1,3,4-thiadiazoles (including Hydrogenated) Patents (Class 548/136)
  • Patent number: 5686486
    Abstract: The present invention relates to compounds of formula I which are 4-hydroxy-benzopyran-2-ones and 4-hydroxy-cycloalkyl?b!pyran-2-ones useful for inhibiting a retrovirus in a mammalian cell infected with said retrovirus. ##STR1## Wherein R.sub.10 and R.sub.
    Type: Grant
    Filed: August 4, 1995
    Date of Patent: November 11, 1997
    Assignee: Pharmacia & Upjohn Company
    Inventors: Paul Kosta Tomich, Michael John Bohanon, Steven Ronald Turner, Joseph Walter Strohbach, Suvit Thaisrivongs, Richard C. Thomas, Karen Rene Romines, Chih-Ping Yang, Paul Adrian Aristoff, Harvey Irving Skulnick, Paul D. Johnson, Ronald B. Gammill, Qingwei Zhang, Gordon L. Bundy, David John Anderson, Lee S. Banitt
  • Patent number: 5679670
    Abstract: Sulfonamides and pharmaceutical compositions containing the compounds useful in controlling intraocular pressure are disclosed. Methods for controlling intraocular pressure through administration of the compositions are also disclosed.
    Type: Grant
    Filed: December 15, 1994
    Date of Patent: October 21, 1997
    Assignee: Alcon Laboratories, Inc.
    Inventors: Thomas Robert Dean, Hwang-Hsing Chen, Jesse Albert May
  • Patent number: 5679792
    Abstract: Compounds of formula I ##STR1## in which R.sup.1 and R.sup.2 are, for example, an alkyl chain,A is a mesogenic group, andM is a spacer group,are highly suitable as components of liquid-crystal mixtures.
    Type: Grant
    Filed: June 1, 1995
    Date of Patent: October 21, 1997
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Claus Escher, Gerhard Illian, Hubert Schlosser, Rainer Wingen
  • Patent number: 5677466
    Abstract: The invention relates to new labelled fibrinogen receptor antagonists which have an affinity for the receptor which is comparable to or greater than that of .sup.125 I-fibrinogen and whose binding is not disrupted by foreign proteins.
    Type: Grant
    Filed: May 23, 1995
    Date of Patent: October 14, 1997
    Assignee: Dr. Karl Thomae, GmbH
    Inventors: Johannes Weisenberger, Hans-Dieter Schubert, Gunter Linz, Karl-Heinz Switek, Frank Himmelsbach
  • Patent number: 5675023
    Abstract: The present invention relates to a chromone derivative and an aldose reductase inhibitor comprising said compound as efective component, which is represented by the following formula: ##STR1## wherein R.sub.1 and R.sub.2 each represent a lower alkyl group, etc., R.sub.3 represents an oxygen atom, a sulfur atom, etc., R.sub.7 represents a phenyl group substituted or not substituted, etc., and R represents a hydrogen atom or a lower alkoxy group. The present compounds exhibit superior inhititory action on aldose reductase and are useful for the treatment of various complications of diseases in diabetes, such as cataract, retinopathy, keratopathy, nephropathy, and neuropathy.
    Type: Grant
    Filed: June 6, 1995
    Date of Patent: October 7, 1997
    Assignee: Tsumura & Co.
    Inventors: Yasushi Igarashi, Takuji Yamaguchi, Yoshimitsu Ogawa, Mika Tomita, Hiroko Hayashi, Toshitsugu Sato, Kunio Hosaka
  • Patent number: 5668159
    Type: Grant
    Filed: May 8, 1996
    Date of Patent: September 16, 1997
    Assignee: The DuPont Merck Pharmaceutical Company
    Inventors: Fuqiang Jin, Pasquale Nicholas Confalone
  • Patent number: 5665270
    Abstract: An optically active compound derived from a novel trifluorolactic acid, useful as a component of a ferroelectric liquid crystal composition, and a liquid crystal composition. A compound represented by general formula (I), wherein R.sup.1 represents C.sub.1 to C.sub.18 alkyl, alkoxy, C.sub.2 to C.sub.18 alkanoyl, alkanoyloxy or alkoxycarbonyl; R.sup.2 represents optionally alkoxy-substituted alkyl (where the total number of the carbon atoms is 1 to 15); A, B and C represent each independently the group (a) or (b); v and w represent each independently --COO--, --OCO--, --CH.sub.2 O--, --OCH.sub.2 --, --CH.sub.2 --CH.sub.2 --, --CH.dbd.CH--, --C.dbd.C-- or a single bond; and x and y together represent any of the following combinations: --COO-- and --COO--; --COO-- and --CO--; --COO-- and --CH.sub.2 O--; --COO-- and --CH.sub.2 OCO--; --COO-- and --CH.sub.2 OCOO--; --O-- and --CH.sub.2 O--; --O-- and --CH.sub.2 OCO--; and --O-- and --CH.sub.2 OCOO--.
    Type: Grant
    Filed: May 4, 1994
    Date of Patent: September 9, 1997
    Assignee: Chisso Corporation
    Inventors: Masatoshi Fukushima, Shinichi Saito
  • Patent number: 5665744
    Abstract: 6-Thiadiazole-4-1-amino-1,2,2a,3,4,5-hexahydrobenz[c-d]indoles are provided which are useful in modifying the function of serotonin in mammals.
