At Least Two Additional Chalcogens Bonded Directly To The Lactone Ring Patents (Class 549/314)
  • Patent number: 11208392
    Abstract: Provided herein is a process for preparing D-glucaro-6,3-lactone monoamide from D-glucaro-6,3-lactone.
    Type: Grant
    Filed: September 28, 2018
    Date of Patent: December 28, 2021
    Assignee: BASF SE
    Inventors: Dominik Ohlmann, Boris Tissberger, Thomas Bodenstein
  • Publication number: 20150126752
    Abstract: Disclosed is a process to prepare a ribonolactone compound of Formula (I): comprising the step of reacting a fructosamine compound of Formula (II): in the presence of a calcium salt and a base in a nonaqueous reaction medium, to provide said ribonolactone compound of Formula (I).
    Type: Application
    Filed: June 12, 2013
    Publication date: May 7, 2015
    Inventors: Sarah Evelyn Steinhardt, Martin D. Eastgate
  • Publication number: 20130274479
    Abstract: The invention relates to a process for the aminohydroxylation of alkenes using N-oxycarbamate reagents, e.g. N-acyloxycarbamate, N-alkyloxycarbonyloxycarbamate and N-aralkoxycarbonyloxycarbamate reagents. The invention particularly relates to an intermolecular aminohydroxylation reaction that can be carried out in the absence of added base. The invention also relates to novel N-oxycarbamate reagents that are stable crystalline materials. The process of the invention is useful in the synthesis of compounds having a vicinal amino alcohol moiety, such as biologically active compounds.
    Type: Application
    Filed: June 20, 2011
    Publication date: October 17, 2013
    Applicant: INDUSTRIAL RESEARCH LIMITED
    Inventors: Simon Peter Harold Mee, Andreas Luxenburger, Lawrence Daniel Harris
  • Publication number: 20130122110
    Abstract: What is disclosed in the invention is a preparation method of a supercritical Cinnamomum subavenium extract, which is made from the material, the dried stem of C. subavenium. The extract is obtained by extracting C. subavenium which is pulverized as particles with supercritical carbon dioxide fluid. The C. subavenium extract or its active ingredient, subamolide A, can be used to inhibit the growth of human urothelial carcinoma cell lines. In addition, the C. subavenium extract (or subamolide A) is able to synergistically inhibit the growth of human urothelial carcinoma cell lines with cisplatin (CDDP) or gemcitabine (Gem). Therefore, the C. subavenium extract (or subamolide A) can be an anticancer drug alone, or forms a pharmaceutical composition with CDDP (or Gem) to treat with cancers in respect of urinary system.
    Type: Application
    Filed: March 21, 2012
    Publication date: May 16, 2013
    Applicant: KAOHSIUNG MEDICAL UNIVERSITY
    Inventors: JIH-HENG LI, A-MEI HUANG, CHUNG-YI CHEN, PEI-JUNG LIEN, CHIUNG-HUI LIU
  • Patent number: 8404743
    Abstract: Disclosed are compounds comprising a zinc oxide molecule chemically bound to one or more molecules having an acidic hydrogen, such as an organic acid. The invention also provides compositions comprising such compounds and methods of preparing such compounds. The compounds of the invention may be provided in, for example, topical skin formulations, pharmaceutical compositions, or delivery systems for active ingredients.
    Type: Grant
    Filed: October 31, 2011
    Date of Patent: March 26, 2013
    Assignee: Mary Kay Inc.
    Inventor: James Swanzy
  • Publication number: 20110275838
    Abstract: The present invention relates to a process for obtaining cinatrins C1 and C3 and derivatives thereof which comprises the hydroxylation of a compound of formula (III).
    Type: Application
    Filed: May 5, 2009
    Publication date: November 10, 2011
    Applicant: CONSEJO SUPERIOR DE INVESTIGACIONES CIENTIFICAS
    Inventors: Pedro Noheda Marin, Luis Miguel Lozano Gordillo, Sergio Maroto Quintana
  • Patent number: 7601820
    Abstract: The present invention provides (i) a process for preparing a 2-deoxy-2-fluoro-2-methyl-D-ribonolactone derivative, (ii) conversion of the lactone to nucleosides with potent anti-HCV activity, and their analogues, and (iii) a method to prepare the anti-HCV nucleosides containing the 2-deoxy-2-fluoro-2-C-methyl-?-D-ribofuranosyl nucleosides from a preformed, preferably naturally-occurring, nucleoside.
    Type: Grant
    Filed: February 13, 2006
    Date of Patent: October 13, 2009
    Assignee: Pharmasset, Inc.
