At 2-position Patents (Class 544/315)
  • Patent number: 5529998
    Abstract: The invention relates to benzoxazolyl- and benzothiazolyloxazolidinones, processes for their preparation and their use as medicaments, in particular as antibacterial medicaments.
    Type: Grant
    Filed: July 27, 1995
    Date of Patent: June 25, 1996
    Assignee: Bayer Aktiengesellschaft
    Inventors: Dieter Habich, Bernd Riedl, Martin Ruppelt, Andreas Stolle, Hanno Wild, Rainer Endermann, Klaus D. Bremm, Hein-Peter Kroll, Harald Labischinski, Klaus Schaller, Hans-Otto Werling
  • Patent number: 5527763
    Abstract: A herbicide containing a pyrimidine or triazine derivative of the formula (I): ##STR1## [wherein A is a furan ring, a pyrimidine ring, a 1,2,4-triazine ring or the like which may suitably be substituted, R is a hydroxyl group or a lower alkoxy group, each of R.sup.1 and R.sup.2 which may be the same or different, is a halogen atom, a lower alkyl group or a lower alkoxy group, W is an oxygen atom or a sulfur atom, and Z is nitrogen or a methine group] and its salt, as an active ingredient, is presented. The pyrimidine or triazine derivative of the present invention has excellent herbicidal effects against noxious weeds in paddy fields, upland fields and non-agricultural fields.
    Type: Grant
    Filed: December 8, 1993
    Date of Patent: June 18, 1996
    Assignees: Kumiai Chemical Industry Co., Ltd., Ihara Chemical Industry Co., Ltd.
    Inventors: Masahiro Miyazaki, Masafumi Matsuzawa, Takumi Yoshimura, Kuniaki Shimizu, Shigehiko Tachikawa
  • Patent number: 5525724
    Abstract: A process for the preparation of chloropyrimidines of the formula ##STR1## in which the substituents may be alkyl, cycloalkyl, aryl or radicals containing heteroatoms, but in which at least one of the substituents R.sup.1 to R.sup.4 must be Cl, which involves:reacting a hydroxy-pyrimidine or its tautomeric keto form with phosphoryl chloride in the presence of an amine or amine hydrochloride;recovering phosphoryl chloride after the reaction by adding phosphorus pentachloride and distilling the phosphoryl chloride; andseparating the chloropyrimidine from the amine hydrochloride by addition of a solvent which will dissolve the chloropyrimidine but not the amine hydrochloride and removing the amine hydrochloride.
    Type: Grant
    Filed: February 27, 1995
    Date of Patent: June 11, 1996
    Assignee: Huels Aktiengesellschaft
    Inventor: Artur Hunds
  • Patent number: 5521186
    Abstract: The present invention provides novel compounds of formula ##STR1## the stereochemically isomeric forms thereof, and the pharmaceutically acceptable acid addition salts thereof, wherein A and B taken together form a bivalent radical of formula: --N.dbd.CH-- (a), --CH.dbd.N-- (b), --CH.sub.2 --CH.sub.2 -- (c), --CH.dbd.CH-- (d) --C(.dbd.O)--CH.sub.2 -- (e), --CH.sub.2 --C(.dbd.O)-- (f); R.sup.1 is hydrogen, C.sub.1-6 alkyl, or halo; R.sup.2 is hydrogen or halo; R.sup.3 is hydrogen; C.sub.1-8 alkyl; C.sub.3-6 cycloalkyl or C.sub.1-8 alkyl substituted with hydroxy, oxo, C.sub.3-6 cycloalkyl or aryl. Het is five- or six-membered optionally substituted heterocyclic ring. The use as a medicine, especially as a lipid lowering agent is disclosed as well as pharmaceutical compositions and processes for preparing compounds and compositions.
    Type: Grant
    Filed: May 31, 1995
    Date of Patent: May 28, 1996
    Assignee: Janssen Pharmaceutica N.V.
    Inventors: Jan Heeres, Leo J. J. Backx, Robert J. M. Hendrickx, Luc A. L. Van Der Eycken, Didier R. G. G. De Chaffoy De Courcelles
  • Patent number: 5510379
    Abstract: .beta.-Carboxy sulfonates of the formula ##STR1## wherein R.sub.1 is aryl, R.sub.3 and R.sub.4 are hydrogen or alkyl, Y is -O-, -S-, or -NR.sub.2 -, and R.sub.5 is alkyl or aryl are potent inhibitors of the enzyme acyl CoA:cholesterol acyltransferase (ACAT) and are thus useful for treating hypercholesterolemia and atherosclerosis.
    Type: Grant
    Filed: December 19, 1994
    Date of Patent: April 23, 1996
    Assignee: Warner-Lambert Company
    Inventors: Helen T. Lee, Joseph A. Picard, Drago R. Sliskovic
  • Patent number: 5506243
    Abstract: Since sulfonamide derivatives of the present invention show strong inhibitory activity against cysteine protease such as calpain papain, cathepsin B, cathepsin H, cathepsin L, they can be used as remedies for muscular dystrophy, cataract, myocardial infarction, stroke, Alzheimer's disease, amyotrophia, osteoporosis, hypercalcemia or the like.
