Patents by Inventor William B. Dickinson

William B. Dickinson 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).

  • Patent number: 4590194
    Abstract: 3-(NB)-4-Q-6-PY-pyridazines (I) or salts thereof, which are useful as cardiotonics, are prepared by reacting a 3-halo-4-Q-6-PY-pyridazine with an amine, H-NB, to produce I, where PY is 4- or 3-pyridinyl or 4- or 3-pyridinyl having one or two lower-alkyl substituents and Q is cyano when NB is NHCH.sub.3 or N(CH.sub.3).sub.2, or Q is carbamyl when NB is NHCH.sub.3, or Q is hydrogen when NB is N(CH.sub.3).sub.2. Cardiotonic use of said 3-(NB)-4-Q-6-PY-pyridazines or salts is shown.
    Type: Grant
    Filed: October 5, 1981
    Date of Patent: May 20, 1986
    Assignee: Sterling Drug Inc.
    Inventors: George Y. Lesher, William B. Dickinson
  • Patent number: 4486431
    Abstract: 4,5-Dihydro-4-R-6-(4-pyridinyl)-3(2H)-pyridazinone (IA) or pharmaceutically-acceptable acid-addition salt thereof, where R is hydrogen or methyl, is shown as the active component in cardiotonic composition and method for increasing cardiac contractility in a patient requiring such treatment. Also shown is the preparation of IA by reacting a lower-alkyl 2-R-4-(BN)-4-cyano-4-(4-pyridinyl)butanoate with hydrazine, where R is hydrogen or methyl, and BN is 4-morpholinyl, 1-piperidinyl or 1-pyrrolidinyl.
    Type: Grant
    Filed: March 18, 1981
    Date of Patent: December 4, 1984
    Assignee: Sterling Drug Inc.
    Inventors: George Y. Lesher, William B. Dickinson
  • Patent number: 4354026
    Abstract: 3-Hydrazino-6-PY-pyridazine or pharmaceutically-acceptable acid-addition salt thereof is useful as a cardiotonic agent, where PY is 4- or 3-pyridinyl or 4- or 3-pyridinyl having one or two lower-alkyl substituents. 6-PY-3-pyridazinol is prepared by reacting 6-PY-3-pyridazinol with a chlorinating agent to produce 3-chloro-6-PY-pyridazine and reacting said 3-chloro compound with hydrazine to produce said 3-hydrazino compound. 3-Hydrazino-6-PY-pyridazine or pharmaceutically-acceptable acid-addition salt thereof is disclosed as the active component in cardiotonic compositions for increasing cardiac contractility and in the method for increasing cardiac contractility in a patient requiring such treatment. The novel intermediate 3-chloro-6-PY-pyridazine is prepared as noted above.
    Type: Grant
    Filed: February 26, 1981
    Date of Patent: October 12, 1982
    Assignee: Sterling Drug Inc.
    Inventors: George Y. Lesher, William B. Dickinson
  • Patent number: 4346221
    Abstract: 4-Amino-2-R-6-PY-3(2H)-pyridazinones (I) or salts thereof, which are useful as cardiotonics, where R is hydrogen, lower-alkyl or lower-hydroxyalkyl, and PY is 4- or 3-pyridinyl or 4- or 3-pyridinyl having one or two lower-alkyl substituents are prepared by: (a) reaction of 2-R-6-PY-3(2H)-pyridazinone (II) with hydrazine; (b) conversion from 2,3-dihydro-2-R-3-oxo-6-PY-4-pyridazinecarboxamide (III); or, (c) conversion form 2,3-dihydro-2-R-3-oxo-6-PY-4-pyridazinecarboxylic acid hydrazide (IV). Also shown are: the use of I or salts as cardiotonic agents; and, the preparation of intermediates.
    Type: Grant
    Filed: March 2, 1981
    Date of Patent: August 24, 1982
    Assignee: Sterling Drug Inc.
