Patents Represented by Attorney William G. Webb
  • Patent number: 4506075
    Abstract: 3-Methyl-4-(4-pyridinyl)benzeneamines, useful as cardiotonic agents, are prepared by reaction of pyridine, benzoyl chloride and an appropriate 3-methyl-N,N-di-lower-alkylbenzeneamine in the presence of copper powder and decomposing the reaction mixture with alkali and, if desired, reacting a resulting 3-methyl-4-(4-pyridinyl)N,N-di-lower-alkylbenzeneamine with hydrogen bromide and pyridine to obtain 3-methyl-4-(4-pyridinyl)benzeneamine.
    Type: Grant
    Filed: April 14, 1983
    Date of Patent: March 19, 1985
    Assignee: Sterling Drug Inc.
    Inventors: George Y. Lesher, Baldev Singh
  • Patent number: 4502891
    Abstract: Alkaline paint stripper compositions contain either a fibrous material or a combination of a xanthan gum and hectorite clay so as to provide a pellable skin over a painted surface.
    Type: Grant
    Filed: October 6, 1983
    Date of Patent: March 5, 1985
    Assignee: Sterling Drug Inc.
    Inventors: Peter Brocklehurst, Angus S. Ferguson
  • Patent number: 4446135
    Abstract: Chewable calcium carbonate-containing antacid tablets having good "mouthfeel" contain calcium carbonate particles of a particular size in combination with certain excipients.
    Type: Grant
    Filed: June 7, 1982
    Date of Patent: May 1, 1984
    Assignee: Sterling Drug Inc.
    Inventor: Harvey A. Fountaine
  • Patent number: 4445895
    Abstract: Prepackaged, disposable hypodermic syringes having a double-ended hypodermic needle comprising a cartridge ampoule and a syringe holder, as well as the syringe holders per se, are provided with restraint means to prevent accidental engagement between the hypodermic needle and the cartridge ampoule and consequent premature discharge of the ampoule contents prior to intended use.
    Type: Grant
    Filed: October 18, 1982
    Date of Patent: May 1, 1984
    Assignee: Sterling Drug Inc.
    Inventor: Herman Margulies
  • Patent number: 4423046
    Abstract: 1-Methyl-5-nitro-2-(2-phenylvinyl)imidazoles, having useful antibacterial and antiprotozoal activities, are prepared by chemical transformations of the cyano functional group in a corresponding 1-methyl-5-nitro-2-[2-(cyanophenyl)vinyl]imidazole.
    Type: Grant
    Filed: April 5, 1982
    Date of Patent: December 27, 1983
    Assignee: Sterling Drug Inc.
    Inventor: John A. Carlson
  • Patent number: 4417052
    Abstract: N-{2, 3- and 4-[R.sub.1 -(phenyl)-C(.dbd.X)]-phenyl-loweralkyl} amines, useful as anti-inflammatory agents, are prepared either by reduction of 2-, 3- or 4-[R.sub.1 -(phenyl)CO]-phenyl-lower-alkanoylamines, which are also useful as anti-inflammatory agents; by benzoylating a phenyl-loweralkylamine; by reaction of a 2-, 3- or 4-lithiophenyl-loweralkylamine with a R.sub.1 -(phenyl)-carboxaldehyde, a R.sub.1 -(phenyl)-lower-alkyl ketone or a R.sub.1 -(phenyl)-carbonitrile; by reaction of a 2-, 3- or 4-[R.sub.1 -(phenyl)-CO]-phenyl-lower-alkyl tosylate with an appropriate amine; or by transformations involving manipulations of a carbonyl or carbinol group.
    Type: Grant
    Filed: August 10, 1981
    Date of Patent: November 22, 1983
    Assignee: Sterling Drug Inc.
