Chalcogen And Acyclic Nitrogen Bonded Directly To The Same Carbon Patents (Class 546/291)
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Patent number: 4589907Abstract: Compounds having the formula ##STR1## in which Z is ##STR2## wherein X is hydrogen or halogen and Y is --CH or N; R is alkyl, phenyl, trihalomethylphenyl, cyanomethyl, carboalkoxymethyl, ##STR3## alkenyl; and R.sub.1 is hydrogen, lower alkyl, halo-(lower alkyl), or Z; and intermediate alkyl onium salts of the type ##STR4## in which R.sub.3 is C.sub.1 -C.sub.8 alkyl, G is nitrogen or phosphorus and Z' is ##STR5## wherein X is hydrogen or halogen and Y is --CH or N; are herbicides.Type: GrantFiled: September 17, 1985Date of Patent: May 20, 1986Assignee: Stauffer Chemical CompanyInventor: Raymond A. Felix
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Patent number: 4586953Abstract: Herbicidal pyridine compounds of the formula (I): ##STR1## wherein Z may be halogen, or a fluorine- or chlorine-substituted alkyl group of 1 to 4 carbon atoms, and Y may be hydrogen, halogen, or a fluorine- or chlorine-substituted alkyl group of 1 to 4 carbon atoms; X may be an OH group or an acyloxy group; a halogen atom; an amino group, a mono- or di-alkyl amino group, or an alkanoylamido group; an alkoxy group optionally substituted by hydroxy or alkoxy; or a mercapto group, an alkylthio group, or a phenylthio group. The invention also provides herbicidal compositions containing the compounds, and processes for making the compounds.Type: GrantFiled: January 31, 1984Date of Patent: May 6, 1986Assignee: Imperial Chemical Industries PLCInventor: David Cartwright
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Patent number: 4584380Abstract: A process for the synthesis of compounds which are known intermediates for the pyridyloxyphenoxy herbicides as well as intermediates used in the process. Propionaldehyde and an acrylic compound, two readily available starting materials, are reacted to form a 2-formylpentanoic compound which is cyclized to a dihydro pyridone which is then oxidized to the 2-hydroxy pyridine. The hydroxypyridine may be halogenated to a 2-halopyridine.Type: GrantFiled: September 11, 1984Date of Patent: April 22, 1986Assignee: ICI Americas Inc.Inventors: Ludwig A. Hartmann, John F. Stephen
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Patent number: 4571401Abstract: The present invention relates to esters of pantetheine and pantethine with 3-pyridineacetic or 3-(3-pyridylmethoxycarbonyl)-propionic acid and to therapeutically acceptable acid addition salts thereof. The compounds show a high degree of hypolipemic activity.Type: GrantFiled: July 10, 1984Date of Patent: February 18, 1986Assignee: Maggioni Farmaceutici S.p.A.Inventors: Giampaolo Picciola, Piergiorgio Gentili, Franco Ravenna, Mario Riva
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Patent number: 4566899Abstract: Compounds corresponding to the general formula (I) ##STR1## wherein R.sub.1 is halogen, optionally halogen-substituted alkyl (C.sub.1 -C.sub.6), alkoxy (C.sub.1 -C.sub.4); R.sub.2 and R.sub.3 are independently alkyl (C.sub.1 -C.sub.3), alkoxy (C.sub.1 -C.sub.4), alkoxyalkyl (C.sub.2 -C.sub.8); R.sub.4 is acyl, azidomethyl, alkoxycarbonylmethyl (C.sub.3 -C.sub.8), hydroxyalkyl (C.sub.2 -C.sub.5), halogenoalkyl (C.sub.2 -C.sub.5), alkyl (C.sub.1 -C.sub.4) optionally substituted by a heterocyclic radical, alkynyloxyalkyl (C.sub.4 -C.sub.8); and n is an integer of from 0 to 5 are useful herbicidally active compounds.Type: GrantFiled: December 13, 1983Date of Patent: January 28, 1986Assignee: Rhone-Poulenc AgrochimieInventors: Dominique Ambrosi, Francois de Reinach Hirtzbach
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Patent number: 4565568Abstract: 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: May 23, 1983Date of Patent: January 21, 1986Assignee: The Dow Chemical CompanyInventors: Howard Johnston, Lillian H. Troxell
