Cyano Bonded Directly To The Six-membered Hetero Ring Patents (Class 546/286)
  • Patent number: 5760063
    Abstract: The subject invention, provides arylhydrazone compounds having the Formula 1: ##STR1## wherein A and B are independently aryl or heteroaryl and A and B independently are substituted with at least one group selected from alkyl, halogen, CN, COOR.sup.7, NR.sup.7 R.sup.8, CONR.sup.7 R.sup.8, NO.sub.2, SR.sup.7, SOR.sup.7, SO.sub.2 R.sup.7, NHCOR.sup.7, NHSO.sub.2 R.sup.7, OR.sup.7, hydroxyalkyl, and aminoalkyl. The compounds of this invention are useful for treating a wide variety of bacterial infections, including diseases of the skin, e.g., acne and skin ulcers, gastroenteritis, colitis, meningitis, keratinitis, conjunctivitis, diseases of the urinary and genital tracts, etc.
    Type: Grant
    Filed: September 13, 1996
    Date of Patent: June 2, 1998
    Assignee: Scriptgen Pharmaceuticals, Inc.
    Inventors: Kelvin T. Lam, David G. Powers
  • Patent number: 5760239
    Abstract: There is provided an improved method for the conversion of 5,6-dicarboxyl-3-pyridylmethyl ammonium halide to 5-(alkoxymethyl)pyridine-2,3-dicarboxylate salt via a single step closed reaction with the appropriate alcohol and a base at a temperature of about 120.degree.-180.degree. C.The product pyridinedicarboxylate salt is an important intermediate in the manufacture of pyridine imidazolinone herbicidal agents.
    Type: Grant
    Filed: July 16, 1997
    Date of Patent: June 2, 1998
    Assignee: American Cyanamid Company
    Inventor: Wen-Xue Wu
  • Patent number: 5756750
    Abstract: Described are preferred processes for hydrolyzing substituted and unsubstituted cyanopyridines in the presence of a base and under substantially adiabatic conditions to produce pyridine substituted amides and/or pyridine substituted carboxylic acids. Preferred processes can be conducted in a variety of continuous reactors including cascades of reaction vessels, loop reactors or flow tube reactors. More preferred are the efficient and advantageous preparations of nicotinamide and niacin, which serve as important members of the B-vitamin complex.
    Type: Grant
    Filed: February 7, 1997
    Date of Patent: May 26, 1998
    Assignee: Reilly Industries, Inc.
    Inventors: Wei Cao, Robert A. Kattau, George Kreilis
  • Patent number: 5747422
    Abstract: Substituted 2-phenylpyridines I ##STR1## where substituents have the meaning described in the specification and their use as herbicides; for the desiccation/defoliation of plants.
    Type: Grant
    Filed: July 3, 1997
    Date of Patent: May 5, 1998
    Assignee: BASF Aktiengesellschaft
    Inventors: Peter Schafer, Gerhard Hamprecht, Elisabeth Heistracher, Ralf Klintz, Hartmann Konig, Helmut Walter, Karl-Otto Westphalen, Ulf Misslitz
  • Patent number: 5733850
    Abstract: Substituted 2-phenylpyridines I ##STR1## where the substituents have the meaning given in the specification and their use.
    Type: Grant
    Filed: July 3, 1997
    Date of Patent: March 31, 1998
    Assignee: BASF Aktiengesellschaft
    Inventors: Peter Schafer, Gerhard Hamprecht, Elisabeth Heistracher, Ralf Klintz, Hartmann Konig, Albrecht Harreus, Norbert Gotz, Helmut Walter, Karl-Otto Westphalen, Ulf Misslitz
  • Patent number: 5723646
    Abstract: There are described new amino acid amide derivatives, some of which are known, of the formula (I) ##STR1## in which R.sup.1 to R.sup.8 have the meaning given in the description, and a process for their preparation. The amino acid amide derivatives of the formula (I) are used for the preparation of pesticides.
    Type: Grant
    Filed: January 16, 1992
    Date of Patent: March 3, 1998
    Assignee: Bayer Aktiengesellschaft
    Inventors: Thomas Seitz, Heinz-Wilhelm Dehne
  • Patent number: 5716971
    Abstract: Pyridine derivatives of the formula ##STR1## wherein the ring A stands for an optionally further substituted benzene ring; the ring B stands for an optionally substituted pyridine ring; Q stands for hydroxyl group, or OQ.sup.1 or Q.sup.1 wherein Q.sup.1 stands for an optionally substituted aliphatic hydrocarbon group; and n denotes 0 or 1, or their salts, which have potassium.channel opening activity and are useful as therapeutic agents of circulatory diseases such as angina pectoris, hypertension, etc.
    Type: Grant
    Filed: August 9, 1996
    Date of Patent: February 10, 1998
    Assignee: Takeda Chemical Industries, Ltd.
    Inventors: Mitsuru Shiraishi, Toshifumi Watanabe
  • Patent number: 5708177
    Abstract: The invention relates to a process for the preparation of optically active ortho-substituted 4-aryl- or heteroaryl-1,4-dihydropyridines by oxidation and subsequent reduction from their opposite enantiomers.
