STR2## m and n are 0 or 1, and A, B, D and E are CH or substituted C or up to three of them are N,and physiologically acceptable salts thereof. Novel intermediates are described as well as processes for making the intermediates and end products.
    Type: Grant
    Filed: September 25, 1989
    Date of Patent: December 11, 1990
    Assignee: Bayer Aktiengesellschaft
    Inventors: Michael Schriewer, Klaus Croche, Hans-Jonchim Zeiler, Karl G. Hetzner
  • Patent number: 4968796
    Abstract: Disclosed is a process for the preparation of a sulphonylisothiourea of the formula ##STR1## wherein R.sup.1, R.sup.2, R.sup.3, X, Y, and Z are as defined herein, which comprises reacting a sulphonic acid amide of the formulaR.sup.1 --SO.sub.2 --NH.sub.2, (II)or a metal salt thereof, with an N-heteroaryl-iminodithiocarbonic acid S,S-diester of the formula ##STR2## at a temperature between about 20.degree. C. and 200.degree. C. Intermediates and a process for their preparation are also disclosed.
    Type: Grant
    Filed: August 17, 1989
    Date of Patent: November 6, 1990
    Assignee: Bayer Aktiengesellschaft
    Inventor: Hans-Jochem Riebel
  • Patent number: 4956366
    Abstract: Substituted thienoimidazole derivatives, a process for the preparation thereof, pharmaceutical compositions containing them, and the use thereof as inhibitors of gastric acid secretion, as gastroprotectives and as medicaments for intestinal inflammationsThe invention relates to compounds of the formula ##STR1## in which A represents ##STR2## T denotes --S--, --SO-- or --SO.sub.2 --, R.sup.1 to R.sup.10, X, Y and Z have the meanings indicated in the description, to a process for the preparation thereof, to pharmaceutical compositions containing them, and to the use thereof as inhibitors of gastric acid secretion, as gastroprotectives and as medicaments for intestinal inflammations.
    Type: Grant
    Filed: July 13, 1988
    Date of Patent: September 11, 1990
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Hildegard Nimmesgern, Klaus Weidmann, Hans-Jochen Lang, Robert Rippel, Andreas W. Herling
  • Patent number: 4954628
    Abstract: The invention relates to a process for preparing sulphonyl-ureas of the general formula (I) ##STR1## wherein Ar.sub.1 represents a phenyl, naphthyl or thienyl group, the derivatives thereof substituted by C.sub.1-4 alkyl, C.sub.1-4 haloalkyl, (halo)alkoxycarbonyl, (halo)alkyloxy, nitro, cyano groups as well as by halogen atoms,Ar.sub.2 represents a phenyl, pyridyl, pirimidinyl or triazinyl group and the derivatives thereof substituted by C.sub.1-4 (halo)alkyl, C.sub.1-4 (halo)alkyloxy, amino, O-acyl, O-arylsulphonyl, O-(substituted carbamoyl) groups as well as by halogen atoms.
    Type: Grant
    Filed: March 2, 1989
    Date of Patent: September 4, 1990
    Assignees: Nitrokaelepek, Magyar Tudomanyos Akademia Kozponti Kemiai Kutato Intezete
    Inventors: Gabor Besenyei, Sandor Nemeth, Laszlo Simandi, Maria Belak, Maria Szabo, Jozsef Dukai, Lajos Nagy, Elemer Tomordi, Csaba Soptei, Erzsebet E. Dioszegine
  • Patent number: 4946956
    Abstract: Disclosed are novel 2,4,6 substituted pyrimidines where the substituents may be the same or different groups. At least one substituent must be N-alkyl parphenylenediamino, and the other substituents may be various radicals containing sulfur, oxygen or nitrogen or hydrogen or alkyl groups. The compounds are useful as antioxidants and antiozonants for unsaturated compounds and polymers.
    Type: Grant
    Filed: September 21, 1988
    Date of Patent: August 7, 1990
    Assignee: Uniroyal Chemical Company, Inc.