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Patent number: 4563467Abstract: Derivatives of inner salts of aminopyridinium hydroxide and corresponding salts thereof comprising the general formuale I and II ##STR1## in which: R.sub.1 as selected from the group consisting of a hydrogen and a radical 2-furyl-methyl-amino;R.sub.2, R.sub.4 and R.sub.6 are all selected from the group consisting of a hydrogen atom, a C.sub.1 -C.sub.1 linear or branched lower alkyl radical and a phenyl radical;R.sub.3 is selected from the group consisting of a hydrogen or a carbamyl radical;R.sub.5 represents a hydrogen; andX.crclbar. represents a monobasic anion of a pharmaceutically acceptable acid.Type: GrantFiled: February 6, 1984Date of Patent: January 7, 1986Assignee: Provesan S.A.Inventor: Jose E. Soler
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Patent number: 4559354Abstract: The invention relates to novel substituted phenyl ethers of the formula ##STR1## in which Ar represents a mono- or bi-cyclic carbocyclic aryl radical, or a mono- or bi-cyclic heterocyclic aryl radical bonded to a phenylene radical by way of a ring carbon atom,Ph represents a phenylene radical,n has the value 0 to 1 andalk represents alkylene having from 2 to 5 carbon atoms, the nitrogen atom and the oxygen atom or, if n is 0, the aromatic radical being separated from each other by at least two carbon atoms in the unbranched chain, andR.sub.1 and R.sub.2 each represents, independently of the other, hydrogen or lower alkyl, or together represent lower alkylene, oxa-lower alkylene, thia-lower alkylene, aza-lower alkylene or N-lower alkyl-aza-lower alkylene,and salts thereof, especially pharmaceutically acceptable non-toxic acid addition salts. Such compounds possess, on the one hand, blocking properties towards .beta.-adrenergic receptors and can therefore be used as .beta.Type: GrantFiled: May 6, 1983Date of Patent: December 17, 1985Assignee: Ciba-Geigy CorporationInventors: Walter Fuhrer, Franz Ostermayer, Markus Zimmermann
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Patent number: 4559353Abstract: The present invention provides compounds of formula: ##STR1## wherein X and Y are each independently selected from fluorine, chlorine, methyl or methoxy and one of X and Y may additionally be hydrogen; R is alkoxy of up to 6 carbon atoms, mono- or dialkylamino of up to 4 carbon atoms in the alkyl moiety, hydroxyamino, or alkoxyamino of up to 4 carbon atoms, m and p are independently selected from 1 to 4, and each W and each Z are independently selected from hydrogen, halo and haloalkyl containing 1 or 2 carbon atoms, and n is zero or one.Type: GrantFiled: November 1, 1983Date of Patent: December 17, 1985Assignee: Imperial Chemical Industries PLCInventor: Michael D. Turnbull
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Patent number: 4556414Abstract: Selective herbicides based on compounds of the formula: ##STR1## in which: R.sup.1, R.sup.2 and R.sup.3 are H, lower alkyl, alkoxy or alkoxyalkyl;R.sup.4 is a carboxyl radical, optionally in the form of a salt or ester, or a cyano, cyanoalkyl or alkoxyalkyl radical;R.sup.5 and R.sup.6 are H, lower alkyl or cyano or together form a C.sub.2 to C.sub.5 alkylene radical;R.sup.7 is halogen, lower alkyl, lower alkoxy, lower alkenyl, alkenyloxy, nitro, cyano or amino, alkylene-dioxy;n=0 to 5; and ##STR2## is a nitrogen-containing heterocyclic ring containing 2 or 3 units of unsaturation.Type: GrantFiled: June 23, 1982Date of Patent: December 3, 1985Assignee: Rhone-Poulenc AgrochimieInventors: Dominique Ambrosi, de Reinach Hirtzbach Francois
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Patent number: 4555575Abstract: A liquid phase process for preparing 2,3-dichloro-5-trichloromethylpyridine, said process consisting essentially of contacting a 2,3-disubstituted-5-methylpyridine of formula ##STR1## where X and Y are halogen atoms selected from bromine and chlorine, in a dry inert organic liquid medium under the influence of UV light, whereby the methyl group of the substituted methyl pyridine (1) is trichlorinated to give 2,3-dichloro-5-trichloromethylpyridine.Type: GrantFiled: February 6, 1985Date of Patent: November 26, 1985Assignee: Imperial Chemical Industries, plcInventor: David Cartwright
