Alicyclic Polycarboxylic Acid Moiety Patents (Class 560/127)
  • Publication number: 20030181743
    Abstract: A process for the preparation of alkylidene substituted succinates comprising a step (a) in which is carried out the reaction of a carbonilic compound, a succinic and a base in a reaction medium and a step (b) in which the alkylidene substituted product obtained in (a) is esterified, characterized in that the succinic ester is used in a molar amount substantially equal to, or lower than, the amount of compound carbonilic compound, (ii) the base is used in a molar amount substantially equal to the succinic ester and is selected from metal hydrides and metal and alkoxides, and (iii) the reaction medium comprises an aprotic liquid medium or a protic liquid medium having a Ka, measured in water, lower than that of iPrOH.
    Type: Application
    Filed: February 5, 2003
    Publication date: September 25, 2003
    Inventors: Giampiero Morini, Yuri Gulevich, Marco Fachini, Giansiro Prini, Antonio Cristofori
  • Patent number: 6620954
    Abstract: Disclosed are novel phosphinometallocenylamides that are useful as ligands for asymmetric catalysis. The novel ligands, which are readily modifiable, contain both a phosphine and an amide functionality linked by a metallocene backbone. In addition, the novel compounds are phosphine-amides derived from a phosphine-amine, rather than a phosphine-carboxylic acid. Further, described herein are both processes to make the novel ligands as well as processes that employ such ligands in a catalytically active composition comprising one or more phosphinometallocenylamide compounds in complex association with one or more Group VIb or Group VIII metals to provide chiral products. Further, we describe exemplary catalyst complexes incorporating the novel ligands.
    Type: Grant
    Filed: March 25, 2002
    Date of Patent: September 16, 2003
    Assignee: Eastman Chemical Company
    Inventor: Neil Warren Boaz
  • Patent number: 6599971
    Abstract: Compounds and compositions comprising specific metal salts of hexahydrophthalic acid (HHPA) in order to provide highly desirable properties within thermoplastic articles are provided. The inventive HHPA derivatives are useful as nucleating and/or clarifying agents for such thermoplastics, are practical and easy to handle. Such compounds provide excellent crystallization temperatures, stiffness, and acid scavenger compatibility within target polyolefins. Also, such compounds exhibit very low hygroscopicity and therefore excellent shelf stability as powdered or granular formulations. Thermoplastic additive compositions and methods of producing polymers with such compounds are also contemplated within this invention.
    Type: Grant
    Filed: March 29, 2001
    Date of Patent: July 29, 2003
    Assignee: Milliken & Company
    Inventors: Darin L. Dotson, X. Edward Zhao
  • Patent number: 6580003
    Abstract: The present invention relates to methods for the synthesis of chiral non-racemic products, e.g., enantiomerically-enriched hemiesters, from prochiral starting materials, e.g., meso anhydrides. The present invention also relates to catalysts for the aforementioned methods, and methods for synthesizing these catalysts.
    Type: Grant
    Filed: April 3, 2001
    Date of Patent: June 17, 2003
    Assignee: Brandeis University
    Inventors: Li Deng, Yonggang Chen, Shikai Tian
  • Patent number: 6521780
    Abstract: The invention relates to cycloalkyl derivatives, a process for their preparation and their use.
    Type: Grant
    Filed: September 14, 1998
    Date of Patent: February 18, 2003
    Assignee: BASF Aktiengesellschaft
    Inventors: Lutz F. Tietze, Adrian Steinmetz
  • Patent number: 6515165
    Abstract: In a process of the present invention for producing a bridged cyclic polycarboxylic acid t-butyl ester, a bridged cyclic polycarboxylic halide of following Formula (1): (wherein ring Z is a bridged cyclic carbon ring; X is a halogen atom; and m denotes an integer of 2 or more, where ring Z may have a substituent) is allowed to react with t-butyl alcohol or its alkali metal salt to thereby yield an ester of following Formula (2): (wherein tBu is a t-butyl group; and ring Z and m have the same meanings as defined above.) This process can commercially efficiently produce a bridged cyclic polycarboxylic acid t-butyl ester. The compound of Formula (1) can be prepared by allowing a bridged cyclic polycarboxylic acid of following Formula (3): (wherein ring Z is a bridged cyclic carbon ring; and m denotes an integer of 2 or more, where ring Z may have a substituent) to react with a halogenating agent.
    Type: Grant
    Filed: July 24, 2001
    Date of Patent: February 4, 2003
    Assignee: Daicel Chemical Industries, Ltd.
    Inventors: Keizo Inoue, Shinya Nagano, Tomohide Ina
  • Publication number: 20030009051
    Abstract: The invention relates to a process for preparing cyclohexanedicarboxylic esters (hexahydrophthalic diesters) by esterifying the corresponding benzenedicarboxylic acids and immediately hydrogenating the esterification mixture in the presence of nickel catalysts.
