Halogen Attached Directly Or Indirectly To The Six-membered Hetero Ring By Nonionic Bonding Patents (Class 546/302)
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Patent number: 5021579Abstract: A novel cyclohexane compound represented by the general formula (I), ##STR1## wherein R.sup.1 represents a hydrogen atom or a (C.sub.1 -C.sub.6)alkyl or (C.sub.1 -C.sub.4)alkoxymethyl group, R.sup.2 represents a (C.sub.1 -C.sub.12)alkyl, (C.sub.3 -C.sub.6)alkenyl, (C.sub.3 -C.sub.6)alkynyl, (C.sub.3 -C.sub.6)cycloalkylmethyl, halo(C.sub.3 -C.sub.6)alkenyl, cyano(C.sub.1 -C.sub.4)alkyl, (C.sub.1 -C.sub.4)alkoxymethyl, (C.sub.1 -C.sub.4)alkylthiomethyl or benzyl group, R.sup.3 represents a hydrogen atom or a methyl group, R.sup.4 represents a hydrogen atom or a methyl group, R.sup.5 is a hydrogen atom or a methyl group, and when R.sup.5 is a hydrogen atom, R.sup.6 is a hydrogen atom or a (C.sub.1 -C.sub.4)alkoxycarbonyl group, and when R.sup.5 is a methyl group, R.sup.Type: GrantFiled: September 28, 1990Date of Patent: June 4, 1991Assignee: Sumitomo Chemical Company, LimitedInventors: Kenji Arai, Nobuaki Mito, Kouichi Morita, Naonori Hirata
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Patent number: 5008275Abstract: Fungicidal pyridyl-substituted acrylic esters of the formula ##STR1## in which R.sup.1 represents alkyl or represents optionally substituted aralkyl,R.sup.2 represents dialkylamino or represents a radical --Z--R.sup.3,X represents oxygen or sulphur or represents a radical ##STR2## Py represents optionally substituted pyridyl, where R.sup.3 represents alkyl or represents optionally substituted aralkyl,R.sup.4 represents hydrogen, alkyl or alkanoyl or represents in each case optionally substituted aralkyl or aryl andZ represents oxygen or sulphur, their geometric isomers and isomer mixtures.Type: GrantFiled: February 8, 1990Date of Patent: April 16, 1991Assignee: Bayer AktiengesellschaftInventors: Alexander Klausener, Gerd Kleefeld, Dieter Berg, Stefan Dutzmann, Gerd Hanbler
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Patent number: 5008276Abstract: Fungicidal compounds of the formula (I): ##STR1## and stereoisomers thereof, wherein K is oxygen or sulphur; Z is optionally substituted aryl or optionally substituted heteroaryl; X is O, S(O).sub.n, NR.sup.4, CR.sup.1 R.sup.2, CHR.sup.5, CO, CR.sup.1 (OR.sup.2), C.dbd.CR.sup.1 R.sup.2, CHR.sup.1 CHR.sup.2, CR.sup.1 .dbd.CR.sup.2, CHR.sup.1 CR.sup.2 .dbd.CH, C.dbd.C, OCHR.sup.1, CHR.sup.1 O, OCHR.sup.1 O, S(O).sub.n CHR.sup.1, S(O).sub.n CHR.sup.1 O, CHR.sup.1 S(O).sub.n, CHR.sup.1 OSO.sub.2, NR.sup.4 CHR.sup.1, CHR.sup.1 NR.sup.4, CO.sub.2, O.sub.2 C, SO.sub.2 O, OSO.sub.2, CO.CO, COCHR.sup.1, COCHR.sup.1 O, CHR.sup.1 CO, CHOH.CHR.sup.1, CHR.sup.1.CHOH, ##STR2## CONR.sup.4, OCONR.sup.4, NR.sup.4 CO, CSNR.sup.4, OCS.NR.sup.4, SCO.NR.sup.4, NR.sup.4 CO.sub.2, NR.sup.4 CS, NR.sup.4 CSO, NR.sup.4 COS, NR.sup.4 CONR.sup.4, S(O).sub.n NR.sup.4, NR.sup.4 S(O).sub.n, CS.sub.2, S.sub.2 C, CO.S, SCO, N.dbd.N, N.dbd.CR.sup.1, CR.sup.1 .dbd.N, CHR.sup.1 CHR.sup.2 CH(OH), CHR.sup.1 OCO, CHR.sup.1 SCO, CHR.sup.1 NR.sup.Type: GrantFiled: October 17, 1988Date of Patent: April 16, 1991Assignee: Imperial Chemical Industries PLCInventors: John M. Clough, Christopher R. A. Godfrey, Stephen P. Heaney, Kenneth Anderton
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Patent number: 5006538Abstract: An ether compound represented by the following formula (I), it production and insecticidal compositions containing it as an active ingredient: ##STR1## wherein R.sub.1, represents a halogen atom or a methyl group; R.sub.2 represents a hydrogen atom or a fluorine atom; R.sub.3 represents a hydrogen atom, a halogen atom or a methyl group; R.sub.4 represents a (C.sub.1 -C.sub.3)alkyl group; Y represents an oxygen atom, a sulfur atom, a methylene group or --NH--; and Z represents a nitrogen atom or --CH.dbd..Type: GrantFiled: October 31, 1988Date of Patent: April 9, 1991Assignee: Sumitomo Chemical Company, LimitedInventors: Kazunori Tsushima, Noritada Matsuo, Hirosi Kisida, Toshihiko Yano
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Patent number: 5006658Abstract: A compound of Formula I or a salt thereof:Ar--Q--(CH.sub.2).sub.m --A--CH.sub.2).sub.n (CE.sup.1 .dbd.CE.sup.2).sub.a CE.sup.3 .dbd.CE.sup.4 CXNR.sup.1 R.sup.2 (1)whereAr is a 6-membered heteroaromatic ring containing, as the heteroatom or heteroatoms, one or two nitrogen atoms and is optionally substituted by one or more of halogen, cyano, C.sub.1-6 -alkyl (optionally substituted by halogen), or C.sub.1-6 -alkoxy (optionally substituted by one or more of halogen or C.sub.1-6 -alkyl), or RS(O).sub.x where x is 0, 1 or 2 and R is C.sub.1-6 -alkyl optionally substituted by one or more halogen atoms,Q is --CH.sub.2 -- or --O--,m and n are each independently 0 to 7,A is --CH.sub.2 -- or --O--,a is 0 or 1,E.sup.1 to E.sup.4 are independently hydrogen, C.sub.1-4 -alkyl or halo-C.sub.1-4 -alkyl or halogen,X is oxygen or sulphur, andR.sup.1 and R.sup.2 are independently hydrogen, C.sub.1-6 -alkyl or C.sub.3-6 -cycloalkyl, either being optionally substituted by one or more of the C.sub.1-6 -alkyl, C.sub.Type: GrantFiled: November 25, 1987Date of Patent: April 9, 1991Assignee: The Wellcome Foundation Ltd.Inventor: Robert J. Blade
