Pyrazole (including Hydrogenated) Patents (Class 534/769)
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Patent number: 11845873Abstract: 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: GrantFiled: November 28, 2021Date of Patent: December 19, 2023Assignee: FUJIFILM CorporationInventors: Keiichi Tateishi, Takashi Saitou, Yuta Takasaki, Yusuke Sakai
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Patent number: 11351106Abstract: 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: GrantFiled: September 9, 2021Date of Patent: June 7, 2022Inventors: Richard Lawson, Haihu Qin, Steven Spanhove, Laurent De Bruyne, Sanjeev Dey
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Patent number: 8440589Abstract: 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: GrantFiled: March 31, 2010Date of Patent: May 14, 2013Assignee: Dai Nippon Printing Co., Ltd.Inventors: Tomoyuki Sanada, Tsuaki Odaka, Hiroyuki Hasegawa, Hiroko Amano
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Patent number: 8399664Abstract: [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: GrantFiled: December 19, 2011Date of Patent: March 19, 2013Assignee: FUJIFILM CorporationInventors: Keiichi Tateishi, Yoshiharu Yabuki
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Patent number: 8158317Abstract: 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: GrantFiled: September 28, 2007Date of Patent: April 17, 2012Assignee: FUJIFILM CorporationInventors: Yoshihiko Fujie, Hisashi Mikoshiba, Takuma Amemiya, Ryuji Shinohara
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Patent number: 8101011Abstract: 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: GrantFiled: August 5, 2005Date of Patent: January 24, 2012Assignee: Fujifilm CorporationInventors: Keiichi Tateishi, Yoshiharu Yabuki
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Publication number: 20110021764Abstract: 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: ApplicationFiled: March 5, 2009Publication date: January 27, 2011Applicant: FUJIFILM CORPORATIONInventors: Keiichi Tateishi, Yoshiaki Nagata, Nobuo Seto
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Publication number: 20110021763Abstract: 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: ApplicationFiled: March 5, 2009Publication date: January 27, 2011Applicant: FUJIFILM CORPORATIONInventors: Keiichi Tateishi, Shinya Hayashi, Masaru Takasaki, Nobuo Seto
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Patent number: 7625621Abstract: 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: GrantFiled: July 29, 2005Date of Patent: December 1, 2009Assignee: Clariant Finance (BVI) LimitedInventor: Pascal Steffanut
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Patent number: 7452873Abstract: 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: GrantFiled: June 3, 2005Date of Patent: November 18, 2008Assignee: Vertex Pharmaceuticals IncorporatedInventors: Jeremy Green, Michael J. Arnost, Albert Pierce
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Publication number: 20080119643Abstract: 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: ApplicationFiled: October 10, 2005Publication date: May 22, 2008Inventors: Michael Lennartz, Holger Lautenbach
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Publication number: 20080081269Abstract: 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: ApplicationFiled: September 28, 2007Publication date: April 3, 2008Applicant: FUJIFILM CorporationInventors: Yoshihiko Fujie, Hisashi Mikoshiba, Takuma Amemiya, Ryuji Shinohara
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Publication number: 20080081285Abstract: 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: ApplicationFiled: September 28, 2007Publication date: April 3, 2008Applicant: FUJIFILM CorporationInventors: Kousuke WATANABE, Kazutoshi KATAYAMA, Taro HASHIZUME
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Patent number: 7141657Abstract: 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: GrantFiled: July 1, 2005Date of Patent: November 28, 2006Assignee: Fujifilm CorporationInventors: Akinori Fujita, Makoto Ohmoto
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Patent number: 7125966Abstract: 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 dyestuffsType: GrantFiled: October 17, 2003Date of Patent: October 24, 2006Assignee: Clariant Finance (BVI) LimitedInventor: Robert Egli
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Patent number: 7105503Abstract: 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: GrantFiled: February 15, 2002Date of Patent: September 12, 2006Assignee: QLT Inc.Inventors: Zaihui Zhang, Timothy S. Daynard, Serguei V. Sviridov, Mikhail A. Chafeev, Shisen Wang
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Patent number: 6916798Abstract: 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: GrantFiled: August 2, 2002Date of Patent: July 12, 2005Assignee: Vertex Pharmaceuticals IncorporatedInventors: Jeremy Green, Michael J. Arnost, Albert Pierce
