Benzene Ring Bonded Directly To The Carbonyl Patents (Class 558/415)
  • Patent number: 5214046
    Abstract: The compound of the formula ##STR1## wherein each of R.sup.1 and R.sup.2 individually is hydrogen, lower alkyl or lower alkenyl or together signify straight-chain alkylene with 2 to 4 carbon atoms, R.sup.3 is hydrogen, halogen or lower alkyl, Q is alkylene with 4 to 11 carbon atoms and at least 4 carbon atoms between the two free valencies or alkenylene with 4 to 11 carbon atoms and at least 4 carbon atoms between the two free valencies and each of Y and Y' individually is a direct bond or the group --CH.sub.2 --, --CH.sub.2 CH.sub.2 --, --CH.dbd.CH-- or --C.tbd.C--, the group R.sup.1 R.sup.
    Type: Grant
    Filed: February 6, 1992
    Date of Patent: May 25, 1993
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Philippe Guerry, Synese Jolidon, Rene Zurfluh
  • Patent number: 5206391
    Abstract: A process for the preparation of a halophthalic anhydride, such as chlorophthalic anhydride, comprising the liquid phase reaction of bromine with a halogen substituted hexa- or tetra-hydrophthalic anhydride to produce halophthalic anhydride and gaseous HBr, and reacting the gaseous HBr with chlorine to regenerate bromine.
    Type: Grant
    Filed: August 29, 1991
    Date of Patent: April 27, 1993
    Assignee: Occidental Chemical Corporation
    Inventors: Karl W. Seper, Edward J. Colman, David Y. Tang, Mary K. Cocoman, Harry E. Buckholtz
  • Patent number: 5185370
    Abstract: Compound of formula ##STR1## wherein n is 0 or 1, R.sub.1 and R.sub.2 are independently methyl, ethyl or cyclopropyl and R is an optionally substituted phenyl or heteroaryl group or salt or ester thereof are useful in the treatment of inflammatory bowel disease.
    Type: Grant
    Filed: January 31, 1991
    Date of Patent: February 9, 1993
    Assignee: Orion-yhtyma Oy
    Inventors: Reijo J. Backstrom, Erkki J. Honkanen, Jarmo J. Pystynen, Anne M. Luiro, Paivi A. Aho, Inge-Britt Y. Linden, Erkki A. O. Nissinen, Pentti Pohto
  • Patent number: 5180744
    Abstract: Non-peptidyl compounds characterized generally as aralkyl-N-terminal amino hydroxy .beta.-amino acid derivatives are useful as renin inhibitors for treatment of hypertension. Compounds of particular interest are of the formula ##STR1## wherein R.sub.1 is selected from ##STR2## wherein each of Y and Z is independently selected from hydrido, chloro, fluoro, methoxy and dimethylamino; wherein n is a number selected from zero through four, inclusive; wherein each of R.sub.2 and R.sub.4 is independently selected from hydrido and methyl; wherein R.sub.3 is methyl or ethyl; wherein R.sub.5 is cyclohexylmethyl; wherein R.sub.6 is hydroxy; wherein R.sub.7 is isobutyl or ethyl; and wherein each of R.sub.8 and R.sub.9 is hydrido; or a pharmaceutically-acceptable salt thereof.
    Type: Grant
    Filed: July 29, 1991
    Date of Patent: January 19, 1993
    Assignee: G. D. Searle & Co.
    Inventors: Gunnar J. Hanson, John S. Baran, Dave Weissing, Mark Russell
  • Patent number: 5179105
    Abstract: A phenoxyacetic acid compound represented by the general formula I: ##STR1## wherein X is one member selected from the class consisting of hydrogen atom, halogen atoms, lower alkyl groups, trifluoromethyl group, alkoxy groups, hydroxy group, and cyano group, R.sup.1 is one member selected from the class consisting of hydrogen atom, methyl group, and ethyl group, n is an integer in the range of from 0 to 2, and Y is ##STR2## wherein R.sup.2 is hydrogen atom or n-propyl group and m is an integer in the range of from 1 to 5, or a pharmaceutically acceptable salt thereof.
    Type: Grant
    Filed: October 15, 1991
    Date of Patent: January 12, 1993
    Assignee: Terumo Kabushiki Kaisha
    Inventors: Azuma Igarashi, Sachiko Maeda, Yasuhiro Hirakawa, Katsuyoshi Sugisaki, Shinji Ozawa
  • Patent number: 5177067
    Abstract: Antimycotically-active compounds of the formula ##STR1## wherein R.sup.1 and R.sup.2 each independently are hydrogen, C.sub.1-7 -alkyl or C.sub.2-7 -alkenyl or together are a straight chain C.sub.2-4 -alkylene; R.sup.3 and R.sup.4 each independently are hydrogen or C.sub.1-7 -alkyl; R.sup.5 and R.sup.6 each independently are hydrogen, halogen, trifluoromethyl, nitro, cyano, C.sub.1-7 -alkoxy or C.sub.1-7 -alkyl; and Q is an unsubstituted or substituted phenyl or naphthyl group, wherein the substituents are at least one of halogen, trifluoromethyl, cyano, nitro, C.sub.1-7 -alkyl, C.sub.1-7 -alkoxy; C.sub.2-10 -alkenyl; or a substituted or unsubstituted C.sub.1-10 -alkyl group wherein said substituents are at least one hydroxy group; andpharmaceutically acceptable acid addition salts thereof.
    Type: Grant
    Filed: June 19, 1991
    Date of Patent: January 5, 1993
    Assignee: Hoffmann-LaRoche Inc.
