Patents Examined by B. Frazier
  • Patent number: 5281747
    Abstract: P-substituted aminoalkylphosphinic acids of the formula ##STR1## wherein R denotes an optionally fluorinated methyl group, R.sub.1 denotes hydrogen, lower alkyl, lower alkoxy, hydroxy, halogen or a fluorinated methyl group and R.sub.2 and R.sub.3 denote hydrogen or R.sub.2 denotes hydroxy, lower alkoxy or halogen and R.sub.3 is hydrogen or R.sub.2 and R.sub.3 together represent an oxo group, and their pharmaceutically acceptable salts are active as GABA.sub.B.sup.- agonists and can be used in the treatment of spinal spasticity, multiple sclerosis and cerebral palsy, trigeminus neuralgia, drug withdrawal syndromes and/or conditions of pain. They can be manufactured by methods known per se and suitable such methods are described.
    Type: Grant
    Filed: April 22, 1992
    Date of Patent: January 25, 1994
    Assignee: Ciba-Geigy Corporation
    Inventors: Roger G. Hall, Ludwig Maier, Wolfgang Frostl
  • Patent number: 5281748
    Abstract: N-substituted aminomethanediphosphonic acids of the formula I, ##STR1## wherein R.sub.1, X, alk.sub.1, R.sub.2 and n are as defined in the description, and salts thereof, have valuable pharmaceutical properties and are effective e.g. in the treatment of conditions which can be associated with disorders of the calcium metabolism. They are manufactured in a manner known per se.
    Type: Grant
    Filed: August 21, 1992
    Date of Patent: January 25, 1994
    Assignee: Ciba-Geigy Corp.
    Inventor: Knut A. Jaeggi
  • Patent number: 5276205
    Abstract: Novel insecticides have the formula ##STR1## in which R.sub.1 is hydrogen, halogen, 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 alkylthio, C.sub.1 -C.sub.4 haloalkoxy, C.sub.1 -C.sub.4 haloalkylthio, C.sub.2 -C.sub.5 carboalkoxy, C.sub.2 -C.sub.5 alkylcarbonyl, nitro or cyano;R.sub.2 is hydrogen, halogen, 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, C.sub.1 -C.sub.4 alkylthio, C.sub.1 -C.sub.4 haloalkylthio, C.sub.3 haloalkenoxy, nitro, cyano, C.sub.2 -C.sub.5 alkylcarbonyl, C.sub.1 -C.sub.4 alkylsulfonyl or C.sub.2 -C.sub.5 carboalkoxy;R.sub.3 is hydrogen, halogen, C.sub.1 -C.sub.4 haloalkyl or C.sub.1 -C.sub.4 alkoxy;provided that:R.sub.1, R.sub.2 and R.sub.3 are not all hydrogen; orR.sub.1 and R.sub.2 taken together are C.sub.2 -C.sub.4 alkylene, C.sub.2 -C.sub.4 alkyleneoxy, C.sub.1 -C.sub.2 perhaloalkyleneoxy, C.sub.1 -C.sub.4 alkylenedioxy or halo-C.sub.1 -C.sub.3 alkylenedioxy;R.sub.
    Type: Grant
    Filed: May 11, 1989
    Date of Patent: January 4, 1994
    Assignee: ICI Americas Inc.
    Inventor: Karl J. Fisher
  • Patent number: 5274188
    Abstract: The invention relates to a novel process for the manufacture of (3R,1'R)-4-acyloxy-3-(1'-hydroxyethyl)-2-azetidinones of formula ##STR1## in which R.sup.1 represents lower alkyl or aryl, by enantioselective reduction of the carbonyl group in a suitable .alpha.-acylaminomethyl-acetoacetic acid ester, cyclisation of the resulting .alpha.-acylaminomethyl-.beta.-hydroxybutyric acid ester to a 5,6-dihydro-1,3,4H-oxazine with inversion of the carbon atom carrying the hydroxy group, equilibration to form the preferred trans-substituted dihydrooxazine, recleaving to form the configuratively uniform .alpha.-aminomethyl-.beta.-hydroxybutyric acid, ring-closure to form the .beta.-lactam and oxidative acylation at C(4) of the .beta.-lactam. Compounds of formula I can be used as starting materials for the manufacture of .beta.-lactam antibiotics. The invention relates also to novel intermediates.
