Additional Hetero Ring Attached Indirectly To The Azo Group By Nonionic Bonding Patents (Class 534/774)
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Patent number: 8293148Abstract: An azo pigment showing excellent coloring characteristics such as tinctorial strength and hue and excellent fastness such as light fastness, and a pigment dispersion containing the azo pigment are provided. An azo pigment represented by the following general formula (1) and a pigment dispersion containing the pigment: wherein G represents a hydrogen atom, an aliphatic group, an aryl group, a heterocyclic group, an acyl group, an aliphatic oxycarbonyl group, a carbamoyl group, or a sulfonyl group, R1 represents an amino group, an aliphatic oxy group, an aliphatic group, an aryl group, or a heterocyclic group, R2 represents a substituent, A represents an aromatic 5- to 6-membered heterocyclic group, m represents an integer of from 0 to 5, and n represents an integer of from 1 to 4.Type: GrantFiled: September 1, 2009Date of Patent: October 23, 2012Assignee: FUJIFILM CorporationInventors: Nobuo Seto, Masahiro Higashi, Keiichi Tateishi
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Publication number: 20110294993Abstract: An azo pigment selected from the group consisting of: an azo pigment represented by the following formula (1), which has: a characteristic X-ray diffraction peak at Bragg angles (2?±0.2°) of 6.9°, 21.5°, and 27.3° in CuK? characteristic X-ray diffraction, a peak height at 11.9° of 0.6 or less relative to a peak height at 10.9° or a tautomer thereof, or a salt, hydrate, or solvate of the azo pigment or tautomer thereof; and an azo pigment represented by the following formula (1), which has: a characteristic X-ray diffraction peak at Bragg angles (2?±0.2°) of 6.9°, 25.8°, and 27.1° in CuK? characteristic X-ray diffraction, a peak height at 10.9° of 0.2 or less relative to a peak height at 11.9° or a tautomer thereof, or a salt, hydrate, or solvate of the azo pigment or tautomer thereof.Type: ApplicationFiled: May 31, 2011Publication date: December 1, 2011Applicant: FUJIFILM CORPORATIONInventors: Masahiro HIGASHI, Yoshihiro JIMBO, Keiichi TATEISHI
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Publication number: 20110286964Abstract: The present invention provides compounds of Formula (I): (Chemical formula should be inserted here as it appears on abstract in paper form) (I) and tautomers, isomers, and esters of said compounds, and pharmaceutically acceptable salts, solvates, and prodrugs of said compounds, wherein each of R, R1, X, Y, Z, R2, R3, R4, R5, R6, R7, R8, R9, R18, R19, and n is selected independently and as defined herein. Compositions comprising such compounds are also provided. The compounds of the invention are effective as inhibitors of HCV, and are useful, alone and together with other therapeutic agents, in treating or preventing dieases or disorders such as viral infections and virus-related disorders.Type: ApplicationFiled: August 19, 2009Publication date: November 24, 2011Inventors: Cecil D. Kwong, F. George Njoroge, Subramaniam Ananthan, Feng Geng, Hollis S. Kezar, III, Joseph A. Maddry, John J. Piwinski, Robert C. Reynolds, John A. Secrist, III, Neng-Yang Shih
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Publication number: 20110163283Abstract: An azo pigment showing excellent coloring characteristics such as tinctorial strength and hue and excellent fastness such as light fastness, and a pigment dispersion containing the azo pigment are provided. An azo pigment represented by the following general formula (1) and a pigment dispersion containing the pigment: wherein G represents a hydrogen atom, an aliphatic group, an aryl group, a heterocyclic group, an acyl group, an aliphatic oxycarbonyl group, a carbamoyl group, or a sulfonyl group, R1 represents an amino group, an aliphatic oxy group, an aliphatic group, an aryl group, or a heterocyclic group, R2 represents a substituent, A represents an aromatic 5- to 6-membered heterocyclic group, m represents an integer of from 0 to 5, and n represents an integer of from 1 to 4.Type: ApplicationFiled: September 1, 2009Publication date: July 7, 2011Applicant: FUJIFILM CORPORATIONInventors: Nobuo Seto, Masahiro Higashi, Keiichi Tateishi
