Ether Containing Patents (Class 544/174)
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Patent number: 4472412Abstract: A fungicidal agent contains a phenylpropylammonium salt of the formula ##STR1## where R.sup.1, R.sup.2 and R.sup.3 are each hydrogen, unsubstituted or substituted alkyl, unsubstituted or substituted aryl or aralkyl, cycloalkyl, alkoxy, acyl or halogen, R.sup.4 is alkyl, alkenyl or alkoxy, R.sup.5 is alkyl, alkenyl, alkynyl or unsubstituted or substituted aralkyl, R.sup.6 and R.sup.7 are each hydrogen, alkyl, CH.sub.2 OH or OH, X is CH.sub.2, O, S, C.dbd.O, (CH.sub.2).sub.2 or CH.sub.2 CH--R.sup.8 where R.sup.8 is alkyl, m is 0, 1 or 2, n is 0 or 1 and Y.crclbar. is the anion of a non-phytotoxic acid, with the proviso that the bond represented by the broken line may be hydrogenated if m is 0 or 1, and is always hydrogenated if m is 2.Type: GrantFiled: August 24, 1982Date of Patent: September 18, 1984Assignee: BASF AktiengesellschaftInventors: Ernst Buschmann, Bernd Zeeh, Ernst-Heinrich Pommer, Eberhard Ammermann
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Patent number: 4430332Abstract: The invention is dealing with compounds of the formula: ##STR1## and pharmaceutically acceptable salts thereof, in which R.sub.1 and R.sub.2 each represent a lower alkyl radical or a phenyl radical, or, together with the carbon atom to which they are bound, a cycloalkyl radical having at the most 7 carbon atoms; R.sub.3 represents hydrogen, a lower alkyl radical, or the phenyl radical; R.sub.4 and R.sub.5 each represent a lower alkyl radical, or, together with the nitrogen atom to which they are bound, a heterocyclic amino radical such as the pyrrolidinyl or morpholino radicals; and R.sub.6 represents a lower alkyl radical, a phenyl radical, a benzyl radical, or the 1-ethynyl-cyclohexyl radical, which compounds can be used in the treatment of angina pectoris.Type: GrantFiled: December 19, 1980Date of Patent: February 7, 1984Assignee: Centre Europeen de Recherches MauvernayInventors: Patrick Carlier, Andre J. C. Monteil, Jacques A. L. Simond
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Patent number: 4419123Abstract: The herbicidal-4-trifluoromethyl-3'-carbon-substituted-4'-substituted diphenyl ethers comprise a class of compounds that are highly effective herbicides.Type: GrantFiled: October 19, 1981Date of Patent: December 6, 1983Assignee: Rohm and Haas CompanyInventor: Colin Swithenbank
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Patent number: 4419124Abstract: The herbicidal 4-trifluoromethyl-3'-nitrogen-substituted-4'-substituted diphenyl ethers comprise a class of compounds that are highly effective herbicides.Type: GrantFiled: October 19, 1981Date of Patent: December 6, 1983Assignee: Rohm and Haas CompanyInventor: Colin Swithenbank
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Patent number: 4419122Abstract: The herbicidal 4-trifluoromethyl-3'-oxygen-substituted-4'-substituted diphenyl ethers comprise a class of compounds that are highly effective herbicides.Type: GrantFiled: October 19, 1981Date of Patent: December 6, 1983Assignee: Rohm and Haas CompanyInventor: Colin Swithenbank
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Patent number: 4412856Abstract: The novel compounds of the formula I are useful selective herbicides for postemergence application in crops of cereals, maize and rice.In formula I, ##STR1## A is an unsubstituted or substituted amino group, Q is a C.sub.2 -C.sub.6 alkylene bridge, Y is an oxygen or sulfur atom or an unsubstituted or substituted nitrogen atom, and Z is an unsubstituted or substituted phenyl, naphthyl or heterocyclic radical, which phenyl radical, containing the bridge member Y, can additionally carry one to four further substituents.Type: GrantFiled: May 22, 1981Date of Patent: November 1, 1983Assignee: Ciba-Geigy CorporationInventors: Hans-Georg Brunner, Rolf Schurter, Henry Szczepanski
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Patent number: 4393061Abstract: N-[3-(4-{3-Fluorobenzyloxy}phenoxy)propyl]morpholine and its pharmaceutically acceptable salts possess topical anesthetic-antipruritic properties. The free base can be obtained by coupling an alkali metal salt of 4-(3-fluorobenzyloxy)phenol and N-(3-chloropropyl)morpholine.Type: GrantFiled: June 21, 1982Date of Patent: July 12, 1983Assignee: Stiefel Laboratories, Inc.Inventor: Cheng-Sein Yu
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Patent number: 4390537Abstract: 1-(Substituted-aminoalkoxyphenyl)-2-methylene-1-alkanones, a class of compounds possessing anti-allergic properties for use in the treatment of allergic conditions, such as asthma prepared by etherifying an alkanoylphenol with an aminoalkyl halide, converting the ether formed to a salt of Mannich base by reacting it with a salt of a secondary amine in the presence of formaldehyde or paraformaldehyde and treating the Mannich salt with a weak base to deaminate the same and form the final product.Type: GrantFiled: May 19, 1982Date of Patent: June 28, 1983Assignee: Merck & Co., Inc.Inventor: Edward J. Cragoe, Jr.
