Oxy In Acid Moiety Patents (Class 560/29)
  • Publication number: 20020019374
    Abstract: Salicylohydrazide derivatives of the formula I 1
    Type: Application
    Filed: June 14, 2001
    Publication date: February 14, 2002
    Inventors: Andreas Gypser, Thomas Grote, Joachim Rheinheimer, Ingo Rose, Peter Schafer, Oliver Cullmann, Markus Gewehr, Wassilios Grammenos, Jordi Tormo i Blasco, Bernd Muller, Hubert Sauter, Eberhard Ammermann, Siegfried Strathmann, Gisela Lorenz, Reinhard Stierl
  • Patent number: 6337423
    Abstract: Novel compounds, pharmaceutical compositions and methods are disclosed for producing local anesthesia of long-duration. The compounds of this invention are multibinding compounds that comprise from 2 to 10 ligands covalently attached to a linker or linkers, each ligand being capable of binding to a ligand binding site in a voltage-gated Na+ channel to modulate the biological processes/functions thereof.
    Type: Grant
    Filed: April 2, 1999
    Date of Patent: January 8, 2002
    Assignee: Advanced Medicine, Inc.
    Inventors: Sabine M. Axt, Timothy J. Church, Witold Hruzewicz, John R. Jacobsen, Thomas E. Jenkins, Yu-Hua Ji, J. Kevin Judice
  • Patent number: 6335444
    Abstract: A process for preparing a 2-acylamino alcohol derivative which comprises (A) reacting an aminopropanol derivative represented by the following formula (1): Y—CH2—C*H (NHP1)—C*H(OH)—R1   (1) with an amine represented by R2H to synthesize an amino alcohol derivative represented by the following formula (2): R2—CH2—C*H(NHP1)—C*H(OH)—R1   (2) (B) leaving P1 from said amino alcohol derivative represented by formula (2) to synthesize an amino alcohol derivative represented by the following formula (3): R2—CH2—C*H(NH2)—C*H(OH)—R1   (3) (C) reacting said amino alcohol derivative represented by formula (3) with a carboxylic acid represented by R11COOH or a reactive derivative thereof to prepare a 2-acylamino alcohol derivative represented by the following formula (4): R2—CH2—C*H(NHCOR11)—C*H(OH)—R1   (4 ) wherein * represents an asymmetric carbon atom, and P1, R1, R2 and R
    Type: Grant
    Filed: February 23, 1999
    Date of Patent: January 1, 2002
    Assignee: Seikagaku Kogyo Kabushiki Kaisha
    Inventors: Masayuki Jinbo, Hidekazu Oyamada, Jinichi Inokuchi
  • Patent number: 6335460
    Abstract: &agr;- and &bgr;-amino acid hydroxyethylamino sulfonamide compounds are effective as retroviral protease inhibitors, and in particular as inhibitors of HIV protease.
    Type: Grant
    Filed: February 22, 2000
    Date of Patent: January 1, 2002
    Assignee: G.D. Searle & Co.
    Inventors: Michael L. Vazquez, Richard A. Mueller, John J. Talley, Daniel Getman, Gary A. DeCrescenzo, John N. Freskos
  • Patent number: 6331554
    Abstract: Picornaviral 3C protease inhibitors of formula I, obtainable by chemical synthesis, that inhibit or block the biological activity of the picornaviral 3C protease are described. These compounds, as well as pharmaceutical compositions that contain these compounds, are suitable for treating patients or hosts infected with one or more picornaviruses.
    Type: Grant
    Filed: October 20, 1999
    Date of Patent: December 18, 2001
    Assignee: Agouron Pharmaceuticals, Inc.
    Inventors: Peter S. Dragovich, Thomas J. Prins, Ru Zhou
  • Patent number: 6307088
    Abstract: The present invention concerns alkyl esters of &bgr;-amino acid derivatives which are useful in the synthesis of taxol and analogs.
    Type: Grant
    Filed: April 11, 2000
    Date of Patent: October 23, 2001
    Assignees: NaPro BioTherapeutics, Inc., Bryn Mawr College
    Inventors: Charles S. Swindell, Nancy Krauss
  • Patent number: 6303650
    Abstract: This invention is directed to compounds of the following formula wherein when a is O, b is 1 or 2; when a is 1, b is 1, m is from 0-3 X is O or S, Y is halogeno, R1 is hydrogen C1-4 alkyl, R2 is hydrogen, C1-4 alkyl, or optionally substituted propargyl and R3 and R4 are each independently hydrogen, C1-8 alkyl, C6-12 aryl, C6-12 aralkyl each optionally substituted. This invention is also directed to the use of these compounds for treating depression, Attention Deficit Disorder (ADC), Attention Deficit and Hyperactivity Disorder (ADHD), Tourette's Syndrome, Alzheimer's Disease and other dementia's such as senile dementia, dementia of the Parkinson's type, vascular dementia and Lewy body dementia. This invention is further directed to a pharmaceutical composition comprising a therapeutically effective amount of the above-defined compounds and a pharmaceutically acceptable carrier.
    Type: Grant
    Filed: June 18, 1999
    Date of Patent: October 16, 2001
    Assignees: Yissum Research Development Company of the Hebrew University of Jerusalem, Technion Research and Development Foundation, Ltd., Teva Pharmaceutical Industries, Ltd.
    Inventors: Michael Chorev, Tamar Goren, Yacov Herzig, Jeffrey Sterling, Marta Weinstock-Rosin, Moussa B. H. Youdim
  • Patent number: 6274733
    Abstract: This invention relates to novel processes for preparing the pharmaceutically active compound 5-(3-[(2S)-exo-bicyclo[2.2.1]hept-2-yloxy]-4-methoxyphenyl)-3,4,5,6-tetrahydropyrimidin-2(1H)-one and its corresponding 2R enantiomer and for preparing certain intermediates used in the synthesis of these compounds. It also relates to novel intermediates used in the synthesis of such pharmaceutically active compounds and to other novel compounds that are related to such intermediates.
