Plural Hetero Rings Patents (Class 549/414)
  • Patent number: 5191093
    Abstract: Processes for the preparation of these salts and their use in human and veterinary medicine and as a growth promoter in animals are described.
    Type: Grant
    Filed: March 12, 1990
    Date of Patent: March 2, 1993
    Assignee: Beecham Group p.l.c.
    Inventors: Geoffrey H. Baker, Merle Beal
  • Patent number: 5185342
    Abstract: A fungicidal composition for agricultural use, which comprises a compound of the formula: ##STR1## wherein R.sup.1 and R.sup.2 are each hydrogen, lower alkyl or cyclo(lower)alkyl; R.sup.3 is lower alkyl or cyclo(lower)alkyl; R.sup.4 and R.sup.5 are each hydrogen, lower alkyl, lower alkoxy, halogen-substituted lower alkyl, lower alkyl-substituted silyl, halogen or nitro; A represents an unsaturated hydrocarbon group, a halogen-substituted unsaturated hydrocarbon group, a phenyl group or a heterocyclic group, among which the phenyl group and the heterocyclic group may be optionally substituted with not more than three substituents; and Z is --CH.sub.2 --, --CH(OH)--, --CO--, --O--, --S--, --NR-- (R being hydrogen or lower alkyl), --CH.sub.2 CH.sub.2 --, --CH.dbd.CH--, --CH.sub.2 O--, --CH.sub.2 S--, --CH.sub.2 SO--, --OCH.sub.2 --, --SCH.sub.2 -- or --SOCH.sub.2 --.
    Type: Grant
    Filed: May 16, 1990
    Date of Patent: February 9, 1993
    Assignee: Shionogi Seiyaku Kabushiki Kaisha
    Inventors: Yoshio Hayase, Takahiro Kataoka, Hideyuki Takenaka, Mitsuhiro Ichinari, Michio Masuko, Toshio Takahashi, Norihiko Tanimoto
  • Patent number: 5175314
    Abstract: This invention relates to certain herbicidal oxatricyclic ethers, agriculturally suitable compositions thereof and a method for their use as broad spectrum preemergent or postemergent herbicides.
    Type: Grant
    Filed: January 8, 1992
    Date of Patent: December 29, 1992
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Wendy S. Taylor
  • Patent number: 5128368
    Abstract: Combatting fungi and bacteria with aminomethylheterocyclic compounds of the formula ##STR1## in which R.sup.1 represents hydrogen, alkyl, alkenyl, in each case optionally substituted tetrahydronaphthyl, decahydronaphthyl, cycloalkyl or cycloalkenyl, furthermore alkyl which is substituted by cycloalkyl, cycloalkenyl, cycloalkyloxy or cycloalkylthio, where the cyclic radicals may optionally be substituted, furthermore optionally substituted aryl, in addition alkyl which is substituted by aryl, aryloxy, arylthio, arylsulphinyl or arylsulphonyl, or alkenyl which is substituted by aryl, where the aryl radicals may in each case optionally be substituted;R.sup.2 represents hydrogen or methyl,R.sup.
    Type: Grant
    Filed: October 10, 1990
    Date of Patent: July 7, 1992
    Assignee: Bayer Aktiengesellschaft
    Inventors: Wolfgang Kramer, Joachim Weissmuller, Graham Holmwood, Dieter Berg, Stefan Dutzmann, Wilhelm Brandes, Gerd Hanssler, Paul Reinecke
  • Patent number: 5126365
    Abstract: The invention concerns a bicyclic derivative of the formula I, or a pharmaceutically-acceptable salt thereof, ##STR1## wherein Ar.sup.1 is optionally substituted phenyl or naphthyl; R.sup.1 if (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 group of the formula --A.sup.1 --X--A.sup.2 ---, wherein each of A.sup.1 and A.sup.2 is (1-4C)alkylene and X is oxy, thio, sulphinyl, sulphonyl or imino.The invention also concerns processes for the manufacture of a bicyclic derivative of the formula I, or a pharmaceutically-acceptable salt thereof, and pharmaceutical compositions containing said bicyclic derivatives. The compounds of the invention are inhibitors of the enzyme 5-lipoxygenase.
    Type: Grant
    Filed: July 25, 1990
    Date of Patent: June 30, 1992
    Assignees: Imperial Chemical Industries PLC, ICI Pharma
    Inventors: Thomas G. C. Bird, John F. Kingston, David Waterson
  • Patent number: 5122361
    Abstract: Novel CNS dopamine D-2 receptors, such as the compound 5-iodo-7-N-[(1-ethyl-2-pyrrolidinyl)methyl]carboxamide-2,3-dihydrobenzofur an, are disclosed. These compounds are useful as imaging agents for D-2 receptors in the human brain and exhibit good brain retention and in vivo stability.
    Type: Grant
    Filed: April 17, 1989
    Date of Patent: June 16, 1992
    Assignee: Trustees of the University of Pennsylvania
    Inventors: Hank F. Kung, Raymond Murphy
  • Patent number: 5120746
    Abstract: This invention relates to amine derivatives and salts thereof. These compounds have an anti-ulcer activity which is effective to human beings and animals. This disclosure relates to such compound, a process for the preparation thereof and an anti-ulcer agent containing the same.
