Polycarboxylic Patents (Class 562/568)
  • Patent number: 10227285
    Abstract: The present disclosure provides a process for the preparation of compounds of formula (III), compounds of formula (V), and corresponding salts of formula (IV). The compounds made by the methods and processes of the invention are particularly useful for administration in humans and animals.
    Type: Grant
    Filed: November 16, 2015
    Date of Patent: March 12, 2019
    Assignee: GEMPHIRE THERAPEUTICS INC.
    Inventors: Carmen Daniela Oniciu, Otto Joseph Geoffroy
  • Patent number: 9290442
    Abstract: A process for synthesizing 4-amino-2,4-dioxobutanoic acid involves reacting diethyl oxalate with an alkoxide in ethanol to form a reaction mixture, and afterward adding ethyl cyanoacetate to the reaction mixture and allowing a reaction to proceed under conditions suitable to form a first reaction product of the formula diethyl 2-cyano-3-hydroxy-butenedioate, and then isolating the diethyl 2-cyano-3-hydroxy-butenedioate, and afterward reacting the diethyl-2-cyano-3-hydroxy-butenedioate with an aqueous hydroxide under conditions suitable to form 4-amino-2,4-dioxobutanoic acid.
    Type: Grant
    Filed: September 15, 2014
    Date of Patent: March 22, 2016
    Assignees: Los Alamos National Security, LLC, New Mexico Highlands University
    Inventors: Pat J. Unkefer, Rodolfo A. Martinez, David R. Glass
  • Publication number: 20150065751
    Abstract: A first process for synthesizing 4-amino-2,4-dioxobutanoate involves reacting a dialkyl oxalate with an alkoxide in ethanol to form a reaction mixture, and afterward adding an alkyl cyanoacetate to the reaction mixture and allowing a reaction to proceed under conditions suitable to form a first reaction product of the formula diethyl 2-cyano-3-hydroxy-butenedioate, and then isolating the diethyl 2-cyano-3-hydroxy-butenedioate, and afterward reacting the diethyl-2-cyano-3-hydroxy-butenedioate with an aqueous hydroxide under conditions suitable to form 4-amino-2,4-dioxobutanoate.
    Type: Application
    Filed: September 17, 2014
    Publication date: March 5, 2015
    Applicants: New Mexico Highlands University, Los Alamos National Security, LLC
    Inventors: Pat J. Unkefer, Rodolfo A. Martinez, David R. Glass
  • Publication number: 20150011778
    Abstract: This disclosure teaches the novel use of trifluoroacetamide for N-terminal protection. The disclosure also teaches novel compositions and chemical structures associated therewith. These methods and compositions are useful for site-specific methylation of peptide backbone amides, performed, for example, to modulate the pharmacokinetic properties of peptide drugs.
    Type: Application
    Filed: February 19, 2013
    Publication date: January 8, 2015
    Inventors: Scott Lokey, Rushia Turner
  • Patent number: 8801962
    Abstract: A salt of an acidic chelating agent including an amine functionality, the salt comprising at least 0.25 mole of an alkaline earth metal per mole of acidic protons provided by the chelating agent; wherein the acidic chelating agent is not ethylene diamine disuccinic acid.
    Type: Grant
    Filed: January 21, 2010
    Date of Patent: August 12, 2014
    Assignee: Innospec Limited
    Inventors: Matthew Robert Giles, Nicholas John Dixon
  • Publication number: 20140154183
    Abstract: What is described are the compounds and the synthesis of [F-18]-labelled L-glutamic acid, [F-18]-labelled L-glutamate, their derivatives of the formula (I) and their use.
    Type: Application
    Filed: February 5, 2014
    Publication date: June 5, 2014
    Inventors: Matthias FRIEBE, Heribert SCHMITT-WILLICH, Matthias BERNDT, Ludger DINKELBORG, Norman KOGLIN, Keith GRAHAM
  • Publication number: 20130225663
    Abstract: The invention provides formulations that contain an immunogenic or immunostimulatory cargo, delivery moiety and/or lipid, and a lipid that functions to reduce or prevent induction in a subject of an immune response which would otherwise occur when the immunogenic or immunostimulatory cargo, delivery moiety and/or lipid is administered to a subject as a component of an appropriate control formulation lacking the immune response reducing lipid. Specific immune response reducing lipids and uses thereof are further provided.
    Type: Application
    Filed: August 27, 2012
    Publication date: August 29, 2013
    Applicant: Dicerna Pharmaceuticals, Inc.
