Cyclohexadiene Having Atoms Double Bonded Directly At The 1- And 4- Positions (e.g., Paraquinones, Etc.) Patents (Class 552/293)
  • Publication number: 20140275585
    Abstract: A method for cultivating Monarda fistulosa for production of thymoquinone includes planting seeds at rates between about 2.5 and about 5 pounds per acre, preferably about 4 pounds per acre. The heavy rate of planting produces plants bearing oil without weed contamination and reduces herbicide use due to production of natural herbicides by the monarda plants. Seeding and mowing the first season, and harvesting in seasons thereafter reduce costs. The method results in increased production of essential oils including thymoquinone and thymohydroquinone at levels up to about 40% or more of recovered oils, and which may be distilled from the plant.
    Type: Application
    Filed: May 23, 2014
    Publication date: September 18, 2014
    Inventor: William G. Rohlfsen
  • Publication number: 20110027776
    Abstract: The invention relates to kits and methods for assessing the desirability of supplementing the diet of a human with reduced coenzyme Q (CoQH2). The methods involve assessing occurrence in the human's genome of the NQO1*2 polymorphism of the NQO1 gene. Occurrence of a copy of the polymorphism indicates that the human can benefit from dietary supplementation with CoQH2, and occurrence of two copies (i.e., homozygosity) of the NQO1*2 polymorphism indicates that dietary supplementation with CoQH2 can be especially desirable.
    Type: Application
    Filed: March 28, 2006
    Publication date: February 3, 2011
    Inventors: John R. DePhillipo, Robert P. Ricciardi
  • Patent number: 7728035
    Abstract: Compounds that may have anti-inflammatory activity are of general formula (I); wherein X1, is H or COR1, and X2 is H or COR2 but X1, and X2 are not both H; R1 and R2 are the same or different and are each C1-4 alkyl substituted with R3, or a four to seven-membered ring which can be optionally substituted with R8 and can contain one or more additional heteroatoms selected from O, S(O)n and NR9; is R3 is F, CF3, OR4, NR5R6 O, S(O)n R7; R4, R5 and R6 are the same or different and are each H or C1-4 alkyl optionally substituted with R3, or NR5R6 is a C4-6 heterocycloalkyl ring containing one or more heteroatoms selected from O, NR8 and S(O)n; each n is 0-2; R7 is C1-4 alkyl; R8 is as defined for R3 or C1-4 alkyl optionally substituted with R3 or halogen; and R9 is H or C1-4 alkyl; or a salt, solvate or hydrate thereof.
    Type: Grant
    Filed: March 4, 2005
    Date of Patent: June 1, 2010
    Assignee: Sosei R&D Ltd.
    Inventors: Andrew Douglas Baxter, Andrea Walmsley
  • Patent number: 7528271
    Abstract: The present invention discloses a new process for the preparation of 1,4-benzoquiones of formula (II) wherein R1, R2, R3 and R4 are independently selected from the group consisting of branched or unbranched C1-C6 alkyl, phenyl and benzyl, wherein phenyl and benzyl is optionally substituted by one or more substituent independently selected from the group consisting of C1-C6 alkyl and halogen, and wherein C1-C6 alkyl is optionally substituted with one or more halogen susbstituents, and wherein R2 and R3 together can form a C1-C6-alkylene radical, optionally substituted by one or more susbstituents independently selected from the group comprising C1-C6, benzyl, phenyl and halogen. One preferred compound is 2,3-dimethoxy-5-methyl-[1,4]benzoquinone, also known as coenzyme Q0 (CoQ0). Also disclosed are novel compounds and intermediates, and a method for the preparation of coenzyme Qn, preferable the coenzyme Q10.
    Type: Grant
    Filed: May 16, 2007
    Date of Patent: May 5, 2009
    Assignee: Bergen Teknologioverforing AS
    Inventor: Hans-René Bjørsvik
  • Patent number: 7495097
    Abstract: In accordance with one aspect of the invention a rhodium quinonoid catalyst is disclosed.
    Type: Grant
    Filed: June 15, 2006
    Date of Patent: February 24, 2009
    Assignee: Brown University
    Inventors: Dwight A. Sweigart, Seung Uk Son, Jeffrey A. Reingold, William C. Trenkle
  • Patent number: 7432305
    Abstract: Methods of treating or suppressing mitochondrial diseases, such as Friedreich's ataxia (FRDA), Leber's Hereditary Optic Neuropathy (LHON), mitochondrial myopathy, encephalopathy, lactacidosis, stroke (MELAS), or Kearns-Sayre Syndrome (KSS) are disclosed, as well as compounds useful in the methods of the invention. Energy biomarkers useful in assessing the metabolic state of a subject and the efficacy of treatment are also disclosed.
