Spiro Patents (Class 544/6)
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Patent number: 4943311Abstract: A compound having the structural formula ##STR1## where R is C.sub.2 -C.sub.8 alkylene having 2 to 4 carbon atoms linking X and Y;R.sup.1 is C.sub.1 -C.sub.8 linear or branched alkylene, C.sub.1 -C.sub.6 oxyalkylene, C.sub.1 -C.sub.6 thioalkylene or C.sub.1 -C.sub.6 aminoalkylene;R.sup.2 and R.sup.3 are the same or different and are hydrogen, halogen, C.sub.1 -C.sub.8 alkyl, C.sub.1 -C.sub.6 alkoxy, C.sub.1 -C.sub.6 alkylthio, C.sub.1 -C.sub.6 alkylsulfonyl, phenyl, substituted phenyl, phenoxy, substituted phenoxy, cyano, nitro, --OCOR.sup.4, --COOR.sup.5, --CH.sub.m Q.sub.3-m or --OCH.sub.m Q.sub.3-m ;R.sup.4 is C.sub.1 -C.sub.4 alkyl;R.sup.5 is hydrogen or C.sub.1 -C.sub.4 alkyl;Q is halogen;X and Y are the same or different and are oxygen, sulfur, sulfinyl, sulfonyl or if one is NH, the other is sulfur;Z is nitrogen or CH; andm is 1, 2 or 3;and physiologically acceptable salts thereof,is disclosed. A process for synthesizing the compound of this invention is also set forth.Type: GrantFiled: May 9, 1988Date of Patent: July 24, 1990Assignees: Uniroyal Chemical Company, Inc., Uniroyal Chemical Ltd/LteeInventors: Hoi K. Lai, Robert A. Davis, Allen R. Blem
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Patent number: 4939270Abstract: Primary diamines, employed in stoichiometric excess, react with a spirodilactam precursor selected from 4-oxoheptandioic acid compounds or 1,6-dioxaspiro[4.4]nonane-2,7-diones, to produce 1,6-diaza[4.4]spirodilactams having an amino-containing substituent on each spiro ring nitrogen atom. The spirodilactams are useful in the production of thermoplastic polyamides by reaction with diacids and as curing agents for epoxy resins in the production of thermoset resins.Type: GrantFiled: February 23, 1989Date of Patent: July 3, 1990Assignee: Shell Oil CompanyInventor: Pen C. Wang
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Patent number: 4939251Abstract: Novel 1-azaspiro[4.4] lactams are produced by reaction of at least one hydroxy-containing primary amino compound with a 4-ketodiacid compound or a 1,6-dioxaspiro[4.4]lactone. Molar excesses of amion compound result in production of spirodilactams, while limited molar quantities of amino compound results in production of a spirolactam-lactone which reacts further with hydroxy-containing primary amino compound or with hydroxy-free primary amino compound to produce a spirodilactam. Certain of the spirolactams are useful as precursors for glycidyloxy derivatives which react with epoxy curing agents to form insoluble thermoset resins while others are useful as curing agents and yet others are converted to glycidyloxy derivatives useful as reactive diluents in epoxy resin applications.Type: GrantFiled: September 16, 1988Date of Patent: July 3, 1990Assignee: Shell Oil CompanyInventor: Pen C. Wang
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Patent number: 4927831Abstract: This invention relates to spiro-isoquinoline-pyrrolidine tetrones and their pharmaceutically acceptable salts thereof, to processes for their preparation, to methods for using the compounds, and to pharmaceutical preparations thereof. The compounds have pharmaceutical properties which render them beneficial for the prevention of diabetes mellitus associated complications.Type: GrantFiled: May 26, 1989Date of Patent: May 22, 1990Assignee: American Home ProductsInventor: Michael S. Malamas
