Carbonyl Attached Indirectly To The Cyano Group By Nonionic Bonding Patents (Class 558/414)
  • Patent number: 4999042
    Abstract: Compounds of the fomrula (I): ##STR1## and sterioisomers thereof, wherein X is halogen, alkyl, cycloalkyl, aralkyl, aryloxyalkyl, alkenyl, alkynyl, aryl, amino, arylazo, heteroarylalkyl, heteroaryloxyalkyl, acylamino nitro, nitride, trifluoromethyl, -OR.sup.1, -SR.sup.1, -CO.sub.2 R.sup.2, -CONR.sup.3 R.sup.4, -COR.sup.5, -CR.sup.6 .dbd.NR.sup.7, -N.dbd.CR8R.sup.9, -SOR.sup.10 or -SO.sub.2 R.sup.11 ; W, Y and Z, which may be the same or different, are any of the atoms or groups listed for X above and, in addition, may be hydrogen atoms; or any two of the groups W, X, Y and Z, in adjacent positions on the phenyl ring, optionally join to form a fused ring, either aromatic or aliphatic, optionally containing one or more heteroatoms; R.sup.1 is alkyl, or cycloalkyl optionally containing a heteroatom in the cycloalkyl ring, alkenyl, acyl, aryl, heteroaryl, aralkyl or heteroarylalkyl; R.sup.2, R.sup.3, R.sup.4, R.sup.5, R.sup.6, R.sup.8, R.sup.9, R.sup.10 and R.sup.
    Type: Grant
    Filed: December 19, 1989
    Date of Patent: March 12, 1991
    Assignee: Imperial Chemical Industries PLC
    Inventors: Vivienne M. Anthony, John M. Clough, Christopher R. A. Godfrey, Thomas E. Wiggins
  • 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: 4992576
    Abstract: This invention provides benzene derivatives which are leukotriene antagonists, formulations of those derivatives, intermediates for preparing the derivatives, and a method of using those derivatives for the treatment of conditions characterized by an excessive release of leukotrienes.
    Type: Grant
    Filed: March 27, 1990
    Date of Patent: February 12, 1991
    Assignee: Eli Lilly and Company
    Inventor: D. Mark Gapinski
  • Patent number: 4990647
    Abstract: Unsymmetric biaryl compounds are prepared by coupling two different halogenoaromatics by reaction with a metal and carrying out the reaction in the presence of catalytic amounts of a nickel compound, a promoter and a phosphorus-containing ligand.
    Type: Grant
    Filed: April 24, 1989
    Date of Patent: February 5, 1991
    Assignee: Bayer Aktiengesellschaft
    Inventors: Thomas Himmler, Rudolf Braden
  • 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: 4981865
    Abstract: The present invention includes N-hydroxyamide, N-hydroxyurea, N-hydroxythioamide, and N-hydroxythiourea derivatives of fenamates, indomethacin, cicloprofen, oxepinac, and indoprofen as dual inhibitors or selective inhibitors of cyclooxygenase and 5-lipoxygenase.
    Type: Grant
    Filed: May 26, 1989
    Date of Patent: January 1, 1991
    Assignee: Warner-Lambert Co.
    Inventors: Thomas R. Belliotti, Wiaczeslaw A. Cetenko, David T. Connor, Daniel L. Flynn, Catherine R. Kostlan, James B. Kramer, Jagadish C. Sircar
  • Patent number: 4980493
    Abstract: The invention relates to a process for the preparation of a compound of formula I ##STR1## R is alkyl, and X is bromine or iodine which process comprises: reacting a compound of formula II in a two phase system, said system comprising an aqueous phase and an organic phase comprising a water immiscible solvent, with an acylating agent of formula III or IV in the presence of a base catalyst.
    Type: Grant
    Filed: March 13, 1987
    Date of Patent: December 25, 1990
    Assignee: ICI Australia Limited
    Inventors: Graham Bird, Donald Harney, Errol McGarry, Matthew Bolte
  • Patent number: 4978386
    Abstract: 2-(3-substituted phenyl)-3-amino-2-cyclopentenone derivatives. The compounds generally exhibit both pre-emergence and post-emergence phytotoxicity and are useful as herbicides and also at low dosages as plant growth regulating agents.
    Type: Grant
    Filed: October 31, 1985
    Date of Patent: December 18, 1990
    Assignee: Chevron Research Company
    Inventor: Carl E. Ward
  • Patent number: 4966726
    Abstract: The new compounds produced from a molecular structural element with two chirality centers and at least one mesogenic structural element are defined by the general formula (I) ##STR1## in which the symbols have the following meaning: Y.sup.1 =H, (C.sub.1 -C.sub.10)alkyl, MC--CH.sub.2 or MC--CO, MC denoting the molecular radical of a mesogenic carboxylic acid after splitting off a COOH group,Y.sup.2 =(C.sub.1 -C.sub.10)alkyl, MC--CH.sub.2 or MC--CO, it being possible for Y.sup.1 and Y.sup.2 to jointly represent a MC--CH group, which is then part of a dioxolane ring,X=COOR.sup.1, CONH.sub.2, CONR.sup.2 R.sup.3 or C.tbd.N,R.sup.1 =(C.sub.1 -C.sub.10)alkyl or MC--CH.sub.2, andR.sup.2, R.sup.3 =H and (C.sub.1 -C.sub.4)alkyl or, independently of each other, (C.sub.1 -C.sub.4)alkyl.Said esters preferably find application as dopants in twistable liquid crystal phases in which they produce temperature compensation and twisting.