    Type: Grant
    Filed: March 30, 1990
    Date of Patent: June 9, 1992
    Assignee: Toyama Chemical Co., Ltd.
    Inventors: Shiro Hirai, Hiroshi Hirano, Hirotoshi Arai, Yasuo Kiba, Hisanari Shibata, Yoshikazu Kusayanag, Minako Yotsuji, Kazuhiko Hashiba, Kikuko Tanada
  • Patent number: 5116869
    Abstract: 2-Substituted-2-cyclopentenones represented by the formula (I): ##STR1## wherein A is a hydroxyl group or ##STR2## and B is a hydrogen atom or A and B are bonded together to form one bonding arm;R.sup.1 represents a substituted or unsubstituted hydrocarbon group having 1 to 10 carbon atoms;R.sup.2 represents a substituted or unsubstituted aliphatic hydrocarbon group having 1 to 10 carbon atoms;R.sup.3 represents a substituted or unsubstituted aliphatic hydrocarbon group having 1 to 10 carbon atoms; wherein,when R.sup.3 is a single bond bonded to the cyclopentene skeleton, X represents a hydrogen atom, a hydroxyl group or a protected hydroxyl group; andwhen R.sup.3 is a double bond bonded to the pentene skeleton, X represents a bonding arm constituting a part of said double bond; andm and n independently represent 0, 1 or 2.
    Type: Grant
    Filed: September 3, 1991
    Date of Patent: May 26, 1992
    Assignee: Teijin Limited
    Inventors: Satoshi Sugiura, Atsuo Hazato, Toru Minoshima, Yoshinori Kato, Yasuko Koshihara, Seizi Kurozumi
  • Patent number: 5110825
    Abstract: The compounds of the present invention inhibit HMG-CoA reductase, subsequently suppress the synthesis of cholesterol; and are useful in the treatment of hypercholesterolemia, hyperlipoproteinemia, and atherosclerosis.
    Type: Grant
    Filed: December 7, 1990
    Date of Patent: May 5, 1992
    Assignee: Shionogi & Co., Ltd.
    Inventors: Masaru Ogata, Hiroshi Matsumoto, Sumio Shimizu, Shiro Kida
  • Patent number: 5091533
    Abstract: Compounds of the formula: ##STR1## where R.sup.2 contains certain aryls or heteroaryls are effective leukotriene inhibitors.
    Type: Grant
    Filed: March 12, 1990
    Date of Patent: February 25, 1992
    Assignee: Merck Frosst Canada, Inc.
    Inventors: Patrice C. Belanger, Claude Dufresne, Brian Fitzsimmons, deceased, Maryann Fitzsimmons, Heir, Yvan Guindon, Cheuk K. Lau, Joshua Rokach, John Schiegetz, Michel Therien, Robert N. Young
  • Patent number: 5089640
    Abstract: 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: Grant
    Filed: September 28, 1988
    Date of Patent: February 18, 1992
    Assignee: Bayer Aktiengesellschaft
    Inventors: Klaus Bockmann, Erik Regel, Karl H. Buchel, Klaus Lurssen, Jorg Konze, Wilhelm Brandes
  • Patent number: 5055471
    Abstract: This invention relates to derivatives of propanoic acid of the formula ##STR1## Useful as fungicides, insecticides and miticides, to processes for preparing them, to compositions containing them, and to methods of using them to combat fungi, especially fungal infections of plants, and to kill or control insects and mites.
    Type: Grant
    Filed: November 15, 1989
    Date of Patent: October 8, 1991
    Assignee: Imperial Chemical Industries PLC
    Inventors: Paul J. de Fraine, Anne Martin
  • Patent number: 5049495
    Abstract: High titers of polyether antibiotics are obtained in a fermentation broth by inoculating a nutrient fermentation broth with a microorganism capable of producing a polyether antibiotic. Growth of the microorganism is established in the broth by incubating the inoculated broth at a physiologically acceptable temperature until pH of the broth begins to rise upon establishment of growth of the microorganism. A free fatty acid then is fed into the broth to achieve and maintain a free fatty acid concentration in the broth of about 0.1% by weight or greater but less than a level at which the free fatty acid is toxic to the microorganism. The free fatty acid is fed into the broth during the remainder of fermentation at about a rate at which the free fatty acid is consumed by the microorganism, to product high titers of the polyether antibiotic.
    Type: Grant
    Filed: May 29, 1986
    Date of Patent: September 17, 1991
    Assignee: International Minerals & Chemical Corp.
    Inventor: Guido M. Miescher
  • Patent number: 5047339
    Abstract: An aqueous medium having dispersed therein hydrophobic, polyether antibiotic-containing droplets, is mixed to cause the droplets to collide with each other and coalesce to form agglomerates which are separable from the medium.
