Benzene Ring Containing Patents (Class 564/251)
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Patent number: 5519018Abstract: Substituted phenols of the formula I ##STR1## processes for their preparation and compositions containing substituted phenols of the formulae I and II ##STR2## for the treatment of disorders caused by cell proliferation, such as psoriasis, tumor disorders and immunological disorders, are described.Type: GrantFiled: May 1, 1995Date of Patent: May 21, 1996Assignee: Behringwerke AktiengesellschaftInventors: Rudolf Matusch, Manfred Hunz, Jorg Czech, Hans-Harald Sedlacek
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Patent number: 5516940Abstract: A compound and method of making a compound for use as a diagnostic or therapeutic pharmaceutical comprises either a phosphorous or germanium core and at least two hydrazine groups forming a ligand for bonding to a metal extending from the phosphorous or germanium core.Type: GrantFiled: April 29, 1994Date of Patent: May 14, 1996Assignee: Curators of the University of MissouriInventors: Kattesh V. Katti, Wynn A. Volkert, Alan R. Ketring, Prahlad R. Singh
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Patent number: 5440045Abstract: A process for the production of an aryl triazolinones of the formula ##STR1## wherein R is lower alkyl and:X.sub.n is 2,4-dichloro-5-methylsulfonylamino; 2-chloro-5-methylsulfonylamino; 4-chloro-5-methylsulfonylamino; 3-methylsulfonylamino; 4-chloro; 2-chloro; 3-nitro; 4-chloro-3-nitro; 2-chloro-5-nitro; 2,4-dichloro-5-nitro; 2-fluoro; 2-4-chloro; 2,4-dichloro; 4-alkoxy; or 4-alkoxy-2-fluoro;which comprises treating, in a tert-butanol medium, an aryl hydrazine of the formula ##STR2## sequentially with (i) a C.sub.1 -C.sub.3 aldehyde, (ii) a cyanate and weak organic acid, and (iii) a hypohalous acid, a salt thereof, or a halogen.Type: GrantFiled: December 28, 1994Date of Patent: August 8, 1995Assignee: FMC CorporationInventors: Allan R. Bailey, Marc Halfon, Eric W. Sortore
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Patent number: 5407961Abstract: The present invention is concerned with antiretroviral (e.g. anti HIV-1) compounds having the formula ##STR1## Pharmaceutical compositions containing said compounds of formula (I-a) or (I-b), and processes of preparing said compounds and compositions.Type: GrantFiled: May 12, 1994Date of Patent: April 18, 1995Assignee: Janssen Pharmaceutica N.V.Inventors: Marcel A. C. Janssen, Georges H. P. Van Daele, Jean-Paul R. M. A. Bosmans, Frans M. A. Van den Keybus, Karin J. M. M. Nuyens, Paul A. J. Janssen
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Patent number: 5405871Abstract: Compounds of the formula ##STR1## wherein each of o and p, independently of the other, is 0, 1, 2, 3, 4 or 5, the radicals R.sub.1 being the same or different when o is greater than 1 and the radicals R.sub.2 being the same or different when p is greater than 1;each of R.sub.1 and R.sub.2, independently of the other, is C.sub.1 -C.sub.4 alkyl, halo-C.sub.1 -C.sub.4 alkyl, halogen, --NO.sub.2, --OH, C.sub.1 -C.sub.4 alkoxy, halo-C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 alkylthio, halo-C.sub.1 -C.sub.4 alkylthio, --O--S(.dbd.O)--R.sub.6, --O--S(.dbd.O).sub.2 --R.sub.6, phenoxy or --N(R.sub.11)SO.sub.2 R.sub.12 and/or two substituents R.sub.1 and/or two substituents R.sub.2 are, independently of one another, together --Y--Z--Y--;R.sub.3 is hydrogen, C.sub.1 -C.sub.4 alkyl or halo-C.sub.1 -C.sub.4 alkyl;R.sub.4 is hydrogen, C.sub.1 -C.sub.4 alkyl, halo-C.sub.1 -C.sub.4 alkyl, unsubstituted phenyl or naphthyl or mono- or di-substituted phenyl or naphthyl;R.sub.5 is --S--R.sub.7, --S(.dbd.O)--R.sub.7, --S(.dbd.O).Type: GrantFiled: April 6, 1994Date of Patent: April 11, 1995Assignee: Ciba-Geigy CorporationInventors: Roger G. Hall, Alfons Pascual, Odd Kristiansen
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Patent number: 5391549Abstract: A novel cinnoline derivative having an antagonistic activity against serotonin 5-HT.sub.3 receptor, its pharmaceutically acceptable salts, its N-oxide derivatives or solvates thereof, and pharmaceutical formulations containing the same for the prevention and/or treatment of various disorders such as nausea and/or emesis caused by anticancer drugs or X-ray treatment, central nervous disorders such as anxiety and/or neuropathy, gastroenteric diseases such as indigestion, chronic gastritis, digestive ulcer, irritable bowel syndromes and the like, hemicrania, cluster headache, trigeminal neuralgia, arrhythmia and the like.Type: GrantFiled: March 10, 1993Date of Patent: February 21, 1995Assignee: Mitsubishi Kasei CorporationInventors: Akira Maruyama, Shigeru Ogawa, Satoshi Yamazaki, Akihiro Tobe
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Patent number: 5376685Abstract: Compounds of formula I ##STR1## wherein A, X.sub.1, X.sub.2, X.sub.3, X.sub.4, Y, Z and R.sub.1 to R.sub.6 have the meanings given in the description, have valuable pharmaceutical properties and are effective especially against tumors. They are prepared in a manner known per se.Type: GrantFiled: May 7, 1993Date of Patent: December 27, 1994Assignee: Ciba-Geigy CorporationInventors: Jaroslav Stanek, Giorgio Caravatti, Jorg Frei, Hans-Georg Capraro
