Nitrogen Containing Patents (Class 568/30)
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Patent number: 6057120Abstract: The invention concerns the use of redox-active compounds for the production of detection reagents for a method for the determination of an analyte as well as reagent kits that contain these redox-active compounds. In addition new redox-active compounds are disclosed.Type: GrantFiled: September 22, 1997Date of Patent: May 2, 2000Assignee: Roche Diagnostics GmbHInventors: Dieter Heindl, Rupert Herrmann, Joachim Hones, Hans-Peter Josel, Martina Junius-Comer, Hartmut Merdes, Axel Schmidt, Ernst Selbertinger
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Patent number: 5994588Abstract: Disclosed are novel compounds which are used as linkers to bind peptides to solid support. The novel compounds can be used for the purification of synthesized peptides and are represented by the following structural formula:X--NH--(CH.sub.2).sub.n --SO.sub.2 --CH.sub.2 --CH.sub.2 --O--CO--Y;n is an integer from 1-4; X is a thiol functionalized with a protecting group that is cleavable under acidic conditions; and Y is a leaving group.Type: GrantFiled: June 2, 1995Date of Patent: November 30, 1999Assignee: Setsuko FunakoshiInventors: Susumu Funakoshi, Hiroyuki Fukuda
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Patent number: 5994558Abstract: The invention provides methods for preparing a 2-isoxazoline compound represented by formula (1) and a 2,5-diamino-1,6-diphenyl-3-hydroxyhexane compound obtainable by reducing the 2-isoxazoline compound and represented by formula (6): ##STR1## wherein Ph is phenyl; and each of R.sup.1 and R.sup.2 independently represents hydrogen, acyl, alkyloxycarbonyl, arylalkyloxycarbonyl, aryloxycarbonyl, alkylaminocarbonyl, arylalkylaminocarbonyl, arylaminocarbonyl, alkyl, arylalkyl, aryl, alkylsulfonyl, acylalkylsulfonyl, or arylsulfonyl, or R.sup.1 and R.sup.2 are linked to each other to form divalent acyl. These compounds are useful as intermediates in the synthesis of medicines such as retrovirus protease inhibitors including human immunodeficiency virus (HIV) protease inhibitors.Type: GrantFiled: November 24, 1997Date of Patent: November 30, 1999Assignee: Daicel Chemical Industries, Ltd.Inventors: Yoshiyuki Murai, Masahiro Nishikawa, Yoichiro Ueda, Ichiro Takase
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Patent number: 5990105Abstract: The present invention relates to novel compounds of the general formula ##STR1## wherein R.sup.1 is hydrogen;R.sup.2 is hydrogen, trifluoromethyl or lower alkyl;R.sup.3 is hydrogen or amino; orR.sup.1 and R.sup.2 or R.sup.3 and R.sup.2 taken together are --CH.dbd.CH--CH.dbd.CH--;Z is pyrimidin-4-yl, pyridin-4-yl, pyridin-2-yl or phenyl;R.sup.4, R.sup.5 are each independently hydrogen, lower alkyl, trifluoromethyl, halogen, lower alkoxy, nitrilo, amino, lower alkyl-amino, di-lower alkyl-amino, piperazinyl, morpholinyl, pyrrolidinyl, vinyl, C.sub.3 -C.sub.6 cycloalkyl, C.sub.3 -C.sub.6 cycloalkenyl, t-buthylethinyl, hydroxyalkylethinyl, phenylethinyl, naphthyl, thiophenyl, or phenyl, which may be substituted by halogen, lower alkoxy, lower alkyl, trifluoromethyl or nitro, or a group --NH(CH.sub.2).sub.n NR.sup.6 R.sup.7, --N(CH.sub.3)(CH.sub.2).sub.n NR.sup.6 R.sup.7, --NH(CH.sub.2).sub.n -morpholin-4-yl or --NH(CH.sub.2).sub.n OH;n is 2-4R.sup.6 and R.sup.Type: GrantFiled: January 15, 1999Date of Patent: November 23, 1999Assignee: Hoffmann-La Roche Inc.Inventors: Michael Bos, Walter Hunkeler, Claus Riemer
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Patent number: 5843906Abstract: The present invention relates to a class of compounds represented by the Formula I ##STR1## or a pharmaceutically acceptable salt thereof, pharmaceutical compositions comprising compounds of the Formula I, and methods of selectively inhibiting or antagonizing the .alpha..sub.v .beta..sub.3 integrin.Type: GrantFiled: March 27, 1997Date of Patent: December 1, 1998Assignee: G. D. Searle & Co.Inventors: Nizal Chandrakumar, Michael Clare, Wendell Doubleday, Alan F. Gasiecki, Mark A. Russell
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Patent number: 5834508Abstract: A novel ketone derivative (I) which possesses a potent inhibitory activity against thiol protease such as papain, cathepsin B, cathepsin H, cathepsin L, calpain or the like with excellent properties regarding oral absorbance, tissue transference and cell membrane permeability, and are clinically useful in the treatment of various diseases such as muscular dystrophy, amyotrophy. Also provided are a process for producing the compound (I) and a pharmaceutical composition containing the same.Type: GrantFiled: February 6, 1997Date of Patent: November 10, 1998Assignee: Mitsubishi Chemical CorporationInventors: Ryoichi Ando, Naoko Ando, Hirokazu Masuda, Yasuhiro Morinaka, Chizuko Takahashi, Yoshikuni Tamao, Akihiro Tobe
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Patent number: 5739374Abstract: Diphenylheteroalkyl derivatives of the formula I ##STR1## where A and R.sup.1 -R.sup.6 have the meanings specified in the description, and the preparation thereof are described.The substances are suitable for controlling diseases and as cosmetic agents.Type: GrantFiled: February 14, 1997Date of Patent: April 14, 1998Assignee: BASF AktiengesellschaftInventors: Bernd Janssen, Hans-Heiner Wuest