    Inventors: Philippe Guerry, Synese Jolidon
  • Patent number: 5155135
    Abstract: This invention provides benzamide compounds of general formula ##STR1## wherein each of A and B independently represents a hydrogen or halogen atom, X represents an oxygen or a sulphur atom, n is 0, 1, 2, 3 or 4, each Z moiety independently represents a halogen atom or a C.sub.1-6 alkyl group, and Y represents a C.sub.1-6 haloalkyl group, a C.sub.1-6 haloalkoxy group, a group of formula ##STR2## wherein P is 0, 1 or 2, each Z' moiety independently represents a halogen atom or a C.sub.1-6 alkyl group, Y' represents a C.sub.1-6 haloalkyl, C.sub.1-6 haloalkoxy, nitro or cyano group and Q represents N or C-H, or, when n is 2 or 3, Y may also be a halogen atom; processes for their preparation; and their use as pesticides.
    Type: Grant
    Filed: December 6, 1989
    Date of Patent: October 13, 1992
    Assignee: Shell Internationale Research Maatschappij, B.V.
    Inventors: Martin Anderson, Antony G. Brinnand, Pieter A. Verbrugge
  • Patent number: 5152826
    Abstract: An herbicide compound of the formula ##STR1## wherein R is halogen, C.sub.1 -C.sub.2 alkyl, C.sub.1 -C.sub.2 alkoxy, nitro; cyano; C.sub.1 -C.sub.2 haloalkyl, or R.sup.a SO.sub.n -- wherein n is 0 or 2 and R.sup.a is C.sub.1 -C.sub.2 alkyl;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 alkylene having 2 to 5 carbon atoms;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 oxo;R.sup.5 is hydrogen or C.sub.1 -C.sub.4 alkyl;R.sup.6 is hydrogen or C.sub.1 -C.sub.4 alkyl; orR.sup.5 and R.sup.6 together are alkylene having 2 to 5 carbon atoms;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.
    Type: Grant
    Filed: October 16, 1991
    Date of Patent: October 6, 1992
    Assignee: Imperial Chemical Industries PLC
    Inventor: Christopher G. Knudsen
  • Patent number: 5147892
    Abstract: Benzyl ketones of the formula ##STR1## where X is CH or N,Y is O or NR.sup.4,R.sup.1, R.sup.2 are H or alkyl,R.sup.3 is halogen, cyano, nitro, alkyl, cycloalkyl, alkoxy, haloalkyl, arylalkyl, arylalkoxy, aryloxy or aryl, and the aryl groups in turn may be substituted,R.sup.4 is OH, alkoxy or arylalkoxy andR.sup.5 is H, methyl, halogen or methoxy,and fungicides containing these compounds.
    Type: Grant
    Filed: June 27, 1991
    Date of Patent: September 15, 1992
    Assignee: BASF Aktiengesellschaft
    Inventors: Horst Wingert, Hubert Sauter, Franz Roehl, Reinhard Doetzer, Gisela Lorenz, Eberhard Ammermann
  • Patent number: 5142064
    Abstract: Compounds of the formula ##STR1## wherein A is a hydrogen atom, a halogen atom, a methyl group, or a methoxy group;B is a hydrogen atom, a halogen atom, a methyl group, or a methoxy group, with the proviso that A and B ar not both a hydrogen atom;X and Y each are an oxygen atom or a sulfur atom;R is a hydrogen atom, an alkyl group, a hydroxy group, an alkoxy group, an alkoxymethyl group, an acyl group, or an alkoxycarbonyl group;R.sub.1 is a hydrogen atom, an alkyl group, a halogen substituted alkyl group, an alkoxy substituted alkyl group, an alkylthio substituted alkyl group, a cyano substituted alkyl group, a 1-cycloalkenyl group, a benzyl group, a halogen substituted benzyl group, a hydroxy group, an alkoxy group, an acyl group, an alkoxycarbonyl group, an alkoxythiocarbonyl group, an alkylsulfonyl group, or a phenylsulfonyl group, while furthermore R and R.sub.1 together with the group ##STR2## indicated in the above formula may form a ring system; and R.sub.
    Type: Grant
    Filed: July 7, 1986
    Date of Patent: August 25, 1992
    Assignee: Duphar International Research B.V.
    Inventors: Kobus Wellinga, Rudolf Mulder
  • Patent number: 5141955
    Abstract: Anti-inflammatory benzylselanobenzamides made from anilines and benzylamines have the formula I ##STR1## are disclosed wherein R is hydrogen, methyl or ethyl;R.sup.1 and R.sup.2 are the same or different and, taken separately, are hydrogen, fluorine, chlorine, bromine, C.sub.1 to C.sub.4 alkyl, C.sub.1 to C.sub.4 alkoxy, hydroxy, cyano, amino, dimethylamino or nitro; andR.sup.3 and R.sup.4 are the same or different and, taken separately, are hydrogen, fluorine, chlorine, bromine, C.sub.1 to C.sub.4 alkyl, C.sub.1 to C.sub.4 alkoxy, hydroxy, cyano, or nitro and, taken together, represent methylenedioxy; andn is 0.1 or 2.
    Type: Grant
    Filed: November 8, 1990
    Date of Patent: August 25, 1992
    Assignee: A. Nattermann & Cie. GmbH
    Inventors: Michel Evers, Hartmut Fischer, Jurgen Biedermann, Rolf Terlinden, Sigurd Leyck
  • Patent number: 5137920
    Abstract: Compunds having the formula ##STR1## wherein each of R.sup.1 and R.sup.2 individually is hydrogen, lower alkyl, or lower alkenyl, R.sup.3 is hydrogen, halogen or lower alkyl, Q is alkylene with 2 to 11 carbon atoms and at least 2 carbon atoms between the two free valencies or alkenylene with 4 to 11 carbon atoms and at least 4 carbon atoms between the two free valencies and each of Y and Y' individually is a direct bond, the group R.sup.1 R.sup.2 --N--Q--CH.sub.2 -- is attached to the 3- or 4-position of ring A and the symbol R represents that the ring to which it is attached is unsubstituted or is substituted with at least one of halogen, trifluoromethyl, cyano, nitro, lower alkyl or lower alkoxy, and their pharmaceutically acceptable acid addition salts have valuable pharmacological properties. In particular, they have a pronounced antifungal activity and can be used as medicaments, especially for the control or prevention of topical or systemic infections which are caused by pathogenic fungi.
