Unsaturated Patents (Class 562/595)
  • Publication number: 20090156849
    Abstract: Compounds represented by the following general formula (1a) or (1b). A complex comprising a center metal of rhodium and a compound represented by the following general formula (1a) or (1b) as a ligand. A catalyst for optically active beta-substituted carbonyl compound synthesis and catalyst for asymmetric 1, 2 addition reaction being composed of the complex. A method of production of an optically active beta-aryl compound from an alpha, beta-unsaturated compound and an aryl-boronic acid derivative and method of production of an optically active aryl alcohol compound from an aldehyde compound and aryl boronic acid derivatives using the catalyst. A complex comprising a center metal of palladium and a compound represented by the following general formula (1a) or (1b) as a ligand. A catalyst for asymmetric allylic substitution reaction being composed of the complex.
    Type: Application
    Filed: February 17, 2006
    Publication date: June 18, 2009
    Inventors: Norio Miyaura, Yasunori Yamamoto
  • Patent number: 7534917
    Abstract: A method of producing dicarboxylic acids (e.g., ?,? dicarboxylic acids) by reacting a compound having a terminal COOH (e.g., unsaturated fatty acid such as oleic acid) and containing at least one carbon-carbon double bond with a second generation Grubbs catalyst in the absence of solvent to produce dicarboxylic acids. The method is conducted in an inert atmosphere (e.g., argon, nitrogen). The process also works well with mixed unsaturated fatty acids obtained from soybean, rapeseed, tall, and linseed oils.
    Type: Grant
    Filed: April 12, 2007
    Date of Patent: May 19, 2009
    Assignee: The United States of America as represented by the Secretary of Agriculture
    Inventors: Helen Ngo, Thomas A. Foglia
  • Publication number: 20090095200
    Abstract: The present invention relates to a modified colored pigment comprising a colored pigment having an attached organic group. The organic group is attached to the colored pigment via at least one carbon atom of a C—C single bond or double bond, wherein the C—C single bond or double bond is not a component of an aromatic system. The organic group further comprises at least one activating group on at least one carbon atom of the C—C single bond or double bond. A method of preparing a modified colored pigment is also disclosed, as are aqueous and non-aqueous dispersions, e.g., including ink jet inks, comprising the modified colored pigments.
    Type: Application
    Filed: October 10, 2007
    Publication date: April 16, 2009
    Inventors: James A. Belmont, Elizabeth G. Burns
  • Publication number: 20080269459
    Abstract: A process for the preparation of a saturated dicarboxylic acid, comprising the steps of (a) contacting a conjugated diene with carbon monoxide and water to obtain a mixture containing an ethylenically unsaturated acid product and one or more reversible adducts of the conjugated diene and the ethylenically unsaturated acid; and (b) reacting the ethylenically unsaturated acid product further with carbon monoxide and water to obtain the dicarboxylic acid, wherein step (a) and (b) are performed in the presence of a catalyst system including a source of palladium, a source of an anion and a bidentate phosphine ligand, and wherein in step (a) the water concentration is maintained at a range of from 0.001 to less than 3% by weight of water, calculated on the overall weight of the liquid reaction medium, and wherein in step (b) the water concentration is maintained at a range of from 3% to 50% by weight of water, calculated on the overall weight of the liquid reaction medium.
    Type: Application
    Filed: February 10, 2006
    Publication date: October 30, 2008
    Inventors: Eit Drent, Rene Ernst, Willem Wabe Jager, Cornelia Alida Krom
  • Patent number: 7348455
    Abstract: A process for producing (meth)acrylic acid or (meth)acrylic acid esters, which comprises a reaction step comprising vapor phase catalytic oxidation of propylene, propane or isobutylene and, if necessary, a reaction step comprising an esterification step, characterized in that at the time when a high boiling mixture (hereinafter referred to as a high boiling material) containing a Michael addition product, is decomposed in a decomposition reactor to recover (meth)acrylic acids, while forcibly imparting a liquid flow in the circumferential direction to a liquid reaction residue in the decomposition reactor, the liquid reaction residue is discharged. In a process for recovering a valuable substance by thermally decomposing the high boiling material containing the Michael addition product of (meth)acrylic acids, it is possible to transfer the decomposition residue from the decomposition reactor to the storage tank without clogging, whereby a long-term continuous operation is possible.
    Type: Grant
    Filed: June 3, 2004
    Date of Patent: March 25, 2008
    Assignee: Mitsubishi Chemical Corporation
    Inventors: Shuhei Yada, Yasushi Ogawa, Yoshiro Suzuki, Kiyoshi Takahashi, Kenji Takasaki
  • Patent number: 7001625
    Abstract: A process for the solid-phase synthesis of salts of organic acids in a granular, free-flowing, and dust-free form particularly suited for use as animal feed additives. A mixture of liquid organic acids, including butyric acid, is applied to an inert, absorbent carrier. A solid base is then added during stirring. The acid is slowly released from the carrier preventing the fast reactions that lead to the formation of clumps. The exothermic reaction releases heat which assists in reducing the moisture content of the product. The addition of butyric acid results in a product which has an improved effect on animal growth over the animal feed additive without the addition of butyric acid.