    Type: Grant
    Filed: July 18, 1988
    Date of Patent: October 30, 1990
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Gunter Scherowsky, Manel Gunaratne
  • Patent number: 4956490
    Abstract: There is disclosed a continuous, non-isolation process for preparing benzylpyruvic acids and benzylpyruvic esters. The benzylpyruvic acids and esters obtained are useful as intermediates to prepare carboxyalkyl dipeptide compounds which are used as angiotension converting enzyme (ACE) inhibitors to treat hypertension.
    Type: Grant
    Filed: March 9, 1989
    Date of Patent: September 11, 1990
    Assignee: Merck & Co., Inc.
    Inventors: James W. McManus, John F. Genus
  • Patent number: 4956488
    Abstract: The present invention discloses an optically active cyanobiphenyl compound represented by the following general formula: ##STR1## wherein, R is ##STR2## X is hydrogen atom or chlorine atom: when X is hydrogen atom, R.sub.1 is normal alkyl having from 1 to 11 carbon atoms and when X is chlorine atom, R.sub.1 is hydrogen atom or normal alkyl having from 1 to 11 carbon atoms; n is 3 to 5; Y is --CH.sub.2 --or --CO--; and * represents an asymmetric carbon atom.
    Type: Grant
    Filed: April 5, 1988
    Date of Patent: September 11, 1990
    Assignee: Adeka Argus Chemical Co., Ltd.
    Inventors: Toshihiro Shibata, Masaki Kimura
  • 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
  • Patent number: 4954160
    Abstract: The invention provides compounds of the general formula ##STR1## wherein R represents a hydrogen atom, or an optionally substituted alkyl or acyl group, or an alkenyl or alkynyl group or an inorganic or organic cation;R.sup.1 represents an alkyl, haloalkyl, alkenyl, alkynyl or optionally substituted aralkyl or phenyl group;R.sup.2 represents an optionally substituted alkyl or phenalkyl group or a cycloalkyl, alkenyl, haloalkenyl or alkynyl group;each R.sup.3 represents an optionally substituted alkyl group;one of R.sup.4 or R.sup.5 represents a hydrogen atom or an alkyl group while the other of R.sup.4 and R.sup.5 represents an optionally substituted phenyl group; together with their use as herbicides and their preparation using novel intermediates.
    Type: Grant
    Filed: September 21, 1988
    Date of Patent: September 4, 1990
    Assignee: Shell Internationale Research Maatschappij, B.V.
    Inventors: Terence Gilkerson, Robert W. Shaw
  • Patent number: 4952235
    Abstract: (Hetero) aryloxynaphthalenes having substituents bonded via sulphur having herbicidal activity and of the formula ##STR1## in which m represents the number 0, 1 or 2,n represents the numbers 0 or 1,R.sup.1 represents hydrogen, halogen, cyano or trifluoromethyl,R.sup.2 represents hydrogen or halogen,R.sup.3 represents halogen, trifluoromethyl, trifluoromethoxy, trifluoromethylthio or trifluoromethylsulphonyl,R.sup.4 represents hydrogen or halogen,X represents nitrogen or the group C--R.sup.5, whereinR.sup.5 represents hydrogen or halogen,Y represents oxygen or one of the groupings ##STR2## wherein R.sup.6 represents hydrogen, alkyl, --CO--Z or --SO.sub.2 --Z andZ represents hydrogen, halogen or an optionally substituted alkyl, cycloalkyl, cycloalkylalkyl, alkenyl, alkinyl, aryl or heteroaryl radical.
    Type: Grant
    Filed: June 22, 1989
    Date of Patent: August 28, 1990
    Assignee: Bayer Aktiengesellschaft
    Inventors: Roland Andree, Michael Haug, Hans-Joachim Santel, Robert R. Schmidt, Harry Strang
  • Patent number: 4944795
    Abstract: 3-Butenanilides of the formula (1) ##STR1## are broad spectrum herbicides. Also disclosed are herbicidal compositions containing a compound of formula (1) as active ingredient, and herbicidal methods. Novel but-3-enoic acid intermediates useful in preparation of formula (1) compounds are also disclosed.
