The Nitrogen And The Phosphorus Are Bonded Directly To The Same Carbon Patents (Class 562/16)
  • Patent number: 11976089
    Abstract: Solid forms of L-glufosinate materials, including crystalline L-glufosinate ammonium, are described.
    Type: Grant
    Filed: March 8, 2023
    Date of Patent: May 7, 2024
    Assignee: BASF SE
    Inventors: Stephen Craig Fields, Matthew Richard Oberholzer, Brian Michael Green, Samir Kulkarni, Jennifer Nelson, Patricia Andres
  • Patent number: 11897908
    Abstract: Solid forms of L-glufosinate materials, including crystalline L-glufosinate ammonium, are described.
    Type: Grant
    Filed: March 8, 2023
    Date of Patent: February 13, 2024
    Assignee: BASF SE
    Inventors: Stephen Craig Fields, Matthew Richard Oberholzer, Brian Michael Green, Samir Kulkarni, Jennifer Nelson, Patricia Andres
  • Patent number: 9012589
    Abstract: The invention relates to a compound of following formula (I): the preparation method thereof and the use of same.
    Type: Grant
    Filed: March 31, 2010
    Date of Patent: April 21, 2015
    Assignee: Chryso
    Inventors: Philippe Maitrasse, Bruno Pellerin, Frederic Leising, Loic Lemiegre, Nicolas Noiret, Nathanael Olivi
  • Publication number: 20150094468
    Abstract: The present invention relates to a novel diamine compound represented by the general formula (1), a ruthenium-diamine complex, an iridium-diamine complex, and a rhodium-diamine complex having the diamine compound as a ligand. Furthermore, the present invention relates to methods for selectively producing optically active compounds by using any of these complexes as a catalyst. wherein R1, R2, R3, X, Y, and Z are as defined in claim 1.
    Type: Application
    Filed: September 26, 2014
    Publication date: April 2, 2015
    Applicant: TAKASAGO INTERNATIONAL CORPORATION
    Inventor: Taichiro TOUGE
  • Patent number: 8940927
    Abstract: The present invention provides for novel compounds of Formulas I and II and pharmaceutically acceptable salts and co-crystals thereof which have glucokinase activator activity. The present invention further provides for pharmaceutical compositions comprising the same as well as methods of treating, preventing, delaying the time to onset or reducing the risk for the development or progression of a disease or condition for which one or more glucokinase activator is indicated, including Type 1 and 2 diabetes, impaired glucose tolerance, insulin resistance and hyperglycemia. The present invention also provides for processes of making the compounds of Formulas I and II, including salts and co-crystals thereof, and pharmaceutical compositions comprising the same.
    Type: Grant
    Filed: May 25, 2011
    Date of Patent: January 27, 2015
    Assignee: Metabasis Therapeutics, Inc.
    Inventors: Feng Tian, Qun Dang, G. Sridhar Prasad, Wenyu Li, Brett C. Bookser, Nicholas Brian Raffaele, Mark D. Erion
  • Publication number: 20120316359
    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: August 17, 2012
    Publication date: December 13, 2012
    Inventor: Thomas Daly
  • Patent number: 8283453
    Abstract: The present invention provides a method for selectively placing carbon nanotubes on a substrate surface by using functionalized carbon nanotubes having an organic compound that is covalently bonded to such carbon nanotubes. The organic compound comprises at least two functional groups, the first of which is capable of forming covalent bonds with carbon nanotubes, and the second of which is capable of selectively bonding metal oxides. Such functionalized carbon nanotubes are contacted with a substrate surface that has at least one portion containing a metal oxide. The second functional group of the organic compound selectively bonds to the metal oxide, so as to selectively place the functionalized carbon nanotubes on the at least one portion of the substrate surface that comprises the metal oxide.
    Type: Grant
    Filed: August 14, 2009
    Date of Patent: October 9, 2012
    Assignee: International Business Machines Corporation
    Inventors: Ali Afzali-Ardakani, Phaedon Avouris, James B. Hannon, Christian Klinke
  • Patent number: 8221712
    Abstract: An absorption medium for the removal of acid gases from a fluid stream comprises an aqueous solution a) of at least one amine and b) at least one phosphonic acid, wherein the molar ratio of b) to a) is in the range from 0.0005 to 1.0. The phosphonic acid is, e.g., 1-hydroxyethane-1,1-diphosphonic acid. The absorption medium exhibits a reduced regeneration energy requirement compared with absorption media based on amines or amine/promoter combinations, without significantly decreasing the absorption capacity of the solution for acid gases.
