The Hetero Ring Is Five-membered Patents (Class 549/229)
  • Patent number: 5340889
    Abstract: Liquid hydroxyurethane products having cyclocarbonate end groups are prepared by reacting a molar excess of a bis-carbonate of a bis-glycidyl ether of neopentyl glycol or 1,4-cyclohexanedimethanol with a polyoxyalkylenediamine such as a polyoxypropylenediamine. These products are useful for the preparation of polyurethanes, polyurethane polyols, polyester polyurethane polyols, and polycarbonate polyurethane polyols.
    Type: Grant
    Filed: July 19, 1993
    Date of Patent: August 23, 1994
    Assignee: Texaco Chemical Company
    Inventors: Wheeler C. Crawford, Edward T. Marquis, Howard P. Klein
  • Patent number: 5334321
    Abstract: Alkenyl or alkyl succinimide additives which are the reaction product of a high molecular weight alkenyl- or alkyl-substituted succinic anhydride and a polyalkylene polyamine having an average of greater than 4 nitrogen atoms per mole, wherein the reaction product is post-treated with a cyclic carbonate, are compatible with fluorocarbon engine seals and, for concentration levels at which fluorocarbon seal compatibility is achieved, possess improved dispersancy and/or detergency properties when employed in lubricating oils and fuels,
    Type: Grant
    Filed: March 9, 1993
    Date of Patent: August 2, 1994
    Assignee: Chevron Research and Technology Company, a Division of Chevron U.S.A. Inc.
    Inventors: James J. Harrison, William R. Ruhe, Jr.
  • Patent number: 5326885
    Abstract: Enriched enantiomers of glycerol Carbonate are produced under the influence of a hydrolytic enzyme, either by selective esterification of racemic glycerol carbonate or by selective hydrolysis of an ester of the racemate. The enriched enantiomeric product is readily converted to starting materials and intermediates useful in the synthesis of enantiomerically pure therapeutic agents, such as .beta.-adrenergic blockers.
    Type: Grant
    Filed: October 21, 1993
    Date of Patent: July 5, 1994
    Assignee: Cognis, Inc.
    Inventors: Alan G. Olivero, Jonathan M. Cassel, James R. Poulsen
  • Patent number: 5281723
    Abstract: Disclosed is a method of recovering a cyclic alkylene carbonate, such as propylene carbonate, from an effluent stream of a process in which the cyclic alkylene carbonate removes an organic photoresist material from a substrate. The effluent is a cyclic alkylene carbonate effluent, e.g., a propylene carbonate effluent, of the carbonate, water, and polymeric solids. In the recovery process the cyclic alkylene carbonate effluent is fed to a heat exchanger, and separated into (i) water and volatiles, and (ii) cyclic carbonate. This lowers the concentration of water in the cyclic alkylene carbonate to a level that is low enough to substantially avoid hydrolysis of cyclic alkylene carbonate to the corresponding glycol. The dewatered cyclic alkylene carbonate is evaporated to separate the cyclic alkylene carbonate from high boiling materials and polymeric solids. The dewatered cyclic alkylene carbonate is separated into (i) a cyclic alkylene carbonate fraction, and (ii) a photoresist solids fraction.
    Type: Grant
    Filed: August 4, 1992
    Date of Patent: January 25, 1994
    Assignee: International Business Machines
    Inventors: Nageshwer R. Bantu, Anilkumar C. Bhatt, Ross W. Keesler, Konstantinos Papathomas, Terry D. Sinclair, Jerome J. Wagner
  • Patent number: 5264591
    Abstract: Isolation of a new taxane having pharmaceutical activity, 1a 14-beta-hydroxy-10-deacetyl-baccatine III and hemisynthesis of some derivatives useful as antitumor agents and intermediates.
    Type: Grant
    Filed: May 11, 1992
    Date of Patent: November 23, 1993
    Assignee: Indena S.p.A.
    Inventors: Ezio Bombardelli, Bruno Gabetta
  • Patent number: 5258401
    Abstract: Disclosed herein are compounds of structural formula (I) ##STR1## which are useful as cholesterol lowering agents. These compounds are also useful as inhibitors of squalene synthase, inhibitors of fungal growth, inhibitors of farnesyl-protein transferase and farnesylation of the oncogene protein Ras. These compounds are also useful in the treatment of cancer.
    Type: Grant
    Filed: September 10, 1992
    Date of Patent: November 2, 1993
    Assignee: Merck & Co., Inc.
    Inventors: Gregory D. Berger, Robert W. Marquis, Jr., Albert J. Robichaud, Edward M. Scolnick
  • Patent number: 5210336
    Abstract: A process is provided for the conversion of an olefin to the corresponding glycol wherein a mixture of olefin, oxygen, carbon dioxide and water is reacted in a solvent at supercritical conditions with respect to the reaction mixture.
