Terpene Alcohol Moiety Patents (Class 560/249)
  • Patent number: 9657313
    Abstract: The invention relates to an isoprene oligomer that contains a trans structural moiety and a cis structural moiety, which can be represented by the following formula (1), wherein at least 1 atom or group in the trans structural moiety is replaced by another atom or group. The invention also relates to a polyisoprene, which is biosynthesized using the isoprene oligomer and isopentenyl diphosphate. Further, this invention provides a rubber composition comprising the isoprene oligomer and/or the polyisoprene, and a pneumatic tire, including tire components (e.g., treads and sidewalls) formed from the rubber composition.
    Type: Grant
    Filed: April 19, 2016
    Date of Patent: May 23, 2017
    Assignees: SUMITOMO RUBBER INDUSTRIES, LTD., YAMAGATA UNIVERSITY
    Inventors: Yukino Miyagi, Naoya Ichikawa, Norimasa Ohya
  • Patent number: 9505699
    Abstract: The present invention is related to a novel and improved process for the production of dehydrolinalyl acetate (DLA), which IUPAC name is acetic acid 1-ethynyl-1,5-dimethyl-hex-4-enyl ester, starting from dehydrolinalool (DLL), which IUPAC name is 3,7-dimethyloct-6-en-1-yn-3-ol, by catalytic acetylation.
    Type: Grant
    Filed: May 7, 2014
    Date of Patent: November 29, 2016
    Assignee: DSM IP ASSETS B.V.
    Inventors: Werner Bonrath, Johannes Tschumi, Fabrice Aquino
  • Patent number: 9371342
    Abstract: The invention relates to an isoprene oligomer that contains a trans structural moiety and a cis structural moiety, which can be represented by the following formula (1), wherein at least 1 atom or group in the trans structural moiety is replaced by another atom or group. The invention also relates to a polyisoprene, which is biosynthesized using the isoprene oligomer and isopentenyl diphosphate. Further, this invention provides a rubber composition comprising the isoprene oligomer and/or the polyisoprene, and a pneumatic tire, including tire components (e.g., treads and sidewalls) formed from the rubber composition.
    Type: Grant
    Filed: June 28, 2011
    Date of Patent: June 21, 2016
    Assignees: SUMITOMO RUBBER INDUSTRIES, LTD., YAMAGATA UNIVERSITY
    Inventors: Yukino Miyagi, Naoya Ichikawa, Norimasa Ohya
  • Patent number: 9133085
    Abstract: The present invention provides a process for purifying a monoterpene or sesquiterpene having a purity greater than about 98.5% (w/w). The process comprises the steps of derivatizing the monoterpene (or sesquiterpene) to produce a monoterpene (or sesquiterpene) derivative, separating the monoterpene (or sesquiterpene) derivative, and releasing the monoterpene (or sesquiterpene) from the derivative. Also encompassed by the scope of the present invention is a pharmaceutical composition comprising a monoterpene (or sesquiterpene) having a purity greater than about 98.5% (w/w). The purified monoterpene can be used to treat a disease such as cancer. The present monoterpene (or sesquiterpene) may be administered alone, or may be co-administered with radiation or other therapeutic agents, such as chemotherapeutic agents.
    Type: Grant
    Filed: July 11, 2013
    Date of Patent: September 15, 2015
    Assignee: NEONC TECHNOLOGIES INC
    Inventors: Thomas Chen, Daniel Levin, Satish Puppali
  • Publication number: 20140187811
    Abstract: The present invention concerns a process for the preparation of a compound of formula (I) in the form of any one of its stereoisomers or mixtures thereof, wherein R represents a C2-C10 group of formula CORa wherein Ra is an alkyl or alkenyl group optionally comprising one or two ether functional groups or is a phenyl or benzyl group optionally substituted by one to three alkyl, alkoxyl, carboxyl, acyl, amino or nitro groups or halogen atoms.
    Type: Application
    Filed: June 28, 2012
    Publication date: July 3, 2014
    Applicant: FIRMENICH SA
    Inventor: Anthony A. Birkbeck
  • Publication number: 20140024113
    Abstract: This invention provides a method of synthesizing new active compounds for pharmaceutical uses including cancer treatment, wherein the cancers comprise breast, leukocytic, liver, ovarian, bladder, prostatic, skin, bone, brain, leukemia, lung, colon, CNS, melanoma, renal, cervical, esophageal, testicular, spleenic, kidney, lymphatic, pancreatic, stomach and thyroid cancers. This invention is an anti adhesion therapy which uses the compound as a mediator or inhibitor of adhesion proteins and angiopoietins. It inhibits excess adhesion and inhibits cell attachment. It modulates angiogenesis. The compounds also use as mediator of cell adhesion receptor, cell circulating, cell moving and inflammatory diseases.
