Patents Examined by Natalia Harkaway
  • Patent number: 4183940
    Abstract: The invention provides new azolyl-9,10-dihydroanthracene derivatives of the formula ##STR1## in which A represents a CH group or a nitrogen atom,B represents a CO group or a group of the formula: ##STR2## X, Y and Z are identical or different and represent halogen, alkyl, halogenoalkyl, alkoxy, or alkylthio and n represents 0 or an integer of from 1 to 4,and their salts.Also included in the invention are methods for the preparation of said compounds, compositions containing said compounds and methods for their use. The compounds of the invention have antimycotic activity.
    Type: Grant
    Filed: October 7, 1977
    Date of Patent: January 15, 1980
    Assignee: Bayer Aktiengesellschaft
    Inventors: Karl H. Buchel, Wolfgang Kramer, Manfred Plempel, Ingo Haller
  • Patent number: 4182717
    Abstract: A method of synthesizing 2S*,3R*-6E-(2-hydroxyethylidene)-2-methyl-2-(4,8-dimethyl-5-oxo-7-nonenyl) -oxepan-3-ol, one of the active ingredients in the zoapatle plant, is described. The active ingredients in the plant are useful as utero-evacuant agents.
    Type: Grant
    Filed: June 29, 1978
    Date of Patent: January 8, 1980
    Assignee: Ortho Pharmaceutical Corp.
    Inventor: Robert H. K. Chen
  • Patent number: 4182895
    Abstract: 1-Amino-lower-alkyl-3,4-diphenyl-1H-pyrazoles, useful as anti-depressants and analgesics, are prepared by reduction with an alkali metal aluminum hydride of an .omega.[1-(3,4-diphenyl-1H-pyrazolyl)]-lower alkanamide; reduction with hydrogen in the presence of ammonia, methylamine, dimethylamine or diethylamine over a catalyst of a 1-(cyano-lower-alkyl)-3,4-diphenyl-1-H-pyrazole; reaction of a 1-(tosyloxy-lower-alkyl)-3,4-diphenyl-1H-pyrazole with a lower-alkylamine; reaction of 3,4-diphenylpyrazole with a halo-lower-alkylamine in the presence of an acid acceptor; or reductive alkylation with formaldehyde of a 1-(3-aminopropyl)-3,4-diphenyl-1H-pyrazole.
    Type: Grant
    Filed: July 14, 1978
    Date of Patent: January 8, 1980
    Assignee: Sterling Drug Inc.
    Inventor: Denis M. Bailey
  • Patent number: 4181732
    Abstract: 1-Branched-alkylcarbonyl-3-(3,5-dihalophenyl)imidazolidine-2,4-diones of the formula: ##STR1## wherein X is a chlorine or bromine atom and R is a C.sub.3 -C.sub.5 branched alkyl group, which show high fungicidal activities without any material toxicity to mammals and plants and which can be produced by reacting the corresponding 1-unsubstituted compound with a branched alkanecarboxylic acid or a reactive derivative thereof.
    Type: Grant
    Filed: July 20, 1978
    Date of Patent: January 1, 1980
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Chiyozo Takayama, Shigeo Yamamoto, Toshiro Kato, Yoshio Hisada, Shuichiro Asao, Yoshinori Nakayama
  • Patent number: 4179512
    Abstract: 4-Substituted-2-arylimidazoles, wherein the 4-substituent is sulfur containing, are disclosed. The compounds have pharmaceutical activity.
    Type: Grant
    Filed: May 26, 1978
    Date of Patent: December 18, 1979
    Assignee: Merck & Co., Inc.
    Inventors: John J. Baldwin, Frederick C. Novello
  • Patent number: 4177194
    Abstract: A method of synthesizing 2S*, 3R*-6E-(2-hydroxyethylidene)-2-methyl-2-(4,8-dimethyl-5-oxo-7-nonenyl)-oxe pan-3-ol, one of the active ingredients in the zoapatle plant, is described. The natural product is useful as a utero-evacuant agent.
    Type: Grant
    Filed: June 29, 1978
    Date of Patent: December 4, 1979
    Assignee: Ortho Pharmaceutical Corporation
    Inventor: Robert H. K. Chen
  • Patent number: 4176187
    Abstract: Dihydropyridine ureas having antihypertensive activity are disclosed.
    Type: Grant
    Filed: June 29, 1978
    Date of Patent: November 27, 1979
    Assignee: Merck & Co., Inc.
