Additional Nitrogen Or Chalcogen Containing Patents (Class 558/483)
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Patent number: 10377916Abstract: Embodiments provide ice adhesion mitigating surface coatings and methods for generating the same. Embodiments may provide anti-icing coating with at least one monomeric species exhibiting molecular flexibility. The molecular flexibility in the monomeric species may be imparted through an aliphatic or heteroaliphatic chain that may exist as a portion of the monomer backbone, as a pendant group, or as both the portion of the monomer backbone and the pendant group. In various embodiments epoxy coatings including an epoxy resin and an amine-terminated hardener may be generated. At least a portion of the amine-terminated hardener may include at least a monomeric species that exhibits molecular flexibility arising from an aliphatic chain or heteroaliphatic chain that may be within the polymer backbone and/or may persist as a pendant group.Type: GrantFiled: September 1, 2016Date of Patent: August 13, 2019Assignee: United States of America as represented by the Administrator of NASAInventors: Christopher J. Wohl, Jr., Joseph G. Smith, Jr.
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Patent number: 10232341Abstract: An apparatus for producing polyethylene glycol dinitrate. The apparatus includes providing continuously an acid composition and a glycol composition to a reaction apparatus; reacting the acid composition and the glycol composition in the reaction apparatus in a continuous manner to generate a reaction composition; using an alkaline composition to at least partially neutralize the reaction composition to cause at least a portion of the polyethylene glycol dinitrate to deposit from a solution of the reaction composition; and extracting the deposit of polyethylene glycol dinitrate.Type: GrantFiled: February 15, 2016Date of Patent: March 19, 2019Assignee: AVOCET IP LIMITEDInventors: James Robert Jennings, Glyn David Short
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Publication number: 20140147529Abstract: The present invention relates to a method for reducing the production of methane emanating from the digestive activities of a ruminant and/or for improving ruminant animal performance by using, as active compound at least one organic molecule substituted at any position with at least one nitrooxy group, or a salt thereof, which is administrated to the animal together with the feed. The invention also relates to the use of these compounds in feed and feed additives such as premix, concentrates and total mixed ration (TMR) or in the form of a bolus.Type: ApplicationFiled: December 20, 2011Publication date: May 29, 2014Applicant: DSM IP ASSETS B.V.Inventors: Stephane Duval, Maik Kindermann
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Publication number: 20140134282Abstract: The present invention relates to a method for reducing the production of methane emanating from the digestive activities of a ruminant and or for improving ruminant animal performance by using, as active compound at least one nitrooxy alkanoic acid and/or derivative thereof, which is administrated to the animal together with the feed. The invention also relates to the use of these compounds in feed and feed additives such as premix, concentrates and total mixed ration (TMR) or in the form of a bolus.Type: ApplicationFiled: January 21, 2014Publication date: May 15, 2014Applicant: DSM IP ASSETS B.V.Inventors: Stephane DUVAL, Maik KINDERMANN
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Publication number: 20140135389Abstract: The present invention relates to nitric oxide donor compounds having a quinone based structure, to processes for their preparation and to their use in the treatment of pathological conditions where a deficit of NO plays an important role in their pathogenesis.Type: ApplicationFiled: January 22, 2014Publication date: May 15, 2014Inventors: Gael RONSIN, Laura STORONI, Francesca BENEDINI
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Publication number: 20140057873Abstract: There is provided amino acid ester compounds comprising at least one nitric oxide releasing group, pharmaceutically acceptable salts thereof and compositions thereof. These compounds involve an amino acid side-chain or an amino acid derivative thereof and a nitric oxide releasing group as depicted in the following structures: wherein R1 is either an ethyl or an amino acid side-chain group or an amino acid derivative thereof and R2 is an amino acid side-chain group or an amino acid derivative thereof and n is an integer from 1 to 10.Type: ApplicationFiled: November 1, 2013Publication date: February 27, 2014Inventor: Michael Farber
