Patents Represented by Attorney Michael W. Glynn
  • Patent number: 4515804
    Abstract: Novel crystal modifications of (+)-catechin monohydrate and of (+)-catechin anhydrate more suitable for pharmaceutical preparations for reasons of higher stability against moisture and/or light and distinguished from hitherto known modifications by unique X-ray diffraction spectra are produced by specific recrystallization and/or crystal rearrangement processes and pharmaceutical preparations comprising the novel crystal forms.
    Type: Grant
    Filed: February 17, 1983
    Date of Patent: May 7, 1985
    Assignee: Zyma SA
    Inventors: Erwin Marti, Oskar Heiber, Alexandre Gumma, Gustave Huber, Isamu Utsumi, Hiroshi Nakagawa, Tatsuhiko Miyata, Koichi Akimoto
  • Patent number: 4514415
    Abstract: The invention relates to novel lactones, especially benzofuranones of the general formula ##STR1## in which R.sub.1 represents hydrogen or an aliphatic radical, R.sub.2 represents an amino group di-substituted by two monovalent hydrocarbon radicals, and the aromatic ring A may be additionally substituted, and their salts and/or isomers, processes for the manufacture of compounds of the formula (I) and their salts and isomers, pharmaceutical preparations containing these compounds, and their use as the active ingredients of medicaments and/or for the manufacture of pharmaceutical preparations.
    Type: Grant
    Filed: October 21, 1982
    Date of Patent: April 30, 1985
    Assignee: Ciba Geigy Corporation
    Inventors: Paul Wenk, Werner Breitenstein, Marcus Baumann
  • Patent number: 4512987
    Abstract: The invention concerns new pharmaceutical preparations for topical administration, such as creams, ointments, foams, pastes or gels, which contain the anti-inflammatorily active glucocorticoid 2-chloro-6.alpha.,9.alpha.-difluoro-16.alpha.-methyl-11.beta.,17.alpha.,21 -trihydroxy-pregna-1,4-diene-3,20-dione (2-chloroflumethasone, halometasone) and the antimicrobial agent 2,4,4'-trichloro-2'-hydroxy-diphenyl ether (triclosan). The new dermatics may contain, besides these two components, pharmaceutical carriers as usually present in formulations for topical administration. The new dermatics are especially suitable for the treatment of inflected forms of acute eczematous dermatoses of different origin, for the initial treatment of strongly inflamed dermatomycoses or strongly inflamed forms of pyodermias.
    Type: Grant
    Filed: October 13, 1982
    Date of Patent: April 23, 1985
    Assignee: Ciba-Geigy Corporation
    Inventor: Ctibor Schindlery
  • Patent number: 4510141
    Abstract: The invention relates to novel polycyclic polyazaheterocycles having psychopharmacological properties, especially antidepressive and anxiolytic activity, corresponding to the formula I ##STR1## in which R.sub.1 and R.sub.2 each represents, independently of the other, hydrogen, lower alkyl or hydroxy-lower alkyl, or together represent lower alkylene or ethyleneoxyethylene, ethyleneazaethylene or N-lower alkyl- or N-(2-hydroxy-lower alkyl)-ethyleneazaethylene, R.sub.3 represents hydrogen or a lower aliphatic hydrocarbon radical or a saturated lower cycloaliphatic hydrocarbon radical or unsubstituted or substituted phenyl, R.sub.4 and R.sub.
    Type: Grant
    Filed: September 13, 1982
    Date of Patent: April 9, 1985
    Assignee: Ciba-Geigy Corporation
    Inventor: Roland Heckendorn
  • Patent number: 4510159
    Abstract: Compound of the formula ##STR1## in which R and R' represent hydrogen or an optionally substituted hydrocarbon radical or acyl radical,R.sub.1 represents hydrogen or an optionally substituted hydrocarbon radical of aliphatic or aromatic character,R.sub.2 represents hydrogen or an optionally substituted hydrocarbon radical of higher aliphatic or aromatic character,it being possible forR.sub.1 and R.sub.2 together to represent also an optionally substituted alkylene radical or an optionally substituted biphenyl-2,2'-ylene radical,whereby however, when R, R.sub.1 and R.sub.2 are hydrogen, R' cannot be methyl and salts of such compounds that contain a salt-forming grouping, and pharmaceutical compositions containing these compounds.The pharmaceutical compositions containing these compounds are particularly valuable for treating liver and veneous diseases.
