The Ether Oxygen Is Bonded Directly To The Aryl Ring Or Ring System Patents (Class 564/347)
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Patent number: 4994616Abstract: A novel herbicide of formula I ##STR1## wherein R.sub.1 represents a halogen atom or an alkyl, haloalkoxy, haloalkyl or alkoxycarbonyl group;R.sub.2 represents a hydrogen or halogen atom;each of R.sub.3 to R.sub.6 independently represents a hydrogen or halogen atom or a cyano, alkyl, haloalkyl, alkoxy or haloalkoxy group;R.sub.7 represents a hydrogen or halogen atom, or an alkyl, haloalkoxy, haloalkyl or alkoxycarbonyl group;and A represents a nitrogen atom or a --CH-- group, together with its formulation and use as a herbicide, and its preparation.Type: GrantFiled: April 12, 1988Date of Patent: February 19, 1991Assignee: Ube Industries, Ltd.Inventor: David Munro
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Patent number: 4956388Abstract: The present invention provides 3-aryloxy-3-substituted propanamines capable of inhibiting the uptake of serotonin and norepinephrine.Type: GrantFiled: January 12, 1990Date of Patent: September 11, 1990Assignee: Eli Lilly and CompanyInventors: David W. Robertson, David T. Wong, Joseph H. Krushinski, Jr.
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Patent number: 4892671Abstract: New composition comprises a functional fluid in contact with ferrous metal and a corrosion inhibiting amount of at least one compound of formula (I) ##STR1## or a derivative thereof in which R.sup.1, R.sup.2 and R.sup.3 are, independently, hydrogen, a C.sub.1 -C.sub.15 straight or branched chain alkyl residue, a C.sub.5 -C.sub.12 cycloalkyl residue, a C.sub.6 -C.sub.15 aryl residue or C.sub.7 -C.sub.12 alkaryl residue, and R.sup.4 and R.sup.5 are, independently, hydrogen, 2-hydroxyethyl or 2-hydroxypropyl with the provisos that(a) R.sup.4 and R.sup.5 are not simultaneously hydrogen,(b) when R.sup.4 and R.sup.5 are each --CH.sub.2 --CH.sub.2 --OH, R.sup.1 and R.sup.2 are not simultaneously hydrogen and R.sup.3 is not a pentyl residue and(c) that polyalkylene and phenol or polycarboxylic ester co-additives are absent;as well as salts thereof.Some of the compounds of formula I are new.Type: GrantFiled: January 23, 1989Date of Patent: January 9, 1990Assignee: Ciba-Geigy CorporationInventors: Robert M. O'Neil, John D. Payne
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Patent number: 4880841Abstract: Phenethylamine derivatives shown by the general formula ##STR1## wherein Ro represents a lower alkyl group; R.sub.1 represents a lower alkyl group or a lower alkoxy group; R.sub.2 represents hydrogen atom or a hydroxyl group; R.sub.3 and R.sub.4 each represents hydrogen atom or a lower alkyl group; R.sub.5 represents hydrogen atom or a lower alkoxy group; X represents oxygen atom or a methylene group; m is an integer of 1 -3; and n is an integer of 0-2 and the acid addition salts thereof.These compounds exhibit a strong .alpha.-adreneregic blocking action and are useful as an antihypertensive agent.Type: GrantFiled: February 3, 1989Date of Patent: November 14, 1989Assignee: Yamanouchi Pharmaceutical Co., Ltd.Inventors: Kazuo Imai, Kunihiro Niigata, Takashi Fujikura, Shinichi Hashimoto, Toichi Takenaka, Kazuo Honda
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Patent number: 4867888Abstract: A series of water-soluble, or at least water-dispersible, corrosion inhibiting solutions are disclosed which contain about 2 ppm to about 70%, preferably about 3 ppm to about 200 ppm, of an ethoxylated, propoxylated alkylphenol amine represented by the formula: ##STR1## wherein R is hydrogen or an alkyl group containing about 5 to about 12 carbon atoms, R' is an alkyl group containing about 5 to about 12 carbon atoms, x equals about 1 to about 20, z equals about 1 to about 20, a equals about 1 to about 20, and b equals about 1 to about 20. The salt reaction products of the instant alkoxylated amine and an organic acid selected from the group consisting of hydroxyacetic acid, a fatty acid, a dicarboxylic acid, a dimer-trimer acid, an acidic phosphorus containing compound, and mixtures thereof are also effective in controlling sour and sweet corrosion.Type: GrantFiled: December 24, 1987Date of Patent: September 19, 1989Assignee: Texaco Inc.Inventor: Frederick W. Valone
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Patent number: 4864061Abstract: New substituted phenoxyalkanolamines and phenoxyalkanol-cycloalkylamines of the general formula I ##STR1## in which R.sup.1 and R.sup.2, which can be identical or different, denote alkyl groups with in each case 1 to 4 carbon atoms, or R.sup.1 and R.sup.2 together denote the group --(CH.sub.2).sub.n --, wherein n is the number 4 or 5, R.sup.3 denotes hydrogen, or an alkyl group or an acyl group with in each case 1 to 6 carbon atoms, R.sub.4 denotes an alkyl group with 1 to 4 carbon atoms or the cyclopropylmethyl group and R.sup.5 denotes hydrogen halogen or alkyl, and acid addition salts thereof, have a cardioselective .beta..sub.1 -adrenolytic and hypotensive action. They can be used as medicaments for the treatment of angina pectoris, hypertension and arrhythmias.Type: GrantFiled: July 8, 1986Date of Patent: September 5, 1989Assignee: Beiersdorf AktiengesellschaftInventor: Erich Cohnen
