Thioether Patents (Class 514/712)
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Patent number: 5322834Abstract: This invention relates to synergistic antimicrobial and biocidal compositions comprising 5-chloro-2-methyl-4-isothiazolin-3-one and 2-methyl-4-isothiazolin-3-one and one or more commercial biocides for more effective, and broader control of microorganisms in various industrial systems.Type: GrantFiled: October 21, 1993Date of Patent: June 21, 1994Assignee: Rohm and Haas CompanyInventor: Jemin C. Hsu
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Patent number: 5274002Abstract: Novel trisubstituted phenyl analogs are now found to have activity as for the treatment of congestive heart failure.Type: GrantFiled: September 6, 1990Date of Patent: December 28, 1993Assignee: Warner-Lambert CompanyInventor: Lynn D. Hawkins
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Patent number: 5262439Abstract: The invention provides a class of water-soluble probucol derivatives having one or more ester groups replacing the phenyl hydroxyl groups of the probucol molecule. Some derivatives have polar or charged functionalities such as carboxylic acid groups, amino groups, aldehyde groups and amide groups located on the ester groups. Some of these compounds are spontaneously hydrolyzable in typical biological milieus. The present invention also provides method of treating an animal with probucol by administering a water-soluble probucol prodrug to the animal.Type: GrantFiled: April 30, 1992Date of Patent: November 16, 1993Assignee: The Regents of the University of CaliforniaInventor: Sampath Parthasarathy
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Patent number: 5262441Abstract: An aromatic compound of the formula: ##STR1## wherein R.sup.1 is a C.sub.3 -C.sub.8 alkyl group, a C.sub.3 -C.sub.8 alkoxy group, an alkoxyalkyl group having 3 to 8 carbon atoms, a C.sub.3 -C.sub.8 alkenyl group, a C.sub.3 -C.sub.8 alkenyloxy group, an alkenyloxyalkyl group having 3 to 8 carbon atoms, a C.sub.3 -C.sub.8 haloalkyl group, a C.sub.3 -C.sub.8 alkoxy group, a haloalkoxyalkyl group having 3 to 8 carbon atoms, a C.sub.3 -C.sub.8 haloalkenyl group, a C.sub.3 -C.sub.8 haloalkenyloxy group, a haloalkenyloxyalkyl group having 3 to 8 carbon atoms or a C.sub.3 -C.sub.8 alkynyloxy group; R.sup.2 is a halogen atom; R.sup.3 is, the same or different, a hydrogen atom, a halogen atom or a methyl group; R.sup.4 is a hydrogen atom or a methyl group R.sup.5 is, the same or different, a hydrogen atom, a halogen atom, a C.sub.1 -C.sub.4 alkyl group, a C.sub.1 -C.sub.4 haloalkyl group, a C.sub.1 -C.sub.4 alkoxy group, a C.sub.1 -C.sub.4 haloalkoxy group, a C.sub.1 -C.sub.4 alkylthio group, a C.sub.1 -C.sub.Type: GrantFiled: September 28, 1992Date of Patent: November 16, 1993Assignee: Sumitomo Chemical Company LimitedInventors: Akira Shuto, Noriyasu Sakamoto, Hirosi Kisida, Hiroaki Fujimoto, Kimitoshi Umeda, Noritada Matsuo
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Patent number: 5225436Abstract: Certain aryl substituted naphthalene, benzoxepine, benzazepine and henzocycloheptene derivatives are disclosed. The compounds are useful in treating hyperproliferative skin disease, allergic reactions and inflammation.Type: GrantFiled: October 15, 1991Date of Patent: July 6, 1993Assignee: Schering CorporationInventors: Neng-Yang Shih, Pietro Mangiaracina, Michael J. Green, Ashit K. Ganguly
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Patent number: 5214069Abstract: The invention concerns a compound of the formula I, ##STR1## wherein Ar.sup.1 is optionally substituted phenyl or naphthyl;A.sup.1 is (1-6C)alkylene, (3-6C)alkenylene, (3-6C)alkynylene or cyclo(3-6C)alkylene;Ar.sup.2 is optionally substituted phenylene, or a 6 membered heterocyclene moiety containing up to three nitrogen atoms;R.sup.1 is hydrogen, (1-6C)alkyl, (3-6C)alkenyl, (3-6C)alkynyl, cyano-(1-4C)alkyl or (2-4C)alkanoyl, or optionally substituted benzoyl; wherein R.sup.2 is hydrogen, (1-6C)alkyl, (2-6C)alkenyl, (2-6C)alkynyl or substituted (1-4C)alkyl; and whereinR.sup.3 is hydroxy-(1-4C)alkyl, mercapto-(1-4C)alkyl, (1-4C)alkoxy-(1-4C)alkyl, (3-4C)alkenyloxy-(1-4C)alkyl, (3-4C)alkynyloxy-(1-4C)alkyl, (1-4C)alkoxy-(2-4C)alkoxy-(1-4C)alkyl, (1-4C)alkylthio-(1-4C)alkyl, (1-4C)alkylsulphinyl-(1-4C)alkyl, (1-4C)alkylsulphonyl-(1-4C)alkyl, (1-4C)alkoxycarbonyl-(1-4C)alkyl, (2-4C)alkanoyl-(1-4C)alkyl, (2-4C)alkanoyloxy-(1-4C)alkyl or cyano-(1-4C)alkyl; or R.sup.Type: GrantFiled: January 23, 1992Date of Patent: May 25, 1993Assignees: Imperial Chemical Industries PLC, ICI PharmaInventor: Jean-Marc M. M. Girodeau
