Tricyclo Ring System Having The Six-membered Hetero Ring As One Of The Cyclos Patents (Class 544/32)
  • Patent number: 5985871
    Abstract: Compounds having a certain benzoxazine ring system and their precursors are disclosed which are useful for enhancing synaptic responses mediated by AMPA receptors. Also disclosed are methods for preparing such compounds, and methods for their use in treating subjects suffering from impaired nervous or intellectual functioning due to deficiencies in the number of excitatory synapses or in the number of AMPA receptors. The invention compounds can also be used for the treatment of non-impaired subjects for enhancing performance in sensory-motor and cognitive tasks which depend on brain networks utilizing AMPA receptors and for improving memory encoding.
    Type: Grant
    Filed: December 24, 1997
    Date of Patent: November 16, 1999
    Assignee: Cortex Pharmaceuticals, Inc.
    Inventors: Gary A. Rogers, Christopher Marrs
  • Patent number: 5958970
    Abstract: This invention provides cancer-active tricyclic and tetracyclic oxypyrones and a method of synthesizing these compounds. Preferred compounds have aryl groups at the 3-position of the oxypyrone ring. The tricyclic oxyprone synthetic method is a simple condensation reaction of pyrones with cyclohexenecarboxaldehydes, providing high yields and using few steps. The tetracyclic oxypyrone synthetic method is a simple condensation reaction of carvones with pyrones.
    Type: Grant
    Filed: July 29, 1997
    Date of Patent: September 28, 1999
    Assignee: Kansas State University Research Foundation
    Inventors: Duy H. Hua, Jean-Pierre Perchellet
  • Patent number: 5955460
    Abstract: This invention provides novel oxazolidinone derivatives represented by chemical Formula (I), or pharmaceutically acceptable salts thereof: ##STR1## wherein X is NR.sub.1, CR.sub.2 R.sub.3, O, S, SO, or SO.sub.2 ; and Z is NR.sub.4, S, SO, SO.sub.2 or O. The compounds are useful antimicrobial agents, effective against a number of human and veterinary pathogens, including gram-positive aerobic bacteria such as multiply-resistant staphylococci and streptococci, as well as anaerobic organisms such as bacteroides and clostridia species, and acid-fast organisms such as Mycobacterium tuberculosis and Mycobacterium avium.
    Type: Grant
    Filed: February 15, 1999
    Date of Patent: September 21, 1999
    Assignee: Pharmacia & Upjohn Company
    Inventor: Richard Charles Thomas
  • Patent number: 5935952
    Abstract: This invention relates to a novel quinolone- or naphthyridone-carboxylic acid derivative or its salt useful as an antibacterial agent, said derivative has a substituent represented by the following formula at the 7 position: ##STR1## wherein preferably R.sup.3 represents at least one member selected from the group consisting of a hydrogen atom, a halogen atom, a substituted or unsubstituted lower alkyl, lower alkoxy or lower alkylthio group, a nitro group, a cyano group, a protected or unprotected hydroxyl group and a protected or unprotected amino group; R.sup.4 represents a hydrogen atom, a substituted or unsubstituted lower alkyl group, a lower alkylidene group and a group forming a cycloalkane ring together with the carbon atom to which R.sup.4 is bonded; and R.sup.5 represents a hydrogen atom or a substituted or unsubstituted lower alkyl or cycloalkyl group.
    Type: Grant
    Filed: February 12, 1997
    Date of Patent: August 10, 1999
    Assignee: Toyama Chemical Co., LTD.
    Inventors: Yozo Todo, Kazuya Hayashi, Masahiro Tadahata, Yasuo Watanabe, Hirokazu Narita
  • Patent number: 5885988
    Abstract: The invention provides compounds of formula I ##STR1## wherein X, Y, R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are as defined in the description, and a process for preparing them. The compounds of formula I are useful as pharmaceuticals.
    Type: Grant
    Filed: January 7, 1998
    Date of Patent: March 23, 1999
    Assignee: Novartis AG
    Inventors: Peter Neumann, Paul Pfaeffli, Max Peter Seiler, Robert Swoboda
  • Patent number: 5877313
    Abstract: Compounds having the following formula I, and pharmaceutically acceptable salts thereof, including dual inhibitors of ACE and NEP and selective ACE inhibitors: ##STR1## wherein: Y.sup.1 and Y.sup.2 are each independently hydrogen, alkyl, aryl, halogen, or alkoxy;X is O or S(O).sub.t ;A is ##STR2## t is zero, one or two; m and n are independently zero or one;and wherein R, R.sup.5, R.sup.5a, R.sup.5b, R.sup.6, R.sup.7, R.sup.11, q and r are defined herein.
    Type: Grant
    Filed: May 17, 1995
    Date of Patent: March 2, 1999
    Assignee: Bristol-Myers Squibb
    Inventors: Jeffrey A. Robl, Chong-Qing Sun
  • Patent number: 5852014
    Abstract: Compounds of formula (I) and pharmaceutically acceptable salts thereof: ##STR1## and their use as pharmaceuticals in the treatment of gastrointestinal disorders, cardiovascular disorders and CNS disorders.
    Type: Grant
    Filed: June 2, 1995
    Date of Patent: December 22, 1998
    Assignee: SmithKline Beecham p.l.c.
