Acyclic Patents (Class 564/143)
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Patent number: 10414721Abstract: Provided is a highly potent and selective endocannabioid cellular reuptake inhibitor represented by formula (I): or a pharmaceutically acceptable solvate or co-crystal thereof as well as to a formulation comprising this inhibitor, and to methods of treatment in which this inhibitor is used.Type: GrantFiled: June 4, 2018Date of Patent: September 17, 2019Assignee: UNIVERSITY OF BERNInventors: Andrea Chicca, Jurg Gertsch
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Patent number: 8829226Abstract: A new compound is provided, which is used for preparing lacosamide. A novel method for preparing lacosamide is also provided. During the reaction, iodomethane and silver oxide that are cost expensive are not used, nor a Pd-c catalyst is used, so the production cost is low, the raw materials and accessory materials are cheap and easily available, and the process is simple, so that industrial production is easy to realize; and moreover, the yield is high, and good economic efficiency can be achieved.Type: GrantFiled: January 28, 2011Date of Patent: September 9, 2014Assignee: Zhejiang Jiuzhou Pharmaceutical Co., LtdInventors: Xianyi Zhang, Shaoqing Ge, Daqing Che
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Patent number: 8778221Abstract: 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: GrantFiled: August 27, 2012Date of Patent: July 15, 2014Assignee: Ticona LLCInventors: Kamlesh P. Nair, Steven D. Gray
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Publication number: 20140155648Abstract: A new compound, (S)-5-(2-acetoxypropanamido)-2,4,6-triiodoisophthalic acid, of formula II (S)-5-(2-acetoxypropanamido)-2,4,6-triiodoisophthalic acid. Said new compound is of use for the production of triiodinated contrast agent, especially lopamidol, with low content of acetyl and hydroxyacetyl analogs. The new compound may be formed from 5-amino-2,4,6-triiodoisophtalic acid by acylating with (S)-1-chloro-1-oxopropan-2-yl acetate. The new compound may then be converted to the respective acid dichloride by reacting with a chlorinating reagent, which is a further object of the present invention, followed by the amidation with 2-amino-1,3-propanediol and acetate hydrolysis.Type: ApplicationFiled: February 2, 2012Publication date: June 5, 2014Applicant: HOVIONE INTER LIMITEDInventors: Jose Manuel Galindro, Ana Cristina Cruz, João José Bandarra, William Heggie
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Publication number: 20140039217Abstract: The invention relates to process for the continuous production of 4-chloroacetoacetyl chloride, comprising the steps of (a) feeding diketene and chlorine into a thin film reactor and (b) reacting the diketene and chlorine to obtain 4-chloroacetoacetyl chloride. The invention also relates to a process for the production of 4-chloroacetoaceticacid ester, 4-chloroacetoaceticacid amide or 4-chloroacetoaceticacid imide from 4-chloroacetoacetyl chloride obtained according to the inventive process.Type: ApplicationFiled: April 25, 2012Publication date: February 6, 2014Applicant: LONZA LTDInventors: Ellen Klegraf, Miguel Angel Caraucan Davila
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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: 20130066102Abstract: A new compound is provided, which is used for preparing lacosamide. A novel method for preparing lacosamide is also provided. During the reaction, iodomethane and silver oxide that are cost expensive are not used, nor a Pd-c catalyst is used, so the production cost is low, the raw materials and accessory materials are cheap and easily available, and the process is simple, so that industrial production is easy to realize; and moreover, the yield is high, and good economic efficiency can be achieved.Type: ApplicationFiled: January 28, 2011Publication date: March 14, 2013Applicant: ZHEJIANG JIUZHOU PHARMACEUTICAL CO., LTDInventors: Xianyi Zhang, Shaoqing Ge, Daqing Che
