Pyrazole (including Hydrogenated) Patents (Class 534/769)
  • Patent number: 11845873
    Abstract: A dye ink composition includes: a dye represented by the general formula (I) as defined herein; water; a compound represented by the general formula (II) as defined herein; and a toning agent represented by the general formula (Cy-2) as defined herein.
    Type: Grant
    Filed: November 28, 2021
    Date of Patent: December 19, 2023
    Assignee: FUJIFILM Corporation
    Inventors: Keiichi Tateishi, Takashi Saitou, Yuta Takasaki, Yusuke Sakai
  • Patent number: 11351106
    Abstract: This invention relates to an oxidative hair cream composition that contains at least one oxidative hair cream ingredient and at least one thiophene azo colorant.
    Type: Grant
    Filed: September 9, 2021
    Date of Patent: June 7, 2022
    Inventors: Richard Lawson, Haihu Qin, Steven Spanhove, Laurent De Bruyne, Sanjeev Dey
  • Patent number: 8440589
    Abstract: This invention provides an azomethine compound that can realize a good coupling reaction and, at the same time, can significantly reduce the production cost of the azomethine compound, the azomethine compound comprising a pyridine ring bonded through a nitrogen atom to a 1H-pyrazolo[1,5-b][1,2,4]triazole ring. The azomethine compound is represented by formula (M-I): wherein R1 represents a phenyl group or a naphthyl group optionally substituted by an alkyl group or a halogen; and R2 and R3 each independently represent a C2-4 (number of carbon atoms) alkyl group.
    Type: Grant
    Filed: March 31, 2010
    Date of Patent: May 14, 2013
    Assignee: Dai Nippon Printing Co., Ltd.
    Inventors: Tomoyuki Sanada, Tsuaki Odaka, Hiroyuki Hasegawa, Hiroko Amano
  • Patent number: 8399664
    Abstract: [Problem] To provide a coloring matter which has a good hue, and is capable of forming an image high in fastness property under various use conditions and environmental conditions, and particularly suitable for an ink. [Solving Means] A coloring matter represented by the following formula (I): wherein in the formula, G represents a heterocyclic group, and n represents an integer of 1 to 3; when n is 1, R, X, Y, Z, Q, and G each represents a monovalent group; when n is 2, R, X, Y, Z, Q, and G each represents a monovalent or divalent substituent, provided that at least one represents a divalent substituent; and when n is 3, R, X, Y, Z, Q, and G each represents a monovalent, divalent or trivalent substituent, provided that at least two each represents a divalent substituent, or at least one represents a trivalent substituent.
    Type: Grant
    Filed: December 19, 2011
    Date of Patent: March 19, 2013
    Assignee: FUJIFILM Corporation
    Inventors: Keiichi Tateishi, Yoshiharu Yabuki
  • Patent number: 8158317
    Abstract: An azo dye of the following formula: wherein R1, R2, R3, R4 and R6 each independently represent a hydrogen atom or a substituent; and R5 represent a substituent. The dye has an excellent optical characteristic with sharp absorption and excellent fastness.
    Type: Grant
    Filed: September 28, 2007
    Date of Patent: April 17, 2012
    Assignee: FUJIFILM Corporation
    Inventors: Yoshihiko Fujie, Hisashi Mikoshiba, Takuma Amemiya, Ryuji Shinohara
  • Patent number: 8101011
    Abstract: A coloring matter which has a good hue, and is capable of forming an image high in fastness property under various use conditions and environmental conditions, and particularly suitable for an ink. The coloring matter is represented by the following formula (I): wherein in the formula, G represents a heterocyclic group, and n represents an integer of 1 to 3; when n is 1, R, X, Y, Z, Q, and G each represents a monovalent group; when n is 2, R, X, Y, Z, Q, and G each represents a monovalent or divalent substituent, provided that at least one represents a divalent substituent; and when n is 3, R, X, Y, Z, Q, and G each represents a monovalent, divalent or trivalent substituent, provided that at least two each represents a divalent substituent, or at least one represents a trivalent substituent.
    Type: Grant
    Filed: August 5, 2005
    Date of Patent: January 24, 2012
    Assignee: Fujifilm Corporation
    Inventors: Keiichi Tateishi, Yoshiharu Yabuki
  • Publication number: 20110021764
    Abstract: Provided is an azo pigment having excellent coloring characteristics such as high tinctorial strength and hue and having excellent durability such as high resistance to light and ozone, a pigment dispersion containing the azo pigment, and a coloring composition.
    Type: Application
    Filed: March 5, 2009
    Publication date: January 27, 2011
    Applicant: FUJIFILM CORPORATION
    Inventors: Keiichi Tateishi, Yoshiaki Nagata, Nobuo Seto
  • Publication number: 20110021763
    Abstract: Provided is an azo pigment represented by the following general formula (1), a tautomer of the azo pigment, and a salt or a hydrate thereof: wherein Q represents the non-metallic atoms necessary to complete a 5- to 7-membered heterocyclic group, W represents an alkoxy group, an amino group, an alkyl group, or an aryl group, X1 and X2 each independently represents a hydrogen, an alkyl group, an acyl group, an alkylsulfonyl group, or an arylsulfonyl group, R1 represents a hydrogen or a substituent, R2 represents a heterocyclic group, n represents an integer of from 1 to 4 and the general formula (1) represents a dimer formed through Q, W, X1, X2, R1, or R2 when n=2, a trimer formed through Q, W, X1, X2, R1, or R2 when n=3, and a tetramer formed through Q, W, X1, X2, R1, or R2 when n=4.
