Processes For Chemical Modification Of Substituents On The Carbocyclic Ring Of The Bicyclo Ring System (e.g., Alkylation Of Tocopherols, Etc.) Patents (Class 549/412)
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Patent number: 10071978Abstract: The invention discloses novel processes for production, enrichment and/or isolation of alpha-tocotrienol from source material comprising at least one non-alpha-tocotrienol, such as natural extracts comprising mixed tocotrienols.Type: GrantFiled: March 11, 2016Date of Patent: September 11, 2018Assignee: BIOELECTRON TECHNOLOGY CORPORATIONInventors: Kieron W. Wesson, Andrew W. Hinman, Orion D. Jankowski
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Patent number: 8575369Abstract: The invention discloses novel processes for production, enrichment and/or isolation of alpha-tocotrienol from source material comprising at least one non-alpha-tocotrienol, such as natural extracts comprising mixed tocotrienols.Type: GrantFiled: January 25, 2012Date of Patent: November 5, 2013Assignee: Edison Pharmaceuticals, Inc.Inventors: Kieron E. Wesson, Andrew W. Hinman, Orion D. Jankowski
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Publication number: 20120130093Abstract: The invention discloses novel processes for production, enrichment and/or isolation of alpha-tocotrienol from source material comprising at least one non-alpha-tocotrienol, such as natural extracts comprising mixed tocotrienols.Type: ApplicationFiled: January 25, 2012Publication date: May 24, 2012Inventors: Kieron E. WESSON, Andrew W. Hinman, Orion D. Jankowski
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Patent number: 8158329Abstract: The present invention provides a compound represented by the formula (I): wherein P1, P2, P3, P4 and P5 each independently represents a hydrogen atom etc., and at least one selected from the group consisting of R1, R2, R3, R4, R5, R6, R7, R8 and R9 is the group represented by the formula (II): wherein X1 and X2 each independently represent a hydrogen atom etc., n represents an integer of 1 to 4, Z1 represents a C1-C6 alkyl group etc., and ring Y represents an alicyclic hydrocarbon group, and the others each independently represent a hydrogen atom, a C1-C6 alkyl group or a hydroxyl group, and a chemically amplified resist composition containing the same.Type: GrantFiled: December 4, 2009Date of Patent: April 17, 2012Assignee: Sumitomo Chemical Company, LimitedInventors: Ichiki Takemoto, Nobuo Ando
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Patent number: 8106223Abstract: The invention discloses novel processes for production, enrichment and/or isolation of alpha-tocotrienol from source material comprising at least one non-alpha-tocotrienol, such as natural extracts comprising mixed tocotrienols.Type: GrantFiled: October 27, 2009Date of Patent: January 31, 2012Assignee: Edison Pharmaceuticals, Inc.Inventors: Kieron E. Wesson, Andrew W. Hinman, Orion D. Jankowski
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Patent number: 7384558Abstract: Therapeutic compositions are provided. The compositions include a single molecule that can display both antioxidant and carbonyl trapping properties. This can effectively reduce inflammation, oxidative stress and carbonyl stress, such as to prevent and/or treat cardiovascular disease and inflammatory diseases in kidney disease patients.Type: GrantFiled: July 26, 2004Date of Patent: June 10, 2008Assignees: Baxter International Inc., Baxter Healthcare S.A.Inventors: Ton That Hai, Mark Nordhaus, Paul Sanders, Cong Jiang, Sujatha Karoor, Ben Melnick, Leo Martis