    Type: Grant
    Filed: January 15, 2003
    Date of Patent: February 21, 2006
    Assignee: Kemin Industires, Inc.
    Inventors: Stefaan Van Dyck, Clifford Adams, Andre Meeuwsen, Leen van Campenhout
  • Patent number: 6986909
    Abstract: A process for the solid-phase synthesis of salts of organic acids in a granular, free-flowing, and dust-free form particularly suited for use as animal feed additives. A liquid organic acid is applied to an inert, absorbent carrier. A solid base is then added during stirring. The acid is slowly released from the carrier preventing the fast reactions that lead to the formation of clumps. The exothermic reaction releases heat which assists in reducing the moisture content of the product.
    Type: Grant
    Filed: July 30, 2001
    Date of Patent: January 17, 2006
    Assignee: Kemin Industries, Inc.
    Inventor: Stefaan Van Dyck
  • Patent number: 6982286
    Abstract: The present invention is directed to carbocyclic hydrazino compounds that function as inhibitors of copper-containing amine oxidases commonly known as semicarbazide-sensitive amine oxidases (SSAO), including the human SSAO known as Vascular Adhesion Protein-I (VAP-1). These SSAO inhibitors have therapeutic utility as drugs to treat conditions and diseases including, but not limited to, a number of inflammatory conditions and diseases (in particular chronic inflammatory conditions such as chronic arthritis, inflammatory bowel diseases, and chronic skin dermatoses), diseases related to carbohydrate metabolism and to aberrations in adipocyte differentiation or function and smooth muscle cell function, and vascular diseases. The novel compounds have the general formula: or a pharmaceutically acceptable solvate, hydrate, or salt thereof wherein R1 to R11 are as defined herein.
    Type: Grant
    Filed: July 12, 2001
    Date of Patent: January 3, 2006
    Assignee: Biotie Therapies Corp.
    Inventors: David John Smith, Ferenc Fülöp, Marjo Pihlavisto, László Lázár, Sakari Alaranta, Petri Vainio, Zsolt Szakonyi
  • Patent number: 6844463
    Abstract: Process for the carbonylation of n-pentenoic acid or its derivatives of the formula (I) C4H7—R1??(I) where R1 is —CN or COOR2 where R2 is hydrogen, alkyl or aryl by reaction of a compound of the formula (I) with carbon monoxide and a compound (II) containing a hydroxyl group in the presence of a catalyst system, wherein the catalyst system is obtainable by reaction of a) a source for a metal ion of a metal (III) of the 8th subgroup of the Periodic Table of the Elements with b) a bidentate phosphine ligand of the formula (IV) (R3R4R5C)(R6R7R8C)P-L1-X-L2-P(CR9R10R11) (CR12R13R14)??(IV) where R3, R4, R5, R6, R7, R8, R9, R10, R11, R12, R13, R14 independently of one another is an organic radical which in each case contains a carbon atom, via which the respective radical is linked to the relevant tertiary carbon atom mentioned in formula (IV); L1, L2 independently of one another are a lower alkylene group; X is an arylene group.
    Type: Grant
    Filed: December 3, 2001
    Date of Patent: January 18, 2005
    Assignee: BASF Aktiengesellschaft
    Inventors: Michael Slany, Martin Schäfer, Michael Röper
  • Patent number: 6696496
    Abstract: Low water soluble salts of venlafaxine, especially venlafaxine maleate, are provided. Such salts can provide a variety of dosage forms including hydrogel-based extended release dosage forms.
    Type: Grant
    Filed: March 27, 2003
    Date of Patent: February 24, 2004
    Assignee: Synthon BV
    Inventors: Marinus J. M. Oosterbaan, Rolf Keltjens
  • Patent number: 6664417
    Abstract: Processes for producing citraconic anhydride and citraconic acid using porous materials with specific surface acidities and surface areas are described. The preferred catalyst is a porous gamma alumina. Itaconic acid is produced from citraconic acid. Itaconic acid is an intermediate to a variety of compounds including polymers.
    Type: Grant
    Filed: August 23, 2002
    Date of Patent: December 16, 2003
    Assignee: Board of Trustees of Michigan State University
    Inventors: Dennis J. Miller, Dushyant Shekhawat, Kirthivasan Nagarajan, James E. Jackson
  • Publication number: 20030190353
    Abstract: Low water soluble salts of venlafaxine, especially venlafaxine maleate, are provided. Such salts can provide a variety of dosage forms including hydrogel-based extended release dosage forms.