    Type: Grant
    Filed: April 21, 1986
    Date of Patent: September 10, 1991
    Assignee: International Minerals & Chemical Corp
    Inventor: Vikram P. Mehrotra
  • Patent number: 5047338
    Abstract: A polyether and antibiotic material is prepared by forming discrete polyether antibiotic-containing agglomerates which are separable from an aqueous medium, by producing a polyether antibiotic through cultivation of a polyether antibiotic-producing microorganism in a generally aqueous nutrient-containing fermentation broth under conditions wherein at the end of fermentation, a lipid is present in the broth in a sufficient amount to form discrete agglomerates with polyether and antibiotic in the fermentation broth, whereupon the applomerates are separated from the broth.
    Type: Grant
    Filed: May 29, 1986
    Date of Patent: September 10, 1991
    Assignee: International Minerals & Chemical Corp.
    Inventor: Guido M. Miescher
  • Patent number: 5041567
    Type: Grant
    Filed: November 28, 1988
    Date of Patent: August 20, 1991
    Assignee: Beecham Group plc
    Inventors: Norman H. Rogers, Peter J. O'Hanlon, Graham Walker, Michael J. Crimmin
  • Patent number: 5041374
    Abstract: Polyether antibiotic material is liberated from agglomerates containing a lipid material and the polyether antibiotic material by separating the polyether antibiotic from the lipid through formation of an acid salt of the lipid and a desired acid salt of the polyether antibiotic. The agglomerates can be formed during fermentation or produced by adding lipids afterwards.
    Type: Grant
    Filed: May 29, 1986
    Date of Patent: August 20, 1991
    Assignee: International Minerals & Chemical Corp.
    Inventors: Alexander H. T. Chu, Robert J. Urban
  • Patent number: 4990647
    Abstract: Unsymmetric biaryl compounds are prepared by coupling two different halogenoaromatics by reaction with a metal and carrying out the reaction in the presence of catalytic amounts of a nickel compound, a promoter and a phosphorus-containing ligand.
    Type: Grant
    Filed: April 24, 1989
    Date of Patent: February 5, 1991
    Assignee: Bayer Aktiengesellschaft
    Inventors: Thomas Himmler, Rudolf Braden
  • Patent number: 4988828
    Abstract: A phenoxypropyl derivative represented by the following formula ##STR1## wherein A represents a formyl group, a protected formyl group, a hydroxymethyl group, a protected hydroxymethyl group, or a halomethyl group, and Z represents a halogen atom, an amino group, a phthalimide group or a group of the formula ##STR2## in which n is 0, 1 or 2.
    Type: Grant
    Filed: November 23, 1988
    Date of Patent: January 29, 1991
    Assignee: Fujirebio Kabushiki Kaisha
    Inventors: Noriaki Kashiwaba, Hajime Matsumoto, Akihiko Hosoda, Yasuo Sekine
  • Patent number: 4988729
    Abstract: Combattting fungi and bacteria with aminomethylheterocyclic compounds of the formula ##STR1## in which R.sup.1 represents hydrogen, alkyl, alkenyl, in each case optionally substituted tetrahydronaphthyl, decahydronaphthyl, cycloalkyl or cycloalkenyl, furthermore alkyl which is substituted by cycloalkyl, cycloalkenyl, cycloalkyloxy or cycloalkylthio, where the cyclic radicals may optionally be substituted, furthermore optionally substituted aryl, in addition alkyl which is substituted by aryl, aryloxy, arylthio, arylsulphinyl or arylsulphonyl, or alkenyl which is substituted by aryl, where the aryl radicals may in each case optionally be substituted;R.sup.2 represents hydrogen or methyl,R.sup.
    Type: Grant
    Filed: October 17, 1989
    Date of Patent: January 29, 1991
    Assignee: Bayer Aktiengesellschaft
    Inventors: Wolfgang Kramer, Joachim Weissmuller, Graham Holmwood, Dieter Berg, Stefan Dutzmann, Wilhelm Brandes, Gerd Hanssler, Paul Reinecke
  • Patent number: 4987132
    Abstract: A saturated heterocyclic carboxamide derivative of the following general formula (I) and salts thereof which have platelet activating factor (PAF) antagonizing activity.
    Type: Grant
    Filed: August 16, 1988
    Date of Patent: January 22, 1991
    Assignee: Yamanouchi Pharmaceutical Co., Ltd.
    Inventors: Toshiyasu Mase, Hiromu Hara, Hitoshi Nagaoka, Takumi Takahashi, Takeshi Suzuki, Kenichi Tomioka, Toshimitsu Yamada
  • Patent number: 4983779
    Abstract: An improved process for the preparation of vinyl ethers by the coupling reaction of an ester of the formula ##STR1## with a carbonyl containing compound of the formula ##STR2## wherein A and R are passive organic groups and OY is a hydroxyl group or OP where P is a protecting group is described. The ester and the carbonyl containing compound are reacted in an organic solvent with a titanium salt, a metallic reducing agent and an amine base to provide the vinyl ether. The reaction is safe and produces high yields. The vinyl ethers are useful for producing dioxetanes which produce light upon triggering.
