Acyclic -c(=x)-, Wherein X Is Chalcogen, Containing Patents (Class 549/342)
  • Patent number: 8933117
    Abstract: To provide potassium salts of substituted cycloalkene derivatives, which suppress the production of an inflammatory mediator caused by intracellular signal transduction or cell activation induced by endotoxin, and crystals thereof. The present invention provides potassium (2-chloro-4-fluorophenyl){[(2R,3R,8R)-7-(ethoxycarbonyl)-2,3-bis(hydroxymethyl)-1,4-dioxaspiro[4.5]deca-6-en-8-yl]sulfonyl}azanide and potassium (2-bromo-4-fluorophenyl){[(2R,3R,8R)-7-(ethoxycarbonyl)-2,3-bis(hydroxymethyl)-1,4-dioxaspiro[4.5]deca-6-en-8-yl]sulfonyl}azanide, each of which suppresses the production of an inflammatory mediator caused by intracellular signal transduction or cell activation induced by endotoxin, crystals thereof, and a pharmaceutical containing any of the same, and a prophylactic and/or therapeutic agent for sepsis containing any of the same.
    Type: Grant
    Filed: September 22, 2011
    Date of Patent: January 13, 2015
    Assignee: Daiichi Sankyo Company, Limited
    Inventors: Nobuyuki Ohkawa, Kouki Iida, Takayoshi Nagasaki
  • Publication number: 20140371468
    Abstract: The present invention relates to a novel process for the preparation of 1-H-pyrrolidine-2,4-dione derivatives and to novel intermediates and to a process for their preparation.
    Type: Application
    Filed: August 29, 2014
    Publication date: December 18, 2014
    Inventors: Reiner FISCHER, Thomas HIMMLER
  • Publication number: 20140256731
    Abstract: Pleuromutilin derivative compounds of the following formula, and uses thereof for the treatment of diseases mediated by microbes, are disclosed:
    Type: Application
    Filed: May 21, 2014
    Publication date: September 11, 2014
    Applicant: NABRIVA THERAPEUTICS AG
    Inventors: Rosemarie MANG, Werner HEILMAYER, Rudolf BADEGRUBER, Dirk B. STRICKMANN, Rodger NOVAK, Mathias FERENCIC, Atchyuta Rama Chandra Murty BULUSU
  • Publication number: 20140114080
    Abstract: A fluorinated monomer has formula (1) wherein R1 is H, F, methyl or trifluoromethyl, R2 and R3 are H or a monovalent hydrocarbon group, R4 to R6 each are a monovalent fluorinated hydrocarbon group, A is a divalent hydrocarbon group, and k1 is 0, 1 or 2. A polymer derived from the fluorinated monomer may be endowed with appropriate water repellency, water slip, acid lability and hydrolysis and is useful as an additive polymer in formulating a resist composition.
    Type: Application
    Filed: December 27, 2013
    Publication date: April 24, 2014
    Applicant: SHIN-ETSU CHEMICAL CO., LTD.
    Inventors: Masayoshi SAGEHASHI, Koji HASEGAWA, Takeshi SASAMI
  • Publication number: 20140088158
    Abstract: The present invention relates to compounds of the formula I, wherein A, Y, Z, R20 to R22 and R50 have the meanings indicated in the claims, which are valuable pharmaceutical active compounds. Specifically, they are inhibitors of the endothelial differentiation gene receptor 2 (Edg-2, EDG2), which is activated by lysophosphatidic acid (LPA) and is also termed as LPA1 receptor, and are useful for the treatment of diseases such as atherosclerosis, myocardial infarction and heart failure, for example. The invention furthermore relates to processes for the preparation of the compounds of the formula I, their use and pharmaceutical compositions comprising them.
    Type: Application
    Filed: November 27, 2013
    Publication date: March 27, 2014
    Applicant: SANOFI
    Inventors: Josef PERNERSTORFER, Heinz-Werner KLEEMANN, Matthias SCHAEFER, Alena SAFAROVA, Marcel PATEK
  • Publication number: 20140073689
    Abstract: To provide potassium salts of substituted pyrrolidine derivatives, which suppress the production of an inflammatory mediator caused by intracellular signal transduction or cell activation induced by endotoxin, and crystals thereof. The present invention provides potassium(2-chloro-4-fluorophenyl){[(2R,3R,8R)-7-(ethoxycarbonyl)-2,3-bis(hydroxymethyl)-1,4-dioxaspiro[4.5]deca-6-en-8-yl]sulfonyl}azanide and potassium(2-bromo-4-fluorophenyl){[(2R,3R,8R)-7-(ethoxycarbonyl)-2,3-bis(hydroxymethyl)-1,4-dioxaspiro[4.5]deca-6-en-8-yl]sulfonyl}azanide, each of which suppresses the production of an inflammatory mediator caused by intracellular signal transduction or cell activation induced by endotoxin, crystals thereof, and a pharmaceutical containing any of the same, and a prophylactic and/or therapeutic agent for sepsis containing any of the same.
