Two Rings Bonded Directly To The Same Carbonyl Patents (Class 562/460)
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Patent number: 4898874Abstract: 3-Aryl-2,1-benzisoxazole compounds having the formula: ##STR1## wherein R.sup.1 and R.sup.2 are hydrogen or methyl;R.sup.3 and R.sup.4 are hydroxyl, loweralkoxy, amino or --OM wherein M is a pharmaceutically acceptable cation;X is hydrogen, halogen, loweralkyl or nitro;Y is selected from hydrogen, halogen, loweralkyl, loweralkoxy, nitro or trifluoromethyl;n and p are zero or one with the proviso that either n or p must be oneare disclosed, having anti-inflammatory activity and novel intermediates in the preparation thereof.Type: GrantFiled: September 15, 1986Date of Patent: February 6, 1990Assignee: A. H. Robins Company, Inc.Inventors: David A. Walsh, Ibrahim M. Uwaydah
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Patent number: 4895984Abstract: Aromatics are acylated by the Friedel-Crafts method by carrying out the acylation in the presence of metalalkyls or metalalkyl halides of metals or semimetals of main groups two to five and/or of metals of subgroups two or four of the Periodic Table.Type: GrantFiled: May 25, 1988Date of Patent: January 23, 1990Assignee: BASF AktiengesellschaftInventors: Manfred Eggersdorfer, Hardo Siegel, Alfred Schuhmacher, Walter Grosch, Jochem Henkelmann
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Patent number: 4889952Abstract: A novel compound of .alpha.-(3-(1-phenylethenyl)phenyl)-propionaldehyde and a method for producing .alpha.-(3-benzoylphenyl)propionic acid which is prepared by oxidizing the former compound as an intermediate. The method is characterized in the easiness in operation, the low cost and the high purity of the product.Type: GrantFiled: March 11, 1988Date of Patent: December 26, 1989Assignee: Nippon Petrochemical Company, Ltd.Inventors: Isoo Shimizu, Yasuo Matsumura, Yutaka Arai
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Patent number: 4864063Abstract: Process for preparing Naproxen via a sequence of stereospecific reactions which comprises: condensation of 1-chloro-2-methoxy-naphthalene with a (S)-2-halo-propionyl halide according to the Friedel-Crafts reaction, ketalization of the thus obtained (S)-2-halo-1-(5'-chloro-6'-methoxy-2'-naphthyl)propan-1-one, rearrangement of said ketal to afford an ester, hydrolysis of the ester and removal of the chlorine atom in 5-position by hydrogenolysis.New (S) 2-halo-1-(5'-chloro-6'-methoxy-2'-naphthyl)propan-1-ones.Type: GrantFiled: December 23, 1987Date of Patent: September 5, 1989Inventors: Oreste Piccolo, Ermanno Valoti, Giuseppina Visentin
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Patent number: 4853398Abstract: This invention provides benzene derivatives which are leukotriene antagonists, formulations of those derivatives, and a method of using those derivatives for the treatment of conditions characterized by an excessive release of leukotrienes.Type: GrantFiled: April 13, 1987Date of Patent: August 1, 1989Assignee: Eli Lilly and CompanyInventors: F. P. Carr, Robert D. Dillard, Doris E. McCullough
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Patent number: 4853481Abstract: Alkyl-substituted aromatic ketones are prepared by reacting alkylbenzenes with carboxylic anhydrides in the presence of a Friedel-Crafts catalyst by performing the reaction in the presence of a tertiary amine or diamine.Type: GrantFiled: November 30, 1987Date of Patent: August 1, 1989Assignee: BASF AktiengesellschaftInventors: Jochem Henkelmann, Manfred Eggersdorfer, Walter Grosch, Alfred Schuhmacher, Hardo Siegel
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Patent number: 4845281Abstract: A method of preparing ketoprofen by reacting aniline with a halide of an alpha-halogen propionic acid, benzylation of 3-methyl-2-indolinone, alkaline hydrolysis of 5-benzyl-3-methyl-2-indolinone, deamination of 2-(3-benzyl-6-aminophenyl)propionic acid and oxidation of 2-(3-benzylphenyl)propionic acid.Type: GrantFiled: July 29, 1988Date of Patent: July 4, 1989Assignee: Blaschim, S.p.A.Inventors: Attilio Citterio, Daniele Fancelli
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Patent number: 4825001Abstract: The invention comprises cyclobutarene ketoaniline monomers and the process for preparing them. The monomers can be used to graft and/or endcap a monomer or polymer having at least 1 amino-reactive functionality. The grafted and/or endcapped monomer or polymer can subsequently be processed to prepare a highly crosslinked network. Said monomers have the formula: ##STR1## as a preferred embodiment.Type: GrantFiled: August 26, 1988Date of Patent: April 25, 1989Assignee: The Dow Chemical CompanyInventors: Kenneth J. Bruza, Robert A. Kirchhoff
