Pyrazole Containing (including Hydrogenated) Patents (Class 534/792)
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Patent number: 10111859Abstract: Some embodiments include compositions and methods of using or identifying compounds that modulate the activity of the granulocyte colony-stimulating factor receptor (GCFR). Some embodiments include use of compounds to treat certain disorders, such as hematopoietic or neurological disorders.Type: GrantFiled: August 25, 2016Date of Patent: October 30, 2018Assignee: LIGAND PHARMACEUTICALS, INC.Inventors: Lin Zhi, Andrew R. Hudson, Keith Marschke, Virginia H. Grant, Steven L. Roach, Yixing Shen, Jason C. Pickens, Bijan Pedram, Cornelius Arjan van Oeveren, Lino J. Valdez
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Patent number: 8372822Abstract: New polymorphs of Eltrombopag and Eltrombopag ethanolamine salt have been obtained and characterized. These polymorphs and pharmaceutical compositions comprising them are useful, for example, in treating conditions leading to thrombocytopenia.Type: GrantFiled: June 1, 2012Date of Patent: February 12, 2013Assignee: Pliva Hrvatska D.O.O.Inventors: Edislav Leksic, Helena Ceric, Tina Mundorfer, Irena Zrinski Antonac, Zrinka Mastelic Samardzic
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Patent number: 8217021Abstract: New polymorphs of Eltrombopag and Eltrombopag ethanolamine salt have been obtained and characterized. These polymorphs and pharmaceutical compositions comprising them are useful, for example, in treating conditions leading to thrombocytopenia.Type: GrantFiled: August 4, 2011Date of Patent: July 10, 2012Assignee: Pliva Hrvatska D.O.O.Inventors: Edislav Leksic, Helena Ceric, Tina Mundorfer, Irena Zrinski Antonac, Zrinka Mastelic Samardzic
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Patent number: 7956048Abstract: New polymorphs of Eltrombopag and Eltrombopag ethanolamine salt have been obtained and characterized. These polymorphs and pharmaceutical compositions comprising them are useful, for example, in treating conditions leading to thrombocytopenia.Type: GrantFiled: April 1, 2010Date of Patent: June 7, 2011Assignee: Pliva Hrvatska D.O.O.Inventors: Edislav Leksic, Helena Ceric, Tina Mundorfer, Irena Zrinski Antonac, Zrinka Mastelic Samardzic
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Patent number: 7812140Abstract: Disclosed is a compound of the formula and dimers thereof, wherein R, R?, X, (Y)m, and (Z)n are as defined herein. The compounds are useful as colorants, particularly in applications such as phase change inks.Type: GrantFiled: April 4, 2007Date of Patent: October 12, 2010Assignee: Xerox CorporationInventors: Jeffrey H. Banning, James D. Mayo, Rina Carlini
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Patent number: 7674887Abstract: Invented are non-peptide TPO mimetics. Also invented are novel processes and intermediates used in the preparation of the presently invented compounds. 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 hydroxy-1-azobenzene derivative.Type: GrantFiled: June 18, 2008Date of Patent: March 9, 2010Assignee: GlaxoSmithKline LLCInventors: Kevin J. Duffy, Juan I. Luengo, Antony N. Shaw, Kenneth Wiggall
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Patent number: 7662804Abstract: Disclosed herein are novel diazenyl pyrazole compounds and related compounds. Also disclosed herein are methods of using these compounds for the treatment of diseases and conditions associated with modulating a thrombopoietin activity.Type: GrantFiled: November 21, 2006Date of Patent: February 16, 2010Assignee: SmithKline Beecham Corp.Inventors: Lin Zhi, E. Adam Kallel, Dean P. Phillips
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Patent number: 7473686Abstract: Invented are non-peptide TPO mimetics. Also invented are novel processes and intermediates used in the preparation of the presently invented compounds. 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 hydroxy-1-azobenzene derivative.Type: GrantFiled: January 8, 2007Date of Patent: January 6, 2009Assignee: SmithKline Beecham Corp.Inventors: Kevin J. Duffy, Connie Erickson-Miller, Julian Jenkins, Juan I. Luengo, Sophie Visonneau