    Type: Grant
    Filed: August 26, 1996
    Date of Patent: January 13, 1998
    Assignee: Bayer Aktiengesellschaft
    Inventor: Alexander Straub
  • Patent number: 5708180
    Abstract: The reaction of cyanoolefins, aminocarbonylolefins or hydroxyiminoolefins with a Vilsmeier reagent leads to 2-halogenopyridines which bear aldehyde groups in the 3 and/or 5 position. These pyridinealdehydes are valuable intermediates for the preparation of pharmaceuticals and crop protection agents.
    Type: Grant
    Filed: November 27, 1996
    Date of Patent: January 13, 1998
    Assignee: Bayer Aktiengesellschaft
    Inventors: Gunther Beck, Helmut Heitzer
  • Patent number: 5698701
    Abstract: A new catalytic composition, comprising the oxides of vanadium, titanium, zirconium and molybdenum is disclosed. The new catalytic composition is applied in the oxidative ammonolysis of alkylpyridines.
    Type: Grant
    Filed: January 7, 1997
    Date of Patent: December 16, 1997
    Assignees: Lonza Ltd., Institute of Chemical Science of the National Academy of Science of the Republic of Kazakstan
    Inventors: Dauren C. Sembaev, Faina A. Ivanovskaya, Ernest M. Guseinov, Roderick J. Chuck
  • Patent number: 5696140
    Abstract: The present invention relates to hitherto unknown compounds of formula or their tautomeric forms, the attachment to the pyridine ring being in the 3- or 4-position, in which R', R" are the same or different and stand for hydrogen, halogen, or trifluoromethyl, hydroxy, C.sub.1 -C.sub.4 alkyl or alkoxy, nitro, or cyano groups. Alkylene stands for a straight or branched C.sub.1 -C.sub.8 carbon chain, which may be substituted by hydroxy or halogen, nitro or cyano groups. X stands for oxygen, for --S(O).sub.n -- where n stands for an integer from 0 to 2, or for ##STR1## where R.sub.1 is hydrogen or C.sub.1 -C.sub.4 alkyl. R stands for hydrogen or for one or more C.sub.1 -C.sub.4 alkyl or alkoxy, hydroxy, halogen, trifluoromethyl, cyano, carboxamido, sulfamoyl or nitro radicals. The present compounds are of value in the human and veterinary practice for treating asthma, allergy, CNS disorders, or cancer.
    Type: Grant
    Filed: October 3, 1996
    Date of Patent: December 9, 1997
    Assignee: Leo Pharmaceutical Products Ltd.
    Inventors: Erik Bramm, Hans J.o slashed.rgen Petersen
  • Patent number: 5693819
    Abstract: A process is described for the selective mono-ortho-hydroxyalkylation of 4-substituted pyridine derivatives. In this case a nucleophilic hydroxyalkylation is carried out on the protonated pyridine derivative under the action of peroxodisulfate.
    Type: Grant
    Filed: December 27, 1993
    Date of Patent: December 2, 1997
    Assignee: Hoechst Atkiengesellschaft
    Inventor: Bernd Scharbert
  • Patent number: 5686470
    Abstract: A class of substituted pyridyl compounds is described for use in treating inflammation and inflammation-related disorders. Compounds of particular interest are defined by Formula II ##STR1## wherein R.sup.1 is selected from hydrido, halo, alkoxy, haloalkoxy, aryl, alkylthio, alkylamino, aralkoxy, azido and allyloxy; wherein R.sup.2 is selected from hydrido, cyano, hydroxyalkyl, haloalkyl, aminoalkyl, aminocarbonyl and alkylcarbonylaminoalkyl; and wherein R.sup.5 and R.sup.6 are one or more radicals independently selected from halo, alkylsulfonyl, aminosulfonyl, alkoxy and alkylthio; provided one of R.sup.5 and R.sup.6 is substituted with alkylsulfonyl, aminosulfonyl, or haloalkylsulfonyl; or a pharmaceutically-acceptable salt thereof.
    Type: Grant
    Filed: February 10, 1995
    Date of Patent: November 11, 1997
    Inventors: Richard M. Weier, Len F. Lee, Richard A. Partis, Francis J. Koszyk
  • Patent number: 5686608
    Abstract: A process for preparing polycyclic aromatic compounds by cross-coupling aromatic boron compounds with aromatic halogen compounds or perfluoroalkylsulfonates in the presence of metallic palladium as catalyst comprises adding to the reactiona) at least one water-soluble complexing ligand andb) sufficient water for the reaction mixture to form an aqueous phase.The reaction of the invention proceeds chemoselectively so that even electrophilic groups such as esters or nitriles do not have an adverse effect on the course of the reaction.The use according to the invention of a water-soluble complexing ligand in an aqueous phase enables polycyclic aromatic compounds to be prepared in very good yields and at the same time very high purity, in particular without contamination by the complexing ligands.
    Type: Grant
    Filed: April 24, 1995
    Date of Patent: November 11, 1997
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Steffen Haber, Javier Manero
  • Patent number: 5675057
    Abstract: Disclosed is a process comprising the heat treatment of certain V and Sb-containing catalysts at a lower temperature than the previous calcination temperature of the base catalyst to improve catalytic performance; the catalysts resulting from such process; and certain oxidation and ammoxidation reactions in the presence of such a catalyst.