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Patent number: 4814494Abstract: An effective method for producing highly pure (aryl substituted)carboxylic acid or its salt which comprises the steps of:(I) oxidizing (aryl substituted)aldehyde in an acidic phase in the presence of hypohalogenite; and(II) bringing the oxidized product obtained in the preceding step into contact in a liquid phase with hydrogen in the presence of a catalyst of transistion metal of the group VIII in the periodic table.Type: GrantFiled: February 6, 1987Date of Patent: March 21, 1989Assignee: Nippon Petrochemicals Company, Ltd.Inventors: Isoo Shimizu, Yasuo Matsumura, Yoshihisa Inomata
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Patent number: 4766240Abstract: An environmentally acceptable process is provided to synthesize a 2-(alkylbenzoyl)benzoic acid suitable for synthesizing a 2-alkylanthraquinone without further purification. Usually the crude product is isolated from the reaction mixture by a succession of steps which generate a large volume of aqueous waste. The present process eliminates or decreases these wastes and produces a product of sufficient purity for synthesizing as 2-alkylanthraquinone.Type: GrantFiled: April 24, 1987Date of Patent: August 23, 1988Assignee: FMC CorporationInventors: Louis T. Gunkel, John Crosby
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Patent number: 4714776Abstract: Novel antiallergic agents are described which are carboxy-substituted 3,5-di(tertiary-butyl)-4-hydroxybenzophenones. Pharmaceutical compositions containing and pharmacological methods for using such compounds are also described, as are synthetic intermediates for preparing such compounds.Type: GrantFiled: July 22, 1985Date of Patent: December 22, 1987Assignee: Riker Laboratories, Inc.Inventors: Randy L. Bell, George G. I. Moore
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Patent number: 4709089Abstract: An effective method for refining 2-(aryl substituted)propionic acid or its salt which is characterized in that 2-(aryl substituted)propionic acid or its salt containing halogenated by-products is brought into contact with hydrogen in a liquid phase containing water under a basic condition at temperatures in the range of 20.degree. C. to 170.degree. C. in the presence of a catalyst of transition metal of the group VIII in the periodic table, thereby dehalogenating said halogenated by-product and producing highly pure 2-(aryl substituted)propionic acid or its salt.Type: GrantFiled: February 6, 1987Date of Patent: November 24, 1987Assignee: Nippon Petrochemicals Company, LimitedInventors: Isoo Shimizu, Yasuo Matsumura, Yoshihisa Inomata
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Patent number: 4695648Abstract: A compound having a potentially inhibitory effect on 15-hydroxy-prostaglandin dehydrognase (PGDH) and having the formula ##STR1## in which R.sub.1 and R.sub.2 are hydrogen or lower alkyl;R.sub.3 is hydrogen, lower alkyl or substituted or unsubstituted phenyl;R.sub.4, R.sub.5, and R.sub.6 are hydrogen, halogen, lower alkyl, lower alkoxy, cyano, carboxy or nitro; at least one of the groups R.sub.4 to R.sub.6 being hydrogen;R.sub.7 to R.sub.11 are hydrogen, halogen, cyano, lower alkyl, trifluoromethyl, lower alkoxy, hydroxy, lower acyl, lower alkoxycarbonyl, N,N,-diloweralkyl-aminocarbonyl or N,N-loweralkylene-aminocarbonyl; and R.sub.8 and R.sub.10 may in addition be carboxy; at least two of R.sub.7 to R.sub.11 always being hydrogen; and--A-- is --CO--, --CH.sub.2 --CO--, --CH.dbd.CH--, --CH.dbd.CH--CO-- or corresponding groups in which a hydrogen atom is replaced by a lower alkyl group.The invention comprises also lactones of those compounds in which R.sub.Type: GrantFiled: August 29, 1985Date of Patent: September 22, 1987Assignee: Pharmacia ABInventors: Karl H. Agback, Tamara Agback, Alf S. Nygren