    Type: Application
    Filed: March 27, 2003
    Publication date: October 9, 2003
    Applicant: SYNTHON BV
    Inventors: Marinus J. M. Oosterbaan, Rolf Keltjens
  • Publication number: 20030120111
    Abstract: Processes for producing citraconic anhydride and citraconic acid using porous materials with specific surface acidities and surface areas are described. The preferred catalyst is a porous gamma alumina. Itaconic acid is produced from citraconic acid. Itaconic acid is an intermediate to a variety of compounds including polymers.
    Type: Application
    Filed: August 23, 2002
    Publication date: June 26, 2003
    Applicant: Board of Trustees operating Michigan State University
    Inventors: Dennis J. Miller, Dushyant Shekhawat, Kirthivasan Nagarajan, James E. Jackson
  • Publication number: 20030120110
    Abstract: Processes for producing citraconic anhydride and citraconic acid using porous materials with specific surface acidities and surface areas are described. The preferred catalyst is a porous gamma alumina. Itaconic acid is produced from citraconic acid. Itaconic acid is an intermediate to a variety of compounds including polymers.
    Type: Application
    Filed: August 23, 2002
    Publication date: June 26, 2003
    Applicant: Board of Trustees operating Michigan State University
    Inventors: Dennis J. Miller, Dushyant Shekhawat, Kirthivasan Nagarajan, James E. Jackson
  • Patent number: 6504055
    Abstract: Processes for producing citraconic anhydride and citraconic acid using porous materials with specific surface acidities and surface areas are described. The preferred catalyst is a porous gamma alumina. Itaconic acid is produced from citraconic acid. Itaconic acid is an intermediate to a variety of compounds including polymers.
    Type: Grant
    Filed: September 21, 2000
    Date of Patent: January 7, 2003
    Assignee: Board of Trustees of Michigan State University
    Inventors: Dennis J Miller, Dushyant Shekhawat, Kirthivasan Nagarajan, James E. Jackson
  • Patent number: 6482980
    Abstract: The present invention relates to a process for producing maleic acid with close control of the temperature for optimum conversion of maleic anhydride into maleic acid and minimal production of fumaric acid.
    Type: Grant
    Filed: February 17, 2000
    Date of Patent: November 19, 2002
    Assignee: The Procter & Gamble Company
    Inventors: Christian Dethloff, Sergio Barbarino
  • Patent number: 6372943
    Abstract: Polyenepolycarboxylic acids represented by the following formula (1); (wherein n represents an integer of 0 to 5 and m represents an integer of 1 or 2, provided m is 1 when n is 0), or derivatives thereof at their carboxyl group(s) or their salts. The above compounds originate from natural products and are capable of exhibiting excellent dispersing ability.
    Type: Grant
    Filed: October 30, 2000
    Date of Patent: April 16, 2002
    Assignee: Fujisawa Pharmaceutical Co., Ltd.
    Inventors: Shinobu Kasuga, Toshihito Kakiuchi, Ryo Yamanishi, Kazuki Okada
  • Patent number: 6353012
    Abstract: HETE derivatives and methods of their use for treating dry eye are disclosed.
    Type: Grant
    Filed: October 23, 2000
    Date of Patent: March 5, 2002
    Assignee: Alcon Universal Ltd.
    Inventors: Mark R. Hellberg, John M. Yanni, Gustav Graff, Daniel A. Gamache, Peter G. Klimko
  • Publication number: 20020002116
    Abstract: The instant invention relates to the use of water-soluble polymers comprising structural elements of the formula 1
    Type: Application
    Filed: July 20, 2001
    Publication date: January 3, 2002
    Inventors: Peter Klug, Malcolm Kelland
  • Publication number: 20010051748
    Abstract: The invention relates to ethylenically unsaturated compounds of the formula
    Type: Application
    Filed: January 26, 2001
    Publication date: December 13, 2001
    Inventors: Franz-Leo Heinrichs, Ernst Krendlinger, Heinz Ehrhardt, Andree Henze
  • Patent number: 6156850
    Abstract: A polyalkenyl derivative of an unsaturated acidic reagent prepared by the process of reacting a polyalkene having a Mn of at least 300 with an unsaturated acidic reagent at elevated temperatures in the absence of a strong acid until at least 25% of the polyalkene is converted to a polyalkenyl derivative of an unsaturated acidic reagent, continuing the reaction of the polyalkene with an excess of the unsaturated acidic reagent at elevated temperatures in the presence of a strong acid to convert at least some of the unreacted polyalkene to additional polyalkenyl derivative of an unsaturated acidic reagent, and removing the unreacted unsaturated acidic reagent.
    Type: Grant
    Filed: September 16, 1998
    Date of Patent: December 5, 2000
    Assignee: Chevron Chemical Company LLC
    Inventors: James J. Harrison, William R. Ruhe, Jr.