    Type: Grant
    Filed: May 31, 1983
    Date of Patent: April 9, 1985
    Assignee: Zyma SA
    Inventors: Alban I. Albert, Marc E. Ballenegger, Jan C. Overeem, Robert G. Tyson
  • Patent number: 4510128
    Abstract: A resinate of the formula ##STR1## wherein Am.sup..sym. is a strongly basic copolymer of styrene and divinylbenzene which is in cationic form, said copolymer containing the sum of m+n quaternary ammonium groups and also containing, as main structural unit, the grouping of the formula ##STR2## X.sup..crclbar. is the anion of an acid different from the anion of the formula ##STR3## and m and n denote the entire ion capacity of the copolymer, and the molecular weight of which is about 10.sup.7 to 10.sup.9, a process for the preparation of said resinate, the use thereof as active ingredient of a drug, and pharmaceutical compositions containing it.
    Type: Grant
    Filed: January 6, 1984
    Date of Patent: April 9, 1985
    Assignee: Ciba Geigy Corporation
    Inventor: Satish C. Khanna
  • Patent number: 4505858
    Abstract: Chalcogen-substituted perylenes of the formula I ##STR1## wherein X is S or Se can be obtained in a simple manner, under mild reaction conditions and in pure form by heating a compound of the formula II ##STR2## in nitrobenzene, or in a mixture of nitrobenzene and an organic solvent miscible therewith and inert under the reaction conditions, in the presence of a Lewis acid or a protonic acid at 20.degree. to 120.degree. C. The perylenes of the formula I are used for example as donors for the production of organic conductors or semiconductors (charge-transfer-salts).
    Type: Grant
    Filed: September 30, 1983
    Date of Patent: March 19, 1985
    Assignee: Ciba-Geigy Corporation
    Inventor: Carl W. Mayer
  • Patent number: 4497813
    Abstract: Derivatives of 3-aminopropane-1,2-diol of the formula ##STR1## in which Ar represents optionally substituted aryl,n represents the number 0 or 1, andalk represents alkylene having 2 to 5 carbon atoms, the nitrogen atom and the oxygen atom, or, if n is zero, the phenyl radical, being separated from one another by at least two carbon atoms, andR.sub.1 and R.sub.2, independently of one another, each represents hydrogen or lower alkyl, or together they represent lower alkylene, oxa-lower alkylene, thia-lower alkylene, aza-lower alkylene or N-lower alkyl-aza-lower alkylene,and salts of such compounds, processes for their manufacture, medicaments containing the new compounds and their use for the treatment of Angina pectoris and cardiac arrhythmia, and as blood pressure-reducing agents, as well as for the treatment of reactive or endogenic states of depression.
    Type: Grant
    Filed: May 14, 1982
    Date of Patent: February 5, 1985
    Assignee: Ciba-Geigy Corporation
    Inventors: Franz Ostermayer, Markus Zimmermann
  • Patent number: 4492756
    Abstract: The present invention relates to novel facultative methylotrophic microorganisms of the genus Hyphomicrobium, to protein-containing biomass, and to a process for the microbiological purification of aqueous solutions, e.g. wastewaters, which contain methanol, ethanol, glucose, dimethyl phosphite, trimethyl phosphite, sodium formate, sodium acetate, methylammonium chloride, dimethylammonium chloride, ethylmethylammonium chloride or, chiefly, sodium methyl sulfate, as pollutants. The respective microorganism is cultured in aqueous solution and the pollutant is degraded simultaneously.
