Sulfur And Hydroxy Bonded Directly To The Same Benzene Ring, Or Containing A Monocyclic Unsaturated Alicyclic Ring Or Thiocarbonyl Patents (Class 558/412)
  • Publication number: 20150087833
    Abstract: An alkyl phenyl sulfide derivative represented by the general formula [I] or an agriculturally acceptable salt thereof, and a pest control agent containing the derivative or the salt as an active ingredient. [in the above formula, R1 is, for example, a C1˜C6 alkyl group which is mono- or poly-substituted with halogen atom; R2 is, for example, a halogen atom or a C1˜C6 alkyl group; R3 is, for example, a hydrogen atom or a halogen atom; and R4 is, for example, a hydrogen atom or a C1˜C12 alkyl group.] The derivative or the salt has an excellent pest control effect.
    Type: Application
    Filed: April 11, 2013
    Publication date: March 26, 2015
    Applicants: IHARA CHEMICAL INDUSTRY CO., LTD., KUMIAI CHEMICAL INDUSTRY CO., LTD.
    Inventors: Kei Domon, Keiji Toriyabe, Yutaka Ogawa, Junichiro Bessho, Kei Kawamoto, Akira Watanabe, Masaaki Komatsu, Takeshi Matsuda, Seisuke Ito
  • Publication number: 20150057316
    Abstract: The present description relates to compounds of Formula I (A+ X?), a diastereoisomer, an enantiomer, or a mixture thereof, pharmaceutical composition comprising same and uses thereof for gastrointestinal endoscopic and medical imaging applications, and for the treatment of visceral pain: Where R1 and R2 are as defined herein
    Type: Application
    Filed: March 11, 2013
    Publication date: February 26, 2015
    Inventors: Jean-Francois Meunier, Cheuk Kun Lau, Daniel Guay, Gregory Bydlinski, Nadejda Spassova, Louis-David Cantin, Maxime Ranger
  • Patent number: 8603945
    Abstract: This disclosure relates to methods and compositions for modulating disease resistance in plants and transgenic plants.
    Type: Grant
    Filed: July 23, 2009
    Date of Patent: December 10, 2013
    Assignee: The Regents of the University of California
    Inventors: Colleen Marie Knoth, Thomas Eulgem, Thomas Girke
  • Patent number: 8518875
    Abstract: The invention relates to (carboxylalkylenephenyl)phenyloxamides and their physiologically tolerated salts, and their use as a medicament.
    Type: Grant
    Filed: March 16, 2010
    Date of Patent: August 27, 2013
    Assignee: SANOFI
    Inventors: Elisabeth Defossa, Thomas Klabunde, Viktoria Dietrich, Siegfried Stengelin, Guido Haschke, Andreas Herling, Johanna Kuhlmann-Gottke, Stefan Bartoschek
  • Publication number: 20130147089
    Abstract: According to one embodiment, a transparent conductive material is used for a transparent conductive film. The transparent conductive material includes nanographene having a polar group at a surface of the nanographene.
    Type: Application
    Filed: December 11, 2012
    Publication date: June 13, 2013
    Inventors: Hirotoshi MURAYAMA, Hideaki Hirabayashi, Masashi Yamage, Tsuyoshi Noma, Masao Kon
  • Publication number: 20110288254
    Abstract: Compounds having the formulas below. R is an aromatic-containing group. Each M is an alkali metal. Each m is a positive integer. The value of n is a positive integer. The value p is 0 or 1. If p is 0 then n is 1. A thermoset made by curing a composition containing the below phthalonitrile monomers. A method of reacting a diphenyl acetylene compound with an excess of an aromatic diol in the presence of an alkali metal carbonate to form the above oligomer. A method of reacting a phenoxyphthalonitrile with an acetylene compound to form the phthalonitrile monomer below.
    Type: Application
    Filed: July 5, 2011
    Publication date: November 24, 2011
    Applicant: The Government of the United States of America as represented by the Secretary of the Navy
    Inventors: Matthew Laskoski, Teddy M. Keller
  • Patent number: 7642368
    Abstract: A method for producing a triarylsulfonium salt having a structure that only one of the three arobatic rings of the three aromatic rings on the cationic portion is different from the other two aromatic groups, and which is useful, for example, as an acid-generating agent for a resist or a photo cationic polymerization initiator, by reacting a diaryl sulfoxide and an aryl Grignard reagent RMgX??[2] in the presence of an activator with high affinity for oxygen of 3 to 7.5 equivalents relative to the above diaryl sulfoxide, and then reacting the resultant reaction mixture with a strong acid HA1??[3].
    Type: Grant
    Filed: October 4, 2004
    Date of Patent: January 5, 2010
    Assignee: Wako Pure Chemical Industries, Ltd.
    Inventors: Motoshige Sumino, Kazuhito Fukasawa, Shigeaki Imazeki, Tetsuya Watanabe
  • Patent number: 7563921
    Abstract: The invention relates to 2-cyano-3-(halo)alkoxy-benzenesulfonamide compounds I where the variables Alk and R1 to R5 are as defined in claim 1, and/or to their agriculturally useful salts.
