Carbocyclic Ring Containing Patents (Class 546/322)
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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: 4833169Abstract: Hydropyridine derivatives of the formula ##STR1## in which R.sub.1 represents carboxy, lower alkoxycarbonyl, carbamoyl, N-lower alkylcarbamoyl or N,N-di-lower alkylcarbamoyl, R.sub.2 represents hydrogen, an optionally etherified or acylated hydroxy group or an optionally acylated amino group, and R.sub.3 represents a radical of the formula R-- (Ia), R--alk.sub.1 -- (Ib) or R'.dbd.alk.sub.2 -- (Ic) in which R represents a benzocycloalkenyl radical having a total of from 8 to 12 ring carbon atoms which is bonded via a saturated carbon atom and which is unsubstituted or is mono- or poly-substituted in the benzo moiety by hydroxy, lower alkoxy, lower alkanoyloxy, halogen, lower alkyl and/or by trifluoromethyl, and/or subsituted in the .alpha.Type: GrantFiled: August 3, 1988Date of Patent: May 23, 1989Assignee: Ciba-Geigy CorporationInventors: Georg von Sprecher, Wolfgang Frostl, Armin Zust
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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: 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: 4818766Abstract: The invention relates to novel 1,4-dihydropyridine-3-carboxylic acid phenoxyaliphatylphenyleneoxyalkyl esters of the formula ##STR1## in which Ac represents an acyl group, X represents oxy or optionally substituted imino, A represents a divalent aliphatic hydrocarbon radical interrupted by a group --X.sub.1 --Ph--X.sub.2 -- in which at least one of the radicals X.sub.1 and X.sub.2 represents oxy and a radical X.sub.1 or X.sub.2 that is other than oxy represents a direct bond, and Ph represents an optionally substituted phenylene radical, and R represents an optionally substituted phenyl, pyridyl or 1-oxidopyridyl, (1,3-dioxa)indanyl or benzofurazanyl radical, R.sub.1 represents an optionally substituted phenyl or indolyl radical, R.sub.2 represents an aliphatic hydrocarbon radical and R.sub.3 represents an aliphatic radical, cyano or amino, and acid addition salts thereof.Type: GrantFiled: July 20, 1987Date of Patent: April 4, 1989Assignee: Ciba-Geigy CorporationInventors: Franz Ostermayer, Markus Zimmermann
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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: 4806535Abstract: This invention relates to imidazolylphenyl and 1,2,4-triazolylphenyl benzopyridazinone and pyridopyridazinone compounds of the formula ##STR1## wherein A is CH or N and not more than one of W, X, Y and Z is a N atom which possess valuable pharmaceutical preparations, e.g., increasing cardiotonic contractility. Uses of said compounds including methods for increasing cardiac contractility and in the treatment of congestive heart failure, pharmaceutical compositions including the same and methods for the preparation thereof.Type: GrantFiled: July 22, 1987Date of Patent: February 21, 1989Assignee: Rorer Pharmaceutical CorporationInventors: William C. Faith, Henry F. Campbell, Donald E. Kuhla, William L. Studt, James L. Barnes
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Patent number: 4791122Abstract: 5-Aryl-1,4-dihydropyridines of the formula ##STR1## in which Rrepresents cycloalkyl,heteroaryl oraryl which is optionally substituted by at least one substituent independently selected from the group consisting of halogen, nitro, hydroxyl, amino, carboxyl, alkoxycarbonyl, cyano, acyl, acyloxy, acylthio, by alkyl, alkyloxy, alkylthio or alkylsulphonyl, each of which is optionally substituted by one or more halogens, by aryl which is optionally substituted by alkyl, alkoxy, halogen or nitro, or optionally by the group --Z--CH.sub.2 --R.sup.4,whereZ represents oxygen or sulphur, andR.sup.4represents cycloalkyl,heteroaryl oraryl which is optionally substituted by halogen, cyano, nitro, hydroxyl, carboxyl, alkoxycarbonyl or by alkyl or alkoxy, each of which is optionally substituted by one or more halogens,R.sup.1 and R.sup.2are identical or different andrepresent straight-chain or branched alkyl which is optionally substituted by aryl, carboxyl, alkoxycarbonyl or by hydroxyl,R.sup.Type: GrantFiled: January 8, 1986Date of Patent: December 13, 1988Assignee: Bayer AktiengesellschaftInventors: Jurgen Stoltefuss, Rainer Gross, Matthias Schramm, Gunter Thomas, Michael Kayser, Bernd Pelster