    Inventors: George Y. Lesher, William B. Dickinson, Baldev Singh
  • Patent number: 4338446
    Abstract: 2-R-4-R'-6-PY-3(2H)-pyridazinones (I) or salts thereof, which are useful as intermediates and some as cardiotonics, are prepared by reacting di-(lower-alkyl) hydroxy[2-oxo-2-PY-ethyl]propanedioate (II) with a hydrazine salt of the formula RNHNH.sub.2.nH.sub.x An (III) to produce lower-alkyl 2,3-dihydro-2-R-3-oxo-6-PY-4-pyridazinecarboxylate (Ia where R' is lower-carbalkoxy) and reacting Ia with hydrazine hydrate or anhydrous hydrazine to produce 2,3-dihydro-2-R-3-oxo-6-PY-4-pyridazinecarboxylic acid hydrazide (Ib where R' is aminocarbamyl), where PY is 4- or 3-pyridinyl or 4- or 3-pyridinyl having one or two lower-alkyl substituents, R is hydrogen, lower-alkyl or lower-hydroxyalkyl, R' is carbamyl, carboxy, aminocarbamyl or lower-carbalkoxy, n is 1 or 2, x is 1, 2 or 3, and An is an anion of a strong inorganic acid or an organic sulfonic acid. Also shown are: the preparation of II from PY-COCH.sub.
    Type: Grant
    Filed: February 26, 1981
    Date of Patent: July 6, 1982
    Assignee: Sterling Drug Inc.
    Inventors: George Y. Lesher, William B. Dickinson
  • Patent number: 4337253
    Abstract: 2-R-4,5-dihydro-4-R'-6-PY-3(2H)-pyridazinones (I) or salts thereof, which are useful as cardiotonics, where R is lower-alkyl or lower-hydroxyalkyl, R' is hydrogen or lower-alkyl, and PY is 4- or 3-pyridinyl or 4- or 3-pyridinyl having one or two lower-alkyl substituents, are prepared by reacting 4-oxo-4-PY-2-R'-butanenitrile with an N-R-hydrazine salt of a strong inorganic acid or organic sulfonic acid or by reacting a lower-alkyl 4-oxo-4-PY-2-R'-butanoate or lower-alkyl 4-(BN)-4-cyano-4-PY-2-R'-butanoate with N-R-hydrazine where BN is 4-morpholinyl, 1-piperidinyl or 1-pyrrolidinyl. Also shown are: (a) cardiotonic compositions and a method for increasing cardiac contractility using said compounds or salts where R is lower-alkyl (b) the use of I as intermediates in preparing the corresponding 2-R-4-R'-6-PY-3(2H)-pyridazinones; and, (c) the preparation of said lower-alkyl 4-(BN)-4-cyano-4-PY-2-R'-butanoates.
    Type: Grant
    Filed: March 13, 1981
    Date of Patent: June 29, 1982
    Assignee: Sterling Drug Inc.
    Inventors: George Y. Lesher, William B. Dickinson
  • Patent number: 4305943
    Abstract: 4-Amino-2-R-6-PY-3(2H)-pyridazinones (I) or salts thereof, which are useful as cardiotonics, where R is hydrogen, lower-alkyl or lower-hydroxyalkyl, and PY is 4- or 3-pyridinyl or 4- or 3-pyridinyl having one or two lower-alkyl substituents are prepared by: (a) reaction of 2-R-6-PY-3(2H)-pyridazinone (II) with hydrazine; (b) conversion from 2,3-dihydro-2-R-3-oxo-6-PY-4-pyridazinecarboxamide (III); or, (c) conversion form 2,3-dihydro-2-R-3-oxo-6-PY-4-pyridazinecarboxylic acid hydrazide (IV). Also shown are: the use of I or salts as cardiotonic agents; and, the preparation of intermediates.
    Type: Grant
    Filed: April 28, 1980
    Date of Patent: December 15, 1981
    Assignee: Sterling Drug Inc.
    Inventors: George Y. Lesher, William B. Dickinson, Baldev Singh
  • Patent number: 4304777
    Abstract: 2-R-6-PY-3(2H)-pyridazinones (I) or salts thereof, which are useful as cardiotonics, where R is hydrogen, lower-alkyl or lower-hydroxyalkyl, and PY is 4- or 3-pyridinyl or 4- or 3-pyridinyl having one or two lower-alkyl substituents, are prepared by reacting 2-R-4,5-dihydro-6-PY-3(2H)-pyridazinone with a dehydrogenating agent. Also shown are: cardiotonic compositions and a method for increasing cardiac contractility using I or salts; and, the preparation of the corresponding intermediate 4,5-dihydro compounds.