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Patent number: 4670581Abstract: New biphenyl compounds and a process for producing them are provided. These new compounds have an acyloxy group in the 2- or 4-position of the biphenyl and an acyl hydroxyalkyl, hydroxyalkenyl or vinyl group in the 4'-position of the biphenyl or, alternatively a hydroxyl group in the 2- or 4-position of the biphenyl and an acyl, hydroxyalkyl, hydroxyalkenyl or vinyl group in the 4'-position of the biphenyl. These compounds can be produced easily from 2- or 4-acyloxybiphenyl compounds.Type: GrantFiled: January 10, 1984Date of Patent: June 2, 1987Assignee: Sugai Chemical Industry Co., Ltd.Inventor: Teiichi Tanigaki
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Patent number: 4605758Abstract: Pharmaceutically useful optically active .alpha.-arylalkanoic acids or esters, ortho esters, or amides thereof are stereoselectively prepared by contacting an aryl magnesium Grignard reagent with an optically active .alpha.-substituted acyl halide to form the optically active aryl .alpha.-substituted alkyl ketone, which is ketalized and rearranged to the desired optically active .alpha.-arylalkanoic acid or the corresponding ester, ortho ester or amide. In an alternate embodiment, the aryl .alpha.-substituted alkyl ketone is reduced to the corresponding alkanol, which is rearranged to the .alpha.-arylalkanal. The alkanal so produced is converted to the desired optically active .alpha.-arylalkanoic acid by conventional methods.Type: GrantFiled: April 23, 1984Date of Patent: August 12, 1986Assignee: Syntex Pharmaceuticals International Ltd.Inventor: George C. Schloemer
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Patent number: 4602097Abstract: Photoinitiators of the formulaG--O--(CH.sub.2 CH.sub.2 O).sub.n --CH.sub.2 --CH.sub.2 --O--Qwherein G is a photoinitiator moiety, R is hydrogen or lower alkyl, n has a value of at least 10, and Q is G or a lower alkyl are soluble in water and common organic solvents and are useful in polymerization systems employed in coatings used in screen printing.Type: GrantFiled: June 11, 1984Date of Patent: July 22, 1986Assignee: Ulano CorporationInventor: John R. Curtis
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Patent number: 4601853Abstract: The novel complex of the formula I ##STR1## is an organic material with a high electrical conductivity and with a metallic phase transition at about 125.degree. K. under normal pressure, at which the conductivity increases suddenly. The complex can be used, for example, as an organic electrical conductor.Type: GrantFiled: February 4, 1985Date of Patent: July 22, 1986Assignee: Ciba-Geigy CorporationInventors: Bruno Hilti, Carl W. Mayer
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Patent number: 4584388Abstract: Aromatic polycarboxylic acids and their anhydrides such as bisphenol A dianhydride are prepared from the corresponding polycarboximides, such as bisphenol A bisimide, by an exchange reaction with phthalic acid or phthalic anhydride and water in the presence of dimethyl-n-butylamine as an exchange catalyst. The use of this amine results in the formation of a product of decreased color, as compared with the use of triethylamine.Type: GrantFiled: January 14, 1985Date of Patent: April 22, 1986Assignee: General Electric CompanyInventor: Jimmy L. Webb
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Patent number: 4554371Abstract: Arylcarbonylphenoxyalkylcarboxylic acids, and alkyl esters and salts thereof, are described. The compounds may be formulated into therapeutic compositions and administered to animals, including humans, for the treatment of hyperlipidaemia and related diseases.Type: GrantFiled: August 2, 1984Date of Patent: November 19, 1985Assignee: Societe de Recherches Industrielles S.O.R.I.Inventor: Bernard Majoie
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Patent number: 4550197Abstract: Disclosed are overbased ortho-carboxy phenylphenones. The overbased ortho-carboxy phenylphenones provide detergency for the lubricating oil additionally providing an alkaline reserve.Type: GrantFiled: September 28, 1984Date of Patent: October 29, 1985Assignee: Chevron Research CompanyInventor: Michael A. Shippey
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Patent number: 4542233Abstract: Improvement in the process for preparing biaryl compounds via coupling of an arylamine with an arene in the presence of a nitrite, an acid and copper metal or a derivative thereof; the improvement is consisting in adding to the reaction mixture a trialkylorthoformate. The process may be used for preparing drugs such as Flurbiprofen and Xenbucin or intermediate compounds particularly useful for preparing Flurbiprofen, Flufenisal, Chlordimorin, Xenbucin, Xenysalate, Xenyhexenic acid and the like.Type: GrantFiled: July 20, 1983Date of Patent: September 17, 1985Assignee: Biaschim S.p.A.Inventors: Oreste Piccolo, Aldo Belli, Giovanni Villa, Enrico Zen, Attilio Citterio