    Type: Application
    Filed: June 3, 2002
    Publication date: January 9, 2003
    Inventors: Hans Bohnen, Thomas Klein, Klaus Bergrath
  • Patent number: 6500979
    Abstract: Catalytic multiphase reactions are conducted by a process, comprising: conducting the catalytic multiphase reactions in a tube reactor, wherein the catalyst is present in the continuous phase and at least one starting material is present in a dispersed phase and the loading factor B of the tube reactor is equal to or greater than 0.8.
    Type: Grant
    Filed: May 31, 2000
    Date of Patent: December 31, 2002
    Assignee: Oxeno Olefinchemie GmbH
    Inventors: Klaus-Diether Wiese, Paul Olbrich
  • Patent number: 6489504
    Abstract: A malic acid or oxalacetic acid derivative is represented by the following formula (1): wherein ring Z is an alicyclic carbon ring; each of Ra and Rb is independently a hydrogen atom, a metal atom, or an organic group; and Y is a hydroxyl group or an oxygen atom, where ring Z is a bridged carbon ring or a monocyclic carbon ring having eight or more members when Y is an oxygen atom. The alicyclic carbon ring includes, for example, cyclooctane ring and adamantane ring. This compound is a novel malic acid derivative having an alicyclic group bonded to a carbon atom at the 3-position, or a novel oxalacetic acid derivative having a specific alicyclic group bonded to a carbon atom at the 3-position.
    Type: Grant
    Filed: March 9, 2001
    Date of Patent: December 3, 2002
    Assignee: Daicel Chemical Industries, Ltd.
    Inventors: Yasutaka Ishii, Tatsuya Nakano
  • Patent number: 6479627
    Abstract: An object of the present invention is to provide an aqueous solution of lactoferrin which can be preserved for a long period of time. The aqueous preparation according to the present invention is an aqueous preparation which is characterized by containing a polyvalent inorganic or organic acid or a salt thereof whereby stability of lactoferrin is improved and is an aqueous preparation in which concentration of the polyvalent inorganic or organic acid or a salt thereof is 0.005% (w/v) or more. In the case of ophthalmic solutions, for example, the polyvalent inorganic or organic acid or a salt thereof is preferably 0.01-3.0% (w/v), particularly preferably 0.1-1.0% (w/v).
    Type: Grant
    Filed: January 31, 2000
    Date of Patent: November 12, 2002
    Assignee: Santen Pharmaceutical Co., Ltd.
    Inventors: Atsutoshi Ota, Mitsuaki Kuwano, Hiroyuki Asada
  • Patent number: 6462224
    Abstract: 1,1-cyclopropanedicarboxylic diesters are prepared from malonic diesters, 1,2-dihaloethane and alkali metal carbonate in the presence of a mixture of available or in situ-produced phase transfer catalyst and polyalkylene glycol or derivatives thereof which are capped at one or both ends, in particular those with ether end groups, where the molar ratio of malonic diester: 1,2-dihaloethane: alkali metal carbonate is 1:(1 to 7):(1 to 1.4).
    Type: Grant
    Filed: December 19, 2000
    Date of Patent: October 8, 2002
    Assignee: Degussa AG
    Inventors: Andreas Harthun, Manfred Neumann, Christoph Theis
  • Patent number: 6452041
    Abstract: An efficient and selective process, capable of scale-up, to make itaconate derivatives of formula (IV), and/or succinate derivatives of formula (V) and/or (VI) by asymmetric hydrogenation of the itaconate derivatives. wherein R, R1 and R2 are as defined herein.
    Type: Grant
    Filed: October 15, 2001
    Date of Patent: September 17, 2002
    Assignee: Pfizer Inc.
    Inventors: Andrew Michael Derrick, Nicholas Murray Thomson
  • Patent number: 6432864
    Abstract: Novel acid-blocked amine catalysts and their use in the preparation of polyurethanes. The acid-blocked amine catalysts have the general structure shown below: wherein A is the residue of an organic acid anhydride; R1 is H or C1 to C6 alkyl; R2 is H or C1 to C6 alkyl; n is an integer of 0 to 10; and B is a compound containing a protonated amine and one or more primary amine, secondary amine, or tertiary amine groups.
    Type: Grant
    Filed: April 11, 2001
    Date of Patent: August 13, 2002
    Assignee: Air Products and Chemicals, Inc.
    Inventors: Stephan Herman Wendel, Reza Fard-Aghaie
  • Patent number: 6369263
    Abstract: A hydroquinone diester derivative represented by the formula (1): wherein R1 and R2 are the same or different, each representing an alkyl group, a cycloalkyl group, an aryl group, or a heterocyclic group is crystallized from a reaction mixture containing the hydroquinone diester derivative, and the resulting product in crystallized form is washed. A solvent for the crystallization is composed of an organic carboxylic acid and water, and the crystallized product is washed with warm or hot water of 40° C. or above. In the formula (1), R1 and R2 are C1-4alkyl groups.