    Inventor: Bernard L. Zenitz
  • Patent number: 4415578
    Abstract: 3-Methyl-4-(4-pyridinyl)benzeneamines, useful as cardiotonic agents, are prepared by reaction of pyridine, benzoyl chloride and an appropriate 3-methyl-N,N-di-lower-alkylbenzeneamine in the presence of copper powder and decomposing the reaction mixture with alkali and, if desired, reacting a resulting 3-methyl-4-(4-pyridinyl)-N,N-di-lower-alkylbenzeneamine with hydrogen bromide and pyridine to obtain 3-methyl-4-(4-pyridinyl)benzeneamine.
    Type: Grant
    Filed: February 8, 1982
    Date of Patent: November 15, 1983
    Assignee: Sterling Drug Inc.
    Inventors: George Y. Lesher, Baldev Singh
  • Patent number: 4412068
    Abstract: 5-Deoxygentamicin C.sub.2b and 6'-N-methyl-2-hydroxy- and 6'-N-methyl-5-deoxygentamicins C.sub.2b are prepared, as the major fermentation products, by culturing a nutrient medium containing carbohydrates, a source of assimilable nitrogen, essential salts and either D-streptamine or 2,5-dideoxystreptamine with a mutant of Micromonospora purpurea and isolating the fermentation products from the nutrient medium. The fermentation products are acylated with an ester of an .omega.-[N-(benzyloxycarbonyl)amino]-.alpha.-hydroxy-lower-alkanoic acid after first blocking the primary amino group at the 2'-position with an amine-protecting group, followed by catalytic hydrogenolysis of the benzyloxycarbonyl group and removal of the amine-protecting group to prepare the 1-(.omega.-amino-.alpha.-hydroxy-lower-alkanoyl) derivatives.
    Type: Grant
    Filed: June 8, 1981
    Date of Patent: October 25, 1983
    Assignee: Sterling Drug Inc.
    Inventor: David Rosi
  • Patent number: 4396609
    Abstract: Aminocyclitol analogs of gentamicin C.sub.1, C.sub.2 and C.sub.1a and the corresponding compounds acylated on the 1-, 3- and 2'-amino groups with an .omega.-amino-.alpha.-hydroxy-lower-alkanoyl group are prepared by culturing a nutrient medium containing carbohydrates, a source of assimilable nitrogen, essential salts and an added aminocyclitol with a mutant of Micromonospora purpurea and acylating the product with an ester of an .omega.-(N-benzyloxycarbonyl)amino-.alpha.-hydroxy-lower-alkanoic acid followed by catalytic hydrogenolysis of the benzyloxycarbonyl group.
    Type: Grant
    Filed: September 6, 1977
    Date of Patent: August 2, 1983
    Assignee: Sterling Drug Inc.
    Inventors: Sol J. Daum, Robert L. Clarke
  • Patent number: 4396765
    Abstract: 1-[(3- or 4-Benzoylphenyl)-lower-alkyl]-[(CH.sub.2).sub.n -N.dbd.B]-substituted-piperidines useful as anti-asthmatic, anti-allergic, anti-cholinergic, bronchodilator and anti-inflammatory agents, are prepared by alkylation of an appropriate substituted piperidine with a (3- or 4-benzoylphenyl)-lower-alkyl halide or tosylate; by reaction of a 1-[2-(3- or 4-lithiophenyl)-lower-alkyl]-[(CH.sub.2).sub.n -N.dbd.B]-substituted-piperidine with benzonitrile and hydrolysis of the resulting benzimidoyl compound; or by reduction of a 1-[.alpha.-(3- or 4-benzoylphenyl)-lower-alkanoyl]-[(CH.sub.2).sub.n -N.dbd.B]-substituted-piperidine. The analogous carbinols are prepared by reduction, with an alkali metal borohydride, of the ketone.
    Type: Grant
    Filed: March 29, 1982
    Date of Patent: August 2, 1983
    Assignee: Sterling Drug Inc.