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Patent number: 4916128Abstract: Thiadiazinones of the formula I ##STR1## wherein A is --CHR.sup.4 --CHR.sup.5 --, --CH.sub.2 --CR.sup.4 R.sup.5 --, --CR.sup.4 R.sup.5 --CH.sub.2 --, --CHR.sup.4 --CHR.sup.5 --CH.sub.2 --, --CHR.sup.4 --CH.sub.2 --CHR.sup.5 --, --CH.sub.2 --CHR.sup.4 --CHR.sup.5 --, --CR.sup.4 R.sup.5 --CH.sub.2 CH.sub.2 --, --CH.sub.2 --CR.sup.4 R.sup.5 --CH.sub.2 -- or --CH.sub.2 CH.sub.2 --CR.sup.4 R.sup.5 --,R.sup.1, R.sup.2, R.sup.3, R.sup.4 and R.sup.5 are each independently H, C.sub.1-5 -alkyl, C.sub.2-5 -alkenyl or C.sub.2-5 -alkinyl,R.sup.3 is also C.sub.1-15 -acyl,R.sup.6 is H, alkyl, alkoxyl, OH, F, Cl, Br or I andZ is (H, H), (H, alkyl), (alkyl, alkyl) or O,the alkyl, alkenyl, alkinyl and/or alkoxy groups in each case containing up to 5 C atoms, but wherein, if A is --CH.sub.2 CH.sub.2 -- and Z is O, one of the radicals R.sup.1, R.sup.2, R.sup.3 and R.sup.6 must be other than H,and salts thereof demonstrate positive inotropic action and are suitable for combating cardiovascular diseases.Type: GrantFiled: June 6, 1988Date of Patent: April 10, 1990Assignee: Merck Patent Gesellschaft mit Beschrankter HaftungInventors: Rochus Jonas, Jaime Piulats, Michael Klockow, Ingeborg Lues, Hans-Jochen Schliep
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Patent number: 4906635Abstract: Methods and pharmaceutical compositions are disclosed for reducing intraocular pressure. The methods and compositions employ an active ingredient which comprises certain benzothiadiazinyl and quinazolinyl substituted carboxyalkyl dipeptides wherein the benzothiadiazinyl or quinazolinyl portions are joined to the dipeptide portions by an aminocarbonyl group.Type: GrantFiled: July 18, 1988Date of Patent: March 6, 1990Assignee: Schering CorporationInventors: Bernard R. Neustadt, David R. Andrews, Paul E. McNamara, Robert W. Watkins
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Patent number: 4904300Abstract: Imidazole derivatives of formula I ##STR1## and the stereochemically isomeric forms thereof, and salts thereof, have useful herbicidal properties. The substituents R.sup.1, L and X have the meanings defined herein.Type: GrantFiled: August 17, 1988Date of Patent: February 27, 1990Assignee: Ciba-Geigy Corp.Inventors: Hans-Dieter Schneider, William R. Lutz, Henry Szczepanski, Werner Topfl
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Patent number: 4895942Abstract: Novel epoxyalkoxy-containing [4.4] spirodilactams having ring nitrogen atoms in the 1- and the 6- ring positions and having a substituent on each ring nitrogen atom, at least one of which substituents contains an epoxyalkyl moiety. Such epoxy compounds are produced by reaction of a 1-halo-2,3-epoxyalkane and the corresponding hydroxy-containing spirodilactam followed by treatment with strong base.Type: GrantFiled: September 16, 1988Date of Patent: January 23, 1990Assignee: Shell Oil CompanyInventor: Pen C. Wang
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Patent number: 4874870Abstract: A process for converting 6-carboxy to 6-hydroxymethyl mevinolin analogs and novel intermediates formed in this process are disclosed.Type: GrantFiled: August 12, 1988Date of Patent: October 17, 1989Assignee: Merck & Co., Inc.Inventors: Samuel L. Graham, Thomas H. Scholz
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Patent number: 4871719Abstract: Novel 13-spiro-2'-[tetrahydrofuran]-milbemycins of the formula I ##STR1## in which X represents one of the groups --CH(OR.sub.1)--, --C(.dbd.O)-- or --C(.dbd.N--OH)--;R.sub.1 represents hydrogen or a OH-protecting group;R.sub.2 represents methyl, ethyl, isopropyl or sec.-butyl or the group --C(CH.sub.3).dbd.CH--A in which A represents methyl, ethyl or isopropyl; andR.sub.3 represents hydrogen; C.sub.1 -C.sub.10 -alkyl; C.sub.1 -C.sub.10 -alkyl substituted by at least one substituent selected from the group consisting of halogen, C.sub.1 -C.sub.6 -alkoxy, C.sub.2 -C.sub.6 -alkoxyalkoxy C.sub.3 -C.sub.9 -alkoxyalkoxyalkoxy, C.sub.1 -C.sub.6 -alkylthio, C.sub.3 -C.sub.7 -cycloalkyl, C.sub.1 -C.sub.3 -alkyl-substituted C.sub.3 -C.sub.7 -cycloalkyl, hydroxy, benzyloxy, C.sub.1 -C.sub.6 -acyl and C.sub.1 -C.sub.6 -acyloxy, it being possible for each of the above-mentioned radicals representing or containing an alkoxy group to be terminally substituted at a terminal alkoxy group by hydroxy, halogen, C.sub.1 -C.sub.Type: GrantFiled: March 16, 1988Date of Patent: October 3, 1989Assignee: Ciba-Geigy CorporationInventor: Peter Maienfisch
