Polycyclo Ring System Having The Triazole Ring As One Of The Cyclos Patents (Class 548/257)
  • Patent number: 5229521
    Abstract: Compounds of formula ##STR1## wherein R.sub.1 is hydrogen alkyl, alkoxy, phenyl, phenylaklyl or halogen, and R.sub.2 is alkyl phenyl, phenylaklyl or cycloalkyl, are prepared by reacting a compound of formula ##STR2## with a compound of formula ##STR3## wherein R.sub.3 and R.sub.4 are alkyl, and formaldehyde, in a one-pot process in the absence of a solvent.
    Type: Grant
    Filed: October 23, 1992
    Date of Patent: July 20, 1993
    Assignee: Ciba-Geigy Corporation
    Inventors: Reto Luisoli, Werner Stegmann
  • Patent number: 5194456
    Abstract: The novel compound of the formula ##STR1## has been found to be useful as a UV absorber. A novel PMMA material has incorporated therein a UV absorbing amount of the novel UV absorber. Intraocular lenses and contact lenses are produced from PMMA having incorporated therein a UV absorbing amount of the novel UV absorber.Eyeglasses are produced having lenses of a polycarbonate material which has incorporated therein a UV absorbing amount of the novel UV absorbed.
    Type: Grant
    Filed: May 22, 1990
    Date of Patent: March 16, 1993
    Assignee: Ioptex Research, Inc.
    Inventor: Amitava Gupta
  • Patent number: 5190574
    Abstract: A herbicidal compound of formula (I): ##STR1## in which the dotted line indicates the presence of two double bonds arranged so as to form a fused hetero-aromatic ring system;Py is an optionally substituted pyrazole ring;W is O or NR.sup.1 ; where R.sup.1 is hydrogen or lower alkyl;X is (CH.sub.2).sub.n, CH.dbd.CH, CH(OR.sup.5)CH.sub.2, COCH.sub.2 ;where n is 0, 1 or 2;R.sup.2 and R.sup.3 are independently selected from H, optionally substituted alkyl, alkenyl or alkynyl, halogen, NR.sup.6 R.sup.7, or R.sup.2 and R.sup.3 together with the carbon to which they are attached form an optionally substituted alkenyl or cycloalkyl group;R.sup.4 is CO.sub.2 R.sup.8, CN, COR.sup.8, CH.sub.2 OR.sup.8, CH(OH)R.sup.8, CH(OR.sup.8)R.sup.9, CSNH.sub.2, COSR.sup.8, CSOR.sup.8, CONHSO.sub.2 R.sup.8, CONR.sup.10 R.sup.11, CONHNR.sup.10 R.sup.11, CONHN.sup.+ R.sup.10 R.sup.11 R.sup.12 R.sup.14-, CO.sub.2.sup.- R.sup.15+ or COON.dbd.CR.sup.10 R.sup.11 ;R.sup.15+ is an agriculturally acceptable cation and R.sup.
    Type: Grant
    Filed: February 7, 1991
    Date of Patent: March 2, 1993
    Assignee: Imperial Chemical Industries plc
    Inventors: David P. J. Pearson, John E. D. Barton, Christopher J. Mathews, David Cartwright, Susan P. Barnett
  • Patent number: 5187289
    Abstract: A method of preparing 2-phenylbenzotriazoles expressed by Formula I: ##STR1## (wherein R.sub.1 denotes a hydrogen or chlorine atom, a lower alkyl group having 1 to 4 carbon atoms, a lower alkoxyl group having 1 to 4 carbon atoms, a carboxyl group or a sulfonic acid group; R.sub.2 denotes a hydrogen or chlorine atom, a lower alkyl group having 1 to 4 carbon atoms or a lower alkoxyl group having 1 to 4 carbon atoms; R.sub.3 denotes a hydrogen or chlorine atom, an alkyl group having 1 to 12 carbon atoms, a lower alkoxyl group having 1 to 4 carbon atoms, a phenyl group, a phenyl group substituted by an alkyl group having 1 to 8 carbon atoms, a phenoxy group or a phenylalkyl group with an alkyl part having 1 to 4 carbon atoms; R.sub.4 denotes a hydrogen or chlorine atom, a hydroxyl group or an alkoxyl group having 1 to 4 carbon atoms; and R.sub.
    Type: Grant
    Filed: July 31, 1991
    Date of Patent: February 16, 1993
    Assignee: Chemipro Kasei Kaisha, Ltd.
    Inventors: Naohiko Fukuoka, Kazunobu Kubota, Kunitoshi Iguchi
  • Patent number: 5182403
    Abstract: The present invention relates to 3 indazol substituted 5 Beta amidomethyloxazolidin-2ones, useful as antibacterial agents and to intermediates for their production.
    Type: Grant
    Filed: April 23, 1992
    Date of Patent: January 26, 1993
    Assignee: The Upjohn Company
    Inventor: Steven J. Brickner
  • Patent number: 5164510
    Abstract: The present invention relates to 5'-indolinyloxazolidin-2-ones (XI) ##STR1## 3-(fused-ring) substituted)phenyl-5.beta.-amidomethyloxazolidin-2-ones (XXI) ##STR2## and 3-(nitrogen substituted)phenyl-5.beta.-amidomethyloxazolidin-2-ones (LV) which are useful as antibacterial agents and the intermediates (VI), (VII) and (VIII) useful for their production.
