Halogen Containing Or Process Utilizing Halogen Or Halogen Containing Compound Patents (Class 546/258)
  • Patent number: 6441002
    Abstract: Polymorphic, amorphous and hydrated forms of the title compound having the following structure: are disclosed. The compound is a potent and selective cyclooxygenase-2 (COX-2) inhibitor.
    Type: Grant
    Filed: November 28, 2000
    Date of Patent: August 27, 2002
    Assignees: Merck & Co., Inc., Merck Frosst Canada & Co.
    Inventors: Sophie Dorothee Clas, Louis S. Crocker, James A. McCauley, Ian Davies, Chad Dalton
  • Patent number: 6420385
    Abstract: Selected novel substituted pyrimidinone and pyridone compounds are effective for prophylaxis and treatment of diseases, such as TNF-&agr;, IL-1&bgr;, IL-6 and/or IL-8 mediated diseases, and other maladies, such as pain and diabetes. The invention encompasses novel compounds, analogs, prodrugs and pharmaceutically acceptable salts thereof, pharmaceutical compositions and methods for prophylaxis and treatment of diseases and other maladies or conditions involving inflammation, pain, diabetes and the like. The subject invention also relates to processes for making such compounds as well as to intermediates useful in such processes.
    Type: Grant
    Filed: February 15, 2000
    Date of Patent: July 16, 2002
    Assignee: Amgen Inc.
    Inventors: Ulrike D. Spohr, Michael J. Malone, Nathan B. Mantlo, Jeffery A. Zablocki
  • Patent number: 6417364
    Abstract: Ethylene is polymerized by novel nickel or iron complexes of selected novel 2,2-bipyridine-6-imines, optionally with the addition of other cocatalysts. The polymers are useful for films and molding resins.
    Type: Grant
    Filed: November 27, 2001
    Date of Patent: July 9, 2002
    Assignee: E. I. du Pont de Nemours and Company
    Inventor: Geraldine Marie Lenges
  • Patent number: 6410754
    Abstract: Novel spiropyran compounds, particularly with photochromic properties, are disclosed, as well as photochromic compositions and ophthalmic articles containing said compounds. The photochromes have been designed so as to have a high colorability, a high sensitivity to activating radiation breaking the pyran ring, to be entirely or practically free from coloration in a non activated non exposed state, to have an intense coloration following activation and a high coverage of the visible spectrum in combination with at least one other photochrome, and to have high rates of coloration/decoloration. The spiropyrans are easily produced and photochemically stable, and are, e.g., of formula (i), wherein L=(a); (b).
    Type: Grant
    Filed: November 14, 1997
    Date of Patent: June 25, 2002
    Assignee: Flamel Technologies
    Inventors: GĂ©rard Soula, You-Ping Chan
  • Publication number: 20020016343
    Abstract: This invention encompasses the Form V polymorph of Compound A of structural formula: 1
    Type: Application
    Filed: May 25, 2001
    Publication date: February 7, 2002
    Inventors: Louis S. Crocker, Ian W. Davies, Richard G. Osifchin, Andrew Kotliar
  • Patent number: 6197750
    Abstract: This invention is directed to novel oxamyl dipeptide ICE/ced-3 family inhibitor compounds. The invention is also directed to pharmaceutical compositions containing these compounds, as well as to the use of such compositions in the treatment of patients suffering inflammatory, autoimmune and neurodegenerative diseases, for the prevention of ischemic injury, and for the preservation of organs that are to undergo a transplantation procedure.
    Type: Grant
    Filed: October 22, 1998
    Date of Patent: March 6, 2001
    Assignee: Idun Pharmaceuticals, Inc.
    Inventors: Donald S. Karanewsky, Robert J. Ternansky
  • Patent number: 6087504
    Abstract: This invention relates to an improved method of preparing 1,1'-dialkyl-4,4'-bipyridinium salt compounds which is free of cyanic ion and contains low amount of inorganic salts.
    Type: Grant
    Filed: January 29, 1999
    Date of Patent: July 11, 2000
    Assignee: Kuo Ching Chemical Co., Ltd.
    Inventors: Chiu-Peng Tsou, Sheau-Cheau Lin, Ting-Kai Huang, Chi-Yung Shen
  • Patent number: 6071936
    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. ##STR1## The invention also encompasses certain pharmaceutical compositions for treatment of COX-2 mediated diseases comprising compounds of Formula I.
    Type: Grant
    Filed: May 17, 1999
    Date of Patent: June 6, 2000
    Assignee: Merck Frosst Canada & Co.
    Inventors: Daniel Dube, Rejean Fortin, Richard Friesen, Zhaoyin Wang, Jacques Yves Gauthier
  • Patent number: 5872255
    Abstract: The invention relates to conjugated compounds of general formula (I) ##STR1## wherein X.sub.1 and X.sub.2 are, independently of one another, electron-withdrawing or electron-donating systems, and to a process for the preparation of these compounds.The invention also relates to any material which includes the compounds of general formula I and to the use of said compounds or of any material which includes them in electronic, optoelectronic, nonlinear optical and electrooptical devices.