  • Patent number: 6046292
    Abstract: Mesogens are provided based on substituted unsaturated carboxylic acids such as acrylic and methacrylic acid. Substitution of a variety of hydrophobic tails onto the carboxylic acid or acid derivative via the vinyl carbon proximal to the carbonyl of the carboxylic acid results in mesogens that are capable of forming thermotropic and single-phase lyotropic mesophases over a broad range of compositions. The mesophases can be polymerized to lock in the ordered phases.
    Type: Grant
    Filed: February 3, 1999
    Date of Patent: April 4, 2000
    Assignee: The Univeristy of Southern Mississippi
    Inventors: Robert Y Lochhead, Lon J Mathias
  • Patent number: 5973166
    Abstract: In accordance with the present invention, there are provided improved methods for the preparation of maleimide monomers. This new method for the synthesis of maleimides is clearly superior to those documented in the prior art. Furthermore, the invention method utilizes materials with reduced toxicity, thus the overall process has a minimal impact on the environment. Thus, in accordance with the present invention, it has been discovered that certain amine salts can be successfully used to replace the polar, aprotic solvents cited in the prior art for the cyclodehydration of maleamic acids. The use of these salts provides competitive reaction times and product yields relative to results obtained with the polar, aprotic solvents. These salts have the advantage of having no vapor pressure and, therefore, have no possibility to co-distill with the water produced by the cyclodehydration reaction. Furthermore, such salts can be tailored to have desirable solubility characteristics (i.e.
    Type: Grant
    Filed: March 2, 1998
    Date of Patent: October 26, 1999
    Assignee: The Dexter Corporation
    Inventors: Farhad G. Mizori, Stephen M. Dershem
  • Patent number: 5929255
    Abstract: The present invention provides a process for recovering fumaric acid formed as a by-product during the production of maleic anhydride so that both fumaric acid and maleic anhydride are obtained. The process of the present invention further eliminates the wasting of MAN that occurs when fumaric acid is incinerated and improves the production of maleic anhydride by eliminating a source of fouling caused by the fumaric acid which leads to down-time in the reaction process to clean out the fumaric acid.
    Type: Grant
    Filed: July 9, 1997
    Date of Patent: July 27, 1999
    Assignee: BP Amoco Corporation
    Inventor: John M. Forgac
  • Patent number: 5905127
    Abstract: Mesogens are provided based on substituted unsaturated carboxylic acids such as acrylic and methacrylic acid. Substitution of a variety of hydrophobic tails onto the carboxylic acid or acid derivative via the vinyl carbon proximal to the carbonyl of the carboxylic acid results in mesogens that are capable of forming thermotropic and single-phase lyotropic mesophases over a broad range of compositions. The mesophases can be polymerized to lock in the ordered phases.
    Type: Grant
    Filed: April 8, 1997
    Date of Patent: May 18, 1999
    Assignee: The University of Southern Mississippi
    Inventors: Robert Y Lochhead, Lon J Mathias
  • Patent number: 5830966
    Abstract: Compounds of general formula (I) ##STR1## characterised in that R.sup.1 and R.sup.2 are independently selected from the group consisting of COOR, CN, aryl, substituted aryl, COOH, halogen, C(O)NHR.sup.4, C(O)NR.sup.5 R.sup.6 ;X and Y are independently selected from the group consisting of H, COOH, COOR, CN, R.sup.3 CO--, C(O)NHR.sup.4, C(O)NR.sup.5 R.sup.6, P(O)(OR.sup.7).sub.2 and SO.sub.2 R.sup.8 ; with the proviso that X and Y are not both H; or X and Y together with the carbon atom to which they are attached form a carbocyclic or heterocyclic ring system which can contain oxygen, sulfur or nitrogen atoms; and R, R.sup.3, R.sup.4, R.sup.5, R.sup.6, R.sup.7 and R.sup.8 are various groups;and polymers and copolymers derived from such compounds.
    Type: Grant
    Filed: January 26, 1996
    Date of Patent: November 3, 1998
    Assignees: E. I. du Pont de Nemours and Company, Commonwealth Scientific & Industrial Research Organisation
    Inventors: San Hoa Thang, Ezio Rizzardo, Graeme Moad
  • Patent number: 5783724
    Abstract: Described are allyl esters of 2-norbornane acrylic acids and 2-norbornylidene propionic acids defined according to the generic structure: ##STR1## wherein the wavy line represents a carbon-carbon single bond or a carbon-carbon double bond; wherein one of the dashed lines is carbon-carbon single bond and the other of the dashed lines is a carbon-carbon double bond; and wherein R represents methyl or hydrogen; as well as methods for augmenting or enhancing the aroma of consumable materials including perfumes, colognes and perfumed articles.
    Type: Grant
    Filed: March 6, 1997
    Date of Patent: July 21, 1998
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Wilhelmus Johannes Wiegers, Marie R. Hanna
  • Patent number: 5698722
    Abstract: A Koch functionalized product which is the reaction product of at least one polymer having a number average molecular weight of at least 500 and at least ethylenic double bond per polymer chain, with carbon monoxide and a nucleophilic trapping agent. The invention includes functionalized polymer, derivatives thereof and methods of making the same.
