Z-c(=o)-o-y, Wherein Z Contains A Benzene Ring Patents (Class 514/532)
  • Patent number: 5321046
    Abstract: Disclosed herein are novel unsymmetrical dithiol ketals which are useful in the treatment or prevention of hypercholesterolemia, hyperlipoproteinemia, and atherosclerosis.
    Type: Grant
    Filed: October 27, 1992
    Date of Patent: June 14, 1994
    Assignee: Bristol-Myers Squibb Company
    Inventors: Sing-Yuen Sit, John J. Wright, Jeff A. Field
  • Patent number: 5294613
    Abstract: This invention provides benzene derivatives, pharmaceutical formulations of those derivatives, and a method of using the derivatives for the treatment of inflammation in mammals.
    Type: Grant
    Filed: February 7, 1992
    Date of Patent: March 15, 1994
    Assignee: Eli Lilly and Company
    Inventors: Nancy G. Bollinger, Theodore Goodson, Jr., David K. Herron
  • Patent number: 5286747
    Abstract: Compounds of the formula ##STR1## wherein R.sup.3 and the NR.sup.1 R.sup.2 group are in a cis-position to each other and wherein Y is OH, R.sup.4 COO, (R.sup.5).sub.2 NCOO or R.sup.6 O either in position 5 or position 7, whereby R.sup.4 is an alkyl group having 1-5 carbon atoms or a possibly substituted phenyl group, R.sup.5 is an alkyl group having 1-5 carbon atoms and R.sup.6 is an allyl or benzyl group, R.sup.1 is hydrogen or an alkyl group having 1-3 carbon atoms, R.sup.2 is an alkyl group having 1-6 carbon atoms, a phenylalkyl- or m-hydroxyphenylalkyl group with 2-4 carbon atoms in the alkyl part, or an alkenyl group with 3-6 carbon atoms other than 1-alkenyl, and R.sup.3 is an alkyl group having 1-3 carbon atoms, processes and intermediates for their preparation, pharmaceutical preparations and methods of treatment employing such compounds. The compounds are useful for therapeutic purposes, especially for treatment of disorders in the central nervous system.
    Type: Grant
    Filed: September 29, 1989
    Date of Patent: February 15, 1994
    Assignee: Per A. E. Carlsson
    Inventors: Folke L. Arvidsson, Per A. E. Carlsson, Uli A. Hacksell, John S. M. Hjorth, Anette M. Johansson, Per L. Lindberg, John L. G. Nilsson, Domingo Sanchez, H.ang.kan V. Wikstrom
  • Patent number: 5274002
    Abstract: Novel trisubstituted phenyl analogs are now found to have activity as for the treatment of congestive heart failure.
    Type: Grant
    Filed: September 6, 1990
    Date of Patent: December 28, 1993
    Assignee: Warner-Lambert Company
    Inventor: Lynn D. Hawkins
  • Patent number: 5272178
    Abstract: The present invention relates to compounds of the formula: ##STR1## wherein R.sup.1 and R.sup.2 are the same or different and independently represent tert-alkyl, phenyl, or hydrogen; R.sup.3 represents hydrogen or alkyl; X represents O, S or (CH.sub.2).sub.m wherein m is 1 or 2; A represents O or S(O).sub.n wherein n is 0, 1, or 2; p is an integer from 0 to 4; and R represents alkyl; OH; OR.sup.4 wherein R.sup.4 is alkyl; or NR.sup.5 R.sup.6 wherein R.sup.5 is hydrogen or alkyl, and R.sup.6 is hydrogen, alkyl, heterocyclealkyl, substituted heterocyclealkyl, cycloalkyl, substituted cycloalkyl, phenyl, substituted phenyl, phenylalkyl, or substituted phenylalkyl, or NR.sup.5 R.sup.6 together form a heterocyclic ring which may optionally be substituted; or (CH.sub.2).sub.t COOR.sup.7 wherein t is an integer from 1 to 4 and R.sup.7 is hydrogen or alkyl; and the pharmaceutically acceptable salts thereof. The compounds are inhibitors or stimulators of superoxide generation.
    Type: Grant
    Filed: April 8, 1993
    Date of Patent: December 21, 1993
    Assignee: G. D. Searle & Co.
    Inventors: Richard A. Mueller, Richard A. Partis
  • Patent number: 5260335
    Abstract: The invention concerns pharmaceutical preparations containing at least one of the following compounds as an active ingredient either alone or in any desired combination: gallic acid, methyl gallate and compounds of the general formula______________________________________ ##STR1## R.sub.1 R.sub.2 R.sub.3 R.sub.4 ______________________________________ 1 galloyl galloyl galloyl H 2 galloyl digalloyl galloyl H 3 galloyl galloyl digalloyl H 4 digalloyl galloyl galloyl H 5 galloyl galloyl galloyl galloyl ______________________________________ with galloyl signifying the radical ##STR2## and diagalloyl signifying the radical ##STR3## - and the pharmaceutically acceptable salts, ethers and esters thereof. The invention further relates to a method for isolating the aforementioned compounds from the plant Galphimia Glauca. The drugs according to the invention are effective antiphlogistic agents.
    Type: Grant
    Filed: February 18, 1992
    Date of Patent: November 9, 1993
    Assignee: Plantamed Arzneimittel GmbH
    Inventors: Hildebert Wagner, Walter Dorsch
  • Patent number: 5256692
    Abstract: Novel sulfur-containing compounds which inhibit the activity of 3-hydroxy-3-methylglutaryl-coenzyme A (HMG-CoA) reductase, having a sulfur-containing side-chain bonded to a hydrophobic anchor group through an acetylenic or ethylenic linkage. Pharmaceutical compositions, and methods of use for the treatment or prevention of hypercholesterolemia, atheroschlerosis, hyperlipoproteinaemia and hyperlipidemia are provided, as are novel methods for preparation and intermediate compounds.