    Type: Grant
    Filed: June 2, 1995
    Date of Patent: September 9, 1997
    Assignee: Eli Lilly and Company
    Inventors: Richard N. Booher, David E. Lawhorn, Michael J. Martinelli, Charles J. Paget, Jr., John M. Schaus
  • Patent number: 5650419
    Abstract: Described herein are compounds of the formula; ##STR1## wherein: Thi is a unsubstituted or substituted thiadiazolyl;Y is an alkylene bridge of 3-9 carbon atoms;R.sub.1 and R.sub.2 are each independently chosen from hydrogen, halo, alkyl, alkenyl, amino, alkylthio, hydroxy, hydroxyalkyl, alkoxyalkyl, alkylthioalkyl, alkylsulfinylalkyl, alkylsulfonylalkyl, alkoxy, nitro, carboxy, alkoxylcarbonyl, dialkylaminoalkyl, alkylaminoalkyl, aminoalkyl, difluoromethyl, trifluoromethyl or cyano;R.sub.3 is alkoxycarbonyl, substituted or unsubstituted phenyl, alkyltetrazolyl or a substituted or unsubstituted imidazolyl, dihydroimidazolyl, pyrazolyl, furyl, thiazolyl or thienyl or a pharmaceutically acceptable salt thereof are effective antipicornaviral agents.
    Type: Grant
    Filed: August 30, 1996
    Date of Patent: July 22, 1997
    Assignee: Sanofi, S.A.
    Inventors: David J. Aldous, Thomas R. Bailey, Guy Dominic Diana, Theodore J. Nitz
  • Patent number: 5643946
    Abstract: Compounds of the formula ##STR1## wherein the substituents are as defined herein, are disclosed. Pharmaceutical compositions and methods of treating allergic and inflammatory diseases are also taught.
    Type: Grant
    Filed: May 18, 1995
    Date of Patent: July 1, 1997
    Assignee: SmithKline Beecham Corporation
    Inventor: Siegfried Benjamin Christensen, IV
  • Patent number: 5633268
    Abstract: Compounds of the formula I ##STR1## where the index and the substituents have the following meanings as defined in the specification.
    Type: Grant
    Filed: May 12, 1995
    Date of Patent: May 27, 1997
    Assignee: BASF Aktiengesellschaft
    Inventors: Reinhard Kirstgen, Hans Theobald, Klaus Oberdorf, Reinhard Doetzer, Ralf Klintz, Bernd Schaefer, Volker Harries, Uwe Kardorff, Gisela Lorenz, Eberhard Ammermann
  • Patent number: 5631206
    Abstract: Compounds of formula (D having herbicidal utility are disclosed; ##STR1## wherein Q is a variety of heteroaromatic groups; X is a single bond; O; S; or NR.sup.4 ; R.sup.1 is C.sub.1 -C.sub.5 alkyl optionally substituted with C.sub.1 -C.sub.2 alkoxy, OH, 1-3 halogens, or C.sub.1 -C.sub.2 alkylthio; CH.sub.2 (C.sub.3 -C.sub.4 cycloalkyl); C.sub.3 -C.sub.4 cycloalkyl optionally substituted with 1-3 methyl groups; C.sub.2 -C.sub.4 alkenyl; or C.sub.2 -C.sub.4 haloalkenyl; R.sup.2 is H; chlorine; bromine; C.sub.1 -C.sub.2 alkyl; C.sub.1 -C.sub.2 alkoxy; C.sub.1 -C.sub.2 alkylthio; C.sub.2 -C.sub.3 alkoxyalkyl; C.sub.1 -C.sub.2 alkylthioalkyl; cyano; nitro; NH(C.sub.1 -C.sub.2 alkyl); or N(C.sub.1 -C.sub.2 alkyl).sub.2 ; R.sup.4 is H; CH.sub.3 ; or OCH.sub.3 ; and agriculturally suitable salts thereof.
    Type: Grant
    Filed: April 1, 1996
    Date of Patent: May 20, 1997
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Lucian R. Denes
  • Patent number: 5631253
    Abstract: Compounds having the formula (I): ##STR1## and stereoisomers thereof, wherein A is hydrogen, halo, hydroxy, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, C.sub.1-4 haloalkyl, C.sub.1-4 haloalkoxy, C.sub.1-4 alkylcarbonyl, C.sub.1-4 alkoxycarbonyl, phenoxy, nitro or cyano; R.sup.1 and R.sup.2, which may be the same or different, are hydrogen, optionally substituted alkyl, optionally substituted cycloalkyl, optionally substituted heterocyclylalkyl, optionally substituted cycloalkylalkyl, optionally substituted aralkyl, optionally substituted heteroarylalkyl, optionally substituted aryloxyalkyl, optionally substituted heteroaryloxyalkyl, optionally substituted alkenyl, optionally substituted alkynyl, optionally substituted alkoxy, optionally substituted aryl, optionally substituted heteroaryl, optionally substituted aryloxy, optionally substituted heteroaryloxy, nitro, halo, cyano, --NR.sup.3 R.sup.4, --CO.sub.2 R.sup.3, --CONR.sup.3 R.sup.4, --COR.sup.3, --S(O).sub.n R.sup.3 wherein n is 0, 1 or 2, (CH.sub.2).sub.m PO(OR.
