Plural Hetero Rings Patents (Class 549/320)
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Patent number: 5892061Abstract: A preparation process of isoimide comprising reacting a compound having one or more carboxyl group and one or more amide bond in the same molecule in the presence of a haloiminium salt and basic substance, and a preparation process of isoimide comprising reacting a compound having one or more carboxyl group with a compound having one or more amide bond in the presence of a haloiminium salt and basic substance are disclosed.Type: GrantFiled: November 21, 1997Date of Patent: April 6, 1999Assignee: Mitsui Chemicals, Inc.Inventors: Kan Ikeda, Wataru Yamashita, Shoji Tamai
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Patent number: 5849217Abstract: An optically active compound represented by the formula R.sub.1 --A.sub.1 --A.sub.2 --X.sub.1 --A.sub.3 --(CH.sub.2).sub.p --L--A.sub.4 --R.sub.2, in which R.sub.1 is F, CN or straight chain, branched or cyclic alkyl and R.sub.2 is H, F, CH or straight chain or branched alkyl; A.sub.3 is 1,4-phenylene, pyridine-2,5-diyl, pyrimidine-2,5-diyl, pyrazine-2,5-diyl, pyridazine-3,6-diyl, 1,4-cyclohexylene, 1,3-dioxane-2,5-diyl, 1,3-ditiane-2,5-diyl, thiophene-2,5-diyl, thiazole-2,5-diyl, thiaziazole-2,5-diyl, benzoxazole-2,5-diyl, benzoxazole-2,6-diyl, benzothiazole-2,5-diyl, benzothiazole-2,6-diyl, benzofuran-2,5-diyl, benzofuran-2,6-diyl, quinoxaline-2,6-diyl, quinoline-2,6-diyl, 2,6-naphthylene, indane-2,5-diyl, 2-alkylindane-2,5-diyl, indanone-2,6-diyl, 2-alkylindane-2,6-diyl, coumarane-2,5-diyl and 2-alkylcoumarane-2,5-diyl; A.sub.1, A.sub.2 and A.sub.4 are single bond or A.sub.3 ; X.sub.1 ' is a single bond, --COO--, --OCO--, --CH.sub.2 O--, --OCH.sub.2 --, --CH.sub.2 CH.sub.2 --, --CH.dbd.CH-- or --C.tbd.Type: GrantFiled: November 13, 1996Date of Patent: December 15, 1998Assignee: Canon Kabushiki KaishaInventors: Shinichi Nakamura, Takao Takiguchi, Takashi Iwaki, Takeshi Togano, Yoko Kosaka
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Patent number: 5840920Abstract: A process for reacting olefinic compounds, certain carboxylic reactants, and aldehydes or ketones and products prepared by the process. The compositions of the process are useful as intermediates for the preparation of additives for lubricants and fuels.Type: GrantFiled: August 8, 1996Date of Patent: November 24, 1998Assignee: The Lubrizol CorporationInventor: Mark R. Baker
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Patent number: 5739358Abstract: A method for the synthesis of bis-tetrahydrofuranyl annonaceous acetogenins, including the natural products and analogs thereof, is provided which proceeds by the Pd-mediated coupling of a bis-tetrahydrofuranyl-subunit comprising a terminal alkyne, with a (C4)-hydroxybutenolide subunit comprising a terminal vinyl iodide, followed by selective reduction of the resulting enzyme.Type: GrantFiled: May 13, 1997Date of Patent: April 14, 1998Assignee: Regents of the University of MinnesotaInventors: Thomas R. Hoye, Zhixiong Ye
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Patent number: 5717113Abstract: Novel acetogenins isolated from Asimina triloba and Goniothalamus giganteus of the family Annonaceae and derivatives of those and other acetogenins are described. Bioactive cyclic formaldehyde acetal derivatives are prepared from Annonaceous acetogenins having 1,2-, 1,4- or 1,5-diols. A non-adjacent bis-tetrahydrofuran (THF) acetogenin is prepared from an unsaturated mono-THF acetogenin earlier isolated from Goniothalamus giganteus. The substantially pure acetogenins and acetogenin derivatives of the invention exhibit cytotoxicity to human solid tumor cell lines equipotent to adriamycin or orders of magnitude more potent than adriamycin, and they exhibit effective pesticidal activities.Type: GrantFiled: July 12, 1996Date of Patent: February 10, 1998Assignee: Purdue Research FoundationInventors: Jerry L. McLaughlin, Zhe-ming Gu, Geng-xian Zhao
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Patent number: 5677467Abstract: A method for the synthesis of bis-tetrahydrofuranyl annonaceous acetogenins, including the natural products and analogs thereof, is provided which proceeds by the Pd-mediated coupling of a bis-tetrahydrofuranyl-subunit comprising a terminal alkyne, with a (C4)-hydroxybutenolide subunit comprising a terminal vinyl iodide, followed by selective reduction of the resulting enyne.Type: GrantFiled: October 3, 1996Date of Patent: October 14, 1997Assignee: Regents of the University of MinnesotaInventors: Thomas R. Hoye, Zhixiong Ye