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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: 4781866Abstract: An efficient synthesis of quanidines, e.g. of the formula (III), by oxidizing a thiourea, e.g. of the following formula (II): ##STR1## with H.sub.2 O.sub.2 and a molybdenum catalyst to yield an aminoiminomethane sulfonic acid which can then be reacted with an amine followed by optional transamination steps.Type: GrantFiled: November 24, 1986Date of Patent: November 1, 1988Assignee: McNeilab, Inc.Inventors: Cynthia A. Maryanoff, James N. Plampin, Robin C. Stanzione
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Patent number: 4778931Abstract: The invention relates to several aryloxy-alkane alcohols, for example 1-(3-(1-hydroxy-1-methylhexyl) phenoxy methyl)-2-methoxy-naphthalene, 2-(1-(3-(1-hydroxy-2,2-dimethylhexyl)phenoxy)ethyl naphthalene, 1-(3-6-phenoxy-1-hydroxyhexyl)phenoxy methyl)-4-methoxy naphthalene, 2-(3-(1-hydroxyhexyl) phenoxymethyl) naphthalene and 2-(3-(1-hydroxyhexyl)phenoxymethyl)-1,2,3,4-tetrahydro naphthalene, methods for their preparation and their use for treating inflammatory and allergic conditions in a mammal.Type: GrantFiled: November 29, 1985Date of Patent: October 18, 1988Assignee: USV Pharmaceutical CorporationInventors: John H. Musser, Utpal R. Chakraborty
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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: 4772615Abstract: Analogs of nipecotic acid are the novel compounds of the present invention. The analogs are GABA uptake inhibitors for use to treat epilepsy and, thus, the invention is also pharmaceutical compositions and methods of use therefor.Type: GrantFiled: October 14, 1987Date of Patent: September 20, 1988Assignee: Warner-Lambert CompanyInventor: Michael R. Pavia
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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: 4766213Abstract: Compounds of the formula ##STR1## are disclosed wherein the variables are herein described. These compounds are intermediates to compounds which influence the influx of calcium into the cell.Type: GrantFiled: January 16, 1987Date of Patent: August 23, 1988Assignee: Merck Patent Gesellschaft mit beschrankter HaftungInventors: Horst Juraszyk, Rolf Gericke, Inge Lues, Rolf Bergmann, Claus J. Schmitges
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Patent number: 4758581Abstract: N-oxides of pyridyl carboxylic acid esters of the following formula are described: ##STR1## wherein R is ##STR2## wherein X is a hydrogen atom, straight or branched C.sub.1 -C.sub.5 -alkyl, C.sub.5 -C.sub.12 -cycloalkyl, 1-adamantyl, or cyclohexylacetyl, andwherein Y is a hydrogen atom, straight or branched C.sub.1 -C.sub.5 -alkyl, 2-ethylbenzofuranoyl-3, C.sub.5 -C.sub.12 -cycloalkyl, or 2-[(4-chlorophenoxy)-2-methylpropanoyloxy]ethyl;a process for the manufacture thereof, pharmaceutical compositions containing these compounds, and method of using the same. These compounds are suited for use in the treatment of hyperlipidemas.Type: GrantFiled: September 29, 1987Date of Patent: July 19, 1988Assignee: Merz + Co. GmbH & Co.Inventors: Arthur Scherm, Klaus Hummel, Dezsoe Peteri, Wolfgang Schatton
