Benzene Ring Bonded Directly To Ring Nitrogen Of The Five -membered Hetero Ring Patents (Class 548/563)
  • Patent number: 7176323
    Abstract: A process for the production of a ?-ketoacetal compound wherein the desired product is obtained by a simple procedure in a high yield as a high purity product. The reaction scheme for the process is as follows: wherein Ar is an aryl group; X is a halogen atom; Ra and Rb is an alkyl or alkoxy group; and W is an alkylene group.
    Type: Grant
    Filed: February 9, 2005
    Date of Patent: February 13, 2007
    Assignee: Sankyo Company, Limited
    Inventors: Rei Okazaki, Shunshi Kojima
  • Patent number: 6967107
    Abstract: The present invention describes carbamic acid ester-derived and valeric acid ester-derived polyfunctional cross-linker molecules, and methods for their synthesis and use. The inclusion of polymeric moieties such as poly(alkylene oxide) in the cross-linkers of the present invention can provide advantageous solubility properties in aqueous environments. Such cross-linkers may be used to form conjugates for use in a variety of assay formats.
    Type: Grant
    Filed: March 14, 2005
    Date of Patent: November 22, 2005
    Assignee: Biosite, Inc.
    Inventors: Kenneth F. Buechler, Mariusz G. Banaszczyk, Joseph Barry Noar
  • Patent number: 6911468
    Abstract: A compound of the formula (I): wherein X1 and X2 are the same or different and each is a bond or a spacer having 1 to 20 atom(s) in the main chain; one of R1 and R2 is a cycle group having substituent(s) selected from 1) an optionally substituted carboxy-C1-6 alkoxy group and 2) an optionally substituted carboxy-C1-6 aliphatic hydrocarbon group, wherein the cycle group optionally has additional substituent(s), and the other is an optionally substituted cycle group or a hydrogen atom; and R3, R4 and R5 are the same or different and each is a hydrogen atom or a substituent, or R4 may link together with R3 or R5 to form an optionally substituted ring; provided that when R3 is a hydrogen atom, R4 is a hydrogen atom and R5 is methyl, X2—R2 is not 4-cyclohexylphenyl; when R3 is 4-methoxyphenyl, R4 is a hydrogen atom and R5 is methyl, X2—R2 is not 4-methoxyphenyl; and when R1 or R2 is a hydrogen atom, the adjacent X1 or X2 is not a C1-7 alkylene; or a salt thereof exhibits a protein tyrosine phosphatase inhibi
    Type: Grant
    Filed: May 21, 2001
    Date of Patent: June 28, 2005
    Assignee: Takeda Chemical Industries, Ltd.
    Inventors: Takahiro Matsumoto, Nozomi Katayama, Hiroshi Mabuchi
  • Patent number: 6887952
    Abstract: The present invention describes carbamic acid ester-derived and valeric acid ester-derived polyfunctional cross-linker molecules, and methods for their synthesis and use. The inclusion of polymeric moieties such as poly(alkylene oxide) in the cross-linkers of the present invention can provide advantageous solubility properties in aqueous environments. Such cross-linkers may be used to form conjugates for use in a variety of assay formats.
    Type: Grant
    Filed: February 12, 2004
    Date of Patent: May 3, 2005
    Assignee: Biosite, Inc.
    Inventors: Kenneth F. Buechler, Mariusz G. Banaszczyk, Joseph Barry Noar
  • Patent number: 6887893
    Abstract: Certain cyclooxygenase-2 inhibitors are useful for the treatment and prevention of tumors and tumor-related disorders and cachexia.
    Type: Grant
    Filed: December 16, 1998
    Date of Patent: May 3, 2005
    Assignee: Sankyo Company, Limited
    Inventors: Shinichi Kurakata, Masaharu Hanai, Saori Kanai, Tomio Kimura
  • Patent number: 6811573
    Abstract: Colorants for keratin fibers containing 1,3-diamino-4-heteroarylbenzene derivatives of general formula (I) or the physiologically tolerated salts thereof as well as novel 1,3-diamino-4-heteroarylbenzene derivatives.
    Type: Grant
    Filed: June 26, 2002
    Date of Patent: November 2, 2004
    Assignee: Wella Aktiengesellschaft
    Inventors: Laurent Chassot, Hans-Juergen Braun
  • Patent number: 6541639
    Abstract: The present invention provides of method of preparing phenyl-substituted azoles. This method uses an efficient ligand-accelerated Ullmann coupling reaction of anilines with azoles. The coupling products are useful for preparing factor Xa inhibitors.
    Type: Grant
    Filed: July 25, 2001
    Date of Patent: April 1, 2003
    Assignee: Bristol-Myers Squibb Pharma Company
    Inventors: Jiacheng Zhou, Pasquale N. Confalone, Hui-Yin Li, Philip Ma, Lynette M. Oh, Lucius T. Rossano, Charles G. Clark, Chris Teleha
  • Patent number: 6515143
    Abstract: The invention relates to a process for the preparation of ortho-alkylated benzoic acid derivatives of the formula I characterized in that an aryl bromide of the formula II is reacted with a secondary or tertiary organolithium compound and CO2.