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Patent number: 4388312Abstract: New quinone derivatives of the formula: ##STR1## wherein R.sup.1 is methyl or methoxy, or two of R.sup.1 combine to represent --CH.dbd.CH--CH.dbd.CH--, R is amino which may be substituted or --OR.sup.4 wherein R.sup.4 is hydrogen, C.sub.1-4 alkyl or --CH.sub.2 --CH.dbd.C(CH.sub.3 --CH.sub.2 --.sub.m H (wherein m is an integer of 1 to 10), and n is an integer of 1 to 10 when R is amino which may be substituted, or n is an integer of 2 to 10 when R is --OR.sup.4, and their hydroquinone forms, have useful physiological activities such as blood-pressure decreasing and antiallergic activities.Type: GrantFiled: August 26, 1980Date of Patent: June 14, 1983Assignee: Takeda Chemical Industries, Ltd.Inventors: Shinji Terao, Mitsuru Shiraishi, Kaneyoshi Kato
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Patent number: 4360519Abstract: Morpholine derivatives of the formula ##STR1## and their pharmaceutically acceptable acid addition salts[wherein R.sup.1 represents lower alkyl. R.sup.2 represents hydrogen, lower alkyl, benzyl, lower alkoxymethyl or an acyl group; R.sup.3 represents hydrogen, lower alkyl or phenyl; R.sup.4, R.sup.5 and R.sup.6 are independently hydrogen or lower alkyl and R.sup.7 is hydrogen, lower alkyl, lower alkenyl, lower alkynyl, aryl(lower)alkyl, tetrahydrofurylmethyl or cycloalkylmethyl] possess analgesic and/or opiate antagonistic activity.Type: GrantFiled: October 3, 1980Date of Patent: November 23, 1982Assignee: John Wyeth & Brother LimitedInventors: Alan C. White, Edwin T. Edington
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Patent number: 4350518Abstract: Substituted alkylammonium salts of the formula ##STR1## where Ar denotes substituted phenyl, X denotes oxygen or sulfur, n denotes one of the integers 0, 1 and 2, B denotes bicyclic quinuclidine, bicyclic pyrrolizidine or substituted ammonium, and Z denotes the anion of a nonphytotoxic acid, the manufacture of these compounds, and their use as plant growth regulators.Type: GrantFiled: February 23, 1981Date of Patent: September 21, 1982Assignee: BASF AktiengesellschaftInventors: Hubert Sauter, Bernd Zeeh, Ernst Buschmann, Johann Jung
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Patent number: 4342782Abstract: 1-(Substituted-aminoalkoxyphenyl)-2-methylene-1-alkanones, a class of compounds possessing antiallergic propertiesfor use in the treatment of allergic conditions, such as asthma prepared by etherifying an alkanoylphenol with an aminoalkyl halide, converting the ether formed to a salt of Mannich base by reacting it with a salt of a secondary amine in the presence of formaldehyde or paraformaldehyde and treating the Mannich salt with a weak base todeaminate the same and form the final product.Type: GrantFiled: November 16, 1978Date of Patent: August 3, 1982Assignee: Merck & Co., Inc.Inventor: Edward J. Cragoe, Jr.
