Ethylene Diamines Patents (Class 564/368)
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Patent number: 9278905Abstract: Disclosed is a method for producing a compound having an amino group and/or a hydroxyl group from a substrate compound having an atomic group containing CO or CS by eliminating such atomic group. The substrate compound, having an atomic group containing CO or CS (for example, an amide, a carbamate, or the like), is allowed to react with a compound expressed by formula (I) below, at a temperature of 120° C. or lower, preferably in the presence of an ammonium salt, to eliminate such atomic group containing CO or CS. In formula (I) A may not be present, and in a case where A is present, A represents an alkyl group having 1 to 6 carbon atoms. H2N-A-NH2??(I).Type: GrantFiled: March 4, 2013Date of Patent: March 8, 2016Assignee: Kyushu University, National University CorporationInventors: Takashi Ohshima, Hiroyuki Morimoto, Yuhei Shimizu
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Patent number: 8624064Abstract: The present invention relates to a compound represented by the following general formula (I): wherein R1 and R2 independently represent a monovalent hydrocarbon group; R3 represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms; X represents a divalent hydrocarbon group; and R4, R5 and R6 independently represent a monovalent organic group or a group represented by the following general formula (II): in which R7 and R8 independently represent a monovalent hydrocarbon group; and R9 represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, with the proviso that R5 and R6 may combine together to form a divalent hydrocarbon group. The aforementioned compounds are useful as a polymerization inhibitor and the like.Type: GrantFiled: December 16, 2008Date of Patent: January 7, 2014Assignee: Dow Corning Toray Company, Ltd.Inventors: Takeaki Saiki, Keiji Wakita, Yasushi Sugiura, Yoshinori Taniguchi
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Patent number: 8501659Abstract: A process for the preparation of N-arylamine compounds, the process including: reacting a compound having an amino group with an acylating compound in the presence of a base and a transition metal catalyst under reaction conditions effective to form an N-arylamine compound; wherein the transition metal catalyst comprises a complex of a Group 8-10 metal and at least one chelating ligand comprising (R)-(?)-1-[(S)-2-dicyclohexylphosphino]-ferrocenyl]ethyldi-t-butylphosphine.Type: GrantFiled: October 21, 2009Date of Patent: August 6, 2013Assignee: Univation Technologies, LLCInventor: Adam M. Johns
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Patent number: 8496716Abstract: Polyisobutenylphenol-containing Mannich adducts are prepared by a) alkylation of a phenol with highly reactive polyisobutene at below about 50° C. in the presence of an alkylation catalyst; b) reaction of the reaction product from a) with formaldehyde, an oligomer or a polymer of formaldehyde and at least one amine which has at least one secondary amino function and no primary amino function, or c) reaction of the reaction product from a) with at least one adduct of at least one amine which has at least one secondary or primary amino function and formaldehyde, an oligomer of formaldehyde, a polymer of formaldehyde or a formaldehyde equivalent, and are used as detergent additives in fuel and lubricant compositions, and additive concentrates, fuel compositions and lubricant compositions contain these Mannich adducts.Type: GrantFiled: June 24, 2011Date of Patent: July 30, 2013Assignee: BASF SEInventors: Arno Lange, Hans Peter Rath, Dietmar Posselt, Irene Troetsch-Schaller, Marc Walter
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Patent number: 8268894Abstract: Methods and compositions for treating disease caused by infectious agents, particularly tuberculosis. In particular, methods and compositions comprising substituted ethylene diamines for the treatment of infectious diseases are provided. In one embodiment, these methods and compositions are used for the treatment of mycobacterial infections, including, but not limited to, tuberculosis.Type: GrantFiled: November 11, 2010Date of Patent: September 18, 2012Assignees: The United States of America as Represented by the Secretary, Department of Health and Human Services, Sequella, Inc.Inventors: Marina Nikolaevna Protopopova, Elena Bogatcheva, Leo Einck, Richard Edward Lee, Richard Allan Slayden, Clifton E. Barry, III
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Patent number: 8202910Abstract: Methods and compositions for treating disease caused by infectious agents, particularly tuberculosis. In particular, methods and compositions comprising substituted ethylene diamines for the treatment of infectious diseases are provided. In one embodiment, these methods and compositions are used for the treatment of mycobacterial infections, including, but not limited to, tuberculosis. In certain embodiments, the present invention comprises compositions comprising novel substituted ethylene diamine compounds further comprising antitubercular agents such as rifampicin, isoniazid, pyrazinamide and ethambutol.Type: GrantFiled: October 22, 2008Date of Patent: June 19, 2012Assignee: Sequella, Inc.Inventors: Marina Nikolaena Protopopova, Leo Einck, Boris Nikonenko, Ping Chen