    Type: Application
    Filed: September 6, 2013
    Publication date: January 23, 2014
    Applicant: PACIFIC ARROW LIMITED
    Inventors: Pui-Kwong CHAN, May Sung Mak
  • Publication number: 20130296323
    Abstract: This invention relates to geranylgeranyl acetone (GGA) derivatives and the use of GGA, its isomers, and GGA derivatives in methods for inhibiting neural death, increasing neural activity, increasing axon growth and cell viability, and increasing the survival rate of subjects administered the GGA or GGA derivatives.
    Type: Application
    Filed: February 27, 2013
    Publication date: November 7, 2013
    Applicant: COYOTE PHARMACEUTICALS, INC.
    Inventors: Hiroaki Serizawa, Ankush B. Argade, Akash Datwani, Natalie Spencer, Yonghua Pan, Florian Ermini
  • Publication number: 20130096209
    Abstract: The present invention provides edible compositions comprising a compound of the present invention, food products comprising such edible compositions and methods of preparing such food products. The present invention also provides methods of reducing the amount of NaCl in a food product, methods of reducing the sodium intake in a diet, and methods of reducing bitter taste in a food product.
    Type: Application
    Filed: April 15, 2011
    Publication date: April 18, 2013
    Applicants: Kraft Foods Global Brands LLC, Chromocell Corporation
    Inventors: David Hayashi, William P. Jones, Jane V. Leland, Peter H. Brown, Joseph Gunnet, Daniel Lavery, Louise Slade, Kambiz Shekdar, Jessica Langer
  • Patent number: 8378135
    Abstract: Multifunctional alcohols, polyols derived from cardanol containing at least 3 hydroxyl groups are disclosed. Such alcohols allow for synthesis of multifunctional crosslinkers such as acrylates, epoxies, and vinyl ethers and flame retardants such as >phosphates. The multifunctional alcohols or polyols can be used in polyurethanes and polycarbonates. The multifunctional crosslinkers can be used in optical coating and waveguide compositions to increase curing speed and crosslink density. The multifunctional phosphates can be used in flame resistant plastics as the highly pendant phosphorus containing phosphate non-halogen flame retardant additives.
    Type: Grant
    Filed: December 30, 2005
    Date of Patent: February 19, 2013
    Assignee: Council of Scientific and Industrial Research
    Inventors: Vadakkethonippurathu Sivankutty Nair Prasad, Chennakkattu Krishna Sadasivan Pillai
  • Publication number: 20120277308
    Abstract: This invention provides a method of synthesizing new active compounds for pharmaceutical uses including cancer treatment, wherein the cancers comprise breast, leukocytic, liver, ovarian, bladder, prostatic, skin, bone, brain, leukemia, lung, colon, CNS, melanoma, renal, cervical, esophageal, testicular, spleenic, kidney, lymphatic, pancreatic, stomach and thyroid cancers. This invention is an anti adhesion therapy which uses the compound as a mediator or inhibitor of adhesion proteins and angiopoietins. It inhibits excess adhesion and inhibits cell attachment. It modulates angiogenesis. The compounds also use as mediator of cell adhesion receptor, cell circulating, cell moving and inflammatory diseases.
    Type: Application
    Filed: July 15, 2011
    Publication date: November 1, 2012
    Applicant: PACIFIC ARROW LIMITED
    Inventors: Pui-Kwong Chan, May Sung Mak
  • Publication number: 20120184748
    Abstract: A compound is useful as a recyclable catalyst for esterification or acylation of alcohols and consists of saccharine and a compound comprising a pyridine moiety. In addition, also a method of preparing the compound and an ester synthesis method using the compound are introduced.
    Type: Application
    Filed: May 25, 2011
    Publication date: July 19, 2012
    Applicant: NATIONAL TAIPEI UNIVERSITY OF TECHNOLOGY
    Inventors: NORMAN LU, WEN-HAN TU, CHIEH-KENG LI
  • Publication number: 20120129924
    Abstract: The present invention relates to a pharmaceutical composition for preventing or treating hyperlipidemia, fatty liver, diabetes and obesity comprising a sesquiterpene derivative as an active ingredient. The sesquiterpene derivatives of the present invention leads to decrease in body fat weight, visceral fat weight and total cholesterol levels, triglyceride of plasma and liver tissue, blood glucose and blood insulin levels in a fast state, finally exhibiting efficacies on prevention or treatment of hyperlipidemia, fatty liver, diabetes and obesity.
    Type: Application
    Filed: October 20, 2008
    Publication date: May 24, 2012
    Applicant: KWANG DONG PHARM. CO., LTD.