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Patent number: 5002957Abstract: Azaneophyl and silazaneophyl sulfides, processes for their preparation, agents containing them, and their use as pesticides.Compounds of the formula I, their optical isomers and mixtures thereof ##STR1## where M denotes C or Si,R.sup.1 denotes unsubstituted or substituted pyridyl, unsubstituted or substituted pyrimidyl, andwhen M=C- denotes unsubstituted or substituted pyridazinyl, unsubstituted or substituted pyrazinyl, unsubstituted or substituted 1,2,4-triazinyl, unsubstituted or substituted 1,2,4,5-tetrazinyl,R.sup.2, R.sup.3 independently or one another denote alkyl, alkenyl, haloalkyl, phenyl, or R.sup.2 and R.sup.3 denote an alkylene chain which - together with the quaternary central atom (M) - form an unsubstituted or fluorine-substituted ring having four to six ring members (when M=Si) or having three to six ring members (when M=C),R.sup.4 denotes H, F, --CN, --CCl.sub.3, --C.dbd.CH, (C.sub.1 -C.sub.4)alkyl, ##STR2## R.sup.Type: GrantFiled: March 23, 1989Date of Patent: March 26, 1991Assignee: Hoechst AktiengesellschaftInventors: Hans H. Schubert, Gerhard Salbeck, Hans-Peter Krause, Werner Knauf, Anna Waltersdorfer, Manfred Kern
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Patent number: 5002604Abstract: There are described novel 2-[4-(5-chloro-3-fluoropyridin-2-yloxy)-phenoxy]-propionic acids esters and -thio-esters having a herbicidal action and an action reducing the growth of grasses, which compounds correspond to the formula I ##STR1## wherein Q is oxygen or sulfur,R.sub.1 is hydrogen or methylR.sub.2 is hydrogen or C.sub.1 -C.sub.4 alkylThe salts and enantiomers of these compounds are also part of the invention.These compounds are suitable for selectively controlling weeds in crops of cultivated plants, and for reducing the growth of grasses.Type: GrantFiled: December 16, 1988Date of Patent: March 26, 1991Assignee: Ciba-Geigy CorporationInventors: Rolf Schurter, Hermann Rempfler
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Patent number: 4997837Abstract: Certain trans-6-[[(substituted)pyridin-3-yl]-alkyl- and alkenyl]tetrahydro-4-hydroxypyran-2-ones and the corresponding ring-opened acids derived therefrom are potent inhibitors of the enzyme 3-hydroxy-3-methylglutaryl-coenzyme A reductase (HMG-CoA reductase) and are useful as hypocholesterolemic and hypolipidemic agents.Type: GrantFiled: October 6, 1989Date of Patent: March 5, 1991Assignee: Warner-Lambert CompanyInventors: Alexander W. Chucholowski, Mark W. Creswell, Bruce D. Roth, Drago R. Sliskovic
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Patent number: 4990621Abstract: New propene derivatives as intermediates for the preparation of pesticidal silane derivatives. Compounds of the formula ##STR1## wherein R.sup.4 is H, R.sup.5 is a radical of the formula ##STR2## and R.sup.17 is H or halogen are useful intermediates for the preparation of pesticidal silane derivatives.Type: GrantFiled: May 30, 1989Date of Patent: February 5, 1991Assignee: Hoechst AktiengesellschaftInventors: Hans H. Schubert, Gerhard Salbeck, Walter Luders, Werner Knauf, Anna Waltersdorfer
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Patent number: 4981971Abstract: A novel cyclohexane compound represented by the general formula (I), ##STR1## wherein R.sup.1 represents a hydrogen atom or a (C.sub.1 -C.sub.6)alkyl or (C.sub.1 -C.sub.4)alkoxymethyl group, R.sup.2 represents a (C.sub.1 -C.sub.12)-alkyl, (C.sub.3 -C.sub.6)alkenyl, (C.sub.3 -C.sub.6)alkynyl, (C.sub.3 -C.sub.6)cycloalkylmethyl, halo(C.sub.3 -C.sub.6)alkenyl, cyano(C.sub.1 -C.sub.4)alkyl, (C.sub.1 -C.sub.4)alkoxymethyl, (C.sub.1 -C.sub.4)alkylthiomethyl or benzyl group, R.sup.3 represents a hydrogen atom or a methyl group, R.sup.4 represents a hydrogen atom or a methyl group, R.sup.5 is a hydrogen atom or a methyl group, and when R.sup.5 is a hydrogen atom, R.sup.6 is a hydrogen atom or a (C.sub.1 -C.sub.4)-alkoxycarbonyl group, and when R.sup.5 is a methyl group, R.sup.Type: GrantFiled: September 14, 1988Date of Patent: January 1, 1991Assignee: Sumitomo Chemical Company, LimitedInventors: Kenji Arai, Nobuaki Mito, Kouichi Morita, Naonori Hirata
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Patent number: 4976773Abstract: A compound of the formula: ##STR1## wherein Q.sup.1 is CH or N; R is H or C.sub.1 -C.sub.5 alkyl; X is H, halogen, CF.sub.3, or NO.sub.2 ; Y is H or halogen; Z is --O-- or --NH--; A is ##STR2## wherein Q.sup.2, and Q.sup.3 are each CH or N; R.sup.1 and R.sup.2 are each H, C.sub.1 -C.sub.5 alkyl, C.sub.1 -C.sub.5 alkoxy, or C.sub.2 -C.sub.6 alkxoycarobnyl; R.sup.3, R.sup.4, and R.sup.5 are each H or C.sub.1 -C.sub.5 alkyl; R.sup.6 is H, halogen, or C.sub.1 -C.sub.5 alkyl; R.sup.7, R.sup.8, R.sup.9, and R.sup.10 are each H or C.sub.1 -C.sub.5 alkyl; R.sup.11 is H, C.sub.1 -C.sub.5 alkyl, C.sub.1 -C.sub.5 alkoxy, C.sub.2 -C.sub.6 alkenyl, C.sub.6 -C.sub.10 aryl, C.sub.7 -C.sub.15 aryloxyalkyl, or C.sub.7 -C.sub.15 aralkyl; R.sup.12 and R.sup.13 are each H or C.sub.1 -C.sub.5 alkyl; R.sup.14 is C.sub.1 -C.sub.5 alkyl, C.sub.2 -C.sub.6 alkenyl, C.sub.5 -C.sub.10 aryl, or C.sub.7 -C.sub.15 aralkyl; or R.sup.13 and R.sup.14 taken together form C.sub.3 -C.sub.4 alkylene, V.sup.1 and V.sup.2 are each H, halogen, NO.Type: GrantFiled: August 10, 1988Date of Patent: December 11, 1990Assignee: Suntory LimitedInventors: Harukazu Fukami, Naoki Higuchi, Naoko Kawaguchi, Masaki Hashimoto, Kinya Ide, Toshio Takahashi
