Patents by Inventor Julien P. H. Verheyden

Julien P. H. Verheyden 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: 5449664
    Abstract: Nucleoside compounds of the formula ##STR1## wherein: B is a purine or a pyrimidine;X and X' are H, OH or F, provided that at least one is H;Y and Y' are H, OH, OCH.sub.3 or F, provided that at least one is H;Y' and Z together form a cyclic phosphate ester, provided that Y is H; orZ is ##STR2## where n is zero, one, two or three; and Z' is N.sub.3 or OCH.sub.3 ; provided that when X' and Y' are OH and Z' is N.sub.3, B is not cytosine, andwhen X' and Y' are OH and Z' is OCH.sub.3, B is not uracil, adenine or cytosine;and the pharmaceutically acceptable esters, ethers and salts thereof, have been found to have potent antiviral activity with a high therapeutic ratio.
    Type: Grant
    Filed: December 16, 1991
    Date of Patent: September 12, 1995
    Assignee: Syntex (U.S.A.) Inc.
    Inventors: Julien P. H. Verheyden, Hans Maag, Ernest J. Prisbe
  • Patent number: 5250535
    Abstract: Compounds useful as antiviral agents are defined by the following formula: ##STR1## and the pharmaceutically acceptable acid addition salts thereof wherein R.sup.1 is hydrogen or --C(O)R.sup.7 wherein R.sup.7 is hydrogen, alkyl of one to nineteen carbon atoms, hydroxyalkyl of one to eight carbon atoms, alkoxyalkyl of two to nine carbon atoms, alkenyl of two to nineteen carbon atoms, phenyl, 1-adamantyl or 2-carboxyethyl and the pharmaceutically acceptable alkali metal salts thereof;R.sup.2 is --C(O)R.sup.7 wherein R.sup.7 is as defined above;R.sup.3 is hydrogen, halo, thio, lower alkylthio of one to six carbon atoms, azido, NR.sup.9 R.sup.10 wherein R.sup.9 and R.sup.10 are independently hydrogen or lower alkyl of one to six carbon atoms or --NHC(O)R.sup.8 wherein R.sup.8 is hydrogen, alkyl of one to nineteen carbon atoms or 1-adamantyl; and(a) R.sup.6 is hydrogen, halo, lower alkoxy of one to six carbon atoms, azido, thio, lower alkylthio of one to six carbon atoms, --NR.sup.9 R.sup.10 wherein R.sup.9 and R.
    Type: Grant
    Filed: December 22, 1982
    Date of Patent: October 5, 1993
    Assignee: Syntex Inc.
    Inventors: Julien P. H. Verheyden, John C. Martin
  • Patent number: 4803271
    Abstract: Compounds useful as antiviral agents are defined by the following formula: ##STR1## and the pharmaceutically acceptable acid addition salts thereof whereinR.sup.1 is hydrogen or --C(O)R.sup.7 wherein R.sup.7 is hydrogen, alkyl of one to nineteen carbon atoms, hydroxyalkyl of one to eight carbon atoms, alkoxyalkyl of two to nine carbon atoms, alkenyl of two to nineteen carbon atoms, phenyl, 1-adamantyl or 2-carboxyethyl and the pharmaceutically acceptable alkali metal salts thereof;R.sup.2 is --C(O)R.sup.7 is as defined above;R.sup.3 is hydrogen, halo, thio, lower alkylthio of one to six carbon atoms, azido, NR.sup.9 R.sup.10 wherein R.sup.9 and R.sup.10 are independently hydrogen or lower alkyl of one to six carbon atoms or --NHC(O)R.sup.8 wherein R.sup.8 is hydrogen, alkyl of one to nineteen carbon atoms or 1-adamantyl; and(a) R.sup.6 is hydrogen, halo, lower alkoxy of one to six carbon atoms, azido, thio, lower alkylthio of one to six carbon atoms, --NR.sup.9 R.sup.10 and R.sup.9 and R.sup.