    Type: Grant
    Filed: August 6, 1991
    Date of Patent: December 28, 1993
    Assignee: Ciba-Geigy Corporation
    Inventors: Peter Schneider, Gerardo Ramos
  • Patent number: 5264615
    Abstract: Schiff bases having the formula ##STR1## wherein R.sup.1 signifies CH.sub.3, C.sub.2 H.sub.5R.sup.2 signifies H, CH.sub.3R.sup.3 signifies H, C.sub.1-4 -alkylR.sup.4, R.sup.5, R.sup.6,R.sup.7 signify H, CH.sub.3, C.sub.2 H.sub.5, CH.sub.2 CH.sub.2 CH.sub.3, CH(CH.sub.3).sub.2,X signifies methylene, ethylidene, propylidene, ethylene, propylene, 2,3-butylidene,total number of carbon atoms of R.sup.4, R.sup.5, R.sup.6, R.sup.7, .ltoreq.6 are novel odorants.
    Type: Grant
    Filed: December 9, 1991
    Date of Patent: November 23, 1993
    Assignee: Givaudan Corporation
    Inventor: Josianne Baudin
  • Patent number: 5262552
    Abstract: An optically active (S)- or (R)-pentane compound of the general formula (11): ##STR1## wherein R.sub.11, R.sub.12 and R.sub.13 independently represent a hydrogen atom or a lower alkyl group having 1 to 4 carbon atoms, R.sub.14 represents a hydroxy, protected hydroxy or oxo group, if R.sub.14 is an oxo group, the ring denoting benzene in the above formula (11) is benzoquinone, R.sub.15 represents a hydrogen atom, hydroxy or acyloxy group, R.sub.16 represents a hydroxy or acyloxy group, and the chiral central carbon marked with a symbol * in said formula (11) alternatively has one of an R-configuration and an S-configuration, is disclosed. Further, intermediate products of the compound of the formula (11) are also disclosed. Still further, a process for manufacturing the above compounds is disclosed. The compound of the formula (11) is easily synthesized from an easily available optically active starting material.
    Type: Grant
    Filed: February 20, 1991
    Date of Patent: November 16, 1993
    Assignee: Asahi Denka Kogyo K.K.
    Inventors: Seiichi Takano, Kunio Ogasawara
  • Patent number: 5260474
    Abstract: Fungicidal substituted aminophenyl carbamates of the formula ##STR1## in which X represents --CO--NR.sup.8 R.sup.9 ; --CO--OR.sup.9 ; --CO--SR.sup.9 ; --CO--R.sup.10 ; --SO.sub.2 R.sup.9 or hydrogen, in whichR.sup.8 represents hydrogen or alkyl,R.sup.9 represents optionally substituted aryl, optionally substituted aralkyl, optionally substituted alkyl, alkenyl, halogenoalkenyl, or in each case optionally substituted cycloalkyl, cycloalkenyl or cycloalkylalkyl, and R.sup.10 has the meaning of R.sup.9 or represents an optionally substituted heterocyclic ring,Y.sup.1 to Y.sup.4 are identical or different and represent hydrogen, halogen, nitro, cyano, alkyl, halogenoalkyl, alkoxy, halogenoalkoxy, alkylthio, alkylsulfonyl or halogenoalkylthio,R.sup.1 to R.sup.
