Benzene Ring Containing Patents (Class 564/299)
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Patent number: 8871520Abstract: The invention provides a method of detecting uracil. The method comprises reacting uracil with a compound represented by the formula (I) in the presence of an oxidant and a base to produce a fluorescent compound represented by the formula (II).Type: GrantFiled: March 1, 2011Date of Patent: October 28, 2014Assignee: Nagasaki UniversityInventors: Masaaki Kai, Takayuki Shibata
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Publication number: 20130316906Abstract: The invention relates to novel compounds of the formula (I) in which R1, R2, R3, R4, R5, Y, Q and G have the meanings given above, to a plurality of processes and intermediates for their preparation and to their use as herbicides and/or pesticides. Moreover, the invention relates to selective herbicidal compositions comprising, firstly, the phenyl-substituted bicyclooctane-1,3-dione derivates and, secondly, a crop plant compatibility-improving compound. The present invention furthermore relates to increasing the activity of crop protection compositions comprising in particular phenyl-substituted bicyclooctane-1,3-dione derivates by adding ammonium salts or phosphonium salts and, if appropriate, penetrants, to the corresponding compositions, to processes for their preparation and to their use in crop protection as pesticides and/or for preventing unwanted plant growth.Type: ApplicationFiled: October 28, 2011Publication date: November 28, 2013Applicant: BAYER INTELLECTUAL PROPERTY GMBHInventors: Alfred Angermann, Stefan Lehr, Guido Bojack, Reiner Fischer, Isolde Häuser-hahn, Ines Heinemann, Elmar Gatzweiler, Christopher Hugh Rosinger, Arnd Voerste, Dieter Feucht
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Publication number: 20130296414Abstract: Metabolites of [2-(3-methoxyphenyl)-cyclohexylmethyl]dimethylamine as free bases and/or in the form of physiologically acceptable salts, corresponding medicaments, the use of [2-(3-methoxyphenyl)-cyclohexylmethyl]-dimethylamine and the metabolites thereof for producing a medicament used for treating depression, and related methods of treating depression, pain and urinary incontinence.Type: ApplicationFiled: July 3, 2013Publication date: November 7, 2013Inventors: Elmar FRIDERICHS, Wolfgang STRASSBURGER, Ulrich JAHNEL, Helmut BUSCHMANN, Joerg HOLENZ, Oswald ZIMMER, Derek SAUNDERS, Werner ENGLBERGER, Hagen-Heinrich HENNIES
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Patent number: 8299304Abstract: This invention provides alignment materials for liquid crystal display device of vertical alignment mode and methods for the preparation of the same, and more particularly, it provides diaminobenzene derivatives represented by the following formula 1 (shown in description), capable of aligning liquid crystal in uniform and vertical way and remarkably improving clarity and solubility against organic solvents, methods for the preparation of the same and liquid crystal alignment films using the same.Type: GrantFiled: February 9, 2007Date of Patent: October 30, 2012Assignee: Dongjin Semichem Co., Ltd.Inventors: Jin wook Choi, Dal bong Seo, Jae cheol Park, Yong bae Kim
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Patent number: 8227517Abstract: Methods are provided for using doxorubicin active agents in which reduced host toxicity is observed. Aspects of the methods including administering to a subject an effective amount of a doxorubicin active agent in conjunction with a doxorubicin toxicity-reducing adjuvant, e.g., a nitrone compound, or a nitrone compound in combination with a bisdioxopiperazine compound. Also provided are compositions for use in practicing the subject methods. The methods and compositions find use in a variety of different applications, including in the treatment of a variety of different disease conditions.Type: GrantFiled: February 11, 2009Date of Patent: July 24, 2012Assignee: Tosk, IncorporatedInventors: William A. Garland, Brian D. Frenzel
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Patent number: 8173843Abstract: Compounds derived from ?-C-phenyl-N-tert-butylnitrone, a process for the preparation thereof and use thereof for the preparation of medicaments for use in preventing or treating oxidative stress-related diseases.Type: GrantFiled: March 15, 2007Date of Patent: May 8, 2012Assignees: TS Pharma, Universite d'Avignon Et des Pays du VaucluseInventors: Grégory Durand, Ange Polidori, Bernard Pucci, Jean-Pierre Salles