    Type: Grant
    Filed: October 3, 1997
    Date of Patent: February 16, 1999
    Assignee: Office National D'Etudes et de Recherche Aerospatiales (ONERA)
    Inventors: Andre-Jean Attias, Bertrand Bloch, Chantal Cavalli
  • Patent number: 5861419
    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. ##STR1## The invention also encompasses certain pharmaceutical compositions for treatment of COX-2 mediated diseases comprising compounds of Formula I.
    Type: Grant
    Filed: July 11, 1997
    Date of Patent: January 19, 1999
    Assignee: Merck Frosst Canad, Inc.
    Inventors: Daniel Dube, Richard Friesen, Rejean Fortin, Zhaoyin Wang, Jacques Yves Gauthier
  • Patent number: 5856328
    Abstract: A circulatory disorder improving agent comprising, as an active ingredient, a dihydropyridine derivative of the formula (I) ##STR1## or an acid addition salt thereof. Said circulatory disorder improving agent is particularly useful as an organ circulation disorder improving agent or peripheral circulation improving agent.
    Type: Grant
    Filed: August 20, 1997
    Date of Patent: January 5, 1999
    Assignee: The Green Cross Corporation
    Inventors: Hiroshi Shinyama, Toru Kawamura, Minori Okita, Takeshi Uchida, Masahiro Watanabe
  • Patent number: 5849216
    Abstract: Compounds of the formula (I)R.sup.1 --(A.sup.1).sub.a (--M.sup.1).sub.b --(--A.sup.2).sub.c (--M.sup.2).sub.d (--A.sup.3).sub.e (--M.sup.3).sub.f (--A.sup.4).sub.g --H(I)in which the symbols and indices have the following meanings:R.sup.1 is B or a straight-chain or branched alkyl radical having 1 to 22 carbon atoms (with or without an asymmetrical carbon atom) in which, in addition, it is possible for one or two non-adjacent --CH.sub.2 -- groups to be replaced by --O--, --S--, --CO--, --CO--O--, --O--CO--, --CO--S--, --S--CO--, --O--CO--O--, --CH.dbd.CH--, --C.tbd.C--, .DELTA. or --Si(CH.sub.3).sub.2 --, and in which, in addition, one or more hydrogen atoms of the alkyl radical may be substituted by F, Cl, Br or CN, or is a chiral group, for example an epoxide, a dioxolane or a cyclic lactone,--(A.sup.1).sub.a (--M.sup.1).sub.b --(--A.sup.2).sub.c (--M.sup.2).sub.d (--A.sup.3).sub.e (--M.sup.3).sub.f (--A.sup.4).sub.
    Type: Grant
    Filed: May 31, 1995
    Date of Patent: December 15, 1998
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Gerd Illian, Anke Kaltbeitzel, Rainer Wingen, Hubert Schlosser
  • Patent number: 5789592
    Abstract: A compound in metal-free or metal complex form of formula (1) to (3) in which R is hydrogen or C.sub.1-30 alkyl; X is hydrogen, halogen (preferably Cl or Br) or C.sub.1-30 alkyl.
    Type: Grant
    Filed: October 30, 1996
    Date of Patent: August 4, 1998
    Assignee: Ecole Polytechnique Federale de Lausanne
    Inventors: Michael Gratzel, Oliver Kohle, Mohammad K. Nazeeruddin, Peter Pechy, Francois P. Rotzinger, Stephan Ruile, Shaik Mohammad Zakeeruddin
  • Patent number: 5736274
    Abstract: A polymer containing a recurring unit of a conjugated N-fluoropyridinium salt and an active material for a positive electrode, an electrolyte, a battery material for the positive electrode and a battery which use such a polymer. That polymer provides a battery material and a primary battery or a secondary battery which have high electromotive force, high energy density, high environmental acceptability, a low internal resistance in charging and discharging and strong recoverability of the electromotive force, and can be useful as a fluorinating agent.
    Type: Grant
    Filed: April 18, 1997
    Date of Patent: April 7, 1998
    Assignee: Daikin Industries, Ltd.
    Inventors: Teruo Umemoto, Kenji Adachi, Ginjiro Tomizawa, Sumi Ishihara, Masayuki Nagayoshi
  • Patent number: 5691339
    Abstract: A circulatory disorder improving agent comprising, as an active ingredient, a dihydropyridine derivative of the formula (I) ##STR1## or an acid addition salt thereof. Said circulatory disorder improving agent is particularly useful as an organ circulation disorder improving agent or peripheral circulation improving agent.
    Type: Grant
    Filed: April 21, 1995
    Date of Patent: November 25, 1997
    Assignee: The Green Cross Corporation
    Inventors: Hiroshi Shinyama, Toru Kawamura, Minori Okita, Takeshi Uchida, Masahiro Watanabe
  • Patent number: 5624933
    Abstract: Method of preparation of 6-fluoro-2-halogen quinoline of general formula (I) wherein R is a hydrogen atom or an alkyl radical and Hal and Hal' are identical or different halogen atoms. The invention is characterized in that a halogenating agent is made to act on hydroxy-1 quinoline of general formula (II) wherein Hal is defined as above and R.sub.1 is defined as R excepting a hydrogen atom, the acid function being optionally released if a 6-fluoro-2-halogen quinoline is to be obtained for which R is a hydrogen atom.
