Patents Represented by Attorney William G. Webb

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  • 4,5-Dihalopyrrole-2-carboxamides
    Patent number: 4046775
    Abstract: 4,5-Dihalopyrrole-2-carboxamide derivatives, prepared by reaction of a corresponding 4,5-dihalopyrrole-2-carboxylic acid halide or a corresponding 4,5-dihalopyrrol-2-yl trihalomethyl ketone with an appropriate amine, useful as antibacterial and herbicidal agents.
    Type: Grant
    Filed: June 3, 1975
    Date of Patent: September 6, 1977
    Assignee: Sterling Drug Inc.
    Inventor: Denis M. Bailey
  • Lower-alkyl (5-substituted-2-pyridyl)carbamodithioates
    Patent number: 4039550
    Abstract: Lower-alkyl (5-R.sub.5 -2-pyridyl)carbamodithioates, prepared by reaction of a 5-R.sub.5 -2-aminopyridine with carbon disulfide in the presence of a tri-lower-alkylamine and reaction of the resulting tri-lower-alkyl ammonium (5-R.sub.5 -2-pyridyl)carbamodithioate with a lower-alkyl halide, where R.sub.5 is chloro, lower-alkyl or di-lower-alkylamino, are useful as anthelmintic agents.
    Type: Grant
    Filed: July 26, 1976
    Date of Patent: August 2, 1977
    Assignee: Sterling Drug Inc.
    Inventors: William B. Dickinson, Marcia P. Vaupotic
  • 2-Naphthyl-lower-alkanoylamines
    Patent number: 4028366
    Abstract: 2-Naphthyl-lower-alkylamines, useful as anti-inflammatory agents, are prepared by reaction of a 2-naphthyl-lower-alkanoyl halide with an amine and reduction of the resulting 2-naphthyl-lower-alkanoylamine with a reagent effective to reduce an amide to an amine.
    Type: Grant
    Filed: June 1, 1976
    Date of Patent: June 7, 1977
    Assignee: Sterling Drug Inc.
    Inventor: Bernard L. Zenitz
  • Aminocyclitol antibiotics
    Patent number: 4028188
    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: January 21, 1976
    Date of Patent: June 7, 1977
    Assignee: Sterling Drug Inc.
    Inventors: Sol J. Daum, Robert L. Clarke
  • 2,5-Dimethyl-1-pyrrole-lower-alkanecarboxamides
    Patent number: 4021566
    Abstract: 2,5-Dimethyl-1-pyrrole-lower-alkanecarboxamides, prepared by reaction of a 3-R.sub.3 -4-R.sub.4 -2,5-hexanedione with either an .omega.-amino-lower-alkanonitrile or an .omega.-amino-lower-alkanecarboxamide, and if appropriate, hydrolysis of the resulting 2,5-dimethyl-3-R.sub.3 -4-R.sub.4 -1-pyrrole-lower-alkano-nitrile, have anti-secretory and anti-ulcer activities.
    Type: Grant
    Filed: October 21, 1975
    Date of Patent: May 3, 1977
    Assignee: Sterling Drug Inc.
    Inventor: Malcolm Rice Bell
  • 2-Substituted-indole-1-lower-alkanecarboxamides
    Patent number: 4021448
    Abstract: 2-Substituted-indole-1-lower-alkanecarboxamides, prepared by amidation of the corresponding acid or ester; by hydrolysis or thiohydrolysis of the corresponding carbonitrile; by alkylation of a suitable indole with a halo-lower-alkanecarboxamide; or by hydrolysis of a 1-indolechlorosulfonylcarbamyl derivative, have anti-secretory and anti-ulcer activities.
    Type: Grant
    Filed: October 21, 1975
    Date of Patent: May 3, 1977
    Assignee: Sterling Drug Inc.
    Inventor: Malcolm Rice Bell
  • 3-(Piperidino-lower-alkyl)-indoles
    Patent number: 4021431
    Abstract: 1-Acyl-3-(amino-lower-alkyl)indoles, useful as anti-inflammatory agents, are prepared either by acylation of a 3-(amino-lower-alkyl)indole; by Fisher indole synthesis from an N'-acylphenylhydrazine and an amino-lower-alkanone; by alkylation of an amine with a 1-acyl-3-(halo-lower-alkyl)indole; or by reductive alkylation of a 1-acyl-3-indole-lower-alkylcarboxaldehyde.