    Type: Grant
    Filed: September 15, 2006
    Date of Patent: October 7, 2008
    Assignee: Edison Pharmaceuticals, Inc.
    Inventors: Guy M. Miller, Sidney M. Hecht
  • Patent number: 7355055
    Abstract: Novel benzoquinone-derived compounds and polymorphs, prodrugs, geometric or optical isomers thereof, and pharmaceutically acceptable esters, ethers, carbamates, oximes of such compounds, polymorphs, prodrugs and isomers are provided. Process for preparation of compounds of the invention and pharmaceutical compositions containing such compounds and their use for reducing or inhibiting activity of lipase gene family for treatment, amelioration or prevention of lipase gene family mediated diseases and conditions including overweight, obesity, hyperlipidemia, hypercholesterolemia, hypertriglyceridemia, pancreatitis, diabetes, atherosclerosis, other cardiovascular diseases, metabolic syndromes, and metabolic disorders are provided. Methods of use of the compounds for skin care, hair care and cosmetics are provided.
    Type: Grant
    Filed: September 8, 2005
    Date of Patent: April 8, 2008
    Assignee: Reliance Life Sciences Pvt. Ltd.
    Inventors: Shakti Upadhyay, Raman Yadav, Vijay Gangan, Yogesh Kanekar
  • Patent number: 7253207
    Abstract: Novel quinones are provided, as well as compositions comprising these novel quinones. Methods of using the novel quinones in treatment of various indications including cancer are also provided.
    Type: Grant
    Filed: August 2, 2004
    Date of Patent: August 7, 2007
    Assignee: Cellgate, Inc.
    Inventors: Andrei V. Blokhin, Benjamin Frydman, Laurence J. Marton, Karen M. Neder, Jerry Shunneng Sun
  • Patent number: 7145044
    Abstract: The present invention relates to a method of conveniently and efficiently producing reduced coenzyme Q10 having excellent qualities which is useful in foods, functional nutritive foods, specific health foods, nutritional supplements, nutrients, drinks, feeds, animal drugs, cosmetics, medicines, remedies, preventive drugs, etc. This method is suitable for industrial production thereof. In a method of synthesizing reduced coenzyme Q10 by reducing oxidized coenzyme Q10, followed by crystallization, at least one species selected from among hydrocarbons, fatty acid esters, ethers and nitrites is used as a solvent. Thus, the reduced coenzyme Q10 can be protected from oxidation, and as a result, the formation of the oxidized coenzyme Q10 as a by-product can be minimized, thereby giving reduced coenzyme Q10 having excellent qualities.
    Type: Grant
    Filed: July 15, 2002
    Date of Patent: December 5, 2006
    Assignee: Kaneka Corporation
    Inventors: Takahiro Ueda, Shiro Kitamura, Yasuyoshi Ueda
  • Patent number: 7122543
    Abstract: A substituted benzoic acid derivative which is represented by the following formula (I) and has an NF-?B inhibiting action (in the formula, R3, R4 and R5 each independently represents a hydrogen atom, an alkyl group having 1 to 6 carbon(s) or an alkoxy group having 1 to 6 carbon(s); R9 and R10 each independently represents a hydrogen atom, an alkyl group having 1 to 6 carbon(s) or an acyl group having 2 to 11 carbons); R2 represents an optionally-substituted aromatic hydrocarbon group or an optionally-substituted heterocyclic group; and X represents a carboxyl group which may be esterified or amidated)
    Type: Grant
    Filed: September 11, 2002
    Date of Patent: October 17, 2006
    Assignee: Daiichi Suntory Pharma Co., Ltd.
    Inventors: Kenji Suzuki, Yoichi Nunokawa
  • Patent number: 7105709
    Abstract: The present invention relates to a method of conveniently and efficiently producing high-quality reduced coenzyme Q10 which is useful as an ingredient in foods, functional nutritive foods, specific health foods, nutritional supplements, nutrients, animal drugs, drinks, feeds, cosmetics, medicines, remedies, preventive drugs, etc. This method is suitable for industrial production thereof. A method of producing a reduced coenzyme Q10 which comprises reducing an oxidized coenzyme Q10 in an aqueous medium with the use of dithionous acid or a salt thereof, said reduction being carried out in the coexistence of a salt and/or under deoxygenated atmosphere, and at pH of 7 or below. Thus, the formation of the oxidized coenzyme Q10 as a by-product due to oxidation can be minimized, thereby giving reduced coenzyme Q10 having excellent qualities in a high yield.