    Type: Grant
    Filed: June 5, 1990
    Date of Patent: August 11, 1992
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Philippe Guerry, Synese Jolidon, Rene Zurfluh
  • Patent number: 5136081
    Abstract: The invention provides a process for the preparation of fungicidally active cyclopentene derivatives of the general formula ##STR1## cyclopentane derivatives of the general formula ##STR2## and cyclohexane derivatives of the general formula ##STR3## in which n, R, R.sup.1, R.sup.2, R.sup.5, X and Y are as herein defined. Compounds of formula II and III are also provided which are useful as intermediates in the preparation of certain fungicidally active cyclopentane derivatives.
    Type: Grant
    Filed: September 11, 1989
    Date of Patent: August 4, 1992
    Assignee: Shell Internationale Research Maatschappij B.V.
    Inventor: Paul H. Briner
  • Patent number: 5130454
    Abstract: Polytetrahydrofuran derivatives of the general formula ##STR1## where n is from 2 to 70, X is the bridge member --NH-- or --O-- and R.sup.1 and R.sup.4 are each hydrogen or various radicals.
    Type: Grant
    Filed: December 19, 1990
    Date of Patent: July 14, 1992
    Assignee: BASF Aktiengesellschaft
    Inventors: Eckhard Hickmann, Ulrich Koehler, Hardo Siegel
  • Patent number: 5128479
    Abstract: Oxidized diphenylheteroalkanes of the formula I ##STR1## where R.sup.1 to R.sup.6 and A have the meanings specified in the description, and the preparation thereof are described. The substances are suitable for controlling diseases and as cosmetic agents.
    Type: Grant
    Filed: January 29, 1990
    Date of Patent: July 7, 1992
    Assignee: BASF Aktiengesellschaft
    Inventors: Bernd Janssen, Hans-Heiner Wuest
  • Patent number: 5118859
    Abstract: 2-Hydroxy-4-(2'-hydroxyethoxy)phenyl aryl ketones I ##STR1## where Ar is substituted or unsubstituted aryl, are prepared by reacting 2,4-dihydroxyphenyl aryl ketones II ##STR2## with ethylene carbonate in the presence of an alkali metal or alkaline earth metal salt of a carboxylic acid as catalyst and purified with sodium dithionite.
    Type: Grant
    Filed: October 22, 1990
    Date of Patent: June 2, 1992
    Assignee: BASF Aktiengesellschaft
    Inventors: Alexander Aumueller, Wolfgang Goetze
  • Patent number: 5117057
    Abstract: This invention relates to insecticidal compositions containing N'-substituted-N,N'-disubstitutedhydrazines, methods of using such compositions and N'-substituted-N, N'-disubstitutedhydrazines. Specifically, the invention relates to insect growth regulating compositions, and methods of using such compositions, which include compounds having a nucleus of the formula ##STR1## where A', B', D and J are independently any atom or group of atoms; where E is a tertiary carbon containing organic radical, a haloalkyl having a total of at least four carbon and halogen atoms but not more than six halogen atoms, or a non-tertiary carbon containing non-haloalkyl organic or organometallic radical having at least five atoms other than hydrogen, oxygen and halogen, and is attached to the nitrogen shown in the formula by a carbon-to-nitrogen single bond; where one G.sub.1 is C, N, O and S, and both G.sub.2 's and the other G.sub.1 are carbon; or one G.sub.2 is S or P, and both G.sub.1 's and the other G.sub.
    Type: Grant
    Filed: June 14, 1991
    Date of Patent: May 26, 1992
    Assignee: Rohm and Haas Company
    Inventors: Adam C. Hsu, Harold E. Aller, Raymond A. Murphy, Dat P. Le, Donald W. Hamp, Barry Weinstein
  • Patent number: 5112382
    Abstract: Compounds of the formula ##STR1## wherein A is selected from the group consisting of (1) phenyl, (2) naphthyl, (3) phenyl substituted with one or more halo, cyano, (C.sub.1 -C.sub.4) alkyl, nitro, (C.sub.1 -C.sub.4)haloalkyl, and (C.sub.1 -C.sub.4)thioalkyl, (4) naphthyl substituted with one or more halo, cyano, (C.sub.1 -C.sub.4)alkyl,nitro,(C.sub.1 -C.sub.4), and (C.sub.1 -C.sub.4) thioalkyl, (5) thiophene, (6) furan, (7) thiophene substituted with one or more substituents selected from halo and nitro, and (8) furan substituted with one or more substituents selected from halo and nitro;R disclose as microbicidally and fungicidally active.
    Type: Grant
    Filed: May 24, 1990
    Date of Patent: May 12, 1992
    Assignee: Rohm and Haas Company
    Inventor: Adam C. Hsu
  • Patent number: 5110348
    Abstract: Novel herbicidal compounds of the general formula ##STR1## in which X represents a phenyl group substituted in the 2-position and optionally substituted in one or more of the 3-, 4-, 5- and 6-positions, the 2-substituent being a cyano group, or a group of the general formula CQNR.sup.1 R.sup.2 or COQR.sup.3 where Q represents an oxygen or sulphur atom and each of R.sup.1, R.sup.2 and R.sup.3 represents a hydrogen atom or an optionally substituted alkyl, cycloalkyl, alkenyl, alkynyl, phenyl or phenalkyl group, or R.sup.1 and R.sup.2 jointly represent a hydrocarbon chain;Y represents an optionally substituted phenyl group; L represents an oxygen or sulphur atom; andZ represents a hydrogen atom or an optionally substituted alkyl, cycloalkyl, alkenyl, alkynyl, phenyl or phenalkyl group;and salts of such compounds.