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Patent number: 4970313Abstract: A process for the preparation of optically active 3-de-methylmevalonic acid derivatives, and intermediates A process for the preparation of optically active 3-de-methylmevalonic acid derivatives of the formula I ##STR1## (3,5-dihydroxy carboxylic acid derivatives) or of the formula II ##STR2## (.beta.-hydroxy lactones) in which R, R.sup.1 and Y have the indicated meanings, is described. The invention furthermore relates to aldehydes of the formula XII ##STR3## in which M represents the indicated protective groups. The 3-demethylmevalonic acid derivatives of this invention are useful for lowering cholesterol levels of a host.Type: GrantFiled: December 6, 1988Date of Patent: November 13, 1990Assignee: Hoechst AktiengesellschaftInventors: Gunther Wess, Kurt Kesseler, Ekkehard Baader, Gerhard Beck
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Patent number: 4962113Abstract: Novel pyridinium derivatives represented by the formula (I): ##STR1## wherein ##STR2## is an optionally substituted pyridinium ring; R.sup.1 is a lower alkyl group or aralkyl group;R.sup.7 and R.sup.10 are independently hydrogen, a lower alkyl group, aryl group or aralkyl group;l is 0 or 1;R.sup.5 is a phenylene group or an alkylene group which may be substituted;R.sup.11 is an alkyl group or aryl group;X is a group of the formula: --CH.sub.2 OCH.sub.2 -- or a group of the formula: ##STR3## wherein R.sup.6 is hydrogen, a lower alkyl or a lower alkoxy, and m is an integer of 0 to 3;U is a group of the formula: ##STR4## wherein R.sup.Type: GrantFiled: July 26, 1988Date of Patent: October 9, 1990Assignee: Takeda Chemical Industries, LtdInventors: Susumu Tsushima, Muneo Takatani, Kohei Nishikawa
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Patent number: 4960897Abstract: Disclosed herein is an N-[2-(pyridyl)propyl]-N-substituted sulfonamide represented by the following general formula (I): ##STR1## wherein J represents a phenyl group which may be substituted or benzo-condensed, A represents --CH.sub.2 --, --CH.dbd.CH--, --O-- or --N(r)-- (wherein r represents an alkyl group having 1 to 4 carbon atoms), b represents 0 or 1, R represents an alkyl group, alkenyl group, alkynyl group, alkoxy group, fluoroalkyl group or formyl group, D represents a hydroxyl group, E represents a halogen atom, an alkylsulfonyloxy group or a benzenesulfonyloxy group which may be substituted, or D and E represent --O-- in combination, and V represents a pyridyl group which may be substituted, a herbicide containing said N-[2-(pyridyl)propyl]-N-substituted sulfonamide as an active ingredient and a 1-(halogenomethyl)vinylpyridine as an intermediate thereof.Type: GrantFiled: March 2, 1988Date of Patent: October 2, 1990Assignee: Mitsubishi Kasei CorporationInventors: Tetsuo Jikihara, Manabu Katsurada, Toyohiko Shike, Emiko Mikami, Osamu Ikeda
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Patent number: 4959381Abstract: The present invention provides compounds of the general formula (I) ##STR1## wherein X represents a bond, or 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;R.sup.1 and R.sup.2 each represent a hydrogen atom or a C.sub.1-3 alkyl group, with the proviso that the sum total of carbon atoms in R.sup.1 and R.sup.2 is not more than 4; andAr represents a pyridyl group optionally substituted by one or two substituents selected from halogen atoms or hydroxy, C.sub.1-3 alkyl and C.sub.1-3 alkoxy groups, orAr represents a phenyl group optionally substituted by one or more substituents selected from halogen atoms or the groups hydroxy, hydroxyC.sub.1-3 alkyl, C.sub.1-3 alkyl, C.sub.1-3 alkoxy, --NR.sup.3 R.sup.4 and --NR.sup.5 COR.sup.6,or Ar is a phenyl group substituted by an alkylenedioxy group of formula --O(CH.Type: GrantFiled: February 9, 1988Date of Patent: September 25, 1990Assignee: Glaxo Group LimitedInventors: Lawrence H. C. Lunts, Ian F. Skidmore, Harry Finch, Alan Naylor, Ian B. Campbell
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Patent number: 4948414Abstract: There are described novel 3-fluoropyridyl-2-oxy derivatives having a herbicidal action and an action reducing the growth of grasses, which compounds correspond to the formula I ##STR1## wherein X is halogen or the trifluoromethyl group, andZ is an alkanoic acid derivative which is more precisely described in the specification.These compounds are suitable for the selective control of weeds in crops of cultivated plants, or for the reduction of the growth of grasses.Type: GrantFiled: December 12, 1988Date of Patent: August 14, 1990Assignee: Ciba-Geigy CorporationInventors: Rolf Schurter, Peter J. Diel