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Publication number: 20110318280Abstract: Polymeric anti-microbial agents produced by substituting the nitrogen atoms in the backbone of ethylenimine polymers, for example, substitution with aralkyl groups, are provided. The agents are believed to have low human toxicity while being effective against a variety of pathogens and are useful in applications involving human contact, such as cosmetics, hair care products and textiles, as well as in applications with much less human contact, such as coatings.Type: ApplicationFiled: September 7, 2011Publication date: December 29, 2011Inventors: Xinyu Huang, Ted Deisenroth, Andrea Preuss, Sophie Marquais-Bienewald, Carmen Hendricks-Guy, John Jennings
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Patent number: 8016898Abstract: Polyisobutenylphenol-containing Mannich adducts are prepared by a) alkylation of a phenol with highly reactive polyisobutene having a number average molecular weight of less than 1000 and a polydispersity of less than 3.0, at below about 50° C. in the presence of an alkylation catalyst; b) reaction of the reaction product from a) with b1) an aldehyde chosen from formaldehyde, an oligomer and a polymer of formaldehyde and b2) at least one amine which has at least one primary or one secondary amino function and are used as detergent additives in fuel and lubricant compositions, and additive concentrates, fuel compositions and lubricant compositions contain these Mannich adducts.Type: GrantFiled: October 5, 2000Date of Patent: September 13, 2011Assignee: BASF AktiengesellschaftInventors: Arno Lange, Hans Peter Rath, Dietmar Posselt, Irene Trötsch-Schaller, Marc Walter
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Publication number: 20110207599Abstract: A process for the preparation of N-arylamine compounds, the process including: reacting a compound having an amino group with an acylating compound in the presence of a base and a transition metal catalyst under reaction conditions effective to form an N-arylamine compound; wherein the transition metal catalyst comprises a complex of a Group 8-10 metal and at least one chelating ligand comprising (R)-(?)-1-[(S)-2-dicyclohexylphosphino]-ferrocenyl]ethyldi-t-butylphosphine.Type: ApplicationFiled: October 21, 2009Publication date: August 25, 2011Applicant: UNIVATION TECHNOLOGIES, LLCInventor: Adam M. Johns
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Patent number: 7988749Abstract: Polyisobutenylphenol-containing Mannich adducts are prepared by a) alkylation of a phenol with highly reactive polyisobutene at below about 50° C. in the presence of an alkylation catalyst; b) reaction of the reaction product from a) with formaldehyde, an oligomer or a polymer of formaldehyde and at least one amine which has at least one secondary amino function and no primary amino function, or c) reaction of the reaction product from a) with at least one adduct of at least one amine which has at least one secondary or primary amino function and formaldehyde, an oligomer of formaldehyde, a polymer of formaldehyde or a formaldehyde equivalent, and are used as detergent additives in fuel and lubricant compositions, and additive concentrates, fuel compositions and lubricant compositions contain these Mannich adducts.Type: GrantFiled: April 28, 2008Date of Patent: August 2, 2011Assignee: BASF SEInventors: Arno Lange, Hans Peter Rath, Dietmar Posselt, Irene Troetsch-Schaller, Marc Walter
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Patent number: 7842729Abstract: Methods and compositions for treating disease caused by infectious agents, particularly tuberculosis. In particular, methods and compositions comprising substituted ethylene diamines for the treatment of infectious diseases are provided. In one embodiment, these methods and compositions are used for the treatment of mycobacterial infections, including, but not limited to, tuberculosis.Type: GrantFiled: June 3, 2005Date of Patent: November 30, 2010Assignees: The United States of America as represented by the Department of Health and Human Services, Sequella, Inc.Inventors: Marina Nikolaevna Protopopova, Richard Edward Lee, Richard Allan Slayden, Clifton E. Barry, III, Elena Bogatcheva, Leo Einck