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Patent number: 4342762Abstract: The invention relates to novel basic ethers of the general formula /I/ and pharmaceutically acceptable acid addition salts and quaternary salts thereof, ##STR1## wherein R.sup.1 and R.sup.2 may be the same or different and represent a C.sub.1-5 alkyl group or a C.sub.3-6 cycloalkyl group or they form, together with the adjacent nitrogen atom, a heterocyclic ring containing 4-7 carbon atoms and optionally a further hetero atom, e.g. an oxygen, sulfur or nitrogen atom, and this latter may be optionally substituted by a C.sub.1-3 alkyl, benzyl or phenyl group,R represents a phenyl, phenyl-/C.sub.1-3 alkyl/ or thienyl group optionally substituted by one or more halogen or C.sub.1-3 alkoxy substituent/s/,A represents a C.sub.2-5 straight or branched alkylene chain, and represents a valence bond of .alpha. or .beta. configuration.Type: GrantFiled: December 11, 1980Date of Patent: August 3, 1982Assignee: Egyt Gyogyszervegyeszeti GyarInventors: Zoltan Budai, Laszlo Magdanyi, Aranka Lay nee Konya, Tibor Mezei, Katalin Grasser, Lujza Petocz, Ibolya Kosoczky
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Patent number: 4331674Abstract: 4-Phenoxy-4-(azolyl-1-yl)-butanoic acid derivatives of the formula ##STR1## in which A is --CO-- or CH(OH)--,Y is --CH.dbd. or --N.dbd.,Z is halogen, alkyl, alkenyl, halogenoalkyl, cycloalkyl, alkoxy, alkylthio, alkoxycarbonyl, phenyl, phenoxy, phenylalkyl, substituted phenyl, phenoxy or phenylalkyl, amino, cyano or nitro,R is cyano, --CO--OR.sup.3 or --CO--NR.sup.4 R.sup.5,R.sup.1 and R.sup.2 each independently is alkyl, phenyl or substituted phenyl, or conjointly form a carbocyclic ring,R.sup.3 is alkyl,R.sup.4 is hydrogen, alkyl, phenyl or substituted phenyl andR.sup.5 is hydrogen or alkyl, orR.sup.4 and R.sup.5 conjointly form a methylene bridge --(CH.sub.2).sub.m -- which can contain a further hetero-atom,m is 2, 3, 4, 5, 6 or 7,n is 0, 1, 2, 3, 4 or 5,and salts thereof, which possess fungicidal properties.Type: GrantFiled: July 27, 1977Date of Patent: May 25, 1982Assignee: Bayer AktiengesellschaftInventors: Wolfgang Kramer, Jorg Stetter, Karl H. Buchel, Paul-Ernst Frohberger, Wilhelm Brandes
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Patent number: 4328226Abstract: The present invention relates to the compounds having the following general formula (1) ##STR1## where: X is a halogen atomQ is a formyl or nitrile (cyano) groupY is a hydroxyl, alkoxyl, alkyl or nitro group"m" is the number of Y substituents 0 or 1"n" equals 1-20U and T are methyl radicals or hydrogen atoms acting strongly towards pathogenic fungi, especially of the Alternaria and Botrytis genera.Type: GrantFiled: April 3, 1980Date of Patent: May 4, 1982Assignee: Instytut Przemyslu Organicznego & Politechnika WroclawskaInventors: Stanislaw Witek, Damian Grobelny, Jadwiga Gorska-Poczopko, Edmund Bakuniak, Irena Bakuniak, Janina Ptaszkowska
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Patent number: 4327214Abstract: Substituted alkylammonium salts of the formula ##STR1## where R.sup.1, R.sup.2 and R.sup.3 are hydrogen, C.sub.1-4 -alkyl, fluorine, chlorine or bromine, X is oxygen or sulfur, n denotes one of the integers 2, 3 and 4, A denotes quinuclidine or pyrrolizidine, or --NR.sup.4 R.sup.5 R.sup.6, R.sup.4, R.sup.5 and R.sup.6 denoting C.sub.1-6 -alkyl, C.sub.2-6 -alkenyl or C.sub.2-6 -alkynyl which are unsubstituted or substituted by halogen, cyano or C.sub.1-4 -alkoxy, or R.sup.5 and R.sup.6, as alkylene groups, may be part of an unsubstituted or C.sub.1-2 -alkyl-substituted 5- or 6-membered heterocycle with 1 to 3 heteroatoms in the ring, and Z is the anion of any non-phytotoxic acid HZ, the manufacture of such compounds, agents for regulating plant growth containing these compounds, and the use thereof for regulating plant growth.Type: GrantFiled: September 12, 1980Date of Patent: April 27, 1982Assignee: BASF AktiengesellschaftInventors: Costin Rentzea, Hubert Sauter, Johann Jung
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Patent number: 4304936Abstract: 3-Phenoxy-.alpha.-phenoxy-alkancarboxylic acid derivatives of the formula ##STR1## are disclosed as possessing a surprising selective herbicidal activity. In the formula, Hal is a halogen atom, m is an integer 1, 2 or 3, Y is a hydrogen or halogen atom or the cyano group, Z is a halogen atom or the cyano group, R.sub.1 is hydrogen or C.sub.1 -C.sub.8 alkyl, and R is an acid function. Methods are disclosed for combatting weeds in mono- and dicotyledonous cultures such as cereals, corn, rice, soya and cotton, which comprise applying to the locus to be protected from weeds a dosage of from 0.1 to 10.0 kilograms per hectare of the above compounds.Type: GrantFiled: October 11, 1979Date of Patent: December 8, 1981Assignee: Ciba-Geigy CorporationInventors: Otto Rohr, Georg Pissiotas, Beat Bohner, Kurt Burdeska