    Type: Grant
    Filed: January 8, 2002
    Date of Patent: February 4, 2003
    Assignee: Merck KGaA
    Inventors: Ekkehard Bartmann, Ingeborg Stein
  • Patent number: 6489480
    Abstract: This description addresses fluorinated amine compounds meeting the general formula R′iArF—ER2, where ArF is a fluoroaryl group, E is nitrogen or phosphorous, each R is independently a C1-C20 hydrocarbyl group; or the two Rs may connect to form an unsubstituted or substituted C2-C20 cycloaliphatic group, R′ is a C1-C20 hydrocarbyl or halogenated hydrocarbyl, and i is 0, 1 or 2. These compounds may be protonated with strong Bronsted acids to form protonated amine compounds that are useful for the preparation of organometallic catalyst-cocatalyst compounds comprising noncoordinating or weakly coordinating anions. The resulting organometallic catalyst-cocatalyst complexes can be effectively used as olefin polymerization catalysts.
    Type: Grant
    Filed: December 11, 2000
    Date of Patent: December 3, 2002
    Assignee: ExxonMobil Chemical Patents Inc.
    Inventor: George Rodriguez
  • Patent number: 6451824
    Abstract: Compounds of formula (I) are suitable for the production of pharmaceuticals for the prophylaxis and therapy of disorders in the course of which an increased activity of matrix-degrading metalloproteinases is involved.
    Type: Grant
    Filed: May 8, 1998
    Date of Patent: September 17, 2002
    Assignee: Aventis Pharma Deutschland GmbH
    Inventors: Werner Thorwart, Wilfried Schwab, Manfred Schudok, Burkhard Haase
  • Patent number: 6451736
    Abstract: There is disclosed substituted thiocarboxamides compounds of the formula (I): wherein R1, R2, R3 and Z are as defined in the specification. The compounds are useful as herbicides.
    Type: Grant
    Filed: September 25, 2001
    Date of Patent: September 17, 2002
    Assignee: Bayer Aktiengesellschaft
    Inventors: Karl-Heinz Linker, Kurt Findeisen, Roland Andree, Mark-Wilhelm Drewes, Andreas Lender, Otto Schallner, Wilhelm Haas, Hans-Joachim Santel, Markus Dollinger
  • Patent number: 6433002
    Abstract: A compound of formula (I): compositions containing them and methods of use to control pests.
    Type: Grant
    Filed: April 12, 2001
    Date of Patent: August 13, 2002
    Assignee: Rhone-Poulenc Inc.
    Inventors: Jamin Huang, Scot Kevin Huber
  • Patent number: 6417372
    Abstract: The present invention relates to arylpyrrole particles which are prepared by a process in which the particles are aged and milled, and pesticidal suspension concentrate compositions comprising them. The size of the particles of this invention remains surprisingly stable during storage.
    Type: Grant
    Filed: April 2, 2001
    Date of Patent: July 9, 2002
    Assignee: BASF Aktiengesellschaft
    Inventors: Mimi Yih-Pei Chou Schaaf, Steven Brunt, Jian James Xu, Andrew Evelyn Goldsmith, Anthony Francis Walker, Patrick C. Mowery, Edward S. Donoghue, Srinivasan Rajan
  • Patent number: 6414005
    Abstract: Compounds represented by the general formula (1): [wherein R1 is typically an aminoalkyl group; R2 is typically a hydrogen atom, a lower alkyl group, R3 or SR4 (where R4 is typically a lower alkyl group); Ar is typically a 5-membered aromatic heterocyclic group] have an NOS inhibiting activity and are useful as therapeutics of cerebrovascular diseases and other pharmaceuticals.
    Type: Grant
    Filed: May 4, 2000
    Date of Patent: July 2, 2002
    Assignee: Chugai Seiyaku Kabushiki Kaisha
    Inventor: Toshihiko Makino
  • Patent number: 6316486
    Abstract: The present invention relates to new compounds of the formula (I) in which X represents halogen, Y represents halogen or alkyl and Z represents halogen or alkyl, with the proviso that always one of the radicals Y and Z represents halogen while the other represents alkyl, and Het represents one of the groups in which A, B, D and G have the meanings given in the description, to a plurality of processes for their preparation and to their use as pesticides and herbicides.
    Type: Grant
    Filed: October 31, 1997
    Date of Patent: November 13, 2001
    Assignee: Bayer Aktiengesellschaft
    Inventors: Folker Lieb, Hermann Hagemann, Arno Widdig, Michael Ruther, Reiner Fischer, Thomas Bretschneider, Christoph Erdelen, Ulrike Wachendorff-Neumann, Peter Dahmen, Markus Dollinger, Hans-Joachim Santel, Alan Graff, Wolfram Andersch, Norbert Mencke, Andreas Turberg
  • Patent number: 6248765
    Abstract: Novel imidazole derivatives as histamine receptor H3 antagonists and/or agonists, preparation thereof and therapeutical uses thereof. Chemical compounds for use as histamine receptor H3 agonists, partial agonists or antagonists, having general formula (Ia) or (Ib), the use thereof for making drugs, and methods for revealing the agonist, partial agonist or antagonist activity of such compounds in vivo, are disclosed.
