The Nitrogen Is Bonded Directly To A Ring Carbon Which Is Adjacent To The Ring Nitrogen Of The Five-membered Hetero Ring Patents (Class 548/558)
  • Patent number: 5182348
    Abstract: Compounds of the formula (1) ##STR1## wherein R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5, R.sup.6, R.sup.7 and R.sup.8 have the meanings given in the description, and the other radicals have the following meanings:X, Y and Z denote identical or different divalent radicals --O--, --S--, --N(R.sup.9)-- or --C(R.sup.10).dbd.C(R.sup.11)--, with the proviso that at least one of the radicals, X, Y and Z is not a radical of the formula --C(R.sup.10).dbd.C(R.sup.11)--, and whereinR.sup.9 is a hydrogen atom, a branched or unbranched C.sub.1 - to C.sub.8 -alkyl radical or an optionally substituted phenyl radical, andR.sup.10 and R.sup.11 are, in each case, identical or different radicals which have one of the meanings of R.sup.1,R.sup.7 and R.sup.8 denote identical or different radicals, that is to say hydrogen atoms or C.sub.1 - to C.sub.6 -alkyl or phenyl radicals, andn, m and o denote identical or different integers with a value of from 1 to 10.
    Type: Grant
    Filed: August 19, 1991
    Date of Patent: January 26, 1993
    Assignee: Wacker-Chemie GmbH
    Inventors: Hermann Braeunling, Richard Becker, Georg Bloechl
  • Patent number: 5180734
    Abstract: This invention relates to new diarylpyrrolecarbonitrile and new diarylnitropyrrole compounds. It also relates to the use of said compounds as insecticidal and acaricidal agents and to a method of protecting plants, particularly crop plants, from attack by insects and acarina by application of a new diarylpyrrolecarbonitrile or diarylnitropyrrole to said plants or to the locus in which they are growing.
    Type: Grant
    Filed: November 30, 1990
    Date of Patent: January 19, 1993
    Assignee: American Cyanamid Company
    Inventors: David G. Kuhn, Joseph A. Furch, Victor M. Kamhi
  • Patent number: 5155232
    Abstract: An organic material for non-linear optics comprising:an electron donor group constituted by a heteroaromatic cycle;an electron attractor group selected from NO.sub.2 and CN; andan electron effect transmitter group selected from an aromatic system of the phenyl ring type, or a chain having n atoms of carbon including a double or a triple bond (n<4).
    Type: Grant
    Filed: April 2, 1990
    Date of Patent: October 13, 1992
    Assignee: Alcatel N.V.
    Inventors: Jean-Francois Fauvarque, Victorien Ratovelomanana, Anny Jutand, Christian Amatore
  • Patent number: 5155152
    Abstract: The compounds of formula I ##STR1## wherein n is 1 or 2, R.sub.1 is C.sub.1 -C.sub.4 alkyl, R.sub.2 and R.sub.3 are, for example, alkanoyl or alkanoyloxy or R.sub.3 may also be, for example, alkanedioyl, are suitable for stabilizing chlorine-containing polymers against thermal and light-induced degradation.Some of the compounds of formula I are novel.
    Type: Grant
    Filed: March 19, 1990
    Date of Patent: October 13, 1992
    Assignee: Ciba-Geigy Corporation
    Inventors: Wolfgang Wehner, Hermann O. Wirth
  • Patent number: 5130328
    Abstract: This invention relates to N-alkanoylaminomethyl and N-aroylaminomethyl pyrrole compounds. It also relates to the use of said compounds as insecticidal and acaricidal agents and to a method of protecting plants from attack by insects and acarina by application of an N-alkanoylaminomethyl or N-aroylaminomethyl pyrrole to said plants or to the locus in which they are growing.
    Type: Grant
    Filed: September 6, 1991
    Date of Patent: July 14, 1992
    Assignee: American Cyanamid Company
    Inventor: Venkataraman Kameswaran
  • Patent number: 5120859
    Abstract: A chimeric amino acid analogue is provided suitable for incorporating into peptides which compound is represented by Formula 1: ##STR1## where P.sub.1 is preferably an amine protecting agent, and P.sub.2 and P.sub.3 are preferably amine or guanidine protecting agents. X can be OH, halide, or preferably an activating group suitable for conjugating the compound of Formula 1 to a peptide by conventional means, and m and n are 0-1 and 0-2 respectively.Peptides containing the chimeric amino acid analog are provided and include a platelet-aggregation inhibitor represented byAaa.sub.1 -CPdl-Gly-Asp-Aaa.sub.2where Aaa.sub.1 is Gly or H, Cpdl is the compound of Formula 1 which has been deprotected and Aaa.sub.2 is a hydrophobic amino acid preferably Val.
