Plural Chalcogens Attached Indirectly To The Hetero Ring By Nonionic Bonding Patents (Class 549/502)
  • Patent number: 10081612
    Abstract: Industrial scale conversions of 5-hydroxymethylfurfural to commodity chemicals such as 1,2,6-hexanetriol and 1,6-hexanediol by chemocatalytic conversions using hydrogen and a heterogeneous reduction catalyst are provided. The reactions are suitable for use in continuous flow reactors. Methods of carrying out the conversions are provided, as are product and catalyst compositions.
    Type: Grant
    Filed: January 26, 2017
    Date of Patent: September 25, 2018
    Assignee: ARCHER-DANIELS-MIDLAND COMPANY
    Inventors: Valery Sokolovskii, Mayya Lavrenko, Alfred Hagemeyer, Eric L. Dias, James A. W. Shoemaker, Vincent J. Murphy
  • Patent number: 9597667
    Abstract: Catalysts useful for the selective hydrogenation of carbonyl groups, including for the reduction of aldehydes to alcohols, are described. The catalysts incorporate palladium and rhenium on an alumina support. Methods of making the catalysts, and methods of using the catalysts for the selective hydrogenation of furanyl 2-carbaldehydes to 2-furanmethanols, are also presented.
    Type: Grant
    Filed: March 25, 2016
    Date of Patent: March 21, 2017
    Assignee: North Carolina State University
    Inventors: H. Henry Lamb, Simon T. Thompson
  • Patent number: 9586920
    Abstract: Industrial scale conversions of 5-hydroxymethylfurfural to commodity chemicals such as 1,2,6-hexanetriol and 1,6-hexanediol by chemocatalytic conversions using hydrogen and a heterogeneous reduction catalyst are provided. The reactions are suitable for use in continuous flow reactors. Methods of carrying out the conversions are provided, as are product and catalyst compositions.
    Type: Grant
    Filed: December 2, 2015
    Date of Patent: March 7, 2017
    Assignee: RENNOVIA INC.
    Inventors: Valery Sokolovskii, Mayya Lavrenko, Alfred Hagemeyer, Eric L. Dias, James A. W. Shoemaker, Vincent J. Murphy
  • Patent number: 9365531
    Abstract: A method for oxidizing 5-hydroxymethyl furaldehyde, includes at least one step of oxidation in the presence of an organic acid, a nitroxyl radical, an oxygen source, and an oxygen transfer agent.
    Type: Grant
    Filed: December 18, 2012
    Date of Patent: June 14, 2016
    Assignee: ROQUETTE FRERES
    Inventors: Laurent Dambrine, Mathias Ibert
  • Publication number: 20150133680
    Abstract: A method of making an anti-Markovnikov addition product is carried out by reacting an acid with an alkene or alkyne in a dual catalyst reaction system to the exclusion of oxygen to produce said anti-Markovnikov addition product; the dual catalyst reaction system comprising a single electron oxidation catalyst in combination with a hydrogen atom donor catalyst. Compositions useful for carrying out such methods are also described.
    Type: Application
    Filed: May 6, 2013
    Publication date: May 14, 2015
    Inventors: David A. Nicewicz, David S. Hamilton, Andrew J. Perkowski
  • Publication number: 20150099895
    Abstract: The diallyl ether derivatives of the cis and trans stereoisomers of 2,5-bis(hydroxymethyl)tetrahydrofuran are produced. These materials are expected to be useful for making a variety of biobased polymers. Processes are further described for producing these diallyl ether derivatives in substantially quantitative yields.
    Type: Application
    Filed: June 10, 2013
    Publication date: April 9, 2015
    Applicant: ARCHER DANIELS MIDLAND COMPANY
    Inventor: Kenneth Stensrud
  • Publication number: 20150044293
    Abstract: Radioprotector compounds including 3,3?-diindolylmethane (DIM) analogs, are provided. Further provided are methods for their use in reducing or preventing radiation damage, killing a tumor cell and protecting a non-tumor cell, and treating cancer.
    Type: Application
    Filed: March 14, 2013
    Publication date: February 12, 2015
    Applicant: Georgetown University
    Inventors: Eliot M. Rosen, Milton Brown, Saijun Fan, Thomas Walls, Kathryn E. Ditmer
  • Patent number: 8946289
    Abstract: Provided are manassantin compounds and methods of using the compounds. Provided are methods of treating a disease, the method comprising administering a compound according to Formula I. Further provided are pharmaceutical compositions comprising compounds according to Formula I. Also provided are methods of inhibiting HIF-1 in a cell, the methods comprising administering to the cell a compound according to Formula I.