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Patent number: 4522754Abstract: The novel complex of the formula I ##STR1## can be produced for example by electrochemical oxidation of 2-fluoro-5,6,11,12-tetraselenotetracene in the presence of an inert organic solvent and a bromide-containing electrolyte. The novel 2-fluoro-5,6,11,12-tetraselenotetracene can for its part be produced by reacting 2,3-naphthalenedicarboxylic anhydride, in the presence of a Friedel-Crafts catalyst, with fluorobenzene to 2-(4-fluorobenzoyl)-naphthalene-3-carboxylic acid; cyclizing this to 2-fluoro-5,12-naphthacenequinone; reducing the 2-fluoro-5,12-naphthacenequinone to 2-fluorotetracene; reacting the 2-fluorotetracene with sulfuryl chloride to 2-fluoro-5,11- or 2-fluoro-6,12-dichlorotetracene; and finally reacting the last-mentioned at elevated temperature with selenium to obtain 2-fluoro-5,6,11,12-tetraselenotetracene. The complex of the formula I is metallically conducting, and is distinguished by a stable metallic phase down to at least 5.degree. K.Type: GrantFiled: November 2, 1983Date of Patent: June 11, 1985Assignee: Ciba Geigy CorporationInventors: Bruno Hilti, Carl W. Mayer, Grety Rihs
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Patent number: 4523030Abstract: Substituted benzophenones of the formula ##STR1## in which Ph represents unsubstituted or substituted phenyl and R represents free, esterified or amidated carboxy, have anti-inflammatory and/or analgesic properties and can be used as active ingredients in medicaments. They are manufactured, for example, as follows:a compound or a mixture of compounds of the formula ##STR2## in which X.sub.1 and X.sub.2 together represent a group of the formula --C(.dbd.O)--O that is bonded via the carbonyl group to the radical Ph and X.sub.3 represents hydrogen, or one of the radicals X.sub.1 and X.sub.3 represents a group of the formula --C(.dbd.O)--Z, the other represents hydrogen and X.sub.2 represents a group R'O-- in which R' represents hydrogen or a hydroxy-protecting group, is subjected to acid treatment and the primary product is decomposed solvolytically.Type: GrantFiled: June 7, 1984Date of Patent: June 11, 1985Assignee: Ciba-Geigy CorporationInventors: Georges Haas, Andreas von Sprecher, Pier G. Ferrini
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Patent number: 4517202Abstract: Prostaglandin analogues of the general formula: ##STR1## (wherein R.sup.1 represents a hydrogen atom or a straight- or branched-chain alkyl group, Y.sup.1 represents a carbonyl or hydroxymethylene group, represents a single or double bond, A.sup.1 represents an alkylene linkage containing 2 or 3 carbon atoms and optionally bearing a methyl or ethyl substituent, R.sup.2 represents a hydrogen atom or a methyl or ethyl group and R.sup.3 represents a hydrogen atom or else R.sup.2 and R.sup.3 form an alkylene linkage containing 2 or 3 carbon atoms, optionally bearing a methyl or ethyl substituent, such that the symbols A.sup.1, R.sup.2 and R.sup.3, together with the carbon atoms through which they are connected, form a cycloalkyl ring of 6, 7 or 8 carbon atoms, optionally bearing one or two methyl or ethyl substituents, X.sup.1 represents an ethylene or trans-vinylene group, Y.sup.2 represents a carbonyl or hydroxymethylene group, and either (i) A.sup.Type: GrantFiled: May 26, 1983Date of Patent: May 14, 1985Assignee: May & Baker LimitedInventors: Clive W. Bird, Helene I. Butler, Michael P. L. Caton, Edward C. J. Coffee, Geoffrey Darnbrough, Terance W. Hart
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Patent number: 4499013Abstract: Certain fatty acids, esters and alcohol derivatives useful as electrical tree and water tree resistant compounds in polymer compositions are disclosed.Type: GrantFiled: August 17, 1983Date of Patent: February 12, 1985Assignee: National Distillers and Chemical CorporationInventors: Anthony Barlow, Irwin S. Schlossman, Robert E. Borgerding
