Polycarboxylic Patents (Class 562/565)
  • Patent number: 6455715
    Abstract: A method is described for producing saturated dicarboxylic acids with a chain length of C6 to C21 or the corresponding diamidic dicarboxylic acids from fatty acid cleavage of unsaturated fatty acids or the bis-fatty acid diamides of these unsaturated fatty acids by oxidative ozonolysis and subsequent separation and purification of the dicarboxylic acids, whereby after oxidative ozonolysis, the reaction products are dissolved at a high temperature in a carboxylic acid or a mixture of several carboxylic acids with a medium chain length of C6 to C12 or esters of short-chain alcohols of these carboxylic acids as the recrystallization solvent.
    Type: Grant
    Filed: October 24, 2001
    Date of Patent: September 24, 2002
    Assignee: Dr. Frische GmbH
    Inventors: Rainer Frische, Katja Hegwein, Jürgen Volkheimer
  • Patent number: 6437181
    Abstract: The invention describes a process for the preparation of (S,S)-N,N′-ethylenediaminedisuccinic acid or analogous compounds or their salts by reaction of L-aspartic acid, L-glutamic acid or L-cysteic acid with 1,2-bissulfooxyethane, 1,3,2-dioxathiolane 2,2-dioxide or mixtures thereof or 1,3-bissulfooxy-2-hydroxypropane in the presence of a base, and optional subsequent acidification with an acid. Also described is a process for the preparation of (S,S)-N,N′-ethylenediaminedisuccinic acid or analogous compounds or their salts by reaction of N-(2-sulfooxyethyl)-L-aspartic acid or its salts with L-aspartic acid or corresponding compounds based on L-glutamic acid, L-cysteic acid and/or 1,3-bissulfooxy-2-hydroxypropane in the presence of a base, and optional subsequent acidification with an acid.
    Type: Grant
    Filed: November 27, 2000
    Date of Patent: August 20, 2002
    Assignee: BASF Aktiengesellschaft
    Inventors: Alfred Oftring, Christian Ott, Birgit Potthoff-Karl
  • Publication number: 20020098152
    Abstract: Substituted polycarboxylic ligand molecules and corresponding metal complexes of said ligands, preferably paramagnetic metals complexes for generating responses in the field of magnetic resonance imaging (MRI)
    Type: Application
    Filed: December 14, 2001
    Publication date: July 25, 2002
    Applicant: Bracco International B.V.
    Inventors: Pier Lucio Anelli, Luciano Lattuada, Fulvio Uggeri, Giovanna Lux, Michele Serleti, Milena Gabellini, Herve Tournier
  • Publication number: 20020082449
    Abstract: Crystals of [S,S]-ethylenediamine-N,N′-disuccinic acid which have a bulk density of 0.45 to 1.2 g/cm3, and a process for obtaining these crystals comprising the steps of adjusting an aqueous solution of an [S,S]-ethylenediamine-N,N′-disuccinic acid metal salt to a temperature of 40 to 80° C. and a pH of 1.9 to 4.5, and cooling the solution to a temperature below 40° C. over a period of 0.2 to 10 hours while supplying a mineral acid so as to maintain the pH at 1.9 to 4.5 to precipitate [S,S]-ethylenediamine-N,N′-disuccinic acid in a high yield.
    Type: Application
    Filed: February 27, 2002
    Publication date: June 27, 2002
    Applicant: Mitsubishi Rayon co., Ltd.
    Inventors: Hiroyasu Banba, Shigeho Tanaka, Kiyonobu Niwa, Takakazu Endo
  • Patent number: 6395930
    Abstract: A method for enhancing the purity of a desired compound comprising: Step (a) treating a crude reaction product which contains at least one desired compound, unreacted starting materials and/or byproducts with at least one bifunctional quenching agent that is capable of selective covalent reaction with unwanted byproducts, or excess reagents; Step (b) allowing the quenching agent to covalently react with unreacted starting materials and/or byproducts to afford a derivatized compound of the quenching agent: and Step (c) isolating the desired compound is described as well as novel quenching agents and methods for their use in the rapid purification of synthetic intermediates and products in synthesis, combinatorial chemistry, and automated organic synthesis.
    Type: Grant
    Filed: May 25, 2000
    Date of Patent: May 28, 2002
    Assignee: Warner Lambert
    Inventor: Sham Nikam
  • Patent number: 6384279
    Abstract: A new composition of matter for a diamidodiol and a method for preparing the diamidodiol. The exemplary diamidodiol has the formula C15H30N2O4 and is prepared by reacting a first quantity of 2-amino-2-methyl-1-propanol with a second quantity of a di-substituted malonyl dichloride (i.e., diethylmalonyl dichloride), preferably in ethyl acetate as solvent. A tetraamido macrocycle is prepared from the diamidodiol in two steps by oxidizing the diamidodiol to form a diacid followed by coupling using a known procedure of the diacid with an aryl diamine (e.g., 1,2-diaminobenzene) to yield the tetraamido macrocycle.