    Type: Grant
    Filed: June 7, 1995
    Date of Patent: October 7, 1997
    Assignee: BP America Inc.
    Inventors: Noel L. Bremer, Linda C. Brazdil, James F. Brazdil, Fernando A. P. Cavalcanti
  • Patent number: 5675012
    Abstract: The present invention provides a process for producing a cyanopyridine represented by general formula (3) ##STR1## (wherein R is a hydrogen atom or a halogen atom; X.sup.1 and X.sup.2 are each a hydrogen atom or a halogen atom with a proviso that at least either of X.sup.1 and X.sup.2 is a halogen atom; n is an integer of 1 or 2), which process comprises reacting an ammonium halide with a trichloromethylpyridine represented by general formula (1) ##STR2## (wherein R, X.sup.1, X.sup.2 and n have the same definitions as given above) in the presence of a metal compound represented by general formula (2)MXm (2)(wherein M is a copper atom or a zinc atom; X is a halogen atom or an oxygen atom; m is an integer of 2 or 1).
    Type: Grant
    Filed: November 29, 1995
    Date of Patent: October 7, 1997
    Assignee: Ihara Chemical Industry Co., Ltd.
    Inventor: Hideo Ohi
  • Patent number: 5672597
    Abstract: An acetamide derivative having the general formula (I): ##STR1## or a pharmacologically acceptable salt thereof; a synthetic intermediate of the above-mentioned acetamide derivative; a treating agent for peptic ulcer and for gastritis which comprises the above-mentioned compound having the general formula (I) as an effective ingredient, and a process for treating peptic ulcer and gastritis using the above-mentioned compound having the general formula (I), are disclosed.
    Type: Grant
    Filed: May 18, 1995
    Date of Patent: September 30, 1997
    Assignee: Kaken Pharmaceutical Co., Ltd.
    Inventors: Nobuo Ishiyama, Toshihiro Koyama, Mitsuo Hayashida, Katsuyuki Otsuka, Masahiro Fujii, Kunio Kimura, Yoshiyuki Hata, Nobuko Miyao
  • Patent number: 5670510
    Abstract: A class of substituted spirodienes is described for use in treating inflammation and inflammation-related disorders. Compounds of particular interest are defined by Formula I: ##STR1## wherein A is selected from ##STR2## wherein each of R.sup.1 through R.sup.10 is independently selected from hydrido, halo, alkyl, alkoxy, alkylthio, cyano, haloalkyl, haloalkoxy, hydroxyalkyl; alkoxyalkyl, hydroxyl, mercapto, alkylsulfonyl, haloalkylsulfonyl, and sulfamyl; and wherein n is a number selected from 0, 1, 2 and 3; or a pharmaceutically-acceptable salt thereof.
    Type: Grant
    Filed: July 9, 1996
    Date of Patent: September 23, 1997
    Assignee: G. D. Searle & Co.
    Inventors: Horng-Chih Huang, David R. Reitz
  • Patent number: 5648496
    Abstract: A process for producing an aminonitropyridine represented by the general formula [1], which comprises reacting a nitropyridine represented by the general formula [2] (wherein X.sup.1, X.sup.2 and X.sup.3 indicate a hydrogen atom, a halogen atom, a nitro group, a cyano group, an aryl group, an aromatic heterocycle or an alkyl group, etc.; Y is an oxygen atom; and n is 0 or 1) with an O-substituted hydroxylamine represented by the general formula [3] (wherein R.sup.4 is a hydrogen atom, an alkyl group, a cycloalkyl group or an aralkyl group; and R.sup.5 is an alkyl group or an aralkyl group) or a salt thereof in the presence of a base and a metal catalyst.
    Type: Grant
    Filed: March 28, 1996
    Date of Patent: July 15, 1997
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Shinzo Seko, Kunihito Miyake
  • Patent number: 5646309
    Abstract: Compounds of the formula ##STR1## are disclosed. These compounds are employed as intermediates in the synthesis of aminochroman compounds useful in the treatment of CNS disorders.
    Type: Grant
    Filed: May 30, 1995
    Date of Patent: July 8, 1997
    Assignee: Astra Aktiebolag
    Inventors: Eva Maria Hammarberg, Lars George Johansson, Lars-Gunnar Larsson, Rolf Noreen, Lucy Anna Renyi, Svante Bertil Ross, Daniel Dungan Sohn, Bjorn Eric Svensson, Seth-Olov Thorberg
  • Patent number: 5646305
    Abstract: This invention is directed towards an improved process for the selective gas phase oxidation of a organic reactant using a metal oxide redox catalyst, wherein the organic reactant and air feeds are at a substantially continuous level, the improvement comprising adding a fluctuating flow of oxygen at alternating relatively high and relatively low levels. The invention also teaches means by which a gas may be provided to a reaction process on a fluctuating basis.
    Type: Grant
    Filed: December 27, 1995
    Date of Patent: July 8, 1997
    Assignee: Praxair Technology, Inc.
