Cyclopropyl Patents (Class 562/506)
  • Patent number: 10385000
    Abstract: Disclosed is a new method for synthesizing 2-fluorocyclopropanecarboxylic acid comprising: 1) performing reaction of 1,1-dichloro-1-fluoroethane with thiophenol in the presence of an alkali, to produce a phenyl sulfide intermediate; 2) performing oxidation reaction of the phenyl sulfide intermediate with Oxone; 3) performing elimination reaction of the product of Step 2) in the presence of an alkali, to obtain 1-fluoro-1-benzenesulfonyl ethylene; 4) performing addition reaction of the 1-fluoro-benzenesulfonyl ethylene with ethyl diazoacetate in the presence of a catalyst, to obtain a cyclopropane intermediate; 5) performing elimination reaction of the cyclopropane intermediate in the presence of an alkali before acidification, to obtain 2-fluorocyclopropanecarboxylic acid. Herein, the synthetic route is short, used materials are bulk commodities, and raw materials are inexpensive and readily available. The process can be safely scaled up by replacing commonly used mCPBA reagents with Oxone.
    Type: Grant
    Filed: April 25, 2017
    Date of Patent: August 20, 2019
    Assignee: CHEN-STONE (GUANGZHOU) CO., LTD.
    Inventors: Yingjie Lai, Xuyan Wang
  • Publication number: 20150133654
    Abstract: The present invention provides methods and intermediates for the preparation of (1aR,12bS)-8-cyclohexyl-11-fluoro-N-((1-methylcyclopropyl)sulfonyl)-1a-((3-methyl-3,8-diazabicyclo[3.2.1]oct-8-yl)carbonyl)-1,1a,2,12b-tetrahydrocyclopropa[d]indolo[2,1-a][2]benzazepine-5-carboxamide (formula I), including pharmaceutically acceptable salts. The compound has activity against hepatitis C virus (HCV) and may be useful in treating those infected with HCV.
    Type: Application
    Filed: July 16, 2013
    Publication date: May 14, 2015
    Inventors: Albert J. DelMonte, Kenneth J. Natalie, JR., Kenneth J. Fraunhoffer, Christina Ann Risatti, Chao Hang, Zhinong Gao, Akin H. Davulcu, Wenhao Hu
  • Patent number: 9023761
    Abstract: The present invention discloses a method of inhibiting an ethylene response in a plant, comprising step of applying to at least one portion of the plant an effective ethylene response-inhibiting amount of a H1-cyclopropene-1-propanoic acid salt (CPAS). A method of prolonging the life of a cut flower, comprising applying to the cut flower an effective life-prolonging amount of CPAS and a method for the production a CPAS, comprising steps of (i) preparing 4-bromo-4-pentenoic acid or derivatives thereof; (ii) producing 1-cyclopropene-1-propanoic acid; and (iii), converting this acid into its water soluble salt, especially its sodium salt are presented. Additionally, a new family of water soluble CPAS inhibitors for ethylene response in a plant is disclosed.
    Type: Grant
    Filed: July 17, 2008
    Date of Patent: May 5, 2015
    Assignees: Yissum Research Development Company of the Hebrew University of Jerusalem Ltd., North Carolina State University
    Inventors: Raffi Goren, Akiva Apelbaum, Eliezer Goldschmidt, Moshe Huberman, Joseph Riov, Edward C. Sisler
  • Publication number: 20150112076
    Abstract: The present application provides processes for making pesticidal compounds and compounds useful both as pesticides and in the making of pesticidal compounds.
    Type: Application
    Filed: October 17, 2014
    Publication date: April 23, 2015
    Inventors: Qiang YANG, Beth LORSBACH, Gregory T. WHITEKER, Gary ROTH, Carl DeAMICIS, Thomas P. CLARK, Kaitlyn GRAY, Belgin CANTURK, Elisabeth J. KANE, Yu ZHANG, Joseck M. MUHUHI
  • Patent number: 9012500
    Abstract: The present invention aims to obtain an optical isomer of DCP-LA, which shows more superior activity and is suitable for clinical utilization, and provide an agent having a superior PKC-? activation action, a prophylactic and/or therapeutic agent for neurotransmitter release disorders, and a prophylactic and/or therapeutic agent for neuropsychiatric diseases, which contain the isomer as an active ingredient. A compound represented by the following formula: or a pharmaceutically acceptable salt thereof, and a selective PKC-? activator containing same as an active ingredient, and is the like.
    Type: Grant
    Filed: November 15, 2011
    Date of Patent: April 21, 2015
    Assignee: Nishizaki Bioinformation Research Institute
    Inventors: Tomoyuki Nishizaki, Akito Tanaka
  • Publication number: 20150072060
    Abstract: A flavour composition comprising a compound according to the formula (I) or edible salts thereof, wherein R1 is an alkyl residue containing 6 to 20 carbon atoms, or an alkene residue containing from 9 to 25 carbon atoms with 1 to 6 double bonds, R1 together with the carbonyl group to which it is attached is a residue of a carboxylic acid, and NR2R3, in which R3 is H or together with R2 and the N-atom to which they are attached, a 5-membered ring, is a residue of an amino acid, in particular a proteinogenic amino acid, ornithine, gamma-aminobutyric acid or beta alanine, or a 1-amino cycloalkyl carboxylic acid.
