Carboxyl Not Directly Attached To A Ring Patents (Class 562/489)
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Publication number: 20150105306Abstract: Sequestering agents for use in fuels and lubricating oils derived from Mannich condensation reaction utilizing a polyisobutyl-substituted hydroxyaromatic compound, an aldehyde, an alkali metal base, and glycine or aspartic acid, or an ester thereof.Type: ApplicationFiled: October 15, 2013Publication date: April 16, 2015Applicant: Chevron Oronite Company LLCInventor: Kenneth D. Nelson
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Publication number: 20150064111Abstract: The invention relates to compounds and use thereof in the diagnosis and/or in treatment of medical disorders. In some embodiments, the compounds may be used for detecting a cancer. The compound may include a di-acid moiety. In some embodiments the di-acid moiety comprises a di-carboxylic acid and in some embodiments the di-acid moiety comprises a di-tetrazole.Type: ApplicationFiled: April 3, 2013Publication date: March 5, 2015Applicant: APOSENSE LTD.Inventors: Joel M. Van Gelder, Menashe Levy, Mirit Argov, Miri Ben-Ami, Ilan Ziv
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Publication number: 20140343284Abstract: A compound of Formula 2 is disclosed wherein R1, MA and MB are as defined in the disclosure. Also disclosed is a method for preparing a compound of Formula 1 wherein RI and X are as defined in the disclosure comprising contacting a compound of Formula 2 with a halogenating agent. Also disclosed is a method for preparing a compound of Formula 4 wherein R1, R3 and R4 are as defined in the disclosure, comprising reacting a compound of Formula 5 wherein R3 and R4 are as defined in the disclosure with a compound of Formula 1, with a compound of Formula 1, the process of preparing the compound of Formula 4 includes the step of preparing the compound of Formula 1 from the compound of Formula 2 by the method disclosed above. Also disclosed is compound that is methyl 3,5-dichlorobenzeneethanimidate methyl 3,5-dichlorobenzeneethanimidate or ethyl 3,5-dichlorobenzeneethanimidate or salts thereof.Type: ApplicationFiled: December 13, 2012Publication date: November 20, 2014Inventor: Wenming Zhang
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Publication number: 20140249199Abstract: The disclosure relates to TAK1 inhibitors, compositions, and uses related thereto. In certain embodiments, the disclosure relates to compounds of formula (I), pharmaceutical compositions having a compound of formula (I), and methods of treating or preventing cancer by administering an effective amount of a pharmaceutical composition having a compound of formula (I) to a subject in need thereof.Type: ApplicationFiled: July 19, 2012Publication date: September 4, 2014Applicants: HEALTH RESEARCH, INC., EMORY UNIVERSITYInventors: Huw M. L. Davies, Spandan Chennamadhavuni, Andrei Bakin
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Publication number: 20130178632Abstract: One aspect of the present invention relates to ligands for transition metals. A second aspect of the present invention relates to the use of catalysts comprising these ligands in various transition-metal-catalyzed carbon-heteroatom and carbon-carbon bond-forming reactions. The subject methods provide improvements in many features of the transition-metal-catalyzed reactions, including the range of suitable substrates, number of catalyst turnovers, reaction conditions, and efficiency. For example, improvements have been realized in transition metal-catalyzed: aryl amination reactions; aryl amidation reactions; Suzuki couplings; and Sonogashira couplings. In certain embodiments, the invention relates to catalysts and methods of using them that operate in aqueous solvent systems.Type: ApplicationFiled: February 15, 2013Publication date: July 11, 2013Applicant: Massachusetts Institute of TechnologyInventor: Massachusetts Institute of Technology
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Patent number: 8350076Abstract: The present invention is directed to novel phenyloin derivative compounds and the use of such compounds as sodium channel blockers. Such compositions have utility as anti-cancer agents and can be used to limit or prevent PCa growth and/or metastasis.Type: GrantFiled: September 11, 2008Date of Patent: January 8, 2013Assignee: University of Virginia Patent FoundationInventor: Milton L. Brown