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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: 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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Patent number: 7973186Abstract: Disclosed is a compound of the formula or a mixture thereof; wherein R and R? are the same or different, and wherein R and R? are independently selected from an alkyl group, an arylalkyl group, or an alkylaryl group, wherein the alkyl group, the arylalkyl group, or the alkylaryl group has from about 18 to about 60 carbon atoms; and wherein m is an integer of from about 1 to about 30.Type: GrantFiled: December 18, 2009Date of Patent: July 5, 2011Assignee: Xerox CorporationInventors: Adela Goredema, Mihaela Maria Birau, C. Geoffrey Allen, Caroline Turek, Maxine E. Haberl, Carol A. Jennings, Peter G. Odell
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Publication number: 20100210875Abstract: 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: ApplicationFiled: January 30, 2009Publication date: August 19, 2010Inventors: Akira Endo, Kimihiko Urata
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Patent number: 7754917Abstract: Fluoroalkyl amidoalkyl alcohols of the formula are disclosed and their corresponding (meth)acrylate esters. These fluoroalkyl amidoalkyl (meth)acrylate monomers can be copolymerized with a wide variety of conventional ethylenically unsaturated monomers. The resulting copolymers are useful as water, oil- and grease-proofing agents for paper, textiles and hard surfaces such as masonry and wood.Type: GrantFiled: June 18, 2007Date of Patent: July 13, 2010Assignee: Huntsman International LLCInventor: Shobha Kantamneni
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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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Publication number: 20090156706Abstract: A method of producing a polymeric material, said method including the step of subjecting a starting material which 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, 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; and R4 and R5 are independently selected from CH or CR1o where CR1o is an electron withdrawing group, the dotted lines indicate the presence or absence of a bond, X1 is a group CX2X3 where the dotted line bond to which it is attached is absent and a group CX2 where the dotted line bond to which it is attached is present, Y1 is a group CY2Y3 where the dotted line bond to which it is attached is absent anType: ApplicationFiled: December 23, 2008Publication date: June 18, 2009Inventors: James Rolfe, Warrick Allen
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Publication number: 20090036703Abstract: A process for the preparation of acid halides of formula I which are useful as intermediates in the preparation of i.a. pharmaceutically active compounds.Type: ApplicationFiled: August 25, 2008Publication date: February 5, 2009Inventors: Ursula Hoffmann, Goesta Rimmler
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Publication number: 20090029099Abstract: Disclosed is a fluorine-containing polymer having: (A) a repeating unit derived from a fluorine-containing monomer which is represented by the following formula: CH2?C(—X)—C(?O)—Y—[—(CH2)m-Z-]p—(CH2)n—Rf??(I) (B) a repeating unit derived from a monomer containing no fluorine atom, and if necessary (C) a repeating unit derived from a crosslinkable monomer. This fluorine containing polymer has excellent water repellency, oil repellency and antifouling property.Type: ApplicationFiled: September 23, 2008Publication date: January 29, 2009Applicant: DAIKIN INDUSTRIES, LTD.Inventors: Ikuo YAMAMOTO, Yutaka OHIRA, Yoshio FUNAKOSHI, Shinichi MINAMI, Ginjiro TOMIZAWA
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Patent number: 7329780Abstract: Provided is a method of preparing an optically pure compound having formula 1 or its salts. The method includes: reacting (R)-2-(4-methoxy-3-aminosulfonyl-phenyl)-1 -methylethylamine or its salts with a compound selected from the group consisting of chloroacetic acid, bromoacetic acid, fluoroacetic acid, iodoacetic acid, ?-halogenoacetic acid anhydride, and ?-halogenoacetyl halide in the presence of a base or an acylating agent.Type: GrantFiled: December 9, 2004Date of Patent: February 12, 2008Assignee: CJ CorporationInventors: Seong Hwan Cho, Dong Kwon Lim, Kwang Hyeg Lee, Yong Sik Youn, Choong Sil Park