    Type: Application
    Filed: September 22, 2011
    Publication date: March 13, 2014
    Applicant: DAIICHI SANKYO COMPANY, LIMITED
    Inventors: Nobuyuki Ohkawa, Kouki Iida, Takayoshi Nagasaki
  • Patent number: 8618312
    Abstract: Production of a bicyclo[3.1.0]hexane derivative, useful as a metabotropic glutamate receptor modulator, becomes possible by a production method that includes converting a compound represented by Formula (II) into a compound represented by Formula (III) by reaction with an acyl group donor in the presence of a microorganism-derived enzyme, without using an expensive optically active trans hydroxy ester as a starting material and without employing a fluorination reaction requiring an ultralow temperature reaction. Furthermore, since asymmetric synthesis can be carried out in a stage closer to the final product, the production method is useful as a production method that can mass produce a bicyclo[3.1.0]hexane derivative.
    Type: Grant
    Filed: November 19, 2010
    Date of Patent: December 31, 2013
    Assignee: Taisho Pharmaceutical Co., Ltd.
    Inventors: Mitsuaki Hirotsuka, Joji Sasaki, Hiroaki Kamiyama, Motoko Oshida, Takaaki Ishii
  • Patent number: 8618096
    Abstract: Methods and compositions for treating disease caused by increased iron levels are disclosed Fluoregenic compounds and methods of using the same are also described.
    Type: Grant
    Filed: July 21, 2009
    Date of Patent: December 31, 2013
    Assignee: The Regents of the University of California
    Inventors: Adam Renslo, Sumit Mahajan
  • Publication number: 20130211104
    Abstract: The present invention relates to a new process for the preparation of 6-hydroxy-5-arylbicyclo[2.2.2]octan-2-one compounds of the formula (II); which may subsequently be further transformed to compounds of the formula (I): The present invention further relates to novel compounds as such, which compounds are useful intermediates in the above process.
    Type: Application
    Filed: October 19, 2011
    Publication date: August 15, 2013
    Applicant: ACTELION PHARMACEUTICALS lTD,
    Inventors: Stefan Abele, Jacques-Alexis Funel
  • Publication number: 20130178521
    Abstract: To provide potassium salts of substituted pyrrolidine derivatives, which suppress the production of an inflammatory mediator caused by intracellular signal transduction or cell activation induced by endotoxin, and crystals thereof. The present invention provides potassium(2-chloro-4-fluorophenyl){[(2R,3R,8R)-7-(ethoxycarbonyl)-2,3-bis(hydroxymethyl)-1,4-dioxaspiro[4.5]deca-6-en-8-yl]sulfonyl}azanide and potassium(2-bromo-4-fluorophenyl){[(2R,3R,8R)-7-(ethoxycarbonyl)-2,3-bis(hydroxymethyl)-1,4-dioxaspiro[4.5]deca-6-en-8-yl]sulfonyl}azanide, each of which suppresses the production of an inflammatory mediator caused by intracellular signal transduction or cell activation induced by endotoxin, crystals thereof, and a pharmaceutical containing any of the same, and a prophylactic and/or therapeutic agent for sepsis containing any of the same.
    Type: Application
    Filed: September 22, 2011
    Publication date: July 11, 2013
    Applicant: DAIICHI SANKYO COMPANY, LIMITED
    Inventors: Nobuyuki Ohkawa, Kouki Iida, Takayoshi Nagasaki
  • Patent number: 8470958
    Abstract: This invention is the design and synthesis of a caprolactone monomer which bears a pendant protected carboxyl group. This monomer has been copolymerized with caprolactone in varying ratios. After polymerization, the protecting group can be removed and an antibiotic can be attached as a new pendant group. The bioactivity of the antibiotic-bound poly(caprolactone) polymer is described.
    Type: Grant
    Filed: February 7, 2012
    Date of Patent: June 25, 2013
    Assignee: University of South Florida
    Inventors: Edward Turos, Michelle Leslie
  • Publication number: 20130096322
    Abstract: A method of production of value-added, biobased chemicals, derivative products, and/or purified glycerin from bioglycerin of recycled oil, grease, and/or fat origin is described herein. A method of purification of bioglycerin of recycled oil, grease, and/or fat origin is also described herein. The method of purification of bioglycerin of recycled oil, grease, and/or fat origin described provides methods for desalinating, decolorizing, and/or concentrating bioglycerin of recycled oil, grease, and/or fat origin for the production of biobased chemicals, derivative products, and/or purified glycerin.