    Type: Application
    Filed: March 28, 2013
    Publication date: March 12, 2015
    Inventors: Feng Shi, Harry Renes, Esther Van Ommeren, Susanna Magdalena Vorster, Yili Wang, Adri De Klerk, Xiaogen Yang
  • Publication number: 20150044347
    Abstract: Compounds represented by the formula and their edible salts, and edible compositions containing same wherein R1 is an alkyl residue containing 6 to 20 carbon atoms, or an alkene residue containing from 9 to 25 carbon atoms with 1 to 6 double bonds, such that R1 together with the carbonyl group to which it is attached is a residue of a carboxylic acid, and the amino acid residue connected to the carbonyl carbon atom is a residue of a 1-amino cycloalkane carboxylic acid (ACCA), and n is 1, 2, 3 or 4
    Type: Application
    Filed: March 28, 2013
    Publication date: February 12, 2015
    Inventors: Feng Shi, Harry Renes, Esther Van Ommeren, Susanna Vorster, Yili Wang, Adri De Klerk, Stephan Haiber, Eric Houben, Jacob Elings
  • Publication number: 20140343289
    Abstract: The problem to be solved by the present invention is to ea lily and efficiently produce an amino acid having 2 to 7 carbon atoms as a high-purity solid without complicated operation, which is useful as a synthetic intermediate for medicines or agrochemicals. The present invention is characterized in comprising a step of precipitating solid amino acid with high purity. In the present invention, the by-produced salt composed of the sulfonic acid and the amine was removed to the mother liquor by reacting an amine with a sulfonic acid salt of amino acid in an aprotic polar solvent, or by reacting a sulfonic acid with an amine salt of amino acid in an aprotic polar solvent. The sulfonic acid salt of amino acid, for example, may be produced by reacting a N-(tert-butoxycarbonyl) amino acid with a sulfonic acid, or by reacting an amino acid tert-butyl ester with a sulfonic acid.
    Type: Application
    Filed: January 21, 2013
    Publication date: November 20, 2014
    Applicant: Kaneka Corporation
    Inventors: Masatoshi Ohnuki, Akira Nishiyama
  • Patent number: 8889894
    Abstract: A compound of formula (I) for use in the treatment of a disease of the immune system; wherein R is an optionally-substituted alkyl, alkenyl, alkynyl, aryl, arylalkyl or alkylaryl moiety having from 1 to 50 carbon atoms; R1 is an optionally-substituted alkyl, alkenyl, alkynyl, aryl, arylalkyl or alkylaryl moiety having from 1 to 40 carbon atoms; each of R2, R3 and R4 is independently selected from an optionally-substituted alkylene, alkenylene, alkynylene, arylene, arylalkylene or alkylarylene moiety having from 1 to 40 carbon atoms; each of X, Y and Z is independently selected from an optionally-substituted alkylene, alkenylene, alkenylene, arylene, alkylarylene, cycloalkylene, ketone, ester, amide, imide, imine, thioether, ether, thioester and thioketone; and P is selected from hydrogen, an alkyl group, a sugar residue, or a metal, phosphonium or ammonium species; wherein at least one of X, Y and Z includes a moiety selected from cyclopropyl, C=A, C-AH and C—OR5; wherein R5 is alkyl or haloalkyl, and A is O,
    Type: Grant
    Filed: April 22, 2009
    Date of Patent: November 18, 2014
    Assignees: Bangor University, Universiteit Gent
    Inventors: Mark Stephen Baird, Juma′ a Raheem Najeem Al-Dulayy-mi, Cornelias Theunissen, Gani Koza, Seppe Vander-Beken, Johan Adriaan Marc Grooten
  • Publication number: 20140336405
    Abstract: Disclosed is a method for the synthesis of spiro[2.5]octane-5,7-dione useful as intermediate in the manufacture of pharmaceutically active ingredients. Also disclosed are novel intermediates used in the synthesis of this compound.
    Type: Application
    Filed: July 29, 2014
    Publication date: November 13, 2014
    Applicant: BOEHRINGER INGELHEIM INTERNATIONAL GMBH
    Inventors: Torsten BUSCH, Sven ANKLAM, Joerg JUNG, Markus OSTERMEIER
  • Publication number: 20140272095
    Abstract: Substituted glutamic acid derivatives according to the formula (I) or their physiologically acceptable salts wherein X is selected from hydrogen, methyl or ethyl, Y is selected from hydrogen, methyl or ethyl, Z is Cl, Br, F or I, and R1 and R3 together with the bonds through which they are connected, forms a 5-membered ring, or R2 and R3 together with the bonds through which they are connected, forms a 3-membered ring are useful to impart, enhance or modify umami- and/or salt taste in a comestible product.
