The Carbonyl Is In A -coo- Group Patents (Class 546/318)
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Patent number: 4829070Abstract: The invention provides compounds of the formulaD--DHC].sub.n (I)and the nontoxic pharmaceutically acceptable salt thereof, wherein D is the residue of a centrally acting drug containing at least one reactive functional group selected from the group consisting of amino, hydroxyl, mercapto, carboxyl, amide and imide, said residue being characterized by the absence of a hydrogen atom from at least one of said reactive functional groups in said drug; n is a positive integer equal to the number of said functional groups from which a hydrogen atom is absent; and [DHC] is the reduced, biooxidizable, blood-brain barrier penetratring lipoidal form of a dihydropyridine.revreaction.pyridinium salt redox carrier, said carrier comprising a bivalent radical of the formula ##STR1## wherein the alkylene group can be straight or branched and can contain 1 to 3 carbon atoms; R.sub.Type: GrantFiled: October 29, 1984Date of Patent: May 9, 1989Assignee: University of FloridaInventor: Nicholas S. Bodor
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Patent number: 4826531Abstract: Acrylic acid derivatives having the formula (I): ##STR1## and stereoisomers thereof, wherein W is R.sup.1 O.sub.2 C--C.dbd.CH--ZR.sup.2, R.sup.1 and R.sup.2 are alkyl or fluoroalkyl groups, and Z is oxygen or sulphur; A, B, D and E are hydrogen, halogen, hydroxy or optionally substituted alkyl, alkoxy, aralkyl, arylalkoxy, alkenyl, alkynyl, aryl, aryloxy, arylthio, heteroaryloxy, heteroarylthio, acyloxy, amino, arylazo or acylamino, nitro, cyano, --CO.sub.2 R.sup.3, --CONR.sup.3 R.sup.4, --COR.sup.3, --CR.sup.3 .dbd.NR.sup.4, --N.dbd.CR.sup.3 R.sup.4 or --S(O).sub.n R.sup.3 groups; any two of the groups A, B, D and E, when they are in adjacent positions on the ring, optionally join to form a fused ring, n is 0, 1 or 2; and R.sup.3 and R.sup.4 are hydrogen, alkyl, cycloalkyl, cycloalkylalkyl, alkenyl, alkynyl or optionally substituted aryl or aralkyl; and metal complexes thereof. These compounds are useful as fungicides, insecticides, nematicides or plant growth regulators.Type: GrantFiled: April 17, 1987Date of Patent: May 2, 1989Assignee: Imperial Chemical Industries PLCInventors: Vivienne M. Anthony, John M. Clough, Paul DeFraine, Christopher R. A. Godfrey, Patrick J. Crowley, Kenneth Anderton
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Patent number: 4826530Abstract: There are disclosed novel 2,6-substituted-3,5-pyridinedicarboxylic acids, esters, salts, amides, halides, and cyano compounds useful as herbicides, and as intermediates which provide herbicides.Type: GrantFiled: June 15, 1987Date of Patent: May 2, 1989Assignee: Monsanto CompanyInventor: Len F. Lee
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Patent number: 4812572Abstract: A process for the preparation of a fluoroaromatic or fluoroheterocyclic compound, which comprises diazotizing the corresponding amino-aromatic or amino-heterocyclic compound in hydrogen fluoride and decomposing the diazonium salt in the diazotization mixture so formed, characterized in that decomposition is carried out at super atmospheric pressure.Type: GrantFiled: July 27, 1987Date of Patent: March 14, 1989Assignee: Imperial Chemical Industries PLCInventors: Michael S. Howarth, David M. Tomkinson
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Patent number: 4810795Abstract: Aromatic azepinones and thiones having the formula ##STR1## wherein; A is benzene, naphthalene, quinoline or pyridine;B is oxygen or sulfur; ##STR2## E is oxygen, sulfur or n is 1, 2 or 3;Z is an amino or a heterocyclic nitrogen-containing radical;R is hydrogen, loweralkyl, cycloalkyl or phenyl-loweralkyl;Y is halo, loweralkyl, loweralkoxy, diloweralkylamino, nitro, amino, loweracetylamino, trifluoromethyl, phenyl or phenyl substituted by one to three Y' radicals selected from halo, loweralkyl, loweralkoxy, diloweralkylamino, nitro, amino, loweracylamino or trifluoromethyl;and having antihistaminic utility, a process for the preparation thereof and chemical intermediates therefor are disclosed.Type: GrantFiled: February 25, 1987Date of Patent: March 7, 1989Assignee: A. H. Robins Company, IncorporatedInventor: Albert D. Cale, Jr.