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Patent number: 7312232Abstract: The present invention provides an antiproliferative compound having the structural formula wherein X is oxygen, nitrogen or sulfur; Y is selected from the group consisting of oxygen, nitrogen and sulfur wherein when Y is oxygen or nitrogen, n is 1 and when Y is sulfur, n is 0. Also provided is a method for inducing apoptosis in a cell comprising administering a composition comprising a compound having said structural formula.Type: GrantFiled: August 20, 2003Date of Patent: December 25, 2007Assignee: Research Development FoundationInventors: Bob G. Sanders, Kimberly Kline, Laurence Hurley, Robb Gardner, Marla Menchaca, Weiping Yu, Puthucode N. Ramanan, Shenquan Liu, Karen Israel
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Patent number: 7145023Abstract: Processes for preparing salts of alcohol polybasic acid partial esters are described wherein an alcohol polybasic acid partial ester is reacted with a compound selected from the group consisting of metal oxides, metal hydroxides, metal carbonates and mixtures thereof.Type: GrantFiled: November 17, 2004Date of Patent: December 5, 2006Assignee: Cognis CorporationInventors: Jianhua Mao, Sang I. Kang
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Patent number: 6930191Abstract: Methods for preparing salts of tocopherol dibasic acid hemiesters in supercritical media are described.Type: GrantFiled: October 8, 2003Date of Patent: August 16, 2005Assignee: Cognis CorporationInventor: Jianhua Mao
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Patent number: 6790967Abstract: The invention concerns a novel method for preparing vitamin E. More particularly, it concerns a novel method for the condensation of trimethylhydroquinone and isophytol.Type: GrantFiled: December 19, 2002Date of Patent: September 14, 2004Assignee: Adisseo France S.A.S.Inventors: Jildaz Dhainaut, Thierry Durand
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Patent number: 6784303Abstract: A process is described for continuously preparing chromanol ester derivatives, in particular for continuously preparing carboxylic esters of tocopherols and tocotrienols by continuous acylation with carboxylic acids or carboxylic anhydrides.Type: GrantFiled: May 12, 2003Date of Patent: August 31, 2004Assignee: BASF AktiengesellschaftInventors: Carsten Oost, Gerd Kaibel, Harald Laas, Peter Schmitt, Jens von Erden
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Patent number: 6703384Abstract: The present invention provides an antiproliferative compound having a structural formula where X and Y independently are oxygen, nitrogen o r sulfur; R1 is alkyl, alkenyl, alkynyl, aryl, heteroaryl, carboxylic acid, carboxylate, carboxamide, ester, thioamide, thiolacid, thiolester, saccharide, alkoxy-linked saccharide, amine, sulfonate, sulfate, phosphate, alcohol, ethers or nitriles; R2 and R3 are hydrogen or R4; R4 is methyl, benzyl carboxylic acid, benzyl carboxylate, benzyl carboxamide, benzylester, saccharide or amine; and R5 is alkenyl; where when Y is nitrogen, said nitrogen is substituted with R6, wherein R6 is hydrogen or methyl. Also provided are methods for treating a cell proliferative disease and for inducing apoptosis in a cell comprising administering this compound is also provided.Type: GrantFiled: November 5, 2001Date of Patent: March 9, 2004Assignee: Research Development FoundationInventors: Bob G. Sanders, Kimberly Kline, Weiping Yu
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Patent number: 6566571Abstract: Process for preparing monofunctional, bifunctional and/or polyfunctional biaryls of the formula (I) Ar—Ar′ (I) by reacting haloaromatics of the formula (II) Ar—X (II) with boron compounds of the formula (IIIa), (IIIb) and/or (IIIc) in the presence of at least one palladium complex of the formula (IVa) or (IVb)Type: GrantFiled: February 4, 2002Date of Patent: May 20, 2003Assignee: Degussa AGInventors: Thomas Riermeier, Matthias Beller, Alexander Zapf
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Patent number: 6518439Abstract: The invention concerns a novel method for preparing vitamin E. More particularly, it concerns a novel method for the condensation of Arimethylhydroquinone and isophytol.Type: GrantFiled: May 14, 2001Date of Patent: February 11, 2003Assignee: Aventis Animal Nutrition, S.A.Inventors: Jildaz Dhainaut, Thierry Durand
