Benzene Ring Containing Patents (Class 568/308)
  • Patent number: 5120876
    Abstract: This invention relates to optical elements capable of second harmonic generation and novel compositions for use in such optical elements comprising polar molecules placed in noncentrosymmetric configuration wherein such optical element has an electron donor moiety linked through a conjugated bonding moiety to an electron acceptor moiety which consists of a selected fluorinated sulfone, fluorinated ketone, fluorinated vinyl sulfone or fluorinated alkyl vinyl sulfone.
    Type: Grant
    Filed: February 28, 1990
    Date of Patent: June 9, 1992
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: Lap T. Cheng, Andrew E. Feiring, Wilson Tam
  • Patent number: 5093529
    Abstract: In the process for the preparation of fluorinated benzoic acids of the formula I ##STR1## in which X and Y, for example, independently of one another denote chlorine or fluorine and X moreover denotes bromine, a fluorinated chloroacetophenone of the formula II ##STR2## in which Z denotes chlorine or hydrogen, is reacted with a hypohalite.
    Type: Grant
    Filed: July 16, 1990
    Date of Patent: March 3, 1992
    Assignee: Cassella Aktiengesellschaft
    Inventor: Horst Schmand
  • Patent number: 5091531
    Abstract: Compounds of general formula (I) ##STR1## wherein R.sup.1 represents an optinally substituted carbocyclic or heterocyclic aryl group, or an optionally substituted alkyl, alkenyl, cycloalkyl or cycloalkenyl group; R.sup.2 represents an optionally substituted alkyl, alkenyl, alkynyl, cycloalkyl or cycloalkenyl group or an optionally substituted carbocyclic or heterocyclic aryl or aralkyl group; R.sup.3 represents a hydrogen atom or an alkyl group; and either X represents an oxygen or sulphur atom, a group --CH.sub.2 -- or a group NR.sup.4 where R.sup.4 represents a hydrogen atom or a C.sub.1-4 alkyl group; and Y represents a group --CH.sub.2 -- or --CH.sub.2 CH.sub.2 -- X-Y together represent the group --CH.dbd.CH--; and salts and physiologically functional derivatives thereof are useful in the treatment of tumours. Processes for preparing the compounds, intermediates useful in their preparation, pharmaceutical compositions containing them and their use in the treatment of tumours are also described.
    Type: Grant
    Filed: August 12, 1988
    Date of Patent: February 25, 1992
    Assignee: Burroughs Wellcome Co.
    Inventor: Simon T. Hodgson
  • Patent number: 5070207
    Abstract: There is disclosed a method for the treatment of immunoinflammatory conditions, such as allergy, anaphylaxis, asthma, psoriasis, inflammatory bowel disease and inflammation in mammals which comprises administering to a mammal so afflicted an effective amount of a compound having the formula: ##STR1## wherein Z is a group having the formula ##STR2## R.sup.1 and R.sup.2 are each, independently, hydrogen or lower alkyl; R.sup.3 and R.sup.4 are each, independently, hydrogen, alkyl of 1-20 carbon atoms, halo, halo lower alkyl, halo lower alkoxy, lower alkoxy, halo lower alkylsulfonyl, nitro or trifluoromethyl, where at least one of R.sup.3 and R.sup.4 is other than hydrogen;R.sup.5 is hydrogen, lower alkyl or halo;A is --CH.sub.2 --, --O-- or --S--;m is 0-10;n is 1-8;X is hydrogen, fluoro, lower alkyl or aralkyl of 7-12 carbon atoms;or a pharmacologically acceptable salt thereof.
    Type: Grant
    Filed: April 26, 1990
    Date of Patent: December 3, 1991
    Assignee: American Home Products Corporation
    Inventors: Guy A. Schiehser, Gregory F. Von Burg
  • Patent number: 5032592
    Abstract: A compound of the formula ##STR1## wherein X has the formula ##STR2## wherein ring a is phenyl, naphthyl or heterocyclic; wherein R.sup.1 is hydrogen, alkyl, alkanoyl or aroyl; wherein R.sup.2, R.sup.3 and R.sup.4, which may be the same or different, each is an electron withdrawing substituent selected from halogeno, nitro, cyano, trifluoromethyl, alkylthio, alkylsulphinyl, and alkylsulphonyl or each is hydrogen, alkyl, alkoxy or dialkylamino provided that when ring A is phenyl or naphthyl at least one of R.sup.2, R.sup.3 and R.sup.4 is an electron-withdrawing substituent; wherein R.sup.5 and R.sup.6, which may be the same or different, each is hydrogen, halogeno or alkyl; wherein R.sup.7 is alkyl or halogenoalkyl; and wherein R.sup.8 is carbamoyl, alkyl, cycloalkyl, alkenyl, alkynyl, halogenoalkyl, halogenoalkenyl, halogenoalkynyl, alkanoyl, alkylcarbamoyl, dialkylcarbamoyl or aroyl; or wherein R.sup.