    Type: Grant
    Filed: June 8, 1987
    Date of Patent: February 7, 1989
    Assignee: Syntex (U.S.A.) Inc.
    Inventors: Julien P. H. Verheyden, John C. Martin
  • Patent number: 4704392
    Abstract: Compounds useful as antiviral agents are depicted in the formula: ##STR1## wherein: X is oxygen or NH, Y is hydrogen, iodo, fluoro, methyl or trifluoromethyl, Z is hydrogen or fluoro and Z' is fluoro; and the wavy line indicates that the group may be above or below the plane of the ring; and the pharmaceutically acceptable acid addition salts thereof.
    Type: Grant
    Filed: April 14, 1986
    Date of Patent: November 3, 1987
    Assignee: Syntex (U.S.A.) Inc.
    Inventors: Julien P. H. Verheyden, John C. Martin, G. V. Bindu Madhavan, Daniel P. C. McGee, Ernest J. Prisbe
  • Patent number: 4621140
    Abstract: Process and novel intermediates for preparing 9-(1,3-dihydroxy-2-propoxymethyl)guanine and 2,6-diamino-9-(1,3-dihydroxy-2-propoxymethyl)purine and certain esters thereof. The present process and intermediates reduce the number of reaction steps to prepare these compounds as compared to prior processes. The products are useful as antiviral agents.
    Type: Grant
    Filed: February 23, 1984
    Date of Patent: November 4, 1986
    Assignee: Syntex (U.S.A.) Inc.
    Inventors: Julien P. H. Verheyden, John C. Martin, Daniel P. C. McGee
  • Patent number: 4612314
    Abstract: Compounds useful as antiviral agents are defined by the following formula: ##STR1## and the pharmaceutically acceptable acid addition salts thereof wherein R.sup.1 and R.sup.2 are both --C(O)R.sup.7 wherein R.sup.7 is 1-adamantyl;R.sup.3 is amino;(a) R.sup.6 is hydrogen or amino and R.sup.4 together with R.sup.5 is a bond; or(b) R.sup.5 together with R.sup.6 is a keto group and R.sup.4 is hydrogen.
    Type: Grant
    Filed: June 13, 1985
    Date of Patent: September 16, 1986
    Assignee: Syntex (U.S.A.) Inc.
    Inventors: Julien P. H. Verheyden, John C. Martin
  • Patent number: 4609661
    Abstract: Compounds useful as antiviral agents are defined by the following formula: ##STR1## wherein R.sup.1 is hydrogen, --C(Y)OR.sup.7 or --C(O)NHR.sup.7 wherein R.sup.7 is alkyl of one to twelve carbon atoms, alkenyl of two to twelve carbon atoms, cyclopentyl, cyclohexyl, phenyl or benzyl;R.sup.2 is --C(Y)OR.sup.7 or --C(O)NHR.sup.7 wherein R.sup.7 is as defined above;Y is oxygen or sulfur;R.sup.3 is hydrogen, halo, thio, lower alkylthio of one to six carbon atoms, azido, NR.sup.9 R.sup.10 wherein R.sup.9 and R.sup.10 are independently hydrogen or lower alkyl of one to six carbon atoms or --NHC(O)R.sup.8 wherein R.sup.8 is hydrogen, alkyl of one to nineteen carbon atoms or 1-adamantyl; and(a) R.sup.6 is hydrogen, halo, lower alkoxy of one to six carbon atoms, azido, thio, lower alkylthio of one to six carbon atoms, --NR.sup.9 R.sup.10 wherein R.sup.9 and R.sup.10 are as defined above or --NHC(O)R.sup.8 wherein R.sup.8 is as defined above and R.sup.4 together with R.sup.5 is a bond; or(b) R.sup.5 together with R.
    Type: Grant
    Filed: June 13, 1985
    Date of Patent: September 2, 1986
    Assignee: Syntex (U.S.A.) Inc.
