The Chalcogen, X, Is Part Of A -c(=x)x- Group, Wherein The X's Are The Same Or Diverse Chalcogens Patents (Class 549/561)
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Patent number: 5990326Abstract: The present invention relates to compounds of the formula ##STR1## or a pharmaceutically acceptable salt thereof wherein R is alkyl of 12 carbon atoms, alkenyl of 12 carbon atoms having from 1 to 4 --CH.dbd.CH-- groups when the carbon adjacent to R is saturated and from 1 to 2 --CH.dbd.CH-- groups when the carbon adjacent to R is unsaturated, aryl, heterocyclo, alkoxyalkyl wherein the alkyl groups have 1 to 6 carbon atoms, or aryloxyalkyl wherein the alkyl group has 1 to 6 carbon atoms R.sup.1 is hydrogen, lower alkyl, or a pharmaceutically acceptable cation. These compounds are inhibitors of leukotriene A.sub.4 (LTA.sub.4) hydrolase.Type: GrantFiled: November 16, 1992Date of Patent: November 23, 1999Assignee: G.D. Searle & Co.Inventors: Stevan Wakefield Djuric, Thomas Dale Penning
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Patent number: 5866036Abstract: Chiral nonracemic molecules which are useful as high tilt, high polarization and/or high birefringence FLC materials or are useful as components of such FLC materials and which have the following general structure are provided:RO--(Ph.sub.1).sub.m --(A).sub.a --(Ph.sub.2).sub.n --(B).sub.b --(Ph.sub.3).sub.p --Twhere Ph.sub.1, Ph.sub.2 and Ph.sub.Type: GrantFiled: February 2, 1994Date of Patent: February 2, 1999Assignee: Displaytech, Inc.Inventors: Michael D. Wand, Rohini T. Vohra, David M. Walba, Sean D. Monahan
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Patent number: 5814612Abstract: The present invention provides a purified retinoid compound characterized by a molecular mass of about 320 daltons and an atomic composition of C.sub.20 H.sub.32 O.sub.3. The present invention also provides a purified retinoid compound having the structure: ##STR1## wherein the configuration of the C7, C9, and C11 double bond independently is Z or E and the absolute configuration at C13 and C14 is independently R or S; wherein R1 is alkyl, alkyl halide, alcohol, ester, ether, aldehyde, ketone, carboxylic acid, carboxylic ester, acyl halide, amide, nitrile, or amine; R2 and R3 are independently hydroxyl, halide, alkoxy, ester, alkyl, alcohol, ether, aldehyde, ketone, carboxylic acid, carboxylic ester, nitrile, amine, azide, alkyl halide, acid halide, acid azide, or amide; or wherein R2 and R3, or R1 and R2 are replaced by a 13,14-oxirane or a 14,15-oxirane group, respectively.Type: GrantFiled: May 6, 1992Date of Patent: September 29, 1998Assignees: Sloan-Kettering Institute for Cancer Research, The Trustees of Columbia in the City of New YorkInventors: Jochen Buck, Ulrich Hammerling, Fadila Derguini, Koji Nakanishi
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Patent number: 5783712Abstract: The invention relates to compounds having at least one vinyl ether group which also contain in the molecule at least one further functional group selected from acrylate, methacrylate, epoxy, alkenyl, cycloalkenyl and vinylaryl groups, to compositions, especially for stereolithography, comprising those vinyl ether compounds, and to a method of producing three-dimensional objects using those compositions.Type: GrantFiled: August 13, 1996Date of Patent: July 21, 1998Assignee: Ciba Specialty Chemicals CorporationInventors: Bettina Steinmann, Adrian Schulthess, Max Hunziker
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Patent number: 5547983Abstract: Aromatic bicyclic compounds of formula (I) ##STR1## where R.sub.1 is specifically --H, CH.sub.3, --CH.sub.2 OH, --OH, --CHO, --CONH.sub.2, --COOH, --COOalkyl, --SH, S-alkyl, etc. . . . ; R.sub.2 is H; R.sub.3 is H, aryl, aralkyl or lower alkyl optionally substituted by a hydroxyl, a lower alkoxy or a --CO--R.sub.12, R.sub.12 being specifically H, lower alkyl, hydroxyl, lower alkoxy, or R.sub.2 and R.sub.3 together form a naphthalene ring with the benzene ring; R.sub.4 is a linear branched or unbranched alkyl having 1 to 15 carbon atoms or a cycloaliphatic radical; R.sub.5 represents specifically --(CH.sub.2).sub.n --R.sub.13, --CH.dbd.CH--(CH.sub.2).sub.n --R.sub.13, n being 0 or 1 to 6, R.sub.13 representing --COR.sub.15, monohydroxyalkyl, polyhydroxyalkyl, epoxy lower alkyl or --O--CO--R.sub.16, R.sub.15 representing specifically --OH, --Oalkyl, --Oaryl, R.sub.16 being specifically H, lower alkyl, aryl, or aralkyl; R.sub.6 and R.sub.7 are H, a halogen, lower alkyl or --OR.sub.Type: GrantFiled: August 22, 1994Date of Patent: August 20, 1996Assignee: Centre International de Recherches Dermatologiques Galderma (CIRD Galderma)Inventor: Bruno Charpentier