    Type: Grant
    Filed: June 7, 1995
    Date of Patent: April 29, 1997
    Assignee: Rhone-Poulenc Rorer S.A.
    Inventors: Herve Garcia, Roland Jacquot, Patrick Leon
  • Patent number: 5541330
    Abstract: Ion-sensitive compounds are provided comprising a quaternary polypyridinium receptor designed to bind anionic species by the formation of a receptor-substrate complex. The receptor comprises one or more quaternary 2,2'-bipyridyl moieties. The compounds are of use in applications requiring anion detection or removal.
    Type: Grant
    Filed: May 12, 1995
    Date of Patent: July 30, 1996
    Assignee: Eastman Kodak Company
    Inventors: Trevor J. Wear, Christopher P. Moore, Paul D. Beer, John W. Wheeler
  • Patent number: 5539117
    Abstract: The present invention is directed to 2-acetyl-6-cyanopyridine compounds that are useful as intermediates in the synthesis of oligo-2,6-pyridines. The present invention is also directed to new, simpler, less expensive methods for synthesizing such oligopyridines using the novel 2-acetyl-6-cyanopyridine compounds as intermediates.
    Type: Grant
    Filed: July 19, 1994
    Date of Patent: July 23, 1996
    Inventors: Robert A. Snow, Daniel J. Delecki, Chandra R. Shah, K. Robert Hollister
  • Patent number: 5534188
    Abstract: An acetylene derivative represented by general formula (I): ##STR1## wherein R.sup.1 is saturated or unsaturated alkyl group having 3-20 carbon atoms, R.sup.2 is saturated or unsaturated alkyl group having 1-20 carbon atoms which may optionally be substituted by halogen atom or alkoxyalkyl group having 2-20 carbon atoms, A and B represent phenylene group or the like or taken as --A--B-- represent naphthalene group or the like, m and s are each 0 or 1, n is integer of 1-6, and * means asymmetric carbon atom; a process for producing said acetylene derivative, a liquid crystal composition using the same as active ingredient, and a liquid crystal element using said composition.
    Type: Grant
    Filed: June 24, 1994
    Date of Patent: July 9, 1996
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Masayoshi Minai, Takayuki Higashii, Shoji Toda, Naoyuki Takano, Kayoko Ueda, Koichi Fujisawa
  • Patent number: 5399694
    Abstract: Fluoroalkylated amphiphilic ligands of bipyridine (I) that form complexes with platinum and palladium are disclosed. ##STR1## wherein R.sup.1 and R.sup.2 are independently a hydrogen atom, or a fluoroalkylated or hydrocarbon chain, provided at least one of R.sup.1 and R.sup.2 is a fluoroalkylated chain, and W represents a methylene, ester, ether, carbonyl or amide group.
    Type: Grant
    Filed: October 2, 1992
    Date of Patent: March 21, 1995
    Assignee: Application et Transferts de Technologies Avancees
    Inventors: Jean G. Riess, Pierre Vierling, Nathalie Garelli
  • Patent number: 5354500
    Abstract: Use of optically active carboxylic esters of oxygen-containing heterocycles as doping substances in liquid crystal mixtures and liquid crystal mixtures containing them.Optically active 1,3-dioxolane-4-carboxylic esters and oxirane-2-carboxylic esters of the general formula (I)R(--A.sup.1).sub.j (--M.sup.1).sub.k (--A.sup.2).sub.l (--M.sup.2).sub.m (--A.sup.3).sub.n --X--Acin whichR.sup.1 is, for example, (C.sub.1 -C.sub.16)-alkyl or (C.sub.1 -C.sub.16)-alkoxy,A.sup.1, A.sup.2, A.sup.3 are, for example, phenyl or pyrimidine-2, 5-diyl,M.sup.1, M.sup.2 are, for example, CO--O, CH.sub.2 --CH.sub.2,j, l are 0, 1, 2,k, m are 0, 1,n is 0, 1, 2,X is O, S andAc is ##STR1## in which R.sup.2, R.sup.3, R.sup.4, R.sup.5, R.sup.6 for example, H or methyl, are particularly suitable doping substances for liquid crystalline mixtures, since they induce a high spontaneous polarization and effect a substantial decrease in the melting point.
    Type: Grant
    Filed: April 17, 1992
    Date of Patent: October 11, 1994
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Wolfgang Hemmerling, Ingrid Muller, Hans-Rolf Dubal, Claus Escher, Gerhard Illian, Mikio Murakami, Dieter Ohlendorf, Rainer Wingen
  • Patent number: 5314887
    Abstract: There are provided novel 1,4-dihydropyridine compounds possessing both calcium agonist and alpha.sub.1 -antagonist activity useful for treating congestive heart failure, pharmaceutical compositions containing them and methods of using these compounds to treat congestive heart failure in a mammal.
