Carboxyl, Not Bonded Directly To A Ring, In Acid Moiety Patents (Class 560/105)
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Publication number: 20040162431Abstract: 1Type: ApplicationFiled: April 2, 2004Publication date: August 19, 2004Inventors: Piero Piccinelli, Manuele Vitali, Andrea Landuzzi, Giovanni Da Roit, Primo Carrozza, Markus Grob, Nicola Lelli
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Patent number: 6777443Abstract: Compounds of the formula wherein R, R1, COOR2, R3-R7, alk, and X have meaning as defined, such being useful as dual inhibitors of angiotensin converting enzyme and neutral endopeptidase, as well as inhibitors of endothelin converting enzyme.Type: GrantFiled: May 9, 2002Date of Patent: August 17, 2004Assignee: Novartis AGInventor: Cynthia Anne Fink
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Patent number: 6765116Abstract: A process to prepare an improved fluid rare earth phosphate catalyst composition useful in preparing alkylene oxide adducts of organic compounds having active hydrogen atoms is provided. The catalyst is prepared by dissolving a rare earth salt in a C9-C30 active hydrogen containing organic compound and then adding phosphoric acid to the organic compound rare earth mixture.Type: GrantFiled: August 23, 2002Date of Patent: July 20, 2004Assignee: Shell Oil CompanyInventor: Charles Lee Edwards
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Patent number: 6753443Abstract: The present invention relates to a process for preparing a chiral ester according to the formula (100): by reacting (i) a racemic alcohol, (ii) a selected ruthenium complex to activate racemization of the racemic alcohol, (iii) a lipase to selectively acylate one enantiomer of the racemic alcohol, and (iv) an acyl donor compound to supply an acyl group to the lipase.Type: GrantFiled: March 2, 2001Date of Patent: June 22, 2004Assignees: Samsung Fine Chemicals Co., Ltd., Pohang University of Science and TechnologyInventors: Jai Wook Park, Mahn-Joo Kim, Jeong Hwan Koh, Hyun Min Jung
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Patent number: 6750363Abstract: An efficient and selective process, capable of scale-up, to make itaconate derivatives of formula (IV), and/or succinate derivatives of formula (V) and/or (VI) by asymmetric hydrogenation of the itaconate derivatives. wherein R, R1 and R2 are as defined herein.Type: GrantFiled: July 18, 2002Date of Patent: June 15, 2004Assignee: Pfizer, Inc.Inventors: Andrew Michael Derrick, Nicholas Murray Thomson
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Publication number: 20040087792Abstract: Compounds of the formula I, wherein M, A1, A2, K1 and K2 have the meanings as indicated in the description are novel effective tryptase inhibitors.Type: ApplicationFiled: September 4, 2003Publication date: May 6, 2004Inventors: Thomas Martin, Wolf-Rudiger Ulrich
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Patent number: 6696611Abstract: The present invention provides a method for enantioselectively reducing a prochiral carbon centered radical having one or more electron donator groups attached directly to the central prochiral carbon atom of the radical, and/or attached to a carbon atom within 1 to 4 atoms of the central prochiral carbon atom, comprising treating said radical with a chiral non-racemic organotin hydride in the presence of a Lewis acid.Type: GrantFiled: July 27, 2001Date of Patent: February 24, 2004Assignee: Chirogen Pty. LimitedInventors: Dainis Dakternieks, Carl H. Schiesser, Tamara Perchyonok
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Patent number: 6653503Abstract: An accelerated process for preparing a methyl ester having formula (III) said process comprising reacting a carboxylic acid or salt thereof having formula (I) with dimethyl carbonate having formula (II) in the presence of a catalyst selected from the group consisting of 1,8-diazabicyclo[5.4.0]undec-7-ene; 1,4-diazabicyclo[2.2.2]octane; 4-dimethylaminopyridine; and combinations thereof, wherein R1 is selected from the group consisting of an alkyl, aryl, alkoxy, alkenyl, cycloalkyl, benzocycloalkyl, cycloalkylalkyl, aralkyl, heterocyclic, heteroaralkyl, alkoxyalkyl, carboxyalkyl, alkylcarbonyl, alkoxycarbonyl, alkoxycarbonylalkyl, and haloalkyl; and M is selected from the group consisting of hydrogen, a monovalent metal, and a monovalent fractional part of a polyvalent metal, wherein said process is conducted under microwave irradiation at a frequency from 300 MHz to 30 GHz, and at a temperature of from about 120° C. to 300° C.Type: GrantFiled: August 8, 2002Date of Patent: November 25, 2003Assignee: Novartis AGInventors: Wen-Chung Shieh, Steven Dell
