Ortho Fused Patents (Class 560/139)
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Patent number: 4291169Abstract: Certain ureides of substituted naphthoic acids and salts useful as inhibitors of connective tissue destruction.Type: GrantFiled: December 10, 1980Date of Patent: September 22, 1981Assignee: American Cyanamid CompanyInventors: Ransom B. Conrow, Seymour Bernstein
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Patent number: 4276226Abstract: Aromatic diketones and diesters are provided of the formula ##STR1## wherein R is independently methyl or chloro; R' is independently hydrogen or R; R.sup.2 is 1,4-phenylene, 1,3-phenylene, 2,6-naphthylene, 4,4'-biphenylene, or 4,4'-biphenylene ether; and R.sup.3 is hydrogen or ##STR2## where R.sup.4 is a hydrocarbon group of 1-10 carbon atoms.Type: GrantFiled: July 23, 1979Date of Patent: June 30, 1981Assignee: E. I. Du Pont de Nemours and CompanyInventors: Robert A. Clement, Burton C. Anderson
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Patent number: 4275076Abstract: Certain ureides of substituted naphthoic acids and salts useful as inhibitors of connective tissue destruction.Type: GrantFiled: February 4, 1980Date of Patent: June 23, 1981Assignee: American Cyanamid CompanyInventors: Ransom B. Conrow, Seymour Bernstein
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Patent number: 4265833Abstract: A process for the preparation of hydroxy-diphenylamines by condensation of dihydroxybenzene with an excess amount of primary aromatic amine in the presence of a catalytic amount of an acid at elevated temperature is described wherein the excess aromatic amine and, if appropriate, the reaction product is distilled off from the reaction mixture in the presence of a base.Type: GrantFiled: November 5, 1979Date of Patent: May 5, 1981Assignee: Bayer AktiengesellschaftInventors: Friedrich Werner, Heinz U. Blank
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Patent number: 4241217Abstract: Ester such as 3,6,9-trioxaundecane-1,11-bis (3-n-dodecylthiopropionate) when combined with conventional free amine antioxidants such as N,N'-diphenylparaphenylenediamine or with polymer bound antioxidants such as N-(4-anilinophenyl) methacrylamide produce improved antioxidant systems for SBR and NBR type polymers.Type: GrantFiled: May 26, 1978Date of Patent: December 23, 1980Assignee: The Goodyear Tire & Rubber CompanyInventor: Joseph A. Kuczkowski
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Patent number: 4234733Abstract: A process for producing an aliphatic carboxylic acid and an aliphatic carboxylic acid esters ofa phenol which comprises reacting a phenol of the general formula ##STR1## wherein n is an integer of 1 to 6, m is an integer of 0 to 5, the sum of n and m is 6, and R represents hydrogen, alkyl, aryl, alkenyl, carbinol, acyl, acyloxy, formyl, carboxy, halogen, sulfo, nitro, nitroso, amino, amido, or cyano, and two or more R groups may be the same or different, and the substituents R may be bonded to each other to form a penta- or hexa-carboxylic or heterocyclic ring, and an aliphatic carboxylic acid ester or an aliphatic ether with carbon monoxide, and separating and recovering the aliphatic carboxylic acid from the reaction mixture.Type: GrantFiled: October 24, 1978Date of Patent: November 18, 1980Assignee: Mitsubishi Gas Chemical Company, Inc.Inventors: Tomiya Isshiki, Yasuhiko Kijima, Yuh Miyauchi
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Patent number: 4234740Abstract: A process for preparing a diester of a dicarboxylic acid having two more carbon atoms than the unsaturated hydrocarbon used as the starting material, which comprises subjecting an unsaturated hydrocarbon, carbon monoxide and an alcohol to reaction in the presence of a platinum group metal or a salt thereof; a compound selected from the group consisting of nitric acid, a nitrogen oxide and an ester of nitrous acid; and a halogen compound.Type: GrantFiled: November 28, 1978Date of Patent: November 18, 1980Assignee: Ube Industries, Ltd.Inventors: Sumio Umemura, Kanenobu Matsui, Yoshinari Ikeda, Katsuro Masunaga, Takumi Kadota