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Patent number: 5716624Abstract: Novel pharmaceutically/cosmetically-active polyaromatic propynyl compounds have the structural formula (1): ##STR1## in which X is one of the radicals: ##STR2## and are useful for the treatment of a wide variety of disease states, whether human or veterinary, for example dermatological, rheumatic, respiratory, cardiovascular and ophthalmological disorders, as well as for the treatment of mammalian skin and hair conditions/disorders.Type: GrantFiled: December 15, 1994Date of Patent: February 10, 1998Assignee: C.I.R.D. GaldermaInventor: Jean-Michel Bernardon
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Patent number: 5675039Abstract: Disclosed are bis-meta-benzotrifluoride compounds having the general formula ##STR1## where each A is independently selected from the group consisting of NO.sub.2, NH.sub.2, and NH.sub.3.sup.+ Z.sup.-, Z.sup.- is an anion and B is selected from the group consisting of O, CO, S, SO, and SO.sub.2. The diamine compounds are useful as monomers in making polyimides, polyamide-imides, and polyamides.Type: GrantFiled: April 15, 1996Date of Patent: October 7, 1997Inventors: Jeffrey S. Stults, Henry C. Lin, Robert A. Buchanan
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Patent number: 5614525Abstract: The present invention is directed to the use of disulfonyl methane compounds for the control off parasites in vertebrate animals.Type: GrantFiled: May 4, 1995Date of Patent: March 25, 1997Assignee: Eli Lilly and CompanyInventor: David I. Wickiser
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Patent number: 5596122Abstract: The present invention is directed to disulfonyl methane compounds for the control of parasites in vertebrate animals.Type: GrantFiled: April 25, 1995Date of Patent: January 21, 1997Assignee: Eli Lilly and CompanyInventor: David I. Wickiser
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Patent number: 5578251Abstract: A process for preparing polar disulfone-functionalized molecules, which process comprises performing one or more of the following reactions:(i) reacting a vinyl ether disulfone molecule with an activated aromatic molecule, an activated heterocyclic molecule, a dye base, or a dye olefin;(ii) reacting an enamine disulfone molecule with a dye base or a dye olefin; and(iii) reacting an alkenyl disulfone molecule having a vinylogous methyl or methylene group conjugatively located relative to the disulfone group with an aldehyde or an acetal derived from an aldehyde.Type: GrantFiled: August 5, 1994Date of Patent: November 26, 1996Assignee: Minnesota Mining and Manufacturing CompanyInventors: Gary T. Boyd, George V. Tiers, Cecil V. Francis, Eugene P. Janulis, Robert J. Koshar, Louis M. Leichter
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Patent number: 5538812Abstract: The present invention relates to metal ion salts which can be used in electrolytes for producing electrochemical devices, including both primary and secondary batteries, photoelectrochemical cells and electrochromic displays. The salts have a low energy of dissociation and may be dissolved in a suitable polymer to produce a polymer solid electrolyte or in a polar aprotic liquid solvent to produce a liquid electrolyte. The anion of the salts may be covalently attached to polymer backbones to produce polymer solid electrolytes with exclusive cation conductivity.Type: GrantFiled: March 17, 1995Date of Patent: July 23, 1996Assignee: Moltech CorporationInventors: Hung-Sui Lee, Lin Geng, Terje A. Skotheim
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Patent number: 5525580Abstract: Compounds represented by general formula (I), herbicides or selective herbicides for paddy field containing said compounds as active ingredients, method of controlling growth of undesirable plants by applying the herbicides on places where control is desired. ##STR1## wherein A represents a --S(O)nR.sup.1 in which n is 0 or 2 and R.sup.1 represents a (substituted) lower alkyl; a cycloalkyl; a (substituted) benzyl; a (substituted) phenyl; or a --OR.sup.2 in which R.sup.2 represents a (substituted) phenyl;B represents a halogen, a nitro, a lower alkyl, or a lower alkylsulfonyl;D represents a hydrogen, a lower alkyl, a lower alkoxy, a lower alkoxymethyl, or a lower alkoxycarbonyl;E represents a halogen, a (substituted) lower alkoxy, a lower alkylthio, a (substituted) lower alkylsulfonyl, or a lower alkylsulfonyloxy.The herbicides of the present invention can prevent a wide variety of noxious weeds and further selectively prevent weeds on paddy field with considerably reduced phytotoxicities on rice plant.Type: GrantFiled: January 14, 1994Date of Patent: June 11, 1996Assignee: SDS Biotech K.K.Inventors: Kenichi Komatsubara, Tadashi Sato, Kenji Mikami, Yuji Yamada
