Nitrogen Attached Indirectly To The Six-membered Hetero Ring By Nonionic Bonding Patents (Class 546/329)
  • Patent number: 6221871
    Abstract: Disclosed are compounds of the formula: where S and V are various organic or inorganic substituents; G and K are the same or different and represent N or CR′ where R′ is an organic or inorganic substituent; R is hydrogen or an alkyl group; R1, X, Y, Z and T are organic or inorganic substituents; and R2 and R3 represent hydrogen or organic substituents; or NR2R3 together represents a heterocyclic ring system; and the pharmaceutically acceptable salts thereof; which are highly selective partial agonists or antagonists at brain dopamine receptor subtypes and, thus, are useful in the diagnosis and treatment of affective disorders such as schizophrenia and depression as well as certain movement disorders such as Parkinsonism.
    Type: Grant
    Filed: June 11, 1999
    Date of Patent: April 24, 2001
    Assignee: Neurogen Corporation
    Inventors: Jun Yuan, Andrew Thurkauf
  • Patent number: 6218539
    Abstract: The present invention relates to the use of phenyl ureas in the treatment of disease states mediated by the chemokine, Interleukin-8 (IL-8).
    Type: Grant
    Filed: May 10, 1999
    Date of Patent: April 17, 2001
    Assignee: SmithKline Beecham Corporation
    Inventor: Katherine L. Widdowson
  • Patent number: 6172091
    Abstract: Compounds of Formula I wherein the substituents are as described in the specification or pharmaceutically acceptable salts or stereochemically isomeric forms thereof, useful for treating diseases related to calcium imbalance and metabolism.
    Type: Grant
    Filed: October 13, 1999
    Date of Patent: January 9, 2001
    Assignee: Ortho-McNeil Pharmaceutical, Inc.
    Inventors: Judith Hope Cohen, Donald Ward Combs, Philip James Rybczynski
  • Patent number: 6153651
    Abstract: Ortho-substituted benzoylguanidines, process for their preparation, their use as a medicament or diagnostic, and medicament comprising them.Ortho-substituted benzoylguanidines of the formula I ##STR1## in which R(1) to R(4) have the meanings given in the claims, are suitable, as antiarrhythmic pharmaceuticals having a cardioprotective component, for the prophylaxis and treatment of infarction and for the treatment of angina pectoris. They also inhibit, in a preventive manner, the pathophysiological processes associated with the genesis of ischemically induced damage, in particular associated with the triggering of ischemically induced cardiac arrhythmias.
    Type: Grant
    Filed: February 28, 1997
    Date of Patent: November 28, 2000
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Udo Albus, Joachim Brendel, Heinz-Werner Kleemann, Hans Jochen Lang, Wolfgang Scholz, Jan-Robert Schwark, Andreas Weichert
  • Patent number: 6150528
    Abstract: The present invention relates to the preparation of 5-aminomethyl-2-chloropyridines by reacting a mixture of 5-chloromethyl-2-chloropyridine and 5-dichloromethyl-2-chloropyridine with substituted amines. The mixture of 5-chloromethyl-2-chloropyridine and 5-dichloromethyl-2-chloropyridine is obtained by chlorination of 5-methyl-2-chloropyridine.
    Type: Grant
    Filed: September 10, 1999
    Date of Patent: November 21, 2000
    Assignee: Bayer Aktiengesellschaft
    Inventors: Reinhard Lantzsch, Uwe Stelzer
  • Patent number: 6130226
    Abstract: Cyano and carboxy derivatives of substituted styrenes are inhibitors of tumor necrosis factor .alpha., nuclear factor .kappa.B, and phosphodiesterase and can be used to combat cachexia, endotoxic shock, retrovirus replication, asthma, and inflammatory conditions. A typical embodiment is 3,3-bis-(3,4-dimethoxyphenyl)acrylonitrile.
    Type: Grant
    Filed: March 18, 1999
    Date of Patent: October 10, 2000
    Assignee: Celgene Corporation
    Inventors: George W. Muller, Mary Shire
  • Patent number: 6124502
    Abstract: This invention relates to matrix metalloproteinase (MMP) inhibiting compounds of the formula: ##STR1## where R.sup.1 is C.sub.1 -C.sub.12 alkyl, straight or branched and optionally substituted by halogen, hydroxy, C.sub.1 -C.sub.6 alkoxy, amino, carboxyl, C.sub.1 -C.sub.6 alkoxycarbonyl, carboxamido, nitrile, mono- or di-(C.sub.1 -C.sub.6)alkylamino, thio, C.sub.1 -C.sub.6 alkylthio, aryl, --Oaryl or --OCH.sub.2 aryl where aryl is optionally substituted with C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 alkoxy, carboxy, halogen, cyano, nitro, carboxamido, or hydroxy; and C.sub.1 -C.sub.6 alkanesulfonyloxy. R.sup.2 is .alpha.-OH or .beta.-OH and R.sup.6 is H or R.sup.2 and R.sup.6 together are carbonyl; the chemical intermediates; and processes for the preparation of these compounds and the intermediates thereto.Matrix metalloproteinases (MMP) are a family of zinc-containing calcium dependent proteinases, including stromelysins, collagenases, and gelatinases.
    Type: Grant
    Filed: October 9, 1998
    Date of Patent: September 26, 2000
    Assignee: American Cyanamid Company
    Inventor: Jeremy Ian Levin
  • Patent number: 6114554
    Abstract: A phenylenediamine compound can be converted, with high selectivity, into its corresponding quinonediimine by reacting the phenylenediamine with a hypochlorite oxidation reactant.
