Phenolic Hydroxy Or Metallate Patents (Class 562/478)
  • Patent number: 6168776
    Abstract: Amyloid binding compounds which are non-azo derivatives of Chrysamine G, pharmaceutical compositions containing, and methods using such compounds to identify Alzheimer's brain in vivo and to diagnose other pathological conditions characterized by amyloidosis, such as Down's Syndrome are described. Pharmaceutical compositions containing non-azo derivatives of Chrysamine G and methods using such compositions to prevent cell degeneration and amyloid-induced toxicity in amyloidosis associated conditions are also described. Methods using non-azo Chrysamine G derivatives to stain or detect amyloid deposits in biopsy or post-mortem tissue are also described. Methods using non-azo Chrysamine G derivatives to quantify amyloid deposits in homogenates of biopsy and post-mortem tissue are also described.
    Type: Grant
    Filed: April 18, 1997
    Date of Patent: January 2, 2001
    Assignee: University of Pittsburgh
    Inventors: William E. Klunk, Jay W. Pettegrew, Chester A. Mathis, Jr.
  • Patent number: 6136852
    Abstract: The present invention relates to 3,4-disubstituted phenylethanolaminotetralincarboxylic acid derivatives represented by the general formula: ##STR1## [wherein Q represents a vinylene group or a group represented by the general formula:-A-(CH.sub.2).sub.m --(wherein A represents an oxygen atom or a methylene group; and m is an integer of from 1 to 6); R represents a hydrogen atom or a lower alkyl group; n is an integer of 1 or 2; the carbon atom marked with * represents a carbon atom in R configuration, S configuration or a mixture thereof; and the carbon atom marked with (S) represents a carbon atom in S configuration] and pharmaceutically acceptable salts thereof, which have a selective .beta..sub.2 -adrenergic receptor stimulating effect with relieved burdens on the heart such as tachycardia and are useful as an agent for the prevention of threatened abortion and premature labor, a bronchodilator and an agent for pain remission and promoting stone removal in urolithiasis.
    Type: Grant
    Filed: March 8, 1999
    Date of Patent: October 24, 2000
    Assignee: Kissei Pharmaceutical Co., Ltd.
    Inventors: Makio Kitazawa, Kosuke Okazaki, Tetsuro Tamai, Masaru Saito, Nobuyuki Tanaka, Hiroaki Kobayashi, Ken Kikuchi, Hideyuki Muranaka
  • Patent number: 5965766
    Abstract: Nucleophilic substitution reactions on halobenzenes or triflyl substituted benzenes are carried out in the presence of catalysts. In particular the present invention provides a process leading to optionally substituted hydroxybenzoic, alkanoyloxybenzoic, formyloxybenzoic and alkoxybenzoic acids and optionally substituted hydroxybenzonitriles and alkoxybenzonitriles from substituted 2,6-dihalobenzenes, 2-halo-6-triflylbenzene and 2,6-ditriflylbenzenes.
    Type: Grant
    Filed: February 2, 1998
    Date of Patent: October 12, 1999
    Assignee: Rohm and Haas Company
    Inventors: Joshua Anthony Chong, Fereydon Abdesaken, Charles Chao Wu
  • Patent number: 5925487
    Abstract: A toner resin composition comprising a toner resin and the metal salt or complex of a carbocyclic hydroxy caboxylic acid containing at least one methylene group optionally substituted by hydroxy or amino such as 4-(N-methyl-N-2-hydroxyethyl)aminomethyl-3-hydroxy-2-naphthoic acid. Iron and zinc salts are preferred.
    Type: Grant
    Filed: June 27, 1997
    Date of Patent: July 20, 1999
    Assignee: Zeneca Limited
    Inventors: David Melville Fawkes, Peter Gregory, James Stanley Campbell
  • Patent number: 5827805
    Abstract: Compositions represented by the structures ##STR1## where Ar represents an aromatic group, each R is independently a hydrocarbyl group, at least one R having more than 12 carbon atoms, a is 1 to 4, and R' is hydrogen or alkyl, are useful as lubricant and fuel additives and as intermediates for the preparation of derivatives useful as such additives.
    Type: Grant
    Filed: February 29, 1996
    Date of Patent: October 27, 1998
    Assignee: The Lubrizol Corporation
    Inventors: Paul E. Adams, Bryan A. Grisso, Mark R. Baker
  • Patent number: 5795914
    Abstract: The phenylalkan(en)oic acids of the formula: ##STR1## wherein the substituents are defined in the specification.
    Type: Grant
    Filed: June 5, 1995
    Date of Patent: August 18, 1998
    Assignee: Ono Pharmaceutical Co., Ltd.