    Type: Grant
    Filed: April 28, 1994
    Date of Patent: April 9, 1996
    Assignee: Mitsubishi Kasei Corporation
    Inventors: Ryoichi Ando, Toshiro Sakaki, Chizuko Takahashi, Yoshiyuki Fujimura
  • Patent number: 5495023
    Abstract: A new nitro compound of the formula: ##STR1## wherein R.sup.1 and R.sup.2 are each lower alkyl or lower alkoxy(lower)alkyl, or ##STR2## is cyclized to form ##STR3## X is --O--, --S-- or --NH--, m is an integer 0 or 1, andR.sup.3 is carbamoyl, lower alkylcarbamoyl, lower alkanoyl, di-lower alkylaminosulfonyl, lower alkylsulfonyl, oxamoyl or a group of the formula: --(Y).sub.n --R.sup.4whereinY is --CO--, --SO.sub.2 --, --COCH.sub.2 -- or ##STR4## n is an integer of 0 or 1, and R.sup.4 is heterocyclic group which is optionally substituted with one or more substituents selected from lower alkyl, lower alkoxy, phenyl, carbamoyl, halogen, amino, lower alkylthio, hydroxy, lower alkylsulfonylamino and carbamoylmethyl, and pharmaceutically acceptable salt thereof, which are useful as vasodilators.
    Type: Grant
    Filed: May 3, 1994
    Date of Patent: February 27, 1996
    Assignee: Fujisawa Pharmaceutical Co., Ltd.
    Inventors: Masayuki Kato, Shigetaka Nishino, Mitsuko Hamano, Hisashi Takasugi
  • Patent number: 5492925
    Abstract: There are provided thienyl- and furylpyrrole compounds of formula I ##STR1## and their use for the control of insects and acarina. Further provided are compositions and methods comprising those compounds for the protection of plants from attack by insects and acarina.
    Type: Grant
    Filed: August 31, 1993
    Date of Patent: February 20, 1996
    Assignee: American Cyanamid Company
    Inventors: Roger W. Addor, Joseph A. Furch, III, Laurelee A. Duncan, Jack K. Siddens, deceased
  • Patent number: 5493024
    Abstract: 3,4,N-triaryl-4,5-dihydro-1H-pyrazole-1-carboxamide compounds having an aryl moiety in the 4-position that is an optionally substituted pyridinyl, pyrimidinyl, pyridazinyl, pyrazinyl, or quinolinyl moiety and aryl moieties in the 3-position and the N-position that are optionally substituted phenyl, pyridinyl, pyrimidinyl, pyridazinyl, pyrazinyl, or quinolinyl moieties, such as N-(4-chlorophenyl)-4,5-dihydro-3-(4-fluorophenyl)-4-(5-trifluoromethyl-2-p yridinyl)-1H-pyrazole-1-carboxamide, were prepared and found to possess insecticidal utility. 1,2-Diarylethanone compounds were converted to 1,2-diaryl-2-propen-1-one compounds by treatment with bis(dimethylamino)methane, the 1,2-diaryl-2-propen-1-one compounds were converted to 3,4-diaryl-4,5-dihydro-1H-pyrazole compounds by treatment with hydrazine, and the 3,4-diaryl-4,5-dihydro-1H-pyrazole compounds were converted to the insecticidal subject compounds by treatment with an aryl isocyanate.
    Type: Grant
    Filed: June 2, 1993
    Date of Patent: February 20, 1996
    Assignee: DowElanco
    Inventors: Kevin L. McLaren, Mark B. Hertlein, James T. Pechacek, Michael J. Ricks, Yulan C. Tong
  • Patent number: 5480580
    Abstract: Optical active compounds which are chemically stable, are not colored, have a good optical stability, and which give a liquid crystal composition having a large spontaneous polarization when the compound is incorporated, are provided. The optical active compound have an asymmetric carbon atom fixed by a .delta.-valerolactone ring and the permanent dipole moment derived from the carboxylic group is fixed by the .delta.-valerolactone ring and two alkyl groups which can be regarded as a part of a measogen.
    Type: Grant
    Filed: January 23, 1995
    Date of Patent: January 2, 1996
    Assignee: Mitsubishi Rayon Company Ltd.
    Inventors: Keiichi Sakashita, Yoshitaka Kageyama, Tetsuya Ikemoto
  • Patent number: 5472965
    Abstract: A novel imidazole derivatives of formula I: ##STR1## wherein R.sup.1 is hydrogen, alkyl, halogen, or optionally substituted aryl; R.sup.2 is alkyl, optionally substituted aryl optionally substituted aralkyl, or optionally substituted hetero ring group; R.sup.3 is hydrogen, alkyl, optionally substituted aryl, optionally substituted aralkyl, or optionally substituted hydroxyalkyl; R.sup.4 is hydrogen, alkyl, halogen, acyl, optionally substituted hydroxyalkyl, optionally esterified or amidated carboxyl group, hydroxy group, aryl or arylthio; X is S, SO, SO.sub.2, CH.sub.2, or Se; n is an integer of 1 to 3, or a pharmaceutically acceptable salt thereof, said derivative having anti-HIV activity and being useful for the treatment of HIV infections.
    Type: Grant
    Filed: March 14, 1994
    Date of Patent: December 5, 1995
    Assignee: Shionogi & Co., Ltd.
    Inventors: Hirohiko Sugimoto, Masaru Ogata, Hiroshi Matsumoto, Ken-ichi Sugita, Akihiko Sato, Tamio Fujiwara
  • Patent number: 5462931
    Abstract: 2-Aryl or 2-heterocyclyl-2, 2-disubstituted ethyl-1,2,4-triazoles have been shown to have fungicidal activity.