    Type: Grant
    Filed: January 9, 1997
    Date of Patent: June 19, 2001
    Assignees: Institut National de la Sante et de la Recherche Medical, Societe Civile Bioprojet
    Inventors: Jean-Charles Schwartz, Jean-Michel Arrang, Monique Garbarg, Agnes Quemener, Jeanne-Marie Lecomte, Xavier Ligneau, Walter G. Schunack, Holger Stark, Katja Purand, Annette Huls, Reidemeister Sybille, Athmani Salah, Charon Robbin Ganellin, Nadia Pelloux-Leon, Wasyl Tertiux, Michael C. O. Krause, Sadek Bassem
  • Patent number: 6242613
    Abstract: The present invention relates to arylpyrrole particles which are prepared by a process in which the particles are aged and milled, and pesticidal suspension concentrate compositions comprising them. The size of the particles of this invention remains surprisingly stable during storage.
    Type: Grant
    Filed: April 6, 1999
    Date of Patent: June 5, 2001
    Assignee: American Cyanamid Co.
    Inventors: Mimi Yih-Pei Chou Schaaf, Steven Brunt, Jian James Xu, Andrew Evelyn Goldsmith, Anthony Francis Walker, Patrick C. Mowery, Edward S. Donoghue, Srinivasan Rajan
  • Patent number: 6110958
    Abstract: Compounds of formula (I) ##STR1## wherein the substituents are as defined herein, are antiparasitic agents.
    Type: Grant
    Filed: December 1, 1999
    Date of Patent: August 29, 2000
    Assignee: Pfizer Inc.
    Inventors: Bernard Joseph Banks, Nathan Anthony Logan Chubb
  • Patent number: 6022379
    Abstract: Pyrrole derivatives of 1,4-naphthoquinone and of 1,4-dihydroxynaphthalene, dye compositions containing them and the corresponding dyeing process.
    Type: Grant
    Filed: February 27, 1998
    Date of Patent: February 8, 2000
    Assignee: L'Oreal
    Inventors: Sylvie Genard, Herve Andrean, Michel Hocquaux
  • Patent number: 6013836
    Abstract: This invention relates to N'-substituted-N,N'-disubstitutedhydrazines of formula I ##STR1## wherein X and X' are independently O, S, or NR; A' and B' are independently substituted or unsubstituted aryl or aromatic heterocycle; wherein F is alkyl, alkenyl, or aralkyl; and wherein E is a tertiary carbon containing organic radical having a total of at least four carbon and halogen atoms but not more than six halogen atoms, or a non-tertiary carbon containing non-haloalkyl organic or organometallic radical having at least five atoms other than hydrogen, oxygen and halogen which are useful as insecticides, compositions containing those compounds, methods of producing the compounds, and methods of their use. More particularly, the invention relates to insect growth regulating compounds and compositions, and methods of using such compounds and compositions. Compounds of the present invention are particularly suitable for controlling plant-destructive insects in crops of cultivated plants, ornamentals and forestry.
    Type: Grant
    Filed: May 22, 1995
    Date of Patent: January 11, 2000
    Assignee: Rohm and Haas Company
    Inventors: Adam Chi-Tung Hsu, Harold Ernest Aller, Dat Phat Le, Donald Wesley Hamp, Barry Weinstein, Raymond August Murphy
  • Patent number: 6004903
    Abstract: Benzoyl derivatives of the formula I ##STR1## where Z is a 5-membered or 6-membered heterocyclic, saturated or unsaturated radical containing one to three hetero atoms selected from the group consisting of oxygen, sulfur and nitrogen,Q is a cyclohexane-1, 3-dione ring bonded in the 2-position and of the formula II, ##STR2## or conventional agricultural salts of the compounds I.
    Type: Grant
    Filed: August 14, 1997
    Date of Patent: December 21, 1999
    Assignee: Basf Aktiengesellschaft
    Inventors: Wolfgang von Deyn, Regina Luise Hill, Uwe Kardorff, Stefan Engel, Martina Otten, Marcus Vossen, Peter Plath, Harald Rang, Albrecht Harreus, Franz Rohl, Helmut Walter, Karl-Otto Westphalen, Ulf Misslitz
  • Patent number: 5935990
    Abstract: A class of pyrrolyl derivatives is described for use in treating inflammation and inflammation-related disorders. Compounds of particular interest are defined by Formula I ##STR1## wherein R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are as described in the specification.
    Type: Grant
    Filed: December 9, 1997
    Date of Patent: August 10, 1999
    Assignee: G.D. Searle & Co.
    Inventors: Ish K. Khanna, Richard M. Weier, Yi Yu
  • Patent number: 5908858
    Abstract: Compounds of formula (I) and (II): ##STR1## ?wherein R is hydrogen, halogen or alkyl; R.sup.1 is alkyl, amino or substituted amino; R.sup.2 is optionally substituted phenyl; R.sup.3 is hydrogen, halogen or optionally substituted alkyl; R.sup.4 is hydrogen, optionally substituted alkyl, cycloalkyl, aryl, or aralkyl! have valuable analgesic, anti-inflammatory, anti-pyretic and anti-allergic activities and have the ability to inhibit the production of leukotrienes and to inhibit bone resorption. They are relatively free from the side effects which generally result from the administration of compounds having these kinds of activities.
