The Ring Oxygens Are In The 1,4-positions Of The Hetero Ring (e.g., 1,4 Dioxane, Etc.) Patents (Class 549/377)
  • Patent number: 9024044
    Abstract: Compounds represented by the following formula (I), are useful as hyperglycemic inhibitors having a serine protease inhibitory action and as prophylactic or therapeutic drugs for diabetes.
    Type: Grant
    Filed: June 14, 2012
    Date of Patent: May 5, 2015
    Assignee: Ajinomoto Co., Inc.
    Inventors: Takahiro Koshiba, Munetaka Tokumasu, Taisuke Ichimaru, Koji Ohsumi, Tadakiyo Nakagawa, Tatsuhiro Yamada, Kayo Matsumoto, Tamotsu Suzuki
  • Publication number: 20140330029
    Abstract: A process for making a cyclic compounds such as cyclic acetal or cyclic ketones by feeding aldehyde or ketone compounds and polyhydroxyl compounds to a reaction zone at a molar ratio of polyhydroxyl compounds to aldehyde or ketone compounds of at least 3:1, reacting these compounds in the presence of a solid acid such as an acidic ion exchange resin, to generate a liquid reaction mixture without separating water from the reaction mixture as it is being formed in the reaction mixture, withdrawing the liquid reaction mixture from the reaction zone as a liquid product stream, and feeding the liquid reaction product stream to a distillation column to separate cyclic acetal compounds from unreacted polyhydroxyl compounds, and optionally recycling back the unreacted polyhydroxyl compounds to the reaction zone. The process produces cyclic acetal compounds in yields of at least 90% with long catalyst life. The process is also suitable to make cyclic ketals from ketone compounds.
    Type: Application
    Filed: July 22, 2014
    Publication date: November 6, 2014
    Applicant: EASTMAN CHEMICAL COMPANY
    Inventors: Daniel Latham Terrill, Brian David McMurray, Damon Ray Billodeaux, James Lon Little, Adam Scott Howard
  • Patent number: 8691867
    Abstract: The present invention is a method for the treatment of alcohol abuse and/or addiction comprising administering to a subject in need thereof a therapeutically effective amount of one or more novel benzo-fused heterocycle sulfamide derivatives of formula (I) and/or formula (II) as herein defined.
    Type: Grant
    Filed: December 18, 2006
    Date of Patent: April 8, 2014
    Assignee: Janssen Pharmaceutica NV
    Inventors: Virginia L. Smith-Swintosky, Allen B. Reitz
  • Patent number: 8269025
    Abstract: The present disclosure provides methods for purifying p-dioxanone. In embodiments, crude p-dioxanone may be contacted with at least one isocyanate-functionalized scavenger. The at least one isocyanate-functionalized scavenger may react with hydroxyl compounds present with the crude p-dioxanone to form reaction products, in embodiments polyurethanes and/or polyureas, which may then be removed. The p-dioxanone thus obtained is of greater purity than the starting crude p-dioxanone.
    Type: Grant
    Filed: June 9, 2009
    Date of Patent: September 18, 2012
    Assignee: Tyco Healthcare Group LP
    Inventors: Nadya Belcheva, Trang Huynh, Darlene Nebinger, Ronald Rutka
  • Patent number: 8222435
    Abstract: The present invention relates to novel acylmethylene-1,3-dioxolanes and acylmethylene-1,4-dioxanes of the general formula (I) in which R1, R2, R3 and n have the meanings given in the description, and also a novel process for their preparation. Acylmethylene-1,3-dioxolanes and acylmethylene-1,4-dioxanes are important intermediates for the preparation of pyrazoles and anthranilamides, which can be used as insecticides.
    Type: Grant
    Filed: December 15, 2010
    Date of Patent: July 17, 2012
    Assignee: Bayer CropScience AG
    Inventors: Sergii Pazenok, Norbert Lui, Igor Gerus, Olga Balabon
  • Publication number: 20100004471
    Abstract: The present disclosure provides methods for purifying p-dioxanone. In embodiments, crude p-dioxanone may be contacted with at least one isocyanate-functionalized scavenger. The at least one isocyanate-functionalized scavenger may react with hydroxyl compounds present with the crude p-dioxanone to form reaction products, in embodiments polyurethanes and/or polyureas, which may then be removed. The p-dioxanone thus obtained is of greater purity than the starting crude p-dioxanone.
    Type: Application
    Filed: June 9, 2009
    Publication date: January 7, 2010
    Inventors: Nadya Belcheva, Trang Huynh, Darlene Nebinger, Ronald Rutka
  • Publication number: 20090131689
    Abstract: The invention relates to tricyclic aromatics of the general formula I in which A1, A2, A3, A4, Q1-Q2, R1, R2, X1, X2, X3, Z1, Z2, Z3, Z4, q, r, s, t and u have the meaning indicated, and to the use thereof as components of liquid-crystalline media and to an electro-optical display element containing same.
