Nitrogen Attached Directly To The Five-membered Hetero Ring By Nonionic Bonding (e.g., 2-amino Indoles, Etc.) Patents (Class 548/483)
  • Patent number: 5164510
    Abstract: The present invention relates to 5'-indolinyloxazolidin-2-ones (XI) ##STR1## 3-(fused-ring) substituted)phenyl-5.beta.-amidomethyloxazolidin-2-ones (XXI) ##STR2## and 3-(nitrogen substituted)phenyl-5.beta.-amidomethyloxazolidin-2-ones (LV) which are useful as antibacterial agents and the intermediates (VI), (VII) and (VIII) useful for their production.
    Type: Grant
    Filed: February 20, 1991
    Date of Patent: November 17, 1992
    Assignee: The Upjohn Company
    Inventor: Steven J. Brickner
  • Patent number: 5155110
    Abstract: The present invention is novel selected hydroxamic acid derivatives of fenamic acids 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: September 26, 1988
    Date of Patent: October 13, 1992
    Assignee: Warner-Lambert Company
    Inventors: David T. Connor, Daniel L. Flynn
  • Patent number: 5145845
    Abstract: The present invention relates to novel compounds, which are derivatives of ureas, thioureas, carbamates, sulfonylureas, sulfonamides, amides, and thioamides of 2-carboxyindoles as illustrated by the formula ##STR1## The invention also relates to methods for the preparation of the novel compounds, as well as to pharmaceutical compositions or methods of use for the novel compounds. More specifically, the compounds of the present invention are useful in the treatment of neurodegenerative disorders including cerebrovascular disorders as well as in the treatment of schizophrenia or epilepsy; and as analgesics and anxiolytics.
    Type: Grant
    Filed: May 14, 1991
    Date of Patent: September 8, 1992
    Assignee: Warner-Lambert Co.
    Inventors: Graham Johnson, Thomas C. Malone, Po-Wai Yuen
  • Patent number: 5132319
    Abstract: Compounds having the formula I: ##STR1## are 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: March 28, 1991
    Date of Patent: July 21, 1992
    Assignee: Merck Frosst Canada, Inc.
    Inventors: Yves Girard, Pierre Hamel, Daniel Delorme, Rejean Fortin
  • Patent number: 5110986
    Abstract: This application relates to a process for preparing a N-t-alkyl-1,2-diacylhydrazine by reacting a 1,3,4-oxadiazole with a tertiary alkyl cation precursor in the presence of a strong acid catalyst. Preferably, the 1,3,4-oxadiazole is a 2,5-disubstituted-1,3,4-oxadiazole and more preferably a 2,5-diaryl-1,3,4-oxadiazole. The strong acid catalyst is preferably a sulfur containing acid and more preferably sulfuric acid.
    Type: Grant
    Filed: April 26, 1988
    Date of Patent: May 5, 1992
    Assignee: Rohm and Haas Company
    Inventor: Martha J. Kelly
  • Patent number: 5110946
    Abstract: The invention relates to a new process for the industrial preparation of 4-chloro-3-sulphamoyl-N-(2,3-dihydro-2-methyl-1H-indol-1-yl)benzamide from 2,3-dihydro-2-methyl-1H-indole and hydroxylamine-O-sulphonic acid.
    Type: Grant
    Filed: May 22, 1991
    Date of Patent: May 5, 1992
    Assignee: Adir et Compagnie
    Inventor: Roger Thevignot
  • Patent number: 5103007
    Abstract: Lipid derivatives represented by the formula: ##STR1## wherein R.sup.1 stands for an optionally substituted higher alkyl group, R.sup.2 stands for an optionally substituted lower alkyl group or an optionally substituted nitrogen-containing heterocyclic group, R.sup.3 stands for a tertiary amino group or a quaternary ammonium group, J stands for oxygen atom or S(O)t (where t deontes 0, 1 or 2), m and n respectively denotes 1 or 2, p denotes 0, 1 or 2, q and r respectively denote an integer of 2 to 5.and salts thereof have antitumor activities including differentiation-inducing activity and are useful as antitumor agents.
    Type: Grant
    Filed: October 27, 1989
    Date of Patent: April 7, 1992
    Assignee: Takeda Chemical Industries, Ltd.