    Type: Grant
    Filed: January 7, 1992
    Date of Patent: October 26, 1993
    Assignee: E. R. Squibb & Sons, Inc.
    Inventors: Eric M. Gordon, Jelka Pluscec
  • Patent number: 5246965
    Abstract: The invention relates to the compounds of the formula ##STR1## wherein the C(.dbd.NH)--NHR group may be in tautomeric or isomeric form, and pharmaceutically acceptable salts thereof, in which:R is hydrogen or an acyl radical which is derived from an organic carbonic acid, an organic carboxylic acid, a sulfonic acid, or a carbamic acid;R.sub.1 is a substituent selected from an aliphatic hydrocarbon radical, an araliphatic hydrocarbon radical and a cycloaliphatic hydrocarbon radical;X.sub.1 and X.sub.3, independently of one another, are oxygen (--O--) or sulphur (--S--); andX.sub.
    Type: Grant
    Filed: September 17, 1992
    Date of Patent: September 21, 1993
    Assignee: Ciba-Geigy
    Inventor: Alan J. Main
  • Patent number: 5242946
    Abstract: A group of known naphthalene derivatives have been found to be useful for preventing or relieving herpes viral infections.
    Type: Grant
    Filed: January 31, 1992
    Date of Patent: September 7, 1993
    Assignee: Bio-Mega, Inc.
    Inventor: Yvan Guindon
  • Patent number: 5238832
    Abstract: Novel aryl aliphatic acids or derivatives thereof of the general formulaR--(C.sub.x --C.sub.y)--(C.sub.m H.sub.2m)--G--C(R.sup.1).sub.2 --Ar--(C.sub.n H.sub.2n)--COOR.sup.2are described which exhibit inhibiting activity against 12-lipoxygenase. The compounds are characterized by having a low level of toxicity. Also included are salts and esters of the aliphatic acids.
    Type: Grant
    Filed: June 8, 1992
    Date of Patent: August 24, 1993
    Assignees: Board of Governors of Wayne State University, Vanderbilt University
    Inventors: Carl R. Johnson, Gilles Gorins, Kenneth V. Honn, Lawrence J. Marnett
  • Patent number: 5236950
    Abstract: This invention relates to a hair-restorer comprising, as an active ingredient, (a) an acyclic branched higher aliphatic hydrocarbon of 20 carbon atoms which may be substituted with hydroxyl group or acyloxy group, or (b) an acyclic branched carboxylic acid of 20 carbon atoms or its derivative and to a process for hair growth.
    Type: Grant
    Filed: February 17, 1989
    Date of Patent: August 17, 1993
    Assignee: Toyama Chemical Co., Ltd.
    Inventors: Hajime Aoyama, Satoshi Ono, Osamu Oohashi, Hirokazu Narita, Shuntaro Takano
  • Patent number: 5234946
    Abstract: The substituted alkylamine derivatives represented by formula (I) ##STR1## wherein R.sup.1 represents (a) substituted or unsubstituted C.sub.2-6 alkenyl group, (b) substituted or unsubstituted C.sub.3-6 cycloalkenyl group, (c) substituted or unsubstituted C.sub.2-6 alkynyl group, (d) substituted or unsubstituted aryl group, (e) substituted or unsubstituted heterocyclic group, (f) fused heterocyclic group which may be substituted, or (g) group represented by the formula Ru.sup.11 -Ar wherein R.sup.11 is a heterocyclic group and Ar is a 5- or 6-membered aromatic ring which may contain a hetero N, O or S atom, and which may be substituted; ##STR2## represents a 5- or 6-membered aromatic ring which may contain a hetero N, O or S atom, and may be substituted by R.sup.7,X and Y are linking groups,R.sup.2 is H or lower alkyl,R.sup.3 is hydrogen, lower alkyl, lower alkenyl, lower alkynyl or lower cycloalkyl,R.sup.4 and R.sup.5 are independently hydrogen or halogen atoms,R.sup.
    Type: Grant
    Filed: August 30, 1991
    Date of Patent: August 10, 1993
    Assignee: Banyu Pharmaceutical Co., Ltd.
    Inventors: Hiroshi Takezawa, Masahiro Hayashi, Yoshikazu Iwasawa, Masaaki Hosoi, Yoshiaki Iida, Yoshimi Tsuchiya, Masahiro Horie, Toshio Kamei
  • Patent number: 5227402
    Abstract: The invention relates to plant protection agents based on aqueous microemulsions which contain, as emulsifiers, ethoxylated and phosphorylated, styryl-substituted phenols or salts thereof in combination with one or more non-phosphorylated emulsifiers belonging to the group comprising salts of (C.sub.10 -C.sub.16)-alkyl-monoglycol to -hexaglycol ether-sulfates, salts of .alpha.-(C.sub.14 -C.sub.19)-alkenol sulfates, salts of optionally chlorinated (C.sub.13 -C.sub.18)-alkanesulfonic acids, salts of dodecylphenylsulfonic acid, amine oxethylates or .alpha.(C.sub.9 -C.sub.20)-alkyl-.omega.-hydroxypolyoxyethylenes containing 2 to 22 moles of ethylene oxide.
    Type: Grant
    Filed: August 28, 1989
    Date of Patent: July 13, 1993
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Hans Rochling, Konrad Albrecht
  • Patent number: 5216024
    Abstract: The present invention discloses new and useful compounds including methyl p-hydroxyphenyllactate, its analogues, chemical derivatives and chemically related compounds and their use as antitumor agents, as inhibitors of proliferative cell growth and as prophylactic agents to inhibit and prevent cancer and non-malignant cell growth.