    Type: Grant
    Filed: June 30, 1994
    Date of Patent: October 31, 1995
    Assignee: Rohm and Haas Company
    Inventors: Steven H. Shaber, Luong T. Nguyen
  • Patent number: 5440042
    Abstract: Disclosed is a novel near-infrared absorbing dye of formula: ##STR1## wherein X.sup.1, X.sup.2 independently represents --CR.sup.8 R.sup.9 --, --S--, --Se--, --NR.sup.10 --, --CH.dbd.CH-- or --O--;n is an integer of 2 or 3;R.sup.1 and R.sup.2 independently represent alkyl of 1 to 10 carbons or substituted alkyl of 1 to 10 carbons;R.sup.3 represents a ring chosen from the set consisting of aryl, substituted aryl, and heterocyclic containing 5 or 6 carbons in the ring;R.sup.4, R.sup.5, R.sup.6 and R.sup.7 independently represent hydrogen, alkyl of 1-10 carbons, substituted alkyl of 1-10 carbons, R.sup.4 and R.sup.5 taken together or R.sup.6 and R.sup.7 taken together may represent the atoms necessary to form a 5 or 6-membered aliphatic ring, an aromatic six-membered ring, an aromatic 10-membered ring, a substituted aromatic six-member ring or a substituted aromatic 10-member ring;R.sup.8, R.sup.
    Type: Grant
    Filed: May 26, 1993
    Date of Patent: August 8, 1995
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: Dietrich M. Fabricius, Gregory C. Weed
  • Patent number: 5438059
    Abstract: Fungicidal compounds of the formula (I): ##STR1## and stereoisomers thereof, wherein R.sup.1 is optionally substituted aryl or optionally substituted heteroaryl; Y is oxygen, sulphur or NR.sup.4 ; R.sup.2, R.sup.3 and R.sup.4, which may be the same or different, are hydrogen, C.sub.1-4 alkyl or C.sub.2-4 alkenyl; X is halogen, C.sub.1-4 alkyl, C.sub.2-4 alkenyl, C.sub.1-4 alkoxy, nitro or cyano; and n is 0 or an integer of 1 to 4; provided that when Y is oxygen, n is 0 and R.sup.1 is unsubstituted phenyl at least one of R.sup.2 and R.sup.3 is other than hydrogen or methyl.
    Type: Grant
    Filed: July 6, 1993
    Date of Patent: August 1, 1995
    Assignee: Zeneca Limited
    Inventors: John M. Clough, Christopher R. A. Godfrey, Paul J. de Fraine, Michael G. Hutchings, Vivienne M. Anthony
  • Patent number: 5414086
    Abstract: A process for the preparation of a 4-methylpyrimidine of the general formula I ##STR1## in which R.sup.1 denotes C.sub.1 -C.sub.20 alkyl, C.sub.3 -C.sub.8 cycloalkyl, aryl, C.sub.7 -C.sub.12 phenalkyl, C.sub.7 -C.sub.12 alkylphenyl, NH.sub.2, NHCN, OH, and SH,in which a 1-aminovinyl methyl ketone of the general formula II ##STR2## in which R.sup.2 and R.sup.3 denote C.sub.1 -C.sub.20 alkyl, C.sub.3 -C.sub.8 cycloalkyl, aryl, C.sub.7 -C.sub.12 phenylalkyl, C.sub.7 -C.sub.12 alkylphenyl, C.sub.1 -C.sub.20 hydroxyalkyl or together denote a C.sub.2 -C.sub.7 alkylene chain optionally mono- to tetra-substituted by C.sub.1 -C.sub.4 alkyl and optionally interrupted by oxygen, nitrogen, or sulfur, is caused to react with a carboxamide or amidine or a salt thereof of the general formula III ##STR3## in which R.sup.1 has the aforementioned meanings and x stands for oxygen or NH, at temperatures ranging from 20.degree. to 200.degree. C. and pressures ranging from 0.01 to 50 bar.
    Type: Grant
    Filed: February 22, 1994
    Date of Patent: May 9, 1995
    Assignee: BASF Aktiengesellschaft
    Inventors: Stefan Rittinger, Norbert Rieber
  • Patent number: 5401763
    Abstract: Arylacetic ester derivative-based compounds having the general formula (I): ##STR1##
    Type: Grant
    Filed: February 3, 1994
    Date of Patent: March 28, 1995
    Assignee: Ministero Dell `Universita` e Della Ricerca Scientifica e Technologica
    Inventors: Giovanni Camaggi, Lucio Filippini, Raul Riva, Isabella Venturini, Giampaolo Zanardi, Carlo Garavaglia, Ernesto Signorini, Mario Ferri
  • Patent number: 5389293
    Abstract: Disclosed are herein optically active benzene derivatives represented by the formula (I): ##STR1## preparation processes therefor, liquid crystal composition containing such benzene derivatives as liquid-crystalline compound, and a light switching element using said liquid crystal composition as liquid crystal element, wherein R.sub.1, R.sub.2, x, y, z, m, p and s are as defined in the specification.
    Type: Grant
    Filed: July 9, 1992
    Date of Patent: February 14, 1995
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Takayuki Higashii, Isao Kurimoto, Shoji Toda, Masayoshi Minai, Takeshi Tani, Chizu Kawakami, Koichi Fujisawa
  • Patent number: 5387587
    Abstract: Chroman derivatives of the formula I ##STR1## wherein R.sup.1 to R.sup.8 have the meanings defined herein, and their salts have an effect on the cardiovascular system.
    Type: Grant
    Filed: September 27, 1991
    Date of Patent: February 7, 1995
    Assignee: Merck Patent Gesellschaft mit beschrankter Haftung
    Inventors: Gunther Hausler, Rolf Gericke, Hanns Wurziger, Manfred Baumgarth, Inge Lues, Jacques De Peyer, Rolf Bergmann
  • Patent number: 5378839
    Abstract: There are provided 1-(substituted)thioalkylpyrrole compounds of formula I ##STR1## the use thereof for the control of insect, acarid and mollusk pests and methods and compositions for the protection of crops from the ravages of said pests.
    Type: Grant
    Filed: January 26, 1994
    Date of Patent: January 3, 1995
    Assignee: American Cyanamid Company
    Inventors: David G. Kuhn, Venkataraman Kameswaran
  • Patent number: 5358939
    Abstract: 2-Aryl or 2-heterocyclyl-2,2-disubstituted ethyl-1,2,4,-triazoles have been shown to have fungicidal activity.