    Type: Grant
    Filed: October 9, 2009
    Date of Patent: July 17, 2012
    Assignee: BASF SE
    Inventors: Gerald Vorberg, Torsten Katz, Georg Sieder, Christian Riemann, Erika Dengler
  • Patent number: 8163911
    Abstract: The invention relates to substituted arylsulphonylaminomethylphosphonic acid derivatives of general formula (I) wherein the groups Ra to Rf, A and Z are defined as mentioned in the specification and claims, which are suitable for preparing a medicament for the treatment of metabolic disorders, particularly type 1 or type 2 diabetes mellitus.
    Type: Grant
    Filed: September 4, 2008
    Date of Patent: April 24, 2012
    Assignee: Boehringer Ingelheim International GmbH
    Inventors: Elke Langkopf, Alexander Pautsch, Corinna Schoelch, Annette Schuler-Metz, Ruediger Streicher, Holger Wagner
  • Publication number: 20110251315
    Abstract: The invention relates to a method for producing monofunctionalized dialkylphosphinic acids, esters, and salts, characterized in that a phosphinic acid source (I) is reacted with olefins (IV) in the presence of a catalyst A to obtain an alkylphosphonous acid, the salt or ester thereof, whereupon said alkylphosphonous acid, the salt or ester (II) thereof is reacted with compounds containing C?C, C?O, or C?N double bonds to obtain compounds of type (III), wherein R1, R2, R3, R4, R5, R6 are identical or different from each other and independently represent, inter alia, H, C1-C18-alkyl, C6-C18-aryl, C6-C18-aralkyl, X represents, inter alia, H, C1-C18-alkyl, C6-C18-aryl, and/or Mg, Ca, Al, Sb, Sn, Ge, Ti, Fe, Zr, Zn, Ce, Bi, Sr, Mn, Cu, Ni, Li, Na, K, H, and wherein A represents OH, NH2, NHR, NR2, or O—CO—R8, and W represents a mineral acid, carboxylic acid, Lewis acid, or organic acid, wherein n is a whole or a fractional number from 0 to 4, and catalyst A represents transition metals and/or transition metal compo
    Type: Application
    Filed: October 6, 2009
    Publication date: October 13, 2011
    Applicant: Clariant Finance (BVI) Limited
    Inventors: Michael Hill, Harald Bauer, Werner Krause, Martin Sicken
  • Publication number: 20100261677
    Abstract: The invention relates to substituted arylsulphonylaminomethylphosphonic acid derivatives of general formula (I) wherein the groups Ra to Rf, A and Z are defined as mentioned in the specification and claims, which are suitable for preparing a medicament for the treatment of metabolic disorders, particularly type 1 or type 2 diabetes mellitus.
    Type: Application
    Filed: September 4, 2008
    Publication date: October 14, 2010
    Applicant: BOEHRINGER INGELHEIM INTERNATIONAL GMBH
    Inventors: Elke Langkopf, Alexander Pautsch, Corinna Schoelch, Annette Schuler-Metz, Ruediger Streicher, Holger Wagner
  • Publication number: 20100145034
    Abstract: The present invention provides a method for selectively placing carbon nanotubes on a substrate surface by using functionalized carbon nanotubes having an organic compound that is covalently bonded to such carbon nanotubes. The organic compound comprises at least two functional groups, the first of which is capable of forming covalent bonds with carbon nanotubes, and the second of which is capable of selectively bonding metal oxides. Such functionalized carbon nanotubes are contacted with a substrate surface that has at least one portion containing a metal oxide. The second functional group of the organic compound selectively bonds to the metal oxide, so as to selectively place the functionalized carbon nanotubes on the at least one portion of the substrate surface that comprises the metal oxide.
    Type: Application
    Filed: August 14, 2009
    Publication date: June 10, 2010
    Applicant: INTERNATIONAL BUSINESS MACHINES CORPORATION
    Inventors: Alina Afzali-Ardakani, Phaedon Avouris, James B. Hannon, Christian Klinke
  • Patent number: 7662991
    Abstract: A beneficial method for the manufacture of amino polyalkylene phosphonic acids, under substantial absence of hydrohalogenic acid, is disclosed. The method, in essence, is based on reacting narrowly defined ratios of phosphorous acid, an amine and a formaldehyde in presence of a heterogeneous Broensted acid catalyst. The inventive method is capable of yielding economically and quality operational/capacity advantages, in particular significantly reduced one-step cycle duration under exclusion of corrosion disadvantages and also is environmentally friendly without requiring, in that respect, anything more than nominal capital expenditures.