    Type: Application
    Filed: December 29, 2006
    Publication date: May 21, 2009
    Inventors: Rudolf Eidenschink, Holger Kretzschmann
  • Publication number: 20090105474
    Abstract: The anthranilic acid derivative or the salt thereof represented by the general formula wherein R1 and R2 are hydrogen atom, or the like; R3 is a phenyl, cycloalkyl or bicyclic heterocyclic group which may be substituted, or the like; R4 is a phenyl, cycloalkyl or pyridyl group which may be substituted, or the like; X1 is an alkylene or alkenylene group which may be substituted or a bond; X2 is the general formula -X3-X4- or -X4-X3-, wherein X3 is a sulfur atom, an imino group or a bond, or the like; X4 means an alkylene or alkenylene group which may be substituted or a bond; is useful for a remedy such as rheumatoid arthritis, osteoarthritis and carcinoma, because it shows MMP-13 production inhibitory effect.
    Type: Application
    Filed: March 14, 2006
    Publication date: April 23, 2009
    Applicant: Toyama Chemical Co., Ltd.
    Inventors: Junichi Yokotani, Yoichi Taniguchi, Eiji Hara, Hitoshi Akitsu, Hidehiko Tanaka, Shuzo Anzai
  • Patent number: 7442793
    Abstract: Novel PDF inhibitors and novel methods for their use are provided.
    Type: Grant
    Filed: December 11, 2003
    Date of Patent: October 28, 2008
    Assignee: SmithKline Beecham Corporation
    Inventors: Jinhwa Lee, Siegfried B. Christensen, IV
  • Patent number: 7196108
    Abstract: The invention relates to certain bicyclic heterocycles havng the structure shown below which are useful in the treatment of diseases related to lipid and carbohydrate metabolism, such as type 2 diabetes, and atherosclerosis.
    Type: Grant
    Filed: March 6, 2003
    Date of Patent: March 27, 2007
    Assignees: Incyte San Diego Inc., Ortho McNeil Pharmaceutical Inc.
    Inventors: Magnus Pfahl, Catherine Tachdjian, Hussien A. Al-Shamma, Andrea Fanjul Giachino, Karine Jakubowicz-Jaillardon, Jianhua Guo, Richard M. Fine, Lyle W. Spruce, James W. Zapf
  • Patent number: 7129355
    Abstract: A novel method for the preparation of a compound of formula (I) from an N—protected-D-mannosamine. A compound of formula (I) is a useful intermediate for the preparation of kiftnensine, a potent and selective mannosidase inhibitor. The method includes protecting the hydroxyl group at the C-6 position of an N—protected-D-mannosamine, to give a 6—O—protected—N—protected-D-mannosamine; reducing the C-1 anomeric carbon atom of the 6—O—protected—N—protected-D-mannosamine to give a 6—O—protected—N—protected-D-mannitol; protecting the four hydroxyl groups of the 6—O—protected—N—protected-D-mannitol; and removing the nitrogen atom protecting group and optionally removing the C-6 oxygen atom protecting group to give the compound of formula (I): where R1 and R2 are each independently protecting groups which, together with the oxygen atoms to which they are attached, form a 5-, 6-, 7- or 8-membered ring; and R3 is hydrogen or a protecting group.
    Type: Grant
    Filed: July 8, 2003
    Date of Patent: October 31, 2006
    Assignee: Industrial Research Limited
    Inventors: Paul Andrew Benjes, Ashley Nicholas Jarvis, Gary Brian Evans, Gavin Frank Painter, John Adrian Dickison, Anthony Mitchell, Keith Clinch
  • Patent number: 6864254
    Abstract: An inhibitor for 20-hydroxyeicosatetraenoic acid production which comprises as the active ingredient a specific hydroxyformamidine derivative or a pharmacologically acceptable salt thereof. It is useful especially as a remedy for kidney diseases, cerebrovascular diseases, or circulatory diseases. The novel hydroxyformamidine derivative or pharmacologically acceptable salt thereof is also provided.
    Type: Grant
    Filed: November 1, 2000
    Date of Patent: March 8, 2005
    Assignee: Taisho Pharmaceutical Co., Ltd.
    Inventors: Masakazu Sato, Noriyuki Miyata, Takaaki Ishii, Yuko Kobayashi, Hideaki Amada
  • Patent number: 6673934
    Abstract: Primary intermediates for hair coloring compositions for oxidative dyeing of hair are compounds of the formula (1): wherein R is hydrogen, hydroxy, nitro, amino, halogen, C1 to C5 alkyl or haloalkyl, C1 to C5 alkoxy or cyclic alkoxy, C1 to C5 hydroxyalkyl and C1 to C5 hydroxyalkoxy; Ar is an aromatic group, preferably an aromatic group selected from a furanyl, thienyl, pyridinyl, phenyl, 2,3-dihydro-benzo[1,4]dioxin-5 or -6-yl or benzo[1,3]dioxol-4 or -5-yl group; and y=1 to 3.
