Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Having -c- – wherein x is chalcogen – bonded directly to...
Patent
1995-06-06
1997-11-04
Richter, Johann
Drug, bio-affecting and body treating compositions
Designated organic active ingredient containing
Having -c-, wherein x is chalcogen, bonded directly to...
514262, 544244, 544276, 544297, A61K 3152, C07D47340, C07D47330, C07D47316
Patent
active
056840101
ABSTRACT:
A method and composition for the treatment of humans infected with HBV that includes the administration of an HBV treatment amount of a .beta.-dioxolanyl purine nucleoside of the formula: ##STR1## wherein R is OH, Cl, NH.sub.2, or H, or a pharmaceutically acceptable salt or derivative of the compound, optionally in a pharmaceutically acceptable carrier or diluent.
REFERENCES:
patent: 3116282 (1963-12-01), Hunter
patent: 4000137 (1976-12-01), Dvonoch et al.
patent: 4140761 (1979-02-01), Gerin et al.
patent: 4336381 (1982-06-01), Nagata et al.
patent: 4861759 (1989-08-01), Mitsuya et al.
patent: 4879277 (1989-11-01), Mitsuya et al.
patent: 4880784 (1989-11-01), Robins et al.
patent: 4916122 (1990-04-01), Chu et al.
patent: 4963533 (1990-10-01), de Clercq et al.
patent: 4968674 (1990-11-01), Taniyama et al.
patent: 5011774 (1991-04-01), Farina
patent: 5041449 (1991-08-01), Belleau et al.
patent: 5047407 (1991-09-01), Belleau et al.
patent: 5059690 (1991-10-01), Zahler et al.
patent: 5089500 (1992-02-01), Daluge
patent: 5122517 (1992-06-01), Vince et al.
patent: 5151426 (1992-09-01), Belleau et al.
patent: 5179104 (1993-01-01), Chu et al.
patent: 5185437 (1993-02-01), Koszalka et al.
patent: 5204466 (1993-04-01), Liotta et al.
patent: 5210085 (1993-05-01), Liotta et al.
patent: 5215971 (1993-06-01), Datema et al.
patent: 5234913 (1993-08-01), Furman, Jr. et al.
patent: 5246924 (1993-09-01), Fox et al.
patent: 5248776 (1993-09-01), Chu et al.
patent: 5270315 (1993-12-01), Belleau et al.
patent: 5276151 (1994-01-01), Liotta
patent: 5409906 (1995-04-01), Datema et al.
patent: 5432165 (1995-07-01), Adair et al.
patent: 5444063 (1995-08-01), Schinazi
patent: 5446029 (1995-08-01), Eriksson et al.
patent: 5466806 (1995-11-01), Belleau et al.
patent: 5486520 (1996-01-01), Belleau et al.
patent: 5532246 (1996-07-01), Belleau et al.
patent: 5539116 (1996-07-01), Liotta et al.
Acton, et al., "Improved Antitumor Effects in 3'-Branched Homologues of 2'-Deoxythioguanosine. Synthesis and Evaluation of Thioguanine Nucleosides of 2,3-Dideoxy-3-(hydroxymethyl)-D-erythro-pentofuranose," J. Med. Chem. 22:518-525 (1979).
Ayoola, et al., "Progress in the Control of Viral Hepatitis. Memorandum from a WHO Meeting," Bulletin of the World Health Organization, 66(4):443-455 (1988).
Balzarini, J., et al., "Potent and Selective Anti-HTLV-III/LAV Activity of 2',3'-Dideoxycytidinene . . . , " Bioch. and Bioph. Res. Comm. 140(2):735-742 (1986).
Bamford, et al., "Synthesis and Antiviral Activity of 3'-Deoxy-3'-C-hydroxymethyl Nucleosides," J. Med. Chem., 33:2494-2501 (1990).
Beach, J.W., et al., "Synthesis of EnantiomericallyPure Org. Chem. 57:2217-2219 (1992).
Beasley, et al., "Hepatocellular Carcinoma and Hepatitis B Virus," The Lancet, 1129-1133 (1981).
Belleau, B., et al., "Design and Activity of a Novel Class of Nucleoside Analogs . . . ," Intl. Conf. on AIDS, Montreal, Quebec, Canada, Jun. 4-9, 1989.
Borthwick, D.A., et al., "Synthesis and Enzymatic Resolution of Carbocyclic 2'-Ara-Fluoro-Guanosine: A Potent New Anti-Herpetic Agent," J. Chem. Soc. Commun., 10:656-658 (1988).
Boutelje, et al., Chemical Abstracts 108:128048 (1987).
Carter, et al., "Activities of (-)-Carbovir and 3'-Azido-3'-Deoxythymidine Against Human Immunodeficiency Virus In Vitro," Antimicorbial Agents and Chemotherapy, 34(6):1297-1300 (1990).
Chang, C.-N., et al., "Biochemical Pharmacology of (+) and (-)-2',3'-Dideoxy-3'Thioacytidine as Anti-Hepatatis B Virus Agents," J. Biol. Chem. 267(31):22414-22420 (1992).
Chang, Chien-Neng, et al., "Deoxycytidine Deaminase-resistant Steroisomer is the Active Form of (+)-2',3'-Thiacytidine in the Inhibition of Hepatitis B Virus Replication," J. Bio. Chem., 267(20):13938-13942 (1992).
Chang, Chungming, et al., "Production of Hepatitis B Virus in vitro by Transient Expression . . ., " The EMBO J. 6(3):675-680 (1987).
Chen, Chin-Ho, et al., "Delayed Cytotoxicity and Selective Loss of Mitochondrial DNA in Cells . . . ," J. Bio. Chem. 264(20):11934-11937 (1989).