    Type: Application
    Filed: March 5, 2009
    Publication date: January 27, 2011
    Applicant: FUJIFILM CORPORATION
    Inventors: Keiichi Tateishi, Shinya Hayashi, Masaru Takasaki, Nobuo Seto
  • Patent number: 7625621
    Abstract: The present invention provides novel azo dye material based on antipyrine azo structure and metal complexes containing such azo compounds which are suitable for optical recording media. The dyes exert high light-fastnesses properties and excellent recording characteristics. In particular the invention relates to optical layers comprising such dyes, to a method for manufacturing such optical layers and to optical recording media comprising such optical layers.
    Type: Grant
    Filed: July 29, 2005
    Date of Patent: December 1, 2009
    Assignee: Clariant Finance (BVI) Limited
    Inventor: Pascal Steffanut
  • Patent number: 7452873
    Abstract: The present invention relates to compounds of formula I that are useful as GSK-3 inhibitors. The invention also relates to methods of using compounds of formula I or pharmaceutical compositions comprising compounds of formula I to inhibit GSK-3 activity. The invention further provides methods of utilizing these compounds and pharmaceutical compositions in the treatment and prevention of various disorders, such as diabetes and Alzheimer's disease. The invention also relates to methods for inhibiting Aurora-2 activity and for treating or preventing Aurora-2-mediated diseases using compounds of formula I or pharmaceutical compositions comprising compounds of formula I. The invention also relates to methods for inhibiting cyclin-dependent kinase-2 activity and for treating or preventing inhibiting cyclin-dependent kinase-2-mediated diseases using compounds of formula I or pharmaceutical compositions comprising compounds of formula I.
    Type: Grant
    Filed: June 3, 2005
    Date of Patent: November 18, 2008
    Assignee: Vertex Pharmaceuticals Incorporated
    Inventors: Jeremy Green, Michael J. Arnost, Albert Pierce
  • Publication number: 20080119643
    Abstract: The present invention provides 4,4?-diazobenzanilide derivatives, a process for their preparation, their use as dyes, dyed paper, formulations comprising them and also precursors thereof and their processes of preparation.
    Type: Application
    Filed: October 10, 2005
    Publication date: May 22, 2008
    Inventors: Michael Lennartz, Holger Lautenbach
  • Publication number: 20080081269
    Abstract: An azo dye of the following formula: wherein R1, R2, R3, R4 and R6 each independently represent a hydrogen atom or a substituent; and R5 represent a substituent. The dye has an excellent optical characteristic with sharp absorption and excellent fastness.
    Type: Application
    Filed: September 28, 2007
    Publication date: April 3, 2008
    Applicant: FUJIFILM Corporation
    Inventors: Yoshihiko Fujie, Hisashi Mikoshiba, Takuma Amemiya, Ryuji Shinohara
  • Publication number: 20080081285
    Abstract: An optical information recording medium having a WORM-type recording layer on which information can be recorded by irradiation with a laser light having a wavelength of 440 nm or less, wherein the WORM-type recording layer contains at least one azo-metal complex dye derived from a metal ion (or a metal oxide ion) and an azo dye represented by the following structural formula (I-1) or (I-2). In the structural formulae (I-1) and (I-2), Q represents a carbocyclic group or a heterocyclic group, Q2 and Q3 each represent an atomic group forming a nitrogen-containing heterocycle, and R2 represents a substituent.
    Type: Application
    Filed: September 28, 2007
    Publication date: April 3, 2008
    Applicant: FUJIFILM Corporation
    Inventors: Kousuke WATANABE, Kazutoshi KATAYAMA, Taro HASHIZUME
  • Patent number: 7141657
    Abstract: An azo compound or a tautomer thereof, wherein the azo compound is represented by the following Formula (1). In Formula (1), R1 represents a hydrogen atom, alkyl group, aryl group, acyl group, carbamoyl group, alkylsulfonyl group, arylsulfonyl group, or heterocyclic group; R2 represents —NR5R6 or —OR7; R5 and R6 each independently represent a hydrogen atom, alkyl group, aryl group, acyl group, carbamoyl group, alkylsulfonyl group, or arylsulfonyl group; R7 represents an alkyl group or aryl group; R3 represents a hydrogen atom, alkyl group, aryl group, alkoxy group, aryloxy group, acylamino group, carbamoylamino group, alkylsulfonylamino group, or arylsulfonylamino group; n is an integer of 3 to 5; and each R4, of which there are n in number, independently represents an alkyl group, aryl group, alkoxy group, aryloxy group, amino group, alkylthio group, arylthio group, acylamino group, alkylsulfonylamino group, or arylsulfonylamino group, and one R4 may bind to another R4 forming a ring.