    Type: Application
    Filed: October 26, 2012
    Publication date: September 18, 2014
    Inventors: Adri De Klerk, Jacob Antonius Elings, Cornelis Winkel, Alexander P. Tondeur
  • Publication number: 20140235723
    Abstract: The present invention relates to novel cycloalkyl-hydroxyl compounds, compositions comprising hydroxyl compounds, and methods useful for treating and preventing a variety of diseases and conditions such as, but not limited to aging, Alzheimer's Disease, cancer, cardiovascular disease, diabetic nephropathy, diabetic retinopathy, a disorder of glucose metabolism, dyslipidemia, dyslipoproteinemia, hypertension, impotence, inflammation, insulin resistance, lipid elimination in bile, obesity, oxysterol elimination in bile, pancreatitis, Parkinson's disease, a peroxisome proliferator activated receptor-associated disorder, phospholipid elimination in bile, renal disease, septicemia, Syndrome X, thrombotic disorder. Compounds and methods of the invention can also be used to modulate C reactive protein or enhance bile production in a patient.
    Type: Application
    Filed: December 23, 2013
    Publication date: August 21, 2014
    Applicant: ESPERION THERAPEUTICS, INC.
    Inventors: Jean-Louis Henri Dasseux, Carmen Daniela Oniciu
  • Publication number: 20140142337
    Abstract: The present invention relates to 1-amino-2-vinylcyclopropane carboxylic acid amide or a salt thereof. By obtaining optically active 1-amino-2-vinylcyclopropane carboxylic acid amide or a salt thereof by hydrolyzing optically active 1-amino-2-vinylcyclopropane carbonitrile or a salt thereof according to the production method of the present invention, 1-amino-2-vinylcyclopropane carboxylic acid amide or a salt thereof, which is useful as a pharmaceutical/agrochemical intermediate, can be easily obtained. The present invention is capable of providing a substrate to be subjected to optical resolution, which enables the production of optically active 1-amino-2-vinylcyclopropane carboxylic acid, which is widely used as a raw material for pharmaceutical and agrochemical products and is especially important as an intermediate for therapeutic agents for hepatitis C, inexpensively with high purity and high yield.
    Type: Application
    Filed: June 18, 2012
    Publication date: May 22, 2014
    Applicant: MITSUBISHI GAS CHEMICAL COMPANY, INC.
    Inventor: Masahiro Matsumoto
  • Patent number: 8728515
    Abstract: A compound of formula (I) for use as an adjuvant in vaccination; wherein R is an optionally-substituted alkyl, alkenyl, alkynyl, aryl, arylalkyl or alkylaryl moiety having from 1 to 50 carbon atoms; R1 is an optionally-substituted alkyl, alkenyl, alkynyl, aryl, arylalkyl or alkylaryl moiety having from 1 to 40 carbon atoms; each of R2, R3 and R4 is independently selected from an optionally-substituted alkylene, alkenylene, alkynylene, arylene, arylalkylene or alkylarylene moiety having from 1 to 40 carbon atoms; each of X, Y and Z is independently selected from an optionally-substituted alkylene, alkenylene, alkynylene, arylene, alkylarylene or cycloalkylene, ketone, ester, amide, imide, imine, thioether, ether, thioester, thioketone; and P is selected from hydrogen, an alkyl group, a sugar residue, or a metal, phosphonium or ammonium species; wherein at least one of X, Y and Z includes a moiety selected from cyclopropyl, C=A, C-AH and C—OR5; wherein R5 is alkyl or haloalkyl, and A is S, O or NR6, wherein R6
    Type: Grant
    Filed: April 22, 2009
    Date of Patent: May 20, 2014
    Assignees: Bangor University, Universiteit Gent
    Inventors: Mark Stephen Baird, Juma' a Raheem Najeem Al-Dulayymi, Cornelia Theunissen, Gani Koza, Seppe Vander Beken, Johan Adriaan Marc Grooten
  • Publication number: 20140127709
    Abstract: A method of determining the presence or absence in a sample of a biomarker, the method comprising: (a) linking an antigen to colloidal gold to provide a gold-antigen species; (b) contacting the gold-antigen species with the sample; (c) adding a diagnosis agent to the sample; and (d) observing the colour of the sample.
    Type: Application
    Filed: May 4, 2012
    Publication date: May 8, 2014
    Applicant: Bangor University
    Inventors: Christopher David Gwenin, Mark Stephen Baird, Vanessa Valerie Gwenin, Mark Pitts
  • Publication number: 20140107018
    Abstract: A compound having formula (I) or formula (II): for use in anticancer or anti-obesity.
