Nitrogen Attached Directly To The Diazole Ring By Nonionic Bonding Patents (Class 548/367.4)
  • Patent number: 11214547
    Abstract: Object of the present invention is a better crystalline form of Eltrombopag (ETP) monoethanolamine salt, named Form D, stable, suitable for pharmaceutical purposes, and with the highest solubility in water and excellent non-hygroscopicity, then the related process and intermediates thereof.
    Type: Grant
    Filed: July 25, 2019
    Date of Patent: January 4, 2022
    Assignee: F.I.S.—FABBRICA ITALIANA SINTETICI S.P.A.
    Inventors: Nicolas Tesson, Jordi De Mier Vinue, Paolo Stabile, Pierluigi Padovan, Matteo De Poli, Angelo Restelli
  • Patent number: 9029564
    Abstract: A process for preparation of Fipronil (i.e. 5-amino-1-(2,6-dichloro-4-trifluoromethylphenyl)-3-cyano-4-trifluoro-methylsulphinyl-pyrazole) is provided, which comprises oxidizing 5-amino-1-(2,6-dichloro-4-trifluoromethylphenyl)-3-cyano-4-tri-fluoromethylthio-pyrazole with sulfuric acid and hydrogen peroxide as oxidizing agent in the presence of a solvent such as ethylene dichloride, chlorobenzene.
    Type: Grant
    Filed: December 15, 2011
    Date of Patent: May 12, 2015
    Inventor: Keki Hormusji Gharda
  • Publication number: 20150099892
    Abstract: An improved oxidation process for preparing 5-amino-3-cyano-1-(2,6-dichloro-9-trifluoromethylphenyl)-4-trifluoromethylsulphinyl-pyrazole, of formula (I) is described. The process includes admixing 5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)-4-trifluoromethylthiopyrazole of formula (II) with dichloroacetic acid and hydrogen peroxide in the presence of a strong acid.
    Type: Application
    Filed: September 12, 2014
    Publication date: April 9, 2015
    Applicant: ADAMA MAKHTESHIM LTD.
    Inventors: Anat Levin, Michael Grabarnick
  • Publication number: 20150087845
    Abstract: The present invention provides a process for the preparation of substituted 3?-hydrazino-biphenyl-3-carboxylic acid compounds. The present invention further provides a process for the preparation of 3?-{N?-[1-(3,4-dimethylphenyl)-3-methyl-5-oxo-1,5-dihydro-pyrazol-4-ylidene]hydrazino}-2?-hydroxybiphenyl-3-carboxylic acid, its intermediate compounds and pharmaceutically acceptable salts thereof.
    Type: Application
    Filed: September 12, 2012
    Publication date: March 26, 2015
    Applicant: Glenmark Generics Limited
    Inventors: Bhargav Krishnaji Upadhye, Shivaji Eknath Jagadale, Mukesh Soni
  • Publication number: 20150079030
    Abstract: An improved thrombopoietin mimetic, the bis-(monoethanolamine) salt of 3?-[(2Z)-[1-(3,4-dimethylphenyl)-1,5-dihydro-3-methyl-5-oxo-4H-pyrazol-4-ylidene]hydrazino]-2?-hydroxy-[1,1?-biphenyl]-3-carboxylic acid.
    Type: Application
    Filed: September 5, 2014
    Publication date: March 19, 2015
    Applicant: GlaxoSmithKline LLC
    Inventor: Stephen Moore
  • Publication number: 20140350267
    Abstract: A process for the preparation of a compound of formula I: wherein, R1 represents hydrogen, cyano, nitro, halogen, or acyl; R2 represents aryl, alkenyl, alkynyl, halogen substituted alkyl, halogen substituted alkenyl, or halogen substituted alkynyl; R3 represents hydrogen or NR6R7 wherein R6 and R7 each independently represent hydrogen, alkyl, alkenylalkyl, alkynylalkyl, formyl, optionally halogen substituted alkanoyl, optionally halogen substituted alkoxycarbonyl, or alkoxymethyleneamino, halogen, or R6 and R7 together with, the N atom attached form a heterocycle; and R4 represents hydrogen, alkyl, aryl, or heteroaryl; the process including oxidizing a compound of formula II:
    Type: Application
    Filed: September 12, 2012
    Publication date: November 27, 2014
    Applicant: Rotam Agrochem International Company Limited
    Inventor: James Timothy Bristow
  • Publication number: 20140235688
    Abstract: Pharmaceutically acceptable compositions of fipronil for oral delivery to mammals and methods for use of the compositions to control external parasites, such as fleas and ticks.