    Type: Grant
    Filed: February 20, 1991
    Date of Patent: November 17, 1992
    Assignee: The Upjohn Company
    Inventor: Steven J. Brickner
  • Patent number: 5133890
    Abstract: A lubricant composition comprising a lubricating oil susceptible to degradation by a metal; and b) a metal deactivator having the formula I: ##STR1## in which X formula II: ##STR2## in which R is hydrogen or C.sub.1 -C.sub.4 alkyl.
    Type: Grant
    Filed: June 12, 1991
    Date of Patent: July 28, 1992
    Assignee: Ciba-Geigy Corporation
    Inventors: Robert M. O'Neil, Paul Dubs
  • Patent number: 5132315
    Abstract: Tumor invasion and metastasis is the most life threatening aspect of cancer. Invasion and metastasis is a multistep process. Cellular functions required for invasion are attachment, locomotion and directed migration. Regulation of these processes may be independent of cell growth. A carboxylamino-imidazole compound was found to be potent inhibitor of tumor cell attachment, motility, invasion, proliferation, and metastasis. This compound and equivalents thereof constitute a cancer treatment agent of particular use in the treatment of peritoneal carcinomatosis of ovarian cancer.
    Type: Grant
    Filed: May 19, 1989
    Date of Patent: July 21, 1992
    Assignee: The United States of America as represented by the Department of Health and Human Services
    Inventors: Elise C. Kohn, Lance A. Liotta
  • Patent number: 5132429
    Type: Grant
    Filed: November 20, 1990
    Date of Patent: July 21, 1992
    Assignee: Shionogi & Co., Ltd.
    Inventors: Shigeru Narita, Takayasu Kitagawa
  • Patent number: 5128267
    Abstract: Naphthotriazolium salts which are chromogenic indicators for reducing substrate, such as NADH or NADPH.
    Type: Grant
    Filed: February 19, 1991
    Date of Patent: July 7, 1992
    Assignee: Miles Inc.
    Inventors: Jurgen Kocher, Meinhard Rolf, Klaus Wehling
  • Patent number: 5108485
    Abstract: There are provided o-carboxy-(5-oxo-2-imidazolin-2-yl)benzoheterocyclic compounds wherein the fused heterocyclic ring system is a 5-membered ring containing one, two or three nitrogen atoms, derivatives of said benzoheterocyclic compounds and a method for the use therewith to control monocotyledonous and dicotyledonous plant species.
    Type: Grant
    Filed: August 31, 1990
    Date of Patent: April 28, 1992
    Assignee: American Cyanamid Company
    Inventor: Robert F. Doehner, Jr.
  • Patent number: 5097040
    Type: Grant
    Filed: November 20, 1990
    Date of Patent: March 17, 1992
    Assignee: Shionogi & Co., Ltd.
    Inventors: Shigeru Narita, Takayasu Kitagawa
  • Patent number: 5076946
    Abstract: The addition of certain alkylamine substituted benzotriazole compounds to a lubricant imparts improved oxidation stability and rust inhibition to the lubricant.
    Type: Grant
    Filed: March 30, 1990
    Date of Patent: December 31, 1991
    Assignee: Exxon Research and Engineering Company
    Inventors: John W. Frankenfeld, Keith U. Ingold
  • Patent number: 5066656
    Abstract: (6,7-dihydro-5H-pyrrolo[1,2-c]imidazolyl-5-yl)- and (5,6,7,8-tetrahydroimidazo[1,5-a]pyridinyl-5-yl) substituted 1H-benzotriazole derivatives, compositions containing the same and methods of treating estrogen dependent disorders.
    Type: Grant
    Filed: September 10, 1990
    Date of Patent: November 19, 1991
    Assignee: Janssen Pharmaceutica N.V.
    Inventors: Michael N. Greco, Marcel A. C. Janssen
  • Patent number: 5055587
    Abstract: A process for preparing a 1H-pyrazolo[5,1-C]-1,2,4-triazole compound represented by the following general formula (I): ##STR1## wherein R.sup.1 represents a hydrogen atom or a substituent group, R.sup.2 represents an alkyl group, an aryl group or a heterocyclic ring group, and X represents a hydrogen atom or a substituent group,which process comprises reacting either an imidic acid ester represented by the following general formula (II): ##STR2## wherein R.sup.2 is as defined above, R.sup.3 represents an alkyl group, and Y represents an acid radical, or an orthoester represented by the following general formula (III):R.sup.2 --C(OR.sup.3).sub.3 (III)wherein R.sup.2 and R.sup.3 are as defined above, with a 5-hydroazino-1H-pyrazole compound represented by the following general formula (IV): ##STR3## wherein R.sup.1 and X are as defined above, Y' represents an acid radical, and n represents O or a positive integer necessary to neutralize the intramolecular electric charge.
    Type: Grant
    Filed: March 15, 1989
    Date of Patent: October 8, 1991
    Assignee: Fuji Photo Film Co., Ltd.