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Patent number: 4853408Abstract: Novel 4-phenylpropyl-indoles of the formula ##STR1## wherein R and R.sub.1 are individually selected from the group consisting of hydrogen, linear alkyl of 1 to 5 carbon atoms, branched alkyl of 3 to 5 carbon atoms, cycloalkyl of 3 to 7 carbon atoms cycloalkylalkyl of 4 to 7 carbon atoms and optionally substituted aralkyl of 7 to 12 carbon atoms or R.sub.1 and R taken together with the nitrogen atom form an optionally unsaturated heterocycle containing another heteroatom selected from the group consisting of oxygen, sulfur and nitrogen optionally substituted with a member of the group consisting of alkyl of 1 to 5 carbon atoms, phenyl, naphthyl and aralkyl of 7 to 12 carbon atoms, a together with b forms .dbd.0 or a together with c form a carbon-carbon bond, b is hydrogen or with a forms .dbd.0, c is hydrogen or with a forms a carbon-carbon bond, the dotted line is an optional carbon-carbon bond, A is --(CH.sub.2).sub.n --, is an integer from 2 to 5, R.sub.Type: GrantFiled: April 17, 1986Date of Patent: August 1, 1989Assignee: Roussel UclafInventors: Francois Clemence, Jacques Guillaume, Gilles Hamon
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Patent number: 4849530Abstract: The invention relates to novel crystalline salts of aryloxypropanolamines with diphenylacetic acid, a process for their preparation and the use of these salts for the preparation of chemically pure aryloxy-propanolamines or pharmaceutically acceptable salts thereof.Type: GrantFiled: June 6, 1988Date of Patent: July 18, 1989Assignee: Rorer Pharmaceutical CorporationInventors: Gerhard Zol, Gerhard Pfarrhofer
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Patent number: 4846980Abstract: A series of oil soluble to water-dispersible, corrosion inhibiting solutions are disclosed which contain about 2 ppm to about 70%, preferably about 3 ppm to about 200 ppm, of an ethoxylated, propoxylated dialkylphenol amine represented by the formula: ##STR1## wherein R and R' are alkyl groups containing about 5 to about 12 carbon atoms, x equals about 1 to about 10, and z equals about 2 to about 20. The salt and amide reaction products of the instant alkoxylated amine and an organic acid selected from the group consisting of hydroxyacetic acid, a fatty acid, a dicarboxylic acid, a dimer-trimer acid, an acidic phosphorus containing compound, and mixtures thereof are also effective in controlling sour and sweet corrosion. A method is also disclosed for protecting metal from corrosion by contacting the metal with an effective amount of the amine, or the amine/acid or amide reaction products, in a continuous or batch treatment.Type: GrantFiled: December 21, 1987Date of Patent: July 11, 1989Assignee: Texaco Inc.Inventor: Frederick W. Valone
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Patent number: 4825000Abstract: A series of polyoxyalkylene diamines modified with phenoxy groups is disclosed. This series of diamines is of the general formula: ##STR1## wherein R.sub.1 and R.sub.2 are independently hydrogen or an alkyl of 1 to 4 carbon atoms, R.sub.3 is a alkyl of 1 to 4 carbon atoms, Ph is phenyl, x ranges from 2 to 40, y ranges from 1 to 20 and z ranges from 1 to 40.These diamines are cured with liquid epoxy resins. The cured resins demonstrated improved tensile strength and modulus, elongation and flexural strength and modulus over a commercially used curative.The diamines are also useful in RIM elastomers, in polyamides and as chain extenders in polyurethane foams.Type: GrantFiled: July 31, 1986Date of Patent: April 25, 1989Assignee: Texaco Inc.Inventors: John M. Larkin, Robert L. Zimmerman, Michael Cuscurida, Harold G. Waddill
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Patent number: 4814507Abstract: A novel sulfone compound represented by the general formula (I) ##STR1## wherein R.sup.1 is cyclohexyl, phenyl; or a phenyl substituted with a group selected from nitro, C.sub.1 -C.sub.3 alkyl, C.sub.1 -C.sub.3 alkoxy and halogen; R.sup.2, R.sup.3, R.sup.4 and R.sup.5 are respectively hydrogen, halogen, cyano or carbonyl, wherein R.sup.1 and R.sup.2 may form an o-phenylene or an o-phenylene substituted with at least one group selected from nitro C.sub.1 -C.sub.3 alkyl, C.sub.1 -C.sub.3 alkoxy and halogen; X is oxygen or methylkene; Y is -(CH.sub.2).sub.n --, wherein n is an integer of 0, 5 or 6, or ##STR2## wherein m is an integer 1-3; R.sup.6 is hydrogen, C.sub.1 -C.sub.3 alkyl, .omega.-alkylaminoalkyl, wherein each alkyl has 1-3 carbon atoms, or .omega.-dialkylaminoalkyl, wherein each alkyl has 1-3 carbon atoms; R.sup.7 is hydrogen or C.sub.1 -C.sub.3 alkyl; and R.sup.6 and R.sup.7 may form a ring together with N, or ##STR3## wherein R.sup.8 is hydrogen, C.sub.1 -C.sub.Type: GrantFiled: September 14, 1987Date of Patent: March 21, 1989Assignee: Mitsubishi Chemical Industries, LimitedInventors: Akihiro Tobe, Shinichiro Fujimori, Tomoshi Yamazaki, Mamoru Sugano, Ryoji Kikumoto, Issei Nitta