    Type: Application
    Filed: October 4, 2013
    Publication date: August 21, 2014
    Applicant: Piedmont Pharmaceuticals, LLC.
    Inventors: Roland H. Johnson, Douglas I. Hepler, Kathleen G. Palma
  • Patent number: 8802713
    Abstract: To provide pesticides such as insecticides, miticides and nematicides, which are excellent in the safety, pesticidal effects, residual effectiveness, etc., which further have infiltration, and which can be applied by soil treatment. A pesticide comprising a 3-alkoxy-1-phenyl-pyrazole derivative represented by the formula [I] or an agriculturally acceptable salt thereof as an active ingredient: wherein, for example, R1 is a C1-C10 alkyl group or the like, R2 is a hydrogen atom or the like, R3 is a hydrogen atom or the like, and each of R4, R5, R6 and R8 which are independent of one another, is a hydrogen atom or the like, and R7 is a C2-C4 haloalkylthio group or the like.
    Type: Grant
    Filed: October 17, 2008
    Date of Patent: August 12, 2014
    Assignees: Kumiai Chemical Industry Co., Ltd., Ihara Chemical Industry Co., Ltd.
    Inventors: Satoru Ohata, Katsuya Kato, Keiji Toriyabe, Yoshihiro Ito, Ryuji Hamaguchi, Yuki Nakano
  • Publication number: 20140213626
    Abstract: The present invention relates to novel crystalline polymorphs, solvate pseudomorphs and amorphous form of 5-amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-4-[(trifluoroethyl)sulfinyl]-1H-pyrazole-3-carbonitrile (fipronil). The present invention also provides methods for preparing the novel polymorphs, pseudomorphs and amorphous form, as well as insecticidal or pesticidal compositions comprising same, and methods of use thereof as pesticidal agents.
    Type: Application
    Filed: March 31, 2014
    Publication date: July 31, 2014
    Applicant: MAKHTESHIM CHEMICAL WORKS LTD.
    Inventor: Sharona ZAMIR
  • Patent number: 8791046
    Abstract: The present invention relates to a crystalline modification of fipronil, to a process for the preparation of the same, to pesticidal and parasiticidal mixtures and compositions comprising said crystalline modification and to their use for combating pests and parasites.
    Type: Grant
    Filed: November 5, 2007
    Date of Patent: July 29, 2014
    Assignee: BASF SE
    Inventors: Heidi Emilia Saxell, Peter Erk, Claude Taranta, Thomas Kröhl, Gerhard Cox, Gautam R. Desiraju, Rahul Banerjee, Prashant M. Bhatt
  • Publication number: 20140194630
    Abstract: A process for preparation of Fipronil (i.e. 5-amino-1-(2, 6-dichloro-4-trifluoromethylphenyl)-3-cyano-4-trifluoro-methylsulphinyl-pyrazole) is provided, which comprises oxidizing 5-amino-1-(2,6-dichloro-4-trifluoromethylphenyl)-3-cyano-4-tri-fluoromethylthio-pyrazole with sulfuric acid and hydrogen peroxide as oxidizing agent in the presence of a solvent such as ethylene dichloride, chlorobenzene.
    Type: Application
    Filed: December 15, 2011
    Publication date: July 10, 2014
    Inventor: Keki Hormusji Gharda
  • Publication number: 20140155620
    Abstract: An improved oxidation process for preparing 5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)-4-trifluoromethylsulphinyl-pyrazole, of formula (I) is described. The process includes admixing 5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)-4-trifluoromethylthiopyrazole of formula (II) with dichloroacetic acid and hydrogen peroxide in the presence of a strong acid.
    Type: Application
    Filed: February 6, 2014
    Publication date: June 5, 2014
    Applicant: IRVITA PLANT PROTECTION, A BRANCH OF CELSIUS PROPERTY B.V.