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Patent number: 8658818Abstract: Methods of forming a nitrate ester include combining at least one nitrate salt and sulfuric acid to form a nitrating solution and adding an aliphatic polyol to the nitrating solution. Nitrate esters formed by this method may be, for example, triethylene glycol dinitrate (TEGDN), pentaerythritol tetranitrate (PETN), diglycerol tetranitrate (DGTN), 1,1,1-tris(methylol)ethane trinitrate (TMETN), 1,2,4-butanetriol trinitrate (BTTN), nitroglycerin (NG), diethylene glycol dinitrate (DEGDN), ethylene glycol dinitrate (EGDN), metriol trinitrate (MTN), nitrocellulose (NC), or 1,2-propanediol dinitrate (PDDN).Type: GrantFiled: November 23, 2010Date of Patent: February 25, 2014Assignee: Alliant Techsystems Inc.Inventors: Nicholas A. Straessler, Alexander J. Paraskos, Michael P. Kramer
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Publication number: 20120315339Abstract: The present invention relates to a method for reducing the production of methane emanating from the digestive activities of a ruminant and or for improving ruminant animal performance by using, as active compound at least one nitrooxy alkanoic acid and/or derivative thereof, which is administrated to the animal together with the feed. The invention also relates to the use of these compounds in feed and feed additives such as premix, concentrates and total mixed ration (TMR) or in the form of a bolus.Type: ApplicationFiled: December 10, 2010Publication date: December 13, 2012Inventors: Stephane Duval, Maik Kindermann
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Publication number: 20120232257Abstract: The invention relates to a nitration method having the following principles: a phosgene species is converted with two equivalent silver nitrates into a double-mixed anhydride of carbonic acid and nitric acid, known here as carbonic acid dinitrate (I). Said operation is carried out in situ, and the formed dinitrate decomposes spontaneously. In addition to carbon dioxide, nitrate ions and nitronium ions are formed, said ions comprising electrophiles which are necessary for nitration. The solution which is used is acetonitrile, and is insignificant if the alcohol species is dissolved or suspended. The necessary equivalent silver nitrates are introduced into the system and optionally heated or cooled to the desired temperature. Subsequently, the acid chloride is introduced slowly, drop by drop or slowly little by little. Phosgene, diphosgene, triphosgene and chloroformic acid ester can be used as carbonic acid dichloride and monochloride, and their thiocarbonic acid analogues.Type: ApplicationFiled: October 4, 2010Publication date: September 13, 2012Applicant: SYNOVO GMBHInventor: Nikolas Pietrzik
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Publication number: 20120130115Abstract: Methods of forming a nitrate ester include combining at least one nitrate salt and sulfuric acid to form a nitrating solution and adding an aliphatic polyol to the nitrating solution. Nitrate esters formed by this method may be, for example, triethylene glycol dinitrate (TEGDN), pentaerythritol tetranitrate (PETN), diglycerol tetranitrate (DGTN), 1,1,1-tris(methylol)ethane trinitrate (TMETN), 1,2,4-butanetriol trinitrate (BTTN), nitroglycerin (NG), diethylene glycol dinitrate (DEGDN), ethylene glycol dinitrate (EGDN), metriol trinitrate (MTN), nitrocellulose (NC), or 1,2-propanediol dinitrate (PDDN).Type: ApplicationFiled: November 23, 2010Publication date: May 24, 2012Applicant: ALLIANT TECHSYSTEMS INC.Inventors: Nicholas A. Straessler, Alexander J. Paraskos, Michael P. Kramer
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Publication number: 20120108838Abstract: Preparation of an energetic nitrate ester compound and related intermediates is provided.Type: ApplicationFiled: September 24, 2009Publication date: May 3, 2012Applicant: US Department of EnergyInventors: David E. Chavez, Darren L. Naud, Michael A. Hiskey