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Patent number: 6617469Abstract: A process for preparing malonic diesters by carbonylation of haloacetic esters and reaction with monohydric alcohols and a base in the presence of a transition metal catalyst, preferably a catalytic cobalt carbonyl complex, using a stirred reactor with one or more internal heat exchangers. The stirred reactor preferably contains a sparging stirrer.Type: GrantFiled: December 1, 2000Date of Patent: September 9, 2003Assignee: Degussa AGInventors: Frank Bauer, Wilfried Latz, Uwe Prange, Christoph Theis
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Publication number: 20030149104Abstract: The present invention relates to certain tri-substituted phenyl derivatives and analogues of formula (I), to a process for preparing such compounds, having the utility in clinical conditions associated with insulin resistance, to methods for their therapeutic use and to pharmaceutical compositions containing them.Type: ApplicationFiled: November 13, 2002Publication date: August 7, 2003Inventors: Maria Boije, Jonas Fagerhag, Eva-Lotte Lindstedt Alstermark, Bengt Ohlsson
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Patent number: 6583317Abstract: A process of preparing an acid addition salt of delta-aminolevulinc acid comprising: a) dissolving a lower alkyl 5-bromolevulinate and hexamethylenetetramine in a solvent selected from the group consisting of water, ethyl acetate, chloroform, acetone, ethanol, tetrahydrofuran and acetonitrile, to form a quaternary ammonium salt of the lower alkyl 5-bromolevulinate; and b) hydrolyzing the quaternary ammonium salt with an inorganic acid to form an acid addition salt of delta-aminolevulinic acid.Type: GrantFiled: October 18, 2000Date of Patent: June 24, 2003Assignee: Midwest Research InstituteInventor: Luc Moens
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Patent number: 6566560Abstract: The invention provides a resorcinol derivative and a method of using the resorcinol derivative to attenuate the growth of a neoplasm.Type: GrantFiled: August 13, 2001Date of Patent: May 20, 2003Assignee: Immugen Pharmaceuticals, Inc.Inventor: Craig R. Travis
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Patent number: 6562995Abstract: Amidomethyl esters, carbonylmercaptomethyl esters, keto-containing esters, amidomethyl thioesters, amidomethyl amides, and methylene dithioesters are disclosed. The novel compounds have two carbonyl groups connected by a linking moiety having an oxygen, sulfur or nitrogen attached to a methylene group, to which is further attached a sulfur, nitrogen or CH2 group. Methods of treating illnesses and conditions, such as cancer, hemological disorders, inherited metabolic disorders and others, using these compounds are also disclosed.Type: GrantFiled: December 21, 2000Date of Patent: May 13, 2003Assignee: Beacon Laboratories, Inc.Inventors: Hsuan-Yin Lan-Hargest, Norbert L. Wiech
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Patent number: 6503949Abstract: Disclosed is a novel class of compounds of formula (I) wherein V, A, Y, Z, R1, E, X and D are as defined in the specification. These compounds act to antagonize the action of the glucagon hormone on the glucagon receptor. Owing to their antagonizing effect of the glucagon receptor, the compounds are suitable for treating or preventing glucagon-mediated conditions and diseases such as hyperglycemia, Type 1 diabetes, Type 2 diabetes and obesity.Type: GrantFiled: May 16, 2000Date of Patent: January 7, 2003Assignee: Noro Nordisk A/SInventors: Jesper Lau, Peter Madsen, Christian Sams, Carsten Behrens, Josef Vagner, Inge Thøger Christensen, Behrend Frederik Lundt, Ulla Grove Sidelmann, Henning Thøgersen, Anthony L. Ling, Michael Bruno Plewe, Larry Kenneth Truesdale, Shenghua Shi