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Patent number: 4301284Abstract: New N-arylpropyl-substituted amines, and salts, molecular compounds and adducts thereof, having a good fungicidal action, fungicides containing these compounds, and processes for manufacturing these compounds.Type: GrantFiled: May 18, 1979Date of Patent: November 17, 1981Assignee: BASF AktiengesellschaftInventors: Ernst Buschmann, Bernd Zeeh, Ernst-Heinrich Pommer, Norbert Goetz
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Patent number: 4283534Abstract: A process for the preparation of aralkylamines of the formula ##STR1## where R.sup.1 is hydrogen, an aliphatic hydrocarbon radical, a cycloaliphatic radical or alkoxy,R.sup.2, R.sup.3 and R.sup.4 are hydrogen or alkyl,X.sup.1, X.sup.2, X.sup.3 and X.sup.4 are hydrogen or alkyl,A is ##STR2## X.sup.5, X.sup.6, X.sup.7, X.sup.8, X.sup.9 and X.sup.10 are hydrogen or alkyl andn is 2, 3 or 4,by reacting a secondary amine with a carbonyl compound in the presence of hydrogen and of a hydrogenation catalyst which comprises palladium, mixed with zinc, cadmium, manganese and/or a rare earth metal oxide, on an inert carrier.Type: GrantFiled: March 14, 1980Date of Patent: August 11, 1981Assignee: BASF AktiengesellschaftInventors: Norbert Goetz, Leopold Hupfer
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Patent number: 4277474Abstract: New propanone derivatives, useful for treating allergic diseases, the pharmacologically allowable salts thereof, their manufacturing process and pharmaceutical composition containing at least one of them as the active ingredient.Type: GrantFiled: September 27, 1979Date of Patent: July 7, 1981Assignee: Nippon Zoki Pharmaceutical Co., Ltd.Inventors: Akihide Kohda, Teikichi Kurosaki
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Patent number: 4271294Abstract: Compounds of the formula I ##STR1## wherein Ar.sup.1 and Ar.sup.2 represent unsubstituted or substituted phenyl, R.sup.1 represents hydrogen, alkyl, alkoxy, hydroxyalkyl, allyl, benzyl or a group --O--R.sup.2 -NR.sup.3 R.sup.4, R.sup.2 represents alkylene and --NR.sup.3 R.sup.4 is an open chain or cyclic organic amino group, are effective initiators for the photopolymerization of unsaturated compounds or for the photocrosslinking of polyolefins. They can be obtained by different methods which are in themselves known, in particular by reaction of the corresponding haloalkyl ethers or haloalkyl ketals with primary or secondary amines.Type: GrantFiled: March 13, 1980Date of Patent: June 2, 1981Assignee: Ciba-Geigy CorporationInventors: Louis Felder, Rudolf Kirchmayr, Rinaldo Kusler
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Patent number: 4256800Abstract: The antistatic composition for application to flat fibrous articles such as textiles, carpets, fabrics and the like which comprises a salt of a polymeric acid with an amine of the general formula ##STR1## wherein A=H, --OR.sub.2, ##STR2## R.sub.1 =H, a lower alkyl radical, a hydroxyalkyl, aminoalkyl, polyalkylene imine or polyalkylene glycol ether radical;R.sub.2 =H, a lower alkyl radical, a hydroxyalkyl, aminoalkyl, polyalkylene imine or polyalkylene glycol ether radical;R.sub.3 =H, a lower alkyl radical, a hydroxyalkyl, aminoalkyl, polyalkylene imine or polyalkylene glycol ether radical;R.sub.Type: GrantFiled: January 18, 1978Date of Patent: March 17, 1981Assignee: Chemische Fabrik Stockhausen & CieInventors: Dolf Stockhausen, Reinmar Peppmoller
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Patent number: 4243665Abstract: Compounds corresponding to the formula ##STR1## in which R' is a hydrogen atom or a methyl radical and R represents a radical ##STR2## in which Z is O, S, S.fwdarw.O, SO.sub.2 or NR.sub.1, in which R.sub.1 is a hydrogen atom or an alkyl, CONR.sub.2 R.sub.3, COOR.sub.2, COR.sub.2 or SO.sub.2 R.sub.2 radical, R.sub.2 and R.sub.3 each representing, independently of one another, a hydrogen atom, an alkyl radical having 1 to 4 carbon atoms, a phenyl radical or a CF.sub.3 radical, in the form of racemates or enantiomers if R' is CH.sub.3, and also, where appropriate, their addition salts with pharmaceutically acceptable acids.The compounds and salts are useful as anti-inflammatory agents, e.g. for treatment of arthritis. A process for preparing them and pharmaceutical compositions containing them are also claimed.Type: GrantFiled: November 21, 1978Date of Patent: January 6, 1981Assignee: SynthelaboInventors: Thomas A. Purcell, Braham Shroot, Daniel J. M. Galtier