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Patent number: 5340837Abstract: Compounds of the formula ##STR1## wherein each of o and p, independently of the other, is 0, 1, 2, 3, 4 or 5, the radicals R.sub.1 being the same or different when o is greater than 1 and the radicals R.sub.2 being the same or different when p is greater than 1;each of R.sub.1 and R.sub.2, independently of the other, is C.sub.1 -C.sub.4 alkyl, halo-C.sub.1 -C.sub.4 alkyl, halogen, --NO.sub.2, --OH, C.sub.1 -C.sub.4 alkoxy, halo-C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 alkylthio, halo-C.sub.1 -C.sub.4 alkylthio, --O--S(.dbd.O)--R.sub.6, --O--S(.dbd.O).sub.2 --R.sub.6, phenoxy or --N(R.sub.11)SO.sub.2 R.sub.12 and/or two substituents R.sub.1 and/or two substituents R.sub.2 are, independently of one another, together --Y--Z--Y--;R.sub.3 is hydrogen, C.sub.1 -C.sub.4 alkyl or halo-C.sub.1 -C.sub.4 alkyl;R.sub.4 is hydrogen, C.sub.1 -C.sub.4 alkyl, halo-C.sub.1 -C.sub.4 alkyl, unsubstituted phenyl or naphthyl or mono- or di-substituted phenyl or naphthyl;R.sub.5 is --S--R.sub.7, --S(.dbd.O)--R.sub.7, --S(.dbd.O).Type: GrantFiled: June 25, 1993Date of Patent: August 23, 1994Assignee: Ciba-Geigy CorporationInventors: Roger G. Hall, Alfons Pascual, Odd Kristiansen
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Patent number: 5298658Abstract: A photographic element is detailed which provides for improved resolution by decreasing the blue and ultraviolet radiation typically associated with internal scatter and print-through. These and other improvements are provided in a photographic element comprising a support having thereon at least one hydrophilic colloid layer, and a radiation sensitive silver halide emulsion layer present as a portion of the colloid layer or in a separate layer wherein the emulsion contains a dye of the formula: ##STR1## wherein: A=counterion chosen from the set consisting of lithium, sodium, potassium, ammonium and alkylammonium andZ is a linking group.Type: GrantFiled: December 20, 1991Date of Patent: March 29, 1994Assignee: E. I. Du Pont de Nemours and CompanyInventor: Dietrich M. Fabricius
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Patent number: 5258251Abstract: The present invention provides a hydrazone compound represented by the following general formula (1). This compound has higher hole mobility as compared with an electric charge transferring material such as the conventional hydrazone compound or the like. Accordingly, when this compound is contained in a photosensitive layer as the electric charge transferring material, there may be obtained an electrophotosensitive material excellent in sensitivity, charging ability and repeat characteristics. ##STR1## (wherein R.sup.1, R.sup.2, R.sup.3, R.sup.4 and R.sup.5 are the same as or different from one another, and each is a hydrogen atom, a halogen atom, an alkyl group or an alkoxy group.Type: GrantFiled: March 23, 1992Date of Patent: November 2, 1993Assignee: Mita Industrial Co., Ltd.Inventors: Yasuyuki Hanatani, Hiroaki Iwasaki
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Patent number: 5256508Abstract: The present invention provides a hydrazone compound represented by the following general formula (1). This compound has higher hole mobility as compared with an electric charge transferring material such as the conventional hydrazone compound or the like. Accordingly, when this compound is contained in a photosensitive layer as the electric charge transferring material, there may be obtained an electrophotosensitive material excellent in sensitivity, charging ability and repeat characteristics. ##STR1## (wherein R.sup.1 is a hydrogen atom, a halogen atom, an alkyl group or an alkoxy group, and R.sup.2 is a hydrogen atom, a halogen atom, an alkyl group, an alkoxy group or the following group.Type: GrantFiled: March 23, 1992Date of Patent: October 26, 1993Assignee: Mita Industrial Co., Ltd.Inventors: Yasuyuki Hanatani, Hiroaki Iwasaki
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Patent number: 5246808Abstract: The present invention provides a hydrazone compound of the following general formula (I). This compound presents a higher hole mobility as compared with a conventional electric charge transferring material such as a conventional hydrazone compound or the like. Accordingly, when a photosensitive layer contains, as the electric charge transferring material, the hydrazone compound of the present invention, there can be obtained an electrophotosensitive material which is excellent in sensitivity and charging ability and has high repeating characteristics. ##STR1## (wherein R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5 and R.sup.6 may be same as or different from one another, and each is a hydrogen atom, an alkyl group, an alkoxy group, an aralkyl group or an aryl group, each of said alkyl, alkoxy, aralkyl and aryl groups may have a substituent group; A.sup.1, A.sup.2, A.sup.3, A.sup.4, A.sup.5 and A.sup.Type: GrantFiled: March 12, 1992Date of Patent: September 21, 1993Assignee: Mita Industrial Co., Ltd.Inventors: Yasuyuki Hanatani, Hiroaki Iwasaki