    Type: Application
    Filed: March 14, 2013
    Publication date: April 17, 2014
    Inventor: Hongjie Zhang
  • Patent number: 8680328
    Abstract: A process for producing an optically active cyclopropanecarboxylic acid ester compound represented by the formula (4): (wherein R5, R6 and * each represents the same meaning as defined below), comprising reacting a diazoacetic acid ester represented by the formula (2): N2CHCO2R5??(2) (wherein R5 represents an alkyl group having 1 to 15 carbon atoms or the like) with a compound represented by the formula (3): (wherein R6 represents an alkyl group having 1 to 15 carbon atoms or the like), in the presence of an asymmetric copper complex obtained by reacting a copper compound and an optically active salicylideneaminoalcohol compound represented by the formula (1): (wherein R1 represents an alkyl group having 1 to 4 carbon atoms or the like, R2 represents a hydrogen atom or the like, R3 and R4 independently represent a hydrogen atom or the like, and * represents an asymmetric center).
    Type: Grant
    Filed: September 7, 2009
    Date of Patent: March 25, 2014
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Katsuhisa Masumoto, Kouji Yoshikawa
  • Publication number: 20140039203
    Abstract: Disclosed is a method for the synthesis of spiro[2.5]octane-5,7-dione useful as intermediate in the manufacture of pharmaceutically active ingredients. Also disclosed are novel intermediates used in the synthesis of this compound.
    Type: Application
    Filed: August 1, 2013
    Publication date: February 6, 2014
    Applicant: Boehringer Ingelheim International GmbH
    Inventors: Torsten BUSCH, Sven ANKLAM, Joerg JUNG, Markus OSTERMEIER
  • Publication number: 20130331454
    Abstract: The present invention aims to obtain an optical isomer of DCP-LA, which shows more superior activity and is suitable for clinical utilization, and provide an agent having a superior PKC-? activation action, a prophylactic and/or therapeutic agent for neurotransmitter release disorders, and a prophylactic and/or therapeutic agent for neuropsychiatric diseases, which contain the isomer as an active ingredient. A compound represented by the following formula: or a pharmaceutically acceptable salt thereof, and a selective PKC-? activator containing same as an active ingredient, and is the like.
    Type: Application
    Filed: November 15, 2011
    Publication date: December 12, 2013
    Applicant: Nishizaki Bioinformation Research Institute
    Inventors: Tomoyuki Nishizaki, Akito Tanaka
  • Patent number: 8541362
    Abstract: Compounds and compositions for the delivery of active agents are provided. Methods of administration and preparation are provided as well.
    Type: Grant
    Filed: August 21, 2006
    Date of Patent: September 24, 2013
    Assignee: Emisphere Technologies, Inc.
    Inventors: Pingwah Tang, Steven Dinh, Jongbin Lee, Puchun Liu, Gabriela Mustata
  • Patent number: 8409649
    Abstract: Disclosed are compounds that block off-notes in consumables and methods of blocking off-notes in consumables including off-notes provided by artificial sweeteners including aspartame, saccharin, acesulfame K (Acesulfame potassium), sucralose and cyclamate; and including stevioside, swingle extract, glyccerhizin, perillartine, naringin dihydrochalcone, neohesperidine dihydrochalcone, mogroside V, rubusoside, rubus extract, and rebaudioside A.
    Type: Grant
    Filed: March 27, 2008
    Date of Patent: April 2, 2013
    Assignee: Givaudan S.A.
    Inventors: Ioana Maria Ungureanu, Nicole Erna Irene Brune, Jay Patrick Slack, Kimberley Gray, Christopher Todd Simons, Jenny Ellen Evans Pennimpede
  • Patent number: 8399507
    Abstract: Tricyclic compounds containing a cyclopropanecarboxylic acid fused to a bicyclic ring, including pharmaceutically acceptable salts, are agonists of G-protein coupled receptor 40 (GPR40) and are useful as therapeutic compounds, particularly in the treatment of Type 2 diabetes, and of conditions that are often associated with this disease, including obesity and lipid disorders, such as mixed or diabetic dyslipidemia, hyperlipidemia, hypercholesterolemia, and hypertriglyceridemia.
    Type: Grant
    Filed: October 27, 2008
    Date of Patent: March 19, 2013
    Assignee: Merck Sharp & Dohme Corp.
    Inventors: Gui-Bai Liang, Xibin Liao, Weiguo Liu, Paul E. Finke, Dooseop Kim, Lihu Yang, Songnian Lin
  • Patent number: 8324417
    Abstract: The present invention relates to a process for the preparation of alkyl esters of (S)-2-amino-5-cyclopropyl-4,4-difluoropentanoic acid, which are intermediates useful in the synthesis of (S)—N-(1-cyanocyclopropyl)-5-cyclopropyl-4,4-difluoro-2-((S)-2,2,2-trifluoro-1-(4-fluorophenyl)ethylamino)pentanamide and related compounds, which are compounds that are cysteine protease inhibitors.
    Type: Grant
    Filed: August 16, 2010
    Date of Patent: December 4, 2012
    Assignee: ViroBay, Inc.
    Inventors: Barry Hart, Jeff Dener, Michael Green, Michael Standen, Oldrich Kocian
  • Patent number: 8314140
    Abstract: Derivatives of drugs are provided, said derivatives comprising the H2S-releasing moiety 4-hydroxythiobenzamide that is either covalently linked to the drug or forms a salt with the drug. The compounds of the present invention exhibit enhanced activity or reduced side effects or both.