    Inventors: Hiroaki Nomura, Hiroshi Akimoto, Keizo Inoue
  • Patent number: 5101040
    Abstract: The invention relates to a new process for the industrial preparation of 4-chloro-3-sulfamoyl-N-(2,3-dihydro-2-methyl-1H-indol-1-yl)benzamide from monochloramine and 2,3-dihydro-2-methyl-1H-indole.
    Type: Grant
    Filed: May 22, 1991
    Date of Patent: March 31, 1992
    Assignee: Adir et Compagnie
    Inventor: Armand Cohen
  • Patent number: 5089638
    Abstract: Analogs of glutamic acid and related amino acids and pharmaceutically-acceptable salts thereof which antagonize the function of cholecystokinins and gastrin disease states in animals and compositions for and methods of preventing or treating disorders of the gastrointestinal, central nervous and appetite regulatory systems of mammals, especially of humans.
    Type: Grant
    Filed: August 30, 1989
    Date of Patent: February 18, 1992
    Assignee: Merck & Co., Inc.
    Inventor: Roger M. Freidinger
  • Patent number: 5081245
    Abstract: A compound represented by the formula: ##STR1## wherein R represents a hydrogen atom or a lower alkyl group;R.sup.1 represents a higher alkyl group which may be substituted;R.sup.2 represents a hydrogen atom or a lower alkyl group, a lower alkanoyl group or a nitrogen-containing 5- to 7-membered heterocyclic group each of which may be substituted; X represents a divalent group represented by the formula:--(OCH.sub.2 CH.sub.2).sub.p --wherein p represents an integer of 1 to 5, a divalent group represented by the formula:--O(CH.sub.2).sub.q --wherein q represents an integer of 3 to 8, or a divalent group represented by the formula:--(OCH.sub.2 CH.sub.2).sub.p --J--(CH.sub.2).sub.q --wherein J represents an oxygen atom or a group represented by the formula: --S(O).sub.
    Type: Grant
    Filed: August 18, 1989
    Date of Patent: January 14, 1992
    Assignee: Takeda Chemical Industries, Ltd.
    Inventors: Hiroaki Nomura, Hiroshi Akimoto, Eiko Imamiya, Keizo Inoue
  • Patent number: 5079246
    Abstract: A compound for formula (I) or a pharmaceutically acceptable salt thereof: ##STR1## wherein: R1, R2, R3, R4, R5, R6, R7, R8, R9, R10, and Z are described in claim 1.
    Type: Grant
    Filed: December 7, 1989
    Date of Patent: January 7, 1992
    Assignee: Beacham Group p. l. c.
    Inventors: Ian T. Forbes, Roger T. Martin, Mervyn Thompson
  • Patent number: 5015770
    Abstract: (Hydrocarbylthio)aromatic amines are prepared by reacting an aromatic amine, such as an aminobenzene, with a hydrocarbyl disulfide, such as an alkyl disulfide, in the presence of iodine, iodine monochloride, or iodine monobromide as a catalyst.
    Type: Grant
    Filed: July 16, 1990
    Date of Patent: May 14, 1991
    Assignee: Ethyl Corporation
    Inventor: Gordon G. Knapp
  • Patent number: 4996316
    Abstract: A process for the preparation of tertiary N,N-dimethylamines by the reaction of primary amines, formaldehyde, and hydrogen under pressure and at elevated temperature in the presence of a nickel-containing hydrogenation catalyst in the liquid phase. The hydrogenation catalyst is suspended in a solvent, the nickel concentration is 0.1 to 10% by weight, based on the primary amine. The starting materials are separate from each other, brought to 80.degree. to 150.degree. C. and 1 to 15 MPa and fed into the catalyst suspension simultaneously with stirring and reacted in one step to form the tertiary N,N-dimethylamines.
    Type: Grant
    Filed: December 24, 1988
    Date of Patent: February 26, 1991
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Jurgen Weber, Detlef Kampmann, Claus Kniep
  • Patent number: 4977274
    Abstract: The invention relates to new 4-hydroxyindole derivatives of general formula: ##STR1## in which R represents a labile protective group and R.sub.1 can represent hydrogen, a C.sub.1 -C.sub.6 alkyl radical, a C.sub.3 -C.sub.6 cycloalkyl radical, a lower alkoxy radical, a lower hydroxyalkyl radical, a lower (lower alkoxy) alkyl radical, a phenyl radical optionally substituted with a halogen atom or a lower alkyl or lower alkoxy radical, a cyano radical, a radical of formula ##STR2## in which R.sub.2 and R.sub.3, which may be identical or different, each represent hydrogen or a lower alkyl radical, R.sub.4 represents a hydroxy group, a lower alkyl or lower alkoxy radical or a radical ##STR3## in which R.sub.2 and R.sub.3 have the same meaning as above, R.sub.5 represents a lower alkyl radical and Alk represents a single bond or a straight- or branched-chain alkylene radical having from 1 to 4 carbon atoms.
