The -c(=x)- Group Is Part Of A -coo- Group Patents (Class 558/255)
  • Publication number: 20150073170
    Abstract: Whilst methodologies for the Kinetic Resolution of alcohols are well established, no analogous direct methods exist for the highly selective, direct catalytic Kinetic Resolution of thiols (i.e., R—SH). The present invention relates to a method for resolving stereoisomeric mixtures of thiols. In particular, the present invention relates to purely organocatalytic mediated resolution of enantiomeric mixtures of thiols without the need for enzymes. Also disclosed are some novel catalysts. Such catalysts may comprise a cinchona alkaloid-derived moiety.
    Type: Application
    Filed: September 25, 2014
    Publication date: March 12, 2015
    Applicant: THE PROVOST, FELLOWS, FOUNDATION SCHOLARS, AND THE OTHER MEMBERS OF THE BOARD, OF THE COLLEGE OF THE
    Inventors: Stephen Joseph CONNON, Aldo PESCHIULLI, Barbara PROCURANTI
  • Patent number: 8609857
    Abstract: The present invention provides bifunctional polymers, methods of preparing the same, and intermediates thereto. These compounds are useful in a variety of applications including the PEGylation of biologically active molecules. The invention also provides methods of using said compounds and compositions thereof.
    Type: Grant
    Filed: May 14, 2012
    Date of Patent: December 17, 2013
    Assignee: Intezyne Technologies, Inc.
    Inventors: Kurt Breitenkamp, Kevin Sill, Habib Skaff
  • Patent number: 8536364
    Abstract: The present invention provides a method for producing sulfur-containing carboxylic acid esters that are useful for aromatizing and flavoring purpose and can cater to the needs for diversified aromatized and/or flavored products, and to further provide a fragrance and/or flavor composition comprising the ester producible by the method and an aromatized and/or flavored product comprising the same. The sulfur-containing carboxylic acid ester is represented by the following formula (3): wherein R1 represents an alkyl group having 1 to 10 carbon atoms or an optionally substituted phenyl group (wherein the substituent thereof is an alkyl group having 1 to 4 carbon atoms or an alkoxy group having 1 to 4 carbon atoms), R2 and R3 independently represent a hydrogen atom, an alkyl group having 1 to 10 carbon atoms or an alkenyl group having 2 to 10 carbon atoms, or R2 and R3 together form an alkylene group, and R4 represents an alkyl group having 1 to 4 carbon atoms.
    Type: Grant
    Filed: April 25, 2011
    Date of Patent: September 17, 2013
    Assignee: Takasago International Corporation
    Inventors: Teruhiko Inaba, Kazuma Hojo, Kenya Ishida
  • Publication number: 20130190504
    Abstract: A process for the preparation of functional molecules using the thiol-ene coupling reaction and a process for the preparation of protected functional thiols, specifically thioesters is provided. The methods may be used to make functional polymers and other molecules. The method of making a functionalized polymer using a thiol-ene reaction comprises: providing a functionalized thioester having the following formula: wherein R is a functional group and COR? is a protecting group; cleaving the functionalized thioester, forming a functional thiol and an acyl group; providing a polymer having a pendant vinyl group; and reacting the polymer with the functional thiol whereby a functionalized polymer is formed, wherein the functional thiol is not isolated prior to reacting with the polymer.
    Type: Application
    Filed: October 1, 2012
    Publication date: July 25, 2013
    Inventors: Ralph L. DAVID, Julia A. KORNFIELD
  • Patent number: 8476441
    Abstract: (S)-(+)-3-(aminomethyl)-5-methyl-hexanoic acid or (S)-pregabalin is an anticonvulsive drug. In addition to its use as an anticonvulsive agent, pregabalin has also been indicated as a medicament in the treatment of anxiety, neuropathic pain and pain in patients with fibromyalgia. Provided herein are thioester intermediates in the synthesis of and processes for the synthesis of 3-(aminomethyl)-5-methyl-hexanoic acid in the (R) or (S) configuration.
    Type: Grant
    Filed: January 29, 2010
    Date of Patent: July 2, 2013
    Assignee: The Provost, Fellows and Scholars of the College of the Holy and Undivided Trinity of Queen Elizabeth Near Dublin
    Inventors: Stephen Joseph Connon, Aldo Peschiulli, Lyn Markey
  • Publication number: 20120277437
    Abstract: Whilst methodologies for the Kinetic Resolution of alcohols are well established, no analogous direct methods exist for the highly selective, direct catalytic Kinetic Resolution of thiols (i.e., R—SH). The present invention relates to a method for resolving stereoisomeric mixtures of thiols. In particular, the present invention relates to purely organocatalytic mediated resolution of enantiomeric mixtures of thiols without the need for enzymes. Also disclosed are some novel catalysts. Such catalysts may comprise a cinchona alkaloid-derived moiety.
    Type: Application
    Filed: December 7, 2010
    Publication date: November 1, 2012
    Applicant: THE PROVOST, FELLOWS AND SCHOLARS OF THE COLLEGE OF THE HOLY AND UNDIVIDED TRINITY
    Inventors: Stephen Joseph Connon, Aldo Peschiulli, Barbara Procuranti
  • Publication number: 20120226050
    Abstract: The present invention provides bifunctional polymers, methods of preparing the same, and intermediates thereto. These compounds are useful in a variety of applications including the PEGylation of biologically active molecules. The invention also provides methods of using said compounds and compositions thereof.