    Type: Grant
    Filed: December 1, 1982
    Date of Patent: January 8, 1985
    Assignee: Ciba-Geigy Corporation
    Inventors: Oreste Ghisalba, Franz Heinzer, Martin Kuenzi
  • Patent number: 4490471
    Abstract: The present invention relates to novel facultative methylotrophic microorganisms of the genus Pseudomonas, or of a genus Pseudomonas-type genus, to protein-containing biomass, and to a process for the microbiological purification of aqueous solutions, e.g. wastewater solutions, which contain methanol, ethanol, acetate, glucose, alkylammonium compounds, e.g., trimethylethylammonium chloride, or alkylamine oxides, e.g. trimethylamine oxide, as pollutants.
    Type: Grant
    Filed: December 3, 1982
    Date of Patent: December 25, 1984
    Assignee: Ciba-Geigy Corporation
    Inventors: Oreste Ghisalba, Franz Heinzer, Martin Kuenzi
  • Patent number: 4490304
    Abstract: The perfluoroalkyl thioalkylene amphoteric compounds having the structures:R.sub.f --R.sub.1 --SCH.sub.2 CR.sub.2 (OH)CHR.sub.3 NR.sub.4 R.sub.5 Zwhere R.sub.f is a perfluoroalkyl, R.sub.1 is alkylene or alkyleneoxy or aminoalkylene, R.sub.2 and R.sub.3 are hydrogen, alkyl, or together form a cyclic ring, R.sub.4 and R.sub.5 are hydrogen or alkyl unsubstituted, or substituted by an anionic function, Z is alkylene substituted by an anionic function, and the acid adduct, alkaline salt or alkyl quaternary ammonium salts thereof, which can be prepared from perfluoroalkylepoxides and amino acids. These compounds are useful as surfactants.
    Type: Grant
    Filed: December 29, 1982
    Date of Patent: December 25, 1984
    Assignee: Ciba-Geigy Corporation
    Inventor: Robert A. Falk
  • Patent number: 4489069
    Abstract: Compounds of the formula ##STR1## in which one of the symbols R.sub.1 and R.sub.2 represents an alkyl radical that has 3 or 4 carbon atoms and is unsaturated in the 2,3-position, and the other represents such a radical or lower alkyl, R.sub.3 and R.sub.4 each represents, independently of the other, hydrogen or methyl, and A represents a radical of the formula ##STR2## in which Z.sub.1, or each of Z.sub.2 and Z.sub.3 independently of the other, represents hydrogen or lower alkyl, or Z.sub.2 and Z.sub.3 together represent lower alkylene, and salts of such compounds in which Z.sub.1, or Z.sub.3 and optionally also Z.sub.2, represent(s) hydrogen, exhibit tumor-inhibiting activities.
    Type: Grant
    Filed: October 14, 1982
    Date of Patent: December 18, 1984
    Assignee: Ciba-Geigy AG
    Inventor: Angelo Storni
  • Patent number: 4485251
    Abstract: Disclosed is a process for the preparation of a bis(perfluoroalkyl-alkylthio)alkanoic acid of the formula ##STR1## wherein each R.sub.f is independently perfluoroalkyl of 3 to 18 carbon atoms or perfluoroalkoxyperfluoroalkyl of 3 to 18 carbon atoms, or mixtures thereof;each A is independently alkylene of up to 6 carbon atoms or said alkylene interrupted by --O--; N(H)-- or --N(lower alkyl)--;R is hydrogen or alkyl of 1 to 6 carbon atoms;R.sub.1 is hydrogen or lower alkyl; andR.sub.2 is hydrogen, lower alkyl, aryl or aryl substituted lower alkyl;by reacting a perfluoroalkyl-alkyl mercaptan of the formulaR.sub.f --A--SH (II)with a lactone of the formula ##STR2## in the presence of a catalytic amount of a Lewis acid to form a perfluoroalkyl-alkylthio lactone of the formula ##STR3## and reacting said perfluoroalkyl-alkylthio lactone with additional perfluoroalkyl-alkylmercaptan of the formulaR.sub.