    Type: Grant
    Filed: August 28, 1989
    Date of Patent: December 11, 1990
    Assignee: Sanofi
    Inventors: Marcel Descamps, Walter Verstraeten
  • Patent number: 4959390
    Abstract: Compounds of the present invention, are represented by the general formula ##STR1## wherein R.sub.1 group which may be alkyl of from 1 to about 6 carbon atoms, alkenyl of from 2 to about 6 carbon atoms, alkynyl of from 2 to about 10 carbon atoms, alkoxy wherein the alkyl group contains from 1 to about 6 carbon atoms, halogen, acetamido, amino, nitro, alkylamino of from 1 to about 6 carbon atoms, hydroxy, hydroxyalkyl of from 1 to about 6 carbon atoms, cyano or arylalkoxy wherein the alkyl group contains from 1 to about 6 carbon atoms R.sub.2, R.sub.3 and R.sub.4 are hydrogen or hydroxyl groups or the combination of either hydrogen or hydroxyl groups; W represents alkylene of from 1 to about 10 carbon atoms; and B represents --NHCOR.sub.5, --NHCONR.sub.5 R.sub.6, or --NHCOOR.sub.5 wherein R.sub.5 and R.sub.
    Type: Grant
    Filed: December 15, 1988
    Date of Patent: September 25, 1990
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Ghanshyam Patil, William L. Matier, Khuong H. X. Mai
  • Patent number: 4914213
    Abstract: A 5-hydroxy-N-substituted indole derivative and the process for producing the indole derivative are described the indole derivative is produced by a process comprising reacting a phenol derivative having an unsaturated double bond in the m-position with a diazonium salt.
    Type: Grant
    Filed: February 4, 1987
    Date of Patent: April 3, 1990
    Assignee: Fuji Photo Film Co., Ltd.
    Inventor: Masato Satomura
  • Patent number: 4880938
    Abstract: Analogs of glutamic acid and related amino acids and pharmaceutically-acceptable salts thereof which antagonize the function of cholecystokinins and gastrin disease states in animals and compositions for and methods of preventing or treating disorders of the gastrointestinal, central nervous and appetite regulatory systems of mammals, especially of humans.
    Type: Grant
    Filed: June 16, 1986
    Date of Patent: November 14, 1989
    Assignee: Merck & Co., Inc.
    Inventor: Roger M. Freidinger
  • Patent number: 4874864
    Abstract: Compounds of the formula ##STR1## where HET is a heterocyclic group, n is an integer of 0 to 2 and R.sup.1 is hydrogen or lower alkyl are protease inhibitors use as anti-plasmin and anti-thrombin agents.
    Type: Grant
    Filed: May 24, 1988
    Date of Patent: October 17, 1989
    Assignee: Pfizer Inc.
    Inventors: Rodney C. Schnur, Anton F. J. Fliri
  • Patent number: 4874803
    Abstract: The present invention comprises reaction products resulting from the reaction of hydrazido-substituted or certain amino-substituted polymer stabilizers and cyclic dianhydrides, as well as the use of such products. The polymer stabilizers of the invention are useful for protecting a large variety of synthetic polymeric organic materials from the degradative effects of heat, light and oxygen. Some of the modifiers are flame retardants and many are metal deactivators in addition to their primary activity.
    Type: Grant
    Filed: September 21, 1987
    Date of Patent: October 17, 1989
    Assignee: Pennwalt Corporation
    Inventors: Arthur L. Baron, Terry N. Myers, Jerome Wicher
  • Patent number: 4863949
    Abstract: The present invention provides compounds of the general formula: ##STR1## wherein Ar is a substituted or unsubstituted aromatic or heteroaromatic radical, A is a straight-chained or branched alkylene chain containing up to 8 carbon atoms, a --CH.sub.2 -- group of which can be replaced by a cycloalkylene radical containing 3 to 7 carbon atoms, B is a straight-chained mono- or bicyclic, optionally branched, saturated or unsaturated alkylene chain containing up to 12 carbon atoms, a --CH.sub.2 -- group of which can be replaced by a cycloalkylene radical containing 3 to 7 carbon atoms and/or up to two --CH.sub.2 -- groups of which can be replaced by an oxygen or a sulphur atom or by an --S(.dbd.O) or --S(.dbd.O).sub.2 group, X is a valency bond, an oxygen atom or an --NR.sup.1 group, in which R.sup.1 is a hydrogen atom or a straight-chained or branched, saturated or unsaturated alkyl or nitroxyalkyl radical containing up to 6 carbon atoms or R.sup.1, together with the nitrogen atom of the --NR.sup.