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Patent number: 4846874Abstract: Novel N-(heterocyclicaminocarbonyl) substituted thiophene- , furan- and pyrrolesulfonamides, such as N-[(4-methoxy-6-methylpyrimidin-2-yl)aminocarbonyl]-6,7-dihydro-5H-thieno- [3,2-b]thiopyran-3-sulfonamide. 4,4-dioxide and N-[(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]-6,7-dihydro-5H-thieno[3,2-b ]thiopyran-3-sulfonamide, 4,4-dioxide and their method-of-use as herbicides are described.Type: GrantFiled: December 16, 1987Date of Patent: July 11, 1989Assignee: E. I. Du Pont de Nemours and CompanyInventor: Robert J. Pasteris
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Patent number: 4847388Abstract: A novel class of unsaturated polycyclic ethers and esters comprises unsaturated ether and ester derivatives of a hydroxyaryl-substituted [4.4] spirodilactams having nitrogen atoms in the 1- and 6-positions of the spiro ring system and having the hydroxyaryl groups attached to each spiro ring nitrogen. Such unsaturated ethers and esters react with conventional curing agents to produce cured, insoluble products having high glass transition temperatures.Type: GrantFiled: September 16, 1988Date of Patent: July 11, 1989Assignee: Shell Oil CompanyInventor: Pen C. Wang
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Patent number: 4835280Abstract: The present invention provides Indolines of the formula: ##STR1## ps useful to provide pharmaceutically active pyrrolobenzimidazoles or tautomers thereof, of the formula: These compounds are useful for treating heart or circulatory diseases, especially those which respond to a change of blood pressure, an increase in cardiac output and/or a change in micro-circulation.Type: GrantFiled: July 14, 1987Date of Patent: May 30, 1989Assignee: Boehringer Mannheim GmbHInventors: Alfred Martens, Jens-Peter Holck, Herbert Berger, Bernd Muller-Beckman, Klaus Strein, Egon Roesch
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Patent number: 4826816Abstract: Antihypertensive compounds with angiotensin-converting enzyme inhibitory activity and diuretic activity are disclosed. Such compounds are useful in the treatment of cardiovascular disorders, especially hypertension and congestive heart failure, and are useful in the treatment of glaucoma.Type: GrantFiled: October 4, 1985Date of Patent: May 2, 1989Assignee: Schering CorporationInventors: David R. Andrews, Federico C. A. Gaeta
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Patent number: 4824472Abstract: Novel herbicidal 1-cyclyl or polycyclyl substituted 1H-imidazole-5-carboxylic acid derivatives, compositions containing these compounds as active ingredients, and a method for controlling weeds, preferably selectively in crops of useful plants. Processes for making these novel compounds.Type: GrantFiled: December 23, 1987Date of Patent: April 25, 1989Assignee: Janssen Pharmaceutica N.V.Inventors: Guy R. E. Van Lommen, Victor Sipido, Wim G. Verschueren, William R. Lutz
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Patent number: 4800202Abstract: Fungicidally active aminomethyltetrahydrofurans of the formula ##STR1## in which A represents a divalent alkylene or alkenylene chain which is in each case optionally substituted andR.sup.1 and R.sup.2 independently of one another each represent hydrogen, alkyl, alkenyl, alkinyl, alkoxyalkyl, dialkoxyalkyl, hydroxyalkyl, hydroxyalkoxyalkyl, dioxolanylalkyl, oxolanylalkyl, or dioxanylalkyl, or represent in each case optionally substituted cycloalkylalkyl, cycloalkyl, aralkyl, aralkenyl or aryl, orR.sup.1 and R.sup.2, together with the nitrogen atom to which they are bonded, represent an optionally substituted saturated heterocyclic radical, which can optionally contain further heteroatoms,or an acid addition salts thereof. Some intermediates therefor wherein NR.sup.1 R.sup.2 is replaced by halogen or sulphonyloxy are also new.Type: GrantFiled: January 25, 1988Date of Patent: January 24, 1989Assignee: Bayer AktiengesellschaftInventors: Joachim Weissmuller, Dieter Berg, Stefan Dutzmann, Paul Reinecke