    Type: Grant
    Filed: December 2, 1994
    Date of Patent: May 20, 1997
    Assignee: Zeneca Limited
    Inventors: Paul J. de Fraine, Anne Martin
  • Patent number: 5622922
    Abstract: A homogenous product is formed by heating at a temperature in the range of from 50.degree. to 150.degree. C. a mixture of a benzotriazole and a 2,5-dihydrocarbyldithio-1,3,4-thiadiazole.
    Type: Grant
    Filed: December 27, 1995
    Date of Patent: April 22, 1997
    Assignee: Exxon Chemical Patents Inc.
    Inventors: Dean B. Clarke, Dale R. Carroll
  • Patent number: 5618792
    Abstract: The present invention relates to certain substituted oxadiazole, thiadiazole and triazole peptoids which are useful as inhibitors of serine proteases including human neutrophil elastase, equivalently known as human leukocyte elastase.
    Type: Grant
    Filed: November 21, 1994
    Date of Patent: April 8, 1997
    Assignee: Cortech, Inc.
    Inventors: Albert Gyorkos, Lyle W. Spruce
  • Patent number: 5614540
    Abstract: Novel compounds of Formula (I) ##STR1## where X.sub.4 is a substituted cyclohexane or cyclohexane group and the other radicals are defined herein. These compounds inhibit the production of Tumor Necrosis Factor and are useful in the treatment of disease states mediated or exacerbated by TNF production. The compounds of the present invention are also useful in the mediation or inhibition of enzymatic or catalytic activity of phosphodiesterase IV and are therefore useful in the treatment of disease states in need of mediation or inhibition thereof.
    Type: Grant
    Filed: May 18, 1995
    Date of Patent: March 25, 1997
    Assignee: SmithKline Beecham Corporation
    Inventor: Siegfried B. Christensen, IV
  • Patent number: 5602157
    Abstract: Novel compounds or formula (I) are described herein. These compounds inhibit the production of Tumor Necrosis Factor and are useful in the treatment of disease states mediated or exacerbated by TNF production. The compounds or the present invention are also useful in the mediation or inhibition of enzymatic or catalytic activity of phosphodiesterase IV and are therefore useful in the treatment of disease states in need of mediation or inhibition therefore.
    Type: Grant
    Filed: May 18, 1995
    Date of Patent: February 11, 1997
    Assignee: SmithKline Beecham Corporation
    Inventor: Siegfried B. Christensen, IV
  • Patent number: 5596012
    Abstract: Novel 2-substituted saccharins which inhibit the enzymatic activity of proteolytic enzymes, are useful in the treatment of degenerative diseases and have the formula ##STR1## wherein: L is --O--, --S--, --SO--or --SO.sub.2 --;m and n are each independently 0 or 1;R.sub.1 is halo, lower-alkanoyl, 1-oxophenalenyl, phenyl or substituted phenyl, heterocyclyl or substituted heterocyclyl or, when L is --O-- and n is 1, cycloheptatrienon-2-yl or, when L is --S-- and n is 1, cyano or lower-alkoxythiocarbonyl or, when L is --SO.sub.2 -- and n is 1, lower-alkyl or trifluoromethyl; R.sub.2 is hydrogen, lower-alkoxycarbonyl, phenyl or phenylthio; andR.sub.3 and R.sub.4 are each hydrogen or various substituents and processes for preparation and pharmaceutical compositions and method of use thereof are disclosed.
    Type: Grant
    Filed: May 24, 1995
    Date of Patent: January 21, 1997
    Assignee: Sterling winthrop Inc.
    Inventors: Richard P. Dunlap, Neil W. Boaz, Albert J. Mura, Dennis J. Hlasta, Ranjit C. Desai, Chakrapani Subramanyam, Lee H. Latimer, Eric P. Lodge
  • Patent number: 5591695
    Abstract: Novel herbicidal compounds of the general formula I ##STR1## wherein X represents an oxygen or sulphur atom; A represents an optionally substituted alkyl, alkenyl, cycloalkyl, cycloalkenyl, dialkylamino, aryl, heteroaryl, aralkyl or heteroalkyl group; R.sup.1 represents a hydrogen atom, an optionally substituted alkyl group or an optionally substituted acyl group; and R.sup.2 represents an optionally substituted aralkyl or heteroaralkyl group; together with their preparation, formulation and use.
    Type: Grant
    Filed: May 24, 1995
    Date of Patent: January 7, 1997
    Assignee: American Cyanamid Co.
    Inventor: Trevor W. Newton
  • Patent number: 5589103
    Abstract: A mesomorphic compound of the formula (I) according to claim 1 is suitable as a component for a liquid crystal composition providing improved response speed and decreased. The mesomorphic compound of the formula (I) is characterized by having at least one terminal cyclic group free from a side chain and also having a core structure including at least one group ##STR1## The above liquid crystal composition is useful as an element of a liquid crystal device and a display apparatus providing a good display characteristics.