    Inventors: Laramie Mary Gaster, Paul Adrian Wyman
  • Patent number: 5817820
    Abstract: The present invention relates to optical isomers of quinoline compounds of Formula (IA) or Formula (IA'), their pharmaceutically acceptable salts and their intermediates: ##STR1## In the above formulae, A represent nitrogen or ##STR2## in which Y represents hydrogen, halogen such as fluorine or chlorine, lower alkyl or lower alkoxy such as methoxy, or together with R.sub.1 forms --CH.sub.2 CH.sub.2 CH.sub.2 --, CH.sub.2 CH.sub.2 CH(CH.sub.3)--, --OCH.sub.2 CH.sub.2 --, --OCH.sub.2 CH(CH.sub.3)--, --SCH.sub.2 CH.sub.2 -- or --SCH.sub.2 CH(CH.sub.3)--; R.sub.1 is as defined above or represents straight chain or cyclic lower alkyl group having 1 to 3 carbon atoms, a straight chain or cyclic lower alkyl group having 1 to 3 carbon atoms which is substituted with a halogen atom, a phenyl group or a phenyl group substituted with one or two halogen atoms, such as ethyl, cyclopropyl or 2,4-difluorophenyl; R.sub.
    Type: Grant
    Filed: July 20, 1994
    Date of Patent: October 6, 1998
    Assignee: Korea Research Institute of Chemical Technology
    Inventors: Wan Joo Kim, Tae Ho Park, Moon Hwan Kim, Jewn Giew Park, Bong Jin Kim
  • Patent number: 5811548
    Abstract: There are described compounds of the formula ##STR1## Wherein the variables have been defined herein. The compounds are useful as research tools in the determination of biologically active peptides sequences and also potentially suitable as medicaments, some of them being useful in the prevention or control of the formation of blood platelet thrombi, and some compounds are useful as intermediates.
    Type: Grant
    Filed: June 24, 1996
    Date of Patent: September 22, 1998
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Wilhelm Bannwarth, Fernand Gerber, Alfred Grieder, Andreas Knierzinger, Klaus Muller, Daniel Obrecht, Arnold Trzeciak
  • Patent number: 5770597
    Abstract: The present invention relates to quinoline derivatives substituted in the 7-position by a trans-2,8-diazabicyclo?4.3.0!nonan-8-yl group having a broad antibacterial spectrum and to processes for preparing the same.
    Type: Grant
    Filed: October 11, 1995
    Date of Patent: June 23, 1998
    Assignees: Korea Research Institute of Chemical Technology, Smithkline Beecham P.L.C.
    Inventors: Wan Joo Kim, Tae Ho Park, Moon Hwan Kim, Bong Jin Kim, Neil D. Pearson
  • Patent number: 5739130
    Abstract: Heterotricyclic derivatives of the formula: ##STR1## wherein R.sup.1 is hydrogen, lower alkyl, lower alkoxy, lower alkylthio, halogen, nitro, amino or protected amino,R.sup.2 is hydroxy, protected hydroxy, halogen, amino or protected amino,R.sup.3 is hydrogen or an organic group,R.sup.4 is hydrogen or lower alkyl,R.sup.8 is hydrogen or lower alkyl, and--Z-- is --O-- or a group of the formula: ##STR2## (in which n is 0, 1 or 2), and pharmaceutically acceptable salts thereof which are useful as a medicament.
    Type: Grant
    Filed: September 4, 1996
    Date of Patent: April 14, 1998
    Assignee: Fujisawa Pharmaceutical Co., Ltd.
    Inventors: Masaaki Matsuo, Kiyoshi Tsuji, Katsuya Nakamura, Glen W. Spears
  • Patent number: 5731433
    Abstract: A process for the preparation of rufloxacin, a compound of the formula I ##STR1## and salts thereof is described. This is effected by reducing a quinoline disulfide of formula (II) as herein defined, and subjecting the resulting 2-mercaptoethyl quinoline of formula (III) as herein defined to a cyclization in a basic medium and hydrolyzing the rufloxacin ester thus obtained and, if desired, forming the salts thereof.
    Type: Grant
    Filed: April 24, 1996
    Date of Patent: March 24, 1998
    Assignee: Archimica Spa
    Inventor: Pietro Bellani
  • Patent number: 5728693
    Abstract: Arthropodicidal compounds, compositions and use of compounds having the formula ##STR1##
    Type: Grant
    Filed: June 25, 1996
    Date of Patent: March 17, 1998
    Assignee: E. I. du Pont de Nemours and Company
    Inventor: Thomas Martin Stevenson
  • Patent number: 5721355
    Abstract: Compounds useful to attach a fluorescein label to an oligonucleotide are disclosed. To create these compounds, oxygen groups on the fluorescein moiety are protected (e.g. with acyl groups). One then links a phosphoramidite to the fluorescein moiety via an amide or thiourea linkage to an active site on the fluorescein ring. The resulting compound can then be directly linked to an oligonucleotide as it is being formed in an automated synthesizer and then deprotected using the same deprotection conditions as are used to deprotect the oligonucleotides. Such compounds are, inter alia, useful to create labelled primers for DNA sequencing.
    Type: Grant
    Filed: June 25, 1996
    Date of Patent: February 24, 1998
    Assignee: Pharmacia Biotech Inc.
