Patents by Inventor John C. Drach

John C. Drach 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).

  • Publication number: 20080146517
    Abstract: The present invention provides novel chemical compounds, and methods for their use. In particular, the present invention provides indole derivatives (e.g. as shown in Formula (I)) and related compounds and methods of using indole derivatives and related compounds as therapeutic agents to treat a number of conditions, including those associated with viral infection and cardiovascular diseases.
    Type: Application
    Filed: February 28, 2008
    Publication date: June 19, 2008
    Applicant: THE REGENTS OF THE UNIVERSITY OF MICHIGAN
    Inventors: Leroy B. Townsend, John C. Drach
  • Patent number: 7183268
    Abstract: Compounds which are active against viruses have the following Formulas: wherein B is 2-aminopurine-9-yl, which may be unsubstituted or substituted in the 6 position with NHR1, OR2, or SR3; R1 is selected from the group consisting of alkyl, alkenyl, alkynyl, and C4-18 cycloalkyl, any of which may be optionally substituted with one or more members of the group consisting of hydroxy, halo, amino, acyl, cycloalkyl, heterocyclyl and aryl; R2 is selected from the group consisting of C2-18 alkyl, alkenyl, alkynyl, and cycloalkyl, any of which may be branched or unbranched and optionally substituted with one or more members of the group consisting of hydroxy, halo, amino, acyl, cycloalkyl, heterocyclyl, and aryl; and R3 is selected from the group consisting of alkyl, alkenyl, alkynyl, and cycloalkyl, any of which may be branched or unbranched and optionally substituted with one or more members of the group consisting of hydroxy, halo, amino, acyl, cycloalkyl, heterocyclyl and aryl.
    Type: Grant
    Filed: September 15, 2004
    Date of Patent: February 27, 2007
    Assignees: Wayne State University, The Regents of the University of Michigan
    Inventors: Jiri Zemlicka, John C. Drach, Xinchao Chen
  • Patent number: 6958345
    Abstract: Compounds which are active against viruses have the following Formulas: wherein B is a purine or pyrimidine heterocyclic ring and is preferably selected from the group consisting of 6-aminopurine (adenine), 2,6-diaminopurine, 2-amino-6-azidopurine, 2-amino-6-cyclopropylaminopurine, 6-hydroxypurine (hypoxanthine), 2-amino-6-halo substituted purines, 2-amino-6-alkoxy substituted purines, 2-amino-6-hydroxypurine (guanine), 3-deazapurines, 7-deaza-purines, 8-azapurines, cytosine, 5-halo substituted cytosines, 5-alkyl substituted cytosines, thymine, uracil and 6-azapyrimidines; X is O; and, R1 and R2 are alkyl or aryl groups. The compounds of the present invention also include the R- and S-enantiomers of the above compounds. The R1X and/or R2X can also be amino acid residues with X as NH.
    Type: Grant
    Filed: August 6, 2004
    Date of Patent: October 25, 2005
    Assignees: The Regents of the University of Michigan, Wayne State University
    Inventors: Jiri Zemlicka, Yao-Ling Qiu, John C. Drach, Roger G. Ptak
  • Patent number: 6790841
    Abstract: Compounds which are active against viruses have the following Formulas: wherein B is a purine or pyrimidine heterocyclic ring and is preferably selected from the group consisting of 6-aminopurine (adenine), 2,6-diaminopurine, 2-amino-6-azidopurine, 2-amino-6-cyclopropylaminopurine, 6-hydroxypurine (hypoxanthine), 2-amino-6-halo substituted purines, 2-amino-6-alkoxy substituted purines, 2-amino-6-hydroxypurine (guanine), 3-deazapurines, 7-deaza-purines, 8-azapurines, cytosine, 5-halo substituted cytosines, 5-alkyl substituted cytosines, thymine, uracil and 6-azapyrimidines; X is O; and, R1 and R2 are alkyl or aryl groups. The compounds of the present invention also include the R- and S-enantiomers of the above compounds. The R1X and/or R2X can also be amino acid residues with X as NH.