    Type: Grant
    Filed: October 30, 1989
    Date of Patent: July 31, 1990
    Assignee: Eli Lilly and Company
    Inventors: Gary D. Crouse, Jeffery D. Webster
  • Patent number: 4943591
    Abstract: The invention provides compounds of the general formula (I) ##STR1## wherein X represents a C.sub.1-6 alkylene, C.sub.2-6 alkenylene or C.sub.2-6 alkynylene chain andY represents a bond, or a C.sub.1-4 alkylene, C.sub.2-4 alkenylene or C.sub.2-4 alkynylene chain with the proviso that the sum total of carbon atoms in X and Y is not more than 8;Ar represents a phenyl group optionally substituted by one or more substituents selected from halogen atoms or the groups C.sub.1-3 alkyl, nitro, --(CH.sub.2).sub.q R [where R is hydroxy, C.sub.1-3 alkoxy, --NR.sup.3 R.sup.4 (where R.sup.3 and R.sup.4 each represent a hydrogen atom, or a C.sub.1-4 alkyl group, or --NR.sup.3 R.sup.4 forms a saturated heterocyclic amino group which has 5-7 ring members and optionally contains in the ring one or more atoms selected from --O-- or --S-- or a group --NH-- or --N(CH.sub.3)--), --NR.sup.5 COR.sup.6 (where R.sup.5 represents a hydrogen atom or a C.sub.1-4 alkyl group, and R.sup.6 represents a hydrogen atom or a C.sub.
    Type: Grant
    Filed: October 14, 1986
    Date of Patent: July 24, 1990
    Assignee: Glaxo Group Limited
    Inventors: Ian F. Skidmore, Lawrence H. C. Lunts, Harry Finch, Alan Naylor, Ian B. Campbell
  • Patent number: 4943384
    Abstract: Cyclohexane derivatives of the formula IR.sup.1 --A.sup.1 --Z.sup.1 --A.sup.2 --R.sup.2 IwhereinR.sup.1 and R.sup.2 are each H or an alkyl group which has 1-10 C atoms and in which one or two non-adjacent CH.sub.2 groups can also be replaced by 0 atoms and/or --CO-groups, and/or --CO--O-- groups and/or --CH.dbd.CH-- groups, or are F, Cl, Br, CN or R.sup.3 --A.sup.3 --Z.sup.2 --,A.sup.1 is --A--, A.sup.4 --Z.sup.o --A-- or --A--Z.sup.o --A.sup.4 --,A is a trans-1,4-cyclohexylene or 1,4-cyclohexenylene group which is unsubstituted or is monosubstituted or polysubstituted in the 2-, 3-, 5- and/or 6-position by F and/or Cl and/or Br and/or CN and/or an alkyl group or a fluorinated alkyl group each of which has 1-10 C atoms and in which one or two non-adjacent CH.sub.2 groups can also be replaced by 0 atoms and/or --CO-- groups and/or --CO--O-- groups, which trans-1,4-cyclohexylene or 1,4-cyclohexenylene group can optionally also be substituted in the 1-position and/or 4-position and one or two CH.sub.
    Type: Grant
    Filed: November 21, 1986
    Date of Patent: July 24, 1990
    Assignee: Merck Patent Gesellschaft mit beschrankter Haftung
    Inventors: Wolfgang Sucrow, Herbert Wolter, Rudolf Eidenschink
  • Patent number: 4939172
    Abstract: Novel cyclopropane carboxylic acid esters of all possible stereoisomeric forms and mixtures thereof of the formula ##STR1## wherein X is selected from the group consisting of hydrogen, fluorine, chlorine and bromine, R is selected from the group consisting of optionally unsaturated alkyl of 1 to 8 carbon atoms optionally substituted, optionally unsaturated cycloalkyl of 3 to 8 carbon atoms optionally substituted, optionally substituted aryl of 6 to 14 carbon atoms and optionally substituted heterocycle, Z is selected from the group consisting of hydrogen, --CH.sub.3, --CN and --C.tbd.CH and Y is selected from the group consisting of hydrogen, --OH, optionally unsaturated alkyl of 1 to 8 carbon atoms optionally substituted, --CN, --(CH.sub.2).sub.m --OAlk, --(CH.sub.2).sub.m --S--Alk, ##STR2## m is 0,1,2,3 or 4, Alk is alkyl of 1 to 12 carbon atoms, --Si(Alk').sub.3, Alk' is optionally unsaturated alkyl of 1 to 8 carbon atoms optionally substituted, --O--Ar and --(CH.sub.2).sub.
    Type: Grant
    Filed: February 8, 1988
    Date of Patent: July 3, 1990
    Assignee: Roussel Uclaf
    Inventors: Joseph Cadiergue, Jacques Demassey, Jean-Pierre Demoute, Jean Tessier
  • Patent number: 4937372
    Abstract: Substituted crotonates of the formula ##STR1## where R.sup.1 is alkyl, R.sup.2 is hydrogen, alkyl or alkoxy, X is halogen, cyano, trifluoromethyl, nitro, alkyl, alkoxy, phenyl, phenoxy, benzyloxy or hydrogen, m is from 1 to 5, and Y is methylenoxy, oxymethylene, ethylene, ethenylene, ethynylene or oxygen, and fungicides containing them.
