Patents Represented by Attorney Thomas L. Johnson

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  • 4-[6-(2-Chloro-4-methoxyphenoxy)hexyl] -3,5-diethyl-1-[4-(4-morpholinyl)-1-oxobutyl]-1H-pyrazole
    Patent number: 4234725
    Abstract: 4-(Aryloxyalkyl)pyrazoles of the formula ##STR1## useful as antiviral agents, are prepared by reacting the corresponding diketones of the formula Ar--O--Alk--CH(COR')COR" with hydrazine or a substituted hydrazine H.sub.2 NNHR.
    Type: Grant
    Filed: October 24, 1979
    Date of Patent: November 18, 1980
    Assignee: Sterling Drug Inc.
    Inventors: Guy D. Diana, Philip M. Carabateas
  • 1-(8-Methyl-2-phenyl(or thienyl)-8-azabicyclo[3.2.1]octan-3-yl) ethanone
    Patent number: 4233449
    Abstract: Compounds of the tropane (8-azabicyclo[3.2.1]octane) series having an aromatic substitutent in the 2-position and a carboalkoxy group in the 3-position are prepared by reacting a tropane-3-carboxylate having a double bond in the 2,3-position with an aryl Grignard reagent. Transformations of the substituent on nitrogen are subsequently effected. Compounds where the 3-carboalkoxy group is in the exo configuration possess hypoglycemic activity, and those where the 3-carboalkoxy group is in the endo configuration possess narcotic antagonist activity.
    Type: Grant
    Filed: October 26, 1979
    Date of Patent: November 11, 1980
    Assignee: Sterling Drug Inc.
    Inventors: Robert L. G. Clarke, Sol J. Daum
  • 3-Methoxycarbonyl-2-(2-thienyl)-8-azabicyclo[3.2.1]octane-8-acetamide and salts thereof
    Patent number: 4233448
    Abstract: Compounds of the tropane (8-azabicyclo[3.2.1]octane) series having an aromatic substitutent in the 2-position and a carboalkoxy group in the 3-position are prepared by reacting a tropane-3-carboxylate having a double bond in the 2,3-position with an aryl Grignard reagent. Transformations of the substituent on nitrogen are subsequently effected. Compounds where the 3-carboalkoxy group is in the exo configuration possess hypoglycemic activity, and those where the 3-carboalkoxy group is in the endo configuration possess narcotic antagonist activity.
    Type: Grant
    Filed: October 26, 1979
    Date of Patent: November 11, 1980
    Assignee: Sterling Drug Inc.
    Inventors: Robert L. Clarke, Sol J. Daum
  • 4-[6-( 2-Chloro-4-methoxyphenoxy)hexyl]-3,5-diethyl-1-(2-pyridinyl)-1H-pyrazole
    Patent number: 4232161
    Abstract: 4-(Aryloxyalkyl)pyrazoles of the formula ##STR1## useful as antiviral agents, are prepared by reacting the corresponding diketones of the formula Ar-O-Alk-CH(COR')COR" with hydrazine or a substituted hydrazine H.sub.2 NNHR.
    Type: Grant
    Filed: October 24, 1979
    Date of Patent: November 4, 1980
    Assignee: Sterling Drug Inc.
    Inventors: Guy D. Diana, Philip M. Carabateas
  • Substituted phenylvinyl cyclopropyl ketones
    Patent number: 4227015
    Abstract: Aryl substituted diketones and keto-esters, useful as antiviral agents and insecticides, are prepared by reacting an arylalkyl or arylalkenyl iodide with a metal salt of the appropriate diketone or keto-ester. The intermediate iodides are prepared by condensing a methyl cyclopropyl ketone with an aromatic aldehyde to give an arylvinyl cyclopropyl ketone, reducing the latter to an arylethyl cyclopropyl carbinol or arylvinyl cyclopropyl carbinol, treating the carbinol with phosphorus tribromide and then with zinc bromide to give an arylalkyl or arylalkenyl bromide, and then replacing the bromine atom by iodine.
    Type: Grant
    Filed: February 14, 1979
    Date of Patent: October 7, 1980
    Assignee: Sterling Drug Inc.
    Inventor: Joseph C. Collins
  • Arylalkyl and aryloxyalkyl phosphonates as antiviral agents
    Patent number: 4217346
    Abstract: Arylalkyl and aryloxyalkylphosphonates, useful as antiviral agents, are prepared by reacting an arylalkyl or aryloxyalkyl halide with a trialkyl phosphite, or with an alkali metal salt of a dialkyl phosphonate, trialkyl phosphonoalkanoate or dialkyl phosphonoalkanone.
