Nitrogen Or Sulfur In Phenolic Moiety Patents (Class 560/142)
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Patent number: 4588532Abstract: p-Acyloxybenzene sulfonates, well suited for detergency applications, are facilely and rapidly prepared by acylating an alkali or alkaline earth metal, or ammonium p-phenol sulfonate, with an anhydride of a straight or branched chain carboxylic acid having from 7 to 12 carbon atoms, in a polar aprotic solvent and in the presence of a catalytically effective amount of an organic sulfonic acid.Type: GrantFiled: February 19, 1985Date of Patent: May 13, 1986Assignee: Rhone-Poulenc Chimie de BaseInventors: Jose Moyne, Camille Disdier
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Patent number: 4588531Abstract: Alkali metal and alkaline earth metal salts of acyloxybenzenesulfonic acids of the formula I ##STR1## where R is a saturated or unsaturated alkyl radical of 1 to 17 carbon atoms or is phenyl which is unsubstituted or monosubstituted or disubstituted by alkyl of 1 to 3 carbon atoms, halogen, methoxy or nitro, are prepared by neutralization, by a method in which a liquid acyloxybenzenesulfonic acid of the formula I and an aqueous solution of an alkali metal or alkaline earth metal hydroxide, carbonate or bicarbonate are combined in water, at from 0.degree. to 60.degree. C. and while mixing throughly, so that the pH is kept at from 2.5 to 7.0, and, if desired, the resulting salt is isolated from the aqueous solution in a conventional manner.Type: GrantFiled: October 18, 1984Date of Patent: May 13, 1986Assignee: BASF AktiengesellschaftInventors: Wolf-Dieter Balzer, Hans-Heinrich Bechtolsheimer, Karl-Heinz Beyer, Rolf Fikentscher, Johannes Perner, Rudi Widder, Helmut Wolf
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Patent number: 4584318Abstract: A method is described for the control of nematodes in agricultural crops which comprises applying to the situs of infestation of a nematicidal composition containing as active ingredient a compound of the formula ##STR1## wherein Q is hydroxy, carbamoyloxy, or acyloxy, R is alkyl, alkenyl, alkynyl, X is halogen or methyl, n is 1 or 2. Preparation of active ingredient compounds is described, and nematicidal utility of compositions is exemplified.Type: GrantFiled: June 20, 1983Date of Patent: April 22, 1986Assignee: FMC CorporationInventors: Clinton J. Peake, Carmine P. DiSanzo, John F. Engel
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Patent number: 4570006Abstract: Amidino compounds represented by the formula ##STR1## and pharmaceutically acceptable acid addition salts thereof are novel compounds and are useful as powerful anti-trypsine, anti-plasmin, anti-kallikrein and anti-thrombin agents. Having strong anti-Cl (Clr, Cls) activities and an anticomplement activity, they are also useful as anticomplement agents. These amidino compounds are prepared by usual esterification of carboxylic acid compounds represented by the formula (II)R.sub.1 --COOH (II)with amidinophenol compound (III) and, if necessary, can be transformed into pharmaceutically acceptable acid addition salts thereof.Type: GrantFiled: October 24, 1984Date of Patent: February 11, 1986Assignee: Torii & Co. Ltd.Inventors: Setsuro Fujii, Takashi Yaegashi, Toyoo Nakayama, Yojiro Sakurai, Shigeki Nunomura, Toshiyuki Okutome
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Patent number: 4568763Abstract: N-acyl-acyloxy aromatic amines, e.g. 4-acetoxyacetanilide (AAA), are prepared by reacting a hydroxy aromatic ketone, e.g. 4-hydroxyacetophenone, with hydroxylamine or a hydroxylamine salt and a base to obtain the ketoxime of the ketone, e.g. 4-hydroxyacetophenone oxime, and then subjecting the ketoxime to a Beckmann rearrangement and accompanying acylation by contacting the ketoxime with a carboxylic acid anhydride and a Beckmann rearrangement catalyst to form the N-acyl-acyloxy aromatic amine.Type: GrantFiled: July 3, 1984Date of Patent: February 4, 1986Assignee: Celanese CorporationInventors: Kenneth G. Davenport, Charles B. Hilton
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Patent number: 4562206Abstract: A method for increasing cardiac contractility in a warm-blooded animal suffering from acutely depressed cardiac contractility which comprises administering to said animal an effective amount of a compound of the formula ##STR1## wherein R is hydrogen or isobutyrate, or a pharmaceutically acceptable acid addition salt thereof.Type: GrantFiled: March 8, 1984Date of Patent: December 31, 1985Assignee: Key Pharmaceuticals, Inc.Inventor: Ronald R. Tuttle
