Patents Examined by Mark W. Noel
  • Patent number: 4814345
    Abstract: Novel 1-phenyl-2-aminocarbonylindole compounds are disclosed having the general formula I ##STR1## wherein R.sub.1 is an aliphatic or aromatic acyl group or an optionally substituted benzyl group; R.sub.2 is hydrogen or a lower alkyl radical; R.sub.3 is a hydrogen, a halogen, a lower alkyl radical, or a lower alkoxy radical; R.sub.4 is hydrogen, a halogen, a lower alkyl radical, or a lower alkoxy radical; R.sub.5 has the significance given R.sub.3 ; R.sub.6 has the significance given for R.sub.4, or R.sub.6 is nitro or trifluoromethyl; R.sub.7 and R.sub.8 each represent hydrogen or a lower alkyl radical, or together with a nitrogen atom form a heterocyclic group; and Z signifies an alkylene chain optionally substituted by hydroxy or acyloxy. The compounds have pharmacological, in particular antiarrhythmic, properties.
    Type: Grant
    Filed: November 20, 1987
    Date of Patent: March 21, 1989
    Assignee: Kali-Chemie Pharma GmbH
    Inventors: Heinrich-Wilhelm Ohlendorf, Wilhelm Kaupmann, Ulrich Kuhl, Gerd Buschmann, Stephen J. Magda
  • Patent number: 4812575
    Abstract: The compound 2(2-hydroxy-5-isopropenylphenyl)2H-benzotriazole (2H5P) is produced by azo coupling of o-nitrophenyl diazonium chloride with p-hydroxyacetophenone, subjecting the resulting isolated azo compound to reductive cyclization with zinc in the presence of sodium hydroxide at a temperature of about 50.degree.-70.degree. C., acidifying the resulting mixture so as to produce (2(2-hydroxy-5-acetylphenyl)2H-benzotriazole (2H5A), acetylating the isolated 2(2-hydroxy-5-acetylphenyl)2H-benzotriazole (2H5A), so as to produce 2(2-acetoxy-5-acetylphenyl)2H-benzotriazole (2A5A), methylating the isolated 2(2-acetoxy-5-acetylphenyl(2H-benzotriazole (2A5A) with a methyl Grignard reagent and dehydrating the isolated reaction product with potassium hydrogen sulfate so as to produce 2(2-hydroxy-5-isopropenylphenyl)2H-benzotriazole (2H5P). The compound is used as a polymerizable ultra violet light stabilizer.
    Type: Grant
    Filed: September 29, 1983
    Date of Patent: March 14, 1989
    Assignee: The United States of America as represented by the United States Department of Energy
    Inventors: Otto Vogl, Zohar Nir
  • Patent number: 4812471
    Abstract: Hypoglycemic 5-chromanyl, 2,3-dihydro-5-benzo[b]-furanyl, 5-pyridyl, 5-quinolyl, 5-pyrrolyl, 5-indolyl, 5-thiazolyl, 5-oxazolyl, 5-isothiazolyl and 5-isoxazolyl oxazolidine-2.4-diones and the pharmacetically-acceptable salts thereof; certain 3-acylated derivatives thereof; a method of treating hyperglycemic animals therewith; and intermediates useful in the preparation of said compounds.
    Type: Grant
    Filed: February 8, 1988
    Date of Patent: March 14, 1989
    Assignee: Pfizer Inc.
    Inventor: Rodney C. Schnur
  • Patent number: 4812561
    Abstract: An antibacterial, 7.beta.-[(Z)-2-(2-aminothiazol-4-yl)-4-carboxybut-2-enoylamino]-3-cephem-4 -carboxylic acid is stable in a (di or tri)-hydrate crystal form. A pharmacologically effective amount of this hydrate is filled in a gelatin hard capsule sealed by a band of gelatin to make a stable composition for clinical use after storage for a long time.
    Type: Grant
    Filed: July 1, 1987
    Date of Patent: March 14, 1989
    Assignee: Shionogi & Co., Ltd.