    Inventors: Matthew Lincoln Wagner, Donald Walter Welsh Kirkwood, Kazuo Kiyonaga
  • Patent number: 5644059
    Abstract: 1,4-dihydropyridine derivatives and optically active 1,4-dihydropyridine derivatives with the following formula, having vasodilating activity based on calcium antagonism, and PAF antaognism, and methods of producing the same are disclosed: ##STR1## wherein (*) indicates a chiral center in the case of the optically active 1,4-dihydropyridine derivatives.
    Type: Grant
    Filed: June 2, 1995
    Date of Patent: July 1, 1997
    Assignee: Fujirebio Inc.
    Inventors: Hiroshi Ikawa, Akiyoshi Kadoiri, Yasuko Konagai, Tetsuaki Yamaura, Noriko Kase
  • Patent number: 5631381
    Abstract: Process for preparing complex pesticidal 1-(haloaryl)heterocyclic compounds by reacting 1-(nitroaryl)heterocycles with metallic halide salts.
    Type: Grant
    Filed: June 28, 1996
    Date of Patent: May 20, 1997
    Assignee: Rhone-Poulenc Inc.
    Inventors: Jamin Huang, Scot K. Huber, Philip H. G. Smith, John H. Wilkinson
  • Patent number: 5614636
    Abstract: A process for the preparation of carboxamides of nitrogen-containing aromatic heterocyclic compounds from the corresponding N-heterocyclic compounds by reaction thereof with formamide in the presence of peroxodisulfuric acid or a peroxodisulfate.
    Type: Grant
    Filed: May 27, 1994
    Date of Patent: March 25, 1997
    Assignee: Lonza Ltd.
    Inventors: Jean-Paul Roduit, Alain Wellig, Karin Amacker, Martin Eyer
  • Patent number: 5612358
    Abstract: An insecticidal compound of the formula ##STR1## wherein A completes a 5 or 6 membered aromatic ring selected from the group pyridyl, pyridyl substituted with C.sub.1-5 alkyl, C.sub.1-5 haloalkyl, C.sub.1-5 alkoxy, C.sub.1-5 alkylthio, C.sub.1-5 alkylsulfonyl, cyano, halogen, phenoxy or C.sub.1-5 dialkylamino, pyrazinyl, pyrazinyl substituted with C.sub.1-5 alkyl or halogen, pyrazolyl substitited with C.sub.1-5 alkyl, pyridazyl substituted with halogen, or thiazolyl substituted with halogen or C.sub.1-5 alkyl;R.sub.1 is hydrogen or C.sub.1-5 alkyl, C.sub.1-5 haloalkyl, C.sub.1-5 alkoxy, C.sub.1-5 alkylthio, C.sub.1-5 alkylsulfonyl, cyano, halogen, phenoxy, or C.sub.1-5 dialkylamino;X is substituted or unsubstituted C.sub.1-3 alkylene or C.sub.1-3 alkylidene;R.sub.2 is hydrogen, monoalkylcarbamoyl, C.sub.1-5 dialkylcarbamoyl, C.sub.1-5 alkoyl, C.sub.1-5 alkyl substituted with halogen, C.sub.1-5 alkoxy, C.sub.1-5 alkylthio, C.sub.1-5 alkoxycarbonyl, cyano, aryl, haloaryl, C.sub.
    Type: Grant
    Filed: September 7, 1993
    Date of Patent: March 18, 1997
    Assignee: Nippon Soda Co., Ltd.
    Inventors: Keiichi Ishimitsu, Haruhito Ohishi, Renpei Hatano, Jun Mitsui, Junji Suzuki, Tomio Yamada, Nobuo Takakusa
  • Patent number: 5597823
    Abstract: The present invention relates to a compound of the formula ##STR1## and the pharmaceutically acceptable salts thereof wherein W is a tricyclic heterocyclic ring system; which is an .alpha.-1 adrenergic antagonist and is useful in the treatment of BPH; also disclosed are .alpha.-1 antagonist compositions and a method for antagonizing .alpha.-1 receptors and treating BPH.
    Type: Grant
    Filed: June 5, 1995
    Date of Patent: January 28, 1997
    Assignee: Abbott Laboratories
    Inventors: Michael D. Meyer, Robert J. Altenbach, Fatima Z. Basha, William A. Carroll, Irene Drizin, Steven W. Elmore, James F. Kerwin, Jr., Suzanne A. Lebold, Edmund L. Lee, Kevin B. Sippy, Karin R. Tietje, Michael D. Wendt
  • Patent number: 5585327
    Abstract: 4-substituted pyridyl-3-carbinols of the formula ##STR1## wherein R is hydrogen, or an acyl, alkyl or carbamyl group exhibit desirable preemergent and postemergent herbicidal activity. Also disclosed are herbicidal compositions comprising such compounds and methods of controlling undesirable vegetation employing such compounds. The compounds wherein AR is hydroxyl serve as useful intermediates for the production of the alpha-benzyl substituted compounds as well as exhibiting herbicidal activity.