    Inventors: William V. Ruyle, Michael H. Fisher
  • Patent number: 4176189
    Abstract: Hydantoin N-methylol esters of the formula, ##STR1## wherein one of X and Y is a carbonyl group and the other is a methylene, ethylidene or propylidene group, R.sub.1 is a lower alkyl, lower alkenyl or lower alkynyl having up to 3 carbon atoms, R.sub.2 is a group represented by the formula, ##STR2## in which R.sub.3 is a hydrogen atom or a methyl group; when R.sub.3 is a hydrogen atom, R.sub.4 is a methoxyiminomethyl or 2,2-disubstituted vinyl group in which the substituents can be selected from the group consisting of methyl, vinyl, fluorine, chlorine and bromine, or both of the substituents may form tetramethylene chain; when R.sub.3 is a methyl group, R.sub.4 is a methyl group; R.sub.5 is a methyl, methoxy, fluorine, chlorine, bromine or 3,4-methylenedioxy group; and n is 1 or 2, a process for producing the same, insecticides and acaricides containing the same as an active ingredient, and novel intermediate compounds.
    Type: Grant
    Filed: May 24, 1978
    Date of Patent: November 27, 1979
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Nobushige Itaya, Masachika Hirano
  • Patent number: 4175086
    Abstract: A novel process for the preparation of biotin is disclosed wherein said process employs inexpensive starting materials and reagents resulting in the obtention of biotin devoid of the biologically inactive stereoisomers.
    Type: Grant
    Filed: July 31, 1978
    Date of Patent: November 20, 1979
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Pasquale N. Confalone, Elizabeth D. Lollar, Giacomo Pizzolato, Milan R. Uskokovic
  • Patent number: 4174454
    Abstract: Certain alkylidenylmethyl-substituted-1-sulfonylbenzimidazole compounds are useful as antiviral agents.
    Type: Grant
    Filed: March 3, 1978
    Date of Patent: November 13, 1979
    Assignee: Eli Lilly and Company
    Inventors: Charles J. Paget, James W. Chamberlin, James H. Wikel
  • Patent number: 4172833
    Abstract: Process for the production of 2-mercaptotoluimidazole by reacting stabilized o-toluenediamine with carbon disulfide in a solvent and recovering the formed product by filtration. o-Toluenediamine is stabilized with hydrazine or its salts. Subsequently 2-mercaptotoluimidazole is converted to a metal salt.
    Type: Grant
    Filed: March 20, 1978
    Date of Patent: October 30, 1979
    Assignee: R. T. Vanderbilt Company, Inc.
    Inventors: Thomas G. Whitney, Lester A. Doe, Jr., Harry E. Hill
  • Patent number: 4172947
    Abstract: A 1-(2-acylaminophenyl)imidazole of formula: ##STR1## wherein R.sup.5 is hydrogen or an aliphatic, cycloaliphatic, phenyl, substituted phenyl, fused bicyclic aryl or monocyclic aryl substituted aliphatic group bonded to the carbonyl carbon through a carbon-to-carbon linkage. The compounds are useful as intermediates in the preparation of 4-substituted imidazo[1,2-a]quinoxalines.
    Type: Grant
    Filed: December 8, 1977
    Date of Patent: October 30, 1979
    Assignee: Westwood Pharmaceuticals, Inc.
    Inventors: Paul L. Warner, Jr., Edward J. Luber, Jr.
  • Patent number: 4172204
    Abstract: A method for preparing 4,5-dihydro-2-alkoxycarbonylamino-5-carbocyclic aryl imidazoles and substituted aryl derivatives thereof is disclosed. The compounds are prepared by treating a 1-(carbocyclic aryl)-2-(2',3'-bis-carboalkoxyguanidino) ethane of the formula ##STR1## where R is C.sub.1 to C.sub.6 linear or branched alkyl, R' is phenyl optionally substituted with the radical methylenedioxy or at least one hydroxy, halo, trifluoromethyl, C.sub.1 to C.sub.6 linear or branched alkoxy, or 1-naphthyl or 2-naphthyl and X is halo, mesyloxy or tosyloxy with a protic solvent solution or dispersion of an alkali metal or alkaline earth metal hydroxide, carbonate or alkoxide. 1-(Optionally substituted carbocyclic aryl)-2-(carboalkoxyguanidino) ethanes are also disclosed herein, such prepared by treating the above bis-carboalkoxyguanadino ethane with an aprotic solvent solution or dispersion of an alkali metal or alkaline earth metal hydroxide, carbonate or alkoxide.
    Type: Grant
    Filed: October 7, 1977
    Date of Patent: October 23, 1979
    Assignee: Syntex (U.S.A.) Inc.
    Inventors: Charles A. Dvorak, Colin C. Beard
  • Patent number: 4171365
    Abstract: 4-(Aryloxyalkyl)pyrazoles of the formula ##STR1## useful as antiviral agents, are prepared by reacting the corresponding diketones of the formula Ar--O--Alk--CH(COR')COR" with hydrazine or a substituted hydrazine H.sub.2 NNHR.
    Type: Grant
    Filed: August 5, 1977
    Date of Patent: October 16, 1979
    Assignee: Sterling Drug Inc.