    Type: Grant
    Filed: July 5, 1990
    Date of Patent: May 5, 1992
    Assignee: Shell Internationale Research Maatschappij B.V.
    Inventor: William J. Hopwood
  • Patent number: 5107029
    Abstract: This invention concerns a process for preparing diketones and keto-acids by reacting a dicarboxylic acid and an aromatic compound in the presence of an alkylsulfonic acid such as methanesulfonic acid and an organic anhydride compound such as methanesulfonic anhydride or trifluoroacetic anhydride. The diketones and keto-acids can be used to prepare polyketones which are useful as molding plastics, coatings, films, fibers, and the like.
    Type: Grant
    Filed: July 23, 1990
    Date of Patent: April 21, 1992
    Assignee: Eastman Kodak Company
    Inventors: Theodore R. Walker, Jr., Winston J. Jackson, Jr., Jean C. Fleischer
  • Patent number: 5105021
    Abstract: A higher yield of the difluorohalomethoxybenzene produced by the reaction of a metal phenolate with dibromodifluoromethane or bromochlorodifluoromethane can be obtained by conducting the addition of a metal alcoholate or a metal hydride as a reaction initiator to a solution or a suspension of an aprotic polar solvent containing the metal phenolate and dibromodifluoromethane or bromochlorodifluoromethane.
    Type: Grant
    Filed: April 12, 1990
    Date of Patent: April 14, 1992
    Assignee: Mitsui Toatsu Chemicals, Incorporated
    Inventors: Hideyuki Akieda, Naoki Sato, Koichi Morinaga, Yoshinori Ide, Ryuichi Mita, Mitsumasa Umemoto
  • Patent number: 5103037
    Abstract: Novel compounds which are 2,6-di-t-butylphenols substituted in the 4 position by a carbamyl or acylamino group, which carbamyl or acylamino group is substituted by a group which includes an acidic substituent are useful as inhibitors of leukotriene biosynthesis and as antiallergic agents. Pharmacological methods for using such compounds and synthetic intermediates for preparing such compounds are also disclosed.
    Type: Grant
    Filed: May 13, 1991
    Date of Patent: April 7, 1992
    Assignee: Riker Laboratories, Inc.
    Inventors: Robert A. Scherrer, Mark A. Rustad
  • Patent number: 5084478
    Abstract: A compound of the formula ##STR1## wherein X has the formula --CR.sup.5 .dbd.CR.sup.6 --, --C.tbd.C-- or ##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 or each is hydrogen or 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, each is hydrogen, halogeno or alkylwherein R.sup.7 is alkyl or halogenoalkyl; and wherein R.sup.8 has the formula --Y--Q--R.sup.9 wherein Y is straight- or branched-chain alkylene or alkenylene; wherein Q is --O--, --S--, --SO-- or --SO.sub.2 --;and wherein R.sup.9 is alkyl of up to 6 carbon atoms which contains one or more defined substituents, processes for their manufacture and pharmaceutical compositions containing them.
    Type: Grant
    Filed: April 14, 1989
    Date of Patent: January 28, 1992
    Assignee: Imperial Chemical Industries PLC
    Inventors: Leslie R. Hughes, Howard Tucker
  • Patent number: 5081308
    Abstract: Sunscreen compositions are described which contain certain bis-1,3-diketone derivatives of cyclohexane when incorporated in a carrier in amounts ranging from 0.1-50% by weight.
    Type: Grant
    Filed: December 15, 1988
    Date of Patent: January 14, 1992
    Assignee: ICI Americas Inc.
    Inventor: Donald J. Gosciniak
  • Patent number: 5073188
    Abstract: Compounds of the formula ##STR1## wherein x is a hydrogen atom, a halogen atom, a trihalomethyl group, an alkyl group, or a cyano group,Y is a hydrogen atom or a halogen atom,R.sup.1 is a hydrogen atom, a hydroxy group, an alkoxy group, or an optionally-substituted alkyl group, andR.sup.2 is a hydrogen atom or an optionally-substituted alkyl group, or R.sup.1 and R.sup.2 can be taken together to form a heterocyclic ring,and compositions containing these compounds exhibit herbicidal activity.
    Type: Grant
    Filed: September 8, 1987
    Date of Patent: December 17, 1991
    Assignee: Rohm and Haas Company
    Inventor: Wayne O. Johnson
  • Patent number: 5072034
    Abstract: 4-alkoxy-2-hydroxybenzophenone-5-sulfonic acids of the general formula I ##STR1## where R.sup.1 is C.sub.1 -C.sub.20 -alkyl which is unsubstituted or substituted by halogen, cyanao, hydroxyl, C.sub.1 -C.sub.20 -alkoxy, C.sub.2 -C.sub.20 -alkoxycarbonyl, acyloxy and/or phenyl which is unsubstituted or substituted by C.sub.1 -c.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy and/or halogen, R.sup.2 and R.sup.3 independently of one another are each hydrogen, halogen, C.sub.1 -C.sub.12 -alkyl, C.sub.1 -C.sub.12 -alkoxy, C.sub.1 -C.sub.4 -haloalkyl, C.sub.3 -C.sub.8 -cycloalkyl, C.sub.4 -C.sub.12 -cycloalkylalkyl, cyano, hydroxyl or hydroxyethyl or are each phenoxy, C.sub.7 -C.sub.10 -phenalkyl or phenyl which is unsubstituted or substituted by C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy and/or halogen, and R.sup.4 is hydrogen or sulfo, are prepared by reacting a 4-alkoxy-2-hydroxybenzophenone of the general formula II ##STR2## with chlorosulfonic acid at from -20.degree. to +100.degree. C.