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Patent number: 4496760Abstract: A process for the decomposition of complexes of ortho-benzoyl benzoic acids, hydrogen fluoride, and boron trifluoride, whether or not the ortho-benzoyl benzoic acid is substituted, is disclosed wherein the ortho-benzoyl benzoic acid is obtained separately from the hydrogen fluoride and boron trifluoride. This process is characterized in that the complex is treated with an inert solvent at a temperature of at least 20.degree. C., in a distillation column having at least about 8 theoretical plates whereby the solvent reflux is operated at a rate equal to about 5 to about 40 times the weight of the feed delivery rate of the column.The process of the present invention also makes it possible to recover hydrogen fluoride and boron trifluoride for reuse as catalysts in the synthesis of ortho-benzoyl benzoic acid without causing decomposition of the acid.Type: GrantFiled: August 17, 1983Date of Patent: January 29, 1985Assignee: PCUK Produits Chimiques Ugine KuhlmannInventor: Michel Devic
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Patent number: 4465855Abstract: Arylacetic acid derivatives of the formula ##STR1## with R.sup.1, R.sup.2 and R.sup.3 specifically defined and which are useful as antirheumatic and antiinflammatory pharmaceuticals are prepared by catalytic hydrogenation of new compounds of the formula ##STR2## in which R and R.sup.10 are also specifically defined. The method of making the latter compound is also set forth.Type: GrantFiled: April 15, 1982Date of Patent: August 14, 1984Assignee: Chinoin Gyogyszer es Vegyeszeti Termekek Gyara RtInventors: Endre Palosi, Dezso Korbonits, Pal Kiss, Csaba Gonczy, Gergely Heja, Judit Cser nee Kun, Rudolf Szebeni, Maria Szomor nee Wundele, Ida Szvoboda nee Kanzel
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Patent number: 4454350Abstract: A process for the acylation of halo- or trihalomethylbenzenes, wherein a halo- or trihalomethylbenzene is reacted with a carboxylic acid, a precursor or a derivative thereof in the presence of boron trifluoride in an amount such that the absolute pressure of the boron trifluoride within the reaction vessel exceeds 1 bar, and in the presence of hydrofluoric acid as a solvent. The resultant products are useful as intermediates in the synthesis of compounds having a phytosanitary (e.g., herbicidal) or pharmaceutical activity.Type: GrantFiled: June 28, 1982Date of Patent: June 12, 1984Assignee: Rhone-Poulenc Specialities ChimiquesInventor: Michel Desbois
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Patent number: 4453012Abstract: A process for the preparation of phenyl ketones, characterized in that, in a first stage, a halo- or trihalomethylbenzene is reacted with a trihalomethylated aliphatic or aromatic compound in the presence of boron trifluoride in an amount such that the absolute pressure of boron trifluoride within the reaction vessel exceeds 1 bar, and in the presence of hydrofluoric acid as a solvent, and in that, in a second stage, the resultant product is hydrolyzed. The products are used as intermediates in the synthesis of compounds having a pharmaceutical or phytosanitary (e.g., herbicidal) activity.Type: GrantFiled: June 28, 1982Date of Patent: June 5, 1984Assignee: Rhone-Poulenc Specialites ChimiquesInventor: Michel Desbois
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Patent number: 4446078Abstract: A process for the preparation of .alpha.,.alpha.-difluoroalkoxy or .alpha.,.alpha.-difluoroalkylthiophenyl ketones, in which a polyhaloalkoxybenzene or a polyhaloalkylthiobenzene is reacted with a carboxylic acid, a precursor or a derivative of this acid in the presence of boron trifluoride in such an amount that the absolute pressure of the boron trifluoride within the reaction vessel exceeds 1 bar, and in the presence of hydrofluoric acid as a solvent. The resultant products are useful as intermediates in the synthesis of compounds having phytosanitary (e.g., herbicidal) or pharmaceutical activity.Type: GrantFiled: June 28, 1982Date of Patent: May 1, 1984Assignee: Rhone-Poulenc Specialites ChimiquesInventor: Michel Desbois
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Patent number: 4440943Abstract: 3,7-Substituted phenoxiodinin-5-ium compounds are effective against a variety of aerobic and anaerobic bacteria as well as fungi. The compounds of this invention may be prepared by the direct iodination of a suitably substituted diphenyl ether with iodosyl sulfate in concentrated sulfuric acid. The resulting bisulfate anion may be exchanged with a desired anion by standard metathetic processes.Type: GrantFiled: March 15, 1982Date of Patent: April 3, 1984Assignee: The Dow Chemical CompanyInventor: Edward E. Flagg