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Patent number: 5493057Abstract: Chloroethylsulfonylbenzaldehydes of the formula ##STR1## where n is 1 or 2 and the ring A may be substituted with halogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 alkysulfonyl, nitro or hydroxysulfonyl, are prepared.Type: GrantFiled: May 7, 1993Date of Patent: February 20, 1996Assignee: BASF AktiengesellschaftInventors: Claus Marschner, Manfred Patsch
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Patent number: 5475065Abstract: The invention disclosed relates to a process for producing azide-substituted aromatic polymers such as polysulfones, and to certain novel azide-substituted polysulfones so produced. The process involves attaching azide groups onto the aromatic rings of the polymers by first activating the attachment site by direct lithiation or bromination, followed by lithiation. The lithiated intermediates are converted substantially qantitatively to azides by reacting with a suitable azide, preferably tosyl azide, under substantially anhydrous conditions. Novel azide-substituted polysulfones containing from one to about three azide groups per repeat polymer unit were obtained, the degree of azide substitution being determined by the degree of lithiation. The azides may also be converted to other functional derivatives such as primary amines and cross-linked membranes.Type: GrantFiled: August 22, 1994Date of Patent: December 12, 1995Assignee: National Research Council of CanadaInventors: Michael D. Guiver, Gilles P. Robertson
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Patent number: 5414135Abstract: A new class of polyalkylene oxide vinyl sulfone reagents is described. Also described are a method by which these reagents can be prepared as well as a method for using them in hydrated media for the modification of proteins. The novel polymer-to-protein conjugates made by reacting these reagents with proteins have advantages over similar conjugates prepared with prior art reagents in that they are more stable against hydrolysis and retain the positive charge carrying capacity at amine sites at which the modifying reagents are attached.Type: GrantFiled: November 16, 1993Date of Patent: May 9, 1995Assignee: Sterling Winthrop Inc.Inventors: Robert A. Snow, David L. Ladd
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Patent number: 5399773Abstract: Nitrophenyl alkyl ethers can be advantageously prepared by reacting a nitrophenol with an alkyl halide in water as the reaction medium in such a manner that the nitrophenol is laid before with the water and the alkyl halide and a hydrogen halide-binding compound are then added simultaneously.Type: GrantFiled: June 5, 1992Date of Patent: March 21, 1995Assignee: Bayer AktiengesellschaftInventors: Bernhard Beitzke, Robert Weitz
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Patent number: 5393776Abstract: This invention relates to structurally novel acyclic tocotrienol analogs, which are useful for cholesterol/lipid lowering in cases of hypercholesterolemia and hyperlipidemia, and for atherosclerosis. Also provided are pharmaceutical compositions and a method of use employing those compositions.Type: GrantFiled: May 13, 1994Date of Patent: February 28, 1995Assignee: Bristol-Myers Squibb CompanyInventor: Bradley C. Pearce
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Patent number: 5354511Abstract: Compounds having non-linear optical activity of the general formula ##STR1## wherein D and A are electron donor and acceptor groups, respectively, R.sup.1 and R.sup.2 are aromatic bridging groups, X and Y are preferably groups capable of partaking in polymerization reactions are suitable for use in polymer-based light modulator devices.Type: GrantFiled: November 27, 1992Date of Patent: October 11, 1994Assignee: AlliedSignal Inc.Inventors: Chengjiu Wu, Jianhui Shan, Ajay Nahata
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Patent number: 5312952Abstract: This invention relates to a vinyl aromatic. Compounds of Structure (I): ##STR1## wherein R is C.sub.9 -C.sub.20 alkyl, Y is NO.sub.2, SO.sub.3 R' or H, R' is C.sub.1 -C.sub.20 alkyl, X is NO.sub.2 or C1-C.sub.20 alkyl, and R" is H or C.sub.1 -C.sub.20 alkyl, m is 2 or 3 and n is 0,1,2,3, with the proviso that when R is C.sub.9 and n=O, X and Y may not both be NO.sub.2.Type: GrantFiled: April 23, 1992Date of Patent: May 17, 1994Assignee: Uniroyal Chemical Company, Inc.Inventors: Anthony V. Grossi, Paul E. Stott, John M. DeMassa, Howard S. Friedman, Gerald J. Abruscato
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Patent number: 5312994Abstract: A composition of matter having the general structure: ##STR1## (wherein X is F, Cl, or NO.sub.2, and Y is CO, SO.sub.2 or C(CF.sub.3).sub.2) is employed to terminate a nucleophilic reagent, resulting in the exclusive production of phenylethynyl terminated reactive oligomers which display unique thermal characteristics. A reactive diluent having the general structure: ##STR2## (wherein R is any aliphatic or aromatic moiety) is employed to decrease the melt viscosity of a phenylethynyl terminated reactive oligomer and to subsequently react therewith to provide a thermosetting material of enhanced density. These materials have features which make them attractive candidates for use as composite matrices and adhesives.Type: GrantFiled: April 2, 1993Date of Patent: May 17, 1994Assignee: The United States of America as represented by the Administrator of the National Aeronautics and Space AdministrationInventors: Robert G. Bryant, Brian J. Jensen, Paul M. Hergenrother