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Patent number: 4803225Abstract: There are provided compounds of formula I, ##STR1## and pharmaceutically acceptable derivatives thereof. There are also described the use of the compounds of formula I as pharmaceuticals, methods for making the compounds and pharmaceutical, e.g. cardiac, compositions containing the compounds.Type: GrantFiled: December 2, 1987Date of Patent: February 7, 1989Assignee: Fisons, plcInventors: John Dixon, Francis Ince
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Patent number: 4792570Abstract: Compounds useful for treating inflammation, swelling and associated pain, represented by the formula: ##STR1## and the pharmaceutically acceptable acid addition salts thereof, wherein: a is an integer of 0-3;b is an integer of 0-2;n is an integer of 3-12;each X and each Y are independently -halo, --R.sup.1, -alkoxy, or -phenyl; andB is selected from the group consisting of:--NR.sup.1 R.sup.2, --NR.sup.1 (CH.sub.2 CH.sub.2 OH), ##STR2## in which R.sup.1 and R.sup.2 are independently H, alkyl or cycloalkyl;R.sup.3 is H, alkyl or --CH.sub.2 CH.sub.2 OH; andm is an integer of 3-8.Novel compounds are those wherein n is at least 6 if both a and b are 0.Type: GrantFiled: April 6, 1984Date of Patent: December 20, 1988Assignee: Syntex (U.S.A.) Inc.Inventors: Peter H. Nelson, James P. Dunn, Stefan H. Unger, Thomas R. Thieme
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Patent number: 4767784Abstract: The invention relates to novel crystalline salts of aryloxypropanolamines with diphenylacetic acid, a process for their preparation and the use of these salts for the preparation of chemically pure aryloxy-propanolamines or pharmaceutically acceptable salts thereof.Type: GrantFiled: November 28, 1986Date of Patent: August 30, 1988Inventors: Gerhard Zolss, Gerhard Pfarrhofer
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Patent number: 4743703Abstract: The 4-fluoroalkyl-4'-nitrodiphenyl ethers comprise a class of compounds that are highly effective herbicides.Type: GrantFiled: September 19, 1983Date of Patent: May 10, 1988Assignee: Rohm and Haas CompanyInventor: Colin Swithenbank
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Patent number: 4734500Abstract: A novel sulfone compound represented by the general formula (I) ##STR1## wherein R.sup.1 is cyclohexyl, phenyl; or a phenyl substituted with a group selected from nitro, C.sub.1 -C.sub.3 alkyl, C.sub.1 -C.sub.3 alkoxy and halogen; R.sup.2, R.sup.3, R.sup.4 and R.sup.5 are respectively hydrogen, halogen, cyano or carbonyl, wherein R.sup.1 and R.sup.2 may form an o-phenylene or an o-phenylene substituted with at least one group selected from nitro C.sub.1 -C.sub.3 alkyl, C.sub.1 -C.sub.3 alkoxy and halogen; X is oxygen or methylene; Y is --(CH.sub.2).sub.n --, wherein n is an integer of 0, 5 or 6, or ##STR2## wherein m is an integer 1-3; R.sup.6 is hydrogen, C.sub.1 -C.sub.3 alkyl, .omega.-alkylaminoalkyl, wherein each alkyl has 1-3 carbon atoms, or .omega.-dialkylaminoalkyl, wherein each alkyl has 1-3 carbon atoms; R.sup.7 is hydrogen or C.sub.1 -C.sub.3 alkyl; and R.sup.6 and R.sup.7 may form a ring together with N, or ##STR3## wherein R.sup.8 is hydrogen, C.sub.1 -C.sub.Type: GrantFiled: March 11, 1986Date of Patent: March 29, 1988Assignee: Mitsubishi Chemical Industries LimitedInventors: Akihiro Tobe, Shinichiro Fujimori, Tomoshi Yamazaki, Mamoru Sugano, Ryoji Kikumoto, Issei Nitta
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Patent number: 4725683Abstract: Novel intermediates useful in the preparation of fluorophenoxyphenoxypropionates and derivatives thereof which possess herbicidal activity selectively in the presence of broadleaf crops.Type: GrantFiled: August 12, 1985Date of Patent: February 16, 1988Assignee: The Dow Chemical CompanyInventors: Richard B. Rogers, B. Clifford Gerwick, III