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Patent number: 4948420Abstract: The invention relates to new aryloxy phenoxy acyl malonates of the Formula I ##STR1## a process for the preparation thereof and herbicidal compositions comprising the same.In the Formula IR.sup.1 stands for hydrogen, halogen, trifluoromethyl, trifluoromethoxy or cyano;R.sup.2 represents hydrogen, halogen, or methyl; andR.sup.3 is C.sub.1-4 alkyl, and the R.sup.3 substitutents may be the same or different,X stands for --N.dbd. or --CH.dbd. andn is 0 or 1.The new compound of the Formula I possess valuable herbicidal properties.Type: GrantFiled: August 12, 1988Date of Patent: August 14, 1990Assignees: Budapesti Vegyimuvek, MTA Kozponti Mediai Kutato IntezetInventors: Tamas Komives, Ferenc Dutka, Istvan Barta, Istvan Jablonkai, Agnes Hulesch, Ferenc Bihari, Gyula Eifert, Peter Bohus, Katalin Tromfos, Agnes Meszaros nee Szekrenyesi, Istvan Kuronya
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Patent number: 4935051Abstract: There is described the novel 2-[4-(5-Chloro-3-fluoropyridin-2-yloxy)-phenoxy]-propionic acid methyl ester and its (R)-enantiomer. ##STR1## These compounds are suitable for selectively controlling weeds in crops of cultivated plants, and for reducing the growth of grasses.Type: GrantFiled: May 2, 1986Date of Patent: June 19, 1990Assignee: Ciba-Geigy CorporationInventors: Rolf Schurter, Hermann Rempfler
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Patent number: 4927838Abstract: The invention relates to compounds of the formula ##STR1## wherein Y and Y' are hydrogen or taken together are O or S, *A is paraphenylene or *----(CH.sub.2).sub.n --(X).sub.s --(CH.sub.2).sub.r ----, X is O, S or --CH.dbd.CH--, n or r, independently, are integers from 0 to 3, m is an integer from 0 to 1, s is an integer from 0 to 1, provided that when s is 1, n+m must be at least 2, t is an integer from 0 to 10, R.sub.1 and R.sub.2, independently, are lower alkyl, lower alkenyl or aryl, or one of R.sub.1 or R.sub.2 is hydrogen and the other is ##STR2## wherein W is ##STR3## --CH.sub.2 --CH.sub.2 --, --CH.sub.2 --, O, S, or ##STR4## and X.sub.1 is lower alkyl, phenyl unsubstituted or mono-, di- or trisubstituted by lower alkoxy, lower alkyl or halogen, and X.sub.2, X.sub.3 and X.sub.4, independently, are hydrogen, lower alkyl, lower alkoxy or halogen, R.sub.3 is hydrogen, lower alkyl or aryl, R.sub.4 is hydrogen, lower alkyl, aryl, aryl-lower alkyl or acyl, R.sub.5 is hydrogen or lower alkyl,R.sub.Type: GrantFiled: July 5, 1988Date of Patent: May 22, 1990Assignee: Hoffman-La Roche Inc.Inventors: Robert W. Guthrie, Richard W. Kierstead, John G. Mullin, Jefferson W. Tilley
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Patent number: 4925947Abstract: This invention relates to certain pyridine derivatives having herbicidal properties, and to herbicidal processes and compositions utilizing them.Type: GrantFiled: March 26, 1986Date of Patent: May 15, 1990Assignee: Imperial Chemical Industries PLCInventor: David Cartwright
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Patent number: 4916228Abstract: 1-Hydroxy-2-pyridones of the formula I ##STR1## in which R.sup.1 =an organic radical andR.sup.2 =H or an organic radical,are prepared by reacting a pyrone of the formula II ##STR2## in which R.sup.1 and R.sup.2 have the same meaning as in formula I, with a hydroxylammonium salt in the presence of at least one alkali metal carbonate and/or hydrogen carbonate.The compounds of the formula I have a biological activity--in particular an antibacterial and antimycotic activity.Type: GrantFiled: July 31, 1987Date of Patent: April 10, 1990Assignee: Hoechst AktiengesellschaftInventors: Dieter Reuschling, Bengt-Thomas Grobel
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Patent number: 4913837Abstract: Heterocyclic compounds of the formula IR.sup.1 -A.sup.1 -Z.sup.1 -A.sup.2 -[Z.sup.2 -A.sup.3 ].sub.n -R.sup.2Iwherein R.sup.1, R.sup.2, A.sup.1, A.sup.2, A.sup.3, Z.sup.1, Z.sup.2 and n are defined in claim 1, can be used as components of liquid-crystalline phases.Type: GrantFiled: September 1, 1987Date of Patent: April 3, 1990Assignee: Merck Patent Gesellschaft mit beschrankter HaftungInventors: George W. Gray, Kenneth J. Toyne, David Lacey, Michael P. Burrow, Rudolf Eidenschink, Andreas Wachtler, Georg Weber