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Patent number: 8058243Abstract: A clonogenic neurosphere assay is described that carries out high throughput screens (HTS) to identify potent and/or selective modulators of proliferation, differentiation and/or renewal of neural precursor cells, neural progenitor cells and/or self-renewing and multipotent neural stem cells (NSCs). Compositions comprising the identified modulators and methods of using the modulators and compositions, in particular to treat neurological disorders (e.g. brain or CNS cancer) or damage are also disclosed.Type: GrantFiled: October 12, 2007Date of Patent: November 15, 2011Assignees: HSC Research and Development Limited Partnership, Mount Sinai HospitalInventors: Mike Tyers, Phedias Diamandis, Peter B. Dirks
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Publication number: 20110195935Abstract: There is provided amino acid ester compounds comprising at least one nitric oxide releasing group, pharmaceutically acceptable salts thereof and compositions thereof. These compounds involve an amino acid side-chain or an amino acid derivative thereof and a nitric oxide releasing group as depicted in the following structures: wherein R1 is either an ethyl or an amino acid side-chain group or an amino acid derivative thereof and R2 is an amino acid side-chain group or an amino acid derivative thereof and n is an integer from 1 to 10.Type: ApplicationFiled: September 24, 2009Publication date: August 11, 2011Inventor: Michael Farber
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Patent number: 7947855Abstract: A process for the purification of 1,4-butanediol mononitrate from 1,4-butanediol dinitrate and 1,4-butanediol, by selective extraction with solvents is herein disclosed.Type: GrantFiled: July 2, 2008Date of Patent: May 24, 2011Assignee: Dipharma S.p.A.Inventors: Tiziano Scubla, Nevio Francescutti, Fausto Gorassini, Graziano Castaldi
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Publication number: 20110034720Abstract: A process for the continuous production of a compound of Formula (II), HO—R1—ONO2 (II) wherein R1 is a straight chain alkyl radical having from 3 to 6 carbon atoms, in a two-phase solvent system, comprising contacting a compound of Formula (I), HO—R1—OH (I) wherein R1 is as defined above, with nitric acid in the presence of a first solvent, wherein the compound of Formula (II) is continuously extracted into a second solvent, and the reaction is carried out in a mixing microreactor which provides a power loss of at least 1.3 times the power loss provided under identical conditions by a circular cross-section straight-channel microreactor having an internal diameter equal to the average hydraulic diameter of the mixing microreactor and a length equal to the length of the mixing microreactor.Type: ApplicationFiled: December 19, 2008Publication date: February 10, 2011Inventors: Sascha Braune, Stefan Steinhofer, Peter Poechlauer, Rafael Wilhelmus E.G. Reintjens, Nicole Theodora W. Linssen, Mehul Thathagar
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Publication number: 20100311780Abstract: There is provided novel amino acid ester compounds comprising at least one nitric oxide releasing group and pharmaceutically acceptable salts thereof, and novel compositions comprising at least one amino acid ester compound comprising at least one nitric oxide releasing group, and, optionally, at least one nitric oxide donor and/or at least one therapeutic agent. Also provided are compositions for increasing nitric oxide physiological levels in a subject, methods for increasing nitric oxide physiological levels in a subject, methods for improving a subject's muscle strength, athletic performances and/or lean body mass gain and or performance in a subject.Type: ApplicationFiled: August 13, 2010Publication date: December 9, 2010Applicant: Oral Delivery Technology LTD.Inventor: Michael Farber
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Publication number: 20100312003Abstract: The present invention relates to a process for the preparation of organic nitrates having at least one nitryloxy and at least one hydroxy group, wherein the at least one hydroxy group may be present in form of an esterified hydroxy residue, the latter being esterified with an acid other than nitric acid.Type: ApplicationFiled: October 10, 2008Publication date: December 9, 2010Inventors: Walter Brieden, Dominique Michel, Wilhelm Quittmann, Fabio Rainone, Jie-Hui Pan, Hang-Bing Fang, Ying-Xia Song