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Patent number: 5514818Abstract: A method of resolving a mixture of stereoisomers of an aliphatic epoxide containing two or less oxygen atoms is provided. The method comprises utilizing a polysaccharide or a derivative thereof as a resolving agent.Type: GrantFiled: February 10, 1995Date of Patent: May 7, 1996Assignee: Daicel Chemical Industries, Ltd.Inventor: Kozo Tachibana
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Patent number: 5491244Abstract: The present invention concerns a method for the production of olefin anhydrides, such as acrylic anhydride and methacrylic anhydride, via reactions between an aromatic acid chloride, such as benzoyl chloride, and carboxylate ions of the olefin acid corresponding to the anhydride to be produced. The method of the invention may be conducted without the use of a solvent, catalyst, polymerization inhibitor, or an external source of heat. Moreover the acrylic anhydrides of the invention can be used to produce high yields of acrylate esters by means of room-temperature reactions, without mineral acid catalysis.Type: GrantFiled: June 7, 1995Date of Patent: February 13, 1996Assignee: Howard UniversityInventors: Folahan O. Ayorinde, Mahmoud Hassan
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Patent number: 5481012Abstract: Process for the epoxidation of an unsaturated (meth)acrylic compound of formula: ##STR1## in which R.sub.1 is chosen from H and C.sub.1 -C.sub.5 -alkyl; R.sub.2 is chosen from H, alkyl and aryl; R.sub.3 is a straight-chain, branched or cyclic alkylene or oxyalkylene radical having from 1 to 12 carbon atoms, it being possible for one of the carbon atoms of R.sub.2, when the latter is an alkyl radical, to be linked to one of the carbon atoms of R.sub.3 to form a ring; and A is chosen from O, S, NH and NR.sub.4, R.sub.4 being a C.sub.1 -C.sub.12 -alkyl group; by the action of hydrogen peroxide on the said unsaturated (meth)acrylic compound, at a temperature of between 10.degree. C. and 50.degree. C., in the presence of at least one catalyst chosen from the alkali metal molybdates and the alkali metal pertungstates and in the presence of at least one phase transfer agent.Type: GrantFiled: November 3, 1994Date of Patent: January 2, 1996Assignee: AtochemInventors: Paul Caubere, Yves Fort, Agnes Ortar
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Patent number: 5354511Abstract: Compounds having non-linear optical activity of the general formula ##STR1## wherein D and A are electron donor and acceptor groups, respectively, R.sup.1 and R.sup.2 are aromatic bridging groups, X and Y are preferably groups capable of partaking in polymerization reactions are suitable for use in polymer-based light modulator devices.Type: GrantFiled: November 27, 1992Date of Patent: October 11, 1994Assignee: AlliedSignal Inc.Inventors: Chengjiu Wu, Jianhui Shan, Ajay Nahata
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Patent number: 5334748Abstract: Fungicidal compounds of the formula (I): ##STR1## and stereoisomers thereof, wherein K is oxygen or sulphur; Z is optionally substituted aryl or optionally substituted heteroaryl; X is O, S(O).sub.n, NR.sup.4, CR.sup.1 R.sup.2 CHR.sup.5, CO, CR.sup.1 (OR.sup.2), C.dbd.CR.sup.1 R.sup.2, CHR.sup.1 CHR.sup.2, CR.sup.1 .dbd.CR.sup.2, CHR.sup.1 CR.sup.2 .dbd.CH, C.tbd.C, OCHR.sup.1, CHR.sup.1 O, OCHR.sup.1 O, S(O).sub.n CHR.sup.1 S(O).sub.n CHR.sup.1 O, CHR.sup.1 S(O).sub.n, CHR.sup.1 OSO.sub.2, NR.sup.4 CHR.sup.1, CHR.sup.1 NR.sup.4, CO.sub.2, O.sub.2 C, SO.sub.2 O, OSO.sub.2, CO.CO, COCHR.sup.1, COCHR.sup.1 O, CHR.sup.1 CO, CHOH.CHR.sup.1, CHR.sup.1.CHOH ##STR2## CONR.sup.4, OCONR.sup.4, NR.sup.4 CO, CSNR.sup.4, OCS.NR.sup.4, SCO.NR.sup.4, NR.sup.4 CO.sub.2, NR.sup.4 CS, NR.sup.4 CSO, NR.sup.4 COS, NR.sup.4 CONR.sup.4, S(O).sub.n NR.sup.4, NR.sup.4 S(O).sub.n, CS.sub.2, S.sub.2 C, CO.S, SCO, N.dbd.N, N.dbd.CR.sup.1, CR.sup.1 .dbd.N, CHR.sup.1 CHR.sup.2 CH(OH), CHR.sup.1 OCO, CHR.sup.1 SCO, CHR.sup.1 NR.sup.Type: GrantFiled: September 9, 1988Date of Patent: August 2, 1994Assignee: Imperial Chemical Industries PLCInventors: Alan J. Buckley, Michael G. Huchings, Ian Ferguson, Kevin Beautement, John M. Clough, Patrick J. Crowley, Christopher R. A. Godfrey, Paul J. deFraine, Vivienne M. Anthony, Stephen P. Heaney