    Type: Grant
    Filed: November 7, 2005
    Date of Patent: February 16, 2010
    Assignee: Thermphos Trading GmbH
    Inventors: Patrick P. Notte, Isabelle Emmanuel Vanesse, Jan H. J. Van Bree
  • Publication number: 20090163606
    Abstract: Suspensions having additives for controlled dispersion including a solvent, an ion source, a particle source selected from a partially dissolving colloid or a non-dissolving colloid, and an additive where the additive is added to the solvent prior to the ion source and the particle source when the particle source is the partially dissolving colloid.
    Type: Application
    Filed: December 20, 2007
    Publication date: June 25, 2009
    Inventors: GLEN HAROLD KIRBY, Brett Allen Boutwell
  • Patent number: 7094773
    Abstract: The invention relates to compounds which constitute a class of medicaments which have an anti-inflammatory activity and which act by inhibiting leukotriene A4 (LTA4), and enzyme which is responsible for the biosynthesis of leukotriene LTB4, a major proinflammatory mediator. The invention also relates to therapeutic anti-inflammatory, applications of these compounds as well as for methods of preparing these compounds.
    Type: Grant
    Filed: July 28, 2004
    Date of Patent: August 22, 2006
    Assignee: Institut National de la Santa et de la rescherche Medicale Bioprojet
    Inventors: Denis Danvy, Thierry Monteil, Jean-Christophe Plaquevent, Pierre Duhamel, Lucette Duhamel, Nadine Noel, Claude Gros, Olivier Chamard, Jean-Charles Schwartz, Jeanne-Marie Lecomte, Serge Piettre
  • Patent number: 6919322
    Abstract: Novel FBPase inhibitors of the formula I are useful in the treatment of diabetes and other conditions associated with elevated blood glucose.
    Type: Grant
    Filed: March 7, 2001
    Date of Patent: July 19, 2005
    Assignee: Metabasis Therapeutics, Inc.
    Inventors: Brett C. Bookser, Qun Dang, K. Raja Reddy
  • Patent number: 6894004
    Abstract: The present invention describes glyphosate salts of ether amines as compounds and compositions, including their methods of use. The compounds include glyphosate salts of the formula (I): Z-CH2—NH—CH2—POR1R2 (I), wherein Z is COOH, COSH, COCl, COBr, COF, COI, or COR3; R1, R2, and R3 are each independently OH or OR4 such that at least one of R1, R2, and R3 are OR4; and R4 is an ether amine salt-forming cation of the formula (II): H3N—R5—O—R6 (II), wherein R5 and R6 are each independently C1-C6 alkyl, C2-C6 alkene, or C2-C6 alkyne. The compositions included herein contain at least the above-described glyphosate salt in combination with a carrier. This composition is useful in methods to inhibit the growth of unwanted plants by contacting the plant with an herbicidally effective amount of the composition.
    Type: Grant
    Filed: September 19, 2002
    Date of Patent: May 17, 2005
    Assignee: BASF Aktiengesellschaft
    Inventor: Rita S. Jones
  • Patent number: 6867326
    Abstract: In a process for preparing N-phosphonomethylglycine or a salt thereof by bringing phosphonomethyliminodiacetic acid or a salt thereof into contact with at least one oxygen-containing oxidant in the presence of a heterogeneous catalyst, the heterogeneous catalyst comprises at least one silicate.
    Type: Grant
    Filed: July 21, 2000
    Date of Patent: March 15, 2005
    Assignee: BASF Aktiengesellschaft
    Inventors: Ulrich Müller, Hans Rupert Merkle
  • Publication number: 20040236144
    Abstract: The present invention relates to a process for the preparation of &agr;-aminophosphonic acids by reaction of a hexahydrotriazine derivative with a triorganyl phosphite. The process proceeds via the intermediate of a phosphono compound, which is hydrolyzed to the &agr;-aminophosphonic acid. The invention likewise relates to the phosphono compound itself and the process for its preparation. The process according to the invention gives &agr;-aminophosphonic acids in high yield and purity in a simple and inexpensive manner.
