Nitrogen Double Bonded And Two Rings Bonded Directly To The Same Acyclic Carbon (e.g., Auramines, Etc.) Patents (Class 564/269)
  • Publication number: 20150010469
    Abstract: Compounds having a structure of Formula I: or a pharmaceutically acceptable salt, tautomer, stereoisomer or deuterated analogue thereof, wherein X, R, R1, R2, R3, R4, M1, M2, L1, L2, J1, J2, a1, a2, b1 and b2 are as defined herein, are provided. Uses of such compounds for treatment of various indications, including prostate cancer as well as methods of treatment involving such compounds are also provided.
    Type: Application
    Filed: July 3, 2014
    Publication date: January 8, 2015
    Applicants: British Columbia Cancer Agency Branch, University of British Columbia
    Inventors: Raymond John Andersen, Javier Garcia Fernandez, Marianne Dorothy Sadar
  • Publication number: 20140100371
    Abstract: A process for preparing azomethines of the general formula (V) where R is an optionally substituted carbocyclic aromatic radical having 6 to 24 carbon atoms or an optionally substituted alkyl radical or an optionally substituted heteroaromatic radical having 5 to 24 carbon atoms, and R1 is an optionally substituted carbocyclic aromatic radical having 6 to 24 carbon atoms or an optionally substituted heteroaromatic radical having 5 to 24 carbon atoms, R2 is hydrogen or an optionally substituted carbocyclic aromatic radical having 6 to 24 carbon atoms or an optionally substituted alkyl radical or an optionally substituted cycloalkyl radical N or an optionally substituted heteroaromatic radical having 5 to 24 carbon atoms by reacting alpha-oxo carboxylates of the general formula (I) where n is a number in the range from 1 to 6, M(n+) is a cation, with aryl bromides of the general formula (IV) and amines of the general formula (II) via the alpha-iminocarboxylate intermediate of the general formula (III), in the p
    Type: Application
    Filed: November 18, 2011
    Publication date: April 10, 2014
    Applicant: Saltigo GmbH
    Inventors: Alain Cotte, Matthias Cotta, Felix Rudolph, Bingrui Song, Lukas Goossen
  • Patent number: 8212083
    Abstract: The present invention provides bifunctional polymers, methods of preparing the same, and intermediates thereto. These compounds are useful in a variety of applications including the PEGylation of biologically active molecules. The invention also provides methods of using said compounds and compositions thereof.
    Type: Grant
    Filed: April 27, 2007
    Date of Patent: July 3, 2012
    Assignee: Intezyne Technologies, Inc.
    Inventors: Kurt Breitenkamp, Kevin N. Sill, Habib Skaff
  • Publication number: 20110306782
    Abstract: The present invention concerns a process for creating a Carbon-Carbon bond (C—C) or a Carbon-Heteroatom bond (C-HE) by reacting a compound carrying a leaving group with a nucleophilic compound carrying a carbon atom or a heteroatom (HE) that can substitute for the leaving group, creating a C—C or C-HE bond, wherein the reaction takes place in the presence of an effective quantity of a. a catalytic system comprising a ligand and at least a metal-based catalyst, such a metal catalyst being chosen among iron or copper compounds proviso that only a single metal is present.
    Type: Application
    Filed: December 8, 2008
    Publication date: December 15, 2011
    Applicant: CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE (C.N.R.S)
    Inventors: Marc Taillefer, Ning Xia, Florian Monnier, Anis Tlili
  • Patent number: 7964695
    Abstract: This invention provides chain extender compositions. These compositions comprise (i) an aromatic primary diamine, and (ii) a component selected from the group consisting of: (a) an aliphatic secondary diamine; (b) an aliphatic primary diamine; (c) an aliphatic secondary diamine and an aliphatic primary diamine; (d) a diimine; and (e) a combination of any two or more of (a) through (d). When (ii) is (a), (a) has amino hydrocarbyl groups which are secondary or tertiary hydrocarbyl groups; when (ii) is (d), and (d) is an aromatic diimine, each imino hydrocarbylidene group has at least two carbon atoms. Processes for producing polyurethanes, polyureas, and polyurea-urethanes are also provided.
