Three-membered Alicyclic Ring Containing Patents (Class 558/434)
  • Patent number: 9595734
    Abstract: A non-aqueous liquid electrolyte for a secondary battery, containing an electrolyte, and at least one or more cyclopropane compound selected from the group consisting of a compound represented by the following formula (I-1), a compound represented by the following formula (II-1), and a compound represented by the following formula (III-1) in an organic solvent, wherein R11 to R15, R21 to R24 and R31 to R34 represent a hydrogen or a specific substituent; L11, L21, L31 and L32 represent a specific linking group; X represents an electron-withdrawing group; and n and m each independently represent 1 or 2.
    Type: Grant
    Filed: April 25, 2014
    Date of Patent: March 14, 2017
    Assignee: FUJIFILM Corporation
    Inventors: Yoshinori Kanazawa, Tatsuya Igarashi
  • Patent number: 8951443
    Abstract: Organic semiconducting material comprising at least one matrix material and at least one doping material, wherein the doping material is selected from a [3]radialene compound, and wherein the matrix material is selected from a terphenyldiamine compound, as well as an organic component and a mixture for producing a doped semiconductor layer.
    Type: Grant
    Filed: April 27, 2011
    Date of Patent: February 10, 2015
    Assignees: Novaled AG, Sensient Imaging Technologies GmbH
    Inventors: Ansgar Werner, Sascha Dorok, Carsten Rothe, Michael Felicetti, Volker Lischewski, Mirko Tschunarjew
  • Patent number: 8911645
    Abstract: The present invention relates to oxocarbon-, pseudooxocarbon- and radialene compounds as well as to their use as doping agent for doping an organic semiconductive matrix material, as blocker material, as charge injection layer, as electrode material as well as organic semiconductor, as well as electronic components and organic semiconductive materials using them.
    Type: Grant
    Filed: November 14, 2013
    Date of Patent: December 16, 2014
    Assignee: Novaled AG
    Inventors: Horst Hartmann, Olaf Zeika, Andrea Lux, Steffen Willmann
  • Publication number: 20140070145
    Abstract: The present invention relates to oxocarbon-, pseudooxocarbon- and radialene compounds as well as to their use as doping agent for doping an organic semiconductive matrix material, as blocker material, as charge injection layer, as electrode material as well as organic semiconductor, as well as electronic components and organic semiconductive materials using them.
    Type: Application
    Filed: November 14, 2013
    Publication date: March 13, 2014
    Applicant: NOVALED AG
    Inventors: Horst Hartmann, Olaf Zeika, Andrea Lux, Steffen Willmann
  • Patent number: 8617426
    Abstract: The present invention relates to oxocarbon-, pseudooxocarbon- and radialene compounds as well as to their use as doping agent for doping an organic semiconductive matrix material, as blocker material, as charge injection layer, as electrode material as well as organic semiconductor, as well as electronic components and organic semiconductive materials using them.
    Type: Grant
    Filed: July 8, 2011
    Date of Patent: December 31, 2013
    Assignee: Novaled AG
    Inventors: Horst Hartmann, Olaf Zeika, Andrea Lux, Steffen Willmann
  • Patent number: 8344163
    Abstract: There is provided a nitrile compound having an excellent controlling effect on arthropod pests represented by the formula (I): wherein m represents in integer of 0 to 4; n represents an integer of 1 to 4; q represents an integer of 0 to 4; Q represents a C1-C4 fluoroalkyl group; Z represents an optionally substituted C2-C6 alkynyl group or a ?N—OR3 group; R1 and R2 independently represent a monovalent C1-C4 chain hydrocarbon group optionally substituted with a halogen atom, etc.; and A represents an optionally substituted monovalent C1-C6 chain hydrocarbon group, etc.
