Alicyclic Acid Moiety Containing Unsaturation Patents (Class 560/128)
  • Patent number: 11021431
    Abstract: A method for producing a cinnamic acid ester derivative includes reacting a cinnamic acid derivative compound represented by the formula (1), wherein the symbols are as defined in the description, with an alcohol compound represented by the formula: R6OH, wherein the symbol is as defined in the description, in the presence of a strong acid resin catalyst without using a solvent. As the cinnamic acid derivative compound, cinnamic acid, ferulic acid, and caffeic acid are preferred, and as the alcohol compound, methanol, ethanol, propanol, butanol, pentanol, hexanol, ethylene glycol, glycerol, phenethyl alcohol, and a monosaccharide are preferred.
    Type: Grant
    Filed: June 15, 2018
    Date of Patent: June 1, 2021
    Assignee: TOHOKU UNIVERSITY
    Inventors: Naomi Kitakawa, Kousuke Hiromori, Yusuke Miwa
  • Patent number: 10519101
    Abstract: The present invention relates to compounds of formula: and methods for linking tetrazines with dienophiles to establish at least two linkages by sequentially performing at least two cycloaddition reactions. The methods in particular allow establishing multi-labeling strategies. In particular, the invention relates to methods for forming linkages by cycloaddition reactions, wherein the method comprises reacting a first alkyl-substituted tetrazine with a first dienophile comprising a trans-cyclooctenyl group followed by reacting a second tetrazine with a second dienophile comprising a cyclooctynyl group, wherein the reaction of the first tetrazine with the first dienophile proceeds in the presence of the second dienophile.
    Type: Grant
    Filed: January 14, 2015
    Date of Patent: December 31, 2019
    Assignee: European Molecular Biology Laboratory
    Inventors: Edward Lemke, Carsten Schultz, Tilman Plass, Ivana Nikic, Jan-Erik Hoffmann, Iker Valle Aramburu
  • Patent number: 9434671
    Abstract: The present invention relates to a process of a cis/trans isomerization of an unsaturated compound A being selected from the group consisting of unsaturated ketones, unsaturated ketals, unsaturated aldehydes, unsaturated acetals, unsaturated carboxylic acids, esters of an unsaturated carboxylic acid and amides of an unsaturated carboxylic acid using nitrogen monoxide as cis/trans isomerization catalyst. It has been observed that the isomerization is very efficient and fast.
    Type: Grant
    Filed: December 18, 2013
    Date of Patent: September 6, 2016
    Assignee: DSM IP ASSETS B.V.
    Inventors: René Tobias Stemmler, Nadine Greiner, Angela Wildermann
  • Publication number: 20150110727
    Abstract: The present invention pertains to novel 3-(cyclohex-1-en-1-yl)propionates, the unexpected advantageous use thereof in enhancing, improving or modifying the fragrance of perfumes, colognes, toilet waters, fabric care products, personal products, and the like, and the unexpected advantageous use thereof in counteracting malodors.
    Type: Application
    Filed: October 18, 2013
    Publication date: April 23, 2015
    Applicant: International Flavors & Fragrances Inc.
    Inventors: Anthony T. Levorse, JR., Nicole L. Giffin
  • Publication number: 20150094476
    Abstract: Compounds of the formula 1 wherein, R is hydrogen, alkyl or substituted alkyl, aryl or substituted aryl, are useful intermediates in the synthesis of fragrance ingredients such as Ambrox 2
    Type: Application
    Filed: December 8, 2014
    Publication date: April 2, 2015
    Inventors: Fridtjof SCHRÖDER, Urs MUELLER, Jürg Daniel OETIKER
  • Patent number: 8987503
    Abstract: The present invention concerns a new process for the synthesis of aminaphtone, which makes use of non-toxic solvents and reagents, under mild reaction and temperature conditions. The aminaphtone obtained with the method of the present invention also has a purity of at least 98% in weight. The method comprises the following steps: a) epoxidating menadione 1 to provide epoxide 2, b) acidifying epoxide 2 to provide hydroxynaphthoquinone 3, c) esterifying between hydroxynaphthoquinone 3 and 4-aminobenzoyl chloride to obtain compound 4, and d) reducing compound 4 in the presence of a reducing agent in water to obtain aminaphtone.
    Type: Grant
    Filed: April 28, 2014
    Date of Patent: March 24, 2015
    Assignee: Laboratori Baldacci SpA
    Inventors: Massimo Baldacci, Marinella Roberti
  • Patent number: 8981144
    Abstract: The present invention is a method for preparing triterpenoids such as 2-cyano-3,12-dioxoolean-1,9-dien-28-methyl ester and derivatives thereof from oleanic acid, ursolic acid, betulinic acid, sumaresinolic acid or hederagenin.