    Inventor: Charles K. Brush
  • Patent number: 5707988
    Abstract: Compounds of formula (I) ##STR1## in which X represents a group >O, >S, >C.dbd.O or >NR wherein R is hydrogen, C.sub.1-6 alkyl, phenyl or C.sub.7-12 phenalkyl, R.sub.1 and R.sub.2 each represent hydrogen or together represent an oxo group and R.sub.3, R.sub.4 and R.sub.5 each represent hydrogen or R.sub.1 represents hydrogen and two of R.sub.2, R.sub.3, R.sub.4 and R.sub.5 together represent the second bond of a double bond joining positions 7 and 8, 8 and 9 or 9 and 10 with the remaining two of R.sub.2, R.sub.3, R.sub.4 and R.sub.5 representing hydrogen, the compound optionally being in the form of a salt thereof formed with a physiologically acceptable inorganic or organic acid, are of value for the treatment of anxiety and in the improvement of learning ability and/or the reversal of amnesia.
    Type: Grant
    Filed: July 11, 1995
    Date of Patent: January 13, 1998
    Assignee: British Technology Group Ltd.
    Inventors: Edward Andrew Boyd, Brenda Costall, Mary Elizabeth Kelly, Philip James Parsons
  • Patent number: 5705498
    Abstract: Compounds of formula (I): ##STR1## wherein X.sup.g is O, S, SO, SO.sub.2, CH.sub.2, CH, N or NR wherein R is hydrogen or C.sub.1-6 alkyl;A is a saturated or unsaturated polymethylene chain of 2-4 carbon atoms;R.sub.1.sup.g and R.sub.2.sup.g are hydrogen or C.sub.1-6 alkyl;R.sub.3.sup.g is hydrogen, halo, C.sub.1-6 alkyl, amino, nitro or C.sub.1-6 alkoxy;R.sub.4.sup.g is hydrogen, halo, C.sub.1-6 alkyl or C.sub.1-6 alkoxy,Y is O or NH, or CO--Y together are a heterocyclic bioisostere;Z is of sub-formula: ##STR2## wherein --(CH.sub.2).sub.n.sup.1 is attached at carbon; and n.sup.1 is 0, 1, 2, 3 or 4;q is 0, 1, 2 or 3;R.sub.a is a straight or branched chain alkylene of chain length 1-6 carbon atoms terminally substituted by R.sub.7 wherein R.sub.7 is 3 to 8 membered heterocyclyl, 5 or 6 membered monocyclic heteroaryl or 9 or 10 membered fused bicyclic heteroaryl linked through carbon, or R.sub.7 is C.sub.2-7 alkoxycarbonyl or secondary or tertiary hydroxy substituted C.sub.1-6 alkyl; andR.sub.6 is hydrogen or C.
    Type: Grant
    Filed: May 4, 1995
    Date of Patent: January 6, 1998
    Assignee: SmithKline Beecham plc.
    Inventors: Laramie Mary Gaster, Paul Adrian Wyman
  • Patent number: 5703233
    Abstract: A process for preparing rufloxacin using a compound of the formula I ##STR1## as a starting material is described, where R is herein defined.
    Type: Grant
    Filed: June 26, 1995
    Date of Patent: December 30, 1997
    Assignee: Archimica SpA
    Inventor: Pietro Bellani
  • Patent number: 5690906
    Abstract: Tetralin derivatives, such as 7-hydroxy-2-(N-n-propyl-N-3 '-iodo-2'-propenyl)-amino!tetralin and 8-hydroxy-2-(N-n-propyl-N-3 '-iodo-2'-propenyl)amino-tetralin, are disclosed which have affinity and specificity for dopamine D-3 and/or serotonin 5-HT.sub.1A receptors.
    Type: Grant
    Filed: May 19, 1995
    Date of Patent: November 25, 1997
    Assignee: The Trustees of the University of Pennsylvania
    Inventor: Hank F. Kung
  • Patent number: 5688791
    Abstract: Disclosed are an aryl group- or heterocyclic group-substituted aminoquinolone compound represented by the formula (Ia), (Ib) or (Ic): ##STR1## wherein each of the substitutents are defined in the specification, or a salt of the compound, and an AIDS curing agent containing the same as an effective ingredient.
    Type: Grant
    Filed: September 11, 1995
    Date of Patent: November 18, 1997
    Assignee: UBE Industries, LTD.
    Inventors: Tomio Kimura, Tetsushi Katsube
  • Patent number: 5672600
    Abstract: Antimicrobial dithiocarbamoyl quinolone compounds of the general formula: ##STR1## wherein (1) A.sup.1, A.sup.2, A.sup.3, R.sup.1, R.sup.3, R.sup.4, and R.sup.6 form any of a variety of quinolone and related heterocyclic structures similar to those known in the art to have antimicrobial activity; and(2) (1) R.sup.1 is X, R.sup.3 is X, or both R.sup.1 and R.sup.3 are X; and X is the dithiocarbamate containing moiety;and pharmaceutically-acceptable salts and biohydrolyzable esters thereof, and hydrates thereof.
    Type: Grant
    Filed: October 21, 1994
    Date of Patent: September 30, 1997
    Assignee: The Procter & Gamble Company
    Inventors: Thomas Prosser Demuth, Jr., Ronald Eugene White
  • Patent number: 5563137
    Abstract: Particular hexahydropyrano [3,2-b] [1,4] benzothiazine derivatives represented by the following general formula (I) or pharmaceutically acceptable acid-addition salts thereof. ##STR1## The compounds can facilitate the metabolic turnover of inositol phospholipids at a hippocampus playing an important part in memory, and improve cerebral function leading the memory. The compounds can be utilized as agents for activating brain metabolism and improving cerebral function.