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Patent number: 4801597Abstract: The present invention relates to pharmaceutical compositions and methods for the treatment of metabolic disorders and to certain inositol-nicotinate dichloroacetate derivatives as the active ingredients therein.Type: GrantFiled: June 11, 1985Date of Patent: January 31, 1989Assignee: University of FloridaInventors: Peter W. Stacpoole, Nicholas S. Bodor
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Patent number: 4792606Abstract: A process for the preparation of a dimeric aromatic acyl cyanide of the formula ##STR1## in which Ar is optionally substituted phenyl, naphthyl or hetaryl,comprising reaction an acyl halide of the formulaAr--CO--Halin whichHal is fluorine, chlorine or bromine, with an alkali metal cyanide in a two-phase system comprising water and a water-immiscible or only sparingly water-miscible aliphatic ketone, and in the presence of a phase-transfer catalyst. The products are known intermediates for pesticides.Type: GrantFiled: July 16, 1987Date of Patent: December 20, 1988Assignee: Bayer AktiengesellschaftInventors: Reinhard Lantzsch, Hermann-Dieter Krall
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Patent number: 4783535Abstract: A process for the preparation of 1,4-oxazepinones and thiones having the formula: ##STR1## wherein A is an aromatic ring selected from benzene, naphthalene, quinoline or pyridine; n is 1 to 3; Z is an amino radical; R is hydrogen, loweralkyl, cycloalkyl or phenylloweralkyl; and R.sup.4 and R.sup.5 are hydrogen and loweralkyl starting from chloroaromatic carboxylates and alkanolamines is disclosed. The oxazepinones and oxazepinethiones prepared by the process have utility as antihistaminics with low sedative potential. Novel intermediate compounds are also disclosed.Type: GrantFiled: March 18, 1986Date of Patent: November 8, 1988Assignee: A. H. Robins Company, IncorporatedInventors: Young S. Lo, Albert D. Cale, Jr.
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Patent number: 4782157Abstract: The invention provides an improved process for the preparation of substituted and unsubstituted 2-carbamoyl nicotinic and 3-quinolinecarboxylic acids.Type: GrantFiled: December 3, 1984Date of Patent: November 1, 1988Assignee: American Cyanamid Co.Inventor: John J. Pascavage
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Patent number: 4775763Abstract: Metal values are extracted from aqueous solutions of metal salts containing halide or pseudo halide ions by pyridine derivatives containing the substituent --(COX).sub.A where X is the group --OR.sub.1 or --NR.sub.2 R.sub.3 and n is 1, 2 or 3. R.sub.1 is a hydrocarbyl group containing from 5 to 36 carbon atoms and R.sub.2 and R.sub.3 are hydrogen or a hydrocarbyl group wherein R.sub.2 and R.sub.3 together contain from 5 to 36 carbon atoms. The process is especially useful for the recovery of metals from leach solutions derived from sulphur-containing ores such as chalcopyrite.Type: GrantFiled: March 27, 1985Date of Patent: October 4, 1988Assignee: Imperial Chemical IndustriesInventors: Raymond F. Dalton, Raymond Price, Peter M. Quan, David Stewart
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Patent number: 4771059Abstract: The subject compounds, which are adapted for the site-specific/sustained delivery of centrally acting drug species to the brain, are compounds of the formula ##STR1## and the non-toxic pharmaceutically acceptable salts thereof, wherein D is the residue of a centrally acting primary, secondary or tertiary amine and ##STR2## is an unsubstituted or substituted dihydropyridyl, dihydroquinolyl or dihydroisoquinolyl radical. The corresponding ionic pyridinium, quinolinium and isoquinolinium salts ##STR3## X.sup.-, wherein X.sup.- is the anion of a non-toxic pharmaceutically acceptable acid, are also disclosed.Type: GrantFiled: August 29, 1985Date of Patent: September 13, 1988Assignee: University of FloridaInventor: Nicholas S. Bodor
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Patent number: 4769462Abstract: Novel 2-carbamoylnicotinic and 3-quinolinecarboxylic acids and esters are useful intermediate compounds for the preparation of 2-(2-imodazoline-2-yl) pyridine and quinoline herbicides.Type: GrantFiled: May 6, 1986Date of Patent: September 6, 1988Assignee: American Cyanamid Co.Inventor: Marinus Los