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Patent number: 5214070Abstract: The invention concerns a diaryl ether cycloalkane of the formula I, or a pharmaceutically-acceptable salt thereof, ##STR1## wherein Ar.sup.1 is optionally substituted phenyl or naphthyl; X.sup.1 is oxy, thio, sulphinyl or sulphonyl;Ar.sup.2 is optionally substituted phenylene, or a 6-membered heterocyclene moiety containing up to three nitrogen atoms;R.sup.1 is (1-6C)alkyl, (3-6C)alkenyl, (3-6C)alkynyl, cyano-(1-4C)alkyl or (2-4C)alkanoyl, or optionally substituted benzoyl; andR.sup.2 and R.sup.3 together form a (3-6C)alkylene group which defines an optionally substituted ring having 4 to 7 ring atoms.The invention also concerns processes for the manufacture of a diaryl ether cycloalkane of the formula I, or a pharmaceutically-acceptable salt thereof, and pharmaceutical compositions containing said cycloalkane. The compounds of the invention are inhibitors of the enzyme 5-lipoxygenase.Type: GrantFiled: August 21, 1991Date of Patent: May 25, 1993Assignees: Imperial Chemical Industries PLC, ICI PharmaInventors: Thomas G. C. Bird, Philip N. Edwards
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Patent number: 5202347Abstract: New soft .beta.-adrenergic blocking agents, useful in the treatment or prevention of cardiovascular disorders and in the treatment of glaucoma, have the formula ##STR1## wherein n is an integer from 0 to 10; R is C.sub.6 -C.sub.12 cycloalkyl-C.sub.p H.sub.2p --, C.sub.6 -C.sub.18 polycycloalkyl-C.sub.p H.sub.2p --, C.sub.6 -C.sub.18 polycycloalkenyl-C.sub.p H.sub.2p -- or C.sub.6 -C.sub.12 cycloalkenyl-C.sub.p H.sub.2p -- (wherein p is 0, 1, 2 or 3), or together with the adjacent ##STR2## group represents a variety of other complex ester groupings; R.sub.1 is C.sub.1 -C.sub.7 alkyl; and Ar is a divalent radical containing at least one aromatic nucleus. The corresponding pharmaceutically acceptable acid addition salts are also described.Type: GrantFiled: January 17, 1992Date of Patent: April 13, 1993Inventor: Nicholas S. Bodor
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Patent number: 5185377Abstract: Pharmaceutical compositions, which comprise a compound of the general formula I ##STR1## in which X is oxygen, sulfur or -CH.sub.2 -, Y is chlorine or bromine, Z is an SO.sub.2 H, NO.sub.2 or C.sub.1 -C.sub.4 alkyl radical, r is a number from 0 to 3, o is a number from 0 to 3, p is the number 0 or 1, m is the number 1 or 2 and n is the number 0 or 1, have having a lipoxygenase- and prostaglandin H synthase-inhibiting action.The compositions are useful in particular for the local (topical) or inhalative treatment of inflammatory, allergic and spasmolytic diseases, as well as psoriasis, bronchial asthma and diseases with disturbances in cell proliferation.Type: GrantFiled: September 4, 1991Date of Patent: February 9, 1993Assignee: Ciba-Geigy CorporationInventors: Tankred Schewe, Helmut Luther, Dentscho Jordanov
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Patent number: 5183814Abstract: The invention relates to a therapeutic product comprising an oestrogen and a pure antioestrogen for simultaneous, sequential or separate use in selective oestrogen therapy of perimenopausal or postmenopausal conditions; to a process for the manufacture of said product and to a pharmaceutical composition containing said product. The invention also relates to a pharmaceutical composition comprising an oestrogen and a pure antioestrogen and to a process for the manufacture of said composition.Type: GrantFiled: June 6, 1989Date of Patent: February 2, 1993Assignee: Imperial Chemical Industries PLCInventor: Michael Dukes
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Patent number: 5162365Abstract: This invention encompasses compounds and methods for inhibiting lipoxygenase and includes a pharmaceutical composition comprising a pharmaceutical carrier and an effective lipoxygenase inhibiting amount of a compound of the formula: ##STR1## wherein the substituents are defined below. The compounds and pharmaceutical formulations of the present invention are 5-lipoxygenase inhibitors and, therefore, are useful in the treatment of local and systemic inflammation, allergy and hypersensitivity reactions and other disorders in which agents formed in the 5-lipoxygenase metabolic pathway are involved.Type: GrantFiled: May 10, 1991Date of Patent: November 10, 1992Assignee: G. D. Searle & Co.Inventors: Leland J. Chinn, Bipinchandra N. Desai, Richard A. Mueller
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Patent number: 5122542Abstract: The present invention relates to a method of lowering plasma triglycerides in a patient in need thereof comprising administering to said patient an effective hypotriglyceridemic amount of a bis(3,5-di-alkyl-4-hydroxyphenylthio)methane.Type: GrantFiled: June 19, 1990Date of Patent: June 16, 1992Assignee: Merrell Dow Pharmaceuticals Inc.Inventors: Simon J. T. Mao, George Ku, Richard L. Jackson