    Type: Grant
    Filed: January 4, 1994
    Date of Patent: December 31, 1996
    Assignee: Canon Kabushiki Kaisha
    Inventors: Yoko Yamada, Takao Takiguchi, Takashi Iwaki, Takeshi Togano, Shinichi Nakamura, Ikuo Nakazawa
  • Patent number: 5585036
    Abstract: This invention provides chiral nonracemic compounds of general formula I which are useful as components of FLC compositions in SSFLC and DHFLC devices: ##STR1## wherein Z is a C.dbd.O group or a CH.sub.2 group, R.sub.F is a partially or fully fluorinated alkyl or alkenyl group, R.sub.2 is selected from an alkyl, alkenyl or alkynyl group in which one or more CH.sub.2 groups can optionally be substituted with one or two halogen atoms or in which one or more non-neighboring CH.sub.2 can be replaced with an O, S or an alkyl silyl group, S.sub.1 (R.sub.A)(R.sub.B), in which R.sub.A and R.sub.B, independently of one another, are small alkyl or alkenyl groups having from one to six carbon atoms, * indicates the chiral carbon and where Ar can be a one, two, or three aromatic ring LC core moieties. In particular, the core can have one to three, aromatic rings which are optionally linked by linking groups including O, S, CH.sub.2 S, SCH.sub.2, CH.sub.2 CH.sub.2, CH.sub.2 O, OCH.sub.2, CH.sub.2 CO.sub.2, CH.sub.
    Type: Grant
    Filed: June 5, 1995
    Date of Patent: December 17, 1996
    Assignee: Displaytech, Inc.
    Inventors: Michael D. Wand, Kundalika M. More, William N. Thurmes
  • Patent number: 5573999
    Abstract: .beta.-Substituted cinnamic acid derivatives of the formula 1, ##STR1## where R.sup.1 is alkyl, chlorine or bromine, --X-- is --O--, --S--, ##STR2## m is 0 or 1, --Y is --OR.sup.4, --O--N.dbd.CR.sup.5 R.sup.6, --NR.sup.7 R.sup.8, --N(OR.sup.9)R.sup.10 or --SR.sup.11, where the above-mentioned substituents R.sup.2 to R.sup.11 are alkyl, and R.sup.2, and R.sup.3 and R.sup.5 to R.sup.11 can also be hydrogen,Z is halogen, nitro, cyano, alkyl, cycloalkyl, aralkyl, aryloxyalkyl, arylthioalkyl, hetarylalkyl, hetaryloxyalkyl, hetarylthioalkyl, alkenyl, aralkenyl, aryloxyalkenyl, arylthioalkenyl, hetarylalkenyl, hetaryloxyalkenyl, hetarylthioalkenyl, alkynyl, arylalkynyl, hetarylalkynyl, aryl, hetaryl, arylazo, acylamino, --OR.sup.12, --SR.sup.13, --SOR.sup.14, --SO.sub.2 R.sup.15, --COOR.sup.16, --CONR.sup.17 R.sup.18, --COR.sup.19, --CR.sup.20 .dbd.NR.sup.21, --N.dbd.CR.sup.22, R.sup.23, --CR.sup.24 .dbd.N--OR.sup.25, --CR.sup.25 R.sup.26 --O--, N.dbd.CR.sup.27 R.sup.28, --CH.sub.2 --OCOR.sup.39 or --NR.sup.37 R.
    Type: Grant
    Filed: May 15, 1995
    Date of Patent: November 12, 1996
    Assignee: BASF Aktiengesellschaft
    Inventors: Hubert Sauter, Herbert Bayer, Klaus Oberdorf, Horst Wingert, Wolfgang von Deyn, Wassilios Grammenos, Hartmann Koenig, Harald Rang, Franz Roehl, Gisela Lorenz, Eberhard Ammermann
  • Patent number: 5567719
    Abstract: The invention pertains to heterocycle substituted phenoxyalkylheterocycles of the formula ##STR1## wherein Thi, Y, R.sub.1, R.sub.2 and R.sub.3 are as defined in the specification, or a pharmaceutically acceptable salt thereof which are effective antipicornaviral agents.
    Type: Grant
    Filed: June 7, 1995
    Date of Patent: October 22, 1996
    Assignee: Sterling Winthrop, Inc.
    Inventors: David J. Aldous, Thomas R. Bailey, Guy D. Diana, Theodore J. Nitz
  • Patent number: 5554633
    Abstract: Compounds of formula (I), and salts and prodrugs thereof, wherein Q is optionally substituted phenyl or benzhydryl; X and Y are each H or together form a group=O; Z is O, S or NR.sup.9, where R.sup.9 is H or C.sub.1-6 alkyl; R.sup.1 represents H or C.sub.1-6 alkyl; R.sup.2 represents C.sub.1-6 alkyl substituted by CONR.sup.7 (CH.sub.2).sub.p R.sup.8 (where R.sup.7 is H or C.sub.1-6 alkyl, R.sup.8 is optionally substituted heteroaryl and p is 0, 1, 2, 3, 4, 5 or 6); R.sup.3 represents H, C.sub.1-6 alkyl or C.sub.2-6 alkynyl; R.sup.4 represents H, C.sub.1-6 alkyl or optionally substitute phenyl; R.sup.5 represents optionally substituted phenyl; R.sup.6 is H or C.sub.1-6 alkyl; and q is 0, 1, 2 or 3; are tachykinin antagonists useful in therapy.
    Type: Grant
    Filed: January 27, 1995
    Date of Patent: September 10, 1996
    Assignee: Merck, Sharp & Dohme, Ltd.
    Inventor: Martin R. Teall
  • Patent number: 5552438
    Abstract: Novel compounds of Formula (I) ##STR1## where X.sub.4 is a substituted cyclohexane or cyclohexane group and the other radicals are defined herein. These compounds inhibit the production of Tumor Necrosis Factor and are useful in the treatment of disease states mediated or exacerbated by TNF production. The compounds of the present invention are also useful in the mediation or inhibition of enzymatic or catalytic activity of phosphodiesterase IV and are therefore useful in the treatment of disease states in need of mediation or inhibition thereof.