    Type: Application
    Filed: January 12, 2012
    Publication date: April 18, 2013
    Applicant: THESIS CHEMISTRY, LLC
    Inventors: John R. Peterson, Christopher M. Yost
  • Publication number: 20130040954
    Abstract: Pleuromutilin derivative compounds of the following formula, and uses thereof for the treatment of diseases mediated by microbes, are disclosed:
    Type: Application
    Filed: April 3, 2012
    Publication date: February 14, 2013
    Inventors: Rosemarie MANG, Werner HEILMAYER, Rudolf BADEGRUBER, Dirk B. STRICKMANN, Rodger NOVAK, Mathias FERENCIC, Atchyuta Rama Chandra Murty BULUSU
  • Publication number: 20120302745
    Abstract: This application discloses a novel process for the synthesis of himbacine analogs, as well as the compounds produced thereby. The synthesis proceeds by alternative routes including the cyclic ketal amide route, the chiral carbamate amide route, and the chiral carbamate ester route. The compounds produced thereby are useful as thrombin receptor antagonists.
    Type: Application
    Filed: August 2, 2012
    Publication date: November 29, 2012
    Inventors: Tiruvettipuram K. Thiruvengadam, Anantha R. Sudhakar, Ngiap Kie Lim, Daw-Iong Kwok, George G. Wu, Tao Wang, Mingsheng Huang, Michael D. Green
  • Publication number: 20120190865
    Abstract: The present invention relates to a novel process for the preparation of 1-H-pyrrolidine-2,4-dione derivatives and to novel intermediates and to a process for their preparation.
    Type: Application
    Filed: January 25, 2012
    Publication date: July 26, 2012
    Applicant: Bayer CropScience AG
    Inventors: Reiner FISCHER, Thomas HIMMLER
  • Publication number: 20120142914
    Abstract: This application discloses a novel process for the synthesis of himbacine analogs, as well as the compounds produced thereby. The synthesis proceeds by alternative routes including the cyclic ketal amide route, the chiral carbamate amide route, and the chiral carbamate ester route. The compounds produced thereby are useful as thrombin receptor antagonists.
    Type: Application
    Filed: February 10, 2012
    Publication date: June 7, 2012
    Inventors: Tiruvettipuram K. Thiruvengadam, Anantha R. Sudhakar, Ngiap Kie Lim, Daw-Iong Kwok, George G. Wu, Tao Wang, Mingsheng Huang, Michael D. Green
  • Publication number: 20120135351
    Abstract: The present invention provides a salt represented by the formula (I): wherein R1 and R2 independently each represent a C1-C6 alkyl group or R1 and R2 are bonded each other to form a C5-C20 aliphatic ring together with the carbon atom to which they are bonded, R3 and R4 independently each represent a fluorine atom or a C1-C6 perfluoroalkyl group, X1 represents a C1-C17 divalent saturated hydrocarbon group in which one or more —CH2— can be replaced by —O— or —CO— and which may be substituted with one or more fluorine atoms, and Z1+ represents an organic counter ion.
    Type: Application
    Filed: November 25, 2011
    Publication date: May 31, 2012
    Applicant: SUMITOMO CHEMICAL COMPANY, LIMITED
    Inventors: Koji ICHIKAWA, Yukako ANRYU, Shingo FUJITA
  • Patent number: 8188089
    Abstract: Compounds of Formula I are described: preferably subject to the proviso that either (a) R2 and R3 together form —O—CH(R10)—O—, or (b) R5 and R6 together form —O—CH(R10)—O—, wherein R10 is H, halo, or loweralkyl. Pharmaceutical salts, formulations, and methods of using the same in the treatment of cancer are also described.
    Type: Grant
    Filed: December 20, 2006
    Date of Patent: May 29, 2012
    Assignee: The University of North Carolina at Chapel Hill
    Inventors: Kuo-Hsiung Lee, Linyi Wei, Kenneth F. Bastow, Arnold Brossi, Tian-Shung Wu
  • Patent number: 8110678
    Abstract: This invention is the design and synthesis of a caprolactone monomer which bears a pendant protected carboxyl group. This monomer has been copolymerized with caprolactone in varying ratios. After polymerization, the protecting group can be removed and an antibiotic can be attached as a new pendant group. The bioactivity of the antibiotic-bound poly(caprolactone) polymer is described.
    Type: Grant
    Filed: May 10, 2007
    Date of Patent: February 7, 2012
    Assignee: University of South Florida
    Inventors: Edward Turos, Michelle Leslie
  • Publication number: 20110250539
    Abstract: A fluorinated monomer has formula (1) wherein R1 is H, F, methyl or trifluoromethyl, R2 and R3 are H or a monovalent hydrocarbon group, R4 to R6 each are a monovalent fluorinated hydrocarbon group, A is a divalent hydrocarbon group, and k1 is 0, 1 or 2. A polymer derived from the fluorinated monomer may be endowed with appropriate water repellency, water slip, acid lability and hydrolysis and is useful as an additive polymer in formulating a resist composition.
    Type: Application
    Filed: April 6, 2011
    Publication date: October 13, 2011
    Inventors: Masayoshi SAGEHASHI, Koji Hasegawa, Takeshi Sasami
  • Publication number: 20100267947
    Abstract: This application discloses a novel process for the synthesis of himbacine analogs, as well as the compounds produced thereby. The synthesis proceeds by alternative routes including the cyclic ketal amide route, the chiral carbamate amide route, and the chiral carbamate ester route. The compounds produced thereby are useful as thrombin receptor antagonists.