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Patent number: 4225722Abstract: This invention relates to Compounds of formula II: ##STR1## wherein Y is formyl, carboxylic acid, acrylic acid, cyano or tetrazolo; X is hydrogen, lower alkanoyl or lower alkyl, and their non-toxic, pharmaceutically acceptable salts are disclosed. These compounds are useful in the prevention of allergic and asthamatic reactions.Type: GrantFiled: October 13, 1977Date of Patent: September 30, 1980Assignee: Warner-Lambert CompanyInventors: David T. Connor, Patricia A. Young, Maximilian Von Strandtmann
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Patent number: 4221917Abstract: Monoolefins and diolefins are converted to corresponding esters in a process by contacting together at least one monoolefin, diolefin or mixture thereof, oxygen, at least one iodosoaryl dicarboxylate and at least one carboxylic acid, carboxylic acid anhydride or mixture thereof.Type: GrantFiled: March 3, 1978Date of Patent: September 9, 1980Assignee: Phillips Petroleum CompanyInventor: Paul R. Stapp
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Patent number: 4221916Abstract: Saturated vicinal esters produced by reacting olefins with carboxylic acid and anhydrides thereof in the presence of oxygen and a vanadium- or ruthenium-containing catalyst.Type: GrantFiled: August 25, 1978Date of Patent: September 9, 1980Assignee: Phillips Petroleum CompanyInventor: Paul R. Stapp
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Patent number: 4211791Abstract: Bicyclic compounds useful in the prophylaxis and treatment of allergic diseases, pharmaceutical compositions containing the same, methods of administration of the compositions, intermediates useful in preparing the compounds and conversion of the intermediates to the bicyclic compounds. Examples of compounds are substituted coumarins and indanediones and their pharmaceutically acceptable salts.Type: GrantFiled: November 27, 1978Date of Patent: July 8, 1980Assignee: Beecham Group LimitedInventors: Derek R. Buckle, Harry Smith
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Patent number: 4207335Abstract: Bicyclic compounds useful in the prophylaxis and treatment of allergic diseases, pharmaceutical compositions containing the same, methods of administration of the compositions, intermediates useful in preparing the compounds and coversion of the intermediates to the bicyclic compounds. Examples of compounds are substituted coumarins and indanediones and their pharmaceutically acceptable salts.Type: GrantFiled: December 4, 1978Date of Patent: June 10, 1980Assignee: Beecham Group LimitedInventors: Derek R. Buckle, Harry Smith
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Patent number: 4194050Abstract: Enamides are prepared by hydrogenating oximes having at least one hydrogen atom at the .alpha.-position in the presence of a carboxylic anhydride using a ruthenium catalyst. These enamides are important to obtain amino group-containing compounds by reduction or polymerization.Type: GrantFiled: July 13, 1978Date of Patent: March 18, 1980Assignee: Sumitomo Chemical Company, LimitedInventor: Motoo Hazama
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Patent number: 4188495Abstract: Compounds of the formula ##STR1## wherein R.sub.1 is hydrogen, benzyl, benzoyl, alkanoyl of 1 to 5 carbon atoms or --CO--(CH.sub.2).sub.p --NR'R" wherein p is 0 or an integer from 1 to 4; each of R' and R" when taken individually is hydrogen or alkyl of 1 to 4 carbon atoms; R' and R" when taken together with the nitrogen to which they are attached form a 5- or 6-membered heterocyclic ring selected from piperidino, pyrollo, pyrrolidino, morpholino and N-alkylpiperazino having from 1 to 4 carbon atoms in the alkyl group;R.sub.2 is selected from hydrogen, alkanoyl of 1 to 6 carbon atoms and benzoyl;R.sub.3 is selected from hydrogen, methyl and ethyl;R.sub.4 is selected from hydrogen, alkyl of 1 to 6 carbon atoms and benzyl;Z is selected from:(a) alkylene having from one to nine carbon atoms;(b) --(alk.sub.1).sub.m --X--(alk.sub.2).sub.n -- wherein each of (alk.sub.1) and (alk.sub.2) is alkylene having from 1 to 9 carbon atoms, with the proviso that the summation of carbon atoms in (alk.sub.1) plus (alk.sub.Type: GrantFiled: November 14, 1977Date of Patent: February 12, 1980Assignee: Pfizer Inc.Inventors: Thomas H. Althuis, Charles A. Harbert, Michael R. Johnson, Lawrence S. Melvin, Jr.
