Chalcogen Of -c(=x)x-, Wherein The X's Are The Same Or Diverse Chalcogens, Bonded Directly To The Carbocyclic Ring Of The Bicyclo Ring System Patents (Class 549/470)
  • Patent number: 11602148
    Abstract: A crystalline form of oxamyl is provided. The crystalline form of oxamyl is of formula (I): A crystal preparation process, the analyses of the crystal through various analytical methods, and using the crystalline form to prepare a stable agrochemical formulation is also provided. The use of various solvents towards the crystalline form preparation conditions is also provided.
    Type: Grant
    Filed: October 20, 2017
    Date of Patent: March 14, 2023
    Assignee: JIANGSU ROTAM CHEMISTRY CO., LTD
    Inventor: James Timothy Bristow
  • Patent number: 8809389
    Abstract: A composition comprising an alkynyl phenoxy compound of Formula (I) as a synergist and a pesticidal active ingredient is described, wherein R1 and R2, similar or different, are (C1-C4)alkyl or R1O— and R2O— together represent a group —O—CH2—O—, —O—CH(CH3)—O, —O—CH2—CH2—O—, —O—CH2—CH2—, R3 is (C1-C6)alkyl, (C3-C6)alkenyl or —B—(CH2—CH2—O)z-R6 where B is —CH2—O— or —O—, z is 0, 1 or 2 and R6 is (C1-C4)alkyl; R4 is hydrogen or methyl; R5 is hydrogen or methyl; x is an integer from 1 to 2; y is 0, 1 or 2; with the proviso that when R3 is —B—(CH2CH2—O)z-R6, y is 1 and 5-(propargyloxy)-benzo[1,3]dioxole is excluded.
    Type: Grant
    Filed: August 18, 2010
    Date of Patent: August 19, 2014
    Assignees: Endura S.p.A., Rothamsted Research Ltd.
    Inventors: Valerio Borzatta, Elisa Capparella, Leni Moroni, Graham Moores, Despina Philippou
  • Patent number: 8586743
    Abstract: The present disclosure is directed to a reactive ester agent capable of conjugating a reporter molecule to a carrier molecule or solid support. The reactive ester agent has the general formula: wherein the variables are described throughout the application.
    Type: Grant
    Filed: January 30, 2008
    Date of Patent: November 19, 2013
    Assignee: Life Technologies Corporation
    Inventors: Kyle Gee, Aleksey Rukavishnikov, Diane M. Witczak
  • Publication number: 20130245130
    Abstract: Provided herein are pure and isolated natural products and analogs thereof of Formula (I), (II), (III), and (IV), pharmaceutical compositions thereof, and methods of use, for example, for treating a bacterial infection. Further provided are methods useful in identifying an inhibitor of bacterial sugar fermentation in a bacterial strain, such as a compound (inhibitor) of Formula (I), (II), (III), or (IV): or a pharmaceutically acceptable salt thereof.
    Type: Application
    Filed: February 25, 2013
    Publication date: September 19, 2013
    Applicants: President and Fellows of Harvard College, Children's Medical Center Corporation
    Inventors: Paula I. Watnick, Patrick Ymele-Leki, Jon Clardy, Shugeng Cao
  • Patent number: 8519149
    Abstract: The present invention relates to tricyclic compounds of formula (I) or pharmaceutically acceptable salt thereof as mPGES-1 inhibitors. These compounds are inhibitors of the microsomal prostaglandin E synthase-1 (mPGES-1) enzyme and are therefore useful in the treatment of pain and/or inflammation from a variety of diseases or conditions, such as asthma, osteoarthritis, rheumatoid arthritis, acute or chronic pain and neurodegenerative diseases.
    Type: Grant
    Filed: October 28, 2011
    Date of Patent: August 27, 2013
    Assignee: Glenmark Pharmaceuticals S.A.
    Inventors: Laxmikant A. Gharat, Nagarajan Muthukaman, Lakshminarayana Narayana, Neelima Khairatkar-Joshi, Vidya G. Kattige
  • Publication number: 20120208874
    Abstract: A composition comprising an alkynyl phenoxy compound of Formula (I) as a synergist and a pesticidal active ingredient is described, wherein R1 and R2, similar or different, are (C1-C4)alkyl or R1O— and R2O— together represent a group —O—CH2—O—, —O—CH(CH3)—O, —O—CH2—CH2—O—, —O—CH2—CH2—, R3 is (C1-C6)alkyl, (C3-C6)alkenyl or —B—(CH2-CH2—O)z-R6 where B is —CH2—O— or —O—, z is 0, 1 or 2 and R6 is (C1-C4)alkyl; R4 is hydrogen or methyl; R5 is hydrogen or methyl; x is an integer from 1 to 2; y is 0, 1 or 2; with the proviso that when R3 is —B—(CH2CH2—O)z-R6, y is 1 and 5-(propargyloxy)-benzo[1,3]dioxole is excluded.
    Type: Application
    Filed: August 18, 2010
    Publication date: August 16, 2012
    Inventors: Valerio Borzatta, Elisa Capparella, Leni Moroni, Graham Moores, Despina Philippou
  • Patent number: 8071797
    Abstract: Compounds having the formula I wherein R1, R2, R3, R4, R5 and X are as defined herein are Hepatitis C virus NS5b polymerase inhibitors. Also disclosed are compositions and methods for treating an HCV infection and inhibiting HCV replication.