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Patent number: 8173351Abstract: A compound shown by the following formula (1) can be used as a material for a radiation-sensitive composition capable of forming a resist film which effectively responds to electron beams or the like, exhibits low roughness, and can form a high precision minute pattern in a stable manner.Type: GrantFiled: January 8, 2008Date of Patent: May 8, 2012Assignee: JSR CorporationInventors: Daisuke Shimizu, Ken Maruyama, Toshiyuki Kai, Tsutomu Shimokawa
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Publication number: 20110301305Abstract: According to the present invention, a polymer is obtained by polycondensation of a fluorinated dicarboxylic acid derivative of the general formula (M-1) or an acid anhydride of the fluorinated dicarboxylic acid with a polyfunctional compound having two to four reactive groups corresponding in reactivity to carbonyl moieties of the fluorinated dicarboxylic acid derivative or acid anhydride. [Chem. 134] AOCF2C-Q-CF2COA???(M-1) In the above formula, Q represents a divalent organic group having a substituted or unsubstituted aromatic ring; and A and A? each independently represent an organic group. This polymer exhibits a sufficiently low dielectric constant for use as a semiconductor protection film and has the capability of forming a film at a relatively low temperature of 250° C. or lower.Type: ApplicationFiled: February 18, 2010Publication date: December 8, 2011Applicant: CENTRAL GLASS COMPANY, LIMITEDInventors: Yoshimi Isono, Satoru Narizuka, Hidehisa Nanai, Kazuhiro Yamanaka
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Patent number: 7816385Abstract: A novel class of dicarboxylic acid derivatives, the use of these compounds as pharmaceutical compositions, pharmaceutical compositions comprising the compounds and methods of treatment employing these compounds and compositions. The present compounds may be useful in the treatment and/or prevention of conditions mediated by Peroxisome Proliferator -Activated Receptors (PPAR).Type: GrantFiled: December 12, 2003Date of Patent: October 19, 2010Assignee: High Point Pharmaceuticals, LLCInventors: Per Sauerberg, Lone Jeppesen, Zdenek Polivka, Karel Sindelar
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Patent number: 7799830Abstract: The present invention relates to cinnamic acid dimers, their preparation and the use thereof for treating neurodegenerative disease, which have excellent effect on enhancing the learning and memory-retention ability in vivo and have fewer side-effects by showing no hormone properties, even when administered for a long period of time, and thus which can be used for neurodegenerative disease including dementia.Type: GrantFiled: June 25, 2002Date of Patent: September 21, 2010Assignees: Korea Institute of Science and Technology, Scigenic Co., Ltd.Inventors: Dong-Jin Kim, Kye-Jung Shin, Jaehoon Yu, Hee-Sul Lee
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Patent number: 7695893Abstract: Disclosed are a photo-sensitive compound and a photoresist composition containing the same, for forming ultra-fine photoresist patterns. The photo-sensitive compound is resented by following Formula 1, wherein x is an integer of 1 to 5, y is an integer of 2 to 6, R is a C2˜C20 hydrocarbon group. The photoresist composition comprises 1˜85 weight % of a photo-sensitive compound represented by following Formula 1, 1˜55 weight % of a compound which reacts with a hydroxyl group (—OH) of the compound represented by Formula 1 to combine with the photo-sensitive compound represented by Formula 1; 1˜15 weight % of a photo-acid generator; and 12˜97 weight % of an organic solvent.Type: GrantFiled: June 6, 2008Date of Patent: April 13, 2010Assignee: Dongjin Semichem Co., Ltd.Inventors: Jae-Woo Lee, Jung-Youl Lee, Jeong-Sik Kim, Eu-Jean Jang, Jae-Hyun Kim
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Patent number: 7687664Abstract: The present invention provides novel carboxylic acid derivatives useful as an insulin sensitizer, a salt thereof or a hydrate of them, and a medicament comprising the derivative as the active ingredient. Specifically, it provides a carboxylic acid derivative represented by the following formula (I): (wherein Y, L, X, T, Z, U, M and W are defined in the specification) and a salt thereof, and ester thereof or a hydrate of them.Type: GrantFiled: June 4, 2002Date of Patent: March 30, 2010Assignee: Eisai R&D Management Co., Ltd.Inventors: Fumiyoshi Matsuura, Eita Emori, Masanobu Shinoda, Richard Clark, Shunji Kasai, Hideki Yoshitomi, Kazuto Yamazaki, Takashi Inoue, Sadakazu Miyashita, Taro Hihara