    Type: Grant
    Filed: March 18, 2009
    Date of Patent: January 1, 2013
    Assignee: Sumitomo Chemical Company, Limited
    Inventor: Hiromasa Mitsudera
  • Publication number: 20120329696
    Abstract: The present application relates to perfume raw materials, perfume delivery systems and consumer products comprising such perfume raw materials and/or such perfume delivery systems, as well as processes for making and using such perfume raw materials, perfume delivery systems and consumer products. Such perfume raw materials and compositions, including the delivery systems, disclosed herein expand the perfume communities' options as such perfume raw materials can provide variations on character and such compositions can provide desired odor profiles.
    Type: Application
    Filed: May 24, 2012
    Publication date: December 27, 2012
    Inventors: Hugo Robert Germain Denutte, Johan Smets, An Pintens, Jeanne Alfons Van Aken, Freek Annie Camiel Vrielynck
  • Publication number: 20120310003
    Abstract: A method for producing a salt of an amine with a cyanoalkenylcyclopropanecarboxylic acid, the method comprising a first step of mixing a carboxylic acid compound represented by formula (2C) and at least one amine selected from the group consisting of primary amines and secondary amines in an organic solvent; a second step of depositing a salt of the amine with a cyanoalkenylcyclopropanecarboxylic acid represented by formula (2) from the mixture obtained in the first step; and a third step of recovering the salt deposited in the second step; wherein, R represents an alkyl group optionally having a substituent or a halogen atom.
    Type: Application
    Filed: February 10, 2011
    Publication date: December 6, 2012
    Applicant: SUMITOMO CHEMICAL COMPANY, LIMITED
    Inventors: Ichiro Komoto, Toshio Somyo, Masaji Hirota
  • Patent number: 8273913
    Abstract: This invention describes an amidation process whereby amino acids of the Formulae IIA or IIB can be activated and treated with an amine in the presence of a base to yield amides of the Formula (I), without loss of optical purity.
    Type: Grant
    Filed: March 31, 2008
    Date of Patent: September 25, 2012
    Assignee: Merck Canada Inc.
    Inventors: Paul O'Shea, Francis Gosselin
  • Patent number: 8263797
    Abstract: A method for producing a cyclopropanecarboxylic acid compound represented by formula (VI) (wherein R denotes the same as below), which comprising reacting a compound represented by formula (V) (wherein R denotes a chain hydrocarbon group having 1 to 10 carbon atoms or the like, and R1 denotes a chain hydrocarbon group having 1 to 10 carbon atoms optionally substituted with a halogen atom or the like) with an alkali metal borohydride compound in the presence of a solvent.
    Type: Grant
    Filed: December 22, 2008
    Date of Patent: September 11, 2012
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Toru Uekawa, Jun Ohshita, Kouji Yoshikawa, Ichiro Komoto
  • Publication number: 20120189537
    Abstract: Disclosed are nitrile derivatives and pharmaceutical compositions comprising nitrile derivatives. The pharmaceutical compositions comprise compounds of the formula I and the pharmaceutically acceptable salts of such compounds. Also disclosed are processes for the preparation of such compounds, intermediates used in the preparation of such compounds, and the uses of such compounds in treating hyperproliferative diseases, inflammatory diseases and viral and bacterial infections and inducing apoptosis in cancer cells.
    Type: Application
    Filed: November 22, 2011
    Publication date: July 26, 2012
    Inventor: Krishna Menon
  • Publication number: 20120190648
    Abstract: The present invention relates to a compound of formula (I) or a pharmaceutically acceptable salt, a stereoisomer or a mixture in all proportions of stereoisomers thereof, in particular a mixture of enantiomers, such as a racemic mixture, wherein R represents a (C1-C6)alkyl or (C1-C6)alkenyl group, optionally substituted by one or more groups chosen among an halogen atom, ORa, SRb, NRcRd, PO(ORe)(ORf), CO2Rg, SO2Rh SO3R1, P0(0H)(CH(0H)Rk), CN, N3 and NH—C(?NH)NH2, with Ra, Rb, Rc and Rd, representing, independently of each other, an hydrogen atom, a (C1-C6)alkyl group or a —CO—(C1-C6)alkyl group, Re, Rf, Rg, Rh and R1 representing, independently of each other, an hydrogen atom or a (C1-C6)alkyl group, and Rk representing an aryl or heteroaryl group, said group being optionally substituted by one or more groups selected from an halogen atom and NO2, as well as to the use thereof and to a process for preparing such a compound, to a pharmaceutical composition containing it and to synthesis intermediates.