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Patent number: 5235104Abstract: A hydrazone compound represented by the following formula (I): ##STR1## wherein R.sub.1 and R.sub.2 each are an aryl group or collectively with the carbon to which they are attached form a polycyclic group; R.sub.3 represents a hydrogen or halogen atom or an alkyl or phenyl group; and R.sub.4 and R.sub.5 each represent an alkyl, aralkyl or aryl group, with the proviso that at least one of R.sub.4 and R.sub.5 is an aryl group, is useful as a charge-transporting material in an electrophotographic photoreceptor and are produced by condensing the corresponding aldehyde with the corresponding H.sub.2 N--NR.sub.4 R.sub.5 hydrazine.Type: GrantFiled: May 6, 1992Date of Patent: August 10, 1993Assignee: Mitsui Toatsu Chemicals, IncorporatedInventors: Yasuyuki Yamada, Hiroyuki Akahori, Katashi Enomoto, Hisato Itoh, Tsutomu Nishizawa, Akihiro Yamaguchi
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Patent number: 5225436Abstract: Certain aryl substituted naphthalene, benzoxepine, benzazepine and henzocycloheptene derivatives are disclosed. The compounds are useful in treating hyperproliferative skin disease, allergic reactions and inflammation.Type: GrantFiled: October 15, 1991Date of Patent: July 6, 1993Assignee: Schering CorporationInventors: Neng-Yang Shih, Pietro Mangiaracina, Michael J. Green, Ashit K. Ganguly
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Patent number: 5218066Abstract: The invention is an improved process for polymerization of vinyl monomers under polymerization conditions with hydrazone initiators at a temperature range of from -10.degree. C. to about 98.degree. C. in the substantial absence of a peroxide to prepare an addition polymer thereof. The process is especially useful for preparation of polymers of acrylic acid, C.sub.1-4 esters of acrylic acid and acrylamide.Type: GrantFiled: November 7, 1988Date of Patent: June 8, 1993Assignee: The Dow Chemical CompanyInventors: Richard A. Wolf, John M. Warakomski
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Patent number: 5215924Abstract: The invention relates to a method for determining an ion in an aqueous sample. The method involves contacting the sample with a water immiscible material including an ionophore, a pH indicator and a compound which stabilizes sensitivity of the assay. The ion reacts with the ionophore in the water immiscible material, releasing a proton which reacts with the pH indicator generating a color change which is representative of the ion to be measured. The stabilizing compound stabilizes this change. Also described are compositions including the three recited elements, and various new compounds useful as the stabilizer.Type: GrantFiled: May 10, 1991Date of Patent: June 1, 1993Assignee: Boehringer Mannheim GmbHInventors: Walter Rittersdorf, Werner Guethlein, Detlef Thym, Peter Vogel
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Patent number: 5210216Abstract: Calixarene and oxacalixarene derivatives of the formula IV: ##STR1## wherein m'+m"=0-8n=0-8m'.gtoreq.1/2(m'+m")3.ltoreq.m'+m"+n.ltoreq.8if n=0, m'+m".gtoreq.4R.sup.3 is H, halogen, or hydrocarbyl, aryl, hydrocarbylaryl or a substituted derivative thereof and R.sup.3 may be the same or different on each aryl group;R.sup.15 is H or hydrocarbyl, aryl, hydrocarbylaryl or a substituted derivative thereof;X is selected from ##STR2## wherein R.sup.7 and R.sup.8 which may be the same or different are H or hydrocarbyl (including a cycloaliphatic ring formed by R.sup.7 and R.sup.8 together), aryl, hydrocarbylaryl or a substituted derivative thereof; R.sup.9 is --OH, --NH.sub.2, --NHC(O)NH.sub.2 or --NHAr, wherein Ar is aryl or a substituted derivative thereof,n' is 0 or 1.Use of the compounds for sequestration of metals is also described.Type: GrantFiled: December 10, 1990Date of Patent: May 11, 1993Assignee: Loctite (Ireland) LimitedInventors: Stephen J. Harris, John Guthrie, Maureen MacManus, Ciaran McArdle, Michael A. McKervey
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Patent number: 5208299Abstract: The present invention relates to nonlinear optical material comprising nonlinear optical dihydroxy arylhydrazones and to nonlinear optical materials comprising compositions containing at least one divalent moiety of nonlinear optical arylhydrazones. The present invention also relates to polyesters, polyestercarbonates, polycarbonates, polyethers, and poly(hydroxy ether) polymers, incorporating the dihydroxy arylhydrazone as recurring divalent moieties in the backbone of the polymer. The polymeric compositions of the present invention have high glass transition temperatures and exhibit stable nonlinear optical activity at high temperatures over a period of time.Type: GrantFiled: April 10, 1992Date of Patent: May 4, 1993Assignee: The Dow Chemical CompanyInventors: Stephen E. Bales, David J. Brennan, Robert J. Gulotty, Anthony P. Haag, Muthiah N. Inbasekaran
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Patent number: 5200541Abstract: The products having general formula (I) ##STR1## in which R represents a C.sub.1 -C.sub.18 alkoxyl, C.sub.1 -C.sub.18 alkylthio, C.sub.1 -C.sub.18 monoalkylamino or C.sub.2 -C.sub.36 dialkylamino group, R.sub.1 represents a hydrogen atom or a C.sub.1 -C.sub.18 alkyl group, R.sub.2 and R.sub.3, identical or different, represent a hydrogen atom or a C.sub.1 -C.sub.18 alkoxyl group and M represents a cobalt, nickel or copper atom, process of preparation, intermediates and use of the intermediates in order to obtain a product having general formula (I).Type: GrantFiled: January 10, 1992Date of Patent: April 6, 1993Assignee: Societe Francaise HoechstInventor: Thierry Thami