    Type: Grant
    Filed: June 3, 1998
    Date of Patent: September 5, 2000
    Assignee: Flexsys America L.P.
    Inventors: Jayant Shivji Lodaya, Raymond Anton Lohr, Jr., Donald Lee Fields, Jr.
  • Patent number: 6103907
    Abstract: Phenylalkylcarboxylic acid compounds of the formula: ##STR1## wherein R.sup.1 represents an alkyl group and the like, R.sup.2 represents an alkylene group, R.sup.3 represents a hydrogen atom and the like, X represents a substituted or unsubstituted aryl group and the like, Y represents an oxygen atom and the like, Z represents an alkylene group and the like, and W represents an alkyl group and the like),the pharmacologically acceptable salts thereof or the pharmacologically acceptable esters thereof are useful as therapeutic or preventive agents for hyperglycemia and the like.
    Type: Grant
    Filed: October 5, 1998
    Date of Patent: August 15, 2000
    Assignee: Sankyo Company, Limited
    Inventors: Hiroaki Yanagisawa, Makoto Takamura, Takashi Fujita, Toshihiko Fujiwara
  • Patent number: 6100267
    Abstract: Pharmaceutical compositions and methods of inhibiting calpain using novel quinoline- or naphthatenecarboxamides are disclosed.
    Type: Grant
    Filed: August 30, 1999
    Date of Patent: August 8, 2000
    Assignees: SmithKline Beecham Corporation, Cephalon, Inc.
    Inventors: Robert A Daines, William D Kingsbury, Israil Pendrak, John P Mallamo
  • Patent number: 6093864
    Abstract: An aromatic dimethylidyne compound of the formula: ##STR1## wherein X and Y are the same or different and are each an alkyl having 1 to 4 carbons, a phenyl, a cyclohexyl, a naphthyl, or a pyridyl and Ar' is ##STR2## A process for preparing an aromatic dimethylidyne compound which comprises condensing a phosphorus compound and a ketone compound.
    Type: Grant
    Filed: July 2, 1993
    Date of Patent: July 25, 2000
    Assignee: Idemitsu Kosan Co., Ltd.
    Inventors: Hiroshi Tokailin, Hisahiro Higashi, Chishio Hosokawa
  • Patent number: 6083964
    Abstract: A specific method of optical resolution using dibenzoyltartrate (DBTA) is described for the preparation of six new (+) and (-) enantiomers each of six racemic aminoalkylpyridines. The (+) enantiomers are potent orally active, non-neurotoxic anticonvulsant compounds that are highly effective in the MES test and the hippocampal kindled rat model with no activity in the sc Met test and that significantly raise seizure threshold in the i.v. Metrazol seizure threshold screen. Pharmaceutical compositions, to treat convulsive disorders, comprising as the active ingredient one of the above (+) or (-) aminoalkylpyridine enantiomers, that are selected from the groups of enantiomers consisting of those of the formulae: ##STR1## wherein R.sup.1 is methyl or ethyl and R.sup.2 is 3,4-dichloro, p- or m-chloro or p-bromo. The compositions are administered to mammals in an amount to provide a dosage amount ranging from about 10 mg/kg to 200 mg/kg of body weight.
    Type: Grant
    Filed: February 17, 1999
    Date of Patent: July 4, 2000
    Assignee: K and K Biosciences, Inc.
    Inventor: Pankaja K. Kadaba
  • Patent number: 6080839
    Abstract: The invention relates to a novel labeling reactant, suitable for labeling of a biospecific binding reactant using solid-phase synthesis. The invention further concerns new labeling methods. The novel labeling reactant has the formula (I) ##STR1## wherein -A- is a bivalent aromatic structure capable of absorbing light or energy and transferring the excitation energy to a lanthanide ion after the product made by the said solid-phase synthesis has been released from the used solid support, deprotected and converted to a lanthanide chelate;-G- is a bridge replacing a hydrogen atom in A;R is a protected amino acid residue --CH(NHX)COOH, where X is a transient protecting group, or its active ester, where said ester is e.g. an N-hydroxysuccinimido, p-nitrophenol or pentafluorophenol ester; andR' is --COOR'" where R'" is an alkyl of 1 to 4 carbon atoms, phenyl or benzyl, which phenyl or benzyl can be substituted or unsubstituted.
    Type: Grant
    Filed: June 25, 1998
    Date of Patent: June 27, 2000
    Assignee: Wallac Oy
    Inventors: Harri Takalo, Jari Hovinen, Veli-Matti Mukkala, Paivi Liitti, Heikki Mikola
  • Patent number: 6066672
    Abstract: The present invention provides an amino compound represented by Formula: ##STR1## wherein X is CH.sub.2 NH or CONH, Y is CH.sub.2 NH or CONH with the proviso that X and Y are not CONH at the same time; Z is CH.dbd.C(R.sup.4)R.sup.5, CH.sub.2 CH(R.sup.4)R.sup.5 or an alkoxycarbonyl group, R.sup.1 is a hydrogen atom; a lower alkyl group, a cycloalkyl group, a cycloalkyl-substituted alkyl group, an aralkyl group or an aryl group, each group of which is substituted or unsubstituted, R.sup.2 and R.sup.3 are each independently a lower alkyl group or an aralkyl group, each group of which is substituted or unsubstituted, and R.sup.4 and R.sup.