    Type: Grant
    Filed: July 15, 1988
    Date of Patent: June 1, 1993
    Assignee: Baylor College of Medicine
    Inventors: Barry M. Markaverich, James H. Clark, Rebecca Gregory, Mary Alejandro, Brian S. Middleditch, Gregory A. Johnson, Rajender S. Varma
  • Patent number: 5214191
    Abstract: 2-Phenylalkanoate esters which are useful as inhibitors of human leukocyte elastase.
    Type: Grant
    Filed: May 22, 1990
    Date of Patent: May 25, 1993
    Assignee: Cortech, Inc.
    Inventors: Gary P. Kirschenheuter, Lyle W. Spruce, John C. Cheronis
  • Patent number: 5212201
    Abstract: A pharmaceutical composition inhibiting xanthine oxidase containing as an active component a compound of the formula: ##STR1## wherein R is 4'-OH or 5'-OH, or a pharmaceutically acceptable salt or ester thereof is disclosed. The compound wherein R is 5'-OH is a novel compound.
    Type: Grant
    Filed: November 13, 1990
    Date of Patent: May 18, 1993
    Assignee: Gunze Limited
    Inventors: Michio Wakashiro, Shiro Abe, Nobukazu Tanabe, Hiroshi Obata
  • Patent number: 5202471
    Abstract: Retinoid like activity is exhibited by compounds of the formula ##STR1## where R.sub.1 -R.sub.4 independently are hydrogen, lower alkyl, cycloalkyl or lower alkenyl, A and B independently are hydrogen, lower alkyl cycloalkyl, lower alkenyl, SR* or OR* where R* is lower alkyl, cycloalkyl or lower alkenyl; Y is lower alkenyl, lower alkynyl, lower cycloalkyl, lower branched chain alkyl or (CH.sub.2).sub.n where n is 0-6; and Z is H, --COOH or a pharmaceutically acceptable salt, ester or amide thereof, --CH.sub.2 OH or an ether or ester derivative, or --CHO or an acetal derivative, or --COR' or a ketal derivative where R' is an alkyl, cycloalkyl or alkenyl group containing 1 to 5 carbons.
    Type: Grant
    Filed: February 6, 1990
    Date of Patent: April 13, 1993
    Assignee: Allergan, Inc.
    Inventor: Roshantha A. S. Chandraratna
  • Patent number: 5200550
    Abstract: Bi-aromatic esters have the formula ##STR1## wherein R.sub.1 represents H, OH, --CH.sub.3, --CH.sub.2 OH, --CH(OH)CH.sub.3, --COOR.sub.9, ##STR2## or SO.sub.2 R.sub.10 ; R.sub.9 represents H, C.sub.1 -C.sub.6 alkyl or monoor polyhydroxyalkyl; R.sub.10 represents OH, C.sub.1 -C.sub.6 alkyl or ##STR3## r' and r" represent H, C.sub.1 -C.sub.6 alkyl, aryl, aralkyl, mono or polyhydroxyalkyl, or r' and r" taken together form a heterocycle; R.sub.2 represents H, C.sub.1 -C.sub.6 alkyl, OR.sub.9, F or --CF.sub.3 ; R.sub.3, R.sub.4 and R.sub.5 represent H, F, OH, --CH.sub.3, --OCH.sub.3, --CF.sub.3, --COOH or --CH.sub.2 OH; R.sub.6 and R.sub.8 represent H, .alpha.-substituted C.sub.3 -C.sub.15 alkyl, .alpha.,.alpha.'-disubstituted C.sub.4 -C.sub.12 alkyl, C.sub.3 -C.sub.12 cycloalkyl, C.sub.5 -C.sub.12 mono or polycyclic cycloalkyl whose linking carbon is trisubstituted, --SR.sub.11, --SO.sub.2 R.sub.11 or --SOR.sub.11 ; R.sub.11 represents C.sub.1 -C.sub.6 alkyl or cycloalkyl; R.sub.6 and R.sub.
    Type: Grant
    Filed: July 17, 1990
    Date of Patent: April 6, 1993
    Assignee: Centre International de Recherces Dermatologiques Galderma (Cird Galderma)
    Inventors: Braham Shroot, Jean-Michel Bernardon
  • Patent number: 5198012
    Abstract: A biocide composition comprises an effective amount of a biocide and an effective amount of a biocide activator selected from the group consisting of an alkyl phosphate, an alkenyl phosphate, a hydroxyalkyl phosphate, a polyoxyalkylene alkyl ether phosphate, a salt thereof, a polyoxyalkylene alkenyl ether phosphate, a salt thereof, a polyoxyalkylene hydroxyalkyl ether phosphate and a salt thereof.
    Type: Grant
    Filed: May 21, 1991
    Date of Patent: March 30, 1993
    Assignee: Kao Corporation
    Inventor: Tetsuji Iwasaki
  • Patent number: 5196451
    Abstract: Compounds of formula (I), wherein X.sup.1 and X.sup.5 are each separately selected from hydrogen and C.sub.1-4 alkyl, halogeno and halogeno-substituted C.sub.1-4 alkyl groups: X.sup.2, X.sup.3 and X.sup.4 are each separately selected from hydrogen and C.sub.1-4 alkyl, hydroxy, C.sub.1-4 alkoxy and phenoxy groups; R.sup.1 and R.sup.2 are each separately selected from hydrogen and C.sub.1-4 alkyl groups; R.sup.3 and R.sup.4 are each hydrogen or together constitute the second bond of a carbon-carbon double bond joining --CR.sup.1 R.sup.3 and --CR.sup.2 R.sup.4 ; and Y is hydroxymethyl, formyl, cyano, carbamoyl, carbamoyl N-substituted by one or two of the same or different C.sub.1-4 alkyl groups, carboxy or a carboxylic ester or carboxylate salt, are of value as avian repellents.