    Type: Grant
    Filed: June 25, 1992
    Date of Patent: October 25, 1994
    Assignee: Rohm and Haas Company
    Inventors: Steven H. Shaber, Luong T. Nguyen
  • Patent number: 5354500
    Abstract: Use of optically active carboxylic esters of oxygen-containing heterocycles as doping substances in liquid crystal mixtures and liquid crystal mixtures containing them.Optically active 1,3-dioxolane-4-carboxylic esters and oxirane-2-carboxylic esters of the general formula (I)R(--A.sup.1).sub.j (--M.sup.1).sub.k (--A.sup.2).sub.l (--M.sup.2).sub.m (--A.sup.3).sub.n --X--Acin whichR.sup.1 is, for example, (C.sub.1 -C.sub.16)-alkyl or (C.sub.1 -C.sub.16)-alkoxy,A.sup.1, A.sup.2, A.sup.3 are, for example, phenyl or pyrimidine-2, 5-diyl,M.sup.1, M.sup.2 are, for example, CO--O, CH.sub.2 --CH.sub.2,j, l are 0, 1, 2,k, m are 0, 1,n is 0, 1, 2,X is O, S andAc is ##STR1## in which R.sup.2, R.sup.3, R.sup.4, R.sup.5, R.sup.6 for example, H or methyl, are particularly suitable doping substances for liquid crystalline mixtures, since they induce a high spontaneous polarization and effect a substantial decrease in the melting point.
    Type: Grant
    Filed: April 17, 1992
    Date of Patent: October 11, 1994
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Wolfgang Hemmerling, Ingrid Muller, Hans-Rolf Dubal, Claus Escher, Gerhard Illian, Mikio Murakami, Dieter Ohlendorf, Rainer Wingen
  • Patent number: 5350750
    Abstract: .beta.-carboline-3-hydroxyalkylcarboxylic acid ester derivatives of formula I ##STR1## in which R.sup.A, n, R.sup.4 and R.sup.3, have the meaning indicated in the claims, as well as their production and their use in pharmaceutical agents are described.
    Type: Grant
    Filed: March 1, 1993
    Date of Patent: September 27, 1994
    Assignee: Schering Aktiengesellschaft
    Inventors: Andreas Huth, Martin Kruger, Dieter Seidelmann, Ralph Schmiechen, Werner Krause, Herbert Schneider, Lechoslaw Turski
  • Patent number: 5346914
    Abstract: Compounds of the structure ##STR1## wherein W is selected from ##STR2## where Q is oxygen or sulfur, R.sup.6 and R.sup.7 are hydrogen or alkyl, or R.sup.6 and R.sup.7, together with the nitrogen atoms to which they are attached, define a radical of formula ##STR3## R.sup.8 is selected from hydrogen, alkyl, haloalkyl, optionally substituted phenyl, hydroxyalkyl, aminoalkyl, carboxyalkyl, (alkoxycarbonyl)alkyl, and (alkylaminocarbonyl)alkyl; Z is --CH.sub.2 --, oxygen, sulfur, or --NR.sup.9 where R.sup.9 is hydrogen or alkyl, L.sup.1 and L.sup.2 are selected from a valence bond, alkylene, propenylene, and propynylene, R.sup.1, R.sup.2, R.sup.3, and R.sup.4 are independently selected from alkyl, haloalkyl, halogen, cyano, amino, alkoxycarbonyl, and dialkylaminocarbonyl, Y is selected from oxygen, --NR.sup.10, where R.sup.10 is hydrogen or alkyl, and ##STR4## where n=0, 1, or 2, and R.sup.5 is alkyl, inhibit the biosynthesis of leukotrienes.
    Type: Grant
    Filed: May 14, 1993
    Date of Patent: September 13, 1994
    Assignee: Abbott Laboratories
    Inventors: Joseph F. Dellaria, Anwer Basha, Lawrence A. Black, Linda J. Dorn, Wendy Lee
  • Patent number: 5342937
    Abstract: A solvent soluble heterocyclic o-hydroxy thione carrying a lipophilic group and the process for the selective extraction of gallium, and certain other related metals, especially from solutions containing excess aluminium.
    Type: Grant
    Filed: October 7, 1991
    Date of Patent: August 30, 1994
    Assignees: Zeneca, Limited, Nerco, Inc.
    Inventors: Peter W. Austin, Peter M. Quan, Peter A. Tasker, Derek Thorp
  • Patent number: 5330989
    Abstract: Biphenyl derivatives of cyclobutene-1,2-dione of formula 1 are angiotensin II antagonists and are useful for the treatment of hypertension and congestive heart failure ##STR1## wherein: Y is O, NR.sup.7, NCOR.sup.7 ; or R.sup.5 and Y taken together represent a linking chain of N.dbd.CR.sup.8 N; or R.sup.5 and Y taken together represent a linking chain of (CR.sup.9 R.sup.10).sub.n CON where n=1,2,3,4, or 5;X is N, CR.sup.7 ;Z is N, CR.sup.7 ;R.sup.1 is H, alkyl, benzyl, alkoxyalkyl, phenyl;R.sup.2 is H, alkyl, benzyl, alkoxyalkyl, phenyl, alkoxy, alkyl-OH, perfluoroalkyl, F, Cl, Br, I, NR.sup.7 R.sup.8 ;R.sup.3 is H, alkyl, benzyl, alkoxyalkyl, phenyl, alkoxy, alkyl-OH, perfluoroalkyl, F, Cl, Br, I, NR.sup.7 R.sup.8 ;R.sup.4 is H, NR.sup.7 R.sup.8, OR.sup.1, CN, F, Cl, I, Br, perfluoroalkyl, alkyl, phenyl, alkoxy, alkyl-OH, alkoxyalkyl, --(CH.sub.2).sub.n CO.sub.2 R.sup.1, --(CH.sub.2).sub.n CONR.sup.7 R.sup.8 where n=1, 2, 3, 4, or 5;R.sup.5, R.sup.
