Halogen Or Unsaturation In Acid Moiety Patents (Class 560/172)
  • Patent number: 9359287
    Abstract: The invention relates to a process for recovery of noble products from heavy (meth)acrylic fractions generated during production of (meth)acrylic esters by transesterification, the heavy fractions comprising at least noble products and Michael adducts, the process comprising the steps of: (i) adding at least one antifouling agent and optionally a viscosity-reducing compound to the heavy fractions; (ii) submitting the mixture to temperature and distillation conditions sufficient to crack the Michael adducts into their components; and (iii) recovering the noble products in the form of a stream of distillate, and of a final residue that is sufficiently fluid to be transported by pump.
    Type: Grant
    Filed: September 11, 2012
    Date of Patent: June 7, 2016
    Assignee: Arkema France
    Inventors: Jean-Michel Paul, Andre Levray
  • Patent number: 9199913
    Abstract: Beta aminocrotonates are important intermediates for the synthesis of Ca channel blockers. The processes available in the art are batch processes with yields about 85%. There are no continuous processes available for the synthesis of such compounds. This gap in the art is addressed by the invention by disclosing a continuous process resulting in high yields of beta amino crotonates.
    Type: Grant
    Filed: April 25, 2012
    Date of Patent: December 1, 2015
    Assignee: Council of Scientific & Industrial Research
    Inventors: Arvind A. Kulkarni, Anna R. Joshi, Ramesh R. Joshi
  • Publication number: 20150080598
    Abstract: The instant invention describes a novel asymmetric synthesis of fluoroleucine alkyl esters which utilizes a phase transfer catalyst and a solid additive.
    Type: Application
    Filed: March 25, 2013
    Publication date: March 19, 2015
    Inventors: Guy Humphrey, Cheol Chung, Nelo Rivera, Kevin Belyk
  • Publication number: 20150045575
    Abstract: This invention relates to a resolution process for the preparation of fluoroleucine alkyl esters.
    Type: Application
    Filed: March 25, 2013
    Publication date: February 12, 2015
    Inventors: Nelo Rivera, Yadagiri R. Pendri, Sreenivas Mende, Bramhananda N. Reddy
  • Publication number: 20140350291
    Abstract: The invention relates to a process for recovery of noble products from heavy (meth)acrylic fractions generated during production of (meth)acrylic esters by transesterification, the heavy fractions comprising at least noble products and Michael adducts, the process comprising the steps of: (i) adding at least one antifouling agent and optionally a viscosity-reducing compound to the heavy fractions; (ii) submitting the mixture to temperature and distillation conditions sufficient to crack the Michael adducts into their components; and (iii) recovering the noble products in the form of a stream of distillate, and of a final residue that is sufficiently fluid to be transported by pump.
    Type: Application
    Filed: September 11, 2012
    Publication date: November 27, 2014
    Applicant: Arkema France
    Inventors: Jean-Michel Paul, Andre Levray
  • Publication number: 20140046090
    Abstract: Beta aminocrotonates are important intermediates for the synthesis of Ca channel blockers. The processes available in the art are batch processes with yields about 85%. There are no continuous processes available for the synthesis of such compounds. This gap in the art is addressed by the invention by disclosing a continuous process resulting in high yields of beta amino crotonates.
    Type: Application
    Filed: April 25, 2012
    Publication date: February 13, 2014
    Applicant: COUNCIL OF SCIENTIFIC & INDUSTRIAL RESEARCH
    Inventors: Arvind A. Kulkarni, Anna R. Joshi, Ramesh R. Joshi
  • Patent number: 8575378
    Abstract: Methods of producing plant polyols from plant oils include reacting a plant oil with a designed reactant having one or more nucleophilic functional groups and one or more active hydrogen functional groups in the presence of an addition reaction catalyst in a single reaction step. The resultant polyols may be directly reacted with polyisocyanates to produce polyurethanes.
