Oxygen Bonded Directly At Alpha Position (i.e., 1-, 4-, 5- Or 8-position) Patents (Class 552/243)
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Patent number: 7901496Abstract: Disclosed is a phase change ink composition comprising a phase change ink carrier and a colorant compound of the formula wherein Y is a hydrogen atom or a bromine atom, n is an integer of 0, 1, 2, 3, or 4, R1 is an alkylene group, an arylene group, an arylalkylene group, or an alkylarylene group, provided that no oxygen atom creates a linkage, X is —O— or —NR3— wherein R3 is a hydrogen atom, an alkyl group, an aryl group, an arylalkyl group, or an alkylaryl group, and R2 is a hydrogen atom, an alkyl group, an aryl group, an arylalkyl group, or an alkylaryl group.Type: GrantFiled: July 29, 2004Date of Patent: March 8, 2011Assignee: Xerox CorporationInventors: Jeffrey H. Banning, Wolfgang G. Wedler, C. Wayne Jaeger
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Publication number: 20100081724Abstract: Processes for the separation and purification of polyphenol trans-resveratrol and/or anthraquinone emodin from Polygonum cuspidatum and/or Rumex acetosa, by means of solvent selective extraction. Products obtained by this process present high level of purity; being therefore useful in the preparation of nutraceutical (pharmaceutical and/or food) compositions with antioxidant, anti-inflammatory, antiviral, cardioprotective, neuroprotective, chemoprotective activities, besides protecting against infections and ischemia, treating type 1 and 2 diabetes, reducing obesity and preventing aging. Useful phytomedicines for the same therapeutic activity and prepared from the roots and/or rhizomes of Rumex acetosa or from their fractions are also provided.Type: ApplicationFiled: January 30, 2008Publication date: April 1, 2010Inventor: Andre Arigony Souto
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Patent number: 7683192Abstract: Disclosed is a colorant compound of the formula wherein Y is a hydrogen atom or a bromine atom, n is an integer of 0, 1, 2, 3, or 4, R1 is an alkylene group, an arylene group, an arylalkylene group, or an alkylarylene group, provided that no oxygen atom creates a linkage, X is —O— or —NR3— wherein R3 is a hydrogen atom, an alkyl group, an aryl group, an arylalkyl group, or an alkylaryl group, and R2 is a hydrogen atom, an alkyl group, an aryl group, an arylalkyl group, or an alkylaryl group.Type: GrantFiled: July 29, 2004Date of Patent: March 23, 2010Assignee: Xerox CorporationInventors: Jeffrey H. Banning, Wolfgang G. Wedler, C. Wayne Jaeger
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Patent number: 7544308Abstract: Dichroic dyes, compositions thereof, and liquid crystal compositions, microencapsulated liquid crystal compositions and liquid-crystal display elements employing the same. The dichroic dyes have high photostability in addition to excellent solubility. Furthermore, the liquid crystal composition employing the above dichroic dyes can have an orientational order parameter more than 0.7.Type: GrantFiled: December 29, 2005Date of Patent: June 9, 2009Assignee: Industrial Technology Research InstituteInventors: Shih-Hsien Liu, Yang-Chu Lin, Woan-Shiow Tzeng, Chih-Lin Su, Kung-Lung Cheng
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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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Patent number: 7160335Abstract: The present invention relates to a compound of formula I wherein R1 and R3 are each independently of the other —NHR5, NHSO2R5, —NHCOR5, —OR6 or —SR7, R2 and R4 are each independently of the other —OR6 or —SR7, with the proviso that not all of the substituents R1 to R4 are —SR7, R5 is hydrogen, alkyl, aryl, aralkyl or a group of formula —(CnH2nX)m—H wherein X is —O—, —S—, —SO2—, —NH—, —NR8—, —CONH— or —CONR8— and R8 is alkyl or aryl, n is a number from 2 to 6 and m is a number from 1 to 10, R6 is aryl or heteroaryl and R7 is alkyl, aryl, heteroaryl or a group of formula —(CnH2nX)m—H wherein X is —O—, —S—, —SO2—, —NH—, —NR8—, CONH— or —CONR8— and R8 is alkyl or aryl, to a process for the preparation thereof and to the use thereof in a method of producing mass-coloured plastics or polymeric colour particles.Type: GrantFiled: March 13, 2003Date of Patent: January 9, 2007Assignee: Ciba Specialty Chemicals CorporationInventors: Urs Lauk, Patric Nowack, Alfons Arquint