    Type: Grant
    Filed: July 1, 2005
    Date of Patent: November 28, 2006
    Assignee: Fujifilm Corporation
    Inventors: Akinori Fujita, Makoto Ohmoto
  • Patent number: 7125966
    Abstract: The present invention relates to novel dyestuffs of formula (I) wherein the substituents have the meanings defined in the claims, the production of such dyestuffs, the use of these dyestuffs and material dyed or printed by such dyestuffs
    Type: Grant
    Filed: October 17, 2003
    Date of Patent: October 24, 2006
    Assignee: Clariant Finance (BVI) Limited
    Inventor: Robert Egli
  • Patent number: 7105503
    Abstract: Pharmaceutical compositions and compounds are provided. The compounds of the invention demonstrate anti-proliferative activity, and may promote apoptosis in cells lacking normal regulation of cell cycle and death. In one embodiment of the invention, pharmaceutical compositions of the compounds in combination with a physiologically acceptable carrier are provided. The pharmaceutical compositions are useful in the treatment of hyperproliferative disorders, which disorders include tumor growth, lymphoproliferative diseases, angiogenesis. The compounds of the invention are substituted pyrazoles and pyrazolines.
    Type: Grant
    Filed: February 15, 2002
    Date of Patent: September 12, 2006
    Assignee: QLT Inc.
    Inventors: Zaihui Zhang, Timothy S. Daynard, Serguei V. Sviridov, Mikhail A. Chafeev, Shisen Wang
  • Patent number: 6916798
    Abstract: The present invention relates to compounds of formula I that are useful as GSK-3 inhibitors. The invention also relates to methods of using compounds of formula I or pharmaceutical compositions comprising compounds of formula I to inhibit GSK-3 activity. The invention further provides methods of utilizing these compounds and pharmaceutical compositions in the treatment and prevention of various disorders, such as diabetes and Alzheimer's disease. The invention also relates to methods for inhibiting Aurora-2 activity and for treating or preventing Aurora-2-mediated diseases using compounds of formula I or pharmaceutical compositions comprising compounds of formula I. The invention also relates to methods for inhibiting cyclin-dependent kinase-2 activity and for treating or preventing inhibiting cyclin-dependent kinase-2-mediated diseases using compounds of formula I or pharmaceutical compositions comprising compounds of formula I.
    Type: Grant
    Filed: August 2, 2002
    Date of Patent: July 12, 2005
    Assignee: Vertex Pharmaceuticals Incorporated
    Inventors: Jeremy Green, Michael J. Arnost, Albert Pierce
  • Patent number: 6855195
    Abstract: An ink composition comprising at least one of water-soluble dyes represented by the following formulae (1) to (3) and a surfactant:
    Type: Grant
    Filed: July 23, 2002
    Date of Patent: February 15, 2005
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Nobuhiro Nishita, Junichi Yamanouchi, Toshiki Fujiwara
  • Publication number: 20040244127
    Abstract: The cationic dyes of formula (1) specified in claim 1 are suitable especially for colouring keratin-containing fibres, more especially for colouring hair.
    Type: Application
    Filed: March 19, 2004
    Publication date: December 9, 2004
    Inventors: Jean-Marie Adam, Jean-Pierre Bacher
  • Publication number: 20040143913
    Abstract: The cationic dyes of formula (1) specified in claim 1 are suitable especially for colouring keratin-containing fibres, more especially for colouring hair.
    Type: Application
    Filed: January 6, 2004
    Publication date: July 29, 2004
    Inventors: Peter Mckli, Beate Susanne Frohling
  • Publication number: 20040122219
    Abstract: A compound represented by the following formula (I) or formula (2-I) 1
    Type: Application
    Filed: September 30, 2003
    Publication date: June 24, 2004
    Inventors: Toshiki Fujiwara, Naoyuki Hanaki, Shigeaki Tanaka, Tadashi Omatsu, Yoshiharu Yabuki
  • Publication number: 20040082551
    Abstract: This invention is directed generally to pyrazoles that, inter alia, inhibit p38 kinase, TNF, and/or cyclooxygenase-2 activity.
    Type: Application
    Filed: June 5, 2003
    Publication date: April 29, 2004
    Inventors: Alan G. Benson, Thomas P. Fraher, Michael E. Hepperle, Kevin D. Jerome, Win Naing, Shaun R. Selness, John K. Walker
  • Publication number: 20040039183
    Abstract: The invention relates to pyrazolone pigments of general formula (I), wherein the radicals R1, R2, R3 and R4 independently represent hydrogen, chlorine, methyl or ethyl, whereby at least one of the radicals R1-R4 is different from hydrogen. The inventive pigments are characterised by a CIELAB colour angle of 80-85°, a chroma of 58-62 and a luminosity ≧87 (measuring angle 45°, standard illuminant D65).
    Type: Application
    Filed: June 13, 2003
    Publication date: February 26, 2004
    Inventors: Peter Blaschka, Gunter Smeyts, Paul Gunthert
  • Publication number: 20030159617
    Abstract: An ink composition for inkjet recording comprising: an azo dye having an aromatic nitrogen-containing 6-membered heterocycle as a coupling component; an aqueous medium; and a surfactant, wherein the azo dye is dissolved or dispersed in the aqueous medium.