    Type: Grant
    Filed: March 8, 1995
    Date of Patent: October 8, 1996
    Assignee: Snow Brand Milk Products Co., Ltd.
    Inventors: Susumu Ishiguro, Shinichi Shimada, Motohide Seya, Yuzo Yagi, Naomi Kito, Noboru Kawaguchi, Masamichi Nakakoshi, Kunio Tomitsuka, Shin Nomoto, Masayuki Okue, Nobuo Ogane, Yasunari Saito
  • Patent number: 5520848
    Abstract: A mixture containing phenothiazines which is obtainable by reacting a mixture of diphenylamines comprising______________________________________ 1 to 5% by weight a) diphenylamine of 8 to 18% by b) 4-tert-butyldiphenylamine weight of 21 to 31% by c) one or more compounds selected from weight of i) 4-tert-octyldiphenylamine ii) 4,4'-di-tert-butyldiphenylamine iii) 2,4,4'-tris-tert-butyldiphenylamine 20 to 31% by d) one or more compounds selected from weight of i) 4-tert-butyl-4'-tert-octyldiphenylamine ii) 2,2'- or 2,4'-di-tert-octyldiphenylamine iii) 2,4-di-tert-butyl-4'-tert-octyldiphenylamine, and 15 to 29% by e) the compound weight of i) 4,4'-di-tert-octyldiphenylamine, or the compounds i) 4,4'-di-tert-octyldiphenylamine and ii) 2,4-di-tert-octyl-4'-tert-butyldiphenylamine, ______________________________________with 1 to 200 mol % of elemental sulfur, in the presence of 0.
    Type: Grant
    Filed: February 7, 1995
    Date of Patent: May 28, 1996
    Assignee: Ciba-Geigy Corporation
    Inventor: Samuel Evans
  • Patent number: 5474988
    Abstract: Pharmacologically active compounds of formula I ##STR1## which can be substituted in the phenyl rings and in which R.sup.1 denotes hydrogen or lower alkyl,R.sup.2 denotes hydrogen or lower alkyl,Y denotes oxygen or sulfurn represents an integer from 1 to 3Z represents a bond, a CO group or a CH.dbd. group,Q denotes nitrogen or the CH group andR.sup.7, if Q denotes nitrogen, represents an optionally substituted pyridyl or phenyl radical or, if Q denotes the CH group, represents the N-methyl-N-(4-oxo-3H-pyrimidin-2-yl)amino group,and their acid addition salts and processes and intermediates for their preparation.
    Type: Grant
    Filed: February 15, 1994
    Date of Patent: December 12, 1995
    Assignee: Kali-Chemie Pharma GmbH
    Inventors: Patrice Demonchaux, Patrick Lenoir
  • Patent number: 5403839
    Abstract: Compounds of the formula ##STR1## wherein the broken line represents an optional double bond; X is O, S, CH.sub.2 or CH.sub.2 CH.sub.2, and the pharmaceutically acceptable salts thereof. The compounds are useful in treating inflammation or other prostaglandin or leukotriene mediated diseases.
    Type: Grant
    Filed: November 13, 1989
    Date of Patent: April 4, 1995
    Assignee: Pfizer Inc
    Inventors: Banavara L. Mylari, Joseph G. Lombardino, James M. McManus
  • Patent number: 5356862
    Abstract: The invention relates to herbicidal sulfonylurea compounds, agriculturally suitable compositions thereof and a method for their use as general or selective preemergent or postemergent herbicides or plant growth regulants.
    Type: Grant
    Filed: July 22, 1992
    Date of Patent: October 18, 1994
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: William T. Zimmerman
  • Patent number: 5332733
    Abstract: Pharmacologically active compounds corresponding to the general formula I ##STR1## which are optionally substituted in the benzene ring and in which X denotes oxygen or sulfur,Y denotes oxygen or sulfur,R.sup.1 denotes hydrogen or lower alkyl,n is an integer from 0 to 4, andR.sup.4 is an optionally substituted 6-membered unsaturated heterocycle containing 1 or 2 nitrogen atoms not directly bonded to the piperazine ring,and physiologically acceptable acid addition salts thereof.
    Type: Grant
    Filed: November 17, 1992
    Date of Patent: July 26, 1994
    Assignee: Kali-Chemie Pharma GmbH
    Inventors: Daniel Jasserand, Francois Floc'h, Richard White
  • Patent number: 5329006
    Abstract: Chromogenic lactam compounds of the formula ##STR1## in which the ring A is an aromatic or heteroaromatic radical which has 6 ring atoms and may contain a fused aromatic ring, it being possible for both the ring A and the fused ring to be substituted;the ring B is an unsubstituted or substituted benzene ring;Z is ##STR2## R is hydrogen; unsubstituted or substituted C.sub.1 -C.sub.12 alkyl, cycloalkyl having 5 to 10 carbon atoms; unsubstituted or substituted aryl or aralkyl; C.sub.1 -C.sub.12 acyl; N-(lower alkyl)carbamoyl; or N-arylcarbamoyl which is unsubstituted or substituted on the ring;Q is C.sub.1 -C.sub.12 alkylene, aryl-C.sub.1 -C.sub.4 alkylene, 1,2-cycloalkylene, 1,2- or 1,8-arylene or aralkylene; andX.sub.1 and X.sub.2, independently of one another, are each hydrogen; unsubstituted or substituted alkyl having a maximum of 12 carbon atoms; acyl having 1 to 8 carbon atoms; cycloalkyl having 5 to 10 carbon atoms; or unsubstituted or ring-substituted aralkyl or aryl; or (X.sub.1 and X.sub.