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Patent number: 5112870Abstract: This invention relates to a method of inhibiting the development of a cataract in a patient in need thereof comprising administering to said patient an effective cataract inhibitory amount of a bis(alkyl-substituted-4-hydroxyphenylthio)alkane analog.Type: GrantFiled: July 22, 1991Date of Patent: May 12, 1992Assignee: Merrell Dow Pharmaceuticals Inc.Inventors: Simon J. T. Mao, Richard L. Jackson
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Patent number: 5104897Abstract: A class of halogen-substituted diphenylsulfide compounds are disclosed which produce a large selective inhibition of serotonin uptake in brain. Such compounds are useful in the treatment of depression, anxiety, obsessive compulsive disorders and substance abuse disorders such as alcoholism.Type: GrantFiled: June 28, 1991Date of Patent: April 14, 1992Assignee: Burroughs Wellcome Co.Inventors: Lawrence E. Brieaddy, Claudia E. B. Hollingsworth, Barrett R. Cooper
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Patent number: 5098895Abstract: A benzonaphthalene compound has the formula ##STR1## wherein R.sub.1 represents ##STR2## or (ii) --CH.sub.2 OH; R.sub.6 represents ##STR3## or OR.sub.7 wherein R.sub.7 represents hydrogen, alkyl having 1-20 carbon atoms, monohydroxyalkyl or polyhydroxyalkyl, r' or r" represent hydrogen, lower alkyl, mono or polyhydroxyalkyl, aryl or a residue of an amino acid or a sugar, or together form a heterocycle; R.sub.2 represents hydrogen, alkyl having 1-15 carbon atoms, alkoxy having 1-4 carbon atoms or a cycloaliphatic radial; R.sub.3 represents hydrogen, hydroxy, alkyl having 1-4 carbon atoms, alkoxy having 1-10 carbon atoms, a cycloaliphatic radical, a thiocycloaliphatic radical or --O--Si(CH.sub.3).sub.2 --R.sub.8 wherein R.sub.8 represents lower alkyl; and R.sub.4 and R.sub.5 represent hydrogen, lower alkyl, hydroxy or lower acyloxy.This compound is useful in the topical and systemic treatment of dermatologic diseases and in the treatment of the degeneration of conjunctive tissues.Type: GrantFiled: March 30, 1990Date of Patent: March 24, 1992Assignee: Centre International de Recherches Dermatologiques (C.I.R.D.)Inventors: Braham Shroot, Jacques Eustache, Jean-Michel Bernardon
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Tetrahydronaphthalene and indane compounds useful for reversing the photo-damage in sun-exposed skin
Patent number: 5075333Abstract: The use of compounds of formula I as topical agents to combat the disorders of the skin produced by photodamage which disorders include: wrinkling, elastosis and premature aging is described. Compounds of formula I are ##STR1## wherein n represents 1 or 2, Z represents--SR, wherein R represents lower-alkyl, lower-alkenyl, lower-alkynyl, lower-alkoxy-lower-alkyl, lower-alkanoyl-lower-alkyl, hydroxy-lower-alkyl, halo-lower-alkyl, lower-carbalkoxy-lower alkyl, mono-lower-alkylamino, di-lower-alkylamino, mono-lower-alkylamido, or di-lower-alkylamidoand pharmaceutically acceptable salts thereof.Type: GrantFiled: May 8, 1990Date of Patent: December 24, 1991Assignee: Hoffmann-La Roche Inc.Inventors: Graeme F. Bryce, Stanley S. Shapiro -
Patent number: 5061734Abstract: This invention relates to a method of inhibiting the development of a cataract in a patient in need thereof comprising administering to said patient an effective cataract inhibitory amount of a bis(alkyl-substituted-4-hydroxyphenylthio)alkane analog.Type: GrantFiled: May 9, 1990Date of Patent: October 29, 1991Assignee: Merrell Dow Pharmaceuticals Inc.Inventors: Simon J. T. Mao, Richard L. Jackson
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Patent number: 5039664Abstract: Peptides of the formula: ##STR1## which comprise novel elements replacing the Phe(8)-His(9) sequence in renin-inhibitory peptides based on substrate analogy, which inhibit the substrate-cleaving action of renin and have improved bioavailability; compositions containing these renin-inhibitory peptides, optionally with other antihypertensive agents; and methods of treating hypertension or congestive heart failure or of establishing renin as a causative factor in these problems which employ the novel peptides.Type: GrantFiled: March 8, 1989Date of Patent: August 13, 1991Assignee: Merck & Co., Inc.Inventors: Arthur A. Patchett, William H. Parsons, William J. Greenlee, Prasun K. Chakravarty