    Type: Grant
    Filed: July 15, 2002
    Date of Patent: September 12, 2006
    Assignee: Kaneka Corporation
    Inventors: Takahiro Ueda, Shiro Kitamura, Yasuyoshi Ueda
  • Patent number: 7070625
    Abstract: The objects of the present invention are an agent (A) for coloring fibers obtained by mixing two components (A1) and (A2), characterized in that component (A1) contains at least one 2-benzothiazolinone hydrazone derivative of formula (I) or a physiologically tolerated salt thereof and component (A2) contains at least one ortho-quinone of formula (II) or a para-quinone of formula (III), a method for coloring hair by use of said agent and a multicomponent kit for coloring hair.
    Type: Grant
    Filed: August 22, 2002
    Date of Patent: July 4, 2006
    Assignee: Wella AG
    Inventors: Cécile Pasquier, Gisela Umbricht, Veronique Buclin-Charrière, Sylviane Oberson, Hans-Juergen Braun
  • Patent number: 7064124
    Abstract: A NF-?B inhibitor represented by the following formula (I) is provided: ?
    Type: Grant
    Filed: March 27, 2002
    Date of Patent: June 20, 2006
    Assignees: Daiichi Suntory Pharma Co., Ltd., Daiichi Suntory Biomedical Research Co., Ltd.
    Inventors: Kenji Suzuki, Yoichi Nunokawa, Naohisa Ogou
  • Patent number: 7022441
    Abstract: Silver-free, aqueous-based direct thermographic materials are designed to have image tone with near neutral density. Without the use of organic silver salts containing reducible silver ions, the image is formed using a color developing agent precursor that releases a color developing agent when heated to a temperature of at least 80° C., a combination of cyan, yellow and magenta dye-forming color couplers that provide cyan, yellow, and magenta dyes, and a substituted or unsubstituted benzoquinone as an oxidizing agent. No silver metal or silver ions are purposely added to these materials. This combination of components provides a means for controlling image tone without reliance upon conventional toning agents.
    Type: Grant
    Filed: February 25, 2004
    Date of Patent: April 4, 2006
    Assignee: Eastman Kodak Company
    Inventors: Joe E. Maskasky, Victor P. Scaccia
  • Patent number: 7002047
    Abstract: A bioengineered synthesis scheme for the production of quinic acid from a carbon source is provided. Methods of producing quinic acid from a carbon source based on the synthesis scheme as well as conversion of quinic acid to hydroquinone are also provided.
    Type: Grant
    Filed: May 9, 2003
    Date of Patent: February 21, 2006
    Assignee: Board of Trustees Operating Michigan State University
    Inventors: John W. Frost, Karen M. Frost
  • Patent number: 6943196
    Abstract: An NF-?B inhibitor having as an active ingredient a benzoquinone derivative represented by the general formula (1) wherein R1, R2, and R3 are each independently H, alkyl having 1 to 5 carbons, or alkoxy having 1 to 5 carbons; R4 is H, hydroxymethyl, alkyl, or carboxyl which is optionally esterified or amidated; Z is represented by the formula (A); and, n is an integer from 0 to 6, or its hydroquinone form or a pharmaceutically acceptable salt thereof.
    Type: Grant
    Filed: March 19, 1999
    Date of Patent: September 13, 2005
    Assignee: Daiichi Suntory Pharma Co., Ltd.
    Inventors: Yoichi Nunokawa, Kenji Suzuki, Masayuki Saitoh
  • Patent number: 6872857
    Abstract: The present invention relates to a process for the conversion of phenol to hydroquinone and quinones. More particularly this invention relates to a process for the oxidation of phenol to a mixture of 1,4-benzoquinone and hydroquinone using an oxidant in the presence of titanium superoxide as a reusable catalyst in a liquid phase condition.