    Type: Grant
    Filed: November 19, 2009
    Date of Patent: February 3, 2015
    Assignee: Duke University
    Inventors: Jiyong Hong, Mark Dewhirst, Hyoungsu Kim, Amanda C. Kasper, Eui Jung Moon, Yongho Park, Ceshea M. Wooten
  • Publication number: 20140378691
    Abstract: A method for oxidizing 5-hydroxymethyl furaldehyde, includes at least one step of oxidation in the presence of an organic acid, a nitroxyl radical, an oxygen source, and an oxygen transfer agent.
    Type: Application
    Filed: December 18, 2012
    Publication date: December 25, 2014
    Applicant: ROQUETTE FRERES
    Inventors: Laurent Dambrine, Mathias Ibert
  • Patent number: 8916071
    Abstract: A chromene compound which has a sulfur-containing substituent represented by the following formula (2) at the 6-position and/or 7-position carbon atom of an indeno(2,1-f)naphtho(1,2-b)pyran structure and is excellent in photochromic properties and stability at a high temperature. In the formula (2), ring X is an aromatic hydrocarbon ring or aromatic heterocyclic ring, R3 and R4 are each independently an alkyl group, haloalkyl group, cycloalkyl group, alkoxy group, amino group, heterocyclic group containing a ring member nitrogen atom and bonded to the ring X bonded thereto via the nitrogen atom, halogen atom, aryloxy group or aryl group, and “a” is an integer of 0 to 4.
    Type: Grant
    Filed: September 21, 2012
    Date of Patent: December 23, 2014
    Assignee: Tokuyama Corporation
    Inventors: Yasutomo Shimizu, Shinobu Izumi, Junji Takenaka, Junji Momoda
  • Publication number: 20140363388
    Abstract: The present invention is directed to inhibitors of tyrosinase, pharmaceutical compositions comprising such tyrosinase inhibitors, and methods of making and using the same. Specifically, included in the present invention are compositions of matter comprised of at least one 2,4-dihydroxybenzene analog, which inhibit the activity of tyrosinase and which inhibit the overproduction of melanin.
    Type: Application
    Filed: January 13, 2014
    Publication date: December 11, 2014
    Applicant: UNIGEN, INC.
    Inventors: Sandip K. Nandy, Jiyun Liu, Alexandre Mikhailovitch Nesterov, Carmen Hertel, Abeysinghe A. Padmapriya
  • Patent number: 8901326
    Abstract: Described herein are single step methods of making various classes of alkylamine derivatives of furan and tetrahydrofuran by simultaneous contact of a sugar with H2, an acid catalyst and hydrogenation catalyst in the presence of an alkylamide solvent. The hydrogenation catalyst is a heterogeneous catalyst comprising a metal selected from the group consisting of Pt, Pd, and nickel. The acid catalysts may be homogeneous mineral acid or a heterogeneous acid catalyst on substrate. In a preferred practice the two catalysts are provided on a common heterogeneous bifunctional support. Using similar combinations of acid and hydrogenation catalysts, there is also described single step methods for making furandimethanol by simultaneously contacting a hexose with the two separate catalysts in the presence of H2 in an aprotic solvent, such as dimethylformamide.
    Type: Grant
    Filed: November 20, 2013
    Date of Patent: December 2, 2014
    Assignee: Archer Daniels Midland Company
    Inventors: Stephen Howard, Alexandra Sanborn
  • Patent number: 8889891
    Abstract: This invention relates to a method of, in an eco-friendly manner, preparing a furfuranol-based compound and a 2-furancarboxylic acid-based compound using an ionic liquid as a reaction solvent, which includes reacting a furfural-based compound with a hydroxide of an alkali metal or an alkaline earth metal using an ionic liquid as the solvent, thus obtaining a furfuranol-based compound and a 2-furancarboxylic acid-based compound, and in which water is not used as the reaction solvent, thus preventing the generation of reaction wastewater, and the ionic liquid used as the solvent can be easily recovered and reused.
    Type: Grant
    Filed: March 19, 2012
    Date of Patent: November 18, 2014
    Assignees: Korea Institute of Industrial Technology, Seoul National University R&DB Foundation
    Inventors: Baek Jin Kim, Jin Ku Cho, Sangyong Kim, Young Gyu Kim, Eun-Sil Kang, Da Won Chae
  • Patent number: 8884035
    Abstract: Disclosed herein are processes comprising contacting isosorbide with hydrogen in the presence of a first hydrogenation catalyst to form a first product mixture comprising tetrahydrofuran-2,5-dimethanol. The processes can further comprise heating the first product mixture in the presence of hydrogen and a second hydrogenation catalyst to form a second product mixture comprising 1,6-hexanediol. The first and second hydrogenation catalysts can be the same or different.
