Nitrogen Attached Indirectly To The Six-membered Hetero Ring By Nonionic Bonding Patents (Class 546/300)
  • Patent number: 5646309
    Abstract: Compounds of the formula ##STR1## are disclosed. These compounds are employed as intermediates in the synthesis of aminochroman compounds useful in the treatment of CNS disorders.
    Type: Grant
    Filed: May 30, 1995
    Date of Patent: July 8, 1997
    Assignee: Astra Aktiebolag
    Inventors: Eva Maria Hammarberg, Lars George Johansson, Lars-Gunnar Larsson, Rolf Noreen, Lucy Anna Renyi, Svante Bertil Ross, Daniel Dungan Sohn, Bjorn Eric Svensson, Seth-Olov Thorberg
  • Patent number: 5643914
    Abstract: This invention relates to a compound of formula 1 ##STR1## or an N-oxide, or a pharmaceutically acceptable salt, where A is CH.sub.2 and Z is S(O).sub.q where q is 0, 1 or 2, CH.sub.2, CHOH, CO, NR.sub.x, or O, orA is C.dbd.O and Z is NR.sub.x ;m is 0-5;R.sub.x is hydrogen or lower alkyl;R is C.sub.1 to C.sub.20 -aliphatic, unsubstituted or substituted five-membered heteroaryl-C.sub.1 to C.sub.10 -aliphatic-O--, unsubstituted or substituted phenyl-C.sub.1 to C.sub.10 -aliphatic where substituted p from the group consisting of lower alkoxy, lower alkyl, trihalomethyl, and halo, or R is C.sub.1 to C.sub.20 -aliphatic-O--, or R is unsubstituted or substituted phenyl-C.sub.1 to C.sub.10 -aliphatic-O-- where substituted phenyl has one or more radicals selected from the group consisting of lower alkoxy, lower alkyl, trihalomethyl, and halo;R.sub.1 is R.sub.4, --(C.sub.1 to C.sub.5 aliphatic)R.sub.4, --(C.sub.1 to C.sub.5 aliphatic)CHO, --(C.sub.1 to C.sub.5 aliphatic)CH.sub.2 OR.sub.5;R.sub.2 and R.sub.
    Type: Grant
    Filed: December 19, 1994
    Date of Patent: July 1, 1997
    Assignee: SmithKline Beecham Corporation
    Inventor: Robert A. Daines
  • Patent number: 5637624
    Abstract: The present invention provides novel ring-substituted 2-amino-1,2,3,4-tetrahydronaphthalenes and 3-aminochromanes which exhibit binding activity at the serotonin 1A receptor.
    Type: Grant
    Filed: March 9, 1993
    Date of Patent: June 10, 1997
    Assignee: Eli Lilly and Company
    Inventors: John M. Schaus, Robert D. Titus
  • Patent number: 5631172
    Abstract: The present invention relates to the field of immunoassays for metal ions. The invention presents: metal ion-ligand coordination complexes ("MLC"), novel ligands, antibodies specific for MLC, immunoassays utilizing the foregoing, and methods for selecting said antibodies.
    Type: Grant
    Filed: May 5, 1995
    Date of Patent: May 20, 1997
    Assignee: Abbott Laboratories
    Inventor: David K. Johnson
  • Patent number: 5627284
    Abstract: The present invention relates to a process for producing (E)-alkoxyiminoacetamide compounds useful as agricultural fungicides and a process for producing (E)-hydroxyiminoacetamide compounds useful as intermediates for producing them. The present invention also relates to an industrial process for producing (E)-methoxyiminoacetamide compounds useful as agricultural fungicides. This process is advantageous in terms of the cost, safety and the like.
    Type: Grant
    Filed: May 2, 1995
    Date of Patent: May 6, 1997
    Assignee: Shionogi & Co., Ltd.
    Inventors: Akira Takase, Hiroyuki Kai, Moriyasu Masui, Kuniyoshi Nishida
  • Patent number: 5624937
    Abstract: A compound of the formula I in which ##STR1## Z is O or S; R.sup.11 is a halogen atom;R.sup.12 is a halogen atom or a trifluoromethyl group; andX is S, SO, SO.sub.2, O or NH;R.sup.4 is naphthyl, quinolinyl, benzimidazolyl, pyridyl, pyradazinyl, benzoxazolyl or benzothiazolyl, unsubstituted or substituted by one or two substituents selected from a halogen atom, (1-4C)alkyl, (1-4C)alkoxy, nitro, (1-4C)alkoxycarbonyl, halo(1-4C)alkyl, and phenyl;or a pharmaceutically acceptable salt thereof.The compounds are useful as inhibitors of amyloid beta-protein production.
    Type: Grant
    Filed: March 2, 1995
    Date of Patent: April 29, 1997
    Assignee: Eli Lilly and Company
    Inventors: Jon K. Reel, Richard L. Simon, Celia A. Whitesitt
  • Patent number: 5618775
    Abstract: Mixtures of optically active cyclohexenone oxime ethers having R- and S-configuration in the oxime ether moiety of the formula I ##STR1## (R.sup.1 =C.sub.1 -C.sub.6 -alkyl; ##STR2## X=C.sub.1-C.sub.4 -alkyl, C.sub.1 -C.sub.4 -haloalkyl; m=0-3 or 1-4 where all X's are halogen;n=0-3 or 1-5 where all X's are halogen;R.sup.2 =C.sub.1 -C.sub.4 -alkoxy-C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.4 -alkylthio-C.sub.1 -C.sub.6 -alkyl, substituted or unsubstituted C.sub.3 -C.sub.7 -cycloalkyl, substituted or unsubstituted C.sub.5 -C.sub.7 -cycloalkenyl, substituted or unsubstituted 5-membered saturated heterocyclic structure, substituted or unsubstituted 6- or 7-membered heterocyclic structure, substituted or unsubstituted 5-membered heteroaromatic structure, substituted or unsubstituted phenyl or pyridyl)and their agriculturally useful salts and esters with C.sub.1 -C.sub.10 -carboxylic acids and inorganic acids.