    Type: Grant
    Filed: May 30, 1989
    Date of Patent: July 16, 1991
    Assignee: Imperial Chemical Industries PLC
    Inventors: Leslie R. Hughes, John Oldfield, Howard Tucker
  • Patent number: 4992577
    Abstract: A process for preparing a compound of the formula ##STR1## in which Y is halogen, alkyl or cycloalkyl optionally substituted by halogen or C.sub.1-4 -alkoxy, alkenyl optionally substituted by halogen, aryl, heteroaryl or alkoxycarbonyl,X is hydrogen, halogen or optionally halogen-substituted alkyl, orX and Y, together with the adjacent C atom, form a saturated cycloalkphatic ring having up to 6 C atoms, andR is hydrogen or C.sub.1 -C.sub.4 -alkyl, comprising reacting an aldehyde of the formula ##STR2## with 2-methylbutan-3-one of the formula ##STR3## in the presence of a hydrohalic acid thereby to form a 4,4-dimethyl-3-halogeno-1-hexen-5-one of the formula ##STR4## in which Hal is halogen, halogenating said compound to produce a compound of the formula ##STR5## and reacting said compound with a base of the formulaR--OM (VI)in whichM is one equivalent of an alkali or alkaline earth metal ion.Compounds IV and V are new. By suitable conditions the trans isomer is selectively produced.
    Type: Grant
    Filed: May 22, 1989
    Date of Patent: February 12, 1991
    Assignee: Bayer Aktiengesellschaft
    Inventors: Reinhard Lantzsch, Dieter Arlt, Manfred Jautelat
  • Patent number: 4929760
    Abstract: Fluorine-containing carbonyl compounds of the formula ##STR1## and its optically active isomers, which are useful for liquid crystal, bioactive substances, medicines, agricultural medicines such as fungicides, herbicides and hormones, organic functional materials and LB membranes, prepared by the reaction with trifluoro acetoaldehyde and RCOCH.sub.3, wherein R is a substituted or not-substituted lower alkyl group, preferably a lower alkyl having not more than 10 carbon atoms, a substituted or not-substituted aromatic group or a substituted or not-substituted arylalkyl group.
    Type: Grant
    Filed: July 19, 1988
    Date of Patent: May 29, 1990
    Assignee: Showa Shell Sekiyu Kabushiki Kaisha
    Inventors: Tomoya Kitazume, Takashi Yamazaki, Seiten Rin
  • Patent number: 4927958
    Abstract: Styryl ketones of the formula ##STR1## wherein R.sup.8 and R.sup.9 are independently hydrogen or lower alkyl or together represent an additional carbon-carbon bond andR.sup.10 is a group of the formula ##STR2## as well as corresponding compounds of the formula ##STR3## wherein R.sup.10' is a group of formula (a), (b), (d) or (e) or a group of the formula--C(R.sup.18)(R.sup.19)OR.sup.20' ; (f')have mucosa-protective and/or gastric acid secretion-inhibiting properties, such that they can be used for the control or prevention of illnesses of the gastrointestinal tract, especially against gastric ulcers or duodenal ulcers.
    Type: Grant
    Filed: March 17, 1988
    Date of Patent: May 22, 1990
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Albert Fischli, Eva-Maria Gutknecht, Daniel Obrecht
  • Patent number: 4908481
    Abstract: A simple process for preparing 1-(4-hydroxy-phenyl)-butan-3-one, a sought-after natural aromatic, in a pure form and in good yield from easily accessible starting materials, wherein a 4-tert-alkoxy-benzaldehyde is condensed, under alkaline conditions, to give a novel 1-(4-tert.-alkoxy-phenyl)-but-1-en-3-one, the latter is hydrogenated, during or after this condensation, to give a novel 1-(4-tert.-alkoxy-phenyl)-butan-3-one, and isobutene or 2-methyl-but-1(2)-ene is eliminated from this compound in the presence of a catalytic amount of an acid. The novel intermediates have the general formula ##STR1## where R is H or CH.sub.3 and the broken line may or may not be an additional carbon-carbon bond.
    Type: Grant
    Filed: November 18, 1985
    Date of Patent: March 13, 1990
    Assignee: BASF Aktiengesellschaft
    Inventors: Werner Hoffmann, Dieter Degner
  • Patent number: 4876396
    Abstract: Phenolic compounds and mixtures thereof, e.g., admixture of 2,4-dichlorophenol and 2,6-dichlorophenol, are selectively chlorinated at a position ortho to a hydroxyl function thereof, by reacting such phenolic compound with gaseous chlorine, in a molten reaction medium, in the presence of a catalytically effective amount of a primary, secondary or tertiary amine.
    Type: Grant
    Filed: July 28, 1987
    Date of Patent: October 24, 1989
    Assignee: Rhone-Poulenc Specialites Chimiques
    Inventors: Jean-Claude LeBlanc, Serge Ratton
  • Patent number: 4873329
    Abstract: A compound of the formula ##STR1## wherein X has the formula ##STR2## wherein ring A is phenyl, naphthyl or heterocyclic; wherein R.sup.1 is hydrogen, alkyl, alkanoyl or aroyl; wherein R.sup.2, R.sup.3 and R.sup.4, which may be the same or different, each is an electron withdrawing substituent selected from halogeno, nitro, cyano, trifluoromethyl, alkylthio, alkylsulphinyl and alkylsulphonyl or each is hydrogen, alkyl, alkoxy or dialkylamino provided that when ring A is phenyl or naphthyl at least one of R.sup.2, R.sup.3 and R.sup.4 is an electron-withdrawing substituent; wherein R.sup.5 and R.sup.6, which may be the same or different, each is hydrogen, halogeno or alkyl; wherein R.sup.7 is alkyl or halogenoalkyl; and wherein R.sup.8 is carbamoyl, alkyl, cycloalkyl, alkenyl, alkynyl, halogenoalkyl, halogenoalkenyl, halogenoalkynyl, alkanoyl, alkylcarbamoyl, dialkylcarbamoyl or aroyl; or wherein R.sup.