    Inventors: Julien P. H. Verheyden, John C. Martin
  • Patent number: 4605659
    Abstract: Novel 4-substituted-5-hydroxymethyl-1,2-cyclopentanediols or 1-cyclopentanol substituted at the 3-position by various heterocyclic groups are useful as antiviral agents.
    Type: Grant
    Filed: April 30, 1985
    Date of Patent: August 12, 1986
    Assignee: Syntex (U.S.A.) Inc.
    Inventors: Julien P. H. Verheyden, John C. Martin, G. V. Bindu Madhaven, Daniel P. C. McGee, Ernest J. Prisbe
  • Patent number: 4603219
    Abstract: The compounds 9-(1,3-dihydroxy-2-propoxymethyl)guanine and the pharmaceutically acceptable salts thereof are useful as antiviral agents. The compound 1,3-dibenzyloxy-2-acetyloxy-methoxypropane is useful as an intermediate for the preparation of 9-(1,3-dihydroxy-2-propoxymethyl)guanine.
    Type: Grant
    Filed: October 29, 1984
    Date of Patent: July 29, 1986
    Assignee: Syntex (U.S.A.) Inc.
    Inventors: Julien P. H. Verheyden, John C. Martin
  • Patent number: 4565868
    Abstract: 1-Monophosphate esters, 1,3-bisphosphate esters and cyclic phosphate esters of 9-(1,3-dihydroxy-2-propoxymethyl)guanine are useful as antiviral agents.
    Type: Grant
    Filed: September 29, 1983
    Date of Patent: January 21, 1986
    Assignee: Syntex (U.S.A.) Inc.
    Inventors: Julien P. H. Verheyden, John C. Martin
  • Patent number: 4556659
    Abstract: Compounds useful as antiviral agents are defined by the following formula: ##STR1## wherein R.sup.1 is hydrogen, --C(Y)OR.sup.7 or --C(O)NHR.sup.7 wherein R.sup.7 is alkyl of one to twelve carbon atoms, alkenyl of two to twelve carbon atoms, cyclopentyl, cyclohexyl, phenyl or benzyl;R.sup.2 is --C(Y)OR.sup.7 or --C(O)NHR.sup.7 wherein R.sup.7 is as defined above;Y is oxygen or sulfur;R.sup.3 is hydrogen, halo, thio, lower alkylthio of one to six carbon atoms, azido, NR.sup.9 R.sup.10 wherein R.sup.9 and R.sup.10 are independently hydrogen or lower alkyl of one to six carbon atoms or --NHC(O)R.sup.8 wherein R.sup.8 is hydrogen, alkyl of one to nineteen carbon atoms or 1-adamantyl; and(a) R.sup.6 is hydrogen, halo, lower alkoxy of one to six carbon atoms, azido, thio, lower alkylthio of one to six carbon atoms, --NR.sup.9 R.sup.10 wherein R.sup.9 and R.sup.10 are as defined above or --NHC(O)R.sup.8 wherein R.sup.8 is as defined above and R.sup.4 together with R.sup.5 is a bond; or(b) R.sup.5 together with R.
    Type: Grant
    Filed: August 9, 1982
    Date of Patent: December 3, 1985
    Assignee: Syntex (U.S.A.) Inc.
    Inventors: Julien P. H. Verheyden, John C. Martin
  • Patent number: 4507305
    Abstract: The compound 9-(1,3-dihydroxy-2-propoxymethyl)guanine and the pharmaceutically acceptable salts thereof are useful as antiviral agents.
    Type: Grant
    Filed: April 13, 1983
    Date of Patent: March 26, 1985
    Assignee: Syntex (U.S.A.) Inc.
    Inventors: Julien P. H. Verheyden, John C. Martin
  • Patent number: 4423050
    Abstract: The compound 9-(1,3-dihydroxy-2-propoxymethyl)guanine and the pharmaceutically acceptable salts thereof are useful as antiviral agents.
    Type: Grant
    Filed: May 24, 1982
    Date of Patent: December 27, 1983
    Assignee: Syntex (U.S.A.) Inc.
    Inventors: Julien P. H. Verheyden, John C. Martin