    Type: Grant
    Filed: December 28, 2012
    Date of Patent: November 11, 2014
    Assignee: E I du Pont de Nemours and Company
    Inventors: Wathudura Indika Namal de Silva, Ekaterini Korovessi, Carl Andrew Menning, Joseph E Murphy, Joachim C Ritter, Sourav Kumar Sengupta, Christina S Stauffer
  • Patent number: 8884036
    Abstract: Disclosed are processes comprising contacting an aqueous reaction mixture having an initial pH between about 3 and about 6 and comprising levoglucosenone with a catalyst, and heating the reaction mixture to form a product mixture comprising 5-hydroxymethyl-2-furfural. The processes may further comprise heating the product mixture comprising 5-hydroxymethyl-2-furfural in the presence of hydrogen and a hydrogenation catalyst to form a second product mixture comprising one or more of 2,5-furandimethanol, tetrahydrofuran 2,5-dimethanol, 1,2,6-hexanetriol, 2-hydroxymethyltetrahydropyran, and 1,6-hexanediol.
    Type: Grant
    Filed: December 28, 2012
    Date of Patent: November 11, 2014
    Assignee: E I du Pont de Nemours and Company
    Inventors: Wathudura Indika Namal De Silva, Joachim C Ritter, Christina S Stauffer
  • Publication number: 20140323562
    Abstract: The present application provides compound of Formula X wherein A is an optionally substituted aliphatic or an optionally substituted aryl, and B is a moiety that stabilizes the partial positive charge at the carbon adjacent the divalent sulfur. The compound of Formula X is useful as a reversible antioxidant in a variety of applications. Also provided are methods of synthesizing the compound of Formula X.
    Type: Application
    Filed: November 23, 2012
    Publication date: October 30, 2014
    Inventors: Philip Jessop, Paul David Thornton, Shannon Marie Decker, Derek Pratt, Feng Zheng, Donna Lynn Leger
  • Publication number: 20140256965
    Abstract: 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: Application
    Filed: March 10, 2014
    Publication date: September 11, 2014
    Applicant: UPM-Kymmene Corporation
    Inventors: Janne ASIKKALA, Andrea GUTIERREZ
  • Publication number: 20140228581
    Abstract: Compounds that inhibit PDE10 are disclosed that have utility in the treatment of a variety of conditions, including (but not limited to) psychotic, anxiety, movement disorders and/or neurological disorders such as Parkinson's disease, Huntington's disease, Alzheimer's disease, encephalitis, phobias, epilepsy, aphasia, Bell's palsy, cerebral palsy, sleep disorders, pain, Tourette's syndrome, schizophrenia, delusional disorders, drug-induced psychosis and panic and obsessive-compulsive disorders. Pharmaceutically acceptable salts, stereoisomers, solvates and prodrugs of the compounds are also provided. Also disclosed are compositions containing a compound in combination with a pharmaceutically acceptable carrier, as well as methods relating to the use thereof for inhibiting PDE10 in a warm-blooded animal in need of the same.
    Type: Application
    Filed: February 11, 2014
    Publication date: August 14, 2014
    Applicant: Omeros Corporation
    Inventors: Neil S. Cutshall, Jennifer Lynn Gage, Thomas Neil Wheeler, Thomas L. Little
  • Patent number: 8778236
    Abstract: A novel photochromic compound which develops a color of a neutral tint and has high color optical density, high fading speed and excellent durability. The present invention is a chromene compound having an indeno(2,1-f)naphtho(1,2-b)pyran structure as the basic skeleton in which a hetero ring having two hetero atoms including at least one sulfur atom is directly bonded to the 6-position and the 7-position of the indeno(2,1-f)naphtho(1,2-b)pyran structure via the hetero atom like the compound represented by the following formula (18).
    Type: Grant
    Filed: March 7, 2012
    Date of Patent: July 15, 2014
    Assignee: Tokuyama Corporation
    Inventors: Junji Takenaka, Junji Momoda, Kazuhiro Teranishi, Toshiaki Takahashi, Mitsuyoshi Sando, Shinobu Izumi
  • Publication number: 20140148605
    Abstract: Described herein are single step methods of making various classes of alkylamine derivatives of furan and tetrahydrofuran by simultaneous contact of a sugar with H2, an acid catalyst and hydrogenation catalyst in the presence of an alkylamide solvent. The hydrogenation catalyst is a heterogeneous catalyst comprising a metal selected from the group consisting of Pt, Pd, and nickel. The acid catalysts may be homogeneous mineral acid or a heterogeneous acid catalyst on substrate. In a preferred practice the two catalysts are provided on a common heterogeneous bifunctional support. Using similar combinations of acid and hydrogenation catalysts, there is also described single step methods for making furandimethanol by simultaneously contacting a hexose with the two separate catalysts in the presence of H2 in an aprotic solvent, such as dimethylformamide. With the same catalyst system and similar reaction conditions, 2,5 furan dialkylethers can also be made in a single step when the solvent includes an ROH alcohol.