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Patent number: 4754033Abstract: A process for producing pyridine-2,3-dicarboxylic acid derivatives of the formula ##STR1## is described. The process is based on the cleavage of HNR.sub.10 R.sub.11 from 1-amino-1,2,3,4-tetrahydropyridine-2,3-dicarboxylic acid derivatives of the formula II ##STR2## to give 1,4-dihydropyridine-2,3-dicarboxylic acid derivatives of the formula III ##STR3## and subsequent oxidation of these compounds to obtain pyridine-2,3-dicarboxylic acid derivatives of the formula I. According to one variant of the process, the 1,4-dihydropyridine-2,3-dicarboxylic acid derivatives of the formula III are obtained directly, without isolation of the intermediately formed 1-amino-1,2,3,4-tetrahydropyridine-2,3-dicarboxylic acid derivatives of the formula II, by reaction of .alpha.,.beta.-unsaturated hydrazones of the formula IV ##STR4## with ethene-1,2-dicarboxylic acid derivatives of the formula V ##STR5## and subsequently oxidized to pyridine-2,3-dicarboxylic acid derivatives of the formula I. In the above formulae, R.sub.1, R.Type: GrantFiled: August 2, 1985Date of Patent: June 28, 1988Assignee: Ciba-Geigy CorporationInventor: Adrian Waldner
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Patent number: 4752324Abstract: Herbicidally active novel nicotinic acid derivatives of the formula ##STR1## in which X represents hydroxyl, alkoxy or the radical --OM,whereinM represents one equivalent of an alkali metal or alkaline earth metal ion, or an optionally substituted ammonium ion, andHet represents isoxazolyl, pyrimidinyl or pyrazolyl each substituted by a substituent selected from the group consisting of alkyl, alkenyl, alkoxy, alkylthio, alkylamino, hydroxyl, mercapto, amino, alkylcarbonyl which is optionally substituted by halogen or alkoxy; cycloalkyl and in each case optionally substituted phenyl or naphthyl, or optionally substituted condensed cycloalkylpyrazolyl.Type: GrantFiled: November 5, 1986Date of Patent: June 21, 1988Assignee: Bayer AktiengesellschaftInventors: Rudolf Thomas, Peter Babczinski, Hans-Joachim Santel, Ludwig Eue, Robert R. Schmidt
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Patent number: 4747871Abstract: The present invention relates to pyridines of the formula ##STR1## wherein R is selected from the group consisting of hydrogen and agriculturally acceptable cations, and their use as gametocides.Type: GrantFiled: January 7, 1987Date of Patent: May 31, 1988Assignee: Monsanto CompanyInventors: Peter G. Ruminski, Om P. Dhingra
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Patent number: 4745123Abstract: Certain substituted 1,2,3,6-tetrahydro- and 1,2,5,6-tetrahydropyridine-3-carboxylic acids, esters, and amides possessing muscarinic binding activity, having utility for the treatment of the symptoms of senile cognitive decline disclosed. Pharmaceutical compositions and a pharmaceutical method of treatment are also disclosed.Type: GrantFiled: February 18, 1986Date of Patent: May 17, 1988Assignee: Warner-Lambert CompanyInventors: Donald E. Butler, John H. Dodd, Walter H. Moos, Haile Tecle
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Patent number: 4734417Abstract: The invention relates to new derivatives of biphenyl primary alcohols, their preparation and use as medicaments useful in the treatment and prevention of atherosclerotic disorders. The new derivatives have the general formula ##STR1## in which X represents a halogen atom, and more particularly chlorine, bromine or fluorine in ortho or meta position,R represents an alkyl, amino alkyl, pyridyl alkyl or acyl radical and more particularly ##STR2## and acetyl.Type: GrantFiled: July 7, 1986Date of Patent: March 29, 1988Assignee: P.F. MedicamentInventors: Henri Cousse, Andre Delhon, Jean-Pierre Rieu, Gilbert Mouzin
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Patent number: 4731449Abstract: TCNQ complexes with organic pyridinium ions, which may be kept in a molten condition for a relatively long time without the electrical conductivity thereof being substantially reduced after cooling.Type: GrantFiled: March 3, 1986Date of Patent: March 15, 1988Assignee: Bayer AktiengesellschaftInventors: Friedrich Jonas, Jurgen Hocker
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Patent number: 4723011Abstract: Pyridine-2,3-dicarboxylates of Formula I ##STR1## are prepared by reacting an alpha halo-beta keto ester of formula II ##STR2## with an alpha, beta-unsaturated aldehyde or ketone of formula III ##STR3## in the presence of a minimum of 2 molar equivalents of ammonium salt.Type: GrantFiled: October 28, 1985Date of Patent: February 2, 1988Assignee: American Cyanamid CompanyInventor: Robert F. Doehner, Jr.