    Type: Grant
    Filed: September 29, 2003
    Date of Patent: March 29, 2005
    Assignee: Council of Scientific and Industrial Research
    Inventors: Gajanan Kundali Dewkar, Vinay Vijayraj Thakur, Sanjeevani Amrit Pardhy, Arumugam Sudalai, Sukumar Devotta
  • Patent number: 6815565
    Abstract: A method is described for the simultaneous preparation of p-bromophenols and p-benzoquinones, intermediates useful in the preparation of hydroquinones and 4,4′-dihydroxybiphenyls, respectively. Hydroquinones and 4,4′-dihydroxybiphenyls are useful monomers for the preparation of a variety of polymers. The method also comprises reducing the p-benzoquinone to its corresponding hydroquinone in the presence of the p-bromophenol. Limiting the amount of HBr present in the reaction mixture was shown to control the amount of benzoquinone produced. The method also allows for the recycling of many of the reagents used, thereby reducing the cost of producing each monomer.
    Type: Grant
    Filed: November 7, 2003
    Date of Patent: November 9, 2004
    Assignee: General Electric Company
    Inventors: Ryan Christopher Mills, Eric James Pressman, Timothy Leigh Chuck, John Yaw Ofori
  • Patent number: 6693221
    Abstract: A method is described for the simultaneous preparation of 4-bromophenols and p-benzoquinones, intermediates useful in the preparation of hydroquinones and 4,4′-dihydroxybiphenyls respectively. Hydroquinones and 4,4′-dihydroxybiphenyls are useful monomers for the preparation of a variety of polymers. In one example phenol is reacted with in the presence of HBr, a catalytic amount of cupric bromide and a stoichiometric excess of oxygen under relatively mild conditions to provide a mixture of the phenol, 4-bromophenol, and 1,4-benzoquinone. Phenol conversion was 54 percent and selectivities for bromophenol and benzoquinone were 23% and 37% respectively. Limiting the amount of HBr present in the reaction mixture was shown to control the amount of benzoquinone produced.
    Type: Grant
    Filed: April 4, 2003
    Date of Patent: February 17, 2004
    Assignee: General Electric Company
    Inventors: Ryan Christopher Mills, Timothy Leigh Chuck
  • Publication number: 20040030129
    Abstract: An NF-&kgr;B inhibitor having as an active ingredient a benzoquinone derivative represented by the general formula (1) wherein R1, R2, and R3 are each independently H, alkyl having 1 to 5 carbons, or alkoxy having 1 to 5 carbons; R4 is H, hydroxymethyl, alkyl, or carboxyl which is optionally esterified or amidated; Z is represented by the formula (A); and, n is an integer from 0 to 6, or its hydroquinone form or a pharmaceutically acceptable salt thereof.
    Type: Application
    Filed: September 16, 2002
    Publication date: February 12, 2004
    Inventors: Yoichi Nunokawa, Kenji Suzuki, Masayuki Saitoh
  • Publication number: 20030157582
    Abstract: The invention concerns contact activators for the endogenous coagulation pathway and their use in exploring coagulation anomalies.
    Type: Application
    Filed: November 22, 2002
    Publication date: August 21, 2003
    Applicant: Societe Diagnostica-Stago
    Inventors: Jean-Paul Roisin, Stephane Steurs, Gerard Quentin
  • Patent number: 6600077
    Abstract: A bioengineered synthesis scheme for the production of quinic acid from a carbon source is provided. Methods of producing quinic acid from a carbon source based on the synthesis scheme as well as conversion of quinic acid to hydroquinone are also provided.
    Type: Grant
    Filed: October 25, 1999
    Date of Patent: July 29, 2003
    Assignee: Board of Trustees operating Michigan State University
    Inventors: John W. Frost, Karen M. Frost
  • Publication number: 20030068330
    Abstract: Agents potentiating nerve growth factor activity are provided for treating Alzheimer's disease which contain as the active ingredient dodecatrienoic acid derivatives represented by the general formula (I): 1
    Type: Application
    Filed: August 7, 2002
    Publication date: April 10, 2003
    Inventors: Takeshi Goto, Toshio Itoyama, Hidenao Fukushima, Yuto Kamei
  • Patent number: 6506915
    Abstract: Processes for the stereospecific synthesis of coenzyme Q10, ubiquinone, are disclosed; a total synthetic procedure using geraniol as the starting material. The process of the invention results in high yields of isometrically pure ubiquinone. The synthetic coenzyme Q10 can be used as an antioxidant, a nutritional supplement and as a pharmaceutical in treating many conditions.
    Type: Grant
    Filed: June 14, 2001
    Date of Patent: January 14, 2003
    Inventor: Daniel David West
  • Publication number: 20020147354
    Abstract: This invention provides a new class of squaraine dyes having moieties which serve for the covalent attachment to biological substrates and resulting in the fluorescent labeling of the substrates. The labeled substrates are intended for use in analytical techniques for the detection and measurement of biological and clinical compounds of interest.