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Patent number: 7452874Abstract: Invented are non-peptide TPO mimetics. Also invented are novel processes and intermediates used in the preparation of the presently invented compounds. 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 hydroxy-1-azobenzene derivative.Type: GrantFiled: January 8, 2007Date of Patent: November 18, 2008Assignee: SmithKline Beecham Corp.Inventors: Kevin J. Duffy, Juan I. Luengo, Antony N. Shaw, Kenneth Wiggall
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Patent number: 7439342Abstract: Invented are non-peptide TPO mimetics. Also invented are novel processes and intermediates used in the preparation of the presently invented compounds. 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 hydroxy-1-azobenzene derivative.Type: GrantFiled: January 8, 2007Date of Patent: October 21, 2008Assignee: Smith Kline Beecham Corp.Inventors: Kevin J. Duffy, Juan I. Luengo
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Patent number: 7414040Abstract: Invented are non-peptide TPO mimetics. Also invented are novel processes and intermediates used in the preparation of the presently invented compounds. 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 hydroxy-1-azobenzene derivative.Type: GrantFiled: June 6, 2003Date of Patent: August 19, 2008Assignee: SmithKline Beecham CorporationInventor: Dirk A. Heerding
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Patent number: 7335649Abstract: Invented are non-peptide TPO mimetics. Also invented are novel processes and intermediates used in the preparation of the presently invented compounds. 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 hydroxy-1-azobenzene derivative.Type: GrantFiled: November 9, 2006Date of Patent: February 26, 2008Assignee: SmithKline Beecham CorporationInventors: Kevin J. Duffy, Connie Erickson-Miller, Julian Jenkins, Juan I. Luengo, Sophie Visonneau
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Patent number: 7160870Abstract: Invented are non-peptide TPO mimetics. Also invented are novel processes and intermediates used in the preparation of the presently invented compounds. 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 hydroxy-1-azobenzene derivative.Type: GrantFiled: May 24, 2001Date of Patent: January 9, 2007Assignees: SmithKline Beecham Corporation, Glaxo Group LimitedInventors: Kevin J. Duffy, Connie Erickson-Miller, Julian Jenkins, Juan I. Luengo, Sophie Visonneau
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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: 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: 6613888Abstract: An azo dye represented by the following general formulae (10) and (12): (wherein the variables are as defined herein) and a process for making the azo dye is disclosed. The process comprises a step in which a diazonium salt is formed by the reaction between an aminopyrazole represented by the general formula (3) and an diazotizing agent, a step in which a compound represented by the general formula (5) is formed by the reaction between the diazonium salt and an aromatic coupling agent represented by the general formula (4), and a step in which an azo dye represented by the general formula (6) is formed by the reaction between the compound represented by the general formula (5) and an arylating agent or a heterylating agent in the presence of a base.Type: GrantFiled: June 24, 2002Date of Patent: September 2, 2003Assignee: Fuji Photo Film Co., Ltd.Inventors: Keiichi Tateishi, Toshiki Fujiwara, Makoto Yamada
