Ortho Fused Patents (Class 560/139)
  • Patent number: 4291169
    Abstract: Certain ureides of substituted naphthoic acids and salts useful as inhibitors of connective tissue destruction.
    Type: Grant
    Filed: December 10, 1980
    Date of Patent: September 22, 1981
    Assignee: American Cyanamid Company
    Inventors: Ransom B. Conrow, Seymour Bernstein
  • Patent number: 4276226
    Abstract: 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: Grant
    Filed: July 23, 1979
    Date of Patent: June 30, 1981
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: Robert A. Clement, Burton C. Anderson
  • Patent number: 4275076
    Abstract: Certain ureides of substituted naphthoic acids and salts useful as inhibitors of connective tissue destruction.
    Type: Grant
    Filed: February 4, 1980
    Date of Patent: June 23, 1981
    Assignee: American Cyanamid Company
    Inventors: Ransom B. Conrow, Seymour Bernstein
  • Patent number: 4265833
    Abstract: 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: Grant
    Filed: November 5, 1979
    Date of Patent: May 5, 1981
    Assignee: Bayer Aktiengesellschaft
    Inventors: Friedrich Werner, Heinz U. Blank
  • Patent number: 4241217
    Abstract: 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: Grant
    Filed: May 26, 1978
    Date of Patent: December 23, 1980
    Assignee: The Goodyear Tire & Rubber Company
    Inventor: Joseph A. Kuczkowski
  • Patent number: 4234733
    Abstract: 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: Grant
    Filed: October 24, 1978
    Date of Patent: November 18, 1980
    Assignee: Mitsubishi Gas Chemical Company, Inc.
    Inventors: Tomiya Isshiki, Yasuhiko Kijima, Yuh Miyauchi
  • Patent number: 4234740
    Abstract: 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: Grant
    Filed: November 28, 1978
    Date of Patent: November 18, 1980
    Assignee: Ube Industries, Ltd.
    Inventors: Sumio Umemura, Kanenobu Matsui, Yoshinari Ikeda, Katsuro Masunaga, Takumi Kadota
  • Patent number: 4225722
    Abstract: 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: Grant
    Filed: October 13, 1977
    Date of Patent: September 30, 1980
    Assignee: Warner-Lambert Company
    Inventors: David T. Connor, Patricia A. Young, Maximilian Von Strandtmann
  • Patent number: 4221917
    Abstract: 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: Grant
    Filed: March 3, 1978
    Date of Patent: September 9, 1980
    Assignee: Phillips Petroleum Company
    Inventor: Paul R. Stapp
  • Patent number: 4221916
    Abstract: 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: Grant
    Filed: August 25, 1978
    Date of Patent: September 9, 1980
    Assignee: Phillips Petroleum Company
    Inventor: Paul R. Stapp
  • Patent number: 4211791
    Abstract: 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: Grant
    Filed: November 27, 1978
    Date of Patent: July 8, 1980
    Assignee: Beecham Group Limited
    Inventors: Derek R. Buckle, Harry Smith
  • Patent number: 4207335
    Abstract: 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: Grant
    Filed: December 4, 1978
    Date of Patent: June 10, 1980
    Assignee: Beecham Group Limited
    Inventors: Derek R. Buckle, Harry Smith
  • Patent number: 4194050
    Abstract: 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: Grant
    Filed: July 13, 1978
    Date of Patent: March 18, 1980
    Assignee: Sumitomo Chemical Company, Limited
    Inventor: Motoo Hazama
  • Patent number: 4188495
    Abstract: 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: Grant
    Filed: November 14, 1977
    Date of Patent: February 12, 1980
    Assignee: Pfizer Inc.
    Inventors: Thomas H. Althuis, Charles A. Harbert, Michael R. Johnson, Lawrence S. Melvin, Jr.
  • Patent number: 4181741
    Abstract: 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: Grant
    Filed: November 18, 1977
    Date of Patent: January 1, 1980
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Greg A. Bullock
  • Patent number: 4154745
    Abstract: 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: Grant
    Filed: April 6, 1978
    Date of Patent: May 15, 1979
    Assignee: Research Corporation
    Inventors: Andrew S. Kende, Yuh-Geng Tsay
  • Patent number: 4147806
    Abstract: 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: Grant
    Filed: November 24, 1975
    Date of Patent: April 3, 1979
    Assignee: Laboratoires Creat
    Inventor: Jean-Pierre Poupelin
  • Patent number: 4145443
    Abstract: 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: Grant
    Filed: October 31, 1977
    Date of Patent: March 20, 1979
    Assignee: Syntex (U.S.A.) Inc.
    Inventors: Karl G. Untch, Stefan H. Unger
  • Patent number: 4145559
    Abstract: 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: Grant
    Filed: November 6, 1974
    Date of Patent: March 20, 1979
    Assignee: Rohm and Haas Company
    Inventors: Joseph W. Nemec, Richard B. Wuchter
  • Patent number: 4138580
    Abstract: 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: Grant
    Filed: September 29, 1977
    Date of Patent: February 6, 1979
    Assignee: Ube Industries, Ltd.
    Inventors: Sumio Umemura, Kanenobu Matsui, Yoshinari Ikeda, Katsuro Masunaga
  • Patent number: 4107206
    Abstract: 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: Grant
    Filed: October 26, 1976
    Date of Patent: August 15, 1978
    Assignee: Akzona Incorporated
    Inventors: Colin Leslie Hewett, David Samuel Savage
  • Patent number: 4093814
    Abstract: 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: Grant
    Filed: May 18, 1977
    Date of Patent: June 6, 1978
    Assignee: E. R. Squibb & Sons, Inc.
    Inventors: Frederic P. Hauck, Michael E. Condon, Rita T. Fox
  • Patent number: 4082807
    Abstract: 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: Grant
    Filed: July 30, 1975
    Date of Patent: April 4, 1978
    Assignee: Hoechst Aktiengesellschaft
    Inventor: Kurt Eiglmeier
  • Patent number: 4076726
    Abstract: 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: Grant
    Filed: May 21, 1975
    Date of Patent: February 28, 1978
    Assignee: Akzona Incorporated
    Inventors: Harm Jan Panneman, Antonius Hermanus Nicolaas Maria Bruins
  • Patent number: 4069241
    Abstract: 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: Grant
    Filed: May 26, 1976
    Date of Patent: January 17, 1978
    Assignee: The United States of America as represented by the Department of Health, Education and Welfare
    Inventors: Ulrich Weiss, Kenner C. Rice
  • Patent number: 4064173
    Abstract: 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: Grant
    Filed: January 23, 1976
    Date of Patent: December 20, 1977
    Assignee: Hoffmann-La Roche, Inc.
    Inventors: Jean-Marie Cassal, Andor Furst, Werner Meier
  • Patent number: 4057561
    Abstract: 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: Grant
    Filed: February 22, 1977
    Date of Patent: November 8, 1977
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Andor Furst, Jurg Gutzwiller, Marcel Muller, Rudolf Wiechert, Ulrich Eder, Gunter Neef
  • Patent number: 4057573
    Abstract: 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: Grant
    Filed: February 11, 1975
    Date of Patent: November 8, 1977
    Assignee: Ciba-Geigy Corporation
    Inventors: Georges Haas, Alberto Rossi
  • Patent number: 4048231
    Abstract: 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: Grant
    Filed: February 9, 1976
    Date of Patent: September 13, 1977
    Assignee: E. R. Squibb & Sons, Inc.
    Inventors: Frederic P. Hauck, Michael E. Condon, Rita T. Fox