Details for Patent: 9,085,573
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Title: | Nucleoside phosphoramidate prodrugs |
Abstract: | Disclosed herein are phosphoramidate prodrugs of nucleoside derivatives for the treatment of viral infections in mammals, which is a compound, its stereoisomer, salt (acid or basic addition salt), hydrate, solvate, or crystalline form thereof, represented by the following structure: ##STR00001## Also disclosed are methods of treatment, uses, and processes for preparing each of which utilize the compound represented by formula I. |
Inventor(s): | Du; Jinfa (Redwood City, CA), Nagarathnam; Dhanapalan (Bethany, CT), Sofia; Michael Joseph (Doylestown, MN), Wang; Peiyuan (Totowa, NJ) |
Assignee: | GILEAD PHARMASSET LLC (Foster City, CA) |
Filing Date: | Aug 29, 2013 |
Application Number: | 14/013,237 |
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Van Rompaey, et al., "Mycobacterium tuberculosis thymidine monophosphate kinase inhibitors; biological evaluation and conformational analysis of 2'-and 3'-modified thymidine analogues," Eur. J. Org. Chem., pp. 2911-2918, (2003). cited by applicant . Vanheusde-N, et al., "Discovery of bicyclic thymidine analogues as selective and high-affinity inhibitors of Mycobacterium tuberculosis thymidine monophosphate kinase," J. Med. Chem., vol. 47, pp. 6187-6194, (2004). cited by applicant . Vanheusde-N, et al., "Synthesis and evaluation of thymidine-5'-O-monophosphate analogues as inhibitors of Mycobacterium tuberculosis thymidylate kinase," Bioorganic & Medicinal Chemistry Letters, vol. 12, pp. 2695-2698, (2002). cited by applicant . Wu et al., "Targeting NS5B RNA-DE-penDE-nt RNA Polymerase for Anti-HCV Chemotherapy," Current Drug Targets- Infectious DisorDE-rs, vol. 3, No. 3, pp. 207-219 {2003). cited by applicant . U.S. Appl. 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Office Action for Colombian Application No. 09-120.744A dated Jun. 25, 2014. cited by applicant . Extended Search Report for European Application No. 14151876.1 dated Sep. 18, 2014. cited by applicant . Communication pursuant to Rules 70(2) and 70a(2) EPC and reference to Rule 39(1) EPC for European Application No. 14179593.0 dated Jan. 19, 2015. cited by applicant . English Translation of Office Action for Korean Application No. 10-2009-7022652 dated Dec. 19, 2013. cited by applicant . Office Action for Korean Application No. 10-2012-7004146 dated Oct. 29, 2014. cited by applicant . English Translation of Office Action for Israeli Application No. 222810 dated Jan. 4, 2015. cited by applicant . English Translation of Office Action in Mexican Application No. MX/a/2012/000289 dated Jan. 22, 2015. cited by applicant . English Translation of Office Action in Mexican Application No. MX/a/2012/000289 dated Oct. 30, 2014. cited by applicant . 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Klumpp, et al., "The Novel Nucleoside Analog R1479(4'-Azidocytidine) Is a Potent Inhibitorof NS5B-dependent RCA Synthesis and Hepatitis C Virus Replication in Cell Culture," J. Bio. Chem., (2006), 281:3793-3799. cited by applicant . Landowski et al, "Targeted delivery to PEPT1-overexpressing cells: Acidic, basic, and secondary floxurdine amino acid ester prodrugs," MCT, (2005), 4(4):659-667. cited by applicant . McGuigan, "Phosphoramidate derivatives of stavudine as inhibitors of HIV: unnatural amino acids may substitute for alanine," Antiviral Chemistry & Chemotherapy, (2000), 11:111-116. cited by applicant . Perrone, Thesis entitled "Design Synthesis an dBiological Evaluation of Novel Nucleotide Prodrugs as Potential Anti-Hepatitis C Virus Agents," (2007). cited by applicant . Zemlicka, Lipophilic phosporamidates as antiviral pornucleotides, Biochem Biophys Acta, (2002), 276-286. cited by applicant . Sofia, "Discovery of a beta-D-2'-Deoxy-2'-alpha-fluoro-2'-beta-C-methyluridine Nucleotide Prodrug (PSI-7977) for the Treament of Hepatitis C Virus," J. Med. Chem., (2010), 53. cited by applicant . Abstract, 100, presented at the 19.sup.th International Conference of Antiviral Research, May 7-11, 2006. cited by applicant . Guinic, et al., "Cyclic monophosphate prodrugs of base=modified 2'-C-methyl ribonucleosides as potent inhibitors of hepatitis C virus RNA replicaion," Bioorg Med Chem Lett., (2007), 17(9):2456-2458. cited by applicant. |
Primary Examiner: Lewis; Patrick