Nitrogen Attached Directly To The Phenazine Ring System By Nonionic Bonding Patents (Class 544/348)
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Patent number: 9988358Abstract: The present invention relates to a chemical compound or a salt or solvate thereof being an 1-amino-phenazine derivative and to uses thereof. The present invention further relates to a chemistry matrix and to a test element comprising the aforesaid chemical compound. Moreover, the present invention relates to a method for determining the amount of an analyte in a sample, comprising contacting said sample with a chemistry matrix according to the present invention, estimating the amount of electrons liberated or consumed by the chemistry matrix in the presence of said liquid sample, and thereby determining the amount of an analyte in a liquid sample.Type: GrantFiled: October 11, 2016Date of Patent: June 5, 2018Assignee: ROCHE DIAGNOSTICS OPERATIONS, INC.Inventors: Dieter Heindl, Christine Nortmeyer, Peter Gebauer, Stacy H. Duvall, Klaus Andreas Bauer-Espindola
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Publication number: 20140371228Abstract: The present invention includes a method of treating or preventing a disease or disorder such as a mycobacterial infection, a Gram-positive bacterium infection, a yeast infection, an inflammatory condition, an auto-immune disorder and/or a proliferative disorder in a subject in need thereof. The method comprises administering to the subject a therapeutically effective amount of at least one compound of the invention, which includes clofazimine derivatives.Type: ApplicationFiled: December 21, 2012Publication date: December 18, 2014Inventors: Harvey Rubin, Takahiro Yano, Sacha Kassovska-Bratinova, Norman Schechter, Jiah Shin Teh, Jeffrey Winkler
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Publication number: 20140243327Abstract: The present invention relates to riminophenazines having heteroaromatic substitutions, including those with 2-heteroaryl-amino substituents, to their preparation, and to their use as drugs for treating Mycobacterium tuberculosis and other microbial infections, either alone or in combination with other anti-infective treatments. A general representation of the 2-(heteroaryl)amino-riminophenazines is shown below.Type: ApplicationFiled: May 1, 2014Publication date: August 28, 2014Applicant: Global Alliance for TB Drug DevelopmentInventors: Kai Liu, Christopher B. Cooper, Haihong Huang, Chun Li, Binna Liu, Yang Liu, Zhenkun Ma, Jingbin Wang, Dali Yin, Dongfeng Zhang, Gang Zhang, Hao Zhang
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Patent number: 8766001Abstract: The present invention relates to the improvement in organic electroluminescent devices by using compounds of the formula (1), in particular as hole-injection or hole-transport materials in a hole-injection or hole-transport layer.Type: GrantFiled: March 5, 2009Date of Patent: July 1, 2014Assignee: Merck Patent GmbHInventors: Christof Pflumm, Arne Buesing, Amir Hossain Parham, Rocco Fortte, Holger Heil, Philipp Stoessel
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Publication number: 20140163198Abstract: A process of making a polymeric phenazonium compound having the general formula: wherein R1, R2, R4, R5, R6, R8 and R9 are the same or different, and represent hydrogen, a low alkyl or a substituted aryl, R3 starts with NH2 and is diazotized followed by polymerization, R5 and R8 may alternatively represent monomeric or polymeric phenazonium radicals, R7 is a substituted amine, RX and RY represent any combination of CH3, C2H5, and hydrogen, except that RX and RY cannot both be hydrogen, A is an acid radical, and n is an integer from 2 to 100, preferably from 2 to 20 is described. The polymeric phenazonium compound is usable in as an additive in a metal plating bath. The method includes the steps of: a) dissolving an effective amount of an amino compound in a formic acid solution; b) adding a nitrite salt to diazotize the amino compound; and c) adding sulfamic acid to neutralize any excess nitrous acid that may be formed in step b), whereby a polymeric phenazonium compound is produced.Type: ApplicationFiled: February 17, 2014Publication date: June 12, 2014Applicant: MacDermid Acumen, Inc.Inventors: Andrew M. Krol, Ernest Long, Lev Taytsas
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Publication number: 20140161731Abstract: Described are a compound of formula (II) or (III): The compounds are effective in the treatment of disease, including a tauopathy condition or a disease of tau protein aggregation.Type: ApplicationFiled: February 14, 2014Publication date: June 12, 2014Applicant: WisTa Laboratories Ltd.Inventors: Scott Clunas, John Mervyn David Storey, Janet Elizabeth Rickard, David Horsley, Charles Robert Harrington, Claude Michel Wischik