    Type: Grant
    Filed: September 25, 2006
    Date of Patent: June 21, 2011
    Assignee: Albemarle Corporation
    Inventors: John Y. Lee, Paul L. Wiggins, Judit Orgad, Mahmood Sabahi, Vernon O. Brandt
  • Patent number: 7683214
    Abstract: A process for the preparation of benzophenonimine (BPI) of the general formula I where R1 and R2 are C1- to C4-alkoxy, C1- to C2-alkylamine and C2- to C4-dialkylamine and m and n are integers from 0 to 5 and R1 and R2, independently of one another, may be identical or different, by reacting benzophenone (BP) of the general formula II where R1, R2, m and n have the abovementioned meanings, in ammonia and in the presence of titanium dioxide, the titanium dioxide being present substantially in the anatase modification.
    Type: Grant
    Filed: March 1, 2007
    Date of Patent: March 23, 2010
    Assignee: BASF SE
    Inventors: Thilo Hahn, Frank Haese, Ulrich Köhler, Ekkehard Schwab, Johann-Peter Melder, Jan Eberhardt
  • Publication number: 20090093654
    Abstract: A process for the preparation of benzophenonimine (BPI) of the general formula I where R1 and R2 are C1- to C4-alkoxy, C1- to C2-alkylamine and C2- to C4-dialkylamine and m and n are integers from 0 to 5 and R1 and R2, independently of one another, may be identical or different, by reacting benzophenone (BP) of the general formula II where R1, R2, m and n have the abovementioned meanings, in ammonia and in the presence of titanium dioxide, the titanium dioxide being present substantially in the anatase modification.
    Type: Application
    Filed: March 1, 2007
    Publication date: April 9, 2009
    Applicant: BASF Akteingesellschaft
    Inventors: Thilo Hahn, Frank Haese, Ulrich Koehler, Ekkehard Schwab, Johann-Peter Melder, Jan Eberhardt
  • Patent number: 7473802
    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 peroxomonosulfuric acid or its salt. 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 1, 2006
    Date of Patent: January 6, 2009
    Assignee: FUJIFILM Corporation
    Inventors: Keizo Kimura, Tomohito Masaki, Osamu Uchida, Katsuyoshi Yamakawa
  • Publication number: 20080188638
    Abstract: The present invention provides bifunctional polymers, methods of preparing the same, and intermediates thereto. These compounds are useful in a variety of applications including the PEGylation of biologically active molecules. The invention also provides methods of using said compounds and compositions thereof.
    Type: Application
    Filed: April 27, 2007
    Publication date: August 7, 2008
    Applicant: Intezyne Technologies
    Inventors: Kurt Breitenkamp, Kevin N. Sill, Habib Skaff
  • Patent number: 7288677
    Abstract: This invention provides aromatic diimines which have imino hydrocarbylidene groups with at least two carbon atoms, and aromatic secondary diamines which have amino hydrocarbyl groups with at least two carbon atoms. Both the aromatic diimines and the aromatic secondary diamines either are in the form of one phenyl ring, or are in the form of two phenyl rings connected by an alkylene bridge; each position ortho to an imino group or an amino group bears a hydrocarbyl group. When in the form of one phenyl ring, there are two imino groups on the ring or two amino groups on the ring; the imino groups or amino groups are meta or para relative to each other. When in the form of two phenyl rings connected by an alkylene bridge, there is either one imino group or one amino group on each phenyl ring. Also provided are processes for forming diimines and secondary diamines.
    Type: Grant
    Filed: March 27, 2006
    Date of Patent: October 30, 2007
    Assignee: Albemarle Corporation
    Inventors: John Y. Lee, Paul L. Wiggins, Judit Orgad, Mahmood Sabahi, Vernon O. Brandt
  • 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: 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: 6664423
    Abstract: Oximes are prepared from ketones or aldehydes, hydrogen peroxide and ammonia. The reaction is carried out in a system of one aqueous phase and one phase of hydrocarbons inert under the reaction conditions in the presence of at least one interphase contactor and a catalyst system which consists of at least two components. A first component of the catalyst system is present in heterogeneous form and is based on titanium, silicon and oxygen and a second component is a homogeneously dissolved or suspended ammonium salt.
    Type: Grant
    Filed: November 14, 2002
    Date of Patent: December 16, 2003
    Assignee: Degussa AG
    Inventors: Juergen Herwig, Stefan Leininger, Georg Oenbrink, Thomas Schiffer
  • 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: 6323366
    Abstract: The present invention provides a method for the preparation of a wide range of primary arylamines. The arylamines are prepared in two efficient, straightforward transformations: 1) an activated aryl group and an imine group are combined, in the presence of a transition metal catalyst, under conditions wherein the transition metal catalyst catalyzes the formation of a carbon-nitrogen bond between the activated carbon of the arene and the imine nitrogen; and 2) the resulting N-aryl imine is transformed, via any of a number of standard protocols, to the primary arylamine. The method of the invention may also be exploited in the preparation of vinylamines.