    Type: Grant
    Filed: February 21, 1985
    Date of Patent: October 10, 1989
    Assignee: Imperial Chemical Industries PLC
    Inventors: Leslie R. Hughes, John Oldfield, Howard Tucker
  • Patent number: 4855460
    Abstract: A process for the preparation of perfluoroalkylated ketones and/or perfluoroalkylated alcohols, comprising the step of contacting a perfluoroalkyl iodide or perfluoroalkyl bromide with an acid anhydride, in the presence of a metal chosen from zinc and cadmium.
    Type: Grant
    Filed: July 11, 1988
    Date of Patent: August 8, 1989
    Assignee: Rhone-Poulenc Chimie
    Inventors: Marc Tordeux, Claude Wakselman, Catherine Francese
  • Patent number: 4822919
    Abstract: There is described a process for producing fungicidally active 4-phenylpyrrole derivatives of the formula I ##STR1## wherein R is halogen, C.sub.1 -C.sub.6 -alkyl or C.sub.1 -C.sub.6 -haloalkyl, andn is 0, 1 or 2, which process comprises reacting a 3-trifluoromethyl-4-phenylpyrrole of the formula II ##STR2## wherein R.sub.n is as defined under the formula I, and R.sub.1 is hydrogen or an acyl group, at elevated temperature and elevated pressure, with ammonia. Important intermediates and the production thereof are also described.
    Type: Grant
    Filed: August 26, 1987
    Date of Patent: April 18, 1989
    Assignee: Ciba-Geigy Corporation
    Inventors: Pierre Martin, Robert W. Lang
  • Patent number: 4772714
    Abstract: Disclosed is a process for the preparation of alpha-aryl and alpha-heteroaryl ketones useful as intermediates in the synthesis of various pharmaceutical and agricultural chemicals, which process operates according to the following reaction scheme: ##STR1##
    Type: Grant
    Filed: July 7, 1986
    Date of Patent: September 20, 1988
    Assignee: Agency of Industrial Science & Technology
    Inventors: Masato Tanaka, Toshiyasu Sakakura
  • Patent number: 4767447
    Abstract: Compounds of the formula ##STR1## wherein R is halogen; C.sub.1 -C.sub.2 alkyl; C.sub.1 -C.sub.2 alkoxy; trifluoromethoxy or difluoromethoxy; nitro; cyano; C.sub.1 -C.sub.2 haloalkyl; R.sup.a SO.sub.n -- wherein n is 0 or 2 and R.sup.a is C.sub.1 -C.sub.2 alkyl, trifluoromethyl or difluoromethyl;R.sup.1 is hydrogen or C.sub.1 -C.sub.4 alkyl;R.sup.2 is hydrogen or C.sub.1 -C.sub.4 alkyl; orR.sup.1 and R.sup.2 together are C.sub.2 -C.sub.5 alkylene;R.sup.3 is hydrogen or C.sub.1 -C.sub.4 alkyl;R.sup.4 is hydrogen or C.sub.1 -C.sub.4 alkyl; orR.sup.3 and R.sup.4 together are C.sub.2 -C.sub.5 alkylene;R.sup.5, R.sup.6, R.sup.7 and R.sup.8 independently are (1) hydrogen; (2) halogen; (3) C.sub.1 -C.sub.4 alkyl; (4) C.sub.1 -C.sub.4 alkoxy; (5) trifluoromethoxy; (6) cyano; (7) nitro; (8) C.sub.1 -C.sub.4 haloalkyl; (9) R.sup.b SO.sub.n -- wherein n is the integer 0, 1 or 2; and R.sup.b is (a) C.sub.1 -C.sub.4 alkyl; (b) C.sub.1 -C.sub.4 alkyl substituted with halogen or cyano; (c) phenyl; or (d) benzyl; (10) --NR.
    Type: Grant
    Filed: September 12, 1986
    Date of Patent: August 30, 1988
    Assignee: Stauffer Chemical Company
    Inventors: David L. Lee, William J. Michaely
  • Patent number: 4739098
    Abstract: Retinoid-like activity is exhibited by compounds of the formula ##STR1## where n is 0-5 and A is H, lower alkyl, or --COOH or ester or amide thereof, --CH.sub.2 OH or an ether or ester derivative, or --CHO or an acetal derivative, or a pharmaceutically acceptable salt.
    Type: Grant
    Filed: September 22, 1986
    Date of Patent: April 19, 1988
    Assignee: Allergan, Inc.
    Inventor: Roshantha A. S. Chandraratna
  • Patent number: 4708966
    Abstract: The present invention relates to novel specifically-substituted phenyl compounds, especially substituted di-tert-butyl phenol derivatives, which are effective as anti-inflammatory, analgesic and/or antipyretic agents. These phenyl compounds are substituted with a low molecular weight alkyl chain which terminates in a specific unsaturated functional group. These unsaturated functionalities are --C.tbd.CH, C.dbd.CH.sub.2, C.dbd.C.dbd.CH.sub.2, and aldehydes in the form of their acetals.The present invention further relates to pharmaceutical compositions which contain an anti-inflammatory agent of the present invention and a pharmaceutically-acceptable carrier.Finally, the present invention relates to methods for treating diseases characterized by inflammation, such as rheumatoid arthritis and osteoarthritis, in humans or lower animals.