    Type: Grant
    Filed: May 8, 2012
    Date of Patent: March 17, 2015
    Assignee: Trustees of Dartmouth College
    Inventors: Gordon W. Gribble, Liangfeng Fu
  • Publication number: 20150057207
    Abstract: The present invention relates to novel compounds and their use as fragrance materials.
    Type: Application
    Filed: August 22, 2014
    Publication date: February 26, 2015
    Inventors: Benjamin Amorelli, Edward Mark Arruda, Robert P. Belko, Tingwei Cai, Adam P. Closson, Nicole L. Giffin, Gary J. Mertz, Michael G. Monteleone
  • Publication number: 20150057449
    Abstract: One embodiment of the invention provides polyisobutylene (PIB) oligormers that are end-functionalized with ruthenium (Ru) catalysts. Such nonpolar catalysts can be dissolved in nonpolar solvents such as heptane, or any other nonpolar solvent that is otherwise not latently biphasic (i.e., if two or more solvent components are present, they remain miscible with each other throughout the entire reaction process, from the addition of substrate through to the removal of product). Substrate that is dissolved in the nonpolar solvent with the catalyst is converted into product. The lower solubility of the product in the nonpolar solvent renders it easily removable, either by extraction with a more polar solvent or by applying physical means in cases where the product precipitates from the nonpolar solvent. In this manner the catalysts are recycled; since the catalysts remain in the nonpolar solvent, a new reaction can be initiated simply by dissolving fresh substrate into the nonpolar solvent.
    Type: Application
    Filed: April 24, 2014
    Publication date: February 26, 2015
    Applicant: The Texas A&M University System
    Inventors: David E. Bergbreiter, Hassan S. Bazzi, Chayanant Hongfa
  • Publication number: 20150030744
    Abstract: The presently disclosed subject matter is directed to novel compounds of Formula I, Formula II, and Formula III, and stereoisomers thereof, and flavor compositions comprising the novel compounds.
    Type: Application
    Filed: August 31, 2012
    Publication date: January 29, 2015
    Applicant: Takasago International Corp. (USA)
    Inventors: Louis J. Lombardo, Michael E. Lankin, Jaime M. Ferreira, Jennifer B. Tartaglia, John D. Zanone, Amrit Mankoo
  • Patent number: 8933253
    Abstract: Compounds of the formula 1 wherein, R is hydrogen, alkyl or substituted alkyl, aryl or substituted aryl are useful intermediates in the synthesis of fragrance ingredients such as Ambrox 2.
    Type: Grant
    Filed: December 21, 2011
    Date of Patent: January 13, 2015
    Assignee: Givaudan S.A.
    Inventors: Fridtjof Schröder, Urs Mueller, Jürg Daniel Oetiker
  • Patent number: 8895040
    Abstract: The present invention relates to cosmetic and/or personal care formulations and/or compounds. In one embodiment, the present invention relates to ester compounds that can be used in various personal care formulations and/or compounds. In another embodiment, the present invention relates to branced ester compounds having a molecular weight of at least about 1,500 daltons that can be used in various personal care formulations and/or compounds.
    Type: Grant
    Filed: June 4, 2009
    Date of Patent: November 25, 2014
    Assignee: Lubrizol Advanced Materials, Inc.
    Inventors: Brian J. Vondruska, Peter Frank, Anchuu Wu
  • Publication number: 20140286989
    Abstract: Disclosed is a compound isolated from Antrodia camphorata, represented by formula I: wherein R1 is a hydrogen atom or an acetyl group; and a method of inhibiting cancer cell growth by using the compound, the cancer is selected from the group consisting of lung cancer, colon cancer, prostate cancer, liver cancer and breast cancer.
    Type: Application
    Filed: August 6, 2013
    Publication date: September 25, 2014
    Inventor: Hui Ling Tseng
  • Publication number: 20140275578
    Abstract: Compounds of the formula 1 wherein, R is hydrogen, alkyl or substituted alkyl, aryl or substituted aryl are useful intermediates in the synthesis of fragrance ingredients such as Ambrox 2.
    Type: Application
    Filed: December 21, 2011
    Publication date: September 18, 2014
    Applicant: GIVAUDAN S.A.