    Type: Application
    Filed: July 23, 2010
    Publication date: July 26, 2012
    Inventors: Philippe Jubault, Jean-Charles Quirion, Gerald Lemonnier, Cedric Lion
  • Publication number: 20120071528
    Abstract: The invention is directed to novel compounds of Formula I: as well as its stereoisomers and/or pharmaceutically acceptable salts, for the treatment of diabetes and diabetes associated dyslipidemia.
    Type: Application
    Filed: September 20, 2011
    Publication date: March 22, 2012
    Applicant: KAREUS THERAPEUTICS, SA
    Inventors: Ish Khanna, Sivaram Pillarisetti
  • Publication number: 20120046455
    Abstract: A process for the preparation of a 1,1-cyclopropane(nitrile)(electron-acceptor), the process comprising treating an olefin with an acceptor/acceptor-substituted ?-cyanodiazo reagent in the presence of a catalytic amount of a metal porphyrin catalyst.
    Type: Application
    Filed: August 16, 2011
    Publication date: February 23, 2012
    Inventors: X. Peter Zhang, Shifa Zhu
  • Publication number: 20120016150
    Abstract: A process for producing comprising reacting a 3-formyl-2,2-dimethylcyclopropanecarboxylate and propionitrile in the presence of a base to obtain 3-(2-cyano-1-propenyl)-2,2-dimethylcyclopropanecarboxylic acid or its salt.
    Type: Application
    Filed: April 5, 2010
    Publication date: January 19, 2012
    Applicant: SUMITOMO CHEMICAL COMPANY, LIMITED
    Inventors: Toru Uekawa, Jun Ohshita, Ichiro Komoto, Kouji Yoshikawa
  • Publication number: 20110308556
    Abstract: The present application relates to perfume raw materials, perfume delivery systems and consumer products comprising such perfume raw materials and/or such perfume delivery systems, as well as processes for making and using such perfume raw materials, perfume delivery systems and consumer products. Such perfume raw materials and compositions, including the delivery systems, disclosed herein expand the perfume communities' options as such perfume raw materials can provide variations on character and such compositions can provide desired odor profiles.
    Type: Application
    Filed: June 22, 2011
    Publication date: December 22, 2011
    Inventors: Johan Smets, Hugo Robert Germain Denutte, An Pintens, Koen Van Aken, Freek Annie Camiel Vrielynck
  • Publication number: 20110309309
    Abstract: The present invention relates to oxocarbon-, pseudooxocarbon- and radialene compounds as well as to their use as doping agent for doping an organic semiconductive matrix material, as blocker material, as charge injection layer, as electrode material as well as organic semiconductor, as well as electronic components and organic semiconductive materials using them.
    Type: Application
    Filed: July 8, 2011
    Publication date: December 22, 2011
    Applicant: NOVALED AG
    Inventors: Horst Hartmann, Olaf Zeika, Andrea Lux, Steffen Willmann
  • Patent number: 8076505
    Abstract: Compounds represented by formula (I): may be conveniently prepared by a process in which a Suzuki reaction is performed as an early step.
    Type: Grant
    Filed: May 15, 2009
    Date of Patent: December 13, 2011
    Assignee: Chiesi Farmaceutici S.p.A.
    Inventors: Benoit Folleas, Hubert Botte, Thomas Delacroix, Fausto Pivetti
  • Patent number: 8057712
    Abstract: The present invention relates to radialene compounds as well as to their use as doping agent for doping an organic semiconductive matrix material, as blocker material, as charge injection layer, as electrode material as well as organic semiconductor, as well as electronic components and organic semiconductive materials using them.