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Patent number: 5185375Abstract: Therapeutically useful thioformamide derivatives of the formula: ##STR1## wherein R represents alkyl, Ar represents optionally substituted phenyl group, Y represents ethylene, methylene or a valency bond, and X represents carbonyl, hydroxymethylene, >C.dbd.NOR.sup.1, >C.dbd.NN(R.sup.1).sub.2 or >C.dbd.NN(R.sup.1)CON(R.sup.1).sub.2 in which R.sup.1 represents hydrogen or optionally substituted alkyl, benzyl, phenethyl, 1-naphthylmethyl, 2-naphthylmethyl or pyrid-3-ylmethyl or two R.sup.1 substituents on the same nitrogen atom may together form optionally substituted alkylene, and salts thereof, processes for their preparation and compositions containing them are described.Type: GrantFiled: March 30, 1990Date of Patent: February 9, 1993Assignee: May & Baker LimitedInventors: David C. Cook, Terance W. Hart, Iain M. McLay, Malcolm N. Palfreyman, Roger J. A. Walsh
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Patent number: 5183891Abstract: A method for the preparation of compounds of the formula ##STR1## wherein X represents a group of the formula OR.sub.1 or NR.sub.1 R.sub.2, wherein R.sub.1 and R.sub.2 independently represent H or an organic group that forms a stable covalent bond with the N or O of said X; Y is H or an organic group that forms a stable ester with the adjacent COO group; R is an alkyl or aryl group optionally substituted with one or more stable organic substituents; each R.sub.3 independently represents a stable organic group; and n is an integer from 0 to 3;the method using new intermediates of the formula ##STR2## wherein R.sub.3 and Y have the foregoing meanings; W is either F or Cl;and R.sub.9 is a hydrocarbon such as a C.sub.1 -C.sub.4 alkyl or alkenyl group.Type: GrantFiled: November 9, 1989Date of Patent: February 2, 1993Assignees: Orsan, OrsemInventors: Jeffrey Labovitz, William J. Guilford, Lawrence Fang, Yi Liang
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Patent number: 5182401Abstract: A process for the preparation of a 3-amino-2-(het)aroyl-acrylic acid derivative fo the formula ##STR1## in which Y represents a nitrile, or an ester group, --COOR.sub.1, or an acetyl group, whereR.sup.1 denotes C.sub.1 -C.sub.4 -alkyl, andR denotes optionally substituted alkyl, cyclopropyl, alkoxy, phenyl or amino,A represents nitrogen or C--R.sub.2, whereR.sub.2 denotes hydrogen, methyl, halogen, nitro, methoxy or cyano,X.sub.1 and X.sub.2 are identical or different and denote halogen, andX.sub.3 denotes hydrogen, halogen or nitro andX.sub.4 denotes halogen, nitro, methoxy or methylthio, which comprises reacting a 3-dialkylamino-2-(het)aroyl-acrylic acid derivative of the formula ##STR2## in which R.sub.3 and R.sub.4 are the same or different and represent an alkyl group having 1 to 4 carbon atoms, or, together with the nitrogen atom to which they are bonded, form a ring,with a primary amine of the formula R--NH.sub.2 in the presence of at least one equivalent of an acid HX in a solvent or in excess acid.Type: GrantFiled: May 2, 1991Date of Patent: January 26, 1993Assignee: Bayer AktiengesellschaftInventor: Klaus Grohe
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Patent number: 5134167Abstract: 1-Azabutadienes of the formula ##STR1## where R.sup.1 and R.sup.2 are each phenyl, biphenyl, naphthyl or pyridyl, and these radicals may be substituted, or are each alkyl which is unsubstituted or substituted, R.sup.3 is substituted or unsubstituted phenyl or a radical OR.sup.4, where R.sup.4 is hydrogen, alkyl or an aromatic or aliphatic acyl group, or R.sup.3 is a radical NHR.sup.5, where R.sup.5 is hydrogen, substituted or unsubstituted phenyl, or the carbamide group, and fungicidal agents containing these compounds.Type: GrantFiled: July 11, 1990Date of Patent: July 28, 1992Assignee: BASF AktiengesellschaftInventors: Manfred Lauer, Bernhard Zipperer, Norbert Goetz, Gisela Lorenz, Eberhard Ammermann
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Patent number: 5103060Abstract: The novel compounds of the general formula I ##STR1## where X is straight-chain or branched alkanediyl having from 1 to 20 carbon atoms orX is straight-chain or branched alkanediyl having from 2 to 20 carbon atoms, whose carbon chain is interrupted by --O--, --S-- and/or --NR--,R is hydrogen, straight-chain or branched alkyl having from 1 to 6 carbon atoms or cycloalkyl, andY is a non-centrosymmetric radical containing an easily polarized conjugated .pi.-electron system and at least one terminal electron-acceptor group,having nonlinear optical properties, are highly suitable as nonlinear optical materials for nonlinear optical arrangements and for the preparation of polymers having nonlinear optical properties. In particular, they can be used to prepare organopolysiloxanes having nonlinear optical properties and containing side groups of the general formula Ia ##STR2## in which the variables are as defined above.Type: GrantFiled: August 23, 1990Date of Patent: April 7, 1992Assignee: BASF AktiengesellschaftInventors: Wolfgang Brox, Dirk Funhoff, Ulrike Licht, Harald Fuchs, Wolfgang Schrepp
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Patent number: 5072042Abstract: Phenylhydrazones of formula I ##STR1## in which R.sup.1 to R.sup.6 and m and n have the meanings stated above, and the manufacture thereof. The substances are suitable for combating disease and for cosmetic use.Type: GrantFiled: February 8, 1990Date of Patent: December 10, 1991Assignee: BASF AktiengesellschaftInventors: Bernd Janssen, Hans-Heiner Wuest, William V. Murray, Michael P. Wachter, Stanley Bell
