Cyclic Alcohol Moiety Patents (Class 560/228)
  • Patent number: 9845285
    Abstract: The present invention provides crystalline solid and amorphous forms of (?)-halofenate. The crystalline solid forms may be used in various pharmaceutical compositions, and are particularly effective for the prevention and/or treatment of conditions associated with blood lipid deposition in a mammal, particularly those diseases related to Type 2 diabetes and hyperlipidemia. The invention also relates to a method for preventing or treating Type 2 diabetes and hyperlipidemia in a mammal comprising the step of administering a therapeutically effective amount of crystalline solid and amorphous forms of (?)-halofenate.
    Type: Grant
    Filed: December 3, 2015
    Date of Patent: December 19, 2017
    Assignees: CymaBay Therapeutics, Inc., DiaTex, Inc.
    Inventors: Edward D. Daugs, Eric J. Hagen, Jason A. Hanko, David H. Louks
  • Patent number: 8883037
    Abstract: Chiral liquid crystal compounds of the general formula (1): in which at least one of R1 and R2 is a chiral substituent, K may be a single bond or the same as K1-5 and K1-5 denote a six-membered ring system which rings may be at least partially unsaturated, wherein the number of atoms in these rings or ring systems between the two atoms forming a part of the link to the next ring, or to one of the substituents R1 and R2, does not differ by more than one if counted in the clockwise, and in the counter-clockwise sense, starting from the same atom in each case, X1-20 denote alkyl, or alkoxy, or fluorinated alkyl, or fluorinated alkoxy groups, or atom H, or halogen atoms, mixtures comprising such chiral liquid crystal compounds, and liquid crystal displays comprising such mixtures as active ingredients.
    Type: Grant
    Filed: April 15, 2013
    Date of Patent: November 11, 2014
    Assignee: Tetragon LC Chemie AG
    Inventors: Wolfgang Haase, Artsiom Lapanik
  • Patent number: 8816001
    Abstract: This invention pertains to methods for producing homogeneous recombinant proteins that contain polymer initiators at defined sites. The unnatural amino acid, 4-(2?-bromoisobutyramido)phenylalanine of formula 1, was designed and synthesized as a molecule comprising a functional group further comprising an initiator for an atom-transfer radical polymerization (‘ATRP”) that additionally would provide a stable linkage between the protein and growing polymer. We evolved a Methanococcus jannaschii (Mj) tyrosyl-tRNA synthetase/tRNACUA pair to genetically encode this unnatural amino acid in response to an amber codon. To demonstrate the utility of this functional amino acid, we produced Green Fluorescent Protein with the unnatural amino acid initiator of formula 1 site-specifically incorporated on its surface (GFP-1).
    Type: Grant
    Filed: March 7, 2013
    Date of Patent: August 26, 2014
    Assignee: Franklin and Marshall College
    Inventors: Ryan A. Mehl, Krzysztof Matyjaszewski, Saadyah Averick
  • Patent number: 8808960
    Abstract: A compound represented by the formula (I): wherein R1 represents a hydrogen atom etc., R2 and R3 each independently represent a hydrogen atom etc., R4 represents a C1-C8 divalent hydrocarbon group, R5 represents a single bond etc., and R6 represents an unsubstituted or substituted C6-C20 aromatic hydrocarbon group, a polymer comprising a structural unit derived from the compound represented by the formula (I) and a chemically amplified positive resist composition comprising the polymer, at least one acid generator and at least one solvent.
    Type: Grant
    Filed: March 8, 2010
    Date of Patent: August 19, 2014
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Makoto Akita, Isao Yoshida, Kazuhiko Hashimoto
  • Patent number: 8791289
    Abstract: An intermediate for preparing (meth)acrylated photoinitiators according to Formula (I): wherein: R1 is selected from the group consisting of hydrogen and a methyl group; A represents a group including at least one photoinitiating moiety; L represents a n+o-valent linking group including at least one carbon atom; n and o each independently represent an integer from 1 to 4; p is equal to 0 or 1; X represents a group selected from the group consisting of Cl, Br, I, and R2SO3; and R2 represents an optionally substituted group selected from the group consisting of an alkyl group, an alkenyl group, an alkynyl group, an alkaryl group, an aralkyl group, an aryl group and a heteroaryl group. Also, a method for the preparation of (meth)acrylated photoinitiators by ?-elimination of HX from the intermediate according to Formula (I).
    Type: Grant
    Filed: September 11, 2013
    Date of Patent: July 29, 2014
    Assignee: Agfa Graphics NV
    Inventor: Johan Loccufier
  • Patent number: 8664431
    Abstract: An intermediate for preparing (meth)acrylated photoinitiators according to Formula (I): wherein: R1 is selected from the group consisting of hydrogen and a methyl group; A represents a group including at least one photoinitiating moiety; L represents a n+o-valent linking group including at least one carbon atom; n and o each independently represent an integer from 1 to 4; p is equal to 0 or 1; X represents a group selected from the group consisting of CI, Br, I, and R2SO3; and R2 represents an optionally substituted group selected from the group consisting of an alkyl group, an alkenyl group, an alkynyl group, an alkaryl group-, an aralkyl group, an aryl group and a heteroaryl group. Also, a method for the preparation of (meth)acrylated photoinitiators by ?-elimination of HX from the intermediate according to Formula (I).