    Type: Grant
    Filed: December 14, 1989
    Date of Patent: January 8, 1991
    Assignee: The Board of Governors of Wayne State University
    Inventor: Arthur P. Schaap
  • Patent number: 4952710
    Abstract: This invention relates to a novel cyclopenteneheptenoic acid derivative having the following formula ##STR1## wherein R.sub.1 is hydrogen, --COCH.sub.3, --COCF.sub.3, --CO--phenyl, or a hydroxyl protecting group such as tetrahydropyranyl, tetrahydrofuranyl, or tri-lower alkylsilyl;wherein R.sub.2 is --CH.sub.2 OR.sub.1, --COOH, --COOR, --CHO, --CH.sub.2 --OSi(R.sub.12).sub.3, ##STR2## wherein R is lower alkyl and each R.sub.12 is independently lower alkyl or aryl; andwherein Y is ethylene, cis-vinylene, trans-vinylene, or acetylene.Also disclosed is a novel process for preparation of the above-defined cyclopenteneheptenoic acid derivative. This process involves coupling of a higher order cuprate complex with a chiral cyclopentene compound. The resultant product is particularly useful as a starting compound for high yield synthesis of optically active prostaglandins.
    Type: Grant
    Filed: October 7, 1988
    Date of Patent: August 28, 1990
    Assignee: G. D. Searle & Co.
    Inventors: Kevin A. Babiak, Arthur L. Campbell
  • Patent number: 4948895
    Abstract: A 6-tertiary amino-2-(Z.dbd.CH--)benzofuran dye is disclosed, where Z represents the atoms providing an electron withdrawing group and a conjugated methine linkage completing a resonant dye chromophore including the 6-tertiary amino group as an electron donor and the electron withdrawing group as an electron acceptor. The dyes are formed by condensing a 6-tertiary amino-2-formylbenzofuran with an electron withdrawing dye nucleus precursor containing an active methyl or methylene site. The dyes exhibit bathochromically shifted absorption peaks.
    Type: Grant
    Filed: October 13, 1989
    Date of Patent: August 14, 1990
    Assignee: Eastman Kodak Company
    Inventors: Chin H. Chen, John L. Fox
  • Patent number: 4916155
    Abstract: Crystalline calcium pseudomonate or a hydrate thereof, in particular the dihydrate.Processes for the preparation of these salts and their use in human and veterinary medicine and as a growth promoter in animals are described.
    Type: Grant
    Filed: April 13, 1989
    Date of Patent: April 10, 1990
    Assignee: Beecham Group p.l.c.
    Inventors: Geoffrey H. Baker, Merle Beal
  • Patent number: 4894391
    Abstract: 5-Cyanoprostacyclins of Formula I ##STR1## wherein A is a --CH.sub.2 --CH.sub.2 --, trans--CH.dbd.CH--, or --C.tbd.C-group,W is a free or functionally modified hydroxymethylene group or a free or functionally modified ##STR2## wherein the OH-group can be in the .alpha.- or .beta.-position, D and E together form a direct bond orD is the group ##STR3## a straight-chain, saturated alkylene group of 1-5 carbon atoms, a branched, saturated or a straight-chain, unsaturated alkylene group of 2-5 carbon atoms, any of which can optionally be substituted by fluorine atoms,n is the number 1, 2, or 3,E is oxygen, sulfur, a --C.tbd.C-bond, a direct bond, or a --CR.sub.4 .dbd.CR.sub.5 -group wherein R.sub.4 and R.sub.5 are different and can be a hydrogen atom or an alkyl group of 1-3 carbon atoms,R.sub.2 is an alkyl, cycloalkyl, optionally substituted aryl, or heterocyclic group,R.sub.1 is a free or functionally modified hydroxy group, andR.sub.3 is an acetal residue ##STR4## wherein R.sub.6, R.sub.7, R.sub.8, R.sub.9, R.
    Type: Grant
    Filed: June 25, 1984
    Date of Patent: January 16, 1990
    Assignee: Schering Aktiengesellschaft
    Inventors: Werner Skuballa, Helmut Dahl, Bernd Raduchel, Helmut Vorbruggen, Olaf Loge
  • Patent number: 4892960
    Abstract: Crystalline lysocellin compositions, and method of making them. These compounds are useful for promoting growth and feed efficiency in food producing mammals by administering growth promoting amounts of the compounds to such mammals. In particular, the crystalline free acid and the crystalline zinc, copper and manganese of lysocellin can be made according to the disclosed methods.
    Type: Grant
    Filed: December 20, 1985
    Date of Patent: January 9, 1990
    Assignee: International Minerals & Chemical Corp.
    Inventor: Vernon V. Young
  • Patent number: 4876273
    Abstract: New polyether antibiotic A80577, its acyl ester and alkyl ether derivatives, and salts thereof, are useful antibacterial agents and increase feed-utilization efficiency in animals. Methods of making A80577 by culture of Actinomadura verrucosospora, NRRL 18236, and compositions containing an A80577 compound also are provided.