    Type: Grant
    Filed: February 10, 1988
    Date of Patent: June 26, 1990
    Assignee: BASF Aktiengesellschaft
    Inventors: Bernd Wenderoth, Hubert Sauter, Eberhard Ammermann, Ernst-Heinrich Pommer
  • Patent number: 4935409
    Abstract: Animal growth promoters of the formula ##STR1## The intermediates of the formula ##STR2## are also new.
    Type: Grant
    Filed: April 27, 1988
    Date of Patent: June 19, 1990
    Assignee: Bayer Aktiengesellschaft
    Inventors: Hartmund Wollweber, Jurgen Stoltefuss, Friedrich Berschauer
  • Patent number: 4935517
    Abstract: Sweetening agents of the general formula: ##STR1## wherein R is a saturated or unsaturated, acyclic, cyclic or mixed hydrocarbon group having 5 to 13 carbon atoms, wherein R' is, in a preferred embodiment, a 4-cyanophenyl or 2-cyanopyrid-5-yl group, and wherein n is equal to 1 or 2.
    Type: Grant
    Filed: April 21, 1989
    Date of Patent: June 19, 1990
    Assignee: Universite Claude Bernard
    Inventors: Claude Nofre, Jean M. Tinti
  • Patent number: 4933367
    Abstract: This invention relates to carboxylic acid derivatives and their use thereof. The compounds are useful in treatment of various diseases such as diabetes, prediabetic conditions, adipositas ailments or atherosclerosis.
    Type: Grant
    Filed: March 12, 1987
    Date of Patent: June 12, 1990
    Assignee: Boehringer Mannheim GmbH
    Inventors: Hans P. Wolff, Ernst-Christian Witte, Hans-Frieder Kuhnle
  • Patent number: 4927836
    Abstract: The invention concerns novel phenoxyacetic acid amide derivatives of the formula I (and pharmaceutically acceptable salts thereof) in which R.sup.1 is hydrogen or fluoro, R.sup.2 is phenyl, cycloalkyl, alkyl or alkenyl as defined herein, and R.sup.3 is hydrogen, methyl or ethyl, or R.sup.2 and R.sup.3 together form polymethylene as defined herein. The invention also includes pharmaceutical compositions containing the amide derivatives, means for the manufacture of the said derivatives and for their use in the treatment of obesity and related conditions and/or in the manufacture of novel medicaments.
    Type: Grant
    Filed: June 29, 1988
    Date of Patent: May 22, 1990
    Assignee: Imperial Chemical Industries PLC
    Inventors: Brian R. Holloway, Ralph Howe, Balbir S. Rao, Donald Stribling
  • Patent number: 4925590
    Abstract: Derivatives of 4-cyano-2,3-difluorophenol of the formula I ##STR1## wherein R.sup.1 is an alkyl group which has 1-12 C atoms and in which one or two CH.sub.2 groups can also be replaced by --O--, --CO--, --CO--O-- and/or --CH.dbd.CH--, no two 0 atoms being directly attached to one another,A.sup.1 and A.sup.2 independently of one another are each 1,4-phenylene which is unsubstituted or substituted by one or two F atoms, and in which one or two CH groups can also be replaced by N, or trans-1,4-cyclohexylene in which one or two non-adjacent CH.sub.2 groups can also be replaced by 0 atoms and/or S atoms,Z is --CO--O--, --O--CO--, --CH.sub.2 CH.sub.2 --, OCH.sub.2 --, --CH.sub.2 O, --C.tbd.C-- or a single bond,m is 0, 1 or 2 andQ is --CO-- or --CH.sub.2 --.
    Type: Grant
    Filed: March 9, 1989
    Date of Patent: May 15, 1990
    Assignee: Merck Patent Gesellschaft Mit Beschrankter Haftung
    Inventors: Volker Reiffenrath, Joachim Krause, Andreas Wachtler, Georg Weber, Ulrich Finkenzeller
  • Patent number: 4921939
    Abstract: Substituted guanidines and ethanamidines are provided as high potency sweetening agents.
    Type: Grant
    Filed: March 3, 1987
    Date of Patent: May 1, 1990
    Assignee: Universite Claude Bernard -Lyon 1
    Inventors: Claude Nofre, Jean M. Tinti, Farroudja Ouar Chatzopoulos
  • Patent number: 4921524
    Abstract: The invention provides compounds of the general formula ##STR1## wherein R represents a hydrogen atom, or an optionally substituted alkyl or acyl group, or an alkenyl or alkynyl group or an inorganic or organic cation;R.sup.1 represents an alkyl, haloalkyl, alkenyl, alkynyl or phenyl group;R.sup.2 represents an optionally substituted alkyl or phenalkyl group or a cycloalkyl, alkenyl, haloalkenyl, alkynyl or haloalkynyl group;R.sup.3 represents a hydrogen atom or an alkyl group; andone of R.sub.4 and R.sup.5 represents a hydrogen atom or an alkyl group, while the other of R.sup.4 and R.sup.5 represents an optionally substituted phenyl group; together with their use as herbicides and their preparation using novel intermediates.