    Type: Grant
    Filed: November 20, 1975
    Date of Patent: May 3, 1977
    Assignee: Sterling Drug Inc.
    Inventor: Bernard L. Zenitz
  • Cyclopenta[c]pyrrole derivatives
    Patent number: 4008250
    Abstract: 2,4,5,6-Tetrahydrocyclopenta[c]pyrrole-4-carboxamide and 4-thiocarboxamide derivatives useful as anti-secretory and anti-ulcer agents are prepared by hydrolysis or thiohydrolysis of the corresponding 2,4,5,6-tetrahydrocyclopenta[c]pyrrole-4-carbonitriles or, in the case of the thiocarboxamides, by reaction of the 4-carboxamide with phosphorus pentasulfide.
    Type: Grant
    Filed: March 17, 1975
    Date of Patent: February 15, 1977
    Assignee: Sterling Drug Inc.
    Inventors: Malcolm R. Bell, Rudolf Oesterlin
  • Phenyl-lower-alkylamines
    Patent number: 4008276
    Abstract: Phenyl-lower-alkylamines having anti-inflammatory activity are prepared either by reductive alkylation of an amine with a phenyl-lower-alkanaldehyde; by condensation of a phenyl-lower-alkanaldehyde with a secondary amine, conversion of the resulting phenylvinylamine to the corresponding iminium salt, and reduction of the latter with an alkali metal borohydride; or by reaction of a phenyl-lower-alkanoyl halide with an amine and reduction of the resulting amide with a reagent effective to reduce an amide to an amine.
    Type: Grant
    Filed: December 22, 1975
    Date of Patent: February 15, 1977
    Assignee: Sterling Drug Inc.
    Inventor: Bernard L. Zenitz
  • 2-Naphthyl-lower-alkylamines
    Patent number: 4005093
    Abstract: 2-Naphthyl-lower-alkylamines, useful as anti-inflammatory agents, are prepared by reaction of a 2-naphthyl-lower-alkanoyl halide with an amine and reduction of the resulting 2-naphthyl-lower-alkanoylamine with a reagent effective to reduce an amide to an amine.
    Type: Grant
    Filed: January 20, 1975
    Date of Patent: January 25, 1977
    Assignee: Sterling Drug Inc.
    Inventor: Bernard L. Zenitz
  • Pyrrolyl oxyphenyl ketones
    Patent number: 4000160
    Abstract: 4,5-Dihalopyrrol-2-yl oxyphenyl ketones, prepared either by Friedel-Crafts condensation of a 4,5-dihalopyrrole-2-carboxylic acid halide with an appropriate hydroxy or lower-alkoxy-substituted benzene or by condensation of a hydroxy or lower-alkoxy-substituted benzaldehyde with pyrrole in the presence of sodium hydride followed by halogenation, with elemental chlorine or bromine, of the resulting pyrrol-2-yl oxyphenyl ketone, useful as antibacterial and antifungal agents.
    Type: Grant
    Filed: April 14, 1975
    Date of Patent: December 28, 1976
    Assignee: Sterling Drug Inc.
    Inventor: Denis M. Bailey
  • 2,5-Di-lower-alkyl-3,4-di-(2-hydroxy-2-propyl)furan compounds
    Patent number: 4000165
    Abstract: 2,5-Di-lower-alkyl-3,4-disubstituted-furans have anti-secretory activity.
    Type: Grant
    Filed: September 18, 1975
    Date of Patent: December 28, 1976
    Assignee: Sterling Drug Inc.
    Inventors: Malcolm R. Bell, Rudolf Oesterlin
  • 4,5-Dihalopyrrole-2-carbonitrile-containing terrestrial and aquatic hebicidal composition
    Patent number: 3985539
    Abstract: Phytoresponsive and antimicrobial compositions containing, as the active ingredient, a 4,5-dihalopyrrole-2-carbonitrile and methods of combatting microorganisms and plant growth comprising applying an effective antimicrobial or phytotoxic quantity of the active ingredient to a surface to be disinfected or to undesirable plant growth.