    Type: Grant
    Filed: August 28, 2000
    Date of Patent: April 9, 2002
    Assignee: Daicel Chemical Industries, Ltd.
    Inventor: Tomohide Ina
  • Patent number: 6359165
    Abstract: Enantiomerically pure &bgr;-hydroxy esters are prepared by a process in which &bgr;-keto esters are reacted with hydrogen in the presence of catalysts of the formula LRuX2 where X is halogen, acetate, allyl, methallyl, 2-phenylallyl, perchlorate, trifluoroacetate, tetrafluoroborate, hexafluoroantimonate, hexafluorophosphate, hexafluoroarsenate or trichloroacetate, L is a bidentate phospholane of the formula I  where B=a bridging link with 1-5 carbon atoms between the two phosphorus atoms, R1=H, C1-C6-alkyl, aryl, alkylaryl or SiR23, R2=alkyl or aryl, m=0 or 1, R3=H or OR4, and R4=R1, with the proviso that if m=1 then R3=H and if m=0 then R3 ≠ H.
    Type: Grant
    Filed: September 29, 1999
    Date of Patent: March 19, 2002
    Assignee: BASF Aktienegesellschaft
    Inventors: Rainer Stürmer, Martin Jochen Klatt, Armin Börmer, Jens Holz, Gudrun Voss
  • Patent number: 6353129
    Abstract: Stable, enzymatically triggered chemiluminescent 1,2-dioxetanes with improved water solubility and storage stability are provided as well as synthetic processes and intermediates used in their preparation. Dioxetanes further substituted with two or more water-solubilizing groups disposed on the dioxetane structure and an additional fluorine atom or lower alkyl group provide superior performance by eliminating the problem of reagent carryover when used in assays performed on capsule chemistry analytical systems. These dioxetanes display substantially improved stability on storage. Compositions comprising these dioxetanes, a non-polymeric cationic surfactant enhancer and optionally a fluorescer, for providing enhanced chemiluminescence are also provided.
    Type: Grant
    Filed: April 20, 2001
    Date of Patent: March 5, 2002
    Assignee: Lumigen, Inc.
    Inventors: Hashem Akhavan-Tafti, Renuka DeSilva, Kumar Thakur, Zahra Arghavani
  • Publication number: 20020019553
    Abstract: Stable, enzymatically triggered chemiluminescent 1,2-dioxetanes with improved water solubility and storage stability are provided as well as synthetic processes and intermediates used in their preparation. Dioxetanes further substituted with two or more water-solubilizing groups disposed on the dioxetane structure and an additional fluorine atom or lower alkyl group provide superior performance by eliminating the problem of reagent carryover when used in assays performed on capsule chemistry analytical systems. These dioxetanes display substantially improved stability on storage. Compositions comprising these dioxetanes, a non-polymeric cationic surfactant enhancer and optionally a fluorescer, for providing enhanced chemiluminescence are also provided.
    Type: Application
    Filed: April 20, 2001
    Publication date: February 14, 2002
    Inventors: Hashem Akhavan-Tafti, Renuka DeSilva, Kumar Thakur, Zahra Arghavani
  • Publication number: 20020007031
    Abstract: An ester compound of the following formula (1) is provided.
    Type: Application
    Filed: April 26, 2001
    Publication date: January 17, 2002
    Applicant: Shin-Etsu Chemical Co., Ltd.
    Inventors: Tsunehiro Nishi, Koji Hasegawa, Takeru Watanabe, Takeshi Kinsho, Mutsuo Nakashima, Seiichiro Tachibana, Jun Hatakeyama
  • Patent number: 6337420
    Abstract: An electroclinic device having two spaced cell walls each bearing electrode structures and treated on at least one facing surface with an alignment layer, a layer of a smectic liquid crystal material enclosed between the cell walls, where the liquid crystal material contains one or more of the compounds described by formula I as defined in the specification.