    Type: Grant
    Filed: August 11, 1994
    Date of Patent: April 8, 1997
    Assignee: BASF Aktiengesellschaft
    Inventors: Ulf Misslitz, Norbert Meyer, Juergen Kast, Wolfgang Ladner, Helmut Walter, Karl-Otto Westphalen, Uwe Kardorff, Matthias Gerber
  • Patent number: 5616716
    Abstract: Patients susceptible to or suffering from central nervous system disorders are treated by administering an effective amount of an aryl substituted olefinic amine compound. Exemplary compounds are (E)-4-[3-(5-ethoxypyridin)yl]-3-butene-1-amine, (E)-N-methyl-4-[3-(5-ethoxyrindin)yl]-3-buten-1-amine.
    Type: Grant
    Filed: April 23, 1996
    Date of Patent: April 1, 1997
    Inventors: Gary M. Dull, William S. Caldwell, Craig H. Miller
  • Patent number: 5612358
    Abstract: An insecticidal compound of the formula ##STR1## wherein A completes a 5 or 6 membered aromatic ring selected from the group pyridyl, pyridyl substituted with C.sub.1-5 alkyl, C.sub.1-5 haloalkyl, C.sub.1-5 alkoxy, C.sub.1-5 alkylthio, C.sub.1-5 alkylsulfonyl, cyano, halogen, phenoxy or C.sub.1-5 dialkylamino, pyrazinyl, pyrazinyl substituted with C.sub.1-5 alkyl or halogen, pyrazolyl substitited with C.sub.1-5 alkyl, pyridazyl substituted with halogen, or thiazolyl substituted with halogen or C.sub.1-5 alkyl;R.sub.1 is hydrogen or C.sub.1-5 alkyl, C.sub.1-5 haloalkyl, C.sub.1-5 alkoxy, C.sub.1-5 alkylthio, C.sub.1-5 alkylsulfonyl, cyano, halogen, phenoxy, or C.sub.1-5 dialkylamino;X is substituted or unsubstituted C.sub.1-3 alkylene or C.sub.1-3 alkylidene;R.sub.2 is hydrogen, monoalkylcarbamoyl, C.sub.1-5 dialkylcarbamoyl, C.sub.1-5 alkoyl, C.sub.1-5 alkyl substituted with halogen, C.sub.1-5 alkoxy, C.sub.1-5 alkylthio, C.sub.1-5 alkoxycarbonyl, cyano, aryl, haloaryl, C.sub.
    Type: Grant
    Filed: September 7, 1993
    Date of Patent: March 18, 1997
    Assignee: Nippon Soda Co., Ltd.
    Inventors: Keiichi Ishimitsu, Haruhito Ohishi, Renpei Hatano, Jun Mitsui, Junji Suzuki, Tomio Yamada, Nobuo Takakusa
  • Patent number: 5597919
    Abstract: Patients susceptible to or suffering from central nervous system disorders are treated by administering an effective amount of an aryl substituted olefinic amine compound. Exemplary compounds are ((E)-4-(5-pyrimidinyl)-3-butene-1-amine, (E)-4-[3-(5-methoxypyridin)yl]-3-butene-1-amine. (E)-N-methyl-4-(5-pyrimidinyl)-3-butene-1-amine and (E)-N-methyl-4-[3 -(5-methoxypyrindin)yl]-3-butene-1-amine.
    Type: Grant
    Filed: January 6, 1995
    Date of Patent: January 28, 1997
    Inventors: Gary M. Dull, William S. Caldwell
  • Patent number: 5580868
    Abstract: Novel pyridyloxy-acrylic acid esters of the formula ##STR1## in which Ar represents optionally substituted aryl or represents optionally substituted heteroaryl,a process for preparing the novel compounds and their use as agents for combating pests.Novel intermediates, processes for their preparation and their use for the synthesis of pyridyloxy-acrylic acid esters.
    Type: Grant
    Filed: August 13, 1993
    Date of Patent: December 3, 1996
    Assignee: Bayer Aktiengesellschaft
    Inventors: Winfried Lunkenheimer, Lutz Assmann, Stefan Dutzmann, Heinz-Wilhelm Dehne, Gerd H anssler
  • Patent number: 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: 5569665
    Abstract: Metalloproteinase inhibitors are provided which are selective inhibitors of the action of gelatinase, and may be of use in the treatment of cancer to control the development of tumour metastases.