    Type: Grant
    Filed: June 26, 1975
    Date of Patent: October 12, 1976
    Assignee: Sterling Drug Inc.
    Inventor: Denis M. Bailey
  • Process for preparing aminocyclitol antibiotics
    Patent number: 3982996
    Abstract: Aminocyclitol antibiotics of the streptamine, deoxystreptamine or dideoxystreptamine type are prepared by culturing a nutrient medium containing carbohydrates, a source of assimilable nitrogen, essential salts and a non-nitrogen containing cyclitol with a mutant of an aminocyclitol antibiotic producing organism.
    Type: Grant
    Filed: September 22, 1975
    Date of Patent: September 28, 1976
    Assignee: Sterling Drug Inc.
    Inventors: Sol J. Daum, Robert L. Clarke
  • Aminocyclitol antibiotics
    Patent number: 3972930
    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: February 18, 1975
    Date of Patent: August 3, 1976
    Assignee: Sterling Drug Inc.
    Inventors: Sol J. Daum, Robert L. Clarke
  • Zinc or cadmium electroplating brightener compositions and process
    Patent number: 3969219
    Abstract: Electroplating brightener compositions for addition to either alkaline or low, intermediate or high cyanide zinc or cadmium electroplating baths comprising an aqueous solution of corn syrup or glucose, vanillin, veratraldehyde, sodium lignin sulfonate, sodium bisulfite and niacinamide.
    Type: Grant
    Filed: August 6, 1975
    Date of Patent: July 13, 1976
    Assignee: Sterling Drug Inc.
    Inventor: John C. Kosmos
  • Phenyl-lower-alkylamines
    Patent number: 3965105
    Abstract: Phenyl-lower-alkylamines having anti-inflammatory activity are prepared either by reductive alkylation of an amine with a phenyl-lower-alkanaldehyde; by condensation of a phenyl-lower-alkanaldehyde with a secondary amine, conversion of the resulting phenylvinylamine to the corresponding iminium salt, and reduction of the latter with an alkali metal borohydride; or by reaction of a phenyl-lower-alkanoyl halide with an amine and reduction of the resulting amide with a reagent effective to reduce an amide to an amine.
    Type: Grant
    Filed: January 20, 1975
    Date of Patent: June 22, 1976
    Assignee: Sterling Drug Inc.
    Inventor: Bernard L. Zenitz
  • 4,5 Dihalopyrrol 2-yl di and tri halomethyl ketones
    Patent number: 3963746
    Abstract: 4,5-Dihalopyrrol-2-yl di- and trihalomethyl ketones, prepared by reaction of pyrrole with a di- or trihaloacetyl halide or with a di- or trihaloacetic anhydride and halogenation of the resulting pyrrol-2-yl di- or trihalomethyl ketone, useful as antibacterial, herbicidal and insecticidal agents.
    Type: Grant
    Filed: April 28, 1975
    Date of Patent: June 15, 1976
    Assignee: Sterling Drug Inc.
    Inventor: Denis M. Bailey
  • Herbicidal pyrrole-2-carboxamides
    Patent number: 3963480
    Abstract: 4,5-Dihalopyrrole-2-carboxamide derivatives, prepared by reaction of a corresponding 4,5-dihalopyrrole-2-carboxylic acid halide or a corresponding 4,5-dihalopyrrol-2-yl trihalomethyl ketone with an appropriate amine, have antibacterial and herbicidal activities.
    Type: Grant
    Filed: April 11, 1973
    Date of Patent: June 15, 1976
    Assignee: Sterling Drug Inc.
    Inventor: Denis M. Bailey
  • 8-Methylene-3-azabicyclo[3.3.1]non-6-en-4-ones
    Patent number: 3932422
    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, and 1-R.sub.1 -2-Q-4a.alpha.-R.sub.3 -5.alpha.-R.sub.4 -1,2,3,4,4a,5,10,10a-octahydro-3,5-etheno- (and 3,5-ethano) benzo[g]quinolines, useful as analgesic agents, 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, the latter prepared by acid catalyzed cyclization of a 3-benzyl-2-azabicyclo[2.2.2]oct-5-ene.
    Type: Grant
    Filed: May 20, 1974
    Date of Patent: January 13, 1976
    Assignee: Sterling Drug Inc.
    Inventor: William F. Michne