Phenolic Hydroxy Or Metallate Patents (Class 560/67)
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Patent number: 10723691Abstract: The present invention relates to a process for preparing 3-(2-hydroxybenzoyloxy)-4-(trimethylammonio)butyrobetaine hydrochloride of formula (I), wherein the process comprises reacting 3-hydroxy-4-(trimethylammonio)butyrobetaine or a salt thereof with a 2-alkoxybenzoyl chloride of formula (III), and where R is selected from benzyl and branched C3-C6 alkyl groups. The present invention further relates to compounds of formula (II) and salts thereof, where R is selected from benzyl and branched C3-C6 alkyl groups, and to a process for preparing same.Type: GrantFiled: August 29, 2017Date of Patent: July 28, 2020Assignee: DRUG'ON PHARMA SWITZERLAND AGInventors: Thomas Meul, Peter Weber
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Patent number: 10265641Abstract: The invention relates to a method for recovering an organic compound from a feed stream comprising the steps of —extracting the organic compound into an organic solvent, thereby obtaining a mixture of the solvent and the organic compound; and —simultaneously crystallizing the solvent and the organic compound by cooling the mixture; and —separating the solid organic solvent and solid organic compound.Type: GrantFiled: May 1, 2015Date of Patent: April 23, 2019Assignee: NEDERLANDSE ORGANISATIE VOOR TOEGEPAST-NATUURWETENSCHAPPELIJK ONDERZOEK TNOInventors: Carol Andrea Roa Engel, Jan Harm Urbanus, Dirk Verdoes
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Patent number: 9790165Abstract: The present invention relates to a production process of a 4-hydroxy-benzoic acid long chain ester, that includes a step of reacting a 4-hydroxy-benzoic acid short chain ester with an aliphatic alcohol in the presence of a metal catalyst. The present invention also relates to a purification process of a 4-hydroxy-benzoic acid long chain ester, that includes a step of adding an acid aqueous solution to a crude composition including the 4-hydroxy-benzoic acid long chain ester, separating the crude composition to an organic phase and a water phase and extracting the organic phase.Type: GrantFiled: April 15, 2016Date of Patent: October 17, 2017Assignee: UENO FINE CHEMICALS INDUSTRY, LTD.Inventors: Yusuke Kita, Toshihide Komatsu, Takaya Hisano, Kuniyo Yanagawase, Mio Tsuchiya
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Patent number: 9637418Abstract: In a method for preparing an ester from an hydroxybenzoic acid and a fatty alcohol for use in a binder system for powder injection molding, transesterification of an ester of the hydroxybenzoic acid and a low alcohol using the fatty alcohol is carried out, the fatty alcohol and the ester of the hydroxybenzoic acid and the low alcohol forming a reaction mixture and being used in an essentially equimolar ratio. The transesterification is carried out at a temperature at which the ester of the hydroxybenzoic acid and the low alcohol and the fatty alcohol are present as a homogeneous melt. The binder system for a powder injection molding contains 80 to 98 wt. % of a metal powder and/or a ceramic powder and 1 to 19 wt. % of a polymeric binder component, and 1 to 19 wt. % of at least one ester prepared by the transesterification.Type: GrantFiled: November 25, 2009Date of Patent: May 2, 2017Assignee: ROBERT BOSCH GMBHInventors: Wilfried Aichele, Jochen Rager, Klaus Czerwinski, Eberhard Grath, Josef Arnold, Eva Weisser
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Patent number: 9168224Abstract: Pharmaceutical foam compositions substantially free of ethanol and comprising pimecrolimus in a carrier vehicle comprising a mixture of oily solvents amounting to at least 40% of the total weight of the composition and consisting of: i) hexylene glycol; ii) optionally oleyl alcohol; and iii) dimethylisosorbide and/or medium chain triglycerides; and additionally: iv) when oleyl alcohol is absent, water in an amount of less than 25%; v) at least one consistency agent; vi) at least one preservative; and vii) at least one surfactant/emulgator; and propellant gas for foaming; and optionally further conventional excipients. They are indicated for use in the treatment of various skin, nail and mucosal diseases.Type: GrantFiled: April 7, 2005Date of Patent: October 27, 2015Assignee: Meda Pharma SARLInventors: Meir Eini, Doron Friedman, Stefan Hirsch, Sabine Meyenburg, Nabila Sekkat, Dov Tamarkin
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Publication number: 20140371232Abstract: Provided are cajanine structure analogous compounds, synthesis method and pharmacological effects thereof, the compounds of the present invention having the structure as represented by general formulas I, II, III, IV and V. Also provided are pharmaceutical compositions containing the compounds as active ingredient, and uses thereof; the compounds of the present invention having the pharmacological activities such as anti-virus, anti-virus-infection, nerve protection, anti-metabolic-diseases and the like. Also provided is a chemical total synthesis preparation method of the natural products cajanine, cajanine A and cajanine C. The present invention lays a foundation for the in-depth study and development of the compounds as clinical drugs in the future.Type: ApplicationFiled: December 18, 2012Publication date: December 18, 2014Inventors: Zhuorong Li, Xingyue Ji, Situ Xue, Guanghui Zheng, Yuhuan Li, Peizhen Tao, Jiandong Jiang