    Type: Grant
    Filed: November 4, 2008
    Date of Patent: November 15, 2011
    Assignee: Novaled AG
    Inventors: Olaf Zeika, Steffen Willmann, Sascha Dorok, Ansgar Werner, Christine Bachmann
  • Publication number: 20110207835
    Abstract: The use of short chain ?,?-unsaturated nitriles as flavour and fragrance ingredient and flavour and fragrance applications comprising them.
    Type: Application
    Filed: September 26, 2007
    Publication date: August 25, 2011
    Applicant: Givaudan SA
    Inventors: Thierry Granier, Antoine Gaillard
  • Patent number: 7981324
    Abstract: The present invention relates to oxocarbon-, pseudooxocarbon- and radialene compounds as well as to their use as doping agent for doping an organic semiconductive matrix material, as blocker material, as charge injection layer, as electrode material as well as organic semiconductor, as well as electronic components and organic semiconductive materials using them.
    Type: Grant
    Filed: April 29, 2008
    Date of Patent: July 19, 2011
    Assignee: Novaled AG
    Inventors: Horst Hartmann, Olaf Zeika, Andrea Lux, Steffen Willmann
  • Publication number: 20100298374
    Abstract: Disclosed are nitrile derivatives and pharmaceutical compositions comprising nitrile derivatives. The pharmaceutical compositions comprise compounds of the formula I and the pharmaceutically acceptable salts of such compounds. Also disclosed are processes for the preparation of such compounds, intermediates used in the preparation of such compounds, and the uses of such compounds in treating hyperproliferative diseases, inflammatory diseases and viral and bacterial infections and inducing apoptosis in cancer cells.
    Type: Application
    Filed: May 14, 2010
    Publication date: November 25, 2010
    Applicant: CELLCEUTIX CORPORATION
    Inventor: Krishna MENON
  • Publication number: 20100137178
    Abstract: The present application relates to perfume raw materials, perfume delivery systems and consumer products comprising such perfume raw materials and/or such perfume delivery systems, as well as processes for making and using such perfume raw materials, perfume delivery systems and consumer products. Such perfume raw materials and compositions, including the delivery systems, disclosed herein expand the perfume communities options as such perfume raw materials can provide variations on character and such compositions can provide desired odor profiles.
    Type: Application
    Filed: December 1, 2009
    Publication date: June 3, 2010
    Inventors: Johan Smets, Hugo Robert Germain Denutte, An Pintens, David Thomas Stanton, Koen Van Aken, Inge Helena Hubert Laureyn, Bram Denolf, Freek Annie Camiel Vrielynck
  • Publication number: 20100102709
    Abstract: The present invention relates to radialene compounds as well as to their use as doping agent for doping an organic semiconductive matrix material, as blocker material, as charge injection layer, as electrode material as well as organic semiconductor, as well as electronic components and organic semiconductive materials using them.
    Type: Application
    Filed: November 4, 2008
    Publication date: April 29, 2010
    Inventors: Olaf Zeika, Steffen Willmann, Andrea Lux, Horst Hartmann, Sascha Dorok, Ansgar Werner
  • Patent number: 7704941
    Abstract: Improved citral derivatives, and fragrances and flavorings including the derivatives, that have a longer useful shelf life than citral and/or fragrances and flavorings including citral, are disclosed. In particular, the derivatives maintain the fragrance characteristics of citral, while lowering the allergic properties, and lemony flavors and fragrances with a longer shelf-life than citral, are disclosed. Also disclosed are methods of making the derivatives, and articles of manufacture including the derivatives. In one embodiment, the derivatives are prepared by replacing one or more double bonds in citral with a cyclopropyl group, which can be unsubstituted, or substituted with one or two lower alkyl, preferably methyl groups. The alkyl groups can optionally be substituted, for example, with electron donating groups, electron with drawing groups, groups which increase the hydrophilicity or hydrophobocity, and the like.
    Type: Grant
    Filed: September 26, 2007
    Date of Patent: April 27, 2010
    Assignee: Flexitral, Inc.