    Type: Grant
    Filed: September 21, 1987
    Date of Patent: September 5, 1989
    Assignee: Boehringer Mannheim GmbH
    Inventors: Herbert Simon, Helmut Michel, Wolfgang Bartsch, Klaus Strein
  • Patent number: 4839367
    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 alkyl, 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.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.2 CO.sub.
    Type: Grant
    Filed: August 11, 1986
    Date of Patent: June 13, 1989
    Assignee: Rorer Pharmaceutical Corporation
    Inventors: Raymond D. Youssefyeh, Howard Jones
  • Patent number: 4808621
    Abstract: Certain trans-6-[2-(N-heteroaryl-3,5-disubstituted)pyrazol-4-yl)ethyl]- or ethenyl]tetrahydro-4-hydroxy-2H-pyran-2-ones and the corresponding ring-opened acids derived therefrom which are potent inhibitors of the enzyme 3-hydroxy-3-methylglutarylcoenzyme A reductase (HMG CoA reductase) and are thus useful hypolipidemic or hypocholesterolemic agents. Pharmaceutical compositions containing such compounds, and a method of inhibiting the biosynthesis of cholesterol employing such pharmaceutical compositions are also disclosed.
    Type: Grant
    Filed: May 18, 1987
    Date of Patent: February 28, 1989
    Assignee: Warner-Lambert Company
    Inventors: Bruce D. Roth, Drago R. Sliskovic
  • Patent number: 4792555
    Abstract: There are disclosed compounds of the formula ##STR1## wherein R.sup.1 is lower alkyl, lower alkoxycarbonyl lower alkyl, aralkoxycarbonyl, aralkoxycarbonyl lower alkyl or indol-2-yllower alkyl;R.sup.2 is hydrogen, lower alkyl or biphenylyl lower alkylcarbonyl; orR.sup.1 and R.sup.2 taken together form a 5- or 6-membered saturated heterocyclic ring;R.sup.3 is hydrogen or lower alkyl;R.sup.4 is alkyl of 10-20 carbon atoms, cycloalkyl of 10-20 carbon atoms or phenylalkyl of 10-16 carbon atoms; orR.sup.3 and R.sup.4 taken are decahydroisoquinolin-2-yl, 3,5-dimethylpiperazin-1-yl or 3,3,5-trimethylhexahydroazepin-1-yl;or a pharmaceutically acceptable salt thereof, and their use in the prevention and/or treatment of conditions such as allergic rhinitis, allergic bronchial asthma and other naso-bronchial obstructive air-passageway conditions, other immediate hypersensitivity reactions such as allergic conjunctivities and various inflammatory conditions.
    Type: Grant
    Filed: March 20, 1987
    Date of Patent: December 20, 1988
    Assignee: American Home Products Corporation
    Inventors: William H. McGregor, Joseph Y. Chang
  • Patent number: 4749792
    Abstract: Analgesic activity is exhibited by compounds having the formula ##STR1## and pharmaceutically acceptable salts thereof wherein R.sub.1, R.sub.2 and R.sub.4 are each independently hydrogen, alkyl, carboxyalkyl, halosubstituted alkyl, hydroxyalkyl, aminoalkyl, mercaptoalkyl, alkylthioalkyl, (cycloalkyl)alkyl, (heteroaryl)alkyl, arylalkyl, carbamoylalkyl, guanidinylalkyl, or heteroaryl, and R.sub.3 is hydroxymethylene or carbonyl.
    Type: Grant
    Filed: September 26, 1984
    Date of Patent: June 7, 1988
    Assignee: E. R. Squibb & Sons, Inc.
    Inventors: Sesha I. Natarajan, Eric M. Gordon
  • Patent number: 4746676
    Abstract: Compounds having the general structure ##STR1## and their pharmaceutically acceptable salts, wherein the substituents are defined herein, which exhibit antihypertensive activity.