    Type: Grant
    Filed: April 5, 1979
    Date of Patent: August 12, 1980
    Assignee: Sterling Drug Inc.
    Inventor: Guy D. Diana
  • Ethanopyrrolo[1,2-b]isoquinolines
    Patent number: 4214084
    Abstract: Compounds of the tropane (8-azabicyclo[3.2.1]octane) series having an aromatic substituent in the 2-position and a carboalkoxy group in the 3-position are prepared by reacting a tropane-3-carboxylate having a double bond in the 2,3-position with an aryl Grignard reagent. Transformations of the substituent on nitrogen are subsequently effected. Compounds where the 3-carboalkoxy group is in the exo configuration possess hypoglycemic activity, and those where the 3-carboalkoxy group is in the endo configuration possess narcotic antagonist activity.
    Type: Grant
    Filed: May 24, 1979
    Date of Patent: July 22, 1980
    Assignee: Sterling Drug Inc.
    Inventors: Robert L. Clarke, Sol J. Daum
  • Antiviral arylenedioxyalkyl substituted pyrazoles
    Patent number: 4209526
    Abstract: 4-(Aryloxyalkyl)pyrazoles of the formula ##STR1## useful as antiviral agents, are prepared by reacting the corresponding diketones of the formula Ar-O-Alk-CH(COR')COR" with hydrazine or a substituted hydrazine H.sub.2 NNHR.
    Type: Grant
    Filed: February 1, 1979
    Date of Patent: June 24, 1980
    Assignee: Sterling Drug Inc.
    Inventors: Guy D. Diana, Philip M. Carabateas
  • Novel diketones
    Patent number: 4208425
    Abstract: Beta-diketones substituted by an aryl-aliphatic group in which the aliphatic chain is interrupted by a cyclic group, and useful as anti-viral agents, are prepared by interacting the appropriate aryl-aliphatic halide with an alkali metal salt of a beta-diketone.
    Type: Grant
    Filed: October 10, 1978
    Date of Patent: June 17, 1980
    Assignee: Sterling Drug Inc.
    Inventor: Guy D. Diana
  • Dialkylamino- and dialkylaminoalkoxy-substituted aryloxyalkyl diketones
    Patent number: 4198436
    Abstract: Dialkylamino- and dialkylaminoalkoxy-substituted aryloxyalkyl diketones, useful as anti-viral agents, are prepared by reacting a dialkylamino-substituted phenoxyalkyl halide with an alkali metal enolate salt of a diketone; or by reacting the corresponding hydroxy-substituted phenoxyalkyl diketone with a dialkylaminoalkyl halide.
    Type: Grant
    Filed: June 7, 1978
    Date of Patent: April 15, 1980
    Assignee: Sterling Drug Inc.
    Inventors: Joseph C. Collins, Guy D. Diana
  • Aryl substituted diketones
    Patent number: 4189500
    Abstract: Aryl substituted diketones and keto-esters, useful as antiviral agents and insecticides, are prepared by reacting an arylalkyl or arylalkenyl iodide with a metal salt of the appropriate diketone or keto-ester.
    Type: Grant
    Filed: March 13, 1978
    Date of Patent: February 19, 1980
    Assignee: Sterling Drug Inc.
    Inventor: Joseph C. Collins
  • Arylalkyl and aryloxyalkyl phosphonates and use as antiviral agents
    Patent number: 4182759
    Abstract: Arylalkyl and aryloxyalkylphosphonates, useful as antiviral agents, are prepared by reacting an arylalkyl or aryloxyalkyl halide with a trialkyl phosphite, or with an alkali metal salt of a dialkyl phosphonate, trialkyl phosphonoalkanoate or dialkyl phosphonoalkanone.
    Type: Grant
    Filed: June 5, 1978
    Date of Patent: January 8, 1980
    Assignee: Sterling Drug Inc.
    Inventor: Guy D. Diana
  • 4-[6-(4-Cyanophenoxy)hexyl]-3,5-heptanedione
    Patent number: 4182727
    Abstract: Sulfo- and aminosulfonyl-substituted aryloxyalkyl diketones, useful as anti-viral agents, are prepared, respectively, by reacting a phenoxyalkyl diketone with sulfuric acid; or by reacting a haloalkyl diketone with an alkali metal salt of a hydroxybenzenesulfonamide.