    Type: Grant
    Filed: March 7, 2000
    Date of Patent: January 8, 2002
    Assignee: The Secretary of State for Defence in Her Britannic Majesty's Government of the United Kingdom of Great Britain and Northern Ireland Defence Evaluation Research Agency
    Inventors: Andrew John Slaney, Damien Gerard McDonnell, Amarjit Kaur Samra, Maurice Stanley, Victoria Minter, John William Goodby, Michael Hird, Simon John Cross, Chu Chuan Dong
  • Publication number: 20010056120
    Abstract: A malic acid or oxalacetic acid derivative is represented by the following formula (1): 1
    Type: Application
    Filed: March 9, 2001
    Publication date: December 27, 2001
    Inventors: Yasutaka Ishii, Tatsuya Nakano
  • Patent number: 6284917
    Abstract: A process for hydrogenating a benzenepolycarboxylic acid or a derivative thereof or a mixture of two or more thereof by bringing the benzenepolycarboxylic acid or the derivative thereof or the mixture of two or more thereof into contact with a hydrogen-containing gas is carried out in the presence of a catalyst which comprises as active metal at least one metal of transition group VIII of the Periodic Table alone or together with at least one metal of transition group I or VII of the periodic table applied to a support which contains macropores with the proviso that if dimethyl terephthalate is hydrogenated, the hydrogenation using a catalyst which comprises as active metal ruthenium either alone or together with at least one metal of transition group I, VII or VIII of the Periodic Table applied to a support, where the support has a mean pore diameter of at least 50 nm and a BET surface area of at most 30 m2/g and the amount of the active metal is from 0.
    Type: Grant
    Filed: June 19, 2000
    Date of Patent: September 4, 2001
    Assignee: BASF Aktiengesellschaft
    Inventors: Melanie Brunner, Arnd Böttcher, Boris Breitscheidel, Klaus Halbritter, Jochem Henkelmann, Lucien Thil, Rolf Pinkos
  • Patent number: 6274757
    Abstract: Alkoxy and/or acyloxy disubstituted and polysubstituted aralkyl and aralkenyl bis-quaternary ammonium derivatives of cyclic alkanol diesters have neuromuscular relaxant properties.
    Type: Grant
    Filed: October 29, 1999
    Date of Patent: August 14, 2001
    Assignee: Newlaxant LLC
    Inventors: Laszlo Gyermek, Chingmuh Lee, Young-Moon Cho
  • Patent number: 6262298
    Abstract: The invention relates to a process for the C-alkylation of dialkyl malonates, in which a dialkyl malonate is reacted with an alkyl halide in the presence of potassium carbonate as a hydrogen halide acceptor in an inert solvent, and a phase-transfer catalyst is not added until from 50 to 80% of the dialkyl malonate has reacted. The phase-transfer catalyst may be, for example, a tetraalkylammonium salt or a tetraalkylammonium hydroxide, a tetraalkylphosphonium salt or a tetraalkylphosphonium hydroxide or a crown ether.
    Type: Grant
    Filed: November 24, 1998
    Date of Patent: July 17, 2001
    Assignee: Huels Aktiengesellschaft
    Inventors: Josef Metz, Clemens Osterholt
  • Patent number: 6255523
    Abstract: The present invention relates to powder coating compositions which can be cured at low temperatures. The powder coating composition of the invention include a unique combination of a branched oligoester polyol and uretdione crosslinking agent which when cured results in a coating binder with desirable hardness, flexibility, solvent resistance, corrosion resistance, weatherability and gloss.
    Type: Grant
    Filed: September 18, 1998
    Date of Patent: July 3, 2001
    Assignee: McWhorter Technologies, Inc.
    Inventors: Kamlesh Pai Panandiker, John Michael Bronk, Franklin Paul Spitler
  • Patent number: 6207853
    Abstract: A process for the preparation of an enantiomerically enriched 2-substituted succinic acid derivative of formula 2, which comprises asymmetric hydrogenation of the dehydro precursor of formula 7 or 8, or a mixture thereof wherein R1 and R2 are independently H, a salt-forming cation, or an organic group of up to 30 C atoms, and R3 and R4 are independently H or an organic group of up to 30 C atoms, provided that R3 and R4 are not both H, in the presence of a transition metal complex of a chiral phosphine ligand having the partial formula 10 wherein n is 0 to 6 and R represents at least one non-hydrogen organic group of up to 30 C atoms.
    Type: Grant
    Filed: December 17, 1998
    Date of Patent: March 27, 2001
    Assignee: Chirotech Technology, Inc.
    Inventors: Mark Joseph Burk, Frank Bienewald, Martin Edward Fox, Antonio Zanotti-Gerosa
  • Patent number: 6207857
    Abstract: The compounds of the formula I are precursors for organoleptic and antimicrobial compounds. The latter are generated in the presence of skin bacteria, enzymes or acidic or alkaline conditions. One precursor molecule can provide one or more different compounds.
    Type: Grant
    Filed: June 23, 1998
    Date of Patent: March 27, 2001
    Assignee: Givaudan-Roure (International) S.A.
    Inventors: Denise Anderson, Georg Frater
  • Patent number: 6204292
    Abstract: The present invention provides bicyclic metabotropic glutamate receptor ligands, as well as compositions comprising such ligands, and and methods for their use.
