The Hetero Ring Is Six-membered And Consists Of One Nitrogen And Five Carbons (e.g., Pyridine, Etc.) Patents (Class 534/770)
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Patent number: 12011438Abstract: The inventors have found that the compounds of formula (I) protect cardiomyocytes. Accordingly, the disclosure provides a pharmaceutical composition for protecting a cardiomyocyte comprising a compound of formula (I) or an ester, oxide, pharmaceutically acceptable salt or solvate thereof. The pharmaceutical composition may be used for treating or preventing a disease associated with cardiomyocyte death, such as myocardial infarction, chronic heart failure, hypertensive heart failure, or dilated cardiomyopathy, especially for treating myocardial infarction.Type: GrantFiled: April 15, 2019Date of Patent: June 18, 2024Assignee: KYOTO UNIVERSITYInventors: Akira Kakizuka, Koh Ono, Takahiro Horie, Yuya Ide, Naritatsu Saitou, Takeshi Kimura
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Publication number: 20140335019Abstract: Provided herein are compositions and methods for the treatment and analysis of neurological disorders. In particular, provided herein are small molecules targeted to amyloid-? (A?) or metal-A? species for the treatment, diagnosis, or study of neurological conditions such as Alzheimer's disease (AD) and other diseases and conditions.Type: ApplicationFiled: November 30, 2012Publication date: November 13, 2014Inventors: Mi Hee Lim, Katayoun Saatchi, Urs Hafeli, Joo-Yong Lee
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Publication number: 20140148416Abstract: The present invention provides agents effective to treat eye diseases, pharmaceutical compositions comprising them, methods for preparing pharmaceuticals for treatment of eye diseases comprising using the agents, use of the agents in manufacture of pharmaceuticals for treatment of eye diseases and methods for treating eye diseases comprising administering the agents or the pharmaceutical compositions. The eye diseases treated by the present invention include particularly glaucoma, especially normal tension glaucoma, or retinitis pigmentosa. The present invention provides the compound of formula (I) wherein R is as defined in the description.Type: ApplicationFiled: September 30, 2011Publication date: May 29, 2014Applicants: KYOTO UNIVERSITY, DAITO CHEMIX CORPORATIONInventors: Akira Kakizuka, Seiji Hori, Hanako Ikeda, Nagahisa Yoshimura, Noriko Nakano, Toshiyuki Shudo, Tomohiro Fuchigami
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Publication number: 20140128350Abstract: The present invention describes compounds of formula (I) Wherein: R1 is selected from C1-C6 alkyl, CF3, Phenyl & 2-thienyl R2 is selected from C1-C6 alkyl, phenyl & CF3 R3 is selected from H, C1-C6 alkyl, halo, NO2, NH2, haloalkyl R4 is selected from H, C1-C6 alkyl, halo, NO2, NH2, haloalkyl R5 is selected from H, C1-C6 alkyl, halo, NO2, NH2, haloalkyl R6 is selected from H, —(CH2)nC(O)OR7 & C(O)C6H4—R7 R7 is selected from C1-C6 alkyl, phenyl optionally substituted by 1-3 substituents selected from CF3, NO2 and halo. n is 0-6 These compounds have been identified as novel anticancer agents.Type: ApplicationFiled: November 8, 2013Publication date: May 8, 2014Inventors: Ibrahim Mahmoud Abdou, Alaa EIDin Abdel Aziz Salem, Abdu Adem, Hussein F. Zhodi, Hany Abdel Aziz Al Deab
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Publication number: 20130184241Abstract: The present invention provides compounds which can regulate VCP activity. The present invention provides the compound of formula (I) (R is as defined in the description) or oxides, esters, prodrugs, pharmaceutically acceptable salts or solvates thereof. The compounds can regulate VCP activity, and thus are useful for treating VCP-mediated diseases such as neurodegenerative diseases.Type: ApplicationFiled: July 28, 2011Publication date: July 18, 2013Applicant: KYOTO UNIVERSITYInventors: Akira Kakizuka, Seiji Hori, Toshiyuki Shudo, Tomohiro Fuchigami