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Patent number: 8716292Abstract: The present invention relates to riminophenazines having heteroaromatic substitutions, including those with 2-heteroaryl-amino substituents, to their preparation, and to their use as drugs for treating Mycobacterium tuberculosis and other microbial infections, either alone or in combination with other anti-infective treatments. A general representation of the 2-(heteroaryl)amino-riminophenazines is shown below.Type: GrantFiled: June 28, 2011Date of Patent: May 6, 2014Assignee: Global Alliance for TB Drug DevelopmentInventors: Kai Liu, Christopher B. Cooper, Haihong Huang, Chun Li, Binna Liu, Yang Liu, Zhenkun Ma, Jingbin Wang, Dali Yin, Dongfeng Zhang, Gang Zhang, Hao Zhang
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Publication number: 20130330556Abstract: The present invention provides aniline black comprising no harmful substances such as chromium and copper in its products and having an excellent blackness and a high resistivity value, as well as provides a black resin composition, a water-based dispersion and a solvent-based dispersion which are colored with the aniline black and have an excellent dispersibility. The aniline black according to the present invention has a sulfur content of 0.2 to 6.0% by weight and comprises primary particles having an average major axis diameter of 0.05 to 0.80 ?m.Type: ApplicationFiled: January 19, 2012Publication date: December 12, 2013Applicant: TODA KOGYO CORPORATIONInventors: Yusuke Shimohata, Kohei Uehara, Nobuya Shimo, Koso Aoki
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Publication number: 20130315825Abstract: Derivatives of phenothiazine, phenoxazine, and phenazine compounds and their use as ?-synuclein ligands are described. Also described are methods of using these compounds and their radiolabeled analogs for the detection, monitoring, and treatment of synucleinopathies, including Parkinson's disease.Type: ApplicationFiled: May 3, 2013Publication date: November 28, 2013Applicant: Washington UniversityInventors: Zhude Tu, Robert Mach, Lihai Yu, Paul Kotzbauer
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Publication number: 20130224634Abstract: The invention relates to a photopolymer formulation comprising a polyol component, a polyisocyanate component, a writing monomer, and a photoinitiator, containing a coinitiator and a dye having the formula F An, where F stands for a cationic dye and An? stands for an anion, wherein the dye having the formula F An comprises a water absorption of =5%. The invention further relates to a holographic medium, in particular in the form of a film, containing a photopolymer formulation according to the invention, to the use of such a medium for recording holograms, and to a special dye that can be used in the photopolymer formulation according to the invention.Type: ApplicationFiled: November 4, 2011Publication date: August 29, 2013Applicant: Bayer Intellectual Property GmbhInventors: Horst Berneth, Thomas Rölle, Friedrich-Karl Bruder, Thomas Fäcke, Marc-Stephan Weiser, Dennis Hönel
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Publication number: 20120318348Abstract: Photoactive layers for use in a photovoltaic cell are described. The photoactive layers comprise at least one photoactive ion paired with another ion. This photoactive ion pair can be in the form of an ionic liquid, hydrogen bonded ion pair, cocrystal, or complex to allow for greater flexibility and portability. Also described are photovoltaic cells that contain the described photoactive layers sandwiched between two electrodes.Type: ApplicationFiled: June 18, 2012Publication date: December 20, 2012Applicant: THE BOARD OF TRUSTEES OF THE UNIVERSITY OF ALABAMAInventors: Rachel M. Frazier, Daniel T. Daly, Scott K. Spear, Robin D. Rogers, Whitney Hough
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Publication number: 20120192364Abstract: The present invention provides a laundry treatment composition comprising a cationic phenazine dye.Type: ApplicationFiled: October 1, 2010Publication date: August 2, 2012Inventors: Stephen Norman Batchelor, Jayne Michelle Bird, Susan Barbara Joyce
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Publication number: 20120073981Abstract: A process of making a polymeric phenazonium compound having the general formula: wherein R1, R2, R4, R5, R6, R8 and R9 are the same or different, and represent hydrogen, a low alkyl or a substituted aryl, R3 starts as NH2 and is diazotized followed by polymerization, R5 and R8 may alternatively represent monomeric or polymeric phenazonium radicals, R7 is a carbon in the aromatic ring, and wherein RX—N—RY represents a substituted amine, and RX and RY represent any combination of CH3, C2H5, and hydrogen, except that RX and RY cannot both be hydrogen, A is an acid radical, and n is an integer from 2 to 100. The polymeric phenazonium compound is usable in as an additive in a metal plating bath.Type: ApplicationFiled: September 21, 2011Publication date: March 29, 2012Inventors: Andrew M. Krol, Ernest Long, Lev Taytsas