    Inventors: Edward L. Wheeler, Franklin H. Barrows, Robert J. Franko
  • Patent number: 4943580
    Abstract: Novel 1-alkyl substituted benzimidazole derivatives and their pharmaceutically acceptable acid addition salts having anti-histaminic properties, compositions containing the same, and methods of treating allergic diseases in warm-blooded animals.
    Type: Grant
    Filed: February 6, 1989
    Date of Patent: July 24, 1990
    Assignee: Janssen Pharmaceutica N.V.
    Inventors: Frans E. Janssens, Gaston S. M. Diels, Joseph L. G. Torremans, Francois M. Sommen
  • Patent number: 4942234
    Abstract: There are disclosed compounds of the formula ##STR1## wherein R.sup.1 and R.sup.2 are each, independently, hydrogen, lower alkyl, aryl or halo, or R.sup.1 and R.sup.2 taken together represent ##STR2## where the dotted lines represent optional double bonds; R.sup.3, R.sup.4 and R.sup.5 are each, independently, hydrogen, lower alkyl, aryl or halo;R.sup.6 is 2-pyridinyl, 2-pyrazinyl, 2-quinolyl, 2-quinoxalinyl or any of the foregoing R.sup.6 moieties substituted by lower alkyl, lower alkoxy, trifluoromethyl, cyano, nitro or halo; or ##STR3## wherein R.sup.7 is phenyl, 2-pyridinyl, 2-pyrimidinyl, 3-pyridazinyl or 2-pyrazinyl or any of the foregoing R.sup.7 moieties substituted by lower alkyl, lower alkoxy, halo, cyano, trifluoromethyl or nitro;Z is ##STR4## X is lower alkylene, vinylene, O or NH; m is 1-5;n is 0-4;p is 1-4;q is 1-2;and the pharmaceutically acceptable salts thereof, and their use as antipsychotic/anxiolytic agents having a low liability for extrapyramidal side effects.
    Type: Grant
    Filed: February 28, 1989
    Date of Patent: July 17, 1990
    Assignee: American Home Products Corporation
    Inventors: Magid A. Abou-Gharbia, Guy A. Schiehser, Usha R. Patel
  • Patent number: 4932997
    Abstract: N-Heterocyclosulfonyl-N'-pyrimidinylureas and N-heterocyclosulfonyl-N'-triazinylureas of the formula ##STR1## wherein E is nitrogen or the methine bridge,Z is oxygen or sulfur,R.sup.4 is hydrogen or C.sub.1 -C.sub.4 alkyl,R.sup.5 and R.sup.6 are each independently 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.3 -C.sub.6 dialkoxyalkyl, C.sub.1 -C.sub.4 haloalkylthio, C.sub.2 -C.sub.4 -alkoxyalkyl, C.sub.3 -C.sub.6 cycloalkyl or --NR.sup.12 R.sup.13,G is a ##STR2## group R.sup.1 is hydrogen, halogen, nitro, C.sub.1 -alkyl, C.sub.1 -C.sub.4 alkoxy, trifluoromethyl, trifluoromethoxy, difluoromethoxy, C.sub.1 -C.sub.4 alkyl carbonyl or --COOR.sup.14,R.sup.2 is a ##STR3## group, R.sup.3 is a ##STR4## Q is oxygen, sulfur or --NR.sup.7 --,A is oxygen, sulfur, --SO--, --SO.sub.2 -- or --(CR.sup.10 R.sup.11).sub.m --,m and n are 0, 1 or 2,R.sup.7 is hydrogen, C.sub.1 -C.sub.4 alkyl, C.sub.3 -C.sub.
    Type: Grant
    Filed: April 3, 1985
    Date of Patent: June 12, 1990
    Assignee: Ciba-Geigy Corporation
    Inventors: Rolf Schurter, Willy Meyer, Werner Fory
  • Patent number: 4931455
    Abstract: There are described an alkylaminopyrimidine derivative represented by the formula: ##STR1## wherein R.sub.1 represents a hydrogen atom, a halogen atom, a lower alkyl group, a cycloalkyl group having 3 to 6 carbon atoms, a halogenated lower alkyl group or a substituted or unsubstituted phenyl group; R.sub.2 represents a halogen atom; R.sub.3 represents a hydrogen atom, a lower alkyl group or a cycloalkyl group having 3 to 6 carbon atoms; and R.sub.4 represents a straight or branched alkyl group having 1 to 20 carbon atoms which may have substituents,or an acid addition salt thereof, a process for preparing the same and an insecticide, an acaricide or a fungicide containing the compound as an active ingredient.
