Additional Carbon Bonded Directly To The Nitrogen Patents (Class 552/247)
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Patent number: 9554977Abstract: The present invention relates to azomethine-type direct dyes having a triaromatic unit of formula (I) below: and also the use thereof for dyeing keratin fibers, in particular human keratin fibers such as the hair. The invention also relates to a composition for dyeing keratin fibers, comprising, in a medium suitable for dyeing, such direct dyes. Another subject of the present invention is a method for dyeing keratin fibers using said dye composition. Finally, the present invention also relates to precursors of these direct dyes.Type: GrantFiled: December 13, 2012Date of Patent: January 31, 2017Assignee: L'OREALInventors: Stephane Sabelle, Madeleine Leduc, Olivier Guerard
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Publication number: 20150025222Abstract: The invention discloses new substituted anthraquinone dyes that may be useful as cellular stains. In some aspect of the invention, the nuclear stains are useful for staining the nuclei of dead or fixed cells. Another aspect of the invention relates to substituted anthraquinone dyes comprising an enzyme substrate moiety that is transformable or cleavable by an enzyme such that the transformation or cleavage of the substrate moiety causes a detectable change in the functionality or spectral properties of the dye.Type: ApplicationFiled: April 9, 2014Publication date: January 22, 2015Applicant: Biotium, Inc.Inventors: Fei MAO, Wai-Yee LEUNG, Ching-Ying CHEUNG, Lori Michelle ROBERTS
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Patent number: 8801808Abstract: One subject of the present invention is a dye composition comprising benzyl alcohol, at least one C1-C4 monoalcohol and at least one anthraquinone direct dye of formula (I) or azomethine direct dye of formula (II). The composition of the invention makes it possible to obtain colorings that are intense and resistant.Type: GrantFiled: December 19, 2011Date of Patent: August 12, 2014Assignee: L'orealInventors: Boris Lalleman, Alain Lagrange
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Patent number: 8790892Abstract: The invention discloses new substituted anthraquinone dyes that may be useful as cellular stains. In some aspect of the invention, the nuclear stains are useful for staining the nuclei of dead or fixed cells. Another aspect of the invention relates to substituted anthraquinone dyes comprising an enzyme substrate moiety that is transformable or cleavable by an enzyme such that the transformation or cleavage of the substrate moiety causes a detectable change in the functionality or spectral properties of the dye.Type: GrantFiled: April 4, 2012Date of Patent: July 29, 2014Assignee: Biotium, Inc.Inventors: Fei Mao, Wai-Yee Leung, Ching-Ying Cheung, Lori Michelle Roberts
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Publication number: 20130227797Abstract: The invention relates to the dyeing of human keratinous fibres, in particular the hair, using anionic direct dyes or acid dyes having a tetraalkylammonium counterion of formula (I) with Col(?)m. R1, R2, R3, R4, m, and n as defined in the description. A subject-matter of the invention is a dyeing composition comprising an anionic dye of formula (I) and a method for dyeing keratinous fibres, such as the hair, employing the said composition. A subject-matter of the invention is likewise novel dyes of formula (I) and their uses for the colouring of keratinous fibres. This composition makes it possible to obtain a chromatic, powerful and particularly persistent colouring on keratinous fibres.Type: ApplicationFiled: November 16, 2011Publication date: September 5, 2013Applicant: L'OREALInventor: Andrew Greaves
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Patent number: 8492569Abstract: A (meth)acrylate ester includes a (meth)acrylate moiety having an ester oxygen, an anthraquinone moiety having a transmittance spectrum producing blue light, and a linking group covalently bound to the ester oxygen and to a ring of the anthraquinone moiety, the linking group including, as a first component: phenyl, naphthyl, a linear alkyl group having from 1 to about 6 carbons, a branched alkyl group having from 3 to about 6 carbons, a cycloalkyl group having from about 3 to about 20 carbons, or a substituted aromatic group.Type: GrantFiled: December 18, 2009Date of Patent: July 23, 2013Assignee: Cheil Industries, Inc.Inventors: Shahrokh Motallebi, Sina Maghsoodi