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Patent number: 4913721Abstract: Compounds of formula (I): ##STR1## and stereoisomers thereof, wherein V is an oxygen or a sulphur atom; X and Y, which may be the same or different, are hydrogen or halogen atoms, or optionally substituted alkyl, optionally substituted alkenyl, optionally substituted aryl, optionally substituted heteroaryl, optionally substituted alkynyl, haloalkyl, alkoxy, haloalkoxy, optionally substituted aryloxy, optionally substituted arylalkoxy, optionally substituted acyloxy, optionally substituted amino, acylamino, nitro, nitrile, --CO.sub.2 R.sup.3, --CONR.sup.4 R.sup.5, or --COR.sup.6 groups; or the groups X and Y, when they are in adjacent positions on the phenyl ring, may join to form a fused ring, either aromatic or aliphatic, optionally containing one or more heteroatoms; and Z is optionally substituted methylene, optionally substituted amino, oxygen or sulphur and when Z is a substituted methylene group, the substituent may join the 2-position of the phenyl ring to form a non-aromatic fused ring; R.sup.1 and R.Type: GrantFiled: October 31, 1988Date of Patent: April 3, 1990Assignee: Imperial Chemical Industries PLCInventors: John M. Clough, Christopher R. A. Godfrey
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Patent number: 4914116Abstract: A nitrogen-containing heterocyclic compounds are representable by the formula: ##STR1## wherein R.sub.1 is either one of the following groups: ##STR2## (in which R.sub.4 is a hydrogen atom, a halogen atom or a methyl group and l is an integer of 1 or 2);R.sub.2 is a hydrogen atom or a methyl group;R.sub.3 is an alkyl group, an alkoxy group, an alkenyl group or an alkenyloxy group, all of which may have optionally one or more substituents;A is either one of the following groups: ##STR3## (in which R.sub.5, R.sub.6, R.sub.7, R.sub.8 and R.sub.9 are, the same or different, each a hydrogen atom or a methyl group, R.sub.10 is a hydrogen atom, a halogen atom or a lower alkyl group and m is an integer of 1 to 4); andX is an oxygen atom or a sulfur atom,which is useful as an insecticidal agent.Type: GrantFiled: April 10, 1989Date of Patent: April 3, 1990Assignee: Sumitomo Chemical Company, LimitedInventors: Hirosi Kisida, Sumio Nishida, Makoto Hatakoshi
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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: 4904409Abstract: An optically active compound having characteristics necessary for realizing liquid crystal compositions provided with suitable characteristics, particularly a negative temperature characteristic and a very high twistability, and a liquid crystal composition containing the compound are provided, which optically active compound is expressed by the formula ##STR1## wherein R.sup.1 and R.sup.2 are 1-20 C alkyl or alkoxy or H; l, m and n are 0 or 1; X is F, Cl, Br or CN; and ##STR2## each independently represent ##STR3## wherein Y is H, halogen or CN.Type: GrantFiled: September 1, 1988Date of Patent: February 27, 1990Assignee: Chisso CorporationInventors: Kazutoshi Miyazawa, Ohno Kouji, Naoyuki Yoshida, Masakazu Kaneoya
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Patent number: 4904677Abstract: A compound of the formula:CXY.dbd.CH--CR.sup.1 R.sup.2 --CH.sub.2 OCH.sub.2 Rwherein X and Y are each selected from hydrogen and halogen, R.sup.1 and R.sup.2 are each lower alkyl of up to four carbon atoms, or together with the adjacent carbon atom form a cycloalkyl group of up to six carbon atoms, and R represents a phenoxy- or benzyl-substituted phenyl and pyridyl group which may optionally be substituted with fluorine. The compounds are useful for combating insect pests.Type: GrantFiled: January 3, 1989Date of Patent: February 27, 1990Assignee: Imperial Chemical Industries PLCInventor: Alan J. Whittle
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Patent number: 4898455Abstract: There is described compounds of the formula ##STR1## wherein X stands for CH and Y stands for N or X stands for N and Y stands for CH; A.sup.1 and A.sup.2 signify single covalent bonds or one of the groups A.sup.1 and A.sub.2 also signifies trans-1,4-cyclohexylene, cis-4-cyano-trans-1,4-cyclohexylene or 1,4-phenylene optionally substituted with halogen or methyl; ring B represents trans-1,4-cyclohexylene, 1,4-phenylene optionally substituted with halogen or methyl or, when A.sup.2 signifies a single covalent bond, also cis-4-cyano-trans-1,4-cyclohexylene; R.sup.1 denotes an optionally halogen-substituted alkyl or alkenyl group in which optionally one CH.sub.2 group or two non-adjacent CH.sub.2 groups is/are replaced by --O--, --COO-- and/or --OOC--; R.sup.2 signifies an optionally halogen-substituted alkyl or alkenyl group in which optionally one CH.sub.2 group or two non-adjacent CH.sub.2 groups is/are replaced by --O--, --COO-- and/or --OOC-- or R.sup.Type: GrantFiled: April 16, 1987Date of Patent: February 6, 1990Assignee: Hoffmann-La Roche Inc.Inventors: Richard Buchecker, Alfred Germann, Stephen Kelly, Martin Schadt
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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: 4889953Abstract: Compounds of the formula: ##STR1## wherein R.sup.1 is a higher alkyl group which may be substituted; R.sup.2 is a hydrogen, a lower alkyl group which may be substituted, a lower alkanoyl group which may be substituted or a lower alkylthiocarbamoyl group; R.sup.3 is a primary to tertiary amino group or a quaternary ammonium group; and n is 2 or 3, and salts thereof, have antitumor activity and platelet activating factor inhibitory activity.Type: GrantFiled: July 22, 1987Date of Patent: December 26, 1989Assignee: Takeda Chemical Industries, Ltd.Inventors: Keizo Inoue, Hiroaki Nomura, Tetsuya Okutani