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Patent number: 4410716Abstract: Novel compounds, dibenzo[a,d]cycloheptene derivatives, of the general formula ##STR1## wherein R.sub.1 represents a hydrogen atom, a halogen atom or a lower alkyl group, R.sub.2 and R.sub.3 each represent a hydrogen atom or a lower alkyl group, and Z represents a group of the formula ##STR2## These novel compounds are useful as non-steroidal anti-inflammatory agents free from gastrointestinal lesions. The compounds of formula (I) can be prepared, for example, by cyclizing a compound of the general formula ##STR3## wherein R.sub.1 and R.sub.2 are as defined above, X represents a hydroxyl group or a halogen atom, one Y represents a group of the formula --CH.sub.2 COX and the other Y represents a hydrogen atom; optionally hydrolyzing the cyclized product; and optionally esterifying the product, and/or etherifying its enol group.Type: GrantFiled: September 24, 1980Date of Patent: October 18, 1983Assignee: Toa Eiyo Kagaku Kogyo Co. Ltd.Inventors: Tetsutaro Hayasaka, Kuniro Saito, Sen-ichi Narita, Takao Goto, Shin-ichi Yamada, Teruo Saito, Kazuyoshi Okutani
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Patent number: 4407823Abstract: Phenylacetic acid derivatives of the formula ##STR1## wherein n is an integer of 2 to 5; ##STR2## R.sub.1 is hydrogen, halogen, trifluoromethyl, nitro or amino; R.sub.2 and R.sub.3 each independently is hydrogen or lower alkyl; or together form an ethylene group;X.sub.1 represents two hydrogen atoms or an oxo group; andY.sub.1 is cyano, hydroxyamidocarbonyl, carbamoyl, 5-tetrazolyl or carboxyl;and for derivatives wherein Y is carboxyl, salts thereof with physiologically compatible bases, esters thereof from physiologically acceptable alcohols and amides thereof from physiologically acceptable amines have valuable pharmacological activity, e.g., as antiinflammatory agents.Type: GrantFiled: November 5, 1979Date of Patent: October 4, 1983Assignee: Schering AktiengesellschaftInventors: Gerald Kirsch, Joachim-Friedrich Kapp, Clemens Rufer
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Patent number: 4379765Abstract: There are presented compounds of the formulas ##STR1## wherein R.sub.1 is hydrogen or lower alkyl; R.sub.2 and R.sub.3 are selected from the group consisting of hydrogen, lower alkyl, C.sub.2 to C.sub.7 carboxylic acids, hydroxy C.sub.2 to C.sub.7 alkyl, C.sub.2 to C.sub.7 carboxylic acid esters and amides and the group COR.sub.11 wherein R.sub.11 is alkoxy, amino or mono- lower alkyl amino; R.sub.6 is nitro or halo and R.sub.5 is hydrogen or halo,and the pharmaceutically acceptable salts thereof.The pyrazolobenzazepines are useful as anxiolytic and sedative agents.Also provided are processes and intermediates in the production of the above pyrazolobenzazepines.Type: GrantFiled: July 23, 1981Date of Patent: April 12, 1983Assignee: Hoffmann-La Roche Inc.Inventors: George F. Field, Rodney I. Fryer, Eugene J. Trybulski, Armin Walser
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Patent number: 4347373Abstract: This invention relates to a series of compounds having therapeutic activity, consisting of the derivatives obtained by reacting 4-methyl-5-[(2-aminoethyl)-thiomethyl]-imidazole with non-steroidal, traditional, antiinflammatory agents. The derivatives are carboxamides of formula ##STR1## wherein R.sub.1 =H; --CH.sub.3 ; --C.sub.2 H.sub.5 ; and ##STR2## of the antiinflammatory agents, i.e. the acylic radical of the antiinflammatory acid, or ##STR3## of the antiinflammatory acid and the corresponding physiologically acceptable salts on the imidazole ring.Type: GrantFiled: March 9, 1981Date of Patent: August 31, 1982Inventor: Franco Turconi
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Patent number: 4337353Abstract: Novel carboxylic acids of the formula ##STR1## wherein Z is an aliphatic hydrocarbon chain selected from the group consisting of --(CH.sub.2).sub.n -- and --CH.dbd.CH--(CH.sub.2).sub.n-2 -- where the double bond may be at any point in the chain, n is an integer from 5 to 10 and X, X.sub.1, X.sub.2 and X.sub.3 are individually selected from the group consisting of hydrogen, halogen, alkyl of 1 to 5 carbon atoms, alkoxy of 1 to 5 carbon atoms, alkylthio of 1 to 5 carbon atoms, CF.sub.3 --, CF.sub.3 O-- and CF.sub.3 S-- and their non-toxic, pharmaceutically acceptable organic and inorganic salts and esters having analgesic and anti-inflammatory activity and their preparation.Type: GrantFiled: February 6, 1978Date of Patent: June 29, 1982Assignee: Roussel UCLAFInventors: Andre Allais, Francois Clemence, Jean Meier, Roger Deraedt