    Type: Grant
    Filed: April 14, 1988
    Date of Patent: May 1, 1990
    Assignee: Shell Internationale Research Maatschappij B.V.
    Inventors: Terence Gilkerson, Robert W. Shaw, David C. Jennens
  • Patent number: 4921526
    Abstract: Substituted benzoyl-bicycloalkyl-1,1,3-diones and related compounds, intermediates therefor, synthesis thereof, and the use of said diones for the control of weeds.
    Type: Grant
    Filed: November 27, 1987
    Date of Patent: May 1, 1990
    Assignee: Sandoz Ltd.
    Inventors: Shy-Fuh Lee, Gary W. Luehr, Carol R. Scott, Werner Trueb
  • Patent number: 4914223
    Abstract: A composition of matter comprising an acrylamido-acyl or methacrylamido-acyl oligomer derived from at least one nucleophilic oligomer having at least one amino-, hydroxyl-, or thio-substituted polyoxyalkylene, polyalkyleneimine, polyester, polyolefin, polyacrylate, or polysiloxane oligomer, said nucleophilic oligomer having a molecular weight in the range of 200 to 20,000 is disclosed. Also disclosed are free radically polymerizable monomer-containing compositions containing said oligomers as well as acrylamido- and methacrylamido-acylated polymers which are the thermal or photocured products of said oligomers. In addition, a process is disclosed for providing said acrylamido- and methacrylamido-acylated oligomers which are useful, for example, in coatings, films, printing inks, adhesives, and saturants.
    Type: Grant
    Filed: August 17, 1988
    Date of Patent: April 3, 1990
    Assignee: Minnesota Mining and Manufacturing Company
    Inventors: Jerald K. Rasmussen, Steven M. Heilmann, Frederick J. Palensky
  • Patent number: 4913729
    Abstract: The herbicidal 4-trifluoromethyl-3'-substituted amino-4'-nitro diphenyl ethers comprise a class of compounds that are highly effective herbicides.
    Type: Grant
    Filed: June 3, 1987
    Date of Patent: April 3, 1990
    Assignee: Rohm and Haas Company
    Inventor: Colin Swithenbank
  • Patent number: 4912135
    Abstract: Novel amide compounds of the formula: ##STR1## wherein R.sup.1 is hydrogen, lower alkyl, acetyl, or propionyl; R.sup.2 is hydrogen or chlorine; R.sup.3 is hydrogen or a group of the formula: --CO.sub.2 R.sup.6 (wherein R.sup.6 is hydrogen, lower alkyl or alkali metal); R.sup.4 is hydrogen, trifluoromethyl, cyano, aminocarbonyl, or a group of the formula: --CO.sub.2 R.sup.7 (wherein R.sup.7 is hydrogen, lower alkyl, or alkali metal); R.sup.5 is hydrogen, or a group of the formula: --CO.sub.2 R.sup.8 (wherein R.sup.8 is hydrogen, lower alkyl, or alkali metal), which have excellent anti-allergic activity and are useful for the prophylaxis and treatment of various allergic diseases, and a pharmaceutical composition containing the amide compound as set forth above as an active ingredient.
    Type: Grant
    Filed: October 27, 1988
    Date of Patent: March 27, 1990
    Assignee: Toyo Boseki Kabushiki Kaisha
    Inventors: Hiroaki Taguchi, Takeo Katsushima, Masakazu Ban, Akihiko Watanabe
  • Patent number: 4909835
    Abstract: The invention relates to novel 2-acyl-1,3-cyclohexanediones and the oxime ethers thereof with herbicidal and plant growth regulating properties.The novel 2-acyl-1,3-cyclohexanediones and the oxime ethers thereof are of the formula I ##STR1## wherein A is a 2- or 7-membered alkylene bridge, or a 3- to 7-membered alkenylene bridge which may be mono- or polyunsaturated,n is 0, 1 or 2,R.sub.1 is C.sub.1 -C.sub.4 alkyl or benzyl,R.sub.2 is C.sub.1 -C.sub.6 alkyl which is unsubstituted or substituted by halogen, C.sub.1 -C.sub.4 alkoxy or C.sub.1 -C.sub.4 alkylthio; or is C.sub.3 -C.sub.6 cycloalkyl; or phenyl, benzyl or phenylethyl, the phenyl ring of each of which may be substituted by ahlogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 alkylthio, C.sub.1 -C.sub.4 haloalkyl, C.sub.1 -C.sub.4 haloalkoxy, cyano or nitro,X is oxygen or a radical --NOR.sub.3, andR.sub.3 is C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 haloalkyl, C.sub.3 -C.sub.6 alkenyl, C.sub.3 -C.sub.6 haloalkenyl or C.sub.3 -C.