    Inventor: Bob D. Brown
  • Publication number: 20130158021
    Abstract: Described herein are compounds and compositions characterized, in certain embodiments, by conjugation of various groups, such as lipophilic groups, to an amino or amide group of an amino acid, a linear or cyclic peptide, a linear or cyclic polypeptide, or structural isomer thereof, to provide compounds of the present invention, collectively referred to herein as “APPLs”. Such APPLs are deemed useful for a variety of applications, such as, for example, improved nucleotide delivery. Exemplary APPLs include, but are not limited to, compounds of Formula (I), (II), (III), (IV), (V), and (VI), and salts thereof, as described herein: wherein m, n, p, R?, R1, R2, R3, R4, R5, R8, Z, W, Y, and Z are as defined herein.
    Type: Application
    Filed: October 26, 2012
    Publication date: June 20, 2013
    Applicant: Massachusetts Institute of Technology
    Inventor: Massachusetts Institute of Technology
  • Publication number: 20130052585
    Abstract: Provided are novel symmetrical and asymmetrical bifunctional photodecomposable bases (PDBs) with dicarboxylate anion groups that show increased imaging performance. Also provided are photoresist compositions prepared with the bifunctional dicarboxylated PDBs and lithography methods that use the photoresist compositions of the present invention.
    Type: Application
    Filed: August 26, 2011
    Publication date: February 28, 2013
    Applicants: JSR CORPORATION, INTERNATIONAL BUSINESS MACHINES CORPORATION
    Inventors: Ramakrishnan Ayothi, William D. Hinsberg, Sally A. Swanson, Gregory M. Wallraff
  • Publication number: 20120183614
    Abstract: Provided are a polyphenol compound absorption promoter which is widely applicable to foods and drinks over a wide range, and a method for producing a food, drink or food material containing a polyphenol compound. The polyphenol compound absorption promoter comprises, as the active ingredient, at least one member selected from the group consisting of serine, aspartic acid, malic acid, capric acid, lauric acid, grapefruit juice and Camellia sinensis (L.) O. Kuntze extract. The method for producing a food, drink or food material containing a polyphenol compound comprises: adding at least one member selected from the group consisting of serine, aspartic acid, malic acid, capric acid, lauric acid, grapefruit juice and Camellia sinensis (L.) O.
    Type: Application
    Filed: October 6, 2009
    Publication date: July 19, 2012
    Inventors: Koji Yanae, Shinpei Kawakami, Masatoshi Kato, Yuko Setoguchi, Masanori Sugitani
  • Patent number: 8222449
    Abstract: Compounds having the formulas below. The values n and x are independently selected positive integers.
    Type: Grant
    Filed: December 8, 2010
    Date of Patent: July 17, 2012
    Assignee: The United States of America, as represented by the Secretary of the Navy
    Inventors: Michael Stewart, Kimihiro Susumu, Dorothy Farrell, Hedi M. Mattoussi
  • Patent number: 8183409
    Abstract: A new method for preparing salts of metal cations and organic acids, especially divalent salts of alkaline earth metal ions from group II of the periodic system and carboxylic acids. The method comprising the use of a high temperature (about 90° or more) and, optionally. high pressure, in order to obtain a higher yield, purity and faster reaction speed than obtained with known synthesis methods. In particular, the present invention relates to the production of strontium salts of carboxylic acids. Novel strontium salts are also provided by the present method.
    Type: Grant
    Filed: August 3, 2009
    Date of Patent: May 22, 2012
    Assignee: Osteologix A/S
    Inventors: Stephan Christgau, Jens E. T. Andersen
  • Publication number: 20120068113
    Abstract: A salt of an acidic chelating agent including an amine functionality, the salt comprising at least 0.25 mole of an alkaline earth metal per mole of acidic protons provided by the chelating agent; wherein the acidic chelating agent is not ethylene diamine disuccinic acid.
    Type: Application
    Filed: January 21, 2010
    Publication date: March 22, 2012
    Applicant: Innospec Limited
    Inventors: Matthew Robert Giles, Nicholas John Dixon
  • Publication number: 20110207634
    Abstract: The present invention relates to a process for preparing ether carboxylates.
    Type: Application
    Filed: February 18, 2011
    Publication date: August 25, 2011
    Applicant: BASF SE
    Inventors: Robert Baumann, Markus Christian Biel, Andreas Deckers, Alfred Oftring, Frank Rittig, Wolfgang Staffel
  • Publication number: 20110165076
    Abstract: What is described are the compounds and the synthesis of [F-18]-labelled L-glutamic acid, [F-18]-labelled L-glutamate, their derivatives of the formula (I) and their use.