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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: 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: 4742069Abstract: Dihydropyridine derivatives of the formula ##STR1## wherein the symbols A, R and R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5, R.sup.6 and R.sup.7 are as described herein.Compounds of formula I have a pronounced calcium-antagonistic activity and can accordingly be used as medicaments, especially for the control or prevention of angina pectoris, ischemia, high blood pressure and/or migraine.Type: GrantFiled: June 17, 1985Date of Patent: May 3, 1988Assignee: Hoffmann-La Roche Inc.Inventors: Roland Jaunin, Henri Ramuz
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Patent number: 4735959Abstract: There are described novel carboxylic acid derivatives of the formula ##STR1## and derivatives of the formula ##STR2## and the addition salts thereof, which exhibit an effect on the intermediary metabolism. Furthermore, the compounds of Formula Ia as well as the compounds of Formula I possess blood-sugar lowering properties.Type: GrantFiled: May 14, 1985Date of Patent: April 5, 1988Assignee: Dr. Karl Thomae GmbHInventors: Wolfgang Grell, Gerhart Griss, Robert Sauter, Rudolf Hurnaus, Eckhard Rupprecht, Nikolaus Kaubisch, Joachim Kahling, Bernhard Eisele
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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: 4732898Abstract: The present invention are 2-(2-aryl-2-oxo-alkylidene) analogs of 1,2,3,4-tetrahydropyridine-3,5-pyridinecarboxylic acids and particularly esters thereof having valuable calcium antagonist and positive inotropic activity useful in the treatment of cardiovascular disorders, pharmaceutical compositions and methods of use therefor.Type: GrantFiled: March 3, 1987Date of Patent: March 22, 1988Assignee: Warner-Lambert CompanyInventors: Edward W. Badger, Michael D. Taylor
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Patent number: 4728659Abstract: Disclosed herein are aminomethyl derivatives each of which is of the following general formula (I): ##STR1## wherein A represents a group --C.tbd.C-- or --CH.dbd.CH--, Y represents a group ##STR2## (in which R.sub.3 being a lower alkyl or alkoxy group or a halogen atom) or ##STR3## (in which R.sub.4 being a hydrogen atom or R.sub.3), and R.sub.1 and R.sub.2 represent individually a lower alkyl group, with a proviso that Y is other than the group ##STR4## when A means the group --CH.dbd.CH--, their preparation process and platelet aggregation inhibitors containing same.Type: GrantFiled: June 25, 1985Date of Patent: March 1, 1988Assignee: SS Pharmaceutical Co., Ltd.Inventors: Susumu Sato, Tadayuki Kouda, Tatsuhiko Katori
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Patent number: 4723014Abstract: The present invention provides a process for preparing a 2-substituted-1,4-dihydropyridine by providing a regiospecific bromine containing intermediate which is then reacted with a nucleophile to provide a wide range of substituents at the 2-position of 1,4-dihydropyridines. Also the present invention is novel 3-substituted-1,4-dihydropyridines having cardiovascular activity.Type: GrantFiled: November 19, 1986Date of Patent: February 2, 1988Assignee: Warner-Lambert CompanyInventors: Kevin R. Anderson, Ila Sircar
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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: 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: 4670443Abstract: Benzo(f)isoquinoline compounds, particularly, penta- and tetrahydrobenzo(f)isoquinoline dicarboxylic acid compounds, their preparation and their use as calcium entry blockers are disclosed.Type: GrantFiled: July 2, 1985Date of Patent: June 2, 1987Assignee: Merck & Co., Inc.Inventors: George D. Hartman, Brian T. Phillips