    Type: Application
    Filed: April 2, 2001
    Publication date: October 10, 2002
    Inventor: Spyros Theodoropulos
  • Publication number: 20020123532
    Abstract: The present invention relates to heavier halogen atom substituted squaraine based dyes of the formula 1 below 1
    Type: Application
    Filed: January 2, 2001
    Publication date: September 5, 2002
    Inventors: Ramaiah Danaboyina, Arun Kalliat Thazhathveetil, Suresh Das, Bernd Epe
  • Patent number: 6346633
    Abstract: The invention concerns anti-tumour agents of formula (I) wherein each of R1, R2 and R3 has the meanings defined in the specification including hydrogen, (1-4C)alkyl, (3-4)alkenyl, (3-4C)alkynyl, amino, (1-4C)alkylamino and (1-4C)alkoxy; each of R4 and R5 is (1-4C)alkyl; each of R6 and R7 is hydrogen or (1-4C)alkyl; X is oxygen; m is 1 or 2 and each R8 is as defined in the specification; each of Y1 and Y2 is halogeno, (1-4C)alkanesulphonyloxy, benzenesulphonyloxy or phenyl-(1-4C)akanesulphonyloxy; or a pharmaceutically-acceptable salt thereof; provided that at least one of R1, R2 and R3 is other than hydrogen; a process for preparation, pharmaceutical compositions containing them and their use in the production of an anti-proliferative effect.
    Type: Grant
    Filed: November 3, 2000
    Date of Patent: February 12, 2002
    Assignee: AstraZeneca AB
    Inventor: Francis T Boyle
  • Publication number: 20010041804
    Abstract: A process for the preparation of 2,3,5-trimethyl-p-benzoquinone by oxidation of 2,3,5- or 2,3,6-trimethylphenol using oxygen or a gas mixture containing oxygen in the presence of a two-phase liquid reaction medium composed of water and a neocarboxylic acid having to 11 carbon atoms with a copper (II) halide-containing catalyst system at elevated temperature.
    Type: Application
    Filed: March 8, 2001
    Publication date: November 15, 2001
    Inventors: Ralf Maassen, Steffen Krill
  • Patent number: 6303801
    Abstract: A process for producing an alkyl-substituted hydroquinone, wherein said process comprises reacting a hydroquinone compound represented by the general formula (1) wherein R1 and R2 independently represent a hydrogen atom or a straight or branched chain alkyl group having 1 to 10 carbon atoms, R independently represent a straight or branched chain alkyl group having 1 to 10 carbon atoms and n represents an integer of 0 to 2, with a monohydric or dihydric alcohol in the presence of a catalyst and under the condition in which said alcohol is in a supercritical state by substitution of at least one hydrogen atom on the aromatic ring in said hydroquinone compound.
    Type: Grant
    Filed: March 2, 2000
    Date of Patent: October 16, 2001
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Tomoyuki Suzuki, Toshio Sasaki
  • Patent number: 6280893
    Abstract: Electrophotographic photoreceptors for use in photocopiers and laser printers, among other things, possessing high electron mobility and superior photosensitivity properties. The photoreceptors of the invention utilize a photosensitive layer with a carrier transport material containing a compound which exhibits high molecular vibration. The compounds of the invention are electron transfer agents which can be dispersed in a photosensitive layer at a high concentration and can be molecularly designed to have a desired magnitude of molecular vibration.
    Type: Grant
    Filed: March 3, 1999
    Date of Patent: August 28, 2001
    Assignees: Shindengen Electric Manufacturing Co., Ltd., Yamanashi Electronics Co., Ltd.
    Inventors: Mitsuyo Takano, Hiroki Suzuki
  • Patent number: 5932753
    Abstract: A process for producing 2-methyl-1,4-benzoquinone at a high conversion, a high selectivity and at a low cost by oxidizing m-cresol with oxygen at a low partial pressure in the presence of at least one copper (I) halide catalyst and a mixed solvent of ketone and acetonitrile. The 2-methyl-1,4-benzoquinone is useful as an intermediate compound to produce vitamin K.
    Type: Grant
    Filed: February 9, 1998
    Date of Patent: August 3, 1999
    Assignee: Chuo Chemical Co., Inc.