    Type: Grant
    Filed: January 18, 2002
    Date of Patent: January 6, 2004
    Assignee: The Procter & Gamble Company
    Inventors: Mu-Ill Lim, Yuh-Guo Pan
  • Patent number: 6559144
    Abstract: Compounds of the formula I in which X, Y, Z, R1, R2, R3, R4, R5, R7, R8, R11, m and n have the meanings stated in claim 1, and their physiologically acceptable salts can be used as integrin inhibitors, in particular for the prophylaxis and treatment of circulatory disorders, for thrombosis, myocardial infarct, coronary heart disease, arteriosclerosis, osteoporosis, for pathological processes maintained or propagated by angiogenesis, and in tumour therapy.
    Type: Grant
    Filed: April 26, 2001
    Date of Patent: May 6, 2003
    Assignee: Merck Patent Gesellschaft Mit
    Inventors: Beate Diefenbach, Simon L. Goodman, Joachim März, Peter Raddatz, Friedrich Rippmann, Matthias Wiesner
  • Patent number: 6540793
    Abstract: Couplers for hair coloring compositions for oxidative dyeing of hair are compounds of the formula (1): wherein R is selected from the group consisting of C1 to C2 alkyl and hydroxyethyl; R1 is selected from the group consisting of a hydrogen, hydroxy, nitro, halogen, C1 to C5 alkyl or haloalkyl, C1 to C5 alkoxy or cycloalkoxy, C1 to C5 hydroxyalkyl and C1 to C5 hydroxyalkoxy; Ar is an aromatic group, preferably an aromatic group selected from the group consisting of a furyl, thienyl, pyridyl, phenyl, 2,3-dihydro-benzo[1,4]dioxin-5 or -6-yl or benzo[1,3]dioxol-4 or -5-yl group; and y=1 to 3.
    Type: Grant
    Filed: December 7, 2000
    Date of Patent: April 1, 2003
    Assignee: Clairol Incorporated
    Inventors: Mu-lll Lim, Linas R. Stasaitis, Yuh-Guo Pan
  • Patent number: 6329027
    Abstract: Provided are liquid crystalline compounds having excellent physical properties and being excellent in miscibility with other liquid crystal materials; liquid crystal compositions comprising the crystalline compound; and liquid crystal display device fabricated by using the liquid crystal composition; the liquid crystalline compounds being specific chlorobenzene derivatives expressed by the general formula (1) Ra—A1—Z1—A2&Parenopenst;Z2—A3&Parenclosest;m&Parenopenst;Z3—A4&Parenclosest;nRb  (1) wherein Ra, Rb, A1 to A4, Z1 to Z3, m, and n are herein defined.
    Type: Grant
    Filed: May 28, 1999
    Date of Patent: December 11, 2001
    Assignee: Chisso Corporation
    Inventors: Tomoyuki Kondo, Shuichi Matsui, Kazutoshi Miyazawa, Hiroyuki Takeuchi, Fusayuki Takeshita, Etsuo Nakagawa
  • Patent number: 6274613
    Abstract: The invention relates to novel cyclic imines of the formula (I) in which Ar1 and Ar2 each represent substituted phenyl and n represents 1, to a process for their preparation and to their use as pesticides.
    Type: Grant
    Filed: May 11, 1999
    Date of Patent: August 14, 2001
    Assignee: Bayer Aktiengesellschaft
    Inventors: Andrew Plant, Gerd Kleefeld, Thorsten Pötter, Christoph Erdelen, Norbert Mencke, Andreas Turberg, Ulrike Wachendorff-Neumann
  • Patent number: 6063939
    Abstract: Unsaturated cyclic ethers of the formula I ##STR1## whereZ is --(CHR.sup.4).sub.q -- or --(CHR.sup.4).sub.q --O--,q is 0, 1, 2 or 3 andR.sup.1,R.sup.2,R.sup.3,R.sup.4 are hydrogen or C.sub.1 -C.sub.4 -alkylare prepared by reacting diols of the formula II ##STR2## where Z, R.sup.1, R.sup.2 and R.sup.3 are as defined above, in the liquid phase at from 150 to 300.degree. C. in the presence of a cobalt-containing supported catalyst which has not been activated by reduction before use and comprises cobalt and a noble metal selected from the group consisting of platinum, palladium, rhodium, iridium, ruthenium, osmium, rhenium or a mixture thereof applied by sol impregnation on an inert support, wherein the supported catalyst is doped with sulfur. Sulfur-doped supported catalysts comprising cobalt and noble metals are also provided.