    Type: Grant
    Filed: December 13, 1990
    Date of Patent: December 10, 1991
    Assignee: BASF Aktiengesellschaft
    Inventors: Peter Neumann, Heinz Eilingsfeld, Alexander Aumueller
  • Patent number: 5068389
    Abstract: The invention relates to tertiary alcohols of the formula I ##STR1## wherein R.sup.1, A.sup.1, Z.sup.1, m, A.sup.2, Y, Q.sup.1, Q.sup.2, Q.sup.3 and Z.sup.2 have the meanings indicated in claim 1, and also to a process for the preparation of these compounds.
    Type: Grant
    Filed: May 3, 1990
    Date of Patent: November 26, 1991
    Assignee: Merck Patent Gesellschaft Mit Beschrankter Haftung
    Inventors: Andreas Wachtler, Rudolf Eidenschink, Joachim Krause, Hans-Adolf Kurmeier
  • Patent number: 5068392
    Abstract: 2-Chloro and 2,6-dichloroanilines, optionally substituted in the 3-, 5-, and/or 6-position are prepared from the corresponding anilides by selective bromination, chlorination, reduction and hydrolysis. The selectivity of the process for introducing chlorines ortho to the amino group is very high.
    Type: Grant
    Filed: January 24, 1991
    Date of Patent: November 26, 1991
    Assignee: DowElanco
    Inventors: Lennon H. McKendry, Mark W. Zettler
  • Patent number: 5053524
    Abstract: 3-Aminophenylpentane-1,5-diones of the formula I ##STR1## where R.sup.1 and R.sup.2 are, independently of one another, hydrogen, C.sub.1 -C.sub.8 -alkyl, C.sub.4 -C.sub.8 -cycloalkyl, cyano-C.sub.2 -C.sub.4 -alkyl, hydroxy-C.sub.2 -C.sub.4 -alkyl, chloro-C.sub.2 -C.sub.4 -alkyl, phenyl-C.sub.1 -C.sub.2 -alkyl which can be substituted by chlorine, or phenyl which can be substituted by clorine or methyl, or R.sup.1 and R.sup.2 form, together with the nitrogen to which they are bonded, a heterocyclic radical which can contain further hetero atoms,R.sup.3 is hydrogen, fluorine, chlorine, C.sub.1 -C.sub.2 -alkyl or C.sub.2 -C.sub.5 -alkoxy or, if R.sup.3 is ortho to --NR.sup. R.sup.2, R.sup.3 and R.sup.2 together form C.sub.2 -C.sub.4 -alkylene, which can be substituted, or 1,2-phenylene andA is naphthyl or a radical of the formula II ##STR2## where X is hydrogen, fluorine, chlorine, bromine, C.sub.1 -C.sub.5 -alkyl, hydroxyl, C.sub.1 -C.sub.5 -alkoxy, phenoxy, phenyl-C.sub.1 -C.sub.
    Type: Grant
    Filed: April 27, 1990
    Date of Patent: October 1, 1991
    Assignee: BASF Aktiengesellschaft
    Inventors: Friedrich-Wilhelm Raulfs, Udo Mayer, Andreas Oberlinner
  • Patent number: 5047420
    Abstract: Novel 1,3-diaryl cyclopentanes of the following general formula were prepared. ##STR1## These compounds were found to have potent and specific PAF (Platelet Activating Factor) antagonistic activities and as such useful in the treatment or amelioration of various diseases or disorders mediate by the PAF, for example, hypotension, inflammation, nephritis, stroke and other cardiovascular disorders, asthma, allergic and skin diseases, peptic or stomach ulcer, shock, lung edema, psoriasis, adult respiratory distress syndrome, pain including dental pain, and aggregation of platelets.
    Type: Grant
    Filed: August 21, 1989
    Date of Patent: September 10, 1991
    Assignee: Merck & Co., Inc.
    Inventors: Donald W. Graham, Tesfaye Biftu, John C. Chabala, Michael N. Chang, Yuan-Ching P. Chiang, Kathryn L. Thompson, Shu S. Yang
  • Patent number: 5047426
    Abstract: The invention provides fungicidal compositions which comprise a carrier and, as active ingredient, a compound of the general formula ##STR1##
    Type: Grant
    Filed: August 23, 1989
    Date of Patent: September 10, 1991
    Assignee: Shell Internationale Research Maatschappij B.V.
    Inventor: Paul H. Briner
  • Patent number: 5047425
    Abstract: Compounds of the formula ##STR1## wherein Ar, R, R.sub.1, R.sub.2, R.sub.3, R.sub.4, X and n have the meanings mentioned in the description, processes and intermediates for their preparation, pharmaceutical compositions which contain them and their use in therapy in the treatment of cardiovascular diseases.
    Type: Grant
    Filed: November 30, 1988
    Date of Patent: September 10, 1991
    Assignee: Simes Societa Italiana Medicinali & Sintetici SpA
    Inventors: Cesare Casagrande, Francesco Santangelo, Luisa Calabi
  • Patent number: 5041681
    Abstract: Process for the preparation of herbicidally active substituted cyclohexan-1,3,5-triones which comprises either(a) reacting a compound of formula (II) ##STR1## wherein R.sup.2, R.sup.3, R.sup.4 and R.sup.5 are, for example, hydrogen or C.sub.1 -C.sub.4 alkyl with a compound of formula (III):R.sup.1 COCN (III)wherein R.sup.1 is optionally substituted aryl in the presence of a base and a Lewis acid; or(b) reacting a compound of formula (VI) ##STR2## with a compound of formula (X) ##STR3## in the presence of a Lewis acid; or (c) where R.sup.2, R.sup.3, R.sup.4 and R.sup.5 are the same, reacting a compound of formula (XI) ##STR4## with a compound of formula R.sup.2 X' in the presence of a base, wherein X' is a leaving group.