    Type: Grant
    Filed: September 22, 1989
    Date of Patent: June 9, 1992
    Assignee: Genentech, Inc.
    Inventor: Thomas R. Webb
  • Patent number: 5116987
    Abstract: The invention describes a method of synthesizing a compound of the formula ##STR1## in which X=O or NR,Z=an electron-attracting group,R=H, CN or NO.sub.2,R.sub.1 +R.sub.2 +N--C.dbd.X=a 5-membered or 6-membered heterocycle, andR.sub.3 =H, R.sub.4 =OH or R.sub.3 +R.sub.4 =a bond,said method involving intermediates of the formula ##STR2## in which R.sub.5 =H, Br or N(R.sub.1)CXR.sub.2. This method of synthesis does not involve the epoxide derivative of the chroman.The novel compounds of formula (IX) form a further subject of the invention.
    Type: Grant
    Filed: September 20, 1991
    Date of Patent: May 26, 1992
    Assignee: Sanofi
    Inventors: Georges Garcia, Daniel Mettefeu, Richard Roux
  • Patent number: 5112868
    Abstract: The present invention is novel selected hydroxamic acid derivatives of acyl residues of selected NSAIDS, i.e. having 5-lipoxygenase and cyclooxygenase inhibiting properties, pharmaceutical compositions for treating conditions advantageously affected by the inhibition and methods for treating these conditions in mammals, including humans suffering therefor.
    Type: Grant
    Filed: May 2, 1990
    Date of Patent: May 12, 1992
    Assignee: Warner-Lambert Company
    Inventors: Wiaczeslaw A. Cetenko, David T. Connor, Daniel L. Flynn, Jagadish C. Sircar
  • Patent number: 5086074
    Abstract: Compounds of the formula ##STR1## and pharmaceutically acceptable salt thereof, wherein R.sup.2 is selected from hydroxy and lower alkoxy, R.sup.5 is lower alkyl, and R.sup.11 and R.sup.12 are independently selected from hydrogen, halo, hydroxy, methoxy, and lower alkyl, are selective .alpha..sub.2 adrenergic receptor antagonists useful in the treatment of glaucoma.
    Type: Grant
    Filed: March 26, 1990
    Date of Patent: February 4, 1992
    Assignee: Abbott Laboratories
    Inventors: John F. DeBernardis, Robert E. Zelle, Fatima Z. Basha
  • Patent number: 5057504
    Abstract: Pesticidal bicyclo-octanes are of the formula ##STR1## where R is a substituted or unsubstituted aliphatic or aromatic group, R' and R.sup.3 are H or a substituted or unsubstituted aliphatic or aromatic group, R.sup.2 is a substituted or unsubstituted heterocyclic group containing at least one ring nitrogen and is preferably a 3- or 4- pyridyl group, Z is CH.sub.2 CH.sub.2, CH.sub.2 O--CH.sub.2 S or COCH.sub.2 or CH(OR.sup.5)CH.sub.2 where R.sup.5 is H, alkyl, acyl or carbamoyl at Y and Y' are O or S(O).sub.m where m is 0, 1 or 2.Various methods for their preparation are described.
    Type: Grant
    Filed: August 16, 1989
    Date of Patent: October 15, 1991
    Assignee: The Wellcome Foundation Limited
    Inventors: Malcolm H. Black, John A. Wyatt, John B. Weston, John P. Larkin, Ian H. Smith, David A. Pulman
  • Patent number: 5053504
    Abstract: A process is disclosed for providing benzazepine intermediates of the formulae ##STR1## wherein R.sub.3, R.sub.4 and Y are as defined herein, which intermediates are useful in a process for the preparation of pharmaceutically useful benzazepine derivatives.
    Type: Grant
    Filed: November 29, 1989
    Date of Patent: October 1, 1991
    Assignee: E. R. Squibb & Sons, Inc.
    Inventors: Wen-Sen Li, John K. Thottathil, Michael Murphy
  • Patent number: 5017693
    Abstract: The present invention provides cleavable conjugates whose linkers contain a labile bond that is cleavable under a variety of mild conditions, including weakly acidic. Since the agent may be bonded directly to the linker, cleavage can result in release of native agent. The invention also provides methods for producing cleavable conjugates. Preferred agents include drugs, toxins, biological response modifiers, radiodiagnostic compounds, radiotherapeutic compounds, and derivatives thereof. The targeting molecule employed in the invention may be an intact molecule, a fragment thereof, or a functional equivalent thereof. In a particularly preferred embodiment, the targeting molecule is a monoclonal antibody directed towards a tumor-associated antigen in man. The invention further provides methods for delivering to the cytoplasm of target cell an agent free of its targeting molecular carrier.