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Patent number: 6489452Abstract: An azo dye represented by the following general formula (1) and a process for making the azo dye is disclosed. The process comprises a step in which a diazonium salt is formed by the reaction between an aminopyrazole represented by the general formula (3) and an diazotizing agent, a step in which a compound represented by the general formula (5) is formed by the reaction between the diazonium salt and an aromatic coupling agent represented by the general formula (4), and a step in which an azo dye represented by the general formula (6) is formed by the reaction between the compound represented by the general formula (5) and an arylating agent or a heterylating agent in the presence of a base.Type: GrantFiled: March 21, 2001Date of Patent: December 3, 2002Assignee: Fuji Photo Film Co., Ltd.Inventors: Keiichi Tateishi, Toshiki Fujiwara, Makoto Yamada
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Patent number: 6455679Abstract: The present invention provides a novel heterylaniline azo dye as well as an ink-jet recording ink and an ink-jet recording method enabling the formation of an image having a good hue and high durability to light and ozone gas. The ink-jet recording ink contains a heterylaniline azo dye derivative having a novel structure. The ink-jet recording method is characterized in that an image is formed by using the ink described above on an image-receiving material comprising a support having thereon an ink-receiving layer containing white inorganic pigment particles.Type: GrantFiled: August 2, 2001Date of Patent: September 24, 2002Assignee: Fuji Photo Film Co., Ltd.Inventors: Keiichi Tateishi, Toshiki Fujiwara, Yasushi Azuma
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Publication number: 20020077387Abstract: C.I. Pigment Yellow 191 is obtained in new crystal polymorphs (beta, gamma, delta and epsilon phases) if the known alpha phase or another inventive phase of this pigment is treated with certain solvents and reprecipitated.Type: ApplicationFiled: July 2, 2001Publication date: June 20, 2002Applicant: Clariant GmbHInventors: Martin U. Schmidt, Arpad Acs, Rudiger Jung, Franz Schui
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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: 5669967Abstract: Disclosed are compositions comprising one or more compounds characterized by the formula: ##STR1## wherein X is a hydrocarbyl, carboxylic acid ester, sulfonic acid ester, carboxylic acid amide or sulfonic acid amide group; Y is a hydrocarbyl, halogen or hydrocarbyloxy group; Ar is an aromatic moiety characterized by the formula: ##STR2## wherein A is a halogen group; each Z is independently a --COOH or --SO.sub.3 H group, or salts of such groups; m is 1 or 2; each R is independently a halogen, hydrocarbyl, hydrocarbyloxy, carboxylic acid ester, sulfonic acid ester, carboxylic amide, imidazolone, sulfonic acid amide, nitro group; and n is 0, 1 or 2.A process for preparing azo dyes, the dye compositions prepared by this process and the azo pigments derived from such dyes are also disclosed. Paint, ink and plastic compositions containing the foregoing pigments compositions are disclosed.Type: GrantFiled: May 30, 1996Date of Patent: September 23, 1997Assignee: Engelhard CorporationInventor: Byron G. Hays
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Patent number: 5502172Abstract: New pyrazole azo dyestuffs of the formula (I) ##STR1## in which R.sup.1 denotes hydrogen or an acyl radical,R.sup.2 denotes hydrogen, alkyl, alkenyl, cycloalkyl, aralkyl, aryl or a heterocyclic radical which is optionally bonded via alkylene,R.sup.3 denotes hydrogen, halogen, alkyl or alkoxy,R.sup.4 denotes hydrogen, halogen, hydroxyl, amino, nitro, cyano, alkyl, alkoxy, acylamino, acyloxy or alkoxy-carbonyl,R.sup.5 and R.sup.6 independently of one another in each case denote hydrogen, alkyl, aralkyl or aryl orNR.sup.5 R.sup.6 together denotes a hydrogenated heterocyclic radical which is bonded via the nitrogen and optionally contains further hetero atoms,it being possible for all the alkyl, alkenyl, cycloalkyl, aralkyl, aryl, alkoxy and heterocyclic radicals present to be optionally substituted by nonionic substituents, a novel process for their preparation and their use for dyeing and printing materials.Type: GrantFiled: April 6, 1995Date of Patent: March 26, 1996Assignee: Bayer AktiengesellschaftInventors: Kerstin Pape, Horst Berneth
