Abstract: Bisamidines carrying one unsaturated nitrogen heterocyclo-containing substituent, representative of which i; 1-[N'-(2-(5-methyl-4-imidazolyl)methylthio)ethyl)guanidino]-8-[N'-methylgu anidino]octane, are histamine H.sub.2 -antagonists.
Type:
Grant
Filed:
March 27, 1981
Date of Patent:
February 8, 1983
Assignee:
Smith Kline & French Laboratories Limited
Abstract: 2-Imino-imidazolidine derivatives of the formula ##STR1## wherein R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are as hereinafter set forth, and pharmaceutically acceptable acid addition salts thereof, are described. The 2-imino-imidazolidine derivatives are useful in the treatment of hypertension.
Abstract: Azole and azoline disulfides useful as corrosion inhibitors and antiwear agents are prepared by the halogen-induced coupling of a thiol reactant e.g., hydrocarbyl mercaptans, with a metal azole thiolate, e.g. the potassium salt of 3,5-bis-mercapto 1,2,4-thiadiazole or 2,5-bis-mercapto 1,3,4 thiadiazole in a 2-phase reaction medium comprising a mixture of a hydrocarbon and water.
Abstract: This invention relates to novel 3-(p-alkylsulfonylphenyl)oxazolidinone derivatives, pharmaceutical compositions containing them and methods of using them to alleviate bacterial infections in mammals.
Type:
Grant
Filed:
October 23, 1980
Date of Patent:
July 20, 1982
Assignee:
E. I. Du Pont de Nemours and Company
Inventors:
Robert B. Fugitt, Raymond W. Luckenbaugh
Abstract: Compounds of the formula ##STR1## wherein W is vinylene, methyl-vinylene, methylene or ethylene;m is 0, 1 or 2;D is straight or branched alkylene of 2 to 6 carbon atoms, straight or branched hydroxy-alkylene of 3 to 6 carbon atoms, or xylylene;R.sub.1 is hydrogen or alkyl of 1 to 3 carbon atoms;R.sub.2 is cycloalkyl of 3 to 6 carbon atoms, aryl of 6 to 10 carbon atoms, aralkyl of 7 to 11 carbon atoms, heteroaryl, heteroarlkyl, 1,2,4-triazolyl, triphenylmethyl, 4,5-bis-(p-chlorophenyl)-oxazol-2-yl, N-methyl-cyclohexylamino-carbonylmethyl,-amino-iminomethyl or, when m is 1 or D is hydroxyalkylene or xylylene, also alkyl of 1 to 6 carbon atoms; andR.sub.3 and R.sub.4 are each hydrogen, halogen, alkyl of 1 to 4 carbon atoms, amino, acetylamino or nitro.The compounds of the invention are useful as cardiotonics and as antithrombotics.
Type:
Grant
Filed:
July 24, 1980
Date of Patent:
May 11, 1982
Assignee:
Boehringer Ingelheim GmbH
Inventors:
Erich Muller, Josef Nickl, Josef Roch, Berthold Narr, Walter Haarmann, Johannes M. Weisenberger
Abstract: Sulfonamides, such as N-[N-(2-chloro-5-(trifluoromethyl)phenyl]-N-[2,4-dinitro-6-(trifluoromethy l)phenyl]aminothio]-N,4-dimethylbenzenesulfonamide, are useful for control of arthropod pests of plants and animals and fungus disease of plants.
Abstract: The invention relates to compounds of the general formula (I) ##STR1## and physiologically acceptable salts, N-oxides, hydrates and bioprecursors thereof,in which Y represents .dbd.O, .dbd.S, .dbd.CHNO.sub.2 or .dbd.NR.sub.3 where R.sub.3 represents hydrogen, nitro, cyano, lower alkyl, aryl, lower alkylsulphonyl or arylsulphonyl;R.sub.1 and R.sub.2, which may be the same or different, each represent hydrogen lower alkyl, cycloalkyl, lower alkenyl, aralkyl, hydroxy, lower trifluoroalkyl, lower alkyl substituted by hydroxy, lower alkoxy, amine, lower alkylamino or dialkylamino, or R.sub.1 and R.sub.2 together with the nitrogen atom to which they are attached form a 5 to 7 membered heterocyclic ring which may contain other heteroatoms or the group ##STR2## where R.sub.
