Additional Oxygen In The Acid Moiety (e.g., Hydroxystearic Acid, Etc.) Patents (Class 554/213)
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Patent number: 5900496Abstract: A strain of Pseudomonas Sp. bacterium (NRRL B-18602) has been discovered which is capable of converting oleic acid to the novel compound, 7,10-dihydroxy-8-octadecenoic acid (DOD). The production of DOD is unique in that it involves a hydroxylation at two positions and a rearrangement of the double bond of the substrate molecule. The new multifunctional, long-chain aliphatic acid has potential utility as a plasticizer and as a source of intermediates in the synthesis of specialty chemicals.Type: GrantFiled: June 18, 1996Date of Patent: May 4, 1999Assignee: The United States of America as represented by the Secretary of AgricultureInventor: Ching T. Hou
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Patent number: 5869713Abstract: The invention relates to (+) and (-)-8-halogen-6-hydroxy-octanoic acid enantiomers wherein the halogen is Cl, Br, or I, and their respective preparatory processes.Type: GrantFiled: August 29, 1996Date of Patent: February 9, 1999Assignee: Arzneimittelwerk Dresden GmbHInventors: Rainer Gewald, Gunter Laban, Thomas Beisswenger
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Patent number: 5856284Abstract: A detergent composition comprising:(A) glycerol derivative having the following Formula (I) ##STR1## (B) a water-soluble polyhydric alcohol; and (C) at least one surfactant selected from the group consisting of an anionic surfactant, wherein component (A) and component (C) are in a ratio of from 2:1 to 1:100 by weight. When the detergent composition is used to clean skin, the skin remains moisturized after cleaning without stickiness or tackiness and without excess degreasing or dryness.Type: GrantFiled: June 12, 1997Date of Patent: January 5, 1999Assignee: Kao CorporationInventors: Hirokazu Hamada, Kiyoko Nakagaki, Masaki Itabashi
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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: 5849941Abstract: A process for producing solutions of active substances of low solubility, which comprises (1) dissolving the active substance with a phospholipid and a water-soluble lipid in an organic solvent, (2) evaporating the resulting solution to dryness, (3) taking up the residue in a strongly acidic buffer and stirring at elevated temperature until a colloidal solution is produced, (4) cooling the colloidal solution and adjusting to a pH of 6-7 and sterilizing. Particularly suitable for the process are lipids of the formula ##STR1## wherein m, a, b, x and y have the meanings indicated in the description.Type: GrantFiled: July 30, 1997Date of Patent: December 15, 1998Assignee: Knoll AGInventors: Joerg Rosenberg, Cynthia Romerdahl, Hans-Heinrich Gruenhagen
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Patent number: 5849940Abstract: The invention concerns a fractionation process for the production of triglycerides with at least 12 wt % SSU (S=saturated fatty acids; U=unsaturated fatty acids) by subjecting a fat with at least 5 wt % SSU to a fractionation, achieving an enrichment factor fo the SSU enrichment of at least 1.Type: GrantFiled: September 10, 1997Date of Patent: December 15, 1998Assignee: Loders-Croklaan B.V.Inventors: John Bernard Harris, Stephen Raymond Moore, Christopher Rawlings
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Patent number: 5811129Abstract: Hydroxylated milk glycerides having low levels of ethylenic unsaturation are disclosed. The hydroxylated milk glycerides can have enhanced resistance to rancidification and as such, are suitable for use in personal care compositions e.g., lotions, skin creams, lipsticks, eye shadow, and makeup. Personal care compositions comprising the hydroxylated milk glycerides can have enhanced properties as compared to personal care compositions which do not comprise the hydroxylated milk glycerides or alternatively comprise milk fat.Type: GrantFiled: November 19, 1996Date of Patent: September 22, 1998Assignee: Amerchol CorporationInventors: Amnon Friedman, Stuart Barry Polovsky, Joseph Peter Pavlichko, Luis Sabino Moral