    Type: Grant
    Filed: May 2, 1994
    Date of Patent: December 17, 1996
    Assignee: Zeneca Limited
    Inventors: Hsiao-Ling Chin, Yi-Qiu Wei, Nhan H. Nguyen, Michael P. Ensminger, Linda Willitts, Derek P. Dagarin
  • Patent number: 5580868
    Abstract: Novel pyridyloxy-acrylic acid esters of the formula ##STR1## in which Ar represents optionally substituted aryl or represents optionally substituted heteroaryl,a process for preparing the novel compounds and their use as agents for combating pests.Novel intermediates, processes for their preparation and their use for the synthesis of pyridyloxy-acrylic acid esters.
    Type: Grant
    Filed: August 13, 1993
    Date of Patent: December 3, 1996
    Assignee: Bayer Aktiengesellschaft
    Inventors: Winfried Lunkenheimer, Lutz Assmann, Stefan Dutzmann, Heinz-Wilhelm Dehne, Gerd H anssler
  • Patent number: 5563160
    Abstract: The present invention relates to hitherto unknown compounds of formula or their tautomeric forms, the attachment to the pyridine ring being in the 3- or 4-position, in which R', R" are the same or different and stand for hydrogen, halogen, or trifluoromethyl, hydroxy, C.sub.1 -C.sub.4 alkyl or alkoxy, nitro, or cyano groups. Alkylene stands for a straight or branched C.sub.1 -C.sub.8 carbon chain, which may be substituted by hydroxy or halogen, nitro or cyano groups. X stands for oxygen, for --S(O).sub.n -- where n stands for an integer from 0 to 2, or for .dbd.N--R.sub.1 where R.sub.1 is hydrogen or C.sub.1 -C.sub.4 alkyl. R stands for hydrogen or for one or more C.sub.1 -C.sub.4 alkyl or alkoxy, hydroxy, halogen, trifluoromethyl, cyano, carboxamido, sulfamoyl or nitro radicals. The present compounds are of value in the human and veterinary practice as selective serotonin receptor antagonists.
    Type: Grant
    Filed: March 15, 1995
    Date of Patent: October 8, 1996
    Assignee: Leo Pharmaceutical Products Ltd. A/S (L.o slashed.vens Kemiske Fabrik Produktionsaktieselskab)
    Inventors: Erik Bramm, Hans J.o slashed.rgen Petersen
  • Patent number: 5561142
    Abstract: Substituted sulfonamides are selective .beta..sub.3 adrenergic receptor agonists with very little .beta..sub.1 and .beta..sub.2 adrenergic receptor activity and as such the compounds are capable of increasing lipolysis and energy expenditure in cells. The compounds thus have potent activity in the treatment of Type II diabetes and obesity. The compounds can also be used to lower triglyceride levels and cholesterol levels or raise high density lipoprotein levels or to decrease gut motility. In addition, the compounds can be used to reduced neurogenic inflammation or as antidepressant agents. The compounds are prepared by coupling an aminoalkylphenyl-sulfonamide with an appropriately substituted epoxide. Compositions and methods for the use of the compounds in the treatment of diabetes and obesity and for lowering triglyceride levels and cholesterol levels or raising high density lipoprotein levels or for increasing gut motility are also disclosed.
    Type: Grant
    Filed: May 22, 1995
    Date of Patent: October 1, 1996
    Assignee: Merck & Co., Inc.
    Inventors: Michael H. Fisher, Elizabeth M. Naylor, Dong Ok, Ann E. Weber, Thomas Shih, Hyun Ok
  • Patent number: 5554578
    Abstract: Oxime ether derivatives of the formula I ##STR1## where R.sup.1 and R.sup.2 are each hydrogen or alkyl, Het is pyridyl, quinolyl, pyrimidinyl, pyrazinyl, pyridazinyl, thienyl, quinoxalinyl, isoxazolyl, benzoxazolyl or benzothiazolyl bedeutet, the heterocyclic ring system being unsubstituted or substituted, and X is oxygen or sulfur, their plant-tolerated acid addition salts, metal complexes and N-oxides, and fungicides containing these compounds.
    Type: Grant
    Filed: August 8, 1995
    Date of Patent: September 10, 1996
    Assignee: BASF Aktiengesellschaft
    Inventors: Bernd Wenderoth, Siegbert Brand, Franz Schuetz, Thomas Kuekenhoehner, Franz Roehl, Eberhard Ammermann, Gisela Lorenz
  • Patent number: 5550236
    Abstract: A process for preparing polycyclic aromatic compounds by cross-coupling aromatic boronic acids with aromatic halogen compounds or perfluoroalkylsulfonates in the presence of metallic palladium, if desired applied to a support material, as catalyst, wherein the coupling is carried out in the presence of a ligand and a base. The process of the invention allows the yield of polycyclic aromatic compounds to be significantly increased in comparison with processes not using a ligand and thus allows a yield optimum for the Pd(0)-catalyzed cross-coupling of aromatic boronic acids with aromatic halogen compounds to be achieved.