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Publication number: 20090305891Abstract: The disclosure relates to novel cycloalkylphenyl-substituted cyclic ketoenols of the formula (I) in which J, X, Y, m and CKE are as defined above, to processes and intermediates for their preparation and to their use as pesticides and/or herbicides. Moreover, the disclosure relates to selective herbicidal compositions comprising, firstly, the cycloalkylphenyl-substituted cyclic ketoenols and, secondly, a crop plant compatibility-improving compound. The disclosure furthermore relates to increasing the activity of crop protection compositions comprising compounds of the formula (I) by adding ammonium or phosphonium salts and, if appropriate, penetrants.Type: ApplicationFiled: February 8, 2007Publication date: December 10, 2009Applicant: Bayer CropScience AGInventors: Reiner Fischer, Thomas Bretschneider, Stefan Lehr, Dieter Feucht, Eva-Maria Franken, Olga Malsam, Alfred Angermann, Guido Bojack, Christian Arnold, Martin Jeffrey Hills, Heinz Kehne, Christopher Hugh Rosinger
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Patent number: 7605182Abstract: The invention relates to compounds that selectively bind to phospholipid membranes having the features of membranes of apoptotic cells, pharmaceutical compositions comprising the same and therapeutic and diagnostic methods using thereof.Type: GrantFiled: May 2, 2004Date of Patent: October 20, 2009Assignee: Aposense Ltd.Inventors: Anat Shirvan, Ilan Ziv
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Patent number: 7544835Abstract: Carboxylic acid compound or salt or hydrate thereof useful as insulin sensitizer, represented by the formula wherein R1 represents hydrogen, hydroxyl, halogen, carboxyl, or C1-6 alkyl, L represents single bond or C1-6-alkylene, C2-6-alkenylene, or C2-6-alkynylene, M represents single bond or C1-6-alkylene, C2-6-alkenylene, or C2-6-alkynylene, T represents single bond, or C1-3-alkylene, C2-3-alkenylene, or C2-3-alkynylene, W represents carboxyl, represents single bond, X represents single bond, oxygen, —NRX1CQ1O—, —OCQ1NRX1—, —CQ1NRX1O—, ONRX1CQ1—, —Q2SO2—, or —SO2Q2—, Y represents 5- to 14-membered aromatic group, and ring Z represents 5- to 14-membered aromatic group.Type: GrantFiled: April 18, 2002Date of Patent: June 9, 2009Assignee: Eisai R&D Management Co., Ltd.Inventors: Fumiyoshi Matsuura, Eita Emori, Masanobu Shinoda, Richard Clark, Shunji Kasai, Hideki Yoshitomi, Kazuto Yamazaki, Takashi Inoue, Sadakazu Miyashita, Taro Hihara, Hitoshi Harada, Kaya Ohashi
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Patent number: 7470809Abstract: The present invention relates to a novel process for the production of [2-(4-fluoro-benzyl)-phenyl]-acetic acid, a compound obtainable from phthalic anhydride. The process comprises the subsequent steps a) through e): a) reacting phthalic anhydride with fluorobenzene or a derivative thereof in appropriate reaction conditions; b) over reducing the product obtained in step a) at the ketone moiety; c) reducing the product obtained in step b) with sodium dihydro-bis(2-methoxyethoxy)aluminate (Red-Al) to the corresponding alcohol; d) chlorinating the alcohol obtained in step c); e) inserting CO into the product obtained in step d) through an appropriate Pd-containing catalytic system. In an alternative embodiment, the step e) is replaced by the steps f1) and f2): f1) reacting the product obtained in step d) with sodium cyanide; f2) hydrolysing the product obtained in step f1).Type: GrantFiled: August 26, 2005Date of Patent: December 30, 2008Assignee: Janssen Pharmaceutica N.V.Inventors: Michel Joseph Maurice André Guillaume, Yolande Lydia Lang, Armin Roessler, Lars Ulmer, Stefan Marcel Herman Leurs, Dirk De Smaele