    Type: Grant
    Filed: November 27, 2008
    Date of Patent: March 4, 2014
    Assignee: Agfa Graphics NV
    Inventor: Johan Loccufier
  • Publication number: 20140030210
    Abstract: The present disclosure relates to a new polymerisation process in which ethylenically unsaturated monomers are polymerised by a living radical polymerisation process in the presence of an initiator and a catalyst. Polymers produced by this new process are also thought to be novel and may be used to derivatise biological molecules to improve their efficacy as therapeutic treatments. A preferred polymer is of formula The polymers are particularly suitable for derivatising proteins, such as interferon-?.
    Type: Application
    Filed: September 26, 2013
    Publication date: January 30, 2014
    Applicant: BIOCOMPATIBLES UK LIMITED
    Inventors: Stephen James BROCCHINI, Antony Robert GODWIN, Yiqing TANG, Andrew Lennard LEWIS
  • Publication number: 20130261259
    Abstract: This invention pertains to methods for producing homogeneous recombinant proteins that contain polymer initiators at defined sites. The unnatural amino acid, 4-(2?-bromoisobutyramido)phenylalanine of formula 1, was designed and synthesized as a molecule comprising a functional group further comprising an initiator for an atom-transfer radical polymerization (‘ATRP”) that additionally would provide a stable linkage between the protein and growing polymer. We evolved a Methanococcus jannaschii (Mj) tyrosyl-tRNA synthetase/tRNACUA pair to genetically encode this unnatural amino acid in response to an amber codon. To demonstrate the utility of this functional amino acid, we produced Green Fluorescent Protein with the unnatural amino acid initiator of formula 1 site-specifically incorporated on its surface (GFP-1).
    Type: Application
    Filed: March 7, 2013
    Publication date: October 3, 2013
    Applicant: FRANKLIN AND MARSHALL COLLEGE
    Inventors: Ryan A. Mehl, Krzysztof Matyjaszewski, Saadyah Averick
  • Publication number: 20130228720
    Abstract: Chiral liquid crystal compounds of the general formula (1): in which at least one of R1 and R2 is a chiral substituent, K may be a single bond or the same as K1-5 and K1-5 denote a six-membered ring system which rings may be at least partially unsaturated, wherein the number of atoms in these rings or ring systems between the two atoms forming a part of the link to the next ring, or to one of the substituents R1 and R2, does not differ by more than one if counted in the clockwise, and in the counter-clockwise sense, starting from the same atom in each case, X1-20 denote alkyl, or alkoxy, or fluorinated alkyl, or fluorinated alkoxy groups, or atom H, or halogen atoms, mixtures comprising such chiral liquid crystal compounds, and liquid crystal displays comprising such mixtures as active ingredients
    Type: Application
    Filed: April 15, 2013
    Publication date: September 5, 2013
    Applicant: Tetragon LC Chemie AG
    Inventors: Wolfgang Haase, Artsiom Lapanik
  • Patent number: 8492452
    Abstract: A polymerizable photoinitiator is represented by Formula (I): wherein R1, R2 and R3 are independently selected from the group consisting of a hydrogen, an optionally substituted alkyl group and an optionally substituted aryl group or R1 and R3 represent the necessary atoms to form a five to eight membered ring; p, w, y and z are all integers with y representing a value 1 to 6; p representing the sum of w and z; p representing a value of 1 to 6; w=1 to (p?z) and z=0 to (p?w); L represents an optionally substituted (p+y)-valent linking group comprising 1 to 14 carbon atoms; A represents a radically polymerizable group selected from the group consisting of an acrylate group, a methacrylate group, a styrene group, an acryl amide group, a methacryl amide group, a maleate group, a fumarate group, an itaconate group, a vinyl ether group, an allyl ether group, an allyl ester group and a vinyl ester group; and X represents a photoinitiating moiety including at least one group capable of initiating a free radical p
    Type: Grant
    Filed: December 1, 2009
    Date of Patent: July 23, 2013
    Assignee: Agfa Graphics NV
    Inventors: Johan Loccufier, Luc Van Maele, Jaymes Van Luppen, Roland Claes
  • Publication number: 20130144083
    Abstract: The preparation of novel fullerynes which are fullerenes (e.g. C60, C70, C80, etc.) that contain one or more alkyne functionalities and may contain additional functional groups such as hydroxyls, halogens, esters, haloesters, phenyl, oligo(ethylene glycol)s, perfluorinated alkyl chains, and the like. Two desired preparation routes are disclosed. The first one is the Fischer esterification in desired solvents using a special designed reactor in contrast to the heretofore initial Steglich reaction that results in side reactions and low yields. The second one uses acetylide Grignard reagents that have reduced nucleophilicity and higher stability in contrast to the use of heretofore initial lithium organyls or other Grignard reagents that would add to C60 with possible multi-additions in an uncontrollable manner.