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Patent number: 5041648Abstract: .beta.-ionone pheylhydrazones of the formula I ##STR1## where R has the meaning indicated in the description, and the preparation thereof are described. The substances are suitable or controlling diseases and as cosmetic agents.Type: GrantFiled: January 22, 1990Date of Patent: August 20, 1991Assignee: BASF AktiengesellschaftInventors: Bernd Janssen, Hans-Heiner Wuest
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Patent number: 5017618Abstract: Compounds having the formula ##STR1## and their pharmaceutically acceptable acid addition salts, wherein --X-- is --O--, --CH.sub.2 -- or --; .dbd.Y is .dbd.O or a derivatized keto group which is hydrolyzable or enzymatically convertible to a keto group; R is alkyl having from 1 to 12 carbon atoms or aralkyl having from 7 to 20 carbon atoms; and Ar is the 3-aromatic or heterocyclic residue of a 1-alkylamino-2-propanol having an aromatic or heterocyclic substituent at the 3-position and having .beta.-adrenergic blocking properties; are useful as .beta.-adrenergic blocking agents and are of particular interest in the treatment of glaucoma or for lowering intraocular pressure.Type: GrantFiled: September 18, 1989Date of Patent: May 21, 1991Assignee: University of FloridaInventor: Nicholas S. Bodor
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Patent number: 4999356Abstract: Novel 1-phenyl-3-(1-piperazinyl)-1H-indazoles, intermediates and processes for the preparation thereof, and methods for alleviating pain, treating convulsions, and treating depression utilizing compounds or compositions thereof are disclosed.Type: GrantFiled: December 23, 1988Date of Patent: March 12, 1991Assignee: Hoechst-Roussel Pharmaceuticals, Inc.Inventor: Joseph T. Strupczewski
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Patent number: 4990625Abstract: A process for synthesizing an N,N-disubstituted hydrazone comprises carrying out nitrozation by adding an aqueous solution of sodium nitrite to a solution having one part by weight of an N,N-disubstituted amine dissolved in 3 to 30 parts by weight of an organic acid, then reducing the nitrozated product to an N,N-disubstituted hydrazine by adding a reducing agent to the mixture containing the nitrozated product, and thereafter adding to the mixture containing the N,N-disubstituted hydrazine a carbonyl compound of the formula: ##STR1## wherein A represents an aromatic hydrocarbon group or an aromatic heterocyclic group which may have a substituent, B represents a hydrogen atom, an alkyl group, an aryl group or an aromatic heterocyclic group, which may have a substituent, thereby performing condensation of the N,N-disubstituted hydrazine with the carbonyl compound.Type: GrantFiled: December 5, 1989Date of Patent: February 5, 1991Assignee: Canon Kabushiki KaishaInventors: Tetsuo Arita, Minoru Mabuchi, Shoji Umehara, Kiyoshi Sakai
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Patent number: 4968809Abstract: New spirofluoreneisothiazolidinone dioxides and methods for their preparation are disclosed.Type: GrantFiled: November 4, 1988Date of Patent: November 6, 1990Inventor: Mark T. Dupriest
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Patent number: 4925926Abstract: The invention relates to a continuous process for the preparation of cationic azo or hydrazone dyes from heterocyclic diazo components and coupling components. The diazo component is diazotised in water and an acid, the diazo solution is coupled with the coupling component and continuously alkylated, preferably using sufficient acid that, after the alkylation, a two-phase system forms, consisting of an aqueous solution which is substantially free from dye and a highly concentrated oil phase or solid dye.Type: GrantFiled: December 7, 1987Date of Patent: May 15, 1990Assignee: Ciba-Geigy CorporationInventors: Roland Ronco, Ermanno Ciapponi, Pierre Pessonneaux
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Patent number: 4855373Abstract: The invention comprises an improved process for polymerization of vinyl monomers using novel multi-sited hydrazone initiators. The hydrazones are especially useful for initiation of polymerization processes for preparation of branched and cross-linked vinyl.Type: GrantFiled: November 7, 1988Date of Patent: August 8, 1989Assignee: The Dow Chemical CompanyInventors: Richard A. Wolf, John M. Warakomski
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Patent number: 4743694Abstract: The addition of organolithium to dimethylhydrazones of certain ethers of a-hydroxyaldehydes results in the synthesis of threo- or erythro- intermediates readily convertible to threo- or erythro-2-amino alcohols.Type: GrantFiled: April 11, 1986Date of Patent: May 10, 1988Assignee: Mercek & Co., Inc.Inventor: David A. Claremon