    Type: Grant
    Filed: July 17, 1998
    Date of Patent: March 20, 2001
    Assignee: Georgetown University
    Inventors: Alan P. Kozikowski, Darryl Hugh Steensma, Werner Tueckmantel, Gian Luca Araldi
  • Patent number: 6201083
    Abstract: Compositions are provided which are useful in the production of polymeric products, such as coatings and films, which comprise branched PHA. The compositions of the invention comprise PHA and 0.001-0.5 wt. % of a free radical initiator. The invention further provides methods of using the compositions for the efficient and cost effective production of films and coatings by reducing draw resonance and neck-in behavior of extruded PHAs.
    Type: Grant
    Filed: July 5, 2000
    Date of Patent: March 13, 2001
    Assignee: Monsanto Company
    Inventors: Jawed Asrar, Pol D'Haene
  • Patent number: 6103925
    Abstract: The present invention relates to dimethyl-substituted cyclohexanediene derivatives, to a process for their preparation, to their use as pharmaceuticals and to corresponding pharmaceuticals.
    Type: Grant
    Filed: September 22, 1998
    Date of Patent: August 15, 2000
    Assignee: Bayer Aktiengesellschaft
    Inventors: Klaus Urbahns, Frank Mauler
  • Patent number: 6096810
    Abstract: Compositions are provided which are useful in the production of polymeric products, such as coatings and films, which comprise branched PHA. The compositions of the invention comprise PHA and 0.001-0.5 wt. % of a free radical initiator. The invention further provides methods of using the compositions for the efficient and cost effective production of films and coatings by reducing draw resonance and neck-in behavior of extruded PHAs.
    Type: Grant
    Filed: September 18, 1998
    Date of Patent: August 1, 2000
    Assignee: Monsanto Company
    Inventors: Jawed Asrar, Pol D'Haene
  • Patent number: 6084120
    Abstract: The present invention relates to compounds having the formulae ##STR1## wherein R, R.sup.1, R.sup.6, R.sup.7, Rn.sup.8, X, and Z are defined herein, which are useful in the treatment or prophylaxis of malaria. The compounds of the present invention are especially useful in the treatment or prophylaxis of chloroquine-sensitive and chloroquine-resistant malaria.
    Type: Grant
    Filed: June 22, 1998
    Date of Patent: July 4, 2000
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Jawad Alzeer, Jacques Chollet, Christian Hubschwerlen, Hugues Matile, Robert George Ridley
  • Patent number: 6028213
    Abstract: Optically active cis-1,3-cyclohexanedicarboxylic acid monoesters of >90% enantiomeric excess (ee) and methods of preparing the monoesters are described. One method contacts a cis-1,3-cyclohexanedicarboxylic acid diester with a lipase under aqueous conditions to enantioselectively produce the optically active cis-1,3-cyclohexanedicarboxylic acid monoester. Another method reacts a mixture of cis- and trans-1,3-cyclohexanedicarboxylic acids under conditions sufficient to form a cis-cyclic anhydride, esterifies the cis-cyclic anhydride to produce a cis-1,3-cyclohexanedicarboxylic acid diester and then contacts under aqueous conditions the diester with a lipase to enantioselectively produce the optically active cis-1,3-cyclohexanedicarboxylic acid monoester.
    Type: Grant
    Filed: April 16, 1998
    Date of Patent: February 22, 2000
    Assignee: Eastman Chemical Company
    Inventor: Neil W. Boaz
  • Patent number: 6022890
    Abstract: The compounds of Formula I ##STR1## are useful as immunosuppressive agents.
    Type: Grant
    Filed: October 21, 1998
    Date of Patent: February 8, 2000
    Assignee: Merck & Co., Inc.
    Inventors: Jianming Bao, Robert K. Baker, Frank Kayser, Andrew Kotliar, William H. Parsons, Kathleen M. Rupprecht, Peter J. Sinclair
  • Patent number: 5997610
    Abstract: The invention concerns amphiphilic compounds of general formula (I) ##STR1## with at least two hydrophilic and at least two hydrophobic groups based on diacarboxylic acid diamides. The amphiphilic compounds according to the invention are mostly surface-active and are suitable for use as emulsifiers, demulsifiers, detergents, dispergents and hydrotropic agents in industry and households, for example, in the treatment of metals, ore processing, surface finishing, washing, cleaning, cosmetics, medicine and food processing and preparation.
    Type: Grant
    Filed: August 18, 1997
    Date of Patent: December 7, 1999
    Assignee: Huels Aktiengesellschaft
    Inventors: Klaus Kwetkat, Wulf Ruback
  • Patent number: 5985806
    Abstract: The present invention discloses a group of lubricant additives that have improved oxidative stability, high viscosity and relatively lower cost and that comprise the reaction product of a complex oleate ester telomerized with vegetable oils containing at least one linoleyl moiety of the three groups in the triglyceride. The resulting product is a high molecular weight liquid telomerized complex ester triglyceride having a plurality of branch groups. These groups render the compounds outstanding, highly oxidatively stable lubricants.