    Inventors: Tae-Sun Park, Ha-Won Kim
  • Patent number: 8183395
    Abstract: Compounds of formulas I-IV: (I), (II), (III) (IV), wherein: R1 and R4-R23 are independently selected from H and 1-3 carbon lower alkyl; and R2 and R3 are independently selected from H, 1-3 carbon lower O II alkyl, and —C—Ra, wherein Ra is 1-3 carbon lower alkyl. Pharmaceutical compositions, which include any of Compounds I-IV and a pharmaceutically acceptable carrier, methods of inducing tumor cell apoptosis by administering to a patient in need thereof an effective amount of any of Compounds I-IV, and methods for obtaining any of Compounds I-IV by extracting the compound from coral are also provided.
    Type: Grant
    Filed: March 5, 2008
    Date of Patent: May 22, 2012
    Assignee: Rutgers, The State University of New Jersey
    Inventors: Paul Falkowski, Eric H. Andrianasolo, Liti Haramaty, Eileen White, Richard Lutz
  • Publication number: 20120070497
    Abstract: Disclosed are methods and compositions related to the use of boswellic acids (such as acetyl-11-keto-?-boswellic acid, 11-keto-?-boswellic acid, ?-boswellic acid, acetyl-?-boswellic acid, 9,11-dehydro-?-boswellic acid, acetyl-9,11-dehydro-?-boswellic acid, ?-boswellic acid, acetyl-?-boswellic acid, 11-dehydro-?-boswellic acid, acetyl-9,11-dehydro-?-boswellic acid, lupeolic acid, acetyl lupeolic acid, 12-ursene-2-diketone, incensole, incensole acetate, a derivative, in particular an ester thereof, a pharmaceutically acceptable salt thereof, a combination thereof, or a preparation containing one or more of these compounds) for the human medical or veterinary prophylaxis and/or treatment of: a) damage to and/or inflammation of the islets of Langerhans and/or b) damage to the B-cells of the islets of Langerhans.
    Type: Application
    Filed: September 22, 2011
    Publication date: March 22, 2012
    Applicant: Fraunhofer-Gesellschaft zur Forderung der angewandten Forschung e.V.
    Inventor: Hermann P.T. Ammon
  • Patent number: 8124804
    Abstract: A process for acylating organic hydroxy compounds, characterized in that the acylation is effected in the presence of a metal oxide which does not carry a catalyst and the use of such metal oxides for acylating organic hydroxy compounds.
    Type: Grant
    Filed: December 19, 2007
    Date of Patent: February 28, 2012
    Assignee: DSM IP Assets B.V.
    Inventors: Werner Bonrath, Valentina Pasquinelli
  • Patent number: 7951841
    Abstract: Compositions of and methods for using synthetic retinal derivatives as retinoid replacements and opsin agonists are provided.
    Type: Grant
    Filed: June 20, 2005
    Date of Patent: May 31, 2011
    Assignee: University of Washington
    Inventors: Krzysztof Palczewski, Matthew Batten
  • Publication number: 20100273801
    Abstract: The invention relates to compouns derived from betulin, and to the use thereof as antibacterial agents in pharmaceutical and cosmetic applications.
    Type: Application
    Filed: June 6, 2007
    Publication date: October 28, 2010
    Applicant: Valition teknillinen tutikimuskeskus
    Inventors: Jari Yli-Kauhaluoma, Salme Koskimies, Sami Alakurtti, Taru Mäkelä, Päivi Tammela
  • Patent number: 7612227
    Abstract: The present invention relates to a method for producing 3-methyl-2-butenyl acetate which comprises reacting 3-methyl-2-buten-1-ol with acetic anhydride in the presence of an inorganic base catalyst and a method for producing purified 3-methyl-2-butenyl acetate which comprises subjecting crude 3-methyl-2-butenyl acetate to a step (A) of contacting it with an aqueous solution of an alkali metal hydrogen sulfite, or a step (B) of contacting it with an aqueous solution of a base, or both steps (A) and (B).
    Type: Grant
    Filed: March 22, 2005
    Date of Patent: November 3, 2009
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Katsuhisa Masumoto, Makoto Itagaki
  • Patent number: 7355066
    Abstract: A process for making terpene esters is disclosed. Reaction of a terpene alcohol with acetic anhydride in the presence of a high-boiling amine provides a terpene ester. Acetic acid, which is distilled from the reaction mixture as it forms can be recovered. The terpene ester is distilled from the high-boiling amine to provide a product that is substantially free of nitrogen-containing impurities. The reaction mixture can be reused for subsequent acylations. The simple, economical process gives high-quality terpene esters while avoiding waste-disposal issues of other common acylation procedures.