    Type: Grant
    Filed: August 30, 2001
    Date of Patent: May 7, 2002
    Assignee: The Clorox Company
    Inventors: James E. Deline, Michael M. Ott
  • Publication number: 20020016366
    Abstract: The present invention is directed towards compounds of the general formula (I) 1
    Type: Application
    Filed: April 25, 2001
    Publication date: February 7, 2002
    Inventor: Gunter Knaup
  • Patent number: 6340560
    Abstract: An aminopolycarboxylic acid compound represented by the following formula or analogous thereof: The aminopolycarboxylic acid compound of the present invention can be used as a chelating agent for various metals, which is excellent in the biodegradability and masking effect on metals.
    Type: Grant
    Filed: October 7, 1998
    Date of Patent: January 22, 2002
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Tadashi Inaba, Kiyoshi Morimoto, Shigeo Hirano
  • 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: 6297397
    Abstract: A method for producing highly purified crystals of tetrasodium. Salt of ethylenediaminetetraacetic acid including reacting ethylene diamine, NaCN and formalin in the presence of an alkali to yield a solution containing EDTA4Na and impurities. This solution is subjected to crystallization over a solvent to form EDTA4Na crystals. The solvent is a mixture of methanol and an alcohol of either ethanol or propanol. The methanol has a ratio by weight to the alcohol of 1:0.43-4.0. The EDTA4Na crystals are then recovered after subjecting the solution to crystallization.
    Type: Grant
    Filed: June 1, 2000
    Date of Patent: October 2, 2001
    Assignee: Tong Suh Petrochemical Corp., Ltd.
    Inventor: Cheong-Song Choi
  • Publication number: 20010023304
    Abstract: An aminopolycarboxylate is described, which is represented by the following formula (1): 1
    Type: Application
    Filed: January 17, 2001
    Publication date: September 20, 2001
    Inventors: Masahiro Aoki, Yasushi Hara
  • Patent number: 6278020
    Abstract: This invention provides improvements in certain processes for alkylating amino acids whereby yields based on amino acid are improved. More specifically, the invention provides a process for the preparation of amino acid derivatives in free acid or salt form, in which the nitrogen atoms of two or more amino acid molecules are linked by a hydrocarbyl or substituted hydrocarbyl group, which comprises reacting, in an aqueous medium at a pH in the range 7-14, a compound of the formula X—A—Y where X and Y are halo atoms which may be the same or different and A is a hydrocarbyl or substituted hydrocarbyl group, in which X and Y are attached to aliphatic or cycloaliphatic carbon atoms, with an amino acid (or salt thereof), wherein the reaction is carried out in the presence of dissolved cations of an alkaline earth metal or of a transition metal and/or wherein the unreacted amino acid is recovered and recycled.
    Type: Grant
    Filed: May 5, 2000
    Date of Patent: August 21, 2001
    Assignee: The Associated Octel Company Limited
    Inventors: Rajeshkumar Natwarlal Patel, Jonathan Richard Wiley, Peter Michael Radley, Robert Graham Tyson
  • Publication number: 20010007042
    Abstract: A process for the preparation of alkylene diamine triacetic acid (derivatives) which comprises the conversion of an alkylene diamine (derivative) to a metal salt of an alkylene diamine triacetic acid (derivative). The reaction is carried out in the presence of a polyvalent metal ion Ma+ and the entire reaction is carried out under hydrolyzing conditions if any of the reactants contain or form nitrile or amide groups.
    Type: Application
    Filed: January 2, 2001
    Publication date: July 5, 2001
    Inventors: Marcellinus Alexander Van Doorn, Johannes Wilhelmus Driessen, Tjerk Oedse Boonstra, Martin Heus
  • Patent number: 6254850
    Abstract: The invention relates to diethylenetriaminepentaacetic acid derivatives, their complexes and complex salts, containing an element of atomic numbers 20-32, 39-51 or 57-83, pharmaceutical agents containing these compounds, their use as contrast media and antidotes and process for their production.
    Type: Grant
    Filed: January 10, 2000
    Date of Patent: July 3, 2001
    Assignee: Schering Aktiengesellschaft
    Inventors: Werner Krause, Franz-Karl Maier, Michael Bauer, Gabriele Schuhmann-Giampieri, Wolf-Rudiger Press, Peter Muschik
  • Patent number: 6245941
    Abstract: An alkylation process is described. The process comprises reacting at least a first nitrogen compound and a second nitrogen compound with a carbonyl compound in the presence of a reducing agent to form a product comprising at least two nitrogen groups; wherein the carbonyl compound comprises at least two carbonyl groups, the first nitrogen compound comprises a first nitrogen group reactive with one carbonyl group of the carbonyl compound and the second nitrogen compound comprises a second nitrogen group reactive with the other (or another) carbonyl group of the carbonyl compound, and wherein at least the first nitrogen compound or at least the second nitrogen compound comprises at least one other functional group. The process is especially suitable for the preparation of (S,S)-ethylenediaminedisuccinic acid (EDDS) of formula (1).