    Type: Grant
    Filed: June 6, 1995
    Date of Patent: December 16, 1997
    Assignee: Exxon Chemical Patents Inc.
    Inventors: Joseph Victor Cusumano, William Daniel Diana, Jacob Emert, Keith Raymond Gorda, Richard H. Schlosberg, David A. Young, William Bernard Eckstrom, Edris Eileen Manry, Michael John Keenan
  • Patent number: 5693359
    Abstract: A dry food acidulent composition, reminiscent of vinegar when hydrated, comprises a dry food acid, a buffering salt and a fully dissociatable salt. The dry food acid preferably comprises adipic, citric, fumaric, malic acid or a mixture. The buffering salt is preferably a sodium or potassium salt of a food-grade acid such as sodium citrate, potassium citrate, disodium phosphate, dipostassium phosphate, and mixtures. The fully dissociatable salt is preferably sodium chloride or potassium chloride. The preferred weight ratio of the buffering salt to the acid is within the range of from about 0.1:1 to about 0.3:1, that of the fully dissociatable salt to the acid is within the range of from about 1:1 to about 6:1, and that of the fully dissociatable salt to the buffering salt is within the range of from about 10:1 to about 30:1. These compositions are admixed with other dry ingredients to prepare dry sauce and dressing mixes.
    Type: Grant
    Filed: December 19, 1995
    Date of Patent: December 2, 1997
    Inventor: Robert W. Wood
  • Patent number: 5654472
    Abstract: The present invention relates to a novel glycerol derivative and a process for preparing the same, and a process for preparing a triazole derivative.According to the present invention, an optical active 2-arylglycerol derivative which is a novel and useful as a synthetic intermediate of medicament can be provided and furthermore, (R)-2-(2,4-difluorophenyl)-3-(1H-1,2,4-triazole-1-yl)-propane-1,2-diol which is useful as an antifungal agent can be prepared.
    Type: Grant
    Filed: December 18, 1995
    Date of Patent: August 5, 1997
    Assignee: Kanegafuchi Kagaku Kogyo Kabushiki Kaisha
    Inventors: Yoshihiko Yasohara, Kenji Miyamoto, Noriyuki Kizaki, Shigeru Kawano, Junzo Hasegawa
  • Patent number: 5629434
    Abstract: A Koch functionalized product which is the reaction product of at least one polymer having a number average molecular weight of at least 500 and at least one ethylenic double bond per polymer chain, with carbon monoxide and a nucleophilic trapping agent. The invention includes functionalized polymer, derivatives thereof and methods of making the same.
    Type: Grant
    Filed: September 25, 1995
    Date of Patent: May 13, 1997
    Assignee: Exxon Chemical Patents Inc
    Inventors: Joseph V. Cusumano, William D. Diana, Jacob Emert, Keith R. Gorda, Richard H. Schlosberg, David A. Young, William B. Eckstrom, Edris E. Manry, Michael J. Kennan
  • Patent number: 5585517
    Abstract: A novel process is described for reacting a perfluoroalkyl iodide with an olefinic compound, which comprises carrying out a free-radical addition reaction of the perfluoroalkyl iodide to the olefin in the presence of azoic or peroxy initiator and a water-soluble salt selected from the group consisting of sulfites, bisulfites, metabisulfites and dithionites. The adducts are obtained in high yield and purity and are useful for the preparation of oil- and water repellent products for use on paper, textiles, metal, wood and the like, or as precursors for fluorinated surfactants.
    Type: Grant
    Filed: April 12, 1995
    Date of Patent: December 17, 1996
    Assignee: Ciba-Geigy Corporation
    Inventors: Ted Deisenroth, Robert Falk, Juerg Haase
  • Patent number: 5547905
    Abstract: A catalyst comprising 70-99% by wt. of cobaltic salt and 1-30% by wt. of ferric salt, the acid component of the salt being such as acetate; propionate; naphthenate adipate and phthalate; a process for preparing the above catalyst, and a process for the preparation of carboxylic acids by oxidation of a hydrocarbon with oxygen or air in the presence of the above catalyst.
    Type: Grant
    Filed: July 27, 1994
    Date of Patent: August 20, 1996
    Assignee: Council of Scientific & Industrial Research
    Inventors: Girindra N. Kulsrestha, Mahendra P. Saxena, Ashok K. Gupta, Hari B. Goyal, Rameshwar Prasad, Turuga S. R. Prasada Rao, Prakash D. Patel
  • Patent number: 5486528
    Abstract: Novel basic ether of general formula (I), ##STR1## wherein R.sup.1 and R.sup.2 are independently hydrogen, halogen or C.sub.1-4 alkoxy, or together they represent a 3,4-methylenedioxy group,R stands for C.sub.1-8 alkyl,R.sup.3 represents hydrogen, C.sub.1-4 alkyl or hydroxy,A is a valency bond or methylene group,R.sup.4 and R.sup.5 are independently hydrogen, C.sub.1-12 alkyl or C.sub.1-12 alkenyl, orR.sup.4 and R.sup.5 form together with the adjacent nitrogen atom 1-pyrrolidinyl, 1-piperidinyl, morpholino or 1-piperazinyl groups, stereo and optically active isomers and their possible mixtures, acid-addition salts and quaternary ammonium derivatives thereof. The basic ethers have antiulceric and anxiolytic activities.