    Type: Grant
    Filed: December 4, 2006
    Date of Patent: April 8, 2008
    Assignee: Millenium Specialty Chemicals, Inc.
    Inventors: Walter E. Johnson, C. Rodney Gorman
  • Patent number: 7214507
    Abstract: The invention provides a method for converting sesquiterpene. The method includes reacting a sesquiterpene substract with a sesquiterpene converting enzyme. The enzyme is from a species or organism containing sesquiterpenes. The sesquiterpene substrate is not naturally present in the species or organism.
    Type: Grant
    Filed: September 17, 2002
    Date of Patent: May 8, 2007
    Assignee: Plant Research International B.V.
    Inventors: Hendrik Jan Bouwmeester, Jan-Willem de Kraker, Marloes Schurink, Raoul John Bino, Aede de Groot, Maurice Charles R. Franssen
  • Patent number: 7196053
    Abstract: The present invention relates to the field of perfumery, and more precisely to a compound of formula (I) wherein R1 represents an C2 to C4 unsaturated hydrocarbon radical. The present invention concerns also the use of said compound in the perfumery industry as well as the compositions or articles associated with said compound.
    Type: Grant
    Filed: March 2, 2004
    Date of Patent: March 27, 2007
    Assignee: Firmenich SA
    Inventor: Alvin Scott Williams
  • Patent number: 7153979
    Abstract: A triterpene derivative useful for the treatment of hepatic disorders is disclosed. This compound comprises as an active ingredient a triterpene derivative represented by the following formula (I) or a salt thereof: wherein R1 represents a hydroxyl group, arylmethyloxy, lower alkoxy, or lower alkanoyloxy, R2 represents lower alkyl, lower alkenyl, —CH2OR5, formyl, —COOR6, or —CH2N(R7)R8, or R1 and R2 may combine with each other to form —O—C(R9)R10—O—CH2—, R3 and R4, which may be the same or different, represent a hydrogen atom, a hydroxyl group, lower alkyl, lower alkenyl, aryl, hydroxymethyl, —N(R11)R12, formyl, —COOR6, or —OR13, or R3 and R4 may combine with each other to form oxo, hydroxyimino, or alkylidene and X represents O, CH2, or NH.
    Type: Grant
    Filed: February 24, 2003
    Date of Patent: December 26, 2006
    Assignee: Meiji Seika Kaisha, Ltd.
    Inventors: Kazue Sasaki, Nobuto Minowa, Shoji Nishiyama, Hiroyuki Kuzuhara
  • Patent number: 6943266
    Abstract: Novel polycyclic cannabinoid analogs are presented which have preferentially high affinities for the cannabinoid CB2 receptor sites. The improved receptor affinity makes these analogs therapeutically useful as medications in individuals and animals for treatment of pain, glaucoma, epilepsy, nausea associated with chemotherapy.
    Type: Grant
    Filed: October 18, 2000
    Date of Patent: September 13, 2005
    Assignee: University of Connecticut
    Inventors: Alexandros Makriyannis, Atmaram Khanolkar
  • Patent number: 6479549
    Abstract: A novel carnosic acid derivative for promoting the synthesis of nerve growth factor (NGF), a composition comprising the carnosic acid derivative as an effective ingredient, as well as, a method of promoting the synthesis of NGF comprising administering an effective amount of the carnosic acid derivative as an effective ingredient to a subject requiring such promotion. The carnosic acid derivative, composition and method according to the present invention can safely and efficiently promote the production of NGF in the living body, without being accompanied by a side effect such as a loss of a quantitative balance of hormones in the living body.
    Type: Grant
    Filed: February 28, 2001
    Date of Patent: November 12, 2002
    Assignee: Nagase & Company, Ltd.
    Inventors: Kunio Kosaka, Toshitsugu Miyazaki, Toshio Yokoi
  • Patent number: 6384269
    Abstract: The compounds of formula in which the symbols R1, R2, R3 and R4 represent independently from each other a hydrogen atom or a methyl or ethyl group, the symbol X represents an oxygen atom or an alkylene group of formula in which n is an integer from 1 to 3, the symbols R6 and R7 represent each a hydrogen atom or a methyl or ethyl group, and R5 represents an alkyl or alkoxy group from C1 to C4, linear or branched, an alkenyl group from C2 to C4, linear or branched, or a group of formula in which Y has the same meaning as X and R8 is a linear or branched alkyl group from C1 to C4 or a linear or branched alkenyl group from C2 to C4, are novel compounds showing musky odors and which confer musky-velvety, voluminous and very tenacious notes to the products to which they are added.