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Patent number: 5304682Abstract: Disclosed is a method of making 1,1'-sulfonylbis[3-nitro-5-(trifluoromethyl) benzene] by reacting dibenzotrifluoride sulfide with at least four equivalents of fuming nitric acid and at least four equivalents of fuming sulfuric acid at a temperature below 20.degree. C., until the sulfide link is oxidized to a sulfone link, then raising the temperature to above 20.degree. C. until the reaction is complete. Also disclosed is the preparation of 1,1'-sulfonylbis[3-nitro-(5-trifluoromethyl) benzenamine] by reducing the benzene compound.Type: GrantFiled: August 17, 1989Date of Patent: April 19, 1994Assignee: Occidental Chemical CorporationInventors: Jeffrey S. Stults, Henry C. Lin
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Patent number: 5300633Abstract: Azo compounds of the formula D.sup.o --N.dbd.N--K.sup.o, in which D.sup.o is a radical of the formula (2), (2a) or (2b) ##STR1## in which Y is a substituent which can be eliminated by alkali to form the vinyl group, X is chlorine or bromine and R is hydrogen, lower alkyl, phenyl or halogen, and K.sup.o is the radical of a coupling component or another radical which contains azo groups, K.sup.o containing a group of the formula --N(R.sup.o)--Z, in which R.sup.o is hydrogen or lower alkyl and Z is a radical of the formula ##STR2## in which A is halogen or cyanoamido, R.sup.20 is hydrogen or lower alkyl, and R.sup.21 has one of the meanings given for R.sup.20, or is an optionally methyl-substituted cycloalkylene radical, or is a phenyl radical, or in which R.sup.20 and R.sup.21, together with the nitrogen atom and if appropriate one or two further hetero groups, can form a 5- or 6-membered heterocyclic radical.Type: GrantFiled: May 8, 1992Date of Patent: April 5, 1994Assignee: Hoechst AktiengesellschaftInventors: Jorg Dannheim, Werner H. Russ
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Patent number: 5296635Abstract: A preparation process of a bis(3-nitrophenoxy) compound represented by the formula: ##STR1## wherein X is a direct bond, divalent hydrocarbon having from 1 to 10 carbon atoms or a divalent group selected from --C(CF.sub.3).sub.2, --CO--, --S--, --SO--, SO.sub.2 --or --O--, which comprises reacting 4,4'-bisphenol with m-dinitrobenzene in the presence of an alkali metal carbonate or alkali metal hydrogen carbonate having a particle size of 250 .mu.m or less while removing generated water from the reaction system during the reaction. In one embodiment of the process, the reaction is carried out while simultaneously adding 4,4'-bisphenol and m-dinitrobenzene to a reaction vessel which was previously charged with the base and an aprotic polar solvent.Type: GrantFiled: November 13, 1992Date of Patent: March 22, 1994Assignee: Mitsui Toatsu Chemicals, Inc.Inventors: Motohiro Kase, Hitoshi Nakayama, Masaru Wada, Teruyuki Nagata, Akihiro Yamaguchi
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Patent number: 5250741Abstract: Disclosed is a process for the preparation of 5-alkoxy-2-nitrosophenols by the nitrosation of 3-alkoxyphenols using an alkali metal nitrite and an alkanoic acid wherein the selectivity of the nitrosation is improved. Also disclosed is a 2-step process for the preparation of 5-alkoxy-2-nitrophenols by oxidizing the 5-alkoxy-2-nitrosophenols obtained in accordance with the present invention.Type: GrantFiled: July 13, 1992Date of Patent: October 5, 1993Assignee: Eastman Kodak CompanyInventor: Robert J. Maleski
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Patent number: 5248828Abstract: A method for preparing a sulfone represented by the following formula: ##STR1## wherein R' represents a lower alkyl group, an aryl group or an aryl group whose nucleus has at least one substituent selected from the group consisting of a halogen atom, nitro group, a lower alkyl group, phenyl group and a phenyl group substituted with a halogen atom, or an alkali metal salt thereof. A sulfonic acid ester of 4-hydroxybiphenyl is condensed at a temperature of 0.degree. to 200.degree. C. in a presence of a Lewis acid or a super-strong acid with a sulfonyl chloride represented by the formula R'SO.sub.2 Cl, wherein R' is the same as that defined above.Type: GrantFiled: June 10, 1992Date of Patent: September 28, 1993Assignee: Sanko Kaihatsu Kagaku KenkyushoInventors: Toranosuke Saito, Shigeru Oda, Hiroki Tsunomachi, Daishiro Kishimoto