    Type: Grant
    Filed: June 12, 2008
    Date of Patent: July 21, 2009
    Assignee: BASF Aktiengesellschaft
    Inventors: Wolfgang von Deyn, Henricus Maria Martinus Bastiaans, Matthias Pohlman, Michael Rack, Ernst Baumann, Michael Puhl, Michael Hofmann, Livio Tedeschi, Markus Kordes, Christopher Koradin, Douglas D. Anspaugh, Deborah L. Culbertson, Henry van Tuyl Cotter, Hassan Oloumi-Sadeghi
  • Publication number: 20080306297
    Abstract: Novel 2-cyano-3-(halo)alkoxy-benzenesulfonamide compounds for combating animal pests The invention relates to 2-cyano-3-(halo)alkoxy-benzenesulfonamide compounds I where the variables Alk and R1 to R5 are as defined in claim 1, and/or to their agriculturally useful salts.
    Type: Application
    Filed: June 12, 2008
    Publication date: December 11, 2008
    Applicant: BASF SE
    Inventors: Wolfgang von Deyn, Henricus Maria Martinus Bastiaans, Matthias Pohlman, Michael Rack, Ernst Baumann, Michael Puhl, Michael Hofmann, Livio Tedeschi, Markus Kordes, Christopher Koradin, Douglas D. Anspaugh, Deborah L. Culbertson, Henry van Tuyl Cotter, Hassan Oloumi-Sadeghi
  • Publication number: 20080269283
    Abstract: Aryl sulfone compounds of formula I and II are described and have therapeutic utility, particularly in the treatment of diabetes, obesity and related conditions and disorders:
    Type: Application
    Filed: June 27, 2008
    Publication date: October 30, 2008
    Inventors: Pingchen Fan, Hiroyuki Goto, Xiao He, Makoto Kukutani, Marc Labelle, Dustin L. McMinn, Jay P. Powers, Yosup Rew, Daqing Sun, Xuelei Yan
  • Patent number: 7317124
    Abstract: Pentafluorosulfanyl-benzenes according to Formula (I): a process for their preparation and their use as valuable synthetic intermediates for preparing, for example, medicaments, diagnostic aids, liquid crystals, polymers, pesticides, herbicides, fungicides, nematicides, parasiticides, insecticides, acaricides and arthropodicides.
    Type: Grant
    Filed: November 15, 2004
    Date of Patent: January 8, 2008
    Assignee: Sanofi-Aventis Deutschland GmbH
    Inventors: Heinz-Werner Kleemann, Remo Weck
  • Patent number: 7217832
    Abstract: The present invention relates to a 5-amidino-2-hydroxybenzenesulfonamide derivative represented by the general formula: wherein R1 is a hydrogen atom or an optionally substituted lower alkyl group; R2 is a di(lower alkyl)amino group, a lower alkyl group, a cycloalkyl group, an optionally substituted aryl group, an optionally substituted heterocycloalkyl group, or an optionally substituted aromatic heterocyclic group; T is an oxygen atom, a sulfur atom, a sulfonyl group etc.; Q is a hydrogen atom or an optionally substituted lower alkyl group; and Z is a hydrogen atom, a hydroxy group etc., or a pharmaceutically acceptable salt thereof, which exert a potent and selective activated blood coagulation factor X inhibitory activity and is useful as an agent for the prevention or treatment of a disease occurred associating an activated blood coagulation factor X, a pharmaceutical composition comprising the same, a pharmaceutical use thereof and an intermediate thereof.
    Type: Grant
    Filed: February 23, 2006
    Date of Patent: May 15, 2007
    Assignee: Kissei Pharmaceutical Co., Ltd.
    Inventors: Kosuke Okazaki, Masahiko Uchida, Harunobu Mukaiyama, Hiroaki Kobayashi, Yuichiro Kai, Hideki Takeuchi, Kenji Yokoyama, Yoshihiro Terao, Yuji Hoyano, Hiroaki Shiohara, Norihiko Kikuchi
  • Patent number: 7196229
    Abstract: The invention relates to benzoylcyclohexenone derivatives of general formula (I) wherein the variables R1 to R10 and n have the designation cited in claim 1.
    Type: Grant
    Filed: July 26, 2002
    Date of Patent: March 27, 2007
    Assignee: BASF Aktiengesellschaft
    Inventors: Wolfgang von Deyn, Ernst Baumann, Michael Hofmann, Markus Kordes, Ulf Misslitz, Liliana Parra Rapado, Cyrill Zagar, Matthias Witschel, Andreas Landes
  • Patent number: 7041844
    Abstract: The present invention relates to an antiandrogen compound and a method of treating prostate cancer in a patient utilizing the compound. The present invention also relates to a pharmaceutical composition which includes the compound.
    Type: Grant
    Filed: November 18, 2002
    Date of Patent: May 9, 2006
    Assignee: The University Of Tennessee Research Corporation
    Inventors: Duane D. Miller, Leonid I. Kirkovsky, James T. Dalton, Arnab Mukherjee
  • Patent number: 6936739
    Abstract: This invention relates to 1,2-di(4-hydroxyaryl)tetrafluoroethanes of the general formula (I) wherein R are each, independently of one another, hydrogen, F, Cl, Br, I, CN, COOR2, C1-C4-alkyl, C1-C4-alkoxy, C1-C4-alkylthio, C1-C4-perfluoroalkyl, C1-C4-perfluoroalkoxy, C1-C4-perfluoroalkylthio, C1-C4-polyfluoroalkyl, C1-C4-polyfluoroalkoxy, or C1-C4-polyfluoroalkylthio, R2 is C1-C4-alkyl, and n is an integer from 0 to 4. This invention further relates to the preparation of such compounds as well as to precursors and intermediates that can be used in their preparation.