    Type: Grant
    Filed: July 28, 2009
    Date of Patent: November 5, 2013
    Inventors: Thomas M. Garrett, Xian Xian Du
  • Publication number: 20120329888
    Abstract: Method of producing a nanoparticle suspension with the steps (i) preparation of an emulsion of a disperse polar phase, where the aqueous phase comprises one or more precursor substances forming the nanoparticles, in a continuous organic phase in the presence of an emulsifier stabilizing the emulsion, (ii) conversion of the one or more precursor substances to nanoparticles in the disperse aqueous phase, (iii) breaking of the emulsion and phase separation, where the nanoparticle suspension is obtained as one phase, (iv) separation off of the nanoparticle suspension, (v) optionally isolation of the nanoparticles from the nanoparticle suspension, wherein the emulsifier is selected from compounds of the general formula (I) in which X is O, NH, Y is C(O), NH, R is a saturated or a mono- or polyunsaturated, linear or branched hydrocarbon radical having 6 to 30 carbon atoms and R1 is hydrogen or C1-C4-alkyl, and R2 is a saturated or a mono- or polyunsaturated, linear or branched hydrocarbon radical having 1 to 30 car
    Type: Application
    Filed: March 7, 2011
    Publication date: December 27, 2012
    Applicant: BASF SE
    Inventors: Robert Engel, Wolfgang Gerlinger, Stefan Braese, Thierry Muller, Christina Belenki, Heike P. Schuchmann, Marion Gedrat
  • Patent number: 8242303
    Abstract: The present invention provides a method for producing an optically active N-(halopropyl)amino acid derivative, wherein the method comprises the steps of obtaining a compound represented by formula (III) by reacting an optically active alanine ester represented by formula (I) or a salt thereof (hereinafter sometimes simply referred to as an “alanine ester”) with a halogenated propane represented by formula (II); and obtaining an optically active N-(halopropyl)amino acid derivative represented by formula (IV) by introducing a protecting group onto the nitrogen atom of the compound represented by formula (III). The present invention provides a method for efficiently producing an optically active N-(halopropyl)amino acid derivative.
    Type: Grant
    Filed: May 19, 2008
    Date of Patent: August 14, 2012
    Assignee: Nagase & Co., Ltd.
    Inventors: Jun Matsumoto, Toru Inoue
  • Patent number: 8217196
    Abstract: By reacting a ?-hydroxy-?-amino acid with sulfuryl fluoride (SO2F2) in the presence of an organic base, it is possible to produce an ?-fluoro-?-amino acid of the formula [2]. By using a C8-12 tertiary amine having two or more alkyl groups of C3 or higher, and especially diisopropylethylamine, as the organic base, by-production of quantery ammonium salts is effectively suppressed. By applying the production process of the present invention, it is possible to very easily produce (2R)-3-(dibenzylamino)-2-fluoropropionic acid methyl ester, which is extremely important as a pharmaceutical intermediate, with high positional selectivity even on an industrial scale.
    Type: Grant
    Filed: April 21, 2009
    Date of Patent: July 10, 2012
    Assignee: Central Glass Company, Limited
    Inventors: Akihiro Ishii, Takako Yamazaki, Manabu Yasumoto, Takashi Masuda, Hideyuki Tsuruta
  • Publication number: 20120149860
    Abstract: A compound represented by the following formula (a): CH2?CR1—CONJ-CKR2—(CH2)n—COO-Q1-Rf1??(a) is provided. This compound is capable of forming a polymer having an oil repellency equivalent to polymers containing a polyfluoroalkyl group containing at least 8 carbon atoms, although the polyfluoroalkyl group contains up to 6 carbon atoms. In the formula, R1 is hydrogen atom or methyl group, R2 is hydrogen atom or a group represented by —(CH2)m—COO-Q2-Rf2 (r), n and m are independently an integer of 0 to 4, Rf1 and Rf2 are independently a polyfluoroalkyl group or a polyfluoroether group containing 1 to 6 carbon atoms, Q1 and Q2 are independently single bond or a divalent linkage group, J is hydrogen atom or an alkyl group containing 1 to 3 carbon atoms, K is hydrogen atom or an alkyl group containing 1 to 3 carbon atoms, and j and k are independently single bond or an alkylene group containing 1 to 3 carbon atoms with the proviso that j and k are not simultaneously single bond.
    Type: Application
    Filed: August 17, 2010
    Publication date: June 14, 2012
    Applicant: AGC SEIMI CHEMICAL CO.,LTD.
    Inventors: Fusae Ishiwata, Ryo Hirabayashi, Hirotaka Shimizu
  • Publication number: 20110318542
    Abstract: There is disclosed a fluorine-containing polymer compound comprising a repeating unit (a) of the following general formula (2) and having a weight-average molecular weight of 1000 to 1000000 where R1 represents a polymerizable double bond-containing group; R2 represents a fluorine atom or a fluorine-containing alkyl group; R3 represents a hydrogen atom, an acid labile group, a cross-linking site or the other monovalent organic group; and W1 represents a linking moiety. When the fluorine-containing polymer compound is used in a resist compound for pattern formation by high energy radiation of 300 nm or less wavelength or electron beam radiation, it is possible to form a resist pattern with a good rectangular profile.