    Type: Grant
    Filed: January 12, 1990
    Date of Patent: August 20, 1991
    Assignee: Imperial Chemical Industries PLC
    Inventor: Glynn Mitchell
  • Patent number: 5041604
    Abstract: A process for producing a high quality di(aryloxy)alkane with a high yield by the use of readily commercially available materials, without using any particular solvent or agent and by means of a simple operation and a general apparatus is provided, which process comprises subjecting a halogenated alkane of the formula (II)X--A--Y (II)wherein X and Y each represent a halogen atom and A represents a lower alkylene group, and a phenol of the formula (III) ##STR1## wherein R.sub.1 to R.sub.5 each are same or different, represent hydrogen, halogen, lower alkyl, lower alkoxy, carboxylic acid salt, acyl or nitro group, and may form a ring in conjunction of two adjacent groups,to condensation reaction in the presence of an alkali in an aqueous medium to form a di(aryloxy)alkane of the formula (I) ##STR2## and is characterized (i) by carrying out the condensation reaction in a molar ratio of the compound of the formula (II): the phenol of the formula (III): the alkali in terms of monovalent base of 1:1.5 to 3.0:1.
    Type: Grant
    Filed: June 20, 1990
    Date of Patent: August 20, 1991
    Assignee: Sanko Kaihatsu Kagaku Kenkyusho
    Inventors: Toranosuke Saito, Masakatu Kitani, Takashi Ishibashi
  • Patent number: 5034411
    Abstract: This application relates to novel 4 cyanophenyl derivatives which are useful for the treatment of cardiac arrhythmia and pharmaceutical compositions containing these compounds as the active ingredients.
    Type: Grant
    Filed: December 22, 1988
    Date of Patent: July 23, 1991
    Assignee: Aktiebolaget Hassle
    Inventors: Olle K. S. Almgren, Goran B. D. Duker, Gert C. Strandlund
  • Patent number: 5026726
    Abstract: A compound of the chemical formula ##STR1## wherein n is 1 or 2, X is NH and O, and R.sub.1 and R.sub.2 are H, (C.sub.1 -C.sub.12) alkyl, (C.sub.2 -C.sub.12)alkenyl, (C.sub.2 -C.sub.12)alkynyl, (C.sub.2 -C.sub.12)acyl, (C.sub.6 -C.sub.12)aryl or (C.sub.7 -C.sub.21)alkylaryl, salts thereof and a composition thereof. In vivo and in vitro methods of inhibiting the growth of a virus relying on the effect of the above compound. In vitro and in vivo methods of inhibiting the growth of the HIV-1 virus comprising administering a compound of the formula ##STR2## wherein n is 1 or 2, X is NH or O, and R.sub.1 and R.sub.2 are independently of one another H, (C.sub.1 -C.sub.12)alkyl, (C.sub.2 -C.sub.12)alkenyl, (C.sub.2 -C.sub.12)alkynyl, (C.sub.2 -C.sub.12)acyl, (C.sub.6 -C.sub.12)aryl or (C.sub.7 -C.sub.21)alkylaryl, R.sup.3 is C.dbd.N or COR.sup.5, wherein R.sup.5 is selected from the group consisting of H, (C.sub.1 -C.sub.12) alkyl, alenyl or alkynyl, HO, NH.sub.2 and (C.sub.2 -C.sub.12) alkoxy, and R.sup.
    Type: Grant
    Filed: December 11, 1989
    Date of Patent: June 25, 1991
    Assignee: The University of New Mexico
    Inventors: David L. Jagt, Robert E. Royer
  • Patent number: 5024691
    Abstract: As new compounds, substituted aryloxyphenoxy benzamides having the formula ##STR1## in which X is CH or nitrogen; Y is chlorine, bromine, fluorine, iodine, methyl, cyano or hydrogen; Z is hydrogen, chlorine, bromine, fluorine, iodine, CH.sub.n, F.sub.3-n where n is an integer from 0 to 3; R is nitrogen dioxide, hydrogen or halogen; R' is hydrogen, CH.sub.3, lower alkyl, having 1-10 carbon atoms, SCCl.sub.3, ##STR2## or --PO.sub.3 R.sup.3.sub.2 wherein R.sup.3 is hydrogen, alkyl having 1-10 carbon atoms, aryl, or an equivalent of base such as a salt; R" is cyano, --C.tbd.CH, ##STR3## wherein R.sup.4 is hydrogen, alkyl having 1-10 carbon atoms, aryl or an equivalent of base such as a salt; and m is 0, 1, 2 or 3.
    Type: Grant
    Filed: August 4, 1986
    Date of Patent: June 18, 1991
    Assignee: ICI Americas Inc.
    Inventor: Sreeramulu Nagubandi
  • Patent number: 5025017
    Abstract: Seco-mevinic acid derivatives are provided which has the structure ##STR1## including all stereoisomers thereof, wherein Z is ##STR2## R is H, alkali metal or lower alkyl, R.sup.1 is H, lower alkyl, aryl, lower alkoxy, cycloalkyl, heteroaryl, aralkyl, heteroaralkyl or heterocyclic; R.sup.2 is lower alkyl, cycloalkyl or aralkyl, and X is O or NR.sup.5 wherein R.sup.5 is H or lower alkyl, and are HMG CoA reductase inhibitors and thus are useful as antihypercholesterolemic agents and in treating atherosclerosis. New intermediates for preparing the above seco-mevinic acid derivatives are also provided.
    Type: Grant
    Filed: September 28, 1989
    Date of Patent: June 18, 1991
    Assignee: E. R. Squibb & Sons, Inc.
