Thioether Containing Patents (Class 564/501)
  • Patent number: 10377788
    Abstract: The invention provides a production method of a glycoside compound or a salt thereof, which includes subjecting a thioether compound and an alcohol compound to a coupling reaction in the presence of a halogenating agent, a desiccant and a Lewis acid, and then distillation in the presence of at least one kind of additive selected from a sulfur-containing antioxidant and a maleimide group-containing compound to give a thioether compound and a step of subjecting a glycoside compound and a thioether compound to a coupling reaction in the presence of a halogenating agent, a desiccant and a Lewis acid to give a glycoside compound. By this method, a phosphoramidite preferable for the production (synthesis) of a nucleic acid can be produced more efficiently at a high purity.
    Type: Grant
    Filed: April 1, 2016
    Date of Patent: August 13, 2019
    Assignee: BONAC CORPORATION
    Inventors: Eriko Aoki, Takashi Kinoshita, Akihiro Itoh, Tadaaki Ohgi
  • Publication number: 20140378649
    Abstract: The use of Michael addition curing chemistries in compositions comprising sulfur-containing polymers such as polythioethers and polysulfides useful in aerospace sealant applications are disclosed. Sulfur-containing adducts comprising terminal Michael acceptor groups are also disclosed. In particular, sulfur-containing polymers and sulfur containing Michael acceptor adducts having terminal 1-(ethylenesulfonyl)-n-(vinylsulfonyl)alkanol groups are disclosed.
    Type: Application
    Filed: June 21, 2013
    Publication date: December 25, 2014
    Inventors: JUEXIAO CAI, LAWRENCE G. ANDERSON, MARFI ITO, RENHE LIN
  • Publication number: 20140057877
    Abstract: This invention relates to a process of synthesis and composition of open chain (ring), closed ring, linear branched and or substituted polyamines, polyamine derived tyrosine phosphatase inhibitors and PPAR partial agonists/partial antagonists via a series of substitution reactions and optimizing the bioavailability and biological activities of the compounds. Polyamines prevent the toxicity of neurotoxins and diabetogenic toxins including paraquat, methyphenyl pyridine radical, rotenone, diazoxide, streptozotocin and alloxan.
    Type: Application
    Filed: October 18, 2011
    Publication date: February 27, 2014
    Inventors: Michael A. Murphy, Mitchell R. Malachowski
  • Patent number: 8632654
    Abstract: The present application is directed to use of a thioether compound, obtainable from a first educt that comprises at least two thiol groups and from a second educt that comprises at least one ?,?-unsaturated amide group as well as at least one tertiary amine group, for the hardening of reactive resins.
    Type: Grant
    Filed: February 1, 2013
    Date of Patent: January 21, 2014
    Assignees: Henkel AG & Co. KGAA, Henkel US IP LLC
    Inventors: Pablo Walter, Mustapha Benomar, Stefan Keriling, Timothy Walsh, Rainer Schoenfeld
  • Publication number: 20130143279
    Abstract: The present invention relates to a process for producing methionine, comprising a first step of reacting 2-amino-3-buten-1-ol with methanethiol, and a second step of oxidizing 2-amino-4-methylthio-1-butanol obtained in the first step. The present invention also relates to a process for producing 2-amino-4-methylthio-1-butanol, comprising a step of reacting 2-amino-3-buten-1-ol with methanethiol.
    Type: Application
    Filed: May 30, 2011
    Publication date: June 6, 2013
    Applicant: SUMITOMO CHEMICAL COMPANY, LIMITED
    Inventors: Koji Hagiya, Hiroyuki Asako
  • Publication number: 20120302519
    Abstract: Disclosed herein are substituted fluoromethanes; pharmaceutical compositions comprising a therapeutically effective amount of the same; processes for preparing these fluoromethanes; and methods of using the same in alleviating infection and parasitism. Also disclosed are methods for identifying substituted fluoromethanes for modulating the activity of receptors and enzymes that bind and/or modify phosphate containing ligands and substrates.
    Type: Application
    Filed: February 3, 2011
    Publication date: November 29, 2012
    Applicant: MEH ASSOCIATES, INC.
    Inventor: Mark E. Hediger
  • Publication number: 20110313147
    Abstract: Ion exchange and hydrophobic interaction chromatographic materials are constructed by tethering a terminal binding functionality to a solid support via a hydrophobic linker. The backbone of the linker typically comprises sulfur-containing moieties. Suitable terminal binding functionalities are tertiary amines, quaternary ammonium salts, or hydrophobic groups. These chromatographic materials possess both hydrophobic and ionic character under the conditions prescribed for their use. The separation of proteins from crude mixtures at physiological ionic strength can be accomplished with a chromatographic material of this type by applying pH or ionic strength gradients, thereby effecting protein adsorption and desorption.