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Patent number: 7635776Abstract: A ligand represented by the formula (1): R1R2N-Q1-X-Q2-NR3R4??(1) wherein R1, R2, R3 and R4 are each the same or different and represent a group represented by the formula (2): wherein Q3 is an optionally substituted alkylene group, an optionally substituted cycloalkylene group, an optionally substituted arylene group, or an optionally substituted divalent heterocyclic group, R5 is an optionally substituted alkyl group, an optionally substituted aryl group or an optionally substituted heterocyclic group and R6 is a substituent which may coordinate or bind to a metal atom, or R5 and R6, taken together, may form a ring, Q1 and Q2 are each the same or different and represent an optionally substituted alkylene group or a single bond, and X is a divalent spacer.Type: GrantFiled: February 4, 2004Date of Patent: December 22, 2009Assignee: Takasago International CorporationInventors: Kazushi Mashima, Koji Ohno, Kazuhiko Matsumura
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Patent number: 7456222Abstract: Methods and compositions for treating disease caused by infectious agents, particularly tuberculosis. In particular, methods and compositions comprising substituted ethylene diamines for the treatment of infectious diseases are provided. In one embodiment, these methods and compositions are used for the treatment of mycobacterial infections, including, but not limited to, tuberculosis.Type: GrantFiled: July 1, 2005Date of Patent: November 25, 2008Assignees: Sequella, Inc., The United States of America as represented by the Secretary, Department of Health and Human ServicesInventors: Marina Nikolaevna Protopopova, Richard Edward Lee, Richard Allan Slayden, Clifton E. Barry, III, Elena Bogatcheva, Leo Einck
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Patent number: 7001925Abstract: Polyamine compounds, method of synthesis and method of use for anti-cancer purposes, and for enhancing the activity of existing anti-cancer drugs are provided. This disclosure has identified certain polyamine motifs that can be attached to toxic agents to facilitate their access to cancer cells as well as polyamine compounds of surprising cytotoxicity and selectivity in killing cancer cells. It includes an illustrative conjugate system with examples of a triamine or a tetraamine appended to a cytotoxic agent. There are five method schemes illustrative of the synthesis of the compounds of the invention. Included is a general strategy to enhance cell uptake by attaching a polyamine vectoring system with an example of a triamine vector attached to an existing anti-cancer drug to improve its chemotherapeutic potency. There is an illustration of using the triamine vector to improve the selectivity of an anthracenylmethyl amine cytotoxic agent (e.g.Type: GrantFiled: September 19, 2003Date of Patent: February 21, 2006Assignee: University of Central Florida Research Foundation, Inc.Inventor: Otto Phanstiel
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Publication number: 20030045755Abstract: Novel cytotoxic polyamine analogues are disclosed. These analogues are useful pharmaceutical agents for treating diseases where it is desired to inhibit cell growth and/or proliferation, for example cancer and post-angioplasty injury.Type: ApplicationFiled: September 23, 2002Publication date: March 6, 2003Inventor: Mark R. Burns
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Patent number: 6514297Abstract: An improved detergent for use in hydrocarbon fuels comprising the composition produced by mixing (1) the Mannich reaction product of a polyisobutene-substituted phenol, (preferably, where the polyisobutene from which the substituted phenol is derived contains at least 70% terminal olefinic double bonds of the vinylidene type); an aldehyde; and an amine, preferably, ethylene diamine; and (2) a compound selected from the group consisting of an alkylbenzene sulfonic acid, an alkylnapthalene sulfonic acid, acetylaetone and mixtures thereof. Preferably, the alkylbenzene and alkylnapthalene sulfonic acid is selected to be a (C6 to C18) alkylbenzene sulfonic acid/napthalene sulfonic acid, especially preferred being dodecylbenzene sulfonic acid.Type: GrantFiled: November 24, 1999Date of Patent: February 4, 2003Assignee: The Lubrizol CorporationInventors: David John Moreton, Rodney J. McAtee
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Patent number: 6472426Abstract: Polyamines having the formula: wherein R1 and R2 are alkyl, aralkyl or aryl having up to 10 carbon atoms; and a and b may be the same or different and are integers from 1 to 8; or a salt thereof with a pharmaceutically acceptable acid. Anti-neoplastic, anti-diarrheal, anti-peristaltic, gastro-intestinal anti-spasmodic, anti-viral, anti-retroviral, anti-psoriasis and insecticidal compositions comprising biologically effective amounts of the above-described amines and biologically acceptable carriers therefor are also disclosed, as well as methods of treatment, administration or application of biologically effective amounts of the polyamines of the invention. Also disclosed are methods for preparing the polyamines of the invention.Type: GrantFiled: July 18, 2001Date of Patent: October 29, 2002Assignee: University of Florida Research Foundation, Inc.Inventor: Raymond J. Bergeron, Jr.