    Type: Grant
    Filed: May 29, 2002
    Date of Patent: August 30, 2005
    Assignee: Bayer Aktiengesellschaft
    Inventors: Albrecht Marhold, Käthe Baumann
  • Publication number: 20040138255
    Abstract: The invention relates to trifluoromethyl sulfonyl and trifluoromethyl sulfonamido compounds and the physiologically acceptable salts and the prodrugs thereof. These compounds are expected to modulate the activity of protein tyrosine enzymes which are related to cellular signal transduction, in particular, protein tyrosine phosphatase, and therefore are expected to be useful in the prevention and treatment of disorders associated with abnormal protein tyrosine enzyme related cellular signal transduction such as cancer, diabetes, immuno-modulation, neurologic degenerative diseases, osteoporosis and infectious diseases. The invention also relates to the use of compounds containing fluoromethyl sulfonyl groups as phosphate mimics. These mimics may be used to inhibit, regulate or modulate the activity of a phosphate binding protein in a cell.
    Type: Application
    Filed: July 14, 2003
    Publication date: July 15, 2004
    Applicant: Sugen, Inc.
    Inventors: Ping Huang, Chung Chen Wei, Peng Cho Tang, Congxin (Chris) Liang, John Ramphal, Bahija Jallal, John Biltz, Xiaoyuan (Sharon) Li, Matt Mattson, Gerald McMahon, Marcel Koenig
  • Publication number: 20030114496
    Abstract: Novel sulphones of formula I are disclosed: 1
    Type: Application
    Filed: August 20, 2002
    Publication date: June 19, 2003
    Inventors: Ian Churcher, Kevin Dinnell, Timothy Harrison, Sonia Kerrad, Alan John Nadin, Paul Joseph Oakley, Duncan Edward Shaw, Martin Richard Teall, Susannah Williams, Brian John Williams
  • Patent number: 6541670
    Abstract: A compound of the general formula I wherein R1 represents a substituent selected from the group consisting of halogen, hydroxy, mercapto, trifluoromethyl, amino, (C1-C3)alkyl, (C2-C3)olefinic group, (C1-C3)alkoxy, (C1-C3)alkylthio, (C1-C6)alkylamino, (C1-C3)alkoxycarbonyl, cyano, —CONH2, phenyl, and nitro; R2 represents one or more, same or different substituents selected from the group consisting of hydrogen, halogen, hydroxy, mercapto, trifluoromethyl, amino, (C1-C3)alkyl, (C2-C3)olefinic group, (C1-C3)alkoxy, (C1-C3)alkylthio, (C1-C6)alkylamino, (C1-C3)alkoxycarbonyl, cyano, —CONH2, phenyl, and nitro; R3 represents one or more, same or different substituents selected from the group consisting of hydrogen, halogen, hydroxy, mercapto, trifluoromethyl, cyano, carboxy, carbamoyl, (C1-C10)alkyl, (C2-C10)olefinic group, (C3-C8)monocyclic hydrocarbon group, (C1-C10)alkoxy, (C1-C10)alkylthio, (C1-C10)alkoxycarbonyl, and phenyl; R4 represents hydrogen, (C1-C6)alkyl, (C2-C6)olefinic
    Type: Grant
    Filed: March 20, 2001
    Date of Patent: April 1, 2003
    Assignee: Leo Pharmaceutical Products Ltd. A/S
    Inventor: Erik Rytter Ottosen
  • Patent number: 6541422
    Abstract: A method of selectively controlling undesirable vegetation in crops by using a postemergent application of an herbicidally effective amount of a metal chelate of a 2-(substituted benzoyl)-1,3-cyclohexanedione compound to the locus of such undesirable vegetation.
    Type: Grant
    Filed: May 28, 1999
    Date of Patent: April 1, 2003
    Assignee: Syngenta Limited
    Inventors: Herbert B. Scher, Jinling Chen
  • Publication number: 20030032671
    Abstract: The present application relates to novel potent PPAR-alpha-activating compounds for treating, for example, coronary heart disease, and to their preparation.
    Type: Application
    Filed: October 9, 2001
    Publication date: February 13, 2003
    Inventors: Klaus Urbahns, Michael Woltering, Susanne Nikolic, Josef Pernerstorfer, Berthold Hinzen, Elke Dittrich-Wengenroth, Hilmar Bischoff, Claudia Hirth-Dietrich, Klemens Lustig
  • Publication number: 20020062031
    Abstract: This invention concerns compounds for inhibiting intracellular signal transduction, especially intracellular signal transduction mediated by one or more molecular interactions involving a phosphotyrosine-containing protein. This invention also relates to pharmaceutical compositions containing the compounds and prophylactic and therapeutic methods involving pharmaceutical and veterinary administration of the compounds.
    Type: Application
    Filed: November 21, 2001
    Publication date: May 23, 2002
    Inventors: William C. Shakespeare, Michael G. Yang, Rajeswari Sundaramoorthi, Regine Bohacek, Charles Joseph Eyermann, Tomi K. Sawyer
  • Patent number: 6344505
    Abstract: Provided is a composition which contains a mono- or bis-benzotriazole compound, an N-oxide thereof, or a mixture of at least two of the preceding compounds. Representative bis-benzotriazole compounds include 3,3′-bis-(2H-benzotriazol-2-yl)-5,5′-di-tert-octyl-1,1′-biphenyl-2,2′-diols. Representative mono-benzotriazole compounds include 3-(2H-benzotriazol-2-yl)-5,5′-di-tert-octyl-1,1′-biphenyl-2,2′-diols. These mono- and bis-benzotriazole compounds are useful as stabilizers of degradable polymers against the degradative action of ultraviolet light. Also provided is a method of making these benzotriazole compounds by oxidative dimerization of the corresponding monomeric benzotriazole or by reductive cyclization of the corresponding azo- compound.