    Type: Grant
    Filed: July 16, 1998
    Date of Patent: May 23, 2000
    Assignees: Taisho Pharmaceutical Co., Ltd., Sagami Chemical Research Center
    Inventors: Takeo Kobori, Kenichi Goda, Kikuo Sugimoto, Tomomi Ota, Kazuyuki Tomisawa
  • Patent number: 6057345
    Abstract: Compounds of the formula, ##STR1## and pharmaceutically-acceptable salts thereof, which are useful as antagonists of the pain-enhancing effects of E-type prostaglandins, processes for the preparation of such compounds, pharmaceutical compositions comprising such compounds, and methods for treating pain comprising the administration of such compounds.
    Type: Grant
    Filed: October 30, 1998
    Date of Patent: May 2, 2000
    Assignee: Zeneca Limited
    Inventors: Gloria Anne Breault, John Oldfield, Howard Tucker, Peter Warner
  • Patent number: 6048882
    Abstract: Hepatic diseases can be prevented or treated by administering an isoprenylamine derivative represented by the general formula (II) ##STR1## [wherein n represents an integer of 4-12, m represents an integer of 0-3, Ar represents a phenyl group, a furyl group, a thienyl group or a pyridyl group, said group being optionally substituted with one or more of an alkyl group of 1-4 carbon atoms, and alkoxy group of 1-4 carbon atoms, a methylenedioxy group, a hydroxy group or a halogen atom, and R represents a hydrogen atom or an alkyl group of 1-4 carbon atoms] or a pharmacologically acceptable salt thereof at a daily dose of 0.01-500 .mu.g/kg.A lipid emulsion of the compound (II) is particularly useful and can be administered at a remarkably lowered dose as compared with other pharmaceutical preparations.
    Type: Grant
    Filed: August 8, 1997
    Date of Patent: April 11, 2000
    Assignee: Nisshin Flour Milling Co., Ltd.
    Inventors: Tatsuya Ohwaki, Masako Yamada, Hiroyuki Yamazaki, Hitoshi Inoue, Yoshiyuki Tahara, Shigeo Kawase
  • Patent number: 6037472
    Abstract: Compounds of formula (I) ##STR1## and their pharmaceutically acceptable salts inhibit matrix metalloproteases, such as stromelysin, gelatinase, matrilysin and collagenase, and are useful in the treatment of mammals having disease-states alleviated by the inhibition of such matrix metalloproteases.
    Type: Grant
    Filed: November 22, 1994
    Date of Patent: March 14, 2000
    Assignee: Syntex (U.S.A.) Inc.
    Inventors: Arlindo Lucas Castelhano, Steven Lee Bender, Judith Gail Deal, Stephen Horne, Teng J. Liak, Zhengyu Yuan
  • Patent number: 6034136
    Abstract: Disclosed are compound of formula I whereinR represents hydrogen, lower alkyl, cycloalkyl, bicycloalkyl, adamantyl, aryl, biaryl, or mono- or di-(cycloalkyl, aryl or biaryl)-lower alkyl, di-(lower alkyl or aryl-lower alkyl)amino-lower alkyl, or (piperidino, morpholino, pyrrolidino)-lower alkyl;R.sub.1 represents hydrogen, lower alkyl, cycloalkyl, aryl, biaryl, or (cycloalkyl, aryl or biaryl)-lower alkyl;R.sub.2 represents hydrogen, lower alkyl, lower alkoxy, aryl-lower alkyl, aryl-lower alkoxy, amino, mono- or di-(lower alkyl or aryl-lower alkyl)-amino, acylamino, or (lower alkyl or aryl-lower alkyl)-(thio, sulfinyl or sulfonyl);R.sub.3 represents hydrogen, lower alkyl, cycloalkyl, aryl-lower alkyl, cycloalkyl-lower alkyl, or C.sub.2 -C.sub.7 -alkyl interrupted by S, SO, SO.sub.2, O or N--R.sub.5 ;R.sub.4 represents hydrogen or acyl;R.sub.
    Type: Grant
    Filed: March 17, 1998
    Date of Patent: March 7, 2000
    Assignee: Novartis AG
    Inventor: Cynthia A. Fink
  • Patent number: 6034090
    Abstract: The invention relates to compounds of the formula in which: Y is --CH-- or --N--; R.sub.1 is hydrogen, a halogen or a CF.sub.3, (C.sub.1 -C.sub.4)alkyl or (C.sub.1 -C.sub.4)alkoxy group; R.sub.2 is a methyl or ethyl group; R.sub.3 and R.sub.4 are each hydrogen or a (C.sub.1 -C.sub.3)alkyl; and X is:(a) a (C.sub.1 -C.sub.6)alkyl, a (C.sub.1 -C.sub.6)alkoxy, a (C.sub.3 -C.sub.7)carboxyalkyl, a (C.sub.1 -C.sub.4)alkoxy-carbonyl(C.sub.1 -C.sub.6)alkyl, a (C.sub.3 -C.sub.7)carboxyalkoxy or a (C.sub.1 -C.sub.4)alkoxycarbonyl-(C.sub.1 -C.sub.6)alkoxy;(b) a radical selected from (C.sub.3 -C.sub.7)cycloalkyl, (C.sub.3 -C.sub.7)cycloalkoxy, (C.sub.3 -C.sub.7)-cycloalkylmethyl, (C.sub.3 -C.sub.7)cycloalkylamino and cyclohexenyl, it being possible for said radical to be substituted by a halogen, hydroxyl, (C.sub.1 -C.sub.4)-alkoxy, carboxyl, (C.sub.1 -C.sub.4)alkoxycarbonyl, amino or mono- or di-(C.sub.1 -C.sub.4)-alkylamino; or(c) a group selected from a phenyl, phenoxy, phenylamino, N-(C.sub.1 -C.sub.