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Publication number: 20140336136Abstract: The present invention relates to the use of certain stilbene derivatives for cosmetic and dermatological applications, in particular prevention and/or treatment of skin aging, as well as to cosmetic and dermatological compositions containing such stilbene derivatives.Type: ApplicationFiled: May 7, 2014Publication date: November 13, 2014Applicant: RAHN AGInventors: Jens Bitzer, Thomas Küper, Philipp Wabnitz
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Publication number: 20140256965Abstract: Disclosed is a process for converting bio-oil, wherein the process includes the steps, where a feedstock including bio-oil selected from bio-oils, any fractions of bio-oils and any combinations thereof is subjected to azeotropic distillation with at least one alcohol to yield a liquid component, and subjecting the liquid component to alcoholysis whereby converted bio-oil is obtained. The invention also relates to the use of converted bio-oil, obtainable by the process, as heating oil, as starting material in processes for producing fuels, fuel components, fine chemicals, chemical building-blocks, and solvents.Type: ApplicationFiled: March 10, 2014Publication date: September 11, 2014Applicant: UPM-Kymmene CorporationInventors: Janne ASIKKALA, Andrea GUTIERREZ
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Patent number: 8802892Abstract: The present invention relates to compounds of formula I, which are functionalized phenolic compounds, and polymers formed from the same. Ar—[O—(X)p—R?]q??I Polymers formed from the functionalized phenolics are expected to have controllable degradation profiles, enabling them to release an active component over a desired time range. The polymers are also expected to be useful in a variety of medical applications.Type: GrantFiled: October 17, 2012Date of Patent: August 12, 2014Assignee: Bezwada Biomedical, LLCInventor: Rao S Bezwada
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Patent number: 8742005Abstract: The present invention relates to an acrylate-based compound that includes an organic acid having two or more acrylate groups and one or more phenolic acid structures in one molecule, and a photosensitive composition including the same. It is possible to shorten a developing time in a photolithography process without damaging photosensitivity by using the photosensitive composition according to the present invention.Type: GrantFiled: November 18, 2011Date of Patent: June 3, 2014Assignee: LG Chem, Ltd.Inventors: Keon Woo Lee, Sang Kyu Kwak, Changsoon Lee, Hyehyeon Kim
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Patent number: 8690970Abstract: A fuel composition for a fuel injected internal combustion engine, a method for improving performance of fuel injectors and a method for cleaning fuel injectors for a fuel-injected internal combustion engine. The fuel composition includes a major amount of fuel and a minor, effective amount of a quaternary ammonium salt of a hydrocarbyl amine and a hydrocarbyl-substituted alkyl-hydroxybenzoate. The amount of quaternary ammonium salt present in the fuel is sufficient to improve performance of the fuel injected internal combustion engine having combusted the composition compared to the performance of such engine having combusted a fuel composition that does not contain the quaternary ammonium salt. The hydrocarbyl-substituted alkyl-hydroxybenzoate contains one or more hydrocarbyl substituents providing a total of at least 8 up to about 200 carbon atoms, provided the one or more hydrocarbyl substituents do not contain sulfur, oxygen, or nitrogen atoms.Type: GrantFiled: February 24, 2012Date of Patent: April 8, 2014Assignee: Afton Chemical CorporationInventor: Xinggao Fang
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Publication number: 20140088193Abstract: The present invention concerns a pharmaceutical composition comprising a compound of formula A being (2,3(dihydroxy), 5[3(1,2)butadiene], 1(3hydroxy,3methyl,4pentene)benzene) and/or a compound of formula B being (2,3(dihydroxy), 5[3(1,2)butadiene], 2[2methylbutane]benzenal) and/or a compound of formula C being (2,3(dihydroxy), 5[3(1,2)butadiene], 2hydroxy,3butene benzoate) or a combination thereof for use as a medicament or for in vivo use in treatment and prevention of diseases caused by DNA enveloped viruses, DNA non-enveloped viruses, RNA enveloped viruses and RNA non-enveloped viruses.Type: ApplicationFiled: September 27, 2011Publication date: March 27, 2014Applicant: CESA ALLIANCE S.A.Inventor: Willem Van Cauter