    Type: Grant
    Filed: January 24, 1992
    Date of Patent: May 11, 1993
    Assignee: ARCO Chemical Technology, L.P.
    Inventors: Anne M. Gaffney, John A. Sofranko
  • Patent number: 5183942
    Abstract: Macrocyclic enediynediols and enediynediones having a ten carbon ring and open chain enediyne dihydroperoxides having eight carbons between the hydroperoxide groups that cleave DNA are disclosed, as are methods of making and using the same.
    Type: Grant
    Filed: November 5, 1991
    Date of Patent: February 2, 1993
    Assignee: The Scripps Research Institute
    Inventors: Kyriacos C. Nicolaou, Erik Sorensen, Chan-Kou Hwang, Robert Discordia, Robert G. Bergman, Robert E. Minto
  • Patent number: 5179214
    Abstract: A method for the manufacture of alkylene carbonates is disclosed. Alkylene carbonates that are free of halogen contaminants are prepared by reacting alkylene oxides and carbon dioxide in the presence of a catalyst selected from the group consisting of cerous acetate, ceric ammonium nitrate, cerous nitrate hexahydrate, and ceric potassium nitrate.
    Type: Grant
    Filed: September 23, 1991
    Date of Patent: January 12, 1993
    Assignee: Texaco Chemical Company
    Inventors: Edward T. Marquis, John R. Sanderson
  • Patent number: 5164412
    Abstract: A Derivative of 5-hetero-6-oxo-PGE A derivative of 5-hetero-6-oxo-PGE of the formula: ##STR1## wherein R.sup.1 is (1) a group of the formula: COOR11(2) hydroxymethylcarbonyl,(3) hydroxymethyl or(4) a group of the formula:CO--AAwherein AA is an amino acid-residue,Z is oxygen, sulfur or a group of the formula: NR21 wherein R21 is hydrogen or alkyl of C1--4;R2 is a single-bond or alkylene of C1--4;R3 isi) alkyl of C1-7,ii) cycloalkyl of C4-7 or cycloalkyl of C4-7 substituted by alkyl of C1-7,iii) phenyl, phenoxy, phenyl or phenoxy substituted by one group selected from alkyl of C1-4, halogen and trihalomethyl, is single-bond or a double bond.Possess PG-like activity, especially cytoprotection, and therefore are useful for treatment for and/or prevention of cytodamage.
    Type: Grant
    Filed: April 8, 1991
    Date of Patent: November 17, 1992
    Assignee: Ono Pharmaceutical Co., Ltd.
    Inventors: Yoshitaka Konishi, Masanori Kawamura
  • Patent number: 5162554
    Abstract: Stable, optically active enantiomers of substituted glyceraldehydes or glycidaldehydes are synthesized by using osmium-catalyzed asymmetric dihydroxylation of an olefin which is a substituted 1,5-dihydro-3H-2,4-benzodioxepine. For example, the protected glyceraldehyde, 3-(1,2-dihydroxyethyl)-1,5-dihydro-3H-2,4-benzodioxepine and the protected glycidaldehyde, 3-(1,2-epoxyethyl)-1,5-dihydro-3H-2,4-benzodioxepine have been synthesized and the optical enantiomer has been recovered. In the synthetic and isolation methods, enantiomers with high enantiomeric excess are recovered from the mother liquor following a recrystallization step.
    Type: Grant
    Filed: June 18, 1991
    Date of Patent: November 10, 1992
    Assignee: Massachusetts Institute of Technology
    Inventors: K. Barry Sharpless, Ryu Oi
  • Patent number: 5153333
    Abstract: A process for the preparation of 2-oxo-1, 3-dioxolanes comprises reacting an epoxy compound having at least one functional epoxy group in the optional presence of an inert solvent with carbon dioxide at 60.degree. C. to 200.degree. C. at normal pressure in the presence of a quaternary phosphonium compound as catalyst and novel quaternary phosphonium compounds useful as catalysts in the said process.
    Type: Grant
    Filed: September 17, 1991
    Date of Patent: October 6, 1992
    Assignee: Rutgerswerke AG
    Inventors: Frank Schubert, Rolf Herzog, Bert Meier, Jurgen Zehrfeld
  • Patent number: 5143832
    Abstract: The novel triacetylenic dioxolone antifungal compound of this invention is isolated from the EV-22 complex of this invention which is elaborated by the microorganism Microbispora sp. SCC 1438, ATCC 53620.
    Type: Grant
    Filed: July 3, 1990
    Date of Patent: September 1, 1992
    Assignee: Schering Corporation
    Inventors: Mahesh Patel, Ann C. Horan, Joseph A. Marquez, J. Allan Waitz
  • Patent number: 5132458
    Abstract: A curable compound carrying groups containing basic nitrogen, essentially comprising structural units derived fromA) a compound which contains, on average, at least one preferably terminal 2-oxo-1,3-diololane group per molecule, withB) a secondary diamine containing hydroxyl groups in the .beta.-positions to the secondary amino groups, it also being possible for this amine to contain blocked primary amino groups, and, if appropriate,C) a difunctional amine containing at least one free primary amino group and, if appropriate, at least one secondary amino group.