    Type: Grant
    Filed: December 22, 1988
    Date of Patent: June 5, 1990
    Assignees: Ube Industries, Ltd., Rikagaku Kenkyusho
    Inventors: Hirosuke Yoshioka, Tokio Obata, Katsutoshi Fujii, Haruo Yoshiya, Kiyoshi Tsutsumiuchi, Shoji Shikita
  • Patent number: 4927826
    Abstract: The invention relates to compounds of the formula ##STR1## Y is O or S, *A is paraphenylene or *--(CH.sub.2).sub.n --(X).sub.m --(CH.sub.2).sub.r --, X is O, S or --CH.dbd.CH--, n or r, independently, are integers from 0 to 3, s is an integer from 0 to 1, m is an integer from 0 to 1, provided that when m is 1, n+s must be at least 2, R.sub.1 and R.sub.2, independently, are hydrogen, lower alkyl, cycloalkyl, lower alkenyl. Het or aryl, *E is ##STR2## or --(CH.sub.2).sub.k -- wherein k is an integer fro 0 to 4. R.sub.3, R.sub.4 and R.sub.8 are independently hydrogen or lower alkyl, R.sub.5 and R.sub.6, independently are hydrogen or lower alkyl, R.sub.
    Type: Grant
    Filed: August 30, 1988
    Date of Patent: May 22, 1990
    Assignee: Hoffman-La Roche Inc.
    Inventors: Robert W. Guthrie, Richard W. Kierstead, Jefferson W. Tilley
  • Patent number: 4927450
    Abstract: N-(2,2-Dioxo-1,2-benzoxathiin-8-ylsulfonyl)-N'-pyrimidinylureas, N-(2,2-dioxo-1,2-benzoxathiin-8-ylsulfonyl)-N'-triazolylureas and N-(2,2-dioxo-1,2-benzoxathiin-8-ylsulfonyl)-N'-triazinylureas of the formula ##STR1## wherein R.sup.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.sup.2 and R.sup.3 are each independently of the other hydrogen or C.sub.1 -C.sub.4 alkyl,R.sup.4 is hydrogen, methyl or ethyl,W is oxygen or sulfur, andA is a radical ##STR2## in which formulae the substituents E.sup.1, E.sup.2, X.sup.1, X.sup.2, X.sup.3, X.sup.4, X.sup.5, X.sup.6, X.sup.7, X.sup.8, Y.sup.1, Y.sup.2, Y.sup.3, Y.sup.4, Y.sup.5, Y.sup.6, Y.sup.61, Y.sup.8, Y.sup.81, Z.sup.3 and Z.sup.
    Type: Grant
    Filed: November 13, 1987
    Date of Patent: May 22, 1990
    Assignee: Ciba-Geigy Corporation
    Inventors: Werner Fory, Willy Meyer
  • Patent number: 4916142
    Abstract: This invention pertains to novel substituted N-heterocyclic-N-(4-piperidinyl)amides useful as analgesics and antagonists of opiolds, wherein the compounds have the general formula: ##STR1## including optically active isomeric forms, and the pharmaceutically acceptable acid addition salts thereof, wherein:R is a substituted or unsubstituted unsaturated heterocyclic ring system having 5 to 6 cyclic member atoms containing at least one nitrogen atom, and is preferably selected from the group consisting of pyridinyl, pyrimidinyl, and pyrazinyl;R.sub.1 is selected from the group consisting of unsubstituted or substituted heterocyclic ring systems having 5 cyclic member atoms, lower cyclic alkyl ring systems, lower-alkyl and lower-alkoxy lower-alkyl, and is preferably selected from the group consisting of furanyl lower-alkyl, thienyl lower-alkyl, pyrrolyl lower-alkyl, lower-alkyl, lower-cycloalkyl, and lower-alkoxy lower-alkyl of 2 to 6 carbons;R.sub.