    Inventor: Yuki Mizukawa
  • Patent number: 5003076
    Abstract: Novel fluorescent chiral derivatization reagent containing a compound of the formula: ##STR1## being useful for the determination of carboxylic acid enantiomers with high sensitivity, which are easily and well separated in a form of their consequent diastereomeric amides.
    Type: Grant
    Filed: September 26, 1989
    Date of Patent: March 26, 1991
    Assignee: Shionogi & Co., Ltd.
    Inventors: Shigeru Narita, Takayasu Kitagawa
  • Patent number: 4996316
    Abstract: A process for the preparation of tertiary N,N-dimethylamines by the reaction of primary amines, formaldehyde, and hydrogen under pressure and at elevated temperature in the presence of a nickel-containing hydrogenation catalyst in the liquid phase. The hydrogenation catalyst is suspended in a solvent, the nickel concentration is 0.1 to 10% by weight, based on the primary amine. The starting materials are separate from each other, brought to 80.degree. to 150.degree. C. and 1 to 15 MPa and fed into the catalyst suspension simultaneously with stirring and reacted in one step to form the tertiary N,N-dimethylamines.
    Type: Grant
    Filed: December 24, 1988
    Date of Patent: February 26, 1991
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Jurgen Weber, Detlef Kampmann, Claus Kniep
  • Patent number: 4978787
    Abstract: A compound of the formula: ##STR1## wherein R is a C.sub.1 -C.sub.5 alkyl group, a C.sub.3 -C.sub.5 alkenyl group, a C.sub.3 -C.sub.5 alkynyl group or a C.sub.3 -C.sub.7 cycloalkyl group, which is useful as a herbicide.
    Type: Grant
    Filed: September 11, 1989
    Date of Patent: December 18, 1990
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Toru Haga, Eiki Nagano, Ryo Sato, Kouichi Morita
  • Patent number: 4950764
    Abstract: 2-Aryl-4-isoxazolin-3-one derivatives having the following general formula (I): ##STR1## wherein R.sup.1 represents an alkyl group or an aryl group, R.sup.2, R.sup.3, and R.sup.4 each represents a hydrogen atom, a trifluoromethyl group, a carbamoyl group, a sulfamoyl group, an alkoxycarbonyl group, an aryloxycarbonyl group, a sulfonyl group, a halogen atom, a cyano group, a nitro group, an alkoxy group, an aryloxy group, an acyl group, a carboxy group, or a sulfo group, with at least one of R.sup.2, R.sup.3, and R.sup.4 being selected from among a nitro group, a cyano group, a sulfamoyl group, a carbamoyl group, and a sulfonyl group, and X represents a monovalent group of one of a mercaptoazole, a mercaptoazaindene, a tetrazaindene, a mercaptopyrimidine a benzotriazole, an indazole, and a benzimiazole, are disclosed.
    Type: Grant
    Filed: May 2, 1988
    Date of Patent: August 21, 1990
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Koki Nakamura, Shigeru Makamura
  • Patent number: 4943574
    Abstract: (1H-azol-1-ylmethyl)substituted benzotriazole derivatives, compositions containing the same, and methods of treating estrogen dependent disorders.
    Type: Grant
    Filed: September 28, 1989
    Date of Patent: July 24, 1990
    Assignee: Janssen Pharmaceutica N.V.
    Inventors: Alfons H. M. Raeymaekers, Eddy J. E. Freyne, Josephu L. H. Van Gelder, Marc G. Venet
  • Patent number: 4918195
    Abstract: Triazoles fused with aromatic systems are prepared by reaction of o-arylenediamines with nitrites and subsequent purification by distillation, the distillation being carried out in the presence of an alkaline substance.
    Type: Grant
    Filed: September 12, 1988
    Date of Patent: April 17, 1990
    Assignee: Bayer Aktiengesellschaft
    Inventors: Ulrich Schnegg, Ulrich Bormann
  • Patent number: 4904800
    Abstract: A compound of the formula: ##STR1## wherein R is a C.sub.1 -C.sub.5 alkyl group, a C.sub.3 -C.sub.5 alkenyl group, a C.sub.3 -C.sub.5 alkynyl group or a C.sub.3 -C.sub.7 cycloalkyl group, which is useful as a herbicide.
    Type: Grant
    Filed: April 14, 1988
    Date of Patent: February 27, 1990
    Assignee: Sumitomo Chemical Company Limited
    Inventors: Toru Haga, Eiki Nagano, Ryo Sato, Kouichi Morita
  • Patent number: 4863802
    Abstract: Novel coating compositions contain a radiation polymerizable acrylic monomer or oligomer and an ultraviolight-light absorbing effective amount of a UV-absorbing multimeric benzotriazole compound.
