Chalcogen Attached Directly To Ring Sulfur Of The Hetero Ring By Nonionic Bonding Patents (Class 549/40)
  • Patent number: 8969591
    Abstract: The present invention is directed to provide an efficient production method which is capable of not only obtaining a cyclic sulfonic acid ester (sultone) at low cost and in high yield, but also the sulfonic acid ester (sultone) stably even in a commercial scale. The present invention relates to a method for producing hydroxysultone comprising a first step where a diol having a specified structure and a thionyl halide are reacted to obtain a cyclic sulfite having a specified structure, and a second step where the cyclic sulfite is reacted with water or/and alcohol; a method for producing an unsaturated sultone having a specified structure comprising a third step where a hydroxylsultone having a specified structure is reacted with an acid halide or an acid anhydride to obtain an intermediate, subsequently the intermediate is treated with a base; as well as a cyclic sulfite having a specified structure.
    Type: Grant
    Filed: January 24, 2014
    Date of Patent: March 3, 2015
    Assignee: Wako Pure Chemical Industries, Ltd.
    Inventors: Ayako Kuramoto, Kuniaki Okamoto, Tsutomu Watahiki, Motoshige Sumino
  • Publication number: 20140378360
    Abstract: The present application relates to perfume raw materials, perfume delivery systems and consumer products comprising such perfume raw materials and/or such perfume delivery systems, as well as processes for making and using such perfume raw materials, perfume delivery systems and consumer products. Such perfume raw materials and compositions, including the delivery systems, disclosed herein expand the perfume communities' options as such perfume raw materials can provide variations on character and such compositions can provide desired odor profiles.
    Type: Application
    Filed: September 12, 2014
    Publication date: December 25, 2014
    Inventors: Hugo Robert Germain DENUTTE, Johan SMETS, An PINTENS, Koen VAN AKEN, Freek Annie Camiel VRIELYNCK
  • Publication number: 20140370375
    Abstract: The present invention provides an organic electrolyte that improve the organic electrolyte storage battery of an electric vehicle in the initial storage capacity that affects the possible cruising range, which electrolyte comprises a compound having no rotational symmetry axis of the compounds represented by formula (1) below: wherein R1 to R5 are each independently hydrogen, an alkyl group, a halogenated alkyl group, or halogen, R6 is an alkylene group or a halogenated alkylene group and R7 is a phenyl group having no substituent or having a substituent (a straight-chain or branched alkyl group having one to four carbon atoms, halogen-containing straight-chain or branched alkyl group having one to four carbon atoms, or halogen) bonded thereto.
    Type: Application
    Filed: December 18, 2012
    Publication date: December 18, 2014
    Applicant: JX NIPPON OIL & ENERGY CORPORATION
    Inventors: Takeshi Nishizawa, Atsuo Omaru
  • Publication number: 20140142324
    Abstract: The present invention is directed to provide an efficient production method which is capable of not only obtaining a cyclic sulfonic acid ester (sultone) at low cost and in high yield, but also the sulfonic acid ester (sultone) stably even in a commercial scale. The present invention relates to a method for producing hydroxysultone comprising a first step where a diol having a specified structure and a thionyl halide are reacted to obtain a cyclic sulfite having a specified structure, and a second step where the cyclic sulfite is reacted with water or/and alcohol; a method for producing an unsaturated sultone having a specified structure comprising a third step where a hydroxylsultone having a specified structure is reacted with an acid halide or an acid anhydride to obtain an intermediate, subsequently the intermediate is treated with a base; as well as a cyclic sulfite having a specified structure.
    Type: Application
    Filed: January 24, 2014
    Publication date: May 22, 2014
    Applicant: WAKO PURE CHEMICAL INDUSTRIES, LTD.
    Inventors: Ayako KURAMOTO, Kuniaki OKAMOTO, Tsutomu WATAHIKI, Motoshige SUMINO
  • Publication number: 20140093787
    Abstract: An object of the present invention is to provide a nonaqueous electrolytic solution capable of improving electrochemical characteristics in a broad temperature range, an energy storage device using it. A nonaqueous electrolytic solution of an electrolyte salt dissolved in a nonaqueous solvent, which comprises at least one cyclic sulfonic acid ester compound represented by the following general formula (I), and an energy storage device.
    Type: Application
    Filed: April 25, 2012
    Publication date: April 3, 2014
    Applicant: UBE Industries, Ltd.
    Inventors: Koji Abe, Shoji Shikita
  • Patent number: 8652364
    Abstract: A polymer film comprising at least one compound represented by formula (I) is disclosed. A1 and A2 each independently represent a group having a Hammett's ?p value of 0.2 or more, or bond each other to form a cyclic active methylene structure; and X1 and X2 each independently represent a hydrogen atom, aryl group, hetero-cyclic group, cyano, N-alkyl- or N-aryl-carbamoyl, or alkyl- or aryl-oxycarbonyl, or bond each other to form a saturated ring in which nitrogen and carbon atoms are embedded, and the group and ring may have at least one substituent.