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Patent number: 7154007Abstract: This invention provides: a compound represented by formula (I): R—Y—(—X-Phe-COCH2COCnF2n+1)m ??(I) wherein R denotes hydrogen, alkyl, phenyl, or a group capable of binding to a protein, peptide, amino acid, nucleic acid, or nucleotide; Y denotes CH2, a carbocyclic ring, or a heterocyclic ring; X denotes O, S, NH, CH2, OCH2, CONH, or NHCO; Phe denotes phenylene; n is an integer between 1 and 5; and m is 1, 2, or 3. This inventions also provides a luminous complex of such compound and a rare earth ion, a labeling reagent comprising such compound or luminous complex, and a process for labeling a protein, peptide, amino acid, nucleic acid, or nucleotide using such labeling reagent.Type: GrantFiled: October 10, 2002Date of Patent: December 26, 2006Assignee: Hitachi High-Technologies CorporationInventors: Michihiro Saito, Ernoe Pretsch
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Patent number: 7053245Abstract: This invention relates to N-acylamino aryl derivatives of the formula where R1, R21, R22, R23, R24, R3, R4, R5, R6, R7, R8, R, and n are as defined herein and where X is —CHRO, —OCHR—, —CH2S—, —SCH2—, —CH2CH2—, —CH?CH— or —C?C—. The compounds of the invention are selective monoamine oxidase B inhibitors, and they are therefore useful in the treatment of diseases mediated by monoamine oxidase B, for example, for the treatment of Alzheimer's disease or senile dementia.Type: GrantFiled: May 5, 2004Date of Patent: May 30, 2006Assignee: Hoffmann-La Roche Inc.Inventors: Synese Jolidon, Rosa Maria Rodriguez Sarmiento, Andrew William Thomas, Rene Wyler
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Publication number: 20040198836Abstract: This invention relates to an improved process for synthesizing (±)-2-Amino-N-[2-(2,5-dimethoxyphenyl]-2-hydroxyethyl acetamide monohydrochloride in good yield and in a cost effective manner from 1-(2,5-dimethoxyphenyl)-2-bromoethanone by reacting the same with hexamine in the presence of novel solvent system comprising Tetrahydrofuran and water. The resulting aminoethanone is acylated with haloacetylchloride and sodium acetate in acetone-water solvent system. This product is reduced selectively first with sodium borohydride and subsequently with stannous chloride. This product is converted in situ to the corresponding hydrochloride salt immediately after reduction on its own.Type: ApplicationFiled: February 6, 2004Publication date: October 7, 2004Inventors: Rajaram Sankara Subramanian, Venkatanathan Satogopan, Rajagopalam Srinivasan
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Patent number: 6673967Abstract: A method for processing of hydrogen for the reductive acylation of nitro, azido and cyano arenes is disclosed. More particularly, improved process for the preparation of amides and anilides using C3-C7 carboxylic acids as proton source/acylating agents employing Fe3+-montmorillonite as a catalyst is disclosed.Type: GrantFiled: November 29, 2002Date of Patent: January 6, 2004Assignee: Council of Scientific and Industrial ResearchInventors: Boyapati Manoranjan Choudary, Venkati Sri Ranganath Kalluri, Lakshmi Kantam Mannepalli
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Patent number: 6630602Abstract: The present invention relates to racemic propylisopropyl acetic acid and propylisopropyl acetamide and their isomers in their racemic and stereospecific forms, for use in treatment of neurological and psychotic disorders, and affective disorders and to treat pain, headaches and migraines. The isomers are of the compound formula I: wherein R1 is a methyl or ethyl group; R2 is H, methyl or an ethyl group; R3 is ethyl or a propyl group; and R4 is a hydroxyl or amide group; and the total number of carbon atoms in said compound is 8, provided that when R1 is a methyl group and R4 is an amide group, R2 and R3 are not ethyl, further provided that when R1 is an ethyl and R4 a hydroxyl group, only stereoisomers of the compound are referred to. The present invention further relates to a method for the stereoselective synthesis of the 2S and 2R stereoisomer of PID and PIA.Type: GrantFiled: November 29, 2000Date of Patent: October 7, 2003Assignee: Yissum Research Development Company of the Hebrew University of JerusalemInventors: Meir Bialer, Ofer Spigelstein, Boris Yagen