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Publication number: 20110263699Abstract: Metabolites of [2-(3-methoxyphenyl)-cyclohexylmethyl]dimethylamine as free bases and/or in the form of physiologically acceptable salts, corresponding medicaments, the use of [2-(3-methoxyphenyl)-cyclohexylmethyl]-dimethylamine and the metabolites thereof for producing a medicament used for treating depression, and related methods of treating depression, pain and urinary incontinence.Type: ApplicationFiled: July 1, 2011Publication date: October 27, 2011Applicant: GRUENENTHAL GmbHInventors: Elmar Friderichs, Wolfgang Strassburger, Ulrich Jahnel, Derek Saunders, Hagen-Heinrich Hennies, Werner Englberger, Helmut Buschmann, Joerg Holenz, Oswald Zimmer
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Publication number: 20110230537Abstract: Compounds of formula (I) in which the substituents are as defined in claim 1, are suitable for use as microbiocides.Type: ApplicationFiled: December 1, 2009Publication date: September 22, 2011Applicant: SYNGENTA CROP PROTECTION LLCInventors: Ramya Rajan, Harald Walter, Daniel Stierli
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Patent number: 7696383Abstract: Embodiments of the invention relate to a compound of formula (1), or a tautomer, stereoisomer, hydrate, or solvate thereof, wherein R1 is H or CH3. Other embodiments of the invention relate to a pharmaceutical composition containing these compound, to methods for preparing these compounds, and to methods for preparing compositions containing these compounds. Yet other embodiments of the invention relate to the uses of these compounds and compositions containing it, such as for the manufacture of medicaments and pharmaceutical compositions for treating a condition chosen from depression, major depressive disorder, generalized anxiety disorder, obsessive compulsive disorder, social anxiety disorder, panic disorder, general depressive disorders, diabetic neuropathy, migraine and hot flashes.Type: GrantFiled: June 23, 2008Date of Patent: April 13, 2010Assignee: Solvay Pharmaceuticals B.V.Inventors: Lechoslaw A. Turski, Axel Stoit, Cornelis G. Kruse, Sander Vader, Martinus Th. M. Tulp
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Patent number: 7538127Abstract: A compound of formula (I) or a salt, solvate, or physiologically functional derivative thereof, wherein: m is an integer of from 2 to 8; n is an integer of from 2 to 5; with the proviso that m+n is 4 to 10; R4 and R5 are independently selected from hydrogen and C1-4alkyl with the proviso that the total number of carbon atoms in R4 and R5 not more than 4; R6 and R7 are independently selected from hydrogen and C1-4alkyl with the proviso that the total number of carbon atoms in R6 and R7 is not more than 4, and Ar1 is a group selected from (a), (b), (c) and (d).Type: GrantFiled: February 12, 2004Date of Patent: May 26, 2009Assignee: Glaxo Group LimitedInventors: Keith Biggadike, Philip Charles Box, Diane Mary Coe, Duncan Stuart Holmes, Brian Edgar Looker, Panayiotis Alexandrou Procopiou
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Patent number: 7501542Abstract: The present invention discloses highly packed polycationic ammonium, sulfonium and phosphonium lipid compounds useful for making lipid aggregates for delivery of macromolecules and other compounds into cells. They are especially useful for the DNA-dependent transformation of cells. Methods for their preparation and use as intracellular delivery agents are also disclosed.Type: GrantFiled: January 21, 2004Date of Patent: March 10, 2009Assignee: Invitrogen CorporationInventors: Alberto Haces, Valentina C. Ciccarone
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Publication number: 20040186320Abstract: The invention provides novel adamantane compounds having one of the following formulas: 1Type: ApplicationFiled: January 30, 2004Publication date: September 23, 2004Inventors: Yuqiang Wang, James W. Larrick
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Patent number: 6753429Abstract: Compounds of formula I: wherein A, B, D, and R are as defined herein and their agriculturally acceptable salts are disclosed as effective insecticides. In addition, compositions comprising an insecticidally effective amount of a compound of Formula I in admixture with at least one agriculturally acceptable extender or adjuvant and methods of controlling insects comprising applying said compositions to locus on crops where control is desired are disclosed. It is emphasized that this abstract is provided to comply with the rules requiring an abstract that will allow a searcher or other reader to quickly ascertain the subject matter of the technical disclosure. It is submitted with the understanding that it will not be used to interpret or limit the scope or meaning of the claims (see 37 C.F.R. 1.72(b)).Type: GrantFiled: August 29, 2001Date of Patent: June 22, 2004Assignee: FMC CorporationInventors: George Theodoridis, Edward Barron, Daniel H. Cohen, Ellen M. Crawford, Thomas G. Cullen, Hongyan Qi, Elizabeth Rowley, Syed F. Ali, Walter H. Yeager, Christina B. Duggan