Type:
Grant
Filed:
June 6, 1980
Date of Patent:
December 8, 1981
Assignee:
Glaxo Group Limited
Inventors:
Michael Martin-Smith, Barry Price, John Bradshaw, John W. Clitherow
Abstract: Sulphoalkyl quaternary salts of the formula ##STR1## wherein X is --O--, --Se--, --S--, --NR-- or --CR(R)--, R is hydrogen or alkyl, R.sub.1 is hydrogen, methyl or ethyl, R.sub.2 and R.sub.3 are each hydrogen or substituents or together represent the atoms necessary to complete an optionally substituted benzene ring, R.sub.4 is optionally substituted alkylene of 3 or 4 carbon atoms and n is 1 or 0, except that when n is 1, R.sub.1 cannot be hydrogen, are prepared by heating at a temperature above 80.degree. C. a heterocyclic base of the formula ##STR2## wherein X, R.sub.1, R.sub.2, R.sub.3 and n have the indicated meanings with a hydroxysulphonic acid of the formula HOR.sub.4 SO.sub.3 H.
Type:
Grant
Filed:
June 5, 1978
Date of Patent:
September 1, 1981
Assignee:
Ciba-Geigy AG
Inventors:
Rainer Kitzing, Geoffrey E. Ficken, Victor W. Dolden
Abstract: Azole and azoline disulfides useful as corrosion inhibitors and antiwear agents are prepared by the halogen-induced coupling of a thiol reactant e.g., hydrocarbyl mercaptans, with a metal azole thiolate, e.g. the potassium salt of 3,5-bis-mercapto 1,2,4-thiadiazole or 2,5-bis-mercapto 1,3,4-thiadiazole in a 2-phase reaction medium comprising a mixture of a hydrocarbon and water.
Abstract: A process for recovering amino alcohols, e.g. diisopropanolamine, from their corresponding cyclic reaction products, which products are the result of the reaction of CO.sub.2 and the amino alcohol, i.e., oxazolidinones, a situation commonly encountered in acid gas removal processes employing the amino alcohols alone or in combination with other liquids such as sulfolane (tetrahydrothiophene-1,1-dioxide) for example, by reacting the cyclic product with a small but catalytic amount (less than about 10 mol percent) of a base metal compound such as the hydroxide or a base which will convert into a hydroxide under the conditions of reaction, i.e. the acid carbonates, carbonates, metaborates, oxides or hydrides at temperatures above about 105.degree. C. to about the atmospheric boiling point of the reaction medium and, optionally, recovering the amino alcohol from the reaction mass.
Abstract: The compounds are ethylene derivatives which are inhibitors of histamine activity, in particular, inhibitors of H-2 histamine receptors. A compound of this invention is 1-nitro-2-methylamino-2-[2-((4-methyl-5-imidazolyl)methylthio)-ethylamino] ethylene.
Type:
Grant
Filed:
February 4, 1980
Date of Patent:
July 7, 1981
Assignee:
Smith Kline & French Laboratories Limited
Inventors:
Graham J. Durant, John C. Emmett, Charon F. Ganellin, Hunter D. Prain
Abstract: The condensation of an .alpha.-halogen carbonyl compound with carbamic acid esters in the presence of a basic condensing agent and an aprotic solvent enables the production of oxazolinone-2-compounds in a high degree of purity, and in high yields in one step by using simple and readily available starting compounds.
Type:
Grant
Filed:
May 30, 1978
Date of Patent:
June 23, 1981
Assignee:
AGFA-Gevaert, A.G.
Inventors:
Fritz Benker, Hans-Heinrich Credner, Wolfgang Lassig, Ernst Meier, Siegfried Schleger
Abstract: A method for the formation of monoalkyleneglycols, monoalkanolamines and alkylenediamines, comprising the steps of: (a) reacting ammonia or ammonium carbonate with an alkylenecarbonate to form a carbamate, (b) heating the carbamate to form a monoalkyleneglycol, an alkyleneurea and a 2-oxazolidinone, (c) further reacting the alkyleneurea and the 2-oxazolidinone with ammonium hydroxide to form ammonia or ammonium carbonate, a monoalkanolamine, and an alkylenediamine, (d) separating the ammonia or ammonium carbonate, the monoalkyleneglycol, the alkylenediamine, and the monoalkanolamine, and (e) recycling the ammonia or ammonium carbonate to reaction step (a).
Type:
Grant
Filed:
December 26, 1979
Date of Patent:
June 9, 1981
Assignee:
The Dow Chemical Company
Inventors:
Frank T. Cook, Daniel W. Baugh, Jr., Robert V. Chambers, Jr.