    Type: Grant
    Filed: June 27, 1986
    Date of Patent: November 24, 1987
    Assignee: The Procter & Gamble Company
    Inventors: Maurice E. Loomans, Randall S. Matthews, Joseph A. Miller
  • Patent number: 4705801
    Abstract: There is described a process for producing fungicidally active 4-phenylpyrrole derivatives of the formula I ##STR1## wherein R is halogen, C.sub.1 -C.sub.6 -alkyl or C.sub.1 -C.sub.6 -haloalkyl, and n is 0, 1 or 2, which process comprises reacting a 3-trifluoromethyl-4-phenylpyrrole of the formula II ##STR2## wherein R.sub.n is as defined under the formula I, and R.sub.1 is hydrogen or an acyl group, at elevated temperature and elevated pressure, with ammonia. Important intermediates and the production thereof are also described.
    Type: Grant
    Filed: October 7, 1985
    Date of Patent: November 10, 1987
    Assignee: Ciba-Geigy Corporation
    Inventors: Pierre Martin, Robert W. Lang
  • Patent number: 4661617
    Abstract: Substituted alkenoates and alkanoates, intermediates therefor, synthesis thereof, and their use for the control of pests.
    Type: Grant
    Filed: April 19, 1985
    Date of Patent: April 28, 1987
    Assignee: Sandoz Ltd.
    Inventor: Clive A. Henrick
  • Patent number: 4661640
    Abstract: Novel substituted 5-cycloalkyl-2,2-dimethyl-pentan-3-ones of the formula ##STR1## in which R is optionally substituted cycloalkyl,X is halogen andY is hydrogen or halogen,The new compounds are valuable intermediates for the synthesis of substances having plant growth-regulating and fungicidal properties.
    Type: Grant
    Filed: February 24, 1986
    Date of Patent: April 28, 1987
    Assignee: Bayer Aktiengesellschaft
    Inventors: Heinz Ziemann, Karl-Heinrich Mohrmann
  • Patent number: 4661601
    Abstract: New compounds having the formula 1 ##STR1## wherein W is hydrogen, halogen, n-alkyl, --NHCOR.sup.1, --COR.sup.1, or phenoxyacetylamino optionally substituted by one or two C.sub.1-12 straight- or branched chain alkyl, X is a substituent in the coupling position and is selected from hydrogen, chlorine, bromine, --SR.sup.11 or a nitrogen-containing heterocyclic residue attached at a ring nitrogen atom, and Y is a group having the formula 2 ##STR2## wherein Q is selected from the residues: --COOR.sup.4 or --CONR.sup.4 R.sup.5, --OM, --NR.sup.7 R.sup.8, --PO(OR.sup.9)[O].sub.x R.sup.10 with X=0 or 1, --SO.sub.2 OH, --SO.sub.2 NR.sup.4 R.sup.5 or CN. The groups R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5, R.sup.7, R.sup.8, R.sup.9, R.sup.10, R.sup.11, M, k and n are defined hereinafter.These compounds are used as black color couplers in photographic materials.
    Type: Grant
    Filed: April 3, 1985
    Date of Patent: April 28, 1987
    Assignee: Ciba-Geigy AG
    Inventor: Frederick H. Howell
  • Patent number: 4649157
    Abstract: This invention relates to pharmaceutical compositions containing a class of 5-phenyl-1,3-dioxoalkenyl compounds useful as inhibitors of leukotriene biosynthesis and thus useful in the treatment of conditions associated with leukotrienes. This invention also relates to the use of the 5-phenyl-1,3-dioxoalkenyl compounds in the inhibition of leukotriene biosynthesis and thus in the treatment of conditions associated with leukotrienes. This invention further relates to a novel process for the preparation of the 5-phenyl-1,3-dioxoalkenyl compounds.
    Type: Grant
    Filed: March 28, 1986
    Date of Patent: March 10, 1987
    Assignee: G. D. Searle & Co.
    Inventors: Richard A. Partis, Richard A. Mueller
  • Patent number: 4647446
    Abstract: A method for detecting the blood flow in animals, particularly in the brain, is provided wherein a detectable amount of a novel radioactive compound of the formula I is administered to one animal: ##STR1## wherein R.sub.1 and R.sub.2 are independently alkyl of 1 to 6 carbon atoms or benzyl;R.sub.3 is alkyl of 1 to 6 carbon atoms, benzyl, cyclopropylalkyl of 4 to 6 carbon atoms, or cyanoalkyl of 2 to 6 carbon atoms;R.sub.4 is hydrogen, benzyl or alkyl of 1 to 6 carbon atoms;with the provisos that R.sub.4 is not isopropyl and when R.sub.4 is methyl, R.sub.3 is not benzyl;and X is a radioactive halogen.
    Type: Grant
    Filed: May 9, 1985
    Date of Patent: March 3, 1987
    Assignee: The Regents of the University of California
    Inventors: Thornton W. Sargent, III, Alexander T. Shulgin, Chester A. Mathis
  • Patent number: 4647413
    Abstract: Perfluoropolyether oligomers or block polymers, having a backbone with one or a plurality of perfluoropolyether segments each consisting essentially of (1) at least one perfluoroisopropyleneoxy unit, (2) a bis(perfluoromethyleneoxy-terminated) unit, and (3) a perfluoroethylidene unit terminating each segment, the backbone of the perfluoropolyether being terminated with COF and/or a functional or nonfunctional derivative thereof, said perfluoropolyethers being made by reacting a perfluoroaliphatic diacid fluoride with hexafluoropropylene epoxide to produce an acid fluoride-terminated perfluoropolyether adduct or oligomer which then can be photopolymerized to yield an acid fluoride-terminated perfluoropolyether block polymer. These oligomers and block polymers are useful as high temperature lubricants, hydraulic fluids, gaskets, adhesives and coatings as well as co-reactants wtih urethane in forming propellant binders.