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Publication number: 20120071472Abstract: The present invention relates to riminophenazines having heteroaromatic substitutions, including those with 2-heteroaryl-amino substituents, to their preparation, and to their use as drugs for treating Mycobacterium tuberculosis and other microbial infections, either alone or in combination with other anti-infective treatments.Type: ApplicationFiled: June 28, 2011Publication date: March 22, 2012Applicants: Institute of Materia Medica, Global Alliance for TB Drug DevelopmentInventors: Kai Liu, Christopher B. Cooper, Haihong Huang, Chun Li, Binna Liu, Yang Liu, Zhenkun Ma, Jingbin Wang, Dali Yin, Dongfeng Zhang, Gang Zhang, Hao Zhang
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Publication number: 20110300074Abstract: This invention pertains generally to processes, uses, methods and materials utilising particular xanthylium compounds, including compounds of formula (I) and (II), as further defined herein. These compounds are useful as drugs, for example, in the treatment of tauopathies, such as Alzheimer's disease.Type: ApplicationFiled: December 10, 2009Publication date: December 8, 2011Inventors: Scott Clunas, John Mervyn David Storey, Janet Elizabeth Rickard, David Horsley, Charles Robert Harrington, Claude Michel Wischik
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Publication number: 20110190480Abstract: The present invention relates to dyes of the general formula CAT+ Y? (I), where Y? is an anion selected from the group of the cyanoborates, fluoroalkylphosphates, fluoroalkylborates or imidates and CAT+ is a cation selected from the group of the azine, xanthene, polymethine, styryl, azo, tetrazolium, pyrylium, benzopyrylium, thiopyrylium, benzothiopyrylium, thiazine, oxazine, triarylmethane, diarylmethane, methine, acridine, quinoline, isoquinoline or quaternary azafluorenone dyes, for colouring plastics and plastic fibres, for the preparation of flexographic printing inks, as ball-point pen pastes, as stamp ink, for colouring leather and paper, for use in data acquisition systems, reprography, in ink microfilters, in photogalvanics, laser technology and the photo industry.Type: ApplicationFiled: April 11, 2011Publication date: August 4, 2011Inventors: Nikolai (Mykola) IGNATYEV, Urs Welz-Biermann, Helge Willner, Maik Finze, Eduard Bernhardt, Andriy Kucheryna
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Patent number: 7919619Abstract: NLO chromophores of the following general formula: wherein each R represents a spacer system or substituent moiety as disclosed herein.Type: GrantFiled: October 26, 2005Date of Patent: April 5, 2011Inventors: Frederick J. Goetz, Frederick J. Goetz, Jr.
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Patent number: 7786303Abstract: For manufacturing particularly uniform and mirror bright copper coatings that are leveled and ductile as well using a relatively high current density, halogenated or pseudohalogenated monomeric pheanzinium compounds or a purity at least 85 mole-% and having the general chemical formula (I) are utilized in which R1, R2, R3, R4, R7?, R7?, R8, R9, X and A have the significations denoted in the claims. The compounds are prepared by diazotizing a suited starting compound prior to halogenating or pseudohalogenating it in the presence of mineral acid, diazotization means and halide or pseudohalide, with the reaction steps being run in one single vessel.Type: GrantFiled: November 9, 2004Date of Patent: August 31, 2010Assignee: Atotech Deutschland GmbHInventors: Heiko Brunner, Wolfgang Dahms, Udo Grieser, Olanda Grieser, legal representative, Christopher Grieser, legal representative
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Publication number: 20100189658Abstract: The present invention relates to molecular probes of the formula (I) {L1-R1-L}n-A-CO—NH—R2-L2??(I) as defined herein that allow for the observation of the catalytic activity of a selected cathepsin in in vitro assays, in cells or in multicellular organisms, a method for their preparation and the use thereof.Type: ApplicationFiled: August 27, 2009Publication date: July 29, 2010Applicant: SANOFI-AVENTISInventors: Karl-Ulrich WENDT, Maik KINDERMANN, Anja GLOBISCH
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Publication number: 20100130505Abstract: Disclosed are compositions and methods for treating diseases associated with G protein ?? subunit activity.Type: ApplicationFiled: April 28, 2008Publication date: May 27, 2010Applicant: University of RochesterInventors: Alan V. Smrcka, Burns C. Blaxall, Jean M. Bidlack
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Patent number: 7704667Abstract: There are described novel rhodamine dye compounds and imaging members and imaging methods, including thermal imaging members and imaging methods, utilizing the compounds. The dye compounds exhibit a first color when in the crystalline form and a second color, different from the first color, when in the liquid, amorphous form.Type: GrantFiled: January 30, 2008Date of Patent: April 27, 2010Assignee: Zink Imaging, Inc.Inventors: Kap-Soo Cheon, Stephen J. Telfer, Michael P. Filosa, John L. Marshall, Fariza B. Hasan, David A. Skyler, John M. Hardin