    Type: Grant
    Filed: March 16, 1992
    Date of Patent: November 9, 1993
    Assignee: Bayer Aktiengesellschaft
    Inventors: Bernd-Wieland Kruger, Klaus Sasse, Peter Heitkamper, Klaus Konig, Wilhelm Brandes, Gerd Hanssler, Albrecht Marhold
  • Patent number: 5258552
    Abstract: N-alkylamide or D(+)-carnitrine having general formula ##STR1## wherein X.sup.- is OH.sup.- or the anion of a pharmacologically acceptable acid (preferably Cl.sup.-), andR is a straight C.sub.10 -C.sub.16 alkyl radical are prepared via transamination by reacting (D(+)-carnitinamide halogenide with an amine or formula NH.sub.2 R wherein R has the above-identified meaning in an acid environment (e.g. H.sub.3 PO.sub.4) in the presence of a high-boiling solvent (e.g. ethylene glycol).N-alkylamides (I) are endowed with potent anti-bacterial activity and are suitable for preparing pharmaceutical and cosmetic compositions.
    Type: Grant
    Filed: September 19, 1989
    Date of Patent: November 2, 1993
    Assignee: Sigma-Tau Industrie Farmaceutiche Riunite S.p.A.
    Inventors: Paolo Cavazza, Giulio Fiorentini
  • Patent number: 5256813
    Abstract: A 3-substituted 2-hydroxy-3-formylpropionic ester of the formula I ##STR1## where R.sup.1 is lower alkyl, and R.sup.2 is straight-chain or branched alkyl of 1 to 10 carbon atoms, is obtained by adding an alkanal of the fomrula II ##STR2## and an alkyl glyoxylate of the formula III ##STR3## simultaneously to a catalyst system composed of a salt or a mixture of a secondary amine and a carboxylic acid in such a way that the temperature does not exceed 90.degree. C., preferably 80.degree. C., or else adding one of the reactants of the formula II or III to a mixture of the catalyst system described above and the other reactant in such a way that the temperature does not exceed 90.degree. C. The 2-hydroxy-3-formylpropionic eater of the formula I can be converted by treatment with dehydrating agents, especially acetic anhydride, into good yields of the corresponding 3-substituted 3-formylacrylic ester.
    Type: Grant
    Filed: May 15, 1992
    Date of Patent: October 26, 1993
    Assignee: BASF Aktiengesellschaft
    Inventors: Franz Merger, Juergen Frank
  • Patent number: 5256814
    Abstract: An unexpectedly more potent isomer of 2-amino-4,5-(1,2-cyclohexyl)-7-phosphonoheptanoic acid, a known excitatory amino acid antagonist, pharmaceutical compositions including this isomer and methods of using this isomer to antagonize excitatory amino acid receptors.
    Type: Grant
    Filed: July 24, 1992
    Date of Patent: October 26, 1993
    Assignee: Scios Nova Inc.
    Inventor: Greg S. Hamilton
  • Patent number: 5256317
    Abstract: A composition for the treatment of leather and furs, containing (A) an anionic aromatic syntan and (B) a polymer and/or copolymer of an unsaturated C.sub.3 -C.sub.5 mono- or dicarboxylic acid and/or hydroxy compounds thereof, a process for the production of wet-white leather and furs and the use of the composition for the said production are described.
    Type: Grant
    Filed: July 2, 1992
    Date of Patent: October 26, 1993
    Assignee: Ciba-Geigy Corporation
    Inventor: Alain Lauton
  • Patent number: 5254725
    Abstract: The present invention provides inhibitors of kynureninase having the formula ##STR1## where R.sub.a and R.sub.b, independently of one another are H, a halogen, CF.sub.3 or a small alkyl group having one to three carbon atoms; R.sub.1 is NH.sub.2, NR.sub.6 R.sub.7, halogen, CF.sub.3 or a small alkyl group having from one to three carbon atoms, wherein R.sub.6 and R.sub.7, independently of one another, are H, a formyl group or a small alkyl group having from one to three carbon atoms with the exception that only one of R.sub.6 or R.sub.7 can be a formyl group; R.sub.2 is OH, H, halogen, CF.sub.3 or a small alkyl group having from one to three carbon atoms; and R.sub.3, R.sub.4 and R.sub.5, independently of one another, are H, halogen, CF.sub.3 or small alkyl group having from one to three carbon atoms. In particular, compounds of formula I having the (.alpha.S,.gamma.S) configuration or (.alpha.R,.gamma.R) configuration when R.sub.A or R.sub.B is a halogen are more potent inhibitors of kynureninase.