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Publication number: 20110143270Abstract: An azo pigment and a pigment dispersion showing excellent coloring characteristics such as tinctorial strength and hue and excellent fastness such as light fastness are provided. An azo pigment represented by the following general formula (1), its tautomer, a salt or hydrate thereof: (wherein G represents a hydrogen atom, an aliphatic group, an aryl group, a heterocyclic group, an acyl group, an aliphatic oxycarbonyl group, a carbamoyl group, a sulfonyl group, R1 represents an amino group, an aliphatic oxy group, an aliphatic group, an aryl group, or a heterocyclic group, R2 represents a substituent, A represents an aromatic 5- or 6-membered heterocyclic group, m represents an integer of from 0 to 5, n represents an integer of from 1 to 4 and, when n=2, the formula represents a dimer formed through R1, R2, A, or G and, when n=3, the formula represents a trimer formed through R1, R2, A, or G and, when n=4, the formula (1) represents a tetramer formed through R1, R2, A, or G.Type: ApplicationFiled: July 17, 2009Publication date: June 16, 2011Applicant: FUJIFILM CORPORATIONInventors: Nobuo Seto, Masahiro Higashi, Keiichi Tateishi, Hideki Takakuwa
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Patent number: 7956169Abstract: The invention provides a novel group of azo quencher compositions that are useful as quenchers of fluorescence and to methods for making and using them. The quenchers contain an azo bond and 1,3,3-trimethyl-2-methyleneindoline ring system. The quenchers can be derivatized to facilitate their conjugation to a variety of biologically relevant compounds, including lipids, nucleic acids, peptides, proteins, and the like.Type: GrantFiled: June 16, 2010Date of Patent: June 7, 2011Assignee: ChemGenes CorporationInventors: Andrei Laikhter, Suresh C. Srivastava, Naveen P. Srivastava
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Publication number: 20100311184Abstract: Azo heterocyclic compounds that are substantially non-fluorescent or only weakly fluorescent useful as energy acceptors. The chemically reactive compounds possess utility for labeling a wide variety of substances, including biomolecules with the resulted conjugates being highly useful for a variety of energy-transfer assays and applications. The biological conjugates of the disclosure exhibit little or no observable fluorescence and their fluorescence is significantly increased upon a biological stimulation.Type: ApplicationFiled: June 1, 2010Publication date: December 9, 2010Applicant: AAT BIOQUEST, INC.Inventors: Zhenjun DIWU, Jingfang LIAO
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Publication number: 20100058545Abstract: Disclosed are dyes of Formula (I) wherein D is the radical of anthraquinone, acridine, azo, azomethine, hydrazomethine, benzodifuranone, coumarine, diketopyrrolopyrrol, dioxaxine, diphenylmethane, formazane, indigoid, indophenol, naphtalimide, naphthaquinone, nitroaryl, merocyanine, methine, oxazine, perinone, perylene, pyrenequinone, phtalocyanine, phenazine, quinoneimine, quinacridone, quinophtalone, stilbene, styryl, triphenylmethane, xanthene, thiazine dye and thioxanthene dye; Q is C1-C30alkylene, —C2-C12alkenylene, C5-C10arylene-, C5-C10cycloalkylene- or —C1-C10alkylene(C5-C10arylene)- which may be interrupted and/or terminated at one or both ends by one or more than one —O—, —S—, —N?, —N(R1)—, SO2, —(CH2CH2-O) 1-5-, —(CH2CH2CH2—O) 1-5-, —C(O)—, —C(O)—C1-C12alkenylene, —C(O)O—, —OCO—, A N+R1R2, —CON(R1)—, —C(NR1R2)2—, —(R1)NC(O)—, —CSR1— or an optionally substituted, saturated or unsaturated, fused or non-fused aromatic or nonaromatic (hetero)cyclic) bivalent radical optionally comprising at least one hType: ApplicationFiled: January 22, 2008Publication date: March 11, 2010Applicant: CIBA CORPORATIONInventors: Victor Paul Eliu, Beate Frohling, Dominique Kauffmann