    Inventors: Anat LEVIN, Michael GRABARNICK
  • Patent number: 8629287
    Abstract: The present invention relates to a process for the sulfinylation of a pyrazole derivative, characterized in that 5-amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-1H-pyrazole-3-carbonitrile (II) is reacted with a sulfinylating agent S in the presence of at least one amine acid complex wherein the amine(s) are selected from cyclic secondary amines and the acid(s) are selected from sulfonic acid derivatives, and with the addition of a halogenating agent, wherein S is [CF3S(O)]2O; or CF3S(O)X wherein X means fluoro, chloro, bromo, iodo, a hydroxy group, or an alkaline or alkaline earth metal salt of the hydroxy group; or mixtures thereof.
    Type: Grant
    Filed: November 5, 2007
    Date of Patent: January 14, 2014
    Assignee: BASF SE
    Inventors: Martin Sukopp, Oliver Kuhn, Carsten Gröning, Michael Keil, Jon J. Longlet
  • Publication number: 20140000478
    Abstract: A process for modifying the surface of a carbon black by contacting said carbon black with a conjugated diimine compound. The conjugated diimine compound may comprise various substituents to provide the carbon black with desired corresponding properties, such as groups to impart increased hydrophilicity and self-dispersibility to the carbon black. Other embodiments relate to novel carbon black products, which may be prepared according to a process of the invention. The carbon black products may be used in the same applications as conventional carbon blacks. Such uses include, but are not limited to, plastic compositions, aqueous inks, aqueous coatings, rubber compositions, paper compositions, and textile compositions. In a specific embodiment, the resulting surface modified carbon black is employed as a pigment in an aqueous inkjet ink composition.
    Type: Application
    Filed: June 27, 2012
    Publication date: January 2, 2014
    Inventors: Steven Evans, Ellen J. Pyszczek
  • Publication number: 20130303581
    Abstract: The present invention provides novel crystalline polymorphic forms of fipronil and processes for preparing the same. The present invention also provides a pesticidal composition containing a pesticidally effective amount of a crystalline form of fipronil and a method for controlling pests using a pesticidally effective amount of a crystalline form of fipronil or its composition.
    Type: Application
    Filed: January 13, 2012
    Publication date: November 14, 2013
    Inventor: Keki Hormusji Gharda
  • Patent number: 8507693
    Abstract: The present disclosure relates to a process for trifluoromethylsulfinyl pyrazole compound of formula I, from a compound of formula III, wherein, R, R1 and R2 represent a group containing halogen group respectively and R3 represents a perhaloalkyl.
    Type: Grant
    Filed: August 31, 2012
    Date of Patent: August 13, 2013
    Inventor: Keki Hormusji Gharda
  • Publication number: 20130197238
    Abstract: An improved oxidation process for preparing 5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)-4-trifluoromethylsulphinyl-pyrazole, of formula (I) is described. The process includes admixing 5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)-4-trifluoromethylthiopyrazole of formula (II) with dichloroacetic acid and hydrogen peroxide in the presence of a strong acid.
    Type: Application
    Filed: July 10, 2011
    Publication date: August 1, 2013
    Inventors: Anat Levin, Michael Grabarnick
  • Patent number: 8476459
    Abstract: The present invention relates to a novel process for the preparation of a compound of formula (I), wherein R1, R2, R3, R4 and R5 are each independently selected from hydrogen, halogen, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy, C1-C4-haloalkoxy, nitro, cyano, and pentafluorothio; R6 is C1-C4-alkyl, or C1-C4-haloalkyl; by oxidation of a compound of formula (II) with an oxidation agent selected from trifluoroperacetic acid and trichloroperacetic acid in the presence of a catalyst selected from hydroxides, oxides, sulfates, acetates or trifluoroacetates of lithium, magnesium, calcium, strontium, barium, titanium (IV), zinc (II) and manganese (II).
    Type: Grant
    Filed: October 26, 2010
    Date of Patent: July 2, 2013
    Assignee: BASF SE
    Inventors: Alexander Korte, Paul Hornung
  • Publication number: 20130123507
    Abstract: The bicyclo-substituted pyrazolon-azo derivatives of formula (I) or pharmaceutical acceptable salts, hydrates or solvates thereof, methods for their preparation, pharmaceutical compositions containing the same and their use as a therapeutic agent, especially as thrombopoietin (TPO) mimetics and their use as agonists of thrombopoietin receptor are disclosed. The definition of substituents in formula (I) are the same as defined in the description.