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Patent number: 4720586Abstract: There are provided compounds of formula I, ##STR1## in which R.sub.1 represents OH,R.sub.2 and R.sub.3, which may be the same or different, each independently represent hydrogen, fluorine, chlorine, bromine, alkyl C1 to 6, nitro, nitrile, (CH.sub.2).sub.p R.sub.9 or SR.sub.9,W represents a single bond, a 1,2; 1,3; or 1,4-disubstituted benzene ring; a --CH.dbd.CH--group or a 1,4-cyclohexanediyl group;X respresents NH, O, S, SO.sub.2, CO, CH.sub.2, CONH or --COO;Y represents (CH.sub.2)q, CO, CS, SO.sub.2 and R.sub.20 represents hydrogen,or Y represents CR.sub.15 R.sub.16 CR.sub.17 R.sub.18,wherein the carbon atom bearing R.sub.15 and R.sub.16 is adjacent to X and in whichR.sub.15 and R.sub.18, together with the carbon atom to which they are attached form a carbonyl group, and R.sub.15, R.sub.16 and R.sub.20 each represent hydrogen, orR.sub.15 and R.sub.20 together form a chain --CH.sub.2 --, and R.sub.16, R.sub.17 and R.sub.18 each represent hydrogen, orR.sub.15, R.sub.16, R.sub.17 and R.sub.Type: GrantFiled: October 18, 1984Date of Patent: January 19, 1988Assignee: Fisons, plcInventors: John Dixon, Francis Ince
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Patent number: 4699928Abstract: Fluoroallylamine derivatives of the following Formula I are novel MAO-inhibitors and at low dose levels selectively inhibit MAO-B: ##STR1## wherein: R.sub.1 and R.sub.2 independently represent hydrogen, chlorine or fluroine;R.sub.3 represents hydrogen or (C.sub.1 -C.sub.4)alkyl; andX represents oxygen or sulfur.They are useful for the treatment of depression and, co-administered with L-dopa, in the treatment of Parkinsonism.Type: GrantFiled: November 6, 1986Date of Patent: October 13, 1987Assignee: Merrell Dow Pharmaceuticals Inc.Inventor: Ian A. McDonald
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Patent number: 4659833Abstract: Four different optical isomers of a new compound, 1-[2'-(o-methoxyphenoxy)-1'-methylethylamino]-3-(4"-isocarbostyriloxy)-2-p ropanol are now provided as new substances. These four optical isomers are now named as (2R, 1'S)-1-[2'-(o-methoxyphenoxy)-1'-methylethylamino]-3-(4"-isocarbostyriloxy )-2-propanol, (2S, 1'S)-1-[2'-(o-methoxyphenoxy)-1'-methylethylamino]-3-(4"-isocarbostyriloxy )-2-propanol, (2S, 1'R)-1-[2'-(o-methoxyphenoxy)-1'-methylethylamino]-3-(4"-isocarbostyriloxy )-2-propanol, and (2R, 1'R)-1-[2'-(o-methoxyphenoxy)-1'-methylethylamino]-3-(4"-isocarbostyriloxy )-2-propanol, respectively. These four optical isomers have different activities for their .beta.-adrenergic-blocking effect and .alpha.-adrenergic-blocking effect and are useful as valuable agents for therapeutic treatment of various cardiovascular diseases, as compared to an optically inactive racemic mixture of said isomer compounds.Type: GrantFiled: May 8, 1985Date of Patent: April 21, 1987Assignee: Nisshin Flour Milling Co., Ltd.Inventors: Toshihiro Takahashi, Noriyoshi Sueda, Masahiro Tsuji, Yoshiyuki Tahara, Hiroyasu Koyama, Yoshikuni Suzuki, Masao Nagase, Toshiji Sugai
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Patent number: 4650865Abstract: The invention relates to a process for preparing tertiary ether amines corresponding to the following general formula: ##STR1## by reacting in the presence of a strong base a tertiary amine corresponding to the following formula: ##STR2## with a sulfuric acid semi-ester salt corresponding to the following formula:R.sup.1 --(OC.sub.n H.sub.2n).sub.x --OSO.sub.3 M. (III)Preferably, each mole of the tertiary amine corresponding to formula (II) is reacted under substantially anhydrous conditions at a temperature of 140.degree. to 230.degree. C. with from about 0.2 to 3.0 moles of the sulfuric acid semi-ester salt of formula (III) in the presence of from about 1 to 1.5 moles of a strong base preferably an alkali metal hydroxide or an alkali metal alcoholate.Type: GrantFiled: February 7, 1986Date of Patent: March 17, 1987Assignee: Henkel Kommanditgesellschaft auf AktienInventors: Fritz Lange, Alfred Meffert
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Patent number: 4636256Abstract: A series of water-soluble, or at least water-dispersible, corrosion inhibiting solutions are disclosed which contain about 2 ppm to about 70%, preferably about 3 ppm to about 200 ppm, of an ethoxylated, propoxylated alkylphenol amine represented by the formula: ##STR1## wherein R is an alkyl group containing about 5 to about 12 carbon atoms, x equals about 3 to about 15, and z equals about 2 to about 10. The salt and amide reaction products of the instant alkoxylated amine and an organic acid selected from the group consisting of hydroxyacetic acid, a fatty acid, a dicarboxylic acid, a dimer-trimer acid, a phosphate ester and mixtures thereof are also effective in controlling sour and sweet corrosion. A method is also disclosed for protecting metal from corrosion by contacting the metal with an effective amount of the amine, or the amine/acid or amide reaction products, in a continuous treatment.Type: GrantFiled: July 2, 1985Date of Patent: January 13, 1987Assignee: Texaco Inc.Inventor: Frederick W. Valone