    Type: Application
    Filed: May 14, 2009
    Publication date: July 7, 2011
    Applicant: BAYER SCHERING PHARMA AKTIENGESELLSCHAFT
    Inventors: Ludger Dinkelborg, Mathias Berndt, Matthias Friebe, Heribert Schmitt-Willich, Detlev Sülzle, Norman Koglin
  • Publication number: 20110137079
    Abstract: A compound having the formula below. The values n and m are independently selected positive integers.
    Type: Application
    Filed: December 8, 2010
    Publication date: June 9, 2011
    Applicant: The Government of the United States of America, as represented by the Secretary of the Navy
    Inventors: Michael Stewart, Kimihiro Susumu, Dorothy Farrell, Hedi M. Mattoussi
  • Publication number: 20110129583
    Abstract: An acylamino acid compound is described which can be used in food preparations to generate a savory tingling sensation without burning effect.
    Type: Application
    Filed: May 18, 2009
    Publication date: June 2, 2011
    Applicant: NESTEC S.A.
    Inventors: Celine Riera, Candice Menozzi, Fabien Robert, Johannes Le Coutre
  • Publication number: 20110123976
    Abstract: A method is provided for the parallel identification of one or more metabolite species within a biological sample. The method comprises analyzing the sample to produce a spectrum containing individual spectral peaks representative of the one or more metabolite species contained within the sample; subjecting each of the individual spectral peaks to a statistical pattern recognition analysis to identify the one or more metabolite species contained within the sample; and identifying the one or more metabolite species contained within the sample by analyzing the individual spectral peaks of the spectra.
    Type: Application
    Filed: October 13, 2010
    Publication date: May 26, 2011
    Applicant: Purdue Research Foundation
    Inventors: M. Daniel Raftery, Vincent Asiago
  • Publication number: 20100217011
    Abstract: The compounds and the synthesis of [F-18]-labeled L-glutamic acid, [F-18]-labeled L-glutamate, their derivatives as set forth in formula (I) and their uses are described.
    Type: Application
    Filed: October 30, 2007
    Publication date: August 26, 2010
    Applicants: BAYER SCHERING PHARMA AKTIENGESELLSCHAFT, INEOS RAS, IHB RAS
    Inventors: Ludger Dinkelborg, Matthias Friebe, Nikolaevna Raisa Krasikowa, Yuri Belokon, Fedorovna Olga Kuznetsova, Keith Graham, Lutz Lehmann, Mathias Berndt
  • Patent number: 7777075
    Abstract: The invention provides a fluoroethercarboxylic acid which is represented by the general formula (I): Rf1OCHFCF2ORf2COOM??(I) wherein Rf1 represents a partially or fully fluorinated alkyl group, which may optionally be interrupted with one or more oxygen atoms, Rf2 represents a partially or fully fluorinated alkylene group, which may optionally be interrupted with one or more oxygen atoms, and M represents a monovalent alkali metal, NH4 or H. The fluoroethercarboxylic acid can be suitably used as a surfactant and is low in bioaccumulation. The invention is also a method of fluoropolymer production and an aqueous fluoropolymer dispersion, using the fluoroethercarboxylic acid as a surfactant.
    Type: Grant
    Filed: January 2, 2009
    Date of Patent: August 17, 2010
    Assignee: Daikin Industries, Ltd.
    Inventors: Takuji Ishikawa, Nobuhiko Tsuda, Yoshihiro Yamamoto
  • Patent number: 7772428
    Abstract: Methods of production for Tricreatine Hydroxycitrate are disclosed. Tricreatine hydroxycitrate can be used as supplemental dietary ingredient for the purposes of reducing adiposity, suppression of appetite, improvement of muscle and exercise performance and recovery. The salts are useful in the dietetic, food supplement and food industries.
    Type: Grant
    Filed: April 24, 2008
    Date of Patent: August 10, 2010
    Assignee: Northern Innovations and Formulations
    Inventors: Marvin Heuer, Michele Molino
  • Publication number: 20100120917
    Abstract: The present invention relates to new butylammonium modulators of fatty acid transport, and/or removal of toxic acyl-CoA compounds, pharmaceutical compositions thereof, and methods of use thereof
    Type: Application
    Filed: November 10, 2009
    Publication date: May 13, 2010
    Applicant: Auspex Pharmaceuticals, Inc.