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Patent number: 7439383Abstract: The present invention is directed to novel phenytoin derivative compounds and the use of such compounds as sodium channel blockers. Such compositions have utility as anti-cancer agents and can be used to limit or prevent PCa growth and/or metastasis.Type: GrantFiled: April 18, 2003Date of Patent: October 21, 2008Assignee: University of Virginia Patent FoundationInventor: Milton L. Brown
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Patent number: 6870067Abstract: The present invention is concerned with a process for the preparation of trifluorophenylacetic acids using a Grignard reagent and an allylating agent, such as allyl bromide.Type: GrantFiled: October 7, 2003Date of Patent: March 22, 2005Assignee: Merck & Co., Inc.Inventors: Norihiro Ikemoto, Spencer D. Dreher
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Patent number: 6825378Abstract: The present invention provides a process for the synthesis of enantiomerically pure cyclohexylphenyl glycolic acid of formula (1). The present invention more particularly relates to a process using cyclohexylphenyl ketone for the synthesis of enantiomerically pure cyclohexylphenyl glycolic acid of formula (1).Type: GrantFiled: March 28, 2003Date of Patent: November 30, 2004Assignee: Council of Scientific and Industrial ResearchInventors: Pradeep Kumar, Rodney Agustinho Fernandes, Priti Gupta
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Publication number: 20040214888Abstract: The present invention provides novel carboxylic acid derivatives useful as an insulin sensitizer, a salt thereof or a hydrate of them, and a medicament comprising the derivative as the active ingredient.Type: ApplicationFiled: December 3, 2003Publication date: October 28, 2004Inventors: Fumiyoshi Matsuura, Eita Emori, Masanobu Shinoda, Richard Clark, Shunji Kasai, Hideki Yoshitomi, Kazuto Yamazaki, Takashi Inoue, Sadakazu Miyashita, Taro Hihara
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Patent number: 6743941Abstract: The present invention relates to processes for preparing certain piperidine derivatives, including fexofenadine (F), the active ingredient in the non-sedating antihistamine sold in the U.S. under the designation “Allegra®”. This invention also relates to novel synthetic intermediates useful in the processes of the present invention.Type: GrantFiled: June 11, 2002Date of Patent: June 1, 2004Assignee: Aventis Pharma Deutschland GmbHInventors: Collin Schroeder, Ryan Huddleston, Richard Charles
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Patent number: 6700012Abstract: This invention relates to compounds of the formula: wherein R1 is H or C1-C6alkyl and the C1-C6alkyl moiety is straight or branched; R2 and R3 are each independently C1-C6alkyl and the C1-C6alkyl moiety is straight or branched; or stereoisomers thereof.Type: GrantFiled: March 22, 2002Date of Patent: March 2, 2004Assignee: Aventis Pharmaceuticals Inc.Inventor: Timothy A. Ayers
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Patent number: 6689903Abstract: Disclosed is a method for the recovery of crystalline terephthalic acid containing less than about 150 ppmw p-toluic acid by subjecting a solution of terephthalic acid containing minor amounts of p-toluic acid to crystallization in a crystallization zone comprising a plurality of series-connected crystallizers wherein the solution is subjected to rate-controlled evaporative cooling by sequential reduction in pressure and temperature to cause crystallization of terephthalic acid, wherein the pressure of the solution at the end of the crystallization zone is about ambient pressure or less. Solvent which is evaporated from the crystallizers is collected and condensed and the condensed solvent is returned to the crystallization zone at a point subsequent to the crystallizer from which it was obtained.Type: GrantFiled: May 30, 2002Date of Patent: February 10, 2004Assignee: Eastman Chemical CompanyInventors: Ruairi Seosamh O'Meadhra, Robert Lin, Shane Kipley Kirk, Brian David McMurray
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Patent number: 6555287Abstract: An improved light attenuating compound for use in the production of microdevices is provided. Broadly, the light attenuating compound is difunctional and can be directly incorporated (either physically or chemically) into photolithographic compositions such as anti-reflective coatings (ARC) and contact or via hole fill materials. The preferred light attenuating compound comprises functional groups electronically isolated from the light absorbing moieties of the compound. As a result, the spectral properties of the compound are not negatively affected when the functional groups form bonds with other compounds during polymerization or crosslinking.Type: GrantFiled: October 10, 2000Date of Patent: April 29, 2003Assignee: Brewer Science, Inc.Inventor: Shreeram V. Deshpande