    Type: Grant
    Filed: January 19, 1999
    Date of Patent: November 16, 1999
    Assignee: Lambent Technologies Inc
    Inventor: Anthony J. O'Lenick, Jr.
  • Patent number: 5959058
    Abstract: Use of fluorinated polymers based on fluoropolyethers for the preparation of crosslinkable high dry formulations comprising a fluorinated part R.sub.F and optionally an hydrogenated part R.sub.H, not containing groups capable of linking by means of hydrogen bonds to basic acceptors, an hydrogenated part Rh.sub.1 and Rh.sub.2, wherein Rh.sub.1 is equal to or different from Rh.sub.2, and Rh.sub.1 and/or Rh.sub.2 being linking bonds containing at least a functional group capable of linking by means of hydrogen bonds with basic acceptors, the bonds joining the fluorinated part to the hydrogenated part being of ether C--O simple type, the terminals T'.sub.a and T" being such as to render the structure mono-, bi- or polyfunctional, and subsequent crosslinking of the fluorinated polymer, the monofunctional products being always in admixture with a resin having even a higher functionality than the described type; the preferred fluorinated products have the formula:T"--(Rh.sub.2).sub.y (R.sub.H).sub.x --R.sub.F --(R.
    Type: Grant
    Filed: March 11, 1996
    Date of Patent: September 28, 1999
    Assignee: Ausimont S.p.A.
    Inventors: Claudio Tonelli, Massimo Scicchitano, Stefano Turri
  • Patent number: 5936116
    Abstract: A process for the preparation of a compound of formula (I) wherein R.sub.2 is a (C.sub.1 -C.sub.6)alkyl, (C.sub.2 -C.sub.6)alkenyl, (C.sub.2 -C.sub.6)alkynyl, phenyl(C.sub.1 -C.sub.6)alkyl, heteroaryl(C.sub.1 -C.sub.6)alkyl, cycloalkyl(C.sub.1 -C.sub.6)alkyl or cycloalkenyl(C.sub.1 -C.sub.6)alkyl group, any one of which may be optionally substituted by one or more substituents selected from (C.sub.1 -C.sub.6)alkyl, (C.sub.1 -C.sub.6)alkyl, --S(C.sub.1 -C.sub.6)alkyl, halo and cyano (--CN); and R.sub.7 is a carboxylic acid protecting group, which process comprises the internal molecular rearrangement of an allyl carboxylate compound of formula (II) wherein R.sub.2 and R.sub.7 are as defined in relation to formula (I) to form the desired compound of formula (I). Compounds (I) are intermediates for the preparation of Matrix metaloproteinase inhibitors.
    Type: Grant
    Filed: May 14, 1998
    Date of Patent: August 10, 1999
    Assignee: British Biotech Pharmaceuticals Limited
    Inventors: Fionna Mitchell Martin, Christopher Norman Lewis, Stephen Arthur Bowles, Richard Simon Todd
  • Patent number: 5908863
    Abstract: Compounds of formula I: ##STR1## wherein R.sub.a, R.sub.b, .PHI., B and R are as defined in the disclosure, have antagonistic activity on osteoclast hyper-reactivity.
    Type: Grant
    Filed: February 26, 1997
    Date of Patent: June 1, 1999
    Assignee: Dompe' S.p.A.
    Inventors: Marcello Allegretti, Marco Mantovanini, Gianfranco Caselli, Simonetta Fiorentino, Gaetano Clavenna, Carmelo A. Gandolfi
  • Patent number: 5880298
    Abstract: For the oligomerization of a fatty ester or fatty acid containing conjugated double bonds, the reaction uses a catalyst consisting of an activated earth, e.g., montmorillonite, at a temperature of from 100.degree.-180.degree. C., preferably from 130.degree.-160.degree. C. The process can be carried out continuously or in a batch process on a fixed bed and is particularly applicable to conjugated methyl esters obtained by conjugating and transesterifying sunflower seed oil. The oligomerized products obtained are particularly useful as lubricants or polycondensation reactants.
    Type: Grant
    Filed: January 14, 1994
    Date of Patent: March 9, 1999
    Assignees: Institut Francais du Petrole, Onidol
    Inventors: Gerard Hillion, Robert Stern, Odile Le Borgne
  • Patent number: 5827855
    Abstract: Compounds of formula (I): ##STR1## wherein R.sup.1 represents a group of formula (II) or (III): ##STR2## R.sup.2 is alkyl, alkenyl or alkynyl; R.sup.3 and R.sup.4 are each hydrogen, alkyl, alkenyl or alkynyl; R.sup.5 is hydrogen or a carboxy-protecting group; R.sup.a is a group of formula --OR.sup.6 ; R.sup.6 is hydrogen; R.sup.6a and R.sup.6b are each hydrogen, a hydroxy-protecting group, alkyl, alkanesulfonyl, halogenated alkanesulfonyl or arysulfonyl, and their salts and esters. Such compounds inhibit the synthesis of cholesterol, and can be used for the treatment and prophylaxis of hypercholesterolemia and of various cardiac disorders.
