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).
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Publication number: 20080146517Abstract: 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: ApplicationFiled: February 28, 2008Publication date: June 19, 2008Applicant: THE REGENTS OF THE UNIVERSITY OF MICHIGANInventors: Leroy B. Townsend, John C. Drach
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Patent number: 7183268Abstract: 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: GrantFiled: September 15, 2004Date of Patent: February 27, 2007Assignees: Wayne State University, The Regents of the University of MichiganInventors: Jiri Zemlicka, John C. Drach, Xinchao Chen
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Patent number: 6958345Abstract: 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: GrantFiled: August 6, 2004Date of Patent: October 25, 2005Assignees: The Regents of the University of Michigan, Wayne State UniversityInventors: Jiri Zemlicka, Yao-Ling Qiu, John C. Drach, Roger G. Ptak
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Patent number: 6790841Abstract: 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: GrantFiled: January 14, 2002Date of Patent: September 14, 2004Assignees: Wayne State University, The Regents of the University of MichiganInventors: Jiri Zemlicka, Yao-Ling Qiu, John C. Drach, Roger G. Ptak
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Publication number: 20030119762Abstract: The present invention relates to polysubstituted benzimidazoles, having the following formula: 1Type: ApplicationFiled: October 2, 2002Publication date: June 26, 2003Inventors: Leroy B. Townsend, John C. Drach
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Publication number: 20020193353Abstract: Compounds which are active against viruses have the following Formulas: 1Type: ApplicationFiled: January 14, 2002Publication date: December 19, 2002Applicant: Wayne State UniversityInventors: Jiri Zemlicka, Yao-Ling Qiu, John C. Drach, Roger G. Ptak
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Patent number: 6455506Abstract: 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: GrantFiled: July 29, 1998Date of Patent: September 24, 2002Assignee: SmithKline Beecham CorporationInventors: Leroy B. Townsend, John C. Drach
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Patent number: 6413944Abstract: Triciribine and analogs are effective antiviral agents.Type: GrantFiled: December 20, 1999Date of Patent: July 2, 2002Assignees: Regents of the University of Michigan, Wake Forest UniversityInventors: Leroy B. Townsend, John C. Drach, Louis S. Kucera
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Patent number: 6413938Abstract: 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: GrantFiled: August 25, 1999Date of Patent: July 2, 2002Assignees: 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
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Patent number: 6352991Abstract: 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: GrantFiled: March 12, 1999Date of Patent: March 5, 2002Assignees: Wayne State University, The Regents of the University of MichiganInventors: Jiri Zemlicka, Yao-Ling Qiu, John C. Drach, Roger G. Ptak
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Patent number: 6342501Abstract: 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: GrantFiled: January 11, 1999Date of Patent: January 29, 2002Assignee: The Regents of the University of MichiganInventors: Leroy B. Townsend, John C. Drach
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Publication number: 20010011075Abstract: The present invention relates to polysubstituted benzimidazoles, having the following formula: 1Type: ApplicationFiled: February 5, 1999Publication date: August 2, 2001Inventors: LEROY B TOWNSEND, JOHN C DRACH
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Patent number: 6214801Abstract: 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: GrantFiled: May 17, 1999Date of Patent: April 10, 2001Assignee: The Regents of the University of MichiganInventors: Leroy B. Townsend, John C. Drach
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Patent number: 6093698Abstract: 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: GrantFiled: October 28, 1997Date of Patent: July 25, 2000Assignee: The Regents of the University of MichiganInventors: Leroy B. Townsend, John C. Drach
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Patent number: 5874413Abstract: 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: GrantFiled: August 16, 1996Date of Patent: February 23, 1999Assignee: University of MichiganInventors: Leroy B. Townsend, John C. Drach
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Patent number: 5840743Abstract: 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: GrantFiled: January 22, 1997Date of Patent: November 24, 1998Assignees: The Regents of the University of Michigan, Glaxo Wellcome Inc.Inventors: Leroy B. Townsend, John C. Drach, George A. Freeman
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Patent number: 5827833Abstract: Triciribine and analogs are effective antiviral agents.Type: GrantFiled: December 19, 1996Date of Patent: October 27, 1998Assignees: Regents of the University of Michigan, Wake Forest UniversityInventors: Leroy B. Townsend, John C. Drach, Louis S. Kucera
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Patent number: 5712255Abstract: 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: GrantFiled: June 1, 1995Date of Patent: January 27, 1998Assignee: The Regents of the University of MichiganInventors: Leroy B. Townsend, John C. Drach
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Patent number: 5705490Abstract: 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: GrantFiled: June 6, 1995Date of Patent: January 6, 1998Assignee: The Regents of the University of MichiganInventors: Leroy B. Townsend, John C. Drach
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Patent number: 5665709Abstract: Polysubstituted benzimidazole nucleosides, pharmaceutical compositions thereof, and their use in the treatment of herpes viral infections.Type: GrantFiled: June 7, 1995Date of Patent: September 9, 1997Assignee: The Regents of the University of MichiganInventors: Leroy B. Townsend, John C. Drach