    Type: Grant
    Filed: January 20, 1984
    Date of Patent: March 3, 1987
    Assignee: Minnesota Mining and Manufacturing Company
    Inventor: Patricia M. Savu
  • Patent number: 4644085
    Abstract: The invention relates to a new anti-cancer chemical compound which has been called rooperol and certain derivatives thereof of the general formula ##STR1## in which A is chosen from the group including a phenyl group, a substituted phenyl group and --CH.sub.2 --O--R.sup.5 where R.sup.5 =H, an alkyl (C.sub.1 -C.sub.5), aralkyl or acyl substituent; R.sup.1 and R.sup.2 are chosen from substituents including H for both or singly if one of them is --OH, --NH.sub.2, --SH, ##STR2## or taken together R.sup.1 and R.sup.2 are =0; R.sup.3 is H or ##STR3## where R.sup.6 is an alkyl group (C.sub.1 -C.sub.7); either of R.sup.4 or B are chosen from substituents including H, ##STR4## a phenyl group, substituted phenyl group or a furyl group.
    Type: Grant
    Filed: June 4, 1985
    Date of Patent: February 17, 1987
    Assignee: Rooperol (NA) NV
    Inventors: Siegfried Drewes, Roelof W. Liebenberg
  • Patent number: 4629732
    Abstract: New 3-substituted 1-azolyl-3-methyl-1-phenoxy-butan-2-ones and -ols of the general formula ##STR1## in which Az represents 1,2,4-triazol-1-yl, 1,2,4-triazol-4-yl or imidazol-1-yl,B represents the keto group or the CH(OH) group,Y represents oxygen or sulphur,R represents halogenoalkyl, optionally substituted phenyl or optionally substituted benzyl, or provided Y represents sulphur, may represent alkyl andX.sup.1, X.sup.2 and X.sup.3 are selected independently and each represent hydrogen, halogen, alkyl, halogenoalkyl, alkoxy, alkylthio, alkylsulphonyl, nitro, cyano, alkoxycarbonyl or optionally substituted phenyl,are obtained if halogenoether ketones are reacted with 1,2,4-triazole or imidazole in the presence of a diluent and of an acid-binding agent, and, if appropriate, the keto derivatives thus obtained are reduced.
    Type: Grant
    Filed: April 17, 1984
    Date of Patent: December 16, 1986
    Assignee: Bayer Aktiengesellschaft
    Inventors: Udo Kraatz, Erich Klauke, Gerhard Jager, Karl H. Buchel, Paul-Ernst Frohberger, Wilhelm Brandes
  • Patent number: 4625066
    Abstract: Novel substituted acetylene-ketones of the formulaR.sup.2 --C.tbd.C--CO--R.sup.1 (I)in whichR.sup.1 represents optionally substituted cycloalkyl with 4 to 7 carbon atoms or the groupings ##STR1## or represents optionally substituted aryl, if R.sup.2 represents optionally substituted cycloalkenyl or optionally substituted cycloalkylalkyl;R.sup.2 represents alkyl, optionally substituted cycloalkyl, optionally substituted cycloalkenyl, optionally substituted cycloalkylalkyl, optionally substituted aryl or optionally substituted aralkyl;R.sup.3 represents halogen;R.sup.4 represents hydrogen or halogen;R.sup.5 represents alkyl with more than 1 carbon atom, alkenyl, alkinyl or the CHO group or a derivative thereof, or represents methyl, if R.sup.2 represents optionally substituted cycloalkenyl or optionally substituted cycloalkylalkyl;R.sup.6 represents cyano, optionally substituted aryl or the groupings --XR.sup.7 or --CONR.sup.8 R.sup.9 ;R.sup.
    Type: Grant
    Filed: November 29, 1984
    Date of Patent: November 25, 1986
    Assignee: Bayer Aktiengesellschaft
    Inventor: Hans-Ludwig Elbe
  • Patent number: 4618627
    Abstract: A catechol derivative represented by the formula ##STR1## The compounds of this invention are useful for the prophylaxis and treatment for various allergic diseases, ischemic heart diseases and inflammations caused by slow reacting substance of anaphylaxis (SRS-A), since the compounds inhibit very potently the formation and release of SRS-A.
    Type: Grant
    Filed: May 11, 1984
    Date of Patent: October 21, 1986
    Assignee: Yamanouchi Pharmaceutical Co., Ltd.
    Inventors: Kiyoshi Murase, Toshiyasu Mase, Hideki Arima, Kenichi Tomioka
  • Patent number: 4613706
    Abstract: Described is an isomer-directed process for producing asymmetric ketones defined according to the generic structure: ##STR1## wherein one of Z.sub.1 or Z.sub.2 is the moiety: ##STR2## and the other of Z.sub.1 or Z.sub.2 is hydrogen; wherein R.sub.11 and R.sub.21 represent hydrogen or the same or different alkyl or alkenyl with the proviso that R.sub.11 and R.sub.21 are not both hydrogen or wherein R.sub.11 and R.sub.21 taken together:(i) complete a cycloalkyl, cycloalkenyl, bicycloalkyl, mono or polyalkyl cycloalkyl or mono or polyalkyl cycloalkenyl ring, or(ii) represent alkylidene, cycloalkenyl alkylidene, aralkylidene, mono or polyalkyl cycloalkenyl alkylidene or mono or polyalkyl aralkylidene;and wherein R.sub.6, R.sub.7 and R.sub.