    Type: Grant
    Filed: February 24, 1988
    Date of Patent: March 20, 1990
    Assignee: Ciba-Geigy Corporation
    Inventor: Hans Tobler
  • Patent number: 4910327
    Abstract: There are provided novel alkyl esters of substituted 2-methyl-3-quinolinecarboxylic acid and quinoline-2,3-dicarboxylic acid; novel dialkyl 3-(substituted)phenylaminobut-2-ene-dioates, useful as intermediates for the preparation of highly effective 2-(2-imidazolin-2-yl)quinoline herbicidal agents and methods for the preparation thereof.
    Type: Grant
    Filed: March 27, 1989
    Date of Patent: March 20, 1990
    Assignee: American Cyanamid Company
    Inventor: Robert F. Doehner, Jr.
  • Patent number: 4910309
    Abstract: The optical purity of an optically active 2-(4-aryloxyphenoxy)propionic acid is enriched by formation of the hydrate of the enantiomer in excess and its removal from solution.
    Type: Grant
    Filed: July 8, 1988
    Date of Patent: March 20, 1990
    Assignee: The Dow Chemical Company
    Inventors: Larry D. Kershner, Jimmy J. Tai
  • Patent number: 4908386
    Abstract: The present invention provides compounds of general formula (I) ##STR1## wherein Ar represents an unsubstituted or substituted phenyl gorup;R.sup.1 and R.sup.2 each represents a hydrogen atom or a C.sub.1-3 alkyl group;X represents a bond or a C.sub.1-7 alkylene, C.sub.2-7 alkenylene or C.sub.2-7 alkynylene chain;Y represents a bond or a C.sub.1-6 alkylene, C.sub.2-6 alkenylene or C.sub.2-6 alkynylene chain;Q represents a substituted phenyl or pyridyl ring;and physiologically acceptable salts and solvates thereof useful as stimulants of .sub.2 -adrenoreceptors and particularly in the treatment of diseases associated with reversible airways obstruction such as asthma and chronic bronchitis.
    Type: Grant
    Filed: December 20, 1988
    Date of Patent: March 13, 1990
    Assignee: Glaxo Group Limited
    Inventors: Harry Finch, Lawrence H. C. Lunts, Alan Naylor, Ian F. Skidmore, Ian B. Campbell, David Middlemiss, Charles Willbe
  • Patent number: 4904661
    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 16, 1987
    Date of Patent: February 27, 1990
    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: 4902715
    Abstract: Compounds of the formula ##STR1## wherein X is a halogen atom, R the same or different substituents in any desired position of the benzene ring, namely, halogen atoms, C.sub.1 -C.sub.3 -alkyl groups, trifluoromethyl groups or cyano groups and n a whole number with a value of 1, 2 or 3, are fungicidally active.
    Type: Grant
    Filed: June 27, 1988
    Date of Patent: February 20, 1990
    Assignee: The Dow Chemical Company
    Inventors: Bernd Schilling, Anneliese Reutter, Norman Haberle
  • Patent number: 4898964
    Abstract: An additive for synthetic resins includes a [liquid rubber]/[polyester] block copolymer comprising block liquid rubber compound parts and block polyester parts as constituent segments. One or more of these polyester blocks are connected to each one of the polydiene block parts through ester bond.
    Type: Grant
    Filed: July 6, 1989
    Date of Patent: February 6, 1990
    Assignee: Takemoto Yushi Kabushiki Kaisha
    Inventors: Mitsuo Kinoshita, Shigeru Imamura, Hirokazu Matsueda
  • Patent number: 4898877
    Abstract: Novel circulation-active cyclohexenecarboxylates of the formula ##STR1## in which R.sup.1 is an organic radical,R.sup.2 is an optionally substituted aryl radical,R.sup.3 is an optionally substituted alkyl or aryl radical,X and Y are --CN, --COR.sup.4, --SO.sub.2 R.sup.4, --COOR.sup.5, --CONR.sup.6 R.sup.7 or --SO.sub.2 NR.sup.6 R.sup.7, andR.sup.4, R.sup.5, R.sup.6 and R.sup.7 are various organic radicals.
    Type: Grant
    Filed: February 18, 1988
    Date of Patent: February 6, 1990
    Assignee: Bayer Aktiengesellschaft
    Inventors: Horst Meyer, Eckhard Schwenner, Martin Bechem, Rainer Gross, Matthias Schramm, Michael Kayser, Siegbert Hebisch
  • Patent number: 4898965
    Abstract: An additive for synthetic resins contains a block copolymer having as its constituent segments both polyester block obtainable by ring-opening polymerization of .epsilon.-aliphatic lactone and polydiene block. One or more of these polyester blocks are connected to the polydiene block through ester bond and at least one of these polyester blocks has at its end a reactive group such as vinyl group, epoxy group, isocyanate group or carboxyl group.