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Patent number: 5037807Abstract: Peptides of the formula: ##STR1## which comprise novel elements replacing the Phe(8)-His(9) sequence in renin-inhibitory peptides based on substrate analogy, which inhibit the substrate-cleaving action of renin and have improved bioavailability; compositions containing these renin-inhibitory peptides, optionally with other antihypertensive agents; and methods of treating hypertension or congestive heart failure or of establishing renin as a causative factor in these problems which employ the novel peptides.Type: GrantFiled: March 8, 1989Date of Patent: August 6, 1991Assignee: Merck & Co., Inc.Inventors: Arthur A. Patchett, William J. Greenlee, William H. Parsons, Prasun K. Chakravarty
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Patent number: 5036105Abstract: This invention encompasses compounds and methods for inhibiting lipoxygenase and includes a pharmaceutical composition comprising a pharmaceutical carrier and an effective lipoxygenase inhibiting amount of a compound of the formula: ##STR1## wherein R.sub.1 and R.sub.2 are the same or different members of the group consisting of tert-alkyl of 4 to 10 carbon atoms; and R.sub.3 isa) ##STR2## wherein R.sub.4 is hydrogen or lower alkyl; b) ##STR3## c) ##STR4## wherein R.sub.6 and R.sub.7 may be the same or different and are alkyl of 1 to 4 carbon atoms; ord) ##STR5## and the pharmaceutically acceptable salts thereof. The compounds and pharmaceutical formulations of the present invention are 5-lipoxygenase inhibitors and, therefore, are useful in the treatment of local and systemic inflammation, allergy and hypersensitivity reactions and other disorders in which agents formed in the 5-lipoxygenase metabolic pathway are involved.Type: GrantFiled: October 14, 1988Date of Patent: July 30, 1991Assignee: G. D. Searle & Co.Inventors: Leland J. Chinn, Bipinchandra N. Desai, Richard A. Mueller
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Patent number: 5013756Abstract: This invention relates to catechol derivatives having the general formula ##STR1## wherein R represents various substituents, to a process for the preparation of the same comprising reacting S-(3,4-dihydroxyphenyl)-isothiourea, which has the formula II, with a tosylate of the general formula III ##STR2## and to therapeutical compositions wherein the active ingredient is one of these compounds.Type: GrantFiled: May 23, 1989Date of Patent: May 7, 1991Assignee: Societe de Conseils de Recherches et d'Application Scientifiques (S.C.R.A.S)Inventors: Michel Follet, Marc Bonato
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Patent number: 4985465Abstract: This invention relates to a method for inhibiting viral and retroviral infections via the use of various compounds, including antioxidants, and compounds corresponding to the formula ##STR1## wherein R in each occurrence thereof independently represents lower alkyl of from one to four carbon atoms, inclusive, and wherein R.sub.1 represents methyl and R.sub.2 represents methyl or ethyl. This invention further discloses methods for inhibiting viral and retroviral infections using compounds including bis(3,5-di-tert-butyl-4-hydroxyphenyl) acetone mercaptole, bis(3,5-di-tert-butyl-4-hydroxyphenyl) butanone mercaptole, bis(3-tert-butyl-4-hydroxy-5-isopropylphenyl) acetone mercaptole, bis(3-tert-butyl-4-hydroxy-5-methylphenyl) acetone mercaptole, 4,4'-thiobis(6-tert-butyl-o-cresol), 1,3,5-trimethyl-2,4,6-tris(3,5-di-tert-butyl-4-hydroxybenzyl) benzene, 4,4'-methylenebis(2,6-di-tert-butylphenol), 2,6-di-tert-butyl-.alpha.-dimethylamino-p-cresol, and 4,4'-methylenebis(2,6-di-tert-butylphenol).Type: GrantFiled: July 14, 1989Date of Patent: January 15, 1991Inventor: Sheldon S. Hendler
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Patent number: 4975467Abstract: Methods useful for inhibiting the release of Interleukin-1 and for alleviating interleukin-1 mediated conditions, such as IL-1 mediated inflammation, comprising administration of an effective amount of an alkylidenedithiobis(substituted)phenol, preferably, 4,4'-(isopropylidenedithio(bis(2,6-di-tert-butyl) phenol, generically known as probucol.Type: GrantFiled: March 26, 1990Date of Patent: December 4, 1990Assignee: Merrell Dow Pharmaceuticals Inc.Inventors: George Ku, Niall Doherty
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Patent number: 4959392Abstract: The present invention relates to a method of lowering blood glucose in a patient afflicted with diabetes mellitus comprising administering to said patient a therapeutically effective glucose lowering amount of a compound of the formula ##STR1## wherein R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are each independently a C.sub.1 -C.sub.6 alkyl group.Type: GrantFiled: July 24, 1989Date of Patent: September 25, 1990Assignee: Merrell Dow Pharmaceuticals Inc.Inventors: Keith M. Robinson, Simon J. T. Mao, Richard L. Jackson