    Type: Application
    Filed: January 16, 2013
    Publication date: May 16, 2013
    Applicants: SHANGHAI HENGRUI PHARMACEUTICAL CO. LTD., JIANGSU HENGRUI MEDICINE CO. LTD.
    Inventors: JIANGSU HENGRUI MEDICINE CO. LTD., SHANGHAI HENGRUI PHARMACEUTICAL CO. LTD.
  • Patent number: 8440839
    Abstract: The present invention provides: dinitropyrazole derivatives of formula (I) in which: R?NO2, NH2, NF2, NHOH, OH or NHNH2 and R??H when R?NH2, NF2, NHOH, OH or NHNH2 or R??H, NH2 or a linear or branched C1-C4 alkyl group, optionally substituted by at least one hydroxy and/or one fluoro group, when R?NO2; other than 4-amino-3,5-dinitropyrazole; and also the salts of said derivatives of formula (I) in which R??H; the preparation of said derivatives and of their salts; and energetic compositions comprising at least one of said derivatives and/or at least one salt of such a derivative.
    Type: Grant
    Filed: August 27, 2012
    Date of Patent: May 14, 2013
    Assignees: Herakles, Eurenco
    Inventor: Gregoire Herve
  • Patent number: 8383664
    Abstract: The present invention relates to a crystalline modification of fipronil, to a process for the preparation of the same, to pesticidal and parasiticidal mixtures and compositions comprising said crystalline modification and to their use for combating pests and parasites.
    Type: Grant
    Filed: November 5, 2007
    Date of Patent: February 26, 2013
    Assignee: BASF SE
    Inventors: Heidi Emilia Saxell, Peter Erk, Claude Taranta, Thomas Kröhl, Gerhard Cox, Martin Sukopp, Stefan Scherer, Antti Ojala, Gautam R. Desiraju, Rahul Banerjee, Prashant M. Bhatt
  • Patent number: 8372822
    Abstract: New polymorphs of Eltrombopag and Eltrombopag ethanolamine salt have been obtained and characterized. These polymorphs and pharmaceutical compositions comprising them are useful, for example, in treating conditions leading to thrombocytopenia.
    Type: Grant
    Filed: June 1, 2012
    Date of Patent: February 12, 2013
    Assignee: Pliva Hrvatska D.O.O.
    Inventors: Edislav Leksic, Helena Ceric, Tina Mundorfer, Irena Zrinski Antonac, Zrinka Mastelic Samardzic
  • Publication number: 20130030190
    Abstract: The present disclosure relates to a process for trifluoromethylsulfinyl pyrazole compound of formula I, from a compound of formula III, wherein, R, R1 and R2 represent a group containing halogen group respectively and R3 represents a perhaloalkyl.
    Type: Application
    Filed: August 31, 2012
    Publication date: January 31, 2013
    Inventor: Keki Hormusji Gharda
  • Patent number: 8354007
    Abstract: The invention relates to a process for purifying trifluoromethanesulfinic acid by azeotropic distillation with an aromatic solvent, to processes for preparing purified trifluoromethanesulfinic acid and to the use of the purified trifluoronnethanesulfinic acid for preparing trifluoromethylsulfinylated pyrazole derivatives, especially fipronil.
    Type: Grant
    Filed: September 28, 2009
    Date of Patent: January 15, 2013
    Assignee: BASF SE
    Inventors: Martin Sukopp, Alexander Korte, Stefan Fülster, Michael Keil, Michael Rack
  • Publication number: 20120309806
    Abstract: The present invention relates to a process for the of a pyrazole derivative, characterized in that 5-amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-1H-pyrazole-3-carbonitrile (II) is reacted with a sulfinylating agent selected from trifluoromethylsulfinic acid, trifluoromethylsulfinic acid anhydride, and a trifluoromethylsulfinate alkaline or alkaline earth metal salt and mixtures of the acid and/or the salt(s), in the presence of at least one amine acid complex wherein the amine(s) are selected from tertiary amines and the acid(s) are selected from hydrofluoric, hydrochloric, hydrobromic and hydroiodic acid and sulfonic acid derivatives, and with the addition of a halogenating agent.