    Type: Application
    Filed: May 14, 2012
    Publication date: September 6, 2012
    Applicant: Intezyne Technologies, Inc.
    Inventors: Kurt Breitenkamp, Kevin N. Sill, Habib Skaff
  • Publication number: 20120046468
    Abstract: (S)-(+)-3-(aminomethyl)-5-methyl-hexanoic acid or (S)-pregabalin is an anticonvulsive drug. In addition to its use as an anticonvulsive agent, pregabalin has also been indicated as a medicament in the treatment of anxiety, neuropathic pain and pain in patients with fibromyalgia. Provided herein are thioester intermediates in the synthesis of and processes for the synthesis of 3-(aminomethyl)-5-methyl-hexanoic acid in the (R) or (S) configuration.
    Type: Application
    Filed: January 29, 2010
    Publication date: February 23, 2012
    Applicant: THE PROVOST,FELLOWS AND SCHOLARS OF THE COLLEGE OF THE HOLY LAND AND UNDIVIDED TRINITY OF QUEEN ELIZ
    Inventors: Stephen Joseph Connon, Aldo Peschiulli, Lyn Markey
  • Publication number: 20110282089
    Abstract: The present invention provides a method for producing sulfur-containing carboxylic acid esters that are useful for aromatizing and flavoring purpose and can cater to the needs for diversified aromatized and/or flavored products, and to further provide a fragrance and/or flavor composition comprising the ester producible by the method and an aromatized and/or flavored product comprising the same. The sulfur-containing carboxylic acid ester is represented by the following formula (3): wherein R1 represents an alkyl group having 1 to 10 carbon atoms or an optionally substituted phenyl group (wherein the substituent thereof is an alkyl group having 1 to 4 carbon atoms or an alkoxy group having 1 to 4 carbon atoms), R2 and R3 independently represent a hydrogen atom, an alkyl group having 1 to 10 carbon atoms or an alkenyl group having 2 to 10 carbon atoms, or R2 and R3 together form an alkylene group, and R4 represents an alkyl group having 1 to 4 carbon atoms.
    Type: Application
    Filed: April 25, 2011
    Publication date: November 17, 2011
    Inventors: Teruhiko Inaba, Kazuma Hojo, Kenya Ishida
  • Publication number: 20110245486
    Abstract: The invention relates to a method for producing 1,4-benzothiepin-1,1-dioxide derivatives substituted with benzyl groups.
    Type: Application
    Filed: April 29, 2009
    Publication date: October 6, 2011
    Applicant: SANOFI-AVENTIS DEUTSCHLAND GMBH
    Inventors: Guenter Billen, Wendelin Frick, John Patrick Larkin, Guy Lemaitre, Francoise Bendetti, Philippe Boffelli, Jean-Yves Godard, Christian Masson, Veronique Crocq, Sylvaine Lafont, Jos Hulshof
  • Patent number: 8008347
    Abstract: The present invention is directed generally to protecting cells, tissues and organs against the damaging effects of ionizing or other damaging agents associated with radiation or chemotherapy, or degenerative diseases or processes of various organs that elicit the production of free radicals or oxidants such as peroxides, superoxide anions, hydroxyl radicals or nitric oxides, or heavy metal cations. More particularly, the present invention is concerned with methoxypolyethylene glycol thioester chelate methyl esters that are useful as protectors against tissue damage by penetrating the cell membrane to donate electrons to free radical oxidants and remove heavy metals that may react with peroxides to produce the reactive hydroxyl radical, or remove Ca++ that may be released from organelles. These chelate esters will also have utility in reducing intraocular pressure in glaucoma patients.
    Type: Grant
    Filed: February 14, 2007
    Date of Patent: August 30, 2011
    Assignee: Eastern Virginia Medical School
    Inventors: Karl A. Schellenberg, Frank A. Lattanzio, James Shaeffer
  • Publication number: 20110124884
    Abstract: To provide a novel process for producing a 2-aryl-3-hydroxy-4-substituted carbonyl thiophene compound or an intermediate thereof useful as an intermediate for production of medicines and agricultural chemicals. A 2-aryl acetate compound represented by the formula (1): wherein R1 is an aryl group or the like, R4 is a C1-3 alkyl group or the like, and X is a leaving group, is reacted with a thioacetic acid compound to form a thioacetyl compound (3), the thioacetyl compound (3) is reacted with a vinyl ketone compound to form a ?-ketosulfide compound (5), which is cyclized under basic conditions to form a dihydrothiophene compound (6), and the dihydrothiophene compound (6) is oxidized by using an oxidizing agent to produce a 2-aryl-3-hydroxy-4-substituted carbonyl thiophene compound (7).
    Type: Application
    Filed: February 27, 2009
    Publication date: May 26, 2011
    Applicant: Nissan Chemical Industries, Ltd.
    Inventors: Kazufumi Yanagihara, Shingo Umezawa, Katsuaki Miyaji
  • Publication number: 20100261623
    Abstract: Provided herein are methods and compositions that include a method comprising contacting a metal surface with an acidic fluid comprising a corrosion inhibitor that comprises a reaction product formed from a direct or an indirect reaction of an aldehyde with a thiol and/or an amine functionalized ring structure. A composition provided includes an acidic treatment fluid that comprises an aqueous-base fluid, and acid, and a corrosion inhibitor that comprises a reaction product formed from a direct or an indirect reaction of an aldehyde with a thiol and/or an amine functionalized ring structure.