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Patent number: 4560789Abstract: 4-Acetoxyacetanilide is produced by subjecting phenyl acetate to a Fries rearrangement or phenol and an acetylating agent to a Friedel-Crafts acetylation to form 4-hydroxyacetophenone which is then reacted with hydroxylamine or a hydroxylamine salt to form 4-hydroxyacetophenone oxime. The oxime is then subjected to a Beckmann rearrangement and accompanying acetylation with acetic anhydride to form the 4-acetoxyacetanilide.Type: GrantFiled: July 3, 1984Date of Patent: December 24, 1985Assignee: Celanese CorporationInventors: Kenneth G. Davenport, Charles B. Hilton
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Patent number: 4559360Abstract: New cysteine derivatives of mucolytic, antipyretic, analgesic and anti-inflammatory action are described, which are obtained by condensing S-(carboxymethyl)-L-cysteine with acetylsalicylic acid. The present invention also relates to salts of the new compounds formed with alkaline and/or alkaline-earth metals, ammonium salts, salts formed with compatible amines, with amino acids or with physiologically acceptable acids. A process is also described for their preparation.Type: GrantFiled: November 21, 1984Date of Patent: December 17, 1985Assignee: Magis Farmaceutici S.R.L.Inventor: Laura Puricelli
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Patent number: 4544503Abstract: A method of preparing alkali metal salts or alkaline earth metal salts of acyloxybenzenesulfonate by reacting an alkali metal salt or an alkaline earth metal salt of hydroxybenzenesulfonic acid with an organic compound containing olefinic unsaturation and carbon monoxide at elevated temperature and elevated pressure in the presence of a catalytic amount of a metal carbonyl compound and a promoter selected from pyridine, non-ortho-substituted alkylpyridine or mixtures thereof.Type: GrantFiled: September 1, 1983Date of Patent: October 1, 1985Assignee: Ethyl CorporationInventor: C. Bernard Berry
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Patent number: 4542159Abstract: There are prepared compounds of the formula: ##STR1## wherein X is the group >C.dbd.O or >CH(OH), Y is the group ##STR2## R.sub.2 is hydrogen or C.sub.1 to C.sub.6 alkyl, R.sub.3 is hydrogen or a hydroxy group and R.sub.1 is the adamantyl group or a saturated or single unsaturated C.sub.3 to C.sub.16 cycloalkyl group where the C.sub.3 to C.sub.16 cycloalkyl group can be substituted by a C.sub.1 -C.sub.4 alkyl group or a halogen atom and their salts. The compounds are useful in dilating the peripheral blood vessels and in lowering blood pressure.Type: GrantFiled: May 15, 1979Date of Patent: September 17, 1985Assignee: Degussa AkteinsellschaftInventors: Jurgen Engel, Axel Kleemann, Klaus Posselt, Fritz Stroman, Klaus Thiemer
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Patent number: 4536314Abstract: Detergent compositions, detergent additive products and bleaching compositions containing aliphatic peroxyacid bleach precursors of formula ##STR1## are provided, where L is a leaving group of defined formula whose conjugate acid has a pKa of from 6 to 13 and ##STR2## is a non linear acyl group, the carboxylic acid derivative of which has a logP.sub.OCT in the range from 1.9 to 4.0 (where P.sub.OCT is the partition coefficient between octanol and water). New precursor compounds are provided in which ##STR3## is a C.sub.7 -C.sub.17 branched aliphatic acyl group containing a linear chain of at least 5 carbon atoms extending from and including the carbonyl carbon wherein the branching is on at least the 2- and/or 3- carbon atom.Type: GrantFiled: February 22, 1984Date of Patent: August 20, 1985Assignee: The Procter & Gamble CompanyInventors: Frederick E. Hardy, David J. Kitko, Cushman M. Cambre
