Benzene Ring Containing Patents (Class 564/251)
  • Patent number: 5519018
    Abstract: 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: Grant
    Filed: May 1, 1995
    Date of Patent: May 21, 1996
    Assignee: Behringwerke Aktiengesellschaft
    Inventors: Rudolf Matusch, Manfred Hunz, Jorg Czech, Hans-Harald Sedlacek
  • Patent number: 5516940
    Abstract: 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: Grant
    Filed: April 29, 1994
    Date of Patent: May 14, 1996
    Assignee: Curators of the University of Missouri
    Inventors: Kattesh V. Katti, Wynn A. Volkert, Alan R. Ketring, Prahlad R. Singh
  • Patent number: 5440045
    Abstract: 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: Grant
    Filed: December 28, 1994
    Date of Patent: August 8, 1995
    Assignee: FMC Corporation
    Inventors: Allan R. Bailey, Marc Halfon, Eric W. Sortore
  • Patent number: 5407961
    Abstract: 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: Grant
    Filed: May 12, 1994
    Date of Patent: April 18, 1995
    Assignee: 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
  • Patent number: 5405871
    Abstract: 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: Grant
    Filed: April 6, 1994
    Date of Patent: April 11, 1995
    Assignee: Ciba-Geigy Corporation
    Inventors: Roger G. Hall, Alfons Pascual, Odd Kristiansen
  • Patent number: 5391549
    Abstract: 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: Grant
    Filed: March 10, 1993
    Date of Patent: February 21, 1995
    Assignee: Mitsubishi Kasei Corporation
    Inventors: Akira Maruyama, Shigeru Ogawa, Satoshi Yamazaki, Akihiro Tobe
  • Patent number: 5376685
    Abstract: 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: Grant
    Filed: May 7, 1993
    Date of Patent: December 27, 1994
    Assignee: Ciba-Geigy Corporation
    Inventors: Jaroslav Stanek, Giorgio Caravatti, Jorg Frei, Hans-Georg Capraro
  • Patent number: 5340837
    Abstract: 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: Grant
    Filed: June 25, 1993
    Date of Patent: August 23, 1994
    Assignee: Ciba-Geigy Corporation
    Inventors: Roger G. Hall, Alfons Pascual, Odd Kristiansen
  • Patent number: 5298658
    Abstract: 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: Grant
    Filed: December 20, 1991
    Date of Patent: March 29, 1994
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Dietrich M. Fabricius
  • Patent number: 5258251
    Abstract: 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: Grant
    Filed: March 23, 1992
    Date of Patent: November 2, 1993
    Assignee: Mita Industrial Co., Ltd.
    Inventors: Yasuyuki Hanatani, Hiroaki Iwasaki
  • Patent number: 5256508
    Abstract: 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: Grant
    Filed: March 23, 1992
    Date of Patent: October 26, 1993
    Assignee: Mita Industrial Co., Ltd.
    Inventors: Yasuyuki Hanatani, Hiroaki Iwasaki
  • Patent number: 5246808
    Abstract: 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: Grant
    Filed: March 12, 1992
    Date of Patent: September 21, 1993
    Assignee: Mita Industrial Co., Ltd.
    Inventors: Yasuyuki Hanatani, Hiroaki Iwasaki
  • Patent number: 5235104
    Abstract: 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: Grant
    Filed: May 6, 1992
    Date of Patent: August 10, 1993
    Assignee: Mitsui Toatsu Chemicals, Incorporated
    Inventors: Yasuyuki Yamada, Hiroyuki Akahori, Katashi Enomoto, Hisato Itoh, Tsutomu Nishizawa, Akihiro Yamaguchi
  • Patent number: 5225436
    Abstract: 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: Grant
    Filed: October 15, 1991
    Date of Patent: July 6, 1993
    Assignee: Schering Corporation
    Inventors: Neng-Yang Shih, Pietro Mangiaracina, Michael J. Green, Ashit K. Ganguly
  • Patent number: 5218066
    Abstract: 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: Grant
    Filed: November 7, 1988
    Date of Patent: June 8, 1993
    Assignee: The Dow Chemical Company
    Inventors: Richard A. Wolf, John M. Warakomski
  • Patent number: 5215924
    Abstract: 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: Grant
    Filed: May 10, 1991
    Date of Patent: June 1, 1993
    Assignee: Boehringer Mannheim GmbH
    Inventors: Walter Rittersdorf, Werner Guethlein, Detlef Thym, Peter Vogel
  • Patent number: 5210216
    Abstract: 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: Grant