    Inventors: Mitoshi Konno, Takahiko Nakae, Nobuyuki Hamanaka
  • Patent number: 5599959
    Abstract: The present invention provides a salicylate analogue having the structure ##STR1## wherein R is selected from the group consisting of hydrogen, methyl, ethyl, n-propyl, i-propyl, n-butyl, i-butyl; pentyl, hexyl, heptyl, octyl, nonyl, decyl, undecyl, phenyl, naphthyl and cyclohexyl; wherein R1 is selected from the group consisting of hydrogen, a C1-C12 alkyl group, F, Cl, Br, I, CO.sub.2 H, CONHR, CONR.sub.2, CO.sub.2 R, C.tbd.N, CHO, COR, SO.sub.3, SO.sub.2 NHR, SO.sub.2 NR.sub.2, OH, OR, OCOR, SH, SR, OCONHR, OCONR.sub.2, SCOR, SCONHR, SCONR.sub.2 and NH2, NHR, NHCOR and NR2; and wherein R1 is in the 3-, 4-, 5- or 6-position, or a combination thereof. Also provided are various pharmaceutical compositions of the novel compounds of the present invention.
    Type: Grant
    Filed: January 31, 1995
    Date of Patent: February 4, 1997
    Assignee: University of Maryland
    Inventors: Ramachandra S. Hosmane, Paddada R. Rao
  • Patent number: 5498795
    Abstract: Compounds of the formula ##STR1## wherein R.sub.1 -R.sub.3 and R.sub.5 independently are hydrogen, lower alkyl of 1 to 6 carbons, branched chain alkyl or cycloalkyl of 3 to 15 carbons, lower alkyl substituted cycloalkyl of 3 to 15 carbons; R.sub.4 is lower alkyl of 1 to 6 carbons, branched chain alkyl or cycloalkyl of 3 to 15 carbons or lower alkyl substituted cycloalkyl of 3 to 15 carbons; X is S or O; Y is a phenyl group, or heteroaryl selected from a group consisting of pyridyl, thienyl, furyl, pyridazinyl, pyrimidinyl, pyrazinyl, thiazolyl, imidazolyl and oxazolyl, said groups being substituted with the R.sub.5 group defined above; A is (CH.sub.2).sub.n where n is 0-5, lower branched chain alkyl having 3-6 carbons, cycloalkyl having 3-6 carbons, alkenyl having 2-6 carbons and 1 or 2 double bonds, alkynyl having 2-6 carbons and 1 or 2 triple bonds; B is hydrogen, COOH or a pharmaceutically acceptable salt thereof, COOR.sub.8, CONR.sub.9 R.sub.10, --CH.sub.2 OH, CH.sub.2 OR.sub.11, CH.sub.2 OCOR.sub.
    Type: Grant
    Filed: December 29, 1994
    Date of Patent: March 12, 1996
    Assignee: Allergan, Inc.
    Inventors: Tae K. Song, Roshantha A. Chandraratna
  • Patent number: 5430183
    Abstract: Hydroxylated aromatic compounds devoid of substituents in the para-position to the hydroxyl group thereof are para-hydroxyalkylated, e.g., into optionally substituted p-hydroxymandelic acid compounds, more particularly p-hydroxymandelic acid and 3-methoxy-p-hydroxymandelic acid, by condensing same with an organic carbonyl compound in the presence of a quaternary ammonium hydroxide.
    Type: Grant
    Filed: July 12, 1993
    Date of Patent: July 4, 1995
    Assignee: Rhone-Poulenc Chimie
    Inventor: Dominique Nobel
  • Patent number: 5414108
    Abstract: The subject matter of the invention is a process for the preparation of carboxylic acids and derivatives of them of the general formula ##STR1## wherein R means hydrogen, or a C.sub.1-4 alkyl or a (C.sub.1-5 alkoxy)carbonyl group,R.sub.1 is as defined in claim 1,R.sub.7 stands for hydrogen or a C.sub.1-7 alkyl group andR.sub.8 means hydrogen or a carboxyl group.
    Type: Grant
    Filed: August 11, 1992
    Date of Patent: May 9, 1995
    Assignee: Biogal Gyogyszergrar
    Inventors: Gyorgy Toth, Janos Balint, Klara Elek nee Herczik, Zsuzsanna Moricz nee Garai, Eva Mudra nee Kantor
  • Patent number: 5395964
    Abstract: Preparation process for a hydroxyphenylacetic acid of formula (I): ##STR1## where R.dbd.H, alkyl or alkoxyl as well as its salts, in which the corresponding free or salified hydroxymandelic acid of formula (II): ##STR2## in which R has the meaning given previously and M.dbd.H, K or an ammonium group is reacted in an aqueous medium, at a temperature greater than or equal to 50.degree. C., with formic acid in the presence of catalytic quantities of an oxygenated derivative of sulphur having a degree of oxidation from 2 to 4, in order to obtain the hydroxyphenylacetic acid of formula (I) which is isolated or, if desired, is salified according to the usual methods and the hydroxyphenylacetic acid thus obtained.