    Type: Grant
    Filed: October 28, 1999
    Date of Patent: August 14, 2001
    Assignee: Pfizer Inc.
    Inventors: Thomas G. LaCour, Charles William Murtiashaw, III
  • Patent number: 6265590
    Abstract: Protected amino acid derivatives of general formula (I) and methods for the prepatation of the derivatives are provided.
    Type: Grant
    Filed: July 12, 1999
    Date of Patent: July 24, 2001
    Assignee: Hyundai Pharm, Ind. Co., Ltd.
    Inventors: Vladimir V. Samukov, Aydar N. Sabirov, Pavel I. Pozdnyakov, Hack-Joo Kim, Young-Deug Kim
  • Patent number: 6255522
    Abstract: The present invention has its objects to provide a method for reducing &agr;-aminoketone derivatives under mild conditions with high stereoselectivity.
    Type: Grant
    Filed: September 29, 1999
    Date of Patent: July 3, 2001
    Assignee: Kaneka Corporation
    Inventors: Kazuhiko Matsuo, Shingo Matsumoto, Kenji Inoue
  • Patent number: 6252083
    Abstract: Carbamates of the formula I where the substituents have the following meanings: Z is methoxy, NH2, NHCH3, N(CH3)2, CH3, C2H5, CF3 or CCl3, X and Y are identical or different and each is hydrogen, F, Cl, Br, CF3, CN, NO2, alkoxy, alkenyloxy, alkynyloxy, alkyl, alkenyl or alkynyl or may be condensed together to form a substituted or unsubstituted aromatic or heteroaromatic, alicyclic or heterocyclic, partially or completely hydrogenated ring, R1 may also be substituted or unsubstituted and is O-alkyl, O-alkenyl, O-alkynyl, O-cycloalkyl, O-cycloalkenyl or O—CO2-alkyl, A is —O—, —S—, —CR2═CR3—, CHR2—O—, —CHR2—S—, —CHR2—O—N═C(R4)—, —CR2═N—O—, —O—N═C(R4)—, —C≡C—, —CHR2—CHR3—, —CHR2—O—CO—, —O—CHR2— or a single bond, B is substituted or unsubstituted and is alkyl, alke
    Type: Grant
    Filed: March 16, 2000
    Date of Patent: June 26, 2001
    Assignee: BASF Aktiengesellschaft
    Inventors: Bernd Mueller, Hubert Sauter, Franz Roehl, Reinhard Doetzer, Gisela Lorenz, Eberhard Ammermann
  • Patent number: 6251833
    Abstract: The present invention relates to novel 2-aryl-3-hydroxy-&Dgr;2-cyclopentene-1-one derivatives of the formula (I) in which A, B, D1, D2, G, W, X, Y and Z are each as defined in the description, to processes for their preparation and to their use as herbicides and pesticides.
    Type: Grant
    Filed: August 31, 1999
    Date of Patent: June 26, 2001
    Inventors: Christoph Erdelen, Ulrike Wachendorff-Neumann, Reiner Fischer, Alan Graff, Norbert Mencke, Andreas Turberg
  • Patent number: 6235922
    Abstract: Compounds having the following formula I, and pharmaceutically acceptable salts thereof, including dual inhibitors of ACE and NEP and selective ACE inhibitors: wherein: Y1 and Y2 are each independently hydrogen, alkyl, aryl, halogen, or alkoxy; X is O or S(O)t; A is t is zero, one or two; m and n are independently zero or one; and wherein R, R5, R5a, R5b, R6, R7, R11, q and r are defined herein.
    Type: Grant
    Filed: December 4, 1998
    Date of Patent: May 22, 2001
    Assignee: Bristol-Myers Squibb Co.
    Inventors: Jeffrey A. Robl, Chong-Qing Sun
  • Patent number: 6232467
    Abstract: Amines and amino acids are prepared by reacting an amine, a carbonyl derivative, and an organoboron compound under mild conditions.
    Type: Grant
    Filed: June 27, 1997
    Date of Patent: May 15, 2001
    Assignee: University of Southern California
    Inventors: Nicos A. Petasis, Ilia A. Zavialov
  • Patent number: 6232339
    Abstract: Phenylcarbamates of the formula I where: R1 is C1-C4-alkyl; R2 is cyano, nitro, trifluoromethyl, halogen, C1-C4-alkyl and C1-C4-alkoxy; m is 0, 1 or 2, where the radicals R2 may be different if m is 2; R3 is hydrogen, cyano, C1-C4-alkyl, C1-C4-haloalkyl, C3-C6-cycloalkyl; R4, R5 and R6 are each as defined in claim 1, and salts thereof, a process and intermediates for preparing these compounds and compositions comprising them for controlling animal pests and harmful fungi are described.
    Type: Grant
    Filed: July 21, 1999
    Date of Patent: May 15, 2001
    Assignee: BASF Aktiengesellschaft
    Inventors: Andreas Gypser, Thomas Grote, Hubert Sauter, Herbert Bayer, Oliver Cullmann, Markus Gewehr, Wassilios Grammenos, Bernd Müller, Arne Ptock, Eberhard Ammermann, Gisela Lorenz, Siegfried Strathmann, Volker Harries, Franz Röhl
  • Patent number: 6232489
    Abstract: A method for making arthropodicidal oxadiazines and intermediates which are racemic or enantiomerically enriched at their chiral center, the method for making the oxadiazines comprising reaction of an intermediate selected from as well as certain selected intermediates including those depicted above, and methods of making them.