    Type: Grant
    Filed: April 24, 1995
    Date of Patent: August 27, 1996
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Hubert Schlosser, Rainer Wingen, Javier Manero
  • Patent number: 5545646
    Abstract: The invention relates to new 4-bicyclically substituted dihydropyridines of the general formula (I) ##STR1## in which R.sub.1 to R.sub.5 have the meaning given in the description, processes for their preparation and their use in medicaments, in particular in agents for the treatment of cardiovascular diseases.
    Type: Grant
    Filed: June 17, 1994
    Date of Patent: August 13, 1996
    Assignee: Bayer Aktiengesellschaft
    Inventors: Alexander Straub, Siegfried Goldmann, J urgen Stoltefuss, Martin Bechem, Klaus Dembowsky, Rainer Gross, Siegbert Hebisch, Joachim H utter, Howard-Paul Rounding
  • Patent number: 5530014
    Abstract: The cyclohexadiene derivatives are prepared by reaction of cyclohexanones with amines and subsequent dehydration. The compounds are suitable as active compounds in medicaments on account of their property of being selective modulators of calcium channel-dependent potassium channels.
    Type: Grant
    Filed: August 18, 1995
    Date of Patent: June 25, 1996
    Assignee: Bayer Aktiengesellschaft
    Inventors: Klaus Urbahns, Hans-Georg Heine, Bodo Junge, Rudolf Schohe-Loop, Hartmund Wollweber, Henning Sommermeyer, Thomas Glaser, Reilinde Wittka, Jean-Marie-Viktor De Vry
  • Patent number: 5516786
    Abstract: Combating fungi with substituted amine acid derivatives of the formula ##STR1## in which R.sup.1 represents alkyl, alkenyl, alkinyl, halogenoalkyl, halogenoalkenyl, halogenoalkinyl, cycloalkyl or cycloalkenyl,R.sup.2, R.sup.3, R.sup.4 and R.sup.5 are identical or different and represent hydrogen, cycloalkyl or alkyl, orR.sup.3 and R.sup.4, together with the carbon atom to which they are bonded, form a cycloalkyl ring, andR.sup.6 represents hydrogen, alkyl, alkenyl, alkinyl, cyanoalkyl, unsubstituted or substituted phenylalkyl, unsubstituted or substituted phenyl or unsubstituted or substituted cycloalkyl, or represents unsubstituted or substituted heterocyclyl or heterocyclylalkyl,orR.sup.5 and R.sup.6, together with the nitrogen atom to which they are bonded, represent a heterocyclyl radical, which can contain further hetero atoms.
    Type: Grant
    Filed: November 21, 1994
    Date of Patent: May 14, 1996
    Assignee: Bayer Aktiengesellschaft
    Inventors: Detlef Wollweber, Thomas Seitz, Wilhelm Brandes
  • Patent number: 5508413
    Abstract: This invention relates to novel (+)-5-isopropyl 3-methyl 2-cyano-6-methyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate.More particularly, it relates to novel (+)-5-isopropyl 3-methyl 2-cyano-6-methyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate, which has pharmacological activities such as hypotensive and vasodilating activities, to a pharmaceutical composition comprising the same and to a method for treating hypertension, cardiovascular diseases, and the like.Accordingly, one object of this invention is to provide novel (+)-5-isopropyl 3-methyl 2-cyano-6-methyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate, which is of use for treating hyperxtension, cardiovascular diseases, and the like.
    Type: Grant
    Filed: March 22, 1991
    Date of Patent: April 16, 1996
    Assignee: Fujisawa Pharmaceutical Co., Ltd.
    Inventors: Youichi Shiokawa, Kazuo Okumura
  • Patent number: 5506227
    Abstract: Compounds having the formula I: ##STR1## are antagonists of the actions of leukotrienes. These compounds are useful as anti-asthmatic, anti-allergic, anti-inflammatory, and cytoprotective agents. They are also useful in treating angina, cerebral spasm, glomerular nephritis, hepatitis, endotoxemia, uveitis, and allograft rejection.
    Type: Grant
    Filed: April 13, 1992
    Date of Patent: April 9, 1996
    Assignee: Merck Frosst Canada, Inc.
    Inventors: Robert Zamboni, Daniel Guay, Jacques-Yves Gauthier
  • Patent number: 5502194
    Abstract: A process for the preparation of a 2-halogeno-pyridine of the formula ##STR1## in which X represents halogen andY represents halogen, nitro, formyl, cyano, carboxyl, carbamoyl, alkyl, halogenoalkyl, alkoxyalkyl, dialkoxyalkyl, alkoxycarbonyl, alkylaminocarbonyl or dialkylaminocarbonyl,which comprises in a first stage reacting a pyridine 1-oxide of the formula ##STR2## with an organic nitrogen base A and an electrophilic compound, optionally in the presence of a diluent, to produce a compound of the formula ##STR3## in which A represents the radical of an organic nitrogen base, andZ.sup.- represents an anion formed from an electrophilic compound,optionally isolating and optionally purifying the compound of the formula (III).