    Type: Grant
    Filed: October 30, 1992
    Date of Patent: May 24, 1994
    Assignee: The Du Pont Merck Pharmaceutical Company
    Inventors: Paul E. Aldrich, Richard A. Earl, Philip Ma
  • Patent number: 5262420
    Abstract: A pyridine compound of the formula ##STR1## wherein X is a hydrogen atom, a halogen atom, an alkyl group having 1 to 4 carbon atoms, an alkoxyl group having 1 to 4 carbon atoms, a haloalkyl group having 1 to 4 carbon atoms or a haloalkoxyl group having 1 to 4 carbon atoms, n is 1 to 5, and when n is 2 or more, Xs may be identical to or different from each other, A is an alkyl residue or alkene residue in which a portion connecting the aryl group with the 4-position of the pyridyl group has 3 to 8 carbon atoms, or an alkapolyene residue in which said portion has 4 to 8 carbon atoms and 2 to 4 double bonds; the alkyl residue, alkene residue, and alkapolyene residue may have an alkyl side chain having 1 to 4 carbon atoms, an alkylidene side chain having 1 to 4 carbon atoms or 1 to 16 halogen atoms, and when there are 2 or more side chains, the side chains may be identical to or different from each other, and R.sup.1 and R.sup.
    Type: Grant
    Filed: May 21, 1992
    Date of Patent: November 16, 1993
    Assignee: Idemitsu Kosan Co., Ltd.
    Inventors: Izumi Terada, Katsuhiko Matsuzaki, Kazuyoshi Nonoshita, Fumio Fujita
  • Patent number: 5204357
    Abstract: The invention relates to compounds of the formula I ##STR1## in which A represents a substituted thio-, sulfinyl- or sulfonyl-alkanoyl radical or a four- to eleven-membered heterocycle, B is an amino acid residue, R.sup.1 denotes hydrogen (substituted) alkyl, (substituted)cycloalkyl or aryl, R.sup.2 represents hydrogen, (substituted)alkyl or aryl, R.sup.3 denotes a radical of the formula --(CH.sub.2).sub.q --(X).sub.r --(CH.sub.2).sub.s --R.sup.6 with X denoting CF.sub.2, CO or CHR.sup.8, R.sup.6 denoting a (substituted)heteroaromatic, R.sup.8 denoting alkyl, alkoxy, alkylthio, alkylamino, hydroxyl, azide or halogen, q and s denoting 1 to 4, and r denoting 0 or 1, and R.sup.9 is hydrogen, (substituted)alkyl, alkanoyl, cycloalkanoyl, (substituted) aroyl or (substituted)aryl, and to the salts thereof. In addition, processes for the preparation of these compounds, and the use thereof as renin inhibitors are described.
    Type: Grant
    Filed: February 14, 1989
    Date of Patent: April 20, 1993
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Rainer Henning, Hansjorg Urbach, Dieter Ruppert, Bernward Scholkens
  • Patent number: 5198443
    Abstract: Substituted 1,2,3,6-tetrahydropyridines are described, as well as methods for the preparation and pharmaceutical composition of same, which are useful as central nervous system agents and are particularly useful as dopaminergic, antipsychotic, and antihypertensive agents as well as for treating hyperprolactinaemia-related conditions and central nervous system disorders.
    Type: Grant
    Filed: March 17, 1992
    Date of Patent: March 30, 1993
    Assignee: Warner-Lambert Company
    Inventors: Bradley W. Caprathe, Juan C. Jaen, Lawrence D. Wise
  • Patent number: 5166148
    Abstract: There are provided novel 1,4-dihydropyridine compounds possessing both calcium agonist and alpha.sub.1 -antagonist activity useful for treating congestive heart failure, pharmaceutical compositions containing them and methods of using these compounds to treat congestive heart failure in a mammal.
    Type: Grant
    Filed: July 9, 1990
    Date of Patent: November 24, 1992
    Assignee: The Du Pont Merck Pharmaceutical Company
    Inventors: Paul E. Aldrich, Richard A. Earl, Philip Ma
  • Patent number: 5166147
    Abstract: There are provided novel 1,4-dihydropyridine compounds, compositions containing them and methods of using them to treat congestive heart failure.
    Type: Grant
    Filed: July 9, 1990
    Date of Patent: November 24, 1992
    Assignee: The Du Pont Merck Pharmaceutical Company
    Inventor: Richard A. Earl
  • Patent number: 5162533
    Abstract: A 3-cyano-5,4'-bipyridine-1'-oxide of the formula ##STR1## and their pharmaceutically acceptable acid addition salts, wherein R is an amino, alkoxy, oxyalkoxy or chloro residue, have heart stimulating cardiotonic and vasodiolatory properties. They can be preparaed by (a) converting an R-substituted-3-cyano-bipyridine to its corresponding N-oxide, or (b) by substituting an R-residue or an R-unsubstituted precursor of the conpound of fomula (i), and if required, converting the product into its pharmaceutically acceptable acid addition salt.
    Type: Grant
    Filed: March 7, 1991
    Date of Patent: November 10, 1992
    Assignee: Arzneimittelwerk Dresden G.m.b.H.
