Acyclic Carbon-to-carbon Unsaturation In The Acid Moiety Patents (Class 554/223)
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Patent number: 6106885Abstract: A process for producing a fat blend, usable as hardstock in margarine and W/O spreads, comprising interesterifying a fat mixture comprising 30-55% liquid vegetable oil and 45-70% of a fat having at least 80% saturated fatty acids of a chain length of 16 C-atoms or more, and fractionating the interesterified product to obtain an olein fraction having a solid fat content of ##EQU1## A fat blend obtainable by this process, a margarine fat containing such fatblends and a fatproduct, in particular a margarine or W/O spread containing this margarine fat, or this fatblend.Type: GrantFiled: November 7, 1997Date of Patent: August 22, 2000Assignee: Van Den Bergh Foods Co., divison of Conopco, Inc.Inventors: Hindrik Huizinga, Marcelle van den Kommer, Cornelis Laurentius Sassen, Leo Frans Vermaas
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Patent number: 6063947Abstract: An endogenous oil extracted from Brassica seeds is disclosed that contains, after crushing and extraction, greater than 86% oleic acid and less than 2.5% .alpha.-linolenic acid. The oil also contains less than 7% linoleic acid. The Brassica seeds are produced by plants that contain seed-specific inhibition of microsomal oleate desaturase and microsomal linoleate desaturase gene expression. Such inhibition can be created by cosuppression or antisense technology. Such an oil has a very high oxidative stability in the absence of added antioxidants.Type: GrantFiled: August 8, 1997Date of Patent: May 16, 2000Assignee: Cargill, IncorporatedInventors: Lorin R. DeBonte, William D. Hitz
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Patent number: 6060511Abstract: The use of crocetin has been demonstrated to be effective in elevating oxygen diffusivity, and increasing oxygen consumption by the body tissues of a mammal. Crocetin is difficult to solubilize. Sodium crocetinate, formed by reacting crocetin with sodium hydroxide, appears in several isomeric forms. The trans isomer is effective in improving oxygen diffusivity, while the related cis isomer appears not to be. Isolated TSC can be used in place of crocetin, treat a variety of conditions, including hypertension, cardiovascular disease, hemorrhagic shock, papillomas and related conditions.Type: GrantFiled: October 3, 1996Date of Patent: May 9, 2000Inventor: John L. Gainer
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Patent number: 6031015Abstract: A dental material based on polymerizable monomers is described which contains at least one polymerizable monomer which has liquid crystalline properties. Compared with traditional materials, the dental material displays a lower decrease in volume upon polymerization and, because of its low viscosity, higher filler contents can be achieved.Type: GrantFiled: July 17, 1996Date of Patent: February 29, 2000Assignee: Ivoclar AGInventors: Helmut Ritter, Georg Draheim, Norbert Moszner, Ulrich Salz, Volker Rheinberger
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Patent number: 6025509Abstract: Soybeans (ie., Glycine max L. Merr.) possessing a novel genetic determinant for the enhanced production of palmitic acid in the endogenously formed vegetable oil of the seeds are provided. Such genetic determinant is the homogeneous recessive fap5fap5 gene pair that has been found to be capable of formation through mutagenesis. Once formed, such genetic determinant can be readily transferred to other soybean lines and cultivars where it is similarly expressed on a reliable basis under conventional field growing conditions. In a preferred embodiment when a soybean plant possesses the combined presence of the homogeneous recessive genes (1) fap2-bfap2-b, (2) fap4fap4, as well as (3) fap5fap5 for enhanced palmitic acid formation in the seeds, it has been found that an unusually high expression for palmitic acid production in the resulting vegetable oil of the seeds is provided that is in excess of 30 up to approximately 37 percent by weight based upon the total fatty acid content.Type: GrantFiled: March 23, 1998Date of Patent: February 15, 2000Assignee: Iowa State University Research Foundation, Inc.Inventors: Walter R. Fehr, Earl G. Hammond
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Patent number: 6020510Abstract: The present invention provides compositions and methods for protecting cells from injury due to intrinsic membrane lysis, oxidation and/or invasion by destructive agents. Even more particularly, the present invention provides compositions and methods for treating or prophylactically inhibiting phospholipase mediated injury, injury due to oxidation, and inflammation. In a very specific sense, this invention provides compositions and methods of making these compositions that are inhibitors of phospholipase.Type: GrantFiled: February 2, 1998Date of Patent: February 1, 2000Assignee: Virginia Commonwealth UniversityInventors: Richard C. Franson, Raphael M. Ottenbrite
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Patent number: 6013818Abstract: The present invention relates to a series of "reconstituted meadowfoam oils". The term reconstituted as used hereon refers to a process in which meadowfoam oil and one or more oils of natural origin are transesterified under conditions of high temperature and catalyst to make a "reconstituted product" having an altered alkyl distribution and consequently altered chemical and physical properties.Type: GrantFiled: August 3, 1998Date of Patent: January 11, 2000Assignee: Fantech Ltd.Inventor: Anthony J. O'Lenick, Jr.