    Inventors: Peiyuan Wang, Wojciech Stec, Byoung-Kwon Chun, Junxing Shi, Jinfa Du
  • Publication number: 20090093459
    Abstract: The present invention relates to 2-alkoxy-3,4,5-trihydroxyalkylamide benzothiazepine compounds, to pharmaceutical compositions comprising such compounds, to methods of treatment comprising administering such compounds, to processes for the preparation of such compounds and to intermediate precursors to such compounds.
    Type: Application
    Filed: November 10, 2008
    Publication date: April 9, 2009
    Applicant: SANOFI-AVENTIS
    Inventors: Jidong ZHANG, Yannick BENEDETTI, Frederico NARDI, Alain COMMERCON
  • Publication number: 20090075971
    Abstract: The present invention relates to 2-alkoxy-3,4,5-trihydroxyalkylamide derivatives, to pharmaceutical compositions comprising such compounds, to methods of treatment comprising administering such compounds, to processes for the preparation of such compounds, and to intermediate precursors to such compounds.
    Type: Application
    Filed: November 10, 2008
    Publication date: March 19, 2009
    Applicant: SANOFI-AVENTIS
    Inventors: Jidong Zhang, Yannick Benedetti, Alain Commercon
  • Patent number: 6891036
    Abstract: The present invention relates to a new process in 3 steps starting from 2-C-methyl-D-ribopentono-1,4-lactone for the preparation of tetra-acyl ribofuranose derivatives of formula (I): useful in the synthesis of nucleotides.
    Type: Grant
    Filed: May 27, 2003
    Date of Patent: May 10, 2005
    Assignee: Inalco S.p.A.
    Inventors: Giancarlo Tamerlani, Liana Salsini, Ilaria Lombardi, Debora Bartalucci, Giovanni Cipolletti
  • Publication number: 20030088110
    Abstract: The present invention relates to a novel chiral compound of Hibiscus acid bearing lactone moiety of formula I, 1
    Type: Application
    Filed: September 5, 2001
    Publication date: May 8, 2003
    Inventors: Ibrahim Ibnu Saud, Chitra Gopinath, Beena Thomas
  • Patent number: 6492534
    Abstract: Processes for the preparation of pyrrolidones (7 and 8) and pyrrolidines (9 and 10) from tri-O-acetyl-D-erythro-4-pentulosonic acid esters are described. The compounds are aza sugar analogs of D-ribofuranoside and are intermediates to drugs which regulate nucleoside and nucleic acid synthesis.
    Type: Grant
    Filed: September 4, 2001
    Date of Patent: December 10, 2002
    Assignee: Board of Trustees of Michigan State University
    Inventor: Rawle I. Hollingsworth
  • Patent number: 6335464
    Abstract: A method for selectively oxidizing the primary hydroxyl group of an organic compound which comprises reacting a resin having an amine oxide adsorbed thereon and an electrolytically oxidized product of a halogen-containing compound with the organic compound having the primary hydroxyl group.
    Type: Grant
    Filed: March 8, 2000
    Date of Patent: January 1, 2002
    Assignee: Chugai Seiyaku Kabushiki Kaisha
    Inventors: Kiyoshige Ochi, Hidenori Takahashi, Hideki Tanaka, Hiroshi Sugiyama, Isao Fujisaki, Kazutomo Ori
  • Patent number: 6251937
    Abstract: The invention relates to cleavable surfactants of formula: in which R′ and R, which may be identical or different, represent a hydrogen atom or a linear or branched, saturated or unsaturated alkyl radical, the sum of the carbon atoms of R′ and R being between 5 and 42. The invention also relates to the corresponding derivatives obtained by alkaline hydrolysis or amidation. The invention furthermore relates to the preparation of these surfactants from glucono-1(5)-lactone and a compound of formula R—CO—R′ in the presence of an acid catalyst, R and R′ having the meaning given above. The surfactants are used in particular in emulsion polymerization and in the field of cosmetics.
    Type: Grant
    Filed: April 13, 1998
    Date of Patent: June 26, 2001
    Assignee: CECA S.A.
    Inventors: Serge Petit, Stephane Fouquay
  • Patent number: 6013244
    Abstract: Compounds of the pregnane series are described having general formula (I) or their solvates in which R.sub.1 individually represents --OC(.dbd.O)C.sub.1-6 alkyl; R.sub.2 individually represents hydrogen, methyl (which may be in the .alpha. or .beta. configuration) or methylene; or R.sub.1 and R.sub.2 together represent formula (a) where R.sub.5 and R.sub.6 are the same or different and each represents hydrogen or C.sub.1-6 alkyl; R.sub.3 and R.sub.4 are the same or different and each represents hydrogen or halogen; and represents a single or a double bond. Compounds of formula (I) and their solvates are useful as anti-inflammatory or anti-allergic agents.