    Type: Application
    Filed: August 14, 2012
    Publication date: December 6, 2012
    Applicant: BASF SE
    Inventors: Martin SUKOPP, Oliver KUHN, Carsten Gröning, Michael KEIL, Jon J. LONGLET
  • Patent number: 8304559
    Abstract: The present invention relates to a method for the preparation of the 5-amino-1-phenyl-3-cyano-4-trifluoromethyl sulfinyl pyrazole having the described general formula (I), particularly preferred for the synthesis of Fipronil, through oxidation of a compound having the general formula (II) as follows: wherein R1 and R2 are independently hydrogen or halogen, and wherein the oxidizing agent is dichloroperacetic acid.
    Type: Grant
    Filed: May 26, 2011
    Date of Patent: November 6, 2012
    Assignee: Finchimica, S.p.A.
    Inventors: Andrea Pastorio, Paolo Betti
  • Patent number: 8273784
    Abstract: The present invention provides: dinitropyrazole derivatives of formula (I) in which: R?NO2, NH2, NF2, NHOH, OH or NHNH2 and R??H when R?NH2, NF2, NHOH, OH or NHNH2 or R??H, NH2 or a linear or branched C1-C4 alkyl group, optionally substituted by at least one hydroxy and/or one fluoro group, when R?NO2; other than 4-amino-3,5-dinitropyrazole; and also the salts of said derivatives of formula (I) in which R??H; the preparation of said derivatives and of their salts; and energetic compositions comprising at least one of said derivatives and/or at least one salt of such a derivative.
    Type: Grant
    Filed: December 16, 2008
    Date of Patent: September 25, 2012
    Assignees: Herakles, Eurenco
    Inventor: Gregoire Herve
  • Publication number: 20120238612
    Abstract: New polymorphs of Eltrombopag and Eltrombopag ethanolamine salt have been obtained and characterized. These polymorphs and pharmaceutical compositions comprising them are useful, for example, in treating conditions leading to thrombocytopenia.
    Type: Application
    Filed: June 1, 2012
    Publication date: September 20, 2012
    Applicant: PLIVA HRVATSKA D.O.O.
    Inventors: Edislav LEKSIC, Helena CERIC, Tina MUNDORFER, Irena Zrinski ANTONAC, Zrinka Mastelic SAMARDZIC
  • Patent number: 8263783
    Abstract: The present invention relates to a process for the sulfinylation of a pyrazole derivative, characterized in that 5-amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-1H-pyrazole-3-carbonitrile (II) is reacted with a sulfinylating agent selected from trifluoromethylsulfinic acid, trifluoromethylsulfinic acid anhydride, and a trifluoromethylsulfinate alkaline or alkaline earth metal salt and mixtures of the acid and/or the salt(s), in the presence of at least one amine acid complex wherein the amine(s) are selected from tertiary amines and the acid(s) are selected from hydrofluoric, hydrochloric, hydrobromic and hydroiodic acid and sulfonic acid derivatives, and with the addition of a halogenating agent.
    Type: Grant
    Filed: November 5, 2007
    Date of Patent: September 11, 2012
    Assignee: BASF SE
    Inventors: Martin Sukopp, Oliver Kuhn, Carsten Gröning, Michael Keil, Jon J. Longlet
  • Publication number: 20120215008
    Abstract: The present invention relates to a novel process for the preparation of a compound of formula (I), wherein R1, R2, R3, R4 and R5 are each independently selected from hydrogen, halogen, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy, C1-C4-haloalkoxy, nitro, cyano, and pentafluorothio; R6 is C1-C4-alkyl, or C1-C4-haloalkyl; by oxidation of a compound of formula (II) with an oxidation agent selected from trifluoroperacetic acid and trichloroperacetic acid in the presence of a catalyst selected from hydroxides, oxides, sulfates, acetates or trifluoroacetates of lithium, magnesium, calcium, strontium, barium, titanium (IV), zinc (II) and manganese (II).