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Patent number: 4514416Abstract: Amidino compounds represented by the formula (I) ##STR1## and pharmaceutically acceptable acid addition salts thereof are novel compounds and are useful as powerful antitrypsine, antiplasmin, antikallikrein and anti-thrombin agents. Having strong anti-Cl (Clr, Cls) activities and an anticomplement activity, they are also useful as anticomplement agents. These amidino compounds are prepared by usual esterification of carboxylic acid compounds represented by the formula (II)R.sub.1 --COOH (II)with amidinophenol compound (III) and, if necessary, can be transformed into pharmaceutically acceptable acid addition salts thereof.Type: GrantFiled: May 21, 1984Date of Patent: April 30, 1985Assignee: Torii & Co. Ltd.Inventors: Setsuro Fujii, Takashi Yaegashi, Toyoo Nakayama, Yojiro Sakurai, Shigeki Nunomura, Toshiyuki Okutome
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Patent number: 4497740Abstract: New 2-acylaminomethyl-1H-2,3-dihydro-1,4-benzodiazepine compounds are described having the general formula I ##STR1## wherein R.sub.1 is a hydrogen atom or a lower alkyl or alkenyl radical or the cyclopropylmethyl radical, R.sub.2 is a hydrogen atom, or a lower alkyl or alkenyl radical, n is 0, 1 or 2, R.sub.3 is an optionally substituted furyl, thienyl, pyrrolyl, pyridyl or phenyl radical, R.sub.4 is an optionally substituted furyl, thienyl, pyrrolyl or pyridyl radical, R.sub.5 is a hydrogen or halogen atom, or a lower alkyl, lower alkoxy, hydroxyl, lower alkylthio, nitro, trifluoromethyl, cyano, amino, lower mono- or dialkylamino, lower monoalkanoylamino, lower N-alkyl-N-alkanoylamino or lower alkanoyloxy radical, and R.sub.6 is a hydrogen atom, or a lower alkyl or lower alkoxy radical or R.sub.5 and R.sub.6 together denote a methylenedioxy or ethylenedioxy radical. The compounds have pharmacological, for example, analgesic, properties.Type: GrantFiled: June 8, 1982Date of Patent: February 5, 1985Assignee: Kali-Chemie Pharma GmbHInventors: Horst Zeugner, Dietmar Romer, Hans Liepmann, Wolfgang Milkowski
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Patent number: 4482495Abstract: N-acetyl-para-aminophenyl N'-acetylaminothioalkanoates I are new analgesic compounds with greatly reduced hepatotoxic effects, when taken in overdose, relative to N-acetyl-para-aminophenol. They are prepared by reacting an N-acetylaminothioalkanoic acid IV with a reactive organic chloride V to form a mixed anhydride II and then reacting the latter with N-acetyl-para-aminophenol. The mixed anhydrides II are new and useful intermediates. Alternatively the derivatives I may be prepared by reacting the acid IV with bis-(4-nitrophenyl) sulfite to form a para-nitrophenyl N-acetylaminothioalkanoic acid ester VIII, reducing the latter to a para-aminophenyl N-acetylaminothioalkanoate VII, and acetylating this product. The esters VII and VIII are new and useful intermediates. Both reactions may pass through S-blocked intermediates, which are also new. Pharmaceutical compositions containing the derivatives I are disclosed, and also analgesic methods using them.Type: GrantFiled: April 2, 1979Date of Patent: November 13, 1984Assignee: Sterling Drug Inc.Inventors: George Margetts, Roderic S. Andrews, Jean Legros
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Patent number: 4478754Abstract: An improved process for preparing carboxylic esters of phenols, in which the carboxylic acid and phenol are reacted in the presence of boric anhydride.Type: GrantFiled: November 1, 1982Date of Patent: October 23, 1984Assignee: The Procter & Gamble CompanyInventor: Josephine L. Y. Kong-Chan
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Patent number: 4477556Abstract: A photopolymerizable coating composition comprising(1) a nongaseous, ethylenically unsaturated, polymerizable compound,(2) a specified acidic o-nitroaromatic compound, and(3) an organic, radiation-sensitive, free-radical generating system which is useful for making a positive or negative polymeric image on a substrate.Type: GrantFiled: August 18, 1982Date of Patent: October 16, 1984Assignee: E. I. Du Pont de Nemours and CompanyInventors: Thomas E. Dueber, William J. Nebe
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Patent number: 4451667Abstract: This invention is a process for the preparation of acrylate esters comprising contacting a vinyl halide with carbon monoxide and an organic carbonate in the presence of an effective amount of a group VIII metal catalyst.Type: GrantFiled: August 26, 1982Date of Patent: May 29, 1984Assignee: The Dow Chemical CompanyInventors: Robert T. Klun, Thomas W. Regulski
