Patents Assigned to Institute of Organic Chemistry and Biochemistry of the Academy of Sciences of the Czech Republic
  • Patent number: 5688778
    Abstract: Provided are compounds of the following formulae:A phosphonomethoxymethyoxymethyl purine/pyrimidine derivative of the formula ##STR1## wherein X and X' are the same or different and are hydrogen or alkyl. R and R' are the same or different and are hydrogen, alkyl, hydroxyalkyl or alkanoyl;B is a purine or pyrimidine base.optionally R is taken together with X' to complete a cyclic phosphonate having the formula ##STR2## A 4'-phosphonomethoxytetrahydrofuranyl-1'-purine-pyrimidine of the formula ##STR3## wherein X and X' are the same or different and are hydrogen or alkyl, the dashed line is an optional bond,Y and Z are the same or different and are hydrogen, hydroxyl or alkyl or Y+Z are taken together to form an epoxide or cyclopropyl, andB is a purine or pyrimidine base.
    Type: Grant
    Filed: February 17, 1995
    Date of Patent: November 18, 1997
    Assignees: Institute of Organic Chemistry and Biochemistry of the Academy of Sciences of the Czech Republic, Rega Stichting v.z.w.
    Inventors: Choung Un Kim, John C. Martin, Bing Uh Luh, Peter F. Misco
  • Patent number: 5686611
    Abstract: Provided are compounds of the following formulae: A phosphonomethoxymethyoxymethyl purine/pyrimidine derivative of the formula ##STR1## wherein X and X' are the same or different and are hydrogen or alkyl. R and R' are the same or different and are hydrogen, alkyl, hydroxyalkyl or alkanoyl andB is a purine or pyrimidine base.A compound of formula (VI) ##STR2## wherein X is halogen, Y is S-phenyl, Se-phenyl or halogen and B is hypoxanthine, xanthine, guanine, 8-bromoguanine, 8-chloroguanine, 8-methylguanine, 8-thioguanine, 3-deazaguanine, purine, 2-aminopurine, 2,6-diaminopurine, adenine, 3-deazaadenine, 8-aminoguanine, 8-hydrazinoguanine, 8-hydroxyguanine, cytosine, 5-ethylcytosine, 5-methylcytosine, thymine, uracil, 5-chlorouracil, 5-bromouracil, 5-ethyluracil, 5-iodouracil, 5-propyluracil or 5-vinyluracil, 2-acetamido-6-diphenylcarbamoylpurine, 6-N-dimethylamino-methyladenine or 6-N-pivaloyladenine.
    Type: Grant
    Filed: June 7, 1995
    Date of Patent: November 11, 1997
    Assignees: Institute of Organic Chemistry and Biochemistry of the Academy of Sciences of the Czech Republic, Rega Stichting v.z.w.
    Inventors: Choung Un Kim, John C. Martin, Bing Uh Luh, Peter F. Misco
  • Patent number: 5663159
    Abstract: There are disclosed novel oral prodrugs of phosphonate nucleotide analogs which are hydrolyzable under physiological conditions to yield compounds which are useful as antiviral agents, especially as agents effective against RNA and DNA viruses. They may also find use as antitumor agents.
    Type: Grant
    Filed: October 11, 1994
    Date of Patent: September 2, 1997
    Assignees: Institute of Organic Chemistry and Biochemistry of the Academy of Sciences of the Czech Republic, Rega Stichting v.z.w.
    Inventors: John E. Starrett, Jr., Muzammil M. Mansuri, John C. Martin, David R. Tortolani, Joanne J. Bronson
  • Patent number: 5650510
    Abstract: A series of compounds of Formula I which have anti-tumor activity, and are useful in treating viral infections, their compositions and use. ##STR1## In Formula I B is a purine or pyrimidine base; alk.sub.1 alk.sub.2 and alk.sub.3 are chemical bonds or alkylene groups; Q is hydrogen or hydroxyl; and R.sub.1 -R.sub.4 are hydrogen or alkyl.
    Type: Grant
    Filed: January 31, 1992
    Date of Patent: July 22, 1997
    Assignees: Institute of Organic Chemistry and Biochemistry of the Academy of Sciences of the Czech Republic, Rega Stichting v.z.w.