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Patent number: 6011164Abstract: An improved Brassica oilseed, an improved plant capable of forming the same, and an improved edible endogenous vegetable oil derived from oilseed Brassica are provided. The edible endogenous vegetable oil of the present invention possesses an improved distribution of fatty acids following crushing and extraction in the absence of hydrogenation or other chemical or physical modification. The alpha-linolenic acid content is less than 3.5 percent by weight, the oleic acid content is at least 77 percent by weight, the total saturated fatty acid content is no more than 4.5 percent by weight, and the erucic acid content is no more than 2 percent by weight based upon the total fatty acid content. Each of the recited characteristics of the oil is controlled by genetic means and surprisingly is simultaneously expressed (e.g., in the field under conventional oilseed Brassica growing conditions) in the absence of cancellation as the result of the formation of the other recited traits.Type: GrantFiled: December 8, 1998Date of Patent: January 4, 2000Assignee: Pioneer Hi-Bred International, Inc.Inventors: Ian Grant, David G. Charne
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Patent number: 5998642Abstract: A method of inhibiting parasitic activity is disclosed in which the biosynthesis, structure and/or function of the glycosyl phosphatidylinositol (GPI) anchor of said parasite may be affected by incorporating into said GPI anchor selected analogs of myristic acid containing various heteroatoms, substituents and unsaturated bonds, including ester-containing analogs, ketocarbonyl-containing analogs, sulfur-containing analogs, double bond- and triple bond-containing analogs, aromatic moiety-containing analogs, nitrated analogs and halogenated analogs.Type: GrantFiled: December 15, 1997Date of Patent: December 7, 1999Assignee: Washington UniversityInventors: Jeffrey I. Gordon, George W. Gokel, Paul T. Englund
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Patent number: 5994392Abstract: The invention involves the formation of a prodrug from a fatty acid carrier and a neuroactive drug. The prodrug is stable in the environment of both the stomach and the bloodstream and may be delivered by ingestion. The prodrug passes readily through the blood brain barrier. Once in the central nervous system, the prodrug is hydrolyzed into the fatty acid carrier and the drug to release the drug. In a preferred embodiment, the carrier is 4, 7, 10, 13, 16, 19 docosahexa-enoic acid and the drug is dopamine. Both are normal components of the central nervous system. The covalent bond between the drug and the carrier preferably is an amide bond, which bond may survive the conditions in the stomach. Thus, the prodrug may be ingested and will not be hydrolyzed completely into the carrier molecule and drug molecule in the stomach.Type: GrantFiled: June 5, 1995Date of Patent: November 30, 1999Assignee: Neuromedica, Inc.Inventor: Victor E. Shashoua
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Patent number: 5985812Abstract: Lower alkyl esters of fatty acids can be used for the cleaning of paint brushes and/or for the removal of paint from painted surfaces.Type: GrantFiled: October 28, 1997Date of Patent: November 16, 1999Assignee: Svenska Rapsoljebolaget ABInventor: Carl Erik Ehrenkrona
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Patent number: 5981781Abstract: A high oleic soybean oil having high oxidative stability is disclosed. This oil has an AOM induction time of greater than 50 hours. Oxidative stability is achieved without the need for hydrogenation or the addition of an antioxidant.Type: GrantFiled: June 30, 1998Date of Patent: November 9, 1999Assignee: E. I. du Pont de Nemours and CompanyInventor: Susan Knowlton
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Patent number: 5969169Abstract: A non-hydrogenated canola oil having superior oxidative stability and fry stability useful for food applications is disclosed, as well as seeds, plant lines and progeny thereof from which the oil is derived.Type: GrantFiled: April 20, 1995Date of Patent: October 19, 1999Assignee: Cargill, IncorporatedInventor: Zhegong Fan
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Patent number: 5959131Abstract: A nutritionally superior fat for food compositions which comprises triglycerides containing cis-asymmetric monounsaturated fatty acids (cis-AMUFAs) is provided. The use of cis-AMUFA triglycerides provides a fat composition which is low in saturated fats and trans fatty acids with excellent textural properties and melting characteristics.Type: GrantFiled: December 7, 1995Date of Patent: September 28, 1999Assignee: Kraft Foods, Inc.Inventors: Allen E. Blaurock, Ramanathapur G. Krishnamurthy, Peter J. Huth
