The Nitrogen Bonded Additionally Only To Hydrogen Patents (Class 546/311)
  • Patent number: 6156903
    Abstract: A pyridonecarboxylic acid derivative represented by the following general formula (1): ##STR1## [wherein R.sup.1 represents hydrogen atom or a carboxyl protective group; R.sup.2 represents hydroxyl group, a lower alkoxy group, or a substituted or unsubstituted amino group; R.sup.3 represents hydrogen atom or a halogen atom; R.sup.4 represents hydrogen atom or a halogen atom; R.sup.5 represents a halogen atom or an optionally substituted saturated cyclic amino group; R.sup.6 represents hydrogen atom, a halogen atom, nitro group, or an optionally protected amino group; X, Y and Z may be the same or different and respectively represent nitrogen atom, --CH.dbd. or --CR.sup.7 .dbd. (wherein R.sup.7 represents a lower alkyl group, a halogen atom, or cyano group) (with the proviso that at least one of X, Y and Z represent the nitrogen atom), and W represents nitrogen atom or --CR.sup.8 .dbd. (wherein R.sup.
    Type: Grant
    Filed: June 10, 1999
    Date of Patent: December 5, 2000
    Assignee: Wakunaga Pharmaceutical Co., Ltd.
    Inventors: Akira Yazaki, Yoshiko Niino, Yoshihiro Ohshita, Yuzo Hirao, Hirotaka Amano, Norihiro Hayashi, Yasuhiro Kuramoto
  • Patent number: 6124457
    Abstract: The instant invention relates to intermediates of Formula II, ##STR1## wherein R.sup.1, R.sup.2 and R.sup.3 are as defined in the specification, and to processes for preparing such intermediates. This invention also relates to processes for preparing compounds of Formula III, ##STR2## and enantiomers thereof, wherein R.sup.2, R.sup.3 and R.sup.4 are as defined in the specification. Compounds of Formula II and Formula III are intermediates in the preparation of a potent .beta..sub.3 adrenergic receptor agonist. The instant invention also relates to processes for preparing the .beta..sub.3 adrenergic receptor agonist using the compounds of Formula II and Formula III.
    Type: Grant
    Filed: January 20, 2000
    Date of Patent: September 26, 2000
    Assignee: Pfizer Inc.
    Inventors: Keith M. DeVries, Jeffrey W. Raggon, Ravi M. Shanker, Frank J. Urban, Brian C. Vanderplas
  • Patent number: 6034241
    Abstract: A process of converting a hydroxy heteroaromatic compound to an arylamine, comprising the steps of:(1) treating a salt of a hydroxy heteroaromatic compound with an alkylating agent; and(2) treating the reaction mixture with a Smiles solvent system and raising the temperature of the reaction mixture; andA compound made according to the above process.
    Type: Grant
    Filed: November 26, 1997
    Date of Patent: March 7, 2000
    Assignee: Hoechst Marion Roussel Inc.
    Inventors: Norton P. Peet, John J. Weidner
  • Patent number: 6001856
    Abstract: The present invention relates to the use of certain .beta.-adrenergic agonists to reduce a wasting condition in a mammal (e.g., human).
    Type: Grant
    Filed: March 2, 1998
    Date of Patent: December 14, 1999
    Assignee: Pfizer Inc.
    Inventor: Robert L. Dow
  • Patent number: 5972975
    Abstract: Substituted 2-aminopyridine compounds of Formula (I) and pharmaceutically acceptable salts which have been found useful in the treatment of nitric oxide synthase mediated diseases and disorders.
    Type: Grant
    Filed: May 22, 1997
    Date of Patent: October 26, 1999
    Assignee: Merck & Co., Inc.
    Inventors: Craig Esser, William Hagmann, William Hoffman, Shrenik Shah, Kenny Wong, Renee Chabin, Ravindra Guthikonda, Malcolm Maccoss, Charles Caldwell, Philippe Durette
  • Patent number: 5969140
    Abstract: Naphthalene derivatives of the formula [I]: ##STR1## wherein R.sup.1 and R.sup.2 are the same or different and are each H, protected or unprotected OH, one of R.sup.3 and R.sup.4 is protected or unprotected hydroxymethyl, and the other is H, lower alkyl, or protected or unprotected hydroxymethyl, R.sup.5 and R.sup.6 are the same or different and are each H, substituted or unsubstituted lower alkyl, substituted or unsubstituted phenyl or protected or unprotected NH.sub.2, or both combine together with the adjacent N to form substituted or unsubstituted heterocyclic group, and pharmaceutically acceptable salts thereof, these compounds showing excellent bronchoconstriction inhibitory activity, and hence, being useful in the prophylaxis or treatment of asthma.
    Type: Grant
    Filed: July 2, 1998
    Date of Patent: October 19, 1999
    Assignee: Tanabe Seiyaku Co., Ltd.