    Type: Grant
    Filed: January 14, 2002
    Date of Patent: September 14, 2004
    Assignees: Wayne State University, The Regents of the University of Michigan
    Inventors: Jiri Zemlicka, Yao-Ling Qiu, John C. Drach, Roger G. Ptak
  • Publication number: 20030119762
    Abstract: The present invention relates to polysubstituted benzimidazoles, having the following formula: 1
    Type: Application
    Filed: October 2, 2002
    Publication date: June 26, 2003
    Inventors: Leroy B. Townsend, John C. Drach
  • Publication number: 20020193353
    Abstract: Compounds which are active against viruses have the following Formulas: 1
    Type: Application
    Filed: January 14, 2002
    Publication date: December 19, 2002
    Applicant: Wayne State University
    Inventors: Jiri Zemlicka, Yao-Ling Qiu, John C. Drach, Roger G. Ptak
  • Patent number: 6455506
    Abstract: The present invention pertains to D- and L-lyxofuranosyl benzimidazole compounds. In one embodiment, the present invention pertains to D- and L-lyxofuranosyl benzimidazole compounds selected from the group consisting of compounds having a formula selected from the following: wherein R2, R4, R5, R6, and R7 are independently the same or different and independently selected from the group consisting of: —H, —F, —Cl, —Br, —I, —NO2, —N(R8)2, —OR8, —SR12, and —CF3, wherein R8 is independently —H or an alkyl group having 1-6 carbon atoms and wherein R12 is independently —H or a hydrocarbyl group having 1-10 carbon atoms; and, R9, R10 and R11 are independently the same or different and are H or a hydroxyl protecting group; anomeric and optical isomers thereof; and, pharmaceutically acceptable salts and prodrug derivatives thereof.
    Type: Grant
    Filed: July 29, 1998
    Date of Patent: September 24, 2002
    Assignee: SmithKline Beecham Corporation
    Inventors: Leroy B. Townsend, John C. Drach
  • Patent number: 6413938
    Abstract: According to a first aspect of the invention there is provided compounds of formula (I): wherein: R1 is hydroxy; O-acetyl; or a halo atom; R2 is hydroxy; O-acetyl; or a halo atom; R3 is hydrogen; a halo atom; azido; C2-6alkenyl; C2-6alkynyl; C6-14aryl C2-6alkenyl; C6-14arylC2-6alkynyl —NR8R9 (where R8 and R9 may be the same or different and are hydrogen, C1-8alkyl, cyanoC1-8alkyl, hydroxyC1-8alkyl, haloC1-8alkyl, C3-7cycloalkyl, C1-8alkylC3-7cycloalkyl, C2-6alkenyl, C3-7cycloalkylC1-8alkyl, C2-6alkynyl, C6-14aryl, C6-14arylC1-8alkyl, heterocycleC1-8alkyl, C1-8alkylcarbonyl, C6-14arylsulfonyl, C1-8alkysulfonyl, or R8R9 together with the N atom to which they are attached form a 3,4,5 or 6 membered heterocyclic ring); —OR10 (where R10 is hydrogen, C1-8alkyl, C6-14aryl, or C6-14arylC1-8alkyl, C2-6alkenyl, C2-6alkynyl, C6-14aryl C2-6alkenyl or C6-14arylC2-6alkynyl); or —SR11 (where R11 is hydrogen, C1-8alkyl, C6-14aryl, or C6-14arylC1-8alkyl).
    Type: Grant
    Filed: August 25, 1999
    Date of Patent: July 2, 2002
    Assignees: The Regents of the University of Michigan, Glaxo Wellcome Inc.
    Inventors: Jeffrey H. Tidwell, Stanley D. Chamberlain, George A. Freeman, Joseph H. Chan, George W. Koszalka, Leroy B. Townsend, John C. Drach
  • Patent number: 6413944
    Abstract: Triciribine and analogs are effective antiviral agents.
    Type: Grant
    Filed: December 20, 1999
    Date of Patent: July 2, 2002
    Assignees: Regents of the University of Michigan, Wake Forest University
    Inventors: Leroy B. Townsend, John C. Drach, Louis S. Kucera
  • Patent number: 6352991
    Abstract: Compounds which are active against viruses have the following Formulas: wherein B is a purine or pyrimidine heterocyclic ring and is preferably selected from the group consisting of 6-aminopurine (adenine), 2,6-diaminopurine, 2-amino-6-azidopurine, 2-amino-6-cyclopropylaminopurine, 6-hydroxypurine (hypoxanthine), 2-amino-6-halo substituted purines, 2-amino-6-alkoxy substituted purines, 2-amino-6-hydroxypurine (guanine), 3-deazapurines, 7-deaza-purines, 8-azapurines, cytosine, 5-halo substituted cytosines, 5-alkyl substituted cytosines, thymine, uracil and 6-azapyrimidines; X is O; and, R1 and R2 are alkyl or aryl groups. The compounds of the present invention also include the R- and S-enantiomers of the above compounds. The R1X and/or R2X can also be amino acid residues with X as NH.
