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
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.
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.
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.
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.
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.
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
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
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.
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.
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.
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.
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.
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
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
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
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