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Patent number: 4241059Abstract: 6-[(Aryloxy)methyl]-2-morpholinemethanol derivatives are provided having the structure ##STR1## wherein R is hydrogen, lower alkyl, phenyl-lower alkyl, or lower alkenyl, and Ar represents a monocyclic or polycyclic aromatic group including tetraindiols and their analogs. These compounds are useful as adrenergic modifiers, particularly in treating arrhythmia.Type: GrantFiled: December 17, 1979Date of Patent: December 23, 1980Assignee: E. R. Squibb & Sons, Inc.Inventors: Frederic P. Hauck, Glenn A. Jacobs
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Patent number: 4237132Abstract: A series of new 4,6-disubstituted 2-morpholinone derivatives were prepared either by a reaction of corresponding epoxide derivatives with phenylglycine derivatives or by the reaction of isopropanol derivatives with carboxylic acid derivatives. The new morpholinone derivatives are useful for the prevention or the treatment of arteriosclerosis.Type: GrantFiled: June 4, 1976Date of Patent: December 2, 1980Assignee: Nippon Shinyaku Co., Ltd.Inventors: Hiromu Murai, Katsuya Ohata, Hiroshi Enomoto, Shoichi Chokai, Mitsuhiro Maehara, Katsuhide Saito, Takayuki Ozaki
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Patent number: 4230862Abstract: Derivatives of 3-phenyl-4-aroyl-1,2-dihydronaphthalenes and 1-aroyl-2-phenylnaphthalenes are useful both as antifertility agents and in suppressing the growth of mammary tumors.Type: GrantFiled: August 3, 1978Date of Patent: October 28, 1980Assignee: Eli Lilly and CompanyInventors: Tulio Suarez, C. David Jones
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Patent number: 4229449Abstract: Substituted morpholine derivatives, such as, for instance, the compound 2-[.alpha.-(2-methoxy-phenoxy)-benzyl]-morpholine are disclosed.The claimed compounds are active on the central nervous system, and may be used as antidepressant agents.Type: GrantFiled: January 8, 1979Date of Patent: October 21, 1980Assignee: Farmitalia Carlo Erba, S.p.A.Inventors: Piero Melloni, Arturo D. Torre, Giovanni C. Carniel, Alessandro Rossi
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Patent number: 4216326Abstract: N-{3- and 4-[R.sub.1 -(phenyl)-C(.dbd.X)]-phenyl-lower-alkyl}amines, useful as anti-inflammatory agents, are prepared either by reduction of 3- or 4-[R.sub.1 -(phenyl)-CO]-phenyl-lower-alkanoylamines, which are also useful as anti-inflammatory agents; by benzoylating a phenyl-lower-alkylamine; by reaction of a 3- or 4-lithiophenyl-lower-alkylamine with a R.sub.1 -(phenyl)-carboxaldehyde, a R.sub.1 -(phenyl)-lower-alkyl ketone or a R.sub.1 -(phenyl)-carbonitrile or by transformations involving manipulations of a carbonyl or carbinol group.Type: GrantFiled: May 3, 1978Date of Patent: August 5, 1980Assignee: Sterling Drug Inc.Inventor: Bernard L. Zenitz
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Patent number: 4215215Abstract: Novel 9-phenyl 5,6-dimethyl-nona-2,4,6,8-tetraenoic acid, tetraenal or tetraenol derivatives useful as anti-tumor agents.Type: GrantFiled: July 6, 1979Date of Patent: July 29, 1980Assignee: Hoffmann-La Roche Inc.Inventors: Werner Bollag, Rudolf Ruegg, Gottlieb Ryser
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Patent number: 4198510Abstract: A process for the preparation of carboxylic acids represented by a formula ##STR1## wherein R.sub.1 represents hydrogen atom or a lower alkyl radical, R.sub.2 represents hydrogen atom, lower alkyl or allyl radical and R.sub.3 represents phenyl, substituted phenyl, substituted naphthyl, dibenzofuranyl or substituted biphenyl. Following novel enamine and amidine compounds as intermediates for manufacturing the carboxylic acids and processes for the manufacture of said enamine and amidine compounds ##STR2## wherein R.sub.1, R.sub.2 and R.sub.3 represent the meanings as referred to and R.sub.4 represents dimethylamino, pyrrolidyl, piperidyl or morpholyl.Type: GrantFiled: July 7, 1978Date of Patent: April 15, 1980Assignees: Sanwa Kagaku Kenkyusho Co., Ltd., Takayuki ShioiriInventors: Takayuki Shioiri, Nobutaka Kawai, Masatoshi Ban
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Patent number: 4179558Abstract: Compounds having the formula ##STR1## wherein R.sub.1 is hydrogen, alkyl or aryl; R.sub.2 is alkylamino, dialkylamino, or a nitrogen containing heterocyclic group; R.sub.3 is hydrogen, halogen, alkyl, alkoxy or trifluoromethyl; A.sub.1 is an alkylene group; and n is 1, 2 or 3, have useful anti-inflammatory activity.Type: GrantFiled: January 30, 1978Date of Patent: December 18, 1979Assignee: E. R. Squibb & Sons, Inc.Inventors: John Krapcho, Joseph Schwartz