    Type: Grant
    Filed: March 26, 1997
    Date of Patent: June 1, 1999
    Assignee: Sankyo Company, Limited
    Inventors: Tomio Kimura, Yasuo Noguchi, Akira Nakao, Keisuke Suzuki, Shigeru Ushiyama, Akihiro Kawara, Masaaki Miyamoto
  • Patent number: 5849775
    Abstract: Benzoylguaridines of the formula I ##STR1## are described in which: R(1), R(2), R(3), R(4), R(5) are as defined in the specification, and pharmaceutically tolerated salts thereof.
    Type: Grant
    Filed: June 30, 1997
    Date of Patent: December 15, 1998
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Jan-Robert Schwark, Heinz-Werner Kleemann, Hans-Jochen Lang, Andreas Weichert, Wolfgang Scholz, Udo Albus
  • Patent number: 5824691
    Abstract: Guanidine derivatives of the formula: ##STR1## wherein Y is C--R.sup.1(in which R.sup.1 is hydrogen, lower alkyl, hydroxy, protected hydroxy, etc.,)R.sup.2 is pyrrolyl, tetrazolyl, pyrazolyl, etc.,R.sup.3 is hydrogen, lower alkoxy, hydroxy, protected hydroxy, etc.,Z is C--R.sup.4(in which R.sup.4 is hydrogen, carboxy, protected carboxy, nitro, halogen, hydroxy(lower)alkyl, etc.,), andW is R.sup.12(in which R.sup.12 is hydrogen, lower alkoxy, nitro, hydroxy or protected hydroxy)and pharmaceutically acceptable salts thereof which are useful as a medicament which are useful in inhibiting Na.sup.+ /H.sup.+ exchange in cells and in the prevention of cardiovascular diseases, cerebrovascular diseases, renal diseases, arteriosclerosis and shock.
    Type: Grant
    Filed: November 9, 1995
    Date of Patent: October 20, 1998
    Assignee: Fujisawa Pharmaceutical Co., Ltd.
    Inventors: Atsushi Kuno, Yoshikazu Inoue, Hisashi Takasugi, Hiroaki Mizuno, Kumi Yamasaki
  • Patent number: 5763610
    Abstract: A composition comprising a nitrogen-containing olefinic compound and a process for using the nitrogen-containing olefinic compound to produce a water-soluble polymer which has applications in a subterranean formation are provided. The nitrogen-containing olefinic compound can be made from an amine and an alkylating agent. The polymer produced can be used in drilling fluids, workover fluids, completion fluids, permeability corrections, water or gas coning prevention, fluid loss prevention, matrix acidizing, fracture acidizing, and combinations of any two or more thereof.
    Type: Grant
    Filed: February 21, 1997
    Date of Patent: June 9, 1998
    Assignee: Phillips Petroleum Company
    Inventors: Iqbal Ahmed, Ahmad Moradi-Araghi, Odd Ivar Eriksen
  • Patent number: 5726324
    Abstract: Process for preparing complex pesticidal 1-(haloaryl)heterocyclic compounds by reacting 1-(nitroaryl)heterocycles with metallic halide salts. 1-(Nitroaryl)pyrrole intermediates useful in said process.
    Type: Grant
    Filed: February 13, 1997
    Date of Patent: March 10, 1998
    Assignee: Rhone-Poulenc Inc.
    Inventors: Jamin Huang, Scot Kevin Huber, Alain Chene
  • Patent number: 5665739
    Abstract: Benzoylguanidines of the formula I are described ##STR1## in which R(1)=hydrogen, Hal, --NO.sub.2, --C.tbd.N, --CF.sub.3, R(4)--SO.sub.m or R(5)R(6)N--SO.sub.2 --, R(4) and R(5) are alk(en)yl or CF.sub.3, R(5) also having the meaning of H,R(2)=is heteroaryl or --SR(10), --OR(10), --NR(10)R(11), --CR(10)R(11)R(12); where R(10) is --C.sub.a H.sub.2a -heteroaryl, and R(11) and R(12) are as defined for R(10) and also hydrogen or alkyl,R(3) is as defined for R(1) or is alkyl, --X--R(13) where X is oxygen, S, NR(14), where R(13) is H or (cyclo)alkyl.They are obtained from a compound of the formula II ##STR2## by reacting it with guanidine.