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Patent number: 4647565Abstract: Dihydropyridines of the formulae ##STR1## wherein R is chlorothienyl or mono- or disubstituted phenyl where said substituent is fluoro, chloro, bromo or trifluoromethyl; R.sup.1 and R.sup.2 are each alykl; R.sup.3 and R.sup.4 when taken separately are each hydrogen or alkyl; R.sup.3 and R.sup.4 when taken together with the nitrogen to which they are attached are piperidine or pyrrolidine; R.sup.5 is alkyl or 2-hydroxyethyl; R.sup.6 is hydrogen or methoxy; X and Z are each hydrogen or methoxy; Y is alkylene; R.sup.7 is chlorophenyl or trifluoromethyl-chlorophenyl; p is 0 or 1; and Q is CH or N are useful in the treatment of hypertension, heart failure and angina.Type: GrantFiled: June 5, 1985Date of Patent: March 3, 1987Assignee: Pfizer Inc.Inventors: John E. Arrowsmith, Simon F. Campbell, Peter E. Cross, Roger P. Dickinson
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Patent number: 4631081Abstract: The invention concerns novel compounds of the formula I ##STR1## wherein: Z is selected from oxygen and the group --YAn wherein Y is selected from C.sub.1 to C.sub.6 alkyl and benzyl and An is an anion;k is zero or the integer 1;n is an integer selected from 3 and 4;X is selected from halogen, nitro, cyano, alkyl, substituted alkyl, hydroxy, alkoxy, substituted alkoxy, alkenyl, alkenyloxy, alkynyl, alkynyloxy, acyloxy, alkoxycarbonyl, alkylthio, alkylsulfinyl, alkylsulfonyl, sulfamoyl, substituted sulfamoyl, alkanoyloxy, benzyloxy, substituted benzyloxy, amino, substituted amino and the groups formyl and alkanoyl and the oxime, imine and Schiff base derivatives thereof;R.sup.1 is selected from hydrogen, alkyl, alkenyl, alkynyl, substituted alkyl, alkylsulfonyl, arylsulfonyl, acyl and an inorganic or organic cation;R.sup.2 is selected from alkyl, substituted alkyl, alkenyl, haloalkenyl, alkynyl and haloalkynyl;R.sup.3 is selected from alkyl, fluoroalkyl, alkenyl, alkynyl, and phenyl; andR.sup.Type: GrantFiled: September 27, 1983Date of Patent: December 23, 1986Assignee: ICI Australia LimitedInventors: Keith G. Watson, Graham J. Bird, Graeme J. Farquharson, Richard J. Conway, Peter G. Tucker
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Patent number: 4621093Abstract: 4-(Nitrophenyl)-1,2,3,4-tetrahydropyridines of the formula ##STR1## in which R.sub.1 and R.sub.2 are identical or different and each represent hydrogen, phenyl or a straight-chain or branched alkyl radical which is optionally substituted by halogen or alkoxy,R.sub.3 represents a straight-chain or branched alkyl radical which is optionally substituted by alkoxy, halogen, alkylamino or aryl,X represents a single bond, an oxygen atom, a sulphur atom or the NH group andY denotes either the nitrile group or the radical ##STR2## wherein X' corresponds to the definition of X and can either be identical to X or different from X, andR.sub.4 corresponds to the definition of R.sub.3 and can be either identical to R.sub.3 or different from R.sub.3,or physiologically acceptable salts thereof, which are active on the circulation system, for example as vasodilators.Type: GrantFiled: April 8, 1985Date of Patent: November 4, 1986Assignee: Bayer AktiengesellschaftInventors: Rosentreter Ulrich, Gunter Thomas, Andreas Knorr
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Patent number: 4567184Abstract: Compounds of the structure ##STR1## and pharmaceutically acceptable salts thereof, wherein R.sub.1 and R.sub.2 are independently hydrogen, alkyl, carboxy, alkylcarboxy, arylcarboxy, alkyl carbalkoxy, alkanoyl, formyl, nitrile, amino, amino alkyl, alkylamine, carboxamide, halo, trihalomethyl, hydroxy, alkoxy, aryloxy, nitro, sulfonyl, sulfonamide, thio, alkylthio, or R.sub.1 and R.sub.2 can be taken together to form a phenyl ring;B is C or N, in which N can be in any position of the ring;X is O, S, NR.sub.4, CH.sub.2 Z, CH.dbd.N, CH.dbd.CH, C.tbd.C, CH.sub.2 ZCH.sub.2, C.dbd.O, C.dbd.CR or WC.dbd.O;Y is CHCH.sub.2, C.dbd.CH, C--CH.sub.2, CHCHR.sub.5, CHC(R.sub.5).sub.2 or CC(R.sub.5).sub.2 ;R.sub.3 is O, OH, OR.sub.4, SH, SR.sub.4, NH, HNR.sub.4 or N(R.sub.4).sub.2 ; andM is an integer from 0 to 10; wherein Z is O, S or NR.sub.4 ; R.sub.4 is H, alkyl or aryl;W is O, S or NR.sub.4 ; and R.sub.5 is H, alkyl or fluoro have antiinflammatory and antiallergic activities.Type: GrantFiled: September 9, 1983Date of Patent: January 28, 1986Assignee: USV Pharmaceutical CorporationInventors: John H. Musser, Utpal R. Chakraborty