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Patent number: 4954528Abstract: The present invention relates to a method of lowering total serum cholesterol in a patient in need thereof comprising administering to said patient a therapeutically effective hypocholesterolemic amount of bis(3,5-di-tertiary-butyl-4-hydroxyphenylthio)methane.Type: GrantFiled: November 15, 1989Date of Patent: September 4, 1990Assignee: Merrell Dow Pharmaceuticals Inc.Inventors: Simon J. T. Mao, Richard L. Jackson
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Patent number: 4931474Abstract: An ether derivative compound of the formula: ##STR1## wherein R.sup.1 is hydrogen, chloro, methyl or (C.sub.1 -C.sub.3)-alkoxy, R.sup.2 is (C.sub.1 -C.sub.6)-alkyl, R.sup.3 is hydrogen, chloro, bromo, fluoro, --CF.sub.3, nitro, (C.sub.1 -C.sub.4)-alkyl, methoxy, phenoxy or (C.sub.1 -C.sub.3)-alkylthio, R.sup.4 is hydrogen, chloro or methyl, Y is oxygen, sulfur, sulfinyl, sulfonyl, or imino, x is 0, 1 or 2, y is 0 or 1, a is 0 or 1, b is an integer of 0 to 6, c is 0 or 1, d is 0, 1 or 2, e is 0 or 1, except that all of a, b and c are zero.Type: GrantFiled: July 27, 1987Date of Patent: June 5, 1990Assignee: Nippon Kayaku Kabushiki KaishaInventors: Shoichi Kato, Tatsumi Hayaoka
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Patent number: 4900757Abstract: The present invention relates to the use of bis(3,5-di-tertiary-butyl-4-hydroxyphenylthio)methane in treating atherosclerosis and/or hypercholesterolemia in patients suffering therefrom.Type: GrantFiled: December 8, 1988Date of Patent: February 13, 1990Assignee: Merrell Dow Pharmaceuticals Inc.Inventors: Simon J. T. Mao, Richard L. Jackson
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Patent number: 4857558Abstract: This invention encompasses a pharmaceutical composition comprising a pharmaceutical carrier and an effective lipoxygenase inhibiting amount of a compound of the formula: ##STR1## wherein: R.sub.1 and R.sub.2 are same or different members of the group consisting of 1,1-dimethyl ethyl, halo, phenyl and substituted phenyl; Alk is straight or branched chain lower alkylene; R.sub.4 is hydrogen or lower alkyl; R.sub.3 is hydrogen or lower alkyl; or a cycloalkyl group of from 3 to 8 carbon atoms. The formulation of this invention are useful as anti-inflammatory and anti-allergy agents.Type: GrantFiled: May 20, 1988Date of Patent: August 15, 1989Assignee: G. D. Searle & Co.Inventor: Richard A. Mueller
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Patent number: 4845129Abstract: The invention discloses certain diaryl substituted cyclopentane and cyclopentene derivatives useful as PAF inhibitors, pharmaceutical compositions containing said compounds as an active ingredient thereof and a method of using such compositions for inhibiting PAF-induced blood platelet aggregation, PAF-mediated broncho-constriction and extravasation, PAF-induced hypotension, PAF-induced ischemic bowel disease and PAF-mediated, endotoxin induced lug injury.Type: GrantFiled: March 14, 1988Date of Patent: July 4, 1989Assignee: Sandoz Pharm. Corp.Inventors: Robert C. Anderson, William J. Houlihan, Howard C. Smith, Edwin B. Villhauer
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Patent number: 4833164Abstract: 2-Substituted-1-naphthols are 5-lipoxygenase inhibitors which make them useful in the treatment of inflammation, obstructive lung diseases and/or psoriasis. Useful 2-substituent groups are alkyls, alkenyls, alkynyls, cycloalkyls, cycloalkenyls, the groups CH.sub.2 --C.tbd.C--(CH.sub.2).sub.m R.sup.5 and CH.dbd.CH--(CH.sub.2).sub.n R.sup.5 (where m is 1-4, n is 0-3 and R.sup.5 includes phenyl, COOR.sup.9, where R.sup.9 is H or alkyl of 1-4 carbons, AR.sup.6 (where A is a methylene chain and R.sup.6 is a variety of groups including Cl, Br, I, CHO, CN, COOR.sup.9, NH.sub.2, SC(NH)NH.sub.2, phenyl, P(O)(OR.sup.9).sub.2, etc.), and CHR.sup.7 R.sup.21 (where R.sup.7 is a variety of aromatic and heterocyclic groups and R.sup.21 is H, optionally substituted phenyl and a variety of heterocyclic groups).Type: GrantFiled: March 19, 1986Date of Patent: May 23, 1989Assignee: E. I. Du Pont de Nemours and CompanyInventor: Douglas G. Batt
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Patent number: 4814340Abstract: The present invention relates to novel aromatic alkane derivatives represented by the following general formula (I): ##STR1## wherein Ar stands for a substituted or unsubstituted phenyl or naphtyl group, R.sup.1 stands for a methyl, ethyl or isopropyl group and R.sup.2 stands for a hydrogen atom or a methyl group, or R.sup.1 and R.sup.2 together with the carbon to which they are attached jointly represent a substituted or unsubstituted cycloalkyl group, and R.sup.3 stands for a fundamental group of an alcohol which is usually used in a form of R.sup.3 OH as to natural or synthetic pyrethroids, and also to processes for the preparation of these compounds and the uses of these compounds.These compounds of the present invention have excellent insecticidal and acaricidal activities while the toxicities of these compounds are very low.Type: GrantFiled: November 6, 1986Date of Patent: March 21, 1989Assignee: Mitsui Toatsu Chemicals, Inc.Inventors: Nakatani Kiyoshi, Satoshi Numata, Kenji Kodaka, Kengo Oda, Shiro Shiraishi, Takatoshi Udagawa