    Inventors: Tatsuzo Ukita, Katsuo Ikezawa, Shinsuke Yamagata
  • Patent number: 5959116
    Abstract: A pyridine-2,3-dicarboxylic acid diester of the formula Va ##STR1## where the radicals R.sup.2 and R.sup.4 have the meanings set out in the specification and where R.sup.8 is a C.sub.1 -C.sub.4 -alkyl, C.sub.3 -C.sub.5 -alkenyl or C.sub.3 -C.sub.5 -alkynyl radical, which may be substituted by halogen, phenyl or C.sub.1 -C.sub.4 -alkoxy.
    Type: Grant
    Filed: July 12, 1996
    Date of Patent: September 28, 1999
    Assignee: BASF Aktiengesellschaft
    Inventors: Gerhard Hamprecht, Peter Munster, Matthias Gerber, Helmut Walter, Karl-Otto Westphalen
  • Patent number: 5922898
    Abstract: The present invention provides a process for preparing biaryl compounds comprising reacting an arylmetal reagent selected from arylmagnesium reagents and aryllithium reagents with an arylhalide in the presence of a catalyst system comprising a catalyst selected from nickel catalysts and palladium catalysts and a cocatalyst selected from zinc cocatalysts and cadmium cocatalysts. The present invention specifically provides a process for the preparation of 2-(4'-methylphenyl)benzonitrile comprising reacting a 4-methylphenylmagnesium reagent with a 2-halobenzonitrile in the presence of a catalyst system comprising a catalyst selected from nickel catalysts and palladium catalysts and a zinc cocatalyst.
    Type: Grant
    Filed: November 7, 1997
    Date of Patent: July 13, 1999
    Assignee: Catalytica Pharmaceuticals, Inc.
    Inventors: Joseph Arthur Miller, Robert Patrick Farrell
  • 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: 5886186
    Abstract: The subject invention features substituted N-heteroaromatic compounds, libraries of substituted N-heteroaromatic compounds, and methods of synthesis thereof. For example, the present invention provides methods for synthesizing substituted N-heteroaromatic compounds, and is particularly amenable to the generation of libraries of substituted N- heteroaromatic compounds by combinatorial chemistry. The methods of the invention generally feature the reaction of O-linked heteroaromatic N-oxides with nucleophiles to produce substituted N-heteroaromatic compounds.
    Type: Grant
    Filed: October 25, 1995
    Date of Patent: March 23, 1999
    Assignee: Versicor, Inc.
    Inventors: Robert L. Smith, Gnanasambandam Kumaravel, Donald E. Kuhla
  • 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: 5726316
    Abstract: Patients susceptible to or suffering from central nervous system disorders are treated by administering an effective amount of an aryl substituted olefinic amine compound or an aryl substituted acetylenic compound. Exemplary compounds are (E)-N-methyl-4-?3-(6-methylpyrindin)yl!-3-butene-1-amine and N-methyl-4-(3-pyridinyl)-3-butyne-1-amine.
    Type: Grant
    Filed: January 21, 1997
    Date of Patent: March 10, 1998
    Inventors: Peter Anthony Crooks, William Scott Caldwell, Gary Maurice Dull, Balwinder Singh Bhatti, Niranjan Madhukar Deo, Alain Ravard
  • Patent number: 5686618
    Abstract: The present invention relates to a new process for preparing 3-amino-2-chloro-4-alkyl- or -4-aryl-pyridines on an industrial scale.
    Type: Grant
    Filed: September 11, 1995
    Date of Patent: November 11, 1997
    Assignee: Boehringer Ingelheim KG
    Inventor: Heinrich Schneider
  • Patent number: 5668287
    Abstract: A process for the preparation of a 3-amino-2-chloro-4-alkylpyridine of the formula: ##STR1## wherein R is alkyl of from one to three carbon atoms, an intermediate in the preparation of certain 5,11-dihydro-6H-dipyrido[3,2-b:2',3'-e][1,4]diazepine compounds useful in the prevention and treatment of HIV infection.
    Type: Grant
    Filed: August 14, 1995
    Date of Patent: September 16, 1997
    Assignee: Boehringer Ingelheim Pharmaceuticals, Inc.
    Inventors: Karl G. Grozinger, Karl D. Hargrave, Julian Adams
  • Patent number: 5612358
    Abstract: An insecticidal compound of the formula ##STR1## wherein A completes a 5 or 6 membered aromatic ring selected from the group pyridyl, pyridyl substituted with C.sub.1-5 alkyl, C.sub.1-5 haloalkyl, C.sub.1-5 alkoxy, C.sub.1-5 alkylthio, C.sub.1-5 alkylsulfonyl, cyano, halogen, phenoxy or C.sub.1-5 dialkylamino, pyrazinyl, pyrazinyl substituted with C.sub.1-5 alkyl or halogen, pyrazolyl substitited with C.sub.1-5 alkyl, pyridazyl substituted with halogen, or thiazolyl substituted with halogen or C.sub.1-5 alkyl;R.sub.1 is hydrogen or C.sub.1-5 alkyl, C.sub.1-5 haloalkyl, C.sub.1-5 alkoxy, C.sub.1-5 alkylthio, C.sub.1-5 alkylsulfonyl, cyano, halogen, phenoxy, or C.sub.1-5 dialkylamino;X is substituted or unsubstituted C.sub.1-3 alkylene or C.sub.1-3 alkylidene;R.sub.2 is hydrogen, monoalkylcarbamoyl, C.sub.1-5 dialkylcarbamoyl, C.sub.1-5 alkoyl, C.sub.1-5 alkyl substituted with halogen, C.sub.1-5 alkoxy, C.sub.1-5 alkylthio, C.sub.1-5 alkoxycarbonyl, cyano, aryl, haloaryl, C.sub.