    Type: Grant
    Filed: March 11, 2011
    Date of Patent: February 18, 2014
    Assignee: FUJIFILM Corporation
    Inventors: Shunya Katoh, Hiroko Kamee
  • Patent number: 8568756
    Abstract: Methods are provided for identifying molecules that can be used to positively and negatively manipulate quorum-sensing-mediated communication to control bacterial behavior. Small-molecule antagonists that disrupt quorum-sensing-mediated activities are identified. Methods are provided for disrupting detection of acyl-homoserine lactone autoinducer in Gram-negative bacteria by contacting the bacteria with the antagonists. Methods of inhibiting quorum sensing-mediated activity in Gram-negative bacteria are provided wherein the activity is pathogenicity, bioluminescence, siderophore production, type III secretion, or metalloprotease production.
    Type: Grant
    Filed: June 2, 2009
    Date of Patent: October 29, 2013
    Assignee: The Trustees of Princeton University
    Inventors: Bonnie Bassler, Lee Swem
  • Patent number: 8557500
    Abstract: The present invention provides a salt represented by the formula (I): wherein Q1 and Q2 independently each represent a fluorine atom or a C1-C6 perfluoroalkyl group, L1 represents a C1-C17 divalent saturated hydrocarbon group in which one or more —CH2— can be replaced by —O— or —CO—, L2 represents a single bond or a C1-C6 alkanediyl group in which one or more —CH2— can be replaced by —O— or —CO—, Y represents a C3-C18 alicyclic hydrocarbon group which can have one or more substituents, and one or more —CH2— in the alicyclic hydrocarbon group can be replaced by —O—, —CO— or —SO2—, and Z+ represents an organic counter ion.
    Type: Grant
    Filed: February 28, 2012
    Date of Patent: October 15, 2013
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Koji Ichikawa, Hiromu Sakamoto, Takahiro Yasue
  • Patent number: 8486606
    Abstract: An acrylate derivative represented by the following general formula (1): (in the formula, R1 represents a hydrogen atom, a methyl group or a trifluoromethyl group; each of R2, R3, R5, R7, R8, R9 and R10 independently represents a hydrogen atom, an alkyl group, a cycloalkyl group or an alkoxy group; each of R4 and R6 independently represents a hydrogen atom, an alkyl group, a cycloalkyl group or an alkoxy group, or R4 and R6 are bonded to each other to represent an alkylene group, —O— or —S—; n represents 0, 1 or 2; and W represents an alkylene group or a cycloalkylene group); an intermediate thereof; a method for producing the same; a polymer compound which is obtainable from polymerization of a raw material containing the foregoing acrylate derivative and which is excellent in solubility in an organic solvent used for the preparation of a photoresist composition; and a photoresist composition containing the polymer compound, an organic solvent and a photo acid generator and having excellent adhesion to s
    Type: Grant
    Filed: June 30, 2009
    Date of Patent: July 16, 2013
    Assignee: Kuraray Co., Ltd.
    Inventors: Junko Sato, Osamu Nakayama, Takashi Fukumoto
  • Patent number: 8481243
    Abstract: The present invention provides a resin comprising a structural unit represented by the formula (aa): wherein R1 represents a C1-C6 alkyl group optionally having one or more halogen atoms, a hydrogen atom or a halogen atom, T1 represents a C4-C34 sultone ring group optionally having one or more substituents, Z1 represents a C1-C6 alkanediyl group optionally having one or more substituents, or a group represented by the formula (a-1): -A10X10-A11sX11-A12-??(a-1) wherein X10 and X11 each independently represents —O—, —NH—, —CO—, —CO—O—, —O—CO—, —CO—NH— or —NH—CO—, A10, A11 and A12 each independently represent a C1-C5 divalent aliphatic hydrocarbon group optionally having one or more substituents, and s represents 0 or 1, and Z2 represents a single bond or —CO—.
    Type: Grant
    Filed: January 9, 2012
    Date of Patent: July 9, 2013
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Hyungjoo Kim, Akira Kamabuchi, Koji Ichikawa
  • Publication number: 20120220785
    Abstract: The invention relates to polysultone derivatives used as precursors to radiolabelled macromolecules usable for medicine and in nuclear imaging. The aim of the invention is to provide novel prosthetic compounds or groupings, the synthesis of which is straightforward, easy and automatable, enabling access to economical and effective radiolabelled macromolecules. The aim is achieved by the invention, which involves compounds of formula 10 or 11. Said double-sultone derivatives are produced by opening the sultone rings using a nucleophile radical Ri which may be a radionucleide R* for one of the sultone rings and an active radical peptide Ra for the other sultone ring. The invention also relates to the method for producing the abovementioned compounds, as well as to the drugs or diagnosis products that the latter are capable of forming.