    Type: Grant
    Filed: September 12, 1984
    Date of Patent: May 24, 1988
    Assignee: Rorer Pharmaceutical Corporation
    Inventors: Edward S. Neiss, John T. Suh, John R. Regan, Jerry W. Skiles, Jeffrey N. Barton, Paul Menard
  • 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: 4721725
    Abstract: Aryl-cyclopenta- and arylcyclohexa[b]pyrrole derivatives are provided having the structure ##STR1## wherein n is 1 or 2; X is --OR.sup.1 or --NR.sup.2 R.sup.3 wherein R.sup.1 is H, lower alkyl, cycloalkyl, aryl, aralkyl or cycloalkylalkyl, and R.sup.2 and R.sup.3 may be the same or different and are H, lower alkyl, cycloalkyl, aryl, aralkyl or cycloalkylalkyl;Y is --OR.sup.4 or --NR.sup.5 R.sup.6 wherein R.sup.4 is H or lower alkyl, and R.sup.5 and R.sup.6 are the same or different and are H or lower alkyl; andZ is aryl.These compounds are useful in inhibiting the 5-lipoxygenation of arachadonic acid in RBL-1 cells and preventing leukotriene formation in macrophages and as such are useful as antiallergy agents and in treating inflammation and psoriasis.
    Type: Grant
    Filed: January 27, 1986
    Date of Patent: January 26, 1988
    Assignee: E. R. Squibb & Sons, Inc.
    Inventors: Scott A. Biller, Donald S. Karanewsky
  • Patent number: 4721717
    Abstract: The present invention provides aminoalcohols of the general formula: ##STR1## wherein R.sub.1 and R.sub.2, which can be same or different, are hydrogen atoms, hydroxyl groups, C.sub.1 -C.sub.4 -alkoxy, benzyloxy, C.sub.1 -C.sub.4 -alkoxycarbonyl, C.sub.1 -C.sub.4 -alkanesulphonylamino, C.sub.1 -C.sub.4 -alkanesulphinyl or C.sub.1 -C.sub.4 -alkanesulphonyl radicals, m is 2, 3 or 4, X and Y, which can be the same or different, are hydrogen atoms or benzyl radicals and R.sub.3 is a phenyl radical substituted twice by C.sub.1 -C.sub.6 -alkyl radicals, a nitrophenyl radical, an aminophenyl radical, a 1,3,5-tri-C.sub.1 -C.sub.6 -alkyl-2,4-dioxo-1H,3H-pyrimidin-6-yl radical, an indolyl radical, an indazolyl radical, a benzimidazolyl radical, a 1,4-di-C.sub.1 -C.sub.6 -alkylpyrazol-5-yl radical or a radical of the general formula: ##STR2## wherein R.sub.4 and R.sub.5, which can be the same or different, are C.sub.1 -C.sub.4 -alkyl radicals and R.sub.6 is a C.sub.1 -C.sub.6 -alkyl, C.sub.2 -C.sub.
    Type: Grant
    Filed: July 29, 1985
    Date of Patent: January 26, 1988
    Assignee: Boehringer Mannheim GmbH
    Inventors: Walter-Gunar Friebe, Wolfgang Kampe, Erwin Bohm, Klaus Strein
  • Patent number: 4720585
    Abstract: Aminopeptidase inhibitory activity is exhibited by compounds having the formula ##STR1## wherein R.sub.1 is hydrogen, alkyl, carboxyalkyl, halo-substituted alkyl, hydroxyalkyl, aminoalkyl, mercaptoalkyl, alkylthioalkyl, (cycloalkyl)alkyl, (heteroaryl)alkyl, arylalkyl, carbamoylalkyl, guanidinylalkyl or heteroaryl; andR.sub.2 and R.sub.3 are each independently hydrogen, alkyl, cycloalkyl, hydroxyalkyl, aminoalkyl, aryl, arylalkyl, heteroaryl or heteroarylalkyl.
    Type: Grant
    Filed: September 18, 1985
    Date of Patent: January 19, 1988
    Assignee: E. R. Squibb & Sons, Inc.
    Inventors: Jollie D. Godfrey Jr., Eric M. Gordon
  • Patent number: 4707553
    Abstract: A 5-hydroxy-N-substituted indole derivative and the process for producing the indole derivative are described the indole derivative is produced by a process comprising reacting a phenol derivative having an unsaturated double bond in the m-position with a diazonium salt.