    Type: Application
    Filed: July 3, 2002
    Publication date: August 28, 2003
    Inventors: Nobuhiro Nishita, Yoshiharu Yabuki, Junichi Yamanouchi
  • Publication number: 20030089274
    Abstract: An ink composition comprising at least one of water-soluble dyes represented by the following formulae (1) to (3) and a surfactant: 1
    Type: Application
    Filed: July 23, 2002
    Publication date: May 15, 2003
    Inventors: Nobuhiro Nishita, Junichi Yamanouchi, Toshiki Fujiwara
  • Patent number: 6552008
    Abstract: Invented are non-peptide TPO mimetics. Also invented is a method of treating thrombocytopenia, in a mammal, including a human, in need thereof which comprises administering to such mammal an effective amount of a selected azo-pyrazole derivative.
    Type: Grant
    Filed: March 22, 2002
    Date of Patent: April 22, 2003
    Assignee: SmithKline Beecham Corporation
    Inventors: Kevin J. Duffy, Nannan Liu, Juan I. Luengo
  • Publication number: 20030060453
    Abstract: Pharmaceutical compositions and compounds are provided. The compounds of the invention demonstrate anti-proliferative activity, and may promote apoptosis in cells lacking normal regulation of cell cycle and death. In one embodiment of the invention, pharmaceutical compositions of the compounds in combination with a physiologically acceptable carrier are provided. The pharmaceutical compositions are useful in the treatment of hyperproliferative disorders, which disorders include tumor growth, lymphoproliferative diseases, angiogenesis. The compounds of the invention are substituted pyrazoles and pyrazolines.
    Type: Application
    Filed: February 15, 2002
    Publication date: March 27, 2003
    Inventors: Zaihui Zhang, Timothy Scott Daynard, Serguei V. Sviridov, Mikhail A. Chafeev, Shisen Wang
  • Publication number: 20030040608
    Abstract: An azo dye represented by the following general formulae (10) and (12): 1
    Type: Application
    Filed: June 24, 2002
    Publication date: February 27, 2003
    Inventors: Keiichi Tateishi, Toshiki Fujiwara, Makoto Yamada
  • Publication number: 20020183285
    Abstract: Compounds having Formulas 5 and 6 wherein the symbols have the meaning defined in the specification are inhibitors of the cytochrome P450RAI (retinoic acid inducible) enzyme, and are used for treating diseases responsive to treatment by retinoids.
    Type: Application
    Filed: March 14, 2002
    Publication date: December 5, 2002
    Inventors: Jayasree Vasudevan, Alan T. Johnson, Liming Wang, Dehua Huang, Roshantha A. Chandraratna
  • Publication number: 20020042501
    Abstract: Pharmaceutical compositions and compounds are provided. The compounds of the invention have anti-proliferative activity, and may promote apoptosis in cells lacking normal regulation of cell cycle and death. In one embodiment of the invention, formulations of the compounds in combination with a physiologically acceptable carrier are provided. The pharmaceutical formulations are useful in the treatment of hyperproliferative disorders, which disorders include tumor growth, lymphoproliferative diseases, angiogenesis. The compounds of the invention are substituted pyrazoles and pyrazolines.
    Type: Application
    Filed: December 22, 2000
    Publication date: April 11, 2002
    Inventors: Zaihui Zhang, Jun Yan, Danny Leung, Penelope C. Costello, Jasbinder Sanghera, Timothy Scott Daynard, Shisen Wang, Mikhail Chafeev
  • Patent number: 5972544
    Abstract: A process for preparing an optical filter comprising a colored cross-linked polymeric coating an a transparent substrate, which comprises applying to the substrate, by a printing process, a mixture comprising one or more polymer precursor(s), and one or more dye(s) having one or more heterocyclic NH group(s) or one or more substituent(s) capable of forming a covalent bond with the polymeric precursor, and thereafter using the mixture. The invention also provides formulations comprising one or more polymer precursors and dyes, optical filters, and a novel dye.
    Type: Grant
    Filed: December 9, 1996
    Date of Patent: October 26, 1999
    Assignee: Zeneca Limited
    Inventors: Kathryn Carr, Mark Holbrook, Ian Ferguson
  • Patent number: 5789560
    Abstract: Azo dyes of the formula ##STR1## where D is the radical of a diazo component of the aniline series or the series of the aromatic heterocyclic amines,R.sup.1 and R.sup.2 are each C.sub.1 -C.sub.10 -alkyl, which may be substituted, C.sub.5 -C.sub.7 -cycloalkyl, C.sub.3 -C.sub.4 -alkenyl, substituted or unsubstituted phenyl, or are together with the nitrogen atom joining them together a heterocyclic radical, andR.sup.3 is tert-butyl or tert-pentyl,are useful for thermal transfer and for dyeing or printing synthetic materials.