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Patent number: 5959130Abstract: Compositions of matter comprising castor-based benzoate esters, including benzoate esters of castor oil, benzoate esters of hydrogenated castor oil, benzoate esters of cetyl ricinoleate, and benzoate esters of octyl hydroxy stearate. The benzoate esters of ricinoleic acid and hydroxy stearic acid are double esters having a fatty acid group at the respective --COOH group and a benzoate group at the --OH group. The benzoate esters are useful as vehicles or carriers, emollients or solubilizers for toiletry, cosmetic, hair and skin care formulations.Type: GrantFiled: June 27, 1997Date of Patent: September 28, 1999Assignee: Finetex, Inc.Inventors: Ismail Walele, Samad A. Syed
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Patent number: 5955623Abstract: An improved Brassica oilseed, an improved plant capable of forming the same, and an improved edible endogenous vegetable oil derived from oilseed Brassica are provided. The edible endogenous vegetable oil of the present invention possesses an improved distribution of fatty acids following crushing and extraction in the absence of hydrogenation or other chemical or physical modification. The alpha-linolenic acid content is less than 3.5 percent by weight, the oleic acid content is at least 77 percent by weight, the total saturated fatty acid content is no more than 4.5 percent by weight, and the erucic acid content is no more than 2 percent by weight based upon the total fatty acid content. Each of the recited characteristics of the oil is controlled by genetic means and surprisingly is simultaneously expressed (e.g., in the field under conventional oilseed Brassica growing conditions) in the absence of cancellation as the result of the formation of the other recited traits.Type: GrantFiled: January 16, 1996Date of Patent: September 21, 1999Assignee: Pioneer Hi-Bred International, Inc.Inventors: Ian Grant, David G. Charne
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Patent number: 5935627Abstract: A novel fat-blend for low trans filling fat compositions or for wrapper margarine that upon use do not display posthardening comprise: SUS, SSU and SU.sub.2 -triglyceriden, wherein:i) the transcontent <5%ii) SUS/SSU-wt ratio <2iii) SUS <34 wt %iv) SU.sub.2 <55 wt %S=saturated fatty acid 16-18 C-atoms U=mono/diunsaturated fatty acid with 18 C-atoms.Type: GrantFiled: June 26, 1997Date of Patent: August 10, 1999Assignee: Loders Croklaan B.V.Inventors: Frederick William Cain, Helga Gerda A. Manson nee van der Struik, Nico Zwikstra
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Patent number: 5917070Abstract: The present invention deals with the composition of matter and the utilization of certain novel polyoxyalkylene glycol esters which are prepared by the reaction of a meadowfoam oil, meadowfoam fatty acid or meadowfoam methyl ester and a polyoxylalkylene glycol as emulsifiers.Type: GrantFiled: December 26, 1996Date of Patent: June 29, 1999Assignee: Fan Tech Ltd.Inventor: Anthony J. O'Lenick, Jr.
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Patent number: 5891921Abstract: Wood preservative systems comprising (a) a biocidal effective amount of (i) at least one di C.sub.8 -C.sub.12 alkyl quaternary ammonium carboxylate having the formula ##STR1## wherein R.sup.1 and R.sup.2 are a C.sub.8 -C.sub.12 alkyl group; R.sup.3 is a substituted or unsubstituted, interrupted or uninterrupted C.sub.1 -C.sub.100 group; l and q independently are 1, 2 or 3 and (l) (q) is 1, 2, or 3; and n is 0 or an integer from 1 to 50; (ii) at least one di C.sub.8 -C.sub.12 alkyl quaternary ammonium borate having the formula ##STR2## wherein R.sup.1 and R.sup.2 are defined as above, and a is 2 or 3, but when a is 2, b is 0 or 1, and when a is 3, b is 0, 1, or 2; or (iii) a combination of (i) and (ii); and (b) a solvent are provided. These carboxylate quats as well as carboxylate quats wherein R.sup.1 is a C.sub.1 -C.sub.20 alkyl or aryl-substituted alkyl group and R.sup.2 is a C.sub.8 -C.sub.20 alkyl group are preferably prepared by an indirect or a direct synthesis.Type: GrantFiled: April 18, 1996Date of Patent: April 6, 1999Assignee: Lonza Inc.Inventor: Leigh E. Walker
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Patent number: 5872149Abstract: The present invention relates to monomeric, oligomeric and polymeric bisesters of alkyl- or alkenyldicarboxylic acid derivatives and polyalcohols, and their use as solubilizers, emulsifiers and/or detergents. In particular, the bisesters are advantageously used in cosmetic compositions, detergents and cleaners, pharmaceutical compositions, foodstuffs and crop protection compositions. The invention furthermore relates to a process for preparing these bisesters.Type: GrantFiled: August 15, 1997Date of Patent: February 16, 1999Assignee: BASF AktiengesellschaftInventors: Gabriele Dralle-Voss, Gunter Oetter, Hans-Ulrich Wekel, Knut Oppenlander