    Type: Grant
    Filed: March 31, 1994
    Date of Patent: March 26, 1996
    Assignee: Bayer Aktiengesellschaft
    Inventors: Eric Rivadeneira, Klaus Jelich
  • Patent number: 5491239
    Abstract: A method for halogenating an aromatic compound, which comprises reacting the aromatic compound of the formula (I): ##STR1## wherein X is a hydroxyl group, an amino group or an acylamino group, each of Z.sub.1 and Z.sub.2 is a hydrogen atom or a halogen atom, one of R and Y is a hydrogen atom and the other is a nitro group, a cyano group or a trifluoromethyl group, and Q is a nitrogen atom or --C(T).dbd. (wherein T is a hydrogen atom, a halogen atom, a nitro group, a cyano group or a trifluoromethyl group), with a halogenating agent to obtain a 3-halogenoaromatic compound of the formula (II): ##STR2## wherein one of R' and Y' is a halogen atom and the other is a nitro group, a cyano group or a trifluoromethyl group, and X, Z.sub.1, Z.sub.2 and Q are as defined above.
    Type: Grant
    Filed: November 2, 1993
    Date of Patent: February 13, 1996
    Assignee: Ishihara Sangyo Kaisha Ltd.
    Inventors: Rikuo Nasu, Motohiko Hamaguchi, Hayato Ariyoshi
  • Patent number: 5484929
    Abstract: A process for the selective chlorination of pyridine, a lower alkyl pyridine or 3-cyanopyridine includes passing the pyridine compound, chlorine and an inert gas through a two stage reaction. In a first reaction zone, these materials are subjected to a hot spot controlled at a temperature of about 350.degree. to about 500.degree. C. The materials are then subsequently passed through a second reaction zone at a relatively lower temperature, for example below about 340.degree. C.
    Type: Grant
    Filed: September 21, 1993
    Date of Patent: January 16, 1996
    Assignee: Reilly Industries
    Inventor: Joseph E. Toomey
  • Patent number: 5470982
    Abstract: For the treatment of lipoproteinaemia and arteriosclerosis, the new disubstituted pyridines of the formula ##STR1## in which R.sup.1 is optionally substituted aryl or heteroaryl,R.sup.2 is cycloalkyl or optionally substituted alkyl,R.sup.3 is hydrogen, cycloalkyl, or optionally substituted alkyl, aryl or heteroaryl,X is --CH.sub.2 --CH.sub.2 -- or --CH.dbd.CH--,A is ##STR2## R.sup.6 is hydrogen or alkyl, and R.sup.7 is hydrogen, alkyl, aralkyl or a cation.
    Type: Grant
    Filed: September 24, 1992
    Date of Patent: November 28, 1995
    Assignee: Bayer Aktiengesellschaft
    Inventors: Rolf Angerbauer, Peter Fey, Walter Hubsch, Thomas Philipps, Hilmar Bischoff, Dieter Petzinna, Delf Schmidt, Gunter Thomas
  • Patent number: 5468863
    Abstract: The invention relates to a novel process for the preparation of substituted 2,3-difluoropyridines by reaction of substituted 2,3-halopyridines with fluoride salts in the presence of phase transfer catalysts, preferably in polar aprotic solvents, without removing the resulting substituted 2,3-difluoropyridines continuously from the reaction mixture. The substituted 2,3-difluoropyridines which can be prepared according to the invention are, inter alia, starting materials for the preparation of plant protection agents or pharmaceuticals.
    Type: Grant
    Filed: February 18, 1993
    Date of Patent: November 21, 1995
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Ralf Pfirmann, Theodor Papenfuhs
  • Patent number: 5459273
    Abstract: The title compounds of the formula ##STR1## can be prepared by reacting methylene-glutaconic acid dinitriles of the formulaR.sup.1 --CH.dbd.C(CN)--CH'CH--CN (II)with hydrogen halide of the formulaHX (III)In these formulae,X denotes fluorine, chlorine, bromine or iodine andR.sup.1 denotes --OR.sup.2 or --N(R.sup.2, R.sup.3),in which R.sup.2 and R.sup.3, independently of one another, represent straight-chain or branched C.sub.1 -C.sub.8 -alkyl, C.sub.3 -C.sub.8 -alkenyl, C.sub.2 -C.sub.8 -alkoxyalkyl, C.sub.4 -C.sub.8 -alkoxyalkenyl, C.sub.3 -C.sub.8 -cycloalkyl, C.sub.6 -C.sub.12 -aryl, C.sub.7 -C.sub.10 -aralkyl or a 5- to 8-membered saturated or unsaturated heterocyclic ring containing 1 or 2 heteroatoms from the group comprising N, O and S, where R.sup.2 and R.sup.3, with the N atom on which they are substituents, may also form a 5- to 8-membered ring which may contain a further heteroatom from the group comprising N, O and S.
    Type: Grant
    Filed: March 8, 1994
    Date of Patent: October 17, 1995
    Assignee: Bayer Aktiengesellschaft
    Inventors: Helmut Kraus, Hans-Joachim Traenckner
  • Patent number: 5455348
    Abstract: The invention relates to cyclic imino derivatives of general formulaB--X.sub.5 --X.sub.4 --X.sub.3 --X.sub.2 --X.sub.1 --A--Y--E(I)whereinA, B, E, X.sub.2 to X.sub.5 and Y are defined as in claim 1, the stereoisomers, tautomers, mixtures and salts thereof, particularly the physiologically acceptable salts thereof with inorganic or organic acids or bases, which have valuable pharmacological properties, preferably aggregation-inhibiting effects, pharmaceutical compositions which contain these compounds and processes for preparing them.