    Inventors: Fridtjof Schröder, Jürg Daniel Oetiker
  • Patent number: 8765980
    Abstract: A process for the preparation of ?,?-unsaturated-?, ?-disubstituted esters 1 with high E/Z- and ?,?/?,?-ratios, Formula (1) by reacting at a temperature of between about 130 and 170 degrees centigrade the conjugated malonate Formula (3) with, a group I, II or III metal halide or an organic cation/halide anion pair, an inorganic proton source and a polar solvent.
    Type: Grant
    Filed: December 17, 2010
    Date of Patent: July 1, 2014
    Assignee: Givaudan S.A.
    Inventors: Fridtjof Schröder, Urs Mueller, Peter Gygax
  • Patent number: 8614197
    Abstract: This invention provides a method for treating cancer by blocking the migration, metastasis of cancer cells, growth of cancers wherein the cancers comprise breast cancer, leukocyte cancer, liver cancer, ovarian cancer, bladder cancer, prostate cancer, skin cancer, bone cancer, brain cancer, leukemia cancer, lung cancer, colon cancer, CNS cancer, melanoma cancer, renal cancer or cervix cancer. This invention provides uses of compositions comprising a triterpenoidal saponin, triterpenoid, triterpenoidal compound or sapongenin, comprising at least two side groups selected from the group consisting of angeloyl groups, tigloyl groups and senecioyl groups, wherein the side groups are attached to carbon 21, 22 or/and 28 of triterpenoidal sapogenin, triterpenoid, triterpenoidal compound or other sapongenin backbones.
    Type: Grant
    Filed: March 7, 2007
    Date of Patent: December 24, 2013
    Assignee: Pacific Arrow Limited
    Inventors: Pui-Kwong Chan, May Sung Mak, Yun Wang
  • Patent number: 8609884
    Abstract: A biobased plasticizer and a surface covering are disclosed. The biobased plasticizer includes an ester formed as a reaction product of a furan derivative selected from the group consisting of furoic acid, furfural and furfuryl alcohol reacted with a carboxylic acid or an alcohol, or includes an ester formed as a reaction product of a biobased aromatic compound and a biobased aliphatic compound. The surface covering is plasticized with a composition comprising an ester formed as a reaction product of a functionalized aromatic heterocyclic compound reacted with a carboxylic acid or an alcohol.
    Type: Grant
    Filed: March 19, 2012
    Date of Patent: December 17, 2013
    Assignee: AWI Licensing Company
    Inventors: Mary Kate Davies, Dong Tian
  • Patent number: 8609881
    Abstract: The present invention provides compound(s) selected from the group of compounds represented by structural Formula (I): wherein X, Y and R1 are as described herein, use of such compounds as anaerobic cure accelerators, and compostions including such compounds.
    Type: Grant
    Filed: May 7, 2008
    Date of Patent: December 17, 2013
    Assignee: Henkel IP US LCC
    Inventors: Andrew Messana, Anthony F. Jacobine, Steven Thomas Nakos, David M. Glaser
  • Patent number: 8592622
    Abstract: A polymerizable fluorine-containing compound represented by formula (1), wherein R1 represents a polymerizable double-bond containing group, R2 represents an acid-labile protecting group, R3 represents a fluorine atom or fluorine-containing alkyl group, and W represents a bivalent linking group. This compound can provide a fluorine-containing polymer compound that has a weight-average molecular weight of 1,000-1,000,000 and contains a repeating unit represented by formula (2), wherein R2, R3 and W are defined as above, each of R4, R5 and R6 independently represents a hydrogen atom, fluorine atom or monovalent organic group, at least two of R4, R5 and R6 may be combined to form a ring. This polymer compound can provide a resist composition capable of forming a pattern that is transparent to exposure light and superior in rectangularity.
    Type: Grant
    Filed: January 4, 2011
    Date of Patent: November 26, 2013
    Assignee: Central Glass Company, Limited
    Inventors: Yoshimi Isono, Jonathan Joachim Jodry, Satoru Narizuka
  • Publication number: 20130261296
    Abstract: Catalytic complexes including a metal atom having anionic ligands, at least one nucleophilic carbene ligand, and an alkylidene, vinylidene, or allenylidene ligand. The complexes are highly stable to air, moisture and thermal degradation. The complexes are designed to efficiently carry out a variety of olefin metathesis reactions.
    Type: Application
    Filed: January 25, 2013
    Publication date: October 3, 2013
    Inventors: Steven P. NOLAN, Jinkun HUANG
  • Patent number: 8524940
    Abstract: It is possible to produce oseltamivir safely and stably in large quantities by using as a starting material tartaric acid, mannitol or arabinose, via dihydroxyhexenoic acid ester of the formula (4c): (wherein R1, R2 and R6 are same or different and are each alkyl, aryl, substituted aryl, aralkyl, substituted aralkyl or aromatic heterocyclic group, and R1 and R2 are not methyl simultaneously).
