Benzylidene Imines (i.e., Q-benzene-ch=nh, Wherein Q Is A Substituent Or Hydrogen And Substitution May Be Made For Hydrogen Only) Patents (Class 564/272)
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Patent number: 8853452Abstract: Compounds and their syntheses are disclosed herein. Compositions and pharmaceutical compositions comprising a compound are also described, and include compositions also comprising liposomes. Methods for the treatment of cancer in animals comprising administering a compound or a composition comprising a compound are also described.Type: GrantFiled: February 9, 2010Date of Patent: October 7, 2014Assignee: The Administrators of the Tulane Educational FundInventors: Barbara S. Beckman, Maryam Foroozesh, Jiawang Liu
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Publication number: 20140193518Abstract: The invention relates to kinase inhibitor compounds and methods of identifying and using them. The invention further relates to pharmaceutical compositions and methods for treating disorders, especially cancer.Type: ApplicationFiled: December 28, 2012Publication date: July 10, 2014Applicant: UNIVERSITY OF FLORIDA RESEARCH FOUNDATION, INC.Inventor: UNIVERSITY OF FLORIDA RESEARCH FOUNDATION, INC.
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Patent number: 8766004Abstract: The present invention relates to a method for preparing aryl aldimines. In particular, the present invention relates to methods of preparing aryl aldimines that uses environmentally friendly solvent systems.Type: GrantFiled: January 13, 2011Date of Patent: July 1, 2014Assignee: The Research Foundation of State University of New YorkInventor: Jacqueline S. Bennett
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Publication number: 20140121343Abstract: An imine phenol compound having Structure I: wherein O and N represent oxygen and nitrogen respectively; R comprises a halogen, a hydrocarbyl group, or a substituted hydrocarbyl group; R2 and R3 can each independently be hydrogen, a halogen, a hydrocarbyl group, or a substituted hydrocarbyl group; and Q is a donor group. A method comprising contacting a catalyst composition with a monomer under conditions suitable for the formation of a polymer wherein the catalyst composition comprises a metal salt complex of an imine (bis)phenolate compound, a solid oxide, and an optional metal alkyl and wherein the metal salt complex of an imine (bis)phenolate compound has Structure XIV where M is titanium, zirconium, or hafnium; OEt2 is ethoxide, R comprises a halogen, a hydrocarbyl group, or a substituted hydrocarbyl group; and R2 comprises hydrogen, a halogen, a hydrocarbyl group, or a substituted hydrocarbyl group.Type: ApplicationFiled: October 25, 2012Publication date: May 1, 2014Applicant: CHEVRON PHILLIPS CHEMICAL COMPANY LPInventor: Mark L. Hlavinka
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Patent number: 8680155Abstract: Novel synthetic bis(benzylidene-benzenamine)disulfides and the preparation method are disclosed in the present invention. These compounds are afforded with the oxidizing reagent at low temperature and short time period via intra-molecular coupling reaction. In vitro experiments have been revealed that bis-disulfides are cytotoxic to cancer cells, especially human breast cancer cells MCF-7. Additionally, bis-disulfides arrest the cell cycle at sub-G1 phase and increase p38 phosphorylation to result in apoptosis. Bis-disulfides also inhibit growth of murine melanoma B16 cells but have no cytotoxicity to human fibroblasts. Bis-disulfides also can reduce murine melanoma size in the mouse model. The prepared compounds of the invention would be applicable in anticancer and anti-tumor therapies.Type: GrantFiled: July 26, 2011Date of Patent: March 25, 2014Assignee: Kaohsiung Medical UniversityInventors: Jeh-Jeng Wang, Wan-Ping Hu, Wei-Sheng Lo
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Publication number: 20130274487Abstract: The present invention relates to the field of catalytic hydrogenation and, more particularly, to the use of specific ruthenium catalysts, or pre-catalysts, in hydrogenation processes for the reduction of ketones and/or aldehydes into the corresponding alcohol respectively. Said catalysts are ruthenium complexes comprising a tetradentate ligand (L4) coordinating the ruthenium with: two nitrogen atoms, each in the form of a primary or secondary amine (i.e. a NH2 or NH group) or N-alkyl imine functional groups (i.e. a C?N group), and two sulfur atoms, each in the form of thioether functional groups.Type: ApplicationFiled: December 19, 2011Publication date: October 17, 2013Applicant: FIRMENICH SAInventors: Sylvia Joyeuse Adélaïde Ada Saudan, Michel Alfred Joseph Saudan