    Type: Grant
    Filed: June 27, 1994
    Date of Patent: October 29, 1996
    Assignee: Celltech Limited
    Inventors: John R. Porter, John R. Morphy, Thomas A. Millican, Nigel R. A. Beeley
  • Patent number: 5567723
    Abstract: Compounds having the structural formula ##STR1## wherein R is C.sub.1 -C.sub.6 alkoxy or C.sub.1 -C.sub.6 alkyl; R.sup.1 is fluorenyl, thienyl, pyridyl or thiazolyl, unsubstituted or substituted by one or more substituents selected from C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkylthio, halogen, C.sub.1 -C.sub.4 haloalkyl and nitro; and R.sup.2 is C.sub.1 -C.sub.6 alkyl, C.sub.3 -C.sub.6 cycloalkyl, C.sub.1 -C.sub.6 haloalkyl, C.sub.2 -C.sub.6 alkenyl, or C.sub.2 -C.sub.6 alkoxyalkyl. The compounds of this invention are effective for controlling mites and nematodes.
    Type: Grant
    Filed: July 5, 1995
    Date of Patent: October 22, 1996
    Assignees: Uniroyal Chemical Company, Inc., Uniroyal Chemical Ltd./Ltee
    Inventors: Mark A. Dekeyser, Derek J. McPhee, Paul T. McDonald
  • Patent number: 5563151
    Abstract: Compounds of general formula I: ##STR1## wherein W represents imidazo [4,5-c]pyridin-1-yl, imidazo [4,5-c]pyridin-3-yl and imidazo [4,5-c]pyridin-5-yl optionally substituted with one or more --C.sub.1 -C.sub.6 alkyl substituents; Z represents a) a divalent alkanediyl, alkenediyl or alkynediyl group; b) a --(CH.sub.2).sub.q U(CH.sub.2).sub.r -- group, optionally substituted, wherein q is an integer from 0-3, r is an integer from 0-3 and U is --O-- or --S--; Q represents a carbonyl, thiocarbonyl or sulphonyl group; B represents a) a --VR.sup.8 group wherein V is --C(.dbd.O)O-- or --CH.sub.2 O--; are antagonists of platelet activating factor (PAF).
    Type: Grant
    Filed: September 1, 1994
    Date of Patent: October 8, 1996
    Assignee: British Biotech Pharmaceuticals limited
    Inventors: Stephen A. Bowles, Andrew Miller, Mark Whittaker
  • Patent number: 5563168
    Abstract: O-Benzyloxime ethers of the formula I ##STR1## where 5 X is substituted or unsubstituted CH.sub.2, NOalkylY isO, S, NR.sup.5R.sup.1, R.sup.2, R.sup.5 are H, alkylZ.sup.1, Z.sup.2 are H, halogen, methyl, methoxy, cyanoR.sup.3, R.sup.4 are hydrogen, cyano, substituted or unsubstituted alkyl, alkenyl, cycloalkyl, cycloalkenyl, alkynyl, alkoxy, haloalkoxy, alkylthio, benzylthio, alkylcarbonyl, substituted or unsubstituted phenylcarbonyl, substituted or unsubstituted benzylcarbonyl, alkoxycarbonyl, substituted or unsubstituted phenoxycarbonyl, substituted or unsubstituted benzyloxycarbonyl,N(R.sup.6).sub.2, where R.sup.6 is H, alkyl, substituted or unsubstituted phenyl,--CO--N(R.sup.7).sub.2, where R.sup.
    Type: Grant
    Filed: June 16, 1995
    Date of Patent: October 8, 1996
    Assignee: BASF Aktiengesellschaft
    Inventors: Siegbert Brand, Uwe Kardorff, Reinhard Kirstgen, Bernd Mueller, Klaus Oberdorf, Hubert Sauter, Gisela Lorenz, Eberhard Ammermann, Christoph Kuenast, Albrecht Harreus
  • Patent number: 5552418
    Abstract: The invention relates to a compound selected from those of formula (I): ##STR1## in which R, R.sub.1, R.sub.2 and R.sub.3 are as defined in the specification,and a medicinal product containing said compound for treating a disorder of the melatoninergic system.
    Type: Grant
    Filed: May 23, 1995
    Date of Patent: September 3, 1996
    Assignee: Adir et Compagnie
    Inventors: Patrick Depreux, Hamid Ait Mansour, Daniel Lesieur, Fran.cedilla.ois Lefoulon, Pierre Renard, G erard Adam, Philippe Delagrange
  • Patent number: 5550246
    Abstract: Synthetic calicheamicin mimics employ alternative activation triggers and trigger cites and include tithers for conjugation to DNA targeting systems.
    Type: Grant
    Filed: September 7, 1994
    Date of Patent: August 27, 1996
    Assignee: The Scripps Research Institute
    Inventors: K. C. Nicolaou, Emmanuel N. Pitsinos
  • Patent number: 5539063
    Abstract: The present invention is a polymer which may be used to produce a physiologically active, substantially non-immunogenic water soluble polyethylene glycol protein conjugate having the same utility as the protein which forms the conjugate, without having the same properties of producing an immunogenic response possessed by the protein which forms this conjugate.
    Type: Grant
    Filed: June 1, 1995
    Date of Patent: July 23, 1996
    Assignee: Hoffmann-La Roche Inc.
    Inventors: John Hakimi, Patricia Kilian, Perry Rosen
  • Patent number: 5527955
    Abstract: The invention concerns a method for treating depression or senile dementia using a compound which acts selectively as an agonist of gamma aminobutyric acid (GABA) at GABA autoreceptors with the proviso that the compound is not fengabine and progabide.
