Hetero Ring Patents (Class 544/209)
  • Patent number: 5284945
    Abstract: 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: Grant
    Filed: February 26, 1993
    Date of Patent: February 8, 1994
    Assignee: Hoechst Aktiengesellschaft
    Inventor: Heinz Kehne
  • Patent number: 5284946
    Abstract: 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: Grant
    Filed: March 11, 1993
    Date of Patent: February 8, 1994
    Assignee: Bayer Aktiengesellschaft
    Inventors: Peter C. Knuppel, Dieter Berg, Stefan Dutzmann, Heinz-Wilhelm Dehne, Gerd Hanssler
  • Patent number: 5281707
    Abstract: 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: Grant
    Filed: August 10, 1992
    Date of Patent: January 25, 1994
    Assignee: Ciba-Geigy Corporation
    Inventors: Francesco Fuso, Gerhard Reinert
  • Patent number: 5274083
    Abstract: 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: Grant
    Filed: July 2, 1991
    Date of Patent: December 28, 1993
    Assignee: Bayer Aktiengesellschaft
    Inventors: Karl-Josef Herd, Hermann Henk, Frank-Michael Stohr
  • Patent number: 5270311
    Abstract: 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: Grant
    Filed: May 28, 1991
    Date of Patent: December 14, 1993
    Assignee: Imperial Chemical Industries PLC
    Inventors: Peter W. R. Caulkett, Geraint Jones, Michael G. Collis, Simon M. Poucher
  • Patent number: 5268401
    Abstract: 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: Grant
    Filed: April 23, 1991
    Date of Patent: December 7, 1993
    Assignee: Ciba-Geigy Corporation
    Inventor: Roberto Scrima
  • Patent number: 5260441
    Abstract: 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: Grant
    Filed: February 28, 1989
    Date of Patent: November 9, 1993
    Assignee: Abbott Laboratories
    Inventors: Daniel F. Heiman, Daniel S. Raden, Robert E. Dubler
  • Patent number: 5258514
    Abstract: 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: Grant
    Filed: May 14, 1992
    Date of Patent: November 2, 1993
    Assignee: American Cyanamid Company
    Inventor: Girish G. Parekh
  • Patent number: 5252740
    Abstract: 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: Grant
    Filed: October 2, 1991
    Date of Patent: October 12, 1993
    Assignee: Baxter Diagnostics Inc.
    Inventors: Ron L. Hale, Dennis W. Solas
  • Patent number: 5246932
    Abstract: 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: Grant
    Filed: May 21, 1992
    Date of Patent: September 21, 1993
    Assignee: Imperial Chemical Industries PLC
    Inventors: Peter W. R. Caulkett, Geraint Jones, Michael G. Collis, Simon M. Poucher
  • Patent number: 5242895
    Abstract: 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: Grant
    Filed: March 4, 1992
    Date of Patent: September 7, 1993
    Assignees: Kumiai Chemical Co., Ihara Chemical Industry Co., Ltd.
    Inventors: Masatoshi Tamaru, Norihiro Kawamura, Masahiro Sato, Fumiaki Takabe, Shigehiko Tachikawa, Ryo Yoshida
  • Patent number: 5240499
    Abstract: 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: Grant
    Filed: December 13, 1991
    Date of Patent: August 31, 1993
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Rainer Az, Wolfgang Schwab, Dieter Schnaitmann, Erwin Dietz
  • Patent number: 5239071
    Abstract: 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: Grant
    Filed: November 21, 1989
    Date of Patent: August 24, 1993
    Assignee: The B. F. Goodrich Company
    Inventors: Pyong-Nae Son, Victor L. Ledesma, George Kletecka
  • Patent number: 5239072
    Abstract: 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: Grant
    Filed: July 15, 1992
    Date of Patent: August 24, 1993
    Assignee: BASF Aktiengesellschaft
    Inventors: Alexander Aumueller, Hubert Trauth
  • Patent number: 5232896
    Abstract: 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: Grant
    Filed: May 6, 1992
    Date of Patent: August 3, 1993
    Assignee: DowElanco
    Inventors: Michael G. Smith, William C. Lo, Wendy S. Jacks, Robert J. Ehr
  • Patent number: 5231072
    Abstract: 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: Grant
    Filed: September 14, 1992
    Date of Patent: July 27, 1993
    Assignee: Shell Research Limited
    Inventors: David P. Astles, Andrew Flood, Trevor W. Newton, David C. Hunter
  • Patent number: 5227477
    Abstract: 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: Grant
    Filed: July 26, 1991
    Date of Patent: July 13, 1993
    Assignee: Sandoz Ltd.
