Of Carboxylic Acid Halide Patents (Class 564/142)
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Patent number: 9227924Abstract: A method is disclosed for preparing hydrazides from hydrazine and an acyl chloride which comprises the steps of (a) preparing a stirred substantially uniform slurry comprising hydrazine and an inert solvent at low temperature; and (b) adding an acyl chloride continuously to said slurry. The method avoids or limits production of undesired bis-hydrazide by-products. The method is used to prepare 3-methyl-3-mercaptobutanoic acid hydrazide, a molecule used to link calicheamicin to a monoclonal antibody.Type: GrantFiled: October 2, 2014Date of Patent: January 5, 2016Assignee: WYETH LLCInventors: George Anello Chiarello, Ayman Sahli
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Patent number: 9006488Abstract: A solvent-free mechanical process of reacting amine compounds with acetylating agents resulting in amides such as acetaminophen is described.Type: GrantFiled: March 20, 2014Date of Patent: April 14, 2015Inventors: Muhammad Amin, Muhammad S. Iqbal
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Patent number: 8946479Abstract: A process for preparation of 4-fluoro-?-[2-methyl-1-oxopropyl]-?-oxo-N-?-diphenylbenzene butane amide also known as a diketone intermediate of atorvastatin, completely devoid of impurities 3,4-difluoro-?-[2-methyl-1-oxopropyl]-?-oxo-n-?-diphenylbenzene butane amide; methyl, 2{-2[-(4-fluorophenyl)-2-oxo-1-phenylethyl)]}-4-methyl-3-oxo pentanoate; 1,4-bis(4-fluorophenyl)-2,3-diphenylbutane-1,4-dione, 1-(4-fluorophenyl)-2-phenyl ethanone; 1-(4-fluorophenyl)-2-phenyl ethanone and containing about 0.05% or less of 2-methyl-1-oxopropyl]-?-oxo-N-?-diphenylbenzene butane amide. In that process the said diketone intermediate of formula 1 is obtained by maintaining temperature ?25° C. to 50° C. during Friedel-Crafts acylation, in situ halogenation of formula II in presence of a solvent and nucleophilic substitution from a compound of formula III with formula IV in presence of a base.Type: GrantFiled: October 13, 2011Date of Patent: February 3, 2015Assignee: Vijayasri Organics LimitedInventors: Jagapathi Raju Srivatsavayi, Sairam Pothukuchi, Srinivasa Sastry Rani, Mallikarjuna Rao Chikka, Chiranjeevi Cheekati, Mallikarjuna Rao Gutti, Trimurthulu Singavarapu, Venkat Reddy Thimmaipally, Venkateswara Rao Tadanki
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Publication number: 20140357678Abstract: A pharmaceutically acceptable salt, prodrug or derivative compound of the formula I, wherein R1 is selected from H, a (C1-C5) alkyl group and a COR4 group; R2 is selected from H, a (C1-C5) alkyl group and a COR5 group; R3 is selected from H, a (C1-C5) alkyl group, a (C1-C5)-O-alkyl group, a cycloalkyl of (C5-C6) carbon atoms, an aryl group, and an aryl (C1-C5) alkyl group wherein the aryl group can be an unsubstituted aryl or substituted with one or more R6 groups and an NHCOR5 group, or the R2 and R3 groups together with N may form a piperidine, morpholine or piperazine group; R4 is selected from H and a (C1-C5)alkyl group; R5 is selected from an aryl group unsubstituted or substituted with one or more R6, linear or branched(C1-C5) alkyl or pyridyne groups and a pyridine group; R6 is selected from (C1-C5)alkyl groups, halogen and nitro.Type: ApplicationFiled: January 10, 2013Publication date: December 4, 2014Inventors: Gerardo Burton, Javier Duran, David Martinez, Elvira Zini, Veronica Mora Munoz, Lucila Bertoncello
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Publication number: 20140350286Abstract: A method for making a number (N) of samples react under the same reaction conditions, wherein the samples have a solution where the phase state of a reaction solvent changes in a reversible manner between a two-phase solution state and a uniform solution state when the temperature fluctuates over or under a certain constant temperature, and the processes are carried out sequentially in the following steps: (A) the constant container heating step of heating a number of reaction containers simultaneously and maintaining the reaction containers at a predetermined temperature; (B) the sample heating step of putting a sample in each heated reaction container and of maintaining a two-phase solution at a predetermined temperature; (C) the reaction step of stirring the sample that has been heated to the predetermined temperature so as to gain a uniform solution, which is maintained for a predetermined period of time; (D) the cooling step of cooling the uniform solution without cooling the reaction container after theType: ApplicationFiled: August 13, 2014Publication date: November 27, 2014Applicant: Japan Science and Technology AgencyInventor: Kazuhiro CHIBA