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Publication number: 20130035284Abstract: The present invention concerns methods and compositions involving small molecule inhibitors for the treatment or prophylaxis of flavivirus infection, such as dengue virus and West Nile virus.Type: ApplicationFiled: March 5, 2012Publication date: February 7, 2013Applicant: The Board of Regents of the University of Texas SystemInventors: Stanley J. Watowich, Suzanne M. Tomlinson, Scott Gilbertson
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Publication number: 20130018186Abstract: The invention relates to bimetallic complexes in which the ligand contains a salophen unit which complexes copper, manganese or cobalt and a phenanthroline unit which complexes palladium and the two systems are linked by a continuous conjugated system. The invention further relates to the use of these bimetallic complexes as catalysts for the oxidative carbonylation of aromatic hydroxy compounds to form diaryl carbonates, a process for preparing diaryl carbonates using the bimetallic complex as catalyst and also diaryl carbonates prepared by oxidative carbonylation of aromatic hydroxy compounds using the bimetallic complexes of the invention as catalysts.Type: ApplicationFiled: December 9, 2010Publication date: January 17, 2013Applicant: Bayer Intellectual Property GmbHInventors: Christoph Gürtler, Thomas Ernst Müller, Pieter Ooms, Johann Rechner, Friedhelm Risse, Angelina Prokofieva, Franco Doro, Burkhard Köhler, Walter Leitner, Aurel Wolf
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Publication number: 20120283475Abstract: Novel synthetic bis(benzylidene-benzenamine)disulfides and the preparation method are disclosed in the present invention. These compounds are afforded with the oxidizing reagent at low temperature and short time period via intra-molecular coupling reaction. In vitro experiments have been revealed that bis-disulfides are cytotoxic to cancer cells, especially human breast cancer cells MCF-7. Additionally, bis-disulfides arrest the cell cycle at sub-G1 phase and increase p38 phosphorylation to result in apoptosis. Bis-disulfides also inhibit growth of murine melanoma B16 cells but have no cytotoxicity to human fibroblasts. Bis-disulfides also can reduce murine melanoma size in the mouse model. The prepared compounds of the invention would be applicable in anti-cancer and anti-tumor therapies.Type: ApplicationFiled: July 26, 2011Publication date: November 8, 2012Applicant: KAOHSIUNG MEDICAL UNIVERSITYInventors: JEH-JENG WANG, WAN-PING HU, WEI-SHENG LO
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Publication number: 20110301347Abstract: The present invention relates to the compounds of formula I, processes for their production and their use as anti-inflammatory agents.Type: ApplicationFiled: August 15, 2011Publication date: December 8, 2011Inventors: Markus BERGER, Jan Dahmen, Hartmut Rehwinkel, Stefan Jaroch, Heike Schäcke
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Publication number: 20110214810Abstract: A composition that includes aldimines of Formula (I). The composition can be a two-component polyurethane composition. The composition can have a long open time, but build up an early strength quickly, and in the cured state can have high tensile strength and a high modulus of elasticity. The composition can be odorless or at least low-odor before, during and after curing.Type: ApplicationFiled: May 16, 2011Publication date: September 8, 2011Applicant: SIKA TECHNOLOGY AGInventors: Urs BURCKHARDT, Ursula Stadelmann
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Publication number: 20110196174Abstract: The present invention relates to a method for preparing aryl aldimines. In particular, the present invention relates to methods of preparing aryl aldimines that uses environmentally friendly solvent systems.Type: ApplicationFiled: January 13, 2011Publication date: August 11, 2011Applicant: The Research Foundation of State University of New YorkInventor: Jacqueline S. Bennett
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Publication number: 20110166349Abstract: Methods are provided for the catalytic hydroamination of compounds having an alkyne or allene functional group, in which the compound is contacted with ammonia or an amine in the presence of a catalytic amount of a gold complex under conditions sufficient for hydroamination to occur.Type: ApplicationFiled: May 8, 2009Publication date: July 7, 2011Applicant: The Regents of the University of CaliforniaInventors: Guy Bertrand, Vincent Lavallo, Guido D. Frey, Bruno Donnadieu, Michele Soleil-Havoup