    Type: Grant
    Filed: February 12, 2009
    Date of Patent: December 6, 2011
    Assignee: Roche Palo Alto LLC
    Inventors: Sharada Shenvi Labadie, Clara Jeou Jen Lin, Francisco Xavier Talamas, Robert James Weikert
  • Publication number: 20090131688
    Abstract: The invention concerns a novel method for synthesis of 4-benzofuran-carboxylic acid or alkyl ester thereof. This method is characterized in that a reaction for aromatization of a compound of formula (II) is performed for the synthesis of the compound of formula (I), according to the scheme A2 below: wherein R independently represents hydrogen or a linear or branched C1-15 alkyl group. With the invention, it is possible to industrially synthesize 4-benzofuran-carboxylic acid or alkyl ester thereof with good yield and very good purity.
    Type: Application
    Filed: February 25, 2008
    Publication date: May 21, 2009
    Applicant: ZACH SYSTEM
    Inventors: Alain Burgos, Martine Maruani, Florence Perrin, Stephane Frein
  • Patent number: 7534475
    Abstract: A new liquid crystal compound comprises two condensed and substituted rings. The ring preferably is a five-membered heterocyclic ring. The heterocyclic ring is preferably condensed with benzene ring or an aromatic six-membered heterocyclic ring. The benzene ring or the aromatic six-membered heterocyclic ring is preferably substituted with a group comprising a cyclic structure and a chain structure. The liquid crystal compound is advantageously used in preparation of a thin phase retarder, such as a wide-ranged ?/4 plate, which gives inverse wavelength distribution. The phase retarder can be easily produced according to a simple process by using the new liquid crystal compound.
    Type: Grant
    Filed: March 8, 2005
    Date of Patent: May 19, 2009
    Assignee: Fujifilm Corporation
    Inventors: Hideyuki Nishikawa, Ryo Hamasaki, Atsuhiro Ohkawa
  • Publication number: 20090118357
    Abstract: Therefore the present invention relates specifically to the compounds of general formula (I), in which R1 and R2, which may be identical or different, are selected from the group comprising H, —CnH2n-1, a linear or branched alkyl group having from 1 to 6 carbon atoms, or together form an aromatic or aliphatic ring with 5 or 6 atoms; R3 is selected from —CO—CH3, —NHOH, —OH, —OR6 in which R6 is a linear or branched alkyl group having from 1 to 6 carbon atoms; R4 is selected from H, a linear or branched alkyl group having from 1 to 6 carbon atoms, phenyl, benzyl, —CF3 or —CF2CF3, vinyl or allyl; R5, R7, R8 are hydrogen atoms; or R3 and R4, R4 and R5, or R7 and R8 together form a ring, fused to the benzene, aromatic or aliphatic ring with 5 or 6 atoms comprising from 1 to 2 heteroatoms selected independently from the group comprising N, O, and use thereof in the medical field.
    Type: Application
    Filed: July 24, 2006
    Publication date: May 7, 2009
    Applicant: Giuliani International Limited
    Inventors: Giancarlo Naccari, Sergio Baroni
  • Patent number: 7122228
    Abstract: The invention relates to indanes having negative ?? of the formula Ia or Ib in which R, A, Z, X, Y, V, W, n and m are as defined in claim 1. The compounds are particularly suitable for producing VA-TFT displays.
    Type: Grant
    Filed: July 19, 2002
    Date of Patent: October 17, 2006
    Assignee: Merck Patent GmbH
    Inventors: Volker Reiffenrath, Michael Heckmeier, Matthias Bremer
  • Patent number: 6998407
    Abstract: Chemical compounds which are antagonists of Monocyte Chemoattractant Protein-1 (MCP-1) function, pharmaceutical compositions comprising these compounds, methods of treatment employing these compounds and compositions, and processes for preparing these compounds. The compounds are useful in the prevention or treatment of chronic or acute inflammatory or autoimmune diseases, especially those associated with aberrant lymphocyte or monocyte accumulation such as arthritis, asthma, atherosclerosis, diabetic nephropathy, inflammatory bowel disease, Crohn's disease, multiple sclerosis, nephritis, pancreatitis, pulmonary fibrosis, psoriasis, restenosis, and transplant rejection.
    Type: Grant
    Filed: November 18, 2003
    Date of Patent: February 14, 2006
    Assignees: Telik, Inc., Sanwa Kagaku Kenkyusho Co. Ltd.
    Inventors: Edgardo Laborde, Louise Robinson, Fanying Meng, Brian T. Peterson, Hugo O. Villar, Steven E. Anuskiewicz, Yoshiro Ishiwata, Shoji Yokochi, Yukiharu Matsumoto, Takuji Kakigami, Hideaki Inagaki, Takahito Jomori, Kouji Matsushima
  • Patent number: 6852854
    Abstract: The present invention is directed, in general, to a method for making high yields of functionalized cyclic or acyclic tertiary amine-containing compounds, termed active esters, the functionalized compounds themselves, and diagnostic or therapeutic systems incorporating such compounds. Ester groups are attached to all but one of its Nitrogen atoms of the tertiary amine-containing compound. Therefore, an active agent, in the presence of coupling agent, attaches to the remaining amine via a carboxylate group attached to the amine, to produce high yields of the active ester. The active ester is then combined with a biomolecule, to produce high yields of a bioconjugated product. A metal ion may be chelated to the bioconjugated product to produce a chelating agent for use in either diagnostic or therapeutic applications.