    Type: Grant
    Filed: December 23, 1993
    Date of Patent: October 3, 1995
    Assignee: Karl Thomae
    Inventors: Volkhard Austel, Wolfgang Eisert, Frank Himmelsbach, Guenter Linz, Thomas Mueller, Helmut Pieper, Johannes Weisenberger
  • Patent number: 5453506
    Abstract: Process for the preparation of 2-chloro-5-aminomethylpyridine of the formula (I) ##STR1## by a reaction of 2-chloro-5-cyano-pyridine of the formula (II) ##STR2## with hydrogen in the presence of ammonia and in the presence of an anhydrous metal catalyst, characterized in that the reaction is carried out in an apolar aprotic diluent at temperatures between 20.degree. C. and 150.degree. C.
    Type: Grant
    Filed: July 1, 1993
    Date of Patent: September 26, 1995
    Assignee: Bayer Aktiengesellschaft
    Inventor: Hans-Joachim Diehr
  • Patent number: 5442063
    Abstract: The present invention relates to a process for producing (E)-alkoxyiminoacetamide compounds useful as agricultural fungicides and a process for producing (E)-hydroxyiminoacetamide compounds useful as intermediates for producing them. The present invention also relates to an industrial process for producing (E)-methoxyiminoacetamide compounds useful as agricultural fungicides. This process is advantageous in terms of the cost, safety and the like.
    Type: Grant
    Filed: November 2, 1993
    Date of Patent: August 15, 1995
    Assignee: Shionogi & Co., Ltd.
    Inventors: Akira Takase, Hiroyuki Kai, Moriyasu Masui, Kuniyoshi Nishida
  • Patent number: 5438062
    Abstract: Derivatives of benzo[5,6]cyclohepta pyridine, and pharmaceutically acceptable salts and solvates thereof are disclosed, which possess anti-allergic and anti-inflammatory activity. Methods for preparing and using the compounds are also described.
    Type: Grant
    Filed: September 23, 1992
    Date of Patent: August 1, 1995
    Assignee: Schering Corporation
    Inventors: John J. Piwinski, Ashit K. Ganguly, Michael J. Green, Frank J. Villani, Jesse Wong
  • Patent number: 5428046
    Abstract: The invention relates to acylsulfonamido- and sulfonamidopyridine-2-carboxylic acid esters and their pyridine N-oxides of the formula I ##STR1## in which______________________________________ A = R.sup.3 and B = X--NR.sup.5 R.sup.6 or B = R.sup.3 and A = X--NR.sup.5 R.sup.6. ______________________________________The compounds are suitable as medicaments against fibrotic diseases.
    Type: Grant
    Filed: September 22, 1993
    Date of Patent: June 27, 1995
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Klaus Weidmann, Martin Bickel, Volkmar Gunzler-Pukall, Karl-Heinz Baringhaus
  • Patent number: 5420287
    Abstract: A class of 1,2-diarylcyclopentenyl compounds is described for use in treating inflammation and inflammation-related disorders. Compounds of particular interest are defined by Formula I: ##STR1## wherein A is selected from ##STR2## wherein each of R.sup.1 and R.sup.2 is independently selected from hydrido, methyl, ethyl, fluoro, hydroxymethyl, carbomethoxy, trifluoromethyl, carboxyl and fluoromethyl; wherein each of R.sup.3, R.sup.4, R.sup.6 through R.sup.9, R.sup.11 and R.sup.12 is independently selected from hydrido, methyl, fluoro and chloro; and wherein each of R.sup.5 and R.sup.10 is independently selected from hydrido, fluoro, chloro, bromo, iodo, methyl, ethyl, methoxy, methylthio, cyano, trifluoromethyl, hydroxymethyl, methoxymethyl, methylsulfonyl and sulfamyl; provided that when A is ##STR3## R.sup.5 cannot be hydrido when R.sup.10 is selected from hydrido, cyano, halo, methyl, trifluoromethyl and methoxy.; further provided that R.sup.10 cannot be hydrido when R.sup.
    Type: Grant
    Filed: June 3, 1994
    Date of Patent: May 30, 1995
    Assignee: G. D. Searle & Co.
    Inventors: David B. Reitz, Jinglin Li
  • Patent number: RE35177
    Abstract: A pyridine-compound is reacted with fluorine together with a .[.Bronsted.]. .Iadd.Bronsted .Iaddend.acid-compound or Lewis acid to form a N-fluoropyridinium salt which is very active to other compounds but is very selective for the preparation of a desired product and this product is very useful for a fluorine-introducing agent which makes it useful for the preparation of fluoro-compounds such as thyroid inhibitor.
    Type: Grant
    Filed: February 17, 1994
    Date of Patent: March 12, 1996
    Assignees: Sagami Chemical Research Center, Chichibu Onoda Cement Corporation
    Inventors: Teruo Umemoto, Kyoichi Tomita, Kosuke Kawada, Ginjiro Tomizawa