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Patent number: 7132403Abstract: Anthraquinones are described which are antihelminthic and in particular, are useful in compositions for inhibiting Schistosoma sp. in vitro or in vivo. The preferred anthraquinones have the formula: wherein R1, R2, R3, and R4 are each hydrogen, hydroxy, halogen, alkyl, substituted alkyl, alkene, substituted alkene, alkyne, aryl, substituted aryl, cyclic, substituted cyclic, acid group, carbohydrate, or combination thereof, R is a group containing 1 to 12 carbons such as methyl, alkyl, substituted alkyl, aldehyde, hydroxy, hydroxymethyl, acid group, carbohydrate, or combination thereof, and the halogen is I, F, Br, or Cl.Type: GrantFiled: January 20, 2004Date of Patent: November 7, 2006Assignees: Board of Trustees of Michigan State University, Regents of the University of CaliforniaInventors: Robert H. Cichewicz, Muraleedharan G. Nair, James H. McKerrow
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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: 6958406Abstract: Disclosed are compounds of the formula wherein Y is a hydrogen atom or a bromine atom, n is an integer of 0, 1, 2, 3, or 4, R1 is an alkylene group or an arylalkylene group, and X is (a) a hydrogen atom, (b) a group of the formula wherein R2 is an alkyl group, an aryl group, an arylalkyl group, or an alkylaryl group, (c) an alkyleneoxy, aryleneoxy, arylalkyleneoxy, or alkylaryleneoxy group, or (d) a group of the formula wherein R4 is an alkyl group, an aryl group, an arylalkyl group, or an alkylaryl group.Type: GrantFiled: September 27, 2002Date of Patent: October 25, 2005Assignee: Xerox CorporationInventors: Jeffery H. Banning, C. Wayne Jaeger
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Patent number: 6884899Abstract: The present invention relates to a process for preparing 1-amino-4-hydroxyanthraquinones of the formula (I) wherein R is an aliphatic or aromatic radical, by reacting 1,4-dihydroxyanthraquinone, optionally as a mixture with 2,3-dihydro-1,4-dihydroxyanthraquinone, with aliphatic or aromatic amines in the presence of N-methyl-2-pyrrolidone.Type: GrantFiled: August 15, 2002Date of Patent: April 26, 2005Assignee: Bayer AktiengesellschaftInventors: Christoph Thiebes, Josef-Walter Stawitz
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Patent number: 6861106Abstract: Dichroic dyes, dichroic dye compositions, and liquid crystal composition and liquid crystal display element containing the dichroic dyes. The dichroic dye has increased solubility and stability.Type: GrantFiled: May 23, 2003Date of Patent: March 1, 2005Assignee: Industrial Technology Research InstituteInventors: Shih-Hsien Liu, Yang-Chu Lin, Woan-Shiow Tzeng, Jie-Hwa Ma, Kung-Lung Cheng, Long-Li Lai
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Publication number: 20040192623Abstract: The invention relates to aloe-emodin (AE) derivatives and their use as anticancer drugs. Saids derivatives show a specific cytotoxicity to tumour cells, also of neuroectodermal origin, to which they may in particular act as aloe-emodin prodrugs. Said pharamcological profile makes them particularly suitable for use in the treatment of neoplasias. Thereofore, pharmaceutical compositions containing said compound may be usefully used in the treatment of neoplasias. It has surprisingly been found that aloe-emodin derivatives in position 3′ (bearing either a positive or negaive charge) exhibit improved sollubility properties and, at the same time, in vitro show cytotoxicity to tumour cells, also of neuroectodermal origin.Type: ApplicationFiled: May 17, 2004Publication date: September 30, 2004Inventors: Giorgio Palu, Modesto Carli, Teresa Pecere, Giuseppe Zagotto