    Type: Grant
    Filed: April 18, 1991
    Date of Patent: October 19, 1993
    Assignee: University of Georgia Research Foundation, Inc.
    Inventors: Robert S. Phillips, Rajesh K. Dua
  • Patent number: 5254729
    Abstract: A method for purifying glycine characterized by comprising the steps of adjusting the pH of an aqueous glycine solution to 6 or less with a mineral acid and/or an organic acid or an acidic cation exchange resin and subsequently decoloring said aqueous glycine solution by active carbon treatment.
    Type: Grant
    Filed: May 24, 1991
    Date of Patent: October 19, 1993
    Assignee: Mitsui Toatsu Chemicals, Inc.
    Inventors: Kenji Fujiwara, Susumu Yoshinaga, Yuji Matsuu, Hiroshi Kato, Atsuhiko Hiai
  • Patent number: 5254717
    Abstract: Compound of the formula I ##STR1## where R is hydrogen or alkyl,R.sup.1 is hydrogen, alkyl, haloalkyl or aryl,Z.sup.1 and Z.sup.2 are hydrogen, halogen, alkoxy, alkenyloxy, cyano, nitro, haloalkyl, haloalkenyloxy, alkenyl, haloalkoxy, alkyl or alkynyl,Y is O or NR.sup.3, where R.sup.3 is hydrogen or alkyl,R.sup.2 is H, alkyl, cycloalkyl, alkenyl, aryl, alkynyl, cycloalkenyl, arylalkyl, aryloxyalkyl, hetaryl, hetarylalkyl, hetaryloxyalkyl, acyl, arylalkenyl, hetarylalkenyl, heterocyclyl, arylcarbonyl, hetarylcarbonyl or alkoxycarbonylalkyl,Y and R.sup.2 may form a ring, andX is CH.sub.2, CH-alkyl, CH-alkoxy, CH-alkylthio, N-alkoxy or NOH,and fungicides containing these compounds.
    Type: Grant
    Filed: January 24, 1992
    Date of Patent: October 19, 1993
    Assignee: BASF Aktiengesellschaft
    Inventors: Wassilios Grammenos, Albrecht Harreus, Hubert Sauter, Beate Hellendahl, Reinhard Doetzer, Eberhard Ammermann, Gisela Lorenz
  • Patent number: 5250732
    Abstract: 5,6-Dehydronorketamine and derivatives retaining the .alpha.,.beta.-unsaturated carbonyl are disclosed. These and other Michael or Michael-type acceptors and adducts are shown to influence the replication, differentiation or maturation of blood cells, especially platelet progenitor cells. Accordingly, these compounds are used for treatment of thrombocytopenia.
    Type: Grant
    Filed: July 18, 1991
    Date of Patent: October 5, 1993
    Assignee: Genentech, Inc.
    Inventors: Timothy P. Kogan, Todd C. Somers
  • Patent number: 5248834
    Abstract: Pesticidal compounds of formula II: R.sub.A CR.sub.3 .dbd.CR.sub.4 CHDR.sub.Bin which formula:R.sub.A represents a group ArCR.sub.1 R.sub.2 - in which Ar represents a phenyl or naphthyl group optionally substituted by one or more halogen, alkoxy, haloalkoxy, methylenedioxy, C.sub.1 -C.sub.6 alkyl or haloalkyl groups;R.sub.1 and R.sub.2 together with the carbon to which they are attached represent a C.sub.3 -C.sub.6 cycloalkyl group optionally substituted by one or more halogen atoms or C.sub.1 -C.sub.6 alkyl groups.R.sub.3 and R.sub.4 which may be identical or differ, represent hydrogen halogen or C.sub.1 -C.sub.6 alkyl groups andR.sub.B represents the residue of an alcohol R.sub.B CHDOH in which D is hydrogen or cyano and of which the [1R, cis] 2,2-dimethyl-3-(2,2-dibromovinyl) cyclopropane carboxylic ester is significantly insecticidal,the configuration of R.sub.A and CHDR.sub.