    Type: Grant
    Filed: December 23, 1993
    Date of Patent: June 18, 1996
    Assignee: John Wyeth & Brother, Limited
    Inventors: Michael C. W. Minchin, John F. White
  • Patent number: 5527827
    Abstract: Compounds having the Formula I:R.sup.1 R.sup.2 C(OR.sup.3)--Ar.sup.1 --X--Ar.sup.2 --C(Ar.sup.3).dbd.CHCO.sub.2 H Iare inhibitors of leukotriene biosynthesis. These compounds are useful as anti-asthmatic, anti-allergic, anti-inflammatory, and cytoprotective agents. They are also useful in treating angina, cerebral spasm, glomerular nephritis, hepatitis, endotoxemia, uveitis, and allograft rejection and in preventing the formation of atherosclerotic plaques.
    Type: Grant
    Filed: October 27, 1994
    Date of Patent: June 18, 1996
    Assignee: Merck Frosst Canada, Inc.
    Inventors: Daniel Delorme, Yves Ducharme, Richard Friesen, Erich L. Grimm, Carole Lepine
  • Patent number: 5516786
    Abstract: Combating fungi with substituted amine acid derivatives of the formula ##STR1## in which R.sup.1 represents alkyl, alkenyl, alkinyl, halogenoalkyl, halogenoalkenyl, halogenoalkinyl, cycloalkyl or cycloalkenyl,R.sup.2, R.sup.3, R.sup.4 and R.sup.5 are identical or different and represent hydrogen, cycloalkyl or alkyl, orR.sup.3 and R.sup.4, together with the carbon atom to which they are bonded, form a cycloalkyl ring, andR.sup.6 represents hydrogen, alkyl, alkenyl, alkinyl, cyanoalkyl, unsubstituted or substituted phenylalkyl, unsubstituted or substituted phenyl or unsubstituted or substituted cycloalkyl, or represents unsubstituted or substituted heterocyclyl or heterocyclylalkyl,orR.sup.5 and R.sup.6, together with the nitrogen atom to which they are bonded, represent a heterocyclyl radical, which can contain further hetero atoms.
    Type: Grant
    Filed: November 21, 1994
    Date of Patent: May 14, 1996
    Assignee: Bayer Aktiengesellschaft
    Inventors: Detlef Wollweber, Thomas Seitz, Wilhelm Brandes
  • Patent number: 5508293
    Abstract: Disclosed are pyridinecarboximidamides having a vasodilating effect (hypotensive activity or antianginal activity), and acid adduct salts thereof. ##STR1## wherein when R.sup.1 represents an alkyl, hydroxyalkyl, carboxyl, amino, acylamino, alkylamino, dialkylamino, aralkylamino, alkylsulfonamide, bisalkylsulfonylamino or hydroxyl group, R.sup.2 represents a hydrogen atom and R.sup.3 represents a nitroxyl, 2-chlorophenyl or phenyl group; andwhen R.sup.1 represents a hydrogen atom, R.sup.2 represents an alkyl, hydroxyalkyl, carboxyl, amino, acylamino, alkylamino, dialkylamino, aralkylamino, alkylsulfonamide, bisalkylsulfonylamino or hydroxyl group and R.sup.3 represents a nitroxyl, 2-chlorophenyl or phenyl group.There is also disclosed the use of the compounds represented by the formula (I) for antihypertensive or antianginal purpose.
    Type: Grant
    Filed: September 27, 1994
    Date of Patent: April 16, 1996
    Assignee: Kirin Beer Kabushiki Kaisha
    Inventors: Hideki Okawara, Tatsuo Nakajima, Nobuyuki Ogawa, Tomoko Kashiwabara, Soichiro Kaneta
  • Patent number: 5494922
    Abstract: The invention concerns allophanic acid derivatives of formula IR.sup.1 --N(R.sup.2)CO--N(R.sup.3)CO--X.sup.1 --Q--X.sup.2 --GIand pharmaceutically acceptable metabolically labile esters or amides thereof, and pharmaceutically acceptable salts thereof, in which R.sup.1, R.sup.2, R.sup.3, X.sup.1, Q X.sup.2 and G have the meanings given in the specification. The invention also concerns processes for the preparation of the allophanic acid derivatives of formula I, pharmaceutical compositions containing them and their use as inhibitors of the binding of fibrinogen to glycoprotein IIb/IIIa.
    Type: Grant
    Filed: June 5, 1995
    Date of Patent: February 27, 1996
    Assignee: Zeneca Limited
    Inventors: George R. Brown, Richard E. Shute
  • Patent number: 5486623
    Abstract: A class of cysteine protease inhibitors which inactivate a cysteine protease by covalently bonding to the protease and releasing a heterocyclic leaving group is presented. The cysteine protease inhibitors of the present invention comprise a first portion which targets a desired cysteine protease and positions the inhibitor near the thiolate anion portion of the active site of the protease, and a second portion which covalently bonds to the cysteine protease and irreversibly deactivates that protease by providing a carbonyl or carbonyl-equivalent which is attacked by the thiolate anion of the active site of the cysteine protease to sequentially cleave a heterocyclic leaving group. The heterocyclic leaving group of the protease inhibitor is of the formula: --O-- Het, where Het is a heterocycle having 4-7 atoms in the ring, with at least one of the heterocycle atoms being N, O or S.
    Type: Grant
    Filed: December 8, 1993
    Date of Patent: January 23, 1996
    Assignee: Prototek, Inc.