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Patent number: 4556715Abstract: This invention relates to compounds, 4-(4-substituted phenylalkyloxy) phenylalkyl nicotinates, represented by the following structural formula I and its salts, the methods for preparations thereof. ##STR1## wherein n.sub.1 is an integer from 2 to 6 inclusive, provided that n.sub.1 and n.sub.2 are not 1 at the same time, n.sub.1 is an integer from 1 to 6 inclusive, and X means chlorine or fluorine atom.Type: GrantFiled: October 24, 1983Date of Patent: December 3, 1985Assignee: Kyorin Pharmaceutical Co., Ltd.Inventors: Tsutomu Irikura, Seigo Suzue, Kodo Okada
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Patent number: 4543362Abstract: p-Alkyl or cycloalkyl phenoxy alkanols and esters are provided having the structure: ##STR1## in which: R.sub.1 is an alkyl group having from one to six carbon atoms, preferably tertiary, and still more preferably tertiary-butyl; or a bivalent cycloalkylene group condensed with the phenyl group at adjacent ring carbons thereof, such as in indane;R.sub.2 is lower alkyl having from one to three carbon atoms or hydrogen;R.sub.3 is hydroxyl or an ester group selected from the group consisting of COOR.sub.4 and OOCR.sub.4 derived from unsubstituted and hydroxy-substituted monocarboxylic acids and COOR.sub.5 OOC and OOCR.sub.Type: GrantFiled: January 13, 1984Date of Patent: September 24, 1985Assignee: Frank M. BergerInventors: Frank M. Berger, Joseph I. DeGraw, Jr., Howard L. Johnson
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Patent number: 4542143Abstract: 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: May 3, 1984Date of Patent: September 17, 1985Assignee: Chugai Seiyaku Kabushiki KaishaInventors: Tomoyoshi Hosokawa, Ikutoshi Matsuura, Hidenori Takahashi, Kunio Ando, Gakuzo Tamura
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Patent number: 4473395Abstract: This invention relates to a method of inducing tillering in cereal plants using certain 5-phenyl-3-pyridinecarboxylate compounds, to certain of the compounds themselves, to a process for preparing these compounds, and to agricultural compositions containing them. The compounds are also useful as intermediates for preparing other of the compounds.Type: GrantFiled: May 17, 1982Date of Patent: September 25, 1984Assignee: Imperial Chemical Industries PLCInventors: Alan F. Hawkins, David P. J. Pearson, Gilbert J. Stacey
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Patent number: 4451474Abstract: p-Alkyl or cycloalkyl phenoxy alkanols and esters are provided having the structure: ##STR1## in which: R.sub.1 is an alkyl group having from one to six carbon atoms, preferably tertiary, and still more preferably tertiary-butyl; or a bivalent cycloalkylene group condensed with the phenyl group at adjacent ring carbons thereof, such as in indane;R.sub.2 is lower alkyl having from one to three carbon atoms or hydrogen;R.sub.3 is hydroxyl or an ester group selected from the group consisting of COOR.sub.4 and OOCR.sub.4 derived from unsubstituted and hydroxy-substituted monocarboxylic acids and COOR.sub.5 OOC and OOCR.sub.Type: GrantFiled: December 3, 1981Date of Patent: May 29, 1984Assignee: Frank M. BergerInventors: Frank M. Berger, Joseph I. DeGraw, Jr., Howard L. Johnson