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Patent number: 5587491Abstract: A method for the synthesis of bis-tetrahydrofuranyl Annonaceous acetogenins, including the natural products and analogs thereof, is provided which proceeds by the Pd-mediated coupling of a bis-tetrahydrofuranyl-subunit comprising a terminal alkyne, with a (C4)-hydroxybutenolide subunit comprising a terminal vinyl iodide, followed by selective reduction of the resulting enyne.Type: GrantFiled: March 15, 1995Date of Patent: December 24, 1996Assignee: Regents of the University of MinnesotaInventors: Thomas R. Hoye, Lushi Tan
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Patent number: 5565488Abstract: The inventive Oxalylamino-benzofuran- and benzothienyl-derivatives are prepared by reacting the appropriate amino substituted benzofuranes and benzothiophenes with oxalic acid derivatives. The inventive compounds are suitable for the prevention and treatment of acute and chronic inflammatory processes, particularly of the airways.Type: GrantFiled: May 23, 1995Date of Patent: October 15, 1996Assignee: Bayer AktiengesellschaftInventors: Gabriele Braunlich, Rudiger Fischer, Mazen Es-Sayed, Rudolf Hanko, Stephen Tudhope, Graham Sturton, Trevor Abram, Wendy J. McDonald-Gibson, Mary F. Fitzgerald
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Patent number: 5536848Abstract: Novel acetogenins isolated from Asimina triloba and Goniothalamus giganteus of the family Annonaceae and derivatives of those and other acetogenins are described. Bioactive cyclic formaldehyde acetal derivatives are prepared from Annonaceous acetogenins having 1,2-, 1,4- or 1,5-diols. A non-adjacent bis-tetrahydrofuran(THF) acetogenin is prepared from an unsaturated mono-THF acetogenin earlier isolated from Goniothalamus giganteus. The substantially pure acetogenins and acetogenin derivatives of the invention exhibit cytotoxicity to human solid tumor cell lines equipotent to adriamycin or orders of magnitude more potent than adriamycin, and they exhibit effective pesticidal activities.Type: GrantFiled: June 14, 1994Date of Patent: July 16, 1996Assignee: Purdue Research FoundationInventors: Jerry L. McLaughlin, Zhe-ming Gu, Geng-xian Zhao
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Patent number: 5534537Abstract: The present invention comprises peptidomimetic compounds which comprise a suitably substituted aminoalkylbenzamide moiety. The instant compounds inhibit the farnesyl protein transferase enzyme and the farnesylation of certain proteins. Furthermore, the instant farnesyl protein transferase inhibitors differ from those previously described as inhibitors of farnesyl-protein transferase in that they do not have a thiol moiety. The lack of the thiol offers unique advantages in terms of improved pharmacokinetic behavior in animals, prevention of thiol-dependent chemical reactions, such as rapid autoxidation and disulfide formation with endogenous thiols, and reduced systemic toxicity. Further contained in this invention are chemotherapeutic compositions containing these farnesyl transferase inhibitors and methods for their production.Type: GrantFiled: March 29, 1995Date of Patent: July 9, 1996Assignee: Merck & Co., Inc.Inventors: Terrence M. Ciccarone, Suzanne C. MacTough, Theresa M. Williams
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Patent number: 5336686Abstract: A compound selected from the group consisting of a compound of the formula ##STR1## wherein the substituents are defined as in the application having antiglucocorticoid and antiprogestomimetic properties and a process and intermediates for their preparation.Type: GrantFiled: February 19, 1993Date of Patent: August 9, 1994Assignee: Roussel-UclafInventors: Lucien Nedelec, Francois Nique, Daniel Philibert
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Patent number: 5308540Abstract: Liquid crystalline compounds having an optionally active .gamma.-lactone ring of the formula: ##STR1## wherein R.sup.1 is a group selected from the group consisting of ##STR2## n and e are each independently 0 or 1; R.sup.3 is an alkyl group having 1 to 15 carbon atoms; R.sup.2 is a group of the formula: --(CO).sub.m --R.sup.4 ; m is 0 or 1; R.sup.4 is hydrogen atom or an alkyl having 1 to 15 carbon atoms; and the symbol * is an asymmetric carbon atom, and an intermediate thereof, and process for the production of the same.Type: GrantFiled: July 16, 1992Date of Patent: May 3, 1994Assignee: Daiso Co., Ltd.Inventors: Kazuhiko Sakaguchi, Naoya Kasai, Yoshikazu Takehira, Tohru Kitamura, Yutaka Shiomi