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Patent number: 4173464Abstract: A herbicidal composition which comprises as an active ingredient a m-phenoxybenzamide compound of the formula: ##STR1## wherein X, which may be the same or different, is a halogen atom or a lower alkyl or lower alkoxy group, n is zero or an integer of 1 to 5 and R is a group of the formula: ##STR2## (in which R.sub.1 is a hydrogen atom or a lower alkyl or lower alkenyl group and R.sub.2 is a lower alkyl, lower alkenyl, lower alkynyl, lower alkoxy, lower cycloalkyl, lower haloalkyl, lower alkoxy-substituted lower alkyl, lower cyanoalkyl, lower alkylamino-substituted lower alkyl or benzyl group) or an ethylenimino, pyrrolidino, dimethylpyrrolidino, piperidino, methylpiperidino, hexamethylenimino, morpholino or dimethylmorpholino group.Type: GrantFiled: April 29, 1977Date of Patent: November 6, 1979Assignee: Sumitomo Chemical Company, LimitedInventors: Hiroshi Noguchi, Shunichi Hashimoto, Shigeyoshi Kitamura, Takashi Matsuo, Akihiko Mine, Katsuzo Kamoshita
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Patent number: 4172945Abstract: Compounds are provided having the structure ##STR1## wherein n is 1, 2 or 3, m is 0, 1 or 2, R.sub.1, R.sub.2, R.sub.3, R.sub.4 and R.sub.5 may be the same or different and can be hydrogen, lower alkyl, halo-lower alkyl, acyl, lower alkoxy-carbonyl ##STR2## amido ##STR3## or lower alkoxyalkylene, X is a straight or branched bivalent aliphatic radical and Y is ##STR4## These compounds are useful in the treatment of hypertension.Type: GrantFiled: July 27, 1978Date of Patent: October 30, 1979Assignee: E. R. Squibb & Sons, Inc.Inventors: Frederic P. Hauck, Joseph E. Sundeen, Joyce Reid
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Patent number: 4160099Abstract: Labile quaternary ammonium salts of the following formula (I) and (II) are provided: ##STR1## wherein ##STR2## represents a tertiary aliphatic amine; wherein ##STR3## represents an unsaturated amine; wherein R represents a member selected from the group consisting of a hydrogen atom, a C.sub.1 -C.sub.8 open chain or cyclo alkyl group, a C.sub.1 -C.sub.8 alkoxyalkyl group, a C.sub.1 -C.sub.8 acyloxyalkyl group, a C.sub.1 -C.sub.8 haloalkyl group, a C.sub.1 -C.sub.8 carboxyalkyl group, a C.sub.2 -C.sub.8 alkenylphenyl group, an aryl group, and a substituted aryl group, whose substituents are selected from the group consisting of a halogen atom, an O-lower alkyl (C.sub.1 -C.sub.4) group, an O-acyl group, a nitro group, a carboxyl group, and a carboethoxy group; wherein R.sub.1 which may be the same or different, represents any member defined by R above with the proviso that R.sub.Type: GrantFiled: September 20, 1976Date of Patent: July 3, 1979Assignee: Interx Research CorporationInventor: Nicolae S. Bodor
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Patent number: 4156011Abstract: The sulphur- and oxygen-containing diaryl compounds of the formula: ##STR1## in which A and B, which may be the same or different, represent O, S, SO or SO.sub.2,Alk is a C.sub.1 -C.sub.4 hydrocarbon radical with a straight or branched chain, R represents COOH, an esterified COOH group, a carboxylic amide group, OH, O-SO.sub.2 CH.sub.3, NH.sub.2, NHR.sub.1, NR.sub.1 R.sub.2, NHZOH, NHZNR.sub.1 R.sub.2, C(.dbd.NH)NH.sub.2, C(.dbd.NH)NHOH or 2-.DELTA..sup.2 -imidazolinyl, Z is a C.sub.2 -C.sub.4 hydrocarbon radical with a straight or branched chain, and R.sub.1 and R.sub.2 each represent a C.sub.1 -C.sub.Type: GrantFiled: April 5, 1977Date of Patent: May 22, 1979Assignee: Societe Anonyme dite: Laboratoire L. LafonInventors: Victor Lafon, Louis Lafon
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Patent number: 4154852Abstract: Novel 7-aminobenzocycloheptenes of the formula ##STR1## wherein X is selected from the group consisting of --NO.sub.2, --NH.sub.2, CH.sub.3 O-- and --OH, R.sub.1 is selected from the group consisting of hydrogen and alkyl of 1 to 5 carbon atoms, R.sub.2 is alkyl of 1 to 5 carbon atoms and R.sub.1 and R.sub.2 together with the nitrogen atom to which they are attached form a saturated heterocycle of 4 to 6 ring carbon atoms optionally containing a second heteroatom in the ring and optionally substituted with an alkyl of 1 to 5 carbon atoms and their non-toxic, pharmaceutically acceptable acid addition salts in optically active or racemic mixture form having antidepressant activity and a process for their preparation.Type: GrantFiled: September 20, 1977Date of Patent: May 15, 1979Assignee: Roussel UclafInventors: Lucien Nedelec, Daniel Frechet, Claude Dumont
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Patent number: 4148897Abstract: Novel 1,2-dihydronaphthalene derivatives of the formula ##STR1## wherein R.sup.1 and R.sup.2, independently of each other, are hydrogen, nitro, amino, halogen, or hydroxyl which may be protected, and R.sup.3 is a piperazinyl or morpholino group which may be substituted by lower alkyl, aralkyl, carboxylic acid-derived acyl, lower alkoxycarbonyl-lower alkyl or cycloaminocarbonyl-lower alkyl, and its salts have excellent pharmacological activities such as vasodilator and cerebral blood flow increasing activities.Type: GrantFiled: April 20, 1977Date of Patent: April 10, 1979Assignee: Takeda Chemical Industries, Ltd.Inventors: Yoshikazu Oka, Katsumi Itoh, Akio Miyake, Minoru Hirata