    Type: Application
    Filed: July 6, 2011
    Publication date: June 6, 2013
    Applicant: The University of Akron
    Inventors: Xuehui Dong, Wenbin Zhang, Stephen Z. D. Cheng, Roderic P. Quirk
  • Patent number: 8203019
    Abstract: The present invention provides crystalline solid and amorphous forms of (?)-halofenate. The crystalline solid forms may be used in various pharmaceutical compositions, and are particularly effective for the prevention and/or treatment of conditions associated with blood lipid deposition in a mammal, particularly those diseases related to Type 2 diabetes and hyperlipidemia. The invention also relates to a method for preventing or treating Type 2 diabetes and hyperlipidemia in a mammal comprising the step of administering a therapeutically effective amount of crystalline solid and amorphous forms of (?)-halofenate.
    Type: Grant
    Filed: April 20, 2006
    Date of Patent: June 19, 2012
    Assignees: Metabolex, Inc., DiaTex, Inc.
    Inventors: Edward D. Daugs, Eric J. Hagen, Jason A. Hanko, David H. Louks
  • Patent number: 8053592
    Abstract: Provided that a method for inexpensively producing optically active ?-ionone with a high yield and a high asymmetric yield and with good workability in a short process, and a perfume composition comprising the optically active ?-ionone obtained by the aforementioned method. A method for producing optically active ?-ionone, comprising allowing ?-ionone as a mixture of optical isomers to react with an esterification agent, and hydrolyzing the obtained ?-ionone enol ester; a method for producing optically active ?-ionone comprising subjecting ?-ionone as a mixture of optical isomers to an asymmetric reduction, allowing the obtained optically active ?-ionol to react with an esterification agent to give an optically active ?-ionol ester, hydrolyzing the obtained optically active ?-ionol ester after purification as necessary, and then oxidizing the obtained optically active ?-ionol; and a perfume composition comprising thus obtained optically active ?-ionone.
    Type: Grant
    Filed: January 24, 2011
    Date of Patent: November 8, 2011
    Assignee: Takasago International Corporation
    Inventors: Tetsuya Yamamoto, Kenji Yagi, Kenya Ishida
  • Publication number: 20110136827
    Abstract: The invention provides certain bis-acylated hydroxylamine derivative compounds, pharmaceutical compositions and kits comprising such compounds, and methods of using such compounds or pharmaceutical compositions. In particular, the invention provides methods of using such compounds or pharmaceutical compositions for treating, preventing, or delaying the onset and/or develop of a disease or condition. In some embodiments, the disease or condition is selected from cardiovascular diseases, ischemia, reperfusion injury, cancerous disease, pulmonary hypertension and conditions responsive to nitroxyl therapy.
    Type: Application
    Filed: December 7, 2010
    Publication date: June 9, 2011
    Inventors: John P. Toscano, Art Sutton, Vincent J. Kalish, Frederick Arthur Brookfield, Stephen Martin Courtney, Lisa Marie Frost
  • Publication number: 20110118500
    Abstract: Provided that a method for inexpensively producing optically active ?-ionone with a high yield and a high asymmetric yield and with good workability in a short process, and a perfume composition comprising the optically active ?-ionone obtained by the aforementioned method. A method for producing optically active ?-ionone, comprising allowing ?-ionone as a mixture of optical isomers to react with an esterification agent, and hydrolyzing the obtained ?-ionone enol ester; a method for producing optically active ?-ionone comprising subjecting ?-ionone as a mixture of optical isomers to an asymmetric reduction, allowing the obtained optically active ?-ionol to react with an esterification agent to give an optically active ?-ionol ester, hydrolyzing the obtained optically active ?-ionol ester after purification as necessary, and then oxidizing the obtained optically active ?-ionol; and a perfume composition comprising thus obtained optically active ?-ionone.
    Type: Application
    Filed: January 24, 2011
    Publication date: May 19, 2011
    Applicant: TAKASAGO INTERNATIONAL CORPORATION
    Inventors: Tetsuya Yamamoto, Kenji Yagi, Kenya Ishida
  • Publication number: 20100305336
    Abstract: An intermediate for preparing (meth)acrylated photoinitiators according to Formula (I): wherein: R1 is selected from the group consisting of hydrogen and a methyl group; A represents a group including at least one photoinitiating moiety; L represents a n+o-valent linking group including at least one carbon atom; n and o each independently represent an integer from 1 to 4; p is equal to 0 or 1; X represents a group selected from the group consisting of Cl, Br, I, and R2SO3; and R2 represents an optionally substituted group selected from the group consisting of an alkyl group, an alkenyl group, an alkynyl group, an alkaryl group-, an aralkyl group, an aryl group and a heteroaryl group. Also, a method for the preparation of (meth)acrylated photoinitiators by ?-elimination of HX from the intermediate according to Formula (I).
    Type: Application
    Filed: November 27, 2008
    Publication date: December 2, 2010
    Applicant: AGFA GRAPHICS NV
    Inventor: Johan Loccufier
  • Publication number: 20100119484
    Abstract: The present disclosure relates to a new polymerisation process in which ethylenically unsaturated monomers are polymerised by a living radical polymerisation process in the presence of an initiator and a catalyst. Polymers produced by this new process are also thought to be novel and may be used to derivatise biological molecules to improve their efficacy as therapeutic treatments. A preferred polymer is of formula The polymers are particularly suitable for derivatising proteins, such as interferon-?.