    Type: Grant
    Filed: July 27, 1999
    Date of Patent: March 7, 2000
    Assignee: Sanofi-Synthlabo
    Inventors: Marco Baroni, Rosanna Cardamone, Jacqueline Fournier, Umberto Guzzi
  • Patent number: 6031106
    Abstract: A process for preparing pyridyl-substituted N-phenylhydroxylamines by catalytic hydrogenation of the corresponding nitro compounds in the presence of an N-substituted morpholine compound and rearrangement of the hydroxylamine compounds obtained to pyridyl-4-fluoraniline compounds is described.
    Type: Grant
    Filed: September 14, 1998
    Date of Patent: February 29, 2000
    Assignee: BASF Aktiengesellschaft
    Inventors: Albrecht Harreus, Norbert Gotz, Michael Rack, Heinz Isak, Peter Schafer
  • Patent number: 6022895
    Abstract: Substituted amino compounds of general formula (I) ##STR1## are described, as are a method of preparing them and their use as drugs, especially as analgesics.
    Type: Grant
    Filed: March 11, 1998
    Date of Patent: February 8, 2000
    Assignee: Gruenenthal GmbH
    Inventors: Oswald Zimmer, Wolfgang Werner Alfred Strassburger, Helmut Heinrich Buschmann, Werner Englberger, Elmar Josef Friderichs
  • Patent number: 6020371
    Abstract: Picornaviral 3C protease inhibitors, obtainable by chemical synthesis, inhibit or block the biological activity of the picornaviral 3C protease. These compounds, as well as pharmaceutical compositions that contain these compounds, are suitable for treating patients or hosts infected with one or more picornaviruses.
    Type: Grant
    Filed: December 16, 1997
    Date of Patent: February 1, 2000
    Assignee: Agouron Pharmaceuticals, Inc.
    Inventors: Peter S. Dragovich, Thomas J. Prins, Ru Zhou
  • Patent number: 6015907
    Abstract: 2,4,6-Trisubstituted pyridines wherein at least one of the substituents is a para-(N,N-diarylamino)phenyl group, and the other two substituents are alkyl, cycloalkyl or aryl groups are useful as image dyes in acid-mediated imaging media, since the colored forms of these dyes display improved photostability as compared with similar trisubstituted pyridines which lack the para-(N,N-diarylamino)phenyl group. Salts of these trisubstituted pyridines are also useful in sensitizing 'onium salts to blue visible or similar radiation.
    Type: Grant
    Filed: November 26, 1997
    Date of Patent: January 18, 2000
    Assignee: Polaroid Corporation
    Inventor: John L. Marshall
  • Patent number: 6013673
    Abstract: A naphthyloxyacetic acid derivative of the formula (I) ##STR1## wherein R.sup.1 is H, alkyl, alkylene-(--COOR.sup.10, --OH, --CONR.sup.4 R.sup.5, --CONR.sup.6 -alkylene-OH, --NR.sup.4 R.sup.5, -cyano or -tetrazolyl); A is single bond, alkylene, alkenylene, --S-alkylene, --O-alkylene; B is NR.sup.3 CO, CONR.sup.3 ; R.sup.2 is (1) alkyl (2) alkenyl, (3) alkyl or alkenyl substituted by 1-3 of phenyl, cycloalkyl, naphthyl and heterocyclic ring containing nitrogen atom (the said ring may be substituted by 1-3 of alkyl, alkoxy and halogen etc.), (4) NR.sup.7 R.sup.8 or (5) alkylene-NR.sup.7 R.sup.8 ; non-toxic salt thereof, non-toxic acid addition salt thereof and hydrate thereof can bind the PGE.sub.2 receptor and exhibits the activity to antagonize or agonize for PGE.sub.2., therefore, they are useful as PGE.sub.2 antagonist or PGE.sub.2 agonist.
    Type: Grant
    Filed: January 23, 1998
    Date of Patent: January 11, 2000
    Assignee: Ono Pharmaceutical Co., Ltd.
    Inventors: Yuuki Nagao, Kazuhiko Torisu, Takayuki Maruyama
  • Patent number: 6008363
    Abstract: A process for producing the compound [I] or a salt thereof having excellent pesticidal activity as shown in the following schema.
    Type: Grant
    Filed: February 21, 1997
    Date of Patent: December 28, 1999
    Assignee: Takeda Chemical Industries, Ltd.
    Inventors: Hideki Uneme, Masato Konobe, Hitoshi Ishizuka, Yasuo Kamiya
  • Patent number: 6004948
    Abstract: Compounds of the formula (I) in which A is oxygen, sulphur or NH; B is a group of the formula (IIa) or (IIb); and the other variables have the meaning given in claim 1, may be used as inhibitors of the enzyme cyclooxygenase II ##STR1##
    Type: Grant
    Filed: September 3, 1998
    Date of Patent: December 21, 1999
    Assignee: Nycomed Austria GmbH
    Inventors: Heinz Blaschke, Peter Kremminger, Michael Hartmann, Harald Fellier, Jorg Berg, Thomas Christoph, Franz Rovenszky, Dagmar Stimmeder
  • Patent number: 6001843
    Abstract: The invention encompasses the novel compound of Formula I as well as a method of treating COX-2 mediated diseases comprising administration to a patient in need of such treatment of a non-toxic therapeutically effective amount of a compound of Formula I. The invention also encompasses certain pharmaceutical compositions for treatment of COX-2 mediated diseases comprising compounds of Formula I.
    Type: Grant
    Filed: October 29, 1998
    Date of Patent: December 14, 1999
    Assignee: Merck & Co., Inc.