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Publication number: 20140336403Abstract: A process for the preparation of a compound of formula (I): which is useful as an intermediate in the preparation of pharmaceutically active compounds.Type: ApplicationFiled: July 25, 2014Publication date: November 13, 2014Inventors: Gerard John Harnett, John Hayes, Reinhard Reents, Dennis A. Smith, Andrew Walsh
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Patent number: 8853393Abstract: The invention discloses a novel intermediate for preparing tapentadol and analogues thereof, wherein the structural formula is shown as formula I or II, and the groups are defined as the specification. The invention further discloses a method for preparing the novel intermediate and use of the intermediate for preparing tapentadol and analogues thereof. The invention can remarkably improve the product yield and quality of tapentadol, reduce the production cost, and simplify the production procedure. The preparation process is environment friendly, thus more suitable for the requirements of industrial production.Type: GrantFiled: July 29, 2011Date of Patent: October 7, 2014Assignee: Anhui New Star Pharmaceutical Development Co., Ltd.Inventors: Ziao Xu, Yuanhai Zhao, Degang Li, Xiaoxiang Li
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Publication number: 20140288221Abstract: An aromatic amide compound having the following general formula (I) is provided: wherein, X1 and X2 are independently C(O)HN or NHC(O); G1, G2 and G3 are independently hydrogen, C(O)HN-phenyl, or NHC(O)-phenyl, wherein at least one of G1, G2 and G3 is C(O)HN-phenyl or NHC(O)-phenyl; Q1, Q2, and Q3 are independently hydrogen, C(O)HN-phenyl, or NHC(O)-phenyl, wherein at least one of Q1, Q2, and Q3 is C(O)HN-phenyl or NHC(O)-phenyl; R5 is halo, haloalkyl, alkyl, alkenyl, aryl, heteroaryl, cycloalkyl, or heterocyclyl; and m is from 0 to 4.Type: ApplicationFiled: June 5, 2014Publication date: September 25, 2014Inventors: Kamlesh P. Nair, Steven D. Gray
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Publication number: 20140186272Abstract: The present invention provides synthetic routes for preparing various isomers of cyclohexane-based coolants, such as menthyl esters and menthanecarboxamide derivatives, in particular those substituted at the amide nitrogen, for example with an aromatic ring or aryl moiety. Such structures have high cooling potency and long lasting sensory effect, which make them useful in a wide variety of consumer products. One synthetic route involves a copper catalyzed coupling of a primary menthanecarboxamide with an aryl halide, such reaction working best in the presence of potassium phosphate and water. Using this synthetic route, specific isomers can be prepared including the menthanecarboxamide isomer having the same configuration as l-menthol and new isomers such as a neoisomer having opposite stereochemistry at the carboxamide (C-1) position. The neoisomer unexpectedly has potent and long lasting cooling effect.Type: ApplicationFiled: March 5, 2014Publication date: July 3, 2014Applicant: The Procter & Gamble CompanyInventors: Kenneth Edward YELM, Gregory Mark BUNKE, John Christian HAUGHT
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Patent number: 8637707Abstract: The present invention relates to a process for preparing substituted 2-aminobiphenyls and to a process for preparing (Het)arylamides of such 2-aminobiphenyls.Type: GrantFiled: July 3, 2009Date of Patent: January 28, 2014Assignees: BASF SE, Technische Universitaet MuenchenInventors: Michael Keil, Michael Rack, Thomas Zierke, Markus Heinrich, Alexander Wetzel
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Patent number: 8624061Abstract: The present invention relies on a process for the preparation of non ionic iodinated contrast agents and, in more details, it relates to a process for the preparation of Iopamidol in high yields and with a high degree of purity. In more details, the invention discloses a process for the preparation of a compound of formula (III) comprising the condensation reaction a compound of formula (II) with 2-amino-1,3-propandiol, being said reaction carried out in an aprotic dipolar solvent and in the presence of an alkaline or alkaline rare earth metal oxide or hydroxide.Type: GrantFiled: November 2, 2009Date of Patent: January 7, 2014Assignee: Bracco Imaging S.p.A.Inventors: Silvia Ceragioli, Giovanni Ciarciello, Salvatore Incandela, Pietro Minotti