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Patent number: 6329523Abstract: Novel compounds having the formula: wherein the constituent variables are defined herein. The compounds are constructed to include a central aromatic, aliphatic, or heterocyclic ring system. Attached to the central ring system are two linear groups having nitrogenous moieties that are derivatized with chemical functional groups. The ring system can include further nitrogenous moieties, either as ring atoms or on pendant groups attached to the ring, that may also be derivatized with chemical functional groups. The totality of the chemical functional groups imparts certain conformational and other properties to the these compounds. In accordance with certain embodiments of the invention, libraries of such compounds are prepared utilizing permutations and combinations of the chemical functional groups and the nitrogenous moieties to build complexity into the libraries.Type: GrantFiled: March 10, 1999Date of Patent: December 11, 2001Assignee: ISIS Pharmaceuticals, Inc.Inventors: Phillip Dan Cook, Haoyun An
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Patent number: 5808003Abstract: A compound according to the formula: ##STR1## and conjugates thereof.Type: GrantFiled: September 18, 1996Date of Patent: September 15, 1998Assignee: PerImmune Holdings, Inc.Inventors: Ramaswamy Subramanian, James Colony
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Patent number: 5753715Abstract: The invention relates to cyclohexenyl antibacterial compounds of the formula I: ##STR1## and pharmaceutical compositions containing the compounds, methods for their production and use.Type: GrantFiled: June 2, 1995Date of Patent: May 19, 1998Assignee: Ortho Pharmaceutical CorporationInventors: Robert H. Chen, Maud Urbanski, Min Xiang, John Francis Barrett
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Patent number: 5632969Abstract: Novel N.sub.3 S.sub.2 chelating ligands can be chelated to a radiodetectable element, Tc or Re, and are useful for radiolabeling peptides. A group of peptides especially useful are somatostatin derivatives which are valuable of the selective detection or treatment of tumors with somatostatin receptors.Type: GrantFiled: October 13, 1994Date of Patent: May 27, 1997Assignee: Merck & Co., Inc.Inventors: Richard J. Flanagan, Jean-Marc Dufour, Keith T. Hogan
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Patent number: 5554656Abstract: The invention relates to a disinfectant concentrate which contains amine and alcohol wherein the alcohol component includes at least one glycol ether of limited miscibility with water and the amine component includes at least one secondary and/or tertiary alkyl amine free from hydroxyl groups. It also relates to a disinfectant producabile from the disinfectant concentrate, the use of the disinfectant concentrate and of the disinfectant as bactericide, in particular mycobactericide, fungicide or virucide.Type: GrantFiled: February 25, 1994Date of Patent: September 10, 1996Assignee: Reckitt & Colman Inc.Inventors: Bernd L ower, Heinz Eggensperger, Peter Goroncy-Bermes, Michael Mohr, Andreas Dettmann
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Patent number: 5554793Abstract: A process of reforming an alkyleneamine feedstock or a mixture of such feedstocks to an alkyleneamine or a mixture of alkyleneamines which is different from the feedstock or feedstock mixture. The process is catalyzed by one of the following: Group VB metal oxides, Group VB metal phosphates, Group IIA metal silicates, and tungsten oxides. For example, ethylenediamine is contacted with a catalyst of niobic acid or magnesium silicate to yield predominantly diethylenetriamine and non-cyclic triethylenetetramines; whereas high molecular weight polyethylenepolyamines are cracked by the same catalysts to mixtures of lower molecular weight linear and cyclic materials.Type: GrantFiled: December 19, 1994Date of Patent: September 10, 1996Assignee: The Dow Chemical CompanyInventors: George E. Hartwell, Robert G. Bowman, David C. Molzahn
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Patent number: 5433875Abstract: Ashless dispersants are formed using polymers of propylene characterized in that they are liquid substantially linear polymers, they have stereo-irregularity in the polymer chain, at least 60 mol percent of the polymer has a terminal vinylidene group and, optionally, the polymer contains up to 25 mol percent of ethylene or a C.sub.4 to C.sub.10 monoolefin polymerized into the polymer chains.Type: GrantFiled: June 16, 1993Date of Patent: July 18, 1995Assignee: Ethyl CorporationInventors: Anthony J. Rollin, Joseph J. Valcho