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Patent number: 7459586Abstract: The present invention relates to a method of producing an optically active 1-aryl-2-fluoro-substituted ethylamine compound of the formula [2] or a salt thereof by hydrogenolysis of an optically active secondary amine compound of the formula [1] or a salt thereof in the presence of a transition metal catalyst of Group VIII [Chem. 59] [where Ar represents an aryl group; n represents an integer of 1 or 2; and * represents an asymmetric carbon] [Chem. 60] [where Ar represents an aryl group; n represents an integer of 1 or 2; and * represents an asymmetric carbon].Type: GrantFiled: February 21, 2005Date of Patent: December 2, 2008Assignee: Central Glass Company LimitedInventors: Akihiro Ishii, Masatomi Kanai, Yokusu Kuriyama, Manabu Yasumoto, Kenjin Inomiya, Takashi Ootsuka, Katsuhide Suto, Koji Ueda
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Publication number: 20080200669Abstract: The present invention relates to processes for the production of phenolic 4-biphenylylazetidin-2-one derivatives of formulaType: ApplicationFiled: May 11, 2006Publication date: August 21, 2008Applicant: Microbia, Inc.Inventors: Timothy C. Barden, Peter Lee, Eduardo J. Martinez, Wayne C. Schairer, John J. Talley
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Patent number: 7355075Abstract: A method for forming an imine comprises reacting a first reactant comprising a hydroxyl functionality, a carbonyl functionality, or both a hydroxyl functionality and a carbonyl functionality with a second reactant having an amine functionality in the presence of ordered porous manganese-based octahedral molecular sieves and an oxygen containing gas at a temperature and for a time sufficient for the imine to be produced.Type: GrantFiled: June 16, 2006Date of Patent: April 8, 2008Assignee: The University of ConnecticutInventors: Shanthakumar Sithambaram, Young-Chan Son, Steven L. Suib
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Patent number: 7250526Abstract: A catalytic transfer hydrogenation process is provided. The catalyst employed in the process is a metal hydrocarbyl complex which is coordinated to defined bidentate ligands substituted with at least one group selected from an optionally substituted sulphonated hydrocarbyl group, a sulphonated perhalogenated hydrocarbyl group, or an optionally substituted sulphonated heterocyclyl group. Preferred metals include rhodium, ruthenium and iridium. Preferred bidentate ligands are diamines and aminoalcohols, particularly those comprising chiral centres. The hydrogen donor is advantageously a secondary alcohol or a mixture of triethylamine and formic acid. The process can be employed to transfer hydrogenate ketones and imines, which are preferably prochiral. Catalysts for use in such a process are also provided.Type: GrantFiled: November 29, 2001Date of Patent: July 31, 2007Assignee: NPIL Pharmaceuticals (UK) LimitedInventors: Andrew John Blacker, Christian Bubert, Jonathan Michael Jeremy Williams, Stephen Martin Brown
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Patent number: 7217839Abstract: A method of producing a near-infrared absorbing dye compound, useful for image forming materials, infrared heat-sensitive recording devices, optical film materials, and the like, containing a process of reacting a compound represented by formula (I) with halogenating agent. wherein R111, R112, R121, R122, R131, R132, R141 and R142 each independently represent a hydrogen atom, an aliphatic group or an aromatic group; R103, R113, R123, R133 and R143 each independently represent a substituent; and n103, n113, n123, n133 and n143 each independently denote an integer from 0 to 4.Type: GrantFiled: September 6, 2006Date of Patent: May 15, 2007Assignee: Fujifilm CorporationInventors: Keizo Kimura, Tomohito Masaki, Katsuyoshi Yamakawa