    Type: Grant
    Filed: January 22, 1997
    Date of Patent: August 4, 1998
    Assignee: BASF Aktiengesellschaft
    Inventors: Karl-Heinz Etzbach, Rudiger Sens
  • Patent number: 5723586
    Abstract: Disperse dyes of the general formula I ##STR1## wherein D signifies a diazo component which is usual with disperse dyes,K signifies an aromatic radical of formula ##STR2## Y signifies ##STR3## and the other symbols have the meanings as defined in claim 1, are useful for dyeing or printing hydrophobic, fully or half-synthetic organic fiber materials.
    Type: Grant
    Filed: June 14, 1996
    Date of Patent: March 3, 1998
    Assignee: Clariant Finance (BVI) Limited
    Inventor: Ruedi Altermatt
  • Patent number: 5633355
    Abstract: The disperse dyes of formula I ##STR1## wherein the symbols D, K, R.sub.3-5, R.sub.10, m, z, n and Y possess the significances given in claim 1, are eminently suitable for dyeing or printing hydrophobic, fully or semi-synthetic, organic fiber materials.
    Type: Grant
    Filed: November 7, 1995
    Date of Patent: May 27, 1997
    Assignee: Sandoz Ltd.
    Inventor: Ruedi Altermatt
  • Patent number: 5466790
    Abstract: Azo dyes of the formula ##STR1## where L.sup.1 is hydrogen, C.sub.1 -C.sub.8 -alkyl or phenyl,L.sup.2 and L.sup.3 are each substituted or unsubstituted C.sub.1 -C.sub.8 -alkyl, or together a radical of the formula ##STR2## where n is 0, 1 or 2, Y.sup.1 and Y.sup.4 are hydrogen, hydroxymethyl, 1,2-dihydroxyethyl or a radical of the formula COO.sym.M.sup..crclbar. or SO.sub.3.sup..crclbar. M.sup..sym., Y.sup.2 and Y.sup.3 are halogen or hydroxymethyl, and M.sup..sym. is the equivalent of a cation,L.sup.4 is hydrogen, substituted or unsubstituted C.sub.1 -C.sub.8 -alkyl, substituted or unsubstituted phenyl, halogen, C.sub.1 -C.sub.8 -alkoxy, substituted or unsubstituted phenoxy, C.sub.1 -C.sub.8 -alkylthio, C.sub.1 -C.sub.8 -alkylsulfonyl, substituted or unsubstituted phenylthio, substituted or unsubstituted phenylsulfonyl, C.sub.1 -C.sub.8 -alkoxycarbonyl, C.sub.3 -C.sub.6 -alkenyloxycarbonyl or phenoxycarbonyl,X is nitrogen or the radical C--L.sup.5, where L.sup.
    Type: Grant
    Filed: September 30, 1994
    Date of Patent: November 14, 1995
    Assignee: BASF Aktiengesellschaft
    Inventors: Sabine Gruettner-Merten, Helmut Reichelt, Arno Lange, Helmut Degen
  • Patent number: 5324826
    Abstract: Compounds of the formula ##STR1## wherein R.sub.1 is C.sub.1-18 alkyl, substituted C.sub.1-18 alkyl, phenyl, substituted phenyl, C.sub.3-6 alkenyl, substituted C.sub.3-6 alkenyl, C.sub.3-6 alkynyl or substituted C.sub.3-6 alkynyl,R.sub.2 is an electron withdrawing substituent; andK is the residue of a coupling component that is free of any water solubilizing groups.The compounds are disperse dyes which can be used to dye, print or pad fully synthetic or semi-synthetic hydrophobic high molecular weight organic material.
    Type: Grant
    Filed: August 10, 1992
    Date of Patent: June 28, 1994
    Assignee: Sandoz Ltd.
    Inventor: Peter Matzinger
  • Patent number: 5283326
    Abstract: The compounds of the general formula ##STR1## where X is fluorine, chlorine, bromine, SO.sub.2 E or unsubstituted or substituted hydroxyl or mercapto, E is alkyl, alkenyl, cycloalkyl, aralkyl, aryl, chlorine or unsubstituted or substituted hydroxyl or amino, Y is cyano, nitro, alkanoyl, aroyl, alkylsulfonyl, arylsulfonyl, carboxyl, a carboxylic ester group or unsubstituted or substituted carbamyl, T is hydrogen, C.sub.1 -C.sub.4 -alkyl, a radical which can be introduced by electrophilic substitution or a radical of the formula --CH.dbd.B, in which B is a radical of a methylene-active compound or of an amine, and K is a radical of a coupling component, are very useful for dyeing synthetic fibers or plastics.
    Type: Grant
    Filed: May 13, 1992
    Date of Patent: February 1, 1994
    Assignee: Sandoz AG
    Inventors: Guenter Hansen, Ernst Schefczik, Karl-Heinz Etzbach, Helmut Reichelt, Hermann Loeffler
  • Patent number: 5175265
    Abstract: Benzisothiazole-azo dyes useful for dyeing synthetic fiber materials have the formula ##STR1## where X is hydrogen, chlorine, bromine, cyano or nitro and K is a radical of the formula ##STR2## where R.sup.1 is substituted or unsubstituted C.sub.1 -C.sub.12 -alkyl, substituted or unsubstituted phenyl, C.sub.3 -C.sub.5 -alkenyl or C.sub.5 -C.sub.7 -cycloalkyl,R.sup.2 is hydrogen or C.sub.1 -C.sub.4 -alkyl,R.sup.3 is hydrogen or methyl andR.sup.4 is hydrogen, cyano, carbamoyl or C.sub.1 -C.sub.4 -alkoxycarbonyl.