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Patent number: 6525093Abstract: Compounds are provided that lower blood glucose concentrations, lower serum triglyceride concentrations, lower systolic blood pressure, and increase glucose uptake by adipose tissue, but do not affect the expression of PPAR-&ggr; by adipose tissue.Type: GrantFiled: November 8, 1999Date of Patent: February 25, 2003Assignee: Calyx Therapeutics Inc.Inventors: Partha Neogi, Bishwajit Nag, Frederick J. Lakner, Debendranath Dey, Satyanarayana Medicherla
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Patent number: 6465700Abstract: Novel 2-substituted 7-haloindenes and methods for synthesizing such indenes are described. The 2-substituted 7-haloindenes may be coupled with any aryl group to produce a metallocene catalyst intermediate.Type: GrantFiled: August 3, 1998Date of Patent: October 15, 2002Assignee: Boulder Scientific CompanyInventors: Jeffrey M. Sullivan, Hamlin H. Barnes
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Patent number: 6376684Abstract: A process for preparing an alkyl phenylglycolic acid is disclosed. It follows the sequence of condensing a substituted acetaldehyde with mandelic acid to provide a 5-phenyl-1,3-dioxolan-4-one, which is condensed with an alkyl ketone or aldehyde to provide a 5-(1-hydroxyalkyl)-5-phenyl-1,3-dioxolan-4-one, which is dehydrated to a 5-(1-alkenyl)-5-phenyl-1,3-dioxolan-4-one. The 5-(1-alkenyl)-5-phenyl-1,3-dioxolan-4-one may be hydrolyzed and reduced to an &agr;-alkylphenylglycolic acid or the hydrolysis and reduction steps may be reversed. The process enables the production of single enantiomers of cyclohexylphenylglycolic acid (CHPGA). An analogous process for racemic CHPGA is disclosed employing racemic mandelic acid and acetone. Novel intermediates in the process are also disclosed.Type: GrantFiled: November 13, 2000Date of Patent: April 23, 2002Assignee: Sepracor Inc.Inventors: Chris Hugh Senanayake, Paul T. Grover
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Patent number: 6265609Abstract: The present invention relate to thio-substituted pentanedioic acid derivatives that inhibit N-Acetylated &agr;-Linked Acidic Dipeptidase (NAALADase) enzyme activity, pharmaceutical compositions comprising the same, and methods of using the same to inhibit NAALADase enzyme activity, to effect neuronal activities, to inhibit angiogenesis, and to treat glutamate abnormalities, compulsive disorders and prostate diseases.Type: GrantFiled: January 12, 1999Date of Patent: July 24, 2001Assignee: Guilford Pharmaceuticals Inc.Inventors: Paul F. Jackson, Keith M. Maclin, Eric Wang, Barbara S. Slusher, Rena Lapidus
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Patent number: 6201151Abstract: A process for preparing an optically active (S)-&agr;-aryl propionic acid, by hydrolyzing a racemic thioester of &agr;-aryl propionic acid at various temperature in different aqueous organic solvents in the presence of an (S)-stereoselective lipase to form an (S)-&agr;-aryl propionic acid product, while the unreacted (R)-thioester of &agr;-aryl propionic acid can be converted to the corresponding (S)-thioester of &agr;-aryl propionic acid via a racemization reaction by adding a base as the catalyst in the solution and then hydrolyzing by the lipase described as above so that the (S)-&agr;-aryl propionic acid can be obtained theoretically at a conversion of 100% and with high optical purity.Type: GrantFiled: December 17, 1998Date of Patent: March 13, 2001Assignee: National Science Council of Republic of ChinaInventors: Shau-Wei Tsai, Chun-Sheng Chang