    Type: Grant
    Filed: August 13, 1985
    Date of Patent: September 23, 1986
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Mark A. Sprecker, Robert P. Belko, William L. Schreiber, Michael Licciardello
  • Patent number: 4610996
    Abstract: Phenoxytriazolyl ketones and carbinols of the formula ##STR1## in which A represents the keto group or the CH(OH) grouping andR represents hydrogen, alkenyl, alkinyl, halogenoalkyl, halogenoalkenyl, alkylcarbonyl, optionally substituted benzyl or optionally substituted phenoxymethyl,or addition products thereof with acids or metal salts, which possess fungicidal activity.
    Type: Grant
    Filed: April 11, 1984
    Date of Patent: September 9, 1986
    Assignee: Bayer Aktiengesellschaft
    Inventors: Udo Kraatz, Karl H. Buchel, Paul Reinecke, Wilhelm Brandes, Gerd Hanssler
  • Patent number: 4610716
    Abstract: The compounds described are those of the general formula I ##STR1## in which R.sub.1 is an azolyl group; R.sub.2 is C.sub.1 -C.sub.12 -alkyl; R.sub.3 is hydrogen, C.sub.1 -C.sub.12 -alkyl, C.sub.2 -C.sub.4 -alkenyl or C.sub.2 -C.sub.4 -alkinyl, or benzyl which is unsubstituted or substituted by C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -alkoxy, C.sub.1 -C.sub.6 -haloalkyl, halogen and/or cyano; R.sub.4 is hydrogen, fluorine or C.sub.1 -C.sub.6 -alkyl; R.sub.5 is an unsubstituted or substituted radical chosen from the series comprising phenyl, naphthyl, biphenyl, benzylphenyl and benzyloxyphenyl, the substituents being chosen from the series comprising halogen, cyano, C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -alkoxy C.sub.1 -C.sub.6 -haloalkyl, C.sub.1 -C.sub.6 -alkylthio, C.sub.1 -C.sub.6 -haloalkoxy, C.sub.1 -C.sub.3 -haloalkylthio, nitro and/or thiocyano; and X is oxygen or sulfur; including the acid addition salts, quaternary azolium salts and metal complexes.
    Type: Grant
    Filed: December 5, 1983
    Date of Patent: September 9, 1986
    Assignee: Ciba-Geigy Corporation
    Inventors: Elmar Sturm, Urs Muller, Hans Tobler
  • Patent number: 4609668
    Abstract: The invention provides novel .alpha.-(ethynyl substituted phenyl)-.alpha.-hydrocarbyl-1H-azole-ethanols wherein the azole group is 1,2,4-triazol-1-yl or imidazol-1-yl, the ethynyl group is unsubstituted or substituted and the phenyl group may bear an additional substituent and ethers thereof, which are useful as fungicides.
    Type: Grant
    Filed: August 24, 1984
    Date of Patent: September 2, 1986
    Assignee: Sandoz Ltd.
    Inventors: Fritz Schaub, Rupert Schneider
  • Patent number: 4602115
    Abstract: Novel substitued 5-cycloalkyl-2,2-dimethyl-pentan-3-ones of the formula ##STR1## in which R is optionally substituted cycloalkyl,X is halogen andY is hydrogen or halogen.The new compounds are valuable intermediates for the synthesis of substances having plant growth-regulating and fungicidal properties.
    Type: Grant
    Filed: November 29, 1984
    Date of Patent: July 22, 1986
    Assignee: Bayer Aktiengesellschaft
    Inventors: Heinz Ziemann, Karl-Heinrich Mohrmann
  • Patent number: 4587260
    Abstract: A non-steroidal anti-inflammatory composition comprising an active anti-inflammatory agent having the formula: ##STR1## wherein R is ##STR2## The active agent is formulated with a pharmaceutically acceptable carrier for use in the treatment of pain, inflammation and other related symptoms on mammals. Benzylcinnamate and dibenzalacetone are preferred.
    Type: Grant
    Filed: June 21, 1984
    Date of Patent: May 6, 1986
    Assignee: Warner-Lambert Company
    Inventors: Richard V. Smerbeck, Eugene P. Pittz
  • Patent number: 4576752
    Abstract: .beta.-Substituted polyfluoroethyl compounds, process for the preparation thereof, copolymers thereof, compound intermediates, and process therefor. The copolymers are useful as ion exchange resins or structural foams.
    Type: Grant
    Filed: July 19, 1982
    Date of Patent: March 18, 1986
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Carl G. Krespan
  • Patent number: 4562292
    Abstract: Novel compounds are provided which have the formula ##STR1## where R is a substituent having at least five multivalent atoms. The compounds are reversible inhibitors of hydrolytic enzymes, and offer potential as drug and pesticide synergists and antagonists. Some are extremely potent inhibitors of juvenile hormone esterases. The compounds having the single 1,1,1-trifluoro-3-substituted thiopropan-2-one moiety can be immobilized to solid supports and used as ligands in affinity chromatography.