    Type: Grant
    Filed: December 28, 1984
    Date of Patent: November 17, 1987
    Assignee: Fuji Photo Film Co., Ltd.
    Inventor: Masato Satomura
  • Patent number: 4675405
    Abstract: There are disclosed compounds of the formula ##STR1## wherein X is ##STR2## W is --O--, --S--, ##STR3## when n=0, or W is ##STR4## when n=1, and the dotted line represents an optional double bond; Y is --CH.sub.2 O--, --OCH.sub.2 --, --CH.sub.2 S--, --SCH.sub.2 --, ##STR5## n is 0-1; R.sup.1 is hydrogen, loweralkyl, loweralkoxy, lower alkanoyl, halo, trifluoromethyl, cyano or nitro;R.sup.2 is hydrogen or loweralkyl;R.sup.3 is loweralkyl, perfluoroloweralkyl or perfluorophenyl, with the proviso that when X=N, W=O or S and n=0, R.sup.3 is other than loweralkyl;and the pharmaceutically acceptable salts thereof, and their use in the treatment of leukotriene-mediated naso-bronchial obstructive airpassageway conditions, such as allergic rhinitis, allergic bronchial asthma and the like, and in antithrombotic therapy.
    Type: Grant
    Filed: January 27, 1986
    Date of Patent: June 23, 1987
    Assignee: American Home Products Corporation
    Inventors: John H. Musser, Dennis M. Kubrak, Anthony F. Kreft, III
  • 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: 4663453
    Abstract: The invention relates to benzopyrrolobenzodiazepines and quinobenzodiazepines of the formula ##STR1## where X and Y may be the same or different and each is hydrogen, halogen, CF.sub.3, lower alkyl, lower alkoxy, lower alkylthio and lower alkylsulfonyl, p and q are independently 1 or 2; R.sub.1 is hydrogen when R.sub.2 is bonded to R.sub.3 to form a --(CH.sub.2).sub.m --CH.sub.2 -- group or a --CH.dbd.CH-- group; R.sub.3 is hydrogen when R.sub.1 is bonded to R.sub.2 to form a --(CH.sub.2).sub.m --CH.sub.2 -- group or a --CH.dbd.CH-- group; m is 1 or 2; R.sub.4 is NR.sub.5 R.sub.6 wherein R.sub.5 is hydrogen or lower alkyl and R.sub.6 is hydrogen, lower alkyl or a group of the formula (CH.sub.2).sub.n NR.sub.7 R.sub.8 wherein R.sub.7 and R.sub.8 are lower alkyl, and n is 2 or 3, ##STR2## wherein R.sub.9 is lower alkyl, ##STR3## wherein R.sub.10 is CH.sub.2 CH.sub.2 OH, lower alkyl, phenyl, phenyl substituted by halogen, CF.sub.
    Type: Grant
    Filed: August 28, 1985
    Date of Patent: May 5, 1987
    Assignee: Hoechst-Roussel Pharmaceuticals Inc.
    Inventors: Edward J. Glamkowski, Yulin Chiang
  • Patent number: 4654360
    Abstract: Disclosed are compounds of the formula ##STR1## wherein the several groups are defined herein. These compounds are useful for treating inflammation.
    Type: Grant
    Filed: June 1, 1984
    Date of Patent: March 31, 1987
    Assignee: Syntex (U.S.A.) Inc.
    Inventors: Robert J. Greenhouse, Joseph M. Muchowski
  • Patent number: 4581457
    Abstract: There are disclosed compounds of the formula ##STR1## wherein X is ##STR2## W is ##STR3## Y is ##STR4## n is 0-8; R.sup.1 is hydrogen, loweralkyl, loweralkoxy, lower alkanoyl, halo, trifluoromethyl, cyano or nitro;R.sup.2 is hydrogen or loweralkyl;and the pharmaceutically acceptable salts thereof, and their use in the treatment of leukotriene-mediated naso-bronchial obstructive airpassageway conditions, such as allergic rhinitis, allergic bronchial asthma and the like, and in antithrombotic therapy.