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Patent number: 5808106Abstract: 2-(.omega.-alkoxycarbonyl alkanoyl)-4-butanolide can be produced unexpectedly with a high selectivity and yield through condensation reaction of .gamma.-butyrolactone with a highly available, lo.omega.-price dicarboxylate as represented by the following general formula:ROOC(CH2)nCOOR(where n denotes an integer of 7-13, and R denotes an alkyl group or an alkenyl group). Furthermore, a long-chain .omega.-hydroxycarboxylic acid can be produced by subjecting 2-(.omega.-alkoxycarbonyl alkanoyl)-4-butanolide to hydrolysis and decarboxylation and reducing the carbonyl groups in the resultant product into methylene groups.Type: GrantFiled: April 30, 1997Date of Patent: September 15, 1998Inventors: Tetsuya Katou, Go Hata, Takeaki Etoh, Nobuhiko Ito
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Patent number: 5786387Abstract: A compound represented by the formula (I) is disclosed. The compound of the formula (I) is useful as a fine particle drug carrier. When used as the fine particle drug carrier, the compound efficiently avoids a reticuloendothelial system and has a long circulation time in blood.Type: GrantFiled: January 25, 1996Date of Patent: July 28, 1998Assignee: Meiji Seika Kabushiki KaishaInventors: Hiroshi Watanabe, Kumi Taniguchi, Chikako Udagawa, Takashi Ando, Satoru Nakabayashi
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Patent number: 5786389Abstract: The present invention deals with the certain castor esters which give high gloss when applied to the skin. Said esterd are the reaction of a guerbet alcohol and castor oil, ricinoleic acid or methyl ricinoleate.Type: GrantFiled: December 28, 1997Date of Patent: July 28, 1998Assignees: Lambert Technologies Inc., Hanson Co.Inventors: Anthony J. O'Lenick, Jr., Jeffrey K. Parkinson
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Patent number: 5777142Abstract: Compositions comprising unsaturated hydroxycarboxylic compounds, a process for reacting olefinic compounds with carboxylic reagents and products prepared by the process. The compositions containing the hydroxycarboxylic compounds and the products of the process are useful as intermediates for preparing additives for lubricants and fuels.Type: GrantFiled: August 22, 1995Date of Patent: July 7, 1998Assignee: The Lubrizol CorporationInventors: Paul E. Adams, Mark R. Baker, Jeffry G. Dietz
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Patent number: 5731450Abstract: This invention relates to the synthesis of vegetable and synthetic oil adducts and to the adduct products having the formula ##STR1##Type: GrantFiled: October 18, 1995Date of Patent: March 24, 1998Assignee: ISP Van Dyk Inc.Inventors: Anatoly Alexander, Ratan K. Chaudhuri
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Patent number: 5654452Abstract: Aromatic acid-derived lipophilic polyhalogenated compounds are provided for use as contrast agents in diagnostic imaging or as therapeutic agents. These compounds are particularly useful when incorporated into an oil-in-water emulsion for tissue-specific delivery to the liver. For hepatocyte-selective delivery, the emulsion is chylomicron remnant-like by being in a size range of 50 to 200 nm and having a composition simulating naturally-occuring chylomicron remnants.Type: GrantFiled: June 7, 1995Date of Patent: August 5, 1997Assignee: Molecular Biosystems, Inc.Inventors: Rolf Lohrmann, Dung K. Hong
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Patent number: 5639899Abstract: Object: To provide novel prostaglandin E.sub.1 analogues which have more excellent pharmaceutical effects, longer duration of the effects and less side-effects than the prior art prostaglandin E.sub.1 's.Constitution: A PGE.sub.1 analogue represented by the formula: ##STR1## (wherein A is a vinylene group or an ethynylene group, R.sup.1 is a hydrogen atom, an alkyl group having 1 to 6 carbon atoms or an allyl group, R.sup.2 is a branched aliphatic hydrocarbon group having 5 to 10 carbon atoms), or a salt thereof.Type: GrantFiled: October 19, 1993Date of Patent: June 17, 1997Assignees: Taisho Pharmaceutical Co., Ltd., Fumie SatoInventors: Fumie Sato, Takehiro Amano, Kazuya Kameo, Tohru Tanami, Masaru Mutoh, Naoya Ono, Jun Goto