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Publication number: 20040092685Abstract: The invention relates to an initiator system for radical polymerizations, which is characterized in that a combination of compounds of general formulas (I) and (II) is used, wherein: R′, R″, R′″ and R″″, are selected independently of one another, and represent; a) branched and unbranched C1 to C18 alkyl radicals, C3 to C18 alkenyl radicals, C3 to C18 alkynyl radical; b) C1 to C18 alkyl radicals, C3 to C18 alkenyl radicals, C3 to C18 alkynyl radicals, which are all substituted for at least one OH group or for a halogen atom or for a silyl ether; c) C2-C18 hetero-alkyl radicals having at least one O atom and/or an NR group in the carbon chain, whereby R is selected from one of groups a), b) or d) to g); d) C1-C18 alkyl radicals, C3-C18 alkenyl radicals, C3-C18 alkynyl radical, which are all substituted for at least one ester group, amine group, carbonate group and/or epoxy group and/or for sulfur and/or for sulfur compounds, especially thioether or dithio compounds; e) C3-C12Type: ApplicationFiled: June 19, 2003Publication date: May 13, 2004Inventors: Marc Husemann, Stephan Zollner
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Patent number: 6717012Abstract: The invention provides novel adamantane compounds having one of the following formulas: wherein: R1 and R3 are H, OH, alkyl, cycloalkyl, amino or aryl, and can be the same or different; R2 is H, NH2, alkyl, OH, COOH, amino, amide, or carbamate; R4-R8 are H, OH, NH2, alkyl, OH, COOH, ester, amino, amide, or alkyloxy, and can be the same or different; R9-R14 are H, alkyl, or phenyl, and can be the same or different; and wherein when any of R1-R8 is amino, the compounds are the free bases and their acid addition salts. The present invention also relates to compositions and methods for treating and/or preventing neurological and inflammatory disorders in a patient by administering a therapeutically effective amount of the compounds of formula (I), (II) or (III) and a pharmaceutically acceptable carrier.Type: GrantFiled: April 2, 2002Date of Patent: April 6, 2004Assignee: NeuroMolecular, Inc.Inventors: Yuqiang Wang, James W. Larrick
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Patent number: 6689911Abstract: An integrated process for preparing &agr;-(2,4-disulfophenyl)-N-tert-butylnitrone and its salts is disclosed in which N-tert-butylhydroxylamine acid addition salt is incompletely neutralised so as to leave catalytic amounts of acid and the neutralisation product is condensed with an appropriate aldehyde.Type: GrantFiled: April 5, 2001Date of Patent: February 10, 2004Assignees: Centaur Pharmaceuticals, Inc., AstraZeneca ABInventors: Henry Kruk, John McGinley, Sergei Pouhov, John Vajda, Allan Wilcox, Jörgen Blixt, Ulf Larsson
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Publication number: 20030045574Abstract: The invention provides novel adamantane compounds having one of the following formulas: 1Type: ApplicationFiled: April 2, 2002Publication date: March 6, 2003Inventors: Yuqiang Wang, James W. Larrick
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Patent number: 6512136Abstract: New compounds of formula I are described The compounds have potentially valuable pharmaceutical properties in the treatment of some central and peripheral nervous system disorders, where a reduction in the O-methylation of catecholamines may be of therapeutical benefit, such as Parkinson's disease and parkinsonian disorders, gastrointestinal disturbances, edema formation states and hypertension.Type: GrantFiled: December 17, 1999Date of Patent: January 28, 2003Assignee: Portela & C.A., S.A.Inventors: Jan Benes, Patricio Manuel Viera Araujo Soares Da Silva, David Alexander Learmonth
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Patent number: 6417401Abstract: The present invention is related to a series of derivatives of novel ether diamine compounds prepared by the cyanobutylation reaction of an alcohol having 3 to 22 carbon atoms with 2-pentenenitrile to form a branched alkyl ether nitrile. The etheraminonitriles formed by the process are hydrogenated to form alkylether amines. The resulting product can be reacted with 2-pentenenitrile and or acrylonitrile and in a subsequent step, hydrogenated to yield a diamine. Specifically, the present invention deals with two types of tertiary amines one made by the reaction of novel ether diamines compounds with ethylene oxide, propylene oxide or butylene oxide or mixtures thereof, producing alkoxylated tertiary amines and the other made by the reaction of novel ether amine compounds with formaldehyde and hydrogen producing methylated tertiary amines. The invention also disclosed novel amine oxides, and quaternary compounds made from said tertiary amines.Type: GrantFiled: January 22, 2002Date of Patent: July 9, 2002Assignee: Nova Molecular Technologies INCInventors: Thomas J. Daly, Michael Clumpner, Anthony J. O'Lenick, Jr.