    Type: Grant
    Filed: June 24, 1998
    Date of Patent: January 11, 2000
    Assignee: Glaxo Wellcome Inc.
    Inventors: Keith Biggadike, Rosanne Mary Farrell
  • Patent number: 5945547
    Abstract: The compound 2-deoxy-2,2-difluoro-D-erythro-pentofuranos-1-ulose-3,5-dibenzoate is described and claimed.
    Type: Grant
    Filed: March 19, 1997
    Date of Patent: August 31, 1999
    Assignee: Eli Lilly and Company
    Inventors: Ta-Sen Chou, Perry C. Heath
  • Patent number: 5679801
    Abstract: There are disclosed compounds of the formula: ##STR1## wherein X is --CH.sub.2 R;Y is --O-- or --S--;R.sup.1 and R.sup.2 are each, independently, hydrogen or lower alkyl;or a pharmaceutically acceptable salt thereof;which by virtue of their ability to inhibit PLA.sub.2, are of use as antiinflammatory agents and there is also disclosed a method for the treatment of immunoinflammatory conditions, such as allergy, anaphylaxis, asthma and inflammation in mammals.
    Type: Grant
    Filed: May 15, 1995
    Date of Patent: October 21, 1997
    Assignee: American Home Products Corporation
    Inventors: Craig E. Caufield, James M. Rinker
  • Patent number: 5550241
    Abstract: The present invention relates to novel adducts of cyclic carbonyl monomers with substituted olefins, which also are useful as solution viscosifiers.
    Type: Grant
    Filed: March 18, 1993
    Date of Patent: August 27, 1996
    Assignee: Exxon Research and Engineering Company
    Inventor: Stanley J. Brois
  • Patent number: 5464865
    Abstract: The invention provides novel 5-hydroxy-4-aryl- and 5-hydroxy-4-(arylthio)-2(5H)-furanones of the following structure: ##STR1## wherein R contains from about five to about twenty carbon atoms and is defined herein; X is oxygen, sulfur, SO.sub.2, NH, N(lower alkyl), N(lower acyl), aminocarbonyl, carbonyl, carbonylamino, CH.sub.2 or a carbon-carbon bond; Y is hydrogen, halogen, lower alkyl, nitro, alkylthio, perfluoroalkyl, hydroxy, or lower alkoxy(C.sub.1 -C.sub.8); Z is sulfur or a carbon-carbon bond; and Q is H, an alkyl of from 1-20 carbon atoms, COR', COOR', CONHR', PO(OR')2, PO(OR')R" wherein R' and R" are independently selected from the group consisting of H, an alkyl of from 1-20 carbon atoms, phenyl, and substituted phenyl and prodrugs thereof and pharmaceutically acceptable salts thereof.
    Type: Grant
    Filed: December 22, 1993
    Date of Patent: November 7, 1995
    Assignee: Ortho Pharmaceutical Corporation
    Inventors: James P. Demers, Richard B. Sulsky
  • Patent number: 5374744
    Abstract: An alkynyl group having a triple bond at the carbon atom at the 1-position is introduced to a carbon atom at the 1-position of 2,3-O-isopropylidene-D-ribofuranose. The diol part is then cleaved to obtain a lactol compound. This lactol compound is oxidized to obtain a lactone compound. The ketal part of the lactone compound is hydrolyzed and the compound is further subjected to a reduction reaction. The hydroxyl groups at the 2- and 3-positions are then eliminated, and the double bond between the 2- and 3-positions of the resultant compound is reduced to obtain a 4-substituted-.gamma.-lactone.
    Type: Grant
    Filed: October 21, 1992
    Date of Patent: December 20, 1994
    Assignees: Japan Tobacco Inc., Fuji Flavor Co., Ltd.
    Inventors: Koshi Koseki, Hiroshi Kawakami, Takashi Ebata, Hajime Matsushita, Mikio Ono
  • Patent number: 5312967
    Abstract: A single step process for converting aldaric acid salts to activated aldarates utilizing a lower alkanol as both solvent and esterifying agent is described. The activated aldarates are particularly useful as monomers for polymerizations with primary diamines in which the nitrogen atoms are bound to aliphatic carbon atoms to form poly(aldaramides).