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Patent number: 7081551Abstract: Optically active (R)-1-(4-trifluoromethylphenyl)ethylamine is a novel compound as an important intermediate for medicines and agricultural chemicals. This compound can be obtained with high optical purity and high yield by a process including the steps of (a) a dehydrocondensation of 4?-(trifluoromethyl)acetophenone and an optically active (R)-1-phenylethylamine to obtain an optically active imine; (b) asymmetrically reducing the imine into an optically active secondary amine; (c) reacting the amine with an organic acid (phthalic acid or benzenesulfonic acid), thereby obtaining a product that is a phthalate of or benzenesulfonate of the amine; (d) subjecting the product of the step (c) to a hydrogenolysis, thereby obtaining a product that is a phthalate of or benzenesuilfonate of optically active (R)-1-(4-trifluoromethylphenyl)ethylamine; and (e) neutralizing the product of the step (d) into the optically active (R)-1-(4-trifluoromethylphenyl)ethylamine.Type: GrantFiled: May 21, 2003Date of Patent: July 25, 2006Assignee: Central Glass Co., Ltd.Inventors: Akihiro Ishii, Manabu Yasumoto, Yokusu Kuriyama, Masatomi Kanai, Kanjin Inomiya
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Patent number: 7009079Abstract: There is disclosed an optically active salicylideneaminoalcohol compound of formula (1): wherein R1 represents an alkyl group or the like, R2 represents an aryl group and the like, and when X1 represents a nitro, X2 is a hydrogen atom, when X1 represents a chlorine atom, X2 is a chlorine atom, and when X1 is a hydrogen atom, X2 is a fluorine atom; and the carbon atom denoted by “*” is an asymmetric carbon atom having either an S or R configuration, and a chiral copper complex produced from the optically active salicylidenaminoalcohol compound and a copper compound.Type: GrantFiled: July 24, 2003Date of Patent: March 7, 2006Assignee: Sumitomo Chemical Company, LimitedInventors: Masashi Kamitamari, Gohfu Suzukamo, Michio Yamamoto, Koji Hagiya, Makoto Itagaki
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Patent number: 6861559Abstract: A process is described for producing one or more substituted iminoamines, in particular ?-unsaturated ?-iminoamines, in a single reaction comprising reacting one or more primary amines, alkynes, and isonitriles in the presence of a transition metal catalytic complex, preferably a titanium metal catalytic complex such as (N,N-di(pyrrolyl-?-methyl)-N-methylamine)titanium (Ti(NMe2)2(dpma)), under reaction conditions effective for 3-component coupling of the primary amines, alkynes, and isonitriles to produce one or more of the substituted iminoamines.Type: GrantFiled: December 10, 2002Date of Patent: March 1, 2005Assignee: Board of Trustees of Michigan State UniversityInventor: Aaron L. Odom
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Patent number: 6844446Abstract: Catalyst compositions useful for the polymerization of olefins are disclosed. These compositions comprise a Group 8-10 metal complex comprising a bidentate or variable denticity ligand comprising one or two nitrogen donor atom or atoms independently substituted by an aromatic or heteroaromatic ring(s), wherein the ortho positions of said ring(s) are substituted by aryl or heteroaryl groups. Also disclosed are processes for the polymerization of olefins using the catalyst compositions.Type: GrantFiled: April 15, 2003Date of Patent: January 18, 2005Assignee: Eastman Chemical CompanyInventors: Leslie Shane Moody, Peter Borden Mackenzie, Christopher Moore Killian, Gino Georges Lavoie, James Allen Ponasik, Jr., Thomas William Smith, Jason Clay Pearson, Anthony Gerard Martin Barrett
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Patent number: 6828159Abstract: The invention relates to the use of carbopyronine compounds of general formula (I) as marker groups in methods for detecting analytes. The invention also relates to novel carbopyronine compounds and to a method for producing same.Type: GrantFiled: October 26, 2001Date of Patent: December 7, 2004Inventors: Karl-Heinz Drexhage, Jutta Arden-Jacob, Jörg Frantzeskos, Alexander Zilles
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Publication number: 20040065870Abstract: Organic dye molecular materials prepared by coupling existing organic chromophore molecules to benzene or carbazole derivatives and nonlinear optical polymer compounds having polyimide repeating units coupled with the organic dye molecular material are provided.Type: ApplicationFiled: October 3, 2003Publication date: April 8, 2004Inventors: Jung Yun Do, Myung Hyun Lee, Seung Koo Park, Jung Jin Ju, Suntak Park
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Publication number: 20040053890Abstract: The present invention relates to novel naphthalene derivatives of formula (I), wherein R1, R2, R3 and X are as defined in the description, and preparation thereof. The compounds of formula (I) are useful as pharmaceuticals.Type: ApplicationFiled: May 19, 2003Publication date: March 18, 2004Inventors: Christopher Thomas Brain, Andrew James Culshaw, Edward Karol Dziadulewicz, Ulrich Schopfer