    Type: Grant
    Filed: May 9, 2000
    Date of Patent: May 15, 2001
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Gary David Annis, Stephen Frederick McCann, Rafael Shapiro
  • Patent number: 6201020
    Abstract: This invention relates to compounds, pharmaceutical compositions, and methods of using compounds of the formula: A is O or S; R is C1-C10 straight or branched chain alkyl, C2-C10 straight or branched chain alkenyl, C2-C10 straight or branched chain alkynyl, aryl, heteroaryl, carbocycle, or heterocycle; D is a bond, or a C1-C3 straight or branched chain alkyl, C2-C3 straight or branched chain alkenyl, C2-C3 straight or branched chain alkynyl, wherein any of the carbon atoms of said alkyl, alkenyl, or alkynyl of D are optionally replaced with oxygen, nitrogen, or sulfur; and X is aryl, heteroaryl, carbocycle, or heterocycle.
    Type: Grant
    Filed: December 31, 1998
    Date of Patent: March 13, 2001
    Assignee: Guilford Pharmaceuticals, Inc.
    Inventors: Jie Zhang, Larisa E. Serdyuk, Jia-He Li
  • Patent number: 6187821
    Abstract: A benzene compound of the formula: wherein each symbol is as defined in the specification; an optically active isomer or salt thereof, a medicinal composition containing the same, and an immunosuppressant containing the same as the active ingredient.
    Type: Grant
    Filed: May 12, 1999
    Date of Patent: February 13, 2001
    Assignee: Welfide Corporation
    Inventors: Tetsuro Fujita, Kunitomo Adachi, Toshiyuki Kohara, Masatoshi Kiuchi, Kenji Chiba, Koji Teshima, Tadashi Mishina
  • Patent number: 6180374
    Abstract: Azlactone (3), or the opposite enantiomer thereof, undergoes biotransformation, using suitable enzymatic activity, in the presence of a compound YH to form a N-acyl-amino acid (2), wherein R1, R2 and R3 are each not hydrogen and are independently selected from groups containing up to 20 carbon atoms, optionally with any combination of R1, R2 and R3 being joined together to form at least one ring, X is selected from groups containing up to 20 carbon atoms, and Y is selected from the group consisting of —OH, -Oalkyl and -Nalkyl. Amino acid (1), or the opposite enantiomer thereof, can be prepared in high enantiomeric excess from N-acyl amino acid (2), by converting Y to OH.
    Type: Grant
    Filed: August 10, 1998
    Date of Patent: January 30, 2001
    Assignee: Chirotech Technology, Inc.
    Inventors: Nicholas Turner, James Winterman, Raymond McCague
  • Patent number: 6172108
    Abstract: Compounds of formula (I): R—NH—A—CO—NH—NH—(W)n—Z  (I) wherein: n is 0 or 1, W represents —CO— or S(O)r wherein r is 0, 1 or 2, Z represents a group selected from aryl, arylalkyl, heteroaryl and heteroarylalkyl, each optionally substituted, R represents a grouping selected from: Z1—T—CO—, Z1—O—T—CO—, Z1—T—O—CO—, Z1—T—S(O)q— wherein Z1, T and q are as defined in the description, A represents alkylene, alkenylene or alkynylene each having from 3 to 8 carbon atoms, alkylenecycloalkylene, cycloalkylenealkylene, alkylenecycloalkylenealkylene, alkylenearylene, arylenealkylene, alkylenearylenealkylene a grouping wherein B1 is as defined in the description, or A forms with the adjacent nitrogen atom a grouping as defined in the description, and medicinal products containing the same which are useful as Neuropeptide Y receptor
    Type: Grant
    Filed: December 16, 1999
    Date of Patent: January 9, 2001
    Assignee: Adir et Compagnie
    Inventors: Antonio Monge Vega, Ignacio Aldana Moraza, Daniel-Henri Caignard, Jacques Duhault, Jean Boutin, Odile Dellazuana
  • Patent number: 6169206
    Abstract: 4-(N,N-Dialkylamino)aniline compounds of the following general formula (I): wherein R1 represents an alkyl group, an aryl group or a heterocyclic group, R2 to R5 each represent a hydrogen atom or a substituent, and R2 and R3, R1 and R2, or R4 and R5 may form a ring together; a processing composition for color photography, which contains at least one of these compounds; and a color image-forming method wherein at least one of these aniline compounds is used.
    Type: Grant
    Filed: January 24, 2000
    Date of Patent: January 2, 2001
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Keizo Kimura, Shigeo Hirano, Hiroshi Kawamoto
  • Patent number: 6143917
    Abstract: A process for producing an aryl carbamate of a high purity at a high yield by reacting a diaryl carbonate with an amine compound having one or more hydrogen atoms bonded to the N position in the presence of carboxylic acid(s) of the following general formulae (I): R.sup.1 --COOH and/or (II): R.sup.2 --COOH (wherein R.sup.1 represents an alkyl or cycloalkyl group having an .alpha.-positioned carbon atom bonded to only one hydrogen atom, an alkyl group having an .alpha.-positioned carbon atom bonded to no hydrogen atom, or an aryl or heterocyclic group, and R.sup.2 represents an alkyl group having an .alpha.-positioned carbon atom bonded to two or more hydrogen atoms).
    Type: Grant
    Filed: October 13, 1998
    Date of Patent: November 7, 2000
    Assignee: Ube Industries, Ltd.