    Inventors: Robert W. Webb, II, Joanne J. Bronson, John C. Martin
  • Patent number: 5641763
    Abstract: This invention relates to new nucleotide analogues and solves the technical problem of their use as biologically active compounds. The subject of this invention are N-(2-phosphonylmethoxyethyl) and N-(3-hydroxy-2-phosphonylmethoxypropyl) derivatives of pyrimidine and purine bases, easily accessible from heterocyclic bases and their N-(2-hydroxyethyl) or N-(2,3-dihydroxypropyl) derivatives. Some of the compounds, according to this invention, exhibit a marked antiviral activity or can be converted into such active compounds by chemical transformations.
    Type: Grant
    Filed: October 11, 1994
    Date of Patent: June 24, 1997
    Assignees: Institute of Organic Chemistry and Biochemistry of the Academy of Sciences of the Czech Republic, Rega Stichting v.z.w.
    Inventors: Antonin Holy, Ivan Rosenberg, Erik D. A. De Clercq
  • Patent number: 5591852
    Abstract: The present invention relates to a novel and economical process for the synthesis of HPMP-substituted nucleotide antiviral compounds. Also disclosed are novel intermediates produced in the process for the preparation of HPMPC.
    Type: Grant
    Filed: June 7, 1995
    Date of Patent: January 7, 1997
    Assignees: Institute of Organic Chemistry and Biochemistry of the Academy of Sciences of the Czech Republic, Rega Stichting v.z.w.
    Inventors: Purushotham Vemishetti, Paul R. Brodfuehrer, Henry G. Howell, Chester Sapino, Jr.
  • Patent number: 5476938
    Abstract: The present invention relates to a novel and economical process for the synthesis of HPMP-substituted nucleotide antiviral compounds. Also disclosed are novel intermediates produced in the process for the preparation of HPMPC.
    Type: Grant
    Filed: January 21, 1992
    Date of Patent: December 19, 1995
    Assignees: Institute of Organic Chemistry and Biochemistry of the Academy of Sciences of the Czech Republic, Rega Stichting v.z.w.
    Inventors: Purushortham Vemishetti, Paul R. Brodfuehrer, Henry G. Howell, Chester Sapino, Jr.
  • Patent number: 5386030
    Abstract: The present invention concerns nucleotide analogs and their compositions and use. In particular it relates to novel (phosphonomethoxy) methoxy purine/pyrimidine derivatives.
    Type: Grant
    Filed: February 11, 1993
    Date of Patent: January 31, 1995
    Assignees: Institute of Organic Chemistry and Biochemistry of the Academy of Science of the Czech Republic, Rega Stichting v.z.w.
    Inventors: Choung U. Kim, John C. Martin, Bing Y. Luh, Peter F. Misco
  • Patent number: 5352786
    Abstract: The invention relates to new compounds, di(2-propyl) esters of (R)-, (S)- and (RS)-1-fluoro-2-phosphonomethoxy-3-p-toluenesulfonyloxypropane and the method of producing them. The compounds can be used with advantage in the preparation of N-(3-fluoro-2-phosphonomethoxypropyl) derivatives of heterocyclic purine and pyrimidine bases that have antiviral activity.
    Type: Grant
    Filed: January 13, 1993
    Date of Patent: October 4, 1994
    Assignee: Institute of Organic Chemistry and Biochemistry of the Academy of Sciences of the Czech Republic
    Inventors: Jindrich Jindrich, Antonin Holy
  • Patent number: 5302585
    Abstract: The present invention provides chiral nucleotide analogs having the Formulas I and II ##STR1## and pharmaceutically acceptable salts and solvates thereof, and their pharmaceutical compositions for use in the treatment of viral infections, especially those caused by human immunodeficiency virus (HIV).
    Type: Grant
    Filed: July 22, 1992
    Date of Patent: April 12, 1994
    Assignees: Institute of Organic Chemistry and Biochemistry of the Academy of Sciences of the Czech Republic, Rega Stichting v.z.w.
    Inventors: Kuo-Long Yu, Joanne J. Bronson, John C. Martin
  • Patent number: RE35558
    Abstract: The invention relates to the new compound (2R)-2-[di(2-propyl)phosphonylmethoxy]-3-p-toluenesulfonyloxy-1-trimethyla cetoxypropane and the method of producing it. The compound may be used for producing (S)-N-(3-hydroxy-2-phosphonylmethoxypropyl) derivatives of the heterocyclic purine and pyrimidine bases of antiviral activity.
    Type: Grant
    Filed: July 14, 1994
    Date of Patent: July 8, 1997
    Assignee: Institute of Organic Chemistry and Biochemistry of the Academy of Sciences of the Czech Republic
    Inventors: Petr Alexander, Antonin Holy, Hana Dvorakova