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Patent number: 4732904Abstract: Azido-, 4-nitro and 2,4-dinitrophenylhydrazones as well as 4,4'-dihydroxybenzophenone-hydrazone and other hydrazones are disclosed which have antiestrogenic activity useful in treating estrogen-requiring tumor cells. The described hydrazones bind to estrogen receptors in the cytoplasm of tumor cells. The azido-, 4-nitro- and 2,4-dinitro-phenyl branches of the molecules appear to bind to the receptors and prevent translocation of estrogenic information into the nucleus, thereby blocking the synthesis of necessary macromolecules such as proteins. Absence of geometric isomerization from antiestrogenic to estrogenic forms of the drug minimizes estrogenic side-effects.Type: GrantFiled: September 16, 1985Date of Patent: March 22, 1988Inventor: Lee R. Morgan
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Patent number: 4673692Abstract: A compound represented by the formula ##STR1## wherein R.sup.1 represents a hydroxyl group, an alkanoyloxy group or a group of the formula ##STR2## in which R.sup.2 represents a hydrogen atom or a lower alkyl group, and R.sup.3 represents a hydrogen atom, a lower alkyl group, an alkanoyl group, a phenyl group, a carbamoyl group or a thiocarbamoyl group, or a salt thereof.The said compound can be prepared by reacting a compound represented by the formula ##STR3## with a compound of the formulaNH.sub.2 --R.sup.1 (III)wherein R.sup.1 is as defined hereinabove, or a salt thereof, and as required, alkanoylating the resulting compound of formula (I) in which R.sup.1 represents a hydroxyl group or an amino group, and as required, converting the resulting compound of formula (I) in which R.sup.1 is the group ##STR4## into its salt, and is useful for the treatment of inflammation, pain or rheumatism.Type: GrantFiled: October 18, 1985Date of Patent: June 16, 1987Assignee: Teikoku Hormone Mfg. Co., Ltd.Inventors: Yasushi Suzuki, Yukio Hasegawa, Michitaka Sato, Morinobu Saito, Norio Yamamoto, Katsuhiko Miyasaka, Takashi Mikami, Katsuhiko Miyazawa
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Patent number: 4666809Abstract: An electrophotographic photosensitive member having a conductive substrate and a photosensitive layer, which is characterized in that the photosensitive layer comprises a binder and at least one hydrazone compound represented by the following general formula (1) or (2): ##STR1## In the formula; R.sub.11 and R.sub.12 independently of each other represent alkyl, aralkyl, or phenyl, each substituted or unsubstituted, or R.sub.11 and R.sub.12 form a 5- or 6-membered ring residue conjointly with the nitrogen atom to which they are bonded; R.sub.13 and R.sub.14 independently of each other represent alkyl or alkoxy; R.sub.15 and R.sub.16 independently of each other represent alkyl, aralkyl, or aryl, wherein the aralkyl and the aryl are substituted or unsubstituted; and n represents a integer of 0 or 1. ##STR2## In the formula; R.sub.21 and R.sub.22 independently of each other represent alkyl, aralkyl, or phenyl, each substituted or unsubstituted, or R.sub.21 and R.sub.Type: GrantFiled: July 1, 1985Date of Patent: May 19, 1987Assignee: Canon Kabushiki KaishaInventors: Masakazu Matsumoto, Masataka Yamashita
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Patent number: 4656257Abstract: A disazo compound is provided which is represented by the formula (I): ##STR1## (wherein, R.sub.1 and R.sub.2 each stands for hydrogen, a lower alkyl group with 1-4 carbon atoms, a substituted or unsubstituted aralkyl group, a substituted or unsubstituted aromatic group, or a substituted or unsubstituted hetero ring group. R.sub.1 and R.sub.2 may be the same or different. And, R.sub.1 and R.sub.2 may mutually bond to form a ring).This disazo compound may be obtained by diazotating 2.6-diaminoanthraquinone and reacting the same with a coupler represented by the formula (IV): ##STR2## (wherein, R.sub.1 and R.sub.2 are the same as defined above). Further, a multilayer type electrophotographic element is provided which comprises a charge carrier generating layer and a charge transfer layer and uses, as a charge carrier generating substance, a disazo compound represented by the formula (I).Type: GrantFiled: June 20, 1985Date of Patent: April 7, 1987Assignee: Ricoh Co., Ltd.Inventor: Mitsuru Hashimoto
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Patent number: 4621156Abstract: Optical filter agents and photographic products and processes using same are disclosed. The optical filter agents are pH-sensitive hydrazone compounds conforming to the following structural formula: ##STR1## where R is any group which can provide a double bond for conjugation with the ##STR2## portion of the compound to provide light-absorbing capability or color for the agent at a pH above its pKa, X is a substituent of R providing at least one electron-withdrawing group and each R' can be defined as any substituent that does not impair the light-absorbing capacity of the compound at a pH above the pKa thereof. The pH-sensitive optical filter agents have a highly colored light-absorbing form at a pH above the pKa and are substantially non-absorbing at a pH below the pKa. The pH-sensitive optical filter agents are useful in photographic film units and processes for the protection of photoexposed photosensitive elements against the occurrence of fogging during in-light development.Type: GrantFiled: October 8, 1981Date of Patent: November 4, 1986Assignee: Polaroid CorporationInventors: Derek H. R. Barton, Irena Y. Bronstein-Bonte, Lloyd D. Taylor