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Publication number: 20100011518Abstract: Disclosed are compounds of formula D is an aromatic or a cationic heteroaromatic group, which is optionally substituted by C1-C14alkyl, C1-C14alkoxy, hydroxy-C1-C14alkyl, C3-C8cycloalkyl, —CN, NO2, —NR3R4, halogen, C6-C10aryl, which is optionally substituted or C1-C14alkyl, or by one or more groups Z; E1 and E2 independently from each other are ?CH; or ?N—; K is an aromatic or heteroaromatic group which is optionally substituted by C1-C14alkyl, C1-C14alkoxy, C3-C8cycloalkyl, C6-C10aryl, halogen, hydroxy, NO2, —NR3R4, —N(R3)(CO)R4, —SO2NR1R2, —SONR1R2 or by one or more Z; or a radical of formula —NR1R2; R1 and R2 independently from each other are hydrogen; C1-C14alkyl; cyclo-C1-C14alkyl; C6-C10aryl; an aromatic or heteroaromatic group which is optionally substituted by C1-C14alkyl, C1-C14alkoxy, C3-C8cycloalkyl, C6-C10aryl, halogen, hydroxy, —NR5R6, —N(R5)—(CO)R5 or by Z; Z is a group of the formula (1a) *—X1—Y1—W1, wherein X1 is the direct bond; —NR7—; —O—; —NR7(C?O)—; —(CO)NR7—; —O(C?O)—; —(CO)O—; or —Type: ApplicationFiled: June 4, 2007Publication date: January 21, 2010Inventors: Christian Cremer, Olof Wallquist, Victor Paul Eliu, Kishor Ramachandra Nivalkar
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Publication number: 20090229059Abstract: Disclosed are oxazine disulfide dyes of formula (1) D1-(Z1)r-Y1—S-A, wherein A is hydrogen; or a radical of formula (1a)*—S—Y2-(Z2)r-D2; Y1 and Y2 independently from each other are unsubstituted or substituted, straight-chain or branched, interrupted or uninterrupted C—1—C—10alkylene; C5-C10cycloalkylene; C5-C10arylene; or —C5-C10arylene-(C1-C10alkylene); Z1 and Z2 independently from each other are *—(CH2)p—C(O)—**; *—(CH2CH2—O)S—**; *—(CH2)p—C(O)O—**; *—(CH2)p—OCO—**; *—(CH2)P—N(R1)—**; formula 1(g); —(CH2)p—CON(R1)—**; *—(CH2)p—(R1)NC(O)—**; , 0-; —S—; —S(O)—; —S(O)2—; or a cationic biradical of a substituted or unsubstituted aromatic or heteroaromatic compound of the formula (1a); (1b); (1c); (1d); or (1e); wherein the asterix * indicates the linkage to D1 and/or D2; the asterix ** indicates the linkage to Y1 and/or Y2; W1 is N or a radical of CR5; R1, R2, R3, R4 and R5 independently from each other are hydrogen; C1-C14alkyl; C2-C14alkenyl; C5-C10aryl; C5-C10aryl-(C1-C10alkyl); or —C1-C10alkyl(C5-C10aryl);Type: ApplicationFiled: September 27, 2006Publication date: September 17, 2009Inventors: Christian Cremer, Olof Wallquist
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Publication number: 20090088490Abstract: A simultaneous two-photon absorption three-dimensional recording material includes at least one kind of dye having at least one polymerizable group.Type: ApplicationFiled: September 26, 2008Publication date: April 2, 2009Applicant: FUJIFILM CORPORATIONInventors: Masaharu AKIBA, Hiroo TAKIZAWA
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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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Patent number: 7198651Abstract: The present invention relates to a method to achieve a reversible change of the colour of hair dyed with an azo dye wherein the change of the colour can be effected by, for example, the salonist or the consumer in a simple manner. The colour of the hair thus dyed may be changed simply by treating the dyed hair with an acid treatment composition at any time after the first dyeing treatment. If desired by the consumer, the colour may be returned to substantially the original post dye colour by treating the hair further with an alkaline treatment composition.Type: GrantFiled: November 26, 2004Date of Patent: April 3, 2007Assignees: Kao Corporation, Fuji Photo Film Co., Ltd.Inventors: Dominic Pratt, Masayoshi Nojiri, Toshio Kawagishi
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Patent number: 6989439Abstract: A color-developing agent of the formula (1-1): wherein X represents a hydrogen atom or a substituent, and Z represents a carbamoyl, acyl, alkoxycarbonyl, or aryloxycarbonyl group. An azo dye of the formula (2-1): wherein R1 represents a hydrogen atom or a substituent, and A represents a group of atoms necessary to form the azo dye by the compound of formula (2-1). A silver halide photographic light-sensitive material containing any of the color-developing agent and the azo dye in at least one photographic constitutional layer.Type: GrantFiled: February 6, 2003Date of Patent: January 24, 2006Assignee: Fuji Photo Film Co., Ltd.Inventors: Osamu Uchida, Yasuhiro Ishiwata, Takayuki Ito, Nobutaka Fukagawa