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Patent number: 5428065Abstract: Pharmaceutical compounds of the formula: ##STR1## R.sup.1 to R.sup.8 are each hydrogen or C.sub.1-4 alkyl, m, n and p are each 0, 1, or 2, q is 0, 1, 2 or 3, X and Z are each C.sub.1-4 alkyl, C.sub.1-4 alkoxy, hydroxy, nitro, cyano, halo, trihalomethyl, carboxy, C.sub.1-4 alkoxy-carbonyl or phenyl, and in addition z, together with the phenyl ring to which it is attached, can be: ##STR2## Y is --O--, --S-- or --CH.sub.2 --, V is --(CH.sub.2).sub.r -- or --(CH.sub.2).sub.r S-- where r is 1 to 15, and W is hydrogen or optionally substituted phenyl; and salts thereof.Type: GrantFiled: September 27, 1994Date of Patent: June 27, 1995Assignee: Lilly Industries LimitedInventors: Barry P. Clark, Graham H. Timms
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Patent number: 5410087Abstract: A process of reforming an alkyleneamine feedstock or a mixture of such feedstocks to an alkyleneamine or a mixture of alkyleneamines which is different from the feedstock or feedstock mixture. The process is catalyzed by one of the following: Group VB metal oxides, Group VB metal phosphates, Group IIA metal silicates, and tungsten oxides. For example, ethylenediamine is contacted with a catalyst of niobic acid or magnesium silicate to yield predominantly diethylenetriamine and non-cyclic triethylenetetramines; whereas high molecular weight polyethylenepolyamines are cracked by the same catalysts to mixtures of lower molecular weight linear and cyclic materials.Type: GrantFiled: November 17, 1993Date of Patent: April 25, 1995Assignee: The Dow Chemical CompanyInventors: George E. Hartwell, David C. Molzahn, Robert G. Bowman
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Patent number: 5395608Abstract: A group of functionalized triamine chelants and their derivatives that form complexes with radioactive metal ions are disclosed. The complexes can be covalently attached to a protein or an antibody or antibody fragment and used for therapeutic and/or diagnostic purposes. The chelants are of the formula: ##STR1## wherein n, m, R, R.sup.1, R.sup.2 and L are defined in the specification.Type: GrantFiled: May 9, 1991Date of Patent: March 7, 1995Assignee: The Curators of the University of MissouriInventors: David E. Troutner, Christy S. John, Maroor R. A. Pillai
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Patent number: 5354782Abstract: The present invention relates to certain polyamine phenols which are useful as radioprotective agents.Type: GrantFiled: August 30, 1993Date of Patent: October 11, 1994Assignee: Merrell Dow Pharmaceuticals Inc.Inventors: Michael L. Edwards, Ronald D. Snyder
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Patent number: 5288909Abstract: A process of reforming an alkyleneamine feedstock or a mixture of such feedstocks to an alkyleneamine or a mixture of alkyleneamines which is different from the feedstock or feedstock mixture. The process is catalyzed by one of the following: Group VB metal oxides, Group VB metal phosphates, Group IIA metal silicates, and tungsten oxides. For example, ethylenediamine is contacted with a catalyst of niobic acid or magnesium silicate to yield predominantly diethylenetriamine and non-cyclic triethylenetetramines; whereas high molecular weight polyethylenepolyamines are cracked by the same catalysts to mixtures of lower molecular weight linear and cyclic materials.Type: GrantFiled: August 19, 1992Date of Patent: February 22, 1994Assignee: The Dow Chemical CompanyInventors: George E. Hartwell, Robert G. Bowman, David C. Molzahn
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Patent number: 5217964Abstract: The present invention relates to certain polyamine thiols which are useful as radioprotective agents.Type: GrantFiled: January 23, 1991Date of Patent: June 8, 1993Assignee: Merrell Dow Pharmaceuticals Inc.Inventors: Michael L. Edwards, Ronald D. Snyder
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Patent number: 5210307Abstract: A process for reforming alkyleneamines to predominantly linearly-extended polyalkylenepolyamines comprising contacting an alkyleneamine or mixture thereof with a catalyst under conditions such that a mixture of polyalkylenepolyamines enriched in linearly-extended products is formed, said catalyst containing at least one compound selected from the group consisting of (a) Group VB metal oxides, (b) Group VB metal phosphates, (c) silicates of Groups IIA, IIIB, IVB, VB, and the lanthanide and actinide metals, and (d) tungsten oxides, with the proviso that the silicates and tungsten oxides are essentially free of aluminum. For example, ethylenediamine is contacted with a catalyst of niobium phosphate or niobic acid under reaction conditions to yield predominantly non-cyclic polyethylenepolyamines.Type: GrantFiled: January 31, 1992Date of Patent: May 11, 1993Assignee: The Dow Chemical CompanyInventors: Robert G. Bowman, David C. Molzahn, George E. Hartwell