    Type: Grant
    Filed: June 6, 1989
    Date of Patent: April 10, 1990
    Assignee: BOC, Inc.
    Inventors: Jerome R. Bagley, H. Kenneth Spencer
  • Patent number: 4914122
    Abstract: Fungicidally active novel 1-aminomethyl-3-aryl-4-cyano-pyrroles of the formula ##STR1## in which Ar represents optionally substituted phenyl,R.sup.1 represents optionally substituted alkyl, represents alkenyl, alkynyl or cycloalkyl, or represents in each case optionally substituted aralkyl or aryl, andR.sup.2 represents in each case optionally substituted heterocyclylalkyl, heterocyclylalkenyl, heterocyclylalkynyl or heterocyclyl, represents dialkylaminoalkyl, or represents in each case optionally substituted cycloalkylalkyl or phenethyl.
    Type: Grant
    Filed: January 25, 1988
    Date of Patent: April 3, 1990
    Assignee: Bayer Aktiengesellschaft
    Inventors: Detlef Wollweber, Wolfgang Kramer, Wilhelm Brandes, Stefan Dutzmann, Gerd Hanssler
  • Patent number: 4912109
    Abstract: This invention pertains to novel substituted N-heterocyclic-N-(4-piperidinyl)amides useful as analgesics and antagonists of opiods, wherein the compounds have the general formula: ##STR1## including optically active isomeric forms, and the pharmaceutically acceptable acid addition salts thereof, wherein:R is a substituted or unsubstituted unsaturated heterocyclic ring system having 5 to 6 cyclic member atoms containing at least one nitrogen atom, and is preferably selected from the group consisting of pyridinyl, pyrimidinyl, and pyrazinyl;R.sub.1 is selected from the group consisting of unsubstituted or substituted heterocyclic ring systems having 5 cyclic member atoms, lower cyclic alkyl ring systems, lower-alkyl and lower-alkoxy lower-alkyl, and is preferably selected from the group consisting of furanyl lower-alkyl, thienyl lower-alkyl, pyrrolyl lower-alkyl, lower-alkyl, lower-cycloalkyl, and lower-alkoxy lower-alkyl of 2 to 6 carbons;R.sub.
    Type: Grant
    Filed: December 9, 1988
    Date of Patent: March 27, 1990
    Assignee: BOC, Inc.
    Inventors: Jerome R. Bagley, H. Kenneth Spencer
  • Patent number: 4900825
    Abstract: 4-Nitro-5-imidazolyl ethers and thioethers of the formula I ##STR1## where R.sup.1 is alkyl, alkoxyalkyl, cycloalkyl, aryl, aralkyl or alkylaryl, R.sup.2 is hydrogen, alkyl, cycloalkyl, aryl, aralkyl or alkylaryl, R.sup.3 is alkyl, cycloalkyl, aryl, aralkyl, alkylaryl or a heterocyclic or heteroaromatic radical or a counter-ion of the corresponding alcoholate or thiolate or, where X is sulfur, R.sup.3 is hydrogen, and X is oxygen or sulfur, and the stated organic radicals may furthermore carry substituents which are inert under the reaction conditions, are prepared by reacting a dinitroimidazole of the formula II ##STR2## with an alcohol or thiol of the formula IIIR.sup.3 --XH (III)in a solvent or diluent at a pH of the from 4 to 16.
    Type: Grant
    Filed: June 1, 1988
    Date of Patent: February 13, 1990
    Assignee: BASF Aktiengsellschaft
    Inventors: Hermann Koehler, Toni Dockner
  • Patent number: 4897108
    Abstract: The invention relates to certain sulfonylurea compounds having an ester group ortho to the sulfonylurea linkage which have been found to be excellent preemergent and postemergent herbicides or plant growth regulators.
    Type: Grant
    Filed: June 24, 1988
    Date of Patent: January 30, 1990
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Donald J. Dumas
  • Patent number: 4895849
    Abstract: There are disclosed a compound represented by the formula: ##STR1## wherein R.sub.1 represents a hydrogen atom or a lower alkyl group; R.sub.2 and R.sub.3 each independently represent a halogen atom or a lower alkyl group; R.sub.