    Type: Grant
    Filed: May 15, 1995
    Date of Patent: September 9, 1997
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Hans-Jochen Lang, Heinz-Werner Kleeman, Wolfgang Scholz, Udo Albus
  • Patent number: 5573999
    Abstract: .beta.-Substituted cinnamic acid derivatives of the formula 1, ##STR1## where R.sup.1 is alkyl, chlorine or bromine, --X-- is --O--, --S--, ##STR2## m is 0 or 1, --Y is --OR.sup.4, --O--N.dbd.CR.sup.5 R.sup.6, --NR.sup.7 R.sup.8, --N(OR.sup.9)R.sup.10 or --SR.sup.11, where the above-mentioned substituents R.sup.2 to R.sup.11 are alkyl, and R.sup.2, and R.sup.3 and R.sup.5 to R.sup.11 can also be hydrogen,Z is halogen, nitro, cyano, alkyl, cycloalkyl, aralkyl, aryloxyalkyl, arylthioalkyl, hetarylalkyl, hetaryloxyalkyl, hetarylthioalkyl, alkenyl, aralkenyl, aryloxyalkenyl, arylthioalkenyl, hetarylalkenyl, hetaryloxyalkenyl, hetarylthioalkenyl, alkynyl, arylalkynyl, hetarylalkynyl, aryl, hetaryl, arylazo, acylamino, --OR.sup.12, --SR.sup.13, --SOR.sup.14, --SO.sub.2 R.sup.15, --COOR.sup.16, --CONR.sup.17 R.sup.18, --COR.sup.19, --CR.sup.20 .dbd.NR.sup.21, --N.dbd.CR.sup.22, R.sup.23, --CR.sup.24 .dbd.N--OR.sup.25, --CR.sup.25 R.sup.26 --O--, N.dbd.CR.sup.27 R.sup.28, --CH.sub.2 --OCOR.sup.39 or --NR.sup.37 R.
    Type: Grant
    Filed: May 15, 1995
    Date of Patent: November 12, 1996
    Assignee: BASF Aktiengesellschaft
    Inventors: Hubert Sauter, Herbert Bayer, Klaus Oberdorf, Horst Wingert, Wolfgang von Deyn, Wassilios Grammenos, Hartmann Koenig, Harald Rang, Franz Roehl, Gisela Lorenz, Eberhard Ammermann
  • Patent number: 5482942
    Abstract: This invention relates to novel 4-(3,4-dioxocyclobuten-1-yl)chromenes and dihydronaphthalenones and 3-(3,4-dioxocyclobuten-1-yl)indenes and salts thereof having smooth muscle relaxing activity, to their use in the treatment of hypertension as well as for treatment of peripheral vascular disease, congestive heart failure, disorders involving excessive smooth muscle contraction of the urinary tract such as incontinence or of the gastrointestinal tract such as irritable bowel syndrome, asthma, and hair loss and to pharmaceutical compositions containing an invention compound. The present invention discloses compounds represented by the formula (I): ##STR1## wherein: R.sub.1 and R.sub.2, independent from each other, are selected from the following: C.sub.1-6 perfluoroalkoxy, C.sub.1-6 perfluoroalkyl, C.sub.1-6 alkyl, C.sub.1-6 alkoxy, hydroxyl, C.sub.1-6 alkoxycarbonyl, nitro, cyano, halogen, C.sub.1-6 alkylsulfonamido, C.sub.1-6 perfluoroalkylsulfonamido, amino, C.sub.1-6 acylamino, C.sub.
    Type: Grant
    Filed: June 28, 1994
    Date of Patent: January 9, 1996
    Assignee: American Home Products Corporation
    Inventors: Richard M. Soll, Paul J. Dollings
  • Patent number: 5371239
    Abstract: This invention relates to methods and compositions for treating, controlling, preventing and protecting warm-blooded animals from infestation and infection by helminths, acarids and arthropod endo- and ectoparasites by administering or applying to the animals a nitropyrrole or pyrrole carbonitrile compound.
    Type: Grant
    Filed: February 26, 1992
    Date of Patent: December 6, 1994
    Assignee: American Cyanamid Company
    Inventor: Mary E. Doscher
  • Patent number: 5292755
    Abstract: Benzoylguanidines of the formula I ##STR1## where R(1) or R(2) is equal to R(6)--S(O).sub.n -- or R(7)R(8)N--O.sub.2 S--and the other substituent R(1) or R(2) is in each case equal to H, F, Cl, Br, I, alkyl, alkoxy or phenoxy, R(6)--S(O).sub.n or R(7)R(8)N--and R(6) is equal to alkyl, cycloalkyl, cyclopentylmethyl, cyclohexylmethyl or phenyl,R(7) and R(8) are equal to alkyl or phenylalkyl or phenyl,and in which R(7) and R(8) may also together be a C.sub.4 --C.sub.7 chain, and in which R(7) and R(8), together with the nitrogen atom to which they are bonded, may be a dihydroindole, tetrahydroquinoline or tetrahydroisoquinoline system,and where R(3), R(4) and R(5) are equal to hydrogen or alkyl, or R(3) and R(4) are together an alkylene chain or R(4) and R(4) are together an alkylene chain,and where n is equal to zero, 1 or 2and their pharmaceutically tolerable salts are outstanding antiarrhythmics.