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Patent number: 4795811Abstract: A process for converting 6-carboxy to 6-hydroxymethyl mevinolin analogs and novel intermediates formed in this process are disclosed.Type: GrantFiled: June 22, 1987Date of Patent: January 3, 1989Assignee: Merck & Co., Inc.Inventors: Samuel L. Graham, Thomas H. Scholz
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Patent number: 4764608Abstract: This invention relates to novel processes for the manufacture of spiro-linked pyrrolidine-2,5-diones of formula; ##STR1## which have a potent inhibitory activity on aldose reductase and are useful for reduction and prevention of chronic diabetic complications.The invented processes are useful as improved and convenient method for a large scale manufacture.Type: GrantFiled: July 10, 1987Date of Patent: August 16, 1988Assignee: Kyorin Pharmaceutical Co., Ltd.Inventors: Kuniyoshi Masuzawa, Kyuya Okamura, Kazunori Kasuga, Shizuyoshi Fujimori, Susumu Kinoshita, Hiroshi Matsukubo
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Patent number: 4762831Abstract: A process for the preparation of a 1,8-bridged 4-quinolone-3-carboxylic acid of the formula ##STR1## wherein the substituents are defined hereinbelow. Some of the compound are new. The old and new compounds are antibacterials and promote animal growth.Type: GrantFiled: June 13, 1986Date of Patent: August 9, 1988Assignee: Bayer AktiengesellschaftInventors: Klaus Grohe, Michael Schriewer
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Patent number: 4749789Abstract: This invention relates to novel processes for the manufacture of spiro-linked pyrrolidine-2,5-diones of the formula; ##STR1## which have a potent inhibitory activity on aldose reductase and are useful for reduction and prevention of chronic diabetic complications.The invented processes are useful as improved and convenient method for a large scale manufacture.Type: GrantFiled: July 10, 1987Date of Patent: June 7, 1988Assignee: Kyorin Pharmaceutical Co., Ltd.Inventors: Kuniyoshi Masuzawa, Kyuya Okamura, Shizuyoshi Fujimori, Susumu Kinoshita, Hiroshi Matsukubo
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Patent number: 4743601Abstract: There are disclosed novel compounds of the formula ##STR1## where X is hydrogen, loweralkyl, loweralkoxy, hydroxy, halogen, nitro or trifluoromethyl; R.sub.1 is hydrogen or loweralkyl; R.sub.2 is hydrogen, loweralkyl, arylloweralkyl or --(CH.sub.2).sub.m R.sub.7 wherein m is 1, 2 or 3 and R.sub.7 is cyano or amino; R.sub.3 and R.sub.4 are independently hydrogen or loweralkyl; R.sub.5 and R.sub.6 are independently hydrogen or loweralkyl, or R.sub.5 +R.sub.6 taken together with the carbon atom to which they are attached constitute a cyclobutane, cyclopentane, cyclohexane, cycloheptane, pyrrolidine, piperidine, morpholine or thiomorpholine ring, or R.sub.5 is hydrogen and R.sub.6 is aryl or --CH.sub.2 OR.sub.8 wherein R.sub.8 is hydrogen, loweralkyl or loweralkylcarbonyl, which are useful for enhancing memory.Type: GrantFiled: July 13, 1987Date of Patent: May 10, 1988Assignee: Hoechst-Roussel Pharmaceuticals Inc.Inventors: Karl Schonafinger, Helen H. Ong
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Patent number: 4723987Abstract: Sulfonamides such as N-[(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]-1,3-dihydro-6-methyl-3-oxof uro[3,4-c]pyridine-4-sulfonamide are useful as herbicides and plant growth regulants.Type: GrantFiled: April 22, 1986Date of Patent: February 9, 1988Assignee: E. I. Du Pont de Nemours and CompanyInventor: Mary A. Hanagan