    Type: Application
    Filed: November 20, 2013
    Publication date: May 29, 2014
    Applicant: ARCHER DANIELS MIDLAND COMPANY
    Inventors: Stephen Howard, Alexandra Sanborn
  • Publication number: 20140124157
    Abstract: A furfuryl alcohol derivative having the general formula X[—CH(OR)2]m is prepared by an aldehyde with a furfuryl alcohol in the presence of a copper catalyst. In this formula, X is an aliphatic, cycloaliphatic, aromatic or araliphatic group, R is a 2-furyl group, 2-(5-methylol) furyl group or a mixture thereof, and m is in the range of from 1 to 5. Reaction conditions allow a product having less than 25% free furfuryl alcohol, providing a composition that is suitable as a binder for foundry aggregate in producing a foundry mix.
    Type: Application
    Filed: July 2, 2012
    Publication date: May 8, 2014
    Applicant: ASK CHEMICALS L.P.
    Inventors: Carlito G. Bangcuyo, Timothy A. Ropp, Gregory P. Sturtz, Joerg Kroker
  • Patent number: 8709308
    Abstract: The chromene compound is represented by the following formula (I), wherein R3 at the 11-position is a sulfur-containing substituent selected from the group consisting of thiol group, alkylthio group, alkoxyalkylthio group, haloalkylthio group, cycloalkylthio group, arylthio group, heteroarylthio group, sulfonyl group and sulfinyl group, R1 and R2 at the 6-position and the 7-position are a combination of an aryl group or a heteroaryl group and an electron donating group having a Hammett constant ?p of ?0.1 or less, or R1 and/or R2 is sulfur-containing substituent selected from thiol group, alkylthio group, alkoxyalkylthio group, haloalkylthio group, cycloalkylthio group, arylthio group and heteroarylthio group.
    Type: Grant
    Filed: January 26, 2012
    Date of Patent: April 29, 2014
    Assignee: Tokuyama Corporation
    Inventors: Toshiaki Takahashi, Junji Takenaka, Junji Momoda, Kazuhiro Teranishi, Mitsuyoshi Sando, Shinobu Izumi
  • Patent number: 8709286
    Abstract: Methods of making reduced derivatives of hydroxymethyl furfural using metal catalysts are described. The derivatives may have tetrahydrofuran or furan nucleus with alkoxymethyl ether or ester moieties on the 5? carbon and methanol on the 2? carbon. Suitable metal catalyst include Raney nickel, a nickel catalyst with a zirconium promoter, a chromite catalyst with a barium, a palladium catalyst, such as palladium on carbon, or a ruthenium catalyst. Also provided are a new class of compounds, which are n-alkoxy hexane diols (i.e., 1,2 or 1,5 hexane diol ethers) and methods of making the same by reduction of furan or tetrahydrofuran derivatives.
    Type: Grant
    Filed: April 28, 2011
    Date of Patent: April 29, 2014
    Assignee: Archer Daniels Midland Company
    Inventors: Paul D. Bloom, Alexandra Sanborn
  • Patent number: 8691120
    Abstract: A photochromic chromene compound having an indeno(2,1-f)naphtho(1,2-b)pyran structure as its basic skeleton, an aryl group or a heteroaryl group at the 6-position carbon atom of the structure and an electron donor group having a Hammett constant ?p of not more than ?0.1 at the 7-position carbon atom.
    Type: Grant
    Filed: September 15, 2010
    Date of Patent: April 8, 2014
    Assignee: Tokuyama Corporation
    Inventors: Toshiaki Takahashi, Junji Takenaka, Junji Momoda, Mitsuyoshi Sando, Kazuhiro Teranishi
  • Patent number: 8658838
    Abstract: The present invention is directed to inhibitors of tyrosinase, pharmaceutical compositions comprising such tyrosinase inhibitors, and methods of making and using the same. Specifically, included in the present invention are compositions of matter comprised of at least one 2,4-dihydroxybenzene analog, which inhibit the activity of tyrosinase and which inhibit the overproduction of melanin.
    Type: Grant
    Filed: December 20, 2012
    Date of Patent: February 25, 2014
    Assignee: Unigen, Inc.