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Patent number: 7745656Abstract: Disclosed are novel NO-releasing compounds which comprise a stabilized S-nitrosyl group and a free alcohol or a free thiol group. Also disclosed is a method of preparing the NO-releasing compounds. The method comprises reacting a polythiol or a thioalcohol with a nitrosylating agent. Also disclosed are medical devices coated with the disclosed compounds, methods of delivering NO to treatments sites in a subject by utilizing the medical devices and methods of sterilizing surfaces.Type: GrantFiled: March 14, 2006Date of Patent: June 29, 2010Assignee: Duke UniversityInventors: Eric J. Toone, Jonathan S. Stamler
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Patent number: 7632960Abstract: The present invention relates to a process for the preparation of nitric esters of monohydric alcohols wherein a monohydric alcohol or a mixture of monohydric alcohols is converted with nitric acid to the corresponding nitric esters under adiabatic reaction conditions in the presence of sulfuric acid.Type: GrantFiled: November 20, 2006Date of Patent: December 15, 2009Inventors: Jürgen Pöhlmann, Frank Pottharst, Heinrich Hermann, Peter Konieczny, Mirko Händel, Jürgen Gebauer
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Publication number: 20090182044Abstract: The present invention is directed to methods and compositions which include nitrate amino acid chelates that can increase the metabolic activity or metal concentration in animals and that can increase metabolic activity and nitrogen content in plants. In one embodiment, a nitrate-complexed amino acid composition can comprise a metal, an amino acid ligand, and a nitrate, wherein the amino acid ligand is chelated to the metal forming an amino acid chelate and the nitrate is complexed to the amino acid chelate. In another embodiment, a nitrate-chelated amino acid composition can comprise a metal, an amino acid ligand, and a nitrate, wherein the amino acid ligand and the nitrate are chelated to the metal forming a nitrate-chelated amino acid chelate.Type: ApplicationFiled: January 9, 2009Publication date: July 16, 2009Inventors: H. DeWayne Ashmed, Charlie Thompson
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Publication number: 20080293961Abstract: A process for the purification of 1,4-butanediol mononitrate from 1,4-butanediol dinitrate and 1,4-butanediol, by selective extraction with solvents is herein disclosed.Type: ApplicationFiled: July 2, 2008Publication date: November 27, 2008Applicant: DIPHARMA S.P.A.Inventors: Tiziano Scubla, Nevio Francescutti, Fausto Gorassini, Graziano Castaldi
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Patent number: 7399878Abstract: Compounds or their salts of general formula (I): A-B-N(O)s wherein: s is an integer equal to 1 or 2; A=R-T1-, wherein R is the drug radical and T1=(CO)t or (X)t?, wherein X=O, S, NR1c, R1c is H or a linear or branched alkyl or a free valence, t and t? are integers and equal to zero or 1, with the proviso that t=1 when t?=0; t=0 when t?=1; B=-TB-X2—O— wherein TB=(CO) when t=0, TB=X when t?=0, X being as above defined; X2 is equal to R1B-X-R2B radical wherein X is as above defined, R1B and R2B, equal to or different from each other, are linear or branched C1-C6 alkylenes, or X2 is a radical wherein two alkylene chains C1-C4 are linked to nonadjacent positions of a central ring having 4 or 6 atoms, said ring being an unsaturated cycloaliphatic ring, or a saturated or aromatic heterocylic ring, containing one or two heteroatoms, equal or different, selected from O, S, N; wherein the unsaturated cycloaliphatic ring does not have aromatic character according to Huckel's rule.Type: GrantFiled: December 21, 2006Date of Patent: July 15, 2008Assignee: Nicox S.A.Inventor: Piero Del Soldato
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Publication number: 20080146830Abstract: A process for the preparation of compounds of formula HO-A-ONO2 ??(I) wherein A is a C2-C6 alkylene chain by nitration of the corresponding alkanediols with “stabilised” nitric acid is herein disclosed. The process is safer to operators and allows to obtain advantageous yields on an industrial scale.Type: ApplicationFiled: February 25, 2008Publication date: June 19, 2008Applicant: DIPHARMA S.P.A.Inventors: Nevio FRANCESCUTTI, Tiziano SCUBLA, Fausto GORASSINI, Graziano CASTALDI
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Patent number: 7335789Abstract: A process for the preparation of compounds of formula (I): HO-A-ONO2??(I) wherein A is a C2-C6 alkylene chain, the compounds of formula (I) being synthesized by nitration of the corresponding alkanediols with “stabilized” nitric acid is herein disclosed. The process is safer to operators and allows to obtain advantageous yields on an industrial scale.Type: GrantFiled: November 6, 2003Date of Patent: February 26, 2008Assignee: Dipharma S.p.A.Inventors: Nevio Francescutti, Tiziano Scubla, Fausto Gorassini, Graziano Castaldi