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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: 6878196Abstract: An ink containing at least one dye represented by formula (1): wherein R1, R2 and R3 are each independently a hydrogen atom or a monovalent group; Z is a nitrogen atom, or a carbon atom to which a hydrogen atom or a monovalent group is bonded; and at least one of R1, R2, R3, and the monovalent group that Z has is a substituent having a heterocyclic group substituted with an azo group.Type: GrantFiled: January 15, 2003Date of Patent: April 12, 2005Assignee: Fuji Photo Film Co., Ltd.Inventors: Toru Harada, Yoshiharu Yabuki, Manabu Ogawa, Hiroshi Iwanaga
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Patent number: 6706864Abstract: Water-insoluble violet benzimidazolone monoazo pigments of the formula: wherein R1, R2 and R3 each represent hydrogen, chlorine, bromine, methyl, methoxy, ethoxy, nitro or a group of the formula —COOR with R being hydrogen, methyl or ethyl, and R4 represents hydrogen, chlorine, bromine, methyl, methoxy, ethoxy or nitro group. Due to the presence of two 5-membered heterocyclic rings in the molecule, these pigments display very high thermoresistance and excellent fastness to migration.Type: GrantFiled: February 20, 2003Date of Patent: March 16, 2004Assignee: Dominion Colour CorporationInventors: Mark J. Vincent, Helen Skelton, Jaroslav Slupecky, Justin Yee
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Publication number: 20030213405Abstract: An ink containing at least one dye represented by formula (1): 1Type: ApplicationFiled: January 15, 2003Publication date: November 20, 2003Inventors: Toru Harada, Yoshiharu Yabuki, Manabu Ogawa, Hiroshi Iwanaga
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Patent number: 6582502Abstract: A dye which is represented by any of the following general formula (1), (2), (3) or (4), an ink for inkjet recording which contains at least one of the dyes, and an ink jet recording method which uses the ink. The dye has heterocyclic group which may be substituted and has at least one ionic aqueous group in a molecule.Type: GrantFiled: January 24, 2001Date of Patent: June 24, 2003Assignee: Fuji Photo Film Co., Ltd.Inventor: Toshiki Fujiwara
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Patent number: 5691458Abstract: There are described compounds which are represented by the formula ##STR1## The compounds are useful as dyes, and as intermediates and dye moieties in the preparation of compounds, which are particularly useful in imaging applications, such as, for example, diffusion transfer photographic systems.Type: GrantFiled: September 18, 1996Date of Patent: November 25, 1997Assignee: Polaroid CorporationInventors: Michael J. Arnost, Peter Viski, David P. Waller, David C. Whritenour
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Patent number: 5616697Abstract: Dye-donor element for use according to thermal dye sublimation transfer comprising a support having thereon a dye layer containing a thiazolylazoaniline dye, said thiazolylazoaniline dye containing on the 4-position of the thiazolyl ring a substituent selected from the group consisting of hydroxy, alkoxy, cycloalkoxy, aryloxy, mercapto, thioalkyl, thiocycloalkyl and thioaryl.Type: GrantFiled: September 22, 1994Date of Patent: April 1, 1997Assignee: Agfa-Gevaert, N.V.Inventor: Luc Vanmaele
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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: 5436323Abstract: Cationic 1,3,4-thiadiazolyldiphenylamine dyestuffs and corresponding anhydro bases, the dyestuffs having the formula (I) ##STR1## their preparation and their use, and materials dyed with such dyestuffs.Type: GrantFiled: July 1, 1993Date of Patent: July 25, 1995Assignee: Bayer AktiengesellschaftInventors: Horst Berneth, Werner Hartwich, Karl-Heinrich Lange