    Inventors: Thomas G. Gant, Manouchehr Shahbaz, Craig Hodulik
  • Publication number: 20100099868
    Abstract: Amines and amine derivatives that improve the buffering range, and/or reduce the chelation and other negative interactions of the buffer and the system to be buffered. The reaction of amines or polyamines with various molecules to form polyamines with differing pKa's will extend the buffering range, derivatives that result in polyamines that have the same pKa yields a greater buffering capacity. Derivatives that result in zwitterionic buffers improve yield by allowing a greater range of stability.
    Type: Application
    Filed: October 27, 2009
    Publication date: April 22, 2010
    Inventor: Thomas Daly
  • Patent number: 7638118
    Abstract: The present invention relates to aminoalkyl substituted fumarates and there use as malodor neutralizers.
    Type: Grant
    Filed: August 20, 2004
    Date of Patent: December 29, 2009
    Assignee: Givaudan SA
    Inventors: Felix Flachsmann, Markus Gautschi
  • Patent number: 7622499
    Abstract: The present invention relates to photosensitive derivatives of optically active L-threo-?-benzyloxyaspartate or its benzene ring-substituted analogs, represented by the following formula (1) or (2): (1) (2) wherein R1 represents hydrogen atom, amino group, straight or branched lower aliphatic acylamino group optionally substituted at the acyl group portion, alicyclic acylamino group or aromatic acylamino group optionally having a substituent on the aromatic ring, R2 represents hydrogen atom or one or more straight or branched optionally substituted lower aliphatic alkyloxy groups on the benzene ring, R3 represents hydrogen atom, methyl group or carboxyl group, and R4 and R5 each represent hydrogen atom, hydroxyl group, straight or branched lower alkyloxy group optionally substituted at the alkyl portion, amino group, straight or branched lower alkyl-substituted amino group, or a halogen atom, which upon photoirradiation can produce compounds exhibiting a function of suppressing the glutamate uptake activity o
    Type: Grant
    Filed: May 30, 2003
    Date of Patent: November 24, 2009
    Assignee: Suntory Holdings Limited
    Inventors: Keiko Shimamoto, Kiyo Takaoka
  • Patent number: 7589235
    Abstract: A new method for preparing salts of metal cations and organic acids, especially divalent salts of alkaline earth metal ions from group II of the periodic system and carboxylic acids. The method comprising the use of a high temperature (about 90° or more) and, optionally. high pressure, in order to obtain a higher yield, purity and faster reaction speed than obtained with known synthesis methods. In particular, the present invention relates to the production of strontium salts of carboxylic acids. Novel strontium salts are also provided by the present method.
    Type: Grant
    Filed: May 5, 2005
    Date of Patent: September 15, 2009
    Assignee: Osteologix, A/S
    Inventors: Stephan Christgau, Jens E. T. Andersen
  • Publication number: 20090017545
    Abstract: The present invention is a method for calorimetrically determining a metal in a sample using a chelating coloring agent, characterized by coexistence of a masking agent for iron, copper or nickel. Also, the present invention is a reagent for calorimetrically determining a metal in a sample using a chelating coloring agent, characterized by inclusion of a masking agent for iron, copper and/or nickel. Further, the present invention is a masking agent for iron, copper and/or nickel and a method for reducing positive errors due to iron, copper or nickel contained in a sample.
    Type: Application
    Filed: February 22, 2007
    Publication date: January 15, 2009
    Applicant: Shino-Test Corporation
    Inventors: Kazuhiko Higurashi, Naomi Iizuka
  • Publication number: 20080288176
    Abstract: The present invention provides a method of using a physiologically-based pharmacokinetic model to select a prodrug molecule (NO—X) comprising a therapeutic agent X (e.g. nonsteroidal anti-inflammatory drug, (NSAID)) and an appropriate nitric oxide donor NO. The NSAID can be a non-selective or selective cyclooxygenase inhibitor or other biocompatible compound comprising a carboxyl group. The pharmacokinetic model uses in vitro and/or in silico data to estimate an optimal set of parameters that can predict whether a particular NO—X candidate is capable of producing desirable therapeutic effects, e.g. enhanced anti-inflammatory activity, reduced intestinal, cardiac and renal toxicity. Accordingly, the present invention can greatly enhance proper selection of an appropriate candidate for drug development, thereby minimizing development time and conserving costs.