    Type: Grant
    Filed: January 7, 1999
    Date of Patent: May 16, 2000
    Inventors: Carsten Groning, Michael Hesse, Daniel Heineke, Heinz-Josef Kneuper, Gerhard Fritz
  • Patent number: 6040339
    Abstract: Compounds of formula (I): ##STR1## wherein: R.sup.1 is alkyl; R.sup.2a, R.sup.2b, R.sup.2c and R.sup.2d are the same or different and each is hydrogen, optionally substituted alkyl or various other organic groups; R.sup.3 is alkyl; R.sup.4 is a group of formula (II), (III), (IV), (V), (VI), (VII), (VIII) or (IX): ##STR2## wherein: A.sup.1 is a single bond, alkylene or alkenylene; A.sup.2 is or alkenylene; A.sup.3 is a single bond, alkyleneor alkenylene; R.sup.5a and R.sup.5b are the same or different and each is hydrogen, alkyl or various other groups; R.sup.6 is alkyl or phenyl; R.sup.7 is hydrogen or alkyl; R.sup.8 is alkyl or various other groups; and n is 0 and pharmaceutically acceptable salts thereof have valuable inhibitory activity against acyl-CoA: cholesterol acyl transferase.
    Type: Grant
    Filed: May 28, 1998
    Date of Patent: March 21, 2000
    Assignee: Sankyo Company, Limited
    Inventors: Akira Yoshida, Kozo Oda, Takashi Kasai, Kousei Shimada, Hiroshi Kogen, Ichiro Hayakawa, Sadao Ishihara, Teiichiro Koga, Eiichi Kitazawa, Taro Tokui
  • Patent number: 6037482
    Abstract: A process for the catalytic addition of nucleophilic agents to alkynes or allenes to form alkenes substituted by the nucleophile which may further react with the nucleophile and/or isomerize comprises using a catalyst comprising a wholly or partly ionized complex of univalent gold.
    Type: Grant
    Filed: June 15, 1998
    Date of Patent: March 14, 2000
    Assignee: BASF Aktiengesellschaft
    Inventors: Michael Schulz, Joaquim Henrique Teles
  • Patent number: 6022895
    Abstract: Substituted amino compounds of general formula (I) ##STR1## are described, as are a method of preparing them and their use as drugs, especially as analgesics.
    Type: Grant
    Filed: March 11, 1998
    Date of Patent: February 8, 2000
    Assignee: Gruenenthal GmbH
    Inventors: Oswald Zimmer, Wolfgang Werner Alfred Strassburger, Helmut Heinrich Buschmann, Werner Englberger, Elmar Josef Friderichs
  • Patent number: 5880147
    Abstract: Compounds of formula (I): ##STR1## wherein: R.sup.1 is alkyl; R.sup.2a, R.sup.2b, R.sup.2c and R.sup.2d are the same or different and each is hydrogen, optionally substituted alkyl, --(C.dbd.O)--B.sup.1 (wherein B.sup.1 is hydrogen or alkyl), nitro, --NR.sup.c R.sup.d (wherein R.sup.c is hydrogen or alkyl and Rd is alkyl), hydroxy, protected hydroxy group, alkoxy, cyano, alkylthio, alkylsulfinyl, alkylsulfonyl or halogen;R.sup.3 is alkyl; R.sup.4 is a group of the formula (II) ##STR2## wherein A.sup.1 is a single bond, alkylene or alkenylene; R.sup.5a and R.sup.5b are the same or different and each is hydrogen, alkyl or --A.sup.4 R.sup.5.sub.c wherein A is a single bond, alkylene or alkenylene and R.sup.5.sub.c is alkoxy; and n is 0, and pharmaceutically acceptable salts thereof. Such compounds have valuable inhibitory activity against acyl-CoA (cholesterol acyl transferase).
    Type: Grant
    Filed: September 18, 1996
    Date of Patent: March 9, 1999
    Assignee: Sankyo Company, Limited
    Inventors: Akira Yoshida, Kozo Oda, Takashi Kasai, Kousei Shimada, Hiroshi Kogen, Ichiro Hayakawa, Sadao Ishihara, Teiichiro Koga, Eiichi Kitazawa, Taro Tokui
  • Patent number: 5718845
    Abstract: Nonlinear optical compounds which contain a heteroaromatic ring and may further comprise a tricyanovinyl group attached to the heteroaromatic ring.
    Type: Grant
    Filed: January 18, 1995
    Date of Patent: February 17, 1998
    Assignee: Enichem S.p.A.
    Inventors: Kevin J. Drost, Pushkara Rao Varanasi, Kwan-Yue Alex Jen, Michael Anthony Drzewinski
  • Patent number: 5709820
    Abstract: Liquid crystalline alkenyl cyclohexane compounds of formula (I) having a nematic phase over a broad temperature range, a higher elastic constant ratio K.sub.33 /K.sub.11 and a lower viscosity, liquid crystal compositions comprising the above compounds and liquid crystal display elements using the liquid crystal compositions. ##STR1## wherein R.sub.1 is an alkyl group of 1-15 carbons, an alkenyl group of 2-15 carbons or an alkyl or alkenyl group in which at least one of non-adjacent methylene groups (--CH.sub.2 --) is replaced by --O--, --S--, --C.tbd.C-- or --COO--; R.sub.2 is a hydrogen atom or an alkyl group of 1-10 carbons; m is 0-5; when m is 2 or more, any one methylene group in --(CH.sub.2).sub.m -- may be replaced by --O--; and the rings A.sub.1, A.sub.2 and A.sub.3 are independently a 1,4-cyclohexylene, a cyclohexene-1,4-diyl or a 6-membered ring group, one or two --CH.sub.2 -- groups in said rings optionally replaced by --O-- or --S--.