    Type: Application
    Filed: August 10, 2010
    Publication date: August 30, 2012
    Applicant: Advanced Accelerator Applications
    Inventor: Cedric Bouteiller
  • Patent number: 8227170
    Abstract: A resist composition including a base component (A) which exhibits changed solubility in an alkali developing solution under action of an acid, and an acid generator component (B), wherein the base component (A) includes a polymeric compound (A0) containing a structural unit (a0) represented by the general formula (a0-1) shown below: (wherein, R1 represents a hydrogen atom, an alkyl group or a halogenated alkyl group; R2 represents a bivalent linking group containing at least one kind of polar groups selected from the group consisting of —O—, —C(?O)—, —C(?O)—O—, a carbonate linkage (—O—C(?O)—O—), —S—, —S(?O)2—, —S(?O)2—O—, —NH—, —NR04— (wherein, R04 represents an alkyl group or an acyl group), and —NH—C(?O)—; and R3 represents a cyclic group containing a sulfonyl group within the ring skeleton).
    Type: Grant
    Filed: January 11, 2010
    Date of Patent: July 24, 2012
    Assignee: Tokyo Ohka Kogyo Co., Ltd.
    Inventors: Takahiro Dazai, Daiju Shiono, Tomoyuki Hirano, Tasuku Matsumiya, Daichi Takaki, Takayoshi Mori, Junichi Tsuchiya
  • Publication number: 20120172555
    Abstract: A monomer compound has the formula (I): where each R1, R2, and R3 is independently H, F, C1-10 alkyl, fluoro-substituted C1-10 alkyl, C1-10 cycloalkyl, or fluoro-substituted C1-10 cycloalkyl, provided that at least one of R1, R2, or R3 is F; n is an integer of from 1 to 10, A is a halogenated or non-halogenated C2-30 olefin-containing polymerizable group, and G+ is an organic or inorganic cation. The monomer is the reaction product of a sultone precursor and the oxyanion of a hydroxy-containing halogenated or non-halogenated C2-30 olefin-containing compound. A polymer includes the monomer of formula (I).
    Type: Application
    Filed: December 29, 2011
    Publication date: July 5, 2012
    Inventors: Suzanne M. Coley, David R. Wilson, Francis J. Timmers
  • Publication number: 20120130089
    Abstract: The present invention is directed to provide an efficient production method which is capable of not only obtaining a cyclic sulfonic acid ester (sultone) at low cost and in high yield, but also the sulfonic acid ester (sultone) stably even in a commercial scale. The present invention relates to a method for producing hydroxysultone comprising a first step where a diol having a specified structure and a thionyl halide are reacted to obtain a cyclic sulfite having a specified structure, and a second step where the cyclic sulfite is reacted with water or/and alcohol; a method for producing an unsaturated sultone having a specified structure comprising a third step where a hydroxylsultone having a specified structure is reacted with an acid halide or an acid anhydride to obtain an intermediate, subsequently the intermediate is treated with a base; as well as a cyclic sulfite having a specified structure.
    Type: Application
    Filed: August 3, 2010
    Publication date: May 24, 2012
    Applicant: WAKO PURE CHEMICAL INDUSTRIES, LTD.
    Inventors: Ayako Kuramoto, Kuniaki Okamoto, Tsutomu Watahiki, Motoshige Sumino
  • Publication number: 20110123586
    Abstract: Methods are provided for identifying molecules that can be used to positively and negatively manipulate quorum-sensing-mediated communication to control bacterial behavior. Small-molecule antagonists that disrupt quorum-sensing-mediated activities are identified. Methods are provided for disrupting detection of acyl-homoserine lactone autoinducer in Gram-negative bacteria by contacting the bacteria with the antagonists. Methods of inhibiting quorum sensing-mediated activity in Gram-negative bacteria are provided wherein the activity is pathogenicity, bioluminescence, siderophore production, type III secretion, or metalloprotease production.
    Type: Application
    Filed: June 2, 2009
    Publication date: May 26, 2011
    Inventors: Bonnie Bassler, Lee Swem
  • Publication number: 20110071125
    Abstract: This invention relates to novel substituted phenylamino-benzene compounds, pharmaceutical compositions containing such compounds and the use of those compounds or compositions for treating hyper-proliferative and/or angiogenesis disorders, as a sole agent or in combination with other active ingredients.