    Type: Grant
    Filed: September 29, 1994
    Date of Patent: September 3, 1996
    Assignee: SmithKline Beecham Corporation
    Inventor: Siegfried B. Christensen, IV
  • Patent number: 5552409
    Abstract: This invention relates to substituted dihydropyridazinones, pyridazinones and related compounds, of the formula ##STR1## wherein A, Q, D and R.sup.1 are as defined within, compositions containing these compounds and methods of controlling agricultural and mammalian fungal diseases.
    Type: Grant
    Filed: March 31, 1994
    Date of Patent: September 3, 1996
    Assignee: Rohm and Haas Company
    Inventors: Enrique L. Michelotti, Anne R. Egan, Ronald Ross, Jr., Willie J. Wilson
  • Patent number: 5550140
    Abstract: A description follows of oxa(thia)diazol- and triazol-ones(thiones), with a iticide and insecticide activity, having the general formula ##STR1## wherein: Y=0, S; Z=0, S, NCH.sub.3, one of the two substituents P and Q is an ortho-substituted phenyl and the other a substituted benzyl.
    Type: Grant
    Filed: February 21, 1995
    Date of Patent: August 27, 1996
    Assignee: Ministero Dell `Universita` e Della Ricerca Scientifica e Tecnologica
    Inventors: Franco Bettarini, Luigi Capuzzi, Piero La Porta, Sergio Massimini, Vincenzo Caprioli
  • Patent number: 5550280
    Abstract: Compounds of the formula ##STR1## wherein X is O or S;Y is O or S;R.sup.1 is hydrogen, halogen, C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 alkoxy;R.sup.2 is hydrogen, halogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.2 -C.sub.4 alkenyl, C.sub.2 -C.sub.4 alkenyloxy, C.sub.2 -C.sub.4 alkynyl, C.sub.2 -C.sub.4 alkynyloxy, mono-, di- or tri-halomethyl, trifluoromethoxy, C.sub.1 -C.sub.4 alkylthio, C.sub.3 -C.sub.4 branched alkylthio, nitro, or cyano;R.sup.3 is hydrogen, halogen, methyl, mono-, di- or tri-halomethyl;R.sup.4 isa) C.sub.3 -C.sub.8 cycloalkyl substituted by one or more C.sub.1 -C.sub.4 alkyl, preferably one or two methyl;orb) ##STR2## wherein R.sup.6 and R.sup.7 are independently, hydrogen or linear or branched, C.sub.1 -C.sub.4 alkyl, C.sub.2 -C.sub.4 alkenyl, or C.sub.2 -C.sub.4 alkynyl, and R.sup.8 is C.sub.3 -C.sub.8 cycloalkyl substituted by one or more C.sub.1 -C.sub.4 alkyl; andR.sup.5 is an acyclic or cyclic side chain as defined herein.
    Type: Grant
    Filed: November 30, 1994
    Date of Patent: August 27, 1996
    Assignee: Uniroyal Chemical Ltd./ Uniroyal Chemical Ltee
    Inventors: Dong Dao-Cong, William A. Harrison
  • Patent number: 5543076
    Abstract: The chiral group of the formula ##STR1## is used as a constituent of liquid-crystalline compounds.
    Type: Grant
    Filed: September 16, 1994
    Date of Patent: August 6, 1996
    Assignee: BASF Aktiengesellschaft
    Inventors: Karl Siemensmeyer, Carsten Tschierske, Fritz Theil, Detley Joachimi
  • Patent number: 5536721
    Abstract: The present invention relates to therapeutically active heterocyclic compounds, a method of preparing the same and to pharmaceutical compositions comprising the compounds. The novel compounds are useful in treating diseases in the central nervous system related to the metabotropic glutamate receptor system.
    Type: Grant
    Filed: March 14, 1995
    Date of Patent: July 16, 1996
    Assignee: Novo Nordisk A/S
    Inventors: Palle Jakobsen, Anders Kanstrup, Peter Faarup, Preben H. Olesen
  • Patent number: 5523278
    Abstract: There are provided substituted benzisoxazole and benzisothiazole compounds having the structural formula I ##STR1## Further provided are compositions and methods comprising those compounds for the control of undesirable plant species.
    Type: Grant
    Filed: September 12, 1995
    Date of Patent: June 4, 1996
    Assignee: American Cyanamid Company
    Inventor: Peter J. Wepplo
  • Patent number: 5523312
    Abstract: Disclosed herein are compounds and pharmaceutical compositions useful for combating picornaviruses and preventing or treating picornaviral infections. The compounds have the formula: ##STR1## wherein Het.sub.1 is chosen from the group consisting of oxazolyl, isoxazolyl, oxadiazolyl;Y is an alkylene bridge of 3 to 9 carbon atoms;Het.sub.2 is benzofuranyl or indolyl;R.sub.1 and R.sub.2 are each independently chosen from hydrogen, halo, acetyl, alkyl, alkenyl, amino, alkylthio, hydroxy, hydroxyalkyl, alkoxyalkyl, alkylthioalkyl, alkylsulfinyl alkyl, alkylsulfonylalkyl, alkoxy, nitro, carboxy, alkoxycarbonyl, dialkylaminoalkyl, alkylaminoalkyl, aminoalkyl, difluoromethyl, trifluromethyl, or cyano; andR.sub.3 is oxazolyl, oxadiazolyl, isoxazolyl or any of these substituted with alkyl, halo, alkoxyalkyl, cycloalkyl, haloalkyl, hydroxyalkyl, alkoxy, hydroxy, furyl, thienyl, or fluoroalkyl;the N-oxide thereof or a pharmaceutically acceptable acid addition salt thereof.