    Type: Application
    Filed: October 13, 2006
    Publication date: November 20, 2008
    Inventors: Yun Kau Tam, Christopher Mark Diaper, Hugh A. Semple, Douglas Thacher Ridgway, Yi-Chan James Lin, Brian Duff Sloley
  • Patent number: 7247652
    Abstract: L-threo-?-benzyloxyaspartate derivatives having a substituent on the benzene ring, represented by the following formula (1): wherein R is hydrogen, a linear or branched lower aliphatic acyl group with the acyl portion optionally substituted, an alicyclic acyl group, an aromatic acyl group with a substituent on the aromatic ring, an amino acid-derived group or a biotin derivative-derived group, having an amino substituent on the benzene ring, and salts thereof, which can easily bind to affinity column chromatography carriers as ligands of glutamate transporter proteins.
    Type: Grant
    Filed: June 24, 2002
    Date of Patent: July 24, 2007
    Assignee: Suntory Limited
    Inventor: Keiko Shimamoto
  • Patent number: 7141608
    Abstract: Alcohol and water solvates of 6-(5-carboxy-5-methyl-hexyloxy)-2,2-dimethylhexanoic acid monocalcium salt are crystalline and have the formula wherein R1 is H or lower alkyl, and x is a number from 0 to 10, and are useful for treating dyslipidemia.
    Type: Grant
    Filed: September 10, 2004
    Date of Patent: November 28, 2006
    Assignee: Warmer-Lambert Company LLC
    Inventors: Howard Yoshihisa Ando, Donald Eugene Butler, Gary Jay Dozeman
  • Patent number: 6984739
    Abstract: An inner salt of L-carnitine is prepared by reduction, with a suitable reducing agent, of a compound of formula (I): where X1 and X2, which may be the same or different, are hydroxy, C1–C4 alkoxy, phenoxy, halogen, or X1 and X2, when taken together are an oxygen atom and the resulting compound is a derivative of succinic anhydride; Y is halogen, a mesyloxy or a tosyloxy group, and subsequent treatment with water, then with a base and then with trimethylamine.
    Type: Grant
    Filed: November 20, 2003
    Date of Patent: January 10, 2006
    Assignee: Sigma-Tau Industrie Farmaceutiche Riunite S.p.A.
    Inventors: Piero Melloni, Alberto Cerri, Marco Santagostino
  • Patent number: 6861555
    Abstract: Alcohol and water solvates of 6-(5-carboxy-5-methyl-hexyloxy)-2,2-dimethylhexanoic acid monocalcium salt are crystalline and have the formula (I), wherein R1 is H or lower alkyl, and x is a number from 0 to 10, and are useful for treating dyslipidemia.
    Type: Grant
    Filed: January 11, 2001
    Date of Patent: March 1, 2005
    Assignee: Warner-Lambert Company
    Inventors: Howard Yoshihisa Ando, Donald Eugene Butler, Gary Jay Dozeman
  • Patent number: 6632830
    Abstract: ACE-2 inhibiting compounds are disclosed. These compounds include compounds of formula (IV): wherein the variables are as described in the specification. Pharmaceutical compositions containing the compounds are also discussed. The pharmaceutical compositions may contain an effective amount of a compound of the invention to treat ACE-2 associated disorders such as a blood pressure related disease or disorder, cell proliferation disorder, kidney disorder, kinetensin associated disorder, inflammation associated disorder, or an allergic disorder.
    Type: Grant
    Filed: April 28, 2000
    Date of Patent: October 14, 2003
    Assignee: Millennium Pharmaceuticals, Inc.
    Inventors: Susan L. Acton, Timothy D. Ocain, Alexandra E. Gould, Natalie A. Dales, Bing Guan, James A. Brown
  • Patent number: 6627771
    Abstract: The instant invention is improved gamma amino butyric acid analogs, processes for their preparation, and methods of using them as agents for treating epilepsy and other neurodegenerative disorders, depression, anxiety, panic, pain, neuropathological disorders, gastrointestinal damage, and inflammation.
    Type: Grant
    Filed: April 13, 2001
    Date of Patent: September 30, 2003
    Assignee: Pfizer Inc
    Inventors: Thomas Richard Belliotti, David Juergen Wustrow
  • Patent number: 6627772
    Abstract: Compounds represented by the formula wherein R and R1 independently represent H, —CH2CN or —CH2CO2X, with the proviso that R and R1 can not be both H or —CH2CO2X; and X represents hydrogen, an alkali metal or alkaline earth metal are disclosed. These compounds are useful as intermediate compounds in the preparation of N-[2-(carboxymethoxy)ethyl]-N-(carboxy-methyl)glycine. These intermediates can be formed by contacting 3-morpholinone with glycolonitrile under alkaline conditions to form an aminonitrile which can be hydrolyzed and contacted with additional glycolonitrile to form the nitrile intermediate which can be converted to N-[2-(carboxymethoxy)ethyl]-N-(carboxymethyl)glycine via hydrolysis.