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Patent number: 4719303Abstract: A method for the preparation of substituted and unsubstituted 2-[(1-carbamoyl-1,2-dimethyl-propyl) carbamoyl]-3-quinolinecarboxylic, nicotinic and benzoic acids.Type: GrantFiled: November 21, 1983Date of Patent: January 12, 1988Assignee: American Cyanamid CompanyInventors: William H. Gastrock, Timothy F. Mason, Gregory P. Withers
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Patent number: 4709036Abstract: The present invention provides a process for the preparation of herbicidal 2-(4,4-disubstituted-5-oxo-2-imidazolin-2-yl) benzoic, nicotinic and quinoline-3-carboxylic acids, esters and salts.Type: GrantFiled: June 13, 1985Date of Patent: November 24, 1987Assignee: American Cyanamid CompanyInventors: Marinus Los, Don W. Long, Gregory P. Withers
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Patent number: 4692184Abstract: There are disclosed novel 2,6-substituted-3,5-pyridinedicarboxylic acids, esters, salts, amides, halides, and cyano compounds useful as herbicides, and as intermediates which provide herbicides.Type: GrantFiled: April 24, 1984Date of Patent: September 8, 1987Assignee: Monsanto CompanyInventor: Len F. Lee
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Patent number: 4672118Abstract: Corrosion of metal surfaces in contact with an aqueous medium is inhibited by incorporating a N-(hydrophobe aromatic)pyridinium compound such as N-(p-dodecylphenyl)-2,4,6-trimethylpyridinium sulfoacetate into the aqueous medium.Type: GrantFiled: January 9, 1984Date of Patent: June 9, 1987Assignee: The Dow Chemical CompanyInventors: Thomas E. Fisk, Christopher J. Tucker
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Patent number: 4663429Abstract: A process for producing a lactone polymer which comprises reacting an ester compound synthesized from an alcohol and an acid or acid anhydride thereof with a lactone and a ring-opening polymerization initiator without being accompanied by condensation. The thus produced lactone polymer is effective for preventing shrinkage of thermosetting resins, particularly unsaturated polyester resins.Type: GrantFiled: July 31, 1985Date of Patent: May 5, 1987Assignee: Daicel Chemical Industries, Ltd.Inventors: Takaaki Murai, Shoji Watanabe, Kimio Inoue, Tomohisa Isobe, Naoki Nakashima, Takuya Miho, Yoshiyuki Ikemoto
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Patent number: 4659735Abstract: Heterocyclic compounds of the formula ##STR1## wherein X is --CH.dbd.CH--, --O--or --S--; R.sup.1 is a group Ar--R.sup.2 or --CH.dbd.CH--C(CH.sub.3).dbd.CH--R.sup.21 ; Ar is phenyl, pyridyl, furyl or thienyl; R.sup.2 is a group --CO.sub.2 R.sup.3, --C(O)R.sup.4, --CH.sub.2 OR.sup.3, lower-alkylsulphonyl or formyl; R.sup.21 is a group --CO.sub.2 R.sup.3, --C(O)R.sup.4, --CH.sub.2 OR.sup.3 or formyl; R.sup.3 is hydrogen or lower-alkyl and R.sup.4 is hydrogen, hydroxy, amino, lower alkylamino, di-(lower alkyl)amino or lower-alkyl; at least one ring of the molecule being heterocyclic, salts thereof, processes for their preparation, rodenticidal compositions containing these compounds as the active ingredient and methods of use of the rodenticidal compositions are disclosed.Type: GrantFiled: April 19, 1985Date of Patent: April 21, 1987Assignee: Hoffmann-La Roche Inc.Inventors: Michael Klaus, Peter Loeliger, Harald Weiser
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Patent number: 4643849Abstract: This invention relates to amine derivatives and salts thereof. These compounds have an anti-ulcer activity which is effective to human beings and animals. This disclosure relates to such compounds, a process for the preparation thereof and an anti-ulcer agent containing the same.Type: GrantFiled: November 14, 1983Date of Patent: February 17, 1987Assignee: Toyama Chemical Co., Ltd.Inventors: Shiro Hirai, Hiroshi Hirano, Hirotoshi Arai, Yasuo Kiba, Hisanari Shibata, Yoshikazu Kusayanagi, Minako Yotsuji, Kazuhiko Hashiba, Kikuko Tanada
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Patent number: 4638068Abstract: There are provided novel 2-(2-imidazolin-2-yl)pyridine and quinoline compounds, a process and intermediate compounds for the preparation thereof, and a method for controlling a wide variety of annual and perennial plant species therewith.Type: GrantFiled: May 25, 1982Date of Patent: January 20, 1987Assignee: American Cyanamid CompanyInventor: Marinus Los