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Patent number: 5210306Abstract: This invention relates to a process for making amines by condensing an amino compound in the presence of a condensation catalyst and a condensation catalyst promoter, wherein said condensation catalyst promoter is present in an amount sufficient to promote the condensation catalyst. This invention also relates to an alkyleneamines producers composition rich in triethylenetetramine (TETA), tetraethylenepentamine (TEPA) and pentaethylenehexamine (PEHA).Type: GrantFiled: August 8, 1989Date of Patent: May 11, 1993Assignee: Union Carbide Chemicals & Plastics Technology CorporationInventors: Arthur R. Doumaux, Jr., David J. Schreck, Stephen W. King, George A. Skoler
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Patent number: 5118850Abstract: A process for reforming alkyleneamines to predominantly linearly-extended polyalkylenepolyamines comprising contacting an alkyleneamine or mixture thereof with a catalyst under conditions such that a mixture of polyalkylenepolyamines enriched in linearly-extended products is formed, said catalyst containing at least one compound selected from the group consisting of (a) Group VB metal oxides, (b) Group VB metal phosphates, (c) silicates of Groups IIA, IIIB, IVB, VB, and the lanthanide and actinide metals, and (d) tungsten oxdies, with the proviso that the silicates and tungsten oxides are essentially free of aluminum. For example, ethylenediamine is contacted with a catalyst of niobium phosphate or niobic acid under reaction conditions to yield predominantly non-cyclic polyethylenepolyamines.Type: GrantFiled: November 9, 1990Date of Patent: June 2, 1992Assignee: The Dow Chemical CompanyInventors: Robert G. Bowman, David C. Molzahn, George E. Hartwell
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Patent number: 5101041Abstract: A group of functionalized triamine chelants and their derivatives that form complexes with radioactive metal ions are disclosed. The complexes can be covalently attached to a protein or an antibody or antibody fragment and used for therapeutic and/or diagnostic purposes.Type: GrantFiled: April 26, 1989Date of Patent: March 31, 1992Assignee: The Curators of the University of MissouriInventors: David E. Troutner, Christy S. John, Maroor R. A. Pillai
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Patent number: 5099069Abstract: New polysubstituted diethylenetriaminepentaacetic acid chelates and protein conjugates of the same are described together with the methods of preparing such compounds. A method of delivering radiolabelled compound of the present invention to a target site while minimizing the distribution of the compound to non-targeted organs or tissues is also disclosed.Type: GrantFiled: December 16, 1988Date of Patent: March 24, 1992Inventors: Otto A. Gansow, Martin W. Brechbiel
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Patent number: 5059391Abstract: It has been found out that polyaralkylamines of the formula stated in the claims are useful as corrosion inhibitors for metallic materials; furthermore were found out new polyaralkylamines of the formula stated in the claims and a process for their preparation.Type: GrantFiled: September 1, 1988Date of Patent: October 22, 1991Assignee: Bayer AktiengesellschaftInventors: Artur Botta, Christian Wegner, Heinz-Joachim Rother
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Patent number: 5047432Abstract: Compounds of formula I ##STR1## and pharmaceutically acceptable salts thereof; in which R.sub.1 and R.sub.2, which are the same or different, are H or an optionally substituted hydrocarbon group or R.sub.1 and R.sub.2 together with the nitrogen atom to which they are attached form an optionally substituted heterocyclic ring;R.sub.3 is an optionally substituted aromatic hydrocarbon group; andR.sub.4 is a hydrocarbon group containing at least one substituent selected from the group consisting of hydroxy and acylated derivatives thereof, optionally substituted alkoxy groups, optionally substituted cycloalkyloxy groups, optionally substituted alkylenedioxy groups, oxo and groups of formula S(O).sub.p R.sub.5 in which p is 0, 1 or 2 and R.sub.5 is an alkyl group, said hydrocarbon group being optionally substituted by additional substituents,are useful in the treatment of depression.Type: GrantFiled: June 20, 1990Date of Patent: September 10, 1991Assignee: The Boots Company PlcInventors: John R. Housley, James E. Jeffery, David N. Johnston, Bruce J. Sargent
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Patent number: 5011999Abstract: A process for the preparation of predominantly non-cyclic polyalkylenepolyamines comprising contacting a difunctional aliphatic alcohol with ammonia or a primary or secondary aliphatic amine in the presence of a catalyst selected from the group consisting of Group VB metal oxides, niobium phosphates, tantalum phosphates, and mixtures thereof. For example, monoethanolamine is aminated by ethylenediamine to predominantly linear and branched polyethylenepolyamines in the presence of a catalyst containing niobium oxide supported on boehmite alumina.Type: GrantFiled: February 23, 1989Date of Patent: April 30, 1991Assignee: The Dow Chemical CompanyInventors: Robert G. Bowman, George E. Hartwell, David C. Molzahn, Enrique G. Ramirez, John E. Lastovica, Jr.