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Patent number: 5446136Abstract: Pyrazole azo dyestuffs of the formula (I) ##STR1## in which R.sup.1 denotes hydrogen or an acyl radical,R.sup.2 denotes hydrogen, alkyl, alkenyl, cycloalkyl, aralkyl, aryl or a heterocyclic radical which is optionally bonded via alkylene,R.sup.3 denotes hydrogen, halogen, alkyl or alkoxy,R.sup.4 denotes hydrogen, halogen, hydroxyl, amino, nitro, cyano, alkyl, alkoxy, acylamino, acyloxy or alkoxycarbonyl,R.sup.5 and R.sup.6 independently of one another in each case denote hydrogen, alkyl, aralkyl or aryl orNR.sup.5 R.sup.6 together denotes a hydrogenated heterocyclic radical which is bonded via the nitrogen and optionally contains further hetero atoms,it being possible for all the alkyl, alkenyl, cycloalkyl, aralkyl, aryl, alkoxy and heterocyclic radicals present to be optionally substituted by nonionic substituents, a novel process for their preparation and their use for dyeing and printing materials.Type: GrantFiled: December 13, 1994Date of Patent: August 29, 1995Assignee: Bayer AktiengesellschaftInventors: Kerstin Pape, Horst Berneth
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Patent number: 5428137Abstract: The monoazo compound represented by formula I is excellent in compatibility with, solubility in, and coloring power for, almost all water-immiscible organic liquids, has a low melting point, and is suitable for use to color molten plastics, synthetic fiber spinning solutions, etc., and to color thermal transfer ink. ##STR1## wherein R represents sec-butyl; Cp represents a coupling component residue.The dense solution of at least one kind of said monoazo compound in a hydrocarbon solvent diffuses and dissolves quickly and uniformly in coloring subjects such as petroleum products, and is capable of coloring fuel oil etc. to a desired distinguishable color density with small amounts.Type: GrantFiled: January 28, 1993Date of Patent: June 27, 1995Assignee: Orient Chemical Industries, Ltd.Inventors: Masahiro Otsuka, Toru Tsuruhara
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Patent number: 5326866Abstract: A liquid azo dye represented by the formula: ##STR1## (wherein, A stands for a phenylene group which may have a substituent, n is o or 1, Cp is a pyrazolone derivative residue or a naphthol derivative residue, X is --NH-- or --COO-- and R is an alkyl group having 3 to 12 carbon atoms).Type: GrantFiled: May 12, 1993Date of Patent: July 5, 1994Assignee: Orient Chemical Industries, Ltd.Inventors: Takashi Ono, Tatsuya Yagyu, Tetsui Akase
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Patent number: 5144015Abstract: A process for preparing a 1-alkyl-3-secondary or tertiary alkyl-4-cyano-pyrazol-5-yl azo dye or a 1-alkyl-3-aryl-4-cyano-pyrazol-5-yl azo dye comprising:a) reacting a 3-secondary or tertiary alkyl-4-cyano-5-amino pyrazole or a 3-aryl-4-cyano-5-amino pyrazole with a diazotizing reagent to form a pyrazol-5-yl diazonium salt;b) allowing said diazonium salt to react with an aromatic coupling component to form a 3-secondary or tertiary alkyl-4-cyano-pyrazol-5-yl azo dye or a 3-aryl-4-cyano-pyrazol-5-yl azo dye; andc) reacting the product of step b) with an aklylating agent in the presence of a base to form a 1-alkyl-3-secondary or tertiary alkyl-4-cyano-pyrazol-5-yl azo dye or a 1-alkyl-3-aryl-4-cyano-pyrazol-5-yl azo dye.Type: GrantFiled: July 31, 1991Date of Patent: September 1, 1992Assignee: Eastman Kodak CompanyInventor: Derek D. Chapman