    Type: Grant
    Filed: April 20, 2000
    Date of Patent: May 7, 2002
    Assignee: Firmenich SA
    Inventor: Alvin S. Williams
  • Patent number: 6348622
    Abstract: There is provided a compound of the formula[I]: wherein R represents a hydrogen atom or a protective group for a hydroxyl group; and A represents a hydrogen atom, a halogen atom or a group of the formula A1: Q represents Q3: when A represents a halogen atom or a protective group for a hydroyl group, A represents Q4:  wherein R1 and R2 represent a hydrogen atom or a protective group for a hydroxyl group; and when A represents a hydrogen atom, Q is Q2:
    Type: Grant
    Filed: February 9, 2000
    Date of Patent: February 19, 2002
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Toshiya Takahashi, Shinzo Seko, Takashi Miki
  • Publication number: 20010053857
    Abstract: The synthesis of taxol and other tricyclic and tetracyclic taxanes.
    Type: Application
    Filed: July 17, 2001
    Publication date: December 20, 2001
    Inventors: Robert A. Holton, Carmen Somoza, Hyeong Baik Kim, Mitsuru Shindo, Ronald J. Biediger, P. Douglas Boatman, Chase C. Smith, Feng Liang, Krishna K. Murthi
  • Patent number: 6201018
    Abstract: A triterpene derivative useful for the treatment of hepatic disorders is disclosed. This compound comprises as an active ingredient a triterpene derivative represented by the following formula (IV) or a salt thereof: Y represents a single bond to form a double bond in the ring with Y bonded thereto.
    Type: Grant
    Filed: August 26, 1998
    Date of Patent: March 13, 2001
    Assignee: Meiji Seika Kaisha, Ltd.
    Inventors: Kazue Sasaki, Nobuto Minowa, Shoji Nishiyama, Hiroyuki Kuzuhara
  • Patent number: 6080784
    Abstract: Compositions with protein kinase C-modulatory, anti-inflammatory and other activities are disclosed.
    Type: Grant
    Filed: June 7, 1995
    Date of Patent: June 27, 2000
    Assignee: Procyon Pharmaceuticals, Inc.
    Inventors: Paul E. Driedger, James Quick
  • Patent number: 5994598
    Abstract: A process for preparing perillyl alcohol by converting beta-pinene oxide into an alcohol in an acidic reaction medium, esterifying said alcohol to produce a mixture containing perillyl acetate, and hydrolyzing said perillyl acetate to perillyl alcohol.
    Type: Grant
    Filed: January 15, 1998
    Date of Patent: November 30, 1999
    Assignee: Doyle E. Chastain
    Inventors: Doyle E. Chastain, Naresh Mody, George Majetich
  • Patent number: 5955501
    Abstract: Compounds having anti-inflammatory and other activities are disclosed. The compounds are derived from phorboids of the diterpene- and benzolactam-classes.
    Type: Grant
    Filed: June 7, 1995
    Date of Patent: September 21, 1999
    Assignee: Procyon Pharmaceuticals, Inc.
    Inventors: Paul E. Driedger, James Quick
  • Patent number: 5891870
    Abstract: Compositions with anti-inflammatory and other activitites are disclosed. The compositions are derived from phorboids of the diterpene- and benzolactam-classes.
    Type: Grant
    Filed: June 7, 1995
    Date of Patent: April 6, 1999
    Assignee: Procyon Pharmaceuticals, Inc.
    Inventors: Paul E. Driedger, James Quick
  • Patent number: 5763645
    Abstract: A process for recovering and reusing a solvent and optical isomers, characterized by using a simulated moving packed bed which comprises an inlet for an eluent, an outlet for an extract containing an optical isomer strongly adsorbable on the packing, an inlet for a liquid containing an optical isomer mixture and an outlet for a raffinate containing an optical isomer weakly adsorbable on the packing in this order in a packed bed containing packings for optical resolution and arranged in a solvent circulation passage, and in which the inlets and the outlets are intermittently and successively moved in the direction of liquid flow in the packed bed; recovering the solvent and the optical isomer(s) from the resultant extract and/or raffinate; returning the recovered solvent into the solvent circulation passage; or when the solvent is not recovered, heating the extract or raffinate to racemize an undesired optical isomer and reusing the resultant solution containing a racemic modification for the separation of the
    Type: Grant
    Filed: November 13, 1995
    Date of Patent: June 9, 1998
    Assignee: Daicel Chemical Industries, Ltd.
    Inventors: Masakazu Negawa, Fumihiko Shoji
  • Patent number: 5596127
    Abstract: In a process for preparing terpene esters by reaction of camphene and a low molecular weight carboxylic acid over an acid ion exchanger as catalyst, the reactants are passed from below through the acid ion exchanger located in a column-shaped reactor at such a velocity that the ion exchanger is suspended to uniformly fill the reactor, i.e. gives a pseudofluid suspended bed. In the case of the preparation of isobornyl acetate, a high specific catalyst productivity, a high selectivity of the reaction with formation of small amounts of other esters, a high degree of conversion of the reaction component used in substoichiometric amount and a high total catalyst productivity are achieved.