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Publication number: 20130307520Abstract: The present invention discloses a method for modifying a carbon nanotube electrode interface, which modifies carbon nanotubes used as a neuron-electrode interface by performing three stages of modifications and comprises the steps of: carboxylating carbon nanotubes to provide carboxyl functional groups and improve the hydrophilicity of the carbon nanotubes; acyl-chlorinating the carboxylated carbon nanotubes to replace the hydroxyl functional groups of the carboxyl functional groups with chlorine atoms; and aminating the acyl-chlorinated carbon nanotubes to replace the chlorine atoms with a derivative having amine functional groups at the terminal thereof. The modified carbon nanotubes used as the neuron-electrode interface has lower impedance and higher adherence to nerve cells. Thus is improved the quality of neural signal measurement.Type: ApplicationFiled: December 15, 2009Publication date: November 21, 2013Inventors: Shiang-Jie YEN, Huan-Chieh Su, Tri-Rung Yew, Yen-Chung Chang, Wei-Lun Hsu, Shih-Rung Yeh
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Patent number: 8536355Abstract: Disclosed herein is a process for producing Dialkyl substituted fatty acids amides. More particularly the present invention provides a process for producing pure form of N,N-dimethylamide of aliphatic carboxylic acids, wherein the aliphatic carboxylic acid is Octanoic Acid and Hexanoic Acid. The disclosed process comprises condensing Alkanoyl Chloride with dilute solution of Dialkylamine at a temperature of about 8 to 12° C. and isolating the crude by salting out the reaction mixture employing Sodium Chloride and distilling the same under vacuum.Type: GrantFiled: September 22, 2005Date of Patent: September 17, 2013Inventors: Ramachandran Radhakrishnan, Sisir K. Adhikari
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Publication number: 20130231478Abstract: The invention discloses a novel intermediate for preparing tapentadol and analogues thereof, wherein the structural formula is shown as formula I or II, and the groups are defined as the specification. The invention further discloses a method for preparing the novel intermediate and use of the intermediate for preparing tapentadol and analogues thereof. The invention can remarkably improve the product yield and quality of tapentadol, reduce the production cost, and simplify the production procedure. The preparation process is environment friendly, thus more suitable for the requirements of industrial production.Type: ApplicationFiled: July 29, 2011Publication date: September 5, 2013Inventors: Ziao Xu, Yuanhai Zhao, Degang Li, Xiaoxiang Li
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Publication number: 20130197257Abstract: A process for the preparation of a compound of formula (I): which is useful as an intermediate in the preparation of pharmaceutically active compounds.Type: ApplicationFiled: March 14, 2013Publication date: August 1, 2013Applicant: Hoffmann-La Roche Inc.Inventor: Hoffmann-La Roche Inc.
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Publication number: 20130172556Abstract: The present invention relates to a novel method for producing a pyridazinone compound and an intermediate thereof as shown in the following scheme: wherein the symbols are as defined in the specification.Type: ApplicationFiled: September 7, 2011Publication date: July 4, 2013Inventors: Markus Jachmann, Takayuki Wakamatsu, Mitsuharu Anryu
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Patent number: 8431514Abstract: The present invention relates to bis-amide derivatives of formula (I), to processes and intermediates for preparing them, to methods of using them to control insect, acarine, nematode and mollusc pests, and to insecticidal, acaricidal, nematicidal and molluscicidal compositions comprising them.Type: GrantFiled: April 14, 2010Date of Patent: April 30, 2013Assignee: Syngenta Crop Protection LLCInventors: Pierre Joseph Marcel Jung, Christopher Richard Ayles Godfrey, Ottmar Franz Hueter, Peter Maienfisch
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Publication number: 20130048911Abstract: An aromatic amide compound having the following general formula (I) is provided: wherein, X1 and X2 are independently C(O)HN or NHC(O); G1, G2 and G3 are independently hydrogen, C(O)HN-phenyl, or NHC(O)-phenyl, wherein at least one of G1, G2 and G3 is C(O)HN-phenyl or NHC(O)-phenyl; Q1, Q2, and Q3 are independently hydrogen, C(O)HN-phenyl, or NHC(O)-phenyl, wherein at least one of Q1, Q2, and Q3 is C(O)HN-phenyl or NHC(O)-phenyl; R5 is halo, haloalkyl, alkyl, alkenyl, aryl, heteroaryl, cycloalkyl, or heterocyclyl; and m is from 0 to 4.Type: ApplicationFiled: August 27, 2012Publication date: February 28, 2013Applicant: TICONA LLCInventors: Kamlesh P. Nair, Steven D. Gray