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Patent number: 4619938Abstract: Alkanolamine derivatives and platelet aggregation inhibitors containing the same as an active ingredient are disclosed. The alkanolamine derivatives are novel compounds which possess potent platelet aggregation inhibitory activities and effective in preventing diseases such as thrombosis. As typical compounds are mentioned N-5,8,11,14,17-eicosapentaenoyl-2-aminoethanol, N-nicotinoyl-2-aminoethyl-5,8,11,14,17-eicosapentaenoate, N-ethyl-N-5,8,11,14,17-eicosapentaenoyl-2-aminoethanol, N-butyl-N-5,8,11,14,17-eicosapentaenoyl-2-aminoethanol, N-5,8,11,14,17-3-aminopropylnicotinate, (N-ethyl-N-nicotinoyl-2-aminoethyl)-5,8,11,14,17-eicosapentaenoate and the like.Type: GrantFiled: March 19, 1985Date of Patent: October 28, 1986Assignee: Terumo Kabushiki KaishaInventors: Keiko Takahashi, Yasushi Suwabe, Toshio Wakabayashi
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Patent number: 4612386Abstract: Carboxylic acid esters are produced by the reaction of a carboxylic acid halide with a carbonate ester in the presence of an initiator. The reaction of a dicarboxylic acid dihalide and a bis(alkyl carbonate) ester produces a polymeric polyester.Type: GrantFiled: December 17, 1981Date of Patent: September 16, 1986Assignee: The Dow Chemical CompanyInventor: James M. Renga
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Patent number: 4610819Abstract: A process for the preparation of 1,4-oxazepinones and thiones having the formula: ##STR1## wherein A is an aromatic ring selected from benzene, naphthalene, quinoline or pyridine; n is 1 to 3; Z is an amino radical; R is hydrogen, loweralkyl, cycloalkyl or phenylloweralkyl; and R.sup.4 and R.sup.5 are hydrogen and loweralkyl starting from chloroaromatic carboxylates and alkanolamines is disclosed.Type: GrantFiled: September 19, 1984Date of Patent: September 9, 1986Assignee: A. H. Robins Company, Inc.Inventors: Young S. Lo, Albert D. Cale, Jr.
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Patent number: 4579953Abstract: A process for the production of 6-methylnicotinic acid ester by oxidation of 2-methyl-5-ethylpyridine at an elevated temperature. Specifically, 2-methyl-5-ethylpyridine is mixed while cooling with at least a molar quantity of sulfuric acid. The mixture is heated to a temperature of 140.degree. to 225.degree. C. At least 3 moles of nitric acid per mole of educt is added to the heated mixture in such a way that water and/or diluted nitric acid are continuously distilled off. The distillation after addition of the nitric acid which is needed for the oxidation is continued until all of the water and all of the nitric acid are removed. Subsequently the reaction mixture is mixed with an alcohol and the alcoholic reaction mixture is heated until the acids contained in the reaction mixture are esterified. The 6-methylnicotinic acid ester is isolated from the ester mixture.Type: GrantFiled: May 2, 1984Date of Patent: April 1, 1986Assignee: Lonza Ltd.Inventor: James I. Grayson
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Patent number: 4577019Abstract: Stabilized adducts of K vitaminic compounds, as menadione bisulfite or a derivative thereof and stabilizing vitamins as, particularly, nicotine amide or nicotinic acid. Feed compositions containing the same. Process for their preparation.Type: GrantFiled: August 2, 1983Date of Patent: March 18, 1986Assignee: Luigi Stoppani S.p.A.Inventor: Enrico Bruschi
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Patent number: 4565824Abstract: Dihydropyridines of the formula ##STR1## in which R is aryl or heterocyclic,R.sup.1, R.sup.2 and R.sup.3 each is hydrogen or various organic radicals,Y is oxygen, or optionally substituted --NH--,Z is --O--NO.sub.2 or --O--NO,X is --COR.sup.4, --COOR.sup.5 or --CO--Y--A--Z,R.sup.4 is alkyl, phenyl, benzyl or an amino radical, andR.sup.5 is an organic radical,or pharmaceutically acceptable acid addition salts thereof, exhibit circulation active properties, e.g. they can be used as antihypertensives, as peripheral and cerebral vasodilators and as coronary therapeutics.Type: GrantFiled: November 9, 1983Date of Patent: January 21, 1986Assignee: Bayer AktiengesellschaftInventors: Egbert Wehinger, Horst Meyer, Stanislav Kazda, Andreas Knorr
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Patent number: 4556716Abstract: Process for the production of 2-halopyridine derivatives having the formula: ##STR1## wherein X is halogen, R is --COOH or a lower alkyl radical and n is a number between 0 and 4. The corresponding 2-pyridine carboxylic acid-N-oxide derivatives having the formula: ##STR2## are reacted in the presence of an excess of organic anhydrides, tertiary alkylamines and a halogen-producing compound having the formula CH.sub.t X.sub.m, wherein t is 1 or 2, m is 2 or 3 and X is halogen, or having the formula C.sub.2 H.sub.p X.sub.m, wherein p is 3 or 4, m is 2 or 3 and X is halogen. The reaction mixture is adjusted to a pH value of 12 to 13 and the desired product is isolated from the mixture. Compound comprising (i) a 2-pyridine carboxylic acid-N-oxide derivative, (ii) an organic anhydride, (iii) a tertiary amine and (iv) a halogen-producing compound having the formula CH.sub.n X.sub.m. The composition can be used as the starting ingredients for the above process.Type: GrantFiled: January 11, 1983Date of Patent: December 3, 1985Assignee: Lonza Ltd.Inventor: Daniel Quarroz