    Type: Application
    Filed: October 26, 2010
    Publication date: August 23, 2012
    Applicant: BASF SE
    Inventors: Alexander Korte, Paul Hornung
  • Publication number: 20120184753
    Abstract: The present invention relates to a method for the preparation of the 5-amino-1-phenyl-3-cyano-4-trifluoromethyl sulfinyl pyrazole having the described general formula (I), particularly preferred for the synthesis of Fipronil, through oxidation of a compound having the general formula (II) as follows: wherein R1 and R2 are independently hydrogen or halogen, and wherein the oxidising agent is dichloroperacetic acid.
    Type: Application
    Filed: May 26, 2011
    Publication date: July 19, 2012
    Applicant: FINCHIMICA S.p.A.
    Inventors: Andrea Pastorio, Paolo Betti
  • Patent number: 8217021
    Abstract: New polymorphs of Eltrombopag and Eltrombopag ethanolamine salt have been obtained and characterized. These polymorphs and pharmaceutical compositions comprising them are useful, for example, in treating conditions leading to thrombocytopenia.
    Type: Grant
    Filed: August 4, 2011
    Date of Patent: July 10, 2012
    Assignee: Pliva Hrvatska D.O.O.
    Inventors: Edislav Leksic, Helena Ceric, Tina Mundorfer, Irena Zrinski Antonac, Zrinka Mastelic Samardzic
  • Patent number: 8188136
    Abstract: The present invention relates to a crystalline modification of fipronil, to process for the preparation of the same, to pesticidal and parasiticidal mixtures and compositions comprising said crystalline modification and to their use for combating pests and parasites.
    Type: Grant
    Filed: November 5, 2007
    Date of Patent: May 29, 2012
    Assignee: BASF SE
    Inventors: Heidi Emilia Saxell, Peter Erk, Claude Taranta, Thomas Kröhl, Gerhard Cox, Martin Sukopp, Gautam R. Desiraju, Rahul Banerjee, Prashant M. Bhatt
  • Patent number: 8143287
    Abstract: The invention relates to compounds and their use in the treatment of thrombocytopenia resulting from diseases or conditions such as immune thrombocytopenic purpura, cancer chemotherapy, surgery, bone marrow or stem cell transplantation, radiation injury or treatment, chronic viral infection, and pancytopenia. The invention further relates to pharmaceutical compositions containing the compounds and compositions of the invention as well as methods for treating such diseases or conditions in a mammal, including a human, by administering to such mammal an effective amount of a selected thrombopoietin receptor agonist.
    Type: Grant
    Filed: August 10, 2010
    Date of Patent: March 27, 2012
    Assignee: Stategics, Inc.
    Inventors: Jeffrey R. Spencer, Juha Punnonen
  • Patent number: 8124642
    Abstract: The invention relates to 5-(substituted dithio- or dioxy-alkylamino)pyrazole derivatives of formula (I) or salts thereof: wherein the various symbols are as defined in the description, to processes for their preparation, to compositions thereof, and to their use for the control of pests (including arthropods and helminths).
    Type: Grant
    Filed: March 23, 2009
    Date of Patent: February 28, 2012
    Assignee: Merial Limited
    Inventors: David Chou, Werner Knauf, Michael Maier, Friederike Lochhaas, Stefan Schnatterer, Karl Seeger
  • Publication number: 20120022124
    Abstract: New polymorphs of Eltrombopag and Eltrombopag ethanolamine salt have been obtained and characterized. These polymorphs and pharmaceutical compositions comprising them are useful, for example, in treating conditions leading to thrombocytopenia.
    Type: Application
    Filed: August 4, 2011
    Publication date: January 26, 2012
    Applicant: PLIVA HRVATSKA D.O.O.
    Inventors: Edislav LEKSIC, Helena CERIC, Tina MUNDORFER, Irena Zrinski ANTONAC, Zrinka Mastelic SAMARDZIC
  • Patent number: 8101374
    Abstract: It is an object of the present invention to provide a means for measuring a concentration of various components rapidly with high accuracy and high sensitivity. The present invention is to provide an oxidative chromogenic compound or salt thereof represented by the following chemical formula (1): wherein R1 and R2 are each independently a linear or branched alkyl group having 1 to 5 carbon atoms; R3, R4, R5, R6 and R7 are each independently a hydrogen atom, a carboxyl group or a sulfonic acid group, or salt thereof, provided that at least one of R3 to R7 is a carboxyl group or a sulfonic acid group, or salt thereof, and the others are hydrogen atoms, and the production method thereof, and the reagent composition and test instrument using the same.