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Publication number: 20130078186Abstract: The present invention relates to compounds suitable as modulators of protein misfolding and/or protein aggregation. The compounds are particularly suitable as inhibitors of amyloid aggregate formation and/or modulators of amyloid surface properties, and/or as activators of degradation or reduction of amyloid aggregates.Type: ApplicationFiled: March 23, 2011Publication date: March 28, 2013Applicant: MAX-DELBRUECK-CENTRUM FUER MOLEKULARE MEDIZINInventors: Erich Wanker, Thomas Wiglenda, Julius Tachu Babila, Annett Boeddrich, Michael Schmidt, Franziska Schiele
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Publication number: 20110092621Abstract: The invention relates to a dye of formula (1) The also relates to the preparation of the dye and its uses.Type: ApplicationFiled: September 19, 2008Publication date: April 21, 2011Applicant: DyStar Colours Deutschland GmbHInventors: Gunter Görlitz, Carsten Harfmann
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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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Patent number: 7648943Abstract: An azo dye represented by formula (II) as defined in the specification, a process of producing the same and a coloring composition containing the azo dye.Type: GrantFiled: July 7, 2005Date of Patent: January 19, 2010Assignee: Fujifilm CorporationInventors: Toshiki Fujiwara, Yoshihiko Fujie, Yoshiharu Yabuki, Masaru Takasaki
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Patent number: 7569516Abstract: The present invention relates to a new class of plant growth regulators. In particular, the invention relates to 5-substituted-1-arylpyrazole-3-carboxylic acid derivative of general formula (I) and a method for treatment of plants with such compounds in order to induce growth regulating responses.Type: GrantFiled: December 15, 2004Date of Patent: August 4, 2009Assignee: Bayer CropScience AGInventors: Henricus Bastiaans, Gunter Donn, Nathalie Knittel, Arianna Martelletti, Richard Rees, Michael Schwall
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Patent number: 7405280Abstract: The invention relates to chromogenic compounds and the use thereof for the determination of enzymes of the family of carboxypeptidases N and carboxypeptidases U. The above is more specifically a compound of formula (I) in which A=(1), (2), (3), (4) or (5), R1, R2=H, —CH3, —CH(CH3)2, —OCH3, —Cl,—CF3,—OCF3,—SCH3, R3=an amino acid group which may be hydrolysed by a carboxypeptidase A and R4=a basic amino acid group.Type: GrantFiled: January 5, 2004Date of Patent: July 29, 2008Assignee: Diagnostica StagoInventor: Gérard Quentin
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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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Patent number: 7029502Abstract: The present invention relates to an azo dye of formula wherein D is the radical of a diazo component of the benzene, naphthalene, diphenyl, thiophene, benzothiazole, benzisothiazole, thiadiazole, indazole, benzotriazole, pyrazole, anthraquinone, naphthalic acid imide, chromone, phthalimide or diphenylene oxide series, R1 is an unsubstituted or substituted aryl radical and R2 is an unsubstituted or substituted aryl radical, with the exception of the compounds of formulae (1a) and (1b) to a process for its preparation and to its use in a process for the production of mass-colored plastics or polymeric color particles, and in the dyeing or printing of semi-synthetic or synthetic hydrophobic fiber materials.Type: GrantFiled: January 18, 2002Date of Patent: April 18, 2006Assignee: Ciba Specialty Chemicals CorporationInventors: Antoine Clément, Anton Andreoli, Urs Lauk, Athanassios Tzikas