    Type: Grant
    Filed: July 31, 1990
    Date of Patent: July 21, 1992
    Assignee: Hoechst AG
    Inventors: Michael Honel, Peter Ziegler, Hartmut Foedde
  • Patent number: 5118818
    Abstract: Organic carbonates: ##STR1## and cyclic organic carbonates: ##STR2## are prepared by reacting an alcohol (R--OH), or respectively a diol (HO--R'--OH), with carbon monoxide, in the presence of:a halogen, ora halogen and/or a halide ion and an oxidizing agent.
    Type: Grant
    Filed: March 6, 1991
    Date of Patent: June 2, 1992
    Assignee: Enichem Synthesis S.p.A.
    Inventors: Daniele Delledonne, Franco Rivetti, Ugo Romano
  • Patent number: 5114962
    Abstract: New amino acid esters, a process for their preparation, medicaments containing them, and the use thereof The invention relates to amino acid esters of the formula I ##STR1## in which n is 1 or 2, R, R.sup.1, R.sup.2 and R.sup.3 denote hydrogen or a defined radical, R.sup.4 together with R.sup.5 and the atoms carrying them form a heterocyclic ring system, to a process for their preparation, to agents containing them, and to the use thereof.
    Type: Grant
    Filed: June 19, 1990
    Date of Patent: May 19, 1992
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Wolfgang Ruger, Hansjorg Urbach, Reinhard Becker, Franz Hock
  • Patent number: 5095124
    Abstract: The present invention relates to a two-stage liquid phase process wherein an alk-2-enyl glycidyl ether having the formula ##STR1## wherein R is hydrogen or lower alkyl; R' is C.sub.2 to C.sub.4 alkylene; n has a value of from 1 to 4 and n' has a value of from 0 to 4, is catalytically isomerized to the corresponding alk-1-enyl glycidyl ether in the first-stage of the reaction and the reaction mixture of the first-stage, containing the isomerization catalyst is then contacted with carbon dioxide in the presence of a phase transfer catalyst under a pressure ranging from atmospheric to about 400 psig in the second stage of the reaction.
    Type: Grant
    Filed: September 10, 1990
    Date of Patent: March 10, 1992
    Assignee: ISP Investments Inc.
    Inventors: Jeffrey S. Plotkin, Mark M. Miller, Paul D. Taylor
  • Patent number: 5091543
    Abstract: A method of preparing five- and six-membered cyclic carbonates is disclosed. The process comprises reacting a 1,2- or 1,3-diol with an acyclic diester of carbonic acid in the presence of a catalyst selected from alkylammonium salts, tertiary amines, and ion-exchange resins containing alkylammonium or tertiary amino groups. Cyclic carbonates free of polycarbonate by-products are obtained in high yields.
    Type: Grant
    Filed: October 15, 1990
    Date of Patent: February 25, 1992
    Assignee: Arco Chemical Technology, Inc.
    Inventor: Roger A. Grey
  • Patent number: 5023344
    Abstract: Novel 12-halogenated forskolin derivatives, intermediates and processes for the preparation thereof, and methods for reducing intraocular pressure utilizing compounds or compositions thereof are disclosed.
    Type: Grant
    Filed: May 14, 1990
    Date of Patent: June 11, 1991
    Assignee: Hoechst-Roussel Pharmaceuticals Incorporated
    Inventor: Gregory M. Shutske
  • Patent number: 5008407
    Abstract: A method of regioselectively and stereoselectively synthesizing forskolin (8,13-epoxy-1.alpha.,6.beta.,7.beta.,9.alpha.-tetrahydroxylabd-14-en-11-on e) from 9-deoxyforskolin (8,13-epoxy-1.alpha.,6.beta.,7.beta.-trihydroxylabd-14-en-11-one) with a good yield is described. In a preferred embodiment, it comprises an enol ether formation from 8,13-epoxy-1.alpha.,6.beta.,7.beta.-trihydroxylabd-14-en-11-one-6,7-carbon ate, oxidation of the enol ether with a suitable peroxy acid to obtain 11,12-dehydro-8,13-epoxy-11-methoxy-1.alpha.,6.beta.,7.beta.,9.alpha.-tetr ahydrolabd-14-ene-6,7-carbonate and hydrolysis of the latter under an acidic condition to obtain 8,13-epoxy-1.alpha.,6.beta.,7.beta.,9.alpha.-tetrahydroxylabd-14-en-11-one -6,7-carbonate. As an alternative way of protecting the two hydroxy groups at carbon-6 and carbon-7, they may also be converted to dimethyl acetal during the synthetic sequence. Four compounds produced in the synthetic scheme as intermediates, namely, 9,11-dehydro-8,13-epoxy-11-methoxy-1.