    Type: Grant
    Filed: July 6, 1989
    Date of Patent: February 6, 1990
    Assignee: Takemoto Yushi Kabushiki Kaisha
    Inventors: Mitsuo Kinoshita, Shigeru Imamura, Hirokazu Matsueda
  • Patent number: 4897481
    Abstract: One of the routes to prepare optically active 2-(4-aryloxyphenoxy)propionic acid ester herbicide is to couple optically active 2-(4-hydrophenoxy)propionic acid esters with halogenated aromatic or heteroaromatic compounds. Conversion of the optically active 2-(4-hydroxyphenoxy)propionic acid ester into the acid salt prior to the coupling step effectively prevents the racemization that unexpectedly occurs otherwise.
    Type: Grant
    Filed: May 31, 1988
    Date of Patent: January 30, 1990
    Assignee: The Dow Chemical Company
    Inventors: Larry D. Kershner, Jimmy J. Tai
  • Patent number: 4895974
    Abstract: Compounds of formula: ##STR1## and stereoisomers thereof, in which A is oxygen or sulphur; Z and Y are independently hydrogen, halogen, optionally substituted alkyl, nitro or cyano; and R, which contains at least one halogen atom, is the group ##STR2## in which R.sup.1 and R.sup.2 are independently hydrogen or alkyl; and R.sup.3, R.sup.4 and R.sup.5 are independently hydrogen, halogen, alkyl, haloalkyl or alkoxy.
    Type: Grant
    Filed: May 16, 1988
    Date of Patent: January 23, 1990
    Assignee: Imperial Chemical Industries PLC
    Inventor: Patrick J. Crowley
  • Patent number: 4894085
    Abstract: Novel 2-(4-(2'-fluoro-4'-cyanophenoxy)phenoxy)alkanoic acids and agriculturally acceptable derivatives thereof are selective postemergent herbicides for the control of grassy weeds in valuable crops. The novel herbicides are surprisingly selective, i.e., exhibit little or no phytotoxic effects, to wheat, barley and especially rice at concentrations that control undesired weed grasses.
    Type: Grant
    Filed: November 29, 1988
    Date of Patent: January 16, 1990
    Assignee: The Dow Chemical Company
    Inventors: R. Garth Pews, Lucinda A. Jackson, Chrislyn M. Carson
  • Patent number: 4892964
    Abstract: In one embodiment this invention provides a nonlinear optical medium which is a transparent film of a thermoplastic polymer composed of recurring monomeric units corresponding to the formula: ##STR1##
    Type: Grant
    Filed: June 22, 1988
    Date of Patent: January 9, 1990
    Assignee: Hoechst Celanese Corporation
    Inventor: Eui W. Choe
  • Patent number: 4892963
    Abstract: Compounds of the following formula have pharmaceutical properties: ##STR1## in which X is R.sup.1 (HO)C.dbd.C(CN)--, R.sup.1 (CO)--CH(CN)-- or ##STR2## R.sup.1 and R.sup.2 are each hydrogen or C.sub.1-6 alkyl, R.sup.3, R.sup.4 and R.sup.5 are each hydrogen, hydroxy, halogen, nitro, cyano, carboxy, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, C.sub.1-4 alkylthio, halo-substituted C.sub.1-4 alkyl, halo-substituted C.sub.1-4 alkoxy, halo-substituted C.sub.1-4 alkylthio, C.sub.2-5 alkoxycarbonyl, optionally substituted phenyl, optionally substituted phenoxy, R'R"N- where R' and R" are each hydrogen or C.sub.1-4 alkyl R'"CONH-- where R'" is C.sub.1-4 alkyl, R.sup.6, R.sup.7 and R.sup.8 are each C.sub.1-6 alkyl, halo-substituted C.sub.1-6 alkyl or optionally substituted phenyl, or R.sup.6 and R.sup.7, together with the carbon atom to which they are attached, form a cycloalkyl group containing 3 to 7 carbon atoms, or R.sup.6, R.sup.7 and R.sup.
    Type: Grant
    Filed: August 7, 1987
    Date of Patent: January 9, 1990
    Assignee: Lilly Industries Limited
    Inventors: Peter T. Gallagher, Terence A. Hicks, Graham W. Mullier
  • Patent number: 4889870
    Abstract: There are provided new 2-(2,2-difluorocyclopropyl)alkyl esters of general formula I ##STR1## in which Y, R.sub.1-7 and n have the meanings given in the description and processes for their preparation. The new compounds can be used to combat insects and mites.