    Inventor: Luca Turin
  • Publication number: 20090317529
    Abstract: Aromachemical compounds of Formula I, compositions comprising these compounds and processes for their preparation are disclosed, wherein R1 is H, C(O)O—CH2—CH3; C(O)O—CH3, or C(O)O—H; R2 is methyl; R3 and R4 are H; R5 and R6 are CH3; Z is C(H)2; and X is —CN. The double bond attached to X can be in the E or Z configuration.
    Type: Application
    Filed: June 15, 2009
    Publication date: December 24, 2009
    Applicant: Flexitral, Inc.
    Inventor: Luca Turin
  • Patent number: 7572930
    Abstract: The present invention provides a novel montelukast intermediate and a simple and straightforward process for preparing it. According to the present invention, by using this intermediate and the process, essentially as described herein, montelukast acid and salts thereof are obtained.
    Type: Grant
    Filed: February 1, 2007
    Date of Patent: August 11, 2009
    Assignee: Chemagis Ltd.
    Inventors: Yanling Wang, Yuang Wang, Michael Brand, Joseph Kaspi
  • Patent number: 7547701
    Abstract: The present invention is directed to compounds that are inhibitors of cysteine proteases, in particular, cathepsins B, K, L, F, and S and are therefore useful in treating diseases mediated by these proteases. The present invention is directed to pharmaceutical compositions comprising these compounds and processes for preparing them.
    Type: Grant
    Filed: September 17, 2004
    Date of Patent: June 16, 2009
    Assignee: Virobay, Inc.
    Inventors: John O. Link, Craig J. Mossman, Soon H. Woo, Sheila M. Zipfel
  • Publication number: 20080265216
    Abstract: The present invention relates to oxocarbon-, pseudooxocarbon- and radialene compounds as well as to their use as doping agent for doping an organic semiconductive matrix material, as blocker material, as charge injection layer, as electrode material as well as organic semiconductor, as well as electronic components and organic semiconductive materials using them.
    Type: Application
    Filed: April 29, 2008
    Publication date: October 30, 2008
    Applicant: NOVALED AG
    Inventors: Horst Hartmann, Olaf Zeika, Andrea Lux, Steffen Willmann
  • Patent number: 7407959
    Abstract: This invention relates to a novel class of compounds which are cysteine protease inhibitors, including but not limited to, inhibitors of cathepsins K, L, S and B. These compounds are useful for treating diseases in which inhibition of bone resorption is indicated, such as osteoporosis.
    Type: Grant
    Filed: November 18, 2005
    Date of Patent: August 5, 2008
    Assignee: Merck Frosst Canada & Co.
    Inventors: Jacques Yves Gauthier, Chun Sing Li, Christophe Mellon
  • Patent number: 7384897
    Abstract: The present invention is directed to the novel cyclopropanated cyclohexyl ester compounds of the general formula:
    Type: Grant
    Filed: March 22, 2007
    Date of Patent: June 10, 2008
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Anubhav P. S. Narula, Edward Mark Arruda, Franc T. Schiet
  • Patent number: 7375134
    Abstract: This invention relates to a novel class of compounds which are cysteine protease inhibitors, including but not limited to, inhibitors of cathepsins K, L, S and B. These compounds are useful for treating diseases in which inhibition of bone resorption is indicated, such as osteoporosis.
    Type: Grant
    Filed: February 28, 2003
    Date of Patent: May 20, 2008
    Assignees: Axys Pharmaceuticals, Inc., Merck Frosst Canada & Co.
    Inventors: Christopher I. Bayly, Cameron Black, Serge Leger, Chun Sing Li, Dan McKay, Christophe Mellon, Jacques Yves Gauthier, Vouy-Linh Truong, Cheuk Lau, Michel Therien
  • Publication number: 20080103085
    Abstract: The compound 5-(2,2-dimethyl-cyclopropyl)-3-methyl-pent-2-enenitrile and its use in fragrance or flavour applications.