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Publication number: 20040135117Abstract: Dichroic dyes, dichroic dye compositions, and liquid crystal composition and liquid crystal display element containing the dichroic dyes. The dichroic dye has increased solubility and stability.Type: ApplicationFiled: May 23, 2003Publication date: July 15, 2004Applicant: INDUSTRIAL TECHNOLOGY RESEARCH INSTITUTEInventors: Shih-Hsien Liu, Yang-Chu Lin, Woan-Shiow Tzeng, Jie-Hwa Ma, Kung-Lung Cheng, Long-Li Lai
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Publication number: 20030055273Abstract: The present invention relates to novel compounds corresponding to formula (I) below: 1Type: ApplicationFiled: April 9, 2002Publication date: March 20, 2003Applicant: L'OREALInventors: Thierry Bordier, Michel Philippe
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Publication number: 20030045735Abstract: The present invention relates to a process for preparing 1-amino-4-hydroxyanthraquinones of the formula (I) 1Type: ApplicationFiled: August 15, 2002Publication date: March 6, 2003Inventors: Christoph Thiebes, Josef-Walter Stawitz
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Patent number: 6465522Abstract: A molecule of formula (I); wherein: X is a halogen, or a substituted sulfonate group; m=1-5; n=1-5; R1, R2=H, C1-4 lower alkyl or C1-4 lower alkyl chain having additional functionality; and the amino group −NR1R2 linked to the anthraquinone is primary, secondary or tertiary or is a tertiary group in the N-oxide form having the formula —N(O)R1R2.Type: GrantFiled: November 7, 2001Date of Patent: October 15, 2002Assignee: De Montford UniversityInventors: Gerard Andrew Potter, Laurence Hylton Patterson, Paul Teesdale-Spittle, Zennia Paniwynk
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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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Publication number: 20020058711Abstract: The invention encompasses a compound having the formula: 1Type: ApplicationFiled: January 2, 2002Publication date: May 16, 2002Inventor: C. Wayne Jaeger
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Patent number: 6051360Abstract: Dyestuffs represented by the below-described formula (1), that is, dyestuffs formed of a chromophoric nucleus and a bisphenol introduced therein have excellent solubility in solvents and binder resins, and can provide color filters having excellent transmittance characteristics and durability. ##STR1## wherein Dye represents a chromophoric nucleus, X represents a direct bond or a divalent connecting group, R.sup.1 to R.sup.10 and n are defined with the provision that one of R.sup.9 and R.sup.10 has 3 or more carbon atoms.Type: GrantFiled: December 31, 1997Date of Patent: April 18, 2000Assignee: Mitsui Chemicals, Inc.Inventors: Akio Karasawa, Hisato Itoh
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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: 5679808Abstract: The present invention discloses a tertiary non-linear optical material comprising a quinone derivative expressed by any one of the general formulas: ##STR1## wherein R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5 and R.sup.6 are as defined above, or the formula: ##STR2## The tertiary non-linear material enables the co-existence of large tertiary non-linear optical susceptibility and high-speed response.Type: GrantFiled: January 26, 1995Date of Patent: October 21, 1997Assignee: Sumitomo Electric Industries, Ltd.Inventors: Akira Mizoguchi, Yasuhiro Hattori, Michiru Kubata
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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: 5486629Abstract: Direct dyes having a quaternary center with a long aliphatic chain, compositions containing those dyes, and the process of using them to dye hair are disclosed. These dyes have a higher affinity for hair and are more shampoo stable than conventional direct dyes, and produce pleasing uniform dyeing.Type: GrantFiled: July 28, 1994Date of Patent: January 23, 1996Assignee: Clairol, Inc.Inventors: Alexander Chan, Yuh-Guo Pan