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Patent number: 5319113Abstract: The invention relates to new, liquid crystalline di(alkoxyglycidyl) compounds of optionally ring substituted 1,4-dibenzoyloxybenzenes in which an alkoxy group consisting of 2 to 8 carbon atoms is incorporated between the glycidyl groups and the 1,4-dibenzoyloxybenzene, a synthesis of 4,4'-di(hexoxyglycidyl)-(1,4-dibenzoyloxybenzene), furthermore epoxy resin mixtures containing the new dialkoxyglycidyl compounds and the epoxy resin mixtures thereof in curable mixtures.Type: GrantFiled: June 9, 1993Date of Patent: June 7, 1994Assignee: The Aerospace CorporationInventors: Joseph J. Mallon, Paul M. Adams
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Patent number: 5292891Abstract: There are provided novel and optically active 2,2-dimethyl-1,3-dioxin-4-ones which are useful as starting materials for physiologically active compounds, functional materials or the like. Provided are optically active 5,6-epoxyhexanoic acid esters and novel optically active 6-substituted tetrahydropyran-2-one derivatives.Type: GrantFiled: December 15, 1992Date of Patent: March 8, 1994Assignee: Chisso CorporationInventors: Chikara Kaneko, Masayuki Sato
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Patent number: 5256800Abstract: There are provided novel and optically active 2,2-dimethyl-1,3-dioxin-4-ones which are useful as starting materials for physiologically active compounds, functional materials or the like. Furthermore, a method for preparing an optically active compound comprises reacting a racemic 1,3-dioxin-4-one with vinylacetate in the presence of lipase to resolve the racemic compound into optically active compound represented by the formula (3) ##STR1## and an optically active compound represented by the formula (4) ##STR2## which is an antipode of the compound represented by the formula (3).Type: GrantFiled: February 18, 1992Date of Patent: October 26, 1993Assignee: Chisso CorporationInventors: Chikara Kaneko, Masayuki Sato
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Patent number: 5237076Abstract: The invention relates to new, liquid crystalline di(alkoxyglycidyl) compounds of optionally ring substituted 1,4-dibenzoyloxybenzenes in which an alkoxy group consisting of 2 to 8 carbon atoms is incorporated between the glycidyl groups and the 1,4-dibenzoyloxybenzene, a synthesis of 4,4'-di(hexoxyglycidyl)-(1,4-dibenzoyloxybenzene), furthermore epoxy resin mixtures containing the new dialkoxyglycidyl compounds and the epoxy resin mixtures thereof in curable mixtures.Type: GrantFiled: August 28, 1992Date of Patent: August 17, 1993Assignee: The Aerospace CorporationInventors: Joseph J. Mallon, Paul M. Adams
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Patent number: 5232897Abstract: Herbicidal pyrimidine compound having the formula ##STR1## wherein the substitutents A, R.sup.1, R.sup.2, X, Y.sup.1, Y.sup.2, Y.sup.3 and Z are as defined herein below.Type: GrantFiled: November 2, 1992Date of Patent: August 3, 1993Assignee: Sumitomo Chemical Company, LimitedInventors: Mitsunori Hiratsuka, Naonori Hirata, Kazuo Saitoh, Hideyuki Shibata
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Patent number: 5187298Abstract: Novel laser-optical recording elements which can be repeatedly erased and recorded on contain recording layers (a) which exhibit enantiotropic, ferroelectric smectic liquid crystalline (S.sub.C*) behavior, so that they can be switched back and forth between two thermodynamically stable, optically distinguishable ferroelectric smectic liquid crystlaline S.sub.C* order states on exposure to a laser beam of sufficient luminous power, by applying an external electric field. The recording layers (a) themselves consist mainly or exclusively of novel polymers P having chiral mesogenic side groups.Type: GrantFiled: May 18, 1990Date of Patent: February 16, 1993Assignee: BASF AktiengesellschaftInventors: Kark-Heinz Etzbach, Gerhard Wagenblast, Wolfgang Brox, Axel Paul, Volker Bach