    Type: Grant
    Filed: May 19, 1994
    Date of Patent: March 7, 1995
    Assignee: Societe Francaise Hoechst
    Inventors: Jean-Claude Vallejos, Yani Christidis
  • Patent number: 5306833
    Abstract: Process for obtaining an arylacetic acid of general formula (I):Ar--CHR--COOH (I)in which R=H, C.sub.1 -C.sub.4 alk, Ar=2-thienyl, 3-thienyl, 1-naphthyl, 2-naphthyl, 1-(2-methoxy naphthyl), 3,4-methylenedioxy phenyl or phenyl of general formula (II): ##STR1## in which R.sub.1 =H, OH or C.sub.1 -C.sub.4 alkoxy, R.sub.2 =H, C.sub.1 -C.sub.4 alk, C.sub.1 -C.sub.4 alkoxy or OH, as well as their alkali metal salts, by reaction in a solvent of the corresponding arylglycolic acid of general formula (III):Ar-CR(OH)--COOH (III)or one of its alkali metal salts with a hydrogen donor agent chosen from the group constituted by: formic acid, or one of its alkali metal salts, phosphonic acid, phosphinic acid, or one of their alkali metal salts, in the presence of a hydrogen transfer catalyst, which if desired is isolated or salified, and use for the preparation of certain acids of formula (I).
    Type: Grant
    Filed: February 3, 1993
    Date of Patent: April 26, 1994
    Assignee: Societe Francaise Hoechst
    Inventors: Jean-Claude Vallejos, Yani Christidis
  • Patent number: 5288902
    Abstract: A waste oil, an alkaline oil cake, and a crude fatty acid which are discarded as waste materials or obtained as a by-product in the manufacture of rice salad oil are subjected to hydrolysis in the presence of an alkali so as to efficiently manufacture ferulic acid. The waste materials or by-product accompanying the manufacture of rice salad oil or rice fatty acid, which were disposed of by means of burning in the past, are effectively utilized in the method of the present invention.
    Type: Grant
    Filed: March 3, 1992
    Date of Patent: February 22, 1994
    Assignees: Tsuno Food Industrial Co., Ltd., Wakayama Prefecture
    Inventors: Hisaji Taniguchi, Eisaku Nomura, Takuo Tsuno, Seiko Minami, Koji Kato, Chieko Hayashi
  • Patent number: 5283352
    Abstract: Catechol compounds of formula I ##STR1## where R.sub.1, R.sub.2, R.sub.3 and X are as described herein are effective Catechol-O-methyltransferase inhibitors.
    Type: Grant
    Filed: December 7, 1992
    Date of Patent: February 1, 1994
    Assignee: Orion-yhtyma Oy
    Inventors: Reijo J. Backstrom, Kalevi E. Heinola, Erkki J. Honkanen, Seppo K. Kaakkola, Pekka J. Kairisalo, Inge-Britt Y. Linden, Pekka I. Mannisto, Erkki A. O. Nissinen, Pentti Pohto, Aino K. Pippuri, Jarmo J. Pystynen
  • Patent number: 5248814
    Abstract: Process for preparing regenerated humic acids from coal by means of the continuous oxidation on fluidized bed, characterized in that a coal of lignite, sub-bituminous or bituminous type is submitted to a preliminary oxidation under mild conditions in order to reduce the hydrogen content of said coal by an amount of 5 to 25% of hydrogen initially present in the starting coal, and that the resulting coal is subsequently submitted to an oxidation in order to produce the desired humic acids.
    Type: Grant
    Filed: September 11, 1992
    Date of Patent: September 28, 1993
    Assignee: Eniricerche S.p.A.
    Inventors: Vincenzo Calemma, Vincenzo Piccolo, Riccardo Rausa
  • Patent number: 5221772
    Abstract: A process for the preparation of: ##STR1## the process comprising treating (2-chlorophenyl)acetic acid with an alkali metal hydroxide (for example, sodium hydroxide) in an organic solvent (for example, an inert hydrocarbon solvent), in the presence of a catalyst (for example a copper salt) at a temperature above 130.degree. C. (for example in the range 130.degree. C. to 300.degree. C.).
    Type: Grant
    Filed: June 4, 1991
    Date of Patent: June 22, 1993
    Assignee: Imperial Chemical Industries PLC
    Inventor: Alfred G. Williams
  • Patent number: 5216024
    Abstract: The present invention discloses new and useful compounds including methyl p-hydroxyphenyllactate, its analogues, chemical derivatives and chemically related compounds and their use as antitumor agents, as inhibitors of proliferative cell growth and as prophylactic agents to inhibit and prevent cancer and non-malignant cell growth.
    Type: Grant
    Filed: July 15, 1988
    Date of Patent: June 1, 1993
    Assignee: Baylor College of Medicine
    Inventors: Barry M. Markaverich, James H. Clark, Rebecca Gregory, Mary Alejandro, Brian S. Middleditch, Gregory A. Johnson, Rajender S. Varma
  • Patent number: 5149866
    Abstract: The present inventon pertains to a process for the preparation of omega-arylalkanoic acids of the genral formulaR--Ar--R.sup.1 --COOHwherein R is hydrogen, hydroxy, C.sub.1 -C.sub.8 alkyl, C.sub.1 -C.sub.8 alkoxy, or aryl; wherein R.sup.1 is C.sub.1 -C.sub.4 alkyl; and wherein Ar is an aryl group which can be further substituted with at least one of hydroxy, C.sub.1 -C.sub.8 alkyl, C.sub.1 -C.sub.8 alkoxy, aryl, halide, amino, or acetamido. The omega arylalkanoic acids of the given formula are prepared using catalysts which provide an improvement over the known Willgerodt-Kindler reaction.The present invention also pertains to methods for removing sulfur during the above-described process for the preparation of the omega-arylalkanoic acids.