    Inventors: Kenji Onodera, Eiko Nakatu, Masayuki Kobayashi
  • Patent number: 5869522
    Abstract: The present invention provides novel antiviral naphthoquinone compounds, which may be isolated from plants of the genus Conospermum or synthesized chemically, in accordance with the present inventive methods. The antiviral naphthoquionone compounds, derivatives thereof, and prodrugs thereof, may be used alone or in combination with other antiviral agents in compositions, such as pharmaceutical compositions, to inhibit the growth or replication of a virus, such as a retrovirus, in particular a human immunodeficiency virus, specifically HIV-1 or HIV-2, in the treatment or prevention of viral infection.
    Type: Grant
    Filed: May 31, 1995
    Date of Patent: February 9, 1999
    Assignee: The United States of America as represented by the Secretary of the Department of Health and Human Services
    Inventors: Michael R. Boyd, John H. Cardelina, II, Kirk R. Gustafson, Laurent A. Decosterd, Ian Parsons, Lewis Pannell, James B. McMahon, Gordon M. Cragg
  • Patent number: 5686635
    Abstract: Disclosed herein are a quinone derivative represented by the following formula: ##STR1## wherein R.sup.1 and R.sup.2 are identical with or different from each other and mean individually a lower alkyl or lower alkoxy group, or may form an aromatic ring together, R.sup.3 denotes a lower alkyl group, n stands for 0 or an integer of 1-9, and a linkage --- is a single or double bond, such as a vitamin K derivative or coenzyme derivative; and a process for the preparation of the quinone derivative at a high yield without forming any geometric isomer; as well as a 1,4,4.sub.a,8.sub.a -tetrahydro-4.sub.a .alpha.-alkenyl-1.alpha.,4.alpha.-methanonaphthalene-5,8-dione derivative which is useful as an intermediate for the preparation of the quinone derivative.
    Type: Grant
    Filed: July 26, 1996
    Date of Patent: November 11, 1997
    Assignee: Eisai Chemical Co., Ltd.
    Inventors: Kimio Hamamura, Tetsuo Iwama, Chiaki Seki, Masayuki Konishi
  • Patent number: 5672725
    Abstract: The invention provides a novel process to oxidize 1,4-dihydroxy aromatic compounds into the corresponding quinones using sulfuryl chloride as the oxidant. The process is simple and cost effective and provides an efficient way to synthesize hindered quinones.
    Type: Grant
    Filed: September 21, 1995
    Date of Patent: September 30, 1997
    Assignee: Hoechst Celanese Corp.
    Inventor: David W. Polis
  • Patent number: 5616734
    Abstract: The invention relates to the use of compounds of the formula IR.sup.1.sub.a Re.sub.b O.sub.c (I),where a is from 1 to 6, b is from 1 to 4 and c is from 1 to 14 and the sum of a, b and c is in accordance with the valence of from 5 to 7 of the rhenium, with the proviso that c is not greater than 3.multidot.b, and where R.sup.1 is identical or different and is an aliphatic hydrocarbon radical having from 1 to 10 carbon atoms, an aromatic hydrocarbon radical having from 6 to 10 carbon atoms or an arylalkyl radical having from 7 to 9 carbon atoms, with the radicals R.sup.1 being able, if desired, to be identically or differently substituted independently of one another and, in the case of .sigma.-bonded radicals, at least one hydrogen atom still being bonded to the carbon atom in the .alpha. position, as catalysts for the oxidation of electron-rich aromatic compounds and their derivatives and to a process for the oxidation of electron-rich aromatic compounds which comprises oxidizing electron-rich C.sub.6 -C.sub.
    Type: Grant
    Filed: January 25, 1995
    Date of Patent: April 1, 1997
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Wolfgang A. Herrmann, Joao D. G. Correia, Richard Fischer, Waldemar Adam, Jianhua Lin, Chantu R. Saha-Moller, Masao Shimizu
  • Patent number: 5476955
    Abstract: Disclosed herein are a quinone derivative represented by the following formula: ##STR1## wherein E.sup.1 and E.sup.2 are identical with or different from each other and mean individually a lower alkyl or lower alkoxy group, or may form an aromatic ring together, E.sup.3 denotes a lower alkyl group, n stands for 0 or an integer of 1-9, and a linkage ------ is a single or double bond, such as a vitamin K derivative or coenzyme Q derivative; and a process for the preparation of the quinone derivative at a high yield without forming any geometric isomer; as well as a 1,4,4.sub.a,8.sub.a -tetrahydro-4.sub.a .alpha.-alkenyl-1.alpha.,4.alpha.-methanonaphthalene-5,8-dione derivative which is useful as an intermediate for the preparation of the quinone derivative.