    Inventors: Daniel Dube, Rejean Fortin, Richard Friesen, Zhaoyin Wang, Jacques Yves Gauthier
  • Patent number: 5994359
    Abstract: 2-Iminooxyphenylacetic acid derivatives ##STR1## where the substituents and the index have the following meanings: R.sup.1 is C(CO.sub.2 CH.sub.3).dbd.NOCH.sub.3 (Ia), C(CONHCH.sub.3).dbd.NOCH.sub.3 (Ib), C(CONH.sub.2).dbd.NOCH.sub.3 (Ic), C(CO.sub.2 CH.sub.3).dbd.CHOCH.sub.3 (Id) or C(CO.sub.2 CH.sub.3).dbd.CHCH.sub.3 (Ie);R.sup.2 is cyano, nitro, halogen, alkyl, haloalkyl or alkoxy;m is 0, 1 or 2;R.sup.3 is hydrogen, cyano, hydroxyl, halogen,alkyl, haloalkyl, alkoxyalkyl, alkoxy, haloalkoxy, alkylthio, cyclopropyl, alkenyl,unsubstituted or substituted aryloxyalkyl, benzyl or benzyloxy,R.sup.4 is hydrogen, cyano,unsubstituted or substituted alkyl, alkenyl, alkynyl, cycloalkyl, heterocyclyl, aryl and hetaryl;unsubstituted or substituted alkoxy, alkenyloxy, alkynyloxy, cycloalkoxy, heterocyclyloxy, aryloxy and hetaryloxy;unsubstituted or substituted arylthio and hetarylthio;--Q--C(R.sup.5).dbd.N--Y.sup.1 --R.sup.6 or --Q--O--N.dbd.CR.sup.7 R.sup.8,R.sup.3 and R.sup.
    Type: Grant
    Filed: June 25, 1998
    Date of Patent: November 30, 1999
    Assignee: BASF Aktiengesellschaft
    Inventors: Thomas Grote, Hubert Sauter, Reinhard Kirstgen, Herbert Bayer, Ruth Muller, Bernd Muller, Klaus Oberdorf, Wassilios Grammenos, Norbert Gotz, Michael Rack, Albrecht Harreus, Franz Rohl, Eberhard Ammermann, Volker Harries, Gisela Lorenz, Siegfried Strathmann
  • Patent number: 5972976
    Abstract: The invention relates to an aminostilbazole derivative of the following formula or a hydrate thereof, and a salt thereof. ##STR1## wherein R.sup.1 and R.sup.2 each represents hydrogen etc.; R.sup.3, R.sup.4, R.sup.13, and R.sup.14 each represents hydrogen, C.sub.1-3 acyl, halogen, hydroxy etc.; R.sup.5 represents hydrogen or hydroxy-substituted C.sub.1-3 alkyl etc.; R.sup.6 represents benzenesulfonyl substituted by C.sub.1-3 alkoxy etc.; ring Y represents phenyl etc.; ring Z represents 4-pyridyl, its oxide etc. The compound is useful or the treatment of various malignant tumors.
    Type: Grant
    Filed: October 2, 1996
    Date of Patent: October 26, 1999
    Assignee: Nippon Shinyaku Company, Limited
    Inventors: Hiroyoshi Hidaka, Akira Matsuura, Masato Matsuda
  • Patent number: 5962745
    Abstract: A process for preparing 3-hydroxyalkanals having 3 to 12 carbon atoms by hydration of 2-alkenals with homogeneous catalysis, by using as catalyst a compound corresponding to the formula ##STR1## wherein: z denotes H, C.sub.1 - to C.sub.6 -alkyl, --CH.sub.2 --CH(CH.sub.3) --Y' or --(CH.sub.2).sub.o --Y'R denotes H, C.sub.1 - to C.sub.6 -alkyl, benzyl, phenyl, .omega.-hydroxy --C.sub.1 - to C.sub.6 -alkyl, --CH.sub.2 --CH(CH.sub.3)--Y' or --(CH.sub.2).sub.o --Y'Y and Y' are identical or different and denote --COOH, --P(O) (OH).sub.2, --OH, pyridyl, or --P(O) (CH.sub.2 OH)OH, wherein the acid functional group may be present partly in the form of its alkali metal salt, alkaline-earth salt or ammonium saltn denotes 1, 2, 3, 4, 5 or 6 where Y is --COOH, --P(O) (OH).sub.2, pyridyl or --P(O) (CH.sub.2 OH) OH; 2 or 3 where Y is --OHo denotes 1, 2, 3, 4, 5 or 6 where Y' is --COOH, --P(O) (OH).sub.2, pyridyl or --P(O) (CH.sub.2 OH)OH; 0, 2 or 3 where Y' is --OH.
    Type: Grant
    Filed: February 11, 1998
    Date of Patent: October 5, 1999
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Christoph Brossmer, Dietrich Arntz
  • Patent number: 5962483
    Abstract: Compounds of general formula (1) ##STR1## are described wherein Y is a halogen atom or a group --OR.sup.1, where R.sup.1 is an optionally substituted alkyl group; X is --O--, --S-- or --N(R.sup.7)--, where R.sup.7 is a hydrogen atom or an alkyl group; R.sup.2 is an optionally substituted cycloalkyl or cycloalkenyl group; R.sup.3 and R.sup.4, which may be the same or different, is each a hydrogen atom or an alkyl, --CO.sub.2 R.sup.8 (where R.sup.8 is a hydrogen atom or an alkyl, aryl, or aralkyl group), --CONR.sup.9 R.sup.10 (where R.sup.9 and R.sup.10 which may be the same or different is each a hydrogen atom or an alkyl, aryl or aralkyl group), --CSNR.sup.9 R.sup.10, --CN, --CH.sub.2 CN group; Z is --(CH.sub.2).sub.n -- (where n is zero or an integer 1, 2 or 3; R.sup.5 is an optionally substituted monocyclic or bicyclic aryl group optionally containing one or more heteroatoms selected from oxygen, sulphur or nitrogen atoms; R.sup.