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Patent number: 8383857Abstract: A method is disclosed for preparing hydrazides from hydrazine and an acyl chloride which comprises the steps of (a) preparing a stirred substantially uniform slurry comprising hydrazine and an inert solvent at low temperature; and (b) adding an acyl chloride continuously to said slurry. The method avoids or limits production of undesired bis-hydrazide by-products. The method is used to prepare 3-methyl-3-mercaptobutanoic acid hydrazide, a molecule used to link calicheamicin to a monoclonal antibody.Type: GrantFiled: January 27, 2012Date of Patent: February 26, 2013Assignee: Wyeth LLCInventors: George Anello Chiarello, Ayman Sahli
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Publication number: 20130018201Abstract: A process for the preparation of a compound of formula (I): which is useful as an intermediate in the preparation of pharmaceutically active compounds.Type: ApplicationFiled: July 5, 2012Publication date: January 17, 2013Inventors: Beat Birrer, Leo Clarke, Walter Deichtmann, John Hayes, Julius Jeisy, Christian Lautz, Rainer E. Martin, Michael Meade, Joaquim Pintao, Michelangelo Scalone, Juergen Schaefer, Dennis Smith, Andreas Staempfli, Joachim Veits, Christian Walch, Andrew Walsh, Andreas Zogg
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Publication number: 20120272462Abstract: The present invention relates to a compound of formula (I), where X, Y, T and Z are each as defined in claim 1, to its preparation and to its use.Type: ApplicationFiled: January 17, 2012Publication date: November 1, 2012Applicant: DyStar Colours Deutschland GmbHInventors: Roxana Barbieru, Carsten Harfmann, Werner Russ
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Patent number: 8299241Abstract: The present invention provides processes and intermediates for the preparation of (R)-8-chloro-1-methyl-2,3,4,5-tetrahydro-1H-3-benzazepine and salts thereof which are useful as serotonin-2C (5-HT2C) receptor agonists for the treatment of, for example, obesity.Type: GrantFiled: December 4, 2007Date of Patent: October 30, 2012Assignee: Arena Pharmaceuticals, Inc.Inventors: Tawfik Gharbaoui, Sagun K. Tandel, You-An Ma, Marlon Carlos, John Robert Fritch
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Patent number: 8273919Abstract: Problem: To provide a novel compound capable of preventing pyrolysis of fluorinated oils when it is used as an additive for the fluorinated oils. Solution Means: A compound represented by Formula (1): wherein Y represents an oxygen atom (O), a sulfur atom (S), a CO group, a SO group, or a SO2 group; k is an integer from 1 to 5; m is an integer from 1 to 10; and n is an integer of 1 or more; and wherein two substituents on each phenyl group may be in any of ortho-, meta-, and para-positions.Type: GrantFiled: January 30, 2009Date of Patent: September 25, 2012Assignee: Unimatec Co., Ltd.Inventors: Akira Endo, Kimihiko Urata
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Publication number: 20120071683Abstract: A process for the preparation of a compound of formula (I): which is useful as an intermediate in the preparation of pharmaceutically active compounds.Type: ApplicationFiled: September 14, 2011Publication date: March 22, 2012Inventors: Gerard John Harnett, John Hayes, Reinhard Reents, Dennis A. Smith, Andrew Walsh
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Patent number: 8110705Abstract: A method is disclosed for preparing hydrazides from hydrazine and an acyl chloride which comprises the steps of (a) preparing a stirred substantially uniform slurry comprising hydrazine and an inert solvent at low temperature; and (b) adding an acyl chloride continuously to said slurry. The method avoids or limits production of undesired bis-hydrazide by-products. The method is used to prepare 3-methyl-3-mercaptobutanoic acid hydrazide, a molecule used to link calicheamicin to a monoclonal antibody.Type: GrantFiled: May 20, 2008Date of Patent: February 7, 2012Assignee: Wyeth LLCInventors: George Anello Chiarello, Ayman Sahli
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Publication number: 20110245494Abstract: The present invention includes methods/processes and intermediates for preparing compounds having structural Formula (I): wherein X is alkyl, substituted alkyl, alkenyl, substituted alkenyl, heteroalkyl, substituted heteroalkyl, heteroalkenyl, or substituted heteroalkenyl.Type: ApplicationFiled: July 29, 2009Publication date: October 6, 2011Applicant: SENOMYX, INC.Inventors: Catherine Tachdjian, Donald S. Karanewsky, Xiao-Qing Tang, Qing Chen, Peter Leeming, Tayyab Rashid, Daniel Levin