    Type: Grant
    Filed: October 5, 1987
    Date of Patent: January 23, 1990
    Assignee: Ube Industries, Ltd.
    Inventors: Hirosuke Yoshioka, Tokio Obata, Katsutoshi Fujii, Kiyoshi Tsutsumiuchi, Haruo Yoshiya
  • Patent number: 4892946
    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-methoxycarbonylbenzenesulf onamide or N-[(4,6-dimethoxy-1,3,5-triazin-2-yl)aminocarbonyl]-2-methoxycarbonylbenze nesulfonamide; are useful for the regulation of plant growth and as pre-emergence and post-emergence herbicides.
    Type: Grant
    Filed: November 24, 1980
    Date of Patent: January 9, 1990
    Assignee: E. I. Du Pont De Nemours and Company
    Inventor: George Levitt
  • Patent number: 4889553
    Abstract: Herbicidal triazole sulphonamides of the formula: ##STR1## and salts thereof, where: R.sup.1 represents hydrogen or a substituted or unsubstituted alkyl, alkenyl, alkynyl, cycloalkyl, aryl, aralkyl, acyl, alkoxycarbonyl, aminocarbonyl, sulphonyl or heterocyclic group;R.sup.2 represents hydrogen, halo, cyano, hydroxy, mercapto, a substituted or unsubstituted alkyl, alkenyl, alkynyl, alkoxy, alkylthio, alkylsulphinyl, alkylsulphonyl, acyl, alkoxycarbonyl, aminocarbonyl, aryl or amino group, or a heterocyclic group;R.sup.3 represents a substituted or unsubstituted heterocyclic, benzheterocyclic, aryl or aralkyl group; andR.sup.4 represents hydrogen, a substituted or unsubstituted alkyl, alkenyl, alkynyl, acyl, aroyl, alkylsulphonyl, alkoxycarbonyl, aminocarbonyl, aralkyl, or a group of the formula: ##STR2## where R.sup.1 and R.sup.2 are as defined hereinbefore, processes for their preparation and compositions containing them.
    Type: Grant
    Filed: May 15, 1987
    Date of Patent: December 26, 1989
    Assignee: Schering Agrochemicals
    Inventors: Graham P. Rowson, John C. Head, Jurgen Westermann, Martin Kruger, Friedrich Arndt, Richard Rees
  • Patent number: 4886817
    Abstract: This invention relates to imidazolidinone compounds of the formula ##STR1## wherein Q is methylene group or a single bond:R is a heterocyclic group selected from the group consisting of pyridyl, pyridazinyl, pyrimidinyl, pyrazinyl and 1,3-thiazolyl which may be unsubstituted or with a substituent selected from the group consisting of lower alkyl, lower alkoxy and halogen atom, wherein R is bonded to Q or, when Q is a single bond, to the imidazolidinone ring, through the carbon atom of R;the ring A is an unsubstituted phenyl or a substituted phenyl having 1 or 2 substituent(s) selected from the group consisting of lower alkyl, lower alkoxy, halogen, lower alkylthio, trihalogeno-lower alkyl and nitro;Y is vinylene group or ethynylene;m is a integer from 1 to 6 andn is 0, 1 or 2,or a pharmacetically acceptable salt thereof.These compounds aer useful as cerebral activators, anti-depressants and nootropic drugs.
    Type: Grant
    Filed: December 29, 1988
    Date of Patent: December 12, 1989
    Assignee: Tanabe Seiyaku Co., Ltd.
    Inventors: Mikio Takeda, Masaru Inage, Hiroshi Wada, Hajime Tamaki, Takashi Ochiai
  • Patent number: 4881968
    Abstract: This application relates to ortho-carboxylate ester sulfonylureas which are useful as agricultural chemicals and in particular have high herbicidal activity while showing tolerance to certain crops.