    Type: Grant
    Filed: September 7, 1993
    Date of Patent: March 18, 1997
    Assignee: Nippon Soda Co., Ltd.
    Inventors: Keiichi Ishimitsu, Haruhito Ohishi, Renpei Hatano, Jun Mitsui, Junji Suzuki, Tomio Yamada, Nobuo Takakusa
  • Patent number: 5548077
    Abstract: 2-Aminopyridine derivatives having a bifunctional or unifunctional structure and capable of serving as reactants in synthetically converting organic compounds, such as carbohydrates, proteins, lipids or polymer resins, to desired conjugated structures suited for various purposes and detectable by fluorescence spectrometry with high sensitivity, a fluorescent labeling agent comprising the same, and methods of their production are disclosed.
    Type: Grant
    Filed: September 23, 1994
    Date of Patent: August 20, 1996
    Assignee: Seikagaku Kogyo Kabushiki Kaisha
    Inventors: Shoichi Kusumoto, Koichi Fukase, Sumihiro Hase
  • Patent number: 5508293
    Abstract: Disclosed are pyridinecarboximidamides having a vasodilating effect (hypotensive activity or antianginal activity), and acid adduct salts thereof. ##STR1## wherein when R.sup.1 represents an alkyl, hydroxyalkyl, carboxyl, amino, acylamino, alkylamino, dialkylamino, aralkylamino, alkylsulfonamide, bisalkylsulfonylamino or hydroxyl group, R.sup.2 represents a hydrogen atom and R.sup.3 represents a nitroxyl, 2-chlorophenyl or phenyl group; andwhen R.sup.1 represents a hydrogen atom, R.sup.2 represents an alkyl, hydroxyalkyl, carboxyl, amino, acylamino, alkylamino, dialkylamino, aralkylamino, alkylsulfonamide, bisalkylsulfonylamino or hydroxyl group and R.sup.3 represents a nitroxyl, 2-chlorophenyl or phenyl group.There is also disclosed the use of the compounds represented by the formula (I) for antihypertensive or antianginal purpose.
    Type: Grant
    Filed: September 27, 1994
    Date of Patent: April 16, 1996
    Assignee: Kirin Beer Kabushiki Kaisha
    Inventors: Hideki Okawara, Tatsuo Nakajima, Nobuyuki Ogawa, Tomoko Kashiwabara, Soichiro Kaneta
  • Patent number: 5418245
    Abstract: Methods of inhibiting cell proliferation in a patient suffering from such disorder comprising the use of a styryl-substituted heteroaryl compound wherein the heteroaryl group is a monocyclic ring with 1 or 2 heteroatoms, or a bicyclic ring with 1 to about 4 heteroatoms, said compound optionally substituted or polysubstituted, with the proviso that when said ring is polysubstituted, the substituents do not have a common point of attachment to said ring, and those compounds wherein no substituent on the heteroaryl group is a carboxy group or an ester group, and pharmaceutical compositions comprising such compounds.
    Type: Grant
    Filed: March 17, 1994
    Date of Patent: May 23, 1995
    Assignee: Rhone-Poulenc Rorer International (Holdings) Inc.
    Inventors: Alfred P. Spada, Paul E. Persons
  • Patent number: 5403845
    Abstract: Substituted 1,4,5,6 -tetrahydropyrimidine compositions, substituted 1,2,3,6 -tetrahydropyrimidine compositions and substituted 3,4,5,6 -tetrahydropyridine compositions are disclosed. They are useful for stimulating muscarinic receptors including, for example, treating the symptoms of cognitive disorders, especially impaired memory, which are associated with decreased acetylcholine synthesis and cholinergic cell degeneration.
    Type: Grant
    Filed: April 7, 1994
    Date of Patent: April 4, 1995
    Assignee: University of Toledo
    Inventors: Philip G. Dunbar, Graham J. Durant, Wayne P. Hoss, William S. Messer, Jr.
  • Patent number: 5386033
    Abstract: 2-Aminopyridine derivatives having a bifunctional or unifunctional structure and capable of serving as reactants in synthetically converting organic compounds, such as carbohydrates, proteins, lipids or polymer resins, to desired conjugated structures suited for various purposes and detectable by fluorescence spectrometry with high sensitivity, a fluorescent labeling agent comprising the same, and methods of their production are disclosed.
