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)
  • Patent number: 8853452
    Abstract: 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: Grant
    Filed: February 9, 2010
    Date of Patent: October 7, 2014
    Assignee: The Administrators of the Tulane Educational Fund
    Inventors: Barbara S. Beckman, Maryam Foroozesh, Jiawang Liu
  • Publication number: 20140193518
    Abstract: 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: Application
    Filed: December 28, 2012
    Publication date: July 10, 2014
    Applicant: UNIVERSITY OF FLORIDA RESEARCH FOUNDATION, INC.
    Inventor: UNIVERSITY OF FLORIDA RESEARCH FOUNDATION, INC.
  • Patent number: 8766004
    Abstract: 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: Grant
    Filed: January 13, 2011
    Date of Patent: July 1, 2014
    Assignee: The Research Foundation of State University of New York
    Inventor: Jacqueline S. Bennett
  • Publication number: 20140121343
    Abstract: 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: Application
    Filed: October 25, 2012
    Publication date: May 1, 2014
    Applicant: CHEVRON PHILLIPS CHEMICAL COMPANY LP
    Inventor: Mark L. Hlavinka
  • Patent number: 8680155
    Abstract: 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: Grant
    Filed: July 26, 2011
    Date of Patent: March 25, 2014
    Assignee: Kaohsiung Medical University
    Inventors: Jeh-Jeng Wang, Wan-Ping Hu, Wei-Sheng Lo
  • Publication number: 20130274487
    Abstract: 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: Application
    Filed: December 19, 2011
    Publication date: October 17, 2013
    Applicant: FIRMENICH SA
    Inventors: Sylvia Joyeuse Adélaïde Ada Saudan, Michel Alfred Joseph Saudan
  • Publication number: 20130035284
    Abstract: 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: Application
    Filed: March 5, 2012
    Publication date: February 7, 2013
    Applicant: The Board of Regents of the University of Texas System
    Inventors: Stanley J. Watowich, Suzanne M. Tomlinson, Scott Gilbertson
  • Publication number: 20130018186
    Abstract: 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: Application
    Filed: December 9, 2010
    Publication date: January 17, 2013
    Applicant: Bayer Intellectual Property GmbH
    Inventors: Christoph Gürtler, Thomas Ernst Müller, Pieter Ooms, Johann Rechner, Friedhelm Risse, Angelina Prokofieva, Franco Doro, Burkhard Köhler, Walter Leitner, Aurel Wolf
  • Publication number: 20120283475
    Abstract: 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: Application
    Filed: July 26, 2011
    Publication date: November 8, 2012
    Applicant: KAOHSIUNG MEDICAL UNIVERSITY
    Inventors: JEH-JENG WANG, WAN-PING HU, WEI-SHENG LO
  • Publication number: 20110301347
    Abstract: The present invention relates to the compounds of formula I, processes for their production and their use as anti-inflammatory agents.
    Type: Application
    Filed: August 15, 2011
    Publication date: December 8, 2011
    Inventors: Markus BERGER, Jan Dahmen, Hartmut Rehwinkel, Stefan Jaroch, Heike Schäcke
  • Publication number: 20110214810
    Abstract: 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: Application
    Filed: May 16, 2011
    Publication date: September 8, 2011
    Applicant: SIKA TECHNOLOGY AG
    Inventors: Urs BURCKHARDT, Ursula Stadelmann
  • Publication number: 20110196174
    Abstract: 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: Application
    Filed: January 13, 2011
    Publication date: August 11, 2011
    Applicant: The Research Foundation of State University of New York
    Inventor: Jacqueline S. Bennett
  • Publication number: 20110166349
    Abstract: 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: Application
    Filed: May 8, 2009
    Publication date: July 7, 2011
    Applicant: The Regents of the University of California
    Inventors: Guy Bertrand, Vincent Lavallo, Guido D. Frey, Bruno Donnadieu, Michele Soleil-Havoup
  • Patent number: 7459586
    Abstract: 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: Grant
    Filed: February 21, 2005
    Date of Patent: December 2, 2008
    Assignee: Central Glass Company Limited
    Inventors: Akihiro Ishii, Masatomi Kanai, Yokusu Kuriyama, Manabu Yasumoto, Kenjin Inomiya, Takashi Ootsuka, Katsuhide Suto, Koji Ueda
  • Publication number: 20080200669
    Abstract: The present invention relates to processes for the production of phenolic 4-biphenylylazetidin-2-one derivatives of formula
    Type: Application
    Filed: May 11, 2006
    Publication date: August 21, 2008
    Applicant: Microbia, Inc.