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Patent number: 5480873Abstract: Pharmaceutical compounds of the formula ##STR1## in which R.sup.1 and R.sup.2 are each hydrogen, hydroxyl, halo, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, acyloxy, --O-glucoside, optionally substituted phenyl or optionally substituted phenyl-C.sub.1-4 alkoxy;R.sup.3 istetrazolyl, orand R.sup.4 and R.sup.5 are each hydrogen, hydroxy, acyloxy, nitro, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, halo, optionally substituted phenyl, --SO.sub.3 H or --NR'R" where R' and R" are each hydrogen or C.sub.1-4 alkyl;provided that when R.sup.3 is --CR'R".CHR'"CO.sub.2 H or tetrazolyl, R.sup.1 and R.sup.2 are each hydroxyl, halo, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, acyloxy, --O-glucoside, optionally substituted phenyl or optionally substituted phenyl C.sub.1-4 alkoxy; andor a pharmaceutically acceptable salt or ester thereof.Type: GrantFiled: February 25, 1993Date of Patent: January 2, 1996Assignee: Lilly Industries LimitedInventors: Michael Brunavs, Colin P. Dell, David R. Dobson, Peter T. Gallagher, Terence A. Hicks, William M. Owton, Colin W. Smith
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Patent number: 5424461Abstract: A process for preparing 1-amino-4-hydroxyanthraquinone by treating 1,4-dihydroxyanthraquinone with ammonia in an aqueous medium comprises treating with ammonia in the presence of a base and of a catalytic amount of a reducing agent at from 60.degree. to 150.degree. C. and at from 1 to 30 bar.Type: GrantFiled: December 13, 1993Date of Patent: June 13, 1995Assignee: BASF AktiengesellschaftInventors: Erwin Hahn, Manfred Patsch, Heike Kilburg
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Patent number: 5412123Abstract: Derivatives of anthraquinone and anthracene are synthesized and formulated into pharmaceutical formulations. When the formulations are administered the derivatives act as ligands binding to an interrupting the biological chain of events associated with selectin receptors in the human body.Type: GrantFiled: February 8, 1993Date of Patent: May 2, 1995Assignee: Glycomed IncorporatedInventors: Narasinga Rao, Peng C. Tang, John H. Musser
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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: 5141957Abstract: The present invention provides novel substituted anthraquinones having the formula ##STR1## wherein R.sub.1 and R.sub.2 are independently H, alkyl, aryl, or arylalkyl;m and n are independently 1, 2, or 3;X is H, OH, NR.sub.3 R.sub.4, Cl, Br, I, F, alkyl, aryl alkoxy, aroxy, COOR.sub.5, or CONR.sub.6 R.sub.7 ;R.sub.3, R.sub.4, R.sub.5, R.sub.6, and R.sub.7 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: August 25, 1992Assignee: 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: 5034547Abstract: New anthraquinone dyes, free of water-solubilizing groups such as --SO.sub.3 H and --CO.sub.2 H comprise anthraquinone substituted with one or more identical or different groups of the formula --NHSO.sub.2 R, wherein R is a substituted or unsubstituted linear, branched, cyclic or polycyclic alkyl group having up to 20 carbon atoms, and wherein the remaining nuclear aromatic carbon atoms of the anthraquinone may be substituted with substituents selected from the group: alkyl; the halogens F, Cl, and Br; cyano; nitro; aminosulfonyl; arylsulfonylamino; and --NHCOQ; wherein Q is hydrogen, an alkyl, an aryl, or a heterocyclic group.These dyes have improved solubility, lowered melting point, and possess outstanding resistance to light-induced fading.Type: GrantFiled: July 21, 1989Date of Patent: July 23, 1991Assignee: Minnesota Mining and Manufacturing CompanyInventors: Terrance P. Smith, Krzysztof A. Zaklika
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Patent number: 5030387Abstract: An organic conductive complex comprising an electron donor and an electron acceptor, the electron donor being an anthraquinone derivative represented by formula (1): ##STR1## wherein X.sup.1, X.sup.2, X.sup.3 and X.sup.4, which may be the same or different, each represents an electron donating group.Type: GrantFiled: June 27, 1989Date of Patent: July 9, 1991Assignee: Sumitomo Electric Industries Ltd.Inventors: Masaru Matsuoka, Teijiro Kitao, Yo Shimizu