    Type: Grant
    Filed: May 31, 1996
    Date of Patent: January 20, 1998
    Assignee: Chisso Corporation
    Inventors: Takashi Kato, Shuichi Matsui, Kazutoshi Miyazawa, Yasuko Sekiguchi, Etsuo Nakagawa
  • Patent number: 5698715
    Abstract: A process for the preparation of unsaturated cyclic ethers of the general formula I ##STR1## in which Z denotes --(CHR.sup.4).sub.q or --(CHR.sup.4).sub.q --O--q is 0, 1, 2 or 3 andR.sup.1, R.sup.2, R.sup.3, and R.sup.4 denote hydrogen or C.sub.1 -C.sub.4 alkyl from diols of the general formula II ##STR2## in which, R.sup.1, R.sup.2, and R.sup.3 have the aforementioned meanings, in the presence of a cobalt-containing supported catalyst, wherein the cobalt-containing supported catalyst used contains cobalt and a noble metal--selected from the group consisting of platinum, palladium, rhodium, iridium, ruthenium, osmium, rhenium, or mixtures thereof--in an atomic ratio of from 0.5:1 to 70000:1 on an inert support and optionally basic alkali metal and alkaline earth metal salts, scandium, vanadium, chromium, manganese, iron, nickel, copper, zinc, germanium, tin, lead, antimony, bismuth, or mixtures thereof and the reaction is carried out in the liquid phase at temperatures ranging from 150.degree. to 300.degree.
    Type: Grant
    Filed: August 12, 1996
    Date of Patent: December 16, 1997
    Assignee: BASF Aktiengesellschaft
    Inventors: Jurgen Schroeder, Thomas Fetzer, Christopher William Rieker, Klaus Ebel
  • Patent number: 5688972
    Abstract: A process for the preparation of acetals by reacting one or more ethylenically unsaturated compounds with carbon monoxide, hydrogen and a liquid or dissolved organic nucleophilic compound containing at least two vicinal hydroxy groups in the presence of a catalyst system comprising:a) a source of plantinum;b) a source of anions; andc) a bidentate ligand of the formulaR.sup.1 R.sup.2 M.sup.1 RM.sup.2 R.sup.3 R.sup.4 (I)wherein M.sup.1 and M.sup.2 independently represent a phosphorus, arsenic or antimony atom, R represents a bivalent organic bridging group containing from 1 to 4 atoms in the bridge, R.sup.1 and R.sup.2 together represent a bivalent substituted or non-substituted cyclic group whereby the two free valencies are linked to M.sup.1 and R.sup.3 and R.sup.4 independently represent a substituted or non-substituted hydrocarbyl group, or together represent a bivalent substituted or non-substituted cyclic group whereby the two free valencies are linked to M.sup.2.
    Type: Grant
    Filed: September 29, 1995
    Date of Patent: November 18, 1997
    Assignee: Shell Oil Company
    Inventors: Eit Drent, Dennis Humphrey Louis Pello
  • Patent number: 5565436
    Abstract: A production stimulator of nerve growth factor contains a new cyathane derivative of the form ##STR1## where R is either CHO or CH.sub.2 OH.
    Type: Grant
    Filed: October 11, 1994
    Date of Patent: October 15, 1996
    Assignee: Kagome Kabushiki Kaisha
    Inventors: Hirokazu Kawagishi, Fumihiro Ojima, Kenji Okamoto, Hideki Sakamoto, Yukio Ishiguro
  • Patent number: 5562808
    Abstract: A method and apparatus are disclosed for decontaminating a liquid surfactant of a dioxane having a vapor pressure which is higher than the surfactant. A contaminated liquid surfactant is directed through an inclined conduit. A gas is directed into the inclined conduit, whereby the gas contacts the surfactant and transports the dioxane contaminant, which has volatilized in the inclined conduit, out of the inclined conduit, thereby decontaminating the surfactant. The liquid surfactant is discharged from the inclined conduit.
    Type: Grant
    Filed: September 21, 1993
    Date of Patent: October 8, 1996
    Assignee: Pharm-Eco Laboratories, Inc.
    Inventors: Yesh P. Sachdeva, Richard L. Gabriel
  • Patent number: 5405988
    Abstract: The invention relates to 9-substituted bicyclo[3.3.0]octane derivatives of formula I, ##STR1## and their salts with physiologically compatible bases, as well as the .alpha.-, .beta.- or .gamma.-cyclodextrin clathrates, as well as the compounds of formula I encapsulated with liposomes, process for their production and their pharmaceutical use.