    Type: Grant
    Filed: October 1, 2002
    Date of Patent: February 8, 2005
    Assignee: PsiloQuest Inc.
    Inventors: Zoltan Kovacs, Dhurjati S. Mudigonda, A. Dean Sherry
  • Patent number: 6838557
    Abstract: The present invention is directed, in general, to a method for making high yields of functionalized cyclic or acyclic tertiary amine-containing compounds, termed active esters, the functionalized compounds themselves, and diagnostic or therapeutic systems incorporating such compounds. Ester groups are attached to all but one of its Nitrogen atoms of the tertiary amine-containing compound. Therefore, an active agent, in the presence of coupling agent, attaches to the remaining amine via a carboxylate group attached to the amine, to produce high yields of the active ester. The active ester is then combined with a biomolecule, to produce high yields of a bioconjugated product. A metal ion may be chelated to the bioconjugated product to produce a chelating agent for use in either diagnostic or therapeutic applications.
    Type: Grant
    Filed: October 1, 2002
    Date of Patent: January 4, 2005
    Assignee: Board of Regents The University of Texas System
    Inventors: Zoltan Kovacs, Dhurjati S. Mudigonda, A. Dean Sherry
  • Patent number: 6653340
    Abstract: The present invention is concerned with new compounds, and particularly those having a fused bicyclic ring substituted with an amidine moiety. These compounds are each potent inhibitors of Factor D of the alternate pathway of complement, C1s of the classical pathway of complement, Factors Xa, XIIa, VIIa and thrombin of the coagulation pathway, plasmin in the fibrinolytic pathway, and kallikrein and high molecular weight kininogen in the inflammatory pathways. These proteases, which have serine in their active site, are called serine proteases and they are pivotal to most of the processes of inflammation and coagulation. In fact, these various systems are interactive with one another and it is difficult to activate one pathway without it influencing the others.
    Type: Grant
    Filed: September 27, 2000
    Date of Patent: November 25, 2003
    Assignee: BioCryst Pharmaceuticals, Inc.
    Inventors: Yarlagadda S. Babu, J. Claude Bennett, Shri Niwas, R. Scott Rowland
  • Patent number: 6465508
    Abstract: Ortho-sulfonamido aryl hydroxamic acids are provided which are useful, inter alia, for the inhibition of matrix metalloproteinases and the treatment of conditions associated with overexpression of MMPs.
    Type: Grant
    Filed: February 23, 2001
    Date of Patent: October 15, 2002
    Assignee: Wyeth
    Inventors: Frances Christy Nelson, Arie Zask, James Ming Chen, Dominick Mobilio, Ramaswamy Nilakantan
  • Patent number: 6441196
    Abstract: Novel processes and intermediates useful in the preparation of 11-oxa prostaglandin analogs are disclosed.
    Type: Grant
    Filed: May 18, 2001
    Date of Patent: August 27, 2002
    Assignee: Alcon, Inc.
    Inventors: Pete Delgado, Raymond E. Conrow, William D. Dean, Michael S. Gaines
  • Patent number: 6342610
    Abstract: Thienyl-, furyl- and pyrrolyl-sulfonamides and methods for modulating or altering the activity of the endothelin family of peptides are provided. In particular, N-(isoxazolyl)thienylsulfonamides, N-(isoxazolyl)furylsulfonamides and N-(isoxazolyl)pyrrolylsulfonamides and methods using these sulfonamides for inhibiting the binding of an endothelin peptide to an endothelin receptor by contacting the receptor with the sulfonamide are provided. Methods for treating endothelin-mediated disorders by administering effective amounts of one or more of these sulfonamides or prodrugs thereof that inhibit or increase the activity of endothelin are also provided.
    Type: Grant
    Filed: November 7, 1997
    Date of Patent: January 29, 2002
    Assignee: Texas Biotechnology Corp.
    Inventors: Ming Fai Chan, Chengde Wu, Bore Gowda Raju, Timothy Kogan, Erik Joel Verner, Rosario Silvestre Castillo, Venkatachalapathi Yalamoori, Adam Kois, Vitukudi Narayanaiyengar Balaji
  • Patent number: 6069166
    Abstract: A compound, pharmaceutically acceptable salt thereof, or hydrate thereof having a PGD.sub.2 -antagonistic activity, and an inhibitory activity against infiltration of eosinophils, useful for treating mast cell dysfunction-associated diseases, such as systemic mastocytosis and disorder of systemic mast cell activation, as well as tracheal contraction, asthma, allergic rhinitis, allergic conjunctivitis, urticaria, ischemic reperfusion injury, inflammation and atopic dermatitis, which is shown by the formula (I): ##STR1## is provided.
    Type: Grant
    Filed: May 28, 1999
    Date of Patent: May 30, 2000
    Assignee: Shionogi & Co., Ltd.