    Type: Application
    Filed: May 9, 2008
    Publication date: March 24, 2011
    Inventors: Joachim Rudolph, Jaques Dumas, Li Yingfu, Daniel Auclair, Mario Lobell, Marion Hitchcock, Ingo Hartung, Marcus Koppitz, Dominic Brittain, Florian Puehler, Kirstin Petersen, Judith Guenther, Benjamin Bader
  • Publication number: 20110070544
    Abstract: There is provided an acid having a fluorine-containing carbanion structure or a salt having a fluorine-containing carbanion structure, which is represented by the following general formula (1). By using a photoacid generator for chemically amplified resist materials that generates this acid, it is possible to provide a photoacid generator which has a high sensitivity to the ArF excimer laser light or the like, of which acid (photo generated acid) to be generated has a sufficiently high acidity, and which has a high dissolution in resist solvent and a superior compatibility with resin, and a resist material containing such a photoacid generator.
    Type: Application
    Filed: March 10, 2009
    Publication date: March 24, 2011
    Applicant: Central Glass Company,Ltd.
    Inventors: Masashi Nagamori, Satoru Narizuka, Susumu Inoue, Takashi Kume
  • Publication number: 20100136478
    Abstract: A resist composition including a base component (A) which exhibits changed solubility in an alkali developing solution under action of acid and an acid-generator component (B) which generates acid upon exposure, the acid-generator component (B) including an acid generator (B1) containing a compound having a cation moiety represented by general formula (I) (in the formula, R5 represents an organic group having a carbonyl group, an ester bond or a sulfonyl group; and Q represents a divalent linking group).
    Type: Application
    Filed: November 25, 2009
    Publication date: June 3, 2010
    Inventors: Akiya Kawaue, Yoshiyuki Utsumi, Hideo Hada, Takehiro Seshimo, Kensuke Matsuzawa, Keita Ishiduka, Kotaro Endo
  • Patent number: 7169324
    Abstract: Disclosed herein are a gelling agent composed of a functional amino acid compound having a tetrathiafulvalenyl group, and a production method of a gelling agent, comprising reacting a tetrathiafulvalene derivative with an amino acid derivative in the presence of 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride and 4-(N,N-dimethylamino)pyridine to obtain a functional amino acid compound having a tetrathiafulvalenyl group.
    Type: Grant
    Filed: March 11, 2004
    Date of Patent: January 30, 2007
    Assignee: JSR Corporation
    Inventors: Takashi Kato, Tetsu Kitamura, Norihiro Mizoshita, Yusuke Tochigi
  • Patent number: 6849744
    Abstract: The present invention relates to novel aryl-substituted S(O)m cycles of the formula (I): in which F1, F2, G, V, W, X, Y, Z and m are each as defined in the description, to processes for their preparation and to their use in agriculture, for example as crop protection agents (fungicides, herbicides and insecticides).
    Type: Grant
    Filed: June 13, 2003
    Date of Patent: February 1, 2005
    Assignee: Bayer Aktiengesellschaft
    Inventors: Reiner Fischer, Oliver Kretschik, Thomas Schenke, Ralf-Ingo Schenkel, Jürgen Wiedemann, Christoph Erdelen, Peter Lösel, Mark Wilhelm Drewes, Dieter Feucht, Wolfram Andersch
  • Patent number: 6790965
    Abstract: Combinatorial libraries are disclosed which are represented by Formula I: (T′—L)q—Ŝ—C(O)—L′—II′  I wherein: Ŝ is a solid support; T′—L— is an identifier residue; and —L′—II′ is a ligand/linker residue. These libraries contain dihydrobenzopyrans of the formula: which interact (i.e., as agonists or antagonists) with &agr; adrenergic receptors, dopamine receptors, &dgr;-opiate receptors, and K+ channels and are inhibitors of carbonic anhydrase isozymes. They are useful in the treatement of ocular diseases such as glaucoma.
    Type: Grant
    Filed: September 8, 1999
    Date of Patent: September 14, 2004
    Assignee: Pharmacopeia Drug Discovery, Inc.
    Inventors: John J. Baldwin, John C. Reader, Lawrence W. Dillard, Ge Li, Wenguang Zeng
  • Patent number: 6677374
    Abstract: Compounds and methods for mitigating neurodegeneration, effecting neuroprotection and/or effecting cognition enhancement in a subject are described. Neurological or cognitive conditions are treated by administering to a subject an effective amount of a therapeutic compound comprising a nitrate ester, or a pharmaceutically acceptable salt or ester thereof.
    Type: Grant
    Filed: March 29, 2002
    Date of Patent: January 13, 2004
    Assignee: Queen's University at Kingston
    Inventors: Gregory R. J. Thatcher, Brian M. Bennett, James N. Reynolds, Roland J. Boegman, Khem Jhamandas
  • Patent number: 6566525
    Abstract: A process for the preparation of N-substituted-hydroxycycloalkylamine derivatives, that are useful intermediates for the synthesis of various organic chemicals including pharmaceutical and agrochemical compounds, represented by formula (1), by reacting a 1,2-dihydroxalkyl alcohol, represented by the following formula (2), with a thionyl halide to produce an intermediate 1,2-cyclosulfinylalkyl halide represented by the following formula (3); and then cyclizing that intermediate with an amine compounds represented by the following formula (4). In the above structural formuli, * represents an asymmetric carbon atom; R1 is hydrogen or an amino-protecting group; m is an integer of 1-3; and X is halogen.