    Type: Grant
    Filed: March 1, 1994
    Date of Patent: December 19, 1995
    Assignee: Eisai Chemical Co., Ltd.
    Inventors: Kimio Hamamura, Tetsuo Iwama, Chiaki Seki, Masayuki Konishi
  • Patent number: 5318993
    Abstract: The present invention relates to novel benzoquinones which are useful as antihyperlipidemic agents. The present invention also provides a process for their preparation, pharmaceutical compositions, and a method for treating birds and mammals in need thereof which comprises administering to said host an effective amount of a benzoquinone of the present invention.
    Type: Grant
    Filed: April 16, 1993
    Date of Patent: June 7, 1994
    Assignee: Bristol-Myers Squibb Company
    Inventor: Bradley C. Pearce
  • Patent number: 5262552
    Abstract: An optically active (S)- or (R)-pentane compound of the general formula (11): ##STR1## wherein R.sub.11, R.sub.12 and R.sub.13 independently represent a hydrogen atom or a lower alkyl group having 1 to 4 carbon atoms, R.sub.14 represents a hydroxy, protected hydroxy or oxo group, if R.sub.14 is an oxo group, the ring denoting benzene in the above formula (11) is benzoquinone, R.sub.15 represents a hydrogen atom, hydroxy or acyloxy group, R.sub.16 represents a hydroxy or acyloxy group, and the chiral central carbon marked with a symbol * in said formula (11) alternatively has one of an R-configuration and an S-configuration, is disclosed. Further, intermediate products of the compound of the formula (11) are also disclosed. Still further, a process for manufacturing the above compounds is disclosed. The compound of the formula (11) is easily synthesized from an easily available optically active starting material.
    Type: Grant
    Filed: February 20, 1991
    Date of Patent: November 16, 1993
    Assignee: Asahi Denka Kogyo K.K.
    Inventors: Seiichi Takano, Kunio Ogasawara
  • Patent number: 5220042
    Abstract: 1,4-Benzoquinone derivatives and benzene derivatives having cerebral- and cardiac-blood flow improving activities and preventive activities of cerebral ischema with low toxicities, and thus are useful as activators for cardiac and cebral metabolisms, curing agents for heart failure, cardiac and cerebral blood flow improving agents, as well as anti-allergic agents for slow reacting allergy (IV-type allergy).
    Type: Grant
    Filed: November 21, 1989
    Date of Patent: June 15, 1993
    Assignee: Otsuka Pharmaceutical Co., Ltd.
    Inventors: Hideyuki Iwaki, Yoshiyasu Fukuyama, Kuniaki Matsui
  • Patent number: 5180842
    Abstract: Disclosed is a process for removing chlorine-containing impurities from quinone compounds such as p-bezonquinone. The process involves extracting a quinone compound containing 1000 ppm or more chlorine with heptane, cyclohexane or a mixture thereof and separating the quinone compound from the extraction mixture. The process provides a means for obtaining quinone compounds containing 50 ppm or less chlorine.
    Type: Grant
    Filed: August 16, 1991
    Date of Patent: January 19, 1993
    Assignee: Eastman Kodak Company
    Inventors: Yeong-Jen Kuo, Michael Bellas
  • Patent number: 5180400
    Abstract: Method for dyeing keratinous fibres, characterized in that at least one composition (A) containing at least one aminoindole in a medium appropriate for dyeing is applied to these fibres, the application of the composition (A) being preceded or followed by the application of a composition (B) containing, in a medium appropriate for dyeing, at least one quinone derivative chosen from ortho- or para-benzoquinones, ortho- or para-benzoquinone monoimines or diimines, 1,2- or 1,4-naphthoquinones, ortho- or para-benzoquinone sulphonimides, .alpha.,.omega.-alkylene-bis-1,4-benzoquinones, or 1,2- or 1,4-naphthoquinone monoimines or diimines, the aminoindoles and the quinone derivatives being chosen such that the difference in redox potential .DELTA.E between the redox potential E.sub.i of the aminoindoles, determined at pH 7 in a phosphate medium on a vitreous carbon electrode by voltametry, and the redox potential E.sub.