    Inventors: Mary P. Zimmerman, Robert E. Smith
  • Patent number: 5476939
    Abstract: The present invention relates to the field of immunoassays for metal ions. The invention presents: metal ion-ligand coordination complexes ("MLC"), novel ligands, antibodies specific for MLC, immunoassays utiliizing the foregoing, and methods for selecting said antibodies.
    Type: Grant
    Filed: December 30, 1993
    Date of Patent: December 19, 1995
    Assignee: Abbott Laboratories
    Inventor: David K. Johnson
  • Patent number: 5461045
    Abstract: A fused benzeneoxyacetic acid derivative of the formula: ##STR1## wherein ##STR2## is (i) ##STR3## (ii) ##STR4## (iii) ##STR5## or (iv) ##STR6## A is (i) ##STR7## or (ii) ##STR8## R.sup.1 is hydrogen or C.sub.1-4 alkyl; R.sup.2 is hydrogen, C.sub.1-6 alkyl or phenyl;R.sup.3 is(i) C.sub.1-15 alkyl,(ii) C.sub.1-8 alkyl substituted by one or two of benzene, C.sub.4-7 cycloalkane or 4-7 ring-membered monocyclic ring which contains one nitrogen atom or(iii) C.sub.10-15 condensed tricyclic ring;e is 3-5;f is 1-3;p is 0-4;q is 0-2;s is 0-3With the proviso that, ring(s) in R.sup.3 may be substituted by one to three of C.sub.1-4 alkyl, .sub.1-4 alkoxy, halogen atom, nitro or trihalomethyl. And, when D--B is the formula (iii) or (iv), --(CH2)p- or .dbd.CH--(CH2)s- is attached at the position of a or b on the ring.
    Type: Grant
    Filed: July 14, 1992
    Date of Patent: October 24, 1995
    Assignee: Ono Pharmaceutical Co., Ltd.
    Inventors: Nobuyuki Hamanaka, Kanji Takahashi, Hidekado Tokumoto
  • Patent number: 5455243
    Abstract: Fibrinogen receptor antagonists of the formula: ##STR1## such as ##STR2## are disclosed for use in inhibiting the binding of fibrinogen to blood platelets and for inhibiting the aggregation of blood platelets.
    Type: Grant
    Filed: December 20, 1993
    Date of Patent: October 3, 1995
    Assignee: Merck & Co., Inc.
    Inventors: Mark E. Duggan, Melissa S. Egbertson, Nathan Ihle, George D. Hartman, Laura M. Turchi, William F. Hoffman
  • Patent number: 5442063
    Abstract: The present invention relates to a process for producing (E)-alkoxyiminoacetamide compounds useful as agricultural fungicides and a process for producing (E)-hydroxyiminoacetamide compounds useful as intermediates for producing them. The present invention also relates to an industrial process for producing (E)-methoxyiminoacetamide compounds useful as agricultural fungicides. This process is advantageous in terms of the cost, safety and the like.
    Type: Grant
    Filed: November 2, 1993
    Date of Patent: August 15, 1995
    Assignee: Shionogi & Co., Ltd.
    Inventors: Akira Takase, Hiroyuki Kai, Moriyasu Masui, Kuniyoshi Nishida
  • Patent number: 5438065
    Abstract: Diaminoethylene derivatives of the formula: ##STR1## wherein R.sup.1 is a heterocyclic group which may be substituted, R.sup.2, R.sup.3 and R.sup.4 are a hydrogen atom or a hydrocarbon group which may be substituted or R.sup.3 and R.sup.4 are combined to form a cyclic amino group together with the adjacent nitrogen atom; R.sup.5 is hydrogen atom or a hydrocarbon group or heterocyclic group which may be substituted; X is an electron attractive group; Y is a hydroxyl or substituted hydroxyl group, amino or substituted amino group or mercapto or substituted mercapto group; n is 0 or 1; or their salts, which are useful as insecticides.
    Type: Grant
    Filed: April 12, 1990
    Date of Patent: August 1, 1995
    Assignee: Takeda Chemical Industries
    Inventors: Hideki Uneme, Isao Minamida, Tetsuo Okauchi
  • Patent number: 5434163
    Abstract: A method of treatment of Cryptococcus neoformans infection by administering to a patient in need thereof an effective amount of a benzimidazile compound.
    Type: Grant
    Filed: May 14, 1993
    Date of Patent: July 18, 1995
    Assignee: The Medical College of Pennsylvania
    Inventors: Thomas D. Edlind, Maria C. Cruz
  • Patent number: 5424280
    Abstract: There are provided aryloxybenzene compounds of formula I ##STR1## Further provided are compositions and methods comprising those compounds for the control of undesirable plant species.
    Type: Grant
    Filed: October 7, 1993
    Date of Patent: June 13, 1995
    Assignee: American Cyanamid Company
    Inventors: Michael E. Condon, Alvin D. Crews, Jr.
  • Patent number: 5418245
    Abstract: Methods of inhibiting cell proliferation in a patient suffering from such disorder comprising the use of a styryl-substituted heteroaryl compound wherein the heteroaryl group is a monocyclic ring with 1 or 2 heteroatoms, or a bicyclic ring with 1 to about 4 heteroatoms, said compound optionally substituted or polysubstituted, with the proviso that when said ring is polysubstituted, the substituents do not have a common point of attachment to said ring, and those compounds wherein no substituent on the heteroaryl group is a carboxy group or an ester group, and pharmaceutical compositions comprising such compounds.