    Inventors: Erhard Klauschenz, Volker Hagen, Angela Hagen, Peter Muschick, Brigitte Schlegel, Sabine Heer, Gottfried Faust, Hans-Joachim Jansch
  • Patent number: 5137889
    Abstract: Dihydropyridine derivatives and salts thereof represented by the general formula, ##STR1## which possess excellent calcium antagonist effect, hypotensive effect, platelets aggregation inhibitory effect, phosphodiesterase inhibitory effect, calmodulin inhibitory effect and peroxidized lipid lowering effect, and thus dihydropyridine derivatives and salts thereof are useful as a coronary blood flow improving agent such as coronary vasodilator, hypotensive agent, prophylaxis and treating agents for thrombosis, phosphodiesterase inhibitory agent, peroxidized lipid metabolism lowering agent, anti-inflammatory agent and others.
    Type: Grant
    Filed: May 23, 1991
    Date of Patent: August 11, 1992
    Assignee: Otsuka Pharmaceutical Co., Ltd.
    Inventors: Shigeharu Tamada, Kazuyoshi Nagami, Shuji Teramoto, Tatsuyoshi Tanaka, Kazuyuki Nakagawa
  • Patent number: 5120748
    Abstract: Substituted 1,2,3,6-tetrahydropyridines are described, as well as methods for the preparation and pharmaceutical composition of same, which are useful as central nervous system agents and are particularly useful as dopaminergic, antipsychotic, and antihypertensive agents as well as for treating hyperprolactinaemia-related conditions and central nervous system disorders.
    Type: Grant
    Filed: June 28, 1991
    Date of Patent: June 9, 1992
    Assignee: Warner-Lambert Company
    Inventors: Bradley W. Caprathe, Juan C. Jaen, Lawrence D. Wise
  • Patent number: 5120747
    Abstract: Platelet activating factor antagonists of formula (I): ##STR1## wherein R is phenyl or phenyl substituted by one or more substituents selected from nitro, halo, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, aryl(C.sub.1 -C.sub.4)alkoxy, fluoro(C.sub.1 -C.sub.4)alkoxy, C.sub.1 -C.sub.4 alkylthio, C.sub.1 -C.sub.4 alkylsulphonyl, hydroxy, trifluoromethyl and cyano, or is phenyl fused to a dioxole ring;R.sup.1 and R.sup.2 are each independently H or C.sub.1 -C.sub.6 alkyl, or R.sup.1 and R.sup.2 together complete a pyrrolidinyl, piperidino, morpholino, piperazinyl, N-(C.sub.1 -C.sub.4 alkyl)piperazinyl or N-(C.sub.2 -C.sub.4 alkanoyl)-piperazinyl group;R.sup.2 is H or C.sub.1 -C.sub.4 alkyl and R.sup.1 is CN, C.sub.3 -C.sub.7 cycloalkyl, aryl, heteroaryl or a C.sub.1 -C.sub.4 alkyl group substituted by one or more substituents selected from C.sub.3 -C.sub.7 cycloalkyl, C.sub.1 -C.sub.4 alkoxycarbonyl, aryl or heteroaryl;Z is selected from C.sub.1 -C.sub.6 alkoxy, aryl(C.sub.1 -C.sub.
    Type: Grant
    Filed: May 1, 1990
    Date of Patent: June 9, 1992
    Assignee: Pfizer Inc.
    Inventors: Kelvin Cooper, Michael Fray, Kenneth Richardson, John Steele
  • Patent number: 5120734
    Abstract: Fungicidal acetic acid esters of the formula ##STR1## in which A.sup.1 is an optionally substituted phenyl, naphthyl, pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, thienyl, furanyl, pyrrolyl, thiazolyl, pyrazolyl, oxazolyl, phenoxy, phenylacetylenyl or phenylethylenyl radical, andA.sup.2 and A.sup.3 each is a lower alkyl radical.
    Type: Grant
    Filed: November 13, 1990
    Date of Patent: June 9, 1992
    Assignee: Bayer Aktiengesellschaft
    Inventors: Alexander Klausener, Gerd Kleefeld, Dieter Berg, Stefan Dutzmann, Gerd Hanssler
  • Patent number: 5089168
    Abstract: Optically active nitrogen-containing heterocycles of the formula I according to claim 1 are suitable as components for ferroelectric liquid crystalline materials.
    Type: Grant
    Filed: May 16, 1989
    Date of Patent: February 18, 1992
    Assignee: Merck Patent Gesellschaft mit beschrankter Haftung
    Inventors: Joachim Krause, Rudolf Eidenschink, Klaus Bofinger, Reinhard Hopf, Volker Reiffenrath, Eike Poetsch, Bernhard Scheuble, Thomas Geelhaar
  • Patent number: 5082467
    Abstract: A dye composition for keratinous fibers is disclosed. The composition comprises a developing substance and, as a coupling substance, a 3,5-diaminopyridine derivative of the following formula (I), ##STR1## wherein R.sup.1 is an alkoxy group or a group ##STR2## wherein R.sup.2 and R.sup.3 may be the same or different and individually represents a hydrogen atom or a hydroxyalkyl group, R.sup.4 a hydroxy, alkoxy, or hydroxyalkyl group, and n is a number of 1-4; or a salt thereof. The composition is capable of dyeing keratinous fibers such as hairs in blue color with a high vividness and with resistances to the light, color change, and discoloration due to shampooing.
