Additional Carbon Bonded Directly To The Nitrogen Patents (Class 552/247)
  • Patent number: 9554977
    Abstract: 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: Grant
    Filed: December 13, 2012
    Date of Patent: January 31, 2017
    Assignee: L'OREAL
    Inventors: Stephane Sabelle, Madeleine Leduc, Olivier Guerard
  • Publication number: 20150025222
    Abstract: 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: Application
    Filed: April 9, 2014
    Publication date: January 22, 2015
    Applicant: Biotium, Inc.
    Inventors: Fei MAO, Wai-Yee LEUNG, Ching-Ying CHEUNG, Lori Michelle ROBERTS
  • Patent number: 8801808
    Abstract: 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: Grant
    Filed: December 19, 2011
    Date of Patent: August 12, 2014
    Assignee: L'oreal
    Inventors: Boris Lalleman, Alain Lagrange
  • Patent number: 8790892
    Abstract: 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: Grant
    Filed: April 4, 2012
    Date of Patent: July 29, 2014
    Assignee: Biotium, Inc.
    Inventors: Fei Mao, Wai-Yee Leung, Ching-Ying Cheung, Lori Michelle Roberts
  • Publication number: 20130227797
    Abstract: 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: Application
    Filed: November 16, 2011
    Publication date: September 5, 2013
    Applicant: L'OREAL
    Inventor: Andrew Greaves
  • Patent number: 8492569
    Abstract: 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: Grant
    Filed: December 18, 2009
    Date of Patent: July 23, 2013
    Assignee: Cheil Industries, Inc.
    Inventors: Shahrokh Motallebi, Sina Maghsoodi
  • Publication number: 20130018180
    Abstract: 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: Application
    Filed: July 24, 2012
    Publication date: January 17, 2013
    Applicant: National Taiwan University
    Inventors: Nei-Li CHAN, Tsai-Kun Li, Chyuan-Chuan Wu, Ying-Ren Wang
  • Publication number: 20120252063
    Abstract: 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: Application
    Filed: April 4, 2012
    Publication date: October 4, 2012
    Applicant: Biotium, Inc
    Inventors: Fei Mao, Wai-Yee Leung, Ching-Ying Cheung, Lori Michelle Roberts
  • Publication number: 20110149128
    Abstract: 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: Application
    Filed: December 18, 2009
    Publication date: June 23, 2011
    Inventors: Shahrokh Motallebi, Sina Maghsoodi
  • Patent number: 7524979
    Abstract: 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: Grant
    Filed: February 21, 2006
    Date of Patent: April 28, 2009
    Assignee: Xerox Corporation
    Inventors: C. Wayne Jaeger, Jeffery H. Banning
  • Publication number: 20080168608
    Abstract: 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: Application
    Filed: February 28, 2006
    Publication date: July 17, 2008
    Inventors: Gregory Plos, Luc Gourlaouen, Jean-Dominique Bazin De Bezons
  • Patent number: 7276537
    Abstract: 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: Grant
    Filed: May 15, 2006
    Date of Patent: October 2, 2007
    Assignee: BTG International Limited
    Inventors: William Alexander Denny, Laurence Hylton Patterson, Gavin William Halbert, Steven John Ford
  • Patent number: 7053227
    Abstract: 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: Grant
    Filed: September 27, 2002
    Date of Patent: May 30, 2006
    Assignee: Xerox Corporation
    Inventors: C. Wayne Jaeger, Jeffery H. Banning
  • Patent number: 6420576
    Abstract: 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: Grant
    Filed: July 26, 2000
    Date of Patent: July 16, 2002
    Assignee: Bayer Aktiengesellschaft
    Inventors: Josef-Walter Stawitz, Stephan Michaelis
  • Patent number: 6320063
    Abstract: A process for the preparation of the compound AQ4 of formula 3: or a salt or N-oxide thereof, includes the step:
    Type: Grant
    Filed: December 15, 2000
    Date of Patent: November 20, 2001
    Assignee: BTG International Limited
    Inventors: William Alexander Denny, Ho Huat Lee
  • Patent number: 5981600
    Abstract: 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: Grant
    Filed: August 26, 1997
    Date of Patent: November 9, 1999
    Inventor: Fikret Baykut
  • Patent number: 5733880
    Abstract: 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: Grant
    Filed: March 28, 1996
    Date of Patent: March 31, 1998
    Assignee: Napier University Ventures Limited
    Inventor: David John Mincher
  • Patent number: 5493036
    Abstract: 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: Grant
    Filed: September 19, 1994
    Date of Patent: February 20, 1996
    Assignee: Ciba-Geigy Corporation
    Inventor: Jean-Marie Adam
  • Patent number: 5436243
    Abstract: 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: Grant
    Filed: November 17, 1993
    Date of Patent: July 25, 1995
    Assignees: Research Triangle Institute Duke University, Pharmaceuticals Corporation
    Inventors: Clifford W. Sachs, Robert L. Fine, Lawrence M Ballas, R. Ivy Carroll, Robert Bell
  • Patent number: 5387704
    Abstract: 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: Grant
    Filed: November 9, 1993
    Date of Patent: February 7, 1995
    Assignee: BASF Aktiengesellschaft
    Inventors: Klaus Ebel, Juergen Schroeder
  • Patent number: 5204370
    Abstract: 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: Grant
    Filed: November 5, 1990
    Date of Patent: April 20, 1993
    Assignee: Sphinx Pharmaceuticals Corporation
    Inventors: Jack B. Jiang, Mary G. Johnson
  • Patent number: 5132327
    Abstract: 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: Grant
    Filed: April 10, 1991
    Date of Patent: July 21, 1992
    Assignee: National Research Development Corporation
    Inventor: Laurence H. Patterson
  • Patent number: 4964876
    Abstract: 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: Grant
    Filed: May 18, 1989
    Date of Patent: October 23, 1990
    Assignee: Ciba-Geigy Corporation
    Inventors: Christian Frey, Bernd Dill, Konrad Schmid
  • Patent number: 4902787
    Abstract: 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: Grant
    Filed: April 21, 1988
    Date of Patent: February 20, 1990
    Assignee: North Carolina State University
    Inventor: Harold S. Freeman