Hetero Ring Patents (Class 544/209)
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Patent number: 5284945Abstract: The process according to the invention for the preparation of herbicidal pyridylsulfonylureas of the formula (I) ##STR1## in which R.sup.1 to R.sup.5 and X are as defined in claim 1 comprises the reaction of the zwitterion (II) with the amino heterocycle (III) ##STR2## The novel zwitterionic 1,1,3-trioxo-1,2,4-thiadiazolo[4,5-a]pyridines can be obtained according to the invention by the reaction of phosgene with compounds IV, or the reaction of phosgene with compounds V ##STR3## in the presence of an alkyl isocyanate.Type: GrantFiled: February 26, 1993Date of Patent: February 8, 1994Assignee: Hoechst AktiengesellschaftInventor: Heinz Kehne
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Patent number: 5284946Abstract: There are described new triazinyl-substituted acrylic esters of the formula (I) ##STR1## in which R.sup.1, R.sup.2, R.sup.3, R.sup.4, X and Y have the meaning given in the description, and a process for their preparation.The new acrylic esters of the formula (I) are used for the preparation of pesticides.Type: GrantFiled: March 11, 1993Date of Patent: February 8, 1994Assignee: Bayer AktiengesellschaftInventors: Peter C. Knuppel, Dieter Berg, Stefan Dutzmann, Heinz-Wilhelm Dehne, Gerd Hanssler
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Patent number: 5281707Abstract: There is described a process for the photochemical and thermal stabilization of polyamide fibre materials according to claim 1 and also novel water-soluble triazine derivatives according to claim 7.The novel process and compounds confer good thermal and photochemical stability on polyamide dyeings and fibres.Type: GrantFiled: August 10, 1992Date of Patent: January 25, 1994Assignee: Ciba-Geigy CorporationInventors: Francesco Fuso, Gerhard Reinert
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Patent number: 5274083Abstract: Dyestuff of the formula ##STR1## wherein FB=the radical of a dyestuffB/B'=a bridge memberX=CH.dbd.CH.sub.2 or CH.sub.2 CH.sub.2 --YY=a radical which can be eliminated under alkaline conditions andR, R.sup.1 and R.sup.2 =H or C.sub.1 -C.sub.4 -alkyl, which is unsubstituted or substituted by halogen, hydroxyl, cyano, C.sub.1 -C.sub.4 -alkoxy, carboxyl, sulpho or sulphato and whereinR.sup.1 -R.sup.2 can also represent a C.sub.1 -C.sub.4 -alkylene unit,Hal=F, Cl or Br,A=a direct bond or an aliphatic, cycloaliphatic or mixed aromatic-aliphatic bridge member, which can optionally contain hereto atoms, selected from N, O, S or SO.sub.2, and wherein the radical --NR.sup.1 --A--NR.sup.2 -- can also be ##STR2## and Z=a reactive group produce, on naturally occurring and synthetic materials containing OH groups and amide group, dyeings and prints with good general fastness properties, in particular good wet-fastness properties, coupled with a good build-up capacity and a high fixing yield.Type: GrantFiled: July 2, 1991Date of Patent: December 28, 1993Assignee: Bayer AktiengesellschaftInventors: Karl-Josef Herd, Hermann Henk, Frank-Michael Stohr
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Patent number: 5270311Abstract: The invention concerns novel, pharmaceutically useful compounds of formula I in which Q is a 5-membered heteroaryl optionally bearing 1 or 2 substituents independently selected from (1-4C)alkyl and halogeno;R.sup.1 is hydrogen, (1-6C)alkyl, or (1-4C)alkanoyl;R.sup.2 (when not as hereinbelow defined together with X) is hydrogen, (3-12C)cycloalkyl, (3-6C)alkenyl, phenyl(3-6C)alkenyl, tetrafluorophenyl, pentafluorophenyl, 5- or 6-membered heteroaryl, optionally substituted (1-6C)alkyl or optionally substituted phenyl;X is oxy, thio, sulphinyl, sulphonyl or an imino group of formula --NRa-- in which Ra is hydrogen, (1-6C)alkyl or together with R2 and the adjacent nitrogen atom forms a 4 to 6-membered saturated heterocyclic ring; andA is N or CT in which T is hydrogen or (1-4C)alkyl; or a pharmaceutically acceptable salt thereof; processes for the manufacture of the compounds and pharmaceutical compositions containing them. The compounds are useful as adenosine antagonists.Type: GrantFiled: May 28, 1991Date of Patent: December 14, 1993Assignee: Imperial Chemical Industries PLCInventors: Peter W. R. Caulkett, Geraint Jones, Michael G. Collis, Simon M. Poucher
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Patent number: 5268401Abstract: The present invention relates to novel piperidine-triazine compounds of the general formula (I) ##STR1## in which R.sub.1 is e.g. hydrogen or methyl, A is e.g. --O--, m is e.g. 3, R.sub.2 is e.g. a group --OR.sub.4 or ##STR2## R.sub.4 is e.g. C.sub.1 -C.sub.4 alkyl, 2,2,6,6-tetramethyl-4-piperidyl or 1,2,2,6,6-pentamethyl-4-piperidyl, R.sub.5 and R.sub.6 which can be identical or different are e.g. C.sub.1 -C.sub.8 alkyl, cyclohexyl, tetrahydrofurfuryl, a group ##STR3## 2,2,6,6-tetramethyl-4-piperidyl or 1,2,2,6,6-pentamethyl-4-piperidyl, or R.sub.5 can also be hydrogen, or ##STR4## is e.g. 4-morpholinyl, n is 1, 2, 3 or 4 and, if n is 1, R.sub.3 is e.g. as defined above for R.sub.2 and, if n is 2, R.sub.3 is e.g. a group --E.sub.1 --R.sub.8 --E.sub.2 -- in which E.sub.1 and E.sub.2 which can be identical or different are e.g. >N-R.sub.12, R.sub.8 is e.g. C.sub.2 -C.sub.6 alkylene, C.sub.8 -C.sub.10 alkylene interrupted by 2 or 3 oxygen atoms or methylenedicyclohexylene and R.sub.12 is e.g.Type: GrantFiled: April 23, 1991Date of Patent: December 7, 1993Assignee: Ciba-Geigy CorporationInventor: Roberto Scrima