    Type: Grant
    Filed: November 24, 1989
    Date of Patent: April 16, 1991
    Assignee: Hoechst-Roussel Pharmaceuticals Inc.
    Inventor: Nicholas J. Hrib
  • Patent number: 5003084
    Abstract: Disclosed is a process for preparing alkylene carbonates which comprises reacting the corresponding alkylene glycol and urea, optionally in the presence of a catalyst comprising a tin-containing compound, and represented by the equation: ##STR1## where R represents an alkyl group containing 1 to 16 carbons.
    Type: Grant
    Filed: February 20, 1990
    Date of Patent: March 26, 1991
    Assignee: Texaco Chemical Company
    Inventors: Wei-Yang Su, George P. Speranza
  • Patent number: 4996331
    Abstract: The present invention relates to a novel biphenyl derivative having a liver ailment-moderating action and effective as a remedy for acute hepatitis and chronic hepatitis, a process for the preparation of this biphenyl derivative and a liver ailment-moderating agent comprising this diphenyl derivative as an effective ingredient. This diphenyl derivative is represented by the following formula: ##STR1## wherein R.sub.0 and R.sub.1 independently stand for a lower alkyl group or R.sub.0 and R.sub.1 together represent a group O.dbd.C<, R.sub.2 stands for an alkyl group having 1 to 3 carbon atoms, and R.sub.3 and R.sub.4 independently stand for a hydrogen atom or a lower alkyl group.
    Type: Grant
    Filed: April 24, 1989
    Date of Patent: February 26, 1991
    Assignee: Tsumura & Co.
    Inventors: Masayuki Kimura, Kunio Hosaka, Shigehumi Takeda, Hiroshi Mitsuhashi
  • Patent number: 4996231
    Abstract: This invention relates to triyne cyclic carbonates that are useful in the treatment of fungal diseases and hypercholesterolemic conditions.
    Type: Grant
    Filed: August 8, 1989
    Date of Patent: February 26, 1991
    Assignee: Merck & Co., Inc.
    Inventors: Michael N. Chang, Yuan-Ching P. Chiang, James V. Heck, Michael D. Lewis
  • Patent number: 4985456
    Abstract: (5-methyl-2-oxo-1,3-dioxolen-4-yl)methyl 2-(2,6-dichloroanilino)phenylacetate is disclosed as a novel compound possessing strong valuable pharmacological properties accompanied by surprisingly weak side-effects as well as a process for preparing the new compound.
    Type: Grant
    Filed: February 9, 1990
    Date of Patent: January 15, 1991
    Assignees: Mikasa Seiyaku Co., Ltd., Daito Koeki Kabushiki Kaisha
    Inventors: Keisuke Shimizu, Takumi Matsumura, Masato Nakamoto
  • Patent number: 4975444
    Abstract: Compounds of the formula ##STR1## wherein A is a carbocyclic, saturated or unsaturated ring; R.sup.1 is hydrogen or alkyl; R and R.sup.4 are each alkyl, cycloalkyl, benzyl or a readily hydrolyzable ester group; Y is a bond or a straight or branch alkylene; R.sup.2 is hydrogen, aryl, heterocyclic, R.sup.6 CONR.sup.5, R.sup.7 NR.sup.5 CO, R.sup.7 NR.sup.5 SO.sub.2 --or R.sup.8 SO.sub.2 NR.sup.5 --where R.sup.5 is hydrogen, alkyl or aralkyl; R.sup.6 is alkyl, aryl, aralkyl, heterocyclic, heterocyclyalkyl or a group of the formula ##STR2## where R.sup.9 is hydrogen, hydroxy, alkoxy, alkyl, hydroxyalkyl, aralkyl, alkylene, heterocyclic, heterocyclylalkyl, R.sup.12 CONH--, R.sup.12 SO.sub.2 NH-- or (R.sup.13).sub.2 N--; R.sup.10 and R.sup.11 are each hydrogen or alkyl; or R.sup.10 is hydrogen and R.sup.11 is aminoalkyl, imidazolylmethyl, aryl, aralkyl, aralkoxyalkoxy, hydroxyalkyl or methylthioalkyl; or R.sup.10 and R.sup.
    Type: Grant
    Filed: August 25, 1989
    Date of Patent: December 4, 1990
    Assignee: Pfizer Inc.
    Inventors: John C. Danilewicz, Keith James, Ryszard J. Kobylecki
  • Patent number: 4968816
    Abstract: 3,4-Dihydroxytetrahydrofuran carbonate of the structural formula: ##STR1## and a Process for the Production thereof.
    Type: Grant
    Filed: February 16, 1989
    Date of Patent: November 6, 1990
    Assignee: Mitsubishi Kasei Corporation
    Inventors: Naoshi Imaki, Isao Kawakami
  • Patent number: 4963537
    Abstract: Novel labdanes, intermediates and processes for the preparation thereof, and methods for reducing intraocular pressure utilizing compounds or compositions thereof are disclosed.