    Inventor: Bernard L. Zenitz
  • Patent number: 4387219
    Abstract: 2-Hydroxygentamicins B, B.sub.1 and A.sub.3 and 2-hydroxy antibiotics JI-20A and JI-20B are prepared as fermentation products by culturing a nutrient medium containing carbohydrates, a source of assimilable nitrogen, essential salts and D-streptamine with a mutant of Micromonospora purpurea, and isolating the said fermentation products from the nutrient medium; the fermentation products are acylated with an ester of an .omega.-(N-benzyloxycarbonyl)amino-.alpha.-hydroxy-lower-alkanoic acid, after first blocking the 6'-and/or 2'-amine group with an amine-protecting group, followed by catalytic hydrogenolysis of the benzyloxycarbonyl group and removal of the amine-protecting groups to prepare the 1-N-(.omega.-amino-.alpha.-hydroxy-lower-alkanoyl) derivatives.
    Type: Grant
    Filed: November 24, 1980
    Date of Patent: June 7, 1983
    Assignee: Sterling Drug Inc.
    Inventors: Haruo Yamamoto, Sol J. Daum
  • Patent number: 4381779
    Abstract: The slidable piston closing the upper end of cartridge ampoules of the type used in hypodermic syringes is provided with a deformable section which, on forward and backward flexing, generates self-aspiration in the ampoule.
    Type: Grant
    Filed: July 16, 1981
    Date of Patent: May 3, 1983
    Assignee: Sterling Drug Inc.
    Inventor: Herman Margulies
  • Patent number: 4374124
    Abstract: Dental plaque-preventive compositions containing, as the active component thereof, certain 3-alkyl-4-hydroxymethyl-4-methyloxazolidines, and the method of use of the same.
    Type: Grant
    Filed: March 22, 1982
    Date of Patent: February 15, 1983
    Assignee: Sterling Drug Inc.
    Inventor: Michael Jarcho
  • Patent number: 4339576
    Abstract: 1-[(3- or 4-Benzoylphenyl)-lower-alkyl]-[(CH.sub.2).sub.n --N.dbd.B]-substituted-piperidines, useful as anti-asthmatic, anti-allergic, anti-cholinergic, bronchodilator and anti-inflammatory agents, are prepared by alkylation of an appropriate substituted piperidine with a (3- or 4-benzoylphenyl)-lower-alkyl halide or tosylate; by reaction of a 1-[2-(3- or 4-lithiophenyl)-lower-alkyl]-[(CH.sub.2).sub.n --N.dbd.B]-substituted-piperidine with benzonitrile and hydrolysis of the resulting benzimidoyl compound; or by reduction of a 1-[.alpha.-(3- or 4-benzoylphenyl)-lower-alkanoyl]-[(CH.sub.2).sub.n --N.dbd.B]-substituted-piperidine. The analogous carbinols are prepared by reduction, with an alkali metal borohydride, of the ketone.
    Type: Grant
    Filed: August 24, 1981
    Date of Patent: July 13, 1982
    Assignee: Sterling Drug Inc.
    Inventor: Bernard L. Zenitz
  • Patent number: 4335243
    Abstract: 6(eq)-R.sub.4 -1,2,3,4,5,6-Hexahydro-3-R.sub.1 -11(ax)-R.sub.3 -11(eq)-CH.sub.2 Z-2,6-methano-3-benzazocines, useful as analgesic agents and narcotic antagonists, prepared by heating, with formic acid in an organic solvent or with certain ammonium formates in the absence of a solvent, certain 1,2,3,4,4a,5,10,10a-octahydro-2,5-methanobenzo[g]quinolines.
    Type: Grant
    Filed: March 12, 1981
    Date of Patent: June 15, 1982
    Assignee: Sterling Drug Inc.
    Inventor: William F. Michne
  • Patent number: 4333457
    Abstract: A hypodermic syringe of the automatic or self-aspirating type for use in combination with disposable cartridge ampoules closed at the lower end by a diaphragm pierceable by a double-ended hypodermic needle and closed at the upper end by a slidable piston comprises a syringe holder adapted to generate aspirating conditions within the cartridge ampoule by the slight backward displacement of the slidable piston by means of a double plunger, one slidable within and biased against the other, the inner plunger being positively interengaged with the slidable piston of the cartridge ampoule, and axial movement of the outer plunger being restricted by frictional engagement with a collet in the end of the syringe holder.