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Patent number: 4451664Abstract: An improved process for preparing diaryl esters of a monohydroxy aromatic compound with dicarboxylic acids is disclosed, in which the esterification reaction is optimized by continuously removing water and/or other by-products of the reaction from the reactor, while supplying to the reactor a make-up amount of the monohydroxy aromatic compound containing no more than about 100 ppm of water. The make-up stream may be obtained by stripping the by-product stream of water and other by-products of the reaction.Type: GrantFiled: September 24, 1982Date of Patent: May 29, 1984Assignee: Occidental Chemical CorporationInventor: Gautam R. Ranade
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Patent number: 4443621Abstract: p-Nitrophenyl 3-bromo-2,2-diethoxypropionate, useful in the synthesis of highly functionalized small molecules and heterocycles, including pyromeconic acid and 6-methylpyromeconic acid.Type: GrantFiled: March 14, 1983Date of Patent: April 17, 1984Assignee: Pfizer Inc.Inventors: John L. LaMattina, Paul D. Weeks
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Patent number: 4393211Abstract: A process for the preparation of aromatic sulfohalides by reacting an aqueous solution, containing a hydrogen halide, of an aromatic diazonium halide with sulfur dioxide, wherein(a) the aqueous solution, containing the hydrogen halide, of a diazonium salt which is derived from the corresponding aromatic amine and the halogen of the desired sulfohalide is reacted with sulfur dioxide in the presence of an inert organic solvent which is immiscible or only partially miscible with water,(b) the diazonium salt is decomposed, simultaneously or subsequently, by means of a catalyst for diazonium salt decomposition and(c) the resulting reaction mixture, or the organic phase thereof after removal of the aqueous phase, is treated with an oxidizing agent.Type: GrantFiled: November 12, 1981Date of Patent: July 12, 1983Assignee: BASF AktiengesellschaftInventors: Peter Tonne, Hagen Jaedicke
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Patent number: 4393240Abstract: The compounds (R)-1,2-bis(diphenylphosphino)-3-benzyloxypropane and (R)-1-tert-butoxy-2,3-bis(diphenylphosphino)propane are precursors to new rhodium-based asymmetric reaction catalysts having the formula: ##STR1## wherein R is benzyl or tert-butyl.Type: GrantFiled: July 6, 1981Date of Patent: July 12, 1983Inventor: John K. Stille
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Patent number: 4391826Abstract: Optically active N-3-(4-substituted phenyl)propyl-.beta.-phenethanolamines are provided as well as pharmaceutical compositions containing such compounds. A method for effecting weight control in obese animals utilizing optically active phenethanolamines is disclosed. Novel intermediates useful in the preparation of optically active .beta.-phenethanolamines are provided.Type: GrantFiled: November 21, 1979Date of Patent: July 5, 1983Assignee: Eli Lilly and CompanyInventors: Jack Mills, Klaus K. Schmiegel, Walter N. Shaw
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Patent number: 4374149Abstract: The instant invention is directed to .alpha.-(aminoalkyl)-4-hydroxy-3-(alkylsulfinylbenzenemethanols and to a method of utilizing the compounds for reducing blood pressure in mammals.Type: GrantFiled: August 30, 1978Date of Patent: February 15, 1983Assignee: Sterling Drug Inc.Inventor: Richard E. Philion
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Patent number: 4370497Abstract: The present invention relates to the use of telluroxides as mild and selective oxidizing agents serving to oxidize certain functions, notably >C.dbd.S groups, in the presence of other relatively easily oxidized functions which remain unaffected; telluroxides of interest as oxidizing agents include, for example, compounds of the formula: ##STR1## wherein R and R.sup.1, which may be the same or different, each represent an optionally substituted aryl or heterocyclic group; or R and R.sup.1 together with the tellurium atom therebetween represent a heterocyclic ring, which may contain one or more further heteroatoms, and which may carry substituents and/or fused aromatic rings.Type: GrantFiled: August 7, 1980Date of Patent: January 25, 1983Inventors: Derek H. R. Barton, Steven V. Ley, Clive A. Meerholz