    Type: Grant
    Filed: April 7, 2001
    Date of Patent: May 20, 2003
    Assignee: Samsung Fine Chemicals Co., Ltd.
    Inventors: Seong Jin Kim, Keon Il Kim, Kyoung Youl Yang
  • Publication number: 20030050332
    Abstract: The invention relates to new modifications of the trometamol salt of R-thioctic acid of the formula I, 1
    Type: Application
    Filed: July 30, 2002
    Publication date: March 13, 2003
    Inventors: Gunter Laban, Wolfgang Sauer, Annegret Jannasch
  • Patent number: 6242478
    Abstract: Disclosed are novel sulfenate esters and thiosulfinate esters that induce the expression of metabolic enzymes, particularly Phase II enzymes such as glutathione-s-transferase, DT-diaphorase and Ferritin H when administered to a subject. Also disclosed, such compounds are effective to displace a zinc ion from retroviral zinc finger nucleocapsid proteins effective to inhibit HIV replication. The present invention is further directed to novel methods of making these compounds, and any compounds produced by the process of making these novel compounds.
    Type: Grant
    Filed: December 10, 1999
    Date of Patent: June 5, 2001
    Assignee: Wake Forest University
    Inventors: Mark E. Welker, Suzy V. Torti, Frank M. Torti, Alan J. Townsend, Eva Pietsch, Allison L. Hurley
  • Patent number: 6130101
    Abstract: The present invention describes xanthene dyes, including rhodamines, rhodols and fluoresceins that are substituted one or more times by a sulfonic acid or a salt of a sulfonic acid. The dyes of the invention, including chemically reactive dyes and dye-conjugates are useful as fluorescent probes, particularly in biological samples.
    Type: Grant
    Filed: September 23, 1997
    Date of Patent: October 10, 2000
    Assignee: Molecular Probes, Inc.
    Inventors: Fei Mao, Wai-Yee Leung, Richard P. Haugland
  • Patent number: 6005063
    Abstract: Process for the preparation of compound of the formula: ##STR1## wherein R.sub.c represents a residue comprising one or more additional groups of the formula: ##STR2## by heating a compound of the formula (A) ##STR3## at a temperature in the range of from 120 to 220.degree. C. in the presence of hydrogen halide addition salt of tertiary amine;process for the preparation of epoxy compounds starting from the reaction of a polyphenol compound and glycidol; andepoxy resins obtained by this process showing a significantly lower content of intermingled clorine and being substantially free of usual build-up products.
    Type: Grant
    Filed: February 6, 1998
    Date of Patent: December 21, 1999
    Assignee: Shell Oil Company
    Inventors: Johannes Adrianus Van Doorn, Jozef Jacobus Titus Smits, Eric Johannes Vos
  • Patent number: 5917056
    Abstract: The present invention relates to novel 10-deacetyl-14.beta.-hydroxybaccatine III derivatives. The novel derivatives, having cytotoxic and antitumour activity, are prepared from this synton after functionalization of the hydroxyls at 1-, 14- as thiocarbonate, iminocarbonate and sulfite and possible oxidation of the hydroxyl at C.sub.10. These derivatives are subjected to a subsequent esterification at position 13- with a variously substituted isoserine chain. The products of the invention can be administered by the injective or oral route, when suitably formulated.
    Type: Grant
    Filed: August 5, 1997
    Date of Patent: June 29, 1999
    Assignee: INDENA S.p.A.
    Inventor: Ezio Bombardelli
  • Patent number: 5883122
    Abstract: Aliphatic nitrate esters having a sulfur or phosphorus atom .beta. or .gamma. to a nitrate group and their congeners having efficacy as neuroprotective agents are described. Preferred nitrate esters may be synthesized by nitration of a 3-bromo-1,2-propanediol, and subsequent reaction to yield the desired mono-, di- or tetra-nitrate ester.
    Type: Grant
    Filed: June 3, 1997
    Date of Patent: March 16, 1999
    Assignee: Queen's University at Kingston
    Inventors: Gregory R. J. Thatcher, Brian M. Bennett, James N. Reynolds, Roland J. Boegman, Khem Jhamandas
  • Patent number: 5874464
    Abstract: Conformationally constrained diacylglycerol analogues, pharmaceutical compositions comprising such analogues, and methods of using such analogues as agonists and antagonists of protein kinase C.