    Type: Application
    Filed: August 16, 2011
    Publication date: December 22, 2011
    Applicant: PALL CORPORATION
    Inventors: Egisto Boschetti, Pierre Girot
  • Publication number: 20110117125
    Abstract: The present invention provides compositions and methods for the delivery of therapeutic agents to cells. In particular, these include novel lipids and nucleic acid-lipid particles that provide efficient encapsulation of nucleic acids and efficient delivery of the encapsulated nucleic acid to cells in vivo. The compositions of the present invention are highly potent, thereby allowing effective knock-down of specific target protein at relatively low doses. In addition, the compositions and methods of the present invention are less toxic and provide a greater therapeutic index compared to compositions and methods previously known in the art.
    Type: Application
    Filed: December 31, 2008
    Publication date: May 19, 2011
    Applicants: TEKMIRA PHARMACEUTICALS CORPORATION, THE UNIVERSITY OF BRITISH COLUMBIA, ALNYLAM PHARMACEUTICALS
    Inventors: Michael J. Hope, Sean C. Semple, Jianxin Chen, Thomas D. Madden, Barbara Mui, Pieter R. Cullis, Marco A. Ciufolini, Kim F. Wong, Muthiah Manoharan, Rajeev G. Kallanthottathil
  • Patent number: 7893184
    Abstract: Dendritic or hyperbranched polyurethanes are prepared by 1) reacting diols or polyols having at least one tertiary nitrogen atom and at least two hydroxyl groups of differing reactivity toward isocyanate groups with diisocyanates or polyisocyanates to form an addition product, with the diols or polyols and diisocyanates or polyisocyanates being selected so that the addition product has, on average, one isocyanate group and more than one hydroxyl group or one hydroxyl group and more than one isocyanate group, 2) converting the addition product from step 1) into a polyaddition product by intermolecular reaction of the hydroxyl groups with the isocyanate groups, and with a reaction with a compound containing at least two hydroxyl groups, mercapto groups, amino groups or isocyanate groups also being able to be carried out first, 3) if desired reacting the polyaddition product from step 2) with a compound containing at least two hydroxyl groups, mercapto groups, amino groups or isocyanate groups.
    Type: Grant
    Filed: May 14, 2004
    Date of Patent: February 22, 2011
    Assignee: BASF Aktiengesellschaft
    Inventors: Bernd Bruchmann, Jean-Francois Stumbe
  • Publication number: 20110040098
    Abstract: An efficient and highly Markovnikov selective organoactinide-, organolanthanide-, and organozirconium-catalyzed addition of aryl, benzyl, and aliphatic thiols to terminal alkynes is described. The corresponding vinyl sulfides are produced with little or no side-products.
    Type: Application
    Filed: August 13, 2010
    Publication date: February 17, 2011
    Inventors: Tobin J. Marks, Charles J. Weiss, Stephen D. Wobser
  • Publication number: 20100222580
    Abstract: The invention relates to a process for the preparation of onium alkylsulfates by reaction of an onium halide with a symmetrically substituted dialkyl sulfate, in which the alkyl group can have 1 to 14 C atoms, with an asymmetrically substituted dialkyl sulfate, in which one alkyl group can have 4 to 20 C atoms and the second alkyl group denotes methyl or ethyl, with an alkyl trialkylsilyl sulfate, with an alkyl acyl sulfate or with an alkyl sulfonyl sulfate, where the reaction with a dialkyl sulfate is carried out at room temperature.
    Type: Application
    Filed: November 18, 2005
    Publication date: September 2, 2010
    Applicant: MERCK PATENT GMBH
    Inventors: Nikolai Ignatyev, Urs Welz-Biermann, Andriy Kucheryna, Helge Willner
  • Patent number: 7335794
    Abstract: The corrosion of metals in contact with aqueous alkanolamine solutions in acid gas removal units is inhibited by adding to the alkanolamine solution a corrosion inhibiting amount of a polythiaether compound.
    Type: Grant
    Filed: September 27, 2005
    Date of Patent: February 26, 2008
    Assignee: GE Betz, Inc.
    Inventors: Zen-Yu Chang, Liliana Minevski, Ping Lue
  • Patent number: 7276631
    Abstract: The present disclosure relates to chemical compounds and their use in human therapy. A specific embodiment of the disclosure relates to compounds of Formula (I); or an isomer, a pharmaceutically acceptable salt or solvate thereof or a pharmaceutically acceptable formulation comprising said compounds are useful for the useful for the treatment or prevention of conditions mediated by tachykinins and/or selective inhibition of serotonin reuptake transporter protein. The compounds act as dual NK-1 antagonists and selective serotonin reuptake inhibitors.