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Publication number: 20040089200Abstract: A coloring composition for image formation comprising an azo dye having an aromatic nitrogen-containing 6-membered heterocyclic ring as a coupling component, a coloring composition which comprises an azo compound having an oxidation potential nobler than 1.0 V vs. SCE and comprising at least two substituents having a pKa value of −10 to 5 in water, and a method for improving ozone resistance of a color image, the method comprising using a compound having an oxidation potential nobler than 1.0 V vs. SCE and showing a maximum absorption at a wavelength between 500 nm and 580 nm with a half-value width of 150 nm or narrower.Type: ApplicationFiled: September 12, 2003Publication date: May 13, 2004Inventors: Toshiki Fujiwara, Naoyuki Hanaki, Shigeaki Tanaka, Tadashi Omatsu, Yoshiharu Yabuki
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Publication number: 20030186947Abstract: Compounds having Formula 4 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: February 11, 2003Publication date: October 2, 2003Inventors: Jayasree Vasudevan, Alan T. Johnson, Liming Wang, Roshantha A. Chandraratna
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Publication number: 20030109687Abstract: Compounds of the formulaType: ApplicationFiled: August 5, 2002Publication date: June 12, 2003Inventors: Tae K. Song, Min Teng, Roshantha A. Chandraratna
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Patent number: 6506431Abstract: The spore germination inhibitor of the invention is 6-carbamoyl-2-pyridine carboxylic acid which is produced by a microorganism of genus Bacillus, such as Bacillus subtilis, and can inhibit germination of sporogenous bacteria resulting in the prevention of spoilage and putrefaction of foods, particularly in combination with D-alanine.Type: GrantFiled: February 13, 2001Date of Patent: January 14, 2003Assignee: Ajinomoto Co., Inc.Inventors: Katsunori Kobayashi, Shigeru Yamanaka, Tomomi Kuwahara, Hiroshi Miyano, Kohki Ishikawa, Ryosuke Fudou
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Patent number: 6492502Abstract: Azo compounds of the 2-(4-amino)phenyldiazinecarboximidamide type and 2-(4-amino)phenylhydrazinecarboximidamide type, a process for their synthesis, their use for dyeing keratin fibers, dye compositions containing them, and dyeing processes.Type: GrantFiled: December 18, 2000Date of Patent: December 10, 2002Assignee: L'Oreal, S.A.Inventors: Jean-Christophe Henrion, Michel Philippe
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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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Patent number: 6162417Abstract: Compounds of the formula: ##STR1## wherein X, Y, and R, independently of one another, is each a H; halogen, wherein said halogen is selected from the group consisting of .sup.123 I, .sup.124 I, .sup.125 I, .sup.131 I, .sup.75 Br, .sup.76 Br, .sup.77 Br, .sup.82 Br, .sup.18 F, or .sup.210 At; small alkyl, small alkenyl, or small alkynyl, any of which contains from one to about six carbon atoms and optionally having a carbon atom replaced by an O or S; or halogen substituted-small alkyl, halogen substituted-small alkenyl, or halogen substituted-small alkynyl wherein said compound contains at least one radioacitve halogen.The compounds bind to the serotonin transporter. Depending upon the choice of halogen substituent, the compounds are useful for PET or SPECT imaging, diagnosis and treatment of psychiatric disorders such as depression, anxiety, obsessive-compulsive disorder, and other conditions associated with defects of serotonin transporter function.Type: GrantFiled: May 7, 1998Date of Patent: December 19, 2000Assignee: Emory UniversityInventors: Mark M. Goodman, Bing Z. Shi
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Patent number: 6133432Abstract: A process for preparing a compound of the formula ##STR1## wherein R is C.sub.1 -C.sub.18 alkyl by reacting a compound of the formulaRO.sub.2 C--CH.sub.2 CN (II)with a cyanide salt and formaldehyde or source thereof. Compounds of formula (I) are useful intermediates to pesticidally active compounds.Type: GrantFiled: December 1, 1998Date of Patent: October 17, 2000Assignee: Rhone-Poulenc AgroInventors: David William Hawkins, David Alan Roberts, John Harry Wilkinson, Jean-Louis Clavel