    Type: Grant
    Filed: June 11, 1993
    Date of Patent: April 11, 1995
    Assignee: Schering Aktiengesellschaft
    Inventors: Ulrich Klar, Helmut Vorbruggen, Hartmut Rehwinkel, Karl Thierauch, Peter Verhallen
  • Patent number: 5391544
    Abstract: New cyathane derivatives shown by Formula (1) or (2) given below have the effect of stimulating production of nerve growth factors and antimicrobial effects: ##STR1## where R is either CHO or CH.sub.2 OH.
    Type: Grant
    Filed: February 10, 1994
    Date of Patent: February 21, 1995
    Assignee: Kagome Kabushiki Kaisha
    Inventors: Hirokazu Kawagishi, Fumihiro Ojima, Kenji Okamoto, Hideki Sakamoto, Yukio Ishiguro
  • Patent number: 5278301
    Abstract: Axial anomeric sulfoxides generated via thiophenol Ferrier rearrangement of glucal and galactal derivatives are used to synthesize glycals of the gulal and allal series. An application of the method led to the synthesis of the esperamicin thiosugar.
    Type: Grant
    Filed: April 13, 1992
    Date of Patent: January 11, 1994
    Assignee: Yale University
    Inventors: Randall L. Halcomb, Samuel J. Danishefsky, Mark D. Wittman
  • Patent number: 5258406
    Abstract: This invention provides certain sulfonimidamide compounds, formulations and method of use of these compounds in treating susceptible neoplasms.
    Type: Grant
    Filed: December 16, 1992
    Date of Patent: November 2, 1993
    Assignee: Eli Lilly and Company
    Inventors: John E. Toth, James E. Ray
  • Patent number: 5104982
    Abstract: Axial anomeric sulfoxides generated via thiophenol Ferrier rearrangement of glucal and galactal derivatives are used to synthesize glycals of the gulal and allal series. An application of the method led to the synthesis of the esperamicin thiosugar.
    Type: Grant
    Filed: March 23, 1990
    Date of Patent: April 14, 1992
    Assignee: Yale University
    Inventors: Randall L. Halcomb, Samuel J. Danishefsky, Mark D. Wittman
  • Patent number: 5104985
    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: May 28, 1991
    Date of Patent: April 14, 1992
    Assignee: Hoechst-Roussel Pharmaceuticals Inc.
    Inventors: Raymond W. Kosley, Jr., Robert J. Cherill
  • Patent number: 5091521
    Abstract: Compounds of the general formula I ##STR1## in which R.sup.1 represents a hydrogen atom or an alkyl group of the formula CH.sub.3 (CH.sub.2).sub.n --where n=0 to 5,R.sup.2 represents a hydrogen atom when X is a carbamoyl group, an alkyl group having 1 to 6 carbon atoms, a group, bonded in an ether-like fashion, of the formula R.sup.3 --O--CH.sub.2 --(CHR.sup.4).sub.m --CH.sub.2 -- in whichR.sup.3 is a hydrogen atom or an alkyl group having 1 to 6 carbon atoms,R.sup.4 is a hydroxyl group or an alkyloxy group having 1 to 3 carbon atoms, and m is 0 to 2, represents a group, bonded in an ether-like fashion, of the formula H--(CH.sub.2).sub.a --(O--(CH.sub.2).sub.b).sub.c -- where a=0 to 4, b=1 to 4 and c=1 to 7, orR.sup.2 represents a radical, bonded in a O-glycoside fashion of the formula ##STR2## in whichR.sup.5, R.sup.6 and R.sup.7, independently of one another, are a hydrogen atom or a hydroxyl group, andR.sup.
    Type: Grant
    Filed: August 28, 1990
    Date of Patent: February 25, 1992
    Assignee: Behringwerke Aktiengesellschaft
    Inventors: Cenek Kolar, Konrad Dehmel, Hans Peter Kraemer
  • Patent number: 5081263
    Abstract: The invention relates to the dioxane adducts of armoatic meta-or para-hydroxycarboxylic acids, which consist, per mole, of 1 mole of 1,4-dioxane and about 2 moles of hydroxycarboxylic acid. The invention further relates to a process for the preparation of these adducts, which comprises dissolving the hydroxycarboxylic acids in dioxane or a mixture of the latter with water or with an organic solvent and then allowing the adducts to crystallize.
    Type: Grant
    Filed: December 14, 1989
    Date of Patent: January 14, 1992
    Assignee: Hoechst Aktiengesellschaft
    Inventors: von Helmold Plessen, Siegbert Rittner
  • Patent number: 5077037
    Abstract: Methods and compositions for enhancing magnetic resonance imaging in at least a portion of a warm-blooded animal.
    Type: Grant
    Filed: August 3, 1990
    Date of Patent: December 31, 1991
    Assignee: Mallinckrodt Medical, Inc.