    Type: Grant
    Filed: September 27, 1994
    Date of Patent: June 4, 1996
    Assignee: Sterling Winthrop Inc.
    Inventors: David J. Aldous, Thomas R. Bailey, Guy D. Diana, Gee-Hong Kuo, Theodore J. Nitz, Michael Reuman
  • Patent number: 5502204
    Abstract: A process for the preparation of a 1-substituted-5(4H)-tetrazolinone of the formula ##STR1## wherein R.sub.1 is defined in the specificationn is 0, 1, 2, 3 or 4,which comprises reacting a 1-substituted-5(4H)-tetrazolinethione of the formula ##STR2## with an ethylene oxide of the formula ##STR3## wherein R.sup.2 represents hydrogen, methyl or ethyl,in the presence of a base and in the presence of water, an alcohol or a mixture thereof.
    Type: Grant
    Filed: September 7, 1994
    Date of Patent: March 26, 1996
    Assignee: Nihon Bayer Agrochem K.K.
    Inventors: Akihiko Yanagi, Yukiyoshi Watanabe, Shin-ichi Narabu
  • Patent number: 5496835
    Abstract: This invention relates to a compound represented by the formula ##STR1## wherein the ring A stands for a 5-10 membered aromatic heterocyclic group optionally having, besides R.sup.1 and R.sup.2, further substituents; R.sup.1 stands for an optionally substituted hydrocarbon residue which is optionally bonded through a hetero-atom; R.sup.2 stands for a group capable of liberating proton in a living body or a group convertible thereinto; R.sup.
    Type: Grant
    Filed: December 22, 1993
    Date of Patent: March 5, 1996
    Assignee: Takeda Chemical Industries, Ltd.
    Inventors: Keiji Kubo, Yoshiyuki Inada, Takehiko Naka
  • Patent number: 5495023
    Abstract: A new nitro compound of the formula: ##STR1## wherein R.sup.1 and R.sup.2 are each lower alkyl or lower alkoxy(lower)alkyl, or ##STR2## is cyclized to form ##STR3## X is --O--, --S-- or --NH--, m is an integer 0 or 1, andR.sup.3 is carbamoyl, lower alkylcarbamoyl, lower alkanoyl, di-lower alkylaminosulfonyl, lower alkylsulfonyl, oxamoyl or a group of the formula: --(Y).sub.n --R.sup.4whereinY is --CO--, --SO.sub.2 --, --COCH.sub.2 -- or ##STR4## n is an integer of 0 or 1, and R.sup.4 is heterocyclic group which is optionally substituted with one or more substituents selected from lower alkyl, lower alkoxy, phenyl, carbamoyl, halogen, amino, lower alkylthio, hydroxy, lower alkylsulfonylamino and carbamoylmethyl, and pharmaceutically acceptable salt thereof, which are useful as vasodilators.
    Type: Grant
    Filed: May 3, 1994
    Date of Patent: February 27, 1996
    Assignee: Fujisawa Pharmaceutical Co., Ltd.
    Inventors: Masayuki Kato, Shigetaka Nishino, Mitsuko Hamano, Hisashi Takasugi
  • Patent number: 5494925
    Abstract: 2-Heterocyclyloxymethyl and 2-heterocyclylthiomethyL-1,2,5-thiadiazolidin-3-one 1,1-dioxides, pharmaceutical compositions containing them and methods for the treatment of degenerative diseases utilizing them.
    Type: Grant
    Filed: December 2, 1994
    Date of Patent: February 27, 1996
    Assignee: Sterling Winthrop Inc.
    Inventors: John J. Court, Ranjit C. Desai, Dennis J. Hlasta
  • Patent number: 5489603
    Abstract: An insecticidal composition containing a guanidine derivative of the formula: ##STR1## wherein R.sup.1 is an optionally substituted homocyclic or heterocyclic group, n is 0 or 1, R.sup.2 is a hydrogen atom or an optionally substituted hydrocarbon group, R.sup.3 is a primary, secondary or tertiary amino group, X is an electron attractive group such as nitro or trifluoroacetyl group, provided that when n is 0, R.sup.1 is an optionally substituted heterocyclic group or a salt thereof.
    Type: Grant
    Filed: July 15, 1993
    Date of Patent: February 6, 1996
    Assignee: Takeda Chemical Industries, Ltd.
    Inventors: Hideki Uneme, Koichi Iwanaga, Noriko Higuchi, Isao Minamida, Tetsuo Okauchi
  • Patent number: 5474995
    Abstract: The invention encompasses the novel compound of Formula I useful in the treatment of cyclooxygenase-2 mediated diseases, ##STR1## The invention also encompasses certain pharmaceutical compositions for treatment of cyclooxygenase-2 mediated diseases comprising compounds of Formula I.
    Type: Grant
    Filed: January 10, 1994
    Date of Patent: December 12, 1995
    Assignee: Merck Frosst Canada, Inc.
    Inventors: Yves Ducharme, Jacques Y. Gauthier, Petpiboon Prasit, Yves Leblanc, Zhaoyin Wang, Serge Leger, Michel Therien
  • Patent number: 5472984
    Abstract: This invention relates to a 1,2-ethanediol derivative and a salt thereof, a process for producing the same, and a cerebral function-improving agent comprising the same. The cerebral function-improving agent of this invention is useful for treating cerebrovascular dementia, senile dementia, Alzheimer's dementia, sequelae of ischemic encephalopathy and cerebral apoplexy.