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Patent number: 4719296Abstract: A spiroxazine compound represented by the formula: ##STR1## wherein R.sup.1 and R.sup.2 each represents an alkyl group, an allyl group, an aryl group or an aralkyl group; rings A and B each represents a substituted or unsubstituted benzene ring, a substituted or unsubstituted naphthalene ring or a substituted or unsubstituted heterocyclic ring; X represents an oxygen atom or a sulfur atom; and n represents an integer of from 1 to 6, and a photochromic composition containing said spiroxazine compound are disclosed. The compound is excellent in compatibility to and solubility in high molecular weight compounds, and the composition containing the same stably develops a color of high density upon irradiation of ultraviolet rays.Type: GrantFiled: January 27, 1986Date of Patent: January 12, 1988Assignee: Mitsubishi Chemical Industries LimitedInventors: Masahiro Irie, Shuichi Maeda
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Patent number: 4709027Abstract: There are disclosed compounds of the formula ##STR1## wherein R.sup.1 and R.sup.2 are each, independently, hydrogen or lower alkyl, or R.sup.1 and R.sup.2 taken together represent ##STR2## A is O or NR.sup.3 ; B is --(CH.sub.2).sub.n --, ##STR3## R.sup.3 is hydrogen or lower alkyl; R.sup.4 is hydrogen, lower alkyl, aryl of 6-12 carbon atoms or halo;R.sup.5 is unsubstituted or substituted phenyl, 2-pyridinyl, 2-pyrimidinyl, 2-pyrazinyl or 3-pyridazinyl, where the substituents are selected from the group lower alkyl, lower alkoxy, halo, cyano, nitro and trifluoromethyl;Z is --(CH.sub.2).sub.n -- or vinylene;X is lower alkylene, vinylene or O;m is 2-5;n is 1-3;o is 1-5;and the pharmaceutically acceptable salts thereof and their use as antipsychotic/anxiolytic agents having a low liability for extrapyramidal side effects.Type: GrantFiled: June 25, 1986Date of Patent: November 24, 1987Assignee: American Home Products CorporationInventors: Magid A. Abou-Gharbia, Guy A. Schiehser
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Patent number: 4704389Abstract: This invention relates to aromatic .omega.-alkylimino-tetrahydro-6H-1,3-thiazine-6-one derivatives, to a process for the preparation of same, and to their use as anxiolytic and antihypertensive agents.Type: GrantFiled: January 16, 1987Date of Patent: November 3, 1987Assignee: Merrell Dow Pharmaceuticals Inc.Inventors: Maurice W. Gittos, Marcel Hibert
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Patent number: 4612312Abstract: Glutarimide derivatives of the formula which are useful antihypertensive and antianxiety agents ##STR1## wherein R.sub.1 and R.sub.2 each independently represent hydrogen, a 1 to 4 carbon alkyl, a 1 to 4 carbon alkoxy, halogen, nitro, hydroxy, SO.sub.3 H, SO.sub.2 NH.sub.2, and when R.sub.1 and R.sub.2 are taken together, form a fused phenyl group at the 1,2- or 3,4- positions, with the proviso that when R.sub.1 and R.sub.2 are identical they each represent a hydrogen, a 1 to 4 carbon alkyl, a 1 to 4 carbon alkoxy, hydroxy or a halogen group; A and B independently represent an oxo, a thio or an imino group having the formula --N(R.sub.6)-- wherein the R.sub.6 group is hydrogen or a 1 to 4 carbon alkyl group; R.sub.3 is a hydrogen, a 1 to 4 carbon alkyl or hydroxyethyl group; n is an integer of from 2 to 5; and R.sub.4 and R.sub.5 represent methyl groups or when taken together form a cyclopentane or cyclohexane ring; its enantiomers; and the pharmaceutically acceptable acid addition salts thereof.Type: GrantFiled: June 13, 1985Date of Patent: September 16, 1986Assignee: Merrell Dow Pharmaceuticals Inc.Inventors: Marcel Hibert, Maurice W. Gittos