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Patent number: 5274072Abstract: Provided are certain novel substituted 2(5H)furanone compounds which are useful as ultraviolet/visible light absorbing compounds. Also provided are polyester compositions having such compounds copolymerized therein and shaped or formed articles comprised of such polyester compositions.Type: GrantFiled: May 4, 1992Date of Patent: December 28, 1993Assignee: Eastman Kodak CompanyInventors: Max A. Weaver, James J. Krutak, Clarence A. Coates, Jr., William W. Parham, Wayne P. Pruett, Samuel D. Hilbert
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Patent number: 5258400Abstract: New furanone compounds have anti-inflammatory, immunosuppresive and anti-proliferative activity and are useful in treating psoriasis and modifying calcium homeostasis. A compound of the invention is 4-[3,6-dihydro-6-hydroxy-5-(3-phenylpropyl)-2H-pyran-2-yl]-5-hydroxy-2-(5H )-furanone.Type: GrantFiled: April 23, 1992Date of Patent: November 2, 1993Assignee: Allergan, Inc.Inventors: Michael E. Garst, Elizabeth T. Syage
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Patent number: 5229419Abstract: Screening of crude extracts of the bark of Annona bullata Rich. (Annonaceae) showed cytotoxic and pesticidal activities. By monitoring with brine shrimp lethality, two novel extremely potent acetogenins, bullatacin (1) and bullatacinone (2), were isolated. Spectral and chemical methods identified bullatacin as a diastereomer of asimicin. Bullatacinone represents bullatacin with the lactone cleaved and reformed at the 4-OH. Unlike asimicin, which is more generally cytotoxic, 1 and 2 show some selective cytotoxicities in human tumor cell lines, and certain susceptible cells give ED.sub.50 values as low as 10.sup.-12 -10.sup.-15 mcg/ml. Bullatacin was pesticidal at concentration as low as 1 ppm, while bullatacinone lacked pesticidal activities.Type: GrantFiled: September 29, 1992Date of Patent: July 20, 1993Assignee: Purdue Research FoundationInventors: Jerry L. McLaughlin, Yu-Hua Hui
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Patent number: 5128371Abstract: There are described novel acylated naphthylamines of the formula I defined herein ##STR1## which have valuable fungicidal properties. They can be used in practice on their own or in the form of compositions for the protection of cultivated plants against fungus infection.Type: GrantFiled: July 15, 1991Date of Patent: July 7, 1992Assignee: Ciba-Geigy CorporationInventors: Hans Moser, Wolfgang Eckhardt, Walter Kunz, Adolf Hubele
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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: 5084464Abstract: The present invention provides conjugated .gamma.-hydroxybutenolide compounds represented by the general formula: ##STR1## wherein R represents, when n is 1, furyl groups, thienyl groups or naphthyl groups, unsubstituted or substituted with alkyl group or alkoxy group; phenyl groups substituted with dialkylamino group, acyl group or pyridinyl group; or ##STR2## when n is 2 or 3, phenyl groups unsubstituted or substituted with alkyl group or alkoxy group; and antiulcer agents comprising an aforementioned conjugated .gamma.-hydroxybutenolide compound as an active ingredient.Type: GrantFiled: September 13, 1990Date of Patent: January 28, 1992Assignee: Kuraray Company Ltd.Inventors: Yoshin Tamai, Masahiro Torihara, Yoichi Kido, Johji Yamahara
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Patent number: 5071871Abstract: New benz[b]pyranes and pyranopyridines of formula I, ##STR1## wherein the significances of substituents V, T, W, R.sub.3 to R.sub.5, R.sub.9, R.sub.10, m, X, Y and Z are given in claim 1 and their N-oxides and their salts and their use in the treatment of raised blood pressure in the treatment of vascular disorders and other disorders in which a reduction in tension of the smooth muscles is therapeutically useful, as well as in the treatment of hair loss and baldness. Further the compounds are useful in the treatment of asthma and obstructive disorders of the respiratory system as well as in the prophylactic treatment of obstructive or inflammatory airways disease, for example asthma, as well as novel pharmaceutical compositions comprising said K.sup.+ channel activators suitable for such use.Type: GrantFiled: July 10, 1990Date of Patent: December 10, 1991Assignee: Sandoz Ltd.Inventors: Stefan Blarer, John Morley, Ian D. Chapman