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Publication number: 20130018180Abstract: Disclosed herein are a crystal of a human TOPII (hTOPII)-DNA binary complex, the method for preparing the same and the use thereof. The hTOPII-DNA binary complex includes an hTOPII portion that contains an hTOPII core domain (hTOPIIcore), and a synthetic double-stranded DNA in complex with the hTOPII portion. The synthetic double-stranded DNA has a first DNA strand comprising nucleotide positions 3 to 20 of the sequence of 5?-NNNCCGAGCNNNNGCTCGGNNN-3? (SEQ ID NO: 1), wherein N is any one of adenine, thymine, cytosine, or guanine, and a second DNA strand complementary to the first DNA strand.Type: ApplicationFiled: July 24, 2012Publication date: January 17, 2013Applicant: National Taiwan UniversityInventors: Nei-Li CHAN, Tsai-Kun Li, Chyuan-Chuan Wu, Ying-Ren Wang
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Publication number: 20120252063Abstract: The invention discloses new substituted anthraquinone dyes that may be useful as cellular stains. In some aspect of the invention, the nuclear stains are useful for staining the nuclei of dead or fixed cells. Another aspect of the invention relates to substituted anthraquinone dyes comprising an enzyme substrate moiety that is transformable or cleavable by an enzyme such that the transformation or cleavage of the substrate moiety causes a detectable change in the functionality or spectral properties of the dye.Type: ApplicationFiled: April 4, 2012Publication date: October 4, 2012Applicant: Biotium, IncInventors: Fei Mao, Wai-Yee Leung, Ching-Ying Cheung, Lori Michelle Roberts
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Publication number: 20110149128Abstract: A (meth)acrylate ester includes a (meth)acrylate moiety having an ester oxygen, an anthraquinone moiety having a transmittance spectrum producing blue light, and a linking group covalently bound to the ester oxygen and to a ring of the anthraquinone moiety, the linking group including, as a first component: phenyl, naphthyl, a linear alkyl group having from 1 to about 6 carbons, a branched alkyl group having from 3 to about 6 carbons, a cycloalkyl group having from about 3 to about 20 carbons, or a substituted aromatic group.Type: ApplicationFiled: December 18, 2009Publication date: June 23, 2011Inventors: Shahrokh Motallebi, Sina Maghsoodi
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Patent number: 7524979Abstract: A process for preparing a colorant of the formula which comprises preparing a first reaction mixture by admixing leucoquinizarin and, optionally, quinizarin, an aminobenzene substituted with an alcohol group of the formula —R1—OH, boric acid, and an optional solvent, and heating the first reaction mixture to prepare an alcohol-substituted colorant of the formula followed by converting the colorant thus prepared to either an ester-substituted colorant by reaction with an esterification compound which is either an anhydride of the formula or an acid of the formula R2COOH in the presence of an optional esterification catalyst, or a urethane-substituted colorant by reaction with an isocyanate compound of the formula R4—N?C?C?O, and brominating the colorant thus prepared, wherein either conversion to ester or urethane can be performed before bromination or bromination can be performed before conversion to ester or urethane.Type: GrantFiled: February 21, 2006Date of Patent: April 28, 2009Assignee: Xerox CorporationInventors: C. Wayne Jaeger, Jeffery H. Banning
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Publication number: 20080168608Abstract: The subject of the present invention is the use, for dyeing in particular human keratin materials, of a specific direct anthraquinone dye by dry thermal transfer. Its subject is furthermore a method for dyeing keratin materials, in which at least one direct anthraquinone dye contained in a dry composition is applied to or close to the keratin materials, and a source of heat is applied, causing the thermal transfer of the direct dye(s) at the surface and/or inside the keratin materials. It relates furthermore to the dry composition and a method for preparing it.Type: ApplicationFiled: February 28, 2006Publication date: July 17, 2008Inventors: Gregory Plos, Luc Gourlaouen, Jean-Dominique Bazin De Bezons
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Patent number: 7276537Abstract: A compound of formula (I): in which A is a C alkylene group with a chain length between NH and N(O)R?R? of at least 2 carbon atoms and R? and R? are each separately selected from C1-4 alkyl groups and C2-4 hydroxyalkyl and C2-4 dihydroxyalkyl groups, or R? and R? together are a C2-6 alkylene group, is formulated so that upon dissolution in aqueous solution the pH of the solution is in the range of 5 to 9. The compound may be in the form of salt with a physiologically acceptable acid having a pKa in the range of ?3.0 (minus 3.0) to 9.Type: GrantFiled: May 15, 2006Date of Patent: October 2, 2007Assignee: BTG International LimitedInventors: William Alexander Denny, Laurence Hylton Patterson, Gavin William Halbert, Steven John Ford