    Type: Grant
    Filed: May 29, 1991
    Date of Patent: January 19, 1993
    Assignee: L'Oreal
    Inventors: Alain Baudry, Alex Junino, Herve Richard
  • Patent number: 5149849
    Abstract: Disclosed is a process for the preparation of quinhydrones by the catalytic oxidation of aromatic diols with a peroxide in the presence of a catalyst system comprising a cerium carboxylate and a cupric carboxylate.
    Type: Grant
    Filed: March 18, 1991
    Date of Patent: September 22, 1992
    Inventors: Michael Bellas, Yeong-Jen Kuo, Fred H. Rash
  • Patent number: 5118823
    Abstract: Disclosed is a process for making quinones by oxidation of dihydroxyaromatic compounds in the presence of oxygen using supported platinum catalysts.
    Type: Grant
    Filed: December 13, 1990
    Date of Patent: June 2, 1992
    Assignee: Eastman Kodak Company
    Inventors: Dale E. Van Sickle, Garry L. Myers, William D. Nottingham, Glenn C. Jones
  • Patent number: 5110995
    Abstract: The invention relates to a process for the production of phenol or phenol derivatives by oxidation of the aromatic nucleus of benzene or benzene derivatives with nitrous oxide over a zeolite catalyst.
    Type: Grant
    Filed: March 12, 1991
    Date of Patent: May 5, 1992
    Assignee: Institute of Catalysis
    Inventors: Alexandr S. Kharitonov, Gennadii I. Panov, Kazimira G. Ione, Vyacheslav N. Romannikov, Galina A. Sheveleva, Lidia A. Vostrikova, Vladimir I. Sobolev
  • Patent number: 5107003
    Abstract: Disclosed is a process for the preparation of quinones by the catalytic oxidation of aromatic diols with a peroxide in the presence of a catalytic amount of ceric trihydroxyhydroperoxide.
    Type: Grant
    Filed: March 18, 1990
    Date of Patent: April 21, 1992
    Assignee: Eastman Kodak Company
    Inventors: Yeong-Jen Kuo, Michael Bellas, Phillip M. Hudnall
  • Patent number: 5104874
    Abstract: A series of 2-amino-5,6-dimethyl-1,4-benzoquinone derivatives, inhibitors of cyclooxygenase and lipoxygenase and useful as antiallergic and antiinflammatory agents.
    Type: Grant
    Filed: December 13, 1990
    Date of Patent: April 14, 1992
    Assignee: Pfizer Inc.
    Inventors: Takafumi Ikeda, Hiroaki Wakabayashi, Masami Nakane
  • Patent number: 5053053
    Abstract: Process for dyeing keratinous fibres, comprising the step of applying to these fibres at least one composition A containing, in a medium appropriate for dyeing, at least one mono- or di-hydroxyindole the application of the composition A being preceded or followed by the application of a composition B containing, in a medium appropriate for dyeing, at least one quinone derivative chosen from ortho- or para-benzoquinones, monoimines or diimines of ortho- or para-benzoquinones, 1,2- or 1,4-naphthoquinones, sulphonimides of ortho- or para-benzoquinones, .alpha., .omega.-alkylene-bis-1,4-benzoquinones, or 1,2- or 1,4-naphthoquinone-monoimines or -diimines; the mono- or di-hydroxyindoles and the quinone derivatives being chosen such that the oxidation-reduction potential difference .DELTA.E between the oxidation-reduction potential E.sub.i of the mono- or di-hydroxyindoles, determined at pH 7 in a phosphate medium on a vitreous carbon electrode by voltametry, and the oxidation-reduction potential E.sub.
    Type: Grant
    Filed: December 6, 1989
    Date of Patent: October 1, 1991
    Assignee: L'Oreal
    Inventors: Arnaud De Labbey, Alain Baudry, Daniel Bauer, Pierre Bore
  • Patent number: 4973720
    Abstract: There is provided a process of producing p-benzoquinone, wherein hydroquinone and hydrogen peroxide are reacted in water, an aqueous inorganic acid solution, an inert organic polar solvent or a mixture of water with an inert organic polar solvent in the presence of a catalyst selected from the group consisting of iodine, hydrogen iodide, and iodine compounds of metals.According to the process, p-benzoquinone can be obtained from hydroquinone with the yield and the quality of the p-benzoquinone being high without requiring any special facilities, equipments and operations.
    Type: Grant
    Filed: October 4, 1988
    Date of Patent: November 27, 1990
    Assignee: Sanko Kaihatsu Kagaku Kenkyusho
    Inventors: Toranosuke Saito, Kenichi Ikemoto, Hiroki Tsunomachi, Katsuya Sakaguchi