    Type: Grant
    Filed: November 5, 1987
    Date of Patent: November 21, 1989
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Mark E. Thompson
  • Patent number: 4876259
    Abstract: Cognitive deficiencies and/or neurological function deficits and/or mood and/or mental disturbances are treated by the administration of 3,3-disubstituted indolines. The indolines have the formula: ##STR1## wherein: p is 0 or 1;Z is O or S;R is C.sub.1 -C.sub.10 alkyl, C.sub.3 -C.sub.8 cycloalkyl, 2-pyridyl, 3-pyridyl, 4-pyridyl or ##STR2## V, W, X, and Y independently are H, halo, C.sub.1 -C.sub.3 alkyl, OR.sup.1, NO.sub.2, CF.sub.3, CN or NR.sup.1 R.sup.2 ;R.sup.1 and R.sup.2 independently are H or C.sub.1 -C.sub.3 alkyl; ##STR3## independently are 6-membered heterocyclic aromatic rings containing at least one nitrogen atom as a part of the ring optionally substituted with one substituent selected from the group C.sub.1 -C.sub.3 alkyl, halo, OR.sup.1 or NR.sup.1 R.sup.2 ; oran N-oxide or pharmaceutically suitable acid addition salt thereof.
    Type: Grant
    Filed: December 7, 1987
    Date of Patent: October 24, 1989
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: Melvyn J. Myers, Victor J. Nickolson
  • Patent number: 4863945
    Abstract: Pyrrolobenzimidazoles of the formula: ##STR1## are useful for treatment of heart and circulatory diseases. R.sub.1 is substituted phenyl; or optionally substituted naphthyl or a five- or six-membered heterocyclic group which can be condensed with a phenyl ring to form a bicyclic radical. R.sub.2 is hydrogen, alkyl, alkenyl or cycloalkenyl; R.sub.3 is alkyl, alkenyl or hydroxyalkyl or with R.sub.2 together forms cycloakylene; or R.sub.2 and R.sub.3 together form alkylidene or cycloalkylidene. R.sub.4 is hydrogen or lower alkanoyl. X is a valency bond, alkylene, vinylene, imino or carbonylamino. T stands for two hydrogen atoms. When X is a valency bond, R.sub.1 can also be hydrogen, hydrocarbyl which may also contain oxygen, amino, sulfur, carbonyl and sulfonyl groups. When X is imino or carbonylamino or when R.sub.1 is a bicyclic radical, T can also be oxygen. The compounds also include the tautomers and physiologically acceptable salts with inorganic and organic acids.
    Type: Grant
    Filed: December 10, 1987
    Date of Patent: September 5, 1989
    Assignee: Boehringer Mannheim GmbH
    Inventors: Walter-Gunar Friebe, Alfred Mertens, Klaus Strein, Erwin Boehm
  • Patent number: 4863947
    Abstract: This invention relates to novel N-aryl-3-aryl-4,5-dihydro-1H-pyrazole-1-carboxamide compounds which are useful as pesticides, compositions containing those compounds, methods of controlling pests and processes for preparing these compounds.
    Type: Grant
    Filed: August 11, 1986
    Date of Patent: September 5, 1989
    Assignee: Rohm and Haas
    Inventor: Richard M. Jacobson
  • Patent number: 4845097
    Abstract: Compounds of formula (I): ##STR1## (where R.sup.1 -R.sup.5 are various conventional atoms or groups, m is 2 or 3 and R.sup.6 l is an optionally substituted alkoxyalkyl, alkylthioalkyl, alkylaminoalkyl or heterocyclic-substituted alkyl group or --CH.sub.2 --CH.dbd.NOR.sup.7 where R.sup.7 is hydrogen, alkyl, alkenyl or aralkyl) have insecticidal and acaricidal activities.
    Type: Grant
    Filed: March 14, 1986
    Date of Patent: July 4, 1989
    Assignees: Sankyo Company Limited, UBE Industries Limited
    Inventors: Keigo Matsumoto, Shinji Yokoi, Katsutoshi Fujii
  • Patent number: 4845220
    Abstract: The invention relates to vattable 2-aryl-4,6-diaminopyrimidines of formula ##STR1## wherein A.sub.1 and A.sub.2 are identical or different vattable radicals, andAr is an aryl radical.These pyrimidines are particularly suitable vat dyes for dyeing or printing textile fibres made from natural or regenerated cellulose. They give light- and wetfast orange, red or violet dyeings.