    Type: Grant
    Filed: March 6, 2008
    Date of Patent: January 24, 2012
    Assignee: Terumo Kabushiki Kaisha
    Inventors: Tetsuro Kawanishi, Yuzuru Saito, Takako Ariga
  • Patent number: 8088813
    Abstract: An improved thrombopoietin mimetic, the bis-(monoethanolamine) salt of 3?-[(2Z)-[1-(3,4-dimethylphenyl)-1,5-dihydro-3-methyl-5-oxo-4H-pyrazol-4-ylidene]hydrazino]-2?-hydroxy-[1,1?-biphenyl]-3-carboxylic acid.
    Type: Grant
    Filed: September 1, 2010
    Date of Patent: January 3, 2012
    Assignee: GlaxoSmithKline LLC
    Inventor: Stephen Moore
  • Patent number: 8071129
    Abstract: Disclosed are novel pharmaceutical compositions containing 3?-[(2Z)-[1-(3,4-dimethylphenyl) -1,5-dihydro-3-methyl-5-oxo-4H-pyrazol-4-ylidene]hydrazino]-2?-hydroxy-[1,1?-biphenyl]-3-carboxylic acid bis-(monoethanolamine) (eltrombopag olamine) and processes for preparing the same.
    Type: Grant
    Filed: October 28, 2009
    Date of Patent: December 6, 2011
    Assignee: GlaxoSmithKline LLC
    Inventors: Francis X Muller, Shivakumar G Kapsi
  • Patent number: 8063092
    Abstract: The present invention relates to a crystalline modification of fipronil, to a process for the preparation of the same, to pesticidal and parasiticidal mixtures and compositions comprising said crystalline modification and to their use for combating pests and parasites.
    Type: Grant
    Filed: November 5, 2007
    Date of Patent: November 22, 2011
    Assignee: BASF SE
    Inventors: Heidi Emilia Saxell, Peter Erk, Claude Taranta, Thomas Kröhl, Gerhard Cox, Gautam R. Desiraju, Rahul Banerjee, Prashant M. Bhatt
  • Patent number: 8062665
    Abstract: Disclosed are novel pharmaceutical compositions containing 3?-[(2Z)-[1-(3,4-dimethylphenyl)-1,5-dihydro-3-methyl-5-oxo-4H-pyrazol-4-ylidene]hydrazino]-2?-hydroxy-[1,1?-biphenyl]-3-carboxylic acid bis-(monoethanolamine) (eltrombopag olamine) and processes for preparing the same.
    Type: Grant
    Filed: October 28, 2009
    Date of Patent: November 22, 2011
    Assignee: GlaxoSmithKline LLC
    Inventors: Francis X Muller, Shivakumar G Kapsi
  • Patent number: 8052994
    Abstract: Disclosed are novel pharmaceutical compositions containing 3?-[(2Z)-[1-(3,4-dimethylphenyl)-1,5-dihydro-3-methyl-5-oxo-4H-pyrazol-4-ylidene]hydrazino]-2?-hydroxy-[1,1?-biphenyl]-3-carboxylic acid bis-(monoethanolamine) (eltrombopag olamine) and processes for preparing the same.
    Type: Grant
    Filed: October 28, 2009
    Date of Patent: November 8, 2011
    Assignee: GlaxoSmithKline LLC
    Inventors: Francis X. Muller, Shivakumar G. Kapsi
  • Patent number: 8052993
    Abstract: Disclosed are novel pharmaceutical compositions containing 3?-[(2Z)-[1-(3,4-dimethylphenyl) -1,5-dihydro-3-methyl-5-oxo-4H-pyrazol-4-ylidene]hydrazino]-2?-hydroxy-[1,1?-biphenyl]-3-carboxylic acid bis-(monoethanolamine) (eltrombopag olamine) and processes for preparing the same.
    Type: Grant
    Filed: October 28, 2009
    Date of Patent: November 8, 2011
    Assignee: GlaxoSmithKline LLC
    Inventors: Francis X Muller, Shivakumar G Kapsi
  • Patent number: 8052995
    Abstract: Disclosed are novel pharmaceutical compositions containing 3?-[(2Z)-[1-(3,4-dimethylphenyl)-1,5-dihydro-3-methyl-5-oxo-4H-pyrazol-4-ylidene]hydrazino]-2?-hydroxy-[1,1?-biphenyl]-3-carboxylic acid bis-(monoethanolamine) (eltrombopag olamine) and processes for preparing the same.