    Inventors: Timothy C. Barden, Peter Lee, Eduardo J. Martinez, Wayne C. Schairer, John J. Talley
  • Patent number: 7355075
    Abstract: 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: Grant
    Filed: June 16, 2006
    Date of Patent: April 8, 2008
    Assignee: The University of Connecticut
    Inventors: Shanthakumar Sithambaram, Young-Chan Son, Steven L. Suib
  • Patent number: 7250526
    Abstract: 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: Grant
    Filed: November 29, 2001
    Date of Patent: July 31, 2007
    Assignee: NPIL Pharmaceuticals (UK) Limited
    Inventors: Andrew John Blacker, Christian Bubert, Jonathan Michael Jeremy Williams, Stephen Martin Brown
  • Patent number: 7217839
    Abstract: 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: Grant
    Filed: September 6, 2006
    Date of Patent: May 15, 2007
    Assignee: Fujifilm Corporation
    Inventors: Keizo Kimura, Tomohito Masaki, Katsuyoshi Yamakawa
  • Patent number: 7081551
    Abstract: 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: Grant
    Filed: May 21, 2003
    Date of Patent: July 25, 2006
    Assignee: Central Glass Co., Ltd.
    Inventors: Akihiro Ishii, Manabu Yasumoto, Yokusu Kuriyama, Masatomi Kanai, Kanjin Inomiya
  • Patent number: 7009079
    Abstract: 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: Grant
    Filed: July 24, 2003
    Date of Patent: March 7, 2006
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Masashi Kamitamari, Gohfu Suzukamo, Michio Yamamoto, Koji Hagiya, Makoto Itagaki
  • Patent number: 6861559
    Abstract: 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: Grant
    Filed: December 10, 2002
    Date of Patent: March 1, 2005
    Assignee: Board of Trustees of Michigan State University
    Inventor: Aaron L. Odom
  • Patent number: 6844446
    Abstract: 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: Grant
    Filed: April 15, 2003
    Date of Patent: January 18, 2005
    Assignee: Eastman Chemical Company
    Inventors: 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
  • Patent number: 6828159
    Abstract: 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: Grant
    Filed: October 26, 2001
    Date of Patent: December 7, 2004
    Inventors: Karl-Heinz Drexhage, Jutta Arden-Jacob, Jörg Frantzeskos, Alexander Zilles
  • Publication number: 20040065870
    Abstract: 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: Application
    Filed: October 3, 2003
    Publication date: April 8, 2004
    Inventors: Jung Yun Do, Myung Hyun Lee, Seung Koo Park, Jung Jin Ju, Suntak Park
  • Publication number: 20040053890
    Abstract: 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: Application
    Filed: May 19, 2003
    Publication date: March 18, 2004
    Inventors: Christopher Thomas Brain, Andrew James Culshaw, Edward Karol Dziadulewicz, Ulrich Schopfer
  • Patent number: 6686345
    Abstract: 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: Grant
    Filed: September 28, 2001
    Date of Patent: February 3, 2004
    Assignee: Research Development Foundation
    Inventors: Sean Michael Kerwin, Wendi M. David
  • Patent number: 6683214
    Abstract: 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: Grant
    Filed: October 10, 2002
    Date of Patent: January 27, 2004
    Assignee: Ajinomoto Co., Inc.
    Inventors: Tomoyuki Onishi, Takashi Nakano, Naoko Hirose, Masakazu Nakazawa, Kunisuke Izawa
  • Patent number: 6677423
    Abstract: 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: Grant
    Filed: July 31, 2002
    Date of Patent: January 13, 2004
    Assignee: E. I. du Pont de Nemours and Company
    Inventor: Lynda Kaye Johnson
  • Publication number: 20030176741
    Abstract: 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: Application
    Filed: December 9, 2002
    Publication date: September 18, 2003
    Applicant: Pfizer Inc.
    Inventors: Timothy J. N. Watson, Patrice Arpin, Michael G. Vetelino
  • Publication number: 20030162965
    Abstract: Methods for the synthesis of benzodiazepine compounds having farnesyl protein transferase inhibitory activity.
    Type: Application
    Filed: November 12, 2002
    Publication date: August 28, 2003
    Inventors: David R. Kronenthal, Rao S. Bhandaru, Zhongping Shi, Boguslaw M. Mudryk
  • Patent number: 6596863
    Abstract: 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 formula
    Type: Grant
    Filed: April 29, 2002
    Date of Patent: July 22, 2003
    Assignee: Ishihara Sangyo Kaisha, Ltd.
    Inventors: Fuminori Kato, Keizo Miyata, Hirohiko Kimura, Kazuhiro Yamamoto, Hiroyuki Ikegami, Hiromi Takeo
  • Patent number: 6576779
    Abstract: 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: Grant
    Filed: May 10, 2000
    Date of Patent: June 10, 2003
    Assignee: Cryovac, Inc.