    Type: Grant
    Filed: February 22, 2002
    Date of Patent: September 30, 2003
    Assignee: The Dow Chemical Company
    Inventors: Phillip S. Athey, David A. Wilson
  • Patent number: 6590120
    Abstract: Methods for the preparation of an N-alkyl-N-bis-(2-( 1,2-dicarboxy-ethoxy)-ethyl)-amine derivative are described, products of the methods as well as uses of the products. The derivative is prepared by reacting an alkali or earth alkali metal salt of maleic acid with an N-substituted diethanolamine, the reaction taking place with the two ethanol groups of the diamine while the substituent group bound to the N atom remains unaffected, or alternatively by first reacting diethanolamine with an alkali or earth alkali metal salt of maleic acid to yield N-bis-(2-(1,2-dicarboxy-ethoxy)-ethyl)-amine, which is then reacted with a substitution reagent to obtain the final product. The derivative is useful as chelating agents, e.g., in the bleaching of chemical or mechanical pulp or in textile bleaches containing hydrogen peroxide or a peracid, or as a calcium binder in detergents and cleaning agents.
    Type: Grant
    Filed: September 8, 2000
    Date of Patent: July 8, 2003
    Assignee: Kemira Chemicals Oy
    Inventors: Reijo Aksela, Ilkka Renvall, Aarto Paren
  • Patent number: 6555706
    Abstract: This invention is directed to a process for making an iminodiacetic acid compound from a monoethanolamine substrate having the formula: wherein R1 is hydrogen, hydrocarbyl, or substituted hydrocarbyl. The process includes a series of reactions comprising a cyanomethylation, a hydrolysis and a dehydrogenation with the hydrolysis and dehydrogenation steps being carried out either sequentially or concurrently. In a particular embodiment, the iminodiacetic acid produced is disodium iminodiacetic acid and the monoethanolamine substrate used is 2-aminoethanol.
    Type: Grant
    Filed: May 15, 2001
    Date of Patent: April 29, 2003
    Assignee: Monsanto Company
    Inventors: Howard C. Berk, Thaddeus S. Franczyk, II, Robert B. Weisenfeld, David A. Morgenstern, Juan P. Arhancet, William L. Moench, James C. Peterson
  • Patent number: 6504054
    Abstract: An amino acid derivative composition which comprises two or more kinds of amino acid derivatives represented by the general formula (1): wherein R's are the same or different and each represents a hydrogen atom or an alkyl group containing 1 to 18 carbon atoms; L1 represents —M1—X or —CHX—M2—X; L2 represents —CH2—M3—X or —CHX—M4—X; M1, M2, M3 and M4 are the same or different and each represents a straight or branched alkylene group containing 1 to 6 carbon atoms; X represents COOM; M's are the same or different and each represents a hydrogen atom, an alkali metal atom, an alkaline earth metal atom or an ammonium group; m represents an integer of 1 or 2 and n represents an integer of 0 or 1 on the condition that m+n is equal to 2 is provided.
    Type: Grant
    Filed: September 5, 2000
    Date of Patent: January 7, 2003
    Assignee: Nippon Shokubai Co., Ltd.
    Inventors: Yasutaka Sumida, Mitsuhiro Kitajima, Tomomi Ina
  • Patent number: 6392095
    Abstract: Compounds represented by the formula wherein R and R1 independently represent H, —CH2CN or —CH2CO2X, with the proviso that R and R1 can not be both H or —CH2CO2X; and X represents hydrogen, an alkali metal or alkaline earth metal are disclosed. These compounds are useful as intermediate compounds in the preparation of N-[2-(carboxymethoxy)ethyl]-N-(carboxy-methyl)glycine. These intermediates can be formed by contacting 3-morpholinone with glycolonitrile under alkaline conditions to form an aminonitrile which can be hydrolyzed and contacted with additional glycolonitrile to form the nitrile intermediate which can be converted to N-[2-(carboxymethoxy)ethyl]-N-(carboxymethyl)glycine via hydrolysis.