    Inventors: Guy D. Diana, Philip M. Carabateas
  • Patent number: 4171366
    Abstract: The present invention provides imidazole derivatives of the formula I ##STR1## wherein Het represents 1H-imidazol-1-yl which is unsubstituted or is substituted by lower alkyl,One of the symbols X and Y represents the epithio radical -S- or the ethenylene group --CH.dbd.CH--, and the other represents the direct bond, andN represents 1 to 4,And the rings A and B, besides being substituted by the radical -C.sub.n H.sub.2n -Het, are not substituted or are further substituted, and the ring C is unsubstituted or substituted, and the monoacid acid addition salts, in particular the pharmaceutically acceptable monoacid acid addition salts thereof.These new substances possess valuable pharmacological properties, in particular antidepressant activity, and can be used for the treatment of mental depressions. Specific embodiments are 1-[(naphtho[1,2-b]thien-4-yl)-methyl]-1H-imidazole and its pharmaceutically acceptable monoacid acid addition salts, and pharmaceutical compositions containing them.
    Type: Grant
    Filed: November 25, 1977
    Date of Patent: October 16, 1979
    Assignee: Ciba-Geigy Corporation
    Inventors: Hans Blattner, Angelo Storni
  • Patent number: 4171446
    Abstract: Indazole compounds of the formula ##STR1## wherein R.sub.1 is hydrogen or lower alkyl,R' is hydrogen or acyl, e.g., alkanoyl, andR.sub.2 is benzyl or a radical of the general formula ##STR2## in which X is a reactive residue and Y is hydroxyl or X and Y together represent oxygen and, when R' is an acyl radical, R.sub.2 can also be hydrogen:Are valuable intermediates for the preparation of pharmacologically active compounds, e.g., adrenergic .beta.-receptor active 3-indazolyl-(4)-oxy-propan-2-ol-amines.
    Type: Grant
    Filed: April 25, 1977
    Date of Patent: October 16, 1979
    Assignee: Boehringer Mannheim GmbH
    Inventors: Fritz Wiedemann, Wolfgang Kampe
  • Patent number: 4170706
    Abstract: Synthetic routes to 2,3,7,8-tetraazaspiro[4.4]nonane, its bispicrate salt, ,3,7,8-tetraazaspiro[4.4]nona-2,7-diene, and 3,8-dicarbomethoxy-2,3,7,8-tetraazaspiro[4.4]nona-1,6-diene. The compounds are useful as high density fuels.
    Type: Grant
    Filed: August 28, 1978
    Date of Patent: October 9, 1979
    Assignee: The United States of America as represented by the Secretary of the Navy
    Inventor: Arnold T. Nielsen
  • Patent number: 4170707
    Abstract: Synthetic routes to 2,3,7,8-tetraazaspiro[4.4]nonane, its bispicrate salt, ,3,7,8-tetraazaspiro[4.4]nona-2,7-diene, and 3,8-dicarbomethoxy-2,3,7,8-tetraazaspiro[4.4]nona-1,6-diene. The compounds are useful as high density fuels.
    Type: Grant
    Filed: August 28, 1978
    Date of Patent: October 9, 1979
    Assignee: The United States of America as represented by the Secretary of the Navy
    Inventor: Arnold T. Nielsen
  • Patent number: 4168381
    Abstract: A method for the attainment of enhanced enantioselectivity in the reduction of 3-acyl derivatives of 1-(2-alkoxyethyl)-4-phenyl-imidazolin-2-ones to the optically active 3-acyl derivatives of 1-(2-alkoxyethyl)-4-phenyl-2-imidazolidones for use in the direct manufacture of levamisole, (-), 2, 3, 5, 6-tetrahydro-6-phenylimidazo-[2,1-b]-thiazole, useful as an anthelmintic has been discovered. The method involves the preferred use of iodide salts of Rh(I) complexes of optically active bis-tertiary phosphines to achieve maximum enantioselectivity. The methods for preparing the iodide salts are disclosed.
    Type: Grant
    Filed: April 14, 1978
    Date of Patent: September 18, 1979
    Assignee: American Cyanamid Company
    Inventors: Robert G. Fischer, Jr., Arnold Zweig, Sivaraman Raghu
  • Patent number: 4163052
    Abstract: O-[3-tert.-butyl-pyrazol(5)yl]-(thiono)(thiol)-phosphoric(phosphonic) acid esters and ester amides of the formula ##STR1## in which R is hydrogen, alkyl, cyanoalkyl, or phenyl optionally carrying at least one halogen, halogenoalkyl, alkyl or alkylthio substituent,R.sup.1 is hydrogen, halogen, alkyl or alkylthio,R.sup.2 is alkoxy, alkyl or phenyl,R.sup.3 is alkoxy, alkylthio or monoalkylamino, andX is oxygen or sulphur, which possess arthropodicidal, nematicidal and fungicidal properties.
    Type: Grant
    Filed: August 24, 1977
    Date of Patent: July 31, 1979
    Assignee: Bayer Aktiengesellschaft
    Inventors: Wolfgang Hofer, Fritz Maurer, Hans-Jochem Riebel, Rolf Schroder, Wolfgang Behrenz, Ingeborg Hammann, Bernhard Homeyer