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Patent number: 5607972Abstract: The subject invention relates to low-aqueous gelling compositions comprising optically enriched gellants having the structure: ##STR1## wherein A and B independently represent alkyl groups such that the gellant is an asymmetric, di-chiral, di-hydroxy fatty acid that is about 90% or more in the R, R or S, S form and has from about 6 to about 30 carbon atoms.Type: GrantFiled: August 8, 1994Date of Patent: March 4, 1997Assignee: The Procter & Gamble CompanyInventor: Curtis B. Motley
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Patent number: 5576451Abstract: Esters of fatty acids with ethoxylated polyols are prepared by (a) ethoxylating polyols in the presence of basic catalysts at high temperatures with 80 to 150 moles ethylene oxide per mol polyol and then (b) reacting the reaction product with 1 to 1.3 moles fatty acids per mole of hydroxyl groups contained in the original polyol, in the presence of acid catalysts. These esters are useful as thickeners of aqueous solutions of surface active agents.Type: GrantFiled: May 13, 1994Date of Patent: November 19, 1996Assignee: Henkel Kommanditgesellschaft auf AktienInventors: Antonio Trius Oliva, Oriol Ponsati Obiols, Joaquim Bigorra Llosas, Esther Prat Queralt
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Patent number: 5576027Abstract: Hydroxylated milk glycerides having low levels of ethylenic unsaturation are disclosed. The hydroxylated milk glycerides can have enhanced resistance to rancidification and as such, are suitable for use in personal care compositions e.g., lotions, skin creams, lipsticks, eye shadow, and makeup. Personal care compositions comprising the hydroxylated milk glycerides can have enhanced properties as compared to personal care compositions which do not comprise the hydroxylated milk glycerides or alternatively comprise milk fat.Type: GrantFiled: July 25, 1994Date of Patent: November 19, 1996Assignee: Amerchol CorporationInventors: Amnon Friedman, Stuart B. Polovsky, Joseph P. Pavlichko, Luis S. Moral
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Patent number: 5556970Abstract: The invention provides a process comprising treating a lanolin fatty acid with boric acid to convert hydroxy fatty acids therein to boric acid esters, subjecting the reaction mixture to vacuum distillation to fractionate the boric acid esters of hydroxy fatty acids from non-hydroxy fatty acids, hydrolyzing the boric acid esters, and subjecting the hydrolysate to vacuum distillation to provide .alpha.-hydroxy fatty acids and .omega.-hydroxy fatty acids, the resultant respective lanolin fatty acids and esters, and cosmetic products and drug products for external use containing them.According to the invention, pale-colored, substantially odor-free lanolin fatty acids can be obtained easily and with high efficiency and these compounds can be effectively utilized in the pharmaceutical and cosmetic field.Type: GrantFiled: December 22, 1993Date of Patent: September 17, 1996Assignee: Yoshikawa Oil & Fat Co., Ltd.Inventors: Toshiyuki Kawasaki, Isao Kato, Kenji Noda, Masakatsu Osaki, Katsuhiko Miyazaki, Hidekazu Nayeshiro, Hideya Ando
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Patent number: 5498733Abstract: Nylon-11 monomer, 11-aminoundecanoic acid, is synthesized from 12-oxododecanoic acid oxime in a three-step reaction sequence which involves a Beckmann rearrangement, Hofmann degradation and hydrolysis. The aldoxime acid is hydrolyzed in the presence of nickel acetate tetrahydrate to give 11-carbamoylundecanoic acid. This amide is then treated with a solution of sodium methoxide and bromine at 70.degree.-80.degree. C. to give 11-(methoxycarbonylamino)undecanoic acid, which upon basic hydrolysis and subsequent neutralization, yields the 11-aminoundecanoic acid.Type: GrantFiled: July 19, 1993Date of Patent: March 12, 1996Assignee: Howard UniversityInventors: Folahan O. Ayorinde, Chukwuma P. Nwaonicha
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Patent number: 5476643Abstract: A novel use of two specific neopentyl glycol diesters as wetting, dispersing, spreading and deterging agents for micronized TiO.sub.2, ZnO and other pigments is introduced. These esters, neopentyl glycol di-2-ethyl hexanoate and neopentyl glycol di-isostearate, are used in varying combinations and may also be used with an emulsifying agent for a water dispersible pigmented make-up cleaner composition.Type: GrantFiled: November 19, 1993Date of Patent: December 19, 1995Assignee: Bernel Chemical Co.Inventor: Arnold W. Fogel