    Inventor: Donald S. Karanewsky
  • Patent number: 5021414
    Abstract: A phenol derivative of the formulaNU--A--X--R.sup.1wherein NU is a defined bis-phenolic nucleus including a hydroxyphenyl-hydroxynaphthyl; hydroxyphenyl-hydroxyindanyl, hydroxyphenyl-hydroxybenzothienyl or di-hydroxyphenyl-ethylene or vinylene nucleus;wherein A is alkylene, alkenylene or alkynylene which may be interrupted by phenylene or other linkages,wherein R.sup.1 is hydrogen, or alkyl, alkenyl, cycloalkyl, halogenoalkyl, aryl or arylalkyl, or R.sup.1 is joined to R.sup.2, and wherein X is --CONR.sup.2 --, --CSNR.sup.2 --, --NR.sup.12 CO--, --NR.sup.12 CS--, --NR.sup.12 CONR.sup.2 --, ##STR1## --SO.sub.2 NR.sup.2 -- or --CO--, or, when R.sup.1 is not hydrogen, is --NR.sup.12 COO--, --S--, --SO-- or --SO.sub.2 --,wherein R.sup.2 is hydrogen or alkyl, or R.sup.1 and R.sup.2 together form alkylene;wherein R.sup.12 is hydrogen or alkyl, and wherein R.sup.22 is hydrogen, cyano or nitro;or a salt thereof when appropriate.
    Type: Grant
    Filed: December 18, 1989
    Date of Patent: June 4, 1991
    Assignee: Imperial Chemical Industries PLC
    Inventors: William R. Pilgrim, Derek W. Young, Brian S. Tait, Graham C. Crawley, Philip N. Edwards, George B. Hill
  • Patent number: 5021454
    Abstract: Benzoylaminoalkanoic acids and esters thereof are fungitoxic and useful for controlling fungi, particularly phytopathogenic fungi.
    Type: Grant
    Filed: October 6, 1989
    Date of Patent: June 4, 1991
    Assignee: Rohm and Haas Company
    Inventor: Ashok K. Sharma
  • Patent number: 5006158
    Abstract: Compounds of the formula ##STR1## wherein R.sup.1 is hydrogen or C.sub.1 -C.sub.4 alkyl; R.sup.2 is hydrogen, C.sub.1 -C.sub.4 alkyl or ##STR2## wherein R.sup.a is C.sub.1 -C.sub.4 alkyl; R.sup.1 and R.sup.2 together are alkylene having 3 to 6 carbon atoms; 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; R.sup.5 is hydrogen or C.sub.1 -C.sub.4 alkyl; R.sup.6 is hydrogen or C.sub.1 -C.sub.4 alkyl; R.sup.7 is hydrogen or 3-C.sub.1 -C.sub.4 alkoxy; and R.sup.8 is (1) hydrogen; (2) halogen; (3) C.sub.1 -C.sub.4 alkyl; (4) C.sub.1 -C.sub.4 alkoxy; (5) OCF.sub.3 ; (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.sup.c R.sup.d wherein R.sup.c and R.sup.d independently are hydrogen or C.sub.1 -C.sub.4 alkyl; (11) R.sup.e C(O)-- wherein R.sup.e is C.sub.1 -C.sub.
    Type: Grant
    Filed: February 23, 1988
    Date of Patent: April 9, 1991
    Assignee: ICI Americas Inc.
    Inventors: Charles G. Carter, David L. Lee, William J. Michaely, Gary W. Kraatz
  • Patent number: 5001159
    Abstract: A compound of formula (I) ##STR1## in which: X denotes hydrogen, a halogen, a trifluoromethyl group, a C.sub.1 -C.sub.4 alkyl group or a C.sub.1 -C.sub.4 alkoxy group;R.sub.1 denotes a linear or branched C.sub.2 -C.sub.8 alkyl group, a C.sub.3 -C.sub.5 cycloalkyl group or a cycloalkylmethyl group in which the cycloalkyl moiety has from 3 to 5 carbon atoms;R.sub.2 denotes hydrogen or a C.sub.1 -C.sub.4 alkyl group;R.sub.3 denotes hydrogen, a C.sub.1 -C.sub.4 alkyl group, an optionally substituted phenylalkyl group or a pyridylalkyl group;or R.sub.2 and R.sub.3 denote, together with the nitrogen to which they are attached, a pyrrolidinyl, piperidyl, morpholinyl, perhydrothiazinyl, piperazinyl or 4-methylpiperazinyl ring; andAr denotes a phenyl group, optionally having from one to three substituents, each of which is, independently, a halogen or a C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.
    Type: Grant
    Filed: May 2, 1990
    Date of Patent: March 19, 1991
    Assignee: Synthelabo
    Inventors: Christian Hoornaert, Jean-Claude Muller, Nigel Beeley
  • Patent number: 5001253
    Abstract: A fluorescent brightener is proposed which consists of 51-99% of an unsymmetrically substituted compound of the formula ##STR1## in which R and R.sub.1 are identical or different and, if R and R.sub.1 are identical, R.sub.1 must occupy a position in the phenyl ring to which it is bonded which differs from the position occupied by R in its phenyl ring, and in which R and R.sub.1 independently of one another are CN or a corboxylic acid ester group, and 49-1% of a symmetrically substituted compound of the formula ##STR2## in which R is as defined above and the two R's are bonded to identical positions in their phenyl rings, as are also agents which contain these fluorescent brighteners and the use of these fluorescent brighteners for the fluorescent brightening of, in particular, textile materials, preferably made of polyester.
    Type: Grant
    Filed: May 10, 1990
    Date of Patent: March 19, 1991
    Assignee: Ciba-Geigy Corporation
    Inventor: Leonardo Guglielmetti
  • Patent number: 4997473
    Abstract: Compunds of the formula ##STR1## wherein R is halogen, C.sub.1 -C.sub.2 alkyl, nitro, C.sub.1 C.sub.2 haloalkyl, C.sub.1 -C.sub.2 alkoxy, C.sub.1 -C.sub.2 alkylthio or C.sub.1 C.sub.2 alkylsulfonyl; R.sup.1 is hydrogen or C.sub.1 -C.sub.2 alkyl; R.sup.2 is hydrogen or C.sub.1 -C.sub.2 alkyl; R.sup.3 is hydrogen or C.sub.1 -C.sub.2 alkyl; and R.sup.4 and R.sup.5 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.sup.c R.sup.d wherein R.sup.c and R.sup.d independently are hydrogen or C.sub.1 -C.sub.4 alkyl; (11) R.sup.3 C(O)- wherein R.sup.3 is C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 alkoxy; or (12) --SO.sub.2 NR.sup.c R.sup.d wherein R.sup.c and R.sup.d are as defined; and (13) --N(R.