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Publication number: 20140080989Abstract: Here is provided a charge control resin which is prompt in charge rising up, excellent in electrostatic charging propensity and easy in manufacturing. This charge control resin contains a polymer as an active ingredient having a constituent unit represented by following Formula (1) in the Formula (1), R1 is independent of one another, and is a hydrogen atom, a hydroxyl group, a halogen atom, a carboxy-containing group, a straight-chained or branched alkyl group having 1-18 carbon atoms, or a straight-chained or branched alkoxy group having 1-18 carbon atoms; R2 is a hydrogen atom, a hydroxyl group, a halogen atom, a carboxy-containing group, a straight-chained or branched alkyl group having 1-18 carbon atoms, or a straight-chained or branched alkoxy group having 1-18 carbon atoms; g is a number of 1-3; h is a number of 1-3; and M is a hydrogen atom, an alkali metal, a straight-chained or branched alkyl group having 1-18 carbon atoms, an ammonium radical or a mixture of any of these.Type: ApplicationFiled: May 17, 2012Publication date: March 20, 2014Applicant: ORIENT CHEMICAL INDUSTRIES CO., LTD.Inventors: Masashi Yasumatsu, Kaori Inoue, Satoko Ozaki
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Patent number: 8613868Abstract: The present invention relates to compounds represented by the following Formula I, In Formula I, R1 and R2 are each independently selected from hydrogen, and optionally substituted hydrocarbyl, provided that at least one of R1 and R2 is selected from optionally substituted hydrocarbyl (e.g., tertiary butyl); n is 0, 1 or 2, and each R3 is independently selected from optionally substituted hydrocarbyl; L1 is a divalent linking group, such as a bond or —C(O)O—; each L2 independently represents a flexible segment, such as divalent linear or branched C1-C25 alkyl; each L3 independently represents a rigid segment including, for example, optionally substituted phenylen-1,4-diyl groups; t is from 1 to 4; m and p are each independently from 0 to 4 for each t, provided that the sum of m and p is at least 1 for each t; and E can be, for example, C5-C18 aryl.Type: GrantFiled: August 8, 2011Date of Patent: December 24, 2013Assignee: Transitions Optical, IncInventors: Xiao-Man Dai, Ruisong Xu, Meng He, Anil Kumar, Rachael L. Yoest, Chenguang Li
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Publication number: 20130096209Abstract: The present invention provides edible compositions comprising a compound of the present invention, food products comprising such edible compositions and methods of preparing such food products. The present invention also provides methods of reducing the amount of NaCl in a food product, methods of reducing the sodium intake in a diet, and methods of reducing bitter taste in a food product.Type: ApplicationFiled: April 15, 2011Publication date: April 18, 2013Applicants: Kraft Foods Global Brands LLC, Chromocell CorporationInventors: David Hayashi, William P. Jones, Jane V. Leland, Peter H. Brown, Joseph Gunnet, Daniel Lavery, Louise Slade, Kambiz Shekdar, Jessica Langer
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Publication number: 20130053598Abstract: The invention relates to a method for producing a cross-coupling product of a benzenoid dizonium salt according to the general formula (I), wherein the groups R1, R2, R3, R4, and R5 represent hydrogen, halogen, an alkyl, alkenyl, aryl, alkoxy, aryloxy, nitro, cyano, hydroxy, acetyl, and/or diazo groups independently of each, and X represents BF4, Cl, F, SO3CH3, CO2CH3, PF6, ClO2CH3, or CIO4, comprising the following steps: (a) providing a benzenoid amide, which with the exception of the diazo function has the same substituents R1, R2, R3, R4, and R5 as the benzenoid diazonium salt of the general formula (I), and hydrolytically cleaving the amide to form an amine or providing a corresponding amine, (b) diazotizing the amine thus obtained or provided with a nitrite, and (c) subsequently reacting the benzenoid diazonium salt with a coupling partner in the presence of a catalyst to form a cross-coupling product, wherein the coupling parter is represented by the general formula (II), R6, R7, and R8 are the same orType: ApplicationFiled: April 22, 2010Publication date: February 28, 2013Applicant: ZYLUM BETEILIGUNGSGESELLSCHAFT MBH & CO. PATENTE II KGInventors: Nicolas Boege, Andreas Kreipl, Bernd Schmidt, Frank Hoelter, René Berger
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Publication number: 20120289695Abstract: Methods of producing organic materials, and in particular methods of producing petroleum materials and organic compounds such as aromatic acids, phenols, and aliphatic poly-carboxylic acids using an oxidative hydrothermal dissolution (OHD) process are disclosed.Type: ApplicationFiled: June 4, 2012Publication date: November 15, 2012Applicant: SOUTHERN ILLINOIS UNIVERSITY CARBONDALEInventors: Kenneth B. Anderson, John C. Crelling, William W. Huggett, Derek M. Perry
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Publication number: 20120156619Abstract: The present invention relates to an acrylate-based compound that includes an organic acid having two or more acrylate groups and one or more phenolic acid structures in one molecule, and a photosensitive composition including the same. It is possible to shorten a developing time in a photolithography process without damaging photosensitivity by using the photosensitive composition according to the present invention.Type: ApplicationFiled: November 18, 2011Publication date: June 21, 2012Applicant: LG CHEM, LTD.Inventors: Keon Woo LEE, Sang Kyu KWAK, Changsoon LEE, Hyehyeon KIM