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Patent number: 5183910Abstract: Chiral epoxybutyrates are prepared in high yield from novel dihydro-3R-substituted sulfonyloxy-4R-hydroxy-2-(3H)furanones via based catalyzed alcoholysis. The product chiral epoxy butyrates are useful intermediates for the synthesis of 1-carba-1-dethia cephem antibiotics.Type: GrantFiled: October 3, 1991Date of Patent: February 2, 1993Assignee: Eli Lilly and CompanyInventor: Leland O. Weigel
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Patent number: 5180735Abstract: The present invention relates to a compound of the formula: ##STR1## wherein A is halogen, N(O)mR.sup.1 R.sup.2, N.sup..sym. R.sup.1 R.sup.2 R.sup.3 .multidot.X.sup..crclbar., S(O)nR.sup.1 or S.sup..sym. (O)mR.sup.1 R.sup.2 .multidot.X.sup..crclbar. where R.sup.1, R.sup.2 and R.sup.3 are each optionally substituted hydrocarbon or heterocyclic group, X.sup..crclbar. is a counter anion; m is an integer of 0 or 1; n is an integer of 0 to 2; R.sup.1 and R.sup.2 may form a nitrogen-containing or a sulfur-containing heterocyclic ring, which may further form a condensed ring, with the adjacent nitrogen atom or sulfur atom, and these nitrogen-containing or sulfur-containing heterocyclic rings may have substituents, Z is O or NR.sup.4 where R.sup.Type: GrantFiled: August 29, 1990Date of Patent: January 19, 1993Assignee: Takeda Chemical Industries, Ltd.Inventors: Shoji Kishimoto, Shogo Marui, Takeshi Fujita
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Patent number: 5177226Abstract: Perfluoropolyethers having fluorinated epoxy groups positioned along their perfluoropolyether chain, and free from peroxidic oxygen, are obtained by means of a low-temperature oxidation process, in the liquid phase, with molecular oxygen and in the presence of U.V. light, of a mixture of a perfluorinated monoolefin and a perfluorinated coniugated diene, and of the subsequent photochemical decomposition of the peroxy groups contained in the photoxidation product, carried out by treating the peroxy-groups-containing product with U.V. light at a temperature comprised within the range of from 0.degree. C. to 160.degree. C. Derivatives of said epoxy containing perfluoropolyethers in which the epoxy groups have been turned into functional groups.Type: GrantFiled: June 7, 1991Date of Patent: January 5, 1993Assignee: Ausimont S.p.A.Inventors: Giuseppe Marchionni, Ugo De Patto, Ezio Strepparola, Gian T. Viola
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Patent number: 5166373Abstract: The present invention provides novel acyclic terpenes of the formula: ##STR1## which are useful as intermediates for the industrially advantageous production of sarcophytol A.Type: GrantFiled: December 30, 1991Date of Patent: November 24, 1992Assignee: Mitsubishi Kasei CorporationInventors: Hisao Takayanagi, Yasunori Kitano, Yasuhiro Morinaka
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Patent number: 5149843Abstract: Conjugated diene compounds of the general formula: ##STR1## which are industrially advantageous intermediates for preparing sarcophytol A useful as an anticarcinogenic promotor or antitumor agent are provided.Type: GrantFiled: June 7, 1991Date of Patent: September 22, 1992Assignee: Mitsubishi Kasei CorporationInventors: Hisao Takayanagi, Yasunori Kitano, Yasuhiro Morinaka
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Patent number: 5136061Abstract: An optically active pentane compound of the general formula (I): ##STR1## wherein R.sub.1 represents a lower alkyl group having 1 to 4 carbon atoms, R.sub.2 represents a lower alkoxycarbonyl group having an alkoxy moiety of 1 to 4 carbon atoms, or a straight-chain or branched alkyl group having 1 to 7 carbon atoms which is unsubstituted or substituted with a hydroxy or protected hydroxy group, A represents a halogen atom, hydroxy, protected hydroxy, or ethynyl group, or a group of the formula ##STR2## B represents a hydrogen atom, hydroxy, protected hydroxy or acyloxy group, D represents a hydrogen atom, or A and B together can form an acetal or epoxy group, A and D together can form an ethylidene group, and B and D together can form a carbon-carbon direct bond, and a chiral central carbon atoms marked with symbols *, # and .thrfore. in said formula (I) alternatively have one of an R-configuration and an S-configuration.Type: GrantFiled: June 13, 1991Date of Patent: August 4, 1992Assignee: Asahi Denka Kogyo K.K.Inventors: Seiichi Takano, Kunio Ogasawara