    Type: Grant
    Filed: August 14, 1991
    Date of Patent: September 22, 1992
    Assignee: Hoechst Celanese Corporation
    Inventors: Huh-Sun Chiou, Mark R. Rubino, Susan W. Jahoda, Daniel Lindley, John R. Battler
  • Patent number: 5145994
    Abstract: A process for the preparation of 4-hydroxyphenyl acetic acid of the formula I, an important raw material for the preparation of pharmaceutically active substances, from sodium-4-hydroxymandalate monohydrate comprising reducing the sodium-4-hydroxymandalate monohydrate with a reducing agent consisting of stoichiometric quantity of a phosphorus (III) compound and catalytic or stoichiometric quantity of sulphur dioxide or equivalent salt thereof in a solvent at 60.degree.-120.degree. C. and at ambient to 5 atmospheres pressures.
    Type: Grant
    Filed: July 29, 1991
    Date of Patent: September 8, 1992
    Assignee: ICI India Limited
    Inventors: Arun K. Mandal, Satish W. Mahajan, Damodar G. Jawalkar
  • Patent number: 5124489
    Abstract: Substituted phenethanol ethers are prepared by the catalytic reduction of corresponding substituted phenylglyoxal acetals. The catalytic reduction is carried out by reacting a substituted phenylglyoxal acetal with hydrogen in the presence of an acid catalyst and a metal catalyst. Certain substituted phenylglyoxal acetals, and more particularly, 4-hydroxyphenylglyoxal dialkyl acetals are prepared by reacting 4-hydroxyacetophenone with a primary or a secondary alkyl alcohol in the presence of a hydrogen ion (H+) source and a nitrosonium ion (NO+) source.
    Type: Grant
    Filed: September 6, 1991
    Date of Patent: June 23, 1992
    Assignee: Hoechst Celanese Corporation
    Inventors: John R. Durrwachter, Michael Meier, Graham N. Mott, Werner H. Mueller
  • Patent number: 5008449
    Abstract: A process for preparing hydroxy-substituted-4-alkoxyphenylacetic acids by reacting a 4-alkoxyphenylacetic acid with bromine and then treating the brominated acid with a strong base and a copper salt to form the desired hydroxy-substituted-4-alkoxyphenylacetic acid.
    Type: Grant
    Filed: March 3, 1989
    Date of Patent: April 16, 1991
    Assignee: The United States of America as represented by the Department of Health and Human Services
    Inventor: Kenner C. Rice
  • Patent number: 4970336
    Abstract: This invention relates to methods of preparing and purifying .alpha.-substituted acetic acids, which comprise treating an .alpha.aromatic-substituted acetic acid represented by a specific general formula with a weak alkali while shielding light, or subjecting an .alpha.-aromatic-substituted acetonitrile represented by a specific general formula to acid hydrolysis, followed by treatment with a weak alkali while shielding light; and treating the alkali salt of .alpha.-substituted acetic acid thus formed with a decolorizing agent.
    Type: Grant
    Filed: May 31, 1989
    Date of Patent: November 13, 1990
    Assignee: Nissan Chemical Industries, Ltd.
    Inventors: Yoshikazu Yoshioka, Isao Hashiba, Suketoshi Tsukamoto
  • Patent number: 4962230
    Abstract: A process for producing an optically active carboxylic acid represented by formula (I): ##STR1## wherein R.sup.1, and R.sup.2, and R.sup.3 each represents a hydrogen atom, an alkyl group, an alkenyl group, or a phenyl or naphthyl group which may have a substituent, provided that all of R.sup.1, R.sup.2, and R.sup.3 are not simultaneously a hydrogen atom; when R.sup.1 and R.sup.2 are simultaneously a hydrogen atom, then R.sup.3 is not a methyl group; and that when R.sup.3 is a hydrogen atom, then R.sup.1 and R.sup.2 are each a group other then a hydrogen atom,is disclosed, comprising asymmetrically hydrogenating an .alpha.,.beta.-unsaturated carboxylic acid represented by formula (II): ##STR2## wherein R.sup.1, R.sup.2, and R.sup.3 are the same as defined above, in the presence of a ruthenium-optically active phosphine complex as a catalyst.