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Patent number: 6452023Abstract: A process for the manufacture of d,l-&agr;-tocopherol by the acid-catalyzed condensation of trimethylhydroquinone with isophytol or phytol in ethylene or propylene carbonate or a mixture of both carbonates, or in a mixture of one or both of the carbonates and a non-polar solvent, comprises carrying out the condensation in the presence of at most 0.4 weight percent based on the weight of isophytol or phytol of 12-tungstophosphoric acid, 12-molybdophosphoric acid or 12-tungstosilicic acid. The product of the process is the most active and industrially important member of the vitamin E group.Type: GrantFiled: June 29, 1999Date of Patent: September 17, 2002Assignee: Roche Vitamins Inc.Inventors: Fabrice Aquino, Werner Bonrath
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Patent number: 6417223Abstract: The present invention provides an antiproliferative compound having the structural formula wherein X is oxygen, nitrogen or sulfur; R1 is alkyl, alkenyl, alkynyl, aryl, heteroaryl, carboxylic acid, carboxylate, carboxamide, ester, thioamide, thiolacid, thiolester, saccharide, alkoxy-linked saccharide, amine, sulfonate, sulfate, phosphate, alcohol, ethers and nitriles; R2 is hydrogen, methyl, benzyl carboxylic acid, benzyl carboxylate, benzyl carboxamide, benzylester, saccharide and amine; R3 is selected from the group consisting of hydrogen, methyl, benzyl carboxylic acid, benzyl carboxylate, benzyl carboxamide, benzylester, saccharide and amine; R4 is of methyl, benzyl carboxylic acid, benzyl carboxylate, benzyl carboxamide, benzylester, saccharide and amine; and R5 is alkyl, alkenyl, alkynyl, aryl, heteroaryl, carboxyl, amide and ester. Also provided is a method for inducing apoptosis in a cell comprising administering a composition comprising a compound.Type: GrantFiled: September 23, 1999Date of Patent: July 9, 2002Assignee: Research Development FoundationInventors: Bob G. Sanders, Kimberly Kline, Laurence Hurley, Robb Gardner, Marla Menchaca, Weiping Yu, Puthucode N. Ramanan, Shenquan Liu, Karen Israel
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Patent number: 6410752Abstract: An object of the present invention is to provide the tocopherol derivatives represented by the following formula (I), and their salts: Wherein, R1, R2 and R3 are H or methyl group, and at least one positions selected from group consisting of the R1, R2 and R3 positions are methyl group; and, A is CH2—CH(CH3)— or CH═C(CH3)— The other object of the present invention is to provide a method for preparing the above tocopherol derivatives. The tocopherol derivatives is prepared by reacting tocopherol with phosphorous oxychloride in an equivalent ratio of 1:1˜1.3, in presence of an organic base, in an organic solvent; reacting the tocopherol dichlorophosphate produced by the above reaction with 3-aminopropanol in presence of an organic base, in an organic solvent; and, hydrolyzing the above products.Type: GrantFiled: January 9, 2001Date of Patent: June 25, 2002Assignee: Pacific CorporationInventors: Kil Joong Kim, Duck Hee Kim, Ho Sik Rho, Jae Won You, Chun Ja Nam, Jong Eoun Hong, Hak Hee Kang, Ih Seob Chang
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Patent number: 6384245Abstract: Disclosed is a method for preparing DL-&agr;-tocopherol with a high yield through the condensation of isophytol or phytol derivatives with trimethylhydroquinone (TMHQ) in the presence of a Zn—Al heterogeneous catalyst system. At 80 to 120° C., the condensation is carried out for 2 to 7 hours in the presence of a Zn(II) ion-coated alumina-silica catalyst in an n-heptane solvent. The synthetic Zn(II) ion-coated silica-alumina synthetic catalyst system can remarkably reduce side-reactions upon the condensation of isophytol or phytol derivatives and TMHQ, thus producing DL-&agr;-tocopherol with a high purity at a high yield. In addition, the catalyst system is greatly convenient to handle and therefore apply for continuous reactions for the preparation of DL-&agr;-tocopherol. With these advantages, the catalyst system can be effectively used in preparing highly pure DL-&agr;-tocopherol at a high yield on a commercial scale.Type: GrantFiled: October 26, 2000Date of Patent: May 7, 2002Assignee: SK CorporationInventors: Jeong-Soo Kim, Heui-Young Cheong, Sijoon Lee