    Type: Grant
    Filed: December 19, 1989
    Date of Patent: May 21, 1991
    Assignee: NeoRx Corporation
    Inventors: Mark D. Hylarides, Ananthachari Srinivasan, Jeffrey N. Fitzner, Vivekananda M. Vrudhula
  • Patent number: 5003081
    Abstract: Pyrrole derivatives of the formula ##STR1## or the tautomers thereof, where R.sup.1 is hydrogen, alkyl, alkenyl, alkynyl, cycloalkyl, phenyl, hetaryl or amino, it being possible for these radicals to be substituted,R.sup.2 is hydrogen, alkyl, benzyl, alkenyl, cycloalkyl or phenylR.sup.3 is hydrogen, alkyl, benzyl or alkenyl, or R.sup.2 and R.sup.3 together are ##STR2## where T.sup.1, T.sup.2 and T.sup.3 have the meanings mentioned in the description, or R.sup.2 and R.sup.3 together with the nitrogen connecting them are a heterocyclic radical,R.sup.4 is cyano, or carbamoyl or thiocarbamoyl, each of which can be substituted, or --C(NH.sub.2).dbd.N--OH,R.sup.5 is halogen, hydroxyl, alkanoyloxy or benzoyloxy andR.sup.6 is hydrogen, alkyl, phenyl, cyano, halogen, nitro, hydroxysulfonyl, alkanoyl, benzoyl or ##STR3## where T.sup.4 is alkyl or phenyl and T.sup.5 is the radical of an active methylene compound, hydroxyimino or the radical of a primary amine,with the proviso that R.sup.1, R.sup.2 and R.sup.
    Type: Grant
    Filed: January 8, 1990
    Date of Patent: March 26, 1991
    Assignee: BASF Aktiengesellschaft
    Inventors: Juergen Pfister, Matthias Wiesenfeldt, Karl-Heinz Etzbach
  • Patent number: 4983619
    Abstract: Compounds of the following formula have pharmaceutical properties: ##STR1## in which X is R'(HO)C.dbd.C(CN)--, R.sup.1 (CO)--CH(CN)-- or ##STR2## R.sup.1 and R.sup.2 are each hydrogen or C.sub.1-6 alkyl, R.sup.3, R.sup.4, R.sup.5 and R.sup.6 are each hydrogen, hydroxy, halogen, nitro, cyano, carboxy, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, C.sub.1-4 alkylthio, halo-substituted C.sub.1-4 alkyl, halo-substituted C.sub.1-4 alkoxy, halo-substituted C.sub.1-4 alkylthio, C.sub.2-5 alkoxycarbonyl, optionally substituted phenyl, optionally substituted phenoxy, R'R"N-- where R' and R" are each hydrogen or C.sub.1-4 alkyl or R'"CONH-- where R'" is C.sub.1-4 alkyl, or a group of the formula --CR.sup.7 R.sup.8 R.sup.9 in which R.sup.7, R.sup.8 and R.sup.9 are each C.sub.1-6 alkyl, halo-substituted C.sub.1-6 alkyl or optionally substituted phenyl, or R.sup.7 and R.sup.8, together with the carbon atom to which they are attached, form a cycloalkyl group containing 3 to 7 carbon atoms, or R.sup.7, R.sup.8 and R.sup.
    Type: Grant
    Filed: January 11, 1990
    Date of Patent: January 8, 1991
    Assignee: Lilly Industries Limited
    Inventors: Peter T. Gallagher, Terence A. Hicks
  • Patent number: 4966901
    Abstract: Pyrrole derivatives of the general formula I ##STR1## wherein R denotes alkyl which is substituted by --NH.sub.2 or acylamino, R.sup.1 and R.sup.2 independently of one another denote hydrogen or alkyl having 1 to 4 carbon atoms, R.sup.3 denotes hydrogen, alkyl having 1 to 4 carbon atoms or a carboxylic acid grouping, R.sup.