    Type: Grant
    Filed: July 18, 1988
    Date of Patent: October 24, 1989
    Assignee: Eli Lilly and Company
    Inventors: Robert L. Hamill, Raymond C. Yao
  • Patent number: 4876275
    Abstract: 3,4-dihydro-2H-pyrans of the formula I ##STR1## where R.sup.1 is C.sub.4 -C.sub.20 -alkyl, C.sub.4 -C.sub.20 -alkoxyalkyl, aryl or C.sub.7 -C.sub.20 -arylalkyl, or is aryl or C.sub.7 -C.sub.20 -arylalkyl which bears from one to three substituents selected from the group consisting of halogen, C.sub.1 -C.sub.8 -alkyl, C.sub.1 -C.sub.8 -haloalkyl, C.sub.1 -C.sub.8 -alkoxy or C.sub.1 -C.sub.8 -haloalkoxy, R.sup.2 is hydrogen or C.sub.1 -C.sub.4 -alkyl, R.sup.3 is aryl, or aryl bearing from one to three substituents selected from the group consisting of halogen, C.sub.1 -C.sub.8 -alkyl, C.sub.1 -C.sub.8 -haloalkyl, C.sub.1 -C.sub.8 -alkoxy or C.sub.1 -C.sub.8 -haloalkoxy, or the radical ##STR2## where R.sup.4, R.sup.5 and R.sup.6 are hydrogen or C.sub.1 -C.sub.4 -alkyl, R.sup.7 is phenyl or benzoyl, or phenyl or benzoyl bearing from one to three substituents selected from the group consisting of halogen, C.sub.1 -C.sub.8 -alkyl, C.sub.1 -C.sub.8 -haloalkyl, C.sub.1 -C.sub.8 -alkoxy and C.sub.1 -C.sub.
    Type: Grant
    Filed: April 1, 1988
    Date of Patent: October 24, 1989
    Assignee: BASF Aktiengesellschaft
    Inventors: Walter Himmele, Hans Theobald, Franz Merger, Ernst Hofmann, Christoph Kuenast, Peter Hofmeister
  • Patent number: 4871761
    Abstract: Novel pesticides of the formula ##STR1## in which R.sup.1 represents in each case optionally substituted cycloalkyl, cycloalkenyl, tetrahydronaphthyl, decahydronaphthyl, phenyl, naphthyl or thienyl,R.sup.2 represents alkyl,R.sup.3 represents hydrogen alkyl, alkenyl, alkinyl, hydroxyalkyl, alkoxyalkyl, dialkoxyalkyl, hydroxyalkoxyalkyl, cyano or formyl, or in each case optionally substituted cycloaklyl, cycloalkenyl, cycloalkylalkyl, cycloalkenylalkyl, aralkyl, aryl, furanylmethyl or tetrahydrofuranylmethyl,R.sup.4 represents hydrogen or alkyl, andHet represents an optionally substituted heterocyclic ring of the formula ##STR2## and acid-addition salts thereof.
    Type: Grant
    Filed: March 18, 1988
    Date of Patent: October 3, 1989
    Assignee: Bayer Aktiengesellschaft
    Inventors: Detlef Wollweber, Stefan Dutzmann
  • Patent number: 4871866
    Abstract: A process for purifying lysocellin which comprises mixing lysocellin solids with sufficient halogen acid to convert fatty acid ester salt impurities into water-soluble metal halogen salts and water-insoluble free fatty acids and to convert lysocellin salts into water-soluble metal halogen salts and water-insoluble lysocellin acid, separating the halogen salts from the lysocellin acid and fatty acid solids, mixing the lysocellin acid and fatty acid solids with sufficient caustic reagent to convert free fatty acids into water-soluble alkali metal salts and to convert lysocellin acid into a water-insoluble alkali metal lysocellin salts, and separating the water-soluble fatty acid alkali metal salts from the alkali metal lysocellin solids.
    Type: Grant
    Filed: August 24, 1987
    Date of Patent: October 3, 1989
    Assignee: Pitman-Moore, Inc.
    Inventors: Alexander H. T. Chu, M. James Levi
  • Patent number: 4857652
    Abstract: Novel light producing 1,2-dioxetanes are described of the formula ##STR1## wherein ArOX is an aryl ring substituted with an X oxy group and A are passive organic groups which allow the 1,2-dioxetane to produce light when triggered by removing X. X is a chemically labile group which is removed by an activating agent. The 1,2-dioxetane compounds can be triggered to produce light at room temperatures.
    Type: Grant
    Filed: August 23, 1988
    Date of Patent: August 15, 1989
    Assignee: Board of Governors of Wayne State University
    Inventor: Arthur P. Schaap
  • Patent number: 4842638
    Abstract: Tetrahydro(thio)pyran-2,4-dione derivatives of the formula ##STR1## where R.sup.1 is hydrogen, a cation, alkylcarbonyl, C.sub.2 -C.sub.10 -alkenylcarbonyl, or benzoyl which is unsubstituted or substituted by alkyl, R.sup.2 is alkyl, R.sup.3 is a non-aromatic, unsubstituted or alkyl-substituted heterocyclic compound of 5 to 7 ring members and having at most one double bond in the heterocyclic ring, X is oxygen or sulfur, and Z is oxygen or the radical NO--R.sup.4, R.sup.4 denoting alkyl, alkenyl, alkynyl, haloalkyl, hal oalkenyl, alkoxyalkyl or the radical CH.sub.2 --R.sup.5, where R.sup.5 is a he terocyclic compound of 5 ring members and containing from 1 to 3 hetero-atoms and from 0 to 2 double bonds and bearing either no substituents or one or two substituents selected from the group consisting of alkyl, alkoxy, halogen, trifluoromethyl, alkoxymethyl, alkylthiomethyl and vinyl, or R.sup.