    Type: Application
    Filed: February 12, 2008
    Publication date: May 13, 2010
    Applicant: BIONCOMPATIBLES UK LIMITED
    Inventors: Stephen James Brocchini, Antony Robert Godwin, Yiqing Tang, Andrew Lennard Lewis
  • Publication number: 20100105946
    Abstract: Poly(ethylene glycol) carbamate derivatives useful as water-soluble pro-drugs are disclosed. These degradable poly(ethylene glycol) carbamate derivatives also have potential applications in controlled hydrolytic degradation of hydrogels. In such degradable hydrogels, drugs may be either trapped in the gel and released by diffusion as the gel degrades, or they may be covalently bound through hydrolyzable carbamate linkages. Hydrolysis of these carbamate linkages releases the amine drug at a controllable rate as the gel degrades.
    Type: Application
    Filed: September 14, 2009
    Publication date: April 29, 2010
    Applicant: Nektar Therapeutics
    Inventors: Michael David Bentley, Xuan Zhao
  • Patent number: 7297812
    Abstract: An unsaturated, cyclic orthoester is prepared by reacting an unsaturated carboxylic acid with glycidol, thereby obtaining a reaction mixture; and adding an orthoester to the reaction mixture, thereby obtaining said unsaturated, cyclic orthoester.
    Type: Grant
    Filed: April 21, 2006
    Date of Patent: November 20, 2007
    Assignee: Degussa AG
    Inventors: Johannes Ruwwe, Jutta Hessing, Kerstin Bodmann
  • Patent number: 7193106
    Abstract: Provided are a novel halogenoacetoxyadamantane derivative which is useful as a modifying agent for a resin for a photoresist and a dry etching resistance-improving agent in the photolithography field, agricultural and medical intermediates and a compound for other various industrial products and a process for producing the same. To be specific, provided are a halogenoacetoxyadamantane derivative having a halogenoacetoxy group in an adamantane skeleton and a process for producing a halogenoacetoxyadamantane derivative, comprising the step of reacting a hydroxyl group of an adamantane skeleton with halogenoacetic halide or reacting the above hydroxyl group with a lithiation agent to derive it into a lithiumoxy group and then reacting halogenoacetic halide to introduce a halogenoacetoxy group.
    Type: Grant
    Filed: April 28, 2003
    Date of Patent: March 20, 2007
    Assignee: Idemitsu Kosan Co., Ltd.
    Inventors: Kouichi Kodoi, Shinji Tanaka, Toshihide Yoshitome
  • Patent number: 7015349
    Abstract: Compositions including a conjugate of ?-difluoromethylornithine can be applied topically to reduce hair growth.
    Type: Grant
    Filed: March 26, 2003
    Date of Patent: March 21, 2006
    Assignee: The Gillette Company
    Inventors: Anwar Jardien, Roman Rariy, Gurpreet S. Ahluwalia, Douglas Shander
  • Patent number: 6683202
    Abstract: The invention discloses a novel ester compound of an unsaturated carboxylic acid represented by the general formula in which R1 is preferably a hydrogen atom or methyl group, R2 is preferably a trifluoromethyl group, R3 is a non-aromatic polycyclic hydrocarbon group or, preferably, an adamantyl group and R4 is preferably a hydrogen atom or methyl group. This unsaturated ester compound is polymerizable to give a (co)polymeric resin which can be used as a base resinous ingredient in a photoresist composition for light exposure with ultraviolet light of a very short wavelength by virtue of the high transparency to the short-wavelength light. A synthetic method for the preparation of the novel ester compound is disclosed.
    Type: Grant
    Filed: February 22, 2002
    Date of Patent: January 27, 2004
    Assignee: Tokyo Ohka, Kogyo Co., Ltd.
    Inventors: Toshiyuki Ogata, Kotaro Endo, Hiroshi Komano
  • Publication number: 20020086884
    Abstract: Oncoproteins such as Ras and RhoB are known to induce cell division in an unrestrained manner when such proteins are localized at the inner surface of a cancer cell membrane. The localization is effected by the prenylation reaction, whereby a hydrophobic group (e.g. a farnesyl group) is attached to the protein in the presence of an enzyme (e.g. farnesyl protein transferase). Deactivation of the prenylation enzyme through covalent modification can therefore ultimately result in the mitigation and/or cessation of cancer cell growth. Various prenylation inhibitors having the necessary structural groups to bond covalently, or essentially irreversibly, to the prenylation enzyme include carbonyl or thiocarbonyl compounds (or masked versions of these compounds) and alpha oxo-epoxides bonded to a hydrophobic, substrate-mimicking group. The carbonyl or thiocarbonyl compounds also contain a nucleofugal atom or group to enhance the tendency to form covalent bonds.
    Type: Application
    Filed: October 23, 2001
    Publication date: July 4, 2002
    Inventors: Seth D. Rose, Scott R. Lefler, Steven R. Ottersberg, Ann Y. Kim, Karl J. Okolotowicz, Rosemarie F. Hartman
  • Patent number: 6403346
    Abstract: Enzymatic processes can produce intermediates for manufacturing retiferol derivatives that are useful for treating or preventing hyperproliferative skin diseases and for reversing conditions associated with photodamage. These processes can use as a starting material trihydroxycyclohexane, which can be chemically modified by a process that includes an enzymatic step, typically involving lipases of EC-class 3.1.1.3 or 3.1.1.34.