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Patent number: 7001911Abstract: The invention pertains to fused cyclic compounds having the formula, wherein G is an optionally substituted aryl or heterocyclo, L is an optional linker, M is a bond, O, CR7R7? or NR10, and M? is a bond or NR10, with the proviso that at least one of M or M? must be a bond; E is C?Z2, CR7CR7?, SO2, P?OR2, or P?OOR2; Z1 is O, S, NH, or NR6; Z2 is O, S, NH, or NR6; A1 is CR7 or N; A2 is CR7 or N; Y is J—J?—J? where J is (CR7R7?)n and n=0-3, J? is a bond or O, S, S?O, SO2, NH, NR6, C?O, OC?O, NR1C?O, CR7R7?, C?CR8R8?, R2P?O, OPOOR2, OPO2, OSO2, C?N, NHNH, NHNR6, NR6NH, N?N, cycloalkyl or substituted cycloalkyl, cycloalkenyl or substituted cycloalkenyl, heterocyclo or substituted heterocyclo or aryl or substituted aryl, and J? is (CR7R7?)n and n=0-3; W is CR7R7?—CR7R7?, CR8?CR8?, CR7R7?—C?O, NR9—CR7R7?, N?CR8, N?N, NR9—NR9?, cycloalkyl or substituted cycloalkyl, cycloalkenyl or substituted cycloalkenyl, heterocyclo or substituted heterocyclo, or aryl or substituted aryl; and O, R2, R6, R7, R7?, R8, R8?, R9, R9Type: GrantFiled: December 18, 2002Date of Patent: February 21, 2006Assignee: Bristol-Myers Squibb CompanyInventors: Mark E. Salvati, James Aaron Balog, Weifang Shan, Sören Giese, Lalgudi S. Harikrishnan
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Patent number: 6858366Abstract: A positively charging dry toner for developing an electrostatic latent image including a nigrosine dye or nigrosine pigment containing 500 ppm or less nitrobenzene and 800 ppm or less aniline as a charge controlling agent. The dye or pigment is prepared by dispersing the nigrosine dye or nigrosine pigment obtained by an usual method in a solvent, adding an oxidizing agent such as bleaching powder to the solvent dispersion to conduct oxidation treatment and, if necessary, removing the solvent by steam distillation.Type: GrantFiled: April 11, 2002Date of Patent: February 22, 2005Assignee: Toyo Ink Manufacturing Co., Ltd.Inventors: Tomomi Yamazaki, Hirofumi Iemura
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Patent number: 6800656Abstract: The present invention provides a compound of the formula and pharmaceutically acceptable salts having useful antiviral activity against viruses of the herpes family. Wherein: X=O, (CH2)m, S, SO, SO2, NH, NR8; Y=O, (CH2)m, S, SO, SO2, NH, NR8 or a chemical bond; Z=NH, O, NR8, S, SO, SO2; The remaining substituents are described in the specification.Type: GrantFiled: July 5, 2002Date of Patent: October 5, 2004Assignee: Warner Lambert CompanyInventors: Richard John Booth, Vara Prasad Venkata Nagendra Josyula, Annette Lynn Meyer, Bruce Allan Steinbaugh
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Publication number: 20030229073Abstract: The present invention provides a compound of the formula (I) and pharmaceutically acceptable salts having useful antiviral activity against viruses of the herpes family. In said formula, X=O, (CH2)m, S, SO, SO2, NH, NR8 or a chemical bond; Y=O, (CH2)m, S, SO, SO2, NH, NR8; Z=NH, O, NR8, S, SO, SO2. The remaining substituents are described in the specification.Type: ApplicationFiled: July 5, 2002Publication date: December 11, 2003Inventors: Richard John Booth, Vara Prasad Venkata Nagendra Josyula, Annette Lynn Meyer, Bruce Allan Steinbaugh
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Publication number: 20030091505Abstract: The present invention provides compounds of Formula (I): 1Type: ApplicationFiled: October 15, 2002Publication date: May 15, 2003Inventor: Jian-Min Fu
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Patent number: 6395809Abstract: Water-insoluble nigrosine compound which is a salt of nigrosine with sulfuric acid and/or phosphoric acid, crystalline resin composition containing the nigrosine compound, and fiber-reinforced crystalline resin molded product comprising a crystalline resin and a fibrous reinforcing material and the nigrosine compound both contained therein, wherein the surface gloss is higher than that of the fiber-reinforced crystalline resin molded product with nigrosine as a substitute for said nigrosine compound. Methods for lowering the crystallization temperature of a crystalline resin, improving the fluidity of a crystalline resin, and improving the surface gloss of a crystalline resin, by incorporating the water-insoluble nigrosine in the crystalline resin respectively.Type: GrantFiled: June 28, 2000Date of Patent: May 28, 2002Assignee: Orient Chemical Industries, Ltd.Inventors: Akihiko Hayashi, Tohru Turuhara