    Type: Application
    Filed: December 22, 2003
    Publication date: November 25, 2004
    Inventors: Christian Wulff, Stefan Orsten, Alfred Oftring
  • Patent number: 6818450
    Abstract: The present invention is directed to an analytical method for measuring the concentration of an N-(phosphonomethyl)iminodiacetic acid (“NPMIDA”) substrate, an N-(phosphonomethyl)glycine product, formaldehyde, formic acid, N-methyl-N-(phosphonomethyl)glycine (“NMG”), N-methyl-aminomethylphosphonic acid (MAMPA) or aminomethylphosphonic acid (“AMPA”)) in an aqueous mixture thereof, using infrared spectroscopy. The present invention is also directed to a process for oxidizing an N-(phosphonomethyl)iminodiacetic acid substrate to form a N-(phosphonomethyl)glycine product, and as part of the process, measuring the concentration of at least one reactant, product or byproduct of the oxidation reaction using the analytical method of the present invention and controlling the oxidation process in response to the measurement taken.
    Type: Grant
    Filed: May 17, 2002
    Date of Patent: November 16, 2004
    Assignee: Monsanto Technology LLC
    Inventors: David R. Eaton, Walter Gavlick, Gary Klopf, Arnold Hershman, Denis Forster
  • Patent number: 6641741
    Abstract: Chloride is selectively isolated as NaCl from N-phosphonomethyliminodiacetic acid process wastes by evaporative crystallization of the caustic neutralized brine.
    Type: Grant
    Filed: April 13, 2001
    Date of Patent: November 4, 2003
    Assignee: Dow AgroSciences LLC
    Inventor: Scott G Phillips
  • Patent number: 6441223
    Abstract: A process for oxidizing a hydroxymethylphosphonic acid compound to produce a formylphosphonic acid compound is described. The oxidation reaction is carried out in the presence of an oxidant and a catalyst. For example, hydroxymethylphosphonic acid (HMPA) is oxidized by oxygen or hydrogen peroxide in the presence of a copper-containing catalyst to give formylphosphonic acid (FPA). Formylphosphonic acid can then be reacted with glycine to produce a condensation product which, upon hydrogenation, yields glyphosate. Glyphosate can be incorporated into various formulations for use as a herbicide. In addition to glycine, formylphosphonic acid can also be reacted with ammonia, ethanolamine, or other primary amines to form a precursor compound, which can be converted to glyphosate.
    Type: Grant
    Filed: November 30, 2000
    Date of Patent: August 27, 2002
    Assignee: Monsanto Technology LLC
    Inventor: Thaddeus S. Franczyk, II
  • Patent number: 6326399
    Abstract: O-Benzyloxime ethers of the formula I where X is substituted or unsubstituted CH2, NOalkyl Y is O, S, NR5 R1, R2, R5 are H, alkyl Z1, Z2 are H, halogen, methyl, methoxy, cyano and crop protection agents containing these compounds.
    Type: Grant
    Filed: April 9, 1996
    Date of Patent: December 4, 2001
    Assignee: BASF Aktiengesellschaft
    Inventors: Siegbert Brand, Uwe Kardorff, Reinhard Kirstgen, Bernd Mueller, Klaus Oberdorf, Hubert Sauter, Gisela Lorenz, Eberhard Ammermann, Christoph Kuenast, Albrecht Harreus
  • Patent number: 6191165
    Abstract: The invention provides a pharmaceutical for treatment of neurological and neuropsychiatric disorders comprising a compound of the formula: or a pharmaceutically acceptable salt thereof.
    Type: Grant
    Filed: May 30, 1997
    Date of Patent: February 20, 2001
    Assignee: Allelix Neuroscience Inc.
    Inventors: Vassil Iliya Ognyanov, Laurence A. Borden, Stanley Charles Bell, Jing Zhang
  • Patent number: 6160166
    Abstract: Phosphonic acid agents are synthesized and characterized which are potent inhibitors of angiogenesis, tumorigenesis and metalloproteinase activity. Their method of use for the inhibition of angiogenesis and metalloproteinase and the treatment of tumors is also shown.
    Type: Grant
    Filed: July 21, 1999
    Date of Patent: December 12, 2000
    Assignee: The University of Kentucky Research Foundation
    Inventors: Delwood C. Collins, Antonio R. Gagliardi, Peter Nickel
  • Patent number: 6143776
    Abstract: Tosylproline analogs of formula I, methods of making them, pharmaceutical compositions containing them, and methods for their use. The compounds are thymidylate synthase inhibitors; and are useful as anti-tumor agents and as anti-parasitics, anti-bacterials, anti-fungals, and anti-virals.
    Type: Grant
    Filed: February 2, 2000
    Date of Patent: November 7, 2000
    Assignee: Sunesis Pharmaceuticals, Inc.