    Type: Grant
    Filed: March 15, 1993
    Date of Patent: January 31, 1995
    Assignee: Seikagaku Kogyo Kabushiki Kaisha (Seikagaku Corporation)
    Inventors: Shoichi Kusumoto, Sumihiro Hase, Koichi Fukase
  • Patent number: 5330965
    Abstract: Cyclohexenone oxime ethers of the formula I ##STR1## (R.sup.1 =C.sub.1 -C.sub.6 -alkyl; A=substituted or unsubstituted alkylene or alkenylene;Z=a 5-membered or 6-membered heteroaromatic structure;X=substituted or unsubstituted amino, nitro, cyano, halogen, alkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -alkylthio, C.sub.1 -C.sub.4 -haloalkyl, C.sub.1 -C.sub.4 -haloalkoxy, carboxyl, C.sub.1 -C.sub.4 -alkoxycarbonyl, substituted or unsubstituted benzyloxycarbonyl and phenyl;n=0 to 3, or 1 to 4 where Z is halogen-substituted pyridyl; andR.sup.
    Type: Grant
    Filed: January 15, 1993
    Date of Patent: July 19, 1994
    Assignee: BASF Aktiengesellschaft
    Inventors: Ulf Misslitz, Norbert Meyer, Juergen Kast, Norbert Goetz, Albrecht Harreus, Thomas Kuekenhoehner, Bruno Wuerzer, Helmut Walter, Karl-Otto Westphalen, Matthias Gerber
  • Patent number: 5304566
    Abstract: The present invention relates to a compound having the formula below which has an excellent inseciticidal activity: ##STR1## wherein R.sub.1 represents an optionally substituted 5-6 membered aromatic hetero ring containing nitrogen atom, except a non-substituted 2-pyridyl; x represents an optionally substituted C.sub.1-3 alkyleneR.sub.2 represents a hydrogen, a carbamoyl, a mono or di C.sub.1-5 alkyl carbamoyl, a thiocarbamoyl, a mono or di C.sub.1-5 alkylthiocarbamoyl, a sulfamoyl, a mono or di C.sub.1-5 alkylsulfamoyl, an optionally substituted C.sub.1-5 alkyl, an optionally substituted C.sub.2-5 alkenyl, an optionally substituted C.sub.2-5 alkynyl, an optionally substituted C.sub.3-8 cycloalkyl, an optionally substituted C.sub.3-8 cycloalkenyl, an optionally substituted aryl or --Y--R.sub.5 ;Y represents O, S(O).sub.n, CO, CS or CO.sub.2 ;n represents 0, 1 or 2;R.sub.5 represents a hydrogen, an optionally substituted C.sub.1-5 alkyl, an optionally substituted C.sub.2-5 alkenyl, an optionally substituted C.
    Type: Grant
    Filed: July 9, 1991
    Date of Patent: April 19, 1994
    Assignee: Nippon Soda Co., Ltd
    Inventors: Keiichi Ishimitsu, Junji Suzuki, Haruhito Ohishi, Tomio Yamada, Renpei Hatano, Nobuo Takakusha, Jun Mitsui
  • Patent number: 5229403
    Abstract: A diaminotrifluoromethylpyridine derivative of the formula (I) or its salt: ##STR1## wherein X is --CW.sup.1 R.sup.1, --COCOR.sup.2, --CW.sup.1 NHCOR.sup.2, --C(.dbd.W.sup.1 (W.sup.2 W.sup.3 or --CW.sup.1 N(R.sup.4)R.sup.5, and Y is alkyl, --CW.sup.3 R.sup.6, --COCOR.sup.7, --NHCOR.sup.7, --C(.dbd.W.sup.3)W.sup.4 R.sup.8, --(NH).sub.m SO.sub.2 R.sup.9, --(NH).sub.m SO.sub.2 OR.sup.10 or --(NH).sub.m SO.sub.2 N R.sup.11)R.sup.12, wherein each of R.sup.1, R.sup.6 and R.sup.9, which are independent from one another, is a chain hydrocarbon group which may be substituted, a monocyclic hydrocarbon group which may be substituted, a polycyclic hydrocarbon group which may be substituted, a monocyclic heterocycle group which may be substituted or a polycyclic heterocycle group which may be substituted, each of R.sup.2 and R.sup.7, which are independent from each other, is alkyl which may be substituted, alkoxy which may be substituted, phenyl which may be substituted or phenoxy which may be substituted, each of R.sup.
    Type: Grant
    Filed: June 28, 1991
    Date of Patent: July 20, 1993
    Assignee: Ishihara Sangyo Kaisha Ltd.
    Inventors: Takahiro Haga, Hideo Sugi, Itaru Shigehara, Shinji Odawara, Syuichi Yotsuya, Hirohiko Kimura, Kazuhiro Yamamoto
  • 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: 5200522
    Abstract: A process for the preparation of a 3-amino-2-chloro-4-alkylpyridine of the formula: ##STR1## wherein R is alkyl of from one to three carbon atoms, an intermediate in the preparation of certain 5,11-dihydro-6H-dipyrido[3,2-b:2',3'-e][1,4]diazepine compounds useful in the prevention and treatment of HIV infection.