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Patent number: 4329496Abstract: A method is provided for converting aromatic bis(ether N-organo substituted phthalimides) to aromatic bis(ether anhydrides) by heating a bisphasic aqueous-organic mixture of aromatic bis(ether N-organo substituted phthalimide), phthalic anhydride and an exchange catalyst to effect an imide-anhydride exchange producing an aqueous phase containing aromatic bis 4ether phthalic acid) and an organic phase containing N-organo substituted phthalimide. The aromatic bis(ether phthalic acid) is then optionally dehydrated to the corresponding anhydride.Type: GrantFiled: April 3, 1981Date of Patent: May 11, 1982Assignee: General Electric CompanyInventor: Jimmy L. Webb
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Patent number: 4323700Abstract: A process is described for preparing benzophenone derivatives of a high purity in an extremely high yield from 3-phenylphthalide derivatives with the use of at least one oxidizing agent.Type: GrantFiled: September 6, 1979Date of Patent: April 6, 1982Assignee: Kanzaki Paper Manufacturing Co., Ltd.Inventors: Mitsuru Kondo, Hiroshi Iwasaki, Kiyoshi Yasui, Makoto Miyake
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Patent number: 4322346Abstract: New 5H-2,3-benzodiazepine derivatives of the formula ##STR1## wherein R is phenyl having a trifluoromethyl or halogen substituent,R.sup.1 is methyl,R.sup.2 is hydrogen,R.sup.3 is methoxy and R.sup.4 is methoxy, and the pharmaceutically acceptable acid addition salts thereof, are potent tranquilizers.Type: GrantFiled: September 26, 1980Date of Patent: March 30, 1982Inventors: Jeno Korosi, Tibor Lang, Jozsef Szekely, Ferenc Andrasi, Gabor Zolyomi, Jozsef Borsi, Katalin Goldschmidt nee Horvath, Tamas Hamori, Gabriella Szabo nee Czibula, Zsuzsanna Meszaros nee Dunai-Kovacs, Erzsebet Miglecz
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Patent number: 4296125Abstract: Derivatives of benzoylphenoxyalkanoic acids corresponding to the formula: ##STR1## wherein: X represents for example a halogen, R.sup.1 and R.sup.2 represent for example alkyl groups, R represents for example an aminoacid; and the salts thereof are new products showing antilipaemic and anticholesterolemic pharmacological activity.Type: GrantFiled: February 21, 1980Date of Patent: October 20, 1981Assignee: Alpha Farmaceutici S.p.A.Inventors: Valerio Borzatta, Manlio Cristofori, Mauro Morotti, Giuseppe Mascellani
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Patent number: 4277497Abstract: Method of providing an analgesic effect by administring compounds having the general formula I ##STR1## in which each of R.sub.1 and R.sub.4 is independently hydrogen or a C.sub.1-4 alkyl, andeach of R.sub.2 and R.sub.3 is independently hydrogen, fluorine, chlorine, bromine or a C.sub.1-4 alkylor their pharmaceutically acceptable salts.The invention provides also compounds of fromula (I) where each of R.sub.1, R.sub.2 and R.sub.3 is independently hydrogen or C.sub.1-4 alkyl.Type: GrantFiled: March 16, 1979Date of Patent: July 7, 1981Assignee: UniclerInventor: Jean-Pierre M. J. Fromantin
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Patent number: 4271163Abstract: 2-Aryl-3,4-diaza-bicyclo-[4.1.0]hept-2-en-5-ones, substituted in the phenyl ring, of the general formula ##STR1## their preparation, and therapeutic agents, containing these compounds, which may be used for the treatment of hypertension or of thrombo-embolic disorders.Type: GrantFiled: November 30, 1979Date of Patent: June 2, 1981Assignee: BASF AktiengesellschaftInventors: Marco Thyes, Josef Gries, Hans D. Lehmann, Dieter Lenke, Johannes Kunze
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Patent number: 4255313Abstract: The products of the invention are end-capped polyimide oligomers prepared from a dianhydride of an aromatic tetracarboxylic acid such as 3,3'4',4'-benzophenonetetracarboxylic acid, an aromatic diamine, and a 1-(aminoaryl)-3-hydroxy-3-methyl-1-butyne. The structure of the polyimide oligomers is shown in FIG. 3.Type: GrantFiled: April 20, 1979Date of Patent: March 10, 1981Assignee: Gulf Oil CorporationInventors: Patricia A. Antonoplos, William J. Heilman