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Patent number: 6291702Abstract: The present invention relates to chromotropic nitrone spin trapping agents, methods of making these agents, compositions comprising same, and methods of their use. In particular, azulenyl nitrones of the present invention are effective agents for trapping free radical species and find use as efficient antioxidants in physicochemical and biological systems. Accordingly, the invention also relates to spin adducts formed from the combination of azulenyl nitrones with free radicals. The compounds of the present invention are readily prepared from available starting materials and find further use in assays and in a number of diagnostic, prophylactic and therapeutic applications, including but not limited to the alleviation, modulation and inhibition of the negative effects of carbon-centered or oxygen-centered radical species and other products of oxidation. Moreover, the combination adducts may be colorimetrically detected and, optionally, isolated and characterized to obtain valuable information (e.g.Type: GrantFiled: February 8, 2000Date of Patent: September 18, 2001Assignee: Florida International UniversityInventor: David Alan Becker
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Patent number: 6197825Abstract: The present invention relates to chromotropic nitrone spin trapping agents, methods of making these agents, compositions comprising same, and methods of their use. In particular, azulenyl nitrones of the present invention are effective agents for trapping free radical species and find use as efficient antioxidants in physicochemical and biological systems. Accordingly, the invention also relates to spin adducts formed from the combination of azulenyl nitrones with free radicals. The compounds of the present invention are readily prepared from available starting materials and find further use in assays and in a number of diagnostic, prophylactic and therapeutic applications, including but not limited to the alleviation, modulation and inhibition of the negative effects of carbon-centered or oxygen-centered radical species and other products of oxidation. Moreover, the combination adducts may be calorimetrically detected and, optionally, isolated and characterized to obtain valuable information (e.g.Type: GrantFiled: May 28, 1998Date of Patent: March 6, 2001Assignee: Florida International UniversityInventor: David Alan Becker
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Patent number: 6002002Abstract: The present invention provides novel hydroxylamine derivatives represented by the general formula: wherein:X is O, --NH, or a group of formula NR', wherein R and R' are independently selected from alkyl, cycloalkyl, phenylalkyl, phenyl optionally substituted with halo, haloalkyl,alkyl, alkoxy or nitro; and a N-containing heterocyclic ring;R.sup.1 is H or alkanoyl,R.sup.2 is H or hydroxy optionally acylated with alkanoyl, andR.sup.3 is a group of the formula --NR.sup.4 R.sup.5 wherein R.sup.4 and R.sup.5 are independently selected fromH, alkyl, and a group of the formula --CO--NH--R wherein R is as defined above, orwherein R.sup.4 and R.sup.5 when taken together form a 5- to 7-membered heterocyclic ring which may optionally contain one additional hetero atom selected from nitrogen, oxygen and sulfur and which is optionally substituted with alkyl or phenylalkyl.Type: GrantFiled: May 13, 1998Date of Patent: December 14, 1999Assignee: Biorex Research & Development Co.Inventors: Laszlo Urogdi, Ede Marvanyos, Mihaly Barabas, Laszlo Jaszlits, Katalin Biro, Andrea Jednakovits, Erzsebet Radvanyne, Maria Kurthy, Istvanne Udvardy Nagy
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Patent number: 5892117Abstract: Oxidation of secondary amines with hydrogen peroxide and sodium tungstate is reported to give good yields of nitrones. However, when using dimethylamine in this manner, a considerable amount of N,N-dimethylformamide was produced as a co-product. To more selectively produce N-methylnitrone from dimethylamine, a two-step process is used which comprises (a) mixing together dimethylamine and a peroxidic compound, and subjecting the resultant mixture to reaction conditions effective to form a reaction mixture in which N,N-dimethylhydroxylamine has been formed; and (b) mixing together (i) reaction mixture from (a), (ii) a peroxidic compound, and (iii) a transition metal-containing oxidation catalyst, and subjecting the resultant mixture to reaction conditions effective to form a reaction mixture in which N-methylnitrone has been formed. Highest yields of N-methylnitrone are achieved by conducting step (b) at a pH in the range of 7 to about 12, and at a temperature in the range of about -10.degree. to about 100.Type: GrantFiled: June 12, 1997Date of Patent: April 6, 1999Assignee: Albemarle CorporationInventor: Kevin J. Theriot