    Type: Grant
    Filed: September 11, 1992
    Date of Patent: July 19, 1994
    Assignee: American Home Products Corporation
    Inventors: Richard M. Soll, William A. Kinney
  • Patent number: 5328916
    Abstract: New heterocyclic compounds of the formulaX--W--CR.sup.1 R.sup.2 --CO--Y--NR.sup.3 --CHR.sup.4 --CR.sup.5 --CH.sub.2 --(CR.sup.6 R.sup.7).sub.r --Z--Het Iin which R.sup.1 to R.sup.7, W, X, Y, Z, r and Het have the meanings defined herein, and the salts thereof, inhibit the activity of human plasma renin.
    Type: Grant
    Filed: May 2, 1991
    Date of Patent: July 12, 1994
    Assignee: Merck Patent Gesellschaft mit Beschrankter Haftung
    Inventors: Peter Raddatz, Claus J. Schmitges, Klaus-Otto Minck
  • Patent number: 5326767
    Abstract: .alpha.-Arylacrylates substituted by a heterocyclic radical and of the general formula I ##STR1## where R.sup.1 is alkoxy or alkylthio, R.sup.2 is alkyl, Het is pyridyl, pyridone, quinolyl, pyrimidinyl, pyrimidinone, the heterocyclic ring system being unsubstituted or substituted, A is carbonyloxy, oxygen or sulfur, and n is 0 or 1, and their plant-tolerated acid addition salts and metal complexes, and the N-oxides of the heterocyclic compounds, and fungicides containing these compounds.
    Type: Grant
    Filed: June 11, 1992
    Date of Patent: July 5, 1994
    Assignee: BASF Aktiengesellschaft
    Inventors: Franz Schuetz, Thomas Kuekenhoehner, Jochen Wild, Hubert Sauter, Eberhard Ammermann, Gisela Lorenz
  • Patent number: 5326871
    Abstract: An optically active pyrimidine compound represented by general formula (I): ##STR1## wherein R represents a fluoroalkyl group having 1 or 2 carbon atom(s), R.sup.1 represents an alkyl group having 1-15 carbon atoms or an alkoxyalkyl group having 2-15 carbon atoms, both the alkyl and alkoxyalkyl groups being optionally substituted by halogen atom, Y represents --O--, --COO-- or --OCO--, A represents: ##STR2## wherein X represents a hydrogen atom or a halogen atom, m and s each represent 0 or 1, and the C* means an asymmetric carbon atom; a process for producing said pyrimidine compound; and a liquid crystal composition containing said pyrimidine compound.
    Type: Grant
    Filed: December 17, 1992
    Date of Patent: July 5, 1994
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Takayuki Higashii, Shoji Toda, Masayoshi Minai, Chizu Sekine, Takeshi Tani, Koichi Fujisawa
  • Patent number: 5324837
    Abstract: 3,4-Diaryl-4,5-dihydro-1H-pyrazole compounds having a selected 5- or 6-membered aromatic heterocyclic moiety in the 4-position and an optionally substituted phenyl moiety in the 3-position, such as 4,5-dihydro-3-(4-fluorophenyl)-4-(5-trifluoromethyl-2-pyridinyl)-1H-pyrazo le were prepared as intermediates in the preparation of insecticidal 3,4,N-triaryl-4,5-dihydro-1H-pyrazole-1-carboxamide compounds. The 3,4-diaryl-4,5-dihydro-1H-pyrazole compounds can be prepared from appropriate 1,2-diarylethanone compounds by successive treatments with N,N,N',N'-tetramethyldiaminomethane in dichloromethane in the presence of acetic anhydride (to form a Mannich adduct) and hydrazine in the presence of a catalytic amount of trifluoroacetic acid.
    Type: Grant
    Filed: August 17, 1992
    Date of Patent: June 28, 1994
    Assignee: DowElanco
    Inventors: James M. Renga, Kevin L. McLaren, James T. Pechacek, Michael J. Ricks, Yulan C. Tong
  • Patent number: 5310499
    Abstract: Chiral oxazolidinones of the formula (I) or (II) ##STR1## in which R.sup.1 is, for example, a straight-chain or branched alkyl radical having 1 to 16 carbon atoms orR.sup.2 and R.sup.3 are, for example, --H, --CH.sub.3 or phenyl,j, 1 and n are zero, 1 or 2,k and m are zero or 1,A.sup.1, A.sup.2 and A.sup.3 are, for example, phenyl or cyclohexyl,M.sup.1 and M.sup.2 are, for example, COO or CH.sub.2 O, andX is, for example, CH.sub.2 or COO,are suitable as dopes in liquid-crystal mixtures. They result in liquid-crystalline ferroelectric phases having short response times. A further advantage is that the oxazolidinones induce a helix of very low pitch, so that they are also suitable for helix compensation in LC mixtures.
    Type: Grant
    Filed: July 19, 1991
    Date of Patent: May 10, 1994
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Gunter Scherowsky, Michael Sefkow, Gerd Illian, Rainer Wingen
  • Patent number: 5306718
    Abstract: Pharmaceutically useful nitrogen containing cyclic oxime and amine substituted compounds of the following general Formulas I, II and III are disclosed: ##STR1## Specifically the compounds are azabicyclo [2.2.1] omimes, azabicyclo [2.2.2] oximes, azabicyclo [2.2.1] amines, azabicyclo [2.2.2] amines, azabicyclo [3.2.1] oximes and amine containing heterocyclic oximes wherein the heterocyclic ring contains from 4 to 5 [3 to 7] carbon atoms.