    Type: Application
    Filed: December 20, 2005
    Publication date: May 1, 2008
    Applicant: Givaudan SA
    Inventor: Fridtjof Schroder
  • Patent number: 7164047
    Abstract: A process for preparation of cyclopropylethanol, which comprises subjecting a 3-cyclopropyl-2,3-epoxypropionic acid ester to solvolysis, treating the product of the solvolysis with an acid to obtain cyclopropylacetaldehyde, and reducing the obtained cyclopropylacetaldehyde; and a process for preparation of cyclopropylacetonitrile, which comprises subjecting a 3-cyclopropyl-2,3-epoxypropionic acid ester to solvolysis in the presence of a base, treating the product of the solvolysis with an acid to obtain cyclopropylacetaldehyde, reacting the obtained cyclopropylacetaldehyde with hydroxylamine or salts thereof to obtain cyclopropaneacetaldehyde oxime, and reacting the obtained cyclopropaneacetaldehyde oxime with acetic anhydride. According to the present invention, cyclopropylethanol and cyclopropylacetonitrile can be prepared at low costs and industrially advantageously.
    Type: Grant
    Filed: October 31, 2002
    Date of Patent: January 16, 2007
    Assignee: Kuraray Co., Ltd.
    Inventor: Katsuji Ujita
  • Publication number: 20040002542
    Abstract: Succinoylamino hydroxyethylamino sulfonyl urea derivatives are effective as retroviral protease inhibitors, and in particular as inhibitors of HIV protease.
    Type: Application
    Filed: December 10, 2002
    Publication date: January 1, 2004
    Applicant: G.D. Searle & Co.
    Inventors: Michael L. Vazquez, Richard A. Mueller, John J. Talley, Daniel P. Getman, Gary A. DeCrescenzo, Eric T. Sun
  • Publication number: 20030195119
    Abstract: A cyclopropanecarboxylic acid ester compound of formula (1): 1
    Type: Application
    Filed: April 10, 2003
    Publication date: October 16, 2003
    Inventor: Tatsuya Mori
  • Patent number: 6500978
    Abstract: A process for producing cyclopropanecarbonitrile involves reacting cyclopropanecarbaldoxime with acetic anhydride to obtain a mixture containing acetic acid and cyclopropanecarbonitrile. The acetic acid can be removed from the mixture through azeotropic distillation of acetic acid with a solvent that forms with acetic acid an azeotropic mixture having an azeotropic point lower than the boiling point of the cyclopropanecarbonitrile.
    Type: Grant
    Filed: February 25, 2002
    Date of Patent: December 31, 2002
    Assignee: Kuraray Co., Ltd.
    Inventors: Tatsuhiko Hayashibara, Junko Sato, Eriko Matsuda, Masahiro Torihara, Yoshin Tamai
  • Publication number: 20020120163
    Abstract: A process for producing cyclopropanecarbonitrile involves reacting cyclopropanecarbaldoxime with acetic anhydride to obtain a mixture containing acetic acid and cyclopropanecarbonitrile. The acetic acid can be removed from the mixture through azeotropic distillation of acetic acid with a solvent that forms with acetic acid an azeotropic mixture having an azeotropic point lower than the boiling point of the cyclopropanecarbonitrile.
    Type: Application
    Filed: February 25, 2002
    Publication date: August 29, 2002
    Applicant: KURARAY CO. LTD
    Inventors: Tatsuhiko Hayashibara, Junko Sato, Eriko Matsuda, Masahiro Torihara, Yoshin Tamai
  • Patent number: 6433212
    Abstract: Compounds of the structure: wherein R1 is H, a C1 to C4 alkyl, or a substituted C1 to C4 alkyl; R2 is H or a cyanoethyl; n is an integer of 1 to 4, and y is 1 or 2, and a method for making the compounds. The compounds are made by reacting acrylonitrile with one or more cycloaliphatic vicinal diamines in the presence of water and a catalytic amount of an acid catalyst having a PKa of −3.0 to 7.5.
    Type: Grant
    Filed: January 31, 2001
    Date of Patent: August 13, 2002
    Assignee: Air Products and Chemicals, Inc.