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Patent number: 5470878Abstract: Therapeutic compounds have the formula:(X)j-(non-cyclic core moiety),j being an integer from one to three, the core moiety is non-cyclic and X is a racemic mixture, R or S enantiomer, solvate, hydrate, or salt of: ##STR1## *C is a chiral carbon atom, n is an integer from one to four (preferably from one to three), one or more carbon atoms of (CH.sub.2).sub.n may be substituted by a keto or hydroxy group, and m is an integer from one to fourteen. Independently, R.sub.1 and R.sub.2 may be a hydrogen, a straight or branched chain alkane or alkene of up to twelve carbon atoms in length, or --(CH.sub.2).sub.w R.sub.5, w being an integer from two to fourteen and R.sub.5 being a mono-, di- or tri-substituted or unsubstituted aryl group, substituents on R.sub.5 being hydroxy, chloro, fluoro, bromo, or C.sub.1-6 alkoxy. Or jointly, R.sub.1 and R.sub.2 form a substituted or unsubstituted, saturated or unsaturated heterocyclic group having from four to eight carbon atoms, N being a hetero atom. R.sub.Type: GrantFiled: December 8, 1993Date of Patent: November 28, 1995Assignee: Cell Therapeutics, Inc.Inventors: John Michnick, Gail E. Underiner, J. Peter Klein, Glenn C. Rice
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Patent number: 5461170Abstract: A polyol fatty acid ester having mixed acid groups is produced by reacting a partial ester of a polyol and a branched fatty acid with a a straight chain fatty acid or a lower alcohol ester thereof in the presence of a lipase. The obtained glyceride mixture contains a large amount of diglyceride having a branched, saturated fatty acid group and a straight chain, saturated fatty acid group.Type: GrantFiled: November 18, 1992Date of Patent: October 24, 1995Assignee: Kao CorporationInventors: Ayari Miyamoto, Akira Shigeta, Yukitaka Tanaka, Hisao Oomura, Kenji Masui, Masahiro Katada, Masahiko Asahi, Takashi Komori, Toshiyuki Suzuki
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Patent number: 5453525Abstract: Perhydro-5,5-8a-trimethyl-2-naphthalenone is prepared by acid cyclization of carboxylic esters of formula ##STR1## having a double bond in one of the positions indicated by the dotted lines and wherein symbol R designates a C.sub.1 -C.sub.6 alkyl radical, X stands for a monovalent radical of formula P(O)(OR.sup.1).sub.2 or C(O)R.sup.2, R.sup.1 represents a C.sub.1 -C.sub.6 alkyl group and R.sup.2 is either a linear or branched alkyl group or a substituted or unsubstituted phenyl radical, and wherein the wavy line represents a C--C bond of cis or trans configuration, or of formula ##STR2## wherein the wavy lines and symbol R are defined as above, and R.sup.0 represents a C.sub.3 -C.sub.6 alkyl radical, preferably branched, followed by basic decarboxylation of the obtained product.Type: GrantFiled: July 27, 1994Date of Patent: September 26, 1995Assignee: Firmenich SAInventors: Roger L. Snowden, Cyril Mahaim, Dana P. Simmons
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Patent number: 5442082Abstract: The invention relates to alkoxylated compounds prepared by reaction of epoxidized C.sub.10-22 carboxylic acid derivatives with C.sub.2-4 alkylene oxides in the presence of alkoxylation catalysts and mono- and/or polyhydric alcohols.Type: GrantFiled: December 16, 1994Date of Patent: August 15, 1995Assignee: Henkel Kommanditgesellschaft auf AktienInventors: Guenter Uphues, Uwe Ploog, Peter Daute, Gerhard Stoll, Berthold Schreck
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Patent number: 5434281Abstract: Process for the stereospecific synthesis of leukotriene B.sub.4 (LTB.sub.4) of 6Z, 8E, 10E configuration of formula ##STR1## in which a dibenzoate triether is prepared which is subjected to a reductive elimination according to the diagram ##STR2## so as to obtain a triether which is converted in order to obtain the leukotriene B.sub.4.Type: GrantFiled: May 31, 1994Date of Patent: July 18, 1995Assignee: L'OrealInventors: Guy Solladie, Guy Stone, Antonio Urbano-Pujol, Jean Maignan