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Patent number: 4808762Abstract: Compounds of the formula ##STR1## in which Ar is substituted or unsubstituted phenyl, naphthyl, or thienyl; Z is oxygen, sulfur, or methylene; and Ar' is 2-methyl[1,1'-biphenyl]-3-yl, 3-phenoxyphenyl, 4-fluoro-3-phenoxyphenyl, or 6-phenoxy-2-pyridyl exhibit pyrethroid-like insecticidal and acaricidal activity and are relatively harmless to aquatic fauna.Type: GrantFiled: September 9, 1987Date of Patent: February 28, 1989Assignee: FMC CorporationInventors: Gary A. Meier, Scott M. Sieburth, Thomas G. Cullen, John F. Engel
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Patent number: 4791123Abstract: There are provided new alkane and alkoxyalkane derivatives of the general formula I ##STR1## in which R.sub.1, R.sub.2, R.sub.3, R.sub.4 and A have the meanings given in the description, processes for their preparation and insecticidal and acaricidal compositions containing these compounds.Type: GrantFiled: January 22, 1987Date of Patent: December 13, 1988Assignee: Schering Akt.Inventors: Helga Franke, Heinrich Franke, Hans-Rudolf Kruger, Hartmut Joppien, Dietrich Baumert, David Giles
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Patent number: 4786654Abstract: There are disclosed novel unsubstituted or substituted phenoxyfluorobenzyltetramethylcyclopropylmethyl ethers of formula ##STR1## wherein Y is hydrogen, halogen, C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 alkyl which is substituted by 1 to 9 halogen atoms, C.sub.1 -C.sub.4 alkoxy or C.sub.1 -C.sub.4 alkoxy which is substituted by 1 to 9 halogen atoms, C.sub.1 -C.sub.4 alkylthio or C.sub.1 -C.sub.4 alkylthio which is substituted by 1 to 9 halogen atoms, or is C.sub.2 -C.sub.4 alkenyl or C.sub.2 -C.sub.4 alkynyl and their benzyl ether intermediates of formula IV ##STR2## wherein X is halogen or p-tosyl. Also disclosed is a process for the preparation of these compounds and compositions containing them for use in pest control, especially for controlling insects that attack plants and animals, in particular their larval stages. The novel compounds are particularly effective against plant-destructive insects in rice crops.Type: GrantFiled: May 26, 1987Date of Patent: November 22, 1988Assignee: Ciba-Geigy CorporationInventors: Laurenz Gsell, Peter Ackermann
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Patent number: 4751240Abstract: A phenol derivative of the formulaNU--A--X--R.sup.1wherein NU is a defined phenolic nucleus including a phenyl-hydroxynaphthyl; hydroxyphenyl-naphthyl; phenyl-hydroxyindanyl, phenyl-hydroxybenzothienyl or mono-hydroxyphenyl-ethylene or vinylene nucleus; wherein A is alkylene, alkenylene or alkynylene which may be interrupted by phenylene or other linkages, wherein R.sup.1 is hydrogen, or alkyl, alkenyl, alkynyl, cycloalkyl, halogenoalkyl, alkoxyalkyl, halogenoalkoxyalkyl, aryl or arylalkyl, or R.sup.1 is joined to R.sup.2, and wherein X is --CONR.sup.2 --, --CSNR.sup.2 --, --NR.sup.12 CO--, --NR.sup.12 CS--, --NR.sup.12 CONR.sup.2 --, ##STR1## --SO.sub.2 NR.sup.2 --or --CO--, or, when R.sup.1 is not hydrogen, is --NR.sup.12 COO--, --(PO)R.sup.2 13 , --S--, --SO--or --SO.sub.2 --, wherein R.sup.2 is hydrogen or alkyl, or R.sup.1 and R.sup.2 together form alkylene; wherein R.sup.12 is hydrogen or alkyl, and wherein R.sup.22 is hydrogen, cyano or nitro; or a salt thereof when appropriate.Type: GrantFiled: April 24, 1985Date of Patent: June 14, 1988Assignee: Imperial Chemical Industries PLCInventors: Jean Bowler, Graham C. Crawley, Philip N. Edwards, Alasdair T. Glen, Michael S. Large, Brian S. Tait
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Patent number: 4732912Abstract: A phenol derivative of the formulaNU--A--X--R.sup.1wherein NU is a defined bis-phenolic nucleus including a hydroxyphenyl-hydroxynaphthyl; hydroxyphenyl-hydroxyindanyl, hydroxyphenyl-hydroxybenzothienyl or di-hydroxyphenyl-ethylene or vinylene nucleus; wherein A is alkylene, alkenylene or alkynylene which may be interrupted by phenylene or other linkages,wherein R.sup.1 is hydrogen, or alkyl, alkenyl, cycloalkyl, halogenoalkyl, aryl or arylalkyl, or R.sup.1 is joined to R.sup.2, and wherein X is --CONR.sup.2 --, --CSNR.sup.2 --, --NR.sup.12 CO--, --NR.sup.12 CS--, --NR.sup.12 CONR.sup.2 --, ##STR1## --SO.sub.2 NR.sup.2 -- or --CO--, or, when R.sup.1 is not hydrogen, is --NR.sup.12 COO--, --S--, --SO-- or --SO.sub.2 --,wherein R.sup.2 is hydrogen or alkyl, or R.sup.1 and R.sup.2 together form alkylene;wherein R.sup.12 is hydrogen or alkyl, and wherein R.sup.22 is hydrogen, cyano or nitro;or a salt thereof when appropriate.Type: GrantFiled: April 27, 1984Date of Patent: March 22, 1988Assignee: Imperial Chemical Industries PLCInventors: William R. Pilgrim, Derek W. Young, Brian S. Tait, Graham C. Crawley, Philip N. Edwards, George B. Hill