    Type: Grant
    Filed: January 25, 1991
    Date of Patent: January 21, 1992
    Assignee: Kao Corporation
    Inventors: Tadashi Tamura, Akira Kiyomine, Michio Tanaka, Yoshinori Nishizawa, Hidetoshi Tagami, Masahiko Ogawa, Toru Yoshihara, Tsutomu Muraoka, Jiro Kawase
  • Patent number: 5055582
    Abstract: This invention relates to a process for preparing useful thromboxane A.sub.2 inhibiting (.+-.)7-[3.alpha.-[1-[[(phenylamino)thioxomethyl]hydrazono]ethyl]-1.alpha. ,4.alpha.-bicyclo[2.2.1]hept-2.beta.-yl]-heptenoic acids and useful derivatives thereof from (.+-.)octahydro-1.alpha.-methyl-3a.alpha.,7a.alpha.-4.alpha.,7.alpha.-meth ano-2H-inden-2-ones.
    Type: Grant
    Filed: December 13, 1988
    Date of Patent: October 8, 1991
    Assignee: National Research Development Corporation
    Inventors: Robert B. Garland, Masateru Miyano
  • Patent number: 4997837
    Abstract: Certain trans-6-[[(substituted)pyridin-3-yl]-alkyl- and alkenyl]tetrahydro-4-hydroxypyran-2-ones and the corresponding ring-opened acids derived therefrom are potent inhibitors of the enzyme 3-hydroxy-3-methylglutaryl-coenzyme A reductase (HMG-CoA reductase) and are useful as hypocholesterolemic and hypolipidemic agents.
    Type: Grant
    Filed: October 6, 1989
    Date of Patent: March 5, 1991
    Assignee: Warner-Lambert Company
    Inventors: Alexander W. Chucholowski, Mark W. Creswell, Bruce D. Roth, Drago R. Sliskovic
  • Patent number: 4981961
    Abstract: A novel class of compounds, methods for the preparation thereof and the use thereof in chromatographic methods for binding various biologically active materials non-covalently are disclosed. The class of compounds comprises the reaction product of a polymeric gel with a pyridine base, such as 4-dimethylaminopyridine (DMAP), and a halogen-substituted pyridine, such as 3,5-dichloro-2,4,6-trifluoropyridine (DCTFP), which reaction product may in turn be optionally reacted with hydroxyl ions or specified low-molecular-weight compounds. These compounds are capable of selectively and efficiently binding proteins and other organic materials of interest non-covalently to a degree comparable or superior to the heretofore preferred natural affinity ligands, such as Protein A gels. The novel compounds find particular utility in purification and recovery of proteins such as serum albumin and immunoglobulins of various classes from crude sources, such as diluted serum samples from various species.
    Type: Grant
    Filed: September 8, 1989
    Date of Patent: January 1, 1991
    Assignee: BioProbe International, Inc.
    Inventor: That T. Ngo
  • Patent number: 4970313
    Abstract: A process for the preparation of optically active 3-de-methylmevalonic acid derivatives, and intermediates A process for the preparation of optically active 3-de-methylmevalonic acid derivatives of the formula I ##STR1## (3,5-dihydroxy carboxylic acid derivatives) or of the formula II ##STR2## (.beta.-hydroxy lactones) in which R, R.sup.1 and Y have the indicated meanings, is described. The invention furthermore relates to aldehydes of the formula XII ##STR3## in which M represents the indicated protective groups. The 3-demethylmevalonic acid derivatives of this invention are useful for lowering cholesterol levels of a host.
    Type: Grant
    Filed: December 6, 1988
    Date of Patent: November 13, 1990
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Gunther Wess, Kurt Kesseler, Ekkehard Baader, Gerhard Beck
  • Patent number: 4929613
    Abstract: The novel series of quinoline-, naphthyridine- and benzoxazine-carboxylic acids useful as antibacterial agents is described. Novel methods for preparing the compounds as well as novel intermediates are also described as are methods for their formulation and the use thereof in treating bacterial infections.
    Type: Grant
    Filed: July 25, 1988
    Date of Patent: May 29, 1990
    Assignee: Warner-Lambert Company
    Inventors: Townley P. Culbertson, John M. Domagala, Susan E. Hagen, Joseph P. Sanchez
  • Patent number: 4925852
    Abstract: 3-Demethylmevalonic acid derivatives of the formula I (.delta.-lactone) and II (corresponding dihydroxy carboxylic acid derivative) ##STR1## in which A--B, Z, R.sup.1, R.sup.2, R.sup.3 and R.sup.4 have the indicated meanings, a process for the preparation of these compounds, their use as medicaments, and pharmaceutical products, are described. In addition, new intermediates for the preparation of the compounds of the formula I and formula II are described.
