Carbonyl Attached Indirectly To The Cyano Group By Nonionic Bonding Patents (Class 558/414)
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Patent number: 4999042Abstract: 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: GrantFiled: December 19, 1989Date of Patent: March 12, 1991Assignee: Imperial Chemical Industries PLCInventors: Vivienne M. Anthony, John M. Clough, Christopher R. A. Godfrey, Thomas E. Wiggins
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Patent number: 4992577Abstract: 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: GrantFiled: May 22, 1989Date of Patent: February 12, 1991Assignee: Bayer AktiengesellschaftInventors: Reinhard Lantzsch, Dieter Arlt, Manfred Jautelat
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Patent number: 4992576Abstract: 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: GrantFiled: March 27, 1990Date of Patent: February 12, 1991Assignee: Eli Lilly and CompanyInventor: D. Mark Gapinski
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Patent number: 4990647Abstract: 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: GrantFiled: April 24, 1989Date of Patent: February 5, 1991Assignee: Bayer AktiengesellschaftInventors: Thomas Himmler, Rudolf Braden
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Patent number: 4983628Abstract: 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: GrantFiled: January 3, 1989Date of Patent: January 8, 1991Assignee: Merck Frosst Canada, Inc.Inventors: Richard Frenette, Joshua Rokach, Masatoshi Kakushima, Robert N. Young
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Patent number: 4981865Abstract: 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: GrantFiled: May 26, 1989Date of Patent: January 1, 1991Assignee: 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
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Patent number: 4980493Abstract: 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: GrantFiled: March 13, 1987Date of Patent: December 25, 1990Assignee: ICI Australia LimitedInventors: Graham Bird, Donald Harney, Errol McGarry, Matthew Bolte
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Patent number: 4978386Abstract: 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: GrantFiled: October 31, 1985Date of Patent: December 18, 1990Assignee: Chevron Research CompanyInventor: Carl E. Ward
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Patent number: 4966726Abstract: 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: GrantFiled: July 18, 1988Date of Patent: October 30, 1990Assignee: Hoechst AktiengesellschaftInventors: Gunter Scherowsky, Manel Gunaratne
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Patent number: 4956490Abstract: 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: GrantFiled: March 9, 1989Date of Patent: September 11, 1990Assignee: Merck & Co., Inc.Inventors: James W. McManus, John F. Genus
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Patent number: 4956488Abstract: 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: GrantFiled: April 5, 1988Date of Patent: September 11, 1990Assignee: Adeka Argus Chemical Co., Ltd.Inventors: Toshihiro Shibata, Masaki Kimura
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Patent number: 4956387Abstract: 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: GrantFiled: February 15, 1989Date of Patent: September 11, 1990Assignee: BASF AktiengesellschaftInventors: Bernd Wenderoth, Siegbert Brand, Franz Schuetz, Hubert Sauter, Eberhard Ammermann, Gisela Lorenz
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Patent number: 4954160Abstract: 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: GrantFiled: September 21, 1988Date of Patent: September 4, 1990Assignee: Shell Internationale Research Maatschappij, B.V.Inventors: Terence Gilkerson, Robert W. Shaw
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Patent number: 4952235Abstract: (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: GrantFiled: June 22, 1989Date of Patent: August 28, 1990Assignee: Bayer AktiengesellschaftInventors: Roland Andree, Michael Haug, Hans-Joachim Santel, Robert R. Schmidt, Harry Strang
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Patent number: 4944795Abstract: 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: GrantFiled: October 30, 1989Date of Patent: July 31, 1990Assignee: Eli Lilly and CompanyInventors: Gary D. Crouse, Jeffery D. Webster
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Patent number: 4943591Abstract: 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: GrantFiled: October 14, 1986Date of Patent: July 24, 1990Assignee: Glaxo Group LimitedInventors: Ian F. Skidmore, Lawrence H. C. Lunts, Harry Finch, Alan Naylor, Ian B. Campbell