    Type: Grant
    Filed: June 11, 1991
    Date of Patent: April 6, 1993
    Assignee: Boehringer Ingelheim Pharmaceuticals, Inc.
    Inventors: Karl G. Grozinger, Karl D. Hargrave, Julian Adams
  • Patent number: 5166163
    Abstract: This invention relates to 3-(1H-indazol-3-yl)-4-pyridinamines of the formula ##STR1## where R.sub.1 is hydrogen, loweralkyl, arylalkyl or acyl; R.sub.2 is hydrogen, loweralkyl or arylalkyl; R.sub.3 is hydrogen, loweralkyl or aryl and X is hydrogen, halogen, nitro or amino or the pharmaceutically acceptable addition salts thereof, and where applicable, the geometric and optical isomers and racemic mixtures thereof. The compounds of this invention are useful as analgesics and as topical antiinflammatory agents for the treatment of various dermatoses.
    Type: Grant
    Filed: May 6, 1991
    Date of Patent: November 24, 1992
    Assignee: Hoechst-Roussel Pharmaceuticals Incorporated
    Inventors: Richard C. Effland, Joseph T. Klein
  • Patent number: 5145857
    Abstract: HMG-COA reductase-inhibiting compounds of the formula ##STR1## in which X represents a group of the formula --CH.sub.2 --CH.sub.2 -- or --CH.dbd.CH--,R represents a group of the formula ##STR2## R.sup.1 represents optionally substituted aryl, R.sup.2 represents --CH.sub.2 OR.sup.8 or --X--R, andR.sup.5 represents straight-chain or branched alkyl having up to 10 carbon atoms, orand their pharmaceutically acceptable salts.
    Type: Grant
    Filed: August 15, 1990
    Date of Patent: September 8, 1992
    Assignee: Bayer Aktiengesellschaft
    Inventors: Peter Fey, Rolf Angerbauer, Walter Hubsch, Thomas Philipps, Hilmar Bischoff, Dieter Petzinna, Delf Schmidt
  • Patent number: 5145482
    Abstract: A composition for dyeing hair containing 2,5-diamino-6-nitropyridine, a solvent which is preferably water, a surfactant and at least one cosmetic additive selected from the group consisting of thickeners; care agents; perfume oils; complexing agents; oxidation hair dyes; and direct hair dyes; preservatives; a pH-adjusting member selected from the group consisting of ammonia, monoethanol amine and triethanol amine; and a polymer selected from the group consisting of chitosan derivatives, polyvinyl alcohol, polyacrylic acid, polymethacrylic acid, polyacrylonitrile, polyvinyl lactam and copolymers thereof.
    Type: Grant
    Filed: April 20, 1990
    Date of Patent: September 8, 1992
    Assignee: Wella Aktiengesellschaft
    Inventors: Thomas Clausen, Eugen Konrad
  • Patent number: 5128346
    Abstract: A compound of the formula: ##STR1## wherein R.sub.1 and R.sub.2 are substituents; R.sub.6 is hydrogen, loweralkyl, cycloalkyl, loweralkenyl, arylalkyl, (substituted aryl)alkyl, or (heterocyclic)alkyl; B is a bond, an alkylene group, an alkenylene group, an alkadienylene group or a heteroatom containing linking group; D is a substituted acyl group or tetrazolyl; Z is CO, C(S) or S(O).sub.2 ; Ar is a heterocyclic group; and n is 1 to 3.Also disclosed are a composition and a method for antagonizing CCK, a composition and method for treating or preventing gastrointestinal, central nervous, appetite regulating and pain regulating systems, a composition and method for treating or preventing hyperinsulinemia, methods of making the compounds and intermediates useful in making the compounds.
    Type: Grant
    Filed: August 23, 1990
    Date of Patent: July 7, 1992
    Assignee: Abbott Laboratories
    Inventors: Alex M. Nadzan, James F. Kerwin, Chun W. Lin
  • Patent number: 5106986
    Type: Grant
    Filed: February 22, 1991
    Date of Patent: April 21, 1992
    Assignee: Bayer Aktiengesellschaft
    Inventor: Bernd Gallenkamp
  • Patent number: 5100460
    Abstract: Herbicides of formula: ##STR1## in which: n=0,1, 2f=0,1A is chosen from the groups ##STR2## in which: Ar is chosen from the groups ##STR3## B is chosen from optionally substituted C.sub.1 -C.sub.10 alkyl and C.sub.3 -C.sub.
    Type: Grant
    Filed: July 13, 1989
    Date of Patent: March 31, 1992
    Assignee: Rhone-Poulenc Agrochimie
    Inventors: Philippe Desbordes, Michel Euvrard
  • Patent number: 5095019
    Abstract: There are described compounds of the formula ##STR1## where R.sub.1 is hydrogen, loweralkyl, arylloweralkyl or aryl;R.sub.2 when present is hydrogen, loweralkyl, arylloweralkyl; andR.sub.3 is hydrogen, loweralkyl, cycloalkyl or aryl;which compounds are useful as analgesics and topical antiinflammatory agents for the treatment of skin disorders.