    Type: Application
    Filed: April 14, 2009
    Publication date: October 14, 2010
    Inventors: Juanita M. Cassidy, Chad E. Kiser, Jim L. Lane
  • Publication number: 20080318915
    Abstract: The present application describes deuterium-enriched fluticasone propionate, pharmaceutically acceptable salt forms thereof, and methods of treating using the same.
    Type: Application
    Filed: June 20, 2007
    Publication date: December 25, 2008
    Applicant: PROTIA, LLC
    Inventor: Anthony W. Czarnik
  • Patent number: 7388028
    Abstract: The present invention is directed generally to protecting cells, tissues and organs against the damaging effects of ionizing or other damaging agents associated with radiation or chemotherapy, or degenerative diseases or processes of various organs that elicit the production of free radicals or oxidants such as peroxides, superoxide anions, hydroxyl radicals or nitric oxides, or heavy metal cations. More particularly, the present invention is concerned with methoxypolyethylene glycol thioester chelate methyl esters that are useful as protectors against tissue damage by penetrating the cell membrane to remove electrons from free radical oxidants and remove heavy metals that may react with peroxides to produce the reactive hydroxyl radical, or remove Ca++ that may be released from organelles. These chelate esters will also have utility in reducing intraocular pressure in glaucoma patients.
    Type: Grant
    Filed: February 14, 2007
    Date of Patent: June 17, 2008
    Assignee: Eastern Virginia Medical School
    Inventors: Karl A. Schellenberg, Frank A. Lattanzio, James Shaefer
  • Patent number: 6869974
    Abstract: Compounds or their salts having general formulas (I) and (II): wherein s is an integer equal to 1 or 2, A is the radical of a drug that satisfies certain pharmacological tests, C and C1 are bivalent radicals, and precursors of the radicals B and B1 satisfy certain pharmacological tests.
    Type: Grant
    Filed: April 11, 2000
    Date of Patent: March 22, 2005
    Assignee: Nicox S.A.
    Inventor: Piero Del Soldato
  • Patent number: 6753446
    Abstract: The present invention is directed to labeled compounds, specifically where each C* is selected from the group consisting of a carbon-12, i.e., 12C, or a carbon-13, i.e., 13C and at least one C* is 13C, R1 is selected from the group of C1-C4 lower alkyl and aryl, and X is selected from the group of —NR2R3 where R2 and R3 are each independently selected from the group of C1-C4 lower alkyl, alkoxy and aryl, —SR4 where R4 is selected from the group of C1-C4 lower alkyl, alkoxy and aryl, and —OR5 where R5 is selected from the group of C1-C4 lower alkyl, alkoxy and aryl with the proviso that when R1 is methyl then R5 is other than methyl, when R1 is ethyl then R5 is other than ethyl, and when R1 is benzyl then R5 is other than benzyl.
    Type: Grant
    Filed: June 5, 2003
    Date of Patent: June 22, 2004
    Assignee: The Regents of the University of California
    Inventors: Rodolfo A. Martinez, Clifford J. Unkefer, Marc A. Alvarez
  • Patent number: 6369261
    Abstract: Compounds having Formula 2 wherein the symbols have the meaning defined in the specification are inhibitors of the cytochrome P450RAI (retinoic acid inducible) enzyme, and are used for treating diseases responsive to treatment by retinoids.
    Type: Grant
    Filed: August 29, 2000
    Date of Patent: April 9, 2002
    Assignee: Allergan Sales, Inc.
    Inventors: Alan T. Johnson, Jayasree Vasudevan, Liming Wang, Roshantha A. Chandraratna
  • Patent number: 6359147
    Abstract: Reactions of ring systems, such as aziridines, oxetanes and oxiranes with carboxylic acids, anhydrides, imides, lactones and carbonate esters are catalyzed by C3-C60, substituted or unsubstituted, straight or branched-chained, alkyl, aryl, or aralkyl carboxylate Cr+3 salts, preferably chromium +3 octoate. The catalysts also accelerate the reaction of hydroxy compounds with anhydrides, and of thiiranes with anhydrides. The catalysts selectively enhance the conversion of ring systems to form monomers, prepolymers, copolymers, functional end-group monomers, functional end-group prepolymers, and functional end-group polymers rather than forming homopolymers. By varying the catalyst concentration, molar ratios, and reaction temperatures, the reaction time required to form the desired product can be controlled.
    Type: Grant
    Filed: April 3, 2000
    Date of Patent: March 19, 2002
    Assignee: Dimension Technology Chemical Systems, Inc.
    Inventors: Renato R. Rindone, W. Kenneth Musker
  • Publication number: 20020010358
    Abstract: The present invention provides methods for producing a highly pure aromatic bromocarboxylic acid derivative and an aromatic acylthiocarboxylic acid derivative in high yields. The methods of the present invention include reacting an aromatic amino acid in an aqueous solvent in the presence of sodium nitrite, hydrogen bromide and at least one member selected from the group consisting of an aliphatic carboxylic acid and an alcohol, to give an aromatic bromocarboxylic acid derivative, and reacting the aromatic bromocarboxylic acid derivative and an organic thio acid in the presence of an amine to give an aromatic acylthiocarboxylic acid derivative.
    Type: Application
    Filed: March 29, 2001
    Publication date: January 24, 2002
    Applicant: AJINOMOTO CO., INC.