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Patent number: 5260441Abstract: The present invention is directed to a fluorescence polarization assay for opiate alkaloids and their metabolites, to the various components needed for preparing and carrying out such an assay and to methods of making these components. Specifically, tracers, immunogens and antibodies are disclosed, as well as methods for making them. The tracers and the immunogens are made from substituted opiate alkaloids. A fluorescein moiety is included in the tracers, while a poly(amino acid) forms a part of the immunogens. The assay is conducted by measuring the degree of polarization retention of the fluorescence resulting when a sample mixed with antiserum and tracer is irradiated with plane-polarized light.Type: GrantFiled: February 28, 1989Date of Patent: November 9, 1993Assignee: Abbott LaboratoriesInventors: Daniel F. Heiman, Daniel S. Raden, Robert E. Dubler
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Patent number: 5258514Abstract: Novel s-triazine compounds containing at least one N,N-bis(alkoxy or hydroxyalkoxy-carbonyl-amino C.sub.2 -C.sub.10 alkyl) amino substituent function in self-condensation and as cross-linkers for compounds containing active hydrogen groups. The compositions cure to coatings with excellent properties, especially corrosion resistance, humidity resistance, abrasion resistance and flexibility. The coatings have excellent exterior durability.Type: GrantFiled: May 14, 1992Date of Patent: November 2, 1993Assignee: American Cyanamid CompanyInventor: Girish G. Parekh
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Patent number: 5252740Abstract: A class of fluorescent rare earth chelates and the ligands upon which they are based whose molecular structure incorporates a plurality of substituted arylpyridine diacid units attached to a central template structure is disclosed. These ligands function as efficient energy transfer groups in fluorescent tagging reagents and tracers.Type: GrantFiled: October 2, 1991Date of Patent: October 12, 1993Assignee: Baxter Diagnostics Inc.Inventors: Ron L. Hale, Dennis W. Solas
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Patent number: 5246932Abstract: A compound of the formula I ##STR1## wherein: A.sup.1 and A.sup.2 are each independently N or CT in which T is hydrogen or (1-4C)alkyl;R.sup.1 and R.sup.2 are each independently hydrogen, (1-6C)alkyl, or (1-4C)alkanoyl;X.sup.1 and X.sup.2 are each independently O, S or NH; andL is a (3-7C)cycloalkylene group or a (1-8C)alkylene chain optionally interrupted or extended by a group selected from phenylene, phenyleneoxy or oxyphenyleneoxy, the phenylene portion of said group being unsubstituted or substituted by one of halogen, hydroxy and (1-4C)alkoxy, provided that all heteroatoms in the group X.sup.1 --L--X.sup.2 are separated from one another by at least two carbon atoms; or a pharmaceutically acceptable salt thereof, processes for preparing the compounds and pharmaceutical compositions containing them. The compounds are useful as adenosine antagonists.Type: GrantFiled: May 21, 1992Date of Patent: September 21, 1993Assignee: Imperial Chemical Industries PLCInventors: Peter W. R. Caulkett, Geraint Jones, Michael G. Collis, Simon M. Poucher
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Patent number: 5242895Abstract: A pyrimidine or triazine derivative and its salt, said pyrimidine or triazine derivative having the formula: ##STR1## wherein R represents a group of the formula OR.sup.3 {wherein R.sup.3 represents a hydrogen atom, an alkyl group, etc.}, a group of the formula SR.sup.6 {wherein R.sup.6 represents a hydrogen atom, an alkyl group, etc.}, a group of the formula ##STR2## {wherein R.sup.7 and R.sup.8 represent a hydrogen atom, an alkyl group, etc.}, or an imidazolyl group:R.sup.1 represents a hydrogen atom, an alkyl group, etc.;R.sup.2 represents a hydroxyl group, an alkyl group, etc.;A and B represent an alkyl group, etc.;Y represents an oxygen atom, etc.; andZ represents a methine group or a nitrogen atom.Type: GrantFiled: March 4, 1992Date of Patent: September 7, 1993Assignees: Kumiai Chemical Co., Ihara Chemical Industry Co., Ltd.Inventors: Masatoshi Tamaru, Norihiro Kawamura, Masahiro Sato, Fumiaki Takabe, Shigehiko Tachikawa, Ryo Yoshida
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Patent number: 5240499Abstract: Polymeric, water-soluble triazine compounds which contain both basic and acidic groups in the molecule have out-standing surfactant properties and are suitable for the preparation of dispersions of solids, preferably of dispersions of inorganic and/or organic pigments, in an aqueous or water-dilutable medium. Since these triazine compounds are colorless or only slightly colored, they do not influence the shade of the medium used.Type: GrantFiled: December 13, 1991Date of Patent: August 31, 1993Assignee: Hoechst AktiengesellschaftInventors: Rainer Az, Wolfgang Schwab, Dieter Schnaitmann, Erwin Dietz