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Patent number: 4181741Abstract: Compounds of the formula ##STR1## wherein R.sub.1 is straight chain alkyl of 11-14 carbon atoms; andR.sub.2 and R.sub.3 are independently alkyl of 1-6 carbon atoms or alkoxy of 1-4 carbon atomsare effective in eradicating mites.Type: GrantFiled: November 18, 1977Date of Patent: January 1, 1980Assignee: E. I. Du Pont de Nemours and CompanyInventor: Greg A. Bullock
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Patent number: 4154745Abstract: There is provided a novel method of synthesizing certain tetracyclic quinones. In particular, there is provided a novel route to the synthesis of (.+-.)-7-deoxydaunomycinone and analogs thereof which includes the provision of novel tetrahydronaphthoquinones and tetracyclic quinone intermediates. The compounds of the present invention are provided through a route comprising a Diels-Alder addition of certain isobenzofurans to certain novel tetrahydronaphthoquinones. The products of the synthetic route provided herein may be converted into compounds of known antibiotic and antineoplastic activity.Type: GrantFiled: April 6, 1978Date of Patent: May 15, 1979Assignee: Research CorporationInventors: Andrew S. Kende, Yuh-Geng Tsay
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Patent number: 4147806Abstract: The active constituents of these medicaments are compounds of the general formula: ##STR1## in which R represents a sulfur or oxygen atom or a >SO or >SO.sub.2 radical or even a ##STR2## IN WHICH R.sub.1 and R.sub.2 which can be the same or different, represent a hydrogen atom or a hydroxyl, aryl, alkyl, arylalkyl, alkylaryl possibly halogenated or a heterocyclic radical, said radicals being substituted or unsubstituted, while R' and R", which may be the same or different, represent a hydrogen atom, a metal such as an alkali or alkaline-earth metal or magnesium, or the ammonium ion or an alkyl radical, an aliphatic or aromatic acyl radical or a heterocyclic radical, which radicals may be substituted or unsubstituted. The process enables the products to be prepared in sufficiently pure form for therapeutic use. .beta.-naphthol is reacted with a suitable aldehyde in an acetic medium, in the presence of hydrochloric acid added dropwise at between 5.degree. and 10.degree. C.Type: GrantFiled: November 24, 1975Date of Patent: April 3, 1979Assignee: Laboratoires CreatInventor: Jean-Pierre Poupelin
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Patent number: 4145443Abstract: 1-Alkylamino-3-(?2-(endobicyclo?3.1.0!-hex-6-yl)ethylaminocarbonyl!naphthyl oxy)-2-propanols and methods for preparing these compounds are disclosed. The compounds are useful in the treatment of hypertension and abnormal heart conditions in mammals. These compounds are prepared by the treatment of the corresponding 1,2-epoxy-3-?2-(endobicyclo?3.1.0!hex-6-yl)ethylaminocarbonyl!naphthyloxy) -propane with an alkylamine having the desired alkyl substituent or by base or acid hydrolysis of the corresponding 2-optionally substituted -3-alkyl-5-(?2-(endobicyclo?3.1.0!hex-6-yl)ethylaminocarbonyl!naphthyloxym ethyl)oxazolidine. These latter compounds can be prepared by condensing a hydroxy-substituted naphthalene with a 3-alkyl-5-tosyloxymethyloxazolidine such substituted or unsubstituted at the 2-position or alternatively, by treating the former aminopropanol compounds of the present invention with an aldehyde having the desired substituent.Type: GrantFiled: October 31, 1977Date of Patent: March 20, 1979Assignee: Syntex (U.S.A.) Inc.Inventors: Karl G. Untch, Stefan H. Unger
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Patent number: 4145559Abstract: Esters of 4-substituted 2-methyleneglutaric acids are prepared by reacting an ester of acrylic acid with an ester of an .alpha.-substituted acrylic acid, such as an ester of methacrylic acid, in the presence of a tertiary organic phosphine, an organic phosphorus triamide, an organic phosphonous diamide, or an organic phosphinous amide.Type: GrantFiled: November 6, 1974Date of Patent: March 20, 1979Assignee: Rohm and Haas CompanyInventors: Joseph W. Nemec, Richard B. Wuchter