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Patent number: 5059611Abstract: New 5-hydroxy-2-furanone compounds have anti-inflammatory, immunosuppressive and anti-proliferative activity and are useful in treating psoriasis and modifying calcium homeostasis.Type: GrantFiled: October 25, 1989Date of Patent: October 22, 1991Assignee: Allergan, Inc.Inventor: Gary C. M. Lee
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Novel 7-aroyl-4-hydroxy-3-methyl-benzofurans as dual inhibitors of cyclooxygenase and 5-lipoxygenase
Patent number: 5006549Abstract: Novel 7-Aroyl-4-Hydroxy-3-Methyl-Benzofurans of the following general formula (I) are disclosed: ##STR1##The compounds are found to be potent dual inhibitors of cyclooxygenase and 5-lipoxygenase.Type: GrantFiled: May 24, 1989Date of Patent: April 9, 1991Assignee: Merck & Co., Inc.Inventors: Robert A. Zambias, Milton L. Hammond -
Patent number: 4966905Abstract: A compound of the formula: ##STR1## in which R is alkyl, phenyl or halophenyl; R.sup.2 is substituted phenyl having from 1 to 3 substituents selected from halo, alkyl, alkylthio, alkylsulfonyl, cyano, trifluoromethyl, or R.sup.2 is pyridinyl, pyrazinyl, quinolinyl, N-alkylpyrrolyl, thienyl, benzothienyl, or furyl; and n is 1 or 2, are cytoprotective anti-ulcer agents.Type: GrantFiled: December 12, 1989Date of Patent: October 30, 1990Assignee: American Home Products CorporationInventors: Steven W. Felman, Ivo L. Jirkovsky, Kevin A. Memoli
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Patent number: 4965375Abstract: Thio-bis-(hydrocarbyl substituted diacid materials), such as thio-bis-(polyalkyl lactone acid) and/or their precursors, the adducts of sulfur chloride and unsaturated diacid materials, e.g., 4,8-bis-polyalkyl-4,8-dichloro-6-thiaundecane-1,2,10,11-tetracarboxylic acid bis-anhydride and their dehydrochlorinated analogs, when esterified with an alcohol, preferably a polyol, such as pentaerythritol, polypentaerythritol or a polyalkylene glycol with or without acid catalysts and/or metal template ragents yield thio-bis-(alkyl lactone acid esters) and thio-bis-(hydrocarbyl diacid esters) which can be characterized in part, as macrocyclic and/or macrocyclic-like structures, are useful as stable additive in lubricating compositions, e.g. as varnish inhibiting dispersants for lubricating oils and fuels.Type: GrantFiled: August 31, 1989Date of Patent: October 23, 1990Assignee: Exxon Research and Engineering Co.Inventors: Stanley J. Brois, Antonio Gutierrez
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Patent number: 4935530Abstract: A process for preparing 5-substituted-3-furaldehydes which comprises reacting 3-furaldehyde with lithium morpholide, followed by sec-butyl lithium, followed by an electrophile.Type: GrantFiled: October 18, 1988Date of Patent: June 19, 1990Assignee: Allergan, Inc.Inventor: Gary C. M. Lee
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Patent number: 4916241Abstract: This invention relates to 4-substituted-5-hydroxy-2(5H)-furanones, to the process for their preparation, to pharmaceutical compositions containing said 4-substituted-5-hydroxy-2(5H)-furanones and to the use of said 4-substituted-5-hydroxy-2(5H)-furanones for modifying the balance between bone production and bone resorption in a host animal, including man.Type: GrantFiled: June 6, 1988Date of Patent: April 10, 1990Assignee: American Home Products CorporationInventors: Marshall A. Hayward, Joseph P. Sabatucci, Ivo L. Jirkovsky, Yvon Lefebvre
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Patent number: 4866187Abstract: Thio-bis-(hydrocarbyl substituted diacid materials), such as thio-bis-(polyalkyl lactone acid) and/or their precursors the adducts of sulfur chloride and unsaturated diacid materials, e.g., 4,8-bis-polyalkyl-4,8-dichloro-5-thiaundecane-1,2,10,11-tetracarboxylic acid bis-anhydride and their dehydrochlorinated analogs, when esterified with an alcohol, preferably a polyol, such as pentaerythritol, polypentaerythritol or a polyalkylene glycol with or without acid catalysts and/or metal template reagents yield thio-bis-(alkyl lactone acid esters) and thio-bis-(hydrocarbyl diacid esters) which can be characterized in part, as macrocyclic and/or macrocyclic-like structures, are useful as stable additives in lubricating compositions, e.g. as varnish inhibiting dispersants for lubricating oils and fuels.Type: GrantFiled: April 22, 1988Date of Patent: September 12, 1989Assignee: Exxon Research & Engineering CompanyInventors: Stanley J. Brois, Antonio Gutierrez