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Patent number: 5837717Abstract: A compound of the following formula: ##STR1## and its pharmaceutically acceptable salt thereof, wherein R.sup.1 and R.sup.2 are independently hydrogen, C.sub.1-4 alkyl, C.sub.3-7 cycloalkyl, C.sub.2-4 alkenyl, C.sub.1-4 alkoxy, C.sub.1-4 alkylthio, phenyl or phenyl-C.sub.1-4 alkyl; or R.sup.1 and R.sup.2 are taken together with the nitrogen to which they are attached and form optionally substituted, saturated or unsaturated 3-, 4-, 5-, 6- or 7-membered heterocyclic cantaining one to two heteroatoms, provided that the heterocyclic is not pyrrolidinyl;R.sup.3 is hydrogen, C.sub.1-4 alkyl or a hydroxy protecting group;Ar is phenyl optionally substituted with one or more substituents selected from halo, hydroxy, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, C.sub.1-4 alkoxy-C.sub.1-4 alkyloxy, CF.sub.3 and carboxy-C.sub.1-4 alkyloxy; andX is phenyl, naphthyl, biphenyl, indanyl, benzofuranyl, benzothiophenyl, 1-tetralone-6-yl, C.sub.Type: GrantFiled: January 28, 1997Date of Patent: November 17, 1998Assignee: Pfizer Inc.Inventor: Fumitaka Ito
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Patent number: 5650425Abstract: The present disclosure relates to compounds of the general formulae: ##STR1## wherein DRUG is a steroid agonist or antagonist, a mixed agonist-antagonist, or a partial agonist, and to the use of such compounds as anti-inflammatory and anti-tumor agents.Type: GrantFiled: April 4, 1994Date of Patent: July 22, 1997Assignee: Pharmos CorporationInventors: Anat Biegnon, Marcus Brewster
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Patent number: 5639880Abstract: A process for preparing amine oxides of the general formula I ##STR1## where R.sup.1, R.sup.2 and R.sup.3 are each C.sub.1 -C.sub.30 -alkyl, C.sub.3 -C.sub.12 -cycloalkyl, C.sub.1 -C.sub.30 -hydroxyalkyl, C.sub.1 -C.sub.30 -aminoalkyl, C.sub.2 -C.sub.30 -alkoxyalkyl, aryl, C.sub.7 -C.sub.20 -aralkyl, C.sub.7 -C.sub.20 -alkylaryl, C.sub.1 -C.sub.8 -alkyl-, C.sub.1 -C.sub.8 -alkoxy- or halogen-monosubstituted, -disubstituted, -trisubstituted, -tetrasubstituted or -pentasubstituted C.sub.3 -C.sub.12 -cycloalkyl, aryl, C.sub.7 -C.sub.20 -aralkyl, C.sub.7 -C.sub.20 -alkylaryl, --[(CH.sub.2).sub.2 --O].sub.n --R.sup.4, --{[CH(CH.sub.3)CH.sub.2 ]--O}.sub.m --R.sup.5, or R.sup.1 and R.sup.2 are together an uninterrupted or oxygen-, nitrogen- or sulfur-interrupted C.sub.3 -C.sub.12 -alkylene diradical chainR.sup.4 and R.sup.5 are each C.sub.1 -C.sub.12 -alkyl, C.sub.3 -C.sub.12 -cycloalkyl, hydroxyl, --COR.sup.6 or --CH.sub.2 --COOR.sup.7, C.sub.3 -C.sub.12 -cycloalkyl, aryl, C.sub.7 -C.sub.20 -aralkyl or C.sub.7 -C.Type: GrantFiled: May 30, 1996Date of Patent: June 17, 1997Assignee: BASF AktiengesellschaftInventors: Ulrich Muller, Klemens Massonne, Karsten Eller, Michael Schulz
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Patent number: 5498791Abstract: A synergistic mixture of a carbonate and/or bicarbonate with a phosphonate, especially an organoamino methylene phosphonate or an N-oxide thereof, inhibits or reduces nitrosamine contamination during preparation, storage and/or heating of products which are susceptible to contamination with nitrosamine.Type: GrantFiled: January 20, 1995Date of Patent: March 12, 1996Assignee: Albright & Wilson, LimitedInventors: Michael Blezard, Glyn R. Jones, Moharam Ghadimi
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Patent number: 5461078Abstract: Compounds of formula (I) ##STR1## in which R.sub.1 is CH.dbd.CHR, CH.dbd.NNHR, CH.dbd.N--A--N(O)R'R" or CH.sub.2 --NH--A--N(O)R'R" and R.sub.2 is separately selected from hydrogen, CH.dbd.CHR, CH.dbd.NNHR, CH.dbd.N--A--(O)R'R" and CH.sub.2 --NH--A--N(O)R'R", wherein A is a C.sub.2-4 alkylene group with a chain length between N or NH and N(O)R'R" of at least 2 carbon atoms, R is a thiazolyl or imidazolyl group in which the tertiary nitrogen atom is in N-oxide form, and R' and R" are each separately selected from C.sub.1-4 alkyl groups and C.sub.2-4 hydroxyalkyl and C.sub.3-4 dihydroxyalkyl groups in which the carbon atom attached to the nitrogen atom does not carry a hydroxy group and no carbon atom is substituted by two hydroxy groups, or R' and R" together are a C.sub.2-6 alkylene group which with the nitrogen atom to which R' and R" are attached forms a heterocyclic group having 3 to 7 atoms in the ring, and R.sub.3, R.sub.4, R.sub. 5 and R.sub.Type: GrantFiled: October 12, 1993Date of Patent: October 24, 1995Assignee: British Technology Group LimitedInventor: Laurence H. Patterson