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Patent number: 6387902Abstract: This invention relates to compounds, pharmaceutical compositions, and methods of using compounds of the formula: wherein R1-R9 and Z are independently. hydrogen, hydroxy, halo, haloalkyl, thiocarbonyl, cyano, nitro, amino, imino, alkylamino, aminoalkyl, sulfhydryl, thioalkyl, alkylthio, sulfonyl, alkylsulfonyl, C1-C9 straight or branched chain alkyl, C2-C9 straight or branched chain alkenyl, C2-C9 straight or branched chain alkynyl, C1-C6 straight or branched chain alkoxy, C2-C6 straight or branched chain alkenoxy, C2-C6 straight or branched chain alkynoxy, aryl, carbocycle, heterocycle, aralkyl, alkylaryl, alkylaryloxy, aryloxy, aralkyloxy, aralkylsulfonyl, aralkylamino, arylamino, arylazo, arylthio, or aralkylthio; or Z is wherein U is C or N, and R7 and R8 are defined above; and X and Y are independently aryl, carbocycle, or heterocycle.Type: GrantFiled: December 31, 1998Date of Patent: May 14, 2002Assignee: Guilford Pharmaceuticals, Inc.Inventors: Jie Zhang, Kevin Leonard Tays, Jia-He Li
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Patent number: 6117869Abstract: The present invention relates to compounds of Formula I that inhibit matrix metalloproteinases and to a method of inhibiting matrix metalloproteinases using the compounds ##STR1## More particularly, the present invention relates to a method of treating diseases in which matrix metalloproteinases are involved such as multiple sclerosis, atherosclerotic plaque rupture, restenosis, aortic aneurysm, heart failure, periodontal disease, corneal ulceration, burns, decubital ulcers, chronic ulcers or wounds, cancer metastasis, tumor angiogenesis, osteoporosis, rheumatoid or osteoarthritis, renal disease, left ventricular dilatation, or other autoimmune or inflammatory diseases dependent upon tissue invasion by leukocytes.Type: GrantFiled: July 26, 1999Date of Patent: September 12, 2000Assignee: Warner-Lambert CompanyInventors: Joseph Armand Picard, Bruce David Roth, Drago Robert Sliskovic
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Patent number: 6114332Abstract: A compound which is a bis(acridinecarboxamide) or bis(phenazinecarboxamide) derivative of formula (I): ##STR1## wherein each X, which may be the same or different in a given molecule, is --CH.dbd. or --N.dbd. each of R.sub.1 to R.sub.4 which may be the same or different, H, C.sub.1 -C.sub.4 alkyl, OH, SH, NH.sub.2, C.sub.1 -C.sub.4 alkoxy, aryloxy, NHR, N(R).sub.2, SR, SO.sub.2 R wherein R is C.sub.1 -C.sub.4 alkyl, CF.sub.3, NO.sub.2 or halogen, or R.sub.1 and R.sub.2 together form a methylenedioxy group; each of R.sub.5 and R.sub.6, which may be the same or different, is H or C.sub.1 -C.sub.4 alkyl; Z is (CH.sub.2).sub.n, (CH.sub.2).sub.n O(CH.sub.2).sub.n, (CH.sub.2).sub.n N(R.sub.7)(CH.sub.2).sub.n, (CH.sub.2).sub.n N(R.sub.7)(CH.sub.2).sub.m N(R.sub.7)(CH.sub.2).sub.n or (CH.sub.2).sub.n N(CH.sub.2 CH.sub.2).sub.2 N(CH.sub.2).sub.n wherein R.sub.7 is H or C.sub.1 -C.sub.Type: GrantFiled: June 18, 1999Date of Patent: September 5, 2000Assignee: Xenova LimitedInventors: William Alexander Denny, Swarnalatha Akuritaya Gamage, Julie Ann Spicer, Bruce Charles Baguley, Graeme John Finlay
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Patent number: 5840980Abstract: A diamine compound of the following formula (1): ##STR1## wherein R.sub.1 is a hydrogen atom, a lower alkyl group or a lower alkoxy group, each of A.sub.1, A.sub.2 and A.sub.3 which are independent of one another, is a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group, or a group of the following formula (2): ##STR2## wherein R.sub.1 is as defined above, and X is a substituted or unsubstituted arylene group or a substituted or unsubstituted heterocyclic bivalent group.Type: GrantFiled: July 24, 1997Date of Patent: November 24, 1998Assignee: Hodogaya Chemical Co., Ltd.Inventors: Mitsutoshi Anzai, Atsushi Takesue, Takanobu Watanabe, Chieko Inayoshi
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Patent number: 5834462Abstract: Novel tricyclic heterocyclic sulfonamide derivatives and sulfonic ester derivatives which have each an antitumor action and are represented by the following general formula (I) and processes for producing the same are provided. These compounds have each an excellent antitumor activity.A sulfonamide derivative or a sulfonic ester derivative represented by the following general formula (I): ##STR1## {G represents an aromatic 5- or 6-membered ring; L represents 0 or --N(R.sup.1)-- (R.sup.1 represents hydrogen or lower alky); and M represents a tricyclic structure selected from among the following ones; ##STR2## ?rings A and B represent each an unsaturated 5- or 6-membered ring; X represents N(R.sup.2), (wherein R.sup.2 represents hydrogen or lower alkyl), or NHCO;Y represents O, S(O).sub.n, C(R.sup.3)(R.sup.4), C(O), N(R.sup.5), CH(R.sup.6)CH(R.sup.7), C(R.sup.8).dbd.C(R.sup.9), N(R.sup.10)C(O), N.dbd.C(R.sup.11), OCH(R.sup.12), S(O).sub.n CH(R.sup.13) or N(R.sup.14)CH(R.sup.15);Z represents nitrogen or C(R.sup.Type: GrantFiled: March 23, 1995Date of Patent: November 10, 1998Assignee: Eisai Co., Ltd.Inventors: Hiroshi Yoshino, Norihiro Ueda, Jun Niijima, Toru Haneda, Yoshihiko Kotake, Kentaro Yoshimatsu, Tatsuo Watanabe, Takeshi Nagasu, Naoko Tsukahara, Nozomu Koyanagi, Kyosuke Kitoh