    Type: Grant
    Filed: January 16, 1998
    Date of Patent: October 5, 1999
    Assignee: Celltech Therapeutics, Limited
    Inventors: Graham John Warrellow, Valerie Anne Cole, Rikki Peter Alexander
  • Patent number: 5948779
    Abstract: Substituted condensation products of N-benzyl-3-indenylacetamides with heterocyclic aldehydes are useful for inducing or promoting apotosis and for arresting uncontrolled neoplastic cell proliferation, and are specifically useful in the arresting and treatment of neoplasias, including precancerous and cancerous lesions.
    Type: Grant
    Filed: December 12, 1997
    Date of Patent: September 7, 1999
    Assignee: Cell Pathways, Inc.
    Inventors: Gerhard J. Sperl, Paul Gross, Klaus Brendel, Gary A. Piazza, Rifat Pamukcu
  • Patent number: 5925645
    Abstract: The 2-aryl-substituted pyridines are prepared by reacting pyridylaldehydes with organometallic compounds and then selectively reducing the products. The 2-aryl-substituted pyridines are suitable as active compounds in medicaments, in particular in medicaments for the treatment of arteriosclerosis.
    Type: Grant
    Filed: March 13, 1997
    Date of Patent: July 20, 1999
    Assignee: Bayer Aktiengesellschaft
    Inventors: Gunter Schmidt, Rolf Angerbauer, Arndt Brandes, Michael Logers, Matthias Muller-Gliemann, Hilmar Bischoff, Delf Schmidt, Stefan Wohlfeil
  • Patent number: 5922880
    Abstract: The dihalopropene compounds of the general formula ?I! have excellent insecticidal/acaricidal activity, so that they are satisfactorily effective for the control of noxious insects, mites and ticks.
    Type: Grant
    Filed: May 20, 1997
    Date of Patent: July 13, 1999
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Noriyasu Sakamoto, Sanshiro Matsuo, Masaya Suzuki, Taro Hirose, Kazunori Tsushima, Kimitoshi Umeda
  • Patent number: 5922767
    Abstract: Disclosed herein are substituted benzylurea derivatives represented by the following general formula (1): ##STR1## wherein R.sup.1 and R.sup.2 are independently H, a halogen atom, or an alkyl or alkoxyl group, R.sup.3 is a phenyl or heterocyclic group which may be substituted, n is an integer of 1-6, and R.sup.4 is a phenyl group which may be substituted, or salts thereof, and medicines comprising such a derivative as an active ingredient. The derivatives or salts thereof strongly inhibit only ACAT in macrophages and are hence useful as prophylactic and therapeutic agents for arteriosclerosis.
    Type: Grant
    Filed: October 7, 1997
    Date of Patent: July 13, 1999
    Assignee: SS Pharmaceutical Co., Ltd.
    Inventors: Yoshihiko Kanamaru, Hiroyuki Hirota, Akihiro Shibata, Teruo Komoto, Hiroyuki Naito, Koichi Tachibana, Mari Ohtsuka, Fumio Ishii, Susumu Sato
  • Patent number: 5922744
    Abstract: The present invention provides a compound of formula: ##STR1## wherein R, R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5, R.sup.6a and R.sup.6b are defined herein or a pharmaceutically acceptable salt thereof, a process for its preparation, intermediates and its use as a tachykinin antagonist.
    Type: Grant
    Filed: January 12, 1998
    Date of Patent: July 13, 1999
    Assignee: Merck Sharp & Dohme Limited
    Inventors: Timothy Harrison, Andrew Pate Owens
  • Patent number: 5919792
    Abstract: This invention relates to certain novel compounds and derivatives thereof, their synthesis, and their use as vitronectin receptor antagonists. The vitronectin receptor antagonist compounds of the present invention are .alpha.v.beta.3 antagonists, .alpha.v.beta.5 antagonists or dual .alpha.v.beta.3/.alpha.v.beta.5 antagonists useful for inhibiting bone resorption, treating and preventing osteoporosis, and inhibiting restenosis, diabetic retinopathy, macular degeneration, angiogenesis, atherosclerosis, inflammation and tumor growth.
    Type: Grant
    Filed: October 28, 1997
    Date of Patent: July 6, 1999
    Assignee: Merck & Co., Inc.
    Inventors: Mark E. Duggan, George D. Hartman, William F. Hoffman, Nathan C. Ihle
  • Patent number: 5912350
    Abstract: Disclosed are compounds of the formula: ##STR1## where S and V are various organic or inorganic substituents;G and K are the same or different and represent N or CR' where R' is an organic or inorganic substituent;R is hydrogen or an alkyl group;R.sub.1, X, Y, Z and T are organic or inorganic substituents; andR.sub.2 and R.sub.3 represent hydrogen or organic substituents; orNR.sub.2 R.sub.3 together represents a heterocyclic ring system;and the pharmaceutically acceptable salts thereof; which are highly selective partial agonists or antagonists at brain dopamine receptor subtypes and, thus, are useful in the diagnosis and treatment of affective disorders such as schizophrenia and depression as well as certain movement disorders such as Parkinsonism.