    Type: Grant
    Filed: September 21, 1984
    Date of Patent: April 8, 1986
    Assignee: American Home Products Corporation
    Inventors: John H. Musser, Dennis M. Kubrak
  • Patent number: 4570001
    Abstract: Compounds of the structure ##STR1## wherein R is hydrogen, lower alkyl containing 1 to 5 carbon atoms, cycloalkyl containing 3 to 7 carbon atoms, phenyl or phenyl substituted with halogen, trifluoromethyl, or lower alkyl or lower alkoxy having 1 to 4 carbon atoms and R.sub.1 is hydrogen, lower alkyl having 1 to 4 carbon atoms, phenyl or phenyl lower alkyl wherein the lower alkyl has 1 to 4 carbon atoms, are formed by cyclizing a compound of the structure ##STR2## wherein R and R.sub.1 are as defined above, in the presence of an acid.
    Type: Grant
    Filed: April 27, 1984
    Date of Patent: February 11, 1986
    Assignee: Science Union et Cie
    Inventors: Joseph Auerbach, Martin Kantor
  • Patent number: 4564677
    Abstract: Disclosed is a method of preparing N-amino compounds from corresponding secondary amines by reacting a secondary amine with nitrous acid and zinc in a neutral pH reaction media to form the corresponding N-amine.
    Type: Grant
    Filed: January 19, 1984
    Date of Patent: January 14, 1986
    Assignee: USV Pharmaceutical Corp.
    Inventor: Martin L. Kantor
  • Patent number: 4562201
    Abstract: The present invention relates to new compounds of the formula ##STR1## where X is ##STR2## alkylene, or --S-- where R.sub.1 is hydrogen, alkyl, or aryl; W is hydrogen, hydroxy, amino, alkyloxy, aryloxy, O-alkyl, or O-aralkyl; (Y).sub.A is --CH.sub.2 NR.sub.2 R.sub.3 where R.sub.2 and R.sub.3 may be hydrogen, substituted alkyls, aryls, or together with N form a 5 to 7 membered heterocyclic group; and Ar is a substituted or unsubstituted aryl. These compounds are useful in the treatment of various cardiac arrhythmias.
    Type: Grant
    Filed: July 26, 1982
    Date of Patent: December 31, 1985
    Assignee: American Hospital Supply Corporation
    Inventors: David M. Stout, William L. Matier
  • Patent number: 4533672
    Abstract: This invention relates to indole derivatives which have anti-cancer activity. According to the invention there is provided an indole derivative of the formula I: ##STR1## in which X is an oxygen or sulphur atom, Ra is a phenyl radical which is optionally substituted by one or two groups selected from halogen atoms and 1-6C alkyl, 1-6C alkoxy and trifluoromethyl radicals and Rb is a hydrogen atom or a 2-6C alkoxycarbonyl radical. Manufacturing processes and pharmaceutical compositions are also described.
    Type: Grant
    Filed: October 24, 1983
    Date of Patent: August 6, 1985
    Assignee: Imperial Chemical Industries plc
    Inventors: Murdoch A. Eakin, Anthony J. Hayter, Barrington J. A. Furr
  • Patent number: 4476137
    Abstract: Described are compounds of the formula ##STR1## wherein R is hydrogen or loweralkyl, X, Y and W independently of one another denote hydrogen, halogen, loweralkyl, nitro, amino, amido, loweralkoxy, hydroxy, nitrile, methylsulfone, methylsulfoxide, methylmercapto, or trifluoromethyl; Z is oxygen, sulfur or --CH.sub.2 ; n and m are each an integer from 0 to 6 inclusive, or pharmaceutically acceptable salts thereof.The compounds are effective as anti-inflammatory agents.
    Type: Grant
    Filed: March 3, 1983
    Date of Patent: October 9, 1984
    Assignee: Abbott Laboratories
    Inventors: Fortuna Haviv, James D. Ratajczyk, Francis E. Fischer
  • Patent number: 4465753
    Abstract: An electrophotoconductor of high sensitivity and durability comprising a photosensitive layer containing an indoline compound of the general formula ##STR1## wherein A represents an aromatic hydrocarbon or aromatic heterocyclic group which may have a substituent, and R.sub.1 and R.sub.2, independently from each other, represent a hydrogen or halogen atom, or an alkyl, aralkyl or aryl group.
    Type: Grant
    Filed: June 27, 1983
    Date of Patent: August 14, 1984
    Assignee: Dainippon Ink and Chemicals Inc.