    Type: Grant
    Filed: January 29, 1988
    Date of Patent: December 26, 1989
    Assignee: Schering Aktiengesellschaft
    Inventors: Peter Wegner, Hans-Rudolf Kruger, Dietrich Baumert, Hartmut Joppien
  • Patent number: 4883901
    Abstract: A method for synthesizing 2-(4-amidophenoxy)alkanoic acids and esters and 2-(4-aminophenoxy)alkanoic acids and esters by reacting a hydroxyaromatic ketone derivative with a 2-substituted alkanoic acid or ester under basic conditions and thereafter reacting with a hydroxylamine derivative and conducting a Beckmann Rearrangement in the presence of a catalyst with subsequent solvolysis.
    Type: Grant
    Filed: March 21, 1988
    Date of Patent: November 28, 1989
    Assignee: Hoechst Celanese Corporation
    Inventor: Varadaraj Elongo
  • Patent number: 4882084
    Abstract: The optically active compounds of the formula: ##STR1## wherein R.sup.1 is an alkyl or an alkyloxy group having a carbon number of 1-18, R.sup.2 is an alkyl group having a carbon number of 1-18, and A is a biphenyl group or a biphenyl group having a halogen atom or a cyano group are provided.The optically active compounds are useful for liquid crystal elements, especially for components of ferroelectric liquid crystal mixtures inducing high value of spontaneous polarization.
    Type: Grant
    Filed: October 28, 1987
    Date of Patent: November 21, 1989
    Assignee: Chisso Corporation
    Inventors: Kouji Ohno, Shinichi Saito, Kazutoshi Miyazawa, Makoto Ushioda, Hiromichi Inoue, Naoyuki Yoshida
  • Patent number: 4880561
    Abstract: Disclosed is an optically active cyclopropane compound represented by the formula (1): ##STR1## wherein R is an alkyl or cycloalkyl group, n is 0 or 1, Y.sup.4 is --CO.sub.2 CH.sub.2 --, --OCO-- or --OCH.sub.2 --, Y.sup.1, Y.sup.2 and Y.sup.3 independently represent --CO.sub.2 --, --OCO--, --O--, a direct bond or --CH.sub.2 O--, Z.sup.1, Z.sup.2, and Z.sup.3 independently represent ##STR2## A.sup.1, A.sup.2 and A.sup.3 independently represent fluorine, bromine, chlorine, a cyano group or hydrogen, and the mark ##STR3## indicates an asymmetric carbon atom. The optically active cyclopropane compound includes a compound which exhibits a ferroelectric liquid crystalline characteristic, and a compound which does not exhibit a ferroelectric liquid characteristic when used alone, but, can be used as a constituent of a ferroelectric liquid crystal composition.
    Type: Grant
    Filed: April 16, 1987
    Date of Patent: November 14, 1989
    Assignee: Ajinomoto Co., Inc.
    Inventors: Tatsuru Tabohashi, Takao Sakurai, Ryoichi Higuchi, Naoko Mikami, Eri Yamamoto, Koji Takeuchi
  • Patent number: 4880839
    Abstract: An acylanilide of the formula: ##STR1## wherein R.sup.1 or R.sup.2 which may be the same or different, each is an electron-withdrawing substituent, alkylthio or phenylthio or R.sup.1 is hydrogen, alkyl or alkoxy; wherein R.sup.3 is hydrogen or halogen; wherein R.sup.4 is hydrogen or acyl wherein A is branched-chain alkylene; and wherein R.sup.5 is phenyl, substituted phenyl or naphthyl. The compounds possess progestational activity.
    Type: Grant
    Filed: June 16, 1987
    Date of Patent: November 14, 1989
    Assignee: Imperial Chemical Industries PLC
    Inventor: Howard Tucker
  • Patent number: 4877895
    Abstract: Sweetening agents, characterized in that they conform to the following formula: ##STR1## wherein: A is an imino (.dbd.N--), iminium (.dbd.N.sup.+ <), methylene (.dbd.C<) group, the iminium group being able to be salified by a physiologically acceptable anion;m and n are number equal to 1 or 2;B:when n=1, represents H, CN, OCH.sub.3, NO.sub.2, SO.sub.2 R, SOR, SO.sub.2 NHR, SO.sub.2 NR.sub.2, wherein R is an alkyl, cycloalkyl or aryl group having up to 10 carbon atoms;when n=2, represents H, CN, OCH.sub.3 ;X:represents CN, NO.sub.2, when B is H, CN, OCH.sub.3 ;represents CN, NO.sub.2, COCH.sub.3, CHO, Cl, CF.sub.3, F, H, when B is NO.sub.2, SO.sub.2 R, SOR, SO.sub.2 NHR, SO.sub.2 NR.sub.2 ;M is a hydrogen atom or a physiologically acceptable organic or inorganic cation.
    Type: Grant
    Filed: March 4, 1986
    Date of Patent: October 31, 1989
    Assignee: Universite Claude Bernard - Lyon 1
    Inventors: Claude Nofre, Jean M. Tinti, Farroudja O. Chatzopoulos