    Inventors: Yoshio Hamashima, Kyoji Minami, Kyozo Kawata, Teruo Sakamoto, Toyohiko Takeda, Yusuke Suzuki, Masanori Tujikawa
  • Patent number: 4808617
    Abstract: Amorphous solid formed by lyophilization or cosolvent precipitation of an aqueous solution of 7-[.alpha.-(2-aminothiazol-4-yl)-.alpha.-(Z)-methoximinoacetamido]-3-[(1-m ethyl-1-pyrrolidinio)-methyl[-3-cephem-4-carboxylate zwitterion and a salt or mixture of salts from a selected particular group is a broad spectrum antibiotic composition and has better temperature stability at least up to 45.degree. C. than the zwitterion. The salt is one wherein the cation is selected from the group consisting of sodium, lithium, calcium, and magnesium and the anion is selected from the group consisting of chloride, bromide, and iodide. The molar ratio of zwitterion to salt ranges from about 0.5:1 to about 2:l.
    Type: Grant
    Filed: January 9, 1987
    Date of Patent: February 28, 1989
    Assignee: Bristol-Myers Company
    Inventors: Murray A. Kaplan, Nageswara R. Palepu, Joseph B. Bogardus
  • Patent number: 4808609
    Abstract: A compound selected from the group consisting of hydroxyalkoxy-4-phenylpropyl-indoles of the formula ##STR1## wherein R and R.sub.1 are individually selected from the group consisting of hydrogen, alkyl of 1 to 5 carbon atoms, cycloalkyl of 3 to 7 carbon atoms, cycloalkylalkyl of 4 to 7 carbon atoms and aralkyl of 7 to 12 carbon atoms optionally substituted with 1 to 3 members of the group consisting of halogen, methyl, ethyl, methoxy, ethoxy, --CF.sub.3, --NO.sub.2, CH.sub.3 S-- and --NH.sub.2 or R.sub.1 and R together with the nitrogen atom to which they are attached form an optionally unsaturated heterocycle optionally containing --S--, --O-- or ##STR2## R' is selected from the group consisting of hydrogen, alkyl of 1 to 5 carbon atoms, phenyl, naphthyl and phenylalkyl of 7 to 12 carbon atoms, a and b form =O and c is hydrogen or a and c form a carbon-carbon bond and b is hydrogen, the dotted line is an optional double bond, A is ##STR3## m is 1,2 or 3, R.sub.
    Type: Grant
    Filed: June 25, 1986
    Date of Patent: February 28, 1989
    Assignee: Roussel Uclaf
    Inventors: Francois Clemence, Jacques Guillaume, Gilles Hamon
  • Patent number: 4806653
    Abstract: A process of the preparation of iminooxazolidines which comprises (a) reacting a urea alcohol of the formula ##STR1## X, Y, n and R are as defined, with a dehydrating agent to form an intermediate salt compound of the formula ##STR2## wherein X, Y, n and R are as previously defined and X.degree.
    Type: Grant
    Filed: October 17, 1986
    Date of Patent: February 21, 1989
    Assignee: Stauffer Chemical Company
    Inventor: Raymond A. Felix
  • Patent number: 4804751
    Abstract: There are disclosed compounds of the formula ##STR1## where X is methylene, ethylene or O and the dotted line represents an optional double bond, or one of Y or Z is ##STR2## R.sup.1 is unsubstituted or substituted phenyl, 2-pyridinyl, 2-pyrimidinyl, 2-pyrazinyl or 3-pyridazinyl, where the substituents are selected from the group lower alkyl, lower alkoxy, halo, cyano, nitro, hydroxy and trifluoromethyl;m is 2-4;n is 1-3;o is 1-5;and the pharmaceutically acceptable salts thereof and their use as antipsychotic/anxiolytic agents having a low liability for extrapyramidal side effects.
    Type: Grant
    Filed: June 30, 1987
    Date of Patent: February 14, 1989
    Assignee: American Home Products Corporation
    Inventor: Magid A. Abou-Gharbia
  • Patent number: 4804765
    Abstract: The invention concerns a novel process for the synthesis of N-[(1'-allyl-2'-pyrrolidinyl) methyl]-2-methoxy-4,5-azimidobenzamide, which successively comprises the preparation of 2-methoxy-4,5-diaminobenzoic acid, 2-methoxy-4,5-diacetylaminobenzoic acid, N-(2',5'-dihalopentyl)-2-methoxy-4,5-diacetylaminobenzamide, N-[(1'-allyl-2'-pyrrolidinyl) methyl]-2-methoxy-4,5-diacetylaminobenzamide and then N-[(1'-allyl-2'-pyrrolidinyl) methyl]-2-methoxy-4,5-azimido benzamide.