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Patent number: 6046312Abstract: Disclosed are water soluble azo dyes, represented by Formula I or II, and their synthesis and use. The water soluble azo dyes are synthesized by diazotizing 4-aminopyridine and coupling the resulting diazo intermediate with alkylated metanilic or orthanilic acid. To be suitable for measuring blood glucose levels, the dyes are combined with m-nitrophenyl boronic acid in an aqueous solvent. A combined ao form of the dyes with glucose shows a peak at 540 nm. At this wavelength, the absorptivity has a tendency to increase with the increasing of glucose level, which allows the measurement of blood glucose levels. ##STR1## wherein R has a 1-4 carbon atom length and is an alkyl, a hydroxy alkyl, a carboxyl-containing alkyl, or a sulfonyl-containing alkyl.Type: GrantFiled: November 9, 1999Date of Patent: April 4, 2000Assignee: Dongil Technology Ltd.Inventors: Han-chul Song, Kwang-nak Koh, Shin-won Kang, Jin-ho Cho, Joohg-hun Kim, Su-mi Lee
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Patent number: 5747345Abstract: Diaza-18-crown-6 compounds of the formula I: ##STR1## wherein X is a phenol, naphthol or quinolinol moiety selected from those of the formulae: ##STR2## R.sub.1, R.sub.2, R.sub.3, R.sub.4 and R.sub.5 are independently selected from hydrogen, halo, cyano, nitro, (C.sub.1 -C.sub.6) alkyl, (C.sub.2 -C.sub.8) acyl, acetamido, mercapto, alkyl or arylsulfonyl, trifluoromethyl, aryl, and substituted aryl wherein the aryl moiety is selected from phenyl and naphthyl and the aryl substituent is selected from halo, cyano, nitro, (C.sub.1 -C.sub.6) alkyl, (C.sub.2 -C.sub.8) acyl, phenyl, acetamido, mercapto, alkyl or arylsulfonyl and trifluoromethyl; provided that when R.sub.1, R.sub.2, R.sub.3 and R.sub.5 are hydrogen and X is phenol, R.sub.4 is not nitro; and provided that when X is phenol and R.sub.5 is hydrogen, R.sub.1 (or R.sub.2) and R.sub.4 are not both nitro.Type: GrantFiled: August 15, 1996Date of Patent: May 5, 1998Assignee: Johnson & Johnson Clinical Diagnostics, Inc.Inventors: Wayne Woodrow Weber, II, Calvin Roman Messing, Margaret Elizabeth Logan
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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: 5612221Abstract: Avidin-binding azo reagents which alter the spectrophotometric properties of avidin and the use of such reagents in homogeneous assays are described.Type: GrantFiled: May 30, 1995Date of Patent: March 18, 1997Assignee: Dade Chemistry Systems Inc.Inventors: Donald M. Simons, Susan Y. Tseng, Patricia C. Weber
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Patent number: 5545400Abstract: A deodorant containing an azo metal complex expressed by the following structural formula 1, which is produced by mixing a solution in which azo compounds to be ligands are dissolved with a solution in which a metal salt is dissolved: ##STR1## In the structural formula 1, M represents a metal element, R.sub.1 and R.sub.2 represent aromatic compounds, which may be the same or different from each other, and R.sub.3 and R.sub.4 represent aromatic compounds or heterocyclic compounds, which may be the same or different from each other. In addition, either one or both of nitrogen atoms in an azo base in each of the legends may be coordinated to the metal M.Type: GrantFiled: June 1, 1995Date of Patent: August 13, 1996Assignee: Sanyo Electric Co., Ltd.Inventors: Masakazu Sakata, Hiroyuki Fujii, Yuji Hamada, Kenichi Shibata, Yoshitaka Nishio