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Patent number: 5009815Abstract: A composition of nonlinear optical materials is disclosed which comprises two or more organic compounds, at least one of which is a first organic compound with a .pi.-electron conjugated system containing an electron-donative substituent group and an electron-attractive substituent group.Type: GrantFiled: February 9, 1990Date of Patent: April 23, 1991Assignee: Matsushita Electric Industrial Co., Ltd.Inventors: Katsuya Wakita, Nobuo Sonoda, Tokihiko Shimizu, Shu Hotta, Mamoru Soga
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Patent number: 4992586Abstract: A dye composition for keratinous fibers comprising a solvent and at least one dye which is a compound of formula: ##STR1## in which R.sub.1 and R.sub.2 are each, independently of each other, hydrogen, an alkyl group, a mono- or polyhydroxylated alkyl group, an alkyl group susbsituted by an alkoxy or hydroxyalkoxy group, or an aminoalkyl group, the amino group of which is optionally substituted with one or two alkyl or hydroxyalkyl groups, and it being possible for the nitrogen atom also to form part of a heterocyclic ring, all the abovementioned alkyl groups or moieties containing from 1 to 6 carbon atoms, or, if the compound of formula (I) contains an amino group which can be salified, a cosmetically acceptable salt thereof.Type: GrantFiled: October 5, 1988Date of Patent: February 12, 1991Assignee: L'OrealInventors: Alex Junino, Gerard Lang, Nicole Jehanno, Jean J. Vandenbosche
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Patent number: 4922024Abstract: A process for preparing amines comprising contacting an alcohol with a reactant amine in the presence of hydrogen and a catalyst comprising at least one compound containing an element of Group VIB and at least one non-metallic element of Groups IIIA, IVA, and VA of the Periodic Table, the contacting occurring under conditions such that the hydroxyl moiety of the alcohol is replaced by the reactant amine to form an amine product.Type: GrantFiled: April 14, 1988Date of Patent: May 1, 1990Assignee: The Dow Chemical CompanyInventors: Robert G. Bowman, Marvin H. Tegen, George E. Hartwell
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Patent number: 4797129Abstract: A dye composition for keratinous fibres comprising a solvent and at least one dye which is a compound of formula: ##STR1## in which R.sub.1 and R.sub.2 are each, independently of each other, hydrogen, an alkyl group, a mono- or polyhydroxylated alkyl group, an alkyl group substituted by an alkoxy or hydroxyalkoxy group, or an aminoalkyl group, the amino group of which is optionally substituted with one or two alkyl or hydroxyalkyl groups, and it being possible for the nitrogen atom also to form part of a heterocyclic ring, all the abovementioned alkyl groups or moieties containing from 1 to 6 carbon atoms, or, of the compound of formula (I) contains an amino group which can be salified, a cosmetically acceptable salt thereof.Type: GrantFiled: February 17, 1987Date of Patent: January 10, 1989Assignee: L'OrealInventors: Alex Junino, Gerard Lang, Nicole Jehanno, Jean J. Vandenbosche
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Patent number: 4736067Abstract: New dimethyl derivatives of 3-nitro-4-aminoaniline, process for their preparation, and their use for dyeing keratinic fibres.The invention relates to dimethyl derivatives of 3-nitro-4-aminoaniline of formula: ##STR1## in which CH.sub.3 is in position 2 or 5 of the benzene ring and R.sub.1 and R.sub.2 denote independently of each other a hydrogen atom, a lower alkyl group, a lower mono- or polyhydroxyalkyl or a lower aminoalkyl group in which the amino group is optionally mono- or disubstituted by a lower alkyl radical or by a lower mono- or polyhydroxyalkyl radical, it being understood that the two symbols R.sub.1 and R.sub.2 can be simultaneously other than hydrogen only when the mobile CH.sub.3 radical is in position 5, or cosmetically acceptable salts of these compounds, as well as the process for preparing them and their use in dye compositions, in particular for hair, equally for direct coloring and for coloring by an oxidation route.Type: GrantFiled: September 6, 1984Date of Patent: April 5, 1988Assignee: L'OrealInventors: Andree Bugaut, Alain Genet, Jean Cotteret, Alex Junino