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Patent number: 4626549Abstract: 3-Aryloxy-3-phenylpropylamines and acid addition salts thereof are useful in blocking uptake of monoamines by brain neurons, and are thus effective in treating disorders of sleep, sexual performance, appetite, muscular function, and pituitary function.Type: GrantFiled: March 31, 1986Date of Patent: December 2, 1986Assignee: Eli Lilly and CompanyInventors: Bryan B. Molloy, Klaus K. Schmiegel
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Patent number: 4609758Abstract: This invention provides a group of hydroxycycloalkanephenoxyethylamine antidepressant derivatives of the following structural formula: ##STR1## in which R.sub.1 is hydrogen or alkyl of 1 to 6 carbon atoms;R.sub.2 is alkyl of 1 to 6 carbon atoms;R.sub.3 and R.sub.4 are independently hydrogen, hydroxyl, alkyl of 1 to 6 carbon atoms, alkoxy of 1 to 6 carbon atoms, alkanoyloxy of 2 to 7 carbon atoms, halo or trifluoromethyl;R.sub.5 is hydrogen, alkyl of 1 to 6 carbon atoms or alkanoyl of 2 to 7 carbon atoms;and n is one of the integers 0, 1, 2 or 3;or a pharmaceutically acceptable salt thereof.Type: GrantFiled: May 9, 1985Date of Patent: September 2, 1986Assignee: American Home Products CorporationInventor: George E. M. Husbands
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Patent number: 4605773Abstract: Alkylamine polyether surface active agent compositions and methods for using are described. The instant compositions are low foaming, and pH sensitive and are generally of the structure: ##STR1## in which (a) R.sub.1 may be hydrogen or alkyl;if R.sub.1 is hydrogen then R.sub.2, R.sub.3 and R.sub.4 must be alkyl having a total number of carbon atoms falling in the range of 7 to 23;if R.sub.1 is alkyl, then R.sub.2, R.sub.3 and R.sub.4 may be alkyl or hydrogen, the total number of carbon atoms in R.sub.1 +R.sub.2 +R.sub.3 +R.sub.4 falling in the range of 7 to 36 (preferably about 10 to 20);(b) The --(C.sub.2 H.sub.4 O).sub.m --segment must be a poly(oxyethylene) homogeneous chain or "block" polymer (i.e., a homopolymer), m having an average value in the range of 1 to 15, preferably 5 to 13; and(c) Y is selected from the group consisting of:(1) homogeneous poly(oxypropylene) chain (PO) "block" polymer or residue (i.e., a homopolymer), of the structure--(C.sub.3 H.sub.6 O).sub.Type: GrantFiled: May 10, 1984Date of Patent: August 12, 1986Assignee: Diamond Shamrock Chemicals CompanyInventors: James E. Maloney, James A. McDonell
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Patent number: 4599419Abstract: (3-Aminopropoxy)bibenzyl derivatives are prepared and found useful as pharmaceutical agents, particularly as inhibitors of platelet aggregation.Type: GrantFiled: July 9, 1984Date of Patent: July 8, 1986Assignee: Mitsubishi Chemical Industries, Inc.Inventors: Ryoji Kikumoto, Harukazu Fukami, Hiroto Hara, Kunihiro Ninomiya, Mamoru Sugano
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Patent number: 4588746Abstract: Disclosed are e.g. certain novel 2-benzyl-3-(substituted)-phenoxypropylamines, their methods of synthesis and pharmaceutical compositions. Said compounds are useful as potent and centrally active serotonin uptake inhibitors for the treatment of psychotropic disorders, particularly depression.Type: GrantFiled: January 4, 1984Date of Patent: May 13, 1986Assignee: Ciba-Geigy CorporationInventor: Jeffrey W. H. Watthey
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Patent number: 4588749Abstract: Compounds of formula (II): ##STR1## or a pharmaceutically acceptable salt thereof, in which X is an oxygen atom or a bond, R.sup.1 is a hydrogen, fluorine, chlorine or bromine atom or a trifluoromethyl or C.sub.1-4 alkyl group, each of R.sup.2 and R.sup.3 is a hydrogen atom or a C.sub.1-4 alkyl group, R.sup.4 is a C.sub.1-4 alkyl group, R.sup.5 is a hydrogen atom or a C.sub.1-4 alkyl group, and n is an integer of from 1 to 3; are useful as anti-obesity and/or anti-hyperglycaemic agents.Type: GrantFiled: May 3, 1984Date of Patent: May 13, 1986Assignee: Beecham Group p.l.c.Inventor: Michael J. Ferris
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Patent number: 4584404Abstract: Selective biogenic amine uptake inhibitors, 3-substituted phenyloxy-3-phenylpropyldimethylamines.Type: GrantFiled: October 24, 1983Date of Patent: April 22, 1986Assignee: Eli Lilly and CompanyInventors: Bryan B. Molloy, Klaus K. Schmiegel