    Type: Grant
    Filed: October 8, 1997
    Date of Patent: June 15, 1999
    Assignee: Neurogen Corporation
    Inventors: Jun Yuan, Andrew Thurkauf
  • Patent number: 5912257
    Abstract: Styryl dyes and compositions which exhibit superior two-photon absorption cross-sections and are useful in two-photon pumped cavity lasing, two-photon pumped upconversion lasing, optical power limiting, optical power stabilization, optical signal reshaping, and infrared beam detection and indication are disclosed. Also disclosed are multiphasic nanostructured composites which include a glass having pores, an optically active coating material on the pore surface, and a polymeric material in the pores. These composites are useful in producing multifunctional optical materials, such as broadly tunable lasers. Methods for killing cells and viruses using a photosensitizer and a two-photon upconverting dye are also described. These methods are especially useful to kill cells and viruses in biological materials, such as in photodynamic therapy of tumors and cancers or blood purification protocols.
    Type: Grant
    Filed: September 5, 1996
    Date of Patent: June 15, 1999
    Assignee: The Research Foundation of State university of New York
    Inventors: Paras N. Prasad, Jayant D. Bhawalkar, Guang S. He, Chan F. Zhao, Raz Gvishi, Gary E. Ruland, Jaroslaw Zieba, Ping Chin Cheng, Shan Jen Pan
  • Patent number: 5908931
    Abstract: The present invention relates particularly to novel preorganized hexadentate ligands that are suitable for completing with a radionuclide, and are useful as general imaging agents for diagnostic purposes.
    Type: Grant
    Filed: December 14, 1990
    Date of Patent: June 1, 1999
    Assignee: Mallinckrodt Inc.
    Inventors: Raghavan Rajagopalan, William L. Neumann, Dennis L. Nosco
  • Patent number: 5906989
    Abstract: The invention relates to 7-?5-hydroxy-2-(hydroxyhydrocarbyl or heteroatom-substituted hydroxy hydrocarbyl)-3-hydroxy-cyclopentyl(enyl)! heptanoic or heptenoic acids and derivatives of said acids, wherein one or more of said hydroxy groups are replaced by an ether group. The compounds of the present invention are potent ocular hypotensives, and are particularly suitable for the management of glaucoma.
    Type: Grant
    Filed: May 26, 1998
    Date of Patent: May 25, 1999
    Assignee: Allergan Sales, Inc.
    Inventor: Robert M. Burk
  • Patent number: 5877190
    Abstract: A compound of formula (I): ##STR1## wherein: R.sub.1 represents unsubstituted or substituted cycloalkyl, phenyl, naphthyl, heterocyclic, alkyl or alkenyl,A represents a bond, oxygen, sulphur, a group ##STR2## a group ##STR3## or a group ##STR4## wherein Rc represents hydrogen, alkyl or cycloalkyl, R.sub.2 represents halogen, substituted or unsubstituted alkyl, substituted or unsubstituted alkenyl, substituted or unsubstituted alkynyl, cycloalkyl, formyl, carboxy, alkylcarbonyl, cycloalkylcarbonyl, alkoxycarbonyl, cycloalkyloxycarbonyl, optionally substituted carbamoyl, optionally substituted amino, formylamino, cyano, optionally substituted amidino, hydroxyaminomethyl, amide oxime, hydrazono, or a group selected from: ##STR5## wherein R.sub.21, R.sub.22 and R.sub.23 are as defined in the description, R.sub.
    Type: Grant
    Filed: October 3, 1997
    Date of Patent: March 2, 1999
    Assignee: Adir et Compagnie
    Inventors: Alain Dhainaut, Guillaume Poissonnet, Emmanuel Canft, Michel Lonchampt
  • Patent number: 5869067
    Abstract: The present invention relates to new aromatic compounds, to their preparation and to their use in human and veterinary medicine and in cosmetic compositions.
    Type: Grant
    Filed: September 26, 1994
    Date of Patent: February 9, 1999
    Assignee: Centre International De Recherches Dermatologiques Galderma (CIRD Galderma)
    Inventors: Jean-Phillippe Rocher, Jean-Michel Bernardon
  • Patent number: 5869506
    Abstract: The present invention provides a fluoropropene compound represented by Formula I: ##STR1## wherein R.sup.1 represents a C.sub.1 -C.sub.10 alkyl group or other groups, Z represents an oxygen atom or other groups, R.sup.2, R.sup.3, and R.sup.4 each independently represent a C.sub.1 -C.sub.3 alkyl group or other groups, r represents an integer of 0 to 2, and X represents a halogen atom or other groups.
    Type: Grant
    Filed: January 30, 1997
    Date of Patent: February 9, 1999
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Keiichi Izumi, Hiroshi Ikegami, Masaya Suzuki, Noriyasu Sakamoto, Hirotaka Takano
  • Patent number: 5861407
    Abstract: A class of substituted 1,2,3,6-tetrahydropyridine derivatives are disclosed that are ligands for dopamine receptor subtypes within the body. These compounds are therefore useful in the treatment and/or prevention of disorders of the dopamine system, in particular schizophrenia or depression.
    Type: Grant
    Filed: February 21, 1997
    Date of Patent: January 19, 1999
    Assignee: Merck Sharp & Dohme, Ltd.
    Inventors: Neil Roy Curtis, Janusz Jozef Kulagowski, Paul David Leeson, Ian Michael Mawer, Mark Peter Ridgill
  • Patent number: 5861230
    Abstract: There is described a novel process of polymerizing 4-vinyl pyridine monomer in an aqueous polymerization system which comprises preparing an aqueous solution of polyvinyl alcohol, and contacting said aqueous solution of a polyvinyl alcohol with less than about 10% by weight of 4-vinyl pyridine monomer and a water-soluble initiator capable of decomposing to give free radicals.The resultant dispersion of the novel polymerization process comprises a homogeneous, i.e., weight average molecular weight and particle size, poly-4-vinylpyridine, with no appreciable residual 4-vinyl pyridine monomer.The resultant dispersion may be used to coat image- and ink-receiving layers of image-recording materials and ink jet recording sheets, respectively.