    Type: Grant
    Filed: July 18, 2005
    Date of Patent: October 2, 2007
    Assignee: Bristol-Myers Squibb Company
    Inventors: Yong-Jin Wu, Huan He
  • Patent number: 7247606
    Abstract: A compound of formula: wherein each R group independently is C6-C10 arylene group, a straight or branched chain C2-C°alkylene group optionally containing an arylene group, or a C4-C20 straight chain alkylene group containing one or more —NH— groups in the alkylene chain, each X is —O—, —S—, or —NR5— where R5 is hydrogen or C1-C6 alkyl, each AO group is independently ethyleneoxy, 1,2-propyleneoxy, or 1,2-butyleneoxy, n, m and p is from 1 to 50 and the sum of n, m and p is from 4 to 50, and the R4 is independently —CH2-CH(OH)—R9, wherein each R9 independently represents a C4-C18 saturated or unsaturated, substituted or unsubstituted hydrocarbon group. The compound has surfactant and defoaming properties and is useful in latex paint, an ink, an adhesive, or a metal working compositions.
    Type: Grant
    Filed: October 4, 2002
    Date of Patent: July 24, 2007
    Assignee: Cognis Corporation
    Inventors: Stephen F. Gross, Norman Milstein
  • Patent number: 7235668
    Abstract: The present invention relates to a novel process for the preparation of compounds of the formula (I) by reacting in a first step amino alcohols of the formula (II) with oleum to give sulphuric acid esters of the general formula (III) and by reacting these sulphuric acid esters in a second step with mercaptans or salts thereof of the general formula (IV) RSM ??(IV) wherein in each formula, where applicable, R1, R2, R3, R4, R5, R6, R, n and M have the meanings given in the disclosure, in the presence of a diluent and in the presence of a base.
    Type: Grant
    Filed: May 12, 2003
    Date of Patent: June 26, 2007
    Assignee: Bayer CropScience AG
    Inventor: Jörn Stölting
  • Patent number: 6974553
    Abstract: The corrosion of metals in contact with aqueous alkanolamine solutions in acid gas removal units is inhibited by adding to the alkanolamine solution a corrosion inhibiting amount of a polythiaether compound.
    Type: Grant
    Filed: October 15, 2002
    Date of Patent: December 13, 2005
    Assignee: GE Betz, Inc.
    Inventors: Zen-Yu Chang, Liliana Minevski, Ping Lue
  • Patent number: 6958419
    Abstract: An alkynyl S,N-acetal derivative of the present invention is represented by the following structural formula: In the structural formula, R1 represents a hydrogen atom, an alkyl group, an aryl group, an alkenyl group, a silyl group, or an alkynyl group; each of R2 and R3 represents an alkyl group or an allyl group; and R4 represents an alkyl group. The alkynyl S,N-acetal derivative, which is a novel compound, is useful as a raw material of propargylamine.
    Type: Grant
    Filed: December 11, 2003
    Date of Patent: October 25, 2005
    Assignee: Gifu University
    Inventors: Toshiaki Murai, Yuichiro Mutoh
  • Publication number: 20040167346
    Abstract: An alkynyl S,N-acetal derivative of the present invention is represented by the following structural formula: 1
    Type: Application
    Filed: December 11, 2003
    Publication date: August 26, 2004
    Applicant: Gifu University
    Inventors: Toshiaki Murai, Yuichiro Mutoh
  • Patent number: 6747149
    Abstract: N-Substituted glucamine compounds of formula I are effective in treatment of hepatitis infections, including hepatitis B and hepatitis C. In treating hepatitis infections the compounds of formular I may be used alone, or in combinatioin with another antiviral agent selected from among nucleosides, nucleotides, immunomodulators, immunostimulants or various combination of such other agents.
    Type: Grant
    Filed: December 17, 2002
    Date of Patent: June 8, 2004
    Assignee: G. D. Searle & Co.
    Inventors: Richard A. Mueller, Martin L. Bryant, Richard A. Partis
  • Patent number: 6639109
    Abstract: The present invention relates to a thioalkylamine derivative represented by general formula (I); and a process for production thereof: wherein each of R1 and R2 is H, (C1-C4)alkyl, (C3-C8)cycloalkyl, (C3-C8)cycloalkyl(C1-C4)alkyl, (substituted) phenyl, (substituted) phenyl(C1-C4)alkyl, or the like; each of R3 and R4 is H or a (C1-C4)alkyl group; each of R5 and R6 is H, (C1-C4)alkyl, a (substituted) phenyl group or a (substituted) phenyl(C1-C4)alkyl group; alternatively each of R1 and R2, R1 and R3 or R5, R3 and R4, R3 and R5 or R5 and R6 may together form lower alkylene; and R is (C1-C12)alkyl, (C3-C8)cycloalkyl, (C3-C8)cycloalkyl(C1-C4)alkyl, (substituted) phenyl, (substituted) phenyl(C1-C4)alkyl, a naphthyl group, a (substituted) aromatic heterocyclic, or the like.
    Type: Grant
    Filed: May 29, 2002
    Date of Patent: October 28, 2003
    Assignee: Nihon Nohyaku Co., Ltd.