    Type: Grant
    Filed: December 6, 2011
    Date of Patent: September 3, 2013
    Assignee: National University Corporation Okayama University
    Inventors: Teruhiko Ishikawa, Seiki Saito, Takayuki Kudoh, Kotaro Suto, Hironori Nishiuchi, Makoto Okada, Masatoshi Taniguchi
  • Publication number: 20130211033
    Abstract: The present invention relates to a process for synthesizing a multifunctional compound, including the reaction of a compound of formula (II) with atmospheric or molecular oxygen, in the presence of at least one aldehyde of formula (III), and optionally in the presence of at least one catalyst or at least one radical initiator; wherein: R10, R20, R30, R40, R50, L2, R60, R7, R8, and R9 are as described in the claims. The invention also relates to the use of these compounds as monomers for the preparation of polyurethane. The invention also relates to the use of these compounds as monomers of polymers or of biopolymers.
    Type: Application
    Filed: October 27, 2011
    Publication date: August 15, 2013
    Applicants: MEURICE R&D ASBL, UNIVERSITE DE POITIERS, CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE
    Inventors: Stefano Casciato, Yannick Pouilloux, Vincent Dubois
  • Patent number: 8449954
    Abstract: The present invention relates to a specific photoreactive polymer that shows excellent alignment stability and thermal stability together with excellent liquid crystal alignment, thereby being desirably used in an alignment film of a liquid crystal display device, a compound having a photoreactive functional group that is used as a monomer for the preparation of the photoreactive polymer, and an alignment film.
    Type: Grant
    Filed: July 6, 2011
    Date of Patent: May 28, 2013
    Assignee: LG Chem, Ltd.
    Inventors: Dai-Seung Choi, Sung-Ho Chun, Young-Chul Won, Dong-Woo Yoo
  • Patent number: 8329938
    Abstract: Retinyl hydroxyesters and retinyl oligo-hydroxyesters were prepared using a chemoenzymatic process from retinol and short chain esters of hydroxycarboxylic acids or short chain esters of hydroxycarboxylic acids. The presence of the hydroxyl group on the acid can result in a mixture of esters from various oligomers of the hydroxycarboxylic acid. The retinyl ester products are readily enzymatically hydrolyzed in vitro, which indicates that application to the skin should result in release of the anti-aging ingredient retinol (without the inherent instability and irritation) along with the acid, which, if chosen appropriately, should also have desirable biological effects. This combination should be effective as an anti-aging skin care ingredient.
    Type: Grant
    Filed: February 21, 2011
    Date of Patent: December 11, 2012
    Assignee: Eastman Chemical Company
    Inventor: Neil Warren Boaz
  • Patent number: 8324331
    Abstract: A compound represented by general formula (a-i) below, and a polymeric compound having a structural unit represented by general formula (a-ii) below (wherein R represents a hydrogen atom, a lower alkyl group or a halogenated lower alkyl group; X represents a divalent organic group represented by general formula (x-1) below; and R1 represents an organic group having a fluorine atom).
    Type: Grant
    Filed: December 16, 2009
    Date of Patent: December 4, 2012
    Assignee: Daito Chemix Corporation
    Inventors: Toshiharu Shimamaki, Kenji Uenaga
  • Patent number: 8298632
    Abstract: The invention provides a liquid crystal compound having a suitable value of refractive index anisotropy, a suitable value of dielectric anisotropy, steep characteristics electro-optic characteristics, a wide temperature range of a nematic phase and an excellent compatibility with other liquid crystal compounds, and a liquid crystal compounds especially having a wide temperature range of a nematic phase. A compound represented by formula (1). For example, R1 and R2 are each independently alkyl having 1 to 9 carbons or alkenyl having 2 to 9 carbons, alkoxy having 1 to 8 carbons or alkenyloxy having 2 to 8 carbons; Q1 and Q4 are each independently fluorine or chlorine; Q2 and Q3 are each independently hydrogen, fluorine or chlorine, and one of Q2 and Q3 is hydrogen; Z is —CH2 O— or —COO—; and h is 1 or 2.