    Type: Grant
    Filed: April 11, 1994
    Date of Patent: January 23, 1996
    Assignee: Egis Gyogyszergyar Rt.
    Inventors: Judit Bajnogel, Gabor Blasko, Zoltan Budai, Eva Schmidt, Andras Egyed, Marton Fekete, Istvan Gacsalyi, Istvan Gyertyan, Tibor Mezei, Kalara Reiter nee Esses, Gyula Simig, Katalin Szemeredi, Enik Szirt nee Kiszelly
  • Patent number: 5463111
    Abstract: Dialkyl 2-haloethyl malonates are prepared from a dialkyl cyclopropane-1,1-dicarboxylate by reaction with a hydrogen halide in the presence of a 1,2-dialkoxy ethane as a solvent and of a Friedel-Crafts catalyst.
    Type: Grant
    Filed: August 8, 1994
    Date of Patent: October 31, 1995
    Assignee: Huls Aktiengesellschaft
    Inventor: Klaus-Dieter Steffen
  • Patent number: 5451667
    Abstract: Fumaric acid derivatives of the formula ##STR1## wherein R.sub.1 is a hydrogen atom, a C.sub.1 -C.sub.8 alkyl group or a metallic cation, andR.sub.2 is a saturated or unsaturated aliphatic C.sub.6 -C.sub.24 alkyl group, psoralen-9-yl, retinyl, .alpha.-tocopheryl (vitamin E), calciferyl, corticosteroid-21-yl or monosaccharid-.omega.-yl; a group of fumaric acid derivatives based on glycerol, alkane diol or polyol molecules; and fumaric acid derivatives of the formula ##STR2## wherein n is an integer from to 30 to 260,R.sub.3 is a hydrogen atom or a C.sub.1 -C.sub.3 alkyl group,R.sub.4 is one of the R.sub.3 groups and n is the number of molecule repetitions, processes for their production and compositions containing same are described. These compounds are useful as drugs for the treatment of cryptogenically-caused diseases and have antisporiatic as well as antimicrobial action.
    Type: Grant
    Filed: October 8, 1992
    Date of Patent: September 19, 1995
    Inventors: Peter P. Speiser, Rajendra K. Joshi
  • Patent number: 5430181
    Abstract: Process for improving a controlled oxidation reaction between at least one reactant and oxygen, in which at least one reactant is reacted with oxygen or an oxygen containing gas, constituting a reaction mixture, in the presence of at least one additional gas which is introduced into said reaction mixture and is selected from methane, ethane and helium, and the resulting reaction product from the oxidation reaction is possibly treated so as to give a final product.
    Type: Grant
    Filed: February 19, 1993
    Date of Patent: July 4, 1995
    Assignee: L'Air Liquide Societe Anonyme Pour L'Etude et L'Exploitation des Procedes Georges Claude
    Inventors: Philippe Arpentinier, Jacques Koenig, Yves Torre
  • Patent number: 5373023
    Abstract: The invention provides compounds which are tetrahydronaphthalene derivatives of the formula (I) ##STR1## wherein R.sub.1 represents a halogen atom, a cyano group, a nitro group, an unbranched (C.sub.1 -C.sub.6) alkoxy group, a (C.sub.1 -C.sub.6 cycloalkyl) (C.sub.1 -C.sub.2 alkoxy) group or an aryl (C.sub.1 -C.sub.2 alkoxy) group,R.sub.2 represents a (C.sub.1 -C.sub.4) alkyl group, an aryl group optionally substituted with at least one methoxy group, a pyridyl group or a benzodioxanyl group,R.sub.3 represents a hydrogen atom or a (C.sub.1 -C.sub.2) alkyl group, and n=0 to 3, or are addition salts with pharmaceutically acceptable acids. The compounds of the invention have anti-ischaemic activity.