    Type: Grant
    Filed: March 12, 1999
    Date of Patent: March 5, 2002
    Assignees: Wayne State University, The Regents of the University of Michigan
    Inventors: Jiri Zemlicka, Yao-Ling Qiu, John C. Drach, Roger G. Ptak
  • Patent number: 6342501
    Abstract: This invention relates to a novel class of 4,5,6,7-substituted non-nucleoside, non-phosphorylatable pyrrolo[2,3-d]pyrimidines which exhibit both significantly lower levels of cytotoxicity and superior antiviral activity than known nucleoside, non-nucleoside, and non-nucleoside, non-phosphorylatable pyrrolo[2,3-d]pyrimidine derivatives, particularly against human DNA viruses such as cytomegalovirus (HCMV) and herpes simplex virus type 1 (HSV-1).
    Type: Grant
    Filed: January 11, 1999
    Date of Patent: January 29, 2002
    Assignee: The Regents of the University of Michigan
    Inventors: Leroy B. Townsend, John C. Drach
  • Publication number: 20010011075
    Abstract: The present invention relates to polysubstituted benzimidazoles, having the following formula: 1
    Type: Application
    Filed: February 5, 1999
    Publication date: August 2, 2001
    Inventors: LEROY B TOWNSEND, JOHN C DRACH
  • Patent number: 6214801
    Abstract: This invention pertains to nucleoside analogs that have antiviral activity and improved metabolic stability, compositions comprising them, and methods of antiviral treatment employing them. More particularly, this invention pertains to imidazo[1,2-a]pyridine C-nucleosides, as exemplified by compounds such as imidazo[l,2-a]pyridine C5-nucleosides and imidazo[1,2-a]pyridine C3-nucleosides, and may be represented by formula (I), wherein exactly one of Q3 and Q5 is a sugar-like moiety; exactly one of Q3 and Q5 is —H; and Q2, Q6, Q7 and Q8 are independently imidazo[1,2-a]pyridine substituents, such as —H, —F, —Cl, —Br and —I.
    Type: Grant
    Filed: May 17, 1999
    Date of Patent: April 10, 2001
    Assignee: The Regents of the University of Michigan
    Inventors: Leroy B. Townsend, John C. Drach
  • Patent number: 6093698
    Abstract: This application relates to novel polysubstituted benzimidazoles and compositions and their use in the treatment of viral infections. The polysubstituted benzimidazoles and compositions of the present invention exhibit antiviral properties against viruses of the herpes family, particularly human cytomegalovirus (HCMV) and herpes simplex viruses (HSV).
    Type: Grant
    Filed: October 28, 1997
    Date of Patent: July 25, 2000
    Assignee: The Regents of the University of Michigan
    Inventors: Leroy B. Townsend, John C. Drach
  • Patent number: 5874413
    Abstract: The present invention relates to polysubstituted benzimidazoles, having the following formula: ##STR1## wherein Q is a substituted benzimidazole group attached at the benzimidazole 1-position; R is a halogen of atomic number 9 to 53, inclusive (i.e., --F, --Cl, --Br, or --I); azido (i.e., --N.sub.3); or --X--R.sub.1, wherein X is a chalcogen of atomic number 8 to 16, inclusive (i.e., --O-- or --S--), and R.sub.1 may be straight or branched chain alkyl of 1 to 8 carbon atoms; and R.sub.2 and R.sub.3 may be the same or different and are separately --O--C(.dbd.O)CH.sub.3 (i.e., --OAc) or hydroxy (i.e., --OH); and pharmaceutically acceptable salts and operative combinations thereof. Also provided by this invention are compositions comprising a polysubstituted benzimidazole as defined above and methods of use thereof.
