Nitrogen Double Bonded And Two Rings Bonded Directly To The Same Acyclic Carbon (e.g., Auramines, Etc.) Patents (Class 564/269)
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Publication number: 20150010469Abstract: 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: ApplicationFiled: July 3, 2014Publication date: January 8, 2015Applicants: British Columbia Cancer Agency Branch, University of British ColumbiaInventors: Raymond John Andersen, Javier Garcia Fernandez, Marianne Dorothy Sadar
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Publication number: 20140100371Abstract: 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 pType: ApplicationFiled: November 18, 2011Publication date: April 10, 2014Applicant: Saltigo GmbHInventors: Alain Cotte, Matthias Cotta, Felix Rudolph, Bingrui Song, Lukas Goossen
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Patent number: 8212083Abstract: 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: GrantFiled: April 27, 2007Date of Patent: July 3, 2012Assignee: Intezyne Technologies, Inc.Inventors: Kurt Breitenkamp, Kevin N. Sill, Habib Skaff
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Publication number: 20110306782Abstract: 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: ApplicationFiled: December 8, 2008Publication date: December 15, 2011Applicant: CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE (C.N.R.S)Inventors: Marc Taillefer, Ning Xia, Florian Monnier, Anis Tlili
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Patent number: 7964695Abstract: 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: GrantFiled: September 25, 2006Date of Patent: June 21, 2011Assignee: Albemarle CorporationInventors: John Y. Lee, Paul L. Wiggins, Judit Orgad, Mahmood Sabahi, Vernon O. Brandt
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Patent number: 7683214Abstract: 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: GrantFiled: March 1, 2007Date of Patent: March 23, 2010Assignee: BASF SEInventors: Thilo Hahn, Frank Haese, Ulrich Köhler, Ekkehard Schwab, Johann-Peter Melder, Jan Eberhardt
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Publication number: 20090093654Abstract: 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: ApplicationFiled: March 1, 2007Publication date: April 9, 2009Applicant: BASF AkteingesellschaftInventors: Thilo Hahn, Frank Haese, Ulrich Koehler, Ekkehard Schwab, Johann-Peter Melder, Jan Eberhardt
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Patent number: 7473802Abstract: 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: GrantFiled: September 1, 2006Date of Patent: January 6, 2009Assignee: FUJIFILM CorporationInventors: Keizo Kimura, Tomohito Masaki, Osamu Uchida, Katsuyoshi Yamakawa
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Publication number: 20080188638Abstract: 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: ApplicationFiled: April 27, 2007Publication date: August 7, 2008Applicant: Intezyne TechnologiesInventors: Kurt Breitenkamp, Kevin N. Sill, Habib Skaff
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Patent number: 7288677Abstract: 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: GrantFiled: March 27, 2006Date of Patent: October 30, 2007Assignee: Albemarle CorporationInventors: John Y. Lee, Paul L. Wiggins, Judit Orgad, Mahmood Sabahi, Vernon O. Brandt
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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: 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: 6664423Abstract: 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: GrantFiled: November 14, 2002Date of Patent: December 16, 2003Assignee: Degussa AGInventors: Juergen Herwig, Stefan Leininger, Georg Oenbrink, Thomas Schiffer
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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: 6323366Abstract: 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: GrantFiled: July 24, 1998Date of Patent: November 27, 2001Assignee: Massachusetts Institute of TechnologyInventors: John P. Wolfe, Jens Ahman, Joseph P. Sadighi, Robert A. Singer, Stephen L. Buchwald
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Publication number: 20010020021Abstract: 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: ApplicationFiled: June 24, 1999Publication date: September 6, 2001Inventors: 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
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Patent number: 6037378Abstract: 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: GrantFiled: January 14, 1999Date of Patent: March 14, 2000Assignee: BASF AktiengesellschaftInventors: Thomas Grote, Herbert Bayer, Ruth Muller, Hubert Sauter, Reinhard Kirstgen, Volker Harries, Gisela Lorenz, Eberhard Ammermann, Siegfried Strathmann
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Patent number: 5904814Abstract: 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: GrantFiled: October 15, 1997Date of Patent: May 18, 1999Assignee: BASF AktiengesellschaftInventors: Guido Voit, Matthias Dernbach, Karl Beck, Martin Holderbaum, Hans-Jurgen Weyer
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Patent number: 5679855Abstract: 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: GrantFiled: November 21, 1995Date of Patent: October 21, 1997Assignee: BASF AktiengesellschaftInventors: Guido Voit, Martin Holderbaum, Tom Witzel, Alexander Aumuller
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Patent number: 5344980Abstract: 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: GrantFiled: November 23, 1993Date of Patent: September 6, 1994Assignee: Hoechst Celanese Corp.Inventors: Mohammad Aslam, William Basinger
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Patent number: 4831132Abstract: 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: GrantFiled: December 30, 1986Date of Patent: May 16, 1989Assignee: Shionogi & Co., Ltd.Inventors: Tsutomu Sugasawa, Kazuyuki Sasakura
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Patent number: 4638080Abstract: 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: GrantFiled: February 25, 1986Date of Patent: January 20, 1987Assignee: SynthelaboInventors: Bernard Raizon, Guy Rossey, Alexander Wick
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Patent number: 4564636Abstract: 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: GrantFiled: April 13, 1984Date of Patent: January 14, 1986Assignee: SynthelaboInventor: Jean P. Kaplan
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Patent number: 4478851Abstract: 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: GrantFiled: May 2, 1983Date of Patent: October 23, 1984Assignee: SynthelaboInventors: Jean-Pierre Kaplan, Bernard Raizon
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Patent number: 4400536Abstract: 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: GrantFiled: February 11, 1981Date of Patent: August 23, 1983Assignee: SynthelaboInventors: Jean-Pierre Kaplan, Bernard Raizon