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Patent number: 6180823Abstract: A process for preparing an alkyl phenylglycolic acid is disclosed. It follows the sequence of condensing a substituted acetaldehyde with mandelic acid to provide a 5-phenyl-1,3-dioxolan-4-one, which is condensed with an alkyl ketone or aldehyde to provide a 5-(1-hydroxyalkyl)-5-phenyl-1,3-dioxolan-4-one, which is dehydrated to a 5-(1-alkenyl)-5-phenyl-1,3-dioxolan-4-one. The 5-(1-alkenyl)-5-phenyl-1,3-dioxolan-4-one may be hydrolyzed and reduced to an &agr;-alkylphenylglycolic acid or the hydrolysis and reduction steps may be reversed. The process enables the production of single enantiomers of cyclohexylphenylglycolic acid (CHPGA). An analogous process for racemic CHPGA is disclosed employing racemic mandelic acid and acetone. Novel intermediates in the process are also disclosed.Type: GrantFiled: November 6, 1998Date of Patent: January 30, 2001Assignee: Sepracor Inc.Inventors: Chris Hugh Senanayake, Paul T. Grover
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Patent number: 6001877Abstract: The phenylalkan(en)oic acids of the formula: ##STR1## as defined herein, posses an antagonistic activity on leukotriene B.sub.4.Type: GrantFiled: May 20, 1998Date of Patent: December 14, 1999Assignee: Ono Pharmaceutical Co., Ltd.Inventors: Mitoshi Konno, Takahiko Nakae, Nobuyuki Hamanaka
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Patent number: 5866604Abstract: Compounds of formula (I) wherein R, R.sub.1, R.sub.2, R.sub.3, R.sub.4, m and n have the meanings reported in the description, processes for their preparation and pharmaceutical compositions which contain them as active ingredients are described. The compounds of formula (I) are endowed with a mixed ACE-inhibitory and NEP-inhibitory activity and are useful in the treatment of cardiovascular diseases.Type: GrantFiled: December 24, 1996Date of Patent: February 2, 1999Assignee: Zambon Group S.p.A.Inventors: Franco Pellacini, Stefano Romagnano, Gabriele Norcini, Francesco Santangelo
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Patent number: 5783593Abstract: The present invention provides a compound of the formula ##STR1## which inhibit squalene synthetase and cholesterol biosynthesis and are useful in the treatment of e.g., hyperlipidaemia, atherosclerosis, or fungal infections, processes for the preparation of the compounds of the invention, intermediates useful in these processes, and pharmaceutical compositions containing the compounds.Type: GrantFiled: April 29, 1996Date of Patent: July 21, 1998Assignee: Abbott LaboratoriesInventors: William R. Baker, Saul H. Rosenberg, Anthony K. L. Fung, Todd W. Rockway, Stephen A. Fakhoury, David S. Garvey, B. Gregory Donner, Stephen J. O'Connor, Rajnandan N. Prasad, Wang Shen, David M. Stout, Gerard M. Sullivan
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Patent number: 5777176Abstract: The present invention relates to novel dimers of 4.4-(disubstituted)cyclohexan-1-ol dimers and delated compounds, pharmaceutical compositions containing these compounds, and their use in treating allergic and inflammatory diseases and for inhibiting the production of Tumor Necrosis Factor (TNF).Type: GrantFiled: June 23, 1997Date of Patent: July 7, 1998Assignee: SmithKline Beecham CorporationInventors: Siegfried B. Christensen, IV, Joseph M. Karpinski
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Patent number: 5777160Abstract: This invention relates to certain 1,4,4-(trsubstituted)cyclohex-1-ene dimers and rlated compounds which are useful in treating allergic and inflammatory diseases and for inhibiting the production of Tumor Necrosis Factor (TNF).Type: GrantFiled: June 23, 1997Date of Patent: July 7, 1998Assignee: SmithKline Beecham CorporationInventors: Siegfried B. Christensen, IV, Joseph M. Karpinski
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Patent number: 5739389Abstract: There are provided an aryl carboxylic acid derivatives of the formula (XVIa) ##STR1## Aryl carboxylic acid derivatives of the formula (XVIa) have a particularly pronounced activity against animal pests, in particular against insects and arachnids, and against weeds.Type: GrantFiled: December 30, 1996Date of Patent: April 14, 1998Assignee: Bayer AktiengesellschaftInventors: Bernd-Wieland Kruger, Reiner Fischer, Heinz-Jurgen Bertram, Thomas Bretschneider, Stefan Bohm, Andreas Krebs, Thomas Schenke, Hans-Joachim Santel, Klaus Lurssen, Robert R. Schmidt, Christoph Erdelen, Ulrike Wachendorff-Neumann, Wilhelm Stendel