    Inventor: Daniel A. Erlanson
  • Patent number: 6121252
    Abstract: The present invention relate to phosphinic acid derivatives that inhibit N-Acetylated .alpha.-Linked Acidic Dipeptidase (NAALADase) enzyme activity, pharmaceutical compositions comprising the same, and methods of using the same to inhibit NAALADase activity and to treat glutamate abnormalities and prostate diseases.
    Type: Grant
    Filed: March 30, 1998
    Date of Patent: September 19, 2000
    Assignee: Guilford Pharmaceuticals Inc.
    Inventors: Paul F. Jackson, Takashi Tsukamoto, Yao-Sen Ko, Barbara S. Slusher
  • Patent number: 6118022
    Abstract: A process for the preparation of phosphonomethylglycine in high yields is disclosed. In accordance with the process of the present invention, alkali metal IDA, such as disodium IDA, is reacted with a strong mineral acid, such as HCl, to convert the salt of IDA to IDA. The IDA is then converted to soluble IDA phosphite salt by the addition of phosphorous acid, and the alkali metal salt of the strong acid is precipitated. The phosphite salt of IDA is phosphonomethylated, such as by the addition of PCl.sub.3 and formaldehyde. Optionally, phosphorous trichloride can be hydrolyzed to provide the phosphorous acid source for phosphonomethylation of the phosphite salt.
    Type: Grant
    Filed: September 1, 1999
    Date of Patent: September 12, 2000
    Assignee: Hampshire Chemical Corp.
    Inventor: Barry A. Cullen
  • Patent number: 6084123
    Abstract: Provided is a process for the preparation of an optically active (R)- or (S)-1-aminophosphonic acid derivative of the general formula (Ia) or (Ib) given below, which process comprises reacting an amino-protected imine having general formula (II): R.sup.1 --N.dbd.CHR.sup.2 where R.sup.1 is diphenylmethyl group or the like and R.sup.2 is an alkyl group or the like, with a phosphonic acid ester in the presence of an asymmetric catalyst consisting of a rare earth element-alkali metal-binaphthol complex, to produce an (R)- or (S)-N-protected-1-aminophosphonate compound, and then subjecting the phosphonate compound to catalytic reduction with hydrogen and to acidic hydrolysis. ##STR1## There are also provided novel intermediates, and a process of preparing an asymmetric catalyst consisting of a rare element-alkali metal-binaphthol complex.
    Type: Grant
    Filed: May 20, 1998
    Date of Patent: July 4, 2000
    Assignee: Hokko Chemical Industry Co., Ltd.
    Inventors: Masakatsu Shibasaki, Hiroaki Sasai, Yoshihiro Tahara
  • Patent number: 5962729
    Abstract: An improved process is provided for the manufacture of N-phosphonomethylglycine from N-phophonomethyliminodiacetic acid in the presence of a molecular-oxygen containing gas utilizing a catalytically active carbonaceous char. The improvement is provided by the use of a carbonaceous char capable of rapidly decomposing hydrogen peroxide in an aqueous solution.
    Type: Grant
    Filed: May 14, 1998
    Date of Patent: October 5, 1999
    Assignee: Calgon Carbon Corporation
    Inventors: Richard A. Hayden, Thomas M. Matviya
  • Patent number: 5905163
    Abstract: A novel process for preparing aminomethylphosphonate derivatives involves the hydrogenation of cyanophosphonate derivatives in the presence of a catalyst to produce aminomethylphosphonate derivatives.
    Type: Grant
    Filed: December 23, 1997
    Date of Patent: May 18, 1999
    Assignee: Monsanto Company
    Inventor: Patrick J. Lennon
  • Patent number: 5861525
    Abstract: A process for preparing cyanophosphonate derivatives involves contacting a phosphate ester and cyanide in a reaction mixture under conditions sufficient to produce a cyanophosphonate derivative. That cyanophosphonate derivative product can subsequently be hydrogenated to produce an aminomethylphosphonate derivative.
    Type: Grant
    Filed: December 23, 1997
    Date of Patent: January 19, 1999
    Assignee: Monsanto Company
    Inventors: Patrick J. Lennon, Sergey G. Vulfson
  • Patent number: 5858317
    Abstract: A process for preparing cyanophosphonate derivatives involves contacting phosphoric anhydride (P.sub.4 O.sub.10) and a cyanide, preferably in the presence of a Lewis base, in a reaction mixture under sufficient conditions to produce a cyanophosphonate derivative. The cyanophosphonate derivative can be subsequently hydrogenated to produce an aminomethylphosphonate derivative.