    Type: Grant
    Filed: January 13, 1995
    Date of Patent: February 23, 1999
    Assignee: The United States of America as represented by the Department of Health and Human Services
    Inventors: Victor E. Marquez, Jeewoo Lee, Rajiv Sharma, Shaomeng Wang, George W. A. Milne, Marc C. Nicklaus, Peter M. Blumberg, Nancy E. Lewin
  • Patent number: 5807847
    Abstract: Aliphatic Nitrate esters having a sulfur or phosphorus atom .beta. or .gamma. to a nitrate group having efficacy as vasodilators are described. Preferred nitrate esters may be synthesized by nitration of a 3-bromo-1,2-propanediol, and subsequent reaction to yield the desired mono, di or tetra nitrate ester.
    Type: Grant
    Filed: June 4, 1996
    Date of Patent: September 15, 1998
    Assignee: Queen's University at Kingston
    Inventors: Gregory R. J. Thatcher, Brian M. Bennett
  • Patent number: 5654441
    Abstract: A process for the production of a 1,3-oxathiolane sulfoxide of the formula ##STR1## wherein X is an amino group of the formula --NHR, wherein R is hydrogen, phenyl, C.sub.1 -C.sub.8 alkyl, C.sub.3 -C.sub.6 cycloalkyl, nitrophenyl, (C.sub.1 -C.sub.4 alkoxy)phenyl, furfuryl, halophenyl, tolyl, napthyl, biphenyl or hydroxyphenyl; or X is an alkoxy group of the formula --OR.sup.1 wherein R is C.sub.1 -C.sub.6 alkyl,which process comprises oxidizing a 1,3-oxathiolane of the formula ##STR2## wherein X is as defined above, in the presence of an effective amount of aqueous hydrogen peroxide and a sterically-hindered organoselenium compound of the formula ##STR3## wherein R.sup.2 is aryl, mono-, di- or tri-substituted with C.sub.1 -C.sub.3 alkyl,to the produce the 1,3-oxathiolane sulfoxide. This process stereoselectively produces the cis stereoisomer of the 1,3-oxathiolane sulfoxide. Additionally, there is disclosed a novel method for the preparation of 5,6-dihydro-2-methyl-1,4-oxathiin compounds using this process.
    Type: Grant
    Filed: September 14, 1995
    Date of Patent: August 5, 1997
    Assignee: Uniroyal Chemical Ltd./Ltee
    Inventor: Derek James McPhee
  • Patent number: 5466806
    Abstract: Disclosed are processes for preparing compounds of the formula (I) and pharmaceutically acceptable salts or esters thereof: ##STR1## wherein R.sub.2 is a purine or pyrimidine base or an analogue or derivative thereof; and Z is S, S.dbd.O or SO.sub.2. The invention also relates to intermediates of use in the preparation of these compounds.
    Type: Grant
    Filed: March 29, 1993
    Date of Patent: November 14, 1995
    Assignee: Biochem Pharma Inc.
    Inventors: Bernard Belleau, deceased, Tarek Mansour, Allan Tse, Colleen A. Evans, Haolun Jin, Boulos Zacharie, Nghe Nguyen-Ba
  • Patent number: 5329017
    Abstract: Novel all possible stereoisomers and mixtures thereof of vinylsulfone nor-pyrethric compounds of the formula ##STR1## wherein R.sub.a is selected from the group consisting of alkyl of 1 to 18 carbon atoms, alkenyl and alkynyl of 2 to 18 carbon atoms, cycloalkyl of 3 to 18 carbon atoms, cycloalkylalkyl of 4 to 18 carbon atoms and aryl of 6 to 14 carbon atoms unsubstituted or substituted with at least one functional group, n is 0, 1 or 2, R.sub.b is selected from the group consisting of alkyl of 1 to 18 carbon atoms, alkenyl and alkynyl of 2 to 18 carbon atoms, cycloalkyl of 3 to 18 carbon atoms, cycloalkylalkyl of 4 to 18 carbon atoms and aryl of 6 to 14 carbon atoms, all unsubstituted or unsubstituted with at least one functional group or R.sub.a and R.sub.
    Type: Grant
    Filed: April 22, 1993
    Date of Patent: July 12, 1994
    Assignee: Roussel-UCLAF
    Inventors: Didier Babin, Jean-Pierre Demoute, Jean Tessier
  • Patent number: 5254595
    Abstract: Aryloxypropanolaminotetralins with beta-antagonist activity of the formula ##STR1## wherein R is hydrogen, hydroxy or methoxy and Ar is an optionally substituted aromatic or heteroaromatic group, in optically active or inactive form as well as their acid addition salts are described.A process for their preparation and pharmaceutical compositions containing the compounds of formula (i) or their pharmaceutically acceptable acid addition salts, are also described.