    Inventors: Sandip K. Nandy, Jiyun Liu, Alexandre Mikhailovitch Nesterov, Carmen Hertel, Abeysinghe A. Padmapriya
  • Publication number: 20130345446
    Abstract: This invention relates to a method of, in an eco-friendly manner, preparing a furfuranol-based compound and a 2-furancarboxylic acid-based compound using an ionic liquid as a reaction solvent, which includes reacting a furfural-based compound with a hydroxide of an alkali metal or an alkaline earth metal using an ionic liquid as the solvent, thus obtaining a furfuranol-based compound and a 2-furancarboxylic acid-based compound, and in which water is not used as the reaction solvent, thus preventing the generation of reaction wastewater, and the ionic liquid used as the solvent can be easily recovered and reused.
    Type: Application
    Filed: March 19, 2012
    Publication date: December 26, 2013
    Applicants: SEOUL NATIONAL UNIVERSITY R&DB FOUNDATION, KOREA INSTITUTE OF INDUSTRIAL TECHNOLOGY
    Inventors: Baek Jin Kim, Jin Ku Cho, Sangyong Kim, Young Gyu Kim, Eun-Sil Kang, Da Won Chae
  • Publication number: 20130317223
    Abstract: A method of performing a chemical reaction includes reacting a compound selected from the group consisting of an organohalide and an organo-pseudohalide, and a protected organoboronic acid represented by formula (I) in a reaction mixture: R1—B-T??(I); where R1 represents an organic group, T represents a conformationally rigid protecting group, and B represents boron having sp3 hybridization. When unprotected, the corresponding organoboronic acid is unstable by the boronic acid neat stability test. The reaction mixture further includes a base having a pKB of at least 1 and a palladium catalyst. The method further includes forming a cross-coupled product in the reaction mixture.
    Type: Application
    Filed: November 6, 2012
    Publication date: November 28, 2013
    Applicant: The Board of Trustees of the University of Illinois
    Inventors: Martin D. Burke, David M. Knapp, Eric P. Gillis
  • Publication number: 20130303791
    Abstract: Described herein are single step methods of making various classes of alkylamine derivatives of furan and tetrahydrofuran by simultaneous contact of a sugar with H2, an acid catalyst and hydrogenation catalyst in the presence of an alkylamide solvent. The hydrogenation catalyst is a heterogeneous catalyst comprising a metal selected from the group consisting of Pt, Pd, and nickel. The acid catalysts may be homogeneous mineral acid or a heterogeneous acid catalyst on substrate. In a preferred practice the two catalysts are provided on a common heterogeneous bifunctional support. Using similar combinations of acid and hydrogenation catalysts, there is also described single step methods for making furandimethanol by simultaneously contacting a hexose with the two separate catalysts in the presence of H2 in an aprotic solvent, such as dimethylformamide. With the same catalyst system and similar reaction conditions, 2,5 furan dialkylethers can also be made in a single step when the solvent includes an ROH alcohol.
    Type: Application
    Filed: December 13, 2011
    Publication date: November 14, 2013
    Applicant: ARCHER DANIELS MIDLAND COMPANY
    Inventors: Stephen Howard, Alexandra Sanborn
  • Publication number: 20130303792
    Abstract: A process for the preparation of a ring-hydrogenated alkyl furfuryl ether of the general formula (I) or a mixture of such ethers: (I) R?-TF—CH2-O—R where TF represents a 2,5-disubstituted tetrahydrofuran ring, where each R independently represents a hydrocarbyl group having from 1 to 20 carbon atoms and where each R? independently represents a methyl group, a hydroxymethyl group, the product of an aldol condensation reaction or an alkoxymethyl group of the general formula (II): (II) —CH2-O—R? where each R? independently represents a hydrocarbyl group having from 1 to 20 carbon atoms, the process including the step of reacting a 5-(alkoxymethyl)furfural of the general formula (III) or a 2,5-bis(dialkoxymethyl)furan of the general formula (IV) under hydrogenation conditions: (III) R??O—CH2-F—CH?O (IV) R?—O—CH2-F—CH2-O—R? to form said ring-hydrogenated alkyl furfuryl ether of the general formula (I) or a mixture of said ethers wherein F represents a 2,5-disubstituted furan ring, and R?, and R? have the definitio
    Type: Application
    Filed: May 1, 2013
    Publication date: November 14, 2013
    Applicant: Furanix Technologies B.V.
    Inventors: Gerardus Johannes Maria Gruter, Edserd de Jong
  • Patent number: 8552050
    Abstract: The invention described herein features methods, compositions, and kits for the use of activators of PKM2 for the treatment, prevention, or amelioration of diseases related to PKM2 function, including, e.g., cancer, diabetes, atherosclerosis, restenosis, obesity, autoimmune disorders, and proliferative disorders.
    Type: Grant
    Filed: August 18, 2008
    Date of Patent: October 8, 2013
    Assignee: Beth Israel Deaconess Medical Center
    Inventors: Lewis C. Cantley, Matthew G. Vander Heiden, Heather R. Christofk
  • Publication number: 20130237711
    Abstract: Intermediates and methods of their use in the synthesis of analogs of halichondrin B are provided.