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Patent number: 4727192Abstract: The invention relates to a compound of formula ##STR1## in which: X denotes a branched or unbranched alkylene radical containing 2 to 6 carbon atoms, optionally being able to be substituted with one or more hydroxyl radicals;R denotes a hydrogen atom, an alkyl or a mono- or polyhydroxyalkyl radical or an aminoalkyl radical in which the amine group can be mono- or disubstituted with an alkyl radical or with a mono- or polyhydroxyalkyl radical, the nitrogen atom also being able to form part of a heterocyclic system and the alkyl radicals containing 1 to 4 carbon atoms;R' denotes a hydrogen atom or a C.sub.1 to C.sub.4 alkyl radical;Y and Z denote a nitro and/or --NHR.sub.1 radical, R.sub.Type: GrantFiled: December 13, 1985Date of Patent: February 23, 1988Assignee: L'OrealInventors: Alex Junino, Gerard Lang, Nicole Jehanno
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Patent number: 4666453Abstract: The invention relates to compounds of formula ##STR1## in which X denotes a halogen atom, and R and R' denote a hydrogen atom, an alkyl, polyhydroxyalkyl, hydroxyalkoxyalkyl or alkoxyalkyl radical or an aminoalkyl radical optionally substituted on the nitrogen atom provided that at least one of the groups R and R' is a polyhydroxyalkyl, alkoxyalkyl or hydroxyalkoxyalkyl radical, and to dye compositions for keratinic fibres in which they are employed, to the preparation process and to intermediates.Type: GrantFiled: June 10, 1986Date of Patent: May 19, 1987Assignee: L'OrealInventors: Alex Junino, Gerard Lang, Ginette Jeanminet
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Patent number: 4657929Abstract: There are provided pharmaceutical compounds useful in treating hypertension, heart diseases and renal failure. These compounds are 4-hydroxy phenethylamines wherein the 3 position on the phenyl nucleus is occupied by either an amino, amide, carbamyl, urea sulfonamide, substituted alkyl or fluorine atom, and the amine group is further linked to another phenyl radical through an alkylene radical which may contain nitrogen, oxygen, sulfur or cyclic hydrocarbon radicals as intervening groups.Type: GrantFiled: October 18, 1984Date of Patent: April 14, 1987Assignee: Fisons plcInventors: Francis Ince, Alan C. Tinker
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Patent number: 4658063Abstract: A compound of the formula ##STR1## wherein R.sub.1 is a phenethyl group, R.sub.2 is a hydrogen atom, R.sub.3 is a lower alkyl group, and (alkylene) is a lower alkylene chain substituted with a hydroxyl group; or an acid addition salt thereof is described.Type: GrantFiled: April 15, 1985Date of Patent: April 14, 1987Assignee: Nisshin Flour Milling Co., Ltd.Inventors: Yoshiyuki Tahara, Yasuhiro Komatsu, Hiroyasu Koyama, Reiko Kubota, Teruhito Yamaguchi, Toshihiro Takahashi
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Patent number: 4645862Abstract: Compounds of the formula ##STR1## wherein R.sub.1 and R.sub.3 each is benzyl or substituted with up to 3 methoxy groups, R.sub.2 is a hydrogen atom and (alkylene) is lower alkyl and the compounds are useful for controlling viral infections.Type: GrantFiled: April 15, 1985Date of Patent: February 24, 1987Assignee: Nisshin Flour Milling Co., Ltd.Inventors: Yoshiyuki Tahara, Yasuhiro Komatsu, Hiroyasu Koyama, Reiko Kubota, Teruhito Yamaguchi, Toshihiro Takahashi
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Patent number: 4596891Abstract: There is disclosed diamines of the formula ##STR1## wherein R.sub.6 is H, Cl, or CH.sub.3 ; andR.sub.8 " is H, Cl, or CH.sub.3, with the provisos that(a) if R.sub.8 " is H or CH.sub.3, R.sub.7 " is CH.sub.3 ; and(b) if R.sub.8 " is Cl, R.sub.7 " is F; and(c) if R.sub.6 and R.sub.8 " are both H, R.sub.7 " is any of CH.sub.3, F, CF.sub.3, trifluoromethoxy, trifluoromethylsulfonyl, cyclohexyl, C.sub.2 -C.sub.10 alkyl, p-chlorophenoxy or p-chlorophenyl alkyl having 7 or 8 carbon atoms. The diamines have algicidal activity.Type: GrantFiled: November 20, 1980Date of Patent: June 24, 1986Assignee: Duphar International Research B.V.Inventors: Jaap van Gilse, Gerard B. Paerels
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Patent number: 4595531Abstract: Benzodiazocines corresponding to the formula ##STR1## are converted to benzodiazepines corresponding to the formula ##STR2## of claim 1 by subjecting the benzodiazocine (a) if it is halogen-substituted in the 3-position to a thermal treatment which may also take place in the presence of a nucleophilic agent for the reaction or (b) if the 3-position is hydroxy substituted to treatment with a Lewis acid which is a chlorinating or brominating agent. Whenever the diazepine obtained as the final product has a 2-halogenomethyl group it may then be converted to benzodiazepine which is otherwise substituted in the 2-position.Type: GrantFiled: April 24, 1984Date of Patent: June 17, 1986Assignee: Kali-Chemie AGInventors: Wolfgang Milkowski, Renke Budden, Siegfried Funke, Rolf Huschens, Hans-Gunther Liepmann, Werner Stuhmer, Horst Zeugner