    Inventors: Daisuke Takahashi, Masakazu Nakazawa, Kunisuke Izawa
  • Patent number: 6284258
    Abstract: The present invention relates to compounds that are two-part molecules, and compositions containing such compounds, in which one part is designed to become covalently bonded to the skin (bonding agent) and the other part (a characteristic use agent) is designed to impart some characteristic use, such as emolliency, moisturizing effect, anti-acne, anti-wrinkle, anti-pain, antimicrobial, antifungal, antiviral, anti-irritation, skin tanning and skin lightening effects, extended protection of the skin (e.g., from ultraviolet light, by incorporation of a sunscreen component; from toxic and/or irritating substances; from insects and skin parasites, by incorporation of insecticides and/or insect repellants; from free radicals or other agents, as in aging, by incorporation of antioxidants), or dyeing of hair, skin nails, wool or fuir. The covalently bonded part may also be useful to impart skin strengthening effect (e.g., from shear forces) or as wound healing agents.
    Type: Grant
    Filed: September 10, 1998
    Date of Patent: September 4, 2001
    Assignee: Arizona Board of Regents
    Inventors: Seth D. Rose, Rosemarie F. Hartman, Carmen Chow, Cathryn M. Rose, K. Daniel Rose
  • Patent number: 6239306
    Abstract: Compounds of the formula (I) and their salts as defined in claim 1, in which R1 is CO—Q—R8, where R8=H or R R2 and R3 are H or (C1-C4)alkyl, R4 is H, R, RO, OH, RCO, RSO2, PhSO2 R5 is RSO2, PhSO2, PhCO, RNHSO2, R2NSO2, RCO, CHO, COCOR′, CW—T—R9, CW—NR10R11, CW—N(R12)2 or R4 and R5 together are the chain (CH2)mB or —B1—(CH2)m1B— where B=SO2, m=3, 4; m1=2, 3; T and W=O, S; Q=O, S, NR13 where R13=H, R; R6=H, R, RO, RCO, ROCO, Hal, NO2, CN; R7=H, CH3; R9=R; R10, R11=H, R; N(R12)2=heterocycle A=pyrimidinyl and triazinyl radical or an analog thereof, where R=(substituted) aliphatic hydrocarbon radical, are suitable as selective herbicides. They are prepared by analogous processes via sulfonamides, some of which are new, of the formula (II) (see claim 4).
    Type: Grant
    Filed: February 1, 1999
    Date of Patent: May 29, 2001
    Assignee: Hoechst Schering AgrEvo GmbH
    Inventors: Klaus Lorenz, Lothar Willms, Klaus Bauer, Hermann Bieringer
  • Patent number: 6117902
    Abstract: The present invention provides 6,8-Dimercaptooctanoic acid derivatives substituted at the 6-S and/or 8-S position with the (3-methylthiopropanoyl) radical, wherein they correspond to the following formula (I): ##STR1## in which: R represents OR.sub.3 or ##STR2## R.sub.3 representing a hydrogen atom, a linear or branched alkyl radical, or a radical of the formula ##STR3## n being an integer from 1 to 10 and r' and r", which are identical or different, representing a hydrogen atom, a linear or branched alkyl radical or, taken together, form with the nitrogen atom, a nitrogen-containing heterocycle optionally substituted with an optionally substituted oxygen or nitrogen atom,R.sub.5 and R.sub.4, identical or different, represent a hydrogen atom or a linear or branched alkyl radical,R.sub.1 and R.sub.2, which are identical or different, represent a hydrogen atom, a radical --COCH.sub.3 or a radical of formula:--CO(CH.sub.2).sub.2 SCH.sub.3 (II)with the proviso that at least one of the radicals R.sub.1 or R.sub.
    Type: Grant
    Filed: March 30, 1999
    Date of Patent: September 12, 2000
    Assignee: Galderman Research & Development, S.N.C. Sophia Abtipolis
    Inventors: Gerard Anthony Quash, Jacques Gore, Guy Fournet
  • Patent number: 6080881
    Abstract: It is described a process for preparing 2-acetylthio-3-phenyl-propionic acid and the salts thereof starting from 2-bromo-3-phenyl-propionic acid and potassium thioacetate in an organic solvent and in the presence of a phase transfer catalyst.
    Type: Grant
    Filed: February 17, 1999
    Date of Patent: June 27, 2000
    Assignee: Zambon Group S.p.A.
    Inventors: Allegrini Pietro, Soriato Giorgio
  • Patent number: 5994539
    Abstract: Compounds of formula ##STR1## wherein R, R.sub.1, R.sub.2, R.sub.3, R.sub.4, m and n have the meanings reported in the description, processes for their preparation and pharmaceutical compositions which contain them as active ingredients are described.The compounds of formula I are endowed with a mixed ACE-inhibitory and NEP-inhibitory activity and are useful in the treatment of cardiovascular diseases.
    Type: Grant
    Filed: December 18, 1997
    Date of Patent: November 30, 1999
    Assignee: Zambon Group S.p.A.
    Inventors: Franco Pellacini, Stefano Romagnano, Gabriele Norcini, Francesco Santangelo, Mario Fantucci, Claudio Semeraro
  • Patent number: 5830846
    Abstract: Use of 3-acylthiohexyl esters of the formula ##STR1## wherein R.sup.1 and R.sup.2 independently of one another represent hydrogen, C.sub.1 -C.sub.6 -alkyl or C.sub.5 -C.sub.12 -aryl, including furyl and thienyl, as aroma and/or odoriferous substances, and aroma and odoriferous substance compositions containing these compounds.