    Type: Grant
    Filed: October 16, 1991
    Date of Patent: April 26, 1994
    Assignee: Warner-Lambert Company
    Inventors: David J. Lauffer, Walter H. Moos, Michael R. Pavia, Haile Tecle, Anthony J. Thomas
  • Patent number: 5284820
    Abstract: Herbicidal substituted cycloalkenes of the formula ##STR1## in which A is a straight-chain or branched, optionally substituted alkanediyl group,X is O, S, N--R.sup.8 or CR.sup.9 R.sup.10,Y is O, S, NH or N-alkyl,Z is N or R.sup.11, andR.sup.1 to R.sup.11 represent various organic radicals.
    Type: Grant
    Filed: September 2, 1992
    Date of Patent: February 8, 1994
    Assignee: Bayer Aktiengesellschaft
    Inventors: Mark-Wilhelm Drewes, Peter Muller, Hans-Joachim Santel, Klaus Lurssen, Robert R. Schmidt
  • Patent number: 5262385
    Abstract: A compounds represented by the formula ##STR1## wherein X represents a fluorine atom,W represents an oxygen atom, sulfur atom or group --OCH.sub.2 --,Z.sup.1 and Z .sup.2 each represent a nitrogen atom or group CH, but when Z.sup.1 is a nitrogen atom, Z.sup.2 represents a nitrogen atom or group CH and when Z.sup.1 is a group CH, Z.sup.2 represents a nitrogen atom,R.sup.1 and R.sup.2 each independently represent either a hydrogen atom, halogen atom or mono- or dilower alkyl-substituted amino, or a lower alkyl, lower alkoxy or lower alkylthio each of which may be substituted with a halogen atom,R.sup.3 and R.sup.4 form together with the carbon atoms to which they bind respectively a 5- to 8-membered carbon ring.
    Type: Grant
    Filed: July 23, 1991
    Date of Patent: November 16, 1993
    Assignee: Mitsubishi Petrochemical Co., Ltd.
    Inventors: Atsushi Goh, Sachio Kudo, Yorio Kumamoto, Michi Watanabe, Takako Takahashi, Takako Aoki, Norishige Toshima, Keiji Endo, Hideshi Mukaida, Shinji Kawaguchi, Rika Higurashi
  • Patent number: 5260293
    Abstract: The present invention provides pyrazines, pyridazines or pyrimidines, or salts or prodrugs thereof, substituted on one of the ring carbon atoms thereof with a non-aromatic azacyclic or azabicyclic ring system; and independently substituted on each of the other ring carbon atoms with a substituent of low lipophilicity or a hydrocarbon substituent; which compounds stimulate central muscarinic acetylcholine receptors and therefore are useful in the treatment of neurological and mental illnesses.
    Type: Grant
    Filed: October 10, 1991
    Date of Patent: November 9, 1993
    Assignee: Merck Sharp & Dohme Limited
    Inventors: Raymond Baker, Leslie J. Street, John Saunders
  • Patent number: 5256682
    Abstract: 4-Isoxazolyl-imidazole derivatives of formula I ##STR1## in which R.sup.1, R.sup.2, R.sup.3 and R.sup.4 have the meanings indicated, as well as their production and use in pharmaceutical agents, are described.
    Type: Grant
    Filed: April 13, 1992
    Date of Patent: October 26, 1993
    Assignee: Schering Aktiengesellschaft
    Inventors: Martin Kruger, Rolf Russe, Herbert Schneider, Ralph Schmiechen, Lechoslaw Turski
  • Patent number: 5254559
    Abstract: There are provided 1-(substituted)thioalkylpyrrole compounds of formula I ##STR1## the use thereof for the control of insect, acarid and mollusk pests and methods and compositions for the protection of crops from the ravages of said pests.
    Type: Grant
    Filed: December 4, 1991
    Date of Patent: October 19, 1993
    Assignee: American Cyanamid Company
    Inventors: David G. Kuhn, Venkataraman Kameswaran
  • Patent number: 5248776
    Abstract: An asymmetric process for the preparation of enantiomerically pure .beta.-L-(-)-1,3-oxathiolane-nucleosides that includes the initial preparation of the key chiral intermediates (2R,5R) and (2R,5S)-5-(O-protected)-2-(protected-oxymethyl)-1,3-oxathiolane from 1,6-thioanhydro-L-gulose. The 2R,5(R,S)-5-(O-protected)-2-(protected-oxymethyl)-1,3-oxathiolane is condensed with a desired heterocyclic base, typically a purine or pyrimidine base, to provide the product nucleoside. The synthesis can be used to prepare the pharmaceutically important compound, .beta.-L-(-)-1-[(2.beta.,4.beta.)-2-(hydroxymethyl)-4-(1,3-thioxolane)]cyt osine (.beta.-L-(-)BCH-189).
    Type: Grant
    Filed: December 5, 1991
    Date of Patent: September 28, 1993
    Assignee: University of Georgia Research Foundation, Inc.