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Patent number: 7297808Abstract: Statin nitroderivatives having improved pharmacological activity and enhanced tolerability are described. They can be employed for treating and/or preventing several diseases, in particular coronary syndromes, neurodegenerative disorders as well as for reducing cholesterol levels.Type: GrantFiled: November 1, 2006Date of Patent: November 20, 2007Assignee: Nicox S.A.Inventors: Francesca Benedini, Ennio Ongini, Piero Del Soldato
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Patent number: 7238829Abstract: A process for obtaining nitroxyalklesters of the 2(S)(6-methoxy-2-naphthyl)-propanoic acid having an enantiomeric excess higher than or equal to 95%, preferably higher than or equal to 98%, characterized in that an halide of the 2-(S)-(6 methoxy-2-naphthyl)propanoic acid of formula A-Hal, wherein A is the acid acyl residue, is reacted in an inert organic solvent with an aliphatic nitroxyalkanol HO—Y—ONO2, wherein Y is a C2-C20 alkylene or a cycloalkylene from 3 to 8 carbon atoms, or an alkylene as defined containing a cycloalkylene as defined, in the presence of an inorganic base.Type: GrantFiled: July 24, 2003Date of Patent: July 3, 2007Assignee: Nicox S.A.Inventors: Francesca Benedini, Erminio Oldani, Graziano Castaldi, Antonio Tarquini
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Patent number: 7186753Abstract: Compounds or their salts of general formula (I): A—B—N(O)s wherein: s is an integer equal to 1 or 2; A=R—T1—, wherein R is the drug radical and T1=(CO)t or (X)t?, wherein X=O, S, NR1c, R1c is H or a linear or branched alkyl or a free valence, t and t? are integers and equal to zero or 1, with the proviso that t=1 when t?=0; t=0 when t?=1; B=—TB—X2—O— wherein TB=(CO) when t=0, TB=X when t?=0, X being as above defined; X2 is equal to R1B—X—R2B radical wherein X is as above defined, R1B and R2B, equal to or different from each other, are linear or branched C1–C6 alkylenes, or X2 is a radical wherein two alkylene chains C1–C4 are linked to nonadjacent positions of a central ring having 4 or 6 atoms, said ring being an unsaturated cycloaliphatic ring, or a saturated or aromatic heterocylic ring, containing one or two heteroatoms, equal or different, selected from O, S, N; wherein the unsaturated cycloaliphatic ring does not have aromatic character according to Huckel's rule.Type: GrantFiled: July 27, 2000Date of Patent: March 6, 2007Assignee: Nicox S.A.Inventor: Piero Del Soldato
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Patent number: 7160920Abstract: Disclosed are (i) compounds of a steroid, a ?-agonist, an anticholinergic, a mast cell stabilizer and a phosphodiesterase (PDE) inhibitor directly or indirectly linked to a NO or NO2 group or a group which stimulates endogenous production of NO or EDRF in vivo; (ii) compositions of steroids, ?-agonists, anticholinergics, mast cell stabilizers and PDE inhibitors, which can optionally be substituted with at least one NO or NO2 moiety or a group which stimulates endogenous production of NO or EDRF in vivo, and a compound that donates, transfers or releases nitric oxide as a charged species, i.e., nitrosonium (NO+) or nitroxyl (NO?), or as the neutral species, nitric oxide (NO.) or that stimulates endogenous production of NO or EDRF in vivo; and (iii) uses for them in preventing and/or treating respiratory disorders.Type: GrantFiled: May 5, 2003Date of Patent: January 9, 2007Assignee: NitroMed, Inc.Inventors: David S. Garvey, L. Gordon Letts, H. Burt Renfroe, Stewart K. Richardson
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Publication number: 20040029929Abstract: The present invention provides novel aminoadamantane derivatives, methods of making the derivatives, compositions including the novel aminoadamantane derivatives, and methods for the treatment and prevention of neurological diseases using the derivatives and compositions.Type: ApplicationFiled: August 4, 2003Publication date: February 12, 2004Inventors: Yuqiang Wang, Wenqing Ye, James W. Larrick, Jonathan S. Stamler, Stuart A. Lipton