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Patent number: 6686345Abstract: A chemical composition and method of use of the composition is described. The chemical composition includes an aza-enediyne, aza-enyne allene, or an aza-diallene. These compound are preferably non-hydrolyzable, cationic compounds that bind to nucleic acids. In addition it is believed that these compounds may undergo chemical reactions in the presence of a nucleic acid to generate reactive intermediates that cleave nucleic acids.Type: GrantFiled: September 28, 2001Date of Patent: February 3, 2004Assignee: Research Development FoundationInventors: Sean Michael Kerwin, Wendi M. David
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Patent number: 6683214Abstract: An amino group of an &agr;-amino acid ester is protected as an imine, and it is then reacted with a halomethyllithium to obtain an N-protected-&agr;-aminohalomethylketone. Further, this N-protected-&agr;-aminohalomethylketone is treated with an acid to obtain an &agr;-aminohalomethylketone. This process is suited for industrial production, and can produce an &agr;-aminohalomethylketone and its related compounds economically and efficiently.Type: GrantFiled: October 10, 2002Date of Patent: January 27, 2004Assignee: Ajinomoto Co., Inc.Inventors: Tomoyuki Onishi, Takashi Nakano, Naoko Hirose, Masakazu Nakazawa, Kunisuke Izawa
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Patent number: 6677423Abstract: Polyethylene is formed by contacting ethylene with a novel iron or cobalt complex of a selected 1,4,7-triaza-3-oxa-1,4,6-heptatriene or 2,5,8-triaza-1,8-nonadiene, optionally in the presence of a cocatalyst such as an alkylaluminum compound. The polymers formed as useful for molding and in films.Type: GrantFiled: July 31, 2002Date of Patent: January 13, 2004Assignee: E. I. du Pont de Nemours and CompanyInventor: Lynda Kaye Johnson
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Publication number: 20030176741Abstract: A process for the purification of 2-methoxy-5-trifluoro-methoxy benzaldehyde oil in which the oil is converted to amine by reaction of a nitroaniline with the oil; the imine is isolated as a solid; and the solid imine is converted back to the 2-methoxy-5-trifluoromethoxy benzaldehyde oil. The nitroaniline is selected from the group consisting of 3-nitroaniline, 3-methyl-2-nitroaniline, 4-methyl-2-nitroaniline, 2 methyl-3-nitroaniline and 4-methyl-3-nitroaniline.Type: ApplicationFiled: December 9, 2002Publication date: September 18, 2003Applicant: Pfizer Inc.Inventors: Timothy J. N. Watson, Patrice Arpin, Michael G. Vetelino
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Publication number: 20030162965Abstract: Methods for the synthesis of benzodiazepine compounds having farnesyl protein transferase inhibitory activity.Type: ApplicationFiled: November 12, 2002Publication date: August 28, 2003Inventors: David R. Kronenthal, Rao S. Bhandaru, Zhongping Shi, Boguslaw M. Mudryk
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Patent number: 6596863Abstract: Process for producing a nitroetheneamine derivative or its stereoisomer, its tautomer or a salt thereof comprising reacting a compound of the formula with a compound of the formula R6—CH2NO2 to obtain a compound of the formula and reacting the resulting compound with a compound of the formulaType: GrantFiled: April 29, 2002Date of Patent: July 22, 2003Assignee: Ishihara Sangyo Kaisha, Ltd.Inventors: Fuminori Kato, Keizo Miyata, Hirohiko Kimura, Kazuhiro Yamamoto, Hiroyuki Ikegami, Hiromi Takeo
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Patent number: 6576779Abstract: The present invention is directed to certain novel late transition metal salicylaldimine chelates and, further, to novel bidentate ligand compounds of substituted salicylaldimine, and their utility as polymerization catalysts alone or in combination with adjunct agent and/or Lewis base in processes of polymerizing olefin monomers and copolymerizing olefin monomers with functionalized olefin monomers.Type: GrantFiled: May 10, 2000Date of Patent: June 10, 2003Assignee: Cryovac, Inc.Inventors: Donald Albert Bansleben, Stefan K. Friedrich, Todd Ross Younkin, Robert Howard Grubbs, Chunming Wang, Robert Tan Li
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Patent number: 6552155Abstract: The invention relates to polyaldimines of formula [1] and their use within moisture curable one part polyurea compositions. wherein j is an integer of 3 to 30 and R2 is unsubstituted homocyclic or heterocyclic aryl radical or alkyl, alkoxy, alkylthio or halogen substituted homocyclic or heterocyclic aryl radical.Type: GrantFiled: October 25, 2001Date of Patent: April 22, 2003Inventors: Arie Gutman, Gennadiy Nisnovich, Igor Zaltzman, Lev Judovich, Vladimir Kuznetsov