    Type: Grant
    Filed: September 6, 2001
    Date of Patent: June 11, 2002
    Assignee: Basilea Pharmaceutica AG
    Inventors: Hans Hilpert, Beat Wirz
  • 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
  • Patent number: 6278015
    Abstract: The present invention provides a process for preparing esters or thioesters of trifluoroacetic acid from trifluoroacetyl chloride and an alcohol or a thiol with the ester or thioester being present as the solvent. Esters and thioesters of trifluoroacetic acid are fine chemical intermediates which can be used in the manufacture of pharmaceuticals, agricultural chemicals, liquid crystals, dyes and industrial chemicals. Trifluoroacetate esters and thioesters can also be used as solvents in the manufacture of other fine chemicals, pharmaceuticals, agricultural chemicals, liquid crystals, industrial chemicals and dyes.
    Type: Grant
    Filed: July 17, 2000
    Date of Patent: August 21, 2001
    Assignee: Rohm and Haas Company
    Inventors: Lori Ann Spangler, Fereydon Abdesaken, Joshua Anthony Chong
  • Patent number: 6133472
    Abstract: Fluorine containing oxyvinyl compounds characterized by having one or more oxyvinyl groups separated from fluorine containing groups by at least one alkylene group having 2-8 carbon atoms and by at least one oxygen atom in addition to the oxygen on the oxyvinyl. In general the compounds of the invention have the generic formula:Rz(L).sub.a (Ry).sub.b OROCH.dbd.CH.sub.2.Where L is .dbd.CHCOOROCH.dbd.CH.sub.2 ; a is number of 0 to about 1; R.sub.y is --CO--; b is a number of 0 to about 1; R is cycloalkane or (CH.sub.2).sub.x --, where x is a number of about 2 through about 10; R.sub.z is R.sub.f C.sub.n H.sub.m where R.sub.f is a fluorinated alkylene moiety of about 1 to about 12 carbon atoms which may be linear or branch chained and may contain a further --OROCH.dbd.CH.sub.2 group; n is an integer of about 1 through about 6; and m is an integer of n to 2n.
    Type: Grant
    Filed: January 20, 1998
    Date of Patent: October 17, 2000
    Assignee: AlliedSignal Inc.
    Inventors: David Nalewajek, David Bradley, John Schabel, Robert Blomquist
  • Patent number: 5811578
    Abstract: Fluorinated alkene compounds useful for and methods of controlling nematodes, insects, and acards that prey on agricultural crops. Polar compounds are particularly useful for systemic control of pests.
    Type: Grant
    Filed: August 20, 1997
    Date of Patent: September 22, 1998
    Assignee: Monsanto Company
    Inventors: Dennis Paul Phillion, Peter Gerrard Ruminski, Gopichand Yalamanchili
  • Patent number: 5710279
    Abstract: The invention provides novel N-acyloxyalkyl-carboxamides of the general formula (I): ##STR1## in which R.sup.1 is alkyl, alkenyl, alkinyl, cycloalkyl, cycloalkylalkyl, arylalkyl or heteroarylalkyl, each of which is optionally substituted,R.sup.2 is optionally substituted alkyl andR.sup.3 is hydrogen, halogen or optionally substituted alkyl,in the isolated and pure form, and a process for their preparation.
    Type: Grant
    Filed: September 5, 1996
    Date of Patent: January 20, 1998
    Assignee: Bayer Aktiengesellschaft
    Inventors: Reinhard Lantzsch, Werner Lindner
  • Patent number: 5693251
    Abstract: An optically active phenol useful in the preparation of liquid crystalline compounds which is represented by the formula (V): ##STR1## wherein R.sub.2 represents an alkyl or alkoxyalkyl group having 1 to 20 carbon atoms optionally substituted by halogen atoms; Z' represents ##STR2## wherein q represents a number of 1 to 5 and * indicates asymmetric carbon atom; l represents a number of 2; t represents a number of 1 to 5; s represents a number of 0 or 1.
    Type: Grant
    Filed: November 23, 1994
    Date of Patent: December 2, 1997
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Takayuki Higashii, Isao Kurimoto, Shoji Toda, Masayoshi Minai, Takeshi Tani, Chizu Kawakami, Koichi Fujisawa
  • Patent number: 5599940
    Abstract: The invention provides novel N-acyloxyalkyl-carboxamides of the general formula (I): ##STR1## in which R.sup.1 is alkyl, alkenyl, alkinyl, cycloalkyl, cycloalkylalkyl, arylalkyl or heteroarylalkyl, each of which is optionally substituted,R.sup.2 is optionally substituted alkyl andR.sup.3 is hydrogen, halogen or optionally substituted alkyl,in the isolated and pure form, and a process for their preparation.
    Type: Grant
    Filed: February 24, 1995
    Date of Patent: February 4, 1997
    Assignee: Bayer Aktiengesellschaft
    Inventors: Reinhard Lantzsch, Werner Lindner
  • Patent number: 5534188
    Abstract: An acetylene derivative represented by general formula (I): ##STR1## wherein R.sup.1 is saturated or unsaturated alkyl group having 3-20 carbon atoms, R.sup.2 is saturated or unsaturated alkyl group having 1-20 carbon atoms which may optionally be substituted by halogen atom or alkoxyalkyl group having 2-20 carbon atoms, A and B represent phenylene group or the like or taken as --A--B-- represent naphthalene group or the like, m and s are each 0 or 1, n is integer of 1-6, and * means asymmetric carbon atom; a process for producing said acetylene derivative, a liquid crystal composition using the same as active ingredient, and a liquid crystal element using said composition.