    Type: Grant
    Filed: January 12, 1988
    Date of Patent: June 27, 1989
    Assignee: BASF Aktiengesellschaft
    Inventors: Juergen Kast, Michael Keil, Dieter Kolassa, Ulrich Schirmer, Bruno Wuerzer, Norbert Meyer, Wilhelm Rademacher, Johann Jung
  • Patent number: 4822804
    Abstract: Pharmaceutically useful compounds are 5,6,7-trinor-4,8-inter-m-phenylene PGI.sub.2 derivatives such as5,6,7-trinor-4,8-inter-m-phenylene-2-nor-16,16-dimethyl PGI.sub.2,5,6,7-trinor-4,8-inter-m-phenylene-2-nor-17(S)-methyl PGI.sub.2,5,6,7-trinor-4,8-inter-m-phenylene-2-nor-17(R)-methyl PGI.sub.2,5,6,7-trinor-4,8-inter-m-phenylene-2-nor-16,16-dimethyl-.omega.-homo PGI.sub.2,5,6,7-trinor-4,8-inter-m-phenylene-2-nor-17(S)-methyl-.omega.-homo PGI.sub.2,5,6,7-trinor-4,8-inter-m-phenylene-2-nor-17(R)-methyl-.omega.-homo PGI.sub.2,5,6, 7-trinor-4,8-inter-m-phenylene-2,17,18,19,20-pentanor-16,16-dimethyl-16-p ropoxy PGI.sub.2,5,6,7-trinor-4,8-inter-m-phenylene-2,18,19,20-tetranor-16,16-dimethyl-17-et ho xy PGI.sub.2,5,6,7-trinor-4,8-inter-m-phenylene-2,18,19,20-tetranor-16,16-dimethyl-17-pr op oxy PGI.sub.2,5,6,7-trinor-4,8-inter-m-phenylene-2,17,18,19,20-pentanor-16-phenoxy PGI.sub.2 and methyl esters thereof.5,6,7-trinor-4,8-inter-m-phenylene-2,17,18,19,20-pentanor-16,16-dimethyl-16 -phenoxy PGI.sub.
    Type: Grant
    Filed: September 29, 1987
    Date of Patent: April 18, 1989
    Assignee: Toray Industries, Inc.
    Inventors: Kiyotaka Ohno, Hiroshi Nagase, Mamoru Ishikawa, Kazuhisa Matsumoto, Shintaro Nishio
  • Patent number: 4818431
    Abstract: New tetrahydropyran derivatives of the formula I ##STR1## in which G is H.sub.2 or .dbd.O, R.sup.1 and R.sup.2 are each an alkyl group having 1-10 C atoms, it also being possible for one or two CH.sub.2 groups to be replaced by O atoms, or are F, Cl, Br or CN, R.sup.2 is also H, A.sup.1 and A.sup.2 are each 1,4-phenylene, 1,4-cyclohexylene, 1,3-dioxane-2,5-diyl, piperidine-1,4-diyl, 1,4-bicyclo[2.2.2]octylene or pyrimidine-2,5-diyl groups which are unsubstituted or substituted by 1-4 F atoms, Z.sup.1 and Z.sup.2 are each --CO--O--, --O--CO--, --CH.sub.2 CH.sub.2 --, --OCH.sub.2 --, --CH.sub.2 O--, or a single bond, m and n are each 0, 1, 2 or 3, but (m+n) is at least 1 and at most 3, it being possible, when m is 2 or 3, for the group A.sup.1 and, when n is 2 or 3, for the groups A.sup.2 each to be identical or different from one another, and the acid addition salts of those among these compounds which are basic, are suitable for use as components in liquid-crystal dielectrics.
    Type: Grant
    Filed: November 24, 1986
    Date of Patent: April 4, 1989
    Assignee: Merck Patent Gesellschaft mit beschrankter Haftung
    Inventors: Rudolf Eidenschink, Joachim Krause, Peter Fuss
  • Patent number: 4816062
    Abstract: The disclosure herein pertains to herbicidal methods and compositions containing 3,5-dicarboxylic acid esters of 2,6-bis-(fluoroalkyl) tetrahydropyrans and piperidines which may be substituted in the 4-position by certain alkyl, phenyalkyl, phenyl, alkoxyalkyl, alkylthioalkyl, cycloalkyl, and heterocyclic radicals wherein the hetero atom is oxygen and sulfur and to a process for the preparation thereof. These compounds are useful as pre-emergent herbicides.
