Having Plural Rings Patents (Class 562/425)
  • Patent number: 8277860
    Abstract: A method for stabilizing 1,4-dihydroxy-2-naphthoic acid, which comprises reducing an oxygen dissolved in a solution containing 1,4-dihydroxy-2-naphthoic acid, and food or drink containing 1,4-dihydroxy-2-naphthoic acid.
    Type: Grant
    Filed: March 26, 2004
    Date of Patent: October 2, 2012
    Assignee: Meiji Co., Ltd.
    Inventors: Kakuhei Isawa, Tadashi Nakatsubo, Satoshi Hayashi, Yasushi Kubota
  • Patent number: 7030133
    Abstract: The nonenzymatic glycation and crosslinking of proteins is a part of the aging process with the glycation endproducts and crosslinking of long-lived proteins increasing with age. This process is increased at elevated concentrations of reducing sugars in the blood and in the intracellular environment such as occurs with diabetes. The structural and functional integrity of the affected molecules become disturbed by these modifications and can result in severe consequences. The compounds of the present invention can be used to inhibit this process of nonenzymatic glycation and therefore to inhibit some of the ill effects caused by diabetes or by aging. The compounds are also useful for preventing premature aging, spoilage of proteins in food and can prevent discoloration of teeth.
    Type: Grant
    Filed: February 5, 2003
    Date of Patent: April 18, 2006
    Assignee: City of Hope
    Inventors: Samuel Rahbar, Iraj Lalezari
  • Patent number: 6525210
    Abstract: Chiral ligands and transition metal complexes based on such chiral ligands useful in asymmetric catalysis are disclosed. The chiral ligands include phospholanes, P,N ligands, N,N ligands, biphenols, and chelating phosphines. The ferrocene-based irridium (R,R)-f-binaphane complex reduces imines to the corresponding amines with 95-99.6% enantioselectivity and reduces &bgr;-substituted-&agr;-arylenamides with 95% enantioselectivity. The transition metal complexes of the chiral ligands are useful in asymmetric reactions such as asymmetric hydrogenation of imines, asymmetric hydride transfer reactions, hydrosilylation, hydroboration, hydrovinylation, hydroformylation, allylic alkylation, cyclopropanation, Diels-Alder reaction, Heck reaction, isomerization, Aldol reaction, Michael addition and epoxidation reactions.
    Type: Grant
    Filed: August 22, 2000
    Date of Patent: February 25, 2003
    Assignee: The Penn State Research Foundation
    Inventors: Xumu Zhang, Dengming Xiao
  • Patent number: 6521786
    Abstract: A description is given here of a novel process for the production of monocarboxylic and polycarboxylic aromatic acids by the catalytic oxidation in homogeneous phase of aromatic compounds carrying at least one oxidizable substituent group attached directly to the carbon atom of the corresponding aromatic nucleus. The novel process according to the present invention comprises the steps of: a) catalytically oxidizing the corresponding aromatic precursors in liquid phase in the presence of gaseous oxygen; b) filtering the end product; c) recycling into the oxidation reactor at least part of the mother liquors resulting from the filtration stage, and is characterized by the fact that said steps from (a) to (c) are carried out in a closed and continuous cycle operating substantially under the same pressure and temperature conditions, preferably at 2-10 barg and 100-140° C.
    Type: Grant
    Filed: August 8, 2001
    Date of Patent: February 18, 2003
    Inventors: Franco Codignola, Antonio Moro
  • Patent number: 6337350
    Abstract: Derivatives of aryl and heterocyclic ureido and aryl and heterocyclic carboxamido phenoxy isobutyric acids have been found to inhibit the nonenzymatic glycation of proteins which often results in formation of advanced glycation endproducts and crosslinks. Many other phenoxyisobutyric acid derivatives as well as certain other compounds as set out in this disclosure also have been found to inhibit the nonenzymatic glycation of proteins. The nonenzymatic glycation and crosslinking of proteins is a part of the aging process with the glycation endproducts and crosslinking of long-lived proteins increasing with age. This process is increased at elevated concentrations of reducing sugars in the blood and in the intracellular environment such as occurs with diabetes. The structural and functional integrity of the affected molecules become perturbed by these modifications and can result in severe consequences.