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Patent number: 5216138Abstract: There are described water soluble azo compounds conforming to the formula (1)D--N.dbd.N--K (1)where D is a radical of the formula (2), (2a) or (2b) ##STR1##where Y is a substituent which is eliminable by alkali to form a vinyl group, Y.sup.2 has one of the meanings of Y or is hydroxyl, X is chlorine or bromine, and R is hydrogen, lower alkyl, phenyl or halogen, and K is a radical of a singly couplable coupling component which may additionally contain an azo group, or the radical of a doubly couplable coupling component.The compounds of the formula (1) have fiber-reactive properties and are very highly suitable for use as dyes for dyeing hydroxy- and/or carboxamido-containing material, in particular fiber material, for example cellulose-fiber materials, wool and synthetic polyamide fibers, in strong, fast shades.There are also described novel starting compounds of the formulae (7), (7a) and (7b) ##STR2##where Y.sup.2, X and R are each as defined above, x is zero or 2 and W is nitro or amino.Type: GrantFiled: November 27, 1991Date of Patent: June 1, 1993Assignee: Hoechst AktiengesellschaftInventor: Jorg Dannheim
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Patent number: 5214069Abstract: The invention concerns a compound of the formula I, ##STR1## wherein Ar.sup.1 is optionally substituted phenyl or naphthyl;A.sup.1 is (1-6C)alkylene, (3-6C)alkenylene, (3-6C)alkynylene or cyclo(3-6C)alkylene;Ar.sup.2 is optionally substituted phenylene, or a 6 membered heterocyclene moiety containing up to three nitrogen atoms;R.sup.1 is hydrogen, (1-6C)alkyl, (3-6C)alkenyl, (3-6C)alkynyl, cyano-(1-4C)alkyl or (2-4C)alkanoyl, or optionally substituted benzoyl; wherein R.sup.2 is hydrogen, (1-6C)alkyl, (2-6C)alkenyl, (2-6C)alkynyl or substituted (1-4C)alkyl; and whereinR.sup.3 is hydroxy-(1-4C)alkyl, mercapto-(1-4C)alkyl, (1-4C)alkoxy-(1-4C)alkyl, (3-4C)alkenyloxy-(1-4C)alkyl, (3-4C)alkynyloxy-(1-4C)alkyl, (1-4C)alkoxy-(2-4C)alkoxy-(1-4C)alkyl, (1-4C)alkylthio-(1-4C)alkyl, (1-4C)alkylsulphinyl-(1-4C)alkyl, (1-4C)alkylsulphonyl-(1-4C)alkyl, (1-4C)alkoxycarbonyl-(1-4C)alkyl, (2-4C)alkanoyl-(1-4C)alkyl, (2-4C)alkanoyloxy-(1-4C)alkyl or cyano-(1-4C)alkyl; or R.sup.Type: GrantFiled: January 23, 1992Date of Patent: May 25, 1993Assignees: Imperial Chemical Industries PLC, ICI PharmaInventor: Jean-Marc M. M. Girodeau
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Patent number: 5214070Abstract: The invention concerns a diaryl ether cycloalkane of the formula I, or a pharmaceutically-acceptable salt thereof, ##STR1## wherein Ar.sup.1 is optionally substituted phenyl or naphthyl; X.sup.1 is oxy, thio, sulphinyl or sulphonyl;Ar.sup.2 is optionally substituted phenylene, or a 6-membered heterocyclene moiety containing up to three nitrogen atoms;R.sup.1 is (1-6C)alkyl, (3-6C)alkenyl, (3-6C)alkynyl, cyano-(1-4C)alkyl or (2-4C)alkanoyl, or optionally substituted benzoyl; andR.sup.2 and R.sup.3 together form a (3-6C)alkylene group which defines an optionally substituted ring having 4 to 7 ring atoms.The invention also concerns processes for the manufacture of a diaryl ether cycloalkane of the formula I, or a pharmaceutically-acceptable salt thereof, and pharmaceutical compositions containing said cycloalkane. The compounds of the invention are inhibitors of the enzyme 5-lipoxygenase.Type: GrantFiled: August 21, 1991Date of Patent: May 25, 1993Assignees: Imperial Chemical Industries PLC, ICI PharmaInventors: Thomas G. C. Bird, Philip N. Edwards
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Patent number: 5210187Abstract: Double attachment reactive dyes have the formula ##STR1## where U.sup.1 is C.sub.1 -C.sub.4 -alkyl, phenyl, C.sub.2 -C.sub.10 -alkenyl or the radical ##STR2## where Q.sup.1 and Q.sup.2 are each independently of the other hydrogen or C.sub.1 -C.sub.4 -alkyl and Q.sup.3 is a group which is detachable under alkaline reaction conditions,Z is the radical ##STR3## where each Q.sup.4 is independently of the other hydrogen or C.sub.1 -C.sub.4 -alkyl which may be substituted by cyano, U.sup.2 is C.sub.1 -C.sub.4 -alkyl, phenyl, C.sub.2 -C.sub.10 -alkenyl or the radical ##STR4## where Q.sup.5 and Q.sup.6 are each independently of the other hydrogen or C.sub.1 -C.sub.4 -alkyl and Q.sup.7 is a group which is detachable under alkaline reaction conditions, and w is 0, 1 or 2,t is 0, 1 or 2,v is 1 or 2 and X and L are each as defined in the description, with the proviso that at least one of the two radicals U.sup.1 and U.sup.2 is not C.sub.1 -C.sub.Type: GrantFiled: April 9, 1992Date of Patent: May 11, 1993Assignee: BASF AktiengesellschaftInventors: Manfred Patsch, Uwe Nahr, Friedrich Wirsing, Joerg L. Jessen, Klaus Pandl, Claus Marschner, Matthias Dust
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Patent number: 5206440Abstract: A process for production of fluorinated sulfones from fluorinated organic sulfides by oxidation of the sulfides with an oxidizing reagent made from fluorine, water and acetonitrile. The sulfones are useful as second order nonlinear optical dyes.Type: GrantFiled: July 28, 1992Date of Patent: April 27, 1993Assignee: E. I. Du Pont de Nemours and CompanyInventors: Richard Beckerbauer, Shlomo Rozen
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Patent number: 5166441Abstract: The present invention related to novel compounds useful in the manufacture of astaxanthin and to processes for their preparation. The novel intermediates have the formula ##STR1## wherein R.sup.1, R.sup.2 and R.sup.3 independently are C.sub.1-6 -alkyl which may be branched or phenyl, and ##STR2## wherein R' is alkyl, alkoxy, NO.sub.2, NH.sub.2 or halogen.Type: GrantFiled: December 9, 1991Date of Patent: November 24, 1992Assignee: NeuroSearch A/SInventor: Peter Moldt