    Type: Grant
    Filed: August 4, 1993
    Date of Patent: December 13, 1994
    Assignee: SYNTHELABO
    Inventors: Paul Howard Williams, Christian Hoornaert, Jean Claude Muller
  • Patent number: 5354895
    Abstract: Oxadimethacrylics useful for preparing pollers have the general formula ICH.sub.2 .dbd.C(A)CH.sub.2 --O--CH.sub.2 C(B).dbd.CH.sub.2 Iwhere A and B are selected from the group consisting of --COOR.sup.1, --COR.sup.1, --CONR.sup.2 R.sup.3 and --CN with the proviso that A.noteq.B, and R.sup.1, R.sup.2 and R.sup.3 are each defined as follows:R.sup.1 is hydrogen, C.sub.1 -C.sub.18 -alkyl, C.sub.3 -C.sub.8 -cycloalkyl, C.sub.3 -C.sub.8 -cycloalkyl-C.sub.1 -C.sub.5 -alkyl, wherein the cycloalkyl rings may be C.sub.1 -C.sub.4 -alkyl- or C.sub.1 -C.sub.4 -alkoxy-monosubstituted, -disubstituted or -trisubstituted, hydroxy-C.sub.1 -C.sub.5 -alkyl, amino-C.sub.1 -C.sub.5 -alkyl, N-C.sub.1 -C.sub.4 -alkylamino-C.sub.1 -C.sub.5 -alkyl, N,N-di-(C.sub.1 -C.sub.4 -alkyl)amino-C.sub.1 -C.sub.5 -alkyl, C.sub.6 -C.sub.18 -aryl, C.sub.6 -C.sub.18 -aryl-C.sub.1 -C.sub.4 -alkyl, wherein the aryl groups may carry up to three of the following groups: halogen, C.sub.1 -C.sub.22 -alkyl, C.sub.1 -C.sub.4 -alkoxy, carboxyl, C.sub.1 -C.
    Type: Grant
    Filed: December 23, 1992
    Date of Patent: October 11, 1994
    Assignee: BASF Aktiengesellschaft
    Inventors: Siegmund Besecke, Andreas Deckers, Harald Lauke
  • Patent number: 5350867
    Abstract: The present invention is directed to compounds which inhibit farnesyl-protein transferase (FTase) and the farnesylation of the oncogene protein Ras. The invention is further directed to chemotherapeutic compositions containing the compounds of this invention and methods for inhibiting farnesyl-protein transferase and the farnesylation of the oncogene protein Ras.
    Type: Grant
    Filed: June 9, 1993
    Date of Patent: September 27, 1994
    Assignee: Merck & Co., Inc.
    Inventor: Sheo B. Singh
  • Patent number: 5321158
    Abstract: An improved process for the production of carboxylic acids and dicarboxylic acids by the catalytic oxidation of olefins and vicinal diols by hydrogen peroxide is provided. The process employs a rhenium (VII) catalyst, and a solvent comprising a mixture of a carboxylic acid or anhydride having 2 or more carbon atoms and a high boiling cyclic or acyclic ether. Particularly suitable carboxylic acids or anhydrides include acetic acid, propionic acid and acetic anhydride. Particularly suitable high-boiling ethers include 1,4-dioxane and diglyme.
    Type: Grant
    Filed: July 26, 1993
    Date of Patent: June 14, 1994
    Assignee: Solvay Interox GmbH
    Inventors: Siegfried Warwel, Mark R. G. Klaas
  • Patent number: 5312969
    Abstract: Difunctional butenes are linearly dicarbonylated into 3-hexene-1,6-dioic acid or alkyl diesters thereof, well suited for the ultimate production of, e.g., adipic acid, by reacting such difunctional butene with carbon monoxide and, if appropriate, an alcohol, at an elevated temperature under superatmospheric pressure, in the presence of at least one source of hydrogen chloride and a catalytically effective amount of palladium, at least a portion of which palladium being in the zero oxidation state, as well as a quaternary onium chloride of nitrogen or phosphorus, the nitrogen or phosphorus atom being tetracoordinated to carbon atoms, with the proviso that the nitrogen atom may be coordinated to two pentavalent phosphorus atoms.
    Type: Grant
    Filed: May 18, 1992
    Date of Patent: May 17, 1994
    Assignee: Rhone-Poulenc Chimie
    Inventors: Marc Huser, Sylvain Mutez, Robert Perron
  • Patent number: 5262439
    Abstract: The invention provides a class of water-soluble probucol derivatives having one or more ester groups replacing the phenyl hydroxyl groups of the probucol molecule. Some derivatives have polar or charged functionalities such as carboxylic acid groups, amino groups, aldehyde groups and amide groups located on the ester groups. Some of these compounds are spontaneously hydrolyzable in typical biological milieus. The present invention also provides method of treating an animal with probucol by administering a water-soluble probucol prodrug to the animal.
    Type: Grant
    Filed: April 30, 1992
    Date of Patent: November 16, 1993
    Assignee: The Regents of the University of California
    Inventor: Sampath Parthasarathy
  • Patent number: 5260479
    Abstract: The present invention is directed to compounds which inhibit farnesyl-protein transferase (FTase) and the farnesylation of the oncogene protein Ras. The invention is further directed to chemotherapeutic compositions containing the compounds of this invention and methods for inhibiting farnesyl-protein transferase and the farnesylation of the oncogene protein Ras.