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Patent number: 4251420Abstract: The products of the invention are end-capped polyimide oligomers prepared from a dianhydride of an aromatic tetracarboxylic acid such as 3,3'4,4'-benzophenonetetracarboxylic acid, an aromatic triamine, and a 1-(aminoaryl)-3-hydroxy-3-methyl-1-butyne. The structure of the polyimide oligomers is shown in FIG. 3.Type: GrantFiled: April 23, 1979Date of Patent: February 17, 1981Assignee: Gulf Oil CorporationInventors: Patricia A. Antonoplos, William J. Heilman
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Patent number: 4251419Abstract: The products of the invention are vinyl end-capped oligomers which have the structure as shown in FIG. 3. The products are prepared from either of two (2) precursors. The first precursor is a compound which has the structure as shown in FIG. 2. The second precursor is a complex amine salt which has the structure shown in FIG. 5.Type: GrantFiled: April 5, 1979Date of Patent: February 17, 1981Assignee: Gulf Oil CorporationInventors: William J. Heilman, Daniel J. Hurley
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Patent number: 4251417Abstract: The products of the invention are acetylene end-capped polyimide oligomers prepared from a dianhydride of an aromatic tetracarboxylic acid such as 3,3',4,4' benzophenonetetracarboxylic acid, an aromatic triamine, and an acetylene-substituted aromatic monoamine. The structure of the polyimide oligomers is shown in FIG. 3.Type: GrantFiled: April 25, 1979Date of Patent: February 17, 1981Assignee: Gulf Oil CorporationInventors: Wai Y. Chow, William J. Heilman
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Patent number: 4242358Abstract: This invention is concerned with a new method of treatment of algiae which comprises administering to a patient in need of such a treatment a pharmaceutically effective amount of compound selected from the group consisting of(i) m-benzoyl-phenoxyalkylcarboxylic acids of the formula ##STR1## Wherein X.sup.1 and X.sup.2 are the same or different and are each hydrogen, methyl, methoxy, chlorine, fluorine, bromine or trifluoromethyl, and R' and R" are the same or different and are each hydrogen or methyl; and(ii) non-toxic metallic salts thereof.Type: GrantFiled: January 24, 1979Date of Patent: December 30, 1980Assignee: Societe de Recherches Industrielles (Sori)Inventor: Bernard Majoie
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Patent number: 4235787Abstract: A novel isomeric mixture of benzophenone pentacarboxylic acids and their anhydrides.Type: GrantFiled: December 10, 1979Date of Patent: November 25, 1980Assignee: Gulf Research & Development CompanyInventors: Johann G. D. Schulz, Anatoli Onopchenko
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Patent number: 4230884Abstract: Process for preparing 2-(3-benzoylphenyl)-propionic acid or salt thereof which includes methylating 3-benzoyl-phenyl acetonitrile or an alkoxide thereof in the presence of neutral non-cyclic ligands with an open polyether chain.Type: GrantFiled: April 10, 1979Date of Patent: October 28, 1980Assignee: LEK, tovarna farmacevtskih in kemicnih izdelkov, n.sol.o.Inventors: Boris Zupancic, Mirko Sopoic
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Patent number: 4224341Abstract: 5-Substituted indan-2-carboxylic acids and functional derivatives thereof having inflammation-reducing properties have the general formula ##STR1## in which R is a phenyl, phenyl-lower alkenyl, phenyl-lower alkyl, phenyl substituted by at least one of the halogens, lower alkyl, lower alkoxy, acetamido, amino, lower dialkylamino, nitro, phenyl, lower alkylsulfonyl, lower dialkylaminosulfonyl and sulfamido, cyclohexyl, furyl, lower alkylfuryl, thienyl, halothienyl, lower alkylthienyl, or pyridyl group and R' is a hydroxyl, lower alkoxy, lower dialkylaminoalkoxy, cinnamoylamido lower alkoxy, 2-hydroxyethylamino, amino or lower dialkylaminoalkyl amino group. Besides the esters and amides, the functional derivatives of the acids include the pharmacologically acceptable salts of the above compounds. The compounds are also of low toxicity, have analgesic activity and exert an antipyretic effect.Type: GrantFiled: December 14, 1977Date of Patent: September 23, 1980Assignee: Lipha, Lyonnaise Industrielle PharmaceutiqueInventors: Michel Bayssat, Francis Sautel, Jean-Claude Depin, Annie Betbeder Matibet