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Patent number: 6677374Abstract: Compounds and methods for mitigating neurodegeneration, effecting neuroprotection and/or effecting cognition enhancement in a subject are described. Neurological or cognitive conditions are treated by administering to a subject an effective amount of a therapeutic compound comprising a nitrate ester, or a pharmaceutically acceptable salt or ester thereof.Type: GrantFiled: March 29, 2002Date of Patent: January 13, 2004Assignee: Queen's University at KingstonInventors: Gregory R. J. Thatcher, Brian M. Bennett, James N. Reynolds, Roland J. Boegman, Khem Jhamandas
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Publication number: 20030092764Abstract: Carboxylic-gated-nitroxide (CGN) compounds and their esterified derivatives are discovered and disclosed as compositions and shown to have the potential in treating a variety of acute and chronic diseases and disorders resulting from reactive oxygen species (ROS) injury. Compositions for treating tissue damage from ROS injury containing CGN, or active derivatives thereof, in a suitable pharmaceutical, cosmetic, and diagnostic formulations are described.Type: ApplicationFiled: September 9, 2002Publication date: May 15, 2003Inventors: Jen-Chang Hsia, Li Ma
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Patent number: 6548693Abstract: Carnitine derivatives of formula (I) are described in racemic and/or optically active form, as well as the process for their preparation and their use as pharmaceutical anti-angina active ingredients for the treatment of ischaemic heart disease. Also described is a process for producing the (R)-carnitine enantiomer from (S)-carnitine (or vice versa), using the derivatives of formula (I).Type: GrantFiled: April 11, 2002Date of Patent: April 15, 2003Assignee: Sigma-Tau Industrie Farmaceutiche Riunite S.p.A.Inventors: Oreste Piccolo, Roberto Castagnani, Paolo De Witt
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Publication number: 20020119965Abstract: Carnitine derivatives of formula (I) are described in racemic and/or optically active form, as well as the process for their preparation and their use as pharmaceutical anti-angina active ingredients for the treatment of ischaemic heart disease.Type: ApplicationFiled: April 11, 2002Publication date: August 29, 2002Applicant: SIGMA-TAU INDUSTRIE FARMACEUTICHE RIUNITE S.p.A.Inventors: Oreste Piccolo, Roberto Castagnani, Paolo De Witt
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Patent number: 6325876Abstract: A compound has the structure of 3,3-bis(difluoroamino)-1,5-dinitratopentane and is useful in energetic materials.Type: GrantFiled: March 2, 2000Date of Patent: December 4, 2001Assignee: The United States of America as represented by the Secretary of the NavyInventors: Horst G. Adolph, Nirupam J. Trivedi
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Publication number: 20010025052Abstract: The present invention relates to nitric oxide-releasing amidine- and enamine-derived diazeniumdiolates, compositions comprising such compounds, methods of using such compounds and compositions, and to a method for the preparation of nitric oxide-releasing amidine and enamine derived diazeniumdiolates via the direct reaction of nitric oxide with amidines and enamines, and to a method of converting amines into such compounds.Type: ApplicationFiled: April 3, 2001Publication date: September 27, 2001Inventors: Joseph A. Hrabie, Larry K. Keefer
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Patent number: 6211233Abstract: Compounds of the general formula A—X1—NO2, or their pharmaceutical compositions, wherein A contains a prostaglandin residue, X1 is a bivalent connecting bridge.Type: GrantFiled: November 8, 1999Date of Patent: April 3, 2001Assignee: Nicox S.A.Inventor: Piero Del Soldato
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Patent number: 6180664Abstract: The invention describes novel compounds derived from pentaerythritol of general formula I, XIV, XVI, XIX and XXII, the substituents being as defined in the description, which can be used as pharmaceutical active substances, especially for the treatment of cardiovascular diseases.Type: GrantFiled: June 8, 1999Date of Patent: January 30, 2001Assignee: ISIS Pharma GmbHInventors: Ulrich Hess, Anne-Katrin Windeck, Holger Brosig