    Type: Grant
    Filed: April 26, 1989
    Date of Patent: October 16, 1990
    Assignee: Hoechst-Roussel Pharmaceuticals Inc.
    Inventors: Raymond W. Kosley, Jr., Robert J. Cherill
  • Patent number: 4956383
    Abstract: The novel triacetylenic dioxolone antifungal compound of this invention is isolated from the EV-22 complex of this invention which is elaborated by the microorganism Microbispora sp. SCC 1438, ATCC 53620.
    Type: Grant
    Filed: August 25, 1987
    Date of Patent: September 11, 1990
    Assignee: Schering Corporation
    Inventors: Mahesh G. Patel, Ann C. Horan, Joseph A. Marquez, J. Allan Waitz
  • Patent number: 4956474
    Abstract: The present invention relates to novel cephalosporin derivatives, processes for preparing thereof, compositions for preventing and/or treating infectious diseases which comprise the novel cephalosporin derivatives as active components, and the intermediate compounds in the synthesis of cephalosporin derivatives and processes for producing thereof.The present invention is based on the selection of groups containing a condensed heterocyclic ring, particularly a triazolopyrimidine ring or a thiadiazolopyrimidine ring, as substituents at the 3-position of the cephem skeleton, and of groups containing a catechol moiety, particularly a catechol carboxymethyloxyimino moiety or a catechol carboxyimino moiety, as substituents at the 7-position of the cephem skeleton.The compounds of the present invention containing the aforementioned substituents have a strong antibacterial activity against Gram-negative bacteria and also against Gram-positive bacteria including methicillin-resistant Staphylococcus aureus.
    Type: Grant
    Filed: June 20, 1989
    Date of Patent: September 11, 1990
    Assignee: Mochida Pharmaceutical Co., Ltd.
    Inventors: Haruo Ohnishi, Hiroshi Kosuzume, Masahiro Mizota, Yasuo Suzuki, Ei Mochida
  • Patent number: 4943588
    Abstract: Prodrugs of 3-hydroxy-3-methylglutarylcoenzyme A (HMG-CoA) reductase inhibitors which are useful as antihypercholesterolemic agents and are represented by the following general structural formula (I): ##STR1## are disclosed.
    Type: Grant
    Filed: February 1, 1989
    Date of Patent: July 24, 1990
    Assignee: Merck & Co., Inc.
    Inventors: Wasyl Halczenko, Steven M. Pitzenberger, George Hartman
  • Patent number: 4931581
    Abstract: A method and composition for the immunization of healthy useful plants against plant diseases containing as active ingredients compounds of formula ##STR1## in which: X is hydrogen, halogen, hydroxy, methyl, methoxy, HOOC or MOOC;Y is hydrogen, halogen, SO.sub.3 H, SO.sub.3 M, nitro, hydroxy or amino, M being the molar equivalent of an alkali metal or alkaline earth metal ion that is formed from a corresponding base or basic compound; andZ is cyano or --CO--A;A represents either --OH or --SH, the hydrogen atom of which may also be replaced by the molar equivalent of an inorganic or organic cationic residue,or wherein A represents any other organic residue which has a molecular weight of less than 900 and which may also contain one, or more than one, hetero atom, including the salts of the phytophysiologically tolerable 7-carboxylic acid or 7-thiocarboxylic acid with primary, secondary or tertiary amines or with inorganic bases.
    Type: Grant
    Filed: August 18, 1988
    Date of Patent: June 5, 1990
    Assignee: Ciba-Geigy Corporation
    Inventors: Rolf Schurter, Walter Kunz, Robert Nyfeler
  • Patent number: 4925872
    Abstract: The present invention relates to a novel biphenyl derivative having a liver ailment-moderating action and effective as a remedy for acute hepatitis and chronic hepatitis, a process for the preparation of this biphenyl derivative and a liver ailment-moderating agent comprising this diphenyl derivative as an effective ingredient. This diphenyl derivative is represented by the following formula: ##STR1## wherein R.sub.0 and R.sub.1 independently stand for a lower alkyl group or R.sub.0 and R.sub.1 together represent a group O.dbd.C<, R.sub.2 stands for an alkyl group having 1 to 3 carbon atoms, and R.sub.3 and R.sub.4 independently stand for a hydrogen atom or a lower alkyl group.
    Type: Grant
    Filed: April 24, 1989
    Date of Patent: May 15, 1990
    Assignee: Tsumura & Co.
    Inventors: Masayuki Kimura, Kunio Hosaka, Shigehumi Takeda, Hiroshi Mitsuhashi
  • Patent number: 4920106
    Abstract: This invention relates to acetylenic cyclic carbonates that are useful in the treatment of fungal diseases and hypercholesterolemic conditions.