    Type: Grant
    Filed: June 5, 1995
    Date of Patent: January 21, 1997
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Manfred Gscheidmeier, Rudolf Gutmann, Jakob Wiesm uller, Alfred Riedel
  • Patent number: 5498752
    Abstract: A process for recovering and reusing a solvent and optical isomers, characterized by using a simulated moving packed bed which comprises an inlet for an eluent, an outlet for an extract containing an optical isomer strongly adsorbable on the packing, an inlet for a liquid containing an optical isomer mixture and an outlet for a raffinate containing an optical isomer weakly adsorbable on the packing in this order in a packed bed containing packings for optical resolution and arranged in a solvent circulation passage, and in which the inlets and the outlets are intermittently and successively moved in the direction of liquid flow in the packed bed: recovering the solvent and the optical isomer(s) from The resultant extract and/or raffinate; returning the recovered solvent into the solvent circulation passage; or when the solvent is not recovered, heating the extract or raffinate to racemize an undesired optical isomer and reusing the resultant solution containing a racemic modification for the separation of the
    Type: Grant
    Filed: February 28, 1994
    Date of Patent: March 12, 1996
    Assignee: Daicel Chemical Industries, Ltd.
    Inventors: Masakazu Negawa, Fumihiko Shoji
  • Patent number: 5498738
    Abstract: The present invention a process for the preparation of a compound of the formula (X) useful as precursor for the A-ring in taxanes ##STR1## wherein R' is an ##STR2## in which R" is a linear, branched or cyclic alkyl group of 1 to 10 carbon atoms. The invention further relates to the novel compound (X) and to novel intermediates in said process.
    Type: Grant
    Filed: June 28, 1994
    Date of Patent: March 12, 1996
    Inventors: Esko Karvinen, Ari Koskinen
  • Patent number: 5374768
    Abstract: The present invention provides a process for producing an optically active cyclohexenone derivative characterized in that it comprises using a specialized cyclohexene derivative as a starting material, reacting the derivative with lipase by regioselective transesterification to obtain optically active cyclohexenone derivatives, represented by the following formulae.
    Type: Grant
    Filed: September 27, 1993
    Date of Patent: December 20, 1994
    Assignee: Chisso Corporation
    Inventors: Seiichi Takano, Kunio Ogasawara
  • Patent number: 5280048
    Abstract: A .beta.,.gamma.-dihydropolyprenyl alcohol derivative having the formula: ##STR1## wherein n is an integer of 5 to 7 and R is hydrogen, a lower alkyl group or an aliphatic or aromatic acyl group, is new and usrful as a prophylactic therapeutic agent for human and animal immuno-deficiency deseases and phylactic agent against human and animal infectious deseases. Another disclosed polyprenyl compound is also useful as the same agent.
    Type: Grant
    Filed: January 29, 1993
    Date of Patent: January 18, 1994
    Assignee: Eisai Co., Ltd.
    Inventors: Masaichi Yamamoto, Seiichi Araki, Hiroshi Yamamoto, Isao Yamatsu, Takeshi Suzuki, Akiharu Kajiwara, Yoshikazu Suzuki, Haruyoshi Arai
  • Patent number: 5166412
    Abstract: The compounds of the formula ##STR1## wherein R represents a 3,3-dimethyl-1-cyclopentyl or a 3,3-dimethyl-1-1cyclohexyl radical, R.sup.5 represents a saturated, linear or branched, C.sub.1 to C.sub.3 alkyl radical and, either R.sup.1 and R.sup.2 stand each for a hydrogen atom, R.sup.3 and/or R.sup.4 representing a methyl radical, or R.sup.3 and R.sup.4 represent each a hydrogen atom, R.sup.1 and/or R.sup.2 representing then a methyl radical, are novel compounds and useful perfuming ingredients, capable of imparting to the compositions into which they are incorporated odor notes of the musky-ambrette and fruity type.A process for the preparation of compounds (I) is disclosed.
    Type: Grant
    Filed: August 6, 1991
    Date of Patent: November 24, 1992
    Assignee: Firmenich S.A.
    Inventors: Wolfgang K. Giersch, Karl-Heinrich Schulte-Elte, Cyril Mahaim
  • Patent number: 5149843
    Abstract: Conjugated diene compounds of the general formula: ##STR1## which are industrially advantageous intermediates for preparing sarcophytol A useful as an anticarcinogenic promotor or antitumor agent are provided.