    Type: Grant
    Filed: July 24, 1998
    Date of Patent: November 27, 2001
    Assignee: Massachusetts Institute of Technology
    Inventors: John P. Wolfe, Jens Ahman, Joseph P. Sadighi, Robert A. Singer, Stephen L. Buchwald
  • Publication number: 20010020021
    Abstract: A sulfonyl divalent aromatic or heteroaromatic ring hydroxamic acid compound that inter alia inhibits matrix metalloprotease activity is disclosed as are a treatment process that comprises administering a contemplated sulfonyl divalent aromatic or heteroaromatic ring hydroxamic acid compound in a MMP enzyme-inhibiting effective amount to a host having a condition associated with pathological matrix metalloprotease activity.
    Type: Application
    Filed: June 24, 1999
    Publication date: September 6, 2001
    Inventors: LOUIS J. BEDELL, JOSEPH J. MCDONALD, THOMAS E. BARTA, DANIEL P. BECKER, SHASHIDHAR N. RAO, JOHN N. FRESKOS, BRENT V. MISCHKE, DANIEL P. GETMAN, GARY A. DECRESCENZO
  • Patent number: 6037378
    Abstract: Phenylacetic acid derivatives of the formula I ##STR1## where the substituents and the index have the following meanings: X is NOCH.sub.3, CHOCH.sub.3, CHCH.sub.3 ;Y is O, NRR.sup.1,R independently of one another are hydrogen and C.sub.1 -C.sub.4 -alkyl;R.sup.2 is cyano, nitro, trifluoromethyl, halogen, alkyl and alkoxy;m is 0, 1 or 2, it being possible for the radicals R.sup.2 to be different when m is 2;R.sup.3 is hydrogen, cyano, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -haloalkyl, C.sub.3 -C.sub.6 -cycloalkyl;R.sup.4, R.sup.5 and R.sup.6 have the meanings given in claim 1,and their salts, a process and intermediates for the preparation of these compounds, and compositions comprising them for controlling animal pests and harmful fungi.
    Type: Grant
    Filed: January 14, 1999
    Date of Patent: March 14, 2000
    Assignee: BASF Aktiengesellschaft
    Inventors: Thomas Grote, Herbert Bayer, Ruth Muller, Hubert Sauter, Reinhard Kirstgen, Volker Harries, Gisela Lorenz, Eberhard Ammermann, Siegfried Strathmann
  • Patent number: 5904814
    Abstract: A process for removing water and ammonia from benzophenone imine reactor effluents resulting from the catalytic reaction of benzophenones of the formula I ##STR1## where R.sup.1 and R.sup.2, have the meaning stated in the specification and wherein ammonia is distilled off from effluents and wherein water is either distilled off from the effluents over removed non-distillatively.
    Type: Grant
    Filed: October 15, 1997
    Date of Patent: May 18, 1999
    Assignee: BASF Aktiengesellschaft
    Inventors: Guido Voit, Matthias Dernbach, Karl Beck, Martin Holderbaum, Hans-Jurgen Weyer
  • Patent number: 5679855
    Abstract: A process for preparing benzophenone imines of the general formula I ##STR1## where R.sup.1 to R.sup.6 are hydrogen, C.sub.1 -to C.sub.4 -alkoxy, C.sub.1 -to C.sub.2 -alkylamine or C.sub.2 -to C.sub.4 -dialkylamine, by reacting benzophenones of the general formula II ##STR2## where R.sup.1 to R.sup.6 have the abovementioned meanings, in liquid ammonia in the presence of oxides of the elements boron, aluminum, gallium, indium, silicon, germanium, tin, lead, phosphorus, arsenic, antimony, bismuth, scandium, yttrium, titanium, zirconium, vanadium, niobium, tantalum or mixtures thereof at from 50.degree. to 150.degree. C. and from 50 to 350 bar is described.
    Type: Grant
    Filed: November 21, 1995
    Date of Patent: October 21, 1997
    Assignee: BASF Aktiengesellschaft
    Inventors: Guido Voit, Martin Holderbaum, Tom Witzel, Alexander Aumuller
  • Patent number: 5344980
    Abstract: Novel 4-substituted acetophenone anils and methods for preparing 1,3,5-tris(4'-hydroxyphenyl)benzenes from 4-substituted acetophenones such as 4-hydroxyacetophenones or, from substituted 4-hydroxyacetophenone-anils such as 4-hydroxyacetophenone-anil by reacting the 4-substituted acetophenone or corresponding anil with an aniline derivative.