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Patent number: 4889865Abstract: Mono, di and tri-esters of 1,8-dihydroxy-10-phenyl-9-anthrone or -9-anthranol have the formula ##STR1## wherein p is 0 or 1,(a) when p=0, t=1 and R.sub.2 represents hydrogen or --COR.sub.3,(b) when p=1, t=0 and R.sub.1 and R.sub.2 each independently represent hydrogen or --COR.sub.3,R.sub.3 represents linear or branched alkyl having 1-17 carbon atoms, cycloalkyl, phenyl or phenyl substituted by lower alkyl, lower alkoxy, halogen, a nitro function, --CF.sub.3 or a hydroxyl function, and mixtures of said esters. These esters are prepared by reacting 1,8-dihydroxy-10-phenyl-9-anthrone with an activated form of an acid. The esters are useful in human or veterinary medicine and in cosmetic compositions.Type: GrantFiled: February 21, 1989Date of Patent: December 26, 1989Assignee: Centre International de Recherches Dermatologiques C.I.R.D.Inventors: Braham Shroot, Gerard Lang, Jean Maignan, Serge Restle, Christopher Hensby, Michel Colin
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Patent number: 4888050Abstract: Certain novel fluorophenoxy compounds, principally aryloxyfluorophenoxyalkanoic acids and derivatives thereof, are described. More specifically, these novel compounds bear 1 to 4 fluorine substituents on the phenyl ring. These novel compounds exhibit surprising preemergent and postermergent activity when used according to the method of the invention in the control of grassy weeds.Type: GrantFiled: February 11, 1988Date of Patent: December 19, 1989Assignee: The Dow Chemical CompanyInventor: Richard B. Rogers
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Patent number: 4882341Abstract: The invention relates to amino substituted propenoates and their use against fungi.Type: GrantFiled: September 9, 1988Date of Patent: November 21, 1989Assignee: Imperial Chemical Industries PLCInventors: John M. Clough, Ian T. Kay
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Patent number: 4876264Abstract: Acrylic acid derivatives of the formula: ##STR1## an stereoisomers thereof wherein W is pyridyl or pyrimidinyl, A is oxygen or S(O).sub.n where n is 0, 1 or 2; X, Y and X are, for example, hydrogen, halogen, hydroxy or optionally substituted alkyl, alkenyl, alkynyl, alkoxy, aryl, aryloxy or aralkyl among other possible values; R.sup.1 and R.sup.2 are optionally substituted alkyl, and metal complexes thereof. The compounds are useful fungicides.Type: GrantFiled: April 17, 1987Date of Patent: October 24, 1989Assignee: Imperial Chemical Industries PLCInventors: Vivienne M. Anthony, John M. Clough, Paul DeFraine, Christopher R. A. Godfrey
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Patent number: 4876026Abstract: An optically active-2-methylbutyrate capable of imparting a spontaneous polarization value to achiral smectic compositions and also constituting ferroelectric liquid crystal compositions exhibiting a fast response at room temperature, and a liquid crystal composition containing the same, and further a light-switching element therefrom, are provided, which optically active-2-methylbutyrate is expressed by the formula ##STR1## wherein R represents a linear or branched alkyl group or alkoxy group, each of 1 to 18 carbon atoms; A represents ##STR2## wherein X represents any one of F, Cl, Br or cyano group; and * indicates an optically active carbon atom.Type: GrantFiled: December 15, 1987Date of Patent: October 24, 1989Assignee: Chisso CorporationInventors: Shinichi Saito, Hiromichi Inoue, Kazutoshi Miyazawa, Kouji Ohno, Makoto Ushioda
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Patent number: 4875926Abstract: There are described novel 3-fluoropyridyl-2-oxy derivatives having a herbicidal action and an action reducing the growth of grasses, which compounds correspond to the formula I whereinX is halogen or the trifluoromethyl group, andZ is an alkanoic acid derivative which is more precisely described in the specification.These compounds are suitable for the selective control of weeds in crops of cultivated plants, or for the reduction of the growth of grasses.Type: GrantFiled: February 1, 1988Date of Patent: October 24, 1989Assignee: Ciba-Geigy CorporationInventors: Rolf Schurter, Peter J. Diel
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Patent number: 4871751Abstract: New substituted derivatives of 1,2,6-triphenyl-4(1H)-pyridone are now provided, which are useful as fungicidal agent having practically valuable and improved fungicidal activities against a variety of phyto-pathogenic microorganisms, especially fungi and which show low toxicity to animals, including humans. These new compounds may be produced by different processes.Type: GrantFiled: April 6, 1988Date of Patent: October 3, 1989Assignees: Kumai Chemical Industry Co., Ltd., Ihara Chemical Industry Co., Ltd.Inventors: Norihisa Yonekura, Takashi Yumita, Yukio Nezu, Yoshiyuki Kojima, Shin-ichiro Maeno, Shigeharu Yaguchi