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Publication number: 20120088918Abstract: The invention relates to a continuous method for producing aromatic carboxylic acid esters by reacting at least one aromatic carboxylic acid of formula (I) Ar—COOH (I), wherein Ar represents an optionally substituted aryl group with 5 to 50 atoms, with at least one alcohol of formula (II) R2—(OH)n (II), wherein R2 represents an optionally substituted hydrocarbon group with 1 to 100 C atoms and n is an integer from 1 to 10, in the presence of at least one transesterification catalyst in a reaction tube, the longitudinal axis of which extends in the direction of propagation of the microwaves of a monomode microwave applicator, under microwave irradiation to form the ester.Type: ApplicationFiled: June 9, 2010Publication date: April 12, 2012Applicant: CLARIANT FINANCE (BVI) LIMITEDInventors: Matthias Krull, Roman Morschhaeuser
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Publication number: 20120009133Abstract: A poly(non-conjugated diene) based sunscreen has a plurality of repeating units where each repeating unit has at least one UV absorbing chromophore that is situated between and connected by chains to two mono-ene units where each UV absorbing chromophore absorb UVA and UVB light. The poly(non-conjugated diene) based sunscreen can be included with a vehicle for application to the skin to prevent sunburn. The poly(non-conjugated diene) based sunscreen can be prepared by acyclic diene metathesis polymerization.Type: ApplicationFiled: April 1, 2010Publication date: January 12, 2012Applicant: UNIVERSITY OF FLORIDA RESEARCH FOUNDATION, INC.Inventors: James Klein Leonard, Kenneth Berry Sloan, Kenneth Boone Wagener
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Publication number: 20110294935Abstract: In a method for preparing an ester from an hydroxybenzoic acid and a fatty alcohol for use in a binder system for powder injection molding, transesterification of an ester of the hydroxybenzoic acid and a low alcohol using the fatty alcohol is carried out, the fatty alcohol and the ester of the hydroxybenzoic acid and the low alcohol forming a reaction mixture and being used in an essentially equimolar ratio. The transesterification is carried out at a temperature at which the ester of the hydroxybenzoic acid and the low alcohol and the fatty alcohol are present as a homogeneous melt. The binder system for a powder injection molding contains 80 to 98 wt. % of a metal powder and/or a ceramic powder and 1 to 19 wt. % of a polymeric binder component, and 1 to 19 wt. % of at least one ester prepared by the transesterification.Type: ApplicationFiled: November 25, 2009Publication date: December 1, 2011Inventors: Wilfried Aichele, Jochen Rager, Klaus Czerwinski, Eberhard Grath, Josef Arnold, Eva Weisser
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Publication number: 20110280940Abstract: The invention relates to the medical field, more precisely in the field of anti-cancer treatment and treatment of Alzheimer's disease, Parkinson's disease or Pick's disease or for ameliorating symptoms of Down syndrome, providing newly synthesised multi-vanilloyl derivative compounds and their use in the treatment of said disorders.Type: ApplicationFiled: October 13, 2009Publication date: November 17, 2011Inventors: Robert Kiss, Jacques Dubois, Jean Neve, Delphine Lamoral-Theys, Francois Dufrasne, Laurent Pottier
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Patent number: 8034967Abstract: A method of producing a purified ester-substituted phenol stream is provided. The method includes a first step of obtaining from a melt transesterification reaction a byproduct stream containing a residual ester-substituted diaryl carbonate, an ester-substituted phenol, a residual melt transesterification catalyst, and a catalyst degradation product. A second step includes treating the reaction byproduct stream to separate ester-substituted phenol and catalyst degradation product from residual ester-substituted diaryl carbonate and residual melt transesterification catalyst to create a light recycle stream containing ester-substituted phenol and catalyst degradation product and a heavy recycle stream containing residual ester-substituted diaryl carbonate and residual melt transesterification catalyst. A third step includes treating the light recycle stream to reduce catalyst degradation product concentration thereby producing a purified ester-substituted phenol stream.Type: GrantFiled: November 30, 2007Date of Patent: October 11, 2011Assignee: Sabic Innnovative Plastics IP B.V.Inventors: Hatem Belfadhel, Stephan Bouwens, Martin Herke Oyevaar
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Publication number: 20110118458Abstract: The invention relates to a novel mediator used in the production of wood composite materials that are devoid of binding agents.Type: ApplicationFiled: August 19, 2009Publication date: May 19, 2011Inventors: Alireza Kharazipour, Markus Christian Euring