    Inventors: Hisami Tanaka, Osamu Takenouchi, Tatsuo Kawara
  • Patent number: 4448868
    Abstract: An electrophotographic photoreceptor having formed on an electrically conductive support a light-sensitive layer containing a hydrazone derivative of formula (I) as a photoconductive material is disclosed: ##STR1## wherein Z is a divalent hydrocarbon group necessary to form in conjunction with a nitrogen atom a 5- or 6-membered nitrogen-containing heterocyclic ring condensed to the benzene ring; R.sub.1 is an aryl group or a heterocyclic group; R.sub.2 is a hydrogen atom, an alkyl group or an aryl group; X is a hydrogen atom, a halogen atom, an alkyl group, a substituted amino group, an alkoxy group or a cyano group; and n is an integer of 0 or 1. This hydrazone derivative exhibits great carrier transporting ability when it is incorporated in the light-sensitive layer.
    Type: Grant
    Filed: February 4, 1983
    Date of Patent: May 15, 1984
    Assignee: Konishiroku Photo Industry Co., Ltd.
    Inventors: Shinichi Suzuki, Kiyoshi Sawada, Akira Kinoshita, Osamu Sasaki, Satoshi Goto
  • Patent number: 4443614
    Abstract: A process is described for preparing triarylmethane derivatives of a high purity in an extremely high yield from 3-phenylphthalide derivatives and aniline derivatives or indole derivatives with Friedel-Crafts type catalyst or Friedel-Crafts type catalyst and an oxidizing agent.
    Type: Grant
    Filed: June 24, 1980
    Date of Patent: April 17, 1984
    Assignee: Kanzaki Paper Manufacturing Co., Ltd.
    Inventors: Mitsuru Kondo, Kiyoshi Yasui, Makoto Miyake, Hiroshi Iwasaki, Tetsuo Shiraishi
  • Patent number: 4439610
    Abstract: A process is described for preparing triarylmethane derivatives of a high purity in an extremely high yield from 3-phenylphthalide derivatives and aniline derivatives or indole derivatives with Friedel-Crafts type catalyst or Friedel-Crafts type catalyst and an oxidizing agent.
    Type: Grant
    Filed: March 4, 1977
    Date of Patent: March 27, 1984
    Assignee: Kanzaki Paper Manufacturing Company, Ltd.
    Inventors: Mitsuru Kondo, Kiyoshi Yasui, Makoto Miyake, Hiroshi Iwasaki, Tetsuo Shiraishi
  • Patent number: 4428962
    Abstract: There are disclosed herein certain indole derivatives which are useful in the treatment of peptic ulcer diseases.
    Type: Grant
    Filed: October 30, 1981
    Date of Patent: January 31, 1984
    Assignee: Schering Corporation
    Inventors: James A. Bristol, Chester Puchalski
  • Patent number: 4343811
    Abstract: This invention relates to novel indole derivatives of formula ##STR1## and the non-toxic, pharmacologically acceptable salts thereof. These compounds exhibit desirable pharmacological properties, especially lipid-level lowering and anti-atherosclerotic activity. The compounds of the invention may be prepared by, for example, alkylation of a corresponding hydroxy indole.
    Type: Grant
    Filed: February 29, 1980
    Date of Patent: August 10, 1982
    Assignee: Boehringer Ingelheim GmbH
    Inventors: Rudolf Hurnaus, Gerhart Griss, Wolfgang Grell, Robert Sauter, Bernhard Eisele, Nikolaus Kaubisch, Eckhard Rupprecht, Joachim Kahling
  • Patent number: 4337255
    Abstract: Compounds are provided having the structure ##STR1## wherein R.sup.1 is hydrogen, alkyl of 1-3 carbons, phenyl optionally substituted by R.sup.4 ; R.sup.2 is cyano; ##STR2## (wherein Z is a single bond or ##STR3## X is O or S); ##STR4## (wherein R.sup.9 is hydrogen or alkyl, Q is CH or N); ##STR5## wherein R.sup.6 is amino, alkylamino, dialkylamino, haloalkyl or ##STR6## and R.sup.4 and R.sup.5 are the same or different and represent hydrogen, lower alkyl, lower alkoxy, alkanoyloxy, benzyloxy, substituted benzyloxy, hydroxy, halogen (Cl, Br and F), nitro and trifluoromethyl; and R.sup.7, R.sup.8, m and n are as defined hereinafter. The above compounds are useful as anti-allergy agents.
    Type: Grant
    Filed: July 19, 1978
    Date of Patent: June 29, 1982
    Assignee: E. R. Squibb & Sons, Inc.
    Inventor: B. Richard Vogt