    Type: Grant
    Filed: February 6, 1998
    Date of Patent: June 12, 2001
    Assignee: The Associated Octel Company Limited
    Inventors: Elizabeth L. M. Cowton, Derek A. Bassett
  • Patent number: 6232496
    Abstract: Amphoacetate surfactants are made by reacting a compound of formula RCONHCH2CH2NHCH2CH2OH where R is an aliphatic radical, with formaldehyde and a cyanide of formula: R1CN, wherein R1 represents a hydrogen atom or an alkali metal, and, when R1 represents a hydrogen atom, hydrolysing the nitrile obtained with an alkali.
    Type: Grant
    Filed: November 22, 1995
    Date of Patent: May 15, 2001
    Assignee: Rhone-Poulenc Chemicals Limited
    Inventors: John F. Carr, Peter Lees, Richard Stocks-Wilson, Derek Pakenham
  • Patent number: 6180826
    Abstract: New water-soluble polyperfluoroalkyl surfactants derived from functional polycarboxylic polymers, characterized by the fact they have alco-oleophobic properties, to be used in the make-up of protein or synthetic foam for extinguishing fires caused not only by hydrocarbons, but also by polar liquids (alcohol, ethers, esters, etc.) without requiring the use of thickening agents, such as polysaccharides.
    Type: Grant
    Filed: January 30, 1998
    Date of Patent: January 30, 2001
    Assignee: Laboratoire 3 S
    Inventors: Istvan Szonyi, Stephane Szonyi, Francois Szonyi
  • Patent number: 6153775
    Abstract: Tripodal chelating agents incorporating imine C.dbd.N bonds are disclosed for the formation of lanthanide and other metal complexes which are relatively stable in the presence of water at neutral pH.
    Type: Grant
    Filed: December 27, 1999
    Date of Patent: November 28, 2000
    Assignee: NYCOMED Amersham PLC.
    Inventors: Martin Schroder, Daniel Martin John Doble
  • Patent number: 6140367
    Abstract: Use of (S,S)-N,N'-ethylenediamine disuccinate (EDDS) of formula I wherein M.dbd.H.sup.+ and/or any pharmaceutically acceptable cation, for the preparation of a medicament for the treatment of cytomegaloviral infections which has immunosuppressive properties.
    Type: Grant
    Filed: January 19, 1999
    Date of Patent: October 31, 2000
    Assignee: AnalytiCon AG Biotechnologie Pharmazie
    Inventors: Hans Wilhelm Doerr, Kai Uwe Bindseil, Lutz Muller-Kuhrt, Holger Rabenau, Jindrich Cinatl
  • Patent number: 6075164
    Abstract: This invention provides improvements in certain processes for alkylating amino acids whereby yields based on amino acid are improved. More specifically, the invention provides a process for the preparation of amino acid derivatives in free acid or salt form, in which the nitrogen atoms of two or more amino acid molecules are linked by a hydrocarbyl or substituted hydrocarbyl group, which comprises reacting, in an aqueous medium at a pH in the range 7-14, a compound of the formula X-A-Y where X and Y are halo atoms which may be the same or different and A is a hydrocarbyl or substituted hydrocarbyl group, in which X and Y are attached to aliphatic or cycloaliphatic carbon atoms, with an amino acid (or salt thereof), wherein the reaction is carried out in the presence of dissolved cations of an alkaline earth metal or of a transition metal and/or wherein the unreacted amino acid is recovered and recycled.
    Type: Grant
    Filed: July 23, 1998
    Date of Patent: June 13, 2000
    Assignee: The Associated Octel Company Limited
    Inventors: Rajeshkumar Natwarlal Patel, Jonathan Richard Wiley, Peter Michael Radley, Robert Graham Tyson
  • Patent number: 6040432
    Abstract: The invention relates to diethylenetriaminepentaacetic acid derivatives, their complexes and complex salts, containing an element of atomic numbers 20-32, 39-51 or 57-83, pharmaceutical agents containing these compounds, their use as contrast media and antidotes and process for their production.
    Type: Grant
    Filed: June 7, 1995
    Date of Patent: March 21, 2000
    Assignee: Schering Aktiengesellschaft
    Inventors: Werner Krause, Franz-Karl Maier, Michael Bauer, Gabriele Schuhmann Giampieri, Wolf-Rudiger Press, Peter Muschik
  • Patent number: 6034271
    Abstract: Amphiphilic amphoteric compounds of formula (I) ##STR1## wherein R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5, and n are as defined in the disclosure.