    Type: Application
    Filed: April 23, 2013
    Publication date: September 12, 2013
    Applicant: Eisai R&D Management Co., Ltd.
    Inventors: Farid BENAYOUD, Trevor Lee Calkins, Charles E. Chase, William Christ, Francis G. Fang
  • Publication number: 20130171515
    Abstract: An anode material is provided for a surface of an electrode. The anode material comprises carbon-containing substrates and unsaturated compounds. At least one chemical bond is formed between the unsaturated compounds and the surfaces of the carbon-containing substrates.
    Type: Application
    Filed: April 23, 2012
    Publication date: July 4, 2013
    Applicant: INDUSTRIAL TECHNOLOGY RESEARCH INSTITUTE
    Inventors: Li-Duan Tsai, Wei-Hsin Wu, Yueh-Wei Lin, Chia-Chen Fang
  • Publication number: 20130172586
    Abstract: Disclosed herein are processes comprising contacting isosorbide with hydrogen in the presence of a first hydrogenation catalyst to form a first product mixture comprising tetrahydrofuran-2,5-dimethanol. The processes can further comprise heating the first product mixture in the presence of hydrogen and a second hydrogenation catalyst to form a second product mixture comprising 1,6-hexanediol. The first and second hydrogenation catalysts can be the same or different.
    Type: Application
    Filed: December 28, 2012
    Publication date: July 4, 2013
    Applicant: E I DU PONT DE NEMOURS AND COMPANY
    Inventor: E I DU PONT DE NEMOURS AND COMPANY
  • Patent number: 8367851
    Abstract: A method of reducing hydroxymethylfurfural (HMF) where a starting material containing HMF in a solvent comprising water is provided. H2 is provided into the reactor and the starting material is contacted with a catalyst containing at least one metal selected from Ni, Co, Cu, Pd, Pt, Ru, Ir, Re and Rh, at a temperature of less than or equal to 250° C. A method of hydrogenating HMF includes providing an aqueous solution containing HMF and fructose. H2 and a hydrogenation catalyst are provided. The HMF is selectively hydrogenated relative to the fructose at a temperature at or above 30° C. A method of producing tetrahydrofuran dimethanol (THFDM) includes providing a continuous flow reactor having first and second catalysts and providing a feed comprising HMF into the reactor. The feed is contacted with the first catalyst to produce furan dimethanol (FDM) which is contacted with the second catalyst to produce THFDM.
    Type: Grant
    Filed: June 30, 2011
    Date of Patent: February 5, 2013
    Assignee: Battelle Memorial Institute
    Inventors: Michael A. Lilga, Richard T. Hallen, James F. White, Michel J. Gray
  • Patent number: 8362305
    Abstract: The present invention is directed to inhibitors of tyrosinase, pharmaceutical compositions comprising such tyrosinase inhibitors, and methods of making and using the same. Specifically, included in the present invention are compositions of matter comprised of at least one 2,4-dihydroxybenzene analog, which inhibit the activity of tyrosinase and which inhibit the overproduction of melanin.
    Type: Grant
    Filed: July 21, 2009
    Date of Patent: January 29, 2013
    Assignee: Unigen, Inc.
    Inventors: Sandip K. Nandy, Jiyun Liu, Alexandre Mikhailovitch Nesterov, Carmen Hertel, Abeysinghe A. Padmapriya
  • Publication number: 20120261618
    Abstract: Methods of making reduced derivatives of hydroxymethyl furfural using metal catalysts are described. The derivatives may have tetrahydrofuran or furan nucleus with alkoxymethyl ether or ester moieties on the 5? carbon and methanol on the 2? carbon. Suitable metal catalyst include Raney nickel, a nickel catalyst with a zirconium promoter, a chromite catalyst with a barium, a palladium catalyst, such as palladium on carbon, or a ruthenium catalyst. Also provided are a new class of compounds, which are n-alkoxy hexane diols (i.e., 1,2 or 1,5 hexane diol ethers) and methods of making the same by reduction of furan or tetrahydrofuran deivatives.
    Type: Application
    Filed: April 28, 2011
    Publication date: October 18, 2012
    Applicant: ARCHER DANIELS MIDLAND COMPANY
    Inventors: Paul D. Bloom, Alexandra Sanborn
  • Patent number: 8277521
    Abstract: Accordingly, the current invention provides a method for the manufacture of a mixture of a furfural and a 5-(alkoxymethyl)furfural derivative by reacting a C5 and C6 sugar-containing starting material with an alcohol in the presence of an acid catalyst, followed by the hydrogenation and/or etherification of the mixture of furfural and 5-(alkoxymethyl)furfural to convert the aldehyde function of both 5-(alkoxymethyl)furfural and furfural into an alkoxymethyl function or methyl function.