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Patent number: 5239071Abstract: A process for methylating the N.sup.4 atom of a polysubstituted piperazine or piperazin-2-one ("PSP") is effective despite using a much smaller molar excess of formaldehyde and formic acid than dictated by a conventional Eschweiler-Clarke reaction. Particularly in a complex amine in which the PSP substituent is connected to a triazine ring which in turn may be connected to a N atom of an acyclic polyamine, the molar ratio of NH groups:HCHO:HCOOH is in the range from about 1:1:1 to 1:1.5:1.5, the amount of HCHO and HCOOH being sufficient to methylate at least the >NH groups of said PSP substituent if the complex amine contains terminal --NH groups. The same range of molar ratio is maintained when the total number of NH groups to be methylated includes the terminal --NH groups. The effectiveness of the process is attributed to use of an alkylbenzene solvent in which reaction with only a slight excess of HCHO and HCOOH proceeds apace, and in which solvent the methylated product remains dissolved.Type: GrantFiled: November 21, 1989Date of Patent: August 24, 1993Assignee: The B. F. Goodrich CompanyInventors: Pyong-Nae Son, Victor L. Ledesma, George Kletecka
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Patent number: 5239072Abstract: Polyalkylpiperidine derivatives of the formula I ##STR1## where R.sup.1 is hydrogen, C.sub.1 -C.sub.8 -alkyl, phenyl- or tolylalkyl with 1 to 4 carbon atoms in the alkyl, C.sub.1 -C.sub.6 -acyl, benzoyl, allyl, cyanomethyl, hydroxyethyl, aminoethyl, hydroxyl or oxyl free radical,R.sup.2 is a radical of the formula ##STR2## R.sup.3, R.sup.4, R.sup.5 and R.sup.6 are as defined in the specification. Included are tautomers and acid addition salts of the compound I. The compounds are used as UV absorbers and stabilizers for organic material.Type: GrantFiled: July 15, 1992Date of Patent: August 24, 1993Assignee: BASF AktiengesellschaftInventors: Alexander Aumueller, Hubert Trauth
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Patent number: 5232896Abstract: 2-(Phenoxy or phenylthio)-2-(pyrimidinyloxy or 1,3,5-triazinyloxy)alkanoic acid compounds, such as ethyl 2-(2-fluorophenoxy)-2-(4,6-dimethylpyrimidin-2-yloxy)-acetate, were prepared by the reaction of a phenol or thiophenol compound with a 2-chloro-2-(pyrimidinyloxy or 1,3,5-triazinyloxy)alkanoate ester compound or by the reaction of a pyrimidinol or 1,3,5-triazinol with a 2-bromo-2-(phenoxy or phenylthio)alkanoate ester. These compounds, and, especially, agriculturally acceptable salts, esters, and amides of these compounds, were found to have herbicidal utility.Type: GrantFiled: May 6, 1992Date of Patent: August 3, 1993Assignee: DowElancoInventors: Michael G. Smith, William C. Lo, Wendy S. Jacks, Robert J. Ehr
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Patent number: 5231072Abstract: Compounds of the formula ##STR1## in which A is nitrogen or CR.sup.5 ;R.sup.1, R.sup.2 and R.sup.5 each independently are hydrogen, or halogen, formyl, cyano, carboxy or azido, or optionally substituted alkyl, alkenyl, alkynyl, cycloalkyl, alkoxy, alkenyloxy, alkynyloxy, aryloxy, alkylthio, alkenylthio, alkynylthio, arylthio, alkylcarbonyl, alkoxycarbonyl, amino, aminoxy or dialkyliminoxy;R.sup.3 is a hydrogen, or optionally substituted alkyl, alkenyl, alkynyl, cycloalkyl, heterocyclic, aralkyl or aryl; andR.sup.4 optionally substituted alkyl, aralkyl, aryl or heterocyclyl; and salts thereof, have herbicidal properties. The invention also provides processes for their preparation and their use as herbicides.Type: GrantFiled: September 14, 1992Date of Patent: July 27, 1993Assignee: Shell Research LimitedInventors: David P. Astles, Andrew Flood, Trevor W. Newton, David C. Hunter
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Patent number: 5227477Abstract: Metal-free compounds of the formula ##STR1## a 1:1 or 1:2 metal complex of a metallizable compound of said formula or a salt of a metal-free compound of said formula or of a 1:1 or 1:2 metal complex thereof each cation of which is independently a non-chromophoric cation, or a mixture, thereof, whereinF.sub.c is the radical of a water-soluble azo, formazan, phthalocyanine, azomethine, oxazine, thiazine, phenazine or triphenylmethane dye,each W is independently --NR.sub.1 --B.sub.1 --NR.sub.1 --, ##STR2## wherein B.sub.1 is linear or branched C.sub.2-6 alkylene; linear or branched C.sub.2-6 alkylene interrupted by --O-- or --NR.sub.1 --; linear or branched C.sub.3-6 alkylene monosubstituted by hydroxy or carboxy or disubstituted by hydroxy, ##STR3## wherein R.sub.2 is hydrogen, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, carboxy or sulfo, andn is 0, 1, 2, 3 or 4, andm is 0 or 1,each X is independently a direct bond, --CO-- or --SO.sub.Type: GrantFiled: July 26, 1991Date of Patent: July 13, 1993Assignee: Sandoz Ltd.Inventors: Gunther Auerbach, Kurt Brenneisen, Markus Doerr, Paul Doswald, Markus Gisler, Werner Koch, Helmut A. Moser, Roland Wald