    Inventor: Juan Jesus Burdeniuc
  • Patent number: 6323346
    Abstract: In the presence of an iridium compound, an imine of the following formula (1): wherein R1, R2 and R3 are each, identical to or different from one another, a hydrogen atom or a non-reactive organic group, where R1 and R2 may be combined to form a ring together with the adjacent carbon atom, is reacted with a diazoacetic acid derivative of the following formula (2): N2CHR4  (2) wherein R4 is a cyano group, an alkoxycarbonyl group, a carbamoyl group or the like, to yield an aziridine compound of the following formula (5): wherein R1, R2, R3 and R4 have the same meanings as defined above. The process can easily and efficiently produce aziridine compounds.
    Type: Grant
    Filed: March 9, 2000
    Date of Patent: November 27, 2001
    Assignee: Daicel Chemical Industries, Ltd.
    Inventors: Yasutaka Ishii, Tatsuya Nakano
  • Patent number: 6313339
    Abstract: Certain cyclopropyl oxime ethers substituted by aryl and heterocyclic moieties possess broad spectrum fungicidal and insecticidal properties. These compounds are disclosed along with compositions containing these compounds and methods for controlling fungi and insects by the use of a fungitoxic or insecticidal amount of these compounds.
    Type: Grant
    Filed: February 17, 2000
    Date of Patent: November 6, 2001
    Inventors: Ronald Ross, Jr., Duyan Vuong Nguyen, Steve Howard Shaber
  • Patent number: 6297230
    Abstract: The present invention is directed to novel anti-cancer compounds of the formula. wherein X is CN, R4 is hydrogen or lower alkyl; and R5 is lower alkyl, lower cycloalkyl, alkenyl, alkynyl, aryl, monosubstituted aryl, disubstituted aryl, aryl lower alkyl, lower alkoxycarbonyl lower alkyl, or heterocyclic ring, with the proviso that when X is CN, and R4 is hydrogen, then R5 is not CH3, C6H5, or, p-nitrophenyl. R4, R5 and N taken together form a heterocyclic ring.
    Type: Grant
    Filed: April 10, 2000
    Date of Patent: October 2, 2001
    Assignee: Amplimed, Inc.
    Inventors: William A. Remers, Evan M. Hersh, Robert T. Dorr, Bhashyam Iyengar
  • Patent number: 6046353
    Abstract: A method of making (.+-.)-3-(aminomethyl)-5-methylhexanoic acid that comprises condensing isovaleraldehyde with ##STR1## to form primarily ##STR2## reacting the ##STR3## with a cyanide source to form ##STR4## decarboxylating the ##STR5## to form ##STR6## hydrolyzing the ##STR7## with an alkali or alkaline earth metal hydroxide to form an alkali or alkaline earth metal carboxylate salt; and hydrogenating the alkali or alkaline earth metal carboxylate salt to form (.+-.)-3-(aminomethyl)-5-methylhexanoic acid, wherein R.sub.1 and R.sub.2 are the same or different and are hydrogen, C.sub.1 -C.sub.6 alkyl, aryl, benzyl, or C.sub.3 -C.sub.6 cycloalkyl. The present invention also provides a method of making (.+-.
    Type: Grant
    Filed: August 26, 1998
    Date of Patent: April 4, 2000
    Assignee: Warner-Lambert Company
    Inventors: Todd Michel Grote, Brian Keith Huckabee, Thomas Mulhern, Denis Martin Sobieray, Robert Daniel Titus
  • Patent number: 5925676
    Abstract: 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: Grant
    Filed: September 11, 1997
    Date of Patent: July 20, 1999
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Tomonori Iwasaki, Kazunori Tsushima, Masayo Sugano
  • Patent number: 5856518
    Abstract: This invention is to provide a compound represented by the following formula (I) and a compound represented by the following formula (II) useful as an antibacterial agent which is obtained by the compound of folmula (I), and also to provide a novel synthetic process for the inexpensive, short-step and industrially advantageous production thereof.