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Patent number: 5532342Abstract: An azo metal chelate compound of an azo compound of the formula (I) with a metal: ##STR1## wherein A is a residue forming a heterocyclic ring together with the carbon atom and the nitrogen atom to which it is bonded, X is a residue forming an aromatic group together with the two carbon atoms to which it is bonded, R.sup.1 is an alkyl group which may be substituted, an aryl group which may be substituted, an alkenyl group which may be substituted, or a cycloalkyl group which may be substituted, Y is a hydrogen atom or a cation, and n is an integer of from 1 to 3.Type: GrantFiled: April 17, 1995Date of Patent: July 2, 1996Assignee: Mitsubishi Chemical CorporationInventors: Tameichi Ochiai, Yutaka Kurose, Takumi Nagao, Takako Tsukahara, Satoru Imamura
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Patent number: 5468848Abstract: The new basic azo dyestuffs of the formula ##STR1## wherein the symbols have the meaning given in the description, are suitable for dyeing synthetic and naturally occurring substrates which can be dyed with basic dyestuffs.Type: GrantFiled: June 21, 1994Date of Patent: November 21, 1995Assignee: Bayer AktiengesellschaftInventors: Karin Hassenruck, Peter Wild
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Patent number: 5328994Abstract: New azinoneutromethines of the formula ##STR1## in which the symbols used have the meaning given in the description, a process for their preparation and their use in thermal and photochromic recording materials, as nonlinear optical materials, as photoconductors in electrophotography and for dyeing fibres and woven fabrics of polyester and plastics.Type: GrantFiled: February 19, 1993Date of Patent: July 12, 1994Assignee: Bayer AktiengesellschaftInventors: Horst Berneth, Karin Hassenruck
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Patent number: 5310888Abstract: Disclosed are arylazo chromoionophores characterized by the formula: ##STR1## wherein X is hydrogen or a monovalent cation, Y is H or methoxy and R is a ringed aromatic organic structure which affects the optical absorption properties of the compounds. Also disclosed is a method for the detection of calcium ion using these compounds.Type: GrantFiled: October 22, 1992Date of Patent: May 10, 1994Assignee: Miles Inc.Inventors: Michael L. Bloczynski, Thomas Boecker, Paul F. Corey
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Patent number: 5298608Abstract: A metal chelate compound comprising a monoazo compound of the following formula (I): ##STR1## (wherein A is a residue forming a hetero ring together with the carbon atom and the nitrogen atom to which it is bonded, B is a residue forming an aromatic group together with the two carbon atoms to which it is bonded, and X is a hydrogen atom or a cation), and a metal, and an optical recording medium comprising a substrate and a recording layer formed thereon for information to be written in and/or read out by laser, wherein said recording layer contains the metal chelate compound comprising a monoazo compound of the above formula (I) and a metal.Type: GrantFiled: January 16, 1992Date of Patent: March 29, 1994Assignee: Mitsubishi Kasei CorporationInventors: Tetsuo Murayama, Shuichi Maeda, Chiyoko Fukabori, Takumi Nagao
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Patent number: 5290756Abstract: Compounds of the formula: ##STR1## wherein X is hydrogen, halo, trihalomethyl, alkyl, nitroor cyano; X.sup.1 is hydrogen, halo, or trihalomethyl; R.sup.1 and R.sup.2 are hydrogen, alkyl phenyl or benzyl; n is 1 to 5, and Z is halo, cyano, nitro, trihalomethyl, methylthio, methylsulfinyl, methylsulfonyl, acetyl, phenyl, or heterocycle, and compositions containing these compounds exhibit herbicidal activity.Type: GrantFiled: June 8, 1982Date of Patent: March 1, 1994Assignee: Rohm and Haas CompanyInventors: Colin Swithenbank, Ted Fujimoto
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Patent number: 5278294Abstract: A monoazodye of the following formula (I): ##STR1## wherein X is CN, Cl or Br, one of R.sup.1 and R.sup.2 is phenyl and the other is --C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OR.sup.3, wherein R.sup.3 is C.sub.1 -C.sub.5 alkyl, formyl, C.sub.2 -C.sub.6 alkylcarbonyl or C.sub.2 -C.sub.6 alkoxycarbonyl.Type: GrantFiled: May 26, 1992Date of Patent: January 11, 1994Assignee: Hoechst Mitsubishi Kasei Co., Ltd.Inventors: Kiyoshi Himeno, Ryouichi Sekioka