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Patent number: 4943384Abstract: 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: GrantFiled: November 21, 1986Date of Patent: July 24, 1990Assignee: Merck Patent Gesellschaft mit beschrankter HaftungInventors: Wolfgang Sucrow, Herbert Wolter, Rudolf Eidenschink
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Patent number: 4939172Abstract: 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: GrantFiled: February 8, 1988Date of Patent: July 3, 1990Assignee: Roussel UclafInventors: Joseph Cadiergue, Jacques Demassey, Jean-Pierre Demoute, Jean Tessier
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Patent number: 4937372Abstract: 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: GrantFiled: February 10, 1988Date of Patent: June 26, 1990Assignee: BASF AktiengesellschaftInventors: Bernd Wenderoth, Hubert Sauter, Eberhard Ammermann, Ernst-Heinrich Pommer
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Patent number: 4935409Abstract: Animal growth promoters of the formula ##STR1## The intermediates of the formula ##STR2## are also new.Type: GrantFiled: April 27, 1988Date of Patent: June 19, 1990Assignee: Bayer AktiengesellschaftInventors: Hartmund Wollweber, Jurgen Stoltefuss, Friedrich Berschauer
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Patent number: 4935517Abstract: 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: GrantFiled: April 21, 1989Date of Patent: June 19, 1990Assignee: Universite Claude BernardInventors: Claude Nofre, Jean M. Tinti
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Patent number: 4933367Abstract: 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: GrantFiled: March 12, 1987Date of Patent: June 12, 1990Assignee: Boehringer Mannheim GmbHInventors: Hans P. Wolff, Ernst-Christian Witte, Hans-Frieder Kuhnle
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Patent number: 4927836Abstract: 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: GrantFiled: June 29, 1988Date of Patent: May 22, 1990Assignee: Imperial Chemical Industries PLCInventors: Brian R. Holloway, Ralph Howe, Balbir S. Rao, Donald Stribling
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Patent number: 4925590Abstract: 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: GrantFiled: March 9, 1989Date of Patent: May 15, 1990Assignee: Merck Patent Gesellschaft Mit Beschrankter HaftungInventors: Volker Reiffenrath, Joachim Krause, Andreas Wachtler, Georg Weber, Ulrich Finkenzeller
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Patent number: 4921939Abstract: Substituted guanidines and ethanamidines are provided as high potency sweetening agents.Type: GrantFiled: March 3, 1987Date of Patent: May 1, 1990Assignee: Universite Claude Bernard -Lyon 1Inventors: Claude Nofre, Jean M. Tinti, Farroudja Ouar Chatzopoulos
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Patent number: 4921524Abstract: 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: GrantFiled: April 14, 1988Date of Patent: May 1, 1990Assignee: Shell Internationale Research Maatschappij B.V.Inventors: Terence Gilkerson, Robert W. Shaw, David C. Jennens
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Patent number: 4921526Abstract: 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: GrantFiled: November 27, 1987Date of Patent: May 1, 1990Assignee: Sandoz Ltd.Inventors: Shy-Fuh Lee, Gary W. Luehr, Carol R. Scott, Werner Trueb
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Patent number: 4914223Abstract: 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: GrantFiled: August 17, 1988Date of Patent: April 3, 1990Assignee: Minnesota Mining and Manufacturing CompanyInventors: Jerald K. Rasmussen, Steven M. Heilmann, Frederick J. Palensky
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Patent number: 4913729Abstract: The herbicidal 4-trifluoromethyl-3'-substituted amino-4'-nitro diphenyl ethers comprise a class of compounds that are highly effective herbicides.Type: GrantFiled: June 3, 1987Date of Patent: April 3, 1990Assignee: Rohm and Haas CompanyInventor: Colin Swithenbank
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Patent number: 4912135Abstract: 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: GrantFiled: October 27, 1988Date of Patent: March 27, 1990Assignee: Toyo Boseki Kabushiki KaishaInventors: Hiroaki Taguchi, Takeo Katsushima, Masakazu Ban, Akihiko Watanabe
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Patent number: 4909835Abstract: 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: GrantFiled: February 24, 1988Date of Patent: March 20, 1990Assignee: Ciba-Geigy CorporationInventor: Hans Tobler
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Patent number: 4910327Abstract: 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: GrantFiled: March 27, 1989Date of Patent: March 20, 1990Assignee: American Cyanamid CompanyInventor: Robert F. Doehner, Jr.