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Patent number: 4719237Abstract: A method useful for alleviating cardiac arrhythmias such as tachycardias in animals by administering to arrhythmic animals an antiarrhythmic amount of 4,4'-(isopropylidenedithio)bis (2,6-di-t-butylphenol), probucol.Type: GrantFiled: January 28, 1986Date of Patent: January 12, 1988Assignee: Merrell Dow Pharmaceuticals Inc.Inventor: Donald McCaughan
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Patent number: 4678665Abstract: Products of formula (I) ##STR1## in which R=C.sub.6-18 aromatic or alkylaromatic of valency z, R'=H, C.sub.1-16 alkyl or phenyl, A=CH.sub.2 or CH.sub.2 --O-- and, in the latter case, R'.noteq.H, x=1-8, y=1-20, z=1-3 and T denotes one or more anionic groups or a mixture of anionic groups and non-ionic groups are disclosed.These compounds are prepared by the reaction of a phenol R(OH).sub.z with an epoxide ##STR2## and an epihalogenohydrin ##STR3## in which X=Cl or Br, this being followed by replacement of X with one or more hydrophilic groupsThese compounds can be used as surface-active agents.Type: GrantFiled: August 2, 1984Date of Patent: July 7, 1987Assignee: L'OrealInventors: Guy Vanlerberghe, Henri Sebag
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Patent number: 4666925Abstract: Compounds of the formula ##STR1## wherein Q is 0 or S, R.sup.1 and R.sup.2 are H, halogen, (halo)alkyl or (halo)alkoxy or together are methylenedioxy, R.sup.3 is isopropyl optionally fluoro-substituted and R.sup.4 are the residues of certain alcohols of the pyrethroid type, are useful as insecticides.Type: GrantFiled: September 23, 1985Date of Patent: May 19, 1987Assignee: E. I. Du Pont de Nemours and CompanyInventor: King M. Sun
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Patent number: 4621098Abstract: The present invention provides thioethers of the general formula: ##STR1## wherein Ar is a phenyl radical which is optionally substituted one, two or three times by alkyl, alkenyl, alkoxy, alkylthio, alkanoyl, hydroxyl, hydroxyalkyl, carboxyl, alkoxycarbonyl, carbamoyl, nitro, amino or halogen, Q is an oxygen or sulphur atom or an NH group, A is a straight-chained or branched C.sub.2 -C.sub.8 alkylene radical which is optionally substituted by a hydroxyl group or can be interrupted by an ethenylene or ethynylene group, n is 0, 1 or 2, and R is a hydrogen atom or a straight-chained or branched alkyl radical which is optionally substituted one or more times by the same or different radicals selected from alkoxycarbonyl, alkoxy, hydroxyl, carboxyl or optionally substituted carbamoyl or amino; as well as the pharmacologically acceptable salts thereof, with the proviso that A cannot be ethylene when Ar is a phenyl radical, Q is an oxygen atom and R is the group --CH.sub.2 COOH.Type: GrantFiled: July 2, 1984Date of Patent: November 4, 1986Assignee: Boehringer Mannheim GmbHInventors: Robert Umminger, Walter-Gunar Friebe, Wolfgang Kampe, Androniki Roesch, Otto-Henning Wilhelms
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Patent number: 4611004Abstract: 3-Phenoxybenzyl-(2-phenyl-2,2-alkylene-ethyl) ethers and -thioethers of the formula ##STR1## wherein A is oxygen or sulfur,R.sub.1 is hydrogen, methyl, cyano or ethinyl,R.sub.2 and R.sub.3 are hydrogen, halogen or C.sub.1 -C.sub.5 -alkyl,n is 2 to 4,X.sub.1 is hydrogen, halogen, C.sub.1 -C.sub.5 -alkyl, C.sub.1 -C.sub.5 -haloalkyl, C.sub.1 -C.sub.5 -alkoxy or C.sub.1 -C.sub.5 -haloalkoxy,X.sub.2 is hydrogen, halogen or C.sub.1 -C.sub.5 -alkyl, or together with X.sub.1 in the adjacent position is methylenedioxy, andX.sub.3 and X.sub.4 are each hydrogen or halogen.A process for producing these compounds and their use for controlling pests are described.Type: GrantFiled: March 27, 1985Date of Patent: September 9, 1986Assignee: Ciba-Geigy CorporationInventors: Peter Ackermann, Laurenz Gsell