    Type: Grant
    Filed: June 7, 1991
    Date of Patent: September 22, 1992
    Assignee: Mitsubishi Kasei Corporation
    Inventors: Hisao Takayanagi, Yasunori Kitano, Yasuhiro Morinaka
  • Patent number: 5124455
    Abstract: There are disclosed compounds of the formula ##STR1## wherein R is ##STR2## R.sup.1 is hydrogen, lower alkyl or ##STR3## a is 1-3; b is 1-3;c is 0-2;X, Y and Z are each, independently, a bond, O, S. or NH, with the proviso that if one of X or Y is O, S or NH, the other must be a bond;R.sup.2 is amino, loweralkylamino, arylamino, loweralkoxy or aryloxy;R.sup.3 is hydrogen, halo, hydroxy, lower alkoxy, aryloxy, loweralkanoyloxy, amino, lower alkylamino, arylamino or loweralkanoylamino;R.sup.4 and R.sup.5 are each, independently hydrogen or lower alkyl;m is 0-4;n is 1-4; ando is 1-4;and, which by virtue of their ability to selectively inhibit an isoenzyme of 3':5'-cyclic AMP phosphodiesterase located in pulmonary smooth muscle tissue and inflammatory cells, are bronchodilatory and antinflammatory and so are useful in the treatment of acute and chronic bronchial asthma and associated pathologies.
    Type: Grant
    Filed: August 8, 1990
    Date of Patent: June 23, 1992
    Assignee: American Home Products Corporation
    Inventor: Louis J. Lombardo
  • Patent number: 5077046
    Abstract: A polyprenyl composition consisting essentially of a mixture of polyprenyl compounds represented by the following formula ##STR1## wherein A.sub.1 represents a hydroxyl or acetyloxy group, ##STR2## represents a trans-isoprene unit, ##STR3## represents a cis-isoprene unit, and n is an integer of from 11 to 19, said mixture containing substantial amounts of at least three compounds of formula (I) wherein n represents 14, 15 and 16 respectively as essential ingredients in a total amount of at least 70% by weight based on the weight of the mixture; and new compounds derived from the polyprenyl compounds of formula (I). These composition and compounds are useful for the synthesis of mamammalian dolichols.
    Type: Grant
    Filed: September 21, 1989
    Date of Patent: December 31, 1991
    Assignee: Kuraray Co., Ltd.
    Inventors: Yasuyuki Tanaka, Koichi Ibata, Masao Mizuno, Yoichi Ninagawa, Takashi Nishida
  • Patent number: 5030739
    Abstract: The invention is directed to a process for the catalytic oxidation of an isoprenoid containing at least one allylic hydrogen atom, which process comprises reacting the isoprenoid with oxygen or an oxygen-containing gas in an inert solvent in the presence of a N-hydroxydicarboxylic acid imide of the formula ##STR1## wherein A-B stands for CH.sub.2 -CH.sub.2, CH.dbd.CH, an aromatic hydrocarbon residue or a group derived from one of these groups in which one or more hydrogen atoms is/are replaced by alkyl or halogen,to produce a primary of secondary hydroperoxide.The process of the invention is suitable for the manufacture of steroids, vitamins, odorant substances, carotinoids and the like.
    Type: Grant
    Filed: August 31, 1990
    Date of Patent: July 9, 1991
    Assignee: Hoffman-La Roche Inc.
    Inventors: Joseph Foricher, Claude Furbringer, Karlheinz Pfoertner
  • Patent number: 4906794
    Abstract: The present invention provides lysosome liberation inhibitors comprising, as effective ingredients, cembrane-type diterpene compounds represented by the general formula (I) or (II): ##STR1## wherein R is a hydrogen atom or an acyl group. Also provided is histamine release inhibitors comprising the cembrane-type diterpene compounds represented by the general formula (I) or (II) above as effective ingredients.
    Type: Grant
    Filed: February 10, 1989
    Date of Patent: March 6, 1990
    Assignee: Mitsubishi Kasei Corporation
    Inventors: Kohei Umezu, Koichiro Hirayama, Kazuo Suzuki
  • Patent number: 4886904
    Abstract: A polyprenyl composition consisting essentially of a mixture of polyprenyl compounds represented by the following formula ##STR1## wherein A.sub.1 represents a hydroxyl or acetyloxy group, ##STR2## represents a trans-isoprene unit, ##STR3## represents a cis-isoprene unit, and n is an integer of from 11 to 19, said mixture containing substantial amounts of at least three compounds of formula (I) wherein n represents 14, 15 and 16 respectively as essential ingredients in a total amount of at least 70% by weight based on the weight of the mixture; and new compounds derived from the polyprenyl compounds of formula (I). These composition and compounds are useful for the synthesis of mammalian dolichols.