    Type: Grant
    Filed: August 31, 1998
    Date of Patent: March 7, 2000
    Assignee: Huels Aktiengesellschaft
    Inventor: Klaus Kwetkat
  • Patent number: 6031132
    Abstract: An amide-group-containing polyacetal, having acetal structure unit (1) of general formula (1) below in its molecule. This amide-group-containing polyacetal is usable as a detergent builder for detergent compositions. ##STR1## A production process of an amide-group-containing polyacetal, comprising the step of carrying out an ester-amide exchange reaction between an ester-group-containing polyacetal having acetal structure unit (3) of general formula (3) below in its molecule and an amine.
    Type: Grant
    Filed: December 15, 1998
    Date of Patent: February 29, 2000
    Assignee: Nippon Shokubai Co., Ltd.
    Inventors: Takuya Saeki, Hideyuki Nishibayashi, Shigeru Yamaguchi, Satoru Miura
  • Patent number: 6011152
    Abstract: New synthetic methods for the preparation of macrocyclic amido-N donor ligands are provided. The primary method of the present invention involves in general only two synthetic steps. In the first step, an .alpha. or .beta. amino carboxylic acid is allowed to react with an optimal (approximately stoichiometric) amount of an activated malonate or oxalate derivative with mild heating. Upon completion of the double coupling reaction, hydrolysis of the reaction mixture yields a diamide containing intermediate (a macro linker). In the second step, stoichiometric amounts of a diamine, preferably an orthophenylene diamine, are added to the macro linker intermediate in the presence of a coupling agent and heat. This second double coupling reaction, is allowed to proceed for a period of time sufficient to produce a macrocyclic tetraamido compound. The substituent groups on the .alpha. or .beta.
    Type: Grant
    Filed: September 22, 1998
    Date of Patent: January 4, 2000
    Assignee: Carnegie Mellon University
    Inventors: Scott W. Gordon-Wylie, Terrence J. Collins
  • Patent number: 6005141
    Abstract: Glycine-N,N-diacetic acid derivatives and their alkali metal, alkaline earth metal, ammonium and substituted ammonium salts are used as complexing agents for alkaline earth metal and heavy metal ions with the exception of .alpha.-alanine-N,N-diacetic acid as textile detergent builders in powder detergent formulations and as calcium sequestrants in oral hygiene products.
    Type: Grant
    Filed: May 6, 1998
    Date of Patent: December 21, 1999
    Assignee: BASF Aktiengesellschaft
    Inventors: Juergen Schneider, Birgit Potthoff-Karl, Alexander Kud, Richard Baur, Alfred Oftring, Thomas Greindl
  • Patent number: 5986132
    Abstract: Compounds of formula (I) wherein R.sub.1, R.sub.2, R.sub.3, R.sub.4, X are as defined in the specification and are prepared by elimination of one of the groups X.sub.1 and X.sub.2 from a compound of formula (II) wherein X.sub.1 and X.sub.2 each independently represent a carboxylic acid group or salt thereof, or a protected carboxylic acid group, the non-eliminated group X.sub.1 or X.sub.2 corresponding to the group X in the desired compound of formula (I).
    Type: Grant
    Filed: May 14, 1998
    Date of Patent: November 16, 1999
    Assignee: British Biotech Pharmaceuticals Ltd.
    Inventors: Maxwell Reeve, Stephen Arthur Bowles
  • Patent number: 5981238
    Abstract: A process for producing an optically active aminopolycarboxylic acid, such as S,S-ethylenediamine-N,N'-disuccinic acid, from a mixture of a diamine, such as ethylenediamine, with fumaric acid using a microorganism having a lyase activity, wherein at least one metal ion selected from the group consisting of an alkaline earth metal, iron, zinc, copper, nickel, aluminum, titanium and manganese is added to the reaction system. According to this process, aminopolycarboxylic acids, such as S,S-ethylenediamine-N,N'-disuccinic acid, or metal complexes thereof, can be appropriately and efficiently produced while improving the reaction yield.
    Type: Grant
    Filed: April 30, 1997
    Date of Patent: November 9, 1999
    Assignee: Mitsubishi Rayon Co., Ltd.
    Inventors: Makoto Kaneko, Yoshihiro Hashimoto, Takakazu Endo, Mami Kato, Wataru Mizunashi
  • Patent number: 5959122
    Abstract: A process for making derivatized polymers of maleic anhydride containing maleamic acid and its corresponding cyclic imide repeat units, in alcohol solution, at a temperature of about 60-160.degree. C., during a reaction period of about 1-25 hours. The product is a polymer having a predetermined ratio of the above repeat units.