    Type: Application
    Filed: June 30, 2010
    Publication date: October 21, 2010
    Applicant: SCHERING CORPORATION
    Inventors: Tiruvettipuram K. Thiruvengadam, Anantha R. Sudhakar, Ngiap Kie Lim, Daw-long Kwok, George G. Wu, Tao Wang, Mingsheng Huang, Michael D. Green
  • Publication number: 20090233952
    Abstract: [Object] To provide a substituted cycloalkene derivative having an action to suppress intracellular signal transduction or cell activation induced by endotoxin and to suppress cell responses due to the intracellular signal transduction and cell activation such as an excess generation of inflammatory mediators such as TNF-?, pharmacologically acceptable salts therefor, a medicament containing them as an active ingredient, a preparation method therefor, and a medicament containing the aforementioned substituted cycloalkene derivative as an active ingredient which is superior in prophylaxis and/or treatment of diseases such as sepsis (septic shock, disseminated intravascular coagulation, multiple organ failure and the like), that are associated with intracellular signal transduction or cell activation induced by endotoxin and to cell responses to the intracellular signal transduction and cell activation.
    Type: Application
    Filed: September 13, 2006
    Publication date: September 17, 2009
    Inventors: Tomio Kimura, Nobuyuki Ohkawa, Takayoshi Nagasaki, Atsuhiro Sugidachi, Osamu Ando
  • Patent number: 7528167
    Abstract: A compound of formula (I) or its enantiomers or diastereoisomers thereof: wherein: A, X, W, R1, Y; R3; and R4 are as defined herein. The compounds of the invention may be used as inhibitors of the papilloma virus E1-E2-DNA complex. The invention further provides a method of treating or preventing human papilloma virus infection.
    Type: Grant
    Filed: May 12, 2006
    Date of Patent: May 5, 2009
    Assignee: Boehringer Ingelheim (Canada) Ltd.
    Inventors: Christiane Yoakim, William W. Ogilvie, Jeffrey O'Meara, Peter White, Nathalie Goudreau
  • Patent number: 7323577
    Abstract: A novel process for efficiently and easily producing a compound represented by the formula: wherein ring A is a benzene ring that may be optionally further substituted in addition to the group represented by W, or a salt thereof; which comprises reacting a compound represented by the formula: wherein R1 and R2 are the same or different and each is a hydrogen atom, an optionally substituted hydrocarbon group or an optionally substituted heterocyclic group, Y is a halogen atom, ring A is a benzene ring that may be optionally further substituted in addition to the group represented by Y and ring B is an optionally substituted benzene ring, or a salt thereof, with a compound represented by the formula: WH wherein W is wherein ring C is an optionally substituted benzene ring, ring D is an optionally substituted 5- to 7-membered nitrogen-containing heterocyclic ring, R3 is a hydrogen atom, an aliphatic hydrocarbon group containing an aromatic group or an acyl group, and R4 is a hydrogen atom, an opt
    Type: Grant
    Filed: February 22, 2006
    Date of Patent: January 29, 2008
    Assignee: Takeda Pharmaceutical Company Limited
    Inventors: Hiroyuki Tawada, Makoto Yamashita, Yujiro Ono
  • Patent number: 7169940
    Abstract: NST 400 compounds consisting of a unit for partial coordination of Ca2+ ions (CPCU). The NST 400 compounds are optionally conjugated to another pharmaceutically active compound. The compounds and conjugates can be used for affinity filters and for binding negative charged phospholipids. The compounds and conjugates can also be used for treating diseases involving changes of cell membrane asymmetry.
    Type: Grant
    Filed: October 31, 2000
    Date of Patent: January 30, 2007
    Assignee: NST Neurosurvival Technologies Ltd.
    Inventor: Ilan Ziv
  • Patent number: 6835841
    Abstract: A novel process for the asymmetric synthesis of substituted cyclic &bgr;-amino-carboxylates of the type shown in the specification from appropriate &bgr;-enamino-ester starting materials is described. These compounds are useful as intermediates for MMP and TACE inhibitors.