    Type: Grant
    Filed: August 12, 1992
    Date of Patent: May 17, 1994
    Assignee: UAB Research Foundation
    Inventors: Donald E. Kiely, Liang Chen, David W. Morton
  • Patent number: 5296615
    Abstract: Chiral epoxybutyrates are prepared in high yield from novel dihydro-3R-substituted sulfonyloxy-4R-hydroxy-2-(3H)furanones via based catalyzed alcoholysis. The product chiral epoxy butyrates are useful intermediates for the synthesis of 1-carba-1-dethia cephem antibiotics.
    Type: Grant
    Filed: February 1, 1993
    Date of Patent: March 22, 1994
    Assignee: Eli Lilly and Company
    Inventor: Leland O. Weigel
  • Patent number: 5242945
    Abstract: There are disclosed compounds of the formula: ##STR1## wherein X is --CH.sub.2 R;R is ##STR2## and further when Y=S, R may also be --(CH.sub.2).sub.e CH.sub.3 ; Y is --O--or --S--;R.sup.1 and R.sup.2 are each, independently, hydrogen or lower alkyl;R.sup.3 is indolyl, furyl, phenyl or phenyl optionally mono- or disubstituted independently by alkyl of 1-7 carbon atoms, --C(CH.sub.3).sub.3, --C(CH.sub.3).sub.2 CH.sub.2 C(CH.sub.3).sub.3, --C(CH.sub.3).sub.2 CH.sub.2 CH.sub.3, haloloweralkyl, perfluoroalkyl, lower alkoxy, aryl alkoxy, halo or nitro;R.sup.4 and R.sup.5 are, independently, --COCH.sub.2 R.sup.7, --CO.sub.2 R.sup.7, --CONHR.sup.7, geranyl or CH.sub.2 R.sup.3 ;R.sup.6 is hydrogen or lower alkyl;R.sup.7 is geranyl and any moiety selected from R other than ##STR3## A and B are, independently, --O--, --S-- or --NR.sup.6 --; and a is 0-8;b is 1-10 when Y=S, and 2-10 when Y=O;c is 1-3;d is 0-9; ande is 3-18;which by virtue of their ability to inhibit PLA.sub.
    Type: Grant
    Filed: April 12, 1991
    Date of Patent: September 7, 1993
    Assignee: American Home Products Corporation
    Inventors: Craig E. Caufield, James M. Rinker
  • Patent number: 5177220
    Abstract: Asymmetric hydrogenation of .alpha.-ketocarbonyl compounds, especially .alpha.-ketolactones, to the corresponding, optically active .alpha.-hydroxycarbonyl compounds in the presence of iridium diphosphine complexes as catalyst and dicarboxylic acid imides as co-catalyst.
    Type: Grant
    Filed: January 9, 1991
    Date of Patent: January 5, 1993
    Assignee: Degussa Aktiengesellschaft
    Inventors: Adolf Schafer, Dietrich Arntz
  • Patent number: 5099034
    Abstract: A compound of the formula (I): ##STR1## wherein R.sup.1, R.sup.2, and R.sup.3 are --COOR.sup.4, --COOR.sup.5, and --COOR.sup.6, respectively; R.sup.4, R.sup.5, and R.sup.6 each is hydrogen, lower alkyl, or alkali metal; W is hydroxyl; X, Y, and Z each is hydrogen or hydroxyl; a dotted line indicates the presence or absence of a single bond; or where W/R.sup.3, X/R.sup.1, and/or Z/R.sup.3 may be combined together, a lactone is formed, which compound is useful as a phospholipase A.sub.2 inhibitor. Process for the production of the compound (I) and a cell culture of a microorganism Circinotrichum falcatisporum RF-641 producing the same are also provided.
    Type: Grant
    Filed: June 27, 1990
    Date of Patent: March 24, 1992
    Assignee: Shionogi & Co., Ltd.
    Inventors: Tadashi Yoshida, Hiroshi Itazaki, Hitoshi Arita, Yoshimi Kawamura, Koichi Matsumoto
  • Patent number: 5095126
    Abstract: The present invention relates to a method for synthesis of optically pure stereogenically labile 4-substituted-2-hydroxytetronic acids from an asymmetric .alpha.-hydroxy ester. The chiron approach of the present invention utilizes a non-nucleophilic lithium amide base under kinetically controlled Clasien conditions to produce a 4-substituted-2-pheylmethoxy precursor to the 4-substituted-2-hydroxy tetronic acid. The invention further relates to the use of such optically pure compounds as potent inhibitors of platelet aggregation by working at the level of cyclooxygenase. The invention further relates to the pharmaceutical use of such compounds in the treatment of coronary artery diseases, especially in the treatment and/or prevention of atherosclerosis.