    Type: Grant
    Filed: June 24, 1998
    Date of Patent: September 28, 1999
    Assignee: ISP Investments Inc.
    Inventors: Herbert W. Ulmer, John A. Katirgis, Timothy Gillece
  • Patent number: 5955053
    Abstract: The present invention relates to novel metal chelates, exemplified as technetium-99m or rhenium chelates, and to the process of preparing such metal chelates from corresponding ligands. These ligands and their corresponding metal chelates are synthesized to have a cysteinylethylene (EC) structure, a thioacetamidethiourea (TATU) structure, or a dithiourea (DTU) structure. The present invention further relates to a pharmaceutical composition comprising a metal chelate, for example, a .sup.99m Tc-chelate, to the use of the composition for renal imaging and examination of renal function, and to a kit for preparing such a composition prior to use.
    Type: Grant
    Filed: May 6, 1996
    Date of Patent: September 21, 1999
    Assignee: Emory University
    Inventors: Luigi Gaetano Marzilli, Malgorzata Lipowska, Lory Hansen, Andrew Taylor, Jr.
  • Patent number: 5936055
    Abstract: Disclosed is an acid-funtionalized polyurethane adduct and a process for the preparation of such adduct. The adduct having a linear or preferably branched structure comprises a plurality of internal urethane linkages and one or more terminal carboxylic acid groups per molecule. Such acid-funtionalized polyurethane adducts find value in the manufacture of crosslinked aqueous rubber latexes such as might be used in paint compositions.
    Type: Grant
    Filed: February 19, 1997
    Date of Patent: August 10, 1999
    Assignee: The Dow Chemical Company
    Inventors: Michael J. Elwell, Hanno R. van der Wal, Camiel F. Bartelink, Henri J. Grunbauer
  • Patent number: 5936121
    Abstract: An oligomer of an aspartic acid is provided having repeating monomeric units of aspartic acid of the formula: ##STR1## and by a first chain unit having formula: ##STR2## and a chain stopper unit A which is: ##STR3## wherein X is an alkali metal, R represents H or an alkyl containing from 1 to 4 carbon atoms and R.sub.1 is H or the group --COOX.
    Type: Grant
    Filed: March 22, 1996
    Date of Patent: August 10, 1999
    Assignee: Sisas Societa' Italiana Serie Acetica E Sintetica Spa
    Inventors: Davino Gelosa, Roberto Ruggieri, Andrea Sliepcevich, Franco Codignola
  • Patent number: 5919432
    Abstract: Poly(amino acid) derivatives, which are chelating agents of paramagnetic metal ions, in which at least 3 of the donor nitrogen atoms carry identical or different substituents, of formulaCH(R.sub.1)--X,in which X represents CO.sub.2 R.sub.a, CONR.sub.b R.sub.c or P(R.sub.d)O.sub.2 H and R.sub.a, R.sub.b and R.sub.c, which are identical or different, represent H or optionally hydroxylated (C.sub.1 -C.sub.8)alkyl, R.sub.d represents OH, (C.sub.1 -C.sub.8)alkyl or (C.sub.1 -C.sub.8)alkoxy and R.sub.1 represents a hydrophilic group with a molecular weight greater than 200 containing at least 3 oxygen atoms, with the proviso that at least 3 of the X groups are optionally salified acid functional groups.
    Type: Grant
    Filed: October 28, 1997
    Date of Patent: July 6, 1999
    Assignee: Guerbet S.A.
    Inventors: Dominique Meyer, Olivier Rousseaux, Michel Schaefer, Christian Simonot
  • Patent number: 5914310
    Abstract: According to the invention, an improved class of amphoteric surfactant having improved surfactant properties characterized as mild and environmentally safe has been provided comprising compounds of the formula: ##STR1## The amphoteric surfactant of the subject invention have at least two hydrophobic moieties and at least two hydrophilic groups per molecule and are useful as emulsifiers, detergents, dispersants and solubilizing agents.
    Type: Grant
    Filed: July 30, 1997
    Date of Patent: June 22, 1999
    Assignee: Rhodia Inc.
    Inventors: Ji Li, Manilal Dahanayake, Robert Lee Reierson, David James Tracy
  • Patent number: 5892112
    Abstract: Synthetic mammalian matrix metalloprotease inhibitors are disclosed that are useful for treating or preventing diseases wherein said diseases are caused by unwanted mammalian matrix metalloprotease activity and include skin disorders, keratoconus, restenosis, rheumatoid arthritis, wounds, cancer, angiogenesis and shock.