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Patent number: 5763443Abstract: The invention concerns the new use of riminophenazines in the treatment of a patient who has built up, or could build up, resistance to a therapeutically active substance, such as a patient requiring treatment for cancer. The riminophenazine conveniently may be of the general formula (I). ##STR1## R.sup.1 is a hydrogen atom, a halogen atom or a (C.sub.1 -C.sub.3) alkyl, (C.sub.1 -C.sub.3) alkoxy, fluoromethoxy or trifluoromethyl radical, R.sup.2 is a hydrogen or halogen atom, R.sup.3 is selected from hydrogen, (C.sub.1 -C.sub.4) alkyl, N,N-dialkylamino alkyl, (C.sub.3 -C.sub.12) cycloalkyl, methylcyclohexyl, hydroxycyclohexyl, cycloalkylmethyl, piperidyl, alkyl substituted piperidyl or N-benzyl-substituted pipperidyl, R.sup.4 is a hydrogen or halogen atom or a (C.sub.1 -C.sub.3) alkyl, (C.sub.1 -C.sub.3) alkoxy, fluoromethoxy or trifluoromethyl radical, and n is 1, 2 or 3. The invention also provides novel riminophenazines of general formula (I), their preparation, and compositions containing them.Type: GrantFiled: October 28, 1996Date of Patent: June 9, 1998Assignee: Universiteit Van PretoriaInventors: Constance Elizabeth Medlen, Ronald Anderson, John Francis O'Sullivan
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Patent number: 5723621Abstract: A novel process for producing a biaryl compound represented by formula (III), which is useful as a medicine, an agricultural chemical and an electrooptical liquid-crystal display material:Ar--Ar' (III)(wherein Ar and Ar' each independently represents a substituted or unsubstituted aromatic group) which comprises the steps of (i) reacting a trialkoxysilyl-substituted aromatic compound represented by formula (I):Ar--Si(OR).sub.3 (I)(wherein Ar has the same meaning as defined above and R represents an alkyl group having from 1 to 5 carbon atoms) with a fluoride ion source in the presence of a solvent, and then (ii) adding thereto an aromatic compound represented by formula (II):X--Ar' (II)(wherein X represents an eliminating group and Ar' has the same meaning as defined above) and a catalyst comprising a transition metal of tenth group to conduct a further reaction.Type: GrantFiled: May 14, 1996Date of Patent: March 3, 1998Assignee: Chisso CorporationInventors: Koichi Shibata, Shuichi Matsui, Kazutoshi Miyazawa
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Patent number: 5710273Abstract: A complex crystal is composed of anion of triiodine and cation of a fused compound consisting essentially of at least one nitrogen atom and at least 3 aromatic fused rings. Since the complex crystal has such a stable structure, it shows excellent heat resistance and excellent moisture resisting property. Furthermore, the complex crystal has light-polarizing performance because of an arrangement of the molecular chain of iodine. Moreover, the complex crystal exhibits excellent polarization because of an interaction between the fused compound and iodine. Therefore, the complex crystal is suitable for use as light-adjusting particles of a light valve or a light-adjusting glass.Type: GrantFiled: July 25, 1996Date of Patent: January 20, 1998Assignees: Toyota Jidosha Kabushiki Kaisha, Kabushiki Kaisha Toyota Chuo KenkyushoInventors: Arimitsu Usuki, Hisato Takeuchi, Narihito Tatsuda, Akane Okada, Toshio Kurauchi, Hiromitsu Tanaka, Shinobu Okayama, Kazuo Tojima, Akio Fukui, Toshiro Okamoto
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Patent number: 5637591Abstract: Disclosed are chemical agents with unexpected antimicrobial activity against the microbes, especially Porphyromonas gingivalis, known to be important in the cause and progression of gingivitis, periodontitis, and destruction of hard and soft oral tissues leading to tooth loss. The agents have additional unexpected anticollagenase activity useful in the direct mitigation of tissue damage. The agents can be formulated to produce various compositions and dental implements useful in management of peridental diseases, particularly those involving infection with certain gram-negative anaerobes.Type: GrantFiled: June 2, 1995Date of Patent: June 10, 1997Assignee: Fuji ImmunoPharmaceuticals Corp.Inventors: Mitsunori Ono, Y.-S. Edmond Cheng, Douglas F. Marks, Jr., Hiroshi Kataguchi
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Patent number: 5428161Abstract: 3,7-Diamo phenazine dye having at least one electron-withdrawing substituent on at least one of the groups attached to the amine groups at the 3- and 7-positions, provided that the algebraic sum of the para position Hammett sigma (.rho..sub.p) values for the groups attached to the nitrogen atoms of the amine groups at the 3- and 7-positions is more positive khan about -0.6. The group containing the electron-withdrawing substituent can be selected from(1) a substituted alkyl group, and(2) a substituted aryl group.Type: GrantFiled: December 14, 1990Date of Patent: June 27, 1995Assignee: Minnesota Mining and Manufacturing CompanyInventors: Alan G. Miller, Balchunis: Robert J.