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Patent number: 4556677Abstract: The invention provides novel compounds of the formula ##STR1## wherein R.sub.1 is hydrogen, hydroxy, alkoxy of 1 to 4 carbon atoms, benzyloxy, allyloxy, 2,3-epoxypropoxy, methoxymethoxy, ethoxymethoxy, or 2,3-dihydroxypropoxy or ##STR2## wherein one of R.sub.5 and R.sub.6 is hydrogen or R.sub.5 and R.sub.6 are alkyl groups of 1-4 carbon atoms which may be the same or different, or the --NR.sub.5 R.sub.6 group stands for a nitrogen containing 5 to 7 membered heterocyclic radical and m is 1 or 2; R.sub.2 is an alkyl of 1 to 4 carbon atoms or ##STR3## wherein R.sub.7 has the same meanings as R.sub.1 except that R.sub.7 and R.sub.1 cannot simultaneously be the same; R.sub.3 is an alkyl of 2 to 4 carbon atoms, cyclopentyl or hydroxy-cyclopentyl; R.sub.4 is hydrogen or hydroxy; and n is 0 to 3, provided that when R.sub.4 is hydrogen, then R.sub.2 and R.sub.Type: GrantFiled: October 26, 1982Date of Patent: December 3, 1985Assignee: Farmos Group Ltd.Inventors: Marja-Liisa Sodervall, Kauko O. A. Kurkela, Arto J. Karjalainen, Reijo J. Toivola, Lauri V. M. Kangas, Guillermo L. Blanco
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Patent number: 4526893Abstract: Compounds of the structure ##STR1## wherein X, R.sub.1, R.sub.2, R.sub.3, R.sub.4, and R.sub.5 are as herein defined, effective as .beta.-blockers and hypotensive agents, are described.Type: GrantFiled: December 16, 1983Date of Patent: July 2, 1985Assignee: Nisshin Flour Milling Co., Ltd.Inventors: Toshihiro Takahashi, Noriyoshi Sueda, Masahiro Tsuji, Yoshiyuki Tahara, Hiroyasu Koyama, Yoshikuni Suzuki, Masao Nagase, Toshiji Sugai
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Patent number: 4501924Abstract: This invention relates to certain herbicidally active substituted diphenyl ether acetals or ketals, herbicidal compositions of the same and the use thereof for preemergence postemergence control of noxious plants, i.e., weeds.Type: GrantFiled: May 2, 1983Date of Patent: February 26, 1985Assignee: PPG Industries, Inc.Inventor: Dennis K. Krass
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Patent number: 4485258Abstract: (3-Aminopropoxy)bibenzyl derivatives are prepared and found useful as pharmaceutical agents, particularly as inhibitors of platelet aggregation.Type: GrantFiled: July 29, 1982Date of Patent: November 27, 1984Assignee: Mitsubishi Chemical Industries LimitedInventors: Ryoji Kikumoto, Harukazu Fukami, Hiroto Hara, Kunihiro Ninomiya, Mamoru Sugano
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Patent number: 4448992Abstract: Addition products obtained by reaction of triethanolamine condensation products of the formula 1, ##STR1## wherein n is intended to denote a number from 1 to 3, with bisglycidyl ethers of the formula 2, ##STR2## wherein R.sup.1 can be identical or different and denote hydrogen, C.sub.1 -C.sub.4 -alkyl or halogen, in particular chlorine, A denotes a direct bond, a sulfonyl or cyclohexyl group or a group of the formula ##STR3## wherein R.sup.2 denotes hydrogen, methyl or phenyl and a denotes a whole number from 0 to 10, and their use as demulsifiers for oil-water emulsions, as lubricants and as paper auxiliaries.Type: GrantFiled: September 9, 1982Date of Patent: May 15, 1984Assignee: Hoechst AktiengesellschaftInventors: Helmut Diery, Bernhard Mees
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Patent number: 4408075Abstract: A process of preparing tris-(ether-amines) of the formula:N--[A--O--(B--O).sub.n --R].sub.3in which R represents a hydrocarbon radical, A and B represent alkanediyl radicals, and n is a whole number between zero and 4, by ammonolysis of an alkylene glycol mono-ether of the formula:HO--A--O--(B--O).sub.n --Rin the presence of 10 to 40 percent by weight of a hydrogenation-dehydrogenation catalyst, based on weight of said alkylene glycol monoether.The tris-(ether-amines) produced, such as tris-(3,6-dioxa-octyl)amine, tris-(3,6,9-trioxaundecyl)amine, tris-(3,6-dioxaheptyl)amine, and tris-(3,6-dioxadecyl)amine.Type: GrantFiled: April 21, 1980Date of Patent: October 4, 1983Assignee: Rhone-Poulenc IndustriesInventors: Gerard Soula, Louis Linguenheld
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Patent number: 4401832Abstract: Disclosed herein are .alpha.-[(alkylamino)methyl]-.beta.-aryloxy-benzeneethanols exhibiting antiarrhythmic activity and having the following formula: ##STR1## wherein R is hydrogen, halogen, lower alkyl, or lower alkoxy; X is phenyl, 1-naphthyl, or a phenyl group substituted by a halogen, a lower alkyl group, or a lower alkoxy group; R.sub.1 is lower alkyl; and pharmacologically acceptable acid addition salts thereof. Also disclosed is a process for the addition of an aryloxy group at the 3-position of a 3-phenyl-2-oxiranecarboxamide to produce an .alpha.-hydroxy-.beta.-aryloxy-benzenepropanamide, said process comprising contacting an alkali metal aryloxide with said 3-phenyl-2-oxiranecarboxamide in the presence of a crown ether. Such .alpha.-hydroxy-.beta.-aryloxy-benzenepropanamides may then be reduced to produce the compounds of the invention.Type: GrantFiled: August 10, 1981Date of Patent: August 30, 1983Assignee: American Home Products CorporationInventors: Dong H. Kim, Stanley C. Bell