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Patent number: 5221317Abstract: Herbicidally active sulphonylamino guanidinoazines of the formula ##STR1## in which R.sup.1 stands for an optionally substituted radical from the series comprising alkyl, aralkyl, aryl and hetaryl,R.sup.2 stands for an optionally substituted radical from the series comprising alkyl, aralkyl, aryl, hetaryl and dialkylamino,R.sup.3 stands for hydrogen, halogen, hydroxyl, alkyl, halogenaoalkyl, alkoxyalkyl, alkoxy, halogenoalkoxy, alkylthio, halogenoalkylthio, amino, alkylamino or dialkylamino,R.sup.5 stands for hydrogen, halogen, hydroxyl, alkyl, alkoxy, halogenoalkoxy, alkylthio, alkylamino or dialkylamino, andM stands for hydrogen, a metal equivalent, an ammonium equivalent, an alkylammonium equivalent, a dialkylammonium equivalent, or a trialkylammonium equivalent.Type: GrantFiled: June 28, 1991Date of Patent: June 22, 1993Assignee: Bayer AktiengesellschaftInventors: Klaus-Helmut Muller, Christa Fest, Rolf Kirsten, Theodor Pfister, Hans-Jochem Riebel, Hans-Joachim Santel, Robert R. Schmidt, Harry Strang, Joachim Kluth, Klaus Lurssen, Ernst R. Gesing
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Patent number: 5216136Abstract: Compounds of the formula ##STR1## and salts thereof, and their use as as reactive dyes for the dyeing and printing of hydroxy group- and nitrogen- containing organic substrates, e.g., leather, natural and synthetic polyamides and natural and regenerated cellulose.Type: GrantFiled: March 22, 1991Date of Patent: June 1, 1993Assignee: Sandoz Ltd.Inventor: Markus Gisler
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Patent number: 5216156Abstract: 1-Hydrocarbyloxy-2,2,6,6-tetramethylpiperidine derivatives of s-triazines having functional groups such as hydroxy, amino, carboxy, epoxy, isocyanate or the like present are capable of chemically bonding with polymer substrates having anhydride, epoxide, alkoxymethylmelamine or isocyanate moieties present. This chemical bonding prevents migration or loss of the stabilizer during subsequent processing or end-use application of the stabilized polymer.Type: GrantFiled: May 5, 1992Date of Patent: June 1, 1993Assignee: Ciba-Geigy CorporationInventors: James P. Galbo, Ramanathan Ravichandran, Mark S. Holt
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Patent number: 5212303Abstract: A benzonaphthalene compound has the formula ##STR1## wherein R.sub.1 represents (i) ##STR2## or (ii) --CH.sub.2 OH; R.sub.6 represents ##STR3## or OR.sub.7 wherein R.sub.7 represents hydrogen, alkyl having 1-20 carbon atoms, monohydroxyalkyl or polyhydroxyalkyl, r' or r" represent hydrogen, lower alkyl, mono or polyhydroxyalkyl, aryl or a residue of an amino acid or a sugar, or together form a heterocycle; R.sub.2 represents hydrogen, alkyl having 1-15 carbon atoms, alkoxy having 1-4 carbon atoms or a cycloaliphatic radical; R.sub.3 represents hydrogen, hydroxy, alkyl having 1-4 carbon atoms, alkoxy having 1-10 carbon atoms, a cycloaliphatic radical, a thiocycloaliphatic radical or --0--Si(CH.sub.3).sub.2 --R.sub.8 wherein R.sub.8 represents lower alkyl; and R.sub.4 and R.sub.5 represent hydrogen, lower alkyl, hydroxy or lower acyloxy.This compound is useful in the topical and systemic treatment of dermatologic diseases and in the treatment of the degeneration of conjuctive tissues.Type: GrantFiled: September 28, 1992Date of Patent: May 18, 1993Assignee: Centre International de Recherches Dermatologiques (CIRD)Inventors: Braham Shroot, Jacques Eustache, Jean-Michel Bernardon
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Patent number: 5211740Abstract: Herbicidal aminoguanidinoazines of the formula ##STR1## in which R.sup.1 stands for an optionally substituted radical from the series comprising alkyl, aralkyl, aryl and hetaryl,R.sup.2 stands for hydrogen, halogen, hydroxyl, alkyl, halogenoalkyl, alkoxyalkyl, alkoxy, halogenoalkoxy, alkylthio, halogenoalkylthio, amino, alkylamino or dialkylamino,X stands for nitrogen or a --CH group,Y stands for nitrogen or a --CR.sup.3 group whereR.sup.3 stands for hydrogen, halogen, cyano, alkyl, formyl, alkyl-carbonyl or alkoxy-carbonyl, andZ stands for nitrogen or a --CR.sup.4 group whereR.sup.Type: GrantFiled: February 24, 1992Date of Patent: May 18, 1993Assignee: Bayer AktiengesellschaftInventors: Christa Fest, Rolf Kirsten, Joachim Kluth, Klaus-Helmut Muller, Hans-Jochem Riebel, Hans-Joachim Santel, Robert R. Schmidt, Harry Strang
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Patent number: 5209771Abstract: N-Phenylsulfonyl N'-triazinylureas and -thioureas of formula I ##STR1## in which X is oxygen, sulfur, SO or SO.sub.2 ; W is oxygen or sulfur; R.sub.1 is hydrogen or methyl; R.sub.2 is hydrogen, fluorine, chlorine, bromine, iodine, (X).sub.n R.sub.3, NO.sub.2, NR.sub.4 R.sub.5, --C.tbd.CR.sub.6, ##STR2## or cyano; n is the number 0 or 1; R.sub.3 is C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 alkyl which is substituted by 1-4 halogen atoms, C.sub.1 -C.sub.3 alkoxy or C.sub.1 -C.sub.3 alkylthio; or C.sub.2 -C.sub.4 alkenyl or C.sub.2 -C.sub.4 alkenyl which is substituted by 1-4 halogen atoms; R.sub.4 is hydrogen, CH.sub.3 O, CH.sub.3 CH.sub.2 O or C.sub.1 -C.sub.3 alkyl; R.sub.5 is hydrogen or C.sub.1 -C.sub.3 alkyl; R.sub.6 is hydrogen, methyl or ethyl; R.sub.7 is hydrogen or methyl; Z is ##STR3## E is nitrogen; R.sub.8 is C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 haloalkoxy, C.sub.1 -C.sub.4 haloalkyl, C.sub.1 -C.sub.4 haloalkylthio, C.sub.1 -C.sub.4 alkylthio, halogen, C.sub.2 -C.sub.Type: GrantFiled: January 21, 1992Date of Patent: May 11, 1993Assignee: Ciba-Geigy CorporationInventor: Willy Meyer