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Patent number: 5116981Abstract: This invention encompasses novel analogs of Leukotriene B.sub.4 which are selected from a compound of formula I, B--C.apprxeq.C--CH.sub.2 C(M.sub.2)--C.apprxeq.C--Y--C(M.sub.1)--A, or formula II, B--C.apprxeq.C--CH.sub.2 C(M.sub.2)--C.apprxeq.C--P--R.sub.5 --A: wherein Y is: ##STR1## wherein P is: ##STR2## Patentable intermediates, process for making the novel analogs and intermediates and preparation of useful pharmacological agents comprising the analogs and intermediates are part of this invention.Type: GrantFiled: June 29, 1989Date of Patent: May 26, 1992Assignee: The Upjohn CompanyInventor: Joel Morris
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Patent number: 5100460Abstract: Herbicides of formula: ##STR1## in which: n=0,1, 2f=0,1A is chosen from the groups ##STR2## in which: Ar is chosen from the groups ##STR3## B is chosen from optionally substituted C.sub.1 -C.sub.10 alkyl and C.sub.3 -C.sub.Type: GrantFiled: July 13, 1989Date of Patent: March 31, 1992Assignee: Rhone-Poulenc AgrochimieInventors: Philippe Desbordes, Michel Euvrard
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Patent number: 5097049Abstract: Chiral epoxybutyrates are prepared in high yield from novel dihydro-3R-substituted sulfonyloxy-4R-hydroxy-2-(3H)furanones via based catalyzed alcoholysis. The product chiral epoxy butyrates are useful intermediates for the synthesis of 1-carba-1-dethia cephem antibiotics.Type: GrantFiled: May 3, 1990Date of Patent: March 17, 1992Assignee: Eli Lilly and CompanyInventor: Leland O. Weigel
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Patent number: 5089640Abstract: Plant growth-regulating and fungicidal compounds of the formula ##STR1## in which Ar represents optionally substituted aryl or optionally substituted heteroaryl,R.sup.1 represents hydrogen, alkyl, alkenyl, alkinyl, trialkylsilyl, optionally substituted phenylalkyl or an acyl radical,R.sup.2 represents halogen, cyano, thiocyano, alkylcarbonyloxy, alkylcarbonylthio or the groupings --X--R.sup.3 and --NR.sup.4 R.sup.5,R.sup.3 represents alkyl, cycloalkyl, alkenyl, alkinyl, hydroxyalkyl, alkylthioalkyl, carboxyalkyl, alkoxycarbonylalkyl, optionally substituted aryl, optionally substituted aralkyl or the radical of the formula ##STR2## R.sup.4 and R.sup.3 independently of one another represent hydrogen or alkyl, orR.sup.4 and R.sup.5, together with the nitrogen atom to which they are bonded, represent an optionally substituted cycloaliphatic ring which can contain further heteroatoms,X represents oxygen, sulphur, an SO group or an SO.sub.2 group, orR.sup.Type: GrantFiled: September 28, 1988Date of Patent: February 18, 1992Assignee: Bayer AktiengesellschaftInventors: Klaus Bockmann, Erik Regel, Karl H. Buchel, Klaus Lurssen, Jorg Konze, Wilhelm Brandes
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Patent number: 5077303Abstract: Esters of the general formula I ##STR1## where A is hydrogen, alkyl, cycloalkyl, cycloalkenyl, naphthyl, biphenyl, hetaryl or phenyl, these radicals being substituted or unsubstituted, and X is CH or N, and fungicides containing these esters.Type: GrantFiled: March 22, 1990Date of Patent: December 31, 1991Assignee: BASF AktiengesellschaftInventors: Rainer Seele, Franz Schuetz, Horst Wingert, Hubert Sauter, Eberhard Ammermann, Gisela Lorenz
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Patent number: 5061814Abstract: Chiral nonracemic molecules which are useful in the preparation of high polarization density FLC compositions and which have the following structure are provided: ##STR1## wherein Ph is a 1,4 substituted phenyl group, m=2 and n=1 or m=1 and n=2, asymmetric carbons are indicated by *. R is an alkyl group having three to fifteen carbon atoms, and R' is an alkyl group having one to seven carbons. The invention in particular provides compounds having the R,R or S,S configuration in the epoxide tail. The epoxy phenylbenzoates of this invention display a property of inducing a tilt angle greater than expected in FLC compositions in which they are combined.Type: GrantFiled: June 1, 1989Date of Patent: October 29, 1991Assignee: Displaytech, Inc.Inventors: Michael D. Wand, Rohini T. Vohra, David M. Walba