    Inventors: Gunther Auerbach, Kurt Brenneisen, Markus Doerr, Paul Doswald, Markus Gisler, Werner Koch, Helmut A. Moser, Roland Wald
  • Patent number: 5221317
    Abstract: 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: Grant
    Filed: June 28, 1991
    Date of Patent: June 22, 1993
    Assignee: Bayer Aktiengesellschaft
    Inventors: 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
  • Patent number: 5216136
    Abstract: 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: Grant
    Filed: March 22, 1991
    Date of Patent: June 1, 1993
    Assignee: Sandoz Ltd.
    Inventor: Markus Gisler
  • Patent number: 5216156
    Abstract: 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: Grant
    Filed: May 5, 1992
    Date of Patent: June 1, 1993
    Assignee: Ciba-Geigy Corporation
    Inventors: James P. Galbo, Ramanathan Ravichandran, Mark S. Holt
  • Patent number: 5212303
    Abstract: 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: Grant
    Filed: September 28, 1992
    Date of Patent: May 18, 1993
    Assignee: Centre International de Recherches Dermatologiques (CIRD)
    Inventors: Braham Shroot, Jacques Eustache, Jean-Michel Bernardon
  • Patent number: 5211740
    Abstract: 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: Grant
    Filed: February 24, 1992
    Date of Patent: May 18, 1993
    Assignee: Bayer Aktiengesellschaft
    Inventors: Christa Fest, Rolf Kirsten, Joachim Kluth, Klaus-Helmut Muller, Hans-Jochem Riebel, Hans-Joachim Santel, Robert R. Schmidt, Harry Strang
  • Patent number: 5209771
    Abstract: 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: Grant
    Filed: January 21, 1992
    Date of Patent: May 11, 1993
    Assignee: Ciba-Geigy Corporation
    Inventor: Willy Meyer
  • Patent number: 5206364
    Abstract: 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: Grant
    Filed: March 4, 1992
    Date of Patent: April 27, 1993
    Assignee: Pfizer Inc.
    Inventors: Roger P. Dickinson, Kenneth Richardson
  • Patent number: 5198546
    Abstract: 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: Grant
    Filed: November 2, 1990
    Date of Patent: March 30, 1993
    Assignee: Ciba-Geigy Corporation
    Inventors: Valerio Borzatta, Giuseppe Cantatore
  • Patent number: 5188657
    Abstract: 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: Grant
    Filed: August 2, 1991
    Date of Patent: February 23, 1993
    Assignee: BASF Aktiengesellschaft
    Inventors: Gerhard Hamprecht, Horst Mayer, Karl-Otto Westphalen, Helmut Walter, Matthias Gerber, Klaus Grossmann, Wilhelm Rademacher
  • Patent number: 5187275
    Abstract: 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: Grant
    Filed: September 30, 1991
    Date of Patent: February 16, 1993
    Assignee: Ciba-Geigy Corporation
    Inventors: Valerio Borzatta, Roberto Scrima, Graziano Vignali
  • Patent number: 5180762
    Abstract: 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: Grant
    Filed: July 22, 1991
    Date of Patent: January 19, 1993
    Assignee: Ciba-Geigy Corporation
    Inventor: Paola Canova
  • Patent number: 5175262
    Abstract: 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: Grant
    Filed: October 25, 1991
    Date of Patent: December 29, 1992
    Assignee: BASF Aktiengesellschaft
    Inventors: Hermann Loeffler, Klaus Pandl, Manfred Patsch, Siegel Bernd
  • Patent number: 5171855
    Abstract: 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: Grant
    Filed: April 19, 1990
    Date of Patent: December 15, 1992
    Assignee: Ciba-Geigy Corporation
    Inventors: Valerio Borzatta, Franca Masina
  • Patent number: 5167692
    Abstract: 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: Grant
    Filed: September 17, 1990
    Date of Patent: December 1, 1992
    Assignee: Bayer Aktiengesellschaft
    Inventors: 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
  • Patent number: 5153324
    Abstract: A process for preparing herbicidal sulfonylureas which comprises mixing a sulfonylisocyanate and a heterocyclic amine in the absence of a solvent.