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Patent number: 4361703Abstract: N-acetyl-para-aminophenyl N'acetylaminothioalkanoates I are new analgesic compounds with greatly reduced hepatotoxic effects, when taken in overdose, relative to N-acetyl-para-aminophenol. They are prepared by reacting an N-acetylaminothioalkanoic acid IV with a reactive organic chloride V to form a mixed anhydride II and then reacting the latter with N-acetyl-para-aminophenol. The mixed anhydrides II are new and useful intermediates. Alternatively the derivatives I may be prepared by reacting the acid IV with bis-(4-nitrophenyl) sulfite to form a para-nitrophenyl N-acetylaminothioalkanoic acid ester VIII, reducing the latter to a para-aminophenyl-N-acetylaminothioalkanoate VII, and acetylating this product. The esters VII and VIII are new and useful intermediates. Both reactions may pass through S-blocked intermediates, which are also new. Pharmaceutical compositions containing the derivatives I are disclosed, and also analgesic methods using them.Type: GrantFiled: March 23, 1981Date of Patent: November 30, 1982Assignee: Sterling Drug Inc.Inventors: George Margetts, Roderic S. Andrews, Jean Legros
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Patent number: 4349471Abstract: A process for the simultaneous preparation of an aromatic sulphonic acid halide and an aromatic carboxylic acid halide or the corresponding carboxylic acid is disclosed wherein an aromatic sulphonic acid or acid anhydride is reacted with an aromatic trihalogenomethyl compound in the presence of a Bronsted acid or Lewis acid at a temperature of 20.degree. to 300.degree. C., if appropriate in the presence of a solvent. Generally, at least half an equivalent of aromatic trihalogenomethyl compound is employed per equivalent of sulphonic acid.Type: GrantFiled: January 22, 1981Date of Patent: September 14, 1982Assignee: Bayer AktiengesellschaftInventors: Heinz U. Blank, Erich Wolters, Norbert Langenfeld
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Patent number: 4347256Abstract: This invention relates to substituted isopentenyl phenyl compounds and their use as anti-juvenile hormones. The compounds have been found effective in the control of insects by inhibiting the actions of juvenile hormones. Such compounds act to induce precocious maturation of immature insects resulting in a reduction in the ecological impact of the insect. Additional effects which have been obtained include sterilization of mature insects. Based on previous research it is also believed these compounds will cause interruption of embryogenesis in insect eggs, the induction of diapause in insects and the prevention of sex pheromone secretion in insects.Type: GrantFiled: March 2, 1981Date of Patent: August 31, 1982Assignee: Cornell Research Foundation, Inc.Inventor: William S. Bowers
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Patent number: 4347372Abstract: A process for protecting cultivated plants against aggressive agricultural chemicals is described in which oxime derivatives of the formula ##STR1## are used as antidotes. Either the cultivated area for the cultivated plants or the cultivated plants themselves or parts of the plant (seeds, tubers, stem parts and the like), as desired, can be treated with these oxime derivatives, which are used as a dressing.Type: GrantFiled: August 28, 1979Date of Patent: August 31, 1982Assignee: Ciba-Geigy CorporationInventors: Alfons Lukaszczyk, Henry Martin, Peter J. Diel, Werner Fory, Karl Gatzi, Haukur Kristinsson, Beat Muller, Rene Muntwyler, Johannes P. Pachlatko, Hermann Rempfler, Rolf Schurter, Henry Szczepanski
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Patent number: 4340765Abstract: 4-Phenoxy-2-butene derivatives are disclosed as inhibitors of cytokinin plant growth regulatory activity and as possessing seed germination regulatory properties and senescence delaying activity when applied to plants. 4-Phenoxy-2-butene derivatives can also be useful as plant dwarfing agents, agents to retard seedling development or as herbicides.Type: GrantFiled: August 14, 1980Date of Patent: July 20, 1982Inventors: Gary M. Gray, George Schwartzkopf, Jr., J. T. Baker Chemical Co.