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Patent number: 5059700Abstract: Perfluoropolyethers having fluorinated epoxy groups positioned along their perfluoropolyether chain, and free from peroxidic oxygen, are obtained using a low-temperture oxidation process, in the liquid phase, with molecular oxygen and in the presence of U.V. light, of a mixture of a perfluorinated monoolefin and a perfluorinated conjugated diene, and of the subsequent photochemical decomposition of the peroxy groups contained in the photoxidation product, carried out by treating the peroxy-groups-containing product with U.V. light at a temperature within the range of from 0.degree. C. to 160.degree. C. Derivatives of said epoxy containing perfluoropolyethers in which the epoxy groups have been turned into functional groups.Type: GrantFiled: July 30, 1990Date of Patent: October 22, 1991Assignee: Ausimont S.p.A.Inventors: Giuseppe Marchionni, Ugo De Patto, Ezio Strepparola, Gian Tommaso Viola
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Patent number: 5017583Abstract: Compounds of the Formula I: ##STR1## and pharmaceutically acceptable salts thereof are leukotriene antagonists. These compounds inhibit SRS-A and leukotriene synthesis and are antagonists of SRS-A and are thus useful in the treatment of asthma, allergic disorders, inflammation, skin diseases and certain cardiovascular disorders.Type: GrantFiled: February 23, 1988Date of Patent: May 21, 1991Assignee: Merck Frosst Canada, Inc.Inventors: Robert N. Young, Joshua Rokach, Haydn R. Williams, Masatoshi Kakushima, Yvan Guindon
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Patent number: 5013855Abstract: A process for the preparation of an aromatic ether of general formula: ##STR1## by the action of 3-chloro-1,2-propanediol sulfate on a phenol of general formula:Ar--OHin the presence of an inorganic base.Use of a product obtained according to the process for the preparation of adrenergic .beta.-blockers.Type: GrantFiled: May 22, 1990Date of Patent: May 7, 1991Assignee: Rhone-Poulenc SanteInventors: Bernard Botannet, Isidore Le Fur, Viviane Massonneau, Michel Mulhauser
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Patent number: 5013777Abstract: The present invention comprises novel single-functional and mixtures of multi-functional oligomeric performance additive compounds having one or more components of Structure A ##STR1## (The definitions of R, Z1, Z2, Z3, A1, A2, A3 and y are given in the Summary Section), their uses and polymeric compounds and compositions containing them which have enhanced oxidative stabilities, enhanced ultraviolet (UV) and light stabilities and/or enhanced flame retardance. An example is the bis sulfonic acid bispotassium salt reaction product from an oligomeric caprolactone diol (TONE.RTM. 260), 2-sulfobenzoic acid anhydride and potassium carbonate, and use of this product, at levels up to about 3.0%, in a general purpose bisphenol A polycarbonate resin, to enhance the fire resistance or flame retardance of the polycarbonate resin.Type: GrantFiled: December 24, 1987Date of Patent: May 7, 1991Assignee: Atochem North America, Inc.Inventors: Ronald E. MacLeay, Jose Sanchez, Daryl L. Stein
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Patent number: 4939279Abstract: This invention relates to alkanoic acid compounds having phenyl and thio substituents which are useful as leukotriene antagonists and pharmaceutical compositions containing such compounds. This invention also relates to methods of treating diseases in which leukotrienes are a factor by administration of an effective amount of the above compounds or compositions.Type: GrantFiled: January 17, 1989Date of Patent: July 3, 1990Assignee: SmithKline Beecham CorporationInventors: John G. Gleason, Ralph F. Hall, Thomas W. Ku, Carl D. Perchonock
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Patent number: 4902334Abstract: A plant metabolism regulating agent comprising as an active ingredient an alpha,beta or beta,gamma-un-saturated carboxylic acid or its derivative. It is useful for controlling the metabolism of a plant, facilitating the growth of a beneficial plant such as cereals by inhibiting the growth of undesirable plants or eradicating them, regulating the growth of a plant and dwarfing a plant.Type: GrantFiled: October 31, 1984Date of Patent: February 20, 1990Assignee: Teijin LimitedInventors: Shizuo Azuma, Toshiyuki Hiramatsu, Teizo Yamaji, Yataro Ichikawa