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Patent number: 7053227Abstract: A process for preparing a colorant of the formula which comprises preparing a first reaction mixture by admixing leucoquinizarin and, optionally, quinizarin, an aminobenzene substituted with an alcohol group of the formula —R1—OH, boric acid, and an optional solvent, and heating the first reaction mixture to prepare an alcohol-substituted colorant of the formula followed by converting the colorant thus prepared to either an ester-substituted colorant by reaction with an esterification compound which is either an anhydride of the formula or an acid of the formula R2COOH in the presence of an optional esterification catalyst or a urethane-substituted colorant by reaction with an isocyanate compound of the formula R4—N?C?O and brominating the colorant thus prepared, wherein either conversion to ester or urethane can be performed before bromination or bromination can be performed before conversion to ester or urethane.Type: GrantFiled: September 27, 2002Date of Patent: May 30, 2006Assignee: Xerox CorporationInventors: C. Wayne Jaeger, Jeffery H. Banning
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Patent number: 6420576Abstract: The process for preparing arylaminohydroxyanthraquinone of the formula by reacting appropriate chlorohydroxyanthraquinone with an amine of the formula (III) H2N—Ar (III), is characterized in that one mole of amine of the formula (III) plus an excess of 10 to 100% based on one mole of amine is used per chlorine atom in the compounds of the formula (II) and the reaction is carried out in an inert solvent in the presence of a base selected from the group consisting of the carbonates of the alkali and alkaline earth metals, the acetates of the alkali metals, the phosphates of the alkali metals and any mixtures thereof.Type: GrantFiled: July 26, 2000Date of Patent: July 16, 2002Assignee: Bayer AktiengesellschaftInventors: Josef-Walter Stawitz, Stephan Michaelis
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Patent number: 6320063Abstract: A process for the preparation of the compound AQ4 of formula 3: or a salt or N-oxide thereof, includes the step:Type: GrantFiled: December 15, 2000Date of Patent: November 20, 2001Assignee: BTG International LimitedInventors: William Alexander Denny, Ho Huat Lee
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Patent number: 5981600Abstract: A compound selected from the group having the general formula ##STR1## wherein Z is a divalent moiety selected from linear or branched, saturated or unsaturated alkylene group, and the O.dbd.C(R) group contains one of a quaternary ammonium group and a sugar moiety, or the O.dbd.C(R) group is part of a neuraminic acid moiety, and their pharmacologically acceptable acid addition salts. Also a medical preparate with antineoplastic effects utilizing such a compound.Type: GrantFiled: August 26, 1997Date of Patent: November 9, 1999Inventor: Fikret Baykut
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Patent number: 5733880Abstract: A compound having the structural formula, ##STR1## where R.sup.1 and R.sup.2 are independently hydrogen or hydroxyl. R.sup.2 and R.sup.3 are independently oxo or hydrogen, one of R.sup.5 and R.sup.6 is A--B and the other is hydrogen, hydroxyl, or a group A, wherein each A is a spacer group providing --NH-- or --CO-- in the bond with B (if present); at least one A group does not provide the residue of an .alpha.-amino acid adjacent the anthraquinone nucleus and the A of any A--B moiety is joined to the anthraquinone nucleus via an --NH-- bond, and each B is a peptide group or a physiologically acceptable derivative thereof. The compounds are useful as antitumor compounds.Type: GrantFiled: March 28, 1996Date of Patent: March 31, 1998Assignee: Napier University Ventures LimitedInventor: David John Mincher
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Patent number: 5493036Abstract: The invention relates to fibre-reactive anthraquinone dyes of formula ##STR1## wherein R.sub.1, R.sub.2, B, U, R and n are as defined in claim 1. The anthraquinone dyes of formula (1) are suitable for dyeing or printing hydroxyl group containing or nitrogen-containing fibre materials and give dyeings or prints of good allround fastness properties.Type: GrantFiled: September 19, 1994Date of Patent: February 20, 1996Assignee: Ciba-Geigy CorporationInventor: Jean-Marie Adam
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Patent number: 5436243Abstract: Potentiating agents inhibit the development of multidrug resistance, reduce drug-resistance in drug-resistant tumors, or sensitize tumors to antineoplastic drugs, thereby potentiating the effect of antineoplastic agents. The potentiating agents are aminoanthraquinones, preferably 1,4-bis(N-substituted) amino anthraquinones, and pharmaceutically acceptable salts thereof.Type: GrantFiled: November 17, 1993Date of Patent: July 25, 1995Assignees: Research Triangle Institute Duke University, Pharmaceuticals CorporationInventors: Clifford W. Sachs, Robert L. Fine, Lawrence M Ballas, R. Ivy Carroll, Robert Bell