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Patent number: 6562963Abstract: The present invention is directed to a process for the preparation of a compound of formula (X-a) or a pharmaceutically acceptable salt form thereof, wherein: R1 is selected from the group consisting of: C1-5 alkyl substituted with 0-5 R1a, —(CH2)r—C3-10 cycloalkyl substituted with 0-5 R1a, and —(CH2)r-aryl substituted with 0-5 R1a. Compounds of Formula (X-a) are macrocyclic molecules containing anti-succinate residues which inhibit metalloproteinases such as aggrecanase, and the production of tumor necrosis factor (TNF). The anti-succinates are formed by an Ireland Claisen rearrangement of a silyl ketene acetal which proceeds with high stereoselectivity.Type: GrantFiled: July 31, 2001Date of Patent: May 13, 2003Inventors: Roberta L. Dorow, Silvio Campagna, Pasquale N. Confalone, Fuqiang Jin, Zhe Wang
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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
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Patent number: 6509500Abstract: This invention relates to a method of making an incorporated photographic amide comprising a) continuously combining an amine capable of forming an incorporated photographic amide, an acid chloride, one or more acid-absorbing reagents, and one or more water-immiscible solvents to continuously form a reaction mixture; b) continuously reacting the amine and acid chloride to form an incorporated photographic amide; and c) separating the incorporated photographic amide from the reaction mixture.Type: GrantFiled: May 24, 2001Date of Patent: January 21, 2003Assignee: Eastman Chemical CompanyInventors: Harold Evans Carman, Eleanor Hawkins Cwirko, Robert Joseph Maleski, Karen Marie Richards, Jerry Neal Schlather
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Patent number: 6420604Abstract: The present invention discloses an improved process for the N-acylation of amino alcohols employing an organic acid in the form of an acid halogenide, wherein the acylation occurs in an organic solvent in the additional presence of water.Type: GrantFiled: January 7, 2000Date of Patent: July 16, 2002Assignee: Cosmoferm B.V.Inventors: Pieter Gijsbert Weber, Erik De Vroom
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Patent number: 6417399Abstract: The present invention generally relates to the individual stereoisomers of the drug valnoctamide (a mixture of four stereoisomer kinds, VCD-valmethamide or 2-ethyl-3-methyl pentanamide) useful in treatment of neurological and psychotic disorders such as different kinds of epilepsy and affective disorders, and useful as tranquilizers and to treat pain, and to pharmaceutical compositions containing, as an active ingredient, these stereoisomers. The present invention further relates to a method for stereoselective separation and quantification of the four stereoisomers from a racemic mixture of VCD or plasma of patients treated with the racemic drug. The present invention further relates to a unique method for the synthesis of the individual stereoisomers.Type: GrantFiled: July 13, 1999Date of Patent: July 9, 2002Assignee: Yissum Research Development Company of the Hebrew University of JerusalemInventors: Meir Bialer, Boris Yagen, Ofer Spiegelstein, Michael Roeder, Volker Schurig
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Publication number: 20020077491Abstract: The invention relates to methods for forming combinatorial libraries. The invention provides methods suitable for the rapid and convenient synthesis of very large combinatorial libraries of small organic molecules. In particular, the invention provides a method for forming combinatorial libraries combining amide bond formation with epoxide opening.Type: ApplicationFiled: August 31, 2001Publication date: June 20, 2002Inventors: Gerald W. Shipps, Kristin E. Rosner, Gergely M. Makara, Edward A. Wintner, Huw M. Nash, Jason S. Felsch, Kollol Pal, George R. Lenz