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Patent number: 5420315Abstract: The demands on the properties of pigments, in particular in the fields of emulsion paints and printing inks, which constantly become more specific have made it necessary to develop selective and environmentally friendly dispersing, emulsifying and coupling auxiliaries.The compounds according to the invention are esterification and/or arylation products prepared from natural or modified castor oil or ricinoleic acids, which products are alkoxylated and, if desired, linked by esterification with dicarboxylic acids to give recurring structural units. If desired, the terminal hydroxyl groups of these modified alkoxylates of castor oil fatty substances have been esterified with fatty acids, aromatic carboxylic acids and/or resin acids and any free hydroxyl groups which may be present have preferably been reacted with dicarboxylic acids and sulfite to give the corresponding monoesters containing anionic radicals.Type: GrantFiled: August 11, 1993Date of Patent: May 30, 1995Assignee: Hoechst AGInventors: Heinz Uhrig, Albert Munkel
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Patent number: 5380912Abstract: .omega.-Hydroxy-(.omega.-3)-ketonitrile of the formula NC(CH.sub.2).sub.n --CO--(CH.sub.2).sub.3 OH wherein n is an integer of 7 to 11.Type: GrantFiled: March 31, 1994Date of Patent: January 10, 1995Assignees: Ube Industries, Ltd., Soda Aromatic Co., Ltd.Inventors: Hiroshi Yoshida, Noboru Kakeya, Masanori Kashiwagi
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Patent number: 5374366Abstract: A synthetic lubricating oil contains an esterification product obtained from a hydroxycarboxylic acid polyol ester (A) and at least one aliphatic monocarboxylic acid (B), and optionally either an aliphatic carboxylic acid having two or more carboxyl groups (C) or a combination of an aliphatic carboxylic acid having two or more carboxyl groups (C) and an aliphatic polyhydric alcohol (D).Type: GrantFiled: February 18, 1993Date of Patent: December 20, 1994Assignee: Sanken Chemical Co., Ltd.Inventors: Makoto Nakahara, Katsuhiro Fujii, Masao Izumi
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Patent number: 5364948Abstract: This invention relates to compounds of structural formula (I) isolated from an aerobic fermentation of Trichoderma viride MF5628, ATCC 74084: ##STR1## which are squalene synthase inhibitors and thus useful as cholesterol lowering agents. These compounds are also potent antifungal agents. Additionally, they inhibit farnesyl protein transferase and farnesylation of the oncogene protein Ras and are thus useful in treating cancer. This invention also relates to a process for obtaining compounds of structural formula (I).Type: GrantFiled: February 9, 1993Date of Patent: November 15, 1994Assignee: Merck & Co., Inc.Inventors: Guy H. Harris, Deborah Zink, E. Tracy T. Jones, Yu L. Kong
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Patent number: 5350868Abstract: There are disclosed (i) .omega.-hydroxy-(.omega.-3)-ketonitrile represented by the formula ( I ):NC(CH.sub.2).sub.n --CO--(CH.sub.2).sub.3 OH (I)wherein n is an integer of 7 to 11, (ii) a method for preparing the .omega.-hydroxy-(.omega.-3)-ketonitrile which comprises reacting .alpha.-(.omega.-cyanoalkanoyl)-.gamma.-butyrolactone represented by the formula (II): ##STR1## wherein n has the same meaning as defined above, in the presence of 1 to less than 2 mole of an alkali metal hydroxide per mole of the butyrolactone in an aqueous medium, and (iii) a method for preparing .omega.-hydroxy fatty acid represented by the formula (IV):HOOC(CH.sub.2).sub.n+4 --OH (IV)wherein n has the same meaning as defined above, which comprises reacting the above .omega.-hydroxy-(.omega.-3)-ketonitrile of the formula (I) with hydrazine in an aqueous solution of an alkali metal hydroxide.Type: GrantFiled: February 19, 1993Date of Patent: September 27, 1994Assignees: Ube Industries, Ltd., Soda Aromatic Co., Ltd.Inventors: Hiroshi Yoshida, Noboru Kakeya, Masanori Kashiwagi
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Patent number: 5342979Abstract: In a process for the production of tertiary carboxylic acids, especially by "Koch synthesis", the byproducts, e.g., a dimer of tripropene, are removed from the reaction mixture by azeotropic rectification with alkanediols, e.g., 1,3-butanediol, as entrainers, thus obtaining the tertiary carboxylic acids in pure form.Type: GrantFiled: March 17, 1993Date of Patent: August 30, 1994Assignee: Huels AktiengesellschaftInventors: Wolfgang H. E. Mueller, Manfred Hartmann