    Type: Grant
    Filed: April 5, 2000
    Date of Patent: January 8, 2002
    Assignee: City of Hope
    Inventors: Samuel Rahbar, Iraj Lalezari
  • Patent number: 6316665
    Abstract: An oxidation free process for converting a hydroxy substituted aromatic to an aromatic diacid which comprises reacting a hydroxy substituted aromatic with excess basic salt in the presence of carbon dioxide at disproportionation/isomerization reaction conditions.
    Type: Grant
    Filed: August 22, 2000
    Date of Patent: November 13, 2001
    Assignee: Shell Oil Company
    Inventors: Thomas Fairchild Brownscombe, Garo Vaporciyan, Narayana Mysore, Susan Secor Pfrehm
  • Publication number: 20010034359
    Abstract: The present invention is directed to compositions that inhibit the nonenzymatic glycation of albumin, as well as methods of using compounds that inhibit albumin glycation for the treatment of glycation-related pathologies.
    Type: Application
    Filed: March 27, 2001
    Publication date: October 25, 2001
    Inventor: Margo P. Cohen
  • Patent number: 6133475
    Abstract: The present invention relates to a process for preparing 2-hydroxynaphthalene-3,6-dicarboxylic acid which comprises reacting potassium 2-naphtholate and carbon dioxide at a temperature 290.degree. C. or higher under a pressure 30 kg/cm.sup.2 (G) or higher. According to this process, 2-hydroxynaphthalene-3,6-dicarboxylic acid can be obtained in high yield.
    Type: Grant
    Filed: June 16, 1998
    Date of Patent: October 17, 2000
    Assignee: Kabushiki Kaisha Ueno Seiyaku Oyo Kenkujo
    Inventors: Ryuzo Ueno, Masaya Kitayama, Yoshiro Uchiyama, Syungo Nara
  • Patent number: 5927283
    Abstract: A family of compounds has been found to be useful for right-shifting hemoglobin towards a low oxygen affinity state. The effect has particular application in a wide variety of treatments including hypoxia, hypothermia, ischemia, stroke, ARDS, COPD, surgical blood loss, acute nonvolemic hemodilutions, wounds, diabetic ulcers, chronic leg ulcers, pressure sores, tissue transplants, and sepsis. The compounds are capable of acting on hemoglobin in whole blood.
    Type: Grant
    Filed: May 8, 1997
    Date of Patent: July 27, 1999
    Assignee: Virginia Commonwealth University
    Inventors: Donald J. Abraham, Michael Gerber
  • Patent number: 5705521
    Abstract: A family of compounds has been found to be useful for right-shifting hemoglobin towards a low oxygen affinity state. The effect has particular application in radiation oncology applications. The compounds are capable of acting on hemoglobin in whole blood.
    Type: Grant
    Filed: June 7, 1995
    Date of Patent: January 6, 1998
    Assignee: The Center for Innovative Technology
    Inventor: Donald J. Abraham
  • Patent number: 5677330
    Abstract: A family of compounds has been found to be useful for right-shifting hemoglobin towards a low oxygen affinity state. The effect has particular application in a wide variety of treatments including hypoxia, hypothermia, ischemia, stroke, ARDS, COPD, surgical blood loss, acute nonvolemic hemodilutions, wounds, diabetic ulcers, chronic leg ulcers, pressure sores, tissue transplants, and sepsis. The compounds are capable of acting on hemoglobin in whole blood.
    Type: Grant
    Filed: June 7, 1995
    Date of Patent: October 14, 1997
    Assignees: The Center for Innovative Technology, Allos Therapeutics, Inc.