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Patent number: 4537970Abstract: This invention relates to the preparation of esters or salts of aromatic or etheroaromatic acids having formula Y--Ar--CO--OR (I), where:Ar represents an aromatic group constituted by one or more benzene rings, optionally condensed, or an etheroaromatic nucleus optionally condensed with one or more benzene rings;Y represents from zero to more substituents, equal or different, chosen among a halogen; an alkyl group having up to 6 carbon atoms; an alkoxy group having up to 5 carbon atoms; an ester group --COOR', where R' contains up to 5 carbon atoms; a hydroxyl group; a phenyloxy group, optionally substituted with groups inert under reaction conditions; a trifluoromethyl group; a nitrile group; an amidic group (--CONH.sub.2); an acetamidic group (--NH--CO--CH.sub.3); or an acyl group --CO--R", where R" represents a hydrocarbon group having up to 8 carbon atoms;R represents an alkyl group R.sub.1 having up to 5 carbon atoms or an alkali metal or alkaline earth metal M.Type: GrantFiled: December 12, 1983Date of Patent: August 27, 1985Assignee: Montedison S.p.A.Inventors: Marco Foa, Franco Francalanci, Andrea Gardano, Elena Bencini
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Patent number: 4535086Abstract: Heterocyclic compounds of the formula ##STR1## wherein X is --CH.dbd.CH--, --O-- or --S--; R.sup.1 is a group Ar--R.sup.2 or --CH.dbd.CH--C(CH.sub.3).dbd.CH--R.sup.21 ; Ar is phenyl, pyridyl, furyl or thienyl; R.sup.2 is a group --CO.sub.2 R.sup.3, --C(O)R.sup.4, --CH.sub.2 OR.sup.3, lower-alkylsulphonyl or formyl; R.sup.21 is a group--CO.sub.2 R.sup.3, --C(O)R.sup.4, --CH.sub.2 OR.sup.3 or formyl; R.sup.3 is hydrogen or lower-alkyl and R.sup.4 is hydrogen, hydroxy, amino, lower alkylamino, di-(lower alkyl)amino or lower-alkyl; at least one ring of the molecule being heterocyclic, salts thereof, processes for their preparation, rodenticidal compositions containing these compounds as the active ingredient and methods of use of the rodenticidal compositions are disclosed.Type: GrantFiled: June 27, 1983Date of Patent: August 13, 1985Assignee: Hoffmann-La Roche Inc.Inventors: Michael Klaus, Peter Loeliger, Harald Weiser
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Patent number: 4521603Abstract: A continuous process for producing a polybromopyridine compound comprises admixing a polychloropyridine compound with an anhydrous water soluble solvent in a first reaction zone to form a solution of the polychloropyridine compound. Hydrogen bromide gas is introduced into the solution while maintaining the temperature in the range of from about 70.degree. to about 140.degree. C. to produce a solution of the polybromopyridine compound. The solution is cooled to a temperature in the range of from about 5.degree. to about 35.degree. C. to precipitate the polybromopyridine compound from the anhydrous solvent. The polybromopyridine compound is separated from the anhydrous solvent and the anhydrous solvent is returned to the first reaction zone. Polybromopyridine compounds of increased purity are produced in a process having reduced material, energy and operating costs. The process does not require the use of water or other co-solvents nor the distillation of the reaction product mixture.Type: GrantFiled: February 1, 1983Date of Patent: June 4, 1985Assignee: Olin CorporationInventor: Max M. Boudakian
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Patent number: 4508719Abstract: Compounds of formula I: ##STR1## are described in which R.sup.1 is a linear or branched alkyl radical containing between 1 and 5 carbon atoms, the alkyl radical being unsubstituted or substituted by an alkoxy group; R.sup.2 is an unsubstituted phenyl of phenyl substituted by a nitro group; R.sup.3 is hydrogen or a linear or branched alkyl residue containing between 1 and 4 carbon atoms, the alkyl radical being unsubstituted or substituted by at least one alkoxy or fluorine atom or both alkoxy and fluorine atoms; R.sup.4 is hydrogen or a linear or branched alkyl containing between 1 and 4 carbon atoms, the alkyl radical being unsubstituted or substituted by alkoxy, carbalkoxy, dialkylamino, 1-aryl or 1-heteroarylpiperazinyl, aryl or a monocyclic 5 or 6 membered heterocycle in which at least one of the heteroatoms is N,O,S such as 1-piperidinyl, 4-morpholinyl or R.sub.4 is alkenyl or cyclo(C.sub.3 -C.sub.Type: GrantFiled: May 26, 1983Date of Patent: April 2, 1985Assignee: Pierrel S.p.A.Inventors: Silvia Z. Tricerri, Cesare Casagrande, Franco De Marchi, Massimo Nicola