    Type: Grant
    Filed: December 29, 1993
    Date of Patent: December 5, 1995
    Assignee: Toyama Chemical Co., Ltd.
    Inventors: Satoshi Ono, Tetsuo Yamafuji, Hisaaki Chaki, Mutsuko Maekawa, Yozo Todo, Hirokazu Narita
  • Patent number: 5462952
    Abstract: The present invention is novel compounds which are 1,3,4-thiadiazoles and 1,3,4-oxadiazoles, and pharamaceutically acceptable acid addition or base salts thereof having activity as inhibitors of singly or together 5-lipoxygenase and cyclooxygenase, and pharmaceutical compositions or methods of use therefor.
    Type: Grant
    Filed: September 8, 1993
    Date of Patent: October 31, 1995
    Assignee: Warner-Lambert Company
    Inventors: Diane H. Boschelli, David T. Connor, Milton L. Hoefle
  • Patent number: 5463061
    Abstract: A glycide derivative represented by the following general formula (I) is produced by reacting a hydroxyaryl or heteroaryl represented by A-OH with glycidyl tosylate in the presence of a cesium base as a base. Thereby, an aryl glycidyl ether derivative, which is an important intermediate for drug production, can be produced easily and reliably. Particularly when optically active glycidyl tosylate is used, said compound can be obtained at a high optical purity. ##STR1## wherein A represents an aryl group or a heteroaryl group.
    Type: Grant
    Filed: January 13, 1994
    Date of Patent: October 31, 1995
    Assignee: Mitsui Toatsu Chemicals, Incorporated
    Inventors: Nobuyuki Fukazawa, Tsuneji Suzuki, Nobuya Kawauchi, Hironori Komatsu, Kengo Otsuka, Yuki Nakajima
  • Patent number: 5459264
    Abstract: A method for reducing an .alpha.,.beta.-unsaturated ketone of the present invention includes the step of treating the .alpha.,.beta.-unsaturated ketone with a silyl compound in the presence of a Lewis acid and alcohol to selectively reduce the carbonyl group of the .alpha.,.beta.-unsaturated ketone. According to this method, a deoxy-compound can be obtained from the .alpha.,.beta.-unsaturated ketone by selectively reducing the carbonyl group without reducing an .alpha.,.beta.-unsaturated bond.
    Type: Grant
    Filed: December 17, 1993
    Date of Patent: October 17, 1995
    Assignee: Shionogi Seiyaku Kabushiki Kaisha
    Inventors: Mitsuru Imuta, Makoto Kobayashi, Teruo Iizuka
  • Patent number: 5453218
    Abstract: This invention provides chiral nonracemic compounds of formula ##STR1## wherein * indicates a chiral carbon, R.sub.1 and R.sub.2, independently of one another, can be an alkyl, alkenyl or alkynyl group wherein one or more non-neighboring CH.sub.2 groups can be replaced with an O, S or a silyl group (R.sub.A SiR.sub.B) wherein R.sub.A and R.sub.B, independently of one another, are alkyl or alkenyl having from one to six carbon atoms; R.sub.1 having from about 3 to 20 carbon atoms, and R.sub.2 having from 1 to about 18 carbon atoms; X is O, S, CO, COO, OCO, COS or a single bond where Ar is a liquid crystal core moiety having two or three aromatic rings of the formula--(Cyc).sub.n --(A).sub.a --Ph.sub.1 --(B).sub.b --Ph.sub.2 --(C).sub.c --(Ph.sub.3).sub.m --whereinPh.sub.1, Ph.sub.2 and Ph.sub.
    Type: Grant
    Filed: February 8, 1994
    Date of Patent: September 26, 1995
    Assignee: Displaytech, Inc.
    Inventors: Michael D. Wand, Kundalika M. More, William N. Thurmes
  • Patent number: 5453433
    Abstract: Compounds of the formula; ##STR1## wherein: Thi is thiadiazolyl or substituted thiadiazolyl;Y is alkylene bridge of 3-9 carbon atoms;R.sub.1 and R.sub.2 are each independently chosen from hydrogen, halo, alkyl, alkenyl, amino, alkylthio, hydroxy, hydroxyalkyl, alkoxyalkyl, alkylthioalkyl, alkylsulfinyl alkyl, alkylsulfonylalkyl, alkoxy, nitro, carboxy, alkoxycarbonyl, dialkylaminoalkyl, alkylaminoalkyl, aminoalkyl, difluoromethyl, trifluoromethyl, or cyano;R.sub.3 is alkoxycarbonyl, phenyl, alkyltetrazolyl, or heterocyclyl; or a pharmaceutically acceptable salt thereof are effective antipicornaviral agents.
    Type: Grant
    Filed: May 13, 1994
    Date of Patent: September 26, 1995
    Assignee: Sterling Winthrop Inc.
    Inventors: David J. Aldous, Thomas R. Bailey, Guy D. Diana, Theodore J. Nitz
  • Patent number: 5438066
    Abstract: Fungicidal and insecticidal compounds having the general formula (I): ##STR1## or a stereoisomer thereof, wherein A is CH or N; B is OCH.sub.3 or NHCH.sub.3 ; one of L and M is N and the other is S or O; X is an optionally substituted carbocyclic or heterocyclic group; and n is 0 or 1.