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Publication number: 20110097287Abstract: The present patent application relates to cosmetic compositions comprising cationic compounds of quaternary ammonium esters derived from 2-[2-(diethylamino)ethoxy]ethanol type, to the use of these cationic compounds, in particular as conditioning agent, to a cosmetic treatment method, in particular a hair treatment method, employing them and to the novel cationic compounds.Type: ApplicationFiled: February 3, 2009Publication date: April 28, 2011Applicant: L'OREALInventors: Laure Ramos-Stanbury, Maria Dalko, Gilles Genain, Estelle Mathonneau, Virginie Le Chaux
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Publication number: 20110082176Abstract: The present disclosure provides non-naturally occurring polyphenol compounds that upregulate the expression of Apolipoprotein A-I (ApoA-I). The disclosed compositions and methods can be used for treatment and prevention of cardiovascular disease and related disease states, including cholesterol or lipid related disorders, such as, e.g., atherosclerosis.Type: ApplicationFiled: October 15, 2010Publication date: April 7, 2011Inventors: Norman C.W. Wong, Joseph E.L. Tucker, Henrik C. Hansen, Fabrizio S. Chiacchia, David McCaffrey
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Publication number: 20110053086Abstract: A compound of the present invention is represented by the formula (A); wherein R1 represents a hydrogen atom or a C1 to C6 alkyl group; Z1 represents a single bond, —CO—O—* or —CO—O—(CH2)k—CO—O—*; Z2 represents a single bond, *—O—CO—, *—CO—O—, *—O—(CH2)k—CO—, *—CO—(CH2)k—O—, *—O—(CH2)k—CO—O—, *—O—CO—(CH2)k—O— or *—O—CO—(CH2)k—O—CO—; k represents an integer of 1 to 6; * represents a binding position to W; W represents a C4 to C36 (n+1) valent alicyclic hydrocarbon group or a C6 to C18 (n+1) valent aromatic hydrocarbon group, one or more hydrogen atoms contained in the alicyclic hydrocarbon group and the aromatic hydrocarbon group may be replaced by a halogen atom, a C1 to C12 alkyl group, a C1 to C12 alkoxy group, a C2 to C4 acyl group or —OR10; R10 represents a hydrogen atom or a group represented by the formula (R2-2); R2 represents a hydrogen atom, a group represented by the formula (R2-1) or (R2-2); n represents an integer of 1 to 3; R4, R5 and R6 independently represent a C1 to C12 hydrocarbon groupType: ApplicationFiled: September 1, 2010Publication date: March 3, 2011Applicant: SUMITOMO CHEMICAL COMPANY,LIMITEDInventors: Kazuhiko Hashimoto, Koji Ichikawa
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Publication number: 20110046220Abstract: The invention relates to a Microbulbifer bacterial strain isolated from a marine sponge, to its use in a process for manufacturing paraben compounds. The invention also relates to paraben compounds obtained from that Microbulbifer strain and to their uses. The Microbulbifer strain of the invention is Microbulbifer strain named L4-N2 deposited at the CNCM under the registration number 1-3714. The process of manufacturing paraben compounds of the invention makes use of this Microbulbifer strain. The invention finds application in the manufacture of paraben compounds, for use in particular in cosmetic, pharmaceutical, antifouling, detergent, sanitizing and disinfectant compositions.Type: ApplicationFiled: April 7, 2008Publication date: February 24, 2011Applicants: CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE, MUSEUM NATIONAL D'HISTOIRE NATURELLE, UNIVERSITE PIERRE ET MARIE CURIE (PARIS 6)Inventors: Marie-Lise Bourguet-Kondracki, Isabelle Domart-Coulon, Elodie Quevrain
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Publication number: 20100267778Abstract: The present invention relates to a compound represented by formula (I): wherein ring A, ring B and ring D each independently represents a cyclic group which may have a substituent(s); W is a spacer having 1 to 8 atom(s) in its main chain; X is a spacer having 1 to 2 atom(s) in its main chain; Y is a binding bond or a spacer having 1 to 8 atom(s) in its main chain; and Z is an acidic group, or a salt thereof, a solvate thereof or a prodrug thereof. The compound represented by formula (I) has a PPAR ? agonistic action and is useful as a preventive and/or treating agent for diseases where sugar and lipid metabolisms are abnormal (diabetes, hyperlipemia, arteriosclerosis, cardiovascular diseases, obesity and metabolic syndrome or the like), hypertension, circulatory diseases and skin inflammation diseases.Type: ApplicationFiled: August 3, 2004Publication date: October 21, 2010Inventors: Shinya Kusuda, Yoshisuke Nakayama, Masaki Ima, Hisao Tajima, Sachiko Kato
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Publication number: 20100249404Abstract: The invention relates to a method for carrying out a chemical reaction for producing a target compound by heating in a reactor a reaction medium containing at least one first reactant, such that a chemical bond inside the first reactant or between the first and a second reactant is formed or modified. The reaction medium is brought into contact with a solid heating medium that can be warmed by electromagnetic induction and that is inside the reactor and is surrounded by the reaction medium. Said heating medium is heated by electromagnetic induction with the aid of an inductor and the target bond is formed from the first reactant or from the first and a second reactant and said target bond is separated from the heating medium.Type: ApplicationFiled: June 11, 2010Publication date: September 30, 2010Inventors: Carsten Friese, Andreas Kirschning, Jurgen Wichelhaus, Sascha Volhan Ceylan