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Patent number: 5420254Abstract: A compound of the formula I ##STR1## in which D is a diazo component,K is an aromatic group of formula a, b or c, ##STR2## Y is C.sub.2-3 alkylene and the remaining symbols are as defined in the specification. These compounds are useful for dyeing or printing textile substrates based on synthetic or semisynthetic, hydrophobic, high molecular weight organic materials. Preferably, the textile substrate is made from a linear aromatic polyester, cellulose 21/2 acetate or cellulose tri-acetate. The dyeings and prints obtained show good all round fastness properties such as good thermomigration properties, lightfastness, thermofixation, blistering properties as well as good wet fastness properties, especially after thermal fixation.Type: GrantFiled: October 19, 1993Date of Patent: May 30, 1995Assignee: Sandoz Ltd.Inventors: Ruedi Altermatt, Robert Egli, Beat Henzi
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Patent number: 5298610Abstract: Thiazoleazo dyes useful for dyeing or printing textile fibers have the formula ##STR1## where R.sup.1 is hydrogen, substituted or unsubstituted C.sub.1 -.sub.6 -alkyl, halogen, substituted or unsubstituted C.sub.1 -C.sub.6 -alkoxy, substituted or unsubstituted C.sub.1 -C.sub.6 alkythio, substituted or unsubstituted phenylthio, C.sub.1 -C.sub.6 -alkylsulfonyl, substituted or unsubstituted phenylsulfonyl or C.sub.1 -C.sub.4 -alkoxycarbonyl,R.sup.2 is cyano, C.sub.1 -C.sub.4 -alkanoyl, benzoyl, C.sub.1 -C.sub.6 alkylsulfonyl, substituted or unsubstituted phenylsulfonyl or a radical of the formula --CH.dbd.T, where T is the radical of an acidic CH compound,R.sup.3 is hydrogen, substituted or unsubstituted C.sub.1 -.sub.6 -alkoxy, C.sub.1 -C.sub.4 -alkoxycarbonyl, carbamoyl or mono- or di-C.sub.1 -C.sub.4 -alkylcarbamoyl,R.sup.4 is C.sub.1 -C.sub.6 -alkyl, substituted or unsubstituted C.sub.1 -C.sub.6 -alkoxy, substituted or unsubstituted C.sub.1 -C.sub.Type: GrantFiled: June 4, 1992Date of Patent: March 29, 1994Assignee: BASF AktiengesellschaftInventors: Erwin Hahn, Matthias Wiesenfeldt, Helmut Reichelt, Sabine Gruettner-Merten
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Patent number: 5270456Abstract: Thiopheneazo dye I which are chiefly useful as disperse dyes for dyeing textile material, in particular polyesters, have the formula ##STR1## where the substituents are as defined in the description.Type: GrantFiled: July 10, 1991Date of Patent: December 14, 1993Assignee: BASF AktiengesellschaftInventors: Erwin Hahn, Guenter Hansen, Karl-Heinz Etzbach, Helmut Reichelt, Ernst Schefczik, Sabine Greuttner, Helmut Degen
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Patent number: 5208325Abstract: Cationic 1,3,4-thiadiazole dyestuff of the formula ##STR1##in whichR.sup.1 and R.sup.2, independently of one another, denote hydrogen, alkyl, alkenyl, cycloalkyl, aralkyl, aryl, a heterocycle, said heterocycle having a direct bond to the nitrogen atom, or being bound through a methylene or ethylene group, or R.sup.1 and R.sup.2, together with the nitrogen atom to which they are attached form a heterocycle,R.sup.3 denotes alkyl, alkenyl or aralkyl,R.sup.4 denotes hydrogen or alkyl,R.sup.5 denotes acyl,R.sup.6 and R.sup.7, independently of one another, denote hydrogen, alkyl, alkoxy, aryloxy or halogen andR.sup.8 and R.sup.9, independently of one another, denote hydrogen, alkyl, alkenyl, cycloalkyl, aralkyl, aryl, a heterocycle, said heterocycle having a direct bond to the nitrogen atom, or being bound through a methylene or ethylene group, or R.sup.8 and R.sup.9, together with the nitrogen atom to which they are attached form a heterocycle, orR.sup.6 and R.sup.8 together with the nitrogen to which R.sup.Type: GrantFiled: December 11, 1991Date of Patent: May 4, 1993Assignee: Bayer AktiengesellschaftInventors: Horst Berneth, Klaus Leverenz