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Publication number: 20020198401Abstract: The invention relates to a process for preparing 2,3,5,6-tetrahaloxylylidene compounds of formula (I) 1Type: ApplicationFiled: July 24, 2002Publication date: December 26, 2002Inventors: Reinhard Langer, Lars Rodefeld
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Patent number: 6495712Abstract: A process for production of carboxylic acid aryl esters which comprises reacting a carboxylic acid having at least one carboxyl group with a di- or tri-aryl phosphite compound, in the presence of a basic compound and/or water. The carboxylic acid aryl esters can also be produced by reacting a carboxylic acid or a basic salt thereof with a diaryl phosphite compound.Type: GrantFiled: July 18, 2001Date of Patent: December 17, 2002Assignee: Johoku Chemical Co., Ltd.Inventors: Toshiyuki Yamauchi, Masuo Omichi, Eisuke Kanagawa, Tomohiro Tanino, Yoshikatsu Osamura
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Patent number: 6479693Abstract: The present invention relates to a process for the preparation of a carboxylic acid ester of the general formula II, wherein R is alkyl or aryl, R1 is aryl, substituted aryl, naphthyl or substituted naphthyl or alkyl, R2, R3, R4 and R5 are independently hydrogen or alkyl by reacting an olefin of the general formula I wherein, R1 is aryl, substituted aryl, naphthyl or substituted naphthyl or alkyl, R2, R3, and R4 are independently hydrogen or alkyl, in the presence of an alcohol and an organic solvent and a supported aqueous phase palladium complex catalyst, in presence or absence of a protonic acid and an alkali metal halide, under carbon monoxide atmosphere, cooling the reaction mixture to ambient temperature, depressurising the reactor, flushing the reaction vessel with inert gas, separating the catalyst by filtration and removing the solvent and isolating the compound of formula II.Type: GrantFiled: March 20, 2001Date of Patent: November 12, 2002Assignee: Council of Scientific and Industial ResearchInventors: Jayasree Seayad, Abdul Majeed Seayad, Bibhas Ranjan Sarkar, Raghunath Vitthal Chaudhari
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Patent number: 6469196Abstract: The present invention relates to new compounds of the formula (I) in which X represents alkyl, Y represents halogen or alkyl and Z represents halogen or alkyl, with the proviso that one of the radicals Y and Z always represents halogen and the other alkyl, Het represents one of the groups in which A, B, D and G have the meanings given in the description, a plurality of processes for their preparation and their use as pesticides and herbicides.Type: GrantFiled: April 20, 2001Date of Patent: October 22, 2002Assignee: Bayer AktiengesellschaftInventors: Reiner Fischer, Thomas Bretschneider, Hermann Hagemann, Folker Lieb, Michael Ruther, Arno Widdig, Peter Dahmen, Markus Dollinger, Christoph Erdelen, Hans-Joachim Santel, Ulrike Wachendorff-Neumann, Alan Graff, Wolfram Andersch
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Publication number: 20020137964Abstract: The present invention relates to a process for the preparation of a carboxylic acid ester of the general formula II, 1Type: ApplicationFiled: March 20, 2001Publication date: September 26, 2002Applicant: COUNCIL OF SCIENTIFIC & INDUSTRIAL RESEARCHInventors: Jayasree Seayad, Abdul Majeed Seayad, Bibhas Ranjan Sarkar, Raghunath Vitthal Chaudhari
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Publication number: 20020137775Abstract: Amidomethyl esters, carbonylmercaptomethyl esters, keto-containing esters, amidomethyl thioesters, amidomethyl amides, and methylene dithioesters are disclosed. The novel compounds have two carbonyl groups connected by a linking moiety having an oxygen, sulfur or nitrogen attached to a methylene group, to which is further attached a sulfur, nitrogen or CH2 group. Methods of treating illnesses and conditions, such as cancer, hemological disorders, inherited metabolic disorders and others, using these compounds are also disclosed.Type: ApplicationFiled: May 17, 2001Publication date: September 26, 2002Inventors: Hsuan-Yin Lan-Hargest, Norbert L. Wiech