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Patent number: 6355811Abstract: Disclosed is polyoxypropylenepolyoxyethylene vitamin E, represented by formula (I). It is prepared by subjecting vitamin E to polyethoxylation and then, to polypropoxylation to a proper extent. The vitamin E is of superior anti-oxidation activity with water solubility. The bent chain of the polyoxypropylenepolyoxyethylene vitamin E increases the cross-sectional area of the whole molecule, making it difficult for the molecule to penetrate into the skin. It is very safe to apply to the skin. The polyoxypropylenepolyoxyethylene vitamin E has superb surface activity by forming close bilayer vesicle structures, like phospholipids or dialkyl surfactants, so it can be advantageously used in the cosmetic industry, the food industry and the medical industry. In said formula, R1 is —(OCH2CH2)m— wherein m is an integer of 0 to 150; R2 is (a) wherein n is an integer of 1 to 200; A is (b) or (c); B is —CH3 at the 5-, 7- or 8-position of vitamin E; and p is an integer of 1 or 3.Type: GrantFiled: December 1, 2000Date of Patent: March 12, 2002Inventors: Youngdae Kim, Keunja Park, Jungsoo Kim, Jisoo Kim
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Patent number: 6348605Abstract: 3-(Hydroxymethyl)chromen-4-ones of formula (I) are described and a process for preparing said compounds.Type: GrantFiled: June 14, 2001Date of Patent: February 19, 2002Assignee: Ferrer Internacional, S.A.Inventors: Rafael Foguet, Jordi Bolos, Aurelio Sacristan, Josep M. Castello, José A. Ortiz
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Patent number: 6262279Abstract: The invention provides methods for producing tocopherol compounds of the Vitamin E family by reduction of various 4-chromanone trienol materials. In preferred embodiments the invention provides methods of preparing and hydrogenating 4-chromanone trienols to provide gamma-tocopherol.Type: GrantFiled: July 6, 1999Date of Patent: July 17, 2001Assignee: Eastman Chemical Co.Inventor: John Anthony Hyatt
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Patent number: 6222051Abstract: Alpha-tocopherol 4-aminobenzoate compounds, represented by formula (I), are prepared by the esterification of alpha-tocopherol with 4-aminobenzoic acid. The esters are converted into the element compounds in vivo, so that they have alpha-tocopherol's biological effect including antioxidation as well as the pharmaceutical and biological effects of 4-aminobenzoic acid, including the promotion of red blood cell formation and metabolism, the role of a growth stimulating factor, keeping the skin healthy, and the prevention of hair decoloration. In said formula (I) R1 and R2 which may be the same or different, each is a hydrogen atom or a linear or branched C1˜C4 alkyl chain.Type: GrantFiled: October 18, 1999Date of Patent: April 24, 2001Assignee: SK CorporationInventors: Si-Joon Lee, Hee-Young Jung
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Patent number: 6218552Abstract: A compound, 3-phenyl-7-[4-(tetrahydrofurfuryloxy)phenyl]-1,5-dioxa-s-indacene-2,6-dione, which has a structure of crystals exhibiting the strongest peak at an angle of diffraction, 2&thgr;, of 4.7°, among peaks appearing within the range of not smaller than 3° of 2&thgr;, in an X-ray diffraction using a Cu-K&agr;-ray. The compound gives dyed or printed products having deep and brilliant tint of colors with excellent fastnesses, when applied to hydrophobic fiber materials, particularly, polyester fiber materials.Type: GrantFiled: April 19, 1994Date of Patent: April 17, 2001Assignee: Sumitomo Chemical Co., Ltd.Inventors: Junichi Sekihachi, Jun Yamamoto, Yasuyoshi Ueda