Abstract: Compounds of the formula ##STR1## wherein R.sub.1, R.sub.2 and R.sub.3 are hydrogen or substituents of various types;R.sub.4 is hydrogen; alkyl of 1 to 5 carbon atoms; or optionally substituted aralkyl of 7 to 14 carbon atoms;R.sub.5 is a heterocycle;D is alkylene of 1 to 12 carbon atoms; andA is hydrogen or acyl;and non-toxic, pharmacologically acceptable acid addition salts thereof. The compounds as well as their salts are useful as .alpha.- and .beta.-adrenergic receptor blocking agents and antidepressants.
Type:
Grant
Filed:
January 17, 1979
Date of Patent:
March 17, 1981
Assignee:
Boehringer Ingelheim GmbH
Inventors:
Herbert Koppe, Anton Mentrup, Ernst-Otto Renth, Kurt Schromm, Wolfgang Hoefke, Gojko Muacevic
Abstract: Fluorinated-alkyl sulfides represented by [R.sub.f (CH.sub.2).sub.n S].sub.z Q where R.sub.f is fluoroalkyl, n is 2 or 3, z is 1 or 2, and Q is an aryl, alkylaryl, alkyl heterocyclic or heterocyclic radical, are useful as surfactants or as intermediates for the preparation of salt-type, quaternary-salt, or amphoteric surfactants.
Abstract: Amino resins, e.g., urea-formaldehyde and melamine-formaldehyde thermosetting resin systems, are cured with thermally-decomposable adducts of aromatic sulfonic acids and oxa-azacyclopentanes. The resin products cured with these adducts provide surface coatings having superior water resistance properties. The cured compositions can include other conventional ingredients capable of co-reacting with the amino resins, such as polyols, polyacids, alkyd resins, polyester resins, epoxies, acrylics and the like, to provide compositions curable to products having a wide range of properties.
Abstract: There are disclosed 3-substituted phenyl-5-hydroxymethyl oxazolidinones which possess anti-depressant properties. The compounds are prepared by cyclizing, with ethyl carbonate, 1-substituted phenylamino-2,3-propanediol compounds.
Type:
Grant
Filed:
August 9, 1978
Date of Patent:
February 10, 1981
Assignee:
Delalande S.A.
Inventors:
Philippe L. Dostert, Colette A. Douzon, Guy R. Bourgery, Claude G. Gouret, Gisele C. Mocquet, Jean-Alain Coston
Abstract: A process for the preparation of an indolenine of the general formula I ##STR1## where R, R.sup.1 and R.sup.2 are aliphatic radicals and R.sup.1 and R.sup.2 may also be linked and the ring A may be additionally substituted, wherein a compound of the formula II ##STR2## is heated in the presence of a Lewis acid and of a halide. The products are valuable starting compounds for the preparation of dyes.
Type:
Grant
Filed:
August 9, 1979
Date of Patent:
December 23, 1980
Assignee:
BASF Aktiengesellschaft
Inventors:
Harald Laas, Axel Nissen, Hans-Joachim Opgenorth, Horst Scheuermann, Hans-Richard Mueller, Wolfgang Schulte
Abstract: 5-Phenethyl oxazolidone compounds having the formula: ##STR1## wherein R represents a hydrogen or halogen atom or a lower alkoxy group have muscular relaxing, analgetic and antiinflammatory activities.
Abstract: Compounds of the formula ##STR1## wherein R.sup.1 is alkyl of 1 to 6 carbon atoms, alkoxy of 1 to 6 carbon atoms, alkenyl of 1 to 6 carbon atoms, haloalkyl of 1 to 2 carbon atoms and 1 to 3 of the same or different halogens selected from fluoro, chloro, bromo or iodo, nitro, hydroxy, alkoxyalkyl of 2 to 6 carbon atoms, fluoro, bromo, chloro or iodo, R.sup.2, R.sup.3 and R.sup.4 are independently selected from hydrogen, alkyl of 1 to 6 carbon atoms, alkoxy of 1 to 6 carbon atoms, alkenyl of 1 to 6 carbon atoms, haloalkyl of 1 to 2 carbon atoms and 1 to 3 of the same or different halogens selected from fluoro, chloro, bromo or iodo, nitro, hydroxy, alkoxyalkyl of 2 to 6 carbon atoms, fluoro, bromo, chloro or iodo; R.sup.5 and R.sup.