    Type: Grant
    Filed: August 5, 1987
    Date of Patent: December 12, 1989
    Assignee: Kuraray Co., Ltd.
    Inventors: Yasuyuki Tanaka, Koichi Ibata, Masao Mizuno, Yoichi Ninagawa, Takashi Nishida
  • Patent number: 4855488
    Abstract: A process for the preparation of a dicyclopentenol ester of the formula: ##STR1## wherein R is a C.sub.1-12 alkyl group, a C.sub.6-12 aryl group or a C.sub.6-12 substituted aryl group is disclosed. In this process dicyclopentadiene is reacted with an organic carboxylic acid of the formula:R--CO--OHin the presence of a catalyst. The catalyst comprises a readily volatile addition compound of BF.sub.3.
    Type: Grant
    Filed: May 25, 1988
    Date of Patent: August 8, 1989
    Assignee: Huels Aktiengesellschaft
    Inventors: Fritz Gude, Hans Bellut
  • Patent number: 4791222
    Abstract: Described is a novel process for preparing dihydromyrcenol defined according to the structure: ##STR1## or the acetate thereof comprising the steps of: (i) hydrogenating .alpha.-pinene to form .alpha.-pinane;(ii) pyrolizing the resulting .alpha.-pinane to form a mixture of hydrocarbons including dihydromyrcene (or, in the alternative, forming substantially the same mixture of hydrocarbons by other well known means);(iii) reacting the resulting pinane pyrolyzate or like mixture with hydrogen chloride gas in the presence of an acid catalyst, e.g., Lewis acid or protonic acid, to form a mixture of tertiary chlorides; then(iv) reacting the mixture of tertiary chlorides with water or acetic acid int he presence of a hydroxylation catalyst defined according to the formula:M.sub.P X.sub.Qwherein M represents an element selected from the group consisting of Zn, Ca, Mg, Mn and Co; wherein X represents O or an anion, e.g.
    Type: Grant
    Filed: July 31, 1984
    Date of Patent: December 13, 1988
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Mark A. Sprecker, Stephen R. Wilson, Leonard Steinbach, Thomas O'Rourke
  • Patent number: 4668820
    Abstract: Polyprenols or esters thereof, which are similar in the trans and cis configurations to dolichol, or mixtures thereof are obtained from the leaves of plants belonging to the genus Pinus L. of the family Pinaceae by extraction, if necessary followed by hydrolysis, esterification or transesterification or a combination thereof. These polyprenyl compounds and mixtures thereof are useful as favorable starting materials for the synthesis of dolichol.
    Type: Grant
    Filed: April 10, 1985
    Date of Patent: May 26, 1987
    Assignee: Kuraray Co., Ltd.
    Inventors: Koichi Ibata, Tetsuo Takigawa, Masafumi Okada, Masao Mizuno, Takashi Nishida
  • Patent number: 4665221
    Abstract: An improved process for the preparation of primary terpenoid alcohols, e.g. 6,7-dihydrogeraniol and phytol, and of their esters with formic acid. The terpenoid formates are obtained very advantageously by reacting the corresponding tert.-vinylcarbinols with more than 2 moles, per mole of vinylcarbinol, of aqueous formic acid of more than 70 percent strength by weight, or with anhydrous formic acid, at from 5.degree. to 100.degree. C. The primary terpenoid alcohols themselves are obtained from their formates by trans-esterification with a low-boiling alcohol in the presence of a catalytic amount of a strong base. The products are valuable compounds. For example, 6,7-dihydrogeraniol is used as a scent and phytol is used as a perfume fixative and as a starting material for the synthesis of naturally occurring materials.
    Type: Grant
    Filed: July 25, 1983
    Date of Patent: May 12, 1987
    Assignee: BASF Aktiengesellschaft
    Inventors: Frank Thoemel, Werner Hoffmann
  • Patent number: RE38659
    Abstract: The compounds of formula in which the symbols R1, R2, R3 and R4 represent independently from each other a hydrogen atom or a methyl or ethyl group, the symbol X represents an oxygen atom or an alkylene group of formula in which n is an integer from 1 to 3, the symbols R6 and R7 represent each a hydrogen atom or a methyl or ethyl group, and R5 represents an alkyl or alkoxy group from C1 to C4, linear or branched, an alkenyl group from C2 to C4, linear or branched, or a group of formula in which Y has the same meaning as X and R8 is a linear or branched alkyl group from C1 to C4 or a linear or branched alkenyl group from C2 to C4, are novel compounds showing musky odors and which confer musky-velvety, voluminous and very tenacious notes to the products to which they are added.
    Type: Grant
    Filed: December 23, 2002
    Date of Patent: November 23, 2004
    Assignee: Firmenich SA
    Inventor: Alvin S. Williams