    Type: Application
    Filed: December 15, 2009
    Publication date: December 29, 2011
    Applicant: Central Glass Company, Limited
    Inventors: Kazunori Mori, Yuji Hagiwara, Yoshimi Isono, Satoru Narizuka, Kazuhiko Maeda
  • Patent number: 8071704
    Abstract: Provided are surface modified contact lenses formed from one or more fumaric- or itaconic-containing prepolymers having reactive functionality that is complimentary to surface modifying polymers.
    Type: Grant
    Filed: September 30, 2008
    Date of Patent: December 6, 2011
    Assignee: Bausch & Lomb Incorporated
    Inventors: Weihong Lang, Yu-Chin Lai
  • Publication number: 20110190527
    Abstract: The present invention provides a method for producing an optically active N-(halopropyl)amino acid derivative, wherein the method comprises the steps of obtaining a compound represented by formula (III) by reacting an optically active alanine ester represented by formula (I) or a salt thereof (hereinafter sometimes simply referred to as an “alanine ester”) with a halogenated propane represented by formula (II); and obtaining an optically active N-(halopropyl)amino acid derivative represented by formula (IV) by introducing a protecting group onto the nitrogen atom of the compound represented by formula (III). The present invention provides a method for efficiently producing an optically active N-(halopropyl)amino acid derivative.
    Type: Application
    Filed: May 19, 2008
    Publication date: August 4, 2011
    Applicant: Nagase & Co., Ltd.
    Inventors: Jun Matsumoto, Toru Inoue
  • Publication number: 20110130509
    Abstract: The present invention relates to a (meth)acrylate monomer of the general formula (I) in which R1 is hydrogen or a methyl group, X is oxygen or a group of the formula NR? in which R? is hydrogen or a radical having 1 to 6 carbon atoms, R2 is an alkylene group having 1 to 22 carbon atoms, Y is oxygen, sulphur or a group of the formula NR?, in which R? represents hydrogen or a radical having 1 to 6 carbon atoms, and R3 is an unsaturated radical having 8 carbon atoms and at least two double bonds. The present invention further relates to a process for preparing the monomers set out above, to polymers obtainable from this monomer mixture, and to coating materials which comprise the stated polymers.
    Type: Application
    Filed: August 31, 2009
    Publication date: June 2, 2011
    Applicant: Evonik Roehm GmbH
    Inventors: Thorben Schuetz, Joachim Knebel, Mario Gomez Andreu, Ralf Jackstell, Matthias Beller, Anne Grotevendt, Maria Christine Breiner
  • Publication number: 20110082111
    Abstract: Compounds of the following formula are provided for use with kinases: wherein the variables are as defined herein. Also provided are pharmaceutical compositions, kits and articles of manufacture comprising such compounds; methods and intermediates useful for making the compounds; and methods of using said compounds.
    Type: Application
    Filed: December 7, 2010
    Publication date: April 7, 2011
    Applicant: TAKEDA PHARMACEUTICAL COMPANY LIMITED
    Inventors: Sheldon X. Cao, Victoria Feher, Takashi Ichikawa, Benjamin Jones, Stephen W. KALDOR, Andre A. KIRYANOV, Betty Lam, Yan Liu, Christopher McBride, Srinivasa Reddy Natala, Zhe Nie, Jeffrey A. Stafford
  • Patent number: 7906676
    Abstract: The present invention relates to a novel process for the production of 3-amino-5-fluoro-4-dialkoxypentanoic acid ester used in the precursor of 3-amino-5-fluoro-4-oxopentanoic acid, represented by the following formula (I): wherein R1 and R2 are as defined in the Description.
    Type: Grant
    Filed: August 9, 2007
    Date of Patent: March 15, 2011
    Assignee: LG Life Sciences Ltd.
    Inventors: Hyun Ik Shin, Hyeong Wook Choi, Jae Hoon Lee, Kyu Woong Lee
  • Publication number: 20110015428
    Abstract: By reacting a ?-hydroxy-?-amino acid with sulfuryl fluoride (SO2F2) in the presence of an organic base, it is possible to produce an ?-fluoro-?-amino acid of the formula [2]. By using a C8-12 tertiary amine having two or more alkyl groups of C3 or higher, and especially diisopropylethylamine, as the organic base, by-production of quantery ammonium salts is effectively suppressed. By applying the production process of the present invention, it is possible to very easily produce (2R)-3-(dibenzylamino)-2-fluoropropionic acid methyl ester, which is extremely important as a pharmaceutical intermediate, with high positional selectivity even on an industrial scale.