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Patent number: 5055567Abstract: The dyes according to the invention consist of a chromophore and a radical which, on heating, forms an isocyanate or isothiocyanate group. The latter reacts with a suitable group in the environment. Dyeings of excellent thermomigration fastness are obtained. The disclosed dyes are of the formulae ##STR1## where F is the radical of an azo, anthraquinone or tricyanovinyl dye which is free of water-solubilizing groups,B and B' are each independently of the other a direct bond or a bridge member, selected from the group consisting of a straight-chain or branched alkylene group having 2 to 8 C atoms or one of the following groups ##STR2## where R is hydrogen or C.sub.1 -C.sub.6 alkyl, n is an integer from 1 to 8 and m is an integer from 2 to 4,Z is O or S,V is a group which at a temperature between 180.degree. and 240.degree. C. is eliminated as a radical HV, andV' is a direct bond which is cleaved at a temperature between 180.degree. and 240.degree. C.Type: GrantFiled: April 10, 1989Date of Patent: October 8, 1991Assignee: Ciba-Geigy CorporationInventors: Peter Liechti, Karl Emmenegger, Martin Trottmann
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Patent number: 5003051Abstract: A process for the preparation of azo dyes of the formula ##STR1## in which X is --NH.sub.2 or --OH, A is a benzene or naphthalene radical which can be substituted by nitro, halogen, sulfo, C.sub.2 -C.sub.6 alkanoylamino, C.sub.1 -C.sub.6 -alkoxycarbonylamino, sulfonamido and sulfone groups and B is a benzene radical which is monosubstituted or disubstituted by C.sub.1 -C.sub.6 alkyl, or a naphthalene radical which can be substituted by amino, phenylamino, C.sub.1 -C.sub.6 alkylamino and sulfo, or a 1-phenyl-3-methyl-5-pyrazlone radical which can be substituted by halogen, C.sub.1 -C.sub.6 alkyl and C.sub.1 -C.sub.6 alkoy, these radicals being bound to the azo group in the o-position with respect to the hydroxyl or amino groups, comprises diazotizing in aqueous solution an amine of the formula ##STR2## in the presence of at least one ketone of the formula ##STR3## in which R.sub.1 and R.sub.2, independently of one another, are each C.sub.1 -C.sub.Type: GrantFiled: August 23, 1989Date of Patent: March 26, 1991Assignee: Ciba-Geigy CorporationInventors: Ulrich Schlesinger, Peter Loew, Alois Puntener
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Patent number: 4965345Abstract: Solvent dyes of the formula ##STR1## where ##STR2## R.sup.1 and R.sup.2 are each, independently of the other, hydrogen, methyl, ethyl, methoxy or ethoxy,n is 0 or 1 andk, if n is 0, is the radical of a coupling component of the pyrazolone series or, if n is 1, is the radical of a coupling component of the pyrazolone, 2-naphthol, hydroxyquinoline, aniline, naphthylamine, pyridone or 2,6-diaminopyridine series,R.sup.3 and R.sup.4 each independently of the other being C.sub.1 -C.sub.22 -alkyl which may be substituted or interrupted by oxygen, imino or C.sub.1 -C.sub.4 -alkylimino, subject to the proviso that COR has more than 8 carbon atoms, are very highly suitable for coloring organic substrates.Type: GrantFiled: October 2, 1987Date of Patent: October 23, 1990Assignee: BASF AktiengesellschaftInventor: Hermann Loeffler
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Patent number: 4960874Abstract: Compounds of the general formula I ##STR1## where R is alkyl or unsubstituted or substituted aryl and K is a radical of the formula ##STR2## B is C.sub.1 -C.sub.4 -alkyl or substituted amino, R.sup.1 is hydrogen, methyl, methoxy or ethoxy, R.sup.2 and R.sup.3 independently of one another are each unsubstituted or substituted alkyl, R.sup.3 may furthermore be hydrogen, R.sup.4 is a radical of the formula --A--OCO--Y--R, Z is hydrogen or methyl, X is hydrogen, methyl, methoxy, chlorine or acylamino, A is C.sub.2 - or C.sub.3 -alkylene and Y is --O-- or --NH--, are very useful for dyeing cellulose esters and synthetic polyesters.Type: GrantFiled: July 1, 1988Date of Patent: October 2, 1990Assignee: BASF AktiengesellschaftInventors: Udo Bergmann, Johannes D. Dix, Guenter Hansen, Ernst Schefczik, Guenther Seybold