    Inventors: Tsunetoshi Honma, Yoshiharu Hiramatsu, Akinori Arimura
  • Patent number: 5968908
    Abstract: The invention is novel analogs of 9-cis-retinoic acid which are useful for the treatment and prevention of coronary artery disease and to protect against premature atherosclerosis by increasing HDL levels. The invention includes processes for preparing the novel 9-cis-retinoic acid analogs.
    Type: Grant
    Filed: November 14, 1995
    Date of Patent: October 19, 1999
    Assignee: American Cyanamid Company
    Inventors: Joseph William Epstein, Feng Ling Qing, Gary Harold Birnberg, Adam Matthew Gilbert
  • Patent number: 5919955
    Abstract: The present invention relates to a process for the generation of a plurality of different benzofuran derivatives, and to the use of said benzofuran derivatives to search for novel classes of compounds and individual compounds possessing selected properties for pharmaceutical applications.
    Type: Grant
    Filed: January 13, 1998
    Date of Patent: July 6, 1999
    Assignee: Pharmacia & Upjohn S.p.A.
    Inventors: Daniele Fancelli, Dino Severino, Maria Chiara Fagnola, Angelo Bedeschi
  • Patent number: 5750564
    Abstract: Compounds having anti-inflammatory and anti-oxidant activity are disclosed. The compounds are useful in preventing and treating inflammatory disorders through several mechanisms. Methods of treatment employing these properties of the compounds and corresponding pharmaceutical compositions are disclosed.
    Type: Grant
    Filed: September 12, 1995
    Date of Patent: May 12, 1998
    Inventors: Mark Hellberg, Pete Delgado, Jon C. Nixon
  • Patent number: 5739396
    Abstract: Ligands useful for transition metal catalyzed bond forming reactions are provided with a metal binding portion having at least one metal binding moiety ##STR1## wherein Ar and Ar' each is an aryl or a heteroaryl. These ligands may be prepared by providing an aromatic carboxylic acid having a diarylphosphino or diheteroarylphosphino substituent on the aromatic ring, and forming an ester or an amide derivative of the carboxylic acid by coupling with a chiral diol or a chiral diamine. The ligands facilitate, for example, flexible strategies for enantiocontrolled construction of five membered carbocyclic rings with varying substitution patterns and high enantioselectivity.
    Type: Grant
    Filed: June 7, 1995
    Date of Patent: April 14, 1998
    Assignee: Stanford University
    Inventors: Barry M. Trost, David L. Van Vranken, Richard C. Bunt
  • Patent number: 5733476
    Abstract: A mesomorphic compound of the formula (I) having a coumaran skeleton is suitable as a component for a liquid crystal composition providing improved response characteristics. A liquid crystal device is constituted by disposing the liquid crystal composition between a pair of electrode plates. The liquid crystal device is used as a display panel constituting a display apparatus providing good display characteristics.
    Type: Grant
    Filed: February 29, 1996
    Date of Patent: March 31, 1998
    Assignee: Canon Kabushiki Kaisha
    Inventors: Takao Takiguchi, Takashi Iwaki, Takeshi Togano, Yoko Yamada, Shinichi Nakamura
  • Patent number: 5705507
    Abstract: This invention relates to the fields of pharmaceutical and organic chemistry and provides novel 3-benzyl-benzofurans which are .alpha.-substituted with ether, thioether, amino, hydrazino, cyano or halo that are useful for the treatment of the various medical indications associated with post-menopausal syndrome, as well as estrogen dependent diseases including cancer of the breast, uterus and cervix. The present invention further relates to intermediate compounds and processes useful for preparing the pharmaceutically active compounds of the present invention, and pharmaceutical compositions.
    Type: Grant
    Filed: September 29, 1995
    Date of Patent: January 6, 1998
    Assignee: Eli Lilly and Company
    Inventor: Brian S. Muehl
  • Patent number: 5635107
    Abstract: Fluorine-containing five-membered ring compounds of the formula IR.sup.1 -(A.sup.1 -Z.sup.1).sub.m -A.sup.2 -Z.sup.2 -W Iin whichW is ##STR1## is a cyclohexane, cyclohexene or phenyl,Y.sup.1 is O or S,Y.sup.2 is (a) O, S, C.dbd.O or fluoroalkyl,Y.sup.3 is (a) N, CH or CF,Q is C.dbd.O, CHF, CF.sub.2, CHR.sup.2 or CFR.sup.2Q' is CF or CR.sup.2,R.sup.2 is C.sub.1-15 -alkyl, optionally at least mono-substituted by F,X is H, F or Cl,R.sup.1 H or hydrocarbyl,A.sup.1 and A.sup.2 are a carbocyclic, aromatic or heterocyclic radicalZ.sup.1 and Z.sup.2 are --CO--O, --O--CO--, --CH.sub.2 O--, --O--CH.sub.2 --, --CH.sub.2 CH.sub.2 --, --CH.dbd.CH--, --C.ident.C-- or a single bond, andm is 0, 1 or 2, and liquid-crystalline media containing same.