    Inventors: Donald J. Abraham, Michael Gerber
  • Patent number: 5648375
    Abstract: Allosteric hemoglobin modifier compound activity on p50 is potentiated by using the compound in combination with a hydrophobic compound such as an anesthetic.
    Type: Grant
    Filed: June 7, 1995
    Date of Patent: July 15, 1997
    Assignee: Virginia Commonwealth University
    Inventor: Donald J. Abraham
  • Patent number: 5599971
    Abstract: A method for producing 1,4-dihydroxy-2-naphthoic acid which comprises the steps of: subjecting 1,4-dihydroxynaphthalene into an alkali metal salt formation reaction in an organic medium capable of dissolving 1,4-dihydroxynaphthalene using an alkali metal alcoholate; and subjecting the salt formation reaction mixture to carboxylation using carbon dioxide gas.
    Type: Grant
    Filed: February 1, 1995
    Date of Patent: February 4, 1997
    Assignees: Sumitomo Chemical Company, Limited, Sumika Fine Chemicals Co., Ltd.
    Inventors: Toshio Nakamatsu, Yasuhiro Nishida, Shinichi Watanabe, Norio Kometani
  • Patent number: 5532406
    Abstract: A process for preparing aromatic hydroxycarboxylic acids or di-salts thereof by reaction of alkali metal phenolates or naphtholates with carbon dioxide, in the presence or absence of a further alkali metal salt, which comprises introducing the solid phenolate or naphtholate starting materials and, if desired, the alkali metal salt into the reaction mixture batchwise or continuously, separately or together, in the form of a dispersion in an inert organic liquid.The process of the invention makes possible the preparation of aromatic hydroxycarboxylic acids in good yields and with high chemical selectivity. Additional measures for increasing the selectivity, as are described for the Kolbe-Schmitt reaction in, for example, EP-A 0 053 824, EP-A 0 081 753 and EP-A 0 254 596, can be omitted.
    Type: Grant
    Filed: May 19, 1994
    Date of Patent: July 2, 1996
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Siegbert Rittner, Hans-Martin Ruffer, Jorg Schmid, Thomas Wisser
  • Patent number: 5312976
    Abstract: 2-Hydroxy-naphthalene-6-carboxylic acid or its dipotassium salt is obtained in a good yield and purity without substantial formation of the isomeric compound 2-naphthol-3-carboxylic acid by reacting potassium .beta.-naphtholate with potassium carbonate in the presence of carbon monoxide at a temperature above 260.degree. C. in potassium formate as the solvent.
    Type: Grant
    Filed: July 31, 1992
    Date of Patent: May 17, 1994
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Volker Hautzel, Siegbert Rittner
  • Patent number: 5075496
    Abstract: 2,6-hydroxynaphthoic acid is made by reacting 2-naphthol with cesium or rubidium hydroxide to obtain cesium or rubidium naphthoxide, and reacting the naphthoxide with CO.sub.2 in the presence of cesium or rubidium carbonate.
    Type: Grant
    Filed: December 14, 1990
    Date of Patent: December 24, 1991
    Assignee: Aristech Chemical Corporation
    Inventors: Joseph Pugach, Donald T. Derussy
  • Patent number: 5011984
    Abstract: The present invention provides a production of 2-hydroxynaphthalene-6-carboxylic acid improved in the yield and the selective ratio, in which .beta.-naphthol and water formed in the reaction system are eliminated therefrom through the reaction.
    Type: Grant
    Filed: April 12, 1990
    Date of Patent: April 30, 1991
    Assignee: Kabushiki Kaisha Ueno Seiyaku Oyo Kenkyujo
    Inventors: Ryuzo Ueno, Yoshiyasu Masada, Toru Mori
  • Patent number: 4966992
    Abstract: The present invention provides a method of production of aromatic hydroxycarboxylic acids by the reaction of alkaline metal salts of phenols or naphthols with carbon dioxide, in which free phenols or free naphthols produced as by-products in the reaction system are removed from the system so as to control the content of free phenols or free naphthols at a suitable level, by which a purer objective compound can be obtained at high yield under the condition of lower temperature and shorter time.