    Type: Grant
    Filed: April 21, 1997
    Date of Patent: January 19, 1999
    Assignee: Polaroid Corporation
    Inventors: Shawn P. Lambert, Xiaojia Z. Wang
  • Patent number: 5852213
    Abstract: This invention relates to matrix metalloproteinase (MMP) inhibiting compounds of the formula: ##STR1## where R.sup.1 is C.sub.1 -C.sub.12 alkyl, straight or branched and optionally substituted by halogen, hydroxy, C.sub.1 -C.sub.6 alkoxy, amino, carboxyl, C.sub.1 -C.sub.6 alkoxycarbonyl, carboxamido, nitrile, mono- or di-(C.sub.1 -C.sub.6)alkylamino, thio, C.sub.1 -C.sub.6 alkylthio, aryl, --Oaryl or --OCH.sub.2 aryl where aryl is optionally substituted with C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 alkoxy, carboxy, halogen, cyano, nitro, carboxamido, or hydroxy; and C.sub.1 -C.sub.6 alkanesulfonyloxy. R.sup.2 is .alpha.-OH or .beta.-OH and R.sup.6 is H or R.sup.2 and R.sup.6 together are carbonyl; the chemical intermediates; and processes for the preparation of these compounds and the intermediates thereto.Matrix metalloproteinases (MMP) are a family of zinc-containing calcium dependent proteinases, including stromelysins, collagenases, and gelatinases.
    Type: Grant
    Filed: July 2, 1997
    Date of Patent: December 22, 1998
    Assignee: American Cyanamid Company
    Inventor: Jeremy Ian Levin
  • Patent number: 5849768
    Abstract: .alpha.-Unsaturated amines of the formula: ##STR1## wherein X.sup.1 and X.sup.2 are such that one is an electron-attracting group with the other being a hydrogen atom or an electron-attracting group; R.sup.1 is a group attached through a nitrogen atom; R.sup.2 is a hydrogen atom or a group attached through a carbon, nitrogen or oxygen atom; n is an integer equal to 0, 1 or 2; A is a heterocyclic group or a cyclic hydrocarbon group, and salts thereof and their agrochemical use as insecticidal and/or miticidal agents are described.
    Type: Grant
    Filed: July 28, 1988
    Date of Patent: December 15, 1998
    Assignee: Takeda Chemical Industries, Ltd.
    Inventors: Isao Minamida, Koichi Iwanaga, Tetsuo Okauchi
  • Patent number: 5840961
    Abstract: The invention herein is directed to a process for the preparation of ethyl 3S-amino-4-pentynoate which involves treating 3-(trimethylsilyl)-2-propynal with L-phenylglycinol in toluene to produce .alpha.S-??3-(trimethylsilyl)-2-propynylidene amino!benzenethanol; reacting .alpha.S-??3-(trimethylsilyl)-2-propynylidene!amino!benzenethanol with BrZnCH.sub.2 CO.sub.2 t-Bu in THF/NMP to produce 1,1-dimethylethyl 3S-?(2-hydroxy-1S-phenylethyl)amino!-5-(trimethylsilyl)-4-pentynoate; reacting the 1,1-dimethylethyl 3S-?(2-hydroxy-1S-phenylethyl)amino!-5-(trimethylsilyl)-4-pentynoate with sodium periodate to form 1,1-dimethylethyl 3S-?(phenylmethylene)amino!-5-(trimethylsilyl)-4-pentynoate; hydrolyzing 1,1-dimethylethyl 3S-?(phenylmethylene)amino!-5-(trimethylsilyl)-4-pentynoate to produce 1,1-dimethylethyl 3S-amino-5-(trimethylsilyl)-4-pentynoate; transesterifying 1,1-dimethyl 3S-amino-5-(trimethylsilyl)-4-pentynoate and desilylating to produce ethyl 3S-amino-4-pentynoate.
    Type: Grant
    Filed: July 10, 1997
    Date of Patent: November 24, 1998
    Assignee: G. D. Searle & Co.
    Inventors: James Richard Behling, Mark Laurence Boys, Kimberly Jo Cain-Janicki, Pierre-Jean Colson, Wendel William Doubleday, Joseph Edward Duran, Payman N. Farid, Carl Matthew Knable, Frank Walter Muellner, Sean Thomas Nugent, Ravindra S. Topgi
  • Patent number: 5840902
    Abstract: .beta.-Hydroxyalkylpicolinium salts of the formula (I) ##STR1## wherein A, R.sup.1 to R.sup.3 and X have the meanings given in the description, which are obtained by reaction of picolines of the formula (II) ##STR2## with alkylene oxides of the formula (III) in the presence of a 1- to 3-basic acid and in water or an organic solvent as the reaction medium and are used as intermediate products for the preparation of cationic dyestuffs, and dyestuff preparations comprising such cationic dyestuffs.
    Type: Grant
    Filed: November 20, 1996
    Date of Patent: November 24, 1998
    Assignee: Bayer Aktiengesellschaft
    Inventors: Karlheinrich Meisel, Klaus Walz, Gerd-Friedrich Renner, Hans Schulze, Carsten Gerdes, Karl-Rudolf Gassen, Reiner Ditzer, Lothar Klein