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Patent number: 4138580Abstract: A process for preparing a diester of a dicarboxylic acid having two more carbon atoms than the unsaturated hydrocarbon used as a starting material, which comprises subjecting an unsaturated hydrocarbon, carbon monoxide and an alcohol to reaction in the presence of a platinum group metal in combination with one or more compounds selected from the group consisting of nitric acid, a nitrogen oxide and an ester of nitrous acid.Type: GrantFiled: September 29, 1977Date of Patent: February 6, 1979Assignee: Ube Industries, Ltd.Inventors: Sumio Umemura, Kanenobu Matsui, Yoshinari Ikeda, Katsuro Masunaga
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Patent number: 4107206Abstract: The present invention relates to novel biologically active tricyclic compounds of the general formula: ##STR1## and salts thereof, IN WHICHR.sub.1 and R.sub.2 stand for hydroge, alkyl or alkenyl, an optionally substituted aralkyl group or an acyl group orR.sub.1 + r.sub.2 together with the nitrogen atom represent a heterocyclic 5- or 6-membered ring, andX and Y stand for hydrogen, hydroxy, halogen, alkyl or alkoxy of 1-6 carbon atoms, nitro, trifluoromethyl or an acyloxy group,Which compounds have valuable biological activities, particularly anorectic activity.Type: GrantFiled: October 26, 1976Date of Patent: August 15, 1978Assignee: Akzona IncorporatedInventors: Colin Leslie Hewett, David Samuel Savage
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Patent number: 4093814Abstract: Compounds having the formula ##STR1## wherein R.sub.1, R.sub.2 and R.sub.3 are hydrogen or acyl, and R.sub.4 is lower alkyl have utility in the treatment of coronary diseases.Type: GrantFiled: May 18, 1977Date of Patent: June 6, 1978Assignee: E. R. Squibb & Sons, Inc.Inventors: Frederic P. Hauck, Michael E. Condon, Rita T. Fox
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Patent number: 4082807Abstract: Aromatic 1,3-diketones are produced by reacting aromatic compounds with acetoacetyl fluoride optionally substituted in the .gamma.-position by fluorine, chlorine and/or bromine, in hydrofluoric acid of at least 90% strength at a temperature of from about -40.degree. to +50.degree. C. The products obtained are important starting products and intermediates for the manufacture of dyestuffs, plastics and pharmaceuticals. Furthermore they can be used for the formation of metal complexes and as metal extracting agents, solution intermediaries and solvents.Type: GrantFiled: July 30, 1975Date of Patent: April 4, 1978Assignee: Hoechst AktiengesellschaftInventor: Kurt Eiglmeier
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Patent number: 4076726Abstract: The invention relates to novel amidino-hydrazone derivatives of the general formula: ##STR1## in which the dotted lines mean one extra bond starting from the (guanidine-) carbon atom to one of the adjacent nitrogen atoms, andA stands for methylene, ethylene, propylene or butylene, which groups may optionally be substituted with alkyl (1-4 C),R stands for hydroxy, alkyl (1-4 C), alkylthio or alkoxy (1-4 C), halogen, trifluoromethyl, nitro, amino, hydroxymethyl, acyloxy or an alkylenedioxy group,N is the number 0, 1, 2, 3 or 4,R.sub.1, r.sub.4 and R.sub.5 represent hydrogen or alkyl (1-4 C), with the proviso that one of them is absent in view of the presence of the double bond,R.sub.2 and R.sub.3 stand for hydrogen, alkyl (1-4 C), aralkyl, aryl, hydroxy or amino, with the proviso thatR.sub.2 + r.sub.3 together may also represent a saturated or unsaturated alkylene group with 2 or 3 carbon atoms, orR.sub.3 + r.sub.Type: GrantFiled: May 21, 1975Date of Patent: February 28, 1978Assignee: Akzona IncorporatedInventors: Harm Jan Panneman, Antonius Hermanus Nicolaas Maria Bruins