    Type: Grant
    Filed: January 8, 1993
    Date of Patent: June 3, 1997
    Assignee: Merck Patent Gesellschaft mit beschrankter Haftung
    Inventors: Ekkehard Bartmann, Georg Weber
  • Patent number: 5627205
    Abstract: New substituted phenoxyisobutyric acids and esters that can be used as medicaments and correspond to the formula: ##STR1## wherein X, A, R, R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.6, R.sub.7 and Z are as defined in the description.Those compounds and their physiologically tolerable salts can be used therapeutically.
    Type: Grant
    Filed: August 3, 1995
    Date of Patent: May 6, 1997
    Assignee: Adir Et Compagnie
    Inventors: Gilbert Regnier, Claude Guillonneau, Jean-Paul Vilaine, Albert Lenaers, Christine Breugnot
  • Patent number: 5489603
    Abstract: An insecticidal composition containing a guanidine derivative of the formula: ##STR1## wherein R.sup.1 is an optionally substituted homocyclic or heterocyclic group, n is 0 or 1, R.sup.2 is a hydrogen atom or an optionally substituted hydrocarbon group, R.sup.3 is a primary, secondary or tertiary amino group, X is an electron attractive group such as nitro or trifluoroacetyl group, provided that when n is 0, R.sup.1 is an optionally substituted heterocyclic group or a salt thereof.
    Type: Grant
    Filed: July 15, 1993
    Date of Patent: February 6, 1996
    Assignee: Takeda Chemical Industries, Ltd.
    Inventors: Hideki Uneme, Koichi Iwanaga, Noriko Higuchi, Isao Minamida, Tetsuo Okauchi
  • Patent number: 5470999
    Abstract: Compounds of Formula 1 ##STR1## where R.sub.1 -R.sub.5 are hydrogen, lower alkyl of 1-6 carbons, or halogen; A is (CH.sub.2).sub.n where n is 0-5, lower branched chain alkyl having 3-6 carbons, cycloalkyl having 3-6 carbons, alkenyl having 2-6 carbons and 1 or 2 double bonds, alkynyl having 2-6 carbons and 1 or 2 triple bonds; B is hydrogen, COOH or a pharmaceutically acceptable salt thereof, COOR.sub.8, CONR.sub.9 R.sub.10, --CH.sub.2 OH, CH.sub.2 OR.sub.11, CH.sub.2 OCOR.sub.11, CHO, CH(OR.sub.12).sub.2, CHOR.sub.13 O, --COR.sub.7, CR.sub.7 (OR.sub.12).sub.2, or CR.sub.7 OR.sub.13 O, where R.sub.7 is an alkyl, cycloalkyl or alkenyl group containing 1 to 5 carbons, R.sub.8 is an alkyl group of 1 to 10 carbons, or a cycloalkyl group of 5 to 10 carbons, or R.sub.8 is phenyl or lower alkylphenyl, R.sub.9 and R.sub.10 independently are hydrogen, an alkyl group of 1 to 10 carbons, or a cycloalkyl group of 5-10 carbons, or phenyl or lower alkylphenyl, R.sub.11 is lower alkyl, phenyl or lower alkylphenyl, R.sub.
    Type: Grant
    Filed: December 30, 1993
    Date of Patent: November 28, 1995
    Assignee: Allergan, Inc.
    Inventor: Roshantha A. Chandraratna
  • Patent number: 5451605
    Abstract: Compounds of the formula ##STR1## where R.sub.1 -R.sub.5 are hydrogen, lower alkyl of 1-6 carbons, or halogen; A is (CH.sub.2).sub.n where n is 0-5, lower branched chain alkyl having 3-6 carbons, cycloalkyl having 3-6 carbons, alkenyl having 2-6 carbons and 1 or 2 double bonds, alkynyl having 2-6 carbons and 1 or 2 triple bonds; B is hydrogen, COOH or a pharmaceutically acceptable salt thereof, COOR.sub.8, CONR.sub.9 R.sub.10, --CH.sub.2 OH, CH.sub.2 OR.sub.11, CH.sub.2 OCOR.sub.11, CHO, CH(OR.sub.12).sub.2, CHOR.sub.13 O, --COR.sub.7, CR.sub.7 (OR.sub.12).sub.2, or CR.sub.7 OR.sub.13 O, where R.sub.7 is an alkyl, cycloalkyl or alkenyl group containing 1 to 5 carbons, R.sub.8 is an alkyl group of 1 to 10 carbons, or a cycloalkyl group of 5 to 10 carbons, or R.sub.8 is phenyl or lower alkylphenyl, R.sub.9 and R.sub.10 independently are hydrogen, an alkyl group of 1 to 10 carbons, or a cycloalkyl group of 5-10 carbons, or phenyl or lower alkylphenyl, R.sub.11 is lower alkyl, phenyl or lower alkylphenyl, R.sub.
    Type: Grant
    Filed: December 30, 1993
    Date of Patent: September 19, 1995
    Assignee: Allergan, Inc.