    Type: Grant
    Filed: October 28, 2009
    Date of Patent: November 8, 2011
    Assignee: GlaxoSmithKline LLC
    Inventors: Francis X Muller, Shivakumar G Kapsi
  • Publication number: 20110196008
    Abstract: New polymorphs of Eltrombopag and Eltrombopag ethanolamine salt have been obtained and characterized. These polymorphs and pharmaceutical compositions comprising them are useful, for example, in treating conditions leading to thrombocytopenia.
    Type: Application
    Filed: April 19, 2011
    Publication date: August 11, 2011
    Applicant: PLIVA HRVATSKA D.O.O.
    Inventors: Edislav LEKSIC, Helena CERIC, Tina MUNDORFER, Irena Zrinski ANTONAC, Zrinka Mastelic SAMARDZIC
  • Publication number: 20110190510
    Abstract: The invention relates to a process for purifying trifluoromethanesulfinic acid by azeotropic distillation with an aromatic solvent, to processes for preparing purified trifluoromethanesulfinic acid and to the use of the purified trifluoronnethanesulfinic acid for preparing trifluoromethylsulfinylated pyrazole derivatives, especially fipronil.
    Type: Application
    Filed: September 28, 2009
    Publication date: August 4, 2011
    Applicant: BASF SE
    Inventors: Martin Sukopp, Alexander Korte, Stefan Fülster, Michael Keil, Michael Rack
  • Patent number: 7956048
    Abstract: New polymorphs of Eltrombopag and Eltrombopag ethanolamine salt have been obtained and characterized. These polymorphs and pharmaceutical compositions comprising them are useful, for example, in treating conditions leading to thrombocytopenia.
    Type: Grant
    Filed: April 1, 2010
    Date of Patent: June 7, 2011
    Assignee: Pliva Hrvatska D.O.O.
    Inventors: Edislav Leksic, Helena Ceric, Tina Mundorfer, Irena Zrinski Antonac, Zrinka Mastelic Samardzic
  • Publication number: 20110065634
    Abstract: The present invention relates to compounds of general formula (I), wherein ring A, ring B, R1, R2, R3, Z, and L1 are selected independently of each other and are as defined herein, to compositions comprising the compounds, and methods of using the compounds as glucagon receptor antagonists and for the treatment or prevention of type 2 diabetes and conditions related thereto.
    Type: Application
    Filed: May 13, 2009
    Publication date: March 17, 2011
    Inventors: William J. Greenlee, Andrew Stamford, Michael W. Miller, Duane Eugene DeMong
  • Publication number: 20100323965
    Abstract: The invention relates to compounds and their use in the treatment of thrombocytopenia resulting from diseases or conditions such as immune thrombocytopenic purpura, cancer chemotherapy, surgery, bone marrow or stem cell transplantation, radiation injury or treatment, chronic viral infection, and pancytopenia. The invention further relates to pharmaceutical compositions containing the compounds and compositions of the invention as well as methods for treating such diseases or conditions in a mammal, including a human, by administering to such mammal an effective amount of a selected thrombopoietin receptor agonist.
    Type: Application
    Filed: August 10, 2010
    Publication date: December 23, 2010
    Applicant: STATegics, Inc.
    Inventors: Jeffrey R. SPENCER, Juha Punnonen
  • Publication number: 20100316601
    Abstract: The bicyclo-substituted pyrazolon-azo derivatives of formula (I) or pharmaceutical acceptable salts, hydrates or solvates thereof, methods for their preparation, pharmaceutical compositions containing the same and their use as a therapeutic agent, especially as thrombopoietin (TPO) mimetics and their use as agonists of thrombopoietin receptor are disclosed. The definition of substituents in formula (I) are the same as defined in the description.
    Type: Application
    Filed: January 4, 2009
    Publication date: December 16, 2010
    Inventors: Peng Cho Tang, Hejun Lü, Hao Zheng, Yiqian Chen, Hongbo Fel, Shenglan Wang, Li Wang