    Type: Grant
    Filed: November 11, 1999
    Date of Patent: February 5, 2002
    Assignee: Cytec Industries Inc.
    Inventors: Donald H. Valentine, Jr., John F. Stephen, Thomas P. Sassi
  • Patent number: 6340688
    Abstract: Competitive progesterone antagonists, including two novel steroids, viz., 11&bgr;,19-[4-(cyanophenyl)-o-phenylene]-17&bgr;-hydroxy-17&agr;-(3-hydroxyprop-1(Z)-enyl)-4-androsten-3-one and 11&bgr;,19-[4-(3-pyridinyl)-o-phenylene]-17&bgr;-hydroxy-17&agr;-(3-hydroxyprop-1(Z)-enyl)-4-androsten-3-one, inhibit formation of endometrial glands at below their ovulation inhibiting dose and the abortive dose, and thus achieve oral contraception in females without adversely affecting the menstrual cycle and without risk of aborting a previous implanted fertilized egg or a fetus.
    Type: Grant
    Filed: September 17, 1998
    Date of Patent: January 22, 2002
    Assignee: Schering Aktiengesellschaft
    Inventors: Krzystof Chwalisz, Walter Elger, Karin Schmidt-Gollwitzer, Eckhard Ottow
  • Publication number: 20010012839
    Abstract: The present invention relates to an antiandrogen compound and a method of treating prostate cancer in a patient utilizing the compound. The present invention also relates to a pharmaceutical composition which includes the compound.
    Type: Application
    Filed: February 22, 2000
    Publication date: August 9, 2001
    Inventors: Duane D Miller, Leonid I Kirkovsky, James T Dalton, Arnab Mukherjee
  • Patent number: 6271261
    Abstract: Novel IL-8 receptor antagonists and methods of using them are provided.
    Type: Grant
    Filed: December 17, 1998
    Date of Patent: August 7, 2001
    Assignee: SmithKline Beecham Corporation
    Inventor: Katherine L Widdowson
  • Patent number: 6218431
    Abstract: Substituted biphenyls having glucagon receptor antagonistic activity. Claimed compounds have the formula wherein R1a and R1b independently represent (C1-C6) alkyl; R2 represents (C1-C10) alkyl or substituted (C1-C10) alkyl wherein the substituents are independently from 1 to 3 of —SR7; R7 represents phenyl, or substituted phenyl wherein the substituents are independently 1-5 of halogen, trifluoromethyl, (C1-C6) alkyl, (C1-C6) alkoxy, nitro, cyano, or hydroxyl; R3 represents substituted (C1-C6) alkyl wherein the substituents are 1-2 hydroxyl groups; G represents a substituent selected from the group consisting of halogen, (C1-C6) alkyl, and OR4 wherein R4 is H or (C1-C6) alkyl; and y is 0 or an integer of 1-3. Pharmaceutical compositions containing such compounds and methods of treatment of glucagon-mediated conditions by administering such compounds are also claimed.
    Type: Grant
    Filed: July 31, 1997
    Date of Patent: April 17, 2001
    Assignees: Bayer Corporation, Bayer Aktiengesellschaft
    Inventors: William R. Schoen, Gaetan H. Ladouceur, James H. Cook, II, Timothy G. Lease, Donald J. Wolanin, Richard H. Kramss, Donald L. Hertzog, Martin H. Osterhout
  • Patent number: 6150412
    Abstract: The invention relates to compounds of formula (I) ##STR1## wherein R.sub.1 is an electronegative substituent, preferably nitro, cyano, formyl or carboxy, R.sub.2 is --A--R.sub.4, wherein A is a branched or straight chain C.sub.1-9 alkylene and R.sub.4 is carboxy or 5-tetrazolyl; R.sub.3 is an electronegative substituent, preferably nitro, cyano, halogen, formyl, carboxy, C.sub.1-5 alkyl carbonyl, aryl carbonyl or SO.sub.2 R.sub.6, wherein R.sub.6 is a branched or straight chain C.sub.1-5 alkyl, aryl alkyl, aryl or NR.sub.7 R.sub.8, wherein R.sub.7 and R.sub.8 are independently hydrogen, a branched or straight chain C.sub.1-5 alkyl or together form a C.sub.3-6 ring; or a pharmaceutically acceptable ester or salt thereof. The compounds are peripheral, long acting COMT (catechol-O-methyl transferase) inhibitors and are useful, e.g., in the treatment of Parkinson's disease and hypertension.
    Type: Grant
    Filed: November 21, 1997
    Date of Patent: November 21, 2000
    Assignee: Orion-yhtyma Oy
    Inventors: Jarmo Pystynen, Anne Luiro, Timo Lotta, Martti Ovaska, Jukka Vidgren
  • Patent number: 6057358
    Abstract: Novel amine derivatives of the following general formula (I): ##STR1## (wherein) A may denote --(CH.sub.2)--O--, --(CH.sub.2).sub.2 --O--, or --(CH.sub.2).sub.2 --NH--;B may denote --(CH.sub.2).sub.2 --;R.sub.1 may denote a hydrogen atom, a halogen atom, a nitro group, a 1-pyrrolyl group, an acetamido group, an amino group or a dimethylamino group;R.sub.2 may denote a hydrogen atom or a nitro group;R.sub.3 and R.sub.4 may denote a hydrogen atom;R.sub.8a and R.sub.8b which are the same may denote a chlorine atom or a methoxy group;R.sub.9 may denote a hydrogen atom or an amino group;R may denote a methyl group; andX may denote a methanesulfonamido group, a 1-imidazolyl group or a nitro group or a salts thereof are useful as antiarrhythmic drugs.