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Patent number: 4504665Abstract: A chloronicotinic acid compound is prepared by hydrolyzing a 3-trichloromethyl pyridine compound in the presence of sulfuric acid or phosphoric acid. By this process, a highly pure chloronicotinic acid compound is obtainable in good yield. This compound is useful as an intermediate for medicines.Type: GrantFiled: April 6, 1983Date of Patent: March 12, 1985Assignee: Ishihara Sangyo Kaisha Ltd.Inventors: Takahiro Haga, Tohru Koyanagi, Toshio Nakajima, Takeshi Ohshima
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Patent number: 4501673Abstract: Betaines containing the pyridine nucleus, some of which are novel per se, are dissolved in sea water or formation water, the concentration of betaine being from 200 to 100,000 ppm, to give a surfactant solution suitable for displacing crude oil from a formation in an enhanced oil recovery process. These betaines have low interfacial tension (against oil), a high tolerance towards divalent metal ions and good temperature stability as compared with betaines previously proposed for enhanced oil recovery.Type: GrantFiled: March 31, 1982Date of Patent: February 26, 1985Assignee: The British Petroleum Company p.l.c.Inventor: Phillip K. G. Hodgson
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Patent number: 4500544Abstract: Ascochlorin derivatives of the formula: ##STR1## wherein R is a hydroxyl group, a lower alkoxy group, a pyridyl group, an amino group, a dialkylamino group, a phenoxyalkyl group which may have a substituent in the nucleus, or a phenyl group which may have a substituent in the nucleus; and n is an integer of 0 to 5, a process for preparing the same and a pharmaceutical composition containing the same are disclosed.The derivatives are useful to treat diabetes, improve lipid metabolism and control tumors.Type: GrantFiled: August 27, 1982Date of Patent: February 19, 1985Assignee: Chugai Seiyaku Kabushiki KaishaInventors: Tomoyoshi Hosokawa, Ikutoshi Matsuura, Hidenori Takahashi, Kunio Ando, Gakuzo Tamura
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Patent number: 4466971Abstract: Novel antiandrogenic compositions comprising an antiandrogenically effective amount of at least one compound of the formula ##STR1## wherein R is alkyl of 1 to 4 carbon atoms, R.sub.1 is alkyl of 1 to 2 carbon atoms, R.sub.2 is selected from the group consisting of hydrogen, alkyl of 1 to 8 carbon atoms optionally interrupted with a heteroatom, alkenyl and alkynyl of 2 to 8 carbon atoms optionally interrupted with a heteroatom, formyl and acyl of an organic carboxylic acid of 2 to 18 carbon atoms, R.sub.3 is selected from the group consisting of hydrogen, alkyl of 1 to 4 carbon atoms and alkenyl and alkynyl of 2 to 4 carbon atoms, R.sub.4 is selected from the group consisting of hydrogen and alkyl of 1 to 4 carbon atoms, the dotted lines indicate optional presence of a double bond between the 4(5) and 5a(6) carbons and the wavy line indicates that R.sub.4 may be in the .alpha.-or .beta.Type: GrantFiled: February 19, 1982Date of Patent: August 21, 1984Assignee: Roussel UclafInventors: Marie-Madeleine Bouton, Jean Jacques, Andre Pierdet
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Patent number: 4443456Abstract: This invention relates to a novel class of amidinourea and amidinothiourea compounds wherein the urea nitrogen atom is substituted by a heterocyclic alkylene group, and their use in pharmaceutical preparations which are useful for producing anti-ulcerogenic, antisecretory, antispasmodic, antihypertensive, anesthetic, anti-arrhythmic, antidiarrheal and antiparasitic action.Type: GrantFiled: May 12, 1981Date of Patent: April 17, 1984Assignee: William H. Rorer, Inc.Inventors: George H. Douglas, William L. Studt, Stuart A. Dodson, Harry K. Zimmerman
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Patent number: 4405791Abstract: A method of regulating the growth of plants, including combating unwanted vegetation, comprises applying to the plants, either on seed, the soil or directly on the plants an effective amount of a novel compound of the class having the general structural formula ##STR1## in which one of Q.sub.1, Q.sub.2, Q.sub.3 or Q.sub.4 is N, X is --OH or --O--(C.sub.1 -C.sub.4 alkyl) and Y is H or X and Y together represent a bond between carbon and nitrogen atoms and R is H or one or two of the following substituents: --Br, --Cl, --F, --I, --CF.sub.3, --CH.sub.3, --NO.sub.2 or --C.tbd.N, or an agriculturally acceptable salt thereof.Type: GrantFiled: December 10, 1979Date of Patent: September 20, 1983Assignee: Gulf Oil CorporationInventors: Jerry L. Rutter, Charles G. Gibbs, Loren W. Hedrich