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Patent number: 4555520Abstract: 2-Pyridylcarboxamides are provided having the structure ##STR1## wherein n is 1 to 10; R is hydrogen, lower alkyl, alkali metal or an amine salt; andR.sup.1 is C.sub.6 -C.sub.20 alkyl, C.sub.6 -C.sub.20 alkenyl, C.sub.6 to C.sub.20 alkoxy or phenyl. These compounds are useful as inhibitors of arachidonic acid release and as such are useful as antiallergy agents.Type: GrantFiled: August 20, 1984Date of Patent: November 26, 1985Assignee: E. R. Squibb & Sons, Inc.Inventors: Raj N. Misra, Donald S. Karanewsky
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Patent number: 4555573Abstract: Certain substituted pyridine compounds are useful synthetic intermediates for preparing compounds of pharmaceutical interest. A synthetic process for using these intermediates is also described.Type: GrantFiled: November 15, 1983Date of Patent: November 26, 1985Assignee: Riker Laboratories, Inc.Inventor: William R. Bronn
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Patent number: 4552586Abstract: 2-Pyridyloxyacetanilides of the formula ##STR1## in which X is hydrogen, C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 halogenoalkyl,Y each independently is halogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy or C.sub.1 -C.sub.4 halogenoalkyl, andn is 0, 1, 2 or 3which possess herbicidal and plant-growth regulating activity.Type: GrantFiled: November 17, 1983Date of Patent: November 12, 1985Assignee: Nihon Tokushu Noyaku Seizo K.K.Inventors: Masahiro Aya, Junichi Saito, Kazuomi Yasui, Shinzo Kagabu, Atsumi Kamochi, Naoko Yamaguchi
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Patent number: 4549901Abstract: As new compounds, 2-[4-(substituted aryloxy)phenoxy]-N-substituted phenylsulfonyl]propionamides having the formula ##STR1## wherein A is CH, or nitrogen, X is hydrogen or chlorine and Ar is phenyl or substituted phenyl.Type: GrantFiled: February 16, 1984Date of Patent: October 29, 1985Assignee: Stauffer Chemical CompanyInventor: Donald R. James
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Patent number: 4546191Abstract: A trifluoromethyl-2-(thio)pyridone compound having the formula: ##STR1## wherein X represents a hydrogen atom or a halogen atom, Y.sub.1 and Y.sub.2 each represents a hydrogen atom, a halogen atom or a trifluoromethyl group, and Z represents an oxygen atom or a sulfur atom, in which either Y.sub.1 or Y.sub.2 represents a trifluoromethyl group, and when X and Y.sub.2, or X and Y.sub.1 represent a hydrogen atom at the same time, then Z represents a sulfur atom,and a process for preparing the same.Type: GrantFiled: March 19, 1980Date of Patent: October 8, 1985Assignee: Ishihara Sangyo Kaisha Ltd.Inventors: Ryuzo Nishiyama, Kanichi Fujikawa, Isao Yokomichi, Takahiro Haga, Kuniaki Nagatani, Kouji Hayashi
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Patent number: 4542140Abstract: .alpha.-Cyanoacrylic acid lower alkyl esters, and their corresponding amides, characterized by having a heterocyclic containing mercapto radical as one .beta.-substituent and an alkylthio, alkenylthio or a heterocyclic containing mercapto radical as another .beta.-substituent are useful for treating ulcers and for suppressing gastric acid secretion.Type: GrantFiled: October 20, 1983Date of Patent: September 17, 1985Assignee: American Home Products CorporationInventors: Jehan Bagli, Tibor Bogri, Bozidar Palameta, Luis E. Borella
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Patent number: 4537890Abstract: Pyridone derivatives useful as histamine H.sub.1 -antagonists are disclosed.Type: GrantFiled: November 23, 1983Date of Patent: August 27, 1985Assignee: Smith Kline & French Laboratories LimitedInventor: George S. Sach