    Type: Grant
    Filed: June 24, 1994
    Date of Patent: July 9, 1996
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Masayoshi Minai, Takayuki Higashii, Shoji Toda, Naoyuki Takano, Kayoko Ueda, Koichi Fujisawa
  • Patent number: 5468904
    Abstract: A fluorine-containing benzophenone derivative of the formula (1), (2) or (3):.PHI..sup.1 (--X.sup.1 --Q.sup.1 --R.sub.f.sup.1).sub.n (1).PHI..sup.2 --X.sup.2 --Q.sup.2 --R.sub.f.sup.2 --Q.sup.3 --X.sup.3 --.PHI..sup.3 (2).PHI..sup.4 --X.sup.4 --Q.sub.f --X.sup.5 --.PHI..sup.5 (3)wherein .PHI..sup.1 is a 2-hydroxybenzophenone structure of the formula ka-1: ##STR1## (wherein Y is a hydrogen atom or a hydroxyl group, each of k and m indicates the number of bond sites, k is an integer of from 0 to 3, and m is an integer of from 0 to 3, provided that 1.ltoreq.(k+m).ltoreq.4), n corresponds to (k+m) and is an integer of from 1 to 4, each of .PHI..sup.2, .PHI..sup.3, .PHI..sup.4 and .PHI..sup.5 is a 2-hydroxybenzophenone structure of the formula ka-1 wherein (k+m) is 1, each of X.sup.1, X.sup.2, X.sup.3, X.sup.4 and X.sup.5 is a single bond or an oxygen atom, Q.sup.1 is a single bond or a bivalent linking group having a carbon atom directly bonded to X.sup.1, each of Q.sup.2 and Q.sup.
    Type: Grant
    Filed: February 4, 1994
    Date of Patent: November 21, 1995
    Assignee: Asahi Glass Company Ltd.
    Inventors: Ryoko Osawa, Takashige Maekawa, Tatsuo Momii, Satoshi Kamata
  • Patent number: 5385693
    Abstract: Disclosed herein are optically active carboxylic acid or acid halide compounds of formula III: ##STR1## Wherein R.sub.2 represents an optically active alkyl or alkoxyalkyl group having 3 to 15 carbon atoms optionally substituted by halogen atoms; R' represents a hydroxyl group or a halogen atom; k is 0 or 1; and n represents an integer of 1 to 6.
    Type: Grant
    Filed: May 17, 1993
    Date of Patent: January 31, 1995
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Takayuki Higashii, Isao Kurimoto, Shoji Toda, Masayoshi Minai, Takeshi Tani, Chizu Kawakami, Koichi Fujisawa, Kiyoshi Imamura
  • Patent number: 5321044
    Abstract: 15,16-Seco-19-nor progestins are provided which display elevated progestational activity with a minimum of ancillary hormonal activity. Processes for the preparation of the novel progestins are provided as are methods of use. A preferred method of use is in the suppression of ovulation in the human female.
    Type: Grant
    Filed: May 4, 1992
    Date of Patent: June 14, 1994
    Assignee: SRI International
    Inventors: Richard H. Peters, Masato Tanabe
  • Patent number: 5292928
    Abstract: In a process for reacting a low molecular weight hydroxy compound with a carboxylic acid halide, a small amount of the acid halide is introduced into the reaction vessel and the remainder of the acid halide and the hydroxy compound are added gradually in an approximately stoichiometric ratio. The hydrogen halide formed is thus prevented from dissolving in the reaction medium. The heat of reaction to be dissipated is negligible.
    Type: Grant
    Filed: July 31, 1992
    Date of Patent: March 8, 1994
    Assignee: Hoechst Aktiengesellschaft
    Inventor: Karlheinz Miltenberger
  • Patent number: 5264151
    Abstract: Disclosed herein are optically active phenols of formula (V) which are useful as precursors for esters used in liquid crystalline crystalline mixtures: ##STR1## wherein R.sub.2 represents an optically active alkyl or alkoxyalkyl group having 3 to 15 carbon atoms optionally substituted by halogen atoms; k represents a number of 0 or 1; n represents a number of 1 to 6.
    Type: Grant
    Filed: March 20, 1992
    Date of Patent: November 23, 1993
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Takayuki Higashi, Isao Kurimoto, Shoji Toda, Masayoshi Minai, Takeshi Tani, Chizu Kawakami, Koichi Fujisawa, Kiyoshi Imamura
  • Patent number: 5100460
    Abstract: Herbicides of formula: ##STR1## in which: n=0,1, 2f=0,1A is chosen from the groups ##STR2## in which: Ar is chosen from the groups ##STR3## B is chosen from optionally substituted C.sub.1 -C.sub.10 alkyl and C.sub.3 -C.sub.