    Type: Grant
    Filed: June 2, 1986
    Date of Patent: March 28, 1989
    Assignee: Monsanto Company
    Inventor: Len F. Lee
  • Patent number: 4812582
    Abstract: This invention pertains to a new method for killing and controlling worms (Helminths), new formulations for killing and controlling worms in animals, new chemical compounds, and a new synthesis of northern hemisphere intermediates for the synthesis of milbemycin and avermectin macrolides.
    Type: Grant
    Filed: May 6, 1987
    Date of Patent: March 14, 1989
    Assignee: The Upjohn Company
    Inventor: Stephen J. Nelson
  • Patent number: 4798842
    Abstract: Novel compounds and compositions which inhibit SRS--A in mammals are disclosed. Methods for preparing said compounds and compositions and methods for their use for treating allergic reactions, inflammation and for reducing the severity of myocardial infarction resulting from heart attack are disclosed.Useful intermediates for preparing said compounds are also disclosed.
    Type: Grant
    Filed: November 17, 1987
    Date of Patent: January 17, 1989
    Assignee: Schering Corporation
    Inventors: Anil K. Saksena, Jesse K. Wong, Pietro Mangiaracina
  • Patent number: 4786742
    Abstract: This invention relates to a novel salt of an antibacterial compound and to a process for its preparation.
    Type: Grant
    Filed: August 8, 1986
    Date of Patent: November 22, 1988
    Assignee: Beecham Group p.l.c.
    Inventor: Alan D. Curzons
  • Patent number: 4783483
    Abstract: Alkenes of the formula (I) and epoxides (II) used to make them are useful as anti-inflammatory and antiallergic pharmaceuticals: ##STR1## wherein R.sup.1 =H or CH.sub.3 ; R.sup.2 =phenyl, substituted phenyl, benzyl or a cysteinyl moiety; R.sup.4 and R.sup.5 =alkyl; n=O or 1; and R.sup.3 is as described.
    Type: Grant
    Filed: December 29, 1986
    Date of Patent: November 8, 1988
    Assignee: Ortho Pharmaceutical Corporation
    Inventors: Michael P. Ferro, Michael P. Wachter
  • Patent number: 4782169
    Abstract: Compounds of the Formula I, II, III, VI and VII ##STR1## wherein the symbols have defined meanings are herbicides, plant growth regulators or intermediates thereof.
    Type: Grant
    Filed: October 6, 1986
    Date of Patent: November 1, 1988
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: Samuel B. Soloway, Pierre Vogel, Claude H. Aubin Le Drian, James E. Powell
  • Patent number: 4739083
    Abstract: A new process for preparing a pyrone-3-carboxamide compound of the formula (IV): ##STR1## wherein R.sub.1 is aryl or heterocyclic group optionally substituted, R.sub.2 is alkyl, aralkyl or like group, comprising reacting a compound of the formula (I) or (I'): ##STR2## wherein R.sub.3 is dialkylamino group and n is 0 to 6, and R.sub.1 and R.sub.2 are as above,with a compound of the formula (II): ##STR3## wherein R.sub.4 and R.sub.5 are hydrogen atom, alkyl or like group, or reacting a compound of the formula (III): ##STR4## wherein R.sub.6 is alkyl, aryl or like group, and R.sub.1 and R.sub.2 are as above,with a compound of the formula (II) or diketene in the presence of a tertiary organic base.
    Type: Grant
    Filed: January 2, 1986
    Date of Patent: April 19, 1988
    Assignee: Daicel Chemical Industries Ltd.
    Inventors: Yoichiro Ueda, Yukihisa Goto, Kazuhisa Masamoto
  • Patent number: 4719287
    Abstract: The extraction of water soluble antibiotics containing a phenolic or carboxylic group from an aqueous solution or fermentation broth using a N--C.sub.8 --C.sub.14 alkyl pyrrolidone extractant and the process involving the extraction of said antibiotic.
    Type: Grant
    Filed: February 12, 1987
    Date of Patent: January 12, 1988
    Assignee: GAF Corporation
    Inventors: Robert B. Login, Ratan K. Chaudhuri
  • Patent number: 4707554
    Abstract: A new method has been disclosed for obtaining derivatives of 4.beta.-/1'-alken-1'-yl/-2.xi.,5.dbd.-dihydroxy-3,3a.beta.,4,5,6,6a.beta.- hexahydro-2H-cyclopenta [b] furane useful in the synthesis of prostaglandins or their analogs, and a method for obtaining new sulphonyl initial compounds of the general formula 4, in which Z denotes a hydrogen atom or a protective group, Y denotes a group of the formula .dbd.CHOZ.sup.1, in which Z.sup.1 has the meaning stated for Z, whereby protective groups Z and Z.sup.1 may be the same or different, and Ar denotes optionally a substituted aryl group.In the method according to the invention the new sulphonyl derivative of the general formula 4 is alkylated with an electrophilic agent comprising: carbonyl derivatives, oxiranes and halohydrins or their derivatives; the alkylation product is transformed into derivatives of 4.beta.-/1'-alken-1'-yl/-2.xi.,5.alpha.-dihydroxy-3,3a.beta.,4,5,6,6a.beta .