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Patent number: 4861899Abstract: The invention relates to a photochromic gamma butyrolactone having the general formula (I): ##STR1## in which X represents >CH.sub.2 or >C(CH.sub.3).sub.2 ; R.sub.1, R.sub.2 and R.sub.4 independently represent a group selected from hydrogen, alkyl or aryl (including substituted aryl), with the proviso that one of R.sub.1 and R.sub.2 is always hydrogen, and R.sub.3 is a 3-thienyl, 3-furyl, 3-benzothienyl or 3-benzofuryl group in which the 2-position is substituted with an alkyl, aralkyl or aryl group (including substituted aryl).The lactones are useful in photolithography and in the production of security inks and markings and in the production of data recording materials.Type: GrantFiled: June 3, 1987Date of Patent: August 29, 1989Assignee: The Plessey Company plc.Inventor: Clive Trundle
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Patent number: 4855319Abstract: Tetrahydrofuranoid acetogenins characteristic of the Annonaceae plant family have been found to have potent pesticidal and feeding deterrent activity against a diverse variety of pests such as mosquito larvae, spider mites, aphids, the Mexican bean beetle, striped cucumber beetle, blowfly larvae, and nematodes.Type: GrantFiled: October 6, 1987Date of Patent: August 8, 1989Assignee: The United States of America as represented by the Secretary of AgricultureInventors: Kenneth L. Mikolajczak, Jerry L. McLaughlin, James K. Rupprecht
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Patent number: 4810724Abstract: N-Acylated N-phenyl-aminotetrahydro-2-furanones of the formula ##STR1## wherein R represents C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy or halogen,R.sub.1 represents C.sub.1 -C.sub.3 -alkyl, C.sub.1 -C.sub.4 -alkoxy or halogen,R.sub.2 represents hydrogen, C.sub.1 -C.sub.3 -alkyl, C.sub.1 -C.sub.4 -alkoxy or halogen,R.sub.3 represents hydrogen or methyl, with the total number of C atoms of the substituents R, R.sub.1, R.sub.2 and R.sub.3 in the phenyl ring not exceeding the number 8,R.sub.4 represents hydrogen or methyl, whileR.sub.5 represents one of the following groups: an alkylthioalkyl or alkoxyalkyl group having 2 to 5 carbon atoms or an alkoxyalkoxymethyl group having a maximum of 6 carbon atoms, a 2-furanyl or 2-tetrahydrofuranyl group optionally substituted by halogen, a 1,2,4-trizolylmethyl group, a 1,2-pyrazolylmethyl group, or a group --CH.sub.2 --OR.sub.6 in which R.sub.6 represents a 5- or 6-membered heterocyclic having oxygen as the hetero atom,are valuable fungicidal active substances.Type: GrantFiled: May 6, 1985Date of Patent: March 7, 1989Assignee: Ciba-Geigy CorporationInventors: Walter Kunz, Wolfgang Eckhardt, Adolf Hubele
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Patent number: 4721727Abstract: Tetrahydrofuranoid acetogenins characteristic of the Annonaceae plant family have been found to have potent pesticidal and feeding deterrent activity against a diverse variety of pests such as mosquito larvae, spider mites, aphids, the Mexican bean beetle, striped cumcumber beetle, blowfly larvae, and nematodes.Type: GrantFiled: May 6, 1986Date of Patent: January 26, 1988Assignee: The United States of America as represented by the Secretary of AgricultureInventors: Kenneth L. Mikolajczak, Jerry L. McLaughlin, James K. Rupprecht
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Patent number: 4613637Abstract: A copolymer formed from an isoimide oligomer and another compound, such as an aryl sulfone, each of which has reactive functional terminal groups, such as ethylenic or acetylenic groups. The isoimide oligomer is soluble in the other compound, unreactive with the compound below a certain temperature and forms a liquid blend therewith. Upon heating the liquid blend above that certain temperature, the terminal groups on the isoimide oligomer and the other compound react with each other to form a copolymer. The liquid blends may be used to form encapsulants, coatings, films, and resin matrices for composites to provide resins with excellent high temperature properties.Type: GrantFiled: December 27, 1983Date of Patent: September 23, 1986Assignee: Hughes Aircraft CompanyInventors: Abraham L. Landis, Arthur B. Naselow