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Patent number: 4889953Abstract: Compounds of the formula: ##STR1## wherein R.sup.1 is a higher alkyl group which may be substituted; R.sup.2 is a hydrogen, a lower alkyl group which may be substituted, a lower alkanoyl group which may be substituted or a lower alkylthiocarbamoyl group; R.sup.3 is a primary to tertiary amino group or a quaternary ammonium group; and n is 2 or 3, and salts thereof, have antitumor activity and platelet activating factor inhibitory activity.Type: GrantFiled: July 22, 1987Date of Patent: December 26, 1989Assignee: Takeda Chemical Industries, Ltd.Inventors: Keizo Inoue, Hiroaki Nomura, Tetsuya Okutani
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Patent number: 4855481Abstract: An intermediate compound of the formula ##STR1## wherein Y is chloro or bromo: Pr is a protecting group selected from benzoyl, acetyl, triphenylsilyl or t-butyldiphenylsilyl:R.sup.5 is C.sub.1-5 alkyl or benzyl; andR.sup.7 is C.sub.1-5 alkyl, benzyl, C.sub.2-5 alkoxyalkyl or C.sub.3-5 alkoxyalkoxyalkyl,useful for the preparation of certain HMG-CoA reductase inhibitors.Type: GrantFiled: April 4, 1988Date of Patent: August 8, 1989Assignee: Merck Frosst Canada, Inc.Inventors: Yvan Guindon, Christiane Yoakim, Howard E. Morton
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Patent number: 4841017Abstract: Disclosed as a polyether compound having ether groups and vinyl double bonds represented by formula (I) ##STR1## and an epoxy resin represented by formula (II) ##STR2## wherein R.sup.1 represents a residue group of an organic compound having l active hydrogen atoms, n1 through nl each represents 0 or an integer of from 1 to 100, the sum of integers represented by n1 through nl is from 1 to 100, and l represents an integer of from 1 to 100, and A represents from 1 to 100, and A represents ##STR3## or a mixture of ##STR4## wherein R.sup.2 represents a residue group of mono epoxy compound, and B represents ##STR5## or a mixture of ##STR6## wherein X represents a ##STR7## group, wherein R.sup.3 represents a hydrogen atom, an alkyl group, an alkyl carbonyl group, or an arylcarbonyl group, provided that the epoxy resin represented by formula (II) contains at least one ##STR8## group: In a further aspect, the invention relates to processes for production thereof.Type: GrantFiled: March 11, 1988Date of Patent: June 20, 1989Assignee: Daicel Chemical Industries, Ltd.Inventors: Takaaki Murai, Katsuhisa Sakai
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Patent number: 4835295Abstract: Chiral, nonracemic compounds of the general formula: ##STR1## wherein n=1 or 2, Y is a hydrogen, fluorine, chlorine or bromine atom, R' is an alkyl or alkoxy group having three to fifteen carbons, and R is an alkyl group having three to fifteen carbons, which are useful as ferroelectric liquid crystal components having high polarization are described. Also described are compounds of the same general formula in which X is OH, which are useful as synthetic intermediates in the preparation of the FLC components of the present invention.Type: GrantFiled: September 21, 1987Date of Patent: May 30, 1989Assignee: The University of Colorado Foundation, Inc.Inventors: David M. Walba, Homaune A. Razavi
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Patent number: 4709063Abstract: A method of preparing certain 2-halo-5-methylpyridines, useful as herbicide intermediates, is presented starting from acyclic pentenes. The pentene is difunctionalized, e.g., by making the epoxide, and is then reacted with a nitrogen source to close the ring. The nitrogen-containing 6-membered heterocycle may then be aromatized readily to produce the 2-halo-5-methylpyridine desired. Also part of the invention are novel acyclic and cyclic intermediates used in the process.Type: GrantFiled: August 8, 1986Date of Patent: November 24, 1987Assignee: ICI Americas Inc.Inventors: Richard V. Nelson, John F. Stephen
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Patent number: 4628096Abstract: A method of preparing certain 2-halo-5-methylpyridines, useful as herbicide intermediates, is presented starting from acyclic pentenes. The pentene is difunctionalized, e.g., by making the epoxide, and is then reacted with a nitrogen source to close the ring. The nitrogen-containing 6-membered heterocycle may then be aromatized readily to produce the 2-halo-5-methylpyridine desired. Also part of the invention are novel acyclic and cyclic intermediates used in the process.Type: GrantFiled: December 20, 1984Date of Patent: December 9, 1986Assignee: ICI Americas Inc.Inventors: Richard V. Nelson, John F. Stephen