    Type: Grant
    Filed: January 18, 1989
    Date of Patent: October 30, 1990
    Assignee: Kabushiki Kaisha Ueno Seiyaku Oyo Kenkyujo
    Inventors: Ryuzo Ueno, Yoshiyasu Masada, Yoshihiko Kuwae, Keiji Kawata
  • Patent number: 4916257
    Abstract: The invention relates to a process for purification of 2-hydroxynaphthalene-6-carboxylic acid by recrystallization. In this process, the crude acid is recrystallized from water-miscible linear or cyclic aliphatic ethers, aliphatic polyethers or aliphatic hydroxy ethers or from at least 10% strength by weight aqueous solutions of these ethers. Recrystallization from a 35-90% strength by weight aqueous solutions of 1,4-dioxane is particularly preferred.
    Type: Grant
    Filed: January 12, 1989
    Date of Patent: April 10, 1990
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Helmold von Plessen, Siegbert Rittner, Heinrich Volk, Werner Wykypiel, Rudolf Neeb
  • Patent number: 4873367
    Abstract: 4-Hydroxy-3-phenylbenzoic acid is prepared by carbonation of a 2-phenylphenol alkali metal salt in the presence of a liquid N,N-dialkylcarboxamide such as dimethylformamide. Carbonation may be effected at atmospheric pressure or at superatmospheric pressures.
    Type: Grant
    Filed: November 25, 1988
    Date of Patent: October 10, 1989
    Assignee: General Electric Company
    Inventors: Patricia P. Anderson, Timothy M. Sivavec, Tohru Takekoshi
  • Patent number: 4780567
    Abstract: This invention provides a process for selectively producing aromatic hydroxycarboxylic acids, which comprises subjecting a liquid mixture consisting of a polycyclic aromatic hydrocarbon, an alkali metal salt of an aromatic hydroxy compound and a free aromatic hydroxy compound to a reaction with carbon dioxide. The process permits the production of the intended product with enhanced selectivity.
    Type: Grant
    Filed: July 1, 1986
    Date of Patent: October 25, 1988
    Assignee: Kabushiki Kaisha Ueno Seiyaku Oyo Kenkuyo
    Inventors: Ryuzo Ueno, Toshiharu Kanagae, Mitsuyuki Kishimoto
  • Patent number: 4529817
    Abstract: Aromatic hydroxycarboxylic acids are prepared by reacting an alkali metal salt of an aromatic hydroxy compound in solid phase with carbon dioxide, by reacting an alkali metal salt of an aromatic hydroxy compound in the form of granules in a fluidized bed with carbon dioxide, if desired under elevated pressure, at first at temperatures of 20.degree. to 130.degree. C. until at least 40% of the hydroxy compound has been converted into the corresponding carbonate, then completing the reaction at temperatures of 135.degree. to 300.degree. C., and then converting the reaction product obtained into the free acid.
    Type: Grant
    Filed: March 7, 1983
    Date of Patent: July 16, 1985
    Assignee: Bayer Aktiengesellschaft
    Inventors: Gerhard Stopp, Horst Karkossa, Viktor Trescher
  • Patent number: 4508920
    Abstract: Aromatic hydroxycarboxylic acids are prepared by reacting alkali metal salts of aromatic hydroxy compounds in the solid phase with carbon dioxide in a process in which the alkali metal salt of the aromatic hydroxy compound is reacted at temperatures of 120.degree. to 300.degree. C., in the form of granules, in a fluidized bed with carbon dioxide, if appropriate under elevated pressure and, if appropriate, in the presence of the aromatic hydroxy compound in the form of vapor, with continuous removal, by means of excess carbon dioxide, of the aromatic hydroxy compound which is formed, until at least 40% of the hydroxy compound have been converted into the alkali metal salt of the corresponding hydroxycarboxylic acid, and, if appropriate, the resulting alkali metal salt of the hydroxycarboxylic acid is reacted further in a subsequent stage at temperatures of 150.degree. to 300.degree. C.