    Type: Grant
    Filed: January 27, 2010
    Date of Patent: October 30, 2012
    Assignees: JNC Corporation, JNC Petrochemical Corporation
    Inventors: Teru Shimada, Junichi Yamashita
  • Publication number: 20120271059
    Abstract: A process for the preparation of ?,?-unsaturated-?,?-disubstituted esters 1 with high E/Z- and ?,?/?,?-ratios, Formula (1) by reacting at a temperature of between about 130 and 170 degrees centigrade the conjugated malonate Formula (3) with, a group I, II or III metal halide or an organic cation/halide anion pair, an inorganic proton source and a polar solvent.
    Type: Application
    Filed: December 17, 2010
    Publication date: October 25, 2012
    Inventors: Fridtjof Schröder, Urs Mueller, Peter Gygax
  • Patent number: 8293134
    Abstract: An optically anisotropic material having a good durability against light is provided. Further, an optical element having a good durability against light and an optical information writing/reading device employing such an element are provided. The optically anisotropic material is obtainable by polymerizing a polymerizable liquid crystal composition containing at least 5 mol % of at least one type of polymerizable compound represented by a general formula CH2?CR1—COO—K-Cy-Cy-L-OCO—CR2?CH2. A phase difference plate 4 produced by employing the optically anisotropic material has a good durability against light, and accordingly, the phase difference plate 4 can realize an optical heat device suitable for large capacity writing/reading by employing a blue laser as a light source 1.
    Type: Grant
    Filed: December 28, 2010
    Date of Patent: October 23, 2012
    Assignee: Asahi Glass Company, Limited
    Inventors: Satoshi Okada, Hiroshi Kumai, Makota Hasegawa
  • Patent number: 8227635
    Abstract: The invention provides methods and an apparatus useful for site-isolating reagents or catalysts during chemical reactions. The methods and apparatus are useful for carrying out cascade or domino reactions.
    Type: Grant
    Filed: June 2, 2009
    Date of Patent: July 24, 2012
    Assignee: University of Iowa Research Foundation
    Inventors: Ned Bowden, Michael Brett Runge, Alan Lee Miller, III
  • Patent number: 8178708
    Abstract: The present invention relates to lipid compounds of the general formula (I): wherein -n=0-2, —R1 and R2 are the same or different and may be selected from a group of substituents consisting of a hydrogen atom, an alkyl group, a halogen atom, and an alkoxy group; -, X is COR3 or CH2OR4, wherein —R3 is selected from the group consisting of hydrogen, hydroxy, alkoxy, and amino, —wherein X further comprises carboxylic acid derivatives when R3 is hydroxy and —R4 is selected from the group consisting of hydrogen, alkyl or acyl, —Y is a C9 to C21 alkene with one or more double bonds with E or Z configuration; or any pharmaceutically acceptable complex, solvate or pro-drug thereof. The present invention also relates to pharmaceutical compositions comprising such lipid compounds, and to such lipid compounds for use as medicaments or for diagnostic purposes.
    Type: Grant
    Filed: March 23, 2007
    Date of Patent: May 15, 2012
    Assignee: Pronova Biopharma Norge AS
    Inventor: Anne Kristin Holmeide
  • Patent number: 8119826
    Abstract: The present invention relates to a dienol compound of formula in the form of any one of its stereoisomers or mixture thereof, wherein R represents a methyl or ethyl group; R1 represents a hydrogen atom or a methyl or ethyl group; R4 represents a C1-C3 alkyl, alkenyl or acyl group or a C3-C8 silyl group.
    Type: Grant
    Filed: January 24, 2011
    Date of Patent: February 21, 2012
    Assignee: Firmenich SA
    Inventors: Charles Fehr, Magali Vuagnoux
  • Patent number: 8114823
    Abstract: The present invention is directed to a fragrance compound of bicyclo[2.2.1]hept-5-ene-2-carboxylic acid, ethyl ester: and its isomeric compounds.
    Type: Grant
    Filed: September 16, 2011
    Date of Patent: February 14, 2012
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Adam P. Closson, Anthony T. Levorse, Jr., Michael G. Monteleone
  • Patent number: 8110703
    Abstract: The invention relates to a retinoid derivative and pharmaceutical composition and use thereof. The compound of the invention is capable of preventing or treating hematological tumors, such as acute leukemia, chronic leukemia, multiple myeloma and lymphoma, solid tumors, such as liver cancer, rectal cancer, mammary cancer and esophagus cancer, and skin disorders, such as psoriasis and acne.
    Type: Grant
    Filed: May 31, 2009
    Date of Patent: February 7, 2012
    Assignees: Anhui Medical University, Anhui New Star Pharmaceutical Development Co., Ltd.