    Type: Grant
    Filed: December 30, 1987
    Date of Patent: July 4, 1989
    Inventor: Hans Altermatt
  • Patent number: 4840661
    Abstract: The invention relates relates to new sulphonyliso(thio)-urea derivatives of the general formula (I) ##STR1## in which R.sup.1 represent an optionally substituted radical from the series comprising alkyl, aralkyl, aryl and heteroarylR.sup.2 represents an optionally substituted and/or optionally fused 6-membered aromatic heterocyclic radial containing at least one nitrogen atom,R.sup.3 represents an optically substituted aromatic or heteroaromatic radical,X represents oxygen or sulphur andM represents hydrogen or an equivalent of a metal, and adducts of compounds of the formula (I) with strong acids, processes for their prepartion, and their use as herbicides.
    Type: Grant
    Filed: August 23, 1985
    Date of Patent: June 20, 1989
    Assignee: Bayer Aktiengesellschaft
    Inventors: Hans-Joachim Diehr, Christa Fest, Rolf Kristen, Joachim Kluth, Klaus-Helmut Muller, Theodor Pfister, Uwe Priesnitz, Hans-Jochem Riebel, Wolfgang Roy, Hans-Joachim Santel, Robert R. Schmidt, Ludwig Eue
  • Patent number: 4833249
    Abstract: There are disclosed compounds of the formula ##STR1## wherein R.sup.1 and R.sup.2 are each, independently, hydrogen, lower alkyl, aryl or halo, or R.sup.1 and R.sup.2 taken together represent ##STR2## where the dotted lines represent optional double bonds; R.sup.3, R.sup.4 and R.sup.5 are each, independently, hydrogen, lower alkyl, aryl or halo;R.sup.6 is 2-pyridinyl, 2-pyrazinyl, 2-quinolyl, 2-quinoxalinyl or any of the foregoing R.sup.6 moieties substituted by lower alkyl, lower alkoxy, trifluoromethyl, cyano, nitro or halo; orR.sup.6 is ##STR3## wherein R.sup.7 is phenyl, 2-pyridinyl, 2-pyrimidinyl, 3-pyridazinyl or 2-pyrazinyl or any of the foregoing R.sup.7 moieties substituted by lower alkyl, lower alkoxy, halo, cyano, trifluoromethyl or nitro;Z is --(CH.sub.2).sub.
    Type: Grant
    Filed: March 5, 1987
    Date of Patent: May 23, 1989
    Assignee: American Home Products Corporation
    Inventors: Magid A. Abou-Gharbia, Guy A. Schiehser, Usha R. Patel
  • Patent number: 4830660
    Abstract: There is disclosed imidazolesulfonamide derivatives represented by the general formula (I): ##STR1## wherein Q, m, R, B, D and T represent a group as specified in the specification andherbicides containing the same as an active ingredient.
    Type: Grant
    Filed: June 8, 1987
    Date of Patent: May 16, 1989
    Assignee: Nissan Chemical Industries, Ltd.
    Inventors: Susumu Yamamoto, Takuya Kakuta, Toshiaki Sato, Katsushi Morimoto, Eiichi Oya, Takashi Ikai, Tsutomu Nawamaki, Kenji Hattori
  • Patent number: 4826843
    Abstract: A series of diazinylpiperidine compounds of Formula I ##STR1## wherein X is an ethylene chain or a 1,2-benzo ring; Y is carbonyl or methylene; R.sup.1 is hydrogen or lower alkyl; and Z is an R.sup.2, R.sup.3 -disubstituted diazinyl ring selected from pyridazine, pyrimidine, and pyrazine ring systems. Pharmacologic and neuroanatomical testing demonstrates that compounds of the series act to enhance cerebral function in mammals, particularly when there is a deficit in normal cerebral functioning. Specific pharmacologic test results indicate that compounds of Formula I possess cognition and memory enhancing activity.