    Type: Grant
    Filed: December 31, 1987
    Date of Patent: September 5, 1989
    Assignee: General Electric Company
    Inventors: James E. Moore, Arnold Factor, Peter M. Miranda
  • Patent number: 4835167
    Abstract: The present invention provides new tricyclic benzotriazoles of the general formula: ##STR1## wherein Z is a hydrogen atom or an acyl radical, Y is an oxygen or sulphur atom or two hydrogen atoms and X is an oxygen or sulphur atom or a >CR.sub.1 R.sub.2 or >NR.sub.3 group, R.sub.1 is a hydrogen atom or an alkyl, alkenyl or cycloalkyl radical, R.sub.2 is a hydrogen atom or an alkyl, alkenyl or cyano group or a carbonyl group substituted by a hydroxyl, alkyl, alkoxy, amino, alkylamino, dialkylamino or hydrazino group or R.sub.2, together with R.sub.1, represents a cycloalkylene radical or R.sub.1 and R.sub.2 together form an alkylidene or cycloalkylidene radical and R.sub.3 is a hydrogen atom or an alkyl radical; the tautomers thereof and the physiologically acceptable acid-addition salts thereof with inorganic and organic acids.
    Type: Grant
    Filed: August 3, 1987
    Date of Patent: May 30, 1989
    Assignee: Boehringer Mannheim GmbH
    Inventors: Wolfgang Von Der Saal, Walter-Gunar Friebe, Alfred Mertens, Bernd Muller-Beckmann, Gisbert Sponer
  • Patent number: 4826960
    Abstract: The process for the reaction of bicyclic amide acetals with reactive protic compounds of the general Formula ##STR1## wherein Y represents a member selected from the group consisting of ##STR2## R.sup.1 represents a member selected from the group consisting of hydrogen, an alkyl group having from 1 to 10 carbon atoms, an aryl group having from 6 to 12 carbon atoms, and R.sup.2 represents a member selected from the group consisting of an alkyl group having from 1 to 10 carbon atoms, an aryl group having from 6 to 12 carbon atoms, an alkylene ether group having from 1 to 50 carbon atoms, an arylene ether group having from 6 to 50 carbon atoms such as ethyl carbamate to form novel products which are useful as curing agents, blowing agents and monomers is disclosed.
    Type: Grant
    Filed: April 11, 1986
    Date of Patent: May 2, 1989
    Assignee: Ashland Oil, Inc.
    Inventor: Anil B. Goel
  • Patent number: 4791206
    Abstract: New reaction products, useful as additives for functional fluids, are obtained by reacting, at elevated temperature,(A) a triazole having the formula IA or IB: ##STR1## wherein R.sub.7 is hydrogen or a C.sub.1 -C.sub.20 alkyl residue;R.sub.8 and R.sub.9 are the same or different and each is C.sub.1 -C.sub.20 alkyl, C.sub.3 -C.sub.20 alkenyl, C.sub.5 -C.sub.12 cycloalkyl, C.sub.7 -C.sub.13 aralkyl, C.sub.6 -C.sub.10 aryl or R.sub.8 and R.sub.9, together with the nitrogen atom to which they are attached, form a 5-, 6- or 7-membered heterocyclic residue or R.sub.8 and R.sub.9 is each a residue of formula:R.sub.12 X[(alkylene)O].sub.n (alkylene)-- IIwherein X is O, S or N(R.sub.12), R.sub.12 is hydrogen or C.sub.1 -C.sub.20 alkyl, "alkylene" is a C.sub.1 -C.sub.12 alkylene residue and n is 0 or an integer from 1 to 6;R.sub.10 is hydrogen, C.sub.1 -C.sub.20 alkyl or C.sub.6 -C.sub.10 aryl or C.sub.7 -C.sub.18 alkyl phenyl; and R.sub.11 is hydrogen, C.sub.1 -C.sub.20 alkyl or a residue --CH.sub.2 NR.sub.8 R.sub.
    Type: Grant
    Filed: May 9, 1986
    Date of Patent: December 13, 1988
    Assignee: Ciba-Geigy Corporation
    Inventors: Robert M. O'Neil, Ulrich Kristen, Ulrich Haring
  • Patent number: 4791211
    Abstract: An improved process for the production of 2-stilbylnaphthotriazole optical bleaches which involves diazotizing aminostilbene 2-sulfonic acids, coupling the thus formed diazonium salt with naphthylamino-sulfonic acid to form the stilbylnaphthyl monoazo salt by adding the naphthylamino-sulfonic acid to the diazonium salt from the diazotization, neutralized to a pH in the range of 6-8, in the presence of 2-butoxyethanol, oxidizing said monoazo salt to form the 2-stilbylnaphthotriazole compounds with air in an aqueous alkaline medium containing butoxyethanol and isolating and recovering said 2-stilbylnaphotriazole optical bleaches as their sodium salts.
    Type: Grant
    Filed: January 20, 1987
    Date of Patent: December 13, 1988
    Assignee: Ciba-Geigy Corporation
    Inventors: Richard B. Lund, Larry W. Bass
  • Patent number: 4788292
    Abstract: Compounds of the formula ##STR1## wherein R.sub.1, R.sub.2, R.sub.3 and R.sub.4, independently of one another, represent hydrogen, hydroxy or halogen or are alkyl, alkoxy, alkanoyloxy, or alkanoylamino groups which are unsubstituted or substituted by alkoxy, hydroxyl, halogen, aryl, cycloalkyl, azacycloalkyl, cyano or by polyalkyleneoxy, or two or more of adjacent R.sub.1 -R.sub.4 together form one or more fused rings of 5-8 members each; R is alkylene of up to 16 carbon atoms which is unsubstituted or substituted by hydroxy, lower alkoxy, or halo and which may be interrupted by oxygen, sulfur, carboxamido, sulfonamido, aminosulfonyl, aminocarbonyl, carbonyloxy, sulfinyl, or sulfonyl; and R.sub.f is perfluoroalkyl or perfluoroalkoxyalkyl of 4 to 16 carbon atoms; or mixtures thereof. Such compounds are useful as oil soluble corrosion inhibitors.