    Type: Grant
    Filed: September 6, 1991
    Date of Patent: July 12, 1994
    Assignee: Ciba-Geigy Corporation
    Inventors: Hans Baumann, Ian J. Fletcher
  • Patent number: 5324725
    Abstract: Pharmacologically active compounds having anti-allergic properties corresponding to the formula I ##STR1## which can be mono- or disubstituted in the phenyl ring and their acid addition salts and/or S-mono- or dioxides of sulfur-containing compounds of the formula I are described, together with processes and intermediates for their preparation.
    Type: Grant
    Filed: August 21, 1992
    Date of Patent: June 28, 1994
    Assignee: Kali-Chemie Pharma GmbH
    Inventors: Daniel Jasserand, Dominique Paris, Patrice Demonchaux, Michel Cottin, Francois Floc'H, Pierre Dupassieux, Richard White
  • Patent number: 5308843
    Abstract: A method of inhibiting mammalian topoisomerase II and inhibiting the growth and inducing the regression of malignant cells in mammals by the action of a (S)-3-methyl-7-oxo-2,3-dihydro-7H-pyrido[1,2,3-de][1,4]benzoxazine or -benzothiazine of the formula ##STR1## wherein R.sub.1 is hydrogen or fluoro, R.sub.2 and R.sub.3 each independently is hydrogen or alkyl having 1 to 4 carbon atoms, and X is O, S or S=O; a pharmaceutically acceptable acid-addition salt thereof; or a salt thereof with a pharmaceutically acceptable cation; and certain novel compounds of formula I.
    Type: Grant
    Filed: September 11, 1990
    Date of Patent: May 3, 1994
    Assignee: Sterling Drug Inc.
    Inventors: Susan Coughlin, George Y. Lesher, deceased, James B. Rake, Mark P. Wentland
  • Patent number: 5283243
    Abstract: Pharmacologically active compounds corresponding to the formula I ##STR1## which are optionally substituted in the benzene ring and in which X denotes oxygen or sulfur,Y denotes oxygen or sulfur,R.sup.1 denotes hydrogen or lower alkyl,n is an integer from 0 to 4,R.sup.4 denotes hydrogen, andR.sup.5 denotes hydrogen, hydroxy or cyano, orR.sup.4 and R.sup.5 together form a bond,R.sup.6 denotes an A--R.sup.7 group in which R.sup.7 denotes an optionally substituted phenyl group, and A denotes a --CH.sub.2 -- group, a CO group or a bond, orR.sup.6 is a halogen-substituted 1-phenylmethyl-1H-benzimidazol-2-ylamino group,and physiologically acceptable acid addition salts thereof.
    Type: Grant
    Filed: November 15, 1991
    Date of Patent: February 1, 1994
    Assignee: Kali-Chemie Pharma GmbH
    Inventors: Daniel Jasserand, Francois Floc', Richard White
  • Patent number: 5252734
    Abstract: Antibacterial 5-alkylquinolonecarboxylic acids of the formula ##STR1## in which R.sup.3 is C.sub.1 -C.sub.4 - alkyl,R.sup.1 is optionally substituted alkyl or cycloalkyl, alkenyl, alkoxy, amino or alkylamino or optionally substituted phenyl,R.sup.2 is hydrogen or optionally substituted alkyl,R.sup.4 is a nitrogen-containing heterocyclic radical, andA is hydrogen, halogen, methyl, cyano or nitro, or forms a bridge with R.sup.1.and hydrates and salts thereof.
    Type: Grant
    Filed: February 5, 1992
    Date of Patent: October 12, 1993
    Assignee: Bayer Aktiengesellschaft
    Inventors: Michael Schriewer, Klaus Grohe, Andreas Krebs, Uwe Petersen, Thomas Schenke, Ingo Haller, Karl G. Metzger, Rainer Endermann, Hans-Joachim Zeiler
  • Patent number: 5246929
    Abstract: Thiazine (or oxazine) derivatives of the formula [I]: ##STR1## wherein R.sup.1 and R.sup.2 are both H or form a naphthalene ring together with the benzene ring; R.sup.3 and R.sup.4 are both H, or one of them is halogen and another is H; X is S or O; R.sup.5 and R.sup.6 are each i) H, ii) lower alkyl, iii) cycloalkyl, iv) substituted phenyl, v) naphthyl, vi) lower alkyl which is substituted by substituted or unsubstituted phenyl, or vii) S-containing heterocyclic group; one of Z.sup.1 and Z.sup.2 is O and another is H.sub.2 ; A is lower alkylene; R.sup.7 and R.sup.8 are each i) H, ii) lower alkyl, iii) lower alkenyl, iv) lower alkynyl, or v) lower alkyl which is substituted by substituted or unsubstituted phenyl, or both form together N-containing heterocyclic group; provided that when both of R.sup.1 and R.sup.2 are H, Z.sup.2 is O and either one of R.sup.5 and R.sup.
    Type: Grant
    Filed: January 31, 1991
    Date of Patent: September 21, 1993
    Assignee: Tanabe Seiyaku Co., Ltd.