    Type: Grant
    Filed: November 27, 1985
    Date of Patent: November 17, 1987
    Assignee: Polska Akademia Nauk-Instytut Chemii Organicznej
    Inventors: Barbara Achmatowicz, Andrzej R. Daniewski, Stanislaw Marczak, Jacek Pankowski, Jerzy Wicha
  • Patent number: 4704462
    Abstract: Substituted 2,3,3a,6-tetrahydro-6-oxobenzofuran derivatives have been prepared. These neolignans are found to have potent and specific PAF (Platelet-Activating-Factor) antagonistic activities and thereby useful in the treatment of various diseases or disorders mediated by PAF, for example, pain, fever, inflammation, cardiovascular disorder, asthma, lung edema, allergic disorders, skin diseases, psoriasis, toxic shock syndrome and adult respiratory distress syndrome.
    Type: Grant
    Filed: August 22, 1985
    Date of Patent: November 3, 1987
    Assignee: Merck & Co., Inc.
    Inventors: Michael N. Chang, San-Bao Hwang, Mitree M. Ponpipom, Robert L. Bugianesi
  • Patent number: 4703127
    Abstract: Compounds of the general formula I are disclosed as useful intermediates in the preparation of prostanoids: ##STR1## wherein A represents O or H, OR.sup.z ;R.sup.z represents hydrogen or a protecting group;R.sup.x represents hydrogen or a protecting group; andR.sup.y represents halogen, a substituted thio group, di-substituted amino group, or a group of the formula R.sup.2, and R.sup.2 represents a straight- or branched-chain alkyl alkenyl or alkynyl group which may optionally be substituted by one or more carboxyl, carboxylic acid ester, or free or protected hydroxyl, thiol, aldehyde or keto groups;with the provisos that R.sup.x is not hydrogen when A is O and R.sup.y is R.sup.2 ; and that when A is H, OR.sup.z R.sup.y and R.sup.2 and R.sup.x and R.sup.z are not both hydrogen.Processes for the preparation of these compounds and of 2-substituted 4-hydroxy-cyclopent-2-en-1-one derivatives are also disclosed.
    Type: Grant
    Filed: September 2, 1983
    Date of Patent: October 27, 1987
    Assignee: The Australian National University
    Inventors: Rodney W. Rickards, Melvyn Gill, Robert M. Christie
  • Patent number: 4701535
    Abstract: This invention relates to ureas and isoureas which are useful as herbicides and plant growth regulants. In particular, compounds of the instant invention have demonstrated great selectivity.
    Type: Grant
    Filed: April 7, 1986
    Date of Patent: October 20, 1987
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: George Levitt
  • Patent number: 4701536
    Abstract: Disclosed are a compound of Formula I: ##STR1## wherein R.sub.1 represents a hydrogen atom or a protective group for a hydroxyl group; and Z represents a direct bond (2,3-cis-5R*, 8S*) or an oxygen atom which forms an oxirane ring having a configuration of (2R*, 3R*, 5R*, 8S*),and a process for preparing the same.By use of the above compound as an intermediate, there can be synthesized periplanone-B which is a sex pheromone of periplaneta.
    Type: Grant
    Filed: July 7, 1986
    Date of Patent: October 20, 1987
    Assignee: UBE Industries, Ltd.
    Inventors: Jiro Tsuji, Takashi Takahashi
  • Patent number: 4687864
    Abstract: The present invention describes 5-fluoro-3-oxaprostacyclin (PGI.sub.2) derivatives of Formula I. These compounds are useful for the treatment of platelet dysfunction, atherosclerosis, hypertension and tumor cell metastasis. Also disclosed is the process for preparing them and the appropriate intermediates. ##STR1## wherein R.sup.1 is: (a) Na, K, or 1/2 Ca, or other pharmaceutically acceptable cation(b) NR.sup.3 .sub.2 with the adjacent connecting oxygen omitted, where R.sup.3 =H, methyl, ethyl, isopropyl or a combination of these groups;(c) Alkyl of 1 to 6 carbon atoms, either branched or straight chain(d) Hydrogenwherein OH on carbon 15 is optionally on carbon 16;wherein X=OCH.sub.3 or OC.sub.2 H.sub.5 when neither C.sub.5 -C.sub.6 or C.sub.6 -C.sub.7 is a double bond and nothing if C.sub.5 -C.sub.6 or C.sub.6 -C.sub.7 is a double bond;wherein R.sup.
    Type: Grant
    Filed: September 18, 1985
    Date of Patent: August 18, 1987
    Assignee: G. D. Searle & Co.
    Inventors: Stevan W. Djuric, Leland J. Chinn, Kurt J. Rorig
  • Patent number: 4668803
    Abstract: Novel organic compound of the basic formula ##STR1## which have substantial luminescent emission characteristics and advantages.
    Type: Grant
    Filed: July 1, 1985
    Date of Patent: May 26, 1987
    Assignee: Atlantic Richfield Company
    Inventors: Elliot Berman, Brian A. Zentner