    Type: Grant
    Filed: August 1, 1989
    Date of Patent: April 24, 1990
    Assignee: Merck & Co., Inc.
    Inventors: Michael N. Chang, Yuan-Ching P. Chiang, James V. Heck, Michael D. Lewis, Shu S. Yang
  • Patent number: 4898853
    Abstract: This invention relates to acetylenic esters that are useful in the treatment of fungal diseases and hypercholesterolemic conditions.
    Type: Grant
    Filed: August 1, 1989
    Date of Patent: February 6, 1990
    Assignee: Merck & Co. Inc.
    Inventors: James V. Heck, Michael D. Lewis
  • Patent number: 4897496
    Abstract: A method of regioselectively and stereoselectively synthesizing forskolin (8,13-epoxy-1.alpha.,6.beta.,7.beta.,9.alpha.-tetrahydroxylabd-14-en-11-on e) from 9-deoxyforskolin (8,13-epoxy-1.alpha.,6.beta.,7.beta.-trihydroxylabd-14-en-11-one) with a good yield is described. In a preferred embodiment, it comprises an enol ether formation from 8,13-epoxy-1.alpha.,6.beta.,7.beta.-trihydroxylabd-14-en-11-one-6,7-carbon ate, oxidation of the enol ether with a suitable peroxy acid to obtain 11,12-dehydro-8,13-epoxy-11-methoxy-1.alpha.,6.beta.,7.beta.,9.alpha.-tetr ahydrolabd-14-ene-6,7-carbonate and hydrolysis of the latter under an acidic condition to obtain 8,13-epoxy-1.alpha.,6.beta.,7.beta.,9.alpha.-tetrahydroxylabd-11-one-6,7-c arbonate. As an alternative way of protecting the two hydroxy groups at carbon-6 and carbon-7, they may also be converted to dimethyl acetal during the synthetic sequence. Four compounds produced in the synthetic scheme as intermediates, namely, 9,11-dehydro-8,13-epoxy-11-methoxy-1.alpha.
    Type: Grant
    Filed: January 25, 1989
    Date of Patent: January 30, 1990
    Assignee: Hoechst Roussel Pharmaceuticals, Inc.
    Inventor: Nicholas J. Hrib
  • Patent number: 4892954
    Abstract: Process for the preparation of 2-oxo-1,3-dioxolanes by reaction of epoxides with carbon dioxide in the presence of a catalyst, wherein at least one epoxy compound is mixed with at least one catalyst in the presence or absence of an inert solvent and is reacted at temperatures from 40.degree. to 180.degree. C. while introducing carbon dioxide at normal pressure or slightly increased pressure to form the corresponding organic carbonates. The 2-oxo-1,3-dioxolanes obtained are used to prepare synthetic resins containing urethane groups in the form of coatings and molded bodies.
    Type: Grant
    Filed: October 21, 1987
    Date of Patent: January 9, 1990
    Assignee: Hoechst AG
    Inventors: Gerhard Brindopke, Manfred Marten
  • Patent number: 4880942
    Abstract: Cyclic carbonates are prepared by reacting a 1,3-diol or 1,2-diol with a dialkylcarbonate in the presence of a basic catalyst. They are obtained in higher yields with higher purity by subjecting the reaction mixture to heat aging under vacuum in the presence of the basic catalyst, and recovering the cyclic carbonate from the mixture.
    Type: Grant
    Filed: July 21, 1988
    Date of Patent: November 14, 1989
    Assignee: Mitsui Petrochemical Industries, Ltd.
    Inventors: Yoshihisa Kiso, Yuuichi Matsunaga, Masao Imagawa
  • Patent number: 4847286
    Abstract: Cromoglycic acid derivatives of the general formula ##STR1## wherein R.sup.1 is an .alpha.-, .beta.- or .gamma.-amino acid residue (for ester bonding) whose amino group may optionally be substituted by at least one lower alkyl group, and R.sup.2 and R.sup.3 each independently is a lower alkyloxy-substituted or an unsubstituted lower alkyl group, an 1-alkanoyloxyalkyl group, an 1-alkoxycarbonyloxyalkyl group, a phthalidyl group or a 5-methyl-1,3-dioxol-2-on-4-ylmethyl group; nontoxic salts thereof; and pharmaceutical compositions containing such compounds. Since the compounds have antiallergic activity and are readily absorbable into the blood stream, they are useful as oral antiallergic agents.
    Type: Grant
    Filed: March 27, 1987
    Date of Patent: July 11, 1989
    Assignee: Kyoto Pharmaceutical Industries, Ltd.
    Inventors: Satoshi Tamaki, Masaru Kitagawa, Hirokazu Tsuda, Susumu Nishizawa, Nobuhara Kakeya, Kazuhiko Kitao
  • Patent number: 4837205
    Abstract: Prodrugs of 3-hydroxy-3-methylglutarylcoenzyme A (HMG-CoA) reductase inhibitors which are useful as antihypercholesterolemic agents and are represented by the following general structural formula (I): ##STR1## are disclosed.