    Type: Application
    Filed: April 21, 2009
    Publication date: January 20, 2011
    Applicant: Central Glass Company, Limited
    Inventors: Akihiro Ishii, Takako Yamazaki, Manabu Yasumoto, Takashi Masuda, Hideyuki Tsuruta
  • Publication number: 20110009662
    Abstract: A process for efficiently producing through a small number of steps an N-substituted 2-amino-4-(substituted-oxymethylphosphinyl)-2-butenoic ester which is an intermediate for herbicide L-AMPB. The process comprises reacting a compound represented by the following formula (1): (where R1 represents C1-4 alkyl group) with a compound represented by the following formula (2): (wherein R2, R2?, and R3 each represents C1-4 alkyl and R4 represents benzyloxycarbonyl) in the presence of a base.
    Type: Application
    Filed: March 19, 2008
    Publication date: January 13, 2011
    Applicant: MEIJI SEIKA KAISHA LTD.
    Inventors: Kenichi Kurihara, Nobuto Minowa, Nozomu Nakanishi, Masaaki Mitomi
  • Publication number: 20100311791
    Abstract: The present invention relates to active bactericidal, antibacterial, anti-infective, antimicrobial, sporicidal, disinfectant, antifungal and antiviral compounds and compositions and to new uses of these compositions in therapy. This specification also describes methods of use for the new compounds and compositions. The specification further describes methods for preparing these compounds.
    Type: Application
    Filed: December 28, 2007
    Publication date: December 9, 2010
    Inventors: Ramin Najafi, Rakesh K. Jain, Timothy P. Shiau, Eddy Low, Satheesh K. Nair
  • Publication number: 20100240754
    Abstract: The present invention relates to drugs consisting of unsaturated fatty amino-acid derivatives of the general formula (I), and to their pharmaceutically acceptable acid addition salts, in which: X is oxygen or NH, Rn are independently hydrogen or a (C1-C6)alkyl optionally substituted by halogen; R1 is hydrogen, fluorine, chlorine or bromine, or a CF3 or CHF2 or a (C1-C6)alkyl, (C1-C6)alkenyl or (C1-C6)alkynyl, optionally substituted by one or more halogen atoms; R is hydrogen or a (C1-C6)alkyl or (C3-C6)cycloalkyl optionally substituted by one or more halogen atoms; Ra and Rb are independently hydrogen (C1-C6)alkyl or (C1-C6)acyl, and Ra and Rb a hydrocarbonated cycle containing 4 to 6 carbon atoms; and n is an integer between 2 and 14.
    Type: Application
    Filed: January 16, 2008
    Publication date: September 23, 2010
    Applicant: Pierre Fabre Demo-Cosmetique
    Inventors: Roger Tarroux, Marie Charveron, Sylvie Daunes-Marion, Natacha Frison, Benôit Folleas, Jean-Louis Brayer
  • Publication number: 20100204480
    Abstract: The present invention relates to a process for preparing 4-aminobut-2-enolides and also corresponding intermediates and starting compounds which are passed through or used in the process according to the invention.
    Type: Application
    Filed: September 5, 2008
    Publication date: August 12, 2010
    Applicant: BAYER CROPSCIENCE
    Inventors: Norbert Lui, Jens-Dietmar Heinrich
  • Patent number: 7750108
    Abstract: Copolyesters containing secondary hydroxyl groups are useful polyols for manufacturing polyurethanes. These can be prepared by reacting a secondary hydroxyl-containing fatty acid or ester thereof with an initiator containing hydroxyl and/or primary or secondary amino groups. A copolyester of particular interest includes a poly(ethylene oxide) segment derived from a poly(ethylene oxide) initiator.
    Type: Grant
    Filed: April 27, 2006
    Date of Patent: July 6, 2010
    Assignee: Dow Global Technologies Inc.
    Inventors: Zenon Lysenko, David A. Babb, Kenneth J. Stutts, Robbyn Prange, Min Zhang, Alan K. Schrock
  • Patent number: 7674925
    Abstract: Methods of producing plant polyols from plant oils include reacting a plant oil with a designed reactant having one or more nucleophilic functional groups and one or more active hydrogen functional groups in the presence of an addition reaction catalyst in a single reaction step. The resultant polyols may be directly reacted with polyisocyanates to produce polyurethanes.
    Type: Grant
    Filed: September 21, 2006
    Date of Patent: March 9, 2010
    Assignee: Athletic Polymer Systems, Inc.
    Inventors: Thomas M. Garrett, Xian Xia Du
  • Publication number: 20100056626
    Abstract: A method for cosmetic treatment of cicatricial tissues comprising the step of applying to the cicatricial tissue a cosmetic product which contains one or more cyanoacrylates.