    Type: Grant
    Filed: March 5, 1990
    Date of Patent: December 29, 1992
    Assignee: BASF Aktiengesellschaft
    Inventors: Guenter Hansen, Helmut Hagen, Helmut Reichelt
  • Patent number: 5156971
    Abstract: A diagnostic test for environmental bacillus which comprises the steps of inoculating an agar growth medium comprising a nitrate source, luminol and 3-amino-L-tyrosine (3AT) with the sample, incubating the inoculated medium and determining the presence of the bacillus. The novel medium preferably comprises potassium nitrate, luminol, 3-amino-L-tyrosine and trypticase soy agar. Antibiotics and/or a specific bacteriophage may be added to the medium surface in localized areas to show specific bacterial lysis for identification. The novel medium and the methods of this invention are suitable for the identification of B. anthracis.
    Type: Grant
    Filed: January 15, 1992
    Date of Patent: October 20, 1992
    Inventors: Johnathan L. Kiel, John L. Alls, Richard A. Weber, Jill E. Parker
  • Patent number: 5003050
    Abstract: A water-soluble luminescent compound having repeating units of the formula: ##STR1## The product, which is a polymer having repeating units comprising diazo-linked luminol and hydroxyindole, is referred to as diazoluminomelanin (DALM), since one of the precursors to this product, 3-amino-L-tyrosine (3AT) is closely related to the biological substrates which are converted into melanin.Also provided is a method for preparing DALM which comprises reacting 3AT with an alkali metal nitrite, and reacting the resulting diazonium salt with luminol.DALM can be used for chemiluminescent immunoassays for biological and chemical agents; in radiofrequency and ionizing radiation dosimeters; and for RNA/DNA hybridization assays for viruses and genetic detection.
    Type: Grant
    Filed: March 7, 1990
    Date of Patent: March 26, 1991
    Assignee: The United States of America as represented by the Secretary of the Air Force
    Inventors: Johnathan L. Kiel, Gerald J. O'Brien
  • Patent number: 4994564
    Abstract: Thien-3-ylazo dyes of the formula: ##STR1## where X is cyano, nitro, C.sub.1 -C.sub.6 -alkanoyl, substituted or unsubstituted benzoyl, substituted or unsubstituted phenyl or the radical COOR.sup.1 or CONR.sup.1 R.sup.2 where R.sup.1 and R.sup.2 are identical or different and each is independently of each other substituted or unsubstituted C.sub.1 -C.sub.8 -alkyl, C.sub.5 -C.sub.7 -cycloalkyl, C.sub.3 -C.sub.4 -alkenyl, substituted or unsubstituted phenyl or together with the nitrogen atom linking them a 5- or 6-membered saturated heterocyclic radical, and R.sup.2 may additionally be hydrogen, Y is hydrogen, cyano, C.sub.1 -C.sub.6 -alkanoyl, substituted or unsubstituted benzoyl, C.sub.1 -C.sub.4 -alkylsulfonyl, substituted or unsubstituted phenylsulfonyl, substituted or unsubstituted phenyl or the radical COOR.sup.1 or CONR.sup.1 R.sup.2 where R.sup.1 and R.sup.2 are each as defined above, Z is hydrogen, substituted or unsubstituted C.sub.1 -C.sub.
    Type: Grant
    Filed: November 10, 1988
    Date of Patent: February 19, 1991
    Assignee: BASF Aktiengesellschaft
    Inventors: Karl-Heinz Etzbach, Helmut Reichelt, Guenter Hansen, Ernst Schefczik, Helmut Hagen, Gunther Lamm
  • Patent number: 4962040
    Abstract: 2-Hydrazono-4,6-dinitrobenzthiazolones of the formula ##STR1## in which X.sub.1 represents hydrogen, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -hydroxyalkyl, C.sub.1 -C.sub.4 -sulphoalkyl or C.sub.1 -C.sub.4 -sulphatoalkyl, andX.sub.2 represents hydrogen or --SO.sub.2 X.sub.3, whereX.sub.3 may represent hydrogen, C.sub.1 -C.sub.8 -alkyl or optionally substituted aryl andX.sub.1 also represents a double bond between the cyclic nitrogen atom and the carbon atom 2 according to the formula II below: ##STR2## where X.sub.2 has the meaning specified under the above formula. These hydrazones may be employed in the preparation of azo dyestuffs and as color formers for detecting of biological substances, and in the determination of H.sub.2 O.sub.2.