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Patent number: 4336396Abstract: This invention relates to a process for the preparation of 4-[2-(dimethylamino)-ethoxy]-2-methyl-5-(1-methylethyl)-phenol esters (I) and their salts with organic and inorganic acids comprising the reaction of thymol with a salt of an 1-halo-dimethylaminoethane to obtain ethylamine-N,N-dimethyl-2-(thymyloxy) (II), the subsequent reaction of (II) with an acylating agent according to the Friedel and Kraft reaction to obtain 4-[2-(dimethylamino)-ethoxy]-2-methyl-5-(1-methylethyl)-1-acyl-benzene (III) and the oxidation of (III) to obtain the products (I) which, if desired, may be transformed in their salts with organic or inorganic acids.This process allows to obtain the products (I) in high quality and quantity without isolating any intermediate product.Type: GrantFiled: December 4, 1980Date of Patent: June 22, 1982Assignee: Blasinachim S.p.A.Inventors: Claudio Giordano, Aldo Belli
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Patent number: 4336400Abstract: Mono-, di- and tri-esters of 3-(hydroxy or hydroxymethyl)-4-hydroxy-alpha-(aminomethyl)benzyl alcohols, obtained by methods involving reduction of the corresponding mono- and di-ester ketones, are useful for producing sympathomimetic effects, such as bronchodilation, of long duration with low cardiovascular stimulating effect, in warm-blooded mammals.Type: GrantFiled: August 30, 1978Date of Patent: June 22, 1982Assignee: Sterling Drug Inc.Inventors: Hiroaki Minatoya, Benjamin F. Tullar, Walter D. Conway
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Patent number: 4335254Abstract: Disclosed herein are monomeric compounds having the formula: ##STR1## wherein: R and R.sup.1 are independently hydrogen, halide or alkyl;R.sup.2 and R.sup.3 are independently hydrogen, alkyl, cycloalkyl, aryl or aralkyl;q is 0 or 1; andAr is arylene wherein no more than one of R.sup.2 and R.sup.3 is hydrogen, and a method of preparing same.These monomers can be homopolymerized or coplymerized with one or more other monomers to yield polymers having desirable solubility characteristics. In particular, copolymerizable ethylenically unsaturated monomers can comprise aldehyde-containing vinylaryl ethers to yield crosslinkable polymers useful in relief image materials or as binders in photographic layers.Type: GrantFiled: May 29, 1981Date of Patent: June 15, 1982Assignee: Eastman Kodak CompanyInventors: John C. Wilson, Paul D. Yacobucci
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Patent number: 4331680Abstract: Novel compounds are described which are substituted benzophenone hydrazones. They have pesticidal activity, especially against insects and acarids, and pesticidal compositions and methods are described. Methods of making the compounds, and novel intermediates, are also described.Type: GrantFiled: August 25, 1980Date of Patent: May 25, 1982Assignee: The Boots CompanyInventors: David P. Giles, John C. Kerry, Antonin Kozlik, Bryan H. Palmer, Stephen W. Shutler, Robert J. Willis
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Patent number: 4328364Abstract: For the asymmetrical hydrogenation of prochiral olefins, a catalyst system is proposed which is a Rhodium cationic complex immobilized on a clay-like mineral such as hectorite, bentonite and haloysite.Type: GrantFiled: May 23, 1980Date of Patent: May 4, 1982Assignee: Snamprogetti, S.p.A.Inventors: Marcello Mazzei, Mario Riocci, Walter Marconi
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Patent number: 4327224Abstract: Alpha-[(lower alkylamino)alkyl]-4-hydroxy-3-(alkylthio, akylsulfinyl or alkylsulfonyl)benzenemethanols which have .beta.-adrenergic blocking activity and which are therefore useful in controlling tachycardia are prepared by reduction of the corresponding (lower alkylamino)alkyl 4-hydroxy-3-(akylthio, akylsulfinyl or alkylsulfonyl)phenyl ketones.Type: GrantFiled: June 25, 1976Date of Patent: April 27, 1982Assignee: Sterling Drug Inc.Inventor: Sydney Archer
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Patent number: 4325961Abstract: Novel substituted .alpha.-fluoromethyl-.alpha.-amino alkanoic acids and esters thereof are disclosed. The novel compounds have biological activity including decarboxylase inhibition.Type: GrantFiled: June 1, 1977Date of Patent: April 20, 1982Assignee: Merck & Co., Inc.Inventors: Janos Kollonitsch, Arthur A. Patchett