    Type: Grant
    Filed: August 5, 1991
    Date of Patent: March 10, 1992
    Assignee: Hoechst-Roussel Pharmaceuticals Inc.
    Inventors: Richard C. Effland, Joseph T. Klein
  • Patent number: 5087755
    Abstract: A process for producing an aromatic amine under moderate conditions is provided wherein a catalyst higher in activity than conventional catalysts is used. Reduction of an aromatic nitro compound under a CO/H.sub.2 O system is conducted using a rhodium compound catalyst in the presence of an aqueous alkali solution such as aqueous sodium hydroxide solution. Alternatively, an aromatic nitro compound is reduced under a CO/H.sub.2 O system using a rhodium compound or a ruthenium compound catalyst in the presence of the aqueous alkali solution and additionally at least one compound of amine compounds, diamine compounds, phosphine compounds, phosphite compounds, and diphosphine compounds.
    Type: Grant
    Filed: November 15, 1989
    Date of Patent: February 11, 1992
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Kotohiro Nomura, Masaru Ishino
  • Patent number: 5087700
    Abstract: A novel process for producing hindered and unhindered primary amines represented by the formula RNH.sub.2 and R*NH.sub.2 in high yields from novel intermediates RBMe.sub.2 or R*BMe.sub.2 wherein R is an organo group, R* is a chiral organo group, attached to boron, B is boron and Me is methyl.
    Type: Grant
    Filed: March 26, 1990
    Date of Patent: February 11, 1992
    Assignee: Aldrich Chemical Company, Inc.
    Inventor: Herbert C. Brown
  • Patent number: 5059602
    Abstract: There are described compounds of the formula ##STR1## where R.sub.1 is hydrogen, loweralkyl, arylloweralkyl or aryl;R.sub.2 when present is hydrogen, loweralkyl, arylloweralkyl; andR.sub.3 is hydrogen, loweralkyl, cycloalkyl or aryl;which compounds are useful as analgesics and topical antiinflammatory agents for the treatment of skin disorders.
    Type: Grant
    Filed: August 27, 1990
    Date of Patent: October 22, 1991
    Assignee: Hoechst-Roussel Pharmaceuticals Inc.
    Inventors: Richard C. Effland, Joseph T. Klein
  • Patent number: 5057528
    Abstract: A series of novel aryloxyalkylamino - and arylaminoalkylamino-pyridine and imidazole compounds have been prepared, including their pharmaceutically acceptable salt, wherein the aryl moiety is further substituted by a sulphamoyl or sulphonylamino group or by a ureido or acylamino group located at the para-position of the ring with respect to the aforesaid alkylamino side chain. These compounds are useful in therapy as anti-arrhythmic agents and therefore, are of value in the treatment of various cardiac arrhythmias. Methods for preparing all these compounds from know starting materials are provided.
    Type: Grant
    Filed: August 23, 1990
    Date of Patent: October 15, 1991
    Assignee: Pfizer Inc.
    Inventors: Peter E. Cross, Roger P. Dickinson
  • 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: 5051430
    Abstract: This invention relates to 3-(1H-indazol-3-yl)-4-pyridinamines of the formula ##STR1## where R.sub.1 is hydrogen, loweralkyl, arylalkyl or acyl; R.sub.2 is hydrogen, loweralkyl or arylalkyl; R.sub.3 is hydrogen, loweralkyl or aryl and X is hydrogen, halogen, nitro or amino or the pharmaceutically acceptable addition salts thereof, and where applicable, the geometric and optical isomers and racemic mixtures thereof. The compounds of this invention are useful as analgesics and as topical antiinflammatory agents for the treatment of various dermatoses.
    Type: Grant
    Filed: September 10, 1990
    Date of Patent: September 24, 1991
    Assignee: Hoechst-Roussel Pharmaceuticals Incorporated
    Inventors: Richard C. Effland, Joseph T. Klein
  • Patent number: 5008276
    Abstract: Fungicidal compounds of the formula (I): ##STR1## and stereoisomers thereof, wherein K is oxygen or sulphur; Z is optionally substituted aryl or optionally substituted heteroaryl; X is O, S(O).sub.n, NR.sup.4, CR.sup.1 R.sup.2, CHR.sup.5, CO, CR.sup.1 (OR.sup.2), C.dbd.CR.sup.1 R.sup.2, CHR.sup.1 CHR.sup.2, CR.sup.1 .dbd.CR.sup.2, CHR.sup.1 CR.sup.2 .dbd.CH, C.dbd.C, OCHR.sup.1, CHR.sup.1 O, OCHR.sup.1 O, S(O).sub.n CHR.sup.1, S(O).sub.n CHR.sup.1 O, CHR.sup.1 S(O).sub.n, CHR.sup.1 OSO.sub.2, NR.sup.4 CHR.sup.1, CHR.sup.1 NR.sup.4, CO.sub.2, O.sub.2 C, SO.sub.2 O, OSO.sub.2, CO.CO, COCHR.sup.1, COCHR.sup.1 O, CHR.sup.1 CO, CHOH.CHR.sup.1, CHR.sup.1.CHOH, ##STR2## CONR.sup.4, OCONR.sup.4, NR.sup.4 CO, CSNR.sup.4, OCS.NR.sup.4, SCO.NR.sup.4, NR.sup.4 CO.sub.2, NR.sup.4 CS, NR.sup.4 CSO, NR.sup.4 COS, NR.sup.4 CONR.sup.4, S(O).sub.n NR.sup.4, NR.sup.4 S(O).sub.n, CS.sub.2, S.sub.2 C, CO.S, SCO, N.dbd.N, N.dbd.CR.sup.1, CR.sup.1 .dbd.N, CHR.sup.1 CHR.sup.2 CH(OH), CHR.sup.1 OCO, CHR.sup.1 SCO, CHR.sup.1 NR.sup.