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Patent number: 4910309Abstract: 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: GrantFiled: July 8, 1988Date of Patent: March 20, 1990Assignee: The Dow Chemical CompanyInventors: Larry D. Kershner, Jimmy J. Tai
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Patent number: 4908386Abstract: 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: GrantFiled: December 20, 1988Date of Patent: March 13, 1990Assignee: Glaxo Group LimitedInventors: Harry Finch, Lawrence H. C. Lunts, Alan Naylor, Ian F. Skidmore, Ian B. Campbell, David Middlemiss, Charles Willbe
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Patent number: 4904661Abstract: 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: GrantFiled: December 16, 1987Date of Patent: February 27, 1990Assignee: Imperial Chemical Industries PLCInventors: William R. Pilgrim, Derek W. Young, Brian S. Tait, Graham C. Crawley, Philip N. Edwards, George B. Hill
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Patent number: 4902715Abstract: 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: GrantFiled: June 27, 1988Date of Patent: February 20, 1990Assignee: The Dow Chemical CompanyInventors: Bernd Schilling, Anneliese Reutter, Norman Haberle
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Patent number: 4898964Abstract: 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: GrantFiled: July 6, 1989Date of Patent: February 6, 1990Assignee: Takemoto Yushi Kabushiki KaishaInventors: Mitsuo Kinoshita, Shigeru Imamura, Hirokazu Matsueda
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Patent number: 4898877Abstract: 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: GrantFiled: February 18, 1988Date of Patent: February 6, 1990Assignee: Bayer AktiengesellschaftInventors: Horst Meyer, Eckhard Schwenner, Martin Bechem, Rainer Gross, Matthias Schramm, Michael Kayser, Siegbert Hebisch
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Patent number: 4898965Abstract: 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: GrantFiled: July 6, 1989Date of Patent: February 6, 1990Assignee: Takemoto Yushi Kabushiki KaishaInventors: Mitsuo Kinoshita, Shigeru Imamura, Hirokazu Matsueda
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Patent number: 4897481Abstract: 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: GrantFiled: May 31, 1988Date of Patent: January 30, 1990Assignee: The Dow Chemical CompanyInventors: Larry D. Kershner, Jimmy J. Tai
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Patent number: 4895974Abstract: 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: GrantFiled: May 16, 1988Date of Patent: January 23, 1990Assignee: Imperial Chemical Industries PLCInventor: Patrick J. Crowley
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Patent number: 4894085Abstract: 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: GrantFiled: November 29, 1988Date of Patent: January 16, 1990Assignee: The Dow Chemical CompanyInventors: R. Garth Pews, Lucinda A. Jackson, Chrislyn M. Carson
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Patent number: 4892964Abstract: 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: GrantFiled: June 22, 1988Date of Patent: January 9, 1990Assignee: Hoechst Celanese CorporationInventor: Eui W. Choe
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Patent number: 4892963Abstract: 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: GrantFiled: August 7, 1987Date of Patent: January 9, 1990Assignee: Lilly Industries LimitedInventors: Peter T. Gallagher, Terence A. Hicks, Graham W. Mullier
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Patent number: 4889870Abstract: 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: GrantFiled: January 29, 1988Date of Patent: December 26, 1989Assignee: Schering AktiengesellschaftInventors: Peter Wegner, Hans-Rudolf Kruger, Dietrich Baumert, Hartmut Joppien
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Patent number: 4883901Abstract: 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: GrantFiled: March 21, 1988Date of Patent: November 28, 1989Assignee: Hoechst Celanese CorporationInventor: Varadaraj Elongo
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Patent number: 4882084Abstract: 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: GrantFiled: October 28, 1987Date of Patent: November 21, 1989Assignee: Chisso CorporationInventors: Kouji Ohno, Shinichi Saito, Kazutoshi Miyazawa, Makoto Ushioda, Hiromichi Inoue, Naoyuki Yoshida
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Patent number: 4880561Abstract: 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: GrantFiled: April 16, 1987Date of Patent: November 14, 1989Assignee: Ajinomoto Co., Inc.Inventors: Tatsuru Tabohashi, Takao Sakurai, Ryoichi Higuchi, Naoko Mikami, Eri Yamamoto, Koji Takeuchi
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Patent number: 4880839Abstract: 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: GrantFiled: June 16, 1987Date of Patent: November 14, 1989Assignee: Imperial Chemical Industries PLCInventor: Howard Tucker
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Patent number: 4877895Abstract: 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: GrantFiled: March 4, 1986Date of Patent: October 31, 1989Assignee: Universite Claude Bernard - Lyon 1Inventors: Claude Nofre, Jean M. Tinti, Farroudja O. Chatzopoulos