    Inventors: Osamu Sanpei, Kenji Tsubata
  • Publication number: 20020054853
    Abstract: Novel methods, processes and metal complexes attached to a hypoxia-localizing moiety comprising
    Type: Application
    Filed: February 5, 2001
    Publication date: May 9, 2002
    Inventors: Karen Linder, Adrian D. Nunn, David P. Nowotnik, Kondareddiar Ramalingam, Richard J. DiRocco, William L. Rumsey, John P. Pirro
  • Patent number: 6245817
    Abstract: &agr;-alkoxy and &agr;-thioalkoxyamide compositions and methods of administering the compositions to mammals to treat disorders such as obesity that are mediated by NPY and especially those mediated by NPY via the Y5 receptor.
    Type: Grant
    Filed: April 20, 1999
    Date of Patent: June 12, 2001
    Assignee: Bayer Corporation
    Inventors: Richard D. Connell, Timothy G. Lease, Gaetan H. Ladouceur, Martin H. Osterhout
  • Patent number: 6187958
    Abstract: These amino group-containing mono- or dithiols are represented by formula (I). In order to prepare them, ethylene sulfide is reacted with at least one compound of formula (II), the average number of moles of ethylene sulfide added corresponding to the total m+n, and possibly the compound of formula (I) as obtained is further reacted with ethylene sulfide in order to increase the value of m+n. R1 stands for a straight or branched alkyl or alkenyl group having 10 to 30 carbon atoms; R2 stands for a straight or branched alkyl or alkenyl group having 10 to 30 carbon atoms, or a —(CH2—CH2—S)n—H group; m and n, which are identical or different, each represent 0 or an integer in the range of 1 to 10 and satisfy 1.
    Type: Grant
    Filed: April 10, 1998
    Date of Patent: February 13, 2001
    Assignee: Nippon Shokubai Co., LTD
    Inventors: Takashi Tomita, Tsunemasa Ueno, Daniel Bernard
  • Patent number: 5932707
    Abstract: Ligands for radiopharmaceutical use are capable of chelating radiometal species and of being bound to biological targeting molecules. The ligands have the formula (a) and (b), where A, A'=--SZ or Y, B=O or S, Y=(c), Z=H or a thiol protecting group, m=2 or 3, n=2 or 3, q=0 or 1, R=H or unsubstituted or substituted hydrocarbon and pharmaceutically acceptable salts, provided that at least one CR.sub.2 group represents CO and forms, together with an adjacent N atom; a --CONR-- amide group.
    Type: Grant
    Filed: July 7, 1997
    Date of Patent: August 3, 1999
    Assignee: Nycomed Amersham plc
    Inventors: Colin Mill Archer, Gary Robert Bower, Harjit Kaur Gill, Anthony Leonard Mark Riley, Anthony Eamon Storey, Lewis Reuben Canning, David Vaughan Griffiths
  • Patent number: 5777167
    Abstract: The instant invention is directed to a process for removing odor from alkylthioethylamine reaction product mixtures having said odor. The process comprises first contacting an alkylthioethanamine reaction product mixture with a neutralizing amount of aqueous alkali metal hydroxide to form an organic phase and an aqueous phase. Next, the organic phase is separated from the aqueous phase. After separation, a sufficient amount of an aqueous hydrohalic acid is added to the organic phase to form an alkylthioethanamine hydrohalide which has reduced odor.
    Type: Grant
    Filed: September 14, 1996
    Date of Patent: July 7, 1998
    Assignee: The Dow Chemical Company
    Inventors: Charles D. Gartner, George A. Paul
  • Patent number: 5491261
    Abstract: Di-, tri- and poly-perfluoroalkyl-substituted alcohols and acids and derivatives thereof are described which are prepared from perfluoroalkyl iodides and di-, tri- or polyallyl alcohols or acids. These compounds contain two or more perfluoroalkyl-iodoalkyl or perfluoroalkyl-alkenyl groups and one or two alcohol or acid groups or derivatized alcohol or acid functions. They can be reacted with isocyanates, epoxy compounds, anhydrides, acids or acid derivatives to prepare a great variety of oil- and water-repellent compositions which are useful for oil- and water-repellent treatment of textiles, glass, paper, leather and other substrates.
    Type: Grant
    Filed: July 1, 1994
    Date of Patent: February 13, 1996
    Assignee: Ciba-Geigy Corporation
    Inventors: Marlon Haniff, Robert Falk, Ted Deisenroth, Karl F. Mueller
  • Patent number: 5475119
    Abstract: Ionic monomeric diallylammonium compounds having a targeted combination of diallylammonium cations with selected anions have particularly high and constant charge control properties and very good heat stabilities and dispersibilities.The compounds according to the invention are outstandingly suitable for use as colorless charge control agents in toners and developers for electrophotographic recording processes and for use as charge-improving agents in powders and paints for surface coating, in particular in triboelectrically or electrokinetically sprayed powder paints.
    Type: Grant
    Filed: December 17, 1992
    Date of Patent: December 12, 1995
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Rudiger Baur, Hans-Tobias Macholdt
  • Patent number: 5410081
    Abstract: Compounds of the formula (I) ##STR1## are prepared by reacting 2-mercaptoethanol with compounds of the general formula (II) ##STR2## the substituents having the definition given in the description.