    Type: Grant
    Filed: December 26, 1991
    Date of Patent: October 6, 1992
    Assignee: E. I. du Pont de Nemours and Company
    Inventor: Teddy H. Grindstaff
  • Patent number: 5151514
    Abstract: 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: Grant
    Filed: October 28, 1991
    Date of Patent: September 29, 1992
    Assignee: Bayer Aktiengesellschaft
    Inventors: Klaus-Helmut Muller, Rolf Kirsten, Joachim Kluth, Klaus Konig, Hans-Jochem Riebel, Peter Babczinski, Hans-Joachim Santel, Robert R. Schmidt, Harry Strang
  • Patent number: 5134233
    Abstract: 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: Grant
    Filed: June 3, 1991
    Date of Patent: July 28, 1992
    Assignee: Ciba-Geigy Corporation
    Inventors: Giuseppe Cantatore, Valerio Borzatta, Graziano Vignali
  • Patent number: 5130429
    Abstract: 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: Grant
    Filed: November 27, 1991
    Date of Patent: July 14, 1992
    Assignee: Ciba-Geigy Corporation
    Inventors: Piero Piccinelli, Ivan Orban, Martin Holer, Valerio Borzatta
  • Patent number: 5125930
    Abstract: 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: Grant
    Filed: November 27, 1990
    Date of Patent: June 30, 1992
    Assignee: Nippon Chemical Works Co., Ltd.
    Inventor: Koichi Taniguchi
  • Patent number: 5124329
    Abstract: 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: Grant
    Filed: June 28, 1990
    Date of Patent: June 23, 1992
    Assignee: Imperial Chemical Industries PLC
    Inventors: John M. Clough, Ian T. Streeting, Christopher R. A. Godfrey
  • Patent number: 5120843
    Abstract: 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: Grant
    Filed: October 23, 1989
    Date of Patent: June 9, 1992
    Assignee: Upjohn
    Inventors: John M. McCall, Donald E. Ayer, E. Jon Jacobsen, Frederick J. VanDoornik, John R. Palmer
  • Patent number: 5120844
    Abstract: 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: Grant
    Filed: July 19, 1990
    Date of Patent: June 9, 1992
    Assignee: Uniroyal Chemical Company, Inc.
    Inventors: Edward L. Wheeler, Franklin H. Barrows, Robert J. Franko
  • Patent number: 5118736
    Abstract: 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: Grant
    Filed: July 3, 1991
    Date of Patent: June 2, 1992
    Assignee: Ciba-Geigy Corporation
    Inventors: Ramanathan Ravichandran, James P. Galbo
  • Patent number: 5116977
    Abstract: 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: Grant
    Filed: January 14, 1991
    Date of Patent: May 26, 1992
    Assignee: Minnesota Mining and Manufacturing Company
    Inventors: Mitchel A. Rossman, James A. Bonham
  • Patent number: 5110986
    Abstract: 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: Grant
    Filed: April 26, 1988
    Date of Patent: May 5, 1992
    Assignee: Rohm and Haas Company
    Inventor: Martha J. Kelly
  • Patent number: 5108487
    Abstract: This invention relates to a novel class of sulfonylureas and their use as herbicides and plant growth regulants.
    Type: Grant
    Filed: March 8, 1990
    Date of Patent: April 28, 1992
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Stephen K. Gee
  • Patent number: 5106971
    Abstract: 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: Grant
    Filed: April 12, 1991
    Date of Patent: April 21, 1992
    Assignee: The B. F. Goodrich Company
    Inventors: George Kletecka, Victor L. Ledesma, Ronald M. Kovach
  • Patent number: 5102928
    Abstract: 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: Grant
    Filed: December 19, 1990
    Date of Patent: April 7, 1992
    Assignee: Ciba-Geigy Corporation
    Inventor: Valerio Borzatta
  • Patent number: 5099017
    Abstract: 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: Grant
    Filed: August 8, 1990
    Date of Patent: March 24, 1992
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Werner Eberspach, Gunther Lenz, Manfred Lysek
  • Patent number: 5096484
    Abstract: 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: Grant
    Filed: June 22, 1990
    Date of Patent: March 17, 1992
    Assignee: Rhone-Poulenc Agrochimie
    Inventors: Guy Borrod, Alain Gadras
  • Patent number: 5097021
    Abstract: 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: Grant
    Filed: March 27, 1991
    Date of Patent: March 17, 1992
    Assignee: Bayer Aktiengesellschaft
    Inventors: Frank-Michael Stohr, Hermann Henk, Karl-Josef Herd
  • Patent number: 5097097
    Abstract: 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: Grant
    Filed: June 30, 1989
    Date of Patent: March 17, 1992
    Assignee: Abbott Laboratories
    Inventors: Chao-Huei J. Wang, Stephen D. Stroupe, Michael E. Jolley
  • Patent number: 5093462
    Abstract: 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: Grant
    Filed: May 27, 1988
    Date of Patent: March 3, 1992
    Assignee: Monsanto Company
    Inventor: William F. Pfohl