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Patent number: 5206364Abstract: The invention provides antifungal agents of the formula: ##STR1## and their pharmaceutically acceptable salts, wherein R is phenyl optionally substituted by 1 to 3 substituents each independently selected from halo and CF.sub.3 ;R.sup.1 is C.sub.1 -C.sub.4 alkyl;R.sup.2 is H or C.sub.1 -C.sub.4 alkyl; and"Het", which is attached to the adjacent carbon atom by a ring carbon atom, is selected from pyridinyl, pyridazinyl, pyrimidinyl, pyrazinyl and triazinyl, "Het" being optionally substituted by C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, halo, CF.sub.3, CN, NO.sub.2, NH.sub.2, --NH(C.sub.1 -C.sub.4 alkanoyl) or --NHCO.sub.2 (C.sub.1 -C.sub.4 alkyl).Type: GrantFiled: March 4, 1992Date of Patent: April 27, 1993Assignee: Pfizer Inc.Inventors: Roger P. Dickinson, Kenneth Richardson
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Patent number: 5198546Abstract: The present invention relates to novel piperidine-triazine compounds of the general formula (I) ##STR1## in which R.sub.1 is e.g. methyl, acetyl or (C.sub.1 -C.sub.2 alkoxy)carbonyl, A is e.g. a group of the formula (IIa), ##STR2## in which R.sub.3 is e.g. hydrogen, methyl, 2,2,6,6-tetramethyl-4-piperidyl, 1,2,2,6,6-pentamethyl-4-piperidyl or 1-acetyl-2,2,6,6-tetramethyl-4-piperidyl, R.sub.4 is e.g. C.sub.3 -C.sub.6 alkylene, R.sub.2 is e.g. a group R.sub.1 -A- and n is e.g. a number from 1 to 5.The said compounds are effective as light stabilizers, heat stabilizers and oxidation stabilizers for organic materials.Type: GrantFiled: November 2, 1990Date of Patent: March 30, 1993Assignee: Ciba-Geigy CorporationInventors: Valerio Borzatta, Giuseppe Cantatore
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Patent number: 5188657Abstract: Substituted sulfonylureas of the formula I ##STR1## where n and m are each 0 or 1, R.sup.1 is hydrogen, alkyl alkenyl or alkynyl, R.sup.2 is halogen or trifluoromethyl when m is 0, or is alkyl, alkenyl or alkynyl when m is 1, or is trifluoromethyl or chlorodifluoromethyl when X is O or S and m is 1, X is O, S or N-R.sup.4, R.sup.4 is hydrogen or alkyl, R.sup.3 is hydrogen, halogen, alkyl, haloalkyl or alkoxy, A is haloalkyl, halogen, cyano, nitro, alkoxy, alkylthio, alkylsulfinyl, alkylsulfonyl or a radical ##STR2## B is oxygen or an alkylimino group N-R.sup.6 ; R.sup.5 is hydrogen, unsubstituted or substituted alkyl or unsubstituted or substituted cycloalkyl or is alkenyl or alkynyl and R.sup.6 is hydrogen or alkyl or, together with R.sup.5, forms a C.sub.4 -C.sub.6 -alkylene chain in which a methylene group may be replaced by an oxygen atom or a C.sub.1 -C.sub.Type: GrantFiled: August 2, 1991Date of Patent: February 23, 1993Assignee: BASF AktiengesellschaftInventors: Gerhard Hamprecht, Horst Mayer, Karl-Otto Westphalen, Helmut Walter, Matthias Gerber, Klaus Grossmann, Wilhelm Rademacher
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Patent number: 5187275Abstract: Compounds of formula I ##STR1## wherein R.sub.1 is hydrogen, alkyl or alkoxy, --A.sub.1 --R.sub.2 --N(R.sub.3)-- and --X.sub.1 --(X.sub.2 --X.sub.3).sub.m -- are selected linking groups, Y.sub.1 and Y.sub.2 are selected terminal moieties and n is 1 to 50, are effective light, heat and oxidation stabilizers for a variety of organic materials.Type: GrantFiled: September 30, 1991Date of Patent: February 16, 1993Assignee: Ciba-Geigy CorporationInventors: Valerio Borzatta, Roberto Scrima, Graziano Vignali
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Patent number: 5180762Abstract: The present invention relates to a stabiliser composition for polypropylene, comprising:A) one or more triazine compounds containing groups of the formula (I) in which R is hydrogen, C.sub.1 -C.sub.4 alkyl, O.cndot., OH, C.sub.1 -C.sub.8 alkoxy, C.sub.5 -C.sub.8 cycloalkoxy, C.sub.3 -C.sub.6 alkenyl, C.sub.7 -C.sub.9 phenylalkyl or C.sub.1 -C.sub.8 acyl, andB) one or more oxides and hydroxides of Mg, Ca, Ba, Zn, Al and Sn, preferably Mg and Zn.Type: GrantFiled: July 22, 1991Date of Patent: January 19, 1993Assignee: Ciba-Geigy CorporationInventor: Paola Canova
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Patent number: 5175262Abstract: Reactive dyes of the formula ##STR1## where R.sup.1 is hydrogen, methyl or ethyl,X is hydrogen or hydroxysulfonyl,Hal is fluorine or chlorine,D is phenylene, carboxyl- or hydroxysulfonyl-monosubstituted or -disubstituted phenylene or hydroxysulfonyl-monosubstituted or -disubstituted naphthylene,A is a fiber-reactive radical, or A--D combined is a benzo-fused fiber-reactive radical, andZ is a bridge member, are useful for dyeing or printing hydroxyl- or nitrogen-containing substrates.Type: GrantFiled: October 25, 1991Date of Patent: December 29, 1992Assignee: BASF AktiengesellschaftInventors: Hermann Loeffler, Klaus Pandl, Manfred Patsch, Siegel Bernd
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Patent number: 5171855Abstract: Piperidine-triazine compounds of the general formula (I) ##STR1## in which R.sub.1 is e.g. hydrogen or methyl, R.sub.2 is e.g. 2,2,6,6-tetramethyl-4-piperidyloxy or 1,2,2,6,6-pentamethyl-4-piperidyloxy, m is e.g. 2,3 or 4 and, if m is 2, R.sub.3 is e.g. a group of the formula (IIIc) or (IIIe) ##STR2## in which R.sub.10 and R.sub.12 which can be identical or different are e.g. hydrogen, cyclohexyl, 2,2,6,6-tetramethyl-4-piperidyl or 1,2,2,6,6-pentamethyl-4-piperidyl, R.sub.11 is e.g. C.sub.2 -C.sub.6 alkylene, R.sub.14 is e.g. hydrogen or methyl and p is e.g. 2, and, if m is 3 or 4, R.sub.3 is e.g. a group of the formula (IV) ##STR3## in which R.sub.15 and R.sub.19 which can be identical or different are e.g. hydrogen 2,2,6,6-tetramethyl-4-piperidyl or 1,2,2,6,6-pentamethyl-4-piperidyl, R.sub.16, R.sub.17 and R.sub.18 which can be identical or different are e.g. C.sub.2 -C.sub.3 alkylene and q is e.g.Type: GrantFiled: April 19, 1990Date of Patent: December 15, 1992Assignee: Ciba-Geigy CorporationInventors: Valerio Borzatta, Franca Masina