    Type: Grant
    Filed: June 24, 1994
    Date of Patent: April 25, 1995
    Assignee: Bayer Aktiengesellschaft
    Inventors: Klaus Kunde, Karl-Josef Herd
  • Patent number: 5368760
    Abstract: Cystamine is produced by a method which comprises reacting a 2,2-dialkyl thiazolidine represented by the general formula (1): ##STR1## wherein R.sup.1 and R.sup.2 independently are alkyl groups of 1 to 5 carbon atoms, with a peroxide in the presence of water. An alkylene oxide adduct of cystamine is produced by a method which comprises reacting the reaction mixture obtained as described above further with an alkylene oxide. These cystamine and alkylene oxide adduct of cystamine are useful as an additive for an aqueous lubricant.
    Type: Grant
    Filed: June 25, 1993
    Date of Patent: November 29, 1994
    Assignee: Nippon Shokubai Co., Ltd.
    Inventors: Jun Okamoto, Yujiro Goto, Masao Kitano, Seiichi Suzuki
  • Patent number: 5278341
    Abstract: The invention relates to N-acyl-aminoalkyl-2-hydroxyethylsulfides of formula R--CONH--(CH.sub.2).sub.n --S--CH.sub.2 --CH.sub.2 --OH, where R is a hydrogen atom or a (C.sub.1 -C.sub.4) alkyl group and n is an integer between 3 and 6, and to a method for preparing them. The method consists in reacting compounds of formula R--CONH--(CH.sub.2).sub.m --CH.dbd.CH.sub.2, where R has the above-mentioned meaning and m is an integer between 1 and 4, with the equivalent quantity of mercaptoethanol at approximately 15.degree. to approximately 150.degree. C. in the presence of a radical starter and in the presence or in the absence of a solvent which is inert to the reactants and to radical reactions.
    Type: Grant
    Filed: September 4, 1992
    Date of Patent: January 11, 1994
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Michael Meier, Heinrich Angenendt, Peter Mischke
  • Patent number: 5241078
    Abstract: This invention discloses heterobifunctional coupling agents for making a wide array of molecular conjugates. The agents contain a sterically hindered thiol, linked through a spacer arm to a second group reactive toward nucleophiles such as 1.degree. and 2.degree. amines or reactive thiols that are present on biological and organic materials. The coupling agents are useful for making conjugates containing a sterically hindered linkage.
    Type: Grant
    Filed: February 14, 1992
    Date of Patent: August 31, 1993
    Assignee: Cetus Oncology
    Inventors: Margaret Moreland, I. Lawrence Greenfield, Danute E. Nitecki
  • Patent number: 5227163
    Abstract: It has been discovered that terpenoids, especially terpenoid-alcohols (terpene-ols) and terpenoid-esters, and some aldehydes and ketones of terpenes, in a concentration of between 0.01% and 50% by weight, most preferably between 0.01% and 10%, are very good lice repellents. The active agent can be combined with a pharmaceutically and/or cosmetically acceptable carrier for topical administration, such as an aqueous or alcohol solution, a gel, cream, or a powder, and administered with or without additives such as other insect repellents, agents increasing solubility or delaying release of active agents, antimicrobials, antioxidants and fragrances. Examples demonstrate efficacy in in vitro and in in vivo testing.
    Type: Grant
    Filed: June 19, 1992
    Date of Patent: July 13, 1993
    Assignee: Clilco, Ltd.
    Inventors: Meir Eini, Dov Tamarkin
  • Patent number: 5177102
    Abstract: There are given disclosures on a polyisoprene compound of the formula ##STR1## wherein Y is S, O, NH or ##STR2## .sub.l is an integer of 2-10, Z is a group of ##STR3## R.sup.1 and R.sup.2 are same or different and each means a hydrogen atom or an alkyl group having C.sub.1-4, m is an integer of 0 or 1, and .sub.n is an integer of 0, 1 or 2,a salt thereof, a process for the preparation of same, and use thereof.
    Type: Grant
    Filed: May 3, 1991
    Date of Patent: January 5, 1993
    Assignee: Sanwa Kagaku Kenkyusho Co., Ltd.
    Inventors: Masayasu Kurono, Yasuaki Kondo, Takuji Yamaguchi, Ryoichi Unno, Hiromoto Kimura, Noboru Kuboyama, Takashi Ito, Mitsuru Oka, Akira Tashita, Kazumasa Nakano, Kiichi Sawai
  • Patent number: 5175353
    Abstract: The 2-(2'-aminoethoxy)ethanol salt of dicamba is useful as a herbicidal and has the advantages of a lower volatility and excellent solubility in water and organic solvents.
    Type: Grant
    Filed: September 21, 1987
    Date of Patent: December 29, 1992
    Assignee: Sandoz Ltd.