    Type: Grant
    Filed: July 18, 2007
    Date of Patent: November 20, 2012
    Assignee: Antibe Therapeutics Inc.
    Inventors: John Wallace, Giuseppe Cirino, Vincenzo Santagada, Giuseppe Caliendo
  • Publication number: 20120253066
    Abstract: The present invention relates to an improved process for the preparation of Cilastatin Sodium of formula (I), having mesityl oxide content less than 2000 ppm and more than 1 ppm.
    Type: Application
    Filed: December 16, 2010
    Publication date: October 4, 2012
    Applicant: ORCHID CHEMICALS & PHARMACEUTICALS LIMITED
    Inventors: Khadangale Bhausaheb Pandharinath, Kahandal Bhimraj Suryabhan, Suresh Pandian Pandi, Senthilkumar Udayampalayam Palanisamy, Sureshkumar Kanagaraj, Pandiarajan Sivasubramanian
  • Patent number: 8247596
    Abstract: There is provided a halogen-containing organosulfur compound having an excellent controlling effect on arthropod pests represented by the formula (I): wherein, m represents 0, 1 or 2, n represents 0, 1 or 2, A represents optionally substituted C3-C7 cycloalkyl or optionally substituted C5-C7 cycloalkenyl group, Q represents a C1-C5 haloalkyl group containing at least one fluorine atom, or a fluorine atom, R1 and R3 independently represent optionally substituted C1-C4 chain hydrocarbon, halogen or hydrogen, R2 and R4 independently represent optionally substituted C1-C4 chain hydrocarbon, —C(?G)R5, cyano, halogen or hydrogen, G represents oxygen or sulfur, and R5 represents optionally substituted C1-C4 alkyl, hydroxyl, optionally substituted C1-C4 alkoxy, optionally substituted C3-C6 alkenyloxy, optionally substituted C3-C6 alkynyloxy, amino, optionally substituted C1-C4 alkylamino, optionally substituted di(C1-C4 alkyl)amino, C2-C5 cyclic amino or hydrogen.
    Type: Grant
    Filed: June 26, 2008
    Date of Patent: August 21, 2012
    Assignee: Sumitomo Chemical Company, Limited
    Inventor: Hiromasa Mitsudera
  • Patent number: 8247606
    Abstract: An improved process for preparing Cilastatin Sodium including dissolving Cilastatin acid in a solvent using an organic base, adding sodium salt of a week acid and isolating Cilastatin Sodium.
    Type: Grant
    Filed: December 2, 2011
    Date of Patent: August 21, 2012
    Assignee: Orchid Chemicals & Pharmaceuticals Limited
    Inventors: Ganapathy Panchapakesan, Nagappan Arumugam, Pandi Suresh Pandian, Gollapalli Venkateswara Rao, Subramaniam Ganesan
  • 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: 20120172623
    Abstract: Provided is a plant growth regulator having for an active ingredient thereof an ?-ketol fatty acid derivative represented by the following general formula (1).
    Type: Application
    Filed: September 13, 2010
    Publication date: July 5, 2012
    Applicant: Shiseido Company ,Ltd
    Inventor: Mineyuki Yokoyama
  • Publication number: 20120172337
    Abstract: The present invention relates to novel cycloalkyl-hydroxyl compounds, compositions comprising hydroxyl compounds, and methods useful for treating and preventing a variety of diseases and conditions such as, but not limited to aging, Alzheimer's Disease, cancer, cardiovascular disease, diabetic nephropathy, diabetic retinopathy, a disorder of glucose metabolism, dyslipidemia, dyslipoproteinemia, hypertension, impotence, inflammation, insulin resistance, lipid elimination in bile, obesity, oxysterol elimination in bile, pancreatitis, Parkinson's disease, a peroxisome proliferator activated receptor-associated disorder, phospholipid elimination in bile, renal disease, septicemia, Syndrome X, thrombotic disorder. Compounds and methods of the invention can also be used to modulate C reactive protein or enhance bile production in a patient.
    Type: Application
    Filed: March 8, 2012
    Publication date: July 5, 2012
    Applicant: Esperion Therapeutics, Inc.
    Inventors: Jean-Louis Henri Dasseux, Carmen Daniela Oniciu
  • Publication number: 20120078009
    Abstract: An improved process for preparing Cilastatin Sodium including dissolving Cilastatin acid in a solvent using an organic base, adding sodium salt of a week acid and isolating Cilastatin Sodium.
    Type: Application
    Filed: December 2, 2011
    Publication date: March 29, 2012
    Applicant: ORCHID CHEMICALS & PHARMACEUTICALS LIMITED
    Inventors: Ganapathy PANCHAPAKESAN, Nagappan ARUMUGAM, Pandi Suresh PANDIAN, Gollapalli Venkateswara RAO, Subramaniam GANESAN
  • Patent number: 8134026
    Abstract: The present invention relates to an improved process for the preparation of Cilastatin Sodium of formula (I). The present invention also provides an isolation technique for Cilastatin acid from the reaction mixture.