    Inventors: Donald Albert Bansleben, Stefan K. Friedrich, Todd Ross Younkin, Robert Howard Grubbs, Chunming Wang, Robert Tan Li
  • Patent number: 6552155
    Abstract: 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: Grant
    Filed: October 25, 2001
    Date of Patent: April 22, 2003
    Inventors: Arie Gutman, Gennadiy Nisnovich, Igor Zaltzman, Lev Judovich, Vladimir Kuznetsov
  • Patent number: 6509467
    Abstract: 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: Grant
    Filed: March 21, 2001
    Date of Patent: January 21, 2003
    Assignee: Avecia Limited
    Inventors: Andrew John Blacker, Lynne Alison Campbell
  • Patent number: 6500985
    Abstract: 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: Grant
    Filed: July 25, 2001
    Date of Patent: December 31, 2002
    Assignee: Ajinomoto Co., Inc.
    Inventors: Tomoyuki Onishi, Takashi Nakano, Naoko Hirose, Masakazu Nakazawa, Kunisuke Izawa
  • Patent number: 6458979
    Abstract: 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: Grant
    Filed: April 24, 2000
    Date of Patent: October 1, 2002
    Assignee: E. I. du Pont de Nemours and Company
    Inventor: Lynda Kaye Johnson
  • Publication number: 20020132797
    Abstract: 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: Application
    Filed: September 28, 2001
    Publication date: September 19, 2002
    Inventors: Sean Michael Kerwin, Wendi M. David
  • Patent number: 6451792
    Abstract: 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: Grant
    Filed: March 20, 2001
    Date of Patent: September 17, 2002
    Assignee: Ishihara Sangyo Kaisha Ltd.
    Inventors: Fuminori Kato, Keizo Miyata, Hirohiko Kimura, Kazuhiro Yamamoto, Hiroyuki Ikegami, Hiromi Takeo
  • Publication number: 20020128490
    Abstract: 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: Application
    Filed: March 7, 2001
    Publication date: September 12, 2002
    Inventors: Jeffrey N. Johnston, Rajesh Viswanathan
  • Patent number: 6417400
    Abstract: 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: Grant
    Filed: October 23, 2000
    Date of Patent: July 9, 2002
    Assignee: Sanofi-Synthelabo
    Inventors: Jean-Robert Dormoy, Dominique Goubet, Patrice Moreau
  • Publication number: 20020065315
    Abstract: 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: Application
    Filed: November 9, 2001
    Publication date: May 30, 2002
    Inventors: Bo Skaaning Jensen, Lene Teuber, Dorte Strobaek, Palle Christophersen, Soren Peter Olesen
  • Patent number: 6335303
    Abstract: 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: Grant
    Filed: February 16, 2000
    Date of Patent: January 1, 2002
    Assignee: The Regents of the University of California
    Inventors: John G. Watkin, Damon R. Click
  • Patent number: 6225499
    Abstract: 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: Grant
    Filed: July 14, 1997
    Date of Patent: May 1, 2001
    Assignee: Catalytica Pharmaceuticals, Inc.
    Inventor: John M. Gruber
  • Patent number: 6100429
    Abstract: 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: Grant
    Filed: June 16, 1999
    Date of Patent: August 8, 2000
    Assignee: Catalytica Pharmaceuticals, Inc.
    Inventor: John M. Gruber
  • Patent number: 6093851
    Abstract: 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: Grant
    Filed: August 14, 1998
    Date of Patent: July 25, 2000
    Assignee: Sumitomo Chemical Company, Ltd.
    Inventors: Koji Hagiya, Etsuko Harada, Hideyuki Goto
  • Patent number: 6034273
    Abstract: 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: Grant
    Filed: June 29, 1999
    Date of Patent: March 7, 2000
    Assignee: American Cyanamid Company
    Inventor: Venkataraman Kameswaran
  • Patent number: 5998627
    Abstract: 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: Grant
    Filed: August 4, 1997
    Date of Patent: December 7, 1999
    Assignee: Albemarle Corporation
    Inventor: Kevin J. Theriot
  • Patent number: 5990151
    Abstract: 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: Grant
    Filed: May 15, 1998
    Date of Patent: November 23, 1999
    Assignee: Taisho Pharmaceutical Co., Ltd.
    Inventors: Atsuro Nakazato, Toshihito Kumagai, Tomoki Miyazawa, Koumei Ohta, Yutaka Kawashima, Katsuo Hatayama, deceased
  • Patent number: 5969154
    Abstract: 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: Grant
    Filed: December 10, 1997
    Date of Patent: October 19, 1999
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Zhimin Hao, Abul Iqbal, Nancy Tebaldi, Klaus Praefcke
  • Patent number: 5965773
    Abstract: 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: Grant
    Filed: February 9, 1999
    Date of Patent: October 12, 1999
    Assignee: American Cyanamid Company
    Inventor: Venkataraman Kameswaran