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Patent number: 5223541Abstract: This invention relates to a tramadol N-oxide material, enantiomers and compositions thereof and their use. The tramadol N-oxide material and compositions thereof are pharmacologically useful in treating pain, diarrhea and tussive conditions. The tramadol N-oxide is also subject to less side-effects as compared to pure opiate based compositions, such as abuse liability, tolerance, constipation and respiratory depression. Furthermore, the tramadol N-oxide material when administered orally exhibits analgesia for a longer duration than an equi-analgesic amount of tramadol.Type: GrantFiled: September 13, 1991Date of Patent: June 29, 1993Assignee: McNeilab, Inc.Inventors: Cynthia A. Maryanoff, Robert B. Raffa, Frank J. Villani
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Patent number: 5164121Abstract: A pourable amine oxide composition which is suitable for use in detergent compositions is obtained by reacting a tert-amine with aqueous hydrogen peroxide in a normally liquid polyethylene glycol as the sole organic solvent. When the composition has a low water content, it is suitable for use in water-sensitive formulations, such as bar soaps and detergent concentrates.Type: GrantFiled: August 26, 1991Date of Patent: November 17, 1992Assignee: Ethyl CorporationInventors: Kim R. Smith, James E. Borland, Joe D. Sauer
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Patent number: 5162408Abstract: N-Alkenyl substituted hydroxylamines of formula I ##STR1## where R.sub.1 and R.sub.2 are independently hydrogen, alkyl, aryl or phenylalkyl, and R.sub.3 to R.sub.7 are independently hydrogen, alkyl or substituted alkyl are very effective process stabilizers for polymeric systems providing melt flow stabilization and resistance to discoloration during processing at elevated temperatures as well as effective stabilizers for lubricant compositions.Type: GrantFiled: September 26, 1991Date of Patent: November 10, 1992Assignee: Ciba-Geigy CorporationInventors: Paul Odorisio, Joseph E. Babiarz
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Patent number: 5087752Abstract: The subject invention relates to a method of synthesizing nitroxides from secondary amines. This method uses a suitable dioxirane compound such as dimethyldioxirane (DMD), which is relatively stable and simple to synthesize, as the oxidizing agent. A quantity of a secondary amine having no hydrogen atoms directly attached to the alpha carbon atoms is mixed with a 2x molar ratio of the dioxirane. In a first reaction, the secondary amine is oxidized to form a hydroxylamine; in a second reaction, the hydroxylamine is further oxidized to form a nitroxide. When the dioxirane loses an oxygen atom it converts into a ketone; for example, dimethyldioxirane is converted into acetone. This is very convenient, since the ketone byproduct is a solvent that can be easily removed after the reaction without causing interfering reactions. This method provides a simple, highly selective, rapid reaction with very high yields.Type: GrantFiled: September 12, 1990Date of Patent: February 11, 1992Assignee: Curators of the University of MissouriInventors: Robert W. Murray, Megh Singh
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Patent number: 5082938Abstract: Enhanced branched chain hydroxyl compounds are provided of formulaY--(Z).sub.1-6wherein Y is the residue of a nucleophile devoid of conjugated divalent linking moieties, and each Z is a poly(oxyalkylene) moiety having a molecular weight of from about 200-10,000 and containing at least one glycidol residue, wherein at least one of the primary oxy sites of said glycidol residue is linked preferably directly to a first epoxide residue of three or more carbons, and wherein said first epoxide residue is linked through a secondary oxy site preferably directly to a second epoxide reside having a primary terminal hydroxyl.Type: GrantFiled: March 1, 1990Date of Patent: January 21, 1992Assignee: Milliken Research CorporationInventors: Edward W. Kluger, David J. Moody
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Patent number: 5082940Abstract: Aromatic tertiary amines are oxidized by means of hydrogen peroxide in an inert solvent medium in the presence of a catalyst selected from metal selenium and compounds of selenium.The process is applied to the preparation of oxides of heterocyclic aromatic tertiary amines and oxides of non-heterocyclic tertiary amines, in which the nitrogen atom is substituted by at least 1 aromatic nucleus.Type: GrantFiled: September 5, 1990Date of Patent: January 21, 1992Assignee: Interox (Societe Anonyme)Inventors: Franz Legrand, Andre Lecloux, Paul Deschrijver