    Inventors: Masakatsu Ozeki, Shin-ichi Kodato, Kousuke Yasuda, Yukitsuka Kudo, Kayoko Maeda
  • Patent number: 5210193
    Abstract: 7-(substituted)piperazinyl-1-ethyl-6-fluoro-4-oxo-3-quinolinecarboxylic acids, the pharmacologically acceptable salts thereof, compositions containing them, processes and intermediates for producing them, and methods of using them to treat bacterial infections in warm-blooded animals.
    Type: Grant
    Filed: March 16, 1990
    Date of Patent: May 11, 1993
    Assignee: American Cyanamid Company
    Inventors: Phaik-Eng Sum, Joseph P. Joseph, Carl B. Ziegler, Jr., Daniel B. Moran, Yang-I Lin
  • Patent number: 5202337
    Abstract: The invention relates to new 7-(2,7-Diazabicyclo[3.3.0]octyl)-3-quinolone- and -naphthyridonecarboxylic acid derivatives, processes for their preparation, and antibacterial agents and feed additives containing them.
    Type: Grant
    Filed: October 3, 1991
    Date of Patent: April 13, 1993
    Assignee: Bayer Aktiengesellschaft
    Inventors: Uwe Petersen, Thomas Schenke, Michael Schriewer, Klaus Grohe, Andreas Krebs, Ingo Haller, Karl G. Metzger, Klaus-Dieter Bremm, Rainer Endermann, Hans-Joachim Zeiler
  • Patent number: 5198437
    Abstract: 1,7-Annelated esters and amides of indolecarboxylic acids having formula 2, ##STR1## wherein R.sub.1 is halogen;n has a value of 0-2;Z together with the carbon atom, the nitrogen atom and the intermediate carbon atom, forms a heterocyclic group consisting of 6 ring atoms in which, besides the nitrogen atom already present, a second hetero atom of S is present, which ring may be annelated with a benzene ring;R.sub.3 is hydrogen, halogen, alkyl, alkoxy or alkylthio having 1-4 carbon atoms; andR.sub.2 is a group --CO--Y--R.sub.7 wherein Y is an oxygen atom, or a group --NR.sub.6, wherein R.sub.6 is hydrogen or alkyl having 1-3 C-atoms, and R.sub.7 represents a group of the formula ##STR2## wherein p has the value 1 or 2, q has the value 2 or 3, R.sub.8 is hydrogen or alkyl or hydroxyalkyl having 1 or 2 C-atoms, r is 0 or 1, and R.sub.10 is absent.
    Type: Grant
    Filed: December 17, 1990
    Date of Patent: March 30, 1993
    Assignee: Duphar International Research B.V.
    Inventors: Derk Hamminga, Hans H. Haeck, Ineke Van Wijngaarden, Wouter Wouters
  • Patent number: 5164400
    Abstract: The invention relates to a compound of the formula: ##STR1## in which R.sup.1 and R.sup.2 are each hydrogen or lower alkyl,R.sup.3 is aryl or unsaturated, 5- or 6-membered heterocyclic group containing a sulfur atom, each of which may be substituted by one or more substituent(s) selected from the group consisting of halogen, hydroxy, lower alkyl, aryloxy, trihalo(lower)alkyl, lower alkoxy and mono- or di(lower)alkylamino,R.sup.4 is hydrogen, halogen or lower alkyl,A is methylene, methine, oxa, thia, sulfinyl or sulfonyl,Y is vinylene or ethylene.Z is a group of the formula: ##STR2## wherein R.sup.5 is carboxy or protected carboxy, andR.sup.6 is hydrogen or hydroxy-protective group, andthe line is of a single or double bond, or a pharmaceutically acceptable salt thereof, useful as a 3-hydroxy-3-methylglutaryl-coenzyme A reductase inhibitor.
    Type: Grant
    Filed: July 13, 1990
    Date of Patent: November 17, 1992
    Assignee: Fujisawa Pharmaceutical Co., Ltd.
    Inventors: Masaaki Matsuo, Takashi Manabe, Hiroyuki Okumura, Hiroshi Matsuda, Naoaki Fujii
  • Patent number: 5137892
    Abstract: Novel antibacterial compounds are disclosed having the formula ##STR1## as well as pharmaceutically acceptable salts, esters, amide and prodrugs thereof,wherein R.sup.1 is selected from the group consisting of (a) lower alkyl, (b) halo(lower alkyl), (c) lower alkyl(alkynyl), (d) lower cycloalkyl, (e) lower alkylamino, (f) nitrogen-containing aromatic heterocycle, (g) bicyclic alkyl and (h) phenyl;R.sup.2 is selected from the group consisting of hydrogen, lower alkyl, a pharmaceutically acceptable cation, and a prodrug ester group;R.sup.3 and R.sup.4 are independently selected from the group consisting of hydrogen, halogen, amino, and lower alkyl;R.sup.5 is either a nitrogen-containing heterocycle or a nitrogen-containing spiro-bicyclic-heterocycle; andA is N or C--R.sup.6, wherein R.sup.6 is selected from the group consisting of hydrogen, halogen, lower alkyl, and lower alkoxy, or R.sup.1 and R.sup.