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Patent number: 4537620Abstract: Substituted aryloxyphenoxy acylisothioureas useful as herbicides having the formula ##STR1## wherein R is CF.sub.3 or halogen; X is hydrogen or halogen; A is CH or nitrogen; R.sub.1 is hydrogen, lower alkyl, alkenyl, alkynyl, phenyl, cyanoalkyl, alkoxyalkyl, or alkoxycarbonylalkyl; R.sub.2 is hydrogen, lower alkyl, phenyl, or substituted phenyl; and R.sub.3 is acyl or halogen substituted acyl selected from the group consisting of propionyl, dichloro bromoacetyl, propionaminocarbonyl and phenylaminocarbonyl.Type: GrantFiled: July 2, 1984Date of Patent: August 27, 1985Assignee: Stauffer Chemical CompanyInventor: Ferenc M. Pallos
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Patent number: 4529819Abstract: A process for preparing a benzoylphenylurea which comprises reacting a benzoyl chloride with an alkali metal cyanate in the presence of a catalyst and an inert solvent to prepare a benzoyl isocyanate which is treated in situ with an appropriate aniline compound.Type: GrantFiled: June 21, 1984Date of Patent: July 16, 1985Assignee: The Dow Chemical CompanyInventors: David P. Clifford, Robert A. Sewell
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Patent number: 4528286Abstract: Aryl-mercapto-lower-alkanamides having the following formula ##STR1## wherein R.sup.1 is selected from the group consisting of phenyl, C.sub.1-4 -alkylphenyl, halophenyl, hydroxyphenyl, C.sub.1-4 -alkoxyphenyl, aminophenyl, acetamidophenyl, naphthyl, diphenyl; R.sup.2 and R.sup.3, independently represent hydrogen or C.sub.1-14 -alkyl; Y represents NR.sup.4 R.sup.5 wherein R.sup.4 and R.sup.5 independently represent hydrogen, C.sub.1 -6-alkyl, C.sub.2-3 -hydroxyalkyl, benzyl, anilyl, and taken together represent piperidyl or morpholinyl are useful for reducing cell sebum production in a mammal in the form of a topical cosmetic preparation.Type: GrantFiled: November 15, 1982Date of Patent: July 9, 1985Assignee: Henkel Kommanditgesellschaft (KGaA)Inventors: Hinrich Moller, Siegfried Wallat
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Patent number: 4528296Abstract: Derivatives of aminopyridinecarboxylic acids which inhibit the dipeptidyl carboxy peptidase (DPCP), methods for their preparation and pharmaceutical compositions containing them.The compounds have formula: ##STR1## where Z is hydrogen, alkyl having from 1 to 3 carbon atoms, halogen or alkoxy having from 1 to 3 carbon atoms;R1 is hydrogen, alkyl having from 1 to 6 carbon atoms, arylalkyl having from 7 to 12 carbon atoms, aryl having from 6 to 15 carbon atoms;m and n are an integer of from 0 to 4 each provided, however, the m+n is lower than 5;R2 is hydrogen, alkyl having from 1 to 6 carbon atoms or arylalkyl having from 7 to 12 carbon atoms;R3 is hydrogen or acyl having from 1 to 8 carbon atoms;R4 is hydrogen or alkyl having from 1 to 3 carbon atoms;and their pharmaceutically acceptable salts with organic or inorganic acids.Type: GrantFiled: December 2, 1983Date of Patent: July 9, 1985Assignee: Simes, Societa Italiana Medicinalle SinteticiInventors: Vittorio Vecchietti, Giorgio Ferrari, Cesare Casagrande
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Patent number: 4522647Abstract: Substituted phenoxyalkanediones and intermediates therefor, and the use of said compounds for the control of weeds.Type: GrantFiled: June 29, 1983Date of Patent: June 11, 1985Assignee: Zoecon CorporationInventors: Richard J. Anderson, Shy-Fuh Lee
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Patent number: 4523017Abstract: 2-((4-Pyridinyl-2-oxy)phenoxy)propanoic acids, amides, salts and esters thereof, and nitriles derived therefrom and 2-((4-pyridinyl-2-oxy)phenoxy) propanols and esters and ethers thereof, and the corresponding 2-((4-pyridinyl-2-thio)phenoxy) propanoate and propanol compounds, all having trifluoromethyl substitution in at least one of the 3- and the 5-position in the pyridine ring with or without additional substitution at the converse position in the pyridine ring according to the following formula, are useful as herbicidal agents: ##STR1## wherein the various substituents are defined hereinbelow.Type: GrantFiled: September 2, 1983Date of Patent: June 11, 1985Assignee: The Dow Chemical CompanyInventors: Howard Johnston, Lillian H. Troxell