    Type: Grant
    Filed: August 18, 1983
    Date of Patent: December 31, 1985
    Assignee: The Regents of the University of California
    Inventors: Bruce D. Hammock, Christopher A. Mullin
  • Patent number: 4557871
    Abstract: Novel styrene derivatives of the general formula ##STR1## wherein X is hydrogen or halogen, X.sup.1 is halogen, R is hydrogen or methyl, Y is hydroxymethyl, carboxyl, --COOR.sup.1 or --COR.sup.2 wherein R.sup.1 is prenyl, geranyl, farnesyl, cyclohexyl, phthalidyl, straight or branched chain alkyl having 1 to 6 carbon atoms, or said alkyl substituted with hydroxy, methoxy, pyridyl or alkanoyloxy having 2 to 16 carbon atoms, and R.sup.2 is amino, hydroxyamino mono-(or di-)alkylamino in which the alkyl moiety contains 1 or 2 carbon atoms, ethoxycarbonylmethylamino, carboxymethylamino, thiazolylamino, cyclohexylamino, pyridylamino, morpholino, N-methylpiperazino, phenylamino, phenylamino substituted with one or two of halogen, hydroxy, methyl, methoxy, trifluoromethyl or carboxyl at the phenyl ring, and the pharmaceutically acceptable salts thereof when Y is carboxyl are disclosed. These compounds exhibit high and long-lasting anti-inflammatory, analgesic and anti-pyretic activity.
    Type: Grant
    Filed: May 14, 1984
    Date of Patent: December 10, 1985
    Assignee: Taisho Pharmaceutical Co., Ltd.
    Inventors: Katsuo Hatayama, Kensei Yoshikawa, Tatsuhiko Sano, Yutaka Ohuchi, Tomomi Ota, Kazuto Sekiuchi, Kaoru Sota
  • Patent number: 4549015
    Abstract: New hydroquinone ether compounds of formula I are described: ##STR1## wherein p is 1 or 2 and q is 0 or 1, provided that p+q is 1 or 2, R is a residue of formula II ##STR2## and R.sub.o, R.sub.oo, R.sub.1, R.sub.2, R.sub.3, Q, n and k are as defined in the specification.The new compounds are useful e.g. as stabilizers in photographic material.
    Type: Grant
    Filed: June 14, 1983
    Date of Patent: October 22, 1985
    Assignee: Ciba-Geigy AG
    Inventor: Frederick H. Howell
  • Patent number: 4542237
    Abstract: .alpha.-Arylalkanoic acids or esters, orthoesters or amides thereof are prepared by forming an .alpha.-hydroxy ketal or thioketal of an aryl alkyl ketone, activating the .alpha.-hydroxy substituent with an esterifying agent to form the corresponding ketal or thioketal ester substrate, wherein the ester group is sufficiently labile to non-catalytically disassociate from the substrate in a protic or dipolar, aprotic solvent, maintaining the ester substrate in contact with the protic or dipolar, aprotic solvent or mixtures thereof for a time sufficient to form the corresponding .alpha.-arylakanoic acid or ester, orthoester or amide thereof, and optionally concomitantly or sequentially hydrolyzing any ester, orthoester or amide formed to the corresponding .alpha.-arylalkanoic acid.
    Type: Grant
    Filed: June 7, 1983
    Date of Patent: September 17, 1985
    Assignee: Syntex Pharmaceuticals International Limited
    Inventor: George C. Schloemer
  • Patent number: 4532356
    Abstract: Novel bis(3',5'-mono or dihydrocarbyl-4'-hydroxybenzyl)-1,3-diketones are prepared by reacting a (3',5'-mono or dihydrocarbyl-4'-hydroxybenzyl)-1,3-diketone with an N,N-dihydrocarbyl-2,6-mono or dihydrocarbyl-4-aminomethylphenol and an alkyl halide in the presence of an alkaline earth metal halide. The products are useful as antioxidants.
    Type: Grant
    Filed: November 16, 1983
    Date of Patent: July 30, 1985
    Assignee: Ethyl Corporation
    Inventors: Charles R. Everly, Jerry M. Roper
  • Patent number: 4514409
    Abstract: 5-Aryloxy-5-azolyl-3,3-dimethylpent-1-en-4-ones and -ols of the formula ##STR1## in which Ar is an optionally substituted aryl group,Az is a 1,2,4-triazol-1-yl, 1,2,4-triazol-4-yl or imidazol-1-yl group, andB is a keto group of a CH(OH) grouping,or addition products thereof with physiologically acceptable acids or metal salts are suitable for use as plant protection agents, and can be employed with particularly good success for combating those fungi which cause powdery mildew diseases, thus for combating Erysiphe species, Sphaerotheca species and Podosphaera species, and for combating diseases of rice.
    Type: Grant
    Filed: July 14, 1982
    Date of Patent: April 30, 1985
    Assignee: Bayer Aktiengesellschaft
    Inventors: Gerhard Jager, Manfred Jautelat, Karl H. Buchel, Wilhelm Brandes, Paul-Ernst Frohberger
  • Patent number: 4499300
    Abstract: A multi-step preparation of 4-vinylbenzeneacetic acid from the readily available 1,4-diethylbenzene is described. The method uses cobalt (II) catalyzed oxidation of 1,4-diethylbenzene to 4-ethylacetophenone followed by oxidative rearrangement of the latter to 4-ethylbenzeneacetic acid, selective photochlorination to produce 4-(1'-chloroethyl)benzeneacetic acid, and finally base-catalyzed dehydrochlorination of the latter to afford the title compound.