    Inventors: Feihu Chen, Jingbo Shi, Yuan Wang, Jun Li, Juan Shen, Jingjing Ruan, Fanrong Wu
  • Patent number: 8106234
    Abstract: An improvement in the production of methylidene malonates is attained by use of specific reaction phase and/or separation phase polymerization inhibitors and combinations thereof.
    Type: Grant
    Filed: May 6, 2010
    Date of Patent: January 31, 2012
    Assignee: OptMed, Inc
    Inventors: Bernard M. Malofsky, Chris Mariotti
  • Publication number: 20120004154
    Abstract: The present invention relates to certain ester and nitrile derivatives of formula (I): wherein one dotted line represents a carbon-carbon single or double bond and the other dotted lines each represent a carbon-carbon single bond; R1 is a hydrogen atom or a methyl group, R2 is a methyl or ethyl group, R3 is a hydrogen atom or a methyl group, R4 is a hydrogen atom or a methyl group or said R4 taken together with the bond between carbon atom 2 and 3 form a cyclopropane; and X represents a CN or a COOR5 group, R5 representing a C1-5 alkyl group; with the compound being in the form of any one of its pure stereoisomers or mixtures thereof. These compounds are useful perfuming ingredients.
    Type: Application
    Filed: March 30, 2010
    Publication date: January 5, 2012
    Inventors: Christian Chapuis, Hervé Pamingle
  • Patent number: 8071529
    Abstract: The present invention relates to novel compounds and their use in fragrance compositions. Novel 3.2.1-bicyclo-octene and -octane compounds of the present invention are represented by formula: wherein R is selected from the group consisting of hydrogen, acetate, carbonate monomethyl ester, and allyloxy; and wherein the broken line represents a single or double bond.
    Type: Grant
    Filed: October 8, 2010
    Date of Patent: December 6, 2011
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Adam P. Closson, Benjamin Amorelli, Nicole O'Keefe
  • Patent number: 8067623
    Abstract: This invention relates generally to olefin metathesis, and more particularly relates to the ring-opening, ring insertion cross-metathesis of cyclic olefins with internal olefins such as seed oils and the like. In one embodiment, a method is provided for carrying out a catalytic ring-opening cross-metathesis reaction, comprising contacting at least one olefinic substrate with at least one cyclic olefin as a cross metathesis partner, in the presence of a ruthenium alkylidene olefin metathesis catalyst under conditions effective to allow ring insertion cross metathesis whereby the cyclic olefin is simultaneously opened and inserted into the olefinic substrate. The invention has utility in the fields of catalysis, organic synthesis, and industrial chemistry.
    Type: Grant
    Filed: July 12, 2007
    Date of Patent: November 29, 2011
    Assignee: Elevance Renewable Sciences, Inc.
    Inventor: Choon Woo Lee
  • Patent number: 8067644
    Abstract: The present disclosure describes processes for producing cyclohexenes using Lewis acidic ionic liquids comprising the steps of providing to a reactor an ?,?-unsaturated carbonyl dienophile, providing to the reactor a 1,3-diene, providing a Lewis acidic ionic liquid to the reactor; and reacting the ?,?-unsaturated carbonyl dienophile with 1,3-diene to form a substituted cyclohexene product. The ?,?-unsaturated carbonyl dienophile can be mesityl oxide, the 1,3-diene can be piperylene; and the Lewis acidic ionic liquid can be AlCl3:[C2mim]Cl; AlCl3:[C8mim]Cl; or mixtures thereof.
    Type: Grant
    Filed: December 18, 2009
    Date of Patent: November 29, 2011
    Assignee: The Procter & Gamble Company
    Inventors: Daniel Martin Bourgeois, Gregory Scot Miracle, Phillip John Porter, Eva Boros, Kenneth Richard Seddon, Harambage Quintus Nimal Gunaratne
  • Patent number: 8067631
    Abstract: To provide a method of rapid methylation of alkenes, which is applicable to the preparation of a PET tracer and which enables alkenes to be methylated through cross coupling between SP2 (alkenyl) and SP3 (alkyl) carbon atoms rapidly and in a high yield. Methyl iodide and an alkenyltrialkylstannane are subjected to cross coupling in an aprotic polar solvent in the presence of a palladium complex having a valence of 0, a phosphine ligand, a cuprous halide, and a carbonate and/or alkali metal fluoride.