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Patent number: 5324846Abstract: The present invention relates to a partial ester derived from the reaction product of an oxirane containing acid or derivative thereof, and a reactive hydroxyl compound selected from the group consisting of diols, triols, di-diols and 1,4-dihydroxy butane and a halogen containing polymer compositon thereof. The oxirane compound can be derived from the group consisting of epoxidized vegetable oil, epoxidized fish oil, an aliphatic or arylaliphatic containing craboxyl compound having an oxirane group in the aliphatic chain.Type: GrantFiled: January 30, 1992Date of Patent: June 28, 1994Assignee: Elf Atochem North America, Inc.Inventors: Justin L. Hirshman, Dana S. Garcia, Mohammad R. Kazemizadeh
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Patent number: 5312889Abstract: The present invention relates to a new kind of hydroxyfatty-acid-based monomers which are suited for producing plastics and which are obtained by reacting the esters of hydroxyl-group-containing fatty acids or the esters or salts of amino-group-containing fatty acids with appropriate bifunctional compounds that are capable of reacting with hydroxyl or amino groups, the reaction being such that always two molecules of such fatty acid esters are linked together via the hydroxyl groups or the amino groups by means of the bifunctional compound.Type: GrantFiled: June 5, 1991Date of Patent: May 17, 1994Assignee: Battelle-Institut e.V.Inventors: Rainer Frische, Juergen Volkheimer
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Patent number: 5294731Abstract: A process for the preparation of .beta.-hydroxycarboxylates of the general formula I ##STR1## in which R.sup.1 and R.sup.2 individually denoteC.sub.1 -C.sub.20 alkyl optionally substituted by C.sub.1 -C.sub.8 alkoxy and/or halogen, C.sub.3 -C.sub.20 alkoxycarbonylalkyl, C.sub.2 -C.sub.20 alkenyl, C.sub.5 -C.sub.30 acetalalkenyl, aryl optionally mono- to penta-substituted by C.sub.1 -C.sub.8 alkyl, C.sub.1 -C.sub.8 alkoxy, and/or halogen, C.sub.7 -C.sub.20 aralkyl, C.sub.7 -C.sub.20 aralkenyl, hetaryl, C.sub.3 -C.sub.20 cycloalkyl, or C.sub.4 -C.sub.20 cycloalkylalkyl,or together denote a C.sub.2 -C.sub.8 alkylene chainand one or other of R.sup.1 and R.sup.2 denotes hydrogen, andR.sup.3 denotes hydrogen, C.sub.1 -C.sub.20 alkyl, C.sub.2 -C.sub.20 alkenyl, aryl optionally mono- to penta-substituted by C.sub.1 -C.sub.8 alkyl, C.sub.1 -C.sub.8 alkoxy, and/or halogen, C.sub.7 -C.sub.20 aralkyl, C.sub.3 -C.sub.20 cycloalkyl, or C.sub.4 -C.sub.20 cycloalkylalkyl, andR.sup.4 denotes C.sub.1 -C.sub.20 alkyl, C.sub.Type: GrantFiled: March 23, 1993Date of Patent: March 15, 1994Assignee: BASF AktiengesellschaftInventors: Joachim Paust, Wolfgang Siegel
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Patent number: 5274179Abstract: Photoinitiators having at least one terminal fluoroalkyl moiety are useful for photopolymerizing and photocuring fluorinated as well as non-fluorinated monomers, especially fluorinated acrylic monomers.Type: GrantFiled: April 6, 1993Date of Patent: December 28, 1993Assignee: AlliedSignal Inc.Inventor: Chengjiu Wu
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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: 5264460Abstract: A process for preparing a nonionic surfactant includes the steps of: cleaving at least one of the isopropylidene groups of an isopropylidene polyglycerol C.sub.6 -C.sub.22 -fatty acid or mono- or polyhydroxy fatty acid ester, by hydrolysis or ketal exchange, in the presence of acid, at a temperature in the range of about 20.degree. C. to about 100.degree. C., and at atmospheric, reduced or superatmospheric pressure, thereby regenerating hydroxyl groups on the polyglycerol; and recovering the resultant polyol ester nonionic surfactant. Such polyol ester surfactants are useful as emulsifiers, especially for preparing skin care or cosmetic formulations and paints and wood-preservation agents.Type: GrantFiled: January 23, 1992Date of Patent: November 23, 1993Assignee: Deutsche Solvay-Werke GmbHInventors: Gerald Jakobson, Werner Siemanowski, Karl-Heinz Uhlig
