The Nitrogen And The Phosphorus Are Bonded Directly To The Same Carbon Patents (Class 562/16)
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Patent number: 11976089Abstract: Solid forms of L-glufosinate materials, including crystalline L-glufosinate ammonium, are described.Type: GrantFiled: March 8, 2023Date of Patent: May 7, 2024Assignee: BASF SEInventors: Stephen Craig Fields, Matthew Richard Oberholzer, Brian Michael Green, Samir Kulkarni, Jennifer Nelson, Patricia Andres
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Patent number: 11897908Abstract: Solid forms of L-glufosinate materials, including crystalline L-glufosinate ammonium, are described.Type: GrantFiled: March 8, 2023Date of Patent: February 13, 2024Assignee: BASF SEInventors: Stephen Craig Fields, Matthew Richard Oberholzer, Brian Michael Green, Samir Kulkarni, Jennifer Nelson, Patricia Andres
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Patent number: 9012589Abstract: The invention relates to a compound of following formula (I): the preparation method thereof and the use of same.Type: GrantFiled: March 31, 2010Date of Patent: April 21, 2015Assignee: ChrysoInventors: Philippe Maitrasse, Bruno Pellerin, Frederic Leising, Loic Lemiegre, Nicolas Noiret, Nathanael Olivi
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Publication number: 20150094468Abstract: 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: ApplicationFiled: September 26, 2014Publication date: April 2, 2015Applicant: TAKASAGO INTERNATIONAL CORPORATIONInventor: Taichiro TOUGE
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Patent number: 8940927Abstract: 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: GrantFiled: May 25, 2011Date of Patent: January 27, 2015Assignee: Metabasis Therapeutics, Inc.Inventors: Feng Tian, Qun Dang, G. Sridhar Prasad, Wenyu Li, Brett C. Bookser, Nicholas Brian Raffaele, Mark D. Erion
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Publication number: 20120316359Abstract: 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: ApplicationFiled: August 17, 2012Publication date: December 13, 2012Inventor: Thomas Daly
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Patent number: 8283453Abstract: 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: GrantFiled: August 14, 2009Date of Patent: October 9, 2012Assignee: International Business Machines CorporationInventors: Ali Afzali-Ardakani, Phaedon Avouris, James B. Hannon, Christian Klinke
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Patent number: 8221712Abstract: 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: GrantFiled: October 9, 2009Date of Patent: July 17, 2012Assignee: BASF SEInventors: Gerald Vorberg, Torsten Katz, Georg Sieder, Christian Riemann, Erika Dengler
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Patent number: 8163911Abstract: 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: GrantFiled: September 4, 2008Date of Patent: April 24, 2012Assignee: Boehringer Ingelheim International GmbHInventors: Elke Langkopf, Alexander Pautsch, Corinna Schoelch, Annette Schuler-Metz, Ruediger Streicher, Holger Wagner
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Publication number: 20110251315Abstract: 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 compoType: ApplicationFiled: October 6, 2009Publication date: October 13, 2011Applicant: Clariant Finance (BVI) LimitedInventors: Michael Hill, Harald Bauer, Werner Krause, Martin Sicken
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Publication number: 20100261677Abstract: 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: ApplicationFiled: September 4, 2008Publication date: October 14, 2010Applicant: BOEHRINGER INGELHEIM INTERNATIONAL GMBHInventors: Elke Langkopf, Alexander Pautsch, Corinna Schoelch, Annette Schuler-Metz, Ruediger Streicher, Holger Wagner
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Publication number: 20100145034Abstract: 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: ApplicationFiled: August 14, 2009Publication date: June 10, 2010Applicant: INTERNATIONAL BUSINESS MACHINES CORPORATIONInventors: Alina Afzali-Ardakani, Phaedon Avouris, James B. Hannon, Christian Klinke
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Patent number: 7662991Abstract: 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: GrantFiled: November 7, 2005Date of Patent: February 16, 2010Assignee: Thermphos Trading GmbHInventors: Patrick P. Notte, Isabelle Emmanuel Vanesse, Jan H. J. Van Bree
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Publication number: 20090163606Abstract: 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: ApplicationFiled: December 20, 2007Publication date: June 25, 2009Inventors: GLEN HAROLD KIRBY, Brett Allen Boutwell
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Patent number: 7094773Abstract: 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: GrantFiled: July 28, 2004Date of Patent: August 22, 2006Assignee: Institut National de la Santa et de la rescherche Medicale BioprojetInventors: 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