    Type: Grant
    Filed: December 23, 1997
    Date of Patent: January 12, 1999
    Assignee: Monsanto Company
    Inventors: Patrick J. Lennon, Sergey G. Vulfson
  • Patent number: 5859278
    Abstract: A process for preparing cyanophosphonate derivatives involves contacting a pyrophosphate ester or a polyphosphate ester and cyanide in a reaction mixture under conditions sufficient to produce the cyanophosphonate derivative. The cyanophosphonate derivative product can subsequently be hydrogenated to produce an aminomethylphosphonate derivative.
    Type: Grant
    Filed: December 23, 1997
    Date of Patent: January 12, 1999
    Assignee: Monsanto Company
    Inventors: Patrick J. Lennon, Sergey G. Vulfson
  • Patent number: 5824809
    Abstract: Novel .alpha.-aminophosphonates are provided along with processes and intermediates for their preparation. In preferred embodiments, scalemic .alpha.-aminophosphonates are prepared by the stereoselective addition of phosphite salts to chiral imines.
    Type: Grant
    Filed: April 15, 1996
    Date of Patent: October 20, 1998
    Assignee: The Trustees of the University of Pennsylvania
    Inventors: Amos B. Smith, III, Kraig M. Yager, Carol M. Taylor
  • Patent number: 5703273
    Abstract: A process for preparing N-hydroxyalkylaminomethyl-phosphonic acid or salts thereof which comprises contacting an alkanolamine, formaldehyde and a trialkyl phosphite under suitable reaction conditions to produce a reaction mixture, and hydrolyzing the reaction mixture under neutral, acidic or basic conditions. In one embodiment, the N-hydroxyalkylaminomethylphosphonic acid or salts thereof is catalytically oxidized to produce an N-phosphonomethylaminocarboxylic acid or salts thereof.
    Type: Grant
    Filed: July 1, 1996
    Date of Patent: December 30, 1997
    Assignee: Monsanto Company
    Inventors: Michael K. Stern, Brian K. Cheng, Jerry R. Ebner, Dennis P. Riley
  • Patent number: 5654462
    Abstract: This invention is selected novel chiral (essentially pure) alpha-amino phosphonates, process for the preparation which is a catalytic asymmetric hydrogenation of olefins and novel intermediates therefor. The alpha-amino phosphonates are useful as antibiotics and/or as intermediates in the preparation of phosphorus-containing analogs of peptides, i.e., phosphonopeptides or pseudopeptides having known uses, such as in antibiotics, antibiotic enhancers, or enzyme inhibitors.
    Type: Grant
    Filed: March 14, 1995
    Date of Patent: August 5, 1997
    Assignee: Monsanto Company
    Inventor: John J. Talley
  • Patent number: 5629431
    Abstract: The present invention relates to compounds of the formula I ##STR1## in which A, Q, R.sup.2, R.sup.3, R.sup.4 and the corresponding radicals with an * are defined as indicated in the description, a process for the preparation thereof, and the use thereof for inhibiting retroviral proteases.
    Type: Grant
    Filed: June 7, 1995
    Date of Patent: May 13, 1997
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Karl-Heinz Budt, Anuschirwan Peyman
  • Patent number: 5606106
    Abstract: Concentrated aqueous hexamethylene phonic acid solutions are described containing, in addition to high levels e.g. 40%-50% of phosphonic acid a narrowly defined level of non-oxidizing mineral acid, preferrably hydrochloric acid.
    Type: Grant
    Filed: July 28, 1995
    Date of Patent: February 25, 1997
    Assignee: Monsanto Europe S.A.
    Inventor: Michel A. O. Ledent
  • Patent number: 5602276
    Abstract: A process for preparing N-hydroxyalkylaminomethylphosphonic acid or salts thereof which comprises contacting an alkanolamine, formaldehyde and a dialkyl phosphite in the presence of an alcohol under suitable reaction conditions to produce a reaction mixture, and hydrolyzing the reaction mixture under acidic or basic conditions. In one embodiment, the N-hydroxyalkylaminomethylphosphonic acid or salts thereof is catalytically oxidized to produce an N-phosphonomethylaminocarboxylic acid or salts thereof.