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Patent number: 6455585Abstract: New esters derived from substituted phenyl-cyclohexyl compounds, which are derived from Tramadol, process for obtaining them and their use for preparing a drug with analgesic properties. These new compounds of general formula (I) have a higher analgesic activity, a lower toxicity and a longer effective time period than Tramadol.Type: GrantFiled: May 4, 2001Date of Patent: September 24, 2002Assignee: Vita Invest, S.A.Inventors: Juan Carlos Del Castillo Nieto, Joan Huguet Clotet, Elisabet De Ramon Amat, Maria Chalaux Freixa, Marisabel Mourelle Mancini
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Patent number: 6444702Abstract: The present invention provides novel aminoadamantane derivatives, methods of making the derivatives, compositions including the novel aminoadamantane derivatives, and methods for the treatment and prevention of neurological diseases using the derivatives and compositions.Type: GrantFiled: February 22, 2000Date of Patent: September 3, 2002Assignee: NeuroMolecular, Inc.Inventors: Yuqiang Wang, Wenqing Ye, James W. Larrick, Jonathan S. Stemler, Stuart A. Lipton
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Patent number: 6436991Abstract: Ferulate compounds derived from extracts from the plant Commiphora wightii are used in compositions and methods for prevention and treatment of abnormal cell growth and proliferation in inflammation, neoplasia and cardiovascular disease.Type: GrantFiled: May 21, 2001Date of Patent: August 20, 2002Assignees: Sabinsa Corporation, Sami Chemicals & Extracts (P) Ltd.Inventors: Muhammed Majeed, Vladimir Badmaev, Rajinder Kumar Bammi, Subbalakshmi Prakash, Sankaran Natarajan
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Patent number: 6399828Abstract: A process for making compound of formula I from a phenylpropanolamine salt of formula II wherein: R1 is hydrogen or a lower alkyl group; each R2 is independently a hydrogen, halogen, lower alkyl group, lower alkoxy groups, lower alkyl group substituted with 1 to 5 halogens, lower alkoxy groups substituted with 1 to 5 halogens, or both R2 together when on adjacent carbons constitute a —O(CH2)xO— where x is 1 to 4, thereby forming a ring structure fused with the phenyl group; R3 is a C1-C8-alkyl group, a C1-C12-aralkyl group, C1-C12-alkaryl group, or a phenyl group, each optionally substituted by 1 to 5 substituents selected from halogen, hydroxy, or C1-C6-alkyl; and HX is an equivalent of an organic or inorganic acid, the process comprising: (a) acylating the phenylpropanolamine salt of formula II with an acylating agent in a solvent at elevated temperature to make a reaction mixture containing an O-acylated phenylpropanolamine salt of formula III which canType: GrantFiled: October 29, 2001Date of Patent: June 4, 2002Assignee: Boehringer Ingelheim Chemicals, Inc.Inventors: Robert Frederick Boswell, Young Sek Lo
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Patent number: 6399810Abstract: Methyl cyclohexyl-propionate is prepared by the hydrogenation of methyl cinnamate in the presence of a ruthenium and/or palladium catalyst.Type: GrantFiled: August 15, 2000Date of Patent: June 4, 2002Assignee: Haarmann & Reimer GmbHInventors: Walter Kuhn, Hans-Ulrich Funk, Gerhard Senft, Wolfgang Kiel
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Patent number: 6395921Abstract: [Bis-(trifluoromethyl)-phenyl]-acetic acids are obtained in an advantageous manner by reacting an appropriate bromo- or iodo-bis-(trifluoromethyl)-benzene with a di-C1-C4-alkyl malonate in the presence of a deprotonating agent and a copper salt and hydrolysing and decarboxylating the reaction product in basic medium. It is possible to obtain a mixture of alkyl [bis-(trifluoromethyl)-phenyl]-acetate and alkyl [bis-(tri-fluoromethyl)-phenyl]-malonate by admixing the reaction mixture which is present before hydrolysis and complete decarboxylation with water and acid and heating. From the mixture, it is possible to obtain alkyl [bis-(trifluoromethyl)-phenyl]-acetate by distillation under reduced pressure and dialkyl [bis-(trifluoromethyl)-phenyl]-malonate by work-up by column chromatography, fractional distillation or film distillation. [Bis-(trifluoromethyl)-phenyl]-malonic esters are novel compounds.Type: GrantFiled: August 9, 2000Date of Patent: May 28, 2002Assignee: Bayer AktiengesellschaftInventors: Albrecht Marhold, Jörn Stölting