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Patent number: 4511571Abstract: Novel substituted N-(2-pyridyloxyphenyl)-N'-benzoylureas of the formula ##STR1## wherein R.sub.1, R.sub.2, R.sub.3 and R.sub.4 independently of one another are each hydrogen, methyl or halogen,R.sub.5 is the radical --CHF.sub.2, or a C.sub.2 -C.sub.10 -alkyl group which is uniformly or nonuniformly substituted by 1 to 21 halogen atoms, andR.sub.6 is halogen,processes and starting products for producing these compounds, as well as compositions containing these, for use in combating pests, particularly for combating insects which infest plants and animals. The novel compounds have a specially high ovolarvicidal and ovicidal action against insects that damage plants.Type: GrantFiled: October 12, 1982Date of Patent: April 16, 1985Assignee: Ciba Geigy CorporationInventors: Manfred Boger, Josef Ehrenfreund, Pierre Martin, Eginhard Steiner
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Patent number: 4508907Abstract: Herbicidal pyridine compounds of the formula: ##STR1## are disclosed, wherein the various substituents are defined hereinbelow. Also disclosed are intermediates used in the preparation of I, including 2,3-dichloro-5-trichloromethylpyridine.Type: GrantFiled: September 30, 1982Date of Patent: April 2, 1985Assignee: Imperial Chemical Industries, PLCInventor: David Cartwright
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Patent number: 4507316Abstract: Provided are antihypertensive compounds of the formula ##STR1## wherein R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, and R.sub.6 are hydrogen, alkyl, alkenyl, alkynyl, phenyl-alkyl, or cycloalkyl, and may be the same or different,m is an integer from 0 to 2 inclusive,n is an integer from 0 to 4 inclusive,M is alkenyl, alkynyl, cycloalkyl, cycloalkyl-alkyl, polycycloalkyl, polycycloalkyl-alkyl, aryl, aralkyl, heteroaryl, heteroaryl-alkyl, hetero-cycloalkyl, hetero-cycloalkyl-alkyl, fused aryl-cycloalkyl, fused aryl-cycloalkyl-alkyl, fused heteroaryl-cycloalkyl, fused heteroaryl-cycloalkyl-alkyl, alkoxyalkyl, alkylthioalkyl, alkylamino-alkyl, or dialkylaminoalkyl.Y is hydroxy, alkoxy, amino, or substituted amino, aminoalkanoyl, aryloxy, aminoalkoxy, or hydroxyalkoxy, andR.sub.7 is alkyl, aryl, aralkyl, cycloalkyl, cycloalkylalkyl, heterocyclic, ##STR2## wherein R is hydrogen, alkyl, or aryl, and where Y is hydroxy, their pharmaceutically acceptable, nontoxic alkali metal, alkaline earth metal, and amine salts.Type: GrantFiled: June 1, 1981Date of Patent: March 26, 1985Assignee: USV Pharmaceutical CorporationInventors: Raymond D. Youssefyeh, Howard Jones
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Patent number: 4500529Abstract: N-(Aryloxyalkyl)-N'-(aminoalkyl)ureas and thioureas having the formula: ##STR1## wherein R.sup.1 and R.sup.2 are hydrogen, loweralkyl, cycloalkyl, phenyl or phenyllower alkyl, and R.sup.3 and R.sup.4 are hydrogen, loweralkyl, phenyl and phenylalkyl or R.sup.3 and R.sup.4 taken together with the adjacent nitrogen form a heterocyclic residue are disclosed in a method of suppressing cardiac arrhythmias.Type: GrantFiled: May 9, 1983Date of Patent: February 19, 1985Assignee: A. H. Robins Company, IncorporatedInventors: James R. Shanklin, Jr., Christopher P. Johnson, III
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Patent number: 4489093Abstract: Novel esters in all possible isomeric forms of the formula ##STR1## wherein R is selected from the group consisting of (a) optionally unsaturated alkyl of 1 to 8 carbon atoms and optionally unsaturated cycloalkyl or cycloalkyl-alkyl of 3 to 8 carbon atoms optionally substituted with at least one member of the group consisting of halogen, ##STR2## aryl optionally substituted with at least one member of the group consisting of --OH, alkoxy of 1 to 8 carbon atoms, alkyl of 1 to 8 carbon atoms, halogen, ##STR3## R' is alkyl of 1 to 8 carbon atoms, R" and R"' are individually selected from the group consisting of hydrogen and alkyl of 1 to 8 carbon atoms, AlK.sub.1, AlK.sub.2 and AlK.sub.3 are individually alkyl of 1 to 18 carbon atoms (b) aryl of 6 to 14 carbon atoms optionally substituted with at least one substituent selected from the group consisting of --OH, alkoxy of 1 to 8 carbon atoms, alkyl of 1 to 8 carbon atoms, halogen, --OCF.sub.3, --CF.sub.3 and --SCF.sub.Type: GrantFiled: May 17, 1983Date of Patent: December 18, 1984Assignee: Roussel UclafInventors: Jacques Martel, Jean Tessier, Andre Teche