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Patent number: 6919322Abstract: Novel FBPase inhibitors of the formula I are useful in the treatment of diabetes and other conditions associated with elevated blood glucose.Type: GrantFiled: March 7, 2001Date of Patent: July 19, 2005Assignee: Metabasis Therapeutics, Inc.Inventors: Brett C. Bookser, Qun Dang, K. Raja Reddy
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Patent number: 6894004Abstract: 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: GrantFiled: September 19, 2002Date of Patent: May 17, 2005Assignee: BASF AktiengesellschaftInventor: Rita S. Jones
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Patent number: 6867326Abstract: 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: GrantFiled: July 21, 2000Date of Patent: March 15, 2005Assignee: BASF AktiengesellschaftInventors: Ulrich Müller, Hans Rupert Merkle
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Publication number: 20040236144Abstract: 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: ApplicationFiled: December 22, 2003Publication date: November 25, 2004Inventors: Christian Wulff, Stefan Orsten, Alfred Oftring
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Patent number: 6818450Abstract: 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: GrantFiled: May 17, 2002Date of Patent: November 16, 2004Assignee: Monsanto Technology LLCInventors: David R. Eaton, Walter Gavlick, Gary Klopf, Arnold Hershman, Denis Forster
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Patent number: 6641741Abstract: Chloride is selectively isolated as NaCl from N-phosphonomethyliminodiacetic acid process wastes by evaporative crystallization of the caustic neutralized brine.Type: GrantFiled: April 13, 2001Date of Patent: November 4, 2003Assignee: Dow AgroSciences LLCInventor: Scott G Phillips
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Patent number: 6441223Abstract: 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: GrantFiled: November 30, 2000Date of Patent: August 27, 2002Assignee: Monsanto Technology LLCInventor: Thaddeus S. Franczyk, II
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Patent number: 6326399Abstract: 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: GrantFiled: April 9, 1996Date of Patent: December 4, 2001Assignee: BASF AktiengesellschaftInventors: Siegbert Brand, Uwe Kardorff, Reinhard Kirstgen, Bernd Mueller, Klaus Oberdorf, Hubert Sauter, Gisela Lorenz, Eberhard Ammermann, Christoph Kuenast, Albrecht Harreus
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Patent number: 6191165Abstract: 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: GrantFiled: May 30, 1997Date of Patent: February 20, 2001Assignee: Allelix Neuroscience Inc.Inventors: Vassil Iliya Ognyanov, Laurence A. Borden, Stanley Charles Bell, Jing Zhang
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Patent number: 6160166Abstract: 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: GrantFiled: July 21, 1999Date of Patent: December 12, 2000Assignee: The University of Kentucky Research FoundationInventors: Delwood C. Collins, Antonio R. Gagliardi, Peter Nickel
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Patent number: 6143776Abstract: 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: GrantFiled: February 2, 2000Date of Patent: November 7, 2000Assignee: Sunesis Pharmaceuticals, Inc.Inventor: Daniel A. Erlanson
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Patent number: 6121252Abstract: 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: GrantFiled: March 30, 1998Date of Patent: September 19, 2000Assignee: Guilford Pharmaceuticals Inc.Inventors: Paul F. Jackson, Takashi Tsukamoto, Yao-Sen Ko, Barbara S. Slusher
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Patent number: 6118022Abstract: 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: GrantFiled: September 1, 1999Date of Patent: September 12, 2000Assignee: Hampshire Chemical Corp.Inventor: Barry A. Cullen
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Patent number: 6084123Abstract: 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: GrantFiled: May 20, 1998Date of Patent: July 4, 2000Assignee: Hokko Chemical Industry Co., Ltd.Inventors: Masakatsu Shibasaki, Hiroaki Sasai, Yoshihiro Tahara
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Patent number: 5962729Abstract: 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: GrantFiled: May 14, 1998Date of Patent: October 5, 1999Assignee: Calgon Carbon CorporationInventors: Richard A. Hayden, Thomas M. Matviya
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Patent number: 5905163Abstract: A novel process for preparing aminomethylphosphonate derivatives involves the hydrogenation of cyanophosphonate derivatives in the presence of a catalyst to produce aminomethylphosphonate derivatives.Type: GrantFiled: December 23, 1997Date of Patent: May 18, 1999Assignee: Monsanto CompanyInventor: Patrick J. Lennon
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Patent number: 5861525Abstract: 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: GrantFiled: December 23, 1997Date of Patent: January 19, 1999Assignee: Monsanto CompanyInventors: Patrick J. Lennon, Sergey G. Vulfson