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Publication number: 20100048701Abstract: Disclosed is an amide compound represented by the formula (1) below, which has excellent plant disease controlling activity. In the formula, X1 represents a fluorine atom or a methoxy group; X2 represents a hydrogen atom, a halogen atom, a C1-C4 alkyl group or the like; X3 represents a halogen atom, a C1-C4 alkyl group or the like; Z represents an oxygen atom or a sulfur atom; and A represents an A1-CR11R12R13 group, an A2-Cy1 group or an A3-Cy2 group, wherein A1 represents a CH2 group or the like, A2 represents a single bond, a CH2 group or the like, A3 represents a C1-C3 haloalkyl group, a C2-C4 alkenyl group or the like, Cy1 represents a C3-C6 cycloalkyl group substituted with a C1-C6 alkoxy group or the like, Cy2 represents a C3-C6 cycloalkyl group which may be substituted with a halogen atom or the like, R11 and R12 independently represent a C1-C4 alkyl group, and R13 represents a halogen atom, a hydroxyl group or the like.Type: ApplicationFiled: April 25, 2008Publication date: February 25, 2010Inventors: Takashi Komori, Mayumi Kubota, Yuichi Matsuzaki
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Patent number: 7507853Abstract: The present invention relates to an improved process for the preparation of phenolic carboxylic acid derivatives catalysed by biocatalytic esterification, transesterification or amidation of a corresponding lower alkyl ester. Biocatalysis is performed in the presence of suitable enzymes, e.g. hydrolases, especially esterases, amidases, lipases and proteases.Type: GrantFiled: October 2, 2003Date of Patent: March 24, 2009Assignee: Ciba Specialty Chemicals CorporationInventors: Reinhold Öhrlein, Gabriele Baisch, Kai-Uwe Schöning, Jemima Schmidt, Sandra Franziska Mayer
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Patent number: 7456136Abstract: A linear compound and a metal salt or boron-containing metal salt thereof contains one or more carboxyl-containing phenol units or derivatives thereof and one or more on average at least C18 hydrocarbyl-substituted hydroxyaromatic units or derivatives thereof connected by one or more divalent bridging groups. A concentrate contains the linear compound or metal salt thereof and an organic diluent. A lubricating oil composition contains a minor amount of the linear compound or metal salt thereof and a major amount of a lubricating oil. Additional embodiments of the invention are processes to make the linear compound and the metal salt thereof.Type: GrantFiled: August 21, 2002Date of Patent: November 25, 2008Assignee: The Lubrizol CorporationInventors: David J. Moreton, Stephen J. Cook, David Cressey
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Patent number: 7368593Abstract: A method of preparing a compound of formula I wherein R is a hydrocarbon and n is an integer from 1 to 5, including the steps of: contacting a compound of formula II with a compound selected from the group consisting of amines, and carbonates, bicarbonates, and hydroxides of alkali metals, and combinations thereof, in a solvent to produce a salt of a compound of formula II; treating the salt of the compound of formula II in a polar, aprotic solvent with an organic halide having a formula R—X, wherein X is selected from chlorine, bromine, iodine, and combinations thereof, to produce an ester of formula I; isolating a reaction product including the ester of formula I from the solvent by precipitation or solvent extraction; and purifying the compound of formula I, is disclosed.Type: GrantFiled: August 18, 2004Date of Patent: May 6, 2008Assignee: Organics L.L.C.Inventors: Ramanujam Prasad, Jeffrey P. Conrad, Thaddeus J. Ilg
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Patent number: 6878843Abstract: A process for the preparation of a compound of formula (I) wherein R1 and R2 are each independently of the other C1-C8alkyl, cyclopentyl or cyclohexyl, m is 1, 2 or 3, preferably 2, n is an integer from 1 to 30, and R3 is an n-valent radical from linear or branched C4-C30alkyl, which is optionally interrupted by one or more oxygen atoms, or (when n=1-12) an n-valent radical from C5-C12cycloalkyl, or a radical R4—[NR5—CmH2m—]p, R4 is hydrogen, an n-valent radical from linear or branched C4-C30alkyl, which is optionally interrupted by one or more —NR5— groups, or (when n=1-12) an n-valent radical from C5-C12cycloalkyl, R5 radicals, each independently of any other(s), are hydrogen or methyl or —CmH2m—, preferably hydrogen, and p corresponds to the number of —[NR5—CmH2m—] groups that gives n —CmH2m— radicals per molecule, by reaction of a compound of formula (II) wherein R is C1-C3alkyl, with a compound of formula (III) R3(OH)n??(III) wherein R3 and n have the definitions given, wherein the reactionType: GrantFiled: June 14, 2001Date of Patent: April 12, 2005Assignee: Ciba Specialty Chemicals Corp.Inventor: Christoph Kleiner