    Type: Grant
    Filed: January 12, 1990
    Date of Patent: March 10, 1992
    Assignee: Ohio State University Research Foundation
    Inventors: Donald T. Witiak, Ashok K. Tehim
  • Patent number: 4939274
    Abstract: The present invention relates to a compound of the formula: ##STR1## wherein Y is a chemical bond, oxygen atom, phenyleneoxy, or oxyphenyleneoxy; R.sup.1 is hydrogen or hydrocarbon residue; and R.sup.2 is hydrocarbon residue having two or more carbon atoms, production and use thereof.The compound (I) of the present invention has an antioxidation activity and activities of preventing or improving functional disorders due to biologically active oxygen species, thus being useful as a pharmaceutical agent for prophylaxis and therapy of disorders in the circulatory system.
    Type: Grant
    Filed: August 7, 1989
    Date of Patent: July 3, 1990
    Assignee: Takeda Chemical Industries, Ltd.
    Inventors: Shinji Terao, Minoru Hirata
  • Patent number: 4855446
    Abstract: Racemic carboxylic acids are resolved into their enantiomers using optically active enantiomers of four lactones as resolving agents. The four lactones are 2,3-isopropylidene-ribonic acid-1,4-lactone, 1,2-isopropylidene-glucofuranurono-3,6-lactone, 2-hydroxy-3,3-dimethyl-1,4-butyrolactone and 3,4-isopropylidene-arabino-1,5-lactone. Novel diastereoisomeric esters of the acids with the lactones are disclosed.
    Type: Grant
    Filed: December 17, 1984
    Date of Patent: August 8, 1989
    Assignee: The Sherwin Williams Company
    Inventors: Colin C. Duke, Robert J. Wells
  • Patent number: 4822897
    Abstract: Polyfluoro .gamma.-ketoester compounds are obtained by reaction of ethylenic monoolefins, a metal or quaternary ammonium cyanide, and a fluoroester. These compounds, which have a general formula R.sub.F C(O)CFYCF.sub.2 CO.sub.2 R.sup.1, can be copolymerized directly with fluorinated ethylenic monoolefins, or further reacted to form vinyl ether and allyl ether derivatives which may also be copolymerized with ethylenic comonomers, forming solid, moldable copolymers with useful properties determined by the nature of pendant functional groups R.sub.F.
    Type: Grant
    Filed: June 3, 1987
    Date of Patent: April 18, 1989
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Carl G. Krespan
  • Patent number: 4501908
    Abstract: Racemic carboxylic acids are resolved into their enantiomers using optically active enantiomers of four lactones as resolving agents. The four lactones are 2,3-isopropylidene-ribonic acid-1,4-lactone, 1,2-isopropylideneglucofuranurono-3,6-lactone, 2-hydroxy-3,3-dimethyl-1,4-butyrolactone and 3,4-isopropylidene-arabino-1,5-lactone. Novel diastereoisomeric esters of the acids with the lactones are disclosed.
    Type: Grant
    Filed: March 1, 1982
    Date of Patent: February 26, 1985
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Colin C. Duke, Robert J. Wells
  • Patent number: 4337202
    Abstract: L-gulono gamma lactone is made in a one-step process by the simultaneous hydrolysis and catalytic reduction with hydrogen in acid medium of polyglucuronic acid or a lower alkyl glucuronoside. A use statement--L gulono gamma lactone can be converted chemically or biologically to L-ascorbic acid (vitamin C).
    Type: Grant
    Filed: April 16, 1981
    Date of Patent: June 29, 1982
    Assignee: Boise Cascade Corporation
    Inventors: William M. Hearon, John F. Witte
  • Patent number: 4331605
    Abstract: Novel sulfonic acid esters containing a lactonic ring comprising compounds in the trans form in the 4- and 5-positions having (4SR, 5RS), (4S, 5R) or (4R, 5S) configuration of the formula ##STR1## wherein Z is selected from the group consisting of alkyl of 1 to 4 carbon atoms and monocyclic aryl optionally substituted with at least one member of the group consisting of alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms, halogen and nitro and R is organic residue of an optionally chiral alcohol of the formula ROH and a process for their preparation and a process using the compounds of formula I to prepare compounds of (1RS, 4RS, 5SR), (1S, 4S, 5R) or (1R, 4R, 5S) configuration of the formula ##STR2## wherein X is selected from the group consisting of hydrogen and R. The compounds of V are useful for the preparation of cyclopropane carboxylic acids whose esters are known to be very active insecticides.
    Type: Grant
    Filed: July 29, 1980
    Date of Patent: May 25, 1982
    Assignee: Roussel Uclaf
    Inventors: Jacques Martel, Jean Tessier, Jean-Pierre Demoute