    Type: Grant
    Filed: September 5, 2008
    Date of Patent: October 2, 2012
    Assignee: Furanix Technologies B.V.
    Inventor: Gerardus Johannes Maria Gruier
  • Patent number: 8231693
    Abstract: The present invention concerns a method for the manufacture of a 5-substituted 2-(alkoxymethyl)furan (or a mixture of such furans) by reacting a starting material comprising at least a 5-substituted furfural with hydrogen in the presence of an alcohol and a catalyst system.
    Type: Grant
    Filed: September 5, 2008
    Date of Patent: July 31, 2012
    Assignee: Furanix Technologies B.V.
    Inventor: Gerardus Johannes Maria Gruter
  • Publication number: 20120170098
    Abstract: A photochromic chromene compound having an indeno(2,1-f)naphtho(1,2-b)pyran structure as its basic skeleton, an aryl group or a heteroaryl group at the 6-position carbon atom of the structure and an electron donor group having a Hammett constant ?p of not more than ?0.1 at the 7-position carbon atom.
    Type: Application
    Filed: September 15, 2010
    Publication date: July 5, 2012
    Inventors: Toshiaki Takahashi, Junji Takenaka, Junji Momoda, Mitsuyoshi Sando, Kazuhiro Teranishi
  • Patent number: 8198263
    Abstract: The invention relates to vitamin D derivatives and their uses, particularly in the pharmaceutical industry. The invention discloses compounds having different interesting biological properties, including vitamin D nuclear receptor (VDR) agonist activity, as well as therapeutics methods by administering said compounds, in particular for treating cancer, psoriasis, autoimmune diseases, osteodistrophy and osteoporosis. It further relates to pharmaceutical compositions comprising said compounds and methods for preparing the same.
    Type: Grant
    Filed: September 26, 2006
    Date of Patent: June 12, 2012
    Assignees: Centre National de la Recherche Scientifique, Universite De Strasbourg, Universidad De Santiago De Compostela, Institut National de la Sante Et de la Recherche Medicale
    Inventors: Dino Moras, Antonio Mourino-Mosquera, Luis Cezar Rodrigues, Natacha Rochel, Jean-Marie Wurtz
  • Publication number: 20120083525
    Abstract: The present invention relates to a 2,5-bis-aryl-3,4-dimethyltetrahydrofuran lignan compound which activates nutmeg-derived AMP-activated protein kinase (AMPK), and to a composition including same as active ingredients for preventing and treating metabolic syndromes such as obesity. More particularly, the present invention relates to an AMPK-activating compound comprising one of the 2,5-bis-aryl-3,4-dimethyltetrahydrofuran lignan-based compounds produced by extracting Myristica fragrans with a solution of 30% or less of ethanol and separating and purifying the extracts using chromatography, as expressed in chemical formula 1 below, and to a composition comprising same as an active ingredient for preventing and treating metabolic syndrome caused by AMPK enzyme activation, such as obesity, diabetes, high cholesterol and cardiopulmonary diseases.
    Type: Application
    Filed: June 26, 2009
    Publication date: April 5, 2012
    Inventors: Won Keun Oh, Phi Hung Nguyen, Thi Van Thu Le, Hu Won Kang, Eui Seok Shin, Jin Kyu Chio, Dae Bang Seo, Sang Jun Lee
  • Patent number: 8115020
    Abstract: A method for utilizing an industrially convenient fructose source for a dehydration reaction converting a carbohydrate to a furan derivative is provided. Recovery methods also are provided. Embodiments of the methods improve upon the known methods of producing furan derivatives.
    Type: Grant
    Filed: February 15, 2011
    Date of Patent: February 14, 2012
    Assignee: Archer Daniels Midland Company
    Inventor: Alexandra Sanborn
  • Publication number: 20120029216
    Abstract: A manufacturing process for making terameprocol (1) which includes the following reaction scheme, wherein a first general reaction is the formation of a furan intermediate (39) and a second general reaction is the ring-reduction and ring-opening of the furan intermediate (39) to form the terameprocol (1):
    Type: Application
    Filed: July 31, 2009
    Publication date: February 2, 2012
    Applicant: Erimos Pharmaceuticals LLC
    Inventors: Qingqi Chen, Jessica Andrea Blomburg
  • Publication number: 20110302826
    Abstract: The present invention concerns a method for the manufacture of a 5-substituted 2-(alkoxymethyl)furan (or a mixture of such furans) by reacting a starting material comprising at least a 5-substituted furfural with hydrogen in the presence of an alcohol and a catalyst system.