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Publication number: 20020062041Abstract: A process for preparing phenylacetic acid derivatives of the formula (I) by reacting benzyl chlorides of the formula (II) 1Type: ApplicationFiled: November 9, 2001Publication date: May 23, 2002Applicant: Clariant GmbHInventor: Holger Geissler
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Patent number: 6359165Abstract: Enantiomerically pure &bgr;-hydroxy esters are prepared by a process in which &bgr;-keto esters are reacted with hydrogen in the presence of catalysts of the formula LRuX2 where X is halogen, acetate, allyl, methallyl, 2-phenylallyl, perchlorate, trifluoroacetate, tetrafluoroborate, hexafluoroantimonate, hexafluorophosphate, hexafluoroarsenate or trichloroacetate, L is a bidentate phospholane of the formula I where B=a bridging link with 1-5 carbon atoms between the two phosphorus atoms, R1=H, C1-C6-alkyl, aryl, alkylaryl or SiR23, R2=alkyl or aryl, m=0 or 1, R3=H or OR4, and R4=R1, with the proviso that if m=1 then R3=H and if m=0 then R3 ≠ H.Type: GrantFiled: September 29, 1999Date of Patent: March 19, 2002Assignee: BASF AktienegesellschaftInventors: Rainer Stürmer, Martin Jochen Klatt, Armin Börmer, Jens Holz, Gudrun Voss
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Patent number: 6331655Abstract: The present invention relates to a novel process for the preparation of aromatic carbonyl compounds by oxidative cleavage of styrenes using lipases and hydrogen peroxide or hydrogen peroxide donors in the presence of carboxylic acids or carboxylic esters.Type: GrantFiled: June 9, 2000Date of Patent: December 18, 2001Assignee: Haarmann & Reimer GmbHInventors: Ian-Lucas Gatfield, Jens-Michael Hilmer
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Patent number: 6303052Abstract: An antioxidant composition comprising at least one compound having the formula: wherein R1 and R2 are each hydrocarbon groups having from 1 to 8 carbon atoms, a is from 1 to 3, R3 is a linear alkyl group having from 4 to 22 carbon atoms, and R4 is a linear alkyl group having from 6 to 24 carbon atoms.Type: GrantFiled: March 2, 1999Date of Patent: October 16, 2001Assignee: Condea Vista CompanyInventors: Shirley A. Moy, Kurt W. McWilliams
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Patent number: 6300517Abstract: A description is given of new chiral phosphine ligands containing amino acid groups and having the formula I where R1 is hydrogen, a C1-C7-alkyl radical, a C6-C10-aryl radical or a monovalent metal, preferably sodium or potassium, R2 is hydrogen or a C1-C7-alkyl radical, R3 is hydrogen or an —NR5R6 radical, where R5 and R6 are identical or different and are hydrogen or C1-C7-alkyl or C6-C10-aryl radicals, m is 0 or 1, with the exception of the compounds in which R5 and R6 are hydrogen and at the same time R2 is hydrogen, R4 is phenyl and R1 is methyl or benzyl and a process for their preparation. These phosphine ligands are suitable as constituents of metal complexes which can be used as catalysts for reactions to form C—C, C—H, C—N, C—Si or C═O bonds.Type: GrantFiled: December 10, 1999Date of Patent: October 9, 2001Assignee: Celanese GmbHInventors: Othmar Stelzer, Michael Tepper
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Patent number: 6291704Abstract: Vinyl ether compounds having the formula: R—O—X—O—CH═CH2 wherein R is a radical selected from R1—CnHm—, R1—CnHm—C(═O)—, R1—CnHm—CH[—O—X—O—CH═CH2—], R1—CnHm—CH[—O—X—O—CH═CH2—]C(═O)—, R1—CnHm—CH[—C(═O)—O—X—O—CH═CH2—], R1—CnHm—CH[—C(═O)—O—X—0—CH═CH2—]C(═O)—, R1—[CFCl—CF2—]pCH2— and HCFCl—CF2—, wherein R1 is hydrogen, an unsubstituted or substituted fluorinated aliphatic radical, an unsubstituted or substituted fluorinated cyclic aliphatic radical, an unsubstituted or substituted fluorinated aromatic radical, an unsubstituted or substituted fluorinated araliphatic radical, or an unsubstituted or substituted fluorinated heterocyclic radiType: GrantFiled: March 18, 1999Date of Patent: September 18, 2001Assignee: AlliedSignal Inc.Inventors: Russell F. Anderson, David E. Bradley, David Nalewajek, Haridasan K. Nair, Mariola J. Proszowski, Eugene V. Sitzman, Ellen L. Swan