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Patent number: 4568756Abstract: Thio-bis-(hydrocarbyl substituted diacid materials), such as thio-bis-(polyalkyl lactone acid) and/or their precursors, the adducts of sulfur chloride and unsaturated diacid materials, e.g., 4,8-bis-polyalkyl-4,8-dichloro-5-thiaundecane-1,2,10,11-tetracarboxylic acid bis-anhydride and their dehydrochlorinated analogs, when esterified with an alcohol, preferably a polyol, such as pentaerythritol, polypentaerythritol or a polyalkylene glycol with or without acid catalysts and/or metal template reagents yield thio-bis-(alkyl lactone acid esters) and thio-bis-(hydrocarbyl diacid esters) which can be characterized in part, as macrocyclic and/or macrocyclic-like structures, are useful as stable additives in lubricating compositions, e.g. as varnish inhibiting dispersants for lubricating oils and fuels.Type: GrantFiled: August 31, 1983Date of Patent: February 4, 1986Assignee: Exxon Research & Engineering Co.Inventors: Stanley J. Brois, Antonio Gutierrez
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Patent number: 4513139Abstract: Novel substituted lactones of amino acids in all their possible stereoisomeric forms or mixtures thereof of the formula ##STR1## wherein A is a hydrocarbon chain of 1 to 10 chain members containing one or more heteroatoms and one or more unsaturations and the chain members being a mono- or polycyclic system or comprises a system of spiro or endo type and may contain one or more chiral atoms or the lactone copula can present a supplementary chirality due to the asymetric spatial configuration of the molecule make up and R is selected from the group consisting of ##STR2## wherein Z is the organic remainder of an amino acid of the formula ##STR3## Y is derived from a primary, secondary or tertiary alcohol of the formula Y--OH and B is the remainder of a heterocyclic amino acid of 3 to 6 carbon atoms of the formula ##STR4## and their preparation and their use for the resolution of amino acids.Type: GrantFiled: June 30, 1982Date of Patent: April 23, 1985Assignee: Roussel UclafInventors: Jacques Martel, Jean Tessier, Andre Teche
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Patent number: 4508913Abstract: The following process steps are shown: ##STR1## Intermediates I, II, and VI are new. End product IV is a known intermediate in the preparation of known pyrethroid-like cyclopropanecarboxylic acid ester insecticides.Type: GrantFiled: August 5, 1983Date of Patent: April 2, 1985Assignee: Bayer AktiengesellschaftInventor: Dieter Arlt
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Patent number: 4508731Abstract: Compounds of the formula ##STR1## in which Ar is 2-alkyl-, -alkoxy- or -halo-methyl-phenyl or .alpha.-naphthyl, each of which is further substituted,R.sub.1 is 2-furyl, 2-tetrahydrofuryl, alkenyl, cyclopropyl, .beta.-alkoxyethyl, hydroxymethyl, triazolylmethyl, imidazolylmethyl, pyrazolylmethyl, alkylsulfinyl, alkylsulfonyl, alkoxy, alkenyloxy, alkynyloxy, alkylthio, alkenylthio, alkynylthio, alkylsulfinyloxy, dialkylaminosulfinyloxy, phosphoric or thiophosphoric esters or amides, or alkylcarbonyloxy, andR.sub.9 is hydrogen or methyl,are microbicidally, in particular fungicidally active. The preferred compounds are those in which Ar is 2-methylphenyl, 2-methoxyphenyl, 2-chlorophenyl or .alpha.-naphthyl, each of which is further substituted by azido, and R.sub.9 is hydrogen.Type: GrantFiled: February 13, 1984Date of Patent: April 2, 1985Assignee: Ciba Geigy CorporationInventors: Peter Riebli, Hanspeter Fischer, Rudolph C. Thummel, Adolf Hubele
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Patent number: 4503218Abstract: Cultivation of a strain of the microorganism Pseudomonas cepacia SC 11,783, A.T.C.C. No. 39356 yields a novel antibiotic substance which is made up of two compounds, i.e., 5-[3-[3-(hepta-1,2-dien-4,6-diynyl)oxiran-2-yl]-3-hydroxy-1-propanyl]dihyd ro-2(3H)-furanone and 5-[[3-[3-(hepta-1,2-dien-4,6-diynyl)-2-oxiranyl]-2-oxiranyl]hydroxymethyl] dihydro-2(3H)-furanone.Type: GrantFiled: May 16, 1983Date of Patent: March 5, 1985Assignee: E. R. Squibb & Sons, Inc.Inventors: Richard B. Sykes, William L. Parker