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Patent number: 6509467Abstract: A catalytic transfer hydrogenation process is provided. The catalyst employed in the process is a metal neutral hydrocarbyl complex which is coordinated to defined bidentate ligands. Preferred metals include rhodium, ruthenium and iridium. Preferred bidentate ligands are diamines and aminoalcohols, particularly those comprising chiral centers. The hydrogen donor is advantageously a mixture of triethylamine and formic acid. The process can be employed to transfer hydrogenate iminium salts, which are preferably prochiral.Type: GrantFiled: March 21, 2001Date of Patent: January 21, 2003Assignee: Avecia LimitedInventors: Andrew John Blacker, Lynne Alison Campbell
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Patent number: 6500985Abstract: An amino group of an &agr;-amino acid ester is protected as an imine, and it is then reacted with a halomethyllithium to obtain an N-protected-&agr;-aminohalomethylketone. Further, this N-protected-&agr;-aminohalomethylketone is treated with an acid to obtain an &agr;-aminohalomethylketone. This process is suited for industrial production, and can produce an &agr;-aminohalomethylketone and its related compounds economically and efficiently.Type: GrantFiled: July 25, 2001Date of Patent: December 31, 2002Assignee: Ajinomoto Co., Inc.Inventors: Tomoyuki Onishi, Takashi Nakano, Naoko Hirose, Masakazu Nakazawa, Kunisuke Izawa
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Patent number: 6458979Abstract: Polyethylene is formed by contacting ethylene with a novel iron or cobalt complex of a selected 1,4,7-triaza-3-oxa-1,4,6-heptatriene or 2,5,8-triaza-1,8-nonadiene, optionally in the presence of a cocatalyst such as an alkylaluminum compound. The polymers formed as useful for molding and in films.Type: GrantFiled: April 24, 2000Date of Patent: October 1, 2002Assignee: E. I. du Pont de Nemours and CompanyInventor: Lynda Kaye Johnson
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Publication number: 20020132797Abstract: A chemical composition and method of use of the composition is described. The chemical composition includes an aza-enediyne, aza-enyne allene, or an aza-diallene. These compound are preferably non-hydrolyzable, cationic compounds that bind to nucleic acids. In addition it is believed that these compounds may undergo chemical reactions in the presence of a nucleic acid to generate reactive intermediates that cleave nucleic acids.Type: ApplicationFiled: September 28, 2001Publication date: September 19, 2002Inventors: Sean Michael Kerwin, Wendi M. David
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Patent number: 6451792Abstract: A medical composition containing, as an active constituent, a nitroetheneamine derivative represented by the formula (I): wherein the substituents are as defined in the disclosure, its stereoisomers, its tautomers or a salt thereof.Type: GrantFiled: March 20, 2001Date of Patent: September 17, 2002Assignee: Ishihara Sangyo Kaisha Ltd.Inventors: Fuminori Kato, Keizo Miyata, Hirohiko Kimura, Kazuhiro Yamamoto, Hiroyuki Ikegami, Hiromi Takeo
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Publication number: 20020128490Abstract: The present invention provides methodology for carbon-nitrogen bond formation via vinyl or aryl amination. In the process of the invention, an sp2 hybridized radical is reacted with an azomethine moiety to form pyrrolidine and indole compounds. The methodology provides a facile process for the synthesis of compounds having the pyrrolidine or indole subunit and is especially advantageous for compounds having acid or base labile functional groups andor is comprised of chiral centers susceptible to acidbase epimerization.Type: ApplicationFiled: March 7, 2001Publication date: September 12, 2002Inventors: Jeffrey N. Johnston, Rajesh Viswanathan
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Patent number: 6417400Abstract: The present invention relates to: a) methylbiphenyl derivatives of general formula: in which R1 represents OH, C3-C7 alkyl or C3-C7 cycloalkyl, these compounds being in the form of individual isomers or mixtures thereof, b) their preparation by reaction: either of a hydroxylamine salt with an N-substituted o-(p-tolyl)benzaldimine, to give o-(p-tolyl)benzaldoxime or of an N-substituted 2-halobenzaldimine with a p-tolylmagnesium halide in the presence of an inorganic manganese derivative, to give the compounds of formula I in which R1 represents C3-C7 alkyl or C3-C7 cycloalkyl c) their use for the preparation of o-(p-tolyl)-benzonitrile, which is an intermediate in the synthesis of medicinal products.Type: GrantFiled: October 23, 2000Date of Patent: July 9, 2002Assignee: Sanofi-SynthelaboInventors: Jean-Robert Dormoy, Dominique Goubet, Patrice Moreau