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Patent number: 5262330Abstract: A chromogenic compound found to be especially selective in the determination of calcium in blood of the general formula (I): ##STR1## where: R is hydrogen or lower alkyl;X is CH.sub.2, CH.sub.2 CH.sub.2, CH.dbd.CH, O, S, SO.sub.2, S--S, or NR;X is CH, C--OH or N;M is p-nitrophenylazo, 2,4-dinitrophenylazo, 2,4,6-trinitrophenylazo, p-nitrostyryl, p-benzoquinoneimino, bis-(4-dimethylaminophenyl) hydroxymethyl, 3-phenylisothiazolyl-5-azo, thiazolyl-5-azo, or isothiazolyl-5-azo;k is 1;l is 0 or 1; andn is 0 or 1.Type: GrantFiled: February 27, 1992Date of Patent: November 16, 1993Assignee: Miles Inc.Inventors: Eddy Chapoteau, Bronislaw P. Czech, Wolodymyr I. Zazulak
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Patent number: 5245021Abstract: Named compounds are useful in making dry analytical elements for assaying lithium in serum. The compounds have the general structure: ##STR1## wherein R, R.sub.1, R.sub.2 and X are as presented below:______________________________________ R R.sub.1 R.sub.2 X ______________________________________ n-C.sub.12 H.sub.25 SO.sub.2 CH.sub.3 CH.sub.3 CH n-C.sub.12 H.sub.25 NO.sub.2 CH.sub.3 CH CH.sub.3 SO.sub.2 N(n-C.sub.6 H.sub.13).sub.2 CH.sub.3 CH CH.sub.2 C.sub.6 H.sub.5 SO.sub.2 N(n-C.sub.6 H.sub.13).sub.2 CH.sub.3 CH CH.sub.2 C.sub.6 H.sub.5 SO.sub.2 N(CH.sub.3)-n-C.sub.18 H.sub.37 CH.sub.3 CH CH.sub.3 NO.sub.2 n-C.sub.7 H.sub.15 CH n-C.sub.12 H.sub.25 H CH.sub.Type: GrantFiled: May 28, 1991Date of Patent: September 14, 1993Assignee: Eastman Kodak CompanyInventors: Ronald H. Engebrecht, Thomas R. Welter
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Patent number: 5215578Abstract: An ink composition that includes water, a water-soluble organic solvent and a dye. The dye is represented by the following Formula, in which the number of sulfonic acid groups and the number of amino groups are each not less than 2, and the number of sulfonic acid groups is less than that of amino groups: ##STR1## Q.sub.1 denotes a substituted phenyl group, pyridyl group or naphthyl group; Q.sub.2 denotes a substituted or unsubstituted p-phenylene group or 1,4-naphthylene group; Q.sub.3 is a SO.sub.3 M-substituted or unsubstituted diaminopyridyl group or a diaminophenyl group substituted by COOM or SO.sub.3 M; M denotes an alkaline metal, ammonium or organic ammonium; and n denotes 0 or 1.Type: GrantFiled: January 2, 1992Date of Patent: June 1, 1993Assignee: Canon Kabushiki KaishaInventors: Tsuyoshi Eida, Mayumi Yamamoto, Takao Yamamoto
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Patent number: 5196521Abstract: The dyes of the formula ##STR1## in which R.sub.1 is hydrogen, halogen or CF.sub.3 and R.sub.2 is substituted or unsubstituted alkyl, where R.sub.2 must not be ethoxycarbonylethyl if R.sub.1 is hydrogen are suitable for the dyeing of polyester material in red hues having very good lightfastness.Type: GrantFiled: June 24, 1991Date of Patent: March 23, 1993Assignee: Ciba-Geigy CorporationInventors: Visvanathan Ramanathan, Angelo D. Casa
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Patent number: 5093308Abstract: Azo dyes useful for thermotransfer printing have the formula ##STR1## where R.sup.1 and R.sup.2 are each H; alkyl, alkoxyalkyl, alkanoyloxyalkyl, alkoxycarbonyloxyalkyl, alkoxycarbonylalkyl, haloalkyl, hydroxyalkyl or cyanoalkyl each of up to 20 carbon atoms and each of which may be substituted by phenyl, C.sub.1 -C.sub.4 -alkylphenyl, C.sub.1 -C.sub.4 -alkoxyphenyl, halophenyl, benzyloxy, C.sub.1 -C.sub.4 -alkylbenzyloxy, C.sub.1 -C.sub.4 -alkoxybenzyloxy, halobenzyloxy, halogen, hydroxyl or cyano; phenyl or cyclohexyl which may each be substituted