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Patent number: 4496711Abstract: Processes for forming a class of relatively low molecular-weight oligomers containing at least one isoimide group and terminal groups capable of undergoing an addition polymerization reaction are provided. These oligomers are characterized by excellent solubility in common solvents and a melting temperature considerably lower than their cure temperature, thus enabling the oligomers to be formed into cured polymers more slowly and at lower temperatures, all without the evolution of deleterious gases. The process for forming these oligomers includes the formation of a polyamic acid and dehydration thereof under specified conditions to effect cyclization of the polyamic acid to form the isoimide-containing oligomer, without the formation of undesired side-reaction products.Type: GrantFiled: September 26, 1983Date of Patent: January 29, 1985Assignee: Hughes Aircraft CompanyInventor: Abraham L. Landis
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Patent number: 4495342Abstract: A class of relatively low molecular-weight oligomers containing at least one isoimide group and terminal groups capable of undergoing an addition polymerization reaction are provided. These oligomers are characterized by excellent solubility in common solvents and a melting temperature considerably lower than their cure temperature, thus enabling the oligomers to be formed into cured polymers more slowly and at lower temperatures, all without the evolution of deleterious gases. The oligomers of the present invention may be formed by reacting an aromatic dianhydride with an aromatic diamine, followed by reaction with a monoanhydride. The resulting product is dehydrated to form the isoimide-containing oligomer.Type: GrantFiled: September 26, 1983Date of Patent: January 22, 1985Assignee: Hughes Aircraft CompanyInventor: Abraham L. Landis
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Patent number: 4485231Abstract: A class of relatively low molecular-weight oligomers containing at least one isoimide group and terminal groups capable of undergoing an addition polymerization reaction are provided. These oligomers are characterized by excellent solubility in common solvents and a melting temperature considerably lower than their cure temperature, thus enabling the oligomers to be formed into cured polymers more slowly and at lower temperatures, all without the evolution of deleterious gases. The oligomers of the present invention may be formed by reacting an aromatic dianhydride with an aromatic diamine, followed by reaction with a functional mono-amine. The resulting product is then dehydrated to form the isoimide-containing oligomer.Type: GrantFiled: September 26, 1983Date of Patent: November 27, 1984Assignee: Hughes Aircraft CompanyInventor: Abraham L. Landis
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Patent number: 4448773Abstract: Compounds of the formula ##STR1## in which Ar is 2-alkyl-, -alkoxy- or -halo-methyl-phenyl or .alpha.-naphthyl, each of which is further substituted,R.sub.1 is 2-furyl, 2-tetrahydrofuryl, alkenyl, cyclopropyl, .beta.-alkoxyethyl, hydroxymethyl, triazolylmethyl, imidazolylmethyl, pyrazolylmethyl, alkylsulfinyl, alkylsulfonyl, alkoxy, alkenyloxy, alkynyloxy, alkylthio, alkenylthio, alkynylthio, alkylsulfinyloxy, dialkylaminosulfinyloxy, phosphoric or thiophosphoric esters or amides, or alkylcarbonyloxy,R.sub.7 is hydrogen or optionally-substituted methyl or ethyl, andR.sub.8 is alkyl optionally substituted by alkoxy,are microbicidally, in particular fungicidally, active. Preferred compounds are those in which Ar is 2-methylphenyl, 2-methoxyphenyl, 2-chlorophenyl or .alpha.-naphthyl, each of which is further substituted by azido, and each of R.sub.7 and R.sub.8 is methyl.Type: GrantFiled: April 22, 1982Date of Patent: May 15, 1984Assignee: Ciba-Geigy CorporationInventors: Peter Riebli, Hanspeter Fischer, Rudolph C. Thummel, Adolf Hubele
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Patent number: 4443618Abstract: N-Acylated N-phenyl-aminotetrahydro-2-furanones of the formula ##STR1## wherein R represents C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy or halogen,R.sub.1 represents C.sub.1 -C.sub.3 -alkyl, C.sub.1 -C.sub.4 -alkoxy or halogen,R.sub.2 represents hydrogen, C.sub.1 -C.sub.3 -alkyl, C.sub.1 -C.sub.4 -alkoxy or halogen,R.sub.3 represents hydrogen or methyl, with the total number of C atoms of the substituents R, R.sub.1, R.sub.2 and R.sub.3 in the phenyl ring not exceeding the number 8,R.sub.4 represents hydrogen or methyl, whileR.sub.5 represents one of the following groups: an alkythioalkyl or alkoxyalkyl group having 2 to 5 carbon atoms or an alkoxyalkoxymethyl group having a maximum of 6 carbon atoms, a 2-furanyl or 2-tetrahydrofuranyl group optionally substituted by halogen, a 1,2,4-triazolylmethyl group, a 1,2-pyrazolylmethyl group, or a group -CH.sub.2 -OR.sub.6 in which R.sub.6 represents a 5- or 6-membered heterocyclic having oxygen as the hetero atom are valuable fungicidal active substances.Type: GrantFiled: March 2, 1982Date of Patent: April 17, 1984Assignee: Ciba-Geigy CorporationInventors: Walter Kunz, Wolfgang Eckhart, Adolf Hubele