    Type: Grant
    Filed: August 22, 1997
    Date of Patent: November 3, 1998
    Assignee: Haarmann & Reimer GmbH
    Inventors: Heinz-Jurgen Bertram, Jurgen Bruning, Matthias Guntert, Peter Werkhoff, Peter Worner
  • Patent number: 5817859
    Abstract: The present invention provides a simple and inexpensive method for producing a-hydroxy-.beta.-aminocarboxylic acids and their esters. An ester of an N-protected .alpha.-amino acid ester is converted into a .beta.-ketosulfoxide, which is then processed with an acid to give an .alpha.-ketohemimercaptal. Next, this is acylated and then processed with a base to obtain an N-protected .alpha.-acyloxy-.beta.-amino-thioester, which is then saponified to obtain an intended compound. According to the method of the present invention, it is possible to produce .alpha.-hydroxy-.beta.-aminocarboxylic acid derivatives, which are intermediates in producing various HIV protease inhibitors, renin inhibitors and carcinostatics, from a-amino acids. The method comprises reduced reaction steps, the selectivity in the method to give the intended product is high, and the yield of the product obtained is high.
    Type: Grant
    Filed: June 18, 1997
    Date of Patent: October 6, 1998
    Assignee: Ajinomoto Co., Inc.
    Inventors: Takayuki Suzuki, Yutaka Honda, Kunisuke Izawa
  • Patent number: 5811569
    Abstract: The invention discloses a novel process for the preparation of a compound of formula II ##STR1## wherein R.sub.1 is C.sub.1-5 alkyl,R.sub.2 is hydrogen or C.sub.1-5 alkyl, andR.sub.3 is optionally substituted phenyl,comprising the reaction of a 4-hydroxypyrazole of formula III ##STR2## wherein R.sub.1 and R.sub.2 are as defined for formula II, with a benzylhalide of formula IVHal--CH.sub.2 --R.sub.3 (IV)wherein Hal is halogen, preferably bromine or chlorine, and R.sub.3 is as defined for formula II, in the presence of a base. The invention further comprises a novel process for the preparation of the 4-hydroxypyrazole of formula III. The compounds of formulae II and III are intermediates for highly effective systemic fungicides of the class of pyrazolyl acetic acid derivatives.
    Type: Grant
    Filed: November 1, 1996
    Date of Patent: September 22, 1998
    Assignee: Sandoz Ltd
    Inventors: Erwin Waldvogel, Eugen Eichenberger
  • Patent number: 5543545
    Abstract: A method is provided for the synthesis of an .alpha.-methyl-.beta.-acylthiopropionate of formula I: ##STR1## wherein R.sub.1 and R.sub.2 are independently selected from C.sub.1 -C.sub.6 alkyl, phenyl or substituted phenyl of the formula C.sub.6 H.sub.2 R.sub.3 R.sub.4 R.sub.5 wherein R.sub.3, R.sub.4 and R.sub.5 are independently selected from hydrogen, lower alkyl, F, Cl, Br, NO.sub.2, CN or R.sub.6 O wherein R.sub.6 is lower alkyl. The method comprises reacting methyl methacrylate with a thiocarboxylic acid at a mole ratio ranging between about 1:1 and about 2:1 and at a temperature ranging between 40.degree. C. and about 150.degree. C. The reaction is conducted either in the presence of an organic solvent or in the presence of polymerization inhibitors for approximately 3 to 6 hours. .alpha.-Methyl-.beta.-acyl-thiopropionates are obtained economically by the disclosed method in high purity and yields and in shorter reaction times relative to conventional processes.
    Type: Grant
    Filed: September 16, 1994
    Date of Patent: August 6, 1996
    Assignee: Industrial Technology Research Institute
    Inventors: Shin-Shin Wang, Chih-Hung Chen
  • Patent number: 5523152
    Abstract: Organic compounds having at least one ethylenically-unsaturated group are described, the organic compounds being suitable for use in coatable compositions as reactive diluents; compounds of the invention preferably have a divalent organic linking moiety devoid of reactive groups other than optional ethylenically-unsaturated groups, and a polar organic moiety and are particularly adept in solubilizing aminoplast resins having radiation-curable pendant groups.
    Type: Grant
    Filed: November 4, 1994
    Date of Patent: June 4, 1996
    Assignee: Minnesota Mining and Manufacturing Company
    Inventors: Ernest L. Thurber, Eric G. Larson, Alan R. Kirk, Gregg D. Dahlke
  • Patent number: 5498675
    Abstract: This invention relates to a block copolymer comprising: a) at least one first block of polymerized units of at least one first ethylenically unsaturated monomer and at least one latent thiol mercaptan chain transfer agent wherein the latent thiol mercaptan chain transfer agent has the general formula; ##STR1## wherein A is a polyvalent organic radical; x and y are positive integers such that x+y equals the valence of A; B is an organic acyl radical; and n and m are integers from 1 to 6; and b) at least one second block of polymerized units of at least one second ethylenically unsaturated monomer, wherein said at least one second block is attached to said at least one first block by reacting with terminal thiol functional groups contained on said at least one first block. In addition, this invention relates to the method of making this block copolymer.