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Patent number: 5387704Abstract: Process for preparing amino- and carbamoyl-substituted anthraquinones by Diels-Alder reaction of an N-butadienylcarbamic acid ester of the formula H.sub.2 C.dbd.CH--CH.dbd.CH--NH--COOR.sup.2, wherein R.sup.2 is alkyl or phenylalkyl, with a 1,4-naphthoquinone or with 1,4-benzoquinone to form a carbamoyl-substituted hydroanthraquinone intermediate and by oxidation of this intermediate with an oxygen-containing gas in a tertiary amine and in the presence of a copper salt to obtain a carbamoyl-substituted anthraquinone product. The Diels-Alder reaction and the oxidation reaction can be carried out as a one-pot synthesis or in separate steps. The carbamic acid ester reactant provides a blocking group represented by --COOR.sup.2, and this blocking group is optionally removed by treatment of the carbamoyl-substituted anthraquinone with an alkaline hydroxide solution.Type: GrantFiled: November 9, 1993Date of Patent: February 7, 1995Assignee: BASF AktiengesellschaftInventors: Klaus Ebel, Juergen Schroeder
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Patent number: 5204370Abstract: The present invention provides novel substituted anthraquinones having the formula ##STR1## wherein R.sub.1 and R.sub.2 are independently H, C.sub.1 -C.sub.10 alkyl, aryl, arylalkyl, alkylaryl;n and m are independently 1, 2, or 3;A is Halogen, OH, alkoxy, OCO(NR.sub.3 R.sub.4), S--C(NH.sub.2).dbd.NR.sub.5, or when m=1, comprises an oxirane ring with the adjacent oxygen atom;R.sub.3, R.sub.4, and R.sub.5 are independently H, alkyl, or aryl;X is H, OH, NR.sub.6 R.sub.7, Cl, Br, I, F, alkyl, aryl, alkoxy, aryloxy, COOR.sub.8, or CONR.sub.9 R.sub.10 ; andR.sub.6, R.sub.7, R.sub.8, R.sub.9, and R.sub.10 are independently H, lower alkyl, or aryluseful for inhibiting protein kinase C and treating conditions related to, or affected by inhibition of protein kinase C, particularly cancer tumors, inflammatory disease, reperfusion injury, and cardiac dysfunctions related to reperfusion injury.Type: GrantFiled: November 5, 1990Date of Patent: April 20, 1993Assignee: Sphinx Pharmaceuticals CorporationInventors: Jack B. Jiang, Mary G. Johnson
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Patent number: 5132327Abstract: Compounds of formula (I) ##STR1## in which R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are each separately selected from hydrogen, X, NH--A--NHR and NH--A--N(O)R'R" wherein X is hydroxy, halogeno, amino, C.sub.1-4 alkoxy or C.sub.2-8 alkanoyloxy, A is a C.sub.2-4 alkylene group with a chain length between NH and NHR or N(O)R'R" of at least 2 carbon atoms and R, R' and R" are each separately selected from C.sub.1-4 alkyl groups and C.sub.2-4 hydroxyalkyl and C.sub.2-4 dihydroxyalkyl groups in which the carbon atom attached to the nitrogen atom does not carry a hydroxy group and no carbon atom is substituted by two hydroxy groups, or R' and R" together are a C.sub.2-6 alkylene group which with the nitrogen atom to which R" and R" are attached forms a heterocyclic group having 3 to 7 atoms in the ring, but with the proviso that at least one of R.sub.1 to R.sub.4 is a group NH--A--N(O)R'R", and physiologically acceptable salts thereof are of value in the treatment of cancer.Type: GrantFiled: April 10, 1991Date of Patent: July 21, 1992Assignee: National Research Development CorporationInventor: Laurence H. Patterson
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Patent number: 4964876Abstract: The dye mixture mentioned in claim 1 or one of the dyes mentioned in claims 12 or 13 are used for the dyeing of polyester textile material.Type: GrantFiled: May 18, 1989Date of Patent: October 23, 1990Assignee: Ciba-Geigy CorporationInventors: Christian Frey, Bernd Dill, Konrad Schmid
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Patent number: 4902787Abstract: A method of producing a UV lightfast disperse dyestuff comprising selecting a disperse dyestuff having predetermined chromophoric groups, selecting a photostabilizer compound, designing a hybrid disperse dye molecular structure which contains the chromophoric groups of the selected disperse dyestuff and also contains the molecular structural features of the selected photostabilizer compound, and synthesizing the thus designed hybrid disperse dyestuff molecule. Such a method produces a hybrid dye molecule which is a UV lightfast analog of a disperse dyestuff having predetermined chromophoric groups, said hybrid dye molecule containing in its molecular structure the chromophoric groups of the selected disperse dyestuff and also containing the molecular structural features of a photostabilizer compound.Type: GrantFiled: April 21, 1988Date of Patent: February 20, 1990Assignee: North Carolina State UniversityInventor: Harold S. Freeman