    Inventors: Katsumasa Harada, Ryoji Sugise, Kohichi Kashiwagi, Tsunao Matsuura
  • Patent number: 6130247
    Abstract: The invention pertains to phenylcarbamates of formula (I), wherein X is a direct bond, O or NR.sup.a ; Z is O, S or NR.sup.b- ; R.sup.1 is hydrogen, alkyl or alkyl halide; R.sup.2 is substituted methyl or optionally substituted alkyl, alkenyl, alkinyl or cycloalkyl; R.sup.3 is optionally substituted alkyl, alkenyl or alkinyl; R.sup.4 is alkyl, alkenyl or alkinyl and, if X is NR.sup.a, hydrogen also; R.sup.5 is hydrogen or optionally substituted alkyl, alkenyl, alkinyl, alkyl carbonyl or alkoxy carbonyl. The invention also pertains to methods for their preparation and agents containing them.
    Type: Grant
    Filed: November 5, 1998
    Date of Patent: October 10, 2000
    Inventors: Herbert Bayer, Bernd Muller, Ruth Muller, Hubert Sauter, Thomas Grote, Wassilios Grammenos, Reinhard Kirstgen, Klaus Oberdorf, Arne Ptock, Norbert Gotz, Michael Rack, Franz Rohl, Eberhard Ammermann, Volker Harries, Gisela Lorenz, Siegfried Strathmann
  • Patent number: 6124345
    Abstract: The present invention relates to carbomoylcarboxamide oximes of the formula (I): ##STR1## or salts thereof, processes for preparing the carbomoylcarboxamide oximes, compositions containing the carbomoylcarboxamide oximes and processes for controlling harmful fungi with an effective amount of the carbomoylcarboxamide oximes.
    Type: Grant
    Filed: November 24, 1998
    Date of Patent: September 26, 2000
    Assignee: BASF Aktiengesellschaft
    Inventors: Frank Wetterich, Karl Eicken, Reinhard Kirstgen, Eberhard Ammermann, Gisela Lorenz, Siegfried Strathmann
  • Patent number: 6107511
    Abstract: The present invention has for its object to provide a commercially useful, expedient and efficient method for purification and isolation of an N-protected (2S,3R)-1-halo-2-hydroxy-3-amino-4-phenylthiobutane (1) or its enantiomer, which is capable of removing the various contaminants, particularly said byproducts, whereby the problem of instability of the compound (1) or its enantiomer can be overcome and a high product yield can be insured.The present invention relates to a method of purifying and isolating an N-protected (2S,3R)-1-halo-2-hydroxy-3-amino-4-phenylthiobutane (1): ##STR1## (wherein X represents a halogen atom; one of P.sup.1 and P.sup.2 represents a hydrogen atom and the other represents an amino-protecting group, or P.sup.1 and P.sup.
    Type: Grant
    Filed: May 14, 1999
    Date of Patent: August 22, 2000
    Assignee: Kaneka Corporation
    Inventors: Yasuyoshi Ueda, Katsuji Maehara, Tadashi Sugawa, Hiroshi Murao, Akira Nishiyama, Hajime Manabe
  • Patent number: 6087530
    Abstract: An object of the present invention is to provide a process for producing a .beta.-amino-.alpha.-hydroxy acid derivative via efficient and industrially utilizable steps.The present invention provides a process for producing a .beta.-amino-.alpha.-hydroxy acid derivative represented by the general formula (2) given below which comprises hydrolyzing an .alpha.-amino-.alpha.', .alpha.-dihaloketone derivative of the general formula (1) given below in the presence of a base, followed by protecting the amino group or without protecting the same.
    Type: Grant
    Filed: November 15, 1999
    Date of Patent: July 11, 2000
    Assignee: Kaneka Corporation
    Inventors: Shingo Matsumoto, Kazuhiko Matsuo, Tadashi Sugawa, Tadashi Moroshima, Kenji Inoue
  • Patent number: 6080839
    Abstract: The invention relates to a novel labeling reactant, suitable for labeling of a biospecific binding reactant using solid-phase synthesis. The invention further concerns new labeling methods. The novel labeling reactant has the formula (I) ##STR1## wherein -A- is a bivalent aromatic structure capable of absorbing light or energy and transferring the excitation energy to a lanthanide ion after the product made by the said solid-phase synthesis has been released from the used solid support, deprotected and converted to a lanthanide chelate;-G- is a bridge replacing a hydrogen atom in A;R is a protected amino acid residue --CH(NHX)COOH, where X is a transient protecting group, or its active ester, where said ester is e.g. an N-hydroxysuccinimido, p-nitrophenol or pentafluorophenol ester; andR' is --COOR'" where R'" is an alkyl of 1 to 4 carbon atoms, phenyl or benzyl, which phenyl or benzyl can be substituted or unsubstituted.
    Type: Grant
    Filed: June 25, 1998
    Date of Patent: June 27, 2000
    Assignee: Wallac Oy
    Inventors: Harri Takalo, Jari Hovinen, Veli-Matti Mukkala, Paivi Liitti, Heikki Mikola
  • Patent number: 6077969
    Abstract: A process is disclosed for preparing valine amide derivatives by reacting valine with chloroformic acid esters and phenethylamines in water.