    Type: Grant
    Filed: October 17, 1988
    Date of Patent: April 16, 1991
    Assignee: Imperial Chemical Industries PLC
    Inventors: John M. Clough, Christopher R. A. Godfrey, Stephen P. Heaney, Kenneth Anderton
  • Patent number: 5003069
    Abstract: In a Chichibabin amination of a nitrogen-containing heterocyclic base by sodamide in an organic solvent, the improvement comprising conducting the reaction under pressure of at least about 50 psi in the gas phase above the reaction mixture and adding ammonia to the mixture sufficient to produce a partial pressure of ammonia of at least about 5 psi in the gas phase. Preferred temperature and pressure ranges are disclosed, as are catalysts and other preferred steps for practicing the reaction. Significant results are obtained including improved and changed yields from those classically expected in Chichibabin aminations, including new compositions of matter in at least three cases.
    Type: Grant
    Filed: July 26, 1989
    Date of Patent: March 26, 1991
    Assignee: Reilly Industries, Inc.
    Inventors: Charles K. McGill, James J. Sutor
  • 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: 4996218
    Abstract: Compounds of the general formula (I) ##STR1## and physiologically acceptable salts and solvates thereof, which have .beta..sub.2 -adrenoreceptor stimulant activity. They may be used in the treatment of diseases associated with reversible airways obstruction, such as asthma and chronic bronchitis.In preferred embodiments, Q represents a chlorine atom or a trifluoromethyl group, X represents a C.sub.3-4 alkylene chain, Y a C.sub.1-5 alkylene chain, R, R.sup.1 and R.sup.2 are each preferably a hydrogen atom or a methyl group and Het represents a pyrimidinyl pyrazinyl, triazinyl, thiazolyl, quinolinyl, benzimidazolyl, benzothiazolyl, benzoxazolyl or pyridyl group.
    Type: Grant
    Filed: August 10, 1988
    Date of Patent: February 26, 1991
    Assignee: Glaxo Group Limited
    Inventor: Lawrence H. C. Lunts
  • Patent number: 4994087
    Abstract: Novel compounds with structures corresponding to the formula: ##STR1## in which n=0 or 1 and R.sup.1 is hydrogen, a C.sub.1 -C.sub.4 alkyl or hydroxyalkyl group, or an amino group, and salts of such compounds, are superior to previously known couplers for oxidation hair dyes to produce a variety of colors, especially reds, when used with standard developer components. With 2,4,5,6-tetraaminopyrimidine developer for example, these novel compounds produce red to brown hair colors and, with p-tolylenediamine developer, red to blue-violet hair colors.
    Type: Grant
    Filed: December 5, 1988
    Date of Patent: February 19, 1991
    Assignee: Henkel Kommanditgesellschaft auf Aktien
    Inventors: Guenther Konrad, Edgar Lieske
  • Patent number: 4970307
    Abstract: A process for formation of a base from a base precursor, which comprises decomposing the base precursor in the presence of a catalyst. The base precursor has the following formula (I) or (II):(R.sup.1 --C.tbd.C--CO.sub.2 H).sub.x .multidot.B (I)R.sup.2 (--C.tbd.C--CO.sub.2 H).sub.2 .multidot.B.sub.y (II)wherein R.sup.1 is a monovalent group selected from the group consisting of hydrogen, an alkyl group, a cycloalkyl group, an alkenyl group, an alkynyl group, an aryl group, a heterocyclic group, an aralkyl group, an acyl group, an alkoxycarbonyl group, carbamoyl, --CO.sub.2 M (M is an alkali metal) and --CO.sub.2 H.B, each of which may have one or more substituent groups; R.sup.
    Type: Grant
    Filed: August 13, 1987
    Date of Patent: November 13, 1990
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Keiji Takeda, Jiro Tsukahara, Kozo Sato
  • Patent number: 4960889
    Abstract: Amino-pyridinyl and pyrimidinyl intermediates have been synthesized.
    Type: Grant
    Filed: January 3, 1990
    Date of Patent: October 2, 1990
    Assignee: Fujisawa Pharmaceutical Co., Ltd.