    Type: Grant
    Filed: July 8, 1988
    Date of Patent: May 15, 1990
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Kurt Kesseler, Gerhard Beck, Wilhelm Bartmann, Ernold Granzer
  • Patent number: 4920225
    Abstract: Optically active compounds of formula 1 ##STR1## wherein R.sub.1 is H or lower alkyl;R.sub.2 and R.sub.6 are each independently lower alkyl, aryl, or arylalkyl;R.sub.3 is CN, NO.sub.2, CO.sub.2 R.sub.5, CONHR.sub.5, SO.sub.2 R.sub.5, or P(O)(OR.sub.5).sub.2, where R.sub.5 is lower alkyl, lower alkoxyalkyl, aryl, or arylalkyl;R.sub.4 is aryl, heterocyclyl, or fused-ring heterocyclyl, optionally substituted with one, two, or three halo, NO.sub.2, CN, lower alkyl, lower alkoxy, lower alkylamino, CF.sub.3, OCH.sub.2 F, or OCF.sub.3 ;are prepared by fractional crystallization from hot organic solvent and water in the presence of a suitable optically active amine base.
    Type: Grant
    Filed: December 22, 1986
    Date of Patent: April 24, 1990
    Assignee: Laboratoires Syntex S.A.
    Inventor: Gilles Genain
  • Patent number: 4910195
    Abstract: Dihydropyridine derivatives represented by formula (I): ##STR1## wherein R.sub.1, R.sub.2, R.sub.3 and R.sub.6, which may be the same or different, each represents an alkyl group, a cycloalkyl group or an alkoxyalkyl group; R.sub.4 and R.sub.5, which may be the same or different, each represents a hydrogen atom, a halogen atom, a nitro group, a halogenated alkyl group, an alkylsulfonyl group, a halogenated alkoxy group, an alkylsulfinyl group, an alkyl group, a cycloalkyl group, an alkxoy group, a cyano group, an alkoxycarbonyl group or an alkylthio group (provided that R.sub.4 and R.sub.5 are not hydrogen atoms at the same time); X represents a vinylene group or an azomethine group; A and B are each an alkylene group or an alkenylene group; R.sub.7 and R.sub.8, which may be the same or different, each represents a hydrogen atom, an alkyl group, an alkenyl group, an aralkyl group, an aryl group, or a heterocyclic group (provided that R.sub.7 and R.sub.
    Type: Grant
    Filed: October 29, 1987
    Date of Patent: March 20, 1990
    Assignee: Green Cross Corporation
    Inventors: Atsuyuki Ashimori, Taizo Ono, Yoshihisa Inoue, Chikara Fukaya, Kazumasa Yokoyama
  • Patent number: 4900750
    Abstract: This invention concerns compounds of formula ##STR1## or salts thereof, wherein: Ar is an optionally substituted aryl radical;R represents hydrogen or an optionally substituted alkyl, aralkyl, or aryl group;R.sup.1 and R.sup.2 are the same or different and are selected from hydrogen and saturated or unsaturated, cyclic or acyclic aliphatic hydrocarbon residues optionally substituted by one or more groups selected from halogen, OH, carboxy, CN, alkoxy, alkylthio, aryloxy, alkoxycarbonyl, amino, substituted amino, and optionally substituted aryl;A and B independently represent a group of formula --XR.sup.3 whereinX is a group of formula --(CHR.sup.6).sub.p Y(CHR.sup.7).sub.q --whereinY represents --O--, --S--, --NR.sup.8 -- or a direct bond; p and q each represent 0, 1 or 2 providing that p and q do not both represent O when Y is a direct bond; and R.sup.6, R.sup.7 and R.sup.8 are independently hydrogen or alkyl; and R.sup.
    Type: Grant
    Filed: August 3, 1987
    Date of Patent: February 13, 1990
    Assignee: John Wyeth & Brother, Limited
    Inventors: John L. Archibald, Terence J. Ward, Albert Opalko
  • Patent number: 4886622
    Abstract: An optically liquid crystalline compound having an extremely large spontaneous polarization value and a chiral smectic liquid crystal composition containing the compound are provided, the compound being expressed by the formula ##STR1## wherein m represents an integer of 2 to 18; l represents an integer of 0 to 12; n represents 0 or 1; R represents an alkyl group or an alkoxy group each of 2 to 20 carbon atoms, a halogen atom or cyano group; and A and B each represent a single bond, ##STR2## wherein X represents hydrogen atom, a halogen atom or cyano group, and a chiral smectic liquid crystal composition containing at least one kind of the above compound.
    Type: Grant
    Filed: August 18, 1987
    Date of Patent: December 12, 1989
    Assignee: Chisso Corporation
    Inventors: Kazutoshi Miyazawa, Takashi Inukai, Hiromichi Inoue, Shinichi Saito, Kouji Ohno
  • Patent number: 4849429
    Abstract: There is provided a dihydropyridine derivative having the formula ##STR1## wherein R'.sub.1 denotes methyl, chlorine, bromine, fluorine, trifluoromethyl, nitro, cyano or methoxy, R.sub.7 denotes benzyl; and the dihydropyridine links to the 2-, 3-, or 4-position of the pyridine.The compound has an activity as a Ca-antagonist, and is useful for treating vascular disorders such as coronary artery disease, celebral artery disease, hypertension and the like.
