Halogen Bonded Directly To The Anthracene Configured Ring System Patents (Class 552/249)
  • Patent number: 7060427
    Abstract: There is disclosed a compound of formula (I) wherein each of X1 and X2 are independently NH—A—NR1R2, and wherein A is A C2-8 alkylene and R1 and R2 are independently selected from hydrogen, C1-4 alkyl, C2-4 hydroxy-alkyl and C2-4 aminoalkyl, or R1 and R2 together form a C2-6 alkylene group which with the nitrogen atom to which R1 and R2 are attached forms a heterocyclic ring, or an N-oxide derivative thereof, and wherein the compound (I) or its N-oxide derivative is optionally in the form of an acid salt derived from an organic or inorganic acid. Also disclosed is a method of its production and its uses, including its use in analyzing a cell or biological material and detecting the emitted fluorescence signal.
    Type: Grant
    Filed: August 12, 2002
    Date of Patent: June 13, 2006
    Assignee: Biostatus Limited
    Inventors: Paul James Smith, Laurence Hylton Patterson
  • Patent number: 5817843
    Abstract: This invention is to provide a novel quinizarin compound which has a quinizarin structure represented by a following formula (1) having one to four of the 5, 6, 7, and 8 positions and at least either the 6 or 7 position formed of at least one member selected from the class consisting of secondary amino groups, alkylthio groups, and optionally substituted phenylthio groups, and having the remaining positions thereof formed of at least one member selected from the class consisting of hydrogen atom, halogen atoms, amino group, hydroxy group, alkoxy groups, and optionally substituted phenoxy groups, a method for the production thereof, and a dye, an electrophotographic grade color toner composition, a thermal-transfer recording sheet, an optical recording medium, an ink jet grade ink composition and a color filter severally comprising the quinizarin compound.
    Type: Grant
    Filed: October 16, 1996
    Date of Patent: October 6, 1998
    Assignee: Nippon Shokubai Co., Ltd.
    Inventors: Kiyoshi Masuda, Yukie Tamaura, Osamu Kaieda
  • Patent number: 5608091
    Abstract: This invention is to provide a novel quinizarin compound which has a quinizarin structure represented by a following formula (1) having one to four of the 5, 6, 7, and 8 positions and at least either the 6 or 7 position formed of at least one member selected from the class consisting of secondary amino groups, alkylthio groups, and optionally substituted phenylthio groups, and having the remaining positions thereof formed of at least one member selected from the class consisting of hydrogen atom, halogen atoms, amino group, hydroxy group, alkoxy groups, and optionally substituted phenoxy groups, a method for the production thereof, and a dye, an electrophotographic grade color toner composition, a thermal-transfer recording sheet, an optical recording medium, an ink jet grade ink composition and a color filter severally comprising the quinizarin compound.
    Type: Grant
    Filed: September 30, 1994
    Date of Patent: March 4, 1997
    Assignee: Nippon Shokubai Co., Ltd.
    Inventors: Kiyoshi Masuda, Yukie Tamaura, Osamu Kaieda
  • 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: 5352247
    Abstract: Anthraquinone dyes of the formula ##STR1## in which A, R.sub.1, R.sub.2, R.sub.3 and n are as defined in claim 1, produce dyeings having good fastness properties on nitrogen-containing or hydroxyl-containing fibre materials.
    Type: Grant
    Filed: November 30, 1993
    Date of Patent: October 4, 1994
    Assignee: Ciba-Geigy Corporation
    Inventor: Jean-Marie Adam
  • Patent number: 5213665
    Abstract: A process for producing 1-aminoanthraquinones represented by formula (C) ##STR1## wherein R.sup.1 and R.sup.2, independently from each other, denote one type selected from a hydrogen atom, an alkyl group having 1 to 4 carbon atoms and a halogen atom,which comprises converting 5-nitro-1,4,4a,9a-tetrahydroanthraquinones represented by formula (A) ##STR2## wherein R.sup.1 and R.sup.2 are as defined above, into 1-hydroxylaminoanthraquinones represented by formula (B) ##STR3## wherein R.sup.1 and R.sup.2 are as defined above, in the presence of a basic compound, and electrolytically reducing the resulting 1-hydroxylaminoanthraquinones in the presence of a basic compound.
    Type: Grant
    Filed: April 8, 1991
    Date of Patent: May 25, 1993
    Assignee: Nippon Shokubai Kagaku Kogyo, Co., Ltd.
    Inventors: Noboru Sugishima, Noriaki Ikeda, Yasushi Fujii, Akira Inoue
  • 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: 5149848
    Abstract: A process for producing 1-aminoanthraquinones represented by the formula (C) ##STR1## wherein R.sup.1 and R.sup.2, independently from each other, denote one type selected from a hydrogen atom, an alkyl group having 1 to 4 carbon atoms and a halogen atom,which comprises converting 5-nitro-1,4,4a,9a-tetrahydroanthraquinones respresented by formula (A) ##STR2## wherein R.sup.1 and R.sup.2 are as defined above, into 1-hydroxylaminoanthraquinones represented by formula (B) ##STR3## wherein R.sup.1 and R.sup.2 are as defined above, in the presence of a basic compound, and electrolytically reducing the resulting 1-hydroxylaminoanthraquinones in the presence of a basic compound.
    Type: Grant
    Filed: April 8, 1991
    Date of Patent: September 22, 1992
    Assignee: Nippon Shokubai Kagaku Kogyo Co., Ltd.
    Inventors: Noboru Sugishima, Noriaki Ikeda, Yasushi Fujii, Akira Inoue
  • 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: 5117014
    Abstract: Disclosed is a process for the preparation of 1-amino-4-bromoanthraquinones by the bromination of the corresponding 1-aminoanthraquinone wherein a 1-amino-anthraquinone is contacted with elemental bromine in the presence of a carboxylic acid solvent and added hydrobromic acid. The process is not as complicated as known processes and produces lower amounts of isomeric 1-amino-2-bromoanthraquinones.
    Type: Grant
    Filed: May 2, 1991
    Date of Patent: May 26, 1992
    Assignee: Eastman Kodak Company
    Inventor: Kim S. Chamberlin
  • Patent number: 5017713
    Abstract: Substituted aminoanthraquinone compounds, which are used for dye stuffs or intermediate thereof, represented by the formula (II) ##STR1## wherein R.sub.3 represents a C.sub.1 -C.sub.6 alkyl group which may be substituted, X represents a hydrogen atom, --COR.sub.1 or --SO.sub.2 R.sub.2 wherein R.sub.1 and R.sub.2 each represents a substituted or unsubstituted C.sub.1 -C.sub.4 alkyl or C.sub.6 -C.sub.12 aryl group, and Y and Z represent independently a hydrogen atom, a halogen atom, a nitro group or a C.sub.1 -C.sub.4 alkyl group, is prepared by allowing anthraquinone compounds represented by the formula ##STR2## wherein X, Y and Z are as defined above, to react with alkylating agents in organic solvents in the presence of organic quaternary ammonium salts and alkalies.
    Type: Grant
    Filed: November 8, 1989
    Date of Patent: May 21, 1991
    Assignees: Sumitomo Chemical Company, Ltd., Daiei Chemical Company, Ltd.
    Inventors: Takanori Kondo, Hiroshi Yamachika, Kunihiko Tanaka, Yasuhiro Nishida