    Type: Grant
    Filed: June 7, 1978
    Date of Patent: January 8, 1980
    Assignee: Sterling Drug Inc.
    Inventors: Joseph C. Collins, Guy D. Diana
  • Acyloxy-substituted aryloxyalkyl diketones
    Patent number: 4182761
    Abstract: Acyloxy-substituted aryloxyalkyl diketones, useful as anti-viral agents, are prepared either by esterification of the corresponding hydroxy-substituted compounds or by reacting a haloalkyl diketone with an alkali metal salt of an acyloxy-substituted phenol.
    Type: Grant
    Filed: June 7, 1978
    Date of Patent: January 8, 1980
    Assignee: Sterling Drug Inc.
    Inventors: Joseph C. Collins, Guy D. Diana
  • Arylvinyl cyclopropyl ketones
    Patent number: 4182729
    Abstract: Aryl substituted diketones and keto-esters, useful as antiviral agents and insecticides, are prepared by reacting an arylalkyl or arylalkenyl iodide with a metal salt of the appropriate diketone or keto-ester. The intermediate iodides are prepared by condensing a methyl cyclopropyl ketone with an aromatic aldehyde to give an arylvinyl cyclopropyl ketone, reducing the latter to an arylethyl cyclopropyl carbinol or arylvinyl cyclopropyl carbinol, treating the carbinol with phosphorus tribromide and then with zinc bromide to give an arylalkyl or arylalkenyl bromide, and then replacing the bromine atom by iodine.
    Type: Grant
    Filed: March 13, 1978
    Date of Patent: January 8, 1980
    Assignee: Sterling Drug Inc.
    Inventor: Joseph C. Collins
  • Oxygen pulping process
    Patent number: 4182648
    Abstract: An improvement in the delignification (pulping) of raw cellulose by treatment with oxygen and an alkaline buffer solution at elevated temperature and pressure, which comprises carrying out the process in an unflooded condition, that is, where contact between the raw cellulose and buffer solution is intermittent, both gaseous and liquid phases being present at all times. Optionally, cupric ion may be present as a catalyst.
    Type: Grant
    Filed: October 26, 1973
    Date of Patent: January 8, 1980
    Assignee: Sterling Drug Inc.
    Inventors: Louis A. Pradt, William M. Copa
  • 2-Aryltropane compounds
    Patent number: 4179567
    Abstract: Compounds of the tropane (8-azabicyclo[3.2.1]octane) series having an aromatic substiutent in the 2-position and a carboalkoxy group in the 3-position are prepared by reacting a tropane-3-carboxylate having a double bond in the 2,3-position with an aryl Grignard reagent. Transformations of the substituent on nitrogen are subsequently effected. Compounds where the 3-carboalkoxy group is in the exo configuration possess hypoglycemic activity, and those where the 3-carboalkoxy group is in the endo configuration possess narcotic antagonist activity.
    Type: Grant
    Filed: April 10, 1978
    Date of Patent: December 18, 1979
    Assignee: Sterling Drug Inc.
    Inventors: Robert L. Clarke, Sol J. Daum
  • Oxidation process
    Patent number: 4174280
    Abstract: A process for wet air oxidation of liquid or solid combustible materials which are insoluble, immiscible and difficult to suspend in water which comprises injecting said materials directly into the wet air oxidation reactor, thereby producing a regular, safe and trouble-free reaction.
    Type: Grant
    Filed: October 20, 1978
    Date of Patent: November 13, 1979
    Assignee: Sterling Drug Inc.
    Inventors: Louis A. Pradt, Wayne B. Gitchel
  • Diketones
    Patent number: 4171371
    Abstract: Beta-diketones substituted by an aryl-aliphatic group in which the aliphatic chain is interrupted by a cyclic group, and useful as anti-viral agents, are prepared by interacting the appropriate aryl-aliphatic halide with an alkali metal salt of a beta-diketone.
    Type: Grant
    Filed: October 10, 1978
    Date of Patent: October 16, 1979
    Assignee: Sterling Drug Inc.
    Inventor: Guy D. Diana
  • Aryl substituted diketones
    Patent number: 4171378
    Abstract: Aryl substituted diketones and keto-esters, useful as antiviral agents and insecticides, are prepared by reacting an arylalkyl or arylalkenyl iodide with a metal salt of the appropriate diketone or keto-ester.
    Type: Grant
    Filed: January 30, 1975
    Date of Patent: October 16, 1979
    Assignee: Sterling Drug Inc.
    Inventor: Joseph C. Collins