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Patent number: 6072071Abstract: 1,2 and 1,3-dinitrate esters are prepared from polyols containing 1,2- or 1,3-diol fragments using an alkyl or aryl boronic acid to form a cyclic boronate ester derivative which is then reacted with dinitrogen pentoxide to directly generate the dinitrate ester. In the cyclic ester from the 1,2- or 1,3-hydroxyl groups are protected and other reactions may then be carried out on other parts of the molecule of which the fragment form a part, leaving the dinitrate ester to be produced subsequently in the final step. High yields are obtained at both stages.Type: GrantFiled: March 3, 1999Date of Patent: June 6, 2000Assignee: The Secretary of State for Defence in her Britannic Majesty's Goverment of the United Kingdom of Great Britain and Northern IrelandInventors: Martin E Colclough, Andrew Pelter
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Patent number: 5883122Abstract: Aliphatic nitrate esters having a sulfur or phosphorus atom .beta. or .gamma. to a nitrate group and their congeners having efficacy as neuroprotective agents are described. Preferred nitrate esters may be synthesized by nitration of a 3-bromo-1,2-propanediol, and subsequent reaction to yield the desired mono-, di- or tetra-nitrate ester.Type: GrantFiled: June 3, 1997Date of Patent: March 16, 1999Assignee: Queen's University at KingstonInventors: Gregory R. J. Thatcher, Brian M. Bennett, James N. Reynolds, Roland J. Boegman, Khem Jhamandas
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Patent number: 5861426Abstract: New compounds and their compositions having anti-inflammatory, analgesic and anti-thrombotic activities, of the general formula: A--X.sub.1 --NO.sub.2 or their salts, wherein: A is R(COX.sub.u).sub.t, wherein t is zero or 1 and u is zero or 1; and X is O, NH or NR.sub.1C wherein R.sub.1C is C.sub.1 -C.sub.10 alkyl; and R is(Ia) wherein R.sub.1 is acetoxoy, preferably n ortho-position with respect to --CO-- and R.sub.2 is hydrogen; or derivatives of acetylsalylsalicyclic acid; and X.sub.1 is --YO-- wherein Y is C.sub.1 -C.sub.20 alkylene, C.sub.5 -C.sub.7 cycloalkylene, oxy-alkyl derivatives and oxy-methyl benzyl derivatives.Type: GrantFiled: March 6, 1997Date of Patent: January 19, 1999Assignee: Nicox S.A.Inventors: Piero Del Soldato, Francesco Sannicolo
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Patent number: 5705527Abstract: An amino acid compound of the formula: R.sup.1 NH--CH(R.sup.2)--COHN--A--ONO.sub.2, wherein R.sup.1 represents a hydrogen atom, a C.sub.1 -C.sub.7 alkanoyl group, a C.sub.1 -C.sub.6 alkoxycarbonyl group, a C.sub.6 -C.sub.10 arylcarbonyl group, a C.sub.7 -C.sub.13 aralkylcarbonyl group, a C.sub.7 -C.sub.13 aralkyloxycarbonyl group or a 5- or 6-membered aromatic heterocyclic carbonyl group; R.sup.2 represents a substituted C.sub.1 -C.sub.6 alkyl group; and A represents a C.sub.2 -C.sub.5 alkylene group; and pharmacologically acceptable salts thereof. The amino acid compound has an excellent vasodilator action for collateral vessels and is useful for treating angina pectoris.Type: GrantFiled: April 20, 1995Date of Patent: January 6, 1998Assignee: Sankyo Company, LimitedInventors: Sadao Ishihara, Fujio Saito, Takao Yoshioka, Hiroyuki Koike, Shigeki Miyake, Hiroshi Mizuno
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Patent number: 5700947Abstract: This invention is directed to nitric esters of derivatives of propionic acid, 1-(p-chlorobenzoyl)-5-methoxy-2-methyl-3-indolylacetic acid, 5-benzoyl-1,2-dihydro-3H-pyrrolo?1,2-a!pyrrole-1-carboxylic acid, 6-methoxy-2-napthylacetic acid, characterized in that they have the following general formula: ##STR1## These nitric ester derivatives may be formulated into pharmaceutical compositions and administered for their anti-inflammatory and/or analgesic activity.Type: GrantFiled: April 5, 1996Date of Patent: December 23, 1997Assignee: NICOX S.A.Inventor: Piero Del Soldato
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Patent number: 5661129Abstract: The invention relates to novel nitrates containing a disulphide group, and to processes for their preparation. The compounds can be used for the therapy of disorders of the cardiovascular system.Type: GrantFiled: December 5, 1995Date of Patent: August 26, 1997Assignee: Schwarz Pharma AGInventors: Martin Feelisch, Hilmar Bokens, Jochen Lehmann, Claus Meese, Klaus Sandrock
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Patent number: 5597847Abstract: Object of this invention are nitric esters of derivatives of the 2-(2,6-di-halophenylamino)phenylacetic acid, having the following general formula: ##STR1## wherein: A and B are selected from among hydrogen and linear or branched, substituted or non substituted alkyl chains, X is a halogen selected from among chlorine and bromine, Y is selected from among oxygen, NH and NR.sub.1, wherein R.sub.1 is a linear or branched alkyl group, and n is comprised between 1 and 10 as well as their pharmaceutical utilization and process for their preparation.Type: GrantFiled: March 31, 1994Date of Patent: January 28, 1997Assignees: Corlay S.L., Metgrove Ltd.Inventors: Jose A. Matji, Antonio Alcaide