    Type: Grant
    Filed: January 21, 1994
    Date of Patent: April 6, 1999
    Assignees: Glycomed Incorporated, The University of Florida
    Inventors: Daniel E. Levy, Damian Grobelny, Cho Tang, Kevin R. Holme, Richard E. Galardy, Gregory S. Schultz, Asaad Nematalia, John H. Musser
  • Patent number: 5849950
    Abstract: Glycine-N,N-diacetic acid derivatives I ##STR1## where R is unsubstituted or substituted alkyl, alkenyl, alkoxylate groups, phenylalkyl, phenyl, a heterocyclic ring or a radical of the formula ##STR2## where A is an alkylene bridge or a chemical bond, and M is hydrogen, alkali metal, alkaline earth metal, ammonium or substituted ammonium in the appropriate stoichiometric amounts,are prepared by reactingA) corresponding 2-substituted glycines or 2-substituted glycinonitriles or doubled glycines of the formula ##STR3## or doubled glycinonitriles of the formula ##STR4## or precursors of the glycine derivatives named as starting material with formaldehyde and hydrogen cyanide in aqueous medium at a pH of from 0 to 11 orB) iminodiacetonitrile or iminodiacetic acid with appropriate monoaldehydes of the formula R--CHO or dialdehydes of the formula OHC--A--CHO and hydrogen cyanide in aqueous medium at a pH of from 0 to 11and, where appropriate, subsequent hydrolysis of nitrile functionalities which are present, where
    Type: Grant
    Filed: May 24, 1996
    Date of Patent: December 15, 1998
    Assignee: BASF Aktiengesellschaft
    Inventors: Thomas Greindl, Alfred Oftring, Gerold Braun, Jochen Wild, Birgit Potthoff-Karl, Georg Schuh
  • Patent number: 5849948
    Abstract: This invention provides improvements in certain processes for alkylating amino acids whereby yields based on amino acid are improved. More specifically, the invention provides a process for the preparation of amino acid derivatives in free acid or salt form, in which the nitrogen atoms of two or more amino acid molecules are linked by a hydrocarbyl or substituted hydrocarbyl group, which comprises reacting, in an aqueous medium at a pH in the range 7--14, a compound of the formula X--A--Y where X and Y are halo atoms which may be the same or different and A is a hydrocarbyl or substituted hydrocarbyl group, in which X and Y are attached to aliphatic or cycloaliphatic carbon atoms, with an amino acid (or salt thereof), wherein the reaction is carried out in the presence of dissolved cations of an alkaline earth metal or of a transition metal and/or wherein the unreacted amino acid is recovered and recycled.
    Type: Grant
    Filed: January 11, 1996
    Date of Patent: December 15, 1998
    Assignee: The Associated Octel Company Limited
    Inventors: Rajeshkumar Natwarlal Patel, Peter Michael Radley, Jonathan Richard Wiley, Robert Graham Tyson
  • Patent number: 5846941
    Abstract: Disclosed herein are peptidomimetic compounds of the formula A--B--D--CH.sub.2 CH{CH.sub.2 C(O)R.sup.1 }C(O)--NHCH{CR.sup.2 (R.sup.3)COOH}C(O)--E wherein A is a terminal group, for example an optionally substituted phenylalkanoyl, and B is a N-methyl amino acid residue; or A and B together form a saturated or unsaturated alkylaminocarbonyl; D is an amino acid residue; R.sup.1 is alkyl, cycloalkyl, a monosubstituted or a disubstituted amino; R.sup.2 is hydrogen and R.sup.3 is phenylalkyl, or R.sup.2 and R.sup.3 are joined to form a cycloalkyl; and E is a terminal unit, for example, an alkylamino or a monovalent amino acid radical such as NHCH(alkyl)C(O)OH. The derivatives are useful for treating herpes infections.
    Type: Grant
    Filed: June 5, 1995
    Date of Patent: December 8, 1998
    Assignee: Boehringer Ingelheim (Canada) Ltd.
    Inventors: Pierre Louis Beaulieu, Robert Deziel, Montse Llinas Brunet, Neil Moss, Raymond Plante
  • Patent number: 5811454
    Abstract: The invention provides a compound which is a 3-fluorobenzamide of the formula (A) ##STR1## wherein R-NH is the residue of an .alpha.-amino acid R-NH.sub.2 or oligopeptide R-NH.sub.2, and M is a nitrogen mustard group of the formula ##STR2## wherein Y and L, which may be the same or different in a molecule, are leaving groups; or a pharmaceutically acceptable salt thereof. The compounds are useful as prodrugs for treating cancer.