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Patent number: 4404388Abstract: Production of 2-chloropyridines of the formula I ##STR1## wherein R independently of one another is C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -halogenalkyl, halogen or carboxyl andn is zero or a number from one to four, with the proviso that at most two substituents R can be alkyl, halogenoalkyl or carboxyl at the same time, and that if R is chlorine and n is two, one of them must not occupy the 3- or 5-position of the pyridine ring, by reacting a 2-pyridone of the formula (II) ##STR2## wherein R and n have the meanings given above at 30.degree.-150.degree. C. with phosgene in the presence of an N,N-disubstituted formamide of the formula III ##STR3## in which R.sub.1 and R.sub.2 can be identical or different and are each an alkyl group having 1 to 4 carbon atoms, or R.sub.1 and R.sub.2 together with the nitrogen atom form the pyrrolidino, piperidino or morpholino ring, and in the presence of an inert solvent.2-chloropyridines are valuable intermediates for producing herbicidally active .alpha.Type: GrantFiled: August 14, 1981Date of Patent: September 13, 1983Assignee: Ciba-Geigy CorporationInventors: Hansjakob Fah, Alfred Grieder
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Patent number: 4395555Abstract: 2-Aminopyridine derivatives are prepared by reacting a quaternary ammonium compound with malodinitrile in the presence of an alkanol, followed by reaction with ammonia in the presence of an alkanol, water and/or an ether to give aminonicotinonitrile and, if desired, then reacting this product with an alkali metal compound to give aminonicotinic acid.The 2-aminopyridine derivatives obtainable by the process of the invention are valuable starting materials for the preparation of pesticides, drugs, vitamins and dyes.Type: GrantFiled: January 8, 1982Date of Patent: July 26, 1983Assignee: BASF AktiengesellschaftInventors: Rolf-Dieter Acker, Gerhard Hamprecht
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Patent number: 4393212Abstract: Novel substituted (3-loweralkylamino-2-R.sub.1 O-propoxy)pyridines, their pharmaceutically acceptable salts, certain intermediates and their preparation are disclosed. These pyridines have pharmaceutically useful properties such as .beta.-adrenergic blocking activity.Type: GrantFiled: May 13, 1981Date of Patent: July 12, 1983Assignee: Merck & Co., Inc.Inventors: John J. Baldwin, Gerald S. Ponticello
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Patent number: 4383851Abstract: Novel 2-amino-6-fluoronicotinic acids, amides and esters, herbicidal compositions containing these compounds and methods of using such compounds for the control of wild oats in wheat.Type: GrantFiled: August 3, 1981Date of Patent: May 17, 1983Assignee: The Dow Chemical CompanyInventors: Richard B. Rogers, Jon S. Claus, Eric A. Egli
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Patent number: 4374140Abstract: The present application discloses certain 2-substituted propoxy-3-cyano-5-hydroxypyridines. The compounds have pharmaceutical activity e.g. as antihypertensives.Type: GrantFiled: February 10, 1981Date of Patent: February 15, 1983Assignee: Merck & Co., Inc.Inventors: John J. Baldwin, Gerald S. Ponticello, Stanley Vickers, Alfred Steuerwald
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Patent number: 4355168Abstract: There is disclosed and claimed a process for preparing aryl- and heteroarylhexadienoic acids which is characterized in that an aryl- or heteroarylacetylene having the formula: R--C.tbd.CH, wherein R is an aryl or heteroaryl group, optionally substituted and having in the aggregate up to 20 carbon atoms, is reacted with 3-butenoic acid CH.sub.2 .dbd.CH--CH.sub.2 --COOH, in an alcoholic medium, at temperatures maintained between 50.degree. C. and 120.degree. C., approximately, in the presence of a catalyst selected from among the phosphinic complexes of rhodium having the formulas: III, Rh(PR'.sub.3).sub.n L.sub.m X associated with alkaline salts of carboxylic acids having up to 4 carbon atoms, and IV, Rh(PR'.sub.3).sub.n L.sub.p.sup.+ Y.sup.Type: GrantFiled: December 2, 1980Date of Patent: October 19, 1982Assignee: Montedison S.p.A.Inventors: Gian P. Chiusoli, William Giroldini, Luciano Pallini, Giuseppe Salerno