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Patent number: 6855195Abstract: An ink composition comprising at least one of water-soluble dyes represented by the following formulae (1) to (3) and a surfactant:Type: GrantFiled: July 23, 2002Date of Patent: February 15, 2005Assignee: Fuji Photo Film Co., Ltd.Inventors: Nobuhiro Nishita, Junichi Yamanouchi, Toshiki Fujiwara
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Publication number: 20040244127Abstract: The cationic dyes of formula (1) specified in claim 1 are suitable especially for colouring keratin-containing fibres, more especially for colouring hair.Type: ApplicationFiled: March 19, 2004Publication date: December 9, 2004Inventors: Jean-Marie Adam, Jean-Pierre Bacher
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Publication number: 20040143913Abstract: The cationic dyes of formula (1) specified in claim 1 are suitable especially for colouring keratin-containing fibres, more especially for colouring hair.Type: ApplicationFiled: January 6, 2004Publication date: July 29, 2004Inventors: Peter Mckli, Beate Susanne Frohling
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Publication number: 20040122219Abstract: A compound represented by the following formula (I) or formula (2-I) 1Type: ApplicationFiled: September 30, 2003Publication date: June 24, 2004Inventors: Toshiki Fujiwara, Naoyuki Hanaki, Shigeaki Tanaka, Tadashi Omatsu, Yoshiharu Yabuki
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Publication number: 20040082551Abstract: This invention is directed generally to pyrazoles that, inter alia, inhibit p38 kinase, TNF, and/or cyclooxygenase-2 activity.Type: ApplicationFiled: June 5, 2003Publication date: April 29, 2004Inventors: Alan G. Benson, Thomas P. Fraher, Michael E. Hepperle, Kevin D. Jerome, Win Naing, Shaun R. Selness, John K. Walker
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Publication number: 20040039183Abstract: 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: ApplicationFiled: June 13, 2003Publication date: February 26, 2004Inventors: Peter Blaschka, Gunter Smeyts, Paul Gunthert
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Publication number: 20030159617Abstract: 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: ApplicationFiled: July 3, 2002Publication date: August 28, 2003Inventors: Nobuhiro Nishita, Yoshiharu Yabuki, Junichi Yamanouchi
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Publication number: 20030089274Abstract: An ink composition comprising at least one of water-soluble dyes represented by the following formulae (1) to (3) and a surfactant: 1Type: ApplicationFiled: July 23, 2002Publication date: May 15, 2003Inventors: Nobuhiro Nishita, Junichi Yamanouchi, Toshiki Fujiwara
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Patent number: 6552008Abstract: 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: GrantFiled: March 22, 2002Date of Patent: April 22, 2003Assignee: SmithKline Beecham CorporationInventors: Kevin J. Duffy, Nannan Liu, Juan I. Luengo
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Publication number: 20030060453Abstract: 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: ApplicationFiled: February 15, 2002Publication date: March 27, 2003Inventors: Zaihui Zhang, Timothy Scott Daynard, Serguei V. Sviridov, Mikhail A. Chafeev, Shisen Wang
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Publication number: 20030040608Abstract: An azo dye represented by the following general formulae (10) and (12): 1Type: ApplicationFiled: June 24, 2002Publication date: February 27, 2003Inventors: Keiichi Tateishi, Toshiki Fujiwara, Makoto Yamada
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Publication number: 20020183285Abstract: 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: ApplicationFiled: March 14, 2002Publication date: December 5, 2002Inventors: Jayasree Vasudevan, Alan T. Johnson, Liming Wang, Dehua Huang, Roshantha A. Chandraratna
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Publication number: 20020042501Abstract: 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: ApplicationFiled: December 22, 2000Publication date: April 11, 2002Inventors: Zaihui Zhang, Jun Yan, Danny Leung, Penelope C. Costello, Jasbinder Sanghera, Timothy Scott Daynard, Shisen Wang, Mikhail Chafeev
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Patent number: 5972544Abstract: 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: GrantFiled: December 9, 1996Date of Patent: October 26, 1999Assignee: Zeneca LimitedInventors: Kathryn Carr, Mark Holbrook, Ian Ferguson
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Patent number: 5789560Abstract: 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: GrantFiled: January 22, 1997Date of Patent: August 4, 1998Assignee: BASF AktiengesellschaftInventors: Karl-Heinz Etzbach, Rudiger Sens