    Type: Grant
    Filed: January 31, 1992
    Date of Patent: March 8, 1994
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Heinrich C. Englert, Hans-Jochen Lang, Wolfgang Linz, Bernward Scholkens, Wolfgang Scholz
  • Patent number: 5210218
    Abstract: Novel 2- or 3-chloropyrroles represented by the general formula: ##STR1## wherein R.sup.1 represents hydrogen atom, chlorine atom, alkyl group, or aryl group which may optionally be substituted, with the proviso that any one of the two groups represented by R.sup.1 is chlorine atom,R.sup.2 represents alkyl group or aryl group which may optionally be substituted, andR.sup.3 represents tertiary alkyl group which may be substituted by phenyl, or phenyl which may optionally be substituted, andprocesses for preparing the same.
    Type: Grant
    Filed: October 15, 1991
    Date of Patent: May 11, 1993
    Assignee: Nihon Bayer Agrochem K.K.
    Inventors: Shinzo Kagabu, Itsumi Kawai, Katsuaki Wada
  • Patent number: 5128485
    Abstract: There is provided a synthesis of 2-aryl-5-(trifluoromethyl)pyrrole compounds via the condensation of a suitable enamine with an .alpha.-haloketone.
    Type: Grant
    Filed: December 17, 1990
    Date of Patent: July 7, 1992
    Assignee: American Cyanamid Company
    Inventor: Venkataraman Kameswaran
  • Patent number: 5017213
    Abstract: Herbicidal 1-phenylpyrroles of the formula ##STR1## wherein each R.sup.1 represents methyl or together form a tetramethylene group,R.sup.2 represents hydrogen, C.sub.1-6 alkyl, cyclopropylmethyl, C.sub.1-4 alkoxy-C.sub.1-2 alkyl, C.sub.1-4 alkylthio-C.sub.1-2 alkyl, C.sub.1-4 alkylsulfinyl-C.sub.1-2 alkyl, C.sub.1-4 alkylsulfonyl-C.sub.1-2 alkyl, benzyl or phenylethyl which are optionally substituted by halogen, C.sub.3-4 alkenyl, C.sub.3-4 alkynyl, C.sub.3-4 haloalkenyl, C.sub.2-3 cyanoalkyl or carbmoylmethyl, thiocarbamoylmethyl, trimethylsilylmethyl, CH.sub.2 COOR.sup.3, ##STR2## or a C.sub.1-2 alkyl group which is connected with an optionally substituted 5-6 membered heterocyclic group, whereinR.sup.3 represents C.sub.1-6 alkyl or C.sub.5-6 cycloalkyl,R.sup.4 represents hydrogen, methyl, ethyl or cyclopropyl,R.sup.5 represents OR.sup.6 or N(CH.sub.3).sub.2, in whichR.sup.6 represents hydrogen, C.sub.1-5 alkyl, allyl, propargyl or benzyl, andn represents 0 to 1.
    Type: Grant
    Filed: July 7, 1989
    Date of Patent: May 21, 1991
    Assignee: Nihon Tokushu Noyaku Seizo K. K.
    Inventors: Toyohiko Kume, Toshio Goto, Atsumi Kamochi, Akihiko Yanagi, Hiroshi Miyauchi, Tadao Asami
  • Patent number: 4950678
    Abstract: Novel substituted N-(heterocyclic-substituted phenyl)-N'-benzoyl-ureas, processed for producing these compounds, intermediates therefor, compositions thereof and the use of the compounds for the control of pests.
    Type: Grant
    Filed: July 27, 1989
    Date of Patent: August 21, 1990
    Assignee: Sandoz Ltd.
    Inventors: Robert L. Carney, John M. Gruber, Alfred S. T. Lui
  • Patent number: 4906758
    Abstract: Pyrroles of the formula I ##STR1## are prepared by a process in which a dialkoxytetrahydrofuran of the formula II ##STR2## where R.sup.2 to R.sup.5 in the formulae (I) and (II) are identical or different and are each hydrogen, a straight-chain or branched alkyl or alkenyl radical of not more than 12 carbon atoms, a cycloalkyl or cycloalkenyl radical of 5 to 8 carbon atoms, an aryl, alkylaryl or aralkyl radical of 6 to 16 carbon atoms, and two non-adjacent radicals R.sup.6 to R.sup.9 are alkoxy and the other two radicals R.sup.6 to R.sup.9 are hydrogen, is reacted with ammonia or a primary amine H.sub.2 NR.sup.1, where R.sup.1 in formula (I) is hydrogen, alkyl, aryl, alkylaryl, aralkyl or cycloalkyl, in the presence of an acidic, solid, heterogeneous catalyst. Zeolites, for example those of the pentasil type or faujasite type, or phosphates, acidic oxides, phosphoric acid or boric acid on a carrier can be used as the solid heterogeneous catalysts.
    Type: Grant
    Filed: August 12, 1988
    Date of Patent: March 6, 1990
    Assignee: BASF Aktiengesellschaft
    Inventors: Wolfgang Hoelderich, Michael Hesse, Hardo Siegel
  • Patent number: 4904679
    Abstract: Pyrrolophenylalkanolamines of the formula ##STR1## R.sup.1 and R.sup.2 represent hydrogen or various radicals, R.sup.3 represents hydrogen, acyl or trialkylsilyl,R.sup.4 represents hydrogen or alkyl,R.sup.5 represents hydrogen, or, together with R.sup.3, represents ##STR2## wherein R.sup.7 represents hydrogen or alkyl, andR.sup.6 represents branched or cyfclic alkyl, which is optionally substituted,and salts thereof promote the yield of animals. Many new intermediates are also shown.