    Type: Application
    Filed: September 5, 2008
    Publication date: December 15, 2011
    Applicant: Furanix Technologies B.V.
    Inventor: Gerardus Johannes Maria Gruter
  • Publication number: 20110306780
    Abstract: A method of reducing hydroxymethylfurfural (HMF) where a starting material containing HMF in a solvent comprising water is provided. H2 is provided into the reactor and the starting material is contacted with a catalyst containing at least one metal selected from Ni, Co, Cu, Pd, Pt, Ru, Ir, Re and Rh, at a temperature of less than or equal to 250° C. A method of hydrogenating HMF includes providing an aqueous solution containing HMF and fructose. H2 and a hydrogenation catalyst are provided. The HMF is selectively hydrogenated relative to the fructose at a temperature at or above 30° C. A method of producing tetrahydrofuran dimethanol (THFDM) includes providing a continuous flow reactor having first and second catalysts and providing a feed comprising HMF into the reactor. The feed is contacted with the first catalyst to produce furan dimethanol (FDM) which is contacted with the second catalyst to produce THFDM.
    Type: Application
    Filed: June 30, 2011
    Publication date: December 15, 2011
    Inventors: Michael A. Lilga, Richard T. Hallen, Todd A. Werpy, James F. White, Johnathan E. Holladay, John G. Frye, JR., Alan H. Zacher
  • Publication number: 20110230540
    Abstract: Provided are manassantin compounds and methods of using the compounds. Provided are methods of treating a disease, the method comprising administering a compound according to Formula I. Further provided are pharmaceutical compositions comprising compounds according to Formula I. Also provided are methods of inhibiting HIF-1 in a cell, the methods comprising administering to the cell a compound according to Formula I.
    Type: Application
    Filed: November 19, 2009
    Publication date: September 22, 2011
    Applicant: DUKE UNIVERSITY
    Inventors: Jiyong Hong, Mark Dewhirst, Hyoungsu Kim, Amanda C. Kasper, Eui Jung Moon, Yongho Park, Ceshea M. Wooten
  • Patent number: 7994347
    Abstract: A method of reducing hydroxymethylfurfural (HMF) where a starting material containing HMF in a solvent comprising water is provided. H2 is provided into the reactor and the starting material is contacted with a catalyst containing at least one metal selected from Ni, Co, Cu, Pd, Pt, Ru, Ir, Re and Rh, at a temperature of less than or equal to 250° C. A method of hydrogenating HMF includes providing an aqueous solution containing HMF and fructose. H2 and a hydrogenation catalyst are provided. The HMF is selectively hydrogenated relative to the fructose at a temperature at or above 30° C. A method of producing tetrahydrofuran dimethanol (THFDM) includes providing a continuous flow reactor having first and second catalysts and providing a feed comprising HMF into the reactor. The feed is contacted with the first catalyst to produce furan dimethanol (FDM) which is contacted with the second catalyst to produce THFDM.
    Type: Grant
    Filed: June 8, 2007
    Date of Patent: August 9, 2011
    Assignee: Battelle Memorial Institute
    Inventors: Michael A. Lilga, Richard T. Hallen, Todd A. Werpy, James F. White, Johnathan E. Holladay, John G. Frye, Jr., Alan H. Zacher
  • Patent number: 7989440
    Abstract: A metal coordination complex of a biologically active moiety and a metal is disclosed. The complex confers to the biologically active moiety an improved performance which can include potency, stability, absorbability, targeted delivery, and combinations thereof.
    Type: Grant
    Filed: December 30, 2008
    Date of Patent: August 2, 2011
    Assignee: Synthonics, Inc.
    Inventor: Thomas Piccariello
  • Patent number: 7977344
    Abstract: The present invention includes novel compounds useful in the treatment of various disorders in particular infectious diseases, cancer, and allergic diseases and other inflammatory conditions for example allergic rhinitis and asthma, and as vaccine adjuvants.
    Type: Grant
    Filed: February 15, 2008
    Date of Patent: July 12, 2011
    Assignee: GlaxoSmithKline LLC
    Inventors: Linos Lazarides, Stephen Allan Smith, Richard Stocker, Colin Jack Theobald
  • Publication number: 20110137052
    Abstract: A method for utilizing an industrially convenient fructose source for a dehydration reaction converting a carbohydrate to a furan derivative is provided. Recovery methods also are provided. Embodiments of the methods improve upon the known methods of producing furan derivatives.
    Type: Application
    Filed: February 15, 2011
    Publication date: June 9, 2011
    Applicant: ARCHER DANIELS MIDLAND COMPANY
    Inventor: Alexandra J. Sanborn