    Type: Grant
    Filed: September 2, 1986
    Date of Patent: June 6, 1989
    Assignee: Merck & Co., Inc.
    Inventors: Wasyl Halczenko, George Hartman, Steven M. Pitzenberger
  • Patent number: 4835289
    Abstract: A process for the preparation of 2-oxo-1,3-dioxolanes by reaction of epoxides with carbon dioxide in the presence of alkali iodides wherein at least one epoxy compound is reacted in the presence or absence of inert solvent either with a combination of A) at least one alkali iodide and B) at least one compound of the group a) polyol and b) an ether or polyether or, if the epoxy compound already has the structural features of the compounds Ba) and Bb), with the alkali iodide A) alone, at temperatures from 40.degree. to 180.degree. C. while introducing carbon dioxide at normal pressure or at slightly increased pressure, to form the corresponding organic carbonates. The 2-oxo-1,3-dioxolanes obtained are used for the preparation of synthetic resins, containing urethane groups, in the form of coatings of molded bodies.
    Type: Grant
    Filed: January 8, 1987
    Date of Patent: May 30, 1989
    Assignee: Hoechst AG
    Inventor: Gerhard Brindopke
  • Patent number: 4824969
    Abstract: A process for reacting in admixture, an olefin with oxygen, CO, and water, to form a cyclic alkylene carbonate, in the presence of a catalyst composition comprising a catalytically active osmium compound, copper containing co-catalyst I (e.g. CuBr.sub.2) and a co-catalyst II (e.g. pyridine) is disclosed.
    Type: Grant
    Filed: December 24, 1984
    Date of Patent: April 25, 1989
    Assignee: Exxon Research & Engineering Co.
    Inventors: Richard G. Austin, Robert C. Michaelson, Richard S. Myers
  • Patent number: 4822896
    Abstract: A method of regioselectively and stereoselectively synthesizing forskolin (8,13-epoxy-1.alpha.,6.beta.,7.beta.,9.alpha.-tetrahydroxy-labd-14-en-11-o ne) from 9-deoxyforskolin (8,13-epoxy-1.alpha.,6.beta.,7.beta.-trihydroxylabd-14-en-11-one) with a good yield is described. In a preferred embodiment, it comprises an enol ether formation from 8,13-epoxy-1.alpha.,6.beta.,7.beta.-trihydroxylabd-14-en-11-one-6,7-carbon ate, oxidation of the enol ether with a suitable peroxy acid to obtain 11,12-dehydro-8,13-epoxy-11-methoxy-1.alpha.,6.beta.,7.beta.,9.alpha.-tetr ahydrolabd-14-ene-6,7-carbonate and hydrolysis of the latter under an acidic condition to obtain 8,13-epoxy-1.alpha.,6.beta.,7.beta.,9.alpha.-tetrahydroxylabd-14-en-11-one -6,7-carbonate. As an alternative way of protecting the two hydroxy groups at carbon-6 and carbon-7, they may also be converted to dimethyl acetal during the synthetic sequence. Four compounds produced in the synthetic scheme as intermediates, namely, 9,11-dehydro-8,13-epoxy-11-methoxy-1.
    Type: Grant
    Filed: January 25, 1988
    Date of Patent: April 18, 1989
    Assignee: Hoechst Roussel Pharmaceuticals, Inc.
    Inventor: Nicholas J. Hrib
  • Patent number: 4820826
    Abstract: A method of regioselectively and stereoselectively synthesizing forskolin (8,13-epoxy-1.alpha., 6.beta., 7.beta., 9.alpha.-tetrahydroxylabd-14-en-11-one) from 9-deoxyforskolin (8,13-epoxy-1.alpha., 6.beta., 7.beta.-trihydroxylabd-14-en-11-one) with a good yield is described. In a preferred embodiment, it comprises an enol ether formation from 8,13-epoxy-1.alpha., 6.beta., 7.beta.-trihydroxylabd-14-en-11-one-6,7-carbonate, oxidation of the enol ether with a suitable peroxy acid to obtain 11, 12-dehydro-8,13-epoxy-11-methoxy-1.alpha.,6.beta., 7.beta., 9.alpha.-tetrahydrolabd-14-ene-6,7-carbonate and hydrolysis of the latter under an acidic condition to obtain 8,13-epoxy-1.alpha., 6.beta., 7.beta., 9.alpha.-tetrahydroxylabd-14-en-11-one-6,7-carbonate. As an alternative way of protecting the two hydroxy groups at carbon-6 and carbon-7, they may also be converted to dimethyl acetal during the synthetic sequence.
    Type: Grant
    Filed: January 25, 1988
    Date of Patent: April 11, 1989
    Assignee: Hoechst-Roussel Pharmaceuticals, Inc.