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Patent number: 4364956Abstract: Compounds are described of the formula ##STR1## in which R.sup.1 is COOR.sup.5, CONHR.sup.5, cyano, 5-tetrazolyl or 5-tetrazolylaminocarbonyl, where R.sup.5 is hydrogen or C.sub.1-6 alkyl; R.sup.2 is hydrogen or C.sub.1-6 alkyl; R.sup.3 is a group of the formulaR.sup.6 --(Z).sub.m --where m is O or 1, Z is O, S, SO, SO.sub.2 or CO, and R.sup.6 phenyl optionally substituted by one or more group selected from halogen, C.sub.1-4 alkyl, C.sub.3-6 cycloalkyl, C.sub.1-4 alkoxy, benzyloxy, hydroxy, nitro, C.sub.1-4 alkylthio, C.sub.1-4 alkylsulphinyl, C.sub.1-4 alkylsulphonyl, amino and NHR.sup.7 where R.sup.7 is C.sub.2-6 acyl; and R.sup.4 is hydrogen, C.sub.1-6 alkyl or halogen; and salts thereof. These compounds have pharmaceutical properties and in particular are useful in the treatment of immediate hypersensitivity conditions such as asthma.Type: GrantFiled: September 17, 1981Date of Patent: December 21, 1982Assignee: Lilly Industries LimitedInventors: Barry P. Clark, William J. Ross, Alec Todd
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Patent number: 4360375Abstract: A herbicidal composition which comprises a phenoxyphenoxy unsaturated derivative having the formula: ##STR1## wherein X represents a halogen atom or CF.sub.3 ; Y represents a hydrogen atom or a halogen atom; and Z represents --COOR, --COR", --COOH, --CH.sub.2 OH, or --CH.sub.2 OR"'.Type: GrantFiled: December 23, 1980Date of Patent: November 23, 1982Assignee: Kumiai Chemical Industry Co., Ltd.Inventors: Kazuo Jikihara, Shigekazu Itoh, Shuichi Takayama, Koichi Sato, Ichiro Kimura, Isao Chiyomaru
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Patent number: 4352760Abstract: The present invention provides novel substituted heptadeca-5,9- and 5,10-dienoic acid and similar fatty acid compounds which are derivatives of certain prostaglandins and are potent thromboxane A.sub.2 inhibitors. By virtue of this pharmacological property, they represent useful pharmacological agents for a wide variety of purposes.Type: GrantFiled: December 29, 1980Date of Patent: October 5, 1982Assignee: The Upjohn CompanyInventor: Kirk M. Maxey
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Patent number: 4343745Abstract: The invention provides a process for solubilizing an organic or mineral salt in an organic solvent, said process comprising contacting an organic or mineral salt of the formula A.sup.- M.sup.+, wherein A.sup.- represents a mineral or organic anion and M.sup.+ represents a cation selected from the group consisting of the cation NH.sub.4.sup.+ and its derivatives and the cations derived from the metals of the groups I.sub.A, II.sub.A, III.sub.A, IV.sub.A, V.sub.A, VI.sub.A, VII.sub.A, VIII, I.sub.B, II.sub.B, III.sub.B, IV.sub.B and V.sub.B of the periodic table, with at least one sequestering agent which is soluble in said organic solvent, said sequestering agent having the formula:N[CHR.sub.1 --CHR.sub.2 --O--(CHR.sub.3 --CHR.sub.4 --O).sub.n --R.sub.5 ].sub.3 (I)wherein n is an integer from 0 to 10 inclusive; R.sub.1, R.sub.2, R.sub.3 and R.sub.4, which can be the same or different, are each a hydrogen atom or an alkyl radical having 1 to 4 carbon atoms; R.sub.Type: GrantFiled: February 29, 1980Date of Patent: August 10, 1982Assignee: Rhone-Poulenc IndustriesInventor: Gerard Soula
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Patent number: 4341718Abstract: Disclosed herein are .alpha.-[(alkylamino)-methyl]-.beta.-aryloxy-benzeneethanols exhibiting antiarrhythmic activity and having the following formula: ##STR1## wherein R is hydrogen, halogen, lower alkyl, or lower alkoxy; X is phenyl, 1-naphthyl, or a phenyl group substituted by a halogen, a lower alkyl group, or a lower alkoxy group; R.sub.1 is lower alkyl; and pharmacologically acceptable acid addition salts thereof. Also disclosed is a process for the addition of an aryloxy group at the 3-position of a 3-phenyl-2-oxiranecarboxamide to produce an .alpha.-hydroxy-.beta.-aryloxy-benzenepropanamide, said process comprising contacting an alkali metal aryloxide with said 3-phenyl-2-oxiranecarboxamide in the presence of a crown ether. Such .alpha.-hydroxy-.beta.-aryloxy-benzenepropanamides may then be reduced to produce the compounds of the invention.Type: GrantFiled: July 3, 1978Date of Patent: July 27, 1982Assignee: American Home Products CorporationInventors: Dong H. Kim, Stanley C. Bell
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Patent number: 4333730Abstract: Novel meta-phenylenediamines are provided for use as couplers with dye bases in hair dye compositions. These meta-phenylenediamines have the formula: ##STR1## in which n is 2, 3 or 4. Their acid addition salts may also be used.Type: GrantFiled: April 18, 1980Date of Patent: June 8, 1982Assignee: Societe Anonyme dite: L'OrealInventors: Andree Bugaut, Majdi M. Shahin, Jean-Jacques H. Vandenbossche, Gregoire Kalopissis
