Patents by Inventor Karl D. Hargrave

Karl D. Hargrave has filed for patents to protect the following inventions. This listing includes patent applications that are pending as well as patents that have already been granted by the United States Patent and Trademark Office (USPTO).

  • Method for preparing 3-amino-2-chloro-4-alkylpyridines
    Patent number: 5200522
    Abstract: A process for the preparation of a 3-amino-2-chloro-4-alkylpyridine of the formula: ##STR1## wherein R is alkyl of from one to three carbon atoms, an intermediate in the preparation of certain 5,11-dihydro-6H-dipyrido[3,2-b:2',3'-e][1,4]diazepine compounds useful in the prevention and treatment of HIV infection.
    Type: Grant
    Filed: June 11, 1991
    Date of Patent: April 6, 1993
    Assignee: Boehringer Ingelheim Pharmaceuticals, Inc.
    Inventors: Karl G. Grozinger, Karl D. Hargrave, Julian Adams
  • Pyridodiazepines and their use in the prevention or treatment of HIV infection
    Patent number: 5087625
    Abstract: Disclosed are novel pyridodiazepines. These compounds, as well as certain known 5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-ones are useful in the treatment of AIDS, ARC and related disorders associated with HIV infection.
    Type: Grant
    Filed: February 4, 1991
    Date of Patent: February 11, 1992
    Assignees: Boehringer Ingelheim Pharmaceuticals, Inc., Dr. Karl Thomae GmbH
    Inventors: Karl D. Hargrave, Gunther Schmidt, deceased, Wolfhard Engel, Vokhard Austel
  • Substituted phenylalkyl-(piperazinyl or homopiperazinyl)alkyl thiols and thiocarbamates useful for the treatment of immunological, inflammatory, and allergic disorders
    Patent number: 4722926
    Abstract: Compounds of the formula ##STR1## wherein R is hydrogen or ##STR2## A is alkyl of 1 to 8 carbon atoms; cycloalkyl of 3 to 7 carbon atoms; phenyl; or phenyl mono-, di- or tri-substituted independently with alkyl of 1 to 4 carbon atoms, halogen, trihalomethyl, alkoxy of 1 to 3 carbon atoms, carboxylic acyl of 1 to 3 carbon atoms, carboxyl, (alkoxy of 1 to 3 carbon atoms)carbonyl, nitro, cyano or di(alkyl of 1 to 3 carbon atoms)amino;R.sub.1, R.sub.2 and R.sub.3, are independently hydrogen, halogen, alkyl of 1 to 4 carbon atoms, trihalomethyl, nitro, cyano, di(alkyl of 1 to 4 carbon atoms)amino, (alkoxy of 1 to 4 carbon atoms)carbonyl, alkoxy of 1 to 4 carbon atoms or hydroxyl;R.sub.4 and R.sub.5 are independently hydrogen, alkyl of 1 to 4 carbon atoms, or phenyl;R.sub.6, R.sub.7, R.sub.8 and R.sub.9 are independently hydrogen or methyl;Y is --CH.sub.2 -- or --CH.sub.2 --CH.sub.
    Type: Grant
    Filed: July 23, 1986
    Date of Patent: February 2, 1988
    Assignee: Boehringer Ingelheim Limited
    Inventors: Karl D. Hargrave, John P. Devlin, Edward A. Barsumian
  • Bis(arylpiperazinyl)sulfur compounds
    Patent number: 4692448
    Abstract: Disclosed are novel bis(arylpiperazinyl)sulfur compounds represented by formula I ##STR1## wherein: R.sub.1 and R.sub.2 are each independently hydrogen, lower alkyl, halogen, nitrile or methylthio; m and n are each independently 2 or 3; and X is a dithio, thio, sulfinyl or sulfonyl and nontoxic, pharmaceutically acceptable addition salts thereof. These compounds can be used for the prevention of allergic disorders, such as asthma, rhinitis, conjunctivitis, hay fever, urticaria, food allergies, and the like.