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Patent number: 5116958Abstract: Disperse dyes, which produce dyeings of excellent thermomigration fastness, consisting of a chromophore and a lactam or oxime radical which detaches on heating to leave an isocyanate or isothiocyanate group, which reacts with a suitable group in the environment. The disclosed dyes are described by the formula ##STR1## where F is the radical of a dye which is free of water-solubilizing groups,B is a bridge member or a direct bond,Z is O or S andV is the radical of a group H--V, where H--V is an oxime of the formula ##STR2## or a lactam of the formula ##STR3## in which R.sup.1 and R.sup.2 are each independently of the other substituted or unsubstituted alkyl or aryl, orR.sup.1 and R.sup.2 together with the carbon atom linking them form a cycloaliphatic ring,R is hydrogen or alkyl andn is an integer from 4 to 11.Type: GrantFiled: January 5, 1990Date of Patent: May 26, 1992Assignee: Ciba-Geigy CorporationInventors: Peter Liechti, Martin Trottmann
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Patent number: 5077200Abstract: Chromogenic substrates for the detection of hydrolyzing enzymes, processes for the preparation of these chromogenic substrates and the use of the chromogenic substrates.The quantification of hydrolyzing enzymes for diagnostic purposes has to date been carried out by determination of the amounts of a fluorescent or highly absorbent chromogenic dyestuff liberated in the hydrolytic reaction, detection of which has in part been possible exlusively by instruments or in the neutral to alkaline pH range. After enzymatic hydrolysis, the chromogenic substrates according to the invention lead to highly sensitive and specifically measurable signals regardless of the pH range.Azo dyestuff compounds with the general formulaA--N.dbd.N--B (OR)in which A) and B) have the meanings given in claim 1 andR) is a radical which can be liberated by enzymatic hydrolysis, excluding a carbonyl radical,are provided.After enzymatic hydrolysis, highly sensitively and specifically measurable signals are obtained regardless of the pH range.Type: GrantFiled: September 28, 1988Date of Patent: December 31, 1991Assignee: Behringwerke AktiengesellschaftInventor: Klaus Habenstein
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Patent number: 5064637Abstract: The present invention involves intradermal, percutaneous, parenteral, or enteral administration of a newly synthesized compound to detect, reduce, or eliminate the occurrence of allergic reactions to sulfonamides. The new compound is a substituted sulfonamide, the substituent being bound to the paraamino (4-position) group through an azo, amide, or other linkage. Because a purpose of the substituent is to make the new compound water soluble, it can take a variety of forms, but it must contain carbon and hydrogen, plus at least one of oxygen and nitrogen. Examples of usable substituents include imidazole, a carbohydrate, or an amino acid such as histidine, tyrosine, tryptophan, lysine, or tyrosine methyl ester; it may also be a synthetic polymer, polypeptde, polysaccharide, or an amino acid homopolymer.Type: GrantFiled: May 30, 1989Date of Patent: November 12, 1991Assignee: Board of Regents, The University of Texas SystemInventor: Timothy J. Sullivan
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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: 4877412Abstract: Compounds of the formula ##STR1## in free acid or salt form and internal, external and acid addition salts thereof, whereinK is ##STR2## wherein R.sub.3 -R.sub.5, R.sub.20, R.sub.21 and X-Z are as defined in the specification,each of Q.sub.1 and Q.sub.2 is independently hydrogen or --SO.sub.3 M.sub.1,each R.sub.1 and R.sub.2 is independently hydrogen, C.sub.1-4 alkyl, C.sub.1-4 alkoxy or --COOM, andn is 0 or 1,wherein each M and M.sub.1 is independently hydrogen or a nonchromophoric cation, with the provisos that (i) the compound contains at least one --SO.sub.3 M or --SO.sub.3 M.sub.1 group, (ii) when K is a gruop of Formula (a), at least one of R.sub.4 and R.sub.5 is hydrogen, (iii) the total number of anionic groups equals or exceeds the total number of basic and cationic groups, (iv) the positive charge of each cationic group is balanced by the negative charge of an --SO.sub.3.sup..crclbar. or --COO.sup..crclbar.Type: GrantFiled: March 31, 1988Date of Patent: October 31, 1989Assignee: Sandoz Ltd.Inventor: Reinhard Pedrazzi