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Patent number: 5081300Abstract: N-substituted hydroxylamines of formula I ##STR1## where R.sub.1 and R.sub.2 are independently hydrogen, alkyl, alkenyl, aryl or phenylalkyl, and R.sub.3 to R.sub.7 are independently hydrogen, alkyl or substituted alkyl are very effective process stabilizers for polymeric systems providing melt flow stabilization and resistance to discoloration during processing at elevated temperatures as well as effective stabilizers for lubricant compositions.Type: GrantFiled: April 24, 1990Date of Patent: January 14, 1992Assignee: Ciba-Geigy CorporationInventors: Paul Odorisio, Joseph E. Babiarz
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Patent number: 5021429Abstract: Compounds of the general formula: ##STR1## and physiologically acceptable salts, and hydrates, N-oxides and bioprecursors of such compounds and such salts in whichR.sub.1 and R.sub.2, which may be the same or different, represent hydrogen or lower alkyl, cycloalkyl, aralkyl or lower alkenyl groups, or lower alkyl groups interrupted by an oxygen atom or a group ##STR2## in which R.sub.4 represents hydrogen or lower alkyl; or R.sub.1 and R.sub.2 may, together with the nitrogen atom to which they are attached form a heterocyclic ring which may contain the hetero functions --O-- and ##STR3## R.sub.3 represents hydrogen, lower alkyl, alkenyl or alkoxyalkyl; X represents --O--, --S-- or --CH.sub.2 -- or ##STR4## where R.sub.5 is hydrogen or lower alkyl; Y represents .dbd.S, .dbd.O, .dbd.NR.sub.6 or .dbd.CHR.sub.7 ;in which R.sub.6 represents hydrogen, nitro, cyano, lower alkyl, aryl, arylsulphonyl or lower alkylsulphonyl; R.sub.Type: GrantFiled: December 22, 1986Date of Patent: June 4, 1991Assignee: Allen & Hansburys LimitedInventor: Michael Martin-Smith
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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: 4960934Abstract: The reaction of aqueous hydrogen peroxide with tert-amines to yield tert-amine oxides is catalyzed by the addition of a promoter amount of ammonium carbonate, ammonium bicarbonate or ammonium carbamate or mixtures thereof.Type: GrantFiled: October 27, 1989Date of Patent: October 2, 1990Assignee: Ethyl CorporationInventors: Kim R. Smith, Joe D. Sauer
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Patent number: 4942260Abstract: Amine oxides which have low levels of nitrosamines or are substantially-free of nitrosamines are made by reacting tert-amines with hydrogen peroxide in the presence of carbon dioxide and aluminum metal.Type: GrantFiled: August 29, 1988Date of Patent: July 17, 1990Assignee: Ethyl CorporationInventors: Kathleen S. Laurenzo, Joe D. Sauer
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Patent number: 4696949Abstract: The invention provides novel compounds of the formula: ##STR1## wherein n is 0 to 4, R.sub.1 and R.sub.2, which can be the same or different are H, OH, alkoxy of 1 to 4 carbon atoms, benzyloxy or methoxymethoxy; R.sub.3 is H, OH, halogen, alkoxy of 1 to 4 carbon atoms, benzyloxy, methoxymethoxy, 2,3-dihydroxypropoxy or ##STR2## wherein m is 1 or 2, R.sub.6 and R.sub.7, which can be the same or different are H or an alkyl group of 1 to 4 carbon atoms, or ##STR3## can form an N-containing three-, four-, five- or six-membered heterocyclic ring; R.sub.4 is OH, F, Cl, Br, I, mesyloxy, tosyloxy, alkylcarbonyloxy of 1 to 4 C-atoms, formyloxy or CH.sub.2 R.sub.4 is replaced by CHO; R.sub.5 is H or OH; or R.sub.4 and R.sub.5 together form an --O-- bridge between the carbon atoms to which they are attached, and their non-toxic pharmaceutically acceptable salts and esters and mixtures thereof. Processes for the preparation of these compounds are described, and also novel pharmaceutical compositions containing them.Type: GrantFiled: January 29, 1986Date of Patent: September 29, 1987Assignee: Farmos Group Ltd.Inventors: Reijo J. Toivola, Arto J. Karjalainen, Kauko O. A. Kurkela, Marja-Liisa Soderwall, Lauri V. M. Kangas, Guillermo L. Blanco, Hannu K. Sunduiqst
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Patent number: 4677049Abstract: Spin castable mixtures having aryl nitrones are provided which are useful in making photobleachable layers for use in contrast enhanced photolithography.Type: GrantFiled: November 28, 1984Date of Patent: June 30, 1987Assignee: General Electric CompanyInventors: Bruce F. Griffing, Paul R. West
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Patent number: 4661433Abstract: Aryl nitrones, of the type used in contrast enhancement photolithography techniques, are stabilized by adding thereto a drying agent such as molecular sieve, silica gel or an alkylalkoxysilane. The resulting compositions are substantially storage stable.Type: GrantFiled: December 31, 1984Date of Patent: April 28, 1987Assignee: General Electric CompanyInventor: Gary C. Davis