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Patent number: 5152826Abstract: An herbicide compound of the formula ##STR1## wherein R is halogen, C.sub.1 -C.sub.2 alkyl, C.sub.1 -C.sub.2 alkoxy, nitro; cyano; C.sub.1 -C.sub.2 haloalkyl, or R.sup.a SO.sub.n -- wherein n is 0 or 2 and R.sup.a is C.sub.1 -C.sub.2 alkyl;R.sup.1 is hydrogen or C.sub.1 -C.sub.4 alkyl;R.sup.2 is hydrogen or C.sub.1 -C.sub.4 alkyl; orR.sup.1 and R.sup.2 together are alkylene having 2 to 5 carbon atoms;R.sup.3 is hydrogen or C.sub.1 -C.sub.4 alkyl;R.sup.4 is hydrogen or C.sub.1 -C.sub.4 alkyl; orR.sup.3 and R.sup.4 together are oxo;R.sup.5 is hydrogen or C.sub.1 -C.sub.4 alkyl;R.sup.6 is hydrogen or C.sub.1 -C.sub.4 alkyl; orR.sup.5 and R.sup.6 together are alkylene having 2 to 5 carbon atoms;R.sup.7 and R.sup.8 independently are (1) hydrogen; (2) halogen; (3) C.sub.1 -C.sub.4 alkyl; (4) C.sub.1 -C.sub.4 alkoxy; (5) trifluoromethoxy; (6) cyano; (7) nitro; (8) C.sub.1 -C.sub.4 haloalkyl; (9) R.sup.b SO.sub.n --wherein n is the integer 0, 1 or 2; and R.sup.b is (a) C.sub.1 -C.sub.4 alkyl; (b) C.sub.1 -C.sub.Type: GrantFiled: October 16, 1991Date of Patent: October 6, 1992Assignee: Imperial Chemical Industries PLCInventor: Christopher G. Knudsen
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Patent number: 5153227Abstract: The invention concerns novel pharmaceutical compositions for use in the treatment of certain complications of diabetes and galactosemia and which contain a nitromethane derivative (or its non-toxic salt) as active ingredient. The nitromethane derivatives are inhibitors of the enzyme aldose reductase. Many of the inhibitors are novel and are provided, together with processes for their manufacture and use, as further features of the invention.Type: GrantFiled: February 6, 1989Date of Patent: October 6, 1992Assignee: Imperial Chemical Industries PLCInventors: Steven P. Brown, Anthony L. Cooper, Jethro L. Longridge, Jeffrey J. Morris, John Preston
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Patent number: 5145996Abstract: Heteroatom containing perfluoroalkyl terminated neopentyl mercapto-alcohols of the formulas I and IIHS--[CH.sub.2 C(CH.sub.2 X--E--R.sub.f).sub.2 CH.sub.2 ]--OH (I)HS--[CH.sub.2 C(CH.sub.2 X.sub.1 --R.sub.f).sub.2 CH.sub.2 ]--OH (II)are prepared from the corresponding perfluorinated neopentyl oxetans where R.sub.f is a straight or branched chain perfluoroalkyl of 1 to 18 carbon atoms or said perfluoroalkyl substituted by perfluoroalkoxy of 2 to 6 carbon atoms, E is a linking group, and X and X.sub.1 are heteroatom moieties.The reaction products of these fluorinated mercapto-alcohols with electrophiles are disclosed as are certain functional derivatives. Compositions containing such materials provide improved thermal stability and useful low surface energy oil and water repellent coatings for textiles, glass, paper, leather, and other materials.Type: GrantFiled: February 25, 1991Date of Patent: September 8, 1992Assignee: Ciba-Geigy CorporationInventors: Michael Jacobson, Kirtland P. Clark
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Patent number: 5144079Abstract: This invention relates to a process for the preparation of 2-nitro-4-(C.sub.1 -C.sub.4 alkylsulfonyl) toluene or 2-nitro-4-(C.sub.1 -C.sub.4 alkylsulfonyl) ethylbenzene by the alkylsulfonylation of 2-nitrotoluene or 2-nitro ethylbenzene.Type: GrantFiled: February 14, 1991Date of Patent: September 1, 1992Assignee: Imperial Chemical Industries PlcInventor: Peter K. Wehrenberg
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Patent number: 5136098Abstract: Sulfonic acids are reacted with sodium nitrite to form new compositions specifically nitrosyl sulfonates. The nitrosyl sulfonates are useful in reacting with a dye base to form a diazo composition which can in turn react with a coupling agent to form a diazo dye. The nitrosyl sulfonate can also be used to react with an aromatic composition to nitrosoate an aromatic composition. These reactions are particularly useful in the formation of a dispersed dye because the dye can be formed directly in a nonpolar organic solvent and can be used without purification of the dye product. Particularly useful is the nitrosyl dodecyl benzene sulfonate since the formed product is soluble in nonpolar solvents and all reaction products remain in solution and aid with the dyeing of fabrics.Type: GrantFiled: February 1, 1991Date of Patent: August 4, 1992Inventor: Rodger L. Gamblin
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Patent number: 5131945Abstract: Compounds of formula I ##STR1## are useful as herbicides, effective against dicotyledonous weeds.Type: GrantFiled: July 13, 1990Date of Patent: July 21, 1992Assignee: Shell Research LimitedInventors: Hans-Joachim Bissinger, Ludwig Schoeder, Helmut Baltruschat, Manfred Garrecht, Erich Raddatz, Wolfgang Fruhstorfer