    Type: Grant
    Filed: December 9, 1994
    Date of Patent: March 12, 1996
    Assignee: Rohm and Haas Company
    Inventors: William D. Emmons, Andrew W. Gross
  • Patent number: 5492965
    Abstract: This invention relates to a polymer composition of a block copolymer dispersed in water wherein the block copolymer is composed of: a) at least one first block of polymerized units of at least one first ethylenically unsaturated monomer and at least one latent thiol mercaptan chain transfer agent wherein the latent thiol mercaptan chain transfer agent has the general formula; ##STR1## wherein A is a polyvalent organic radical; x and y are positive integers such that x+y equals the valence of A; B is an organic acyl radical; and n and m are integers from 1 to 6; and b) at least one second block of polymerized units of at feast one second ethylenically unsaturated monomer, wherein said at least one second block is attached to said at least one first block by reacting with terminal thiol functional groups contained on said at least one first block.
    Type: Grant
    Filed: June 6, 1995
    Date of Patent: February 20, 1996
    Assignee: Rohm and Haas Company
    Inventors: William D. Emmons, Andrew W. Gross
  • Patent number: 5468870
    Abstract: Dye-donor element for use according to thermal dye sublimation transfer comprising a support having thereon a dye layer containing a dye corresponding to the following formula ##STR1## wherein Z represents CN, COOR.sup.1 or CONR.sup.2 R.sup.3 ;R.sup.1, R.sup.2 and R.sup.3 each independently represent hydrogen, substituted or unsubstituted alkyl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted aryl, or R.sup.2 and R.sup.3 together represent the necessary atoms to close a heterocyclic nucleus or substituted heterocyclic nucleus;Y represents OR.sup.4 or NR.sup.5 R.sup.6 or CN;R.sup.4 represents hydrogen, substituted or unsubstituted alkyl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted aryl, SO.sub.2 R.sup.7, COR.sup.7, CSR.sup.7, POR.sup.7 R.sup.8 ;R.sup.5 and R.sup.6 each independently has one of the significances given to R.sup.4 or represent substituted or unsubstituted amino, or R.sup.5 and R.sup.
    Type: Grant
    Filed: October 20, 1994
    Date of Patent: November 21, 1995
    Assignee: AGFA-GAVAERT, N.V.
    Inventor: Luc J. Vanmaele
  • Patent number: 5424472
    Abstract: The invention relates to a method of producing (meth)acryloylthio esters of general formula I ##STR1## where R represents hydrogen or methyl, and R.sup.1 represents a phenyl group, a substituted phenyl group, a C.sub.1-24 alkyl group, a substituted C.sub.1-24 alkyl group, a cyclic C.sub.3-24 alkyl group;comprising reacting (meth)acrylic acid anhydride (formula II) ##STR2## where R represents hydrogen or methyl, with at least the stoichiometric amount with a thiol or thiolate of formula IIIR.sub.1 --S--M, (III)where M represents hydrogen or a metal cation, andR.sub.1 is defined as above.
    Type: Grant
    Filed: October 12, 1993
    Date of Patent: June 13, 1995
    Assignee: Roehm GmbH Chemische Fabrik Patentabteilung
    Inventors: Martina Bader, Patrik Hartmann, Gerhard Schwinn
  • Patent number: 5389619
    Abstract: Compounds of the formula I ##STR1## where n, W, X, Y, Z, R.sup.1, R.sup.2, and R.sup.3 are as defined herein exhibit fungicidal, insecticidal, and acaracidal activity.
    Type: Grant
    Filed: March 29, 1993
    Date of Patent: February 14, 1995
    Assignee: BASF Aktiengesellschaft
    Inventors: Reinhard Doetzer, Hubert Sauter, Horst Wingert, Reinhard Kirstgen, Albrecht Harreus, Gisela Lorenz, Eberhard Ammermann
  • Patent number: 5367091
    Abstract: This invention refers to a new process for the preparation of D-(-)-3-acetylthio-2-methylpropionic acid, an important intermediate in the synthesis of the antihypertensive Captopril, consisting of the resolution of the racemic mixture of said acid through formation of the mixture of the diastereomeric salts thereof, in an appropriate solvent, with the low molecular weight L-(+)-2-aminobutanol as a base, selective crystallization of the diastereomeric salt of D-(-)-3-acetylthio-2-methylpropionic acid with L-(+)-2-aminobutanol and release of the D-(-)-3-acetylthio-2-methylpropionic acid through displacement of the base with a stronger acid.
    Type: Grant
    Filed: October 19, 1993
    Date of Patent: November 22, 1994
    Assignee: Medichem, S.A.
    Inventors: Alberto Stampa Diez Del Corral, Maria del Carmen Onrubia Miguel, Jose Irurre Perez
  • Patent number: 5340487
    Abstract: The present invention is directed to an oil-soluble lubricating oil additive comprising at least one adduct of (A) a polyolefin of 700 to 5,000 number average molecular weight substituted with carboxylic acid producing moieties (preferably acid or anhydride moieties), and (B) a monoepoxy thiol.
    Type: Grant
    Filed: August 19, 1993
    Date of Patent: August 23, 1994
    Assignee: Exxon Chemical Patents Inc.
    Inventors: Jacob Emert, Robert D. Lundberg
  • Patent number: 5308536
    Abstract: An optically active 4-mercaptocinnamic acid derivative represented by general formula (1) ##STR1## wherein R.sup.1 represents an alkyl group, an alkoxy group alkylthio group having 6 to 14 carbon atoms; X is H or F; Y is H or CH.sub.3 ; n is 0 or 1; Z is CH.sub.3 or CF.sub.3 ; and R.sup.2 represents a C.sub.2-8 alkyl group, preparation method, bistable or tristable liquid crystal composition containing at least one such derivative, and a liquid crystal display device including such a liquid crystal composition.The compound of general formula (1) decreases liquid crystal temperature range and broadens it, and enables realizing a bistable or tristable chiral smectic phase. The compound can be used alone or as blended with other liquid crystals having a smectic phase or ferroelectric liquid crystals as a material for liquid crystal devices.