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Patent number: 5872271Abstract: Sunflower plants, seeds capable of forming the same, and a novel endogenous vegetable oil derived from such sunflower seeds are provided. The plants have the ability to yield an endogenous vegetable oil wherein the levels of palmitic acid and oleic acid are provided in an atypical combination via genetic control. The concentration of palmitic acid in the endogenous oil constitutes at least 20 (e.g., approximately 20 to 45) percent by weight of the total fatty acid content, and the concentration of oleic acid in the oil constitutes at least 45 (e.g., approximately 45 to 65) percent by weight of the total fatty acid content in the absence of hydrogenation or other chemical or physical modification. It was found that the plants of the present invention can be formed through the combination (as described) of genetic determinants that were found to be present in the Pervenets sunflower and the H-55-9-2-1 or H-55-9-2-2 sunflower.Type: GrantFiled: September 18, 1997Date of Patent: February 16, 1999Assignee: Pioneer Hi-Bred International, Inc.Inventors: Glenn S. Cole, Jan P. Hazebroek, Thomas C. Heaton
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Patent number: 5869714Abstract: Salts of formula RCOOR'R".sub.2 N.sup.+ (CH.sub.2).sub.n OH wherein R represents the alkenyl radical of a C.sub.20 -C.sub.22 omega-3-polyunsaturated acid; R' represents a hydrogen atom or a C.sub.1 -C.sub.2 alkyl radical; R" represents R', as above defined, or (CH.sub.2).sub.n OH hydroxyalkyl radical where n is 2 or 3; and their use as cardiovascular agents.Type: GrantFiled: June 11, 1997Date of Patent: February 9, 1999Assignee: Prospa B.V.Inventor: Tiberio Bruzzese
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Patent number: 5866703Abstract: Triglycerides with at least two different acids chosen from 6-desaturated essential fatty acids and oleic acid, useful in nutrition and in medicine.Type: GrantFiled: October 16, 1995Date of Patent: February 2, 1999Assignee: Scotia Holdings PLCInventors: David F. Horrobin, Austin McMordie, Mehar Singh Manku, Philip Knowles
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Patent number: 5859271Abstract: The present invention provides compositions and methods for protecting cells from injury due to intrinsic membrane lysis, oxidation and/or invasion by destructive agents. Even more particularly, the present invention provides compositions and methods for treating or prophylactically inhibiting phospholipase mediated injury, injury due to oxidation, and inflammation. In a very specific sense, this invention provides compositions and methods of making these compositions that are inhibitors of phospholipase.Type: GrantFiled: April 15, 1996Date of Patent: January 12, 1999Assignee: Virginia Commonwealth UniversityInventors: Richard C. Franson, Raphael M. Ottenbrite
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Patent number: 5851548Abstract: Lipid molecules bearing a cationic charge are described. These cationic lipids are useful in the delivery of biomolecules, such as oligonucleotides, nucleic acids, peptides, diagnostic imaging agents, proteins and drug molecules. In the form of liposomes, they can effectively be used for the intracellular delivery of biomolecules for therapeutic or diagnostic purposes.Type: GrantFiled: June 7, 1995Date of Patent: December 22, 1998Assignee: Gen-Probe IncorporatedInventors: Nanibhushan Dattagupta, Aditya Ranjan Das, C. Nagaraja Sridhar, Jasmin R. Patel
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Patent number: 5852196Abstract: A novel compound, 12,13,17-trihydroxy-9(Z)-octadecenoic acid (THOA) was produced from linoleic acid by microbial transformation at 25% yield. The newly isolated microbial strain catalyzing this transformation was identified as Clavibacter sp. ALA2 (Accession No. NRRL B-21660). THOA and its derivatives have application as antifungal agents.Type: GrantFiled: March 11, 1997Date of Patent: December 22, 1998Assignee: The United States of America as represented by the Secretary of the AgricultureInventor: Ching T. Hou