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Patent number: 4593092Abstract: The invention provides a novel spiro-linked pyrrolidine-2,5-dione of the formula; ##STR1## wherein X.sub.1 and X.sub.2 each independently represent a hydrogen, a halogen atom, a lower alkyl or lower alkoxy group; Y is a methylene group, oxygen or sulfur atom; R.sub.1, R.sub.2, R.sub.3 and R.sub.4 each independently represent a hydrogen atom, a lower alkyl group or forming a benzene ring together with their adjacent carbon atoms; the base salts thereof with pharmaceutically acceptable cations, and processes for their manufactures.The compounds of formula [I] useful as aldose reductase inhibitors and as therapeutic agents for treatment of chronic diabetic complications are also disclosed.Type: GrantFiled: December 24, 1984Date of Patent: June 3, 1986Assignee: Kyorin Pharmaceutical Co., Ltd.Inventors: Tsutomu Irikura, Koichi Takagi, Shizuyoshi Fujimori, Yoshihiro Hirata
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Patent number: 4587247Abstract: Novel substituted and unsubstituted 13-(alkoxy)methoxy derivatives of the avermectin aglycones are useful as anthelmintic and antiparasitic agents. The compounds are also useful as pesticides and insecticides against agricultural pests. Included herein are novel intermediates useful in the process for preparing said avermectin aglycone derivatives. Compositions of said derivatives and methods of administering said compositions are also disclosed.Type: GrantFiled: February 25, 1985Date of Patent: May 6, 1986Assignee: Merck & Co., Inc.Inventors: Bruce O. Linn, Helmut H. Mrozik
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Patent number: 4559340Abstract: There are disclosed benzothiadiazinyl and quinazolinyl substituted carboxylalkyl dipeptides, wherein the benzothiodiazinyl or quinazolinyl portions are joined to the dipeptide portions by an aminocarbonyl group. Compounds of this invention are useful as antihypertensive agents, in the treatment of congestive heart failure and in the treatment of glaucoma. In addition, compounds of this invention have diuretic activity.Type: GrantFiled: November 25, 1983Date of Patent: December 17, 1985Assignee: Schering CorporationInventors: Bernard R. Neustadt, David R. Andrews, Paul E. McNamara
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Patent number: 4556652Abstract: Compounds having the general structure ##STR1## and their pharmaceutically acceptable salts, wherein the substitutents are defined herein, which exhibit antihypertensive activity.Type: GrantFiled: March 2, 1984Date of Patent: December 3, 1985Assignee: USV Pharmaceutical Corp.Inventors: John T. Suh, Jerry W. Skiles, John J. Piwinski, Paul Menard, Howard Jones
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Patent number: 4556655Abstract: Antihypertensive compounds with angiotensin-converting enzyme inhibitory activity and diuretic activity are disclosed. Such compounds are useful in the treatment of cardiovascular disorders, especially hypertension and congestive heart failure, and are useful in the treatment of glaucoma.Type: GrantFiled: September 24, 1984Date of Patent: December 3, 1985Assignee: Schering CorporationInventors: David R. Andrews, Federico C. A. Gaeta
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Patent number: 4555508Abstract: Compounds having the general structure ##STR1## and their pharmaceutically acceptable salts, wherein the substituents are defined herein, which exhibit antihypertensive activity.Type: GrantFiled: March 2, 1984Date of Patent: November 26, 1985Assignee: USV Pharmaceutical Corp.Inventors: John T. Suh, John R. Regan, John J. Piwinski, Paul Menard, Howard Jones
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Patent number: 4555569Abstract: The invention relates to chromogenic quinazolines of the formula ##STR1## wherein Y is a polycyclic non-aromatic heterocyclic radical which is attached to the quinazoline moiety through a fused benzene nucleus and is unsubstituted or substituted, andZ is hydrogen, R, --OR.sub.1, --SR.sub.1 or --NR.sub.2 R.sub.3, whereinR and R.sub.1 are each alkyl which is unsubstituted or substituted by cyano or lower alkoxy, or are cycloalkyl, unsubstituted or substituted aryl or aralkyl or an unsubstituted or substituted heterocyclic radical, and R.sub.1 can also be haloalkyl,R.sub.2 and R.sub.3, each independently of the other, are hydrogen, alkyl which is unsubstituted or substituted by halogen, hydroxy, cyano or lower alkoxy, or are cycloalkyl, phenyl, benzyl, or phenyl or benzyl which are each substituted by halogen, nitro, cyano, lower alkyl, lower alkoxy or lower alkoxycarbonyl, and R.sub.2 can also be acyl; or R.sub.2 and R.sub.Type: GrantFiled: June 22, 1984Date of Patent: November 26, 1985Assignee: Ciba-Geigy CorporationInventors: Rudolf Zink, Ian J. Fletcher