    Type: Grant
    Filed: April 22, 1988
    Date of Patent: February 27, 1990
    Assignee: Bayer Aktiengesellschaft
    Inventors: Hartmund Wollweber, Jurgen Stoltefuss, Friedrich Berschauer, Ann de Jong, Martin Scheer
  • Patent number: 4900839
    Abstract: A series of novel heterocyclic-substituted 2-(1H)-quinolone compounds have been prepared, including the 3,4-dihydro derivatives thereof, wherein the heterocyclic ring moiety is a pyrrolyl, imidazolyl, pyrazolyl, triazolyl or tetrazolyl group attached by a nitrogen atom of said group to the 5-, 6-, 7- or 8-positions of the quinolone ring. These particular compounds are useful in therapy as highly potent inotropic agents and therefore, are of value in the treatment of various cardiac conditions. Preferred member compounds include 6-(2,4-dimethylimidazol-1-yl)-8-methyl-2-(1H)-quinolone, 6-(2,4-dimethyl-5-nitroimidazol-1-yl)-8-methyl-2-(1H)-quinolone, 8-methyl-6-(tetrazol-1-yl)-2-(1H)-quinolone, 8-methyl-6-(1,2,4-triazol-4-yl)-2-(1H)-quinolone, and 6-(4-cyano-2-methylimidazol-1-yl)-8-methyl-2-(1H)-quinolone, respectively. Methods for preparing these compounds from known starting materials are provided.
    Type: Grant
    Filed: January 27, 1989
    Date of Patent: February 13, 1990
    Assignee: Pfizer Inc.
    Inventors: Simon F. Campbell, David A. Roberts
  • Patent number: 4897223
    Abstract: Color-forming agents of the general formula ##STR1## wherein X denotes hydroxyl, alkoxy, alkenyloxy, aralkoxy, cycloalkoxy, aryloxy, acyloxy, alkoxycarbonyloxy, alkylamino, dialkylamino, acylamino, aralkylamino or arylamino,Q denotes cyano, alkoxycarbonyl, aryloxycarbonyl, aralkoxycarbonyl, carbamoyl, N-alkylcarbamoyl, N,N-dialkylcarbamoyl, N-alkyl-N-aryl-carbamoyl, acyl, alkoxysulphonyl, aralkoxysulphonyl, sulphamoyl, N-alkylsulphamoyl, N,N-dialkylsulphamoyl, alkylsulphonyl, arylsulphonyl or aralkylsulphonyl andR denotes alkyl, alkenyl or aralkyl,further isocyclic or heterocyclic rings can be fused on to the rings A, B, C and D, and the cyclic and acyclic radicals and the rings A, B, C and D can carry further substituents, are used for the preparation of pressure-sensitive recording materials.
    Type: Grant
    Filed: March 1, 1988
    Date of Patent: January 30, 1990
    Assignee: Bayer Aktiengesellschaft
    Inventors: Udo Eckstein, Hubertus Psaar, Roderich Raue
  • Patent number: 4816604
    Abstract: The compounds of formula I, ##STR1## where the substituents have various significances, and physiologically acceptable hydrolyzable derivatives thereof having the hydroxy group in the 2 position of the 3-aminopropoxy side chain in esterifield form, are useful as cardioselective .beta.-adrenoceptor blocking agents.
    Type: Grant
    Filed: March 9, 1987
    Date of Patent: March 28, 1989
    Assignee: William J. Louis
    Inventors: William J. Louis, Richard Berthold, Andre Stoll
  • Patent number: 4792568
    Abstract: This invention relates to new lipoxygenase inhibitors possessing anti-inflammatory and anti-allergic properties. The present new compounds are of the formula: ##STR1## and salts thereof; wherein, R is hydrogen, lower alkyl, lower alkenyl, lower alkynyl, lower aralkyl, phenyl, naphthyl, or a nitrogen oxygen or sulfur heterocyclic; andY.sub.1 and Y are independently hydrogen, lower alkyl, hydroxy, lower alkoxy, aryloxy, lower aralkoxy, aryl, lower aralkyl, carboxy, lower carbalkoxy, lower carbaralkoxy, carbaryloxy, formyl, or alkyl, alkenyl or alkynyl containing up to 6 carbon atoms in the principal chain and up to a total of 10 carbon atoms;provided that when Y and Y.sub.1 are both hydrogen or when Y.sub.1 is hydrogen and Y is CHO, the R is other than hydrogen, unsubstituted phenyl, or lower alkyl.
    Type: Grant
    Filed: April 14, 1986
    Date of Patent: December 20, 1988
    Assignee: Rorer Pharmaceutical Corporation
    Inventor: Joseph Auerbach
  • Patent number: 4666936
    Abstract: Amide derivatives of 2-(p-aminobenzyl)-butyric acid and esters thereof having a hypolipidemizing and hypocholesterolemizing pharmaceutical activity and their preparation are described.Included are compounds of the formula ##STR1## wherein R and R' together represent the group ##STR2## or the group ##STR3## and R" is hydrogen or a 1 to 6 carbon alkyl group.