by C.sub.1 -C.sub.15 -alkyl, C.sub.1 -C.sub.15 -alkoxy, halogen or benzyloxy; or a radical II[--W--O].sub.n --R.sup.4 IIwhere W is identical or different C.sub.2 -C.sub.5 -alkylene, n is 1-6, R.sup.4 is C.sub.1 -C.sub.4 -alkyl or phenyl which may be substituted by C.sub.1 -C.sub.4 -alkyl or C.sub.1 -C.sub.4 -alkoxy, R.sup.3 is H, NH.sub.2, OH or C.sub.1 -C.sub.3 -alkyl, X is H, Cl, Br, No.sub.2, methyl, phenoxy, tolyloxy, dimethylphenyloxy, chlorophenoxy or C.sub.Type: GrantFiled: September 28, 1990Date of Patent: March 3, 1992Assignee: BASF AktiengesellschaftInventors: Ruediger Sens, Gunther Lamm, Karl-Heinz Etzbach
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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: 5071968Abstract: Azo dyes of the formula ##STR1## where D is a diazo component, R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are each independently of the others hydrogen or substituted or unsubstituted C.sub.1 -C.sub.8 alkyl, and n is 1,2,3,4 or 5, produce dyeings of good fastness properties on nitrogen-containing or hydroxyl-containing fibre materials.Type: GrantFiled: March 5, 1990Date of Patent: December 10, 1991Assignee: Ciba-Geigy CorporationInventor: Harald Walter
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Patent number: 5043269Abstract: A novel chromogenic substrate to peroxidase enzymes is provided which is comprised of a mixture of a colorless mixture of two compounds, such as, 3-methyl-2-benzothiazolinone hydrazone and 2-hydroxy-2,4,6-cycloheptatrienone, which undergo an oxidative coupling in the presence of peroxidase and hydrogen peroxide forming a purple indamine dye. Under certain circumstances the dye will precipitate out from the buffered solution and thus provide a permanent record of the determination. The mixture is also stable and unaffected by oxygen of the air or by hydrogen peroxide.Type: GrantFiled: February 16, 1988Date of Patent: August 27, 1991Inventor: Spyros Theodoropulos
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Patent number: 5038415Abstract: A disperse dye composition comprising (a) a pyridone monoazo compound of the formula (I), ##STR1## wherein X.sup.1 and X.sup.2 are each hydrogen, halogen, alkyl, alkoxy or others, and R.sup.1 is alkyl, alkenyl, cycloalkyl, phenyl or anilino, and (b) a pyridone monoazo compound of the formula (II). ##STR2## wherein X.sup.3 and X.sup.4 are each hydrogen, halogen, alkyl, alkoxy or others, and R.sup.2 is alkyl, alkenyl, cycloalkyl, phenyl or anilino, optionally together with (c) a quinophthalone compound of the formula (III), ##STR3## wherein Y is hydrogen or bromine, and the ring A is unsubstituted or substituted benzene or naphthalene ring, which is useful as a yellow dye component for dyeing or printing hydrophobic fiber materials with superior dye bath stability and level dyeing property.Type: GrantFiled: January 9, 1990Date of Patent: August 13, 1991Assignee: Sumitomo Chemical Company, LimitedInventors: Yasuyoshi Ueda, Junichi Sekihachi, Takashi Omura, Hideo Hattori, Kiyoharu Nakatsuka
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Patent number: 5037968Abstract: Keto compounds in which to the carbon atom in the neighboring position to the keto compounds there is bonded at least one strongly electron attracting substituent and/or in which there is conjugating with the carbon-oxygen-double bond of the keto group a .pi.-electron system have the ability of interacting selectively with the anions of oxa acids yielding adducts, chelates or complexes.Provided that in the corresponding keto compounds the keto group is a part of a chromophore, then the shifting of the absorption in the visible range or the ultraviolet range of the wave lengths is observed, compared with the corresponding absorption of the free keto compound.The corresponding keto compounds are used for the determination of the anions of the oxa acids and they e.g. can be the ion sensitive component of a corresponding ions sensitive part for the determination of said anions. Several of said keto compounds can be also used as color indicator for the anions of the oxa acids.Type: GrantFiled: March 11, 1988Date of Patent: August 6, 1991Assignee: Willi MollerInventors: Wilhelm Simon, Erno Pretsch