    Type: Grant
    Filed: March 7, 1983
    Date of Patent: April 2, 1985
    Assignee: Bayer Aktiengesellschaft
    Inventors: Gerhard Stopp, Horst Karkossa, Viktor Trescher
  • Patent number: 4345094
    Abstract: The production of 6-hydroxy-2-naphthoic acid from anhydrous potassium 2-naphthoxide and carbon dioxide is improved by forming a mixture of 0.8-1.2 moles of 2-hydroxynaphthalene per equivalent of potassium base, dehydrating the mixture, adding carbon dioxide at about 20 to 90 psi at about 255.degree.-280.degree. C. and agitating and heating it at said pressure and temperature.
    Type: Grant
    Filed: June 2, 1981
    Date of Patent: August 17, 1982
    Assignee: American Cyanamid Company
    Inventors: Michael J. Mueller, Carroll S. Montgomery
  • Patent number: 4345095
    Abstract: The production of 6-hydroxy-2-naphthoic acid from anhydrous potassium 2-naphthoxide and carbon dioxide is improved by forming a mixture of 0.8-1.45 moles of 2-hydroxynaphthalene per equivalent of potassium base, dehydrating the mixture, adding carbon dioxide at about 20 to 90 psi at about 255.degree.-280.degree. C. and agitating and heating at said pressure and temperature.
    Type: Grant
    Filed: June 11, 1981
    Date of Patent: August 17, 1982
    Assignee: American Cyanamid Company
    Inventors: Michael J. Mueller, Carroll S. Montgomery
  • Patent number: 4329494
    Abstract: The production of 6-hydroxy-2-naphthoic acid from anhydrous potassium 2-naphthoxide and carbon dioxide is improved by introducing 3-hydroxy-2-naphthoic acid to the initial stages of the process.
    Type: Grant
    Filed: July 22, 1981
    Date of Patent: May 11, 1982
    Assignee: American Cyanamid Company
    Inventor: Carroll S. Montgomery
  • Patent number: 4297508
    Abstract: A process for producing 2-hydroxynaphthalene-3-carboxylic acid comprising reacting carbon dioxide with a homogeneous liquid mixture comprising an alkali metal salt of .beta.-naphthol, .beta.-naphthol and a specific alkylbenzene is disclosed.
    Type: Grant
    Filed: December 22, 1980
    Date of Patent: October 27, 1981
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Yuzo Maegawa, Fujio Masuko, Makoto Nakamura
  • Patent number: 4287357
    Abstract: The production of 6-hydroxy-2-naphthoic acid from anhydrous potassium 2-naphthoxide and carbon dioxide is improved by forming a mixture of 0.8-1.2 moles of 2-hydroxynaphthalene per equivalent of potassium base, dehydrating the mixture, adding carbon dioxide at about 20 to 90 psi at about 255.degree.-280.degree. C. and agitating and heating it at said pressure and temperature.
    Type: Grant
    Filed: March 6, 1980
    Date of Patent: September 1, 1981
    Assignee: American Cyanamid Company
    Inventors: Michael J. Mueller, Carroll S. Montgomery
  • Patent number: 4239913
    Abstract: A process for preparing 2-hydroxynaphthalenecarboxylic acids which comprises reacting a liquid mixture of 1 mole of an alkali .beta.-naphtholate, 0.05 to 3 moles of .beta.-naphthol, and 0.1 to 5 times the weight of the alkali .beta.-naphtholate of light oil or kerosene with carbon dioxide under a carbon dioxide pressure of not more than 15 kg/cm.sup.2.G at a temperature of at least 180.degree. C.
    Type: Grant
    Filed: August 15, 1978
    Date of Patent: December 16, 1980
    Assignee: Kabushiki Kaisha Veno Seiyaku Oyo Kenkyujo
    Inventors: Ryuzo Ueno, Hiroaki Tsuchiya, Yasukazu Muramoto, Yoshihiko Kuwae