    Type: Grant
    Filed: January 9, 1992
    Date of Patent: October 19, 1993
    Assignee: Elf Sanofi
    Inventors: Umberto Guzzi, Marco Baroni, Sergio Boveri, Luciano Manara, Alberto Bianchetti
  • Patent number: 5216002
    Abstract: Provided is a method of treating inflammatory bowel disease in mammals utilizing certain benzyl-substituted rhodanine derivatives. Also provided are novel benzyl-substituted rhodanine derivatives and pharmaceutical compositions thereof, as well as a novel process for selectively isolating in substantially pure enantiomeric form the enantiomers of certain racemic benzyl-substituted rhodanine derivatives.
    Type: Grant
    Filed: December 7, 1990
    Date of Patent: June 1, 1993
    Assignee: Eli Lilly and Company
    Inventors: Jaswant S. Gidda, Jill A. Panetta, Michael L. Phillips
  • Patent number: 5110924
    Abstract: The invention relates to an adduct-aldehyde of the general formula ##STR1## wherein R is a hydrogen atom or an optionally etherified or esterified hydroxy group,R.sub.1 is an optionally etherified or esterified hydroxy group, andZ is a sulphonyl group or a group of the general formula ##STR2## wherein A and B are equal or different and represent C.sub.1 -C.sub.4 alkoxy groups, or wherein A and B together constitute a phenylimino group or a o-phenylene group.The invention also relates to a method of preparing said adduct-aldehyde and to the use of said aldehyde as an intermediate for the preparation of vitamin-D compounds.
    Type: Grant
    Filed: June 12, 1990
    Date of Patent: May 5, 1992
    Assignee: Duphar International Research B.V.
    Inventors: Sebastianus J. Halkes, Wilhelmus R. M. Overbeek
  • Patent number: 5041663
    Abstract: The invention relates to novel oxime ethers of the formula I ##STR1## wherein R.sub.1 is hydrogen, halogen, lower alkyl, lower haloalkyl, lower alkoxy, lower haloalkoxy, lower alkylthio, lower haloalkylthio, lower alkylsulfinyl, lower alkylsulfonyl, lower haloalkylsulfinyl, lower haloalkylsulfonyl or nitro, each of R.sub.2 and R.sub.3 is hydrogen, halogen, lower alkyl, lower alkoxy or lower haloalkoxy, and Q is an unsubstituted or substituted lower alkyl, lower alkenyl, lower alkynyl or cycloalkyl group, a lower alkanoyl radical, an aliphatic, cycloaliphatic, aromatic or heterocyclic acyl radical which may be substituted or unsubstituted, a carbonyl or thiocarbonyl radical, an aryl or aralkyl radical, an acylimidomethyl radical, a phthalimidomethyl radical or a heterocyclic radical.These compounds are able to act as antidotes or safeners for protecting cultivated plants from the phytotoxic action of aggressive herbicides.
    Type: Grant
    Filed: December 11, 1990
    Date of Patent: August 20, 1991
    Assignee: Ciba-Geigy Corporation
    Inventors: Henry Martin, Urs Fricker
  • Patent number: 4900830
    Abstract: The invention thus provides a process for obtaining the preferential replacement by isotopes, of at least one of the hydrogen atoms selected from the group consisting of those attached to the .alpha.- or .alpha.'-carbon atoms in a compound containing the structural moiety (I) ##STR1## which comprises the steps of oxidizing the compound to the corresponding sulfoxide or sulfone which contains the corresponding structural moiety (II) ##STR2## wherein in the sulfoxide n is 1 and in the sulfone n is 2, effecting the isotopic replacement by a known method of said at least one hydrogen atom, and reducing the resultant isotope-labelled sulfoxide or sulfone to the correspondingly labelled compound containing the structural moiety (I).
    Type: Grant
    Filed: October 28, 1987
    Date of Patent: February 13, 1990
    Assignee: Israel Institute for Biological Research
    Inventors: Abraham Fisher, Ishai Karton
  • Patent number: 4883880
    Abstract: Propane or butane sultones are prepared by the thermal decomposition of the corresponding aryl sulfoalkyl ethers wherein the alkyl part has three or four carbons between the sulfo group and the ether oxygen. When a tertiary amine is present, the final product is the corresponding sulfoalkyl quaternary salt of the tertiary amine.
    Type: Grant
    Filed: August 8, 1983
    Date of Patent: November 28, 1989
    Assignee: AGFA-Gevaert Aktiengessellschaft
    Inventors: Helmut Kampfer, Wolfgang Himmelmann
  • 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: 4826998
    Abstract: Salts of sulfonic acids of the type formed in the sulfonation of alkenyl alkyl polyglycol ethers corresponding to the following formulaR--O (--C.sub.n H.sub.2n O).sub.x --R.sup.1with sulfur trioxide, followed by hydrolysis, are used as antistatic agents for plastics. R is a straight chain C.sub.10 -C.sub.22 alkenyl group, R.sub.1 is a C.sub.1 -C.sub.12 alkyl group, n is an integer of from 2 or 4, and x is an integer of from 0 to 35. The products show a particularly long-lasting effect as external antistatic agents on polyamide fibers.