    Type: Grant
    Filed: May 23, 1989
    Date of Patent: October 30, 1990
    Assignee: Cassella Aktiengesellschaft
    Inventors: Gerhard Zoller, Rudi Beyerle, Ursula Schindler
  • Patent number: 4962204
    Abstract: .alpha.-Pyrrolidones and cyclic amidines 1a and 1b, respectively, for washing gases ##STR1## where R.sup.1 and R.sup.2 are each C.sub.1 -C.sub.8 -alkyl, C.sub.1 -C.sub.8 -alkoxy, C.sub.3 -C.sub.10 -cycloalkyl or C.sub.3 -C.sub.10 -cycloalkoxy or are bonded to one another to form a ring, R.sup.3 is hydrogen, C.sub.1 -C.sub.6 -alkyl, phenyl or naphthyl and R.sup.4 and R.sup.5 are each hydrogen or C.sub.1 -C.sub.4 -alkyl, are prepared by a method in which an amine II ##STR2## where R.sup.3' is hydrogen, tert-butyl, phenyl or naphthyl, is reacted with an .alpha.,.beta.-unsaturated carboxylic acid derivative III ##STR3## where X is OR', --NR'R", --NHR' or --NH.sub.2 and R' and R" are each C.sub.1 -C.sub.8 -alkyl, C.sub.3 -C.sub.8 -cycloalkyl or phenyl, or with an .alpha.,.beta.-unsaturated nitrile IV ##STR4## in the presence of a free radical initiator, and, where R.sup.3' is hydrogen and it is intended to prepare a compound in which R.sup.3' is C.sub.1 -C.sub.
    Type: Grant
    Filed: April 25, 1989
    Date of Patent: October 9, 1990
    Assignee: BASF Aktiengesellschaft
    Inventor: Ludwig Wambach
  • Patent number: 4940727
    Abstract: Novel 3-hydroxy-3-methylglutaryl-coenzyme A (HMG-CoA) reductase inhibitors are useful as anti-hypercholesterolemic agents and are represented by the following general structural formulae (I) and (II): ##STR1##
    Type: Grant
    Filed: October 6, 1988
    Date of Patent: July 10, 1990
    Assignee: Merck & Co., Inc.
    Inventors: Edward S. Inamine, Otto D. Hensens, David R. Houck, Ta J. Lee, Robert L. Smith, Wasyl Halczenko, George D. Hartman, Gerald E. Stokker
  • 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: 4883807
    Abstract: Compounds of the formula (I): ##STR1## and stereoisomers and salts thereof, wherein R.sup.1 and R.sup.2, are optionally substituted alkyl; V is either oxygen or sulphur; Y is hydrogen, optionally substituted alkyl, cyano, nitro or halogen; X is ##STR2## Z is NOR.sup.5 or ##STR3## A is CO.sub.2 R.sup.6, COR.sup.7, cyano, nitro or acylamino; B is hydrogen, optionally substituted alkyl, optionally substituted aryl, CO.sub.2 R.sup.8, COR.sup.9, cyano, nitro or acylamino, or A and B together form a ring containing one or more heteroatoms; R.sup.4 is CO.sub.2 R.sup.3 or R.sup.17 ; R.sup.12 is OR.sup.13, SR.sup.14, NR.sup.15 R.sup.16 or R.sup.18 ; R.sup.3 is optionally substituted alkyl;and R.sup.5 to R.sup.11 and R.sup.13 to R.sub.
    Type: Grant
    Filed: December 1, 1987
    Date of Patent: November 28, 1989
    Assignee: Imperial Chemical Industries PLC
    Inventors: John M. Clough, Christopher R. A. Godfrey, Paul J. de Fraine, Brian K. Snell
  • Patent number: 4837225
    Abstract: 2,5-Dimethylpyrrole derivatives of the formula I ##STR1## in which R denotes alkyl which is substituted by --NH.sub.2, acylamino of the formula--NH--CX--R.sup.1or by an optionally substituted heterocycle having 1 hetero member; or denotes an optionally substituted heterocycle having 1 member, and X and R.sup.1 have the meanings givenand their pharmacologically acceptable acid addition salts, their preparation by reaction of amines of the formula IIR--NH.sub.2 (II)with acetonylacetone or by acylating N-aminoalkyl-2,5-dimethylpyrroles, and their use as pharmaceutical active compounds.
    Type: Grant
    Filed: July 17, 1986
    Date of Patent: June 6, 1989
    Assignee: Cassell Aktiengesellschaft
    Inventors: Gerhard Zoller, Rudi Beyerle, Ursula Schindler, Rolf-Eberhard Nitz, Piero Martorana
  • Patent number: 4833143
    Abstract: Compounds of formula I ##STR1## in which R.sub.1 is a heterocyclic ring containing one or more heteroatoms selected from N, O and S;in which R.sub.2 is H, a straight or branched chain alkyl group containing 1 to 4 carbon atoms, an alkenyl group containing 3 to 6 carbon atoms, an alkynyl group containing 3 to 6 carbon atoms or a cycloalkyl group containing 3 to 7 carbon atoms;in which R.sub.3, is H, a straight chain alkyl group containing 1 to 3 carbon atoms or a formyl groupin which R.sub.4, R.sub.5 and R.sub.6 which may be the same or different, are H, halo, trifluoromethyl, hydroxy, an alkyl group containing 1 to 3 carbon atoms, an alkoxy group containing 1 to 3 carbon atoms, phenyl or R.sub.4 and R.sub.5, together with the carbon atoms to which they are attached, form an optionally substituted second benzene ring;and their pharmaceutically acceptable salts have utility in the treatment of depression. Pharmaceutical compositions and processes for the preparation of compounds of formula I are disclosed.