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Patent number: 6096907Abstract: A process for preparing chromanol derivatives of the formula I ##STR1## where n is from 1 to 10,R.sup.1, R.sup.2,R.sup.3, R.sup.4 independently of one another are hydrogen or C.sub.1 -C.sub.4 alkyl,R.sup.5 is hydrogen, C.sub.1 -C.sub.4 alkyl, C.sub.6 -C.sub.10 aryl, C.sub.7 -C.sub.18 aralkyl, C.sub.7 -C.sub.18 alkylaryl, C.sub.1 -C.sub.22 acyl, or a group protecting the hydroxyl,by reduction of the corresponding 4-oxochromanol derivatives of the formula II ##STR2## comprises reacting the 4-oxochromanol derivatives of the formula II with metallic zinc in the presence of an acid or an acid mixture.Compounds of the formula I having C.sub.1 -C.sub.22 acyl as radical R.sup.5 can also be prepared by the above-described reduction of the compounds of the formula II with hydrogen as radical R.sup.5 and simultaneous or subsequent esterification.Type: GrantFiled: September 14, 1999Date of Patent: August 1, 2000Assignee: BASF AktiengesellscahftInventors: Kai-Uwe Baldenius, Bernhard Bockstiegel, Hagen Jaedicke, Detlef Ruff, Carsten Siedenbiedel, Rainer Sturmer
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Patent number: 6066731Abstract: A process for the production of a Mannich reagent comprises reacting formaldehyde, especially paraformaldehyde, with a secondary amine in the complete or almost complete absence of a solvent. An alternative comprises reacting a diaminomethane produced from a secondary amine, formaldehyde, especially paraformaldehyde, as well as water with one another in about equimolar amounts. The invention is also concerned with a process for the aminomethylation of .delta.-tocopherol or of tocopherol mixtures containing this and comprises using a Mannich reagent which has been produced in the above manner. After completion of this aminomethylation process excess Mannich reagent can be separated by distillation and can be reacted with water and formaldehyde, especially paraformaldehyde, in order to regenerate further Mannich reagent suitable for use in the aminomethylation, this regeneration representing a further aspect of the invention. Finally, the invention includes certain novel bis(aminomethyl)-.gamma.-tocopherols.Type: GrantFiled: March 22, 1996Date of Patent: May 23, 2000Assignee: Roche Vitamins Inc.Inventors: Robert Karl Muller, Heinz Schneider
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Patent number: 6005122Abstract: A process for preparing .alpha.-tocopherol or .alpha.-tocopheryl acetate by reacting 2,3,5-trimethylhydroquinone with isophytol or phytol in the presence of a zinc halide condensation catalyst and a proton donor in a solvent with or without subsequent esterification with acetic anhydride, which comprisesA. carrying out the reaction in a nonpolar solvent which is only slightly water-miscible, if at all andB. introducing the required zinc halide into the reaction in the form of a mixture of from 1 to 4 mol of water per mol of zinc halide.The possibility of introducing the zinc halide required in the process according to the invention in the form of a mixture of zinc halide and water which can be readily handled and metered at from 50 to 200.degree. C.Type: GrantFiled: December 12, 1997Date of Patent: December 21, 1999Assignee: BASF AktiengesellschaftInventors: Kai-Uwe Baldenius, Wulf Kaiser, Bernhard Bockstiegel, Harald Laas, Bernhard Schulz, Peter Schmitt, Helmut Glietenberg