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Patent number: 5723586Abstract: 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: GrantFiled: June 14, 1996Date of Patent: March 3, 1998Assignee: Clariant Finance (BVI) LimitedInventor: Ruedi Altermatt
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Patent number: 5633355Abstract: 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: GrantFiled: November 7, 1995Date of Patent: May 27, 1997Assignee: Sandoz Ltd.Inventor: Ruedi Altermatt
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Patent number: 5466790Abstract: 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: GrantFiled: September 30, 1994Date of Patent: November 14, 1995Assignee: BASF AktiengesellschaftInventors: Sabine Gruettner-Merten, Helmut Reichelt, Arno Lange, Helmut Degen
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Patent number: 5324826Abstract: 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: GrantFiled: August 10, 1992Date of Patent: June 28, 1994Assignee: Sandoz Ltd.Inventor: Peter Matzinger
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Patent number: 5283326Abstract: 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: GrantFiled: May 13, 1992Date of Patent: February 1, 1994Assignee: Sandoz AGInventors: Guenter Hansen, Ernst Schefczik, Karl-Heinz Etzbach, Helmut Reichelt, Hermann Loeffler
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Patent number: 5175265Abstract: 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: GrantFiled: March 5, 1990Date of Patent: December 29, 1992Assignee: BASF AktiengesellschaftInventors: Guenter Hansen, Helmut Hagen, Helmut Reichelt
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Patent number: 5156971Abstract: 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: GrantFiled: January 15, 1992Date of Patent: October 20, 1992Inventors: Johnathan L. Kiel, John L. Alls, Richard A. Weber, Jill E. Parker
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Patent number: 5003050Abstract: 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: GrantFiled: March 7, 1990Date of Patent: March 26, 1991Assignee: The United States of America as represented by the Secretary of the Air ForceInventors: Johnathan L. Kiel, Gerald J. O'Brien
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Patent number: 4994564Abstract: 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: GrantFiled: November 10, 1988Date of Patent: February 19, 1991Assignee: BASF AktiengesellschaftInventors: Karl-Heinz Etzbach, Helmut Reichelt, Guenter Hansen, Ernst Schefczik, Helmut Hagen, Gunther Lamm
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Patent number: 4962040Abstract: 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: GrantFiled: August 10, 1989Date of Patent: October 9, 1990Assignee: Bayer AktiengesellschaftInventors: Herbert Hugl, Aloysius Engel, Klaus Wehling
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Patent number: 4952681Abstract: 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: GrantFiled: July 27, 1988Date of Patent: August 28, 1990Assignee: Sandoz AGInventors: Guenter Hansen, Ernst Schefczik, Karl-Heinz Etzbach, Helmut Reichelt, Hermann Loeffler
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Patent number: 4711954Abstract: 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: GrantFiled: March 4, 1986Date of Patent: December 8, 1987Assignee: Bayer AktiengesellschaftInventors: Holger Heidenreich, Gerhard Wolfrum
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Patent number: 4685934Abstract: 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: GrantFiled: July 12, 1985Date of Patent: August 11, 1987Assignee: Sandoz Ltd.Inventors: Francois Benguerel, Roland Mislin
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Patent number: 4668775Abstract: 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: GrantFiled: July 24, 1985Date of Patent: May 26, 1987Assignee: BASF AktiengesellschaftInventors: Udo Bergmann, Erwin Hahn, Guenter Hansen
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Patent number: 4619992Abstract: 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: GrantFiled: March 12, 1985Date of Patent: October 28, 1986Assignee: BASF AktiengesellschaftInventors: Udo Bergmann, Johannes P. Dix, Guenter Hansen, Ernst Schefczik
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Patent number: 4579938Abstract: 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: GrantFiled: April 9, 1984Date of Patent: April 1, 1986Assignee: Eastman Kodak CompanyInventor: Max A. Weaver
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Patent number: 4568738Abstract: 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: GrantFiled: March 19, 1984Date of Patent: February 4, 1986Assignee: Eastman Kodak CompanyInventors: Max A. Weaver, Clarence A. Coates, Jr.
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Patent number: 4505857Abstract: 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: GrantFiled: March 10, 1981Date of Patent: March 19, 1985Assignee: Sandoz Ltd.Inventor: Robert Egli