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Patent number: 4323507Abstract: .alpha.-substituted derivatives of valproic acid are provided for conjugation to antigenic compositions, particularly poly(amino acids), and enzymes. The antigenic conjugates are employed for the production of antibodies, which find particular use in immunoassays for the determination of valproate, while the enzyme conjugate finds use in a homogeneous enzyme immunoassay for the determination of valproate. The compounds are synthesized by alkylating valproate at the tertiary carbon atom by an aliphatic chain with a terminal double bond which is cleaved to provide an acid or aldehyde group.Type: GrantFiled: July 14, 1980Date of Patent: April 6, 1982Assignee: Syva CompanyInventors: Danton K. Leung, Prithipal Singh
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Patent number: 4317930Abstract: Novel phenethylamine derivatives represented by the general formula: ##STR1## wherein R is a lower alkyl group, C.sub.n H.sub.2n is a branched or straight alkylene group, A is a phenyl group unsubstituted or substituted with hydroxy, a lower alkoxy or a lower alkylene dioxy group, and n is an integer from 1 to 4, and pharmacologically acceptable acid addition salts thereof, and bronchdilator containing the same. These bronchdilator has an intense and durable bronchdilating effect and a weak heart stimulating action.Type: GrantFiled: March 16, 1977Date of Patent: March 2, 1982Assignee: Eisai Co., Ltd.Inventors: Noriyasu Hirose, Shigeru Souda
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Patent number: 4316046Abstract: A process for the preparation of aryl carboxylates is provided in which an arylmetallo carboxylate is contacted with an aryliodoso carboxylate in liquid medium to form the desired aryl carboxylate. Promoters can be employed to increase the rate of reaction and improve selectivity to the aryl carboxylate.Type: GrantFiled: August 29, 1980Date of Patent: February 16, 1982Assignee: The Halcon SD Group, Inc.Inventor: Lawrence C. Costa
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Patent number: 4316045Abstract: A process for the catalytic preparation of aryl carboxylates is provided in which an arylmetallo carboxylate is contacted in liquid medium with an organic peracid in the presence of a catalytic amount of an aryl iodide, to form the desired aryl carboxylate.Type: GrantFiled: August 29, 1980Date of Patent: February 16, 1982Assignee: The Halcon SD Group, Inc.Inventor: Lawrence C. Costa
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Patent number: 4314082Abstract: This invention provides derivatives of 2-Amino-6,7-dihydroxy-tetrahydronaphthalene (ADTN) represented by the formula ##STR1## wherein R is OH, alkyloxy, hydroxyalkyl or acyloxy, and R' is an arylalkyl where the aryl group is benzyl, substituted benzyl, phenyl or substituted phenyl and the alkyl group is a straight or branched chain alkyl having one to twenty carbon atoms; and the pharmaceutically acceptable salts thereof.These derivatives of 2-Amino-6,7-dihydroxytetrahydronaphthalene are useful as inotropes.Type: GrantFiled: January 23, 1980Date of Patent: February 2, 1982Assignee: American Hospital Supply CorporationInventor: David M. Stout
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Patent number: 4313956Abstract: Novel, transient prodrug forms of the phenolic dihydroxy sympathomimetic amines have (i) the structural formula (I): ##STR1## wherein X is O, S or NR.sup.5 ; n is 1 or 2; R.sup.1 is the monodehydroxylated residue of a phenolic, nuclear dihydroxy natural sympathetic or sympathomimetic amine when n is 1, and the didehydroxylated residue of a phenolic, nuclear dihydroxy natural sympathetic or sympathomimetic amine when n is 2; R.sup.Type: GrantFiled: December 28, 1979Date of Patent: February 2, 1982Assignee: INTERx Research Corp.Inventors: Nicholas S. Bodor, Kenneth B. Sloan, Stefano A. Pogany
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Patent number: 4311706Abstract: Novel, transient prodrug forms of dopa and dopamine have (i) the structural formula (I): ##STR1## wherein each R is independently selected from the group consisting of hydrogen, R.sup.3 -CO- and ##STR2## wherein X is O, S or NR.sup.6 ; R.sup.1 is hydrogen or --COOR.sup.8 ; R.sup.2 is hydrogen or OR; R.sup.Type: GrantFiled: January 22, 1980Date of Patent: January 19, 1982Assignee: INTERx Research CorporationInventors: Nicholas S. Bodor, Kenneth B. Sloan, Stefano A. Pogany
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Patent number: 4310682Abstract: A halo-salycylanilide of the following formula ##STR1## wherein R.sub.1 represents hydrogen or acyl group, R.sub.2 represents alkyl group, and both X.sub.1 and X.sub.2 represent halogen, has high antifungal and bactericidal activity.Type: GrantFiled: February 22, 1980Date of Patent: January 12, 1982Inventors: Isao Ozawa, Tomiyoshi Ito, Yoshiki Hamada, Isao Takeuchi