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Patent number: 4140770Abstract: Processes for preparing benzoylethers, their acid additive salts and their quaternary ammonium salts are disclosed. These compounds have useful pharmacodynamic properties.Type: GrantFiled: April 12, 1977Date of Patent: February 20, 1979Assignee: A. Nattermann & Cie. GmbHInventors: Gudrun Repplinger, Hans Betzing
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Patent number: 4129598Abstract: Trifluoromethylthiophenylethylamine derivatives, made from the corresponding acid chlorides by successive reduction, condensation with nitroethane, reduction, and condensation with an amine, possess anorexigenic properties, unaccompanied by central stimulant activity or cardiovascular effects.Type: GrantFiled: May 24, 1974Date of Patent: December 12, 1978Assignee: SynthelaboInventors: Don P. R. L. Giudicelli, Henry Najer
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Patent number: 4118565Abstract: A surface active compound comprises at least one lipophilic group and at least one hydrophilic oxyethylated group linked together through acetal linkages so that, on acidification of an aqueous medium containing such a surface active compound, rupture of such acetal linkages permits separation of said lipophilic group, possibly with lipid material associated therewith, from the aqueous medium in which the oxyethylated groups remain so in turn permitting recovery of such lipophilic groups and any such lipid material, and effective elimination of active surface active compound from the aqueous phase.Type: GrantFiled: January 13, 1977Date of Patent: October 3, 1978Assignee: Canadian D. A. Stuart Oil Co. LimitedInventor: Gerhard Wolfgang Helmut Scherf
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Patent number: 4115416Abstract: .alpha.-Phenoxyacetic acids, in which the .alpha.-position is substituted by an alkyl residue with 5 to 12 carbon atoms and the phenyl residue is substituted by a cycloaliphatic hydrocarbon residue which is unsaturated in the 1-position and is only singly unsaturated, and their esters and amides are useful as hypolipidaemic agents.Type: GrantFiled: September 9, 1976Date of Patent: September 19, 1978Assignee: Ciba-Geigy AGInventors: Alberto Rossi, Christian Egli
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Patent number: 4115570Abstract: Compounds of the formula ##STR1## wherein A is alkylene, R.sub.1, R.sub.2, and R.sub.3 are hydrogen or lower alkoxy, and R.sub.4 is ##STR2## in which R.sub.5 and R.sub.6 are hydrogen or lower alkyl, with the proviso that at least one of R.sub.5 and R.sub.6 is lower alkyl, and >X is oxygen, ##STR3## or >N--R.sub.7 wherein R.sub.7 and R.sub.8 are hydrogen or lower alkyl, depress the activity of the central nervous system when administered to a living animal.Type: GrantFiled: February 28, 1975Date of Patent: September 19, 1978Assignee: Istituto Chemioterapico Italiano, S.p.A.Inventor: Aldo Garzia
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Patent number: 4115413Abstract: Triaryl-methane dyestuffs which are free from sulfonic acid and carboxylic acid groups and are selected from the group consisting of dyestuffs having one of the following four formulae: ##STR1## wherein R is alkyl, aralkyl, cycloalkyl or aryl; R.sub.1 is hydrogen, alkyl, aralkyl or cycloalkyl; R.sub.2 is alkyl, aralkyl, cycloalkyl or aryl; R.sub.1 and R.sub.2 additionally including divalent alkylene when joined together with the nitrogen or with a carbon atom in the o-position in the ring A to form a heterocyclic ring; R.sub.3 is hydrogen, alkyl, aralkyl, aryl, aralkoxy, aryloxy, halogen, carboxylic acid ester radical, carbonamido, sulfonamido, cyano, nitro, alkylsulfonyl, aryalkylsulfonyl, arylsulfonyl or acyl; and X is the radical of an anion; ##STR2## wherein R is alkyl or cycloalkyl; R.sub.1 is hydrogen, alkyl, aralkyl, cycloalkyl or aryl; R.sub.2 is alkyl, cycloalkyl, aralkyl or aryl, halogen or cyano; R.sub.1 and R.sub.Type: GrantFiled: November 21, 1969Date of Patent: September 19, 1978Assignee: Bayer AktiengesellschaftInventors: Roderich Raue, Willi Eifler, Hans-Peter Kuhlthau
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Patent number: 4113972Abstract: 1,1-Diphenyl-2-hydroxy-3-aminopropane derivatives are useful for their psychotropic activity and, in particular are useful as antidepressants.Type: GrantFiled: June 21, 1976Date of Patent: September 12, 1978Assignee: Beecham Group LimitedInventor: Judith Ann Clark