    Type: Grant
    Filed: July 13, 1989
    Date of Patent: March 31, 1992
    Assignee: Rhone-Poulenc Agrochimie
    Inventors: Philippe Desbordes, Michel Euvrard
  • Patent number: 5049676
    Abstract: A process for the preparation of optically active esters of 2-chloropropionic acid of the formula: ##STR1## from an optically active lactate of the formula: ##STR2## with inversion of configuration. COOR.sub.1 in formula I and formula II is a hydrolyzable group. The lactate of formula II is brought into contact with SOCl.sub.2, followed by decomposition of the chlorosulfite formed, the process being one in which at least the decomposition stage is carried out in the presence of an ether.
    Type: Grant
    Filed: May 30, 1990
    Date of Patent: September 17, 1991
    Assignee: Rhone-Poulenc Chimie
    Inventors: Pascal Metivier, Harivelo Rajoharisson
  • Patent number: 5041620
    Abstract: A method for producing an optically active 2-cyclopenten-4-one-1-ol ester useful as an intermediate for medicines, agricultural chemicals and represented by the general formula (I), ##STR1## wherein R represents a saturated or unsaturated aliphatic hydrocarbon residue which may or may not be substituted with a halogen atom, and a mark * represents an asymmetric carbon,which comprises bringing a 2-cyclopenten-4-one-1-ol ester represented by the general formula ##STR2## wherein R represents a saturated or unsaturated aliphatic hydrocarbon residue which may or may not be substituted with a halogen atom, into contact with an optically active 1,6-diphenyl-2,4-hexadiyne-1,6-diol derivative represented by the general formula (II), ##STR3## wherein R' represents a halogenated phenyl, lower alkylphenyl, naphthyl or tertiary lower alkyl group, and a mark * represents an asymmetric carbon,in an organic solvent to obtain an optically active cyclopentenone ester complex which is a bound product of the optically active 2-c
    Type: Grant
    Filed: August 4, 1986
    Date of Patent: August 20, 1991
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Fumio Toda, Masayoshi Minai
  • Patent number: 5026899
    Abstract: The invention relates to novel 2-acyl-1,3-cyclohexanediones and the oxime ethers thereof with herbicidal and plant growth regulating properties.The novel 2-acyl-1,3-cyclohexanediones and the oxime ethers thereof are of the formula I ##STR1## wherein A is a 2- or 7-membered alkylene bridge, or a 3- to 7-membered alkenylene bridge which may be mono- or polyunsaturated,n is 0, 1 or 2,R.sub.1 is C.sub.1 -C.sub.4 alkyl or benzyl,R.sub.2 is C.sub.1 -C.sub.6 alkyl which is unsubstituted or substituted by halogen, C.sub.1 -C.sub.4 alkoxy or C.sub.1 -C.sub.4 alkylthio; or is C.sub.3 -C.sub.6 cycloalkyl; or phenyl, benzyl or phenylethyl, the phenyl ring of each of which may be substituted by halogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 alkylthio, C.sub.1 -C.sub.4 haloalkyl, C.sub.1 -C.sub.4 haloalkoxy, cyano or nitro,X is oxygen or a radical --NOR.sub.3, andR.sub.3 is C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 haloalkyl, C.sub.3 -C.sub.6 alkenyl, C.sub.3 -C.sub.6 haloalkenyl or C.sub.3 -C.
    Type: Grant
    Filed: December 13, 1989
    Date of Patent: June 25, 1991
    Assignee: Ciba-Geigy Corporation
    Inventor: Hans Tobler
  • Patent number: 5026898
    Abstract: A process for regioselectively preparing phosphorylated cyclitols, in particular phosphorylated inositols such as myo-inositol 1,4,5-tris(phosphate) and muo-inositol 1,3,4,5-tetrakis(phosphate). Novel cyclitols produced by means of this process are also described.
    Type: Grant
    Filed: January 31, 1990
    Date of Patent: June 25, 1991
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: Frank W. Hobbs, James L. Meek
  • Patent number: 5025017
    Abstract: Seco-mevinic acid derivatives are provided which has the structure ##STR1## including all stereoisomers thereof, wherein Z is ##STR2## R is H, alkali metal or lower alkyl, R.sup.1 is H, lower alkyl, aryl, lower alkoxy, cycloalkyl, heteroaryl, aralkyl, heteroaralkyl or heterocyclic; R.sup.2 is lower alkyl, cycloalkyl or aralkyl, and X is O or NR.sup.5 wherein R.sup.5 is H or lower alkyl, and are HMG CoA reductase inhibitors and thus are useful as antihypercholesterolemic agents and in treating atherosclerosis. New intermediates for preparing the above seco-mevinic acid derivatives are also provided.
    Type: Grant
    Filed: September 28, 1989
    Date of Patent: June 18, 1991
    Assignee: E. R. Squibb & Sons, Inc.
    Inventor: Donald S. Karanewsky
  • Patent number: 5021453
    Abstract: Compounds of formula (I) and (II): ##STR1## are HMG-CoA reductase inhibitors.
    Type: Grant
    Filed: June 6, 1990
    Date of Patent: June 4, 1991
    Assignee: Merck & Co., Inc.