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Patent number: 5840946Abstract: Improved rape plants, seeds capable of forming the same, and a novel improved vegetable oil derived from the rapeseeds are provided. Such plants have the ability to yield a vegetable oil of increased heat stability in combination with other desirable traits. The increased stability of the vegetable oil is attributable to the presence of an unusually high oleic acid content in the rapeseeds which has been lacking in the available rape plants of the prior art. It has been found that the novel rape plants of the present invention reliably can be formed by mutagenesis followed by selection as described. The vegetable oil produced by the improved rape plants of the present invention is particularly well suited for use as a frying oil wherein the increased stability at elevated temperatures is of prime importance. In a preferred embodiment wherein the vegetable oil is used as a frying oil, the alpha-linolenic acid content concomitantly is reduced which additionally imparts an increased oxidative stability.Type: GrantFiled: June 5, 1995Date of Patent: November 24, 1998Assignee: Pioneer Hi-Bred International, Inc.Inventors: Raymond S. C. Wong, Wallace D. Beversdorf, James R. Castagno, Ian Grant, Jayantilal D. Patel
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Patent number: 5817845Abstract: Methods for stereospecific synthesis of 9-cis olefins and retinoids. In one particular aspect, a cis olefin is generated via a lactol ring opening with complete retention of double bond configuration.Type: GrantFiled: October 9, 1996Date of Patent: October 6, 1998Assignee: Ligand Pharmaceuticals, Inc.Inventors: Steven K. White, Chan Kou Hwang, David T. Winn
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Patent number: 5817846Abstract: The present invention deals with the certain novel alkoxylated esters which are prepared by the reaction of an alkoxylated alcohol and meadowfoam fatty, methyl ester or triglyceride. These materials are useful as cosmetic ingredients where outstanding liquidity, resistance to oxidation, and minimal taste and odor variation are required. This combination of properties make these compounds excellent candidates as emulsifiers used in personal care products like skin care oils and lipsticks.Type: GrantFiled: April 28, 1997Date of Patent: October 6, 1998Assignee: Fan Tech Ltd.Inventor: Anthony J. O'Lenick, Jr.
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Patent number: 5798386Abstract: There is disclosed an aqueous formulation for vascularizing ischemic or grafted tissue, comprising an alk-1-enyl glycerol derivative having the formula: ##STR1## wherein R is a straight or branched C.sub.1-24 saturated or unsaturated alkyl or a straight or branched C.sub.1-24 aryl and X and Y each is H or an saturated or unsaturated alkyl group having from 2 to 26 carbon atoms, or a monoglyceride having a C.sub.1-24 ether-linked saturated alkyl in an aqueous buffered pharmaceutical carrier.Type: GrantFiled: March 4, 1996Date of Patent: August 25, 1998Assignee: Cell Therapeutics, Inc.Inventor: Edward D. Nudelman
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Patent number: 5786380Abstract: The invention provides compounds which are effective antiepileptics and at the same time display only a slight sedative and teratogenic effect and have the formula ##STR1## where the compounds of the formulae (I) and (II) can also be mono- or polyunsaturated, in which R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are each, independently of one another, hydrogen or a C.sub.1 -C.sub.6 -alkyl group, R.sup.5 is hydrogen or a C.sub.1 -C.sub.2 -alkyl group, and at least one of the radicals R.sup.1 to R.sup.4 in the compounds of the formulae (I) and (II) is different from hydrogen, where the compounds of the formula (I), in the case where a center of asymmetry is present on the carbon atom in position 2, and the compounds of the formulae (II), (III) and (IV) are in the form of their racemate, their pure enantiomers or a mixture of their enantiomers which differs from the racemate, and pharmaceutically compatible salts thereof.Type: GrantFiled: November 23, 1994Date of Patent: July 28, 1998Inventors: Heinz Nau, Ursula Bojic, Ralf-Siegbert Hauck, Mohamed Mohey Eldin Elmazar
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Patent number: 5770750Abstract: Phenolic aralkylation polymers modified by esterification with fatty acids, transesterification with glyceride oils, or other modifications to reactive hydroxyl moieties to improve the characteristics and properties of coating systems in which the modified materials are incorporated. At least a portion of the hydroxyl moieties of the polyol is esterified or otherwise modified. The hydroxyl moieties include those that have been "chain-extended," if desired.Type: GrantFiled: January 10, 1997Date of Patent: June 23, 1998Assignee: Georgia-Pacific Resins, Inc.Inventors: David A. Hutchings, Rajan Hariharan, Edward Lucas, Jr., Syed A. Elahi, Alan K. Randall, Kenneth Bourlier