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Patent number: 6384279Abstract: A new composition of matter for a diamidodiol and a method for preparing the diamidodiol. The exemplary diamidodiol has the formula C15H30N2O4 and is prepared by reacting a first quantity of 2-amino-2-methyl-1-propanol with a second quantity of a di-substituted malonyl dichloride (i.e., diethylmalonyl dichloride), preferably in ethyl acetate as solvent. A tetraamido macrocycle is prepared from the diamidodiol in two steps by oxidizing the diamidodiol to form a diacid followed by coupling using a known procedure of the diacid with an aryl diamine (e.g., 1,2-diaminobenzene) to yield the tetraamido macrocycle.Type: GrantFiled: August 30, 2001Date of Patent: May 7, 2002Assignee: The Clorox CompanyInventors: James E. Deline, Michael M. Ott
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Patent number: 6369249Abstract: The present invention relates to a process for the preparation of N-substituted acrylamides of the general formula CH2═CH—CONHR, wherein, R is alkyl group having carbon 1 to 22 or acyl group having carbon 1 to 18. The process for the preparation of the N-substituted acrylamides comprises reacting acrylamide with alkyl acyl chloride in the presence of Lewis acid catalyst in an organic solvent at a temperature ranging between room temperature to 50° C. for a period ranging between 1 hour to 24 hours.Type: GrantFiled: February 2, 2000Date of Patent: April 9, 2002Assignee: Council of Scientific & Industrial ResearchInventors: Bhalchandra Shripad Lele, Mohan Gopalkrishna Kulkarni
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Patent number: 6323365Abstract: The invention relates to pharmaceutical compositions and methods of preparation thereof suitable for the treatment of neurological, affective and psychotic disorders and for the treatment of pain and migraine comprising as an active ingredient an effective amount of 2-hydroxylpropyl valpormide and a pharmaceutically acceptable carrier or diluent. In a broader sense, the invention concerns 2-hydroxylpropyl valpromide (HP-VPD) of the formula: useful for the treatment of neurological, psychotic and affective disorders, such as convulsions and epilepsy, and for the treatment of pain and migraine.Type: GrantFiled: July 28, 2000Date of Patent: November 27, 2001Assignee: Yissum Research Development Company of the Hebrew University of JerusalemInventors: Meir Blaler, Boris Yagen, Niv Papo
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Patent number: 6291712Abstract: A process for producing a saturated aliphatic carboxylic acid amide, comprising reacting a saturated aliphatic carboxylic acid with ammonia to thereby obtain a saturated aliphatic ammonium carboxylate and subjecting the saturated aliphatic ammonium carboxylate to a dehydration reaction for obtaining a saturated aliphatic carboxylic acid amide, wherein the dehydration reaction of the saturated aliphatic ammonium carboxylate is conducted while supplying water to a reaction system in which the dehydration reaction is carried out. Preferably, water is continuously supplied to the reaction system so that the production of the saturated aliphatic carboxylic acid amide is carried out in a continuous manner and the amount of water present in a steady state ranges from 20 to 70 mol per 100 mol of a total of the saturated aliphatic carboxylic acid, the ammonia, the saturated aliphatic ammonium carboxylate, the saturated aliphatic carboxylic acid amide and the water.Type: GrantFiled: November 26, 1997Date of Patent: September 18, 2001Assignee: Showa Denko K.K.Inventors: Shinya Saihata, Masaaki Katayama, Hitoshi Nakamura, Toshiyuki Aizawa
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Patent number: 6262295Abstract: A process for the preparation of a racemic or optically active compound of the formula where the group R1 is an unsubstituted or a halogen substituted C1-4-alkyl, a C1-4-alkoxy, an aryl, an arylalkyl, an aryloxy, or arylalkylloxy.Type: GrantFiled: August 13, 1999Date of Patent: July 17, 2001Assignee: Lonza A.G.Inventors: Christine Bernegger, Eva Maria Urban, Olwen Mary Birch, Kurt Burgdorf, Frank Brux, Kay-Sara Etter, Pierre Bossard, Walter Brieden, Laurent Duc, John Gordon, Colm O'Murchu, Yves Guggisberg