    Type: Grant
    Filed: May 27, 1997
    Date of Patent: May 2, 2000
    Assignee: C&C Research Labs.
    Inventors: You Sup Chung, Hak Yeop Kim, Kyung Yun Jung, Jae Ki Min, Shigeru Tanabe
  • Patent number: 6040339
    Abstract: Compounds of formula (I): ##STR1## wherein: R.sup.1 is alkyl; R.sup.2a, R.sup.2b, R.sup.2c and R.sup.2d are the same or different and each is hydrogen, optionally substituted alkyl or various other organic groups; R.sup.3 is alkyl; R.sup.4 is a group of formula (II), (III), (IV), (V), (VI), (VII), (VIII) or (IX): ##STR2## wherein: A.sup.1 is a single bond, alkylene or alkenylene; A.sup.2 is or alkenylene; A.sup.3 is a single bond, alkyleneor alkenylene; R.sup.5a and R.sup.5b are the same or different and each is hydrogen, alkyl or various other groups; R.sup.6 is alkyl or phenyl; R.sup.7 is hydrogen or alkyl; R.sup.8 is alkyl or various other groups; and n is 0 and pharmaceutically acceptable salts thereof have valuable inhibitory activity against acyl-CoA: cholesterol acyl transferase.
    Type: Grant
    Filed: May 28, 1998
    Date of Patent: March 21, 2000
    Assignee: Sankyo Company, Limited
    Inventors: Akira Yoshida, Kozo Oda, Takashi Kasai, Kousei Shimada, Hiroshi Kogen, Ichiro Hayakawa, Sadao Ishihara, Teiichiro Koga, Eiichi Kitazawa, Taro Tokui
  • Patent number: 5880147
    Abstract: Compounds of formula (I): ##STR1## wherein: R.sup.1 is alkyl; R.sup.2a, R.sup.2b, R.sup.2c and R.sup.2d are the same or different and each is hydrogen, optionally substituted alkyl, --(C.dbd.O)--B.sup.1 (wherein B.sup.1 is hydrogen or alkyl), nitro, --NR.sup.c R.sup.d (wherein R.sup.c is hydrogen or alkyl and Rd is alkyl), hydroxy, protected hydroxy group, alkoxy, cyano, alkylthio, alkylsulfinyl, alkylsulfonyl or halogen;R.sup.3 is alkyl; R.sup.4 is a group of the formula (II) ##STR2## wherein A.sup.1 is a single bond, alkylene or alkenylene; R.sup.5a and R.sup.5b are the same or different and each is hydrogen, alkyl or --A.sup.4 R.sup.5.sub.c wherein A is a single bond, alkylene or alkenylene and R.sup.5.sub.c is alkoxy; and n is 0, and pharmaceutically acceptable salts thereof. Such compounds have valuable inhibitory activity against acyl-CoA (cholesterol acyl transferase).
    Type: Grant
    Filed: September 18, 1996
    Date of Patent: March 9, 1999
    Assignee: Sankyo Company, Limited
    Inventors: Akira Yoshida, Kozo Oda, Takashi Kasai, Kousei Shimada, Hiroshi Kogen, Ichiro Hayakawa, Sadao Ishihara, Teiichiro Koga, Eiichi Kitazawa, Taro Tokui
  • Patent number: 5849796
    Abstract: Ortho-substituted benzoic acid derivatives of the formula I ##STR1## in which R.sup.1, R.sup.2 and R.sup.3 have the given meanings, and Q is guanidyl, and also their physiologically harmless salts, exhibit antiarrhythmic properties and act as inhibitors of the cellular Na.sup.+ /H.sup.+ antiporter. In addition, the compounds of the formula I, in which R.sup.1 to R.sup.3 and also Q have the given meanings, are suitable for use as valuable intermediates for the preparation of medicaments, in particular of inhibitors of the cellular Na.sup.+ /H.sup.+ antiporter.
    Type: Grant
    Filed: August 28, 1995
    Date of Patent: December 15, 1998
    Assignee: Merck Patent Gelsellschaft mit Beschrankter Haftung
    Inventors: Rolf Gericke, Dieter Dorsch, Manfred Baumgarth, Klaus-Otto Minck, Norbert Beier
  • Patent number: 5736579
    Abstract: A class of substituted spiro compounds is described for use in treating inflammation and inflammation-related disorders. Compounds of particular interest are defined by Formula III: ##STR1## wherein n is a number selected from 0, 1 and 2; wherein R.sup.3 is methylsulfonyl or sulfamyl; and wherein R.sup.8 is selected from hydrido, fluoro, chloro, bromo, iodo, methyl, ethyl, n-propyl, isopropyl, butyl, tert-butyl, isobutyl, methoxy, ethoxy, propoxy, butoxy, hydroxyl, mercapto, methylthio, ethylthio, cyano, fluoromethyl, difluoromethyl, trifluoromethyl, chloromethyl, dichloromethyl, trichloromethyl, pentafluoroethyl, heptafluoropropyl, difluorochloromethyl, dichlorofluoromethyl, difluoroethyl, difluoropropyl, dichloroethyl, dichloropropyl, trifluoromethoxy, hydroxymethyl, methoxymethyl and ethoxymethyl; or a pharmaceutically-acceptable salt thereof.