    Type: Grant
    Filed: August 16, 1996
    Date of Patent: February 23, 1999
    Assignee: University of Michigan
    Inventors: Leroy B. Townsend, John C. Drach
  • Patent number: 5840743
    Abstract: This invention pertains to nucleoside analogs which have antiviral activity and improved metabolic stability. More specifically, this invention pertains to modified sugar benzimidazole nucleosides, as exemplified by compounds such as benzimidazole nucleosides possessing a fluorinated sugar-like moiety (for example, a 2'-fluoro-furanosyl moiety or a 3'-fluoro-furanosyl moiety), and may be represented by the following formula, ##STR1## wherein R.sup.1 is a fluorinated sugar-like moiety; and R.sup.2, R.sup.4, R.sup.5, R.sup.6 and R.sup.7 are benzimidazole substituents, such as --H, halogens (e.g., --F, --Cl, --Br, --I), --NO.sub.2, --NR.sub.2 (where R is independently --H or an alkyl group having 1-6 carbon atoms), --OR (where R is --H or an alkyl group having 1-6 carbon atoms), --SR (where R is --H or a hydrocarbyl of 1-10 carbon atoms), and --CF.sub.3. In one embodiment, R.sup.1 is 2'-fluoro-furanosyl or 3'-fluoro-furanosyl; R.sup.2 is --H, --F, --Cl, --Br, --I, or --NR.sub.
    Type: Grant
    Filed: January 22, 1997
    Date of Patent: November 24, 1998
    Assignees: The Regents of the University of Michigan, Glaxo Wellcome Inc.
    Inventors: Leroy B. Townsend, John C. Drach, George A. Freeman
  • Patent number: 5827833
    Abstract: Triciribine and analogs are effective antiviral agents.
    Type: Grant
    Filed: December 19, 1996
    Date of Patent: October 27, 1998
    Assignees: Regents of the University of Michigan, Wake Forest University
    Inventors: Leroy B. Townsend, John C. Drach, Louis S. Kucera
  • Patent number: 5712255
    Abstract: A method for treating a herpes viral infection comprising administering to the infected host a therapeutically effective amount of a compound, or a pharmaceutically acceptable salt or formulation thereof, selected from the group consisting of compounds having the following formula: ##STR1## wherein: R.sub.1 is H, R.sub.2 is Cl, R.sub.3 is Cl, R.sub.4 is H, R.sub.5 is Br and R.sub.6 is .beta.-D-ribofuranosyl (denoted compound 52 in the text);R.sub.1 is H, R.sub.2 is NO.sub.2, R.sub.3 is NO.sub.2, R.sub.4 is H, R.sub.5 is Cl and R.sub.6 is .beta.-D-ribofuranosyl (denoted compound 61 in the text);R.sub.1 is Cl, R.sub.2 is H, R.sub.3 is Cl, R.sub.4 is H, R.sub.5 is Cl and R.sub.6 is .beta.-D-ribofuranosyl (denoted compound 81 in the text);R.sub.1 is H, R.sub.2 is Cl, R.sub.3 is Cl, R.sub.4 is H, R.sub.5 is I and R.sub.6 is .beta.-D-ribofuranosyl (denoted compound 83a in the text);R.sub.1 is Br, R.sub.2 is Br, R.sub.3 is H, R.sub.4 is H, R.sub.5 is Cl and R.sub.6 is .beta.
    Type: Grant
    Filed: June 1, 1995
    Date of Patent: January 27, 1998
    Assignee: The Regents of the University of Michigan
    Inventors: Leroy B. Townsend, John C. Drach
  • Patent number: 5705490
    Abstract: This invention relates to novel polysubstituted benzimidazoles and compositions and their use in the treatment of viral infections. The polysubstituted benzimidazoles and compositions of the present invention exhibit antiviral properties against viruses of the herpes family, particularly human cytomegalovirus (HCMV) and herpes simplex viruses (HSV).
    Type: Grant
    Filed: June 6, 1995
    Date of Patent: January 6, 1998
    Assignee: The Regents of the University of Michigan
    Inventors: Leroy B. Townsend, John C. Drach
  • Patent number: 5665709
    Abstract: Polysubstituted benzimidazole nucleosides, pharmaceutical compositions thereof, and their use in the treatment of herpes viral infections.
    Type: Grant
    Filed: June 7, 1995
    Date of Patent: September 9, 1997
    Assignee: The Regents of the University of Michigan
    Inventors: Leroy B. Townsend, John C. Drach