    Type: Grant
    Filed: July 31, 1986
    Date of Patent: November 29, 1988
    Assignee: Ciba-Geigy Corporation
    Inventors: Kirtland P. Clark, Athanasios Karydas
  • Patent number: 4780541
    Abstract: This invention relates to a method for preparing a 2-phenylbenzotriazole of formula I, ##STR1## (wherein R.sub.1 represents hydrogen or chlorine atom, a lower alkyl group having a carbon number of 1 to 4, a lower alkoxyl group having a carbon number of 1 to 4, carboxyl group, or sulfonic acid group; R.sub.2 represents hydrogen or chlorine atom, a lower alkyl group having a carbon number of 1 to 4, or a lower alkoxyl group having a carbon number of 1 to 4; R.sub.3 represents hydrogen or chlorine atom, an alkyl group having a carbon number of 1 to 12, a lower alkoxyl group having a carbon number of 1 to 4, phenyl group, a phenyl group substituted with an alkyl group having a carbon number of 1 to 8, phenoxy group, or a phenylalkyl group, the alkyl part of which has a carbon number of 1 to 4; R.sub.4 represents hydrogen or chlorine atom, hydroxyl group, or a lower alkoxyl group having a carbon number of 1 to 4; and R.sub.
    Type: Grant
    Filed: September 11, 1986
    Date of Patent: October 25, 1988
    Assignee: Chemipro Kasei Kaisha, Ltd.
    Inventor: Shuichi Seino
  • Patent number: 4755215
    Abstract: A compound of the formula: ##STR1## wherein R is a C.sub.1 -C.sub.5 alkyl group, a C.sub.3 -C.sub.5 alkenyl group, a C.sub.3 -C.sub.5 alkynyl group or a C.sub.3 -C.sub.7 cycloalkyl group, which is useful as a herbicide.
    Type: Grant
    Filed: January 14, 1986
    Date of Patent: July 5, 1988
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Toru Haga, Eiki Nagano, Ryo Sato, Kouichi Morita
  • Patent number: 4727158
    Abstract: 5-tert-Octyl-2-(2-hydroxy-3,5-di-alpha-cumylphenyl)-2H-benzotriazole and related 2H-benzotriazoles substituted on the 5-position of the benzo ring by a higher alkyl group such as tert-octyl or dodecyl exhibit outstanding efficacy in protecting organic substrates from light-induced deterioration as well as good resistance to loss by volatilization or exudation during the high temperature processing of stabilized compositions. The above-named compounds exhibit good solubility in common organic solvents, and exhibit very high extinction coefficients.
    Type: Grant
    Filed: September 3, 1985
    Date of Patent: February 23, 1988
    Assignee: Ciba-Geigy Corporation
    Inventors: Raymond Seltzer, Roland A. E. Winter
  • Patent number: 4687857
    Abstract: Novel alkyl .beta.-oxo-benzenepropanoates of the formula ##STR1## wherein X is in the 5-,6-,7- or 8-position and is selected from the group consisting of hydrogen, halogen, alkyl of 1 to 5 carbon atoms, alkoxy of 1 to 4 carbon atoms, CF.sub.3 --, CF.sub.3 S-- and CF.sub.3 O--, R.sub.1 ' is selected from the group consisting of hydrogen and alkyl of 1 to 4 carbon atoms, R.sub.2 ' is selected from the group consisting of hydrogen, thiazolyl, 4,5-dihydrothiazolyl, pyridinyl, oxazolyl, isoxazolyl, imidazolyl, pyrimidyl, tetrazolyl, thienyl, benzothiazolyl and phenyl optionally substituted with at least one member of the group consisting of halogen, alkoxy of 1 to 4 carbon atoms, hydroxy, phenyl, CF.sub.3 --, NO.sub.2 -- alkyl of 1 to 4 carbon atoms and alkyl of 1 to 4 carbon atoms substituted with amino, alkylamino or dialkylamino with alkyls of 1 to 3 carbon atoms or R.sub.1 ' and R.sub.
    Type: Grant
    Filed: October 12, 1984
    Date of Patent: August 18, 1987
    Assignee: Roussel Uclaf
    Inventors: Francois Clemence, Odile Le Martret
  • Patent number: 4675352
    Abstract: Liquid 2-(2-hydroxy-3-higher branched alkyl-5-methylphenyl)-2H-benzotriazole mixtures are prepared by alkylating 2-(2-hydroxy-5-methylphenyl)-2H-benzotriazole with a straight chain alkene or with a branched chain alkene of 8 to 30 carbon atoms in the presence of an acidic catalyst at 100.degree.-200.degree. C. The liquid mixtures exhibit outstanding efficacy in protecting organic substrates from light induced deterioration as well as good resistance to loss by volatilization or exudation during the processing of stabilized compositions at elevated temperatures.