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Patent number: 4861344Abstract: Water-soluble azo compounds having useful fiber-reactive dye properties conforming to the general formula ##STR1## in which: A is phenylene which may be substituted or unsubstituted, or is a radical of the formula ##STR2## in which W is a direct bond or a radical of the formula --CH.dbd.CH-- or --NH--CO--NH-- and R* denotes hydrogen, nitro, sulfo, carboxy, methyl, ethyl, methoxy or ethoxy;n is the number zero or 1;B is a radical of the formula ##STR3## where R is equal to carboxy or carbamoyl; M is hydrogen or an alkali metal; andK is one of five radicals described in the specification, each of which contains a fiber-reactive group.These azo compounds produce fast dyeings on carboxamido- and/or hydroxy-containing materials, in particular cellulose fibers. On cellulose, fast dyeings are also obtained in a weakly acid to neutral medium, for example together with disperse dyes for dyeing a polyester fiber portion.Type: GrantFiled: October 30, 1987Date of Patent: August 29, 1989Assignee: Hoechst AktiengesellschaftInventors: Ludwig Schlafer, Hartmut Springer, Reinhard Hahnle
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Patent number: 4764599Abstract: Sulfo-free compounds of the formula ##STR1## where R is hydrogen or C.sub.1 -C.sub.4 -alkyl andK.sup.1 and K.sup.2 independently of one another are a radical of a coupling component, and the rings A and B may furthermore be monosubstituted or polysubstituted by fluorine, chlorine, bromine, nitro, methyl, trifluoromethyl, ethyl, acetyl, benzoyl, a carboxylic ester group, unsubstituted or substituted carbamyl or sulfamyl, an aryl sulfonate group, C.sub.1 -C.sub.4 -alkylsulfonyl, unsubstituted or substituted phenylsulfonyl, cyano or acylamino or a fused ring, are very useful as pigments for coloring printing inks, surface coatings or plastics.Type: GrantFiled: September 30, 1986Date of Patent: August 16, 1988Assignee: BASF AktiengesellschaftInventors: Horst Colberg, Erwin Hahn
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Patent number: 4681932Abstract: Azo dyestuffs of the formula ##STR1## wherein R.sub.1 denotes hydrogen, C.sub.1 -C.sub.4 -alkoxy or C.sub.1 -C.sub.4 -alkoxyethoxy andX denotes acyl,are distinguished by good levelling properties and good allround fastness properties. They dye polyester fibres in a bright blue shade.Type: GrantFiled: June 27, 1985Date of Patent: July 21, 1987Assignee: Bayer AktiengesellschaftInventors: Winfried Kruckenberg, Klaus Leverenz, Hans-Gunter Otten
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Patent number: 4678497Abstract: Triazine-substituted azobenzenesulfonamides useful as preemergent and postemergent herbicides, selected from compounds of Formulae I or II ##STR1## or agriculturally suitable salts thereof, wherein R, R.sub.1, R.sub.2, R.sub.3 and A are as defined herein.Type: GrantFiled: January 13, 1986Date of Patent: July 7, 1987Assignee: E. I. Du Pont de Nemours and CompanyInventor: Wallace C. Petersen
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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: 4656256Abstract: Compounds of the formula ##STR1## where Y is chlorine or bromine, Z is hydrogen, chlorine, bromine, a sulfonic ester group, nitro or unsubstituted or substituted sulfamyl, X is --O-- or ##STR2## R is alkylene which may or may not be interrupted by oxygen, ##STR3## m is 1 or 2, n is 0 or 1, p is 0, 1 or 2, q is 1 or 2, R.sup.1 and R.sup.2 independently of one another are each hydrogen, unsubstituted or substituted alkyl, alkenyl, cycloalkyl, aralkyl or aryl, or R.sup.1 and R.sup.2, together with the nitrogen atom, form a heterocyclic structure, R.sup.3 is hydrogen or unsubstituted or substituted alkyl, B is hydrogen or C.sub.1 -C.sub.4 -alkyl, B.sup.1 is hydrogen, hydroxyl, C.sub.1 -C.sub.4 -alkoxy or C.sub.1 -C.sub.4 -alkyl, A.sup.- is an anion, R.sup.4 is unsubstituted or substituted alkyl, R.sub.5 is hydrogen or C.sub.1 -C.sub.Type: GrantFiled: May 16, 1985Date of Patent: April 7, 1987Assignee: BASF AktiengesellschaftInventors: Horst Colberg, Hans-Juergen Degen, Johannes P. Dix