    Type: Grant
    Filed: November 14, 1991
    Date of Patent: March 23, 1993
    Assignee: National Research Development Corporation
    Inventors: Peter W. Greig-Smith, Michael F. Wilson
  • Patent number: 5196570
    Abstract: The invention relates to new leukotriene-B.sub.4 analogs of formula I, ##STR1## in which R.sub.1 means radicals CH.sub.2 OH, CH.sub.3, CF.sub.3, COOR.sub.4, or radical CONHR.sub.5,A means a trans, trans--CH.dbd.CH--CH.dbd.CH-- group, trans--CH.sub.2 --CH.sub.2 --CH.dbd.CH-- group or tetramethylene group,B means a straight-chain or branched-chain, saturated or unsaturated alkylene group with up to 10 C atoms,D means a direct compound, oxygen, sulfur, a --C.tbd.C--group or a --CH.dbd.CR.sub.6 --group,B and D together mean a direct bond,R.sub.2 means a hydrogen atom or an acid radical of an organic acid with 1-15 C atoms andR.sub.3 means a hydrogen atom, an optionally substituted alkyl radical with 1-10 C atoms, a cycloalkyl radical with 3-10 C atoms, an optionally substituted aryl radical with 6-10 C atoms or a 5-6-member heterocyclic radical and, if R.sub.
    Type: Grant
    Filed: November 16, 1990
    Date of Patent: March 23, 1993
    Assignee: Schering Aktiengesellschaft
    Inventors: Bernd Buchmann, Werner Skuballa, Joseph Heindl, Wolfgang Frohlich, Roland Ekerdt
  • Patent number: 5179124
    Abstract: An anti-inflammatory drug which is phenylacetic acid derivative and methods of using the same in topically controlling eye inflammations. The preferred drug is 2-[4(2-hydroxypropoxy)phenyl]propionic acid.
    Type: Grant
    Filed: October 1, 1990
    Date of Patent: January 12, 1993
    Assignee: University of Iowa Research Foundation
    Inventors: Ronald D. Schoenwald, Charles F. Barfknecht
  • Patent number: 5166171
    Abstract: 6-Phenoxymethyl-4-hydroxytetrahydropyran-2-ones and 6-thiophenoxymethyl-4-hydroxytetrahydropyran-2-ones and the corresponding dihydroxycarboxylic acid derivatives, salts and esters, processes for the preparation of these compounds, their use as pharmaceuticals, pharmaceutical preparations and novel phenols and thiophenols Compounds of the general formula I ##STR1## and the corresponding open-chain dihydroxycarboxylic acids of the formula II ##STR2## in which X, Y and Z have the meanings given, and pharmacologically tolerated salts thereof with bases and pharmacologically tolerated esters thereof, processes for the preparation of these compounds, their use as pharmaceuticals and pharmaceutical preparations are described. Novel phenols and thiophenols of the formula III ##STR3## in which X, Y and Z have the meanings given, are also described.
    Type: Grant
    Filed: April 2, 1991
    Date of Patent: November 24, 1992
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Heiner Jendralla, Gunther Wess, Wilhelm Bartmann, Gerhard Beck
  • Patent number: 5166218
    Abstract: Tertiary and secondary amines of the formulas ##STR1## and ##STR2## wherein n is the integer 1 or 2,R is hydrogen, lower-alkanoyl or phenyl-lower-alkanoyl,X.sup.1 is phenoxymethyl optionally mono-fluorinated or mono-chlorinated in the ortho-position,X.sup.2 is lower-alkyl, phenoxymethyl optionally mono-fluorinated or mono-chlorinated in the ortho-position or phenyl optionally monosubstituted by fluorine, chlorine, trifluoromethyl or lower-alkoxy,Y is hydrogen or methyl, andZ is a phenyl or thienyl residue substituted as hereinafter described,and the physiologically and pharmaceutically compatible salts are described. The compounds of formulas I and V-1 have catabolic activity and can be used for the treatment of obesity and diabetes mellitus or for the treatment of conditions which are associated with an increased protein breakdown, or as feed additives for fattening animals. The compounds of formulas I and V-1 can be prepared starting from corresponding primary amines.
    Type: Grant
    Filed: August 12, 1991
    Date of Patent: November 24, 1992
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Leo Alig, Marcel Muller
  • Patent number: 5145874
    Abstract: Provided are cyclic hydrocarbons of Formula I ##STR1## with an aminoalkyl sidechain that are useful for treating phospholipase A2 mediated conditions, diabetes, and obesity.
    Type: Grant
    Filed: February 25, 1991
    Date of Patent: September 8, 1992
    Assignee: The Upjohn Company
    Inventors: Roy A. Johnson, Gordon L. Bundy, Gilbert A. Youngdale, Douglas R. Morton, Donald P. Wallach, deceased, by Vera M. Wallach, legal representative
  • Patent number: 5145611
    Abstract: Carboxylic acid derivatives of the formula ##STR1## R.sub.1 is alkoxy, alkylthio, alkylsulphinyl, alkulsulphonyl, alkylamino, cycloalkyl, or cycloalkoxy or optionally substituted aryl, aryloxy, arylthio, arylsulphinyl, arylsulphonyl or arylamino. R.sub.2 is optionally substituted aryl or, when B is alkylene also a hydrogen atom. A is a straight-chained or branched, saturated or unsaturated alkylene containing 3 to 10 carbon atoms which is optionally interrupted by a heteratom attached to a saturated carbon and has a chain length of at least 3 atoms. Y is S(O).sub.n group or oxygen, n being 0, 1 or 2. B is a valency bond or a straight-chained or branched, saturated or unsaturated alkylene containing 1 to 18 carbon atoms. Physiologically acceptable salts, esters and amides thereof are also included. The compounds are useful in the treatment of metabolic diseases.