    Type: Grant
    Filed: November 26, 1997
    Date of Patent: January 5, 1999
    Assignee: Daiichi Pharmaceutical Co., Ltd.
    Inventors: Toshifumi Akiba, Tutomu Ebata, Tatsuru Saito, Sadahiro Shimizu, Keiichi Hirai, Naoki Ohta, Toshiaki Tojo
  • Patent number: 5550258
    Abstract: The present invention provides an ester compound represented by a formula I: ##STR1## wherein R.sub.1 denotes a hydrogen atom or a methyl group; R.sub.2 represents a 1-methyl-2-propenyl group, a 1-methyl-2-propynyl group, a 3,3-dihalogeno-1-methyl-2-propenyl group, or a C.sub.1 -C.sub.1 6 alkyl group which may be substituted with at least one halogen atom; and R.sub.3 represents an acid residue of pyrethroids.The invention also relates to an active agent for controlling noxious insect pests containing the ester compound as an active ingredient, an intermediate for production of the ester compound and a process for producing the intermediate. The ester compound represented by the formula I has good activities for controlling noxious insect pests.
    Type: Grant
    Filed: August 23, 1994
    Date of Patent: August 27, 1996
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Tomonori Iwasaki, Masaya Suzuki, Takashi Furukawa, Kazunori Tsushima, Takao Ishiwatari, Toru Tsuchiya
  • Patent number: 5530022
    Abstract: A compound in all possible stereoisomeric forms and their mixtures of the formula ##STR1## wherein R is selected from the group consisting of ##STR2## having excellent pesticidal, particularly insecticidal, properties.
    Type: Grant
    Filed: August 9, 1994
    Date of Patent: June 25, 1996
    Assignee: Roussel-Uclaf
    Inventors: Didier Babin, Marc Benoit, Jean P. Demoute
  • Patent number: 5504112
    Abstract: A compound in all possible stereoisomeric forms and their mixtures of the formula ##STR1## wherein X is selected from the group consisting of hydrogen, --CN, alkyl, alkenyl and alkynyl of up to 4 carbon atoms and aralkynyl of up to 10 carbon atoms, Y is selected from the group consisting of halogen, --CF.sub.3, --CH.sub.2 F and --CHF.sub.2 and R.sub.1 is hydrogen and R.sub.2 is halogen or R.sub.1 and R.sub.2 are --CF.sub.3 or R.sub.1 and R.sub.2 are individually halogen.
    Type: Grant
    Filed: May 15, 1995
    Date of Patent: April 2, 1996
    Assignee: Roussel Uclaf
    Inventors: Didier Babin, Marc Benoit, Raphael Bouchet, Jean-Pierre Demoute
  • Patent number: 5502234
    Abstract: Disclosed is a novel process for the preparation and separation of cyclopropanecarbonitrile (CPCN) from cyclopropropanecarboxaldehyde (CPCA) using a combination of three process steps. The process involves the steps of (1) reacting (CPCA) with hydroxylamine base in the presence of water to obtain CPCA oxime, (2) contacting the CPCA oxime of step (1) with formic acid to obtain CPCN, and (3) contacting the mixture comprising CPCN formed in step (2) with a base to obtain a mixture comprising an organic phase containing CPCN and an aqueous phase. The reactants and intermediates involved in each step are used within certain defined ratios.
    Type: Grant
    Filed: July 17, 1995
    Date of Patent: March 26, 1996
    Assignee: Eastman Chemical Company
    Inventor: Shaowo Liang
  • Patent number: RE35230
    Abstract: A method of enantiomerically enriching chiral cyanohydrins is disclosed that involves selective cleavage of the unwanted enantiomer into its cleavage products HCN and the corresponding aldehyde or ketone by use of an enantioselective dehydrocyanation catalyst, coupled with simultaneous removal of at least one of the dehydrocyanation products.
    Type: Grant
    Filed: February 7, 1994
    Date of Patent: May 7, 1996
    Assignee: Bend Research, Inc.
    Inventor: Paul van Eikeren