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Patent number: 5767299Abstract: The invention relates to compounds of formula (I): ##STR1## wherein R.sup.1, R.sup.2 and R.sup.3 are independently selected from: (i) saturated or unsaturated fatty acyl groups, preferably having from 14 to 24 carbon atoms, more preferably of a type found in nature; or(ii) groups of formula (II): ##STR2## wherein R.sup.4 and R.sup.5 are independently selected from hydrogen atoms, C.sub.1-4 alkyl groups and aryl groups, preferably C.sub.6-10 aryl groups; n represents the integers 0 or 1; A represents either a chemical bond or a straight or branched C.sub.1-6 alkylene chain and R.sup.6 is a triiodinated phenyl group which may also carry other substituents. The invention also relates to X-ray contrast media containing these compounds, as well as methods of enhancing X-ray images of a human subject wherein the contrast media are administered to the subject prior to imaging.Type: GrantFiled: September 18, 1995Date of Patent: June 16, 1998Assignee: Nycomed Imaging ASInventors: Jo Klaveness, Per Strande
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Patent number: 5760261Abstract: The present invention also relates to a method of treating aspirin-treatable conditions comprising administering to a patient in need of such treatment a compound of Formula I ##STR1##Type: GrantFiled: April 8, 1994Date of Patent: June 2, 1998Inventor: Alvin Guttag
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Patent number: 5760260Abstract: The present invention deals with the certain novel esters which are prepared by the reaction of an alcohol and meadowfoam fatty, methyl ester or triglyceride. These materials are useful as cosmetic ingredients where outstanding liquidity, resistance to oxidation, and minimal taste and odor variation are required. This combination of properties make these compounds excellent candidates as additives to personal care products like skin care oils and lipsticks.Type: GrantFiled: December 2, 1996Date of Patent: June 2, 1998Assignee: Fan Tech Ltd.Inventor: Anthony J. O'Lenick, Jr.
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Patent number: 5659055Abstract: Water or lipid soluble, pharmacologically active, antioxidant, anti-phospholipase compounds that are chemically defined. The compounds protect mammalian cells by inhibiting PLA.sub.2 and preventing oxidation. In particular, each compound has at least two fatty moieties and no active hydroxy group. The compound may also have at least one ionizable group, which may be a carboxyl group, and each of the fatty moieties has from sixteen to twenty carbon atoms and at least one cis-unsaturated double bond.Type: GrantFiled: June 7, 1995Date of Patent: August 19, 1997Assignee: Virginia Commonwealth UniversityInventors: Richard C. Franson, Raphael M. Ottenbrite
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Patent number: 5643948Abstract: Compounds having anti-inflammatory and other activities are disclosed. The compounds are derived from diterpenes of the phorbol-, resiniferonol- and ingenol-classes.Type: GrantFiled: September 13, 1993Date of Patent: July 1, 1997Assignee: Procyon Pharmaceuticals, Inc.Inventors: Paul E. Driedger, James Quick
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Patent number: 5461171Abstract: Sunflower seed, plants and oil are described which have a total level of saturated fatty acids equal to 6% or less relative to the total fatty acid content, a total level of stearic acid less than 1% of the total fatty acid content, and a total level of palmitic acid less than 3% of the total fatty acid content.Type: GrantFiled: August 31, 1993Date of Patent: October 24, 1995Assignee: Pioneer Hi-Bred International, Inc.Inventors: Thomas C. Heaton, Glenn S. Cole, Barry A. Martin
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Patent number: 5451667Abstract: Fumaric acid derivatives of the formula ##STR1## wherein R.sub.1 is a hydrogen atom, a C.sub.1 -C.sub.8 alkyl group or a metallic cation, andR.sub.2 is a saturated or unsaturated aliphatic C.sub.6 -C.sub.24 alkyl group, psoralen-9-yl, retinyl, .alpha.-tocopheryl (vitamin E), calciferyl, corticosteroid-21-yl or monosaccharid-.omega.-yl; a group of fumaric acid derivatives based on glycerol, alkane diol or polyol molecules; and fumaric acid derivatives of the formula ##STR2## wherein n is an integer from to 30 to 260,R.sub.3 is a hydrogen atom or a C.sub.1 -C.sub.3 alkyl group,R.sub.4 is one of the R.sub.3 groups and n is the number of molecule repetitions, processes for their production and compositions containing same are described. These compounds are useful as drugs for the treatment of cryptogenically-caused diseases and have antisporiatic as well as antimicrobial action.Type: GrantFiled: October 8, 1992Date of Patent: September 19, 1995Inventors: Peter P. Speiser, Rajendra K. Joshi