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Patent number: 6268526Abstract: A mixture formed from an aromatic substituted alcohol and/or an aromatic substituted alkyl halide, and a copper-free palladium catalyst is carbonylated with carbon monoxide. Extremely high yields of the desired alpha-substituted carboxylic acid can be obtained in very short reaction periods by use of a palladium catalyst that is formed from a palladium compound with a valence of zero to two and a cycloalkyldiarylphosphine ligand, such as neomenthyldiphenylphosphine.Type: GrantFiled: December 16, 1998Date of Patent: July 31, 2001Assignee: Albemarle CorporationInventor: Tse-Chong Wu
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Patent number: 6207857Abstract: The compounds of the formula I are precursors for organoleptic and antimicrobial compounds. The latter are generated in the presence of skin bacteria, enzymes or acidic or alkaline conditions. One precursor molecule can provide one or more different compounds.Type: GrantFiled: June 23, 1998Date of Patent: March 27, 2001Assignee: Givaudan-Roure (International) S.A.Inventors: Denise Anderson, Georg Frater
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Patent number: 6127423Abstract: The invention relates to new phenylamidine derivatives, processes for preparing them and their use as pharmaceutical compositions.Type: GrantFiled: July 31, 1998Date of Patent: October 3, 2000Assignee: Boehringer Ingelheim KGInventors: Ralf Anderskewitz, Kurt Schromm, Ernst-Otto Renth, Franz Birke, Hans Michael Jennewein, Christopher John Montague Meade, Andreas Ding
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Patent number: 6096920Abstract: Palladium-catalyzed arylation of an olefin (e.g., ethylene) with an aromatic halide (e.g., 2-bromo-6-methoxynaphthalene, m-bromobenzophenone, or 4-isobutyl-1-bromobenzene) is conducted in specified media. After a special acid or base phase separation procedure, palladium-catalyzed carbonylation of the olefinically-substituted aromatic intermediate is conducted in specified media using CO and water or an alcohol to form arylalkylcarboxylic acid or ester or substituted arylalkylcarboxylic acid or ester (e.g., racemic 2-(6-methoxy-2-naphthyl)propionic acid, 2-(3-benzoylphenyl)propionic acid, or 2-(4-isobutylphenyl)propionic acid). Catalyst recovery procedures enabling recycle of catalyst residues and efficient recovery of amine hydrogen halide scavenger and solvent used in the arylation reaction are described, as well as novel, highly efficient methods of conducting the carbonylation reaction.Type: GrantFiled: July 8, 1998Date of Patent: August 1, 2000Assignee: Albemarle CorporationInventors: Robert H. Allen, R. Carl Herndon, Jr., Kannappan C. Chockalingam, W. Dirk Klobucar, Gary D. Focht, Tse-Chong Wu, Gary D. Heidebrecht, Joseph D. McLean, Yaping Zhong, Thorsten W. Brockmann, Ronny W. Lin, William J. Layman, Jr., Ranjit K. Roy
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Patent number: 6080784Abstract: Compositions with protein kinase C-modulatory, anti-inflammatory and other activities are disclosed.Type: GrantFiled: June 7, 1995Date of Patent: June 27, 2000Assignee: Procyon Pharmaceuticals, Inc.Inventors: Paul E. Driedger, James Quick
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Patent number: 6013832Abstract: The present invention relates to a process for the production of benzene derivatives represented by formula (I), which are useful as intermediates for agricultural chemicals, fine chemical products or pharmaceuticals such as anti inflammatory analgesics. The process includes reacting a compound of chemical formula (II) with a hydroformylating agent and a halogenating agent.Type: GrantFiled: December 18, 1997Date of Patent: January 11, 2000Assignee: Kolon Industries, Inc.Inventors: Sang Hoo Park, Maeng Sup Kim, Sung Min Cho, Ki Sug Kim, Jeong Soo Kim, Eun Jung Cho, Tae Gun Choi, In Soo Park