    Type: Grant
    Filed: September 28, 1983
    Date of Patent: May 23, 1989
    Assignee: The Boots Company PLC
    Inventors: Bernard J. Armitage, John R. Housley, James E. Jeffery, David N. Johnston
  • Patent number: 4830851
    Abstract: A stable iodine complex formed from the association of iodine with a pyrrolidonyl surfactant and its use in therapeutic, environmental and industrial applications and particularly as low foaming disinfectants for gradual release of iodine over significantly extended periods.
    Type: Grant
    Filed: March 3, 1987
    Date of Patent: May 16, 1989
    Assignee: GAF Corporation
    Inventors: David J. Tracy, Mohamed M. Hashem, Robert B. Login
  • Patent number: 4798901
    Abstract: Novel pyrrole derivatives of the formula ##STR1## wherein one of R.sub.2 and R.sub.3 is ##STR2## and the other of R.sub.2 and R.sub.3 as well as R.sub.4 and R.sub.5 are individually selected from the group consisting of hydrogen, halogen, alkyl of 1 to 18 carbon atoms, aryl of 6 to 14 carbon atoms, aralkyl of 7 to 18 carbon atoms, --CN, --CF.sub.3, --NO.sub.2, --COOAlk and Alk is alkyl of 1 to 8 carbon atoms, alkoxy of 1 to 8 carbon atoms, ##STR3## n is 0, 1 or 2, R', R.sub.1 ' and R.sub.2 ' are alkyl of 1 to 8 carbon atoms and R.sub.4 and R.sub.5 taken together with the carbon atoms to which they are attached may form an optionally further unsaturated carbon homocycle of up to 8 carbon atoms, Z is selected from the group consisting of hydrogen, --CN, --C.tbd.CH, --CF.sub.3 and alkyl of 1 to 3 carbon atoms, A is the residue of a pyrethrinoid acid, R.sub.
    Type: Grant
    Filed: December 2, 1987
    Date of Patent: January 17, 1989
    Assignee: Roussel Uclaf
    Inventors: Jean Tessier, Jean-Pierre Demoute, Laurent Taliani
  • Patent number: 4751310
    Abstract: Compounds having the formula ##STR1## wherein n is 0 or 1, R.sup.2 through R.sup.9 are H or C.sub.1-2 alkyl, and X is pyridyl or mono- or disubstituted phenyl are useful in the preparation of the compounds which inhibit the 5-lipoxygenase pathway.
    Type: Grant
    Filed: September 22, 1987
    Date of Patent: June 14, 1988
    Assignee: SmithKline Beckman Corporation
    Inventors: Paul E. Bender, Nabil Hanna
  • Patent number: 4746756
    Abstract: Disclosed are fluorinated squaraine compounds of the following formula: ##STR1## wherein R.sub.1, R.sub.2 and R.sub.3 are independently selected from the group consisting of alkyl, aryl, and heterocyclic substituents.
    Type: Grant
    Filed: August 21, 1986
    Date of Patent: May 24, 1988
    Assignee: Xerox Corporation
    Inventors: Peter M. Kazmaier, Giuseppa Baranyi, Rafik O. Loutfy
  • Patent number: 4737513
    Abstract: Novel pyrrole derivatives of the formula ##STR1## wherein one of R.sub.2 and R.sub.3 is ##STR2## and the other of R.sub.2 and R.sub.3 as well as R.sub.4 and R.sub.5 are individually selected from the group consisting of hydrogen, halogen, alkyl of 1 to 18 carbon atoms, aryl of 6 to 14 carbon atoms, aralkyl of 7 to 18 carbon atoms, --CN, --CF.sub.3, --NO.sub.2, --COOAlk and Alk is alkyl of 1 to 8 carbon atoms, alkoxy of 1 to 8 carbon atoms, ##STR3## n is 0, 1 or 2, R', R.sub.1 ' and R.sub.2 ' are alkyl of 1 to 8 carbon atoms and R.sub.4 and R.sub.5 taken together with the carbon atoms to which they are attached may form an optionally further unsaturated carbon homocycle of up to 8 carbon atoms, Z is selected from the group consisting of hydrogen, --CN, --C.tbd.CH, --CF.sub.3 and alkyl of 1 to 3 carbon atoms, A is the residue of a pyrethrinoid acid, R.sub.