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Patent number: 5434282Abstract: A novel family of chemical compounds derived from fatty compounds has two branches of two carbon atoms on the linear chain and general formula C.sub.21 H.sub.39 COOR where R represents a hydrogen atom, a lower alkyl radical or a glyceryl radical. Particular compounds for consideration have the following formulae:(C.sub.2 H.sub.5).sub.2 C.sub.17 H.sub.29 COOR (I)(C.sub.2 H.sub.5)(C.sub.2 H.sub.4)C.sub.17 H.sub.30 COOR (II)and(C.sub.2 H.sub.5)(C.sub.2 H.sub.3)C.sub.17 H.sub.31 COOR (III)also compounds with the following formulae derived from partial or total hydrogenation of the above:(C.sub.2 H.sub.5).sub.2 C.sub.17 H.sub.31 COOR (IV)(C.sub.2 h.sub.5)(C.sub.2 h.sub.4)C.sub.17 H.sub.32 COOR (V)andti (C.sub.2 H.sub.5).sub.2 C.sub.17 H.sub.33 COOR (VI)Compounds with formulae (I), (II) and (III) may be produced by addition of ethylene to compositions comprising mainly diunsaturated C.sub.Type: GrantFiled: April 22, 1994Date of Patent: July 18, 1995Assignee: Institut Francais du PetroleInventors: Robert Stern, Gerard Hillion, Abakar Kotoko, Yves Chauvin
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Patent number: 5434283Abstract: Improved rape plants, seeds capable of forming the same, and a novel improved edible endogenous vegetable oil derived from the rapeseeds are provided. Such plants have the ability to yield an endogenous vegetable oil having an unusually low saturated fatty acid content. More specifically, the rape plants upon self-pollination are capable of forming rapeseeds which yield an improved vegetable oil following crushing and extraction having a saturated fatty acid content of no more than 4 percent by weight (preferably no more than 3.5 percent by weight and most preferably less than 3 percent by weight) in the form of stearic and palmitic acids based upon the total fatty acid content. A relatively low concentration of erucic acid (as described) also is exhibited in the endogenous oil. It has been found that the novel rape plants of the present invention can be formed by mutagenesis followed by selection as described.Type: GrantFiled: August 31, 1994Date of Patent: July 18, 1995Assignee: Pioneer Hi-Bred International, Inc.Inventors: Raymond S. C. Wong, Ian Grant, Jayantilal D. Patel, Jeff P. K. Parker, Eric B. Swanson
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Patent number: 5424468Abstract: This specification provides a polymeric material useful for manufacturing contact lenses having improved oxygen permeability. The contact lenses prepared from the polymeric material of the invention show improved hydrophilicity and enhanced oxygen permeability as compared with that made of the conventional fluoroalkyl-containing polymeric materials.Type: GrantFiled: February 1, 1994Date of Patent: June 13, 1995Assignee: Korea Institute of Science and TechnologyInventors: Kwang U. Kim, Tae S. Park, Seung S. Hwang, Jong C. Lee, Moo S. Lee, Seong M. Cheong
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Patent number: 5401773Abstract: All possible isomeric forms, racemic mixtures and enantiomeric and diastereoisomeric forms of a compound selected from the group consisting of a compound of the formula ##STR1## wherein R is alkenyl of 10 carbon atoms, n is an integer from 1 to 3 and their non-toxic salts useful for treating comedones.Type: GrantFiled: February 6, 1991Date of Patent: March 28, 1995Assignee: Roussel-UclafInventor: Hugues Noel
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Patent number: 5380894Abstract: A process for the production of hydroxy fatty acids and novel estolide compounds, each of which may be used as lubricants, greases, plasticizers and printing inks, as well as in cosmetics. The estolides are of the formula (I): ##STR1## wherein R.sub.1 is selected from C.sub.6 -C.sub.16 hydrocarbons which may be saturated or unsaturated, and branched or straight chain, and optionally substituted, such as with one or more hydroxy groups; R.sub.2 is independently selected from C.sub.2 -C.sub.17 hydrocarbons which may be saturated or unsaturated, and branched or straight chain, and optionally substituted, such as with one or more hydroxy groups; A is selected from C.sub.3 -C.sub.14 hydrocarbons which may be saturated or unsaturated, and branched or straight chain, and optionally substituted; n is greater than or equal to 1; y is an integer from 3-13; x is 1 or 2; and . . . designates a single or double carbon/carbon bond.Type: GrantFiled: March 1, 1991Date of Patent: January 10, 1995Assignee: The United States of America as represented by the Secretary of AgricultureInventors: Douglas A. Burg, Robert Kleiman, Selim M. Erhan