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Patent number: 5454842Abstract: The present invention is directed to materials which improve the cetane number of diesel fusel when added in an amount in the range of 0.01 to 2 wt % to such fuel. The materials are the nitration product of alcohols obtained by the reduction of tall oil fatty acids, tall oil fatty acid esters, vegetable oils and mixtures thereof.Type: GrantFiled: December 2, 1994Date of Patent: October 3, 1995Assignee: Exxon Research & Engineering Co.Inventors: Marc-Andre Poirier, David E. Steere, James A. Krogh
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Patent number: 5428061Abstract: New organic nitrate compounds, formed by condensing a nitrato alkanoic acid with a sulfur-containing amino acid or peptide, which prevent nitrate tolerance or overcome existing tolerance and which are useful for the treatment of cardiac diseases including circulatory diseases, high blood pressure, cardiac insufficiency and for dilating the peripheral vessels.Type: GrantFiled: September 7, 1993Date of Patent: June 27, 1995Assignee: Schwarz Pharma AGInventors: Klaus Sandrock, Joachim Hutter, Eike Noack
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Patent number: 5313000Abstract: This invention relates to the production of hydroxy-terminated polymers in the 2,000-20,000 MW range suitable for use as prepolymers in curing reactions with isocyanates to produce elastomers. The process involves the continuous addition over periods of 25-50 hours of an oxirane (monoepoxide) or a mixture of an oxirane and an oxetane to a reaction mixture, consisting of stoichiometric excesses of oxonium ion-forming catalyst such as BF.sub.3 -etherate and a diol initiator dissolved in an inert solvent. Under these conditions, chain extension of the diol occurs and the formation of cyclic oligomers and other impurities is minimised. The mole ratio of the initiator to catalyst is maintained at above 10:1 to suppress the formation of cationic terminal species on the growing polymer chain.Type: GrantFiled: January 27, 1992Date of Patent: May 17, 1994Assignee: The Secretary of State for Defence in her Britannic Majesty's Government of the U.K. of Britain and Northern IrelandInventor: Malcolm J. Stewart
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Patent number: 5284872Abstract: New organic nitrate compounds, formed by condensing a nitrato alkanoic acid with a sulfur-containing amino acid or peptide followed by the reaction of the resulting product with an amino acid, N-acylamino acid, peptide or an N-acyl peptide to produce a thio ester thereof, which prevent nitrate tolerance or overcome existing tolerance and which are useful for the treatment of cardiac diseases including circulatory diseases, coronary dilation, high blood pressure, cardiac insufficiency and for dilating the peripheral vessels.Type: GrantFiled: April 5, 1991Date of Patent: February 8, 1994Assignee: Schwarz Pharma AGInventors: Klaus Sandrock, Eike Noack, Edgar Fritschi, Ralf Kanzler, Martin Feelisch
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Patent number: 5264596Abstract: Isotactic poly(glycidyl nitrate) useful in solid propellants is produced by polymerizing chiral (R) glycidyl nitrate or its enantiomer, (S) glycidyl nitrate. Chiral (R) glycidyl nitrate or its enantiomer is prepared by sequential treatment of chiral (S) glycidyl tosylate or its enantiomer with nitric acid and sodium hydroxide. Chiral (S) glycidyl tosylate or its enantiomer, (R) glycidyl tosylate, can be produced by Sharpless epoxidation of allyl alcohol or by direct tosylation or commercially available chiral glycidol. Likewise, chiral (R) glycidyl nitrate or its enantiomer, (S) glycidyl nitrate, can be prepared directly via nitration of (S) or (R) glycidol, respectively.Type: GrantFiled: August 13, 1992Date of Patent: November 23, 1993Assignee: Thiokol CorporationInventors: Rodney L. Willer, Alfred G. Stern, Robert S. Day
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Patent number: 5099042Abstract: Polymers are produced from 4 and 5 member cyclic ethers, which polymers have hydroxyl functionalities of 4.Type: GrantFiled: March 14, 1989Date of Patent: March 24, 1992Assignee: Thiokol CorporationInventors: Robert B. Wardle, Jerald C. Hinshaw