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Patent number: 5167692Abstract: Herbicidal substituted sulphonylamidinohydrazones of the formula ##STR1## in which R.sup.1 represents in each case optionally substituted aryl, aralkyl or heteroaryl,R.sup.2 represents hydrogen, or represents in each case optionally substituted alkyl, aryl or aralkyl,R.sup.3 represents hydrogen, or represents in each case optionally substituted alkyl, alkenyl, alkadienyl, alkinyl, (hetero)aryl, aralkyl, aralkenyl, alkoxy, alkoxycarbonyl or dialkylamino, or together with R.sup.2 represents optionally substituted alkanediyl,R.sup.4 represents hydrogen, halogen, hydroxyl, alkyl, halogenoalkyl, alkoxyalkyl, alkoxy, halogenoalkoxy, alkylthio, halogenoalkylthio, amino, alkylamino or dialkylamino,X represents nitrogen or a --CH group, Y represents nitrogen or a --CR.sup.5 group whereR.sup.5 represents hydrogen, halogen, cyano, alkyl, formyl, alkyl-carbonyl or alkoxy-carbonyl, andZ represents nitrogen or a --CR.sup.6 group whereR.sup.Type: GrantFiled: September 17, 1990Date of Patent: December 1, 1992Assignee: Bayer AktiengesellschaftInventors: Christa Fest, Ernst R. F. Gesing, Rolf Kirsten, Joachim Kluth, Reinhard Lantzsch, Klaus-Helmut Muller, Theodor Pfister, Hans-Jochem Riebel, Frank Rosenfeldt, Hans-Joachim Santel, Klaus Lurssen, Robert R. Schmidt
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Patent number: 5153324Abstract: A process for preparing herbicidal sulfonylureas which comprises mixing a sulfonylisocyanate and a heterocyclic amine in the absence of a solvent.Type: GrantFiled: December 26, 1991Date of Patent: October 6, 1992Assignee: E. I. du Pont de Nemours and CompanyInventor: Teddy H. Grindstaff
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Patent number: 5151514Abstract: Herbicidal substituted sulphonylaminotriazolinones of the formula ##STR1## in which R.sup.1 represents an optionally substituted radical from the group consisting of alkyl, aralkyl, aryl and heteroaryl,R.sup.2 represents hydrogen or the group --SO.sub.2 --R.sup.1 where R.sup.1 has the abovementioned meaning,R.sup.3 represents hydrogen, halogen, hydroxyl, mercapto, amino or an optionally substituted radical from the group consisting of alkyl, cycloalkyl, aralkyl, aryl, alkoxy, alkenyloxy, alkinyloxy, alkylthio, alkylsulphinyl, alkylsulphonyl, alkenylthio, alkinylthio, aralkoxy, aralkylthio, alkylamino and dialkylamino,R.sup.4 represents hydrogen, halogen, hydroxyl, amino or an optionally substituted radical from the group consisting of alkyl, alkoxy, alkylthio, alkylsulphinyl, alkylsulphonyl, alkylamino and dialkylamino,X represents nitrogen or a CH group,Y represents nitrogen or a CR.sup.5 group whereR.sup.Type: GrantFiled: October 28, 1991Date of Patent: September 29, 1992Assignee: Bayer AktiengesellschaftInventors: Klaus-Helmut Muller, Rolf Kirsten, Joachim Kluth, Klaus Konig, Hans-Jochem Riebel, Peter Babczinski, Hans-Joachim Santel, Robert R. Schmidt, Harry Strang
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Patent number: 5134233Abstract: The present invention relates to novel piperidine-triazine compounds containing silane groups of the formula (I) ##STR1## in which R.sub.1 is a group of the formula ##STR2## R.sub.7 is e.g. hydrogen, X is e.g. >N--R.sub.10 with R.sub.10 being C.sub.1 -C.sub.4 alkyl, R.sub.8 is e.g. a group of the formula ##STR3## with R.sub.11 being hydrogen and Z being as defined for X; Y is e.g. >NH, R.sub.9 is e.g. trimethylene, R.sub.2 is e.g. methyl, ethoxy or OH, R.sub.3 and R.sub.4 are e.g. C.sub.1-C.sub.6 alkyl or phenyl, m+n is a number from 1 to 100, n is zero or a number from 1 to 90 and can vary from zero to 90% of the sum of m+n, R.sub.5 is e.g. ethyl and R.sub.6 is e.g. ethoxy, and, when m+n is a number from 3 to 10, R.sub.5 and R.sub.6 together can also form a direct bond.These compounds are effective as stabilizers for organic materials.Type: GrantFiled: June 3, 1991Date of Patent: July 28, 1992Assignee: Ciba-Geigy CorporationInventors: Giuseppe Cantatore, Valerio Borzatta, Graziano Vignali
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Patent number: 5130429Abstract: Process for the methylation of compounds at least one group of the formula (I) ##STR1## by means of a mixture of formaldehyde and formic acid in a reaction medium consisting of an aromatic hydrocarbon solvent.Type: GrantFiled: November 27, 1991Date of Patent: July 14, 1992Assignee: Ciba-Geigy CorporationInventors: Piero Piccinelli, Ivan Orban, Martin Holer, Valerio Borzatta