    Type: Grant
    Filed: April 17, 1992
    Date of Patent: September 28, 1993
    Assignee: British Technology Group Limited
    Inventors: Michael Elliott, Norman F. Janes, Bhupinder P. S. Khambay, Ahmet Baydar
  • Patent number: 5248810
    Abstract: This are described new halogenated olefines of general formula I ##STR1## in which X.sub.1, X.sub.2, X.sub.3, n and A have the meanings given in the description as well as processes for their preparation. The compounds can be used as pesticides especially against insects and acarids.
    Type: Grant
    Filed: December 13, 1990
    Date of Patent: September 28, 1993
    Assignee: Schering Aktiengesellschaft
    Inventors: Arnim Kohn, Gunter Homberger, Hartmut Joppien, Harald von Keyserlingk
  • Patent number: 5247119
    Abstract: A class of substituted phenylacetonitrilehydroxyalkylaminoalkyl-ortho-substituted aryl compounds having immunosuppressive properties is described. Compounds of this class would be useful in reducing recipient rejection of transplanted organs and for treatment of autoimmune or inflammatory diseases. Compounds of particular interest are of the formula ##STR1## wherein each of m and n is a number independently selected from one to five, inclusive; wherein R.sup.1 is selected from hydrido, alkyl, hydroxyalkyl, cycloalkyl, cycloalkylalkyl, alkoxyalkyl, alkenyl and alkynyl; wherein R.sup.6 is selected from loweralkyl; wherein each of R.sup.8, R.sup.9, R.sup.10 and R.sup.12 through R.sup.16 is independently selected from hydrido, hydroxy, alkyl, hydroxyalkyl, alkoxy, alkenyl, alkynyl, alkylcarbonyl, alkoxycarbonyl, alkylcarbonylalkenyl, alkylaminocarbonyl and alkoxyalkyl; or a tautomer thereof or a pharmaceutically-acceptable salt thereof.
    Type: Grant
    Filed: May 28, 1992
    Date of Patent: September 21, 1993
    Assignee: G. D. Searle & Co.
    Inventors: Kerry W. Fowler, John M. Farah, Jr., John P. McKearn, Richard A. Mueller, Susan A. Gregory
  • Patent number: 5245075
    Abstract: Amino-derivative (poly)peroxycarboxylic acids which have the formula: ##STR1## wherein the symbols have the following meanings: R, R.sub.1, and R.sub.2, which may be equal to or different from one another, represent hydrogen atoms, alkyl groups or groups selected from R, R.sub.1 and R.sub.2, which taken together with the nitrogen atom to which they are linked, give rise to an aliphatic heterocyclic group, all of them being optionally substituted;A represents a (cyclo) alkylene group, an arylene group which may also be condensed with cycloaliphatic groups, a cycloalkylene-alkylene or an alkylene-cycloalkylene group, an arylene-alkylene or an alkylene-arylene group, which may be condensed with cyclo-aliphatic groups wherein said alkylene group may also be interrupted by --CONR.sub.3 groups, wherein R.sub.3 represents a hydrogen atom or an alkyl or aryl group;X.sup.- represents HSO.sub.4.sup.- or CH.sub.3 SO.sub.3.sup.- ; a process for their preparation; and their use as bleaching agents.
    Type: Grant
    Filed: December 9, 1991
    Date of Patent: September 14, 1993
    Assignee: Ausimont S.r.l.
    Inventors: Carlo Venturello, Claudio Cavallotti
  • Patent number: 5241101
    Abstract: Pesticidal substituted oxime ethers of the formula ##STR1## in which R represents in each case unsubstituted or substituted alkyl, cycloalkyl, aryl or heterocyclyl andX represents nitrogen or a CH group.
    Type: Grant
    Filed: January 29, 1990
    Date of Patent: August 31, 1993
    Assignee: Bayer Aktiengesellschaft
    Inventors: Herbert Gayer, Wolfgang Kramer, Stefan Dutzmann