    Type: Grant
    Filed: September 9, 1986
    Date of Patent: July 18, 1989
    Assignee: The Green Cross Corporation
    Inventors: Chikara Fukaya, Atsuyuki Ashimori, Taizo Ono, Kazumasa Yokoyama
  • Patent number: 4834904
    Abstract: Optically active nitrogen-containing heterocycles of the formula I according to claim 1 are suitable as components for ferroelectric liquid crystalline materials.
    Type: Grant
    Filed: December 24, 1986
    Date of Patent: May 30, 1989
    Assignee: Merck Patent Gesellschaft mit Beschrankter Haftung
    Inventors: Joachim Krause, Rudolf Eidenschink, Klaus Bofinger, Bernhard Scheuble, Thomas Geelhaar
  • Patent number: 4820842
    Abstract: The present invention provides a process for preparing a 5-cyano-2-substituted-1,4-dihydropyridine compound having cardiovascular activity.
    Type: Grant
    Filed: September 11, 1987
    Date of Patent: April 11, 1989
    Assignee: Warner-Lambert Company
    Inventors: Kevin R. Anderson, Ila Sircar
  • Patent number: 4818271
    Abstract: Pyridinylurea compounds of the formula ##STR1## and acid addition salts thereof; wherein R is cyclo alkyl, alkenyl, or an alkyl group optionally substituted with halogen, hydroxy, cycloalkyl, alkoxy, dialkylamino or phenyl; R.sup.1 is hydrogen or alkyl; R and R.sup.1 together with the nitrogen atom of the NRR.sup.1 group optionally define a heterocycle containing 4 to 6 ring carbon atoms; X is hydrogen, halogen, haloalkyl, alkoxy, alkylthio or alkylsulfonyl; Y is hydrogen, halogen, haloalkyl, alkoxy, alkylthio or alkylsulfonyl; and wherein the NHCONRR.sup.1 group is bonded to the pyridinyl ring in the 3- or 4-position; provided that at least one of X and Y is other than hydrogen and when both R and R.sup.1 are alkyl, R is 1,1-dimethylethyl or cyclopentyl and R.sup.1 is methyl. The compounds are useful in agriculture as plant growth regulators.
    Type: Grant
    Filed: October 31, 1985
    Date of Patent: April 4, 1989
    Assignee: FMC Corporation
    Inventor: Robert N. Henrie, II
  • Patent number: 4808722
    Abstract: Pyridinylurea N-oxides of the formula ##STR1## and acid addition salts thereof; wherein R is cycloalkyl (C.sub.3 -C.sub.8), alkenyl (C.sub.3 -C.sub.8), or an alkyl (C.sub.1 -C.sub.6) group optionally substituted with halogen, hydroxy, cycloalkyl (C.sub.3 -C.sub.8) alkoxy (C.sub.1 -C.sub.6), dialkyl (C.sub.1 -C.sub.6)amino or phenyl; R.sup.1 is hydrogen or alkyl (C.sub.1 -C.sub.6); R and R.sup.1 together with the nitrogen atom of the NRR.sup.1 group optionally define a nonaromatic heterocycle containing 4 to 6 ring carbon atoms; each X independently is halogen, alkyl (C.sub.1 -C.sub.6), haloalkyl (C.sub.1 -C.sub.6), alkoxy (C.sub.1 -C.sub.6), hydroxy, 2-pyridinyl, alkyl(C.sub.1 -C.sub.6)thio or alkyl (C.sub.1 -C.sub.6)sulfonyl; A is 1 to 4; and wherein the NHCONRR.sup.1 group is bonded to the pyridinyl ring in the 3- or 4-position. The compounds are useful in agriculture as plant growth regulators.
    Type: Grant
    Filed: October 31, 1985
    Date of Patent: February 28, 1989
    Assignee: FMC Corporation
    Inventor: Robert N. Henrie, II
  • Patent number: 4798840
    Abstract: Hypotensive long-acting 1,4-dihydropyridines of the formula ##STR1## in which R.sup.1 is phenyl or heterocyclic,R.sup.2, R.sup.3, R.sup.4 and R.sup.5 have the usual definitions in such compounds,R.sup.6 represents hydrogen or a lower alkyl radical or the trifluoromethyl group,R.sup.7 and R.sup.8 each denote a hydrogen atom or a fluorine atom,n.gtoreq.1 andm.gtoreq.0, and the sum of n and m must be a least 4, andX represents a single bond, an oxygen atom or the group --N(alkyl)--O.sub.2 S--,or pharmacologically acceptable acid addition salts thereof.
    Type: Grant
    Filed: December 4, 1986
    Date of Patent: January 17, 1989
    Assignee: Bayer Aktiengesellschaft
    Inventors: Egbert Wehinger, Horst Meyer, Andreas Knorr, Stanislav Kazda