    Inventors: Roshantha A. Chandraratna, Richard L. Beard
  • Patent number: 5403953
    Abstract: Compound of formula (I): ##STR1## in which: R.sub.1 represents halogen, or hydroxy, alkyl, alkoxy, cyano, amino, mercapto, alkylthio or phenoxy,R.sub.2 and R'.sub.2 represent two hydrogen when the ring is unsaturated, or alternatively identical or different, represent hydrogen or halogen, or hydroxy, alkyl, alkoxy, cyano, amino or oxo when the ring is saturated,R.sub.3 represents any one of the following groups: ##STR2## in which: m represents 1, 2 or 3,X represents oxygen or sulfur or N-R, R.sub.5 or R.sub.6, which are identical or different, represent hydrogen or alkyl or trifluoromethyl or form (C.sub.3 -C.sub.6) cycloalkyl,n represents 0, 1 or 2,R.sub.7 represents hydroxy, alkoxy, amino, or --O--CH.sub.2 --CO--NRR',R.sub.4 represents hydrogen or halogen or alkyl, alkoxy or trihaloalkyl.
    Type: Grant
    Filed: November 23, 1993
    Date of Patent: April 4, 1995
    Assignee: Adir et Compagnie
    Inventors: Guillaume de Nanteuil, Michel Vincent, Christine Lila, Jacqueline Bonnet, Armel Fradin
  • Patent number: 5391819
    Abstract: Disclosed herein is a process of making chiral 2-aryl-1,4-butanediamine derivatives useful as neurokinin-A antagonists of Formula 7 ##STR1##
    Type: Grant
    Filed: September 30, 1992
    Date of Patent: February 21, 1995
    Assignee: Merck & Co., Inc.
    Inventors: Paul E. Finke, Jeffrey J. Hale, Malcolm Maccoss, Sander G. Mills
  • Patent number: 5387702
    Abstract: A process for the preparation of carbofuran which is used as an insecticide. Carbofuran is the N-methylcarbamate of 7-benzofuranol. Carbofuran is prepared by reacting catechol with beta methallyl halide or the alcohol in the presence of a catalyst composite containing a heteropoly acid and reacting the 7-hydroxy 2, 3, dihydro-2, 2, dimethyl benzofuranol thus obtained with methyl isocyanate or with phosgene and methylamine to obtain carbofuran.
    Type: Grant
    Filed: September 29, 1993
    Date of Patent: February 7, 1995
    Assignee: Council of Scientific And Industrial Research
    Inventors: Gopinathan Changaramponnath, Gopinathan Sarada, Mitra R. Baran, Ratnasamy Paul
  • Patent number: 5332841
    Abstract: A process for the production of 2,3-dihydro-2,2-dimethyl-7-benzofuranyl chloroformate which comprises treating 2,3-dihydro-2,2-dimethyl-7-benzofuranol and phosgene in a water immiscible organic medium with aqueous base and removing aqueous phase from the organic phase during the process.
    Type: Grant
    Filed: June 30, 1993
    Date of Patent: July 26, 1994
    Assignee: FMC Corporation
    Inventor: Harry W. Weber, Jr.
  • Patent number: 5126364
    Abstract: The compound (R) (-)-4-amino-5-chloro-N-(2-pyrrolidinylmethyl)-2,3-dihydrobenzo[b]furan-7-c arboxamide; the S isomer thereof, and pharmaceutical compositions containing the same.
    Type: Grant
    Filed: September 14, 1990
    Date of Patent: June 30, 1992
    Assignee: Erbamont, Inc.
    Inventors: Daniel Lednicer, Jung-Hui Sun
  • Patent number: 5114966
    Abstract: The herein-described invention concerns new 2,3-dihydro-5-oxy-4,6,7-trimethylbenzofuranes 2-(RS)-substituted, the synthesis procedure and the relative therapeutic use as antioxidizing and radical-scavenging pharmaceuticals with mucoregulation and anti-ischemic properties.
    Type: Grant
    Filed: August 6, 1990
    Date of Patent: May 19, 1992
    Assignee: Biomedica Foscama Industria Chimico-Farmaceutica S.p.A.
    Inventors: Romolo Scuri, Mario Brufani, Stefano Ceccarelli, Patrizia De Vellis, Patrizia Giannetti, Agnese Paesano, Sergio Zanarcella
  • Patent number: 5091533
    Abstract: Compounds of the formula: ##STR1## where R.sup.2 contains certain aryls or heteroaryls are effective leukotriene inhibitors.
    Type: Grant
    Filed: March 12, 1990
    Date of Patent: February 25, 1992
    Assignee: Merck Frosst Canada, Inc.
    Inventors: Patrice C. Belanger, Claude Dufresne, Brian Fitzsimmons, deceased, Maryann Fitzsimmons, Heir, Yvan Guindon, Cheuk K. Lau, Joshua Rokach, John Schiegetz, Michel Therien, Robert N. Young
  • Patent number: 5077423
    Abstract: S-(N-alkoxycarbonyl, N-substituted)amino methyl isothiourea derivative, which is a useful intermediate for the production of 1,3,5-thiadiazine-4-one derivative, is disclosed. The above compound can be produced by reacting the carbamate compound of the formula(II) with the thiourea compound of the formula(III).