    Type: Grant
    Filed: March 30, 2001
    Date of Patent: May 21, 2002
    Assignee: The Dow Chemical Company
    Inventors: Phillip S. Athey, David A. Wilson
  • Patent number: 6346648
    Abstract: The present invention deals with novel compounds their applications and a process their preparation. The compounds are novel amphoteric surfactants that contain a hydroxyl group and two carboxylic groups per hydroxyl group. The compounds have a unique structure, having multiple carboxyl groups on each amino group. The utility for these novel polymers is as softening, anti-tangle, and conditioning agents for use in personal care, textile and related applications.
    Type: Grant
    Filed: January 28, 2000
    Date of Patent: February 12, 2002
    Assignee: Applied Carbo Chemicals INC
    Inventor: Anthony J. O'Lenick, Jr.
  • Publication number: 20020010367
    Abstract: Compounds represented by the formula 1
    Type: Application
    Filed: March 30, 2001
    Publication date: January 24, 2002
    Inventors: Phillip S. Athey, David A. Wilson
  • Patent number: 6303761
    Abstract: The present invention provides a triaminepentaacetic acid compound which can be used as a ligand to coordinate to a metal ion to form a paramagnetic metal complex. The paramagnetic metal complex of the present invention can be used as a contrast agent for magnetic resonance imaging (MRI).
    Type: Grant
    Filed: January 21, 2000
    Date of Patent: October 16, 2001
    Assignee: Department of Health The Executive Yuan, Republic of China
    Inventors: Yun-Ming Wang, Gin-Chung Liu, Chien-Hsun Lee, Reu-Sheng Sheu
  • Patent number: 6288244
    Abstract: A process for the preparation of 3,4-dihydroxybutanoic acid (I) and 3-hydroxy-&ggr;-butyrolactone (V) thereof from a 3-leaving group substituted pentose source is described. In particular, the process relates to the synthesis of (R)-3,4-dihydroxybutanoic acid and (R)-3-hydroxy-&ggr;-butyrolactone from a 3-leaving group substituted L-pentose sugars. The process uses a base and a peroxide to convert the pentose source to the chiral 3,4-dihydroxybutanoic acid compound. The chiral 3,4-dihydroxybutanoic acid can be further converted to 3-hydroxy-&ggr;-butyrolactone by acidification. The chiral compound is useful as a chemical intermediate to the synthesis of various drugs and other products.
    Type: Grant
    Filed: September 21, 2000
    Date of Patent: September 11, 2001
    Assignee: Board of Trustees operating Michigan State University
    Inventor: Rawle I. Hollingsworth
  • Patent number: 6288263
    Abstract: Compounds represented by the formula wherein R and R1 independently represent H, —CH2CN or —CH2CO2X, with the proviso that R and R1 can not be both H or —CH2CO2X; and X represents hydrogen, an alkali metal or alkaline earth metal are disclosed. These compounds are useful as intermediate compounds in the preparation of N-[2-(carboxymethoxy)ethyl]-N-(carboxy-methyl)glycine. These intermediates can be formed by contacting 3-morpholinone with glycolonitrile under alkaline conditions to form an aminonitrile which can be hydrolyzed and contacted with additional glycolonitrile to form the nitrile intermediate which can be converted to N-[2-(carboxymethoxy)ethyl]-N-(carboxymethyl)glycine via hydrolysis.
    Type: Grant
    Filed: May 25, 2000
    Date of Patent: September 11, 2001
    Assignee: The Dow Chemical Company
    Inventors: Phillip S. Athey, David A. Wilson
  • Patent number: 6147113
    Abstract: The present invention provides blockers for glutamate transporters. During a series of syntheses searching for glutamate uptake inhibition in Xenopus oocytes injected with bovine glutamate transporter genes (BGLAST), we obtained .beta.-hydroxyaspartic acid derivatives of the following chemical formula (1): ##STR1## wherein R represents an aromatic acyl group which may be substituted on the ring, a straight or branched lower aliphatic acyl group, an aryl group which may be substituted on the ring, an aralkyl group which may be substituted on the ring, or a straight or branched lower alkyl group; and salts thereof. These compounds are blockers of glutamate transporters, which are useful for the understanding of the function of glutamate transporters and show promise for the treatment of various neurodegenerative diseases.