    Type: Grant
    Filed: September 11, 2003
    Date of Patent: December 28, 2004
    Assignee: Bristol-Myers Squibb Company
    Inventors: Joerg Deerberg, Douglas D. McLeod, Tai-Yuen Yue
  • Publication number: 20030139376
    Abstract: This invention is directed to lipoxin A4 analogs of the following formula (I) and (II): 1
    Type: Application
    Filed: October 22, 2002
    Publication date: July 24, 2003
    Applicant: Schering Aktiengesellschaft
    Inventors: John G. Bauman, William J. Guilford, John F. Parkinson, Werner Skuballa, Babu Subramanyam
  • Patent number: 6025519
    Abstract: Cyclobutane-1,2-dicarboxylic esters of the formula: ##STR1## in which R.sup.1 is a C.sub.1-8 -alkyl group, an optionally substituted mono- or bicyclic cycloaliphatic group having 3 to 10 ring carbon atoms, an optionally substituted aryl or arylalkyl group or an optionally substituted saturated heterocyclic group and R.sup.2 is either C.sub.1-4 -alkyl or both radicals R.sup.2 together form a group of the formula --(CH.sub.2).sub.n --(n is 2 to 4), are prepared from the corresponding maleic or fumaric esters and ketene acetals in the presence of a Lewis acid and a sterically hindered base. The reaction is stereoselective when optically active maleic or fumaric esters are employed. The cyclobutane-1,2-dicarboxylic esters (I), in particular those having trans configuration, are intermediates in the synthesis of pharmaceutically active compounds.
    Type: Grant
    Filed: July 20, 1998
    Date of Patent: February 15, 2000
    Assignee: Lonza, Ltd.
    Inventor: Andreas Brunner
  • Patent number: 5962704
    Abstract: A method for producing an amide derivative of the formula ?XV! ##STR1## wherein each symbol is as defined in the specification, and an enantiomer thereof, a novel intermediate useful for producing said compound and a production method thereof. The production method of the present invention is extremely easy and simple as compared to the conventional methods, and enables effective production of compound ?XV! at high yields, which includes compound ?XVI! having an HIV protease inhibitory action. In addition, the novel intermediates of the present invention are extremely useful as intermediates for producing not only the aforementioned compound ?XVI! but also compounds useful as X-ray contrast media.
    Type: Grant
    Filed: March 25, 1998
    Date of Patent: October 5, 1999
    Assignees: Japan Tobacco Inc., Agouron Pharmaceuticals, Inc.
    Inventors: Takashi Inaba, Yasuki Yamada
  • Patent number: 5861421
    Abstract: This invention relates to derivatives of 4,4-(disubstituted)cyclohexan-1-ones and related compounds which are useful for treating allergic and inflammatory diseases.
    Type: Grant
    Filed: June 23, 1997
    Date of Patent: January 19, 1999
    Assignee: SmithKline Beecham Corporation
    Inventors: Siegfried B. Christensen, IV, Joseph M. Karpinski, M. Dominic Ryan, Paul E. Bender
  • Patent number: 5773614
    Abstract: (1R,trans) Diprotected 3-methylene-1,2-cyclopropanedimethanol is oxidized to an optically active diol ##STR1## which is then cyclized to an orthoester ##STR2## This orthoester is then treated with a Lewis acid catalyst to give the cyclobutanone ##STR3## which is useful as an intermediate in the preparation of the antiviral agent ?1R-(1.alpha.,2.beta.,3.alpha.)!-2-amino-9-?2,3-bis(hydroxymethyl)cyclobut yl!-1,9-dihydro-6H-purin-6-one.
    Type: Grant
    Filed: September 13, 1996
    Date of Patent: June 30, 1998
    Assignee: Bristol-Myers Squibb Co.
    Inventors: Jollie D. Godfrey, Jr., Richard H. Mueller
  • Patent number: 5559252
    Abstract: The present invention provides a process for the preparation of compounds of formula (V) below, and analogs thereof, which are useful as intermediates for the synthesis of HIV protease inhibitors, including cyclic ureas.
    Type: Grant
    Filed: June 30, 1994
    Date of Patent: September 24, 1996
    Assignee: The DuPont Merck Pharmaceutical Company
    Inventor: Robert F. Kaltenbach III
  • Patent number: 5418254
    Abstract: A class of 2,3-substituted cyclopenta-2,4-dienyl compounds is described for use in treating inflammation and inflammation-related disorders. Compounds of particular interest are defined by Formula II: ##STR1## wherein each of R.sup.1 and R.sup.2 is independently selected from hydrido, lower alkyl, lower hydroxyalkyl, halo, lower haloalkyl, lower alkoxycarbonyl and carboxyl; and wherein each of R.sup.3 through R.sup.12 is independently selected from hydrido, halo, lower alkyl, lower alkylthio, cyano, hydroxyl, mercapto, lower haloalkyl, lower haloalkoxy, lower alkoxy, lower hydroxyalkyl, lower alkoxyalkyl, lower alkylsulfonyl, lower haloalkylsulfonyl and sulfamyl; provided R.sup.5 and R.sup.10 are not both hydrido or methoxy; or a pharmaceutically suitable salt or prodrug thereof.
    Type: Grant
    Filed: May 4, 1994
    Date of Patent: May 23, 1995
    Assignee: G. D. Searle & Co.
    Inventors: Horng-Chih Huang, David R. Reitz
  • Patent number: 5416225
    Abstract: The present invention provides two basic routes for the total synthesis of taxol having the structure: ##STR1## The present invention also provides the intermediates produced in the above processes, processes for synthesizing these intermediates as well as analogs to taxol. Both the intermediates and analogs to taxol may prove to be valuable anticancer agents.