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Patent number: 6005135Abstract: Water-borne polymeric vehicles are described where the polymeric vehicle includes the amine or ammonium salt of a phenolic ester alcohol.Type: GrantFiled: March 21, 1996Date of Patent: December 21, 1999Assignee: Exxon Chemical Patents Inc.Inventors: Frank N. Jones, Ramachandran P. Subrayan
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Patent number: 5955501Abstract: Compounds having anti-inflammatory and other activities are disclosed. The compounds are derived from phorboids of the diterpene- and benzolactam-classes.Type: GrantFiled: June 7, 1995Date of Patent: September 21, 1999Assignee: Procyon Pharmaceuticals, Inc.Inventors: Paul E. Driedger, James Quick
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Patent number: 5925676Abstract: An ester compound represented by the formula ##STR1## wherein R.sub.1 and R.sub.2 may be the same or different and each represent a C.sub.1 -C.sub.6 alkyl group, or other specified groups, which may be optionally substituted with one or more halogen atoms; and R.sub.3 represents a pyrethroid acid residue (a group resulting from elimination of the carboxyl group from pyrethroid acid), and a pesticidal composition containing the ester compound as an active ingredient.Type: GrantFiled: September 11, 1997Date of Patent: July 20, 1999Assignee: Sumitomo Chemical Company, LimitedInventors: Tomonori Iwasaki, Kazunori Tsushima, Masayo Sugano
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Patent number: 5886211Abstract: 2-(Halomethyl)phenylacetic acid esters (3) which are useful as intermediates for producing agricultural fungicides are produced efficiently and conveniently by reacting a 3-isochromanone derivative (1) with a hydrogen halide and an alcohol or reacting (1) with a halomethyl alkyl ether and then reacting the product with an alcohol in the presence of a base. The starting compound, 3-isochromanone (1), is produced in good yield by reacting an .alpha.,.alpha.'-o-xylene dihalide (4) with carbon monoxide and water in an organic solvent in the presence of a palladium catalyst and an inorganic base and then treating the product with an acid.Type: GrantFiled: March 18, 1998Date of Patent: March 23, 1999Assignees: Sagami Chemical Research Center, Iharanikkei Chemical Industry Co., LtdInventors: Kenji Hirai, Katsuyuki Masuda, Yoshihiro Takao, Masahide Sugiyama, Yukio Ono, Masahumi Matsuzawa
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Patent number: 5847202Abstract: Optically active carboxylic acids, salts or esters, such as the profen-type compounds, are racemized in the presence by nitrogenous bases such as methylbenzylamine by heating an aqueous solution of such optically active compounds in the presence of a suitable excess of an alkali metal hydroxide relative to the amount optically active carboxylic compound present in the solution. The process not only enables conversion of inactive or undesirable enantiomers of compounds such as naproxen or ibuprofen into a usable, desirable enantiomers in an efficient and economical manner, but avoids conversion of the nitrogenous base into amide. Thus the deleterious consequences of amide formation are avoided.Type: GrantFiled: October 22, 1997Date of Patent: December 8, 1998Assignee: Albemarle CorporationInventors: Robert E. Young, Hao V. Phan, Thanikavelu Manimaran, Ronald C. Zumstein
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Patent number: 5808132Abstract: Heptafluoroisobutenyl methyl ether having the following formula: ##STR1## is oxidized with ozone to produce perfluoro(2-methyl-1,2-epoxy-propyl) methyl ether. The resulting intermediate compound is allowed to react with an aromatic compound ArH to produce .alpha.,.alpha.-bis(trifluoromethyl)arylacetic acid methyl ester having the following formula: ##STR2## By hydrolysis, decarboxylation and further hydrolysis of the ester compound, .alpha.,.alpha.-bis(trifluoromethyl)arylacetic acid for use as raw materials for medicines, agricultural chemicals, liquid crystals, etc. or reagents for determining an optical purity can be obtained.Type: GrantFiled: March 12, 1996Date of Patent: September 15, 1998Assignee: Nippon Mektron, LimitedInventors: Takehiro Sonoi, Toshimasa Sagawa, Futoshi Masaki, Toshio Kubota