    Type: Grant
    Filed: July 1, 1996
    Date of Patent: February 11, 1997
    Assignee: Monsanto Company
    Inventors: Michael K. Stern, Brian K. Cheng, Jerry R. Ebner, Dennis P. Riley
  • Patent number: 5574025
    Abstract: The compounds disclosed inhibit the prenylation of several proteins. These compounds are potent inhibitors of famesyl-protein transferase and geranylgeranyl-protein transferase. Further contained in this invention are chemotherapeutic compositions containing these prenyl-transferase inhibitors and methods for their production.
    Type: Grant
    Filed: October 26, 1994
    Date of Patent: November 12, 1996
    Assignee: Merck & Co., Inc.
    Inventors: Neville J. Anthony, Robert P. Gomez, Charles A. Omer
  • Patent number: 5543562
    Abstract: A solid, non-hygroscopic salt of the Formula (I) ##STR1## wherein R.sup.1 is hydroxy or alkyl;A is C.sub.1 to C.sub.
    Type: Grant
    Filed: April 14, 1995
    Date of Patent: August 6, 1996
    Assignee: Monsanto Europe S.A./N.V.
    Inventors: Fulgencio Powell Moreno, Laszlo Litkei, Vilmos Galamb, Imre Gulyas, Jan os Repasi, Agota Repasine Veres, Jozsef Vigh, Istvanne Koczka, Edit Fehervari, Laszlone Roka, Laszlone Pethe, Jozsef Neu
  • Patent number: 5510504
    Abstract: A process for the preparation of .alpha.- or .alpha.,.alpha.'-substituted derivatives of the bis(aminomethyl)phosphinic acid of the formula I and their acid or basic salts, ##STR1## in which R.sup.1, R.sup.2 and R.sup.3 are defined as in the description, wherein a bis(aminomethyl)phosphinate is converted into the corresponding bisimine, which is alkylated by R.sup.2 and R.sup.3 in the .alpha.- and/or .alpha.,.alpha.'-position after reaction with a base, and is converted into a compound of the formula I by subsequent treatment with an acid.
    Type: Grant
    Filed: January 4, 1995
    Date of Patent: April 23, 1996
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Anuschirwan Peyman, Karl-Heinz Budt, Jorg Spanig, Jian-Qi Li, Bernd Stowasser
  • Patent number: 5510510
    Abstract: Inhibition of farnesyl transferase, which is an enzyme involved in ras oncogene expression, and inhibition of cholesterol biosynthesis, are effected by compounds of the formula ##STR1## their enantiomers, diastereomers, and pharmaceutically acceptable salts, prodrugs, and solvates, wherein:x is --ONR.sup.1 C(O)--, --N(OR.sup.1)C(O)--, --NR.sup.1 C(O)--, --C(O)NR.sup.1 --, --NR.sup.1 S(O.sub.2)--, --C(O)O--, --OC(O)--, --C(O)--, --O--, --NR.sup.1 -- or --(S).sub.q --;Y is --CO.sub.2 R.sup.2, --SO.sub.3 R.sup.2 or --P(O) (OR.sup.2) (R.sup.3);R is alkyl, substituted alkyl, alkenyl, substituted alkenyl, alkenylene or aryl;R.sup.3 is --(O).sub.t R.sup.4 ;R.sup.1, R.sup.2 and R.sup.4 are each independently hydrogen, alkyl, aryl or aralkyl;m and n are each independently 0 or an integer from 1 to 5;p and t are each independently 0 or 1; andq is an integer from 1 to 2.
    Type: Grant
    Filed: June 28, 1994
    Date of Patent: April 23, 1996
    Assignee: Bristol-Meyers Squibb Company
    Inventors: Dinesh V. Patel, Scott A. Biller
  • Patent number: 5508463
    Abstract: Novel .alpha.-aminophosphonates are provided along with processes and intermediates for their preparation. In preferred embodiments, scalemic .alpha.-aminophosphonates are prepared by the stereoselective addition of phosphite salts to chiral imines.
    Type: Grant
    Filed: March 17, 1994
    Date of Patent: April 16, 1996
    Assignee: Trustees of the University of Pennsylvania
    Inventors: Amos B. Smith, III, Kraig M. Yager, Carol M. Taylor
  • Patent number: 5471000
    Abstract: A process for the manufacture of aminomethanephosphonic acid comprises:a) reacting a compound of formula R--CH.sub.2 --NH--CO--NH--CH.sub.2 --R' wherein R and R', which may be the same or different, represent a phosphonation leaving group with a phosphonating agent and subsequentlyb) hydrolysing the product of step (a) to form aminomethanephosphonic acid.