    Type: Grant
    Filed: August 28, 1987
    Date of Patent: May 2, 1989
    Assignee: Bristol-Myers
    Inventors: Ronald J. Mattson, Joseph P. Yevich, Michael S. Eison
  • Patent number: 4820708
    Abstract: This invention relates to 2- and 4-pyrimidinylmethylsulphinyl(and thio)benzimidazoles in which the pyrimidyl group is substituted by an optionally substituted amino group. These compounds inhibit exogenously and endogenously stimulated gastric acid secretion.
    Type: Grant
    Filed: July 22, 1988
    Date of Patent: April 11, 1989
    Assignee: Smith Kline & French Laboratories
    Inventors: Robert J. Ife, Thomas H. Brown
  • Patent number: 4818270
    Abstract: 2-(Heteroamino)-4,5-substituted-oxazole/thiazole compounds are antidotes for thiocarbamate, triazine and acetamide herbicides. These antidote compounds are especially effective to safen acetamide herbicides used to control grassy weeds in sorghum.
    Type: Grant
    Filed: August 28, 1986
    Date of Patent: April 4, 1989
    Assignee: Monsanto Company
    Inventors: Raymond C. Grabiak, Robert K. Howe, Cheryl Yearell-Vinson
  • Patent number: 4808210
    Abstract: A 5-pyrazolone of the formula ##STR1## wherein R is selected from the group consisting of mono- and polycyclic aromatic of 6 to 14 carbon atoms, heterocyclic optionally substituted with phenyl, ##STR2## and benzyl, all optionally substituted with at least one member of the group consisting of fluorine, chlorine, bromine, --CF.sub.3, optionally unsaturated alkyl of 1 to 8 carbon atoms and the radical OZ in which Z is an optionally unsaturated alkyl of 1 to 8 carbon atoms or an acyl of a carboxylic acid of 1 to 6 carbon atoms, A is selected from the group consisting of halogen, --CF.sub.3 and --CN, B and C are individually selected from the group consisting of hydrogen, halogen, --OH, --OR' and R' is optionally unsaturated alkyl of 1 to 8 carbon atoms, acyl of 1 to 6 carbon atoms, alkyl sulfonyl of 1 to 8 carbon atoms, aryl sulfonyl of 6 to 18 carbon atoms and benzyl optionally substituted with a member of the group consisting of fluorine, chlorine, bromine, --CF.sub.
    Type: Grant
    Filed: September 11, 1987
    Date of Patent: February 28, 1989
    Assignee: Roussel Uclaf
    Inventors: Jean Tessier, Pierre Girault
  • Patent number: 4792606
    Abstract: A process for the preparation of a dimeric aromatic acyl cyanide of the formula ##STR1## in which Ar is optionally substituted phenyl, naphthyl or hetaryl,comprising reaction an acyl halide of the formulaAr--CO--Halin whichHal is fluorine, chlorine or bromine, with an alkali metal cyanide in a two-phase system comprising water and a water-immiscible or only sparingly water-miscible aliphatic ketone, and in the presence of a phase-transfer catalyst. The products are known intermediates for pesticides.
    Type: Grant
    Filed: July 16, 1987
    Date of Patent: December 20, 1988
    Assignee: Bayer Aktiengesellschaft
    Inventors: Reinhard Lantzsch, Hermann-Dieter Krall
  • Patent number: RE33125
    Type: Grant
    Filed: July 11, 1986
    Date of Patent: December 5, 1989
    Assignee: Rorer Pharmaceutical Corporation
    Inventors: Henry F. Campbell, Thomas H. Scholtz, George H. Douglas
  • Patent number: RE33298
    Abstract: The invention relates to new 1-(2-oxyaminosulphonylphenylsulphonyl)-3-heteroaryl-ureas of the general formula (I) ##STR1## in which R.sup.1 represents an optionally substituted radical from the series comprising alkyl, alkenyl, alkinyl, cycloalkyl, cycloalkylalkyl, aralkyl and aryl,R.sup.2 represents hydrogen or an optionally substituted radical from the series comprising alkyl, alkenyl, alkinyl and aralkyl andR.sup.
    Type: Grant
    Filed: June 21, 1989
    Date of Patent: August 14, 1990
    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, Hans-Joachim Santel, Robert R. Schmidt