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Patent number: 4607098Abstract: Copper complex formazan compounds useful as dyestuffs and having fiber-reactive dyestuff properties, which are capable of providing fast, deep dyeings and prints on fiber materials, preferably of cellulose and polyamide fibers, have the following structural formula ##STR1## in which m and n are 1 or 2, A is a benzene ring or a naphthalene ring, either of which is necessarily substituted by the sulfo group in the ortho-position relative to the N-atom and which can optionally be further substituted with one to three substituents; B is phenyl or naphthyl, either of which can be substituted or unsubstituted;M is hydrogen or one equivalent of a metal;X is hydrogen or sulfo;Z is hydrogen or a group which confers water-solubility, one or both of which--besides the sulfo group necessarily required in the o-position relative to the N-atom of the hydrazone component A--are bonded to A on an aliphatic or aromatic carbon atom,Z.sup.Type: GrantFiled: July 24, 1985Date of Patent: August 19, 1986Assignee: Hoechst AktiengesellschaftInventor: Gunther Schwaiger
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Patent number: 4606987Abstract: An electrophotographic photosensitive material has a photosensitive layer formed on an electroconductive substrate, with the photosensitive layer containing a polymeric binder and an organic photoconductor represented by the following formulaA--CH.dbd.CH).sub.n CH.dbd.NNHYwherein A is selected from the group consisting of an alkyl group having 1 to 12 carbon atoms, an aralkyl group having 7 to 14 carbon atoms, an aryl group having 6 to 20 carbon atoms and a heterocyclic residue of a 3- to 30- membered ring,wherein n is 1 or 2,Y is selected from the group consisting of --SO.sub.2 R', ##STR1## wherein R' is selected from the group consisting of an alkyl group having 1 to 12 carbon atoms, an aralkyl group having 7 to 14 carbon atoms, an aryl group having 6 to 20 carbon atoms and a heterocyclic residue of a 3- to 30- membered ring, and R.sup.2 and R.sup.3, R.sup.4 and R.sup.5, either form a ring together with the nitrogen atom to which R.sup.2 and R.sup.3, R.sup.4 and R.sup.5 are bonded and in this case R.sup.Type: GrantFiled: July 9, 1985Date of Patent: August 19, 1986Assignee: Toray Industries, Inc.Inventors: Kazuo Matsuura, Hiroki Osedo, Keisuke Ohshima
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Patent number: 4599402Abstract: The novel compounds of the general formula I ##STR1## where A is a radical of a coupling or diazo component which, if necessary after conversion, is capable of complex formation, Ar is an unsubstituted or substituted aromatic or heterocyclic radical, D is a radical of a diazo component and Me is a Co.sup.2+, Cu.sup.2+, Zn.sup.2+, Mn.sup.2+ or Ni.sup.2+ ion, and the ring B can be further substituted, are very useful for dyeing cellulose fibers, polyesters and blends of cellulose fibers and polyesters.The present dyes are lightfast and fast to washing and to solvents.Type: GrantFiled: October 12, 1984Date of Patent: July 8, 1986Assignee: BASF AktiengesellschaftInventors: Johannes Dehnert, Werner Junemann
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Patent number: 4594304Abstract: An electrophotographic light-sensitive material is described, comprising, provided on an electrically conductive support, a light-sensitive layer containing at least one hydrazone compound selected from particular groups of hydrazone compounds.Type: GrantFiled: March 5, 1985Date of Patent: June 10, 1986Assignee: Fuji Photo Film Co., Ltd.Inventors: Shu Watarai, Seiji Horie
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Patent number: 4567126Abstract: Photoconductive materials for electrophotography which have high sensitivity and high durability are provided by incorporating at least one hydrazone compound represented by the following general formula (I) in photoconductive layer: ##STR1## (wherein M is 0, 1, 2 or 3 and l is 1 or 2), R.sub.2 is a hydrogen atom, a lower alkyl group, a lower alkoxy group or a halogen atom,R.sub.3 is a hydrogen atom, a lower alkyl group or an aryl group,R.sub.4 is a hydrogen atom, a lower alkyl group, a lower alkoxy group or a halogen atom,R.sub.5 is an allyl group, propenyl group or ##STR2## (wherein R.sub.6 is a lower alkyl group, a lower alkoxy group or a halogen atom), and n is 0 or 1.Type: GrantFiled: November 28, 1984Date of Patent: January 28, 1986Assignee: Mitsubishi Paper Mills, Ltd.Inventors: Kazuhiro Emoto, Kozo Haino
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Patent number: 4556717Abstract: 1-[2-(2,4-Dichlorophenyl)-pentyl]-1H-1,2,4-triazole can be produced, in a novel, simple, economical and isomer-free form, by reacting 2-(2,4-dichlorophenyl)-valeronitrile, in the presence of hydrogen, an acid and a hydrogenation catalyst, with a compound H.sub.2 N--NH--R to a compound of the formula ##STR1## hydrogenating the compound (III) catalytically to a compound ##STR2## hydrolysing compounds (IV) wherein R is not hydrogen, and converting the compounds (IV) wherein R=H, or salts thereof, with formamide and/or [3-(dimethylamino)-2-azaprop-2-en-1-ylidene]-dimethylammonium chloride, into 1-[2-(2,4-dichlorophenyl)-pentyl]-1H-1,2,4-triazole, or converting compounds (IV) wherein R=--COR', with aqueous formic acid, into the corresponding N,N'-bisformyl derivatives, and reacting these with formamide, optionally in the presence of NH.sub.3, to 1-[2-(2,4-dichlorophenyl)-pentyl]-1H-1,2,4-triazole. R in the formulae is hydrogen, --CHO, --COR', --COOR' or --CONH.sub.2, and R' is C.sub.1 -C.sub.Type: GrantFiled: June 16, 1983Date of Patent: December 3, 1985Assignee: Ciba Geigy CorporationInventors: Hansjurg Wetter, Peter Baumeister, Paul Radimerski, Pierre Martin