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Patent number: 4417072Abstract: Substituted hydroquinone compounds of the formula ##STR1## wherein R.sub.1 to R.sub.4 are hydrogen or alkyl and Z is an aromatic ring or a group of the formula --X--Y--X--, wherein X is an aromatic ring and Y is an electron withdrawing group, are incorporated as developers into photographic materials. These materials are suitable for activation processings.Type: GrantFiled: September 29, 1981Date of Patent: November 22, 1983Assignee: Ciba-Geigy AGInventors: Stephen R. Postle, Patrick D. P. Thomas, Brian R. D. Whitear
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Patent number: 4412856Abstract: The novel compounds of the formula I are useful selective herbicides for postemergence application in crops of cereals, maize and rice.In formula I, ##STR1## A is an unsubstituted or substituted amino group, Q is a C.sub.2 -C.sub.6 alkylene bridge, Y is an oxygen or sulfur atom or an unsubstituted or substituted nitrogen atom, and Z is an unsubstituted or substituted phenyl, naphthyl or heterocyclic radical, which phenyl radical, containing the bridge member Y, can additionally carry one to four further substituents.Type: GrantFiled: May 22, 1981Date of Patent: November 1, 1983Assignee: Ciba-Geigy CorporationInventors: Hans-Georg Brunner, Rolf Schurter, Henry Szczepanski
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Patent number: 4412998Abstract: Novel hypolipidemic nicotinates and related esters, being phenoxy organic compounds, are disclosed, as well as pharmaceutical compositions thereof and method of treating hyperlipidemia therewith.Type: GrantFiled: November 27, 1981Date of Patent: November 1, 1983Assignee: Merz & CompanyInventors: Arthur Scherm, Dezsoe Peteri, Klaus Hummel
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Patent number: 4410702Abstract: Compounds of the formula ##STR1## wherein R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are hydrogen or alkyl, X represents the atoms to complete an aromatic heterocyclic ring system and Y is hydrogen or has the meaning assigned to X, are readily cleaved in alkaline solutions to release a hydroquinone derivative.The compounds can be incorporated into photographic materials used for activation processing.Type: GrantFiled: September 29, 1981Date of Patent: October 18, 1983Assignee: Ciba-Geigy AGInventors: Stephen R. Postle, Patrick D. P. Thomas
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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: 4383999Abstract: N-Substituted azaheterocyclic carboxylic acids and their esters, useful as inhibitors of GABA uptake, are prepared by reacting an appropriate N-alkylating derivative with an ester of an N-unsubstituted azaheterocyclic carboxylic acid followed by hydrolysis of the ester.Type: GrantFiled: April 28, 1982Date of Patent: May 17, 1983Assignee: Smithkline Beckman CorporationInventors: William E. Bondinell, John J. Lafferty, Charles L. Zirkle
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Patent number: 4365032Abstract: A monoester compound of a 2,2'-alkylidene bis(4,6-di-substituted phenol) useful as an antioxidant in synthetic polymers having good resistant to oxides of nitrogen fumes, represented by the formula (I), ##STR1## wherein R.sub.1 and R.sub.2, which may be the same or different, each represents a C.sub.1-4 alkyl group, a C.sub.5-6 cycloalkyl group or a methyl-substituted C.sub.5-6 cycloalkyl group; and one of R.sub.3 and R.sub.4 represents a hydrogen atom and the other represents a hydrogen atom or a C.sub.1-10 alkyl group or both of them represent a methyl group; R.sub.5 represents a C.sub.4-9 alkyl group, a C.sub.3-7 cycloalkyl group, a C.sub.2-4 alkenyl group, a phenyl group, a C.sub.1-4 alkyl-substituted phenyl group, a C.sub.1-4 alkoxy-substituted phenyl group, a mono- or di- C.sub.1-4 alkyl-substituted hydroxyphenyl group, a styryl group, a benzyl group or a pyridyl group, and a method of preparing such a monoester compound.Type: GrantFiled: November 4, 1981Date of Patent: December 21, 1982Assignee: Asahi Kasei Kogyo Kabushiki KaishaInventors: Akihiko Yosizato, Yoshinori Morifuji, Kunio Kondo, Masatsugu Yoshino