    Type: Grant
    Filed: November 20, 1985
    Date of Patent: June 23, 1987
    Assignee: Ciba-Geigy Corporation
    Inventors: Roland A. E. Winter, Robert E. Detlefsen
  • Patent number: 4642350
    Abstract: Process for preparing 2-(2'-hydroxyphenyl)-benzotriazoles of the formula ##STR1## from 2-nitro-2'-hydroxyazobenzenes of the formula ##STR2## which comprises reducing a 2-nitro-2'-hydroxyazobenzene compound in a strongly basic medium in the presence of an aromatic dihydroxy or dioxo compound as catalyst and of an alcohol having more than one carbon atom. The 2-(2'-hydroxyphenyl)-benzotriazole compounds are known stabilizers for organic materials.
    Type: Grant
    Filed: December 18, 1985
    Date of Patent: February 10, 1987
    Assignee: Ciba-Geigy Corporation
    Inventors: Alexander Davatz, Tibor Somlo
  • Patent number: 4626368
    Abstract: Benzotriazole or a substituted benzotriazole when reacted with alkyl aldehydes and dialkylhydrogen phosphites provide products which improve the load-carrying, antiwear properties of lubricant oils and greases.
    Type: Grant
    Filed: December 10, 1985
    Date of Patent: December 2, 1986
    Assignee: Mobil Oil Corporation
    Inventor: Angeline B. Cardis
  • Patent number: 4608383
    Abstract: The present invention provides aryloxypropanolamines of the general formula: ##STR1## wherein R.sub.1, R.sub.2, R.sub.3 and R.sub.4, which may be the same or different, are hydrogen or halogen atoms or lower alkyl, cyano, carboxamide, hydroxyl, lower acyloxy, lower alkoxy, lower alkenyloxy or aryl lower alkoxy radicals, R.sub.5 and R.sub.6, which may be the same or different, are hydrogen atoms or lower alkyl radicals, X is a straight or branched alkylene chain containing 2 to 6 carbon atoms, A is a mono-, bi- or tricyclic heteroaromatic or hydroheteroaromatic radical or, when at least one of the symbols R.sub.1, R.sub.2, R.sub.3 and R.sub.4 is other than a hydrogen atom, may also be a phenyl radical, with the proviso that when A is a uracil-6-yl radical, the 5-position of the uracil moiety does not contain a hydrogen atom, R.sub.7, R.sub.8, R.sub.9, R.sub.10 and R.sub.
    Type: Grant
    Filed: October 3, 1983
    Date of Patent: August 26, 1986
    Assignee: Boehringer Mannheim GmbH
    Inventors: Fritz Wiedemann, deceased, Wolfgang Kampe, Karl Dietmann, deceased, Gisbert Sponer
  • Patent number: 4562262
    Abstract: A process for the preparation of polycyclic nitrogen-containing compounds of the formula ##STR1## where R is hydrogen or an organic radical, wherein a compound of the formula ##STR2## where Alk is alkyl of 1 to 4 carbon atoms and R has the above meanings, is reacted with a solution of an alkali metal hydroxide or of calcium hydroxide and the product is then oxidized.
    Type: Grant
    Filed: November 28, 1984
    Date of Patent: December 31, 1985
    Assignee: BASF Aktiengesellschaft
    Inventors: Norbert Rieber, Heinrich Bohm, Rolf Platz, Werner Fuchs
  • Patent number: 4560688
    Abstract: Antihistamines of the formula ##STR1## wherein ##STR2## is a 5 or 6 membered ring which is phenyl or heterocyclic; ##STR3## is a six membered ring which is 2,3, or 4 pyridyl or is phenyl or substituted phenyl, with the proviso that is ##STR4## is a nitrogen containing ring, ##STR5## must be phenyl; Z is an alkylene chain having 0 to 2 carbon atoms in the chain, said 2 carbon chain optionally having one double bond, said chain optionally having either a carbonyl oxygen, or a hydroxy group as a substituent; W is ##STR6## wherein p is 1 or 2 and n is 1 or 2, R.sup.1 is C.sub.1 to C.sub.6 alkyl, R.sup.2 is hydrogen or C.sub.1 to C.sub.6 alkyl, and the dotted line represents an optional double bond, R.sup.2 being absent if the double bond is present, and Y is substiuted carboxylate or substituted sulfonyl. Said antihistamines have little or no sedative effects.
    Type: Grant
    Filed: February 8, 1984
    Date of Patent: December 24, 1985
    Assignee: Schering Corporation
    Inventor: Frank J. Villani
  • Patent number: 4560694
    Abstract: Alkylene(cycloalkylene)-bis-heterocyclyl-biguanides of the formula ##STR1## in which A and B each independently is a nitrogen-containing heterocyclic radical which is linked via a nitrogen atom,R is an optionally alkyl-substituted cycloalkylene radical, or an alkylene radical which is optionally substituted by cycloalkylene, bicycloalkylene, tricycloalkylene, oxygen, sulphur or the NR.sup.3 group,R.sup.1 and R.sup.2 each independently is hydrogen, alkyl or optionally substituted aralkyl, orR.sup.1 and R.sup.2 together with the two nitrogen atoms on which they are located and R form a heterocyclic ring, andR.sup.3 is hydrogen, alkyl or optionally substituted aralkyl,or salts thereof which possess fungicidal activity.