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Patent number: 4554231Abstract: An improved electrophotographic photosensitive member is composed of a layer containing a hydrazone compound represented by the formula ##STR1## wherein R.sub.2 and R.sub.3 are each unsubstituted alkyl or substituted alkyl, unsubstituted aralkyl or substituted aralkyl, or unsubstituted aryl or substituted aryl, with the proviso that R.sub.2 and R.sub.3 are not simultaneously alkyls, n is 1 or 2, when n is 1, A represents ##STR2## wherein R.sub.1 is C.sub.1 -C.sub.5 alkyl, unsubstituted aralkyl, or substituted aralkyl, and when n is 2, A represents a direct single bond between two ##STR3## radicals.Type: GrantFiled: December 9, 1983Date of Patent: November 19, 1985Assignees: Canon Kabushiki Kaisha, Copyer Kabushiki KaishaInventors: Shozo Ishikawa, Kiyoshi Sakai, Minoru Mabuchi, Katsunori Watanabe, Makoto Kitahara
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Patent number: 4485160Abstract: An electrophotographic plate comprising a photosensitive layer containing a hydrazone compound represented by the general formula: ##STR1## (where X, Y and Z represent independently hydrogen atom, a lower alkyl group, a lower alkoxy group, phenoxy group or an arylalkoxy group; R represents hydrogen atom, a lower alkyl group, allyl group, an aralkyl group or an optionally substituted phenyl group; m and l represent independently 1 or 2; and n represents 0 or 1).Type: GrantFiled: June 29, 1983Date of Patent: November 27, 1984Assignee: Mitsubishi Chemical Industries LimitedInventors: Tetsumi Suzuki, Tetsuo Murayama, Hitoshi Ono, Shinji Aramaki
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Patent number: 4465857Abstract: Phenylhydrazones of the formula ##STR1## where R.sup.1 is C.sub.1 -C.sub.4 -alkyl or phenyl-C.sub.1 -C.sub.4 -alkyl, or is phenyl which is unsubstituted or substituted by alkyl, alkoxy or halogen, or is a radical ##STR2## R.sup.2 is alkyl or is phenyl which is unsubstituted or substituted by alkyl, alkoxy or halogen, and R.sup.4 and R.sup.5 independently of one another are each H, alkyl, alkoxy or halogen, are very useful as charge carrier-transporting compounds for electrophotographic recording materials.Type: GrantFiled: December 29, 1982Date of Patent: August 14, 1984Assignee: BASF AktiengesellschaftInventors: Peter Neumann, Karl-Heinz Etzbach, Heinz Eilingsfeld, Gerhard Hoffmann
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Patent number: 4456769Abstract: A new one-step process for the preparation of hydrazidines of the general formula ##STR1## in which R represents an optionally substituted alkyl group, an optionally substituted cycloalkyl group, an optionally substituted aryl group or an optionally substituted aralkyl group,or their acid addition salts, in high yield comprises reacting iminoalkyl ethers of the general formula ##STR2## in which R has the abovementioned meaning andR.sup.1 represents an optionally substituted alkyl group or an optionally substituted cycloalkyl group,or their acid addition salts, with hydrazine in solvents under reduced pressure and at temperatures between -80.degree. and +100.degree. C., the reaction being effected in the presence of water present in the solvent and/or in the hydrazine by employing it as hydrazine hydrate. The hydrazidines of formula (I) and their salts are valuable intermediates in heterocyclic chemistry, for example for the synthesis of herbicidally active as-triazinones.Type: GrantFiled: June 14, 1982Date of Patent: June 26, 1984Assignee: Bayer AktiengesellschaftInventors: Gerhard Bonse, Thomas Schmidt
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Patent number: 4448868Abstract: An electrophotographic photoreceptor having formed on an electrically conductive support a light-sensitive layer containing a hydrazone derivative of formula (I) as a photoconductive material is disclosed: ##STR1## wherein Z is a divalent hydrocarbon group necessary to form in conjunction with a nitrogen atom a 5- or 6-membered nitrogen-containing heterocyclic ring condensed to the benzene ring; R.sub.1 is an aryl group or a heterocyclic group; R.sub.2 is a hydrogen atom, an alkyl group or an aryl group; X is a hydrogen atom, a halogen atom, an alkyl group, a substituted amino group, an alkoxy group or a cyano group; and n is an integer of 0 or 1. This hydrazone derivative exhibits great carrier transporting ability when it is incorporated in the light-sensitive layer.Type: GrantFiled: February 4, 1983Date of Patent: May 15, 1984Assignee: Konishiroku Photo Industry Co., Ltd.Inventors: Shinichi Suzuki, Kiyoshi Sawada, Akira Kinoshita, Osamu Sasaki, Satoshi Goto
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Patent number: 4438282Abstract: Sulfides prepared by reacting a sulfoxide with a hydrazine or hydroxylamine derivative or a quaternary salt thereof are useful starting materials for the preparation of drugs, pesticides and dyes.Type: GrantFiled: June 23, 1982Date of Patent: March 20, 1984Assignee: BASF AktiengesellschaftInventors: Hartmut Lardon, Guenther Seybold