    Type: Application
    Filed: November 17, 2006
    Publication date: March 4, 2010
    Inventor: Nicolò Scuderi
  • Publication number: 20090318551
    Abstract: This invention relates to novel AKBA analogs of the formula I given below: Where in R1, R2, R3, R4 and R5 in each of the said analogs are: 1. R1?OCHO, R2?H, R3?COOH, R4 & R5?O 2. R1?OCOCH2Cl, R2?H, R3?COOH, R4 & R5?O 3. R1=5?-O-methylgalloyloxy, R2?H, R3?COOH, R4 & R5?O 4. R1?OCOCH2CH2COOH, R2?H, R3?COOH, R4 & R5?O 5. R1=8?,9?-Dihydro-4?-hydroxycinnamoyloxy, R2?H, R3?COOH, R4 & R5?O 6. R1=4?-Hydroxycinnamoyloxy, R2?H, R3?COOH, R4 & R5?O 7. R1=3?,4?-Dimethoxycinnamoyloxy, R2?H, R3?COOH, R4 & R5?O 8. R1=3?,4?-Dihydroxy-5?-methoxycinnamoyloxy, R2?H, R3?COOH, R4 & R5?O 9. R1?OCOCH2NH(tert-BOC), R2?H, R3?COOCH3, R4 & R5?O 10. R1?OCOCH2NH2HCl, R2?H, R3?COOH, R4 & R5?O 11. R1?OCOCH(CH3)NH2HCl, R2?H, R3?COOH, R4 & R5?O 12. R1?H, R2?OH, R3?COOCH3, R4 & R5?O 13. R1?H, R2?Br, R3?COOCH3, R4 & R5?O 14. R1?CN, R2?H, R3?COOCH3, R4 & R5?O 15. R1?SH, R2?H, R3?COOCH3, R4 & R5?O 16. R1 & R2?N(OH), R3?COOCH3, R4 & R5?O 17.
    Type: Application
    Filed: August 28, 2009
    Publication date: December 24, 2009
    Inventors: Ganga Raju Gokaraju, Rama Raju Gokaraju, Venkata Subbaraju Gottumukkala, Trimurtulu Golakoti
  • Publication number: 20090054679
    Abstract: The present invention provides a method for producing asymmetrical mono-substituted alkylated compounds of ?-amino acids that are represented by a specific formula, using an aldimine-type Schiff base. In the method of the present invention, the process of alkylating an aldimine-type Schiff base in a medium in the presence of an optically-active quaternary ammonium salt phase-transfer catalyst and an inorganic base is initiated, and subsequently the reaction is quenched at a time earlier than a time for completion of the stoichiometric reaction of the alkylation reaction, so that a mono-substituted alkylated product with high optical purity can be obtained.
    Type: Application
    Filed: July 28, 2006
    Publication date: February 26, 2009
    Applicant: NAGASE & CO., LTD.
    Inventors: Keiji Maruoka, Toru Inoue, Jun Matsumoto
  • Publication number: 20080251169
    Abstract: An ionic liquid is disclosed A precursor composition that comprises at least one ionic liquid and at least one energetic material is also disclosed, as is a method of synthesizing an ionic liquid and a method of desensitizing an explosive composition.
    Type: Application
    Filed: April 13, 2007
    Publication date: October 16, 2008
    Applicant: ALLIANT TECHSYSTEMS INC.
    Inventors: Steven M. Nicolich, Alexander J. Paraskos, Daniel W. Doll, Gary K. Lund, Wendy A. Balas
  • Patent number: 7429674
    Abstract: This invention relates to a stereoselective preparation of fluoroleucine alkyl esters.
    Type: Grant
    Filed: April 14, 2005
    Date of Patent: September 30, 2008
    Assignee: Merck & Co. Inc..
    Inventors: Paul Devine, John Limanto, Ali Shafiee, Veena Upadhyay
  • Patent number: 7385077
    Abstract: Surfactants of formula (I) wherein each R is independently hydrogen or a C1 to C4 alkyl group; A is independently hydrogen or —C(O)—O—B; Ro is a linear, branched or cyclic aliphatic group, or combination thereof, having from about 2 to about 100 carbon atoms, interrupted or substituted by 1 to about 50 hydrophilic groups, said hydrophilic groups selected from the group consisting of hydroxyl, amino, ether and mixtures thereof; wherein specific ratios of and bonding of hydrophilic groups to carbon atoms is required; each B is independently of specific formulae containing perfluoroalkyl and —S(CH2)t—, and m, d, n, and t are 0 or integers with specific limitations.