    Type: Grant
    Filed: August 13, 1985
    Date of Patent: April 12, 1988
    Assignee: Roussel Uclaf
    Inventors: Jean Tessier, Jean-Pierre Demoute, Laurent Taliani
  • Patent number: 4719218
    Abstract: A method of inhibiting the production of 5-lipoxygenase products in an animal in need thereof which comprises administering an effective, 5-lipoxygenase pathway inhibiting amount of a 2(3)-(pyridyl)-3-(2)-substituted phenyl)-6,7-dihydro-[5H]-pyrrolo-[1,2-a]imidazole, a 2(3)-(pyridyl)-3(2)-(substituted phenyl)-5,6,7,8-tetrahydro-imidazo[1,2,-a]pyridine, or a pharmaceutically acceptable salt thereof, to such animal.
    Type: Grant
    Filed: April 28, 1986
    Date of Patent: January 12, 1988
    Assignee: SmithKline Beckman Corporation
    Inventors: Paul E. Bender, Nabil Hanna
  • Patent number: 4699918
    Abstract: This invention relates to therapeutically useful compounds, particularly in the cardiovascular field, having the formula: ##STR1##
    Type: Grant
    Filed: September 17, 1985
    Date of Patent: October 13, 1987
    Assignee: Laboratoires Jacques Logeais
    Inventors: Jacques G. Maillard, Tri V. Van, Jacky M. Legeai, Marguerite M. Benharkate
  • Patent number: 4666502
    Abstract: The invention provides 5-membered heteroaromatic compounds of formula IArN(Y)COCH.sub.2 Cl Iwherein Ar is a 5-membered heteroaromatic group comprising 1 or 2 heteroatoms selected from O, S and N and linked by a ring C-atom to the N-atom of the N(Y)COCH.sub.2 Cl group to which it is bound, whereby where Ar is pyrazolyl, said N(Y)COCH.sub.2 Cl group is in the 4-position,and Y is as specified in the description,the use of these compounds as herbicides, compositions for facilitating such use and the preparation of the chloroacetamides.
    Type: Grant
    Filed: February 3, 1983
    Date of Patent: May 19, 1987
    Assignee: Sandoz Ltd.
    Inventors: Karl Seckinger, Fred Kuhnen, Karlheinz Milzner
  • Patent number: 4663334
    Abstract: Heterocyclic acetylenes of the formula (I): ##STR1## wherein Y is alkyl, alkoxy, alkoxyalkyl, chloro, fluoro, bromo or carboxamidoalkyl and R.sup.1 is hydrogen, alkyl, alkoxy, alkylthio, alkoxycarbonyl, chloro, fluoro or dialkylamino, m is 0-2, R.sup.2 is branched alkyl and Het is an aromatic heterocycle. The acetylenes are useful in treating hypertension and/or angina.
    Type: Grant
    Filed: December 11, 1985
    Date of Patent: May 5, 1987
    Assignee: McNeilab, Inc.
    Inventor: John R. Carson
  • Patent number: 4637902
    Abstract: A base precursor represented by the following general formula (A) or (B): ##STR1## wherein A.sub.1, A.sub.2, A.sub.5, A.sub.6, A.sub.7, and A.sub.8 each represents a hydrogen atom, an alkyl group, a substituted alkyl group, a cycloalkyl group, an alkenyl group, an aralkyl group, an aryl group, a substituted aryl group, an acyl group, or a heterocyclic group, and A.sub.1 and A.sub.2 can combine to form a ring and two of A.sub.5, A.sub.6, A.sub.7, and A.sub.8 can combine to form a ring, A.sub.3 and A.sub.4 each represents a hydrogen atom, an alkyl group, a substituted alkyl group, a cycloalkyl group, or an aralkyl group, and A.sub.3 and A.sub.4 can combine to form a ring or A.sub.3 and A.sub.4 can be a double bond forming an imino group from ##STR2## and X represents a nucleophilic group.