    Type: Grant
    Filed: November 16, 1987
    Date of Patent: October 9, 1990
    Assignee: Takasago International Corporation
    Inventors: Hidemasa Takaya, Tetsuo Ohta, Ryoji Noyori, Noboru Sayo, Hidenori Kumobayashi, Susumu Akutagawa
  • Patent number: 4912256
    Abstract: This invention relates to the production of a solid oxidized coal containing humic acids. Coal with a mean particle size of less than 3 mm is slurried with water and then oxidized with oxygen or mixtures of oxygen and air at temperatures ranging from 100.degree. to 300.degree. C., at partial oxygen pressures ranging from 0,1 to 10 MPa and reaction periods ranging from 5 to 600 minutes. In the absence of catalysts, e.g. alkaline bases, the main product of oxidation is humic acids. These humic acids are not dissolved because the pH of this slurry is in the range 4 to 9. Small amount of fulvic acids are formed and these are soluble in the water of the slurry.The coal-derived humic acids may for example find application as soil conditioners, organic fertilisers, briquette and pellet binders, drilling fluid dispersants and viscosity control agents, while the coal-derived fulvic acids may be utilized for the production of fuel extenders, plasticizers and petrochemicals.
    Type: Grant
    Filed: July 7, 1988
    Date of Patent: March 27, 1990
    Assignee: National Energy Council
    Inventor: Izak J. Cronje
  • Patent number: 4906662
    Abstract: Disclosed are phenol derivatives of the formula ##STR1## wherein R.sup.1 is a substituted phenyl group, R.sup.2 and R.sup.3 are C.sub.1 -C.sub.6 alkyl group and of the formula ##STR2## wherein R.sup.8, R.sup.9 and R.sup.10 are C.sub.1 -C.sub.6 alkyl and the like and A is H, C.sub.1 -C.sub.6 alkylsulfonyl and the like substituents. These compounds and some related compounds have anti-inflammatory activity and lipoxygenase inhibitory activity.
    Type: Grant
    Filed: January 27, 1987
    Date of Patent: March 6, 1990
    Assignee: Otsuka Pharmaceutical Factory, Inc.
    Inventors: Kinji Hashimoto, Kiyoto Goto, Ken-ichi Kanai, Yoshiaki Tsuda
  • Patent number: 4904815
    Abstract: New phenols are described containing an alkyl substituent containing a functional group; as well as a process for the production of such phenols. The new phenols are useful e.g. as stabilizers in organic or aqueous systems.
    Type: Grant
    Filed: October 13, 1987
    Date of Patent: February 27, 1990
    Assignee: Ciba-Geigy AG
    Inventor: Frederick H. Howell
  • Patent number: 4897473
    Abstract: This invention produces higher homologs, i.e., differing by at least a --CH.sub.2 -unit, of carbonyloxy-containing compounds by treating the carbonyloxy-containing compounds with carbon monoxide and hydrogen in the presence of a ruthenium-containing compound, a proton donor, an iodide promoter, and optionally, a manganese-containing compound.
    Type: Grant
    Filed: May 1, 1981
    Date of Patent: January 30, 1990
    Assignee: Union Carbide Chemicals and Plastics Company Inc.
    Inventor: Bernard D. Dombek
  • Patent number: 4897420
    Abstract: Compounds of the formula: ##STR1## wherein l is an integer of 0 to 18, X is hydrogen, an alkyl having 1 to 4 carbon atoms or a carboxylic acyl having 2 to 4 carbon atoms and Y is a phenylene, a cycloalkylene having 3 to 7 carbon atoms or a group of the formula: ##STR2## in which m is an integer of 0 to 3, and R.sub.1 and R.sub.2 each is an alkyl having 1 to 4 carbon atoms, are novel compounds, possess circulatory disturbance-improving activity and inhibitory activity of the generation and release of SRS-A, and used for prophylactic or therapy of ischemic diseases such as cerebral apoplexy or allergic diseases.
    Type: Grant
    Filed: December 5, 1988
    Date of Patent: January 30, 1990
    Assignee: Takeda Chemical Industries, Ltd.
    Inventors: Masazumi Watanabe, Isuke Imada
  • Patent number: 4888132
    Abstract: An aqueous rust inhibitor containing a soap of a hydroxyaryl fatty acid and an alkali metal. The inhibitor exhibits good rust inhibiting effects without emitting any malodor.
    Type: Grant
    Filed: May 25, 1988
    Date of Patent: December 19, 1989
    Assignee: Nippon Oil and Fats Co., Ltd.
    Inventors: Hitoshi Kohashi, Nobuhiko Shizuka, Yoshihito Kadoma
  • Patent number: 4883613
    Abstract: The compounds 9-phenyl-3,7-dimethyl-2,4,6,8 nonatetraenoic acids wherein the phenyl group is substituted with an alkyl, aminoalkyl, hydroxyalkyl, alkoxy, hydroxyalkylamino, and a hydroxy alkoxy group, and derivatives thereof which are used as disease modifying anti-rheumatic agents and as immunosuppressants.
    Type: Grant
    Filed: July 31, 1987
    Date of Patent: November 28, 1989
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Edward R. Aig, John W. Coffey, Allen J. Lovey, Michael Rosenberger
  • Patent number: 4873074
    Abstract: Stable injection solutions of radiodiagnostic aids ready for use are obtained by addition to the organ- or tissue-specific carrier, before, during of after the labeling with the pertechnetate, of a compound of the formula: ##STR1## in which R denotes hydrogen, and R' denotes a sulpho- or a carboxymethyl group, or R and R' each denote a sulpho- or a carboxymethyl group, or a water-soluble salt thereof, as stabilizer. These compounds do not alter the specific organ or tissue distribution of the carrier.