Cheng, Y.C., et al., "Human Deoxycytidine Kinase Purification and Characterization . . ., " Biochim. Biophys. Acta. 481:481-492 (1977).
Cheng, et al., J. Biol. Chem., 262:2187 (1987).
Chu, et al., "Structure-Activity Relationships of Pyrimide Nucleosides as Antiviral Agents for Human Immunodeficiency Virus Type 1 in Peripheral Blood Mononuclear Cells," J. Med. Chem., 32:612 (1989).
Chu, et al., "Enantiomeric Synthesis of ! from D-Mannose and Its Anti-HIV Activity," J. Org. Chem., 56:6503-6505 (1991).
Chu, C.K., et al., "An Efficient Total Synthesis of 3'-Azido-3'-Deoxythimidine (AZT) and 3'-Azido-2',3'-Dideoxyuridine (AZDDU, CS-87) from D-Mannitol," Tetrahedron Lett, 29(42):5349-5352 (1988).
Chu, et al., "Comparative Activity of 2',3'-Saturated and Unsaturated Pyrimidine and Purine Nucelosides . . . , " Biochem. Pharm. 37(19):3543-3548 (1988).
Chu, et al., "Structure-Activity Relationships of Pyrimidine Nucleosides as Antiviral Agents . . . , " J. Med. Chem. 32:612-617 (1989).
Chu, C.K., et al., "2'-Fluoro-5-Methyl.beta.-L-Arabinofuranocyluracil as a Novel Antiviral Agent for Hepatitis B . . . , " Antimicrob. Agents Chemother., 39(4):979-981 (1995).
Chu, et al., "Synthesis and Biological Evaluation of D-(2S) and L-(2R)-1,3-Oxathiolanyl-and D-(2R)-and L-(2S)-1,3-Dioxolanyl-Nucleosides as Anti-HIV and Anti-HBV Agents,"0 Antiviral Research, 30(S1):192 (Apr. 1993).
Chu, et al., "Synthesis and Anti-HIV and Anti-HBV Activity of Enantiomerically Pure Oxathiolane Nucleosides," Antiviral Research, 17(S1):2 (Mar. 1992).
Chu, et al., "Asymmetric Synthesis of Enantiomerically Pure (-)-(1'R,4'R)-Dioxolane-thymine and Its Anti-HIV Activity," Tetrahedron Letters, 32(31):3791-3794 (1991).
Coates, J., et al., "The Separated Enaniomers of 2'-deoxy-3'-thiacytidine (BCH-189) Both Inhibit Human Immunodeficiency Virus Replication In Vitro," Antimicrob. Agents Chemother. 36(1):202-205 (1992).
Condreay, et al., "Evaluation of the Potent Anti-Hepatitis B Virus Agent Novel In Vivo Model," Antimicrobial Agents and Chemotherapy, 616-619 (1992).
Cretton, E., et al., "Catabolism of 3'-Azido-3'-Deoxythymidine in Heptaocytes and Liver Microsomes, with Evidence of Formation of 3'Amino-3'-Deoxythymidine a Highly Toxic Catabolite for Human Bone Marrow Cells," Molecular Pharmacology, 39:258-266 (1991).
Cretton, E., et al., "Pharmokinetics of 3'-Azido-3'-Dexoythymidine and its Catabolites and Interactions with Probenecid in Rhesus Monkeys," Antimicrobial Agents and Chemotherapy, 35(5):801-807 (1991).
Di Bisceglie, Adrian M. Rustgi, Vinod K. et al., "Hepatocellular Carcinoma," NIH Conference, Annals of Internal Medicine, 108:390-401 (1988).
Doong, Shin-Lian, et al., "Inhibition of the Replication of Heptitis B virus in vitro by 2',3'-Dideoxy-3'-Thiacytidine and Related Analogues," Natl. Acad. Sci. USA, 88:8495-8499 (1991).
Eriksson, et al. Antimicrobial Agents and Chemotherapy, 33(10):1729-1734 (1988).
Frick, et al., "Pharmacokinetics, Oral Bioavailability, and Metabolic Disposition in Rats of Nucleoside Analog Active against Human Immunodeficiency Virus and Hepatitis B Virus," Antimicrobial Agents and Chemotherapy, 37(11):2285-2292 (1993).
Furman, et al., "The Anti-Hepatitis B Virus Activities, Cytotoxicities, and Anabolic Profiles of the (-) and (+) Enantiomers of Agents and Chemo., 36(12):2686-2692 (1992).
Furman, et al., Proc. Natl. Acad. Sci. U.S.A., 83:3333 (1986).
Ganem, "Animal Models of Hepatitis B Virus," Experimental Models in Antimicrobial Chemotherapy, 2:259-272 (1986).
Ganem, Don et al., "The Molecular Biology of the Hepatitis B Viruses," Ann. Rev. Biochem. 56:651-693 (1987).
Gerlt, Chemical Abstracts, 107:14979 (1987).
Hamamoto, et al., Antimicrobl. Agents. Chemother., 31:907 (1987).
Herdewign, P. et al., "Resolution of Aristeromycin Enantiomers," J. Med. Chem., 28:1385-1386 (1985).
Hoong, et al., "Enzyme-Mediated Enantioselective Preparation of Pure Enantiomers of the Antiviral Agent 2',3'-Dideoxy-5-Fluoro-3'-Thiacytidine (FTC) and Related Compounds," J. of Org. Chem., 57:5563-5565 (1992).
Jeong, L., et al., "Asymmetric Synthesis and Biological Evaluation of .beta.-L-
Cross Laura R.
Emory University
Knowles, Esq. Sherry M.
Richter Johann
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