Abstract: The compounds are ethylene derivatives which are inhibitors of histamine activity, in particular, inhibitors of H-2 histamine receptors. A compound of this invention is 1-nitro-2-methylamino-2-[2-((4-methyl-5-imidazolyl)methylthio)ethylamino]e thylene.
Type:
Grant
Filed:
August 1, 1978
Date of Patent:
September 2, 1980
Assignee:
Smith Kline & French Laboratories Limited
Inventors:
Graham J. Durant, John C. Emmett, Charon R. Ganellin, Hunter D. Prain
Abstract: Process for preparing 2-oxazolidone and its derivatives by reacting react carbon dioxide with aziridine compound, preferably, in the presence of Lewis acid as a catalyst.
Abstract: Substituted 1,3-dithietane-2-carboxylic acid derivatives useful as intermediates for the preparation of highly effective penicillin and cephalosporin derivatives and the preparation thereof.
Abstract: The compounds are C.sub.2 -C.sub.8 straight chain alkanes terminally substituted, symmetrically or unsymmetrically, by N-(N'-substituted guanidino), N-(N',N"-disubstituted guanidino), N-(N'-substituted thioureido), N-(nitrometylene amidino) or S-(N-substituted isothioureido)groups. Two compounds of the invention are 1,3-bis-[N'-(2-(5-methyl-4-imidazolylmethylthio)ethyl)guanidino]propane and 1,3-bis-[S-(N-2-(5-methyl-4-imidazolylmethylthio)ethyl)ethyl)isothiour eido]propane. The compounds of this invention are inhibitors of H-2 histamine receptors.
Type:
Grant
Filed:
September 11, 1978
Date of Patent:
April 8, 1980
Assignee:
Smith Kline & French Laboratories Limited
Abstract: A compound having pharmacological properties comprising the structural formula ##STR1## wherein R is selected from the isopropyl, n-octyl, n-butyl or isobutyl groups; R.sub.1 is selected from the 1-naphthyloxymethyl, (2-allylphenoxy)-methyl, 4-nitrophenyl, {2-[(tetrahydrofurfuryl)oxy-]-phenoxy}-methyl, [4-(2-methoxyethyl)phenoxy]methyl, 4-isopropylthiophenyl, 4-acetaminophenoxymethyl groups; and R.sub.2 represents a hydrogen atom or a methyl group. A method for synthetizing the compound is also disclosed comprising the cyclization of aminoalcohol or halogenurethane.
Type:
Grant
Filed:
May 11, 1978
Date of Patent:
February 12, 1980
Assignee:
A. Menarini S.A.S.
Inventors:
Vittorio Pestellini, Mario Ghelardoni, Claudio Bianchini, Piero Del Soldato, Giovanna Volterra, Alberto Meli
Abstract: Novel 5-(substituted phenyl)-oxazolidinones and their sulfur analogs of Formula I ##STR1## wherein R.sub.1 is optionally substituted lower alkyl, cycloalkyl or cycloalkylalkyl;R.sub.2 is hydrogen, optionally substituted lower alkyl, cycloalkyl, cycloalkylalkyl, optionally substituted aryl, optionally substituted aralkyl, alkenyl or a heterocyclic group;R.sub.3 is hydrogen, optionally substituted lower alkyl, alkenyl, alkynyl, optionally substituted aryl, optionally substituted aralkyl, or optionally substituted acyl;R.sub.4 is hydrogen or optionally substituted lower alkyl;R.sub.5 is hydrogen or optionally substituted lower alkyl or optionally substituted lower alkoxycarbonyl; andX is oxygen or sulfur, have valuable pharmacological effects.
Type:
Grant
Filed:
November 30, 1977
Date of Patent:
January 29, 1980
Assignee:
Schering Aktiengesellschaft
Inventors:
Andreas Huth, Ralph Schmiechen, Wolfgang Kehr, Gert Paschelke, Helmut Wachtel, Herbert H. Schneider, Dieter Palenschat
Abstract: The instant invention is directed to novel color and hydrolytically stable thermoplastic polyester urethanes. The invention broadly consists of adding 2-oxazolidones to the components of the polyurethane, or to the polyurethane itself.
Type:
Grant
Filed:
June 6, 1980
Date of Patent:
August 25, 1981
Assignee:
Mobay Chemical Corporation
Inventors:
Herbert L. Heiss, Robert P. Yeater, Russell P. Carter, Jr.