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Patent number: 4112231Abstract: A process is provided for the condensation of epoxides with organic compounds having an active hydrogen atom, such as alcohols, polyols, and amines, in the presence of a neutral inorganic salt selected from the group consisting of sodium fluoborate, magnesium perchlorate, calcium perchlorate, manganese perchlorate, nickel perchlorate and zinc perchlorate.Type: GrantFiled: September 1, 1976Date of Patent: September 5, 1978Assignee: Berol Kemi ABInventors: Bengt John Gustaf Weibull, Leif Urban Folke Thorsell
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Patent number: 4110447Abstract: Compounds of the formulaR--A--Zwherein R is 4-biphenylyl or 4-phenoxyphenyl or a corresponding group monosubstituted or polysubstituted by one or more of F, Cl and Br; A is --CH(CH.sub.3)--CH.sub.2 --(CH.sub.2).sub.n --, --C(CH.sub.3).dbd.CH--(CH.sub.2).sub.n -- or --C(OH) (CH.sub.3)--CH.sub.2 --(CH.sub.2).sub.n --; Z is --NR.sup.1 R.sup.2, imidazol-1-yl, phthalimido or 4,5-dihydro-4-oxophthalazin-1-yl-amino; R.sup.1 and R.sup.2 each are H or alkyl, azaalkyl or acyl, each of 1 - 6 carbon atoms or, collectively, are alkylene of 4 - 7 carbon atoms, 3-oxapentamethylene or 3-R.sup.3 -3-azapentamethylene; R.sup.3 is H or alkyl or hydroxyalkyl each of up to 6 carbon atoms; and n is 0, 1 or 2, and their physiologically acceptable acid addition salts possess anti-inflammatory, anti-arteriosclerotic and serum cholesterol and triglyceride level lowering activities.Type: GrantFiled: October 22, 1975Date of Patent: August 29, 1978Assignee: Merck Patent Gesellschaft mit beschraenkter HaftungInventors: Joachim Gante, Hans-Adolf Kurmeier, Erich Schacht, Werner Mehrhof, Dieter Orth, Albrecht Wild, Zdenek Simane
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Patent number: 4109088Abstract: 2-(Indenyloxymethyl) morpholine derivatives are disclosed. These derivatives are excellent in methamphetamine stereotyped increasing and antireserpine activities which are useful as antidepression agents.Type: GrantFiled: February 25, 1977Date of Patent: August 22, 1978Assignee: Yamanouchi Pharmaceutical Co., Ltd.Inventors: Masuo Murakami, Kozo Takahashi, Yuji Kawashima, Tadao Kojima, Kunihiro Niigata, Takashi Fujikura, Yoshihisa Nozaki, Shiro Tachikawa, Shinji Usuda, Soichi Kagami
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Patent number: 4105790Abstract: The invention concerns .alpha.-aminoacyl derivatives of phenyl-, phenoxy-, thiophenoxy- and phenylsulphinylalkanoic acids together with their amides, esters and pharmaceutically acceptable salts; processes for their preparation; and pharmaceutical compositions for therapeutic use in inhibiting the formation of thrombi and also in reducing the persistence of thrombi formed in the blood of warm blooded animals. Representative compounds of the invention are methyl 4-(aminoacetyl)phenoxyacetate, 4-(aminoacetyl)phenoxyacetic acid and methyl 4-(aminoacetyl)-thiophenoxyacetate, preferably as their hydrochlorides.Type: GrantFiled: November 9, 1976Date of Patent: August 8, 1978Assignee: Imperial Chemical Industries LimitedInventors: Clifford R. Hughes, Stephen J. Jackson, John Preston, Peter L. Walton
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Patent number: 4100192Abstract: The present invention relates to novel amido, cycloamido, carbonylamido, sulfonylamido, and hydrazino derivatives of inter-phenylene-PG-type compounds. These novel derivatives produce surprisingly prolonged oral activity, particularly as anti-thrombotic agents, as compared to the previously known inter-phenylene-PG-type acids and esters.Type: GrantFiled: April 18, 1977Date of Patent: July 11, 1978Assignee: The Upjohn CompanyInventor: Walter Morozowich
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Patent number: 4098805Abstract: The present invention relates in part to novel amido, cycloamido, carbonylamido and sulfonylamido derivatives and p-substituted phenyl esters of 9-deoxy-9-methylene-PGF-type compounds. These novel amides produce surprisingly prolonged oral activity as pharmacological agents, as compared to the previously known 9-deoxy-9-methylene-PGF-type compounds.Further, the novel p-substituted phenyl esters provide more stable pharmaceutical formulations as compared to known 9-deoxy-9-methylene-PGF-type esters.Additionally, a novel series of 16-phenyl-9-deoxy-9-methylene-PGF-type compounds in free acid, ester, C-1 alcohol, and C-1 amine form is provided. Such compounds exhibit characteristic prostaglandin-type pharmacological actions.Type: GrantFiled: April 11, 1977Date of Patent: July 4, 1978Assignee: The Upjohn CompanyInventor: Gordon L. Bundy