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Patent number: 4479001Abstract: Compounds of the formula below, all having trifluoromethyl substitution in at least one of the 3- and the 5-position in the pyridine ring with or without additional substitution at the converse position in the pyridine ring according to the following formula, are useful as herbicidal agents: ##STR1## wherein the substituents are defined hereinbelow.Type: GrantFiled: February 17, 1983Date of Patent: October 23, 1984Assignee: The Dow Chemical CompanyInventors: Howard Johnston, Lillian H. Troxell
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Patent number: 4477671Abstract: Processes and intermediates useful in the preparation of bronchodilator compounds of the formula ##STR1## wherein R is hydrogen, methyl or hydroxymethyl are described. Those compounds wherein R is H or CH.sub.3 have been found to have further utility as intermediates for pirbuterol (wherein R is hydroxymethyl).Type: GrantFiled: June 2, 1983Date of Patent: October 16, 1984Assignee: Pfizer Inc.Inventors: Berkeley W. Cue, Stephen S. Massett
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Patent number: 4469872Abstract: Substituted phenoxyhydroxyketones, intermediates therefor, synthesis thereof, and the use of said compounds for the control of weeds.Type: GrantFiled: August 20, 1982Date of Patent: September 4, 1984Assignee: Zoecon CorporationInventors: Richard J. Anderson, Shy-Fuh Lee
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Patent number: 4467092Abstract: N-alkyl (aryl) carbamates and thiocarbamates of 3-hydroxy-4-substituted phenoxy alkanoic acid esters which are useful for the control of weeds.Type: GrantFiled: August 20, 1982Date of Patent: August 21, 1984Assignee: Zoecon CorporationInventors: Gustave K. Kohn, Joe T. Bamberg
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Patent number: 4460580Abstract: The invention relates to novel N-alkylated aminoalcohols of the formula ##STR1## in which Ar is a radical of aromatic character which is unsubstituted or substituted by hydroxyl, n has the values nought or 1 and Alk is an alkylene radical having 2 to 5 carbon atoms and the nitrogen atom and the oxygen atom or, if n is nought, the salicylamide radical are separated from one another by at least two carbon atoms in the straight-chain, and their salts. The main action of the novel compounds consists in a stimulation of cardiac .beta.-receptors; the compounds also effect a blockage of adrenergic .alpha.-receptors and a lowering in the blood pressure. They can therefore be used as .beta.-stimulators, especially as agents having a positively inotropic action for the treatment of cardiac insufficiency.Type: GrantFiled: June 24, 1982Date of Patent: July 17, 1984Assignee: Ciba-Geigy CorporationInventors: Franz Ostermayer, Markus Zimmermann
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Patent number: 4436911Abstract: This invention relates to a novel class of heterocyclic amidinourea and heterocylic amidinothiourea compounds wherein the heterocyclic substitution is at the 1-N urea nitrogen atom. These compounds exhibit pharmaceutical activity and may be incorporated into pharmaceutical preparations for producing anti-ulcerogenic, antisecretory, antispasmodic, antimotility, cardiovascular, antidiarrheal or antiparasitic action.Type: GrantFiled: May 12, 1981Date of Patent: March 13, 1984Assignee: William H. Rorer, Inc.Inventors: William L. Studt, Harry K. Zimmerman, George H. Douglas