    Inventors: Takao Takaya, Hisashi Takasugi, Takashi Masugi, Hideaki Yamanaka, Kohji Kawabata
  • Patent number: 4950302
    Abstract: A process for producing 2,5-diamino-6-nitropyridine derivatives having the general formula (I) ##STR1## wherein R.sup.1 to R.sup.4 represent hydrogen or the radicals alkyl, hydroxy alkyl, dihydroxy alkyl, alkoxy alkyl, alkoxy carbonyl, hydroxy- or chlorine-substituted alkoxy carbonyl, aminoalkyl and aminoalkyl substituted by alkyl or hydroxy alkyl groups, the alkyl groups in each case containing 1 to 4 carbon atoms or an oxazolidinone ring being formed by R.sup.1 and R.sup.2 and/or R.sup.3 and R.sup.4. The present invention also relates to novel 2,5-diamino-6-nitropyridine derivatives and to a hair dyeing agent containing 2,5-diamino-6-nitropyridine derivatives, which are direct nitro dyes coloring the hair yellow orange to blue violet and are physiologically harmless.
    Type: Grant
    Filed: April 6, 1989
    Date of Patent: August 21, 1990
    Assignee: Wella Aktiengesellschaft
    Inventors: Thomas Clausen, Eugen Konrad
  • Patent number: 4948898
    Abstract: The manufacture of 1-sulpho-2-oxazetidine derivatives of the formula ##STR1## in which Het is an optionally amino-substituted, 5- or 6-membered, aromatic heterocycle containing 1 or 2 nitrogen atoms and optionally also an oxygen or sulphur atom, R.sup.1 is hydrogen, lower alkyl, phenyl-lower alkyl, lower alkanoyl, lower alkoxycarbonyl, lower alkenyl-lower alkyl, lower alkoxycarbonyl-lower alkyl, phenyl-lower-alkoxycarbonyl-lower alkyl, nitrophenyl-lower-alkoxycarbonyl-lower alkyl or carboxy-lower alkyl and R.sup.2 is hydrogen, lower alkyl, lower alkenyl, lower alkynyl, lower alkoxycarbonyl, lower alkanoyloxy-lower alkyl, lower alkoxycarbonyl-lower alkenyl, hydroxyiminomethyl, lower alkoxyiminomethyl, carbamoyl, carbamoyl-lower alkenyl or carbamoyloxy-lower alkyl, the group .dbd.NOR.sup.
    Type: Grant
    Filed: February 28, 1989
    Date of Patent: August 14, 1990
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Andre Furlenmeier, Werner Hofheinz, Christian N. Hubschwerlen, Hans P. Isenring
  • Patent number: 4939262
    Type: Grant
    Filed: March 7, 1989
    Date of Patent: July 3, 1990
    Assignee: Bayer Aktiengesellschaft
    Inventors: Gerhard Bonse, Werner Hallenbach, Hans Lindel
  • Patent number: 4918067
    Abstract: The present invention provides a compound of formula (I) or a pharmaceutically acceptable salt or in-vivo hydrolysable ester thereof: ##STR1## wherein R.sup.1 is a 5 or 6 membered sulphur and/or nitrogen containing heterocyclic group substituted by an optionally protected amino group, with the proviso that R.sup.1 is not 2-aminothiazol-4-yl, and R is hydrogen; optionally substituted C.sub.1-12 alkyl; optionally substituted C.sub.2-12 alkenyl or alkynyl; carbocyclyl; aryl or heterocyclyl.These compounds have antibacterial properties, and therefore are of use in the treatment of bacterial infections in humans and animals caused by a wide range of organizations.
    Type: Grant
    Filed: July 22, 1987
    Date of Patent: April 17, 1990
    Assignee: Beecham Group p.l.c.
    Inventors: Brian C. Gasson, Michael J. Pearson
  • Patent number: 4889865
    Abstract: Mono, di and tri-esters of 1,8-dihydroxy-10-phenyl-9-anthrone or -9-anthranol have the formula ##STR1## wherein p is 0 or 1,(a) when p=0, t=1 and R.sub.2 represents hydrogen or --COR.sub.3,(b) when p=1, t=0 and R.sub.1 and R.sub.2 each independently represent hydrogen or --COR.sub.3,R.sub.3 represents linear or branched alkyl having 1-17 carbon atoms, cycloalkyl, phenyl or phenyl substituted by lower alkyl, lower alkoxy, halogen, a nitro function, --CF.sub.3 or a hydroxyl function, and mixtures of said esters. These esters are prepared by reacting 1,8-dihydroxy-10-phenyl-9-anthrone with an activated form of an acid. The esters are useful in human or veterinary medicine and in cosmetic compositions.
    Type: Grant
    Filed: February 21, 1989
    Date of Patent: December 26, 1989
    Assignee: Centre International de Recherches Dermatologiques C.I.R.D.
    Inventors: Braham Shroot, Gerard Lang, Jean Maignan, Serge Restle, Christopher Hensby, Michel Colin