    Inventors: Rita S. Jones, Michael T. Chirchirillo, Johnny L. Burns
  • Patent number: 5132459
    Abstract: Compounds of formula I ##STR1## wherein R.sub.
    Type: Grant
    Filed: July 21, 1989
    Date of Patent: July 21, 1992
    Assignee: Sandoz Ltd.
    Inventor: Anton Stuetz
  • Patent number: 5112995
    Abstract: A potassium salt useful in the production of N-substituted-1-alkylthio-2-nitroethenamines is produced by the reaction of the dipotassium salt of nitrodithioacetic acid with certain straight chain alkylamines, thereby converting only one of the KS-groups to an alkylamine group. The resulting monopotassium salt may be alkylated to produce the required N-substituted-1-alkylthio compound which may be reacted with a suitable amine to produce the histamine H.sub.2 -antagonist ranitidine.
    Type: Grant
    Filed: April 4, 1990
    Date of Patent: May 12, 1992
    Assignee: Glaxo Group Limited
    Inventors: James I. Grayson, Graham Heyes, Arthur Jackson, Paul E. Rowney
  • Patent number: 5087757
    Abstract: Alkylthioethylamine salts are prepared by reacting certain alkenes with mercaptoethylamine salts in a glycol or glycol ether solvent in the presence of a free radical initiator. The product mixtures obtained are useful as antimicrobials as is or after the addition of inert formulation additives.
    Type: Grant
    Filed: October 11, 1988
    Date of Patent: February 11, 1992
    Assignee: The Dow Chemical Company
    Inventors: Kidisti G. Mariam, James A. Sinclair, Terry L. Wright, Charles D. Gartner
  • Patent number: 5081296
    Abstract: This application relates to intermediates useful for the preparation of fiber-reactive dyes, said intermediates having the formulae ##STR1## in which B is a --(CH.sub.2).sub.n -- or --O--(CH.sub.2).sub.n -- radical, where n is 1 to 6; Q is selected from the group consisting of hydrogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, halogen, carboxyl and sulfo; and A is an amino substituent of the formula ##STR2## and Z and Z', independently of one another, are .beta.-sulfatoethyl, .beta.-thiosulfatoethyl, .beta.-phosphatoethyl, .beta.-acyloxyethyl, .beta.-haloethyl or vinyl.
    Type: Grant
    Filed: April 17, 1990
    Date of Patent: January 14, 1992
    Assignee: Ciba-Geigy Corporation
    Inventors: Athanassios Tzikas, Paul Herzig
  • Patent number: 5059714
    Abstract: This invention relates to certain inhibitors of lysyl oxidase and their use in the treatment of diseases and conditions associated with the abnormal deposition of collagen.
    Type: Grant
    Filed: January 9, 1991
    Date of Patent: October 22, 1991
    Assignee: Merrell Dow Pharmaceuticals Inc.
    Inventors: Michael G. Palfreyman, Philippe Bey, Ian A. McDonald
  • Patent number: 4982004
    Abstract: A method for preparing antimicrobial formulations of 2-(alkylthio)ethanamines hydrohalides is disclosed. The formulations are prepared directly from the hydrolysis product of 2-(alkylthio)ethyl propionamides, thereby eliminating both waste streams and isolation procedures.
    Type: Grant
    Filed: March 3, 1989
    Date of Patent: January 1, 1991
    Assignee: The Dow Chemical Company
    Inventors: Attila G. Relenyi, Charles D. Gartner
  • Patent number: 4967007
    Abstract: A process is disclosed for the manufacture of 1-substituted amino-1-substituted thio-2 nitro alkenes of the general formula: (R1NH) (R2S) C.dbd.CR3 (NO2) wherein R1, R2, R3, may be same or different and may consist of hydrogen, alkyl, aryl or arylalkyl groups or combinations thereof. These alkenes are prepared by reacting a primary amine with a compound of sulfur in the presence of a primary catalyst to obtain a carbonimidodithioic acid salt which is converted to a corresponding ester which is thereafter reacted with a nitro compound in the presence of a secondary catalyst. 1-methylamino-1-methylthio-2-nitroethene is an important intermediate in the synthesis of Rantitidine and Nizatidine which are used as effective drugs in the treatment of peptic ulcers and associated gastrointestinal disorders.
    Type: Grant
    Filed: May 16, 1989
    Date of Patent: October 30, 1990
    Assignee: Council of Scientific & Industrial Research
    Inventors: Abdul R. A. S. Deshmukh, Baburao M. Bhawal, Vasudeo P. Shiralkar, Srinivasachari Rajappa
  • Patent number: 4931596
    Abstract: Hydroxylated primary amines corresponding to the formula:R--X--CH.sub.2 --CH(OH)--CH.sub.2 NH.sub.2 (I)in which R is a saturated or unsaturated straight chain C.sub.5 -C.sub.18 aliphatic radical and X represents --O--, --S--, --NH-- or --CH.sub.2 -- are prepared by reacting an epoxide of the formula: ##STR1## in which R and X are as defined previously and R.sub.1 and R.sub.2 together represent an epoxy radical with ammonium carbamate to form the corresponding substituted ammonium carbamate of the formula: ##STR2## in which R and X are as defined previously and thereafter heating the substituted ammonium carbamate thus formed at a temperature and for a length of time sufficient to form the corresponding hydroxylated primary amine of formula (I).The hydroxylated primary amines of formula (I) and the salts of these compounds, particularly the hydrohalide, acetate and quaternary alkyl ammonium salts thereof are useful as medicaments, anticeptics, sterilizing agents and preservatives.