    Type: Grant
    Filed: August 8, 1989
    Date of Patent: December 31, 1991
    Assignee: Korea Research Institute of Chemical Technology
    Inventors: Dae-Whang Kim, Sung-Yeap Hong, Jae-Wook Ryu, Jae-Chun Woo
  • Patent number: 5066819
    Abstract: The invention relates to a process for the preparation of aryl esters of N-alkyl carbamic acids. The process comprises reacting an alkyl N-alkyl carbamate of the general formula:R.sub.1 --NH--COO--R.sub.3wherein R.sub.1 and R.sub.3 are both alkyl groups, with a substituted phenol in the presence of a halogen-containing phosphorous compound to produce an aryl ester of N-alkyl carbamic acid having the general formula:R.sub.1 --NH--COO--R.sub.2wherein R.sub.1 is an alkyl group and R.sub.2 is an aryl group derived from the substituted phenol. In a preferred embodiment of the invention, the process is used for the preparation of aryl esters of N-methyl carbamic acid.
    Type: Grant
    Filed: March 20, 1990
    Date of Patent: November 19, 1991
    Assignee: Council of Scientific & Industrial Research
    Inventors: Gurunath H. Kulkarni, Rajan H. Naik, Srinivasachari Rajappa
  • Patent number: 5041568
    Abstract: The present invention relates to (RS)-2-(2,3-dihydro-5-hydroxy-4-,6-trimethylbenozfuranyl) acetic acids and 2-(2,3-dihydro-5-acyloxy-4-,6,7-trimethylbenzofuranyl) acetic acids and esters thereof, the process for producing them and their relevant therapeutical use as mucoregulators and antio-ischemic agents.
    Type: Grant
    Filed: September 17, 1990
    Date of Patent: August 20, 1991
    Assignee: Biomedica Foscama Industria Chimico-Farmaceutica S.p.A.
    Inventors: Mario Brufani, Stefano Ceccarelli, Patrizia Giannetti, Agnese Paesano, Romolo Scuri, Sergio Zanarella
  • Patent number: 5021590
    Abstract: A process is provided for the preparation of N-alkyl-carbamates by directly reacting low-molecular weight alkyl-isocyanates, in particular methyl isocyanate, and a substituted phenolic precursor in solution in the presence of a basic catalyst compound selected from the class of bicyclic amidines or bicyclic guanidines.
    Type: Grant
    Filed: February 22, 1990
    Date of Patent: June 4, 1991
    Assignee: Enichem Synthesis SpA
    Inventors: Franco Mizia, Franco Rivetti, Ugo Romano
  • Patent number: 4983779
    Abstract: An improved process for the preparation of vinyl ethers by the coupling reaction of an ester of the formula ##STR1## with a carbonyl containing compound of the formula ##STR2## wherein A and R are passive organic groups and OY is a hydroxyl group or OP where P is a protecting group is described. The ester and the carbonyl containing compound are reacted in an organic solvent with a titanium salt, a metallic reducing agent and an amine base to provide the vinyl ether. The reaction is safe and produces high yields. The vinyl ethers are useful for producing dioxetanes which produce light upon triggering.
    Type: Grant
    Filed: December 14, 1989
    Date of Patent: January 8, 1991
    Assignee: The Board of Governors of Wayne State University
    Inventor: Arthur P. Schaap
  • Patent number: 4978761
    Abstract: The present invention relates to a compound of the formula: ##STR1## wherein R.sup.1 is hydrogen or a lower alkyl; R.sup.2 is methyl which is substituted by a carboxy, alkoxycarbonyl, cyano, halogen, aryl or heterocyclic group of C.sub.2-15 chain hydrocarbon residue having no lower alkyl at the .alpha.-position which may be substituted by a carboxy, alkoxycarbonyl, cyano, halogen, aryl or heterocyclic group; R.sup.3 is a lower alkyl; R.sup.4 is hydrogen or acyl; and R.sup.5 and R.sup.6 each is a lower alkyl or lower alkoxy, or R.sup.5 and R.sup.6 combinedly are butadienylene or a salt thereof.The compound (I) of the present invention has a strong 5- and 12-lipoxygenase inhibiting action, is of high safety and is useful as, among others, an agent for ameliorating dysfunction circulatory system, an anti-allergic agent and a pharmaceutical agent for central nervous system.
    Type: Grant
    Filed: June 9, 1989
    Date of Patent: December 18, 1990
    Assignee: Takeda Chemical Industries, Ltd.
    Inventors: Giichi Goto, Shigenori Ohkawa, Naohisa Fukuda
  • Patent number: 4966896
    Abstract: An insecticide having high insecticidal activities against various harmful insects, which is low in toxicity to warm-blooded animals and fishes to be used safely. The insecticide comprises a derivative of 2,3-dihydro-2,2-dimethylbenzofuran-7-yl N-(substituted sulfonylcarbamoyl)-N-methylcarbamate represented by the general formula: ##STR1## wherein X stands for a halogen atom; --NHR where R is an alkyl group, cycloalkyl group, lower alkenyl group, lower alkynyl group or ##STR2## (where Z is a hydrogen atom, halogen atom, alkyl group, alkoxy group or alkoxycarbonyl group), aralkyl group, a 5-member or 6-member heterocyclic group, or an alkoxy group.
    Type: Grant
    Filed: June 21, 1989
    Date of Patent: October 30, 1990
    Assignee: Agro-Kanesho Company, Ltd.