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Patent number: 4317819Abstract: The invention provides compounds of general formula ##STR1## and physiologically acceptable salts, hydrates and bioprecursors thereof, in whichY and Z, which may be the same or different, each represent oxygen, sulphur, .dbd.CHNO.sub.2 or .dbd.NR.sub.3 where R.sub.3 is hydrogen, nitro, cyano, lower alkyl, aryl, alkylsulphonyl or arylsulphonyl;p has a value from 2 to 12;R.sub.1 represents ##STR2## in which R.sub.4 and R.sub.5 which may be the same or different, each represent hydrogen, lower alkyl, cycloalkyl, lower alkenyl, aralkyl or lower alkyl interrupted by an oxygen atom or a group >N-R.sub.6 in which R.sub.6 represents hydrogen or lower alkyl, or R.sub.4 and R.sub.5 together with the nitrogen atom to which they are attached form a 5 to 7-membered saturated heterocyclic ring which may contain an additional oxygen atom or the group >NR.sub.Type: GrantFiled: December 5, 1980Date of Patent: March 2, 1982Assignee: Glaxo Group LimitedInventors: John W. Clitherow, Barry J. Price, John Bradshaw, Michael Martin-Smith
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Patent number: 4313896Abstract: 3-Aryloxy-3-phenylpropylamines and acid addition salts thereof, useful as psychotropic agents, particularly as anti-depressants.Type: GrantFiled: March 9, 1981Date of Patent: February 2, 1982Assignee: Eli Lilly and CompanyInventors: Bryan B. Molloy, Klaus K. Schmiegel
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Patent number: 4314081Abstract: 3-Aryloxy-3-phenylpropylamines and acid additions salts thereof, useful as psychotropic agents, particularly as anti-depressants.Type: GrantFiled: January 10, 1974Date of Patent: February 2, 1982Assignee: Eli Lilly and CompanyInventors: Bryan B. Molloy, Klaus K. Schmiegel
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Patent number: 4313005Abstract: This invention relates to a process for reducing amidine formation during reduction of organonitriles. The process comprises including a boron compound in the reaction medium in sufficient amount to complex the amidine compound as it is formed.Type: GrantFiled: April 3, 1980Date of Patent: January 26, 1982Assignee: Air Products and Chemicals, Inc.Inventors: Michael E. Ford, Randall J. Daughenbaugh
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Patent number: 4301163Abstract: Amino-ether oxides of formula: ##STR1## in which R.sub.1 is lower alkyl, R.sub.2 and R.sub.3 which are the same or different are hydrogen or lower alkyl, R.sub.4 is a phenyl or phenoxy nucleus optionally monosubstituted to trisubstituted by substituents which are the same or different, halogen or lower alkoxy, R.sub.5 is a phenyl radical optionally monosubstituted to trisubstituted by substituents which are the same or different, halogen, lower alkyl, lower alkoxy or nitro, a pyridyl radical or a lower alkyl radical, n is equal to zero, 1 or 2 and p is an integer from 0 to 9, m and q are equal to zero or 1.Local and spasmolytic anaesthetics.Type: GrantFiled: July 1, 1980Date of Patent: November 17, 1981Assignee: Societe Industrielle de Produits de SyntheseInventors: Dieran R. Torossian, Claude P. Roux, Gilbert G. Aubard
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Patent number: 4296126Abstract: Novel benzene-propanamines of the formula ##STR1## wherein X is selected from the group consisting of hydrogen, chlorine, fluorine and bromine, 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, R.sub.3 is selected from the group consisting of hydrogen, chlorine, bromine, --CF.sub.3, methyl and methoxy when R.sub.4 is nitro and R.sub.3 is selected from the group consisting of amino and acetamido when R.sub.4 is hydrogen and their non-toxic, pharmaceutically acceptable acid addition salts having anorexigenic activity and inhibit serotonine uptake in vivo and in vitro and their preparation.Type: GrantFiled: February 22, 1979Date of Patent: October 20, 1981Assignee: Roussel UclafInventors: Lucien Nedelec, Daniel Frechet, Claude Dumont
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Patent number: 4291060Abstract: Novel compounds derived from formylphenoxyacetic acid such as N,N-dihexadecyl-4-(aminomethyl)phenoxy acetamide and N,N-dihexacecyl-2-(4-(aminomethyl)phenoxy) ethylamine and their non-toxic acid addition salts are useful for combating viral infections in vertebrate animals.Type: GrantFiled: February 5, 1979Date of Patent: September 22, 1981Assignee: Pfizer Inc.Inventor: Allen R. Kraska
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Patent number: 4277610Abstract: A synthesis of 2,6,10-trimethyl-undecan-1-ol, an intermediate for producing vitamin E, from methacrolein, crotonaldehyde, .beta.-hydroxy-isobutyric acid including intermediates in this synthesis.Type: GrantFiled: May 12, 1978Date of Patent: July 7, 1981Assignee: Hoffmann-La Roche Inc.Inventors: Noal Cohen, Gabriel Saucy