    Type: Grant
    Filed: January 12, 1988
    Date of Patent: September 8, 1992
    Assignee: Boehringer Mannheim GmbH
    Inventors: Hans P. Wolff, Ernst-Christian Witte, Hans-Frieder Kuehnle
  • Patent number: 5135758
    Abstract: This process for combatting Varroa jacobsoni by biological means, an ectoparasitic acarian specific to the genus Apis, is characterized in that there is introduced, into the environment in which said acarian may be present, an attractant product consisting of a total hexane extract of bee larvae; or of an active fraction of such an extract; or of at least one active ester derived from a C.sub.1 -C.sub.6 aliphatic alcohol and from a C.sub.10 -C.sub.24 carboxylic acid; or of a mixture of methyl and ethyl palmitates, stearates, oleates, linoleates and linolenates, or an active mixture of at least two of these esters; or ethyl palmitate, methyl palmitate, methyl linolenate or mixtures thereof, optionally with another ester.
    Type: Grant
    Filed: July 28, 1990
    Date of Patent: August 4, 1992
    Assignees: Institute National de la Recherche Agronomique (INRA), Centre National de la Recherche Scientifique (CNRS)
    Inventors: Gerard Arnold, Claudine Masson, Yves Le Conte, Jerome Trouiller, Bertrand Chappe, Guy Ourisson
  • Patent number: 5132312
    Abstract: Disclosed are novel 3-hydroxy-3-methylglutarylcoenzyme A reductase inhibitors useful as antihypercholesterolemic agents represented by the formula ##STR1## and the corresponding ring-opened hydroxy acids derived therefrom and pharmaceutically acceptable salts thereof.Pharmaceutical compositions containing said compounds and method of inhibiting the biosynthesis of cholesterol therewith are also disclosed.
    Type: Grant
    Filed: November 27, 1990
    Date of Patent: July 21, 1992
    Assignee: Rhone-Poulenc Rorer Pharmaceuticals Inc.
    Inventors: John R. Regan, Kent E. Neuenschwander
  • Patent number: 5130119
    Abstract: Fluorosubstituted benzene derivatives of Formula I ##STR1## wherein Y, R.sup.2, R.sup.3 and R.sup.4 are defined herein, are NMR diagnostic agents.
    Type: Grant
    Filed: October 6, 1989
    Date of Patent: July 14, 1992
    Assignee: Schering Aktiengesellschaft
    Inventors: Peter Blaszkiewicz, Ulrich Niedballa, Heinz Gries, Hans Bauer, Hanns-Joachim Weinmann
  • Patent number: 5124353
    Abstract: Compounds of formula (I): ##STR1## and stereoisomers thereof, wherein V is an oxygen or a sulphur atom; X and Y, which may be the same or different, are hydrogen or halogen atoms, or optionally substituted alkyl, optionally substituted alkenyl, optionally substituted aryl, optionally substituted heteroaryl, optionally substituted alkynyl, haloalkyl, alkoxy, haloalkoxy, optionally substituted aryloxy, optionally substituted arylalkoxy, optionally substituted acyloxy, optionally substituted amino, acylamino, nitro, nitrile, --CO.sub.2 R.sup.3, --CONR.sup.4 R.sup.5, or --COR.sup.6 groups; or the groups X and Y, when they are in adjacent positions on the phenyl ring, may join to form a fused ring, either aromatic or aliphatic, optionally containing one or more heteroatoms; and Z is optionally substituted methylene, optionally substituted amino, oxygen or sulphur and when Z is a substituted methylene group, the substituent may join the 2-position of the phenyl ring to form a non-aromatic fused ring; R.sup.1 and R.
    Type: Grant
    Filed: October 3, 1989
    Date of Patent: June 23, 1992
    Assignee: Imperial Chemical Industries PLC
    Inventors: John M. Clough, Christopher R. A. Godfrey
  • Patent number: 5116981
    Abstract: This invention encompasses novel analogs of Leukotriene B.sub.4 which are selected from a compound of formula I, B--C.apprxeq.C--CH.sub.2 C(M.sub.2)--C.apprxeq.C--Y--C(M.sub.1)--A, or formula II, B--C.apprxeq.C--CH.sub.2 C(M.sub.2)--C.apprxeq.C--P--R.sub.5 --A: wherein Y is: ##STR1## wherein P is: ##STR2## Patentable intermediates, process for making the novel analogs and intermediates and preparation of useful pharmacological agents comprising the analogs and intermediates are part of this invention.
    Type: Grant
    Filed: June 29, 1989
    Date of Patent: May 26, 1992
    Assignee: The Upjohn Company
    Inventor: Joel Morris
  • Patent number: 5093363
    Abstract: A 2,4,6-substituted phenol having the formula (I): ##STR1## wherein X is S or CH.sub.2 ; R.sup.1 and R.sup.2 are the same or different from each other and each is a lower alkyl group; R.sup.3 is a group of the formula: ##STR2## in which R.sup.4 is hydrogen atom or a lower alkyl group; R.sup.5 and R.sup.6 are the same or different from each other and each is hydrogen atom, a lower alkyl group, or a phenyl group which may be substituted,or a pharmaceutically acceptable salt thereof is useful as an active agent in a pharmaceutical composition. The pharmaceutical composition comprises a therapeutically effective amount of a compound having the formula (I), as an effective ingredient, in association with a pharmaceutically acceptable substantially nontoxic carrier or excipient. The pharmaceutical composition can be useful in the treatment of lipemia of mammals. Additionally the compounds can be used as antiatherosclerotic agents and antilipenic agents.