    Inventor: Nicholas J. Hrib
  • Patent number: 4806565
    Abstract: The invention relates to a novel tri-yne carbonate of formula I. Such compound can be produced by isolating it from the fermentation broth of ATCC-53614, ATCC-53615 OR ATCC-53616. The tri-yne carbonate has antifungal activity.
    Type: Grant
    Filed: May 26, 1987
    Date of Patent: February 21, 1989
    Assignee: Merck & Co., Inc.
    Inventors: Otto D. Hensens, August J. Kempf, Robert E. Schwartz, Ruth S. Sykes, Carol F. Wichmann, Kenneth E. Wilson, Sheldon B. Zimmerman, Deborah L. Zink
  • Patent number: 4792613
    Abstract: Novel polyfluorinated cyclic carbonates of the formula ##STR1## in which R.sub.F is an unbranched or branched perfluoroalkyl radical having 1 to 18 carbon atoms, an unbranched or branched .omega.-hydro- or .omega.-haloperfluoroalkyl radical having 1 to 18 carbon atoms, or a cycloperfluoroalkyl radical having 4 to 6 carbon atoms, are described. They are prepared by reacting a polyfluorinated halohydrin of the formula R.sub.F --CH.sub.2 --CH(Hal)--CH.sub.2 OH, in which R.sub.f has the meaning mentioned and Hal represents a halogen, with carbonate or hydrogen carbonate compounds in the presence of an aprotic solvent. The novel compounds, which are generally solid and crystalline at room temperature, represent, in particular, good waterproofing and oil-proofing agents for textiles.
    Type: Grant
    Filed: July 2, 1987
    Date of Patent: December 20, 1988
    Assignee: Hoechst Aktiengesellschaft
    Inventor: Klaus Raab
  • Patent number: 4777267
    Abstract: A 1,3-dioxol-2-one derivative represented by the following formula (I) ##STR1## wherein R.sup.1 represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, R.sup.2, R.sup.3, R.sup.4, R.sup.5 and R.sup.6 represent independently a hydrogen atom, a halogen atom, an alkyl group having 1 to 4 carbon atoms, an alkoxy group having 1 to 4 carbon atoms, a nitro group, a carboxyl group, salts of the carboxyl group, a sulfo group and salts of the sulfo group, and a process for producing the 1,3-dioxol-2-one derivative. The compound is useful for measuring the activity of arylesterase.
    Type: Grant
    Filed: December 5, 1986
    Date of Patent: October 11, 1988
    Assignee: Kanebo Ltd.
    Inventors: Hiroshi Tanaka, Mikiya Kitamura, Fumio Sakamoto, Masahiro Taguchi, Mikio Sotomura
  • Patent number: 4758615
    Abstract: Polymers which contain urethane groups and are capable of being crosslinked by extraneous crosslinking agents, solutions thereof and aqueous dispersions thereof, prepared without the use of isocyanates by reacting polyamino compounds with polycarbonates and, if appropriate, reacting the reaction product further with polycarboxylic acids to give products having an acid number between 0 and 100, and, if appropriate, neutralizing the resulting products partly or completely by adding basic compounds, preferably organic bases, and, if appropriate, mixing the partly or completely neutralized products vigorously with an amount of water such that aqueous polymer dispersions having a solids content of up to 75% by weight, relative to the dispersion, are obtained.
    Type: Grant
    Filed: May 22, 1987
    Date of Patent: July 19, 1988
    Assignee: Hoechst AG
    Inventors: Dieter Engel, Christoph Just, Gerhard Brindopke, Gerd Walz
  • Patent number: 4755312
    Abstract: Disclosed are additives which are useful as dispersants in marine crankcase oils and hydraulic oils, lubricating oils. In particular, disclosed are nitrogen-containing lubricating oil dispersants having at least one primary or secondary amino group which have been modified by treatment with a cyclic carbonate.
    Type: Grant
    Filed: September 19, 1986
    Date of Patent: July 5, 1988
    Assignee: Chevron Research Company
    Inventor: Robert H. Wollenberg
  • Patent number: 4747965
    Abstract: Disclosed are additives which are useful as dispersants in lubricating oils, gasolines, marine crankcase oils and hydraulic oils. In particular, disclosed are multiply adducted alkenyl or alkyl succinimides which contain carbamate functionalities.
    Type: Grant
    Filed: August 15, 1986
    Date of Patent: May 31, 1988
    Assignee: Chevron Research Company
    Inventors: Robert H. Wollenberg, Frank Plavac
  • Patent number: 4740522
    Abstract: Novel oxolabdanes, intermediates and processes for the preparation thereof, and methods for reducing intraocular pressure utilizing compounds or compositions thereof are disclosed.
    Type: Grant
    Filed: August 28, 1986
    Date of Patent: April 26, 1988
    Assignee: Hoechst-Roussel Pharmaceuticals Inc.
    Inventor: Nicholas J. Hrib