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Patent number: 5281709Abstract: Disclosed is the process for the preparation of dye having excellent heat- and light-resistance. The dye can preferably be employed as a colorant for heat-resistant resin materials such as polyamide, as a colorant and a charge control agent for an electrostatic image developing toner (i.e. positively chargeable toner), and as a colorant for writing ink composition having a good aging stability. The process of the present invention comprising (a) mixing crude azine dye, produced by condensation of anilines or aniline hydrochlorides with nitrobenzenes in the presence of catalysts, with organic solvents; and (b) extracting by-products from the crude azine dye mixture.Type: GrantFiled: July 15, 1991Date of Patent: January 25, 1994Assignee: Orient Chemical Industries, Ltd.Inventors: Kazutoshi Akiyama, Sadahiko Matsubara
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Patent number: 5210188Abstract: 1. Dyestuffs for cyclic or straight polyfluoropolyoxyalkylenes, of general formula:Q[B--(A).sub.s ].sub.t (III)or[(Q).sub.s --B].sub.2 A (IV)where:Q=an organic group containing a chromophore group, free from free or salified sulphonic and/or carboxylic groups, and/or sulphon-amidic groups;A=a perfluorooxyalkylene chain, which is monovalent in formula (II) and divalent in formula (III);B=an organic at least divalent group;s, t=1 or 2, respectively.2. Compositions comprising cyclic or straight polyfluoropolyoxyalkylenes and at least a dyestuff of formula (III) or (IV) dissolved therein.Type: GrantFiled: February 11, 1992Date of Patent: May 11, 1993Assignee: Ausimont S.p.A.Inventors: Ezio Strepparola, Piero Gavezotti, Giovanni Gavazzi
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Patent number: 4889932Abstract: 3,7-Diamino phenazine leuco dyes stabilized in the 10-position with acyl substituents, said acyl substituents being themselves substituted with electron withdrawing groups. The structure of the reduced form of the dye can be represented by the general formula: ##STR1## wherein R.sup.1 represents a member selected from the group consisting of aryl groups having up to 14 carbon atoms and containing from 1 to 5 electrons withdrawing substituents, alkyl groups having up to 4 carbon atoms and containing one or more electron withdrawing groups, certain electron withdrawing groups containing a ##STR2## moiety, and certain electron withdrawing groups containing a --NH-- moiety. These dyes are suitable for use in thermographic imaging systems wherein the leuco dye is in a composition containing a nitrate salt.Type: GrantFiled: February 8, 1988Date of Patent: December 26, 1989Assignee: Minnesota Mining and Manufacturing CompanyInventor: Alan G. Miller
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Patent number: 4861564Abstract: The compounds of the invention comprise the condensation product, as well as derivatives thereof, of two equivalents of a trimethyl cyclohexane-anhydride acid chloride derivative with one equivalent of an aromatic diamine. The scope of the invention includes the method of using the compounds of the invention as chelating agents for metals, metal ions or ions of metal complexes. In a preferred embodiment of the invention the binding moieties of the cyclohexane derivatives are rigidly held opposite each other, by restricting their rotation about the N-C aryl bonds, in order to more effectively bind the metals or the ions.Type: GrantFiled: October 2, 1987Date of Patent: August 29, 1989Assignee: Year Laboratories, Inc.Inventor: Julius Rebek
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Patent number: 4859667Abstract: Phenothiazone derivatives and analogs thereof, pharmaceutical compositions and methods of treatment are disclosed. These compounds are useful as inhibitors of mammalian leukotriene biosynthesis. As such, these compounds are useful therapeutic agents for treating allergic conditions, asthma, cardiovascular disorders and inflammation.Type: GrantFiled: January 14, 1987Date of Patent: August 22, 1989Assignee: Merck Frosst Canada, Inc.Inventors: Cheuk K. Lau, Christiane Yoakim, Joshua Rokach, Rejean Fortin, Yvan Guindon
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Patent number: 4775754Abstract: Oxazine, thiazine and diazine leuco dyes are synthesized through a reaction using a dicyclohexylcarbodiimide adduct. The adducts are themselves novel compounds.Type: GrantFiled: October 7, 1987Date of Patent: October 4, 1988Assignee: Minnesota Mining and Manufacturing CompanyInventors: Kim M. Vogel, Roger A. Mader