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Patent number: 4351837Abstract: The invention relates to 1,4-dihydropyridine-4-carboxylic acid amines of the formula (I) as defined in the specification. Also included in the invention are methods for the preparation of said compounds. The invention further relates to compositions containing said 1,4-dihydropyridines and the use of said compounds and compositions for their circulation influencing effects.Type: GrantFiled: May 22, 1981Date of Patent: September 28, 1982Assignee: Bayer AktiengesellschaftInventor: Carsten Materne
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Patent number: 4347075Abstract: Aromatic acids having the following formula ##STR1## have been found to be effective plant growth regulants especially for the treatment of corn plants.Type: GrantFiled: October 20, 1980Date of Patent: August 31, 1982Assignee: Monsanto CompanyInventors: Frederic G. Bollinger, John J. D'Amico, Dale J. Hansen
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Patent number: 4340756Abstract: Novel halophenyl and loweralkyl substituted halophenyl polyamines are useful antimicrobial agents, as well as algae inhibitors. They are especially useful because of their low toxicity, and as such are advantageously included as the active agent in surgical scrubs, antibacterial soaps, as preservatives in cosmetic preparations, and the like.Type: GrantFiled: February 4, 1981Date of Patent: July 20, 1982Assignee: Merck & Co., Inc.Inventors: Richard A. Dybas, Nathaniel Grier, Bruce E. Witzel
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Patent number: 4338455Abstract: The invention relates to a novel process and novel intermediates useful in the preparation of sympathomimetic amines. The pharmacologically useful final products, which are acyl derivatives of mono- and dihydroxy aromatic amines (e.g., catechol amines) can be prepared in optically active or racemic form by reacting the corresponding mono- or dihydroxy aromatic amine with a reagent capable of forming the N-tert-butoxycarbonyl derivative thereof; reacting the novel intermediate thus obtained with an acyloxymethyl chloride to afford the corresponding novel mono- or diacylated N-protected aromatic amine; and removing the N-protecting group therefrom.Type: GrantFiled: February 11, 1981Date of Patent: July 6, 1982Assignee: Merck & Co., Inc.Inventor: Jacob A. Zupan
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Patent number: 4338445Abstract: Pharmaceutical compounds of the general formula ##STR1## and non-toxic pharmaceutically-acceptable salts thereof wherein R.sup.1 is inter alia alkyl, cycloalkyl, aralkyl, or certain pyridyl or phenyl radicals, and with provisoR.sup.2 is selected from hydrogen, lower alkyl, lower alkoxy, amino, hydroxyl, halogen, carboxyl, amido, and --CON(lower alkyl).sub.2. Methods of preparing these compounds are described. The compounds exhibit analgesic, anti-inflammatory, hyperglycemic and/or hypoglycemic activity.Type: GrantFiled: August 18, 1980Date of Patent: July 6, 1982Assignee: Canadian Patents & Development LimitedInventors: Edward E. Knaus, Linda A. Corleto, Kinfe Redda
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Patent number: RE32581Abstract: Novel hypolipidemic nicotinates and related esters, being phenoxy organic compounds, are disclosed, as well as pharmaceutical compositions thereof and method of treating hyperlipidemia therewith.Type: GrantFiled: July 24, 1984Date of Patent: January 19, 1988Assignee: Merz + Co. GmbH & Co.Inventors: Arthur Scherm, Dezsoe Peteri, Klaus Hummel