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Patent number: 4548744Abstract: Water-soluble ethoxylated amine oxides having clay soil removal/anti-redeposition properties are disclosed herein. These amine oxides are selected from ethoxylated monoamine oxides, ethoxylated diamine oxides, ethoxylated polyamine oxides, ethoxylated amine oxide polymers, and mixtures thereof. These amine oxides are useful at from about 0.05 to about 95% by weight in detergent compositions which further comprise from about 1 to about 75% by weight of a nonionic, anionic, ampholytic, zwitterionic, or cationic detergent surfactant or mixture thereof. In addition to these detergent surfactants, the detergent composition can optionally comprise from 0 to about 80% by weight of a detergent builder.Type: GrantFiled: July 22, 1983Date of Patent: October 22, 1985Inventor: Daniel S. Connor
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Patent number: 4539161Abstract: Novel amine oxide compounds of the formula ##STR1## in which m is the integer 1 or 2, A is a through-conjugated radical of a fluorescent brightener system, which radical contains unsubstituted or non-chromophorically substituted aromatic carbocyclic and/or heterocyclic rings, X is a direct bond between A and Y, an oxygen atom or sulfur atom or a group of the formula --SO.sub.2 --, --SO.sub.2 --O--, --COO--, --CON(R)-- or --SO.sub.2 N(R)--, in which R is hydrogen or unsubstituted or non-chromophorically substituted alkyl, Y is an unsubstituted or non-chromophorically substituted straight-chain or branched alkylene or alkyleneoxyalkylene group, and R.sub.1 and R.sub.2 independently of one another are cycloalkyl, unsubstituted or non-chromophorically substituted alkyl or phenyl, or R.sub.1 and R.sub.Type: GrantFiled: July 13, 1981Date of Patent: September 3, 1985Assignee: Ciba-Geigy CorporationInventor: Leonardo Guglielmetti
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Patent number: 4399077Abstract: Perfluorinated surface-active block or random oligomers of the formula ##STR1## where R denotes a C.sub.2 -C.sub.18 -hydrocarbon or- hydrofluorocarbon radical,Y denotes a C.sub.6 -C.sub.13 -fluorocarbon or- hydrofluorocarbon radical which can contain a chain oxygen atom,Z denotes a group which confers solubility in water and p and q denote integers or decimal numbers from 0.5 to 30 are provided. They are suitable for use in cosmetic compositions for the treatment of hair. They slow down the flow of sebum and the rate at which hair becomes greasy again.Type: GrantFiled: June 4, 1980Date of Patent: August 16, 1983Assignee: L'OrealInventors: Guy Vanlerberghe, Henri Sebag
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Patent number: 4347381Abstract: The pink color content often produced in products such as amine salts, amine oxides, betaines, quaternary ammonium compounds or other compounds derived from long chain alkyl amines is eliminated by treating the products with trace amounts of a bleaching agent. Heating of the treated amine at relatively low temperatures for a short period of time enhances the effectiveness of the bleaching agent. Long chain alkyl amines having a pink color may be similarly treated.Type: GrantFiled: January 24, 1978Date of Patent: August 31, 1982Assignee: Ethyl CorporationInventor: Melvin E. Tuvell
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Patent number: 4275236Abstract: Disclosed are tertiary amine oxides which comprise an amine oxide nucleus substituted with an organic group and with two hydroxy groups which have carbon atoms in at least the .alpha., .beta. and .gamma. positions, a hydroxyl group on the .beta.-carbon atom, and have an effective chain length of at least 4 carbon atoms, said amine oxide being capable of being provided in ostensibly anhydrous form and being capable of being made at a concentration by weight of at least about 80% by oxidizing the corresponding tertiary amine with an oxidizing agent without solvent and without gelling during said oxidation.Type: GrantFiled: December 26, 1979Date of Patent: June 23, 1981Assignee: Sherex Chemical Company, Inc.Inventors: Gary W. Earl, Howard M. Hickman
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Patent number: 4264776Abstract: Tertiary amines such as alkyl or benzyl amines are catalytically oxidized by oxygen over an activated carbon catalyst to selectively produce secondary amines.Type: GrantFiled: January 2, 1976Date of Patent: April 28, 1981Assignee: Monsanto CompanyInventors: Arnold Hershman, Donald J. Bauer