    Filed: December 10, 1990
    Date of Patent: May 11, 1993
    Assignee: Loctite (Ireland) Limited
    Inventors: Stephen J. Harris, John Guthrie, Maureen MacManus, Ciaran McArdle, Michael A. McKervey
  • Patent number: 5208299
    Abstract: 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: Grant
    Filed: April 10, 1992
    Date of Patent: May 4, 1993
    Assignee: The Dow Chemical Company
    Inventors: Stephen E. Bales, David J. Brennan, Robert J. Gulotty, Anthony P. Haag, Muthiah N. Inbasekaran
  • Patent number: 5200541
    Abstract: 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: Grant
    Filed: January 10, 1992
    Date of Patent: April 6, 1993
    Assignee: Societe Francaise Hoechst
    Inventor: Thierry Thami
  • Patent number: 5185375
    Abstract: 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: Grant
    Filed: March 30, 1990
    Date of Patent: February 9, 1993
    Assignee: May & Baker Limited
    Inventors: David C. Cook, Terance W. Hart, Iain M. McLay, Malcolm N. Palfreyman, Roger J. A. Walsh
  • Patent number: 5183891
    Abstract: 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: Grant
    Filed: November 9, 1989
    Date of Patent: February 2, 1993
    Assignees: Orsan, Orsem
    Inventors: Jeffrey Labovitz, William J. Guilford, Lawrence Fang, Yi Liang
  • Patent number: 5182401
    Abstract: 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: Grant
    Filed: May 2, 1991
    Date of Patent: January 26, 1993
    Assignee: Bayer Aktiengesellschaft
    Inventor: Klaus Grohe
  • Patent number: 5134167
    Abstract: 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: Grant
    Filed: July 11, 1990
    Date of Patent: July 28, 1992
    Assignee: BASF Aktiengesellschaft
    Inventors: Manfred Lauer, Bernhard Zipperer, Norbert Goetz, Gisela Lorenz, Eberhard Ammermann
  • Patent number: 5103060
    Abstract: 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: Grant
    Filed: August 23, 1990
    Date of Patent: April 7, 1992
    Assignee: BASF Aktiengesellschaft
    Inventors: Wolfgang Brox, Dirk Funhoff, Ulrike Licht, Harald Fuchs, Wolfgang Schrepp
  • Patent number: 5072042
    Abstract: 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: Grant
    Filed: February 8, 1990
    Date of Patent: December 10, 1991
    Assignee: BASF Aktiengesellschaft
    Inventors: Bernd Janssen, Hans-Heiner Wuest, William V. Murray, Michael P. Wachter, Stanley Bell
  • Patent number: 5041648
    Abstract: .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: Grant
    Filed: January 22, 1990
    Date of Patent: August 20, 1991
    Assignee: BASF Aktiengesellschaft
    Inventors: Bernd Janssen, Hans-Heiner Wuest
  • Patent number: 5017618
    Abstract: 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: Grant
    Filed: September 18, 1989
    Date of Patent: May 21, 1991
    Assignee: University of Florida
    Inventor: Nicholas S. Bodor
  • Patent number: 4999356
    Abstract: 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: Grant
    Filed: December 23, 1988
    Date of Patent: March 12, 1991
    Assignee: Hoechst-Roussel Pharmaceuticals, Inc.
    Inventor: Joseph T. Strupczewski
  • Patent number: 4990625
    Abstract: 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: Grant
    Filed: December 5, 1989
    Date of Patent: February 5, 1991
    Assignee: Canon Kabushiki Kaisha
    Inventors: Tetsuo Arita, Minoru Mabuchi, Shoji Umehara, Kiyoshi Sakai
  • Patent number: 4968809
    Abstract: New spirofluoreneisothiazolidinone dioxides and methods for their preparation are disclosed.
    Type: Grant
    Filed: November 4, 1988
    Date of Patent: November 6, 1990
    Inventor: Mark T. Dupriest
  • Patent number: 4925926
    Abstract: 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: Grant
    Filed: December 7, 1987
    Date of Patent: May 15, 1990
    Assignee: Ciba-Geigy Corporation
    Inventors: Roland Ronco, Ermanno Ciapponi, Pierre Pessonneaux
  • Patent number: 4855373
    Abstract: 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: Grant
    Filed: November 7, 1988
    Date of Patent: August 8, 1989
    Assignee: The Dow Chemical Company
    Inventors: Richard A. Wolf, John M. Warakomski
  • Patent number: 4743694
    Abstract: 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: Grant
    Filed: April 11, 1986
    Date of Patent: May 10, 1988
    Assignee: Mercek & Co., Inc.