    Type: Grant
    Filed: January 28, 1999
    Date of Patent: June 20, 2000
    Assignee: Bayer Aktiengesellschaft
    Inventor: Eric Rivadeneira
  • Patent number: 6075049
    Abstract: Phenylcarbamates of the formula I ##STR1## where the substituents and the index have the following meanings: R is cyano, nitro, trifluoromethyl, halogen, alkyl or alkoxy;m is 0, 1 or 2;R.sup.1 is alkyl, alkenyl, alkynyl, cycloalkyl or cycloalkenyl, and, in the event that X is NR.sup.a, additionally hydrogen;X is a direct bond, O or NR.sup.a ;R.sup.a is hydrogen, alkyl, alkenyl, alkynyl, cycloalkyl or cycloalkenyl;R.sup.2 is hydrogen,substituted or unsubstituted alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl, cycloalkynyl, alkylcarbonyl or alkoxycarbonyl;R.sup.3 and R.sup.4 independently of one another are hydrogen, cyano, nitro, hydroxyl, amino, halogen, hetaryloxy, hetarylthio, hetarylamino or N-hetaryl-N-alkylamino, andR.sup.5 is one of the groups mentioned under R.sup.3 or a group CR.sup.d .dbd.NOR.sup.e ;processes and intermediates for their preparation, and their use.
    Type: Grant
    Filed: April 23, 1998
    Date of Patent: June 13, 2000
    Assignee: BASF Aktiengesellschaft
    Inventors: Bernd Muller, Hubert Sauter, Herbert Bayer, Wassilios Grammenos, Thomas Grote, Reinhard Kirstgen, Klaus Oberdorf, Franz Rohl, Norbert Gotz, Michael Rack, Ruth Muller, Gisela Lorenz, Eberhard Ammermann, Siegfried Strathmann, Volker Harries
  • Patent number: 6075148
    Abstract: Carbamates of the formula I where the substituents have the following meanings:Z is methoxy, NH.sub.2, NHCH.sub.3, N(CH.sub.3).sub.2, CH.sub.3, C.sub.2 H.sub.5, CF.sub.3 or CCl.sub.3,X and Y are identical or different and each is hydrogen, F, Cl, Br, CF.sub.3, CN, NO.sub.2, alkoxy, alkenyloxy, alkynyloxy, alkyl, alkenyl or alkynyl or may be condensed together to form a substituted or unsubstituted aromatic or heteroaromatic, alicyclic or heterocyclic, partially or completely hydrogenated ring,R.sup.1 may also be substituted or unsubstituted and is O-alkyl, O-alkenyl, O-alkynyl, O-cycloalkyl, O-cycloalkenyl or O--CO.sub.2 -alkyl,A is --O--, --S--, --CR.sup.2 .dbd.CR.sup.3 --, CHR.sup.2 --O--, --CHR.sup.2 --S--, --CHR.sup.2 --O--N.dbd.C(R.sup.4)--, --CR.sup.2 .dbd.N--O--, --O--N.dbd.C(R.sup.4)--, --C.tbd.C--, --CHR.sup.2 --CHR.sup.3 --, --CHR.sup.2 --O--CO--, --O--CHR.sup.
    Type: Grant
    Filed: March 25, 1999
    Date of Patent: June 13, 2000
    Assignee: BASF Aktiengesellschaft
    Inventors: Bernd Mueller, Hubert Sauter, Franz Roehl, Reinhard Doetzer, Gisela Lorenz, Eberhard Ammermann
  • Patent number: 6063955
    Abstract: A method for producing an optically active erythro-3-amino-2-hydroxybutyric ester as an important intermediate of pharmaceutical agents, specifically HIV protease inhibitor, in high purity and in high yield. The method includes producing an optically active erythro-3-amino-2-hydroxybutyric ester by oxidizing the hydroxyl group at the 2-position of an optically active 3-amino-2-hydroxybutyric ester, optically active at the 3-position, as represented by formula (I): ##STR1## (wherein R.sup.1 represents a phenyl group or a cyclohexyl group; R.sup.2 represents a protective group and R.sup.3 represents an unsubstituted or substituted alkyl residue; the steric configuration of *1 represents S configuration or R configuration), and then reducing erythro-selectively the resulting product by using aluminum alkoxide.
    Type: Grant
    Filed: February 3, 1999
    Date of Patent: May 16, 2000
    Assignee: Nippon Kayaku Kabushiki Kaisha
    Inventors: Hisao Satoh, Kenichi Yamamoto
  • Patent number: 6063963
    Abstract: The present invention relates to a method of forming a 1,3-diamino-3-substituted-2-propanol chemical intermediate from which various chemicals, such as selected protease-inhibitors and other drugs, as well as polymers, can be synthesized.The method includes contacting a nitromethyl amino acid compound with at least one reducing agent to form the 1,3-diamino-3-substituted-2-propanol chemical intermediate.
    Type: Grant
    Filed: August 4, 1997
    Date of Patent: May 16, 2000
    Assignee: Pharm-Eco Laboratories, Inc.
    Inventors: Biman Pal, Siya Ram, Bing Cai, Yesh P. Sachdeva, Jaechul Shim, Salah A. Zahr, Emile Al-Farhan, Richard Gabriel
  • Patent number: 6054457
    Abstract: This invention relates to new benzamide derivatives having a vasopressin antagonistic activity, etc, and represented by general formula (I): ##STR1## wherein R.sup.1 is aryl optionally substituted with lower alkoxy, etc., R.sup.2 is lower alkyl, etc.,R.sup.3 is hydrogen, etc.,R.sup.4 is lower alkoxy, etc.,R.sup.5 is hydrogen, etc.,A is NH, etc.,E is ##STR2## etc., X is --CH.dbd.CH--, --CH.dbd.N--, or S, andY is CH or N,and pharmaceutically acceptable salts thereof, to processes for preparation thereof and to a pharmaceutical composition comprising the same.
    Type: Grant
    Filed: December 9, 1997
    Date of Patent: April 25, 2000
    Assignee: Fujisawa Pharmaceutical Co., Ltd.