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Patent number: 4496565Abstract: Compounds of formula (I): ##STR1## a pharmaceutically acceptable salt or solvate thereof having anti-hypertensive activity, a process for their preparation and their use as pharmaceuticals.Type: GrantFiled: October 17, 1983Date of Patent: January 29, 1985Assignee: Beecham Group p.l.c.Inventors: John M. Evans, Valerie A. Ashwood
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Patent number: 4447584Abstract: The invention relates to processes for the synthesis of tertiary phosphine oxides and sulphides. The process according to the invention consists, in a first step, of reacting a secondary phosphine oxide or sulfide with an optionally activated alkali metal amide, and, in a second step, of reacting the mixture obtained in the first step with an organic halide containing at least one halogenophenyl radical or one halogenomethyl group. Tertiary phosphine oxides and sulphides are complexing agents of high stability.Type: GrantFiled: January 18, 1982Date of Patent: May 8, 1984Assignee: Societe Nationale des Poudres et ExplosifsInventors: Wilfrid Bergeret, Jean-Claude Gautier, Serge Raynal, Sylvie Boileau
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Patent number: 4338435Abstract: Compounds having the formula ##STR1## wherein R.sub.1 and R.sub.2 are each independently hydrogen, halogen, trifluoromethyl, aminosulfonyl, nitro, alkyl or alkoxy;R.sub.3 is hydrogen, alkyl, or phenylmethyl;R.sub.4 is hydrogen, alkyl, or phenyl, and R.sub.15 is alkyl, phenyl or phenylmethyl, or R.sub.4 and R.sub.15 together are --(CH.sub.2).sub.m -- wherein m is 1 or 2;R.sub.5,R.sub.6,R.sub.7,R.sub.8,R.sub.9,R.sub.10,R.sub.11,R.sub.12,R.sub.13 and R.sub.14 are each independently hydrogen, halogen, alkyl or phenyl;n.sub.1,n.sub.2,n.sub.3,n.sub.4 and n.sub.5 are each independently 0 or 1;with the proviso that if R.sub.4 and R.sub.15 together are --(CH.sub.2).sub.m -- the sum of n.sub.1, n.sub.2, n.sub.3, n.sub.4, n.sub.5 and m is 2 or 3;have diuretic activity.Type: GrantFiled: June 1, 1981Date of Patent: July 6, 1982Assignee: E. R. Squibb & Sons, Inc.Inventor: Rudiger D. Haugwitz
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Patent number: 4295875Abstract: New tetrahydro-1,3-oxazines of the formula ##STR1## where R denotes linear or branched haloalkyl of up to 3 carbon atoms, R.sup.1, R.sup.2, R.sup.3, R.sup.4 and R.sup.5 are identical or different and each denotes hydrogen or linear or branched alkyl of up to 3 carbon atoms, R.sup.6 denotes hydrogen or linear or branched alkyl of up to 8 carbon atoms, R.sup.7 denotes hyrogen, linear or branched alkyl of up to 8 carbon atoms, alkoxyalkyl of up to 6 carbon atoms or dialkoxyalkyl of up to 8 carbon atoms, and R.sup.6 and R.sup.7 may together form a methylene chain of 4 or 5 carbon atoms.The compounds are antagonistic agents and, as such, increase the tolerance of herbicidal acetanilides by crop plants. Herbicidal agents containing the tetrahydro-1,3-oxazines in combination with haloacetanilides are suitable for combating unwanted plant growth in Indian corn and cereal crops.Type: GrantFiled: March 24, 1980Date of Patent: October 20, 1981Assignee: BASF AktiengesellschaftInventors: Karl Eicken, Wolfgang Rohr, Hans J. Pander, Bruno Wuerzer