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Patent number: 4871387Abstract: New pyri(mi)dyl-oxy- or -thio-benzoic acid derivatives of the formula ##STR1## are taught which have herbicidal and plant growth regulating activity. In the formula Z can be Ch or N, X is oxygen or sulphur, A is oxygen, sulphur, a radical R.sup.5 --N.dbd.or a radical R.sup.6 O--N.dbd.and B is oxygen, sulphur, a radical ##STR2## with the proviso that at least one of the radicals R.sup.1, R.sup.2 or R.sup.3 represents alkyl or a part of a 3- to 6-membered fused carbocyclic ring.Type: GrantFiled: December 4, 1986Date of Patent: October 3, 1989Assignee: Bayer AktiengesellschaftInventors: Klaus Sasse, Reiner Fischer, Hermann Hagemann, Hans-Joachim Santel, Robert R. Schmidt, Kalus Lurssen
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Patent number: 4859687Abstract: The described novel pyridine derivatives are those of the general formula I ##STR1## wherein R is hydrogen, C.sub.1 -C.sub.6 -alkyl, C.sub.3 -C.sub.6 -cycloalkyl, phenyl, benzyl, phenyl substituted by C.sub.1 -C.sub.4 -alkyl, halogen, C.sub.1 -C.sub.4 -alkoxy, NO.sub.2 and/or CF.sub.3, or benzyl substituted by C.sub.1 -C.sub.4 -alkyl, halogen, C.sub.1 -C.sub.4 -alkoxy, NO.sub.2 and/or CF.sub.3,R.sub.1 and R.sub.2 independently of one another are each hydrogen, C.sub.1 -C.sub.4 -alkyl, halogen or C.sub.1 -C.sub.4 -alkoxy,R.sub.3, R.sub.4 and R.sub.5 independently of one another are each hydrogen, halogen, CF.sub.3, NO.sub.2, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, phenyl, or phenyl substituted by C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, halogen, NO.sub.2 and/or CF.sub.3,U and V independently of one another are each C.sub.1 -C.sub.6 -alkyl, or alkyl substituted by halogen or C.sub.1 -C.sub.4 -alkoxy, or together form one of the following alkylene bridges: ##STR2## R.sub.a is hydrogen, C.Type: GrantFiled: February 20, 1986Date of Patent: August 22, 1989Assignee: Ciba-Giegy CorporationInventor: Peter Riebli
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Patent number: 4851539Abstract: Certain novel pyridinyloxyphenoxy alkanoic acids, pyridinylthiophenoxy alkanoic acids, derivatives thereof and related compounds are described. More specifically, these novel compounds bear a fluorine substituent in the 3-position of the pyridinyl group and in the 5-position the substituent is selected from chlorine, CF.sub.3, CF.sub.2 Cl or CF.sub.2 H. These novel compounds exhibit surprising preemergent and postemergent activity in the control of grassy weeds.Type: GrantFiled: November 19, 1985Date of Patent: July 25, 1989Assignee: The Dow Chemical CompanyInventors: Howard Johnston, Lillian H. Troxell
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Patent number: 4849450Abstract: Compounds with arthropodicidal activity having the general formula (I); ##STR1## wherein R.sup.1 is a halo group; or a lower alkyl, lower alkoxy or lower alkylthio group, in each of which the alkyl group may be substituted with one or more halo groups; R.sup.2 is hydrogen or a halo or methyl group; or R.sup.1 and R.sup.2 together form a methylenedioxy, or a difluoro-methylenedioxy group or, R.sup.1 and R.sup.2 together with the carbon atoms to which they are attached, form an aromatic ring; R.sup.3 is hydrogen, CN, or C.ident.CH; Y is --CH-- or --N--; Z is H or F; and X.sup.1, X.sup.2, X.sup.3, and X.sup.4 are the same or different and each is hydrogen or a fluoro, bromo or chloro group; with the proviso that Y is --N-- when Z is H.Type: GrantFiled: May 1, 1987Date of Patent: July 18, 1989Assignee: Dunlena Pty. Ltd.Inventors: George Holan, Reimund A. Walser, Bryan C. Elmes
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Patent number: 4847259Abstract: Nitrogen-containing heterocyclic compounds are represented by the formula: ##STR1## wherein R.sub.1 is either one of the following groups: ##STR2## in which R.sub.4 is a hydrogen atom, a halogen atom or a methyl group and l is an integer of 1 or 2;R.sub.2 is a hydrogen atom or a methyl group;R.sub.3 is an alkyl group, an alkoxy group, an alkenyl group or an alkenyloxy group, all of which may optionally have one or more substituents;A is either one of the following groups: ##STR3## in which R.sub.5, R.sub.6, R.sub.7, R.sub.8 and R.sub.9 are, the same or different, each a hydrogen atom or a methyl group, R.sub.10 is a hydrogen atom, a halogen atom or a lower alkyl group and m is an integer of 1 to 4; andX is an oxygen atom or a sulfur atom.These componds are useful as insecticidal agents.Type: GrantFiled: September 23, 1987Date of Patent: July 11, 1989Assignee: Sumitomo Chemical Company, LimitedInventors: Hirosi Kisida, Sumio Nishida, Makoto Hatakoshi
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Patent number: 4845108Abstract: Compounds having the formula: ##STR1## are antagonists of leukotrines of C.sub.4, D.sub.4 and E.sub.4, the slow reacting substance of anaphylaxis. These compounds are useful as anti-asthmatic, anti-allergic and anti-inflammatory agents.Type: GrantFiled: February 17, 1987Date of Patent: July 4, 1989Assignee: Merck Frosst Canada, Inc.Inventors: Robert N. Young, Joshua Rokach