    Type: Grant
    Filed: November 3, 2006
    Date of Patent: March 13, 2012
    Assignee: Orchid Chemicals & Pharmaceuticals Limited
    Inventors: Ganapathy Panchapakesan, Nagappan Arumugam, Pandi Suresh Pandian, Gollapalli Venkateswara Rao, Subramaniam Ganesan
  • Publication number: 20120004106
    Abstract: The present invention discloses a method of inhibiting an ethylene response in a plant, comprising step of applying to at least one portion of the plant an effective ethylene response-inhibiting amount of a H1-cyclopropene-1-propanoic acid salt (CPAS). A method of prolonging the life of a cut flower, comprising applying to the cut flower an effective life-prolonging amount of CPAS and a method for the production a CPAS, comprising steps of (i) preparing 4-bromo-4-pentenoic acid or derivatives thereof; (ii) producing 1-cyclopropene-1-propanoic acid; and (iii), converting this acid into its water soluble salt, especially its sodium salt are presented. Additionally, a new family of water soluble CPAS inhibitors for ethylene response in a plant is disclosed.
    Type: Application
    Filed: July 17, 2008
    Publication date: January 5, 2012
    Applicant: YISSUM RESEARCH DEVELOPMENT OF THE HEBREW UNIVERSITY OF JERUSALEM, LTD.
    Inventors: Raffi Goren, Akiva Apelbaum, Eliezer Goldschmidt, Moshe Huberman, Joseph Riov, Edward C. Sisler
  • Publication number: 20110319653
    Abstract: Disclosed is a method for preparing 7-halo-2-oxoheptylate, an intermediate of cilastatin. The main steps are as follows: A. Addition reaction, in which 6-halo-hexanal is reacted with a cyanide to obtain 7-halo-?-hydroxyl-heptonitrile; B. Hydrolysis reaction, in which 7-halo-?-hydroxyl-heptonitrile is converted to 7-halo-?-hydroxyl-heptylic acid; C. Esterification reaction, in which 7-halo-?-hydroxyl-heptylic acid is converted to 7-halo-?-hydroxyl-heptylate; and D. Oxidation reaction, in which 7-halo-?-hydroxyl-heptylate is converted to 7-halo-2-oxoheptylate. 7-halo-?-hydroxyl-heptylic acid or ester thereof, which is a new intermediate for synthesizing 7-halo-2-oxoheptylate or cilastatin, and a method for synthesizing cilastatin are also disclosed. The methods of the invention are suitable for commercial production because of their simple process and mild reaction condition.
    Type: Application
    Filed: February 8, 2010
    Publication date: December 29, 2011
    Applicant: ZHEJIANG HISOAR PHARMACEUTICAL CO., LTD
    Inventors: He Tang, Wenqiu Yuan, Jia Fu
  • 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
  • Publication number: 20110245529
    Abstract: The objective of the present invention is to provide a method for obtaining an optically active vinylcyclopropanecarboxylic acid derivative with high yield and high optical purity using a safe material available at low cost. In addition, the objective of the present invention is to provide a method for safely-obtaining an optically active vinylcyclopropaneamino acid with high optical purity at low cost. The problems can be solved by a method for obtaining an optically active vinylcyclopropanecarboxylic acid derivative, which method contains the step of reacting a racemic vinylcyclopropanecarboxylic acid derivative with an optically active amine compound, to obtain a diastereomer salt of optically active vinylcyclopropanecarboxylic acid derivative-amine compound. In addition, it is possible to obtain a vinylcyclopropaneamino acid by deriving the vinylcyclopropaneamino acid from thus obtained diastereomer salt of optically active vinylcyclopropanecarboxylic acid derivative-amine compound.
    Type: Application
    Filed: October 9, 2009
    Publication date: October 6, 2011
    Applicant: Kaneka Corporation
    Inventors: Tatsuyoshi Tanaka, Kazumi Okuro
  • Publication number: 20110245528
    Abstract: The invention relates to novel resolvin compounds and pharmaceutical preparations thereof. The invention further relates to methods of treatment using the novel resolvin compounds of the invention.
    Type: Application
    Filed: September 23, 2009
    Publication date: October 6, 2011
    Inventor: C. Eric Schwartz
  • Publication number: 20110166354
    Abstract: The present application relates to a method for producing an optically active ?-amino acid derivative, comprising steps of reacting an ?-haloester derivative represented by the general formula (1): of which alcohol part of the ester group is an optically active alcohol derivative, with an amine compound; then deprotecting the obtained compound; further carrying out an ester exchange reaction. According to the present invention method, it is possible to easily produce an optically active ?-amino acid ester derivative which is useful as an intermediate for drugs with high selectivity.