    Type: Grant
    Filed: March 30, 1992
    Date of Patent: May 16, 1995
    Assignee: Sloan-Kettering Institute for Cancer Research
    Inventors: Samuel J. Danishefsky, William G. Bornmann, Yves Queneau, Thomas V. Magee, Walter J. Krol
  • Patent number: 5384077
    Abstract: Described are novel reversible photochromic naphthopyran compounds, examples of which are compounds substituted at the 3 position of the pyran ring with (i) an aryl substituent and (ii) a phenyl substituent having a 5- or 6-member heterocyclic ring fused at the number 3 and 4 carbon atoms of the phenyl substituent. Also described are organic host materials that contain or that are coated with such compounds. Articles such as ophthalmic lenses or other plastic transparencies that incorporate the novel naphthopyran compounds or combinations thereof with complementary photochromic compounds, e.g., spiro(indoline) type compounds, are also described.
    Type: Grant
    Filed: June 21, 1993
    Date of Patent: January 24, 1995
    Assignee: Transitions Optical, Inc.
    Inventor: David B. Knowles
  • Patent number: 5344962
    Abstract: Cyclobutane intermediates wherein the absolute stereochemistry is (1S,2R) of the formula ##STR1## are disclosed. These intermediates are useful in the preparation of compounds having anti-viral activity.
    Type: Grant
    Filed: May 10, 1993
    Date of Patent: September 6, 1994
    Assignee: E. R. Squibb & Sons, Inc.
    Inventor: Saleem Ahmad
  • Patent number: 5283346
    Abstract: Alcohols of the formula ##STR1## wherein R.sup.1 and R.sup.2 are each independently methyl or ethyl or together signify pentamethylene, formed by the enzymatic hydrolysis of a corresponding (RS) alkanoic acid ester are intermediates for Vitamin E.
    Type: Grant
    Filed: December 14, 1992
    Date of Patent: February 1, 1994
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Richard Barner, Josepf Hubscher, Beat Wirz
  • Patent number: 5202444
    Abstract: Optically active diols and hydroxycarboxylic acids and their esters are produced by deriving 1L-1,2:5,6-di-O-cyclohexylidene-chiro-inositol from 1L-chiro-inositol as an asymmetric source, followed by introduction of a selected class of sterically hindering and asymmetrically reactive groups into the first-mentioned compound and by subsequent reduction of the resulting compound. Seven specific inositols are also derivable from synthesis of those ultimate compounds.
    Type: Grant
    Filed: November 21, 1991
    Date of Patent: April 13, 1993
    Assignee: The Yokohama Rubber Co., Ltd.
    Inventors: Shoichiro Ozaki, Takahiko Akiyama, Kunio Kageyama, Morihisa Machida
  • Patent number: 5179213
    Abstract: A process of separating one or more seleced species of ions from a solution containing the ions comprises contacting the solution with a novel composition of matter comprising a hydrocarbon chain covalently bonded to a macrocyclic compound, wherein the macrocyclic compound has at least four --A--C--C-- linkages in which A for each such linkage, is independently selected from the group consisting of O, O--CH.sub.2, S, SH.sub.2, NR, and NRCH.sub.2, with R being independently selected from the group consisting of hydrogen, alkyl and benzyl, and wherein the hydrocarbon chain has an end group ##STR1## with X being independently selected from the group consisting of lower alkyl, benzyl, phenyl, halogen, O--CH.sub.3, O--C.sub.2 H.sub.5 and O-matrix, and with matrix being independently selected from the group consisting of silica, silica gel, glass, glass fibers, titania, zirconia, alumina and nickle oxide.
    Type: Grant
    Filed: May 1, 1990
    Date of Patent: January 12, 1993
    Assignee: Brigham Young University
    Inventors: Jerald S. Bradshaw, Reed M. Izatt, Virginia B. Christensen, Ronald L. Bruening
  • Patent number: 5164519
    Abstract: A process is disclosed for preparing a 2,2-R.sub.1, R.sub.2 -1,3-dioxolane-4-carboxylic acid or salt thereof rich in either the R or S enantiomer which process comprisesa) preparing a solution which contains a non-racemic mixture of R and S enantiomer of a carboxylate of the formula ##STR1## and M.sup.n+ ions, wherein R.sub.1 and R.sub.2 are each, independently, H or an unsubstituted or substituted alkyl group, or R.sub.1 and R.sub.2, together with the carbon atom to which they are attached, form an unsubstituted or substituted carbocyclic ring, and M is an alkali metal, an alkaline earth metal, a group IIb metal, boron, or an ammonium, di- or tri-alkanolammonium ion having 2 or 3 carbon atoms or a tetra C.sub.1 -C.sub.16 alkyl ammonium ion, and n is the valency of M;b) reducing the solubility of the M.sup.n+ salt of compound (I); andc) separating the resulting crystals from the mother liquor.