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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: 4638052Abstract: An azo-pigment represented by the general formula: ##STR1## where R.sub.1 is a hydrogen atom, a C.sub.1 -C.sub.4 alkyl group, an unsubstituted phenyl group or a substituted phenyl group, R.sub.2 is a residue of a phenylenediamine, and R.sub.3 is a hydrogen atom, a methyl group, a methoxy group or a halogen atom. The azo-pigment of the present invention is useful in applications where azo-pigments are used.Type: GrantFiled: December 27, 1984Date of Patent: January 20, 1987Assignee: Dainichiseika Color & Chemicals Mfg. Co., Ltd.Inventors: Kimihide Kawamura, Shojiro Horiguchi, Hisao Okamoto
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Patent number: 4628083Abstract: The invention relates to new arylazo compounds of the general formula ##STR1## wherein R.sub.1 and R.sub.2 independently of each other represent hydrogen or C.sub.1-3 alkyl, R.sub.3 represents hydrogen, halogen, C.sub.1-3 alkyl, C.sub.1-3 alkoxy, carboxy, C.sub.1-3 alkoxycarbonyl, C.sub.1-3 alkylcarbonyl or a group X--NH--SO.sub.2 --, wherein X represents a heterocyclic ring, R.sub.4 represents hydrogen, halogen or C.sub.1-3 alkyl, and n is the integer 1 or 2, the two groups ##STR2## being the same or different when n is 2, and lactones and salts thereof. The compounds of formula I have a high inhibiting effect on prostaglandin synthetizing and inactivating enzymes and may therefore be used as a drug and anti-fertility agent. The invention also relates to preparation of the compounds of formula I as well as pharmaceutical compositions containing the same.Type: GrantFiled: January 18, 1985Date of Patent: December 9, 1986Assignee: Pharmacia ABInventor: Karl H. Agback
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2-amino-cinnamoylthiophene azo dyes having aniline, tetrahydroquinoline, or benzomorpholine couplers
Patent number: 4593088Abstract: Disclosed are new disperse azo dyes prepared from 2-amino-cinnamoylthiophene compounds. These dyes give bright blue shades, for example, on polyester, cellulose acetate and other synthetic fibers and exhibit improvements in one or more of such properties as bathochromic shift, fastness to light, sublimation, chlorine, heat, ozone, gas, perspiration, crock, and wash, build, pH stability, bloom resistance, depth of shade, leveling, strike rate, migration, and the like. The dyes have the general formula: ##STR1## wherein each R is a substituent selected for example from alkyl, substituted alkyl, hydroxy, alkoxy, halogen, nitro, alkoxycarbonyl, alkanoyloxy, alkanoyl, cyano, alkylamino, and dialkylamino, R.sup.14 is hydrogen or alkyl, C.sup.1 represents an aniline, tetrahydroquinoline or benzomorpholine coupling component which may be extensively substituted, and each of R.sup.12 and R.sup.13 is hydrogen or a substituent such as acyl, acylamido, alkyl, halogen, and cyano.Type: GrantFiled: January 23, 1984Date of Patent: June 3, 1986Assignee: Eastman Kodak CompanyInventor: Robert N. Gourley -
Patent number: 4542207Abstract: Monoazo dyes for dyeing polyester fibers represented by the formula: ##STR1## wherein D represents a substituted or unsubstituted thiazolyl, benzothiazolyl, thiadiazolyl or pyridyl group, X represents a hydrogen atom, a chlorine atom, a methyl group, a methoxy group or an acylamino group, Y represents a hydrogen atom, a chlorine atom, a methyl group, an alkoxy group or an alkoxyalkyl group, R.sup.1 represents a hydrogen atom, a substituted or unsubstituted alkyl, alkenyl or aryl group, and R.sup.2 represents a phenoxymethyl group, a phenoxyethyl group, a benzyl group or a tetrahydrofurfuryl group.Fibers which can be dyed with the azo dyes of the present invention include polyester fibers such as polyethylene terephthalate, a polycondensate between terephthalic acid and 1,4-bis (hydroxymethyl) cyclohexane or the like and blended or mixed fibers of the above-described polyester fibers with natural fibers such as cotton, silk or wool.Type: GrantFiled: April 7, 1983Date of Patent: September 17, 1985Assignee: Research Association Of Synthetic DyestuffsInventors: Toshio Niwa, Kiyoshi Himeno, Junji Yoshihara
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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