    Type: Grant
    Filed: January 31, 1989
    Date of Patent: October 10, 1989
    Assignee: Solco Basel
    Inventors: Han-Lie Chia, Horia Popescu, Gabrielle Boehmer
  • Patent number: 4857299
    Abstract: Stable injection solutions of radiodiagnostic aids ready for use are obtained by addition to the organ-or tissue-specific carrier, before, during or after the labeling with the pertechnetate, of a compound of the formula: ##STR1## in which R denotes hydrogen, and R' denotes a sulpho- or a carboxymethyl group, or R and R' each denote a sulpho- or a carboxymethyl group, or a water-soluble salt thereof, as stabilizer. These compounds do not alter the specific organ or tissue distribution of the carrier.
    Type: Grant
    Filed: November 25, 1987
    Date of Patent: August 15, 1989
    Assignee: Solco Basel AG
    Inventors: Han-Lie Chia, Horia Popescu, Gabrielle Boehmer
  • Patent number: 4820867
    Abstract: Compounds of the formula: ##STR1## are antagonists of leukotrienes of C.sub.4, D.sub.4 and E.sub.4, the slow reacting substance of anaphylaxis. These compounds are useful as anti-asthmatic, anti-allergic and anti-inflammatory agents.
    Type: Grant
    Filed: April 22, 1986
    Date of Patent: April 11, 1989
    Assignee: Merck Frosst Canada, Inc.
    Inventors: Patrice Belanger, Rejean Fortin, Yvan Guindon, Christiane Yoakim, Joshua Rokach
  • Patent number: 4801735
    Abstract: Compounds are described of the following formula ##STR1## in which R.sup.1 and R.sup.2 are each hydrogen, C.sub.1-12 alkyl or C.sub.2-12 alkenyl, at least one of R.sup.1 and R.sup.2 being C.sub.1-12 alkyl or C.sub.2-12 alkenyl; X.sup.1 and X.sup.2 are each hydrogen or a protecting group; and Y is(a) --(CH.dbd.CH).sub.n Z in which n is 1, 2 or 3 and Z is --CHO, --CH.sub.2 OH, --COR.sup.3, --(CH.sub.2).sub.m --COR.sup.3 or --(CH.sub.2).sub.p CH.dbd.CH(CH.sub.2).sub.q --COR.sup.3 in which m is an integer of 1 to 12, p is an integer of 1 to 4, q is an integer of 1 to 10 and R.sup.3 is (i) --OH or (ii) --NR.sup.4 R.sup.5 where R.sup.4 and R.sup.5 are each hydrogen, C.sub.1-4 alkyl or optionally substituted phenyl, or R.sup.4 and R.sup.5 together with the nitrogen atom to which they are attached form a morpholino, pyrrolidinyl or piperidino ring,(b) --CH.dbd.NR.sup.6 in which R.sup.6 is (i) --OH, (ii) C.sub.1-12 alkyl optionally substituted by --OH, --COOH or --NR.sup.7 R.sup.8 where R.sup.7 and R.sup.
    Type: Grant
    Filed: November 25, 1985
    Date of Patent: January 31, 1989
    Assignee: Lilly Industries Limited
    Inventors: Mark A. W. Finch, John R. Harris
  • Patent number: 4788360
    Abstract: A process is disclosed for the production of humic acids, which comprises an oxidation of coal in dry phase with oxygen or mixtures of oxygen and nitrogen in a fluidized-bed reactor, by using coal with a granulometry comprised within the range of from 100 .mu.m to 3 mm and operating at a temperature comprised within the range of from 150.degree. to 300.degree. C., under a partial pressure of oxygen comprised within the range of from 1.1 abs.atm. to 10 abs.atm., for a contact time comprised within the range of from 30 minutes to 600 minutes.
    Type: Grant
    Filed: December 8, 1987
    Date of Patent: November 29, 1988
    Assignee: Eniricerche S.p.A.
    Inventors: Vincenzo Calemma, Riccardo Rausa
  • Patent number: 4751332
    Abstract: Resorcinol and substituted resorcinols are converted in one single step reaction into 1,2,3- and 1,2,4-trihydroxybenzenes and substituted hydroxy resorcinol compounds with a benzene solution of peroxypropionic acid.
    Type: Grant
    Filed: September 14, 1987
    Date of Patent: June 14, 1988
    Assignee: Degussa Aktiengesellschaft
    Inventors: Guenter Prescher, Gebhard Ritter, Holger Sauerstein
  • Patent number: 4727180
    Abstract: Polyhalohydroxyisopropyl phenylalkanoic and phenylalkenoic acids, amides, and esters, such as methyl 2-methoxy-4-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]benzenepro panoate, are useful as antihypertensive agents.