    Type: Grant
    Filed: December 18, 1985
    Date of Patent: February 14, 1989
    Assignee: Societe D'Etudes Scientifiques et Industrielles de L'Ile-d-France
    Inventors: Jacques Acher, Jean-Claude Monier
  • Patent number: 4803272
    Abstract: S-Modified Adenosyl-1,8-Diamino-3-Thiooctane derivatives which are useful as interferon potentiators and polyamine biosynthesis inhibitors are disclosed.
    Type: Grant
    Filed: February 24, 1987
    Date of Patent: February 7, 1989
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: David L. Anton, Bruce D. Korant, Chia-Lin J. Wang
  • Patent number: 4801603
    Abstract: A guanidinobenzoic ester derivative having the formula is novel and effective to inhibit enzymes such as trypsin, plasmin and thrombin, being useful for treatment of the pancreatitis and hemorrhagic disease and thrombosis. ##STR1## wherein X represents a group of the formula: ##STR2## in which Y is a group of the formula: --(CH.sub.2).sub.m --, m being an integer of 2 or 3, ##STR3## or a group of the formula:--ORin which R is a hydrogen atom or a lower alkyl group, and n represents an integer of 1 to 5.
    Type: Grant
    Filed: December 24, 1986
    Date of Patent: January 31, 1989
    Assignee: Eisai Co., Ltd.
    Inventors: Shigeru Souda, Naoyuki Shimomura, Norihiro Ueda, Shuhei Miyazawa, Takashi Yamanaka, Kaname Miyamoto, Ieharu Hishinuma, Junichi Nagakawa, Naoko Nagaoka, Hidetoshi Kawashima, Tsutomu Kawata, Junsaku Nagaoka, Tsuneo Wakabayashi
  • Patent number: 4801600
    Abstract: Aminomethyl oxooxazolidinyl cycloalkylbenzene derivatives, such as l-N-[3-(2,3-dihydro-1-oxo-1H-inden-5-yl)-2-oxooxazolidin-5-ylmethyl]acetam ide, possess useful antibacterial activity.
    Type: Grant
    Filed: October 9, 1987
    Date of Patent: January 31, 1989
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: Chia-Lin J. Wang, Mark A. Wuonola
  • Patent number: 4791205
    Abstract: Compounds of the general formula ##STR1## in which n denotes 1 or 2,X denotes an OMe group,Me denotes a proton, an alkali metal cation or an optionally substituted ammonium cation,R denotes hydrogen, a lower alkyl group or halogen, and, in the event thatn is 1,X also denotes an --NR.sup.1 R.sup.2 group in which R.sup.1 and R.sup.2 represent hydrogen or a lower alkyl group,a process for their preparation and their use as optical brighteners, especially for polyamide fibers and wool.
    Type: Grant
    Filed: May 21, 1987
    Date of Patent: December 13, 1988
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Erich Schinzel, Hans Frischkorn, Thomas Martini
  • Patent number: 4791211
    Abstract: An improved process for the production of 2-stilbylnaphthotriazole optical bleaches which involves diazotizing aminostilbene 2-sulfonic acids, coupling the thus formed diazonium salt with naphthylamino-sulfonic acid to form the stilbylnaphthyl monoazo salt by adding the naphthylamino-sulfonic acid to the diazonium salt from the diazotization, neutralized to a pH in the range of 6-8, in the presence of 2-butoxyethanol, oxidizing said monoazo salt to form the 2-stilbylnaphthotriazole compounds with air in an aqueous alkaline medium containing butoxyethanol and isolating and recovering said 2-stilbylnaphotriazole optical bleaches as their sodium salts.
    Type: Grant
    Filed: January 20, 1987
    Date of Patent: December 13, 1988
    Assignee: Ciba-Geigy Corporation
    Inventors: Richard B. Lund, Larry W. Bass
  • Patent number: 4788292
    Abstract: Compounds of the formula ##STR1## wherein R.sub.1, R.sub.2, R.sub.3 and R.sub.4, independently of one another, represent hydrogen, hydroxy or halogen or are alkyl, alkoxy, alkanoyloxy, or alkanoylamino groups which are unsubstituted or substituted by alkoxy, hydroxyl, halogen, aryl, cycloalkyl, azacycloalkyl, cyano or by polyalkyleneoxy, or two or more of adjacent R.sub.1 -R.sub.4 together form one or more fused rings of 5-8 members each; R is alkylene of up to 16 carbon atoms which is unsubstituted or substituted by hydroxy, lower alkoxy, or halo and which may be interrupted by oxygen, sulfur, carboxamido, sulfonamido, aminosulfonyl, aminocarbonyl, carbonyloxy, sulfinyl, or sulfonyl; and R.sub.f is perfluoroalkyl or perfluoroalkoxyalkyl of 4 to 16 carbon atoms; or mixtures thereof. Such compounds are useful as oil soluble corrosion inhibitors.