    Type: Grant
    Filed: December 28, 1995
    Date of Patent: October 27, 1998
    Assignee: Sankyo Company, Limited
    Inventors: Hiroshi Kogen, Sadao Ishihara, Teiichiro Koga, Eiichi Kitazawa, Nobufusa Serizawa, Kiyoshi Hamano
  • Patent number: 5763642
    Abstract: Esterification of an ultra-low unsaturation polyoxy(higher)alkylene polyol with a dicarboxylic acid or reactive derivative thereof to form a poly(half ester) followed by capping the poly(half ester) with a capping agent capable of forming an amide linkage or ester linkage while retaining primary hydroxyl functionality, generates high primary hydroxyl content polyols with substantially retained hydrophile/lipophile balance and low polydispersity. Low color products having primary hydroxyl contents in excess of 80 equivalent percent may be routinely achieved.
    Type: Grant
    Filed: June 19, 1997
    Date of Patent: June 9, 1998
    Assignee: ARCO Chemical Technology, L.P.
    Inventor: Gangfeng Cai
  • Patent number: 5741814
    Abstract: Cyclooctadiene derivative of the following formula (1): ##STR1## wherein A.sup.1, A.sup.2, A.sup.3 and A.sup.4 each independently represent COOR.sup.5 (where R.sup.5 represents a hydrogen atom, a C.sub.1 -C.sub.10 alkyl group, a phenyl group, a C.sub.7 -C.sub.12 aralkyl group or CONR.sup.6 R.sup.7 (where R.sup.6 and R.sup.7 each independently represent a hydrogen atom, a C.sub.1 -C.sub.10 alkyl group or a phenyl group), or A.sup.1 and A.sup.2, and/or A.sup.3 and A.sup.4 may be combined together to represent group(s) of: ##STR2## in which X represents an oxygen atom or NR.sup.8 {where R.sup.8 represents a hydrogen atom, a C.sub.1 -C.sub.10 alkyl group or a phenyl group),R.sup.0, R.sup.1, R.sup.2, R.sup.3 and R.sup.4 each independently represent a hydrogen atom, a halogen atom, a hydroxyl group and an C.sub.1 -C.sub.10 alkyl group,the symbol ------ represents a single or double bond, and when it is a double bond, then R.sup.1 and R.sup.
    Type: Grant
    Filed: September 3, 1996
    Date of Patent: April 21, 1998
    Assignee: Nissan Chemical Industries, Ltd.
    Inventors: Yasuyuki Nakajima, Hisayuki Watanabe, Michiaki Adachi, Michito Tagawa, Mitsugu Futagawa, Takashi Furusato, Hiroshi Ohya, Masanori Nishioka
  • Patent number: 5739376
    Abstract: Fullerene derivatives, methods of preparing the same and methods of using the same, wherein the fullerene derivatives are of the formula I ##STR1##
    Type: Grant
    Filed: October 20, 1995
    Date of Patent: April 14, 1998
    Assignee: Hoechst Aktiengesellschaft
    Inventor: Carsten Bingel
  • Patent number: 5731450
    Abstract: This invention relates to the synthesis of vegetable and synthetic oil adducts and to the adduct products having the formula ##STR1##
    Type: Grant
    Filed: October 18, 1995
    Date of Patent: March 24, 1998
    Assignee: ISP Van Dyk Inc.
    Inventors: Anatoly Alexander, Ratan K. Chaudhuri
  • Patent number: 5723650
    Abstract: Disclosed is a novel compound having activity as an ionophore for ion transport, which is a monoester or monoamide of 1,3,5-trimethyl-1,3,5-cyclohexane tricarboxylic acid, i.e. Kemp's triacid or the stereoisomer thereof, the group R in the ester group --COOR or in the amide group --CONHR being an aralkyl group or aryloxyalkyl group having 7 to 20 carbon atoms. The monoester and monoamide derivatives can be synthesized from anhydride of Kemp's triacid by subjecting the anhydride to a ring-opening esterification or amidation reaction with an alcohol or amine. On the other hand, both of the stereoisomers can be obtained by the dehydrohalogenation reaction of 1,3,5-trimethyl-1,3,5-cyclohexane tricarboxylic acid anhydride acid halide with an alcohol or amine followed by the ring-opening hydrolysis reaction on the anhydride group.