    Inventors: Hiroyuki Setoi, Takehiko Ohkawa, Tatsuya Zenkoh, Hitoshi Sawada, Kentaro Sato, Hirokazu Tanaka
  • Patent number: 6043284
    Abstract: The present invention is concerned with diaryl compounds of formula (I) and their use in medical therapy, particularly in the prophylaxis or treatment of a clinical condition for which an ACAT inhibitor is indicated, such as hyperlipidaema or atherosclerosis. The invention also relates to pharmaceutical compositions and processes for the preparation of compounds according to the invention.
    Type: Grant
    Filed: February 5, 1998
    Date of Patent: March 28, 2000
    Assignee: Glaxo Wellcome Inc.
    Inventors: Richard James Arrowsmith, John Gordon Dann, Karl Witold Franzmann, Simon Teanby Hodgson, Peter John Wates
  • Patent number: 6028093
    Abstract: Fungicidal mixtures, comprisinga) a carbamate of the formula I ##STR1## where T is CH or N, n is 0, 1 or 2 and R is halogen, C.sub.1 -C.sub.4 -alkyl or C.sub.1 -C.sub.4 -haloalkyl, it being possible for the radicals R to be different when n is 2, and/orb) an oxime ether of the formula II, ##STR2## where the substituents have the following meanings: X is oxygen or amino;Y is CH or N;Z is oxygen, sulfur, amino or C.sub.1 -C.sub.4 -alkylaminoR' is C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -haloalkyl, C.sub.3 -C.sub.6 -alkenyl, C.sub.2 -C.sub.6 -haloalkenyl, C.sub.3 -C.sub.6 -alkynyl, C.sub.3 -C.sub.6 -haloalkynyl, C.sub.3 -C.sub.6 -cycloalkyl-methyl, or is benzyl which can be partially or fully halogenated and/or can have attached to it one to three of the following radicals: cyano, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -haloalkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -haloalkoxy and C.sub.1 -C.sub.4 -alkylthio; andc) a carbamate of the formula III(CH.sub.3).sub.2 N--CH.sub.2 CH.sub.2 CH.sub.
    Type: Grant
    Filed: October 21, 1998
    Date of Patent: February 22, 2000
    Assignee: BASF Aktiengesellschaft
    Inventors: Bernd Muller, Hubert Sauter, Eberhard Ammermann, Gisela Lorenz, Siegfried Strathmann, Klaus Schelberger, Maria Scherer, Dietrich Mappes, Joachim Leyendecker, Herbert Bayer, Ruth Muller
  • Patent number: 6028102
    Abstract: According to the present invention, anticonvulsant compounds N-acetyl,N'-benzylglycinamide and N-benzyloxycarbonylglycinamide-Z-glycinamide are disclosed. The present invention also discloses an anticonvulsant pharmaceutical composition comprising an effective amount of at least one active ingredient selected from N-acetyl,N'-benzylglycinamide and N-benzyloxycarbonylglycinamide-Z-glycinamide and a pharmaceutically acceptable carrier or diluent. The present invention provides a method of controlling convulsions in a mammal by administering to the mammal an effective amount of antiepileptic compounds N-acetyl,N'-benzylglycinamide or N-benzyloxycarbonylglycinamide-Z-glycinamide. Combinations of the anticonvulsion compounds can also be administered. The convulsions may be due to epilepsy, febrile convulsions or convulsions precipitated by irritative lesions in the brain. Further the composition may be used to prevent migraine and to treat chronic pain and bipolar disorder.
    Type: Grant
    Filed: February 24, 1998
    Date of Patent: February 22, 2000
    Assignee: Yissum Research Development Company of the Hebrew University of Jerusalem
    Inventors: Meir Bialer, Arie Dagan, Sussan Sherbel
  • Patent number: 6028131
    Abstract: The invention relates to compounds of the formula I ##STR1## in which R is C.sub.1 -C.sub.18 alkyl, C.sub.5 -C.sub.8 cycloalkyl, C.sub.7 -C.sub.9 phenylalkyl, --CH.sub.2 --A--R.sub.2 or a group of the formula II, ##STR2## R.sub.1 is C.sub.1 -C.sub.18 alkyl, C.sub.5 -C.sub.8 cycloalkyl, C.sub.7 -C.sub.9 phenylalkyl or a group of the formula (II),R.sub.2 is C.sub.4 -C.sub.18 alkyl, --(CH.sub.2).sub.m --COOR.sub.5 or a group of the formula III, ##STR3## R.sub.3 is hydrogen, C.sub.5 -C.sub.8 cycloalkyl or C.sub.1 -C.sub.12 alkyl,R.sub.4 is C.sub.1 -C.sub.18 alkyl, C.sub.5 -C.sub.8 cycloalkyl, C.sub.7 -C.sub.9 phenylalkyl or a group of the formula II or IV, ##STR4## A is S or SO, E is a direct bond, --CH.sub.2 --, --CH.sub.2 --O-- or --CH.sub.2 --NH--,G is --O-- or --NR.sub.3 --,Y is C.sub.1 -C.sub.18 alkyl, cyclohexyl, phenyl or alpha- or beta-naphthyl,R.sub.5 is C.sub.1 -C.sub.18 alkyl, andm is 1 or 2,with the provisos thateither at least one of the radicals R and R.sub.
    Type: Grant
    Filed: April 27, 1998
    Date of Patent: February 22, 2000
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Hans-Rudolf Meier, Gerrit Knobloch
  • Patent number: 6025507
    Abstract: Borneol derivatives of formula I ##STR1## in which R.sup.1 to R.sup.5 and X.sup.1 to X.sup.2 are defined in the specification, and the method of making the same.