    Inventor: David A. Claremon
  • Patent number: 4732904
    Abstract: 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: Grant
    Filed: September 16, 1985
    Date of Patent: March 22, 1988
    Inventor: Lee R. Morgan
  • Patent number: 4673692
    Abstract: 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: Grant
    Filed: October 18, 1985
    Date of Patent: June 16, 1987
    Assignee: Teikoku Hormone Mfg. Co., Ltd.
    Inventors: Yasushi Suzuki, Yukio Hasegawa, Michitaka Sato, Morinobu Saito, Norio Yamamoto, Katsuhiko Miyasaka, Takashi Mikami, Katsuhiko Miyazawa
  • Patent number: 4666809
    Abstract: 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: Grant
    Filed: July 1, 1985
    Date of Patent: May 19, 1987
    Assignee: Canon Kabushiki Kaisha
    Inventors: Masakazu Matsumoto, Masataka Yamashita
  • Patent number: 4656257
    Abstract: 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: Grant
    Filed: June 20, 1985
    Date of Patent: April 7, 1987
    Assignee: Ricoh Co., Ltd.
    Inventor: Mitsuru Hashimoto
  • Patent number: 4621156
    Abstract: 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: Grant
    Filed: October 8, 1981
    Date of Patent: November 4, 1986
    Assignee: Polaroid Corporation
    Inventors: Derek H. R. Barton, Irena Y. Bronstein-Bonte, Lloyd D. Taylor
  • Patent number: 4607098
    Abstract: 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: Grant
    Filed: July 24, 1985
    Date of Patent: August 19, 1986
    Assignee: Hoechst Aktiengesellschaft
    Inventor: Gunther Schwaiger
  • Patent number: 4606987
    Abstract: 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: Grant
    Filed: July 9, 1985
    Date of Patent: August 19, 1986
    Assignee: Toray Industries, Inc.
    Inventors: Kazuo Matsuura, Hiroki Osedo, Keisuke Ohshima
  • Patent number: 4599402
    Abstract: 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: Grant
    Filed: October 12, 1984
    Date of Patent: July 8, 1986
    Assignee: BASF Aktiengesellschaft
    Inventors: Johannes Dehnert, Werner Junemann
  • Patent number: 4594304
    Abstract: 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: Grant
    Filed: March 5, 1985
    Date of Patent: June 10, 1986
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Shu Watarai, Seiji Horie
  • Patent number: 4567126
    Abstract: 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: Grant
    Filed: November 28, 1984
    Date of Patent: January 28, 1986
    Assignee: Mitsubishi Paper Mills, Ltd.
    Inventors: Kazuhiro Emoto, Kozo Haino
  • Patent number: 4556717
    Abstract: 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: Grant
    Filed: June 16, 1983
    Date of Patent: December 3, 1985
    Assignee: Ciba Geigy Corporation
    Inventors: Hansjurg Wetter, Peter Baumeister, Paul Radimerski, Pierre Martin
  • Patent number: 4554231
    Abstract: 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: Grant
    Filed: December 9, 1983
    Date of Patent: November 19, 1985
    Assignees: Canon Kabushiki Kaisha, Copyer Kabushiki Kaisha
    Inventors: Shozo Ishikawa, Kiyoshi Sakai, Minoru Mabuchi, Katsunori Watanabe, Makoto Kitahara
  • Patent number: 4485160
    Abstract: 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: Grant
    Filed: June 29, 1983
    Date of Patent: November 27, 1984
    Assignee: Mitsubishi Chemical Industries Limited
    Inventors: Tetsumi Suzuki, Tetsuo Murayama, Hitoshi Ono, Shinji Aramaki
  • Patent number: 4465857
    Abstract: 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: Grant
    Filed: December 29, 1982
    Date of Patent: August 14, 1984
    Assignee: BASF Aktiengesellschaft
    Inventors: Peter Neumann, Karl-Heinz Etzbach, Heinz Eilingsfeld, Gerhard Hoffmann
  • Patent number: 4456769
    Abstract: 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: Grant
    Filed: June 14, 1982
    Date of Patent: June 26, 1984
    Assignee: Bayer Aktiengesellschaft
    Inventors: Gerhard Bonse, Thomas Schmidt
  • Patent number: 4448868
    Abstract: 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: Grant
    Filed: February 4, 1983
    Date of Patent: May 15, 1984
    Assignee: Konishiroku Photo Industry Co., Ltd.
    Inventors: Shinichi Suzuki, Kiyoshi Sawada, Akira Kinoshita, Osamu Sasaki, Satoshi Goto
  • Patent number: 4438282
    Abstract: 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: Grant
    Filed: June 23, 1982
    Date of Patent: March 20, 1984
    Assignee: BASF Aktiengesellschaft
    Inventors: Hartmut Lardon, Guenther Seybold