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Patent number: 5582814Abstract: Paramagnetic metal complexes of 1-(p-n-butylbenzyl)diethylenetriamine pentaacetic acid and pharmaceutically acceptable salts thereof are effective as tissue-specific MRI contrast agents, and in particular as hepatobiliary MRI contrast agents.Type: GrantFiled: April 15, 1994Date of Patent: December 10, 1996Assignee: Metasyn, Inc.Inventors: Daniel M. Scott, Randall B. Lauffer
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Patent number: 5446186Abstract: The synthesis and compound of a new caged calcium which is an ortho-nitrophenyl derivative of EGTA and various intermediates. It is synthesized in ten steps and 24% overall yield. The photosensitive chelator, nitrophenyl-EGTA, has a K.sub.d for Ca.sup.2+ of 80 nM and for Mg.sup.2+ of 8.8 mM. Upon exposure to ultra-violet light (in the region of 350 nm), the chelator is cleaved, yielding iminodiacetic acid photoproducts with known low Ca-affinity (K.sub.d =1 mM). The quantum yield of photolysis of nitrophenyl-EGTA in the presence of Ca.sup.a+ is 0.23 and in the absence of Ca.sup.2+ is 0.20. In experiments with chemically skinned skeletal muscle fibers, a fully relaxed fiber equilibrated with nitrophenyl-EGTA:Ca.sup.2+ complex, in the presence of physiological [Mg.sup.2+ ] (i.e. 1.0 mM), produced maximal contraction after a single flash from a frequency doubled ruby laser (347 nm). Half-maximal tension was achieved in 18 ms at 15.degree. C.Type: GrantFiled: November 9, 1993Date of Patent: August 29, 1995Inventors: Graham C. R. Ellis-Davies, Jack H. Kaplan
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Patent number: 5436369Abstract: Certain novel alicyclic compounds are effective phospholipase A.sub.2 (PLA.sub.2) inhibitors.Type: GrantFiled: February 23, 1994Date of Patent: July 25, 1995Assignee: Bristol-Myers Squibb CompanyInventors: Joanne J. Bronson, Katharine M. Greene, Muzammil M. Mansuri, Stanley V. D'Andrea, F. Ivy Carroll, Anita Lewin
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Patent number: 5391818Abstract: An unsaturated acid-functional monomer having the structure: ##STR1## wherein R.sup.1 is hydrogen or methyl and Z is a direct bond or is a divalent radial having 1 to about 20 carbon atoms.Type: GrantFiled: January 3, 1994Date of Patent: February 21, 1995Assignee: The Sherwin-Williams CompanyInventor: Rodney M. Harris
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Patent number: 5241081Abstract: The invention relates to new N-alkyl-N-(meth)acryloyloxyalkylcarboxamides of aromatic carboxylic acids and aromatic carboxylic acid anhydrides, their preparation and formulations of these compounds for use as adhesives for the treatment of dental hard substance.Type: GrantFiled: August 9, 1991Date of Patent: August 31, 1993Assignee: Bayer AktiengesellschaftInventors: Michael Muller, Wolfgang Podszun, Werner Finger, Jens Winkel
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Patent number: 5107053Abstract: A ruthenium phosphine complex having catalytic, hydrogenation activity is disclosed. The catalyst as the formula ##STR1## wherein R and R' are the same or different and are C.sub.1 to C.sub.6 linear or branched alkyl; R" is hydrogen or C.sub.1 to C.sub.6 linear or branched alkyl; R.sub.1 is C.sub.1 to C.sub.6 linear or branched alkyl; and n is an integer from 1 to 6.The phosphine complex is particularly useful in the asymmetric hydrogenation of unsaturated carboxylic acids or alkyl esters thereof.Type: GrantFiled: October 25, 1991Date of Patent: April 21, 1992Assignee: Ethyl CorporationInventor: Tse-Chong Wu
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Patent number: 5087728Abstract: A process for producing a carboxylic acid or an ester thereof represented by formula (I): ##STR1## wherein: R represents a hydrogen atom or a lower alkyl group; R.sup.1 represents a lower alkyl group; CH.sub.2 COOR.sup.3, wherein R.sup.3 represents a hydrogen atom or a lower alkyl group; or NHR.sup.4, wherein R.sup.4 represents a formyl group, an acetyl group, a benzoyl group, or a chloroacetyl group, andR.sup.2 represents a hydrogen atom, a lower alkyl group, or a phenyl group,which comprises hydrogenating an unsaturated compound represented by formula (II): ##STR2## wherein R, R.sup.1, and R.sup.2 are as defined above, in the presence of a rhodium or ruthenium complex catalyst having, as a ligand, BICHEP which means 2,2'-bis(dicyclohexylphoshino)-6,6'-dimethyl-1,1'-biphenyl represented by formula (III): ##STR3## is disclosed.Type: GrantFiled: July 11, 1990Date of Patent: February 11, 1992Assignee: Takasago International CorporationInventors: Hiroyuki Nohira, Hidemasa Takaya, Akira Miyashita