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Patent number: 5932748Abstract: A process for the conversion of non-.alpha.-tocopherols into (.alpha.-tocopherol by the catalytic permethylation is disclosed. The methylating agent is methanol in the near-critical or super-critical pressure and temperature region or a mixture which is equivalent to methanol and which in particular consists of hydrogen and carbon monoxide and/or carbon dioxide. The catalyst is a mixed oxide catalyst which is produced from hydrotalcites and which has at least copper and magnesium oxide as well as at least one oxide of a trivalent metal, e.g., aluminium oxide, iron(III) oxide, vanadium oxide, chromium oxide and/or gallium oxide. The product of this process has a very high content of .alpha.-tocopherol, which is the biologically most valuable tocopherol.Type: GrantFiled: May 18, 1998Date of Patent: August 3, 1999Assignee: Roche Vitamins Inc.Inventor: Manfred Breuninger
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Patent number: 5917060Abstract: A process for the preparation of chromanyl derivatives of the formula I ##STR1## where R.sup.1 is hydrogen, C.sub.1 -C.sub.8 -alkyl, aryl, aralkyl, Si(R.sup.4).sub.3, C(.dbd.O)R.sup.4 or C.sub.1 -C.sub.4 -alkoxymethyl,R.sup.2 and R.sup.3 are hydrogen or C.sub.1 -C.sub.3 -alkyl, andR.sup.4 is C.sub.1 -C.sub.8 -alkyl or aryl,which comprises decarboxylating 5-carboxychromanyl derivatives of the formula II ##STR2## where the substituents R.sup.1 to R.sup.3 are as defined above and 5-carboxylchromanyl derivatives of the formula II.Type: GrantFiled: December 17, 1997Date of Patent: June 29, 1999Assignee: BASF AktiengesellschaftInventors: Thomas Rosenau, Wolf-Dieter Habicher
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Patent number: 5892058Abstract: A method of producing .alpha.-tocopherol from non-.alpha.-tocopherols is disclosed. In the disclosed method, non-.alpha.-tocopherols are hydroxymethylated and reduced to .alpha.-tocopherol in a single step by reacting formaldehyde or a formaldehyde-producing compound with the non-.alpha.-tocopherol under catalytic reducing conditions in a reaction mixture containing the non-.alpha.-tocopherol, formaldehyde or formaldehyde-producing compound and boric acid or a boric acid-producing compound dispersed in a solvent of an azeotropic mixture of trimethyl borate and methanol and a non-polar organic solvent.Type: GrantFiled: April 28, 1997Date of Patent: April 6, 1999Assignee: Roche vitamins Inc.Inventors: Konrad Bruggemann, Juan Ramon Herguijuela, Thomas Netscher, Johann Riegl
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Patent number: 5869704Abstract: The invention relates to a water-dispersible or water-soluble compound having the structure I ##STR1## wherein, R.sup.1,R.sup.2, and R.sup.3 are, independently, hydrogen or methyl, and R.sup.4 is--(CH.sub.2 CH.sub.2 O).sub.n CH.sub.2 CH.sub.2 OH, wherein n is from 10 to 100, wherein compound I is the substantially pure D-enantiomer. The invention further relates to a water-dispersible or water-soluble compound having the structure II ##STR2## wherein, R.sup.1, R.sup.2, and R.sup.3 are, independently, hydrogen or methyl, or the salt thereof, wherein compound II is the substantially pure D-enantiomer. The invention further relates to methods for making the tocotrienol compounds of the present invention.Type: GrantFiled: August 24, 1998Date of Patent: February 9, 1999Assignee: Eastman Chemical CompanyInventor: John A. Hyatt
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Patent number: 5869703Abstract: Disclosed herein are nonionic vitamin E or polyethoxylated vitamin E derivatives represented by the following formula (I) and a method for the preparation thereof, and polymeric amphiphilic vesicles made therefrom. ##STR1## wherein, n is an integer from 0 to 30, inclusive;A is --CH.sub.2 --CH(CH.sub.3)-- or --CH.dbd.C(CH.sub.3)--;B is --CH.sub.3 at the 5-, 7- or 8- position;m is 1, 2, or 3; andR is residue of acrylate or methacrylate derivatives represented by the following formula (II); ##STR2## wherein, R.sub.1 is H or CH.sub.3.Type: GrantFiled: October 28, 1997Date of Patent: February 9, 1999Assignee: Pacific CorporationInventors: Young Dae Kim, Jung No Lee, Won Chae Kim, Young Hyun Kim, Min Ki Kim, Myoung Su Ku, Iw Han Cho