    Type: Grant
    Filed: August 28, 1998
    Date of Patent: February 15, 2000
    Assignee: Schering Aktiengesellschaft
    Inventors: Ulrich Klar, Hernamm Graf, Gunter Neef, Siegfried Blechert
  • Patent number: 6022891
    Abstract: Compounds with fungicidal properties are presented having the formula ##STR1## wherein m and n are 0 or 1; X is hydrogen, halo, C.sub.1 -C.sub.4) alkyl or alkoxy; Z is (C.sub.1 -C.sub.12) alkyl or haloalkyl; R, R.sub.1, R.sub.2, R.sub.3, and R.sub.4 are independently hydrogen, a halogen, lower alkyl, alkenyl, alkynyl, alkoxy, cycloalkyl, aryl, arylcycloalkyl, or heterocyclyl, optionally substituted with one or more halogen atoms.
    Type: Grant
    Filed: December 3, 1998
    Date of Patent: February 8, 2000
    Assignee: Rohm and Haas Company
    Inventors: Ronald Ross, Ted Tsutomo Fujimoto, Steven Howard Shaber
  • Patent number: 6020518
    Abstract: An object of the present invention is to provide a process for producing a .beta.-amino-.alpha.-hydroxy acid derivative via efficient and industrially utilizable steps.The present invention provides a process for producing a .beta.-amino-.alpha.-hydroxy acid derivative represented by the general formula (2) given below which comprises hydrolyzing an .alpha.-amino-.alpha.', .alpha.'-dihaloketone derivative of the general formula (1) given below in the presence of a base, followed by protecting the amino group or without protecting the same.
    Type: Grant
    Filed: May 14, 1999
    Date of Patent: February 1, 2000
    Assignee: Kaneka Corporation
    Inventors: Shingo Matsumoto, Kazuhiko Matsuo, Tadashi Sugawa, Tadashi Moroshima, Kenji Inoue
  • Patent number: 6018071
    Abstract: A method for making arthropodicidal oxadiazines and intermediates which are racemic or enantiomerically enriched at their chiral center, the method for making the oxadiazines comprising reaction of an intermediate selected from ##STR1## wherein: R.sup.1 is F, Cl, or C.sub.1 -C.sub.3 fluoroalkoxy,R.sup.2 is C.sub.1 -C.sub.3 alkyl, andR.sup.4 is H or CO.sub.2 CH.sub.2 (C.sub.6 H.sub.5).as well as certain selected intermediates including those depicted above, and methods of making them.
    Type: Grant
    Filed: October 2, 1998
    Date of Patent: January 25, 2000
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Gary David Annis, Stephen Frederick McCann, Rafael Shapiro
  • Patent number: 6018069
    Abstract: A purified acid addition salt of a (2S, 3S, 5S)-2,5-diamino-1,6-diphenyl-3-hydroxyhexane, e.g., (2S, 3S, 5S)-2-tert-butoxycarbonylamino-3-hydroxy-5-amino-1,6-diphenylhexane, is obtained from its mixture, in an arbitrary ratio, with its (2S, 3S, 5R) stereoisomer in the presence of an inorganic or organic acid. The desired (2S, 3S, 5S) acid addition salt may be recovered from the mixture by, for example, recrystallization. These purified acid addition salts are useful as intermediates in the synthesis of medicines such as retrovirus protease inhibitors including human immunodeficiency virus (HIV) protease inhibitors.
    Type: Grant
    Filed: May 26, 1999
    Date of Patent: January 25, 2000
    Assignee: Daicel Chemical Industries, Ltd.
    Inventors: Yoshiyuki Murai, Masahiro Nishikawa, Yoichiro Ueda, Ichiro Takase
  • Patent number: 6004565
    Abstract: The methods and compositions of the invention and the compounds used in the invention involve a novel immunosuppression mechanism, accelerated lymphocyte homing immunosuppression (ALH-immunosuppression). For example, the compound FTY720 specifically directs lymphocytes to the peripheral lymph nodes, mesenteric lymph nodes, and Peyer's patches. By reversibly sequestering lymphocytes in these tissues, the compounds can inhibit an immune response in a mammal. Understanding these mechanisms provides a novel immunosuppression therapy that can synergistically interact with other immunosuppressive compounds. Screening methods for identifying similar ALH-immunosuppression compounds are also described. The invention allows better treatments and therapies wherever an immunosuppression regimen is desired.
    Type: Grant
    Filed: September 23, 1997
    Date of Patent: December 21, 1999
    Assignee: Yoshitomi Pharmaceutical Industries, Ltd.
    Inventors: Kenji Chiba, Kunitomo Adachi
  • Patent number: 5998653
    Abstract: Compounds of the formula ##STR1## are useful as intermediates to new herbicidal 4-benzoylisoxazoles.
    Type: Grant
    Filed: May 19, 1997
    Date of Patent: December 7, 1999
    Assignee: Rhone Poulenc Agriculture Limited
    Inventors: Angela Jacqueline Bailey, Michael Gingell, David William Hawkins
  • Patent number: 5990341
    Abstract: A process for the synthesis of hydroxyethylene dipeptide isosteres from .alpha.-N,N-di(protected)amino(alkyl or substituted alkyl) methyl ketones that can be efficiently carried out on an industrial scale. The process proceeds with excellent diastereoselectivity and chemical efficiency, and can be used to prepare a wide variety of hydroxyethylene dipeptide isosteres for a variety of uses, including as HIV-1 protease inhibitors and renin inhibitors.