    Type: Grant
    Filed: May 20, 1983
    Date of Patent: December 24, 1985
    Assignee: Bayer Aktiengesellschaft
    Inventors: Siegfried Oeckl, Hans-Georg Schmitt, Wilhelm Brandes
  • Patent number: 4549026
    Abstract: A process for the preparation of condensed triazoles of formula I ##STR1## in which R together with the triazole group form an aromatic group R.sub.1 is hydrogen or a hydrocarbon groupthe process comprisingreacting in a medium containing an organic phase a compound of formula II ##STR2## with a nitrite and an acid. The reaction is preferably carried out at a raised temperature.
    Type: Grant
    Filed: March 2, 1982
    Date of Patent: October 22, 1985
    Assignee: Sandoz Ltd.
    Inventors: Michel Deur, Istvan Toth
  • Patent number: 4536189
    Abstract: An anti-corrosion additive composition for motor fuels containing a minor amount (i.e., from 1 to 10%) of a short chain aliphatic alcohol that is prepared by reacting substantially equal molar amounts of maleic anhydride and a hydrocarbon-substituted mono primary amine or hydrocarbon-substituted mono primary ether amine to produce a maleamic acid intermediate reaction product followed by (b) reacting said intermediate product of (a) with a substantially equal molar amount of a heterocyclic selected from the group consisting of 5-amino-1,3,4-thiadiazole-2-thiol or benzotriazole, said hydrocarbon-substituted mono primary amine being represented by the formula:R--NH.sub.
    Type: Grant
    Filed: April 27, 1984
    Date of Patent: August 20, 1985
    Assignee: Texaco Inc.
    Inventor: Rodney L. Sung
  • Patent number: 4528381
    Abstract: The invention provides a process for preparing triazoles comprising reacting a compound having the structural formula ##STR1## with a compound having the formulaR--ON.dbd.Oin the presence of C.sub.6 -C.sub.10 alkanol, wherein n is 0, 1 or 2, R is C.sub.6 -C.sub.10 alkyl and R.sup.1 is hydrogen or C.sub.1 -C.sub.10 alkyl.
    Type: Grant
    Filed: August 26, 1982
    Date of Patent: July 9, 1985
    Assignee: Uniroyal, Inc.
    Inventors: Richard A. Gencarelli, Edward L. Wheeler
  • Patent number: 4459296
    Abstract: There are disclosed piperidinio, piperazino and homopiperazino derivatives wherein there is N-substitution by a heterocyclic compound taken from the group benzimidazole, indole, purine or benzotriazole and to the organic or mineral acid addition salts of these derivatives. The process for preparation of such compounds and their use is also disclosed.
    Type: Grant
    Filed: April 20, 1982
    Date of Patent: July 10, 1984
    Assignee: Delalande S.A.
    Inventors: Jean-Francois R. Ancher, Patrick G. Guerret, Michel Langlois, Jacky A. Tisne-Versailles
  • Patent number: 4436912
    Abstract: Cephalosporin broad spectrum antibiotics possessing a 7.beta.-[2-[(2-aminooxazol)-4-yl]-2-(substituted oximino)]acetamido side chain and a variety of substituents at the 3-position of the cephalosporins are claimed. Also claimed are intermediates in the synthesis of the above cephalosporin antibiotics.
    Type: Grant
    Filed: September 13, 1982
    Date of Patent: March 13, 1984
    Assignee: Eli Lilly and Company
    Inventor: William J. Wheeler
  • Patent number: 4431589
    Abstract: These are described compounds of formula (I) ##STR1## or an acid addition salt thereof; in which R.sup.1, R.sup.2, R.sup.3 and R.sup.4 independently represent hydrogen, C.sub.1-4 alkyl, C.sub.2-4 alkenyl, halogen, C.sub.1-4 haloalkyl, nitro, C.sub.1-4 alkoxy, C.sub.1-4 haloalkoxy, C.sub.1-4 alkylthio or phenylsulphonyl; in which R.sup.5 is a group of the formula ##STR2## where R.sup.7 is hydrogen or C.sub.1-6 alkyl, R.sup.8 is hydrogen or C.sub.1-4 alkyl and n is 0 or 1, provided that when R.sup.7 is hydrogen n is 0; and in which R.sup.6 is attached to the 1, 2 or 3 position of the triazole ring and is hydrogen, C.sub.1-10 alkyl, C.sub.3-7 cycloalkyl, C.sub.3-7 cycloalkyl C.sub.1-4 alkyl, phenyl, benzyl or acyl. These compounds are pharmaceutically active and are especially useful in the treatment of disorders of the central nervous system. They are prepared by reacting an amine of formula R.sup.