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Patent number: 5739374Abstract: Diphenylheteroalkyl derivatives of the formula I ##STR1## where A and R.sup.1 -R.sup.6 have the meanings specified in the description, and the preparation thereof are described.The substances are suitable for controlling diseases and as cosmetic agents.Type: GrantFiled: February 14, 1997Date of Patent: April 14, 1998Assignee: BASF AktiengesellschaftInventors: Bernd Janssen, Hans-Heiner Wuest
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Patent number: 5504220Abstract: Disclosed is an improved process for the preparation of alpha-tocopherol by the hydroxymethylation followed by the hydrogenation of non-.alpha.-tocopherols comprising .beta.-, .gamma.-, and .delta.-tocopherols using a particular palladium on alumina catalyst wherein (1) the dispersion and depth of deposition of the palladium metal are within certain ranges, and (2) the alumina is of a particular crystalline phase.Type: GrantFiled: August 17, 1995Date of Patent: April 2, 1996Assignee: Eastman Chemical CompanyInventors: Yeong J. Kuo, Gary W. Hartley, Bruce L. Gustafson, David J. Allen
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Patent number: 4977282Abstract: Quantities of natural tocopherol can be aminoalkylated to selectively introduce functional groups onto the 5 and 7 positions of the non-alpha-tocopherol homologues. Natural d-alpha-tocopherol can then be separated from the aminoalkylated non-alpha-tocopherols as salts. After separation the adducts can then be reduced by hydrogenolysis, thereby upgrading vitamin E activity by making d-alpha-tocopherol out of the intermediate tocopherol adducts. Salts of these adducts can be crystallized by contacting the adducts with phosphoric acid. Salts will form upon acetic acid addition, and the delta-tocopherol adduct acetate can be isolated as a crystalline solid. The adducts can also be regenerated from the salts and transformed to alpha-tocopherol by reduction of the adduct.Type: GrantFiled: April 13, 1989Date of Patent: December 11, 1990Assignee: Henkel CorporationInventors: William S. Baldwin, Stephen M. Willging, Brock M. Siegel
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Patent number: 4925960Abstract: d-.alpha.-Tocopherol is prepared from a mixture obtained from natural intermediates and containing .alpha.-, .beta.-, .gamma.- and .delta.-tocopherols, by methylation at the aromatic ring of the tocopherols by reaction with formaldehyde or with a compound which donates formaldehyde under the reaction conditions, and subsequent catalytic hydrogenation, by a process in which the reaction with formaldehyde or with the formaldehyde donor is carried out at from 150.degree. to 200.degree. C. in the presence of an alkyl ester of phosphoric or phosphorous acid.Type: GrantFiled: April 13, 1989Date of Patent: May 15, 1990Assignee: BASF AktiengesellschaftInventors: Peter Lechtken, Ulrich Hoercher, Barbara Jessel
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Patent number: 4353906Abstract: Compounds of the formula (I): ##STR1## wherein: R.sub.1 and R.sub.2 are independently selected from a hydrogen atom and a C.sub.1-3 alkyl group;R.sub.3 is a hydrogen atom, a C.sub.1-3 alkyl or C.sub.2-4 acyl group;R.sub.4 is a hydrogen atom or C.sub.1-5 alkyl group;R.sub.5 is a C.sub.1-5 alkyl group, a straight chain C.sub.1-3 alkyl group terminally substituted by a chlorine atom; orR.sub.4 and R.sub.5 are joined so that together with the nitrogen atom to which they are attached they form a 5-, 6- or 7-membered ring optionally containing an oxygen or sulphur atom;R.sub.6 is a C.sub.1-5 alkyl group;the NR.sub.4 R.sub.5 and OR.sub.3 moieties are trans; and pharmaceutically acceptable salts thereof having antihypertensive activity, processes for their preparation and their use in compositions.Type: GrantFiled: February 2, 1981Date of Patent: October 12, 1982Assignee: Beecham Group LimitedInventor: Graham A. Showell