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Patent number: 4438273Abstract: A class of relatively low molecular-weight oligomers containing at least one isoimide group and terminal groups capable of undergoing an addition polymerization reaction. The oligomers of the present invention are characterized by excellent solubility in common solvents and a melting temperature considerably lower than their cure temperature, thus enabling the oligomers to be formed into cured polymers more slowly and at lower temperatures, all without the evolution of deletrious gases.Type: GrantFiled: July 24, 1981Date of Patent: March 20, 1984Assignee: Hughes Aircraft CompanyInventor: Abraham L. Landis
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Patent number: 4423236Abstract: Novel condensation products between enediol ketolactones such as 5,6-0-isopropylidene ascorbic acid and 2-chloroethyl isocyanates are shown to have potent antitumor activity probably without the release of alkylating agents in vivo. While the structures of the products are not readily elucidated, activity is found to exceed that of BCNU (bis-(2-chloroethyl)-N-nitrosourea) and parallel that of the toxic and highly effective nitrosourea, MeCCNU (1-(4-trans-methylcyclohexyl)-3-(2-chloroethyl)-3-nitrosourea). Preferred compounds are condensation products of ##STR1## wherein R.sub.2 and R.sub.3 are a lower alkyl group containing 1 to 3 carbon atoms or H andhal--CH.sub.2 --CH.sub.2 --N.dbd.C.dbd.O (B)wherein hal is I, Br or Cl.Type: GrantFiled: October 23, 1981Date of Patent: December 27, 1983Assignee: National Foundation for Cancer Research, Inc.Inventor: Andrew J. Welebir
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Patent number: 4417062Abstract: Thio-bis-(hydrocarbyl substituted diacid materials), such as thio-bis-(polyalkyl lactone acid) and/or their precursors, the adducts of sulfur chloride and unsaturated diacid materials, e.g., 4,8-bis-polyalkyl-4,8-dichloro-5-thiaundecane-1,2,10,11-tetracarboxylic acid bis-anhydride and their dehydrochlorinated analogs, when esterified with an alcohol, preferably a polyol, such as pentaerythritol, polypentaerythritol or a polyalkylene glycol with or without acid catalysts and/or metal template reagents yield thio-bis-(alkyl lactone acid esters) and thio-bis-(hydrocarbyl diacid esters) which can be characterized in part, as macrocyclic and/or macrocyclic-like structures, are useful as stable additives in lubricating compositions, e.g. as varnish inhibiting dispersants for lubricating oils and fuels.Type: GrantFiled: July 25, 1980Date of Patent: November 22, 1983Assignee: Exxon Research & Engineering Co.Inventors: Stanley J. Brois, Antonio Gutierrez
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Patent number: 4400523Abstract: A process for the preparation of a styryl-cyclopropane-carboxylic acid ester of the formula ##STR1## in which R is C.sub.1-4 -alkyl or an alcohol radical customary in pyrethroids,R.sup.1 is alkoxy or alkylthio, either of which may be optionally substituted by halogen,R.sup.2 is hydrogen or alkoxy, orR.sup.1 and R.sup.2 together are optionally halogen-substituted alkylenedioxy, andR.sup.3 is hydrogen or chlorine, comprising reacting a compound of the formula ##STR2## with, respectively, one, two or three equivalents of a base at a temperature below 60.degree. C. The products are insecticidally active when R is the residue of a pyrethroid-type alcohol. Various syntheses are given for the starting materials which are new.Type: GrantFiled: November 9, 1981Date of Patent: August 23, 1983Assignee: Bayer AktiengesellschaftInventors: Manfred Jautelat, Dieter Arlt, Reinhard Lantzsch, Rainer Fuchs, Hans-Jochem Riebel, Rolf Schroder, Horst Harnisch
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Patent number: 4382952Abstract: The present invention relates to a novel trichothecene antibiotic, roridin L-2, and a process for the production and the method of using said compound.Type: GrantFiled: May 19, 1981Date of Patent: May 10, 1983Assignee: Warner-Lambert CompanyInventors: Russell J. Bloem, Richard H. Bunge, James C. French