    Type: Grant
    Filed: December 16, 1991
    Date of Patent: November 9, 1993
    Assignee: Merck & Co., Inc.
    Inventor: Sheo B. Singh
  • Patent number: 5245061
    Abstract: The present invention is directed to compounds which inhibit farnesyl-protein transferase (FTase) and the farnesylation of the oncogene protein Ras. The invention is further directed to chemotherapeutic compositions containing the compounds of this invention and method for inhibiting farnesyl-protein transferase and the farnesylation of the oncogene protein Ras.
    Type: Grant
    Filed: December 16, 1991
    Date of Patent: September 14, 1993
    Assignee: Merck & Co., Inc.
    Inventor: Sheo B. Singh
  • Patent number: 5216181
    Abstract: Liquid telechelic polymers are made from dienes and are produced via anionic polymerization. While having low molecular weight, for example less than 15,000, the telechelic polymers are generally gel-free, have high amounts of trans-1,4 structure, low vinyl unsaturation and low bulk viscosities. The liquid telechelic polymers are made utilizing a trimetallic initiator comprised of (1) an organopolylithium compound and (2) a complex of a trialiphatic substituted aluminum compound or derivative thereof and a barium salt of an organic alcohol.
    Type: Grant
    Filed: August 26, 1991
    Date of Patent: June 1, 1993
    Assignee: GenCorp Inc.
    Inventors: I. Glen Hargis, Hubert J. Fabris, John A. Wilson, Russell A. Livigni
  • Patent number: 5214198
    Abstract: There is provided a method of manufacture of dialkyl monohalomaleate and dialkyl monohalofumarate and mixtures thereof via a dehydrohalogenation of the appropriate dialkyl dihalosuccinate precursor in the presence of an aqueous base and a phase transfer catalyst.
    Type: Grant
    Filed: December 20, 1991
    Date of Patent: May 25, 1993
    Assignee: American Cyanamid Company
    Inventor: Albert A. Cevasco
  • Patent number: 5198573
    Abstract: Diesters of hexene-1,6-dioic acids are prepared by reacting at least one 1,2-dialkoxy-3-butene with carbon monoxide in the presence of a catalytically effective amount of a palladium-based catalyst and a halogen compound, in liquid phase, at elevated temperature and at superatmospheric pressure.
    Type: Grant
    Filed: September 19, 1991
    Date of Patent: March 30, 1993
    Assignee: Rhone-Poulenc Chimie
    Inventors: Helene Deweerdt, Jean Jenck, Philippe Kalck, Sylvain Mutez, Robert Perron
  • Patent number: 5175361
    Abstract: A process for the preparation of copolymers which contain monoethylenically unsaturated monocarboxylic acids and dicarboxylic acids as copolymerized monomer units, which comprises copolymerizinga) 10 to 60% by weight, based on the sum of the monomers, of a monoethylenically unsaturated dicarboxylic acid of 4 to 6 carbon atoms, -or an alkali metal salt thereof or, an anhydride thereof,b) 90 to 40% by weight of a monoethylenically unsaturated monocarboxylic acid of 3 to 10 carbon atoms or an alkali metal salt thereof andc) 0 to 20% by weight of another monoethylenically unsaturated monomer, not having carboxyl groups and which is copolymerizable with a) and b);in an aqueous medium in the presence of from 0.5 to 5% by weight, based on monomers, of a water-soluble initiator.
    Type: Grant
    Filed: November 30, 1990
    Date of Patent: December 29, 1992
    Assignee: BASF Aktiengesellschaft
    Inventors: Walter Denzinger, Heinrich Hartmann, Wolfgang Trieselt, Albert Hettche, Rolf Schneider, Hans-Juergen Raubenheimer
  • Patent number: 5166416
    Abstract: The invention relates to new propenone oxime ethers, a method of preparing them and pharmaceutical compositions containing them.Said new propenone oxime ethers have the formula ##STR1## in which--Ar and Ar' each independentlyl denotes a phenyl group non-substituted, mono or polysubstituted, a 9-anthryl group or a naphthyl group, a pyridyl, thienyl or furyl group;R.sub.1 R.sub.2 each independently denotes hydrogen, a C.sub.1 -C.sub.4 alkyl group or together with the N-atom to which they are bonded a 1-pyrrolidinyl, piperidino, morpholino or 1-piperazinyl group;M=H, Cl, Br or a C.sub.1 -C.sub.6 alkyl groupn=2 or 3.The invention also deals with the salts of compounds of formula (I). Said compounds have good activity in the anti platelet-clotting tests and are also antagonists of the 5HT.sub.2 receptors.
    Type: Grant
    Filed: December 1, 1989
    Date of Patent: November 24, 1992
    Assignee: Societe Anonyme: Sanofi
    Inventors: Christian Congy, Patrick Gueule, Bernard Labeeuw, Murielle Rinaldi