    Inventors: Henry Joshua, Kenneth E. Wilson, Michael S. Schwartz, Ta J. Lee, Gerald E. Stokker
  • Patent number: 4973426
    Abstract: An optically active compound having particularly a specific feature of increasing spontaneous polarization value as one of important specific features for ferroelectric liquid crystal compositions, and a ferroelectric liquid crystal composition containing the compound are provided, which compound is expressed by the formula ##STR1## wherein R.sup.1 represents a linear or branched chain alkyl, alkoxy, alkanoyl, alkoxycarbonyl or alkoxycarbonyloxy each of 1 -15C, H, halogen or -CN; R.sup.2 represents an optically active group having 2-20 skeletal atoms, ##STR2## wherein X represents H, halogen or -CN; l represents an integer of 1-10; m is 0 or 1; and * indicates asymmetric C.
    Type: Grant
    Filed: February 25, 1988
    Date of Patent: November 27, 1990
    Assignee: Chisso Corporation
    Inventors: Kouji Ohno, Shinichi Saito, Hiromichi Inoue, Kazutoshi Miyazawa, Makoto Ushioda
  • Patent number: 4877899
    Abstract: Sulfur-substituted alkenyl compounds, synthesis thereof, intermediates therefor, and the use of the compounds to control pests.
    Type: Grant
    Filed: November 23, 1983
    Date of Patent: October 31, 1989
    Assignee: Sandoz Ltd.
    Inventors: Robert L. Carney, Thomas L. Brown
  • Patent number: 4866189
    Abstract: There is provided a novel and efficient stereoselective total synthesis of epipodoplyllotoxin and related epipodophyllotoxin compounds of the general formula ##STR1## wherein R.sup.1 and R.sup.2 each are independently hydrogen or (lower)-alkoxy, or R.sup.1 and R.sup.2, taken together, is methylenedioxy; R.sup.4 and R.sup.6 each are independently hydrogen or (lower)alkoxy; and R.sup.5 is hydrogen or a phenol-protecting group; or an acid addition salt thereof. The present invention also provides novel intermediates and processes for the preparation of said intermediates, which are then converted into known antineoplastic agents.
    Type: Grant
    Filed: September 16, 1988
    Date of Patent: September 12, 1989
    Assignee: Bristol-Myers Company
    Inventors: Dolatrai M. Vyas, Paul M. Skonezny
  • Patent number: 4855429
    Abstract: The novel compounds are chiral esters formed from .alpha.-substituted carboxylic acids and mesogenic hydroxyl compounds of the general formula (I) ##STR1## in which the symbols have the following meaning: MO=molecular radical of a mesogenic hydroxyl compound MOH after removing an H, the radial MO being expressed by the general formula (II):R.sup.2 --(A.sup.1).sub.n1 --(B--).sub.n2 (A.sup.2).sub.n3 --O(II)where the meaning ofR.sup.2 is a straight-chain or branched (C.sub.1 -C.sub.12)alkyl or alkenyl, it being possible for one or two nonadjacent CH.sub.2 groups to be replaced by O and/or S atoms, or if n1=1, also F, Cl, Br or CN,A.sup.1, A.sup.2 are, independently of each other, 1,4-phenylene, pyrimidine-2,5-diyl, 1,4-cyclohexylene, 1,3-dioxane-2,5-diyl, 1,3-dithiane-2,5-diyl, or 1,4-bicyclo(2,2,2)octylene, it being possible for said groups to be substituted at least singly by F, Cl, Br, CN and/or (C.sub.1 -C.sub.12)alkyl (optionally, one or two nonadjacent CH.sub.
    Type: Grant
    Filed: May 28, 1987
    Date of Patent: August 8, 1989
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Gerd Heppke, Christian Bahr, Ingrid Muller, Dieter Ohlendorf, Rainer Wingen
  • Patent number: 4820331
    Abstract: Cyclohexenone derivatives of the general formula ##STR1## where R is C.sub.1 -C.sub.6 -alkyl, cyclopropyl, phenyl or C.sub.2 -C.sub.6 -alkoxyalkyl, R.sup.1 is hydrogen, tetrahydropyran-2-yl, benzoyl or unsubstituted or halo-substituted C.sub.1 -C.sub.6 -alkanoyl, and R.sup.2 is hydrogen or C.sub.1 -C.sub.6 -alkyl, and phytophysiologically tolerable salts thereof, and their use for regulating plant growth.
    Type: Grant
    Filed: December 3, 1987
    Date of Patent: April 11, 1989
    Assignee: BASF Aktiengesellschaft
    Inventors: Michael Keil, Ulrich Schirmer, Dieter Kolassa, Juergen Kast, Wilhelm Rademacher, Johann Jung
  • Patent number: 4797441
    Abstract: The present disclosure relates to novel compounds of the formula: ##STR1## where Y is a hydrogen atom or a metal group and p=1 or 2, and when p=1, ##STR2## n=2, 3, 4 or 5 and n+r.ltoreq.5 and when p=2, ##STR3## m=2, 3 or 4 and m+s.ltoreq.4 and q=0 or 1, where R represents a lower alkyl group containing 1 to 3 carbon atoms, and when q=1, A has the meaning of a substituted or unsubstituted alkylidene group containing 1 to 3 carbon atoms, SO.sub.2, S or O; fire retardant polymer compositions in which these compounds are incorporated, and shaped articles that are entirely or partly made up of such fire retardant polymer compositions.
    Type: Grant
    Filed: June 11, 1987
    Date of Patent: January 10, 1989
    Assignee: Akzo N.V.
    Inventors: William J. Parr, Peter Hope