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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: 4795807Abstract: Azo disperse dyestuffs are prepared by diazotization and coupling in an aqueous phase, the coupling being carried out in the presence of an ester of a lower aliphatic carboxylic acid.Type: GrantFiled: March 30, 1987Date of Patent: January 3, 1989Assignee: Cassella AktiengesellschaftInventors: Ulrich Buhler, Friedrich Schophoff, Wolf Weidemuller
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Patent number: 4764600Abstract: An isothiazolylazo dye of the formula I ##STR1## wherein R is an alkyl group or unsubstituted aryl or substituted aryl group selected from the group consisting of ##STR2## and K is a radical of the formula ##STR3## where B is C.sub.1 -C.sub.4 alkyl or a substituted amino radical selected from the group consisting of ##STR4## R.sup.1 is hydrogen, methyl, methoxy or ethoxy, R.sup.2 and R.sup.3 independently of one another are each unsubstituted C.sub.1 -C.sub.4 alkyl or substituted alkyl groups selected from the group of C.sub.1 -C.sub.4 alkyls which are substituted by chlorine, bromine, cyano, hydroxyl, C.sub.1 -C.sub.4 -alkoxy, benzyloxy, phenoxy, phenyl, C.sub.1 -C.sub.4 -alkylcarbonyloxy which is unsubstituted or substituted by C.sub.1 -C.sub.4 -alkoxy, phenoxy or phenyl, phenycarbonyloxy which is unsubstituted or substituted by chlorine, bromine, methoxy, ethoxy, methyl or ethyl, oxycarbonyl, C.sub.1 -C.sub.4 -alkoxycarbonyl, C.sub.1 -C.sub.Type: GrantFiled: January 25, 1983Date of Patent: August 16, 1988Assignee: BASF AktiengesellschaftInventors: Udo Bergmann, Johannes P. Dix, Guenter Hansen, Ernst Schefczik, Guenther Seybold
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Patent number: 4743683Abstract: A photographic recording material which contains at least one dye of the formula ##STR1## wherein D is the group of atoms necessary to complete a 5-membered ring that contains at least one nitrogen atom, A is hydrogen, alkyl, alkoxy, phenyl, alkylthio, cyano, nitro or halogen, n is 0 to 3, R.sub.1 is hydrogen, alkyl, hydroxyl, acylamino, R.sub.6 is hydrogen or unsubstituted or substituted amino, and R.sub.4 is hydrogen or alkoxy. The material is distinguished by good color reproduction, brilliant colors and excellent lightfastness.Type: GrantFiled: December 3, 1986Date of Patent: May 10, 1988Assignee: Ciba-Geigy AGInventor: Paul Tschopp
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Patent number: 4704452Abstract: Monoazo compounds of the formula ##STR1## in which one of the two substituents R.sub.1 or R.sub.2 or both substituents are C.sub.3 -C.sub.8 -alkyl or a group of the formula ##STR2## in which R.sub.3 and R.sub.4 are independently of each other hydrogen or C.sub.1 -C.sub.4 -alkyl and R.sub.5 is hydrogen, halogen or C.sub.1 -C.sub.4 -alkyl and the other of the two substitutents R.sub.1 or R.sub.2, when the two are not C.sub.3 -C.sub.8 -alkyl or a group of the formula (1a), is hydrogen, halogen or C.sub.1 -C.sub.4 -alkyl, and KK is the radical of a coupling component which is free of water-solubilizing groups the two described. These compounds can be used as dyes for dyeing or printing for example polyester fibre materials.Type: GrantFiled: December 19, 1985Date of Patent: November 3, 1987Assignee: Ciba-Geigy CorporationInventor: Peter Liechti