    Type: Grant
    Filed: September 5, 1985
    Date of Patent: May 2, 1989
    Assignee: Henkel Kommanditgesellschaft auf Aktien
    Inventors: Rudolf Veitenhansl, Wolfgang Froeschke, Robert Piorr
  • Patent number: 4813971
    Abstract: Textile materials made of natural or synthetic polyamides or mixtures thereof are dyed in the presence of a cyclic ester of sulfurous acid with an aliphatic 1,2-diol in place of a customary pH regulant.
    Type: Grant
    Filed: February 4, 1988
    Date of Patent: March 21, 1989
    Assignee: BASF Aktiengesellschaft
    Inventors: Sigismund Heimann, Michele Vescia, Attila Bereck, Hermann Sulz, Ingrid Steenken
  • Patent number: 4725682
    Abstract: Sulfur-containing bis-amino carbamate compounds exhibit outstanding acaricidal, nematocidal and insecticidal activity.
    Type: Grant
    Filed: December 2, 1986
    Date of Patent: February 16, 1988
    Assignee: Rhone-Poulenc Nederland, B.V.
    Inventor: Themistocles D. J. D'Silva
  • Patent number: 4551472
    Abstract: Unsymmetrical N-substituted bis-carbamoyl sulfide compounds exhibit exceptional broad spectrum pesticidal activity coupled with extremely low mammalian toxicity and phytotoxicity.
    Type: Grant
    Filed: January 9, 1984
    Date of Patent: November 5, 1985
    Assignee: Union Carbide Corporation
    Inventor: Themistocles D. J. D'Silva
  • Patent number: 4332954
    Abstract: Cyclic sulfoperfluoroaliphaticcarboxylic acid anhydrides, amide derivatives thereof, a process for making the same, curable compositions containing cyclic sulfoperfluoroaliphaticcarboxylic acid anhydrides or amide derivatives thereof and cationically-sensitive monomers, and a process for using cyclic sulfoperfluoroaliphaticcarboxylic acid anhydrides or amide derivatives thereof as catalysts for the cure of cationically-sensitive monomers.
    Type: Grant
    Filed: January 30, 1981
    Date of Patent: June 1, 1982
    Assignee: Minnesota Mining and Manufacturing Company
    Inventor: Robert J. Koshar
  • Patent number: 4331760
    Abstract: Diagnostic agent for the detection of leukocytes in body fluids, comprising an absorbent carrier which is impregnated with a chromogen and a buffer substance, wherein the chromogen is a sulfonphthalein ester of the formula ##STR1## wherein R.sub.1 is a carboxylic acid residue optionally substituted by halogen or lower alkoxy; or is an amino acid or peptide residue having a nitrogen protective group;R.sub.2 is a halogen atom or a lower alkyl radical; andR.sub.3 and R.sub.4 are individually selected from hydrogen and halogen.Certain of the chromogen are provided as novel compounds.
    Type: Grant
    Filed: May 25, 1979
    Date of Patent: May 25, 1982
    Assignee: Boehringer Mannheim GmbH
    Inventors: Dieter Berger, Franz Braun, Gunter Frey, Werner Guthlein, Wolfgang Werner
  • Patent number: 4220561
    Abstract: 1,3-Oxathiane and 1,3-oxathiolane derivatives, some which are new, are disclosed as being useful as perfuming and flavoring agents for the preparation of perfumes and perfumed articles and for the manufacture of artificial flavors, flavored foodstuffs, animal feeds, beverages, pharmaceutical preparations and tobacco products.
    Type: Grant
    Filed: June 10, 1977
    Date of Patent: September 2, 1980
    Assignee: Firmenich SA
    Inventors: Max Winter, deceased, by Pierre Mottu, executor
  • Patent number: 4182716
    Abstract: This method of making 5,6-dihydro-2-methyl-N-phenyl-1,4-oxathiin-3-carboxamide is based on the use of an oxathiolane, namely, 2-methyl-N-phenyl-1,3-oxathiolane-2-acetamide, which may be formed by condensing 2-mercaptoethanol with acetoacetanilide under acidic conditions in a solvent medium (aromatic hydrocarbon, chlorinated hydrocarbon or alkyl ester of an aliphatic acid). The said oxathiolane, with or without purification, is reacted with hydrogen peroxide in water or in a water-organic solvent mixture under basic conditions in the presence of a catalytic amount of a metal compound such as sodium tungstate to form 2-methyl-N-phenyl-1,3-oxathiolane-2-acetamide 3-oxide.
    Type: Grant
    Filed: November 8, 1978
    Date of Patent: January 8, 1980
    Assignee: Uniroyal, Ltd.
    Inventors: Andrew A. Znotins, Arthur D. Brewer