    Type: Grant
    Filed: April 28, 1980
    Date of Patent: December 8, 1981
    Assignee: Sterling Drug Inc.
    Inventors: George Y. Lesher, William B. Dickinson
  • Patent number: 4304776
    Abstract: 2-R-4-R'-6-PY-3(2H)-pyridazinones (I) or salts thereof, which are useful as intermediates and some as cardiotonics, are prepared by reacting di-(lower-alkyl) hydroxy[2-oxo-2-PY-ethyl]propanedioate (II) with a hydrazine salt of the formula RNHNH.sub.2.nH.sub.x An (III) to produce lower-alkyl 2,3-dihydro-2-R-3-oxo-6-PY-4-pyridazinecarboxylate (Ia where R' is lower-carbalkoxy) and reacting Ia with hydrazine hydrate or anhydrous hydrazine to produce 2,3-dihydro-2-R-3-oxo-6-PY-4-pyridazinecarboxylic acid hydrazide (Ib where R' is aminocarbamyl), where PY is 4- or 3-pyridinyl or 4- or 3-pyridinyl having one or two lower-alkyl substituents, R is hydrogen, lower-alkyl or lower-hydroxyalkyl, R' is carbamyl, carboxy, aminocarbamyl or lower-carbalkoxy, n is 1 or 2, x is 1, 2 or 3, and An is an anion of a strong inorganic acid or an organic sulfonic acid. Also shown are: the preparation of II from PY--COCH.sub.
    Type: Grant
    Filed: April 28, 1980
    Date of Patent: December 8, 1981
    Assignee: Sterling Drug Inc.
    Inventors: George Y. Lesher, William B. Dickinson
  • Patent number: 4304775
    Abstract: 3-Hydrazino-6-PY-pyridazine or pharmaceutically-acceptable acid-addition salt thereof is useful as a cardiotonic agent, where PY is 4- or 3-pyridinyl or 4- or 3-pyridinyl having one or two lower-alkyl substitutents. 6-PY-3-pyridazinol is prepared by reacting 6-PY-3-pyridazinol with a chlorinating agent to produce 3-chloro-6-PY-pyridazine and reacting said 3-chloro compound with hydrazine to produce said 3-hydrazino compound. 3-Hydrazino-6-PY-pyridazine or pharmaceutically-acceptable acid-addition salt thereof is disclosed as the active component in cardiotonic compositions for increasing cardiac contractility and in the method for increasing cardiac contractility in a patient requiring such treatment. The novel intermediate 3-chloro-6-PY-pyridazine is prepared as noted above.
    Type: Grant
    Filed: July 28, 1980
    Date of Patent: December 8, 1981
    Assignee: Sterling Drug Inc.
    Inventors: George Y. Lesher, William B. Dickinson
  • Patent number: 4298609
    Abstract: 4,5-Dihydro-6-(4-pyridinyl)-3-pyridazinol or pharmaceutically-acceptable acid-addition salt thereof is useful as a blood pressure lowering agent. 4,5-Dihydro-6-(4-pyridinyl)-3-pyridazinol is prepared by reacting .gamma.-oxo-.gamma.-(4-pyridinyl)butyronitrile with a hydrazine salt of a strong inorganic or organic sulfonic acid. Said 4,5-dihydro-6-(4-pyridinyl)-3-pyridazinol or pharmaceutically-acceptable salt thereof is shown as the active ingredient in pharmaceutical compositions for lowering blood pressure and in the method for lowering blood pressure in a patient having elevated blood pressure.
    Type: Grant
    Filed: August 30, 1979
    Date of Patent: November 3, 1981
    Assignee: Sterling Drug Inc.
    Inventors: George Y. Lesher, William B. Dickinson
  • Patent number: 4065471
    Abstract: N-(4-Amino-2-butynyl)imides are prepared from N-propargylimides, paraformaldehyde and the appropriate secondary amine. The compounds are useful as stimulants or depressants of the central nervous system.
    Type: Grant
    Filed: September 14, 1970
    Date of Patent: December 27, 1977
    Assignee: Sterling Drug Inc.
    Inventor: William B. Dickinson
  • 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