    Type: Grant
    Filed: August 10, 1989
    Date of Patent: October 9, 1990
    Assignee: Bayer Aktiengesellschaft
    Inventors: Herbert Hugl, Aloysius Engel, Klaus Wehling
  • Patent number: 4952681
    Abstract: Compounds of the formula I ##STR1## where X is fluorine, chlorine, bromine, SO.sub.2 E or unsubstituted or substituted hydroxyl or mercapto, E is alkyl, alkenyl, cycloalkyl, aralkyl, aryl, chlorine or unsubstituted or substituted hydroxyl or amino, Y is cyano, nitro, alkanoyl, aroyl, alkylsulfonyl, arylsulfonyl, carboxyl, a carboxylic ester group or unsubstituted or substituted carbamyl, T is hydrogen, C.sub.1 -C.sub.4 -alkyl, a radical which can be introduced by electrophilic substitution or a radical of the formula --CH.dbd.B, in which B is a radical of a methylene-active compound or of an amine, and K is a radical of a coupling component, are disclosed. They are useful for dyeing synthetic fibers or plastics.
    Type: Grant
    Filed: July 27, 1988
    Date of Patent: August 28, 1990
    Assignee: Sandoz AG
    Inventors: Guenter Hansen, Ernst Schefczik, Karl-Heinz Etzbach, Helmut Reichelt, Hermann Loeffler
  • Patent number: 4711954
    Abstract: Azo dyestuffs which contain at least one water-solubilizing group and have the formula ##STR1## wherein K stands for the radical of a coupling component,R.sub.1 stands for CN, COOX, CONXY or COZ,R.sub.2 stands for hydrogen, halogen, CN, alkyl or aryl,R.sub.3 stands for alkyl or aryl,X stands for H, alkyl, alkenyl, cycloalkyl, aryl or aralkyl andY stands for H or alkyl andZ stands for alkyl or aryl,are highly suitable for dyeing polyamide fibres. The resulting dyeings are distinguished by good all-round fastness properties.
    Type: Grant
    Filed: March 4, 1986
    Date of Patent: December 8, 1987
    Assignee: Bayer Aktiengesellschaft
    Inventors: Holger Heidenreich, Gerhard Wolfrum
  • Patent number: 4685934
    Abstract: Monoazo compounds of formula ##STR1## wherein R.sub.1 is a coupling component radical,R.sub.1 is C.sub.1-6 alkyl; C.sub.1-6 alkyl substituted by 1 or 2 substituents selected from chloro, cyano, hydroxy, C.sub.1-4 alkoxy, phenyl and phenyl substituted by 1 or 2 substituents selected from chloro, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, carboxy, sulfo, sulfamoyl and acetamido; C.sub.5-7 cycloalkyl; C.sub.5-7 cycloalkyl substituted by 1 to 3 C.sub.1-4 alkyl groups; phenyl; phenyl substituted by 1 to 3 substituents selected from chloro, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, acetamido (maximum of 1), carboxy (maximum of 1), sulfo (maximum of 1) and --SO.sub.2 NR.sub.7 R.sub.8 (maximum of 1); 1- or 2-naphthyl or 1- or 2-naphthyl substituted by sulfo,whereineach of R.sub.7 and R.sub.8 is independently hydrogen; C.sub.1-4 alkyl; C.sub.1-4 alkyl monosubstituted by hydroxy or phenyl; cyclohexyl; phenyl or phenyl monosubstituted by chloro, methyl or methoxy, or--NR.sub.7 R.sub.
    Type: Grant
    Filed: July 12, 1985
    Date of Patent: August 11, 1987
    Assignee: Sandoz Ltd.
    Inventors: Francois Benguerel, Roland Mislin
  • Patent number: 4668775
    Abstract: A compound of the formula: ##STR1## wherein K is a radical of a coupling component, R is a radical of a methylene-active compound, X is hydrogen or unsubstituted or substituted alkyl, aryl, or hetaryl and Y is cyano, nitro, alkanoyl, aroyl, alkylsulfonyl, arylsulfonyl, carboxyl, a carboxylic ester group or unsubstituted or substituted carbamyl. The present compound is useful for the dyeing of polyesters, nylons, cellulose esters and blends of polyesters and cellulose fibers.
    Type: Grant
    Filed: July 24, 1985
    Date of Patent: May 26, 1987
    Assignee: BASF Aktiengesellschaft
    Inventors: Udo Bergmann, Erwin Hahn, Guenter Hansen
  • Patent number: 4619992
    Abstract: A compound of the formula: ##STR1## where R is hydrogen, C.sub.1 -C.sub.4 -alkyl, phenyl, chlorophenyl, methylphenyl, methoxyphenyl or nitrophenyl; R.sup.1 is allyl, C.sub.1 -C.sub.8 -alkyl, C.sub.1 -C.sub.8 -alkyl substituted by C.sub.1 -C.sub.8 -alkoxy, phenoxy, phenyl or C.sub.1 -C.sub.8 -alkanoyloxy, cyclopentyl, cyclohexyl, methylcyclohexyl, norbornyl, phenyl or phenyl substituted by chlorine, methyl or alkoxy; R.sup.2 is C.sub.1 -C.sub.10 -alkanoyl, C.sub.1 -C.sub.10 -alkanoyl substituted by alkoxy or phenoxy, cyclohexanoyl, benzoyl, benzoyl substituted by chlorine, methyl or methoxy, C.sub.1 -C.sub.8 -alkoxycarbonyl, aminocarbonyl, phenylaminocarbonyl, CH.sub.3 NHCO, C.sub.2 H.sub.5 NHCO, C.sub.3 H.sub.7 NHCO, C.sub.4 H.sub.9 NHCO, (CH.sub.3).sub.2 NCO, CH.sub.3 SO.sub.2, C.sub.6 H.sub.5 SO.sub.2 or p--CH.sub.3 --C.sub.6 H.sub.4 --SO.sub.2 ; or R.sup.1 and R.sup.2, together with the nitrogen atom, form a ring system, and K is a radical of a coupling component.