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Patent number: 4287337Abstract: The invention relates to spiropyran compounds. They have the general formula (I): ##STR1## in which: X represents the CH.sub.2 group or a sulfur atom; R.sub.1 and R.sub.2 represent electron donor and/or acceptor groups selected for instance from the group NO.sub.2, COC.sub.6 H.sub.5, CN, the halogens, the acyl substituents, alkoxy substituents, the hydrogen atom, the alkyl and mercaptoalkyl groups, the ethers of the formula CH.sub.2 OR, thioethers of the formula CH.sub.2 SR and amines of the formula CH.sub.2 NR.sub.2 in which R represents an alkyl group; R.sub.3 is a linear or branched alkyl group, having 1 to 18 carbon atoms, or an arylalkyl or alkenyl group.--R.sub.4,R.sub.5,R.sub.6,R.sub.7,R.sub.8 and R.sub.9 have one of the meanings indicated for R.sub.3 or represent, two by two, with the group in ortho position, a --(CH.sub.2).sub.n -- group in which n is a number between 5 and 10.R.sub.10 represents a hydrogen atom if X=S and if X=CH.sub.Type: GrantFiled: November 21, 1979Date of Patent: September 1, 1981Assignee: Etat Francais represente par le Delegue General pour l'ArmementInventors: Robert J. Guglielmetti, Francis Garnier, Yves M. Poirier, Gisele M. C. Petillon
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Patent number: 4277470Abstract: Heterocyclic, spiro-linked amidines of the formula I ##STR1## and their physiologically acceptable salts, in which (a) n is 1 or 2; (b) R.sup.1 and R.sup.2 are hydrogen or alkyl radicals which, together with the nitrogen atom, can form a 5-, 6- or 7-membered ring which can be substituted by C.sub.1 -C.sub.3 -alkyl, C.sub.1 -C.sub.2 -alkoxy, hydroxyl or C.sub.1 -C.sub.4 -alkoxy-carbonyl groups and in which one of the carbon atoms can also be replaced by an oxygen, sulfur or nitrogen atom, it being possible for the nitrogen atom to be substituted by hydrogen, by the formyl group or by a phenyl radical, which can in turn be monosubstituted or polysubstituted by a C.sub.1 to C.sub.4 -alkyl group or an alkoxy, methylenedioxy, hydroxyl, halogen, nitro or amino group, or it being possible for the nitrogen atom to be substituted by a C.sub.1 -C.sub.4 -alkyl group, or in which R.sup.1 represents hydrogen and R.sup.2 represents a C.sub.5 -C.sub.8 -cycloalkyl radical which can be substituted by C.sub.1 -C.sub.Type: GrantFiled: February 21, 1980Date of Patent: July 7, 1981Assignee: Hoechst AktiengesellschaftInventors: Manfred Forsch, Wolfgang Schaub, Hermann Gerhards
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Patent number: 4226867Abstract: 3,3-Substituted spiro-1,2,4-benzothiadiazines and their use in treating hypertension are disclosed.Type: GrantFiled: October 6, 1978Date of Patent: October 7, 1980Assignee: Merck & Co., Inc.Inventors: Edward J. Cragoe, Jr., Otto W. Woltersdorf, Jr.
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Patent number: 4119777Abstract: A thiazine derivative, which forms a color on contact with an electron accepting material, represented by the formula (II): ##STR1## wherein A.sub.1 and A.sub.2, which may be the same or different, each represents an aryl group or a heterocyclic group and A.sub.1 and A.sub.2 may combine together to form a heterocyclic ring or a fluorene ring, the ring B represents an aromatic hydrocarbon ring or a heterocyclic ring, and Y represents a hydrogen atom, an aliphatic group, an aryl group, a heterocyclic group, an amino group, an amido group, an oxy group or a thio group, but at least one of A.sub.1 and A.sub.2 or the ring formed by the combination of A.sub.1 and A.sub.2 represents an electron donating aryl group or an electron donating heterocyclic group, and a process for preparing the thiazine derivatives represented by the formula (II) by oxidizing a thioamide derivative represented by the formula (I): ##STR2## wherein A.sub.1, A.sub.2, B and Y are as above described.Type: GrantFiled: December 17, 1976Date of Patent: October 10, 1978Assignee: Fuji Photo Film Co., Ltd.Inventors: Hideo Usui, Sadao Ishige, Keiso Saeki