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Patent number: 6166243Abstract: Disclosed herein is a method for making compounds having the structural formulae (I) or (II): ##STR1## wherein: X is a) phenyl; lower phenylalkoxy; phenoxy; or benzyl; or b) one substituent from group a) and one or more substituents selected from C.sub.1 -C.sub.4 alkoxy; hydroxyl; halogen; lower alkyl; and lower alkylthio; or c) along with the phenyl to which it is attached, forms a multiple fused ring heterocycle such as dibenzofuranyl; Y is H, C.sub.1 -C.sub.4 alkanoyl, C.sub.1 -C.sub.4 haloalkanoyl dialkoxyphosphoryl, alkylaminocarbonyl, haloalkylsulfonyl, or C.sub.1 -C.sub.4 alkoxy carbonyl; and R is H, C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 alkoxy, C.sub.3 -C.sub.6 cycloalkoxy, haloalkyl, alkoxyalkyl, arylalkoxy, alkenyl, alkylthio, alkoxycarbonyl, alkylamino, heteroaryl, arylalkyl, haloalkoxy, aryloxy, or C.sub.3 -C.sub.Type: GrantFiled: November 1, 1999Date of Patent: December 26, 2000Assignee: CK Witco CorporationInventors: Haihong Jin, Joseph A. Feiccabrino
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Patent number: 6156893Abstract: A novel process for the preparation of (1S,4R)- or (1R,4S)-4-(2-amino-6-chloro-9H-purin-9-yl)-2-cyclo-pentene-1-methanol of the formulae ##STR1## is described. This entails in the first stage (.+-.)-2-aza-bicyclo[2.2.1]hept-5-en-3-one of the formula ##STR2## being acylated to give a (.+-.)-2-azabicyclo[2.2.1]hept-5-en-3-one derivative of the general formula ##STR3## in which R.sup.1 denotes C.sub.1-4 -alkyl, C.sub.1-4 -alkoxy, aryl or aryloxy, the latter being reduced in the second stage to give a cyclopentene derivative of the general formula ##STR4## in which R.sup.Type: GrantFiled: May 6, 1998Date of Patent: December 5, 2000Assignee: Lonza A.G.Inventors: Christine Bernegger, Eva Maria Urban, Olwen Mary Birch, Kurt Burgdorf, Frank Brux, Kay-Sara Etter, Pierre Bossard, Walter Brieden, Laurent Duc, John Gordon, Colm O'Murchu, Yves Guggisberg
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Patent number: 6107498Abstract: Methods for producing carboxylic amides involves combining near-stoichiometric amounts of carboxylic acid and amine in a reaction vessel and reacting under pressures greater than atmospheric pressure. Alternatively, an excess of amine is reacted with carboxylic acid at atmospheric pressure to produce a carboxylic amide.Type: GrantFiled: April 22, 1997Date of Patent: August 22, 2000Assignee: AKZO Nobel N.V.Inventors: Bernard Maisonneuve, Dale Steichen, Ralph Franklin, Kornelis Overkempe
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Patent number: 6008390Abstract: N-long-chain acyl acidic amino acids or salts thereof are prepared by condensing an acidic amino acid or a salt thereof and a C.sub.8 -C.sub.22 long-chain fatty acid chloride in an aqueous solvent with stirring at a stirring power of not less than 0.2 kW/m.sup.3 while keeping the pH in the range of 10-13.Type: GrantFiled: September 8, 1997Date of Patent: December 28, 1999Assignee: Ajinomoto Co., Inc.Inventors: Tatsuya Hattori, Kiyomiki Hirai
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Patent number: 5859299Abstract: A process is provided for the production of nitrobenzamides or aminobenzamides having the formula: ##STR1## in which n is 1 or 2, preferably 1, X is an amino or nitro group and R is hydrogen, unsubstituted alkyl or alkyl substituted by halogen, C.sub.1 -C.sub.4 -alkoxy, phenyl, carboxyl, C.sub.1 -C.sub.4 -alkoxycarbonyl, a mono- or di-C.sub.1 -C.sub.4 alkylated amino group or by --SO.sub.3 M in which M is hydrogen, an alkali metal atom, ammonium or a cation formed from an amine, which process comprises reacting a nitrobenzoyl chloride having the formula: ##STR2## in which n has its previous significance, with an aqueous solution of an amine having the formula NH.sub.2 --R in which R has its previous significance, in the presence of an inert organic solvent, to produce a compound having the formula: ##STR3## in which n and R have their previous significance; and finally optionally reducing the nitro group(s) to amino group(s).Type: GrantFiled: August 15, 1997Date of Patent: January 12, 1999Assignee: Ciba Specialty Chemicals CorporationInventor: Dieter Meier