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Patent number: 4069241Abstract: Tricyclic aromatic compounds of the formula ##STR1## including those wherein: A. R.sub.1 is H, R.sub.2 is carbomethoxy, and R.sub.3 is methyl;B. R.sub.1 is acetyl, R.sub.2 is carbomethoxy, and R.sub.3 is methyl;C. R.sub.1 and R.sub.3 are methyl and R.sub.2 is carbomethoxy;D. R.sub.1, R.sub.2, and R.sub.3 are hydrogen; andE. R.sub.1 and R.sub.3 are methyl and R.sub.2 is hydrogenAre intermediates for the total synthesis of steroids.Type: GrantFiled: May 26, 1976Date of Patent: January 17, 1978Assignee: The United States of America as represented by the Department of Health, Education and WelfareInventors: Ulrich Weiss, Kenner C. Rice
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Patent number: 4064173Abstract: A process for the preparation of 9,10-seco-steroids of the formula ##STR1## WHEREIN R.sup.1 and R.sup.2 independently are hydrogen, amino, OR.sup.5, OCOR.sup.6 or NHCOR.sup.5 wherein R.sup.5 is hydrogen or lower alkyl and R.sup.6 is lower alkyl or phenyl; R.sup.3 is lower alkyl; R.sup.4 is oxo, ##STR2## wherein R.sup.13 is lower alkyl, lower alkoxy -- lower alkylene, tetrahydropyranyl or tetrahydrofuryl, R.sup.14 is lower alkyl or aryl and R.sup.15 and R.sup.16 are lower alkyl or taken together form lower alkylene or arylene, and n is 1 or 2 is disclosed. The 9,10-seco-steroids of this invention are useful intermediates for the preparation of steroids.Type: GrantFiled: January 23, 1976Date of Patent: December 20, 1977Assignee: Hoffmann-La Roche, Inc.Inventors: Jean-Marie Cassal, Andor Furst, Werner Meier
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Patent number: 4057561Abstract: D-homosteroids of the formula ##STR1## WHEREIN R.sup.3.alpha. is hydrogen, R.sup.3.beta. is hydroxy, lower alkanoyloxy or aroyloxy and R.sup.3.alpha. and R.sup.3.beta. taken together are oxo; R.sup.17a.alpha. is hydrogen, lower alkyl, ethynyl, vinyl, allyl, methallyl, propadienyl, 1-propynyl, butadiynyl or chloroethynyl; R.sup.17a.beta. is hydrogen, alkanoyl, aroyl, lower alkyl, cycloalkyl-lower-alkyl, benzyl, furfuryl or tetrahydropyranyl; R.sup.18 is hydrogen or methyl and the dotted line in the C-ring denotes an additional carbon to carbon bond in the 11,12-position andProcesses for the preparation thereof are disclosed.The D-homosteroids of the present invention are useful as ovulation inhibitors and androgenic/anabolic agents.Type: GrantFiled: February 22, 1977Date of Patent: November 8, 1977Assignee: Hoffmann-La Roche Inc.Inventors: Andor Furst, Jurg Gutzwiller, Marcel Muller, Rudolf Wiechert, Ulrich Eder, Gunter Neef
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Patent number: 4057573Abstract: Compounds of the general formula I ##STR1## wherein one of the two radicals R.sub.1 and R.sub.2 denotes the acyl radical of a carboxylic acid of aromatic character and the other denotes hydrogen or optionally esterified or etherified hydroxyl, R.sub.3 denotes hydrogen, alkyl or hydroxyalkyl, R.sub.4 denotes optionally esterified or amidised carboxyl, m denotes 1 or 2 and n denotes 0 or 1, in the free form or in the form of their salts are useful as antiphlogistics, mild analgesics, antipyretics and as anti-rheumatic agents.Type: GrantFiled: February 11, 1975Date of Patent: November 8, 1977Assignee: Ciba-Geigy CorporationInventors: Georges Haas, Alberto Rossi
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Patent number: 4048231Abstract: Compounds having the formula ##STR1## wherein R.sub.1, R.sub.2 and R.sub.3 are hydrogen or acyl, and R.sub.4 is lower alkyl having utility in the treatment of coronary diseases.Type: GrantFiled: February 9, 1976Date of Patent: September 13, 1977Assignee: E. R. Squibb & Sons, Inc.Inventors: Frederic P. Hauck, Michael E. Condon, Rita T. Fox