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Patent number: 4611068Abstract: This invention relates to a novel process for the preparation of 3-hydroxy-3-methylglutarylcoenzyme A (HMG-CoA) reductase inhibitors which contain a 4-hydroxy-3,4,5,6-tetrahydro-2H-pyran-2-one moiety, such as compactin and mevinolin, by utilizing an alkyl 5(S),6-epoxy-3(R)-(alkoxy)hexanoate as a chiral synthon for the stereospecific introduction of the 4-hydroxy-3,4,5,6-tetrahydro-2H-pyran-2-one moiety.Type: GrantFiled: November 19, 1984Date of Patent: September 9, 1986Assignee: Merck Frosst Canada, Inc.Inventors: Yvan Guindon, Howard E. Morton, Christiane Yoakim
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Patent number: 4607082Abstract: Disclosed are novel catalyst systems and method for curing a peroxide-curable ethylenically unsaturated (e.g. acrylic or vinyl) composition wherein the catalyst system is a combination of the peroxide curing agent and a Cu.sup.+1 activator or a combination of a peroxide curing agent and an activator system comprising a furfuryl alcohol and an acid catalyst. Also disclosed is a new catalyst system for curing ring compounds (e.g. epoxides) which comprises a combination of ferrocene and a diazonium salt of a Lewis acid. Preferred curable compositions are adhesives and especially acrylic adhesives and epoxy adhesives. Also disclosed is a new adhesion promoter which improves the adhesion of acrylic adhesive.Type: GrantFiled: July 2, 1984Date of Patent: August 19, 1986Assignee: Three Bond Co., Ltd.Inventor: Vincent D. McGinniss
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Patent number: 4537723Abstract: The present invention provides novel derivatives of leukotrienes A and C which are useful in inhibiting the smooth muscle contracting effects of SRS-A; inhibiting platelet aggregation; and inhibiting the biosynthesis of thromboxane A.sub.2.Type: GrantFiled: October 24, 1983Date of Patent: August 27, 1985Assignee: The Upjohn CompanyInventor: William P. Schneider
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Patent number: 4423071Abstract: Mono-, di-, tri- and tetra-esters derived from an acid of the general formula:R--OHin which R represents an acyl radical of the general formula: ##STR1## in which n represents 0 or 1, m represents 0, 1, 2, 3 or 4, R.sub.1 and R.sub.2 each represent a straight- or branched-chain alkyl radical having from 1 to 5 carbon atoms, R.sub.3 represents hydrogen or a straight- or branched-chain alkyl radical having from 1 to 5 carbon atoms, the sum of the carbon atoms in R.sub.1 and R.sub.2 being from 4 to 10 when R.sub.3 represents hydrogen and the sum of the carbon atoms in R.sub.1, R.sub.2 and R.sub.3 being from 6 to 15 when R.sub.3 is different from hydrogen, or R.sub.1 and R.sub.2 when they are taken together represent a tetramethylene, pentamethylene or hexamethylene radical and R.sub.Type: GrantFiled: March 3, 1980Date of Patent: December 27, 1983Assignee: SanofiInventors: Michel Chignac, Claude Grain, Fernand Jammot, Charles Pigerol, Pierre Eymard, Bernard Ferrandes
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Patent number: 4352757Abstract: Esters of leukotriene A are conveniently prepared by reacting 9-oxo-5,6-trans-epoxynon-7(E)-enoates with 11-triphenylphosphoranylidene undec-6(Z),9(Z)-diene. Esters of leukotriene-A are useful intermediates in the synthesis of naturally occurring leukotrienes, which have been shown to be potent broncho-constricting substances. Novel intermediates to the esters of leukotriene A, 9-oxo-5,6-transepoxynon-7(E)-enoates and 7-oxo-5,6-transepoxyheptanoates, are disclosed.Type: GrantFiled: February 2, 1981Date of Patent: October 5, 1982Assignee: SmithKline Beckman CorporationInventors: John G. Gleason, Charles M. Kinzig, Deborah L. Bryan
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Patent number: 4337360Abstract: Methylvanillyl ketone is prepared from a "through process" involving oxidation of isoeugenol followed by subsequent acidic hydrolysis.Type: GrantFiled: September 28, 1979Date of Patent: June 29, 1982Assignee: Merck & Co., Inc.Inventor: Meyer Sletzinger