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Patent number: 5780672Abstract: A process for the preparation of compounds of the formula (1) in which R.sup.1, R.sup.2 and R.sup.3 are as defined in the specification, which includes reacting alcohols or carboxylic acids of the formula (2) in which R.sup.1, R.sup.2 and R.sup.3 are as defined in the specification, with a fluorinating agent of the formula (3) as defined in the specification.Type: GrantFiled: July 11, 1996Date of Patent: July 14, 1998Assignee: Hoechst AktiengesellschaftInventors: Sergej Pasenok, Wolfgang Appel
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Patent number: 5756815Abstract: A process for the preparation of dialkyl arylmalonates of formula I, ##STR1## comprises treating an arylmethlhalide of formula II ##STR2## with magnesium in an inert solvent, and a dialkyl carbonate or an alkyl chloroformate. A and R are as defined. The process is useful in the preparation of intermediate agro or pharmaceutical chemicals, or liquid crystals.Type: GrantFiled: March 18, 1997Date of Patent: May 26, 1998Assignee: American Cyanamid CompanyInventor: Marcus Knell
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Patent number: 5728865Abstract: A process for the preparation of octyl p-methoxy cinnamate is provided. The procedure generally concerns reacting p-bromo anisole with acrylic acid; and esterifying the resulting product with 2-ethyl hexanol. Preferred reactants and conditions are provided.Type: GrantFiled: August 20, 1996Date of Patent: March 17, 1998Assignee: Bromine Compounds Ltd.Inventors: Ariel Ewenson, Bertha Croitoru, Asher Shushan
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Patent number: 5675034Abstract: Process for preparing 3-(p-fluorophenyl)-2-methylpropionic acid and derivatives thereof of the formula (I), ##STR1## in which R is a hydroxy group, a linear or branched (C.sub.1 -C.sub.8)-alkoxy group, an aryloxygroup, an amino group or a (C.sub.1 -C.sub.8)-alkylamino group or a (C.sub.1 -C.sub.8)-dialkylamino group, bya) converting p-fluoroaniline into the p-fluorophenyldiazonium salt of the formula (II) ##STR2## in which X is the equivalent of an anion of an organic or inorganic acid having a pKa value of less than 7,b) reacting the diazonium salt of the formula (II) with a methacrylic acid derivative of the formula (III) ##STR3## in which R is as defined above in the presence of a palladium catalyst, if desired in the presence of a base and/or a solvent, to give the compounds of the formulae (IV) and (V) in which R is as defined above, ##STR4## and c) hydrogenating the resulting compounds of the formulae (IV) and (V) in the presence of a palladium catalyst with hydrogen.Type: GrantFiled: January 2, 1996Date of Patent: October 7, 1997Assignee: Hoechst AktiengesellschaftInventors: Matthias Beller, Hartmut Fischer, Heinz Strutz
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Patent number: 5663416Abstract: 2-Phenylalkanoate esters which are useful as inhibitors of human leukocyte elastase.Type: GrantFiled: April 5, 1995Date of Patent: September 2, 1997Assignee: Cortech Inc.Inventors: Gary P. Kirschenheuter, Lyle W. Spruce, John C. Cheronis
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Patent number: 5654452Abstract: Aromatic acid-derived lipophilic polyhalogenated compounds are provided for use as contrast agents in diagnostic imaging or as therapeutic agents. These compounds are particularly useful when incorporated into an oil-in-water emulsion for tissue-specific delivery to the liver. For hepatocyte-selective delivery, the emulsion is chylomicron remnant-like by being in a size range of 50 to 200 nm and having a composition simulating naturally-occuring chylomicron remnants.Type: GrantFiled: June 7, 1995Date of Patent: August 5, 1997Assignee: Molecular Biosystems, Inc.Inventors: Rolf Lohrmann, Dung K. Hong