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Publication number: 20110237678Abstract: A compound of general formula (I). A process for preparing this compound. A fungicidal composition comprising a compound of general formula (I). A method for treating plants by applying a compound of general formula (I) or a composition comprising it.Type: ApplicationFiled: April 26, 2011Publication date: September 29, 2011Applicant: BAYER CROPSCIENCE AGInventors: Darren MANSFIELD, Pierre-Yves COQUERON, Heiko RIECK, Philippe DESBORDES, Alain VILLIER, Marie-Claire GROSJEAN-COURNOYER, Pierre GENIX
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Publication number: 20110207960Abstract: The present invention relies on a process for the preparation of non ionic iodinated contrast agents and, in more details, it relates to a process for the preparation of Iopamidol in high yields and with a high degree of purity. In more details, the invention discloses a process for the preparation of a compound of formula (III) comprising the 5 condensation reaction a compound of formula (II) with 2-amino-1,3-propandiol, being said reaction carried out in an aprotic dipolar solvent and in the presence of an alkaline or alkaline rare earth metal oxide or hydroxide.Type: ApplicationFiled: November 2, 2009Publication date: August 25, 2011Applicant: BRACCO IMAGING S.P.A.Inventors: Silvia Ceragioli, Giovanni Ciarciello, Salvatore Incandela, Pietro Minotti
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Patent number: 7985879Abstract: A novel process for the preparation of N-methyl-N-(2-[4-hydroxyphenyl]ethyl)-5-hydroxy-4-methoxy benzene carboxamide, which is useful as an intermediate in the synthesis of (?)-galantamine, comprises the reaction of a 5-hydroxy-4-methoxy benzoic acid derivative with N-methyl-N-(2-[4-hydroxyphenyl]ethyl) amine.Type: GrantFiled: April 2, 2008Date of Patent: July 26, 2011Assignee: Scinopharm Taiwan Ltd.Inventors: Lunghu Wang, Yung Fa Chen, Julian Paul Henschke
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Patent number: 7977510Abstract: A fluorine-containing polyether compound having the following general formula: (where R1 is a hydrogen atom, an alkyl group having 1 to 3 carbon atoms, or a phenyl group; X is a bromine atom or an iodine atom; l and m each are independently an integer of 10 or more; and l+m is 30-200) can be produced by reaction of a fluorine-containing dicarboxylic acid fluoride compound having the following general formula: (where l and m each are independently an integer of 10 or more, and l+m is 30-200) with an aromatic amine compound having the following general formula: [where R1 is a hydrogen atom, an alkyl group having 1 to 3 carbon atoms, or a phenyl group, R2 is a hydrogen atom or a group represented by the general formula —SiR3R4R5 (where R3, R4 and R5 each are independently an alkyl group having 1 to 10 carbon atoms or a phenyl group); and X is a bromine atom or an iodine atom] preferably in the presence of pyridine or a tertiary amine compound such as triethylamine, etc.Type: GrantFiled: April 21, 2009Date of Patent: July 12, 2011Assignee: Unimatec Co., Ltd.Inventor: Satoru Saito
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Patent number: 7964735Abstract: Novel 3-acylaminobenzanilides of the formula (I) wherein R1 represents phenyl which may be substituted or a 5-member or 6-member heterocyclic ring group, which may be substituted, containing at least one hetero-atom selected from the group consisting of N, O, and S; R2 represents halogen, C1-6 alkyl, or C1-6 haloalkyl; R3 represents C1-6 haloalkyl, C1-6 haloalkoxy, C1-6 haloalkylthio, C1-6 haloalkylsulfinyl, or C1-6 haloalkylsulfonyl; R4 represents halogen, C1-6 alkyl, or C1-6 haloalkyl; X represents halogen, C1-6 alkyl, or C1-6 haloalkyl; and n represents 0 or 1 and the compounds are used as insecticides, and a use of the new compounds as insecticides.Type: GrantFiled: July 21, 2006Date of Patent: June 21, 2011Assignee: Bayer Cropscience AGInventors: Akihiko Yanagi, Yukiyoshi Watanabe, Katsuaki Wada, Tetsuya Murata, Jun Mihara, Katsuhiko Shibuya, Eiichi Shimojo, Akira Emoto
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Patent number: 7910775Abstract: Disclosed is a process for making the compound of formula I: using the compounds of formulas II, Q, and XI or XII: wherein A is selected from the group consisting of Br, Cl and I (with Br being preferred); and R represents (C1-C10)alkyl. Also disclosed are intermediate compounds that are made in the disclosed process.Type: GrantFiled: October 17, 2008Date of Patent: March 22, 2011Assignee: Schering CorporationInventors: Jianguo Yin, Xiaoyong Fu, Shuyi Zhang, Timothy L. McAllister, Agnes S. Kim-Meade, Jason L. Winters, Anantha Sudhakar, Doris P. Schumacher