    Type: Grant
    Filed: March 17, 1994
    Date of Patent: May 23, 1995
    Assignee: Rhone-Poulenc Rorer International (Holdings) Inc.
    Inventors: Alfred P. Spada, Paul E. Persons
  • Patent number: 5411936
    Abstract: Cyclohexenone oxime ethers of the general formula I ##STR1## where R.sup.1 is C.sub.1 -C.sub.6 -alkyl, A is substituted or unsubstituted C.sub.4 -alkylene or C.sub.4 -alkenylene,x is nitro, cyano, halogen, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -alkylthio, C.sub.1 -C.sub.4 -haloalkyl, C.sub.1 -C.sub.4 -haloalkoxy, carboxyl, C.sub.1 -C.sub.4 -alkoxycarbonyl, substituted or unsubstituted benzyloxycarbonyl and/or phenyl,n is from 0 to 3 or from 1 to 5 when X is halogen,R.sup.2 is C.sub.1 -C.sub.6 -alkoxy-C.sub.1 -C.sub.6 -alkyl or C.sub.1 -C.sub.4 -alkylthio-C.sub.1 -C.sub.6 -alkyl, substituted or unsubstituted C.sub.3 -C.sub.7 -cycloalkyl or C.sub.5 -C.sub.
    Type: Grant
    Filed: January 19, 1993
    Date of Patent: May 2, 1995
    Assignee: BASF Aktiengesellschaft
    Inventors: Juergen Kast, Dieter Kolassa, Norbert Meyer, Ulrich Schirmer, Albrecht Harreus, Jochen Wild, Karl-Otto Westphalen, Bruno Wuerzer
  • Patent number: 5409942
    Abstract: This invention relates to 1-phenyl-3-aryl-2-propyne-1-ones, the use of these compounds as calcium uptake inhibitors in leukocytes and thrombocytes, and pharmaceutical compositions containing these compounds as active ingredients, and the process of their preparation.
    Type: Grant
    Filed: March 5, 1993
    Date of Patent: April 25, 1995
    Assignee: Merrell Dow Pharmaceuticals Inc.
    Inventors: Robert J. Dinerstein, Jeffrey S. Sabol, Keith A. Diekema
  • Patent number: 5405873
    Abstract: There are provided substituted acetamide derivatives represented by general formula (I): ##STR1## wherein R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5, R.sup.6, R.sup.7, R.sup.8, R.sup.9, R.sup.10, R.sup.11, R.sup.12, R.sup.13, n and Z are defined in the specification. The substituted acetamide derivatives strongly inhibit acylcoenzyme A cholesterol acyltransferase (ACTA) and are expected to be effective for the treatment and prevention of hypercholesterolemia, hyperlipemia and arteriosclerosis.
    Type: Grant
    Filed: September 7, 1993
    Date of Patent: April 11, 1995
    Assignee: Banyu Pharmaceutical Co., Ltd.
    Inventors: Yoshikazu Iwasawa, Hiromi Hattori, Yasufumi Nagata, Akiko Shimizu, Yoshio Sawasaki
  • Patent number: 5399566
    Abstract: The invention provides compounds represented by the following formula (I) ##STR1## or a pharmaceutically acceptable salts thereof wherein A represents ##STR2## B represents a carboxy or tetrazolyl group; and X represents --O--, --NH-- or --S(O).sub.t --.The compounds possess angiotensin II antagonism, and may be used as an antihypertensive agent, a therapeutic agent to congestive heart failure, an antianxiety agent and a cognitive enhancing agent.
    Type: Grant
    Filed: September 10, 1991
    Date of Patent: March 21, 1995
    Assignee: Meiji Seika Kabushiki Kaisha
    Inventors: Kiyoaki Katano, Hiroko Ogino, Eiki Shitara, Hiromi Watanabe, Jun Nagura, Naomi Osada, Yasuyuki Ichimaru, Fukio Konno, Tomoya Machinami, Takashi Tsuruoka
  • Patent number: 5382657
    Abstract: Substituted PEG-interferon conjugates of formulae IA and IB where PEG is linked by means of activated linking reagents of formulae IIA, IIB, or IIB-1 to an amino group in the interferon, and activated linking reagents of formulae IIA, IIB, or IIB-1. The conjugates are not readily susceptible to in vivo hydrolytic cleavage, have enhanced in vivo half life, and reduce the immunogenicity of the interferon while maintaining biological activity.
    Type: Grant
    Filed: August 26, 1992
    Date of Patent: January 17, 1995
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Robert Karasiewicz, Carlo Nalin, Perry Rosen
  • Patent number: 5380732
    Abstract: A compound of Formula I or a salt thereof:Ar--Q--(CH.sub.2).sub.m --A--(CH.sub.2).sub.n (CE.sup.1 .dbd.CE.sup.2).sub.a CE.sup.3 .dbd.CE.sup.4 CXNR.sup.1 R.sup.2(I)where Ar is a 6-membered heteroaromatic ring containing, as the heteroatom or heteroatoms, one or two nitrogen atoms and is optionally substituted by one or more of halogen, cyano, C.sub.1-6 -alkyl (optionally substituted by halogen), or C.sub.1-6 - alkoxy (optionally substituted by one or more of halogen or C.sub.1-6 -alkyl), or RS(O).sub.x where x is 0, 1 or 2 and R is C.sub.1-6 -alkyl optionally substituted by one or more halogen atoms,Q is --CH.sub.2 -- or --O--,m and n are each independently 0 to 7,A is --CH.sub.2 -- or --O--,a is 0 or 1,E.sup.1 to E.sup.4 are independently hydrogen, C.sub.1-4 -alkyl or halo-C.sub.1-4 -alkyl or halogen,X is oxygen or sulphur, andR.sup.1 and R.sup.2 are independently hydrogen, C.sub.1-6 alkyl or C.sub.3-6 -cycloalkyl, either being optionally substituted by one or more of C.sub.1-6 -alkyl, C.sub.