    Inventor: Rebecca A. Wallace
  • Patent number: 5070211
    Abstract: A compound having the structural formula ##STR1## where R is at least one of hydrogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, halogen, cyano, phenyl, phenoxy, benzyl or COOR.sup.1 ; and R.sup.1 is C.sub.1 -C.sub.4 alkyl is disclosed. A composition comprising a growth regulant effective amount of the compound and a carrier therefor is also set forth. In addition, a process for regulating plant growth comprising applying a plant growth regulant effective amount of the compound to the locus of the plant whose growth is to be regulated is taught.
    Type: Grant
    Filed: October 1, 1990
    Date of Patent: December 3, 1991
    Assignees: Uniroyal Chemical Company, Inc., Uniroyal Chemical Ltd./Lte.
    Inventors: Mark A. Dekeyser, Allen R. Blem
  • Patent number: 5047558
    Abstract: The invention relates to the dioxane adduct of 2-hydroxynaphthalene-6-carboxylic acid which adduct comprises 1 mol of 1,4-dioxane and about 2 mol of 2-hydroxynaphthalene-6-carboxylic acid per mol. The invention further relates to a process for the preparation of this adduct, wherein the 2-hydroxynaphthalene-6-carboyxlic acid is dissolved in dioxane or a mixture thereof with water or with an organic solvent and then allowed to crystallize.
    Type: Grant
    Filed: February 14, 1990
    Date of Patent: September 10, 1991
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Helmold von Plessen, Siegbert Rittner
  • Patent number: 5003089
    Abstract: Cyclic 6-membered to 8-membered 1,2-vinylenedioxy compounds of the general formula I ##STR1## where A is ##STR2## R.sup.1 to R.sup.7 independently of one another are each hydrogen, C.sub.1 -C.sub.8 -alkyl, C.sub.2 -C.sub.16 -alkoxyalkyl, C.sub.2 -C.sub.8 -alkenyl, C.sub.2 -C.sub.8 -alkynyl, C.sub.5 -C.sub.8 -cycloalkyl, aryl, C.sub.7 -C.sub.10 -alkylphenyl, C.sub.7 -C.sub.10 -phenalkyl, C.sub.8 -C.sub.10 -phenalkenyl or a heterocyclic structure, or R.sup.2 and R.sup.3, R.sup.2 and R.sup.4, R.sup.3 and R.sup.4, R.sup.2 and R.sup.6, R.sup.3 and R.sup.6, R.sup.4 and R.sup.5 or R.sup.6 and R.sup.7 together form a cycloaliphatic or heterocyclic ring, and R.sup.1 to R.sup.7 may furthermore carry substituents which are inert under the reaction conditions, and n is 0 or 1, are prepared by a process in which a cyclic 2-oxymethyl-1,3-dioxa compound or one of its derivatives of the general formula II ##STR3## where R.sup.1 to R.sup.7, A and n have the abovementioned meanings, and R.sup.8 is hydrogen or C.sub.1 -C.sub.
    Type: Grant
    Filed: July 13, 1989
    Date of Patent: March 26, 1991
    Assignee: Basf Aktiengesellschaft
    Inventors: Franz Merger, Juergen Frank, Wolfgang Hoelderich, Toni Dockner, Manfred Sauerwald
  • Patent number: 4988827
    Abstract: Ether-substituted isonitriles, Tc99m complexes thereof, and processes for myocardial tissue radioimaging using the Tc99m complexes.
    Type: Grant
    Filed: June 1, 1987
    Date of Patent: January 29, 1991
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: Paul L. Bergstein, Vinayakam Subramanyam
  • Patent number: 4980503
    Abstract: It has been surprisingly discovered in accordance with the present invention that glycol formates and their alkyl ether derivatives can be substantially selectively converted to monocarboxylic acids by bringing a glycol formate or an alkyl ether derivative thereof into contact with a bed of activated carbon in the presence of carbon monoxide and a halide promoted group VIII soluble transition metal catalyst optionally in the presence of a solvent.
    Type: Grant
    Filed: August 15, 1986
    Date of Patent: December 25, 1990
    Assignee: Texaco Inc.
    Inventors: John M. Larkin, George P. Speranza
  • Patent number: 4978430
    Abstract: An improved method for dehydration and concentration of an aqueous solution containing an organic compound is disclosed. The solution is evaporated to produce a gaseous mixture comprising an organic compound vapor and a water vapor. The water vapor is selectively removed from the gaseous mixture by permeation through an aromatic polyimide gas separation membrane while the gaseous mixture being kept in contact with a surface on one side of the gas separation membrane at a temperature of 70.degree. C. or higher to obtain a gaseous mixture comprising the organic compound vapor and a reduced amount of a water vapor.
    Type: Grant
    Filed: July 24, 1989
    Date of Patent: December 18, 1990
    Assignee: UBE Industries, Ltd.
    Inventors: Kanji Nakagawa, Yoshio Asakura, Shigeru Yamamoto, Kohei Ninomiya, Masayuki Kinouchi
  • Patent number: 4948469
    Abstract: Dioxane cannot be completely removed from dioxane and formic acid mixtures by distillation because of the presence of the maximum azeotrope. Dioxane can be readily removed from dioxane - formic acid mixtures by extractive distillation in which the extractive agent is dimethylformamide, dimethylacetamide or these with certain high boiling organic compounds.