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Patent number: 5110343Abstract: The invention relates to a herbicidal composition having an inert carrier and an effective amount of a compound having the formula ##STR1## wherein X is the same or different substituent selected from the group consisting of halogen, nitro, C.sub.1-6 alkyl, halo C.sub.1-6 alkyl, C.sub.1-6 alkoxy, C.sub.1-6 alkylthio and C.sub.1-6 alkylsulfonyl;n is 1, 2, 3 or 4;R.sup.1 is C.sub.1-6 alkyl which is substituted by cyano, halogen, hydroxy, C.sub.1-6 alkoxy, C.sub.1-6 alkylthio, C.sub.1-6 alkylsulfonyl or tetrahydropyranyloxy; C.sub.1-6 alkylthio, phenylthio, pyridyl or tetrahydropyranyl;R.sup.2 is C.sub.1-6 alkyl;l is 0, 1 or 2.Type: GrantFiled: May 24, 1990Date of Patent: May 5, 1992Assignee: Nippon Soda Co., Ltd.Inventors: Akiyoshi Ueda, Haruhito Ohishi, Toshio Aihara, Hisao Ishikawa, Kazuyuki Tomida, Hideo Hosaka
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Patent number: 5105028Abstract: Process for preparing one or more hetero-atoms containing hydrocarbons by contacting one or more hydrocarbons with a plasma-generated system derived from a source containing hydrogen atoms(s) and at least one hetero-atom in which process the plasma-generated system in contacted with the hydrocarbon(s) in liquid for and/or in gaseous form under conditions which allow absorption of heat released during the process of preparing said hetero-atom(s) containing hydrocarbons.Type: GrantFiled: November 29, 1990Date of Patent: April 14, 1992Assignee: Shell Oil CompanyInventors: Jacques J. J. Dufour, Laurent Pelsez, Bruno Peltier
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Patent number: 5100460Abstract: Herbicides of formula: ##STR1## in which: n=0,1, 2f=0,1A is chosen from the groups ##STR2## in which: Ar is chosen from the groups ##STR3## B is chosen from optionally substituted C.sub.1 -C.sub.10 alkyl and C.sub.3 -C.sub.Type: GrantFiled: July 13, 1989Date of Patent: March 31, 1992Assignee: Rhone-Poulenc AgrochimieInventors: Philippe Desbordes, Michel Euvrard
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Patent number: 5082976Abstract: Benzaldehydes of the formula ##STR1## can be obtained by reaction of substituted .beta.-amino-styrenes of the formula ##STR2## in which R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5, R.sup.8, R.sup.9, R.sup.10, m, n and o have the scope of meaning indicated in the description, with oxygen in the presence of a Cu compound in the solution of an aprotic polar solvent at 0.degree.-120.degree. C.Type: GrantFiled: October 25, 1990Date of Patent: January 21, 1992Assignee: Bayer AktiengesellschaftInventors: Heinz U. Blank, Helmut Kraus
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Patent number: 5055605Abstract: The process of the present invention relates to the preparation of precursor trisubstituted benzoic acid intermediates having the structural formula ##STR1## wherein R is --COOR.sup.a wherein R.sup.a is C.sub.1 -C.sub.6 alkyl; C.sub.1 -C.sub.4 alkyl; formyl or C(O)R.sup.b wherein R.sup.b is C.sub.1 -C.sub.4 alkyl;R.sup.1 is hydrogen, halogen, nitro, C.sub.1 -C.sub.2 alkyl, C.sub.1 -C.sub.2 alkoxy or trifluoromethyl;R.sup.2 is hydrogen, halogen, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 alkyl --OCH.sub.2 CH.sub.2 OCH.sub.3, --OCH.sub.2 CH.sub.2 OC.sub.2 H.sub.5 or a substituted methyl group andR.sup.3 is C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 haloalkyl.Type: GrantFiled: October 15, 1990Date of Patent: October 8, 1991Assignee: Imperial Chemical Industries plcInventor: Charles N. Ludvik
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Patent number: 4997473Abstract: Compunds of the formula ##STR1## wherein R is halogen, C.sub.1 -C.sub.2 alkyl, nitro, C.sub.1 C.sub.2 haloalkyl, C.sub.1 -C.sub.2 alkoxy, C.sub.1 -C.sub.2 alkylthio or C.sub.1 C.sub.2 alkylsulfonyl; R.sup.1 is hydrogen or C.sub.1 -C.sub.2 alkyl; R.sup.2 is hydrogen or C.sub.1 -C.sub.2 alkyl; R.sup.3 is hydrogen or C.sub.1 -C.sub.2 alkyl; and R.sup.4 and R.sup.5 independently are (1) hydrogen; (2) halogen; (3) C.sub.1 -C.sub.4 alkyl; (4) C.sub.1 -C.sub.4 alkoxy; (5) trifluoromethoxy; (6) cyano; (7) nitro; (8) C.sub.1 -C.sub.4 haloalkyl; (9) R.sup.b SO.sub.n - wherein n is the integer 0, 1 or 2; and R.sup.b is (a) C.sub.1 -C.sub.4 alkyl, (b) C.sub.1 -C.sub.4 alkyl substituted with halogen or cyano; (c) phenyl; or (d) benzyl; (10) --NR.sup.c R.sup.d wherein R.sup.c and R.sup.d independently are hydrogen or C.sub.1 -C.sub.4 alkyl; (11) R.sup.3 C(O)- wherein R.sup.3 is C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 alkoxy; or (12) --SO.sub.2 NR.sup.c R.sup.d wherein R.sup.c and R.sup.d are as defined; and (13) --N(R.Type: GrantFiled: August 24, 1989Date of Patent: March 5, 1991Assignee: ICI Americas Inc.Inventor: Nhan H. Nguyen
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Patent number: 4992589Abstract: Compounds of the formula (1) ##STR1## in which X denotes a sulfur atom or the group ##STR2## in which R denotes a hydrogen atom, an alkylene-C.sub.1 -C.sub.4 -alkoxy-C.sub.1 -C.sub.6 - or alkyl-C.sub.1 -C.sub.6 - group, each of which can be substituted by hydroxyl, sulfo, carboxyl or cyano groups, R.sub.1 denotes a hydrogen atom or an alkyl-C.sub.1 -C.sub.6 -group which can be substituted by --SO.sub.3 M or COOM groups (where M denotes an H, Li, Na, K or Ca atom), hydroxyl, amino, methylamino, acetylamino, alkyl-C.sub.1 -C.sub.4 -sulfonylamino, methoxy, ethoxy, .beta.-hydroxyethylsulfonyl, phenyl, monosulfophenyl, disulfophenyl, or 4-[.beta.-hydroxyethylsulfonyl]-2-sulfophenyl groups, or represents a phenyl or naphthyl group, each of which can be substituted by --SO.sub.3 M or COOM groups (where M denotes an H, Li, Na, K or Ca atom), alkyl-C.sub.1 -C.sub.4 -, alkoxy-C.sub.1 -C.sub.4 -, amino, methylamino, alkyl-C.sub.1 -C.sub.4 -sulfonylamino or acetylamino groups, and R.sub.Type: GrantFiled: August 10, 1988Date of Patent: February 12, 1991Assignee: Hoechst AktiengesellschaftInventors: Hermann Fuchs, Theodor Papenfuhs, Werner Brodt, Folker Kohlhaas