    Type: Grant
    Filed: December 24, 1996
    Date of Patent: November 23, 1999
    Assignee: Emory University
    Inventors: Dennis C. Liotta, Bharat Ramkrishna Lagu
  • Patent number: 5990171
    Abstract: The invention concerns hydrazonoacetic acid amides of general formula (I), a process for producing them, and the use of the said amides as pesticides. In the formula shown, the following meanings apply: A stands for a simple bond or optionally substituted alkylene; Q stands for oxygen or sulphur, R.sup.1 stands for optionally substituted cycloalkyl, cycloalkenyl, aryl or heterocyclyl; R.sup.2 stands for hydrogen or optionally substituted alkyl, cycloalkyl, cycloalkenyl, aryl or heterocyclyl; R.sup.3 and R.sup.4 are identical or different and each stand for hydrogen or optionally substituted alkyl or cycloalkyl; R.sup.2 and R.sup.3 together with the nitrogen atom to which they are bound form an optionally substituted heterocyclyl ring; R.sup.5 stands for optionally substituted cycloalkyl, cycloalkenyl, aryl or heterocyclyl.
    Type: Grant
    Filed: September 25, 1997
    Date of Patent: November 23, 1999
    Assignee: Bayer Aktiengesellschaft
    Inventors: Thomas Seitz, Klaus Stenzel
  • Patent number: 5985919
    Abstract: (Het)aryloxy-, -thio- and -aminocrotonates of the formula I ##STR1## where the substituents have the following meanings: U is oxygen, sulfur or amino;V is oxygen, sulfur, amino or alkylamino;X, Y and Z independently of one another are .dbd.N-- or .dbd.CR.sup.3 --;R.sup.1 and R.sup.2 independently of one another are alkyl;R.sup.3 is hydrogen, cyano, nitro, halogen, alkyl, haloalkyl, alkoxy, haloalkoxy, alkylthio and haloalkylthio; andR.sup.4 is an organic radical which is bonded to the skeleton directly or via an oxy, mercapto, amino, carboxyl or carbonylamino group,process for their preparation, and their use.
    Type: Grant
    Filed: October 30, 1997
    Date of Patent: November 16, 1999
    Assignee: BASF Aktiengesellschaft
    Inventors: Thomas Grote, Reinhard Kirstgen, Bernd Muller, Hubert Sauter, Albrecht Harreus, Hartmann Konig, Eberhard Ammermann, Gisela Lorenz, Siegfried Strathmann, Franz Rohl
  • Patent number: 5977399
    Abstract: Iminooxymethyleneanilides of the formula I ##STR1## where the substituents and the index have the following meanings: R is hydrogen,unsubst. or subst. alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl, cycloalkynyl, alkylcarbonyl or alkoxycarbonyl;R.sup.1 is alkyl, alkenyl, alkynyl, cycloalkyl or cycloalkenyl and in the case where X is NR.sup.a, additionally hydrogen;X is a direct bond, O or NR.sup.a ;R.sup.a is hydrogen, alkyl, alkenyl, alkynyl, cycloalkyl or cycloalkenyl;R.sup.2 is cyano, nitro, trifluoromethyl, halogen, alkyl or alkoxy;n is 0, 1 or 2;R.sup.3 is hydrogen, hydroxyl, cyano, cyclopropyl, trifluoromethyl, halogen, alkyl, alkoxy or alkylthio;R.sup.4 is hydrogen, hydroxyl, halogen, alkyl, haloalkyl, alkoxy, alkylthio,unsubstituted or substituted cycloalkyl, heterocyclyl, aryl, arylalkyl, hetaryl or hetarylalkyl;R.sup.
    Type: Grant
    Filed: May 6, 1997
    Date of Patent: November 2, 1999
    Assignee: BASF Aktiengesellschaft
    Inventors: Bernd Muller, Ruth Muller, Herbert Bayer, Hubert Sauter, Franz Rohl, Eberhard Ammermann, Gisela Lorenz, Norbert Gotz
  • Patent number: 5977388
    Abstract: A process for the manufacture of the .alpha.,.alpha.'-diaminoalcohol of formula ##STR1## is via N-protected L-phenylalanine lower alkyl esters, corresponding N-protected .alpha.-amino-.alpha.'-haloketones, and .alpha.-amino-.alpha.'-haloalcohols.
    Type: Grant
    Filed: July 9, 1998
    Date of Patent: November 2, 1999
    Assignee: Hoffmann-La Roche Inc.
    Inventor: Hans Hilpert
  • Patent number: 5977170
    Abstract: This invention relates to the treatment of atherosclerosis via raising the level of HDL cholesterol by administration of a compound of the formula ##STR1## wherein R.sup.1, R.sup.2, and R.sup.3 are independently hydrogen, C.sub.1 -C.sub.6 alkyl or --(CH.sub.2).sub.0-6 Ph where Ph is optionally substituted by halogen, cyano, nitro, C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 alkoxy, trifluoromethyl, C.sub.1 -C.sub.6 alkoxycarbonyl, --CO.sub.2 H or OH;R.sub.4 and R.sub.5 are independently hydrogen, C.sub.1 -C.sub.6 alkyl, C.sub.3 -C.sub.8 cycloalkyl, or --(CH.sub.2).sub.0-6 Ar.sup.1 where Ar.sup.1 is phenyl, naphthyl, furanyl, pyridinyl or thenyl and Ar.sup.1 can be optionally substituted by halogen, cyano, nitro, C.sub.1 -C.sub.6 alkyl, phenyl, C.sub.1 -C.sub.6 alkoxy, phenoxy, trifluoromethyl, C.sub.1 -C.sub.6 alkoxycarbonyl, --CO.sub.2 H or OH; andAr is phenyl, naphthyl, furanyl, pyridinyl or thienyl or Ar is optionally substituted by halogen, cyano, nitro, C.sub.1 -C.sub.6 alkyl, phenyl, C.sub.1 -C.sub.
    Type: Grant
    Filed: June 11, 1998
    Date of Patent: November 2, 1999
    Assignee: American Home Products Corporation
    Inventors: Thomas Joseph Commons, Susan Christman