    Type: Grant
    Filed: December 5, 1988
    Date of Patent: August 14, 1990
    Assignee: Lloyd Berg
    Inventors: Lloyd Berg, Richard R. Rall
  • Patent number: 4925959
    Abstract: The invention relates to the dioxane adduct of 2-hydroxynaphthalene-6-carboxylic acid which adduct comprises 1 mol of 1,4-dioxane and about 2 mol of 2-hydroxynaphthalene-6-carboxylic acid per mol. The invention further relates to a process for the preparation of this adduct, wherein the 2-hydroxynaphthalene-6-carboxylic acid is dissolved in dioxane or a mixture thereof with water or with an organic solvent and then allowed to crystallize.
    Type: Grant
    Filed: May 9, 1989
    Date of Patent: May 15, 1990
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Helmold von Plessen, Siegbert Rittner
  • Patent number: 4889939
    Abstract: Compounds suitable for being used as lubricants, having general formula:(I) RO--(C.sub.3 F.sub.6 O).sub.m --(CFXO).sub.n --CFX--L, or(II) R"CFXO--(C.sub.3 F.sub.6 O).sub.x (CFXO).sub.y --(C.sub.2 F.sub.4 O).sub.z --CFX--L, whereR=--CF.sub.3, --C.sub.2 F.sub.5, --C.sub.3 F.sub.7X=F, --CF.sub.3R"=F, --CF.sub.3, --C.sub.2 F.sub.5m=an integer from 3 to 100n=a finite integer, or =zero, wherefore m+n ranges from 3 to 100, provided that, if n is finite, m/n ranges from 5 to 20 and R is preferably =CF.sub.3, if n=zero, R is preferably --C.sub.2 F.sub.5 or --C.sub.3 F.sub.7x=a finite integer, or =zeroy, z=finite integers, such that x+y+z ranges from 5 to 200, while (x+z)/y ranges from 5 to 0.5, provided that when x=zero, z/y ranges from 1 to 0.5 and y+z ranges from 5 to 200 n while X is preferably F, and R"=LL=group Y-Z, where:Y=--CH.sub.2 O--, --CH.sub.2 --OCH.sub.2, --CF.sub.2, --CF.sub.
    Type: Grant
    Filed: April 11, 1988
    Date of Patent: December 26, 1989
    Assignee: Montedison S.p.A.
    Inventors: Gerardo Caporiccio, Ezio Strepparola, Mario A. Scarati
  • Patent number: 4866188
    Abstract: A process is disclosed for preparing a cyclic ether which comprises cyclodehydrating a polyhydroxy compound of the general formulaHOR.sup.1 HC--R.sup.2 --CHR.sup.3 OHin which R.sup.1 and R.sup.3, each of which is the same or different, is hydrogen or a lower aliphatic, cycloaliphatic or aryl group and R.sup.2 is a divalent aliphatic group of 1 to 10 carbon atoms containing 0, 1 or 2 etheric oxygen atoms or 0, 1 or 2 secondary or tertiary amine nitrogen atoms and 0, 1 or more lower aliphatic, cycloaliphatic and/or aryl groups containing 0 or 1 hydroxyl groups at elevated temperatures in the presence of a catalytically effective amount of a Group VIII metal catalyst or a Group VIII metal-containing material to provide a cyclic ether of the general formula ##STR1## in which R.sup.1, R.sup.2 and R.sup.3 are as defined above.
    Type: Grant
    Filed: August 3, 1984
    Date of Patent: September 12, 1989
    Assignee: National Distillers and Chemical Corporation
    Inventor: John A. Scheben
  • 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: 4806209
    Abstract: Dioxane cannot be completely removed from dioxane and formic acid mixtures by distillation because of the presence of the maximum azeotrope. Dioxane can be readily removed from dioxane - formic acid mixtures by extractive distillation in which the extractive agent is dimethylsulfoxide, either alone or admixed with certain high boiling organic compounds. Examples of effective agents are dimethylsulfoxide; DMSO and octanoic acid; DMSO, neodecanoic acid and methyl salicylate.
    Type: Grant
    Filed: April 25, 1988
    Date of Patent: February 21, 1989
    Inventors: Lloyd Berg, Rudolph J. Szabados
  • Patent number: 4806658
    Abstract: High molecular weight polyethylene glycol monoethers are cleaved to prepare lower oligomeric reaction products by contacting a mixture of the high molecular weight polyethylene glycol monoether and water with a hydrolytic cleavage catalyst such as alumina at elevated temperatures.
    Type: Grant
    Filed: November 15, 1982
    Date of Patent: February 21, 1989
    Assignee: The Dow Chemical Company
    Inventors: Kuo Y. Chang, Iwao Kohatsu, Philip E. Garrou