    Type: Grant
    Filed: November 18, 1994
    Date of Patent: April 7, 1998
    Assignee: G.D. Searle & Co.
    Inventors: David B. Reitz, Robert E. Manning, Horng-Chi Huang, Jinglin Li
  • Patent number: 5731351
    Abstract: Alkyl-benzoylguanidines of the formula I ##STR1## wherein R.sup.1, R.sup.2 and R.sup.3 have the meanings given, and physiologically acceptable salts thereof show antiarrhythmic properties and act as inhibitors of the cellular Na.sup.+ /H.sup.+ antiporter.
    Type: Grant
    Filed: August 23, 1996
    Date of Patent: March 24, 1998
    Assignee: Merck Patent Gesellschaft mit Beschrankter Haftung
    Inventors: Rolf Gericke, Manfred Baumgarth, Klaus-Otto Minck, Norbert Beier
  • Patent number: 5688945
    Abstract: The present invention relates to novel derivatives of 3-hydroxyanthranilic acid, 3-HANA, of the general formula I ##STR1## wherein R.sup.1 and R.sup.2 are the same or different and selected from H and alkyl; X is selected from alkylthio, arylthio, aryloxy, halogen and cyano; R.sup.3, R.sup.4 are the same or different and selected from halogen, methyl, fluoroalkyl, cyano and Z--R.sup.5 wherein Z is selected from CH.sub.n, NH.sub.m, O, S, SO.sub.2 and CO wherein n=1 or 2; m=0 or 1 and R.sup.5 is selected from alkyl, aryl and fluoroalkyl; or R.sup.3 and R.sup.4 together form a saturated or unsaturated ring system Y--V--Z wherein Y and Z, independently of each other, are as defined for Z above and V is selected from C.sub.1 -C.sub.3 alkylene or alkenylene, --N.dbd., --N.dbd.N-- and ##STR2## wherein R.sub.
    Type: Grant
    Filed: December 20, 1996
    Date of Patent: November 18, 1997
    Assignees: Astra Aktiebolag, The University of Maryland at Baltimore
    Inventors: Susanna Karin Maria Bjork, Birgitta Kristina Gotthammar, Mats Torbjorn Linderberg, Johan Per Luthman, Kerstin Margareta Irma Persson, Robert Schwarcz
  • Patent number: 5665777
    Abstract: Compounds of formula ##STR1## or a pharmaceutically acceptable salt thereof inhibit matrix metalloproteinases and TNF.alpha. secretion and are useful in the treatment of inflammatory disease states. Also disclosed are matrix metalloproteinases and TNF.alpha. secretion inhibiting compositions and a method for inhibiting matrix metalloproteinases and TNF.alpha. secretion.
    Type: Grant
    Filed: November 14, 1995
    Date of Patent: September 9, 1997
    Assignee: Abbott Laboratories
    Inventors: Stephen W. Fesik, James B. Summers, Jr., Steven K. Davidsen, George S. Sheppard, Douglas H. Steinman, George M. Carrera, Jr., Alan Florjancic, James H. Holms
  • Patent number: 5661183
    Abstract: The present invention relates to novel derivatives of 3-hydroxyanthranilic acid, 3-HANA of general formula (I), wherein R.sup.1 and R.sup.2 are the same or different and selected from H and alkyl; X is selected from alkylthio, arylthio, aryloxy, halogen and cyano; R.sup.3, R.sup.4 are the same or different and selected from halogen, methyl, fluoroalkyl, cyano and Z-R.sup.5 wherein Z is selected from CH.sub.n, NH.sub.m, O, S, SO.sub.2 and CO wherein n=1 or 2; m=0 or 1 and R.sup.5 is selected from alkyl, aryl and fluoroalkyl; or R.sup.3 and R.sup.4 together form a saturated or unsaturated ring system Y-V-Z wherein Y and Z, independently of each other, are as defined for Z above and V is selected from C.sub.1 -C.sub.3 alkylene or alkenylene, --N.dbd., --N.dbd.N-- and (a), wherein R.sub.7 .dbd.
    Type: Grant
    Filed: May 4, 1995
    Date of Patent: August 26, 1997
    Assignees: The University of Maryland, Astra Aktiebolag
    Inventors: Susanna Karin Maria Bjork, Birgitta Kristina Gotthammar, Mats Torbjorn Linderberg, Johan Per Luthman, Kerstin Margareta Irma Persson, Robert Schwarcz
  • Patent number: 5637770
    Abstract: A novel hexa-cyclic compound, a derivative of camptothecin, of the general formula: ##STR1## The compound is prepared from an aminoketone compound and a pyranoindolizine compound by the condensation-ring closing reaction. It is abundantly water-soluble, and has an excellent antitumour activity and a high degree of safety, and can be applied as an antitumour medicine for curing tumors of various kinds.
    Type: Grant
    Filed: May 31, 1995
    Date of Patent: June 10, 1997
    Assignees: Daiichi Pharmaceutical Co., Ltd., Kabushiki Kaisha Yakult Honsha
    Inventors: Hirofumi Terasawa, Akio Ejima, Satoru Ohsuki, Kouichi Uoto
  • Patent number: 5571842
    Abstract: Perfluoroalkyl-substituted benzoylguanidines, a process for their preparation, their use as a medicament or diagnostic agent, and a medicament containing themA description is given of perfluoroalkyl-substituted benzoylguanidines of the formula I ##STR1## where R(1) is (C.sub.1 -C.sub.6)-perfluoroalkyl-SO.sub.m ; R(2) and R(3) are H, halogen, alk(yl)(oxy), phenoxy; R(4) and R(5) are H, alkyl, Hal, CN, OR(7), NR(8)R(9), --(CH.sub.2).sub.n --(CF.sub.2).sub.o --CF.sub.3 and of the pharmacologically acceptable salts thereof; the compounds I are obtained by reacting a compound II ##STR2## with guanidine, L being a leaving group which is able readily to undergo nucleophilic substitution.