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Patent number: 5858317Abstract: 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: GrantFiled: December 23, 1997Date of Patent: January 12, 1999Assignee: Monsanto CompanyInventors: Patrick J. Lennon, Sergey G. Vulfson
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Patent number: 5859278Abstract: 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: GrantFiled: December 23, 1997Date of Patent: January 12, 1999Assignee: Monsanto CompanyInventors: Patrick J. Lennon, Sergey G. Vulfson
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Patent number: 5824809Abstract: 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: GrantFiled: April 15, 1996Date of Patent: October 20, 1998Assignee: The Trustees of the University of PennsylvaniaInventors: Amos B. Smith, III, Kraig M. Yager, Carol M. Taylor
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Patent number: 5703273Abstract: 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: GrantFiled: July 1, 1996Date of Patent: December 30, 1997Assignee: Monsanto CompanyInventors: Michael K. Stern, Brian K. Cheng, Jerry R. Ebner, Dennis P. Riley
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Patent number: 5654462Abstract: 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: GrantFiled: March 14, 1995Date of Patent: August 5, 1997Assignee: Monsanto CompanyInventor: John J. Talley
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Patent number: 5629431Abstract: 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: GrantFiled: June 7, 1995Date of Patent: May 13, 1997Assignee: Hoechst AktiengesellschaftInventors: Karl-Heinz Budt, Anuschirwan Peyman
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Patent number: 5606106Abstract: 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: GrantFiled: July 28, 1995Date of Patent: February 25, 1997Assignee: Monsanto Europe S.A.Inventor: Michel A. O. Ledent
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Patent number: 5602276Abstract: 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: GrantFiled: July 1, 1996Date of Patent: February 11, 1997Assignee: Monsanto CompanyInventors: Michael K. Stern, Brian K. Cheng, Jerry R. Ebner, Dennis P. Riley
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Patent number: 5574025Abstract: 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: GrantFiled: October 26, 1994Date of Patent: November 12, 1996Assignee: Merck & Co., Inc.Inventors: Neville J. Anthony, Robert P. Gomez, Charles A. Omer
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Patent number: 5543562Abstract: 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: GrantFiled: April 14, 1995Date of Patent: August 6, 1996Assignee: 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
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Patent number: 5510504Abstract: 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: GrantFiled: January 4, 1995Date of Patent: April 23, 1996Assignee: Hoechst AktiengesellschaftInventors: Anuschirwan Peyman, Karl-Heinz Budt, Jorg Spanig, Jian-Qi Li, Bernd Stowasser
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Patent number: 5510510Abstract: 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: GrantFiled: June 28, 1994Date of Patent: April 23, 1996Assignee: Bristol-Meyers Squibb CompanyInventors: Dinesh V. Patel, Scott A. Biller
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Patent number: 5508463Abstract: 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: GrantFiled: March 17, 1994Date of Patent: April 16, 1996Assignee: Trustees of the University of PennsylvaniaInventors: Amos B. Smith, III, Kraig M. Yager, Carol M. Taylor
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Patent number: 5471000Abstract: 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: GrantFiled: March 24, 1994Date of Patent: November 28, 1995Assignee: Zeneca LimitedInventors: Kenneth R. Randles, Paul G. LeGras
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Patent number: 5429674Abstract: 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: GrantFiled: September 12, 1994Date of Patent: July 4, 1995Assignee: PPG Industries, Inc.Inventors: Paul H. Lamers, Kurt G. Olson, James E. Poole, Douglas W. Maier
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Patent number: 5410075Abstract: 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: GrantFiled: February 4, 1994Date of Patent: April 25, 1995Assignee: 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
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Patent number: 5380921Abstract: 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: GrantFiled: May 4, 1993Date of Patent: January 10, 1995Assignee: Banyu Pharmaceutical Co., Ltd.Inventors: Kiyofumi Ishikawa, Takehiro Fukami, Takashi Hayama, Kenji Matsuyama, Kazuhito Noguchi, Mitsuo Yano
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Patent number: 5324855Abstract: 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: GrantFiled: October 15, 1992Date of Patent: June 28, 1994Assignee: Showa Denko K.K.Inventors: Kohei Morikawa, Toru Sasaki, Kazuhiro Omori, Hideo Miyata, Yoko Suguri