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Publication number: 20110021528Abstract: The present invention is directed to certain hydroxamate derivatives that are useful in the treatment of hepatitis C. These compounds are also inhibitors of histone deacetylase and are therefore useful in the treatment of diseases associated with histone deacetylase activity. Pharmaceutical compositions and processes for preparing these compounds are also disclosed.Type: ApplicationFiled: October 1, 2010Publication date: January 27, 2011Applicant: PHARMACYCLICS, INC.Inventors: Erik J. Verner, Martin Sendzik, Chitra Baskaran, Joseph J. Buggy, James Robinson
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Publication number: 20100305316Abstract: The present invention provides processes and intermediates for the preparation of (R)-8-chloro-1-methyl-2,3,4,5-tetrahydro-1H-3-benzazepine and salts thereof which are useful as serotonin-2C (5-HT2C) receptor agonists for the treatment of, for example, obesity.Type: ApplicationFiled: December 4, 2007Publication date: December 2, 2010Inventors: Tawfik Gharbaoui, Sagun K. Tandel, You-An Ma, Marlon Carlos, John Robert Fritch
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Patent number: 7790927Abstract: This invention relates to processes for the production of optically active 2-(disubstituted aryl)cyclopropylamine compounds and optically active 2-(disubstituted aryl)cyclopropane carboxamide compounds which are useful intermediates for the preparation of pharmaceutical agents, and in particular the compound [1S-(1?,2?,3?(1S*,2R*),5?)]-3-[7-[2-(3,4-difluorophenyl)-cyclopropyl]amino]-5-(propylthio)-3H-1,2,3-triazolo[4,5-d]pyrimidin-3-yl)-5-(2-hydroxyethoxy)-cyclopentane-1,2-diol.Type: GrantFiled: August 3, 2007Date of Patent: September 7, 2010Assignee: AstraZeneca ABInventors: Masaru Mitsuda, Tadashi Moroshima, Kentaro Tsukuya, Kazuhiko Watabe, Masahiko Yamada
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Patent number: 7750062Abstract: A method of producing a polymeric material including subjecting a starting material to conditions under which polymerisation occurs. The starting material includes a group of sub-formula (XIII) where R16 is selected from hydrogen, halo, nitro, hydrocarbyl, optionally substituted or interposed with functional groups, or R2 and R3 are independently selected from (CR6R7)n or a group CR8R9, CR6R7CR8R9 or CR8R9CR6R7 where n is 0, 1 or 2 and R6 and R7 are independently selected from hydrogen or alkyl, and either one of R8 or R9 is hydrogen and the other is an electron withdrawing group, or R8 or R9 together form an electron withdrawing group. R4 and R5 are independently selected from CH or CR1o where CR1o is an electron withdrawing group, X1 is a group CX2X3, Y1 is a group CY2Y3, and X2 X3, and, if present, Y2 and Y3, are each a C1 to C4 alkyl group.Type: GrantFiled: December 23, 2008Date of Patent: July 6, 2010Assignee: Novel Polymer Solutions LimitedInventors: James Rolfe, Warrick Allen
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Patent number: 7579379Abstract: The present invention provides a CETP activity inhibitor comprising as an active ingredient a compound represented by the formula (I): wherein R represents a straight chain or branched alkyl group; a straight chain or branched alkenyl group; a lower haloalkyl group; a substituted or unsubstituted cycloalkyl group; a substituted or unsubstituted cycloalkenyl group; a substituted or unsubstituted cycloalkylalkyl group; a substituted or unsubstituted aryl group, or a substituted or unsubstituted heterocyclic group, X1, X2, X3, and X4 may be the same or different and each represents a hydrogen atom, a halogen atom, a lower alkyl group, a lower haloalkyl group; a lower alkoxy group; a cyano group; a nitro group; an acyl group; or an aryl group, Y represents —CO— or —SO2—, and Z represents a hydrogen atom or a mercapto-protecting group, or a prodrug compound, a pharmaceutically acceptable salt, or hydrate or solvate thereof.Type: GrantFiled: August 3, 2007Date of Patent: August 25, 2009Assignee: Japan Tobacco Inc.Inventors: Hisashi Shinkai, Kimiya Maeda, Hiroshi Okamoto
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Patent number: 7531691Abstract: The present invention provides a method for producing a naphthalenecarboxylic acid amide compound represented by formula [1] comprising, reacting a naphthalenecarboxylic acid halide compound represented by formula [2] with ammonium acetate in a solvent having an ether bond. According to the method of the present invention, a naphthalene carboxylic acid amide compound can be obtained at high yield and at low cost.Type: GrantFiled: June 11, 2007Date of Patent: May 12, 2009Assignee: Ueno Fine Chemicals Industry, Ltd.Inventors: Hiroyuki Wakamori, Nobuhiro Yonetani