    Inventors: Chung K. Chu, Lak-Shin Jeong, J. Warren Beach
  • Patent number: 5246938
    Abstract: Compounds of formula (I): ##STR1## wherein R.sup.1, R.sup.2 and R.sup.3 are independently hydrogen, alkyl, alkenyl, alkynyl, cycloalkyl, alkylcycloalkyl, halogen, haloalkyl, alkoxy, alkenoxy, alkoxyalkyl, haloalkoxy, alkylthio, cyano, nitro, amino, NR.sup.5 R.sup.6, hydroxy, acylamino, --CO.sub.2 R.sup.4, --O(CH.sub.2).sub.m CO.sub.2 R.sup.4, phenyl, phenoxy, benzyl or benzyloxy, the phenyl group or phenyl moiety of the benzyl group being optionally substituted in the ring; or R.sup.2 and R.sup.3 when taken together form a 5 - or 6-membered ring; m is 1 or 2; R.sup.4 and R.sup.6 are hydrogen or C.sub.1-4 alkyl; R.sup.5 is C.sub.1-4 alkyl; n is 0, 1 or 2; provided that when n is 0, R.sup.1, R.sup.2 and R.sup.3 are not all hydrogen, or when n is 0 and R.sup.2 is hydrogen, R.sup.1 and R.sup.3 are not both methyl, or when n is 0 and R.sup.2 and R.sup.3 are both hydrogen, R.sup.1 is not methyl; are useful as nematicides.
    Type: Grant
    Filed: March 18, 1992
    Date of Patent: September 21, 1993
    Assignee: Imperial Chemical Industries PLC
    Inventors: Michael D. Turnbull, John Finney
  • Patent number: 5236937
    Abstract: The invention concerns pharmaceutically useful compounds of the formula I, in which R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5, R.sup.6, R.sup.7, Rz, X and Z have the various meanings defined herein, and their non-toxic salts, and pharmaceutical compositions containing them. The novel compounds are of value in treating conditions such as hypertension and congestive heart failure. The invention further concerns processes for the manufacture of the novel compounds and the use of the compounds in medical treatment.
    Type: Grant
    Filed: February 11, 1992
    Date of Patent: August 17, 1993
    Assignee: Imperial Chemical Industries PLC
    Inventors: Robert H. Bradbury, Martin P. Edwards, Arnold H. Ratcliffe
  • Patent number: 5234894
    Abstract: A cyanoketone derivative of the following formula (1) ##STR1## wherein A.sub.1 is a substituted or unsubstituted phenyl or naphthyl group or a substituted or unsubstituted heterocyclic group;each of X.sub.1, X.sub.2 and X.sub.3 is independently an oxygen or sulfur atom;each of B.sub.1, B.sub.2 and B.sub.3 is independently a hydrogen atom or C.sub.1 -C.sub.6 -alkyl group;each of Y.sub.1, Y.sub.2, Y.sub.3 and Y.sub.4 is independently a hydrogen atom, a halogen atom or a C.sub.1 -C.sub.6 -alkyl group; andA.sub.2 is a substituted or unsubstituted group selected from the group consisting of a C.sub.1 -C.sub.6 -alkyl group, a C.sub.2 -C.sub.6 -alkenyl group, a C.sub.2 -C.sub.6 -alkynyl group, a C.sub.1 -C.sub.4 -alkoxy group, a C.sub.1 -C.sub.4 -alkylthio group, a C.sub.1 -C.sub.6 -alkoxycarbonyl group, an unsubstituted benzoyl group, a halogen-substituted benzoyl group, a cyano group or a group as defined in A.sub.1 ;provided that when B.sub.1 is a hydrogen atom and B.sub.
    Type: Grant
    Filed: March 27, 1992
    Date of Patent: August 10, 1993
    Assignee: Tokuyama Soda Kabushiki Kaisha
    Inventors: Masahiko Ishizaki, Seiji Nagata, Tadashi Kobutani
  • Patent number: 5234923
    Abstract: Novel compounds are disclosed having the formula ##STR1## or its isomer ##STR2## wherein R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.6, R.sub.7 and X are as defined herein. These compounds inhibit the action of angiotensin II and are useful, therefore, for example, as antihypertensive agents.
    Type: Grant
    Filed: December 16, 1991
    Date of Patent: August 10, 1993
    Assignee: E. R. Squibb & Sons, Inc.
    Inventors: Michael A. Poss, Karnail S. Atwal
  • Patent number: 5231097
    Abstract: There are described new pyrimidyl-substituted acrylic esters of the general formula (I) ##STR1## in which Py, X, R.sup.1 and R.sup.2 have the meaning given in the description, a process for their preparation, and new intermediates.The compounds of the formula (I) are used as pesticides.
    Type: Grant
    Filed: August 2, 1991
    Date of Patent: July 27, 1993
    Assignee: Bayer Aktiengesellschaft
    Inventors: Alexander Klausener, Peter C. Knuppel, Heinz-Wilhelm Dehne, Stefan Dutzmann
  • Patent number: 5227484
    Abstract: Anisotropic compounds having a nematic phase have the formula ##STR1## wherein A is a cyclic radical selected from the group consisting of ##STR2## Z is selected from the group consisting of a single bond, a --CH2CH2-- group,n is 1 or 2,R.sup.1 and R.sup.2 are selected from the group consisting of C.sub.1 -C.sub.12 -alkyl, C.sub.1 -C.sub.12 -alkoxy.
    Type: Grant
    Filed: November 25, 1985
    Date of Patent: July 13, 1993
    Assignee: Merck Patent GmbH
    Inventors: Tuong Huynh-Ba, Maged A. Osman
  • Patent number: 5180825
    Abstract: Disclosed in a mitomycin derivative represented by the formula (I): ##STR1## wherein W is a heterocyclic group.
    Type: Grant
    Filed: November 13, 1991
    Date of Patent: January 19, 1993
    Assignee: Kyowa Hakko Kogyo Co., Ltd.