    Type: Grant
    Filed: January 3, 1989
    Date of Patent: June 5, 1990
    Assignee: Ethyl Corporation
    Inventor: Kathleen S. Laurenzo
  • Patent number: 4888138
    Abstract: Compounds corresponding to the formula: ##STR1## in which R is a saturated or unsaturated straight chain C.sub.5 -C.sub.18 aliphatic radical and X represents --O--, --S--, --NH-- or --CH.sub.2 -- are provided by reacting compounds corresponding to the formula: ##STR2## in which R and X are as defined above and R.sub.1 and R.sub.2 together represent an epoxy radical with ammonium carbamate.These compounds may be used as intermediates in the preparation of the hydrohalide salts, particularly the hydrochloride and hydrobromide salts, and acetates of hydroxylated primary amines corresponding to the formula:R--X--CH.sub.2 --CH(OH)--CH.sub.2 NH.sub.2 (III)in which R and X are as defined above which are useful as medicaments, antiseptics, sterilizing agents and preservatives.
    Type: Grant
    Filed: November 10, 1988
    Date of Patent: December 19, 1989
    Assignee: Ethyl Corporation
    Inventor: Kathleen S. Laurenzo
  • Patent number: 4886610
    Abstract: The invention relates to compositions comprising a lubricant or a hydraulic fluid and at least one compound of the general formula ##STR1## wherein n is 2, 3 or 4, X is --S--, --O--, --O--CO--or --CH.sub.2 --, R.sup.1 is C.sub.1 -C.sub.22 alkyl, C.sub.5 -C.sub.6 cycloalkyl or phenyl, and R.sup.2 is hydrogen, C.sub.1 -C.sub.8 -alkyl, C.sub.2 -C.sub.4 alkyl which is substituted by an --OH group, or a group of the formula --CH.sub.2 --CH(OH)--CH.sub.2 --X--R.sup.1, wherein X and R.sup.1 have the given meanings, and to novel compounds of the formula indicated above. The glucamine derivatives of formula I are especially suitable for use as antiwear agents and as extreme pressure additives for mineral and synthetic lubricant oils and hydraulic fluids, and also as amphipolar ligands for imparting lipophilic properties to intrinsically hydrophilic metal salts, metal oxides, metal hydroxides and to protic acids. The complex compounds so obtained of the formulaM.sub.n.sup.m .multidot.X.sub.m.sup.n .multidot.pY.
    Type: Grant
    Filed: December 15, 1988
    Date of Patent: December 12, 1989
    Assignee: Ciba-Geigy Corporation
    Inventors: Hermann O. Wirth, Hans-Helmut Friedrich
  • Patent number: 4885392
    Abstract: Polyamines based on derivatives of 1,3-bissubstituted 2-propanol containing a multiplicity of amino groups, the latter containing at least one primary amino group and additionally further N-basic groupings, prepared by reacting 1,2,3-trisubstituted propane compounds with bis(primary amines or with monoamines and bis(primary amines).The polyamines according to the invention are clear to yellowish or yellow products which, at room temperature, form viscous to highly viscous liquids or may be paste-like or wax-like. They may be used, inter alia, advantageously as starting products for the preparation of thermosetting, in particular water-dispersible and cataphoretically depositable binders based on aminourethanes for coating solid substrates, in particular metals.
    Type: Grant
    Filed: December 22, 1987
    Date of Patent: December 5, 1989
    Assignee: Hoechst AG
    Inventors: Rudiger Lenz, Gerd Walz, Michael Honel, Peter Ziegler
  • Patent number: 4859354
    Abstract: The invention relates to non-aqueous functional fluids which contain at least one compound of formula I ##STR1## wherein X is --O--, --S--, --SO--,--SO.sub.2 --, --C(O)--O-- or --N(R.sup.3)--, in which R.sup.3 is hydrogen or C.sub.1 -C.sub.12 alkyl, R.sup.1 is unsubstituted C.sub.1 -C.sub.4 alkyl or C.sub.2 -C.sub.5 alkyl substituted by one to three hydroxyl groups, R.sup.2 is hydrogen, unsubstituted C.sub.1 -C.sub.4 alkyl or C.sub.2 -C.sub.5 alkyl substituted by one to three hydroxyl groups, with the proviso that at least one of the residues R.sup.1 or R.sup.2 is hydroxy-substituted, and wherein R is C.sub.2 -C.sub.20 -alkyl, a residue --CH.sub.2 --CH(OH)--CH.sub.2 --NR.sup.1 R.sup.2, in which R.sup.1 and R.sup.2 have their previous significance, or R is C.sub.2 -C.sub.18 alkenyl, C.sub.2 -C.sub.3 alkynyl or C.sub.5 -C.sub.12 cycloalkyl, with the proviso that, when X is --O-- or --C(O)--O--, R is branched C.sub.4 -C.sub.20 alkyl, especially a tertiary alkyl group.