    Type: Grant
    Filed: August 14, 1990
    Date of Patent: March 3, 1992
    Assignee: Shionogi & Co., Ltd.
    Inventors: Toru Kita, Hiroshi Harada, Eiichi Ohsugi, Toshiro Konoike
  • Patent number: 5091183
    Abstract: An insecticidal and/or acaricidal composition comprising as active ingredients 2-methyl-4-oxo-3-(2-propynyl)cyclopent-2-enyl chrysanthemate and a phenoxybenzyl ester compound having the formula [I], ##STR1## wherein R.sup.1 is hydrogen or cyano, R.sup.2 is hydrogen or fluorine, and X is chlorine or bromine, is markedly effective against insect pests having a low sensitivity to pyrethroid and acarine pests which cannot be effectively controlled by the use of a single agent.
    Type: Grant
    Filed: September 4, 1990
    Date of Patent: February 25, 1992
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Toshihiko Yano, Noritada Matsuo, Yoko Torisu, Kazunobu Dohara
  • Patent number: 5091171
    Abstract: Preventive as well as therapeutic treatment to alleviate cosmetic conditions and symptoms of dermatologic disorders with amphoteric compositions containing alpha hydroxyacids, alpha ketoacids, related compounds or polymeric forms of hydroxyacids is disclosed. The cosmetic conditions and the dermatologic disorders in which the amphoteric compositions and the polymeric compounds may be useful include dry skin, dandruff, acne, keratoses, psoriasis, eczema, pruritus, age spots, lentigines, melasmas, wrinkles, warts, blemished skin, hyperpigmented skin, kyperkeratotic skin, inflammatory dermatoses, skin changes associated with aging, and skin requiring cleansers.
    Type: Grant
    Filed: August 15, 1989
    Date of Patent: February 25, 1992
    Inventors: Ruey J. Yu, Eugene J. Van Scott
  • Patent number: 5084482
    Abstract: This invention concerns novel methods employing compositions containing as an active antioxidant or antiinflammatory agent the amino acid methionine, and/or one or more related compounds including certain metabolic precursor compounds, for treating or inhibiting inflammatory ischemic, thrombotic and cholesterolemic disease response in a subject. The compounds include the methionine hydroxy analogs, as well as compounds having the structural formula I: ##STR1## and pharmaceutically acceptable N-(mono- and di-carboxylic acid) acyl derivatives and alkyl esters thereof, where n is an integer from 1 to 3.
    Type: Grant
    Filed: April 10, 1990
    Date of Patent: January 28, 1992
    Assignee: The Lithox Corporation
    Inventors: Gerald P. Hirsch, Robert K. Bayless
  • Patent number: 5079260
    Abstract: The present invention relates to a method of treating an inflammatory condition, and to compounds and composition suitable for use in such a method, which compounds have the Formula: ##STR1## wherein: X is methylene, ethylene, ethyleneoxy, or oxygen;Q is ##STR2## where C' is a residue of a lipophilic amino acid, and Y is --CO.sub.2 H, --CH.sub.2 OH, --CONR.sub.1 R.sub.2, or --CO.sub.2 R.sub.1 where R.sub.1 and R.sub.2 hydrogen, alkyl, or aryl;R.sub.3 and R.sub.4 are, independently, hydrogen, alkyl or aryl; andA and B are, independently, hydrogen, fused phenyl, alkyl, aryl, alkaryl, aralkyl, alkoxy, alkoxyalkyl, halogen, or nitro;or pharmaceutically acceptable salts thereof.
    Type: Grant
    Filed: May 29, 1990
    Date of Patent: January 7, 1992
    Assignee: Nova Pharmaceutical Corporation
    Inventors: Moshe Weitzberg, Ronald Burch, Barry Shearer
  • Patent number: 5075333
    Abstract: The use of compounds of formula I as topical agents to combat the disorders of the skin produced by photodamage which disorders include: wrinkling, elastosis and premature aging is described. Compounds of formula I are ##STR1## wherein n represents 1 or 2, Z represents--SR, wherein R represents lower-alkyl, lower-alkenyl, lower-alkynyl, lower-alkoxy-lower-alkyl, lower-alkanoyl-lower-alkyl, hydroxy-lower-alkyl, halo-lower-alkyl, lower-carbalkoxy-lower alkyl, mono-lower-alkylamino, di-lower-alkylamino, mono-lower-alkylamido, or di-lower-alkylamidoand pharmaceutically acceptable salts thereof.
    Type: Grant
    Filed: May 8, 1990
    Date of Patent: December 24, 1991
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Graeme F. Bryce, Stanley S. Shapiro
  • Patent number: 5068252
    Abstract: Compounds of the following formula, useful for treating diseases affected by retinoids, are disclosed herein.
    Type: Grant
    Filed: February 8, 1991
    Date of Patent: November 26, 1991
    Assignee: Allergan, Inc.
    Inventor: Roshantha A. S. Chandraratna
  • Patent number: 5064863
    Abstract: Tertiary and secondary amines of the formulas ##STR1## wherein n is the integer 1 or 2, p0 R is hydrogen, lower-alkanoyl or phenyl-lower-alkanoyl,X.sup.1 is phenoxymethyl optionally mono-fluorinated or mono-chlorinated in the ortho-position,X.sup.2 is lower-alkyl, phenoxymethyl optionally mono-fluorinated or mono-chlorinated in the ortho-position or phenyl optionally monosubstituted by fluorine, chlorine, trifluoromethyl or lower-alkoxy,Y is hydrogen or methyl, andZ is a phenyl or thienyl residue substituted as hereinafter described,and the physiologically and pharmaceutically compatible salts are described. The compounds of formulas I and V-1 have catabolic activity and can be used for the treatment of obesity and diabetes mellitus or for the treatment of conditions which are associated with an increased protein breakdown, or as feed additives for fattening animals. The compounds of formulas I and V-1 can be prepared starting from corresponding primary amines.