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Patent number: 5859300Abstract: A process for the hydrogenation of imines with hydrogen under elevated pressure in the presence of iridium catalysts containing diphosphine ligands, with or without an inert solvent, the reaction mixture containing a soluble ammonium chloride, bromide or iodide or a soluble metal chloride, bromide, or iodide, wherein the reaction mixture additionally contains at least one solid acid with the exception of ion exchangers. Improved optical yields and high chemical conversion rates are achieved while the catalyst is easily separable.Type: GrantFiled: January 26, 1998Date of Patent: January 12, 1999Assignee: Novartis CorporationInventors: Hans-Peter Jalett, Bernd Siebenhaar
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Patent number: 5831126Abstract: The invention relates to the use of the compound N-(4-fluoro-phenyl)-N-isopropyl-chloroacetamide of the formula (I) ##STR1## which is known, as active compound in selective herbicidal compositions, for example for combating weeds in maize cultures, and to a new process for the preparation of this active compound.The compound (I) is obtained in very high yields by reacting N-isopropyl-4-fluoro-aniline with approximately equimolar amounts of chloroacetyl chloride at temperatures between 20.degree. and 150.degree. C. in the presence of an inert diluent, such as, for example, toluene, without addition of an acid binder.Type: GrantFiled: January 30, 1997Date of Patent: November 3, 1998Assignee: Bayer AktiengesellschaftInventors: Reinhard Lantzsch, Heinz Forster, Thomas Schmidt, Karl Steinbeck, Markus Dollinger, Hans-Joachim Santel
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Patent number: 5763661Abstract: A method of preparing acylated .alpha.-amino carboxylic acid amides directly from amino nitriles in high yield and purity. The method involves acylating the amino nitrile with an acyl halide under Schotten-Baumann conditions, and hydrolyzing the resulting nitrile to the amide. The resulting acylated amino carboxylic acid amide precipitates and can be isolated by filtration in high purity.Type: GrantFiled: January 17, 1997Date of Patent: June 9, 1998Assignee: Hampshire Chemical Corp.Inventor: John B. Stallman
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Patent number: 5723665Abstract: A process for producing an ethenyl amide compound, which comprises reacting a Schiff base compound having a carbon atom adjacent to a carbon atom constituting an imino group and at least one hydrogen atom on the carbon atom with an acylhalide at a reduced pressure while removing by-produced hydrogen halide by distillation to produce an ethenyl amide compound having an amide bond in the molecule and a double bond between carbons at .alpha.-position and .beta.-position with respect to the nitrogen atom of the amide bond.Type: GrantFiled: November 15, 1996Date of Patent: March 3, 1998Assignee: Tokuyama CorporationInventors: Shozo Kato, Shigeo Tamura, Toshio Kitajima, Noriyuki Fukada
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Patent number: 5650540Abstract: Provided is a method of producing a highly pure amide compound in a high yield, wherein a silazane compound and/or a silane compound having at least one silicone-nitrogen bond are added to a reaction mixture obtained by reacting an acylfluoride group-containing compound with an amino compound, wherein the amide compound is present together with hydrogen fluroide and/or the amine hydrofluoride, thereby removing the hydrogen fluoride and/or the amine hydrofluoride from the reaction mixture.Type: GrantFiled: October 30, 1995Date of Patent: July 22, 1997Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Takashi Matsuda, Shinichi Sato, Noriyuki Koike
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Patent number: 5587513Abstract: The present invention relates to novel polyether-substituted compounds of imides and their use as surface-active agents.Type: GrantFiled: January 20, 1995Date of Patent: December 24, 1996Inventors: Klaus Pohmer, Rainer Weber, Cornelia D orzbach-Lange, Reinhard Haida, Hans-Heinrich Moretto