    Type: Grant
    Filed: December 12, 1990
    Date of Patent: August 11, 1992
    Assignee: Abbott Laboratories
    Inventors: Daniel T. Chu, Curt S. Cooper
  • Patent number: 5118814
    Abstract: Tetraindolyl-heptamethine derivatives of the isomeric formulae ##STR1## in which A, B, D and E denote ##STR2## and may be identical to or different from one another, and the other symbols have the meaning indicated in the description, are used in pressure-sensitive and heat-sensitive recording materials.
    Type: Grant
    Filed: September 28, 1989
    Date of Patent: June 2, 1992
    Assignee: Bayer Aktiengesellschaft
    Inventors: Horst Berneth, Hubertus Psaar, Gunter Klug
  • Patent number: 5109006
    Abstract: This invention relates to novel derivatives of 1,7'-[imidazo-[1,2-a]pyridine]5'-(6'H)ones, to the method for their preparation and to their use as anti-hypertensive, anxiety, anti-depressant and anti-migraine agents, and to their use as appetite regulators useful for the treatment of anorexia and obesity.
    Type: Grant
    Filed: August 22, 1991
    Date of Patent: April 28, 1992
    Assignee: Merrell Dow Pharmaceuticals Inc.
    Inventor: Marcel Hibert
  • Patent number: 5102901
    Abstract: The invention relates to a group of new 3-N substituted carbamoyl-indole derivatives of the formula ##STR1## having an antagonistic activity on 5-HT receptors. The compounds can be used for the treatment of symptoms which are caused by excessive stimulation of said receptors in the gastrointestinal system, the central nervous system, the cardiovascular system, the respiratory system, and for alleviating or preventing withdrawal symptoms which are induced by abuse of drugs.
    Type: Grant
    Filed: April 13, 1990
    Date of Patent: April 7, 1992
    Assignee: Duphar International Research B.V.
    Inventors: Ineke van Wijngaarden, Hans H. Haeck, Derk Hamminga, Wouter Wouters
  • Patent number: 5066802
    Abstract: A process for preparing pyrido-benzothiazine derivatives having the following general formula: ##STR1## in which R is H or a C.sub.1 -C.sub.6 alkyl or a C.sub.1 -C.sub.6 fluoroalkyl, and R.sub.1 is N-alkyl-3-pyrrolidinalkylamine with C.sub.1 to C.sub.6 alkyls or ##STR2## where R.sub.2 is a C.sub.1 -C.sub.6 alkyl or a C.sub.2 -C.sub.6 alkenyl or an arylalkyl group, possibly substituted by halogen, hydroxy or keto-groups, both in the racemic form and in the optically active form. The process for the preparation of derivatives of formula (I) starts with a first reaction cycle starting from 2,4-difluoro-3-chloronitrobenzene. Said derivatives possess a high antibacterial activity as well as a high bioavailability to tissues. The invention also refers to pharmaceutical compositions containing them as active components.
    Type: Grant
    Filed: December 7, 1989
    Date of Patent: November 19, 1991
    Assignee: Mediolanum Farmaceutici Srl.
    Inventors: Patrizia Terni, Stefano Maiorana, Antonio Papagni, Piergiuseppe Pagella
  • Patent number: 5061712
    Abstract: Process for the preparation of antibacterial compounds of the formula ##STR1## comprises condensing an oxo compound of the formula ##STR2## with an amino compound of the formula ##STR3## to produce a compound of the formula ##STR4## reacting the compound of the formula (III) with a compound of the formula ##STR5## to give a compound of the formula ##STR6## and then eliminating the amino-protective group ##STR7##
    Type: Grant
    Filed: May 25, 1990
    Date of Patent: October 29, 1991
    Assignee: Bayer Aktiengesellschaft
    Inventors: Uwe Petersen, Andreas Krebs, Thomas Schenke, Klaus Grohe, Michael Schriewer, Ingo Haller, Karl G. Metzger, Rainer Endermann, Hans-Joachim Zeiler
  • Patent number: 5059597
    Abstract: 7-(1-Pyrrolidinyl)-3-quinolone- and -naphthyridone-carboxylic acid derivatives as antibacterial agents and feed additives, of the formula ##STR1## in which X.sup.1 is halogen,X.sup.2 is hydrogen, halogen, amino or other radical,R.sup.1 is alkyl, cycloalkyl, optionally substituted phenyl or other radical,R.sup.2 is hydrogen, alkyl or a dioxolylmethyl radical,R.sup.3 is ##STR2## and A is N, CH, C-halogen, or the like, or forms a bridge with R.sup.1,and addition products thereof.
    Type: Grant
    Filed: September 10, 1990
    Date of Patent: October 22, 1991
    Assignee: Bayer Aktiengesellschaft
    Inventors: Uwe Petersen, Thomas Schenke, Andreas Krebs, Klaus Grohe, Michael Schriewer, Ingo Haller, Karl G. Metzger, Rainer Endermann, Hans-Joachim Zeiler
  • Patent number: 5055579
    Abstract: Compounds of general formula I are disclosed ##STR1## wherein L denotes a hydrogen atom, an aryl radial or a substituent of the formula ##STR2## M denotes an alkylene radical or alkenylene radical or a 1,2-arylene radical,Q denotes a sulfur, selenium or oxygen atom, a dialkylmethylene group, an alken 1,2-ylene radical, a 1,2-phenylene radical or an N-R.sup.1 group,denotes an alkyl, aralkyl, aryloxyalkyl or alkoxyalkyl radical,R.sup.2 and R.sup.3 denote a hydrogen atom or a 4,6-bis-trichloromethyl-s-triazin-2-yl group, andn is 0 or 1.The compounds are suitable for use as photoinitiators in photosensitive systems that are induced to reaction by free radicals or acid cations. The compounds are characterized by high sensitivity in the visible spectral region.