    Type: Grant
    Filed: February 13, 1996
    Date of Patent: March 3, 1998
    Assignee: Japan as represented by Director General of Agency of Industrial Science and Technology
    Inventors: Takuji Hirose, Kazuyuki Kasuga, Hideki Sugihara, Yuichiro Himeda, Zhen-He Wang, Bruce Baldwin
  • Patent number: 5719311
    Abstract: An improved process for the esterification of carboxylic acid and alcohols into carboxylic ester is disclosed. It comprises the steps of: (a) charging the esterification reactants into a fixed bed reactor under a predetermined reaction condition; and (b) reacting the esterification reactants in the fixed bed reactor. The fixed bed reactor contains acidic catalysts that are present in a solid phase, and the reaction condition is controlled such that (i) the reactants and the products co-exist in a gas-liquid two-phase equilibrium in the fixed bed reactor and that (ii) at least one component of the reactants is present in one phase and at least one component of the products is present in another phase. Because a phase change is always taking place concurrently with the esterification reaction; the reaction stream is maintained at a relatively uniform temperature.
    Type: Grant
    Filed: November 19, 1996
    Date of Patent: February 17, 1998
    Assignee: Industrial Technology Research Institute
    Inventors: Kuo-Ching Wu, Wen-Chyi Lin, Chiung-Hui Huang, Po-Yu Chen
  • Patent number: 5710232
    Abstract: Compounds having the formulaH--A--(BA).sub.n --OHwhereinn is 1-20;A is ##STR1## B is ##STR2## R.sub.1 is alkyl having 1-6 carbon atoms; R.sub.2 is an alkylene having 1-6 carbon atoms, alkenylene having 2-6 carbon atoms, cyclo-alkylene or cycloalkenylene having 5-8 carbon atoms or phenylene having 6-10 carbon atoms;a is 1-6; andb is 2-6.These compounds are useful for making polyurethanes.
    Type: Grant
    Filed: February 15, 1996
    Date of Patent: January 20, 1998
    Assignee: Imperial Chemical Industries PLC
    Inventors: Steve Carter, Christopher Phanopoulos
  • Patent number: 5614486
    Abstract: The compounds of formula ##STR1## wherein the Z group can be located in positions ortho-, meta- or para-relative to the carboxylic group, symbol R.sup.1 stands for a saturated or unsaturated, linear or branched C.sub.1 to C.sub.4 alkyl radical anda. the dotted lines represent a cyclohexanic moiety and Z represents a ##STR2## group, R.sup.2 being a saturated or unsaturated, linear or branched C.sub.1 to C.sub.4 alkyl radical; orb. the dotted lines represent a cyclohexanic or benzenic moiety and Z represents a group of formula ##STR3## in which R.sup.2 is a saturated or unsaturated, linear or branched C.sub.1 to C.sub.4 alkyl radical, are useful as perfuming ingredients for the preparation of perfuming compositions and a variety of perfumed consumer articles. They impart to the latter odor notes of the fruity and floral type.
    Type: Grant
    Filed: May 23, 1995
    Date of Patent: March 25, 1997
    Assignee: Firmenich SA
    Inventors: Wolfgang K. Giersch, Peter Fankhauser
  • Patent number: 5556864
    Abstract: Compounds of formula (I): ##STR1## [wherein: R.sup.1 is aryl; R.sup.2 is hydrogen, alkyl, alkoxy, halogen or cyano; R.sup.3 is a group of formula --B--NR.sup.4 R.sup.5, where R.sup.4 and R.sup.5 are independently hydrogen, alkyl or substituted alkyl or R.sup.4 and R.sup.5, together with the nitrogen to which they are attached, form a heterocycle, and B is alkylene or a group of formula --CH.sub.2 CH(OR.sup.6)CH.sub.2 --, where R.sup.6 is hydrogen, alkanoyl, substituted alkanoyl or arylcarbonyl, or a group of formula --D--R.sup.7, where D is a single bond or alkylene and R.sup.7 is a heterocycle; and A is alkylene; and pharmaceutically acceptable salts and esters thereof] are useful for the treatment and prevention of circulatory diseases and psychosis.
    Type: Grant
    Filed: January 5, 1995
    Date of Patent: September 17, 1996
    Assignee: Sankyo Company, Limited
    Inventors: Koichi Fujimoto, Naoki Tanaka, Fumitoshi Asai, Tomiyoshi Ito, Hiroyuki Koike
  • Patent number: 5523466
    Abstract: Disclosed is a diacylperoxide vinyl ester of the general formula I ##STR1## in which R is an alkylene residue which can be straight-chained, branched or cyclic and which can contain 2 to 10 C atoms or R is an aryl residue, suitable for copolymerization with olefinic unsaturated monomers under conditions in which they do not yet radically decompose.
    Type: Grant
    Filed: June 7, 1995
    Date of Patent: June 4, 1996
    Assignees: Peroxid Chemie GmbH, Wacker-Chemie GmbH
    Inventors: Maximilian Dorn, Eberhard Hagel, Klaus Kohlhammer