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Patent number: 7510657Abstract: The present invention is a method of preparing affinity ligands, which method comprises to provide a cyclic scaffold comprising a thiol group, a carbonyl group and an amine group; to derivatize the amine group of said scaffold with an electrophile that carries either a functionality capable of affinity interaction or a functionality capable of a second interaction with a target molecule; and to open up the derivatized scaffold and add an amine that carries either a functionality capable of a second interaction or a functionality capable of affinity interaction with a target molecule. The method provides provide affinity ligands, which are capable of affinity interaction as well as a second kind of interaction.Type: GrantFiled: March 5, 2004Date of Patent: March 31, 2009Assignee: GE Healthcare Bio-Sciences ABInventors: Jean-Luc Maloisel, Nicolas Thevenin
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Publication number: 20080312422Abstract: A method is disclosed for preparing hydrazides from hydrazine and an acyl chloride which comprises the steps of (a) preparing a stirred substantially uniform slurry comprising hydrazine and an inert solvent at low temperature; and (b) adding an acyl chloride continuously to said slurry. The method avoids or limits production of undesired bis-hydrazide by-products. The method is used to prepare 3-methyl-3-mercaptobutanoic acid hydrazide, a molecule used to link calicheamicin to a monoclonal antibody.Type: ApplicationFiled: May 20, 2008Publication date: December 18, 2008Applicant: WyethInventors: George Anello Chiarello, Ayman Sahli
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Patent number: 7390923Abstract: Compounds of formula (I) wherein R1 to R4, X and A are as defined in the claims and pharmaceutically acceptable salts and esters thereof, are disclosed. The compounds of formula (I) possess utility as tissue-selective androgen receptor modulators (SARM) and are useful in hormonal therapy, e.g., in the treatment or prevention of male hypogonadism and age-related conditions such as andropause.Type: GrantFiled: June 24, 2004Date of Patent: June 24, 2008Assignee: Orion CorporationInventors: Jari Ratilainen, Anu Moilanen, Olli Törmäkangas, Arja Karjalainen, Paavo Huhtala, Gerd Wohlfahrt, Pekka Kallio
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Patent number: 7288619Abstract: A composition comprises a condensation product of an amine-reactive fluorinated polyether and a polyamine. The compositions may be in dispersed in water.Type: GrantFiled: May 7, 2004Date of Patent: October 30, 2007Assignee: 3M Innovative Properties CompanyInventors: Zai-Ming Qiu, Naiyong Jing
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Patent number: 7205436Abstract: An efficient, simple, high yielding, eco-friendly process for the manufacture of tosylates quaternary ammonium salts of cinnamidoalkylamines and/or benzamidoalkylamines (Formula I) has been described. These compounds are substantive UV-absorbers. They are useful in making fabric care products and personal care products. The scope of this methodology has been demonstrated by converting water soluble organic sunscreen quaternary halides to their corresponding tosylates of Formula VI.Type: GrantFiled: May 13, 2005Date of Patent: April 17, 2007Assignee: Galaxy Surfactants LimitedInventors: Nirmal Madhukar Koshti, Shubhangi Dattaram Naik, Bharat Bhikaji Parab, Tanaji Shamrao Jadhav, Subhash Shivling Nashte
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Patent number: 6995284Abstract: The present invention relates to a synthetic process for the preparation of a novel class of androgen receptor targeting agents (ARTA) which demonstrate androgenic and anabolic activity of a nonsteroidal ligand for the androgen receptor.Type: GrantFiled: October 22, 2002Date of Patent: February 7, 2006Assignee: The University of Tennessee Research FoundationInventors: James T. Dalton, Duane D. Miller, Yali He, Donghua Yin
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Patent number: 6965048Abstract: The present invention relates to compounds of formula (I) wherein R1, R2, R3, R4, X, W, m and n are as defined hereinabove. The compounds are useful for the treatment and/or prophylaxis of diseases which are associated with 2,3-oxidosqualene-lanosterol cyclase such as hypercholesterolemia, hyperlipemia, arteriosclerosis, vascular diseases, mycoses, parasite infections, gallstones, tumors and/or hyperproliferative disorders, and treatment and/or prophylaxis of impaired glucose tolerance and diabetes.Type: GrantFiled: July 1, 2004Date of Patent: November 15, 2005Assignee: Hoffmann-La Roche Inc.Inventors: Jean Ackermann, Johannes Aebi, Henrietta Dehmlow, Olivier Morand, Narendra Panday