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Patent number: 5237080Abstract: Alkoxylation products of at least one of ethylene oxide, propylene oxide, and butylene oxide and at least one C.sub.10-22 carboxylic acid mono-, di-, or tri-glyceride which is of natural origin or is obtained from natural origin wherein in the 9, 10 position, the 13, 14 position, or in both positions of the carboxylic acid the following unit is present ##STR1## in which R is a hydrogen atom, an OH group or an OR.sup.1 group,R.sup.1 is a C.sub.9-18 alkyl group, a C.sub.9-18 alkenyl group or a ##STR2## group, and R.sup.2 is a hydrogen atom, a C.sub.1-21 alkyl group or a C.sub.2-21 alkenyl group.The invention also relates to compositions containing the above alkoxylation products in place of alkoxylated castor oil normally present in the compositions, and to a process for preparing the alkoxylation products.Type: GrantFiled: January 14, 1992Date of Patent: August 17, 1993Assignee: Henkel Kommanditgesellschaft auf AktienInventors: Peter Daute, Gerhard Stoll
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Patent number: 5233063Abstract: The present invention relates to pentanedioic acid derivatives. The present invention further relates to pharmaceutical compositions containing such compounds and the use of such compounds and compositions as hypolipidemic drugs.Type: GrantFiled: January 16, 1991Date of Patent: August 3, 1993Assignee: G. D. Searle & Co.Inventors: John S. Baran, Harman S. Lowrie
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Patent number: 5233062Abstract: New antibiotic eicosenoic acids and a method of producing it are described. The acids have been found to have antifungal properties.Type: GrantFiled: March 16, 1992Date of Patent: August 3, 1993Assignee: Merck & Co., Inc.Inventors: Wendy S. Horn, Myra B. Kurtz, Jerrold M. Liesch, Jack L. Smith, Isabel Martin, Francisca Vicente
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Patent number: 5227503Abstract: The invention concerns 2-hydroxyalkenoic acids within a general formula ##STR1## where R' is chosen from: a. C.sub.w H.sub.2w,b. C.sub.y H.sub.2y-1, andc. C.sub.y H.sub.2y OZwhere Z is chosen from H, R" and (CH.sub.2).sub.n OR"R" is chosen from C.sub.m H.sub.2m+1 and (CH.sub.2).sub.n OC.sub.m H.sub.2m+1 ;w is an integer of from 1 to 25y is an integer of from 2 to 25m is an integer of from 1 to 4n is an integer of from 1 to 6Many compounds within the formula are novel and are claimed as such. The invention also provides a process for making the compounds, and compositions for topical application to human skin, hair or nails which contain compounds of the above formula and a cosmetically acceptable vehicle.Type: GrantFiled: March 18, 1992Date of Patent: July 13, 1993Assignee: Chesebrough Pond's USA Co., Division of Conopco, Inc.Inventors: Desmond B. Hagan, Andrew Joiner, Richard J. Curtis
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Patent number: 5225447Abstract: The major component of the carbonate fraction of free acids extractable from alfalfa has shown excellent control of symptoms in patients with sickle cell disease. Its structure has been established by proton NMR spectrometry as being 16-hydroxy-9Z,12Z,14E-octadecatrienoic acid and closely related compounds, such as simple esters, amides, triglycerides, or other derivatives of the carboxylic acid function, and a method for its synthesis from linseed oil or methyl linolenate has been developed. The product from linseed oil, both in the form of the initially formed triglyceride and in the form of its free acid obtained by saponification, is useful for the treatment of sickle cell disease.Type: GrantFiled: February 14, 1992Date of Patent: July 6, 1993Assignee: Omex International, Inc.Inventor: Alfred J. Weinheimer