    Inventors: Nobuo Onodera, Katsumi Nanjo, Akinori Kariya, Kiyoshi Kanase
  • Patent number: 4966973
    Abstract: The present invention relates to a compound of the formula ##STR1## wherein R.sup.1 stands for hydrogen or a lower alkyl; n denotes an integer of 1 to 6; X stands for an optionally oxidized sulphur atom, oxygen atom or an optionally substituted imino; R.sup.2 stands for methyl or an organic residual group bonded through methylene, methine a quaternary carbon; R.sup.3 stands for a lower alkyl; R.sup.4 stands for hydrogen or acyl; R.sup.5 and R.sup.6 each stand for a lower alkoxy or a lower alkyl, or R.sup.5 and R.sup.6 combinedly stand for butadienylene, and salts thereof.The compound (I) of the present invention has a strong 5-lipoxygenase inhibiting action, is of high safety and is useful as, among others, an agent for ameliorating dysfunction of circulatory system, an anti-allergic agent and a pharmaceutical agent for central nervous system.
    Type: Grant
    Filed: June 9, 1989
    Date of Patent: October 30, 1990
    Assignee: Takeda Chemical Industries, Ltd.
    Inventors: Giichi Goto, Shigenori Ohkawa, Naohisa Fukuda
  • Patent number: 4912131
    Abstract: 4,7-Diacyloxybenzofuran derivatives of Formula I, are disclosed. These compounds are useful as inhibitors of mammalian leukotriene biosynthesis. As such, these compounds are useful therapeutic agents for treating allergic conditions, asthma, cardiovascular disorders, inflammation, psoriasis and allergic conjunctivitis. The compounds are also useful as analgesics and as cytoprotective agents.
    Type: Grant
    Filed: October 11, 1988
    Date of Patent: March 27, 1990
    Assignee: Merck Frosst Canada, Inc.
    Inventors: Julian Adams, Yvan Guindon
  • Patent number: 4863958
    Abstract: Benzofuran derivatives, pharmaceutical compositions and methods of treatment are disclosed. These compounds are useful as inhibitors of mammalian leukotriene biosynthesis. As such, these compounds are useful therapeutic agents for treating allergic conditions, asthma, cardiovascular disorders, inflammation. The compounds ar also useful as analgesics and as cytoprotective agents.
    Type: Grant
    Filed: April 20, 1988
    Date of Patent: September 5, 1989
    Assignee: Merck Frosst Canada, Inc.
    Inventors: Patrice C. Belanger, John Scheigetz, Joshua Rokach
  • Patent number: 4857516
    Abstract: A compound of the formula ##STR1## wherein R is a lower alkyl group, R.sup.0 is hydrogen or an acyl group, R.sup.1 and R.sup.2 are lower alkyl groups which may optionally be substituted or wherein R.sup.1 and R.sup.2 are combined to form a butadienylene group which may optionally be substituted, R.sup.3 and R.sup.4 are hydrogen or alkyl groups which may optionally be substituted or wherein R.sup.3 and R.sup.4 are combined to form a polymethylene group, and R.sup.5 is a lower alkyl, aromatic or heterocyclic group which may optionally be substituted or a pharmaceutically acceptable salt thereof, exerts cardiovascular system improving action and antiallergic action and can be used as pharmaceutics, e.g. antithromotics, antiallergic agents etc.
    Type: Grant
    Filed: December 22, 1987
    Date of Patent: August 15, 1989
    Assignee: Takeda Chemical Industries, Ltd.
    Inventors: Shinji Terao, Yoshitaka Maki
  • Patent number: 4800228
    Abstract: 4,7-Diacyloxybenzofuran derivatives of Formula I, are disclosed. These compounds are useful as inhibitors of mammalian leukotriene biosynthesis. As such, these compounds are useful therapeutic agents for treating allergic conditions, asthma, cardiovascular disorders, inflammation, psoriasis and allergic conjunctivitis. The compounds are also useful as analgesics and as cytoprotective agents.
    Type: Grant
    Filed: June 18, 1987
    Date of Patent: January 24, 1989
    Assignee: Merck Frosst Canada, Inc.
    Inventors: Julian Adams, Yvan Guindon
  • Patent number: 4788217
    Abstract: The invention relates to new compounds of the Formula I ##STR1## wherein R.sup.2 stands for hydrogen or C.sub.1-4 alkyl; andR.sup.3 represents C.sub.1-4 alkyl or a group of the Formula R.sup.4 --(CH.sub.2).sub.n -- wherein n is 1 or 2;R.sup.4 represents C.sub.1 to C.sub.4 alkoxy-carbonylor a group of the Formula II ##STR2## and R.sup.6 and R.sup.7 stand for hydrogen or C.sub.1-4 alkoxy; orR.sup.2 and R.sup.3 together may form a group of the Formula --(CH.sub.2).sub.2 --O--CH.sub.2).sub.2 -- with the proviso that R.sup.2 and R.sup.3 do not both stand for methyl, and salts thereof and a process for the preparation of the same.
    Type: Grant
    Filed: July 21, 1986
    Date of Patent: November 29, 1988
    Assignee: Chinoin Gyogyszer es Vegyeszeti Termekek Gyara Rt.
    Inventors: Grorgy Lanyi, Lajos Nagy, Eva Somfai, Valeria Denes nee Lustig, Erzsebet Radvany nee Hegedos, Leszloo Pap, Tamas Detre, Andras Szego, Maria Visnyovszky neee Bvez