    Type: Grant
    Filed: March 27, 2007
    Date of Patent: June 10, 2008
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Erick Jose Acosta, Stefan Reinartz
  • Patent number: 7371867
    Abstract: One aspect of the invention relates to hexafluoroleucine and congeners thereof, and methods of making the compounds. Another aspect of the invention relates to the synthesis of protein cores comprising hexafluoroleucine and congeners thereof. Certain peptides comprising hexafluoroleucine and congeners thereof have been characterized using comparative biophysical studies. In general, the fluorinated peptides show higher thermal stability and enhanced resistance to chemical denaturation. Further, mixed hydrocarbon-fluorocarbon cores self-sort into homogeneous bundles, suggesting new avenues for the design and manipulation of protein-protein interfaces.
    Type: Grant
    Filed: November 6, 2006
    Date of Patent: May 13, 2008
    Assignee: Trustees of Tufts College
    Inventors: Alfio Fichera, Zihni Bilgicer, Krishna Kumar, Xuechao Xing
  • Patent number: 7323589
    Abstract: The invention concerns compounds of formula (1) wherein in particular G represents the —N(CH3)2—, —N(C2H5)2-group or N-pyrrolidine: n is an integer equal to 1 or 2: R1, R2 and R3, independently of one another, represent a hydrogen atom or a methyl group, the successive unsaturated units capable of being moreover identical or different, provided that at least one of the substituents R1, R2 and R3 is different from H: and Y1 and Y2 represent each a —COOCH3 group or a COOC2H5 group.
    Type: Grant
    Filed: December 27, 2005
    Date of Patent: January 29, 2008
    Assignee: Centre National de la Recherche Scientifique (CNRS)
    Inventors: Alain Valla, Dominique Cartier, Roger Labia, Pierre Jean-Paul Potier
  • Patent number: 7256289
    Abstract: A process for a stereoselective preparation of novel chiral nitrogen mustard derivatives useful in synthesizing optically active 1,4-disubstituted piperazines of formula: wherein R, Ar, and Q are defined as set forth herein, and intermediate compounds therefor. The 1,4-disubstituted piperazines act as 5HT1A receptor binding agents useful in the treatment of Central Nervous System (CNS) disorders. The intermediate compounds of Formula II and IV as set forth herein are also included.
    Type: Grant
    Filed: June 7, 2005
    Date of Patent: August 14, 2007
    Assignee: Wyeth
    Inventors: Ivo Ladislav Jirkovsky, Joseph Zeldis, Gregg Brian Feigelson
  • Patent number: 7148372
    Abstract: The invention concerns compounds of formula (1) wherein in particular G represents the —N(CH3)2—, —N(C2H5)2-group or N-pyrrolidine: n is an integer equal to 1 or 2: R1, R2 and R3, independently of one another, represent a hydrogen atom or a methyl group, the successive unsaturated units capable of being moreover identical or different, provided that at least one of the substituents R1, R2 and R3 is different from H: and Y1 and Y2 represent each a —COOCH3 group or a —COOC2H5 group.
    Type: Grant
    Filed: December 27, 2005
    Date of Patent: December 12, 2006
    Assignee: Centre National de la Recherche Scientifique (C.N.R.S.)
    Inventors: Alain Valla, Dominique Cartier, Roger Labia, Pierre Jean-Paul Potier
  • Patent number: 7141695
    Abstract: The invention relates to methods for producing substituted acrylic acid esters and to the use of the latter for producing substituted ?-amino acids, such as gabapentin and pregabalin. The substituted acrylic acid esters are produced by Wadsworth-Emmons olefination with trialkyl phosphonoacetate in the presence of alkali carbonate as the base, in an aqueous solvent.
    Type: Grant
    Filed: July 19, 2004
    Date of Patent: November 28, 2006
    Assignee: Grunenthal GmbH
    Inventors: Michael Thomas Przewosny, Claudia Pütz
  • Patent number: 7132559
    Abstract: One aspect of the invention relates to hexafluoroleucine and congeners thereof, and methods of making the compounds. Another aspect of the nvention relates to the synthesis of protein cores comprising hexafluoroleucine and congeners thereof. Certain peptides comprising hexafluorleucine and congeners thereof have been characterized using comparative biophysical studies. In general, the fluorinated peptides show higher thermal stability and enhanced resistance to chemical denaturation. Further, mixed hydrocarbonfluorocarbon cores self-sort into homogeneous bundles, suggesting new avenues for the design and manipulation of protein-protein interfaces.
    Type: Grant
    Filed: February 25, 2002
    Date of Patent: November 7, 2006
    Assignee: Trustees of Tufts College
    Inventors: Alfio Fichera, Zihni Bilgicer, Krishna Kumar, Xuechao Xing
  • Patent number: 7015349
    Abstract: Compositions including a conjugate of ?-difluoromethylornithine can be applied topically to reduce hair growth.