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Patent number: 5523485Abstract: A process for preparing high-purity isobutyramide which comprises reacting isobutyryl chloride in toluene or xylene at -15.degree. to 30.degree. C. with ammonia is described.Type: GrantFiled: December 12, 1994Date of Patent: June 4, 1996Assignee: BASF AktiengesellschaftInventors: Lothar Janitschke, Ernst Buschmann
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Patent number: 5312985Abstract: A method for administering pyruvate is disclosed which comprises administering a therapeutically effective amount of a pyruvate precursor to a mammal in the form of pyruvamide or a pyruvyl-amino acid. The pyruvyl-amino acid is preferably selected from the group comprising pyruvyl-glycine, pyruvyl-alanine, pyruvyl-leucine, pyruvyl-valine, pyruvyl-isoleucine, pyruvyl-phenylalanine, pyruvyl-proline and pyruvyl-sarcosine, and their amides and esters as well as their salts. Associated with the administration of a pyruvate precursor to a mammal in accordance with this invention are improved insulin resistance, lower fasting insulin levels, and reduced fat gain. Novel methods of synthesizing several pyruvate precursors are also disclosed.Type: GrantFiled: April 8, 1993Date of Patent: May 17, 1994Assignee: Abbott LaboratoriesInventors: Madhup K. Dhaon, John A. Houbion
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Patent number: 5183938Abstract: N,N'-Bis(4,4,4-trinitrobutyryl)hydrazine which is prepared by reacting 4,-trinitrobutyryl chloride with hydrazine in methanol at low temperature. This compound is sensitive enough to be used as an initiating explosive and thermally stable enough to be used in missile warheads.Type: GrantFiled: June 15, 1992Date of Patent: February 2, 1993Assignee: The United States of America as represented by the Secretary of the NavyInventor: Michael E. Sitzmann
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Patent number: 5105009Abstract: Intermediates of Formula ##STR1## where R is a methylthio, methylsulfoxy, methylsulfonyl or a nitro group; andX1 is hydrogen, 1-6 C alkyl, 1-6 C haloalkyl, 3-6 C cycloalkyl, phenyl or phenylalkyl(1-6C), where the phenyl ring may be substituted by one or two halogen, 1-3 C alkyl, 1-3 C alkoxy or nitro; orX1 together with X2 is an oxygen atom or an alkylene having from two to five Carbon atoms; orX1 together with X2 and R4 is a chain of formula ##STR2## where p is 3 or 4 and q is 1 or 2; and X2 is hydrogen, 1-6 C alkyl, 1-6 C haloalkyl, 3-6 C cycloalkyl or phenyl which may be substituted by one or two halogen, 1-3 C alkyl, 1-3 C alkoxy or nitro; orX2 together with R4 is ##STR3## where n is 1 or 2; m is 0 or 1; X is hydrogen, halogen, 1-3 C alkyl, 1-3 C alkoxy or nitro; andX3 is hydrogen or --CO--R4 where R4 is hydrogen, 1-6 alkyl, 1-6 C haloalkyl, 3-6 C cycloalkyl, phenylalkyl(1-6C) or phenyl where the phenyl ring may be substituted by one or two halogen, 1-3 alkyl, 1-3 alkoxy or nitro; andX4 is --OH, fluorine,Type: GrantFiled: February 29, 1988Date of Patent: April 14, 1992Assignee: Zambon S.p.A.Inventors: Giancarlo Jommi, Dario Chiarino
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Patent number: 4990671Abstract: N-acylated dialkylaminophenols are produced at greater yields under mild reaction conditions by a novel in situ process which begins with catalytic hydrogenation of dialkylnitrosophenols in an aprotic organic reaction medium.Type: GrantFiled: December 7, 1989Date of Patent: February 5, 1991Assignee: Mallinckrodt, Inc.Inventors: Neil Dunski, Henry J. Buehler
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Patent number: 4973750Abstract: A novel sequence of highly selective chemical reactions for conversion of 3-Aryl-2-propyn-1-ols into cis-1-Aryl-3-fluoro-1-propene and into D,L-(threo)-1-Aryl-2-acylamido-3-fluoro-1-propanols is disclosed. Preparation of D-(threo)-1-Aryl-2-acylamido-3-fluoro-1-propanol antibacterial agents including the D-(threo)-3-fluoro-3-deoxy derivatives of chloramphenicol and thiamphenicol is also disclosed.Type: GrantFiled: January 23, 1989Date of Patent: November 27, 1990Assignee: Schering CorporationInventors: Tattanahali L. Nagabhushan, Stuart W. McCombie