    Type: Grant
    Filed: October 27, 1993
    Date of Patent: August 1, 1995
    Assignee: Zeneca Limited
    Inventor: Ian R. Matthews
  • Patent number: 5434267
    Abstract: Process for the preparation of compounds of the formula (I) ##STR1## in which R.sup.1, R.sup.2, R.sup.3, X and n have the meaning given in the description, by reacting acetates with carbon monoxide in the presence of a basic auxiliary, followed by alkylation. The products are intermediates for fungicidal acrylates.
    Type: Grant
    Filed: March 14, 1994
    Date of Patent: July 18, 1995
    Assignee: Bayer Aktiengesellschaft
    Inventors: Helmut Kraus, Alexander Klausener, Hans-Joachim Diehr
  • Patent number: 5432287
    Abstract: A compound of the formula: ##STR1## wherein; R is a member selected from a hydrogen atom, an alkyl group, an aryl group or a heterocyclic group.The compounds find utility as antifoggants and image stabilisers in photothermographic materials.
    Type: Grant
    Filed: August 26, 1994
    Date of Patent: July 11, 1995
    Assignee: Minnesota Mining and Manufacturing Company
    Inventors: Mark P. Kirk, Andrew W. Mott
  • Patent number: 5417884
    Abstract: Liquid-crystalline compounds of the formulae I and II;Z.sup.1 -(X.sup.1 -R.sup.1 -y-M).sub.m IZ.sup.2 -(X.sup.2 -R.sup.1 -Y-M).sub.n IIwhere Z.sup.1 is the radical of an m-valent alcohol an m-valent acid or certain trivalent triazine derivatives; Z.sup.2 is an n-valent radical of a monocyclic or polycyclic aromatic compound; X.sup.1 is a chemical bond or -CO-; X.sup.2 is -O-, -S-, -CO-O-, -O-CO-, -SO.sub.2 -, -SO.sub.2 -O-, -O-SO.sub.2 -O-, -NR.sup.4- , -CO-NR.sup.4 -, -NR.sup.4 -O- or -CO-N<, where R.sup.4 is H or C.sub.1 -C.sub.8 -alkyl; m and n are 3 to 6; R.sup.1 is a C.sub.2 2-C.sub.20 -bridge having 2 to 12 bridging members, which may be interrupted by -O-, -S- or -NR.sup.4 -, each of these hetero units being separated by at least 2 carbon atoms; Y is a chemical bond, -O-, -S-, -CO-O-, -O-CO-, -NR.sup.4 -, -CO-NR.sup.4 - or -NR.sup.4 -CO.sup. -; M is a mesogenic group. These compounds are suitable for the production of optical and electro-optical data carriers and display elements.
    Type: Grant
    Filed: July 6, 1993
    Date of Patent: May 23, 1995
    Assignee: BASF Aktiengesellschaft
    Inventors: Karl-Heinz Etzbach, Karl Siemensmeyer, Detlev Joachimi, Carsten Tschierske, Olaf Agert
  • Patent number: 5418246
    Abstract: A description follows of oxa(thia)diazol- and triazol-ones(thiones), with a iticide and insecticide activity, having the general formula ##STR1## wherein: Y=0, S; Z=0, S, NCH.sub.3, one of the two substituents P and Q is an ortho-substituted phenyl and the other a substituted benzyl.
    Type: Grant
    Filed: September 15, 1992
    Date of Patent: May 23, 1995
    Assignee: Ministero Dell `Universita` E Della Ricerca Scientifica E Technologica
    Inventors: Franco Bettarini, Luigi Capuzzi, Piero La Porta, Sergio Massimini, Vincenzo Caprioli
  • Patent number: 5414006
    Abstract: Arylalkoxythiocoumarins of the formula ##STR1## where R.sup.1 and R.sup.2 are each, independently of one another, hydrogen, C.sub.1 -C.sub.5 -alkyl, trifluoromethyl, phenyl or halogen, or together are a C.sub.3 -C.sub.5 -alkylene chain, andX is oxygen or sulfur,R.sup.3 is C.sub.1 -C.sub.5 -alkyl or halogen,n is an integer from 0 to 3,R.sup.4 is hydrogen or C.sub.1 -C.sub.4 -alkyl andAr is phenyl, which can be mono- or disubstituted by halogen, C.sub.1 -C.sub.6 -alkyl, C.sub.3 -C.sub.7 -cycloalkyl, C.sub.1 -C.sub.6 -alkoxy, nitro, cyano, trifluoromethyl or a combination of these substituents or is a heteraromatic ring which has from one to three heteroatoms which can, independently of one another, be N, O or S, and which can be substituted by C.sub.1 -C.sub.6 -alkyl, C.sub.3 -C.sub.7 -cycloalkyl, C.sub.1 -C.sub.6 -alkoxy, C.sub.1 -C.sub.4 -alkoxy-substituted C.sub.1 -C.sub.6 -alkyl, 5-6-membered oxacycloalkyl, benzyl, C.sub.1 -C.sub.5 -alkoxycarbonyl, perfluoro-C.sub.1 -C.sub.
    Type: Grant
    Filed: October 14, 1993
    Date of Patent: May 9, 1995
    Assignee: BASF Aktiengesellschaft
    Inventors: Beatrice Rendenbach-Mueller, Ulrich Karl, Harald Weifenbach