    Type: Grant
    Filed: December 10, 1987
    Date of Patent: November 12, 1991
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Leo Alig, Marcel Muller
  • Patent number: 5061733
    Abstract: The use of compounds of formula I as topical agents to combat the disorders of the skin produced by photodamage which disorders include: wrinklin, elastosis and premature aging is described. Compounds of formula I are ##STR1## wherein n represents 1 or 2, Z represents --S(O)R, wherein R represents lower-alkyl, lower-alkenyl, lower-alkynyl, lower-alkoxy-lower-alkyl, lower-alkanoyl-lower-alkyl, hydroxy-lower-alkyl, halo-lower-alkyl, lower-carbalkoxy-lower-alkyl, lower-alkoxy, hydroxy, mono-lower-alkyl amino or di-lower-alkylaminoand pharmaceutically acceptable salts thereof.
    Type: Grant
    Filed: May 8, 1990
    Date of Patent: October 29, 1991
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Graeme F. Bryce, Stanley S. Shapiro
  • Patent number: 5051449
    Abstract: A method for retarding and reversing cellulite comprises topically applying to human skin a retinoid in an amount and for a period of time effective to retard or reverse cellulite where said amount is insufficient to be excessively irritating. The method preferably uses retinoic acid in an emollient vehicle.
    Type: Grant
    Filed: February 27, 1991
    Date of Patent: September 24, 1991
    Inventor: Albert M. Kligman
  • Patent number: 5043008
    Abstract: A biocide composition comprises an effective amount of a biocide and an effective amount of a biocide activator selected from the group consisting of an alkyl phosphate, an alkenyl phosphate, a hydroxyalkyl phosphate, a polyoxyalkylene alkyl ether phosphate, a salt thereof, a polyoxyalkylene alkenyl ether phosphate, a salt thereof, a polyoxyalkylene hydroxyalkyl ether phosphate and a salt thereof.
    Type: Grant
    Filed: October 25, 1989
    Date of Patent: August 27, 1991
    Assignee: Kao Corporation
    Inventor: Tetsuji Iwasaki
  • Patent number: 5041639
    Abstract: New polysubstituted derivatives of naphthalene. These derivatives correspond to the following formula: ##STR1## in which: R.sub.1 to R.sub.4 is H or CH.sub.3R.sub.5 is ##STR2## or (iv) the radical: 2-oxazolinyl m is 0 or 1R.sub.8.sbsb.r is H, alkyl, OR.sub.11, R.sub.11 being H, alkyl or ##STR3## R.sub.13 being alkyl or aryl or R.sub.8 is ##STR4## when m=1, r' and r" representing H, alkyl mono or polyhydroxyalkyl, aryl or a heterocycle when they are taken together, R.sub.9 is H or alkyl, R.sub.10 is H, alkyl and the acetals of the said compounds ##STR5## --OR.sub.14, R.sub.14 being H, alkyl, mono or polyhydroxyalkyl, aryl or aralkyl a rest of a sugar or represents ##STR6## being 0, 1, 2 or 3 R.sub.6 represents a hydrogen atom or a lower alkyl radical,R.sub.7 represents H, alkyl, halogen, hydroxyl, sulfydryl, alkoxy, alkylthio, acyloxy, acylthio, acylamino or primary, secondari or tertiary amino and the salts of the said compounds.These compounds find an application in the cosmetic and pharmaceutical fields.
    Type: Grant
    Filed: September 15, 1989
    Date of Patent: August 20, 1991
    Assignee: Centre International de Recherches Dermatologiques C.I.R.D.
    Inventors: Braham Shroot, Jacques Eustache, Martine Bouclier
  • Patent number: 5036105
    Abstract: This invention encompasses compounds and methods for inhibiting lipoxygenase and includes a pharmaceutical composition comprising a pharmaceutical carrier and an effective lipoxygenase inhibiting amount of a compound of the formula: ##STR1## wherein R.sub.1 and R.sub.2 are the same or different members of the group consisting of tert-alkyl of 4 to 10 carbon atoms; and R.sub.3 isa) ##STR2## wherein R.sub.4 is hydrogen or lower alkyl; b) ##STR3## c) ##STR4## wherein R.sub.6 and R.sub.7 may be the same or different and are alkyl of 1 to 4 carbon atoms; ord) ##STR5## and the pharmaceutically acceptable salts thereof. The compounds and pharmaceutical formulations of the present invention are 5-lipoxygenase inhibitors and, therefore, are useful in the treatment of local and systemic inflammation, allergy and hypersensitivity reactions and other disorders in which agents formed in the 5-lipoxygenase metabolic pathway are involved.
    Type: Grant
    Filed: October 14, 1988
    Date of Patent: July 30, 1991
    Assignee: G. D. Searle & Co.