    Type: Grant
    Filed: October 13, 1992
    Date of Patent: January 10, 1995
    Assignee: Roussel-Uclaf
    Inventor: Robert J. Blade
  • Patent number: 5371084
    Abstract: Compounds having the formula (I): ##STR1## and stereoisomers thereof, wherein A is hydrogen, halo, hydroxy, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, C.sub.1-4 haloalkyl, C.sub.1-4 haloalkoxy, C.sub.1-4 alkylcarbonyl, C.sub.1-4 alkoxycarbonyl, phenoxy, nitro or cyano; R.sup.1 and R.sup.2, which may be the same or different, are hydrogen, optionally substituted alkyl, optionally substituted cycloalkyl, optionally substituted heterocyclylalkyl, optionally substituted cycloalkylalkyl, optionally substituted aralkyl, optionally substituted heteroarylalkyl, optionally substituted aryloxyalkyl, optionally substituted heteroaryloxyalkyl, optionally substituted alkenyl, optionally substituted alkynyl, optionally substituted alkoxy, optionally substituted aryl, optionally substituted heteroaryl, optionally substituted aryloxy, optionally substituted heteroaryloxy, nitro, halo, cyano, --NR.sup.3 R.sup.4, --CO.sub.2 R.sup.3, --CONR.sup.3 R.sup.4, --COR.sup.3, --S(O).sub.n R.sup.3 wherein n is 0, 1 or 2, (CH.sub.2).sub.m PO(OR.
    Type: Grant
    Filed: October 28, 1993
    Date of Patent: December 6, 1994
    Assignee: Zeneca Limited
    Inventors: Paul J. de Fraine, Anne Martin
  • Patent number: 5371267
    Abstract: Amino acid derivatives of the general formula (I) ##STR1## are disclosed. The active compounds are suitable for use as plant protection agents, in particular as fungicides.
    Type: Grant
    Filed: October 16, 1992
    Date of Patent: December 6, 1994
    Assignee: Bayer Aktiengesellschaft
    Inventors: Thomas Seitz, Wolfgang Bender, Heinz-Wilhelm Dehne
  • Patent number: 5366982
    Abstract: This invention relates to compounds having selective LTB.sub.4 antagonist properties, compositions comprising said compounds and methods for the treatment of disorders involving LTB.sub.4 agonist-mediated activity utilizing said compositions wherein the compounds are described by the general formula ##STR1## and pharmaceutically acceptable salts thereof.
    Type: Grant
    Filed: February 17, 1993
    Date of Patent: November 22, 1994
    Assignee: Rhone-Poulenc Rorer S.A.
    Inventors: Norbert Dereu, Wolfram Hendel, Richard Labaudiniere
  • Patent number: 5364853
    Abstract: Thioformamide compounds of formula (I) are disclosed in which R is alkyl, Y is methylene, ethylene or a direct bond, A is optionally substituted phenyl or pyridyl, R.sup.1 is hydrogen and R.sup.2 is N-alkylsulphonyl-, N-phenylsulphonyl-N'-alkylamidino or an arylsulphonyl group; R.sup.1 and R.sup.2 may both independently represent alkyl- or arylsulphonyl groups.
    Type: Grant
    Filed: August 20, 1992
    Date of Patent: November 15, 1994
    Assignee: Rhone-Poulenc Rorer Limited
    Inventors: Malcolm N. Palfreyman, Nigel Vicker
  • Patent number: 5362877
    Abstract: A process of synthetizing an acetal, which comprises reacting,i) a compound represented by formula (I); ##STR1## withii) at least one compound selected from the group consisting of paraformaldehyde, trioxane and compound represented by formula (II); ##STR2## iii) a compound represented by formula (III); ##STR3## in the presence of at least one of a Lewis acid and a metal salt to synthesize the acetal represented by formula (IV); ##STR4## wherein R.sup.1, R.sup.2, R.sup.3, R.sup.4, and X.sub.1 have the same meaning as those in claim (I).
    Type: Grant
    Filed: May 24, 1993
    Date of Patent: November 8, 1994
    Assignee: Fuji Photo Film Co., Ltd.
    Inventor: Atsuhiro Ohkawa
  • Patent number: 5360810
    Abstract: There is disclosed a compound of the formula (I): ##STR1## wherein X is a hydrogen atom or 1 to 5 substituents which may be the same or different and are selected from the group consisting of a hydrogen atom, alkyl, alkenyl, alkynyl, optionally substituted phenyl, an optionally substituted heterocyclic group, alkoxy, alkenyloxy, alkynyloxy, optionally substituted phenoxy, mono-, di- or tri-substituted halogenoalkyl and a halogen atom; Y is CH or N; m is 0 or 1; A is a group of the formula: ##STR2## (wherein R.sup.1 is a hydrogen atom or alkyl; n is 0 or 1; B is O, S or NR.sup.3 ; R.sup.2 and R.sup.3 are the same or different and are a hydrogen atom, alkyl, alkenyl, alkynyl, phenyl, benzyl, acyl or phenacyl). There are also disclosed the production thereof and an agricultural fungicide containing the compound as an active component.