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Publication number: 20020065315Abstract: The present invention relates to ion channel modulating agents. More particularly, the present invention relates to a particular class of chemical compounds represented by general Formula (I) and a pharmaceutically acceptable salt or an oxide or a hydrate thereof, that has proven useful as modulators of SKCa, IKCa and BKCa channels. In further aspects, the present invention relates to the use of these SK/IK/BK channel modulating agents for the manufacture of medicaments, and pharmaceutical compositions comprising the SK/IK/BK channel modulating agents. The SK/IK/BK channel modulating agents of the invention are useful for the treatment or alleviation of diseases and conditions associated with the SK/IK/BK channels.Type: ApplicationFiled: November 9, 2001Publication date: May 30, 2002Inventors: Bo Skaaning Jensen, Lene Teuber, Dorte Strobaek, Palle Christophersen, Soren Peter Olesen
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Patent number: 6335303Abstract: The present invention describes methods of making a series of amine-containing organic compounds which are used as ligands for group 3-10 and lanthanide metal compounds. The ligands have electron-withdrawing groups bonded to them. The metal compounds, when combined with a cocatalyst, are catalysts for the polymerization of olefins.Type: GrantFiled: February 16, 2000Date of Patent: January 1, 2002Assignee: The Regents of the University of CaliforniaInventors: John G. Watkin, Damon R. Click
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Patent number: 6225499Abstract: This invention provides a process for preparing aminoarylacetylenes comprising reacting a N-arylmethylidene aminoarylhalide with a terminal acetylene in the presence of a base and a catalyst system comprising a palladium catalyst and a cuprous salt to produce a novel N-arylmethylidene aminoarylacetylene, and hydrolyzing the N-arylmethylidene aminoarylacetylene to the aminoarylacetylene. In one embodiment, the invention provides a process for preparing aminophenylacetylenes comprising reacting a N-benzylidene aminophenylhalide with a terminal acetylene in the presence of a base and the catalyst system to produce a novel N-benzylidene aminophenylacetylene, and hydrolyzing the N-benzylidene aminophenylacetylene to the aminophenylacetylene.Type: GrantFiled: July 14, 1997Date of Patent: May 1, 2001Assignee: Catalytica Pharmaceuticals, Inc.Inventor: John M. Gruber
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Patent number: 6100429Abstract: This invention provides a process for preparing aminoarylacetylenes comprising reacting a N-arylmethylidene aminoarylhalide with a terminal acetylene in the presence of a base and a catalyst system comprising a palladium catalyst and a cuprous salt to produce a novel N-arylmethylidene aminoarylacetylene, and hydrolyzing the N-arylmethylidene aminoarylacetylene to the aminoarylacetylene.Type: GrantFiled: June 16, 1999Date of Patent: August 8, 2000Assignee: Catalytica Pharmaceuticals, Inc.Inventor: John M. Gruber
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Patent number: 6093851Abstract: There is disclosed an N-(.alpha.-alkylbenzylidene)-.alpha.-phenylalkylarmine represented by the general formula (1): ##STR1## wherein R.sup.1 represents a lower alkyl group, R.sup.2 represents a hydrogen atom, a halogen atom, a lower alkyl group or a lower alkoxy group and X represents a halogen atom or a lower alkoxy group, its use and a process for producing the same and processes for producing intermediates therefor.Type: GrantFiled: August 14, 1998Date of Patent: July 25, 2000Assignee: Sumitomo Chemical Company, Ltd.Inventors: Koji Hagiya, Etsuko Harada, Hideyuki Goto
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Patent number: 6034273Abstract: There is provided a process for the preparation of 2-aryl-5-(perfluoroalkyl)pyrrole compounds from N-(arylmethylene)-1-chloro-1-(perfluoroalkyl)methylamine compounds. The 2-aryl-5-(perfluoroalkyl)pyrrole compounds are useful for the control of insect and acarid pests, and may also be used to prepare other pesticidal arylpyrrole compounds.The present invention provides N-(arylmethylene)-1-chloro-1-(perfluoroalkyl)methylamine compounds which are useful as intermediates in the preparation of arylpyrrole compounds.Type: GrantFiled: June 29, 1999Date of Patent: March 7, 2000Assignee: American Cyanamid CompanyInventor: Venkataraman Kameswaran