    Type: Grant
    Filed: November 20, 1984
    Date of Patent: September 8, 1987
    Assignee: Boehringer Ingelheim Pharmaceuticals, Inc.
    Inventors: John P. Devlin, Karl D. Hargrave
  • Substituted phenylalkylhomopiperazinylpropyl(ureas or thioureas) useful for treatment of immulogical, inflammatory and allergic disorders
    Patent number: 4661481
    Abstract: Compounds of the formula ##STR1## having activity as antihistamine or inhibitors of mediator release from basophils or mast cells.
    Type: Grant
    Filed: December 4, 1985
    Date of Patent: April 28, 1987
    Assignee: Boehringer Ingelheim Pharmaceuticals, Inc
    Inventors: John P. Devlin, Karl D. Hargrave, Edward L. Barsumian, Genus J. Possanza
  • Substituted phenylalkyl-(piperazinyl or homopiperazinyl)alkyl-thiols and -thiocarbamates useful for the treatment of immunological, inflammatory, and allergic disorders
    Patent number: 4618677
    Abstract: Compounds of the formula ##STR1## wherein R is hydrogen or ##STR2## A is alkyl of 1 to 8 carbon atoms; cycloalkyl of 3 to 7 carbon atoms; phenyl; or phenyl mono-, di- or tri-substituted independently with alkyl of 1 to 4 carbon atoms, halogen, trihalomethyl, alkoxy of 1 to 3 carbon atoms, carboxylic acyl of 1 to 3 carbon atoms, carboxyl, (alkoxy of 1 to 3 carbon atoms)carbonyl, nitro, cyano or di(alkyl of 1 to 3 carbon atoms)amino;R.sub.1, R.sub.2 and R.sub.3, are independently hydrogen, halogen, alkyl of 1 to 4 carbon atoms, trihalomethyl, nitro, cyano, di(alkyl of 1 to 4 carbon atoms)amino, (alkoxy of 1 to 4 carbon atoms)carbonyl, alkoxy of 1 to 4 carbon atoms or hydroxyl;R.sub.4 and R.sub.5 are independently hydrogen, alkyl of 1 to 4 carbon atoms, or phenyl;R.sub.6, R.sub.7, R.sub.8 and R.sub.9 are independently hydrogen or methyl;Y is --CH.sub.2 -- or --CH.sub.2 --CH.sub.
    Type: Grant
    Filed: November 5, 1984
    Date of Patent: October 21, 1986
    Assignee: Boehringer Ingelheim Limited
    Inventors: Karl D. Hargrave, John P. Devlin, Edward A. Barsumian
  • Substituted phenylalkylpiperazinylpropyl (ureas or thioureas) useful for treatment of immunological, inflammatory and allergic disorder
    Patent number: 4579947
    Abstract: Compounds of the formula ##STR1## having activity as antihistamine or inhibitors of mediator release from basophils or mast cells.
    Type: Grant
    Filed: May 29, 1984
    Date of Patent: April 1, 1986
    Assignee: Boehringer Ingelheim Pharmaceuticals, Inc.
    Inventors: John P. Devlin, Karl D. Hargrave, Edward L. Barsumian, Genus J. Possanza
  • Ammonia-cyanoborane, sodium iodide complex
    Patent number: 4209510
    Abstract: Preparation of the crystalline complex [Na{NH.sub.3.BH.sub.2 -(CN)}.sub.6 from NMe.sub.3.BH.sub.2 I and NaCN in liquid NH.sub.3 is disclosed. Structural details of this novel octahedral complex are obtained by single-crystal X-ray analysis. Evidence indicates that the complex is a valuable antiarthritic agent, since it completely inhibits bacteria-induced chronic arthritis in rats with no evidence of toxic effects. The complex also possesses analgesic and anti-inflammatory activity.
    Type: Grant
    Filed: November 14, 1978
    Date of Patent: June 24, 1980
    Assignee: The United States of America as represented by the Secretary of the Army
    Inventors: Bernard F. Spielvogel, Andrew T. Mc Phail, Iris H. Hall, Patty Wisian-Neilson, Karl D. Hargrave