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Patent number: 5219479Abstract: Compounds of general formula (I), wherein R.sup.1 is hydrogen, C.sub.1-4 alkyl or a group of formula (II): --O(CH(R.sup.10)CH.sub.2 O).sub.n R.sup.20, R.sup.2 is hydrogen or a group of formula (III): --O(CH(R.sup.11)CH.sub.2 O).sub.m R.sup.21, R.sup.3 is a group of formula (IV): --(CH(R.sup.12)CH.sub.2 O).sub.p R.sup.22, and R.sup.4 is a group of formula (V): --(CH(R.sup.13)CH.sub.2 O).sub.r R.sup.23, where R.sup.10, R.sup.11, R.sup.12 and R.sup.13 each is hydrogen or CH.sub.3, R.sup.20 R.sup.21, R.sup.22 and R.sup.23 each is an acyl moiety of a polycarboxylic acid, and n, m, p and r each is an integer from 1 to 15; q is 1 or 2; with the provisos that if q is 2, then the 2 groups R.sup.1 may be the same or different and the 2 groups R.sup.2 may be the same or different; and, if one or more of the groups R.sup.20, R.sup. 21, R.sup.22, and R.sup.23 is an acyl moiety of a polycarboxylic acid group, then 0-3 of the remaining carboxy groups of the polycarboxylic acid form the acyl function(s) of a moiety R.sup.Type: GrantFiled: May 21, 1991Date of Patent: June 15, 1993Assignee: Esti Chem A/SInventors: Thomas Mathiesen, Jan W. Jensen
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Patent number: 5218138Abstract: This invention is directed to a method for stereoselectively preparing a syn-dihydroxylated compound comprising reacting a 3-hydroxyket-1-one and a sterically hindered dialkylated borane to form a complex at about -50.degree. C. to about 0.degree. C., and reducing the complex with hydride at about -25.degree. C. to about 50.degree. C.Type: GrantFiled: September 2, 1992Date of Patent: June 8, 1993Assignee: Rhone-Poulenc Rorer Pharmaceuticals Inc.Inventors: Fang-Ting Chiu, William L. Studt
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Patent number: 5164124Abstract: Alkaline earth salts of vicinally hydroxy, alkoxy-substituted C.sub.16 -C.sub.22 fatty acids corresponding to the following general formula ##STR1## in which R represents linear or branched alkyl or alkenyl groups or hydroxyalkyl groups optionally alkylated with a C.sub.16 -C.sub.22 fatty acid, process for their preparation, and their use as catalysts. These salts give a narrow homolog distribution of the polyalkoxylation products in the catalysis of the polyalkoxylation of compounds containing active hydrogen atoms.Type: GrantFiled: February 24, 1988Date of Patent: November 17, 1992Assignee: Henkel Kommanditgesellschaft auf AktienInventors: Fritz Lange, Bert Gruber, Alfred Meffert, Ansgar Behler
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Patent number: 5155246Abstract: A wool-wax substitute and a process for its formation are disclosed where the wool-wax substitute is the product of esterification of 1 mole of a glycerol-polyglycerol mixture with:(a) from 0.5 to 1.1 moles of a saturated aliphatic monocarboxylic acid having from 6 to 10 carbon atoms, or mixtures thereof;(b) from 0.5 to 1.1 moles of an unsubstituted straight chained saturated aliphatic monocarboxylic acid having from 16 to 22 carbon atoms, or mixtures thereof;(c) from 0.0 to 0.6 mole of an aliphatic saturated branched-chain monocarboxylic acid having from 16 to 18 carbon atoms;(d) from 0.0 to 0.5 mole of a saturated monocarboxylic acid having from 16 to 20 atoms and containing hydroxyl groups, or mixtures thereof, and(e) from 0.5 to 1.0 mole of saturated aliphatic dicarboxylic acids having from 4 to 10 carbon atoms, or mixtures thereof.The wool-wax has a hydroxyl number ranging from 20 to 100 and acid and iodine numbers under 5.Type: GrantFiled: September 29, 1987Date of Patent: October 13, 1992Assignee: Dynamit Nobel AktiengesellschaftInventors: Sasanka S. Naskar, Hans L. Hulsmann, Reinhard Pass
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Patent number: 5106541Abstract: Oligomers and addition products obtained from the reaction of a saturated or olefinically unsaturated carboxylic acid, alcohol, ether, or ester with a substituted or unsubstituted acetic anhydride in the presence of a Mn compound, and processes for their preparation.Type: GrantFiled: January 9, 1990Date of Patent: April 21, 1992Assignee: Henkel Research CorporationInventors: William E. Fristad, Alan G. Olivero, Steven Young, Christopher S. Sykes, Brock M. Siegel
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Patent number: RE35060Abstract: Photoinitiators having at least one terminal fluoroalkyl moiety are useful for photopolymerizing and photocuring fluorinated as well as non-fluorinated monomers, especially fluorinated acrylic monomers.Type: GrantFiled: June 2, 1994Date of Patent: October 10, 1995Assignee: AlliedSignal Inc.Inventor: Chengjiu Wu