    Type: Grant
    Filed: October 24, 1997
    Date of Patent: November 14, 2000
    Assignee: Suntory Limited
    Inventors: Keiko Shimamoto, Yoshimi Yasuda, Masahiro Sakaitani, Bruno Lebrun
  • Patent number: 6096762
    Abstract: The present invention relates to the design, synthesis, and the peptidyl-prolyl isomerase (PPIase or rotamase) inhibitory activity of novel .alpha.,.alpha.-difluoroacetamido compounds that are neurotrophic agents (i.e. compounds capable of stimulating growth or proliferation of nervous tissue) and that bind to immunophilins such as FKBP12 and inhibit their rotamase activity. This invention also relates to pharmaceutical compositions comprising these compounds.
    Type: Grant
    Filed: May 21, 1999
    Date of Patent: August 1, 2000
    Assignee: Bristol-Myers Squibb Company
    Inventors: Vivekananda M. Vrudhula, Gene M. Dubowchik, Bireshwar Dasgupta, Dolatrai M. Vyas
  • Patent number: 6093849
    Abstract: The invention relates to N-bis- or N-tris-[(1,2-dicarboxy-ethoxy)-ethyl]-amine derivatives having the formula (I) ##STR1## and R.sub.2 is hydrogen, an alkali metal or an earth-alkali metal. The invention also relates to a method for preparing the same and their use as chelating agents.
    Type: Grant
    Filed: November 24, 1998
    Date of Patent: July 25, 2000
    Assignee: Kemira Chemicals Oy
    Inventors: Reijo Aksela, Ilkka Renvall, Arto Paren
  • Patent number: 6077962
    Abstract: This invention relates to the chemical synthesis of N-[N-(3,3-dimethylbutyl)-L-.alpha.-aspartyl]-L-phenylalanine 1-methyl ester using peptide coupling methods. The coupling reaction is conducted by condensation of an activated derivative of novel N-neohexyl-L-aspartic acid with L-phenylalanine or L-phenylalanine methyl ester or by enzymatic coupling of N-neohexyl-L-aspartic acid with L-phenylalanine or L-phenylalanine methyl ester. This invention also relates to novel N-(3,3-dimethylbutyl)-L-aspartic acid, derivatives thereof and the preparation thereof. The activated derivative of N-neohexyl-L-aspartic acid may be an anhydride, mixed anhydride, active ester or an intermediate activated derivative thereof.
    Type: Grant
    Filed: December 24, 1998
    Date of Patent: June 20, 2000
    Assignee: The NutraSweet Company
    Inventors: Indra Prakash, Marie-Christine D. Chapeau
  • Patent number: 6063302
    Abstract: An aqueous iminocarboxylic acid salt solution composition the iminocarboxylic acid salt of which has a structure of the formula (II): ##STR1## wherein R is a hydrogen atom or a hydroxyl group and Y is a sodium atom, a potassium atom, or an ammonium group, contains an aspartic acid backbone moiety whose molar ratio of the isomers, i.e. D form/L form, is in the range of 1/0 to 0.7/0.3 or D form/L form, in the range of 0/1 to 0.3/0.7, and accounts for a concentration in the range of 40 to 70% by weight and a method for handling the composition while keeping the pH value thereof kept in the range of 7 to 12.
    Type: Grant
    Filed: October 18, 1995
    Date of Patent: May 16, 2000
    Assignee: Nippon Shokubai Co., Ltd.
    Inventors: Miaki Asakawa, Yasutaka Sumida, Yuichi Kita
  • Patent number: 5907055
    Abstract: The use of triacids of the formula I ##STR1## where X.sup.1 to X.sup.3 are, independently of one another, carboxylic acid groups of the formula COOM, sulfonic acid groups of the formula SO.sub.3 M or phosphonic acid groups of the formula PO.sub.3 M.sub.2, whereM is hydrogen, alkali metal, ammonium or substituted ammonium,A.sup.1 to A.sup.3 are, independently of one another, 1,2-alkylene with 2 to 18 carbon atoms,R.sup.1 to R.sup.3 are, independently of one another, C.sub.1 -C.sub.8 -alkylene, andx, y and z are, independently of one another, a number from 0 to 10, where the total of x+y+z must be greater than or equal to 1,as complexing agents for complexing heavy metals or for preparing heavy metal complexes for changing the redox potential, and as builders in detergents and cleaners.
    Type: Grant
    Filed: July 28, 1997
    Date of Patent: May 25, 1999
    Assignee: BASF Aktiengesellschaft
    Inventors: Thomas Greindl, Birgit Potthoff-Karl, Alfred Oftring, Thomas Fetzer, Richard Baur, Wolfgang Trieselt