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Patent number: 4711957Abstract: The disclosure deals with novel synthesis involving (a) hydrogenation of a cis-3,3-dialkyl-3,4-dihydroquinoxaline-2-one in the presence of a suitable hydrogenation catalyst, at elevated temperature and pressure, to yield a cis-3,3-dialkyl decahydroquinoxaline-2-one; (b) reaction of trans-1,2-diaminocyclohexane with acetone cyanohydrin in the presence of water to yield trans-3,3-dimethyl-decahydroquinoxaline-2-one; and (c) a reaction of 1,2-diamine with a saturated acyclic or cyclic monoketone or aldehyde and a holoform, in the presence of (i) a phase transfer catalyst (ii) an organic solvent, and (iii) solid or aqueous alkali to yield 2-keto-1,4-diazacycloalkanes. Such compounds exhibit exceptional UV light stabilizing property.Type: GrantFiled: July 18, 1981Date of Patent: December 8, 1987Assignee: The B. F. Goodrich CompanyInventor: John T. Lai
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Patent number: 4698425Abstract: The compounds of the invention comprise the condensation product, as well as derivatives thereof, of two equivalents of a trimethyl cyclohexane-anhydride acid chloride derivative with one equivalent of an aromatic diamine. The scope of the invention includes the method of using the compounds of the invention as chelating agents for metals, metal ions or ions of metal complexes. In a preferred embodiment of the invention the binding moieties of the cyclohexane derivatives are rigidly held opposite each other, by restricting their rotation about the N-C aryl bonds, in order to more effectively bind the metals or the ions.Type: GrantFiled: July 24, 1984Date of Patent: October 6, 1987Assignee: Year Laboratories, Inc.Inventor: Julius Rebek
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Patent number: 4624709Abstract: A novel substituted nigrosine dye represented by the formula D-R).sub.n wherein D is a nigrosine dye residue, R is C.sub.3 -C.sub.18 alkyl or alkenyl which may be straight or branched, or aralkyl or aralkenyl which may have a C.sub.1 -C.sub.8 alkyl substituent on the aryl moiety, the R in each case being the same as or different from the others, and n is a number of 1 to 4. The novel nigrosine dye is prepared by reacting a corresponding unsubstituted nigrosine dye with an alkyl halide, alkenyl halide, aralkyl halide, or aralkenyl halide, or with a mixture thereof, to form the substituted nigrosine dye. The novel dye has a high solubility in and compatability with organic solvents and/or resins and is oleophilic and stable and particularly useful for ink compositions and as a charge control agent for the toners of electrophotographic or electrostatic image developers.Type: GrantFiled: October 11, 1983Date of Patent: November 25, 1986Assignee: Orient Chemical IndustrieInventor: Masahiro Otsuka
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Patent number: 4540693Abstract: New thiocyanatoquinoxaline compounds useful as immunomodulating agents which have the general formula: ##STR1## wherein R is hydrogen, methyl or 5-thiocyanato-2-furanyl; R.sub.1 is hydrogen, methyl or 2-furanyl; or R and R.sub.1 taken together completes a cyclohexyl ring.Type: GrantFiled: September 12, 1983Date of Patent: September 10, 1985Assignee: Norwich Eaton Pharmaceuticals, Inc.Inventor: Robert J. Alaimo
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Patent number: 4507479Abstract: A color-forming sulfonamidodiphenylamine dye precursor has sulfonamido groups in the ortho position and para position in relation to the --NH-- moiety of the sulfonamidodiphenylamine and, in oxidized form, intramolecularly reacts to produce a sulfonamido-substituted phenazine dye. Such color-forming sulfonamidodiphenylamine dye precursors are useful to produce a dye image by cross-oxidation in an imaging material.Type: GrantFiled: September 29, 1982Date of Patent: March 26, 1985Assignee: Eastman Kodak CompanyInventors: Rolf S. Gabrielsen, Patricia A. Graham, James E. Klijanowicz
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Patent number: 4436920Abstract: Recording members having excellent light resistance are obtained by using as a dye precursor specific diarylaminofluoran compounds.Type: GrantFiled: March 11, 1982Date of Patent: March 13, 1984Assignee: Fuji Photo Film Co., Ltd.Inventors: Kozo Sato, Ken Iwakura, Akira Igarashi
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Patent number: 4376859Abstract: Process for the preparation of aniline condensation dyestuffs by reacting aniline and/or an alkylaniline batchwise, in cycles or continuously with nitrobenzene, which can be substituted and/or diazoaminobenzene, with warming and in the presence of a catalyst, characterized in that the reaction mixture is worked up continuously.Type: GrantFiled: December 24, 1980Date of Patent: March 15, 1983Assignee: Bayer AktiengesellschaftInventors: Werner Maurer, Johann Zimmer