    Type: Grant
    Filed: December 21, 1995
    Date of Patent: September 22, 1998
    Assignee: Cancer Research Campaign Technology Limited
    Inventor: Caroline J. Springer
  • Patent number: 5783735
    Abstract: A process for preparing polymeric amides is disclosed. The process comprises sequentially reacting a hydrocarbon polymer functionalized (e.g., via the Koch reaction) to contain acid, ester, thioacid and/or thioester groups with a heavy polyamine to form a partially derivatized product in which at least about 85% of the functional groups are converted to heavy (thio)amide groups, and then reacting the partially derivatized product with an excess of light amine to complete the derivatization by converting substantially all of the remaining functional groups to light (thio)amide groups. Products of the foregoing process are also disclosed, which products are useful as additives in fuels and in lubricants.
    Type: Grant
    Filed: May 25, 1995
    Date of Patent: July 21, 1998
    Assignee: Exxon Chemical Patents Inc.
    Inventors: Jacob I. Emert, Joseph V. Cusumano, David C. Dankworth, William D. Diana, William B. Eckstrom, Keith R. Gorda, Antonio Gutierrez, Jon E. Stanat, Warren A. Thaler, Stephen Zushma
  • Patent number: 5780670
    Abstract: Provided are DTPA derivatives having five carbonyl groups, represented by the following formula (1). Further provided is a process for synthesizing a compound (1a) represented by the formula of a compound (1) in which R.sub.2 is 2-alkenyl group (R.sub.4). The process comprises the steps of performing esterification of DTPA, introducing an alkoxycarbonyl group and reacting with 2-alkenyl alkoxyformate in the presence of a palladium catalyst, thereby obtaining the compound (1a).
    Type: Grant
    Filed: July 16, 1996
    Date of Patent: July 14, 1998
    Assignee: Tohoku University
    Inventors: Yoshinori Yamamoto, Hisao Nemoto
  • Patent number: 5750781
    Abstract: A process for preparing an aqueous solution of an ionic copolymer having a copolymer concentration of 20 % by weight or less and a viscosity of 20 ps or more at 25.degree. C. which comprises conducting copolymerization of an acrylamide compound(B) with a diallylamine compound(A) by continuously adding an aqueous solution of (B) having a concentration of 30% by weight or less to an aqueous solution of the diallylamine compound(A) having a concentration of 5% by weight or more and less than 10% by weight, and this process exhibit high conversion of diallylamine compounds, of which reactivity is low, and a copolymer having a high molecular weight can be obtained.
    Type: Grant
    Filed: June 7, 1995
    Date of Patent: May 12, 1998
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Yoshifumi Yoshida, Akira Tanigawa, Satoshi Yamamoto
  • Patent number: 5739395
    Abstract: A method of synthesizing rhizoferrin and analogues thereof comprising acylating a protected polyamine with a citric acid diester; hydrolyzing the resulting amide to produce an N-protected rhizoferrin or analog thereof; and de-protecting the intermediate to produce rhizoferrin or the analog thereof.
    Type: Grant
    Filed: January 10, 1997
    Date of Patent: April 14, 1998
    Assignee: University of Florida Research Foundation, Inc.
    Inventor: Raymond J. Bergeron, Jr.
  • Patent number: 5731468
    Abstract: A process is disclosed for isolating the disodium salt of racemic and meso isomers of ethylenediamine-N,N'-disuccinic acid from alkaline aqueous solutions.
    Type: Grant
    Filed: April 3, 1997
    Date of Patent: March 24, 1998
    Assignee: The Dow Chemical Company
    Inventors: George M. St. George, David A. Wilson
  • Patent number: 5723655
    Abstract: The present invention relates to an amine compound represented by the following general formula (1): ##STR1## wherein R.sup.1 and R.sup.2 represent individually a linear or branched C.sub.1 -C.sub.24 alkyl or alkenyl group which may be substituted by a hydroxyl group, X.sup.1 represents a C.sub.1 -C.sub.6 alkylene or alkenylene group which may be substituted by a hydroxyl, sulfonic or carboxyl group, Y.sup.1 represents a carboxyl or sulfonic group, or a sulfuric acid residue, Y.sup.2 represents a hydroxyl group, a sulfuric acid residue or a group --OCO--X.sup.1 --COOH, Z represents a sulfoalkyl group or a group obtained by removing an amino group from an amino acid or a salt thereof, and n represents a number of 0 or 1, or a salt or quaternized product thereof, an intermediate useful for the preparation thereof, and detergent compositions containing such an amine compound.
    Type: Grant
    Filed: January 7, 1997
    Date of Patent: March 3, 1998
    Assignee: Kao Corporation
    Inventors: Mitsuru Uno, Tomohito Kitsuki, Katsumi Kita
  • Patent number: 5714632
    Abstract: A compound of the formula ##STR1## wherein Q is an organic group of at least two carbon atoms having at least m substituents,m is 1, 2, 3, 4, 5 or 6, andn is 0 or 1.R.sup.3 is H or methyl,R.sup.8 and R.sup.9 are independently hydrogen, alkyl group or aryl,R.sup.12 and R.sup.13 are independently selected from the group consisting of an alkyl group or a cation, andR.sup.10 is independently selected from the group consisting of hydrogen, an alkyl group, aryl group, and highly-fluorinated alkyl group,R.sup.4 may be hydrogen or alkyl group, andR.sup.7 may be hydrogen or lower alkyl group, provides excellent stability to dispersions.