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Patent number: 4840971Abstract: An ether compound represented by the following general formula (I), its produciton method and an insecticidal and/or acaricidal composition containing it as an active ingredient: ##STR1## wherein R.sub.1 and R.sub.2, which may be identical or different, represent a hydrogen or halogen atom or a lower alkyl, lower haloalkyl, lower alkoxyl, lower haloalkoxyl, lower alkenyl or lower alkenyloxyl group, or represent, taken together, methylenedioxy, lower alkylene, ethyleneoxy or lower alkylethyleneoxy group; R.sub.3 represents a hydrogen or fluorine atom; R.sub.4 represents a hydrogen or halogen atom or a lower alkyl, lower haloalkyl, lower alkoxyl or lower haloalkoxyl group; m represents an integer of 1 or 2; Y represents an oxygen or sulfur atom or a group represented by the formula --CH.sub.2 -- or --NH--; and Z represents a nitrogen atom or a group represented by the formula --CH.dbd., and its starting materials.Type: GrantFiled: April 2, 1987Date of Patent: June 20, 1989Assignee: Sumitomo Chemical Company, LimitedInventors: Kazunori Tsushima, Noritada Matsuo, Yoo Tanabe, Toshihiko Yano, Masachika Hirano
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Patent number: 4840664Abstract: Herbicidal pyridine compounds of formula (II): ##STR1## wherein Z is CF.sub.3 CF.sub.2 H, CF.sub.2 Cl or hydrogen; Y is hydrogen, Cl, or CF.sub.3, provided that at least one of Y and Z is a halogenomethyl group; and R is a cyano group, or a carboxy group or a range of specified functional derivatives thereof; and wherein more than 50% by weight of the compound is in the D optical isomer form. The compounds are useful as selective herbicides for grass weeds in broad-leaved crops.Type: GrantFiled: February 22, 1979Date of Patent: June 20, 1989Assignee: Imperial Chemical Industries PLCInventor: David Cartwright
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Patent number: 4839371Abstract: Disclosed are novel substituted 3-aralkyl-2-mercaptopyridines of the structure: ##STR1## processes for their preparation, intermediates useful in their preparation, pharmaceutical compositions containing them and their use in therapy in particular as dopamine-.beta.-hydroxylase inhibitors.Type: GrantFiled: September 17, 1987Date of Patent: June 13, 1989Assignee: SmithKline Beckman CorporationInventors: Lawrence I. Kruse, Stephen T. Ross
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Patent number: 4838930Abstract: There are described novel 3-fluoropyridyl-2-oxy derivatives having a herbicidal action and an action reducing the growth of grasses, which compounds correspond to the formula I ##STR1## wherein X is halogen or the trifluoromethyl group, andZ is an alkanoic acid derivative which is more precisely described in the specification.These compounds are suitable for the selective control of weeds in crops of cultivated plants, or for the reduction of the growth of grasses.Type: GrantFiled: February 1, 1988Date of Patent: June 13, 1989Assignee: Ciba-Geigy CorporationInventors: Rolf Schurter, Peter J. Diel
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Patent number: 4834904Abstract: Optically active nitrogen-containing heterocycles of the formula I according to claim 1 are suitable as components for ferroelectric liquid crystalline materials.Type: GrantFiled: December 24, 1986Date of Patent: May 30, 1989Assignee: Merck Patent Gesellschaft mit Beschrankter HaftungInventors: Joachim Krause, Rudolf Eidenschink, Klaus Bofinger, Bernhard Scheuble, Thomas Geelhaar
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Patent number: 4832736Abstract: New 3-fluoropyridyl-2-oxy-phenoxy derivatives are disclosed which have a herbicidal and plant growth inhibiting action. They correspond to the formula ##STR1## wherein X is halogen or trifluoromethyl,G is a C.sub.1 -C.sub.3 -alkylene chain which can be mono- or disubstituted by methyl or phenyl,m is zero or one,R.sup.12 and K.sup.13 are each C.sub.1 -C.sub.6 -alkyl andR.sup.17 is hydrogen, C.sub.1 -C.sub.2 -alkyl or methoxymethyl.These compounds are suitable for the selective control of weeds in crops of cultivated plants, or for the reduction of the growth of grasses.Type: GrantFiled: December 9, 1987Date of Patent: May 23, 1989Assignee: Ciba-Geigy CorporationInventors: Rolf Schurter, Konrad Oertle
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Patent number: RE33478Abstract: Certain novel pyridinyloxyphenoxy alkanoic acids, pyridinylthiophenoxy alkanoic acids, derivatives thereof and related compounds are described. More specifically, these novel compounds bear a fluorine substituent in the 3-position of the pyridinyl group and in the 5-position the substituent is selected from chlorine, CF.sub.3, CF.sub.2 Cl or CF.sub.2 H. These novel compounds exhibit surprising preemergent and postemergent activity in the control of grassy weeds.Type: GrantFiled: October 31, 1988Date of Patent: December 11, 1990Assignee: The Dow Chemical CompanyInventors: Howard Johnston, Lillian H. Troxell