    Type: Grant
    Filed: December 23, 1982
    Date of Patent: November 27, 1984
    Assignee: Ciba-Geigy Corporation
    Inventor: Robert A. Falk
  • Patent number: 4484992
    Abstract: A process is described for the selective production of hydrogen by means of heterogeneous photoredox catalysis, in which mixtures of water and alkali metal sulfites or sulfides, alkaline earth metal sulfites or sulfides or ammonium sulfites or sulfides are reacted under the action of light in a suspension of a cadmium sulfide, cadmium sulfoselenide or titanium dioxide/semiconductor powder which is at least partially coated with Cu, Cr, Ni, Co or a noble metal or mixtures thereof. The catalysts which can be employed in this process (coated semiconductor powders) are in some cases novel.
    Type: Grant
    Filed: January 25, 1982
    Date of Patent: November 27, 1984
    Assignee: Ciba-Geigy Corporation
    Inventors: Niklaus Buhler, Jean F. Reber, Kurt Meier, Milos Rusek
  • Patent number: 4480105
    Abstract: Novel compounds of the formula II ##STR1## are described, in which M.sub.1 and M.sub.2 individually are --OH or together are --O--, X is --NO.sub.2, --OR', --SR' or SO.sub.2 R' and the (R')s independently of one another are C.sub.1-20 -alkyl, C.sub.3-5 -alkenyl, C.sub.3-5 -alkynyl, C.sub.2-4 -monohydroxyalkyl, C.sub.1-12 -halogenoalkyl, benzyl, C.sub.5-12 -cycloalkyl, phenyl, carboxyphenyl, halogenophenyl, nitrophenyl, alkyl- or alkoxy-phenyl each having 1-4 C atoms in the alkyl or alkoxy moieties, or acetylaminophenyl, such as for example 3-n-butylthio-5-nitrophthalic anhydride. The compounds (II) in which M.sub.1 and M.sub.2 together are --O-- are suitable as sensitizers for photo-crosslinkable polymers or as initiators for the photopolymerization of ethylenically unsaturated compounds or for the photochemical crosslinking of polyolefins, and those where M.sub.1 and M.sub.2 are --OH are useful intermediates for those wherein M.sub.1 and M.sub.2 together are --O--.
    Type: Grant
    Filed: April 30, 1982
    Date of Patent: October 30, 1984
    Assignee: Ciba-Geigy Corporation
    Inventors: Walter Fischer, Vratislav Kvita, Hans Zweifel
  • Patent number: 4480106
    Abstract: Compounds of the formula I ##STR1## in which R, R.sub.1 and R.sub.2 are as defined in patent claim 1, can be prepared by a novel process, for example by treating a salt of imidazo[1,2-a]pyridin-2(3H)-one with fumaric acid, maleic acid or maleic anhydride, in the presence of a base, and converting the product to a salt of 3-(1,2-dicarboxyethyl)-imidazo[1,2-a]pyridin-2(3H)-one, in the presence of a strong acid, reacting the latter salt with a compound CH.sub.2 =C(R.sub.1)(R.sub.2) and treating the intermediate obtained with glacial acetic acid and sodium acetate. The compounds (I) can be converted, in a manner known per se, to corresponding imides having functional groups suitable for polymerization reactions of polycondensation reactions. These imides can be used to prepare photocrosslinkable polymers. The anhydrides (I) can also be used, in some cases, to prepare pharmaceutically active benzofuranones and homosalicylic acids by reaction with salts of suitable amines.