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Patent number: 4880431Abstract: A monoazo compound of the following formula, ##STR1## wherein R.sub.1, R.sub.2 and R.sub.3 are independently hydrogen or alkyl, R.sub.4 is alkyl or carboxy, A is ##STR2## in which R.sub.5 is hydrogen, methyl, methoxy, ethoxy, sulfo or carboxy, X is hydrogen or sulfo, n is 0 or 1, and the asterisked linkage bonds to the azo group, B.sub.1 and B.sub.2 are independently phenylene or naphthylene, W is hydrogen, carbamoyl, sulfoalkyl, cyano, sulfo, chloro or bromo, and Y.sub.1 and Y.sub.2 are independently --CH.dbd.CH.sub.2, --CH.sub.2 CH.sub.2 OSO.sub.3 H or the like, which is useful for dyeing hydroxy group- or carbonamide group-containing materials in a deep yellow color excellent in various fastness properties such as light fastness, perspiration-light fastness and chlorine fastness.Type: GrantFiled: December 8, 1987Date of Patent: November 14, 1989Assignee: Sumitomo Chemical Company, LimitedInventors: Kazufumi Yokogawa, Naoki Harada, Takashi Omura
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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: 4837308Abstract: A universally usable process for preparing azo dyestuffs by oxidative coupling consists in carrying out the oxidation in the presence of redox mediators with a standard potential of 0.2-1.5 volts and, if appropriate, an additional oxidizing agent with a standard potential of 0.25-2.5 volts, wherein the sum of the oxidation equivalents should be at least 4. The preferred redox mediator is iodine. The process is particularly suitable for the preparation of heteroaromatic azo dyestuffs using an aniline coupling component.Type: GrantFiled: January 12, 1988Date of Patent: June 6, 1989Assignee: Bayer AktiengesellschaftInventor: Rainer Gerlach
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Patent number: 4826531Abstract: Acrylic acid derivatives having the formula (I): ##STR1## and stereoisomers thereof, wherein W is R.sup.1 O.sub.2 C--C.dbd.CH--ZR.sup.2, R.sup.1 and R.sup.2 are alkyl or fluoroalkyl groups, and Z is oxygen or sulphur; A, B, D and E are hydrogen, halogen, hydroxy or optionally substituted alkyl, alkoxy, aralkyl, arylalkoxy, alkenyl, alkynyl, aryl, aryloxy, arylthio, heteroaryloxy, heteroarylthio, acyloxy, amino, arylazo or acylamino, nitro, cyano, --CO.sub.2 R.sup.3, --CONR.sup.3 R.sup.4, --COR.sup.3, --CR.sup.3 .dbd.NR.sup.4, --N.dbd.CR.sup.3 R.sup.4 or --S(O).sub.n R.sup.3 groups; any two of the groups A, B, D and E, when they are in adjacent positions on the ring, optionally join to form a fused ring, n is 0, 1 or 2; and R.sup.3 and R.sup.4 are hydrogen, alkyl, cycloalkyl, cycloalkylalkyl, alkenyl, alkynyl or optionally substituted aryl or aralkyl; and metal complexes thereof. These compounds are useful as fungicides, insecticides, nematicides or plant growth regulators.Type: GrantFiled: April 17, 1987Date of Patent: May 2, 1989Assignee: Imperial Chemical Industries PLCInventors: Vivienne M. Anthony, John M. Clough, Paul DeFraine, Christopher R. A. Godfrey, Patrick J. Crowley, Kenneth Anderton
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Patent number: 4800195Abstract: Novel N-phenyl-N'benzoylureas which are useful as insecticides and acaricides.Type: GrantFiled: October 13, 1983Date of Patent: January 24, 1989Assignee: The Dow Chemical CompanyInventors: Michael J. Burgess, Robert A. Sewell, David P. Clifford
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Patent number: 4795746Abstract: Novel N-phenyl-N'benzoylureas which are useful as insecticides and acaricides.Type: GrantFiled: March 4, 1988Date of Patent: January 3, 1989Assignee: The Dow Chemical CompanyInventors: Michael J. Burgess, David P. Clifford, Robert A. Sewell