    Type: Grant
    Filed: March 14, 1984
    Date of Patent: January 20, 1987
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Hiroyuki Hirai, Ken Kawata
  • Patent number: 4619944
    Abstract: Provided are antihypertensive compounds of the formula ##STR1## wherein R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, and R.sub.6 are hydrogen, alkyl, alkenyl, alkynyl, phenyl-alkyl, or cycloalkyl, and may be the same or different,m is an integer from 0 to 2 inclusive,n is an integer from 0 to 4 inclusive,M is alkenyl, alkynyl, cycloalkyl, cycloalkyl-alkyl, polycycloalkyl, polycycloalkyl-alkyl, aryl, aralkyl, heteroaryl, heteroaryl-alkyl, hetero-cycloalkyl, hetero-cycloalkyl-alkyl, fused aryl-cycloalkyl, fused aryl-cycloalkyl-alkyl, fused heteroaryl-cycloalkyl, fused heteroaryl-cycloalkyl-alkyl, alkoxyalkyl, alkylthioalkyl, alkylamino-alkyl, or dialkylaminoalkyl.Y is hydroxy, alkoxy, amino, or substituted amino, aminoalkanoyl, aryloxy, aminoalkoxy, or hydroxyalkoxy, andR.sub.7 is alkyl, aryl, aralkyl, cycloalkyl, cycloalkyl-alkyl, heterocyclic, --CO--SR, --CS--SR, ##STR2## CH.sub.2 CO.sub.2 R, --CHM--CO.sub.2 R, --CH.sub.2 --CO--SR, --CN, ##STR3## --CO--NH--CH.sub.2 CO.sub.2 R, ##STR4## or --CO--CO.sub.
    Type: Grant
    Filed: February 19, 1985
    Date of Patent: October 28, 1986
    Assignee: USV Pharmaceutical Corporation
    Inventors: Raymond D. Youssefyeh, Howard Jones
  • Patent number: 4582923
    Abstract: Urethanes are made by reacting a primary amine with carbon monoxide and a compound containing at least one hydroxyl group in the presence of an oxidizing agent and a catalyst system. The catalyst system is made up of (i) a noble metal and/or a noble metal compound of a metal of the Eighth Secondary Group of the Periodic System of Elements and (ii) an oxidizing quinoid and/or a compound capable of being converted to an oxidizing quinoid compound under the reaction conditions. The catalyst system may optionally include (iii) metal compounds of elements of the Third to Fifth Main Groups and/or First to Eighth Secondary Groups of the Periodic System of Elements and/or (iv) a tertiary amine. This reaction is generally carried out at a temperature of from 100.degree. to 300.degree. C. and at a pressure of from 5 to 500 bars. The product urethanes are useful in the production of isocyanates and pesticides.
    Type: Grant
    Filed: May 17, 1985
    Date of Patent: April 15, 1986
    Assignee: Bayer Aktiengesellschaft
    Inventors: Gunter Stammann, Robert Becker, Johann Grolig, Helmut Waldmann
  • Patent number: 4578390
    Abstract: Hydroxybenzylamino derivatives have been prepared from an appropriate hydroxybenzaldehyde and an amine followed by reduction. These compounds are found to be active topical anti-inflammatory agents.
    Type: Grant
    Filed: April 13, 1983
    Date of Patent: March 25, 1986
    Assignee: Merck & Co., Inc.
    Inventors: Norman P. Jensen, Michael N. Chang
  • Patent number: 4559357
    Abstract: Compounds of the formula ##STR1## and of the isomeric formulae ##STR2## wherein R is alkyl or halogen, R.sub.1 is hydrogen, optionally substituted alkyl or optionally substituted alkenyl, R.sub.2 is hydrogen or methyl, R.sub.3 is hydrogen, alkyl or alkenyl, and X is oxygen or sulfur, including their acid salts, are insecticidally and acaricidally active.
    Type: Grant
    Filed: June 6, 1983
    Date of Patent: December 17, 1985
    Assignee: Ciba-Geigy Corporation
    Inventors: Jean-Claude Gehret, Walter Traber
  • Patent number: 4556674
    Abstract: This invention relates to therapeutically useful compounds, particularly in the cardiovascular field, having the formula: ##STR1##
    Type: Grant
    Filed: January 17, 1984
    Date of Patent: December 3, 1985
    Assignee: Laboratoires Jacques Logeais
    Inventors: Jacques G. Maillard, Tri V. Van, Jacky M. Legeai, Marguerite M. Benharkate
  • Patent number: 4548928
    Abstract: Compounds of the structure: ##STR1## wherein R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, and R.sub.6 are hydrogen, alkyl, alkenyl, alkynyl, phenyl-alkyl, or cycloalkyl,n is an integer from 0 to 4 inclusive,M is heterocyclic or heterocyclic alkyl,Y is hydroxy, alkoxy, amino, or substituted amino, amino-alkanoyl, aryloxy, aminoalkoxy, or hydroxyalkoxy, andR.sub.7 is hydrogen, alkanoyl, carboxylalkanoyl, hydroxyalkanoyl, amino-alkanoyl, cyano, amidino, carbalkoxy, ##STR2## wherein Z is hydrogen, alkyl, hydroxyalkyl, aminoalkyl or the radical ##STR3## wherein R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.6, n, M and Y are as described above; and where Y is hydroxy their nontoxic, pharmaceutically acceptable alkali metal, alkaline earth metal, and amine salts.