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Patent number: 5125930Abstract: Polymeric cationic dyes wherein the same or different monomer components represented by the following formula (1) are linked at the terminal amino groups by a crosslinking agent:H.sub.2 N--A--CH.dbd.CH--B (1)in which A represents a substituted or unsubstituted benzene ring and B represents the radical of a quaternized methylene active compound. The dyes are used in particular for dyeing paper.Type: GrantFiled: November 27, 1990Date of Patent: June 30, 1992Assignee: Nippon Chemical Works Co., Ltd.Inventor: Koichi Taniguchi
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Patent number: 5124329Abstract: Fungicidal compounds having the formula (I): ##STR1## in which any two of K, L and M are nitrogen and the other is CY wherein Y is H, halogen, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, cyano, nitro or trifluoromethyl; n is 0 or 1 and X is an optionally substituted aromatic or heteroaromatic ring.Type: GrantFiled: June 28, 1990Date of Patent: June 23, 1992Assignee: Imperial Chemical Industries PLCInventors: John M. Clough, Ian T. Streeting, Christopher R. A. Godfrey
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Patent number: 5120843Abstract: The aromatic amines (I), alkyl amines (II), bicyclic amines (III). ##STR1## cycloalkyl amines (IV), aromatic bicyclic amines (V), hydroquinone amines (VI), quinone amines (VII), amino-ethers (VIII) and bicyclic amino ethers (IX) are useful as pharmaceutical agents for treating a number of conditions including spinal trauma, mild and/or moderate to severe head injury, etc. Also disclosed is a method of treatment using the 3,4-dihydrobenzopyrans (XI).Type: GrantFiled: October 23, 1989Date of Patent: June 9, 1992Assignee: UpjohnInventors: John M. McCall, Donald E. Ayer, E. Jon Jacobsen, Frederick J. VanDoornik, John R. Palmer
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Patent number: 5120844Abstract: Disclosed are tris-substituted 1,3,5-triazine compounds having at least one (N-alkyl-p-phenylendediamino) group on the triazine ring. The preferred compositions are tri-substituted with the alkyl p-phenylenediamino group. The preferred compounds may be prepared by reacting N-alkylphenylenediamine with a cyanuric halide.Type: GrantFiled: July 19, 1990Date of Patent: June 9, 1992Assignee: Uniroyal Chemical Company, Inc.Inventors: Edward L. Wheeler, Franklin H. Barrows, Robert J. Franko
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Patent number: 5118736Abstract: Triazines substituted with an N,N-bis(1-hydrocarbyloxy-2,2,6,6-tetramethylpiperidin-4-yl)amino moiety are effective stabilizers for polymer compositions against the deleterious effects of actinic light.Type: GrantFiled: July 3, 1991Date of Patent: June 2, 1992Assignee: Ciba-Geigy CorporationInventors: Ramanathan Ravichandran, James P. Galbo
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Patent number: 5116977Abstract: Radiation-sensitive organo-halogen compounds having a photo-labile halomethyl-1,3,5-triazine moiety and at least one amine-containing moiety within one molecule. The compounds serve the dual purpose of photoinitiation and polymerization acceleration, thereby eliminating the need for the use of two separate compounds. The compounds of this invention are good photoinitiators, and compositions containing them are useful in printing, duplicating, copying, and other imaging systems.Type: GrantFiled: January 14, 1991Date of Patent: May 26, 1992Assignee: Minnesota Mining and Manufacturing CompanyInventors: Mitchel A. Rossman, James A. Bonham
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Patent number: 5110986Abstract: This application relates to a process for preparing a N-t-alkyl-1,2-diacylhydrazine by reacting a 1,3,4-oxadiazole with a tertiary alkyl cation precursor in the presence of a strong acid catalyst. Preferably, the 1,3,4-oxadiazole is a 2,5-disubstituted-1,3,4-oxadiazole and more preferably a 2,5-diaryl-1,3,4-oxadiazole. The strong acid catalyst is preferably a sulfur containing acid and more preferably sulfuric acid.Type: GrantFiled: April 26, 1988Date of Patent: May 5, 1992Assignee: Rohm and Haas CompanyInventor: Martha J. Kelly
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Patent number: 5108487Abstract: This invention relates to a novel class of sulfonylureas and their use as herbicides and plant growth regulants.Type: GrantFiled: March 8, 1990Date of Patent: April 28, 1992Assignee: E. I. Du Pont de Nemours and CompanyInventor: Stephen K. Gee
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Patent number: 5106971Abstract: The prior art solvent process for the manufacture of an oxo-piperazinyl triazine (PIP-T) compound required carrying out the reaction between an appropriately hindered cyclic amine and cyanuric chloride in the presence of caustic catalyst, in alkylbenzene solution, typically toluene. The chloride ions generated during the reaction, in presence of water present in the reaction zone, produced serious corrosion and resulted in off-color product which had a melt absorptivity greater than 3.5 mL/gm.cm. This "color" in the product made the product generally unmarketable. Another process to make a PIP-T termed "the solventless" process used no toluene solvent, and no caustic but required such a very large excess of amine that the catalytic function of the amine.HCl salt went unnoticed.Type: GrantFiled: April 12, 1991Date of Patent: April 21, 1992Assignee: The B. F. Goodrich CompanyInventors: George Kletecka, Victor L. Ledesma, Ronald M. Kovach