    Inventors: Hitoshi Arai, Motomichi Kono, Masaji Kasai, Katsushige Gomi, Tadashi Ashizawa
  • Patent number: 5179101
    Abstract: Anisotropic compounds having a nematic phase have the formula ##STR1## wherein A is a cyclic radical selected from the group consisting of ##STR2## Z is selected from the group consisting of a single bond, a --CH2CH2-- group, a methyleneoxy group and an oxymethylene group,n is 1 or 2,p is 0, 1, or 2,r is 0 or 1,X is selected from the group consisting of fluorine, chlorine, bromine, iodine, nitrile and methyl,R.sup.1 and R.sup.2 are selected from the group consisting of hydrogen, C.sub.1 -C.sub.12 -alkyl, C.sub.1 -C.sub.12 -alkoxy, C.sub.1 -C.sub.12 -alkanoyloxy and C.sub.1 -C.sub.12 -alkylamino and cyclic groups of the formulas ##STR3## wherein R.sup.3 through R.sup.6 are selected from the group consisting of hydrogen, C.sub.1 -C.sub.12 -alkyl, C.sub.1 -C.sub.12 -alkoxy, C.sub.1 -C.sub.12 -alkanoyloxy, and C.sub.1 -C.sub.12 -alkylamino, and Z.sup.2 through Z.sup.
    Type: Grant
    Filed: February 9, 1990
    Date of Patent: January 12, 1993
    Assignee: Merck Patent GmbH
    Inventors: Tuong Huynh-Ba, Maged A. Osman
  • Patent number: 5179098
    Abstract: Fungicidal compounds having the formula (I): ##STR1## in which any two of K, L and M are nitrogen and the other is CH; and X is an optionally substituted 3- to 6-membered heterocyclic ring containing at least one trivalent nitrogen atom by which it is attached to the central pyrimidine ring.
    Type: Grant
    Filed: November 20, 1990
    Date of Patent: January 12, 1993
    Assignee: Imperial Chemical Industries PLC
    Inventors: John M. Clough, Christopher R. A. Godfrey, Ian T. Streeting, David P. Bacon
  • Patent number: 5178663
    Abstract: Disclosed is a 3-alkoxyalkanoic acid compound represented by the following formula (I): ##STR1## wherein R.sup.1 represents a lower alkyl group, a lower alkenyl group, a lower alkynyl group, a cycloalkyl group, a halo-lower alkyl group or a cyano-lower alkyl group; R.sup.2 represents hydrogen atom or a lower alkyl group; R.sup.3 represents a lower alkyl group or a cycloalkyl group; or R.sup.2 and R.sup.3 are mutually bonded to represent a cycloalkyl group; R.sup.4 represents hydrogen atom, a lower alkyl group or a lower alkynyl group; R.sup.5 represents a lower alkoxy group, a lower alkyl group, a halogen atom or a halo-lower alkyl group; R.sup.6 represents a lower alkoxy group or a lower alkyl group; andX represents oxygen atom or sulfur atom,or an alkali addition salt thereof, processes for preparing the same and herbicides containing the same as an active ingredient(s).
    Type: Grant
    Filed: October 18, 1991
    Date of Patent: January 12, 1993
    Assignee: UBE Industries, Ltd.
    Inventors: Katsumasa Harada, Takaaki Abe, Yuji Akiyoshi, Hiroshi Shiraishi, Kaoru Yamamoto
  • Patent number: 5169856
    Abstract: The present invention relates to unsaturated carboxylic acid amide derivatives of the formula ##STR1## wherein ring A stands for an optionally substituted aromatic ring; R.sup.1 stands for a hydrogen atom or an optionally substituted hydrocarbon residue or forms an optionally substituted carbocyclic ring with the adjacent group --CH.dbd.C-- together with two carbon atoms constituting the ring A; R.sup.2 stands for a hydrogen atom, an optionally substituted hydrocarbon residue or an optionally substituted acyl group; R.sup.3 stands for an optionally substituted hydrocarbon residue; and n denotes an integer ranging from 2 to 6, and salts thereof, as well as the production thereof.The compounds of the present invention act on the central nervous system of mammals and has a strong anti-cholinesterase activity, which can be used for the prophylaxis and therapy of, for example, senile dementia, Alzheimer's diseases, Huntington's chorea, et., and are useful as medicines.
    Type: Grant
    Filed: February 6, 1989
    Date of Patent: December 8, 1992
    Assignee: Takeda Chemical Industries, Inc.
    Inventors: Giichi Goto, Akinobu Nagaoka
  • Patent number: 5166206
    Abstract: Substituted pyrimidines, pyrimidinones and pyridopyrimidines of formula (I) are as angiotensin II antagonists useful in the treatment of hypertension, ocular hypertension and certain CNS ailments: ##STR1## wherein K is --N(R.sup.8a)--C(.dbd.M) or --N.dbd.C(R.sup.8b) where M is O or NR.sup.22.
    Type: Grant
    Filed: March 27, 1991
    Date of Patent: November 24, 1992
    Assignee: Merck & Co., Inc.
    Inventors: Eric E. Allen, William J. Greenlee, Malcolm MacCoss, Arthur A. Patchett
  • Patent number: 5166359
    Abstract: An optical recording medium contains novel azulenemethine dyes of the formula ##STR1## where R is unsubstituted or substituted C.sub.1 -C.sub.6 -alkyl, X.sup..crclbar. is an anion, A.sup..sym. is heterocyclic radical, of the formula ##STR2## wherein R.sup.1, R.sup.2, R.sup.3, Y, Z and W are as defined, with the proviso that, when A.sup..sym. is a radical of the formula II f, II g, II i or II k, m is 2, A is 1, 2 or 3 and M is 1 or 2.
    Type: Grant
    Filed: March 28, 1991
    Date of Patent: November 24, 1992
    Assignee: BASF Aktiengesellschaft
    Inventors: Michael Acker, Peter Neumann, Wolfgang Schrott, Matthias Dust