    Inventors: Leland J. Chinn, Bipinchandra N. Desai, Richard A. Mueller
  • Patent number: 5026726
    Abstract: A compound of the chemical formula ##STR1## wherein n is 1 or 2, X is NH and O, and R.sub.1 and R.sub.2 are H, (C.sub.1 -C.sub.12) alkyl, (C.sub.2 -C.sub.12)alkenyl, (C.sub.2 -C.sub.12)alkynyl, (C.sub.2 -C.sub.12)acyl, (C.sub.6 -C.sub.12)aryl or (C.sub.7 -C.sub.21)alkylaryl, salts thereof and a composition thereof. In vivo and in vitro methods of inhibiting the growth of a virus relying on the effect of the above compound. In vitro and in vivo methods of inhibiting the growth of the HIV-1 virus comprising administering a compound of the formula ##STR2## wherein n is 1 or 2, X is NH or O, and R.sub.1 and R.sub.2 are independently of one another H, (C.sub.1 -C.sub.12)alkyl, (C.sub.2 -C.sub.12)alkenyl, (C.sub.2 -C.sub.12)alkynyl, (C.sub.2 -C.sub.12)acyl, (C.sub.6 -C.sub.12)aryl or (C.sub.7 -C.sub.21)alkylaryl, R.sup.3 is C.dbd.N or COR.sup.5, wherein R.sup.5 is selected from the group consisting of H, (C.sub.1 -C.sub.12) alkyl, alenyl or alkynyl, HO, NH.sub.2 and (C.sub.2 -C.sub.12) alkoxy, and R.sup.
    Type: Grant
    Filed: December 11, 1989
    Date of Patent: June 25, 1991
    Assignee: The University of New Mexico
    Inventors: David L. Jagt, Robert E. Royer
  • Patent number: 5025017
    Abstract: Seco-mevinic acid derivatives are provided which has the structure ##STR1## including all stereoisomers thereof, wherein Z is ##STR2## R is H, alkali metal or lower alkyl, R.sup.1 is H, lower alkyl, aryl, lower alkoxy, cycloalkyl, heteroaryl, aralkyl, heteroaralkyl or heterocyclic; R.sup.2 is lower alkyl, cycloalkyl or aralkyl, and X is O or NR.sup.5 wherein R.sup.5 is H or lower alkyl, and are HMG CoA reductase inhibitors and thus are useful as antihypercholesterolemic agents and in treating atherosclerosis. New intermediates for preparing the above seco-mevinic acid derivatives are also provided.
    Type: Grant
    Filed: September 28, 1989
    Date of Patent: June 18, 1991
    Assignee: E. R. Squibb & Sons, Inc.
    Inventor: Donald S. Karanewsky
  • Patent number: 5019569
    Abstract: The present invention is directed to the topical administration of a retinoid-containing pharmaceutical composition for reversing the effects of glucocorticoid-induced skin atrophy.
    Type: Grant
    Filed: August 31, 1989
    Date of Patent: May 28, 1991
    Assignee: Ortho Pharmaceutical Corporation
    Inventors: Albert M. Kligman, James A. Mezick, Robert J. Capetola
  • Patent number: 5004833
    Abstract: Disclosed are KS-501 derivatives represented by the formula (I) ##STR1## wherein X represents a hydrogen atom or COOR.sub.3, Y represents hydroxy or ##STR2## and R.sub.1, R.sub.2 and R.sub.3 are the same or different and represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, provided that when R.sub.1, R.sub.2 and R.sub.3 are simultaneously hydrogen atoms, and when R.sub.1, R.sub.2 and X are simultaneously hydrogen atoms, Y does not represent ##STR3## and a pharmaceutically acceptable acid addition salt thereof. The KS-501 derivatives have a platelet aggregation-inhibiting property, and are expected to be useful as antithrombotic agent.
    Type: Grant
    Filed: September 15, 1989
    Date of Patent: April 2, 1991
    Assignee: Kyowa Hakko Kogyo Co., Ltd.
    Inventors: Toru Yasuzawa, Satoshi Nakanishi, Chikara Murakata, Hiroshi Kase, Hiroshi Sano, Koji Yamada
  • Patent number: 5002967
    Abstract: The compounds of the present invention comprise substituted phenolic thioethers, sulfoxides, and disulfides that are specific inhibitors of 5-lipoxygenase and which, therefore, are useful in the treatment of local and systemic inflammation, allergy and hypersensitivity reactions and other disorders in which agents formed in the 5-lipoxygenase metablic pathway are involved.
    Type: Grant
    Filed: July 11, 1989
    Date of Patent: March 26, 1991
    Assignee: G. D. Searle & Co.
    Inventors: Richard A. Mueller, Richard A. Partis
  • Patent number: 5001156
    Abstract: Lipophilic quaternary ammonium salicylate, characterized in that it corresponds to the formula: ##STR1## in which: (i) R.sub.1, R.sub.2, R.sub.3 and R.sub.4, which may be identical or different, denote an alkyl or alkylcycloalkyl radical, optionally substituted or interrupted;(ii) R.sub.3 and/or R.sub.4 denote(s) a group:R.sub.8 [OC.sub.2 H.sub.3 R.sub.7 ].sub.n [OCH.sub.2 CHOH--CH.sub.2 ].sub.pin which 0.ltoreq.n.ltoreq.4 and p denotes 0 or 1; R.sub.8 denotes H or an alkyl, alkenyl, alkylcycloalkyl or alkylaryl radical;(iii) R.sub.4 denotes an alkylphenyl radical;(iv), (v) R.sub.1 and R.sub.2 can form a saturated or unsaturated aromatic or non-aromatic heterocycle;(vi) R.sub.1, R.sub.2 and R.sub.3 form polycyclic derivatives with the nitrogen atoms; R.sub.5 denotes a group corresponding to the formula: ##STR2## in which n is an integer varying between 0 and 10.
    Type: Grant
    Filed: December 1, 1987
    Date of Patent: March 19, 1991
    Assignee: L'Oreal
    Inventors: Michel Philippe, Henri Sebag, Michel Hocquaux, Bernard Jacquet, Jean P. Laugier