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Patent number: 4599362Abstract: The present invention relates to 2-arylethyl ether or thioether derivatives represented by the following general formula [I]: ##STR1## wherein Ar stands for an aryl group, R.sup.1 stands for straight or branched chain alkyl group of 1 to 6 carbons, R.sup.2 stands for a hydrogen atom, or a methyl or ethyl group, R.sup.3 stands for a halogen atom, or a methyl or methoxyl group, R.sup.4 stands for a hydrogen or halogen atom, or a lower alkyl or lower alkoxy group, and n is an integer of 1 or 2 with the proviso that when n is 2, the groups R.sup.4 may be the same or different, and Y stands for an oxygen or sulfur atom, and also to processes for the preparation of these ethers or thioethers and a use of these ethers or thioethers.These compounds of the present invention have excellent insecticidal and acaricidal activities while the toxicity of these compounds are very low.Type: GrantFiled: November 18, 1983Date of Patent: July 8, 1986Assignee: Mitsuitoatsu Chemicals, Inc.Inventors: Kiyoshi Nakatani, Satoshi Numata, Tsuneo Inoue, Akira Hosono, Kengo Oda, Yutaka Kubota, Hajime Tachibana, Takatoshi Udagawa, Masatoshi Gohbara
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Patent number: 4596828Abstract: [(2-Hydroxy-5-alkoxyphenyl)methylthio]phenylmethanol and derivatives thereof were prepared from an appropriate 2-hydroxy-5-alkoxybenzaldehyde with a hydroxymethylthiophenol. These compounds were found to be potent anti-inflammatory agents.Type: GrantFiled: March 28, 1985Date of Patent: June 24, 1986Assignee: Merck & Co., Inc.Inventors: Milton L. Hammond, Robert A. Zambias
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Patent number: 4525362Abstract: Selected substituted phenols may be usefully employed as mosquito development inhibitors.Type: GrantFiled: March 1, 1984Date of Patent: June 25, 1985Inventors: Sol J. Barer, Henry A. Terwedow, Jr.
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Patent number: RE32146Abstract: Certain arylterpenoid compounds having excellent potential as insect control agents. The compounds are highly active as eclosion inhibiting agents against four species of flies and three species of mosquito.Type: GrantFiled: April 9, 1982Date of Patent: May 13, 1986Assignee: The United States of America as represented by the Secretary of AgricultureInventors: Meyer Schwarz, Richard W. Miller, James E. Wright
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Patent number: RE32147Abstract: Certain arylterpenoid compounds having excellent potential as insect control agents. The compounds are highly active as eclosion inhibiting agents against four species of flies and three species of mosquito.Type: GrantFiled: April 9, 1982Date of Patent: May 13, 1986Assignee: The United States of America as represented by the Secretary of AgricultureInventors: Meyer Schwarz, Richard W. Miller, James E. Wright
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Patent number: H303Abstract: This invention describes a composition of matter and a method of treating agricultural substrates in which an active ingredient selected from the group consisting of fungicides, bactericides, insecticides, insect repellents, herbicides and plant growth regulators and mixtures thereof is utilized in conjunction with an amount of a glycoside dispersing agent selected from the group consisting of fructoside, glucoside, mannoside, galactoside, taloside, guloside, alloside, altroside, idoside, arabinsode, xyloside, lyxoside and riboside and mixtures thereof which is sufficient to form an emulsion or dispersion of the active ingredient.Type: GrantFiled: October 22, 1986Date of Patent: July 7, 1987Assignee: A. E. Staley Manufacturing CompanyInventors: Arshad H. Malik, Arno Cahn
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Patent number: RE34440Abstract: A benzonaphthalene compound has the formula ##STR1## wherein R.sub.1 represents ##STR2## or (ii) --CH.sub.2 OH; R.sub.6 represents ##STR3## or OR.sub.7 wherein R.sub.7 represents hydrogen, alkyl having 1-20 carbon atoms, monohydroxyalkyl or polyhydroxyalkyl, r' or r" represent hydrogen, lower alkyl, mono or polyhydroxyalkyl, aryl or a residue of an amino acid or a sugar, or together form a heterocycle; R.sub.2 represents hydrogen, alkyl having 1-15 carbon atoms, alkoxy having 1-4 carbon atoms or a cycloaliphatic radial; R.sub.3 represents hydrogen, hydroxy, alkyl having 1-4 carbon atoms, alkoxy having 1-10 carbon atoms, a cycloaliphatic radical, a thiocycloaliphatic radical or --O--Si(CH.sub.3).sub.2 --R.sub.8 wherein R.sub.8 represents lower alkyl; and R.sub.4 and R.sub.5 represent hydrogen, lower alkyl, hydroxy or lower acyloxy.This compound is useful in the topical and systemic treatment of dermatologic diseases and in the treatment of the degeneration of conjunctive tissues.Type: GrantFiled: July 16, 1992Date of Patent: November 9, 1993Assignee: Centre International de Recherches Dermatologiques (C.I.R.D.)Inventors: Braham Shroot, Jacques Eustache, Jean-Michel Bernardon