    Type: Grant
    Filed: December 3, 1981
    Date of Patent: February 14, 1984
    Assignee: Lilly House
    Inventors: Jiban K. Chakrabarti, Terrence M. Hotten, David J. Steggles
  • Patent number: 4424360
    Abstract: An improved process for the preparation of fused 1,2,3-triazoles by reaction of an ortho-diaminoaryl with an ester of nitrous acid in a soluent or diluent is disclosed wherein the process is catalyzed by the use of a 1,2,3-triazole.
    Type: Grant
    Filed: March 25, 1982
    Date of Patent: January 3, 1984
    Assignee: Bayer Aktiengesellschaft
    Inventors: Ferdinand Hagedorn, Werner Evertz
  • Patent number: 4417048
    Abstract: Organonitrogen compounds bearing a labile hydrogen atom directly bonded to a reactive nitrogen function, e.g., nitrogen heterocycles or substituted anilines, are N-alkylated with an N-alkylating agent in the presence of inorganic base and at least one sequestering agent having the structural formula:N--CHR.sub.1 --CHR.sub.2 --O--(CHR.sub.3 --CHR.sub.4 --O).sub.n --R.sub.5 ].sub.3 (I)wherein n is a number ranging from 0 to 10, R.sub.1, R.sub.2, R.sub.3, R.sub.4, which may be identical or different, each represents a hydrogen atom or an alkyl radical having 1 to 4 carbon atoms, and R.sub.5 represents an alkyl or cycloalkyl radical having 1 to 12 carbon atoms, a phenyl radical, or a radical of the formula --C.sub.m H.sub.2m --.phi., or C.sub.m H.sub.2m+1 --.phi.--, m ranging from 1 to about 12 and .phi. being phenyl.
    Type: Grant
    Filed: February 24, 1982
    Date of Patent: November 22, 1983
    Assignee: Rhone-Poulenc Specialties Chimiques
    Inventors: Gerard Soula, Maurice Balme
  • Patent number: 4398028
    Abstract: The present invention concerns compounds of formula ##STR1## wherein X is O, S or NH; n is 1 or 2 and A is a 5-membered heterocyclic ring, wherein the bicyclic system may be substituted. The compounds are useful as myotonolytic and anti-hypertensive agents.
    Type: Grant
    Filed: June 24, 1981
    Date of Patent: August 9, 1983
    Assignee: Sandoz Ltd.
    Inventor: Peter Neumann
  • Patent number: 4387100
    Abstract: Phenoxy-aminopropanol derivatives of the formula ##STR1## wherein R is lower alkyl, X is oxygen or sulfur, n is the integer zero or 1, Y is methylene, ethylene or propylene or, when n is zero, Y can also be a group of the formula--CH.dbd.CH--C*H.sub.2 -- (a), wherein the double-bond is trans and the carbon atom marked with an asterisk is linked to Z, and Z is a 5-membered aromatic heterocyclic ring which contains one or more nitrogen atoms as the sole hetero atom (s), said heterocyclic ring is linked to Y via a nitrogen atom, and may be substituted by halogen, lower alkyl, lower alkoxy, aryl, cyano or carboxamido, or on adjacent carbon atoms by a group of the formula ##STR2## and pharmaceutically acceptable acid addition salts thereof are described. A process for the preparation of the compound of formula I and pharmaceutical preparations containing them are also described. The aforementioned compounds and salts possess .beta.-adrenergic blocking activity and antihypertensive activity.
    Type: Grant
    Filed: February 24, 1981
    Date of Patent: June 7, 1983
    Assignee: Hoffmann-La Roche Inc.
    Inventor: Peter J. Machin
  • Patent number: 4378361
    Abstract: Compounds of the formula ##STR1## wherein Het is ##STR2## n is an integer from 1 to 4, inclusive, preferably 2 or 3, R.sub.1 is H or acyl,R.sub.2 is H, R.sub.1 O, --NHSO.sub.2 R.sub.7, --NHCOR.sub.8, --NHCONHR.sub.8, --NH--CH.sub.2 --C.sub.6 H.sub.4 --R.sub.9, --CH.sub.2 OH, --CH.sub.2 SO.sub.2 R.sub.7, --CONHR.sub.8, halogen or --CN,R.sub.3 is H, halogen, R.sub.7 or --OR.sub.7,R.sub.2 and R.sub.3 together with each other are ##STR3## R.sub.4 is H, --CH.sub.3 or --C.sub.2 H.sub.5, R.sub.5 and R.sub.6 are each H or --CH.sub.3,R.sub.7 is C.sub.1 -C.sub.4 alkyl,R.sub.8 is H or C.sub.1 -C.sub.4 alkyl,R.sub.9 is H, C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 alkoxy optionally interrupted by oxygen,R.sub.10 and R.sub.12 are each H, CH.sub.3, Cl or OCH.sub.3, or together methylenedioxy,X is ##STR4## or N, and Z is --CH.sub.2 or --CO;in the form of racemates, enantiomers, diastereoisomeric antipode pairs, and non-toxic, pharmacologically acceptable acid addition salts thereof.
    Type: Grant
    Filed: July 22, 1981
    Date of Patent: March 29, 1983
    Assignee: Boehringer Ingelheim KG
    Inventors: Kurt Schromm, Anton Mentrup, Ernst-Otto Renth, Armin Fugner, Ilse Streller