    Type: Grant
    Filed: November 19, 1984
    Date of Patent: October 22, 1985
    Assignee: USV Pharmaceutical Co.
    Inventors: John T. Suh, Jerry W. Skiles, Bruce E. Williams, Alfred Schwab
  • Patent number: 4535151
    Abstract: A process for the wet granulation of organic pigment is disclosed which consists in treating under vigorous agitation an aqueous suspension of pigment with acetic anhydride, propionic anhydride or a mixture thereof. Acetic anhydride is used preferentially. After hydrolysis of the anhydride, besides the granules, an aqueous solution of acid or its corresponding salt, directly saleable or re-usable in the chemical industry, is recovered whereby problems related to the recovery of organic solvents are avoided.
    Type: Grant
    Filed: May 16, 1984
    Date of Patent: August 13, 1985
    Assignee: I.C.I. Francolor S.A.
    Inventor: Pierre L. E. Fournier
  • Patent number: 4473394
    Abstract: This invention relates to pyrrole sulfonamides which are useful as herbicides. Typical of the pyrrole sulfonamides of the instant application in N-[(4-methoxy-6-methyl-1,3,5-triazin-2-yl)aminocarbonyl]-2,5-dimethyl-1H-p yrrole-3-sulfonamide.
    Type: Grant
    Filed: September 27, 1982
    Date of Patent: September 25, 1984
    Assignee: E. I. DuPont De Nemours & Company
    Inventors: John C. Budzinski, George Levitt
  • Patent number: 4448975
    Abstract: Amidines are one of the strongest organic bases and find application where this property is needed, such as in phase transfer catalysis in the form of their substituted derivatives. Their use, however, has been hampered by their expensive nature due to only mediocre yields in their preparation. The present invention provides a process for the preparation of substituted amidines in essentially quantitative yields.
    Type: Grant
    Filed: October 15, 1981
    Date of Patent: May 15, 1984
    Assignee: General Electric Company
    Inventor: Victor Mark
  • Patent number: 4419363
    Abstract: Novel 1-aryloxy-3-amidoamidoalkylamino-2-propanol derivatives, processes for their manufacture, pharmaceutical compositions containing them and methods of using them in the treatment of heart diseases. Representative of the compounds disclosed is 1-(o-cyanophenoxy)-3-.beta.-(2-thenamidoacetamido)ethylaminopropan-2-ol.
    Type: Grant
    Filed: June 4, 1982
    Date of Patent: December 6, 1983
    Assignee: Imperial Chemical Industries PLC
    Inventor: Leslie H. Smith
  • Patent number: 4393006
    Abstract: Novel diazidosulfonyl-N-substituted aniline compounds are disclosed. These compounds are useful in pretreating cellulosic materials to thereby photolytically develop colored images on said materials.
    Type: Grant
    Filed: July 7, 1982
    Date of Patent: July 12, 1983
    Assignee: Armstrong World Industries, Inc.
    Inventors: Charles E. Hoyle, Ronald S. Lenox
  • Patent number: 4383112
    Abstract: Chiral Schiff bases according to the general formula: ##STR1## and transition metal complexes thereof, wherein C.sup.* is an asymmetric carbon atom, R.sup.1 and R.sup.2, which may be the same or different are alkyl, aralkyl, aryl or alkaryl, R.sup.3 is hydrogen, alkyl, aralkyl, aryl or alkaryl, R.sup.4 and R.sup.5, which may be the same or different, are hydrogen or lower alkyl or, where n is 1, may with the cyclic ring to which CR.sup.4 R.sup.
    Type: Grant
    Filed: July 8, 1980
    Date of Patent: May 10, 1983
    Assignee: Imperial Chemical Industries Limited
    Inventors: Dale A. Laidler, David J. Milner
  • Patent number: 4332822
    Abstract: Novel cyanoguanidine derivatives having the formula ##STR1## wherein Ar is a phenyl or pyrrol-1-yl group substituted by one or more substituents selected from halogen, trifluoromethyl, lower alkyl, lower alkoxy and nitro and R.sub.1, R.sub.2, R.sub.3, R.sub.4 and R.sub.5 are each independently hydrogen or lower alkyl or R.sub.1 and R.sub.2 taken together form dimethylene or trimethylene, lower blood pressure and, in some cases are also anti-ulcer agents.
    Type: Grant
    Filed: January 30, 1981
    Date of Patent: June 1, 1982
    Assignee: John Wyeth & Brother Limited
    Inventor: Terence J. Ward