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Patent number: 5102928Abstract: The present invention relates to novel piperidine-triazine compounds of the general formula (I) ##STR1## in which R.sub.1 and R.sub.6 are e.g. isooctylamino or N-(2,2,6,6-tetramethyl-4-piperidyl)-butylamino, R.sub.2 and R.sub.5 are e.g. 2,2,6,6-tetramethyl-4-piperidyl, R.sub.3 and R.sub.4 are e.g. alkylene, R.sub.7 is e.g. a group ##STR2## m is zero or 1, n is zero, 1,2,3 or 4, p is 1 to 50, X is e.g. as defined for R.sub.1 and Y is e.g. a group ##STR3## The said compounds are effective as light stabilizers, heat stabilizers and oxidation stabilizers for organic materials.Type: GrantFiled: December 19, 1990Date of Patent: April 7, 1992Assignee: Ciba-Geigy CorporationInventor: Valerio Borzatta
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Patent number: 5099017Abstract: The invention relates to novel N,N'-bis-1,3,5-triazin-6-ylpiperazines of the formula ##STR1## in which X and Y are identical or different radicals --OR.sup.1, SR.sup.1 or --NR.sup.2 R.sup.3,whereR.sup.1 is a C.sub.1 - to C.sub.18 -alkyl group, a C.sub.5 - to C.sub.18 -cycloalkyl group, a phenyl or naphthyl group, or a C.sub.7 - to C.sub.18 -aralkyl group;R.sup.2 and R.sup.3, independently of one another, are a C.sub.1 - to C.sub.3 -alkyl group, a C.sub.5 - to C.sub.18 -cycloalkyl group, a phenyl or naphthyl group, or a C.sub.7 - to C.sub.18 -aralkyl group, or--NR.sup.2 R.sup.3 are piperidinyl or morpholinyl.In addition, 2 processes for the preparation of the novel substances are described.Type: GrantFiled: August 8, 1990Date of Patent: March 24, 1992Assignee: Hoechst AktiengesellschaftInventors: Werner Eberspach, Gunther Lenz, Manfred Lysek
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Patent number: 5096484Abstract: Herbicides of the formula (I):L--SO.sub.2 --NH--CO--NR.sub.6 --Ain which:L denotes one of the groups of the formulae L-1 to L-6 given below,A denotes the group of the formula (II) given below, ##STR1## R.sub.1, R.sub.2 and R.sub.3 can be indentical or different and represent a C.sub.1 -C.sub.4 alkyl radical or a C.sub.7 -C.sub.11 aralkyl radical, especially benzyl;R.sub.7, R.sub.8 and R.sub.9 can be identical or different and represent a hydrogen or halogen atom, a C.sub.1 -C.sub.4 alkyl radical which is optionally substituted by one or more halogen atoms or C.sub.1 -C.sub.4 alkoxy or C.sub.1 -C.sub.4 alkylthio radicals, C.sub.3 -C.sub.6 cycloalkyl which is optionally substituted by one or more halogen atoms or C.sub.1 -C.sub.4 alkoxy or C.sub.1 -C.sub.4 alkylthio radicals, C.sub.1 -C.sub.4 alkoxy or C.sub.1 -C.sub.4 alkylthio which are optionally substituted by one or more halogen atoms or C.sub.1 -C.sub.4 alkoxy or C.sub.1 -C.sub.4 alkylthio radicals, R.sub.Type: GrantFiled: June 22, 1990Date of Patent: March 17, 1992Assignee: Rhone-Poulenc AgrochimieInventors: Guy Borrod, Alain Gadras
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Patent number: 5097021Abstract: Dyestuffs of the formula ##STR1## give, on hydroxyl- and amido-containing materials, dyeings having a high fibre-dyestuff bond stability, a high stability to oxidizing agents and good wet fastness properties. The substituents are defined as follows:m=0 or 1n=0 or 1 where m+n+n=1 or 2,X denotes vinyl or CH.sub.2 CH.sub.2 --Y, Y represents OSO.sub.3 H, SSO.sub.3 H, OCOCH.sub.3, OPO.sub.3 H.sub.2, OSO.sub.2 CH.sub.3, SCN, NHSO.sub.2 CH.sub.3, Cl, Br, F, OCOC.sub.6 H.sub.5, OSO.sub.2 C.sub.6 H.sub.4 CH.sub.3 AND N(CH.sub.3).sub.3.sup.+ Cl.sup.-.R=H or C.sub.1 -C.sub.4 -alkyl which is unsubstituted or substituted by OH, halogen, SO.sub.3 H,W=radical of the formula ##STR2## in which ##STR3## in which R.sub.1 =H or denotes C.sub.1 -C.sub.6 -alkyl which is unsubstituted or substituted by OH, OSo.sub.3 H, SO.sub.3 H or COOH.Type: GrantFiled: March 27, 1991Date of Patent: March 17, 1992Assignee: Bayer AktiengesellschaftInventors: Frank-Michael Stohr, Hermann Henk, Karl-Josef Herd
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Patent number: 5097097Abstract: This disclosure relates to a method and reagents for determining ligands in biological fluids such as serum, plasma, spinal fluid, amnionic fluid and urine. In particular, this disclosure relates to a fluorescent polarization immunoassay procedure and to a novel class of tracer compounds employed as reagents in such procedures. The procedure disclosed combines the specificity of an immunoassay with the speed and convenience of fluorescent polarization techniques to provide a means for determining the amount of a specific ligand present in a sample.Type: GrantFiled: June 30, 1989Date of Patent: March 17, 1992Assignee: Abbott LaboratoriesInventors: Chao-Huei J. Wang, Stephen D. Stroupe, Michael E. Jolley
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Patent number: 5093462Abstract: Hydroxy functional epoxidized amino resins comprising glycidamide groups. The polyglycidamides are produced from alkoxymethyl amino resins by reaction with acrylamide, followed by reaction with a polyol to introduce hydroxy functionality and then the unsaturated groups of the hydroxyfunctional acrylamidomethyl amino resins are epoxidized with an epoxidation agent such as hydrogen peroxide. The polyglycidamides are formulated with epoxy reactants to provide curable epoxy systems.Type: GrantFiled: May 27, 1988Date of Patent: March 3, 1992Assignee: Monsanto CompanyInventor: William F. Pfohl