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Patent number: 4980509Abstract: An aromatic polycyclic compound has the formula ##STR1## wherein R represents --SO.sub.3 H, SO.sub.2 NHR.sub.3, ##STR2## --SO.sub.2 R.sub.3, --SOR.sub.3 or --SR.sub.3, R.sub.3 represents lower alkyl, monohydroxyalkyl, polyhydroxyalkyl, aminoalkyl, carboxyalkyl, aminocarboxyalkyl or alkoxyalkyl,R' represents hydrogen, lower alkyl, lower alkoxy, hydroxy, C.sub.1 -C.sub.4 acyloxy or amino,R" represents hydrogen, lower alkyl or lower alkoxy, orR' and R", taken together, form an oxo, methano or hydroxyimino radical,R.sub.1 represents hydrogen or lower alkyl,n is 0 or 1,when n=1, R.sub.2 represents hydrogen or lower alkyl, or R.sub.1 and R.sub.2, taken together form a vinylene radical, andAr represents an aromatic radical selected from ##STR3## wherein R.sub.4, R.sub.5, R.sub.6, R.sub.7, R.sub.8, R.sub.9, R.sub.10 and R.sub.11 represent hydrogen or lower alkyl, at least one of R.sub.4 and/or R.sub.5 being other than hydrogen, and at least two of R.sub.8 -R.sub.Type: GrantFiled: July 1, 1988Date of Patent: December 25, 1990Assignee: Societe Anonyme dite: L'OrealInventors: Jean Maignan, Gerard Lang, Gerard Malle, Serge Restle
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Patent number: 4960940Abstract: A process for the preparation of compounds of the formula ##STR1## in which the side chains --CH.sub.2 --SO.sub.2 --CH.sub.2 --CH.sub.2 --OH are in the ortho-, meta- or para-position relative to one another and the amino group is in the 4-position in the case where the two side chains are in the 1,2- or 1,3-position, by reacting 1 mol of xylylene dichloride with at least 2 mol of mercaptoethanol at 40.degree.-150.degree. C. in an aqueous medium in the presence of an acid-binding agent to give the corresponding compound of the formula ##STR2## oxidizing this product with at least 4 mol of hydrogen peroxide at 50.degree.-120.degree. C. at a pH<7 in the presence of tungsten(VI) compounds to a compound of the formula ##STR3## converting this product with anhydrous sulfuric acid at 30.degree.-45.degree. C. to the corresponding bis(sulfuric ester), nitrating the latter with high-percentage nitric acid at 0.degree.-60.degree. C.Type: GrantFiled: September 29, 1988Date of Patent: October 2, 1990Assignee: Hoechst AktiengesellschaftInventors: Theodor Papenfuhs, Josef Geisenberger
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Patent number: 4957538Abstract: Herbicidal compounds of the structural formula ##STR1## wherein X is oxygen or sulfur; R is chlorine or bromine; R.sup.1 is hydrogen or C.sub.1 -C.sub.4 alkyl; R.sup.2 is hydrogen or C.sub.1 -C.sub.4 alkyl; R.sup.3 is hydrogen or C.sub.1 -C.sub.4 alkyl; R.sup.4 is hydroxy, hydrogen or C.sub.1 -C.sub.4 alkyl; or R.sup.3 and R.sup.4 together are carbonyl (.dbd.0) with the proviso that R.sup.1 , R.sup.2, R.sup.5 and R.sup.6 are all C.sub.1 -C.sub.4 alkyl; R.sup.5 is hydrogen or C.sub.1 -C.sub.4 alkyl; R.sup.6 is hydrogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkylthio, or C.sub.1 -C.sub.4 alkylsulfonyl, with the proviso that when R.sup.6 is C.sub.1 -C.sub.4 alkylthio or C.sub.1 -C.sub.4 alkylsulfonyl, then R.sup.3 and R.sup.4 are not together carbonyl; R.sup.7 is methyl or ethyl; and R.sup.8 is (1) halogen; (2) nitro; or (3) R.sup. b SO.sub.n --wherein n is the integer 0 or 2; and R.sup.b is (a) C.sub.1 -C.sub.3 alkyl; and their salts.Type: GrantFiled: November 18, 1988Date of Patent: September 18, 1990Assignee: ICI Americas Inc.Inventor: William J. Michaely
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Patent number: 4952235Abstract: (Hetero) aryloxynaphthalenes having substituents bonded via sulphur having herbicidal activity and of the formula ##STR1## in which m represents the number 0, 1 or 2,n represents the numbers 0 or 1,R.sup.1 represents hydrogen, halogen, cyano or trifluoromethyl,R.sup.2 represents hydrogen or halogen,R.sup.3 represents halogen, trifluoromethyl, trifluoromethoxy, trifluoromethylthio or trifluoromethylsulphonyl,R.sup.4 represents hydrogen or halogen,X represents nitrogen or the group C--R.sup.5, whereinR.sup.5 represents hydrogen or halogen,Y represents oxygen or one of the groupings ##STR2## wherein R.sup.6 represents hydrogen, alkyl, --CO--Z or --SO.sub.2 --Z andZ represents hydrogen, halogen or an optionally substituted alkyl, cycloalkyl, cycloalkylalkyl, alkenyl, alkinyl, aryl or heteroaryl radical.Type: GrantFiled: June 22, 1989Date of Patent: August 28, 1990Assignee: Bayer AktiengesellschaftInventors: Roland Andree, Michael Haug, Hans-Joachim Santel, Robert R. Schmidt, Harry Strang