    Type: Grant
    Filed: March 18, 1993
    Date of Patent: November 1, 1994
    Assignee: Shionogi & Co., Ltd.
    Inventors: Yoshio Hayase, Hideyuki Takenaka, Norihiko Tanimoto, Michio Masuko, Toshihiko Takahashi
  • Patent number: 5358968
    Abstract: Substituted oxime ethers of the general formula I ##STR1## where R.sup.1 is alkyl, alkenyl, alkynyl, haloalkyl, haloalkenyl, alkoxyalkyl, cycloalkyl, cycloalkylalkyl, cyanoalkyl, alkoxycarbonylalkyl, arylalkyl, heteroarylalkyl, arylalkenyl or aryloxyalkyl, the aromatic or heteroaromatic ring being substituted or unsubstituted,R.sup.2 and R.sup.3 are hydrogen, alkyl, haloalkyl, alkoxy, haloalkoxy, halogen, cyano or nitro,R.sup.4 is hydrogen, alkyl, cycloalkyl, haloalkyl or aryl, the aromatic ring being substituted or unsubstituted, andR.sup.5 and R.sup.6 are identical or different and each is hydrogen or alkyl, andX is CH or N, and fungicides and pesticides containing these compounds.
    Type: Grant
    Filed: July 15, 1993
    Date of Patent: October 25, 1994
    Assignee: BASF Aktiengesellschaft
    Inventors: Klaus Oberdorf, Hubert Sauter, Wassilios Grammenos, Reinhard Kirstgen, Volker Harries, Gisela Lorenz, Eberhard Ammermann, Randall E. Gold, Wolfgang Siegel, Albrecht Harreus
  • Patent number: 5354738
    Abstract: This invention relates to compounds having the following formula ##STR1## or a pharmaceutically acceptable salt thereof which are useful in the inhibition of platelet aggregation, to pharmaceutical compositions including the compounds, and to a method of inhibiting platelet aggregation in mammals by administering such compounds and compositions.
    Type: Grant
    Filed: September 4, 1992
    Date of Patent: October 11, 1994
    Assignees: G. D. Searle & Co., The Monsanto Company
    Inventors: Foe S. Tjoeng, Jeffery A. Zablocki
  • Patent number: 5349066
    Abstract: The present invention provides novel N-substituted hydrazine bifunctional compounds, novel N-substituted hydrazone derivatives of a cytotoxic reagent incorporating the bifunctional compounds, novel conjugates containing at least one cytotoxic reagent molecule reacted with the bifunctional compound and bound to a molecule reactive with a target cell population, methods for their production, and pharmaceutical compositions and methods for delivering cytotoxic reagents to a target population of cells. The hydrazone bonds of the conjugates of the invention permit the release of free cytotoxic reagent from the conjugates in the acidic external or internal environment of the target cells. The bifunctional compounds, derivatives, conjugates and methods of the invention are useful in antibody-or ligand-mediated drug delivery systems for the preferential killing of a target cell population to treat diseases such as cancers, infections and autoimmune disorders.
    Type: Grant
    Filed: April 8, 1992
    Date of Patent: September 20, 1994
    Assignee: Bristol-Myers Squibb Company
    Inventors: Takushi Kaneko, David Willner, Ivo Monkovic, Robert S. Greenfield, Gary R. Braslawsky
  • Patent number: 5344843
    Abstract: The invention relates to compounds of the formula ##STR1## wherein R.sub.1, R.sub.2, R.sub.2 ' X, Y, Z, A, B, Q and n are as described herein. Their pharmaceutically acceptable salts, and when appropriate, enantiomers, racemates, diastereomers or mixtures thereof or geometric isomer or mixtures thereof, and pharmaceutically acceptable salts thereof. The compounds of formula I inhibit enzyme carnitine acyltransferase 1 (CAT-1) and are therefore useful in the prevention of injury to ischemic tissue, and can limit infarct size, improve cardiac function and prevent arrhythmias during and following a myocardial infarction.
    Type: Grant
    Filed: March 13, 1992
    Date of Patent: September 6, 1994
    Assignee: Hoffman-La Roche Inc.
    Inventors: Robert W. Guthrie, John G. Mullin, Jr., David F. Kachensky, Richard W. Kierstead, Jefferson W. Tilley, Guy P. Heathers, Alan J. Higgins, Ronald A. LeMahieu
  • Patent number: 5342848
    Abstract: Thioformamide derivatives of formula (I): ##STR1## wherein R represents alkyl; A represents optionally substituted pyrid-4-yl; Y represents ethylene or methylene or a direct bond and X represents an optionally substituted phenyl, pyridyl, furyl or thienyl group or optionally substituted alkyl, alkenyl or cycloalkyl, and salts thereof possessing useful pharmacological properties.
    Type: Grant
    Filed: August 7, 1992
    Date of Patent: August 30, 1994
    Assignee: Rhone-Poulenc Rorer Limited
    Inventors: Terance W. Hart, Bernard Y. J. Vacher