    Type: Grant
    Filed: May 11, 1995
    Date of Patent: November 5, 1996
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Heinz-Werner Kleemann, Hans-Jochen Lang, Jan-Robert Schwark, Andreas Weichert, Wolfgang Scholz, Udo Albus
  • Patent number: 5480668
    Abstract: Lower alkyl esters of compounds of the formula ##STR1## wherein Z is hydrogen or hydroxyl and R is a hydrocarbyl group optionally substituted by hydroxy and/or alkoxy group, are useful as sweetening agents.
    Type: Grant
    Filed: November 9, 1993
    Date of Patent: January 2, 1996
    Inventors: Claude Nofre, Jean-Marie Tinti
  • Patent number: 5449809
    Abstract: Acetylene derivatives of the general formula I ##STR1## where U, V and W are hydrogen, halogen, nitro, cyano, alkyl or alkoxy,A is alkylidene, alkoxymethylidene, alkylthiomethylidene or alkoximino,B is OH, alkoxy or alkylamino andR is hydrogen, halogen, cyano, CF.sub.3, alkyl, cycloalkyl, haloalkyl, aryl, alkenyl, alkynyl, heterocyclyl, hetaryl, arylalkyl, arylalkenyl, arylethynyl, hetaryl-C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy-C.sub.1 -C.sub.4 -alkyl, aryloxyalkyl, hetaryloxyalkyl, arylamino-alkyl, arylthiomethyl, hetarylthiomethyl, C(O)R.sup.1, C(O)NR.sup.2 R.sup.3, C(S)NR.sup.4 R.sup.5, C(O)SR.sup.6, C(S)OR.sup.7, C(S)SR.sup.8, CH(OH)R.sup.9, CH(OR.sup.10)R.sup.11, SiR.sup.12 R.sup.13 R.sup.14, SnR.sup.15 R.sup.16 R.sup.17, C(OR)R.sup.18 or C(.dbd.N--OR.sup.19)R.sup.20 andR.sup.1 -R.sup.17, R.sup.19 and R.sup.20 are hydrogen, alkyl, aryl, hetaryl, arylalkyl or hetarylalkyl and R.sup.18 is OH, C.sub.1 -C.sub.4 -alkoxy or aryl-C.sub.1 -C.sub.4 -alkoxy, and fungicides containing these compounds.
    Type: Grant
    Filed: July 30, 1993
    Date of Patent: September 12, 1995
    Assignee: BASF Aktiengesellschaft
    Inventors: Horst Wingert, Beate Hellendahl, Reinhard Kirstgen, Hubert Sauter, Eberhard Ammermann, Gisela Lorenz
  • Patent number: 5393790
    Abstract: A class of substituted spiro compounds is described for use in treating inflammation and inflammation-related disorders. Compounds of particular interest are defined by Formula III: ##STR1## wherein n is a number selected from 0, 1 and 2; wherein R.sup.3 is methylsulfonyl or sulfamyl; and wherein R.sup.8 is selected from hydrido, fluoro, chloro, bromo, iodo, methyl, ethyl, n-propyl, isopropyl, butyl, tert-butyl, isobutyl, methoxy, ethoxy, propoxy, butoxy, hydroxyl, mercapto, methylthio, ethylthio, cyano, fluoromethyl, difluoromethyl, trifluoromethyl, chloromethyl, dichloromethyl, trichloromethyl, pentafluoroethyl, heptafluoropropyl, difluorochloromethyl, dichlorofluoromethyl, difluoroethyl, difluoropropyl, dichloroethyl, dichloropropyl, trifluoromethoxy, hydroxymethyl, methoxymethyl and ethoxymethyl; or a pharmaceutically-acceptable salt thereof.
    Type: Grant
    Filed: February 10, 1994
    Date of Patent: February 28, 1995
    Assignee: G.D. Searle & Co.
    Inventors: David B. Reitz, Robert E. Manning, Horng-Chi Huang, Jinglin Li
  • Patent number: 5338886
    Abstract: Disclosed is a process for preparation of an aromatic thiol corresponding to the structureA-(SH)nwhereinA is a substituted or unsubstituted aromatic radical and n is 1, 2, 3, 4, 5 or 6 comprising contacting at a temperature of at least 80.degree. C. an aromatic halide corresponding to the structureA-XmwhereinA is the same as above, X is bromine oriodine and n is 1, 2, 3, 4, 5, or 6with thiourea in the presence of nickel metal.
    Type: Grant
    Filed: May 17, 1993
    Date of Patent: August 16, 1994
    Assignee: Eastman Chemical Company
    Inventors: Mark Rule, James T. Tanner, III
  • Patent number: 5321169
    Abstract: A novel tetracyclic cyclohexylcyclohexene derivatives represented by formula: ##STR1## wherein ##STR2## n, X and Y are as defined in the specifications, are disclosed. The compounds are useful as electroptic display materials.
    Type: Grant
    Filed: May 11, 1993
    Date of Patent: June 14, 1994
    Assignee: Dainippon Ink and Chemicals, Inc.