    Type: Grant
    Filed: October 21, 1982
    Date of Patent: October 30, 1984
    Assignee: Ciba-Geigy Corporation
    Inventors: Werner Breitenstein, Marcus Baumann, Hans Bosshard
  • Patent number: 4477673
    Abstract: The invention relates to compounds of the formula I ##STR1## wherein R' is bound in the 4- or 5-position, R and R' are --CH.sub.2 OH, --CH.sub.2 CH.sub.2 OH, --CH.sub.2 CH.sub.2 OCH.sub.2 C.sub.6 H.sub.5, --CH.sub.2 --X, --CH.sub.2 P.sup..sym. (Y).sub.3 X.sup..crclbar., --CH.sub.2 P(O)(C.sub.1-3 alkoxy).sub.2 or --CH.dbd.CH.sub.2, R" is C.sub.1-10 alkyl, X is a halogen atom, X.sup..crclbar. is the anion corresponding to X and Y is phenyl or phenyl which is substituted by a C.sub.1 -C.sub.5 alkyl group. These compounds can be obtained by a novel simple process in good to very good yield by co-cyclotrimerizing nitriles R"--CN with alkynes HC.dbd.C--Z (Z is --CH.sub.2 OH, --CH.sub.2 CH.sub.2 OH or --CH.sub.2 CH.sub.2 OCH.sub.2 C.sub.6 H.sub.5), in the presence of a cobalt(I) catalyst, dehydrating the resultant pyridines either to compounds of the formula I, in which R and R" are --CH.dbd.CH.sub.
    Type: Grant
    Filed: January 17, 1983
    Date of Patent: October 16, 1984
    Assignee: Ciba-Geigy Corporation
    Inventor: Jurgen Kaschig
  • Patent number: 4476305
    Abstract: The invention relates to 2-substituted 5-vinylpyrimidines of the formula ##STR1## wherein X is 2-pyridyl or 2-pyrimidyl, unsubstituted or substituted by methyl or ethyl groups. The compounds of formula (I) are suitable for the preparation of complex-forming or complexed, uncrosslinked or crosslinked polymers. Complexed polymers obtainable therefrom may be used as catalysts. Polymers complexed with Pd are particularly suitable for transvinylation reactions. Non-complexed polymers obtainable from compounds of formula (I) are suitable for use as metal ion extractors for different applications.
    Type: Grant
    Filed: June 7, 1982
    Date of Patent: October 9, 1984
    Assignee: Ciba-Geigy Corporation
    Inventors: Vratislav Kvita, Jurgen Kaschig
  • Patent number: 4476132
    Abstract: Quinolinone derivatives of the formula (I) ##STR1## in which X represents oxy or a direct bond, R.sub.1 represents an aliphatic, cycloaliphatic, aromatic, araliphatic, heterocyclic or heterocyclic-aliphatic radical or hydrogen, Ph represents an optionally additionally substituted 1,2-phenylene radical containing the group R.sub.1 --X--C(O)--, and one of the radicals R.sub.2 and R.sub.3 represents an optionally esterified or amidated carboxy group R.sub.4 and the other represents hydrogen or an aliphatic radical or, in the case of a radical R.sub.3, hydroxy, and in which either R.sub.A and R.sub.B together represent oxo, R.sub.C and R.sub.D together represent an additional bond, or, when R.sub.2 represents a radical R.sub.4, R.sub.C is hydrogen and R.sub.3 and R.sub.D together represent oxo, and R.sub.E represents a radical R.sub.5 which represents hydrogen or an aliphatic, cycloaliphatic, araliphatic heterocyclic-aliphatic radical, or R.sub.A represents an optionally etherified hydroxy group and R.sub.
    Type: Grant
    Filed: March 19, 1982
    Date of Patent: October 9, 1984
    Assignee: Ciba-Geigy Corporation
    Inventors: Richard Goschke, Pier G. Ferrini, Alfred Sallmann
  • Patent number: 4472286
    Abstract: The instant invention relates to the use of ion-pair complexes derived from anionic perfluoroalkyl sulfonates, carboxylates, phosphates and phosphonates and cationic perfluoroalkyl surfactants. Such complexes are capable of reducing the surface tension of aqueous solutions dramatically even at extremely low concentrations, and are useful as wetting, spreading and leveling agents and are especially preferred as components in so-called aqueous film forming foam compositions for fighting polar and non-polar solvent and fuel fires.
    Type: Grant
    Filed: October 31, 1983
    Date of Patent: September 18, 1984
    Assignee: Ciba-Geigy Corporation
    Inventor: Robert A. Falk