    Type: Grant
    Filed: October 6, 2006
    Date of Patent: November 29, 2011
    Assignee: Gifu University
    Inventors: Masaaki Suzuki, Takamitsu Hosoya
  • Patent number: 8058475
    Abstract: Novel cyclohexylmethyl compounds corresponding to formula I wherein R1, R2, R3, R4 and R5, have the meanings given in the description. Pharmaceutical formulations containing these compounds, as well as a processes for preparing these compounds and related methods of treatment are also provided.
    Type: Grant
    Filed: June 20, 2008
    Date of Patent: November 15, 2011
    Assignee: Gruenenthal GmbH
    Inventors: Stefan Oberboersch, Beatrix Merla, Bernd Sundermann, Werner Englberger, Hagen-Heinrich Hennies, Achim Kless, Petra Bloms-Funke, Babette-Yvonne Koegel, Heinze Graubaum
  • Publication number: 20110272630
    Abstract: The invention provides a liquid crystal compound having a suitable value of refractive index anisotropy, a suitable value of dielectric anisotropy, steep characteristics electro-optic characteristics, a wide temperature range of a nematic phase and an excellent compatibility with other liquid crystal compounds, and a liquid crystal compounds especially having a wide temperature range of a nematic phase. A compound represented by formula (1). For example, R1 and R2 are each independently alkyl having 1 to 9 carbons or alkenyl having 2 to 9 carbons, alkoxy having 1 to 8 carbons or alkenyloxy having 2 to 8 carbons; Q1 and Q4 are each independently fluorine or chlorine; Q2 and Q3 are each independently hydrogen, fluorine or chlorine, and one of Q2 and Q3 is hydrogen; Z is —CH2O— or —COO—; and h is 1 or 2.
    Type: Application
    Filed: January 27, 2010
    Publication date: November 10, 2011
    Applicants: CHISSO PETROCHEMICAL CORPORATION, JNC CORPORATION
    Inventors: Teru Shimada, Junichi Yamashita
  • Patent number: 8053592
    Abstract: Provided that a method for inexpensively producing optically active ?-ionone with a high yield and a high asymmetric yield and with good workability in a short process, and a perfume composition comprising the optically active ?-ionone obtained by the aforementioned method. A method for producing optically active ?-ionone, comprising allowing ?-ionone as a mixture of optical isomers to react with an esterification agent, and hydrolyzing the obtained ?-ionone enol ester; a method for producing optically active ?-ionone comprising subjecting ?-ionone as a mixture of optical isomers to an asymmetric reduction, allowing the obtained optically active ?-ionol to react with an esterification agent to give an optically active ?-ionol ester, hydrolyzing the obtained optically active ?-ionol ester after purification as necessary, and then oxidizing the obtained optically active ?-ionol; and a perfume composition comprising thus obtained optically active ?-ionone.
    Type: Grant
    Filed: January 24, 2011
    Date of Patent: November 8, 2011
    Assignee: Takasago International Corporation
    Inventors: Tetsuya Yamamoto, Kenji Yagi, Kenya Ishida
  • Patent number: 7989653
    Abstract: This application discloses a novel process for the preparation of himbacine analogs useful as thrombin receptor antagonists. The process is based in part on the use of a base-promoted dynamic epimerization of a chiral nitro center.
    Type: Grant
    Filed: July 17, 2009
    Date of Patent: August 2, 2011
    Assignee: Schering Corporation
    Inventors: George G. Wu, Anantha Sudhakar, Tao Wang, Ji Xie, Frank X. Chen, Marc Poirier, Mingsheng Huang, Vijay Sabesan, Daw-Iong Kwok, Jian Cui, Xiaojing Yang, Tiruvettipuram K. Thiruvengadam, Jing Liao, Ilia Zavialov, Hoa N. Nguyen, Ngiap Kie Lim
  • Patent number: 7981930
    Abstract: Kits comprising an M2 inhibitor selected from amantadine and rimantadine; ribavirin, and a neuraminidase inhibitor (NAi) in an amount that is antivirally effective in the combination, an oral dosage form containing 75-250 mg of the M2 inhibitor, an oral dosage form comprising 100-400 mg of ribavirin and a neuraminidase inhibitor are provided for the treatment of influenza. Some embodiments of the kits comprise an oral dosage form containing 75-250 mg of the M2 inhibitor, an oral dosage form comprising 100-400 mg of ribavirin, and a neuraminidase inhibitor.
    Type: Grant
    Filed: February 29, 2008
    Date of Patent: July 19, 2011
    Assignee: Adamas Pharmaceuticals, Inc.