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Patent number: 5013854Abstract: An improved process for preparing trialkylsilyl ester and acid halide derivatives of carboxylic acids is provided along with novel trialkylsilyl ester intermediates of 2-(2-furyl)-2-methoximinoacetic acid.Type: GrantFiled: February 2, 1989Date of Patent: May 7, 1991Assignee: Eli Lilly and CompanyInventor: Charles A. Bunnell
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Patent number: 4965394Abstract: The difunctional polyfluoroaromatic compounds represented by the formula ##STR1## wherein X and Y are identical and are selected from the class consisting of --COOR.sup.1, --CH.sub.2 NH.sub.2, --CH.sub.2 NCO and ##STR2## wherein R.sup.1 is --H, alkyl and R.sup.2 and R.sup.3 independently are either --H, X or alkyl and n is either 0 or 1 are disclosed. These compounds are derived from those wherein X and Y are --CN which are produced in a solvent specific reaction. The process comprises reacting pentafluorobenzonitrile with a Grignard reagent of the formula CH.sub.3 MgHal, wherein Hal is --Cl or --Br, in the presence of either tetrahydrofuran, 1,3-dioxolane, dimethoxyethane or diglyme. When the solvent employed is tetrahydrofuran, the cyano compound wherein n is 1 is obtained. When the solvent is 1,3-dioxolane, the cyano compound wherein n is 0 is obtained.Type: GrantFiled: May 23, 1989Date of Patent: October 23, 1990Assignee: ICI Americas Inc.Inventors: Ludwig A. Hartmann, John F. Stephen
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Patent number: 4959488Abstract: Polyfunctional hexasubstituted benzene derivatives wherein at least three of the substituents are saturated carbon chains having from 1 to 21 carbon atoms and functional groups containing hetero functionalities at the ends of the carbon chains and the remainder of the 6 substituents are either saturated carbon chains containing from 1 to 21 carbon atoms or saturated carbon chains containing from 1 to 21 carbon atoms having a functional group including a hetero functional group containing N, O, S, P, or Si at the end of the chains. These derivatives are made by reacting a disubstituted alkyne wherein one or both of the substituents are saturated carbon chains having 1 to 21 carbon atoms to which hetero functional groups are attached with a palladium catalyst and isolating the resulting hexasubstituted benzene derivative.Type: GrantFiled: May 17, 1989Date of Patent: September 25, 1990Assignee: Henkel Research CorporationInventors: James M. Renga, Alan G. Olivero, Mark Bosse
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Patent number: 4897473Abstract: 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: GrantFiled: May 1, 1981Date of Patent: January 30, 1990Assignee: Union Carbide Chemicals and Plastics Company Inc.Inventor: Bernard D. Dombek
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Patent number: 4808747Abstract: Alkylidene compounds and arylidene compounds are prepared by reacting the corresponding CH-acidic compounds with carbonyl compounds in the presence of a catalyst comprising a metal compound of a metal of Groups IIA, IIIA, IVA, IB, IIB, VIB, VIIB, or VIIIB of the periodic table of elements. The rate of reaction is increased by adding 1 to 40% water referred to the weight of catalyst used.Type: GrantFiled: March 14, 1985Date of Patent: February 28, 1989Assignee: Huls AGInventor: Walter K. Homann
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Patent number: 4736044Abstract: A process for the production of a substituted alpha, beta dicarboxylic acid compound substantially free of tar and other resinous reaction byproducts comprising the reaction at conditions favoring the ENE reaction of an ethylenically unsaturated hydrocarbon and an ethylenically unsaturated alpha, beta dicarboxylic acid compound in the presence of a boron compound.Type: GrantFiled: November 14, 1983Date of Patent: April 5, 1988Assignee: Amoco CorporationInventor: Joseph B. Hanson
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Patent number: 4711896Type: GrantFiled: February 21, 1986Date of Patent: December 8, 1987Assignee: EPIS S.A.Inventors: Jacob Bar-Tana, Ernst-Christian Witte, Bernd Hagenbruch, Johannes Pill, Karlheinz Stegmeier