    Type: Grant
    Filed: July 12, 1993
    Date of Patent: May 3, 1994
    Assignee: Showa Denko K.K.
    Inventors: Shuichi Naijoh, Ayako Nishioka, Chozo Inoue
  • Patent number: 5294728
    Abstract: This invention relates to latent thiol mercaptan chain transfer agents and their use in the synthesis of polymers. In addition, this invention relates to novel polymers and block copolymers formed using these latent thiol mercaptan chain transfer agents.
    Type: Grant
    Filed: November 4, 1991
    Date of Patent: March 15, 1994
    Assignee: Rohm and Haas Company
    Inventors: William D. Emmons, Andrew W. Gross
  • Patent number: 5290956
    Abstract: This invention relates to latent thiol monomers and their use in the synthesis of polymers. In addition, this invention relates to novel polymers and graft copolymers formed with these latent thiol monomers.
    Type: Grant
    Filed: November 4, 1991
    Date of Patent: March 1, 1994
    Assignee: Rohm and Haas Company
    Inventors: William D. Emmons, Andrew W. Gross
  • Patent number: 5231113
    Abstract: Retinoid-like activity is exhibited by compounds of the formula ##STR1## where the R groups are independently hydrogen, or lower alkyl; A is --C(O)O--, --OC(O)--, --C(O)S--, or --SC(O)--; n is 0-5; and Z is H, --COB where B is --OH or a pharmaceutically acceptable salt, or B is --OR.sub.1 where R.sub.1 is an ester-forming group, or B is --N(R).sub.2 where R is hydrogen or lower alkyl, or Z is --OE where E is hydrogen or an ether-forming group or --COR.sub.2 where R.sub.2 is hydrogen, lower alkyl, phenyl or lower alkyl phenyl, or Z is --CHO or an acetal derivative thereof, or Z is --COR.sub.3 where R.sub.3 is --(CH.sub.2).sub.m CH.sub.3 where m is 0-4 and the sum of n and m does not exceed 4.
    Type: Grant
    Filed: June 4, 1992
    Date of Patent: July 27, 1993
    Assignee: Allergan, Inc.
    Inventors: Roshantha A. S. Chandraratna, Robert J. Weinkam
  • Patent number: 5223637
    Abstract: KS-506a, KS-506x and KS-506g having an activity to inhibit cyclic nucleotide phosphodiesterase and KS-506m and KS-506h having an activity to inhibit histamine release are produced by culturing a microorganism belonging to the genus Mortierella.
    Type: Grant
    Filed: May 28, 1992
    Date of Patent: June 29, 1993
    Assignee: Kyowa Hakko Kogyo Co., Ltd.
    Inventors: Kazutoshi Kuroda, Hiroshi Kase, Katsuhiko Ando, Isao Kawamoto, Toru Yasuzawa, Hiroshi Sano, Joji Goto, Koji Yamada
  • Patent number: 5215549
    Abstract: Thioester derived hindered phenols and thioester derived arylamines are effective antioxidant and antiwear additives for liquid hydrocarbon fuels.
    Type: Grant
    Filed: July 21, 1992
    Date of Patent: June 1, 1993
    Assignee: Mobil Oil Corporation
    Inventors: Shih-Ying Hsu, Andrew G. Horodysky
  • Patent number: 5210267
    Abstract: The present invention provides novel optically-active aliphatic .beta.-halogen substituted carboxylic acid 4'-(4-alkoxybenzyloxy)biphenyl thioester compounds of the general formula: ##STR1## wherein R represents a straight-chained alkyl radical having C.sub.2 to C.sub.10 carbon atoms and X represents a halogen atom, and a process for the preparation thereof. The novel biphenyl thioester compounds provided according to the present invention are usable as a dopant or a base material for liquid crystal blending, thereby improving the properties of LCD.
    Type: Grant
    Filed: April 16, 1991
    Date of Patent: May 11, 1993
    Assignee: Samsung Electron Devices Co., Ltd.
    Inventors: Youngjae Chun, Junha Suh
  • Patent number: 5205947
    Abstract: The present invention is directed to an oil-soluble lubricating oil additive comprising at least one adduct of (A) a polyolefin of 700 to 5,000 number average molecular weight substituted with carboxylic acid producing moieties (preferably acid or anhydride moieties), and (B) a monoepoxy thiol.
    Type: Grant
    Filed: June 27, 1991
    Date of Patent: April 27, 1993
    Assignee: Exxon Chemical Patents Inc.
    Inventors: Jacob Emert, Robert D. Lundberg
  • Patent number: 5179121
    Abstract: Novel 4-chloro-4,4-difluorothiobutyric acid derivatives of the formula I ##STR1## in which R.sub.1 and R.sub.2 are, independently of one another, hydrogen, C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 halogenoalkyl and R.sub.3 is hydrogen or an organic radical can be employed as pest-control agents. Control of insects and arachnids is possible and preferable.