    Type: Grant
    Filed: December 2, 1991
    Date of Patent: November 17, 1992
    Assignee: Shell Internationale Research Maatschappij B.V.
    Inventors: Hubertus G. M. Walraven, Paulus B. M. Groen, Everardus J. A. M. Leenderts
  • Patent number: 5104995
    Abstract: The invention is concerned with the preparation of 2-[4-(3-oxo- cyclohexyl)phenyl] propionic acid and of its derivatives. This preparation consists in transforming 4-(3,3-ethylenedioxo- cyclohexyl) acetophenone or its derivatives of the general formula: ##STR1##in which A.sup.1 represents a group ##STR2##and B represents a group ##STR3##and R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5, which can be identical or different, represent each a hydrogen or an alkyl group into the desired compound of the general formula: ##STR4##in which A.sup.4 represents a group ##STR5##This method offers the advantage of being easier to implement on an industrial scale and of having a better yield than the methods of preparation of the compounds of formula (I) according to prior art.
    Type: Grant
    Filed: November 20, 1989
    Date of Patent: April 14, 1992
    Assignee: Sochinaz, Societe Chimique de Viomaz S.A.
    Inventor: Akhtar Haider
  • Patent number: 5098932
    Abstract: The invention concerns a cyclic ether derivative of the formula I, ##STR1## wherein Ar.sup.1 is optionally substituted phenyl or naphthyl;A.sup.1 is (1-6C)alkylene, (3-6C)alkenylene, (3-6C)alkynylene or cyclo(3-6C)alkylene;Ar.sup.2 is optionally substituted phenylene, or a 6 membered heterocyclene moiety containing up to three nitrogen atoms;R.sup.1 and R.sup.2 together form a group of the formula --A.sup.2 --X--A.sup.3 -- wherein each of A.sup.2 and A.sup.3 is (1-6C)alkylene and X is oxy, thio, sulphinyl, sulphonyl or imino; andR.sup.3 is (1-6C)alkyl, (2-6C)alkenyl, (2-6C)alkynyl or substituted (1-4C)alkyl;or a pharmaceutically-acceptable salt thereof.The compounds of the invention are inhibitors of the enzyme 5-lipoxygenase.
    Type: Grant
    Filed: December 22, 1989
    Date of Patent: March 24, 1992
    Assignee: Imperial Chemical Industries PLC, ICI Pharma
    Inventor: Annie Hamon
  • Patent number: 5010101
    Abstract: Fungicidally active compounds of the formula ##STR1## in which X represents oxygen or sulphur,R represents cycloalkyl, or represents optionally substituted aryl, or represents the radical ##STR2## R.sup.1 and R.sup.2 each independently is hydrogen or an organic radical, or together with the nitrogen atom form a heterocyclic radical,R.sup.3 represents hydrogen, alkyl or optionally substituted aryl, andR.sup.4 represents alkyl or cycloalkyl, or represents optionally substituted aryl,but wherein R.sup.3 and R.sup.4 may not simultaneously represent methyl,and acid addition salts thereof, as well as intermediates therefor.
    Type: Grant
    Filed: August 17, 1989
    Date of Patent: April 23, 1991
    Assignee: Bayer Aktiengesellschaft
    Inventors: Wolfgang Kramer, Joachim Weissmuller, Dieter Berg, Wilhelm Brandes, Stefan Dutzmann
  • Patent number: 5001144
    Abstract: Disclosed are novel 3-hydroxy-3-methylglutaryl-coenzyme A reductase inhibitors useful as antihypercholesterolemic agents represented by the formula ##STR1## and the corresponding ring-opened hydroxy acids derived therefrom and pharmaceutically acceptable salts thereof.Phamaceutical compositions containing said compounds and method of inhibiting the biosynthesis of cholesterol therewith are also disclosed.
    Type: Grant
    Filed: April 17, 1990
    Date of Patent: March 19, 1991
    Assignee: Rhone-Poulenc Rorer Pharmaceuticals Inc.
    Inventors: John R. Regan, Kent W. Neuenschwander
  • Patent number: 4983759
    Abstract: A compound of a 3,5,6-trihydroxyhexanoic acid derivative of the formula: ##STR1## wherein P.sup.1 and P.sup.2 are independently hydrogen atoms or hydroxy-protecting groups, or together form a ring, and R is an alkyl group is effectively prepared by a process comprising steps of:reacting a butyronitrile derivative of the formula: ##STR2## wherein P.sup.1 and P.sup.2 are the same as defined above with an .alpha.-haloacetate of the formula:X--CH.sub.2 --COOR (III)wherein X is a halogen atom, and R is the same as defined above in the presence of a metallic catalyst selected from the group consisting zinc and zinc-copper to form a keto acid derivative of the formula: ##STR3## wherein P.sup.1, P.sup.2 and R are the same as defined above, and then reducing the obtained keto-acid derivative of the formula (IV).