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Patent number: 6828466Abstract: A process to synthesize substituted phenols such as those of the general formula RR′R″Ar(OH) wherein R, R′, and R″ are each independently hydrogen or any group which does not interfere in the process for synthesizing the substituted phenol including, but not limited to, halo, alkyl, alkoxy, carboxylic ester, amine, amide; and Ar is any variety of aryl or hetroaryl by means of oxidation of substituted arylboronic esters is described. In particular, a metal-catalyzed C—H activation/borylation reaction is described, which when followed by direct oxidation in a single or separate reaction vessel affords phenols without the need for any intermediate manipulations. More particularly, a process wherein Ir-catalyzed borylation of arenes using pinacolborane (HBPin) followed by oxidation of the intermediate arylboronic ester by OXONE is described.Type: GrantFiled: July 15, 2003Date of Patent: December 7, 2004Assignee: Board of Trustees of Michigan State UniversityInventors: Robert E. Maleczka, Jr., Milton R. Smith, III, Daniel Holmes, Feng Shi
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Patent number: 6815555Abstract: The invention provides substituted phenol compounds and pharmaceutical compositions containing substituted phenol compounds which are useful for inducing or maintaining anesthesia or sedation in a mammal. This invention also provides methods for inducing or maintaining anesthesia or sedation in a mammal using substituted phenol compounds.Type: GrantFiled: September 26, 2002Date of Patent: November 9, 2004Assignee: Theravance, Inc.Inventors: Thomas E. Jenkins, Yu-Hua Ji, Huiwei Wu, Jennifer Bolton
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Publication number: 20040186167Abstract: The present invention relates to synthetic green tea derived polyphenolic compounds, their modes of syntheses, and their use in inhibiting proteasomal activity and in treating cancers. The present invention is also directed to pharmaceutical compositions useful in methods of inhibiting proteasomes and of treating cancers.Type: ApplicationFiled: January 26, 2004Publication date: September 23, 2004Inventors: Q. Ping Dou, Tak-Hang Chan, David M. Smith
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Publication number: 20040082793Abstract: The present invention pertains to methods for preparing a compound of Formula (I), wherein A is O or N—L; each L is independently H or an acyl group; K is, together with the two contiguous linking carbon atoms, a phenyl ring, a 5- or 6-membered heteroaromatic ring or an aromatic 8-, 9- or 10-membered fused carbobicyclic or heterobicyclic ring system wherein each ring or ring system is optionally substituted; R1is H, C1 to C4 alkyl or CO2R3; R2 is H or C1 to C4 alkyl; and R3 is C1 to C4 alkyl; comprising hydrogenating a compound of Formula (II), wherein n is 0, 1 or 2 in the presence of a catalyst comprising palladium to form the compound of Formula (I). This invention further pertains to methods for preparing compounds of Formula (II) useful for preparing compounds of Formula (I). This invention also pertains to compounds used in these methods.Type: ApplicationFiled: August 20, 2003Publication date: April 29, 2004Inventors: Gary David Annis, Richard James Brown, Albert Loren Casalnuovo, Stephen Ernest Jacobson, Philip Osborne Moss
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Patent number: 6719814Abstract: The invention provides a lubricity additive in the form of an ester of an acid and an alcohol, wherein the acid is an aromatic mono-, di- or polyhydric, mono-, di- or polycarboxylic acid or mixture thereof, which may be alkylated and/or alkoxylated and wherein the alkyl and/or alkoxy groups, if any, are independently selected from groups having from 1 to 30 carbon atoms, characterised in that (a) the alcohol is glycerol, and (b) the mole percent of acid groups in the lubricity additive is less than 10%, based on the total of acid and ester groups. The invention also provides a process for preparing the lubricity additive, and a middle distillate fuel oil having a sulphur concentration of 0.2% by weight or less, and a minor portion of the lubricity additive.Type: GrantFiled: November 4, 1999Date of Patent: April 13, 2004Assignee: Infineum International LTDInventor: Jian Lin
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Patent number: 6696585Abstract: There are disclosed amphoteric nano-sized metal oxide particles functionalized with silyl esters of a phosphonate and composites thereof with an acrylate-based monomer, including liquid crystal monomers photopolymerizable at ambient temperature. Also disclosed are the method making such functionalized particular by reacting a metal oxide with a silyl ester of a phosphonate in the presence of a non-aqueous solvent and in an inert atmosphere and the method of making the composites wherein the functionalized particles are admixed with an acrylate-based matrix monomer, including liquid crystal monomers photopolymerizable at ambient temperature. Further disclosed is the method of dental repair wherein the composites are applied to a tooth and photopolymerized.Type: GrantFiled: September 22, 2000Date of Patent: February 24, 2004Assignees: Southwest Research Institute, Board of Regents, The University of Texas SystemInventors: Stephen T. Wellinghoff, Hong Dixon, Henry R. Rawls, Barry K. Norling