    Type: Grant
    Filed: November 13, 1995
    Date of Patent: February 3, 1998
    Assignee: Minnesota Mining And Manufacturing Company
    Inventors: Prabhakara S. Rao, Larry R. Krepski, Terrance P. Smith
  • Patent number: 5710327
    Abstract: Modified polyaspartic acids are prepared by condensing aspartic acid with polybasic carboxylic acids or anhydrides of polybasic carboxylic acids and ammonia without a diluent at temperatures of at least 140.degree. C. in the absence of inorganic acids.
    Type: Grant
    Filed: March 27, 1997
    Date of Patent: January 20, 1998
    Assignee: BASF Aktiengesellschaft
    Inventors: Matthias Kroner, Gunnar Schornick
  • Patent number: 5696071
    Abstract: Described are a tris(3-aminopropyl)amine derivative represented by the following formula (1): ##STR1## wherein R represents a C.sub.1-24 alkyl or alkenyl group which may have --OH, A represents a C.sub.1-6 alkylene or alkenylene group which may have --OH, --COOH or --SO.sub.3 H, Y.sup.1 represents --COOH, --SO.sub.3 H or --OSO.sub.3 H , Y.sup.2 represents --OH, --OSO.sub.3 H or --OCO--A--COOH and n stands for 0 or 1, or a salt or quaternized product thereof; and a detergent composition containing the same. The compound according to the present invention has low skin or hair irritation, has excellent foaming power and imparts favorable touch feeling to the skin or the like.
    Type: Grant
    Filed: January 7, 1997
    Date of Patent: December 9, 1997
    Assignee: Kao Corporation
    Inventors: Akiko Okutsu, Tomohito Kitsuki, Katsumi Kita
  • Patent number: 5695737
    Abstract: The invention relates to new dimeric DTPA derivatives, their metal complexes, containing at least one ion of an element of atomic numbers 21-32, 37-39, 42-51 and 57-83, agents containing these complexes, their use in NMR diagnosis and/or diagnostic radiology, radiodiagnosis and radiotherapy, as well as process for their production.
    Type: Grant
    Filed: June 7, 1995
    Date of Patent: December 9, 1997
    Assignee: Schering Aktiengesellschaft
    Inventors: Werner Krause, Franz Karl Maier, Michael Bauer, Gabriele Schuhmann-Giampieri, Wolf Press, Johannes Platzek, Heribert Schmitt-Willich
  • Patent number: 5693310
    Abstract: Compounds of general Formula I ##STR1## wherein R.sup.3 is a saturated, unsaturated, straight- or branched-chain or cyclic aliphatic hydrocarbon residue of up to 16 carbon atoms or, if R.sup.4 is a hydrogen atom, a cycloalkyl group or an aryl or aralkyl group optionally substituted by one or several C.sub.1 -C.sub.6 -dialkylamino groups or by one or several C.sub.1 -C.sub.6 -alkoxy groups,R.sup.4 is a hydrogen atom, a saturated, unsaturated, straight- or branched-chain or cyclic hydrocarbon residue of up to 16 carbon atoms, orR.sup.3 and R.sup.4 jointly mean a saturated or unsaturated 5- or 6-membered ring optionally substituted or containing an O, S, N atom or oxo substituent, and Y is COOX or CONR.sub.3 R.sub.4,are valuable complexing agents, complexes or complex salts, e.g., for use as NMR or X-ray diagnostic image-enhancement agents or radioactive diagnostic agents.
    Type: Grant
    Filed: November 19, 1990
    Date of Patent: December 2, 1997
    Assignee: Schering Aktiengesellschaft
    Inventors: Heinz Gries, Bernd Raduechel, Hans-Joachim Weinmann, Wolfgang Muetzel, Ulrich Speck
  • Patent number: 5679810
    Abstract: Linear oligomer polychelant compounds and chelates formed therewith have alternating chelant and linker moieties bound together by amide or ester moieties. The compounds have between 3 and 100 chelant moieties, at least one of which complexes a paramagnetic metal ion. The polychelants and especially their paramagnetic metal polychelates are particularly suitable for diagnostic imaging.
    Type: Grant
    Filed: June 7, 1995
    Date of Patent: October 21, 1997
    Assignee: Salutar, Inc.
    Inventors: David B. Love, William C. Dow, Richard J. Himmelsbach, Alan D. Watson, Scott M. Rocklage