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Patent number: 5998627Abstract: Nitrones are produced by reaction of primary amine with aldehyde or ketone, in the presence of a transition metal-containing oxidation catalyst, and a peroxidic compound. The nitrone can then be reacted with a vinylaromatic compound to produce a 2-hydrocarbyl-5-arylisoxazolidine. Both such reactions can be conducted concurrently by including the vinylaromatic compound in the initial reaction mixture. Hydrogenation of the 2-hydrocarbyl-5-arylisoxazolidine, e.g., using hydrogen and a palladium-carbon catalyst, forms an N-hydrocarbyl-3-aryl-3-hydroxypropylamine. Such reactions enable, inter alia, synthesis of the racemic hydrochloride salt of N-methyl-3-phenyl-3-[4-trifluoromethyl)phenoxy]-propylamine, known generically as fluoxetine hydrochloride, a widely used antidepressant.Type: GrantFiled: August 4, 1997Date of Patent: December 7, 1999Assignee: Albemarle CorporationInventor: Kevin J. Theriot
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Patent number: 5990151Abstract: The present invention relates to an optically active, substituted phenylalkylamine derivative represented by Formula [1]: ##STR1## wherein A is a substituted or non-substituted phenyl or thienyl; X.sup.1 is hydrogen, halogen, hydroxyl or a substituted or non-substituted C.sub.1-5 alkoxy; R.sup.1 and R.sup.2 are equally or differently hydrogen, C.sub.1-7 alkyl, C.sub.3-7 alkenyl or C.sub.3-7 alkynyl; R.sup.3 is C.sub.1-10 alkyl, C.sub.2-10 alkenyl or C.sub.2-10 alkynyl; n is an integer from 2 to 5; and m is an integer from 1 to 4,or a pharmaceutically acceptable salt thereof, and pharmaceutical use of such compound or salt. The compound of the invention is excellent in sigma 1 receptor antagonism and useful for treating schizophrenia, depression, anxiety, cerebrovascular diseases/senile troublesome behaviors, and cognitive dysfunctions and motor dysfunctions such as Alzheimer's disease, Parkinson's disease and Huntington's disease which are neurodegenerative diseases.Type: GrantFiled: May 15, 1998Date of Patent: November 23, 1999Assignee: Taisho Pharmaceutical Co., Ltd.Inventors: Atsuro Nakazato, Toshihito Kumagai, Tomoki Miyazawa, Koumei Ohta, Yutaka Kawashima, Katsuo Hatayama, deceased
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Patent number: 5969154Abstract: A liquid crystalline compound of formula ##STR1## wherein B and D are each independently of the other C.sub.6 -C.sub.24 alkyl, ##STR2## L is ##STR3## methyl or C.sub.10 -C.sub.18 alkyl, wherein R.sub.1 is C.sub.4 -C.sub.18 alkyl, with the proviso that when L is methyl, at least one of B and D is C.sub.6 -C.sub.24 alkyl;R2 is hydrogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, halogen, cyano or nitro,R3, R4 and R5 are each independently of one another hydrogen, OR6, SR6, SeR6, --NHR6, --NR6R7, ##STR4## with the proviso that at least one of R3, R4 and R5 is not hydrogen, R6 is C.sub.7 -C.sub.37 alkyl, C.sub.7 -C.sub.37 alkylene or C.sub.5 -C.sub.18 alkyl which is interrupted by 1 to 6 hetero atoms selected from the group consisting of O, S and N,R7 is hydrogen or R9,R8 is hydrogen or C.sub.1 -C.sub.4 alkyl, andR9 is C.sub.1 -C.sub.12 alkyl, C.sub.2 -C.sub.12 alkylene or C.sub.3 -C.sub.12 alkyl which is interrupted by 1 to 6 hetero atoms selected from the group consisting of O, S and N.Type: GrantFiled: December 10, 1997Date of Patent: October 19, 1999Assignee: Ciba Specialty Chemicals CorporationInventors: Zhimin Hao, Abul Iqbal, Nancy Tebaldi, Klaus Praefcke
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Patent number: 5965773Abstract: There is provided a process for the preparation of 2-aryl-5-(perfluoroalkyl)pyrrole compounds from N-(perfluoroalkylmethyl)arylimidoyl chloride compounds. The 2-aryl-5-(perfluoroalkyl)pyrrole compounds are useful for the control of insect and acarid pests, and may also be used to prepare other pesticidal arylpyrrole compounds.In addition, the present invention provides N-(perfluoroalkylmethyl)arylimidoyl chloride compounds which are useful as intermediates in the preparation of arylpyrrole compounds.Type: GrantFiled: February 9, 1999Date of Patent: October 12, 1999Assignee: American Cyanamid CompanyInventor: Venkataraman Kameswaran