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Patent number: 6559336Abstract: There is provided a single-step process for the preparation of a compound of formula I. Compounds of formula I are useful as starting materials in the synthesis of natural products and in the manufacture of benzophenone fungicidal agents.Type: GrantFiled: October 12, 2001Date of Patent: May 6, 2003Assignee: BASF AktiengesellschaftInventors: Andreas Pfrengle, Robert J. H. Scheffer, Stefan Scheiblich, Jan Hendrik Wevers, Uwe Josef Vogelbacher, Robert F. Doehner
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Publication number: 20030053964Abstract: The invention relates to the preparation of hydroxybenzoic benzyl esters by reacting benzyl chloride with hydroxybenzoic acids in the presence of one or more amides.Type: ApplicationFiled: April 5, 2002Publication date: March 20, 2003Inventors: Pieter Ooms, Bernd-Ulrich Schenke
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Publication number: 20030032835Abstract: Process for the synthesis of FLECAINIDE comprising the reaction between 2,5-dihydroxybenzoic acid with trifluoroethanol perfluorobutanesulphonate to give the intermediate trifluoroethanol 2,5-bis-trifluoroethoxybenzoate, the reaction of said intermediate with 2-aminomethylpiperidine to give FLECAINIDE.Type: ApplicationFiled: August 8, 2002Publication date: February 13, 2003Inventors: Enrico Vigano, Enrica Pizzatti, Renato Molteni, Simona Lanfranconi
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Patent number: 6444278Abstract: The present invention relates to 2,6-di-tert-butylphenols of the formula I in which R, A1 A2, Z1, Z2 m and n are as defined herein, and their use as stabilizers or antioxidants.Type: GrantFiled: October 10, 1997Date of Patent: September 3, 2002Assignee: Merck Patent Gesellschaft Mit Beschraenkter HaftungInventors: Volker Reiffenrath, Joachim Krause
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Patent number: 6441219Abstract: There is provided a single-step process for the preparation of a compound of formula I. Compounds of formula I are useful as starting materials in the synthesis of natural products and in the manufacture of benzophenone fungicidal agents.Type: GrantFiled: October 30, 2000Date of Patent: August 27, 2002Assignee: BASF CorporationInventor: Robert Francis Doehner, Jr.
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Patent number: 6410765Abstract: There are disclosed amphoteric nano-sized metal oxide particles functionalized with silyl esters of a phosphonate and composites thereof with an acrylate-based monomer, including liquid crystal monomers photopolymerizable at ambient temperature. Also disclosed are the method making such functionalized particular by reacting a metal oxide with a silyl ester of a phosphonate in the presence of a non-aqueous solvent and in an inert atmosphere and the method of making the composites wherein the functionalized particles are admixed with an acrylate-based matrix monomer, including liquid crystal monomers photopolymerizable at ambient temperature. Further disclosed is the method of dental repair wherein the composites are applied to a tooth and photopolymerized.Type: GrantFiled: October 17, 2000Date of Patent: June 25, 2002Assignee: Southwest Research InstituteInventors: Stephen T. Wellinghoff, Hong Dixon, Henry R. Rawls, Barry K. Norling
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Publication number: 20020061929Abstract: Ferulate compounds derived from extracts from the plant Commiphora wightii are used in compositions and methods for prevention and treatment of abnormal cell growth and proliferation in inflammation, neoplasia and cardiovascular disease.Type: ApplicationFiled: May 21, 2001Publication date: May 23, 2002Inventors: Muhammed Majeed, Vladimir Badmaev, Rajinder Kumar Bammi, Subbalakshmi Prakash, Sankaran Natarajan
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Patent number: 6350894Abstract: A sunscreen composition containing a UV-B dibenzoylmethane derivative, such as 4-(1,1-dimethylethyl)-4′-methoxydibenzoylmethane (PARSOL 1789), and a stabilizer/solubilizer for the dibenzoylmethane derivative selected from formula (I) and formula (II), and mixtures thereof: wherein m=5, 7, 9 or mixtures and n=4, 6, 8 or mixtures; wherein p1 m=5, 7 or mixtures and n=4, 6 or mixtures. These long branched chain alkyl hydroxybenzoates and long branched chain benzoates having a C4+ branch at the 2 position are quite effective in stabilizing the dibenzoylmethane derivative UV-B filter compounds making them more effective; effective for longer periods of time.Type: GrantFiled: March 10, 2000Date of Patent: February 26, 2002Assignee: The C.P. Hall CompanyInventors: Craig A. Bonda, Steven P. Hopper
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Patent number: 6337411Abstract: Compounds of the formula I are suitable for the production of pharmaceuticals for the prophylaxis and therapy of conditions whose course involves an increased activity of matrix-degrading enzymes, in particular stromelysin.Type: GrantFiled: December 15, 2000Date of Patent: January 8, 2002Assignee: Aventis Pharma Deutschland GmbHInventors: Cordula Hopmann, Martin Albert Knauf, Klaus-Ulrich Weithmann, Joachim Wink