    Type: Grant
    Filed: March 12, 1985
    Date of Patent: October 28, 1986
    Assignee: BASF Aktiengesellschaft
    Inventors: Udo Bergmann, Johannes P. Dix, Guenter Hansen, Ernst Schefczik
  • Patent number: 4579938
    Abstract: Thiophen-2-ylazopyrazole dyes useful for dyeing polyesters, cellulose acetate esters, and polyamides in fast yellow shades have the general formula ##STR1## wherein: X is a substituent such as alkyl, allyloxy, alkoxy, aryl, aryloxy, amino, alkylamino, arylamino, cyclohexyloxy, thienyl, cycloalkylamino, or the like; Y is hydrogen, alkyl, or aryl; Z is alkyl, aryl, alkylsulfonyl, 2-benzothiazolyl, cyano or COX; R and R.sub.1 are alkyl or aryl; R.sub.2 is hydrogen, or a substituent such as alkyl, aryl, acyl, benzothiazolyl, pyridyl, sulfolanyl, thiocarbamyl, carbamyl, alkoxycarbonyl, aroyl, or the like; wherein the hydrocarbon moieties of the above radicals may be substituted with up to three of --OH, alkoxy, hydroxyalkoxy, carbamyl, or the like; and wherein the dye molecule contains at least one SO.sub.3 M, OSO.sub.3 M, or SSO.sub.3 M water-solubilizing group.
    Type: Grant
    Filed: April 9, 1984
    Date of Patent: April 1, 1986
    Assignee: Eastman Kodak Company
    Inventor: Max A. Weaver
  • Patent number: 4568738
    Abstract: Thiophen-2-ylazopyrazole dyes useful for dyeing polyesters, cellulose acetate esters, and polyamides in fast yellow shades have the general formula: ##STR1## wherein: X is alkyl, allyloxy, alkoxy, aryl, aryloxy, amino, alkylamino, arylamino, cyclohexyloxy,, thienyl, cycloalkylamino, N,N-dialkylamino, or N-alkyl-N-arylamino; Y is hydrogen, alkyl, or aryl; Z is alkyl, aryl, alkylsulfonyl, 2-benzothiazolyl, cyano or COX; R and R.sub.1 are alkyl or aryl; R.sub.2 is hydrogen, alkyl, aryl, acyl, benzothiazolyl, pyridyl, sulfolanyl, quinolyl, thiocarbamyl, carbamyl, alkoxycarbonyl, aroyl, aryl-carbamyl and alkanoyl; and wherein the hydrocarbon moieties of the above radicals may be substituted with up to three of --OH, alkoxy, hydroxyalkoxy, carbamyl, and similar groups conventionally used in the azo dye art.
    Type: Grant
    Filed: March 19, 1984
    Date of Patent: February 4, 1986
    Assignee: Eastman Kodak Company
    Inventors: Max A. Weaver, Clarence A. Coates, Jr.
  • Patent number: 4505857
    Abstract: Compounds of the formula ##STR1## in which K is the radical of a coupling component of the aniline, .alpha.-naphthylamine, pyrazolone, aminopyrazole, indole, tetrahydroquinoline, thiazole, phenol, naphthol, pyridine or pyridone series.R is --CHO, --CH.dbd.C(CN)--R.sub.1, --CH.dbd.CH--R.sub.2, --CH.dbd.C(NO.sub.2)--R.sub.3, --CH.dbd.NOH or --CN,wherein R.sub.1 is (C.sub.1-10 alkoxycarbonyl; (C.sub.1-10 alkoxy)carbonyl monosubstituted by chloro, bromo, cyano, hydroxy, C.sub.1-2 alkoxy, (C.sub.1-2 alkyl)carbonyloxy or (C.sub.1-2 alkoxy)carbonyl; (C.sub.1-10 alkoxy)carbonyl disubstituted by hydroxy and by chloro or bromo; (C.sub.3-8 alkenyl)oxycarbonyl; (C.sub.3-8 chloroalkenyl)oxycarbonyl; (C.sub.3-8 bromoalkenyl)oxycarbonyl; propynyloxycarbonyl; benzyloxycarbonyl; chlorobenzyloxycarbonyl; nitrobenzyloxycarbonyl; C.sub.1-4 alkylsulfonyl; phenylsulfonyl; tolylsulfonyl; carbamoyl; (C.sub.1-2 alkyl)carbamoyl; di(C.sub.
    Type: Grant
    Filed: March 10, 1981
    Date of Patent: March 19, 1985
    Assignee: Sandoz Ltd.
    Inventor: Robert Egli