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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: 4650861Abstract: This invention relates to novel azo dyes containing a 4-nitropyrazole azo moiety which may be substituted, for example, with an alkyl group which itself may be substituted, and an aniline coupler which may be substituted. The dyes produce bright red shades on hydrophobic textile fiber including polyesters, polyamides, and cellulose esters and show unexpected improvements in one or more of such properties as fastness to light, wash, ozone, gas such as oxides of nitrogen, perspiration, crock and sublimation, dyeability at desirable low energy levels to deep shades, build, pH stability, bloom resistance, leveling, migration, dye bath exhaustion, dye transfer, and the like.Type: GrantFiled: July 15, 1983Date of Patent: March 17, 1987Assignee: Ciba-Geigy CorporationInventors: Max A. Weaver, Gary T. Clark, Bill A. Eller
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Patent number: 4617382Abstract: The present invention relates to novel chromium complex dyes of the formula ##STR1## wherein Z is hydrogen, chloro, bromo, nitro, lower alkyl or acylamino;L is H.sub.Type: GrantFiled: April 13, 1983Date of Patent: October 14, 1986Assignee: Ciba-Geigy CorporationInventors: Gerhard Back, Fabio Beffa, Arthur Buhler
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Patent number: 4599402Abstract: The novel compounds of the general formula I ##STR1## where A is a radical of a coupling or diazo component which, if necessary after conversion, is capable of complex formation, Ar is an unsubstituted or substituted aromatic or heterocyclic radical, D is a radical of a diazo component and Me is a Co.sup.2+, Cu.sup.2+, Zn.sup.2+, Mn.sup.2+ or Ni.sup.2+ ion, and the ring B can be further substituted, are very useful for dyeing cellulose fibers, polyesters and blends of cellulose fibers and polyesters.The present dyes are lightfast and fast to washing and to solvents.Type: GrantFiled: October 12, 1984Date of Patent: July 8, 1986Assignee: BASF AktiengesellschaftInventors: Johannes Dehnert, Werner Junemann
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Patent number: 4560744Abstract: Compounds which in the form of the free acids correspond to the formula ##STR1## where A is a radical of a diazo component or of an amine,B is a radical of a coupling component or of an aldehyde,R.sup.1 is chlorine or bromine,R.sup.2 is methoxy or ethoxy,X is .dbd.N-- or .dbd.CH--,Y is --O-- or --COO-- andZ is --O-- or --NH--,are dyes which are very suitable for dyeing nylons and natural polyamides.Type: GrantFiled: March 6, 1981Date of Patent: December 24, 1985Assignee: BASF AktiengesellschaftInventors: Hans Baumann, Klaus Grychtol
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Patent number: 4544739Abstract: Chromium complex dyes which, in the form of the free acid, have the formula ##STR1## wherein Z is hydrogen, nitro, chlorine or naphthylazo or phenylazo, wherein naphthyl or phenyl is unsubstituted or substituted by nitro, chlorine, bromine, C.sub.1-5 -alkyl or C.sub.1-5 -alkoxy, A is naphthyl or phenyl containing the oxygen atom in o-position to the azomethine and wherein naphthyl or phenyl is unsubstituted or substituted by C.sub.1-5 -alkyl, halogen or naphthylazo or phenylazo wherein naphthyl or phenyl is unsubstituted or substituted by nitro, chlorine, bromine, C.sub.1-5 -alkyl or C.sub.1-5 -alkoxy, D is sulfophenyl which is unsubstituted or substituted by nitro or chlorine, or sulfonaphthyl which is unsubstituted or substituted by nitro, and is bonded to the azo group in the ortho-position to the oxygen atom and R is chloroacetyl, bromoacetyl, .alpha.-chloroacryloyl, .alpha.-bromoacryloyl, .alpha.,.beta.-dichloropropionyl, .alpha.,.beta.Type: GrantFiled: September 28, 1982Date of Patent: October 1, 1985Assignee: Ciba-Geigy CorporationInventors: Hans U. Schutz, Arthur Buhler
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Patent number: 4505715Abstract: A monoazo dyestuff mixture which comprises 90-30% by weight of a monoazo dyestuff of the general formula [II]: ##STR1## wherein R.sup.2 is C.sub.3-6 alkyl, C.sub.Type: GrantFiled: June 1, 1984Date of Patent: March 19, 1985Assignee: Mitsubishi Chemical Industries, LimitedInventors: Toshio Niwa, Kiyoshi Himeno, Junji Yoshihara