    Type: Application
    Filed: June 2, 2009
    Publication date: July 7, 2011
    Inventors: Shohei Yamamoto, Akio Fujii, Masaru Mitsuda
  • Publication number: 20110142916
    Abstract: A compound of formula (I) for use as an adjuvant in vaccination; wherein R is an optionally-substituted alkyl, alkenyl, alkynyl, aryl, arylalkyl or alkylaryl moiety having from 1 to 50 carbon atoms; R1 is an optionally-substituted alkyl, alkenyl, alkynyl, aryl, arylalkyl or alkylaryl moiety having from 1 to 40 carbon atoms; each of R2, R3 and R4 is independently selected from an optionally-substituted alkylene, alkenylene, alkynylene, arylene, arylalkylene or alkylarylene moiety having from 1 to 40 carbon atoms; each of X, Y and Z is independently selected from an optionally-substituted alkylene, alkenylene, alkynylene, arylene, alkylarylene or cycloalkylene, ketone, ester, amide, imide, imine, thioether, ether, thioester, thioketone; and P is selected from hydrogen, an alkyl group, a sugar residue, or a metal, phosphonium or ammonium species; wherein at least one of X, Y and Z includes a moiety selected from cyclopropyl, C=A, C-AH and C—OR5; wherein R5 is alkyl or haloalkyl, and A is S, O or NR6, wherein R6
    Type: Application
    Filed: April 22, 2009
    Publication date: June 16, 2011
    Applicants: BANGOR UNIVERSITY, GHENT UNIVERSITY
    Inventors: Mark Stephen Baird, Juma' a Raheem Najeem Al-Dulayymi, Cornelias Theunissen, Gani Koza, Seppe Vander Beken, Johan Adriann Marc Grooten
  • Patent number: 7932420
    Abstract: The present invention provides wherein R1 is selected from the group consisting of C1-C10 alkoxy, OH and NR4R5; R2 is selected from the group consisting of C1-C10 alkyl and (CH2)nOH; R3 is selected from the group consisting of C1-C10 alkyl, heteroaryl, e.g. thienyl, furanyl and pyridyl, phenyl, mono, -di-, tri-substituted phenyl and heteroaryl; R4 and R5 are independently selected from the group consisting of H, C1-C10 alkyl, C1-C10 alkyl hydroxyl; m is 0 or an integer from 1 to 3 and n is an integer of from 1 to 4. These compounds are useful in lowering intraocular pressure and/or treating glaucoma or providing neuroprotection to the eye of a human patient.
    Type: Grant
    Filed: March 14, 2008
    Date of Patent: April 26, 2011
    Assignee: Allergan, Inc.
    Inventor: Robert M. Burk
  • Publication number: 20110092601
    Abstract: Polyamine, polyamine/guanidino, and polyamine/biguanide compounds bearing allene, propargyl, cyclopropyl, and other reactive moieties are disclosed. The compounds are useful as irreversible inhibitors of the enzyme lysine-specific demethylase-1 and for the treatment of cancer.
    Type: Application
    Filed: April 14, 2008
    Publication date: April 21, 2011
    Applicant: THE JOHNS HOPKINS UNIVERSITY
    Inventors: Patrick M. Woster, Robert A. Casero
  • Patent number: 7928232
    Abstract: The invention provides an industrial method for producing a spiroaminopyrrolidone derivative, which is an intermediate for producing a quinolone antibacterial agent. The invention provides a method for producing a compound represented by formula (2): (wherein n is an integer of 2 to 5; R1 represents a (substituted) alkyl group or a (substituted) aryl group; and R2 represents a (substituted) alkoxycarbonyl group, a (substituted) aralkyloxycarbonyl group, a (substituted) aliphatic acyl group, or a (substituted) aromatic acyl group), which includes treating a compound represented by formula (1): (wherein n, R1, and R2 are the same as defined above; and R3 represents a hydrogen atom, a (substituted) alkyl group, or a (substituted) aralkyl group) under a hydrogen gas atmosphere in the presence of a metallic catalyst.
    Type: Grant
    Filed: May 19, 2006
    Date of Patent: April 19, 2011
    Assignee: Daiichi Sankyo Company, Limited
    Inventors: Yuichiro Tani, Yutaka Kitagawa, Makoto Muto, Toshiaki Jyono
  • Publication number: 20110046406
    Abstract: The present invention relates to a process for the preparation of alkyl esters of (S)-2-amino-5-cyclopropyl-4,4-difluoropentanoic acid, which are intermediates useful in the synthesis of (S)-N-(1-cyanocyclopropyl)-5-cyclopropyl-4,4-difluoro-2-(S)-2,2,2-trifluoro-1-(4-fluorophenyl)ethylamino)pentanamide and related compounds, which are compounds that are cysteine protease inhibitors.
    Type: Application
    Filed: August 16, 2010
    Publication date: February 24, 2011
    Applicant: ViroBay, Inc.