    Type: Grant
    Filed: August 7, 1985
    Date of Patent: May 19, 1987
    Assignee: Medosan Industrie Biochimiche Riunite S.p.A.
    Inventor: Alessandro Baglioni
  • Patent number: 4644009
    Abstract: Provided are new compounds having valuable therapeutic activity. These compounds are of the formula: ##STR1## and salts thereof, whereinX=O, S or NR.sub.2 ;Z=(CHR.sub.3).sub.n C(R.sub.3))OH)--, ##STR2## --CH.sub.3 .dbd.CH.sub.3 CR.sub.3 (OH)--, or --(CHR.sub.3).sub.n', M=--O--, --S--, or ##STR3## Z.sub.1 is an alkylene chain of 0-5 carbon atoms in the principal chain and a total of 7 carbon atoms;R.sub.1 is H, phenyl, naphthyl or a sulfur, nitrogen or oxygen-heterocyclic ring;R.sub.2 is H, alkyl, aryl or aralkyl;R.sub.3 is H or CH.sub.3 ;n=0-5; andn'=1-5.
    Type: Grant
    Filed: October 29, 1984
    Date of Patent: February 17, 1987
    Assignee: USV Pharmaceutical Corporation
    Inventors: Fu-chih Huang, Joseph Auerbach
  • Patent number: 4626592
    Abstract: Amines and amides are N,N-cyclodialkylated by reaction with an unstrained cyclic ether in the presence of a B-subgroup metal oxide alkylation catalyst, preferably a Group IV-B metal oxide such as titanium dioxide.
    Type: Grant
    Filed: December 24, 1984
    Date of Patent: December 2, 1986
    Assignee: Ethyl Corporation
    Inventor: Duane C. Hargis
  • Patent number: 4624958
    Abstract: Diamidines of the formula ##STR1## wherein X is a propylene, isobutylene, guanidine, pyrrole, tetrazole, imidazole or substituted imidazole group; and 2-[4-(2-imidazolinyl)phenyl]-6-(2-imidazolinyl)indole, are useful in the treatment of certain protozoal infections in mammals, particularly in cattle.
    Type: Grant
    Filed: August 28, 1985
    Date of Patent: November 25, 1986
    Assignee: Pfizer Inc.
    Inventor: Edward A. Glazer
  • Patent number: 4617316
    Abstract: Insecticidal compounds of the formula: ##STR1## in which A is chloro and B is hydrogen or A and B are both fluoro, X is oxygen or sulfur and one of R.sup.1 and R.sup.2 is or includes an optionally substituted 5-membered heteroaryl ring, their method for preparation and formulation, insecticidal compositions thereof, and their use to control insects, are disclosed and exemplified.
    Type: Grant
    Filed: December 20, 1985
    Date of Patent: October 14, 1986
    Assignee: FMC Corporation
    Inventor: Ernest L. Plummer
  • Patent number: 4560769
    Abstract: Pyrroles are prepared by a process in which ammonia or an amine is reacted with a but-2-ene-1,4-diol in the presence of a supported catalyst containing copper, silver, zinc, palladium, nickel, cobalt and/or platinum and/or compounds of these metals as catalytic materials, and in the presence or absence of compounds of chromium and/or manganese as additional catalysts, in the gas phase.The pyrroles obtainable by the process of the invention are useful starting materials for the preparation of dyes, corrosion inhibitors, drugs and pesticides.
    Type: Grant
    Filed: March 9, 1984
    Date of Patent: December 24, 1985
    Assignee: BASF Aktiengesellschaft
    Inventors: Helmuth Menig, Martin Fischer, Karl Baer
  • Patent number: RE39420
    Abstract: Compounds of formula (I) and (II): [wherein R is hydrogen, halogen or alkyl; R1 is alkyl, amino or substituted amino; R2 is optionally substituted phenyl; R3 is hydrogen, halogen or optionally substituted alkyl; R4 is hydrogen, optionally substituted alkyl, cycloalkyl, aryl, or aralkyl] have valuable analgesic, anti-inflammatory, anti-pyretic and anti-allergic activities and have the ability to inhibit the production of leukotrienes and to inhibit bone resorption. They are relatively free from the side effects which generally result from the administration of compounds having these kinds of activities.
    Type: Grant
    Filed: September 29, 2000
    Date of Patent: December 5, 2006
    Assignee: Sankyo Company, Limited
    Inventors: Tomio Kimura, Yasuo Noguchi, Akira Nakao, Keisuke Suzuki, Shigeru Ushiyama, Akihiro Kawara, Masaaki Miyamoto
  • Patent number: RE32896
    Abstract: Amines and amides are N,N-cyclodialkylated by reaction with an unstrained cyclic ether in the presence of a B-subgroup metal oxide alkylation catalyst, preferably a Group IV-B metal oxide such as titanium dioxide.
    Type: Grant
    Filed: March 23, 1987
    Date of Patent: March 28, 1989
    Assignee: Ethyl Corporation
    Inventor: Duane C. Hargis