    Type: Grant
    Filed: August 24, 1989
    Date of Patent: March 5, 1991
    Assignee: ICI Americas Inc.
    Inventor: Nhan H. Nguyen
  • Patent number: 4997980
    Abstract: Disclosed are novel compounds of the formula: ##STR1## wherein: X=--NR.sub.5 R.sub.6, or --OR.sub.7 ;R.sub.1 and R.sub.2 are independently hydrogen, substituted or unsubstituted alkyl, haloalkyl, hydroxyalkyl alkoxyalkyl, alkylaminoalkyl or arylalkyl having up to 18 carbons, cycloalkyl; phenyl or naphthyl; alkylphenyl, cyanophenyl, halophenyl or alkoxyphenyl substituents;R.sub.3 is hydrogen, benzyl, alkoxybenzyl, halobenzyl or alkylbenzyl, provided that if neither R.sub.1 nor R.sub.2 is hydrogen, then R.sub.3 is hydrogen;R.sub.4 is a divalent aromatic group which is substituted or unsubstituted;R.sub.5, R.sub.6 and R.sub.7 are independently hydrogen, alkyl, hydroxyalkyl, haloalkyl, alkoxyalkyl, alkylaminoalkyl, acylaminoalkyl, aminoalkyl or phenylalkyl having up to 12 carbons; a cycloalkyl substitutent; phenyl or naphthyl; an alkylphenyl, cyanophenyl, halophenyl or alkoxyphenyl substituent;Furthermore, either R.sub.1 and R.sub.3 or R.sub.1 and R.sub.
    Type: Grant
    Filed: April 17, 1989
    Date of Patent: March 5, 1991
    Assignee: Anitec Image Corporation
    Inventors: Bruce M. Resnick, Allan J. Wexler
  • Patent number: 4996347
    Abstract: The present invention relates, by way of novel industrial products, to osides selected from the group consisting of:(i) the .beta.-.eta.-phenylthioxylosides of the formula: ##STR1## in which: R represents a hydrogen atom, a halogen atom, a nitro group or a cyano group,A represents the sulfur atom or the oxygen atom,B represents a CH.sub.2, CHOH or CO group andY represents the hydrogen atom or an acyl group; and(ii) epimers thereof when B is CHOH.These products are useful in therapy as antithrombotics.
    Type: Grant
    Filed: June 27, 1989
    Date of Patent: February 26, 1991
    Assignee: Fournier Innovation et Synergie
    Inventors: Soth Samreth, Francois Bellamy, Jean Millet
  • Patent number: 4992214
    Abstract: Optically nonlinear aromatic carboxylic acid cocrystals are provided of the formula: ##STR1## wherein each R is CN or NO.sub.2, n is 1-4, m is 1-3 and X and Y are individually (C.sub.1 -C.sub.3)alkyl, (C.sub.1 -C.sub.3)alkanolyl, (C.sub.1 -C.sub.3)alkoxycarbonyl, ar(C.sub.1 -C.sub.5)alkyl, aryl, (C.sub.1 -C.sub.3)alkoxy, hydroxy, halo or mixtures thereof.
    Type: Grant
    Filed: October 13, 1988
    Date of Patent: February 12, 1991
    Assignee: Regents of the University of Minnesota
    Inventors: Margaret C. Etter, Gayle M. Frankenbach
  • Patent number: 4983628
    Abstract: Compounds having the formula: ##STR1## are antagonists of leukotrienes of C.sub.4, D.sub.4 and E.sub.4, the slow reaction substance of anaphylaxis. These compounds are useful as anti-asthmatic, anti-allergic, anti-inflammatory and cytoprotective agents.
    Type: Grant
    Filed: January 3, 1989
    Date of Patent: January 8, 1991
    Assignee: Merck Frosst Canada, Inc.
    Inventors: Richard Frenette, Joshua Rokach, Masatoshi Kakushima, Robert N. Young
  • Patent number: 4970319
    Abstract: The invention relates to a process for the preparation of acyl isocyanates of formula ##STR1## in which R is an alkyl radical, a substituted or unsubstituted naphthyl or phenyl radical or a substituted or unsubstituted aromatic heterocyclic radical, which consists in reacting an acyl halide of formula ##STR2## in which R has the above meaning and X denotes a fluorine, chlorine or bromine atom, with a sodium or potassium cyanate in the presence of a compound chosen from tin(IV), zinc or nickel(II) halides.The acyl isocyanates thus prepared are very useful for forming ureas or carbamates.
    Type: Grant
    Filed: March 23, 1989
    Date of Patent: November 13, 1990
    Assignee: Societe Nationale des Poudres et Explosifs
    Inventors: Jean-Pierre Senet, Serge Lecolier, Paul Caubere, Deng Min-Zhi
  • Patent number: 4956387
    Abstract: Substituted hydrazones of the formula I ##STR1## where R.sup.1, R.sup.2 and R.sup.3 are hydrogen or alkyl,X (m=1 to 5) is halogen, cyano, trifluoromethyl, nitro, alkyl, alkoxy, substituted or unsubstituted phenyl, substituted or unsubstituted phenoxy, substituted or unsubstituted benzyloxy or hydrogen, andY is methyleneoxy, oxymethylene, ethylene, ethenylene, ethynylene, carboxymethylene, carbonylamino, methyleneamino or oxygen,and fungicides containing these compounds.
    Type: Grant
    Filed: February 15, 1989
    Date of Patent: September 11, 1990
    Assignee: BASF Aktiengesellschaft
    Inventors: Bernd Wenderoth, Siegbert Brand, Franz Schuetz, Hubert Sauter, Eberhard Ammermann, Gisela Lorenz