    Type: Grant
    Filed: February 9, 1981
    Date of Patent: June 8, 1982
    Assignee: Sterling Drug Inc.
    Inventor: Herman Margulies
  • Patent number: 4333458
    Abstract: A hypodermic syringe of the automatic, or self-aspirating, type for use in combination with cartridge ampoules closed at one end by a diaphragm pierceable by a double-ended hypodermic needle and closed at the other end by a slidable piston consists of a syringe holder adapted to generate aspirating conditions within the cartridge ampoule by the slight backward displacement of the slidable piston by means of a double plunger, one slidable within, and biased against, the other, the inner plunger being positively interengaged with the slidable piston of the cartridge ampoule, and axial movement of the outer plunger being positively restricted by means for locking the other plunger with a collet in the end of the syringe holder.
    Type: Grant
    Filed: February 9, 1981
    Date of Patent: June 8, 1982
    Assignee: Sterling Drug Inc.
    Inventors: Herman Margulies, William G. Webb
  • Patent number: 4333456
    Abstract: A hypodermic syringe of the automatic, or self-aspirating, type for use in combination with cartridge ampoules closed at the lower end by a rubber diaphragm pierceable by a double-ended hypodermic needle and closed at the upper end by a slidable rubber piston comprises a combination of a syringe holder unit and a self-aspirating assembly so-adapted to generate aspirating conditions in the ampoule by the slight backward displacement of the rubber piston.
    Type: Grant
    Filed: February 9, 1981
    Date of Patent: June 8, 1982
    Assignee: Sterling Drug Inc.
    Inventor: William G. Webb
  • Patent number: 4322533
    Abstract: 1-R.sub.1 -4- or 5-[4-pyridinyl-(CH.sub.2).sub.n ]-1H-indole-2,3-dione 3-Q derivatives, useful as cardiotonics, bronchodilators, anti-asthmatics, anti-allergics and anti-cholinergics, are prepared by cyclization of N-{3- or 4-[4-pyridinyl-(CH.sub.2).sub.n ]phenyl}glyoxalamide oxime with acid; reaction of the product thus obtained with a carbonyl reactive reagent to prepare a compound where Q is other than O; and reaction of a compound where Q is either O or other than O with a lower-alkyl, hydroxy-lower-alkyl or di-lower-alkylamino-lower-alkyl ester of a strong mineral acid or with a carbo-lower-alkoxy-lower-alkyl halide to prepare compounds where R.sub.1 is other than hydrogen.
    Type: Grant
    Filed: January 16, 1981
    Date of Patent: March 30, 1982
    Inventors: George Y. Lesher, Donald F. Page, Monte D. Gruett
  • Patent number: 4308382
    Abstract: N-{2, 3- and 4-[R.sub.1 -(phenyl)-C(=X)]-phenyl-lower-alkyl}amines, useful as anti-inflammatory agents, are prepared either by reduction of 2-, 3- or 4-[R.sub.1 -(phenyl)-CO]-phenyl-lower-alkanoylamines, which are also useful as anti-inflammatory agents; by benzoylating a phenyl-lower-alkylamine; by reaction of a 2-, 3- or 4-lithiophenyl-lower-alkylamine with a R.sub.1 -(phenyl)-carboxaldehyde, a R.sub.1 -(phenyl)-lower-alkyl ketone or a R.sub.1 -(phenyl)-carbonitrile; by reaction of a 2-, 3- or 4-[R.sub.1 -(phenyl)-CO]-phenyl-lower-alkyl tosylate with an appropriate amine; or by transformations involving manipulations of a carbonyl or carbinol group.
    Type: Grant
    Filed: February 15, 1980
    Date of Patent: December 29, 1981
    Assignee: Sterling Drug Inc.
    Inventor: Bernard L. Zenitz