    Inventors: Yasuyuki Tanaka, Haruyoshi Takatsu, Kiyohumi Takeuchi, Yuji Tamura
  • Patent number: 5288901
    Abstract: There are provided important pyrroline and glycine intermediates, methods for the preparation of said intermediates and the use thereof in the manufacture of arylpyrrole insecticidal agents.
    Type: Grant
    Filed: April 8, 1992
    Date of Patent: February 22, 1994
    Assignee: American Cyanamid Company
    Inventors: Robert F. Doehner, Jr., Jerry M. Barton, David G. Kuhn
  • Patent number: 5238818
    Abstract: This amount of an oxidative substance or a peroxidase-like substance can be determined by using a combined color former comprising 4-aminoantipyrine or a derivative thereof, etc., as a main color former and a p-fluoroaniline derivative or a salt thereof as a color producing component.
    Type: Grant
    Filed: November 26, 1991
    Date of Patent: August 24, 1993
    Assignee: Wako Pure Chemicals Co., Ltd.
    Inventors: Kazunari Hashizume, Haruhiko Sugiyama, Mutsuhiro Date
  • Patent number: 5185375
    Abstract: Therapeutically useful thioformamide derivatives of the formula: ##STR1## wherein R represents alkyl, Ar represents optionally substituted phenyl group, Y represents ethylene, methylene or a valency bond, and X represents carbonyl, hydroxymethylene, >C.dbd.NOR.sup.1, >C.dbd.NN(R.sup.1).sub.2 or >C.dbd.NN(R.sup.1)CON(R.sup.1).sub.2 in which R.sup.1 represents hydrogen or optionally substituted alkyl, benzyl, phenethyl, 1-naphthylmethyl, 2-naphthylmethyl or pyrid-3-ylmethyl or two R.sup.1 substituents on the same nitrogen atom may together form optionally substituted alkylene, and salts thereof, processes for their preparation and compositions containing them are described.
    Type: Grant
    Filed: March 30, 1990
    Date of Patent: February 9, 1993
    Assignee: May & Baker Limited
    Inventors: David C. Cook, Terance W. Hart, Iain M. McLay, Malcolm N. Palfreyman, Roger J. A. Walsh
  • Patent number: 5185370
    Abstract: Compound of formula ##STR1## wherein n is 0 or 1, R.sub.1 and R.sub.2 are independently methyl, ethyl or cyclopropyl and R is an optionally substituted phenyl or heteroaryl group or salt or ester thereof are useful in the treatment of inflammatory bowel disease.
    Type: Grant
    Filed: January 31, 1991
    Date of Patent: February 9, 1993
    Assignee: Orion-yhtyma Oy
    Inventors: Reijo J. Backstrom, Erkki J. Honkanen, Jarmo J. Pystynen, Anne M. Luiro, Paivi A. Aho, Inge-Britt Y. Linden, Erkki A. O. Nissinen, Pentti Pohto
  • Patent number: 5180744
    Abstract: Non-peptidyl compounds characterized generally as aralkyl-N-terminal amino hydroxy .beta.-amino acid derivatives are useful as renin inhibitors for treatment of hypertension. Compounds of particular interest are of the formula ##STR1## wherein R.sub.1 is selected from ##STR2## wherein each of Y and Z is independently selected from hydrido, chloro, fluoro, methoxy and dimethylamino; wherein n is a number selected from zero through four, inclusive; wherein each of R.sub.2 and R.sub.4 is independently selected from hydrido and methyl; wherein R.sub.3 is methyl or ethyl; wherein R.sub.5 is cyclohexylmethyl; wherein R.sub.6 is hydroxy; wherein R.sub.7 is isobutyl or ethyl; and wherein each of R.sub.8 and R.sub.9 is hydrido; or a pharmaceutically-acceptable salt thereof.
    Type: Grant
    Filed: July 29, 1991
    Date of Patent: January 19, 1993
    Assignee: G. D. Searle & Co.
    Inventors: Gunnar J. Hanson, John S. Baran, Dave Weissing, Mark Russell
  • Patent number: 5136081
    Abstract: The invention provides a process for the preparation of fungicidally active cyclopentene derivatives of the general formula ##STR1## cyclopentane derivatives of the general formula ##STR2## and cyclohexane derivatives of the general formula ##STR3## in which n, R, R.sup.1, R.sup.2, R.sup.5, X and Y are as herein defined. Compounds of formula II and III are also provided which are useful as intermediates in the preparation of certain fungicidally active cyclopentane derivatives.
    Type: Grant
    Filed: September 11, 1989
    Date of Patent: August 4, 1992
    Assignee: Shell Internationale Research Maatschappij B.V.
    Inventor: Paul H. Briner
  • Patent number: 5136098
    Abstract: Sulfonic acids are reacted with sodium nitrite to form new compositions specifically nitrosyl sulfonates. The nitrosyl sulfonates are useful in reacting with a dye base to form a diazo composition which can in turn react with a coupling agent to form a diazo dye. The nitrosyl sulfonate can also be used to react with an aromatic composition to nitrosoate an aromatic composition. These reactions are particularly useful in the formation of a dispersed dye because the dye can be formed directly in a nonpolar organic solvent and can be used without purification of the dye product. Particularly useful is the nitrosyl dodecyl benzene sulfonate since the formed product is soluble in nonpolar solvents and all reaction products remain in solution and aid with the dyeing of fabrics.
    Type: Grant
    Filed: February 1, 1991
    Date of Patent: August 4, 1992
    Inventor: Rodger L. Gamblin