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Patent number: 4301044Abstract: Zwitterionic surfactant compounds are made readily biodegradable in the environment by the inclusion of a biochemically and/or hydrolytically labile chemical linkage located between the cationic and anionic charge centers of the compounds and anywhere from the second to the tenth atom distant from the cationic charge center. The biodegradable linkage is preferably an ester or amide. The alkoxylated zwitterionic surfactants herein exhibit outstanding particulate soil removal performance and are also effective in removing oily soils from fabrics, in addition to being readily biodegradable. Also described are detergent compositions containing the zwitterionic surfactants, and, optionally containing cosurfactants and detergent builders.Type: GrantFiled: January 22, 1980Date of Patent: November 17, 1981Assignee: The Procter & Gamble CompanyInventors: George E. Wentler, Joseph McGrady, Eugene P. Gosselink, William A. Cilley
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Patent number: 4289865Abstract: Disclosed herein are monomeric compounds having the formula: ##STR1## wherein: R and R.sup.1 are independently hydrogen, halide or alkyl;R.sup.2 and R.sup.3 are independently hydrogen, alkyl, cycloalkyl, aryl or aralkyl;q is 0 or 1; andAr is arylene wherein no more than one of R.sup.2 and R.sup.3 is hydrogen, and a method of preparing same. These monomers can be homopolymerized or copolymerized with one or more other monomers to yield polymers having desirable solubility characteristics. In particular, copolymerizable ethylenically unsaturated monomers can comprise aldehyde-containing vinylaryl ethers to yield crosslinkable polymers useful in relief image materials or as binders in photographic layers.Type: GrantFiled: March 21, 1979Date of Patent: September 15, 1981Assignee: Eastman Kodak CompanyInventors: John C. Wilson, Paul D. Yacobucci
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Patent number: 4288605Abstract: Esterified bromoacetanilides as new compositions of matter useful as microbiocides, especially 3'-cyclohexane carbonyloxybromoacetanilide.Type: GrantFiled: January 15, 1980Date of Patent: September 8, 1981Assignee: Stauffer Chemical CompanyInventors: Don R. Baker, Eugene G. Teach
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Patent number: 4282151Abstract: New reactive asymmetrical dicarboxylic acid ester compounds of the formula ##STR1## wherein R.sub.1 is an alkyl radical containing up to 3 carbon atoms or is a digoxin or digitoxin residue, R.sub.2 and R.sub.3, which may be the same or different, are alkoxy radicals containing up to 3 carbon atoms or together represent an oxygen atom, X is a cyanomethoxy, succinimide-N-oxy, N-methyl-pyridiniumoxy, 2,4-dinitrophenoxy, 2,4,5-trichlorophenoxy, pentachlorophenoxy, phenylthio, p-nitrophenoxy, n-nitrophenylthio, piperidyl-N-oxy, phthalimido-N-oxy or benztriazol-N-oxy radical and n is 2, 3, 4 or 5, are useful for the preparation of reagents for the investigation of cardiac glycosides (Digitalis glycosides).Type: GrantFiled: March 6, 1978Date of Patent: August 4, 1981Assignee: Boehringer Mannheim GmbHInventors: Hans-Georg Batz, Hans-Ralf Linke, Klaus Stellner, Gunter Wiemann
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Patent number: 4277420Abstract: Preparation of novel prochiral olefinic compounds which can be asymmetrically hydrogenated to enantiomers, which are converted to ephedrine and pseudoephedrine by described procedures.Type: GrantFiled: September 24, 1979Date of Patent: July 7, 1981Assignee: Monsanto CompanyInventor: Karl E. Koenig
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Patent number: T101305Abstract: This invention concerns novel 3-[(3-alkylamino-2-hydroxypropoxy)phenyl]-1,2-propanediols of the formula: ##STR1## wherein R is selected from the group consisting of straight or branched-chain lower alkyls (C.sub.1 -C.sub.6) and cycloalkyls (C.sub.1 -C.sub.6); R.sub.1 and R.sub.2 are selected from the group consisting of hydrogen and 2,3-dihydroxypropyl, with the proviso that R.sub.1 and R.sub.2 may not be the same; and R.sub.3 is selected from the group consisting of lower alkyls (C.sub.1 -C.sub.4) and lower alkoxys (C.sub.1 -C.sub.4); and the acid addition salts thereof. These novel compounds are useful as antiarrhythmic agents and .beta.-andrenergic blockers in mammals.This invention also concerns novel compounds of the formula ##STR2## wherein R.sub.1 and R.sub.2 are selected from the group consisting of hydrogen and 2,3-dihydroxypropyl, with the proviso that R.sub.1 and R.sub.2 may not be the same; R.sub.3 is selected from the group consisting of lower alkyls (C.sub.1 -C.sub.4) and lower alkoxys (C.sub.Type: GrantFiled: August 28, 1980Date of Patent: December 1, 1981Inventors: Joseph W. Epstein, Leon Goldman, James D. Warren