    Type: Grant
    Filed: May 18, 1988
    Date of Patent: August 22, 1989
    Assignee: Ciba-Geigy Corporation
    Inventors: Emyr Phillips, Robert M. O'Neil, Hermann O. Wirth
  • Patent number: 4857663
    Abstract: N-(3-Dialkylamino-2-propenylidene)-N-alkylalkanaminium salts substituted in the 2-position with an ether or thioether and having the formula ##STR1## are active as hypoglycemic agents.
    Type: Grant
    Filed: November 16, 1988
    Date of Patent: August 15, 1989
    Assignee: Merrell Dow Pharmaceuticals Inc.
    Inventors: Eugene R. Wagner, Donald P. Matthews, Charlotte L. Barney
  • Patent number: 4843176
    Abstract: This invention relates to the following:(1) An amino-containing composition characterized by polymercapto groups,(2) A polyamino-containing composition characterized by mercapto or polymercapto groups,(3) A composition characterized by the presence ofA. a mercapto or polymercapto groups, andB. a nitrogen-containing group characterized by at least one of the following:1. an amido or a polyamido group,2. a cyclic amidine or a polycyclic amidine group,3. an epihalohydrin-derived amino-containing group.This invention also relates to the use of the above compositions as corrosion inhibitors.
    Type: Grant
    Filed: October 25, 1985
    Date of Patent: June 27, 1989
    Assignee: Petrolite Corporation
    Inventors: Neil E. S. Thompson, Derek Redmore, Bernardus A. Oude Alink, Benjamin T. Outlaw
  • Patent number: 4836958
    Abstract: The instant invention relates to fluorinated cationic compounds of the formula ##STR1## wherein R.sub.f is a perfluoroalkyl or perfluoroalkoxy-perfluoroalkyl group;R.sub.1 is alkylene optionally interrupted by --O--, --S--, --SO.sub.2 --, --SO.sub.2 NR'--, --CO.sub.2 --, --NR'--, or --CONR'-- where R' is hydrogen or lower alkyl;m is 0, 1 or 2;R.sub.2 is linear or branched alkylene;R.sub.3, R.sub.4, and R.sub.5 independently of one another represent alkyl or arylalkyl groups which are unsubstituted or substituted by hydroxyl, lower alkoxy, halogen, cyano or by polyalkyleneoxy, or R.sub.3 and R.sub.4 together with the nitrogen atom to which they are attached represent a 5- or 6-membered heterocyclic radical or R.sub.3, R.sub.4 and R.sub.5 together with nitrogen atom that links them represent a substituted or unsubstituted pyridine ring; andA.sup..crclbar. represents the anion of an organic or inorganic acid; and their particular use as surfactants.
    Type: Grant
    Filed: July 31, 1986
    Date of Patent: June 6, 1989
    Assignee: Ciba-Geigy Corporation
    Inventor: Athanasios Karydas
  • Patent number: 4835310
    Abstract: 1. Compounds of the formula I ##STR1## in which n is a number from 1 to 100, Y is --N(R.sup.3)--, --S-- or --S--R.sup.4 --S--, R.sup.1 is C.sub.2 -C.sub.8 -alkylene, which can be interrupted by 1 to 3 ether oxygen atoms, R.sup.2 is hydrogen, unsubstituted or hydroxyl-monosubstituted to -pentasubstituted C.sub.1 -C.sub.8 -alkyl, which can be interrupted one or more times by --O--, --S-- or --N(R.sup.5)-- as long as R.sup.2 is not unsubstituted C.sub.1 -C.sub.8 -alkyl when Y is --S-- and n is 1, R.sup.3 is hydrogen unsubstituted or hydroxylmonosubstituted to -pentasubstituted C.sub.1 -C.sub.8 -alkyl, which can be interrupted one or more times by --O--, --N(R.sup.5)-- or --S--, R.sup.4 is unsubstituted or OH-monosubstituted or -polysubstituted C.sub.2 -C.sub.8 -alkylene, which can be interrupted one or more times by --O-- or --S--, are very highly suitable for use as high pressure and antiwear additives for polar functional fluids.
    Type: Grant
    Filed: March 12, 1987
    Date of Patent: May 30, 1989
    Assignee: Ciba-Geigy Corporation
    Inventors: Hermann O. Wirth, Rainer Schneider, Hans-Helmut Friedrich