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Patent number: 4433998Abstract: Herbicidal and plant growth-regulating pyridyloxy-phenoxyalkanecarboxylic acid derivatives of the formula ##STR1## wherein A is cyano or carboxyl, an ester, thioester or amido radical or the salt of the carboxylic acid with a cation or a quaternary ammonium group,Z is hydrogen, halogen, cyano, nitro, C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 alkoxy,D is hydrogen, halogen, cyano, nitro or C.sub.1 -C.sub.4 alkoxy,E is halogen, trifluoromethyl or cyano.R.sub.1 is hydrogen, C.sub.1 -C.sub.4 alkyl, C.sub.2 -C.sub.8 alkoxyalkyl or C.sub.1 -C.sub.5 alkoxy carbonyl andR.sub.2 is hydrogen or C.sub.1 -C.sub.4 alkyl.Type: GrantFiled: March 5, 1982Date of Patent: February 28, 1984Assignee: Ciba-Geigy CorporationInventors: Hermann Rempfler, Werner F/o/ ry
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Patent number: 4431810Abstract: Hypoglycemic 5-chromanyl, 2,3-dihydro-5-benzo[b]furanyl, 5-pyridyl, 5-quinolyl, 5-pyrrolyl, 5-indolyl, 5-thiazolyl, 5-oxazolyl, 5-isothiazolyl and 5-isoxazolyl oxazolidine-2,4-diones and the pharmaceutically-acceptable salts thereof; certain 3-acylated derivatives thereof; a method of treating hyperglycemic animals therewith; and intermediates useful in the preparation of said compounds.Type: GrantFiled: May 20, 1982Date of Patent: February 14, 1984Assignee: Pfizer Inc.Inventor: Rodney C. Schnur
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Patent number: 4419363Abstract: Novel 1-aryloxy-3-amidoamidoalkylamino-2-propanol derivatives, processes for their manufacture, pharmaceutical compositions containing them and methods of using them in the treatment of heart diseases. Representative of the compounds disclosed is 1-(o-cyanophenoxy)-3-.beta.-(2-thenamidoacetamido)ethylaminopropan-2-ol.Type: GrantFiled: June 4, 1982Date of Patent: December 6, 1983Assignee: Imperial Chemical Industries PLCInventor: Leslie H. Smith
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Patent number: 4418066Abstract: Novel substituted N-3-(3-chloro-5-trifluoromethyl-2-pyridyloxy)-phenyl-N'-benzoylureas of the formula ##STR1## wherein R.sub.1 is fluorine, chlorine, bromine or methyl, andR.sub.2 is hydrogen, fluorine, chlorine or bromine, processes for producing these compounds and compositions containing them for use in combating pests, particularly in combating insects which infest plants and animals. The novel compounds are especially effective against larval stages of insects which damage plants by eating.Type: GrantFiled: May 13, 1981Date of Patent: November 29, 1983Assignee: Ciba-Geigy CorporationInventors: Manfred Boger, Josef Ehrenfreund
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Patent number: 4414391Abstract: This invention relates to a process for preparing pyridyloxyphenoxypropanecarboxylic acids and their derivatives, and to intermediates useful in the process.Type: GrantFiled: May 4, 1981Date of Patent: November 8, 1983Assignee: Imperial Chemical Industries PLCInventors: David Cartwright, Michael Turnbull
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Patent number: 4409227Abstract: 4-(((Heterocyclo)thio)methyl)benzoic acids, esters, amides and pharmaceutically-acceptable salts thereof having hypoglycemic activity in mammals, including a method of use and pharmaceutically-acceptable compositions.Type: GrantFiled: March 9, 1982Date of Patent: October 11, 1983Assignee: The Dow Chemical Co.Inventor: Donald P. Matthews
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Patent number: 4401460Abstract: This invention relates to phenoxypyridine derivatives useful as herbicides, and to herbicidal compositions and processes utilizing them.Type: GrantFiled: August 24, 1981Date of Patent: August 30, 1983Assignee: Imperial Chemical Industries PLCInventors: David Cartwright, David Collins
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Patent number: 4391629Abstract: 2-Pyridyloxyacetanilides of the formula ##STR1## in which X is hydrogen, halogen, C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 halogenoalkyl,R is C.sub.1 -C.sub.4 alkyl,Y each independently is halogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy or C.sub.1 -C.sub.4 halogenoalkyl, andn is 0, 1, 2 or 3which possess herbicidal and plant-growth regulating activity.Type: GrantFiled: January 21, 1982Date of Patent: July 5, 1983Assignee: Nihon Tokushu Noyaku Seizo K.K.Inventors: Masahiro Aya, Junichi Saito, Kazuomi Yasui, Shinzo Kakabu, Atsumi Kamochi, Naoko Yamaguchi