    Inventors: Jack Nguyen, Gregory T. Went, Paul Spence, Timothy J. Fultz, David Chernoff, Terry L. Burkoth, Rowan Chapman, Mickey S. Urdea
  • Patent number: 7977520
    Abstract: Process for telomerizing noncyclic olefins having at least two conjugated double bonds with at least one nucleophile using a catalyst containing a metal of group 8, 9 or 10 of the Periodic Table of the Elements, wherein the overall telomerization process has a process step of catalyst recycling, in which hydrogen is added via a hydrogen source to the mixture present in this process step.
    Type: Grant
    Filed: August 23, 2005
    Date of Patent: July 12, 2011
    Assignee: EVONIX OXENO GmbH
    Inventors: Cornelia Borgmann, Dirk Roettger, Dagmara Ortmann, Reiner Bukohl, Stephan Houbrechts, Franz Nierlich
  • Publication number: 20110152566
    Abstract: The present disclosure describes processes for producing cyclohexenes using Lewis acidic ionic liquids comprising the steps of providing to a reactor an ?,?-unsaturated carbonyl dienophile, providing to the reactor a 1,3-diene, providing a Lewis acidic ionic liquid to the reactor; and reacting the ?,?-unsaturated carbonyl dienophile with 1,3-diene to form a substituted cyclohexene product. The ?,?-unsaturated carbonyl dienophile can be mesityl oxide, the 1,3-diene can be piperylene; and the Lewis acidic ionic liquid can be AlCl3:[C2mim]Cl; AlCl3:[C8mim]Cl; or mixtures thereof.
    Type: Application
    Filed: December 18, 2009
    Publication date: June 23, 2011
    Inventors: Daniel Martin Bourgeois, Gregory Scot Miracle, Phillip John Porter, Eva Boros, Kenneth Richard Seddon, Harambage Quintus Nimal Gunaratne
  • Publication number: 20110077298
    Abstract: The invention relates to a retinoid derivative and pharmaceutical composition and use thereof. The compound of the invention is capable of preventing or treating hematological tumours, such as acute leukemia, chronic leukemia, multiple myeloma and lymphoma, solid tumours, such as liver cancer, rectal cancer, mammary cancer and esophagus cancer, and skin disorders, such as psoriasis and acne.
    Type: Application
    Filed: May 31, 2009
    Publication date: March 31, 2011
    Applicants: ANHUI MEDICAL UNIVERSITY, Anhui New Star Pharmaceutical Development Co., Ltd
    Inventors: Feihu Chen, Jingbo Shi, Yuan Wang, Jun Li, Juan Shen, Jingjing Ruan, Fanrong Wu
  • Patent number: 7914800
    Abstract: The present invention relates to a vaccine adjuvant for enhancing immune response of an individual to a vaccine, which comprises an immune-enhancing effective amount of an LTB4 agent in association with a pharmaceutically effective vaccine carrier.
    Type: Grant
    Filed: June 26, 2002
    Date of Patent: March 29, 2011
    Assignee: LTB4 Sweden AB
    Inventors: Louis Flamand, Jean Gosselin, Pierre Borgeat
  • Publication number: 20110003892
    Abstract: Active pharmaceutical ingredients being retinoic acid ester compounds including all- trans-retinoic acid tent-butyl ester, all-trans-retinoic acid iso-butyl ester, all-trans-retinoic acid iso-propyl ester, all-trans-retinoic acid sec-butyl ester, and, all-trans-retinoic acid 1-adamantyl ester, oral and topical dosage form compositions thereof, and methods of treating various skin conditions thereof.
    Type: Application
    Filed: March 6, 2009
    Publication date: January 6, 2011
    Inventors: Margaret Clagett-Dame, Hector F. Deluca, Nirca J. Nieves, Katarzyna Barycka
  • Patent number: RE43632
    Abstract: The invention relates to compounds of formula: wherein R1 is selected from the group consisting of fatty acid acyl groups of 12 to 30 carbon atoms and fatty alcohol groups of 12 to 30 carbon atoms, and wherein R2 is selected from the group consisting of H, fatty acid acyl of 12 to 30 carbon atoms and fatty alcohol groups of 12 to 30 carbon atoms, the same as or different from R1, and the residue of a nutrient, drug, or other bioactive compound, and to the use of these compounds to deliver drugs and other bioactive compounds.
    Type: Grant
    Filed: May 1, 1996
    Date of Patent: September 4, 2012
    Assignee: Scarista, Ltd.
    Inventors: David B. Horrobin, Sherri Clarkson, legal representative, Mehar Manku, Philip Knowles, Peter Redden, Andrea Pitt, Paul Bradley, Paul Wakefield, Austin McMordie