    Type: Grant
    Filed: August 15, 1991
    Date of Patent: January 12, 1993
    Assignee: Ciba-Geigy Corporation
    Inventors: Peter Maienfisch, Manfred Boger, Eginhard Steiner
  • Patent number: 5177109
    Abstract: Compounds, compositions and methods are described for treating a CNS disorder such as a cognitive disorder, epilepsy, depression, Parkinson's disease, Alzheimer's disease, a neurodegenerative disease or neurotoxic injury. Compound of interest are 2-amino-4,5-methyleneadipic acid compounds and derivatives defined by the formula I: ##STR1## wherein R.sup.1 is selected from hydrido, alkyl, cycloalkyl, aralkyl, aryloxyalkyl, arylthioalkyl, ##STR2## with each of R.sup.2, R.sup.3, R.sup.4 and R.sup.5 being independently selected from hydrido, alkyl, cycloalkyl, aryl and aralkyl; wherein each of X and Y is independently selected from hydroxyl, alkoxy, alkylthio, amino and ##STR3## with each of R.sup.6 and R.sup.7 being independently selected from hydrido, alkyl, cycloalkyl, aryl and aralkyl; wherein any of R.sup.1 through R.sup.
    Type: Grant
    Filed: July 19, 1991
    Date of Patent: January 5, 1993
    Assignee: G. D. Searle & Co.
    Inventors: Roberto Pellicciari, Benedetto Natalini, Maura Marinozzi, Alexis A. Cordi, Joseph B. Monahan, Thomas H. Lanthorn
  • Patent number: 5166402
    Abstract: Herbicidal .alpha.-(5-aryloxy-naphthalen-1-yl-oxy)propionic acid derivatives of the formula ##STR1## in which R.sup.1 stands for hydrogen, halogen, cyano or trifluoromethyl,R.sup.2 stands for hydrogen or halogen,R.sup.3 stands for halogen, cyano, trifluoromethyl or trifluoromethoxy,R.sup.4 stands for hydrogen or halogen,R.sup.5 stands for hydrogen or halogen andZ stands for halogen, hydroxyl, amino, alkylamino, alkenylamino, alkinylamino, arylamino, aralkylamino, alkoxycarbonylalkylamino, cyanamino, dialkylamino, dialkenylamino, alkylsulphonylamino, arylsulphonylamino, hydroxylamino, alkoxyamino, hydrazino, alkylsulphonylhydrazino, arylsulphonylhydrazino, alkylthio, arylthio, aralkylthio, alkoxycarbonylalkylthio or for the --O--R.sup.6 group,wherein R.sup.6 can be various organic radicals.The starting material naphthol of the formula ##STR2## is also new.
    Type: Grant
    Filed: November 1, 1990
    Date of Patent: November 24, 1992
    Assignee: Bayer Aktiengesellschaft
    Inventors: Michael Haug, Hans-Joachim Santel, Robert R. Schmidt, Harry Strang
  • Patent number: 5149855
    Abstract: Process for racemizing an optically active carboxylic acid ester of the formula (1): ##STR1## wherein R.sub.1 is alkyl, aralkyl or aryl, R.sub.2 and R.sub.3 independently are alkyl, and n is 1 or 2, which comprises contacting the compound of the formula (1) with an amine compound.
    Type: Grant
    Filed: December 14, 1990
    Date of Patent: September 22, 1992
    Assignee: Mitsubishi Rayon Co., Ltd.
    Inventors: Akihiro Sakimae, Eiji Ozaki, Kanehiko Enomoto, Ryozo Numazawa, Yoshimasa Kobayashi
  • Patent number: 5135562
    Abstract: Compounds of formula I ##STR1## wherein R.sub.1 is halogen;X is oxygen; or sulfur;Y is oxygen; or sulfur;A is a straight-chain or branched C.sub.1 -C.sub.4 alkylene chain;Q is hydroxy; halogen; cyano; unsubstituted or cyano- or halo-substituted C.sub.2 -C.sub.6 alkenyl; C.sub.2 -C.sub.4 alkynyl; --CR.sub.2 .dbd.CH--COOR.sub.3 ; --CH[N(R.sub.2).sub.2 ]COOR.sub.2 ; --NR.sub.4 (R.sub.5); --CO--NR.sub.6 R.sub.7 ; --COON.dbd.CR.sub.8 (R.sub.8); --C(R.sub.2)(OR.sub.9).sub.2 ; --Si(R.sub.10).sub.3 ; --COOCH.sub.2 Si(CH.sub.3).sub.2 --C.sub.1 -C.sub.6 alkyl; ##STR2## --CON(R.sub.12)SO.sub.2 --C.sub.1 -C.sub.6 alkyl; --CON(R.sub.12)SO.sub.2 --C.sub.1 -C.sub.4 haloalkyl; C.sub.1 -C.sub.6 alkylcarbonyl; C.sub.2 -C.sub.6 alkoxyalkylcarbonyl; benzoyl; benzylcarbonyl; --COOR.sub.16 ; --CO--N(R.sub.2)CH.sub.2 --CH.sub.2 --CH(O--C.sub.1 -C.sub.6 alkyl).sub.2 ; --COO(CH.sub.2).sub.j N(R.sub.2).sub.2 ; --S(O).sub.k --R.sub.14 ; --S(O).sub.k --A'--COOR.sub.
    Type: Grant
    Filed: March 19, 1991
    Date of Patent: August 4, 1992
    Assignee: Ciba-Geigy Corporation
    Inventors: Georg Pissiotas, Hans Moser, Hans-Georg Brunner