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Patent number: 4387099Abstract: Novel 1-heterocyclyloxy- or 1-aryloxy-3-amido-alkylamino-2-propanol derivatives, processes for their manufacture, pharmaceutical compositions containing them and methods of using them in the treatment of heart diseases. The compounds possess .beta.-adrenergic blocking activity. Representative of the compounds disclosed is 1-(4-indolyloxy)-3-.beta.-isobutyramidoethylamino-2-propanol.Type: GrantFiled: February 12, 1982Date of Patent: June 7, 1983Assignee: Imperial Chemical Industries LimitedInventor: Leslie H. Smith
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Patent number: 4385058Abstract: This invention relates to 2-amino-4-pyrimidone derivatives, in which the amino group is substituted by a methylthioethyl, butyl or oxypropyl group bearing a terminal 4-dialkylaminomethyl-2-pyridyl group. The compounds have histamine H.sub.2 -antagonist activity. A specific compound of this invention is 2-[2-(4-dimethylaminomethyl-2-pyridylmethylthio)ethylamino]-5-(6-methyl-3- pyridylmethyl)-4-pyrimidone.Type: GrantFiled: September 16, 1981Date of Patent: May 24, 1983Assignee: Smith Kline & French Laboratories LimitedInventors: David G. Cooper, George S. Sach
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Patent number: 4375546Abstract: Substituted pyridinols are reacted with an isocyanatoethyl alkanoate in an inert solvent in the presence of an activating agent to form a group of biologically active organic compounds. These compounds are useful as broad spectrum herbicides effective against a variety of grassy weeds, broadleaf weeds and grassy crops. Compounds of this invention may also be utilized as fungicides.Type: GrantFiled: November 16, 1981Date of Patent: March 1, 1983Assignee: The Dow Chemical CompanyInventor: Chester E. Pawloski
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Patent number: 4347250Abstract: The compounds are novel N-substituted-N'-heterocyclic alkylthioureas, guanidines and 1-nitro-2,2-diaminoethylene compounds which are histamine H.sub.2 -antagonists.Type: GrantFiled: September 2, 1980Date of Patent: August 31, 1982Assignee: Smith Kline & French Laboratories LimitedInventors: Graham J. Durant, Charon R. Ganellin, Geoffrey R. Owen, Rodney C. Young
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Patent number: 4344951Abstract: N-benzoyl N'-pyridyloxy phenyl ureas having the formula ##STR1## wherein X represents a halogen atom; R represents a C.sub.1 -C.sub.4 alkyl group and n is 0, 1 or 2 are useful as insecticides.Type: GrantFiled: April 1, 1981Date of Patent: August 17, 1982Assignee: Ishihara Sangyo Kaisha Ltd.Inventors: Ryuzo Nishiyama, Takahiro Haga, Tadaaki Toki, Tohru Koyanagi, Shigeo Murai
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Patent number: 4330321Abstract: Novel N-alkylaminocarbonyl-2-(4-((3-halo-5-(trifluoromethyl)-2-pyridinyl)oxy)phe noxy)propanamides provide selective control of grassy weeds in the presence of valuable crops.Type: GrantFiled: March 16, 1981Date of Patent: May 18, 1982Assignee: The Dow Chemical CompanyInventor: Howard Johnston
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Patent number: 4329167Abstract: Herbicidal and plant growth-regulating pyridyloxy-phenoxyalkanecarboxylic acid derivatives of the formula ##STR1## wherein A is cyano or carboxyl, an ester, thioester or amido radical or the salt of the carboxylic acid with a cation or a quaternary ammonium group,Z is hydrogen, halogen, cyano, nitro, C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 alkoxy,D is hydrogen, halogen, cyano, nitro or C.sub.1 -C.sub.4 alkoxy,E is halogen, trifluoromethyl or cyano.R.sub.1 is hydrogen, C.sub.1 -C.sub.4 alkyl, C.sub.2 -C.sub.8 alkoxyalkyl or C.sub.1 -C.sub.5 alkoxy carbonyl andR.sub.2 is hydrogen or C.sub.1 -C.sub.Type: GrantFiled: April 14, 1980Date of Patent: May 11, 1982Assignee: Ciba-Geigy CorporationInventors: Hermann Rempfler, Werner Fory