Patents by Inventor Albert Duncan Cale, Jr.

Albert Duncan Cale, Jr. 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).

  • 4-Hydroxymethyl-2-pyrrolidinones
    Patent number: 4119637
    Abstract: 1-Hydrocarbon-3,3-diphenyl-4-hydroxymethyl-2-pyrrolidinones and methods for making them from 4,5-dihydro-3,3-diphenyl-4-hydrocarbylaminomethylfuran-2(3H)ones are disclosed. Methods for making the 4,5-dihydro-3,3-diphenyl-4-hydrocarbylaminomethylfuran-2(3H)ones are also disclosed. The novel compounds are useful intermediates for the preparation of pharmacologically active 4-(4,4-disubstitutedpiperidinylmethyl)-3,3-diphenyl-2-pyrrolidinones.
    Type: Grant
    Filed: September 23, 1975
    Date of Patent: October 10, 1978
    Assignee: A. H. Robins Company, Inc.
    Inventor: Albert Duncan Cale, Jr.
  • N-(1-substituted-3-pyrrolidinyl)-4-quinoline carboxamides
    Patent number: 4087428
    Abstract: Novel N-(1-substituted-3-pyrrolidinyl)-1-naphthalene- and 4-quinolinecarboxamides of the formula: ##STR1## wherein R is lower cycloalkyl, R.sup.1 is hydrogen, lower alkyl or aryl, R.sup.2 is hydrogen, lower-alkyl, halogen, lower-alkoxy, amino or nitro, R.sup.3 is hydrogen, lower-alkyl, halogen, lower-alkoxy, amino or nitro, Y is carbon or nitrogen and pharmaceutically acceptable acid addition salts thereof having anti-emetic properties are disclosed.
    Type: Grant
    Filed: May 5, 1976
    Date of Patent: May 2, 1978
    Assignee: A. H. Robins Company, Inc.
    Inventor: Albert Duncan Cale, Jr.
  • N-(substituted-3-pyrrolidinyl)-1-naphthalene carboxamides
    Patent number: 4039678
    Abstract: Novel N-(1-substituted-3-pyrrolidinyl)-1-naphthalene-and 4-quinolinecarboxamides of the formula: ##STR1## wherein R is lower cycloalkyl, R.sup.1 is hydrogen, lower alkyl or aryl, R.sup.2 is hydrogen, lower-alkyl, halogen, lower-alkoxy, amino or nitro, R.sup.3 is hydrogen, lower-alkyl, halogen, lower-alkoxy, amino or nitro, Y is carbon or nitrogen and pharmaceutically acceptable acid addition salts thereof having anti-emetic properties are disclosed.
    Type: Grant
    Filed: May 5, 1976
    Date of Patent: August 2, 1977
    Assignee: A. H. Robins Company, Incorporated
    Inventor: Albert Duncan Cale, Jr.
  • N-(1-substituted-3-pyrrolidinyl)-4-quinolinecarboxamides
    Patent number: 4002757
    Abstract: Novel N-(1-substituted-3-pyrrolidinyl)-1-naphthalene and 4-quinolinecarboxamides of the formula: ##STR1## wherein R is lower cycloalkyl, R.sup.1 is hydrogen, lower alkyl or aryl, R.sup.2 is hydrogen, lower-alkyl, halogen, lower-alkoxy, amino or nitro, R.sup.3 is hydrogen, lower-alkyl, halogen, lower-alkoxy, amino or nitro, Y is carbon or nitrogen and pharmaceutically acceptable acid addition salts thereof having anti-emetic properties are disclosed.
    Type: Grant
    Filed: December 26, 1974
    Date of Patent: January 11, 1977
    Assignee: A. H. Robins Company, Incorporated
    Inventor: Albert Duncan Cale, Jr.
  • Method for controlling emesis with N-(1-substituted-3-pyrrolidinyl)benzamides and thiobenzamides
    Patent number: 3966957
    Abstract: A method is disclosed for controlling emesis utilizing N-(1-substituted-3-pyrrolidinyl)benzamides and thiobenzamides of the formula: ##SPC1##Wherein R is cycloalkyl, phenyl and phenyllower-alkyl; R.sup.1 is hydrogen, lower alkyl of 1 to 8 carbon atoms and phenyl; R.sup.2 is halogen, lower-alkyl, lower-alkoxy, amino, nitro, monoalkylamino, dialkylamino, mercaptomethyl, acetamido, sulfamoyl, cyano, hydroxy, benzyloxy, and trifluoromethyl; X is oxygen and sulfur; n is an integer from zero to three inclusive and pharmaceutically acceptable acid addition salts thereof. The benzamide compounds wherein R is cyclohexyl and R.sup.1 is lower-alkyl are particularly effective as antiemetics and have minimal side effects.
    Type: Grant
    Filed: October 25, 1974
    Date of Patent: June 29, 1976
    Assignee: A. H. Robins Company, Incorporated
    Inventors: Albert Duncan Cale, Jr., Charles Arthur Leonard
  • Method for controlling emesis with N-(1-substituted-3-pyrrolidinyl)benzamides and thiobenzamides
    Patent number: 3963745
    Abstract: A method is disclosed for controlling emesis utilizing N-(1-substituted-3-pyrrolidinyl)benzamides and thiobenzamides of the formula: ##SPC1##Wherein R is cycloalkyl, phenyl and phenyllower-alkyl; R.sup.1 is hydrogen, lower alkyl of 1 to 8 carbon atoms and phenyl; R.sup.2 is halogen, lower-alkyl, lower-alkoxy, amino, nitro, monoalkylamino, dialkylamino, mercaptomethyl, acetamido, sulfamoyl, cyano, hydroxy, benzyloxy, and trifluoromethyl; X is oxygen and sulfur; n is an integer from zero to three inclusive and pharmaceutically acceptable acid addition salts thereof. The benzamide compounds wherein R is cyclohexyl and R.sup.1 is lower-alkyl are particularly effective as antiemetics and have minimal side effects.
    Type: Grant
    Filed: October 25, 1974
    Date of Patent: June 15, 1976
    Assignee: A. H. Robins Company, Incorporated
    Inventors: Albert Duncan Cale, Jr., Charles Arthur Leonard