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Patent number: 5306730Abstract: A botulinum toxin neutralizer comprising at least one fatty acid having the number of carbon atoms of at least 12. Such a fatty acid may be any of saturated fatty acids such as lauric acid, myristic acid, palmitic acid, stearic acid, nonadecanoic acid, arachidic acid, and behenic acid or any of unsaturated fatty acids such as oleic acid. The toxin neutralizer acts as if it were an antagonistic receptor for botulinum toxin and, when encountering botulinum toxin in human body, directly combines with the toxin and disables the toxin from combining with the neuromuscular tissues of human body to prevent the outbreak of botulism. The toxin thus neutralized and affixed to the botulinum toxin neutralizer is excreted from the human body. The botulinum toxin neutralizer can be manufactured easily and economically from a naturally occurring glyceride and is thus far less costly then the known antitoxin of ganglioside GT1b produced from bovine brain.Type: GrantFiled: May 26, 1992Date of Patent: April 26, 1994Assignee: Kabushiki Kaisha Yakult HonshaInventors: Yoshitaka Nagai, Koutaro Takamizawa, Ryuichiro Tanaka, Hiroo Takayama, Toshizo Sakurai, Masahiko Mutai
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Patent number: 5286512Abstract: Diol lipid analogues, notably fatty acid diesters of various dihydric alcohols containing 4 to 10 carbon atoms, are physiologically compatible fat replacements for edible compositions. Preferred compounds are partially digestible.Type: GrantFiled: April 24, 1991Date of Patent: February 15, 1994Assignee: Nabisco, Inc.Inventors: Lawrence P. Klemann, John W. Finley, Anthony Scimone
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Patent number: 5284650Abstract: A process is disclosed for making substantially solvent free quaternary ammonium compounds using fatty acids, amines and quaternizing agents without side reactions that would produce esters of fatty acids. A relatively small amount of a water-alcohol solvent is used in the quaternizing reaction after which a fatty acid is added and the solvent removed by sparging and/or vacuum.Type: GrantFiled: November 5, 1992Date of Patent: February 8, 1994Assignee: Sherex Chemical Co., Inc.Inventor: David E. Whittlinger
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Patent number: 5274145Abstract: The present invention relates to novel .alpha.-hydroxyacids of the general formula (I), to the process of preparing them and to the use thereof as intermediates allowing access to homologous lower aldehydes (such as prenal or citral) by oxidative decarboxylation.Type: GrantFiled: February 14, 1991Date of Patent: December 28, 1993Assignee: Rhone-Poulenc Rorer S.A.Inventor: Michel Gubelmann
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Patent number: 5266713Abstract: Aryl alkenoic acid derivatives, and physiologically acceptable salts thereof, are provided which are potent leukotriene antagonists and may be used for the treatment of circulatory diseases and preferably for respiratory diseases such as asthma. The derivatives have a general formula I ##STR1## in which X is --S--,W is CH.dbd.CH;o is 1 to 4;n is 2 to 6;m is 0 to 2;T and Z, same or different, represent oxygen or a direct bond;R.sup.2 and R.sup.3, represent hydrogen, or fluorine;A represents carboxyl, CO.sub.2 R.sub.4.sup.4, wherein R.sup.4 is lower alkylR is ##STR2## wherein Y represents carboxyl, CO.sub.2 R.sup.4, wherein R.sup.4 is lower alkylR.sup.7 and R.sup.8, same or different, represent H or lower alkyl;R.sup.9 represents --OH, --O-alkyl, NH.sub.2 or a NHCH.sub.2 CO.sub.2 H group; andR.sup.10 R3 is H.Type: GrantFiled: August 12, 1992Date of Patent: November 30, 1993Assignee: Miles Inc.Inventors: Trevor S. Abram, Peter Norman, Stephen R. Tudhope, Harold C. Kluender, Robert N. Schut, Heinrich Meier, Ulrich Rosentreter
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Patent number: 5264618Abstract: Disclosed are cationic lipids capable of facilitating transport of biologically active agents into cells, including the transfection of cells by therapeutic polynucleotides, the delivery of antiviral drugs, and the introduction of immunogenic peptides. The cationic lipids, comprising an ammonium group, have the general structure ##STR1## Also disclosed are adducts of these compounds comprising additional cationic sites that enhance the transfective or transport activity. Structure-activity correlations provide for the selection of preferred compounds to be synthesized for this purpose. Compositions disclosed for use of these cationic lipid include formulations for in vitro transfection and pharmaceutical formulations for parenteral and topical administration of therapeutic agents.Type: GrantFiled: April 16, 1991Date of Patent: November 23, 1993Assignee: Vical, Inc.Inventors: Philip L. Felgner, Raj Kumar, Channa Basava, Richard C. Border, Jiin-Yu Hwang-Felgner