    Type: Grant
    Filed: November 23, 1993
    Date of Patent: September 6, 1994
    Assignee: Hoechst Celanese Corp.
    Inventors: Mohammad Aslam, William Basinger
  • Patent number: 4831132
    Abstract: Novel ortho-(mono-substituted amino)phenylimines being intermediates to psychotropic drugs and other drugs are economically and industrially prepared by reacting anilines with nitriles in the presence of a boron trifluoride ether adduct and a halide-type Lewis acid, if necessary together with an organic base. Furthermore, the imines can be hydrolyzed with an acid to afford the corresponding ketones.
    Type: Grant
    Filed: December 30, 1986
    Date of Patent: May 16, 1989
    Assignee: Shionogi & Co., Ltd.
    Inventors: Tsutomu Sugasawa, Kazuyuki Sasakura
  • Patent number: 4638080
    Abstract: Process for preparing diphenylazomethines of formula (II) ##STR1## by decarboxylation of diphenylazomethines of formula (I) ##STR2## in which X.sub.1 and X.sub.2 each denote, independently of each other, a hydrogen atom or a halogen atom or a methyl radical,R.sub.1 is H or linear or branched (C.sub.1-4) alkyl radical,R.sub.2 is the radical COOH, a linear or branched (C.sub.1-4) alkyl radical, the radical CONH.sub.2 or a linear or branched COO(C.sub.1-4) alkyl radical, andR.sub.3 denotes a hydrogen atom or the methyl radical.
    Type: Grant
    Filed: February 25, 1986
    Date of Patent: January 20, 1987
    Assignee: Synthelabo
    Inventors: Bernard Raizon, Guy Rossey, Alexander Wick
  • Patent number: 4564636
    Abstract: Diphenylazomethines of the formula (I) ##STR1## in which R represents --(CH.sub.2).sub.4 OH, --(CH.sub.2).sub.2 --CHOH--CH.sub.3, --CH.sub.2 --CHOH--C.sub.2 H.sub.5, --CH.sub.2 --CHOH--CH.sub.2 --COOH, --CH.sub.2 --CHOH--CH.sub.2 --CONH.sub.2, --CH.sub.2 --CH.sub.2 --CHOH--CH.sub.2 OH or --CH.sub.2 --CHOH--COOH (in the form of the racemate or of an optically active isomer when the compound contains an asymmetric carbon) act on the central nervous system and find use as antidepressants and anticonvulsants.
    Type: Grant
    Filed: April 13, 1984
    Date of Patent: January 14, 1986
    Assignee: Synthelabo
    Inventor: Jean P. Kaplan
  • Patent number: 4478851
    Abstract: Benzylidene derivatives of the formula: ##STR1## in which each of X.sub.1, X.sub.2, X.sub.3 and X.sub.4 independently of one another represents hydrogen, halogen, a linear or branched alkyl radical of 1 to 4 carbon atoms, CF.sub.3, NO.sub.2, phenyl, methoxy, or amino, at least two of the substituents X.sub.1, X.sub.2, X.sub.3 and X.sub.4 being different from hydrogen, and R represents a linear or branched alkyl radical of 1 to 16 carbon atoms or an alkenyl radical of 2 to 8 carbon atoms, which may be produced by reaction of the corresponding ketones with an amine, are active on the central nervous system, especially as anti-convulsants.
    Type: Grant
    Filed: May 2, 1983
    Date of Patent: October 23, 1984
    Assignee: Synthelabo
    Inventors: Jean-Pierre Kaplan, Bernard Raizon
  • Patent number: 4400536
    Abstract: Benzylidene derivatives of the formula: ##STR1## in which each of X.sub.1, X.sub.2, X.sub.3 and X.sub.4 independently of one another represents hydrogen, halogen, a linear or branched alkyl radical of 1 to 4 carbon atoms, CF.sub.3, NO.sub.2, phenyl, methoxy, or amino, at least two of the substituents X.sub.1, X.sub.2, X.sub.3 and X.sub.4 being different from hydrogen, and R represents a linear or branched alkyl radical of 1 to 16 carbon atoms or an alkenyl radical of 2 to 8 carbon atoms, which may be produced by reaction of the corresponding ketones with an amine, are active on the central nervous system, especially as anti-convulsants.
    Type: Grant
    Filed: February 11, 1981
    Date of Patent: August 23, 1983
    Assignee: Synthelabo
    Inventors: Jean-Pierre Kaplan, Bernard Raizon