    Type: Grant
    Filed: March 26, 2003
    Date of Patent: March 21, 2006
    Assignee: The Gillette Company
    Inventors: Anwar Jardien, Roman Rariy, Gurpreet S. Ahluwalia, Douglas Shander
  • Patent number: 7009069
    Abstract: The invention concerns compounds of formula (1) wherein in particular G represents the —N(CH3)2—, —N(C2H5)2— group or N-pyrrolidine: n is an integer equal to 1 or 2: R1, R2 and R3, independently of one another, represent a hydrogen atom or a methyl group, the successive unsaturated units capable of being moreover identical or different, provided that at least one of the substituents R1, R2 and R3 is different from H; and Y1 and Y2 represent each a —COOCH3 group or a —COOC2H5 group.
    Type: Grant
    Filed: October 26, 2001
    Date of Patent: March 7, 2006
    Assignee: Centre National de la Recherche Scientifique (C.N.R.S.)
    Inventors: Alain Valla, Dominique Cartier, Roger Labia, Pierre Jean-Paul Potier
  • Patent number: 7002038
    Abstract: A process is described for preparing 3-amino-4,4,4-trifluorocrotonic esters of the formula (I) or the E/Z isomers or tautomeric forms thereof where R1 and R2 are each independently hydrogen, an optionally substituted linear C1–C4-alkyl radical or an optionally substituted benzyl radical and R3 is methyl or ethyl, which comprises a) reacting an alkyl trifluoroacetate with an alkyl acetate of the formula CH3—CO—OR3 and an alkali metal alkoxide to give an enolate of a trifluoroacetoacetic ester of the formula (II) where M is sodium or potassium and R3 is as defined above, and subsequently b) allowing the alkali metal enolate of the trifluoroacetoacetic ester from stage a) to react without further purification directly with an amine of the formula NHR1R2 in the presence of an acid to give the 3-amino-4,4,4-trifluorocrotonic ester. With the aid of this two-stage process, the 3-amino-4,4,4-trifluorocrotonic esters can be prepared in high yields without significant by-products.
    Type: Grant
    Filed: August 13, 2003
    Date of Patent: February 21, 2006
    Assignee: Degussa AG
    Inventors: Thomas Güthner, Doris Krammer
  • Patent number: 6979748
    Abstract: A process for the preparation of aminoalkyl (meth)acrylates by transesterification from C1-C4-alkyl (meth)acrylates and aminoalcohols is described, in which process the transesterification is carried out in the presence of at least one distannoxane of the general formula (1) wherein R=linear, cyclic or branched alkyl radical having from 1 to 6 carbon atoms, phenyl radical, and the radicals R may be identical or different from one another, Y=halogen, preferably Cl, Br; pseudo-halogen, preferably SCN; OH, OAc or OR, the radicals Y being identical or different from one another, as catalyst, and the use of the aminoalkyl(meth)acrylates prepared according to the process in the preparation of cationic monomers.
    Type: Grant
    Filed: June 1, 2001
    Date of Patent: December 27, 2005
    Assignee: Stockhausen GmbH & Co. KG
    Inventors: Jochen Houben, Ralph Eickwinkel, Oliver Hoppe, Bernd Kubiak, Erich Kuester
  • Patent number: 6974879
    Abstract: A process for synthesizing L and D-5,5,5,5?,5?,5?-hexafluoroleucine and protected analogs is disclosed. These compounds have utility in the preparation of fluorous peptides and proteins, which display interesting and unusual properties including strong self-association and an affinity for lipid bilayers.
    Type: Grant
    Filed: August 3, 2004
    Date of Patent: December 13, 2005
    Assignee: Warner-Lambert Company
    Inventors: James T. Anderson, Edward Neil Marsh, Peter Laurence Toogood
  • Patent number: 6787664
    Abstract: A process for synthesizing L and D-5,5,5,5′,5′,5′-hexafluoroleucine and protected analogs is disclosed. These compounds have utility in the preparation of fluorous peptides and proteins, which display interesting and unusual properties including strong self-association and an affinity for lipid bilayers.
    Type: Grant
    Filed: September 16, 2003
    Date of Patent: September 7, 2004
    Assignees: Warner-Lambert Company LLC, The Regents of the University of Michigan
    Inventors: James T. Anderson, Edward Neil Marsh, Peter Laurence Toogood
  • Patent number: 6692728
    Abstract: The present invention provides biodegradable polyesters based on lower hydroxy acids and hydroxy fatty acids. The resulting polyesters are useful as cosmetic vehicles for sunscreens, skin lotions and by themselves are also useful as milder skin exfoliants.