    Type: Grant
    Filed: July 31, 1986
    Date of Patent: November 29, 1988
    Assignee: Ciba-Geigy Corporation
    Inventors: Kirtland P. Clark, Athanasios Karydas
  • Patent number: 4785012
    Abstract: New oxazole derivatives of formula 1 and their pharmacetically acceptable salts have anthelmintic activity: ##STR1## where R is H, OH, or acyloxy of 8 to 22 carbon atoms;R.sub.1, R.sub.2, R.sub.3, and R.sub.4 are each independently H or acyl of 1 to 6 carbon atoms.
    Type: Grant
    Filed: April 9, 1987
    Date of Patent: November 15, 1988
    Assignees: Syntex Corporation, The Regents of the University of California
    Inventors: Philip Crews, Thomas R. Matthews, Emilio Q. Cabana, Madeline Adamczeski
  • Patent number: 4785063
    Abstract: Compounds of the formula I ##STR1## wherein R.sup.1 is hydrogen, chlorine, lower alkyl or lower alkoxy, R.sup.2 is hydrogen or alkyl, R.sup.3 is lower alkenoyl, X and Y are independently --O-- or --NH--, m is 0, 1 or 2 and n is 0 or 1, are suitable as copolymerizable UV stabilizers for polymers obtainable from ethylenically unsaturated monomers. The compounds of the formula I are readily obtainable, and are particularly valuable as UV absorbers by virtue of their good solubility in copolymerizable monomers.
    Type: Grant
    Filed: July 18, 1986
    Date of Patent: November 15, 1988
    Assignee: Ciba-Geigy Corporation
    Inventors: Mario Slongo, Jean Rody
  • Patent number: 4785117
    Abstract: 5,5-Disubstituted-3-phenyl-3-[(1H-imidazol-1-ylmethyl) or (1H-1,2,4-triazol-1-ylmethyl)]-2-methylisoxazolidine derivatives are useful as antifungal agents.
    Type: Grant
    Filed: October 2, 1987
    Date of Patent: November 15, 1988
    Assignee: Pennwalt Corporation
    Inventors: Vassil S. Georgiev, George B. Mullen
  • Patent number: 4785115
    Abstract: Provided are benzazole-substituted terephthalic acids of the formula ##STR1## wherein n is 1 or 2 and Q is ##STR2## wherein Z is --O-- or --S--. Also provided are methods for preparing the benzazole substituted terephthalic acid compounds.
    Type: Grant
    Filed: August 13, 1987
    Date of Patent: November 15, 1988
    Assignee: The United States of America as represented by the Secretary of the United States
    Inventors: Tsu-Tzu Tsai, Fred E. Arnold
  • Patent number: 4780541
    Abstract: This invention relates to a method for preparing a 2-phenylbenzotriazole of formula I, ##STR1## (wherein R.sub.1 represents hydrogen or chlorine atom, a lower alkyl group having a carbon number of 1 to 4, a lower alkoxyl group having a carbon number of 1 to 4, carboxyl group, or sulfonic acid group; R.sub.2 represents hydrogen or chlorine atom, a lower alkyl group having a carbon number of 1 to 4, or a lower alkoxyl group having a carbon number of 1 to 4; R.sub.3 represents hydrogen or chlorine atom, an alkyl group having a carbon number of 1 to 12, a lower alkoxyl group having a carbon number of 1 to 4, phenyl group, a phenyl group substituted with an alkyl group having a carbon number of 1 to 8, phenoxy group, or a phenylalkyl group, the alkyl part of which has a carbon number of 1 to 4; R.sub.4 represents hydrogen or chlorine atom, hydroxyl group, or a lower alkoxyl group having a carbon number of 1 to 4; and R.sub.
    Type: Grant
    Filed: September 11, 1986
    Date of Patent: October 25, 1988
    Assignee: Chemipro Kasei Kaisha, Ltd.
    Inventor: Shuichi Seino