    Type: Grant
    Filed: January 4, 1985
    Date of Patent: February 23, 1988
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: Paul E. Aldrich, Gilbert H. Berezin
  • Patent number: 4695648
    Abstract: A compound having a potentially inhibitory effect on 15-hydroxy-prostaglandin dehydrognase (PGDH) and having the formula ##STR1## in which R.sub.1 and R.sub.2 are hydrogen or lower alkyl;R.sub.3 is hydrogen, lower alkyl or substituted or unsubstituted phenyl;R.sub.4, R.sub.5, and R.sub.6 are hydrogen, halogen, lower alkyl, lower alkoxy, cyano, carboxy or nitro; at least one of the groups R.sub.4 to R.sub.6 being hydrogen;R.sub.7 to R.sub.11 are hydrogen, halogen, cyano, lower alkyl, trifluoromethyl, lower alkoxy, hydroxy, lower acyl, lower alkoxycarbonyl, N,N,-diloweralkyl-aminocarbonyl or N,N-loweralkylene-aminocarbonyl; and R.sub.8 and R.sub.10 may in addition be carboxy; at least two of R.sub.7 to R.sub.11 always being hydrogen; and--A-- is --CO--, --CH.sub.2 --CO--, --CH.dbd.CH--, --CH.dbd.CH--CO-- or corresponding groups in which a hydrogen atom is replaced by a lower alkyl group.The invention comprises also lactones of those compounds in which R.sub.
    Type: Grant
    Filed: August 29, 1985
    Date of Patent: September 22, 1987
    Assignee: Pharmacia AB
    Inventors: Karl H. Agback, Tamara Agback, Alf S. Nygren
  • Patent number: 4694099
    Abstract: A procedure for producing stearyl-.beta.-(3,5-dibutyl-4-hydroxyphenyl)propionate and bis-(.beta.-(3,5-dibutyl-4-hydroxybenzyl)-methylcarboxyethyl)sulphide. In the procedure, a titanate-catalysis exchange esterification reaction is carried out with propionic acid ester conforming to formula (IV) and stearyl alcohol or thiodiglycol. ##STR1## where Bu is an n-butyl, secondary butyl, isobutyl or tertiary butyl group and R.sub.2 is a methyl, ethyl, propyl or butyl group.
    Type: Grant
    Filed: February 20, 1986
    Date of Patent: September 15, 1987
    Assignee: Neste Oy
    Inventors: Matts Ahlfors, Salme Koskimies, Leila Lahtinen, Peter Idelman
  • Patent number: 4690948
    Abstract: Ring opened halogenated Resorcyclic Acid Lactone (RAL) derivatives having the structure: ##STR1## are used to increase rumen fermentation efficiency.
    Type: Grant
    Filed: December 1, 1986
    Date of Patent: September 1, 1987
    Assignee: International Minerals & Chemical Corp.
    Inventor: Jing-Jong Lu
  • Patent number: 4675418
    Abstract: Process for preparing alkanoic acid or their esters by rearrangement of alpha-halo-ketones in protic medium and in the presence of a non-noble metal salt.The protic medium is preferably an aliphatic alcohol having low molecular weight or water and the reaction is carried out at a temperature from 0.degree. C. to the boiling-point of the diluent or of the diluents mixture.
    Type: Grant
    Filed: July 15, 1982
    Date of Patent: June 23, 1987
    Assignee: Blaschim S.p.a.
    Inventors: Claudio Giordano, Giovanni Villa, Fulvio Uggeri, Graziano Castaldi
  • Patent number: 4661601
    Abstract: New compounds having the formula 1 ##STR1## wherein W is hydrogen, halogen, n-alkyl, --NHCOR.sup.1, --COR.sup.1, or phenoxyacetylamino optionally substituted by one or two C.sub.1-12 straight- or branched chain alkyl, X is a substituent in the coupling position and is selected from hydrogen, chlorine, bromine, --SR.sup.11 or a nitrogen-containing heterocyclic residue attached at a ring nitrogen atom, and Y is a group having the formula 2 ##STR2## wherein Q is selected from the residues: --COOR.sup.4 or --CONR.sup.4 R.sup.5, --OM, --NR.sup.7 R.sup.8, --PO(OR.sup.9)[O].sub.x R.sup.10 with X=0 or 1, --SO.sub.2 OH, --SO.sub.2 NR.sup.4 R.sup.5 or CN. The groups R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5, R.sup.7, R.sup.8, R.sup.9, R.sup.10, R.sup.11, M, k and n are defined hereinafter.These compounds are used as black color couplers in photographic materials.
    Type: Grant
    Filed: April 3, 1985
    Date of Patent: April 28, 1987
    Assignee: Ciba-Geigy AG
    Inventor: Frederick H. Howell
  • Patent number: 4649213
    Abstract: Compounds having anti-inflammatory and analgesic activity of the formula ##STR1## are produced from compounds having the formula ##STR2## by rearrangement in the presence of a base or an amide and (1) X S O X.sup.1 or X S O.sub.2 X.sup.1 where X and X.sup.1 are halogen or trifluoromethyl or (2) sulfur dioxide and halogen.