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Publication number: 20040215037Abstract: In the synthesis of an amide compound through reaction of an acyl fluoride group-bearing compound with an amino compound, a reaction mixture contains the amide compound and hydrogen fluoride or a hydrofluoric acid amine salt. The amide compound is recovered in high purity form by adding an oxide, carbonate or hydroxide of an alkaline earth metal to the reaction mixture to convert the hydrogen fluoride or hydrofluoric acid amine salt to an alkaline earth metal fluoride salt that can be readily removed by filtration.Type: ApplicationFiled: April 21, 2004Publication date: October 28, 2004Applicant: Shin-Etsu Chemical Co., Ltd.Inventors: Yasunori Sakano, Noriyuki Koike
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Patent number: 6696606Abstract: A solid phase synthetic method for preparing arylretinamides is provided. The method comprises reacting hexachloroacetone with a solvent-suspended resin-bound triphenylphosphine to provide a suspension comprising an activated chlorinating reagent; reacting retinoic acid with the activated chlorinating reagent to provide retinoyl chloride; adding pyridine and a select arylamine to the resulting mixture; and stirring the resulting mixture for a time and at a temperature sufficient for the select arylamine to react with the retinoyl chloride and provide the arylretinamide. Also provided, are select arylretinamides that can be prepared by the present method, and methods of using such arylretinamides to induce apoptosis in cancer cells.Type: GrantFiled: July 8, 2002Date of Patent: February 24, 2004Assignee: The Ohio State University Research FoundationInventors: Robert W. Curley, Jr., Serena M. Mershon
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Patent number: 6667341Abstract: Amidomethyl esters, carbonylmercaptomethyl esters, keto-containing esters, amidomethyl thioesters, amidomethyl amides, and methylene dithioesters are disclosed. The novel compounds have two carbonyl groups connected by a linking moiety having an oxygen, sulfur or nitrogen attached to a methylene group, to which is further attached a sulfur, nitrogen or CH2 group. Methods of treating illnesses and conditions, such as cancer, hemological disorders, inherited metabolic disorders and others, using these compounds are also disclosed.Type: GrantFiled: May 17, 2001Date of Patent: December 23, 2003Assignee: Beacon Laboratories, Inc.Inventors: Hsuan-Yin Lan-Hargest, Norbert L. Wiech
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Patent number: 6570037Abstract: A compound of formula (I): or a salt thereof, or a solvate thereof, wherein Ar represents substituted or unsubstituted aryl, wherein the optional substituents are selected from alkyl, hydroxy or alkoxy or, if attached to adjacent carbon atoms any two substituents together with the carbon atoms to which they are attached may form a fused heterocyclic ring of five to six atoms wherein one, two or three of the said atoms are oxygen or nitrogen; A represents a C1-4 n-alkylene group wherein each carbon is optionally substituted by 1 or 2 C1-6 alkyl groups; R1 represents hydrogen, alkyl, alkenyl or cycloalkyl; one or two of of the group of R2, R3 and R4 represents nitro the remaining members of the group of R2, R3 and R4 represent hydrogen; X represents a —CO—NH— moiety; and Z represents C2-4 n-alkylene group wherein each carbon is optionally substituted 1 or 2 C1-6 alkyl groups; a process for preparing such compounds, pharmaceutical compositions comprising such compounds and the use of such compoType: GrantFiled: January 30, 2002Date of Patent: May 27, 2003Assignee: SmithKline Beecham Laboratoires PharmaceutiquesInventors: Guy Marguerite Marie Gerard Nadler, Michel Jean Roger Martin
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Patent number: 6552226Abstract: A novel tandem acyl-Claisen rearrangement reaction is provided. An allylic reactant such as an allylic amine or an allylic thioether, having at least two functional groups that enable the reactant to undergo at least two successive Claisen rearrangement reactions, is reacted with an acid chloride in the presence of a Lewis acid catalyst composition composed of a Lewis acid and a second catalyst component selected from the group consisting of tertiary amines and non-nitrogenous bases. The stereochemistry of the reaction product is readily controlled by the positioning and size of substituents on the allylic reactant. The reaction may be carried out on a solid support, i.e., on the surface of a substrate suitable for conducting solid phase chemical reactions.Type: GrantFiled: September 26, 2000Date of Patent: April 22, 2003Assignee: The Regents of the University of CaliforniaInventor: David W. C. MacMillan