    Type: Grant
    Filed: March 17, 2003
    Date of Patent: February 17, 2004
    Assignee: Ethox Chemicals LLC
    Inventors: Paul David Weipert, Bharat B. Desai
  • Publication number: 20030216594
    Abstract: According to the invention there is proposed a process for the preparation of 4,4,4-trifluoro-3-methylamino-crotonic acid esters by dehydrating trifluoroacetoacetic acid esters and methylamine in the presence of an inert reaction medium and of a C1-C4carboxylic acid, in which process the reaction is carried out at a temperature of from 75 to 100° C. without isolation of intermediates and the water that forms during the reaction is removed continuously from the reaction medium.
    Type: Application
    Filed: March 23, 2001
    Publication date: November 20, 2003
    Inventors: Reinhard Georg Hanreich, Herng-Tay Wu, Michael Allen Oliver, Dean Kent Hoglen
  • Patent number: 6562963
    Abstract: 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: Grant
    Filed: July 31, 2001
    Date of Patent: May 13, 2003
    Inventors: Roberta L. Dorow, Silvio Campagna, Pasquale N. Confalone, Fuqiang Jin, Zhe Wang
  • Patent number: 6540987
    Abstract: The present invention provides biodegradable polyesters based on lower hydroxy acids and hydroxy fatty acids. The resulting polyesters are useful as cosmetic vehicles for sunscreens, skin lotions and by themselves are also useful as milder skin exfoliants.
    Type: Grant
    Filed: March 15, 2001
    Date of Patent: April 1, 2003
    Assignee: Ethox Chemicals LLC
    Inventors: Paul David Weipert, Bharat B. Desai
  • Patent number: 6486344
    Abstract: The present invention is based on a series of acrylic cross-linking agents containing two or more dehydroalanine moieties (H2C═C(NHCOR′)COOR) per monomer. Monomers of the general structure H2C═C(NHCOCH3)COO(CH2)iOO(CH3CONH) C═CH2 with i=4, 5, and 8 can be polymerized or copolymerized under UV-curing conditions or by simple heating above melting point, leading to cross-linked polymeric materials. When polymerized on metallic surfaces, exceptional adhesion is obtained with no need for additional adhesion enhancers.
    Type: Grant
    Filed: July 26, 2001
    Date of Patent: November 26, 2002
    Inventors: Jaques Penelle, Tao Xie, Kanad Das
  • Patent number: 6476243
    Abstract: Perfluorinated esters of alkanoyl-L-carnitine of the formula (I): are useful as cationic lipids for the intracellular delivery of pharmacologically active compounds.
    Type: Grant
    Filed: September 27, 2000
    Date of Patent: November 5, 2002
    Assignee: Sigma-Tau Industrie Farmaceutiche Riunite S.p.A.
    Inventors: Mosè Santaniello, Lucia Critelli, Nazareno Scafetta, Maria Grazia Cima, Maria Ornella Tinti, Claudio Pisano, Andrea Pucci
  • Patent number: 6465686
    Abstract: The present invention discloses halogenated 2-amino-5,6 heptenoic acid derivatives useful as nitric oxide synthase inhibitors.
    Type: Grant
    Filed: April 13, 2001
    Date of Patent: October 15, 2002
    Assignee: Pharmacia Corporation
    Inventors: Margaret L. Grapperhaus, James A. Sikorski, Alok K. Awasthi, Lijuan J. Wang, Barnett S. Pitzele, Donald W. Hansen, Jr., Pamela T. Manning
  • Patent number: 6451854
    Abstract: The present invention relates to &agr;-amino acid phenyl ester derivatives having general formula (I) wherein R1 is (C1-3)alkyloxy; R2 is (C1-3)alkyl, (C1-3)alkyloxy or (C2-3)alkenyl; R3 is hydrogen, (C1-3)alkyl, (C1-3)alkyloxy or (C2-3)alkenyl; R4 is (C1-6)alkyl; R5 and R6 are independently (C1-6)alkyl, (C2-6)alkenyl, (C2-6)alkynyl or aralkyl, each of which may be optionally substituted with (C1-3)alkyloxy, (C1-3)alkyloxycarbonyl, cyano or NR7R8; R7 and R8 are independently (C1-6)alkyl; or a pharmaceutically acceptable salt thereof. The invention also relates to pharmaceutical compositions comprising said derivatives, and to the use of these &agr;-amino acid phenyl ester derivatives as hypnotics for the induction and maintenance of general anaesthesia.
    Type: Grant
    Filed: January 18, 2001
    Date of Patent: September 17, 2002
    Assignee: Akzo Nobel N.V.
    Inventor: Niall Morton Hamilton