    Type: Grant
    Filed: April 12, 1985
    Date of Patent: March 10, 1987
    Assignee: Kyowa Hakko Kogyo Co. Ltd.
    Inventors: Takayoshi Yamauchi, Kaneaki Hattori, Shun-ichi Ikeda, Kenji Nakao, Kentaro Tamaki
  • Patent number: 4642376
    Abstract: A process is described for the preparation of alpha-hydroxyl-alkanoic acids of formula ##STR1## which are known anti-inflammatory agents or intermediates for known pharmaceutical products. The process consists essentially in the rearrangement of phenolates of formula ##STR2## wherein Ar is an unsubstituted or substituted phenyl or naphthyl, in aqueous environment or in an organic medium, at temperatures comprised within the range of from 0.degree. to 100.degree. C. and within short times, followed by either acid or alkaline hydrolysis.
    Type: Grant
    Filed: February 1, 1985
    Date of Patent: February 10, 1987
    Assignee: Zambon S.p.A
    Inventors: Claudio Giordano, Fulvio Uggeri, Francesco Minisci
  • Patent number: 4625053
    Abstract: A process for preparing an optically active 2-(4-hydroxyphenoxy)propionic acid compound, which comprises reacting an optically active compound having the formula: ##STR1## wherein X is a chlorine atom or a bromine atom, and M is a hydrogen atom or an alkali metal atom, with hydroquinone or an alkali metal salt of hydroquinone, in the presence of an alkali metal hydroxide and water, and precipitating optically active disodium 2-(4-hydroxyphenoxy)propionate.
    Type: Grant
    Filed: November 6, 1985
    Date of Patent: November 25, 1986
    Assignee: Nissan Chemical Industries Ltd.
    Inventors: Shoji Fujinawa, Isao Hashiba, Kenji Suzuki, Syuzi Tsuchiya, Yasuo Takakuwa
  • Patent number: 4616082
    Abstract: New hydroquinone ether compounds of formula I are described: ##STR1## wherein p is 1 or 2 and Q is 0 or 1, provided that p+q is 1 or 2, R is a residue of formula II ##STR2## and R.sub.o, R.sub.oo, R.sub.1, R.sub.2, R.sub.3, Q, n and k are as defined in the specification,The new compounds are useful e.g. as stabilizers in photographic material.
    Type: Grant
    Filed: June 7, 1985
    Date of Patent: October 7, 1986
    Assignee: Ciba-Geigy AG
    Inventor: Frederick H. Howell
  • Patent number: 4609756
    Abstract: In the preparation of a cinnamic acid by reacting the corresponding benzaldehyde with ketene in the presence of a catalyst, the improvement which comprises using as the catalyst an iron and/or zinc salt of a mono- or di-carboxylic acid with 2 to 20 carbon atoms containing free carboxylic acid and/or anhydride, and then splitting the reaction product in the temperature range from 100.degree. to 250.degree. C. with an acid or basic catalyst.
    Type: Grant
    Filed: October 4, 1985
    Date of Patent: September 2, 1986
    Assignee: Bayer Aktiengesellschaft
    Inventors: Alfons Dorlars, Heinz U. Blank, Herbert Nordt, deceased, Viktor Trescher
  • Patent number: 4590295
    Abstract: p-Hydroxyphenylacetic acid is prepared by reduction of p-hydroxymandelic acid with HI in the presence of red phosphorus. According to a preferred embodiment, the reaction is carried out in one vessel in which the mandelic acid is prepared in situ from phenol and glyoxylic acid.
    Type: Grant
    Filed: April 24, 1985
    Date of Patent: May 20, 1986
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Werner Spielmann, Georg Schaeffer
  • Patent number: 4547585
    Abstract: Tetrakis [3-(3,5-dibutyl-4-hydroxyphenyl)propionyloxymethyl] methane having a high purity and excellent whiteness is prepared. In this process, an ester exchange reaction between a propionic acid ester having the general formula: ##STR1## wherein Bu is an n-, sec-, iso-, or tert-butyl group and R.sup.1 is an alkyl group having 1 to 4 carbon atoms, and pentaerythritol in the presence of an alkaline catalyst is effected by adding 0.2 through 1.8 mol of water based on 1 mol of the alkaline catalyst by the substantial completion of the ester exchange reaction.
    Type: Grant
    Filed: May 25, 1982
    Date of Patent: October 15, 1985
    Assignee: Mitsui Petrochemical Industries, Ltd.
    Inventors: Toru Yamanaka, Tadatoshi Yoshimura
  • Patent number: 4544766
    Abstract: This invention relates to a process for preparing an aryl acetic acid derivative represented by the formulaAr--CH.sub.2 COY).sub.ncomprising hydrolyzing in an alkaline substance a dichloroethenyl compound represented by the formulaAr--CH.dbd.CCl.sub.2).sub.n.
    Type: Grant
    Filed: February 26, 1982
    Date of Patent: October 1, 1985
    Assignee: Otsuka Kagaku Yakuhin Kabushiki Kaisha
    Inventor: Tatsuya Shono