    Type: Grant
    Filed: December 27, 1983
    Date of Patent: February 12, 1985
    Assignee: UOP Inc.
    Inventors: Thomas P. Malloy, Dusan J. Engel
  • Patent number: 4487776
    Abstract: The invention relates to azolyl-phenoxy-tetrahydrofuran-2-ylidene-methanes defined herein under formula (I). Also included in the invention are compositions containing said compounds of formula (I) and methods for the use of such compounds and compositions as antimycotic agents. The invention further includes methods for the manufacture of the compounds of formula (I).
    Type: Grant
    Filed: January 27, 1983
    Date of Patent: December 11, 1984
    Assignee: Bayer Aktiengesellschaft
    Inventors: Hans-Ludwig Elbe, Manfred Jautelat, Karl H. Buchel, Klaus Schaller, Manfred Plempel
  • Patent number: 4482731
    Abstract: The invention relates to a process for preparing trans-3-(Z-2-chloro-2-(4-aryl)-vinyl)-2,2-dimethyl-cyclopropane-1-carboxyl ic acid derivatives of Formula (I) from corresponding dehalogenated compounds of Formula (II) by dehalogenation. The invention also includes to the novel compounds of Formula (III) and a halogenation process for their production. The compounds of the invention are useful as intermediates and/or insecticides or acaricides.
    Type: Grant
    Filed: August 28, 1981
    Date of Patent: November 13, 1984
    Assignee: Bayer Aktiengesellschaft
    Inventors: Rainer Fuchs, Wilhelm Stendel
  • Patent number: 4472415
    Abstract: A compound of the formula: ##STR1## wherein R.sup.1 is hydrogen, C.sub.1 -C.sub.8 alkyl, unsubstituted benzyl or benzyl substituted with halogen methyl, ethyl, propyl, butyl, nitro, trifluoromethyl, cyano, methoxy, ethoxy, phenyl or methylenedioxy; R.sup.2 is hydrogen or C.sub.1 -C.sub.8 alkyl; Y is hydrogen, halogen, nitro, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, unsubstituted amino or methyl- or ethyl-substituted amino, and n is 1 or 2; each of the groups Y being the same or different when n is 2 and Y being other than hydrogen or halogen when R.sup.1 and R.sup.2 are both hydrogen; or a fungicidal acid salt or metal complex of said compound. Fungicidal compositions containing these compounds and methods of using the same to combat plant fungal diseases are also disclosed.
    Type: Grant
    Filed: November 18, 1981
    Date of Patent: September 18, 1984
    Assignee: Imperial Chemical Industries PLC
    Inventors: Paul A. Worthington, Margaret C. Shephard
  • Patent number: 4469872
    Abstract: Substituted phenoxyhydroxyketones, intermediates therefor, synthesis thereof, and the use of said compounds for the control of weeds.
    Type: Grant
    Filed: August 20, 1982
    Date of Patent: September 4, 1984
    Assignee: Zoecon Corporation
    Inventors: Richard J. Anderson, Shy-Fuh Lee
  • Patent number: 4456771
    Abstract: Novel (3',5'-dihydrocarbyl-4'-hydroxybenzyl)-1,3-diketones are prepared by reacting an N,N-dihydrocarbyl-2,6-dihydrocarbyl-4-aminomethylphenol with a 1,3-diketone and an alkyl halide in the presence of an alkali or an alkaline earth metal hydride. The products are useful as antioxidants.
    Type: Grant
    Filed: September 7, 1982
    Date of Patent: June 26, 1984
    Assignee: Ethyl Corporation
    Inventors: Charles R. Everly, Jerry M. Roper
  • Patent number: 4456770
    Abstract: Novel (3',5'-dihydrocarbyl-4'-hydroxybenzyl)-1,3-diketones are prepared by reacting an N,N-dihydrocarbyl-2,6-dihydrocarbyl-4-aminomethylphenol with a 1,3-diketone in the presence of a basic substance. The products are useful as antioxidants.
    Type: Grant
    Filed: September 7, 1982
    Date of Patent: June 26, 1984
    Assignee: Ethyl Corportation
    Inventors: Charles R. Everly, Jerry M. Roper
  • Patent number: 4448971
    Abstract: Hypoglycemic 5-phenyl and 5-naphthyl oxazolidine-2,4-diones and the pharmaceutically-acceptable salts thereof; certain 3-acylated derivatives thereof; a method of treating hyperglycemic animals therewith; and intermediates useful in the preparation of said compounds.
    Type: Grant
    Filed: March 1, 1982
    Date of Patent: May 15, 1984
    Assignee: Pfizer Inc.
    Inventor: Rodney C. Schnur
  • Patent number: RE32122
    Abstract: 4-substituted 3,3-dimethyl-butan-2-ones of the formula ##STR1## in which R represents cyano or the group --X--R',whereinR.sup.1 represents n-alkyl with 1 to 4 carbon atoms, isopropyl, isobutyl, sec.-butyl, alkenyl with 3 to 4 carbon atoms, alkynyl with 3 to 4 carbon atoms, optionally substituted aryl or substituted aralkyl, or represents cyano provided that X represents --O-- or --S--, andX represents --O--, --S--, --SO--, or --SO.sub.2 --,which are intermediates for the synthesis of fungicides.
    Type: Grant
    Filed: May 18, 1984
    Date of Patent: April 22, 1986
    Assignee: Bayer Aktiengesellschaft
    Inventors: Wolfgang Kramer, Hans-Ludwig Elbe