    Type: Grant
    Filed: March 24, 1994
    Date of Patent: November 28, 1995
    Assignee: Zeneca Limited
    Inventors: Kenneth R. Randles, Paul G. LeGras
  • Patent number: 5429674
    Abstract: N-acyl aminomethylene phosphonates are provided having a group defined by the following general formula: ##STR1## wherein R.sub.1 is hydrogen, an aliphatic radical having 1 to 25 carbon atoms, or an aromatic radical having 6 to 25 carbon atoms; R.sub.2 is hydrogen, an aliphatic radical having 1 to 25 carbon atoms, or an aromatic radical having 6 to 25 carbon atoms; and R.sub.3 is a group remaining after reaction of a hydroxyl group-containing or epoxy group-containing polymer with an acidic hydrogen of a ##STR2## group. Also provided are waterborne coating compositions containing metallic pigments which are normally reactive with water or moisture to release hydrogen gas, stabilized against gassing by incorporation of these N-acyl aminomethylene phosphonates into the waterborne coating compositions.
    Type: Grant
    Filed: September 12, 1994
    Date of Patent: July 4, 1995
    Assignee: PPG Industries, Inc.
    Inventors: Paul H. Lamers, Kurt G. Olson, James E. Poole, Douglas W. Maier
  • Patent number: 5410075
    Abstract: A solid, non-hygroscopic salt of the Formula (I) ##STR1## wherein R.sup.1 is dydroxy or alkyl;A is C.sub.1 to C.sub.
    Type: Grant
    Filed: February 4, 1994
    Date of Patent: April 25, 1995
    Assignee: Alkaloida Vegyeszeti Gyar Rt.
    Inventors: Fulgencio Powell Moreno, Laszlo Litkei, Vilmos Galamb, Imre Gulyas, Janos Repasi, Agota Repasine Veres, Jozsef Vigh, Istvanne Koczka, Edit Fehervari, Laszlone Roka, Laszlone Pethe, Jozsef Neu
  • Patent number: 5380921
    Abstract: There are provided novel aminophosphonic acid derivatives of the general formula [I]: ##STR1## wherein n is an integer of 2 or 3; R.sup.1 is a phenyl, naphthyl, indolyl, benzothienyl, benzofuryl or benzoxazolyl group which may have 1 to 3 substituents selected from the group consisting of hydroxyl and lower alkyloxy groups, or a hydrogen atom; R.sup.2 is a lower alkyl group, a benzyl group, a 4-hydroxybenzyl group, a 3-indolylmethyl group or a .beta.-phenethyl group; and A is an optional residue of an amino acid selected from the group consisting of tryptophane, tyrosine, phenylalanine, homophenylalanine, naphthylalanine or N.sup..omega. -nitroarginine, and their pharmaceutically acceptable salts. The compounds according to the present invention and their pharmaceutically acceptable salts exhibit an inhibitory activity against endothelin-converting enzyme, and are expected to be useful as a drug treating various diseases with which endothelin is concerned.
    Type: Grant
    Filed: May 4, 1993
    Date of Patent: January 10, 1995
    Assignee: Banyu Pharmaceutical Co., Ltd.
    Inventors: Kiyofumi Ishikawa, Takehiro Fukami, Takashi Hayama, Kenji Matsuyama, Kazuhito Noguchi, Mitsuo Yano
  • Patent number: 5324855
    Abstract: N-acylaminomethylphosphonic acid is prepared from an N-methylolamide compound and a phosphorus trihalide. The starting compounds are mixed and heated in an aprotic solvent in the presence of water in a 0.25 to 2.5 times molar amount relative to the phosphorus trihalide at 60.degree. to 160.degree. C., and the reaction mixture is contacted with water. The N-methylolamide compound is a compound selected from the group consisting of N-methylol-lower alkylamides and N-methylolarylamides. The phosphorus trihalide is preferably phosphorus trichloride. As the aprotic solvent is used one or more of hydrocarbons, halogenated hydrocarbons, ethers, polyethers, nitriles, and aromatic nitro compounds. The mixing may be carried out at a temperature of 60.degree. C. The water present at the initiation of the reaction is in a 1.0 to 1.8 times molar amount relative to the phosphorus trihalide.
    Type: Grant
    Filed: October 15, 1992
    Date of Patent: June 28, 1994
    Assignee: Showa Denko K.K.
    Inventors: Kohei Morikawa, Toru Sasaki, Kazuhiro Omori, Hideo Miyata, Yoko Suguri