    Type: Grant
    Filed: December 20, 1989
    Date of Patent: January 8, 1991
    Assignee: Kanegafuchi Chemical Industry Co., Ltd.
    Inventors: Kenji Inoue, Satomi Takahashi, Keiichi Yonetsu, Noboru Ueyama
  • Patent number: 4971981
    Abstract: Novel substituted 1,3-dioxolan and 1,4-dioxan derivatives of formula I ##STR1## in which R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5 and R.sub.6 each independently of the others represents hydrogen or C.sub.1 -C.sub.4 -alkyl or, if n=1,R.sub.2 and R.sub.4 together represent one of the radicals ##STR2## R.sub.7 represents hydrogen, halogen, methyl, ethyl, C.sub.1 -C.sub.2 -alkyl substituted by 1 to 5 halogen atoms, methoxy, ethoxy or C.sub.1 -C.sub.2 -alkoxy substituted by 1 to 5 halogen atoms;R.sub.8 represents a halogen, C.sub.1 -C.sub.3 -alkyl, C.sub.1 -C.sub.3 -alkyl substituted by 1 to 7 halogen atoms, C.sub.1 -C.sub.3 -alkoxy, C.sub.1 -C.sub.3 -alkoxy substituted by 1 to 7 halogen atoms, or cyano;U represents a grouping --CH.dbd. or --N.dbd.;X represents --O--, --S-- or --N(R.sub.9)--;Y represents --O--, --S--, --S(O)--, --S(O.sub.2)--, --CH.sub.2 --, --CO-- or --N(R.sub.9)--, whereinR.sub.9 represents hydrogen, C.sub.1 -C.sub.
    Type: Grant
    Filed: January 19, 1988
    Date of Patent: November 20, 1990
    Assignee: Ciba-Geigy Corporation
    Inventor: Friedrich Karrer
  • Patent number: 4929613
    Abstract: The novel series of quinoline-, naphthyridine- and benzoxazine-carboxylic acids useful as antibacterial agents is described. Novel methods for preparing the compounds as well as novel intermediates are also described as are methods for their formulation and the use thereof in treating bacterial infections.
    Type: Grant
    Filed: July 25, 1988
    Date of Patent: May 29, 1990
    Assignee: Warner-Lambert Company
    Inventors: Townley P. Culbertson, John M. Domagala, Susan E. Hagen, Joseph P. Sanchez
  • Patent number: 4883887
    Abstract: A process for producing carotenoids and carotenoid intermediates via reduction of sulfonyl polyenes with a dithionite in the presence of ammonia or an aliphatic amine, including novel intermediates in this process, which carotenoids are known coloring agents for foodstuffs, animal feeds, pharmaceuticals, etc.
    Type: Grant
    Filed: July 1, 1988
    Date of Patent: November 28, 1989
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Kurt Bernhard, Stephan Jaggli, Paul Kreienbuhl, Ulrich Schwieter
  • Patent number: 4870098
    Abstract: This invention encompasses compounds of Formula I ##STR1## and the pharmaceutically acceptable salts and geometrical and optical isomers thereof wherein:Alk is alkylene or hydroxyalkylene containing 1-6 carbon atoms;Ar is 5,6,7,8-tetrahydro-1-naphthalenyl or phenyl optionally substituted with one or more substituents selected from lower alkyl containing 1 to 6 carbon atoms, hydroxy, lower alkoxy containing 1 to 6 carbon atoms, or lower alkanoyl containing 1 to 6 carbon atoms;R is hydrogen and lower alkyl containing 1 to 6 carbon atoms;X, Y, and Z are each independently O or S with S optionally oxidized to S.dbd.O;m is an integer from 0 to 3;n is an integer from 0 to 5.The compounds are useful as anti-allergy agents and anti-inflammatory agents.
    Type: Grant
    Filed: January 17, 1989
    Date of Patent: September 26, 1989
    Assignee: G. D. Searle & Co.
    Inventors: Michael A. Stealey, Richard M. Weier
  • Patent number: RE41366
    Abstract: The invention relates to a method for the synthesis of galanthamine, the derivatives and analogues thereof of formula (1) where R1=a hydrogen atom, R2=a hydroxy group, R1 and R2 together form ?O, R3, R4, and R5 independently=a hydrogen atom, a hydroxy group or a (C1-C2)alkoxy group, R6?H, (C1-C12)alkyl, (CH2)nNR7R8, or —(CH2)nN+R7R8R9 where n=1 to 12, Z=two hydrogen atoms, or an oxygen atom and X=an oxygen, sulphur or nitrogen atom, or a —SO, —SO2, or —NR6 group where R6 is as defined above or is an amine protecting group.
    Type: Grant
    Filed: June 14, 2002
    Date of Patent: June 1, 2010
    Assignee: Centre National del la Recherche Scientifique (CNRS)
    Inventors: Claude Thal, Catherine Guillou, Jean-Luc Beunard, Emmanuel Gras, Pierre Potier