    Type: Grant
    Filed: March 1, 1989
    Date of Patent: October 8, 1991
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Georg Pawlowski, Heidrun Lutz
  • Patent number: 5026856
    Abstract: Isoindoline derivatives represented by the formula (I) and their salts are disclosed. ##STR1## There are many varieties for the compound depending on the types of residues R.sup.1 -R.sup.9 and X. The compounds can be prepared from quinoline derivatives of the formula (II) and an isoindoline derivatives of the formula (III). The compounds of formula (I) and their salts have excellent antibacterial activities against both gram positive and gram negative microorganisms. They can be used as a medicine, an agrichemical, and a food preservative.
    Type: Grant
    Filed: May 23, 1989
    Date of Patent: June 25, 1991
    Assignee: Wakunaga Seiyaku Kabushiki Kaisha
    Inventors: Takashi Yatsunami, Akira Yazaki, Satoshi Inoue, Hitoshi Yamamoto, Masaharu Yokomoto, Jun Nomiyama, Shuichiro Noda
  • Patent number: 4990508
    Abstract: This invention relates to a novel pyridone carboxylic acid derivative having a substituted or unsubstituted cyclopropyl group at the 10-position of pyridobenzoxazine, pyridobenzothiazine or pyridoquinoxaline and a salt thereof, a process for the production thereof and an antibacterial agent comprising the same.
    Type: Grant
    Filed: April 13, 1989
    Date of Patent: February 5, 1991
    Assignee: Toyama Chemical Co., Ltd.
    Inventors: Hirokazu Narita, Yozo Todo, Jun Nitta, Hiroyasu Takagi, Fumihiko Iino, Mikako Miyajima, Yoshikazu Fukuoka, Isamu Saikawa
  • Patent number: 4990615
    Abstract: Triphendioxazine and triphendithiazine direct dyestuffs of the formula ##STR1## in which the substituents have the meanings given in the description produce on natural and synthetic OH-- and NH-- containing materials clear blue dyeings having good light and wet properties.
    Type: Grant
    Filed: September 12, 1989
    Date of Patent: February 5, 1991
    Assignee: Bayer Aktiengesellschaft
    Inventors: Hermann Henk, Wolfgang Harms, Peter Wild
  • Patent number: 4990517
    Abstract: 7-(1-Pyrrolidinyl)-3-quinolone- and -naphthyridonecarboxylic acid derivatives as antibacterial agents and feed additives, of the formula ##STR1## in which X.sup.1 is halogen,X.sup.2 is hydrogen, halogen, amino or other radical,R.sup.1 is alkyl, cycloalkyl, optionally substituted phenyl or other radical,R.sup.2 is hydrogen, alkyl or a dioxolylmethyl radical,R.sup.3 is ##STR2## A is N, CH, C-halogen, or the like, or forms a bridge with R.sup.1, and addition products thereof.
    Type: Grant
    Filed: June 30, 1989
    Date of Patent: February 5, 1991
    Assignee: Bayer Aktiengesellschaft
    Inventors: Uwe Petersen, Thomas Schenke, Andreas Krebs, Klaus Grohe, Michael Schriewer, Ingo Haller, Karl G. Metzger, Rainer Endermann, Hans-Joachim Zeiler
  • Patent number: 4971973
    Abstract: The present invention provides a compound of formula (I): ##STR1## wherein Y is oxygen; R.sup.2 and R.sup.3 are the same or different and are hydrogen or C.sub.1-4 alkyl; R.sup.4 is NR.sup.11 R.sup.12 ; R.sup.11, R.sup.12, R.sup.5 and R.sup.6 are the same or different and are hydrogen, C.sub.1-4 alkyl or C.sub.1-12 acyl; R.sup.7, R.sup.8, R.sup.9 and R.sup.10 are the same or different and are hydrogen, halo, C.sub.1-4 haloalkyl, C.sub.1-4 alkyl and C.sub.1-4 alkoxy; and n is 2, 3, 4 or 5; m is 0 or an integer from 1 to 5; or a salt thereof, methods for the preparation of the compounds of the formula (I), intermediates in their preparations, pharmaceutical formulations containing them, and their use in the treatment of neoplastic growth.
    Type: Grant
    Filed: May 17, 1989
    Date of Patent: November 20, 1990
    Assignee: Burroughs Wellcome Co.
    Inventors: Eric C. Bigham, Stephen J. Hodson
  • Patent number: 4971957
    Abstract: Novel carboxamide compounds represented by the general formula (I) possess excellent activities for lowering lipids and thus they are useful as agents for treating and preventing various diseases (hyperlipidemia) such as hypercholesterolemia, hypertriglyceridemia, hyperphospholipidemia, hyperlipacidemia, and the like.
    Type: Grant
    Filed: June 29, 1989
    Date of Patent: November 20, 1990
    Assignee: Otsuka Pharmaceutical Factory, Inc.
    Inventors: Kazuhiko Tsutsumi, Eiji Uesaka, Kayoko Shinomiya, Yoshihiko Tsuda, Yauso Shoji, Atsushi Shima