    Inventors: Barry Hart, Jeff Dener, Michael Green, Michael Standen, Oldrich Kocian
  • Publication number: 20100284944
    Abstract: Disclosed are Compounds that block off-notes in consumables and methods of blocking off-notes in consumables including off-notes provided by artificial sweeteners including aspartame, Saccharin, acesulfame K (Acesulfame potassium), sucralose and cyclamate; and including stevioside, swingle extract, glyccerhizin, perillartine, naringin dihydrochalcone, neohesperidine dihydrochalcone, mogroside V, rubusoside, rubus extract, and rebaudioside A.
    Type: Application
    Filed: March 27, 2008
    Publication date: November 11, 2010
    Inventors: Ioana Maria Ungureanu, Nicole Erna Irene Brune, Jay Patrick Slack, Kimberley Gray, Christopher Todd Simons, Jenny Ellen Evans Pennimpede
  • Publication number: 20100286073
    Abstract: The present invention relates to compounds, as well as to compositions, methods and kits comprising such compounds, for use in the treatment or prophylaxis of fibromyalgia, chronic fatigue syndrome, myofascial pain syndrome, Gulf War syndrome and related conditions, wherein the compound is a fatty acid oxidation inhibitor and/or a carbohydrate oxidation activator.
    Type: Application
    Filed: October 3, 2008
    Publication date: November 11, 2010
    Inventor: Paul JENKINS
  • Patent number: 7759517
    Abstract: The present invention relates to a process for the preparation of gabapentin and, more in particular, to a method of synthesis of 1,1-cyclohexane acetic acid monoamide, an intermediate used in the preparation of gabapentin, comprising the basic hydrolysis reaction of ?, -diaminocarbonyl-?,?-pentamethylene glutarimide.
    Type: Grant
    Filed: June 22, 2005
    Date of Patent: July 20, 2010
    Assignee: Zach System S.P.A.
    Inventors: Marco Villa, Maurizio Paiocchi, Katiuscia Arrighi, Francesco Corcella, Vincenzo Cannata, Giorgio Soriato, Massimo Verzini
  • Patent number: 7754675
    Abstract: Optionally isolated and/or purified enatiomers of 2-heptylcyclopropyl-1-carboxylic acid and mixtures of two, three or all enantiomers of 2-heptylcyclopropyl-1-carboxylic acid are disclosed as perfumes and/or flavourings.
    Type: Grant
    Filed: November 19, 2003
    Date of Patent: July 13, 2010
    Assignee: Symrise GmbH & Co. KG
    Inventors: Sabine Widder, Jan Looft, Armin Van Der Kolk, Tobias Vössing, Wilhelm Pickenhagen, Birgit Kohlenberg
  • Patent number: 7723539
    Abstract: Catalysts are described based on metal complexes derived from optically active s compounds, chosen from the classes consisting of bisoxazolines and salicylaldimines supported on an organic or inorganic matrix and employed in particular for the synthesis of optically active chrysanthemic acid.
    Type: Grant
    Filed: June 14, 2005
    Date of Patent: May 25, 2010
    Assignee: ENDURA S.p.A.
    Inventors: Silvia Carloni, Valerio Borzatta, Leni Moroni, Giada Tanzi, Giovanni Sartori, Raimondo Maggi
  • Patent number: 7705165
    Abstract: A method for producing an optically active cyclopropanecarboxylate compound represented by the formula (5): wherein R6, R7, R8 and R9 represent a C1-C6 alkyl group or the like and R10 represents a C1-C6 alkyl group, which comprises reacting an olefin represented by the formula (3): wherein R6, R7, R8 and R9 are as described above, with a diazoacetic acid ester represented by the formula (4): N2CHCO2R10??(4) wherein R10 is as described above, in the presence of an asymmetric copper complex obtained by mixing (A) at least one monovalent or divalent copper compound, (B) at least one optically active bisoxazoline compound represented by the formula (1): ?wherein R1 and R2 represent a C1-C6 alkyl group or the like; R3 represents a tert-butyl group or the like; and R4 and R5 are the same and represent C1-C3 alkyl groups or the like, and (C) at least one fluorine compound represented by the formula (2): A-MF6??(2) ?wherein A represents a trityl group or the like, and M represents a phosp
    Type: Grant
    Filed: June 30, 2005
    Date of Patent: April 27, 2010
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Makoto Itagaki, Ryo Minamida
  • Patent number: 7700799
    Abstract: A method for producing a (2-formyl-1-alkenyl)cyclopropane compound represented by the formula (1): wherein R1 and R2 are the same or different, and independently represent a hydrogen atom, an optionally substituted alkyl group, an optionally substituted alkenyl group, an optionally substituted alkynyl group, an optionally substituted aryl group or an optionally substituted aralkyl group, which comprises reacting a formylcyclopropane compound represented by the formula (3): wherein R1 is the same as defined above, with an aldehyde compound represented by the formula (4): wherein R2 is the same as defined above, in the presence of a base.
    Type: Grant
    Filed: January 22, 2009
    Date of Patent: April 20, 2010
    Assignee: Sumitomo Chemical Company, Limited
    Inventor: Kouji Yoshikawa